Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Selke, Matthias' 'Bau, Robert' 'Franco, Nestor' 'Gao, Ruomei' 'Ho, David G.' 'Ho, Nam Nhat' 'Ismail, Rehana' 'Leverich, Edward P.' 'Tsyba, Irina' _publ_contact_author_name 'Dr Matthias Selke' _publ_contact_author_address ; Department of Chemistry and Biochemistry California State University Los Angeles CA 90032 UNITED STATES OF AMERICA ; _publ_contact_author_email ? _publ_section_title ; Reaction of singlet oxygen with Ir(I) and Rh(I) thiolato complexes: oxidative addition vs. S-oxidation ; data_Figure_1(b) _database_code_CSD 179090 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C42 H30 F5 Ir O3 P2 S' _chemical_formula_weight 963.86 _chemical_melting_point ? _chemical_compound_source ? 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' '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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.878(8) _cell_length_b 11.854(6) _cell_length_c 18.538(9) _cell_angle_alpha 99.98(4) _cell_angle_beta 101.32(5) _cell_angle_gamma 111.39(5) _cell_volume 1909.2(20) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.677 _exptl_crystal_density_method ? _exptl_crystal_F_000 948 _exptl_absorpt_coefficient_mu 3.699 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min 0.445 _exptl_absorpt_correction_T_max 1.000 _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 ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4895 _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_sigmaI/netI 0.0789 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 22.49 _reflns_number_total 4895 _reflns_number_observed 4010 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1000P)^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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0004(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4895 _refine_ls_number_parameters 497 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0688 _refine_ls_R_factor_obs 0.0479 _refine_ls_wR_factor_all 0.1351 _refine_ls_wR_factor_obs 0.1190 _refine_ls_goodness_of_fit_all 0.939 _refine_ls_goodness_of_fit_obs 0.923 _refine_ls_restrained_S_all 0.939 _refine_ls_restrained_S_obs 0.923 _refine_ls_shift/esd_max 1.598 _refine_ls_shift/esd_mean 0.244 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ir1 Ir 0.05773(3) 0.43837(2) 0.27334(2) 0.02476(8) Uani 1 d . . P1 P -0.1390(2) 0.2338(2) 0.24900(10) 0.0245(5) Uani 1 d . . P2 P 0.2810(2) 0.6323(2) 0.31839(11) 0.0281(5) Uani 1 d . . S3 S -0.0533(3) 0.4711(2) 0.15365(12) 0.0467(6) Uani 1 d . . O4 O -0.1219(7) 0.5448(5) 0.3529(4) 0.056(2) Uani 1 d . . O5 O 0.1894(6) 0.3644(5) 0.3282(4) 0.056(2) Uani 1 d . . O6 O 0.1946(6) 0.3553(5) 0.2486(4) 0.052(2) Uani 1 d . . F7 F 0.0681(8) 0.7185(5) 0.1140(3) 0.084(2) Uani 1 d . . F8 F 0.1148(7) 0.3305(5) 0.0888(3) 0.083(2) Uani 1 d . . F9 F 0.2763(10) 0.7916(6) 0.0361(4) 0.119(3) Uani 1 d . . F10 F 0.4032(7) 0.6355(8) -0.0148(4) 0.117(3) Uani 1 d . . F11 F 0.3189(8) 0.4079(7) 0.0107(4) 0.114(3) Uani 1 d . . C12 C -0.0521(8) 0.5069(7) 0.3261(5) 0.034(2) Uani 1 d . . C13 C -0.1202(8) 0.1748(7) 0.3338(4) 0.033(2) Uani 1 d . . C14 C -0.1820(9) 0.0443(7) 0.3257(5) 0.045(2) Uani 1 d . . C15 C -0.1758(11) -0.0005(8) 0.3921(5) 0.058(3) Uani 1 d . . C16 C -0.1111(11) 0.0837(10) 0.4639(5) 0.067(3) Uani 1 d . . C17 C -0.0494(11) 0.2106(9) 0.4728(5) 0.059(3) Uani 1 d . . C18 C -0.0538(9) 0.2573(8) 0.4074(5) 0.047(2) Uani 1 d . . C19 C -0.1379(8) 0.1133(6) 0.1719(4) 0.028(2) Uani 1 d . . C20 C -0.2499(10) 0.0637(8) 0.1014(5) 0.047(3) Uani 1 d . . C21 C -0.2479(12) -0.0295(9) 0.0437(5) 0.066(3) Uani 1 d . . C22 C -0.1312(12) -0.0683(9) 0.0572(6) 0.064(3) Uani 1 d . . C23 C -0.0212(10) -0.0212(8) 0.1267(6) 0.057(3) Uani 1 d . . C24 C -0.0245(9) 0.0703(7) 0.1852(5) 0.041(2) Uani 1 d . . C25 C -0.3331(8) 0.2235(6) 0.2253(4) 0.026(2) Uani 1 d . . C26 C -0.4379(9) 0.1560(10) 0.2597(5) 0.060(3) Uani 1 d . . C27 C -0.5880(10) 0.1532(11) 0.2391(6) 0.073(3) Uani 1 d . . C28 C -0.6308(9) 0.2031(8) 0.1814(5) 0.049(3) Uani 1 d . . C29 C -0.5305(9) 0.2663(8) 0.1468(5) 0.052(3) Uani 1 d . . C30 C -0.3785(10) 0.2750(8) 0.1682(6) 0.054(3) Uani 1 d . . C31 C 0.2478(8) 0.7767(6) 0.3344(4) 0.033(2) Uani 1 d . . C32 C 0.1102(9) 0.7766(7) 0.2952(4) 0.040(2) Uani 1 d . . C33 C 0.0885(10) 0.8899(7) 0.3099(5) 0.044(2) Uani 1 d . . C34 C 0.2040(10) 1.0007(7) 0.3625(4) 0.041(2) Uani 1 d . . C35 C 0.3401(10) 0.9997(7) 0.3993(4) 0.041(2) Uani 1 d . . C36 C 0.3671(9) 0.8889(7) 0.3856(5) 0.041(2) Uani 1 d . . C37 C 0.3856(9) 0.6437(6) 0.4162(4) 0.035(2) Uani 1 d . . C38 C 0.5387(10) 0.6651(7) 0.4366(5) 0.044(3) Uani 1 d . . C39 C 0.6093(9) 0.6727(7) 0.5128(5) 0.044(2) Uani 1 d . . C40 C 0.5258(10) 0.6555(7) 0.5659(5) 0.049(3) Uani 1 d . . C41 C 0.3739(10) 0.6366(8) 0.5452(5) 0.051(3) Uani 1 d . . C42 C 0.3010(8) 0.6269(7) 0.4692(4) 0.036(2) Uani 1 d . . C43 C 0.4168(9) 0.6573(7) 0.2633(5) 0.044(3) Uani 1 d . . C44 C 0.4502(10) 0.7590(8) 0.2288(5) 0.047(3) Uani 1 d . . C45 C 0.5589(11) 0.7756(9) 0.1850(5) 0.065(4) Uani 1 d . . C46 C 0.6317(12) 0.6966(10) 0.1777(6) 0.070(4) Uani 1 d . . C47 C 0.5969(11) 0.5940(10) 0.2111(6) 0.068(4) Uani 1 d . . C48 C 0.4873(9) 0.5717(8) 0.2521(5) 0.051(3) Uani 1 d . . C49 C 0.0859(10) 0.5222(8) 0.1063(5) 0.048(3) Uani 1 d . . C50 C 0.1302(11) 0.6396(8) 0.0908(5) 0.054(3) Uani 1 d . . C51 C 0.2330(13) 0.6771(9) 0.0472(5) 0.066(4) Uani 1 d . . C52 C 0.2969(12) 0.5987(11) 0.0238(6) 0.074(4) Uani 1 d . . C53 C 0.2550(11) 0.4859(11) 0.0381(6) 0.069(3) Uani 1 d . . C54 C 0.1544(11) 0.4471(8) 0.0793(5) 0.054(3) Uani 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 Ir1 0.02440(13) 0.02375(13) 0.02519(14) 0.00590(10) 0.00678(10) 0.00935(10) P1 0.0269(9) 0.0242(8) 0.0224(9) 0.0075(7) 0.0074(7) 0.0099(7) P2 0.0238(9) 0.0250(9) 0.0324(10) 0.0075(8) 0.0069(8) 0.0073(7) S3 0.0467(11) 0.0558(12) 0.0337(11) 0.0166(9) 0.0103(9) 0.0153(10) O4 0.055(3) 0.053(3) 0.057(4) 0.004(3) 0.021(3) 0.021(3) O5 0.046(3) 0.046(3) 0.071(4) 0.019(3) -0.005(3) 0.025(3) O6 0.039(3) 0.046(3) 0.079(4) 0.010(3) 0.023(3) 0.024(2) F7 0.123(4) 0.063(3) 0.074(4) 0.023(3) 0.026(3) 0.046(3) F8 0.124(4) 0.079(3) 0.074(4) 0.028(3) 0.038(3) 0.065(3) F9 0.142(6) 0.090(4) 0.085(4) 0.052(3) 0.013(4) 0.000(4) F10 0.073(4) 0.211(7) 0.068(4) 0.066(4) 0.040(3) 0.037(4) F11 0.121(4) 0.173(5) 0.095(5) 0.048(4) 0.053(4) 0.097(4) C12 0.030(4) 0.029(4) 0.045(5) 0.000(3) 0.005(4) 0.021(3) C13 0.038(4) 0.041(4) 0.029(4) 0.019(3) 0.012(3) 0.019(3) C14 0.044(4) 0.047(4) 0.048(5) 0.025(4) 0.016(4) 0.018(4) C15 0.053(5) 0.066(5) 0.059(5) 0.044(4) 0.019(4) 0.017(4) C16 0.064(5) 0.104(6) 0.057(5) 0.051(5) 0.033(4) 0.040(5) C17 0.074(5) 0.082(5) 0.039(5) 0.024(4) 0.019(4) 0.048(5) C18 0.051(4) 0.068(5) 0.035(4) 0.015(4) 0.013(4) 0.037(4) C19 0.037(3) 0.015(3) 0.037(4) 0.008(3) 0.018(3) 0.012(3) C20 0.054(5) 0.049(5) 0.033(4) 0.003(4) 0.010(4) 0.021(4) C21 0.087(7) 0.065(6) 0.037(5) -0.005(5) 0.013(5) 0.033(5) C22 0.082(6) 0.050(5) 0.060(6) 0.007(4) 0.034(5) 0.022(5) C23 0.060(5) 0.039(4) 0.074(6) 0.007(4) 0.032(5) 0.019(4) C24 0.035(4) 0.040(4) 0.052(5) 0.007(4) 0.020(4) 0.018(3) C25 0.026(3) 0.028(3) 0.020(4) 0.003(3) 0.002(3) 0.009(3) C26 0.024(4) 0.101(7) 0.061(5) 0.036(5) 0.019(4) 0.021(4) C27 0.043(5) 0.118(7) 0.070(6) 0.041(5) 0.032(4) 0.031(5) C28 0.031(4) 0.067(5) 0.041(5) 0.009(4) 0.008(4) 0.014(4) C29 0.030(4) 0.057(5) 0.068(6) 0.029(4) 0.007(4) 0.015(4) C30 0.040(4) 0.053(4) 0.080(6) 0.040(4) 0.017(4) 0.021(4) C31 0.037(4) 0.028(4) 0.036(4) 0.011(3) 0.015(3) 0.012(3) C32 0.054(4) 0.037(4) 0.033(4) 0.016(3) 0.007(4) 0.023(3) C33 0.057(5) 0.039(4) 0.042(4) 0.019(3) 0.009(4) 0.025(4) C34 0.064(5) 0.029(4) 0.033(4) 0.018(3) 0.013(4) 0.019(4) C35 0.065(5) 0.026(4) 0.026(4) 0.006(3) 0.013(4) 0.011(4) C36 0.046(4) 0.026(4) 0.044(5) 0.008(3) 0.011(4) 0.009(4) C37 0.037(4) 0.022(3) 0.037(4) 0.007(3) 0.009(3) 0.004(3) C38 0.041(5) 0.026(4) 0.053(5) 0.008(4) -0.001(4) 0.008(4) C39 0.039(4) 0.037(4) 0.049(5) 0.005(4) -0.002(4) 0.018(3) C40 0.061(5) 0.032(4) 0.046(5) 0.010(4) -0.010(5) 0.021(4) C41 0.055(5) 0.045(4) 0.045(5) 0.015(4) 0.007(4) 0.015(4) C42 0.033(4) 0.041(4) 0.035(4) 0.012(3) 0.003(4) 0.018(3) C43 0.040(4) 0.039(4) 0.039(4) 0.006(4) 0.018(4) 0.001(4) C44 0.037(5) 0.056(5) 0.024(4) 0.005(4) -0.001(4) 0.000(4) C45 0.056(6) 0.067(6) 0.035(5) 0.015(4) 0.005(5) -0.012(5) C46 0.051(6) 0.073(7) 0.055(6) -0.005(5) 0.018(5) 0.000(6) C47 0.041(5) 0.083(7) 0.054(6) -0.012(5) 0.010(5) 0.012(5) C48 0.036(4) 0.065(5) 0.051(5) 0.005(4) 0.021(4) 0.021(4) C49 0.049(5) 0.051(5) 0.035(5) 0.015(4) 0.007(4) 0.013(4) C50 0.063(5) 0.050(5) 0.044(5) 0.008(4) 0.005(5) 0.024(4) C51 0.074(7) 0.054(5) 0.046(5) 0.032(4) 0.000(5) 0.001(5) C52 0.053(6) 0.111(7) 0.053(5) 0.051(5) 0.011(5) 0.018(6) C53 0.055(5) 0.119(7) 0.047(5) 0.026(5) 0.018(5) 0.047(5) C54 0.062(5) 0.057(5) 0.041(5) 0.013(4) 0.007(5) 0.025(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 Ir1 C12 1.891(9) . ? Ir1 O6 2.017(6) . ? Ir1 O5 2.029(6) . ? Ir1 P1 2.388(3) . ? Ir1 P2 2.400(3) . ? Ir1 S3 2.436(3) . ? P1 C13 1.832(8) . ? P1 C25 1.834(8) . ? P1 C19 1.842(7) . ? P2 C43 1.812(9) . ? P2 C31 1.844(8) . ? P2 C37 1.858(8) . ? S3 C49 1.755(10) . ? O4 C12 1.099(10) . ? O5 O6 1.474(9) . ? F7 C50 1.348(12) . ? F8 C54 1.346(11) . ? F9 C51 1.332(11) . ? F10 C52 1.368(13) . ? F11 C53 1.378(14) . ? C13 C18 1.402(10) . ? C13 C14 1.408(11) . ? C14 C15 1.421(13) . ? C15 C16 1.384(13) . ? C16 C17 1.367(14) . ? C17 C18 1.416(13) . ? C19 C24 1.388(12) . ? C19 C20 1.403(10) . ? C20 C21 1.408(13) . ? C21 C22 1.38(2) . ? C22 C23 1.382(13) . ? C23 C24 1.409(12) . ? C25 C30 1.390(12) . ? C25 C26 1.396(12) . ? C26 C27 1.443(14) . ? C27 C28 1.377(15) . ? C28 C29 1.352(13) . ? C29 C30 1.436(13) . ? C31 C32 1.409(12) . ? C31 C36 1.427(9) . ? C32 C33 1.425(12) . ? C33 C34 1.415(10) . ? C34 C35 1.388(13) . ? C35 C36 1.424(12) . ? C37 C38 1.399(12) . ? C37 C42 1.403(12) . ? C38 C39 1.420(12) . ? C39 C40 1.398(14) . ? C40 C41 1.396(14) . ? C41 C42 1.415(12) . ? C43 C44 1.426(12) . ? C43 C48 1.434(13) . ? C44 C45 1.447(14) . ? C45 C46 1.38(2) . ? C46 C47 1.42(2) . ? C47 C48 1.414(14) . ? C49 C54 1.384(14) . ? C49 C50 1.398(13) . ? C50 C51 1.415(15) . ? C51 C52 1.36(2) . ? C52 C53 1.34(2) . ? C53 C54 1.368(14) . ? 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 C12 Ir1 O6 162.2(3) . . ? C12 Ir1 O5 119.5(3) . . ? O6 Ir1 O5 42.7(3) . . ? C12 Ir1 P1 89.2(2) . . ? O6 Ir1 P1 88.3(2) . . ? O5 Ir1 P1 83.7(2) . . ? C12 Ir1 P2 92.6(2) . . ? O6 Ir1 P2 86.5(2) . . ? O5 Ir1 P2 85.4(2) . . ? P1 Ir1 P2 168.40(7) . . ? C12 Ir1 S3 92.5(3) . . ? O6 Ir1 S3 105.2(2) . . ? O5 Ir1 S3 147.8(2) . . ? P1 Ir1 S3 93.45(9) . . ? P2 Ir1 S3 97.92(9) . . ? C13 P1 C25 104.7(4) . . ? C13 P1 C19 105.2(4) . . ? C25 P1 C19 105.3(3) . . ? C13 P1 Ir1 110.3(2) . . ? C25 P1 Ir1 115.8(2) . . ? C19 P1 Ir1 114.6(2) . . ? C43 P2 C31 105.5(4) . . ? C43 P2 C37 106.3(4) . . ? C31 P2 C37 101.5(4) . . ? C43 P2 Ir1 117.5(2) . . ? C31 P2 Ir1 115.7(2) . . ? C37 P2 Ir1 108.8(2) . . ? C49 S3 Ir1 109.4(3) . . ? O6 O5 Ir1 68.2(3) . . ? O5 O6 Ir1 69.1(3) . . ? O4 C12 Ir1 176.0(7) . . ? C18 C13 C14 119.0(7) . . ? C18 C13 P1 121.2(6) . . ? C14 C13 P1 119.7(5) . . ? C13 C14 C15 119.4(7) . . ? C16 C15 C14 120.1(8) . . ? C17 C16 C15 121.3(9) . . ? C16 C17 C18 119.5(8) . . ? C13 C18 C17 120.7(8) . . ? C24 C19 C20 120.1(7) . . ? C24 C19 P1 118.5(5) . . ? C20 C19 P1 121.3(6) . . ? C19 C20 C21 120.3(9) . . ? C22 C21 C20 118.7(9) . . ? C21 C22 C23 121.5(9) . . ? C22 C23 C24 120.0(10) . . ? C19 C24 C23 119.4(8) . . ? C30 C25 C26 120.1(8) . . ? C30 C25 P1 119.2(6) . . ? C26 C25 P1 120.5(6) . . ? C25 C26 C27 117.5(9) . . ? C28 C27 C26 120.9(9) . . ? C29 C28 C27 121.4(8) . . ? C28 C29 C30 118.8(9) . . ? C25 C30 C29 120.9(8) . . ? C32 C31 C36 121.3(8) . . ? C32 C31 P2 120.7(5) . . ? C36 C31 P2 118.0(6) . . ? C31 C32 C33 118.9(6) . . ? C34 C33 C32 120.3(8) . . ? C35 C34 C33 120.0(8) . . ? C34 C35 C36 121.4(7) . . ? C31 C36 C35 118.0(8) . . ? C38 C37 C42 121.2(7) . . ? C38 C37 P2 122.8(7) . . ? C42 C37 P2 116.0(6) . . ? C37 C38 C39 118.8(9) . . ? C40 C39 C38 120.4(8) . . ? C41 C40 C39 120.1(8) . . ? C40 C41 C42 120.2(9) . . ? C37 C42 C41 119.1(8) . . ? C44 C43 C48 119.7(8) . . ? C44 C43 P2 120.4(7) . . ? C48 C43 P2 119.8(7) . . ? C43 C44 C45 118.8(9) . . ? C46 C45 C44 121.1(10) . . ? C45 C46 C47 120.2(10) . . ? C48 C47 C46 120.5(11) . . ? C47 C48 C43 119.6(9) . . ? C54 C49 C50 115.9(9) . . ? C54 C49 S3 122.3(7) . . ? C50 C49 S3 121.8(8) . . ? F7 C50 C49 120.1(9) . . ? F7 C50 C51 117.6(9) . . ? C49 C50 C51 122.1(10) . . ? F9 C51 C52 121.3(11) . . ? F9 C51 C50 120.2(11) . . ? C52 C51 C50 118.2(9) . . ? C53 C52 C51 120.0(10) . . ? C53 C52 F10 120.4(12) . . ? C51 C52 F10 119.6(11) . . ? C52 C53 C54 122.6(11) . . ? C52 C53 F11 117.8(10) . . ? C54 C53 F11 119.6(11) . . ? F8 C54 C53 118.6(10) . . ? F8 C54 C49 120.2(9) . . ? C53 C54 C49 121.0(10) . . ? _refine_diff_density_max 1.032 _refine_diff_density_min -0.953 _refine_diff_density_rms 0.152 data_Figure_1(a) _database_code_CSD 179091 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C38 H33 Ir O3 P2 S' _chemical_formula_weight 823.84 _chemical_melting_point ? _chemical_compound_source ? 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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 9.7548(8) _cell_length_b 17.6521(15) _cell_length_c 22.680(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.5400(10) _cell_angle_gamma 90.00 _cell_volume 3851.4(5) _cell_formula_units_Z 5 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.776 _exptl_crystal_density_method ? _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 4.545 _exptl_absorpt_correction_type DIFABS _exptl_absorpt_correction_T_min 0.218 _exptl_absorpt_correction_T_max 1.000 _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 ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8454 _diffrn_reflns_av_R_equivalents 0.0756 _diffrn_reflns_av_sigmaI/netI 0.0738 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 27.94 _reflns_number_total 8454 _reflns_number_observed 5625 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0414P)^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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8454 _refine_ls_number_parameters 487 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0528 _refine_ls_R_factor_obs 0.0318 _refine_ls_wR_factor_all 0.0769 _refine_ls_wR_factor_obs 0.0704 _refine_ls_goodness_of_fit_all 0.703 _refine_ls_goodness_of_fit_obs 0.800 _refine_ls_restrained_S_all 0.703 _refine_ls_restrained_S_obs 0.800 _refine_ls_shift/esd_max 0.378 _refine_ls_shift/esd_mean 0.048 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Ir1 Ir 0.398834(11) 0.217676(6) 0.154274(5) 0.04772(3) Uani 1 d . . S1 S 0.2310(2) 0.11943(10) 0.14986(8) 0.0630(5) Uani 0.50 d P . S2 S 0.5598(2) 0.12021(9) 0.14701(8) 0.0605(5) Uani 0.50 d P . P1 P 0.40126(8) 0.23462(4) 0.05135(3) 0.0489(2) Uani 1 d . . P2 P 0.39976(7) 0.21783(4) 0.25823(3) 0.0474(2) Uani 1 d . . O1 O 0.3289(2) 0.32517(11) 0.15985(9) 0.0779(7) Uani 1 d . . O2 O 0.4803(2) 0.32295(12) 0.16110(9) 0.0777(7) Uani 1 d . . O3 O 0.1624(5) 0.1046(3) 0.1306(2) 0.092(2) Uani 0.50 d P . O4 O 0.6322(5) 0.1060(3) 0.1650(2) 0.088(2) Uani 0.50 d P . O5 O 1.0498(3) -0.0756(2) 0.34283(15) 0.1399(13) Uani 1 d . . C1 C 0.3229(3) 0.32320(15) 0.02194(12) 0.0495(8) Uani 1 d . . C2 C 0.3899(3) 0.3717(2) -0.01214(13) 0.0622(9) Uani 1 d . . C3 C 0.3280(4) 0.4386(2) -0.0338(2) 0.0786(11) Uani 1 d . . C4 C 0.1988(4) 0.4578(2) -0.0225(2) 0.0784(11) Uani 1 d . . C5 C 0.1319(3) 0.4103(2) 0.0107(2) 0.0778(11) Uani 1 d . . C6 C 0.1947(3) 0.3441(2) 0.03420(13) 0.0620(9) Uani 1 d . . C7 C 0.5765(3) 0.2377(2) 0.03338(14) 0.0551(8) Uani 1 d . . C8 C 0.6135(3) 0.1970(2) -0.01371(15) 0.0650(9) Uani 1 d . . C9 C 0.7470(3) 0.2026(2) -0.0263(2) 0.0858(12) Uani 1 d . . C10 C 0.8392(4) 0.2513(3) 0.0085(2) 0.106(2) Uani 1 d . . C11 C 0.8052(3) 0.2891(2) 0.0481(2) 0.0801(12) Uani 1 d . . C12 C 0.6753(4) 0.2853(2) 0.0670(2) 0.0846(12) Uani 1 d . . C13 C 0.3102(3) 0.1614(2) 0.00342(12) 0.0551(8) Uani 1 d . . C14 C 0.3421(4) 0.0857(2) 0.0156(2) 0.0798(12) Uani 1 d . . C15 C 0.2716(5) 0.0286(2) -0.0179(2) 0.1006(14) Uani 1 d . . C16 C 0.1682(5) 0.0461(2) -0.0631(2) 0.116(2) Uani 1 d . . C17 C 0.1340(4) 0.1205(2) -0.0779(2) 0.0990(14) Uani 1 d . . C18 C 0.2078(3) 0.1787(2) -0.04362(15) 0.0721(10) Uani 1 d . . C19 C 0.4807(3) 0.30250(15) 0.29349(12) 0.0506(8) Uani 1 d . . C20 C 0.6165(3) 0.3176(2) 0.28897(14) 0.0636(9) Uani 1 d . . C21 C 0.6834(4) 0.3809(2) 0.3168(2) 0.0793(11) Uani 1 d . . C22 C 0.6108(4) 0.4300(2) 0.34692(14) 0.0824(12) Uani 1 d . . C23 C 0.4763(4) 0.4155(2) 0.35165(15) 0.0816(11) Uani 1 d . . C24 C 0.4101(3) 0.3520(2) 0.32507(14) 0.0623(9) Uani 1 d . . C25 C 0.2263(3) 0.21647(15) 0.27867(13) 0.0543(8) Uani 1 d . . C26 C 0.1200(4) 0.2548(2) 0.2444(2) 0.0856(12) Uani 1 d . . C27 C -0.0115(4) 0.2550(3) 0.2610(2) 0.117(2) Uani 1 d . . C28 C -0.0344(4) 0.2157(2) 0.3112(2) 0.0990(14) Uani 1 d . . C29 C 0.0700(3) 0.1780(2) 0.34452(15) 0.0748(11) Uani 1 d . . C30 C 0.2012(3) 0.1785(2) 0.32904(14) 0.0627(9) Uani 1 d . . C31 C 0.4886(3) 0.13958(14) 0.30074(12) 0.0477(7) Uani 1 d . . C32 C 0.5790(3) 0.1495(2) 0.35349(13) 0.0584(9) Uani 1 d . . C33 C 0.6380(3) 0.0869(2) 0.38606(14) 0.0675(10) Uani 1 d . . C34 C 0.6048(3) 0.0152(2) 0.36570(14) 0.0672(10) Uani 1 d . . C35 C 0.5167(3) 0.0044(2) 0.31272(14) 0.0669(10) Uani 1 d . . C36 C 0.4587(3) 0.0662(2) 0.28028(14) 0.0621(9) Uani 1 d . . C37 C 0.2574(7) 0.1515(4) 0.1385(3) 0.068(2) Uani 0.50 d P . C38 C 0.5496(8) 0.1467(4) 0.1640(3) 0.066(2) Uani 0.50 d P . C39 C 0.0739(7) 0.1615(5) 0.1092(4) 0.091(3) Uani 0.50 d P . C40 C 0.7208(7) 0.1607(4) 0.1848(4) 0.091(3) Uani 0.50 d P . C41 C 1.1293(4) -0.0402(3) 0.3053(3) 0.131(2) Uani 1 d . . C42 C 1.0339(6) -0.0147(3) 0.2504(2) 0.155(2) Uani 1 d . . C43 C 0.8962(5) -0.0134(3) 0.2690(2) 0.143(2) Uani 1 d . . C44 C 0.9215(5) -0.0398(3) 0.3318(2) 0.124(2) Uani 1 d . . H1 H 0.4815 0.3582 -0.0199 0.076 Uiso 1 d . . H2 H 0.3747 0.4718 -0.0582 0.098 Uiso 1 d . . H3 H 0.1559 0.5052 -0.0373 0.092 Uiso 1 d . . H4 H 0.0378 0.4226 0.0184 0.091 Uiso 1 d . . H5 H 0.1479 0.3118 0.0595 0.073 Uiso 1 d . . H6 H 0.5449 0.1643 -0.0375 0.081 Uiso 1 d . . H7 H 0.7766 0.1734 -0.0580 0.107 Uiso 1 d . . H8 H 0.9327 0.2554 0.0007 0.129 Uiso 1 d . . H9 H 0.8723 0.3257 0.0682 0.099 Uiso 1 d . . H10 H 0.6539 0.3151 0.1005 0.101 Uiso 1 d . . H11 H 0.4169 0.0736 0.0485 0.100 Uiso 1 d . . H12 H 0.2973 -0.0240 -0.0074 0.122 Uiso 1 d . . H13 H 0.1188 0.0060 -0.0862 0.138 Uiso 1 d . . H14 H 0.0590 0.1341 -0.1109 0.119 Uiso 1 d . . H15 H 0.1844 0.2315 -0.0523 0.091 Uiso 1 d . . H16 H 0.6647 0.2834 0.2657 0.075 Uiso 1 d . . H17 H 0.7817 0.3895 0.3154 0.097 Uiso 1 d . . H18 H 0.6572 0.4750 0.3656 0.096 Uiso 1 d . . H19 H 0.4272 0.4510 0.3732 0.103 Uiso 1 d . . H20 H 0.3131 0.3415 0.3279 0.080 Uiso 1 d . . H21 H 0.1370 0.2825 0.2094 0.104 Uiso 1 d . . H22 H -0.0875 0.2822 0.2383 0.140 Uiso 1 d . . H23 H -0.1272 0.2132 0.3209 0.116 Uiso 1 d . . H24 H 0.0535 0.1494 0.3792 0.090 Uiso 1 d . . H25 H 0.2777 0.1522 0.3544 0.080 Uiso 1 d . . H26 H 0.6028 0.2002 0.3677 0.071 Uiso 1 d . . H27 H 0.7010 0.0941 0.4231 0.080 Uiso 1 d . . H28 H 0.6416 -0.0274 0.3895 0.083 Uiso 1 d . . H29 H 0.4973 -0.0463 0.2981 0.083 Uiso 1 d . . H30 H 0.3944 0.0584 0.2432 0.078 Uiso 1 d . . H31 H 1.1806 0.0023 0.3262 0.147 Uiso 1 d . . H32 H 1.2015 -0.0749 0.2962 0.147 Uiso 1 d . . H33 H 1.0572 0.0343 0.2369 0.178 Uiso 1 d . . H34 H 1.0351 -0.0496 0.2173 0.178 Uiso 1 d . . H35 H 0.8491 0.0350 0.2660 0.155 Uiso 1 d . . H36 H 0.8273 -0.0490 0.2466 0.155 Uiso 1 d . . H37 H 0.8446 -0.0727 0.3428 0.148 Uiso 1 d . . H38 H 0.9168 0.0042 0.3604 0.148 Uiso 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 Ir1 0.04838(6) 0.04710(5) 0.04781(6) 0.00027(5) 0.00833(5) 0.00210(5) S1 0.0609(10) 0.0629(9) 0.0626(10) 0.0057(8) 0.0031(8) 0.0029(8) S2 0.0621(10) 0.0546(8) 0.0631(10) -0.0002(8) 0.0055(8) 0.0104(8) P1 0.0448(4) 0.0528(4) 0.0480(4) -0.0021(3) 0.0048(3) -0.0012(3) P2 0.0450(4) 0.0485(3) 0.0476(4) 0.0027(3) 0.0048(3) 0.0038(3) O1 0.111(2) 0.0627(12) 0.0632(14) 0.0066(10) 0.0221(12) 0.0334(12) O2 0.109(2) 0.0621(12) 0.0640(14) -0.0052(11) 0.0204(13) -0.0264(12) O3 0.083(3) 0.102(4) 0.086(4) 0.002(3) -0.002(3) -0.039(3) O4 0.080(3) 0.082(3) 0.101(4) 0.014(3) 0.009(3) 0.025(3) O5 0.113(2) 0.163(3) 0.143(3) 0.020(2) 0.018(2) 0.014(2) C1 0.049(2) 0.0548(15) 0.043(2) -0.0033(13) 0.0039(13) 0.0004(13) C2 0.065(2) 0.068(2) 0.056(2) 0.0047(15) 0.0191(15) 0.0035(15) C3 0.099(3) 0.072(2) 0.067(2) 0.004(2) 0.019(2) -0.001(2) C4 0.094(2) 0.072(2) 0.067(2) 0.009(2) 0.006(2) 0.016(2) C5 0.059(2) 0.093(2) 0.079(2) -0.002(2) 0.003(2) 0.019(2) C6 0.051(2) 0.074(2) 0.059(2) 0.000(2) 0.0060(15) 0.002(2) C7 0.048(2) 0.061(2) 0.056(2) -0.0055(14) 0.0062(14) -0.0013(13) C8 0.058(2) 0.075(2) 0.062(2) -0.010(2) 0.012(2) -0.003(2) C9 0.057(2) 0.120(3) 0.086(2) -0.028(2) 0.028(2) 0.003(2) C10 0.040(2) 0.147(3) 0.130(4) -0.010(3) 0.013(2) -0.018(2) C11 0.033(2) 0.108(3) 0.101(3) -0.027(2) 0.017(2) -0.018(2) C12 0.061(2) 0.103(2) 0.092(3) -0.038(2) 0.015(2) -0.019(2) C13 0.055(2) 0.065(2) 0.046(2) -0.0070(14) 0.0099(13) -0.0044(14) C14 0.101(3) 0.063(2) 0.069(2) -0.007(2) -0.004(2) -0.006(2) C15 0.141(3) 0.065(2) 0.095(3) -0.013(2) 0.019(3) -0.025(2) C16 0.143(4) 0.108(3) 0.091(3) -0.034(2) 0.005(3) -0.052(3) C17 0.088(3) 0.123(3) 0.079(3) -0.025(2) -0.007(2) -0.026(2) C18 0.063(2) 0.083(2) 0.067(2) -0.019(2) 0.000(2) -0.008(2) C19 0.059(2) 0.0492(15) 0.042(2) 0.0053(12) 0.0046(14) 0.0019(12) C20 0.065(2) 0.068(2) 0.057(2) -0.004(2) 0.008(2) -0.008(2) C21 0.079(2) 0.086(2) 0.068(2) 0.002(2) 0.000(2) -0.026(2) C22 0.123(3) 0.063(2) 0.055(2) 0.002(2) -0.004(2) -0.027(2) C23 0.125(3) 0.059(2) 0.065(2) -0.006(2) 0.027(2) 0.003(2) C24 0.073(2) 0.052(2) 0.064(2) 0.0036(15) 0.018(2) 0.0039(15) C25 0.053(2) 0.0533(15) 0.056(2) 0.0047(14) 0.0073(14) 0.0027(14) C26 0.062(2) 0.105(2) 0.095(3) 0.033(2) 0.027(2) 0.026(2) C27 0.064(2) 0.150(3) 0.141(4) 0.058(3) 0.029(2) 0.038(2) C28 0.058(2) 0.130(3) 0.116(3) 0.032(3) 0.034(2) 0.012(2) C29 0.066(2) 0.083(2) 0.078(2) 0.017(2) 0.021(2) -0.004(2) C30 0.052(2) 0.070(2) 0.067(2) 0.001(2) 0.011(2) -0.0003(15) C31 0.0456(15) 0.0499(14) 0.047(2) 0.0009(12) 0.0045(13) 0.0020(12) C32 0.057(2) 0.062(2) 0.055(2) 0.0018(14) 0.0049(15) 0.0056(14) C33 0.062(2) 0.079(2) 0.058(2) 0.010(2) 0.002(2) 0.014(2) C34 0.073(2) 0.068(2) 0.061(2) 0.015(2) 0.013(2) 0.020(2) C35 0.081(2) 0.052(2) 0.066(2) 0.007(2) 0.007(2) 0.007(2) C36 0.068(2) 0.056(2) 0.060(2) 0.0038(15) 0.004(2) 0.0035(15) C37 0.085(5) 0.072(4) 0.049(4) 0.020(3) 0.019(3) -0.003(4) C38 0.092(5) 0.057(4) 0.049(4) -0.010(3) 0.012(4) -0.005(4) C39 0.060(4) 0.107(6) 0.101(6) 0.009(5) -0.005(4) -0.001(4) C40 0.051(4) 0.098(5) 0.118(6) -0.016(5) -0.008(4) -0.001(4) C41 0.086(3) 0.151(4) 0.168(4) -0.025(3) 0.057(3) -0.030(3) C42 0.168(5) 0.197(6) 0.109(4) 0.006(4) 0.051(4) 0.012(4) C43 0.126(4) 0.156(4) 0.134(4) 0.034(4) -0.021(4) -0.005(4) C44 0.093(3) 0.119(3) 0.166(5) 0.008(3) 0.039(3) 0.005(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 Ir1 C37 1.798(7) . ? Ir1 C38 1.917(7) . ? Ir1 O2 2.017(2) . ? Ir1 O1 2.027(2) . ? Ir1 S2 2.353(2) . ? Ir1 P2 2.3563(8) . ? Ir1 P1 2.3575(8) . ? Ir1 S1 2.375(2) . ? S1 C37 0.689(6) . ? S1 O3 0.782(5) . ? S1 C39 1.812(7) . ? S2 C38 0.625(6) . ? S2 O4 0.795(5) . ? S2 C40 1.808(7) . ? P1 C1 1.818(3) . ? P1 C7 1.823(3) . ? P1 C13 1.822(3) . ? P2 C19 1.813(3) . ? P2 C31 1.820(3) . ? P2 C25 1.828(3) . ? O1 O2 1.473(3) . ? O3 C37 1.234(8) . ? O3 C39 1.361(9) . ? O4 C38 1.077(8) . ? O4 C40 1.324(8) . ? O5 C44 1.387(5) . ? O5 C41 1.391(6) . ? C1 C6 1.375(4) . ? C1 C2 1.387(4) . ? C2 C3 1.380(4) . ? C3 C4 1.370(5) . ? C4 C5 1.363(5) . ? C5 C6 1.385(4) . ? C7 C8 1.384(4) . ? C7 C12 1.404(4) . ? C8 C9 1.382(4) . ? C9 C10 1.390(5) . ? C10 C11 1.209(6) . ? C11 C12 1.404(5) . ? C13 C18 1.370(4) . ? C13 C14 1.390(4) . ? C14 C15 1.376(5) . ? C15 C16 1.350(5) . ? C16 C17 1.382(6) . ? C17 C18 1.412(5) . ? C19 C20 1.371(4) . ? C19 C24 1.384(4) . ? C20 C21 1.392(4) . ? C21 C22 1.371(5) . ? C22 C23 1.358(5) . ? C23 C24 1.381(4) . ? C25 C26 1.367(4) . ? C25 C30 1.381(4) . ? C26 C27 1.395(5) . ? C27 C28 1.381(6) . ? C28 C29 1.341(5) . ? C29 C30 1.383(4) . ? C31 C32 1.374(4) . ? C31 C36 1.391(4) . ? C32 C33 1.399(4) . ? C33 C34 1.367(4) . ? C34 C35 1.370(4) . ? C35 C36 1.383(4) . ? C37 C39 1.812(9) . ? C38 C40 1.677(10) . ? C41 C42 1.495(7) . ? C42 C43 1.474(7) . ? C43 C44 1.480(7) . ? 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 C37 Ir1 C38 98.4(3) . . ? C37 Ir1 O2 153.3(2) . . ? C38 Ir1 O2 108.0(2) . . ? C37 Ir1 O1 111.5(2) . . ? C38 Ir1 O1 149.8(2) . . ? O2 Ir1 O1 42.72(9) . . ? C37 Ir1 S2 90.6(2) . . ? C38 Ir1 S2 12.1(2) . . ? O2 Ir1 S2 114.83(8) . . ? O1 Ir1 S2 157.50(8) . . ? C37 Ir1 P2 94.3(2) . . ? C38 Ir1 P2 90.6(2) . . ? O2 Ir1 P2 89.20(6) . . ? O1 Ir1 P2 83.23(6) . . ? S2 Ir1 P2 100.31(5) . . ? C37 Ir1 P1 91.1(2) . . ? C38 Ir1 P1 93.7(2) . . ? O2 Ir1 P1 83.72(6) . . ? O1 Ir1 P1 90.10(6) . . ? S2 Ir1 P1 84.67(5) . . ? P2 Ir1 P1 172.60(2) . . ? C37 Ir1 S1 10.4(2) . . ? C38 Ir1 S1 92.2(2) . . ? O2 Ir1 S1 159.38(8) . . ? O1 Ir1 S1 116.70(8) . . ? S2 Ir1 S1 85.78(6) . . ? P2 Ir1 S1 86.07(5) . . ? P1 Ir1 S1 99.83(5) . . ? C37 S1 O3 113.8(7) . . ? C37 S1 C39 79.0(7) . . ? O3 S1 C39 43.9(5) . . ? C37 S1 Ir1 28.3(6) . . ? O3 S1 Ir1 142.1(4) . . ? C39 S1 Ir1 104.0(3) . . ? C38 S2 O4 97.9(8) . . ? C38 S2 C40 68.0(8) . . ? O4 S2 C40 41.7(4) . . ? C38 S2 Ir1 39.9(7) . . ? O4 S2 Ir1 137.8(4) . . ? C40 S2 Ir1 102.4(3) . . ? C1 P1 C7 104.19(13) . . ? C1 P1 C13 104.91(13) . . ? C7 P1 C13 105.69(13) . . ? C1 P1 Ir1 113.56(9) . . ? C7 P1 Ir1 112.89(10) . . ? C13 P1 Ir1 114.64(10) . . ? C19 P2 C31 104.93(12) . . ? C19 P2 C25 104.64(13) . . ? C31 P2 C25 103.63(13) . . ? C19 P2 Ir1 111.80(9) . . ? C31 P2 Ir1 116.86(9) . . ? C25 P2 Ir1 113.80(10) . . ? O2 O1 Ir1 68.27(11) . . ? O1 O2 Ir1 69.02(11) . . ? S1 O3 C37 30.7(4) . . ? S1 O3 C39 112.7(6) . . ? C37 O3 C39 88.5(5) . . ? S2 O4 C38 35.1(4) . . ? S2 O4 C40 114.8(6) . . ? C38 O4 C40 88.0(6) . . ? C44 O5 C41 105.3(4) . . ? C6 C1 C2 118.4(3) . . ? C6 C1 P1 119.8(2) . . ? C2 C1 P1 121.8(2) . . ? C3 C2 C1 120.5(3) . . ? C4 C3 C2 120.5(3) . . ? C5 C4 C3 119.4(3) . . ? C4 C5 C6 120.7(3) . . ? C1 C6 C5 120.5(3) . . ? C8 C7 C12 119.1(3) . . ? C8 C7 P1 122.1(2) . . ? C12 C7 P1 118.8(2) . . ? C9 C8 C7 119.8(3) . . ? C8 C9 C10 118.1(3) . . ? C11 C10 C9 122.1(4) . . ? C10 C11 C12 124.9(3) . . ? C11 C12 C7 115.8(3) . . ? C18 C13 C14 118.6(3) . . ? C18 C13 P1 121.8(2) . . ? C14 C13 P1 119.5(2) . . ? C15 C14 C13 121.3(3) . . ? C16 C15 C14 119.6(4) . . ? C15 C16 C17 121.5(4) . . ? C16 C17 C18 118.5(3) . . ? C13 C18 C17 120.5(3) . . ? C20 C19 C24 119.1(3) . . ? C20 C19 P2 118.9(2) . . ? C24 C19 P2 122.1(2) . . ? C19 C20 C21 120.6(3) . . ? C22 C21 C20 119.4(3) . . ? C23 C22 C21 120.4(3) . . ? C22 C23 C24 120.4(3) . . ? C23 C24 C19 120.1(3) . . ? C26 C25 C30 119.3(3) . . ? C26 C25 P2 119.8(2) . . ? C30 C25 P2 120.9(2) . . ? C25 C26 C27 119.5(4) . . ? C28 C27 C26 120.2(4) . . ? C29 C28 C27 120.2(3) . . ? C28 C29 C30 120.1(3) . . ? C25 C30 C29 120.8(3) . . ? C32 C31 C36 118.5(3) . . ? C32 C31 P2 123.0(2) . . ? C36 C31 P2 118.4(2) . . ? C31 C32 C33 120.5(3) . . ? C34 C33 C32 120.0(3) . . ? C33 C34 C35 120.3(3) . . ? C34 C35 C36 119.9(3) . . ? C35 C36 C31 120.8(3) . . ? S1 C37 O3 35.5(5) . . ? S1 C37 Ir1 141.3(7) . . ? O3 C37 Ir1 176.7(5) . . ? S1 C37 C39 79.1(7) . . ? O3 C37 C39 48.7(4) . . ? Ir1 C37 C39 133.5(5) . . ? S2 C38 O4 47.0(6) . . ? S2 C38 C40 91.8(8) . . ? O4 C38 C40 52.1(5) . . ? S2 C38 Ir1 128.0(8) . . ? O4 C38 Ir1 174.6(6) . . ? C40 C38 Ir1 130.2(5) . . ? O3 C39 S1 23.5(2) . . ? O3 C39 C37 42.9(3) . . ? S1 C39 C37 21.9(2) . . ? O4 C40 C38 39.9(3) . . ? O4 C40 S2 23.5(2) . . ? C38 C40 S2 20.2(2) . . ? O5 C41 C42 108.2(4) . . ? C43 C42 C41 103.7(4) . . ? C44 C43 C42 104.9(4) . . ? O5 C44 C43 108.6(4) . . ? _refine_diff_density_max 0.730 _refine_diff_density_min -0.477 _refine_diff_density_rms 0.086