#Supplementary Material (ESI) for Chemical Communications #This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _publ_contact_author_name 'Simon Hernandez-Ortega' _publ_contact_author_address ; Instituto de Qu\'imica Universidad Nacional Aut\'onoma de M\'exico circuito exterior, ciudad universitaria, M\'exico 04510, M\'exico. ; _publ_contact_author_email simonho@unam.mx _publ_contact_author_fax '+52 55 56221603' _publ_contact_author_phone '+52 55 56444515' _publ_contact_letter ; ? ; #============================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; Cyclometalated [Os(C~N)x(N~N)3-x]^m+^ Mimetics of Tris(2,2'-bipyridine)osmium(II): Covering a 2 V Potencial Range by knwon (x = 0,1) and new (x = 3) species (C~N = o-2-phenylpiriinato) ; _publ_section_title_footnote # remove if not required . # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. # NB if using publCIF, the Author database tool might prove useful # (see the Tools menu in publCIF) loop_ _publ_author_name _publ_author_address _publ_author_footnote R.Ceron-Camacho ; Instituto de Qu\'imica Universidad Nacional Aut\'onoma de M\'exico circuito exterior, ciudad universitaria, M\'exico 04510, M\'exico. ; ; ? ; S.Hernandez-Ortega ; Instituto de Qu\'imica Universidad Nacional Aut\'onoma de M\'exico circuito exterior, ciudad universitaria, M\'exico 04510, M\'exico. ; . 'R.Le Lagadec' ; Instituto de Qu\'imica Universidad Nacional Aut\'onoma de M\'exico circuito exterior, ciudad universitaria, M\'exico 04510, M\'exico. ; . A.D.Ryabov ; Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, Pittsburgh, Pennsylvania 15213 ; . #============================================================================== # Formatted by publCIF data_compound-1c _database_code_depnum_ccdc_archive 'CCDC 789830' #TrackingRef '- Le_Lagadec.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 N4 Os, F6 P' _chemical_formula_sum 'C32 H24 F6 N4 Os P' _chemical_formula_weight 799.72 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' F F 0.0171 0.0103 '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' Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.0431(9) _cell_length_b 15.8867(13) _cell_length_c 33.671(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5907.2(8) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 8095 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 25.28 _exptl_crystal_description Prism _exptl_crystal_colour BLack _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas . _exptl_crystal_density_diffrn 1.798 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3112 _exptl_absorpt_coefficient_mu 4.439 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3684 _exptl_absorpt_correction_T_max 0.7572 _exptl_absorpt_process_details 'sadabs, Sheldrick, G. M. (1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 APEX AXS CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 0.83 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% . _diffrn_reflns_number 46381 _diffrn_reflns_av_R_equivalents 0.0725 _diffrn_reflns_av_sigmaI/netI 0.0394 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.35 _reflns_number_total 5422 _reflns_number_gt 3647 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V 5.625 (Bruker, 1999)' _computing_cell_refinement 'SMART V 5.625 (Bruker, 1999)' _computing_data_reduction 'SAINT V 6.23A (Bruker, 1999)' _computing_structure_solution 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_structure_refinement 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_molecular_graphics 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_publication_material 'SHELXTL V 6.12 (Sheldrick, 2000)' _solved_by 'Simon Hernandez-Ortega' _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\^)+(0.0678P)\^2\^] 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 5422 _refine_ls_number_parameters 452 _refine_ls_number_restraints 411 _refine_ls_R_factor_all 0.0736 _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.1215 _refine_ls_wR_factor_gt 0.1050 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Os Os 0.26009(2) 0.247017(14) 0.139084(7) 0.03576(12) Uani 1 1 d . . . N1 N 0.2786(4) 0.3137(3) 0.08409(15) 0.0391(13) Uani 1 1 d . . . C2 C 0.3542(6) 0.2819(4) 0.05654(19) 0.0410(16) Uani 1 1 d . . . C3 C 0.3742(7) 0.3223(5) 0.02073(19) 0.0536(19) Uani 1 1 d . . . H3 H 0.4260 0.2992 0.0019 0.064 Uiso 1 1 calc R . . C4 C 0.3171(7) 0.3962(5) 0.0137(2) 0.064(2) Uani 1 1 d . . . H4 H 0.3323 0.4252 -0.0098 0.076 Uiso 1 1 calc R . . C5 C 0.2377(7) 0.4286(5) 0.0405(2) 0.061(2) Uani 1 1 d . . . H5 H 0.1963 0.4783 0.0352 0.073 Uiso 1 1 calc R . . C6 C 0.2202(6) 0.3861(4) 0.0753(2) 0.0551(19) Uani 1 1 d . . . H6 H 0.1659 0.4080 0.0937 0.066 Uiso 1 1 calc R . . N7 N 0.3850(5) 0.1738(3) 0.10513(15) 0.0399(13) Uani 1 1 d . . . C8 C 0.4128(6) 0.2014(4) 0.06798(19) 0.0379(15) Uani 1 1 d . . . C9 C 0.4894(6) 0.1560(4) 0.0441(2) 0.059(2) Uani 1 1 d . . . H9 H 0.5067 0.1752 0.0186 0.070 Uiso 1 1 calc R . . C10 C 0.5403(7) 0.0829(5) 0.0574(2) 0.061(2) Uani 1 1 d . . . H10 H 0.5921 0.0519 0.0412 0.073 Uiso 1 1 calc R . . C11 C 0.5136(7) 0.0563(5) 0.0949(3) 0.063(2) Uani 1 1 d . . . H11 H 0.5476 0.0068 0.1046 0.076 Uiso 1 1 calc R . . C12 C 0.4376(7) 0.1019(4) 0.1183(2) 0.0535(19) Uani 1 1 d . . . H12 H 0.4212 0.0833 0.1439 0.064 Uiso 1 1 calc R . . N13 N 0.4065(4) 0.3011(3) 0.16770(15) 0.0384(13) Uani 1 1 d . . . C14 C 0.4316(6) 0.2716(4) 0.20495(19) 0.0424(16) Uani 1 1 d . . . C15 C 0.5290(7) 0.3032(5) 0.2258(2) 0.066(2) Uani 1 1 d . . . H15 H 0.5473 0.2822 0.2509 0.079 Uiso 1 1 calc R . . C16 C 0.5989(7) 0.3659(5) 0.2095(2) 0.073(3) Uani 1 1 d . . . H16 H 0.6636 0.3882 0.2237 0.087 Uiso 1 1 calc R . . C17 C 0.5734(7) 0.3951(5) 0.1726(2) 0.068(2) Uani 1 1 d . . . H17 H 0.6207 0.4371 0.1613 0.082 Uiso 1 1 calc R . . C18 C 0.4780(6) 0.3623(4) 0.1525(2) 0.0511(18) Uani 1 1 d . . . H18 H 0.4611 0.3827 0.1272 0.061 Uiso 1 1 calc R . . C19 C 0.2619(5) 0.1816(4) 0.19118(19) 0.0358(14) Uani 1 1 d . . . C20 C 0.3494(6) 0.2053(4) 0.21842(19) 0.0419(16) Uani 1 1 d . . . C21 C 0.3566(7) 0.1696(4) 0.2560(2) 0.059(2) Uani 1 1 d . . . H21 H 0.4155 0.1875 0.2738 0.071 Uiso 1 1 calc R . . C22 C 0.2763(7) 0.1078(5) 0.2666(3) 0.072(2) Uani 1 1 d . . . H22 H 0.2800 0.0841 0.2918 0.086 Uiso 1 1 calc R . . C23 C 0.1905(8) 0.0808(5) 0.2400(2) 0.064(2) Uani 1 1 d . . . H23 H 0.1374 0.0379 0.2471 0.076 Uiso 1 1 calc R . . C24 C 0.1825(6) 0.1172(4) 0.2028(2) 0.0485(18) Uani 1 1 d . . . H24 H 0.1235 0.0986 0.1851 0.058 Uiso 1 1 calc R . . N25 N 0.1050(5) 0.1900(3) 0.11822(14) 0.0382(13) Uani 1 1 d . . . C26 C -0.0024(6) 0.2215(4) 0.13146(18) 0.0387(15) Uani 1 1 d . . . C27 C -0.1093(7) 0.1809(4) 0.1230(2) 0.056(2) Uani 1 1 d . . . H27 H -0.1822 0.2023 0.1325 0.067 Uiso 1 1 calc R . . C28 C -0.1087(8) 0.1075(5) 0.1002(2) 0.068(2) Uani 1 1 d . . . H28 H -0.1805 0.0794 0.0945 0.082 Uiso 1 1 calc R . . C29 C -0.0011(7) 0.0779(5) 0.0866(2) 0.066(2) Uani 1 1 d . . . H29 H 0.0014 0.0296 0.0710 0.079 Uiso 1 1 calc R . . C30 C 0.1028(7) 0.1192(4) 0.0958(2) 0.057(2) Uani 1 1 d . . . H30 H 0.1758 0.0979 0.0864 0.069 Uiso 1 1 calc R . . C31 C 0.1318(5) 0.3239(4) 0.16249(17) 0.0321(14) Uani 1 1 d . . . C32 C 0.0123(6) 0.3003(4) 0.15438(17) 0.0403(16) Uani 1 1 d . . . C33 C -0.0864(6) 0.3476(5) 0.1664(2) 0.056(2) Uani 1 1 d . . . H33 H -0.1649 0.3298 0.1609 0.068 Uiso 1 1 calc R . . C34 C -0.0658(7) 0.4224(5) 0.1868(2) 0.058(2) Uani 1 1 d . . . H34 H -0.1309 0.4555 0.1948 0.070 Uiso 1 1 calc R . . C35 C 0.0500(7) 0.4474(4) 0.1952(2) 0.0525(19) Uani 1 1 d . . . H35 H 0.0637 0.4972 0.2089 0.063 Uiso 1 1 calc R . . C36 C 0.1464(6) 0.3985(4) 0.18318(19) 0.0458(17) Uani 1 1 d . . . H36 H 0.2245 0.4164 0.1892 0.055 Uiso 1 1 calc R . . P P 0.73181(18) 0.36439(12) 0.05091(7) 0.0625(6) Uani 1 1 d DU . . F1 F 0.8541(5) 0.3163(4) 0.05532(18) 0.100(2) Uani 0.797(6) 1 d PDU A 1 F2 F 0.7683(5) 0.4264(4) 0.08558(19) 0.113(2) Uani 0.797(6) 1 d PDU A 1 F3 F 0.6730(6) 0.3036(4) 0.08219(17) 0.116(2) Uani 0.797(6) 1 d PDU A 1 F4 F 0.6081(5) 0.4129(4) 0.0467(2) 0.125(3) Uani 0.797(6) 1 d PDU A 1 F5 F 0.6915(6) 0.3035(4) 0.01681(17) 0.102(2) Uani 0.797(6) 1 d PDU A 1 F6 F 0.7917(6) 0.4251(4) 0.02002(18) 0.125(2) Uani 0.797(6) 1 d PDU A 1 F1A F 0.5935(7) 0.3637(13) 0.0615(6) 0.096(4) Uani 0.203(6) 1 d PDU A 2 F2A F 0.7013(18) 0.3522(13) 0.0060(2) 0.101(4) Uani 0.203(6) 1 d PDU A 2 F3A F 0.7265(17) 0.4626(4) 0.0456(6) 0.095(4) Uani 0.203(6) 1 d PDU A 2 F4A F 0.8706(7) 0.3657(13) 0.0409(6) 0.101(4) Uani 0.203(6) 1 d PDU A 2 F5A F 0.7624(18) 0.3774(14) 0.0962(2) 0.105(4) Uani 0.203(6) 1 d PDU A 2 F6A F 0.7376(17) 0.2667(4) 0.0566(6) 0.100(4) Uani 0.203(6) 1 d PDU A 2 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 0.03854(18) 0.03447(18) 0.03426(19) -0.00028(11) 0.00080(10) 0.00103(13) N1 0.041(3) 0.045(3) 0.032(3) 0.001(3) 0.003(2) 0.005(3) C2 0.041(4) 0.040(4) 0.041(4) -0.001(3) -0.001(3) -0.005(3) C3 0.071(5) 0.061(5) 0.029(4) -0.001(4) 0.008(4) 0.001(4) C4 0.084(6) 0.070(6) 0.037(5) 0.018(4) 0.005(4) 0.003(5) C5 0.091(6) 0.052(5) 0.039(4) 0.016(4) -0.003(4) 0.009(4) C6 0.063(5) 0.058(5) 0.045(5) 0.009(4) 0.004(4) 0.016(4) N7 0.041(3) 0.037(3) 0.042(3) -0.007(3) 0.005(3) 0.003(3) C8 0.037(4) 0.041(4) 0.035(4) -0.002(3) 0.000(3) -0.004(3) C9 0.064(5) 0.059(5) 0.053(5) -0.006(4) 0.017(4) 0.009(4) C10 0.056(5) 0.059(5) 0.067(6) -0.012(4) 0.022(4) 0.014(4) C11 0.052(5) 0.045(5) 0.092(6) 0.002(4) 0.010(5) 0.014(4) C12 0.060(5) 0.044(4) 0.056(5) 0.005(4) 0.007(4) 0.016(4) N13 0.030(3) 0.052(3) 0.033(3) -0.002(3) 0.005(2) -0.002(3) C14 0.039(4) 0.049(4) 0.039(4) 0.000(3) 0.001(3) 0.003(3) C15 0.062(5) 0.090(6) 0.047(5) -0.005(5) -0.007(4) -0.018(5) C16 0.064(5) 0.099(7) 0.055(5) -0.009(5) -0.003(4) -0.041(5) C17 0.052(5) 0.094(6) 0.058(5) -0.004(5) 0.007(4) -0.025(4) C18 0.043(4) 0.071(5) 0.039(4) 0.003(4) 0.010(3) -0.012(4) C19 0.036(4) 0.037(3) 0.035(4) 0.001(3) 0.001(3) 0.005(3) C20 0.053(4) 0.038(4) 0.034(4) 0.001(3) -0.001(3) 0.003(3) C21 0.072(5) 0.058(5) 0.048(5) 0.004(4) -0.007(4) -0.007(4) C22 0.075(6) 0.081(6) 0.059(6) 0.027(5) 0.000(5) -0.006(5) C23 0.081(6) 0.051(5) 0.059(5) 0.020(4) 0.017(5) -0.008(4) C24 0.050(4) 0.046(4) 0.050(5) 0.004(4) 0.002(4) -0.003(3) N25 0.044(3) 0.035(3) 0.036(3) -0.003(3) -0.007(3) -0.004(3) C26 0.039(4) 0.041(4) 0.036(4) 0.003(3) -0.004(3) 0.002(3) C27 0.049(5) 0.051(5) 0.067(5) 0.001(4) -0.014(4) -0.007(4) C28 0.063(6) 0.065(6) 0.077(6) -0.001(5) -0.035(5) -0.020(4) C29 0.063(5) 0.053(5) 0.081(6) -0.026(4) -0.023(5) 0.000(4) C30 0.067(5) 0.045(4) 0.060(5) -0.021(4) -0.016(4) 0.005(4) C31 0.041(4) 0.036(3) 0.020(3) -0.001(3) 0.006(3) 0.000(3) C32 0.056(4) 0.038(4) 0.027(3) 0.001(3) -0.001(3) 0.006(3) C33 0.037(4) 0.065(5) 0.068(5) -0.006(4) 0.002(4) 0.015(4) C34 0.053(5) 0.056(5) 0.066(5) -0.013(4) 0.012(4) 0.019(4) C35 0.065(5) 0.043(4) 0.049(5) -0.014(4) 0.011(4) 0.003(4) C36 0.052(4) 0.041(4) 0.044(4) -0.003(3) 0.002(3) -0.005(3) P 0.0640(13) 0.0434(11) 0.0801(15) -0.0034(10) 0.0001(11) 0.0007(10) F1 0.080(3) 0.102(5) 0.118(5) 0.040(4) 0.007(3) 0.032(3) F2 0.112(5) 0.099(5) 0.129(5) -0.041(4) -0.012(4) -0.031(4) F3 0.118(5) 0.106(5) 0.124(4) 0.012(4) 0.042(4) -0.036(4) F4 0.090(4) 0.090(5) 0.196(7) -0.049(4) -0.032(4) 0.038(4) F5 0.116(4) 0.078(4) 0.112(4) -0.038(3) -0.007(4) 0.009(4) F6 0.145(5) 0.100(5) 0.129(5) 0.064(4) -0.010(4) -0.022(4) F1A 0.072(4) 0.085(9) 0.132(10) -0.005(10) 0.015(6) -0.011(6) F2A 0.124(9) 0.097(9) 0.083(5) -0.005(7) -0.010(6) 0.005(11) F3A 0.101(9) 0.049(4) 0.134(9) 0.006(6) 0.003(9) -0.004(6) F4A 0.072(4) 0.100(9) 0.132(10) 0.017(10) 0.014(6) 0.004(6) F5A 0.123(9) 0.109(10) 0.083(5) -0.003(7) -0.009(6) -0.015(11) F6A 0.121(9) 0.053(4) 0.127(9) 0.011(6) 0.010(9) 0.001(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 C31 2.029(6) . ? Os C19 2.039(6) . ? Os N25 2.061(5) . ? Os N13 2.069(5) . ? Os N7 2.136(5) . ? Os N1 2.143(5) . ? N1 C2 1.346(7) . ? N1 C6 1.351(8) . ? C2 C3 1.384(9) . ? C2 C8 1.485(9) . ? C3 C4 1.354(9) . ? C4 C5 1.359(10) . ? C5 C6 1.367(9) . ? N7 C12 1.356(8) . ? N7 C8 1.360(7) . ? C8 C9 1.372(8) . ? C9 C10 1.366(9) . ? C10 C11 1.366(10) . ? C11 C12 1.359(9) . ? N13 C18 1.353(8) . ? N13 C14 1.367(8) . ? C14 C15 1.380(9) . ? C14 C20 1.463(9) . ? C15 C16 1.374(10) . ? C16 C17 1.355(10) . ? C17 C18 1.357(9) . ? C19 C20 1.385(8) . ? C19 C24 1.403(8) . ? C20 C21 1.388(9) . ? C21 C22 1.370(9) . ? C22 C23 1.371(11) . ? C23 C24 1.383(9) . ? N25 C30 1.354(8) . ? N25 C26 1.362(8) . ? C26 C27 1.376(9) . ? C26 C32 1.480(9) . ? C27 C28 1.396(10) . ? C28 C29 1.358(10) . ? C29 C30 1.359(9) . ? C31 C36 1.385(8) . ? C31 C32 1.399(8) . ? C32 C33 1.384(9) . ? C33 C34 1.392(9) . ? C34 C35 1.369(9) . ? C35 C36 1.378(9) . ? P F1 1.559(4) . ? P F2A 1.562(6) . ? P F6A 1.565(6) . ? P F6 1.565(4) . ? P F5 1.566(4) . ? P F1A 1.568(6) . ? P F4A 1.569(6) . ? P F3 1.569(4) . ? P F3A 1.571(6) . ? P F5A 1.575(6) . ? P F4 1.576(4) . ? P F2 1.579(4) . ? 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 C31 Os C19 88.8(2) . . ? C31 Os N25 79.4(2) . . ? C19 Os N25 94.4(2) . . ? C31 Os N13 96.6(2) . . ? C19 Os N13 78.7(2) . . ? N25 Os N13 172.18(19) . . ? C31 Os N7 170.5(2) . . ? C19 Os N7 100.2(2) . . ? N25 Os N7 96.6(2) . . ? N13 Os N7 88.32(19) . . ? C31 Os N1 96.0(2) . . ? C19 Os N1 173.9(2) . . ? N25 Os N1 90.13(19) . . ? N13 Os N1 97.0(2) . . ? N7 Os N1 75.23(19) . . ? C2 N1 C6 117.7(6) . . ? C2 N1 Os 117.9(4) . . ? C6 N1 Os 124.4(4) . . ? N1 C2 C3 121.7(6) . . ? N1 C2 C8 114.6(5) . . ? C3 C2 C8 123.8(6) . . ? C4 C3 C2 118.7(7) . . ? C3 C4 C5 120.8(7) . . ? C4 C5 C6 118.3(7) . . ? N1 C6 C5 122.7(7) . . ? C12 N7 C8 118.3(6) . . ? C12 N7 Os 124.1(5) . . ? C8 N7 Os 117.6(4) . . ? N7 C8 C9 120.6(6) . . ? N7 C8 C2 114.6(5) . . ? C9 C8 C2 124.7(6) . . ? C10 C9 C8 120.6(7) . . ? C11 C10 C9 118.5(7) . . ? C12 C11 C10 120.3(7) . . ? N7 C12 C11 121.7(7) . . ? C18 N13 C14 118.4(6) . . ? C18 N13 Os 125.3(4) . . ? C14 N13 Os 116.3(4) . . ? N13 C14 C15 120.1(6) . . ? N13 C14 C20 113.9(6) . . ? C15 C14 C20 126.0(6) . . ? C16 C15 C14 119.8(7) . . ? C17 C16 C15 119.9(7) . . ? C16 C17 C18 119.3(8) . . ? N13 C18 C17 122.6(7) . . ? C20 C19 C24 116.7(6) . . ? C20 C19 Os 116.0(4) . . ? C24 C19 Os 127.3(5) . . ? C19 C20 C21 122.1(6) . . ? C19 C20 C14 115.1(6) . . ? C21 C20 C14 122.8(6) . . ? C22 C21 C20 119.6(7) . . ? C21 C22 C23 120.0(8) . . ? C22 C23 C24 120.3(7) . . ? C23 C24 C19 121.2(7) . . ? C30 N25 C26 118.2(6) . . ? C30 N25 Os 124.7(5) . . ? C26 N25 Os 116.8(4) . . ? N25 C26 C27 120.5(6) . . ? N25 C26 C32 112.7(5) . . ? C27 C26 C32 126.8(6) . . ? C26 C27 C28 120.1(7) . . ? C29 C28 C27 118.7(7) . . ? C28 C29 C30 119.6(7) . . ? N25 C30 C29 123.0(7) . . ? C36 C31 C32 115.9(6) . . ? C36 C31 Os 129.0(5) . . ? C32 C31 Os 115.0(4) . . ? C33 C32 C31 122.7(6) . . ? C33 C32 C26 121.7(6) . . ? C31 C32 C26 115.5(6) . . ? C32 C33 C34 118.6(7) . . ? C35 C34 C33 120.1(6) . . ? C34 C35 C36 119.9(6) . . ? C35 C36 C31 122.7(7) . . ? F1 P F2A 102.6(8) . . ? F1 P F6A 57.8(6) . . ? F2A P F6A 90.3(5) . . ? F1 P F6 89.9(3) . . ? F2A P F6 61.5(8) . . ? F6A P F6 132.5(7) . . ? F1 P F5 90.8(3) . . ? F6A P F5 59.3(7) . . ? F6 P F5 90.8(3) . . ? F1 P F1A 145.0(7) . . ? F2A P F1A 90.5(5) . . ? F6A P F1A 90.3(4) . . ? F6 P F1A 124.5(7) . . ? F5 P F1A 83.4(8) . . ? F2A P F4A 90.3(4) . . ? F6A P F4A 90.0(5) . . ? F6 P F4A 55.7(7) . . ? F5 P F4A 97.4(8) . . ? F1A P F4A 179.2(5) . . ? F1 P F3 89.6(3) . . ? F2A P F3 119.0(8) . . ? F6A P F3 47.5(7) . . ? F6 P F3 179.4(3) . . ? F5 P F3 89.7(3) . . ? F1A P F3 56.0(7) . . ? F4A P F3 123.8(7) . . ? F1 P F3A 122.0(6) . . ? F2A P F3A 90.3(5) . . ? F6A P F3A 179.4(5) . . ? F6 P F3A 47.8(7) . . ? F5 P F3A 121.3(7) . . ? F1A P F3A 89.8(4) . . ? F4A P F3A 89.9(4) . . ? F3 P F3A 132.2(7) . . ? F1 P F5A 77.6(8) . . ? F2A P F5A 179.6(5) . . ? F6A P F5A 90.2(5) . . ? F6 P F5A 118.1(8) . . ? F5 P F5A 148.4(7) . . ? F1A P F5A 89.5(4) . . ? F4A P F5A 89.8(4) . . ? F3 P F5A 61.3(7) . . ? F3A P F5A 89.3(4) . . ? F1 P F4 179.7(3) . . ? F2A P F4 77.7(8) . . ? F6A P F4 122.1(7) . . ? F6 P F4 90.3(3) . . ? F5 P F4 89.5(3) . . ? F4A P F4 145.2(7) . . ? F3 P F4 90.2(3) . . ? F3A P F4 58.1(6) . . ? F5A P F4 102.1(8) . . ? F1 P F2 90.8(3) . . ? F2A P F2 148.0(7) . . ? F6A P F2 121.1(7) . . ? F6 P F2 90.0(3) . . ? F5 P F2 178.3(3) . . ? F1A P F2 94.9(8) . . ? F4A P F2 84.3(8) . . ? F3 P F2 89.6(3) . . ? F3A P F2 58.3(7) . . ? F4 P F2 89.0(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.187 _refine_diff_density_min -0.482 _refine_diff_density_rms 0.108 data_compund-1d _database_code_depnum_ccdc_archive 'CCDC 789831' #TrackingRef 'Angewandte Chemie.cif' _audit_update_record ; 2010-05-05 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H24 N3 Os' _chemical_formula_sum 'C33 H24 N3 Os' _chemical_formula_weight 652.75 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' Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'P-4 21c' _symmetry_space_group_name_Hall 'P -4 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-y+1/2, -x+1/2, z+1/2' 'y+1/2, x+1/2, z+1/2' _cell_length_a 23.4566(10) _cell_length_b 23.4566(10) _cell_length_c 9.1255(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5021.0(5) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 9900 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 25.23 _exptl_crystal_description Prism _exptl_crystal_colour Black _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas . _exptl_crystal_density_diffrn 1.727 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2552 _exptl_absorpt_coefficient_mu 5.107 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.3711 _exptl_absorpt_correction_T_max 0.5716 _exptl_absorpt_process_details 'SHELXTL V 6.12 (Sheldrick, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 APEX AXS CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 0.83 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% . _diffrn_reflns_number 54674 _diffrn_reflns_av_R_equivalents 0.0679 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.35 _reflns_number_total 4590 _reflns_number_gt 4085 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V 5.625 (Bruker, 1999)' _computing_cell_refinement 'SMART V 5.625 (Bruker, 1999)' _computing_data_reduction 'SAINT V 6.23A (Bruker, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V 6.12 (Sheldrick, 2000)' _computing_publication_material 'SHELXTL V 6.12 (Sheldrick, 2000)' #_solved_by 'Simon Hernandez-Ortega' _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^)+(0.0174P)^2^] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.017(7) _refine_ls_number_reflns 4590 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0296 _refine_ls_R_factor_gt 0.0242 _refine_ls_wR_factor_ref 0.0431 _refine_ls_wR_factor_gt 0.0421 _refine_ls_goodness_of_fit_ref 0.919 _refine_ls_restrained_S_all 0.919 _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 Os1 Os 0.530692(7) 0.253960(7) 0.87277(2) 0.03417(5) Uani 1 1 d . . . N1 N 0.54244(17) 0.17108(16) 0.9675(4) 0.0388(10) Uani 1 1 d . . . C2 C 0.4980(2) 0.1338(2) 0.9489(6) 0.0442(14) Uani 1 1 d . . . C3 C 0.4979(3) 0.0823(2) 1.0246(7) 0.0662(18) Uani 1 1 d . . . H3 H 0.4679 0.0569 1.0120 0.079 Uiso 1 1 calc R . . C4 C 0.5415(3) 0.0689(2) 1.1172(9) 0.0743(18) Uani 1 1 d . . . H4 H 0.5410 0.0346 1.1681 0.089 Uiso 1 1 calc R . . C5 C 0.5863(2) 0.1060(2) 1.1356(9) 0.0565(15) Uani 1 1 d . . . H5 H 0.6161 0.0975 1.1991 0.068 Uiso 1 1 calc R . . C6 C 0.5855(2) 0.1558(2) 1.0573(5) 0.0443(14) Uani 1 1 d . . . H6 H 0.6163 0.1805 1.0667 0.053 Uiso 1 1 calc R . . C7 C 0.4619(2) 0.2112(2) 0.7957(5) 0.0343(12) Uani 1 1 d . . . C8 C 0.4547(2) 0.1546(2) 0.8482(6) 0.0418(13) Uani 1 1 d . . . C9 C 0.4081(3) 0.1207(3) 0.8037(6) 0.0670(18) Uani 1 1 d . . . H9 H 0.4035 0.0841 0.8413 0.080 Uiso 1 1 calc R . . C10 C 0.3693(3) 0.1421(3) 0.7038(7) 0.0701(19) Uani 1 1 d . . . H10 H 0.3389 0.1197 0.6731 0.084 Uiso 1 1 calc R . . C11 C 0.3757(2) 0.1963(2) 0.6500(6) 0.0539(15) Uani 1 1 d . . . H11 H 0.3498 0.2104 0.5820 0.065 Uiso 1 1 calc R . . C12 C 0.4202(2) 0.2298(2) 0.6962(5) 0.0462(14) Uani 1 1 d . . . H12 H 0.4229 0.2667 0.6596 0.055 Uiso 1 1 calc R . . N13 N 0.48436(17) 0.28395(18) 1.0608(4) 0.0382(11) Uani 1 1 d . . . C14 C 0.4641(2) 0.3382(2) 1.0529(6) 0.0367(12) Uani 1 1 d . . . C15 C 0.4362(2) 0.3633(2) 1.1690(6) 0.0511(15) Uani 1 1 d . . . H15 H 0.4228 0.4005 1.1606 0.061 Uiso 1 1 calc R . . C16 C 0.4282(2) 0.3338(3) 1.2964(6) 0.0623(18) Uani 1 1 d . . . H16 H 0.4094 0.3505 1.3753 0.075 Uiso 1 1 calc R . . C17 C 0.4484(2) 0.2787(3) 1.3054(6) 0.0623(18) Uani 1 1 d . . . H17 H 0.4437 0.2576 1.3909 0.075 Uiso 1 1 calc R . . C18 C 0.4756(2) 0.2552(3) 1.1860(5) 0.0463(13) Uani 1 1 d . . . H18 H 0.4885 0.2178 1.1925 0.056 Uiso 1 1 calc R . . C19 C 0.5039(2) 0.33263(19) 0.8054(5) 0.0333(11) Uani 1 1 d . . . C20 C 0.4733(2) 0.36483(19) 0.9088(5) 0.0359(12) Uani 1 1 d . . . C21 C 0.4514(2) 0.4181(2) 0.8729(8) 0.0522(13) Uani 1 1 d . . . H21 H 0.4323 0.4391 0.9443 0.063 Uiso 1 1 calc R . . C22 C 0.4570(3) 0.4402(2) 0.7361(7) 0.0631(17) Uani 1 1 d . . . H22 H 0.4411 0.4754 0.7127 0.076 Uiso 1 1 calc R . . C23 C 0.4868(2) 0.4095(2) 0.6331(8) 0.0557(14) Uani 1 1 d . . . H23 H 0.4911 0.4242 0.5391 0.067 Uiso 1 1 calc R . . C24 C 0.5101(2) 0.3577(2) 0.6663(6) 0.0460(14) Uani 1 1 d . . . H24 H 0.5306 0.3384 0.5946 0.055 Uiso 1 1 calc R . . N25 N 0.61112(17) 0.28721(16) 0.9472(4) 0.0368(10) Uani 1 1 d . . . C26 C 0.6541(2) 0.28525(19) 0.8470(6) 0.0384(13) Uani 1 1 d . . . C27 C 0.7080(2) 0.3057(2) 0.8845(8) 0.0518(14) Uani 1 1 d . . . H27 H 0.7374 0.3045 0.8162 0.062 Uiso 1 1 calc R . . C28 C 0.7177(2) 0.3275(2) 1.0207(7) 0.0586(17) Uani 1 1 d . . . H28 H 0.7537 0.3411 1.0453 0.070 Uiso 1 1 calc R . . C29 C 0.6740(2) 0.3293(2) 1.1220(8) 0.0560(14) Uani 1 1 d . . . H29 H 0.6800 0.3439 1.2155 0.067 Uiso 1 1 calc R . . C30 C 0.6217(2) 0.3090(2) 1.0811(5) 0.0442(14) Uani 1 1 d . . . H30 H 0.5921 0.3103 1.1488 0.053 Uiso 1 1 calc R . . C31 C 0.5814(2) 0.2416(2) 0.6938(5) 0.0384(13) Uani 1 1 d . . . C32 C 0.6380(2) 0.2616(2) 0.7056(5) 0.0391(13) Uani 1 1 d . . . C33 C 0.6753(2) 0.2598(2) 0.5872(5) 0.0565(16) Uani 1 1 d . . . H33 H 0.7125 0.2728 0.5983 0.068 Uiso 1 1 calc R . . C34 C 0.6577(3) 0.2390(3) 0.4547(7) 0.0647(18) Uani 1 1 d . . . H34 H 0.6828 0.2376 0.3760 0.078 Uiso 1 1 calc R . . C35 C 0.6028(3) 0.2204(3) 0.4392(6) 0.0650(18) Uani 1 1 d . . . H35 H 0.5904 0.2072 0.3485 0.078 Uiso 1 1 calc R . . C36 C 0.5656(2) 0.2209(2) 0.5561(6) 0.0508(15) Uani 1 1 d . . . H36 H 0.5288 0.2069 0.5429 0.061 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 Os1 0.03477(10) 0.03594(11) 0.03181(8) -0.00271(12) 0.00117(11) 0.00052(8) N1 0.041(3) 0.038(2) 0.037(2) -0.001(2) 0.004(2) 0.007(2) C2 0.050(3) 0.032(3) 0.051(3) 0.001(3) 0.002(3) -0.001(3) C3 0.078(5) 0.042(4) 0.078(5) 0.007(3) -0.010(4) -0.007(3) C4 0.095(5) 0.047(3) 0.081(4) 0.019(4) -0.020(6) 0.002(4) C5 0.058(3) 0.052(3) 0.060(4) 0.007(5) -0.003(5) 0.014(3) C6 0.039(3) 0.047(3) 0.047(3) -0.007(3) -0.002(3) 0.007(3) C7 0.038(3) 0.043(3) 0.022(2) -0.005(2) -0.004(2) -0.001(3) C8 0.044(3) 0.040(3) 0.041(3) -0.005(3) -0.003(3) -0.005(2) C9 0.072(4) 0.056(4) 0.073(5) 0.001(3) -0.010(4) -0.017(3) C10 0.053(4) 0.082(5) 0.075(5) -0.006(4) -0.013(3) -0.019(4) C11 0.053(3) 0.067(4) 0.042(4) -0.003(3) -0.013(3) -0.004(3) C12 0.044(3) 0.053(4) 0.042(3) -0.002(3) 0.001(3) -0.002(3) N13 0.030(2) 0.046(3) 0.039(3) -0.007(2) 0.002(2) -0.002(2) C14 0.028(3) 0.037(3) 0.045(3) -0.014(2) -0.003(2) 0.002(2) C15 0.046(3) 0.055(3) 0.052(4) -0.023(3) 0.001(3) 0.000(3) C16 0.052(4) 0.095(5) 0.041(4) -0.020(4) 0.007(3) 0.008(4) C17 0.054(4) 0.094(5) 0.039(3) 0.009(3) 0.002(3) 0.000(3) C18 0.044(3) 0.059(4) 0.035(2) -0.001(3) 0.004(2) 0.002(4) C19 0.032(3) 0.032(3) 0.036(3) 0.000(2) -0.003(2) -0.005(2) C20 0.033(3) 0.033(3) 0.042(3) -0.007(2) -0.001(2) -0.004(2) C21 0.052(3) 0.041(3) 0.063(4) -0.016(4) 0.007(4) 0.002(3) C22 0.072(5) 0.040(3) 0.077(5) 0.010(3) -0.004(4) 0.005(3) C23 0.060(3) 0.048(3) 0.060(3) 0.014(4) 0.002(4) -0.004(3) C24 0.052(3) 0.044(3) 0.042(4) 0.009(3) 0.005(3) 0.001(3) N25 0.041(3) 0.030(2) 0.039(3) 0.001(2) -0.003(2) 0.001(2) C26 0.032(3) 0.035(3) 0.047(4) 0.010(3) 0.005(3) 0.003(2) C27 0.040(3) 0.048(3) 0.068(4) 0.007(4) 0.006(4) 0.005(2) C28 0.042(3) 0.051(4) 0.083(5) 0.002(4) -0.015(3) -0.007(3) C29 0.057(3) 0.053(3) 0.058(4) -0.004(4) -0.021(4) -0.007(3) C30 0.046(3) 0.048(3) 0.039(3) -0.004(3) 0.002(2) -0.006(3) C31 0.039(3) 0.033(3) 0.044(3) -0.007(3) 0.003(2) 0.014(2) C32 0.033(3) 0.037(3) 0.047(3) 0.006(3) 0.007(2) 0.009(2) C33 0.050(3) 0.068(4) 0.051(4) 0.012(3) 0.011(3) 0.010(3) C34 0.059(4) 0.079(5) 0.055(4) -0.001(4) 0.020(3) 0.021(4) C35 0.076(5) 0.084(5) 0.035(3) -0.008(3) 0.003(3) 0.028(4) C36 0.050(4) 0.064(4) 0.038(3) -0.009(3) 0.004(3) 0.018(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 Os1 C7 2.026(5) . ? Os1 C31 2.041(5) . ? Os1 C19 2.044(5) . ? Os1 N1 2.145(4) . ? Os1 N13 2.149(4) . ? Os1 N25 2.151(4) . ? N1 C6 1.349(6) . ? N1 C2 1.372(6) . ? C2 C3 1.390(7) . ? C2 C8 1.454(7) . ? C3 C4 1.365(8) . ? C3 H3 0.9300 . ? C4 C5 1.373(7) . ? C4 H4 0.9300 . ? C5 C6 1.371(7) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C12 1.404(6) . ? C7 C8 1.422(6) . ? C8 C9 1.410(7) . ? C9 C10 1.382(7) . ? C9 H9 0.9300 . ? C10 C11 1.372(8) . ? C10 H10 0.9300 . ? C11 C12 1.372(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? N13 C18 1.343(6) . ? N13 C14 1.359(6) . ? C14 C15 1.378(6) . ? C14 C20 1.472(7) . ? C15 C16 1.366(8) . ? C15 H15 0.9300 . ? C16 C17 1.379(8) . ? C16 H16 0.9300 . ? C17 C18 1.376(7) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C20 1.404(6) . ? C19 C24 1.407(6) . ? C20 C21 1.391(6) . ? C21 C22 1.358(8) . ? C21 H21 0.9300 . ? C22 C23 1.374(8) . ? C22 H22 0.9300 . ? C23 C24 1.367(7) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? N25 C30 1.348(6) . ? N25 C26 1.362(6) . ? C26 C27 1.395(6) . ? C26 C32 1.455(7) . ? C27 C28 1.363(8) . ? C27 H27 0.9300 . ? C28 C29 1.381(8) . ? C28 H28 0.9300 . ? C29 C30 1.367(6) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C36 1.398(6) . ? C31 C32 1.411(7) . ? C32 C33 1.390(6) . ? C33 C34 1.367(7) . ? C33 H33 0.9300 . ? C34 C35 1.368(8) . ? C34 H34 0.9300 . ? C35 C36 1.378(7) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? 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 C7 Os1 C31 96.69(19) . . ? C7 Os1 C19 95.60(18) . . ? C31 Os1 C19 93.8(2) . . ? C7 Os1 N1 78.07(17) . . ? C31 Os1 N1 96.85(17) . . ? C19 Os1 N1 168.15(17) . . ? C7 Os1 N13 92.08(16) . . ? C31 Os1 N13 168.46(18) . . ? C19 Os1 N13 77.81(18) . . ? N1 Os1 N13 92.30(16) . . ? C7 Os1 N25 170.92(17) . . ? C31 Os1 N25 78.05(18) . . ? C19 Os1 N25 92.15(16) . . ? N1 Os1 N25 95.09(15) . . ? N13 Os1 N25 94.18(15) . . ? C6 N1 C2 118.4(4) . . ? C6 N1 Os1 125.5(3) . . ? C2 N1 Os1 115.5(3) . . ? N1 C2 C3 119.6(5) . . ? N1 C2 C8 113.3(4) . . ? C3 C2 C8 127.1(5) . . ? C4 C3 C2 120.4(6) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C5 120.3(6) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 117.8(6) . . ? C6 C5 H5 121.1 . . ? C4 C5 H5 121.1 . . ? N1 C6 C5 123.6(5) . . ? N1 C6 H6 118.2 . . ? C5 C6 H6 118.2 . . ? C12 C7 C8 115.1(5) . . ? C12 C7 Os1 128.7(4) . . ? C8 C7 Os1 116.2(3) . . ? C9 C8 C7 121.4(5) . . ? C9 C8 C2 122.3(5) . . ? C7 C8 C2 116.3(4) . . ? C10 C9 C8 119.7(6) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C11 C10 C9 120.1(6) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C12 120.2(5) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C7 123.4(5) . . ? C11 C12 H12 118.3 . . ? C7 C12 H12 118.3 . . ? C18 N13 C14 117.4(4) . . ? C18 N13 Os1 126.4(3) . . ? C14 N13 Os1 116.1(3) . . ? N13 C14 C15 121.7(5) . . ? N13 C14 C20 113.2(4) . . ? C15 C14 C20 125.1(5) . . ? C16 C15 C14 120.2(5) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 118.5(5) . . ? C15 C16 H16 120.7 . . ? C17 C16 H16 120.7 . . ? C18 C17 C16 119.1(6) . . ? C18 C17 H17 120.4 . . ? C16 C17 H17 120.4 . . ? N13 C18 C17 123.0(5) . . ? N13 C18 H18 118.5 . . ? C17 C18 H18 118.5 . . ? C20 C19 C24 115.7(4) . . ? C20 C19 Os1 116.1(3) . . ? C24 C19 Os1 128.1(4) . . ? C21 C20 C19 121.0(5) . . ? C21 C20 C14 122.5(5) . . ? C19 C20 C14 116.5(4) . . ? C22 C21 C20 121.5(5) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C21 C22 C23 118.6(5) . . ? C21 C22 H22 120.7 . . ? C23 C22 H22 120.7 . . ? C24 C23 C22 121.2(6) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C23 C24 C19 122.0(5) . . ? C23 C24 H24 119.0 . . ? C19 C24 H24 119.0 . . ? C30 N25 C26 119.0(4) . . ? C30 N25 Os1 125.9(3) . . ? C26 N25 Os1 115.1(3) . . ? N25 C26 C27 119.6(5) . . ? N25 C26 C32 114.6(4) . . ? C27 C26 C32 125.8(5) . . ? C28 C27 C26 120.3(6) . . ? C28 C27 H27 119.9 . . ? C26 C27 H27 119.9 . . ? C27 C28 C29 119.9(5) . . ? C27 C28 H28 120.0 . . ? C29 C28 H28 120.0 . . ? C30 C29 C28 118.1(6) . . ? C30 C29 H29 120.9 . . ? C28 C29 H29 120.9 . . ? N25 C30 C29 123.1(5) . . ? N25 C30 H30 118.5 . . ? C29 C30 H30 118.5 . . ? C36 C31 C32 115.7(5) . . ? C36 C31 Os1 127.9(4) . . ? C32 C31 Os1 116.1(4) . . ? C33 C32 C31 121.5(5) . . ? C33 C32 C26 122.5(5) . . ? C31 C32 C26 116.0(4) . . ? C34 C33 C32 120.5(5) . . ? C34 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? C33 C34 C35 119.3(5) . . ? C33 C34 H34 120.3 . . ? C35 C34 H34 120.3 . . ? C34 C35 C36 120.9(6) . . ? C34 C35 H35 119.6 . . ? C36 C35 H35 119.6 . . ? C35 C36 C31 122.0(6) . . ? C35 C36 H36 119.0 . . ? C31 C36 H36 119.0 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.735 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.070