data_I-a_(100K) _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,1,6,6-Tetraphenyl-2,4-hexadiyne-1,6-diol : 2(1,6-dimethyl-2(1H)-pyridone) ; _chemical_name_common 'Tetraphenylhexadiynediol and Dimethylpyridone' _chemical_melting_point ? _chemical_formula_moiety 'C30 H22 O2, 2(C7 H9 N O)' _chemical_formula_sum 'C44 H40 N2 O4' _chemical_formula_weight 660.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P21/C' ’_symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.3620(7) _cell_length_b 8.4440(3) _cell_length_c 22.2770(14) _cell_angle_alpha 90.00 _cell_angle_beta 117.355(2) _cell_angle_gamma 90.00 _cell_volume 1731.20(17) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6022 _cell_measurement_theta_min 2.06 _cell_measurement_theta_max 25.32 _exptl_crystal_description Blocks _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.268 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details none _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi- and omega-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 6022 _diffrn_reflns_av_R_equivalents 0.026 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 25.32 _reflns_number_total 3151 _reflns_number_gt 2105 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2006)' _computing_cell_refinement 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_data_reduction 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1999)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1382P)^2^+0.0886P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3151 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1008 _refine_ls_R_factor_gt 0.0699 _refine_ls_wR_factor_ref 0.2275 _refine_ls_wR_factor_gt 0.2034 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.114 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.05660(19) 0.6702(2) 0.15519(9) 0.0606(6) Uani 1 1 d . . . H1O1 H -0.1300 0.7102 0.1252 0.073 Uiso 1 1 calc R . . C1 C 0.0148(2) 0.5421(2) 0.02896(12) 0.0386(6) Uani 1 1 d . . . C2 C 0.0392(3) 0.6158(3) 0.07909(12) 0.0411(6) Uani 1 1 d . . . C3 C 0.0631(3) 0.6988(3) 0.14221(12) 0.0410(6) Uani 1 1 d . . . C4 C 0.0891(3) 0.8762(3) 0.13899(13) 0.0487(7) Uani 1 1 d . . . C5 C 0.0978(4) 0.9693(3) 0.19245(16) 0.0657(9) Uani 1 1 d . . . H5 H 0.0821 0.9236 0.2265 0.079 Uiso 1 1 calc R . . C6 C 0.1295(5) 1.1282(4) 0.19518(19) 0.0886(12) Uani 1 1 d . . . H6 H 0.1348 1.1898 0.2309 0.106 Uiso 1 1 calc R . . C7 C 0.1529(4) 1.1950(3) 0.14534(19) 0.0886(12) Uani 1 1 d . . . H7 H 0.1765 1.3019 0.1479 0.106 Uiso 1 1 calc R . . C8 C 0.1423(4) 1.1068(3) 0.09121(16) 0.0758(10) Uani 1 1 d . . . H8 H 0.1565 1.1543 0.0570 0.091 Uiso 1 1 calc R . . C9 C 0.1101(3) 0.9447(3) 0.08817(14) 0.0573(8) Uani 1 1 d . . . H9 H 0.1029 0.8840 0.0519 0.069 Uiso 1 1 calc R . . C10 C 0.1987(3) 0.6288(2) 0.20090(12) 0.0413(6) Uani 1 1 d . . . C11 C 0.3321(3) 0.6439(3) 0.20172(14) 0.0544(7) Uani 1 1 d . . . H11 H 0.3383 0.6956 0.1663 0.065 Uiso 1 1 calc R . . C12 C 0.4566(4) 0.5836(5) 0.25425(17) 0.0842(12) Uani 1 1 d . . . H12 H 0.5456 0.5936 0.2538 0.101 Uiso 1 1 calc R . . C13 C 0.4485(5) 0.5092(6) 0.30682(18) 0.1147(19) Uani 1 1 d . . . H13 H 0.5324 0.4697 0.3426 0.138 Uiso 1 1 calc R . . C14 C 0.3168(6) 0.4923(4) 0.30723(16) 0.0956(14) Uani 1 1 d . . . H14 H 0.3119 0.4406 0.3430 0.115 Uiso 1 1 calc R . . C15 C 0.1907(4) 0.5527(3) 0.25407(14) 0.0613(8) Uani 1 1 d . . . H15 H 0.1017 0.5419 0.2544 0.074 Uiso 1 1 calc R . . O2A O 0.3247(4) 0.2529(5) -0.0766(2) 0.0639(11) Uani 0.50 1 d P . . NA N 0.5562(4) 0.2664(4) 0.0100(2) 0.0394(9) Uani 0.50 1 d P . . C16A C 0.4070(7) 0.2927(7) -0.0168(4) 0.0452(16) Uani 0.50 1 d P . . C17A C 0.3597(9) 0.3563(9) 0.0275(4) 0.0534(18) Uani 0.50 1 d P . . H17A H 0.2615 0.3782 0.0119 0.064 Uiso 0.50 1 d PR . . C18A C 0.4571(7) 0.3879(7) 0.0940(3) 0.0567(14) Uani 0.50 1 d P . . H18A H 0.4246 0.4269 0.1237 0.068 Uiso 0.50 1 d PR . . C19A C 0.6048(8) 0.3575(9) 0.1166(4) 0.0569(18) Uani 0.50 1 d P . . H19A H 0.6694 0.3808 0.1613 0.068 Uiso 0.50 1 d PR . . C20A C 0.6574(12) 0.2996(11) 0.0752(6) 0.044(2) Uani 0.50 1 d P . . C21A C 0.6096(6) 0.2054(6) -0.0372(3) 0.0541(14) Uani 0.50 1 d P . . H21A H 0.5506 0.1176 -0.0623 0.065 Uiso 0.50 1 d PR . . H21B H 0.7087 0.1714 -0.0121 0.065 Uiso 0.50 1 d PR . . H21C H 0.6038 0.2882 -0.0679 0.065 Uiso 0.50 1 d PR . . C22A C 0.8132(7) 0.2655(8) 0.0988(4) 0.0482(15) Uani 0.50 1 d P . . H22A H 0.8628 0.3640 0.1028 0.058 Uiso 0.50 1 d PR . . H22B H 0.8527 0.2143 0.1421 0.058 Uiso 0.50 1 d PR . . H22C H 0.8257 0.1983 0.0671 0.058 Uiso 0.50 1 d PR . . O2B O 0.3013(4) 0.1835(5) -0.0404(2) 0.0575(10) Uani 0.50 1 d P . . NB N 0.4762(6) 0.3273(6) 0.0472(2) 0.0580(12) Uani 0.50 1 d P . . C16B C 0.4306(8) 0.2135(10) -0.0034(4) 0.0593(19) Uani 0.50 1 d P . . C17B C 0.5532(7) 0.1330(7) -0.0084(3) 0.0611(15) Uani 0.50 1 d P . . H17B H 0.5331 0.0551 -0.0410 0.073 Uiso 0.50 1 d PR . . C18B C 0.6899(8) 0.1715(10) 0.0332(4) 0.080(2) Uani 0.50 1 d P . . H18B H 0.7609 0.1155 0.0277 0.097 Uiso 0.50 1 d PR . . C19B C 0.7293(14) 0.2902(13) 0.0819(5) 0.068(3) Uani 0.50 1 d P . . H19B H 0.8264 0.3147 0.1095 0.082 Uiso 0.50 1 d PR . . C20B C 0.6202(10) 0.3626(18) 0.0866(5) 0.063(3) Uani 0.50 1 d P . . C21B C 0.3607(10) 0.4062(10) 0.0552(5) 0.065(2) Uani 0.50 1 d P . . H21D H 0.2689 0.3570 0.0270 0.078 Uiso 0.50 1 d PR . . H21E H 0.3796 0.4003 0.1016 0.078 Uiso 0.50 1 d PR . . H21F H 0.3578 0.5151 0.0424 0.078 Uiso 0.50 1 d PR . . C22B C 0.6468(7) 0.4930(10) 0.1391(3) 0.079(2) Uani 0.50 1 d P . . H22D H 0.6249 0.4524 0.1736 0.095 Uiso 0.50 1 d PR . . H22E H 0.7463 0.5270 0.1591 0.095 Uiso 0.50 1 d PR . . H22F H 0.5843 0.5812 0.1171 0.095 Uiso 0.50 1 d PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0422(11) 0.0864(14) 0.0476(12) -0.0154(9) 0.0159(9) -0.0102(9) C1 0.0386(12) 0.0336(11) 0.0351(13) 0.0019(9) 0.0098(10) -0.0056(9) C2 0.0421(13) 0.0374(12) 0.0349(13) 0.0025(10) 0.0100(10) -0.0034(9) C3 0.0411(13) 0.0388(12) 0.0361(14) -0.0019(9) 0.0117(11) 0.0001(9) C4 0.0513(15) 0.0352(13) 0.0426(15) 0.0030(10) 0.0070(12) 0.0102(10) C5 0.087(2) 0.0409(15) 0.064(2) -0.0021(12) 0.0297(17) 0.0172(13) C6 0.142(4) 0.0365(17) 0.079(2) -0.0031(15) 0.044(2) 0.0194(17) C7 0.128(3) 0.0296(15) 0.079(3) -0.0026(14) 0.022(2) 0.0040(15) C8 0.101(3) 0.0413(16) 0.0576(19) 0.0132(14) 0.0125(18) -0.0010(14) C9 0.0683(18) 0.0391(14) 0.0435(16) 0.0031(11) 0.0075(13) -0.0005(11) C10 0.0515(15) 0.0302(11) 0.0334(13) -0.0055(9) 0.0121(11) 0.0067(9) C11 0.0488(16) 0.0589(16) 0.0437(16) -0.0051(12) 0.0110(12) 0.0120(11) C12 0.059(2) 0.118(3) 0.049(2) -0.0213(19) 0.0025(16) 0.0419(18) C13 0.119(3) 0.153(4) 0.041(2) 0.002(2) 0.011(2) 0.098(3) C14 0.150(4) 0.087(2) 0.0396(18) 0.0186(16) 0.035(2) 0.063(2) C15 0.090(2) 0.0531(16) 0.0381(15) 0.0027(12) 0.0268(15) 0.0182(14) O2A 0.048(2) 0.055(2) 0.065(3) -0.010(2) 0.005(2) 0.0034(17) NA 0.031(2) 0.034(2) 0.043(2) 0.0020(17) 0.0084(18) -0.0016(15) C16A 0.040(3) 0.034(3) 0.047(4) 0.002(3) 0.008(3) -0.003(3) C17A 0.037(4) 0.059(4) 0.057(5) 0.007(3) 0.015(4) 0.002(3) C18A 0.049(4) 0.080(4) 0.041(3) 0.004(3) 0.021(3) 0.011(3) C19A 0.050(4) 0.068(4) 0.041(4) -0.006(4) 0.011(4) 0.005(3) C20A 0.037(6) 0.050(4) 0.049(5) 0.006(3) 0.022(5) 0.007(4) C21A 0.047(3) 0.054(3) 0.053(3) -0.010(2) 0.016(3) 0.004(2) C22A 0.028(3) 0.063(3) 0.048(4) -0.001(3) 0.013(3) -0.002(3) O2B 0.041(2) 0.066(2) 0.046(2) -0.0009(19) 0.0029(18) -0.0053(17) NB 0.052(3) 0.070(3) 0.047(3) 0.009(2) 0.019(3) -0.007(2) C16B 0.062(5) 0.072(5) 0.040(4) 0.011(4) 0.019(3) -0.001(4) C17B 0.070(4) 0.062(4) 0.044(3) 0.015(3) 0.020(3) 0.011(3) C18B 0.061(4) 0.114(6) 0.077(5) 0.042(5) 0.041(4) 0.022(4) C19B 0.052(7) 0.105(7) 0.048(6) 0.009(5) 0.023(8) -0.012(7) C20B 0.033(5) 0.114(9) 0.030(5) 0.017(6) 0.004(4) -0.017(5) C21B 0.054(5) 0.066(5) 0.064(6) -0.008(4) 0.019(5) -0.009(4) C22B 0.063(4) 0.110(6) 0.064(4) 0.004(4) 0.029(3) -0.033(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C3 1.417(3) . ? O1 H1O1 0.8200 . ? C1 C2 1.200(3) . ? C1 C1 1.378(5) 3_565 ? C2 C3 1.486(3) . ? C3 C4 1.530(3) . ? C3 C10 1.531(3) . ? C4 C9 1.375(4) . ? C4 C5 1.395(4) . ? C5 C6 1.376(5) . ? C5 H5 0.9300 . ? C6 C7 1.363(5) . ? C6 H6 0.9300 . ? C7 C8 1.378(5) . ? C7 H7 0.9300 . ? C8 C9 1.403(4) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.381(4) . ? C10 C15 1.383(4) . ? C11 C12 1.381(4) . ? C11 H11 0.9300 . ? C12 C13 1.365(6) . ? C12 H12 0.9300 . ? C13 C14 1.376(7) . ? C13 H13 0.9300 . ? C14 C15 1.396(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? O2A O2B 1.109(5) . ? O2A C16A 1.253(8) . ? O2A C16B 1.526(8) . ? NA C17B 1.194(7) . ? NA C16B 1.275(8) . ? NA C20A 1.375(12) . ? NA C16A 1.396(8) . ? NA C18B 1.473(8) . ? NA C21A 1.486(7) . ? NA NB 1.507(7) . ? NA C20B 1.724(13) . ? NA C19B 1.784(11) . ? C16A C16B 0.728(6) . ? C16A NB 1.301(8) . ? C16A O2B 1.340(7) . ? C16A C17A 1.396(11) . ? C16A C17B 1.972(9) . ? C17A C21B 0.744(8) . ? C17A NB 1.106(9) . ? C17A C18A 1.382(10) . ? C17A C16B 1.713(12) . ? C17A H17A 0.9300 . ? C17A H21D 0.9359 . ? C17A H21F 1.3838 . ? C18A C21B 0.987(9) . ? C18A NB 1.256(7) . ? C18A C19A 1.398(10) . ? C18A C20B 1.784(14) . ? C18A C22B 1.961(9) . ? C18A H18A 0.9300 . ? C18A H21E 0.9002 . ? C18A H21F 1.5642 . ? C19A C20B 0.756(9) . ? C19A C22B 1.244(11) . ? C19A C20A 1.359(12) . ? C19A NB 1.529(9) . ? C19A C19B 1.871(14) . ? C19A H19A 0.9301 . ? C19A H22D 1.4340 . ? C20A C19B 0.693(9) . ? C20A C20B 0.765(13) . ? C20A C22A 1.478(10) . ? C20A C18B 1.564(14) . ? C20A NB 1.701(12) . ? C20A H19B 1.5606 . ? C21A C17B 1.213(8) . ? C21A C18B 1.426(9) . ? C21A H21A 0.9600 . ? C21A H21B 0.9600 . ? C21A H21C 0.9601 . ? C21A H17B 1.4776 . ? C22A C19B 0.801(11) . ? C22A C18B 1.637(11) . ? C22A H22A 0.9600 . ? C22A H22B 0.9601 . ? C22A H22C 0.9600 . ? C22A H19B 0.4677 . ? O2B C16B 1.234(8) . ? NB C20B 1.372(10) . ? NB C16B 1.389(9) . ? NB C21B 1.451(10) . ? C16B C17B 1.489(10) . ? C17B C18B 1.328(10) . ? C17B H21A 1.1952 . ? C17B H17B 0.9300 . ? C18B C19B 1.393(13) . ? C18B H21B 1.1121 . ? C18B H22C 1.2754 . ? C18B H18B 0.9300 . ? C19B C20B 1.331(14) . ? C19B H22A 1.3878 . ? C19B H22B 1.5065 . ? C19B H22C 1.4189 . ? C19B H19B 0.9301 . ? C20B C22B 1.536(16) . ? C20B H19A 1.5072 . ? C21B H17A 1.0634 . ? C21B H18A 1.3657 . ? C21B H21D 0.9600 . ? C21B H21E 0.9600 . ? C21B H21F 0.9600 . ? C22B H19A 1.0440 . ? C22B H22D 0.9600 . ? C22B H22E 0.9600 . ? C22B H22F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 O1 H1O1 109.5 . . ? C2 C1 C1 179.3(3) . 3_565 ? C1 C2 C3 176.0(2) . . ? O1 C3 C2 109.37(19) . . ? O1 C3 C4 111.5(2) . . ? C2 C3 C4 111.9(2) . . ? O1 C3 C10 107.8(2) . . ? C2 C3 C10 108.34(19) . . ? C4 C3 C10 107.76(19) . . ? C9 C4 C5 119.6(3) . . ? C9 C4 C3 123.3(2) . . ? C5 C4 C3 117.1(2) . . ? C6 C5 C4 120.5(3) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C7 C6 C5 119.7(3) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? C6 C7 C8 121.1(3) . . ? C6 C7 H7 119.4 . . ? C8 C7 H7 119.4 . . ? C7 C8 C9 119.4(3) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C4 C9 C8 119.7(3) . . ? C4 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C11 C10 C15 119.0(2) . . ? C11 C10 C3 119.8(2) . . ? C15 C10 C3 121.2(2) . . ? C10 C11 C12 121.2(3) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C13 C12 C11 119.7(4) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C12 C13 C14 120.4(3) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C13 C14 C15 120.1(4) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C10 C15 C14 119.7(3) . . ? C10 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? O2B O2A C16A 68.8(5) . . ? O2B O2A C16B 53.0(4) . . ? C16A O2A C16B 28.2(3) . . ? C17B NA C16B 74.1(5) . . ? C17B NA C20A 116.2(5) . . ? C16B NA C20A 121.3(7) . . ? C17B NA C16A 98.9(5) . . ? C16B NA C16A 31.2(3) . . ? C20A NA C16A 125.2(6) . . ? C17B NA C18B 58.6(5) . . ? C16B NA C18B 125.8(6) . . ? C20A NA C18B 66.5(6) . . ? C16A NA C18B 156.2(5) . . ? C17B NA C21A 52.4(4) . . ? C16B NA C21A 112.6(5) . . ? C20A NA C21A 117.8(6) . . ? C16A NA C21A 116.9(4) . . ? C18B NA C21A 57.6(4) . . ? C17B NA NB 125.2(5) . . ? C16B NA NB 59.2(4) . . ? C20A NA NB 72.2(5) . . ? C16A NA NB 53.1(4) . . ? C18B NA NB 131.2(4) . . ? C21A NA NB 170.0(4) . . ? C17B NA C20B 136.1(6) . . ? C16B NA C20B 106.5(5) . . ? C20A NA C20B 25.5(4) . . ? C16A NA C20B 101.2(5) . . ? C18B NA C20B 92.1(6) . . ? C21A NA C20B 139.8(5) . . ? NB NA C20B 49.7(4) . . ? C17B NA C19B 105.7(5) . . ? C16B NA C19B 138.3(5) . . ? C20A NA C19B 20.6(4) . . ? C16A NA C19B 145.6(6) . . ? C18B NA C19B 49.5(5) . . ? C21A NA C19B 97.3(5) . . ? NB NA C19B 92.7(5) . . ? C20B NA C19B 44.5(5) . . ? C16B C16A O2A 97.2(10) . . ? C16B C16A NB 81.1(10) . . ? O2A C16A NB 171.2(7) . . ? C16B C16A O2B 65.7(9) . . ? O2A C16A O2B 50.5(3) . . ? NB C16A O2B 121.6(6) . . ? C16B C16A C17A 103.0(11) . . ? O2A C16A C17A 124.5(6) . . ? NB C16A C17A 48.3(5) . . ? O2B C16A C17A 93.0(6) . . ? C16B C16A NA 65.2(9) . . ? O2A C16A NA 119.4(6) . . ? NB C16A NA 67.8(4) . . ? O2B C16A NA 127.1(5) . . ? C17A C16A NA 116.0(6) . . ? C16B C16A C17B 39.9(8) . . ? O2A C16A C17B 92.0(4) . . ? NB C16A C17B 92.1(5) . . ? O2B C16A C17B 91.2(4) . . ? C17A C16A C17B 134.4(6) . . ? NA C16A C17B 36.7(3) . . ? C21B C17A NB 101.5(13) . . ? C21B C17A C18A 43.6(10) . . ? NB C17A C18A 59.4(5) . . ? C21B C17A C16A 158.4(14) . . ? NB C17A C16A 61.4(6) . . ? C18A C17A C16A 120.7(7) . . ? C21B C17A C16B 152.6(14) . . ? NB C17A C16B 54.0(5) . . ? C18A C17A C16B 109.3(6) . . ? C16A C17A C16B 24.5(3) . . ? C21B C17A H17A 78.0 . . ? NB C17A H17A 178.0 . . ? C18A C17A H17A 119.7 . . ? C16A C17A H17A 119.5 . . ? C16B C17A H17A 126.0 . . ? C21B C17A H21D 68.6 . . ? NB C17A H21D 156.1 . . ? C18A C17A H21D 104.2 . . ? C16A C17A H21D 132.3 . . ? C16B C17A H21D 128.0 . . ? H17A C17A H21D 22.0 . . ? C21B C17A H21F 41.3 . . ? NB C17A H21F 104.6 . . ? C18A C17A H21F 68.9 . . ? C16A C17A H21F 126.2 . . ? C16B C17A H21F 146.6 . . ? H17A C17A H21F 76.3 . . ? H21D C17A H21F 82.6 . . ? C21B C18A NB 79.6(7) . . ? C21B C18A C17A 31.3(6) . . ? NB C18A C17A 49.3(4) . . ? C21B C18A C19A 147.7(9) . . ? NB C18A C19A 70.1(5) . . ? C17A C18A C19A 119.4(7) . . ? C21B C18A C20B 124.0(8) . . ? NB C18A C20B 50.0(5) . . ? C17A C18A C20B 97.7(6) . . ? C19A C18A C20B 23.8(4) . . ? C21B C18A C22B 138.7(8) . . ? NB C18A C22B 96.1(5) . . ? C17A C18A C22B 134.7(5) . . ? C19A C18A C22B 39.2(4) . . ? C20B C18A C22B 48.1(5) . . ? C21B C18A H18A 90.8 . . ? NB C18A H18A 169.0 . . ? C17A C18A H18A 120.4 . . ? C19A C18A H18A 120.2 . . ? C20B C18A H18A 140.9 . . ? C22B C18A H18A 94.7 . . ? C21B C18A H21E 60.9 . . ? NB C18A H21E 134.3 . . ? C17A C18A H21E 87.1 . . ? C19A C18A H21E 151.3 . . ? C20B C18A H21E 175.0 . . ? C22B C18A H21E 128.4 . . ? H18A C18A H21E 34.7 . . ? C21B C18A H21F 36.0 . . ? NB C18A H21F 88.3 . . ? C17A C18A H21F 55.6 . . ? C19A C18A H21F 129.3 . . ? C20B C18A H21F 110.2 . . ? C22B C18A H21F 103.4 . . ? H18A C18A H21F 87.1 . . ? H21E C18A H21F 73.5 . . ? C20B C19A C22B 97.3(16) . . ? C20B C19A C20A 26.9(14) . . ? C22B C19A C20A 115.4(8) . . ? C20B C19A C18A 108.1(14) . . ? C22B C19A C18A 95.6(7) . . ? C20A C19A C18A 122.4(9) . . ? C20B C19A NB 63.6(9) . . ? C22B C19A NB 122.8(7) . . ? C20A C19A NB 71.9(7) . . ? C18A C19A NB 50.6(4) . . ? C20B C19A C19B 35.6(12) . . ? C22B C19A C19B 105.4(7) . . ? C20A C19A C19B 16.9(6) . . ? C18A C19A C19B 139.0(8) . . ? NB C19A C19B 88.7(6) . . ? C20B C19A H19A 126.4 . . ? C22B C19A H19A 55.1 . . ? C20A C19A H19A 119.1 . . ? C18A C19A H19A 118.5 . . ? NB C19A H19A 169.0 . . ? C19B C19A H19A 102.3 . . ? C20B C19A H22D 138.4 . . ? C22B C19A H22D 41.2 . . ? C20A C19A H22D 149.5 . . ? C18A C19A H22D 84.6 . . ? NB C19A H22D 133.9 . . ? C19B C19A H22D 133.5 . . ? H19A C19A H22D 36.3 . . ? C19B C20A C20B 132(3) . . ? C19B C20A C19A 128.4(18) . . ? C20B C20A C19A 26.5(12) . . ? C19B C20A NA 115.2(16) . . ? C20B C20A NA 103.6(13) . . ? C19A C20A NA 116.2(9) . . ? C19B C20A C22A 9.0(9) . . ? C20B C20A C22A 130.7(17) . . ? C19A C20A C22A 122.8(10) . . ? NA C20A C22A 120.9(9) . . ? C19B C20A C18B 62.9(13) . . ? C20B C20A C18B 163.3(16) . . ? C19A C20A C18B 156.6(9) . . ? NA C20A C18B 59.7(5) . . ? C22A C20A C18B 65.0(6) . . ? C19B C20A NB 171.7(16) . . ? C20B C20A NB 52.2(11) . . ? C19A C20A NB 58.7(6) . . ? NA C20A NB 57.5(5) . . ? C22A C20A NB 176.6(9) . . ? C18B C20A NB 112.3(7) . . ? C19B C20A H19B 18.6 . . ? C20B C20A H19B 113.8 . . ? C19A C20A H19B 110.4 . . ? NA C20A H19B 132.3 . . ? C22A C20A H19B 17.4 . . ? C18B C20A H19B 81.3 . . ? NB C20A H19B 165.8 . . ? C17B C21A C18B 59.8(5) . . ? C17B C21A NA 51.3(4) . . ? C18B C21A NA 60.7(4) . . ? C17B C21A H21A 65.5 . . ? C18B C21A H21A 112.3 . . ? NA C21A H21A 109.6 . . ? C17B C21A H21B 100.8 . . ? C18B C21A H21B 51.1 . . ? NA C21A H21B 109.7 . . ? H21A C21A H21B 109.5 . . ? C17B C21A H21C 148.8 . . ? C18B C21A H21C 138.0 . . ? NA C21A H21C 109.2 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? C17B C21A H17B 38.9 . . ? C18B C21A H17B 85.3 . . ? NA C21A H17B 88.5 . . ? H21A C21A H17B 28.6 . . ? H21B C21A H17B 100.3 . . ? H21C C21A H17B 136.7 . . ? C19B C22A C20A 7.8(8) . . ? C19B C22A C18B 58.2(9) . . ? C20A C22A C18B 60.0(6) . . ? C19B C22A H22A 103.7 . . ? C20A C22A H22A 108.3 . . ? C18B C22A H22A 131.9 . . ? C19B C22A H22B 117.4 . . ? C20A C22A H22B 109.7 . . ? C18B C22A H22B 118.4 . . ? H22A C22A H22B 109.5 . . ? C19B C22A H22C 107.1 . . ? C20A C22A H22C 110.4 . . ? C18B C22A H22C 51.1 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? C19B C22A H19B 90.4 . . ? C20A C22A H19B 91.3 . . ? C18B C22A H19B 144.3 . . ? H22A C22A H19B 33.2 . . ? H22B C22A H19B 89.9 . . ? H22C C22A H19B 142.6 . . ? O2A O2B C16B 81.0(5) . . ? O2A O2B C16A 60.6(4) . . ? C16B O2B C16A 32.5(3) . . ? C17A NB C18A 71.3(6) . . ? C17A NB C16A 70.3(6) . . ? C18A NB C16A 141.6(6) . . ? C17A NB C20B 150.9(9) . . ? C18A NB C20B 85.4(7) . . ? C16A NB C20B 129.8(7) . . ? C17A NB C16B 85.9(7) . . ? C18A NB C16B 146.2(6) . . ? C16A NB C16B 31.2(3) . . ? C20B NB C16B 122.3(8) . . ? C17A NB C21B 30.2(5) . . ? C18A NB C21B 42.0(4) . . ? C16A NB C21B 99.7(6) . . ? C20B NB C21B 122.5(9) . . ? C16B NB C21B 115.2(6) . . ? C17A NB NA 129.3(6) . . ? C18A NB NA 158.8(6) . . ? C16A NB NA 59.1(4) . . ? C20B NB NA 73.4(7) . . ? C16B NB NA 52.0(4) . . ? C21B NB NA 156.7(6) . . ? C17A NB C19A 130.5(7) . . ? C18A NB C19A 59.3(5) . . ? C16A NB C19A 158.6(6) . . ? C20B NB C19A 29.6(4) . . ? C16B NB C19A 138.5(6) . . ? C21B NB C19A 100.6(6) . . ? NA NB C19A 99.7(5) . . ? C17A NB C20A 174.8(6) . . ? C18A NB C20A 108.6(6) . . ? C16A NB C20A 109.3(6) . . ? C20B NB C20A 26.1(7) . . ? C16B NB C20A 96.3(6) . . ? C21B NB C20A 148.4(6) . . ? NA NB C20A 50.3(4) . . ? C19A NB C20A 49.4(5) . . ? C16A C16B O2B 81.8(9) . . ? C16A C16B NA 83.6(10) . . ? O2B C16B NA 155.0(7) . . ? C16A C16B NB 67.8(10) . . ? O2B C16B NB 123.0(7) . . ? NA C16B NB 68.8(5) . . ? C16A C16B C17B 121.8(11) . . ? O2B C16B C17B 123.9(7) . . ? NA C16B C17B 50.5(4) . . ? NB C16B C17B 113.1(6) . . ? C16A C16B O2A 54.5(8) . . ? O2B C16B O2A 45.9(3) . . ? NA C16B O2A 109.2(5) . . ? NB C16B O2A 121.7(7) . . ? C17B C16B O2A 103.8(5) . . ? C16A C16B C17A 52.6(9) . . ? O2B C16B C17A 83.0(5) . . ? NA C16B C17A 103.9(6) . . ? NB C16B C17A 40.1(4) . . ? C17B C16B C17A 152.8(7) . . ? O2A C16B C17A 92.6(5) . . ? NA C17B C21A 76.3(5) . . ? NA C17B C18B 71.2(5) . . ? C21A C17B C18B 68.1(5) . . ? NA C17B C16B 55.4(5) . . ? C21A C17B C16B 116.4(6) . . ? C18B C17B C16B 120.6(7) . . ? NA C17B C16A 44.4(3) . . ? C21A C17B C16A 98.1(5) . . ? C18B C17B C16A 115.1(6) . . ? C16B C17B C16A 18.3(3) . . ? NA C17B H21A 115.6 . . ? C21A C17B H21A 47.0 . . ? C18B C17B H21A 104.6 . . ? C16B C17B H21A 119.9 . . ? C16A C17B H21A 108.5 . . ? NA C17B H17B 153.6 . . ? C21A C17B H17B 86.1 . . ? C18B C17B H17B 120.2 . . ? C16B C17B H17B 119.3 . . ? C16A C17B H17B 121.5 . . ? H21A C17B H17B 40.9 . . ? C17B C18B C19B 123.9(8) . . ? C17B C18B C21A 52.1(4) . . ? C19B C18B C21A 121.7(7) . . ? C17B C18B NA 50.1(4) . . ? C19B C18B NA 77.0(7) . . ? C21A C18B NA 61.7(4) . . ? C17B C18B C20A 97.7(6) . . ? C19B C18B C20A 26.3(5) . . ? C21A C18B C20A 110.0(6) . . ? NA C18B C20A 53.8(5) . . ? C17B C18B C22A 152.4(7) . . ? C19B C18B C22A 29.2(6) . . ? C21A C18B C22A 134.9(6) . . ? NA C18B C22A 105.8(6) . . ? C20A C18B C22A 54.9(5) . . ? C17B C18B H21B 86.7 . . ? C19B C18B H21B 126.6 . . ? C21A C18B H21B 42.2 . . ? NA C18B H21B 102.1 . . ? C20A C18B H21B 136.0 . . ? C22A C18B H21B 114.8 . . ? C17B C18B H22C 171.7 . . ? C19B C18B H22C 64.1 . . ? C21A C18B H22C 122.9 . . ? NA C18B H22C 135.7 . . ? C20A C18B H22C 90.3 . . ? C22A C18B H22C 35.8 . . ? H21B C18B H22C 86.0 . . ? C17B C18B H18B 116.0 . . ? C19B C18B H18B 120.2 . . ? C21A C18B H18B 93.0 . . ? NA C18B H18B 154.7 . . ? C20A C18B H18B 146.3 . . ? C22A C18B H18B 91.4 . . ? H21B C18B H18B 53.1 . . ? H22C C18B H18B 56.1 . . ? C20A C19B C22A 163.3(17) . . ? C20A C19B C20B 25.5(14) . . ? C22A C19B C20B 149.5(12) . . ? C20A C19B C18B 90.8(16) . . ? C22A C19B C18B 92.6(12) . . ? C20B C19B C18B 115.8(11) . . ? C20A C19B NA 44.2(13) . . ? C22A C19B NA 145.0(12) . . ? C20B C19B NA 65.4(8) . . ? C18B C19B NA 53.5(5) . . ? C20A C19B C19A 34.7(13) . . ? C22A C19B C19A 133.7(10) . . ? C20B C19B C19A 19.3(6) . . ? C18B C19B C19A 121.9(8) . . ? NA C19B C19A 78.8(6) . . ? C20A C19B H22A 145.8 . . ? C22A C19B H22A 42.2 . . ? C20B C19B H22A 121.3 . . ? C18B C19B H22A 118.4 . . ? NA C19B H22A 142.0 . . ? C19A C19B H22A 119.7 . . ? C20A C19B H22B 128.9 . . ? C22A C19B H22B 34.5 . . ? C20B C19B H22B 122.0 . . ? C18B C19B H22B 102.2 . . ? NA C19B H22B 147.5 . . ? C19A C19B H22B 103.0 . . ? H22A C19B H22B 65.4 . . ? C20A C19B H22C 144.5 . . ? C22A C19B H22C 40.3 . . ? C20B C19B H22C 169.8 . . ? C18B C19B H22C 53.9 . . ? NA C19B H22C 104.7 . . ? C19A C19B H22C 162.7 . . ? H22A C19B H22C 67.9 . . ? H22B C19B H22C 64.7 . . ? C20A C19B H19B 147.6 . . ? C22A C19B H19B 30.2 . . ? C20B C19B H19B 123.1 . . ? C18B C19B H19B 121.1 . . ? NA C19B H19B 162.7 . . ? C19A C19B H19B 113.6 . . ? H22A C19B H19B 21.5 . . ? H22B C19B H19B 44.6 . . ? H22C C19B H19B 67.2 . . ? C20A C20B C19A 127(3) . . ? C20A C20B C19B 23.0(11) . . ? C19A C20B C19B 125.1(17) . . ? C20A C20B NB 101.7(17) . . ? C19A C20B NB 86.8(11) . . ? C19B C20B NB 124.3(12) . . ? C20A C20B C22B 144.0(14) . . ? C19A C20B C22B 53.5(12) . . ? C19B C20B C22B 121.8(7) . . ? NB C20B C22B 113.9(11) . . ? C20A C20B NA 50.8(12) . . ? C19A C20B NA 135.0(13) . . ? C19B C20B NA 70.1(8) . . ? NB C20B NA 56.9(5) . . ? C22B C20B NA 160.8(10) . . ? C20A C20B C18A 139.2(17) . . ? C19A C20B C18A 48.1(11) . . ? C19B C20B C18A 159.5(11) . . ? NB C20B C18A 44.5(4) . . ? C22B C20B C18A 71.9(7) . . ? NA C20B C18A 101.4(5) . . ? C20A C20B H19A 118.0 . . ? C19A C20B H19A 29.8 . . ? C19B C20B H19A 105.4 . . ? NB C20B H19A 116.4 . . ? C22B C20B H19A 40.1 . . ? NA C20B H19A 157.2 . . ? C18A C20B H19A 75.0 . . ? C17A C21B C18A 105.1(15) . . ? C17A C21B NB 48.3(10) . . ? C18A C21B NB 58.3(6) . . ? C17A C21B H17A 58.8 . . ? C18A C21B H17A 157.8 . . ? NB C21B H17A 107.1 . . ? C17A C21B H18A 144.5 . . ? C18A C21B H18A 42.9 . . ? NB C21B H18A 101.1 . . ? H17A C21B H18A 144.2 . . ? C17A C21B H21D 65.2 . . ? C18A C21B H21D 143.6 . . ? NB C21B H21D 110.2 . . ? H17A C21B H21D 19.4 . . ? H18A C21B H21D 127.7 . . ? C17A C21B H21E 141.5 . . ? C18A C21B H21E 55.1 . . ? NB C21B H21E 109.7 . . ? H17A C21B H21E 126.8 . . ? H18A C21B H21E 18.4 . . ? H21D C21B H21E 109.5 . . ? C17A C21B H21F 107.9 . . ? C18A C21B H21F 106.9 . . ? NB C21B H21F 108.5 . . ? H17A C21B H21F 93.3 . . ? H18A C21B H21F 98.2 . . ? H21D C21B H21F 109.5 . . ? H21E C21B H21F 109.5 . . ? C19A C22B C20B 29.2(5) . . ? C19A C22B C18A 45.2(4) . . ? C20B C22B C18A 59.9(5) . . ? C19A C22B H19A 47.0 . . ? C20B C22B H19A 68.5 . . ? C18A C22B H19A 77.7 . . ? C19A C22B H22D 80.0 . . ? C20B C22B H22D 109.2 . . ? C18A C22B H22D 72.5 . . ? H19A C22B H22D 51.7 . . ? C19A C22B H22E 124.3 . . ? C20B C22B H22E 110.3 . . ? C18A C22B H22E 169.4 . . ? H19A C22B H22E 95.3 . . ? H22D C22B H22E 109.5 . . ? C19A C22B H22F 118.6 . . ? C20B C22B H22F 109.0 . . ? C18A C22B H22F 78.9 . . ? H19A C22B H22F 153.8 . . ? H22D C22B H22F 109.5 . . ? H22E C22B H22F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C1 C2 C3 68(28) 3_565 . . . ? C1 C2 C3 O1 -28(4) . . . . ? C1 C2 C3 C4 -152(3) . . . . ? C1 C2 C3 C10 89(4) . . . . ? O1 C3 C4 C9 -132.2(3) . . . . ? C2 C3 C4 C9 -9.4(3) . . . . ? C10 C3 C4 C9 109.7(3) . . . . ? O1 C3 C4 C5 50.6(3) . . . . ? C2 C3 C4 C5 173.5(2) . . . . ? C10 C3 C4 C5 -67.5(3) . . . . ? C9 C4 C5 C6 -1.1(4) . . . . ? C3 C4 C5 C6 176.2(3) . . . . ? C4 C5 C6 C7 -0.2(6) . . . . ? C5 C6 C7 C8 1.5(6) . . . . ? C6 C7 C8 C9 -1.4(6) . . . . ? C5 C4 C9 C8 1.1(4) . . . . ? C3 C4 C9 C8 -176.0(3) . . . . ? C7 C8 C9 C4 0.2(5) . . . . ? O1 C3 C10 C11 -178.4(2) . . . . ? C2 C3 C10 C11 63.3(3) . . . . ? C4 C3 C10 C11 -58.0(3) . . . . ? O1 C3 C10 C15 0.5(3) . . . . ? C2 C3 C10 C15 -117.8(2) . . . . ? C4 C3 C10 C15 120.9(2) . . . . ? C15 C10 C11 C12 0.4(4) . . . . ? C3 C10 C11 C12 179.3(3) . . . . ? C10 C11 C12 C13 -0.8(5) . . . . ? C11 C12 C13 C14 0.8(6) . . . . ? C12 C13 C14 C15 -0.6(6) . . . . ? C11 C10 C15 C14 -0.2(4) . . . . ? C3 C10 C15 C14 -179.1(2) . . . . ? C13 C14 C15 C10 0.3(5) . . . . ? O2B O2A C16A C16B 50.1(9) . . . . ? O2B O2A C16A NB -28(4) . . . . ? C16B O2A C16A NB -78(4) . . . . ? C16B O2A C16A O2B -50.1(9) . . . . ? O2B O2A C16A C17A -61.1(7) . . . . ? C16B O2A C16A C17A -111.2(13) . . . . ? O2B O2A C16A NA 115.6(6) . . . . ? C16B O2A C16A NA 65.6(9) . . . . ? O2B O2A C16A C17B 89.8(4) . . . . ? C16B O2A C16A C17B 39.8(9) . . . . ? C17B NA C16A C16B 37.5(10) . . . . ? C20A NA C16A C16B -93.6(11) . . . . ? C18B NA C16A C16B 19.5(18) . . . . ? C21A NA C16A C16B 89.8(10) . . . . ? NB NA C16A C16B -90.2(10) . . . . ? C20B NA C16A C16B -103.3(10) . . . . ? C19B NA C16A C16B -98.0(11) . . . . ? C17B NA C16A O2A -46.6(7) . . . . ? C16B NA C16A O2A -84.2(10) . . . . ? C20A NA C16A O2A -177.7(7) . . . . ? C18B NA C16A O2A -64.7(15) . . . . ? C21A NA C16A O2A 5.6(8) . . . . ? NB NA C16A O2A -174.4(8) . . . . ? C20B NA C16A O2A 172.5(7) . . . . ? C19B NA C16A O2A 177.8(7) . . . . ? C17B NA C16A NB 127.7(5) . . . . ? C16B NA C16A NB 90.2(10) . . . . ? C20A NA C16A NB -3.4(7) . . . . ? C18B NA C16A NB 109.7(13) . . . . ? C21A NA C16A NB 180.0(5) . . . . ? C20B NA C16A NB -13.1(5) . . . . ? C19B NA C16A NB -7.8(9) . . . . ? C17B NA C16A O2B 14.1(8) . . . . ? C16B NA C16A O2B -23.4(7) . . . . ? C20A NA C16A O2B -117.0(8) . . . . ? C18B NA C16A O2B -3.9(18) . . . . ? C21A NA C16A O2B 66.3(8) . . . . ? NB NA C16A O2B -113.6(8) . . . . ? C20B NA C16A O2B -126.7(8) . . . . ? C19B NA C16A O2B -121.4(8) . . . . ? C17B NA C16A C17A 130.4(6) . . . . ? C16B NA C16A C17A 92.8(11) . . . . ? C20A NA C16A C17A -0.7(9) . . . . ? C18B NA C16A C17A 112.4(13) . . . . ? C21A NA C16A C17A -177.4(5) . . . . ? NB NA C16A C17A 2.6(5) . . . . ? C20B NA C16A C17A -10.4(7) . . . . ? C19B NA C16A C17A -5.2(11) . . . . ? C16B NA C16A C17B -37.5(10) . . . . ? C20A NA C16A C17B -131.1(8) . . . . ? C18B NA C16A C17B -18.0(12) . . . . ? C21A NA C16A C17B 52.2(4) . . . . ? NB NA C16A C17B -127.7(5) . . . . ? C20B NA C16A C17B -140.8(6) . . . . ? C19B NA C16A C17B -135.5(9) . . . . ? C16B C16A C17A C21B 106(4) . . . . ? O2A C16A C17A C21B -146(4) . . . . ? NB C16A C17A C21B 40(4) . . . . ? O2B C16A C17A C21B 171(4) . . . . ? NA C16A C17A C21B 37(4) . . . . ? C17B C16A C17A C21B 77(4) . . . . ? C16B C16A C17A NB 65.2(11) . . . . ? O2A C16A C17A NB 173.6(8) . . . . ? O2B C16A C17A NB 131.0(6) . . . . ? NA C16A C17A NB -3.3(6) . . . . ? C17B C16A C17A NB 36.4(8) . . . . ? C16B C16A C17A C18A 67.6(12) . . . . ? O2A C16A C17A C18A 175.9(6) . . . . ? NB C16A C17A C18A 2.4(6) . . . . ? O2B C16A C17A C18A 133.3(7) . . . . ? NA C16A C17A C18A -0.9(9) . . . . ? C17B C16A C17A C18A 38.7(11) . . . . ? O2A C16A C17A C16B 108.3(12) . . . . ? NB C16A C17A C16B -65.2(11) . . . . ? O2B C16A C17A C16B 65.7(9) . . . . ? NA C16A C17A C16B -68.5(10) . . . . ? C17B C16A C17A C16B -28.8(8) . . . . ? NB C17A C18A C21B 163.2(17) . . . . ? C16A C17A C18A C21B 160.8(19) . . . . ? C16B C17A C18A C21B -175.3(17) . . . . ? C21B C17A C18A NB -163.2(17) . . . . ? C16A C17A C18A NB -2.4(6) . . . . ? C16B C17A C18A NB 21.5(5) . . . . ? C21B C17A C18A C19A -160.0(15) . . . . ? NB C17A C18A C19A 3.2(7) . . . . ? C16A C17A C18A C19A 0.8(10) . . . . ? C16B C17A C18A C19A 24.7(9) . . . . ? C21B C17A C18A C20B -149.6(15) . . . . ? NB C17A C18A C20B 13.6(6) . . . . ? C16A C17A C18A C20B 11.2(9) . . . . ? C16B C17A C18A C20B 35.1(7) . . . . ? C21B C17A C18A C22B -114.0(16) . . . . ? NB C17A C18A C22B 49.2(8) . . . . ? C16A C17A C18A C22B 46.8(11) . . . . ? C16B C17A C18A C22B 70.7(9) . . . . ? C21B C18A C19A C20B 7(3) . . . . ? NB C18A C19A C20B 28.9(15) . . . . ? C17A C18A C19A C20B 26.4(19) . . . . ? C22B C18A C19A C20B -99.6(19) . . . . ? C21B C18A C19A C22B 106.5(16) . . . . ? NB C18A C19A C22B 128.5(7) . . . . ? C17A C18A C19A C22B 125.9(7) . . . . ? C20B C18A C19A C22B 99.6(19) . . . . ? C21B C18A C19A C20A -18(2) . . . . ? NB C18A C19A C20A 3.6(8) . . . . ? C17A C18A C19A C20A 1.0(11) . . . . ? C20B C18A C19A C20A -25.4(14) . . . . ? C22B C18A C19A C20A -124.9(11) . . . . ? C21B C18A C19A NB -22.0(15) . . . . ? C17A C18A C19A NB -2.6(6) . . . . ? C20B C18A C19A NB -28.9(16) . . . . ? C22B C18A C19A NB -128.5(7) . . . . ? C21B C18A C19A C19B -15(2) . . . . ? NB C18A C19A C19B 7.1(10) . . . . ? C17A C18A C19A C19B 4.5(13) . . . . ? C20B C18A C19A C19B -21.8(12) . . . . ? C22B C18A C19A C19B -121.4(13) . . . . ? C20B C19A C20A C19B 108(3) . . . . ? C22B C19A C20A C19B 56.6(19) . . . . ? C18A C19A C20A C19B 172.0(18) . . . . ? NB C19A C20A C19B 175(2) . . . . ? C22B C19A C20A C20B -51(2) . . . . ? C18A C19A C20A C20B 64(2) . . . . ? NB C19A C20A C20B 67(2) . . . . ? C19B C19A C20A C20B -108(3) . . . . ? C20B C19A C20A NA -67(2) . . . . ? C22B C19A C20A NA -117.9(10) . . . . ? C18A C19A C20A NA -2.5(11) . . . . ? NB C19A C20A NA 0.4(6) . . . . ? C19B C19A C20A NA -174(2) . . . . ? C20B C19A C20A C22A 116(3) . . . . ? C22B C19A C20A C22A 65.2(11) . . . . ? C18A C19A C20A C22A -179.4(8) . . . . ? NB C19A C20A C22A -176.5(10) . . . . ? C19B C19A C20A C22A 8.6(13) . . . . ? C20B C19A C20A C18B -141(4) . . . . ? C22B C19A C20A C18B 168.2(19) . . . . ? C18A C19A C20A C18B -76(2) . . . . ? NB C19A C20A C18B -73(2) . . . . ? C19B C19A C20A C18B 112(3) . . . . ? C20B C19A C20A NB -67(2) . . . . ? C22B C19A C20A NB -118.4(9) . . . . ? C18A C19A C20A NB -2.9(6) . . . . ? C19B C19A C20A NB -175(2) . . . . ? C17B NA C20A C19B 63.2(18) . . . . ? C16B NA C20A C19B 149.9(15) . . . . ? C16A NA C20A C19B -172.9(14) . . . . ? C18B NA C20A C19B 31.0(15) . . . . ? C21A NA C20A C19B 3.8(18) . . . . ? NB NA C20A C19B -175.7(17) . . . . ? C20B NA C20A C19B -150(3) . . . . ? C17B NA C20A C20B -146.5(14) . . . . ? C16B NA C20A C20B -59.9(17) . . . . ? C16A NA C20A C20B -22.6(18) . . . . ? C18B NA C20A C20B -178.7(17) . . . . ? C21A NA C20A C20B 154.0(13) . . . . ? NB NA C20A C20B -25.4(14) . . . . ? C19B NA C20A C20B 150(3) . . . . ? C17B NA C20A C19A -121.5(8) . . . . ? C16B NA C20A C19A -34.9(10) . . . . ? C16A NA C20A C19A 2.4(11) . . . . ? C18B NA C20A C19A -153.8(9) . . . . ? C21A NA C20A C19A 179.0(6) . . . . ? NB NA C20A C19A -0.4(6) . . . . ? C20B NA C20A C19A 25.0(12) . . . . ? C19B NA C20A C19A 175(2) . . . . ? C17B NA C20A C22A 55.4(11) . . . . ? C16B NA C20A C22A 142.1(9) . . . . ? C16A NA C20A C22A 179.3(7) . . . . ? C18B NA C20A C22A 23.2(7) . . . . ? C21A NA C20A C22A -4.0(11) . . . . ? NB NA C20A C22A 176.5(10) . . . . ? C20B NA C20A C22A -158(2) . . . . ? C19B NA C20A C22A -7.8(11) . . . . ? C17B NA C20A C18B 32.2(7) . . . . ? C16B NA C20A C18B 118.9(7) . . . . ? C16A NA C20A C18B 156.1(6) . . . . ? C21A NA C20A C18B -27.2(6) . . . . ? NB NA C20A C18B 153.3(5) . . . . ? C20B NA C20A C18B 178.7(17) . . . . ? C19B NA C20A C18B -31.0(15) . . . . ? C17B NA C20A NB -121.1(6) . . . . ? C16B NA C20A NB -34.4(6) . . . . ? C16A NA C20A NB 2.8(6) . . . . ? C18B NA C20A NB -153.3(5) . . . . ? C21A NA C20A NB 179.5(5) . . . . ? C20B NA C20A NB 25.4(14) . . . . ? C19B NA C20A NB 175.7(17) . . . . ? C16B NA C21A C17B -46.0(6) . . . . ? C20A NA C21A C17B 102.9(7) . . . . ? C16A NA C21A C17B -80.1(6) . . . . ? C18B NA C21A C17B 73.1(6) . . . . ? NB NA C21A C17B -80(2) . . . . ? C20B NA C21A C17B 120.0(9) . . . . ? C19B NA C21A C17B 104.3(5) . . . . ? C17B NA C21A C18B -73.1(6) . . . . ? C16B NA C21A C18B -119.1(6) . . . . ? C20A NA C21A C18B 29.8(7) . . . . ? C16A NA C21A C18B -153.3(6) . . . . ? NB NA C21A C18B -153(2) . . . . ? C20B NA C21A C18B 46.8(9) . . . . ? C19B NA C21A C18B 31.1(5) . . . . ? C20B C20A C22A C19B -99(8) . . . . ? C19A C20A C22A C19B -131(8) . . . . ? NA C20A C22A C19B 52(7) . . . . ? C18B C20A C22A C19B 74(7) . . . . ? NB C20A C22A C19B 113(19) . . . . ? C19B C20A C22A C18B -74(7) . . . . ? C20B C20A C22A C18B -173(2) . . . . ? C19A C20A C22A C18B 154.7(10) . . . . ? NA C20A C22A C18B -22.0(7) . . . . ? NB C20A C22A C18B 39(16) . . . . ? C16A O2A O2B C16B -27.0(5) . . . . ? C16B O2A O2B C16A 27.0(5) . . . . ? C16B C16A O2B O2A -123.4(10) . . . . ? NB C16A O2B O2A 175.1(8) . . . . ? C17A C16A O2B O2A 133.7(6) . . . . ? NA C16A O2B O2A -100.1(8) . . . . ? C17B C16A O2B O2A -91.7(4) . . . . ? O2A C16A O2B C16B 123.4(10) . . . . ? NB C16A O2B C16B -61.5(10) . . . . ? C17A C16A O2B C16B -102.9(11) . . . . ? NA C16A O2B C16B 23.3(7) . . . . ? C17B C16A O2B C16B 31.7(8) . . . . ? C21B C17A NB C18A 11.7(12) . . . . ? C16A C17A NB C18A 177.6(6) . . . . ? C16B C17A NB C18A -154.7(6) . . . . ? C21B C17A NB C16A -165.9(14) . . . . ? C18A C17A NB C16A -177.6(6) . . . . ? C16B C17A NB C16A 27.7(4) . . . . ? C21B C17A NB C20B -27(2) . . . . ? C18A C17A NB C20B -38.6(15) . . . . ? C16A C17A NB C20B 139.0(15) . . . . ? C16B C17A NB C20B 166.7(16) . . . . ? C21B C17A NB C16B 166.4(13) . . . . ? C18A C17A NB C16B 154.7(6) . . . . ? C16A C17A NB C16B -27.7(4) . . . . ? C18A C17A NB C21B -11.7(12) . . . . ? C16A C17A NB C21B 165.9(14) . . . . ? C16B C17A NB C21B -166.4(13) . . . . ? C21B C17A NB NA -162.4(11) . . . . ? C18A C17A NB NA -174.1(7) . . . . ? C16A C17A NB NA 3.5(6) . . . . ? C16B C17A NB NA 31.2(6) . . . . ? C21B C17A NB C19A 8.4(17) . . . . ? C18A C17A NB C19A -3.4(7) . . . . ? C16A C17A NB C19A 174.3(8) . . . . ? C16B C17A NB C19A -158.0(8) . . . . ? C21B C17A NB C20A -79(8) . . . . ? C18A C17A NB C20A -90(8) . . . . ? C16A C17A NB C20A 87(8) . . . . ? C16B C17A NB C20A 115(8) . . . . ? C21B C18A NB C17A -8.8(9) . . . . ? C19A C18A NB C17A -177.0(6) . . . . ? C20B C18A NB C17A -162.3(8) . . . . ? C22B C18A NB C17A -147.2(6) . . . . ? C21B C18A NB C16A -5.2(11) . . . . ? C17A C18A NB C16A 3.6(9) . . . . ? C19A C18A NB C16A -173.5(9) . . . . ? C20B C18A NB C16A -158.7(11) . . . . ? C22B C18A NB C16A -143.6(8) . . . . ? C21B C18A NB C20B 153.5(9) . . . . ? C17A C18A NB C20B 162.3(8) . . . . ? C19A C18A NB C20B -14.7(8) . . . . ? C22B C18A NB C20B 15.1(7) . . . . ? C21B C18A NB C16B -58.9(13) . . . . ? C17A C18A NB C16B -50.2(11) . . . . ? C19A C18A NB C16B 132.8(11) . . . . ? C20B C18A NB C16B 147.6(13) . . . . ? C22B C18A NB C16B 162.6(10) . . . . ? C17A C18A NB C21B 8.8(9) . . . . ? C19A C18A NB C21B -168.3(8) . . . . ? C20B C18A NB C21B -153.5(9) . . . . ? C22B C18A NB C21B -138.4(8) . . . . ? C21B C18A NB NA 158.6(14) . . . . ? C17A C18A NB NA 167.3(15) . . . . ? C19A C18A NB NA -9.7(14) . . . . ? C20B C18A NB NA 5.0(13) . . . . ? C22B C18A NB NA 20.1(15) . . . . ? C21B C18A NB C19A 168.3(8) . . . . ? C17A C18A NB C19A 177.0(6) . . . . ? C20B C18A NB C19A 14.7(8) . . . . ? C22B C18A NB C19A 29.8(5) . . . . ? C21B C18A NB C20A 165.7(7) . . . . ? C17A C18A NB C20A 174.5(7) . . . . ? C19A C18A NB C20A -2.5(5) . . . . ? C20B C18A NB C20A 12.2(8) . . . . ? C22B C18A NB C20A 27.3(6) . . . . ? C16B C16A NB C17A -116.4(10) . . . . ? O2A C16A NB C17A -37(4) . . . . ? O2B C16A NB C17A -62.3(7) . . . . ? NA C16A NB C17A 176.8(6) . . . . ? C17B C16A NB C17A -154.9(6) . . . . ? C16B C16A NB C18A -120.0(11) . . . . ? O2A C16A NB C18A -41(5) . . . . ? O2B C16A NB C18A -65.9(11) . . . . ? C17A C16A NB C18A -3.6(9) . . . . ? NA C16A NB C18A 173.2(9) . . . . ? C17B C16A NB C18A -158.5(8) . . . . ? C16B C16A NB C20B 88.1(13) . . . . ? O2A C16A NB C20B 167(4) . . . . ? O2B C16A NB C20B 142.2(10) . . . . ? C17A C16A NB C20B -155.5(11) . . . . ? NA C16A NB C20B 21.3(10) . . . . ? C17B C16A NB C20B 49.6(10) . . . . ? O2A C16A NB C16B 79(4) . . . . ? O2B C16A NB C16B 54.1(8) . . . . ? C17A C16A NB C16B 116.4(10) . . . . ? NA C16A NB C16B -66.8(9) . . . . ? C17B C16A NB C16B -38.5(8) . . . . ? C16B C16A NB C21B -123.5(10) . . . . ? O2A C16A NB C21B -44(4) . . . . ? O2B C16A NB C21B -69.4(8) . . . . ? C17A C16A NB C21B -7.1(7) . . . . ? NA C16A NB C21B 169.7(5) . . . . ? C17B C16A NB C21B -162.0(5) . . . . ? C16B C16A NB NA 66.8(9) . . . . ? O2A C16A NB NA 146(4) . . . . ? O2B C16A NB NA 120.9(7) . . . . ? C17A C16A NB NA -176.8(6) . . . . ? C17B C16A NB NA 28.3(3) . . . . ? C16B C16A NB C19A 75.6(18) . . . . ? O2A C16A NB C19A 155(4) . . . . ? O2B C16A NB C19A 129.7(14) . . . . ? C17A C16A NB C19A -168.0(16) . . . . ? NA C16A NB C19A 8.8(16) . . . . ? C17B C16A NB C19A 37.0(16) . . . . ? C16B C16A NB C20A 69.1(10) . . . . ? O2A C16A NB C20A 149(4) . . . . ? O2B C16A NB C20A 123.3(6) . . . . ? C17A C16A NB C20A -174.5(7) . . . . ? NA C16A NB C20A 2.4(5) . . . . ? C17B C16A NB C20A 30.6(5) . . . . ? C17B NA NB C17A -76.8(9) . . . . ? C16B NA NB C17A -41.0(8) . . . . ? C20A NA NB C17A 173.2(8) . . . . ? C16A NA NB C17A -3.9(7) . . . . ? C18B NA NB C17A -153.6(8) . . . . ? C21A NA NB C17A -4(3) . . . . ? C20B NA NB C17A 159.2(10) . . . . ? C19B NA NB C17A 171.7(7) . . . . ? C17B NA NB C18A 118.7(14) . . . . ? C16B NA NB C18A 154.6(15) . . . . ? C20A NA NB C18A 8.8(14) . . . . ? C16A NA NB C18A -168.3(15) . . . . ? C18B NA NB C18A 42.0(16) . . . . ? C21A NA NB C18A -168(2) . . . . ? C20B NA NB C18A -5.2(14) . . . . ? C19B NA NB C18A 7.3(15) . . . . ? C17B NA NB C16A -73.0(6) . . . . ? C16B NA NB C16A -37.1(4) . . . . ? C20A NA NB C16A 177.1(6) . . . . ? C18B NA NB C16A -149.7(7) . . . . ? C21A NA NB C16A 0(2) . . . . ? C20B NA NB C16A 163.1(7) . . . . ? C19B NA NB C16A 175.6(5) . . . . ? C17B NA NB C20B 124.0(8) . . . . ? C16B NA NB C20B 159.8(8) . . . . ? C20A NA NB C20B 14.1(8) . . . . ? C16A NA NB C20B -163.1(7) . . . . ? C18B NA NB C20B 47.2(8) . . . . ? C21A NA NB C20B -163(2) . . . . ? C19B NA NB C20B 12.5(7) . . . . ? C17B NA NB C16B -35.9(6) . . . . ? C20A NA NB C16B -145.8(6) . . . . ? C16A NA NB C16B 37.1(4) . . . . ? C18B NA NB C16B -112.6(7) . . . . ? C21A NA NB C16B 37(2) . . . . ? C20B NA NB C16B -159.8(8) . . . . ? C19B NA NB C16B -147.3(6) . . . . ? C17B NA NB C21B -99.4(14) . . . . ? C16B NA NB C21B -63.5(14) . . . . ? C20A NA NB C21B 150.7(14) . . . . ? C16A NA NB C21B -26.4(13) . . . . ? C18B NA NB C21B -176.1(13) . . . . ? C21A NA NB C21B -27(3) . . . . ? C20B NA NB C21B 136.6(15) . . . . ? C19B NA NB C21B 149.2(13) . . . . ? C17B NA NB C19A 110.3(6) . . . . ? C16B NA NB C19A 146.1(6) . . . . ? C20A NA NB C19A 0.4(5) . . . . ? C16A NA NB C19A -176.8(6) . . . . ? C18B NA NB C19A 33.5(8) . . . . ? C21A NA NB C19A -177(2) . . . . ? C20B NA NB C19A -13.7(8) . . . . ? C19B NA NB C19A -1.2(5) . . . . ? C17B NA NB C20A 109.9(7) . . . . ? C16B NA NB C20A 145.8(6) . . . . ? C16A NA NB C20A -177.1(6) . . . . ? C18B NA NB C20A 33.2(7) . . . . ? C21A NA NB C20A -177(2) . . . . ? C20B NA NB C20A -14.1(8) . . . . ? C19B NA NB C20A -1.5(6) . . . . ? C20B C19A NB C17A -145.4(17) . . . . ? C22B C19A NB C17A -64.1(12) . . . . ? C20A C19A NB C17A -173.1(8) . . . . ? C18A C19A NB C17A 3.7(8) . . . . ? C19B C19A NB C17A -171.7(7) . . . . ? C20B C19A NB C18A -149.1(18) . . . . ? C22B C19A NB C18A -67.8(8) . . . . ? C20A C19A NB C18A -176.8(7) . . . . ? C19B C19A NB C18A -175.3(6) . . . . ? C20B C19A NB C16A 20(3) . . . . ? C22B C19A NB C16A 101.0(16) . . . . ? C20A C19A NB C16A -8.0(16) . . . . ? C18A C19A NB C16A 168.8(16) . . . . ? C19B C19A NB C16A -6.5(17) . . . . ? C22B C19A NB C20B 81.3(19) . . . . ? C20A C19A NB C20B -27.7(17) . . . . ? C18A C19A NB C20B 149.1(18) . . . . ? C19B C19A NB C20B -26.2(15) . . . . ? C20B C19A NB C16B 69(2) . . . . ? C22B C19A NB C16B 150.2(8) . . . . ? C20A C19A NB C16B 41.2(10) . . . . ? C18A C19A NB C16B -142.0(9) . . . . ? C19B C19A NB C16B 42.7(10) . . . . ? C20B C19A NB C21B -141.2(17) . . . . ? C22B C19A NB C21B -59.9(10) . . . . ? C20A C19A NB C21B -168.9(6) . . . . ? C18A C19A NB C21B 8.0(6) . . . . ? C19B C19A NB C21B -167.4(6) . . . . ? C20B C19A NB NA 27.3(17) . . . . ? C22B C19A NB NA 108.6(8) . . . . ? C20A C19A NB NA -0.4(5) . . . . ? C18A C19A NB NA 176.5(5) . . . . ? C19B C19A NB NA 1.1(5) . . . . ? C20B C19A NB C20A 27.7(17) . . . . ? C22B C19A NB C20A 109.0(10) . . . . ? C18A C19A NB C20A 176.8(7) . . . . ? C19B C19A NB C20A 1.5(6) . . . . ? C19B C20A NB C17A -60(16) . . . . ? C20B C20A NB C17A 60(9) . . . . ? C19A C20A NB C17A 92(8) . . . . ? NA C20A NB C17A -88(8) . . . . ? C22A C20A NB C17A -151(14) . . . . ? C18B C20A NB C17A -113(8) . . . . ? C19B C20A NB C18A -148(12) . . . . ? C20B C20A NB C18A -28.5(15) . . . . ? C19A C20A NB C18A 2.9(6) . . . . ? NA C20A NB C18A -176.6(5) . . . . ? C22A C20A NB C18A 121(16) . . . . ? C18B C20A NB C18A 158.6(6) . . . . ? C19B C20A NB C16A 26(12) . . . . ? C20B C20A NB C16A 145.5(14) . . . . ? C19A C20A NB C16A 176.9(6) . . . . ? NA C20A NB C16A -2.6(5) . . . . ? C22A C20A NB C16A -65(16) . . . . ? C18B C20A NB C16A -27.4(8) . . . . ? C19B C20A NB C20B -120(12) . . . . ? C19A C20A NB C20B 31.4(14) . . . . ? NA C20A NB C20B -148.1(16) . . . . ? C22A C20A NB C20B 149(17) . . . . ? C18B C20A NB C20B -172.9(19) . . . . ? C19B C20A NB C16B 55(12) . . . . ? C20B C20A NB C16B 174.6(15) . . . . ? C19A C20A NB C16B -154.0(6) . . . . ? NA C20A NB C16B 26.5(5) . . . . ? C22A C20A NB C16B -36(16) . . . . ? C18B C20A NB C16B 1.7(7) . . . . ? C19B C20A NB C21B -130(12) . . . . ? C20B C20A NB C21B -10(2) . . . . ? C19A C20A NB C21B 21.3(12) . . . . ? NA C20A NB C21B -158.3(11) . . . . ? C22A C20A NB C21B 139(16) . . . . ? C18B C20A NB C21B 177.0(10) . . . . ? C19B C20A NB NA 28(12) . . . . ? C20B C20A NB NA 148.1(16) . . . . ? C19A C20A NB NA 179.5(7) . . . . ? C22A C20A NB NA -63(16) . . . . ? C18B C20A NB NA -24.8(5) . . . . ? C19B C20A NB C19A -151(12) . . . . ? C20B C20A NB C19A -31.4(14) . . . . ? NA C20A NB C19A -179.5(7) . . . . ? C22A C20A NB C19A 118(16) . . . . ? C18B C20A NB C19A 155.7(8) . . . . ? O2A C16A C16B O2B -40.5(6) . . . . ? NB C16A C16B O2B 130.7(5) . . . . ? C17A C16A C16B O2B 87.4(6) . . . . ? NA C16A C16B O2B -159.6(6) . . . . ? C17B C16A C16B O2B -125.0(11) . . . . ? O2A C16A C16B NA 119.1(5) . . . . ? NB C16A C16B NA -69.6(4) . . . . ? O2B C16A C16B NA 159.6(6) . . . . ? C17A C16A C16B NA -112.9(6) . . . . ? C17B C16A C16B NA 34.6(8) . . . . ? O2A C16A C16B NB -171.3(7) . . . . ? O2B C16A C16B NB -130.7(5) . . . . ? C17A C16A C16B NB -43.3(6) . . . . ? NA C16A C16B NB 69.6(4) . . . . ? C17B C16A C16B NB 104.2(10) . . . . ? O2A C16A C16B C17B 84.5(11) . . . . ? NB C16A C16B C17B -104.2(10) . . . . ? O2B C16A C16B C17B 125.0(11) . . . . ? C17A C16A C16B C17B -147.5(8) . . . . ? NA C16A C16B C17B -34.6(8) . . . . ? NB C16A C16B O2A 171.3(7) . . . . ? O2B C16A C16B O2A 40.5(6) . . . . ? C17A C16A C16B O2A 127.9(9) . . . . ? NA C16A C16B O2A -119.1(5) . . . . ? C17B C16A C16B O2A -84.5(11) . . . . ? O2A C16A C16B C17A -127.9(9) . . . . ? NB C16A C16B C17A 43.3(6) . . . . ? O2B C16A C16B C17A -87.4(6) . . . . ? NA C16A C16B C17A 112.9(6) . . . . ? C17B C16A C16B C17A 147.5(8) . . . . ? O2A O2B C16B C16A 47.4(9) . . . . ? O2A O2B C16B NA -7.4(19) . . . . ? C16A O2B C16B NA -54.9(16) . . . . ? O2A O2B C16B NB 104.1(7) . . . . ? C16A O2B C16B NB 56.7(10) . . . . ? O2A O2B C16B C17B -75.5(7) . . . . ? C16A O2B C16B C17B -123.0(12) . . . . ? C16A O2B C16B O2A -47.4(9) . . . . ? O2A O2B C16B C17A 100.5(5) . . . . ? C16A O2B C16B C17A 53.1(9) . . . . ? C17B NA C16B C16A -141.2(10) . . . . ? C20A NA C16B C16A 107.4(10) . . . . ? C18B NA C16B C16A -170.4(9) . . . . ? C21A NA C16B C16A -104.9(10) . . . . ? NB NA C16B C16A 68.6(9) . . . . ? C20B NA C16B C16A 84.5(10) . . . . ? C19B NA C16B C16A 122.8(11) . . . . ? C17B NA C16B O2B -86.7(19) . . . . ? C20A NA C16B O2B 161.9(17) . . . . ? C16A NA C16B O2B 54.5(16) . . . . ? C18B NA C16B O2B -115.9(18) . . . . ? C21A NA C16B O2B -50(2) . . . . ? NB NA C16B O2B 123(2) . . . . ? C20B NA C16B O2B 139.0(19) . . . . ? C19B NA C16B O2B 177.3(16) . . . . ? C17B NA C16B NB 150.2(5) . . . . ? C20A NA C16B NB 38.8(7) . . . . ? C16A NA C16B NB -68.6(9) . . . . ? C18B NA C16B NB 121.0(6) . . . . ? C21A NA C16B NB -173.5(4) . . . . ? C20B NA C16B NB 15.9(6) . . . . ? C19B NA C16B NB 54.2(10) . . . . ? C20A NA C16B C17B -111.4(7) . . . . ? C16A NA C16B C17B 141.2(10) . . . . ? C18B NA C16B C17B -29.2(6) . . . . ? C21A NA C16B C17B 36.3(4) . . . . ? NB NA C16B C17B -150.2(5) . . . . ? C20B NA C16B C17B -134.2(6) . . . . ? C19B NA C16B C17B -96.0(9) . . . . ? C17B NA C16B O2A -92.3(6) . . . . ? C20A NA C16B O2A 156.3(6) . . . . ? C16A NA C16B O2A 48.9(8) . . . . ? C18B NA C16B O2A -121.5(7) . . . . ? C21A NA C16B O2A -56.0(7) . . . . ? NB NA C16B O2A 117.5(7) . . . . ? C20B NA C16B O2A 133.4(7) . . . . ? C19B NA C16B O2A 171.7(7) . . . . ? C17B NA C16B C17A 169.9(6) . . . . ? C20A NA C16B C17A 58.5(8) . . . . ? C16A NA C16B C17A -48.9(9) . . . . ? C18B NA C16B C17A 140.7(6) . . . . ? C21A NA C16B C17A -153.8(5) . . . . ? NB NA C16B C17A 19.7(4) . . . . ? C20B NA C16B C17A 35.6(7) . . . . ? C19B NA C16B C17A 73.9(10) . . . . ? C17A NB C16B C16A 57.7(10) . . . . ? C18A NB C16B C16A 104.5(13) . . . . ? C20B NB C16B C16A -114.7(11) . . . . ? C21B NB C16B C16A 65.2(11) . . . . ? NA NB C16B C16A -91.7(9) . . . . ? C19A NB C16B C16A -147.7(10) . . . . ? C20A NB C16B C16A -117.5(9) . . . . ? C17A NB C16B O2B -5.6(8) . . . . ? C18A NB C16B O2B 41.2(15) . . . . ? C16A NB C16B O2B -63.3(10) . . . . ? C20B NB C16B O2B -178.0(8) . . . . ? C21B NB C16B O2B 1.9(10) . . . . ? NA NB C16B O2B -155.0(9) . . . . ? C19A NB C16B O2B 148.9(8) . . . . ? C20A NB C16B O2B 179.2(7) . . . . ? C17A NB C16B NA 149.4(6) . . . . ? C18A NB C16B NA -163.8(10) . . . . ? C16A NB C16B NA 91.7(9) . . . . ? C20B NB C16B NA -23.0(8) . . . . ? C21B NB C16B NA 156.9(6) . . . . ? C19A NB C16B NA -56.0(9) . . . . ? C20A NB C16B NA -25.8(5) . . . . ? C17A NB C16B C17B 174.1(7) . . . . ? C18A NB C16B C17B -139.1(10) . . . . ? C16A NB C16B C17B 116.4(11) . . . . ? C20B NB C16B C17B 1.7(10) . . . . ? C21B NB C16B C17B -178.4(6) . . . . ? NA NB C16B C17B 24.7(4) . . . . ? C19A NB C16B C17B -31.4(11) . . . . ? C20A NB C16B C17B -1.2(7) . . . . ? C17A NB C16B O2A 49.4(8) . . . . ? C18A NB C16B O2A 96.2(12) . . . . ? C16A NB C16B O2A -8.4(6) . . . . ? C20B NB C16B O2A -123.1(8) . . . . ? C21B NB C16B O2A 56.9(9) . . . . ? NA NB C16B O2A -100.1(7) . . . . ? C19A NB C16B O2A -156.1(7) . . . . ? C20A NB C16B O2A -125.9(7) . . . . ? C18A NB C16B C17A 46.8(10) . . . . ? C16A NB C16B C17A -57.7(10) . . . . ? C20B NB C16B C17A -172.4(9) . . . . ? C21B NB C16B C17A 7.5(7) . . . . ? NA NB C16B C17A -149.4(6) . . . . ? C19A NB C16B C17A 154.5(10) . . . . ? C20A NB C16B C17A -175.2(7) . . . . ? O2B O2A C16B C16A -116.5(11) . . . . ? C16A O2A C16B O2B 116.5(11) . . . . ? O2B O2A C16B NA 176.7(8) . . . . ? C16A O2A C16B NA -66.8(10) . . . . ? O2B O2A C16B NB -107.0(7) . . . . ? C16A O2A C16B NB 9.5(7) . . . . ? O2B O2A C16B C17B 124.2(7) . . . . ? C16A O2A C16B C17B -119.4(12) . . . . ? O2B O2A C16B C17A -77.7(5) . . . . ? C16A O2A C16B C17A 38.8(9) . . . . ? C21B C17A C16B C16A -130(3) . . . . ? NB C17A C16B C16A -99.7(12) . . . . ? C18A C17A C16B C16A -122.7(11) . . . . ? C21B C17A C16B O2B 145(3) . . . . ? NB C17A C16B O2B 175.3(7) . . . . ? C18A C17A C16B O2B 152.3(6) . . . . ? C16A C17A C16B O2B -85.0(10) . . . . ? C21B C17A C16B NA -59(3) . . . . ? NB C17A C16B NA -29.2(6) . . . . ? C18A C17A C16B NA -52.2(7) . . . . ? C16A C17A C16B NA 70.5(10) . . . . ? C21B C17A C16B NB -30(3) . . . . ? C18A C17A C16B NB -23.0(5) . . . . ? C16A C17A C16B NB 99.7(12) . . . . ? C21B C17A C16B C17B -42(4) . . . . ? NB C17A C16B C17B -12.0(13) . . . . ? C18A C17A C16B C17B -34.9(16) . . . . ? C16A C17A C16B C17B 87.7(17) . . . . ? C21B C17A C16B O2A -170(3) . . . . ? NB C17A C16B O2A -139.7(7) . . . . ? C18A C17A C16B O2A -162.7(6) . . . . ? C16A C17A C16B O2A -40.0(9) . . . . ? C16B NA C17B C21A 136.4(5) . . . . ? C20A NA C17B C21A -106.1(7) . . . . ? C16A NA C17B C21A 117.2(5) . . . . ? C18B NA C17B C21A -71.2(5) . . . . ? NB NA C17B C21A 167.9(5) . . . . ? C20B NA C17B C21A -126.2(7) . . . . ? C19B NA C17B C21A -87.1(5) . . . . ? C16B NA C17B C18B -152.4(5) . . . . ? C20A NA C17B C18B -34.9(7) . . . . ? C16A NA C17B C18B -171.6(5) . . . . ? C21A NA C17B C18B 71.2(5) . . . . ? NB NA C17B C18B -120.9(6) . . . . ? C20B NA C17B C18B -55.0(8) . . . . ? C19B NA C17B C18B -15.9(5) . . . . ? C20A NA C17B C16B 117.5(7) . . . . ? C16A NA C17B C16B -19.2(5) . . . . ? C18B NA C17B C16B 152.4(5) . . . . ? C21A NA C17B C16B -136.4(5) . . . . ? NB NA C17B C16B 31.5(5) . . . . ? C20B NA C17B C16B 97.4(8) . . . . ? C19B NA C17B C16B 136.5(5) . . . . ? C16B NA C17B C16A 19.2(5) . . . . ? C20A NA C17B C16A 136.7(8) . . . . ? C18B NA C17B C16A 171.6(5) . . . . ? C21A NA C17B C16A -117.2(5) . . . . ? NB NA C17B C16A 50.7(5) . . . . ? C20B NA C17B C16A 116.6(9) . . . . ? C19B NA C17B C16A 155.7(6) . . . . ? C18B C21A C17B NA 75.0(5) . . . . ? NA C21A C17B C18B -75.0(5) . . . . ? C18B C21A C17B C16B 114.4(8) . . . . ? NA C21A C17B C16B 39.4(5) . . . . ? C18B C21A C17B C16A 113.9(6) . . . . ? NA C21A C17B C16A 38.9(3) . . . . ? C16A C16B C17B NA 47.0(13) . . . . ? O2B C16B C17B NA 149.4(9) . . . . ? NB C16B C17B NA -30.3(5) . . . . ? O2A C16B C17B NA 103.6(6) . . . . ? C17A C16B C17B NA -21.9(13) . . . . ? C16A C16B C17B C21A -1.4(16) . . . . ? O2B C16B C17B C21A 101.0(9) . . . . ? NA C16B C17B C21A -48.4(6) . . . . ? NB C16B C17B C21A -78.7(8) . . . . ? O2A C16B C17B C21A 55.2(8) . . . . ? C17A C16B C17B C21A -70.4(15) . . . . ? C16A C16B C17B C18B 77.6(14) . . . . ? O2B C16B C17B C18B 180.0(7) . . . . ? NA C16B C17B C18B 30.6(6) . . . . ? NB C16B C17B C18B 0.3(9) . . . . ? O2A C16B C17B C18B 134.2(6) . . . . ? C17A C16B C17B C18B 8.7(16) . . . . ? O2B C16B C17B C16A 102.4(15) . . . . ? NA C16B C17B C16A -47.0(13) . . . . ? NB C16B C17B C16A -77.3(14) . . . . ? O2A C16B C17B C16A 56.6(11) . . . . ? C17A C16B C17B C16A -69.0(17) . . . . ? C16B C16A C17B NA -120.5(15) . . . . ? O2A C16A C17B NA 140.7(7) . . . . ? NB C16A C17B NA -47.1(5) . . . . ? O2B C16A C17B NA -168.8(7) . . . . ? C17A C16A C17B NA -73.4(8) . . . . ? C16B C16A C17B C21A 178.7(14) . . . . ? O2A C16A C17B C21A 79.9(6) . . . . ? NB C16A C17B C21A -107.9(5) . . . . ? O2B C16A C17B C21A 130.4(6) . . . . ? C17A C16A C17B C21A -134.2(8) . . . . ? NA C16A C17B C21A -60.8(5) . . . . ? C16B C16A C17B C18B -111.7(14) . . . . ? O2A C16A C17B C18B 149.5(6) . . . . ? NB C16A C17B C18B -38.3(6) . . . . ? O2B C16A C17B C18B -160.0(6) . . . . ? C17A C16A C17B C18B -64.6(9) . . . . ? NA C16A C17B C18B 8.8(5) . . . . ? O2A C16A C17B C16B -98.8(14) . . . . ? NB C16A C17B C16B 73.4(13) . . . . ? O2B C16A C17B C16B -48.3(12) . . . . ? C17A C16A C17B C16B 47.1(13) . . . . ? NA C16A C17B C16B 120.5(15) . . . . ? NA C17B C18B C19B 24.0(8) . . . . ? C21A C17B C18B C19B 106.3(8) . . . . ? C16B C17B C18B C19B -2.3(11) . . . . ? C16A C17B C18B C19B 17.5(9) . . . . ? NA C17B C18B C21A -82.3(5) . . . . ? C16B C17B C18B C21A -108.6(7) . . . . ? C16A C17B C18B C21A -88.8(5) . . . . ? C21A C17B C18B NA 82.3(5) . . . . ? C16B C17B C18B NA -26.3(5) . . . . ? C16A C17B C18B NA -6.5(4) . . . . ? NA C17B C18B C20A 27.1(5) . . . . ? C21A C17B C18B C20A 109.4(6) . . . . ? C16B C17B C18B C20A 0.8(8) . . . . ? C16A C17B C18B C20A 20.6(7) . . . . ? NA C17B C18B C22A 33.9(13) . . . . ? C21A C17B C18B C22A 116.2(14) . . . . ? C16B C17B C18B C22A 7.6(16) . . . . ? C16A C17B C18B C22A 27.4(15) . . . . ? NA C21A C18B C17B 59.8(4) . . . . ? C17B C21A C18B C19B -110.4(9) . . . . ? NA C21A C18B C19B -50.6(8) . . . . ? C17B C21A C18B NA -59.8(4) . . . . ? C17B C21A C18B C20A -84.1(7) . . . . ? NA C21A C18B C20A -24.3(6) . . . . ? C17B C21A C18B C22A -144.1(10) . . . . ? NA C21A C18B C22A -84.3(8) . . . . ? C16B NA C18B C17B 33.3(7) . . . . ? C20A NA C18B C17B 145.9(7) . . . . ? C16A NA C18B C17B 21.0(13) . . . . ? C21A NA C18B C17B -62.7(5) . . . . ? NB NA C18B C17B 111.3(7) . . . . ? C20B NA C18B C17B 145.4(6) . . . . ? C19B NA C18B C17B 159.7(6) . . . . ? C17B NA C18B C19B -159.7(6) . . . . ? C16B NA C18B C19B -126.4(7) . . . . ? C20A NA C18B C19B -13.8(6) . . . . ? C16A NA C18B C19B -138.8(13) . . . . ? C21A NA C18B C19B 137.6(6) . . . . ? NB NA C18B C19B -48.4(7) . . . . ? C20B NA C18B C19B -14.3(6) . . . . ? C17B NA C18B C21A 62.7(5) . . . . ? C16B NA C18B C21A 96.0(6) . . . . ? C20A NA C18B C21A -151.4(7) . . . . ? C16A NA C18B C21A 83.7(13) . . . . ? NB NA C18B C21A 174.0(5) . . . . ? C20B NA C18B C21A -151.9(5) . . . . ? C19B NA C18B C21A -137.6(6) . . . . ? C17B NA C18B C20A -145.9(7) . . . . ? C16B NA C18B C20A -112.6(8) . . . . ? C16A NA C18B C20A -125.0(14) . . . . ? C21A NA C18B C20A 151.4(7) . . . . ? NB NA C18B C20A -34.6(7) . . . . ? C20B NA C18B C20A -0.5(7) . . . . ? C19B NA C18B C20A 13.8(6) . . . . ? C17B NA C18B C22A -164.4(6) . . . . ? C16B NA C18B C22A -131.1(6) . . . . ? C20A NA C18B C22A -18.5(6) . . . . ? C16A NA C18B C22A -143.5(12) . . . . ? C21A NA C18B C22A 132.9(6) . . . . ? NB NA C18B C22A -53.1(7) . . . . ? C20B NA C18B C22A -19.0(6) . . . . ? C19B NA C18B C22A -4.7(5) . . . . ? C19B C20A C18B C17B -174.1(13) . . . . ? C20B C20A C18B C17B -21(6) . . . . ? C19A C20A C18B C17B 61(2) . . . . ? NA C20A C18B C17B -25.7(5) . . . . ? C22A C20A C18B C17B 176.2(6) . . . . ? NB C20A C18B C17B -1.5(7) . . . . ? C20B C20A C18B C19B 153(7) . . . . ? C19A C20A C18B C19B -125(3) . . . . ? NA C20A C18B C19B 148.4(15) . . . . ? C22A C20A C18B C19B -9.7(11) . . . . ? NB C20A C18B C19B 172.6(17) . . . . ? C19B C20A C18B C21A -121.7(13) . . . . ? C20B C20A C18B C21A 31(6) . . . . ? C19A C20A C18B C21A 113(2) . . . . ? NA C20A C18B C21A 26.7(6) . . . . ? C22A C20A C18B C21A -131.4(7) . . . . ? NB C20A C18B C21A 50.8(8) . . . . ? C19B C20A C18B NA -148.4(15) . . . . ? C20B C20A C18B NA 4(6) . . . . ? C19A C20A C18B NA 86(2) . . . . ? C22A C20A C18B NA -158.1(7) . . . . ? NB C20A C18B NA 24.2(4) . . . . ? C19B C20A C18B C22A 9.7(11) . . . . ? C20B C20A C18B C22A 162(6) . . . . ? C19A C20A C18B C22A -115(2) . . . . ? NA C20A C18B C22A 158.1(7) . . . . ? NB C20A C18B C22A -177.7(9) . . . . ? C19B C22A C18B C17B -17.0(15) . . . . ? C20A C22A C18B C17B -8.2(14) . . . . ? C20A C22A C18B C19B 8.8(9) . . . . ? C19B C22A C18B C21A 75.0(12) . . . . ? C20A C22A C18B C21A 83.8(10) . . . . ? C19B C22A C18B NA 9.4(9) . . . . ? C20A C22A C18B NA 18.2(6) . . . . ? C19B C22A C18B C20A -8.8(9) . . . . ? C20B C20A C19B C22A 89(8) . . . . ? C19A C20A C19B C22A 54(8) . . . . ? NA C20A C19B C22A -132(7) . . . . ? C18B C20A C19B C22A -102(7) . . . . ? NB C20A C19B C22A -158(7) . . . . ? C19A C20A C19B C20B -34.7(19) . . . . ? NA C20A C19B C20B 140(3) . . . . ? C22A C20A C19B C20B -89(8) . . . . ? C18B C20A C19B C20B 170(2) . . . . ? NB C20A C19B C20B 114(13) . . . . ? C20B C20A C19B C18B -170(2) . . . . ? C19A C20A C19B C18B 155.5(13) . . . . ? NA C20A C19B C18B -30.0(13) . . . . ? C22A C20A C19B C18B 102(7) . . . . ? NB C20A C19B C18B -56(12) . . . . ? C20B C20A C19B NA -140(3) . . . . ? C19A C20A C19B NA -175(2) . . . . ? C22A C20A C19B NA 132(7) . . . . ? C18B C20A C19B NA 30.0(13) . . . . ? NB C20A C19B NA -26(11) . . . . ? C20B C20A C19B C19A 34.7(19) . . . . ? NA C20A C19B C19A 175(2) . . . . ? C22A C20A C19B C19A -54(8) . . . . ? C18B C20A C19B C19A -155.5(13) . . . . ? NB C20A C19B C19A 148(13) . . . . ? C18B C22A C19B C20A 101(7) . . . . ? C20A C22A C19B C20B 58(7) . . . . ? C18B C22A C19B C20B 159(3) . . . . ? C20A C22A C19B C18B -101(7) . . . . ? C20A C22A C19B NA -114(8) . . . . ? C18B C22A C19B NA -13.1(12) . . . . ? C20A C22A C19B C19A 39(6) . . . . ? C18B C22A C19B C19A 140.8(14) . . . . ? C17B C18B C19B C20A 7.0(16) . . . . ? C21A C18B C19B C20A 70.0(14) . . . . ? NA C18B C19B C20A 25.7(12) . . . . ? C22A C18B C19B C20A -163.6(17) . . . . ? C17B C18B C19B C22A 170.6(9) . . . . ? C21A C18B C19B C22A -126.4(9) . . . . ? NA C18B C19B C22A -170.7(9) . . . . ? C20A C18B C19B C22A 163.6(17) . . . . ? C17B C18B C19B C20B 2.2(13) . . . . ? C21A C18B C19B C20B 65.1(12) . . . . ? NA C18B C19B C20B 20.9(9) . . . . ? C20A C18B C19B C20B -4.8(12) . . . . ? C22A C18B C19B C20B -168.4(15) . . . . ? C17B C18B C19B NA -18.7(6) . . . . ? C21A C18B C19B NA 44.3(6) . . . . ? C20A C18B C19B NA -25.7(12) . . . . ? C22A C18B C19B NA 170.7(9) . . . . ? C17B C18B C19B C19A 23.2(12) . . . . ? C21A C18B C19B C19A 86.1(9) . . . . ? NA C18B C19B C19A 41.9(8) . . . . ? C20A C18B C19B C19A 16.2(9) . . . . ? C22A C18B C19B C19A -147.4(13) . . . . ? C17B NA C19B C20A -123.7(16) . . . . ? C16B NA C19B C20A -40(2) . . . . ? C16A NA C19B C20A 10(2) . . . . ? C18B NA C19B C20A -141.6(18) . . . . ? C21A NA C19B C20A -176.6(16) . . . . ? NB NA C19B C20A 4.1(16) . . . . ? C20B NA C19B C20A 17.8(17) . . . . ? C17B NA C19B C22A 34.2(18) . . . . ? C16B NA C19B C22A 117.8(17) . . . . ? C20A NA C19B C22A 158(3) . . . . ? C16A NA C19B C22A 168.3(14) . . . . ? C18B NA C19B C22A 16.4(15) . . . . ? C21A NA C19B C22A -18.7(18) . . . . ? NB NA C19B C22A 162.0(17) . . . . ? C20B NA C19B C22A 176(2) . . . . ? C17B NA C19B C20B -141.4(7) . . . . ? C16B NA C19B C20B -57.8(11) . . . . ? C20A NA C19B C20B -17.8(17) . . . . ? C16A NA C19B C20B -7.4(11) . . . . ? C18B NA C19B C20B -159.3(9) . . . . ? C21A NA C19B C20B 165.6(7) . . . . ? NB NA C19B C20B -13.6(7) . . . . ? C17B NA C19B C18B 17.9(6) . . . . ? C16B NA C19B C18B 101.5(10) . . . . ? C20A NA C19B C18B 141.6(18) . . . . ? C16A NA C19B C18B 151.9(8) . . . . ? C21A NA C19B C18B -35.1(5) . . . . ? NB NA C19B C18B 145.7(5) . . . . ? C20B NA C19B C18B 159.3(9) . . . . ? C17B NA C19B C19A -126.8(5) . . . . ? C16B NA C19B C19A -43.2(10) . . . . ? C20A NA C19B C19A -3.2(14) . . . . ? C16A NA C19B C19A 7.2(10) . . . . ? C18B NA C19B C19A -144.7(6) . . . . ? C21A NA C19B C19A -179.8(5) . . . . ? NB NA C19B C19A 1.0(4) . . . . ? C20B NA C19B C19A 14.6(7) . . . . ? C20B C19A C19B C20A -48(3) . . . . ? C22B C19A C19B C20A -128.5(19) . . . . ? C18A C19A C19B C20A -10(2) . . . . ? NB C19A C19B C20A -4.8(19) . . . . ? C20B C19A C19B C22A 151(2) . . . . ? C22B C19A C19B C22A 70.2(16) . . . . ? C20A C19A C19B C22A -161(3) . . . . ? C18A C19A C19B C22A -171.5(13) . . . . ? NB C19A C19B C22A -166.1(13) . . . . ? C22B C19A C19B C20B -81(2) . . . . ? C20A C19A C19B C20B 48(3) . . . . ? C18A C19A C19B C20B 37.4(16) . . . . ? NB C19A C19B C20B 42.9(17) . . . . ? C20B C19A C19B C18B -77(2) . . . . ? C22B C19A C19B C18B -157.8(8) . . . . ? C20A C19A C19B C18B -29.3(16) . . . . ? C18A C19A C19B C18B -39.6(15) . . . . ? NB C19A C19B C18B -34.1(10) . . . . ? C20B C19A C19B NA -43.8(18) . . . . ? C22B C19A C19B NA -124.7(7) . . . . ? C20A C19A C19B NA 3.9(17) . . . . ? C18A C19A C19B NA -6.4(10) . . . . ? NB C19A C19B NA -0.9(4) . . . . ? C19B C20A C20B C19A -95(3) . . . . ? NA C20A C20B C19A 122.0(18) . . . . ? C22A C20A C20B C19A -83(3) . . . . ? C18B C20A C20B C19A 118(5) . . . . ? NB C20A C20B C19A 95(2) . . . . ? C19A C20A C20B C19B 95(3) . . . . ? NA C20A C20B C19B -143(3) . . . . ? C22A C20A C20B C19B 11.9(13) . . . . ? C18B C20A C20B C19B -147(8) . . . . ? NB C20A C20B C19B -170(2) . . . . ? C19B C20A C20B NB 170(2) . . . . ? C19A C20A C20B NB -95(2) . . . . ? NA C20A C20B NB 27.3(14) . . . . ? C22A C20A C20B NB -177.7(12) . . . . ? C18B C20A C20B NB 23(6) . . . . ? C19B C20A C20B C22B -19(4) . . . . ? C19A C20A C20B C22B 76(3) . . . . ? NA C20A C20B C22B -161.8(19) . . . . ? C22A C20A C20B C22B -7(4) . . . . ? C18B C20A C20B C22B -166(4) . . . . ? NB C20A C20B C22B 171(3) . . . . ? C19B C20A C20B NA 143(3) . . . . ? C19A C20A C20B NA -122.0(18) . . . . ? C22A C20A C20B NA 155(2) . . . . ? C18B C20A C20B NA -4(5) . . . . ? NB C20A C20B NA -27.3(14) . . . . ? C19B C20A C20B C18A -160.4(17) . . . . ? C19A C20A C20B C18A -66(2) . . . . ? NA C20A C20B C18A 56(2) . . . . ? C22A C20A C20B C18A -148.6(12) . . . . ? C18B C20A C20B C18A 53(7) . . . . ? NB C20A C20B C18A 29.2(13) . . . . ? C22B C19A C20B C20A 135(2) . . . . ? C18A C19A C20B C20A -126.9(19) . . . . ? NB C19A C20B C20A -102(2) . . . . ? C19B C19A C20B C20A 28.4(15) . . . . ? C22B C19A C20B C19B 106.4(17) . . . . ? C20A C19A C20B C19B -28.4(15) . . . . ? C18A C19A C20B C19B -155.2(10) . . . . ? NB C19A C20B C19B -131(2) . . . . ? C22B C19A C20B NB -123.1(7) . . . . ? C20A C19A C20B NB 102(2) . . . . ? C18A C19A C20B NB -24.7(13) . . . . ? C19B C19A C20B NB 131(2) . . . . ? C20A C19A C20B C22B -135(2) . . . . ? C18A C19A C20B C22B 98.4(11) . . . . ? NB C19A C20B C22B 123.1(7) . . . . ? C19B C19A C20B C22B -106.4(17) . . . . ? C22B C19A C20B NA -157.0(18) . . . . ? C20A C19A C20B NA 68(3) . . . . ? C18A C19A C20B NA -59(3) . . . . ? NB C19A C20B NA -34.0(16) . . . . ? C19B C19A C20B NA 97(3) . . . . ? C22B C19A C20B C18A -98.4(11) . . . . ? C20A C19A C20B C18A 126.9(19) . . . . ? NB C19A C20B C18A 24.7(13) . . . . ? C19B C19A C20B C18A 155.2(10) . . . . ? C22A C19B C20B C20A -145(4) . . . . ? C18B C19B C20B C20A 11(3) . . . . ? NA C19B C20B C20A 30(3) . . . . ? C19A C19B C20B C20A -102(4) . . . . ? C20A C19B C20B C19A 102(4) . . . . ? C22A C19B C20B C19A -44(3) . . . . ? C18B C19B C20B C19A 113.2(17) . . . . ? NA C19B C20B C19A 132(2) . . . . ? C20A C19B C20B NB -11(3) . . . . ? C22A C19B C20B NB -156.9(19) . . . . ? C18B C19B C20B NB -0.1(16) . . . . ? NA C19B C20B NB 18.3(9) . . . . ? C19A C19B C20B NB -113(2) . . . . ? C20A C19B C20B C22B 167(3) . . . . ? C22A C19B C20B C22B 22(3) . . . . ? C18B C19B C20B C22B 178.4(7) . . . . ? NA C19B C20B C22B -163.2(11) . . . . ? C19A C19B C20B C22B 65.2(15) . . . . ? C20A C19B C20B NA -30(3) . . . . ? C22A C19B C20B NA -175(2) . . . . ? C18B C19B C20B NA -18.4(8) . . . . ? C19A C19B C20B NA -132(2) . . . . ? C20A C19B C20B C18A 39(3) . . . . ? C22A C19B C20B C18A -107(3) . . . . ? C18B C19B C20B C18A 50(3) . . . . ? NA C19B C20B C18A 68(2) . . . . ? C19A C19B C20B C18A -63(3) . . . . ? C17A NB C20B C20A -170.6(15) . . . . ? C18A NB C20B C20A 153.0(15) . . . . ? C16A NB C20B C20A -44.1(19) . . . . ? C16B NB C20B C20A -6.3(18) . . . . ? C21B NB C20B C20A 173.7(13) . . . . ? NA NB C20B C20A -25.1(13) . . . . ? C19A NB C20B C20A 127(3) . . . . ? C17A NB C20B C19A 63(2) . . . . ? C18A NB C20B C19A 26.3(15) . . . . ? C16A NB C20B C19A -170.8(12) . . . . ? C16B NB C20B C19A -133.1(14) . . . . ? C21B NB C20B C19A 47.0(19) . . . . ? NA NB C20B C19A -151.8(17) . . . . ? C20A NB C20B C19A -127(3) . . . . ? C17A NB C20B C19B -166.1(13) . . . . ? C18A NB C20B C19B 157.5(12) . . . . ? C16A NB C20B C19B -39.6(16) . . . . ? C16B NB C20B C19B -1.8(15) . . . . ? C21B NB C20B C19B 178.2(10) . . . . ? NA NB C20B C19B -20.6(10) . . . . ? C19A NB C20B C19B 131(2) . . . . ? C20A NB C20B C19B 4.5(10) . . . . ? C17A NB C20B C22B 15.2(19) . . . . ? C18A NB C20B C22B -21.2(8) . . . . ? C16A NB C20B C22B 141.8(8) . . . . ? C16B NB C20B C22B 179.5(7) . . . . ? C21B NB C20B C22B -0.4(12) . . . . ? NA NB C20B C22B 160.7(9) . . . . ? C19A NB C20B C22B -47.4(12) . . . . ? C20A NB C20B C22B -174(2) . . . . ? C17A NB C20B NA -145.5(15) . . . . ? C18A NB C20B NA 178.1(5) . . . . ? C16A NB C20B NA -19.0(9) . . . . ? C16B NB C20B NA 18.8(6) . . . . ? C21B NB C20B NA -161.2(7) . . . . ? C19A NB C20B NA 151.8(17) . . . . ? C20A NB C20B NA 25.1(13) . . . . ? C17A NB C20B C18A 36.4(14) . . . . ? C16A NB C20B C18A 162.9(9) . . . . ? C16B NB C20B C18A -159.3(8) . . . . ? C21B NB C20B C18A 20.7(7) . . . . ? NA NB C20B C18A -178.1(5) . . . . ? C19A NB C20B C18A -26.3(15) . . . . ? C20A NB C20B C18A -153.0(15) . . . . ? C17B NA C20B C20A 45.6(17) . . . . ? C16B NA C20B C20A 129.6(15) . . . . ? C16A NA C20B C20A 161.3(15) . . . . ? C18B NA C20B C20A 1.2(15) . . . . ? C21A NA C20B C20A -37(2) . . . . ? NB NA C20B C20A 147.6(18) . . . . ? C19B NA C20B C20A -14.4(13) . . . . ? C17B NA C20B C19A -60(3) . . . . ? C16B NA C20B C19A 24(3) . . . . ? C20A NA C20B C19A -106(4) . . . . ? C16A NA C20B C19A 56(3) . . . . ? C18B NA C20B C19A -105(3) . . . . ? C21A NA C20B C19A -143(2) . . . . ? NB NA C20B C19A 42(2) . . . . ? C19B NA C20B C19A -120(3) . . . . ? C17B NA C20B C19B 60.0(9) . . . . ? C16B NA C20B C19B 144.0(7) . . . . ? C20A NA C20B C19B 14.4(13) . . . . ? C16A NA C20B C19B 175.7(7) . . . . ? C18B NA C20B C19B 15.6(7) . . . . ? C21A NA C20B C19B -22.5(11) . . . . ? NB NA C20B C19B 162.0(10) . . . . ? C17B NA C20B NB -102.0(9) . . . . ? C16B NA C20B NB -18.0(7) . . . . ? C20A NA C20B NB -147.6(18) . . . . ? C16A NA C20B NB 13.7(6) . . . . ? C18B NA C20B NB -146.4(6) . . . . ? C21A NA C20B NB 175.5(6) . . . . ? C19B NA C20B NB -162.0(10) . . . . ? C17B NA C20B C22B -168.2(19) . . . . ? C16B NA C20B C22B -84(2) . . . . ? C20A NA C20B C22B 146(3) . . . . ? C16A NA C20B C22B -52(2) . . . . ? C18B NA C20B C22B 147(2) . . . . ? C21A NA C20B C22B 109(2) . . . . ? NB NA C20B C22B -66(2) . . . . ? C19B NA C20B C22B 132(2) . . . . ? C17B NA C20B C18A -100.6(9) . . . . ? C16B NA C20B C18A -16.6(8) . . . . ? C20A NA C20B C18A -146.2(19) . . . . ? C16A NA C20B C18A 15.1(7) . . . . ? C18B NA C20B C18A -145.1(6) . . . . ? C21A NA C20B C18A 176.9(5) . . . . ? NB NA C20B C18A 1.4(4) . . . . ? C19B NA C20B C18A -160.6(11) . . . . ? C21B C18A C20B C20A -75(2) . . . . ? NB C18A C20B C20A -43(2) . . . . ? C17A C18A C20B C20A -56(2) . . . . ? C19A C18A C20B C20A 101(3) . . . . ? C22B C18A C20B C20A 157(2) . . . . ? C21B C18A C20B C19A -175.5(16) . . . . ? NB C18A C20B C19A -143.6(19) . . . . ? C17A C18A C20B C19A -157.0(16) . . . . ? C22B C18A C20B C19A 56.7(14) . . . . ? C21B C18A C20B C19B -97(3) . . . . ? NB C18A C20B C19B -65(3) . . . . ? C17A C18A C20B C19B -78(3) . . . . ? C19A C18A C20B C19B 79(3) . . . . ? C22B C18A C20B C19B 136(3) . . . . ? C21B C18A C20B NB -31.9(11) . . . . ? C17A C18A C20B NB -13.4(6) . . . . ? C19A C18A C20B NB 143.6(19) . . . . ? C22B C18A C20B NB -159.7(8) . . . . ? C21B C18A C20B C22B 127.7(10) . . . . ? NB C18A C20B C22B 159.7(8) . . . . ? C17A C18A C20B C22B 146.2(6) . . . . ? C19A C18A C20B C22B -56.7(14) . . . . ? C21B C18A C20B NA -33.6(12) . . . . ? NB C18A C20B NA -1.6(4) . . . . ? C17A C18A C20B NA -15.1(8) . . . . ? C19A C18A C20B NA 142(2) . . . . ? C22B C18A C20B NA -161.3(9) . . . . ? NB C17A C21B C18A -14.7(15) . . . . ? C16A C17A C21B C18A -50(4) . . . . ? C16B C17A C21B C18A 10(4) . . . . ? C18A C17A C21B NB 14.7(15) . . . . ? C16A C17A C21B NB -36(3) . . . . ? C16B C17A C21B NB 24(2) . . . . ? NB C18A C21B C17A 12.9(13) . . . . ? C19A C18A C21B C17A 34(2) . . . . ? C20B C18A C21B C17A 37.2(18) . . . . ? C22B C18A C21B C17A 100.3(16) . . . . ? C17A C18A C21B NB -12.9(13) . . . . ? C19A C18A C21B NB 21.0(14) . . . . ? C20B C18A C21B NB 24.3(8) . . . . ? C22B C18A C21B NB 87.5(10) . . . . ? C18A NB C21B C17A -163.3(17) . . . . ? C16A NB C21B C17A 13.4(13) . . . . ? C20B NB C21B C17A 164.9(13) . . . . ? C16B NB C21B C17A -15.0(15) . . . . ? NA NB C21B C17A 36(2) . . . . ? C19A NB C21B C17A -173.5(13) . . . . ? C20A NB C21B C17A 170.2(13) . . . . ? C17A NB C21B C18A 163.3(17) . . . . ? C16A NB C21B C18A 176.7(7) . . . . ? C20B NB C21B C18A -31.8(10) . . . . ? C16B NB C21B C18A 148.2(7) . . . . ? NA NB C21B C18A -160.5(13) . . . . ? C19A NB C21B C18A -10.3(7) . . . . ? C20A NB C21B C18A -26.5(14) . . . . ? C20A C19A C22B C20B 20.8(11) . . . . ? C18A C19A C22B C20B -109.2(15) . . . . ? NB C19A C22B C20B -63.2(14) . . . . ? C19B C19A C22B C20B 35.4(11) . . . . ? C20B C19A C22B C18A 109.2(15) . . . . ? C20A C19A C22B C18A 130.0(11) . . . . ? NB C19A C22B C18A 45.9(6) . . . . ? C19B C19A C22B C18A 144.5(10) . . . . ? C20A C20B C22B C19A -104(4) . . . . ? C19B C20B C22B C19A -112.5(19) . . . . ? NB C20B C22B C19A 66.2(11) . . . . ? NA C20B C22B C19A 123(3) . . . . ? C18A C20B C22B C19A 50.8(11) . . . . ? C20A C20B C22B C18A -155(3) . . . . ? C19A C20B C22B C18A -50.7(11) . . . . ? C19B C20B C22B C18A -163.3(13) . . . . ? NB C20B C22B C18A 15.4(6) . . . . ? NA C20B C22B C18A 72(2) . . . . ? C21B C18A C22B C19A -129.0(14) . . . . ? NB C18A C22B C19A -47.8(7) . . . . ? C17A C18A C22B C19A -83.0(10) . . . . ? C20B C18A C22B C19A -32.2(8) . . . . ? C21B C18A C22B C20B -96.8(13) . . . . ? NB C18A C22B C20B -15.5(6) . . . . ? C17A C18A C22B C20B -50.8(9) . . . . ? C19A C18A C22B C20B 32.2(8) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.32 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.312 _refine_diff_density_min -0.272 _refine_diff_density_rms 0.046 data_I-a_1.5hrs _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,1,6,6-Tetraphenyl-2,4-hexadiyne-1,6-diol : 2(1,6-dimethyl-2(1H)-pyridone) ; _chemical_name_common 'Tetraphenylhexadiynediol and Dimethylpyridone' _chemical_melting_point ? _chemical_formula_moiety 'C30 H22 O2, 2(C7 H9 N O)' _chemical_formula_sum 'C44 H40 N2 O4' _chemical_formula_weight 660.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P21/C' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.357(2) _cell_length_b 8.934(2) _cell_length_c 20.857(4) _cell_angle_alpha 90.00 _cell_angle_beta 114.571(4) _cell_angle_gamma 90.00 _cell_volume 1755.1(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7034 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 29.94 _exptl_crystal_description Blocks _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.250 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX2 DUO' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 7043 _diffrn_reflns_av_R_equivalents 0.0321 _diffrn_reflns_av_sigmaI/netI 0.0551 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 27.41 _reflns_number_total 4004 _reflns_number_gt 2276 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Instrument Service v2010.7.0.0' _computing_cell_refinement 'APEX2 v2010.7-0 (Bruker AXS)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1999)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1625P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3929 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1259 _refine_ls_R_factor_gt 0.0760 _refine_ls_wR_factor_ref 0.2506 _refine_ls_wR_factor_gt 0.2208 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.04602(16) 0.6969(2) 0.16065(10) 0.0609(5) Uani 1 1 d . . . H1 H -0.1209 0.7127 0.1263 0.073 Uiso 1 1 calc R . . C1 C 0.0170(2) 0.5472(3) 0.02880(12) 0.0444(5) Uani 1 1 d . . . C2 C 0.0441(2) 0.6288(3) 0.07789(12) 0.0443(6) Uani 1 1 d . . . C3 C 0.0700(2) 0.7182(3) 0.14160(12) 0.0446(6) Uani 1 1 d . . . C4 C 0.0934(2) 0.8845(3) 0.13259(12) 0.0477(6) Uani 1 1 d . . . C5 C 0.0878(3) 0.9827(3) 0.18373(17) 0.0690(8) Uani 1 1 d . . . H5 H 0.0645 0.9464 0.2194 0.083 Uiso 1 1 calc R . . C6 C 0.1163(4) 1.1322(4) 0.1815(2) 0.0848(10) Uani 1 1 d . . . H6 H 0.1129 1.1971 0.2157 0.102 Uiso 1 1 calc R . . C7 C 0.1499(3) 1.1852(3) 0.1287(2) 0.0827(11) Uani 1 1 d . . . H7 H 0.1683 1.2866 0.1269 0.099 Uiso 1 1 calc R . . C8 C 0.1569(3) 1.0902(4) 0.07834(17) 0.0771(9) Uani 1 1 d . . . H8 H 0.1813 1.1263 0.0431 0.092 Uiso 1 1 calc R . . C9 C 0.1265(3) 0.9383(3) 0.08105(14) 0.0586(7) Uani 1 1 d . . . H9 H 0.1292 0.8735 0.0467 0.070 Uiso 1 1 calc R . . C10 C 0.2029(2) 0.6530(3) 0.20249(12) 0.0452(6) Uani 1 1 d . . . C11 C 0.1907(3) 0.5393(3) 0.24333(15) 0.0654(7) Uani 1 1 d . . . H11 H 0.1013 0.5023 0.2353 0.078 Uiso 1 1 calc R . . C12 C 0.3097(4) 0.4790(4) 0.29650(18) 0.0859(10) Uani 1 1 d . . . H12 H 0.3003 0.4009 0.3237 0.103 Uiso 1 1 calc R . . C13 C 0.4414(3) 0.5337(4) 0.30924(17) 0.0820(10) Uani 1 1 d . . . H13 H 0.5213 0.4950 0.3460 0.098 Uiso 1 1 calc R . . C14 C 0.4552(3) 0.6442(5) 0.2682(2) 0.0925(12) Uani 1 1 d . . . H14 H 0.5448 0.6795 0.2756 0.111 Uiso 1 1 calc R . . C15 C 0.3358(3) 0.7043(4) 0.21528(18) 0.0782(10) Uani 1 1 d . . . H15 H 0.3459 0.7813 0.1877 0.094 Uiso 1 1 calc R . . O2 O 0.30969(19) 0.2279(3) -0.05761(13) 0.0844(7) Uani 1 1 d . . . N1 N 0.5357(2) 0.2840(3) 0.01735(13) 0.0680(7) Uani 1 1 d . . . C16 C 0.3953(3) 0.3091(4) -0.0141(2) 0.0828(10) Uani 1 1 d . . . C17B C 0.3459(4) 0.4692(5) -0.0078(2) 0.0497(14) Uani 0.568(7) 1 d P . . H17B H 0.2436 0.4653 -0.0205 0.060 Uiso 0.568(7) 1 d PR . . C18B C 0.4171(8) 0.5052(10) 0.0671(4) 0.0667(18) Uani 0.568(7) 1 d P . . H18B H 0.3668 0.5434 0.0914 0.080 Uiso 0.568(7) 1 d PR . . C19B C 0.5546(8) 0.4793(10) 0.0994(4) 0.0652(19) Uani 0.568(7) 1 d P . . H19B H 0.6062 0.5050 0.1464 0.078 Uiso 0.568(7) 1 d PR . . C20B C 0.6276(5) 0.4095(7) 0.0571(3) 0.0510(13) Uani 0.568(7) 1 d P . . C21 C 0.5901(4) 0.1654(5) -0.0104(3) 0.1194(17) Uani 1 1 d . . . H21D H 0.5150 0.0967 -0.0360 0.179 Uiso 0.568(7) 1 d PR . . H21E H 0.6636 0.1136 0.0278 0.179 Uiso 0.568(7) 1 d PR . . H21F H 0.6285 0.2063 -0.0413 0.179 Uiso 0.568(7) 1 d PR . . C22 C 0.7776(3) 0.3346(5) 0.1039(2) 0.1051(14) Uani 1 1 d . . . H22D H 0.7767 0.2939 0.1463 0.158 Uiso 0.568(7) 1 d PR . . H22E H 0.8510 0.4087 0.1158 0.158 Uiso 0.568(7) 1 d PR . . H22F H 0.7951 0.2559 0.0772 0.158 Uiso 0.568(7) 1 d PR . . C17A C 0.3573(8) 0.3837(10) 0.0467(5) 0.089(3) Uani 0.432(7) 1 d P . . H17A H 0.2634 0.3785 0.0409 0.107 Uiso 0.432(7) 1 d PR . . C18A C 0.4440(16) 0.452(2) 0.0985(8) 0.115(5) Uani 0.432(7) 1 d P . . H18A H 0.4154 0.5132 0.1261 0.138 Uiso 0.432(7) 1 d PR . . C19A C 0.5983(16) 0.427(2) 0.1193(8) 0.112(5) Uani 0.432(7) 1 d P . . H19A H 0.6664 0.4720 0.1592 0.134 Uiso 0.432(7) 1 d PR . . C20A C 0.6406(9) 0.3417(15) 0.0818(5) 0.082(3) Uani 0.432(7) 1 d P . . H21A H 0.5151 0.0965 -0.0362 0.123 Uiso 0.43 1 d P . . H21B H 0.6636 0.1134 0.0276 0.123 Uiso 0.43 1 d P . . H21C H 0.6285 0.2060 -0.0415 0.123 Uiso 0.43 1 d P . . H22A H 0.8202 0.2947 0.1505 0.123 Uiso 0.43 1 d P . . H22B H 0.8130 0.4341 0.1035 0.123 Uiso 0.43 1 d P . . H22C H 0.8005 0.2723 0.0724 0.123 Uiso 0.43 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0311(8) 0.0841(13) 0.0637(11) -0.0083(9) 0.0159(7) -0.0048(8) C1 0.0276(9) 0.0501(13) 0.0458(12) -0.0033(10) 0.0056(8) -0.0012(9) C2 0.0262(9) 0.0502(13) 0.0467(12) -0.0021(10) 0.0053(8) -0.0031(9) C3 0.0263(9) 0.0541(14) 0.0475(12) -0.0072(10) 0.0096(8) -0.0011(9) C4 0.0291(10) 0.0495(13) 0.0501(13) -0.0045(10) 0.0023(9) 0.0051(9) C5 0.0613(16) 0.0631(18) 0.0753(19) -0.0145(14) 0.0211(14) 0.0051(13) C6 0.079(2) 0.0556(18) 0.105(3) -0.0168(18) 0.0234(19) 0.0092(16) C7 0.0610(17) 0.0458(15) 0.102(3) 0.0012(17) -0.0056(16) 0.0047(14) C8 0.0609(17) 0.077(2) 0.0704(19) 0.0161(16) 0.0048(14) -0.0080(15) C9 0.0481(13) 0.0579(16) 0.0559(15) -0.0008(12) 0.0077(11) -0.0032(12) C10 0.0346(10) 0.0491(13) 0.0439(12) -0.0075(10) 0.0084(9) 0.0024(9) C11 0.0554(14) 0.0629(17) 0.0669(17) 0.0076(14) 0.0146(12) -0.0076(13) C12 0.085(2) 0.073(2) 0.077(2) 0.0258(17) 0.0115(17) 0.0082(18) C13 0.0618(17) 0.085(2) 0.0689(19) 0.0053(17) -0.0030(14) 0.0259(16) C14 0.0379(14) 0.122(3) 0.091(2) 0.021(2) -0.0001(14) 0.0082(17) C15 0.0349(12) 0.096(2) 0.086(2) 0.0287(17) 0.0070(12) 0.0020(14) O2 0.0403(10) 0.0816(15) 0.1062(17) -0.0174(12) 0.0055(10) -0.0088(9) N1 0.0375(11) 0.0713(16) 0.0824(16) 0.0017(12) 0.0123(10) -0.0026(10) C16 0.0346(12) 0.073(2) 0.125(3) -0.0217(19) 0.0179(15) -0.0090(13) C17B 0.0192(16) 0.059(3) 0.063(3) -0.003(2) 0.0099(15) -0.0058(16) C18B 0.047(3) 0.091(5) 0.061(4) 0.011(3) 0.021(3) 0.001(3) C19B 0.046(4) 0.085(5) 0.048(4) 0.000(3) 0.003(3) -0.006(3) C20B 0.0264(19) 0.059(3) 0.052(3) 0.011(2) 0.0000(19) -0.001(2) C21 0.0567(19) 0.095(3) 0.187(5) -0.042(3) 0.032(2) -0.0005(19) C22 0.0539(18) 0.114(3) 0.104(3) 0.029(2) -0.0102(17) -0.0123(19) C17A 0.060(4) 0.100(7) 0.101(7) 0.016(5) 0.026(4) -0.006(4) C18A 0.088(8) 0.152(14) 0.099(10) -0.032(9) 0.033(8) -0.016(9) C19A 0.067(9) 0.176(18) 0.073(9) -0.011(9) 0.010(6) -0.022(8) C20A 0.055(4) 0.111(9) 0.062(6) 0.013(5) 0.005(4) -0.014(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C3 1.427(3) . ? O1 H1 0.8200 . ? C1 C2 1.192(3) . ? C1 C1 1.388(5) 3_565 ? C2 C3 1.476(3) . ? C3 C4 1.529(3) . ? C3 C10 1.547(3) . ? C4 C9 1.345(4) . ? C4 C5 1.401(4) . ? C5 C6 1.373(5) . ? C5 H5 0.9300 . ? C6 C7 1.371(5) . ? C6 H6 0.9300 . ? C7 C8 1.375(5) . ? C7 H7 0.9300 . ? C8 C9 1.400(4) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.365(4) . ? C10 C15 1.367(4) . ? C11 C12 1.379(4) . ? C11 H11 0.9300 . ? C12 C13 1.367(5) . ? C12 H12 0.9300 . ? C13 C14 1.353(5) . ? C13 H13 0.9300 . ? C14 C15 1.378(4) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? O2 C16 1.211(4) . ? N1 C16 1.342(3) . ? N1 C20A 1.428(9) . ? N1 C21 1.431(5) . ? N1 C20B 1.481(6) . ? C16 C17B 1.543(5) . ? C16 C17A 1.620(10) . ? C17B C17A 1.334(9) . ? C17B C18B 1.459(9) . ? C17B C20B 1.594(8) 3_665 ? C17B C18A 2.024(16) . ? C17B H17B 0.9800 . ? C18B C18A 0.763(15) . ? C18B C17A 1.234(12) . ? C18B C19B 1.318(10) . ? C18B C19A 1.870(17) . ? C18B H18B 0.9300 . ? C18B H18A 1.2406 . ? C19B C19A 0.663(16) . ? C19B C18A 1.164(18) . ? C19B C20B 1.514(11) . ? C19B C20A 1.646(17) . ? C19B H19B 0.9300 . ? C19B H19A 1.3041 . ? C20B C20A 0.770(10) . ? C20B C19A 1.46(2) . ? C20B C17B 1.594(8) 3_665 ? C20B C22 1.597(6) . ? C21 H21D 0.9600 . ? C21 H21E 0.9600 . ? C21 H21F 0.9600 . ? C21 H21A 0.9617 . ? C21 H21B 0.9594 . ? C21 H21C 0.9625 . ? C22 C20A 1.298(10) . ? C22 H22D 0.9600 . ? C22 H22E 0.9600 . ? C22 H22F 0.9600 . ? C22 H22A 0.9538 . ? C22 H22B 0.9632 . ? C22 H22C 0.9630 . ? C17A C18A 1.239(16) . ? C17A H17B 1.5842 . ? C17A H17A 0.9300 . ? C18A C19A 1.488(18) . ? C18A H18B 1.1111 . ? C18A H18A 0.9300 . ? C19A C20A 1.29(2) . ? C19A H19B 0.8803 . ? C19A H19A 0.9300 . ? C20A H22D 1.5501 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 O1 H1 109.5 . . ? C2 C1 C1 179.0(3) . 3_565 ? C1 C2 C3 173.9(3) . . ? O1 C3 C2 108.63(17) . . ? O1 C3 C4 111.03(19) . . ? C2 C3 C4 113.2(2) . . ? O1 C3 C10 106.63(19) . . ? C2 C3 C10 107.59(18) . . ? C4 C3 C10 109.52(17) . . ? C9 C4 C5 119.3(3) . . ? C9 C4 C3 123.5(2) . . ? C5 C4 C3 117.1(2) . . ? C6 C5 C4 120.4(3) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C7 C6 C5 119.5(3) . . ? C7 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? C6 C7 C8 120.8(3) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C7 C8 C9 118.9(3) . . ? C7 C8 H8 120.5 . . ? C9 C8 H8 120.5 . . ? C4 C9 C8 121.0(3) . . ? C4 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C11 C10 C15 118.4(2) . . ? C11 C10 C3 120.7(2) . . ? C15 C10 C3 120.9(2) . . ? C10 C11 C12 120.5(3) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 120.2(3) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C14 C13 C12 119.8(3) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 119.7(3) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C10 C15 C14 121.4(3) . . ? C10 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C16 N1 C20A 130.2(6) . . ? C16 N1 C21 117.1(3) . . ? C20A N1 C21 112.0(5) . . ? C16 N1 C20B 117.5(3) . . ? C20A N1 C20B 30.6(4) . . ? C21 N1 C20B 121.1(3) . . ? O2 C16 N1 124.9(3) . . ? O2 C16 C17B 117.0(3) . . ? N1 C16 C17B 116.3(3) . . ? O2 C16 C17A 119.6(4) . . ? N1 C16 C17A 104.6(4) . . ? C17B C16 C17A 49.8(3) . . ? C17A C17B C18B 52.2(5) . . ? C17A C17B C16 68.1(5) . . ? C18B C17B C16 104.9(4) . . ? C17A C17B C20B 164.0(5) . 3_665 ? C18B C17B C20B 113.3(5) . 3_665 ? C16 C17B C20B 115.1(4) . 3_665 ? C17A C17B C18A 36.5(6) . . ? C18B C17B C18A 17.2(7) . . ? C16 C17B C18A 89.3(5) . . ? C20B C17B C18A 128.0(6) 3_665 . ? C17A C17B H17B 84.9 . . ? C18B C17B H17B 107.8 . . ? C16 C17B H17B 107.6 . . ? C20B C17B H17B 107.9 3_665 . ? C18A C17B H17B 106.7 . . ? C18A C18B C17A 72.3(16) . . ? C18A C18B C19B 61.3(16) . . ? C17A C18B C19B 107.6(8) . . ? C18A C18B C17B 128.4(19) . . ? C17A C18B C17B 58.7(6) . . ? C19B C18B C17B 117.8(7) . . ? C18A C18B C19A 49.1(15) . . ? C17A C18B C19A 96.3(8) . . ? C19B C18B C19A 13.4(8) . . ? C17B C18B C19A 118.6(8) . . ? C18A C18B H18B 81.4 . . ? C17A C18B H18B 101.3 . . ? C19B C18B H18B 121.1 . . ? C17B C18B H18B 121.1 . . ? C19A C18B H18B 118.2 . . ? C18A C18B H18A 48.4 . . ? C17A C18B H18A 100.4 . . ? C19B C18B H18A 87.8 . . ? C17B C18B H18A 150.0 . . ? C19A C18B H18A 82.4 . . ? H18B C18B H18A 36.4 . . ? C19A C19B C18A 106(2) . . ? C19A C19B C18B 139(2) . . ? C18A C19B C18B 35.1(8) . . ? C19A C19B C20B 72(2) . . ? C18A C19B C20B 129.0(10) . . ? C18B C19B C20B 118.0(7) . . ? C19A C19B C20A 47(2) . . ? C18A C19B C20A 117.3(11) . . ? C18B C19B C20A 125.9(8) . . ? C20B C19B C20A 27.8(3) . . ? C19A C19B H19B 64.6 . . ? C18A C19B H19B 101.5 . . ? C18B C19B H19B 121.3 . . ? C20B C19B H19B 120.6 . . ? C20A C19B H19B 107.1 . . ? C19A C19B H19A 42.5 . . ? C18A C19B H19A 118.8 . . ? C18B C19B H19A 146.9 . . ? C20B C19B H19A 94.5 . . ? C20A C19B H19A 80.2 . . ? H19B C19B H19A 27.2 . . ? C20A C20B C19A 62.1(12) . . ? C20A C20B N1 70.8(9) . . ? C19A C20B N1 104.8(8) . . ? C20A C20B C19B 85.7(12) . . ? C19A C20B C19B 25.7(6) . . ? N1 C20B C19B 106.1(5) . . ? C20A C20B C17B 159.6(11) . 3_665 ? C19A C20B C17B 131.0(9) . 3_665 ? N1 C20B C17B 113.3(4) . 3_665 ? C19B C20B C17B 110.9(5) . 3_665 ? C20A C20B C22 53.6(8) . . ? C19A C20B C22 90.6(7) . . ? N1 C20B C22 105.1(4) . . ? C19B C20B C22 114.2(5) . . ? C17B C20B C22 107.1(4) 3_665 . ? N1 C21 H21D 109.6 . . ? N1 C21 H21E 109.4 . . ? H21D C21 H21E 109.5 . . ? N1 C21 H21F 109.4 . . ? H21D C21 H21F 109.5 . . ? H21E C21 H21F 109.5 . . ? N1 C21 H21A 109.8 . . ? H21D C21 H21A 0.2 . . ? H21E C21 H21A 109.5 . . ? H21F C21 H21A 109.3 . . ? N1 C21 H21B 109.7 . . ? H21D C21 H21B 109.4 . . ? H21E C21 H21B 0.2 . . ? H21F C21 H21B 109.3 . . ? H21A C21 H21B 109.4 . . ? N1 C21 H21C 109.6 . . ? H21D C21 H21C 109.3 . . ? H21E C21 H21C 109.5 . . ? H21F C21 H21C 0.2 . . ? H21A C21 H21C 109.1 . . ? H21B C21 H21C 109.3 . . ? C20A C22 C20B 28.5(5) . . ? C20A C22 H22D 85.3 . . ? C20B C22 H22D 110.1 . . ? C20A C22 H22E 133.7 . . ? C20B C22 H22E 109.5 . . ? H22D C22 H22E 109.5 . . ? C20A C22 H22F 105.8 . . ? C20B C22 H22F 108.8 . . ? H22D C22 H22F 109.5 . . ? H22E C22 H22F 109.5 . . ? C20A C22 H22A 110.8 . . ? C20B C22 H22A 134.4 . . ? H22D C22 H22A 25.4 . . ? H22E C22 H22A 90.8 . . ? H22F C22 H22A 101.4 . . ? C20A C22 H22B 108.5 . . ? C20B C22 H22B 83.4 . . ? H22D C22 H22B 120.5 . . ? H22E C22 H22B 26.1 . . ? H22F C22 H22B 120.4 . . ? H22A C22 H22B 109.7 . . ? C20A C22 H22C 109.2 . . ? C20B C22 H22C 106.1 . . ? H22D C22 H22C 120.5 . . ? H22E C22 H22C 100.4 . . ? H22F C22 H22C 11.8 . . ? H22A C22 H22C 109.7 . . ? H22B C22 H22C 108.9 . . ? C18B C17A C18A 36.0(8) . . ? C18B C17A C17B 69.1(6) . . ? C18A C17A C17B 103.7(11) . . ? C18B C17A C16 112.4(7) . . ? C18A C17A C16 124.0(10) . . ? C17B C17A C16 62.1(5) . . ? C18B C17A H17B 89.0 . . ? C18A C17A H17B 123.3 . . ? C17B C17A H17B 38.0 . . ? C16 C17A H17B 80.2 . . ? C18B C17A H17A 115.9 . . ? C18A C17A H17A 118.6 . . ? C17B C17A H17A 101.6 . . ? C16 C17A H17A 117.3 . . ? H17B C17A H17A 63.6 . . ? C18B C18A C19B 83.6(19) . . ? C18B C18A C17A 71.7(15) . . ? C19B C18A C17A 118.1(14) . . ? C18B C18A C19A 108(2) . . ? C19B C18A C19A 25.4(9) . . ? C17A C18A C19A 118.9(14) . . ? C18B C18A C17B 34.4(13) . . ? C19B C18A C17B 92.5(10) . . ? C17A C18A C17B 39.8(7) . . ? C19A C18A C17B 108.7(11) . . ? C18B C18A H18B 55.8 . . ? C19B C18A H18B 119.7 . . ? C17A C18A H18B 91.4 . . ? C19A C18A H18B 140.8 . . ? C17B C18A H18B 78.0 . . ? C18B C18A H18A 93.7 . . ? C19B C18A H18A 115.5 . . ? C17A C18A H18A 121.8 . . ? C19A C18A H18A 119.2 . . ? C17B C18A H18A 119.3 . . ? H18B C18A H18A 41.3 . . ? C19B C19A C20A 111(3) . . ? C19B C19A C20B 82(2) . . ? C20A C19A C20B 31.8(7) . . ? C19B C19A C18A 48.8(19) . . ? C20A C19A C18A 120.3(13) . . ? C20B C19A C18A 110.6(10) . . ? C19B C19A C18B 27.5(16) . . ? C20A C19A C18B 112.2(10) . . ? C20B C19A C18B 92.9(7) . . ? C18A C19A C18B 22.8(7) . . ? C19B C19A H19B 72.6 . . ? C20A C19A H19B 153.1 . . ? C20B C19A H19B 131.2 . . ? C18A C19A H19B 82.6 . . ? C18B C19A H19B 83.1 . . ? C19B C19A H19A 108.7 . . ? C20A C19A H19A 118.4 . . ? C20B C19A H19A 118.8 . . ? C18A C19A H19A 121.3 . . ? C18B C19A H19A 124.3 . . ? H19B C19A H19A 41.2 . . ? C20B C20A C19A 86.1(15) . . ? C20B C20A C22 97.9(11) . . ? C19A C20A C22 114.1(10) . . ? C20B C20A N1 78.5(9) . . ? C19A C20A N1 117.8(9) . . ? C22 C20A N1 127.5(9) . . ? C20B C20A C19B 66.5(11) . . ? C19A C20A C19B 22.2(7) . . ? C22 C20A C19B 124.7(9) . . ? N1 C20A C19B 102.0(6) . . ? C20B C20A H22D 129.8 . . ? C19A C20A H22D 93.0 . . ? C22 C20A H22D 38.1 . . ? N1 C20A H22D 141.2 . . ? C19B C20A H22D 113.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C1 C2 C3 71(20) 3_565 . . . ? C1 C2 C3 O1 -33(2) . . . . ? C1 C2 C3 C4 -157(2) . . . . ? C1 C2 C3 C10 82(2) . . . . ? O1 C3 C4 C9 -139.9(2) . . . . ? C2 C3 C4 C9 -17.5(3) . . . . ? C10 C3 C4 C9 102.6(2) . . . . ? O1 C3 C4 C5 43.9(3) . . . . ? C2 C3 C4 C5 166.4(2) . . . . ? C10 C3 C4 C5 -73.6(2) . . . . ? C9 C4 C5 C6 -0.3(4) . . . . ? C3 C4 C5 C6 176.0(2) . . . . ? C4 C5 C6 C7 0.3(5) . . . . ? C5 C6 C7 C8 -0.7(5) . . . . ? C6 C7 C8 C9 1.1(5) . . . . ? C5 C4 C9 C8 0.8(4) . . . . ? C3 C4 C9 C8 -175.3(2) . . . . ? C7 C8 C9 C4 -1.2(4) . . . . ? O1 C3 C10 C11 28.1(3) . . . . ? C2 C3 C10 C11 -88.3(3) . . . . ? C4 C3 C10 C11 148.3(2) . . . . ? O1 C3 C10 C15 -154.1(3) . . . . ? C2 C3 C10 C15 89.5(3) . . . . ? C4 C3 C10 C15 -33.9(3) . . . . ? C15 C10 C11 C12 0.5(5) . . . . ? C3 C10 C11 C12 178.4(3) . . . . ? C10 C11 C12 C13 0.6(5) . . . . ? C11 C12 C13 C14 -2.0(6) . . . . ? C12 C13 C14 C15 2.2(6) . . . . ? C11 C10 C15 C14 -0.4(5) . . . . ? C3 C10 C15 C14 -178.2(3) . . . . ? C13 C14 C15 C10 -1.0(6) . . . . ? C20A N1 C16 O2 -159.2(7) . . . . ? C21 N1 C16 O2 10.0(6) . . . . ? C20B N1 C16 O2 167.0(4) . . . . ? C20A N1 C16 C17B 36.4(8) . . . . ? C21 N1 C16 C17B -154.4(4) . . . . ? C20B N1 C16 C17B 2.5(6) . . . . ? C20A N1 C16 C17A -15.7(8) . . . . ? C21 N1 C16 C17A 153.5(5) . . . . ? C20B N1 C16 C17A -49.5(5) . . . . ? O2 C16 C17B C17A 107.1(5) . . . . ? N1 C16 C17B C17A -87.2(5) . . . . ? O2 C16 C17B C18B 144.8(5) . . . . ? N1 C16 C17B C18B -49.5(5) . . . . ? C17A C16 C17B C18B 37.7(5) . . . . ? O2 C16 C17B C20B -90.0(4) . . . 3_665 ? N1 C16 C17B C20B 75.7(5) . . . 3_665 ? C17A C16 C17B C20B 162.9(5) . . . 3_665 ? O2 C16 C17B C18A 137.6(6) . . . . ? N1 C16 C17B C18A -56.8(6) . . . . ? C17A C16 C17B C18A 30.4(6) . . . . ? C17A C17B C18B C18A 21(2) . . . . ? C16 C17B C18B C18A -25(2) . . . . ? C20B C17B C18B C18A -152(2) 3_665 . . . ? C16 C17B C18B C17A -45.9(6) . . . . ? C20B C17B C18B C17A -172.2(6) 3_665 . . . ? C18A C17B C18B C17A -21(2) . . . . ? C17A C17B C18B C19B 94.5(9) . . . . ? C16 C17B C18B C19B 48.6(8) . . . . ? C20B C17B C18B C19B -77.7(8) 3_665 . . . ? C18A C17B C18B C19B 74(2) . . . . ? C17A C17B C18B C19A 79.3(9) . . . . ? C16 C17B C18B C19A 33.4(9) . . . . ? C20B C17B C18B C19A -92.9(8) 3_665 . . . ? C18A C17B C18B C19A 59(2) . . . . ? C18A C18B C19B C19A 24(4) . . . . ? C17A C18B C19B C19A -34(4) . . . . ? C17B C18B C19B C19A -97(4) . . . . ? C17A C18B C19B C18A -57.6(16) . . . . ? C17B C18B C19B C18A -121(2) . . . . ? C19A C18B C19B C18A -24(4) . . . . ? C18A C18B C19B C20B 118.9(18) . . . . ? C17A C18B C19B C20B 61.3(10) . . . . ? C17B C18B C19B C20B -1.9(11) . . . . ? C19A C18B C19B C20B 95(4) . . . . ? C18A C18B C19B C20A 87.3(19) . . . . ? C17A C18B C19B C20A 29.8(12) . . . . ? C17B C18B C19B C20A -33.5(12) . . . . ? C19A C18B C19B C20A 64(4) . . . . ? C16 N1 C20B C20A 123.4(11) . . . . ? C21 N1 C20B C20A -80.6(12) . . . . ? C16 N1 C20B C19A 70.6(8) . . . . ? C20A N1 C20B C19A -52.8(11) . . . . ? C21 N1 C20B C19A -133.5(8) . . . . ? C16 N1 C20B C19B 44.0(6) . . . . ? C20A N1 C20B C19B -79.5(11) . . . . ? C21 N1 C20B C19B -160.1(4) . . . . ? C16 N1 C20B C17B -78.0(5) . . . 3_665 ? C20A N1 C20B C17B 158.6(13) . . . 3_665 ? C21 N1 C20B C17B 78.0(5) . . . 3_665 ? C16 N1 C20B C22 165.3(4) . . . . ? C20A N1 C20B C22 41.9(10) . . . . ? C21 N1 C20B C22 -38.7(6) . . . . ? C19A C19B C20B C20A 22(2) . . . . ? C18A C19B C20B C20A -74.2(15) . . . . ? C18B C19B C20B C20A -114.6(11) . . . . ? C18A C19B C20B C19A -96(3) . . . . ? C18B C19B C20B C19A -137(3) . . . . ? C20A C19B C20B C19A -22(2) . . . . ? C19A C19B C20B N1 91(2) . . . . ? C18A C19B C20B N1 -5.5(14) . . . . ? C18B C19B C20B N1 -46.0(9) . . . . ? C20A C19B C20B N1 68.6(8) . . . . ? C19A C19B C20B C17B -145.7(19) . . . 3_665 ? C18A C19B C20B C17B 118.0(13) . . . 3_665 ? C18B C19B C20B C17B 77.5(8) . . . 3_665 ? C20A C19B C20B C17B -167.9(10) . . . 3_665 ? C19A C19B C20B C22 -24(2) . . . . ? C18A C19B C20B C22 -120.8(12) . . . . ? C18B C19B C20B C22 -161.3(6) . . . . ? C20A C19B C20B C22 -46.6(8) . . . . ? C19A C20B C22 C20A 53.9(14) . . . . ? N1 C20B C22 C20A -51.6(12) . . . . ? C19B C20B C22 C20A 64.3(13) . . . . ? C17B C20B C22 C20A -172.4(15) 3_665 . . . ? C19B C18B C17A C18A 51.0(15) . . . . ? C17B C18B C17A C18A 163.3(18) . . . . ? C19A C18B C17A C18A 43.5(15) . . . . ? C18A C18B C17A C17B -163.3(18) . . . . ? C19B C18B C17A C17B -112.3(7) . . . . ? C19A C18B C17A C17B -119.8(7) . . . . ? C18A C18B C17A C16 -117.6(16) . . . . ? C19B C18B C17A C16 -66.6(9) . . . . ? C17B C18B C17A C16 45.7(5) . . . . ? C19A C18B C17A C16 -74.1(8) . . . . ? C16 C17B C17A C18B 131.6(6) . . . . ? C20B C17B C17A C18B 27(2) 3_665 . . . ? C18A C17B C17A C18B 10.0(11) . . . . ? C18B C17B C17A C18A -10.0(11) . . . . ? C16 C17B C17A C18A 121.5(10) . . . . ? C20B C17B C17A C18A 17(3) 3_665 . . . ? C18B C17B C17A C16 -131.6(6) . . . . ? C20B C17B C17A C16 -105(2) 3_665 . . . ? C18A C17B C17A C16 -121.5(10) . . . . ? O2 C16 C17A C18B -150.9(6) . . . . ? N1 C16 C17A C18B 63.1(7) . . . . ? C17B C16 C17A C18B -49.1(6) . . . . ? O2 C16 C17A C18A 170.1(12) . . . . ? N1 C16 C17A C18A 24.2(14) . . . . ? C17B C16 C17A C18A -88.1(13) . . . . ? O2 C16 C17A C17B -101.8(5) . . . . ? N1 C16 C17A C17B 112.3(4) . . . . ? C17A C18B C18A C19B 122.4(10) . . . . ? C17B C18B C18A C19B 104.1(16) . . . . ? C19A C18B C18A C19B 7.1(13) . . . . ? C19B C18B C18A C17A -122.4(10) . . . . ? C17B C18B C18A C17A -18.3(19) . . . . ? C19A C18B C18A C17A -115.3(15) . . . . ? C17A C18B C18A C19A 115.3(15) . . . . ? C19B C18B C18A C19A -7.1(13) . . . . ? C17B C18B C18A C19A 97(2) . . . . ? C17A C18B C18A C17B 18.3(19) . . . . ? C19B C18B C18A C17B -104.1(16) . . . . ? C19A C18B C18A C17B -97(2) . . . . ? C19A C19B C18A C18B -164(3) . . . . ? C20B C19B C18A C18B -84(2) . . . . ? C20A C19B C18A C18B -114.5(17) . . . . ? C19A C19B C18A C17A -99(3) . . . . ? C18B C19B C18A C17A 65.3(16) . . . . ? C20B C19B C18A C17A -19(2) . . . . ? C20A C19B C18A C17A -49.2(19) . . . . ? C18B C19B C18A C19A 164(3) . . . . ? C20B C19B C18A C19A 80(3) . . . . ? C20A C19B C18A C19A 50(2) . . . . ? C19A C19B C18A C17B -131(2) . . . . ? C18B C19B C18A C17B 33.2(12) . . . . ? C20B C19B C18A C17B -50.9(13) . . . . ? C20A C19B C18A C17B -81.3(10) . . . . ? C17B C17A C18A C18B 16.1(17) . . . . ? C16 C17A C18A C18B 81.5(18) . . . . ? C18B C17A C18A C19B -72.0(19) . . . . ? C17B C17A C18A C19B -55.9(18) . . . . ? C16 C17A C18A C19B 10(2) . . . . ? C18B C17A C18A C19A -101(2) . . . . ? C17B C17A C18A C19A -84.8(15) . . . . ? C16 C17A C18A C19A -19(2) . . . . ? C18B C17A C18A C17B -16.1(17) . . . . ? C16 C17A C18A C17B 65.4(9) . . . . ? C17A C17B C18A C18B -152(3) . . . . ? C16 C17B C18A C18B 156(2) . . . . ? C20B C17B C18A C18B 34(3) 3_665 . . . ? C17A C17B C18A C19B 133.0(16) . . . . ? C18B C17B C18A C19B -75(2) . . . . ? C16 C17B C18A C19B 80.8(10) . . . . ? C20B C17B C18A C19B -41.2(13) 3_665 . . . ? C18B C17B C18A C17A 152(3) . . . . ? C16 C17B C18A C17A -52.3(9) . . . . ? C20B C17B C18A C17A -174.2(9) 3_665 . . . ? C17A C17B C18A C19A 113.0(16) . . . . ? C18B C17B C18A C19A -95(3) . . . . ? C16 C17B C18A C19A 60.7(11) . . . . ? C20B C17B C18A C19A -61.2(13) 3_665 . . . ? C18A C19B C19A C20A 112.8(19) . . . . ? C18B C19B C19A C20A 99(4) . . . . ? C20B C19B C19A C20A -13.9(13) . . . . ? C18A C19B C19A C20B 126.7(12) . . . . ? C18B C19B C19A C20B 113(3) . . . . ? C20A C19B C19A C20B 13.9(13) . . . . ? C18B C19B C19A C18A -14(2) . . . . ? C20B C19B C19A C18A -126.7(12) . . . . ? C20A C19B C19A C18A -112.8(19) . . . . ? C18A C19B C19A C18B 14(2) . . . . ? C20B C19B C19A C18B -113(3) . . . . ? C20A C19B C19A C18B -99(4) . . . . ? C20A C20B C19A C19B -155(2) . . . . ? N1 C20B C19A C19B -96(2) . . . . ? C17B C20B C19A C19B 44(2) 3_665 . . . ? C22 C20B C19A C19B 157.8(19) . . . . ? N1 C20B C19A C20A 58.4(9) . . . . ? C19B C20B C19A C20A 155(2) . . . . ? C17B C20B C19A C20A -161.0(11) 3_665 . . . ? C22 C20B C19A C20A -47.4(9) . . . . ? C20A C20B C19A C18A -114.6(16) . . . . ? N1 C20B C19A C18A -56.2(14) . . . . ? C19B C20B C19A C18A 40.2(14) . . . . ? C17B C20B C19A C18A 84.4(14) 3_665 . . . ? C22 C20B C19A C18A -162.0(12) . . . . ? C20A C20B C19A C18B -129.5(12) . . . . ? N1 C20B C19A C18B -71.1(8) . . . . ? C19B C20B C19A C18B 25.3(14) . . . . ? C17B C20B C19A C18B 69.5(10) 3_665 . . . ? C22 C20B C19A C18B -176.9(7) . . . . ? C18B C18A C19A C19B 17(3) . . . . ? C17A C18A C19A C19B 95(3) . . . . ? C17B C18A C19A C19B 53(3) . . . . ? C18B C18A C19A C20A -75(3) . . . . ? C19B C18A C19A C20A -92(3) . . . . ? C17A C18A C19A C20A 3(2) . . . . ? C17B C18A C19A C20A -38.8(19) . . . . ? C18B C18A C19A C20B -41(2) . . . . ? C19B C18A C19A C20B -58(2) . . . . ? C17A C18A C19A C20B 37(2) . . . . ? C17B C18A C19A C20B -5.2(16) . . . . ? C19B C18A C19A C18B -17(3) . . . . ? C17A C18A C19A C18B 79(2) . . . . ? C17B C18A C19A C18B 36.3(14) . . . . ? C18A C18B C19A C19B -152(5) . . . . ? C17A C18B C19A C19B 148(4) . . . . ? C17B C18B C19A C19B 90(4) . . . . ? C18A C18B C19A C20A 116(2) . . . . ? C17A C18B C19A C20A 55.6(14) . . . . ? C19B C18B C19A C20A -92(4) . . . . ? C17B C18B C19A C20A -2.1(16) . . . . ? C18A C18B C19A C20B 142(2) . . . . ? C17A C18B C19A C20B 81.6(10) . . . . ? C19B C18B C19A C20B -66(4) . . . . ? C17B C18B C19A C20B 24.0(12) . . . . ? C17A C18B C19A C18A -60(2) . . . . ? C19B C18B C19A C18A 152(5) . . . . ? C17B C18B C19A C18A -118(2) . . . . ? N1 C20B C20A C19A -119.3(8) . . . . ? C19B C20B C20A C19A -10.7(9) . . . . ? C17B C20B C20A C19A 135(3) 3_665 . . . ? C22 C20B C20A C19A 113.9(11) . . . . ? C19A C20B C20A C22 -113.9(11) . . . . ? N1 C20B C20A C22 126.8(9) . . . . ? C19B C20B C20A C22 -124.5(8) . . . . ? C17B C20B C20A C22 21(4) 3_665 . . . ? C19A C20B C20A N1 119.3(8) . . . . ? C19B C20B C20A N1 108.7(4) . . . . ? C17B C20B C20A N1 -106(3) 3_665 . . . ? C22 C20B C20A N1 -126.8(9) . . . . ? C19A C20B C20A C19B 10.7(9) . . . . ? N1 C20B C20A C19B -108.7(4) . . . . ? C17B C20B C20A C19B 146(3) 3_665 . . . ? C22 C20B C20A C19B 124.5(8) . . . . ? C19B C19A C20A C20B 27(3) . . . . ? C18A C19A C20A C20B 80.2(17) . . . . ? C18B C19A C20A C20B 56.3(13) . . . . ? C19B C19A C20A C22 124(2) . . . . ? C20B C19A C20A C22 96.9(13) . . . . ? C18A C19A C20A C22 177.1(11) . . . . ? C18B C19A C20A C22 153.2(9) . . . . ? C19B C19A C20A N1 -48(3) . . . . ? C20B C19A C20A N1 -74.9(11) . . . . ? C18A C19A C20A N1 5(2) . . . . ? C18B C19A C20A N1 -18.5(18) . . . . ? C20B C19A C20A C19B -27(3) . . . . ? C18A C19A C20A C19B 53.5(19) . . . . ? C18B C19A C20A C19B 29.6(16) . . . . ? C20B C22 C20A C19A -89.3(18) . . . . ? C20B C22 C20A N1 81.5(13) . . . . ? C20B C22 C20A C19B -66.8(13) . . . . ? C16 N1 C20A C20B -75.9(11) . . . . ? C21 N1 C20A C20B 114.4(10) . . . . ? C16 N1 C20A C19A 3.4(17) . . . . ? C21 N1 C20A C19A -166.2(12) . . . . ? C20B N1 C20A C19A 79.3(17) . . . . ? C16 N1 C20A C22 -167.1(8) . . . . ? C21 N1 C20A C22 23.3(13) . . . . ? C20B N1 C20A C22 -91.2(14) . . . . ? C16 N1 C20A C19B -13.3(10) . . . . ? C21 N1 C20A C19B 177.1(5) . . . . ? C20B N1 C20A C19B 62.7(11) . . . . ? C19A C19B C20A C20B -151(3) . . . . ? C18A C19B C20A C20B 122.8(12) . . . . ? C18B C19B C20A C20B 82.5(12) . . . . ? C18A C19B C20A C19A -87(3) . . . . ? C18B C19B C20A C19A -127(3) . . . . ? C20B C19B C20A C19A 151(3) . . . . ? C19A C19B C20A C22 -68(3) . . . . ? C18A C19B C20A C22 -154.1(11) . . . . ? C18B C19B C20A C22 165.6(9) . . . . ? C20B C19B C20A C22 83.1(12) . . . . ? C19A C19B C20A N1 138(3) . . . . ? C18A C19B C20A N1 51.1(13) . . . . ? C18B C19B C20A N1 10.8(12) . . . . ? C20B C19B C20A N1 -71.7(8) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.41 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.353 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.069 data_I-a_3hrs _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,1,6,6-Tetraphenyl-2,4-hexadiyne-1,6-diol : 2(1,6-dimethyl-2(1H)-pyridone) ; _chemical_name_common 'Tetraphenylhexadiynediol and Dimethylpyridone' _chemical_melting_point ? _chemical_formula_moiety 'C30 H22 O2, 2(C7 H9 N O)' _chemical_formula_sum 'C44 H40 N2 O4' _chemical_formula_weight 660.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P21/C' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.3300(10) _cell_length_b 9.0630(10) _cell_length_c 20.302(2) _cell_angle_alpha 90.00 _cell_angle_beta 113.699(3) _cell_angle_gamma 90.00 _cell_volume 1740.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11345 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 29.94 _exptl_crystal_description Blocks _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.261 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; 'SADABS V2008/1 (Bruker AXS)' ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'APEX2 DUO' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 11345 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0395 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 29.94 _reflns_number_total 5018 _reflns_number_gt 3160 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Instrument Service v2010.7.0.0' _computing_cell_refinement 'APEX2 v2010.7-0 (Bruker AXS)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1999)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1328P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5018 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0991 _refine_ls_R_factor_gt 0.0637 _refine_ls_wR_factor_ref 0.2157 _refine_ls_wR_factor_gt 0.1968 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.029 _refine_ls_shift/su_mean 0.004 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.04217(11) 0.70322(16) 0.16401(6) 0.0529(3) Uani 1 1 d . . . H1 H -0.1171 0.7191 0.1296 0.063 Uiso 1 1 calc R . . C1 C 0.01705(13) 0.54815(18) 0.02841(8) 0.0386(3) Uani 1 1 d . . . C2 C 0.04512(13) 0.63249(18) 0.07778(7) 0.0390(3) Uani 1 1 d . . . C3 C 0.07180(13) 0.72310(18) 0.14278(7) 0.0375(3) Uani 1 1 d . . . C4 C 0.09369(14) 0.88716(19) 0.13130(8) 0.0414(4) Uani 1 1 d . . . C5 C 0.0826(2) 0.9870(2) 0.18041(11) 0.0610(5) Uani 1 1 d . . . H5 H 0.0558 0.9543 0.2165 0.073 Uiso 1 1 calc R . . C6 C 0.1110(2) 1.1342(3) 0.17622(14) 0.0748(7) Uani 1 1 d . . . H6 H 0.1030 1.2005 0.2094 0.090 Uiso 1 1 calc R . . C7 C 0.1508(2) 1.1832(2) 0.12357(14) 0.0766(7) Uani 1 1 d . . . H7 H 0.1707 1.2827 0.1212 0.092 Uiso 1 1 calc R . . C8 C 0.1619(2) 1.0857(3) 0.07370(12) 0.0687(6) Uani 1 1 d . . . H8 H 0.1886 1.1193 0.0377 0.082 Uiso 1 1 calc R . . C9 C 0.13261(17) 0.9364(2) 0.07785(9) 0.0523(4) Uani 1 1 d . . . H9 H 0.1395 0.8702 0.0444 0.063 Uiso 1 1 calc R . . C10 C 0.20491(14) 0.65927(18) 0.20356(7) 0.0390(3) Uani 1 1 d . . . C11 C 0.1938(2) 0.5366(2) 0.24057(11) 0.0590(5) Uani 1 1 d . . . H11 H 0.1059 0.4930 0.2290 0.071 Uiso 1 1 calc R . . C12 C 0.3127(3) 0.4769(3) 0.29517(12) 0.0760(7) Uani 1 1 d . . . H12 H 0.3038 0.3954 0.3209 0.091 Uiso 1 1 calc R . . C13 C 0.4435(2) 0.5389(3) 0.31094(11) 0.0713(6) Uani 1 1 d . . . H13 H 0.5235 0.4983 0.3468 0.086 Uiso 1 1 calc R . . C14 C 0.45508(18) 0.6593(3) 0.27398(12) 0.0748(7) Uani 1 1 d . . . H14 H 0.5435 0.7013 0.2849 0.090 Uiso 1 1 calc R . . C15 C 0.33661(17) 0.7207(3) 0.22011(11) 0.0611(5) Uani 1 1 d . . . H15 H 0.3460 0.8033 0.1952 0.073 Uiso 1 1 calc R . . O2 O 0.30874(13) 0.23029(18) -0.05840(8) 0.0692(4) Uani 1 1 d . . . N1 N 0.53360(14) 0.29018(18) 0.01719(8) 0.0537(4) Uani 1 1 d . . . C16 C 0.39382(16) 0.3180(2) -0.01739(11) 0.0561(5) Uani 1 1 d . . . C17B C 0.34557(17) 0.4706(2) -0.00675(10) 0.0455(6) Uani 0.835(5) 1 d P . . H17B H 0.2433 0.4666 -0.0194 0.055 Uiso 0.835(5) 1 d PR . . C18B C 0.4197(3) 0.5077(3) 0.07199(15) 0.0541(6) Uani 0.835(5) 1 d P . . H18B H 0.3694 0.5459 0.0963 0.065 Uiso 0.835(5) 1 d PR . . C19B C 0.5568(3) 0.4809(4) 0.10277(15) 0.0542(7) Uani 0.835(5) 1 d P . . H19B H 0.6084 0.5066 0.1498 0.065 Uiso 0.835(5) 1 d PR . . C20B C 0.6275(2) 0.4114(3) 0.05840(15) 0.0469(6) Uani 0.835(5) 1 d P . . C21 C 0.5914(2) 0.1644(3) -0.00600(17) 0.0869(8) Uani 1 1 d . . . H21D H 0.5163 0.0958 -0.0317 0.130 Uiso 0.835(5) 1 d PR . . H21E H 0.6648 0.1126 0.0321 0.130 Uiso 0.835(5) 1 d PR . . H21F H 0.6297 0.2053 -0.0370 0.130 Uiso 0.835(5) 1 d PR . . C22 C 0.77292(19) 0.3447(3) 0.10837(13) 0.0791(7) Uani 1 1 d . . . H22D H 0.7721 0.3039 0.1508 0.119 Uiso 0.835(5) 1 d PR . . H22E H 0.8464 0.4188 0.1203 0.119 Uiso 0.835(5) 1 d PR . . H22F H 0.7905 0.2660 0.0817 0.119 Uiso 0.835(5) 1 d PR . . C17A C 0.3531(13) 0.3919(17) 0.0498(8) 0.074(5) Uani 0.165(5) 1 d P . . H17A H 0.2592 0.3867 0.0440 0.089 Uiso 0.165(5) 1 d PR . . C18A C 0.440(3) 0.452(3) 0.1074(11) 0.110(8) Uani 0.165(5) 1 d P . . H18A H 0.4110 0.5136 0.1350 0.132 Uiso 0.165(5) 1 d PR . . C19A C 0.592(3) 0.437(4) 0.1272(14) 0.106(9) Uani 0.165(5) 1 d P . . H19A H 0.6604 0.4817 0.1671 0.127 Uiso 0.165(5) 1 d PR . . C20A C 0.6406(18) 0.355(3) 0.0845(10) 0.085(6) Uani 0.165(5) 1 d P . . H21A H 0.5151 0.0965 -0.0362 0.127 Uiso 0.16 1 d P . . H21B H 0.6636 0.1134 0.0276 0.127 Uiso 0.16 1 d P . . H21C H 0.6285 0.2060 -0.0415 0.127 Uiso 0.16 1 d P . . H22A H 0.8202 0.2947 0.1505 0.127 Uiso 0.16 1 d P . . H22B H 0.8130 0.4341 0.1035 0.127 Uiso 0.16 1 d P . . H22C H 0.8005 0.2723 0.0724 0.127 Uiso 0.16 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0326(5) 0.0747(9) 0.0510(6) -0.0053(6) 0.0165(4) -0.0027(5) C1 0.0277(5) 0.0439(8) 0.0389(7) -0.0044(6) 0.0079(5) -0.0035(6) C2 0.0290(6) 0.0434(8) 0.0392(7) -0.0033(6) 0.0079(5) -0.0045(6) C3 0.0267(5) 0.0430(8) 0.0391(7) -0.0065(6) 0.0092(5) -0.0024(5) C4 0.0300(6) 0.0413(8) 0.0432(7) -0.0042(6) 0.0046(5) 0.0017(6) C5 0.0635(10) 0.0533(11) 0.0639(11) -0.0115(9) 0.0232(9) 0.0049(9) C6 0.0760(13) 0.0480(11) 0.0876(15) -0.0151(11) 0.0194(12) 0.0076(11) C7 0.0588(11) 0.0428(11) 0.0927(16) 0.0024(11) -0.0066(11) 0.0038(9) C8 0.0525(10) 0.0679(14) 0.0681(12) 0.0188(11) 0.0058(8) -0.0085(10) C9 0.0435(8) 0.0563(11) 0.0483(8) 0.0019(7) 0.0094(6) -0.0034(7) C10 0.0336(6) 0.0431(8) 0.0356(6) -0.0072(6) 0.0090(5) -0.0010(6) C11 0.0518(9) 0.0540(11) 0.0621(10) 0.0051(9) 0.0132(8) -0.0046(8) C12 0.0812(14) 0.0630(13) 0.0684(13) 0.0203(11) 0.0139(11) 0.0090(11) C13 0.0577(10) 0.0772(15) 0.0577(11) 0.0058(10) 0.0011(8) 0.0186(10) C14 0.0341(8) 0.0884(17) 0.0806(13) 0.0052(12) 0.0007(8) 0.0058(9) C15 0.0345(7) 0.0698(13) 0.0645(10) 0.0131(9) 0.0047(7) -0.0025(8) O2 0.0400(6) 0.0688(10) 0.0849(9) -0.0122(7) 0.0106(6) -0.0147(6) N1 0.0330(6) 0.0552(9) 0.0659(9) 0.0012(7) 0.0126(6) -0.0039(6) C16 0.0325(7) 0.0579(11) 0.0716(11) -0.0038(9) 0.0143(7) -0.0066(7) C17B 0.0253(7) 0.0558(13) 0.0540(11) 0.0017(9) 0.0143(7) -0.0021(7) C18B 0.0470(11) 0.0670(17) 0.0545(14) -0.0018(12) 0.0269(10) -0.0036(11) C19B 0.0477(14) 0.0698(19) 0.0400(13) 0.0021(12) 0.0123(10) -0.0099(12) C20B 0.0273(8) 0.0539(15) 0.0491(13) 0.0053(10) 0.0045(8) -0.0029(9) C21 0.0532(11) 0.0642(15) 0.132(2) -0.0185(15) 0.0255(12) 0.0009(10) C22 0.0422(9) 0.0845(17) 0.0826(14) 0.0185(12) -0.0040(9) -0.0038(10) C17A 0.050(6) 0.074(10) 0.090(10) 0.013(8) 0.020(6) -0.015(6) C18A 0.135(19) 0.102(16) 0.067(11) -0.020(11) 0.013(12) 0.025(14) C19A 0.087(15) 0.13(2) 0.077(15) -0.004(14) 0.008(12) -0.042(15) C20A 0.059(8) 0.104(16) 0.063(10) 0.009(10) -0.006(7) -0.031(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C3 1.4184(17) . ? O1 H1 0.8200 . ? C1 C2 1.200(2) . ? C1 C1 1.375(3) 3_565 ? C2 C3 1.483(2) . ? C3 C10 1.5441(19) . ? C3 C4 1.536(2) . ? C4 C9 1.374(3) . ? C4 C5 1.385(3) . ? C5 C6 1.376(3) . ? C5 H5 0.9300 . ? C6 C7 1.365(4) . ? C6 H6 0.9300 . ? C7 C8 1.383(3) . ? C7 H7 0.9300 . ? C8 C9 1.397(3) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.372(3) . ? C10 C15 1.381(2) . ? C11 C12 1.391(3) . ? C11 H11 0.9300 . ? C12 C13 1.377(3) . ? C12 H12 0.9300 . ? C13 C14 1.357(3) . ? C13 H13 0.9300 . ? C14 C15 1.388(2) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? O2 C16 1.229(2) . ? N1 C16 1.351(2) . ? N1 C20A 1.489(16) . ? N1 C21 1.450(3) . ? N1 C20B 1.482(3) . ? C16 C17B 1.514(3) . ? C16 C17A 1.717(17) . ? C17B C17A 1.327(14) . ? C17B C18B 1.507(3) . ? C17B C20B 1.599(4) 3_665 ? C17B C18A 2.13(2) . ? C17B H17B 0.9825 . ? C18B C18A 0.83(3) . ? C18B C17A 1.236(14) . ? C18B C19B 1.321(4) . ? C18B C19A 1.80(3) . ? C18B H18B 0.9164 . ? C18B H18A 1.3193 . ? C19B C19A 0.63(3) . ? C19B C18A 1.28(3) . ? C19B C20B 1.507(5) . ? C19B C20A 1.57(3) . ? C19B H19B 0.9172 . ? C19B H19A 1.3143 . ? C20B C20A 0.71(2) . ? C20B C19A 1.59(3) . ? C20B C17B 1.599(4) 3_665 ? C20B C22 1.557(3) . ? C21 H21D 0.9673 . ? C21 H21E 0.9605 . ? C21 H21F 0.9432 . ? C21 H21A 0.9937 . ? C21 H21B 0.9095 . ? C21 H21C 1.0154 . ? C22 C20A 1.256(18) . ? C22 H22D 0.9402 . ? C22 H22E 0.9684 . ? C22 H22F 0.9562 . ? C22 H22A 0.9166 . ? C22 H22B 0.9332 . ? C22 H22C 1.1003 . ? C17A C18A 1.27(2) . ? C17A H17B 1.5616 . ? C17A H17A 0.9302 . ? C18A C19A 1.47(4) . ? C18A H18B 1.0813 . ? C18A H18A 0.9203 . ? C19A C20A 1.38(4) . ? C19A H19B 0.7614 . ? C19A H19A 0.9277 . ? C20A H22D 1.5478 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 O1 H1 109.5 . . ? C2 C1 C1 179.21(19) . 3_565 ? C1 C2 C3 172.86(16) . . ? O1 C3 C2 108.66(11) . . ? O1 C3 C10 106.92(12) . . ? C2 C3 C10 106.92(12) . . ? O1 C3 C4 111.10(12) . . ? C2 C3 C4 112.76(13) . . ? C10 C3 C4 110.23(11) . . ? C9 C4 C5 119.43(18) . . ? C9 C4 C3 122.81(15) . . ? C5 C4 C3 117.61(16) . . ? C4 C5 C6 120.5(2) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C7 C6 C5 120.2(2) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 120.4(2) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C7 C8 C9 119.4(2) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C4 C9 C8 120.1(2) . . ? C4 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C15 119.00(15) . . ? C11 C10 C3 119.83(14) . . ? C15 C10 C3 121.14(15) . . ? C10 C11 C12 120.69(19) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 119.7(2) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C14 C13 C12 119.75(18) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 120.8(2) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C10 C15 C14 120.0(2) . . ? C10 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C16 N1 C20A 130.4(10) . . ? C16 N1 C21 118.12(17) . . ? C20A N1 C21 110.8(10) . . ? C16 N1 C20B 118.38(17) . . ? C20A N1 C20B 27.7(9) . . ? C21 N1 C20B 120.30(16) . . ? O2 C16 N1 123.71(19) . . ? O2 C16 C17B 120.04(15) . . ? N1 C16 C17B 116.14(15) . . ? O2 C16 C17A 117.0(4) . . ? N1 C16 C17A 102.2(4) . . ? C17B C16 C17A 48.0(5) . . ? C17A C17B C18B 51.2(6) . . ? C17A C17B C16 74.0(7) . . ? C18B C17B C16 107.41(17) . . ? C17A C17B C20B 164.1(6) . 3_665 ? C18B C17B C20B 113.47(19) . 3_665 ? C16 C17B C20B 111.32(17) . 3_665 ? C17A C17B C18A 34.3(10) . . ? C18B C17B C18A 17.8(7) . . ? C16 C17B C18A 92.9(6) . . ? C20B C17B C18A 130.0(8) 3_665 . ? C17A C17B H17B 83.7 . . ? C18B C17B H17B 108.7 . . ? C16 C17B H17B 108.1 . . ? C20B C17B H17B 107.7 3_665 . ? C18A C17B H17B 104.8 . . ? C18A C18B C17A 73.1(17) . . ? C18A C18B C19B 68(2) . . ? C17A C18B C19B 110.5(7) . . ? C18A C18B C17B 128.6(15) . . ? C17A C18B C17B 56.8(7) . . ? C19B C18B C17B 116.8(2) . . ? C18A C18B C19A 54(2) . . ? C17A C18B C19A 100.9(11) . . ? C19B C18B C19A 15.1(9) . . ? C17B C18B C19A 122.3(10) . . ? C18A C18B H18B 76.2 . . ? C17A C18B H18B 99.4 . . ? C19B C18B H18B 123.2 . . ? C17B C18B H18B 120.0 . . ? C19A C18B H18B 115.7 . . ? C18A C18B H18A 43.8 . . ? C17A C18B H18A 98.2 . . ? C19B C18B H18A 91.5 . . ? C17B C18B H18A 146.6 . . ? C19A C18B H18A 81.2 . . ? H18B C18B H18A 35.7 . . ? C19A C19B C18A 95(3) . . ? C19A C19B C18B 132(3) . . ? C18A C19B C18B 37.3(10) . . ? C19A C19B C20B 86(3) . . ? C18A C19B C20B 131.3(9) . . ? C18B C19B C20B 118.7(3) . . ? C19A C19B C20A 61(3) . . ? C18A C19B C20A 119.9(13) . . ? C18B C19B C20A 127.7(6) . . ? C20B C19B C20A 26.7(8) . . ? C19A C19B H19B 55.3 . . ? C18A C19B H19B 98.4 . . ? C18B C19B H19B 120.6 . . ? C20B C19B H19B 120.7 . . ? C20A C19B H19B 106.7 . . ? C19A C19B H19A 40.2 . . ? C18A C19B H19A 110.2 . . ? C18B C19B H19A 139.4 . . ? C20B C19B H19A 101.5 . . ? C20A C19B H19A 86.2 . . ? H19B C19B H19A 20.5 . . ? C20A C20B C19A 60(2) . . ? C20A C20B C19B 81(2) . . ? C19A C20B C19B 23.2(11) . . ? C20A C20B N1 76.7(15) . . ? C19A C20B N1 105.8(9) . . ? C19B C20B N1 106.4(2) . . ? C20A C20B C17B 160.3(17) . 3_665 ? C19A C20B C17B 129.7(11) . 3_665 ? C19B C20B C17B 111.5(2) . 3_665 ? N1 C20B C17B 111.89(19) . 3_665 ? C20A C20B C22 52.4(15) . . ? C19A C20B C22 89.1(10) . . ? C19B C20B C22 110.2(2) . . ? N1 C20B C22 108.7(2) . . ? C17B C20B C22 108.10(18) 3_665 . ? N1 C21 H21D 109.6 . . ? N1 C21 H21E 114.7 . . ? H21D C21 H21E 108.8 . . ? N1 C21 H21F 104.2 . . ? H21D C21 H21F 110.7 . . ? H21E C21 H21F 108.8 . . ? N1 C21 H21A 111.1 . . ? H21D C21 H21A 4.9 . . ? H21E C21 H21A 111.6 . . ? H21F C21 H21A 105.9 . . ? N1 C21 H21B 118.5 . . ? H21D C21 H21B 108.4 . . ? H21E C21 H21B 4.4 . . ? H21F C21 H21B 105.2 . . ? H21A C21 H21B 110.8 . . ? N1 C21 H21C 105.1 . . ? H21D C21 H21C 107.8 . . ? H21E C21 H21C 110.6 . . ? H21F C21 H21C 2.9 . . ? H21A C21 H21C 103.0 . . ? H21B C21 H21C 106.9 . . ? C20A C22 C20B 26.7(10) . . ? C20A C22 H22D 88.4 . . ? C20B C22 H22D 112.8 . . ? C20A C22 H22E 132.0 . . ? C20B C22 H22E 110.3 . . ? H22D C22 H22E 109.8 . . ? C20A C22 H22F 105.0 . . ? C20B C22 H22F 105.9 . . ? H22D C22 H22F 107.5 . . ? H22E C22 H22F 110.5 . . ? C20A C22 H22A 118.9 . . ? C20B C22 H22A 144.3 . . ? H22D C22 H22A 31.6 . . ? H22E C22 H22A 92.3 . . ? H22F C22 H22A 90.6 . . ? C20A C22 H22B 111.0 . . ? C20B C22 H22B 87.0 . . ? H22D C22 H22B 127.3 . . ? H22E C22 H22B 24.2 . . ? H22F C22 H22B 113.2 . . ? H22A C22 H22B 115.8 . . ? C20A C22 H22C 108.5 . . ? C20B C22 H22C 103.8 . . ? H22D C22 H22C 118.2 . . ? H22E C22 H22C 101.1 . . ? H22F C22 H22C 11.7 . . ? H22A C22 H22C 98.1 . . ? H22B C22 H22C 101.8 . . ? C18A C17A C18B 38.7(14) . . ? C18A C17A C17B 109.8(17) . . ? C18B C17A C17B 71.9(7) . . ? C18A C17A C16 126.1(16) . . ? C18B C17A C16 110.0(9) . . ? C17B C17A C16 58.0(6) . . ? C18A C17A H17B 128.9 . . ? C18B C17A H17B 93.2 . . ? C17B C17A H17B 38.7 . . ? C16 C17A H17B 77.0 . . ? C18A C17A H17A 116.7 . . ? C18B C17A H17A 119.3 . . ? C17B C17A H17A 102.9 . . ? C16 C17A H17A 117.1 . . ? H17B C17A H17A 64.2 . . ? C18B C18A C19B 74(2) . . ? C18B C18A C17A 68.2(14) . . ? C19B C18A C17A 110.9(19) . . ? C18B C18A C19A 99(3) . . ? C19B C18A C19A 25.2(12) . . ? C17A C18A C19A 119(2) . . ? C18B C18A C17B 33.6(10) . . ? C19B C18A C17B 86.3(14) . . ? C17A C18A C17B 35.9(10) . . ? C19A C18A C17B 106.0(18) . . ? C18B C18A H18B 55.4 . . ? C19B C18A H18B 113.7 . . ? C17A C18A H18B 88.9 . . ? C19A C18A H18B 133.6 . . ? C17B C18A H18B 74.8 . . ? C18B C18A H18A 97.5 . . ? C19B C18A H18A 117.9 . . ? C17A C18A H18A 122.6 . . ? C19A C18A H18A 117.6 . . ? C17B C18A H18A 119.9 . . ? H18B C18A H18A 45.3 . . ? C19B C19A C20A 95(3) . . ? C19B C19A C20B 71(3) . . ? C20A C19A C20B 26.4(10) . . ? C19B C19A C18A 60(3) . . ? C20A C19A C18A 120(2) . . ? C20B C19A C18A 111.8(17) . . ? C19B C19A C18B 33(2) . . ? C20A C19A C18B 108.7(16) . . ? C20B C19A C18B 91.4(12) . . ? C18A C19A C18B 27.2(12) . . ? C19B C19A H19B 82.0 . . ? C20A C19A H19B 141.5 . . ? C20B C19A H19B 125.2 . . ? C18A C19A H19B 92.0 . . ? C18B C19A H19B 89.9 . . ? C19B C19A H19A 113.9 . . ? C20A C19A H19A 116.6 . . ? C20B C19A H19A 118.0 . . ? C18A C19A H19A 123.4 . . ? C18B C19A H19A 126.8 . . ? H19B C19A H19A 36.9 . . ? C20B C20A C19A 94(3) . . ? C20B C20A C22 101(2) . . ? C19A C20A C22 114.1(16) . . ? C20B C20A N1 75.6(14) . . ? C19A C20A N1 117.7(17) . . ? C22 C20A N1 128.2(19) . . ? C20B C20A C19B 72(2) . . ? C19A C20A C19B 23.5(12) . . ? C22 C20A C19B 125.4(15) . . ? N1 C20A C19B 103.1(12) . . ? C20B C20A H22D 134.4 . . ? C19A C20A H22D 91.5 . . ? C22 C20A H22D 37.4 . . ? N1 C20A H22D 138.6 . . ? C19B C20A H22D 112.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C1 C2 C3 67(17) 3_565 . . . ? C1 C2 C3 O1 -35.3(12) . . . . ? C1 C2 C3 C10 79.7(12) . . . . ? C1 C2 C3 C4 -159.0(12) . . . . ? O1 C3 C4 C9 -143.20(13) . . . . ? C2 C3 C4 C9 -20.94(18) . . . . ? C10 C3 C4 C9 98.46(16) . . . . ? O1 C3 C4 C5 41.26(17) . . . . ? C2 C3 C4 C5 163.52(14) . . . . ? C10 C3 C4 C5 -77.07(17) . . . . ? C9 C4 C5 C6 -0.4(3) . . . . ? C3 C4 C5 C6 175.31(16) . . . . ? C4 C5 C6 C7 -0.2(3) . . . . ? C5 C6 C7 C8 0.5(3) . . . . ? C6 C7 C8 C9 -0.3(3) . . . . ? C5 C4 C9 C8 0.6(2) . . . . ? C3 C4 C9 C8 -174.87(14) . . . . ? C7 C8 C9 C4 -0.2(3) . . . . ? O1 C3 C10 C11 35.4(2) . . . . ? C2 C3 C10 C11 -80.82(18) . . . . ? C4 C3 C10 C11 156.29(16) . . . . ? O1 C3 C10 C15 -146.62(17) . . . . ? C2 C3 C10 C15 97.15(19) . . . . ? C4 C3 C10 C15 -25.7(2) . . . . ? C15 C10 C11 C12 1.5(3) . . . . ? C3 C10 C11 C12 179.55(19) . . . . ? C10 C11 C12 C13 -1.8(4) . . . . ? C11 C12 C13 C14 1.2(4) . . . . ? C12 C13 C14 C15 -0.3(4) . . . . ? C11 C10 C15 C14 -0.6(3) . . . . ? C3 C10 C15 C14 -178.62(19) . . . . ? C13 C14 C15 C10 0.0(4) . . . . ? C20A N1 C16 O2 -156.5(12) . . . . ? C21 N1 C16 O2 13.1(3) . . . . ? C20B N1 C16 O2 172.9(2) . . . . ? C20A N1 C16 C17B 27.1(12) . . . . ? C21 N1 C16 C17B -163.3(2) . . . . ? C20B N1 C16 C17B -3.4(3) . . . . ? C20A N1 C16 C17A -21.9(13) . . . . ? C21 N1 C16 C17A 147.7(5) . . . . ? C20B N1 C16 C17A -52.4(5) . . . . ? O2 C16 C17B C17A 100.6(6) . . . . ? N1 C16 C17B C17A -82.9(6) . . . . ? O2 C16 C17B C18B 140.1(2) . . . . ? N1 C16 C17B C18B -43.4(2) . . . . ? C17A C16 C17B C18B 39.4(6) . . . . ? O2 C16 C17B C20B -95.1(2) . . . 3_665 ? N1 C16 C17B C20B 81.4(2) . . . 3_665 ? C17A C16 C17B C20B 164.2(6) . . . 3_665 ? O2 C16 C17B C18A 129.6(9) . . . . ? N1 C16 C17B C18A -53.9(9) . . . . ? C17A C16 C17B C18A 28.9(10) . . . . ? C17A C17B C18B C18A 15(3) . . . . ? C16 C17B C18B C18A -37(3) . . . . ? C20B C17B C18B C18A -160(3) 3_665 . . . ? C16 C17B C18B C17A -51.6(8) . . . . ? C20B C17B C18B C17A -175.1(8) 3_665 . . . ? C18A C17B C18B C17A -15(3) . . . . ? C17A C17B C18B C19B 97.9(9) . . . . ? C16 C17B C18B C19B 46.4(3) . . . . ? C20B C17B C18B C19B -77.1(3) 3_665 . . . ? C18A C17B C18B C19B 83(3) . . . . ? C17A C17B C18B C19A 81.7(13) . . . . ? C16 C17B C18B C19A 30.1(10) . . . . ? C20B C17B C18B C19A -93.3(10) 3_665 . . . ? C18A C17B C18B C19A 67(3) . . . . ? C18A C18B C19B C19A 9(5) . . . . ? C17A C18B C19B C19A -53(4) . . . . ? C17B C18B C19B C19A -115(4) . . . . ? C17A C18B C19B C18A -61.3(17) . . . . ? C17B C18B C19B C18A -123.5(16) . . . . ? C19A C18B C19B C18A -9(5) . . . . ? C18A C18B C19B C20B 121.5(15) . . . . ? C17A C18B C19B C20B 60.2(9) . . . . ? C17B C18B C19B C20B -2.0(4) . . . . ? C19A C18B C19B C20B 113(4) . . . . ? C18A C18B C19B C20A 91.4(19) . . . . ? C17A C18B C19B C20A 30.1(14) . . . . ? C17B C18B C19B C20A -32.2(12) . . . . ? C19A C18B C19B C20A 83(4) . . . . ? C19A C19B C20B C20A 19(3) . . . . ? C18A C19B C20B C20A -74(2) . . . . ? C18B C19B C20B C20A -117.7(13) . . . . ? C18A C19B C20B C19A -93(3) . . . . ? C18B C19B C20B C19A -136(3) . . . . ? C20A C19B C20B C19A -19(3) . . . . ? C19A C19B C20B N1 92(2) . . . . ? C18A C19B C20B N1 -1.0(16) . . . . ? C18B C19B C20B N1 -44.5(4) . . . . ? C20A C19B C20B N1 73.3(13) . . . . ? C19A C19B C20B C17B -146(2) . . . 3_665 ? C18A C19B C20B C17B 121.2(15) . . . 3_665 ? C18B C19B C20B C17B 77.8(3) . . . 3_665 ? C20A C19B C20B C17B -164.5(13) . . . 3_665 ? C19A C19B C20B C22 -26(2) . . . . ? C18A C19B C20B C22 -118.7(15) . . . . ? C18B C19B C20B C22 -162.2(3) . . . . ? C20A C19B C20B C22 -44.5(12) . . . . ? C16 N1 C20B C20A 124(2) . . . . ? C21 N1 C20B C20A -77(2) . . . . ? C16 N1 C20B C19A 71.1(12) . . . . ? C20A N1 C20B C19A -53(2) . . . . ? C21 N1 C20B C19A -129.5(12) . . . . ? C16 N1 C20B C19B 47.0(3) . . . . ? C20A N1 C20B C19B -77(2) . . . . ? C21 N1 C20B C19B -153.6(2) . . . . ? C16 N1 C20B C17B -75.0(2) . . . 3_665 ? C20A N1 C20B C17B 161(2) . . . 3_665 ? C21 N1 C20B C17B 84.4(3) . . . 3_665 ? C16 N1 C20B C22 165.7(2) . . . . ? C20A N1 C20B C22 42(2) . . . . ? C21 N1 C20B C22 -34.9(3) . . . . ? C19A C20B C22 C20A 51(3) . . . . ? C19B C20B C22 C20A 61(2) . . . . ? N1 C20B C22 C20A -55(2) . . . . ? C17B C20B C22 C20A -177(3) 3_665 . . . ? C19B C18B C17A C18A 58(2) . . . . ? C17B C18B C17A C18A 168(2) . . . . ? C19A C18B C17A C18A 46(2) . . . . ? C18A C18B C17A C17B -168(2) . . . . ? C19B C18B C17A C17B -109.4(5) . . . . ? C19A C18B C17A C17B -121.5(10) . . . . ? C18A C18B C17A C16 -123(2) . . . . ? C19B C18B C17A C16 -64.8(9) . . . . ? C17B C18B C17A C16 44.6(6) . . . . ? C19A C18B C17A C16 -77.0(12) . . . . ? C18B C17B C17A C18A -8.0(13) . . . . ? C16 C17B C17A C18A 120.9(16) . . . . ? C20B C17B C17A C18A 9(4) 3_665 . . . ? C16 C17B C17A C18B 129.0(6) . . . . ? C20B C17B C17A C18B 17(3) 3_665 . . . ? C18A C17B C17A C18B 8.0(13) . . . . ? C18B C17B C17A C16 -129.0(6) . . . . ? C20B C17B C17A C16 -112(2) 3_665 . . . ? C18A C17B C17A C16 -120.9(16) . . . . ? O2 C16 C17A C18A 160.5(18) . . . . ? N1 C16 C17A C18A 22(2) . . . . ? C17B C16 C17A C18A -92(2) . . . . ? O2 C16 C17A C18B -159.2(6) . . . . ? N1 C16 C17A C18B 62.4(9) . . . . ? C17B C16 C17A C18B -51.9(7) . . . . ? O2 C16 C17A C17B -107.3(4) . . . . ? N1 C16 C17A C17B 114.3(4) . . . . ? C17A C18B C18A C19B 120.9(12) . . . . ? C17B C18B C18A C19B 107.8(16) . . . . ? C19A C18B C18A C19B 2.8(15) . . . . ? C19B C18B C18A C17A -120.9(12) . . . . ? C17B C18B C18A C17A -13(2) . . . . ? C19A C18B C18A C17A -118(2) . . . . ? C17A C18B C18A C19A 118(2) . . . . ? C19B C18B C18A C19A -2.8(15) . . . . ? C17B C18B C18A C19A 105(2) . . . . ? C17A C18B C18A C17B 13(2) . . . . ? C19B C18B C18A C17B -107.8(16) . . . . ? C19A C18B C18A C17B -105(2) . . . . ? C19A C19B C18A C18B -174(3) . . . . ? C20B C19B C18A C18B -84.4(18) . . . . ? C20A C19B C18A C18B -114.3(16) . . . . ? C19A C19B C18A C17A -115(4) . . . . ? C18B C19B C18A C17A 58.5(15) . . . . ? C20B C19B C18A C17A -26(3) . . . . ? C20A C19B C18A C17A -56(2) . . . . ? C18B C19B C18A C19A 174(3) . . . . ? C20B C19B C18A C19A 89(3) . . . . ? C20A C19B C18A C19A 59(3) . . . . ? C19A C19B C18A C17B -142(3) . . . . ? C18B C19B C18A C17B 31.8(8) . . . . ? C20B C19B C18A C17B -52.5(15) . . . . ? C20A C19B C18A C17B -82.4(14) . . . . ? C17B C17A C18A C18B 12(2) . . . . ? C16 C17A C18A C18B 77(2) . . . . ? C18B C17A C18A C19B -62(2) . . . . ? C17B C17A C18A C19B -50(2) . . . . ? C16 C17A C18A C19B 14(3) . . . . ? C18B C17A C18A C19A -88(3) . . . . ? C17B C17A C18A C19A -76(3) . . . . ? C16 C17A C18A C19A -12(3) . . . . ? C18B C17A C18A C17B -12(2) . . . . ? C16 C17A C18A C17B 64.2(14) . . . . ? C17A C17B C18A C18B -159(4) . . . . ? C16 C17B C18A C18B 145(2) . . . . ? C20B C17B C18A C18B 24(3) 3_665 . . . ? C17A C17B C18A C19B 134(2) . . . . ? C18B C17B C18A C19B -67(3) . . . . ? C16 C17B C18A C19B 78.6(11) . . . . ? C20B C17B C18A C19B -42.6(14) 3_665 . . . ? C18B C17B C18A C17A 159(4) . . . . ? C16 C17B C18A C17A -55.7(16) . . . . ? C20B C17B C18A C17A -176.9(13) 3_665 . . . ? C17A C17B C18A C19A 118(2) . . . . ? C18B C17B C18A C19A -83(3) . . . . ? C16 C17B C18A C19A 62.7(18) . . . . ? C20B C17B C18A C19A -58.5(19) 3_665 . . . ? C18A C19B C19A C20A 121.7(17) . . . . ? C18B C19B C19A C20A 116(3) . . . . ? C20B C19B C19A C20A -9.5(14) . . . . ? C18A C19B C19A C20B 131.1(10) . . . . ? C18B C19B C19A C20B 126(3) . . . . ? C20A C19B C19A C20B 9.5(14) . . . . ? C18B C19B C19A C18A -5(3) . . . . ? C20B C19B C19A C18A -131.1(10) . . . . ? C20A C19B C19A C18A -121.7(17) . . . . ? C18A C19B C19A C18B 5(3) . . . . ? C20B C19B C19A C18B -126(3) . . . . ? C20A C19B C19A C18B -116(3) . . . . ? C20A C20B C19A C19B -158(3) . . . . ? N1 C20B C19A C19B -95(2) . . . . ? C17B C20B C19A C19B 43(3) 3_665 . . . ? C22 C20B C19A C19B 156(2) . . . . ? C19B C20B C19A C20A 158(3) . . . . ? N1 C20B C19A C20A 63.6(16) . . . . ? C17B C20B C19A C20A -158.7(16) 3_665 . . . ? C22 C20B C19A C20A -45.6(16) . . . . ? C20A C20B C19A C18A -114(3) . . . . ? C19B C20B C19A C18A 45(2) . . . . ? N1 C20B C19A C18A -50(2) . . . . ? C17B C20B C19A C18A 88(2) 3_665 . . . ? C22 C20B C19A C18A -159(2) . . . . ? C20A C20B C19A C18B -132(2) . . . . ? C19B C20B C19A C18B 26.3(15) . . . . ? N1 C20B C19A C18B -68.5(12) . . . . ? C17B C20B C19A C18B 69.2(13) 3_665 . . . ? C22 C20B C19A C18B -177.7(10) . . . . ? C18B C18A C19A C19B 6(3) . . . . ? C17A C18A C19A C19B 76(4) . . . . ? C17B C18A C19A C19B 40(3) . . . . ? C18B C18A C19A C20A -72(3) . . . . ? C19B C18A C19A C20A -78(3) . . . . ? C17A C18A C19A C20A -2(4) . . . . ? C17B C18A C19A C20A -38(3) . . . . ? C18B C18A C19A C20B -44(3) . . . . ? C19B C18A C19A C20B -50(2) . . . . ? C17A C18A C19A C20B 26(3) . . . . ? C17B C18A C19A C20B -10(2) . . . . ? C19B C18A C19A C18B -6(3) . . . . ? C17A C18A C19A C18B 70(2) . . . . ? C17B C18A C19A C18B 33.8(10) . . . . ? C18A C18B C19A C19B -170(5) . . . . ? C17A C18B C19A C19B 131(4) . . . . ? C17B C18B C19A C19B 73(4) . . . . ? C18A C18B C19A C20A 120(3) . . . . ? C17A C18B C19A C20A 60(2) . . . . ? C19B C18B C19A C20A -70(4) . . . . ? C17B C18B C19A C20A 3(2) . . . . ? C18A C18B C19A C20B 140(2) . . . . ? C17A C18B C19A C20B 80.9(13) . . . . ? C19B C18B C19A C20B -50(4) . . . . ? C17B C18B C19A C20B 23.3(16) . . . . ? C17A C18B C19A C18A -59(2) . . . . ? C19B C18B C19A C18A 170(5) . . . . ? C17B C18B C19A C18A -117(2) . . . . ? C19B C20B C20A C19A -8.4(12) . . . . ? N1 C20B C20A C19A -117.6(14) . . . . ? C17B C20B C20A C19A 124(5) 3_665 . . . ? C22 C20B C20A C19A 115(2) . . . . ? C19A C20B C20A C22 -115(2) . . . . ? C19B C20B C20A C22 -123.9(16) . . . . ? N1 C20B C20A C22 126.9(19) . . . . ? C17B C20B C20A C22 9(7) 3_665 . . . ? C19A C20B C20A N1 117.6(14) . . . . ? C19B C20B C20A N1 109.2(5) . . . . ? C17B C20B C20A N1 -118(5) 3_665 . . . ? C22 C20B C20A N1 -126.9(19) . . . . ? C19A C20B C20A C19B 8.4(12) . . . . ? N1 C20B C20A C19B -109.2(5) . . . . ? C17B C20B C20A C19B 132(5) 3_665 . . . ? C22 C20B C20A C19B 123.9(16) . . . . ? C19B C19A C20A C20B 20(3) . . . . ? C18A C19A C20A C20B 79(3) . . . . ? C18B C19A C20A C20B 52(2) . . . . ? C19B C19A C20A C22 124(3) . . . . ? C20B C19A C20A C22 104(2) . . . . ? C18A C19A C20A C22 -177(2) . . . . ? C18B C19A C20A C22 155.4(16) . . . . ? C19B C19A C20A N1 -55(3) . . . . ? C20B C19A C20A N1 -75.8(18) . . . . ? C18A C19A C20A N1 3(4) . . . . ? C18B C19A C20A N1 -24(3) . . . . ? C20B C19A C20A C19B -20(3) . . . . ? C18A C19A C20A C19B 58(3) . . . . ? C18B C19A C20A C19B 31.2(16) . . . . ? C20B C22 C20A C19A -99(3) . . . . ? C20B C22 C20A N1 80(3) . . . . ? C20B C22 C20A C19B -76(3) . . . . ? C16 N1 C20A C20B -74(2) . . . . ? C21 N1 C20A C20B 115.9(18) . . . . ? C16 N1 C20A C19A 13(3) . . . . ? C21 N1 C20A C19A -157.2(18) . . . . ? C20B N1 C20A C19A 87(3) . . . . ? C16 N1 C20A C22 -166.7(14) . . . . ? C21 N1 C20A C22 23(2) . . . . ? C20B N1 C20A C22 -93(3) . . . . ? C16 N1 C20A C19B -6.8(18) . . . . ? C21 N1 C20A C19B -177.0(8) . . . . ? C20B N1 C20A C19B 67.1(19) . . . . ? C19A C19B C20A C20B -159(3) . . . . ? C18A C19B C20A C20B 123.5(17) . . . . ? C18B C19B C20A C20B 79.1(15) . . . . ? C18A C19B C20A C19A -78(3) . . . . ? C18B C19B C20A C19A -122(3) . . . . ? C20B C19B C20A C19A 159(3) . . . . ? C19A C19B C20A C22 -68(3) . . . . ? C18A C19B C20A C22 -145.8(17) . . . . ? C18B C19B C20A C22 169.9(12) . . . . ? C20B C19B C20A C22 91(2) . . . . ? C19A C19B C20A N1 132(3) . . . . ? C18A C19B C20A N1 54(2) . . . . ? C18B C19B C20A N1 9.2(18) . . . . ? C20B C19B C20A N1 -69.9(13) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 29.94 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.378 _refine_diff_density_min -0.256 _refine_diff_density_rms 0.051 data_I-a_5hrs _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,1,6,6-Tetraphenyl-2,4-hexadiyne-1,6-diol : 2(1,6-dimethyl-2(1H)-pyridone) ; _chemical_name_common 'Tetraphenylhexadiynediol and Dimethylpyridone' _chemical_melting_point ? _chemical_formula_moiety 'C30 H22 O2, 2(C7 H9 N O)' _chemical_formula_sum 'C44 H40 N2 O4' _chemical_formula_weight 660.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P21/C' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.299(14) _cell_length_b 9.106(6) _cell_length_c 20.111(17) _cell_angle_alpha 90.00 _cell_angle_beta 113.26(4) _cell_angle_gamma 90.00 _cell_volume 1733(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12299 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 24.70 _exptl_crystal_description Blocks _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.266 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details none _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi- and omega-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 12299 _diffrn_reflns_av_R_equivalents 0.044 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 24.70 _reflns_number_total 2933 _reflns_number_gt 2065 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2006)' _computing_cell_refinement 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_data_reduction 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1999)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0775P)^2^+0.0741P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2933 _refine_ls_number_parameters 228 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1235 _refine_ls_wR_factor_gt 0.1127 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.986 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.04111(12) 0.70625(13) 0.16534(7) 0.0590(4) Uani 1 1 d . . . H1 H -0.1162 0.7223 0.1311 0.071 Uiso 1 1 calc R . . C1 C 0.01752(16) 0.54873(17) 0.02844(9) 0.0476(4) Uani 1 1 d . . . C2 C 0.04508(16) 0.63444(17) 0.07743(9) 0.0483(4) Uani 1 1 d . . . C3 C 0.07302(16) 0.72577(17) 0.14280(9) 0.0462(4) Uani 1 1 d . . . C4 C 0.09417(16) 0.88796(17) 0.13035(9) 0.0485(4) Uani 1 1 d . . . C5 C 0.0818(2) 0.9895(2) 0.17900(11) 0.0673(5) Uani 1 1 d . . . H5 H 0.0540 0.9584 0.2154 0.081 Uiso 1 1 calc R . . C6 C 0.1102(2) 1.1356(2) 0.17382(14) 0.0834(7) Uani 1 1 d . . . H6 H 0.1011 1.2027 0.2065 0.100 Uiso 1 1 calc R . . C7 C 0.1518(2) 1.1824(2) 0.12087(14) 0.0816(7) Uani 1 1 d . . . H7 H 0.1722 1.2811 0.1180 0.098 Uiso 1 1 calc R . . C8 C 0.1638(2) 1.0841(2) 0.07157(12) 0.0751(6) Uani 1 1 d . . . H8 H 0.1914 1.1163 0.0352 0.090 Uiso 1 1 calc R . . C9 C 0.13409(18) 0.93562(19) 0.07657(10) 0.0586(5) Uani 1 1 d . . . H9 H 0.1415 0.8689 0.0432 0.070 Uiso 1 1 calc R . . C10 C 0.20545(16) 0.66254(17) 0.20331(9) 0.0464(4) Uani 1 1 d . . . C11 C 0.1952(2) 0.5371(2) 0.23951(11) 0.0654(5) Uani 1 1 d . . . H11 H 0.1078 0.4922 0.2276 0.078 Uiso 1 1 calc R . . C12 C 0.3136(3) 0.4780(2) 0.29325(12) 0.0819(7) Uani 1 1 d . . . H12 H 0.3053 0.3943 0.3178 0.098 Uiso 1 1 calc R . . C13 C 0.4433(2) 0.5418(2) 0.31067(12) 0.0783(6) Uani 1 1 d . . . H13 H 0.5229 0.5015 0.3469 0.094 Uiso 1 1 calc R . . C14 C 0.4549(2) 0.6641(2) 0.27483(12) 0.0781(6) Uani 1 1 d . . . H14 H 0.5430 0.7072 0.2863 0.094 Uiso 1 1 calc R . . C15 C 0.33679(18) 0.7247(2) 0.22143(11) 0.0645(5) Uani 1 1 d . . . H15 H 0.3461 0.8087 0.1974 0.077 Uiso 1 1 calc R . . O2 O 0.30864(13) 0.23099(14) -0.05896(8) 0.0711(4) Uani 1 1 d . . . N1 N 0.53282(14) 0.29271(15) 0.01644(8) 0.0569(4) Uani 1 1 d . . . C16 C 0.39371(18) 0.32083(19) -0.01868(10) 0.0544(5) Uani 1 1 d . . . C17 C 0.34607(17) 0.47103(19) -0.00586(10) 0.0546(5) Uani 1 1 d . . . H17 H 0.2444 0.4666 -0.0174 0.066 Uiso 1 1 calc R . . C18 C 0.4206(2) 0.5080(2) 0.07313(10) 0.0614(5) Uani 1 1 d . . . H18 H 0.3722 0.5478 0.0993 0.074 Uiso 1 1 calc R . . C19 C 0.5566(2) 0.4819(2) 0.10345(10) 0.0624(5) Uani 1 1 d . . . H19 H 0.6082 0.5064 0.1516 0.075 Uiso 1 1 calc R . . C20 C 0.62830(18) 0.41103(19) 0.05893(10) 0.0554(5) Uani 1 1 d . . . C21 C 0.5923(2) 0.1654(2) -0.00483(14) 0.0891(8) Uani 1 1 d . . . H21A H 0.5174 0.1010 -0.0337 0.134 Uiso 1 1 calc R . . H21B H 0.6540 0.1142 0.0376 0.134 Uiso 1 1 calc R . . H21C H 0.6448 0.1967 -0.0325 0.134 Uiso 1 1 calc R . . C22 C 0.7708(2) 0.3484(2) 0.10872(12) 0.0789(7) Uani 1 1 d . . . H22A H 0.7566 0.2732 0.1387 0.118 Uiso 1 1 calc R . . H22B H 0.8281 0.4253 0.1387 0.118 Uiso 1 1 calc R . . H22C H 0.8175 0.3071 0.0801 0.118 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0413(7) 0.0780(8) 0.0583(8) -0.0055(6) 0.0204(6) -0.0045(5) C1 0.0370(9) 0.0541(10) 0.0475(9) -0.0039(7) 0.0122(7) -0.0041(7) C2 0.0382(9) 0.0532(10) 0.0486(10) -0.0029(8) 0.0121(7) -0.0040(7) C3 0.0354(8) 0.0552(10) 0.0456(9) -0.0067(7) 0.0132(7) -0.0037(7) C4 0.0372(9) 0.0514(9) 0.0486(10) -0.0031(7) 0.0080(7) 0.0015(7) C5 0.0708(13) 0.0579(12) 0.0726(13) -0.0103(9) 0.0276(11) 0.0033(9) C6 0.0828(16) 0.0582(13) 0.0965(18) -0.0135(12) 0.0217(14) 0.0071(10) C7 0.0681(14) 0.0509(11) 0.0956(17) 0.0060(12) 0.0000(13) 0.0011(9) C8 0.0590(13) 0.0775(15) 0.0718(14) 0.0180(11) 0.0079(11) -0.0104(10) C9 0.0473(10) 0.0637(11) 0.0572(11) 0.0016(8) 0.0124(9) -0.0034(8) C10 0.0418(9) 0.0495(9) 0.0438(9) -0.0078(7) 0.0124(7) -0.0007(7) C11 0.0593(12) 0.0610(11) 0.0664(12) 0.0049(9) 0.0148(10) -0.0055(9) C12 0.0910(17) 0.0658(13) 0.0756(14) 0.0175(11) 0.0188(13) 0.0090(11) C13 0.0663(14) 0.0806(14) 0.0679(14) 0.0050(11) 0.0050(11) 0.0208(11) C14 0.0442(11) 0.0915(15) 0.0818(15) 0.0057(12) 0.0070(10) 0.0026(10) C15 0.0444(10) 0.0710(12) 0.0683(12) 0.0081(9) 0.0117(9) -0.0028(8) O2 0.0498(7) 0.0660(8) 0.0867(10) -0.0128(7) 0.0155(7) -0.0154(6) N1 0.0418(8) 0.0537(9) 0.0700(10) 0.0014(7) 0.0163(7) -0.0018(6) C16 0.0420(10) 0.0579(10) 0.0624(11) 0.0016(8) 0.0196(9) -0.0087(8) C17 0.0358(9) 0.0643(11) 0.0633(11) 0.0025(8) 0.0190(8) -0.0034(7) C18 0.0563(12) 0.0753(12) 0.0592(12) -0.0044(9) 0.0300(10) -0.0054(9) C19 0.0604(12) 0.0748(12) 0.0476(10) 0.0008(9) 0.0167(9) -0.0089(9) C20 0.0397(9) 0.0619(11) 0.0566(11) 0.0049(8) 0.0104(8) -0.0022(7) C21 0.0645(14) 0.0618(13) 0.131(2) -0.0118(12) 0.0285(13) 0.0064(10) C22 0.0485(11) 0.0811(14) 0.0851(15) 0.0171(11) 0.0029(11) 0.0001(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C3 1.428(2) . ? O1 H1 0.8200 . ? C1 C2 1.200(2) . ? C1 C1 1.378(3) 3_565 ? C2 C3 1.484(3) . ? C3 C4 1.528(2) . ? C3 C10 1.537(3) . ? C4 C9 1.371(3) . ? C4 C5 1.388(3) . ? C5 C6 1.375(3) . ? C5 H5 0.9300 . ? C6 C7 1.363(3) . ? C6 H6 0.9300 . ? C7 C8 1.376(3) . ? C7 H7 0.9300 . ? C8 C9 1.399(3) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C15 1.376(3) . ? C10 C11 1.381(3) . ? C11 C12 1.380(3) . ? C11 H11 0.9300 . ? C12 C13 1.369(3) . ? C12 H12 0.9300 . ? C13 C14 1.357(3) . ? C13 H13 0.9300 . ? C14 C15 1.381(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? O2 C16 1.238(2) . ? N1 C16 1.348(3) . ? N1 C21 1.453(3) . ? N1 C20 1.481(2) . ? C16 C17 1.509(3) . ? C17 C18 1.504(3) . ? C17 C20 1.608(3) 3_665 ? C17 H17 0.9800 . ? C18 C19 1.309(3) . ? C18 H18 0.9300 . ? C19 C20 1.512(3) . ? C19 H19 0.9300 . ? C20 C22 1.524(3) . ? C20 C17 1.608(3) 3_665 ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 O1 H1 109.5 . . ? C2 C1 C1 178.6(2) . 3_565 ? C1 C2 C3 172.69(18) . . ? O1 C3 C2 108.38(13) . . ? O1 C3 C4 111.15(13) . . ? C2 C3 C4 112.75(15) . . ? O1 C3 C10 106.64(16) . . ? C2 C3 C10 107.00(14) . . ? C4 C3 C10 110.64(13) . . ? C9 C4 C5 119.01(18) . . ? C9 C4 C3 122.82(16) . . ? C5 C4 C3 118.01(17) . . ? C6 C5 C4 120.6(2) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C7 C6 C5 120.2(2) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 120.3(2) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C7 C8 C9 119.5(2) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C4 C9 C8 120.34(19) . . ? C4 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C15 C10 C11 118.19(16) . . ? C15 C10 C3 121.86(17) . . ? C11 C10 C3 119.91(15) . . ? C12 C11 C10 120.5(2) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C13 C12 C11 120.4(2) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C14 C13 C12 119.61(19) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 120.4(2) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C10 C15 C14 120.9(2) . . ? C10 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C16 N1 C21 118.80(16) . . ? C16 N1 C20 119.35(14) . . ? C21 N1 C20 119.30(16) . . ? O2 C16 N1 123.25(17) . . ? O2 C16 C17 121.12(17) . . ? N1 C16 C17 115.63(14) . . ? C18 C17 C16 108.58(15) . . ? C18 C17 C20 113.73(15) . 3_665 ? C16 C17 C20 110.01(15) . 3_665 ? C18 C17 H17 108.1 . . ? C16 C17 H17 108.1 . . ? C20 C17 H17 108.1 3_665 . ? C19 C18 C17 117.19(18) . . ? C19 C18 H18 121.4 . . ? C17 C18 H18 121.4 . . ? C18 C19 C20 118.99(18) . . ? C18 C19 H19 120.5 . . ? C20 C19 H19 120.5 . . ? N1 C20 C19 106.47(16) . . ? N1 C20 C22 110.76(16) . . ? C19 C20 C22 109.86(18) . . ? N1 C20 C17 110.39(15) . 3_665 ? C19 C20 C17 110.80(15) . 3_665 ? C22 C20 C17 108.56(16) . 3_665 ? N1 C21 H21A 109.5 . . ? N1 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N1 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C1 C2 C3 82(10) 3_565 . . . ? C1 C2 C3 O1 -41.5(14) . . . . ? C1 C2 C3 C4 -165.0(13) . . . . ? C1 C2 C3 C10 73.1(13) . . . . ? O1 C3 C4 C9 -144.16(16) . . . . ? C2 C3 C4 C9 -22.2(2) . . . . ? C10 C3 C4 C9 97.6(2) . . . . ? O1 C3 C4 C5 40.5(2) . . . . ? C2 C3 C4 C5 162.40(15) . . . . ? C10 C3 C4 C5 -77.8(2) . . . . ? C9 C4 C5 C6 -0.5(3) . . . . ? C3 C4 C5 C6 175.02(17) . . . . ? C4 C5 C6 C7 -0.4(3) . . . . ? C5 C6 C7 C8 0.9(3) . . . . ? C6 C7 C8 C9 -0.5(3) . . . . ? C5 C4 C9 C8 0.9(3) . . . . ? C3 C4 C9 C8 -174.43(15) . . . . ? C7 C8 C9 C4 -0.4(3) . . . . ? O1 C3 C10 C15 -144.46(17) . . . . ? C2 C3 C10 C15 99.72(19) . . . . ? C4 C3 C10 C15 -23.5(2) . . . . ? O1 C3 C10 C11 37.7(2) . . . . ? C2 C3 C10 C11 -78.1(2) . . . . ? C4 C3 C10 C11 158.69(16) . . . . ? C15 C10 C11 C12 1.1(3) . . . . ? C3 C10 C11 C12 179.07(18) . . . . ? C10 C11 C12 C13 -0.9(3) . . . . ? C11 C12 C13 C14 0.1(4) . . . . ? C12 C13 C14 C15 0.5(4) . . . . ? C11 C10 C15 C14 -0.6(3) . . . . ? C3 C10 C15 C14 -178.46(17) . . . . ? C13 C14 C15 C10 -0.2(3) . . . . ? C21 N1 C16 O2 13.5(3) . . . . ? C20 N1 C16 O2 175.24(17) . . . . ? C21 N1 C16 C17 -166.66(18) . . . . ? C20 N1 C16 C17 -4.9(2) . . . . ? O2 C16 C17 C18 138.58(18) . . . . ? N1 C16 C17 C18 -41.3(2) . . . . ? O2 C16 C17 C20 -96.4(2) . . . 3_665 ? N1 C16 C17 C20 83.7(2) . . . 3_665 ? C16 C17 C18 C19 45.5(2) . . . . ? C20 C17 C18 C19 -77.3(2) 3_665 . . . ? C17 C18 C19 C20 -2.6(3) . . . . ? C16 N1 C20 C19 46.4(2) . . . . ? C21 N1 C20 C19 -151.90(18) . . . . ? C16 N1 C20 C22 165.81(17) . . . . ? C21 N1 C20 C22 -32.5(2) . . . . ? C16 N1 C20 C17 -73.9(2) . . . 3_665 ? C21 N1 C20 C17 87.8(2) . . . 3_665 ? C18 C19 C20 N1 -42.6(2) . . . . ? C18 C19 C20 C22 -162.56(18) . . . . ? C18 C19 C20 C17 77.5(2) . . . 3_665 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 24.70 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.149 _refine_diff_density_min -0.148 _refine_diff_density_rms 0.028 data_I-a_12hrs _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,1,6,6-Tetraphenyl-2,4-hexadiyne-1,6-diol : 2(1,6-dimethyl-2(1H)-pyridone) ; _chemical_name_common 'Tetraphenylhexadiynediol and Dimethylpyridone' _chemical_melting_point ? _chemical_formula_moiety 'C30 H22 O2, C14 H18 N2 O2' _chemical_formula_sum 'C44 H40 N2 O4' _chemical_formula_weight 660.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P21/C' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.238(8) _cell_length_b 9.059(6) _cell_length_c 19.82(2) _cell_angle_alpha 90.00 _cell_angle_beta 112.86(4) _cell_angle_gamma 90.00 _cell_volume 1694(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11919 _cell_measurement_theta_min 2.16 _cell_measurement_theta_max 24.81 _exptl_crystal_description Blocks _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details none _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi- and omega-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time none _diffrn_standards_decay_% ? _diffrn_reflns_number 11919 _diffrn_reflns_av_R_equivalents 0.065 _diffrn_reflns_av_sigmaI/netI 0.0565 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 24.81 _reflns_number_total 2881 _reflns_number_gt 1934 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius, 2006)' _computing_cell_refinement 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_data_reduction 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1999)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0838P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2881 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0800 _refine_ls_R_factor_gt 0.0463 _refine_ls_wR_factor_ref 0.1336 _refine_ls_wR_factor_gt 0.1212 _refine_ls_goodness_of_fit_ref 0.944 _refine_ls_restrained_S_all 0.944 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.03982(14) 0.70774(15) 0.16789(8) 0.0394(4) Uani 1 1 d . . . H1 H -0.1155 0.7238 0.1337 0.047 Uiso 1 1 calc R . . C1 C 0.0180(2) 0.5493(2) 0.02863(12) 0.0338(5) Uani 1 1 d . . . C2 C 0.0463(2) 0.6364(2) 0.07795(12) 0.0350(5) Uani 1 1 d . . . C3 C 0.0742(2) 0.7289(2) 0.14406(11) 0.0331(5) Uani 1 1 d . . . C4 C 0.0938(2) 0.8924(2) 0.13131(11) 0.0339(5) Uani 1 1 d . . . C5 C 0.0830(2) 0.9934(2) 0.18125(13) 0.0429(6) Uani 1 1 d . . . H5 H 0.0564 0.9618 0.2187 0.051 Uiso 1 1 calc R . . C6 C 0.1116(3) 1.1414(2) 0.17575(14) 0.0499(6) Uani 1 1 d . . . H6 H 0.1034 1.2088 0.2092 0.060 Uiso 1 1 calc R . . C7 C 0.1521(2) 1.1886(2) 0.12104(13) 0.0473(6) Uani 1 1 d . . . H7 H 0.1721 1.2878 0.1178 0.057 Uiso 1 1 calc R . . C8 C 0.1632(2) 1.0894(2) 0.07065(13) 0.0449(6) Uani 1 1 d . . . H8 H 0.1905 1.1214 0.0335 0.054 Uiso 1 1 calc R . . C9 C 0.1330(2) 0.9401(2) 0.07598(12) 0.0376(5) Uani 1 1 d . . . H9 H 0.1394 0.8729 0.0419 0.045 Uiso 1 1 calc R . . C10 C 0.2083(2) 0.6660(2) 0.20471(11) 0.0334(5) Uani 1 1 d . . . C11 C 0.1999(2) 0.5373(2) 0.24065(12) 0.0423(6) Uani 1 1 d . . . H11 H 0.1129 0.4901 0.2282 0.051 Uiso 1 1 calc R . . C12 C 0.3195(3) 0.4782(3) 0.29488(13) 0.0495(6) Uani 1 1 d . . . H12 H 0.3125 0.3924 0.3190 0.059 Uiso 1 1 calc R . . C13 C 0.4497(3) 0.5474(3) 0.31316(13) 0.0484(6) Uani 1 1 d . . . H13 H 0.5301 0.5088 0.3499 0.058 Uiso 1 1 calc R . . C14 C 0.4590(2) 0.6728(3) 0.27672(13) 0.0466(6) Uani 1 1 d . . . H14 H 0.5465 0.7183 0.2882 0.056 Uiso 1 1 calc R . . C15 C 0.3393(2) 0.7323(2) 0.22289(12) 0.0400(6) Uani 1 1 d . . . H15 H 0.3470 0.8177 0.1987 0.048 Uiso 1 1 calc R . . O2 O 0.30546(15) 0.23112(16) -0.06005(9) 0.0438(4) Uani 1 1 d . . . N1 N 0.53192(18) 0.29134(18) 0.01613(10) 0.0385(5) Uani 1 1 d . . . C16 C 0.3924(2) 0.3206(2) -0.01857(12) 0.0368(5) Uani 1 1 d . . . C17 C 0.3452(2) 0.4717(2) -0.00438(12) 0.0370(5) Uani 1 1 d . . . H17 H 0.2435 0.4676 -0.0151 0.044 Uiso 1 1 calc R . . C18 C 0.4225(2) 0.5084(2) 0.07556(12) 0.0398(5) Uani 1 1 d . . . H18 H 0.3750 0.5485 0.1029 0.048 Uiso 1 1 calc R . . C19 C 0.5595(2) 0.4815(2) 0.10528(12) 0.0407(6) Uani 1 1 d . . . H19 H 0.6127 0.5061 0.1538 0.049 Uiso 1 1 calc R . . C20 C 0.6292(2) 0.4092(2) 0.05815(12) 0.0376(5) Uani 1 1 d . . . C21 C 0.5903(3) 0.1626(2) -0.00719(15) 0.0533(7) Uani 1 1 d . . . H21A H 0.5142 0.1015 -0.0384 0.064 Uiso 1 1 calc R . . H21B H 0.6486 0.1071 0.0350 0.064 Uiso 1 1 calc R . . H21C H 0.6465 0.1949 -0.0335 0.064 Uiso 1 1 calc R . . C22 C 0.7721(2) 0.3454(3) 0.10784(13) 0.0490(6) Uani 1 1 d . . . H22A H 0.7577 0.2679 0.1372 0.059 Uiso 1 1 calc R . . H22B H 0.8290 0.4218 0.1391 0.059 Uiso 1 1 calc R . . H22C H 0.8197 0.3065 0.0785 0.059 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0317(8) 0.0505(9) 0.0375(9) -0.0001(7) 0.0151(7) -0.0026(6) C1 0.0304(11) 0.0395(12) 0.0306(12) 0.0015(9) 0.0111(9) -0.0010(9) C2 0.0315(12) 0.0368(12) 0.0354(13) 0.0032(10) 0.0116(10) -0.0016(9) C3 0.0306(11) 0.0408(12) 0.0288(11) -0.0030(9) 0.0125(9) -0.0026(9) C4 0.0303(11) 0.0370(12) 0.0303(12) -0.0006(9) 0.0073(9) -0.0002(9) C5 0.0467(14) 0.0405(13) 0.0428(14) -0.0029(10) 0.0189(11) 0.0009(10) C6 0.0537(15) 0.0416(14) 0.0493(16) -0.0054(11) 0.0144(12) 0.0051(11) C7 0.0448(14) 0.0341(12) 0.0501(16) 0.0060(11) 0.0043(12) -0.0006(10) C8 0.0376(13) 0.0535(15) 0.0379(14) 0.0103(11) 0.0085(11) -0.0032(10) C9 0.0348(12) 0.0432(13) 0.0323(13) -0.0001(9) 0.0102(10) 0.0011(9) C10 0.0347(12) 0.0373(12) 0.0277(11) -0.0057(9) 0.0114(9) 0.0015(9) C11 0.0398(13) 0.0456(13) 0.0401(13) 0.0017(11) 0.0139(11) -0.0033(10) C12 0.0590(16) 0.0407(13) 0.0452(14) 0.0077(11) 0.0164(12) 0.0067(11) C13 0.0440(14) 0.0530(15) 0.0403(14) -0.0001(11) 0.0078(11) 0.0124(11) C14 0.0344(13) 0.0536(15) 0.0458(15) -0.0028(12) 0.0089(11) 0.0001(10) C15 0.0369(12) 0.0436(13) 0.0375(13) 0.0046(10) 0.0123(10) -0.0003(10) O2 0.0366(9) 0.0450(9) 0.0473(10) -0.0062(7) 0.0133(7) -0.0063(7) N1 0.0344(10) 0.0390(11) 0.0403(11) 0.0000(8) 0.0127(9) -0.0015(8) C16 0.0366(12) 0.0402(12) 0.0350(12) 0.0034(10) 0.0155(10) -0.0040(9) C17 0.0321(12) 0.0432(12) 0.0383(13) 0.0007(10) 0.0165(10) -0.0034(9) C18 0.0418(13) 0.0477(13) 0.0345(12) -0.0017(10) 0.0201(11) -0.0031(10) C19 0.0466(14) 0.0461(13) 0.0289(12) 0.0005(10) 0.0143(11) -0.0053(10) C20 0.0327(12) 0.0397(13) 0.0376(13) 0.0035(10) 0.0107(10) -0.0004(9) C21 0.0470(15) 0.0386(13) 0.0718(18) -0.0056(12) 0.0202(13) 0.0021(11) C22 0.0400(13) 0.0516(14) 0.0483(15) 0.0067(11) 0.0093(11) 0.0001(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C3 1.433(3) . ? O1 H1 0.8200 . ? C1 C2 1.201(3) . ? C1 C1 1.377(4) 3_565 ? C2 C3 1.487(3) . ? C3 C4 1.529(3) . ? C3 C10 1.540(3) . ? C4 C9 1.376(3) . ? C4 C5 1.384(3) . ? C5 C6 1.385(3) . ? C5 H5 0.9300 . ? C6 C7 1.371(4) . ? C6 H6 0.9300 . ? C7 C8 1.381(3) . ? C7 H7 0.9300 . ? C8 C9 1.400(3) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.387(3) . ? C10 C15 1.383(3) . ? C11 C12 1.385(3) . ? C11 H11 0.9300 . ? C12 C13 1.388(3) . ? C12 H12 0.9300 . ? C13 C14 1.370(3) . ? C13 H13 0.9300 . ? C14 C15 1.384(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? O2 C16 1.248(2) . ? N1 C16 1.349(3) . ? N1 C21 1.465(3) . ? N1 C20 1.477(3) . ? C16 C17 1.513(3) . ? C17 C18 1.508(3) . ? C17 C20 1.608(3) 3_665 ? C17 H17 0.9800 . ? C18 C19 1.316(3) . ? C18 H18 0.9300 . ? C19 C20 1.526(3) . ? C19 H19 0.9300 . ? C20 C22 1.525(3) . ? C20 C17 1.608(3) 3_665 ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 O1 H1 109.5 . . ? C2 C1 C1 178.5(3) . 3_565 ? C1 C2 C3 172.3(2) . . ? O1 C3 C2 108.23(17) . . ? O1 C3 C4 111.10(16) . . ? C2 C3 C4 113.15(18) . . ? O1 C3 C10 106.65(18) . . ? C2 C3 C10 106.74(17) . . ? C4 C3 C10 110.66(17) . . ? C9 C4 C5 119.5(2) . . ? C9 C4 C3 122.27(19) . . ? C5 C4 C3 118.1(2) . . ? C6 C5 C4 120.3(2) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C7 C6 C5 120.2(2) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 120.3(2) . . ? C6 C7 H7 119.9 . . ? C8 C7 H7 119.9 . . ? C7 C8 C9 119.4(2) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? C4 C9 C8 120.3(2) . . ? C4 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C11 C10 C15 118.6(2) . . ? C11 C10 C3 119.84(19) . . ? C15 C10 C3 121.5(2) . . ? C10 C11 C12 120.7(2) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C13 C12 C11 119.9(2) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C14 C13 C12 119.6(2) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 120.5(2) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C10 C15 C14 120.7(2) . . ? C10 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C16 N1 C21 118.49(18) . . ? C16 N1 C20 119.57(17) . . ? C21 N1 C20 119.02(18) . . ? O2 C16 N1 123.4(2) . . ? O2 C16 C17 120.82(19) . . ? N1 C16 C17 115.75(18) . . ? C18 C17 C16 108.65(18) . . ? C18 C17 C20 113.25(18) . 3_665 ? C16 C17 C20 109.72(18) . 3_665 ? C18 C17 H17 108.4 . . ? C16 C17 H17 108.4 . . ? C20 C17 H17 108.4 3_665 . ? C19 C18 C17 117.5(2) . . ? C19 C18 H18 121.2 . . ? C17 C18 H18 121.2 . . ? C18 C19 C20 118.4(2) . . ? C18 C19 H19 120.8 . . ? C20 C19 H19 120.8 . . ? N1 C20 C19 106.45(18) . . ? N1 C20 C22 110.98(18) . . ? C19 C20 C22 109.1(2) . . ? N1 C20 C17 111.04(18) . 3_665 ? C19 C20 C17 110.66(17) . 3_665 ? C22 C20 C17 108.63(18) . 3_665 ? N1 C21 H21A 109.5 . . ? N1 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N1 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C1 C2 C3 84(12) 3_565 . . . ? C1 C2 C3 O1 -39.2(17) . . . . ? C1 C2 C3 C4 -162.8(15) . . . . ? C1 C2 C3 C10 75.3(16) . . . . ? O1 C3 C4 C9 -144.24(19) . . . . ? C2 C3 C4 C9 -22.3(3) . . . . ? C10 C3 C4 C9 97.5(2) . . . . ? O1 C3 C4 C5 41.2(2) . . . . ? C2 C3 C4 C5 163.22(18) . . . . ? C10 C3 C4 C5 -77.0(2) . . . . ? C9 C4 C5 C6 -0.2(3) . . . . ? C3 C4 C5 C6 174.5(2) . . . . ? C4 C5 C6 C7 -0.5(3) . . . . ? C5 C6 C7 C8 0.6(3) . . . . ? C6 C7 C8 C9 -0.1(3) . . . . ? C5 C4 C9 C8 0.7(3) . . . . ? C3 C4 C9 C8 -173.73(18) . . . . ? C7 C8 C9 C4 -0.6(3) . . . . ? O1 C3 C10 C11 39.0(2) . . . . ? C2 C3 C10 C11 -76.5(2) . . . . ? C4 C3 C10 C11 159.95(19) . . . . ? O1 C3 C10 C15 -143.2(2) . . . . ? C2 C3 C10 C15 101.2(2) . . . . ? C4 C3 C10 C15 -22.3(3) . . . . ? C15 C10 C11 C12 1.6(3) . . . . ? C3 C10 C11 C12 179.4(2) . . . . ? C10 C11 C12 C13 -0.6(4) . . . . ? C11 C12 C13 C14 -0.8(4) . . . . ? C12 C13 C14 C15 1.2(4) . . . . ? C11 C10 C15 C14 -1.1(3) . . . . ? C3 C10 C15 C14 -178.91(19) . . . . ? C13 C14 C15 C10 -0.2(4) . . . . ? C21 N1 C16 O2 13.4(3) . . . . ? C20 N1 C16 O2 173.8(2) . . . . ? C21 N1 C16 C17 -166.59(19) . . . . ? C20 N1 C16 C17 -6.1(3) . . . . ? O2 C16 C17 C18 139.7(2) . . . . ? N1 C16 C17 C18 -40.4(3) . . . . ? O2 C16 C17 C20 -96.0(2) . . . 3_665 ? N1 C16 C17 C20 83.9(2) . . . 3_665 ? C16 C17 C18 C19 45.1(3) . . . . ? C20 C17 C18 C19 -77.1(2) 3_665 . . . ? C17 C18 C19 C20 -2.7(3) . . . . ? C16 N1 C20 C19 47.3(2) . . . . ? C21 N1 C20 C19 -152.36(19) . . . . ? C16 N1 C20 C22 165.8(2) . . . . ? C21 N1 C20 C22 -33.8(3) . . . . ? C16 N1 C20 C17 -73.2(2) . . . 3_665 ? C21 N1 C20 C17 87.1(2) . . . 3_665 ? C18 C19 C20 N1 -42.6(3) . . . . ? C18 C19 C20 C22 -162.4(2) . . . . ? C18 C19 C20 C17 78.2(2) . . . 3_665 ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 24.81 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.154 _refine_diff_density_min -0.200 _refine_diff_density_rms 0.043 #END