# Electronic Supplementary Material (ESI) for Dalton Transactions # 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_mw106 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H33 Cl3 Ir N4 P S3' _chemical_formula_weight 1031.43 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' 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' Cl Cl 0.1484 0.1585 '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 9.8502(11) _cell_length_b 13.0136(14) _cell_length_c 16.0601(17) _cell_angle_alpha 78.905(6) _cell_angle_beta 76.782(7) _cell_angle_gamma 89.430(7) _cell_volume 1965.4(4) _cell_formula_units_Z 2 _cell_measurement_temperature 90.0(1) _cell_measurement_reflns_used 9878 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 25.82 _exptl_crystal_description irregular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.743 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1020 _exptl_absorpt_coefficient_mu 3.840 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.585 _exptl_absorpt_correction_T_max 0.681 _exptl_absorpt_process_details 'SADABS (Bruker, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90.0(1) _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 APEX DUO' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 61083 _diffrn_reflns_av_R_equivalents 0.0626 _diffrn_reflns_av_sigmaI/netI 0.0468 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 28.17 _reflns_number_total 9518 _reflns_number_gt 8231 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_cell_refinement ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_data_reduction ? _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. One thiophene ring is disordered in two orientations. The following restraints and contraints were employed to maintain reasonable geometries and anisotropic displacement parameters. DFIX 1.72 0.01 C9 S3 ISOR SIMU EADP C11 C12B EADP C12 C11B ; _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^)+(0.0407P)^2^+2.2266P] 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 9518 _refine_ls_number_parameters 526 _refine_ls_number_restraints 787 _refine_ls_R_factor_all 0.0423 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0813 _refine_ls_wR_factor_gt 0.0766 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7669(5) 0.2686(3) 1.1591(3) 0.0276(9) Uani 1 1 d U . . H1 H 0.7318 0.2617 1.2202 0.033 Uiso 1 1 calc R . . C2 C 0.7814(4) 0.1868(3) 1.1167(3) 0.0285(10) Uani 1 1 d U . . H2 H 0.7570 0.1165 1.1459 0.034 Uiso 1 1 calc R . . C3 C 0.8355(4) 0.2144(3) 1.0262(2) 0.0179(8) Uani 1 1 d U . . H3 H 0.8512 0.1665 0.9874 0.021 Uiso 1 1 calc R . . C4 C 0.8633(4) 0.3243(3) 1.0010(3) 0.0176(8) Uani 1 1 d U . . S2 S 0.81481(10) 0.49917(7) 0.89208(6) 0.01922(19) Uani 1 1 d DU A . C5 C 0.9120(4) 0.3900(3) 0.9143(2) 0.0167(7) Uani 1 1 d DU . . C6 C 1.0194(4) 0.3846(3) 0.8431(2) 0.0162(7) Uani 1 1 d DU . . C7 C 1.0193(4) 0.4685(3) 0.7716(2) 0.0165(7) Uani 1 1 d DU A . H7 H 1.0858 0.4761 0.7175 0.020 Uiso 1 1 calc R . . C8 C 0.9156(4) 0.5367(3) 0.7876(2) 0.0182(8) Uani 1 1 d DU . . S3 S 1.0174(4) 0.7180(4) 0.6724(4) 0.0326(9) Uani 0.617(6) 1 d PDU A 1 C9 C 0.8836(10) 0.6321(11) 0.7336(16) 0.015(3) Uani 0.617(6) 1 d PDU A 1 C10 C 0.7600(13) 0.6762(15) 0.7266(14) 0.040(5) Uani 0.617(6) 1 d PDU A 1 H10 H 0.6724 0.6421 0.7555 0.048 Uiso 0.617(6) 1 calc PR A 1 C11 C 0.7724(19) 0.776(2) 0.674(3) 0.0356(15) Uani 0.617(6) 1 d PDU A 1 H11 H 0.6955 0.8180 0.6654 0.043 Uiso 0.617(6) 1 calc PR A 1 C12 C 0.9059(19) 0.804(2) 0.635(3) 0.037(3) Uani 0.617(6) 1 d PDU A 1 H12 H 0.9344 0.8661 0.5924 0.044 Uiso 0.617(6) 1 calc PR A 1 C13 C 1.0474(4) 0.1920(3) 0.7855(2) 0.0169(7) Uani 1 1 d U . . C14 C 1.1102(4) 0.1027(3) 0.7604(3) 0.0202(8) Uani 1 1 d U . . H14 H 1.1990 0.0846 0.7715 0.024 Uiso 1 1 calc R . . C15 C 1.0448(4) 0.0401(3) 0.7195(3) 0.0247(9) Uani 1 1 d U . . H15 H 1.0880 -0.0213 0.7040 0.030 Uiso 1 1 calc R . . C16 C 0.9170(4) 0.0666(3) 0.7012(3) 0.0227(8) Uani 1 1 d U . . H16 H 0.8737 0.0250 0.6713 0.027 Uiso 1 1 calc R . . C17 C 0.8527(4) 0.1540(3) 0.7267(3) 0.0219(8) Uani 1 1 d U . . H17 H 0.7643 0.1720 0.7150 0.026 Uiso 1 1 calc R . . C18 C 0.9164(4) 0.2154(3) 0.7691(2) 0.0184(8) Uani 1 1 d U . . H18 H 0.8701 0.2745 0.7874 0.022 Uiso 1 1 calc R . . C19 C 1.1531(4) 0.2160(3) 0.9362(2) 0.0160(7) Uani 1 1 d U . . C20 C 1.1701(4) 0.2783(3) 0.9956(3) 0.0186(8) Uani 1 1 d U . . H20 H 1.1731 0.3524 0.9787 0.022 Uiso 1 1 calc R . . C21 C 1.1824(4) 0.2323(3) 1.0787(3) 0.0218(8) Uani 1 1 d U . . H21 H 1.1941 0.2750 1.1184 0.026 Uiso 1 1 calc R . . C22 C 1.1777(4) 0.1245(3) 1.1038(3) 0.0247(9) Uani 1 1 d U . . H22 H 1.1858 0.0932 1.1609 0.030 Uiso 1 1 calc R . . C23 C 1.1614(4) 0.0624(3) 1.0459(3) 0.0237(9) Uani 1 1 d U . . H23 H 1.1579 -0.0117 1.0636 0.028 Uiso 1 1 calc R . . C24 C 1.1500(4) 0.1072(3) 0.9621(3) 0.0195(8) Uani 1 1 d U . . H24 H 1.1402 0.0638 0.9224 0.023 Uiso 1 1 calc R . . C25 C 1.4645(4) 0.3912(4) 0.9018(3) 0.0247(9) Uani 1 1 d U . . H25 H 1.4445 0.4635 0.8943 0.030 Uiso 1 1 calc R . . C26 C 1.5177(5) 0.3332(4) 0.9709(3) 0.0341(11) Uani 1 1 d U . . H26 H 1.5395 0.3586 1.0181 0.041 Uiso 1 1 calc R . . C27 C 1.5312(4) 0.2335(4) 0.9557(3) 0.0306(10) Uani 1 1 d U . . H27 H 1.5651 0.1762 0.9907 0.037 Uiso 1 1 calc R . . C28 C 1.4863(4) 0.1525(3) 0.8319(3) 0.0228(9) Uani 1 1 d U . . C29 C 1.5326(4) 0.0529(3) 0.8556(3) 0.0327(11) Uani 1 1 d U . . H29 H 1.5614 0.0327 0.9088 0.039 Uiso 1 1 calc R . . C30 C 1.5359(5) -0.0166(4) 0.7999(4) 0.0365(12) Uani 1 1 d U . . H30 H 1.5662 -0.0858 0.8151 0.044 Uiso 1 1 calc R . . C31 C 1.4956(5) 0.0140(3) 0.7226(3) 0.0335(11) Uani 1 1 d U . . H31 H 1.5007 -0.0334 0.6839 0.040 Uiso 1 1 calc R . . C32 C 1.4472(4) 0.1144(3) 0.7008(3) 0.0250(9) Uani 1 1 d U . . H32 H 1.4200 0.1341 0.6470 0.030 Uiso 1 1 calc R . . C33 C 1.4377(4) 0.1868(3) 0.7557(3) 0.0192(8) Uani 1 1 d U . . C34 C 1.2201(4) 0.3244(3) 0.5893(3) 0.0194(8) Uani 1 1 d U . . H34 H 1.1277 0.3081 0.6232 0.023 Uiso 1 1 calc R . . C35 C 1.2591(4) 0.3371(3) 0.4987(3) 0.0236(9) Uani 1 1 d U . . H35 H 1.2003 0.3318 0.4603 0.028 Uiso 1 1 calc R . . C36 C 1.4001(4) 0.3591(3) 0.4767(2) 0.0203(8) Uani 1 1 d U . . H36 H 1.4582 0.3719 0.4195 0.024 Uiso 1 1 calc R . . C37 C 1.5732(4) 0.3764(3) 0.5694(3) 0.0171(8) Uani 1 1 d U . . C38 C 1.6933(4) 0.3940(3) 0.5036(3) 0.0217(8) Uani 1 1 d U . . H38 H 1.6909 0.3940 0.4448 0.026 Uiso 1 1 calc R . . C39 C 1.8176(4) 0.4117(3) 0.5264(3) 0.0245(9) Uani 1 1 d U . . H39 H 1.9025 0.4221 0.4831 0.029 Uiso 1 1 calc R . . C40 C 1.8183(4) 0.4141(3) 0.6126(3) 0.0219(8) Uani 1 1 d U . . H40 H 1.9031 0.4285 0.6276 0.026 Uiso 1 1 calc R . . C41 C 1.6950(4) 0.3956(3) 0.6770(3) 0.0202(8) Uani 1 1 d U . . H41 H 1.6970 0.3980 0.7354 0.024 Uiso 1 1 calc R . . C42 C 1.5694(4) 0.3739(3) 0.6579(2) 0.0178(8) Uani 1 1 d U . . C43 C 0.7108(9) 0.1303(5) 1.5008(4) 0.082(3) Uani 1 1 d U . . H43A H 0.7865 0.1829 1.4940 0.098 Uiso 1 1 calc R . . H43B H 0.6449 0.1293 1.5576 0.098 Uiso 1 1 calc R . . N1 N 1.4473(3) 0.3272(3) 0.8491(2) 0.0193(7) Uani 1 1 d U . . N2 N 1.4878(3) 0.2307(3) 0.8822(2) 0.0213(7) Uani 1 1 d U . . N3 N 1.3298(3) 0.3380(2) 0.6218(2) 0.0164(6) Uani 1 1 d U . . N4 N 1.4413(3) 0.3590(2) 0.5513(2) 0.0176(7) Uani 1 1 d U . . P1 P 1.14540(10) 0.28262(7) 0.82697(6) 0.01427(19) Uani 1 1 d U . . S1 S 0.81909(12) 0.38489(8) 1.08966(7) 0.0258(2) Uani 1 1 d U . . Ir1 Ir 1.375565(15) 0.336001(11) 0.739456(9) 0.01341(5) Uani 1 1 d U . . Cl1 Cl 1.34675(10) 0.52681(7) 0.72721(6) 0.01973(19) Uani 1 1 d U . . Cl2 Cl 0.6239(3) 0.16541(17) 1.4172(2) 0.1178(10) Uani 1 1 d U . . Cl3 Cl 0.7812(3) 0.00728(15) 1.49930(12) 0.0842(6) Uani 1 1 d U . . S3B S 0.7200(7) 0.6722(6) 0.7357(5) 0.0230(11) Uani 0.383(6) 1 d PDU A 2 C9B C 0.8898(18) 0.637(3) 0.732(3) 0.028(7) Uiso 0.383(6) 1 d PDU A 2 C10B C 0.9789(19) 0.712(2) 0.674(2) 0.031(5) Uani 0.383(6) 1 d PDU A 2 H10B H 1.0763 0.7028 0.6549 0.038 Uiso 0.383(6) 1 calc PR A 2 C11B C 0.911(3) 0.801(3) 0.644(5) 0.037(3) Uani 0.383(6) 1 d PDU A 2 H11B H 0.9589 0.8651 0.6126 0.044 Uiso 0.383(6) 1 calc PR A 2 C12B C 0.772(3) 0.788(4) 0.666(5) 0.0356(15) Uani 0.383(6) 1 d PDU A 2 H12B H 0.7094 0.8374 0.6446 0.043 Uiso 0.383(6) 1 calc PR 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 C1 0.030(2) 0.028(2) 0.020(2) -0.0005(17) -0.0008(18) 0.0044(18) C2 0.025(2) 0.021(2) 0.035(3) 0.0007(18) -0.0042(19) -0.0004(17) C3 0.0102(16) 0.030(2) 0.0148(18) -0.0071(16) -0.0034(14) 0.0032(15) C4 0.0165(17) 0.0163(18) 0.0188(19) -0.0033(15) -0.0021(15) 0.0018(14) S2 0.0205(5) 0.0163(4) 0.0208(5) -0.0049(4) -0.0038(4) 0.0035(4) C5 0.0199(18) 0.0120(17) 0.0205(19) -0.0069(15) -0.0065(15) 0.0022(14) C6 0.0184(18) 0.0153(17) 0.0172(19) -0.0061(15) -0.0063(15) -0.0010(14) C7 0.0183(18) 0.0152(17) 0.0168(19) -0.0042(14) -0.0045(15) -0.0022(14) C8 0.0218(19) 0.0149(18) 0.0188(19) -0.0036(15) -0.0063(16) -0.0020(15) S3 0.042(2) 0.0191(11) 0.0362(15) 0.0015(10) -0.0130(15) -0.0009(12) C9 0.025(5) 0.009(4) 0.017(5) -0.007(3) -0.011(3) 0.006(3) C10 0.052(11) 0.037(6) 0.034(7) -0.011(5) -0.012(7) 0.005(7) C11 0.056(3) 0.030(6) 0.030(8) -0.014(4) -0.024(3) 0.027(3) C12 0.064(4) 0.020(3) 0.029(8) -0.001(3) -0.020(3) 0.002(2) C13 0.0226(19) 0.0125(17) 0.0134(18) -0.0023(14) 0.0000(15) -0.0013(14) C14 0.0206(19) 0.0193(19) 0.020(2) -0.0039(16) -0.0020(16) -0.0029(15) C15 0.029(2) 0.019(2) 0.026(2) -0.0089(17) -0.0025(18) -0.0018(17) C16 0.023(2) 0.022(2) 0.025(2) -0.0083(17) -0.0065(17) -0.0042(16) C17 0.024(2) 0.0203(19) 0.022(2) -0.0020(16) -0.0082(17) -0.0035(16) C18 0.0204(19) 0.0168(18) 0.0185(19) -0.0044(15) -0.0049(15) 0.0002(15) C19 0.0135(17) 0.0171(18) 0.0169(18) -0.0051(15) -0.0008(14) 0.0001(14) C20 0.0176(18) 0.0172(18) 0.020(2) -0.0005(15) -0.0057(15) 0.0008(15) C21 0.024(2) 0.025(2) 0.018(2) -0.0083(16) -0.0066(16) -0.0011(16) C22 0.028(2) 0.026(2) 0.018(2) 0.0030(16) -0.0057(17) -0.0010(17) C23 0.029(2) 0.0169(19) 0.025(2) -0.0009(16) -0.0086(18) -0.0010(16) C24 0.0203(19) 0.0178(18) 0.021(2) -0.0027(15) -0.0066(16) -0.0019(15) C25 0.022(2) 0.032(2) 0.018(2) -0.0041(17) -0.0031(16) -0.0084(17) C26 0.026(2) 0.054(3) 0.022(2) -0.002(2) -0.0088(18) -0.015(2) C27 0.020(2) 0.046(3) 0.022(2) 0.005(2) -0.0083(17) -0.0071(19) C28 0.0140(18) 0.021(2) 0.028(2) 0.0055(17) -0.0022(16) 0.0008(15) C29 0.019(2) 0.028(2) 0.040(3) 0.014(2) -0.0013(19) -0.0001(17) C30 0.024(2) 0.020(2) 0.056(3) 0.005(2) 0.001(2) 0.0027(18) C31 0.026(2) 0.019(2) 0.050(3) -0.009(2) 0.003(2) 0.0019(17) C32 0.024(2) 0.0178(19) 0.031(2) -0.0056(17) -0.0014(18) 0.0028(16) C33 0.0134(17) 0.0162(18) 0.025(2) -0.0004(15) -0.0013(15) 0.0006(14) C34 0.024(2) 0.0157(18) 0.0189(19) -0.0040(15) -0.0057(16) 0.0020(15) C35 0.030(2) 0.023(2) 0.020(2) -0.0041(16) -0.0087(17) -0.0007(17) C36 0.028(2) 0.0207(19) 0.0121(18) -0.0035(15) -0.0035(15) -0.0038(16) C37 0.0176(18) 0.0132(17) 0.0201(19) -0.0037(15) -0.0030(15) -0.0011(14) C38 0.024(2) 0.0203(19) 0.019(2) -0.0054(16) -0.0003(16) -0.0003(16) C39 0.022(2) 0.024(2) 0.025(2) -0.0031(17) -0.0005(17) -0.0020(16) C40 0.0171(18) 0.0204(19) 0.025(2) 0.0011(16) -0.0032(16) -0.0011(15) C41 0.0219(19) 0.0190(19) 0.019(2) -0.0013(15) -0.0053(16) 0.0003(15) C42 0.0191(18) 0.0145(17) 0.0175(19) -0.0021(15) -0.0005(15) 0.0011(14) C43 0.126(7) 0.056(4) 0.048(4) -0.004(3) 0.007(4) 0.039(4) N1 0.0172(16) 0.0213(17) 0.0180(16) 0.0003(13) -0.0043(13) -0.0045(13) N2 0.0163(16) 0.0250(18) 0.0199(17) 0.0064(14) -0.0072(13) -0.0015(13) N3 0.0167(15) 0.0156(15) 0.0162(16) -0.0037(13) -0.0019(13) 0.0008(12) N4 0.0204(16) 0.0180(16) 0.0131(15) -0.0033(13) -0.0012(13) 0.0003(13) P1 0.0166(4) 0.0117(4) 0.0147(5) -0.0025(4) -0.0039(4) 0.0001(3) S1 0.0320(6) 0.0235(5) 0.0210(5) -0.0056(4) -0.0033(4) -0.0010(4) Ir1 0.01531(7) 0.01165(7) 0.01301(7) -0.00155(5) -0.00348(5) 0.00025(5) Cl1 0.0241(5) 0.0148(4) 0.0185(5) -0.0029(3) -0.0017(4) -0.0009(3) Cl2 0.130(2) 0.0640(12) 0.208(3) -0.0512(16) -0.118(2) 0.0383(13) Cl3 0.1360(18) 0.0599(11) 0.0527(10) -0.0062(8) -0.0192(11) 0.0420(11) S3B 0.025(3) 0.027(2) 0.019(2) -0.0059(15) -0.0086(17) 0.0102(16) C10B 0.035(11) 0.033(9) 0.039(9) -0.021(7) -0.024(9) 0.014(8) C11B 0.064(4) 0.020(3) 0.029(8) -0.001(3) -0.020(3) 0.002(2) C12B 0.056(3) 0.030(6) 0.030(8) -0.014(4) -0.024(3) 0.027(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.360(6) . ? C1 S1 1.704(4) . ? C1 H1 0.9500 . ? C2 C3 1.405(6) . ? C2 H2 0.9500 . ? C3 C4 1.420(5) . ? C3 H3 0.9500 . ? C4 C5 1.464(5) . ? C4 S1 1.727(4) . ? S2 C8 1.724(4) . ? S2 C5 1.732(4) . ? C5 C6 1.382(5) . ? C6 C7 1.424(5) . ? C6 P1 1.822(4) . ? C7 C8 1.359(5) . ? C7 H7 0.9500 . ? C8 C9 1.448(10) . ? C8 C9B 1.492(19) . ? S3 C12 1.685(14) . ? S3 C9 1.722(8) . ? C9 C10 1.359(13) . ? C10 C11 1.396(15) . ? C10 H10 0.9500 . ? C11 C12 1.341(11) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.394(5) . ? C13 C14 1.396(5) . ? C13 P1 1.840(4) . ? C14 C15 1.386(5) . ? C14 H14 0.9500 . ? C15 C16 1.383(6) . ? C15 H15 0.9500 . ? C16 C17 1.382(6) . ? C16 H16 0.9500 . ? C17 C18 1.383(5) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C24 1.395(5) . ? C19 C20 1.402(5) . ? C19 P1 1.820(4) . ? C20 C21 1.385(5) . ? C20 H20 0.9500 . ? C21 C22 1.381(6) . ? C21 H21 0.9500 . ? C22 C23 1.380(6) . ? C22 H22 0.9500 . ? C23 C24 1.390(6) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 N1 1.334(5) . ? C25 C26 1.418(6) . ? C25 H25 0.9500 . ? C26 C27 1.365(7) . ? C26 H26 0.9500 . ? C27 N2 1.352(5) . ? C27 H27 0.9500 . ? C28 C29 1.382(6) . ? C28 C33 1.406(6) . ? C28 N2 1.418(6) . ? C29 C30 1.386(7) . ? C29 H29 0.9500 . ? C30 C31 1.374(7) . ? C30 H30 0.9500 . ? C31 C32 1.394(6) . ? C31 H31 0.9500 . ? C32 C33 1.399(6) . ? C32 H32 0.9500 . ? C33 Ir1 2.016(4) . ? C34 N3 1.330(5) . ? C34 C35 1.394(6) . ? C34 H34 0.9500 . ? C35 C36 1.371(6) . ? C35 H35 0.9500 . ? C36 N4 1.350(5) . ? C36 H36 0.9500 . ? C37 C38 1.382(5) . ? C37 C42 1.406(5) . ? C37 N4 1.424(5) . ? C38 C39 1.389(6) . ? C38 H38 0.9500 . ? C39 C40 1.393(6) . ? C39 H39 0.9500 . ? C40 C41 1.392(5) . ? C40 H40 0.9500 . ? C41 C42 1.385(5) . ? C41 H41 0.9500 . ? C42 Ir1 2.057(4) . ? C43 Cl3 1.740(6) . ? C43 Cl2 1.740(8) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? N1 N2 1.359(4) . ? N1 Ir1 2.026(3) . ? N3 N4 1.371(4) . ? N3 Ir1 2.037(3) . ? P1 Ir1 2.4075(10) . ? Ir1 Cl1 2.4716(9) . ? S3B C12B 1.704(17) . ? S3B C9B 1.720(16) . ? C9B C10B 1.369(16) . ? C10B C11B 1.396(17) . ? C10B H10B 0.9500 . ? C11B C12B 1.345(14) . ? C11B H11B 0.9500 . ? C12B H12B 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 S1 112.0(3) . . ? C2 C1 H1 124.0 . . ? S1 C1 H1 124.0 . . ? C1 C2 C3 114.7(4) . . ? C1 C2 H2 122.6 . . ? C3 C2 H2 122.6 . . ? C2 C3 C4 110.2(4) . . ? C2 C3 H3 124.9 . . ? C4 C3 H3 124.9 . . ? C3 C4 C5 130.3(3) . . ? C3 C4 S1 111.2(3) . . ? C5 C4 S1 118.3(3) . . ? C8 S2 C5 92.82(18) . . ? C6 C5 C4 134.5(3) . . ? C6 C5 S2 110.3(3) . . ? C4 C5 S2 115.2(3) . . ? C5 C6 C7 112.3(3) . . ? C5 C6 P1 129.3(3) . . ? C7 C6 P1 118.2(3) . . ? C8 C7 C6 114.1(3) . . ? C8 C7 H7 123.0 . . ? C6 C7 H7 123.0 . . ? C7 C8 C9 130.6(9) . . ? C7 C8 C9B 129.3(16) . . ? C9 C8 C9B 3.0(19) . . ? C7 C8 S2 110.5(3) . . ? C9 C8 S2 118.8(9) . . ? C9B C8 S2 120.0(17) . . ? C12 S3 C9 92.5(7) . . ? C10 C9 C8 131.5(10) . . ? C10 C9 S3 108.7(8) . . ? C8 C9 S3 119.5(6) . . ? C9 C10 C11 114.5(12) . . ? C9 C10 H10 122.7 . . ? C11 C10 H10 122.7 . . ? C12 C11 C10 111.8(13) . . ? C12 C11 H11 124.1 . . ? C10 C11 H11 124.1 . . ? C11 C12 S3 112.1(12) . . ? C11 C12 H12 123.9 . . ? S3 C12 H12 123.9 . . ? C18 C13 C14 117.9(3) . . ? C18 C13 P1 121.8(3) . . ? C14 C13 P1 119.9(3) . . ? C15 C14 C13 120.9(4) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C16 C15 C14 120.3(4) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C17 C16 C15 119.5(4) . . ? C17 C16 H16 120.3 . . ? C15 C16 H16 120.3 . . ? C16 C17 C18 120.3(4) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C17 C18 C13 121.0(4) . . ? C17 C18 H18 119.5 . . ? C13 C18 H18 119.5 . . ? C24 C19 C20 118.9(4) . . ? C24 C19 P1 123.5(3) . . ? C20 C19 P1 117.5(3) . . ? C21 C20 C19 120.4(4) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C22 C21 C20 120.2(4) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C23 C22 C21 120.0(4) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C22 C23 C24 120.6(4) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C19 119.9(4) . . ? C23 C24 H24 120.0 . . ? C19 C24 H24 120.0 . . ? N1 C25 C26 108.5(4) . . ? N1 C25 H25 125.7 . . ? C26 C25 H25 125.7 . . ? C27 C26 C25 106.0(4) . . ? C27 C26 H26 127.0 . . ? C25 C26 H26 127.0 . . ? N2 C27 C26 107.9(4) . . ? N2 C27 H27 126.0 . . ? C26 C27 H27 126.0 . . ? C29 C28 C33 124.0(4) . . ? C29 C28 N2 122.1(4) . . ? C33 C28 N2 113.9(3) . . ? C28 C29 C30 118.3(4) . . ? C28 C29 H29 120.9 . . ? C30 C29 H29 120.9 . . ? C31 C30 C29 120.3(4) . . ? C31 C30 H30 119.9 . . ? C29 C30 H30 119.9 . . ? C30 C31 C32 120.4(4) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C31 C32 C33 121.9(4) . . ? C31 C32 H32 119.1 . . ? C33 C32 H32 119.1 . . ? C32 C33 C28 115.1(4) . . ? C32 C33 Ir1 130.0(3) . . ? C28 C33 Ir1 114.8(3) . . ? N3 C34 C35 110.8(4) . . ? N3 C34 H34 124.6 . . ? C35 C34 H34 124.6 . . ? C36 C35 C34 105.6(4) . . ? C36 C35 H35 127.2 . . ? C34 C35 H35 127.2 . . ? N4 C36 C35 107.4(3) . . ? N4 C36 H36 126.3 . . ? C35 C36 H36 126.3 . . ? C38 C37 C42 124.2(4) . . ? C38 C37 N4 121.2(4) . . ? C42 C37 N4 114.7(3) . . ? C37 C38 C39 117.6(4) . . ? C37 C38 H38 121.2 . . ? C39 C38 H38 121.2 . . ? C38 C39 C40 120.3(4) . . ? C38 C39 H39 119.9 . . ? C40 C39 H39 119.9 . . ? C41 C40 C39 120.2(4) . . ? C41 C40 H40 119.9 . . ? C39 C40 H40 119.9 . . ? C42 C41 C40 121.6(4) . . ? C42 C41 H41 119.2 . . ? C40 C41 H41 119.2 . . ? C41 C42 C37 116.0(3) . . ? C41 C42 Ir1 130.0(3) . . ? C37 C42 Ir1 114.0(3) . . ? Cl3 C43 Cl2 110.8(4) . . ? Cl3 C43 H43A 109.5 . . ? Cl2 C43 H43A 109.5 . . ? Cl3 C43 H43B 109.5 . . ? Cl2 C43 H43B 109.5 . . ? H43A C43 H43B 108.1 . . ? C25 N1 N2 107.6(3) . . ? C25 N1 Ir1 137.4(3) . . ? N2 N1 Ir1 114.9(2) . . ? C27 N2 N1 109.9(4) . . ? C27 N2 C28 133.6(4) . . ? N1 N2 C28 116.3(3) . . ? C34 N3 N4 105.6(3) . . ? C34 N3 Ir1 139.3(3) . . ? N4 N3 Ir1 115.1(2) . . ? C36 N4 N3 110.6(3) . . ? C36 N4 C37 133.0(3) . . ? N3 N4 C37 116.5(3) . . ? C19 P1 C6 105.18(17) . . ? C19 P1 C13 105.54(17) . . ? C6 P1 C13 100.88(17) . . ? C19 P1 Ir1 110.88(12) . . ? C6 P1 Ir1 117.50(12) . . ? C13 P1 Ir1 115.57(12) . . ? C1 S1 C4 91.9(2) . . ? C33 Ir1 N1 79.77(15) . . ? C33 Ir1 N3 95.54(15) . . ? N1 Ir1 N3 172.09(12) . . ? C33 Ir1 C42 86.12(15) . . ? N1 Ir1 C42 93.58(14) . . ? N3 Ir1 C42 79.68(14) . . ? C33 Ir1 P1 91.55(11) . . ? N1 Ir1 P1 90.03(9) . . ? N3 Ir1 P1 96.50(9) . . ? C42 Ir1 P1 175.29(11) . . ? C33 Ir1 Cl1 167.80(11) . . ? N1 Ir1 Cl1 91.31(10) . . ? N3 Ir1 Cl1 92.35(9) . . ? C42 Ir1 Cl1 86.16(10) . . ? P1 Ir1 Cl1 96.79(3) . . ? C12B S3B C9B 92.0(10) . . ? C10B C9B C8 131.8(15) . . ? C10B C9B S3B 109.8(12) . . ? C8 C9B S3B 118.3(12) . . ? C9B C10B C11B 112.7(17) . . ? C9B C10B H10B 123.6 . . ? C11B C10B H10B 123.6 . . ? C12B C11B C10B 113(2) . . ? C12B C11B H11B 123.6 . . ? C10B C11B H11B 123.6 . . ? C11B C12B S3B 111.4(18) . . ? C11B C12B H12B 124.3 . . ? S3B C12B H12B 124.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S1 C1 C2 C3 0.1(5) . . . . ? C1 C2 C3 C4 0.5(5) . . . . ? C2 C3 C4 C5 -176.0(4) . . . . ? C2 C3 C4 S1 -0.8(4) . . . . ? C3 C4 C5 C6 -48.9(7) . . . . ? S1 C4 C5 C6 136.0(4) . . . . ? C3 C4 C5 S2 129.7(4) . . . . ? S1 C4 C5 S2 -45.3(4) . . . . ? C8 S2 C5 C6 0.7(3) . . . . ? C8 S2 C5 C4 -178.3(3) . . . . ? C4 C5 C6 C7 178.0(4) . . . . ? S2 C5 C6 C7 -0.8(4) . . . . ? C4 C5 C6 P1 3.5(6) . . . . ? S2 C5 C6 P1 -175.2(2) . . . . ? C5 C6 C7 C8 0.4(5) . . . . ? P1 C6 C7 C8 175.6(3) . . . . ? C6 C7 C8 C9 177.8(13) . . . . ? C6 C7 C8 C9B 174(3) . . . . ? C6 C7 C8 S2 0.1(4) . . . . ? C5 S2 C8 C7 -0.5(3) . . . . ? C5 S2 C8 C9 -178.5(11) . . . . ? C5 S2 C8 C9B -175(2) . . . . ? C7 C8 C9 C10 146(2) . . . . ? C9B C8 C9 C10 -150(67) . . . . ? S2 C8 C9 C10 -36(4) . . . . ? C7 C8 C9 S3 -41(3) . . . . ? C9B C8 C9 S3 23(63) . . . . ? S2 C8 C9 S3 136.2(14) . . . . ? C12 S3 C9 C10 -3(3) . . . . ? C12 S3 C9 C8 -177(3) . . . . ? C8 C9 C10 C11 173(4) . . . . ? S3 C9 C10 C11 0(4) . . . . ? C9 C10 C11 C12 4(6) . . . . ? C10 C11 C12 S3 -7(7) . . . . ? C9 S3 C12 C11 6(5) . . . . ? C18 C13 C14 C15 0.7(6) . . . . ? P1 C13 C14 C15 -172.3(3) . . . . ? C13 C14 C15 C16 1.4(6) . . . . ? C14 C15 C16 C17 -2.2(6) . . . . ? C15 C16 C17 C18 0.9(6) . . . . ? C16 C17 C18 C13 1.3(6) . . . . ? C14 C13 C18 C17 -2.1(6) . . . . ? P1 C13 C18 C17 170.8(3) . . . . ? C24 C19 C20 C21 -0.5(6) . . . . ? P1 C19 C20 C21 -177.4(3) . . . . ? C19 C20 C21 C22 -0.2(6) . . . . ? C20 C21 C22 C23 0.3(6) . . . . ? C21 C22 C23 C24 0.2(6) . . . . ? C22 C23 C24 C19 -0.9(6) . . . . ? C20 C19 C24 C23 1.0(6) . . . . ? P1 C19 C24 C23 177.7(3) . . . . ? N1 C25 C26 C27 0.3(5) . . . . ? C25 C26 C27 N2 -0.4(5) . . . . ? C33 C28 C29 C30 2.2(6) . . . . ? N2 C28 C29 C30 -175.9(4) . . . . ? C28 C29 C30 C31 0.8(6) . . . . ? C29 C30 C31 C32 -1.8(7) . . . . ? C30 C31 C32 C33 -0.1(6) . . . . ? C31 C32 C33 C28 2.8(6) . . . . ? C31 C32 C33 Ir1 178.8(3) . . . . ? C29 C28 C33 C32 -3.9(6) . . . . ? N2 C28 C33 C32 174.3(3) . . . . ? C29 C28 C33 Ir1 179.5(3) . . . . ? N2 C28 C33 Ir1 -2.3(4) . . . . ? N3 C34 C35 C36 0.3(5) . . . . ? C34 C35 C36 N4 0.0(4) . . . . ? C42 C37 C38 C39 -0.9(6) . . . . ? N4 C37 C38 C39 179.2(3) . . . . ? C37 C38 C39 C40 -1.8(6) . . . . ? C38 C39 C40 C41 2.1(6) . . . . ? C39 C40 C41 C42 0.3(6) . . . . ? C40 C41 C42 C37 -2.8(6) . . . . ? C40 C41 C42 Ir1 176.3(3) . . . . ? C38 C37 C42 C41 3.1(6) . . . . ? N4 C37 C42 C41 -176.9(3) . . . . ? C38 C37 C42 Ir1 -176.1(3) . . . . ? N4 C37 C42 Ir1 3.8(4) . . . . ? C26 C25 N1 N2 -0.1(4) . . . . ? C26 C25 N1 Ir1 178.2(3) . . . . ? C26 C27 N2 N1 0.4(5) . . . . ? C26 C27 N2 C28 175.1(4) . . . . ? C25 N1 N2 C27 -0.2(4) . . . . ? Ir1 N1 N2 C27 -178.9(3) . . . . ? C25 N1 N2 C28 -175.9(3) . . . . ? Ir1 N1 N2 C28 5.4(4) . . . . ? C29 C28 N2 C27 1.8(7) . . . . ? C33 C28 N2 C27 -176.4(4) . . . . ? C29 C28 N2 N1 176.2(3) . . . . ? C33 C28 N2 N1 -2.1(5) . . . . ? C35 C34 N3 N4 -0.5(4) . . . . ? C35 C34 N3 Ir1 179.8(3) . . . . ? C35 C36 N4 N3 -0.3(4) . . . . ? C35 C36 N4 C37 180.0(4) . . . . ? C34 N3 N4 C36 0.5(4) . . . . ? Ir1 N3 N4 C36 -179.7(2) . . . . ? C34 N3 N4 C37 -179.7(3) . . . . ? Ir1 N3 N4 C37 0.0(4) . . . . ? C38 C37 N4 C36 -2.9(6) . . . . ? C42 C37 N4 C36 177.2(4) . . . . ? C38 C37 N4 N3 177.4(3) . . . . ? C42 C37 N4 N3 -2.6(5) . . . . ? C24 C19 P1 C6 134.5(3) . . . . ? C20 C19 P1 C6 -48.8(3) . . . . ? C24 C19 P1 C13 28.3(4) . . . . ? C20 C19 P1 C13 -155.0(3) . . . . ? C24 C19 P1 Ir1 -97.6(3) . . . . ? C20 C19 P1 Ir1 79.2(3) . . . . ? C5 C6 P1 C19 -23.5(4) . . . . ? C7 C6 P1 C19 162.3(3) . . . . ? C5 C6 P1 C13 86.1(4) . . . . ? C7 C6 P1 C13 -88.1(3) . . . . ? C5 C6 P1 Ir1 -147.4(3) . . . . ? C7 C6 P1 Ir1 38.4(3) . . . . ? C18 C13 P1 C19 113.6(3) . . . . ? C14 C13 P1 C19 -73.7(3) . . . . ? C18 C13 P1 C6 4.3(3) . . . . ? C14 C13 P1 C6 177.0(3) . . . . ? C18 C13 P1 Ir1 -123.5(3) . . . . ? C14 C13 P1 Ir1 49.2(3) . . . . ? C2 C1 S1 C4 -0.4(4) . . . . ? C3 C4 S1 C1 0.7(3) . . . . ? C5 C4 S1 C1 176.6(3) . . . . ? C32 C33 Ir1 N1 -172.1(4) . . . . ? C28 C33 Ir1 N1 4.0(3) . . . . ? C32 C33 Ir1 N3 1.5(4) . . . . ? C28 C33 Ir1 N3 177.5(3) . . . . ? C32 C33 Ir1 C42 -77.7(4) . . . . ? C28 C33 Ir1 C42 98.3(3) . . . . ? C32 C33 Ir1 P1 98.2(4) . . . . ? C28 C33 Ir1 P1 -85.8(3) . . . . ? C32 C33 Ir1 Cl1 -128.6(5) . . . . ? C28 C33 Ir1 Cl1 47.5(7) . . . . ? C25 N1 Ir1 C33 176.7(4) . . . . ? N2 N1 Ir1 C33 -5.1(2) . . . . ? C25 N1 Ir1 N3 122.7(9) . . . . ? N2 N1 Ir1 N3 -59.2(10) . . . . ? C25 N1 Ir1 C42 91.3(4) . . . . ? N2 N1 Ir1 C42 -90.5(3) . . . . ? C25 N1 Ir1 P1 -91.7(4) . . . . ? N2 N1 Ir1 P1 86.5(2) . . . . ? C25 N1 Ir1 Cl1 5.1(4) . . . . ? N2 N1 Ir1 Cl1 -176.7(2) . . . . ? C34 N3 Ir1 C33 96.2(4) . . . . ? N4 N3 Ir1 C33 -83.5(3) . . . . ? C34 N3 Ir1 N1 149.4(8) . . . . ? N4 N3 Ir1 N1 -30.3(10) . . . . ? C34 N3 Ir1 C42 -178.8(4) . . . . ? N4 N3 Ir1 C42 1.6(2) . . . . ? C34 N3 Ir1 P1 4.0(4) . . . . ? N4 N3 Ir1 P1 -175.7(2) . . . . ? C34 N3 Ir1 Cl1 -93.1(4) . . . . ? N4 N3 Ir1 Cl1 87.2(2) . . . . ? C41 C42 Ir1 C33 -85.7(4) . . . . ? C37 C42 Ir1 C33 93.4(3) . . . . ? C41 C42 Ir1 N1 -6.2(4) . . . . ? C37 C42 Ir1 N1 172.9(3) . . . . ? C41 C42 Ir1 N3 178.0(4) . . . . ? C37 C42 Ir1 N3 -2.9(3) . . . . ? C41 C42 Ir1 P1 -146.1(11) . . . . ? C37 C42 Ir1 P1 33.0(15) . . . . ? C41 C42 Ir1 Cl1 84.9(4) . . . . ? C37 C42 Ir1 Cl1 -96.0(3) . . . . ? C19 P1 Ir1 C33 58.94(18) . . . . ? C6 P1 Ir1 C33 179.90(18) . . . . ? C13 P1 Ir1 C33 -61.09(18) . . . . ? C19 P1 Ir1 N1 -20.82(16) . . . . ? C6 P1 Ir1 N1 100.14(17) . . . . ? C13 P1 Ir1 N1 -140.85(17) . . . . ? C19 P1 Ir1 N3 154.69(15) . . . . ? C6 P1 Ir1 N3 -84.34(16) . . . . ? C13 P1 Ir1 N3 34.66(16) . . . . ? C19 P1 Ir1 C42 119.2(13) . . . . ? C6 P1 Ir1 C42 -119.9(13) . . . . ? C13 P1 Ir1 C42 -0.8(13) . . . . ? C19 P1 Ir1 Cl1 -112.15(13) . . . . ? C6 P1 Ir1 Cl1 8.82(14) . . . . ? C13 P1 Ir1 Cl1 127.83(14) . . . . ? C7 C8 C9B C10B -32(8) . . . . ? C9 C8 C9B C10B -150(70) . . . . ? S2 C8 C9B C10B 142(5) . . . . ? C7 C8 C9B S3B 146(2) . . . . ? C9 C8 C9B S3B 28(61) . . . . ? S2 C8 C9B S3B -40(5) . . . . ? C12B S3B C9B C10B -4(5) . . . . ? C12B S3B C9B C8 177(5) . . . . ? C8 C9B C10B C11B -172(6) . . . . ? S3B C9B C10B C11B 10(6) . . . . ? C9B C10B C11B C12B -12(10) . . . . ? C10B C11B C12B S3B 9(11) . . . . ? C9B S3B C12B C11B -3(8) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.424 _refine_diff_density_min -2.072 _refine_diff_density_rms 0.152 _database_code_depnum_ccdc_archive 'CCDC 940002' ####################################################################### # # 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_mw110 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H35 B Cl4 F4 Ir N4 P S3' _chemical_formula_weight 1167.72 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' 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' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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 212121' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 9.1409(8) _cell_length_b 20.6403(18) _cell_length_c 24.406(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4604.7(7) _cell_formula_units_Z 4 _cell_measurement_temperature 90.0(1) _cell_measurement_reflns_used 9687 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 30.04 _exptl_crystal_description blade _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.684 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2304 _exptl_absorpt_coefficient_mu 3.356 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.725 _exptl_absorpt_correction_T_max 0.935 _exptl_absorpt_process_details 'SADABS (Bruker, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90.0(1) _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 APEX DUO' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 78800 _diffrn_reflns_av_R_equivalents 0.0581 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 30.07 _reflns_number_total 13494 _reflns_number_gt 12620 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_cell_refinement ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_data_reduction ? _refine_special_details ; The material crystallizes with two molecules of solvent in the asymmetric unit. One molecule is disordered and was modeled in three orientations using the following restraints: SADI 0.01 C44 CL3 C44 CL4 C44B CL3B C44B CL4B C44C CL3C C44C CL4C SADI 0.01 CL3 CL4 CL3B CL4B CL3C CL4C ISOR SIMU 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^)+(0.0302P)^2^+10.1927P] 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 -0.015(4) _refine_ls_number_reflns 13494 _refine_ls_number_parameters 611 _refine_ls_number_restraints 787 _refine_ls_R_factor_all 0.0358 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0736 _refine_ls_wR_factor_gt 0.0714 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.9513(5) 0.89023(19) 0.69939(17) 0.0202(8) Uani 1 1 d U . . H1 H 1.0140 0.9008 0.6697 0.024 Uiso 1 1 calc R . . C2 C 0.9000(4) 0.93276(19) 0.73604(17) 0.0216(8) Uani 1 1 d U . . H2 H 0.9194 0.9779 0.7339 0.026 Uiso 1 1 calc R . . C3 C 0.8139(5) 0.90454(19) 0.77862(18) 0.0198(8) Uani 1 1 d U . . H3 H 0.7716 0.9287 0.8077 0.024 Uiso 1 1 calc R . . C4 C 0.7986(4) 0.83887(19) 0.77305(16) 0.0153(7) Uani 1 1 d U . . C5 C 0.7258(4) 0.7941(2) 0.80949(16) 0.0133(7) Uani 1 1 d U . . C6 C 0.7418(4) 0.72750(18) 0.81653(14) 0.0124(7) Uani 1 1 d U . . C7 C 0.6546(4) 0.70397(19) 0.86039(15) 0.0134(7) Uani 1 1 d U . . H7 H 0.6523 0.6596 0.8708 0.016 Uiso 1 1 calc R . . C8 C 0.5742(4) 0.75084(15) 0.88645(13) 0.0140(7) Uani 1 1 d U . . C9 C 0.4801(4) 0.74520(19) 0.93426(14) 0.0150(7) Uani 1 1 d U . . C10 C 0.4312(5) 0.79438(19) 0.96717(15) 0.0181(7) Uani 1 1 d U . . H10 H 0.4536 0.8388 0.9616 0.022 Uiso 1 1 calc R . . C11 C 0.3429(5) 0.7709(2) 1.01065(17) 0.0214(8) Uani 1 1 d U . . H11 H 0.2979 0.7985 1.0368 0.026 Uiso 1 1 calc R . . C12 C 0.3282(5) 0.7052(2) 1.01155(17) 0.0191(8) Uani 1 1 d U . . H12 H 0.2742 0.6816 1.0382 0.023 Uiso 1 1 calc R . . C13 C 0.7660(4) 0.64207(18) 0.72332(15) 0.0161(7) Uani 1 1 d U . . C14 C 0.6459(5) 0.6743(2) 0.70111(16) 0.0181(8) Uani 1 1 d U . . H14 H 0.6086 0.7122 0.7181 0.022 Uiso 1 1 calc R . . C15 C 0.5811(6) 0.6501(2) 0.65364(17) 0.0266(9) Uani 1 1 d U . . H15 H 0.4994 0.6720 0.6383 0.032 Uiso 1 1 calc R . . C16 C 0.6332(5) 0.5955(2) 0.62889(19) 0.0289(10) Uani 1 1 d U . . H16 H 0.5871 0.5794 0.5968 0.035 Uiso 1 1 calc R . . C17 C 0.7537(6) 0.5631(2) 0.65056(19) 0.0287(10) Uani 1 1 d U . . H17 H 0.7897 0.5251 0.6333 0.034 Uiso 1 1 calc R . . C18 C 0.8209(5) 0.5866(2) 0.69745(18) 0.0212(8) Uani 1 1 d U . . H18 H 0.9041 0.5650 0.7120 0.025 Uiso 1 1 calc R . . C19 C 0.8961(4) 0.61070(18) 0.82823(16) 0.0161(8) Uani 1 1 d U . . C20 C 0.8133(5) 0.5547(2) 0.82714(17) 0.0182(8) Uani 1 1 d U . . H20 H 0.7466 0.5473 0.7979 0.022 Uiso 1 1 calc R . . C21 C 0.8276(5) 0.5089(2) 0.86883(19) 0.0248(9) Uani 1 1 d U . . H21 H 0.7716 0.4701 0.8678 0.030 Uiso 1 1 calc R . . C22 C 0.9237(6) 0.5201(2) 0.91179(17) 0.0281(9) Uani 1 1 d U . . H22 H 0.9335 0.4889 0.9402 0.034 Uiso 1 1 calc R . . C23 C 1.0046(6) 0.5762(2) 0.91351(19) 0.0277(10) Uani 1 1 d U . . H23 H 1.0686 0.5842 0.9434 0.033 Uiso 1 1 calc R . . C24 C 0.9927(5) 0.6212(2) 0.87131(17) 0.0200(8) Uani 1 1 d U . . H24 H 1.0509 0.6593 0.8719 0.024 Uiso 1 1 calc R . . C25 C 1.0084(5) 0.6914(2) 0.62428(17) 0.0220(9) Uani 1 1 d U . . H25 H 0.9380 0.7230 0.6141 0.026 Uiso 1 1 calc R . . C26 C 1.0644(6) 0.6440(2) 0.58979(16) 0.0272(9) Uani 1 1 d U . . H26 H 1.0400 0.6373 0.5524 0.033 Uiso 1 1 calc R . . C27 C 1.1625(6) 0.6084(2) 0.62047(18) 0.0264(10) Uani 1 1 d U . . H27 H 1.2186 0.5724 0.6083 0.032 Uiso 1 1 calc R . . C28 C 1.2424(4) 0.62151(18) 0.72001(16) 0.0152(7) Uani 1 1 d U . . C29 C 1.3332(5) 0.5683(2) 0.72389(19) 0.0208(8) Uani 1 1 d U . . H29 H 1.3450 0.5395 0.6938 0.025 Uiso 1 1 calc R . . C30 C 1.4068(5) 0.55780(19) 0.77278(18) 0.0221(8) Uani 1 1 d U . . H30 H 1.4678 0.5209 0.7769 0.027 Uiso 1 1 calc R . . C31 C 1.3913(4) 0.6012(2) 0.81559(18) 0.0205(8) Uani 1 1 d U . . H31 H 1.4428 0.5942 0.8489 0.025 Uiso 1 1 calc R . . C32 C 1.3003(4) 0.65538(19) 0.81030(17) 0.0171(8) Uani 1 1 d U . . H32 H 1.2932 0.6854 0.8397 0.021 Uiso 1 1 calc R . . C33 C 1.2196(4) 0.66593(17) 0.76239(15) 0.0145(7) Uani 1 1 d U . . C34 C 1.2444(4) 0.79180(19) 0.71728(16) 0.0151(7) Uani 1 1 d U . . C35 C 1.3158(5) 0.7905(2) 0.66680(17) 0.0203(8) Uani 1 1 d U . . H35 H 1.2861 0.7598 0.6400 0.024 Uiso 1 1 calc R . . C36 C 1.4293(6) 0.8329(2) 0.65462(16) 0.0231(8) Uani 1 1 d U . . H36 H 1.4755 0.8311 0.6198 0.028 Uiso 1 1 calc R . . C37 C 1.4751(5) 0.8778(2) 0.69318(18) 0.0222(9) Uani 1 1 d U . . H37 H 1.5533 0.9065 0.6848 0.027 Uiso 1 1 calc R . . C38 C 1.4069(4) 0.88112(17) 0.74432(17) 0.0196(7) Uani 1 1 d U . . H38 H 1.4365 0.9119 0.7710 0.024 Uiso 1 1 calc R . . C39 C 1.2946(4) 0.83777(17) 0.75461(17) 0.0159(7) Uani 1 1 d U . . C40 C 1.2369(5) 0.8724(2) 0.85266(16) 0.0175(8) Uani 1 1 d U . . H40 H 1.3045 0.9068 0.8582 0.021 Uiso 1 1 calc R . . C41 C 1.1369(5) 0.8499(2) 0.88981(17) 0.0195(8) Uani 1 1 d U . . H41 H 1.1214 0.8654 0.9260 0.023 Uiso 1 1 calc R . . C42 C 1.0621(5) 0.79942(18) 0.86366(14) 0.0163(7) Uani 1 1 d U . . H42 H 0.9860 0.7745 0.8797 0.020 Uiso 1 1 calc R . . C43 C 0.9604(14) 0.3283(5) 1.0057(4) 0.103(4) Uani 1 1 d U . . H43A H 0.8856 0.3245 1.0348 0.124 Uiso 1 1 calc R . . H43B H 1.0162 0.3686 1.0127 0.124 Uiso 1 1 calc R . . N1 N 1.0683(4) 0.68568(15) 0.67383(12) 0.0166(6) Uani 1 1 d U . . N2 N 1.1633(4) 0.63504(16) 0.67160(14) 0.0178(7) Uani 1 1 d U . . N3 N 1.2216(4) 0.83657(16) 0.80633(13) 0.0148(6) Uani 1 1 d U . . N4 N 1.1132(4) 0.79145(15) 0.81292(13) 0.0128(6) Uani 1 1 d U . . F1 F 0.1010(3) 0.46890(11) 1.03719(10) 0.0246(6) Uani 1 1 d U . . F2 F 0.1703(3) 0.57441(12) 1.03425(11) 0.0249(6) Uani 1 1 d U . . F3 F -0.0546(4) 0.54784(14) 1.06640(13) 0.0375(7) Uani 1 1 d U . . F4 F 0.1478(4) 0.52346(14) 1.11601(12) 0.0463(9) Uani 1 1 d U . . P1 P 0.87004(11) 0.67696(5) 0.77958(4) 0.01179(17) Uani 1 1 d U . . S1 S 0.88693(10) 0.81277(5) 0.71378(4) 0.01449(18) Uani 1 1 d U . . S2 S 0.60290(10) 0.82530(5) 0.85645(4) 0.01491(18) Uani 1 1 d U . . S3 S 0.42136(14) 0.67088(5) 0.95766(4) 0.02028(19) Uani 1 1 d U . . Cl1 Cl 0.8725(3) 0.33639(10) 0.94431(9) 0.0796(7) Uani 1 1 d U . . Cl2 Cl 1.0782(4) 0.26386(11) 1.01134(9) 0.1070(10) Uani 1 1 d U . . Ir1 Ir 1.072598(15) 0.736279(6) 0.745024(5) 0.01133(3) Uani 1 1 d U . . B1 B 0.0915(6) 0.5292(2) 1.06338(18) 0.0187(9) Uiso 1 1 d U . . Cl3 Cl 0.5052(4) 0.48481(19) 0.9422(2) 0.0464(10) Uani 0.52 1 d PDU A 1 Cl4 Cl 0.2647(5) 0.39282(17) 0.9318(2) 0.0376(8) Uani 0.52 1 d PDU A 1 C44 C 0.3147(9) 0.4754(4) 0.9339(6) 0.037(3) Uani 0.52 1 d PDU A 1 H44A H 0.2836 0.4967 0.8995 0.044 Uiso 0.52 1 calc PR A 1 H44B H 0.2634 0.4968 0.9647 0.044 Uiso 0.52 1 calc PR A 1 Cl3B Cl 0.6264(8) 0.5024(4) 1.0140(3) 0.0647(19) Uani 0.26 1 d PDU B 2 C44B C 0.4422(14) 0.4952(11) 0.9934(5) 0.073(9) Uani 0.26 1 d PDU B 2 H44C H 0.3959 0.4592 1.0140 0.088 Uiso 0.26 1 calc PR B 2 H44D H 0.3894 0.5356 1.0027 0.088 Uiso 0.26 1 calc PR B 2 Cl4B Cl 0.4248(15) 0.4803(6) 0.9226(3) 0.096(4) Uani 0.26 1 d PDU B 2 Cl3C Cl 0.502(2) 0.4687(9) 0.9581(9) 0.141(10) Uani 0.22 1 d PDU C 3 Cl4C Cl 0.251(2) 0.3870(14) 0.9305(9) 0.178(12) Uani 0.22 1 d PDU C 3 C44C C 0.311(2) 0.4656(13) 0.948(2) 0.078(14) Uani 0.22 1 d PDU C 3 H44E H 0.2605 0.4797 0.9817 0.094 Uiso 0.22 1 calc PR C 3 H44F H 0.2835 0.4960 0.9182 0.094 Uiso 0.22 1 calc PR C 3 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 0.020(2) 0.0191(19) 0.0216(19) 0.0087(14) 0.0057(15) -0.0008(16) C2 0.023(2) 0.0166(17) 0.026(2) 0.0063(14) 0.0055(15) 0.0010(15) C3 0.021(2) 0.0130(17) 0.025(2) 0.0022(15) 0.0053(16) 0.0004(15) C4 0.0149(17) 0.0152(17) 0.0156(17) 0.0009(13) 0.0029(14) 0.0014(14) C5 0.0117(16) 0.0159(17) 0.0123(17) 0.0004(14) -0.0025(14) 0.0019(15) C6 0.0102(15) 0.0140(17) 0.0130(15) 0.0012(13) 0.0012(12) -0.0015(13) C7 0.0121(17) 0.0149(17) 0.0132(17) 0.0017(13) -0.0022(13) -0.0033(14) C8 0.0132(15) 0.0144(17) 0.0144(14) 0.0012(10) -0.0009(14) -0.0021(14) C9 0.0132(15) 0.022(2) 0.0093(14) 0.0018(13) 0.0002(12) -0.0042(14) C10 0.0149(16) 0.0195(17) 0.0200(17) -0.0011(14) 0.0005(17) -0.0007(17) C11 0.0207(19) 0.022(2) 0.0211(19) -0.0030(17) 0.0090(15) 0.0066(18) C12 0.022(2) 0.025(2) 0.0107(17) 0.0031(15) 0.0010(14) -0.0045(17) C13 0.0191(19) 0.0158(17) 0.0135(16) -0.0018(13) 0.0028(14) -0.0061(15) C14 0.0200(19) 0.0192(19) 0.0153(18) 0.0010(14) 0.0001(15) -0.0046(16) C15 0.022(2) 0.036(2) 0.0222(19) 0.0023(16) -0.0047(19) -0.011(2) C16 0.031(2) 0.034(2) 0.022(2) -0.0042(18) -0.0027(18) -0.019(2) C17 0.038(3) 0.024(2) 0.024(2) -0.0060(17) 0.0035(19) -0.014(2) C18 0.026(2) 0.0157(19) 0.022(2) -0.0029(15) 0.0033(16) -0.0018(17) C19 0.0166(19) 0.0143(16) 0.0173(17) 0.0017(13) 0.0050(14) 0.0037(14) C20 0.018(2) 0.0182(19) 0.0190(19) 0.0037(15) 0.0035(15) 0.0012(15) C21 0.026(2) 0.018(2) 0.030(2) 0.0061(17) 0.0088(18) 0.0011(17) C22 0.035(2) 0.025(2) 0.0244(19) 0.0117(16) 0.002(2) 0.006(2) C23 0.033(3) 0.028(2) 0.022(2) 0.0066(18) -0.0031(18) 0.007(2) C24 0.022(2) 0.0193(19) 0.0183(19) 0.0024(15) 0.0004(15) 0.0026(16) C25 0.030(2) 0.022(2) 0.0142(18) -0.0001(15) -0.0009(16) -0.0067(18) C26 0.041(3) 0.030(2) 0.0111(16) -0.0053(14) 0.002(2) -0.001(2) C27 0.039(3) 0.024(2) 0.016(2) -0.0075(16) 0.0047(18) -0.005(2) C28 0.0133(17) 0.0152(17) 0.0172(18) -0.0021(13) 0.0024(14) -0.0027(14) C29 0.0179(19) 0.0147(18) 0.030(2) -0.0067(16) 0.0062(16) -0.0025(15) C30 0.017(2) 0.0140(17) 0.035(2) -0.0022(15) 0.0029(16) -0.0006(16) C31 0.0148(19) 0.0204(19) 0.026(2) 0.0001(16) -0.0055(15) -0.0011(15) C32 0.0113(17) 0.0172(18) 0.023(2) -0.0039(15) -0.0024(14) -0.0024(15) C33 0.0104(15) 0.0159(16) 0.0172(18) -0.0009(13) 0.0033(14) -0.0018(13) C34 0.0135(17) 0.0139(16) 0.0179(18) -0.0001(14) 0.0006(14) 0.0006(14) C35 0.021(2) 0.0208(19) 0.0188(19) -0.0001(15) 0.0020(15) -0.0033(17) C36 0.024(2) 0.0242(19) 0.0206(18) 0.0028(14) 0.0052(19) -0.006(2) C37 0.0189(19) 0.023(2) 0.025(2) 0.0043(16) 0.0034(16) -0.0058(16) C38 0.0194(18) 0.0144(15) 0.0251(19) 0.0010(15) -0.0026(17) -0.0036(13) C39 0.0150(15) 0.0152(15) 0.0175(18) 0.0048(15) 0.0021(16) 0.0014(13) C40 0.0181(19) 0.0185(18) 0.0161(18) -0.0038(14) -0.0065(15) -0.0012(15) C41 0.021(2) 0.023(2) 0.0146(18) -0.0047(15) -0.0029(15) 0.0035(17) C42 0.0131(17) 0.0190(17) 0.0168(16) -0.0008(13) 0.0003(15) 0.0025(16) C43 0.161(11) 0.083(6) 0.066(5) 0.019(5) -0.042(7) -0.008(7) N1 0.0193(15) 0.0139(14) 0.0166(14) -0.0001(11) 0.0039(15) -0.0015(15) N2 0.0213(17) 0.0158(16) 0.0162(16) -0.0056(12) 0.0040(13) -0.0021(13) N3 0.0147(15) 0.0142(15) 0.0156(15) -0.0013(12) -0.0009(12) -0.0007(13) N4 0.0143(15) 0.0112(13) 0.0129(14) 0.0001(11) -0.0001(11) -0.0008(12) F1 0.0344(16) 0.0146(11) 0.0247(12) -0.0031(9) 0.0024(11) -0.0015(11) F2 0.0289(14) 0.0186(12) 0.0272(14) 0.0047(10) 0.0023(11) -0.0038(11) F3 0.0333(17) 0.0246(14) 0.0546(19) -0.0030(12) 0.0167(15) 0.0014(13) F4 0.093(3) 0.0211(14) 0.0246(15) 0.0059(11) -0.0232(16) -0.0034(16) P1 0.0117(4) 0.0120(4) 0.0116(4) 0.0003(3) 0.0008(3) -0.0009(4) S1 0.0153(4) 0.0138(4) 0.0144(4) 0.0029(3) 0.0016(3) -0.0007(3) S2 0.0150(5) 0.0141(4) 0.0156(4) 0.0015(3) 0.0029(3) 0.0015(3) S3 0.0264(5) 0.0165(4) 0.0178(4) -0.0002(3) 0.0067(5) -0.0057(4) Cl1 0.1145(19) 0.0578(11) 0.0664(12) -0.0056(9) 0.0016(12) -0.0080(12) Cl2 0.193(3) 0.0601(11) 0.0683(12) 0.0019(11) -0.0506(17) -0.017(2) Ir1 0.01125(5) 0.01207(5) 0.01066(5) -0.00091(5) 0.00120(5) -0.00155(5) Cl3 0.0310(16) 0.0340(16) 0.074(3) -0.0068(19) 0.0098(17) 0.0045(13) Cl4 0.0309(17) 0.0389(14) 0.043(2) -0.0137(13) 0.0135(15) 0.0002(14) C44 0.036(6) 0.047(6) 0.029(6) 0.019(5) 0.024(5) 0.019(5) Cl3B 0.061(4) 0.073(5) 0.060(4) 0.008(3) 0.010(3) 0.019(4) C44B 0.09(2) 0.054(14) 0.074(17) 0.043(13) 0.067(17) 0.027(15) Cl4B 0.133(11) 0.085(7) 0.071(6) -0.012(5) 0.041(8) -0.017(9) Cl3C 0.142(16) 0.127(14) 0.152(17) 0.085(12) 0.093(13) 0.045(11) Cl4C 0.109(15) 0.35(3) 0.077(12) -0.079(15) 0.005(11) 0.107(17) C44C 0.06(2) 0.10(2) 0.07(3) 0.01(2) 0.021(19) 0.01(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.338(6) . ? C1 S1 1.739(4) . ? C1 H1 0.9500 . ? C2 C3 1.428(6) . ? C2 H2 0.9500 . ? C3 C4 1.369(5) . ? C3 H3 0.9500 . ? C4 C5 1.445(5) . ? C4 S1 1.742(4) . ? C5 C6 1.393(5) . ? C5 S2 1.730(4) . ? C6 C7 1.420(5) . ? C6 P1 1.810(4) . ? C7 C8 1.372(5) . ? C7 H7 0.9500 . ? C8 C9 1.454(5) . ? C8 S2 1.722(3) . ? C9 C10 1.369(5) . ? C9 S3 1.722(4) . ? C10 C11 1.419(6) . ? C10 H10 0.9500 . ? C11 C12 1.364(6) . ? C11 H11 0.9500 . ? C12 S3 1.719(4) . ? C12 H12 0.9500 . ? C13 C14 1.393(6) . ? C13 C18 1.401(6) . ? C13 P1 1.819(4) . ? C14 C15 1.393(6) . ? C14 H14 0.9500 . ? C15 C16 1.366(7) . ? C15 H15 0.9500 . ? C16 C17 1.392(7) . ? C16 H16 0.9500 . ? C17 C18 1.386(6) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.382(6) . ? C19 C24 1.390(6) . ? C19 P1 1.827(4) . ? C20 C21 1.395(6) . ? C20 H20 0.9500 . ? C21 C22 1.387(7) . ? C21 H21 0.9500 . ? C22 C23 1.374(7) . ? C22 H22 0.9500 . ? C23 C24 1.392(6) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 N1 1.333(5) . ? C25 C26 1.389(6) . ? C25 H25 0.9500 . ? C26 C27 1.379(7) . ? C26 H26 0.9500 . ? C27 N2 1.364(5) . ? C27 H27 0.9500 . ? C28 C29 1.380(6) . ? C28 C33 1.398(5) . ? C28 N2 1.413(5) . ? C29 C30 1.386(6) . ? C29 H29 0.9500 . ? C30 C31 1.383(6) . ? C30 H30 0.9500 . ? C31 C32 1.400(6) . ? C31 H31 0.9500 . ? C32 C33 1.400(5) . ? C32 H32 0.9500 . ? C33 Ir1 2.023(4) . ? C34 C39 1.393(5) . ? C34 C35 1.394(6) . ? C34 Ir1 2.059(4) . ? C35 C36 1.390(6) . ? C35 H35 0.9500 . ? C36 C37 1.386(6) . ? C36 H36 0.9500 . ? C37 C38 1.397(6) . ? C37 H37 0.9500 . ? C38 C39 1.385(5) . ? C38 H38 0.9500 . ? C39 N3 1.428(5) . ? C40 N3 1.359(5) . ? C40 C41 1.368(6) . ? C40 H40 0.9500 . ? C41 C42 1.401(6) . ? C41 H41 0.9500 . ? C42 N4 1.334(5) . ? C42 H42 0.9500 . ? C43 Cl1 1.708(9) . ? C43 Cl2 1.717(11) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? N1 N2 1.360(5) . ? N1 Ir1 2.028(3) . ? N3 N4 1.369(5) . ? N4 Ir1 2.045(3) . ? F1 B1 1.401(5) . ? F2 B1 1.377(5) . ? F3 B1 1.392(6) . ? F4 B1 1.389(5) . ? P1 Ir1 2.3746(10) . ? S1 Ir1 2.4402(10) . ? Cl3 C44 1.764(7) . ? Cl4 C44 1.765(7) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? Cl3B C44B 1.763(9) . ? C44B Cl4B 1.762(9) . ? C44B H44C 0.9900 . ? C44B H44D 0.9900 . ? Cl3C C44C 1.763(9) . ? Cl4C C44C 1.763(9) . ? C44C H44E 0.9900 . ? C44C H44F 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 S1 110.5(3) . . ? C2 C1 H1 124.8 . . ? S1 C1 H1 124.8 . . ? C1 C2 C3 114.3(4) . . ? C1 C2 H2 122.8 . . ? C3 C2 H2 122.8 . . ? C4 C3 C2 112.8(4) . . ? C4 C3 H3 123.6 . . ? C2 C3 H3 123.6 . . ? C3 C4 C5 128.3(4) . . ? C3 C4 S1 109.9(3) . . ? C5 C4 S1 121.8(3) . . ? C6 C5 C4 131.2(4) . . ? C6 C5 S2 110.7(3) . . ? C4 C5 S2 117.9(3) . . ? C5 C6 C7 111.8(3) . . ? C5 C6 P1 125.1(3) . . ? C7 C6 P1 122.8(3) . . ? C8 C7 C6 114.1(3) . . ? C8 C7 H7 122.9 . . ? C6 C7 H7 122.9 . . ? C7 C8 C9 129.3(3) . . ? C7 C8 S2 110.5(3) . . ? C9 C8 S2 120.2(3) . . ? C10 C9 C8 127.2(4) . . ? C10 C9 S3 111.3(3) . . ? C8 C9 S3 121.4(3) . . ? C9 C10 C11 111.8(4) . . ? C9 C10 H10 124.1 . . ? C11 C10 H10 124.1 . . ? C12 C11 C10 114.1(4) . . ? C12 C11 H11 123.0 . . ? C10 C11 H11 123.0 . . ? C11 C12 S3 110.4(3) . . ? C11 C12 H12 124.8 . . ? S3 C12 H12 124.8 . . ? C14 C13 C18 119.8(4) . . ? C14 C13 P1 121.1(3) . . ? C18 C13 P1 118.5(3) . . ? C13 C14 C15 119.2(4) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C16 C15 C14 121.0(5) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C17 120.3(4) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C18 C17 C16 119.8(4) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C13 119.9(4) . . ? C17 C18 H18 120.0 . . ? C13 C18 H18 120.0 . . ? C20 C19 C24 119.5(4) . . ? C20 C19 P1 122.8(3) . . ? C24 C19 P1 117.2(3) . . ? C19 C20 C21 120.1(4) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C22 C21 C20 119.8(4) . . ? C22 C21 H21 120.1 . . ? C20 C21 H21 120.1 . . ? C23 C22 C21 120.3(4) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C22 C23 C24 119.8(4) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? C19 C24 C23 120.4(4) . . ? C19 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? N1 C25 C26 109.7(4) . . ? N1 C25 H25 125.2 . . ? C26 C25 H25 125.2 . . ? C27 C26 C25 106.6(4) . . ? C27 C26 H26 126.7 . . ? C25 C26 H26 126.7 . . ? N2 C27 C26 106.6(4) . . ? N2 C27 H27 126.7 . . ? C26 C27 H27 126.7 . . ? C29 C28 C33 124.1(4) . . ? C29 C28 N2 121.5(4) . . ? C33 C28 N2 114.4(3) . . ? C28 C29 C30 118.4(4) . . ? C28 C29 H29 120.8 . . ? C30 C29 H29 120.8 . . ? C31 C30 C29 120.0(4) . . ? C31 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C30 C31 C32 120.6(4) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? C33 C32 C31 121.0(4) . . ? C33 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? C28 C33 C32 115.9(3) . . ? C28 C33 Ir1 114.5(3) . . ? C32 C33 Ir1 129.5(3) . . ? C39 C34 C35 115.9(4) . . ? C39 C34 Ir1 114.5(3) . . ? C35 C34 Ir1 129.6(3) . . ? C36 C35 C34 121.8(4) . . ? C36 C35 H35 119.1 . . ? C34 C35 H35 119.1 . . ? C37 C36 C35 120.1(4) . . ? C37 C36 H36 119.9 . . ? C35 C36 H36 119.9 . . ? C36 C37 C38 120.3(4) . . ? C36 C37 H37 119.8 . . ? C38 C37 H37 119.8 . . ? C39 C38 C37 117.5(4) . . ? C39 C38 H38 121.3 . . ? C37 C38 H38 121.3 . . ? C38 C39 C34 124.4(4) . . ? C38 C39 N3 121.2(4) . . ? C34 C39 N3 114.4(3) . . ? N3 C40 C41 107.3(4) . . ? N3 C40 H40 126.3 . . ? C41 C40 H40 126.3 . . ? C40 C41 C42 106.1(4) . . ? C40 C41 H41 127.0 . . ? C42 C41 H41 127.0 . . ? N4 C42 C41 110.1(4) . . ? N4 C42 H42 124.9 . . ? C41 C42 H42 124.9 . . ? Cl1 C43 Cl2 116.2(6) . . ? Cl1 C43 H43A 108.2 . . ? Cl2 C43 H43A 108.2 . . ? Cl1 C43 H43B 108.2 . . ? Cl2 C43 H43B 108.2 . . ? H43A C43 H43B 107.4 . . ? C25 N1 N2 107.1(3) . . ? C25 N1 Ir1 137.7(3) . . ? N2 N1 Ir1 114.7(2) . . ? N1 N2 C27 110.1(4) . . ? N1 N2 C28 116.4(3) . . ? C27 N2 C28 133.5(4) . . ? C40 N3 N4 110.3(3) . . ? C40 N3 C39 132.7(3) . . ? N4 N3 C39 117.0(3) . . ? C42 N4 N3 106.2(3) . . ? C42 N4 Ir1 139.2(3) . . ? N3 N4 Ir1 114.5(2) . . ? C6 P1 C13 105.41(18) . . ? C6 P1 C19 101.08(17) . . ? C13 P1 C19 105.22(18) . . ? C6 P1 Ir1 112.64(12) . . ? C13 P1 Ir1 110.10(13) . . ? C19 P1 Ir1 121.01(13) . . ? C1 S1 C4 92.31(19) . . ? C1 S1 Ir1 115.00(15) . . ? C4 S1 Ir1 105.25(13) . . ? C8 S2 C5 92.76(19) . . ? C12 S3 C9 92.4(2) . . ? C33 Ir1 N1 79.78(15) . . ? C33 Ir1 N4 96.28(14) . . ? N1 Ir1 N4 170.01(14) . . ? C33 Ir1 C34 87.81(15) . . ? N1 Ir1 C34 91.12(15) . . ? N4 Ir1 C34 79.51(14) . . ? C33 Ir1 P1 94.21(11) . . ? N1 Ir1 P1 91.36(10) . . ? N4 Ir1 P1 98.11(9) . . ? C34 Ir1 P1 177.05(11) . . ? C33 Ir1 S1 172.62(11) . . ? N1 Ir1 S1 92.99(10) . . ? N4 Ir1 S1 91.10(9) . . ? C34 Ir1 S1 93.87(11) . . ? P1 Ir1 S1 84.39(3) . . ? F2 B1 F4 109.9(4) . . ? F2 B1 F3 110.0(4) . . ? F4 B1 F3 109.3(4) . . ? F2 B1 F1 109.5(3) . . ? F4 B1 F1 108.9(3) . . ? F3 B1 F1 109.2(4) . . ? Cl3 C44 Cl4 111.4(6) . . ? Cl3 C44 H44A 109.3 . . ? Cl4 C44 H44A 109.3 . . ? Cl3 C44 H44B 109.3 . . ? Cl4 C44 H44B 109.3 . . ? H44A C44 H44B 108.0 . . ? Cl4B C44B Cl3B 112.3(8) . . ? Cl4B C44B H44C 109.1 . . ? Cl3B C44B H44C 109.1 . . ? Cl4B C44B H44D 109.1 . . ? Cl3B C44B H44D 109.1 . . ? H44C C44B H44D 107.9 . . ? Cl4C C44C Cl3C 112.1(9) . . ? Cl4C C44C H44E 109.2 . . ? Cl3C C44C H44E 109.2 . . ? Cl4C C44C H44F 109.2 . . ? Cl3C C44C H44F 109.2 . . ? H44E C44C H44F 107.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S1 C1 C2 C3 3.1(5) . . . . ? C1 C2 C3 C4 -0.9(6) . . . . ? C2 C3 C4 C5 176.6(4) . . . . ? C2 C3 C4 S1 -1.7(5) . . . . ? C3 C4 C5 C6 -157.5(4) . . . . ? S1 C4 C5 C6 20.6(6) . . . . ? C3 C4 C5 S2 18.4(6) . . . . ? S1 C4 C5 S2 -163.4(2) . . . . ? C4 C5 C6 C7 175.5(4) . . . . ? S2 C5 C6 C7 -0.7(4) . . . . ? C4 C5 C6 P1 1.2(6) . . . . ? S2 C5 C6 P1 -175.0(2) . . . . ? C5 C6 C7 C8 -0.1(5) . . . . ? P1 C6 C7 C8 174.3(3) . . . . ? C6 C7 C8 C9 -176.4(4) . . . . ? C6 C7 C8 S2 0.8(4) . . . . ? C7 C8 C9 C10 162.2(4) . . . . ? S2 C8 C9 C10 -14.8(6) . . . . ? C7 C8 C9 S3 -15.3(6) . . . . ? S2 C8 C9 S3 167.7(2) . . . . ? C8 C9 C10 C11 -179.1(4) . . . . ? S3 C9 C10 C11 -1.4(5) . . . . ? C9 C10 C11 C12 1.6(6) . . . . ? C10 C11 C12 S3 -1.0(5) . . . . ? C18 C13 C14 C15 0.7(6) . . . . ? P1 C13 C14 C15 171.7(3) . . . . ? C13 C14 C15 C16 0.3(6) . . . . ? C14 C15 C16 C17 -0.6(7) . . . . ? C15 C16 C17 C18 0.0(7) . . . . ? C16 C17 C18 C13 1.0(7) . . . . ? C14 C13 C18 C17 -1.3(6) . . . . ? P1 C13 C18 C17 -172.6(3) . . . . ? C24 C19 C20 C21 -0.4(6) . . . . ? P1 C19 C20 C21 -173.1(3) . . . . ? C19 C20 C21 C22 0.8(6) . . . . ? C20 C21 C22 C23 0.1(7) . . . . ? C21 C22 C23 C24 -1.5(7) . . . . ? C20 C19 C24 C23 -0.9(6) . . . . ? P1 C19 C24 C23 172.1(3) . . . . ? C22 C23 C24 C19 1.9(7) . . . . ? N1 C25 C26 C27 0.0(5) . . . . ? C25 C26 C27 N2 -0.2(5) . . . . ? C33 C28 C29 C30 0.0(6) . . . . ? N2 C28 C29 C30 -179.6(4) . . . . ? C28 C29 C30 C31 -1.8(6) . . . . ? C29 C30 C31 C32 0.8(6) . . . . ? C30 C31 C32 C33 2.0(6) . . . . ? C29 C28 C33 C32 2.6(6) . . . . ? N2 C28 C33 C32 -177.8(3) . . . . ? C29 C28 C33 Ir1 -177.2(3) . . . . ? N2 C28 C33 Ir1 2.5(4) . . . . ? C31 C32 C33 C28 -3.5(6) . . . . ? C31 C32 C33 Ir1 176.2(3) . . . . ? C39 C34 C35 C36 -0.5(6) . . . . ? Ir1 C34 C35 C36 178.7(3) . . . . ? C34 C35 C36 C37 0.4(7) . . . . ? C35 C36 C37 C38 -0.5(7) . . . . ? C36 C37 C38 C39 0.6(6) . . . . ? C37 C38 C39 C34 -0.7(6) . . . . ? C37 C38 C39 N3 178.3(4) . . . . ? C35 C34 C39 C38 0.6(6) . . . . ? Ir1 C34 C39 C38 -178.7(3) . . . . ? C35 C34 C39 N3 -178.4(3) . . . . ? Ir1 C34 C39 N3 2.3(4) . . . . ? N3 C40 C41 C42 0.0(5) . . . . ? C40 C41 C42 N4 -0.2(5) . . . . ? C26 C25 N1 N2 0.2(5) . . . . ? C26 C25 N1 Ir1 171.5(4) . . . . ? C25 N1 N2 C27 -0.4(5) . . . . ? Ir1 N1 N2 C27 -173.9(3) . . . . ? C25 N1 N2 C28 178.4(3) . . . . ? Ir1 N1 N2 C28 4.9(4) . . . . ? C26 C27 N2 N1 0.4(5) . . . . ? C26 C27 N2 C28 -178.1(4) . . . . ? C29 C28 N2 N1 174.9(4) . . . . ? C33 C28 N2 N1 -4.8(5) . . . . ? C29 C28 N2 C27 -6.7(7) . . . . ? C33 C28 N2 C27 173.6(4) . . . . ? C41 C40 N3 N4 0.1(5) . . . . ? C41 C40 N3 C39 179.9(4) . . . . ? C38 C39 N3 C40 1.1(6) . . . . ? C34 C39 N3 C40 -179.8(4) . . . . ? C38 C39 N3 N4 -179.1(3) . . . . ? C34 C39 N3 N4 -0.1(5) . . . . ? C41 C42 N4 N3 0.3(4) . . . . ? C41 C42 N4 Ir1 -176.8(3) . . . . ? C40 N3 N4 C42 -0.3(4) . . . . ? C39 N3 N4 C42 179.9(3) . . . . ? C40 N3 N4 Ir1 177.6(3) . . . . ? C39 N3 N4 Ir1 -2.2(4) . . . . ? C5 C6 P1 C13 -96.6(4) . . . . ? C7 C6 P1 C13 89.8(3) . . . . ? C5 C6 P1 C19 154.1(3) . . . . ? C7 C6 P1 C19 -19.6(4) . . . . ? C5 C6 P1 Ir1 23.5(4) . . . . ? C7 C6 P1 Ir1 -150.2(3) . . . . ? C14 C13 P1 C6 28.0(4) . . . . ? C18 C13 P1 C6 -161.0(3) . . . . ? C14 C13 P1 C19 134.3(3) . . . . ? C18 C13 P1 C19 -54.6(4) . . . . ? C14 C13 P1 Ir1 -93.8(3) . . . . ? C18 C13 P1 Ir1 77.3(3) . . . . ? C20 C19 P1 C6 92.3(3) . . . . ? C24 C19 P1 C6 -80.6(3) . . . . ? C20 C19 P1 C13 -17.2(4) . . . . ? C24 C19 P1 C13 169.9(3) . . . . ? C20 C19 P1 Ir1 -142.6(3) . . . . ? C24 C19 P1 Ir1 44.6(4) . . . . ? C2 C1 S1 C4 -3.5(3) . . . . ? C2 C1 S1 Ir1 -111.5(3) . . . . ? C3 C4 S1 C1 3.0(3) . . . . ? C5 C4 S1 C1 -175.5(3) . . . . ? C3 C4 S1 Ir1 119.7(3) . . . . ? C5 C4 S1 Ir1 -58.8(3) . . . . ? C7 C8 S2 C5 -1.0(3) . . . . ? C9 C8 S2 C5 176.5(3) . . . . ? C6 C5 S2 C8 1.0(3) . . . . ? C4 C5 S2 C8 -175.7(3) . . . . ? C11 C12 S3 C9 0.2(4) . . . . ? C10 C9 S3 C12 0.7(3) . . . . ? C8 C9 S3 C12 178.6(3) . . . . ? C28 C33 Ir1 N1 0.0(3) . . . . ? C32 C33 Ir1 N1 -179.7(4) . . . . ? C28 C33 Ir1 N4 -170.7(3) . . . . ? C32 C33 Ir1 N4 9.6(4) . . . . ? C28 C33 Ir1 C34 -91.5(3) . . . . ? C32 C33 Ir1 C34 88.8(4) . . . . ? C28 C33 Ir1 P1 90.7(3) . . . . ? C32 C33 Ir1 P1 -89.0(4) . . . . ? C28 C33 Ir1 S1 11.9(10) . . . . ? C32 C33 Ir1 S1 -167.8(6) . . . . ? C25 N1 Ir1 C33 -173.5(5) . . . . ? N2 N1 Ir1 C33 -2.7(3) . . . . ? C25 N1 Ir1 N4 -106.0(9) . . . . ? N2 N1 Ir1 N4 64.8(8) . . . . ? C25 N1 Ir1 C34 -85.9(5) . . . . ? N2 N1 Ir1 C34 84.9(3) . . . . ? C25 N1 Ir1 P1 92.5(4) . . . . ? N2 N1 Ir1 P1 -96.7(3) . . . . ? C25 N1 Ir1 S1 8.0(4) . . . . ? N2 N1 Ir1 S1 178.9(3) . . . . ? C42 N4 Ir1 C33 -93.9(4) . . . . ? N3 N4 Ir1 C33 89.2(3) . . . . ? C42 N4 Ir1 N1 -160.0(6) . . . . ? N3 N4 Ir1 N1 23.0(9) . . . . ? C42 N4 Ir1 C34 179.5(4) . . . . ? N3 N4 Ir1 C34 2.6(3) . . . . ? C42 N4 Ir1 P1 1.3(4) . . . . ? N3 N4 Ir1 P1 -175.6(2) . . . . ? C42 N4 Ir1 S1 85.8(4) . . . . ? N3 N4 Ir1 S1 -91.1(2) . . . . ? C39 C34 Ir1 C33 -99.4(3) . . . . ? C35 C34 Ir1 C33 81.4(4) . . . . ? C39 C34 Ir1 N1 -179.2(3) . . . . ? C35 C34 Ir1 N1 1.7(4) . . . . ? C39 C34 Ir1 N4 -2.6(3) . . . . ? C35 C34 Ir1 N4 178.2(4) . . . . ? C39 C34 Ir1 P1 34(2) . . . . ? C35 C34 Ir1 P1 -145(2) . . . . ? C39 C34 Ir1 S1 87.8(3) . . . . ? C35 C34 Ir1 S1 -91.4(4) . . . . ? C6 P1 Ir1 C33 140.60(17) . . . . ? C13 P1 Ir1 C33 -102.07(18) . . . . ? C19 P1 Ir1 C33 21.02(19) . . . . ? C6 P1 Ir1 N1 -139.55(16) . . . . ? C13 P1 Ir1 N1 -22.22(17) . . . . ? C19 P1 Ir1 N1 100.88(18) . . . . ? C6 P1 Ir1 N4 43.64(16) . . . . ? C13 P1 Ir1 N4 160.96(17) . . . . ? C19 P1 Ir1 N4 -75.94(18) . . . . ? C6 P1 Ir1 C34 7(2) . . . . ? C13 P1 Ir1 C34 125(2) . . . . ? C19 P1 Ir1 C34 -112(2) . . . . ? C6 P1 Ir1 S1 -46.68(13) . . . . ? C13 P1 Ir1 S1 70.65(14) . . . . ? C19 P1 Ir1 S1 -166.26(15) . . . . ? C1 S1 Ir1 C33 -120.0(8) . . . . ? C4 S1 Ir1 C33 140.0(8) . . . . ? C1 S1 Ir1 N1 -108.34(19) . . . . ? C4 S1 Ir1 N1 151.68(17) . . . . ? C1 S1 Ir1 N4 62.54(18) . . . . ? C4 S1 Ir1 N4 -37.43(17) . . . . ? C1 S1 Ir1 C34 -17.02(19) . . . . ? C4 S1 Ir1 C34 -116.99(18) . . . . ? C1 S1 Ir1 P1 160.58(16) . . . . ? C4 S1 Ir1 P1 60.61(14) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.228 _refine_diff_density_min -1.672 _refine_diff_density_rms 0.123 _database_code_depnum_ccdc_archive 'CCDC 940003' ####################################################################### # # 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_mw139 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C47 H35 Cl3 Ir N2 P S3' _chemical_formula_weight 1053.47 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' 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' Cl Cl 0.1484 0.1585 '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 monoclinic _symmetry_space_group_name_H-M 'P n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 11.4198(10) _cell_length_b 11.2035(10) _cell_length_c 16.8429(13) _cell_angle_alpha 90.00 _cell_angle_beta 106.532(2) _cell_angle_gamma 90.00 _cell_volume 2065.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 90.0(1) _cell_measurement_reflns_used 9926 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 29.99 _exptl_crystal_description irregular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.694 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 3.654 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.754 _exptl_absorpt_correction_T_max 0.864 _exptl_absorpt_process_details 'SADABS (Bruker, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90.0(1) _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 APEX DUO' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 51050 _diffrn_reflns_av_R_equivalents 0.0619 _diffrn_reflns_av_sigmaI/netI 0.0686 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 30.10 _reflns_number_total 11558 _reflns_number_gt 10373 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_cell_refinement ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_data_reduction ? _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Two thiophene rings are disordered, each in two orientations. The following constraints were applied to maintain reasonable geometries and displacement parameters. EXYZ C4 C4B EADP C4 C4B EXYZ C9 C9B EADP C9 C9B ISOR SIMU ; _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^)+(0.0000P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.003(3) _refine_ls_number_reflns 11558 _refine_ls_number_parameters 543 _refine_ls_number_restraints 909 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0281 _refine_ls_wR_factor_ref 0.0515 _refine_ls_wR_factor_gt 0.0489 _refine_ls_goodness_of_fit_ref 0.874 _refine_ls_restrained_S_all 0.842 _refine_ls_shift/su_max 0.029 _refine_ls_shift/su_mean 0.011 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 S2 S 0.77190(7) 0.33222(8) 0.27484(5) 0.01477(17) Uani 1 1 d DU A . C5 C 0.6259(3) 0.3595(3) 0.2121(2) 0.0133(7) Uani 1 1 d DU . . C6 C 0.5380(3) 0.3166(3) 0.2462(2) 0.0133(6) Uiso 1 1 d DU B . C7 C 0.5922(3) 0.2600(3) 0.3241(2) 0.0134(7) Uani 1 1 d DU . . H7 H 0.5456 0.2244 0.3564 0.016 Uiso 1 1 calc R B . C8 C 0.7162(3) 0.2617(3) 0.3479(2) 0.0130(7) Uani 1 1 d DU A . C13 C 0.3588(3) 0.4977(3) 0.2283(2) 0.0130(7) Uani 1 1 d U B . C14 C 0.4560(3) 0.5606(3) 0.2835(2) 0.0159(7) Uani 1 1 d U . . H14 H 0.5321 0.5219 0.3069 0.019 Uiso 1 1 calc R . . C15 C 0.4403(3) 0.6783(3) 0.3032(2) 0.0208(8) Uani 1 1 d U . . H15 H 0.5061 0.7200 0.3401 0.025 Uiso 1 1 calc R . . C16 C 0.3295(4) 0.7362(3) 0.2698(2) 0.0229(8) Uani 1 1 d U . . H16 H 0.3188 0.8164 0.2846 0.027 Uiso 1 1 calc R . . C17 C 0.2351(3) 0.6757(3) 0.2150(2) 0.0216(8) Uani 1 1 d U . . H17 H 0.1602 0.7158 0.1904 0.026 Uiso 1 1 calc R . . C18 C 0.2482(3) 0.5570(3) 0.1955(2) 0.0156(7) Uani 1 1 d U . . H18 H 0.1812 0.5159 0.1594 0.019 Uiso 1 1 calc R . . C19 C 0.3485(3) 0.3310(3) 0.0931(2) 0.0141(7) Uani 1 1 d U B . C20 C 0.3084(3) 0.4268(3) 0.0388(2) 0.0175(7) Uani 1 1 d U . . H20 H 0.2925 0.5020 0.0596 0.021 Uiso 1 1 calc R . . C21 C 0.2916(4) 0.4114(4) -0.0458(2) 0.0253(8) Uani 1 1 d U . . H21 H 0.2665 0.4771 -0.0824 0.030 Uiso 1 1 calc R . . C22 C 0.3113(4) 0.3016(4) -0.0768(2) 0.0270(9) Uani 1 1 d U . . H22 H 0.2976 0.2912 -0.1347 0.032 Uiso 1 1 calc R . . C23 C 0.3510(4) 0.2069(4) -0.0235(2) 0.0255(8) Uani 1 1 d U . . H23 H 0.3654 0.1317 -0.0451 0.031 Uiso 1 1 calc R . . C24 C 0.3702(3) 0.2202(3) 0.0611(2) 0.0180(7) Uani 1 1 d U . . H24 H 0.3979 0.1545 0.0972 0.022 Uiso 1 1 calc R . . C25 C 0.3840(3) 0.3201(3) 0.4141(2) 0.0168(7) Uani 1 1 d U . . H25 H 0.4010 0.3815 0.3801 0.020 Uiso 1 1 calc R . . C26 C 0.4318(3) 0.3303(3) 0.4989(2) 0.0175(7) Uani 1 1 d U . . H26 H 0.4812 0.3967 0.5226 0.021 Uiso 1 1 calc R . . C27 C 0.4059(3) 0.2414(4) 0.5487(2) 0.0225(8) Uani 1 1 d U . . H27 H 0.4388 0.2447 0.6072 0.027 Uiso 1 1 calc R . . C28 C 0.3316(3) 0.1483(3) 0.5118(2) 0.0187(7) Uani 1 1 d U . . H28 H 0.3122 0.0878 0.5454 0.022 Uiso 1 1 calc R . . C29 C 0.2843(3) 0.1411(3) 0.4260(2) 0.0144(7) Uani 1 1 d U . . C30 C 0.1993(3) 0.0516(3) 0.3807(2) 0.0127(6) Uani 1 1 d U . . C31 C 0.1628(3) -0.0467(3) 0.4190(2) 0.0187(7) Uani 1 1 d U . . H31 H 0.1968 -0.0590 0.4768 0.022 Uiso 1 1 calc R . . C32 C 0.0770(3) -0.1264(3) 0.3729(2) 0.0206(8) Uani 1 1 d U . . H32 H 0.0539 -0.1944 0.3986 0.025 Uiso 1 1 calc R . . C33 C 0.0253(3) -0.1059(3) 0.2892(2) 0.0193(7) Uani 1 1 d U . . H33 H -0.0359 -0.1584 0.2580 0.023 Uiso 1 1 calc R . . C34 C 0.0621(3) -0.0089(4) 0.2501(2) 0.0180(8) Uani 1 1 d U . . H34 H 0.0261 0.0034 0.1924 0.022 Uiso 1 1 calc R . . C35 C 0.1520(3) 0.0708(3) 0.2949(2) 0.0130(7) Uani 1 1 d U . . C36 C 0.1631(3) 0.0670(3) 0.0880(2) 0.0190(7) Uani 1 1 d U . . H36 H 0.2308 0.0162 0.1111 0.023 Uiso 1 1 calc R . . C37 C 0.0876(3) 0.0420(4) 0.0098(2) 0.0222(8) Uani 1 1 d U . . H37 H 0.1032 -0.0253 -0.0200 0.027 Uiso 1 1 calc R . . C38 C -0.0102(3) 0.1153(3) -0.0245(2) 0.0236(8) Uani 1 1 d U . . H38 H -0.0621 0.0996 -0.0785 0.028 Uiso 1 1 calc R . . C39 C -0.0327(3) 0.2120(3) 0.0201(2) 0.0218(8) Uani 1 1 d U . . H39 H -0.1003 0.2630 -0.0030 0.026 Uiso 1 1 calc R . . C40 C 0.0452(3) 0.2343(3) 0.1001(2) 0.0183(7) Uani 1 1 d U . . C41 C 0.0298(3) 0.3280(3) 0.1554(2) 0.0170(7) Uani 1 1 d U . . C42 C -0.0580(3) 0.4186(3) 0.1329(2) 0.0204(8) Uani 1 1 d U . . H42 H -0.1119 0.4202 0.0783 0.024 Uiso 1 1 calc R . . C43 C -0.0673(3) 0.5051(3) 0.1888(2) 0.0215(8) Uani 1 1 d U . . H43 H -0.1251 0.5679 0.1725 0.026 Uiso 1 1 calc R . . C44 C 0.0092(3) 0.4995(3) 0.2694(2) 0.0203(8) Uani 1 1 d U . . H44 H 0.0014 0.5572 0.3089 0.024 Uiso 1 1 calc R . . C45 C 0.0971(3) 0.4103(3) 0.2929(2) 0.0168(7) Uani 1 1 d U . . H45 H 0.1479 0.4079 0.3484 0.020 Uiso 1 1 calc R . . C46 C 0.1122(3) 0.3236(3) 0.2362(2) 0.0140(7) Uani 1 1 d U . . C47 C -0.2941(4) -0.0071(4) 0.2392(2) 0.0285(9) Uani 1 1 d U . . H47A H -0.3680 0.0239 0.2517 0.034 Uiso 1 1 calc R . . H47B H -0.2235 0.0059 0.2885 0.034 Uiso 1 1 calc R . . N1 N 0.3141(3) 0.2271(3) 0.37704(18) 0.0138(6) Uani 1 1 d U . . N2 N 0.1438(3) 0.1615(3) 0.13247(17) 0.0138(6) Uani 1 1 d U . . P1 P 0.37351(8) 0.33921(8) 0.20514(5) 0.01137(17) Uani 1 1 d U . . S3 S 0.76984(10) 0.23011(12) 0.51678(7) 0.0185(3) Uani 0.911(4) 1 d PDU A 1 C9 C 0.8015(3) 0.2139(3) 0.4229(2) 0.0136(6) Uiso 0.911(4) 1 d PDU A 1 C10 C 0.9108(5) 0.1556(5) 0.4342(3) 0.0201(11) Uani 0.911(4) 1 d PDU A 1 H10 H 0.9458 0.1397 0.3904 0.024 Uiso 0.911(4) 1 calc PR A 1 C11 C 0.9662(10) 0.1215(17) 0.5168(4) 0.0226(15) Uani 0.911(4) 1 d PDU A 1 H11 H 1.0408 0.0785 0.5342 0.027 Uiso 0.911(4) 1 calc PR A 1 C12 C 0.9015(6) 0.1567(9) 0.5690(3) 0.0207(13) Uani 0.911(4) 1 d PDU A 1 H12 H 0.9259 0.1426 0.6270 0.025 Uiso 0.911(4) 1 calc PR A 1 Cl1 Cl 0.40089(8) 0.04238(8) 0.25796(5) 0.01508(17) Uani 1 1 d U . . Cl2 Cl -0.27086(11) 0.07134(9) 0.15479(6) 0.0372(3) Uani 1 1 d U . . Cl3 Cl -0.31154(10) -0.16147(10) 0.21801(7) 0.0359(3) Uani 1 1 d U . . Ir1 Ir 0.244124(10) 0.200268(10) 0.251317(9) 0.01075(3) Uani 1 1 d U B . S1 S 0.58360(12) 0.57351(12) 0.12124(7) 0.0199(3) Uani 0.888(4) 1 d PDU B 1 C1 C 0.5991(12) 0.5721(5) 0.0232(4) 0.0248(14) Uani 0.888(4) 1 d PDU B 1 H1 H 0.5891 0.6406 -0.0114 0.030 Uiso 0.888(4) 1 calc PR B 1 C2 C 0.6272(9) 0.4624(6) 0.0003(3) 0.0236(16) Uani 0.888(4) 1 d PDU B 1 H2 H 0.6407 0.4448 -0.0516 0.028 Uiso 0.888(4) 1 calc PR B 1 C3 C 0.6339(10) 0.3781(6) 0.0630(5) 0.0186(15) Uani 0.888(4) 1 d PDU B 1 H3 H 0.6509 0.2961 0.0569 0.022 Uiso 0.888(4) 1 calc PR B 1 C4 C 0.6143(3) 0.4222(3) 0.1328(2) 0.0153(7) Uani 0.888(4) 1 d PDU B 1 S1B S 0.640(2) 0.3433(14) 0.0521(10) 0.020(4) Uani 0.112(4) 1 d PDU B 2 C1B C 0.609(8) 0.467(3) -0.010(2) 0.020(10) Uiso 0.112(4) 1 d PDU B 2 H1B H 0.6049 0.4669 -0.0673 0.024 Uiso 0.112(4) 1 calc PR B 2 C2B C 0.592(12) 0.566(3) 0.033(3) 0.030(10) Uiso 0.112(4) 1 d PDU B 2 H2B H 0.5758 0.6436 0.0090 0.036 Uiso 0.112(4) 1 calc PR B 2 C3B C 0.602(5) 0.5406(14) 0.117(2) 0.021(9) Uiso 0.112(4) 1 d PDU B 2 H3B H 0.6009 0.5995 0.1569 0.026 Uiso 0.112(4) 1 calc PR B 2 C4B C 0.6143(3) 0.4222(3) 0.1328(2) 0.0153(7) Uani 0.112(4) 1 d PDU B 2 S3B S 0.9292(12) 0.1412(14) 0.4190(10) 0.013(3) Uiso 0.089(4) 1 d PDU A 2 C9B C 0.8015(3) 0.2139(3) 0.4229(2) 0.0136(6) Uiso 0.089(4) 1 d PDU A 2 C10B C 0.787(4) 0.213(6) 0.5009(15) 0.032(11) Uiso 0.089(4) 1 d PDU A 2 H10B H 0.7193 0.2475 0.5149 0.038 Uiso 0.089(4) 1 calc PR A 2 C11B C 0.885(7) 0.154(11) 0.558(2) 0.023(11) Uiso 0.089(4) 1 d PDU A 2 H11B H 0.8870 0.1379 0.6137 0.028 Uiso 0.089(4) 1 calc PR A 2 C12B C 0.977(8) 0.123(15) 0.525(2) 0.011(10) Uiso 0.089(4) 1 d PDU A 2 H12B H 1.0557 0.0961 0.5561 0.013 Uiso 0.089(4) 1 calc PR 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 S2 0.0115(4) 0.0173(4) 0.0144(4) 0.0022(3) 0.0017(3) -0.0014(3) C5 0.0107(16) 0.0143(17) 0.0139(16) 0.0002(13) 0.0018(13) 0.0012(13) C7 0.0142(16) 0.0104(15) 0.0164(16) 0.0016(13) 0.0056(13) -0.0004(13) C8 0.0162(16) 0.0098(15) 0.0119(16) 0.0012(12) 0.0019(13) -0.0036(13) C13 0.0166(16) 0.0090(16) 0.0139(16) 0.0014(12) 0.0053(13) -0.0018(13) C14 0.0134(16) 0.0188(18) 0.0143(17) -0.0016(13) 0.0021(13) -0.0024(14) C15 0.0220(18) 0.020(2) 0.0192(18) -0.0053(14) 0.0047(15) -0.0091(15) C16 0.029(2) 0.0166(19) 0.024(2) -0.0009(15) 0.0095(17) -0.0019(15) C17 0.0212(18) 0.020(2) 0.0250(19) 0.0052(14) 0.0086(16) 0.0012(14) C18 0.0131(16) 0.0129(17) 0.0208(17) -0.0008(13) 0.0050(13) -0.0053(13) C19 0.0120(15) 0.0159(17) 0.0129(16) -0.0008(12) 0.0012(13) -0.0034(12) C20 0.0153(17) 0.0199(19) 0.0164(17) 0.0009(14) 0.0031(13) -0.0004(14) C21 0.028(2) 0.031(2) 0.0154(18) 0.0074(16) 0.0031(15) -0.0004(17) C22 0.033(2) 0.036(2) 0.0127(17) -0.0060(17) 0.0071(15) -0.0104(19) C23 0.032(2) 0.024(2) 0.025(2) -0.0100(17) 0.0137(16) -0.0102(18) C24 0.0201(17) 0.0176(19) 0.0171(17) -0.0016(13) 0.0063(14) -0.0056(14) C25 0.0151(16) 0.0178(19) 0.0169(17) 0.0009(13) 0.0033(13) -0.0003(13) C26 0.0201(18) 0.0160(18) 0.0145(17) -0.0041(13) 0.0018(14) 0.0014(14) C27 0.025(2) 0.030(2) 0.0110(17) -0.0012(15) 0.0012(14) 0.0021(16) C28 0.0209(18) 0.0200(18) 0.0153(17) 0.0040(14) 0.0056(14) 0.0029(15) C29 0.0132(16) 0.0151(17) 0.0152(17) 0.0005(13) 0.0046(13) 0.0035(13) C30 0.0136(15) 0.0123(16) 0.0131(16) -0.0004(12) 0.0053(13) 0.0013(13) C31 0.0189(18) 0.0211(19) 0.0166(17) 0.0025(14) 0.0060(14) -0.0002(15) C32 0.0239(19) 0.0164(18) 0.025(2) 0.0033(15) 0.0130(16) -0.0026(15) C33 0.0176(17) 0.0202(19) 0.0213(18) -0.0005(15) 0.0074(14) -0.0033(15) C34 0.0173(18) 0.024(2) 0.0136(17) -0.0027(16) 0.0054(14) -0.0030(16) C35 0.0123(16) 0.0107(16) 0.0168(17) 0.0007(13) 0.0054(14) -0.0006(13) C36 0.0236(19) 0.0171(18) 0.0132(16) -0.0007(14) 0.0004(14) -0.0060(15) C37 0.0243(19) 0.026(2) 0.0164(18) -0.0040(15) 0.0052(15) -0.0108(16) C38 0.026(2) 0.027(2) 0.0131(17) -0.0008(15) -0.0026(14) -0.0133(17) C39 0.0177(17) 0.027(2) 0.0156(17) 0.0069(15) -0.0036(13) -0.0066(16) C40 0.0154(17) 0.0210(19) 0.0162(17) 0.0055(14) 0.0009(14) -0.0074(14) C41 0.0122(16) 0.0224(19) 0.0157(17) 0.0064(13) 0.0030(13) -0.0050(13) C42 0.0116(16) 0.024(2) 0.0219(18) 0.0084(15) -0.0012(14) -0.0018(14) C43 0.0159(17) 0.0190(19) 0.030(2) 0.0099(15) 0.0071(15) 0.0041(14) C44 0.0192(18) 0.0139(17) 0.029(2) 0.0020(15) 0.0094(16) -0.0027(14) C45 0.0149(17) 0.0181(19) 0.0174(17) 0.0049(15) 0.0048(13) 0.0009(14) C46 0.0114(15) 0.0162(18) 0.0144(17) 0.0031(13) 0.0035(12) -0.0019(12) C47 0.028(2) 0.034(2) 0.023(2) -0.0066(17) 0.0059(18) -0.0022(17) N1 0.0146(14) 0.0148(15) 0.0125(14) -0.0005(11) 0.0049(11) 0.0020(12) N2 0.0143(14) 0.0157(15) 0.0118(14) 0.0009(12) 0.0042(11) -0.0043(12) P1 0.0108(4) 0.0113(4) 0.0107(4) 0.0009(3) 0.0010(3) -0.0009(3) S3 0.0168(5) 0.0243(6) 0.0133(5) 0.0012(4) 0.0025(4) 0.0024(4) C10 0.022(3) 0.021(3) 0.015(3) -0.0043(19) 0.002(2) 0.0027(19) C11 0.017(3) 0.024(4) 0.021(2) 0.000(3) -0.003(2) 0.0044(18) C12 0.017(3) 0.024(2) 0.016(2) 0.003(2) -0.0050(18) -0.001(2) Cl1 0.0150(4) 0.0128(4) 0.0170(4) 0.0000(3) 0.0040(3) -0.0002(3) Cl2 0.0602(8) 0.0229(5) 0.0256(5) -0.0034(4) 0.0076(5) 0.0018(5) Cl3 0.0303(5) 0.0341(6) 0.0323(6) 0.0093(4) -0.0087(4) -0.0081(4) Ir1 0.00992(5) 0.01194(5) 0.00935(5) 0.00037(8) 0.00106(3) -0.00118(8) S1 0.0213(6) 0.0154(7) 0.0222(6) 0.0053(4) 0.0052(4) 0.0001(5) C1 0.021(3) 0.028(3) 0.025(3) 0.0138(19) 0.006(2) -0.004(2) C2 0.020(4) 0.033(3) 0.015(2) 0.0087(19) 0.001(2) -0.005(2) C3 0.016(2) 0.015(4) 0.026(3) 0.002(3) 0.009(2) 0.006(3) C4 0.0107(15) 0.0193(18) 0.0164(16) 0.0031(14) 0.0043(13) -0.0016(13) S1B 0.026(6) 0.026(9) 0.012(5) 0.004(5) 0.011(4) 0.002(6) C4B 0.0107(15) 0.0193(18) 0.0164(16) 0.0031(14) 0.0043(13) -0.0016(13) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 S2 C5 1.728(3) . ? S2 C8 1.729(3) . ? C5 C6 1.378(4) . ? C5 C4 1.482(4) . ? C6 C7 1.430(4) . ? C6 P1 1.825(3) . ? C7 C8 1.358(4) . ? C7 H7 0.9500 . ? C8 C9 1.459(4) . ? C13 C18 1.395(5) . ? C13 C14 1.416(5) . ? C13 P1 1.836(3) . ? C14 C15 1.384(5) . ? C14 H14 0.9500 . ? C15 C16 1.391(5) . ? C15 H15 0.9500 . ? C16 C17 1.382(5) . ? C16 H16 0.9500 . ? C17 C18 1.387(5) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.400(5) . ? C19 C24 1.403(5) . ? C19 P1 1.829(3) . ? C20 C21 1.394(5) . ? C20 H20 0.9500 . ? C21 C22 1.379(6) . ? C21 H21 0.9500 . ? C22 C23 1.380(6) . ? C22 H22 0.9500 . ? C23 C24 1.386(5) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 N1 1.352(4) . ? C25 C26 1.382(5) . ? C25 H25 0.9500 . ? C26 C27 1.387(5) . ? C26 H26 0.9500 . ? C27 C28 1.376(5) . ? C27 H27 0.9500 . ? C28 C29 1.393(5) . ? C28 H28 0.9500 . ? C29 N1 1.373(4) . ? C29 C30 1.452(5) . ? C30 C31 1.398(5) . ? C30 C35 1.408(4) . ? C31 C32 1.388(5) . ? C31 H31 0.9500 . ? C32 C33 1.384(5) . ? C32 H32 0.9500 . ? C33 C34 1.396(5) . ? C33 H33 0.9500 . ? C34 C35 1.407(5) . ? C34 H34 0.9500 . ? C35 Ir1 2.047(3) . ? C36 N2 1.351(5) . ? C36 C37 1.382(5) . ? C36 H36 0.9500 . ? C37 C38 1.374(5) . ? C37 H37 0.9500 . ? C38 C39 1.384(5) . ? C38 H38 0.9500 . ? C39 C40 1.409(5) . ? C39 H39 0.9500 . ? C40 N2 1.372(5) . ? C40 C41 1.448(5) . ? C41 C42 1.400(5) . ? C41 C46 1.419(5) . ? C42 C43 1.376(5) . ? C42 H42 0.9500 . ? C43 C44 1.392(5) . ? C43 H43 0.9500 . ? C44 C45 1.391(5) . ? C44 H44 0.9500 . ? C45 C46 1.406(5) . ? C45 H45 0.9500 . ? C46 Ir1 2.007(3) . ? C47 Cl2 1.754(4) . ? C47 Cl3 1.766(4) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? N1 Ir1 2.062(3) . ? N2 Ir1 2.050(3) . ? P1 Ir1 2.4218(9) . ? S3 C12 1.720(5) . ? S3 C9 1.729(3) . ? C9 C10 1.374(6) . ? C10 C11 1.407(6) . ? C10 H10 0.9500 . ? C11 C12 1.358(6) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? Cl1 Ir1 2.4965(9) . ? S1 C1 1.711(5) . ? S1 C4 1.730(4) . ? C1 C2 1.354(6) . ? C1 H1 0.9500 . ? C2 C3 1.403(8) . ? C2 H2 0.9500 . ? C3 C4 1.351(7) . ? C3 H3 0.9500 . ? S1B C1B 1.713(15) . ? C1B C2B 1.371(15) . ? C1B H1B 0.9500 . ? C2B C3B 1.412(15) . ? C2B H2B 0.9500 . ? C3B H3B 0.9500 . ? S3B C12B 1.727(19) . ? C10B C11B 1.417(15) . ? C10B H10B 0.9500 . ? C11B C12B 1.36(2) . ? C11B H11B 0.9500 . ? C12B H12B 0.9500 . ? 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 C5 S2 C8 91.72(16) . . ? C6 C5 C4 130.8(3) . . ? C6 C5 S2 112.0(2) . . ? C4 C5 S2 117.3(2) . . ? C5 C6 C7 111.1(3) . . ? C5 C6 P1 125.9(2) . . ? C7 C6 P1 122.7(2) . . ? C8 C7 C6 114.0(3) . . ? C8 C7 H7 123.0 . . ? C6 C7 H7 123.0 . . ? C7 C8 C9 129.3(3) . . ? C7 C8 S2 111.1(2) . . ? C9 C8 S2 119.6(2) . . ? C18 C13 C14 118.4(3) . . ? C18 C13 P1 120.3(3) . . ? C14 C13 P1 121.2(3) . . ? C15 C14 C13 120.1(3) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 120.8(3) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C17 C16 C15 119.3(4) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C16 C17 C18 120.8(4) . . ? C16 C17 H17 119.6 . . ? C18 C17 H17 119.6 . . ? C17 C18 C13 120.6(3) . . ? C17 C18 H18 119.7 . . ? C13 C18 H18 119.7 . . ? C20 C19 C24 119.2(3) . . ? C20 C19 P1 124.1(3) . . ? C24 C19 P1 116.6(3) . . ? C21 C20 C19 119.8(3) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C22 C21 C20 120.5(4) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C21 C22 C23 119.9(3) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C22 C23 C24 120.8(4) . . ? C22 C23 H23 119.6 . . ? C24 C23 H23 119.6 . . ? C23 C24 C19 119.8(3) . . ? C23 C24 H24 120.1 . . ? C19 C24 H24 120.1 . . ? N1 C25 C26 123.3(3) . . ? N1 C25 H25 118.4 . . ? C26 C25 H25 118.4 . . ? C25 C26 C27 118.4(3) . . ? C25 C26 H26 120.8 . . ? C27 C26 H26 120.8 . . ? C28 C27 C26 118.7(3) . . ? C28 C27 H27 120.6 . . ? C26 C27 H27 120.6 . . ? C27 C28 C29 121.3(3) . . ? C27 C28 H28 119.3 . . ? C29 C28 H28 119.3 . . ? N1 C29 C28 119.5(3) . . ? N1 C29 C30 114.3(3) . . ? C28 C29 C30 126.1(3) . . ? C31 C30 C35 121.1(3) . . ? C31 C30 C29 123.0(3) . . ? C35 C30 C29 116.0(3) . . ? C32 C31 C30 120.3(3) . . ? C32 C31 H31 119.8 . . ? C30 C31 H31 119.9 . . ? C33 C32 C31 119.4(3) . . ? C33 C32 H32 120.3 . . ? C31 C32 H32 120.3 . . ? C32 C33 C34 120.8(3) . . ? C32 C33 H33 119.6 . . ? C34 C33 H33 119.6 . . ? C33 C34 C35 120.8(3) . . ? C33 C34 H34 119.6 . . ? C35 C34 H34 119.6 . . ? C34 C35 C30 117.5(3) . . ? C34 C35 Ir1 128.9(3) . . ? C30 C35 Ir1 113.0(2) . . ? N2 C36 C37 122.1(4) . . ? N2 C36 H36 118.9 . . ? C37 C36 H36 118.9 . . ? C38 C37 C36 119.4(4) . . ? C38 C37 H37 120.3 . . ? C36 C37 H37 120.3 . . ? C37 C38 C39 119.6(3) . . ? C37 C38 H38 120.2 . . ? C39 C38 H38 120.2 . . ? C38 C39 C40 119.6(4) . . ? C38 C39 H39 120.2 . . ? C40 C39 H39 120.2 . . ? N2 C40 C39 119.9(3) . . ? N2 C40 C41 114.3(3) . . ? C39 C40 C41 125.8(3) . . ? C42 C41 C46 120.9(3) . . ? C42 C41 C40 124.1(3) . . ? C46 C41 C40 115.1(3) . . ? C43 C42 C41 120.9(3) . . ? C43 C42 H42 119.5 . . ? C41 C42 H42 119.5 . . ? C42 C43 C44 119.1(3) . . ? C42 C43 H43 120.5 . . ? C44 C43 H43 120.5 . . ? C45 C44 C43 120.8(3) . . ? C45 C44 H44 119.6 . . ? C43 C44 H44 119.6 . . ? C44 C45 C46 121.4(3) . . ? C44 C45 H45 119.3 . . ? C46 C45 H45 119.3 . . ? C45 C46 C41 116.8(3) . . ? C45 C46 Ir1 128.5(3) . . ? C41 C46 Ir1 114.5(2) . . ? Cl2 C47 Cl3 111.2(2) . . ? Cl2 C47 H47A 109.4 . . ? Cl3 C47 H47A 109.4 . . ? Cl2 C47 H47B 109.4 . . ? Cl3 C47 H47B 109.4 . . ? H47A C47 H47B 108.0 . . ? C25 N1 C29 118.6(3) . . ? C25 N1 Ir1 126.3(2) . . ? C29 N1 Ir1 115.1(2) . . ? C36 N2 C40 119.4(3) . . ? C36 N2 Ir1 125.0(2) . . ? C40 N2 Ir1 115.5(2) . . ? C6 P1 C19 103.05(15) . . ? C6 P1 C13 101.54(15) . . ? C19 P1 C13 105.76(15) . . ? C6 P1 Ir1 116.43(11) . . ? C19 P1 Ir1 111.64(11) . . ? C13 P1 Ir1 116.88(11) . . ? C12 S3 C9 92.2(2) . . ? C10 C9 C8 130.6(3) . . ? C10 C9 S3 110.0(3) . . ? C8 C9 S3 119.4(2) . . ? C9 C10 C11 113.6(5) . . ? C9 C10 H10 123.2 . . ? C11 C10 H10 123.2 . . ? C12 C11 C10 112.8(5) . . ? C12 C11 H11 123.6 . . ? C10 C11 H11 123.6 . . ? C11 C12 S3 111.4(4) . . ? C11 C12 H12 124.3 . . ? S3 C12 H12 124.3 . . ? C46 Ir1 C35 95.12(13) . . ? C46 Ir1 N2 80.30(13) . . ? C35 Ir1 N2 89.92(13) . . ? C46 Ir1 N1 95.01(13) . . ? C35 Ir1 N1 79.83(12) . . ? N2 Ir1 N1 168.36(11) . . ? C46 Ir1 P1 91.22(9) . . ? C35 Ir1 P1 173.50(10) . . ? N2 Ir1 P1 92.59(9) . . ? N1 Ir1 P1 98.19(8) . . ? C46 Ir1 Cl1 175.33(10) . . ? C35 Ir1 Cl1 85.26(9) . . ? N2 Ir1 Cl1 95.05(9) . . ? N1 Ir1 Cl1 89.65(9) . . ? P1 Ir1 Cl1 88.54(3) . . ? C1 S1 C4 91.5(2) . . ? C2 C1 S1 112.4(4) . . ? C2 C1 H1 123.8 . . ? S1 C1 H1 123.8 . . ? C1 C2 C3 111.3(5) . . ? C1 C2 H2 124.4 . . ? C3 C2 H2 124.4 . . ? C4 C3 C2 114.9(5) . . ? C4 C3 H3 122.5 . . ? C2 C3 H3 122.5 . . ? C3 C4 C5 128.0(4) . . ? C3 C4 S1 109.8(4) . . ? C5 C4 S1 122.0(2) . . ? C2B C1B S1B 111.6(14) . . ? C2B C1B H1B 124.2 . . ? S1B C1B H1B 124.2 . . ? C1B C2B C3B 112.3(16) . . ? C1B C2B H2B 123.9 . . ? C3B C2B H2B 123.9 . . ? C2B C3B H3B 124.0 . . ? C11B C10B H10B 124.4 . . ? C12B C11B C10B 113(2) . . ? C12B C11B H11B 123.4 . . ? C10B C11B H11B 123.1 . . ? C11B C12B S3B 110(2) . . ? C11B C12B H12B 124.9 . . ? S3B C12B H12B 125.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C8 S2 C5 C6 0.3(3) . . . . ? C8 S2 C5 C4 -179.4(3) . . . . ? C4 C5 C6 C7 179.0(3) . . . . ? S2 C5 C6 C7 -0.6(4) . . . . ? C4 C5 C6 P1 -6.5(6) . . . . ? S2 C5 C6 P1 173.79(19) . . . . ? C5 C6 C7 C8 0.7(4) . . . . ? P1 C6 C7 C8 -173.9(3) . . . . ? C6 C7 C8 C9 179.6(3) . . . . ? C6 C7 C8 S2 -0.5(4) . . . . ? C5 S2 C8 C7 0.1(3) . . . . ? C5 S2 C8 C9 -180.0(3) . . . . ? C18 C13 C14 C15 -0.4(5) . . . . ? P1 C13 C14 C15 -176.6(3) . . . . ? C13 C14 C15 C16 0.3(5) . . . . ? C14 C15 C16 C17 -1.3(6) . . . . ? C15 C16 C17 C18 2.4(6) . . . . ? C16 C17 C18 C13 -2.6(5) . . . . ? C14 C13 C18 C17 1.5(5) . . . . ? P1 C13 C18 C17 177.8(3) . . . . ? C24 C19 C20 C21 -0.7(5) . . . . ? P1 C19 C20 C21 -179.8(3) . . . . ? C19 C20 C21 C22 1.7(6) . . . . ? C20 C21 C22 C23 -1.8(6) . . . . ? C21 C22 C23 C24 0.7(6) . . . . ? C22 C23 C24 C19 0.3(6) . . . . ? C20 C19 C24 C23 -0.3(5) . . . . ? P1 C19 C24 C23 178.8(3) . . . . ? N1 C25 C26 C27 -0.7(5) . . . . ? C25 C26 C27 C28 -1.4(5) . . . . ? C26 C27 C28 C29 1.1(6) . . . . ? C27 C28 C29 N1 1.3(5) . . . . ? C27 C28 C29 C30 -175.8(3) . . . . ? N1 C29 C30 C31 176.6(3) . . . . ? C28 C29 C30 C31 -6.2(5) . . . . ? N1 C29 C30 C35 -5.1(4) . . . . ? C28 C29 C30 C35 172.1(3) . . . . ? C35 C30 C31 C32 -1.2(5) . . . . ? C29 C30 C31 C32 177.1(3) . . . . ? C30 C31 C32 C33 -1.8(5) . . . . ? C31 C32 C33 C34 2.6(5) . . . . ? C32 C33 C34 C35 -0.5(6) . . . . ? C33 C34 C35 C30 -2.4(5) . . . . ? C33 C34 C35 Ir1 168.0(3) . . . . ? C31 C30 C35 C34 3.2(5) . . . . ? C29 C30 C35 C34 -175.2(3) . . . . ? C31 C30 C35 Ir1 -168.6(3) . . . . ? C29 C30 C35 Ir1 13.0(4) . . . . ? N2 C36 C37 C38 0.3(6) . . . . ? C36 C37 C38 C39 -0.9(5) . . . . ? C37 C38 C39 C40 0.2(5) . . . . ? C38 C39 C40 N2 1.2(5) . . . . ? C38 C39 C40 C41 -176.8(3) . . . . ? N2 C40 C41 C42 174.2(3) . . . . ? C39 C40 C41 C42 -7.7(6) . . . . ? N2 C40 C41 C46 -5.1(4) . . . . ? C39 C40 C41 C46 172.9(3) . . . . ? C46 C41 C42 C43 -0.5(5) . . . . ? C40 C41 C42 C43 -179.9(3) . . . . ? C41 C42 C43 C44 -2.2(5) . . . . ? C42 C43 C44 C45 2.3(5) . . . . ? C43 C44 C45 C46 0.4(5) . . . . ? C44 C45 C46 C41 -3.1(5) . . . . ? C44 C45 C46 Ir1 171.7(3) . . . . ? C42 C41 C46 C45 3.1(5) . . . . ? C40 C41 C46 C45 -177.5(3) . . . . ? C42 C41 C46 Ir1 -172.4(3) . . . . ? C40 C41 C46 Ir1 7.0(4) . . . . ? C26 C25 N1 C29 3.1(5) . . . . ? C26 C25 N1 Ir1 -177.5(3) . . . . ? C28 C29 N1 C25 -3.3(5) . . . . ? C30 C29 N1 C25 174.1(3) . . . . ? C28 C29 N1 Ir1 177.2(3) . . . . ? C30 C29 N1 Ir1 -5.4(4) . . . . ? C37 C36 N2 C40 1.1(5) . . . . ? C37 C36 N2 Ir1 176.1(3) . . . . ? C39 C40 N2 C36 -1.8(5) . . . . ? C41 C40 N2 C36 176.4(3) . . . . ? C39 C40 N2 Ir1 -177.3(3) . . . . ? C41 C40 N2 Ir1 0.9(4) . . . . ? C5 C6 P1 C19 37.3(3) . . . . ? C7 C6 P1 C19 -148.9(3) . . . . ? C5 C6 P1 C13 -72.1(3) . . . . ? C7 C6 P1 C13 101.7(3) . . . . ? C5 C6 P1 Ir1 159.8(3) . . . . ? C7 C6 P1 Ir1 -26.4(3) . . . . ? C20 C19 P1 C6 -114.8(3) . . . . ? C24 C19 P1 C6 66.1(3) . . . . ? C20 C19 P1 C13 -8.6(3) . . . . ? C24 C19 P1 C13 172.3(3) . . . . ? C20 C19 P1 Ir1 119.5(3) . . . . ? C24 C19 P1 Ir1 -59.6(3) . . . . ? C18 C13 P1 C6 170.1(3) . . . . ? C14 C13 P1 C6 -13.7(3) . . . . ? C18 C13 P1 C19 62.8(3) . . . . ? C14 C13 P1 C19 -121.0(3) . . . . ? C18 C13 P1 Ir1 -62.1(3) . . . . ? C14 C13 P1 Ir1 114.0(3) . . . . ? C7 C8 C9 C10 140.4(5) . . . . ? S2 C8 C9 C10 -39.5(6) . . . . ? C7 C8 C9 S3 -40.6(5) . . . . ? S2 C8 C9 S3 139.5(2) . . . . ? C12 S3 C9 C10 -0.9(5) . . . . ? C12 S3 C9 C8 179.9(4) . . . . ? C8 C9 C10 C11 -179.2(10) . . . . ? S3 C9 C10 C11 1.7(11) . . . . ? C9 C10 C11 C12 -1.8(18) . . . . ? C10 C11 C12 S3 1.1(18) . . . . ? C9 S3 C12 C11 -0.1(12) . . . . ? C45 C46 Ir1 C35 91.1(3) . . . . ? C41 C46 Ir1 C35 -94.0(2) . . . . ? C45 C46 Ir1 N2 -179.9(3) . . . . ? C41 C46 Ir1 N2 -5.0(2) . . . . ? C45 C46 Ir1 N1 10.9(3) . . . . ? C41 C46 Ir1 N1 -174.2(2) . . . . ? C45 C46 Ir1 P1 -87.4(3) . . . . ? C41 C46 Ir1 P1 87.5(2) . . . . ? C45 C46 Ir1 Cl1 -174.4(10) . . . . ? C41 C46 Ir1 Cl1 0.5(13) . . . . ? C34 C35 Ir1 C46 83.1(3) . . . . ? C30 C35 Ir1 C46 -106.2(3) . . . . ? C34 C35 Ir1 N2 2.9(3) . . . . ? C30 C35 Ir1 N2 173.6(2) . . . . ? C34 C35 Ir1 N1 177.3(3) . . . . ? C30 C35 Ir1 N1 -12.0(2) . . . . ? C34 C35 Ir1 P1 -109.9(8) . . . . ? C30 C35 Ir1 P1 60.8(10) . . . . ? C34 C35 Ir1 Cl1 -92.2(3) . . . . ? C30 C35 Ir1 Cl1 78.5(2) . . . . ? C36 N2 Ir1 C46 -173.0(3) . . . . ? C40 N2 Ir1 C46 2.2(2) . . . . ? C36 N2 Ir1 C35 -77.8(3) . . . . ? C40 N2 Ir1 C35 97.4(3) . . . . ? C36 N2 Ir1 N1 -106.0(6) . . . . ? C40 N2 Ir1 N1 69.2(8) . . . . ? C36 N2 Ir1 P1 96.2(3) . . . . ? C40 N2 Ir1 P1 -88.6(2) . . . . ? C36 N2 Ir1 Cl1 7.4(3) . . . . ? C40 N2 Ir1 Cl1 -177.4(2) . . . . ? C25 N1 Ir1 C46 -75.5(3) . . . . ? C29 N1 Ir1 C46 103.9(3) . . . . ? C25 N1 Ir1 C35 -169.8(3) . . . . ? C29 N1 Ir1 C35 9.6(2) . . . . ? C25 N1 Ir1 N2 -141.1(6) . . . . ? C29 N1 Ir1 N2 38.3(8) . . . . ? C25 N1 Ir1 P1 16.5(3) . . . . ? C29 N1 Ir1 P1 -164.1(2) . . . . ? C25 N1 Ir1 Cl1 104.9(3) . . . . ? C29 N1 Ir1 Cl1 -75.6(2) . . . . ? C6 P1 Ir1 C46 151.74(15) . . . . ? C19 P1 Ir1 C46 -90.33(15) . . . . ? C13 P1 Ir1 C46 31.58(15) . . . . ? C6 P1 Ir1 C35 -15.3(9) . . . . ? C19 P1 Ir1 C35 102.6(9) . . . . ? C13 P1 Ir1 C35 -135.5(9) . . . . ? C6 P1 Ir1 N2 -127.92(15) . . . . ? C19 P1 Ir1 N2 -9.99(15) . . . . ? C13 P1 Ir1 N2 111.93(15) . . . . ? C6 P1 Ir1 N1 56.50(15) . . . . ? C19 P1 Ir1 N1 174.44(15) . . . . ? C13 P1 Ir1 N1 -63.65(15) . . . . ? C6 P1 Ir1 Cl1 -32.93(12) . . . . ? C19 P1 Ir1 Cl1 85.01(12) . . . . ? C13 P1 Ir1 Cl1 -153.08(12) . . . . ? C4 S1 C1 C2 -0.5(9) . . . . ? S1 C1 C2 C3 1.1(13) . . . . ? C1 C2 C3 C4 -1.5(13) . . . . ? C2 C3 C4 C5 -174.0(6) . . . . ? C2 C3 C4 S1 1.1(10) . . . . ? C6 C5 C4 C3 -104.9(7) . . . . ? S2 C5 C4 C3 74.7(7) . . . . ? C6 C5 C4 S1 80.5(4) . . . . ? S2 C5 C4 S1 -99.8(3) . . . . ? C1 S1 C4 C3 -0.3(7) . . . . ? C1 S1 C4 C5 175.1(5) . . . . ? S1B C1B C2B C3B -1(12) . . . . ? C10B C11B C12B S3B -11(17) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 30.10 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.056 _refine_diff_density_min -0.755 _refine_diff_density_rms 0.106 _database_code_depnum_ccdc_archive 'CCDC 940004' ####################################################################### # # 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_mw168 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H30 Ir N4 P S3' _chemical_formula_weight 910.05 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' 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 monoclinic _symmetry_space_group_name_H-M P21/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 9.9313(3) _cell_length_b 17.0695(4) _cell_length_c 20.9214(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.6240(10) _cell_angle_gamma 90.00 _cell_volume 3545.22(16) _cell_formula_units_Z 4 _cell_measurement_temperature 100.0(2) _cell_measurement_reflns_used 9191 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 30.06 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.705 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 4.026 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.330 _exptl_absorpt_correction_T_max 0.447 _exptl_absorpt_process_details 'SADABS, Sheldrick (2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100.0(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 X8 APEX II' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 60806 _diffrn_reflns_av_R_equivalents 0.0338 _diffrn_reflns_av_sigmaI/netI 0.0241 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 30.09 _reflns_number_total 10385 _reflns_number_gt 9210 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_cell_refinement ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_data_reduction ? _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0178P)^2^+2.6069P] 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 10385 _refine_ls_number_parameters 460 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0255 _refine_ls_R_factor_gt 0.0197 _refine_ls_wR_factor_ref 0.0441 _refine_ls_wR_factor_gt 0.0423 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.05690(19) 0.26750(11) 1.01446(9) 0.0148(3) Uani 1 1 d . . . C2 C -0.0114(2) 0.23147(12) 1.06582(10) 0.0187(4) Uani 1 1 d . . . H2 H 0.0233 0.1865 1.0874 0.022 Uiso 1 1 calc R . . C3 C -0.1300(2) 0.26577(12) 1.08188(10) 0.0209(4) Uani 1 1 d . . . H3 H -0.1853 0.2479 1.1152 0.025 Uiso 1 1 calc R . . C4 C -0.01942(19) 0.33029(11) 0.99196(9) 0.0150(4) Uani 1 1 d . . . C5 C 0.00502(19) 0.38119(11) 0.93798(9) 0.0149(4) Uani 1 1 d . . . C6 C 0.09394(19) 0.37058(11) 0.88912(9) 0.0150(4) Uani 1 1 d . . . C7 C 0.0869(2) 0.43259(11) 0.84328(9) 0.0163(4) Uani 1 1 d . . . H7 H 0.1423 0.4346 0.8070 0.020 Uiso 1 1 calc R . . C8 C -0.0064(2) 0.48855(11) 0.85616(9) 0.0161(4) Uani 1 1 d . . . C9 C -0.0379(2) 0.55868(11) 0.82010(9) 0.0167(4) Uani 1 1 d . . . C10 C -0.1026(2) 0.62501(12) 0.83877(10) 0.0204(4) Uani 1 1 d . . . H10 H -0.1403 0.6313 0.8797 0.025 Uiso 1 1 calc R . . C11 C -0.1078(2) 0.68372(12) 0.79048(11) 0.0234(4) Uani 1 1 d . . . H11 H -0.1485 0.7336 0.7958 0.028 Uiso 1 1 calc R . . C12 C -0.0486(2) 0.66081(12) 0.73625(11) 0.0228(4) Uani 1 1 d . . . H12 H -0.0417 0.6928 0.6993 0.027 Uiso 1 1 calc R . . C13 C 0.1008(2) 0.21579(11) 0.83628(9) 0.0155(4) Uani 1 1 d . . . C14 C -0.0389(2) 0.21311(12) 0.84029(10) 0.0198(4) Uani 1 1 d . . . H14 H -0.0851 0.2532 0.8623 0.024 Uiso 1 1 calc R . . C15 C -0.1107(2) 0.15159(14) 0.81197(10) 0.0244(4) Uani 1 1 d . . . H15 H -0.2059 0.1497 0.8149 0.029 Uiso 1 1 calc R . . C16 C -0.0444(2) 0.09338(13) 0.77971(10) 0.0265(5) Uani 1 1 d . . . H16 H -0.0940 0.0516 0.7604 0.032 Uiso 1 1 calc R . . C17 C 0.0945(2) 0.09567(13) 0.77543(10) 0.0240(4) Uani 1 1 d . . . H17 H 0.1402 0.0555 0.7532 0.029 Uiso 1 1 calc R . . C18 C 0.1668(2) 0.15685(12) 0.80366(9) 0.0187(4) Uani 1 1 d . . . H18 H 0.2621 0.1584 0.8007 0.022 Uiso 1 1 calc R . . C19 C 0.3292(2) 0.31875(11) 0.83154(9) 0.0171(4) Uani 1 1 d . . . C20 C 0.3040(2) 0.32670(12) 0.76569(10) 0.0213(4) Uani 1 1 d . . . H20 H 0.2201 0.3102 0.7473 0.026 Uiso 1 1 calc R . . C21 C 0.4016(3) 0.35876(13) 0.72724(11) 0.0282(5) Uani 1 1 d . . . H21 H 0.3837 0.3650 0.6827 0.034 Uiso 1 1 calc R . . C22 C 0.5244(3) 0.38163(13) 0.75347(13) 0.0337(6) Uani 1 1 d . . . H22 H 0.5910 0.4031 0.7268 0.040 Uiso 1 1 calc R . . C23 C 0.5511(2) 0.37351(13) 0.81830(12) 0.0297(5) Uani 1 1 d . . . H23 H 0.6359 0.3891 0.8362 0.036 Uiso 1 1 calc R . . C24 C 0.4531(2) 0.34231(12) 0.85730(11) 0.0217(4) Uani 1 1 d . . . H24 H 0.4712 0.3371 0.9019 0.026 Uiso 1 1 calc R . . C25 C 0.3484(2) 0.40636(11) 1.01056(10) 0.0188(4) Uani 1 1 d . . . H25 H 0.3157 0.4308 0.9724 0.023 Uiso 1 1 calc R . . C26 C 0.4202(2) 0.44450(13) 1.06010(10) 0.0240(4) Uani 1 1 d . . . H26 H 0.4452 0.4982 1.0619 0.029 Uiso 1 1 calc R . . C27 C 0.4466(2) 0.38827(13) 1.10532(10) 0.0244(4) Uani 1 1 d . . . H27 H 0.4938 0.3959 1.1450 0.029 Uiso 1 1 calc R . . C28 C 0.3777(2) 0.24565(12) 1.11199(10) 0.0174(4) Uani 1 1 d . . . C29 C 0.4325(2) 0.22880(13) 1.17247(10) 0.0239(4) Uani 1 1 d . . . H29 H 0.4846 0.2666 1.1955 0.029 Uiso 1 1 calc R . . C30 C 0.4089(2) 0.15524(14) 1.19809(10) 0.0248(5) Uani 1 1 d . . . H30 H 0.4446 0.1422 1.2393 0.030 Uiso 1 1 calc R . . C31 C 0.3332(2) 0.10079(13) 1.16343(10) 0.0221(4) Uani 1 1 d . . . H31 H 0.3169 0.0506 1.1812 0.027 Uiso 1 1 calc R . . C32 C 0.2810(2) 0.11930(12) 1.10272(9) 0.0185(4) Uani 1 1 d . . . H32 H 0.2298 0.0811 1.0797 0.022 Uiso 1 1 calc R . . C33 C 0.30198(19) 0.19245(12) 1.07491(9) 0.0156(4) Uani 1 1 d . . . C34 C 0.43594(19) 0.18395(11) 0.96188(9) 0.0150(4) Uani 1 1 d . . . C35 C 0.5673(2) 0.21296(12) 0.96875(10) 0.0180(4) Uani 1 1 d . . . H35 H 0.5802 0.2652 0.9834 0.022 Uiso 1 1 calc R . . C36 C 0.6798(2) 0.16815(13) 0.95492(10) 0.0200(4) Uani 1 1 d . . . H36 H 0.7674 0.1902 0.9595 0.024 Uiso 1 1 calc R . . C37 C 0.6642(2) 0.09122(13) 0.93446(10) 0.0211(4) Uani 1 1 d . . . H37 H 0.7410 0.0610 0.9243 0.025 Uiso 1 1 calc R . . C38 C 0.5365(2) 0.05851(12) 0.92881(9) 0.0190(4) Uani 1 1 d . . . H38 H 0.5244 0.0055 0.9160 0.023 Uiso 1 1 calc R . . C39 C 0.42713(19) 0.10549(11) 0.94246(9) 0.0145(4) Uani 1 1 d . . . C40 C 0.0790(2) 0.08382(12) 0.95085(9) 0.0175(4) Uani 1 1 d . . . H40 H -0.0080 0.1037 0.9595 0.021 Uiso 1 1 calc R . . C41 C 0.1062(2) 0.00760(12) 0.93028(10) 0.0217(4) Uani 1 1 d . . . H41 H 0.0429 -0.0333 0.9226 0.026 Uiso 1 1 calc R . . C42 C 0.2426(2) 0.00394(12) 0.92355(9) 0.0196(4) Uani 1 1 d . . . H42 H 0.2922 -0.0405 0.9103 0.024 Uiso 1 1 calc R . . N1 N 0.33291(16) 0.33105(10) 1.02475(8) 0.0153(3) Uani 1 1 d . . . N2 N 0.39398(17) 0.32023(10) 1.08362(8) 0.0176(3) Uani 1 1 d . . . N3 N 0.19334(16) 0.12424(9) 0.95644(7) 0.0146(3) Uani 1 1 d . . . N4 N 0.29395(16) 0.07502(9) 0.93916(8) 0.0150(3) Uani 1 1 d . . . P1 P 0.19912(5) 0.28499(3) 0.88482(2) 0.01285(9) Uani 1 1 d . . . S1 S -0.16614(5) 0.34488(3) 1.03432(2) 0.01945(10) Uani 1 1 d . . . S2 S -0.08725(5) 0.46648(3) 0.92629(2) 0.01741(9) Uani 1 1 d . . . S3 S 0.01272(6) 0.56715(3) 0.74205(3) 0.02240(11) Uani 1 1 d . . . Ir1 Ir 0.251601(7) 0.232685(4) 0.984820(3) 0.01190(2) 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 0.0153(9) 0.0158(9) 0.0134(8) -0.0027(7) -0.0007(7) 0.0008(7) C2 0.0170(9) 0.0195(9) 0.0197(9) 0.0022(8) 0.0015(7) 0.0006(8) C3 0.0197(10) 0.0235(10) 0.0198(9) 0.0042(8) 0.0042(8) -0.0010(8) C4 0.0139(8) 0.0187(9) 0.0125(8) -0.0017(7) 0.0024(7) 0.0021(7) C5 0.0148(9) 0.0147(9) 0.0151(8) -0.0016(7) -0.0011(7) 0.0027(7) C6 0.0146(9) 0.0155(9) 0.0149(8) -0.0006(7) -0.0005(7) 0.0022(7) C7 0.0191(9) 0.0171(9) 0.0126(8) 0.0003(7) 0.0006(7) 0.0011(7) C8 0.0189(9) 0.0155(9) 0.0137(8) -0.0004(7) -0.0008(7) 0.0007(7) C9 0.0185(9) 0.0162(9) 0.0152(9) 0.0007(7) -0.0012(7) 0.0000(7) C10 0.0243(10) 0.0176(9) 0.0193(9) 0.0004(8) -0.0014(8) 0.0029(8) C11 0.0228(10) 0.0163(10) 0.0309(11) 0.0033(8) -0.0041(9) 0.0020(8) C12 0.0185(10) 0.0208(10) 0.0287(11) 0.0083(9) -0.0038(8) -0.0031(8) C13 0.0188(9) 0.0171(9) 0.0105(8) 0.0024(7) -0.0003(7) 0.0003(7) C14 0.0192(10) 0.0243(10) 0.0157(9) 0.0031(8) -0.0015(7) 0.0011(8) C15 0.0215(10) 0.0321(12) 0.0195(10) 0.0047(9) -0.0051(8) -0.0061(9) C16 0.0354(13) 0.0243(11) 0.0193(10) 0.0017(8) -0.0083(9) -0.0085(9) C17 0.0345(12) 0.0193(10) 0.0179(10) -0.0010(8) -0.0028(9) 0.0003(9) C18 0.0204(10) 0.0183(9) 0.0174(9) 0.0003(7) -0.0008(8) 0.0004(8) C19 0.0196(9) 0.0130(8) 0.0192(9) -0.0006(7) 0.0069(8) 0.0027(7) C20 0.0275(11) 0.0174(9) 0.0195(10) -0.0010(8) 0.0067(8) 0.0029(8) C21 0.0428(14) 0.0191(10) 0.0236(11) 0.0016(8) 0.0168(10) 0.0035(10) C22 0.0401(14) 0.0192(10) 0.0434(14) -0.0017(10) 0.0285(12) -0.0035(10) C23 0.0229(11) 0.0213(11) 0.0456(14) -0.0065(10) 0.0130(10) -0.0044(9) C24 0.0218(10) 0.0153(9) 0.0285(11) -0.0012(8) 0.0061(8) 0.0008(8) C25 0.0208(10) 0.0149(9) 0.0208(10) -0.0005(7) 0.0026(8) 0.0007(7) C26 0.0283(11) 0.0184(10) 0.0254(11) -0.0065(8) 0.0031(9) -0.0041(8) C27 0.0274(11) 0.0238(11) 0.0218(10) -0.0075(8) -0.0024(9) -0.0043(9) C28 0.0181(9) 0.0172(9) 0.0171(9) -0.0009(7) 0.0013(7) 0.0036(7) C29 0.0252(11) 0.0300(12) 0.0161(9) -0.0032(8) -0.0048(8) 0.0036(9) C30 0.0287(11) 0.0310(12) 0.0146(9) 0.0029(8) -0.0025(8) 0.0094(9) C31 0.0235(10) 0.0224(10) 0.0208(10) 0.0046(8) 0.0043(8) 0.0073(8) C32 0.0175(9) 0.0206(10) 0.0174(9) 0.0004(8) 0.0008(7) 0.0029(8) C33 0.0137(8) 0.0183(9) 0.0147(8) -0.0019(7) 0.0008(7) 0.0044(7) C34 0.0164(9) 0.0160(9) 0.0126(8) 0.0006(7) 0.0004(7) 0.0016(7) C35 0.0168(9) 0.0176(9) 0.0196(9) -0.0018(7) 0.0006(7) 0.0010(7) C36 0.0134(9) 0.0258(11) 0.0207(10) -0.0003(8) 0.0003(7) 0.0019(8) C37 0.0178(9) 0.0247(10) 0.0211(10) 0.0014(8) 0.0029(8) 0.0080(8) C38 0.0237(10) 0.0159(9) 0.0175(9) 0.0002(7) 0.0026(8) 0.0047(8) C39 0.0164(9) 0.0157(9) 0.0114(8) 0.0010(7) 0.0001(7) 0.0006(7) C40 0.0176(9) 0.0181(9) 0.0167(9) 0.0017(7) 0.0004(7) -0.0028(7) C41 0.0263(11) 0.0183(10) 0.0205(10) 0.0006(8) -0.0004(8) -0.0072(8) C42 0.0268(11) 0.0138(9) 0.0184(9) -0.0005(7) 0.0006(8) 0.0001(8) N1 0.0141(7) 0.0177(8) 0.0140(7) -0.0019(6) 0.0009(6) 0.0013(6) N2 0.0184(8) 0.0193(8) 0.0151(8) -0.0025(6) -0.0018(6) 0.0005(6) N3 0.0145(8) 0.0151(8) 0.0142(7) 0.0010(6) 0.0000(6) 0.0016(6) N4 0.0176(8) 0.0125(7) 0.0148(7) 0.0003(6) 0.0000(6) 0.0011(6) P1 0.0134(2) 0.0128(2) 0.0123(2) 0.00006(17) 0.00146(17) 0.00138(17) S1 0.0160(2) 0.0227(2) 0.0199(2) 0.00135(19) 0.00416(18) 0.00369(19) S2 0.0194(2) 0.0171(2) 0.0158(2) 0.00081(18) 0.00233(18) 0.00599(18) S3 0.0270(3) 0.0202(2) 0.0202(2) 0.00425(19) 0.0037(2) 0.0009(2) Ir1 0.01179(3) 0.01218(4) 0.01173(3) -0.00030(3) 0.00016(2) 0.00105(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C4 1.387(3) . ? C1 C2 1.426(3) . ? C1 Ir1 2.1318(19) . ? C2 C3 1.365(3) . ? C2 H2 0.9500 . ? C3 S1 1.709(2) . ? C3 H3 0.9500 . ? C4 C5 1.451(3) . ? C4 S1 1.7447(19) . ? C5 C6 1.381(3) . ? C5 S2 1.7338(19) . ? C6 C7 1.429(3) . ? C6 P1 1.7996(19) . ? C7 C8 1.363(3) . ? C7 H7 0.9500 . ? C8 C9 1.445(3) . ? C8 S2 1.734(2) . ? C9 C10 1.364(3) . ? C9 S3 1.728(2) . ? C10 C11 1.423(3) . ? C10 H10 0.9500 . ? C11 C12 1.350(3) . ? C11 H11 0.9500 . ? C12 S3 1.714(2) . ? C12 H12 0.9500 . ? C13 C18 1.390(3) . ? C13 C14 1.393(3) . ? C13 P1 1.823(2) . ? C14 C15 1.392(3) . ? C14 H14 0.9500 . ? C15 C16 1.379(3) . ? C15 H15 0.9500 . ? C16 C17 1.385(3) . ? C16 H16 0.9500 . ? C17 C18 1.390(3) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C24 1.389(3) . ? C19 C20 1.400(3) . ? C19 P1 1.823(2) . ? C20 C21 1.390(3) . ? C20 H20 0.9500 . ? C21 C22 1.380(4) . ? C21 H21 0.9500 . ? C22 C23 1.381(4) . ? C22 H22 0.9500 . ? C23 C24 1.394(3) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 N1 1.329(2) . ? C25 C26 1.401(3) . ? C25 H25 0.9500 . ? C26 C27 1.368(3) . ? C26 H26 0.9500 . ? C27 N2 1.347(3) . ? C27 H27 0.9500 . ? C28 C29 1.393(3) . ? C28 C33 1.400(3) . ? C28 N2 1.416(3) . ? C29 C30 1.388(3) . ? C29 H29 0.9500 . ? C30 C31 1.387(3) . ? C30 H30 0.9500 . ? C31 C32 1.395(3) . ? C31 H31 0.9500 . ? C32 C33 1.396(3) . ? C32 H32 0.9500 . ? C33 Ir1 2.0546(19) . ? C34 C35 1.399(3) . ? C34 C39 1.402(3) . ? C34 Ir1 2.0794(19) . ? C35 C36 1.391(3) . ? C35 H35 0.9500 . ? C36 C37 1.388(3) . ? C36 H36 0.9500 . ? C37 C38 1.388(3) . ? C37 H37 0.9500 . ? C38 C39 1.386(3) . ? C38 H38 0.9500 . ? C39 N4 1.421(2) . ? C40 N3 1.331(2) . ? C40 C41 1.399(3) . ? C40 H40 0.9500 . ? C41 C42 1.367(3) . ? C41 H41 0.9500 . ? C42 N4 1.353(2) . ? C42 H42 0.9500 . ? N1 N2 1.370(2) . ? N1 Ir1 2.0324(16) . ? N3 N4 1.362(2) . ? N3 Ir1 2.0235(16) . ? P1 Ir1 2.3203(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 C1 C2 108.76(17) . . ? C4 C1 Ir1 127.44(14) . . ? C2 C1 Ir1 123.63(14) . . ? C3 C2 C1 115.63(19) . . ? C3 C2 H2 122.2 . . ? C1 C2 H2 122.2 . . ? C2 C3 S1 111.33(16) . . ? C2 C3 H3 124.3 . . ? S1 C3 H3 124.3 . . ? C1 C4 C5 128.69(17) . . ? C1 C4 S1 113.20(14) . . ? C5 C4 S1 118.07(14) . . ? C6 C5 C4 128.45(17) . . ? C6 C5 S2 110.62(14) . . ? C4 C5 S2 120.88(14) . . ? C5 C6 C7 112.29(17) . . ? C5 C6 P1 121.84(15) . . ? C7 C6 P1 125.82(14) . . ? C8 C7 C6 114.04(17) . . ? C8 C7 H7 123.0 . . ? C6 C7 H7 123.0 . . ? C7 C8 C9 128.06(18) . . ? C7 C8 S2 110.40(15) . . ? C9 C8 S2 121.53(15) . . ? C10 C9 C8 129.44(19) . . ? C10 C9 S3 110.68(15) . . ? C8 C9 S3 119.86(15) . . ? C9 C10 C11 112.89(19) . . ? C9 C10 H10 123.6 . . ? C11 C10 H10 123.6 . . ? C12 C11 C10 112.64(19) . . ? C12 C11 H11 123.7 . . ? C10 C11 H11 123.7 . . ? C11 C12 S3 111.90(16) . . ? C11 C12 H12 124.1 . . ? S3 C12 H12 124.1 . . ? C18 C13 C14 119.35(19) . . ? C18 C13 P1 119.32(15) . . ? C14 C13 P1 120.41(15) . . ? C15 C14 C13 119.9(2) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C16 C15 C14 120.4(2) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 120.1(2) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C16 C17 C18 119.8(2) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C17 C18 C13 120.5(2) . . ? C17 C18 H18 119.8 . . ? C13 C18 H18 119.8 . . ? C24 C19 C20 119.05(19) . . ? C24 C19 P1 119.31(16) . . ? C20 C19 P1 121.48(16) . . ? C21 C20 C19 120.0(2) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C22 C21 C20 120.3(2) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C21 C22 C23 120.3(2) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C22 C23 C24 119.7(2) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C19 C24 C23 120.6(2) . . ? C19 C24 H24 119.7 . . ? C23 C24 H24 119.7 . . ? N1 C25 C26 110.11(19) . . ? N1 C25 H25 124.9 . . ? C26 C25 H25 124.9 . . ? C27 C26 C25 105.62(19) . . ? C27 C26 H26 127.2 . . ? C25 C26 H26 127.2 . . ? N2 C27 C26 107.87(19) . . ? N2 C27 H27 126.1 . . ? C26 C27 H27 126.1 . . ? C29 C28 C33 124.02(19) . . ? C29 C28 N2 121.34(19) . . ? C33 C28 N2 114.64(17) . . ? C30 C29 C28 118.1(2) . . ? C30 C29 H29 120.9 . . ? C28 C29 H29 120.9 . . ? C31 C30 C29 119.96(19) . . ? C31 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C30 C31 C32 120.4(2) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C31 C32 C33 121.7(2) . . ? C31 C32 H32 119.1 . . ? C33 C32 H32 119.1 . . ? C32 C33 C28 115.70(18) . . ? C32 C33 Ir1 130.25(15) . . ? C28 C33 Ir1 113.87(14) . . ? C35 C34 C39 114.73(17) . . ? C35 C34 Ir1 131.24(15) . . ? C39 C34 Ir1 113.64(14) . . ? C36 C35 C34 122.40(19) . . ? C36 C35 H35 118.8 . . ? C34 C35 H35 118.8 . . ? C37 C36 C35 120.08(19) . . ? C37 C36 H36 120.0 . . ? C35 C36 H36 120.0 . . ? C38 C37 C36 120.03(19) . . ? C38 C37 H37 120.0 . . ? C36 C37 H37 120.0 . . ? C39 C38 C37 117.98(19) . . ? C39 C38 H38 121.0 . . ? C37 C38 H38 121.0 . . ? C38 C39 C34 124.73(18) . . ? C38 C39 N4 120.78(18) . . ? C34 C39 N4 114.47(16) . . ? N3 C40 C41 109.70(18) . . ? N3 C40 H40 125.2 . . ? C41 C40 H40 125.2 . . ? C42 C41 C40 105.96(18) . . ? C42 C41 H41 127.0 . . ? C40 C41 H41 127.0 . . ? N4 C42 C41 107.59(18) . . ? N4 C42 H42 126.2 . . ? C41 C42 H42 126.2 . . ? C25 N1 N2 106.26(16) . . ? C25 N1 Ir1 138.97(14) . . ? N2 N1 Ir1 114.76(12) . . ? C27 N2 N1 110.15(17) . . ? C27 N2 C28 132.98(18) . . ? N1 N2 C28 116.44(16) . . ? C40 N3 N4 106.71(16) . . ? C40 N3 Ir1 137.40(14) . . ? N4 N3 Ir1 115.87(12) . . ? C42 N4 N3 110.04(16) . . ? C42 N4 C39 133.18(17) . . ? N3 N4 C39 116.76(15) . . ? C6 P1 C13 104.56(9) . . ? C6 P1 C19 101.32(9) . . ? C13 P1 C19 103.98(9) . . ? C6 P1 Ir1 112.53(6) . . ? C13 P1 Ir1 110.86(6) . . ? C19 P1 Ir1 121.86(7) . . ? C3 S1 C4 91.05(10) . . ? C5 S2 C8 92.64(9) . . ? C12 S3 C9 91.87(10) . . ? N3 Ir1 N1 169.52(6) . . ? N3 Ir1 C33 91.35(7) . . ? N1 Ir1 C33 79.37(7) . . ? N3 Ir1 C34 79.20(7) . . ? N1 Ir1 C34 94.77(7) . . ? C33 Ir1 C34 83.39(7) . . ? N3 Ir1 C1 94.95(7) . . ? N1 Ir1 C1 90.18(7) . . ? C33 Ir1 C1 91.47(7) . . ? C34 Ir1 C1 172.07(7) . . ? N3 Ir1 P1 91.85(5) . . ? N1 Ir1 P1 97.42(5) . . ? C33 Ir1 P1 176.79(6) . . ? C34 Ir1 P1 97.04(5) . . ? C1 Ir1 P1 88.43(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 C1 C2 C3 -1.2(3) . . . . ? Ir1 C1 C2 C3 174.40(15) . . . . ? C1 C2 C3 S1 0.3(2) . . . . ? C2 C1 C4 C5 -175.86(19) . . . . ? Ir1 C1 C4 C5 8.7(3) . . . . ? C2 C1 C4 S1 1.6(2) . . . . ? Ir1 C1 C4 S1 -173.83(10) . . . . ? C1 C4 C5 C6 13.9(3) . . . . ? S1 C4 C5 C6 -163.50(17) . . . . ? C1 C4 C5 S2 -168.82(17) . . . . ? S1 C4 C5 S2 13.8(2) . . . . ? C4 C5 C6 C7 178.30(19) . . . . ? S2 C5 C6 C7 0.8(2) . . . . ? C4 C5 C6 P1 0.6(3) . . . . ? S2 C5 C6 P1 -176.92(11) . . . . ? C5 C6 C7 C8 -0.9(3) . . . . ? P1 C6 C7 C8 176.63(15) . . . . ? C6 C7 C8 C9 179.44(19) . . . . ? C6 C7 C8 S2 0.7(2) . . . . ? C7 C8 C9 C10 -161.0(2) . . . . ? S2 C8 C9 C10 17.7(3) . . . . ? C7 C8 C9 S3 17.1(3) . . . . ? S2 C8 C9 S3 -164.26(11) . . . . ? C8 C9 C10 C11 176.5(2) . . . . ? S3 C9 C10 C11 -1.7(2) . . . . ? C9 C10 C11 C12 0.6(3) . . . . ? C10 C11 C12 S3 0.8(2) . . . . ? C18 C13 C14 C15 0.3(3) . . . . ? P1 C13 C14 C15 -168.72(16) . . . . ? C13 C14 C15 C16 -0.3(3) . . . . ? C14 C15 C16 C17 0.2(3) . . . . ? C15 C16 C17 C18 -0.1(3) . . . . ? C16 C17 C18 C13 0.1(3) . . . . ? C14 C13 C18 C17 -0.2(3) . . . . ? P1 C13 C18 C17 168.93(16) . . . . ? C24 C19 C20 C21 -0.8(3) . . . . ? P1 C19 C20 C21 174.61(16) . . . . ? C19 C20 C21 C22 1.1(3) . . . . ? C20 C21 C22 C23 -0.6(3) . . . . ? C21 C22 C23 C24 -0.2(3) . . . . ? C20 C19 C24 C23 0.0(3) . . . . ? P1 C19 C24 C23 -175.51(16) . . . . ? C22 C23 C24 C19 0.5(3) . . . . ? N1 C25 C26 C27 -0.4(2) . . . . ? C25 C26 C27 N2 0.3(2) . . . . ? C33 C28 C29 C30 -1.1(3) . . . . ? N2 C28 C29 C30 178.01(19) . . . . ? C28 C29 C30 C31 0.4(3) . . . . ? C29 C30 C31 C32 0.3(3) . . . . ? C30 C31 C32 C33 -0.3(3) . . . . ? C31 C32 C33 C28 -0.4(3) . . . . ? C31 C32 C33 Ir1 174.37(15) . . . . ? C29 C28 C33 C32 1.1(3) . . . . ? N2 C28 C33 C32 -178.07(17) . . . . ? C29 C28 C33 Ir1 -174.55(17) . . . . ? N2 C28 C33 Ir1 6.3(2) . . . . ? C39 C34 C35 C36 2.4(3) . . . . ? Ir1 C34 C35 C36 174.73(16) . . . . ? C34 C35 C36 C37 -1.1(3) . . . . ? C35 C36 C37 C38 -1.1(3) . . . . ? C36 C37 C38 C39 1.7(3) . . . . ? C37 C38 C39 C34 -0.2(3) . . . . ? C37 C38 C39 N4 -178.41(17) . . . . ? C35 C34 C39 C38 -1.8(3) . . . . ? Ir1 C34 C39 C38 -175.48(15) . . . . ? C35 C34 C39 N4 176.51(16) . . . . ? Ir1 C34 C39 N4 2.8(2) . . . . ? N3 C40 C41 C42 -0.1(2) . . . . ? C40 C41 C42 N4 -0.3(2) . . . . ? C26 C25 N1 N2 0.3(2) . . . . ? C26 C25 N1 Ir1 -178.21(15) . . . . ? C26 C27 N2 N1 -0.2(2) . . . . ? C26 C27 N2 C28 -172.1(2) . . . . ? C25 N1 N2 C27 -0.1(2) . . . . ? Ir1 N1 N2 C27 178.83(14) . . . . ? C25 N1 N2 C28 173.39(17) . . . . ? Ir1 N1 N2 C28 -7.7(2) . . . . ? C29 C28 N2 C27 -6.7(3) . . . . ? C33 C28 N2 C27 172.4(2) . . . . ? C29 C28 N2 N1 -178.32(18) . . . . ? C33 C28 N2 N1 0.8(2) . . . . ? C41 C40 N3 N4 0.5(2) . . . . ? C41 C40 N3 Ir1 -177.40(15) . . . . ? C41 C42 N4 N3 0.6(2) . . . . ? C41 C42 N4 C39 178.52(19) . . . . ? C40 N3 N4 C42 -0.7(2) . . . . ? Ir1 N3 N4 C42 177.75(12) . . . . ? C40 N3 N4 C39 -178.98(16) . . . . ? Ir1 N3 N4 C39 -0.6(2) . . . . ? C38 C39 N4 C42 -1.0(3) . . . . ? C34 C39 N4 C42 -179.36(19) . . . . ? C38 C39 N4 N3 176.83(17) . . . . ? C34 C39 N4 N3 -1.5(2) . . . . ? C5 C6 P1 C13 91.47(17) . . . . ? C7 C6 P1 C13 -85.88(18) . . . . ? C5 C6 P1 C19 -160.68(17) . . . . ? C7 C6 P1 C19 21.97(19) . . . . ? C5 C6 P1 Ir1 -28.93(18) . . . . ? C7 C6 P1 Ir1 153.72(15) . . . . ? C18 C13 P1 C6 156.06(15) . . . . ? C14 C13 P1 C6 -34.96(18) . . . . ? C18 C13 P1 C19 50.18(17) . . . . ? C14 C13 P1 C19 -140.84(16) . . . . ? C18 C13 P1 Ir1 -82.43(16) . . . . ? C14 C13 P1 Ir1 86.55(16) . . . . ? C24 C19 P1 C6 100.69(17) . . . . ? C20 C19 P1 C6 -74.75(17) . . . . ? C24 C19 P1 C13 -151.01(16) . . . . ? C20 C19 P1 C13 33.56(18) . . . . ? C24 C19 P1 Ir1 -25.08(19) . . . . ? C20 C19 P1 Ir1 159.48(13) . . . . ? C2 C3 S1 C4 0.53(17) . . . . ? C1 C4 S1 C3 -1.28(16) . . . . ? C5 C4 S1 C3 176.48(16) . . . . ? C6 C5 S2 C8 -0.33(16) . . . . ? C4 C5 S2 C8 -178.09(16) . . . . ? C7 C8 S2 C5 -0.19(16) . . . . ? C9 C8 S2 C5 -179.05(17) . . . . ? C11 C12 S3 C9 -1.54(18) . . . . ? C10 C9 S3 C12 1.86(17) . . . . ? C8 C9 S3 C12 -176.54(17) . . . . ? C40 N3 Ir1 N1 123.8(3) . . . . ? N4 N3 Ir1 N1 -54.0(4) . . . . ? C40 N3 Ir1 C33 96.4(2) . . . . ? N4 N3 Ir1 C33 -81.40(13) . . . . ? C40 N3 Ir1 C34 179.4(2) . . . . ? N4 N3 Ir1 C34 1.61(13) . . . . ? C40 N3 Ir1 C1 4.8(2) . . . . ? N4 N3 Ir1 C1 -173.00(13) . . . . ? C40 N3 Ir1 P1 -83.82(19) . . . . ? N4 N3 Ir1 P1 98.42(12) . . . . ? C25 N1 Ir1 N3 158.9(3) . . . . ? N2 N1 Ir1 N3 -19.5(4) . . . . ? C25 N1 Ir1 C33 -173.1(2) . . . . ? N2 N1 Ir1 C33 8.48(13) . . . . ? C25 N1 Ir1 C34 104.5(2) . . . . ? N2 N1 Ir1 C34 -73.86(13) . . . . ? C25 N1 Ir1 C1 -81.7(2) . . . . ? N2 N1 Ir1 C1 99.94(13) . . . . ? C25 N1 Ir1 P1 6.8(2) . . . . ? N2 N1 Ir1 P1 -171.62(12) . . . . ? C32 C33 Ir1 N3 -7.67(18) . . . . ? C28 C33 Ir1 N3 167.15(14) . . . . ? C32 C33 Ir1 N1 177.22(19) . . . . ? C28 C33 Ir1 N1 -7.96(14) . . . . ? C32 C33 Ir1 C34 -86.64(18) . . . . ? C28 C33 Ir1 C34 88.18(15) . . . . ? C32 C33 Ir1 C1 87.31(18) . . . . ? C28 C33 Ir1 C1 -97.87(15) . . . . ? C32 C33 Ir1 P1 175.4(8) . . . . ? C28 C33 Ir1 P1 -9.7(10) . . . . ? C35 C34 Ir1 N3 -174.8(2) . . . . ? C39 C34 Ir1 N3 -2.39(13) . . . . ? C35 C34 Ir1 N1 -3.44(19) . . . . ? C39 C34 Ir1 N1 168.96(14) . . . . ? C35 C34 Ir1 C33 -82.13(19) . . . . ? C39 C34 Ir1 C33 90.27(14) . . . . ? C35 C34 Ir1 C1 -132.0(5) . . . . ? C39 C34 Ir1 C1 40.4(6) . . . . ? C35 C34 Ir1 P1 94.66(18) . . . . ? C39 C34 Ir1 P1 -92.94(13) . . . . ? C4 C1 Ir1 N3 -120.86(17) . . . . ? C2 C1 Ir1 N3 64.33(17) . . . . ? C4 C1 Ir1 N1 68.29(17) . . . . ? C2 C1 Ir1 N1 -106.52(17) . . . . ? C4 C1 Ir1 C33 147.65(18) . . . . ? C2 C1 Ir1 C33 -27.16(17) . . . . ? C4 C1 Ir1 C34 -162.9(5) . . . . ? C2 C1 Ir1 C34 22.3(6) . . . . ? C4 C1 Ir1 P1 -29.14(17) . . . . ? C2 C1 Ir1 P1 156.06(16) . . . . ? C6 P1 Ir1 N3 129.19(8) . . . . ? C13 P1 Ir1 N3 12.49(8) . . . . ? C19 P1 Ir1 N3 -110.28(9) . . . . ? C6 P1 Ir1 N1 -55.69(8) . . . . ? C13 P1 Ir1 N1 -172.39(8) . . . . ? C19 P1 Ir1 N1 64.84(9) . . . . ? C6 P1 Ir1 C33 -53.9(9) . . . . ? C13 P1 Ir1 C33 -170.6(9) . . . . ? C19 P1 Ir1 C33 66.6(9) . . . . ? C6 P1 Ir1 C34 -151.47(9) . . . . ? C13 P1 Ir1 C34 91.83(9) . . . . ? C19 P1 Ir1 C34 -30.94(9) . . . . ? C6 P1 Ir1 C1 34.29(9) . . . . ? C13 P1 Ir1 C1 -82.41(9) . . . . ? C19 P1 Ir1 C1 154.82(9) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.09 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.806 _refine_diff_density_min -0.417 _refine_diff_density_rms 0.088 _database_code_depnum_ccdc_archive 'CCDC 940005'