############################################################################## ### ### ### Electronic paper (Acta Crystallographica Section E) ### ### ### ############################################################################## # # # This CIF contains the data in a paper accepted for publication in Acta # # Crystallographica Section E. It conforms to the requirements of Notes # # for Authors for Section E, and has been peer reviewed under the auspices # # of the IUCr Commission on Journals. # # # # Full details of the Crystallographic Information File format # # are given in the paper "The Crystallographic Information File (CIF): # # a New Standard Archive File for Crystallography" by S. R. Hall, F. H. # # Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685]. # # # # The current version of the core CIF dictionary is obtainable from # # ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.4. # # # # Software is freely available for graphical display of the structure(s) in # # this CIF. For information consult the CIF home page http://www.iucr.org/ # # cif/home.html # # # # This file may be used for bona fide research purposes within the # # scientific community so long as proper attribution is given to the journal # # article from which it was obtained. # # # ############################################################################## data_global _audit_creation_method 'form.cif (version 2.0)' _journal_data_validation_number ? _journal_date_recd_electronic 2011-01-30 _journal_date_accepted 2011-02-08 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2011 _journal_volume 67 _journal_issue 3 _journal_page_first o614 _journal_page_last o614 _journal_paper_category QO _journal_coeditor_code TK2716 loop_ _publ_contact_author_name _publ_contact_author_address _publ_contact_author_email 'Prof. Tahir, Muhammad Nawaz' ; Department of Physics University of Sargodha Punjab, Pakistan ; 'dmntahir_uos@yahoo.com' 'Kia, Reza' ; X-ray Crystallography Laboratory, Plasma Physics Research Center, Science and Research Branch, Islamic Azad University, Tehran, Iran ; 'rkia@srbiau.ac.ir, zsrkk@yahoo.com' _publ_contact_author_fax ? _publ_contact_author_phone ? _publ_section_title ;\ 4,4'-Dimethoxy-2,2'-[2,2-dimethylpropane-1,3-diylbis(nitrilomethanylylidene)]\ diphenol ; loop_ _publ_author_name _publ_author_address 'Kargar, Hadi' ; Chemistry Department, Payame Noor University, Tehran 19395-4697, Iran ; 'Kia, Reza' ; X-ray Crystallography Laboratory, Plasma Physics Research Center, Science and Research Branch, Islamic Azad University, Tehran, Iran ; 'Pahlavani, Elham' ; Chemistry Department, Payame Noor University, Tehran 19395-4697, Iran ; 'Tahir, Muhammad Nawaz' ; Department of Physics University of Sargodha Punjab Pakistan ; data_I _audit_creation_method SHELXL-97 _chemical_name_systematic ; 4,4'-Dimethoxy-2,2'-[2,2-dimethylpropane-1,3- diylbis(nitrilomethanylylidene)]diphenol ; _chemical_name_common ; ; _chemical_formula_moiety 'C21 H26 N2 O4' _chemical_formula_sum 'C21 H26 N2 O4' _chemical_formula_iupac 'C21 H26 N2 O4' _chemical_formula_weight 370.44 _chemical_melting_point ? _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 10.660(2) _cell_length_b 21.742(4) _cell_length_c 9.2767(19) _cell_angle_alpha 90.00 _cell_angle_beta 108.03(3) _cell_angle_gamma 90.00 _cell_volume 2044.5(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used 3220 _cell_measurement_theta_min 2.03 _cell_measurement_theta_max 24.22 _cell_measurement_temperature 296(2) _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.204 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(MULABS in PLATON; Blessing, 1995)' _exptl_absorpt_correction_T_min 0.9653 _exptl_absorpt_correction_T_max 1.0000 _exptl_special_details ; ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS 2T Image Plate' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean '0.15 mm' _diffrn_reflns_number 7094 _diffrn_reflns_av_R_equivalents 0.0541 _diffrn_reflns_av_sigmaI/netI 0.1640 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_max 0.941 _diffrn_measured_fraction_theta_full 0.941 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _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^ > \s(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. ; _reflns_number_total 3375 _reflns_number_gt 967 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.1560 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.0577 _refine_ls_goodness_of_fit_ref 0.565 _refine_ls_restrained_S_all 0.565 _refine_ls_number_reflns 3375 _refine_ls_number_parameters 246 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0172P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.075 _refine_diff_density_min -0.105 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' _computing_data_collection 'X-AREA (Stoe & Cie, 2009)' _computing_cell_refinement 'X-AREA (Stoe & Cie, 2009)' _computing_data_reduction 'X-AREA (Stoe & Cie, 2009)' _computing_structure_solution 'SHELXTL (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O O1 -0.05846(17) 0.01529(7) 0.75824(19) 0.0807(6) Uani d . 1 . . H H1 -0.0997 0.0250 0.6727 0.121 Uiso d R 1 . . O O2 -0.1706(2) 0.31943(8) 0.4769(2) 0.0874(6) Uani d . 1 . . H H2 -0.2189 0.2892 0.4703 0.131 Uiso d R 1 . . O O3 0.4634(2) 0.07957(10) 0.8988(2) 0.1064(8) Uani d . 1 . . O O4 0.3081(2) 0.30533(10) 0.9255(3) 0.0936(7) Uani d . 1 . . N N1 -0.1073(3) 0.07562(9) 0.5057(3) 0.0629(7) Uani d . 1 . . N N2 -0.2263(3) 0.21006(10) 0.5539(3) 0.0662(7) Uani d . 1 . . C C1 0.0688(3) 0.03241(12) 0.7858(4) 0.0601(8) Uani d . 1 . . C C2 0.1605(3) 0.01492(12) 0.9224(3) 0.0685(8) Uani d . 1 . . H H2A 0.1336 -0.0083 0.9917 0.082 Uiso calc R 1 . . C C3 0.2893(3) 0.03161(12) 0.9549(3) 0.0750(9) Uani d . 1 . . H H3A 0.3502 0.0195 1.0460 0.090 Uiso calc R 1 . . C C4 0.3300(3) 0.06678(14) 0.8524(4) 0.0720(9) Uani d . 1 . . C C5 0.2413(3) 0.08523(12) 0.7179(3) 0.0705(9) Uani d . 1 . . H H5A 0.2691 0.1088 0.6498 0.085 Uiso calc R 1 . . C C6 0.1091(3) 0.06829(11) 0.6844(3) 0.0557(8) Uani d . 1 . . C C7 0.0141(3) 0.08981(11) 0.5447(3) 0.0621(8) Uani d . 1 . . H H7A 0.0435 0.1151 0.4811 0.075 Uiso calc R 1 . . C C8 -0.1960(3) 0.10405(11) 0.3705(3) 0.0689(8) Uani d . 1 . . H H8A -0.2106 0.0760 0.2856 0.083 Uiso calc R 1 . . H H8B -0.1554 0.1410 0.3468 0.083 Uiso calc R 1 . . C C9 -0.3286(3) 0.12057(12) 0.3915(3) 0.0647(8) Uani d . 1 . . C C10 -0.3096(2) 0.15556(12) 0.5410(3) 0.0686(8) Uani d . 1 . . H H10A -0.3951 0.1680 0.5473 0.082 Uiso calc R 1 . . H H10B -0.2698 0.1282 0.6255 0.082 Uiso calc R 1 . . C C11 -0.1179(3) 0.21062(13) 0.6614(3) 0.0647(9) Uani d . 1 . . H H11A -0.0969 0.1777 0.7287 0.078 Uiso calc R 1 . . C C12 -0.0261(3) 0.26170(13) 0.6810(3) 0.0550(8) Uani d . 1 . . C C13 -0.0544(3) 0.31384(15) 0.5877(3) 0.0673(9) Uani d . 1 . . C C14 0.0387(4) 0.36057(13) 0.6113(4) 0.0794(11) Uani d . 1 . . H H14A 0.0205 0.3954 0.5500 0.095 Uiso calc R 1 . . C C15 0.1556(4) 0.35591(14) 0.7224(4) 0.0804(10) Uani d . 1 . . H H15A 0.2167 0.3876 0.7359 0.096 Uiso calc R 1 . . C C16 0.1861(4) 0.30500(14) 0.8166(4) 0.0677(9) Uani d . 1 . . C C17 0.0946(3) 0.25820(12) 0.7948(3) 0.0628(8) Uani d . 1 . . H H17A 0.1140 0.2238 0.8573 0.075 Uiso calc R 1 . . C C18 -0.4084(2) 0.06177(12) 0.3967(3) 0.0982(10) Uani d . 1 . . H H18A -0.3598 0.0366 0.4803 0.147 Uiso calc R 1 . . H H18B -0.4234 0.0393 0.3038 0.147 Uiso calc R 1 . . H H18C -0.4916 0.0729 0.4092 0.147 Uiso calc R 1 . . C C19 -0.4063(3) 0.16042(12) 0.2556(3) 0.0975(10) Uani d . 1 . . H H19A -0.3572 0.1971 0.2522 0.146 Uiso calc R 1 . . H H19B -0.4901 0.1713 0.2666 0.146 Uiso calc R 1 . . H H19C -0.4199 0.1376 0.1634 0.146 Uiso calc R 1 . . C C20 0.5161(3) 0.11165(14) 0.7998(4) 0.1184(13) Uani d . 1 . . H H20A 0.6098 0.1155 0.8448 0.178 Uiso calc R 1 . . H H20B 0.4771 0.1518 0.7810 0.178 Uiso calc R 1 . . H H20C 0.4974 0.0896 0.7059 0.178 Uiso calc R 1 . . C C21 0.3454(3) 0.25225(13) 1.0160(3) 0.1204(13) Uani d . 1 . . H H21A 0.4318 0.2581 1.0868 0.181 Uiso calc R 1 . . H H21B 0.3463 0.2175 0.9525 0.181 Uiso calc R 1 . . H H21C 0.2834 0.2450 1.0703 0.181 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.0710(15) 0.0916(13) 0.0825(14) -0.0025(12) 0.0279(14) 0.0249(11) O2 0.1028(17) 0.0767(14) 0.0822(16) 0.0121(13) 0.0279(14) 0.0188(12) O3 0.0738(17) 0.154(2) 0.0852(18) -0.0283(16) 0.0154(16) 0.0102(14) O4 0.0945(18) 0.0784(16) 0.0994(19) -0.0159(14) 0.0174(16) 0.0104(14) N1 0.0633(17) 0.0646(15) 0.0623(18) 0.0079(15) 0.0216(16) 0.0016(13) N2 0.078(2) 0.0597(16) 0.0666(19) 0.0014(16) 0.0305(16) -0.0021(14) C1 0.060(2) 0.0550(19) 0.070(2) 0.0004(17) 0.027(2) -0.0008(17) C2 0.081(2) 0.070(2) 0.062(2) 0.006(2) 0.034(2) 0.0144(17) C3 0.076(3) 0.085(2) 0.063(2) 0.003(2) 0.021(2) 0.0031(18) C4 0.061(2) 0.084(2) 0.073(3) -0.015(2) 0.024(2) -0.007(2) C5 0.069(2) 0.082(2) 0.064(2) -0.0074(19) 0.025(2) 0.0053(18) C6 0.062(2) 0.0521(18) 0.059(2) 0.0031(17) 0.027(2) 0.0024(16) C7 0.079(2) 0.0551(19) 0.063(2) -0.0008(19) 0.036(2) 0.0015(16) C8 0.072(2) 0.077(2) 0.060(2) 0.0013(18) 0.025(2) -0.0030(17) C9 0.058(2) 0.0713(19) 0.061(2) -0.0044(18) 0.0138(19) -0.0057(17) C10 0.058(2) 0.082(2) 0.071(2) 0.0058(18) 0.0274(18) -0.0003(17) C11 0.086(3) 0.058(2) 0.062(2) 0.003(2) 0.039(2) -0.0006(17) C12 0.071(2) 0.0477(18) 0.053(2) 0.0033(18) 0.0293(19) -0.0010(17) C13 0.080(3) 0.067(2) 0.061(2) 0.012(2) 0.031(2) 0.001(2) C14 0.112(3) 0.051(2) 0.089(3) 0.004(2) 0.050(3) 0.017(2) C15 0.105(3) 0.057(2) 0.092(3) -0.007(2) 0.048(3) 0.002(2) C16 0.086(3) 0.057(2) 0.066(2) 0.007(2) 0.032(2) 0.0060(19) C17 0.082(2) 0.0454(19) 0.065(2) -0.0025(19) 0.029(2) 0.0042(16) C18 0.085(2) 0.099(2) 0.102(3) -0.023(2) 0.017(2) -0.015(2) C19 0.093(2) 0.108(2) 0.078(2) 0.017(2) 0.006(2) 0.012(2) C20 0.082(3) 0.161(3) 0.113(3) -0.043(2) 0.032(2) 0.014(2) C21 0.114(3) 0.098(3) 0.119(3) -0.014(2) -0.008(2) 0.028(2) _geom_special_details ; All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 . 1.353(3) ? O1 H1 . 0.8074 ? O2 C13 . 1.348(3) ? O2 H2 . 0.8251 ? O3 C4 . 1.381(3) ? O3 C20 . 1.402(3) ? O4 C16 . 1.377(3) ? O4 C21 . 1.410(3) ? N1 C7 . 1.269(3) ? N1 C8 . 1.455(3) ? N2 C11 . 1.272(3) ? N2 C10 . 1.463(3) ? C1 C6 . 1.389(3) ? C1 C2 . 1.392(3) ? C2 C3 . 1.360(3) ? C2 H2A . 0.9300 ? C3 C4 . 1.390(3) ? C3 H3A . 0.9300 ? C4 C5 . 1.371(3) ? C5 C6 . 1.395(3) ? C5 H5A . 0.9300 ? C6 C7 . 1.453(3) ? C7 H7A . 0.9300 ? C8 C9 . 1.528(3) ? C8 H8A . 0.9700 ? C8 H8B . 0.9700 ? C9 C10 . 1.539(3) ? C9 C19 . 1.543(3) ? C9 C18 . 1.544(3) ? C10 H10A . 0.9700 ? C10 H10B . 0.9700 ? C11 C12 . 1.454(3) ? C11 H11A . 0.9300 ? C12 C17 . 1.391(3) ? C12 C13 . 1.401(3) ? C13 C14 . 1.390(3) ? C14 C15 . 1.353(4) ? C14 H14A . 0.9300 ? C15 C16 . 1.385(3) ? C15 H15A . 0.9300 ? C16 C17 . 1.380(3) ? C17 H17A . 0.9300 ? C18 H18A . 0.9600 ? C18 H18B . 0.9600 ? C18 H18C . 0.9600 ? C19 H19A . 0.9600 ? C19 H19B . 0.9600 ? C19 H19C . 0.9600 ? C20 H20A . 0.9600 ? C20 H20B . 0.9600 ? C20 H20C . 0.9600 ? C21 H21A . 0.9600 ? C21 H21B . 0.9600 ? C21 H21C . 0.9600 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 O1 H1 . . 108.8 ? C13 O2 H2 . . 112.9 ? C4 O3 C20 . . 118.6(3) ? C16 O4 C21 . . 117.4(2) ? C7 N1 C8 . . 118.4(2) ? C11 N2 C10 . . 116.9(3) ? O1 C1 C6 . . 121.9(3) ? O1 C1 C2 . . 118.5(3) ? C6 C1 C2 . . 119.5(3) ? C3 C2 C1 . . 120.3(3) ? C3 C2 H2A . . 119.8 ? C1 C2 H2A . . 119.8 ? C2 C3 C4 . . 120.1(3) ? C2 C3 H3A . . 119.9 ? C4 C3 H3A . . 119.9 ? C5 C4 O3 . . 125.3(3) ? C5 C4 C3 . . 120.7(3) ? O3 C4 C3 . . 114.0(3) ? C4 C5 C6 . . 119.3(3) ? C4 C5 H5A . . 120.3 ? C6 C5 H5A . . 120.3 ? C1 C6 C5 . . 120.0(3) ? C1 C6 C7 . . 120.5(3) ? C5 C6 C7 . . 119.4(3) ? N1 C7 C6 . . 123.0(3) ? N1 C7 H7A . . 118.5 ? C6 C7 H7A . . 118.5 ? N1 C8 C9 . . 111.7(2) ? N1 C8 H8A . . 109.3 ? C9 C8 H8A . . 109.3 ? N1 C8 H8B . . 109.3 ? C9 C8 H8B . . 109.3 ? H8A C8 H8B . . 107.9 ? C8 C9 C10 . . 111.2(2) ? C8 C9 C19 . . 108.1(2) ? C10 C9 C19 . . 110.3(2) ? C8 C9 C18 . . 110.4(2) ? C10 C9 C18 . . 107.6(2) ? C19 C9 C18 . . 109.2(2) ? N2 C10 C9 . . 112.4(2) ? N2 C10 H10A . . 109.1 ? C9 C10 H10A . . 109.1 ? N2 C10 H10B . . 109.1 ? C9 C10 H10B . . 109.1 ? H10A C10 H10B . . 107.9 ? N2 C11 C12 . . 121.2(3) ? N2 C11 H11A . . 119.4 ? C12 C11 H11A . . 119.4 ? C17 C12 C13 . . 119.0(3) ? C17 C12 C11 . . 118.8(3) ? C13 C12 C11 . . 122.2(3) ? O2 C13 C14 . . 119.8(3) ? O2 C13 C12 . . 121.0(3) ? C14 C13 C12 . . 119.2(3) ? C15 C14 C13 . . 120.6(3) ? C15 C14 H14A . . 119.7 ? C13 C14 H14A . . 119.7 ? C14 C15 C16 . . 121.5(3) ? C14 C15 H15A . . 119.3 ? C16 C15 H15A . . 119.3 ? O4 C16 C17 . . 125.1(3) ? O4 C16 C15 . . 116.3(3) ? C17 C16 C15 . . 118.6(3) ? C16 C17 C12 . . 121.1(3) ? C16 C17 H17A . . 119.4 ? C12 C17 H17A . . 119.4 ? C9 C18 H18A . . 109.5 ? C9 C18 H18B . . 109.5 ? H18A C18 H18B . . 109.5 ? C9 C18 H18C . . 109.5 ? H18A C18 H18C . . 109.5 ? H18B C18 H18C . . 109.5 ? C9 C19 H19A . . 109.5 ? C9 C19 H19B . . 109.5 ? H19A C19 H19B . . 109.5 ? C9 C19 H19C . . 109.5 ? H19A C19 H19C . . 109.5 ? H19B C19 H19C . . 109.5 ? O3 C20 H20A . . 109.5 ? O3 C20 H20B . . 109.5 ? H20A C20 H20B . . 109.5 ? O3 C20 H20C . . 109.5 ? H20A C20 H20C . . 109.5 ? H20B C20 H20C . . 109.5 ? O4 C21 H21A . . 109.5 ? O4 C21 H21B . . 109.5 ? H21A C21 H21B . . 109.5 ? O4 C21 H21C . . 109.5 ? H21A C21 H21C . . 109.5 ? H21B C21 H21C . . 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1 C1 C2 C3 . . . . -179.5(2) ? C6 C1 C2 C3 . . . . -1.5(4) ? C1 C2 C3 C4 . . . . 0.6(4) ? C20 O3 C4 C5 . . . . -2.9(4) ? C20 O3 C4 C3 . . . . 176.3(3) ? C2 C3 C4 C5 . . . . 0.2(4) ? C2 C3 C4 O3 . . . . -179.0(3) ? O3 C4 C5 C6 . . . . 179.1(3) ? C3 C4 C5 C6 . . . . -0.1(4) ? O1 C1 C6 C5 . . . . 179.6(2) ? C2 C1 C6 C5 . . . . 1.7(4) ? O1 C1 C6 C7 . . . . 1.1(4) ? C2 C1 C6 C7 . . . . -176.8(2) ? C4 C5 C6 C1 . . . . -0.9(4) ? C4 C5 C6 C7 . . . . 177.6(3) ? C8 N1 C7 C6 . . . . 174.6(2) ? C1 C6 C7 N1 . . . . -2.5(4) ? C5 C6 C7 N1 . . . . 179.0(3) ? C7 N1 C8 C9 . . . . -140.7(2) ? N1 C8 C9 C10 . . . . 48.8(3) ? N1 C8 C9 C19 . . . . 170.1(2) ? N1 C8 C9 C18 . . . . -70.5(3) ? C11 N2 C10 C9 . . . . -116.9(3) ? C8 C9 C10 N2 . . . . 54.6(3) ? C19 C9 C10 N2 . . . . -65.3(3) ? C18 C9 C10 N2 . . . . 175.7(2) ? C10 N2 C11 C12 . . . . 177.96(19) ? N2 C11 C12 C17 . . . . -176.1(3) ? N2 C11 C12 C13 . . . . 3.0(4) ? C17 C12 C13 O2 . . . . -179.4(2) ? C11 C12 C13 O2 . . . . 1.5(4) ? C17 C12 C13 C14 . . . . 0.1(3) ? C11 C12 C13 C14 . . . . -179.0(2) ? O2 C13 C14 C15 . . . . 179.7(3) ? C12 C13 C14 C15 . . . . 0.2(4) ? C13 C14 C15 C16 . . . . -0.4(5) ? C21 O4 C16 C17 . . . . 3.8(4) ? C21 O4 C16 C15 . . . . -175.7(2) ? C14 C15 C16 O4 . . . . 179.9(3) ? C14 C15 C16 C17 . . . . 0.3(4) ? O4 C16 C17 C12 . . . . -179.6(2) ? C15 C16 C17 C12 . . . . -0.1(4) ? C13 C12 C17 C16 . . . . -0.1(4) ? C11 C12 C17 C16 . . . . 179.0(2) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1 H1 N1 . 0.81 1.88 2.593(3) 147 y O2 H2 N2 . 0.83 1.90 2.604(3) 143 y