# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_compound-5 #TrackingRef 'web_deposit_cif_file_0_Wai-LunMAN_1362359965.Compound 5.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H12 Cl N3 Os S2' _chemical_formula_weight 560.08 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' S S 0.1246 0.1234 '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' Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 15.1083(4) _cell_length_b 8.5584(2) _cell_length_c 13.7695(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.3605(6) _cell_angle_gamma 90.00 _cell_volume 1751.41(8) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 6498 _cell_measurement_theta_min 1.37 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour 'dark brown' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 2.124 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 7.677 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5354 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 15403 _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.37 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4016 _reflns_number_gt 3235 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0782P)^2^+41.6358P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4016 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0819 _refine_ls_R_factor_gt 0.0656 _refine_ls_wR_factor_ref 0.1747 _refine_ls_wR_factor_gt 0.1644 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 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 Os Os 0.28310(3) 1.31989(6) 0.45778(4) 0.03840(18) Uani 1 1 d . . . Cl1 Cl 0.2192(3) 1.5244(5) 0.3575(3) 0.0596(9) Uani 1 1 d . . . S1 S 0.3608(2) 1.2463(4) 0.3332(2) 0.0418(7) Uani 1 1 d . . . S2 S 0.1708(2) 1.3647(4) 0.5591(2) 0.0438(7) Uani 1 1 d . . . N1 N 0.3619(6) 1.4207(11) 0.5394(8) 0.037(2) Uani 1 1 d . . . N2 N 0.3226(6) 1.0959(11) 0.5171(6) 0.0309(19) Uani 1 1 d . . . N3 N 0.1589(6) 1.1617(12) 0.3796(7) 0.036(2) Uani 1 1 d . . . C1 C 0.3927(7) 1.0553(14) 0.3742(8) 0.033(2) Uani 1 1 d . . . C2 C 0.4395(8) 0.9578(16) 0.3213(9) 0.041(3) Uani 1 1 d . . . H2A H 0.4550 0.9924 0.2626 0.050 Uiso 1 1 calc R . . C3 C 0.4635(9) 0.8086(16) 0.3556(10) 0.047(3) Uani 1 1 d . . . H3A H 0.4953 0.7450 0.3192 0.056 Uiso 1 1 calc R . . C4 C 0.4421(8) 0.7525(16) 0.4405(9) 0.040(3) Uani 1 1 d . . . H4A H 0.4581 0.6512 0.4608 0.048 Uiso 1 1 calc R . . C5 C 0.3953(7) 0.8484(13) 0.4983(9) 0.034(2) Uani 1 1 d . . . C6 C 0.3692(7) 1.0013(13) 0.4624(8) 0.029(2) Uani 1 1 d . . . C7 C 0.3726(9) 0.8011(15) 0.5876(9) 0.042(3) Uani 1 1 d . . . H7A H 0.3872 0.7009 0.6114 0.051 Uiso 1 1 calc R . . C8 C 0.3296(9) 0.9002(16) 0.6398(9) 0.042(3) Uani 1 1 d . . . H8A H 0.3175 0.8707 0.7011 0.051 Uiso 1 1 calc R . . C9 C 0.3036(8) 1.0465(14) 0.6012(8) 0.035(2) Uani 1 1 d . . . H9A H 0.2716 1.1119 0.6363 0.042 Uiso 1 1 calc R . . C10 C 0.0728(8) 1.2765(14) 0.4930(9) 0.036(2) Uani 1 1 d . . . C11 C -0.0090(9) 1.2966(16) 0.5222(10) 0.045(3) Uani 1 1 d . . . H11A H -0.0130 1.3638 0.5743 0.054 Uiso 1 1 calc R . . C12 C -0.0849(9) 1.2197(18) 0.4761(11) 0.050(3) Uani 1 1 d . . . H12A H -0.1395 1.2381 0.4965 0.060 Uiso 1 1 calc R . . C13 C -0.0818(8) 1.1158(18) 0.4002(11) 0.048(3) Uani 1 1 d . . . H13A H -0.1333 1.0620 0.3712 0.058 Uiso 1 1 calc R . . C14 C 0.0003(8) 1.0915(15) 0.3668(9) 0.039(3) Uani 1 1 d . . . C15 C 0.0784(7) 1.1790(14) 0.4126(8) 0.034(2) Uani 1 1 d . . . C16 C 0.0095(9) 0.9879(16) 0.2911(10) 0.047(3) Uani 1 1 d . . . H16A H -0.0398 0.9292 0.2615 0.057 Uiso 1 1 calc R . . C17 C 0.0890(10) 0.9713(18) 0.2602(10) 0.053(3) Uani 1 1 d . . . H17A H 0.0955 0.9020 0.2099 0.063 Uiso 1 1 calc R . . C18 C 0.1618(8) 1.0638(17) 0.3074(9) 0.044(3) Uani 1 1 d . . . H18A H 0.2162 1.0540 0.2854 0.053 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 Os 0.0393(3) 0.0348(3) 0.0425(3) -0.0015(2) 0.01102(19) -0.0011(2) Cl1 0.058(2) 0.058(2) 0.061(2) 0.0154(18) 0.0071(17) 0.0110(17) S1 0.0429(16) 0.0461(17) 0.0385(15) 0.0094(13) 0.0133(13) 0.0005(14) S2 0.0370(15) 0.0505(18) 0.0436(17) -0.0148(14) 0.0065(13) 0.0042(13) N1 0.029(5) 0.030(5) 0.051(6) -0.005(4) 0.001(4) -0.003(4) N2 0.028(4) 0.036(5) 0.028(4) -0.001(4) 0.000(4) -0.007(4) N3 0.033(5) 0.040(5) 0.033(5) -0.002(4) 0.004(4) -0.004(4) C1 0.031(5) 0.039(6) 0.029(5) -0.002(5) 0.003(4) 0.000(5) C2 0.034(6) 0.056(8) 0.035(6) -0.009(6) 0.009(5) -0.007(6) C3 0.051(7) 0.048(7) 0.043(7) -0.016(6) 0.013(6) 0.007(6) C4 0.035(6) 0.041(7) 0.041(6) -0.006(5) 0.002(5) 0.003(5) C5 0.027(5) 0.035(6) 0.037(6) -0.001(5) 0.001(4) 0.000(4) C6 0.022(5) 0.033(6) 0.033(5) -0.003(4) 0.002(4) -0.001(4) C7 0.042(6) 0.040(7) 0.043(7) 0.003(5) 0.002(5) 0.000(5) C8 0.047(7) 0.045(7) 0.036(6) 0.012(5) 0.011(5) 0.006(6) C9 0.038(6) 0.040(6) 0.026(5) 0.000(5) 0.005(4) 0.007(5) C10 0.035(6) 0.033(6) 0.039(6) 0.007(5) 0.004(5) 0.006(5) C11 0.039(6) 0.045(7) 0.052(7) 0.007(6) 0.012(6) 0.011(5) C12 0.035(6) 0.061(9) 0.057(8) 0.015(7) 0.015(6) 0.008(6) C13 0.028(6) 0.058(8) 0.057(8) 0.013(7) 0.004(5) -0.004(6) C14 0.035(6) 0.041(7) 0.039(6) 0.012(5) 0.001(5) 0.002(5) C15 0.031(5) 0.035(6) 0.036(6) 0.010(5) 0.006(4) 0.006(5) C16 0.043(7) 0.048(7) 0.047(7) 0.005(6) -0.002(6) -0.004(6) C17 0.062(9) 0.057(8) 0.039(7) -0.016(6) 0.010(6) -0.009(7) C18 0.032(6) 0.058(8) 0.041(7) -0.005(6) 0.000(5) 0.006(6) _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 Os N1 1.716(10) . ? Os N2 2.127(10) . ? Os Cl1 2.329(4) . ? Os S1 2.332(3) . ? Os N3 2.406(9) . ? Os S2 2.413(3) . ? S1 C1 1.768(12) . ? S2 C10 1.762(13) . ? N2 C9 1.313(14) . ? N2 C6 1.382(14) . ? N3 C18 1.306(16) . ? N3 C15 1.381(14) . ? C1 C2 1.383(16) . ? C1 C6 1.403(15) . ? C2 C3 1.387(19) . ? C3 C4 1.356(18) . ? C4 C5 1.418(17) . ? C5 C7 1.396(17) . ? C5 C6 1.428(15) . ? C7 C8 1.351(18) . ? C8 C9 1.389(17) . ? C10 C11 1.377(17) . ? C10 C15 1.401(17) . ? C11 C12 1.38(2) . ? C12 C13 1.38(2) . ? C13 C14 1.413(17) . ? C14 C16 1.395(19) . ? C14 C15 1.443(17) . ? C16 C17 1.35(2) . ? C17 C18 1.415(19) . ? 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 N1 Os N2 95.0(4) . . ? N1 Os Cl1 100.1(4) . . ? N2 Os Cl1 164.4(3) . . ? N1 Os S1 103.6(3) . . ? N2 Os S1 84.0(3) . . ? Cl1 Os S1 88.63(13) . . ? N1 Os N3 165.9(4) . . ? N2 Os N3 78.9(3) . . ? Cl1 Os N3 87.2(3) . . ? S1 Os N3 88.5(2) . . ? N1 Os S2 91.1(3) . . ? N2 Os S2 95.7(3) . . ? Cl1 Os S2 87.95(13) . . ? S1 Os S2 165.27(12) . . ? N3 Os S2 77.0(2) . . ? C1 S1 Os 99.2(4) . . ? C10 S2 Os 104.3(4) . . ? C9 N2 C6 120.4(10) . . ? C9 N2 Os 122.6(8) . . ? C6 N2 Os 117.0(7) . . ? C18 N3 C15 118.1(10) . . ? C18 N3 Os 124.8(8) . . ? C15 N3 Os 117.0(7) . . ? C2 C1 C6 119.3(11) . . ? C2 C1 S1 121.7(9) . . ? C6 C1 S1 119.0(8) . . ? C1 C2 C3 120.3(12) . . ? C4 C3 C2 122.1(12) . . ? C3 C4 C5 120.0(12) . . ? C7 C5 C4 123.6(11) . . ? C7 C5 C6 118.4(11) . . ? C4 C5 C6 118.0(11) . . ? N2 C6 C1 120.7(10) . . ? N2 C6 C5 118.9(10) . . ? C1 C6 C5 120.3(10) . . ? C8 C7 C5 120.3(12) . . ? C7 C8 C9 119.5(11) . . ? N2 C9 C8 122.4(11) . . ? C11 C10 C15 119.3(12) . . ? C11 C10 S2 120.7(10) . . ? C15 C10 S2 119.9(9) . . ? C10 C11 C12 121.6(13) . . ? C13 C12 C11 121.2(12) . . ? C12 C13 C14 119.6(12) . . ? C16 C14 C13 123.2(12) . . ? C16 C14 C15 118.2(11) . . ? C13 C14 C15 118.6(12) . . ? N3 C15 C10 120.4(11) . . ? N3 C15 C14 120.0(11) . . ? C10 C15 C14 119.5(10) . . ? C17 C16 C14 121.1(13) . . ? C16 C17 C18 117.2(13) . . ? N3 C18 C17 125.4(12) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 9.580 _refine_diff_density_min -2.151 _refine_diff_density_rms 0.237 _database_code_depnum_ccdc_archive 'CCDC 927502' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_compound-7 #TrackingRef 'web_deposit_cif_file_1_Wai-LunMAN_1362359965.Compound 7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H41 Cl3 N4 O3 Os' _chemical_formula_weight 742.17 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' Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.1945(5) _cell_length_b 14.7147(8) _cell_length_c 21.1777(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.7940(10) _cell_angle_gamma 90.00 _cell_volume 3176.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 17954 _cell_measurement_theta_min 1.92 _cell_measurement_theta_max 27.54 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.552 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 4.297 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.3276 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Smart CCD' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17954 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 27.54 _reflns_number_total 7012 _reflns_number_gt 6131 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0478P)^2^+0.7625P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7012 _refine_ls_number_parameters 329 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0330 _refine_ls_R_factor_gt 0.0283 _refine_ls_wR_factor_ref 0.0786 _refine_ls_wR_factor_gt 0.0759 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 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 0.8092(3) 0.7172(2) 0.14093(14) 0.0450(6) Uani 1 1 d . . . C2 C 0.7364(3) 0.7951(2) 0.15338(17) 0.0579(8) Uani 1 1 d . . . H2 H 0.6782 0.7952 0.1868 0.069 Uiso 1 1 calc R . . C3 C 0.7493(4) 0.8718(3) 0.1169(2) 0.0651(10) Uani 1 1 d . . . H3 H 0.7004 0.9230 0.1268 0.078 Uiso 1 1 calc R . . C4 C 0.8325(4) 0.8752(2) 0.0662(2) 0.0644(9) Uani 1 1 d . . . C5 C 0.9118(3) 0.7991(2) 0.05029(16) 0.0528(7) Uani 1 1 d . . . C6 C 0.8984(3) 0.7226(2) 0.08884(14) 0.0446(6) Uani 1 1 d . . . C7 C 1.0081(4) 0.7944(3) 0.00263(19) 0.0695(10) Uani 1 1 d . . . H7 H 1.0238 0.8445 -0.0230 0.083 Uiso 1 1 calc R . . C8 C 1.0771(4) 0.7166(3) -0.00535(18) 0.0690(11) Uani 1 1 d . . . H8 H 1.1393 0.7131 -0.0370 0.083 Uiso 1 1 calc R . . C9 C 1.0555(4) 0.6417(2) 0.03354(16) 0.0562(8) Uani 1 1 d . . . H9 H 1.1010 0.5880 0.0262 0.067 Uiso 1 1 calc R . . C10 C 0.8235(4) 0.0768(3) 0.76374(19) 0.0633(9) Uani 1 1 d . . . H10A H 0.7809 0.1227 0.7378 0.076 Uiso 1 1 calc R . . H10B H 0.7602 0.0286 0.7704 0.076 Uiso 1 1 calc R . . C11 C 0.8573(5) 0.1183(3) 0.8266(2) 0.0827(13) Uani 1 1 d . . . H11A H 0.9233 0.1651 0.8211 0.099 Uiso 1 1 calc R . . H11B H 0.8936 0.0721 0.8544 0.099 Uiso 1 1 calc R . . C12 C 0.7351(6) 0.1600(4) 0.8565(3) 0.1103(19) Uani 1 1 d . . . H12A H 0.7625 0.1964 0.8926 0.132 Uiso 1 1 calc R . . H12B H 0.6937 0.2005 0.8261 0.132 Uiso 1 1 calc R . . C13 C 0.6392(7) 0.0948(7) 0.8770(4) 0.146(3) Uani 1 1 d . . . H13A H 0.5946 0.0696 0.8409 0.219 Uiso 1 1 calc R . . H13B H 0.5769 0.1244 0.9037 0.219 Uiso 1 1 calc R . . H13C H 0.6824 0.0471 0.9002 0.219 Uiso 1 1 calc R . . C14 C 1.0343(4) 0.1122(3) 0.7089(2) 0.0739(11) Uani 1 1 d . . . H14A H 1.0689 0.1389 0.7476 0.089 Uiso 1 1 calc R . . H14B H 1.1072 0.0839 0.6875 0.089 Uiso 1 1 calc R . . C15 C 0.9837(5) 0.1880(3) 0.6677(2) 0.0840(13) Uani 1 1 d . . . H15A H 0.9111 0.2180 0.6883 0.101 Uiso 1 1 calc R . . H15B H 0.9517 0.1633 0.6279 0.101 Uiso 1 1 calc R . . C16 C 1.0911(7) 0.2559(4) 0.6555(3) 0.120(2) Uani 1 1 d . . . H16A H 1.1630 0.2255 0.6347 0.144 Uiso 1 1 calc R . . H16B H 1.1240 0.2792 0.6955 0.144 Uiso 1 1 calc R . . C17 C 1.0447(10) 0.3345(4) 0.6150(4) 0.172(4) Uani 1 1 d . . . H17A H 1.0201 0.3125 0.5738 0.258 Uiso 1 1 calc R . . H17B H 1.1142 0.3781 0.6112 0.258 Uiso 1 1 calc R . . H17C H 0.9704 0.3627 0.6342 0.258 Uiso 1 1 calc R . . C18 C 0.8784(4) -0.0059(3) 0.66831(19) 0.0628(9) Uani 1 1 d . . . H18A H 0.8364 0.0413 0.6433 0.075 Uiso 1 1 calc R . . H18B H 0.8104 -0.0476 0.6815 0.075 Uiso 1 1 calc R . . C19 C 0.9719(5) -0.0573(4) 0.6261(3) 0.0931(17) Uani 1 1 d . . . H19A H 1.0398 -0.0163 0.6118 0.112 Uiso 1 1 calc R . . H19B H 1.0139 -0.1055 0.6502 0.112 Uiso 1 1 calc R . . C20 C 0.9037(6) -0.0966(4) 0.5710(2) 0.0947(15) Uani 1 1 d . . . H20A H 0.8629 -0.0481 0.5468 0.114 Uiso 1 1 calc R . . H20B H 0.8346 -0.1365 0.5855 0.114 Uiso 1 1 calc R . . C21 C 0.9939(7) -0.1500(5) 0.5281(3) 0.126(2) Uani 1 1 d . . . H21A H 1.0741 -0.1169 0.5227 0.189 Uiso 1 1 calc R . . H21B H 0.9517 -0.1588 0.4878 0.189 Uiso 1 1 calc R . . H21C H 1.0129 -0.2080 0.5469 0.189 Uiso 1 1 calc R . . C22 C 1.0127(4) -0.0305(3) 0.7660(2) 0.0682(10) Uani 1 1 d . . . H22A H 1.0494 0.0004 0.8027 0.082 Uiso 1 1 calc R . . H22B H 1.0855 -0.0528 0.7414 0.082 Uiso 1 1 calc R . . C23 C 0.9346(5) -0.1108(3) 0.7884(3) 0.0869(14) Uani 1 1 d . . . H23A H 0.8685 -0.0899 0.8176 0.104 Uiso 1 1 calc R . . H23B H 0.8898 -0.1384 0.7526 0.104 Uiso 1 1 calc R . . C24 C 1.0179(6) -0.1806(4) 0.8204(3) 0.1076(19) Uani 1 1 d . . . H24A H 1.0600 -0.1539 0.8573 0.129 Uiso 1 1 calc R . . H24B H 1.0861 -0.2000 0.7919 0.129 Uiso 1 1 calc R . . C25 C 0.9397(9) -0.2612(4) 0.8400(3) 0.156(3) Uani 1 1 d . . . H25A H 0.8743 -0.2426 0.8695 0.234 Uiso 1 1 calc R . . H25B H 0.9967 -0.3052 0.8596 0.234 Uiso 1 1 calc R . . H25C H 0.8977 -0.2878 0.8036 0.234 Uiso 1 1 calc R . . Cl1 Cl 1.08413(9) 0.63091(7) 0.21686(4) 0.0628(2) Uani 1 1 d . . . Cl2 Cl 0.78347(9) 0.47582(7) 0.08614(5) 0.0644(2) Uani 1 1 d . . . Cl3 Cl 0.88464(13) 0.45733(7) 0.23472(6) 0.0765(3) Uani 1 1 d . . . N1 N 1.0699(3) 0.4834(2) 0.11854(16) 0.0570(7) Uani 1 1 d . . . N2 N 0.9719(2) 0.64544(16) 0.08050(12) 0.0436(5) Uani 1 1 d . . . N3 N 0.8374(5) 0.9581(2) 0.0295(3) 0.0902(14) Uani 1 1 d . . . N4 N 0.9381(3) 0.0376(2) 0.72693(18) 0.0596(8) Uani 1 1 d . . . O1 O 0.8038(2) 0.64258(15) 0.17178(10) 0.0504(5) Uani 1 1 d . . . O2 O 0.8032(5) 1.0281(2) 0.0551(3) 0.134(2) Uani 1 1 d . . . O3 O 0.8716(5) 0.9554(2) -0.0253(2) 0.1174(15) Uani 1 1 d . . . Os1 Os 0.949623(11) 0.543184(8) 0.148789(6) 0.04379(6) 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 0.0454(16) 0.0459(16) 0.0438(15) -0.0089(12) 0.0013(12) 0.0072(12) C2 0.056(2) 0.057(2) 0.061(2) -0.0092(16) 0.0092(15) 0.0144(16) C3 0.058(2) 0.0502(19) 0.087(3) -0.0103(19) 0.0022(19) 0.0172(16) C4 0.071(2) 0.0464(18) 0.075(2) 0.0047(17) 0.0004(19) 0.0126(17) C5 0.060(2) 0.0469(17) 0.0513(18) 0.0007(14) 0.0023(14) 0.0066(14) C6 0.0464(16) 0.0440(15) 0.0433(15) -0.0038(12) 0.0003(12) 0.0083(12) C7 0.089(3) 0.058(2) 0.061(2) 0.0138(18) 0.017(2) 0.007(2) C8 0.085(3) 0.066(2) 0.057(2) 0.0094(17) 0.0298(19) 0.010(2) C9 0.058(2) 0.0558(19) 0.0547(18) -0.0009(15) 0.0155(15) 0.0109(15) C10 0.051(2) 0.064(2) 0.075(2) 0.0059(19) 0.0071(17) 0.0027(17) C11 0.081(3) 0.081(3) 0.086(3) -0.018(2) 0.009(2) -0.002(2) C12 0.112(5) 0.109(4) 0.110(4) -0.023(3) 0.024(4) 0.017(4) C13 0.107(5) 0.202(8) 0.130(6) -0.031(6) 0.027(4) -0.002(6) C14 0.061(2) 0.079(3) 0.082(3) -0.015(2) 0.009(2) -0.023(2) C15 0.102(3) 0.069(3) 0.082(3) -0.013(2) 0.025(3) -0.025(2) C16 0.149(5) 0.082(3) 0.130(5) -0.024(3) 0.069(4) -0.042(4) C17 0.284(11) 0.087(4) 0.147(6) -0.005(4) 0.089(7) -0.057(6) C18 0.048(2) 0.074(2) 0.067(2) -0.0018(19) -0.0038(16) -0.0153(18) C19 0.063(3) 0.132(5) 0.084(3) -0.037(3) 0.006(2) -0.022(3) C20 0.104(4) 0.104(4) 0.076(3) -0.011(3) -0.008(3) -0.019(3) C21 0.160(6) 0.132(5) 0.086(4) -0.039(4) 0.001(4) -0.014(5) C22 0.050(2) 0.078(3) 0.077(3) -0.009(2) -0.0118(19) 0.0066(18) C23 0.088(3) 0.075(3) 0.097(3) 0.009(2) -0.024(3) 0.008(2) C24 0.141(5) 0.083(3) 0.098(4) -0.013(3) -0.042(3) 0.033(3) C25 0.254(10) 0.063(3) 0.148(6) 0.010(4) -0.088(6) 0.003(5) Cl1 0.0565(5) 0.0663(5) 0.0653(5) -0.0128(4) -0.0041(4) 0.0033(4) Cl2 0.0512(5) 0.0730(5) 0.0691(6) -0.0205(4) 0.0064(4) -0.0046(4) Cl3 0.0827(7) 0.0751(7) 0.0720(6) 0.0257(5) 0.0123(5) -0.0047(5) N1 0.0464(16) 0.0450(14) 0.080(2) -0.0009(14) 0.0072(14) 0.0122(12) N2 0.0437(14) 0.0419(13) 0.0455(13) -0.0020(10) 0.0075(10) 0.0063(10) N3 0.100(3) 0.056(2) 0.115(4) 0.019(2) 0.017(3) 0.0225(18) N4 0.0455(17) 0.067(2) 0.066(2) -0.0040(14) -0.0007(14) -0.0058(12) O1 0.0488(12) 0.0535(13) 0.0492(12) -0.0016(10) 0.0113(9) 0.0064(10) O2 0.168(5) 0.0512(18) 0.185(5) 0.019(2) 0.064(4) 0.031(2) O3 0.158(4) 0.093(3) 0.102(3) 0.044(2) 0.022(3) 0.040(2) Os1 0.04159(9) 0.04075(8) 0.04919(9) 0.00049(4) 0.00657(5) 0.00445(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 C1 O1 1.280(4) . ? C1 C2 1.392(4) . ? C1 C6 1.441(4) . ? C2 C3 1.375(5) . ? C2 H2 0.9300 . ? C3 C4 1.379(6) . ? C3 H3 0.9300 . ? C4 C5 1.424(5) . ? C4 N3 1.447(5) . ? C5 C6 1.398(4) . ? C5 C7 1.419(5) . ? C6 N2 1.373(4) . ? C7 C8 1.356(5) . ? C7 H7 0.9300 . ? C8 C9 1.395(5) . ? C8 H8 0.9300 . ? C9 N2 1.320(4) . ? C9 H9 0.9300 . ? C10 C11 1.500(6) . ? C10 N4 1.527(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.534(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.441(9) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.502(7) . ? C14 N4 1.524(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.508(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.511(10) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 N4 1.517(5) . ? C18 C19 1.518(7) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.469(6) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.519(8) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N4 1.501(5) . ? C22 C23 1.506(6) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.489(6) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.493(9) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? Cl1 Os1 2.3601(9) . ? Cl2 Os1 2.3558(10) . ? Cl3 Os1 2.3195(10) . ? N1 Os1 1.646(3) . ? N2 Os1 2.102(2) . ? N3 O3 1.216(6) . ? N3 O2 1.218(5) . ? O1 Os1 2.146(2) . ? 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 O1 C1 C2 125.6(3) . . ? O1 C1 C6 118.0(3) . . ? C2 C1 C6 116.3(3) . . ? C3 C2 C1 120.9(3) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C2 C3 C4 122.2(3) . . ? C2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C3 C4 C5 120.8(3) . . ? C3 C4 N3 118.4(4) . . ? C5 C4 N3 120.8(4) . . ? C6 C5 C7 116.8(3) . . ? C6 C5 C4 115.8(3) . . ? C7 C5 C4 127.3(3) . . ? N2 C6 C5 122.2(3) . . ? N2 C6 C1 113.9(3) . . ? C5 C6 C1 124.0(3) . . ? C8 C7 C5 119.6(3) . . ? C8 C7 H7 120.2 . . ? C5 C7 H7 120.2 . . ? C7 C8 C9 120.5(3) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? N2 C9 C8 121.4(3) . . ? N2 C9 H9 119.3 . . ? C8 C9 H9 119.3 . . ? C11 C10 N4 116.0(4) . . ? C11 C10 H10A 108.3 . . ? N4 C10 H10A 108.3 . . ? C11 C10 H10B 108.3 . . ? N4 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? C10 C11 C12 110.6(4) . . ? C10 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? C13 C12 C11 114.6(5) . . ? C13 C12 H12A 108.6 . . ? C11 C12 H12A 108.6 . . ? C13 C12 H12B 108.6 . . ? C11 C12 H12B 108.6 . . ? H12A C12 H12B 107.6 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 N4 117.6(4) . . ? C15 C14 H14A 107.9 . . ? N4 C14 H14A 107.9 . . ? C15 C14 H14B 107.9 . . ? N4 C14 H14B 107.9 . . ? H14A C14 H14B 107.2 . . ? C14 C15 C16 110.3(5) . . ? C14 C15 H15A 109.6 . . ? C16 C15 H15A 109.6 . . ? C14 C15 H15B 109.6 . . ? C16 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? C15 C16 C17 112.5(6) . . ? C15 C16 H16A 109.1 . . ? C17 C16 H16A 109.1 . . ? C15 C16 H16B 109.1 . . ? C17 C16 H16B 109.1 . . ? H16A C16 H16B 107.8 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N4 C18 C19 116.4(3) . . ? N4 C18 H18A 108.2 . . ? C19 C18 H18A 108.2 . . ? N4 C18 H18B 108.2 . . ? C19 C18 H18B 108.2 . . ? H18A C18 H18B 107.3 . . ? C20 C19 C18 111.7(4) . . ? C20 C19 H19A 109.3 . . ? C18 C19 H19A 109.3 . . ? C20 C19 H19B 109.3 . . ? C18 C19 H19B 109.3 . . ? H19A C19 H19B 107.9 . . ? C19 C20 C21 113.2(5) . . ? C19 C20 H20A 108.9 . . ? C21 C20 H20A 108.9 . . ? C19 C20 H20B 108.9 . . ? C21 C20 H20B 108.9 . . ? H20A C20 H20B 107.8 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N4 C22 C23 115.6(3) . . ? N4 C22 H22A 108.4 . . ? C23 C22 H22A 108.4 . . ? N4 C22 H22B 108.4 . . ? C23 C22 H22B 108.4 . . ? H22A C22 H22B 107.4 . . ? C24 C23 C22 112.5(5) . . ? C24 C23 H23A 109.1 . . ? C22 C23 H23A 109.1 . . ? C24 C23 H23B 109.1 . . ? C22 C23 H23B 109.1 . . ? H23A C23 H23B 107.8 . . ? C23 C24 C25 111.8(5) . . ? C23 C24 H24A 109.3 . . ? C25 C24 H24A 109.3 . . ? C23 C24 H24B 109.3 . . ? C25 C24 H24B 109.3 . . ? H24A C24 H24B 107.9 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C9 N2 C6 119.4(3) . . ? C9 N2 Os1 124.5(2) . . ? C6 N2 Os1 116.04(19) . . ? O3 N3 O2 122.7(4) . . ? O3 N3 C4 119.8(4) . . ? O2 N3 C4 117.5(5) . . ? C22 N4 C18 111.4(3) . . ? C22 N4 C14 107.2(3) . . ? C18 N4 C14 110.6(3) . . ? C22 N4 C10 110.9(3) . . ? C18 N4 C10 106.0(3) . . ? C14 N4 C10 110.8(3) . . ? C1 O1 Os1 115.72(18) . . ? N1 Os1 N2 91.52(12) . . ? N1 Os1 O1 167.04(12) . . ? N2 Os1 O1 75.53(8) . . ? N1 Os1 Cl3 103.69(11) . . ? N2 Os1 Cl3 164.73(7) . . ? O1 Os1 Cl3 89.25(6) . . ? N1 Os1 Cl2 95.14(12) . . ? N2 Os1 Cl2 89.86(8) . . ? O1 Os1 Cl2 85.39(7) . . ? Cl3 Os1 Cl2 90.10(4) . . ? N1 Os1 Cl1 95.77(12) . . ? N2 Os1 Cl1 87.78(7) . . ? O1 Os1 Cl1 83.52(7) . . ? Cl3 Os1 Cl1 89.35(4) . . ? Cl2 Os1 Cl1 168.90(3) . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.649 _refine_diff_density_min -1.392 _refine_diff_density_rms 0.095 _database_code_depnum_ccdc_archive 'CCDC 927503' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_wy0174wm #TrackingRef 'web_deposit_cif_file_2_Wai-LunMAN_1362359965.Compound 9.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H41 Cl4 N3 O Os' _chemical_formula_weight 731.61 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' Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.2298(6) _cell_length_b 14.3648(9) _cell_length_c 21.7600(13) _cell_angle_alpha 90.00 _cell_angle_beta 95.4690(10) _cell_angle_gamma 90.00 _cell_volume 3183.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 18450 _cell_measurement_theta_min 1.70 _cell_measurement_theta_max 27.53 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 4.363 _exptl_absorpt_correction_type multi-scans _exptl_absorpt_correction_T_min 0.3407 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Smart CCD' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18450 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 27.53 _reflns_number_total 7162 _reflns_number_gt 4853 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0425P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7162 _refine_ls_number_parameters 311 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0814 _refine_ls_wR_factor_gt 0.0740 _refine_ls_goodness_of_fit_ref 0.926 _refine_ls_restrained_S_all 0.926 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.002 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 0.3800(3) 0.2032(2) 0.09735(13) 0.0626(8) Uani 1 1 d . . . C2 C 0.2999(3) 0.1954(2) 0.14767(12) 0.0599(8) Uani 1 1 d . . . C3 C 0.2236(3) 0.2699(2) 0.15935(14) 0.0745(10) Uani 1 1 d . . . H3 H 0.1709 0.2670 0.1919 0.089 Uiso 1 1 calc R . . C4 C 0.2229(4) 0.3505(3) 0.12354(16) 0.0909(12) Uani 1 1 d . . . H4 H 0.1701 0.4002 0.1329 0.109 Uiso 1 1 calc R . . C5 C 0.2971(4) 0.3581(2) 0.07545(16) 0.0947(13) Uani 1 1 d . . . C6 C 0.3789(4) 0.2820(2) 0.06096(14) 0.0835(11) Uani 1 1 d . . . C7 C 0.4632(5) 0.2815(3) 0.01201(16) 0.1103(14) Uani 1 1 d . . . H7 H 0.4689 0.3332 -0.0133 0.132 Uiso 1 1 calc R . . C8 C 0.5348(4) 0.2032(3) 0.00358(16) 0.1109(14) Uani 1 1 d . . . H8 H 0.5878 0.2009 -0.0288 0.133 Uiso 1 1 calc R . . C9 C 0.5304(3) 0.1284(2) 0.04146(14) 0.0791(10) Uani 1 1 d . . . H9 H 0.5805 0.0762 0.0343 0.095 Uiso 1 1 calc R . . C10 C 0.8358(3) 0.9109(2) 0.25310(14) 0.0788(10) Uani 1 1 d . . . H10A H 0.7813 0.9633 0.2625 0.095 Uiso 1 1 calc R . . H10B H 0.7820 0.8694 0.2262 0.095 Uiso 1 1 calc R . . C11 C 0.8764(4) 0.8605(3) 0.31190(17) 0.1049(14) Uani 1 1 d . . . H11A H 0.9292 0.9012 0.3398 0.126 Uiso 1 1 calc R . . H11B H 0.9293 0.8068 0.3034 0.126 Uiso 1 1 calc R . . C12 C 0.7536(5) 0.8287(3) 0.34228(19) 0.1273(17) Uani 1 1 d . . . H12A H 0.6902 0.8038 0.3106 0.153 Uiso 1 1 calc R . . H12B H 0.7785 0.7788 0.3711 0.153 Uiso 1 1 calc R . . C13 C 0.6929(6) 0.9002(4) 0.3741(2) 0.181(3) Uani 1 1 d . . . H13A H 0.7591 0.9396 0.3947 0.271 Uiso 1 1 calc R . . H13B H 0.6411 0.8731 0.4040 0.271 Uiso 1 1 calc R . . H13C H 0.6374 0.9365 0.3452 0.271 Uiso 1 1 calc R . . C14 C 1.0354(4) 1.0123(2) 0.25712(17) 0.0895(12) Uani 1 1 d . . . H14A H 1.0760 0.9775 0.2921 0.107 Uiso 1 1 calc R . . H14B H 1.1050 1.0337 0.2333 0.107 Uiso 1 1 calc R . . C15 C 0.9682(5) 1.0948(3) 0.28065(19) 0.1263(18) Uani 1 1 d . . . H15A H 0.9352 1.1335 0.2461 0.152 Uiso 1 1 calc R . . H15B H 0.8937 1.0742 0.3015 0.152 Uiso 1 1 calc R . . C16 C 1.0560(7) 1.1503(4) 0.3235(3) 0.204(3) Uani 1 1 d . . . H16A H 1.0941 1.1105 0.3565 0.245 Uiso 1 1 calc R . . H16B H 1.1270 1.1749 0.3018 0.245 Uiso 1 1 calc R . . C17 C 0.9900(10) 1.2242(5) 0.3490(3) 0.380(6) Uani 1 1 d . . . H17A H 0.9929 1.2780 0.3230 0.571 Uiso 1 1 calc R . . H17B H 1.0316 1.2384 0.3893 0.571 Uiso 1 1 calc R . . H17C H 0.9002 1.2070 0.3522 0.571 Uiso 1 1 calc R . . C18 C 0.8833(3) 0.9989(2) 0.16207(15) 0.0726(10) Uani 1 1 d . . . H18A H 0.8231 1.0444 0.1764 0.087 Uiso 1 1 calc R . . H18B H 0.8317 0.9548 0.1362 0.087 Uiso 1 1 calc R . . C19 C 0.9756(3) 1.0487(3) 0.12258(16) 0.0876(12) Uani 1 1 d . . . H19A H 1.0269 1.0940 0.1476 0.105 Uiso 1 1 calc R . . H19B H 1.0359 1.0040 0.1074 0.105 Uiso 1 1 calc R . . C20 C 0.9020(4) 1.0972(3) 0.06883(15) 0.0955(13) Uani 1 1 d . . . H20A H 0.8409 1.1410 0.0843 0.115 Uiso 1 1 calc R . . H20B H 0.8510 1.0514 0.0441 0.115 Uiso 1 1 calc R . . C21 C 0.9903(5) 1.1493(3) 0.02761(18) 0.1196(16) Uani 1 1 d . . . H21A H 1.0323 1.2002 0.0502 0.179 Uiso 1 1 calc R . . H21B H 0.9382 1.1728 -0.0081 0.179 Uiso 1 1 calc R . . H21C H 1.0558 1.1076 0.0148 0.179 Uiso 1 1 calc R . . C22 C 1.0322(3) 0.8687(2) 0.19855(17) 0.0915(12) Uani 1 1 d . . . H22A H 1.0721 0.8391 0.2358 0.110 Uiso 1 1 calc R . . H22B H 1.1027 0.8952 0.1774 0.110 Uiso 1 1 calc R . . C23 C 0.9666(4) 0.7937(3) 0.15753(18) 0.1155(16) Uani 1 1 d . . . H23A H 0.9289 0.8211 0.1192 0.139 Uiso 1 1 calc R . . H23B H 0.8962 0.7654 0.1779 0.139 Uiso 1 1 calc R . . C24 C 1.0653(6) 0.7200(3) 0.1440(2) 0.171(2) Uani 1 1 d . . . H24A H 1.1358 0.7488 0.1239 0.206 Uiso 1 1 calc R . . H24B H 1.1031 0.6931 0.1825 0.206 Uiso 1 1 calc R . . C25 C 1.0049(8) 0.6440(4) 0.1033(3) 0.248(4) Uani 1 1 d . . . H25A H 0.9193 0.6295 0.1153 0.372 Uiso 1 1 calc R . . H25B H 1.0594 0.5895 0.1076 0.372 Uiso 1 1 calc R . . H25C H 0.9973 0.6643 0.0611 0.372 Uiso 1 1 calc R . . Cl1 Cl 0.59169(8) 0.10910(6) 0.22308(4) 0.0790(2) Uani 1 1 d . . . Cl2 Cl 0.40215(11) -0.07420(7) 0.23424(4) 0.0983(3) Uani 1 1 d . . . Cl3 Cl 0.28140(8) -0.05004(7) 0.08817(4) 0.0816(3) Uani 1 1 d . . . Cl4 Cl 0.2977(2) 0.45995(9) 0.03268(7) 0.1724(7) Uani 1 1 d . . . N1 N 0.5692(2) -0.03539(17) 0.12293(12) 0.0708(8) Uani 1 1 d . . . N2 N 0.4574(2) 0.12774(17) 0.08800(10) 0.0622(7) Uani 1 1 d . . . N3 N 0.9476(2) 0.94741(19) 0.21747(12) 0.0710(8) Uani 1 1 d . . . O1 O 0.30538(18) 0.11564(14) 0.17726(8) 0.0654(6) Uani 1 1 d . . . Os1 Os 0.450647(11) 0.020529(9) 0.153082(5) 0.05800(4) 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 0.0698(19) 0.0566(17) 0.0619(16) -0.0096(14) 0.0083(15) 0.0071(15) C2 0.0539(16) 0.0669(18) 0.0580(16) -0.0173(14) 0.0013(13) 0.0081(14) C3 0.069(2) 0.077(2) 0.0773(19) -0.0208(17) 0.0082(16) 0.0100(17) C4 0.090(2) 0.087(2) 0.095(2) -0.017(2) 0.004(2) 0.032(2) C5 0.128(3) 0.074(2) 0.082(2) 0.0085(19) 0.010(2) 0.030(2) C6 0.108(3) 0.076(2) 0.0682(19) -0.0024(17) 0.0161(19) 0.015(2) C7 0.167(4) 0.087(3) 0.085(2) 0.020(2) 0.048(2) 0.020(3) C8 0.147(3) 0.102(3) 0.093(2) 0.002(2) 0.060(2) 0.018(3) C9 0.090(2) 0.078(2) 0.0730(19) -0.0012(17) 0.0273(17) 0.0148(19) C10 0.0609(19) 0.087(2) 0.090(2) 0.0034(19) 0.0172(17) 0.0030(18) C11 0.096(3) 0.104(3) 0.118(3) 0.037(2) 0.023(2) 0.003(2) C12 0.141(4) 0.134(4) 0.112(3) 0.030(3) 0.038(3) -0.005(3) C13 0.180(5) 0.197(6) 0.176(5) -0.004(5) 0.073(4) 0.030(5) C14 0.070(2) 0.111(3) 0.084(2) 0.026(2) -0.0117(19) -0.011(2) C15 0.162(4) 0.114(3) 0.100(3) -0.014(3) 0.002(3) -0.014(3) C16 0.320(9) 0.134(4) 0.145(4) -0.024(4) -0.047(5) -0.065(5) C17 0.799(19) 0.202(6) 0.151(5) -0.078(4) 0.100(8) -0.250(9) C18 0.0529(18) 0.084(2) 0.080(2) 0.0037(16) 0.0017(16) 0.0092(16) C19 0.057(2) 0.118(3) 0.088(2) 0.016(2) 0.0091(18) 0.005(2) C20 0.091(3) 0.115(3) 0.079(2) 0.007(2) 0.000(2) 0.009(2) C21 0.132(4) 0.137(4) 0.087(2) 0.026(3) -0.002(2) -0.022(3) C22 0.075(2) 0.096(3) 0.106(2) 0.019(2) 0.026(2) 0.030(2) C23 0.141(4) 0.094(3) 0.118(3) 0.014(2) 0.045(3) 0.021(3) C24 0.252(5) 0.099(3) 0.181(4) 0.033(3) 0.116(4) 0.061(4) C25 0.448(11) 0.098(4) 0.221(6) -0.040(4) 0.146(6) -0.001(6) Cl1 0.0672(5) 0.0821(5) 0.0856(5) -0.0213(4) -0.0040(4) 0.0042(4) Cl2 0.1104(7) 0.0921(7) 0.0953(6) 0.0231(5) 0.0252(5) -0.0023(6) Cl3 0.0538(4) 0.0944(6) 0.0967(5) -0.0289(5) 0.0079(4) -0.0062(4) Cl4 0.2770(18) 0.0978(8) 0.1496(11) 0.0380(7) 0.0581(12) 0.0684(10) N1 0.0488(14) 0.0708(17) 0.0928(18) -0.0177(14) 0.0058(13) 0.0030(12) N2 0.0572(14) 0.0701(16) 0.0612(13) -0.0100(12) 0.0156(11) 0.0077(12) N3 0.0500(14) 0.0817(16) 0.0806(16) 0.0077(14) 0.0030(13) 0.0066(13) O1 0.0546(11) 0.0742(13) 0.0702(11) -0.0073(10) 0.0196(9) 0.0084(10) Os1 0.04689(6) 0.06000(7) 0.06798(7) -0.00586(6) 0.01008(5) 0.00333(6) _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 N2 1.368(4) . ? C1 C6 1.381(4) . ? C1 C2 1.433(4) . ? C2 O1 1.313(3) . ? C2 C3 1.363(4) . ? C3 C4 1.394(5) . ? C3 H3 0.9300 . ? C4 C5 1.354(5) . ? C4 H4 0.9300 . ? C5 C6 1.430(5) . ? C5 Cl4 1.734(4) . ? C6 C7 1.433(5) . ? C7 C8 1.365(6) . ? C7 H7 0.9300 . ? C8 C9 1.357(5) . ? C8 H8 0.9300 . ? C9 N2 1.315(4) . ? C9 H9 0.9300 . ? C10 C11 1.494(5) . ? C10 N3 1.534(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.543(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.415(7) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.486(5) . ? C14 N3 1.507(4) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.468(7) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.400(10) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 N3 1.511(4) . ? C18 C19 1.515(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.501(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.528(5) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N3 1.505(4) . ? C22 C23 1.515(5) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.511(6) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.500(7) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? Cl1 Os1 2.3668(8) . ? Cl2 Os1 2.3203(9) . ? Cl3 Os1 2.3568(8) . ? N1 Os1 1.642(3) . ? N2 Os1 2.098(2) . ? O1 Os1 2.1216(19) . ? 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 N2 C1 C6 122.5(3) . . ? N2 C1 C2 115.7(3) . . ? C6 C1 C2 121.8(3) . . ? O1 C2 C3 126.3(3) . . ? O1 C2 C1 116.2(2) . . ? C3 C2 C1 117.4(3) . . ? C2 C3 C4 121.3(3) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? C5 C4 C3 121.7(3) . . ? C5 C4 H4 119.1 . . ? C3 C4 H4 119.1 . . ? C4 C5 C6 119.4(3) . . ? C4 C5 Cl4 120.9(3) . . ? C6 C5 Cl4 119.6(3) . . ? C1 C6 C5 118.3(3) . . ? C1 C6 C7 116.7(3) . . ? C5 C6 C7 125.0(3) . . ? C8 C7 C6 118.2(3) . . ? C8 C7 H7 120.9 . . ? C6 C7 H7 120.9 . . ? C9 C8 C7 121.4(4) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? N2 C9 C8 121.9(3) . . ? N2 C9 H9 119.1 . . ? C8 C9 H9 119.1 . . ? C11 C10 N3 116.0(3) . . ? C11 C10 H10A 108.3 . . ? N3 C10 H10A 108.3 . . ? C11 C10 H10B 108.3 . . ? N3 C10 H10B 108.3 . . ? H10A C10 H10B 107.4 . . ? C10 C11 C12 109.8(3) . . ? C10 C11 H11A 109.7 . . ? C12 C11 H11A 109.7 . . ? C10 C11 H11B 109.7 . . ? C12 C11 H11B 109.7 . . ? H11A C11 H11B 108.2 . . ? C13 C12 C11 114.1(4) . . ? C13 C12 H12A 108.8 . . ? C11 C12 H12A 108.7 . . ? C13 C12 H12B 108.7 . . ? C11 C12 H12B 108.7 . . ? H12A C12 H12B 107.6 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 N3 114.8(3) . . ? C15 C14 H14A 108.5 . . ? N3 C14 H14A 108.6 . . ? C15 C14 H14B 108.6 . . ? N3 C14 H14B 108.6 . . ? H14A C14 H14B 107.5 . . ? C16 C15 C14 112.2(5) . . ? C16 C15 H15A 109.1 . . ? C14 C15 H15A 109.2 . . ? C16 C15 H15B 109.2 . . ? C14 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? C17 C16 C15 112.0(7) . . ? C17 C16 H16A 109.2 . . ? C15 C16 H16A 109.2 . . ? C17 C16 H16B 109.3 . . ? C15 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? C16 C17 H17A 109.4 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N3 C18 C19 115.9(3) . . ? N3 C18 H18A 108.3 . . ? C19 C18 H18A 108.3 . . ? N3 C18 H18B 108.3 . . ? C19 C18 H18B 108.3 . . ? H18A C18 H18B 107.4 . . ? C20 C19 C18 111.5(3) . . ? C20 C19 H19A 109.3 . . ? C18 C19 H19A 109.3 . . ? C20 C19 H19B 109.3 . . ? C18 C19 H19B 109.3 . . ? H19A C19 H19B 108.0 . . ? C19 C20 C21 113.8(3) . . ? C19 C20 H20A 108.8 . . ? C21 C20 H20A 108.8 . . ? C19 C20 H20B 108.8 . . ? C21 C20 H20B 108.8 . . ? H20A C20 H20B 107.7 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N3 C22 C23 117.5(3) . . ? N3 C22 H22A 107.9 . . ? C23 C22 H22A 107.9 . . ? N3 C22 H22B 107.9 . . ? C23 C22 H22B 107.9 . . ? H22A C22 H22B 107.2 . . ? C22 C23 C24 110.3(4) . . ? C22 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 . . ? C22 C23 H23B 109.6 . . ? C24 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? C25 C24 C23 112.3(5) . . ? C25 C24 H24A 109.1 . . ? C23 C24 H24A 109.1 . . ? C25 C24 H24B 109.2 . . ? C23 C24 H24B 109.2 . . ? H24A C24 H24B 107.9 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C9 N2 C1 119.2(3) . . ? C9 N2 Os1 125.7(2) . . ? C1 N2 Os1 115.08(18) . . ? C22 N3 C14 107.1(3) . . ? C22 N3 C18 111.6(3) . . ? C14 N3 C18 110.2(3) . . ? C22 N3 C10 110.9(3) . . ? C14 N3 C10 110.7(3) . . ? C18 N3 C10 106.4(2) . . ? C2 O1 Os1 116.02(17) . . ? N1 Os1 N2 90.93(11) . . ? N1 Os1 O1 167.23(10) . . ? N2 Os1 O1 76.33(8) . . ? N1 Os1 Cl2 103.70(10) . . ? N2 Os1 Cl2 165.37(7) . . ? O1 Os1 Cl2 89.04(6) . . ? N1 Os1 Cl3 94.49(9) . . ? N2 Os1 Cl3 88.90(7) . . ? O1 Os1 Cl3 86.20(6) . . ? Cl2 Os1 Cl3 90.33(3) . . ? N1 Os1 Cl1 95.28(9) . . ? N2 Os1 Cl1 89.00(7) . . ? O1 Os1 Cl1 83.84(6) . . ? Cl2 Os1 Cl1 89.25(3) . . ? Cl3 Os1 Cl1 170.03(3) . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 1.035 _refine_diff_density_min -0.640 _refine_diff_density_rms 0.081 _database_code_depnum_ccdc_archive 'CCDC 927504'