# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_New_Global_Publ_Block _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'C0DT01837F_ccdc_796972_805245_cif.txt' #TrackingRef '- Dalton Transactions-7c.cif' _publ_section_synopsis . #Added by publCIF #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Zhiyun Lu' _publ_contact_author_address ; College of Chemistry, Sichuan University, Chengdu,Sichuan, 610064, People's Republic of China ; _publ_contact_author_email luzhiyun@scu.edu.cn _publ_contact_author_fax +86-28-85410059 _publ_contact_author_phone +86-28-85410059 loop_ _publ_author_name 'Ming Li' 'Hui Zeng' 'Yanyan Meng' 'Huiqin Sun' 'Zhiyun Lu' 'Yan Huang' 'XueMei Pu' #============================================================================== data_shelxl #TrackingRef 'C0DT01837F_ccdc_796972_805245_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 796972' #TrackingRef '- Dalton Transactions-7c.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C71 H75 Ir N2 O2 S2' _chemical_formula_weight 1244.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.046(2) _cell_length_b 15.200(3) _cell_length_c 18.650(4) _cell_angle_alpha 88.90(3) _cell_angle_beta 81.91(3) _cell_angle_gamma 87.03(3) _cell_volume 3095.8(11) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 10213 _cell_measurement_theta_min 1.727 _cell_measurement_theta_max 27.894 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 2.270 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6596 _exptl_absorpt_correction_T_max 0.8048 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'rigaku saturn CCD area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22776 _diffrn_reflns_av_R_equivalents 0.0325 _diffrn_reflns_av_sigmaI/netI 0.0460 _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 -16 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 25.02 _reflns_number_total 10867 _reflns_number_gt 10147 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'crystalclear(Rigaku/MSC Inc., 2005)' _computing_cell_refinement crystalclear _computing_data_reduction crystalclear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics PLATON _computing_publication_material PLATON _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0353P)^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 SHELXL _refine_ls_extinction_coef 0.0060(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 10867 _refine_ls_number_parameters 718 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0295 _refine_ls_R_factor_gt 0.0269 _refine_ls_wR_factor_ref 0.0665 _refine_ls_wR_factor_gt 0.0647 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _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 Ir1 Ir 0.224648(9) 0.203529(6) 0.036821(5) 0.01152(5) Uani 1 1 d . . . S1 S 0.40499(8) 0.44872(5) 0.08451(5) 0.0296(2) Uani 1 1 d . . . S2 S 0.00164(7) -0.03227(5) 0.09509(4) 0.01837(16) Uani 1 1 d . . . O1 O 0.12202(18) 0.22043(13) -0.05313(10) 0.0173(4) Uani 1 1 d . . . O2 O 0.38420(18) 0.17883(13) -0.04003(10) 0.0164(4) Uani 1 1 d . . . N1 N 0.2775(2) 0.33047(16) 0.03727(12) 0.0153(5) Uani 1 1 d . . . N2 N 0.1654(2) 0.07827(15) 0.04927(12) 0.0133(5) Uani 1 1 d . . . C1 C 0.2401(3) 0.40982(18) 0.00629(15) 0.0150(6) Uani 1 1 d . . . C2 C 0.1504(3) 0.4231(2) -0.03810(16) 0.0197(6) Uani 1 1 d . . . H2 H 0.1078 0.3749 -0.0519 0.024 Uiso 1 1 calc R . . C3 C 0.1236(3) 0.5074(2) -0.06205(16) 0.0236(7) Uani 1 1 d . . . H3 H 0.0618 0.5169 -0.0924 0.028 Uiso 1 1 calc R . . C4 C 0.1857(3) 0.5791(2) -0.04239(18) 0.0292(8) Uani 1 1 d . . . H4 H 0.1662 0.6364 -0.0598 0.035 Uiso 1 1 calc R . . C5 C 0.2744(3) 0.5672(2) 0.00171(19) 0.0335(8) Uani 1 1 d . . . H5 H 0.3165 0.6159 0.0152 0.040 Uiso 1 1 calc R . . C6 C 0.3015(3) 0.4824(2) 0.02645(17) 0.0234(7) Uani 1 1 d . . . C7 C 0.3616(3) 0.34143(18) 0.08001(15) 0.0162(6) Uani 1 1 d . . . C8 C 0.3967(3) 0.26788(18) 0.12330(15) 0.0152(6) Uani 1 1 d . . . C9 C 0.4816(3) 0.26965(19) 0.17234(16) 0.0196(6) Uani 1 1 d . . . H9 H 0.5277 0.3202 0.1750 0.024 Uiso 1 1 calc R . . C10 C 0.4978(3) 0.19786(19) 0.21651(15) 0.0191(6) Uani 1 1 d . . . H10 H 0.5553 0.1990 0.2498 0.023 Uiso 1 1 calc R . . C11 C 0.4301(3) 0.12296(19) 0.21269(15) 0.0172(6) Uani 1 1 d . . . C12 C 0.3493(3) 0.12103(18) 0.16194(15) 0.0151(6) Uani 1 1 d . . . H12 H 0.3058 0.0693 0.1586 0.018 Uiso 1 1 calc R . . C13 C 0.3295(2) 0.19239(18) 0.11543(15) 0.0139(6) Uani 1 1 d . . . C14 C 0.4422(3) 0.04854(18) 0.26475(15) 0.0176(6) Uani 1 1 d . . . C15 C 0.5534(3) 0.02624(19) 0.28963(15) 0.0184(6) Uani 1 1 d . . . H15 H 0.6233 0.0583 0.2722 0.022 Uiso 1 1 calc R . . C16 C 0.5636(3) -0.04224(19) 0.33958(16) 0.0202(7) Uani 1 1 d . . . C17 C 0.4605(3) -0.08906(19) 0.36312(16) 0.0205(7) Uani 1 1 d . . . H17 H 0.4666 -0.1360 0.3970 0.025 Uiso 1 1 calc R . . C18 C 0.3478(3) -0.0696(2) 0.33866(16) 0.0197(7) Uani 1 1 d . . . C19 C 0.3408(3) 0.00064(19) 0.29004(15) 0.0186(6) Uani 1 1 d . . . H19 H 0.2647 0.0162 0.2738 0.022 Uiso 1 1 calc R . . C20 C 0.2329(3) -0.1212(2) 0.36300(17) 0.0240(7) Uani 1 1 d . . . C21 C 0.1891(4) -0.1599(3) 0.2966(2) 0.0444(11) Uani 1 1 d . . . H21A H 0.1134 -0.1903 0.3116 0.067 Uiso 1 1 calc R . . H21B H 0.2522 -0.2018 0.2732 0.067 Uiso 1 1 calc R . . H21C H 0.1737 -0.1123 0.2623 0.067 Uiso 1 1 calc R . . C22 C 0.1311(3) -0.0581(2) 0.4000(2) 0.0394(9) Uani 1 1 d . . . H22A H 0.1132 -0.0108 0.3660 0.059 Uiso 1 1 calc R . . H22B H 0.1579 -0.0326 0.4427 0.059 Uiso 1 1 calc R . . H22C H 0.0571 -0.0905 0.4149 0.059 Uiso 1 1 calc R . . C23 C 0.2566(3) -0.1958(2) 0.4163(2) 0.0428(10) Uani 1 1 d . . . H23A H 0.1804 -0.2253 0.4319 0.064 Uiso 1 1 calc R . . H23B H 0.2863 -0.1715 0.4585 0.064 Uiso 1 1 calc R . . H23C H 0.3183 -0.2384 0.3925 0.064 Uiso 1 1 calc R . . C24 C 0.6835(3) -0.0635(2) 0.37083(17) 0.0254(7) Uani 1 1 d . . . C25 C 0.7143(3) -0.1626(2) 0.37181(18) 0.0303(8) Uani 1 1 d . . . H25A H 0.6489 -0.1922 0.4026 0.045 Uiso 1 1 calc R . . H25B H 0.7918 -0.1741 0.3911 0.045 Uiso 1 1 calc R . . H25C H 0.7220 -0.1852 0.3224 0.045 Uiso 1 1 calc R . . C26 C 0.7923(3) -0.0207(3) 0.3265(3) 0.0619(15) Uani 1 1 d . . . H26A H 0.8022 -0.0418 0.2766 0.093 Uiso 1 1 calc R . . H26B H 0.8668 -0.0363 0.3479 0.093 Uiso 1 1 calc R . . H26C H 0.7778 0.0435 0.3266 0.093 Uiso 1 1 calc R . . C27 C 0.6675(4) -0.0307(3) 0.4491(2) 0.0608(14) Uani 1 1 d . . . H27A H 0.6550 0.0336 0.4493 0.091 Uiso 1 1 calc R . . H27B H 0.7410 -0.0477 0.4710 0.091 Uiso 1 1 calc R . . H27C H 0.5963 -0.0571 0.4771 0.091 Uiso 1 1 calc R . . C28 C 0.2159(3) -0.00429(17) 0.02527(15) 0.0138(6) Uani 1 1 d . . . C29 C 0.3310(3) -0.02196(19) -0.01311(16) 0.0184(6) Uani 1 1 d . . . H29 H 0.3853 0.0241 -0.0255 0.022 Uiso 1 1 calc R . . C30 C 0.3656(3) -0.10745(19) -0.03309(16) 0.0214(7) Uani 1 1 d . . . H30 H 0.4448 -0.1205 -0.0588 0.026 Uiso 1 1 calc R . . C31 C 0.2846(3) -0.17530(19) -0.01566(16) 0.0214(7) Uani 1 1 d . . . H31 H 0.3089 -0.2335 -0.0312 0.026 Uiso 1 1 calc R . . C32 C 0.1704(3) -0.15919(19) 0.02355(16) 0.0201(7) Uani 1 1 d . . . H32 H 0.1160 -0.2054 0.0353 0.024 Uiso 1 1 calc R . . C33 C 0.1372(3) -0.07332(19) 0.04530(15) 0.0165(6) Uani 1 1 d . . . C34 C 0.0556(3) 0.07284(18) 0.08733(15) 0.0143(6) Uani 1 1 d . . . C35 C -0.0022(3) 0.15177(18) 0.12070(15) 0.0148(6) Uani 1 1 d . . . C36 C -0.1157(3) 0.15860(19) 0.16330(15) 0.0181(6) Uani 1 1 d . . . H36 H -0.1661 0.1095 0.1690 0.022 Uiso 1 1 calc R . . C37 C -0.1556(3) 0.23691(19) 0.19750(15) 0.0185(6) Uani 1 1 d . . . H37 H -0.2343 0.2422 0.2255 0.022 Uiso 1 1 calc R . . C38 C -0.0793(3) 0.30865(18) 0.19062(14) 0.0148(6) Uani 1 1 d . . . C39 C 0.0324(3) 0.30177(18) 0.14529(15) 0.0145(6) Uani 1 1 d . . . H39 H 0.0821 0.3513 0.1397 0.017 Uiso 1 1 calc R . . C40 C 0.0740(3) 0.22494(18) 0.10776(15) 0.0134(6) Uani 1 1 d . . . C41 C -0.1177(3) 0.39137(18) 0.23095(15) 0.0154(6) Uani 1 1 d . . . C42 C -0.0322(3) 0.43358(19) 0.26512(15) 0.0182(6) Uani 1 1 d . . . H42 H 0.0492 0.4091 0.2623 0.022 Uiso 1 1 calc R . . C43 C -0.0648(3) 0.5108(2) 0.30305(16) 0.0204(7) Uani 1 1 d . . . C44 C -0.1837(3) 0.54699(19) 0.30505(15) 0.0196(7) Uani 1 1 d . . . H44 H -0.2061 0.6004 0.3302 0.024 Uiso 1 1 calc R . . C45 C -0.2714(3) 0.50648(19) 0.27074(16) 0.0192(6) Uani 1 1 d . . . C46 C -0.2356(3) 0.42789(19) 0.23455(15) 0.0183(6) Uani 1 1 d . . . H46 H -0.2938 0.3987 0.2118 0.022 Uiso 1 1 calc R . . C47 C 0.0315(3) 0.5540(2) 0.34131(18) 0.0283(8) Uani 1 1 d . . . C48 C 0.0812(4) 0.4865(3) 0.3935(2) 0.0532(12) Uani 1 1 d . . . H48A H 0.0144 0.4694 0.4306 0.080 Uiso 1 1 calc R . . H48B H 0.1448 0.5127 0.4167 0.080 Uiso 1 1 calc R . . H48C H 0.1161 0.4343 0.3665 0.080 Uiso 1 1 calc R . . C49 C 0.1362(3) 0.5831(3) 0.2857(2) 0.0444(10) Uani 1 1 d . . . H49A H 0.2000 0.6062 0.3105 0.067 Uiso 1 1 calc R . . H49B H 0.1058 0.6292 0.2543 0.067 Uiso 1 1 calc R . . H49C H 0.1704 0.5327 0.2562 0.067 Uiso 1 1 calc R . . C50 C -0.0228(4) 0.6343(3) 0.3856(2) 0.0463(11) Uani 1 1 d . . . H50A H -0.0917 0.6167 0.4210 0.069 Uiso 1 1 calc R . . H50B H -0.0515 0.6798 0.3531 0.069 Uiso 1 1 calc R . . H50C H 0.0401 0.6579 0.4110 0.069 Uiso 1 1 calc R . . C51 C -0.4010(3) 0.5460(2) 0.27006(18) 0.0255(7) Uani 1 1 d . . . C52 C -0.4949(3) 0.4791(2) 0.3016(2) 0.0380(9) Uani 1 1 d . . . H52A H -0.4866 0.4270 0.2708 0.057 Uiso 1 1 calc R . . H52B H -0.5778 0.5061 0.3034 0.057 Uiso 1 1 calc R . . H52C H -0.4802 0.4617 0.3506 0.057 Uiso 1 1 calc R . . C53 C -0.4189(3) 0.5707(2) 0.19156(19) 0.0341(8) Uani 1 1 d . . . H53A H -0.4022 0.5184 0.1611 0.051 Uiso 1 1 calc R . . H53B H -0.3625 0.6162 0.1731 0.051 Uiso 1 1 calc R . . H53C H -0.5034 0.5932 0.1905 0.051 Uiso 1 1 calc R . . C54 C -0.4265(3) 0.6309(2) 0.3150(2) 0.0377(9) Uani 1 1 d . . . H54A H -0.5107 0.6535 0.3131 0.056 Uiso 1 1 calc R . . H54B H -0.3695 0.6754 0.2950 0.056 Uiso 1 1 calc R . . H54C H -0.4155 0.6179 0.3654 0.056 Uiso 1 1 calc R . . C55 C 0.0800(3) 0.2426(2) -0.17281(17) 0.0296(8) Uani 1 1 d . . . H55A H -0.0030 0.2277 -0.1520 0.044 Uiso 1 1 calc R . . H55B H 0.1045 0.2104 -0.2180 0.044 Uiso 1 1 calc R . . H55C H 0.0816 0.3061 -0.1828 0.044 Uiso 1 1 calc R . . C56 C 0.1684(3) 0.21713(18) -0.11938(15) 0.0178(6) Uani 1 1 d . . . C57 C 0.2894(3) 0.1953(2) -0.14699(16) 0.0252(7) Uani 1 1 d . . . H57 H 0.3073 0.1914 -0.1982 0.030 Uiso 1 1 calc R . . C58 C 0.3889(3) 0.17819(19) -0.10822(16) 0.0207(7) Uani 1 1 d . . . C59 C 0.5135(3) 0.1584(2) -0.14974(18) 0.0348(8) Uani 1 1 d . . . H59A H 0.5695 0.2027 -0.1388 0.052 Uiso 1 1 calc R . . H59B H 0.5081 0.1597 -0.2018 0.052 Uiso 1 1 calc R . . H59C H 0.5443 0.0998 -0.1358 0.052 Uiso 1 1 calc R . . C60 C 0.1846(4) 0.2382(3) 0.3107(2) 0.0553(12) Uani 1 1 d . . . H60 H 0.2168 0.2502 0.2617 0.066 Uiso 1 1 calc R . . C61 C 0.0780(5) 0.1961(3) 0.3261(3) 0.0640(15) Uani 1 1 d . . . H61 H 0.0370 0.1777 0.2879 0.077 Uiso 1 1 calc R . . C62 C 0.0275(4) 0.1795(3) 0.3998(3) 0.0587(13) Uani 1 1 d . . . H62 H -0.0477 0.1513 0.4114 0.070 Uiso 1 1 calc R . . C63 C 0.0913(4) 0.2054(3) 0.4533(2) 0.0477(10) Uani 1 1 d . . . H63 H 0.0609 0.1948 0.5027 0.057 Uiso 1 1 calc R . . C64 C 0.1989(4) 0.2468(3) 0.4350(2) 0.0505(11) Uani 1 1 d . . . H64 H 0.2425 0.2646 0.4723 0.061 Uiso 1 1 calc R . . C65 C 0.2449(4) 0.2629(3) 0.3644(2) 0.0519(11) Uani 1 1 d . . . H65 H 0.3196 0.2917 0.3531 0.062 Uiso 1 1 calc R . . C66 C 0.5558(5) 0.2572(3) 0.4313(2) 0.0548(12) Uani 1 1 d . . . H66 H 0.5022 0.2126 0.4235 0.066 Uiso 1 1 calc R . . C67 C 0.5164(4) 0.3234(3) 0.4792(2) 0.0527(11) Uani 1 1 d . . . H67 H 0.4351 0.3254 0.5041 0.063 Uiso 1 1 calc R . . C68 C 0.5960(5) 0.3875(3) 0.4911(2) 0.0558(12) Uani 1 1 d . . . H68 H 0.5695 0.4325 0.5252 0.067 Uiso 1 1 calc R . . C69 C 0.7108(5) 0.3864(3) 0.4548(2) 0.0586(13) Uani 1 1 d . . . H69 H 0.7644 0.4310 0.4628 0.070 Uiso 1 1 calc R . . C70 C 0.7496(4) 0.3209(4) 0.4063(2) 0.0644(15) Uani 1 1 d . . . H70 H 0.8300 0.3205 0.3804 0.077 Uiso 1 1 calc R . . C71 C 0.6724(5) 0.2553(3) 0.3948(2) 0.0569(13) Uani 1 1 d . . . H71 H 0.7001 0.2094 0.3618 0.068 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01096(7) 0.01072(7) 0.01342(7) 0.00157(4) -0.00380(4) -0.00060(4) S1 0.0385(5) 0.0149(4) 0.0415(5) 0.0075(4) -0.0240(4) -0.0107(4) S2 0.0165(4) 0.0132(4) 0.0251(4) -0.0007(3) -0.0005(3) -0.0036(3) O1 0.0172(11) 0.0157(10) 0.0206(11) 0.0043(8) -0.0073(9) -0.0030(9) O2 0.0159(11) 0.0150(10) 0.0178(10) 0.0012(8) -0.0016(8) 0.0000(8) N1 0.0131(12) 0.0179(13) 0.0152(12) 0.0029(10) -0.0028(10) -0.0014(10) N2 0.0127(12) 0.0169(13) 0.0116(11) -0.0002(10) -0.0062(10) 0.0001(10) C1 0.0180(15) 0.0094(14) 0.0160(14) 0.0035(11) 0.0015(12) 0.0014(12) C2 0.0197(16) 0.0190(16) 0.0203(15) 0.0021(12) -0.0035(13) 0.0018(13) C3 0.0255(17) 0.0234(17) 0.0217(16) 0.0051(13) -0.0052(14) 0.0031(14) C4 0.041(2) 0.0142(16) 0.0326(18) 0.0102(14) -0.0093(16) 0.0010(15) C5 0.045(2) 0.0155(17) 0.042(2) 0.0065(15) -0.0142(18) -0.0071(16) C6 0.0294(18) 0.0160(16) 0.0272(17) 0.0065(13) -0.0119(14) -0.0043(14) C7 0.0160(15) 0.0129(14) 0.0205(15) 0.0023(12) -0.0050(12) -0.0041(12) C8 0.0149(15) 0.0141(14) 0.0165(14) 0.0023(12) -0.0020(12) -0.0009(12) C9 0.0193(16) 0.0170(15) 0.0244(16) 0.0009(12) -0.0082(13) -0.0047(13) C10 0.0148(15) 0.0250(16) 0.0195(15) 0.0015(13) -0.0085(12) -0.0042(13) C11 0.0148(15) 0.0186(15) 0.0183(15) 0.0022(12) -0.0032(12) 0.0013(12) C12 0.0121(14) 0.0160(15) 0.0175(14) 0.0003(12) -0.0028(11) -0.0003(12) C13 0.0083(13) 0.0151(15) 0.0169(14) 0.0019(11) 0.0027(11) -0.0003(11) C14 0.0212(16) 0.0138(15) 0.0186(15) 0.0005(12) -0.0055(12) -0.0001(12) C15 0.0170(15) 0.0188(15) 0.0206(15) 0.0014(12) -0.0066(12) -0.0017(12) C16 0.0219(17) 0.0187(16) 0.0219(16) -0.0003(13) -0.0113(13) 0.0034(13) C17 0.0263(17) 0.0174(15) 0.0196(15) 0.0061(12) -0.0106(13) -0.0012(13) C18 0.0200(16) 0.0215(16) 0.0186(15) 0.0021(13) -0.0058(13) -0.0014(13) C19 0.0173(15) 0.0199(16) 0.0195(15) 0.0031(12) -0.0066(12) -0.0013(13) C20 0.0255(17) 0.0241(17) 0.0241(17) 0.0081(14) -0.0084(14) -0.0065(14) C21 0.051(3) 0.046(2) 0.040(2) 0.0064(18) -0.0135(19) -0.032(2) C22 0.0249(19) 0.042(2) 0.050(2) 0.0088(18) 0.0007(17) -0.0063(17) C23 0.032(2) 0.047(2) 0.051(2) 0.0277(19) -0.0079(18) -0.0139(18) C24 0.0262(18) 0.0219(17) 0.0319(18) 0.0026(14) -0.0189(15) 0.0024(14) C25 0.0307(19) 0.0297(19) 0.0322(19) 0.0006(15) -0.0142(16) 0.0074(15) C26 0.025(2) 0.058(3) 0.110(4) 0.042(3) -0.037(2) -0.012(2) C27 0.070(3) 0.062(3) 0.061(3) -0.032(2) -0.053(3) 0.037(2) C28 0.0196(15) 0.0077(13) 0.0161(14) -0.0002(11) -0.0094(12) -0.0005(12) C29 0.0155(15) 0.0163(15) 0.0238(16) 0.0023(12) -0.0043(12) -0.0009(12) C30 0.0182(16) 0.0205(16) 0.0251(16) 0.0026(13) -0.0026(13) 0.0003(13) C31 0.0278(17) 0.0118(15) 0.0246(16) -0.0008(12) -0.0053(14) 0.0025(13) C32 0.0242(17) 0.0140(15) 0.0231(16) 0.0011(12) -0.0048(13) -0.0056(13) C33 0.0137(15) 0.0156(15) 0.0205(15) -0.0004(12) -0.0038(12) -0.0001(12) C34 0.0148(14) 0.0139(14) 0.0162(14) 0.0006(11) -0.0090(12) -0.0023(12) C35 0.0138(14) 0.0134(14) 0.0177(14) 0.0013(11) -0.0045(12) -0.0009(12) C36 0.0163(15) 0.0167(15) 0.0214(15) 0.0005(12) -0.0024(12) -0.0032(12) C37 0.0126(15) 0.0232(16) 0.0188(15) -0.0013(12) 0.0012(12) -0.0012(13) C38 0.0173(15) 0.0148(14) 0.0137(14) 0.0008(11) -0.0071(12) 0.0004(12) C39 0.0154(15) 0.0115(14) 0.0175(14) 0.0013(11) -0.0053(12) -0.0031(12) C40 0.0141(14) 0.0133(14) 0.0140(14) 0.0041(11) -0.0059(11) -0.0011(12) C41 0.0181(15) 0.0125(14) 0.0155(14) 0.0007(11) -0.0019(12) -0.0005(12) C42 0.0178(16) 0.0185(15) 0.0185(15) 0.0019(12) -0.0032(12) -0.0003(13) C43 0.0212(16) 0.0205(16) 0.0205(15) -0.0001(13) -0.0053(13) -0.0045(13) C44 0.0228(17) 0.0176(16) 0.0182(15) -0.0060(12) -0.0014(13) -0.0001(13) C45 0.0178(16) 0.0193(16) 0.0202(15) -0.0025(13) -0.0016(12) -0.0008(13) C46 0.0187(16) 0.0191(16) 0.0181(15) -0.0027(12) -0.0051(12) -0.0016(13) C47 0.0252(18) 0.0262(18) 0.0367(19) -0.0093(15) -0.0144(15) 0.0003(15) C48 0.072(3) 0.044(2) 0.055(3) -0.007(2) -0.049(2) -0.003(2) C49 0.024(2) 0.044(2) 0.068(3) -0.015(2) -0.0114(19) -0.0098(18) C50 0.037(2) 0.045(2) 0.060(3) -0.031(2) -0.016(2) -0.0043(19) C51 0.0204(17) 0.0225(17) 0.0338(18) -0.0113(14) -0.0043(14) 0.0026(14) C52 0.0193(18) 0.041(2) 0.052(2) -0.0094(18) 0.0021(16) 0.0020(16) C53 0.0248(19) 0.036(2) 0.044(2) -0.0081(17) -0.0148(16) 0.0108(16) C54 0.0267(19) 0.038(2) 0.048(2) -0.0227(18) -0.0056(17) 0.0111(16) C55 0.0299(19) 0.038(2) 0.0233(17) 0.0040(15) -0.0115(15) -0.0028(16) C56 0.0256(17) 0.0129(15) 0.0167(15) 0.0030(12) -0.0080(13) -0.0044(13) C57 0.0288(18) 0.0317(18) 0.0151(15) 0.0004(13) -0.0040(13) 0.0010(15) C58 0.0224(17) 0.0154(15) 0.0233(16) 0.0008(13) 0.0013(13) -0.0029(13) C59 0.0278(19) 0.050(2) 0.0241(17) -0.0034(16) 0.0020(15) 0.0080(17) C60 0.062(3) 0.063(3) 0.036(2) -0.001(2) -0.004(2) 0.037(2) C61 0.091(4) 0.052(3) 0.057(3) -0.015(2) -0.050(3) 0.034(3) C62 0.050(3) 0.047(3) 0.083(4) 0.005(2) -0.025(3) 0.005(2) C63 0.049(3) 0.055(3) 0.036(2) 0.0082(19) -0.0006(19) 0.008(2) C64 0.051(3) 0.069(3) 0.032(2) 0.001(2) -0.0094(19) 0.001(2) C65 0.040(2) 0.070(3) 0.042(2) 0.012(2) -0.0007(19) 0.016(2) C66 0.071(3) 0.057(3) 0.041(2) 0.011(2) -0.025(2) -0.007(3) C67 0.041(3) 0.074(3) 0.041(2) 0.010(2) -0.002(2) 0.003(2) C68 0.076(4) 0.050(3) 0.041(2) 0.002(2) -0.011(2) 0.004(3) C69 0.059(3) 0.070(3) 0.048(3) 0.027(2) -0.013(2) -0.016(3) C70 0.046(3) 0.103(4) 0.038(3) 0.037(3) 0.006(2) 0.009(3) C71 0.083(4) 0.061(3) 0.024(2) 0.005(2) -0.010(2) 0.023(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C40 1.992(3) . ? Ir1 C13 1.992(3) . ? Ir1 N2 2.044(2) . ? Ir1 N1 2.045(2) . ? Ir1 O2 2.131(2) . ? Ir1 O1 2.1573(19) . ? S1 C7 1.730(3) . ? S1 C6 1.734(3) . ? S2 C34 1.730(3) . ? S2 C33 1.740(3) . ? O1 C56 1.270(3) . ? O2 C58 1.266(3) . ? N1 C7 1.325(4) . ? N1 C1 1.396(4) . ? N2 C34 1.322(4) . ? N2 C28 1.402(4) . ? C1 C2 1.383(4) . ? C1 C6 1.409(4) . ? C2 C3 1.380(4) . ? C2 H2 0.9500 . ? C3 C4 1.399(4) . ? C3 H3 0.9500 . ? C4 C5 1.367(5) . ? C4 H4 0.9500 . ? C5 C6 1.394(4) . ? C5 H5 0.9500 . ? C7 C8 1.435(4) . ? C8 C9 1.400(4) . ? C8 C13 1.419(4) . ? C9 C10 1.374(4) . ? C9 H9 0.9500 . ? C10 C11 1.403(4) . ? C10 H10 0.9500 . ? C11 C12 1.390(4) . ? C11 C14 1.490(4) . ? C12 C13 1.403(4) . ? C12 H12 0.9500 . ? C14 C19 1.389(4) . ? C14 C15 1.396(4) . ? C15 C16 1.394(4) . ? C15 H15 0.9500 . ? C16 C17 1.389(4) . ? C16 C24 1.538(4) . ? C17 C18 1.401(4) . ? C17 H17 0.9500 . ? C18 C19 1.393(4) . ? C18 C20 1.536(4) . ? C19 H19 0.9500 . ? C20 C23 1.530(4) . ? C20 C21 1.530(4) . ? C20 C22 1.535(5) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C26 1.527(5) . ? C24 C25 1.528(4) . ? C24 C27 1.536(5) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.384(4) . ? C28 C33 1.408(4) . ? C29 C30 1.379(4) . ? C29 H29 0.9500 . ? C30 C31 1.404(4) . ? C30 H30 0.9500 . ? C31 C32 1.379(4) . ? C31 H31 0.9500 . ? C32 C33 1.390(4) . ? C32 H32 0.9500 . ? C34 C35 1.440(4) . ? C35 C36 1.387(4) . ? C35 C40 1.426(4) . ? C36 C37 1.383(4) . ? C36 H36 0.9500 . ? C37 C38 1.406(4) . ? C37 H37 0.9500 . ? C38 C39 1.394(4) . ? C38 C41 1.489(4) . ? C39 C40 1.397(4) . ? C39 H39 0.9500 . ? C41 C46 1.383(4) . ? C41 C42 1.399(4) . ? C42 C43 1.387(4) . ? C42 H42 0.9500 . ? C43 C44 1.393(4) . ? C43 C47 1.541(4) . ? C44 C45 1.407(4) . ? C44 H44 0.9500 . ? C45 C46 1.395(4) . ? C45 C51 1.525(4) . ? C46 H46 0.9500 . ? C47 C49 1.520(5) . ? C47 C48 1.534(5) . ? C47 C50 1.535(5) . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 C52 1.540(4) . ? C51 C53 1.542(5) . ? C51 C54 1.545(4) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 C56 1.522(4) . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 C57 1.389(4) . ? C57 C58 1.409(4) . ? C57 H57 0.9500 . ? C58 C59 1.500(4) . ? C59 H59A 0.9800 . ? C59 H59B 0.9800 . ? C59 H59C 0.9800 . ? C60 C65 1.347(6) . ? C60 C61 1.363(7) . ? C60 H60 0.9500 . ? C61 C62 1.431(7) . ? C61 H61 0.9500 . ? C62 C63 1.374(6) . ? C62 H62 0.9500 . ? C63 C64 1.371(6) . ? C63 H63 0.9500 . ? C64 C65 1.365(5) . ? C64 H64 0.9500 . ? C65 H65 0.9500 . ? C66 C71 1.368(6) . ? C66 C67 1.371(6) . ? C66 H66 0.9500 . ? C67 C68 1.386(6) . ? C67 H67 0.9500 . ? C68 C69 1.351(6) . ? C68 H68 0.9500 . ? C69 C70 1.369(7) . ? C69 H69 0.9500 . ? C70 C71 1.384(7) . ? C70 H70 0.9500 . ? C71 H71 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 C40 Ir1 C13 91.90(11) . . ? C40 Ir1 N2 80.01(11) . . ? C13 Ir1 N2 95.01(10) . . ? C40 Ir1 N1 94.70(11) . . ? C13 Ir1 N1 80.83(10) . . ? N2 Ir1 N1 173.20(8) . . ? C40 Ir1 O2 178.95(8) . . ? C13 Ir1 O2 88.79(10) . . ? N2 Ir1 O2 99.14(9) . . ? N1 Ir1 O2 86.20(9) . . ? C40 Ir1 O1 91.50(9) . . ? C13 Ir1 O1 175.75(8) . . ? N2 Ir1 O1 88.10(8) . . ? N1 Ir1 O1 96.34(8) . . ? O2 Ir1 O1 87.84(8) . . ? C7 S1 C6 89.88(14) . . ? C34 S2 C33 89.99(14) . . ? C56 O1 Ir1 124.69(19) . . ? C58 O2 Ir1 126.37(19) . . ? C7 N1 C1 112.1(2) . . ? C7 N1 Ir1 113.14(19) . . ? C1 N1 Ir1 134.67(18) . . ? C34 N2 C28 112.2(2) . . ? C34 N2 Ir1 114.18(19) . . ? C28 N2 Ir1 133.66(19) . . ? C2 C1 N1 127.4(3) . . ? C2 C1 C6 119.5(3) . . ? N1 C1 C6 113.1(2) . . ? C3 C2 C1 119.1(3) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 121.2(3) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 120.6(3) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 118.6(3) . . ? C4 C5 H5 120.7 . . ? C6 C5 H5 120.7 . . ? C5 C6 C1 121.1(3) . . ? C5 C6 S1 128.6(2) . . ? C1 C6 S1 110.3(2) . . ? N1 C7 C8 118.3(2) . . ? N1 C7 S1 114.6(2) . . ? C8 C7 S1 126.7(2) . . ? C9 C8 C13 122.0(3) . . ? C9 C8 C7 125.1(2) . . ? C13 C8 C7 112.8(2) . . ? C10 C9 C8 119.7(2) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C9 C10 C11 120.4(3) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 C10 119.2(3) . . ? C12 C11 C14 121.2(2) . . ? C10 C11 C14 119.6(2) . . ? C11 C12 C13 122.7(2) . . ? C11 C12 H12 118.7 . . ? C13 C12 H12 118.7 . . ? C12 C13 C8 116.0(2) . . ? C12 C13 Ir1 130.0(2) . . ? C8 C13 Ir1 114.0(2) . . ? C19 C14 C15 118.9(3) . . ? C19 C14 C11 119.7(3) . . ? C15 C14 C11 121.4(3) . . ? C16 C15 C14 121.2(3) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C17 C16 C15 118.2(3) . . ? C17 C16 C24 120.2(3) . . ? C15 C16 C24 121.5(3) . . ? C16 C17 C18 122.3(3) . . ? C16 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C19 C18 C17 117.6(3) . . ? C19 C18 C20 119.0(3) . . ? C17 C18 C20 123.4(3) . . ? C14 C19 C18 121.7(3) . . ? C14 C19 H19 119.1 . . ? C18 C19 H19 119.1 . . ? C23 C20 C21 109.1(3) . . ? C23 C20 C22 108.5(3) . . ? C21 C20 C22 108.5(3) . . ? C23 C20 C18 112.2(3) . . ? C21 C20 C18 109.3(3) . . ? C22 C20 C18 109.2(3) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C26 C24 C25 107.0(3) . . ? C26 C24 C27 109.7(3) . . ? C25 C24 C27 108.3(3) . . ? C26 C24 C16 112.0(3) . . ? C25 C24 C16 111.3(2) . . ? C27 C24 C16 108.4(3) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 N2 126.7(2) . . ? C29 C28 C33 120.2(3) . . ? N2 C28 C33 113.1(3) . . ? C30 C29 C28 119.0(3) . . ? C30 C29 H29 120.5 . . ? C28 C29 H29 120.5 . . ? C29 C30 C31 120.4(3) . . ? C29 C30 H30 119.8 . . ? C31 C30 H30 119.8 . . ? C32 C31 C30 121.4(3) . . ? C32 C31 H31 119.3 . . ? C30 C31 H31 119.3 . . ? C31 C32 C33 118.0(3) . . ? C31 C32 H32 121.0 . . ? C33 C32 H32 121.0 . . ? C32 C33 C28 120.9(3) . . ? C32 C33 S2 129.0(2) . . ? C28 C33 S2 110.1(2) . . ? N2 C34 C35 117.9(2) . . ? N2 C34 S2 114.7(2) . . ? C35 C34 S2 127.3(2) . . ? C36 C35 C40 121.9(3) . . ? C36 C35 C34 126.1(2) . . ? C40 C35 C34 111.9(2) . . ? C37 C36 C35 120.1(3) . . ? C37 C36 H36 120.0 . . ? C35 C36 H36 120.0 . . ? C36 C37 C38 119.8(3) . . ? C36 C37 H37 120.1 . . ? C38 C37 H37 120.1 . . ? C39 C38 C37 119.3(3) . . ? C39 C38 C41 120.4(2) . . ? C37 C38 C41 120.3(3) . . ? C38 C39 C40 122.6(2) . . ? C38 C39 H39 118.7 . . ? C40 C39 H39 118.7 . . ? C39 C40 C35 116.1(3) . . ? C39 C40 Ir1 128.9(2) . . ? C35 C40 Ir1 115.0(2) . . ? C46 C41 C42 119.3(3) . . ? C46 C41 C38 121.4(2) . . ? C42 C41 C38 119.3(3) . . ? C43 C42 C41 120.8(3) . . ? C43 C42 H42 119.6 . . ? C41 C42 H42 119.6 . . ? C42 C43 C44 118.8(3) . . ? C42 C43 C47 119.1(3) . . ? C44 C43 C47 122.1(3) . . ? C43 C44 C45 121.7(3) . . ? C43 C44 H44 119.1 . . ? C45 C44 H44 119.1 . . ? C46 C45 C44 117.7(3) . . ? C46 C45 C51 119.4(2) . . ? C44 C45 C51 122.9(3) . . ? C41 C46 C45 121.7(3) . . ? C41 C46 H46 119.2 . . ? C45 C46 H46 119.2 . . ? C49 C47 C48 109.3(3) . . ? C49 C47 C50 108.6(3) . . ? C48 C47 C50 107.9(3) . . ? C49 C47 C43 109.9(3) . . ? C48 C47 C43 108.9(3) . . ? C50 C47 C43 112.1(3) . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C47 C49 H49A 109.5 . . ? C47 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C47 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C47 C50 H50A 109.5 . . ? C47 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C47 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C45 C51 C52 110.0(3) . . ? C45 C51 C53 109.2(3) . . ? C52 C51 C53 110.1(3) . . ? C45 C51 C54 112.6(2) . . ? C52 C51 C54 107.8(3) . . ? C53 C51 C54 107.1(3) . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C51 C53 H53A 109.5 . . ? C51 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C51 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C51 C54 H54A 109.5 . . ? C51 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C51 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C56 C55 H55A 109.5 . . ? C56 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C56 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? O1 C56 C57 127.1(3) . . ? O1 C56 C55 114.9(3) . . ? C57 C56 C55 118.0(3) . . ? C56 C57 C58 127.8(3) . . ? C56 C57 H57 116.1 . . ? C58 C57 H57 116.1 . . ? O2 C58 C57 125.9(3) . . ? O2 C58 C59 115.4(3) . . ? C57 C58 C59 118.7(3) . . ? C58 C59 H59A 109.5 . . ? C58 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? C58 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? C65 C60 C61 120.5(4) . . ? C65 C60 H60 119.8 . . ? C61 C60 H60 119.8 . . ? C60 C61 C62 120.1(4) . . ? C60 C61 H61 119.9 . . ? C62 C61 H61 119.9 . . ? C63 C62 C61 117.9(4) . . ? C63 C62 H62 121.0 . . ? C61 C62 H62 121.0 . . ? C64 C63 C62 119.8(4) . . ? C64 C63 H63 120.1 . . ? C62 C63 H63 120.1 . . ? C65 C64 C63 121.4(4) . . ? C65 C64 H64 119.3 . . ? C63 C64 H64 119.3 . . ? C60 C65 C64 120.3(4) . . ? C60 C65 H65 119.9 . . ? C64 C65 H65 119.9 . . ? C71 C66 C67 120.1(4) . . ? C71 C66 H66 120.0 . . ? C67 C66 H66 120.0 . . ? C66 C67 C68 119.5(4) . . ? C66 C67 H67 120.2 . . ? C68 C67 H67 120.2 . . ? C69 C68 C67 120.7(5) . . ? C69 C68 H68 119.7 . . ? C67 C68 H68 119.7 . . ? C68 C69 C70 119.7(4) . . ? C68 C69 H69 120.1 . . ? C70 C69 H69 120.1 . . ? C69 C70 C71 120.5(5) . . ? C69 C70 H70 119.8 . . ? C71 C70 H70 119.8 . . ? C66 C71 C70 119.5(4) . . ? C66 C71 H71 120.3 . . ? C70 C71 H71 120.3 . . ? 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 C40 Ir1 O1 C56 177.9(2) . . . . ? N2 Ir1 O1 C56 -102.2(2) . . . . ? N1 Ir1 O1 C56 83.0(2) . . . . ? O2 Ir1 O1 C56 -2.9(2) . . . . ? C13 Ir1 O2 C58 -177.7(2) . . . . ? N2 Ir1 O2 C58 87.4(2) . . . . ? N1 Ir1 O2 C58 -96.8(2) . . . . ? O1 Ir1 O2 C58 -0.3(2) . . . . ? C40 Ir1 N1 C7 98.5(2) . . . . ? C13 Ir1 N1 C7 7.3(2) . . . . ? O2 Ir1 N1 C7 -82.1(2) . . . . ? O1 Ir1 N1 C7 -169.5(2) . . . . ? C40 Ir1 N1 C1 -76.8(3) . . . . ? C13 Ir1 N1 C1 -168.0(3) . . . . ? O2 Ir1 N1 C1 102.7(3) . . . . ? O1 Ir1 N1 C1 15.3(3) . . . . ? C40 Ir1 N2 C34 8.31(18) . . . . ? C13 Ir1 N2 C34 99.4(2) . . . . ? O2 Ir1 N2 C34 -171.06(18) . . . . ? O1 Ir1 N2 C34 -83.55(19) . . . . ? C40 Ir1 N2 C28 -172.5(2) . . . . ? C13 Ir1 N2 C28 -81.5(2) . . . . ? O2 Ir1 N2 C28 8.1(2) . . . . ? O1 Ir1 N2 C28 95.6(2) . . . . ? C7 N1 C1 C2 -176.8(3) . . . . ? Ir1 N1 C1 C2 -1.6(5) . . . . ? C7 N1 C1 C6 1.1(4) . . . . ? Ir1 N1 C1 C6 176.3(2) . . . . ? N1 C1 C2 C3 178.2(3) . . . . ? C6 C1 C2 C3 0.4(5) . . . . ? C1 C2 C3 C4 0.2(5) . . . . ? C2 C3 C4 C5 -0.5(5) . . . . ? C3 C4 C5 C6 0.1(6) . . . . ? C4 C5 C6 C1 0.5(6) . . . . ? C4 C5 C6 S1 -177.8(3) . . . . ? C2 C1 C6 C5 -0.7(5) . . . . ? N1 C1 C6 C5 -178.8(3) . . . . ? C2 C1 C6 S1 177.8(2) . . . . ? N1 C1 C6 S1 -0.2(3) . . . . ? C7 S1 C6 C5 178.0(4) . . . . ? C7 S1 C6 C1 -0.5(3) . . . . ? C1 N1 C7 C8 171.6(3) . . . . ? Ir1 N1 C7 C8 -4.7(4) . . . . ? C1 N1 C7 S1 -1.4(3) . . . . ? Ir1 N1 C7 S1 -177.79(13) . . . . ? C6 S1 C7 N1 1.1(3) . . . . ? C6 S1 C7 C8 -171.3(3) . . . . ? N1 C7 C8 C9 -178.3(3) . . . . ? S1 C7 C8 C9 -6.1(5) . . . . ? N1 C7 C8 C13 -2.4(4) . . . . ? S1 C7 C8 C13 169.7(2) . . . . ? C13 C8 C9 C10 -2.6(5) . . . . ? C7 C8 C9 C10 172.9(3) . . . . ? C8 C9 C10 C11 0.1(5) . . . . ? C9 C10 C11 C12 2.2(5) . . . . ? C9 C10 C11 C14 -175.5(3) . . . . ? C10 C11 C12 C13 -2.1(5) . . . . ? C14 C11 C12 C13 175.6(3) . . . . ? C11 C12 C13 C8 -0.3(4) . . . . ? C11 C12 C13 Ir1 177.4(2) . . . . ? C9 C8 C13 C12 2.7(4) . . . . ? C7 C8 C13 C12 -173.3(3) . . . . ? C9 C8 C13 Ir1 -175.5(2) . . . . ? C7 C8 C13 Ir1 8.6(3) . . . . ? C40 Ir1 C13 C12 79.2(3) . . . . ? N2 Ir1 C13 C12 -1.0(3) . . . . ? N1 Ir1 C13 C12 173.6(3) . . . . ? O2 Ir1 C13 C12 -100.0(3) . . . . ? C40 Ir1 C13 C8 -103.0(2) . . . . ? N2 Ir1 C13 C8 176.8(2) . . . . ? N1 Ir1 C13 C8 -8.6(2) . . . . ? O2 Ir1 C13 C8 77.8(2) . . . . ? C12 C11 C14 C19 -32.8(4) . . . . ? C10 C11 C14 C19 144.9(3) . . . . ? C12 C11 C14 C15 148.0(3) . . . . ? C10 C11 C14 C15 -34.3(4) . . . . ? C19 C14 C15 C16 -0.6(5) . . . . ? C11 C14 C15 C16 178.6(3) . . . . ? C14 C15 C16 C17 1.2(5) . . . . ? C14 C15 C16 C24 -176.2(3) . . . . ? C15 C16 C17 C18 -0.2(5) . . . . ? C24 C16 C17 C18 177.1(3) . . . . ? C16 C17 C18 C19 -1.2(5) . . . . ? C16 C17 C18 C20 179.1(3) . . . . ? C15 C14 C19 C18 -0.9(5) . . . . ? C11 C14 C19 C18 179.9(3) . . . . ? C17 C18 C19 C14 1.8(5) . . . . ? C20 C18 C19 C14 -178.5(3) . . . . ? C19 C18 C20 C23 -180.0(3) . . . . ? C17 C18 C20 C23 -0.3(5) . . . . ? C19 C18 C20 C21 58.9(4) . . . . ? C17 C18 C20 C21 -121.4(3) . . . . ? C19 C18 C20 C22 -59.6(4) . . . . ? C17 C18 C20 C22 120.0(3) . . . . ? C17 C16 C24 C26 166.9(3) . . . . ? C15 C16 C24 C26 -15.9(5) . . . . ? C17 C16 C24 C25 47.1(4) . . . . ? C15 C16 C24 C25 -135.6(3) . . . . ? C17 C16 C24 C27 -71.9(4) . . . . ? C15 C16 C24 C27 105.4(4) . . . . ? C34 N2 C28 C29 -177.1(3) . . . . ? Ir1 N2 C28 C29 3.7(4) . . . . ? C34 N2 C28 C33 1.7(3) . . . . ? Ir1 N2 C28 C33 -177.49(18) . . . . ? N2 C28 C29 C30 -179.4(3) . . . . ? C33 C28 C29 C30 1.9(4) . . . . ? C28 C29 C30 C31 0.9(4) . . . . ? C29 C30 C31 C32 -2.0(4) . . . . ? C30 C31 C32 C33 0.2(4) . . . . ? C31 C32 C33 C28 2.6(4) . . . . ? C31 C32 C33 S2 -179.7(2) . . . . ? C29 C28 C33 C32 -3.7(4) . . . . ? N2 C28 C33 C32 177.4(2) . . . . ? C29 C28 C33 S2 178.2(2) . . . . ? N2 C28 C33 S2 -0.7(3) . . . . ? C34 S2 C33 C32 -178.2(3) . . . . ? C34 S2 C33 C28 -0.3(2) . . . . ? C28 N2 C34 C35 174.6(2) . . . . ? Ir1 N2 C34 C35 -6.0(3) . . . . ? C28 N2 C34 S2 -1.9(3) . . . . ? Ir1 N2 C34 S2 177.43(11) . . . . ? C33 S2 C34 N2 1.3(2) . . . . ? C33 S2 C34 C35 -174.9(2) . . . . ? N2 C34 C35 C36 -179.0(3) . . . . ? S2 C34 C35 C36 -2.9(4) . . . . ? N2 C34 C35 C40 -1.6(3) . . . . ? S2 C34 C35 C40 174.5(2) . . . . ? C40 C35 C36 C37 -3.1(4) . . . . ? C34 C35 C36 C37 174.1(3) . . . . ? C35 C36 C37 C38 -1.9(4) . . . . ? C36 C37 C38 C39 4.4(4) . . . . ? C36 C37 C38 C41 -176.1(3) . . . . ? C37 C38 C39 C40 -2.1(4) . . . . ? C41 C38 C39 C40 178.3(2) . . . . ? C38 C39 C40 C35 -2.6(4) . . . . ? C38 C39 C40 Ir1 176.3(2) . . . . ? C36 C35 C40 C39 5.2(4) . . . . ? C34 C35 C40 C39 -172.4(2) . . . . ? C36 C35 C40 Ir1 -173.8(2) . . . . ? C34 C35 C40 Ir1 8.6(3) . . . . ? C13 Ir1 C40 C39 77.2(3) . . . . ? N2 Ir1 C40 C39 172.0(3) . . . . ? N1 Ir1 C40 C39 -3.7(3) . . . . ? O1 Ir1 C40 C39 -100.2(2) . . . . ? C13 Ir1 C40 C35 -103.9(2) . . . . ? N2 Ir1 C40 C35 -9.16(19) . . . . ? N1 Ir1 C40 C35 175.13(19) . . . . ? O1 Ir1 C40 C35 78.6(2) . . . . ? C39 C38 C41 C46 135.6(3) . . . . ? C37 C38 C41 C46 -44.0(4) . . . . ? C39 C38 C41 C42 -43.6(4) . . . . ? C37 C38 C41 C42 136.8(3) . . . . ? C46 C41 C42 C43 0.7(4) . . . . ? C38 C41 C42 C43 179.9(3) . . . . ? C41 C42 C43 C44 -1.6(4) . . . . ? C41 C42 C43 C47 178.6(3) . . . . ? C42 C43 C44 C45 1.1(4) . . . . ? C47 C43 C44 C45 -179.2(3) . . . . ? C43 C44 C45 C46 0.3(4) . . . . ? C43 C44 C45 C51 -178.1(3) . . . . ? C42 C41 C46 C45 0.8(4) . . . . ? C38 C41 C46 C45 -178.4(3) . . . . ? C44 C45 C46 C41 -1.3(4) . . . . ? C51 C45 C46 C41 177.2(3) . . . . ? C42 C43 C47 C49 63.7(4) . . . . ? C44 C43 C47 C49 -116.1(3) . . . . ? C42 C43 C47 C48 -56.1(4) . . . . ? C44 C43 C47 C48 124.2(3) . . . . ? C42 C43 C47 C50 -175.4(3) . . . . ? C44 C43 C47 C50 4.9(4) . . . . ? C46 C45 C51 C52 57.6(4) . . . . ? C44 C45 C51 C52 -124.0(3) . . . . ? C46 C45 C51 C53 -63.3(4) . . . . ? C44 C45 C51 C53 115.1(3) . . . . ? C46 C45 C51 C54 177.9(3) . . . . ? C44 C45 C51 C54 -3.7(4) . . . . ? Ir1 O1 C56 C57 5.7(4) . . . . ? Ir1 O1 C56 C55 -172.56(18) . . . . ? O1 C56 C57 C58 -4.9(5) . . . . ? C55 C56 C57 C58 173.3(3) . . . . ? Ir1 O2 C58 C57 1.2(4) . . . . ? Ir1 O2 C58 C59 -179.7(2) . . . . ? C56 C57 C58 O2 0.9(5) . . . . ? C56 C57 C58 C59 -178.2(3) . . . . ? C65 C60 C61 C62 1.3(7) . . . . ? C60 C61 C62 C63 -1.4(6) . . . . ? C61 C62 C63 C64 0.7(6) . . . . ? C62 C63 C64 C65 0.0(7) . . . . ? C61 C60 C65 C64 -0.6(7) . . . . ? C63 C64 C65 C60 0.0(7) . . . . ? C71 C66 C67 C68 -1.0(6) . . . . ? C66 C67 C68 C69 1.6(6) . . . . ? C67 C68 C69 C70 -0.8(7) . . . . ? C68 C69 C70 C71 -0.6(7) . . . . ? C67 C66 C71 C70 -0.4(6) . . . . ? C69 C70 C71 C66 1.2(6) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.063 _refine_diff_density_min -1.763 _refine_diff_density_rms 0.093 # Attachment '- Dalton Transactions-7d.cif' data_101214_S4_LM #TrackingRef 'C0DT01837F_ccdc_796972_805245_cif.txt' _database_code_depnum_ccdc_archive 'CCDC 805245' _audit_creation_method SHELXL-97 _chemical_formula_moiety 'C49 H39 Ir N2 O2 S2' _chemical_formula_sum 'C49 H39 Ir N2 O2 S2' _chemical_formula_weight 944.14 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ? 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' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_angle_alpha 95.5776(11) _cell_angle_beta 96.7837(10) _cell_angle_gamma 102.7945(10) _cell_formula_units_Z 2 _cell_length_a 12.02816(13) _cell_length_b 13.34812(17) _cell_length_c 17.7144(2) _cell_measurement_reflns_used 15425 _cell_measurement_temperature 150.0 _cell_measurement_theta_max 29.2514 _cell_measurement_theta_min 2.974 _cell_volume 2731.64(6) _exptl_absorpt_coefficient_mu 2.552 _exptl_absorpt_correction_T_max 1.0 _exptl_absorpt_correction_T_min 0.89564 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_F_000 944 _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.148 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.35 _exptl_special_details ? _diffrn_ambient_temperature 150(2) _diffrn_detector_area_resol_mean 16.0874 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -60.00 -34.10 0.7000 1.5000 omega____ theta____ kappa____ phi______ frames - -16.8924 179.0000 -180.0000 37 #__ type_ start__ end____ width___ exp.time_ 2 omega -47.00 -4.30 0.7000 1.5000 omega____ theta____ kappa____ phi______ frames - 20.0174 -77.0000 90.0000 61 #__ type_ start__ end____ width___ exp.time_ 3 omega -9.00 89.00 0.7000 1.5000 omega____ theta____ kappa____ phi______ frames - 20.0174 77.0000 -30.0000 140 #__ type_ start__ end____ width___ exp.time_ 4 omega 15.00 74.50 0.7000 1.5000 omega____ theta____ kappa____ phi______ frames - 20.0174 -124.0000 112.0000 85 #__ type_ start__ end____ width___ exp.time_ 5 omega 18.00 79.60 0.7000 1.5000 omega____ theta____ kappa____ phi______ frames - 20.0174 77.0000 120.0000 88 #__ type_ start__ end____ width___ exp.time_ 6 omega -43.00 49.40 0.7000 1.5000 omega____ theta____ kappa____ phi______ frames - 20.0174 -77.0000 -150.0000 132 #__ type_ start__ end____ width___ exp.time_ 7 omega -5.00 47.50 0.7000 1.5000 omega____ theta____ kappa____ phi______ frames - 20.0174 38.0000 -120.0000 75 ; _diffrn_measurement_device_type 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0210143 _diffrn_orient_matrix_UB_12 0.0003209 _diffrn_orient_matrix_UB_13 0.0357659 _diffrn_orient_matrix_UB_21 0.0564174 _diffrn_orient_matrix_UB_22 0.0233698 _diffrn_orient_matrix_UB_23 0.0190181 _diffrn_orient_matrix_UB_31 -0.0104676 _diffrn_orient_matrix_UB_32 0.0497198 _diffrn_orient_matrix_UB_33 -0.0034475 _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.0273 _diffrn_reflns_av_sigmaI/netI 0.0448 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 23069 _diffrn_reflns_theta_full 26.37 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_min 2.98 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 9936 _reflns_number_total 11108 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) ; _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) ; _computing_molecular_graphics ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_publication_material ; OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341 ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'A short history of SHELX (Sheldrick, 2007)' _refine_diff_density_max 0.819 _refine_diff_density_min -0.674 _refine_diff_density_rms 0.104 _refine_ls_R_factor_all 0.0341 _refine_ls_R_factor_gt 0.0297 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 511 _refine_ls_number_reflns 11108 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_wR_factor_gt 0.0767 _refine_ls_wR_factor_ref 0.0792 _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.0413P)^2^+0.1987P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap 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 Ir1 Ir 0.156248(10) 0.394976(9) 0.302256(7) 0.01714(5) Uani 1 1 d . . . S1 S 0.25407(8) 0.25972(7) 0.08513(5) 0.02571(19) Uani 1 1 d . . . S2 S -0.09155(8) 0.55231(7) 0.40882(5) 0.02581(19) Uani 1 1 d . . . O1 O 0.33769(19) 0.46472(18) 0.33432(13) 0.0226(5) Uani 1 1 d . . . O2 O 0.1686(2) 0.30928(18) 0.39866(14) 0.0242(5) Uani 1 1 d . . . N1 N 0.2090(2) 0.3010(2) 0.22159(16) 0.0198(6) Uani 1 1 d . . . N2 N 0.0842(2) 0.4902(2) 0.36950(15) 0.0195(6) Uani 1 1 d . . . C1 C 0.4048(3) 0.4288(3) 0.3791(2) 0.0244(7) Uani 1 1 d . . . C2 C 0.3729(3) 0.3561(3) 0.4287(2) 0.0324(9) Uani 1 1 d . . . H2 H 0.4344 0.3384 0.4592 0.039 Uiso 1 1 calc R . . C3 C 0.2621(3) 0.3060(3) 0.4392(2) 0.0281(8) Uani 1 1 d . . . C4 C 0.5324(3) 0.4727(3) 0.3786(2) 0.0347(9) Uani 1 1 d . . . H4C H 0.5544 0.5442 0.4039 0.052 Uiso 1 1 calc R . . H4A H 0.5483 0.4713 0.3256 0.052 Uiso 1 1 calc R . . H4B H 0.5770 0.4308 0.4060 0.052 Uiso 1 1 calc R . . C5 C 0.2468(4) 0.2395(4) 0.5026(2) 0.0418(10) Uani 1 1 d . . . H5C H 0.2392 0.2817 0.5493 0.063 Uiso 1 1 calc R . . H5B H 0.3139 0.2098 0.5121 0.063 Uiso 1 1 calc R . . H5A H 0.1772 0.1835 0.4877 0.063 Uiso 1 1 calc R . . C6 C 0.2185(3) 0.1984(3) 0.2162(2) 0.0206(7) Uani 1 1 d . . . C7 C 0.2026(3) 0.1332(3) 0.2720(2) 0.0279(8) Uani 1 1 d . . . H7 H 0.1852 0.1570 0.3205 0.034 Uiso 1 1 calc R . . C8 C 0.2125(3) 0.0316(3) 0.2554(2) 0.0323(9) Uani 1 1 d . . . H8 H 0.2036 -0.0138 0.2935 0.039 Uiso 1 1 calc R . . C9 C 0.2354(3) -0.0044(3) 0.1837(2) 0.0309(9) Uani 1 1 d . . . H9 H 0.2414 -0.0741 0.1738 0.037 Uiso 1 1 calc R . . C10 C 0.2495(3) 0.0588(3) 0.1272(2) 0.0288(8) Uani 1 1 d . . . H10 H 0.2640 0.0336 0.0782 0.035 Uiso 1 1 calc R . . C11 C 0.2420(3) 0.1621(3) 0.1440(2) 0.0230(7) Uani 1 1 d . . . C12 C 0.2243(3) 0.3420(3) 0.15743(19) 0.0190(7) Uani 1 1 d . . . C13 C 0.2015(3) 0.4425(3) 0.1507(2) 0.0215(7) Uani 1 1 d . . . C14 C 0.1523(3) 0.4789(3) 0.21473(19) 0.0184(7) Uani 1 1 d . . . C15 C 0.1108(3) 0.5673(2) 0.20823(19) 0.0197(7) Uani 1 1 d . . . H15 H 0.0764 0.5942 0.2488 0.024 Uiso 1 1 calc R . . C16 C 0.1192(3) 0.6166(2) 0.14299(19) 0.0202(7) Uani 1 1 d . . . C17 C 0.0722(3) 0.7042(3) 0.1211(2) 0.0224(7) Uani 1 1 d . . . C18 C 0.0035(3) 0.7589(3) 0.1581(2) 0.0295(8) Uani 1 1 d . . . H18 H -0.0159 0.7450 0.2071 0.035 Uiso 1 1 calc R . . C19 C -0.0355(4) 0.8341(3) 0.1209(2) 0.0359(9) Uani 1 1 d . . . H19 H -0.0842 0.8709 0.1443 0.043 Uiso 1 1 calc R . . C20 C -0.0047(3) 0.8568(3) 0.0502(2) 0.0342(9) Uani 1 1 d . . . H20 H -0.0304 0.9103 0.0268 0.041 Uiso 1 1 calc R . . C21 C 0.0640(3) 0.8014(3) 0.0134(2) 0.0327(9) Uani 1 1 d . . . H21 H 0.0842 0.8159 -0.0353 0.039 Uiso 1 1 calc R . . C22 C 0.1021(3) 0.7251(3) 0.0493(2) 0.0240(7) Uani 1 1 d . . . C23 C 0.1751(3) 0.6547(3) 0.0208(2) 0.0252(8) Uani 1 1 d . . . C24 C 0.1738(3) 0.5838(3) 0.0832(2) 0.0234(7) Uani 1 1 d . . . C25 C 0.2141(3) 0.4944(3) 0.0861(2) 0.0234(7) Uani 1 1 d . . . H25 H 0.2492 0.4691 0.0454 0.028 Uiso 1 1 calc R . . C26 C 0.1239(4) 0.5934(3) -0.0589(2) 0.0369(9) Uani 1 1 d . . . H26A H 0.1730 0.5473 -0.0736 0.055 Uiso 1 1 calc R . . H26C H 0.1202 0.6419 -0.0968 0.055 Uiso 1 1 calc R . . H26B H 0.0463 0.5522 -0.0570 0.055 Uiso 1 1 calc R . . C27 C 0.2986(3) 0.7184(3) 0.0186(3) 0.0394(10) Uani 1 1 d . . . H27B H 0.3306 0.7571 0.0692 0.059 Uiso 1 1 calc R . . H27C H 0.2964 0.7669 -0.0194 0.059 Uiso 1 1 calc R . . H27A H 0.3471 0.6715 0.0045 0.059 Uiso 1 1 calc R . . C28 C 0.1301(3) 0.5742(3) 0.42633(19) 0.0203(7) Uani 1 1 d . . . C29 C 0.2448(3) 0.6134(3) 0.4554(2) 0.0288(8) Uani 1 1 d . . . H29 H 0.3025 0.5837 0.4365 0.035 Uiso 1 1 calc R . . C30 C 0.2742(3) 0.6967(3) 0.5125(2) 0.0326(9) Uani 1 1 d . . . H30 H 0.3529 0.7251 0.5326 0.039 Uiso 1 1 calc R . . C31 C 0.1887(4) 0.7399(3) 0.5413(2) 0.0352(9) Uani 1 1 d . . . H31 H 0.2105 0.7967 0.5810 0.042 Uiso 1 1 calc R . . C32 C 0.0739(4) 0.7010(3) 0.5129(2) 0.0322(9) Uani 1 1 d . . . H32 H 0.0161 0.7298 0.5327 0.039 Uiso 1 1 calc R . . C33 C 0.0452(3) 0.6188(3) 0.45464(19) 0.0240(7) Uani 1 1 d . . . C34 C -0.0296(3) 0.4692(3) 0.3554(2) 0.0214(7) Uani 1 1 d . . . C35 C -0.0885(3) 0.3804(3) 0.30177(19) 0.0205(7) Uani 1 1 d . . . C36 C -0.2087(3) 0.3443(3) 0.2851(2) 0.0229(7) Uani 1 1 d . . . H36 H -0.2583 0.3818 0.3068 0.027 Uiso 1 1 calc R . . C37 C -0.2529(3) 0.2539(3) 0.2370(2) 0.0239(7) Uani 1 1 d . . . C38 C -0.3787(3) 0.1970(3) 0.2105(2) 0.0272(8) Uani 1 1 d . . . C39 C -0.3641(3) 0.1026(3) 0.1597(2) 0.0270(8) Uani 1 1 d . . . C40 C -0.4467(3) 0.0205(3) 0.1190(2) 0.0346(9) Uani 1 1 d . . . H40 H -0.5260 0.0190 0.1189 0.042 Uiso 1 1 calc R . . C41 C -0.4145(3) -0.0591(3) 0.0788(2) 0.0367(9) Uani 1 1 d . . . H41 H -0.4718 -0.1157 0.0511 0.044 Uiso 1 1 calc R . . C42 C -0.2987(3) -0.0574(3) 0.0782(2) 0.0328(9) Uani 1 1 d . . . H42 H -0.2775 -0.1133 0.0507 0.039 Uiso 1 1 calc R . . C43 C -0.2134(3) 0.0252(3) 0.1176(2) 0.0258(8) Uani 1 1 d . . . H43 H -0.1342 0.0272 0.1166 0.031 Uiso 1 1 calc R . . C44 C -0.2475(3) 0.1047(3) 0.1582(2) 0.0226(7) Uani 1 1 d . . . C45 C -0.1779(3) 0.1993(3) 0.20622(19) 0.0205(7) Uani 1 1 d . . . C46 C -0.0593(3) 0.2357(3) 0.22139(19) 0.0195(7) Uani 1 1 d . . . H46 H -0.0109 0.1977 0.1988 0.023 Uiso 1 1 calc R . . C47 C -0.0103(3) 0.3283(3) 0.26997(19) 0.0191(7) Uani 1 1 d . . . C48 C -0.4398(3) 0.1620(3) 0.2783(2) 0.0378(10) Uani 1 1 d . . . H48C H -0.4427 0.2229 0.3130 0.057 Uiso 1 1 calc R . . H48A H -0.3974 0.1188 0.3061 0.057 Uiso 1 1 calc R . . H48B H -0.5184 0.1219 0.2591 0.057 Uiso 1 1 calc R . . C49 C -0.4439(3) 0.2625(3) 0.1651(2) 0.0359(9) Uani 1 1 d . . . H49A H -0.4011 0.2873 0.1241 0.054 Uiso 1 1 calc R . . H49C H -0.4521 0.3218 0.1993 0.054 Uiso 1 1 calc R . . H49B H -0.5203 0.2205 0.1426 0.054 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01653(7) 0.01930(7) 0.01647(8) 0.00429(5) 0.00185(5) 0.00549(5) S1 0.0289(5) 0.0303(5) 0.0218(5) 0.0034(4) 0.0062(4) 0.0137(4) S2 0.0242(4) 0.0267(5) 0.0284(5) 0.0003(4) 0.0051(4) 0.0106(4) O1 0.0172(11) 0.0284(13) 0.0215(13) 0.0029(10) 0.0012(10) 0.0051(10) O2 0.0262(13) 0.0264(13) 0.0226(13) 0.0082(10) 0.0053(10) 0.0087(10) N1 0.0166(13) 0.0205(14) 0.0229(15) 0.0053(11) 0.0008(11) 0.0059(11) N2 0.0237(14) 0.0196(14) 0.0165(14) 0.0051(11) 0.0040(11) 0.0058(12) C1 0.0222(17) 0.0300(19) 0.0206(18) -0.0018(14) -0.0001(14) 0.0095(15) C2 0.0246(19) 0.049(2) 0.026(2) 0.0086(17) -0.0020(15) 0.0160(18) C3 0.033(2) 0.031(2) 0.025(2) 0.0060(15) 0.0042(16) 0.0157(16) C4 0.0241(19) 0.043(2) 0.038(2) 0.0043(18) -0.0018(16) 0.0127(18) C5 0.044(2) 0.055(3) 0.033(2) 0.022(2) 0.0021(19) 0.022(2) C6 0.0134(15) 0.0215(17) 0.0261(19) -0.0006(14) 0.0010(13) 0.0053(13) C7 0.0299(19) 0.0293(19) 0.030(2) 0.0058(15) 0.0079(16) 0.0146(16) C8 0.031(2) 0.0250(19) 0.041(2) 0.0078(17) 0.0078(17) 0.0046(16) C9 0.0255(19) 0.0187(18) 0.048(2) -0.0005(16) 0.0025(17) 0.0075(15) C10 0.0242(18) 0.0282(19) 0.034(2) -0.0054(16) 0.0060(16) 0.0092(16) C11 0.0176(16) 0.0242(18) 0.0288(19) 0.0058(14) 0.0015(14) 0.0079(14) C12 0.0108(14) 0.0253(17) 0.0212(17) 0.0030(13) 0.0020(12) 0.0047(13) C13 0.0190(16) 0.0249(18) 0.0223(18) 0.0047(14) 0.0015(13) 0.0091(14) C14 0.0141(15) 0.0219(16) 0.0193(17) 0.0017(13) 0.0018(13) 0.0054(13) C15 0.0216(16) 0.0183(16) 0.0178(17) 0.0037(13) 0.0001(13) 0.0025(13) C16 0.0183(16) 0.0173(16) 0.0223(18) 0.0010(13) -0.0012(13) 0.0014(13) C17 0.0214(17) 0.0183(16) 0.0257(19) 0.0059(14) -0.0016(14) 0.0025(14) C18 0.034(2) 0.0260(19) 0.032(2) 0.0092(15) 0.0047(16) 0.0108(16) C19 0.039(2) 0.027(2) 0.044(2) 0.0088(17) -0.0015(19) 0.0137(18) C20 0.037(2) 0.027(2) 0.041(2) 0.0104(17) -0.0013(18) 0.0119(17) C21 0.034(2) 0.032(2) 0.032(2) 0.0177(17) -0.0002(17) 0.0038(17) C22 0.0232(17) 0.0204(17) 0.0261(19) 0.0053(14) 0.0006(14) 0.0010(14) C23 0.0269(18) 0.0272(18) 0.0226(19) 0.0090(14) 0.0035(15) 0.0061(15) C24 0.0205(17) 0.0279(18) 0.0223(18) 0.0096(14) 0.0003(14) 0.0056(15) C25 0.0189(16) 0.0322(19) 0.0205(18) 0.0045(14) 0.0056(14) 0.0073(15) C26 0.053(3) 0.037(2) 0.021(2) 0.0089(16) 0.0006(18) 0.012(2) C27 0.031(2) 0.047(2) 0.040(2) 0.020(2) 0.0093(18) -0.0004(19) C28 0.0243(17) 0.0224(17) 0.0152(16) 0.0052(13) 0.0037(13) 0.0057(14) C29 0.0292(19) 0.0293(19) 0.029(2) 0.0038(15) 0.0034(16) 0.0100(16) C30 0.030(2) 0.034(2) 0.029(2) -0.0053(16) -0.0030(16) 0.0042(17) C31 0.044(2) 0.030(2) 0.027(2) -0.0069(16) -0.0002(18) 0.0061(18) C32 0.043(2) 0.034(2) 0.025(2) 0.0024(16) 0.0073(17) 0.0198(18) C33 0.0326(19) 0.0240(18) 0.0162(17) 0.0019(13) -0.0002(14) 0.0108(15) C34 0.0221(17) 0.0231(17) 0.0227(18) 0.0083(14) 0.0056(14) 0.0094(14) C35 0.0208(16) 0.0219(17) 0.0200(17) 0.0026(13) 0.0046(13) 0.0064(14) C36 0.0177(16) 0.0257(18) 0.0281(19) 0.0040(14) 0.0050(14) 0.0100(14) C37 0.0185(17) 0.0288(19) 0.0260(19) 0.0071(15) 0.0045(14) 0.0066(15) C38 0.0178(17) 0.033(2) 0.029(2) -0.0006(15) 0.0036(15) 0.0045(15) C39 0.0257(18) 0.031(2) 0.0209(19) 0.0052(15) -0.0013(14) 0.0014(16) C40 0.0182(18) 0.044(2) 0.035(2) -0.0024(18) 0.0011(16) -0.0015(17) C41 0.030(2) 0.034(2) 0.038(2) -0.0039(18) 0.0020(17) -0.0040(17) C42 0.037(2) 0.0258(19) 0.033(2) -0.0017(16) 0.0066(17) 0.0045(17) C43 0.0258(18) 0.0254(18) 0.027(2) 0.0033(14) 0.0047(15) 0.0063(15) C44 0.0220(17) 0.0238(17) 0.0217(18) 0.0084(14) 0.0019(14) 0.0032(14) C45 0.0224(17) 0.0215(17) 0.0205(18) 0.0075(13) 0.0062(14) 0.0078(14) C46 0.0151(15) 0.0220(17) 0.0235(18) 0.0063(13) 0.0045(13) 0.0064(13) C47 0.0176(16) 0.0239(17) 0.0198(17) 0.0089(13) 0.0073(13) 0.0082(14) C48 0.026(2) 0.047(2) 0.034(2) -0.0030(18) 0.0119(17) -0.0037(18) C49 0.0236(19) 0.045(2) 0.038(2) 0.0013(18) -0.0044(17) 0.0130(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 O1 2.158(2) . ? Ir1 O2 2.155(2) . ? Ir1 N1 2.058(3) . ? Ir1 N2 2.055(3) . ? Ir1 C14 2.001(3) . ? Ir1 C47 1.993(3) . ? S1 C11 1.739(4) . ? S1 C12 1.728(3) . ? S2 C33 1.746(4) . ? S2 C34 1.735(3) . ? O1 C1 1.267(4) . ? O2 C3 1.272(4) . ? N1 C6 1.395(4) . ? N1 C12 1.323(4) . ? N2 C28 1.397(4) . ? N2 C34 1.323(4) . ? C1 C2 1.393(5) . ? C1 C4 1.518(5) . ? C2 H2 0.9500 . ? C2 C3 1.395(5) . ? C3 C5 1.502(5) . ? C4 H4C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C5 H5C 0.9800 . ? C5 H5B 0.9800 . ? C5 H5A 0.9800 . ? C6 C7 1.382(5) . ? C6 C11 1.406(5) . ? C7 H7 0.9500 . ? C7 C8 1.394(5) . ? C8 H8 0.9500 . ? C8 C9 1.393(5) . ? C9 H9 0.9500 . ? C9 C10 1.372(5) . ? C10 H10 0.9500 . ? C10 C11 1.407(5) . ? C12 C13 1.440(5) . ? C13 C14 1.431(5) . ? C13 C25 1.401(5) . ? C14 C15 1.388(5) . ? C15 H15 0.9500 . ? C15 C16 1.387(5) . ? C16 C17 1.473(5) . ? C16 C24 1.395(5) . ? C17 C18 1.395(5) . ? C17 C22 1.399(5) . ? C18 H18 0.9500 . ? C18 C19 1.388(5) . ? C19 H19 0.9500 . ? C19 C20 1.389(6) . ? C20 H20 0.9500 . ? C20 C21 1.400(6) . ? C21 H21 0.9500 . ? C21 C22 1.384(5) . ? C22 C23 1.512(5) . ? C23 C24 1.523(5) . ? C23 C26 1.546(5) . ? C23 C27 1.547(5) . ? C24 C25 1.386(5) . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26C 0.9800 . ? C26 H26B 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C27 H27A 0.9800 . ? C28 C29 1.379(5) . ? C28 C33 1.408(5) . ? C29 H29 0.9500 . ? C29 C30 1.382(5) . ? C30 H30 0.9500 . ? C30 C31 1.407(6) . ? C31 H31 0.9500 . ? C31 C32 1.378(6) . ? C32 H32 0.9500 . ? C32 C33 1.385(5) . ? C34 C35 1.435(5) . ? C35 C36 1.405(5) . ? C35 C47 1.422(5) . ? C36 H36 0.9500 . ? C36 C37 1.369(5) . ? C37 C38 1.529(5) . ? C37 C45 1.405(5) . ? C38 C39 1.530(5) . ? C38 C48 1.539(5) . ? C38 C49 1.522(5) . ? C39 C40 1.379(5) . ? C39 C44 1.400(5) . ? C40 H40 0.9500 . ? C40 C41 1.374(6) . ? C41 H41 0.9500 . ? C41 C42 1.390(5) . ? C42 H42 0.9500 . ? C42 C43 1.391(5) . ? C43 H43 0.9500 . ? C43 C44 1.388(5) . ? C44 C45 1.474(5) . ? C45 C46 1.385(5) . ? C46 H46 0.9500 . ? C46 C47 1.403(5) . ? C48 H48C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C49 H49A 0.9800 . ? C49 H49C 0.9800 . ? C49 H49B 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 126.6(3) . . ? O1 C1 C4 115.3(3) . . ? O2 Ir1 O1 87.40(9) . . ? O2 C3 C2 126.1(3) . . ? O2 C3 C5 114.5(3) . . ? N1 Ir1 O1 84.78(10) . . ? N1 Ir1 O2 99.90(10) . . ? N1 C6 C11 112.8(3) . . ? N1 C12 S1 114.4(3) . . ? N1 C12 C13 118.8(3) . . ? N2 Ir1 O1 101.64(10) . . ? N2 Ir1 O2 86.57(10) . . ? N2 Ir1 N1 171.16(10) . . ? N2 C28 C33 112.9(3) . . ? N2 C34 S2 114.3(3) . . ? N2 C34 C35 118.5(3) . . ? C1 O1 Ir1 124.0(2) . . ? C1 C2 H2 115.9 . . ? C1 C2 C3 128.2(3) . . ? C1 C4 H4C 109.5 . . ? C1 C4 H4A 109.5 . . ? C1 C4 H4B 109.5 . . ? C2 C1 C4 118.1(3) . . ? C2 C3 C5 119.4(3) . . ? C3 O2 Ir1 125.1(2) . . ? C3 C2 H2 115.9 . . ? C3 C5 H5C 109.5 . . ? C3 C5 H5B 109.5 . . ? C3 C5 H5A 109.5 . . ? H4C C4 H4A 109.5 . . ? H4C C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? H5C C5 H5B 109.5 . . ? H5C C5 H5A 109.5 . . ? H5B C5 H5A 109.5 . . ? C6 N1 Ir1 133.5(2) . . ? C6 C7 H7 120.8 . . ? C6 C7 C8 118.4(3) . . ? C6 C11 S1 110.3(3) . . ? C6 C11 C10 120.6(3) . . ? C7 C6 N1 126.6(3) . . ? C7 C6 C11 120.5(3) . . ? C7 C8 H8 119.5 . . ? C8 C7 H7 120.8 . . ? C8 C9 H9 119.4 . . ? C9 C8 C7 121.0(4) . . ? C9 C8 H8 119.5 . . ? C9 C10 H10 121.0 . . ? C9 C10 C11 118.1(3) . . ? C10 C9 C8 121.3(3) . . ? C10 C9 H9 119.4 . . ? C10 C11 S1 129.1(3) . . ? C11 C10 H10 121.0 . . ? C12 S1 C11 89.90(17) . . ? C12 N1 Ir1 113.4(2) . . ? C12 N1 C6 112.5(3) . . ? C13 C12 S1 126.4(3) . . ? C13 C14 Ir1 114.5(2) . . ? C13 C25 H25 120.9 . . ? C14 Ir1 O1 89.88(11) . . ? C14 Ir1 O2 177.22(10) . . ? C14 Ir1 N1 80.43(12) . . ? C14 Ir1 N2 93.39(12) . . ? C14 C13 C12 111.9(3) . . ? C14 C15 H15 119.7 . . ? C15 C14 Ir1 129.3(2) . . ? C15 C14 C13 116.3(3) . . ? C15 C16 C17 129.5(3) . . ? C15 C16 C24 122.4(3) . . ? C16 C15 C14 120.5(3) . . ? C16 C15 H15 119.7 . . ? C16 C24 C23 111.2(3) . . ? C17 C18 H18 121.1 . . ? C17 C22 C23 111.3(3) . . ? C18 C17 C16 130.4(3) . . ? C18 C17 C22 121.3(3) . . ? C18 C19 H19 119.3 . . ? C18 C19 C20 121.4(4) . . ? C19 C18 C17 117.8(4) . . ? C19 C18 H18 121.1 . . ? C19 C20 H20 119.8 . . ? C19 C20 C21 120.4(4) . . ? C20 C19 H19 119.3 . . ? C20 C21 H21 120.6 . . ? C21 C20 H20 119.8 . . ? C21 C22 C17 120.2(3) . . ? C21 C22 C23 128.5(3) . . ? C22 C17 C16 108.2(3) . . ? C22 C21 C20 118.8(4) . . ? C22 C21 H21 120.6 . . ? C22 C23 C24 101.0(3) . . ? C22 C23 C26 113.0(3) . . ? C22 C23 C27 110.0(3) . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26C 109.5 . . ? C23 C26 H26B 109.5 . . ? C23 C27 H27B 109.5 . . ? C23 C27 H27C 109.5 . . ? C23 C27 H27A 109.5 . . ? C24 C16 C17 108.0(3) . . ? C24 C23 C26 111.8(3) . . ? C24 C23 C27 111.0(3) . . ? C24 C25 C13 118.2(3) . . ? C24 C25 H25 120.9 . . ? C25 C13 C12 124.5(3) . . ? C25 C13 C14 123.2(3) . . ? C25 C24 C16 119.2(3) . . ? C25 C24 C23 129.6(3) . . ? C26 C23 C27 109.8(3) . . ? H26A C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26C C26 H26B 109.5 . . ? H27B C27 H27C 109.5 . . ? H27B C27 H27A 109.5 . . ? H27C C27 H27A 109.5 . . ? C28 N2 Ir1 133.5(2) . . ? C28 C29 H29 120.6 . . ? C28 C29 C30 118.7(4) . . ? C28 C33 S2 110.2(3) . . ? C29 C28 N2 126.9(3) . . ? C29 C28 C33 120.3(3) . . ? C29 C30 H30 119.7 . . ? C29 C30 C31 120.7(4) . . ? C30 C29 H29 120.6 . . ? C30 C31 H31 119.5 . . ? C31 C30 H30 119.7 . . ? C31 C32 H32 121.0 . . ? C31 C32 C33 118.0(4) . . ? C32 C31 C30 121.0(4) . . ? C32 C31 H31 119.5 . . ? C32 C33 S2 128.4(3) . . ? C32 C33 C28 121.3(3) . . ? C33 C32 H32 121.0 . . ? C34 S2 C33 89.80(17) . . ? C34 N2 Ir1 113.7(2) . . ? C34 N2 C28 112.8(3) . . ? C35 C34 S2 127.1(3) . . ? C35 C36 H36 120.7 . . ? C35 C47 Ir1 115.6(2) . . ? C36 C35 C34 124.9(3) . . ? C36 C35 C47 123.1(3) . . ? C36 C37 C38 129.3(3) . . ? C36 C37 C45 119.7(3) . . ? C37 C36 C35 118.6(3) . . ? C37 C36 H36 120.7 . . ? C37 C38 C39 101.0(3) . . ? C37 C38 C48 111.6(3) . . ? C37 C45 C44 108.4(3) . . ? C38 C48 H48C 109.5 . . ? C38 C48 H48A 109.5 . . ? C38 C48 H48B 109.5 . . ? C38 C49 H49A 109.5 . . ? C38 C49 H49C 109.5 . . ? C38 C49 H49B 109.5 . . ? C39 C38 C48 110.0(3) . . ? C39 C40 H40 119.9 . . ? C39 C44 C45 108.4(3) . . ? C40 C39 C38 129.6(3) . . ? C40 C39 C44 119.2(4) . . ? C40 C41 H41 119.8 . . ? C40 C41 C42 120.4(4) . . ? C41 C40 C39 120.2(4) . . ? C41 C40 H40 119.9 . . ? C41 C42 H42 119.6 . . ? C41 C42 C43 120.7(4) . . ? C42 C41 H41 119.8 . . ? C42 C43 H43 121.0 . . ? C43 C42 H42 119.6 . . ? C43 C44 C39 121.3(3) . . ? C43 C44 C45 130.2(3) . . ? C44 C39 C38 111.1(3) . . ? C44 C43 C42 118.1(3) . . ? C44 C43 H43 121.0 . . ? C45 C37 C38 111.0(3) . . ? C45 C46 H46 119.8 . . ? C45 C46 C47 120.3(3) . . ? C46 C45 C37 121.9(3) . . ? C46 C45 C44 129.7(3) . . ? C46 C47 Ir1 128.0(2) . . ? C46 C47 C35 116.4(3) . . ? C47 Ir1 O1 178.35(11) . . ? C47 Ir1 O2 93.17(11) . . ? C47 Ir1 N1 93.60(12) . . ? C47 Ir1 N2 79.94(12) . . ? C47 Ir1 C14 89.56(13) . . ? C47 C35 C34 111.9(3) . . ? C47 C46 H46 119.8 . . ? H48C C48 H48A 109.5 . . ? H48C C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C49 C38 C37 111.5(3) . . ? C49 C38 C39 111.6(3) . . ? C49 C38 C48 110.8(3) . . ? H49A C49 H49C 109.5 . . ? H49A C49 H49B 109.5 . . ? H49C C49 H49B 109.5 . . ? 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 Ir1 O1 C1 C2 -16.1(5) . . . . ? Ir1 O1 C1 C4 165.3(2) . . . . ? Ir1 O2 C3 C2 -0.4(5) . . . . ? Ir1 O2 C3 C5 -179.4(3) . . . . ? Ir1 N1 C6 C7 -6.6(5) . . . . ? Ir1 N1 C6 C11 170.6(2) . . . . ? Ir1 N1 C12 S1 -173.67(14) . . . . ? Ir1 N1 C12 C13 -1.0(4) . . . . ? Ir1 N2 C28 C29 -3.4(5) . . . . ? Ir1 N2 C28 C33 177.4(2) . . . . ? Ir1 N2 C34 S2 -177.44(15) . . . . ? Ir1 N2 C34 C35 5.2(4) . . . . ? Ir1 C14 C15 C16 178.0(2) . . . . ? S1 C12 C13 C14 165.4(2) . . . . ? S1 C12 C13 C25 -8.3(5) . . . . ? S2 C34 C35 C36 -1.7(5) . . . . ? S2 C34 C35 C47 -178.3(3) . . . . ? O1 Ir1 O2 C3 -9.0(3) . . . . ? O1 Ir1 N1 C6 104.1(3) . . . . ? O1 Ir1 N1 C12 -85.3(2) . . . . ? O1 Ir1 N2 C28 -4.4(3) . . . . ? O1 Ir1 N2 C34 174.1(2) . . . . ? O1 Ir1 C14 C13 75.9(2) . . . . ? O1 Ir1 C14 C15 -102.9(3) . . . . ? O1 Ir1 C47 C35 -159(4) . . . . ? O1 Ir1 C47 C46 23(4) . . . . ? O1 C1 C2 C3 1.1(7) . . . . ? O2 Ir1 O1 C1 16.7(3) . . . . ? O2 Ir1 N1 C6 17.6(3) . . . . ? O2 Ir1 N1 C12 -171.8(2) . . . . ? O2 Ir1 N2 C28 82.2(3) . . . . ? O2 Ir1 N2 C34 -99.2(2) . . . . ? O2 Ir1 C14 C13 88(2) . . . . ? O2 Ir1 C14 C15 -91(2) . . . . ? O2 Ir1 C47 C35 90.7(2) . . . . ? O2 Ir1 C47 C46 -87.7(3) . . . . ? N1 Ir1 O1 C1 -83.5(3) . . . . ? N1 Ir1 O2 C3 75.2(3) . . . . ? N1 Ir1 N2 C28 -140.4(6) . . . . ? N1 Ir1 N2 C34 38.2(7) . . . . ? N1 Ir1 C14 C13 -8.8(2) . . . . ? N1 Ir1 C14 C15 172.3(3) . . . . ? N1 Ir1 C47 C35 -169.2(2) . . . . ? N1 Ir1 C47 C46 12.4(3) . . . . ? N1 C6 C7 C8 178.2(3) . . . . ? N1 C6 C11 S1 1.1(4) . . . . ? N1 C6 C11 C10 -177.3(3) . . . . ? N1 C12 C13 C14 -6.2(4) . . . . ? N1 C12 C13 C25 -179.9(3) . . . . ? N2 Ir1 O1 C1 102.7(3) . . . . ? N2 Ir1 O2 C3 -110.8(3) . . . . ? N2 Ir1 N1 C6 -119.0(6) . . . . ? N2 Ir1 N1 C12 51.6(7) . . . . ? N2 Ir1 C14 C13 177.5(2) . . . . ? N2 Ir1 C14 C15 -1.3(3) . . . . ? N2 Ir1 C47 C35 4.8(2) . . . . ? N2 Ir1 C47 C46 -173.6(3) . . . . ? N2 C28 C29 C30 -179.2(3) . . . . ? N2 C28 C33 S2 0.4(4) . . . . ? N2 C28 C33 C32 178.0(3) . . . . ? N2 C34 C35 C36 175.3(3) . . . . ? N2 C34 C35 C47 -1.3(4) . . . . ? C1 C2 C3 O2 8.4(7) . . . . ? C1 C2 C3 C5 -172.7(4) . . . . ? C4 C1 C2 C3 179.7(4) . . . . ? C6 N1 C12 S1 -1.0(4) . . . . ? C6 N1 C12 C13 171.6(3) . . . . ? C6 C7 C8 C9 -1.4(6) . . . . ? C7 C6 C11 S1 178.5(3) . . . . ? C7 C6 C11 C10 0.1(5) . . . . ? C7 C8 C9 C10 0.3(6) . . . . ? C8 C9 C10 C11 1.0(5) . . . . ? C9 C10 C11 S1 -179.2(3) . . . . ? C9 C10 C11 C6 -1.2(5) . . . . ? C11 S1 C12 N1 1.4(3) . . . . ? C11 S1 C12 C13 -170.6(3) . . . . ? C11 C6 C7 C8 1.2(5) . . . . ? C12 S1 C11 C6 -1.4(3) . . . . ? C12 S1 C11 C10 176.8(3) . . . . ? C12 N1 C6 C7 -177.2(3) . . . . ? C12 N1 C6 C11 -0.1(4) . . . . ? C12 C13 C14 Ir1 10.7(4) . . . . ? C12 C13 C14 C15 -170.4(3) . . . . ? C12 C13 C25 C24 171.1(3) . . . . ? C13 C14 C15 C16 -0.8(5) . . . . ? C14 Ir1 O1 C1 -163.9(3) . . . . ? C14 Ir1 O2 C3 -21(2) . . . . ? C14 Ir1 N1 C6 -165.2(3) . . . . ? C14 Ir1 N1 C12 5.4(2) . . . . ? C14 Ir1 N2 C28 -95.0(3) . . . . ? C14 Ir1 N2 C34 83.6(2) . . . . ? C14 Ir1 C47 C35 -88.8(3) . . . . ? C14 Ir1 C47 C46 92.8(3) . . . . ? C14 C13 C25 C24 -1.9(5) . . . . ? C14 C15 C16 C17 173.7(3) . . . . ? C14 C15 C16 C24 -3.2(5) . . . . ? C15 C16 C17 C18 -2.6(6) . . . . ? C15 C16 C17 C22 -179.0(3) . . . . ? C15 C16 C24 C23 -177.4(3) . . . . ? C15 C16 C24 C25 4.8(5) . . . . ? C16 C17 C18 C19 -175.4(3) . . . . ? C16 C17 C22 C21 177.1(3) . . . . ? C16 C17 C22 C23 -2.2(4) . . . . ? C16 C24 C25 C13 -2.1(5) . . . . ? C17 C16 C24 C23 5.0(4) . . . . ? C17 C16 C24 C25 -172.7(3) . . . . ? C17 C18 C19 C20 -1.9(6) . . . . ? C17 C22 C23 C24 4.9(4) . . . . ? C17 C22 C23 C26 124.4(3) . . . . ? C17 C22 C23 C27 -112.5(3) . . . . ? C18 C17 C22 C21 0.3(5) . . . . ? C18 C17 C22 C23 -179.1(3) . . . . ? C18 C19 C20 C21 2.1(6) . . . . ? C19 C20 C21 C22 -1.1(6) . . . . ? C20 C21 C22 C17 -0.1(5) . . . . ? C20 C21 C22 C23 179.1(3) . . . . ? C21 C22 C23 C24 -174.4(4) . . . . ? C21 C22 C23 C26 -54.8(5) . . . . ? C21 C22 C23 C27 68.3(5) . . . . ? C22 C17 C18 C19 0.7(5) . . . . ? C22 C23 C24 C16 -6.0(4) . . . . ? C22 C23 C24 C25 171.5(3) . . . . ? C23 C24 C25 C13 -179.5(3) . . . . ? C24 C16 C17 C18 174.7(4) . . . . ? C24 C16 C17 C22 -1.7(4) . . . . ? C25 C13 C14 Ir1 -175.6(3) . . . . ? C25 C13 C14 C15 3.4(5) . . . . ? C26 C23 C24 C16 -126.4(3) . . . . ? C26 C23 C24 C25 51.1(5) . . . . ? C27 C23 C24 C16 110.6(3) . . . . ? C27 C23 C24 C25 -71.9(5) . . . . ? C28 N2 C34 S2 1.4(4) . . . . ? C28 N2 C34 C35 -176.0(3) . . . . ? C28 C29 C30 C31 0.9(6) . . . . ? C29 C28 C33 S2 -178.9(3) . . . . ? C29 C28 C33 C32 -1.3(5) . . . . ? C29 C30 C31 C32 -0.6(6) . . . . ? C30 C31 C32 C33 -0.6(6) . . . . ? C31 C32 C33 S2 178.7(3) . . . . ? C31 C32 C33 C28 1.5(5) . . . . ? C33 S2 C34 N2 -1.0(3) . . . . ? C33 S2 C34 C35 176.1(3) . . . . ? C33 C28 C29 C30 0.1(5) . . . . ? C34 S2 C33 C28 0.3(3) . . . . ? C34 S2 C33 C32 -177.1(4) . . . . ? C34 N2 C28 C29 178.1(3) . . . . ? C34 N2 C28 C33 -1.2(4) . . . . ? C34 C35 C36 C37 -175.1(3) . . . . ? C34 C35 C47 Ir1 -3.5(4) . . . . ? C34 C35 C47 C46 175.1(3) . . . . ? C35 C36 C37 C38 179.0(3) . . . . ? C35 C36 C37 C45 0.6(5) . . . . ? C36 C35 C47 Ir1 179.9(3) . . . . ? C36 C35 C47 C46 -1.5(5) . . . . ? C36 C37 C38 C39 -179.0(4) . . . . ? C36 C37 C38 C48 -62.1(5) . . . . ? C36 C37 C38 C49 62.4(5) . . . . ? C36 C37 C45 C44 178.8(3) . . . . ? C36 C37 C45 C46 -1.8(5) . . . . ? C37 C38 C39 C40 179.5(4) . . . . ? C37 C38 C39 C44 0.6(4) . . . . ? C37 C45 C46 C47 1.4(5) . . . . ? C38 C37 C45 C44 0.1(4) . . . . ? C38 C37 C45 C46 179.5(3) . . . . ? C38 C39 C40 C41 -177.6(4) . . . . ? C38 C39 C44 C43 178.1(3) . . . . ? C38 C39 C44 C45 -0.6(4) . . . . ? C39 C40 C41 C42 -0.4(7) . . . . ? C39 C44 C45 C37 0.3(4) . . . . ? C39 C44 C45 C46 -179.0(3) . . . . ? C40 C39 C44 C43 -0.9(5) . . . . ? C40 C39 C44 C45 -179.6(3) . . . . ? C40 C41 C42 C43 -0.7(6) . . . . ? C41 C42 C43 C44 1.0(6) . . . . ? C42 C43 C44 C39 -0.2(5) . . . . ? C42 C43 C44 C45 178.2(3) . . . . ? C43 C44 C45 C37 -178.2(4) . . . . ? C43 C44 C45 C46 2.5(6) . . . . ? C44 C39 C40 C41 1.2(6) . . . . ? C44 C45 C46 C47 -179.4(3) . . . . ? C45 C37 C38 C39 -0.4(4) . . . . ? C45 C37 C38 C48 116.4(3) . . . . ? C45 C37 C38 C49 -119.1(3) . . . . ? C45 C46 C47 Ir1 178.6(2) . . . . ? C45 C46 C47 C35 0.2(5) . . . . ? C47 Ir1 O1 C1 -94(4) . . . . ? C47 Ir1 O2 C3 169.5(3) . . . . ? C47 Ir1 N1 C6 -76.2(3) . . . . ? C47 Ir1 N1 C12 94.4(2) . . . . ? C47 Ir1 N2 C28 176.1(3) . . . . ? C47 Ir1 N2 C34 -5.4(2) . . . . ? C47 Ir1 C14 C13 -102.6(2) . . . . ? C47 Ir1 C14 C15 78.6(3) . . . . ? C47 C35 C36 C37 1.1(5) . . . . ? C48 C38 C39 C40 61.5(5) . . . . ? C48 C38 C39 C44 -117.3(3) . . . . ? C49 C38 C39 C40 -61.9(5) . . . . ? C49 C38 C39 C44 119.2(3) . . . . ? # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.067 -0.060 0.440 965 293 ' ' _platon_squeeze_details ; ;