data_ic14073 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H30 Cl2 F10 Ir N6 P' _chemical_formula_weight 1174.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.4320(2) _cell_length_b 13.5430(2) _cell_length_c 13.9288(3) _cell_angle_alpha 74.532(2) _cell_angle_beta 85.7760(10) _cell_angle_gamma 79.5890(10) _cell_volume 2222.19(7) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 21105 _cell_measurement_theta_min 3.0886 _cell_measurement_theta_max 30.2166 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.756 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 3.246 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.66632 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Oxford Diffraction Gemini A' _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 31548 _diffrn_reflns_av_R_equivalents 0.0415 _diffrn_reflns_av_sigmaI/netI 0.0435 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 27.50 _reflns_number_total 10191 _reflns_number_gt 8512 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10191 _refine_ls_number_parameters 613 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0536 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.1168 _refine_ls_wR_factor_gt 0.1089 _refine_ls_goodness_of_fit_ref 0.893 _refine_ls_restrained_S_all 0.893 _refine_ls_shift/su_max 0.005 _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 1.222296(14) 1.168766(12) 0.267955(12) 0.02425(7) Uani 1 1 d . . . F1 F 1.2742(3) 1.3222(3) 0.5640(2) 0.0513(9) Uani 1 1 d . . . F2 F 0.9178(3) 1.4052(2) 0.4479(3) 0.0505(8) Uani 1 1 d . . . F3 F 1.0873(3) 1.4573(3) -0.0520(3) 0.0536(9) Uani 1 1 d . . . F4 F 1.3800(3) 1.5262(3) 0.0974(3) 0.0510(9) Uani 1 1 d . . . N1 N 1.3559(3) 1.1583(3) 0.3451(3) 0.0278(8) Uani 1 1 d . . . N2 N 1.3397(4) 1.2089(3) 0.4195(3) 0.0327(9) Uani 1 1 d . . . N3 N 1.0886(3) 1.1906(3) 0.1870(3) 0.0259(8) Uani 1 1 d . . . N4 N 1.0796(3) 1.2737(3) 0.1034(3) 0.0319(9) Uani 1 1 d . . . N5 N 1.2906(3) 1.0553(3) 0.1745(3) 0.0254(8) Uani 1 1 d . . . N6 N 1.1945(3) 1.0244(3) 0.3703(3) 0.0255(8) Uani 1 1 d . . . C1 C 1.4616(4) 1.1131(4) 0.3489(4) 0.0372(11) Uani 1 1 d . . . H1A H 1.4958 1.0732 0.3068 0.045 Uiso 1 1 calc R . . C2 C 1.5124(5) 1.1347(5) 0.4252(5) 0.0456(13) Uani 1 1 d . . . H2A H 1.5851 1.1124 0.4433 0.055 Uiso 1 1 calc R . . C3 C 1.4342(5) 1.1950(5) 0.4676(5) 0.0467(14) Uani 1 1 d . . . H3A H 1.4439 1.2221 0.5205 0.056 Uiso 1 1 calc R . . C4 C 1.2322(4) 1.2601(4) 0.4311(3) 0.0292(10) Uani 1 1 d . . . C5 C 1.2000(5) 1.3147(4) 0.5014(4) 0.0366(11) Uani 1 1 d . . . C6 C 1.0937(5) 1.3633(4) 0.5092(4) 0.0404(13) Uani 1 1 d . . . H6A H 1.0717 1.3993 0.5575 0.049 Uiso 1 1 calc R . . C7 C 1.0217(4) 1.3560(4) 0.4422(4) 0.0372(12) Uani 1 1 d . . . C8 C 1.0499(4) 1.3019(3) 0.3699(4) 0.0296(10) Uani 1 1 d . . . H8A H 0.9981 1.2982 0.3266 0.036 Uiso 1 1 calc R . . C9 C 1.1569(4) 1.2536(3) 0.3640(3) 0.0260(9) Uani 1 1 d . . . C10 C 1.0070(4) 1.1408(4) 0.1819(4) 0.0379(12) Uani 1 1 d . . . H10A H 0.9928 1.0809 0.2287 0.046 Uiso 1 1 calc R . . C11 C 0.9456(5) 1.1899(5) 0.0975(5) 0.0479(14) Uani 1 1 d . . . H11A H 0.8846 1.1703 0.0777 0.057 Uiso 1 1 calc R . . C12 C 0.9945(5) 1.2736(5) 0.0500(5) 0.0497(14) Uani 1 1 d . . . H12A H 0.9723 1.3220 -0.0092 0.060 Uiso 1 1 calc R . . C13 C 1.1585(4) 1.3386(4) 0.0954(4) 0.0310(10) Uani 1 1 d . . . C14 C 1.1594(5) 1.4302(4) 0.0226(4) 0.0392(12) Uani 1 1 d . . . C15 C 1.2331(5) 1.4950(4) 0.0215(4) 0.0406(12) Uani 1 1 d . . . H15A H 1.2332 1.5570 -0.0274 0.049 Uiso 1 1 calc R . . C16 C 1.3067(4) 1.4622(4) 0.0972(4) 0.0343(11) Uani 1 1 d . . . C17 C 1.3122(4) 1.3707(4) 0.1691(4) 0.0305(10) Uani 1 1 d . . . H17A H 1.3650 1.3526 0.2175 0.037 Uiso 1 1 calc R . . C18 C 1.2379(4) 1.3043(3) 0.1697(3) 0.0243(9) Uani 1 1 d . . . C19 C 1.3388(4) 0.6919(4) 0.3190(3) 0.0283(9) Uani 1 1 d . . . C20 C 1.4445(5) 0.6909(4) 0.3457(4) 0.0400(12) Uani 1 1 d . . . H20A H 1.4680 0.7526 0.3444 0.048 Uiso 1 1 calc R . . C21 C 1.5140(5) 0.5974(5) 0.3739(4) 0.0448(13) Uani 1 1 d . . . H21A H 1.5852 0.5963 0.3913 0.054 Uiso 1 1 calc R . . C22 C 1.4791(5) 0.5046(4) 0.3768(4) 0.0410(12) Uani 1 1 d . . . H22A H 1.5265 0.4418 0.3970 0.049 Uiso 1 1 calc R . . C23 C 1.3745(5) 0.5055(4) 0.3498(4) 0.0362(11) Uani 1 1 d . . . H23A H 1.3513 0.4436 0.3513 0.043 Uiso 1 1 calc R . . C24 C 1.3035(4) 0.5997(4) 0.3204(4) 0.0285(10) Uani 1 1 d . . . C25 C 1.1918(4) 0.6236(4) 0.2850(3) 0.0277(9) Uani 1 1 d . . . C26 C 1.1224(4) 0.5596(4) 0.2709(4) 0.0340(11) Uani 1 1 d . . . H26A H 1.1454 0.4881 0.2849 0.041 Uiso 1 1 calc R . . C27 C 1.0193(5) 0.6027(4) 0.2359(4) 0.0412(12) Uani 1 1 d . . . H27A H 0.9723 0.5605 0.2255 0.049 Uiso 1 1 calc R . . C28 C 0.9854(5) 0.7102(5) 0.2160(4) 0.0439(13) Uani 1 1 d . . . H28A H 0.9150 0.7386 0.1936 0.053 Uiso 1 1 calc R . . C29 C 1.0533(4) 0.7749(4) 0.2285(4) 0.0379(11) Uani 1 1 d . . . H29A H 1.0302 0.8464 0.2137 0.046 Uiso 1 1 calc R . . C30 C 1.1567(4) 0.7314(4) 0.2634(3) 0.0289(10) Uani 1 1 d . . . C31 C 1.2464(4) 0.7843(4) 0.2856(4) 0.0301(10) Uani 1 1 d . . . C32 C 1.2106(4) 0.8430(3) 0.3662(4) 0.0290(10) Uani 1 1 d . . . C33 C 1.1703(4) 0.8158(4) 0.4622(4) 0.0351(11) Uani 1 1 d . . . H33A H 1.1622 0.7476 0.4936 0.042 Uiso 1 1 calc R . . C34 C 1.1417(4) 0.8956(4) 0.5113(4) 0.0344(11) Uani 1 1 d . . . H34A H 1.1145 0.8798 0.5766 0.041 Uiso 1 1 calc R . . C35 C 1.1533(4) 0.9971(4) 0.4641(3) 0.0303(10) Uani 1 1 d . . . H35A H 1.1319 1.0482 0.4983 0.036 Uiso 1 1 calc R . . C36 C 1.2224(4) 0.9469(3) 0.3267(3) 0.0279(9) Uani 1 1 d . . . C37 C 1.2682(4) 0.9631(3) 0.2277(3) 0.0271(9) Uani 1 1 d . . . C38 C 1.2808(4) 0.8708(4) 0.1991(4) 0.0290(10) Uani 1 1 d . . . C39 C 1.3193(5) 0.8737(4) 0.1027(4) 0.0354(11) Uani 1 1 d . . . H39A H 1.3283 0.8152 0.0782 0.042 Uiso 1 1 calc R . . C40 C 1.3436(4) 0.9671(4) 0.0444(4) 0.0338(11) Uani 1 1 d . . . H40A H 1.3694 0.9712 -0.0207 0.041 Uiso 1 1 calc R . . C41 C 1.3304(4) 1.0568(3) 0.0809(3) 0.0253(9) Uani 1 1 d . . . C42 C 1.3604(4) 1.1539(3) 0.0149(3) 0.0278(9) Uani 1 1 d . . . C43 C 1.3215(5) 1.1891(4) -0.0805(4) 0.0391(12) Uani 1 1 d . . . H43A H 1.2763 1.1521 -0.1023 0.047 Uiso 1 1 calc R . . C44 C 1.3493(6) 1.2793(5) -0.1444(4) 0.0489(14) Uani 1 1 d . . . H44A H 1.3195 1.3049 -0.2073 0.059 Uiso 1 1 calc R . . C45 C 1.4210(5) 1.3306(4) -0.1143(4) 0.0467(14) Uani 1 1 d . . . H45A H 1.4421 1.3895 -0.1576 0.056 Uiso 1 1 calc R . . C46 C 1.4610(5) 1.2943(4) -0.0199(4) 0.0429(13) Uani 1 1 d . . . H46A H 1.5089 1.3298 0.0003 0.051 Uiso 1 1 calc R . . C47 C 1.4321(4) 1.2064(4) 0.0460(4) 0.0356(11) Uani 1 1 d . . . H47A H 1.4599 1.1829 0.1098 0.043 Uiso 1 1 calc R . . P1 P 1.23881(12) 1.03051(11) -0.27385(11) 0.0392(3) Uani 1 1 d . . . F5 F 1.2998(3) 1.0429(4) -0.3796(3) 0.0638(10) Uani 1 1 d . . . F6 F 1.1756(3) 1.0192(3) -0.1689(3) 0.0638(10) Uani 1 1 d . . . F7 F 1.1231(3) 1.0539(4) -0.3267(3) 0.0716(13) Uani 1 1 d . . . F8 F 1.2312(4) 1.1498(3) -0.2806(3) 0.0717(12) Uani 1 1 d . . . F9 F 1.3523(3) 1.0060(4) -0.2200(3) 0.0741(13) Uani 1 1 d . . . F10 F 1.2413(5) 0.9133(4) -0.2679(4) 0.0984(18) Uani 1 1 d . . . Cl1 Cl 0.6008(2) 1.3490(2) 0.18143(19) 0.0990(9) Uani 1 1 d . . . Cl2 Cl 0.76447(19) 1.4111(2) 0.2739(2) 0.1062(9) Uani 1 1 d . . . C48 C 0.7057(8) 1.3097(7) 0.2641(7) 0.083(3) Uani 1 1 d . . . H48A H 0.6778 1.2760 0.3292 0.100 Uiso 1 1 calc R . . H48B H 0.7610 1.2592 0.2424 0.100 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 0.03262(11) 0.02136(10) 0.02256(10) -0.00877(7) 0.00658(7) -0.01264(7) F1 0.079(2) 0.054(2) 0.0348(17) -0.0213(15) -0.0061(16) -0.0293(18) F2 0.0506(19) 0.0358(17) 0.071(2) -0.0274(16) 0.0238(17) -0.0107(14) F3 0.055(2) 0.054(2) 0.0447(19) 0.0058(16) -0.0148(16) -0.0140(16) F4 0.062(2) 0.0397(17) 0.055(2) -0.0034(15) 0.0017(17) -0.0339(16) N1 0.032(2) 0.028(2) 0.0225(19) -0.0040(16) 0.0016(16) -0.0087(16) N2 0.043(2) 0.031(2) 0.029(2) -0.0109(17) -0.0026(18) -0.0135(18) N3 0.0288(19) 0.0274(19) 0.0227(18) -0.0062(15) 0.0041(15) -0.0101(15) N4 0.034(2) 0.034(2) 0.028(2) -0.0039(17) -0.0008(17) -0.0109(17) N5 0.0305(19) 0.0261(19) 0.0224(18) -0.0091(15) 0.0049(15) -0.0103(15) N6 0.034(2) 0.0249(18) 0.0225(18) -0.0123(15) 0.0035(15) -0.0101(15) C1 0.035(3) 0.032(3) 0.043(3) -0.008(2) 0.006(2) -0.008(2) C2 0.041(3) 0.048(3) 0.049(3) -0.010(3) -0.009(3) -0.011(2) C3 0.052(3) 0.052(3) 0.042(3) -0.014(3) -0.011(3) -0.017(3) C4 0.041(3) 0.024(2) 0.026(2) -0.0076(18) 0.005(2) -0.0141(19) C5 0.058(3) 0.033(3) 0.027(2) -0.013(2) 0.006(2) -0.024(2) C6 0.066(4) 0.028(2) 0.034(3) -0.017(2) 0.020(3) -0.021(2) C7 0.043(3) 0.026(2) 0.046(3) -0.015(2) 0.020(2) -0.013(2) C8 0.038(3) 0.025(2) 0.030(2) -0.0126(19) 0.010(2) -0.0133(19) C9 0.038(2) 0.023(2) 0.025(2) -0.0135(18) 0.0118(18) -0.0191(18) C10 0.040(3) 0.038(3) 0.042(3) -0.013(2) 0.006(2) -0.021(2) C11 0.044(3) 0.055(4) 0.048(3) -0.009(3) -0.006(3) -0.024(3) C12 0.046(3) 0.060(4) 0.045(3) -0.007(3) -0.010(3) -0.020(3) C13 0.036(2) 0.031(2) 0.029(2) -0.010(2) 0.006(2) -0.0120(19) C14 0.043(3) 0.036(3) 0.035(3) -0.004(2) -0.001(2) -0.007(2) C15 0.053(3) 0.030(3) 0.036(3) -0.004(2) 0.009(2) -0.010(2) C16 0.042(3) 0.028(2) 0.037(3) -0.012(2) 0.009(2) -0.015(2) C17 0.035(2) 0.032(2) 0.028(2) -0.011(2) 0.0082(19) -0.0155(19) C18 0.029(2) 0.023(2) 0.024(2) -0.0105(17) 0.0052(17) -0.0066(17) C19 0.039(2) 0.028(2) 0.021(2) -0.0082(18) 0.0054(19) -0.0127(19) C20 0.051(3) 0.043(3) 0.032(3) -0.007(2) 0.001(2) -0.028(3) C21 0.043(3) 0.061(4) 0.030(3) -0.006(3) -0.007(2) -0.014(3) C22 0.049(3) 0.040(3) 0.026(2) 0.000(2) -0.006(2) 0.003(2) C23 0.049(3) 0.028(2) 0.032(3) -0.007(2) 0.004(2) -0.010(2) C24 0.037(2) 0.027(2) 0.025(2) -0.0099(19) 0.0044(19) -0.0110(19) C25 0.037(2) 0.028(2) 0.022(2) -0.0114(18) 0.0116(19) -0.0140(19) C26 0.043(3) 0.029(2) 0.034(3) -0.012(2) 0.011(2) -0.017(2) C27 0.047(3) 0.046(3) 0.039(3) -0.018(2) 0.006(2) -0.024(2) C28 0.038(3) 0.053(3) 0.043(3) -0.016(3) 0.001(2) -0.009(2) C29 0.043(3) 0.031(3) 0.037(3) -0.009(2) 0.006(2) -0.003(2) C30 0.036(2) 0.026(2) 0.025(2) -0.0085(18) 0.0068(19) -0.0085(19) C31 0.043(3) 0.024(2) 0.026(2) -0.0105(19) 0.008(2) -0.0130(19) C32 0.042(3) 0.023(2) 0.026(2) -0.0102(18) 0.006(2) -0.0140(19) C33 0.050(3) 0.028(2) 0.032(3) -0.008(2) 0.009(2) -0.020(2) C34 0.045(3) 0.034(3) 0.026(2) -0.009(2) 0.012(2) -0.017(2) C35 0.041(3) 0.031(2) 0.026(2) -0.0163(19) 0.007(2) -0.013(2) C36 0.041(3) 0.025(2) 0.022(2) -0.0103(18) 0.0093(19) -0.0132(19) C37 0.037(2) 0.024(2) 0.024(2) -0.0097(18) 0.0053(19) -0.0112(18) C38 0.037(2) 0.022(2) 0.029(2) -0.0079(19) 0.0084(19) -0.0090(18) C39 0.053(3) 0.026(2) 0.033(3) -0.017(2) 0.010(2) -0.011(2) C40 0.048(3) 0.030(2) 0.026(2) -0.012(2) 0.013(2) -0.012(2) C41 0.030(2) 0.025(2) 0.022(2) -0.0070(18) 0.0051(18) -0.0098(17) C42 0.035(2) 0.026(2) 0.024(2) -0.0087(18) 0.0114(19) -0.0106(18) C43 0.054(3) 0.035(3) 0.030(3) -0.006(2) 0.002(2) -0.017(2) C44 0.069(4) 0.046(3) 0.031(3) -0.003(2) 0.004(3) -0.017(3) C45 0.066(4) 0.038(3) 0.036(3) -0.006(2) 0.016(3) -0.022(3) C46 0.053(3) 0.039(3) 0.044(3) -0.018(2) 0.019(3) -0.023(2) C47 0.041(3) 0.039(3) 0.032(3) -0.016(2) 0.011(2) -0.016(2) P1 0.0460(8) 0.0409(8) 0.0341(7) -0.0143(6) 0.0085(6) -0.0131(6) F5 0.054(2) 0.101(3) 0.0405(19) -0.024(2) 0.0151(16) -0.023(2) F6 0.073(3) 0.080(3) 0.041(2) -0.0230(19) 0.0192(18) -0.016(2) F7 0.048(2) 0.126(4) 0.056(2) -0.049(3) 0.0001(18) -0.016(2) F8 0.098(3) 0.048(2) 0.073(3) -0.017(2) 0.000(2) -0.022(2) F9 0.056(2) 0.112(4) 0.053(2) -0.032(2) -0.0056(19) 0.008(2) F10 0.160(5) 0.054(3) 0.095(4) -0.038(3) 0.041(3) -0.041(3) Cl1 0.0777(14) 0.134(2) 0.0845(15) 0.0018(15) -0.0225(12) -0.0527(14) Cl2 0.0657(13) 0.129(2) 0.135(2) -0.0458(19) -0.0218(14) -0.0197(14) C48 0.091(6) 0.072(5) 0.080(6) -0.005(5) -0.020(5) -0.010(5) _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 C18 2.007(4) . ? Ir1 N1 2.008(4) . ? Ir1 N3 2.010(4) . ? Ir1 C9 2.023(4) . ? Ir1 N6 2.158(4) . ? Ir1 N5 2.282(4) . ? F1 C5 1.350(6) . ? F2 C7 1.350(6) . ? F3 C14 1.354(6) . ? F4 C16 1.367(5) . ? N1 C1 1.344(6) . ? N1 N2 1.371(6) . ? N2 C3 1.354(7) . ? N2 C4 1.409(7) . ? N3 C10 1.332(6) . ? N3 N4 1.382(5) . ? N4 C12 1.339(7) . ? N4 C13 1.410(6) . ? N5 C37 1.337(6) . ? N5 C41 1.356(6) . ? N6 C36 1.330(6) . ? N6 C35 1.349(6) . ? C1 C2 1.395(8) . ? C2 C3 1.360(9) . ? C4 C5 1.374(7) . ? C4 C9 1.400(7) . ? C5 C6 1.376(8) . ? C6 C7 1.373(8) . ? C7 C8 1.386(7) . ? C8 C9 1.379(7) . ? C10 C11 1.392(8) . ? C11 C12 1.372(8) . ? C13 C14 1.378(7) . ? C13 C18 1.410(7) . ? C14 C15 1.376(8) . ? C15 C16 1.375(8) . ? C16 C17 1.365(7) . ? C17 C18 1.400(6) . ? C19 C20 1.388(7) . ? C19 C24 1.391(6) . ? C19 C31 1.534(7) . ? C20 C21 1.376(9) . ? C21 C22 1.393(8) . ? C22 C23 1.377(8) . ? C23 C24 1.394(7) . ? C24 C25 1.459(7) . ? C25 C26 1.385(6) . ? C25 C30 1.403(7) . ? C26 C27 1.375(8) . ? C27 C28 1.398(8) . ? C28 C29 1.372(8) . ? C29 C30 1.379(7) . ? C30 C31 1.520(7) . ? C31 C38 1.536(7) . ? C31 C32 1.537(6) . ? C32 C33 1.372(7) . ? C32 C36 1.398(6) . ? C33 C34 1.407(7) . ? C34 C35 1.386(7) . ? C36 C37 1.429(6) . ? C37 C38 1.389(6) . ? C38 C39 1.385(7) . ? C39 C40 1.380(7) . ? C40 C41 1.417(6) . ? C41 C42 1.482(6) . ? C42 C43 1.378(7) . ? C42 C47 1.392(7) . ? C43 C44 1.390(8) . ? C44 C45 1.373(9) . ? C45 C46 1.372(9) . ? C46 C47 1.383(7) . ? P1 F10 1.562(4) . ? P1 F8 1.579(4) . ? P1 F9 1.587(4) . ? P1 F5 1.589(4) . ? P1 F6 1.592(4) . ? P1 F7 1.606(4) . ? Cl1 C48 1.719(8) . ? Cl2 C48 1.707(10) . ? 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 C18 Ir1 N1 96.23(17) . . ? C18 Ir1 N3 79.81(17) . . ? N1 Ir1 N3 175.76(14) . . ? C18 Ir1 C9 86.78(17) . . ? N1 Ir1 C9 80.52(18) . . ? N3 Ir1 C9 97.68(18) . . ? C18 Ir1 N6 176.18(15) . . ? N1 Ir1 N6 87.48(15) . . ? N3 Ir1 N6 96.46(15) . . ? C9 Ir1 N6 92.93(15) . . ? C18 Ir1 N5 100.39(16) . . ? N1 Ir1 N5 99.26(15) . . ? N3 Ir1 N5 83.01(15) . . ? C9 Ir1 N5 172.79(15) . . ? N6 Ir1 N5 79.87(14) . . ? C1 N1 N2 105.9(4) . . ? C1 N1 Ir1 139.1(4) . . ? N2 N1 Ir1 114.9(3) . . ? C3 N2 N1 109.9(5) . . ? C3 N2 C4 134.4(5) . . ? N1 N2 C4 115.7(4) . . ? C10 N3 N4 105.1(4) . . ? C10 N3 Ir1 138.6(4) . . ? N4 N3 Ir1 115.8(3) . . ? C12 N4 N3 110.3(4) . . ? C12 N4 C13 135.3(5) . . ? N3 N4 C13 114.3(4) . . ? C37 N5 C41 114.5(4) . . ? C37 N5 Ir1 105.3(3) . . ? C41 N5 Ir1 139.4(3) . . ? C36 N6 C35 115.0(4) . . ? C36 N6 Ir1 109.9(3) . . ? C35 N6 Ir1 135.0(3) . . ? N1 C1 C2 110.0(5) . . ? C3 C2 C1 106.0(5) . . ? N2 C3 C2 108.2(5) . . ? C5 C4 C9 120.3(5) . . ? C5 C4 N2 124.3(4) . . ? C9 C4 N2 115.4(4) . . ? F1 C5 C4 119.6(5) . . ? F1 C5 C6 118.8(5) . . ? C4 C5 C6 121.7(5) . . ? C7 C6 C5 116.7(5) . . ? F2 C7 C6 117.2(5) . . ? F2 C7 C8 118.9(5) . . ? C6 C7 C8 123.9(5) . . ? C9 C8 C7 118.1(5) . . ? C8 C9 C4 119.2(4) . . ? C8 C9 Ir1 127.3(3) . . ? C4 C9 Ir1 113.4(3) . . ? N3 C10 C11 111.2(5) . . ? C12 C11 C10 105.1(5) . . ? N4 C12 C11 108.2(5) . . ? C14 C13 N4 124.0(5) . . ? C14 C13 C18 120.9(4) . . ? N4 C13 C18 115.0(4) . . ? F3 C14 C15 118.1(5) . . ? F3 C14 C13 119.6(5) . . ? C15 C14 C13 122.2(5) . . ? C16 C15 C14 115.8(5) . . ? C17 C16 F4 119.0(5) . . ? C17 C16 C15 124.5(5) . . ? F4 C16 C15 116.4(5) . . ? C16 C17 C18 119.7(5) . . ? C17 C18 C13 116.7(4) . . ? C17 C18 Ir1 128.6(4) . . ? C13 C18 Ir1 114.5(3) . . ? C20 C19 C24 120.6(5) . . ? C20 C19 C31 129.3(4) . . ? C24 C19 C31 110.1(4) . . ? C21 C20 C19 119.2(5) . . ? C20 C21 C22 120.7(5) . . ? C23 C22 C21 120.1(5) . . ? C22 C23 C24 119.7(5) . . ? C19 C24 C23 119.7(5) . . ? C19 C24 C25 109.1(4) . . ? C23 C24 C25 131.2(4) . . ? C26 C25 C30 119.9(5) . . ? C26 C25 C24 131.2(5) . . ? C30 C25 C24 108.9(4) . . ? C27 C26 C25 119.5(5) . . ? C26 C27 C28 119.7(5) . . ? C29 C28 C27 121.7(5) . . ? C28 C29 C30 118.5(5) . . ? C29 C30 C25 120.7(4) . . ? C29 C30 C31 129.2(4) . . ? C25 C30 C31 110.1(4) . . ? C30 C31 C19 101.8(4) . . ? C30 C31 C38 115.7(4) . . ? C19 C31 C38 113.2(4) . . ? C30 C31 C32 112.2(4) . . ? C19 C31 C32 112.8(4) . . ? C38 C31 C32 101.6(4) . . ? C33 C32 C36 117.0(4) . . ? C33 C32 C31 134.5(4) . . ? C36 C32 C31 108.4(4) . . ? C32 C33 C34 117.1(4) . . ? C35 C34 C33 121.3(4) . . ? N6 C35 C34 122.2(4) . . ? N6 C36 C32 127.3(4) . . ? N6 C36 C37 121.7(4) . . ? C32 C36 C37 110.9(4) . . ? N5 C37 C38 128.3(4) . . ? N5 C37 C36 122.7(4) . . ? C38 C37 C36 109.0(4) . . ? C39 C38 C37 116.8(4) . . ? C39 C38 C31 133.2(4) . . ? C37 C38 C31 110.0(4) . . ? C40 C39 C38 117.3(4) . . ? C39 C40 C41 121.9(4) . . ? N5 C41 C40 121.2(4) . . ? N5 C41 C42 119.8(4) . . ? C40 C41 C42 119.0(4) . . ? C43 C42 C47 119.8(5) . . ? C43 C42 C41 119.3(4) . . ? C47 C42 C41 120.8(4) . . ? C42 C43 C44 120.5(5) . . ? C45 C44 C43 119.8(6) . . ? C46 C45 C44 119.5(5) . . ? C45 C46 C47 121.7(5) . . ? C46 C47 C42 118.6(5) . . ? F10 P1 F8 177.7(3) . . ? F10 P1 F9 92.0(3) . . ? F8 P1 F9 90.2(3) . . ? F10 P1 F5 88.9(3) . . ? F8 P1 F5 91.8(3) . . ? F9 P1 F5 90.9(2) . . ? F10 P1 F6 91.3(3) . . ? F8 P1 F6 87.9(2) . . ? F9 P1 F6 90.1(2) . . ? F5 P1 F6 178.9(2) . . ? F10 P1 F7 87.4(3) . . ? F8 P1 F7 90.4(3) . . ? F9 P1 F7 179.0(3) . . ? F5 P1 F7 89.9(2) . . ? F6 P1 F7 89.0(2) . . ? Cl2 C48 Cl1 112.2(5) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 3.973 _refine_diff_density_min -1.653 _refine_diff_density_rms 0.143 #===end data_ic14411 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C53.50 H33 Cl F10 Ir N6 P' _chemical_formula_weight 1208.48 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.3211(7) _cell_length_b 16.8506(5) _cell_length_c 19.4315(10) _cell_angle_alpha 90.00 _cell_angle_beta 114.738(6) _cell_angle_gamma 90.00 _cell_volume 4853.6(4) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 12288 _cell_measurement_theta_min 3.1358 _cell_measurement_theta_max 30.1578 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.654 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2380 _exptl_absorpt_coefficient_mu 2.922 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.91917 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Oxford Diffraction Gemini A' _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 21629 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_sigmaI/netI 0.0641 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 27.50 _reflns_number_total 9698 _reflns_number_gt 6376 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9698 _refine_ls_number_parameters 658 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0626 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.1077 _refine_ls_wR_factor_gt 0.0973 _refine_ls_goodness_of_fit_ref 0.675 _refine_ls_restrained_S_all 0.678 _refine_ls_shift/su_max 1.072 _refine_ls_shift/su_mean 0.075 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 0.193011(11) 0.684008(10) -0.035710(10) 0.03724(8) Uani 1 1 d . . . F1 F 0.0238(2) 0.3977(2) -0.1002(2) 0.0742(10) Uani 1 1 d . . . F2 F 0.1505(2) 0.4834(2) 0.1510(2) 0.0763(10) Uani 1 1 d . . . F3 F -0.0750(3) 0.8136(3) 0.0218(3) 0.1165(19) Uani 1 1 d . . . F4 F -0.1269(2) 0.7683(3) -0.2314(2) 0.0980(14) Uani 1 1 d . . . N1 N 0.2654(3) 0.7975(2) -0.0338(2) 0.0425(10) Uani 1 1 d . . . N2 N 0.3325(2) 0.6375(2) -0.0076(2) 0.0372(9) Uani 1 1 d . . . N3 N 0.0482(3) 0.7053(3) -0.1836(3) 0.0558(12) Uani 1 1 d . . . N4 N 0.1362(3) 0.6798(2) -0.1505(2) 0.0442(10) Uani 1 1 d . . . N5 N 0.2337(3) 0.6880(2) 0.0780(2) 0.0418(10) Uani 1 1 d . . . N6 N 0.2090(3) 0.6235(3) 0.1084(2) 0.0521(11) Uani 1 1 d . . . C1 C 0.2737(4) 0.7390(4) 0.1333(3) 0.0628(16) Uani 1 1 d . . . H1A H 0.2964 0.7882 0.1283 0.075 Uiso 1 1 calc R . . C2 C 0.2767(6) 0.7078(6) 0.2000(4) 0.099(3) Uani 1 1 d . . . H2A H 0.3017 0.7316 0.2475 0.119 Uiso 1 1 calc R . . C3 C 0.2360(5) 0.6356(5) 0.1830(4) 0.085(2) Uani 1 1 d . . . H3A H 0.2283 0.6009 0.2169 0.102 Uiso 1 1 calc R . . C4 C 0.1617(3) 0.5648(3) 0.0569(3) 0.0420(11) Uani 1 1 d . . . C5 C 0.1344(4) 0.4948(4) 0.0777(3) 0.0533(14) Uani 1 1 d . . . C6 C 0.0896(4) 0.4376(4) 0.0275(4) 0.0592(15) Uani 1 1 d . . . H6A H 0.0724 0.3903 0.0424 0.071 Uiso 1 1 calc R . . C7 C 0.0709(4) 0.4536(3) -0.0472(4) 0.0562(15) Uani 1 1 d . . . C8 C 0.0956(3) 0.5227(3) -0.0725(3) 0.0447(12) Uani 1 1 d . . . H8A H 0.0800 0.5308 -0.1238 0.054 Uiso 1 1 calc R . . C9 C 0.1445(3) 0.5798(3) -0.0190(3) 0.0405(11) Uani 1 1 d . . . C10 C 0.1597(4) 0.6619(4) -0.2053(3) 0.0583(15) Uani 1 1 d . . . H10A H 0.2165 0.6439 -0.1983 0.070 Uiso 1 1 calc R . . C11 C 0.0874(6) 0.6739(4) -0.2760(4) 0.077(2) Uani 1 1 d . . . H11A H 0.0865 0.6656 -0.3237 0.093 Uiso 1 1 calc R . . C12 C 0.0187(5) 0.7002(4) -0.2596(4) 0.075(2) Uani 1 1 d . . . H12A H -0.0391 0.7126 -0.2950 0.091 Uiso 1 1 calc R . . C13 C 0.0119(3) 0.7329(3) -0.1348(3) 0.0527(14) Uani 1 1 d . . . C14 C -0.0727(4) 0.7635(4) -0.1571(4) 0.0671(18) Uani 1 1 d . . . C15 C -0.1044(4) 0.7903(5) -0.1047(5) 0.083(2) Uani 1 1 d . . . H15A H -0.1627 0.8098 -0.1197 0.100 Uiso 1 1 calc R . . C16 C -0.0460(4) 0.7864(4) -0.0313(5) 0.0745(19) Uani 1 1 d . . . C17 C 0.0397(4) 0.7570(3) -0.0056(4) 0.0588(15) Uani 1 1 d . . . H17A H 0.0761 0.7551 0.0461 0.071 Uiso 1 1 calc R . . C18 C 0.0721(3) 0.7304(3) -0.0564(3) 0.0456(12) Uani 1 1 d . . . C19 C 0.2461(4) 0.8764(3) -0.0423(3) 0.0480(13) Uani 1 1 d . . . C20 C 0.3144(4) 0.9321(3) -0.0107(4) 0.0601(16) Uani 1 1 d . . . H20A H 0.2989 0.9856 -0.0157 0.072 Uiso 1 1 calc R . . C21 C 0.4039(4) 0.9120(3) 0.0277(4) 0.0610(16) Uani 1 1 d . . . H21A H 0.4484 0.9505 0.0481 0.073 Uiso 1 1 calc R . . C22 C 0.4244(3) 0.8336(3) 0.0345(3) 0.0452(12) Uani 1 1 d . . . C23 C 0.5129(3) 0.7874(3) 0.0706(3) 0.0448(12) Uani 1 1 d . . . C24 C 0.4803(3) 0.7008(3) 0.0561(3) 0.0409(11) Uani 1 1 d . . . C25 C 0.5223(3) 0.6293(3) 0.0795(3) 0.0498(13) Uani 1 1 d . . . H25A H 0.5839 0.6256 0.1097 0.060 Uiso 1 1 calc R . . C26 C 0.4679(3) 0.5624(3) 0.0557(3) 0.0482(13) Uani 1 1 d . . . H26A H 0.4947 0.5128 0.0700 0.058 Uiso 1 1 calc R . . C27 C 0.3752(3) 0.5659(3) 0.0116(3) 0.0392(11) Uani 1 1 d . . . C28 C 0.3872(3) 0.7005(3) 0.0154(3) 0.0388(11) Uani 1 1 d . . . C29 C 0.3539(3) 0.7811(3) 0.0022(3) 0.0382(11) Uani 1 1 d . . . C30 C 0.1529(4) 0.9031(3) -0.0894(3) 0.0534(14) Uani 1 1 d . . . C31 C 0.1137(5) 0.8865(4) -0.1649(4) 0.0711(18) Uani 1 1 d . . . H31A H 0.1441 0.8548 -0.1858 0.085 Uiso 1 1 calc R . . C32 C 0.0289(6) 0.9162(5) -0.2112(5) 0.101(3) Uani 1 1 d . . . H32A H 0.0026 0.9037 -0.2625 0.121 Uiso 1 1 calc R . . C33 C -0.0151(5) 0.9632(5) -0.1815(6) 0.104(3) Uani 1 1 d . . . H33A H -0.0715 0.9838 -0.2123 0.125 Uiso 1 1 calc R . . C34 C 0.0239(5) 0.9804(5) -0.1057(5) 0.095(3) Uani 1 1 d . . . H34A H -0.0072 1.0116 -0.0851 0.114 Uiso 1 1 calc R . . C35 C 0.1087(4) 0.9523(4) -0.0594(4) 0.0748(19) Uani 1 1 d . . . H35A H 0.1356 0.9665 -0.0085 0.090 Uiso 1 1 calc R . . C36 C 0.3239(3) 0.4934(3) -0.0202(3) 0.0417(11) Uani 1 1 d . . . C37 C 0.2799(3) 0.4835(3) -0.0972(3) 0.0498(13) Uani 1 1 d . . . H37A H 0.2790 0.5244 -0.1296 0.060 Uiso 1 1 calc R . . C38 C 0.2364(3) 0.4116(3) -0.1268(4) 0.0593(15) Uani 1 1 d . . . H38A H 0.2079 0.4047 -0.1791 0.071 Uiso 1 1 calc R . . C39 C 0.2352(4) 0.3524(3) -0.0808(4) 0.0625(16) Uani 1 1 d . . . H39A H 0.2055 0.3052 -0.1014 0.075 Uiso 1 1 calc R . . C40 C 0.2777(5) 0.3612(3) -0.0034(4) 0.0701(18) Uani 1 1 d . . . H40A H 0.2764 0.3204 0.0283 0.084 Uiso 1 1 calc R . . C41 C 0.3228(4) 0.4317(3) 0.0270(3) 0.0571(15) Uani 1 1 d . . . H41A H 0.3524 0.4377 0.0793 0.068 Uiso 1 1 calc R . . C42 C 0.5677(4) 0.8054(3) 0.1560(3) 0.0490(13) Uani 1 1 d . . . C43 C 0.5415(5) 0.7980(4) 0.2134(4) 0.0670(17) Uani 1 1 d . . . H43A H 0.4840 0.7803 0.2048 0.080 Uiso 1 1 calc R . . C44 C 0.6042(6) 0.8179(4) 0.2855(4) 0.088(2) Uani 1 1 d . . . H44A H 0.5892 0.8122 0.3264 0.105 Uiso 1 1 calc R . . C45 C 0.6894(5) 0.8464(6) 0.2978(5) 0.092(3) Uani 1 1 d . . . H45A H 0.7300 0.8608 0.3464 0.111 Uiso 1 1 calc R . . C46 C 0.7135(4) 0.8533(4) 0.2387(4) 0.074(2) Uani 1 1 d . . . H46A H 0.7707 0.8716 0.2472 0.089 Uiso 1 1 calc R . . C47 C 0.6536(4) 0.8332(3) 0.1670(4) 0.0594(16) Uani 1 1 d . . . C48 C 0.6603(4) 0.8355(3) 0.0942(4) 0.0570(16) Uani 1 1 d . . . C49 C 0.7315(4) 0.8605(3) 0.0763(5) 0.073(2) Uani 1 1 d . . . H49A H 0.7863 0.8773 0.1138 0.087 Uiso 1 1 calc R . . C50 C 0.7167(5) 0.8591(4) 0.0002(6) 0.083(2) Uani 1 1 d . . . H50A H 0.7629 0.8746 -0.0130 0.100 Uiso 1 1 calc R . . C51 C 0.6373(6) 0.8361(4) -0.0546(5) 0.081(2) Uani 1 1 d . . . H51A H 0.6288 0.8382 -0.1050 0.097 Uiso 1 1 calc R . . C52 C 0.5672(5) 0.8091(4) -0.0369(5) 0.0699(18) Uani 1 1 d . . . H52A H 0.5132 0.7912 -0.0745 0.084 Uiso 1 1 calc R . . C53 C 0.5806(4) 0.8099(3) 0.0372(4) 0.0523(14) Uani 1 1 d . . . P1 P 0.30858(19) 0.98104(16) 0.19986(13) 0.0991(7) Uani 1 1 d . . . F5 F 0.2357(5) 0.9884(7) 0.2254(4) 0.211(4) Uani 1 1 d . . . F6 F 0.3748(7) 0.9475(12) 0.1777(5) 0.358(10) Uani 1 1 d . . . F7 F 0.2692(9) 1.0347(6) 0.1358(6) 0.271(5) Uani 1 1 d . . . F8 F 0.3709(8) 1.0251(9) 0.2625(7) 0.324(8) Uani 1 1 d . . . F9 F 0.2384(8) 0.9264(6) 0.1386(7) 0.293(7) Uani 1 1 d . . . F10 F 0.3384(4) 0.9129(5) 0.2612(4) 0.304(7) Uani 1 1 d . . . Cl1 Cl 0.3914(4) 0.5533(5) 0.3434(4) 0.213(4) Uani 0.50 1 d PRU . . Cl2 Cl 0.4191(4) 0.5648(5) 0.2101(4) 0.322(7) Uani 0.50 1 d PRU . . C54 C 0.4621(4) 0.5392(5) 0.3150(4) 0.259(9) Uani 0.50 1 d PRU . . H54B H 0.4803 0.4839 0.3226 0.310 Uiso 0.50 1 calc PR . . H54A H 0.5147 0.5714 0.3438 0.310 Uiso 0.50 1 calc PR . . 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 0.03306(11) 0.03151(11) 0.04523(12) -0.00003(9) 0.01449(8) 0.00360(8) F1 0.084(2) 0.0507(19) 0.090(2) -0.0131(19) 0.038(2) -0.0197(18) F2 0.088(3) 0.077(2) 0.067(2) 0.0257(19) 0.0355(19) 0.011(2) F3 0.086(3) 0.144(5) 0.140(4) -0.019(3) 0.068(3) 0.040(3) F4 0.049(2) 0.118(4) 0.096(3) 0.026(3) 0.000(2) 0.014(2) N1 0.044(2) 0.031(2) 0.053(2) 0.0032(18) 0.021(2) 0.0047(17) N2 0.036(2) 0.028(2) 0.049(2) 0.0013(17) 0.0190(18) 0.0022(16) N3 0.044(2) 0.055(3) 0.055(3) 0.013(2) 0.007(2) 0.000(2) N4 0.050(2) 0.043(2) 0.041(2) 0.0032(19) 0.020(2) 0.0045(19) N5 0.041(2) 0.043(2) 0.043(2) -0.002(2) 0.0192(19) 0.0060(18) N6 0.055(3) 0.057(3) 0.047(2) 0.002(2) 0.024(2) 0.005(2) C1 0.058(4) 0.066(4) 0.061(4) -0.021(3) 0.022(3) -0.005(3) C2 0.120(7) 0.120(7) 0.059(4) -0.026(5) 0.040(5) -0.029(6) C3 0.111(6) 0.089(6) 0.058(4) 0.000(4) 0.038(4) -0.010(5) C4 0.037(2) 0.041(3) 0.049(3) 0.005(2) 0.019(2) 0.007(2) C5 0.054(3) 0.055(3) 0.057(3) 0.016(3) 0.029(3) 0.012(3) C6 0.053(3) 0.044(3) 0.088(4) 0.015(3) 0.036(3) 0.007(3) C7 0.046(3) 0.040(3) 0.085(4) -0.007(3) 0.029(3) -0.004(2) C8 0.041(3) 0.040(3) 0.055(3) -0.006(2) 0.021(2) 0.001(2) C9 0.033(2) 0.034(2) 0.057(3) 0.003(2) 0.021(2) 0.007(2) C10 0.068(4) 0.053(3) 0.057(3) 0.004(3) 0.029(3) 0.003(3) C11 0.094(5) 0.084(5) 0.048(3) -0.001(3) 0.024(4) -0.002(4) C12 0.068(4) 0.091(5) 0.049(3) 0.000(3) 0.007(3) 0.001(4) C13 0.044(3) 0.042(3) 0.067(4) 0.008(3) 0.018(3) 0.008(2) C14 0.042(3) 0.061(4) 0.079(4) 0.018(3) 0.007(3) 0.002(3) C15 0.042(3) 0.085(5) 0.123(7) 0.017(5) 0.034(4) 0.021(3) C16 0.053(4) 0.070(4) 0.110(6) -0.001(4) 0.043(4) 0.016(3) C17 0.047(3) 0.052(3) 0.077(4) 0.000(3) 0.026(3) 0.008(3) C18 0.038(3) 0.033(3) 0.063(3) 0.007(2) 0.019(2) 0.009(2) C19 0.050(3) 0.034(3) 0.058(3) 0.001(2) 0.021(3) 0.008(2) C20 0.064(4) 0.026(3) 0.081(4) 0.004(3) 0.021(3) 0.007(3) C21 0.056(3) 0.040(3) 0.086(4) -0.013(3) 0.028(3) -0.011(3) C22 0.039(3) 0.042(3) 0.055(3) -0.004(2) 0.019(2) -0.002(2) C23 0.039(3) 0.040(3) 0.057(3) -0.007(2) 0.022(2) -0.005(2) C24 0.037(2) 0.039(3) 0.048(3) -0.004(2) 0.019(2) 0.003(2) C25 0.034(3) 0.047(3) 0.064(3) 0.005(3) 0.016(2) 0.006(2) C26 0.043(3) 0.040(3) 0.059(3) -0.001(2) 0.020(2) 0.012(2) C27 0.039(2) 0.035(2) 0.045(3) -0.002(2) 0.020(2) 0.008(2) C28 0.041(3) 0.035(3) 0.042(3) -0.001(2) 0.019(2) 0.003(2) C29 0.041(3) 0.030(2) 0.045(3) 0.006(2) 0.020(2) 0.003(2) C30 0.057(3) 0.031(3) 0.061(3) 0.004(2) 0.014(3) 0.002(2) C31 0.078(4) 0.056(4) 0.069(4) 0.014(3) 0.020(3) 0.013(3) C32 0.099(6) 0.082(5) 0.084(5) 0.025(5) 0.001(5) 0.020(5) C33 0.067(5) 0.068(5) 0.126(7) 0.023(5) -0.010(5) 0.011(4) C34 0.076(5) 0.074(5) 0.126(7) -0.007(5) 0.032(5) 0.024(4) C35 0.063(4) 0.062(4) 0.084(4) -0.007(4) 0.016(3) 0.023(3) C36 0.041(3) 0.030(2) 0.057(3) 0.000(2) 0.023(2) 0.009(2) C37 0.046(3) 0.039(3) 0.058(3) 0.001(2) 0.016(3) 0.002(2) C38 0.042(3) 0.055(3) 0.070(4) -0.017(3) 0.012(3) 0.002(3) C39 0.059(4) 0.033(3) 0.091(5) -0.007(3) 0.027(3) 0.001(3) C40 0.083(4) 0.037(3) 0.091(5) 0.015(3) 0.037(4) 0.004(3) C41 0.066(4) 0.040(3) 0.060(3) 0.003(3) 0.021(3) 0.006(3) C42 0.045(3) 0.044(3) 0.059(3) -0.004(3) 0.023(3) 0.000(2) C43 0.065(4) 0.071(4) 0.062(4) -0.006(3) 0.024(3) -0.009(3) C44 0.103(6) 0.091(6) 0.067(4) -0.022(4) 0.033(4) -0.003(4) C45 0.072(5) 0.108(6) 0.073(5) -0.024(5) 0.007(4) -0.003(5) C46 0.054(4) 0.068(4) 0.086(5) -0.013(4) 0.014(4) -0.013(3) C47 0.040(3) 0.043(3) 0.086(4) -0.005(3) 0.017(3) 0.002(2) C48 0.045(3) 0.036(3) 0.096(5) -0.002(3) 0.036(3) 0.003(2) C49 0.055(4) 0.037(3) 0.142(7) 0.001(4) 0.057(4) 0.002(3) C50 0.092(6) 0.036(3) 0.162(8) 0.005(4) 0.094(6) 0.009(3) C51 0.112(6) 0.052(4) 0.113(6) 0.002(4) 0.082(6) 0.005(4) C52 0.075(4) 0.054(4) 0.092(5) 0.000(3) 0.047(4) 0.000(3) C53 0.055(3) 0.038(3) 0.073(4) -0.004(3) 0.036(3) 0.001(2) P1 0.142(2) 0.0990(17) 0.0808(13) -0.0032(13) 0.0704(15) 0.0036(15) F5 0.145(5) 0.395(14) 0.117(4) 0.002(7) 0.079(4) -0.025(7) F6 0.193(8) 0.75(3) 0.174(7) -0.011(12) 0.121(7) 0.162(13) F7 0.386(15) 0.208(10) 0.251(10) 0.134(9) 0.166(10) 0.045(10) F8 0.320(12) 0.384(17) 0.284(12) -0.241(13) 0.142(10) -0.233(12) F9 0.329(14) 0.203(10) 0.235(10) -0.080(9) 0.008(10) 0.026(9) F10 0.304(13) 0.318(15) 0.306(14) 0.155(13) 0.143(11) 0.119(12) Cl1 0.208(8) 0.268(10) 0.173(7) 0.037(7) 0.089(6) 0.036(7) Cl2 0.275(11) 0.426(17) 0.318(13) 0.092(13) 0.177(10) 0.158(11) C54 0.233(15) 0.347(17) 0.248(15) 0.067(15) 0.151(13) 0.100(14) _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 C18 2.000(5) . ? Ir1 C9 2.008(5) . ? Ir1 N5 2.024(4) . ? Ir1 N4 2.028(4) . ? Ir1 N1 2.240(4) . ? Ir1 N2 2.249(4) . ? F1 C7 1.371(6) . ? F2 C5 1.350(6) . ? F3 C16 1.381(9) . ? F4 C14 1.344(7) . ? N1 C29 1.344(6) . ? N1 C19 1.360(6) . ? N2 C28 1.337(6) . ? N2 C27 1.364(6) . ? N3 C12 1.352(8) . ? N3 N4 1.374(6) . ? N3 C13 1.391(8) . ? N4 C10 1.309(8) . ? N5 C1 1.317(7) . ? N5 N6 1.376(6) . ? N6 C3 1.341(8) . ? N6 C4 1.389(6) . ? C1 C2 1.380(10) . ? C2 C3 1.358(12) . ? C4 C5 1.380(7) . ? C4 C9 1.403(7) . ? C5 C6 1.348(8) . ? C6 C7 1.380(9) . ? C7 C8 1.386(8) . ? C8 C9 1.396(7) . ? C10 C11 1.402(9) . ? C11 C12 1.361(11) . ? C13 C14 1.364(8) . ? C13 C18 1.427(8) . ? C14 C15 1.395(11) . ? C15 C16 1.346(11) . ? C16 C17 1.366(8) . ? C17 C18 1.376(8) . ? C19 C20 1.390(8) . ? C19 C30 1.479(7) . ? C20 C21 1.376(8) . ? C21 C22 1.354(7) . ? C22 C29 1.377(7) . ? C22 C23 1.530(7) . ? C23 C24 1.539(7) . ? C23 C42 1.551(8) . ? C23 C53 1.544(8) . ? C24 C25 1.367(7) . ? C24 C28 1.389(7) . ? C25 C26 1.388(7) . ? C26 C27 1.395(6) . ? C27 C36 1.464(7) . ? C28 C29 1.446(6) . ? C30 C31 1.363(8) . ? C30 C35 1.378(9) . ? C31 C32 1.390(10) . ? C32 C33 1.350(13) . ? C33 C34 1.369(12) . ? C34 C35 1.380(9) . ? C36 C37 1.372(7) . ? C36 C41 1.391(8) . ? C37 C38 1.400(7) . ? C38 C39 1.346(9) . ? C39 C40 1.374(9) . ? C40 C41 1.393(8) . ? C42 C43 1.358(9) . ? C42 C47 1.406(8) . ? C43 C44 1.387(9) . ? C44 C45 1.394(11) . ? C45 C46 1.365(11) . ? C46 C47 1.368(9) . ? C47 C48 1.465(10) . ? C48 C53 1.377(8) . ? C48 C49 1.410(9) . ? C49 C50 1.396(11) . ? C50 C51 1.344(11) . ? C51 C52 1.402(10) . ? C52 C53 1.362(10) . ? P1 F8 1.425(7) . ? P1 F7 1.453(8) . ? P1 F6 1.435(8) . ? P1 F5 1.474(7) . ? P1 F10 1.578(7) . ? P1 F9 1.560(10) . ? Cl1 C54 1.4920 . ? Cl2 C54 1.9065 . ? 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 C18 Ir1 C9 87.23(19) . . ? C18 Ir1 N5 93.0(2) . . ? C9 Ir1 N5 79.87(19) . . ? C18 Ir1 N4 80.4(2) . . ? C9 Ir1 N4 96.78(19) . . ? N5 Ir1 N4 172.80(16) . . ? C18 Ir1 N1 97.97(17) . . ? C9 Ir1 N1 170.05(17) . . ? N5 Ir1 N1 91.35(16) . . ? N4 Ir1 N1 92.47(16) . . ? C18 Ir1 N2 176.70(18) . . ? C9 Ir1 N2 94.80(16) . . ? N5 Ir1 N2 84.83(15) . . ? N4 Ir1 N2 101.86(16) . . ? N1 Ir1 N2 79.64(14) . . ? C29 N1 C19 114.1(4) . . ? C29 N1 Ir1 106.1(3) . . ? C19 N1 Ir1 137.6(3) . . ? C28 N2 C27 114.7(4) . . ? C28 N2 Ir1 105.7(3) . . ? C27 N2 Ir1 136.4(3) . . ? C12 N3 N4 108.4(6) . . ? C12 N3 C13 135.0(5) . . ? N4 N3 C13 116.5(4) . . ? C10 N4 N3 107.3(5) . . ? C10 N4 Ir1 138.4(4) . . ? N3 N4 Ir1 114.3(3) . . ? C1 N5 N6 107.4(5) . . ? C1 N5 Ir1 137.5(4) . . ? N6 N5 Ir1 114.9(3) . . ? C3 N6 N5 108.7(5) . . ? C3 N6 C4 136.0(6) . . ? N5 N6 C4 115.3(4) . . ? N5 C1 C2 109.1(6) . . ? C3 C2 C1 106.9(7) . . ? N6 C3 C2 107.8(7) . . ? C5 C4 N6 123.2(5) . . ? C5 C4 C9 120.9(5) . . ? N6 C4 C9 115.8(4) . . ? F2 C5 C6 117.9(5) . . ? F2 C5 C4 119.1(5) . . ? C6 C5 C4 123.0(5) . . ? C5 C6 C7 115.7(5) . . ? C6 C7 F1 117.6(5) . . ? C6 C7 C8 124.6(6) . . ? F1 C7 C8 117.8(6) . . ? C7 C8 C9 118.4(5) . . ? C8 C9 C4 117.3(5) . . ? C8 C9 Ir1 128.6(4) . . ? C4 C9 Ir1 114.1(4) . . ? N4 C10 C11 110.5(6) . . ? C12 C11 C10 104.8(6) . . ? N3 C12 C11 109.0(6) . . ? C14 C13 N3 125.1(5) . . ? C14 C13 C18 120.2(6) . . ? N3 C13 C18 114.7(4) . . ? F4 C14 C13 119.1(7) . . ? F4 C14 C15 119.1(6) . . ? C13 C14 C15 121.8(6) . . ? C16 C15 C14 116.3(6) . . ? C15 C16 C17 124.6(7) . . ? C15 C16 F3 117.6(6) . . ? C17 C16 F3 117.8(7) . . ? C16 C17 C18 119.9(6) . . ? C17 C18 C13 117.2(5) . . ? C17 C18 Ir1 128.8(4) . . ? C13 C18 Ir1 114.0(4) . . ? N1 C19 C20 120.3(5) . . ? N1 C19 C30 120.0(4) . . ? C20 C19 C30 119.6(5) . . ? C19 C20 C21 123.1(5) . . ? C22 C21 C20 117.1(5) . . ? C21 C22 C29 117.2(5) . . ? C21 C22 C23 133.5(5) . . ? C29 C22 C23 109.3(4) . . ? C24 C23 C22 102.2(4) . . ? C24 C23 C42 112.5(4) . . ? C22 C23 C42 113.7(4) . . ? C24 C23 C53 114.2(4) . . ? C22 C23 C53 112.7(5) . . ? C42 C23 C53 102.0(4) . . ? C25 C24 C28 117.6(5) . . ? C25 C24 C23 133.5(4) . . ? C28 C24 C23 108.7(4) . . ? C24 C25 C26 116.2(5) . . ? C27 C26 C25 123.3(5) . . ? N2 C27 C26 120.2(4) . . ? N2 C27 C36 119.1(4) . . ? C26 C27 C36 120.4(4) . . ? N2 C28 C24 127.7(4) . . ? N2 C28 C29 122.6(4) . . ? C24 C28 C29 109.7(4) . . ? N1 C29 C22 128.0(4) . . ? N1 C29 C28 121.8(4) . . ? C22 C29 C28 110.1(4) . . ? C31 C30 C35 119.1(6) . . ? C31 C30 C19 120.1(6) . . ? C35 C30 C19 120.5(5) . . ? C30 C31 C32 120.9(7) . . ? C33 C32 C31 119.9(8) . . ? C32 C33 C34 119.6(7) . . ? C33 C34 C35 121.1(8) . . ? C30 C35 C34 119.4(7) . . ? C37 C36 C41 118.9(5) . . ? C37 C36 C27 120.5(5) . . ? C41 C36 C27 120.5(5) . . ? C36 C37 C38 119.8(6) . . ? C39 C38 C37 120.9(6) . . ? C38 C39 C40 120.4(5) . . ? C39 C40 C41 119.5(6) . . ? C36 C41 C40 120.4(5) . . ? C43 C42 C47 122.9(6) . . ? C43 C42 C23 128.5(5) . . ? C47 C42 C23 108.6(5) . . ? C42 C43 C44 117.0(7) . . ? C45 C44 C43 121.3(8) . . ? C46 C45 C44 120.1(7) . . ? C45 C46 C47 120.1(7) . . ? C46 C47 C42 118.6(7) . . ? C46 C47 C48 131.9(6) . . ? C42 C47 C48 109.5(5) . . ? C53 C48 C49 119.6(7) . . ? C53 C48 C47 109.9(5) . . ? C49 C48 C47 130.4(6) . . ? C50 C49 C48 117.4(7) . . ? C51 C50 C49 121.8(7) . . ? C50 C51 C52 120.9(8) . . ? C53 C52 C51 118.1(7) . . ? C52 C53 C48 122.1(6) . . ? C52 C53 C23 127.9(5) . . ? C48 C53 C23 109.9(5) . . ? F8 P1 F7 108.0(9) . . ? F8 P1 F6 95.9(8) . . ? F7 P1 F6 96.2(8) . . ? F8 P1 F5 93.3(6) . . ? F7 P1 F5 96.1(6) . . ? F6 P1 F5 161.6(9) . . ? F8 P1 F10 81.4(7) . . ? F7 P1 F10 170.4(6) . . ? F6 P1 F10 84.6(7) . . ? F5 P1 F10 81.1(5) . . ? F8 P1 F9 173.0(9) . . ? F7 P1 F9 78.1(6) . . ? F6 P1 F9 86.8(8) . . ? F5 P1 F9 82.4(7) . . ? F10 P1 F9 92.4(6) . . ? Cl1 C54 Cl2 111.3 . . ? _diffrn_measured_fraction_theta_max 0.869 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.869 _refine_diff_density_max 0.833 _refine_diff_density_min -0.638 _refine_diff_density_rms 0.088