############################################################################ # # # # # ### # # ### ### # ### # # ### # # ### # ### # # # # # # # # # # # # # ## ## # ## # # # # # # # # # # ### # # ### ### # ### # # # ### # ## # ### ### # # # # # # # # # # # # # # # # # # ## # # # ### ### # # ### ### # # ### # # # # # # # # # # # # # # # # # ### ### ### # # # # # ## ## # # # # # # # # # # # # # # # ### # ### ### # ### # # # # # # # # # ## # # # # # # # # # # # ### # # # # # ### # # # # # ############################################################################ ############################################################################ # # # This Supplementary Material is written in the Crystallographic # # Information File (CIF) format. For further details see: S.R. Hall, # # F.H. Allen and I.D. Brown, Acta Cryst. (1991) A47, 655-685. # # # ############################################################################ data_4916 ############################################################################ # # _publ_requested_journal 'test' #_publ_requested_category ?FI ; full inorganic #_publ_requested_category ?FM ; full organometallic #_publ_requested_category ?FO ; full organic #?If CI, CM or CO remember to remove section "..._molecular_graphics" #_publ_requested_category ?CI ; electronic inorganic #_publ_requested_category ?CM ; electronic organometallic #_publ_requested_category ?CO ; electronic organic _publ_section_title ; Bidentate Ruthenium Vinylcarbene Catalysts Derived from Enyne metathesis ; loop_ _publ_author_name _publ_author_address 'A. F\"urstner' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'P.W. Davies' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'C.W. Lehmann' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; # # ############################################################################ _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_compound_source 'methylenechloride / pentane' _chemical_formula_moiety 'C36 H51 Cl2 O P Ru' _chemical_formula_sum 'C36 H51 Cl2 O P Ru' _chemical_formula_weight 702.71 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ru' 'Ru' -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 12.3362(5) _cell_length_b 14.3118(6) _cell_length_c 19.2817(8) _cell_angle_alpha 90.00 _cell_angle_beta 98.826(2) _cell_angle_gamma 90.00 _cell_volume 3363.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 186486 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 31.00 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.388 _exptl_crystal_density_method none _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 0.700 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details 'Scalepack, Otwinowski (1997)' _exptl_absorpt_correction_T_min 1 _exptl_absorpt_correction_T_max 1 _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.3 mm focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD \w-scan' _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 42508 _diffrn_reflns_av_R_equivalents 0.0926 _diffrn_reflns_av_sigmaI/netI 0.0968 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 31.01 _reflns_number_total 10700 _reflns_number_gt 7075 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect software (Nonius, 1998)' _computing_cell_refinement 'Denzo / Scalepack (Otwinowski 1997)' _computing_data_reduction 'Denzo / Scalepack (Otwinowski 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 1999)' _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^)+(0.0451P)^2^+1.4205P] 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_number_reflns 10700 _refine_ls_number_parameters 372 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1077 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1167 _refine_ls_wR_factor_gt 0.0961 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _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 C1 C 0.3524(2) -0.1607(2) 0.80262(17) 0.0190(7) Uani 1 1 d . . . C2 C 0.3961(3) -0.2488(2) 0.81586(18) 0.0239(7) Uani 1 1 d . . . H2 H 0.4121 -0.2710 0.8616 0.029 Uiso 1 1 calc R . . C3 C 0.4157(3) -0.3036(2) 0.75968(19) 0.0269(8) Uani 1 1 d . . . H3 H 0.4457 -0.3629 0.7680 0.032 Uiso 1 1 calc R . . C4 C 0.3909(3) -0.2710(2) 0.69136(18) 0.0239(7) Uani 1 1 d . . . H4 H 0.4026 -0.3089 0.6540 0.029 Uiso 1 1 calc R . . C5 C 0.3488(2) -0.1818(2) 0.67898(17) 0.0195(7) Uani 1 1 d . . . H5 H 0.3321 -0.1601 0.6331 0.023 Uiso 1 1 calc R . . C6 C 0.3310(2) -0.1237(2) 0.73478(16) 0.0178(6) Uani 1 1 d . . . C7 C 0.2885(2) -0.0281(2) 0.72515(16) 0.0160(6) Uani 1 1 d . . . C8 C 0.3074(2) 0.0249(2) 0.66408(15) 0.0162(6) Uani 1 1 d . . . H8 H 0.2520 0.0649 0.6439 0.019 Uiso 1 1 calc R . . C9 C 0.3990(2) 0.0205(2) 0.63435(15) 0.0156(6) Uani 1 1 d . . . H9 H 0.4528 -0.0219 0.6531 0.019 Uiso 1 1 calc R . . C10 C 0.4209(2) 0.0772(2) 0.57480(15) 0.0154(6) Uani 1 1 d . . . C11 C 0.3384(3) 0.1263(2) 0.53134(16) 0.0203(7) Uani 1 1 d . . . H11 H 0.2667 0.1240 0.5406 0.024 Uiso 1 1 calc R . . C12 C 0.3620(3) 0.1777(3) 0.47530(18) 0.0266(8) Uani 1 1 d . . . H12 H 0.3062 0.2098 0.4471 0.032 Uiso 1 1 calc R . . C13 C 0.4689(3) 0.1820(2) 0.46035(17) 0.0241(7) Uani 1 1 d . . . H13 H 0.4846 0.2174 0.4227 0.029 Uiso 1 1 calc R . . C14 C 0.5515(3) 0.1335(2) 0.50185(16) 0.0197(7) Uani 1 1 d . . . H14 H 0.6229 0.1359 0.4919 0.024 Uiso 1 1 calc R . . C15 C 0.5280(2) 0.0810(2) 0.55846(16) 0.0173(6) Uani 1 1 d . . . H15 H 0.5839 0.0481 0.5859 0.021 Uiso 1 1 calc R . . C16 C 0.3645(3) -0.1210(2) 0.92765(16) 0.0210(7) Uani 1 1 d . . . H16 H 0.3506 -0.1868 0.9372 0.025 Uiso 1 1 calc R . . C17 C 0.4867(3) -0.1030(3) 0.94306(18) 0.0256(8) Uani 1 1 d . . . H17A H 0.5240 -0.1448 0.9158 0.038 Uiso 1 1 calc R . . H17B H 0.5122 -0.1130 0.9921 0.038 Uiso 1 1 calc R . . H17C H 0.5014 -0.0396 0.9311 0.038 Uiso 1 1 calc R . . C18 C 0.2981(3) -0.0604(3) 0.96969(17) 0.0255(8) Uani 1 1 d . . . H18A H 0.3131 0.0042 0.9618 0.038 Uiso 1 1 calc R . . H18B H 0.3175 -0.0745 1.0187 0.038 Uiso 1 1 calc R . . H18C H 0.2214 -0.0725 0.9553 0.038 Uiso 1 1 calc R . . C21 C 0.0037(2) 0.1021(2) 0.68341(16) 0.0171(6) Uani 1 1 d . . . H21 H -0.0465 0.0660 0.7077 0.020 Uiso 1 1 calc R . . C22 C 0.0344(2) 0.0351(2) 0.62691(16) 0.0175(6) Uani 1 1 d . . . H22A H 0.0789 0.0679 0.5974 0.021 Uiso 1 1 calc R . . H22B H 0.0772 -0.0166 0.6493 0.021 Uiso 1 1 calc R . . C23 C -0.0691(3) -0.0022(2) 0.58200(18) 0.0221(7) Uani 1 1 d . . . H23A H -0.1104 -0.0391 0.6111 0.026 Uiso 1 1 calc R . . H23B H -0.0486 -0.0429 0.5459 0.026 Uiso 1 1 calc R . . C24 C -0.1413(3) 0.0767(2) 0.54756(18) 0.0251(7) Uani 1 1 d . . . H24A H -0.2085 0.0507 0.5222 0.030 Uiso 1 1 calc R . . H24B H -0.1034 0.1089 0.5141 0.030 Uiso 1 1 calc R . . C25 C -0.1692(3) 0.1463(3) 0.60240(18) 0.0243(7) Uani 1 1 d . . . H25A H -0.2163 0.1161 0.6316 0.029 Uiso 1 1 calc R . . H25B H -0.2094 0.1984 0.5788 0.029 Uiso 1 1 calc R . . C26 C -0.0662(3) 0.1829(2) 0.64891(16) 0.0202(7) Uani 1 1 d . . . H26A H -0.0874 0.2232 0.6850 0.024 Uiso 1 1 calc R . . H26B H -0.0233 0.2196 0.6207 0.024 Uiso 1 1 calc R . . C31 C 0.1629(2) 0.2556(2) 0.72754(15) 0.0158(6) Uani 1 1 d . . . H31 H 0.0960 0.2923 0.7138 0.019 Uiso 1 1 calc R . . C32 C 0.2228(3) 0.2552(2) 0.66291(16) 0.0193(7) Uani 1 1 d . . . H32A H 0.2921 0.2226 0.6742 0.023 Uiso 1 1 calc R . . H32B H 0.1786 0.2225 0.6245 0.023 Uiso 1 1 calc R . . C33 C 0.2434(3) 0.3556(2) 0.64044(17) 0.0244(7) Uani 1 1 d . . . H33A H 0.2818 0.3544 0.6001 0.029 Uiso 1 1 calc R . . H33B H 0.1737 0.3869 0.6267 0.029 Uiso 1 1 calc R . . C34 C 0.3111(3) 0.4096(3) 0.69969(18) 0.0272(8) Uani 1 1 d . . . H34A H 0.3208 0.4734 0.6848 0.033 Uiso 1 1 calc R . . H34B H 0.3830 0.3813 0.7111 0.033 Uiso 1 1 calc R . . C35 C 0.2544(3) 0.4097(2) 0.76435(18) 0.0232(7) Uani 1 1 d . . . H35A H 0.1859 0.4438 0.7542 0.028 Uiso 1 1 calc R . . H35B H 0.3006 0.4415 0.8024 0.028 Uiso 1 1 calc R . . C36 C 0.2315(3) 0.3108(2) 0.78717(16) 0.0200(7) Uani 1 1 d . . . H36A H 0.1924 0.3135 0.8271 0.024 Uiso 1 1 calc R . . H36B H 0.3004 0.2787 0.8018 0.024 Uiso 1 1 calc R . . C41 C 0.0413(2) 0.1760(2) 0.82764(16) 0.0177(6) Uani 1 1 d . . . H41 H 0.0320 0.2439 0.8238 0.021 Uiso 1 1 calc R . . C42 C 0.1153(3) 0.1565(2) 0.89776(16) 0.0213(7) Uani 1 1 d . . . H42A H 0.1242 0.0896 0.9041 0.026 Uiso 1 1 calc R . . H42B H 0.1872 0.1833 0.8965 0.026 Uiso 1 1 calc R . . C43 C 0.0678(3) 0.1974(3) 0.95989(17) 0.0279(8) Uani 1 1 d . . . H43A H 0.1158 0.1825 1.0032 0.034 Uiso 1 1 calc R . . H43B H 0.0637 0.2649 0.9555 0.034 Uiso 1 1 calc R . . C44 C -0.0459(3) 0.1581(3) 0.96251(18) 0.0296(8) Uani 1 1 d . . . H44A H -0.0772 0.1883 0.9999 0.036 Uiso 1 1 calc R . . H44B H -0.0406 0.0917 0.9725 0.036 Uiso 1 1 calc R . . C45 C -0.1204(3) 0.1740(3) 0.89285(18) 0.0298(8) Uani 1 1 d . . . H45A H -0.1322 0.2406 0.8860 0.036 Uiso 1 1 calc R . . H45B H -0.1910 0.1452 0.8948 0.036 Uiso 1 1 calc R . . C46 C -0.0729(3) 0.1340(3) 0.82987(17) 0.0242(7) Uani 1 1 d . . . H46A H -0.0674 0.0665 0.8340 0.029 Uiso 1 1 calc R . . H46B H -0.1214 0.1487 0.7867 0.029 Uiso 1 1 calc R . . O1 O 0.32431(17) -0.10112(15) 0.85326(11) 0.0183(5) Uani 1 1 d . . . P1 P 0.11619(6) 0.13835(6) 0.75421(4) 0.01480(16) Uani 1 1 d . . . Cl1 Cl 0.07528(6) -0.07480(6) 0.79966(4) 0.02154(17) Uani 1 1 d . . . Cl2 Cl 0.38006(6) 0.11294(6) 0.84820(4) 0.02071(17) Uani 1 1 d . . . Ru1 Ru 0.229554(19) 0.020205(18) 0.801152(13) 0.01421(7) Uani 1 1 d . . . 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 C1 0.0145(14) 0.0195(17) 0.0237(17) 0.0021(13) 0.0048(12) -0.0002(13) C2 0.0251(17) 0.0213(18) 0.0258(18) 0.0058(14) 0.0054(14) 0.0040(14) C3 0.0243(17) 0.0172(17) 0.040(2) 0.0069(15) 0.0078(15) 0.0088(14) C4 0.0238(16) 0.0207(18) 0.0291(19) -0.0020(14) 0.0098(14) 0.0009(15) C5 0.0184(15) 0.0193(17) 0.0217(17) 0.0014(13) 0.0061(13) -0.0011(13) C6 0.0142(14) 0.0165(16) 0.0225(17) 0.0025(13) 0.0021(12) -0.0008(12) C7 0.0149(13) 0.0159(16) 0.0173(14) -0.0009(13) 0.0025(11) -0.0022(13) C8 0.0158(13) 0.0163(15) 0.0161(15) -0.0006(13) 0.0009(11) 0.0007(13) C9 0.0172(13) 0.0151(14) 0.0136(14) -0.0016(13) 0.0000(11) -0.0003(13) C10 0.0166(14) 0.0154(15) 0.0141(15) -0.0039(12) 0.0022(11) -0.0018(12) C11 0.0184(15) 0.0234(18) 0.0199(17) -0.0003(13) 0.0055(12) 0.0017(14) C12 0.0298(18) 0.029(2) 0.0213(18) 0.0061(15) 0.0052(14) 0.0095(16) C13 0.0345(19) 0.0198(18) 0.0199(17) 0.0006(14) 0.0101(15) 0.0009(15) C14 0.0216(16) 0.0207(17) 0.0176(16) -0.0044(13) 0.0059(13) -0.0029(14) C15 0.0182(14) 0.0179(16) 0.0155(15) -0.0027(12) 0.0019(12) 0.0000(13) C16 0.0234(16) 0.0254(18) 0.0136(16) 0.0079(13) 0.0010(12) 0.0013(14) C17 0.0223(16) 0.029(2) 0.0250(18) 0.0052(15) 0.0017(14) 0.0013(15) C18 0.0261(17) 0.036(2) 0.0153(16) 0.0083(15) 0.0055(13) 0.0029(16) C21 0.0167(14) 0.0179(16) 0.0171(15) -0.0001(13) 0.0042(12) -0.0010(13) C22 0.0155(14) 0.0180(17) 0.0186(16) 0.0001(12) 0.0016(12) 0.0012(12) C23 0.0220(15) 0.0210(19) 0.0228(17) -0.0079(13) 0.0021(13) -0.0009(13) C24 0.0202(16) 0.0273(19) 0.0255(18) -0.0088(15) -0.0043(13) 0.0005(15) C25 0.0179(15) 0.0272(19) 0.0259(18) -0.0035(15) -0.0028(13) 0.0062(14) C26 0.0193(15) 0.0210(17) 0.0194(17) -0.0024(13) 0.0000(12) 0.0041(14) C31 0.0185(14) 0.0143(15) 0.0144(15) 0.0006(12) 0.0021(12) -0.0001(12) C32 0.0187(15) 0.0221(17) 0.0176(16) -0.0007(13) 0.0043(12) -0.0008(13) C33 0.0290(18) 0.0209(18) 0.0252(18) 0.0017(14) 0.0103(14) -0.0041(15) C34 0.0309(18) 0.0208(18) 0.031(2) -0.0006(15) 0.0096(15) -0.0083(15) C35 0.0242(16) 0.0168(17) 0.0279(18) -0.0043(14) 0.0013(14) -0.0050(14) C36 0.0241(16) 0.0160(16) 0.0193(17) -0.0022(12) 0.0017(13) -0.0036(14) C41 0.0174(14) 0.0203(17) 0.0164(15) -0.0017(13) 0.0056(12) 0.0030(13) C42 0.0168(14) 0.0282(19) 0.0190(17) 0.0006(14) 0.0033(12) -0.0002(14) C43 0.0257(17) 0.040(2) 0.0178(17) -0.0026(16) 0.0034(14) -0.0014(16) C44 0.0305(19) 0.041(2) 0.0201(18) -0.0042(16) 0.0116(15) -0.0003(17) C45 0.0252(17) 0.041(2) 0.0253(19) -0.0032(17) 0.0095(15) 0.0009(17) C46 0.0205(16) 0.032(2) 0.0203(17) -0.0017(15) 0.0050(13) 0.0015(15) O1 0.0213(11) 0.0186(12) 0.0147(11) 0.0026(9) 0.0021(9) 0.0043(9) P1 0.0149(3) 0.0161(4) 0.0135(4) -0.0013(3) 0.0028(3) -0.0005(3) Cl1 0.0174(3) 0.0182(4) 0.0291(4) 0.0036(3) 0.0038(3) -0.0023(3) Cl2 0.0172(3) 0.0217(4) 0.0227(4) 0.0005(3) 0.0013(3) -0.0028(3) Ru1 0.01360(11) 0.01548(12) 0.01391(12) 0.00110(11) 0.00324(8) -0.00018(11) _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 C1 C2 1.378(5) . ? C1 O1 1.381(4) . ? C1 C6 1.398(4) . ? C2 C3 1.388(5) . ? C2 H2 0.9300 . N C3 C4 1.387(5) . ? C3 H3 0.9300 . N C4 C5 1.386(5) . ? C4 H4 0.9300 . N C5 C6 1.403(4) . ? C5 H5 0.9300 . N C6 C7 1.468(4) . ? C7 C8 1.449(4) . ? C7 Ru1 1.865(3) . ? C8 C9 1.345(4) . ? C8 H8 0.9300 . N C9 C10 1.464(4) . ? C9 H9 0.9300 . N C10 C11 1.403(4) . ? C10 C15 1.406(4) . ? C11 C12 1.375(4) . ? C11 H11 0.9300 . N C12 C13 1.395(5) . ? C12 H12 0.9300 . N C13 C14 1.383(5) . ? C13 H13 0.9300 . N C14 C15 1.392(4) . ? C14 H14 0.9300 . N C15 H15 0.9300 . N C16 O1 1.472(4) . ? C16 C18 1.511(5) . ? C16 C17 1.513(4) . ? C16 H16 0.9800 . N C17 H17A 0.9600 . N C17 H17B 0.9600 . N C17 H17C 0.9600 . N C18 H18A 0.9600 . N C18 H18B 0.9600 . N C18 H18C 0.9600 . N C21 C26 1.532(4) . ? C21 C22 1.542(4) . ? C21 P1 1.864(3) . ? C21 H21 0.9800 . N C22 C23 1.525(4) . ? C22 H22A 0.9700 . N C22 H22B 0.9700 . N C23 C24 1.526(5) . ? C23 H23A 0.9700 . N C23 H23B 0.9700 . N C24 C25 1.530(5) . ? C24 H24A 0.9700 . N C24 H24B 0.9700 . N C25 C26 1.532(4) . ? C25 H25A 0.9700 . N C25 H25B 0.9700 . N C26 H26A 0.9700 . N C26 H26B 0.9700 . N C31 C36 1.537(4) . ? C31 C32 1.543(4) . ? C31 P1 1.872(3) . ? C31 H31 0.9800 . N C32 C33 1.532(4) . ? C32 H32A 0.9700 . N C32 H32B 0.9700 . N C33 C34 1.519(5) . ? C33 H33A 0.9700 . N C33 H33B 0.9700 . N C34 C35 1.520(5) . ? C34 H34A 0.9700 . N C34 H34B 0.9700 . N C35 C36 1.522(4) . ? C35 H35A 0.9700 . N C35 H35B 0.9700 . N C36 H36A 0.9700 . N C36 H36B 0.9700 . N C41 C46 1.539(4) . ? C41 C42 1.536(4) . ? C41 P1 1.884(3) . ? C41 H41 0.9800 . N C42 C43 1.528(4) . ? C42 H42A 0.9700 . N C42 H42B 0.9700 . N C43 C44 1.520(5) . ? C43 H43A 0.9700 . N C43 H43B 0.9700 . N C44 C45 1.523(5) . ? C44 H44A 0.9700 . N C44 H44B 0.9700 . N C45 C46 1.537(4) . ? C45 H45A 0.9700 . N C45 H45B 0.9700 . N C46 H46A 0.9700 . N C46 H46B 0.9700 . N O1 Ru1 2.243(2) . ? P1 Ru1 2.2904(9) . ? Cl1 Ru1 2.3356(8) . ? Cl2 Ru1 2.3483(8) . ? 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 C2 C1 O1 124.6(3) . . ? C2 C1 C6 122.1(3) . . ? O1 C1 C6 113.3(3) . . ? C1 C2 C3 118.8(3) . . ? C1 C2 H2 120.6 . . N C3 C2 H2 120.6 . . N C4 C3 C2 120.8(3) . . ? C4 C3 H3 119.6 . . N C2 C3 H3 119.6 . . N C5 C4 C3 119.7(3) . . ? C5 C4 H4 120.1 . . N C3 C4 H4 120.1 . . N C4 C5 C6 120.8(3) . . ? C4 C5 H5 119.6 . . N C6 C5 H5 119.6 . . N C1 C6 C5 117.6(3) . . ? C1 C6 C7 119.0(3) . . ? C5 C6 C7 123.4(3) . . ? C8 C7 C6 119.4(3) . . ? C8 C7 Ru1 125.1(2) . . ? C6 C7 Ru1 114.9(2) . . ? C9 C8 C7 124.9(3) . . ? C9 C8 H8 117.5 . . N C7 C8 H8 117.5 . . N C8 C9 C10 125.2(3) . . ? C8 C9 H9 117.4 . . N C10 C9 H9 117.4 . . N C11 C10 C15 117.8(3) . . ? C11 C10 C9 122.8(3) . . ? C15 C10 C9 119.3(3) . . ? C12 C11 C10 121.1(3) . . ? C12 C11 H11 119.5 . . N C10 C11 H11 119.5 . . N C11 C12 C13 120.5(3) . . ? C11 C12 H12 119.8 . . N C13 C12 H12 119.8 . . N C14 C13 C12 119.6(3) . . ? C14 C13 H13 120.2 . . N C12 C13 H13 120.2 . . N C13 C14 C15 120.1(3) . . ? C13 C14 H14 120.0 . . N C15 C14 H14 120.0 . . N C14 C15 C10 120.9(3) . . ? C14 C15 H15 119.6 . . N C10 C15 H15 119.6 . . N O1 C16 C18 106.4(2) . . ? O1 C16 C17 109.6(2) . . ? C18 C16 C17 113.8(3) . . ? O1 C16 H16 109.0 . . N C18 C16 H16 109.0 . . N C17 C16 H16 109.0 . . N C16 C17 H17A 109.5 . . N C16 C17 H17B 109.5 . . N H17A C17 H17B 109.5 . . N C16 C17 H17C 109.5 . . N H17A C17 H17C 109.5 . . N H17B C17 H17C 109.5 . . N C16 C18 H18A 109.5 . . N C16 C18 H18B 109.5 . . N H18A C18 H18B 109.5 . . N C16 C18 H18C 109.5 . . N H18A C18 H18C 109.5 . . N H18B C18 H18C 109.5 . . N C26 C21 C22 110.2(2) . . ? C26 C21 P1 114.5(2) . . ? C22 C21 P1 117.1(2) . . ? C26 C21 H21 104.5 . . N C22 C21 H21 104.5 . . N P1 C21 H21 104.5 . . N C23 C22 C21 110.2(2) . . ? C23 C22 H22A 109.6 . . N C21 C22 H22A 109.6 . . N C23 C22 H22B 109.6 . . N C21 C22 H22B 109.6 . . N H22A C22 H22B 108.1 . . N C22 C23 C24 111.7(3) . . ? C22 C23 H23A 109.3 . . N C24 C23 H23A 109.3 . . N C22 C23 H23B 109.3 . . N C24 C23 H23B 109.3 . . N H23A C23 H23B 107.9 . . N C23 C24 C25 111.1(3) . . ? C23 C24 H24A 109.4 . . N C25 C24 H24A 109.4 . . N C23 C24 H24B 109.4 . . N C25 C24 H24B 109.4 . . N H24A C24 H24B 108.0 . . N C24 C25 C26 111.9(3) . . ? C24 C25 H25A 109.2 . . N C26 C25 H25A 109.2 . . N C24 C25 H25B 109.2 . . N C26 C25 H25B 109.2 . . N H25A C25 H25B 107.9 . . N C25 C26 C21 110.9(3) . . ? C25 C26 H26A 109.5 . . N C21 C26 H26A 109.5 . . N C25 C26 H26B 109.5 . . N C21 C26 H26B 109.5 . . N H26A C26 H26B 108.0 . . N C36 C31 C32 109.3(2) . . ? C36 C31 P1 114.4(2) . . ? C32 C31 P1 115.1(2) . . ? C36 C31 H31 105.8 . . N C32 C31 H31 105.8 . . N P1 C31 H31 105.8 . . N C33 C32 C31 110.2(3) . . ? C33 C32 H32A 109.6 . . N C31 C32 H32A 109.6 . . N C33 C32 H32B 109.6 . . N C31 C32 H32B 109.6 . . N H32A C32 H32B 108.1 . . N C34 C33 C32 111.1(3) . . ? C34 C33 H33A 109.4 . . N C32 C33 H33A 109.4 . . N C34 C33 H33B 109.4 . . N C32 C33 H33B 109.4 . . N H33A C33 H33B 108.0 . . N C33 C34 C35 110.4(3) . . ? C33 C34 H34A 109.6 . . N C35 C34 H34A 109.6 . . N C33 C34 H34B 109.6 . . N C35 C34 H34B 109.6 . . N H34A C34 H34B 108.1 . . N C34 C35 C36 111.4(3) . . ? C34 C35 H35A 109.3 . . N C36 C35 H35A 109.3 . . N C34 C35 H35B 109.3 . . N C36 C35 H35B 109.3 . . N H35A C35 H35B 108.0 . . N C35 C36 C31 111.6(3) . . ? C35 C36 H36A 109.3 . . N C31 C36 H36A 109.3 . . N C35 C36 H36B 109.3 . . N C31 C36 H36B 109.3 . . N H36A C36 H36B 108.0 . . N C46 C41 C42 109.1(3) . . ? C46 C41 P1 117.8(2) . . ? C42 C41 P1 108.4(2) . . ? C46 C41 H41 107.0 . . N C42 C41 H41 107.0 . . N P1 C41 H41 107.0 . . N C43 C42 C41 111.9(3) . . ? C43 C42 H42A 109.2 . . N C41 C42 H42A 109.2 . . N C43 C42 H42B 109.2 . . N C41 C42 H42B 109.2 . . N H42A C42 H42B 107.9 . . N C44 C43 C42 110.6(3) . . ? C44 C43 H43A 109.5 . . N C42 C43 H43A 109.5 . . N C44 C43 H43B 109.5 . . N C42 C43 H43B 109.5 . . N H43A C43 H43B 108.1 . . N C43 C44 C45 110.5(3) . . ? C43 C44 H44A 109.6 . . N C45 C44 H44A 109.6 . . N C43 C44 H44B 109.6 . . N C45 C44 H44B 109.6 . . N H44A C44 H44B 108.1 . . N C44 C45 C46 113.0(3) . . ? C44 C45 H45A 109.0 . . N C46 C45 H45A 109.0 . . N C44 C45 H45B 109.0 . . N C46 C45 H45B 109.0 . . N H45A C45 H45B 107.8 . . N C41 C46 C45 109.7(3) . . ? C41 C46 H46A 109.7 . . N C45 C46 H46A 109.7 . . N C41 C46 H46B 109.7 . . N C45 C46 H46B 109.7 . . N H46A C46 H46B 108.2 . . N C1 O1 C16 119.1(2) . . ? C1 O1 Ru1 109.39(18) . . ? C16 O1 Ru1 131.34(18) . . ? C21 P1 C31 105.91(14) . . ? C21 P1 C41 103.54(13) . . ? C31 P1 C41 99.06(14) . . ? C21 P1 Ru1 115.13(10) . . ? C31 P1 Ru1 125.12(10) . . ? C41 P1 Ru1 104.72(10) . . ? C7 Ru1 O1 79.99(11) . . ? C7 Ru1 P1 104.52(10) . . ? O1 Ru1 P1 173.34(6) . . ? C7 Ru1 Cl1 100.93(10) . . ? O1 Ru1 Cl1 85.56(6) . . ? P1 Ru1 Cl1 88.74(3) . . ? C7 Ru1 Cl2 97.62(9) . . ? O1 Ru1 Cl2 86.43(6) . . ? P1 Ru1 Cl2 97.70(3) . . ? Cl1 Ru1 Cl2 158.16(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 31.01 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.885 _refine_diff_density_min -0.621 _refine_diff_density_rms 0.131 #===END ############################################################################ # # # # # ### # # ### ### # ### # # ### # # ### # ### # # # # # # # # # # # # # ## ## # ## # # # # # # # # # # ### # # ### ### # ### # # # ### # ## # ### ### # # # # # # # # # # # # # # # # # # ## # # # ### ### # # ### ### # # ### # # # # # # # # # # # # # # # # # ### ### ### # # # # # ## ## # # # # # # # # # # # # # # # ### # ### ### # ### # # # # # # # # # ## # # # # # # # # # # # ### # # # # # ### # # # # # ############################################################################ ############################################################################ # # # This Supplementary Material is written in the Crystallographic # # Information File (CIF) format. For further details see: S.R. Hall, # # F.H. Allen and I.D. Brown, Acta Cryst. (1991) A47, 655-685. # # # ############################################################################ data_4987 ############################################################################ # # _publ_requested_journal 'test' #_publ_requested_category ?FI ; full inorganic #_publ_requested_category ?FM ; full organometallic #_publ_requested_category ?FO ; full organic #?If CI, CM or CO remember to remove section "..._molecular_graphics" #_publ_requested_category ?CI ; electronic inorganic #_publ_requested_category ?CM ; electronic organometallic #_publ_requested_category ?CO ; electronic organic _publ_section_title ; Bidentate Ruthenium Vinylcarbene Catalysts Derived from Enyne Metathesis ; loop_ _publ_author_name _publ_author_address 'A. F\"urstner' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'P.W. Davies' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'C.W. Lehmann' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; # # ############################################################################ _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_compound_source 'dichloromethane/pentane' _chemical_formula_moiety 'C39 H44 Cl2 N2 O Ru' _chemical_formula_sum 'C39 H44 Cl2 N2 O Ru' _chemical_formula_weight 728.73 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ru' 'Ru' -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 20.7180(6) _cell_length_b 11.514(5) _cell_length_c 14.3789(7) _cell_angle_alpha 90.00 _cell_angle_beta 99.93 _cell_angle_gamma 90.00 _cell_volume 3378.7(14) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 88947 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 31.00 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.433 _exptl_crystal_density_method none _exptl_crystal_F_000 1512 _exptl_absorpt_coefficient_mu 0.656 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'XPREP, Siemens (1995)' _exptl_absorpt_correction_T_min 0.97 _exptl_absorpt_correction_T_max 0.98 _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.3 mm focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD \w-scan' _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 43542 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.2208 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 6.62 _diffrn_reflns_theta_max 32.46 _reflns_number_total 43542 _reflns_number_gt 22979 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect software (Nonius, 1998)' _computing_cell_refinement 'Denzo / Scalepack (Otwinowski 1997)' _computing_data_reduction 'Denzo / Scalepack (Otwinowski 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 1999)' _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^)+(0.1358P)^2^+7.3044P] 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_number_reflns 43542 _refine_ls_number_parameters 415 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2103 _refine_ls_R_factor_gt 0.1029 _refine_ls_wR_factor_ref 0.2835 _refine_ls_wR_factor_gt 0.2203 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 Ru1 Ru 0.198648(16) 1.52580(3) 0.80139(3) 0.01043(8) Uani 1 1 d . . . Cl1 Cl 0.14076(6) 1.68032(9) 0.85660(8) 0.0163(2) Uani 1 1 d . . . O1 O 0.21908(15) 1.4465(2) 0.9505(2) 0.0135(6) Uani 1 1 d . . . C1 C 0.1882(2) 1.5700(3) 0.6662(3) 0.0117(9) Uani 1 1 d . . . N1 N 0.13013(18) 1.5517(3) 0.6095(2) 0.0130(8) Uani 1 1 d . . . N2 N 0.23346(18) 1.5909(3) 0.6093(2) 0.0123(7) Uani 1 1 d . . . C2 C 0.1328(2) 1.5625(4) 0.5075(3) 0.0154(9) Uani 1 1 d . . . H2A H 0.1078 1.6310 0.4795 0.018 Uiso 1 1 calc R . . H2B H 0.1155 1.4920 0.4724 0.018 Uiso 1 1 calc R . . Cl2 Cl 0.22038(6) 1.33860(8) 0.75084(8) 0.0171(2) Uani 1 1 d . . . C3 C 0.2058(2) 1.5770(4) 0.5079(3) 0.0157(9) Uani 1 1 d . . . H3A H 0.2243 1.5077 0.4812 0.019 Uiso 1 1 calc R . . H3B H 0.2146 1.6464 0.4714 0.019 Uiso 1 1 calc R . . C4 C 0.2809(2) 1.5843(3) 0.8512(3) 0.0130(9) Uani 1 1 d . . . C5 C 0.2973(2) 1.7044(3) 0.8387(3) 0.0151(9) Uani 1 1 d . . . H5 H 0.2731 1.7430 0.7855 0.018 Uiso 1 1 calc R . . C6 C 0.3437(2) 1.7686(4) 0.8950(4) 0.0146(10) Uani 1 1 d . . . H6 H 0.3731 1.7302 0.9433 0.018 Uiso 1 1 calc R . . C11 C 0.3208(2) 1.5081(3) 0.9217(3) 0.0138(9) Uani 1 1 d . . . C12 C 0.3882(2) 1.5016(4) 0.9376(3) 0.0176(10) Uani 1 1 d . . . H12 H 0.4124 1.5482 0.9012 0.021 Uiso 1 1 calc R . . C13 C 0.4216(2) 1.4272(4) 1.0066(3) 0.0205(10) Uani 1 1 d . . . H13 H 0.4679 1.4205 1.0149 0.025 Uiso 1 1 calc R . . C14 C 0.3866(3) 1.3636(4) 1.0624(3) 0.0235(11) Uani 1 1 d . . . H14 H 0.4093 1.3172 1.1123 0.028 Uiso 1 1 calc R . . C15 C 0.3186(2) 1.3670(4) 1.0462(3) 0.0190(10) Uani 1 1 d . . . H15 H 0.2946 1.3221 1.0839 0.023 Uiso 1 1 calc R . . C16 C 0.2864(2) 1.4362(4) 0.9749(3) 0.0136(9) Uani 1 1 d . . . C17 C 0.1088(2) 1.4214(4) 0.9740(4) 0.0229(11) Uani 1 1 d . . . H17A H 0.1080 1.4999 1.0001 0.034 Uiso 1 1 calc R . . H17B H 0.0783 1.3717 1.0008 0.034 Uiso 1 1 calc R . . H17C H 0.0958 1.4245 0.9052 0.034 Uiso 1 1 calc R . . C18 C 0.1776(2) 1.3720(4) 0.9987(3) 0.0173(10) Uani 1 1 d . . . H18 H 0.1927 1.3772 1.0685 0.021 Uiso 1 1 calc R . . C19 C 0.1819(3) 1.2462(3) 0.9673(4) 0.0179(11) Uani 1 1 d . . . H19A H 0.1584 1.2376 0.9024 0.027 Uiso 1 1 calc R . . H19B H 0.1620 1.1954 1.0092 0.027 Uiso 1 1 calc R . . H19C H 0.2279 1.2248 0.9701 0.027 Uiso 1 1 calc R . . C21 C 0.3503(2) 1.8943(4) 0.8842(3) 0.0159(9) Uani 1 1 d . . . C22 C 0.3017(2) 1.9617(4) 0.8311(3) 0.0171(9) Uani 1 1 d . . . H22 H 0.2628 1.9253 0.8000 0.020 Uiso 1 1 calc R . . C23 C 0.3088(2) 2.0808(4) 0.8225(4) 0.0207(10) Uani 1 1 d . . . H23 H 0.2752 2.1248 0.7849 0.025 Uiso 1 1 calc R . . C24 C 0.3646(3) 2.1357(4) 0.8686(4) 0.0297(13) Uani 1 1 d . . . H24 H 0.3695 2.2173 0.8634 0.036 Uiso 1 1 calc R . . C25 C 0.4125(3) 2.0715(4) 0.9213(5) 0.0403(15) Uani 1 1 d . . . H25 H 0.4514 2.1085 0.9519 0.048 Uiso 1 1 calc R . . C26 C 0.4051(3) 1.9509(4) 0.9313(4) 0.0316(13) Uani 1 1 d . . . H26 H 0.4382 1.9079 0.9709 0.038 Uiso 1 1 calc R . . C31 C 0.0679(2) 1.5504(3) 0.6405(3) 0.0123(9) Uani 1 1 d . . . C32 C 0.0374(2) 1.6561(4) 0.6539(3) 0.0149(9) Uani 1 1 d . . . C33 C -0.0212(2) 1.6545(4) 0.6881(3) 0.0144(9) Uani 1 1 d . . . H33 H -0.0416 1.7260 0.6987 0.017 Uiso 1 1 calc R . . C34 C -0.0508(2) 1.5511(4) 0.7071(3) 0.0141(9) Uani 1 1 d . . . C35 C -0.0221(2) 1.4473(4) 0.6856(3) 0.0158(9) Uani 1 1 d . . . H35 H -0.0428 1.3760 0.6958 0.019 Uiso 1 1 calc R . . C36 C 0.0358(2) 1.4449(4) 0.6498(3) 0.0134(9) Uani 1 1 d . . . C37 C 0.0682(3) 1.7701(4) 0.6332(4) 0.0180(10) Uani 1 1 d . . . H37A H 0.0366 1.8332 0.6350 0.027 Uiso 1 1 calc R . . H37B H 0.0805 1.7668 0.5704 0.027 Uiso 1 1 calc R . . H37C H 0.1073 1.7842 0.6808 0.027 Uiso 1 1 calc R . . C38 C -0.1139(2) 1.5503(4) 0.7459(3) 0.0198(10) Uani 1 1 d . . . H38A H -0.1349 1.6266 0.7361 0.030 Uiso 1 1 calc R . . H38B H -0.1046 1.5328 0.8135 0.030 Uiso 1 1 calc R . . H38C H -0.1433 1.4909 0.7131 0.030 Uiso 1 1 calc R . . C39 C 0.0593(2) 1.3313(4) 0.6141(3) 0.0179(10) Uani 1 1 d . . . H39A H 0.0329 1.2673 0.6323 0.027 Uiso 1 1 calc R . . H39B H 0.1054 1.3191 0.6418 0.027 Uiso 1 1 calc R . . H39C H 0.0547 1.3341 0.5452 0.027 Uiso 1 1 calc R . . C41 C 0.2980(2) 1.6407(4) 0.6346(3) 0.0137(9) Uani 1 1 d . . . C42 C 0.3535(2) 1.5711(4) 0.6559(3) 0.0192(10) Uani 1 1 d . . . C43 C 0.4144(2) 1.6265(4) 0.6783(3) 0.0223(11) Uani 1 1 d . . . H43 H 0.4527 1.5804 0.6946 0.027 Uiso 1 1 calc R . . C44 C 0.4205(3) 1.7468(4) 0.6775(4) 0.0189(11) Uani 1 1 d . . . C45 C 0.3643(2) 1.8127(4) 0.6506(3) 0.0167(9) Uani 1 1 d . . . H45 H 0.3681 1.8947 0.6468 0.020 Uiso 1 1 calc R . . C46 C 0.3023(3) 1.7619(3) 0.6290(4) 0.0146(10) Uani 1 1 d . . . C47 C 0.3499(3) 1.4399(4) 0.6527(4) 0.0274(12) Uani 1 1 d . . . H47A H 0.3448 1.4102 0.7149 0.041 Uiso 1 1 calc R . . H47B H 0.3903 1.4088 0.6356 0.041 Uiso 1 1 calc R . . H47C H 0.3124 1.4157 0.6056 0.041 Uiso 1 1 calc R . . C48 C 0.4857(3) 1.8041(5) 0.7060(4) 0.0319(13) Uani 1 1 d . . . H48A H 0.4908 1.8655 0.6606 0.048 Uiso 1 1 calc R . . H48B H 0.5205 1.7464 0.7070 0.048 Uiso 1 1 calc R . . H48C H 0.4883 1.8381 0.7691 0.048 Uiso 1 1 calc R . . C49 C 0.2428(2) 1.8369(4) 0.6045(3) 0.0201(10) Uani 1 1 d . . . H49A H 0.2243 1.8273 0.5374 0.030 Uiso 1 1 calc R . . H49B H 0.2550 1.9184 0.6170 0.030 Uiso 1 1 calc R . . H49C H 0.2101 1.8141 0.6429 0.030 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 Ru1 0.01310(15) 0.00660(13) 0.01140(16) 0.00005(14) 0.00155(14 -0.00020(14) Cl1 0.0195(6) 0.0124(5) 0.0167(6) -0.0032(4) 0.0024(4) 0.0041(4) O1 0.0141(15) 0.0117(14) 0.0146(16) 0.0019(11) 0.0021(12) -0.0011(12) C1 0.013(2) 0.0032(16) 0.019(2) 0.0003(16) 0.0035(17) 0.0032(15) N1 0.0154(19) 0.0135(18) 0.0102(19) -0.0018(14) 0.0023(15) 0.0020(14) N2 0.0155(19) 0.0127(17) 0.0095(19) -0.0021(14) 0.0039(15) -0.0009(14) C2 0.020(2) 0.016(2) 0.008(2) 0.0010(16) -0.0011(17) -0.0002(18) Cl2 0.0233(6) 0.0082(4) 0.0195(6) -0.0012(4) 0.0026(5) 0.0019(4) C3 0.018(2) 0.015(2) 0.014(2) -0.0011(17) 0.0029(19) -0.0015(18) C4 0.015(2) 0.0093(19) 0.015(2) 0.0000(16) 0.0023(17) -0.0014(16) C5 0.018(2) 0.0099(19) 0.017(3) 0.0018(17) 0.0019(19) 0.0021(16) C6 0.017(2) 0.0117(19) 0.015(2) 0.0025(17) 0.000(2) -0.0013(17) C11 0.020(2) 0.0065(19) 0.014(2) -0.0007(15) -0.0003(18) -0.0007(16) C12 0.023(3) 0.012(2) 0.018(3) 0.0003(16) 0.003(2) -0.0049(17) C13 0.016(2) 0.016(2) 0.025(3) 0.0024(19) -0.006(2) 0.0024(19) C14 0.028(3) 0.015(2) 0.023(3) 0.0067(19) -0.005(2) 0.002(2) C15 0.025(3) 0.009(2) 0.021(3) 0.0023(17) 0.000(2) -0.0023(18) C16 0.015(2) 0.0126(19) 0.013(2) -0.0039(17) 0.0009(18) -0.0012(17) C17 0.024(3) 0.017(2) 0.031(3) 0.005(2) 0.011(2) -0.004(2) C18 0.017(2) 0.014(2) 0.022(3) 0.0000(18) 0.007(2) -0.0037(18) C19 0.023(3) 0.010(2) 0.022(3) 0.0004(16) 0.006(2) -0.0046(16) C21 0.020(2) 0.011(2) 0.018(2) -0.0008(17) 0.008(2) 0.0005(18) C22 0.017(2) 0.016(2) 0.020(2) -0.002(2) 0.007(2) -0.0009(17) C23 0.029(3) 0.012(2) 0.023(3) 0.004(2) 0.012(2) 0.0035(18) C24 0.037(3) 0.011(2) 0.044(4) 0.002(2) 0.016(3) -0.002(2) C25 0.023(3) 0.017(2) 0.073(4) -0.002(3) -0.013(3) -0.012(2) C26 0.035(3) 0.012(2) 0.044(4) 0.003(2) -0.005(3) -0.005(2) C31 0.015(2) 0.014(2) 0.009(2) -0.0007(16) 0.0021(17) -0.0032(16) C32 0.018(2) 0.016(2) 0.009(2) 0.0001(17) -0.0020(18) -0.0038(18) C33 0.019(2) 0.0095(19) 0.015(2) -0.0015(16) 0.0029(19) 0.0039(17) C34 0.016(2) 0.018(2) 0.008(2) 0.0005(16) 0.0025(17) 0.0005(17) C35 0.020(2) 0.014(2) 0.013(2) 0.0011(17) 0.0031(19) -0.0024(17) C36 0.018(2) 0.012(2) 0.010(2) -0.0027(16) 0.0044(18) 0.0002(17) C37 0.017(3) 0.0089(19) 0.028(3) 0.0008(19) 0.004(2) -0.0003(18) C38 0.021(2) 0.021(2) 0.019(3) -0.0007(18) 0.0065(19) -0.0001(19) C39 0.022(3) 0.011(2) 0.021(3) -0.0008(18) 0.005(2) -0.0010(18) C41 0.019(2) 0.014(2) 0.009(2) 0.0000(16) 0.0039(18) -0.0038(17) C42 0.021(3) 0.015(2) 0.024(3) -0.0010(19) 0.009(2) 0.0002(19) C43 0.019(3) 0.023(2) 0.026(3) -0.002(2) 0.008(2) 0.003(2) C44 0.022(3) 0.025(3) 0.012(3) -0.0007(17) 0.009(2) -0.0077(18) C45 0.023(3) 0.013(2) 0.015(2) -0.0031(17) 0.0061(19) -0.0029(18) C46 0.021(3) 0.012(2) 0.011(3) 0.0022(16) 0.002(2) 0.0010(17) C47 0.019(3) 0.014(2) 0.049(3) -0.001(2) 0.005(2) 0.0035(19) C48 0.021(3) 0.035(3) 0.039(3) -0.003(3) 0.005(2) -0.009(2) C49 0.023(3) 0.013(2) 0.024(3) 0.0044(18) 0.003(2) -0.0008(19) _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 Ru1 C4 1.858(4) . ? Ru1 C1 1.984(4) . ? Ru1 O1 2.301(3) . ? Ru1 Cl2 2.3430(13) . ? Ru1 Cl1 2.3586(12) . ? O1 C16 1.383(5) . ? O1 C18 1.471(5) . ? C1 N1 1.349(6) . ? C1 N2 1.367(5) . ? N1 C31 1.434(6) . ? N1 C2 1.482(5) . ? N2 C41 1.442(6) . ? N2 C3 1.480(5) . ? C2 C3 1.522(6) . ? C2 H2A 0.9900 . N C2 H2B 0.9900 . N C3 H3A 0.9900 . N C3 H3B 0.9900 . N C4 C5 1.443(6) . ? C4 C11 1.480(6) . ? C5 C6 1.363(6) . ? C5 H5 0.9500 . N C6 C21 1.465(6) . ? C6 H6 0.9500 . N C11 C12 1.379(7) . ? C11 C16 1.403(6) . ? C12 C13 1.400(6) . ? C12 H12 0.9500 . N C13 C14 1.380(7) . ? C13 H13 0.9500 . N C14 C15 1.389(7) . ? C14 H14 0.9500 . N C15 C16 1.376(6) . ? C15 H15 0.9500 . N C17 C18 1.518(7) . ? C17 H17A 0.9800 . N C17 H17B 0.9800 . N C17 H17C 0.9800 . N C18 C19 1.524(6) . ? C18 H18 1.0000 . N C19 H19A 0.9800 . N C19 H19B 0.9800 . N C19 H19C 0.9800 . N C21 C26 1.382(7) . ? C21 C22 1.389(6) . ? C22 C23 1.387(5) . ? C22 H22 0.9500 . N C23 C24 1.383(7) . ? C23 H23 0.9500 . N C24 C25 1.358(8) . ? C24 H24 0.9500 . N C25 C26 1.408(7) . ? C25 H25 0.9500 . N C26 H26 0.9500 . N C31 C32 1.400(6) . ? C31 C36 1.403(6) . ? C32 C33 1.386(6) . ? C32 C37 1.511(6) . ? C33 C34 1.388(6) . ? C33 H33 0.9500 . N C34 C35 1.394(6) . ? C34 C38 1.507(6) . ? C35 C36 1.385(6) . ? C35 H35 0.9500 . N C36 C39 1.515(6) . ? C37 H37A 0.9800 . N C37 H37B 0.9800 . N C37 H37C 0.9800 . N C38 H38A 0.9800 . N C38 H38B 0.9800 . N C38 H38C 0.9800 . N C39 H39A 0.9800 . N C39 H39B 0.9800 . N C39 H39C 0.9800 . N C41 C42 1.392(6) . ? C41 C46 1.402(5) . ? C42 C43 1.401(7) . ? C42 C47 1.513(6) . ? C43 C44 1.392(6) . ? C43 H43 0.9500 . N C44 C45 1.389(7) . ? C44 C48 1.494(7) . ? C45 C46 1.397(7) . ? C45 H45 0.9500 . N C46 C49 1.496(7) . ? C47 H47A 0.9800 . N C47 H47B 0.9800 . N C47 H47C 0.9800 . N C48 H48A 0.9800 . N C48 H48B 0.9800 . N C48 H48C 0.9800 . N C49 H49A 0.9800 . N C49 H49B 0.9800 . N C49 H49C 0.9800 . N 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 C4 Ru1 C1 102.82(18) . . ? C4 Ru1 O1 77.04(15) . . ? C1 Ru1 O1 170.26(13) . . ? C4 Ru1 Cl2 103.90(13) . . ? C1 Ru1 Cl2 85.77(11) . . ? O1 Ru1 Cl2 84.83(8) . . ? C4 Ru1 Cl1 94.76(13) . . ? C1 Ru1 Cl1 99.24(12) . . ? O1 Ru1 Cl1 90.46(8) . . ? Cl2 Ru1 Cl1 159.14(4) . . ? C16 O1 C18 118.4(3) . . ? C16 O1 Ru1 106.6(2) . . ? C18 O1 Ru1 129.9(3) . . ? N1 C1 N2 107.3(4) . . ? N1 C1 Ru1 119.2(3) . . ? N2 C1 Ru1 131.4(3) . . ? C1 N1 C31 124.7(3) . . ? C1 N1 C2 113.8(4) . . ? C31 N1 C2 119.8(4) . . ? C1 N2 C41 128.4(4) . . ? C1 N2 C3 112.5(4) . . ? C41 N2 C3 118.3(3) . . ? N1 C2 C3 102.2(3) . . ? N1 C2 H2A 111.3 . . N C3 C2 H2A 111.3 . . N N1 C2 H2B 111.3 . . N C3 C2 H2B 111.3 . . N H2A C2 H2B 109.2 . . N N2 C3 C2 103.3(3) . . ? N2 C3 H3A 111.1 . . N C2 C3 H3A 111.1 . . N N2 C3 H3B 111.1 . . N C2 C3 H3B 111.1 . . N H3A C3 H3B 109.1 . . N C5 C4 C11 122.6(4) . . ? C5 C4 Ru1 121.3(3) . . ? C11 C4 Ru1 114.5(3) . . ? C6 C5 C4 127.0(4) . . ? C6 C5 H5 116.5 . . N C4 C5 H5 116.5 . . N C5 C6 C21 122.8(4) . . ? C5 C6 H6 118.6 . . N C21 C6 H6 118.6 . . N C12 C11 C16 118.3(4) . . ? C12 C11 C4 125.1(4) . . ? C16 C11 C4 116.6(4) . . ? C11 C12 C13 120.9(4) . . ? C11 C12 H12 119.6 . . N C13 C12 H12 119.6 . . N C14 C13 C12 119.5(5) . . ? C14 C13 H13 120.2 . . N C12 C13 H13 120.2 . . N C13 C14 C15 120.4(4) . . ? C13 C14 H14 119.8 . . N C15 C14 H14 119.8 . . N C16 C15 C14 119.4(4) . . ? C16 C15 H15 120.3 . . N C14 C15 H15 120.3 . . N C15 C16 O1 125.3(4) . . ? C15 C16 C11 121.3(4) . . ? O1 C16 C11 113.3(4) . . ? C18 C17 H17A 109.5 . . N C18 C17 H17B 109.5 . . N H17A C17 H17B 109.5 . . N C18 C17 H17C 109.5 . . N H17A C17 H17C 109.5 . . N H17B C17 H17C 109.5 . . N O1 C18 C17 105.8(3) . . ? O1 C18 C19 110.2(4) . . ? C17 C18 C19 112.8(4) . . ? O1 C18 H18 109.3 . . N C17 C18 H18 109.3 . . N C19 C18 H18 109.3 . . N C18 C19 H19A 109.5 . . N C18 C19 H19B 109.5 . . N H19A C19 H19B 109.5 . . N C18 C19 H19C 109.5 . . N H19A C19 H19C 109.5 . . N H19B C19 H19C 109.5 . . N C26 C21 C22 117.6(4) . . ? C26 C21 C6 119.8(4) . . ? C22 C21 C6 122.6(4) . . ? C23 C22 C21 121.6(4) . . ? C23 C22 H22 119.2 . . N C21 C22 H22 119.2 . . N C24 C23 C22 120.1(4) . . ? C24 C23 H23 120.0 . . N C22 C23 H23 120.0 . . N C25 C24 C23 119.3(4) . . ? C25 C24 H24 120.4 . . N C23 C24 H24 120.4 . . N C24 C25 C26 120.8(5) . . ? C24 C25 H25 119.6 . . N C26 C25 H25 119.6 . . N C21 C26 C25 120.6(5) . . ? C21 C26 H26 119.7 . . N C25 C26 H26 119.7 . . N C32 C31 C36 120.4(4) . . ? C32 C31 N1 119.0(4) . . ? C36 C31 N1 120.3(4) . . ? C33 C32 C31 118.8(4) . . ? C33 C32 C37 120.4(4) . . ? C31 C32 C37 120.8(4) . . ? C32 C33 C34 121.7(4) . . ? C32 C33 H33 119.2 . . N C34 C33 H33 119.2 . . N C33 C34 C35 118.1(4) . . ? C33 C34 C38 121.3(4) . . ? C35 C34 C38 120.5(4) . . ? C36 C35 C34 122.0(4) . . ? C36 C35 H35 119.0 . . N C34 C35 H35 119.0 . . N C35 C36 C31 118.3(4) . . ? C35 C36 C39 119.5(4) . . ? C31 C36 C39 122.0(4) . . ? C32 C37 H37A 109.5 . . N C32 C37 H37B 109.5 . . N H37A C37 H37B 109.5 . . N C32 C37 H37C 109.5 . . N H37A C37 H37C 109.5 . . N H37B C37 H37C 109.5 . . N C34 C38 H38A 109.5 . . N C34 C38 H38B 109.5 . . N H38A C38 H38B 109.5 . . N C34 C38 H38C 109.5 . . N H38A C38 H38C 109.5 . . N H38B C38 H38C 109.5 . . N C36 C39 H39A 109.5 . . N C36 C39 H39B 109.5 . . N H39A C39 H39B 109.5 . . N C36 C39 H39C 109.5 . . N H39A C39 H39C 109.5 . . N H39B C39 H39C 109.5 . . N C42 C41 C46 121.8(4) . . ? C42 C41 N2 121.4(4) . . ? C46 C41 N2 116.6(4) . . ? C41 C42 C43 117.8(4) . . ? C41 C42 C47 122.3(4) . . ? C43 C42 C47 119.9(4) . . ? C44 C43 C42 122.0(5) . . ? C44 C43 H43 119.0 . . N C42 C43 H43 119.0 . . N C45 C44 C43 118.2(5) . . ? C45 C44 C48 120.7(4) . . ? C43 C44 C48 121.1(5) . . ? C44 C45 C46 122.0(4) . . ? C44 C45 H45 119.0 . . N C46 C45 H45 119.0 . . N C45 C46 C41 118.0(4) . . ? C45 C46 C49 120.0(4) . . ? C41 C46 C49 122.0(4) . . ? C42 C47 H47A 109.5 . . N C42 C47 H47B 109.5 . . N H47A C47 H47B 109.5 . . N C42 C47 H47C 109.5 . . N H47A C47 H47C 109.5 . . N H47B C47 H47C 109.5 . . N C44 C48 H48A 109.5 . . N C44 C48 H48B 109.5 . . N H48A C48 H48B 109.5 . . N C44 C48 H48C 109.5 . . N H48A C48 H48C 109.5 . . N H48B C48 H48C 109.5 . . N C46 C49 H49A 109.5 . . N C46 C49 H49B 109.5 . . N H49A C49 H49B 109.5 . . N C46 C49 H49C 109.5 . . N H49A C49 H49C 109.5 . . N H49B C49 H49C 109.5 . . N _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.75 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 2.285 _refine_diff_density_min -2.244 _refine_diff_density_rms 0.230 #===END ############################################################################ # # # # # ### # # ### ### # ### # # ### # # ### # ### # # # # # # # # # # # # # ## ## # ## # # # # # # # # # # ### # # ### ### # ### # # # ### # ## # ### ### # # # # # # # # # # # # # # # # # # ## # # # ### ### # # ### ### # # ### # # # # # # # # # # # # # # # # # ### ### ### # # # # # ## ## # # # # # # # # # # # # # # # ### # ### ### # ### # # # # # # # # # ## # # # # # # # # # # # ### # # # # # ### # # # # # ############################################################################ ############################################################################ # # # This Supplementary Material is written in the Crystallographic # # Information File (CIF) format. For further details see: S.R. Hall, # # F.H. Allen and I.D. Brown, Acta Cryst. (1991) A47, 655-685. # # # ############################################################################ data_5013 ############################################################################ # # _publ_requested_journal 'Organometallics' #_publ_requested_category ?FI ; full inorganic #_publ_requested_category ?FM ; full organometallic #_publ_requested_category ?FO ; full organic #?If CI, CM or CO remember to remove section "..._molecular_graphics" #_publ_requested_category ?CI ; electronic inorganic #_publ_requested_category ?CM ; electronic organometallic #_publ_requested_category ?CO ; electronic organic _publ_section_title ; Bidentate Ruthenium Vinylcarbene Catalysts Derived from Enyne Metathesis ; loop_ _publ_author_name _publ_author_address 'A. F\"urstner' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'P.W. Davies' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'C.W. Lehmann' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; # # ############################################################################ _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_compound_source 'diethylether' _chemical_formula_moiety 'C42 H59 Cl2 O5 P Ru, 0.25(C4 H10 O)' _chemical_formula_sum 'C43 H61.50 Cl2 O5.25 P Ru' _chemical_formula_weight 865.36 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ru' 'Ru' -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.95470(10) _cell_length_b 11.37650(10) _cell_length_c 20.5889(3) _cell_angle_alpha 104.0860(10) _cell_angle_beta 102.1350(10) _cell_angle_gamma 91.3140(10) _cell_volume 2204.28(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100 _cell_measurement_reflns_used 72029 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 31.00 _exptl_crystal_description block _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.304 _exptl_crystal_density_method none _exptl_crystal_F_000 909 _exptl_absorpt_coefficient_mu 0.554 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'XPREP, Siemens (1995)' _exptl_absorpt_correction_T_min 0.96 _exptl_absorpt_correction_T_max 0.98 _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.3 mm focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD \w-scan' _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 62675 _diffrn_reflns_av_R_equivalents 0.0360 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 33.11 _reflns_number_total 16707 _reflns_number_gt 14665 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect software (Nonius, 1998)' _computing_cell_refinement 'Denzo / Scalepack (Otwinowski 1997)' _computing_data_reduction 'Denzo / Scalepack (Otwinowski 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 1999)' _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^)+(0.0417P)^2^+1.8484P] 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_number_reflns 16707 _refine_ls_number_parameters 477 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0410 _refine_ls_R_factor_gt 0.0334 _refine_ls_wR_factor_ref 0.0936 _refine_ls_wR_factor_gt 0.0895 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.068 _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 C1 C 0.61323(15) 0.55480(14) 0.35552(8) 0.0172(3) Uani 1 1 d . . . C2 C 0.74379(16) 0.61777(16) 0.36968(9) 0.0230(3) Uani 1 1 d . . . H2 H 0.7531 0.6872 0.3542 0.028 Uiso 1 1 calc R . . C3 C 0.85879(18) 0.57720(18) 0.40656(11) 0.0302(4) Uani 1 1 d . . . H3 H 0.9450 0.6182 0.4148 0.036 Uiso 1 1 calc R . . C4 C 0.84471(19) 0.47570(18) 0.43098(11) 0.0321(4) Uani 1 1 d . . . H4 H 0.9220 0.4496 0.4561 0.039 Uiso 1 1 calc R . . C5 C 0.71725(18) 0.41170(16) 0.41878(9) 0.0255(3) Uani 1 1 d . . . H5 H 0.7087 0.3439 0.4357 0.031 Uiso 1 1 calc R . . C6 C 0.60308(16) 0.45128(14) 0.38073(8) 0.0184(3) Uani 1 1 d . . . C7 C 0.48872(14) 0.59095(13) 0.31510(7) 0.0148(2) Uani 1 1 d . . . C8 C 0.49851(15) 0.71278(13) 0.30155(8) 0.0169(3) Uani 1 1 d . . . C9 C 0.45916(16) 0.81333(14) 0.35497(8) 0.0196(3) Uani 1 1 d . . . H9A H 0.4353 0.8826 0.3364 0.024 Uiso 1 1 calc R . . H9B H 0.3803 0.7858 0.3697 0.024 Uiso 1 1 calc R . . C10 C 0.60683(16) 0.96494(13) 0.44505(8) 0.0173(3) Uani 1 1 d . . . C11 C 0.73178(17) 0.98372(15) 0.50351(8) 0.0215(3) Uani 1 1 d . . . H11A H 0.7911 0.9182 0.4937 0.026 Uiso 1 1 calc R . . H11B H 0.7027 0.9810 0.5453 0.026 Uiso 1 1 calc R . . C12 C 0.81259(18) 1.10483(15) 0.51459(8) 0.0222(3) Uani 1 1 d . . . H12A H 0.7516 1.1700 0.5204 0.027 Uiso 1 1 calc R . . H12B H 0.8847 1.1189 0.5561 0.027 Uiso 1 1 calc R . . C13 C 0.87575(17) 1.10538(16) 0.45446(9) 0.0226(3) Uani 1 1 d . . . C14 C 1.0179(2) 1.2178(2) 0.40941(12) 0.0358(4) Uani 1 1 d . . . H14A H 1.0725 1.1497 0.4007 0.054 Uiso 1 1 calc R . . H14B H 1.0765 1.2918 0.4232 0.054 Uiso 1 1 calc R . . H14C H 0.9505 1.2171 0.3684 0.054 Uiso 1 1 calc R . . C15 C 0.44651(18) 0.28988(14) 0.39009(8) 0.0214(3) Uani 1 1 d . . . H15 H 0.5238 0.2385 0.3873 0.026 Uiso 1 1 calc R . . C16 C 0.31742(19) 0.22020(16) 0.34304(10) 0.0263(3) Uani 1 1 d . . . H16A H 0.2409 0.2695 0.3461 0.039 Uiso 1 1 calc R . . H16B H 0.3001 0.1471 0.3564 0.039 Uiso 1 1 calc R . . H16C H 0.3292 0.1996 0.2966 0.039 Uiso 1 1 calc R . . C17 C 0.4352(2) 0.33152(17) 0.46454(9) 0.0288(4) Uani 1 1 d . . . H17A H 0.5194 0.3765 0.4917 0.043 Uiso 1 1 calc R . . H17B H 0.4191 0.2619 0.4813 0.043 Uiso 1 1 calc R . . H17C H 0.3600 0.3824 0.4677 0.043 Uiso 1 1 calc R . . C20 C 0.54839(17) 0.72547(14) 0.24752(9) 0.0208(3) Uani 1 1 d . . . H20 H 0.5734 0.6534 0.2221 0.025 Uiso 1 1 calc R . . C21 C 0.5709(2) 0.83138(15) 0.22107(9) 0.0250(3) Uani 1 1 d D . . C22 C 0.5849(2) 0.95312(17) 0.25802(10) 0.0320(4) Uani 1 1 d . B . H22 H 0.5847 0.9724 0.3046 0.038 Uiso 1 1 calc R . . C23 C 0.5992(3) 1.04580(19) 0.22618(12) 0.0465(6) Uani 1 1 d D . . H23 H 0.6256 1.1244 0.2532 0.056 Uiso 1 1 calc R A 1 C24A C 0.5756(6) 1.0249(5) 0.1558(3) 0.0406(10) Uiso 0.50 1 d PD B 1 H24A H 0.5653 1.0889 0.1348 0.049 Uiso 0.50 1 calc PR B 1 C25A C 0.5676(6) 0.9053(4) 0.1172(3) 0.0398(10) Uiso 0.50 1 d PD B 1 H25A H 0.5692 0.8889 0.0709 0.048 Uiso 0.50 1 calc PR B 1 C26A C 0.5572(5) 0.8102(4) 0.1476(2) 0.0285(8) Uiso 0.50 1 d PD B 1 H26A H 0.5410 0.7310 0.1202 0.034 Uiso 0.50 1 calc PR B 1 C24B C 0.6281(5) 1.0144(4) 0.1600(2) 0.0266(7) Uiso 0.50 1 d PD B 2 H24B H 0.6494 1.0751 0.1398 0.032 Uiso 0.50 1 calc PR B 2 C25B C 0.6247(5) 0.8934(4) 0.1251(2) 0.0300(7) Uiso 0.50 1 d PD B 2 H25B H 0.6365 0.8726 0.0802 0.036 Uiso 0.50 1 calc PR B 2 C26B C 0.6036(4) 0.8030(3) 0.15773(19) 0.0233(7) Uiso 0.50 1 d PD B 2 H26B H 0.6117 0.7223 0.1364 0.028 Uiso 0.50 1 calc PR B 2 C31 C 0.16130(16) 0.71917(14) 0.22701(8) 0.0177(3) Uani 1 1 d . . . H31 H 0.2556 0.7569 0.2452 0.021 Uiso 1 1 calc R . . C32 C 0.08289(18) 0.76720(14) 0.28376(8) 0.0210(3) Uani 1 1 d . . . H32A H -0.0128 0.7354 0.2678 0.025 Uiso 1 1 calc R . . H32B H 0.1221 0.7387 0.3239 0.025 Uiso 1 1 calc R . . C33 C 0.0903(2) 0.90667(16) 0.30369(9) 0.0270(3) Uani 1 1 d . . . H33A H 0.0358 0.9339 0.3377 0.032 Uiso 1 1 calc R . . H33B H 0.1850 0.9383 0.3242 0.032 Uiso 1 1 calc R . . C34 C 0.0370(2) 0.95691(17) 0.24153(10) 0.0317(4) Uani 1 1 d . . . H34A H -0.0609 0.9339 0.2244 0.038 Uiso 1 1 calc R . . H34B H 0.0498 1.0450 0.2552 0.038 Uiso 1 1 calc R . . C35 C 0.1128(2) 0.90840(17) 0.18487(10) 0.0323(4) Uani 1 1 d . . . H35A H 0.2089 0.9390 0.2005 0.039 Uiso 1 1 calc R . . H35B H 0.0736 0.9377 0.1450 0.039 Uiso 1 1 calc R . . C36 C 0.1033(2) 0.76894(16) 0.16432(9) 0.0246(3) Uani 1 1 d . . . H36A H 0.1549 0.7411 0.1292 0.029 Uiso 1 1 calc R . . H36B H 0.0078 0.7381 0.1454 0.029 Uiso 1 1 calc R . . C41 C 0.00782(15) 0.48669(14) 0.21735(8) 0.0175(3) Uani 1 1 d . . . H41 H -0.0086 0.5321 0.2616 0.021 Uiso 1 1 calc R . . C42 C 0.01315(16) 0.35308(15) 0.22132(9) 0.0215(3) Uani 1 1 d . . . H42A H 0.0321 0.3036 0.1792 0.026 Uiso 1 1 calc R . . H42B H 0.0873 0.3471 0.2591 0.026 Uiso 1 1 calc R . . C43 C -0.12317(18) 0.30512(17) 0.23186(11) 0.0272(3) Uani 1 1 d . . . H43A H -0.1370 0.3487 0.2764 0.033 Uiso 1 1 calc R . . H43B H -0.1195 0.2197 0.2313 0.033 Uiso 1 1 calc R . . C44 C -0.24438(18) 0.32045(17) 0.17572(11) 0.0299(4) Uani 1 1 d . . . H44A H -0.2340 0.2722 0.1315 0.036 Uiso 1 1 calc R . . H44B H -0.3297 0.2912 0.1842 0.036 Uiso 1 1 calc R . . C45 C -0.25093(17) 0.45320(16) 0.17425(10) 0.0253(3) Uani 1 1 d . . . H45A H -0.2681 0.5003 0.2174 0.030 Uiso 1 1 calc R . . H45B H -0.3269 0.4607 0.1377 0.030 Uiso 1 1 calc R . . C46 C -0.11644(16) 0.50438(15) 0.16284(9) 0.0212(3) Uani 1 1 d . . . H46A H -0.1214 0.5903 0.1652 0.025 Uiso 1 1 calc R . . H46B H -0.1045 0.4635 0.1175 0.025 Uiso 1 1 calc R . . C51 C 0.18164(17) 0.50531(15) 0.11930(8) 0.0205(3) Uani 1 1 d . . . H51 H 0.1125 0.5508 0.0965 0.025 Uiso 1 1 calc R . . C52 C 0.14534(19) 0.37113(17) 0.08029(9) 0.0257(3) Uani 1 1 d . . . H52A H 0.2111 0.3212 0.1004 0.031 Uiso 1 1 calc R . . H52B H 0.0544 0.3454 0.0841 0.031 Uiso 1 1 calc R . . C53 C 0.1479(2) 0.3540(2) 0.00453(9) 0.0350(5) Uani 1 1 d . . . H53A H 0.1291 0.2684 -0.0189 0.042 Uiso 1 1 calc R . . H53B H 0.0756 0.3977 -0.0164 0.042 Uiso 1 1 calc R . . C54 C 0.2859(2) 0.3991(2) -0.00494(10) 0.0389(5) Uani 1 1 d . . . H54A H 0.3574 0.3506 0.0121 0.047 Uiso 1 1 calc R . . H54B H 0.2817 0.3896 -0.0534 0.047 Uiso 1 1 calc R . . C55 C 0.3212(2) 0.5318(2) 0.03332(10) 0.0351(4) Uani 1 1 d . . . H55A H 0.2546 0.5811 0.0132 0.042 Uiso 1 1 calc R . . H55B H 0.4116 0.5578 0.0288 0.042 Uiso 1 1 calc R . . C56 C 0.32078(19) 0.55085(18) 0.10961(9) 0.0250(3) Uani 1 1 d . . . H56A H 0.3395 0.6367 0.1326 0.030 Uiso 1 1 calc R . . H56B H 0.3935 0.5076 0.1306 0.030 Uiso 1 1 calc R . . O1 O 0.47262(11) 0.39694(10) 0.36474(6) 0.0179(2) Uani 1 1 d . . . O2 O 0.57808(13) 0.84712(10) 0.41279(6) 0.0224(2) Uani 1 1 d . . . O3 O 0.53941(13) 1.04532(11) 0.43033(7) 0.0241(2) Uani 1 1 d . . . O4 O 0.8629(2) 1.02268(16) 0.40438(9) 0.0494(5) Uani 1 1 d . . . O5 O 0.94900(15) 1.21001(12) 0.46353(7) 0.0295(3) Uani 1 1 d . . . P1 P 0.17696(4) 0.55077(3) 0.211969(19) 0.01436(7) Uani 1 1 d . . . Cl1 Cl 0.40209(4) 0.32906(3) 0.208006(19) 0.02012(7) Uani 1 1 d . . . Cl2 Cl 0.22178(4) 0.55613(3) 0.379796(18) 0.01871(7) Uani 1 1 d . . . Ru1 Ru 0.335110(11) 0.480940(10) 0.290601(6) 0.01255(3) Uani 1 1 d . . . C97A C 0.1323(11) 1.0140(10) 0.0204(6) 0.051(2) Uiso 0.25 1 d PD C 1 H97A H 0.1537 1.0653 0.0669 0.062 Uiso 0.25 1 calc PR C 1 H97B H 0.1448 1.0643 -0.0100 0.062 Uiso 0.25 1 calc PR C 1 C98A C 0.2327(13) 0.9160(12) 0.0150(7) 0.060(3) Uiso 0.25 1 d PD C 1 H98A H 0.2161 0.8617 0.0421 0.090 Uiso 0.25 1 calc PR C 1 H98B H 0.3253 0.9528 0.0315 0.090 Uiso 0.25 1 calc PR C 1 H98C H 0.2203 0.8713 -0.0322 0.090 Uiso 0.25 1 calc PR C 1 C97B C -0.0945(11) 1.0548(11) 0.0111(7) 0.056(3) Uiso 0.25 1 d PD . 2 H97C H -0.0941 1.1403 0.0117 0.067 Uiso 0.25 1 calc PR . 2 H97D H -0.0752 1.0521 0.0589 0.067 Uiso 0.25 1 calc PR . 2 C98B C -0.2269(15) 1.0121(16) -0.0135(9) 0.077(4) Uiso 0.25 1 d PD D 2 H98D H -0.2702 1.0549 -0.0461 0.115 Uiso 0.25 1 calc PR D 2 H98E H -0.2736 1.0240 0.0237 0.115 Uiso 0.25 1 calc PR D 2 H98F H -0.2317 0.9270 -0.0355 0.115 Uiso 0.25 1 calc PR D 2 O6 O 0.0080(7) 0.9732(6) 0.0056(4) 0.0414(15) Uiso 0.25 1 d PD . . 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 C1 0.0133(6) 0.0182(6) 0.0174(6) 0.0010(5) 0.0015(5) 0.0027(5) C2 0.0150(6) 0.0227(7) 0.0264(8) -0.0010(6) 0.0021(6) 0.0004(5) C3 0.0135(7) 0.0302(9) 0.0356(9) -0.0060(7) -0.0026(6) 0.0025(6) C4 0.0209(8) 0.0291(9) 0.0340(9) -0.0033(7) -0.0087(7) 0.0103(6) C5 0.0238(8) 0.0235(7) 0.0237(8) 0.0028(6) -0.0042(6) 0.0095(6) C6 0.0168(6) 0.0191(6) 0.0169(6) 0.0020(5) 0.0011(5) 0.0051(5) C7 0.0133(6) 0.0142(6) 0.0158(6) 0.0022(5) 0.0028(5) 0.0002(4) C8 0.0141(6) 0.0143(6) 0.0213(7) 0.0043(5) 0.0021(5) -0.0005(5) C9 0.0177(6) 0.0156(6) 0.0232(7) 0.0029(5) 0.0020(5) -0.0002(5) C10 0.0186(6) 0.0151(6) 0.0186(6) 0.0035(5) 0.0058(5) -0.0002(5) C11 0.0218(7) 0.0215(7) 0.0197(7) 0.0051(6) 0.0017(6) 0.0002(5) C12 0.0239(7) 0.0231(7) 0.0168(7) 0.0009(5) 0.0039(6) -0.0032(6) C13 0.0179(7) 0.0265(8) 0.0218(7) 0.0027(6) 0.0050(6) 0.0005(6) C14 0.0394(11) 0.0323(9) 0.0473(12) 0.0168(9) 0.0269(9) 0.0099(8) C15 0.0286(8) 0.0168(6) 0.0213(7) 0.0087(5) 0.0064(6) 0.0056(6) C16 0.0305(9) 0.0216(7) 0.0297(8) 0.0117(6) 0.0072(7) -0.0004(6) C17 0.0442(11) 0.0234(8) 0.0234(8) 0.0103(6) 0.0123(7) 0.0069(7) C20 0.0204(7) 0.0174(6) 0.0258(7) 0.0057(6) 0.0079(6) 0.0006(5) C21 0.0318(8) 0.0197(7) 0.0266(8) 0.0070(6) 0.0121(7) -0.0030(6) C22 0.0492(12) 0.0221(8) 0.0249(8) 0.0046(6) 0.0115(8) -0.0068(7) C23 0.0816(19) 0.0215(9) 0.0382(11) 0.0074(8) 0.0190(12) -0.0117(10) C31 0.0195(6) 0.0164(6) 0.0157(6) 0.0029(5) 0.0014(5) 0.0043(5) C32 0.0257(7) 0.0190(7) 0.0174(7) 0.0028(5) 0.0042(6) 0.0074(5) C33 0.0363(9) 0.0188(7) 0.0228(8) 0.0015(6) 0.0033(7) 0.0098(6) C34 0.0424(11) 0.0209(8) 0.0291(9) 0.0061(7) 0.0013(8) 0.0133(7) C35 0.0464(11) 0.0239(8) 0.0284(9) 0.0124(7) 0.0048(8) 0.0102(8) C36 0.0321(9) 0.0230(7) 0.0187(7) 0.0072(6) 0.0029(6) 0.0079(6) C41 0.0128(6) 0.0189(6) 0.0184(6) 0.0022(5) 0.0008(5) 0.0022(5) C42 0.0167(6) 0.0188(7) 0.0269(8) 0.0040(6) 0.0024(6) 0.0024(5) C43 0.0216(7) 0.0232(7) 0.0380(10) 0.0091(7) 0.0079(7) 0.0015(6) C44 0.0159(7) 0.0268(8) 0.0444(11) 0.0047(7) 0.0062(7) -0.0014(6) C45 0.0140(6) 0.0275(8) 0.0317(9) 0.0037(7) 0.0033(6) 0.0047(6) C46 0.0154(6) 0.0228(7) 0.0221(7) 0.0032(6) -0.0001(5) 0.0026(5) C51 0.0211(7) 0.0249(7) 0.0132(6) 0.0019(5) 0.0021(5) 0.0073(6) C52 0.0258(8) 0.0279(8) 0.0171(7) -0.0030(6) 0.0004(6) 0.0077(6) C53 0.0392(10) 0.0412(11) 0.0157(7) -0.0049(7) -0.0009(7) 0.0190(8) C54 0.0468(12) 0.0535(13) 0.0180(8) 0.0058(8) 0.0120(8) 0.0249(10) C55 0.0403(11) 0.0494(12) 0.0219(8) 0.0135(8) 0.0141(8) 0.0165(9) C56 0.0258(8) 0.0335(9) 0.0183(7) 0.0084(6) 0.0078(6) 0.0082(6) O1 0.0169(5) 0.0183(5) 0.0203(5) 0.0096(4) 0.0020(4) 0.0038(4) O2 0.0261(6) 0.0137(5) 0.0231(6) 0.0026(4) -0.0017(4) 0.0021(4) O3 0.0276(6) 0.0161(5) 0.0258(6) 0.0038(4) 0.0016(5) 0.0043(4) O4 0.0561(10) 0.0468(9) 0.0385(9) -0.0167(7) 0.0304(8) -0.0216(8) O5 0.0339(7) 0.0230(6) 0.0341(7) 0.0044(5) 0.0169(6) 0.0002(5) P1 0.01315(15) 0.01599(15) 0.01228(15) 0.00166(12) 0.00126(12) 0.00296(12) Cl1 0.02100(16) 0.01915(15) 0.01983(16) 0.00267(12) 0.00585(13) 0.00690(12) Cl2 0.01749(15) 0.02344(16) 0.01658(15) 0.00567(12) 0.00565(12) 0.00572(12) Ru1 0.01065(5) 0.01278(5) 0.01394(5) 0.00339(4) 0.00213(4) 0.00132(3) _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 C1 C6 1.407(2) . ? C1 C2 1.408(2) . ? C1 C7 1.468(2) . ? C2 C3 1.389(2) . ? C2 H2 0.9300 . N C3 C4 1.382(3) . ? C3 H3 0.9300 . N C4 C5 1.392(3) . ? C4 H4 0.9300 . N C5 C6 1.389(2) . ? C5 H5 0.9300 . N C6 O1 1.3643(19) . ? C7 C8 1.484(2) . ? C7 Ru1 1.8546(14) . ? C8 C20 1.346(2) . ? C8 C9 1.504(2) . ? C9 O2 1.460(2) . ? C9 H9A 0.9700 . N C9 H9B 0.9700 . N C10 O3 1.2066(19) . ? C10 O2 1.3375(18) . ? C10 C11 1.508(2) . ? C11 C12 1.522(2) . ? C11 H11A 0.9700 . N C11 H11B 0.9700 . N C12 C13 1.503(2) . ? C12 H12A 0.9700 . N C12 H12B 0.9700 . N C13 O4 1.196(2) . ? C13 O5 1.333(2) . ? C14 O5 1.444(2) . ? C14 H14A 0.9600 . N C14 H14B 0.9600 . N C14 H14C 0.9600 . N C15 O1 1.4749(19) . ? C15 C16 1.508(3) . ? C15 C17 1.519(2) . ? C15 H15 0.9800 . N C16 H16A 0.9600 . N C16 H16B 0.9600 . N C16 H16C 0.9600 . N C17 H17A 0.9600 . N C17 H17B 0.9600 . N C17 H17C 0.9600 . N C20 C21 1.468(2) . ? C20 H20 0.9300 . N C21 C26B 1.375(4) . ? C21 C22 1.396(3) . ? C21 C26A 1.448(4) . ? C22 C23 1.389(3) . ? C22 H22 0.9300 . N C23 C24A 1.378(5) . ? C23 C24B 1.415(4) . ? C23 H23 0.9300 . N C24A C25A 1.390(7) . ? C24A H24A 0.9300 . N C25A C26A 1.387(6) . ? C25A H25A 0.9300 . N C26A H26A 0.9300 . N C24B C25B 1.385(5) . ? C24B H24B 0.9300 . N C25B C26B 1.391(5) . ? C25B H25B 0.9300 . N C26B H26B 0.9300 . N C31 C32 1.538(2) . ? C31 C36 1.542(2) . ? C31 P1 1.8803(15) . ? C31 H31 0.9800 . N C32 C33 1.535(2) . ? C32 H32A 0.9700 . N C32 H32B 0.9700 . N C33 C34 1.527(3) . ? C33 H33A 0.9700 . N C33 H33B 0.9700 . N C34 C35 1.520(3) . ? C34 H34A 0.9700 . N C34 H34B 0.9700 . N C35 C36 1.535(3) . ? C35 H35A 0.9700 . N C35 H35B 0.9700 . N C36 H36A 0.9700 . N C36 H36B 0.9700 . N C41 C46 1.539(2) . ? C41 C42 1.543(2) . ? C41 P1 1.8548(15) . ? C41 H41 0.9800 . N C42 C43 1.528(2) . ? C42 H42A 0.9700 . N C42 H42B 0.9700 . N C43 C44 1.531(3) . ? C43 H43A 0.9700 . N C43 H43B 0.9700 . N C44 C45 1.521(3) . ? C44 H44A 0.9700 . N C44 H44B 0.9700 . N C45 C46 1.533(2) . ? C45 H45A 0.9700 . N C45 H45B 0.9700 . N C46 H46A 0.9700 . N C46 H46B 0.9700 . N C51 C56 1.536(2) . ? C51 C52 1.537(2) . ? C51 P1 1.8622(16) . ? C51 H51 0.9800 . N C52 C53 1.530(3) . ? C52 H52A 0.9700 . N C52 H52B 0.9700 . N C53 C54 1.522(3) . ? C53 H53A 0.9700 . N C53 H53B 0.9700 . N C54 C55 1.518(3) . ? C54 H54A 0.9700 . N C54 H54B 0.9700 . N C55 C56 1.534(2) . ? C55 H55A 0.9700 . N C55 H55B 0.9700 . N C56 H56A 0.9700 . N C56 H56B 0.9700 . N O1 Ru1 2.2380(11) . ? P1 Ru1 2.3114(4) . ? Cl1 Ru1 2.3284(4) . ? Cl2 Ru1 2.3511(4) . ? C97A O6 1.259(11) . ? C97A C98A 1.514(13) . ? C97A H97A 0.9700 . N C97A H97B 0.9700 . N C98A H98A 0.9600 . N C98A H98B 0.9600 . N C98A H98C 0.9600 . N C97B O6 1.022(13) 2_575 ? C97B C98B 1.342(14) . ? C97B H97C 0.9700 . N C97B H97D 0.9700 . N C98B H98D 0.9600 . N C98B H98E 0.9600 . N C98B H98F 0.9600 . N O6 C97B 1.022(13) 2_575 ? O6 C97A 1.411(13) 2_575 ? 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 C6 C1 C2 117.96(14) . . ? C6 C1 C7 118.85(13) . . ? C2 C1 C7 123.19(15) . . ? C3 C2 C1 120.62(17) . . ? C3 C2 H2 119.7 . . N C1 C2 H2 119.7 . . N C4 C3 C2 119.81(17) . . ? C4 C3 H3 120.1 . . N C2 C3 H3 120.1 . . N C3 C4 C5 121.36(16) . . ? C3 C4 H4 119.3 . . N C5 C4 H4 119.3 . . N C6 C5 C4 118.58(18) . . ? C6 C5 H5 120.7 . . N C4 C5 H5 120.7 . . N O1 C6 C5 124.70(15) . . ? O1 C6 C1 113.65(13) . . ? C5 C6 C1 121.65(15) . . ? C1 C7 C8 116.53(12) . . ? C1 C7 Ru1 115.63(10) . . ? C8 C7 Ru1 127.77(11) . . ? C20 C8 C7 119.37(14) . . ? C20 C8 C9 126.36(14) . . ? C7 C8 C9 114.12(13) . . ? O2 C9 C8 107.16(12) . . ? O2 C9 H9A 110.3 . . N C8 C9 H9A 110.3 . . N O2 C9 H9B 110.3 . . N C8 C9 H9B 110.3 . . N H9A C9 H9B 108.5 . . N O3 C10 O2 124.32(15) . . ? O3 C10 C11 124.48(14) . . ? O2 C10 C11 111.18(13) . . ? C10 C11 C12 111.67(14) . . ? C10 C11 H11A 109.3 . . N C12 C11 H11A 109.3 . . N C10 C11 H11B 109.3 . . N C12 C11 H11B 109.3 . . N H11A C11 H11B 107.9 . . N C13 C12 C11 110.63(14) . . ? C13 C12 H12A 109.5 . . N C11 C12 H12A 109.5 . . N C13 C12 H12B 109.5 . . N C11 C12 H12B 109.5 . . N H12A C12 H12B 108.1 . . N O4 C13 O5 123.57(17) . . ? O4 C13 C12 124.73(17) . . ? O5 C13 C12 111.70(14) . . ? O5 C14 H14A 109.5 . . N O5 C14 H14B 109.5 . . N H14A C14 H14B 109.5 . . N O5 C14 H14C 109.5 . . N H14A C14 H14C 109.5 . . N H14B C14 H14C 109.5 . . N O1 C15 C16 107.12(13) . . ? O1 C15 C17 109.35(13) . . ? C16 C15 C17 113.28(15) . . ? O1 C15 H15 109.0 . . N C16 C15 H15 109.0 . . N C17 C15 H15 109.0 . . N C15 C16 H16A 109.5 . . N C15 C16 H16B 109.5 . . N H16A C16 H16B 109.5 . . N C15 C16 H16C 109.5 . . N H16A C16 H16C 109.5 . . N H16B C16 H16C 109.5 . . N C15 C17 H17A 109.5 . . N C15 C17 H17B 109.5 . . N H17A C17 H17B 109.5 . . N C15 C17 H17C 109.5 . . N H17A C17 H17C 109.5 . . N H17B C17 H17C 109.5 . . N C8 C20 C21 132.32(15) . . ? C8 C20 H20 113.8 . . N C21 C20 H20 113.8 . . N C26B C21 C22 118.5(2) . . ? C26B C21 C26A 19.47(19) . . ? C22 C21 C26A 115.7(2) . . ? C26B C21 C20 114.1(2) . . ? C22 C21 C20 126.35(16) . . ? C26A C21 C20 117.3(2) . . ? C23 C22 C21 120.88(18) . . ? C23 C22 H22 119.6 . . N C21 C22 H22 119.6 . . N C24A C23 C22 122.1(3) . . ? C24A C23 C24B 22.0(2) . . ? C22 C23 C24B 118.1(2) . . ? C24A C23 H23 118.9 . . N C22 C23 H23 118.9 . . N C24B C23 H23 118.2 . . N C23 C24A C25A 117.9(4) . . ? C23 C24A H24A 121.1 . . N C25A C24A H24A 121.1 . . N C26A C25A C24A 120.1(5) . . ? C26A C25A H25A 119.9 . . N C24A C25A H25A 119.9 . . N C25A C26A C21 121.6(4) . . ? C25A C26A H26A 119.2 . . N C21 C26A H26A 119.2 . . N C25B C24B C23 120.2(3) . . ? C25B C24B H24B 119.9 . . N C23 C24B H24B 119.9 . . N C24B C25B C26B 119.6(4) . . ? C24B C25B H25B 120.2 . . N C26B C25B H25B 120.2 . . N C21 C26B C25B 121.0(3) . . ? C21 C26B H26B 119.5 . . N C25B C26B H26B 119.5 . . N C32 C31 C36 109.46(13) . . ? C32 C31 P1 111.71(11) . . ? C36 C31 P1 117.90(11) . . ? C32 C31 H31 105.6 . . N C36 C31 H31 105.6 . . N P1 C31 H31 105.6 . . N C33 C32 C31 111.37(14) . . ? C33 C32 H32A 109.4 . . N C31 C32 H32A 109.4 . . N C33 C32 H32B 109.4 . . N C31 C32 H32B 109.4 . . N H32A C32 H32B 108.0 . . N C34 C33 C32 111.63(14) . . ? C34 C33 H33A 109.3 . . N C32 C33 H33A 109.3 . . N C34 C33 H33B 109.3 . . N C32 C33 H33B 109.3 . . N H33A C33 H33B 108.0 . . N C35 C34 C33 110.81(15) . . ? C35 C34 H34A 109.5 . . N C33 C34 H34A 109.5 . . N C35 C34 H34B 109.5 . . N C33 C34 H34B 109.5 . . N H34A C34 H34B 108.1 . . N C34 C35 C36 111.66(17) . . ? C34 C35 H35A 109.3 . . N C36 C35 H35A 109.3 . . N C34 C35 H35B 109.3 . . N C36 C35 H35B 109.3 . . N H35A C35 H35B 107.9 . . N C35 C36 C31 110.65(14) . . ? C35 C36 H36A 109.5 . . N C31 C36 H36A 109.5 . . N C35 C36 H36B 109.5 . . N C31 C36 H36B 109.5 . . N H36A C36 H36B 108.1 . . N C46 C41 C42 112.06(13) . . ? C46 C41 P1 115.43(11) . . ? C42 C41 P1 111.59(10) . . ? C46 C41 H41 105.6 . . N C42 C41 H41 105.6 . . N P1 C41 H41 105.6 . . N C43 C42 C41 110.88(13) . . ? C43 C42 H42A 109.5 . . N C41 C42 H42A 109.5 . . N C43 C42 H42B 109.5 . . N C41 C42 H42B 109.5 . . N H42A C42 H42B 108.1 . . N C42 C43 C44 111.16(16) . . ? C42 C43 H43A 109.4 . . N C44 C43 H43A 109.4 . . N C42 C43 H43B 109.4 . . N C44 C43 H43B 109.4 . . N H43A C43 H43B 108.0 . . N C45 C44 C43 110.67(15) . . ? C45 C44 H44A 109.5 . . N C43 C44 H44A 109.5 . . N C45 C44 H44B 109.5 . . N C43 C44 H44B 109.5 . . N H44A C44 H44B 108.1 . . N C44 C45 C46 111.38(14) . . ? C44 C45 H45A 109.4 . . N C46 C45 H45A 109.4 . . N C44 C45 H45B 109.4 . . N C46 C45 H45B 109.4 . . N H45A C45 H45B 108.0 . . N C45 C46 C41 110.85(14) . . ? C45 C46 H46A 109.5 . . N C41 C46 H46A 109.5 . . N C45 C46 H46B 109.5 . . N C41 C46 H46B 109.5 . . N H46A C46 H46B 108.1 . . N C56 C51 C52 110.64(14) . . ? C56 C51 P1 109.73(11) . . ? C52 C51 P1 118.27(12) . . ? C56 C51 H51 105.8 . . N C52 C51 H51 105.8 . . N P1 C51 H51 105.8 . . N C53 C52 C51 110.13(16) . . ? C53 C52 H52A 109.6 . . N C51 C52 H52A 109.6 . . N C53 C52 H52B 109.6 . . N C51 C52 H52B 109.6 . . N H52A C52 H52B 108.1 . . N C54 C53 C52 112.26(16) . . ? C54 C53 H53A 109.2 . . N C52 C53 H53A 109.2 . . N C54 C53 H53B 109.2 . . N C52 C53 H53B 109.2 . . N H53A C53 H53B 107.9 . . N C55 C54 C53 110.61(16) . . ? C55 C54 H54A 109.5 . . N C53 C54 H54A 109.5 . . N C55 C54 H54B 109.5 . . N C53 C54 H54B 109.5 . . N H54A C54 H54B 108.1 . . N C54 C55 C56 110.81(18) . . ? C54 C55 H55A 109.5 . . N C56 C55 H55A 109.5 . . N C54 C55 H55B 109.5 . . N C56 C55 H55B 109.5 . . N H55A C55 H55B 108.1 . . N C55 C56 C51 111.39(16) . . ? C55 C56 H56A 109.3 . . N C51 C56 H56A 109.3 . . N C55 C56 H56B 109.3 . . N C51 C56 H56B 109.3 . . N H56A C56 H56B 108.0 . . N C6 O1 C15 119.28(12) . . ? C6 O1 Ru1 109.80(9) . . ? C15 O1 Ru1 130.51(10) . . ? C10 O2 C9 118.06(12) . . ? C13 O5 C14 115.86(15) . . ? C41 P1 C51 105.67(7) . . ? C41 P1 C31 105.16(7) . . ? C51 P1 C31 102.03(7) . . ? C41 P1 Ru1 104.20(5) . . ? C51 P1 Ru1 119.73(5) . . ? C31 P1 Ru1 118.63(5) . . ? C7 Ru1 O1 80.60(5) . . ? C7 Ru1 P1 105.27(5) . . ? O1 Ru1 P1 174.11(3) . . ? C7 Ru1 Cl1 100.04(4) . . ? O1 Ru1 Cl1 83.84(3) . . ? P1 Ru1 Cl1 94.602(14) . . ? C7 Ru1 Cl2 101.39(4) . . ? O1 Ru1 Cl2 86.37(3) . . ? P1 Ru1 Cl2 92.745(13) . . ? Cl1 Ru1 Cl2 154.609(15) . . ? O6 C97A C98A 113.8(10) . . ? O6 C97A H97A 108.8 . . N C98A C97A H97A 108.8 . . N O6 C97A H97B 108.8 . . N C98A C97A H97B 108.8 . . N H97A C97A H97B 107.7 . . N C97A C98A H98A 109.5 . . N C97A C98A H98B 109.5 . . N H98A C98A H98B 109.5 . . N C97A C98A H98C 109.5 . . N H98A C98A H98C 109.5 . . N H98B C98A H98C 109.5 . . N O6 C97B C98B 130.5(14) 2_575 . ? O6 C97B H97C 104.6 2_575 . N C98B C97B H97C 104.6 . . N O6 C97B H97D 104.6 2_575 . N C98B C97B H97D 104.6 . . N H97C C97B H97D 105.7 . . N C97B C98B H98D 109.5 . . N C97B C98B H98E 109.5 . . N H98D C98B H98E 109.5 . . N C97B C98B H98F 109.5 . . N H98D C98B H98F 109.5 . . N H98E C98B H98F 109.5 . . N C97B O6 C97A 45.0(8) 2_575 . ? C97B O6 C97A 140.5(11) 2_575 2_575 ? C97A O6 C97A 149.8(6) . 2_575 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 33.11 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.921 _refine_diff_density_min -0.736 _refine_diff_density_rms 0.090 #===END ############################################################################ # # # # # ### # # ### ### # ### # # ### # # ### # ### # # # # # # # # # # # # # ## ## # ## # # # # # # # # # # ### # # ### ### # ### # # # ### # ## # ### ### # # # # # # # # # # # # # # # # # # ## # # # ### ### # # ### ### # # ### # # # # # # # # # # # # # # # # # ### ### ### # # # # # ## ## # # # # # # # # # # # # # # # ### # ### ### # ### # # # # # # # # # ## # # # # # # # # # # # ### # # # # # ### # # # # # ############################################################################ ############################################################################ # # # This Supplementary Material is written in the Crystallographic # # Information File (CIF) format. For further details see: S.R. Hall, # # F.H. Allen and I.D. Brown, Acta Cryst. (1991) A47, 655-685. # # # ############################################################################ data_5060 ############################################################################ # # _publ_requested_journal 'test' #_publ_requested_category ?FI ; full inorganic #_publ_requested_category ?FM ; full organometallic #_publ_requested_category ?FO ; full organic #?If CI, CM or CO remember to remove section "..._molecular_graphics" #_publ_requested_category ?CI ; electronic inorganic #_publ_requested_category ?CM ; electronic organometallic #_publ_requested_category ?CO ; electronic organic _publ_section_title ; Bidentate Ruthenium Vinylcarbene Catalysts Derived from Enyne Metathesis ; loop_ _publ_author_name _publ_author_address 'A. F\"urstner' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'P. W. Davies' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; 'c.w. Lehmann' ; Max-Planck-Institut f\"ur Kohlenforschung Kaiser-Wilhelm-Platz 1 D-45470 M\"ulheim an der Ruhr Germany ; # # ############################################################################ _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_compound_source 'pentane/dichloromethane' _chemical_formula_moiety 'C44 H55 Cl2 O P Ru' _chemical_formula_sum 'C44 H55 Cl2 O P Ru' _chemical_formula_weight 802.82 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ru' 'Ru' -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 15.66000(10) _cell_length_b 16.27930(10) _cell_length_c 16.81110(10) _cell_angle_alpha 90.00 _cell_angle_beta 114.20 _cell_angle_gamma 90.00 _cell_volume 3909.03(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100 _cell_measurement_reflns_used 114894 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 31.00 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.364 _exptl_crystal_density_method none _exptl_crystal_F_000 1680 _exptl_absorpt_coefficient_mu 0.612 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details 'Scalepack, Otwinowski (1997)' _exptl_absorpt_correction_T_min 1 _exptl_absorpt_correction_T_max 1 _diffrn_ambient_temperature 100 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.3 mm focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD \w-scan' _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 103391 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_sigmaI/netI 0.0164 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 5.13 _diffrn_reflns_theta_max 31.00 _reflns_number_total 12363 _reflns_number_gt 11581 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect software (Nonius, 1998)' _computing_cell_refinement 'Denzo / Scalepack (Otwinowski 1997)' _computing_data_reduction 'Denzo / Scalepack (Otwinowski 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Crystal Impact GbR, 1999)' _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^)+(0.0305P)^2^+3.1691P] 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_number_reflns 12363 _refine_ls_number_parameters 444 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0284 _refine_ls_R_factor_gt 0.0260 _refine_ls_wR_factor_ref 0.0672 _refine_ls_wR_factor_gt 0.0656 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _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 Ru1 Ru 0.286203(6) 0.659446(5) 0.407509(6) 0.01138(3) Uani 1 1 d . . . Cl1 Cl 0.19382(2) 0.625819(18) 0.262026(18) 0.01893(6) Uani 1 1 d . . . Cl2 Cl 0.42795(2) 0.673273(18) 0.530670(19) 0.01785(6) Uani 1 1 d . . . P1 P 0.26532(2) 0.798692(18) 0.378234(19) 0.01315(6) Uani 1 1 d . . . O1 O 0.31456(6) 0.52352(5) 0.42762(6) 0.01607(16) Uani 1 1 d . . . C1 C -0.08322(8) 0.71883(8) 0.32731(8) 0.0163(2) Uani 1 1 d . . . C1A C -0.07741(8) 0.78310(8) 0.39207(8) 0.0165(2) Uani 1 1 d . . . C2 C -0.13861(10) 0.84567(9) 0.39141(9) 0.0224(2) Uani 1 1 d . . . H2 H -0.1992 0.8498 0.3452 0.027 Uiso 1 1 calc R . . C3 C -0.10907(11) 0.90214(9) 0.45997(10) 0.0273(3) Uani 1 1 d . . . H3 H -0.1496 0.9458 0.4593 0.033 Uiso 1 1 calc R . . C4 C -0.02156(11) 0.89578(9) 0.52918(10) 0.0263(3) Uani 1 1 d . . . H4 H -0.0037 0.9341 0.5758 0.032 Uiso 1 1 calc R . . C5 C 0.04024(9) 0.83342(8) 0.53056(9) 0.0202(2) Uani 1 1 d . . . H5 H 0.1000 0.8287 0.5777 0.024 Uiso 1 1 calc R . . C5A C 0.01220(8) 0.77842(8) 0.46138(8) 0.0156(2) Uani 1 1 d . . . C6 C 0.06457(8) 0.71317(7) 0.43998(8) 0.0146(2) Uani 1 1 d . . . C7 C 0.00139(8) 0.67973(8) 0.35571(8) 0.0162(2) Uani 1 1 d . . . H7 H 0.0168 0.6372 0.3252 0.019 Uiso 1 1 calc R . . C8 C 0.15497(8) 0.69303(7) 0.48819(8) 0.0145(2) Uani 1 1 d . . . H8 H 0.1858 0.7200 0.5427 0.017 Uiso 1 1 calc R . . C9 C 0.20912(8) 0.63309(7) 0.46317(7) 0.01321(19) Uani 1 1 d . . . C11 C -0.16573(9) 0.70191(8) 0.24587(9) 0.0190(2) Uani 1 1 d . . . C12 C -0.25668(9) 0.70856(10) 0.24228(10) 0.0248(3) Uani 1 1 d . . . H12 H -0.2651 0.7229 0.2934 0.030 Uiso 1 1 calc R . . C13 C -0.33462(10) 0.69438(11) 0.16461(11) 0.0316(3) Uani 1 1 d . . . H13 H -0.3958 0.6994 0.1630 0.038 Uiso 1 1 calc R . . C14 C -0.32328(11) 0.67294(12) 0.08959(11) 0.0343(3) Uani 1 1 d . . . H14 H -0.3765 0.6640 0.0365 0.041 Uiso 1 1 calc R . . C15 C -0.23333(11) 0.66460(11) 0.09269(10) 0.0311(3) Uani 1 1 d . . . H15 H -0.2253 0.6491 0.0417 0.037 Uiso 1 1 calc R . . C16 C -0.15536(10) 0.67885(9) 0.17006(9) 0.0231(3) Uani 1 1 d . . . H16 H -0.0944 0.6729 0.1715 0.028 Uiso 1 1 calc R . . C21 C 0.20796(8) 0.54748(8) 0.48886(8) 0.0161(2) Uani 1 1 d . . . C22 C 0.15296(10) 0.51982(9) 0.53187(9) 0.0215(2) Uani 1 1 d . . . H22 H 0.1152 0.5577 0.5460 0.026 Uiso 1 1 calc R . . C23 C 0.15339(12) 0.43750(9) 0.55390(10) 0.0287(3) Uani 1 1 d . . . H23 H 0.1161 0.4192 0.5829 0.034 Uiso 1 1 calc R . . C24 C 0.20878(12) 0.38204(9) 0.53316(10) 0.0300(3) Uani 1 1 d . . . H24 H 0.2084 0.3257 0.5479 0.036 Uiso 1 1 calc R . . C25 C 0.26478(11) 0.40731(8) 0.49127(9) 0.0243(3) Uani 1 1 d . . . H25 H 0.3028 0.3690 0.4779 0.029 Uiso 1 1 calc R . . C26 C 0.26380(9) 0.48989(8) 0.46934(8) 0.0170(2) Uani 1 1 d . . . C27 C 0.43529(9) 0.52224(9) 0.37441(9) 0.0219(2) Uani 1 1 d . . . H27A H 0.4009 0.5566 0.3234 0.033 Uiso 1 1 calc R . . H27B H 0.4797 0.4873 0.3625 0.033 Uiso 1 1 calc R . . H27C H 0.4695 0.5574 0.4248 0.033 Uiso 1 1 calc R . . C28 C 0.36718(9) 0.46890(8) 0.39380(8) 0.0185(2) Uani 1 1 d . . . H28 H 0.4029 0.4279 0.4397 0.022 Uiso 1 1 calc R . . C29 C 0.29978(10) 0.42387(9) 0.31342(9) 0.0254(3) Uani 1 1 d . . . H29A H 0.2553 0.3921 0.3285 0.038 Uiso 1 1 calc R . . H29B H 0.3350 0.3867 0.2921 0.038 Uiso 1 1 calc R . . H29C H 0.2656 0.4638 0.2678 0.038 Uiso 1 1 calc R . . C31 C 0.32148(8) 0.87479(7) 0.46716(8) 0.0163(2) Uani 1 1 d . . . H31 H 0.2988 0.9298 0.4405 0.020 Uiso 1 1 calc R . . C32 C 0.28470(9) 0.86419(8) 0.53805(8) 0.0196(2) Uani 1 1 d . . . H32A H 0.2154 0.8640 0.5106 0.024 Uiso 1 1 calc R . . H32B H 0.3058 0.8105 0.5672 0.024 Uiso 1 1 calc R . . C33 C 0.31842(11) 0.93236(9) 0.60616(9) 0.0251(3) Uani 1 1 d . . . H33A H 0.2906 0.9853 0.5786 0.030 Uiso 1 1 calc R . . H33B H 0.2970 0.9208 0.6529 0.030 Uiso 1 1 calc R . . C34 C 0.42480(11) 0.93940(9) 0.64591(9) 0.0260(3) Uani 1 1 d . . . H34A H 0.4525 0.8893 0.6801 0.031 Uiso 1 1 calc R . . H34B H 0.4442 0.9870 0.6861 0.031 Uiso 1 1 calc R . . C35 C 0.46121(10) 0.95026(8) 0.57517(9) 0.0218(2) Uani 1 1 d . . . H35A H 0.5305 0.9520 0.6025 0.026 Uiso 1 1 calc R . . H35B H 0.4384 1.0032 0.5449 0.026 Uiso 1 1 calc R . . C36 C 0.42898(9) 0.88029(8) 0.50859(8) 0.0190(2) Uani 1 1 d . . . H36A H 0.4557 0.8277 0.5378 0.023 Uiso 1 1 calc R . . H36B H 0.4519 0.8901 0.4626 0.023 Uiso 1 1 calc R . . C41 C 0.14358(9) 0.84158(7) 0.31947(8) 0.0158(2) Uani 1 1 d . . . H41 H 0.1034 0.8113 0.3430 0.019 Uiso 1 1 calc R . . C42 C 0.13131(9) 0.93365(8) 0.33403(9) 0.0202(2) Uani 1 1 d . . . H42A H 0.1535 0.9446 0.3973 0.024 Uiso 1 1 calc R . . H42B H 0.1698 0.9667 0.3117 0.024 Uiso 1 1 calc R . . C43 C 0.02806(10) 0.95945(9) 0.28715(9) 0.0230(3) Uani 1 1 d . . . H43A H -0.0094 0.9299 0.3133 0.028 Uiso 1 1 calc R . . H43B H 0.0225 1.0191 0.2957 0.028 Uiso 1 1 calc R . . C44 C -0.01097(10) 0.94085(9) 0.19004(9) 0.0251(3) Uani 1 1 d . . . H44A H 0.0227 0.9739 0.1626 0.030 Uiso 1 1 calc R . . H44B H -0.0781 0.9559 0.1624 0.030 Uiso 1 1 calc R . . C45 C 0.00024(10) 0.84978(9) 0.17555(10) 0.0258(3) Uani 1 1 d . . . H45A H -0.0229 0.8389 0.1122 0.031 Uiso 1 1 calc R . . H45B H -0.0381 0.8172 0.1984 0.031 Uiso 1 1 calc R . . C46 C 0.10252(10) 0.82290(9) 0.22092(9) 0.0233(3) Uani 1 1 d . . . H46A H 0.1398 0.8518 0.1942 0.028 Uiso 1 1 calc R . . H46B H 0.1070 0.7632 0.2121 0.028 Uiso 1 1 calc R . . C51 C 0.32229(9) 0.81206(8) 0.30104(8) 0.0178(2) Uani 1 1 d . . . H51 H 0.2784 0.7872 0.2447 0.021 Uiso 1 1 calc R . . C52 C 0.33730(10) 0.90130(8) 0.27950(9) 0.0211(2) Uani 1 1 d . . . H52A H 0.3750 0.9309 0.3342 0.025 Uiso 1 1 calc R . . H52B H 0.2759 0.9292 0.2517 0.025 Uiso 1 1 calc R . . C53 C 0.38769(10) 0.90504(9) 0.21786(9) 0.0235(3) Uani 1 1 d . . . H53A H 0.3466 0.8818 0.1604 0.028 Uiso 1 1 calc R . . H53B H 0.4007 0.9630 0.2090 0.028 Uiso 1 1 calc R . . C54 C 0.47974(10) 0.85690(10) 0.25558(10) 0.0259(3) Uani 1 1 d . . . H54A H 0.5114 0.8605 0.2154 0.031 Uiso 1 1 calc R . . H54B H 0.5217 0.8811 0.3122 0.031 Uiso 1 1 calc R . . C55 C 0.46054(10) 0.76732(9) 0.26838(9) 0.0235(3) Uani 1 1 d . . . H55A H 0.5202 0.7364 0.2919 0.028 Uiso 1 1 calc R . . H55B H 0.4198 0.7429 0.2114 0.028 Uiso 1 1 calc R . . C56 C 0.41273(9) 0.76001(8) 0.33139(9) 0.0198(2) Uani 1 1 d . . . H56A H 0.4566 0.7784 0.3901 0.024 Uiso 1 1 calc R . . H56B H 0.3972 0.7017 0.3357 0.024 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 Ru1 0.01170(4) 0.01232(4) 0.00971(4) 0.00066(3) 0.00395(3) 0.00066(3) Cl1 0.02319(14) 0.01719(12) 0.01142(11 -0.00056(9) 0.00204(10) 0.00258(10) Cl2 0.01450(12) 0.01918(12) 0.01592(12 -0.00118(10) 0.00221(10) 0.00114(9) P1 0.01504(13) 0.01289(12) 0.01038(12) 0.00090(9) 0.00405(10 -0.00060(10) O1 0.0173(4) 0.0139(4) 0.0162(4) 0.0005(3) 0.0060(3) 0.0023(3) C1 0.0138(5) 0.0177(5) 0.0169(5) 0.0025(4) 0.0058(4) -0.0015(4) C1A 0.0150(5) 0.0186(5) 0.0169(5) 0.0032(4) 0.0075(4) 0.0010(4) C2 0.0188(6) 0.0255(6) 0.0235(6) 0.0051(5) 0.0091(5) 0.0062(5) C3 0.0273(7) 0.0273(7) 0.0305(7) 0.0007(6) 0.0152(6) 0.0097(5) C4 0.0294(7) 0.0278(7) 0.0251(6) -0.0054(5) 0.0145(6) 0.0029(5) C5 0.0199(6) 0.0249(6) 0.0175(5) -0.0014(4) 0.0093(5) 0.0006(5) C5A 0.0144(5) 0.0186(5) 0.0152(5) 0.0024(4) 0.0074(4) 0.0009(4) C6 0.0136(5) 0.0161(5) 0.0145(5) 0.0017(4) 0.0062(4) -0.0007(4) C7 0.0143(5) 0.0173(5) 0.0162(5) -0.0003(4) 0.0056(4) -0.0013(4) C8 0.0144(5) 0.0167(5) 0.0129(5) 0.0014(4) 0.0062(4) -0.0005(4) C9 0.0118(4) 0.0155(5) 0.0110(4) 0.0014(4) 0.0032(4) -0.0005(4) C11 0.0149(5) 0.0198(5) 0.0192(5) 0.0025(4) 0.0039(4) -0.0016(4) C12 0.0164(6) 0.0314(7) 0.0241(6) 0.0003(5) 0.0057(5) -0.0024(5) C13 0.0147(6) 0.0422(9) 0.0315(8) -0.0022(6) 0.0030(5) -0.0041(6) C14 0.0198(7) 0.0465(9) 0.0268(7) -0.0061(7) -0.0003(6) -0.0062(6) C15 0.0255(7) 0.0409(9) 0.0220(7) -0.0076(6) 0.0047(6) -0.0062(6) C16 0.0184(6) 0.0264(6) 0.0219(6) -0.0024(5) 0.0055(5) -0.0028(5) C21 0.0164(5) 0.0168(5) 0.0132(5) 0.0020(4) 0.0041(4) -0.0018(4) C22 0.0235(6) 0.0215(6) 0.0200(6) 0.0028(5) 0.0096(5) -0.0038(5) C23 0.0352(8) 0.0252(7) 0.0281(7) 0.0070(5) 0.0156(6) -0.0068(6) C24 0.0394(8) 0.0187(6) 0.0294(7) 0.0082(5) 0.0115(6) -0.0038(6) C25 0.0292(7) 0.0155(5) 0.0245(6) 0.0035(5) 0.0073(5) 0.0011(5) C26 0.0177(5) 0.0159(5) 0.0138(5) 0.0019(4) 0.0028(4) -0.0009(4) C27 0.0206(6) 0.0234(6) 0.0218(6) -0.0027(5) 0.0086(5) 0.0039(5) C28 0.0183(5) 0.0168(5) 0.0175(5) -0.0025(4) 0.0043(4) 0.0054(4) C29 0.0260(6) 0.0229(6) 0.0222(6) -0.0078(5) 0.0048(5) 0.0019(5) C31 0.0161(5) 0.0160(5) 0.0141(5) -0.0019(4) 0.0035(4) 0.0006(4) C32 0.0221(6) 0.0232(6) 0.0140(5) -0.0011(4) 0.0078(4) -0.0041(5) C33 0.0292(7) 0.0281(7) 0.0191(6) -0.0067(5) 0.0111(5) -0.0007(5) C34 0.0340(7) 0.0257(6) 0.0162(6) -0.0047(5) 0.0081(5) -0.0078(5) C35 0.0223(6) 0.0203(6) 0.0185(6) -0.0029(5) 0.0040(5) -0.0017(5) C36 0.0186(5) 0.0186(5) 0.0176(5) -0.0016(4) 0.0051(4) -0.0026(4) C41 0.0167(5) 0.0142(5) 0.0139(5) 0.0028(4) 0.0038(4) 0.0011(4) C42 0.0206(6) 0.0192(5) 0.0182(5) 0.0005(4) 0.0053(5) 0.0035(4) C43 0.0214(6) 0.0241(6) 0.0222(6) 0.0042(5) 0.0078(5) 0.0081(5) C44 0.0220(6) 0.0231(6) 0.0238(6) 0.0040(5) 0.0028(5) 0.0057(5) C45 0.0212(6) 0.0199(6) 0.0239(6) 0.0013(5) -0.0034(5) 0.0014(5) C46 0.0234(6) 0.0204(6) 0.0168(6) -0.0013(5) -0.0013(5) 0.0050(5) C51 0.0195(5) 0.0189(5) 0.0158(5) 0.0018(4) 0.0082(4) -0.0024(4) C52 0.0249(6) 0.0208(6) 0.0189(6) 0.0024(4) 0.0104(5) -0.0017(5) C53 0.0242(6) 0.0280(6) 0.0213(6) 0.0060(5) 0.0123(5) -0.0019(5) C54 0.0236(6) 0.0329(7) 0.0238(6) 0.0032(5) 0.0124(5) -0.0030(5) C55 0.0233(6) 0.0284(7) 0.0220(6) -0.0021(5) 0.0124(5) 0.0003(5) C56 0.0218(6) 0.0198(5) 0.0199(6) 0.0010(4) 0.0106(5) 0.0006(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 Ru1 C9 1.8555(11) . ? Ru1 O1 2.2549(9) . ? Ru1 P1 2.3142(3) . ? Ru1 Cl1 2.3395(3) . ? Ru1 Cl2 2.3444(3) . ? P1 C31 1.8615(12) . ? P1 C51 1.8646(13) . ? P1 C41 1.8852(12) . ? O1 C26 1.3714(15) . ? O1 C28 1.4755(15) . ? C1 C7 1.3676(17) . ? C1 C11 1.4728(17) . ? C1 C1A 1.4855(18) . ? C1A C2 1.3956(18) . ? C1A C5A 1.4114(17) . ? C2 C3 1.396(2) . ? C2 H2 0.9500 . N C3 C4 1.391(2) . ? C3 H3 0.9500 . N C4 C5 1.3961(19) . ? C4 H4 0.9500 . N C5 C5A 1.3885(18) . ? C5 H5 0.9500 . N C5A C6 1.4740(17) . ? C6 C8 1.3519(16) . ? C6 C7 1.4604(17) . ? C7 H7 0.9500 . N C8 C9 1.4630(16) . ? C8 H8 0.9500 . N C9 C21 1.4614(16) . ? C11 C16 1.4005(19) . ? C11 C12 1.4049(18) . ? C12 C13 1.393(2) . ? C12 H12 0.9500 . N C13 C14 1.388(2) . ? C13 H13 0.9500 . N C14 C15 1.395(2) . ? C14 H14 0.9500 . N C15 C16 1.391(2) . ? C15 H15 0.9500 . N C16 H16 0.9500 . N C21 C22 1.4064(17) . ? C21 C26 1.4095(18) . ? C22 C23 1.3897(19) . ? C22 H22 0.9500 . N C23 C24 1.392(2) . ? C23 H23 0.9500 . N C24 C25 1.393(2) . ? C24 H24 0.9500 . N C25 C26 1.3925(17) . ? C25 H25 0.9500 . N C27 C28 1.511(2) . ? C27 H27A 0.9800 . N C27 H27B 0.9800 . N C27 H27C 0.9800 . N C28 C29 1.5192(18) . ? C28 H28 1.0000 . N C29 H29A 0.9800 . N C29 H29B 0.9800 . N C29 H29C 0.9800 . N C31 C32 1.5310(17) . ? C31 C36 1.5382(17) . ? C31 H31 1.0000 . N C32 C33 1.5250(19) . ? C32 H32A 0.9900 . N C32 H32B 0.9900 . N C33 C34 1.524(2) . ? C33 H33A 0.9900 . N C33 H33B 0.9900 . N C34 C35 1.525(2) . ? C34 H34A 0.9900 . N C34 H34B 0.9900 . N C35 C36 1.5302(18) . ? C35 H35A 0.9900 . N C35 H35B 0.9900 . N C36 H36A 0.9900 . N C36 H36B 0.9900 . N C41 C46 1.5417(18) . ? C41 C42 1.5434(17) . ? C41 H41 1.0000 . N C42 C43 1.5385(18) . ? C42 H42A 0.9900 . N C42 H42B 0.9900 . N C43 C44 1.521(2) . ? C43 H43A 0.9900 . N C43 H43B 0.9900 . N C44 C45 1.524(2) . ? C44 H44A 0.9900 . N C44 H44B 0.9900 . N C45 C46 1.5287(19) . ? C45 H45A 0.9900 . N C45 H45B 0.9900 . N C46 H46A 0.9900 . N C46 H46B 0.9900 . N C51 C52 1.5384(18) . ? C51 C56 1.5465(18) . ? C51 H51 1.0000 . N C52 C53 1.5397(18) . ? C52 H52A 0.9900 . N C52 H52B 0.9900 . N C53 C54 1.531(2) . ? C53 H53A 0.9900 . N C53 H53B 0.9900 . N C54 C55 1.522(2) . ? C54 H54A 0.9900 . N C54 H54B 0.9900 . N C55 C56 1.5319(18) . ? C55 H55A 0.9900 . N C55 H55B 0.9900 . N C56 H56A 0.9900 . N C56 H56B 0.9900 . N 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 C9 Ru1 O1 80.00(4) . . ? C9 Ru1 P1 105.62(4) . . ? O1 Ru1 P1 174.30(2) . . ? C9 Ru1 Cl1 102.81(4) . . ? O1 Ru1 Cl1 85.78(2) . . ? P1 Ru1 Cl1 91.947(11) . . ? C9 Ru1 Cl2 98.80(4) . . ? O1 Ru1 Cl2 84.54(2) . . ? P1 Ru1 Cl2 95.385(11) . . ? Cl1 Ru1 Cl2 154.361(12) . . ? C31 P1 C51 106.14(6) . . ? C31 P1 C41 102.57(5) . . ? C51 P1 C41 105.17(6) . . ? C31 P1 Ru1 120.14(4) . . ? C51 P1 Ru1 101.31(4) . . ? C41 P1 Ru1 119.90(4) . . ? C26 O1 C28 119.27(10) . . ? C26 O1 Ru1 110.40(7) . . ? C28 O1 Ru1 129.82(7) . . ? C7 C1 C11 126.34(12) . . ? C7 C1 C1A 108.21(11) . . ? C11 C1 C1A 125.44(11) . . ? C2 C1A C5A 119.54(12) . . ? C2 C1A C1 132.28(12) . . ? C5A C1A C1 107.97(10) . . ? C3 C2 C1A 118.68(13) . . ? C3 C2 H2 120.7 . . N C1A C2 H2 120.7 . . N C4 C3 C2 121.38(13) . . ? C4 C3 H3 119.3 . . N C2 C3 H3 119.3 . . N C3 C4 C5 120.43(13) . . ? C3 C4 H4 119.8 . . N C5 C4 H4 119.8 . . N C5A C5 C4 118.41(13) . . ? C5A C5 H5 120.8 . . N C4 C5 H5 120.8 . . N C5 C5A C1A 121.51(11) . . ? C5 C5A C6 130.74(11) . . ? C1A C5A C6 107.56(10) . . ? C8 C6 C7 128.15(11) . . ? C8 C6 C5A 125.39(11) . . ? C7 C6 C5A 106.37(10) . . ? C1 C7 C6 109.84(11) . . ? C1 C7 H7 125.1 . . N C6 C7 H7 125.1 . . N C6 C8 C9 125.26(11) . . ? C6 C8 H8 117.4 . . N C9 C8 H8 117.4 . . N C21 C9 C8 118.18(10) . . ? C21 C9 Ru1 117.32(9) . . ? C8 C9 Ru1 124.35(8) . . ? C16 C11 C12 118.38(12) . . ? C16 C11 C1 120.75(12) . . ? C12 C11 C1 120.87(12) . . ? C13 C12 C11 120.71(14) . . ? C13 C12 H12 119.6 . . N C11 C12 H12 119.6 . . N C14 C13 C12 120.25(14) . . ? C14 C13 H13 119.9 . . N C12 C13 H13 119.9 . . N C13 C14 C15 119.59(14) . . ? C13 C14 H14 120.2 . . N C15 C14 H14 120.2 . . N C16 C15 C14 120.32(15) . . ? C16 C15 H15 119.8 . . N C14 C15 H15 119.8 . . N C15 C16 C11 120.73(13) . . ? C15 C16 H16 119.6 . . N C11 C16 H16 119.6 . . N C22 C21 C26 118.42(12) . . ? C22 C21 C9 122.80(12) . . ? C26 C21 C9 118.78(11) . . ? C23 C22 C21 120.58(13) . . ? C23 C22 H22 119.7 . . N C21 C22 H22 119.7 . . N C24 C23 C22 119.62(13) . . ? C24 C23 H23 120.2 . . N C22 C23 H23 120.2 . . N C23 C24 C25 121.42(13) . . ? C23 C24 H24 119.3 . . N C25 C24 H24 119.3 . . N C26 C25 C24 118.56(14) . . ? C26 C25 H25 120.7 . . N C24 C25 H25 120.7 . . N O1 C26 C25 125.10(12) . . ? O1 C26 C21 113.49(10) . . ? C25 C26 C21 121.41(12) . . ? C28 C27 H27A 109.5 . . N C28 C27 H27B 109.5 . . N H27A C27 H27B 109.5 . . N C28 C27 H27C 109.5 . . N H27A C27 H27C 109.5 . . N H27B C27 H27C 109.5 . . N O1 C28 C27 106.98(10) . . ? O1 C28 C29 109.84(10) . . ? C27 C28 C29 112.33(12) . . ? O1 C28 H28 109.2 . . N C27 C28 H28 109.2 . . N C29 C28 H28 109.2 . . N C28 C29 H29A 109.5 . . N C28 C29 H29B 109.5 . . N H29A C29 H29B 109.5 . . N C28 C29 H29C 109.5 . . N H29A C29 H29C 109.5 . . N H29B C29 H29C 109.5 . . N C32 C31 C36 110.20(10) . . ? C32 C31 P1 110.21(9) . . ? C36 C31 P1 118.12(9) . . ? C32 C31 H31 105.8 . . N C36 C31 H31 105.8 . . N P1 C31 H31 105.8 . . N C33 C32 C31 112.18(11) . . ? C33 C32 H32A 109.2 . . N C31 C32 H32A 109.2 . . N C33 C32 H32B 109.2 . . N C31 C32 H32B 109.2 . . N H32A C32 H32B 107.9 . . N C34 C33 C32 111.33(12) . . ? C34 C33 H33A 109.4 . . N C32 C33 H33A 109.4 . . N C34 C33 H33B 109.4 . . N C32 C33 H33B 109.4 . . N H33A C33 H33B 108.0 . . N C33 C34 C35 110.96(11) . . ? C33 C34 H34A 109.4 . . N C35 C34 H34A 109.4 . . N C33 C34 H34B 109.4 . . N C35 C34 H34B 109.4 . . N H34A C34 H34B 108.0 . . N C34 C35 C36 111.56(11) . . ? C34 C35 H35A 109.3 . . N C36 C35 H35A 109.3 . . N C34 C35 H35B 109.3 . . N C36 C35 H35B 109.3 . . N H35A C35 H35B 108.0 . . N C35 C36 C31 110.24(11) . . ? C35 C36 H36A 109.6 . . N C31 C36 H36A 109.6 . . N C35 C36 H36B 109.6 . . N C31 C36 H36B 109.6 . . N H36A C36 H36B 108.1 . . N C46 C41 C42 109.74(10) . . ? C46 C41 P1 112.13(9) . . ? C42 C41 P1 116.19(9) . . ? C46 C41 H41 106.0 . . N C42 C41 H41 106.0 . . N P1 C41 H41 106.0 . . N C43 C42 C41 110.90(11) . . ? C43 C42 H42A 109.5 . . N C41 C42 H42A 109.5 . . N C43 C42 H42B 109.5 . . N C41 C42 H42B 109.5 . . N H42A C42 H42B 108.0 . . N C44 C43 C42 111.78(11) . . ? C44 C43 H43A 109.3 . . N C42 C43 H43A 109.3 . . N C44 C43 H43B 109.3 . . N C42 C43 H43B 109.3 . . N H43A C43 H43B 107.9 . . N C43 C44 C45 110.08(11) . . ? C43 C44 H44A 109.6 . . N C45 C44 H44A 109.6 . . N C43 C44 H44B 109.6 . . N C45 C44 H44B 109.6 . . N H44A C44 H44B 108.2 . . N C44 C45 C46 111.37(12) . . ? C44 C45 H45A 109.4 . . N C46 C45 H45A 109.4 . . N C44 C45 H45B 109.4 . . N C46 C45 H45B 109.4 . . N H45A C45 H45B 108.0 . . N C45 C46 C41 111.71(12) . . ? C45 C46 H46A 109.3 . . N C41 C46 H46A 109.3 . . N C45 C46 H46B 109.3 . . N C41 C46 H46B 109.3 . . N H46A C46 H46B 107.9 . . N C52 C51 C56 112.79(10) . . ? C52 C51 P1 115.90(9) . . ? C56 C51 P1 109.95(8) . . ? C52 C51 H51 105.8 . . N C56 C51 H51 105.8 . . N P1 C51 H51 105.8 . . N C51 C52 C53 111.44(11) . . ? C51 C52 H52A 109.3 . . N C53 C52 H52A 109.3 . . N C51 C52 H52B 109.3 . . N C53 C52 H52B 109.3 . . N H52A C52 H52B 108.0 . . N C54 C53 C52 110.87(11) . . ? C54 C53 H53A 109.5 . . N C52 C53 H53A 109.5 . . N C54 C53 H53B 109.5 . . N C52 C53 H53B 109.5 . . N H53A C53 H53B 108.1 . . N C55 C54 C53 109.99(12) . . ? C55 C54 H54A 109.7 . . N C53 C54 H54A 109.7 . . N C55 C54 H54B 109.7 . . N C53 C54 H54B 109.7 . . N H54A C54 H54B 108.2 . . N C54 C55 C56 110.67(11) . . ? C54 C55 H55A 109.5 . . N C56 C55 H55A 109.5 . . N C54 C55 H55B 109.5 . . N C56 C55 H55B 109.5 . . N H55A C55 H55B 108.1 . . N C55 C56 C51 111.74(11) . . ? C55 C56 H56A 109.3 . . N C51 C56 H56A 109.3 . . N C55 C56 H56B 109.3 . . N C51 C56 H56B 109.3 . . N H56A C56 H56B 107.9 . . N _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.75 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.626 _refine_diff_density_min -0.770 _refine_diff_density_rms 0.062 #===END