# 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_3b #TrackingRef 'RS_Cifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H45 F6 Ir N4 O4.50 P' _chemical_formula_sum 'C50 H45 F6 Ir N4 O4.50 P' _chemical_formula_weight 1111.07 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' 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' 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 31.7884(9) _cell_length_b 16.8473(5) _cell_length_c 18.0766(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.354(2) _cell_angle_gamma 90.00 _cell_volume 9653.0(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6593 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 25.07 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.529 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4440 _exptl_absorpt_coefficient_mu 2.871 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7244 _exptl_absorpt_correction_T_max 0.8697 _exptl_absorpt_process_details Denzo/Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16579 _diffrn_reflns_av_R_equivalents 0.0862 _diffrn_reflns_av_sigmaI/netI 0.1030 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.07 _reflns_number_total 8543 _reflns_number_gt 6593 _reflns_threshold_expression >2\s(I) _computing_data_collection 'cOLLECT,Nonius BV, 1997-2001' _computing_cell_refinement DENZO/SCALEPACK _computing_data_reduction DENZO/SCALEPACK _computing_structure_solution SHELXs-97 _computing_structure_refinement SHELXL-97 _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. Four F atoms are disordered for the PF6- ion and partial occupacies have been refined and geometrical restraints applied. The ether molecule is also is also disordered and, following initial refinement, its occupany has been fixed at 0.5 in the final cycles. ; _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^)+(0.0298P)^2^+191.2089P] 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 8543 _refine_ls_number_parameters 687 _refine_ls_number_restraints 66 _refine_ls_R_factor_all 0.1146 _refine_ls_R_factor_gt 0.0827 _refine_ls_wR_factor_ref 0.1520 _refine_ls_wR_factor_gt 0.1419 _refine_ls_goodness_of_fit_ref 1.147 _refine_ls_restrained_S_all 1.146 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0884(3) 0.5432(6) 0.5396(5) 0.026(2) Uani 1 1 d . . . C2 C 0.0513(3) 0.5093(7) 0.5600(5) 0.034(2) Uani 1 1 d . . . H2 H 0.0481 0.4533 0.5569 0.041 Uiso 1 1 calc R . . C3 C 0.0182(4) 0.5549(6) 0.5851(6) 0.036(3) Uani 1 1 d . . . H3 H -0.0073 0.5303 0.5972 0.043 Uiso 1 1 calc R . . C4 C 0.0233(4) 0.6350(7) 0.5918(6) 0.042(3) Uani 1 1 d . . . H4 H 0.0012 0.6657 0.6100 0.050 Uiso 1 1 calc R . . C5 C 0.0589(4) 0.6723(6) 0.5732(6) 0.036(3) Uani 1 1 d . . . H5 H 0.0617 0.7282 0.5780 0.043 Uiso 1 1 calc R . . C6 C 0.0917(3) 0.6260(6) 0.5467(5) 0.033(3) Uani 1 1 d . . . C7 C 0.1295(4) 0.6607(6) 0.5180(6) 0.033(3) Uani 1 1 d . . . C8 C 0.1391(4) 0.7414(7) 0.5206(6) 0.042(3) Uani 1 1 d . . . H8 H 0.1219 0.7759 0.5470 0.051 Uiso 1 1 calc R . . C9 C 0.1719(4) 0.7723(6) 0.4873(6) 0.042(3) Uani 1 1 d . A . C10 C 0.1956(4) 0.7206(7) 0.4443(6) 0.039(3) Uani 1 1 d . . . C11 C 0.2281(4) 0.7471(7) 0.4000(7) 0.050(3) Uani 1 1 d . . . H11 H 0.2367 0.8011 0.4025 0.060 Uiso 1 1 calc R . . C12 C 0.2471(4) 0.6966(8) 0.3542(7) 0.054(3) Uani 1 1 d . . . H12 H 0.2682 0.7161 0.3244 0.065 Uiso 1 1 calc R . . C13 C 0.2358(4) 0.6153(7) 0.3505(7) 0.047(3) Uani 1 1 d . . . H13 H 0.2491 0.5803 0.3184 0.056 Uiso 1 1 calc R . . C14 C 0.2056(4) 0.5878(7) 0.3934(6) 0.040(3) Uani 1 1 d . . . H14 H 0.1978 0.5334 0.3906 0.048 Uiso 1 1 calc R . . C15 C 0.1853(3) 0.6394(6) 0.4429(6) 0.031(2) Uani 1 1 d . . . C16 C 0.1804(4) 0.8603(7) 0.4942(7) 0.060(4) Uani 1 1 d D . . C17 C 0.1642(6) 0.9757(9) 0.5544(13) 0.054(5) Uani 0.566(16) 1 d PDU A 1 H17A H 0.1650 1.0016 0.5054 0.065 Uiso 0.566(16) 1 calc PR A 1 H17B H 0.1916 0.9857 0.5829 0.065 Uiso 0.566(16) 1 calc PR A 1 C18 C 0.1282(8) 1.0110(13) 0.5961(16) 0.090(8) Uani 0.566(16) 1 d PDU A 1 H18A H 0.1328 1.0681 0.6032 0.134 Uiso 0.566(16) 1 calc PR A 1 H18B H 0.1275 0.9852 0.6446 0.134 Uiso 0.566(16) 1 calc PR A 1 H18C H 0.1012 1.0024 0.5671 0.134 Uiso 0.566(16) 1 calc PR A 1 C17A C 0.1368(11) 0.9778(10) 0.5098(13) 0.067(6) Uani 0.434(16) 1 d PDU A 2 H17C H 0.1066 0.9904 0.4988 0.080 Uiso 0.434(16) 1 calc PR A 2 H17D H 0.1531 1.0056 0.4731 0.080 Uiso 0.434(16) 1 calc PR A 2 C18A C 0.1513(13) 1.0065(18) 0.5885(16) 0.078(9) Uani 0.434(16) 1 d PDU A 2 H18D H 0.1469 1.0639 0.5919 0.117 Uiso 0.434(16) 1 calc PR A 2 H18E H 0.1813 0.9944 0.5991 0.117 Uiso 0.434(16) 1 calc PR A 2 H18F H 0.1349 0.9794 0.6247 0.117 Uiso 0.434(16) 1 calc PR A 2 C19 C 0.1078(3) 0.4763(6) 0.4041(5) 0.032(2) Uani 1 1 d . . . C20 C 0.1026(3) 0.5304(7) 0.3469(6) 0.039(3) Uani 1 1 d . . . H20 H 0.1114 0.5838 0.3551 0.047 Uiso 1 1 calc R . . C21 C 0.0848(4) 0.5086(7) 0.2784(6) 0.046(3) Uani 1 1 d . . . H21 H 0.0812 0.5473 0.2403 0.055 Uiso 1 1 calc R . . C22 C 0.0724(4) 0.4326(7) 0.2639(6) 0.050(3) Uani 1 1 d . . . H22 H 0.0615 0.4183 0.2153 0.060 Uiso 1 1 calc R . . C23 C 0.0755(4) 0.3764(7) 0.3194(6) 0.044(3) Uani 1 1 d . . . H23 H 0.0657 0.3238 0.3098 0.053 Uiso 1 1 calc R . . C24 C 0.0931(3) 0.3972(6) 0.3899(5) 0.034(3) Uani 1 1 d . . . C25 C 0.0953(3) 0.3455(6) 0.4541(5) 0.029(2) Uani 1 1 d . . . C26 C 0.0755(3) 0.2716(6) 0.4522(6) 0.033(3) Uani 1 1 d . . . H26 H 0.0645 0.2509 0.4058 0.039 Uiso 1 1 calc R . . C27 C 0.0715(4) 0.2287(6) 0.5144(6) 0.039(3) Uani 1 1 d . . . C28 C 0.0924(3) 0.2566(6) 0.5825(5) 0.031(2) Uani 1 1 d . . . C29 C 0.0932(4) 0.2149(7) 0.6509(6) 0.043(3) Uani 1 1 d . . . H29 H 0.0785 0.1659 0.6533 0.052 Uiso 1 1 calc R . . C30 C 0.1147(4) 0.2438(7) 0.7129(6) 0.048(3) Uani 1 1 d . . . H30 H 0.1153 0.2146 0.7579 0.057 Uiso 1 1 calc R . . C31 C 0.1355(4) 0.3148(7) 0.7108(6) 0.042(3) Uani 1 1 d . . . H31 H 0.1505 0.3344 0.7545 0.051 Uiso 1 1 calc R . . C32 C 0.1348(3) 0.3574(6) 0.6472(6) 0.036(3) Uani 1 1 d . . . H32 H 0.1490 0.4070 0.6475 0.043 Uiso 1 1 calc R . . C33 C 0.1139(3) 0.3307(6) 0.5816(5) 0.031(2) Uani 1 1 d . . . C34 C 0.0456(4) 0.1538(7) 0.5080(7) 0.044(3) Uani 1 1 d . . . C35 C -0.0072(5) 0.0849(8) 0.4337(9) 0.080(5) Uani 1 1 d . . . H35A H -0.0279 0.0798 0.4717 0.096 Uiso 1 1 calc R . . H35B H 0.0104 0.0363 0.4348 0.096 Uiso 1 1 calc R . . C36 C -0.0299(6) 0.0963(9) 0.3570(9) 0.104(7) Uani 1 1 d . . . H36A H -0.0479 0.0502 0.3447 0.156 Uiso 1 1 calc R . . H36B H -0.0090 0.1017 0.3201 0.156 Uiso 1 1 calc R . . H36C H -0.0473 0.1443 0.3569 0.156 Uiso 1 1 calc R . . C37 C 0.1774(4) 0.5616(6) 0.6565(6) 0.035(3) Uani 1 1 d . . . H37 H 0.1496 0.5799 0.6623 0.042 Uiso 1 1 calc R . . C38 C 0.2089(3) 0.5873(6) 0.7057(5) 0.033(3) Uani 1 1 d . . . H38 H 0.2031 0.6248 0.7428 0.040 Uiso 1 1 calc R . . C39 C 0.2496(3) 0.5587(6) 0.7020(6) 0.035(3) Uani 1 1 d . . . C40 C 0.2563(3) 0.5052(6) 0.6448(5) 0.031(2) Uani 1 1 d . . . H40 H 0.2836 0.4835 0.6407 0.038 Uiso 1 1 calc R . . C41 C 0.2235(3) 0.4837(6) 0.5943(5) 0.027(2) Uani 1 1 d . . . C42 C 0.2288(3) 0.4312(6) 0.5311(5) 0.028(2) Uani 1 1 d . . . C43 C 0.2655(3) 0.3855(6) 0.5240(6) 0.033(3) Uani 1 1 d . . . H43 H 0.2882 0.3879 0.5613 0.039 Uiso 1 1 calc R . . C44 C 0.2683(3) 0.3370(6) 0.4623(5) 0.027(2) Uani 1 1 d . . . C45 C 0.2336(3) 0.3323(6) 0.4123(6) 0.033(3) Uani 1 1 d . . . H45 H 0.2340 0.2971 0.3712 0.040 Uiso 1 1 calc R . . C46 C 0.1984(3) 0.3780(6) 0.4209(5) 0.031(2) Uani 1 1 d . . . H46 H 0.1753 0.3747 0.3846 0.037 Uiso 1 1 calc R . . C47 C 0.2861(4) 0.5848(7) 0.7537(6) 0.046(3) Uani 1 1 d . . . H47A H 0.3117 0.5571 0.7413 0.069 Uiso 1 1 calc R . . H47B H 0.2802 0.5723 0.8049 0.069 Uiso 1 1 calc R . . H47C H 0.2901 0.6422 0.7488 0.069 Uiso 1 1 calc R . . C48 C 0.3079(3) 0.2899(6) 0.4518(6) 0.040(3) Uani 1 1 d . . . H48A H 0.3290 0.3009 0.4929 0.060 Uiso 1 1 calc R . . H48B H 0.3191 0.3051 0.4048 0.060 Uiso 1 1 calc R . . H48C H 0.3012 0.2331 0.4508 0.060 Uiso 1 1 calc R . . N1 N 0.1539(3) 0.6091(5) 0.4833(4) 0.029(2) Uani 1 1 d . . . N2 N 0.1143(3) 0.3753(5) 0.5170(5) 0.030(2) Uani 1 1 d . . . N3 N 0.1835(2) 0.5114(5) 0.5997(4) 0.0281(18) Uani 1 1 d . . . N4 N 0.1958(2) 0.4277(5) 0.4794(4) 0.0255(19) Uani 1 1 d . . . O1 O 0.2110(4) 0.8948(6) 0.4756(6) 0.081(3) Uani 1 1 d . A . O2 O 0.1584(6) 0.8952(7) 0.5450(9) 0.056(4) Uani 0.566(16) 1 d PDU A 1 O2A O 0.1428(5) 0.8972(10) 0.5042(14) 0.058(5) Uani 0.434(16) 1 d PDU A 2 O3 O 0.0475(3) 0.0996(5) 0.5502(6) 0.077(3) Uani 1 1 d . . . O4 O 0.0193(3) 0.1554(5) 0.4481(5) 0.055(2) Uani 1 1 d . . . Ir1 Ir 0.139182(13) 0.49025(2) 0.50350(2) 0.02748(14) Uani 1 1 d . . . F1 F 0.19978(16) 0.1686(4) 0.2958(4) 0.081(3) Uani 1 1 d D B . F2 F 0.10119(16) 0.1772(4) 0.2788(4) 0.078(2) Uani 1 1 d D B . F3 F 0.1534(3) 0.2651(4) 0.2823(9) 0.080(4) Uani 0.559(10) 1 d PDU B 1 F4 F 0.1514(3) 0.1687(10) 0.2012(4) 0.087(5) Uani 0.559(10) 1 d PDU B 1 F5 F 0.1481(3) 0.0814(4) 0.2913(9) 0.094(5) Uani 0.559(10) 1 d PDU B 1 F6 F 0.1495(3) 0.1791(10) 0.3726(4) 0.080(4) Uani 0.559(10) 1 d PDU B 1 P1 P 0.15025(11) 0.1727(2) 0.28671(18) 0.0529(9) Uani 1 1 d D . . F3A F 0.1513(3) 0.2399(9) 0.3461(9) 0.080(5) Uani 0.441(10) 1 d PDU B 2 F4A F 0.1526(3) 0.2351(10) 0.2243(9) 0.093(6) Uani 0.441(10) 1 d PDU B 2 F5A F 0.1498(4) 0.1047(10) 0.2294(9) 0.102(6) Uani 0.441(10) 1 d PDU B 2 F6A F 0.1484(3) 0.1096(10) 0.3508(9) 0.079(5) Uani 0.441(10) 1 d PDU B 2 C49 C 0.0178(8) 0.3173(11) 0.8604(14) 0.058(7) Uani 0.50 1 d PDU . . H49A H 0.0183 0.3604 0.8969 0.087 Uiso 0.50 1 calc PR . . H49B H -0.0115 0.3019 0.8468 0.087 Uiso 0.50 1 calc PR . . H49C H 0.0310 0.3354 0.8161 0.087 Uiso 0.50 1 calc PR . . C50 C 0.0420(12) 0.2463(15) 0.8938(12) 0.116(13) Uani 0.50 1 d PDU . . H50A H 0.0709 0.2629 0.9114 0.139 Uiso 0.50 1 calc PR . . H50B H 0.0278 0.2261 0.9369 0.139 Uiso 0.50 1 calc PR . . C51 C 0.0649(10) 0.1169(15) 0.8674(14) 0.098(11) Uani 0.50 1 d PDU . . H51A H 0.0519 0.0975 0.9120 0.117 Uiso 0.50 1 calc PR . . H51B H 0.0949 0.1293 0.8816 0.117 Uiso 0.50 1 calc PR . . C52 C 0.0623(14) 0.0526(14) 0.808(2) 0.132(15) Uani 0.50 1 d PDU . . H52A H 0.0779 0.0057 0.8266 0.198 Uiso 0.50 1 calc PR . . H52B H 0.0745 0.0724 0.7634 0.198 Uiso 0.50 1 calc PR . . H52C H 0.0327 0.0384 0.7959 0.198 Uiso 0.50 1 calc PR . . O5 O 0.0440(7) 0.1858(10) 0.8408(11) 0.087(6) Uani 0.50 1 d PDU . . 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 0.015(6) 0.034(6) 0.030(5) 0.001(4) 0.012(4) 0.002(4) C2 0.036(6) 0.037(6) 0.031(5) -0.004(5) 0.006(4) 0.004(5) C3 0.031(7) 0.045(7) 0.032(6) 0.005(5) -0.003(5) 0.002(5) C4 0.032(7) 0.045(7) 0.047(7) 0.005(6) 0.000(5) 0.019(6) C5 0.038(7) 0.027(6) 0.043(6) 0.009(5) 0.003(5) 0.004(5) C6 0.033(7) 0.037(6) 0.029(6) -0.002(5) 0.004(5) 0.003(5) C7 0.040(7) 0.023(5) 0.037(6) 0.004(5) 0.004(5) 0.010(5) C8 0.045(8) 0.044(7) 0.039(7) 0.003(5) 0.013(6) -0.006(6) C9 0.046(8) 0.034(6) 0.048(7) 0.001(5) 0.009(6) -0.007(6) C10 0.035(7) 0.043(7) 0.040(7) 0.003(5) 0.006(5) -0.002(5) C11 0.055(9) 0.039(7) 0.056(8) 0.010(6) 0.005(7) -0.004(6) C12 0.034(8) 0.067(9) 0.064(9) 0.013(7) 0.014(6) -0.008(7) C13 0.037(8) 0.054(8) 0.053(8) 0.008(6) 0.022(6) 0.003(6) C14 0.039(7) 0.040(6) 0.043(7) 0.004(5) 0.014(6) 0.001(5) C15 0.023(6) 0.038(6) 0.033(6) 0.009(5) 0.007(5) -0.001(5) C16 0.083(12) 0.032(7) 0.067(9) 0.001(6) 0.032(8) 0.002(7) C17 0.059(8) 0.044(8) 0.061(8) -0.005(7) 0.010(7) -0.005(7) C18 0.090(12) 0.082(11) 0.097(11) -0.006(8) 0.006(9) -0.003(9) C17A 0.069(8) 0.061(8) 0.070(8) -0.002(7) 0.008(7) 0.003(7) C18A 0.079(12) 0.070(11) 0.084(12) -0.006(9) 0.006(9) -0.003(9) C19 0.028(6) 0.039(6) 0.027(5) 0.001(5) -0.003(4) -0.002(5) C20 0.034(7) 0.043(7) 0.040(6) 0.004(5) -0.001(5) 0.000(5) C21 0.054(8) 0.042(7) 0.041(6) 0.015(6) -0.002(5) 0.001(6) C22 0.054(9) 0.054(8) 0.038(7) 0.007(6) -0.015(6) -0.017(6) C23 0.041(8) 0.045(7) 0.049(7) -0.008(6) 0.011(6) -0.007(6) C24 0.036(7) 0.039(6) 0.026(6) -0.009(5) -0.005(5) 0.003(5) C25 0.028(6) 0.029(5) 0.029(6) -0.003(5) 0.002(5) 0.007(4) C26 0.022(6) 0.030(6) 0.045(7) -0.007(5) -0.002(5) 0.000(5) C27 0.043(8) 0.031(6) 0.042(7) -0.001(5) 0.008(5) 0.004(5) C28 0.028(6) 0.032(6) 0.034(6) 0.002(5) 0.009(5) 0.008(5) C29 0.044(8) 0.038(6) 0.049(7) 0.006(6) 0.016(6) -0.002(5) C30 0.065(9) 0.044(7) 0.036(7) 0.009(6) 0.016(6) 0.001(6) C31 0.046(8) 0.051(7) 0.030(6) 0.000(6) 0.003(5) -0.005(6) C32 0.031(7) 0.032(6) 0.045(7) 0.002(5) 0.008(5) -0.007(5) C33 0.031(6) 0.029(6) 0.033(6) 0.000(5) 0.008(5) 0.006(5) C34 0.042(8) 0.032(6) 0.059(8) 0.004(6) 0.011(6) 0.003(6) C35 0.097(13) 0.048(9) 0.092(12) -0.004(8) -0.016(10) -0.022(8) C36 0.144(18) 0.064(10) 0.096(13) -0.010(9) -0.046(12) -0.034(11) C37 0.031(7) 0.029(6) 0.046(7) -0.004(5) 0.008(5) 0.001(5) C38 0.037(7) 0.035(6) 0.027(6) -0.009(5) -0.001(5) -0.004(5) C39 0.027(7) 0.041(6) 0.035(6) 0.000(5) -0.002(5) -0.002(5) C40 0.024(6) 0.037(6) 0.034(5) 0.005(5) 0.007(4) 0.008(5) C41 0.023(6) 0.032(5) 0.027(5) -0.002(4) -0.001(4) -0.002(4) C42 0.024(6) 0.028(5) 0.032(6) 0.002(4) 0.003(5) 0.000(4) C43 0.025(6) 0.038(6) 0.036(6) -0.002(5) 0.001(5) 0.003(5) C44 0.025(6) 0.027(5) 0.030(6) 0.003(4) 0.008(5) -0.001(4) C45 0.037(7) 0.028(6) 0.036(6) -0.003(5) 0.009(5) -0.003(5) C46 0.029(7) 0.042(6) 0.022(5) 0.001(5) 0.007(4) 0.005(5) C47 0.043(8) 0.058(8) 0.036(6) -0.020(6) -0.003(5) 0.000(6) C48 0.027(7) 0.036(6) 0.058(7) -0.004(5) 0.009(5) 0.005(5) N1 0.033(5) 0.023(4) 0.031(5) 0.008(4) 0.006(4) 0.000(4) N2 0.026(5) 0.030(5) 0.036(5) 0.005(4) 0.014(4) 0.005(4) N3 0.024(5) 0.026(4) 0.035(4) 0.007(4) 0.002(3) 0.002(4) N4 0.016(5) 0.034(5) 0.028(4) -0.003(4) 0.009(4) 0.002(4) O1 0.106(9) 0.051(6) 0.088(7) 0.001(5) 0.028(7) -0.029(6) O2 0.068(7) 0.040(6) 0.059(7) 0.001(6) 0.006(6) -0.006(6) O2A 0.071(9) 0.039(7) 0.066(9) -0.004(7) 0.014(7) -0.004(7) O3 0.091(8) 0.046(6) 0.089(7) 0.022(5) -0.027(6) -0.026(5) O4 0.050(6) 0.042(5) 0.071(6) 0.004(4) -0.011(5) -0.012(4) Ir1 0.0246(2) 0.0277(2) 0.0302(2) -0.0002(2) 0.00266(14) 0.0022(2) F1 0.054(6) 0.117(7) 0.075(5) 0.007(5) 0.020(4) 0.020(5) F2 0.050(5) 0.074(5) 0.108(7) -0.005(5) -0.019(5) -0.006(4) F3 0.077(8) 0.064(8) 0.097(10) -0.011(8) -0.010(8) -0.002(7) F4 0.097(9) 0.106(10) 0.057(8) -0.006(8) 0.003(7) -0.017(9) F5 0.094(9) 0.067(8) 0.122(11) 0.007(8) 0.020(9) 0.018(7) F6 0.060(8) 0.125(10) 0.053(7) -0.004(8) 0.003(6) 0.007(9) P1 0.052(2) 0.055(2) 0.051(2) -0.0091(17) -0.0016(16) 0.0103(17) F3A 0.075(9) 0.079(10) 0.086(10) -0.044(9) -0.002(9) -0.003(9) F4A 0.086(10) 0.108(11) 0.086(10) 0.034(9) 0.008(9) 0.007(10) F5A 0.119(11) 0.094(11) 0.091(11) -0.024(9) -0.004(10) 0.024(10) F6A 0.068(9) 0.085(10) 0.082(10) 0.027(9) -0.004(9) -0.009(9) C49 0.048(10) 0.068(10) 0.059(10) -0.002(8) 0.011(8) -0.022(8) C50 0.115(16) 0.125(16) 0.108(15) -0.002(10) 0.016(10) -0.010(10) C51 0.096(14) 0.110(14) 0.090(13) 0.011(9) 0.028(9) -0.006(10) C52 0.136(18) 0.130(18) 0.130(17) 0.009(10) 0.015(10) -0.017(10) O5 0.097(10) 0.085(9) 0.083(9) 0.003(8) 0.034(8) -0.040(8) _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 1.386(14) . ? C1 C6 1.404(14) . ? C1 Ir1 1.997(9) . ? C2 C3 1.406(14) . ? C2 H2 0.9500 . ? C3 C4 1.363(15) . ? C3 H3 0.9500 . ? C4 C5 1.360(15) . ? C4 H4 0.9500 . ? C5 C6 1.415(14) . ? C5 H5 0.9500 . ? C6 C7 1.466(15) . ? C7 N1 1.350(12) . ? C7 C8 1.393(15) . ? C8 C9 1.347(15) . ? C8 H8 0.9500 . ? C9 C10 1.422(16) . ? C9 C16 1.511(16) . ? C10 C15 1.406(15) . ? C10 C11 1.426(16) . ? C11 C12 1.360(17) . ? C11 H11 0.9500 . ? C12 C13 1.417(17) . ? C12 H12 0.9500 . ? C13 C14 1.359(15) . ? C13 H13 0.9500 . ? C14 C15 1.436(15) . ? C14 H14 0.9500 . ? C15 N1 1.381(12) . ? C16 O1 1.202(15) . ? C16 O2 1.333(9) . ? C16 O2A 1.371(10) . ? C17 O2 1.376(10) . ? C17 C18 1.540(10) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C17A O2A 1.376(10) . ? C17A C18A 1.540(10) . ? C17A H17C 0.9900 . ? C17A H17D 0.9900 . ? C18A H18D 0.9800 . ? C18A H18E 0.9800 . ? C18A H18F 0.9800 . ? C19 C20 1.378(14) . ? C19 C24 1.428(14) . ? C19 Ir1 2.002(9) . ? C20 C21 1.371(15) . ? C20 H20 0.9500 . ? C21 C22 1.359(16) . ? C21 H21 0.9500 . ? C22 C23 1.379(16) . ? C22 H22 0.9500 . ? C23 C24 1.399(14) . ? C23 H23 0.9500 . ? C24 C25 1.449(14) . ? C25 N2 1.344(12) . ? C25 C26 1.394(14) . ? C26 C27 1.351(15) . ? C26 H26 0.9500 . ? C27 C28 1.432(15) . ? C27 C34 1.506(16) . ? C28 C29 1.421(14) . ? C28 C33 1.424(14) . ? C29 C30 1.357(16) . ? C29 H29 0.9500 . ? C30 C31 1.369(16) . ? C30 H30 0.9500 . ? C31 C32 1.354(14) . ? C31 H31 0.9500 . ? C32 C33 1.390(14) . ? C32 H32 0.9500 . ? C33 N2 1.389(12) . ? C34 O3 1.189(13) . ? C34 O4 1.318(14) . ? C35 O4 1.468(15) . ? C35 C36 1.53(2) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 N3 1.356(12) . ? C37 C38 1.358(14) . ? C37 H37 0.9500 . ? C38 C39 1.387(15) . ? C38 H38 0.9500 . ? C39 C40 1.399(14) . ? C39 C47 1.498(14) . ? C40 C41 1.382(13) . ? C40 H40 0.9500 . ? C41 N3 1.364(12) . ? C41 C42 1.465(13) . ? C42 N4 1.354(12) . ? C42 C43 1.411(14) . ? C43 C44 1.392(14) . ? C43 H43 0.9500 . ? C44 C45 1.374(14) . ? C44 C48 1.511(14) . ? C45 C46 1.376(14) . ? C45 H45 0.9500 . ? C46 N4 1.356(12) . ? C46 H46 0.9500 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? N1 Ir1 2.094(8) . ? N2 Ir1 2.113(8) . ? N3 Ir1 2.182(8) . ? N4 Ir1 2.159(8) . ? F1 P1 1.572(5) . ? F2 P1 1.557(5) . ? F3 P1 1.561(7) . ? F4 P1 1.551(7) . ? F5 P1 1.543(7) . ? F6 P1 1.559(7) . ? P1 F5A 1.545(10) . ? P1 F4A 1.548(10) . ? P1 F3A 1.558(9) . ? P1 F6A 1.577(9) . ? C49 C50 1.522(10) . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 O5 1.403(10) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 O5 1.405(10) . ? C51 C52 1.522(10) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 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 C2 C1 C6 116.4(9) . . ? C2 C1 Ir1 128.9(8) . . ? C6 C1 Ir1 114.6(7) . . ? C1 C2 C3 122.3(10) . . ? C1 C2 H2 118.9 . . ? C3 C2 H2 118.9 . . ? C4 C3 C2 118.9(11) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C5 C4 C3 122.1(11) . . ? C5 C4 H4 119.0 . . ? C3 C4 H4 119.0 . . ? C4 C5 C6 118.6(10) . . ? C4 C5 H5 120.7 . . ? C6 C5 H5 120.7 . . ? C1 C6 C5 121.7(10) . . ? C1 C6 C7 115.0(9) . . ? C5 C6 C7 123.0(9) . . ? N1 C7 C8 120.8(10) . . ? N1 C7 C6 114.9(9) . . ? C8 C7 C6 124.1(10) . . ? C9 C8 C7 122.5(11) . . ? C9 C8 H8 118.8 . . ? C7 C8 H8 118.8 . . ? C8 C9 C10 118.0(10) . . ? C8 C9 C16 118.9(11) . . ? C10 C9 C16 123.1(10) . . ? C15 C10 C9 118.2(10) . . ? C15 C10 C11 118.2(10) . . ? C9 C10 C11 123.6(11) . . ? C12 C11 C10 121.4(11) . . ? C12 C11 H11 119.3 . . ? C10 C11 H11 119.3 . . ? C11 C12 C13 120.6(11) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C14 C13 C12 119.5(11) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C13 C14 C15 121.2(11) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? N1 C15 C10 121.9(10) . . ? N1 C15 C14 118.9(9) . . ? C10 C15 C14 119.0(10) . . ? O1 C16 O2 117.1(13) . . ? O1 C16 O2A 123.4(14) . . ? O2 C16 O2A 37.0(10) . . ? O1 C16 C9 126.6(11) . . ? O2 C16 C9 112.9(12) . . ? O2A C16 C9 107.6(12) . . ? O2 C17 C18 110.1(10) . . ? O2 C17 H17A 109.6 . . ? C18 C17 H17A 109.6 . . ? O2 C17 H17B 109.6 . . ? C18 C17 H17B 109.6 . . ? H17A C17 H17B 108.2 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O2A C17A C18A 110.2(10) . . ? O2A C17A H17C 109.6 . . ? C18A C17A H17C 109.6 . . ? O2A C17A H17D 109.6 . . ? C18A C17A H17D 109.6 . . ? H17C C17A H17D 108.1 . . ? C17A C18A H18D 109.5 . . ? C17A C18A H18E 109.5 . . ? H18D C18A H18E 109.5 . . ? C17A C18A H18F 109.5 . . ? H18D C18A H18F 109.5 . . ? H18E C18A H18F 109.5 . . ? C20 C19 C24 117.6(9) . . ? C20 C19 Ir1 128.2(8) . . ? C24 C19 Ir1 113.8(7) . . ? C21 C20 C19 121.1(11) . . ? C21 C20 H20 119.4 . . ? C19 C20 H20 119.4 . . ? C22 C21 C20 121.4(10) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C21 C22 C23 120.2(11) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C24 119.5(11) . . ? C22 C23 H23 120.3 . . ? C24 C23 H23 120.3 . . ? C23 C24 C19 120.1(10) . . ? C23 C24 C25 124.8(10) . . ? C19 C24 C25 115.0(8) . . ? N2 C25 C26 121.9(9) . . ? N2 C25 C24 116.4(9) . . ? C26 C25 C24 121.5(9) . . ? C27 C26 C25 121.8(10) . . ? C27 C26 H26 119.1 . . ? C25 C26 H26 119.1 . . ? C26 C27 C28 118.3(10) . . ? C26 C27 C34 118.0(10) . . ? C28 C27 C34 123.8(10) . . ? C29 C28 C33 117.8(10) . . ? C29 C28 C27 124.2(10) . . ? C33 C28 C27 118.0(9) . . ? C30 C29 C28 121.0(11) . . ? C30 C29 H29 119.5 . . ? C28 C29 H29 119.5 . . ? C29 C30 C31 120.4(11) . . ? C29 C30 H30 119.8 . . ? C31 C30 H30 119.8 . . ? C32 C31 C30 120.6(11) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C33 122.0(10) . . ? C31 C32 H32 119.0 . . ? C33 C32 H32 119.0 . . ? N2 C33 C32 120.5(9) . . ? N2 C33 C28 121.3(9) . . ? C32 C33 C28 118.2(9) . . ? O3 C34 O4 122.6(11) . . ? O3 C34 C27 126.5(12) . . ? O4 C34 C27 110.9(10) . . ? O4 C35 C36 106.5(11) . . ? O4 C35 H35A 110.4 . . ? C36 C35 H35A 110.4 . . ? O4 C35 H35B 110.4 . . ? C36 C35 H35B 110.4 . . ? H35A C35 H35B 108.6 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N3 C37 C38 123.6(10) . . ? N3 C37 H37 118.2 . . ? C38 C37 H37 118.2 . . ? C37 C38 C39 120.2(10) . . ? C37 C38 H38 119.9 . . ? C39 C38 H38 119.9 . . ? C38 C39 C40 117.0(9) . . ? C38 C39 C47 123.2(10) . . ? C40 C39 C47 119.8(10) . . ? C41 C40 C39 120.5(9) . . ? C41 C40 H40 119.8 . . ? C39 C40 H40 119.8 . . ? N3 C41 C40 121.6(9) . . ? N3 C41 C42 115.3(8) . . ? C40 C41 C42 123.1(9) . . ? N4 C42 C43 121.1(9) . . ? N4 C42 C41 115.8(9) . . ? C43 C42 C41 123.1(9) . . ? C44 C43 C42 119.8(10) . . ? C44 C43 H43 120.1 . . ? C42 C43 H43 120.1 . . ? C45 C44 C43 117.7(9) . . ? C45 C44 C48 121.4(9) . . ? C43 C44 C48 120.9(9) . . ? C44 C45 C46 120.8(10) . . ? C44 C45 H45 119.6 . . ? C46 C45 H45 119.6 . . ? N4 C46 C45 122.2(10) . . ? N4 C46 H46 118.9 . . ? C45 C46 H46 118.9 . . ? C39 C47 H47A 109.5 . . ? C39 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C39 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C44 C48 H48A 109.5 . . ? C44 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C44 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C7 N1 C15 118.1(8) . . ? C7 N1 Ir1 113.1(6) . . ? C15 N1 Ir1 128.7(7) . . ? C25 N2 C33 118.4(9) . . ? C25 N2 Ir1 113.1(6) . . ? C33 N2 Ir1 128.4(7) . . ? C37 N3 C41 117.0(8) . . ? C37 N3 Ir1 125.8(7) . . ? C41 N3 Ir1 115.8(6) . . ? C42 N4 C46 118.4(9) . . ? C42 N4 Ir1 117.0(6) . . ? C46 N4 Ir1 124.1(7) . . ? C16 O2 C17 116.6(14) . . ? C16 O2A C17A 126(2) . . ? C34 O4 C35 116.7(10) . . ? C1 Ir1 C19 89.2(4) . . ? C1 Ir1 N1 80.0(4) . . ? C19 Ir1 N1 93.3(4) . . ? C1 Ir1 N2 93.1(4) . . ? C19 Ir1 N2 80.3(4) . . ? N1 Ir1 N2 170.7(3) . . ? C1 Ir1 N4 172.4(3) . . ? C19 Ir1 N4 97.3(4) . . ? N1 Ir1 N4 103.4(3) . . ? N2 Ir1 N4 84.3(3) . . ? C1 Ir1 N3 99.0(3) . . ? C19 Ir1 N3 169.1(4) . . ? N1 Ir1 N3 81.0(3) . . ? N2 Ir1 N3 106.4(3) . . ? N4 Ir1 N3 75.1(3) . . ? F5 P1 F5A 45.4(6) . . ? F5 P1 F4A 136.2(7) . . ? F5A P1 F4A 90.7(6) . . ? F5 P1 F4 90.8(5) . . ? F5A P1 F4 45.4(6) . . ? F4A P1 F4 45.3(6) . . ? F5 P1 F2 90.2(4) . . ? F5A P1 F2 90.8(4) . . ? F4A P1 F2 90.2(4) . . ? F4 P1 F2 90.6(4) . . ? F5 P1 F3A 133.2(7) . . ? F5A P1 F3A 178.5(7) . . ? F4A P1 F3A 90.6(6) . . ? F4 P1 F3A 135.9(7) . . ? F2 P1 F3A 89.9(4) . . ? F5 P1 F6 90.6(5) . . ? F5A P1 F6 136.0(7) . . ? F4A P1 F6 133.2(7) . . ? F4 P1 F6 178.5(6) . . ? F2 P1 F6 89.9(4) . . ? F3A P1 F6 42.7(6) . . ? F5 P1 F3 179.0(6) . . ? F5A P1 F3 134.6(7) . . ? F4A P1 F3 43.9(6) . . ? F4 P1 F3 89.2(5) . . ? F2 P1 F3 90.8(4) . . ? F3A P1 F3 46.7(6) . . ? F6 P1 F3 89.3(5) . . ? F5 P1 F1 89.9(4) . . ? F5A P1 F1 89.8(4) . . ? F4A P1 F1 90.2(4) . . ? F4 P1 F1 90.1(4) . . ? F2 P1 F1 179.2(4) . . ? F3A P1 F1 89.5(4) . . ? F6 P1 F1 89.3(4) . . ? F3 P1 F1 89.0(4) . . ? F5 P1 F6A 44.2(6) . . ? F5A P1 F6A 89.6(6) . . ? F4A P1 F6A 179.2(6) . . ? F4 P1 F6A 135.0(7) . . ? F2 P1 F6A 90.4(4) . . ? F3A P1 F6A 89.0(6) . . ? F6 P1 F6A 46.4(6) . . ? F3 P1 F6A 135.7(7) . . ? F1 P1 F6A 89.1(4) . . ? C50 C49 H49A 109.5 . . ? C50 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C50 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? O5 C50 C49 110.4(10) . . ? O5 C50 H50A 109.6 . . ? C49 C50 H50A 109.6 . . ? O5 C50 H50B 109.6 . . ? C49 C50 H50B 109.6 . . ? H50A C50 H50B 108.1 . . ? O5 C51 C52 110.3(10) . . ? O5 C51 H51A 109.6 . . ? C52 C51 H51A 109.6 . . ? O5 C51 H51B 109.6 . . ? C52 C51 H51B 109.6 . . ? H51A C51 H51B 108.1 . . ? 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 . . ? C50 O5 C51 114.3(18) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.07 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.337 _refine_diff_density_min -0.778 _refine_diff_density_rms 0.150 _database_code_depnum_ccdc_archive 'CCDC 907280' ####################################################################### # # 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_3e #TrackingRef 'RS_Cifs.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H57 F6 Ir N5 O5 P' _chemical_formula_weight 1337.34 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' Ir Ir -1.4442 7.9887 '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' F F 0.0171 0.0103 '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/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 15.3862(3) _cell_length_b 20.0202(4) _cell_length_c 19.0094(3) _cell_angle_alpha 90.00 _cell_angle_beta 96.3930(10) _cell_angle_gamma 90.00 _cell_volume 5819.14(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7656 _cell_measurement_theta_min 1.68 _cell_measurement_theta_max 25.69 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2696 _exptl_absorpt_coefficient_mu 2.397 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7618 _exptl_absorpt_correction_T_max 0.9102 _exptl_absorpt_process_details Denzo/Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20180 _diffrn_reflns_av_R_equivalents 0.0682 _diffrn_reflns_av_sigmaI/netI 0.0953 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.69 _reflns_number_total 10780 _reflns_number_gt 7656 _reflns_threshold_expression >2\s(I) _computing_data_collection 'cOLLECT,Nonius BV, 1997-2001' _computing_cell_refinement DENZO/SCALEPACK _computing_data_reduction DENZO/SCALEPACK _computing_structure_solution SHELXs-97 _computing_structure_refinement SHELXL-97 _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^)+(0.0265P)^2^+42.0798P] 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 0.00225(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 10780 _refine_ls_number_parameters 763 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1121 _refine_ls_R_factor_gt 0.0688 _refine_ls_wR_factor_ref 0.1364 _refine_ls_wR_factor_gt 0.1198 _refine_ls_goodness_of_fit_ref 1.108 _refine_ls_restrained_S_all 1.109 _refine_ls_shift/su_max 0.008 _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 0.2592(5) 0.2036(4) 0.3792(4) 0.0230(18) Uani 1 1 d . . . C2 C 0.1984(5) 0.2546(4) 0.3580(4) 0.0281(19) Uani 1 1 d . . . H2 H 0.1720 0.2559 0.3116 0.034 Uiso 1 1 calc R . . C3 C 0.1777(5) 0.3027(4) 0.4059(4) 0.029(2) Uani 1 1 d . . . H3 H 0.1380 0.3360 0.3906 0.035 Uiso 1 1 calc R . . C4 C 0.2145(5) 0.3028(4) 0.4762(4) 0.030(2) Uani 1 1 d . . . H4 H 0.1978 0.3344 0.5080 0.036 Uiso 1 1 calc R . . C5 C 0.2771(6) 0.2545(4) 0.4978(4) 0.0286(19) Uani 1 1 d . . . H5 H 0.3032 0.2536 0.5443 0.034 Uiso 1 1 calc R . . C6 C 0.3001(5) 0.2074(4) 0.4490(4) 0.0219(17) Uani 1 1 d . . . C7 C 0.3727(5) 0.1608(4) 0.4627(4) 0.0256(19) Uani 1 1 d . . . C8 C 0.4292(6) 0.1599(4) 0.5268(4) 0.031(2) Uani 1 1 d . . . H8 H 0.4154 0.1860 0.5645 0.037 Uiso 1 1 calc R . . C9 C 0.5248(6) 0.0829(4) 0.4757(4) 0.0275(19) Uani 1 1 d . . . C10 C 0.6022(5) 0.0437(4) 0.4765(5) 0.0286(19) Uani 1 1 d . . . H10 H 0.6412 0.0415 0.5176 0.034 Uiso 1 1 calc R . . C11 C 0.6199(5) 0.0092(4) 0.4177(5) 0.031(2) Uani 1 1 d . . . H11 H 0.6702 -0.0167 0.4188 0.037 Uiso 1 1 calc R . . C12 C 0.5612(6) 0.0133(4) 0.3555(5) 0.033(2) Uani 1 1 d . . . H12 H 0.5746 -0.0088 0.3150 0.040 Uiso 1 1 calc R . . C13 C 0.4850(6) 0.0490(4) 0.3531(4) 0.030(2) Uani 1 1 d . . . H13 H 0.4465 0.0501 0.3118 0.036 Uiso 1 1 calc R . . C14 C 0.4656(5) 0.0837(4) 0.4132(4) 0.0234(18) Uani 1 1 d . . . C15 C 0.5035(5) 0.1218(4) 0.5348(4) 0.0262(17) Uani 1 1 d . . . C16 C 0.5602(6) 0.1238(5) 0.6042(4) 0.0314(19) Uani 1 1 d . . . C17 C 0.5624(9) 0.1570(9) 0.7263(6) 0.099(6) Uani 1 1 d . . . H17A H 0.6095 0.1245 0.7332 0.118 Uiso 1 1 calc R . . H17B H 0.5875 0.2013 0.7327 0.118 Uiso 1 1 calc R . . C18 C 0.5014(11) 0.1458(12) 0.7768(7) 0.154(10) Uani 1 1 d . . . H18A H 0.4448 0.1619 0.7579 0.231 Uiso 1 1 calc R . . H18B H 0.5206 0.1692 0.8198 0.231 Uiso 1 1 calc R . . H18C H 0.4980 0.0989 0.7864 0.231 Uiso 1 1 calc R . . C19 C 0.3546(6) 0.1839(4) 0.2647(4) 0.0264(19) Uani 1 1 d . . . C20 C 0.4396(6) 0.2100(4) 0.2801(4) 0.0295(19) Uani 1 1 d . . . H20 H 0.4731 0.1981 0.3220 0.035 Uiso 1 1 calc R . . C21 C 0.4733(6) 0.2529(4) 0.2340(5) 0.033(2) Uani 1 1 d . . . H21 H 0.5297 0.2691 0.2455 0.040 Uiso 1 1 calc R . . C22 C 0.4270(6) 0.2730(5) 0.1712(5) 0.039(2) Uani 1 1 d . . . H22 H 0.4509 0.3033 0.1416 0.046 Uiso 1 1 calc R . . C23 C 0.3449(6) 0.2471(4) 0.1535(4) 0.035(2) Uani 1 1 d . . . H23 H 0.3130 0.2592 0.1110 0.042 Uiso 1 1 calc R . . C24 C 0.3085(5) 0.2023(4) 0.1992(4) 0.0258(19) Uani 1 1 d . . . C25 C 0.2252(5) 0.1693(4) 0.1831(4) 0.0247(19) Uani 1 1 d . . . C26 C 0.1847(6) 0.1614(4) 0.1126(4) 0.030(2) Uani 1 1 d . . . H26 H 0.2038 0.1867 0.0763 0.036 Uiso 1 1 calc R . . C27 C 0.1185(5) 0.1171(4) 0.0980(4) 0.0281(18) Uani 1 1 d . . . C28 C 0.0789(5) 0.0873(4) 0.1550(4) 0.0274(19) Uani 1 1 d . . . C29 C 0.0049(6) 0.0457(5) 0.1449(5) 0.039(2) Uani 1 1 d . . . H29 H -0.0173 0.0327 0.0995 0.046 Uiso 1 1 calc R . . C30 C -0.0346(6) 0.0241(5) 0.2024(5) 0.038(2) Uani 1 1 d . . . H30 H -0.0817 -0.0052 0.1958 0.045 Uiso 1 1 calc R . . C31 C -0.0042(6) 0.0463(4) 0.2707(4) 0.033(2) Uani 1 1 d . . . H31 H -0.0345 0.0348 0.3085 0.040 Uiso 1 1 calc R . . C32 C 0.0692(5) 0.0843(4) 0.2822(4) 0.0294(19) Uani 1 1 d . . . H32 H 0.0894 0.0978 0.3279 0.035 Uiso 1 1 calc R . . C33 C 0.1149(5) 0.1035(4) 0.2247(4) 0.0249(18) Uani 1 1 d . . . C34 C 0.0962(7) 0.0982(5) 0.0228(4) 0.043(3) Uani 1 1 d . . . C35 C 0.0651(8) 0.1313(6) -0.0963(5) 0.059(3) Uani 1 1 d . . . H35A H 0.0174 0.0994 -0.1033 0.070 Uiso 1 1 calc R . . H35B H 0.1163 0.1117 -0.1136 0.070 Uiso 1 1 calc R . . C36 C 0.0407(9) 0.1946(6) -0.1353(6) 0.072(4) Uani 1 1 d . . . H36A H 0.0880 0.2260 -0.1275 0.108 Uiso 1 1 calc R . . H36B H -0.0107 0.2132 -0.1183 0.108 Uiso 1 1 calc R . . H36C H 0.0290 0.1854 -0.1850 0.108 Uiso 1 1 calc R . . C37 C 0.3173(6) 0.0242(4) 0.2012(4) 0.030(2) Uani 1 1 d . . . H37 H 0.3510 0.0579 0.1843 0.035 Uiso 1 1 calc R . . C38 C 0.2937(6) -0.0299(4) 0.1574(4) 0.035(2) Uani 1 1 d . . . H38 H 0.3115 -0.0312 0.1122 0.042 Uiso 1 1 calc R . . C39 C 0.2444(6) -0.0815(4) 0.1796(4) 0.030(2) Uani 1 1 d . . . C40 C 0.2190(5) -0.0778(4) 0.2495(4) 0.0253(18) Uani 1 1 d . . . C41 C 0.2420(5) -0.0197(4) 0.2893(4) 0.0213(17) Uani 1 1 d . . . C42 C 0.1687(5) -0.1274(4) 0.2814(4) 0.0316(19) Uani 1 1 d . . . H42 H 0.1523 -0.1660 0.2561 0.038 Uiso 1 1 calc R . . C43 C 0.1445(5) -0.1196(4) 0.3475(4) 0.0304(18) Uani 1 1 d . . . H43 H 0.1163 -0.1546 0.3678 0.036 Uiso 1 1 calc R . . C44 C 0.1611(5) -0.0588(4) 0.3870(4) 0.0269(19) Uani 1 1 d . . . C45 C 0.2089(5) -0.0089(4) 0.3567(4) 0.0253(18) Uani 1 1 d . . . C46 C 0.1321(5) -0.0459(4) 0.4538(4) 0.0267(19) Uani 1 1 d . . . C47 C 0.1540(5) 0.0151(4) 0.4843(4) 0.0264(18) Uani 1 1 d . . . H47 H 0.1382 0.0242 0.5292 0.032 Uiso 1 1 calc R . . C48 C 0.1983(5) 0.0629(4) 0.4507(4) 0.0280(19) Uani 1 1 d . . . H48 H 0.2100 0.1038 0.4730 0.034 Uiso 1 1 calc R . . C49 C 0.2154(6) -0.1373(4) 0.1308(4) 0.031(2) Uani 1 1 d . . . C50 C 0.1731(6) -0.1226(5) 0.0638(4) 0.040(2) Uani 1 1 d . . . H50 H 0.1644 -0.0782 0.0501 0.048 Uiso 1 1 calc R . . C51 C 0.1443(7) -0.1729(5) 0.0177(5) 0.051(3) Uani 1 1 d . . . H51 H 0.1138 -0.1626 -0.0260 0.061 Uiso 1 1 calc R . . C52 C 0.1608(7) -0.2388(5) 0.0365(5) 0.050(3) Uani 1 1 d . . . H52 H 0.1419 -0.2726 0.0049 0.060 Uiso 1 1 calc R . . C53 C 0.2045(7) -0.2553(5) 0.1012(5) 0.048(3) Uani 1 1 d . . . H53 H 0.2159 -0.2997 0.1131 0.057 Uiso 1 1 calc R . . C54 C 0.2319(6) -0.2038(5) 0.1492(5) 0.041(2) Uani 1 1 d . . . H54 H 0.2611 -0.2143 0.1933 0.049 Uiso 1 1 calc R . . C55 C 0.0831(6) -0.0955(4) 0.4914(4) 0.0285(19) Uani 1 1 d . . . C56 C 0.0083(6) -0.1275(5) 0.4578(5) 0.037(2) Uani 1 1 d . . . H56 H -0.0116 -0.1178 0.4109 0.044 Uiso 1 1 calc R . . C57 C -0.0354(6) -0.1735(4) 0.4956(5) 0.040(2) Uani 1 1 d . . . H57 H -0.0851 -0.1948 0.4740 0.048 Uiso 1 1 calc R . . C58 C -0.0052(6) -0.1881(4) 0.5658(5) 0.041(2) Uani 1 1 d . . . H58 H -0.0340 -0.2198 0.5903 0.049 Uiso 1 1 calc R . . C59 C 0.0675(6) -0.1556(4) 0.5994(5) 0.037(2) Uani 1 1 d . . . H59 H 0.0871 -0.1651 0.6464 0.044 Uiso 1 1 calc R . . C60 C 0.1104(6) -0.1094(4) 0.5625(4) 0.033(2) Uani 1 1 d . . . H60 H 0.1584 -0.0869 0.5852 0.039 Uiso 1 1 calc R . . C61 C 0.2628(10) -0.1029(7) 0.7659(7) 0.091(5) Uani 1 1 d . . . H61A H 0.2130 -0.1203 0.7862 0.136 Uiso 1 1 calc R . . H61B H 0.2586 -0.1147 0.7167 0.136 Uiso 1 1 calc R . . H61C H 0.2642 -0.0552 0.7706 0.136 Uiso 1 1 calc R . . C62 C 0.3448(11) -0.1320(9) 0.8038(7) 0.107(5) Uani 1 1 d . . . H62A H 0.3478 -0.1791 0.7924 0.128 Uiso 1 1 calc R . . H62B H 0.3951 -0.1101 0.7873 0.128 Uiso 1 1 calc R . . C63 C 0.4218(12) -0.1573(9) 0.9218(10) 0.128(7) Uani 1 1 d . . . H63A H 0.4767 -0.1385 0.9104 0.154 Uiso 1 1 calc R . . H63B H 0.4218 -0.2046 0.9106 0.154 Uiso 1 1 calc R . . C64 C 0.4148(14) -0.1484(11) 1.0007(9) 0.156(9) Uani 1 1 d . . . H64A H 0.4133 -0.1016 1.0116 0.234 Uiso 1 1 calc R . . H64B H 0.4645 -0.1686 1.0275 0.234 Uiso 1 1 calc R . . H64C H 0.3622 -0.1693 1.0126 0.234 Uiso 1 1 calc R . . C65 C 0.3169(16) 0.0609(11) -0.0263(11) 0.132(7) Uani 1 1 d U . . C66 C 0.277(2) 0.0199(15) -0.0863(15) 0.246(14) Uani 1 1 d U . . H66A H 0.3176 0.0145 -0.1204 0.369 Uiso 1 1 calc R . . H66B H 0.2251 0.0419 -0.1081 0.369 Uiso 1 1 calc R . . H66C H 0.2613 -0.0231 -0.0691 0.369 Uiso 1 1 calc R . . N1 N 0.3882(4) 0.1211(3) 0.4079(3) 0.0225(14) Uani 1 1 d . . . N2 N 0.1933(4) 0.1385(3) 0.2375(3) 0.0257(16) Uani 1 1 d . . . N3 N 0.2937(4) 0.0300(3) 0.2664(3) 0.0232(15) Uani 1 1 d . . . N4 N 0.2256(4) 0.0528(3) 0.3865(3) 0.0253(15) Uani 1 1 d . . . N5 N 0.3349(11) 0.0864(7) 0.0231(8) 0.116(5) Uani 1 1 d U . . O1 O 0.5160(5) 0.1504(5) 0.6536(3) 0.076(3) Uani 1 1 d . . . O2 O 0.6324(4) 0.1042(4) 0.6157(3) 0.054(2) Uani 1 1 d . . . O3 O 0.0836(4) 0.1481(3) -0.0212(3) 0.0448(17) Uani 1 1 d . . . O4 O 0.0881(4) 0.0388(3) 0.0039(3) 0.0444(17) Uani 1 1 d . . . O5 O 0.3484(7) -0.1244(5) 0.8782(5) 0.102(3) Uani 1 1 d . . . Ir1 Ir 0.28894(2) 0.124156(17) 0.324515(16) 0.02481(13) Uani 1 1 d . . . P1 P 0.21476(17) 0.12622(16) 0.69418(13) 0.0485(6) Uani 1 1 d . . . F1 F 0.1522(6) 0.0656(5) 0.6793(5) 0.127(4) Uani 1 1 d . . . F2 F 0.1363(6) 0.1744(5) 0.6791(5) 0.137(4) Uani 1 1 d . . . F3 F 0.2271(6) 0.1279(4) 0.6141(3) 0.095(2) Uani 1 1 d . . . F4 F 0.2749(7) 0.1882(4) 0.7102(6) 0.135(4) Uani 1 1 d . . . F5 F 0.2959(5) 0.0799(4) 0.7108(4) 0.096(3) Uani 1 1 d . . . F6 F 0.2009(6) 0.1243(6) 0.7762(4) 0.133(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.017(4) 0.024(4) 0.029(4) 0.004(4) 0.003(3) 0.000(3) C2 0.028(5) 0.029(5) 0.026(4) -0.004(4) -0.001(4) 0.003(4) C3 0.028(5) 0.023(4) 0.037(5) -0.004(4) 0.002(4) 0.004(4) C4 0.032(5) 0.024(4) 0.035(5) -0.008(4) 0.007(4) 0.005(4) C5 0.034(5) 0.025(4) 0.026(4) -0.009(4) 0.000(4) -0.005(4) C6 0.022(4) 0.024(4) 0.020(4) 0.001(3) 0.002(3) 0.000(3) C7 0.030(5) 0.027(4) 0.020(4) 0.002(4) 0.005(4) -0.009(4) C8 0.031(5) 0.031(5) 0.029(5) -0.005(4) -0.003(4) -0.003(4) C9 0.033(5) 0.025(4) 0.023(4) 0.001(4) -0.001(4) -0.005(4) C10 0.024(5) 0.019(4) 0.042(5) -0.001(4) -0.001(4) -0.004(4) C11 0.021(5) 0.019(4) 0.051(6) 0.002(4) 0.000(4) 0.002(4) C12 0.036(5) 0.031(5) 0.035(5) -0.004(4) 0.010(4) 0.002(4) C13 0.032(5) 0.024(4) 0.035(5) 0.002(4) 0.003(4) -0.002(4) C14 0.025(5) 0.023(4) 0.022(4) -0.001(3) 0.004(3) -0.003(4) C15 0.030(5) 0.024(4) 0.024(4) 0.007(4) -0.001(3) -0.009(4) C16 0.038(5) 0.033(5) 0.023(4) 0.004(4) 0.004(4) 0.000(5) C17 0.080(10) 0.160(15) 0.046(7) -0.048(8) -0.036(7) 0.037(10) C18 0.115(14) 0.31(3) 0.036(7) -0.042(12) -0.006(8) -0.042(17) C19 0.040(5) 0.020(4) 0.020(4) -0.004(3) 0.003(4) 0.002(4) C20 0.034(5) 0.029(5) 0.026(4) 0.001(4) 0.003(4) 0.001(4) C21 0.031(5) 0.029(5) 0.040(5) 0.005(4) 0.003(4) -0.003(4) C22 0.037(6) 0.042(6) 0.036(5) 0.015(4) 0.003(4) -0.010(5) C23 0.048(6) 0.037(5) 0.019(4) 0.008(4) -0.007(4) -0.012(4) C24 0.028(5) 0.030(5) 0.019(4) 0.003(4) 0.004(3) -0.006(4) C25 0.031(5) 0.023(4) 0.021(4) 0.002(3) 0.008(4) -0.001(4) C26 0.032(5) 0.036(5) 0.021(4) 0.011(4) 0.000(4) 0.005(4) C27 0.025(4) 0.032(5) 0.024(4) -0.005(4) -0.009(3) 0.001(4) C28 0.032(5) 0.023(4) 0.026(4) -0.007(4) -0.002(4) -0.001(4) C29 0.041(6) 0.041(5) 0.032(5) -0.005(4) -0.008(4) -0.001(5) C30 0.031(5) 0.037(5) 0.046(6) -0.001(4) 0.006(4) -0.005(4) C31 0.027(5) 0.043(5) 0.033(5) -0.003(4) 0.012(4) -0.001(4) C32 0.029(5) 0.029(5) 0.030(5) 0.003(4) 0.004(4) 0.006(4) C33 0.020(4) 0.025(4) 0.029(4) 0.000(3) -0.002(3) -0.005(3) C34 0.062(7) 0.054(6) 0.011(4) -0.001(4) -0.003(4) 0.036(5) C35 0.084(8) 0.059(7) 0.030(5) -0.013(5) -0.008(5) -0.005(7) C36 0.082(9) 0.085(9) 0.048(7) 0.022(7) -0.002(6) 0.004(8) C37 0.035(5) 0.029(5) 0.026(5) -0.001(4) 0.007(4) 0.002(4) C38 0.040(6) 0.040(5) 0.026(5) -0.001(4) 0.015(4) 0.006(4) C39 0.035(5) 0.031(5) 0.024(4) 0.000(4) 0.004(4) 0.005(4) C40 0.024(5) 0.025(4) 0.027(4) -0.001(4) 0.001(3) 0.005(4) C41 0.021(4) 0.022(4) 0.021(4) 0.005(3) 0.003(3) -0.003(3) C42 0.038(5) 0.023(4) 0.032(5) -0.010(4) 0.001(4) -0.005(4) C43 0.033(5) 0.026(4) 0.032(4) -0.001(4) 0.001(4) 0.006(4) C44 0.030(5) 0.024(4) 0.026(4) -0.001(4) 0.001(4) 0.003(4) C45 0.026(5) 0.025(4) 0.025(4) 0.004(4) 0.006(4) 0.001(4) C46 0.030(5) 0.026(4) 0.024(4) 0.000(4) 0.002(4) 0.005(4) C47 0.024(5) 0.031(5) 0.025(4) 0.001(4) 0.008(4) 0.002(4) C48 0.039(5) 0.023(4) 0.022(4) -0.003(4) 0.005(4) 0.002(4) C49 0.043(5) 0.024(5) 0.026(4) -0.008(4) 0.006(4) -0.002(4) C50 0.056(6) 0.035(5) 0.031(5) -0.004(5) 0.007(4) -0.006(5) C51 0.069(8) 0.044(6) 0.039(6) -0.007(5) 0.000(5) 0.003(5) C52 0.074(8) 0.034(5) 0.043(6) -0.017(5) 0.007(5) -0.012(5) C53 0.072(8) 0.024(5) 0.044(6) -0.010(4) -0.005(5) -0.004(5) C54 0.049(6) 0.039(6) 0.036(5) -0.008(4) 0.009(4) -0.003(5) C55 0.031(5) 0.021(4) 0.035(5) 0.001(4) 0.007(4) 0.001(4) C56 0.035(5) 0.034(5) 0.043(5) 0.005(5) 0.009(4) 0.005(5) C57 0.039(6) 0.027(5) 0.057(6) -0.001(5) 0.017(5) -0.001(4) C58 0.052(7) 0.030(5) 0.046(6) 0.007(4) 0.028(5) 0.002(5) C59 0.041(6) 0.037(5) 0.035(5) 0.006(4) 0.015(4) 0.006(5) C60 0.044(6) 0.020(5) 0.035(5) 0.001(4) 0.008(4) 0.001(4) C61 0.114(13) 0.087(11) 0.074(9) -0.013(8) 0.026(9) 0.007(9) C62 0.113(13) 0.132(15) 0.080(10) -0.041(11) 0.030(9) 0.002(12) C63 0.112(15) 0.113(14) 0.153(17) -0.043(13) -0.010(13) 0.045(12) C64 0.17(2) 0.21(2) 0.089(13) 0.031(14) 0.040(13) 0.082(18) C65 0.187(16) 0.099(12) 0.105(12) 0.022(10) -0.013(12) 0.020(12) C66 0.28(2) 0.24(2) 0.212(19) -0.021(16) -0.013(16) 0.069(17) N1 0.029(4) 0.016(3) 0.023(3) 0.002(3) 0.007(3) -0.002(3) N2 0.033(4) 0.018(4) 0.028(4) -0.006(3) 0.008(3) 0.005(3) N3 0.022(4) 0.030(4) 0.017(3) 0.004(3) 0.001(3) 0.003(3) N4 0.030(4) 0.025(4) 0.021(3) -0.002(3) 0.000(3) -0.002(3) N5 0.151(12) 0.099(10) 0.102(10) -0.003(8) 0.035(9) -0.017(9) O1 0.059(5) 0.130(8) 0.035(4) -0.029(4) -0.019(4) 0.046(5) O2 0.037(4) 0.083(6) 0.038(4) 0.000(4) -0.011(3) 0.019(4) O3 0.060(5) 0.039(4) 0.030(3) 0.001(3) -0.017(3) 0.005(3) O4 0.060(5) 0.040(4) 0.032(3) -0.007(3) 0.002(3) -0.003(3) O5 0.109(8) 0.096(7) 0.100(7) -0.030(7) 0.001(6) 0.019(7) Ir1 0.02827(19) 0.02266(17) 0.02329(18) -0.00067(16) 0.00196(12) 0.00006(17) P1 0.0431(15) 0.0529(16) 0.0487(15) -0.0107(15) 0.0009(12) 0.0092(15) F1 0.119(7) 0.124(8) 0.131(8) 0.033(6) -0.017(6) -0.062(6) F2 0.121(8) 0.166(9) 0.114(7) -0.040(7) -0.035(6) 0.087(7) F3 0.153(7) 0.090(5) 0.045(4) 0.001(4) 0.017(4) 0.000(6) F4 0.140(9) 0.077(6) 0.173(9) -0.035(6) -0.050(7) -0.013(6) F5 0.077(5) 0.109(6) 0.100(6) -0.020(5) 0.001(4) 0.044(5) F6 0.113(7) 0.242(12) 0.045(4) -0.011(6) 0.017(4) 0.048(8) _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 C6 1.406(10) . ? C1 C2 1.412(11) . ? C1 Ir1 1.982(8) . ? C2 C3 1.387(11) . ? C2 H2 0.9300 . ? C3 C4 1.391(11) . ? C3 H3 0.9300 . ? C4 C5 1.395(11) . ? C4 H4 0.9300 . ? C5 C6 1.396(11) . ? C5 H5 0.9300 . ? C6 C7 1.456(11) . ? C7 N1 1.351(10) . ? C7 C8 1.416(11) . ? C8 C15 1.369(12) . ? C8 H8 0.9300 . ? C9 C14 1.413(11) . ? C9 C10 1.426(11) . ? C9 C15 1.436(11) . ? C10 C11 1.367(12) . ? C10 H10 0.9300 . ? C11 C12 1.408(12) . ? C11 H11 0.9300 . ? C12 C13 1.369(12) . ? C12 H12 0.9300 . ? C13 C14 1.398(11) . ? C13 H13 0.9300 . ? C14 N1 1.402(10) . ? C15 C16 1.499(11) . ? C16 O2 1.176(10) . ? C16 O1 1.330(10) . ? C17 C18 1.432(19) . ? C17 O1 1.489(12) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.409(12) . ? C19 C24 1.411(11) . ? C19 Ir1 2.000(8) . ? C20 C21 1.368(11) . ? C20 H20 0.9300 . ? C21 C22 1.381(12) . ? C21 H21 0.9300 . ? C22 C23 1.373(12) . ? C22 H22 0.9300 . ? C23 C24 1.407(11) . ? C23 H23 0.9300 . ? C24 C25 1.444(11) . ? C25 N2 1.342(9) . ? C25 C26 1.422(11) . ? C26 C27 1.356(11) . ? C26 H26 0.9300 . ? C27 C28 1.430(11) . ? C27 C34 1.482(11) . ? C28 C29 1.407(12) . ? C28 C33 1.416(11) . ? C29 C30 1.377(13) . ? C29 H29 0.9300 . ? C30 C31 1.402(12) . ? C30 H30 0.9300 . ? C31 C32 1.359(12) . ? C31 H31 0.9300 . ? C32 C33 1.416(11) . ? C32 H32 0.9300 . ? C33 N2 1.394(10) . ? C34 O4 1.244(11) . ? C34 O3 1.303(10) . ? C35 O3 1.465(10) . ? C35 C36 1.495(15) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 N3 1.335(10) . ? C37 C38 1.390(12) . ? C37 H37 0.9300 . ? C38 C39 1.376(12) . ? C38 H38 0.9300 . ? C39 C40 1.428(11) . ? C39 C49 1.487(11) . ? C40 C41 1.411(11) . ? C40 C42 1.435(11) . ? C41 N3 1.374(9) . ? C41 C45 1.446(11) . ? C42 C43 1.360(11) . ? C42 H42 0.9300 . ? C43 C44 1.437(11) . ? C43 H43 0.9300 . ? C44 C45 1.402(11) . ? C44 C46 1.416(11) . ? C45 N4 1.371(10) . ? C46 C47 1.377(11) . ? C46 C55 1.479(11) . ? C47 C48 1.375(11) . ? C47 H47 0.9300 . ? C48 N4 1.349(10) . ? C48 H48 0.9300 . ? C49 C54 1.393(12) . ? C49 C50 1.396(12) . ? C50 C51 1.376(13) . ? C50 H50 0.9300 . ? C51 C52 1.384(13) . ? C51 H51 0.9300 . ? C52 C53 1.374(13) . ? C52 H52 0.9300 . ? C53 C54 1.409(12) . ? C53 H53 0.9300 . ? C54 H54 0.9300 . ? C55 C60 1.397(11) . ? C55 C56 1.406(12) . ? C56 C57 1.388(12) . ? C56 H56 0.9300 . ? C57 C58 1.394(13) . ? C57 H57 0.9300 . ? C58 C59 1.386(13) . ? C58 H58 0.9300 . ? C59 C60 1.373(12) . ? C59 H59 0.9300 . ? C60 H60 0.9300 . ? C61 C62 1.499(19) . ? C61 H61A 0.9600 . ? C61 H61B 0.9600 . ? C61 H61C 0.9600 . ? C62 O5 1.418(15) . ? C62 H62A 0.9700 . ? C62 H62B 0.9700 . ? C63 O5 1.480(18) . ? C63 C64 1.53(2) . ? C63 H63A 0.9700 . ? C63 H63B 0.9700 . ? C64 H64A 0.9600 . ? C64 H64B 0.9600 . ? C64 H64C 0.9600 . ? C65 N5 1.08(2) . ? C65 C66 1.48(3) . ? C66 H66A 0.9600 . ? C66 H66B 0.9600 . ? C66 H66C 0.9600 . ? N1 Ir1 2.076(6) . ? N2 Ir1 2.108(7) . ? N3 Ir1 2.191(6) . ? N4 Ir1 2.153(6) . ? P1 F2 1.547(8) . ? P1 F3 1.555(7) . ? P1 F1 1.555(9) . ? P1 F4 1.557(9) . ? P1 F5 1.559(7) . ? P1 F6 1.597(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 116.3(7) . . ? C6 C1 Ir1 115.6(6) . . ? C2 C1 Ir1 127.9(6) . . ? C3 C2 C1 120.5(8) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C2 C3 C4 122.2(8) . . ? C2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C3 C4 C5 118.4(7) . . ? C3 C4 H4 120.8 . . ? C5 C4 H4 120.8 . . ? C4 C5 C6 119.4(7) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C5 C6 C1 122.9(7) . . ? C5 C6 C7 124.1(7) . . ? C1 C6 C7 112.8(7) . . ? N1 C7 C8 120.8(8) . . ? N1 C7 C6 115.9(7) . . ? C8 C7 C6 123.1(7) . . ? C15 C8 C7 121.9(8) . . ? C15 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C14 C9 C10 118.4(7) . . ? C14 C9 C15 118.0(7) . . ? C10 C9 C15 123.6(7) . . ? C11 C10 C9 120.7(8) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C10 C11 C12 119.4(8) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C13 C12 C11 121.7(8) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C14 119.5(8) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? C13 C14 N1 117.7(7) . . ? C13 C14 C9 120.3(8) . . ? N1 C14 C9 121.9(7) . . ? C8 C15 C9 118.4(7) . . ? C8 C15 C16 118.7(7) . . ? C9 C15 C16 122.8(7) . . ? O2 C16 O1 123.3(8) . . ? O2 C16 C15 126.8(8) . . ? O1 C16 C15 109.8(7) . . ? C18 C17 O1 109.0(11) . . ? C18 C17 H17A 109.9 . . ? O1 C17 H17A 109.9 . . ? C18 C17 H17B 109.9 . . ? O1 C17 H17B 109.9 . . ? H17A C17 H17B 108.3 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C24 116.8(7) . . ? C20 C19 Ir1 128.3(6) . . ? C24 C19 Ir1 114.9(6) . . ? C21 C20 C19 120.6(8) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C20 C21 C22 122.8(8) . . ? C20 C21 H21 118.6 . . ? C22 C21 H21 118.6 . . ? C23 C22 C21 118.3(8) . . ? C23 C22 H22 120.9 . . ? C21 C22 H22 120.9 . . ? C22 C23 C24 120.5(8) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C19 121.1(8) . . ? C23 C24 C25 124.4(7) . . ? C19 C24 C25 114.5(7) . . ? N2 C25 C26 121.0(7) . . ? N2 C25 C24 116.0(7) . . ? C26 C25 C24 122.4(7) . . ? C27 C26 C25 120.4(7) . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C26 C27 C28 119.4(7) . . ? C26 C27 C34 116.9(8) . . ? C28 C27 C34 123.5(8) . . ? C29 C28 C33 119.2(8) . . ? C29 C28 C27 123.4(7) . . ? C33 C28 C27 117.3(7) . . ? C30 C29 C28 120.0(8) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? C29 C30 C31 120.2(8) . . ? C29 C30 H30 119.9 . . ? C31 C30 H30 119.9 . . ? C32 C31 C30 120.8(8) . . ? C32 C31 H31 119.6 . . ? C30 C31 H31 119.6 . . ? C31 C32 C33 120.1(8) . . ? C31 C32 H32 119.9 . . ? C33 C32 H32 119.9 . . ? N2 C33 C28 121.2(7) . . ? N2 C33 C32 119.7(7) . . ? C28 C33 C32 119.0(7) . . ? O4 C34 O3 123.0(7) . . ? O4 C34 C27 121.9(8) . . ? O3 C34 C27 115.0(8) . . ? O3 C35 C36 107.4(9) . . ? O3 C35 H35A 110.2 . . ? C36 C35 H35A 110.2 . . ? O3 C35 H35B 110.2 . . ? C36 C35 H35B 110.2 . . ? H35A C35 H35B 108.5 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N3 C37 C38 123.0(8) . . ? N3 C37 H37 118.5 . . ? C38 C37 H37 118.5 . . ? C39 C38 C37 121.2(8) . . ? C39 C38 H38 119.4 . . ? C37 C38 H38 119.4 . . ? C38 C39 C40 117.6(8) . . ? C38 C39 C49 120.7(7) . . ? C40 C39 C49 121.7(7) . . ? C41 C40 C39 117.7(7) . . ? C41 C40 C42 117.3(7) . . ? C39 C40 C42 124.9(7) . . ? N3 C41 C40 123.0(7) . . ? N3 C41 C45 116.5(7) . . ? C40 C41 C45 120.4(7) . . ? C43 C42 C40 121.8(8) . . ? C43 C42 H42 119.1 . . ? C40 C42 H42 119.1 . . ? C42 C43 C44 121.9(8) . . ? C42 C43 H43 119.0 . . ? C44 C43 H43 119.0 . . ? C45 C44 C46 118.1(7) . . ? C45 C44 C43 117.4(7) . . ? C46 C44 C43 124.5(8) . . ? N4 C45 C44 123.7(7) . . ? N4 C45 C41 115.6(7) . . ? C44 C45 C41 120.6(7) . . ? C47 C46 C44 116.9(7) . . ? C47 C46 C55 120.4(7) . . ? C44 C46 C55 122.7(7) . . ? C48 C47 C46 122.2(7) . . ? C48 C47 H47 118.9 . . ? C46 C47 H47 118.9 . . ? N4 C48 C47 122.5(7) . . ? N4 C48 H48 118.8 . . ? C47 C48 H48 118.8 . . ? C54 C49 C50 119.0(8) . . ? C54 C49 C39 121.8(8) . . ? C50 C49 C39 119.2(8) . . ? C51 C50 C49 120.7(9) . . ? C51 C50 H50 119.6 . . ? C49 C50 H50 119.6 . . ? C50 C51 C52 119.8(10) . . ? C50 C51 H51 120.1 . . ? C52 C51 H51 120.1 . . ? C53 C52 C51 121.1(9) . . ? C53 C52 H52 119.4 . . ? C51 C52 H52 119.4 . . ? C52 C53 C54 119.1(9) . . ? C52 C53 H53 120.5 . . ? C54 C53 H53 120.5 . . ? C49 C54 C53 120.2(9) . . ? C49 C54 H54 119.9 . . ? C53 C54 H54 119.9 . . ? C60 C55 C56 119.4(8) . . ? C60 C55 C46 119.1(8) . . ? C56 C55 C46 121.4(8) . . ? C57 C56 C55 119.1(8) . . ? C57 C56 H56 120.4 . . ? C55 C56 H56 120.4 . . ? C56 C57 C58 120.3(9) . . ? C56 C57 H57 119.9 . . ? C58 C57 H57 119.9 . . ? C59 C58 C57 120.6(8) . . ? C59 C58 H58 119.7 . . ? C57 C58 H58 119.7 . . ? C60 C59 C58 119.3(9) . . ? C60 C59 H59 120.4 . . ? C58 C59 H59 120.4 . . ? C59 C60 C55 121.2(9) . . ? C59 C60 H60 119.4 . . ? C55 C60 H60 119.4 . . ? C62 C61 H61A 109.5 . . ? C62 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C62 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? O5 C62 C61 112.0(12) . . ? O5 C62 H62A 109.2 . . ? C61 C62 H62A 109.2 . . ? O5 C62 H62B 109.2 . . ? C61 C62 H62B 109.2 . . ? H62A C62 H62B 107.9 . . ? O5 C63 C64 111.4(13) . . ? O5 C63 H63A 109.4 . . ? C64 C63 H63A 109.4 . . ? O5 C63 H63B 109.3 . . ? C64 C63 H63B 109.4 . . ? H63A C63 H63B 108.0 . . ? C63 C64 H64A 109.5 . . ? C63 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? C63 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? N5 C65 C66 168(3) . . ? C65 C66 H66A 109.5 . . ? C65 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? C65 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? C7 N1 C14 118.7(6) . . ? C7 N1 Ir1 113.1(5) . . ? C14 N1 Ir1 128.1(5) . . ? C25 N2 C33 118.7(7) . . ? C25 N2 Ir1 112.5(5) . . ? C33 N2 Ir1 125.7(5) . . ? C37 N3 C41 117.3(7) . . ? C37 N3 Ir1 124.8(5) . . ? C41 N3 Ir1 114.2(5) . . ? C48 N4 C45 116.5(7) . . ? C48 N4 Ir1 126.9(5) . . ? C45 N4 Ir1 116.5(5) . . ? C16 O1 C17 117.4(8) . . ? C34 O3 C35 116.6(7) . . ? C62 O5 C63 116.9(12) . . ? C1 Ir1 C19 88.8(3) . . ? C1 Ir1 N1 79.4(3) . . ? C19 Ir1 N1 94.4(3) . . ? C1 Ir1 N2 96.9(3) . . ? C19 Ir1 N2 79.9(3) . . ? N1 Ir1 N2 173.3(2) . . ? C1 Ir1 N4 95.8(3) . . ? C19 Ir1 N4 174.9(3) . . ? N1 Ir1 N4 84.4(2) . . ? N2 Ir1 N4 101.6(2) . . ? C1 Ir1 N3 168.0(3) . . ? C19 Ir1 N3 100.4(3) . . ? N1 Ir1 N3 107.3(2) . . ? N2 Ir1 N3 77.4(2) . . ? N4 Ir1 N3 75.4(2) . . ? F2 P1 F3 89.1(5) . . ? F2 P1 F1 89.9(6) . . ? F3 P1 F1 88.8(5) . . ? F2 P1 F4 88.5(6) . . ? F3 P1 F4 92.3(6) . . ? F1 P1 F4 178.1(6) . . ? F2 P1 F5 177.8(6) . . ? F3 P1 F5 91.7(5) . . ? F1 P1 F5 92.2(5) . . ? F4 P1 F5 89.4(5) . . ? F2 P1 F6 90.5(5) . . ? F3 P1 F6 179.4(5) . . ? F1 P1 F6 90.7(6) . . ? F4 P1 F6 88.2(6) . . ? F5 P1 F6 88.8(5) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.69 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 1.176 _refine_diff_density_min -1.309 _refine_diff_density_rms 0.158 _database_code_depnum_ccdc_archive 'CCDC 907282'