Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Grushin, Vladimir' 'Herron, Norman' 'LeCloux, Daniel D.' 'Marshall, William J.' 'Petrov, Viacheslav A.' 'Wang, Ying' _publ_contact_author_name 'Dr Vladimir Grushin' _publ_contact_author_address ; Dr Vladimir Grushin Dupont Central Research & Development Experimental Station E328/306 Wilmington Delaware DE 19880-0328 USA ; _publ_contact_author_email 'VLAD.GRUSHIN-1@USA.DUPONT.COM' _publ_section_title ; New,Efficient Electroluminescent Materials Based on Organometallic Ir Complexes ; data_00096 _database_code_CSD 161821 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H20 Cl F18 Ir N3 O0' _chemical_formula_weight 1112.24 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' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 'z, x, y' 'z+1/2, -x+1/2, -y' '-z+1/2, -x, y+1/2' '-z, x+1/2, -y+1/2' 'y, z, x' '-y, z+1/2, -x+1/2' 'y+1/2, -z+1/2, -x' '-y+1/2, -z, x+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' '-z, -x, -y' '-z-1/2, x-1/2, y' 'z-1/2, x, -y-1/2' 'z, -x-1/2, y-1/2' '-y, -z, -x' 'y, -z-1/2, x-1/2' '-y-1/2, z-1/2, x' 'y-1/2, z, -x-1/2' _cell_length_a 25.010(3) _cell_length_b 25.010(3) _cell_length_c 25.010(3) _cell_angle_alpha 90.000 _cell_angle_beta 90.000 _cell_angle_gamma 90.000 _cell_volume 15644(3) _cell_formula_units_Z 16 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.889 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 8592 _exptl_absorpt_coefficient_mu 3.604 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 244961 _diffrn_reflns_av_R_equivalents 0.0753 _diffrn_reflns_av_sigmaI/netI 0.0244 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 28.25 _reflns_number_total 6485 _reflns_number_gt 4153 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0113P)^2^+103.4978P] 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 SHELXL _refine_ls_extinction_coef 0.000000(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6485 _refine_ls_number_parameters 382 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0838 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0870 _refine_ls_wR_factor_gt 0.0625 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.122 _refine_ls_shift/su_max 3.804 _refine_ls_shift/su_mean 0.010 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_1 Ir 0.091264(7) 0.091264(7) 0.091264(7) 0.01937(8) Uani 1 3 d S . . N1_1 N 0.07343(16) 0.17328(16) 0.10565(16) 0.0249(9) Uani 1 1 d . . . F1_1 F 0.1057(2) 0.31211(17) 0.21944(17) 0.0743(14) Uani 1 1 d . . . F2_1 F 0.02093(19) 0.30434(17) 0.22157(16) 0.0687(13) Uani 1 1 d . . . C2_1 C 0.06217(19) 0.2023(2) 0.06091(19) 0.0242(10) Uani 1 1 d . . . F3_1 F 0.0707(2) 0.24173(15) 0.25235(14) 0.0734(14) Uani 1 1 d . . . C3_1 C 0.0557(2) 0.2581(2) 0.0648(2) 0.0306(12) Uani 1 1 d . . . H3A_1 H 0.0500 0.2788 0.0335 0.037 Uiso 1 1 calc R . . C4_1 C 0.0577(2) 0.2826(2) 0.1138(2) 0.0352(13) Uani 1 1 d . . . H4A_1 H 0.0533 0.3202 0.1166 0.042 Uiso 1 1 calc R . . C5_1 C 0.0662(2) 0.2518(2) 0.1594(2) 0.0332(12) Uani 1 1 d . . . C6_1 C 0.0748(2) 0.1976(2) 0.1535(2) 0.0293(11) Uani 1 1 d . . . H6A_1 H 0.0820 0.1767 0.1844 0.035 Uiso 1 1 calc R . . C7_1 C 0.0663(3) 0.2767(3) 0.2139(2) 0.0484(17) Uani 1 1 d . . . C11_1 C 0.01775(19) 0.0693(2) 0.1148(2) 0.0242(10) Uani 1 1 d . . . F11_1 F -0.13763(16) 0.0302(2) 0.23451(17) 0.0832(16) Uani 1 1 d . . . F12_1 F -0.1411(2) -0.0314(3) 0.1780(3) 0.126(3) Uani 1 1 d . . . C12_1 C 0.01236(19) 0.0582(2) 0.17002(19) 0.0243(10) Uani 1 1 d . . . F13_1 F -0.17457(16) 0.0422(3) 0.1585(2) 0.112(2) Uani 1 1 d . . . C13_1 C -0.0365(2) 0.0428(2) 0.1924(2) 0.0298(11) Uani 1 1 d . . . H13A_1 H -0.0390 0.0356 0.2296 0.036 Uiso 1 1 calc R . . C14_1 C -0.0811(2) 0.0382(2) 0.1600(2) 0.0331(12) Uani 1 1 d . . . C15_1 C -0.0769(2) 0.0483(2) 0.1057(2) 0.0345(13) Uani 1 1 d . . . H15A_1 H -0.1075 0.0444 0.0835 0.041 Uiso 1 1 calc R . . C16_1 C -0.02860(19) 0.0640(2) 0.0834(2) 0.0282(11) Uani 1 1 d . . . H16A_1 H -0.0268 0.0712 0.0462 0.034 Uiso 1 1 calc R . . C17_1 C -0.1328(3) 0.0206(3) 0.1828(3) 0.0555(19) Uani 1 1 d . . . Ir21_2 Ir 0.088008(7) -0.088008(7) 0.411992(7) 0.02020(8) Uani 1 3 d S . . N21_2 N 0.17306(16) -0.08660(17) 0.41859(16) 0.0251(9) Uani 1 1 d . . . F21_2 F 0.32838(16) -0.17678(18) 0.45709(18) 0.0675(12) Uani 1 1 d . . . F22_2 F 0.26672(16) -0.21908(15) 0.4159(2) 0.0726(14) Uani 1 1 d . . . C22_2 C 0.1949(2) -0.0367(2) 0.42167(19) 0.0255(10) Uani 1 1 d . . . F23_2 F 0.32520(17) -0.17480(19) 0.37211(18) 0.0714(13) Uani 1 1 d . . . C23_2 C 0.2503(2) -0.0302(2) 0.4231(2) 0.0336(12) Uani 1 1 d . . . H23A_2 H 0.2654 0.0046 0.4253 0.040 Uiso 1 1 calc R . . C24_2 C 0.2833(2) -0.0748(2) 0.4213(2) 0.0369(13) Uani 1 1 d . . . H24A_2 H 0.3211 -0.0709 0.4220 0.044 Uiso 1 1 calc R . . C25_2 C 0.2601(2) -0.1255(2) 0.4185(2) 0.0342(12) Uani 1 1 d . . . C26_2 C 0.2049(2) -0.1296(2) 0.4180(2) 0.0293(11) Uani 1 1 d . . . H26A_2 H 0.1891 -0.1641 0.4171 0.035 Uiso 1 1 calc R . . C27_2 C 0.2948(2) -0.1740(3) 0.4157(3) 0.0465(16) Uani 1 1 d . . . C31_2 C 0.00873(19) -0.08125(19) 0.3994(2) 0.0252(10) Uani 1 1 d . . . F31_2 F -0.1786(3) -0.0247(4) 0.3660(5) 0.215(6) Uani 1 1 d . . . C32_2 C -0.0070(2) -0.0770(2) 0.3447(2) 0.0269(11) Uani 1 1 d . . . F32_2 F -0.16771(18) -0.0738(3) 0.3036(2) 0.109(2) Uani 1 1 d . . . C33_2 C -0.0607(2) -0.0725(2) 0.3300(2) 0.0310(12) Uani 1 1 d . . . H33A_2 H -0.0701 -0.0694 0.2933 0.037 Uiso 1 1 calc R . . F33_2 F -0.1868(2) -0.1030(5) 0.3761(4) 0.226(6) Uani 1 1 d . . . C34_2 C -0.1000(2) -0.0727(2) 0.3686(2) 0.0362(13) Uani 1 1 d . . . C35_2 C -0.0859(2) -0.0771(2) 0.4225(2) 0.0330(12) Uani 1 1 d . . . H35A_2 H -0.1129 -0.0773 0.4493 0.040 Uiso 1 1 calc R . . C36_2 C -0.0324(2) -0.0812(2) 0.4371(2) 0.0301(11) Uani 1 1 d . . . H36A_2 H -0.0236 -0.0840 0.4739 0.036 Uiso 1 1 calc R . . C37_2 C -0.1576(3) -0.0690(4) 0.3542(3) 0.0569(19) Uani 1 1 d . . . Cl40_3 Cl 0.30010(7) 0.30010(7) 0.30010(7) 0.0737(10) Uani 1 3 d S . . C40_3 C 0.2759(13) 0.2631(15) 0.2420(11) 0.086(9) Uiso 0.33 1 d P . . Cl41_3 Cl 0.20203(8) 0.20203(8) 0.20203(8) 0.0856(12) Uani 1 3 d S . . C41_3 C 0.2279(16) 0.2376(18) 0.2626(12) 0.107(12) Uiso 0.33 1 d P . . 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_1 0.01937(8) 0.01937(8) 0.01937(8) 0.00005(7) 0.00005(7) 0.00005(7) N1_1 0.024(2) 0.026(2) 0.025(2) -0.0019(17) -0.0010(17) 0.0000(17) F1_1 0.107(4) 0.055(3) 0.061(3) -0.026(2) -0.023(3) -0.009(3) F2_1 0.089(3) 0.067(3) 0.050(2) -0.022(2) 0.000(2) 0.031(2) C2_1 0.023(2) 0.028(3) 0.022(2) 0.002(2) 0.0009(19) -0.003(2) F3_1 0.151(5) 0.045(2) 0.0233(18) -0.0032(16) -0.009(2) 0.023(3) C3_1 0.034(3) 0.027(3) 0.030(3) 0.006(2) -0.001(2) 0.000(2) C4_1 0.043(3) 0.027(3) 0.035(3) -0.003(2) -0.003(3) 0.003(2) C5_1 0.042(3) 0.030(3) 0.028(3) -0.008(2) -0.003(2) 0.005(2) C6_1 0.036(3) 0.029(3) 0.022(3) -0.003(2) 0.000(2) 0.002(2) C7_1 0.078(5) 0.034(3) 0.033(3) -0.009(3) -0.008(3) 0.007(3) C11_1 0.020(2) 0.025(2) 0.028(3) -0.003(2) 0.0006(19) 0.0013(19) F11_1 0.040(2) 0.157(5) 0.053(3) -0.016(3) 0.016(2) -0.032(3) F12_1 0.115(5) 0.118(5) 0.145(6) -0.043(4) 0.066(4) -0.079(4) C12_1 0.024(2) 0.026(3) 0.023(2) -0.001(2) 0.0003(19) 0.000(2) F13_1 0.025(2) 0.231(8) 0.079(3) 0.025(4) 0.004(2) -0.005(3) C13_1 0.026(3) 0.035(3) 0.028(3) -0.002(2) 0.006(2) -0.002(2) C14_1 0.026(3) 0.036(3) 0.037(3) -0.006(2) 0.005(2) -0.006(2) C15_1 0.029(3) 0.042(3) 0.033(3) -0.001(2) -0.009(2) -0.002(2) C16_1 0.022(2) 0.031(3) 0.031(3) -0.004(2) -0.004(2) -0.002(2) C17_1 0.031(3) 0.088(6) 0.047(4) -0.011(4) 0.005(3) -0.020(4) Ir21_2 0.02020(8) 0.02020(8) 0.02020(8) -0.00043(7) 0.00043(7) 0.00043(7) N21_2 0.023(2) 0.028(2) 0.024(2) -0.0012(17) -0.0016(16) 0.0003(17) F21_2 0.051(2) 0.078(3) 0.074(3) -0.004(2) -0.022(2) 0.034(2) F22_2 0.048(2) 0.039(2) 0.131(4) -0.003(2) -0.010(3) 0.0152(18) C22_2 0.028(3) 0.027(3) 0.022(2) 0.004(2) 0.000(2) -0.001(2) F23_2 0.063(3) 0.081(3) 0.070(3) -0.009(2) 0.017(2) 0.031(2) C23_2 0.028(3) 0.036(3) 0.037(3) 0.005(2) -0.004(2) -0.007(2) C24_2 0.025(3) 0.051(4) 0.034(3) 0.000(3) -0.001(2) -0.003(2) C25_2 0.030(3) 0.040(3) 0.033(3) 0.001(2) -0.001(2) 0.009(2) C26_2 0.031(3) 0.030(3) 0.028(3) 0.000(2) -0.002(2) 0.007(2) C27_2 0.032(3) 0.047(4) 0.060(4) -0.006(3) -0.006(3) 0.011(3) C31_2 0.023(2) 0.021(2) 0.032(3) -0.003(2) -0.002(2) -0.0011(19) F31_2 0.077(4) 0.241(10) 0.327(13) -0.182(10) -0.108(6) 0.101(6) C32_2 0.025(3) 0.027(3) 0.030(3) 0.000(2) -0.003(2) 0.000(2) F32_2 0.036(2) 0.207(7) 0.083(4) -0.008(4) -0.022(2) 0.008(3) C33_2 0.027(3) 0.037(3) 0.029(3) 0.001(2) -0.004(2) -0.002(2) F33_2 0.041(3) 0.411(16) 0.226(9) 0.217(11) -0.041(4) -0.069(6) C34_2 0.025(3) 0.036(3) 0.047(3) 0.000(3) -0.001(2) 0.000(2) C35_2 0.031(3) 0.031(3) 0.038(3) -0.003(2) 0.006(2) 0.001(2) C36_2 0.029(3) 0.030(3) 0.031(3) -0.004(2) 0.002(2) 0.000(2) C37_2 0.029(3) 0.087(6) 0.055(4) 0.004(4) -0.002(3) 0.005(4) Cl40_3 0.0737(10) 0.0737(10) 0.0737(10) -0.0201(9) -0.0201(9) -0.0201(9) Cl41_3 0.0856(12) 0.0856(12) 0.0856(12) -0.0273(10) -0.0273(10) -0.0273(10) _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_1 C11_1 2.007(5) 5 ? Ir1_1 C11_1 2.007(5) . ? Ir1_1 C11_1 2.007(5) 9 ? Ir1_1 N1_1 2.130(4) 9 ? Ir1_1 N1_1 2.130(4) 5 ? Ir1_1 N1_1 2.130(4) . ? N1_1 C6_1 1.342(6) . ? N1_1 C2_1 1.363(6) . ? F1_1 C7_1 1.332(8) . ? F2_1 C7_1 1.343(8) . ? C2_1 C3_1 1.408(7) . ? C2_1 C12_1 1.462(7) 9 ? F3_1 C7_1 1.305(7) . ? C3_1 C4_1 1.372(7) . ? C4_1 C5_1 1.392(8) . ? C5_1 C6_1 1.381(7) . ? C5_1 C7_1 1.498(8) . ? C11_1 C16_1 1.407(7) . ? C11_1 C12_1 1.415(7) . ? F11_1 C17_1 1.321(8) . ? F12_1 C17_1 1.322(9) . ? C12_1 C13_1 1.397(7) . ? C12_1 C2_1 1.461(7) 5 ? F13_1 C17_1 1.324(9) . ? C13_1 C14_1 1.383(7) . ? C14_1 C15_1 1.386(8) . ? C14_1 C17_1 1.481(8) . ? C15_1 C16_1 1.388(7) . ? Ir21_2 C31_2 2.015(5) 10_545 ? Ir21_2 C31_2 2.015(5) 7 ? Ir21_2 C31_2 2.015(5) . ? Ir21_2 N21_2 2.134(4) 7 ? Ir21_2 N21_2 2.134(4) 10_545 ? Ir21_2 N21_2 2.134(4) . ? N21_2 C26_2 1.339(6) . ? N21_2 C22_2 1.365(6) . ? F21_2 C27_2 1.334(7) . ? F22_2 C27_2 1.329(7) . ? C22_2 C23_2 1.396(7) . ? C22_2 C32_2 1.474(7) 7 ? F23_2 C27_2 1.330(8) . ? C23_2 C24_2 1.389(8) . ? C24_2 C25_2 1.394(8) . ? C25_2 C26_2 1.385(7) . ? C25_2 C27_2 1.492(8) . ? C31_2 C36_2 1.394(7) . ? C31_2 C32_2 1.429(7) . ? F31_2 C37_2 1.260(10) . ? C32_2 C33_2 1.397(7) . ? C32_2 C22_2 1.473(7) 10_545 ? F32_2 C37_2 1.295(8) . ? C33_2 C34_2 1.379(8) . ? F33_2 C37_2 1.248(10) . ? C34_2 C35_2 1.400(8) . ? C34_2 C37_2 1.487(8) . ? C35_2 C36_2 1.390(7) . ? Cl40_3 C40_3 1.83(3) 9 ? Cl40_3 C40_3 1.83(3) . ? Cl40_3 C40_3 1.83(3) 5 ? C40_3 C41_3 0.95(4) 5 ? C40_3 C41_3 1.02(4) 9 ? C40_3 C40_3 1.05(5) 9 ? C40_3 C40_3 1.05(5) 5 ? C40_3 C41_3 1.45(3) . ? Cl41_3 C41_3 1.87(3) 5 ? Cl41_3 C41_3 1.87(3) 9 ? Cl41_3 C41_3 1.87(3) . ? C41_3 C40_3 0.95(4) 9 ? C41_3 C40_3 1.02(4) 5 ? C41_3 C41_3 1.10(5) 5 ? C41_3 C41_3 1.10(5) 9 ? 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 C11_1 Ir1_1 C11_1 95.65(19) 5 . ? C11_1 Ir1_1 C11_1 95.66(19) 5 9 ? C11_1 Ir1_1 C11_1 95.65(19) . 9 ? C11_1 Ir1_1 N1_1 79.33(18) 5 9 ? C11_1 Ir1_1 N1_1 171.84(18) . 9 ? C11_1 Ir1_1 N1_1 91.26(18) 9 9 ? C11_1 Ir1_1 N1_1 91.26(18) 5 5 ? C11_1 Ir1_1 N1_1 79.32(18) . 5 ? C11_1 Ir1_1 N1_1 171.84(18) 9 5 ? N1_1 Ir1_1 N1_1 94.27(15) 9 5 ? C11_1 Ir1_1 N1_1 171.84(18) 5 . ? C11_1 Ir1_1 N1_1 91.27(18) . . ? C11_1 Ir1_1 N1_1 79.32(18) 9 . ? N1_1 Ir1_1 N1_1 94.26(15) 9 . ? N1_1 Ir1_1 N1_1 94.27(15) 5 . ? C6_1 N1_1 C2_1 119.7(4) . . ? C6_1 N1_1 Ir1_1 125.6(3) . . ? C2_1 N1_1 Ir1_1 114.7(3) . . ? N1_1 C2_1 C3_1 119.6(5) . . ? N1_1 C2_1 C12_1 113.7(4) . 9 ? C3_1 C2_1 C12_1 126.7(5) . 9 ? C4_1 C3_1 C2_1 120.0(5) . . ? C3_1 C4_1 C5_1 119.4(5) . . ? C6_1 C5_1 C4_1 118.5(5) . . ? C6_1 C5_1 C7_1 120.4(5) . . ? C4_1 C5_1 C7_1 121.0(5) . . ? N1_1 C6_1 C5_1 122.5(5) . . ? F3_1 C7_1 F1_1 107.9(6) . . ? F3_1 C7_1 F2_1 108.1(6) . . ? F1_1 C7_1 F2_1 105.6(5) . . ? F3_1 C7_1 C5_1 113.1(5) . . ? F1_1 C7_1 C5_1 111.9(6) . . ? F2_1 C7_1 C5_1 110.0(5) . . ? C16_1 C11_1 C12_1 116.6(5) . . ? C16_1 C11_1 Ir1_1 128.1(4) . . ? C12_1 C11_1 Ir1_1 115.3(4) . . ? C13_1 C12_1 C11_1 121.9(5) . . ? C13_1 C12_1 C2_1 121.6(5) . 5 ? C11_1 C12_1 C2_1 116.5(4) . 5 ? C14_1 C13_1 C12_1 119.5(5) . . ? C13_1 C14_1 C15_1 119.9(5) . . ? C13_1 C14_1 C17_1 120.3(5) . . ? C15_1 C14_1 C17_1 119.7(5) . . ? C14_1 C15_1 C16_1 120.7(5) . . ? C15_1 C16_1 C11_1 121.4(5) . . ? F11_1 C17_1 F12_1 104.6(7) . . ? F11_1 C17_1 F13_1 107.7(6) . . ? F12_1 C17_1 F13_1 103.6(6) . . ? F11_1 C17_1 C14_1 113.8(5) . . ? F12_1 C17_1 C14_1 113.2(6) . . ? F13_1 C17_1 C14_1 113.1(6) . . ? C31_2 Ir21_2 C31_2 94.81(19) 10_545 7 ? C31_2 Ir21_2 C31_2 94.81(19) 10_545 . ? C31_2 Ir21_2 C31_2 94.81(19) 7 . ? C31_2 Ir21_2 N21_2 79.74(19) 10_545 7 ? C31_2 Ir21_2 N21_2 172.65(18) 7 7 ? C31_2 Ir21_2 N21_2 90.58(17) . 7 ? C31_2 Ir21_2 N21_2 172.65(18) 10_545 10_545 ? C31_2 Ir21_2 N21_2 90.58(17) 7 10_545 ? C31_2 Ir21_2 N21_2 79.74(18) . 10_545 ? N21_2 Ir21_2 N21_2 95.30(15) 7 10_545 ? C31_2 Ir21_2 N21_2 90.58(17) 10_545 . ? C31_2 Ir21_2 N21_2 79.74(18) 7 . ? C31_2 Ir21_2 N21_2 172.65(18) . . ? N21_2 Ir21_2 N21_2 95.30(15) 7 . ? N21_2 Ir21_2 N21_2 95.30(15) 10_545 . ? C26_2 N21_2 C22_2 119.8(4) . . ? C26_2 N21_2 Ir21_2 125.4(3) . . ? C22_2 N21_2 Ir21_2 114.7(3) . . ? N21_2 C22_2 C23_2 120.3(5) . . ? N21_2 C22_2 C32_2 114.3(4) . 7 ? C23_2 C22_2 C32_2 125.4(5) . 7 ? C24_2 C23_2 C22_2 119.7(5) . . ? C23_2 C24_2 C25_2 119.1(5) . . ? C26_2 C25_2 C24_2 118.8(5) . . ? C26_2 C25_2 C27_2 121.2(5) . . ? C24_2 C25_2 C27_2 120.0(5) . . ? N21_2 C26_2 C25_2 122.3(5) . . ? F22_2 C27_2 F23_2 106.9(6) . . ? F22_2 C27_2 F21_2 106.6(6) . . ? F23_2 C27_2 F21_2 106.0(5) . . ? F22_2 C27_2 C25_2 112.5(5) . . ? F23_2 C27_2 C25_2 112.5(6) . . ? F21_2 C27_2 C25_2 111.9(5) . . ? C36_2 C31_2 C32_2 116.3(5) . . ? C36_2 C31_2 Ir21_2 128.4(4) . . ? C32_2 C31_2 Ir21_2 115.2(4) . . ? C33_2 C32_2 C31_2 121.5(5) . . ? C33_2 C32_2 C22_2 122.5(5) . 10_545 ? C31_2 C32_2 C22_2 116.0(4) . 10_545 ? C34_2 C33_2 C32_2 120.1(5) . . ? C33_2 C34_2 C35_2 119.7(5) . . ? C33_2 C34_2 C37_2 121.4(6) . . ? C35_2 C34_2 C37_2 118.9(5) . . ? C36_2 C35_2 C34_2 120.1(5) . . ? C35_2 C36_2 C31_2 122.3(5) . . ? F33_2 C37_2 F31_2 104.6(9) . . ? F33_2 C37_2 F32_2 104.6(8) . . ? F31_2 C37_2 F32_2 103.2(8) . . ? F33_2 C37_2 C34_2 114.6(7) . . ? F31_2 C37_2 C34_2 113.7(7) . . ? F32_2 C37_2 C34_2 114.8(6) . . ? C40_3 Cl40_3 C40_3 33.4(15) 9 . ? C40_3 Cl40_3 C40_3 33.4(15) 9 5 ? C40_3 Cl40_3 C40_3 33.4(15) . 5 ? C41_3 C40_3 C41_3 68(4) 5 9 ? C41_3 C40_3 C40_3 61(4) 5 9 ? C41_3 C40_3 C40_3 89(3) 9 9 ? C41_3 C40_3 C40_3 93(3) 5 5 ? C41_3 C40_3 C40_3 55(3) 9 5 ? C40_3 C40_3 C40_3 59.994(11) 9 5 ? C41_3 C40_3 C41_3 49(3) 5 . ? C41_3 C40_3 C41_3 49(3) 9 . ? C40_3 C40_3 C41_3 40.6(19) 9 . ? C40_3 C40_3 C41_3 45(2) 5 . ? C41_3 C40_3 Cl40_3 133(4) 5 . ? C41_3 C40_3 Cl40_3 126(3) 9 . ? C40_3 C40_3 Cl40_3 73.3(8) 9 . ? C40_3 C40_3 Cl40_3 73.3(7) 5 . ? C41_3 C40_3 Cl40_3 102.3(19) . . ? C41_3 Cl41_3 C41_3 34.1(17) 5 9 ? C41_3 Cl41_3 C41_3 34.1(17) 5 . ? C41_3 Cl41_3 C41_3 34.1(17) 9 . ? C40_3 C41_3 C40_3 64(4) 9 5 ? C40_3 C41_3 C41_3 59(4) 9 5 ? C40_3 C41_3 C41_3 87(3) 5 5 ? C40_3 C41_3 C41_3 90(3) 9 9 ? C40_3 C41_3 C41_3 53(3) 5 9 ? C41_3 C41_3 C41_3 59.997(14) 5 9 ? C40_3 C41_3 C40_3 46(3) 9 . ? C40_3 C41_3 C40_3 46(2) 5 . ? C41_3 C41_3 C40_3 40.7(18) 5 . ? C41_3 C41_3 C40_3 44(2) 9 . ? C40_3 C41_3 Cl41_3 131(4) 9 . ? C40_3 C41_3 Cl41_3 125(3) 5 . ? C41_3 C41_3 Cl41_3 73.0(9) 5 . ? C41_3 C41_3 Cl41_3 73.0(9) 9 . ? C40_3 C41_3 Cl41_3 102(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C11_1 Ir1_1 N1_1 C6_1 -130.9(12) 5 . . . ? C11_1 Ir1_1 N1_1 C6_1 81.1(4) . . . . ? C11_1 Ir1_1 N1_1 C6_1 176.6(5) 9 . . . ? N1_1 Ir1_1 N1_1 C6_1 -92.9(3) 9 . . . ? N1_1 Ir1_1 N1_1 C6_1 1.7(4) 5 . . . ? C11_1 Ir1_1 N1_1 C2_1 46.1(14) 5 . . . ? C11_1 Ir1_1 N1_1 C2_1 -102.0(4) . . . . ? C11_1 Ir1_1 N1_1 C2_1 -6.4(3) 9 . . . ? N1_1 Ir1_1 N1_1 C2_1 84.0(4) 9 . . . ? N1_1 Ir1_1 N1_1 C2_1 178.7(3) 5 . . . ? C6_1 N1_1 C2_1 C3_1 4.3(7) . . . . ? Ir1_1 N1_1 C2_1 C3_1 -172.9(4) . . . . ? C6_1 N1_1 C2_1 C12_1 -175.8(4) . . . 9 ? Ir1_1 N1_1 C2_1 C12_1 7.0(5) . . . 9 ? N1_1 C2_1 C3_1 C4_1 -3.8(8) . . . . ? C12_1 C2_1 C3_1 C4_1 176.3(5) 9 . . . ? C2_1 C3_1 C4_1 C5_1 0.1(9) . . . . ? C3_1 C4_1 C5_1 C6_1 2.9(9) . . . . ? C3_1 C4_1 C5_1 C7_1 -177.4(6) . . . . ? C2_1 N1_1 C6_1 C5_1 -1.2(8) . . . . ? Ir1_1 N1_1 C6_1 C5_1 175.6(4) . . . . ? C4_1 C5_1 C6_1 N1_1 -2.4(9) . . . . ? C7_1 C5_1 C6_1 N1_1 177.9(6) . . . . ? C6_1 C5_1 C7_1 F3_1 -5.4(9) . . . . ? C4_1 C5_1 C7_1 F3_1 175.0(6) . . . . ? C6_1 C5_1 C7_1 F1_1 116.7(6) . . . . ? C4_1 C5_1 C7_1 F1_1 -63.0(8) . . . . ? C6_1 C5_1 C7_1 F2_1 -126.3(6) . . . . ? C4_1 C5_1 C7_1 F2_1 54.1(8) . . . . ? C11_1 Ir1_1 C11_1 C16_1 -85.7(4) 5 . . . ? C11_1 Ir1_1 C11_1 C16_1 10.6(5) 9 . . . ? N1_1 Ir1_1 C11_1 C16_1 -137.3(11) 9 . . . ? N1_1 Ir1_1 C11_1 C16_1 -175.9(5) 5 . . . ? N1_1 Ir1_1 C11_1 C16_1 90.0(5) . . . . ? C11_1 Ir1_1 C11_1 C12_1 94.6(5) 5 . . . ? C11_1 Ir1_1 C11_1 C12_1 -169.1(4) 9 . . . ? N1_1 Ir1_1 C11_1 C12_1 43.0(14) 9 . . . ? N1_1 Ir1_1 C11_1 C12_1 4.4(4) 5 . . . ? N1_1 Ir1_1 C11_1 C12_1 -89.7(4) . . . . ? C16_1 C11_1 C12_1 C13_1 -0.2(7) . . . . ? Ir1_1 C11_1 C12_1 C13_1 179.5(4) . . . . ? C16_1 C11_1 C12_1 C2_1 178.2(4) . . . 5 ? Ir1_1 C11_1 C12_1 C2_1 -2.1(6) . . . 5 ? C11_1 C12_1 C13_1 C14_1 0.1(8) . . . . ? C2_1 C12_1 C13_1 C14_1 -178.2(5) 5 . . . ? C12_1 C13_1 C14_1 C15_1 0.6(8) . . . . ? C12_1 C13_1 C14_1 C17_1 178.5(6) . . . . ? C13_1 C14_1 C15_1 C16_1 -1.1(9) . . . . ? C17_1 C14_1 C15_1 C16_1 -179.0(6) . . . . ? C14_1 C15_1 C16_1 C11_1 1.0(8) . . . . ? C12_1 C11_1 C16_1 C15_1 -0.4(8) . . . . ? Ir1_1 C11_1 C16_1 C15_1 180.0(4) . . . . ? C13_1 C14_1 C17_1 F11_1 24.6(10) . . . . ? C15_1 C14_1 C17_1 F11_1 -157.5(6) . . . . ? C13_1 C14_1 C17_1 F12_1 -94.6(8) . . . . ? C15_1 C14_1 C17_1 F12_1 83.3(8) . . . . ? C13_1 C14_1 C17_1 F13_1 147.9(6) . . . . ? C15_1 C14_1 C17_1 F13_1 -34.2(9) . . . . ? C31_2 Ir21_2 N21_2 C26_2 85.1(4) 10_545 . . . ? C31_2 Ir21_2 N21_2 C26_2 179.9(4) 7 . . . ? C31_2 Ir21_2 N21_2 C26_2 -137.6(13) . . . . ? N21_2 Ir21_2 N21_2 C26_2 5.4(4) 7 . . . ? N21_2 Ir21_2 N21_2 C26_2 -90.5(3) 10_545 . . . ? C31_2 Ir21_2 N21_2 C22_2 -97.4(4) 10_545 . . . ? C31_2 Ir21_2 N21_2 C22_2 -2.6(3) 7 . . . ? C31_2 Ir21_2 N21_2 C22_2 39.9(15) . . . . ? N21_2 Ir21_2 N21_2 C22_2 -177.1(3) 7 . . . ? N21_2 Ir21_2 N21_2 C22_2 87.1(4) 10_545 . . . ? C26_2 N21_2 C22_2 C23_2 1.3(7) . . . . ? Ir21_2 N21_2 C22_2 C23_2 -176.4(4) . . . . ? C26_2 N21_2 C22_2 C32_2 -178.9(4) . . . 7 ? Ir21_2 N21_2 C22_2 C32_2 3.4(5) . . . 7 ? N21_2 C22_2 C23_2 C24_2 0.1(8) . . . . ? C32_2 C22_2 C23_2 C24_2 -179.7(5) 7 . . . ? C22_2 C23_2 C24_2 C25_2 -0.5(8) . . . . ? C23_2 C24_2 C25_2 C26_2 -0.5(8) . . . . ? C23_2 C24_2 C25_2 C27_2 179.2(6) . . . . ? C22_2 N21_2 C26_2 C25_2 -2.3(8) . . . . ? Ir21_2 N21_2 C26_2 C25_2 175.1(4) . . . . ? C24_2 C25_2 C26_2 N21_2 1.9(8) . . . . ? C27_2 C25_2 C26_2 N21_2 -177.8(5) . . . . ? C26_2 C25_2 C27_2 F22_2 -3.5(9) . . . . ? C24_2 C25_2 C27_2 F22_2 176.9(6) . . . . ? C26_2 C25_2 C27_2 F23_2 117.4(6) . . . . ? C24_2 C25_2 C27_2 F23_2 -62.3(8) . . . . ? C26_2 C25_2 C27_2 F21_2 -123.4(6) . . . . ? C24_2 C25_2 C27_2 F21_2 56.9(8) . . . . ? C31_2 Ir21_2 C31_2 C36_2 4.9(5) 10_545 . . . ? C31_2 Ir21_2 C31_2 C36_2 -90.3(4) 7 . . . ? N21_2 Ir21_2 C31_2 C36_2 84.7(5) 7 . . . ? N21_2 Ir21_2 C31_2 C36_2 179.9(5) 10_545 . . . ? N21_2 Ir21_2 C31_2 C36_2 -132.2(13) . . . . ? C31_2 Ir21_2 C31_2 C32_2 -173.9(4) 10_545 . . . ? C31_2 Ir21_2 C31_2 C32_2 90.9(5) 7 . . . ? N21_2 Ir21_2 C31_2 C32_2 -94.1(4) 7 . . . ? N21_2 Ir21_2 C31_2 C32_2 1.2(4) 10_545 . . . ? N21_2 Ir21_2 C31_2 C32_2 49.1(15) . . . . ? C36_2 C31_2 C32_2 C33_2 0.5(7) . . . . ? Ir21_2 C31_2 C32_2 C33_2 179.4(4) . . . . ? C36_2 C31_2 C32_2 C22_2 -178.7(4) . . . 10_545 ? Ir21_2 C31_2 C32_2 C22_2 0.3(6) . . . 10_545 ? C31_2 C32_2 C33_2 C34_2 -0.6(8) . . . . ? C22_2 C32_2 C33_2 C34_2 178.5(5) 10_545 . . . ? C32_2 C33_2 C34_2 C35_2 0.3(8) . . . . ? C32_2 C33_2 C34_2 C37_2 -179.0(6) . . . . ? C33_2 C34_2 C35_2 C36_2 0.1(8) . . . . ? C37_2 C34_2 C35_2 C36_2 179.4(6) . . . . ? C34_2 C35_2 C36_2 C31_2 -0.2(8) . . . . ? C32_2 C31_2 C36_2 C35_2 -0.1(7) . . . . ? Ir21_2 C31_2 C36_2 C35_2 -178.8(4) . . . . ? C33_2 C34_2 C37_2 F33_2 131.1(10) . . . . ? C35_2 C34_2 C37_2 F33_2 -48.1(12) . . . . ? C33_2 C34_2 C37_2 F31_2 -108.6(10) . . . . ? C35_2 C34_2 C37_2 F31_2 72.1(11) . . . . ? C33_2 C34_2 C37_2 F32_2 10.0(11) . . . . ? C35_2 C34_2 C37_2 F32_2 -169.3(7) . . . . ? C40_3 Cl40_3 C40_3 C41_3 -16(4) 9 . . 5 ? C40_3 Cl40_3 C40_3 C41_3 -79(4) 5 . . 5 ? C40_3 Cl40_3 C40_3 C41_3 76(3) 9 . . 9 ? C40_3 Cl40_3 C40_3 C41_3 13(3) 5 . . 9 ? C40_3 Cl40_3 C40_3 C40_3 -62.9(3) 5 . . 9 ? C40_3 Cl40_3 C40_3 C40_3 62.9(3) 9 . . 5 ? C40_3 Cl40_3 C40_3 C41_3 29(2) 9 . . . ? C40_3 Cl40_3 C40_3 C41_3 -34(2) 5 . . . ? C41_3 C40_3 C41_3 C40_3 92(7) 5 . . 9 ? C41_3 C40_3 C41_3 C40_3 -173(6) 9 . . 9 ? C40_3 C40_3 C41_3 C40_3 -95(3) 5 . . 9 ? Cl40_3 C40_3 C41_3 C40_3 -45(3) . . . 9 ? C41_3 C40_3 C41_3 C40_3 -173(6) 5 . . 5 ? C41_3 C40_3 C41_3 C40_3 -78(6) 9 . . 5 ? C40_3 C40_3 C41_3 C40_3 95(3) 9 . . 5 ? Cl40_3 C40_3 C41_3 C40_3 50(2) . . . 5 ? C41_3 C40_3 C41_3 C41_3 95(3) 9 . . 5 ? C40_3 C40_3 C41_3 C41_3 -92(7) 9 . . 5 ? C40_3 C40_3 C41_3 C41_3 173(6) 5 . . 5 ? Cl40_3 C40_3 C41_3 C41_3 -137(4) . . . 5 ? C41_3 C40_3 C41_3 C41_3 -95(3) 5 . . 9 ? C40_3 C40_3 C41_3 C41_3 173(6) 9 . . 9 ? C40_3 C40_3 C41_3 C41_3 78(6) 5 . . 9 ? Cl40_3 C40_3 C41_3 C41_3 128(4) . . . 9 ? C41_3 C40_3 C41_3 Cl41_3 -45(3) 5 . . . ? C41_3 C40_3 C41_3 Cl41_3 50(2) 9 . . . ? C40_3 C40_3 C41_3 Cl41_3 -137(5) 9 . . . ? C40_3 C40_3 C41_3 Cl41_3 128(4) 5 . . . ? Cl40_3 C40_3 C41_3 Cl41_3 177.9(18) . . . . ? C41_3 Cl41_3 C41_3 C40_3 -12(4) 5 . . 9 ? C41_3 Cl41_3 C41_3 C40_3 -75(4) 9 . . 9 ? C41_3 Cl41_3 C41_3 C40_3 73(3) 5 . . 5 ? C41_3 Cl41_3 C41_3 C40_3 10(3) 9 . . 5 ? C41_3 Cl41_3 C41_3 C41_3 -63.1(3) 9 . . 5 ? C41_3 Cl41_3 C41_3 C41_3 63.1(3) 5 . . 9 ? C41_3 Cl41_3 C41_3 C40_3 29(2) 5 . . . ? C41_3 Cl41_3 C41_3 C40_3 -34(2) 9 . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.25 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.487 _refine_diff_density_min -1.048 _refine_diff_density_rms 0.118 data_00034 _database_code_CSD 161822 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H18 F12 Ir N3' _chemical_formula_weight 912.73 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' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 'z, x, y' 'z+1/2, -x+1/2, -y' '-z+1/2, -x, y+1/2' '-z, x+1/2, -y+1/2' 'y, z, x' '-y, z+1/2, -x+1/2' 'y+1/2, -z+1/2, -x' '-y+1/2, -z, x+1/2' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-x+1/2, y+1, -z+1' 'x+1, -y+1, -z+1/2' 'z+1/2, x+1/2, y+1/2' 'z+1, -x+1, -y+1/2' '-z+1, -x+1/2, y+1' '-z+1/2, x+1, -y+1' 'y+1/2, z+1/2, x+1/2' '-y+1/2, z+1, -x+1' 'y+1, -z+1, -x+1/2' '-y+1, -z+1/2, x+1' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' '-z, -x, -y' '-z-1/2, x-1/2, y' 'z-1/2, x, -y-1/2' 'z, -x-1/2, y-1/2' '-y, -z, -x' 'y, -z-1/2, x-1/2' '-y-1/2, z-1/2, x' 'y-1/2, z, -x-1/2' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'x+1/2, -y, z' '-x, y, z+1/2' '-z+1/2, -x+1/2, -y+1/2' '-z, x, y+1/2' 'z, x+1/2, -y' 'z+1/2, -x, y' '-y+1/2, -z+1/2, -x+1/2' 'y+1/2, -z, x' '-y, z, x+1/2' 'y, z+1/2, -x' _cell_length_a 23.6916(10) _cell_length_b 23.6916(10) _cell_length_c 23.6916(10) _cell_angle_alpha 90.000 _cell_angle_beta 90.000 _cell_angle_gamma 90.000 _cell_volume 13297.9(10) _cell_formula_units_Z 16 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.824 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7040 _exptl_absorpt_coefficient_mu 4.115 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 79737 _diffrn_reflns_av_R_equivalents 0.0513 _diffrn_reflns_av_sigmaI/netI 0.0147 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 31 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 28.32 _reflns_number_total 2774 _reflns_number_gt 2207 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0395P)^2^+61.1628P] 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 SHELXL _refine_ls_extinction_coef 0.000000(8) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2774 _refine_ls_number_parameters 158 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0404 _refine_ls_R_factor_gt 0.0289 _refine_ls_wR_factor_ref 0.0785 _refine_ls_wR_factor_gt 0.0714 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 1.255 _refine_ls_shift/su_mean 0.008 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 0.655228(5) -0.155228(5) 0.155228(5) 0.02363(9) Uani 1 3 d S . . N1 N 0.63854(15) -0.06908(12) 0.17171(13) 0.0356(7) Uani 1 1 d . . . C11 C 0.78148(16) -0.16095(18) 0.18681(16) 0.0413(9) Uani 1 1 d . . . H11A H 0.7803 -0.2009 0.1838 0.050 Uiso 1 1 calc R . . C6 C 0.6854(2) -0.03634(17) 0.17883(17) 0.0487(11) Uani 1 1 d . . . C12 C 0.73248(15) -0.12900(15) 0.17799(14) 0.0322(7) Uani 1 1 d . . . F10 F 0.87812(11) -0.16648(15) 0.20891(15) 0.0773(10) Uani 1 1 d . . . C7 C 0.73766(19) -0.06921(17) 0.18357(17) 0.0462(10) Uani 1 1 d . . . C2 C 0.5872(2) -0.04486(17) 0.16887(16) 0.0454(10) Uani 1 1 d . . . H2A H 0.5550 -0.0683 0.1647 0.055 Uiso 1 1 calc R . . C4 C 0.6272(3) 0.04677(19) 0.1777(3) 0.094(3) Uani 1 1 d . . . H4A H 0.6234 0.0867 0.1790 0.113 Uiso 1 1 calc R . . C5 C 0.6795(3) 0.02236(19) 0.1816(2) 0.079(2) Uani 1 1 d . . . H5A H 0.7120 0.0454 0.1862 0.095 Uiso 1 1 calc R . . C9 C 0.8372(2) -0.0764(3) 0.2030(3) 0.078(2) Uani 1 1 d . . . H9A H 0.8727 -0.0595 0.2108 0.094 Uiso 1 1 calc R . . C3 C 0.5799(3) 0.0128(2) 0.1717(2) 0.0705(17) Uani 1 1 d . . . C8 C 0.7900(2) -0.0440(2) 0.1946(2) 0.0738(18) Uani 1 1 d . . . H8A H 0.7928 -0.0040 0.1963 0.089 Uiso 1 1 calc R . . C10 C 0.83159(19) -0.1340(2) 0.2000(2) 0.0587(13) Uani 1 1 d . . . F11 F 0.48234(19) -0.00092(18) 0.1567(2) 0.142(2) Uani 1 1 d . . . F12 F 0.50644(19) 0.06203(16) 0.21656(18) 0.1113(15) Uani 1 1 d . . . F13 F 0.5185(3) 0.07764(18) 0.1290(2) 0.150(2) Uani 1 1 d . . . C13 C 0.5216(4) 0.0375(2) 0.1686(3) 0.102(3) 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 Ir1 0.02363(9) 0.02363(9) 0.02363(9) -0.00274(4) 0.00274(4) -0.00274(4) N1 0.0542(19) 0.0246(14) 0.0281(14) 0.0002(11) -0.0059(13) -0.0012(13) C11 0.0320(19) 0.055(2) 0.0365(19) 0.0124(17) -0.0058(15) -0.0117(16) C6 0.080(3) 0.0302(19) 0.036(2) 0.0036(16) -0.025(2) -0.012(2) C12 0.0348(18) 0.0400(19) 0.0218(15) 0.0067(14) -0.0051(13) -0.0133(14) F10 0.0323(13) 0.111(3) 0.089(2) 0.0333(19) -0.0195(14) -0.0174(15) C7 0.059(3) 0.042(2) 0.038(2) 0.0113(17) -0.0182(19) -0.0218(19) C2 0.067(3) 0.034(2) 0.0354(19) -0.0065(15) -0.0102(19) 0.0125(19) C4 0.159(7) 0.024(2) 0.098(4) -0.008(2) -0.086(5) 0.010(3) C5 0.123(5) 0.034(2) 0.080(4) 0.006(2) -0.063(4) -0.022(3) C9 0.064(3) 0.087(4) 0.083(4) 0.034(3) -0.039(3) -0.051(3) C3 0.112(5) 0.037(2) 0.063(3) -0.016(2) -0.044(3) 0.026(3) C8 0.087(4) 0.061(3) 0.074(3) 0.030(3) -0.049(3) -0.047(3) C10 0.039(2) 0.083(3) 0.054(3) 0.030(3) -0.018(2) -0.021(2) F11 0.122(4) 0.080(3) 0.223(6) -0.074(3) -0.104(4) 0.063(3) F12 0.128(3) 0.078(2) 0.128(3) -0.043(2) -0.051(3) 0.054(2) F13 0.232(6) 0.091(3) 0.127(4) -0.015(3) -0.091(4) 0.097(4) C13 0.140(7) 0.051(3) 0.114(5) -0.034(3) -0.075(5) 0.050(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C12 2.007(3) 6 ? Ir1 C12 2.007(3) . ? Ir1 C12 2.007(3) 12_554 ? Ir1 N1 2.115(3) 12_554 ? Ir1 N1 2.115(3) . ? Ir1 N1 2.115(3) 6 ? N1 C2 1.346(5) . ? N1 C6 1.365(5) . ? C11 C10 1.383(6) . ? C11 C12 1.402(5) . ? C6 C5 1.399(6) . ? C6 C7 1.467(7) . ? C12 C7 1.428(5) . ? F10 C10 1.360(6) . ? C7 C8 1.401(6) . ? C2 C3 1.379(6) . ? C4 C5 1.371(10) . ? C4 C3 1.388(9) . ? C9 C8 1.371(8) . ? C9 C10 1.375(8) . ? C3 C13 1.501(9) . ? F11 C13 1.332(9) . ? F12 C13 1.327(8) . ? F13 C13 1.337(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 Ir1 C12 96.93(13) 6 . ? C12 Ir1 C12 96.92(13) 6 12_554 ? C12 Ir1 C12 96.92(13) . 12_554 ? C12 Ir1 N1 91.89(13) 6 12_554 ? C12 Ir1 N1 170.91(14) . 12_554 ? C12 Ir1 N1 79.75(14) 12_554 12_554 ? C12 Ir1 N1 170.91(14) 6 . ? C12 Ir1 N1 79.75(14) . . ? C12 Ir1 N1 91.89(13) 12_554 . ? N1 Ir1 N1 91.86(12) 12_554 . ? C12 Ir1 N1 79.75(14) 6 6 ? C12 Ir1 N1 91.89(13) . 6 ? C12 Ir1 N1 170.91(14) 12_554 6 ? N1 Ir1 N1 91.86(12) 12_554 6 ? N1 Ir1 N1 91.86(12) . 6 ? C2 N1 C6 119.9(3) . . ? C2 N1 Ir1 124.8(3) . . ? C6 N1 Ir1 114.8(3) . . ? C10 C11 C12 119.7(4) . . ? N1 C6 C5 119.3(5) . . ? N1 C6 C7 113.2(3) . . ? C5 C6 C7 127.4(5) . . ? C11 C12 C7 116.8(3) . . ? C11 C12 Ir1 128.9(3) . . ? C7 C12 Ir1 114.2(3) . . ? C8 C7 C12 121.1(4) . . ? C8 C7 C6 122.3(4) . . ? C12 C7 C6 116.5(3) . . ? N1 C2 C3 122.3(5) . . ? C5 C4 C3 119.5(4) . . ? C4 C5 C6 120.4(5) . . ? C8 C9 C10 118.0(4) . . ? C2 C3 C4 118.5(5) . . ? C2 C3 C13 120.1(6) . . ? C4 C3 C13 121.5(5) . . ? C9 C8 C7 120.7(5) . . ? F10 C10 C9 118.4(4) . . ? F10 C10 C11 118.1(5) . . ? C9 C10 C11 123.6(5) . . ? F12 C13 F11 106.9(8) . . ? F12 C13 F13 106.0(4) . . ? F11 C13 F13 107.4(5) . . ? F12 C13 C3 112.1(5) . . ? F11 C13 C3 112.7(4) . . ? F13 C13 C3 111.3(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C12 Ir1 N1 C2 113.8(8) 6 . . . ? C12 Ir1 N1 C2 -177.0(3) . . . . ? C12 Ir1 N1 C2 -80.3(3) 12_554 . . . ? N1 Ir1 N1 C2 -0.5(3) 12_554 . . . ? N1 Ir1 N1 C2 91.4(3) 6 . . . ? C12 Ir1 N1 C6 -58.1(9) 6 . . . ? C12 Ir1 N1 C6 11.1(3) . . . . ? C12 Ir1 N1 C6 107.8(3) 12_554 . . . ? N1 Ir1 N1 C6 -172.4(3) 12_554 . . . ? N1 Ir1 N1 C6 -80.4(3) 6 . . . ? C2 N1 C6 C5 -1.7(6) . . . . ? Ir1 N1 C6 C5 170.6(4) . . . . ? C2 N1 C6 C7 177.5(4) . . . . ? Ir1 N1 C6 C7 -10.2(4) . . . . ? C10 C11 C12 C7 -0.3(6) . . . . ? C10 C11 C12 Ir1 177.0(3) . . . . ? C12 Ir1 C12 C11 -15.3(3) 6 . . . ? C12 Ir1 C12 C11 82.5(3) 12_554 . . . ? N1 Ir1 C12 C11 150.5(7) 12_554 . . . ? N1 Ir1 C12 C11 173.2(3) . . . . ? N1 Ir1 C12 C11 -95.2(3) 6 . . . ? C12 Ir1 C12 C7 162.0(3) 6 . . . ? C12 Ir1 C12 C7 -100.1(3) 12_554 . . . ? N1 Ir1 C12 C7 -32.2(9) 12_554 . . . ? N1 Ir1 C12 C7 -9.5(3) . . . . ? N1 Ir1 C12 C7 82.1(3) 6 . . . ? C11 C12 C7 C8 3.0(6) . . . . ? Ir1 C12 C7 C8 -174.7(4) . . . . ? C11 C12 C7 C6 -175.2(3) . . . . ? Ir1 C12 C7 C6 7.1(4) . . . . ? N1 C6 C7 C8 -175.9(4) . . . . ? C5 C6 C7 C8 3.2(8) . . . . ? N1 C6 C7 C12 2.3(5) . . . . ? C5 C6 C7 C12 -178.6(5) . . . . ? C6 N1 C2 C3 1.4(6) . . . . ? Ir1 N1 C2 C3 -170.1(3) . . . . ? C3 C4 C5 C6 0.9(10) . . . . ? N1 C6 C5 C4 0.6(8) . . . . ? C7 C6 C5 C4 -178.5(5) . . . . ? N1 C2 C3 C4 0.1(8) . . . . ? N1 C2 C3 C13 -179.8(5) . . . . ? C5 C4 C3 C2 -1.2(9) . . . . ? C5 C4 C3 C13 178.7(6) . . . . ? C10 C9 C8 C7 0.4(9) . . . . ? C12 C7 C8 C9 -3.1(8) . . . . ? C6 C7 C8 C9 175.0(5) . . . . ? C8 C9 C10 F10 -179.3(5) . . . . ? C8 C9 C10 C11 2.5(9) . . . . ? C12 C11 C10 F10 179.2(4) . . . . ? C12 C11 C10 C9 -2.5(8) . . . . ? C2 C3 C13 F12 113.7(6) . . . . ? C4 C3 C13 F12 -66.2(9) . . . . ? C2 C3 C13 F11 -7.1(9) . . . . ? C4 C3 C13 F11 173.0(6) . . . . ? C2 C3 C13 F13 -127.8(6) . . . . ? C4 C3 C13 F13 52.3(8) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.027 _refine_diff_density_min -0.548 _refine_diff_density_rms 0.093 data_00320 _database_code_CSD 161823 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28.67 H18 Cl0.67 F6 Ir0.67 N2 O2' _chemical_formula_weight 688.22 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' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, z+1/2' 'x-y, -y, z+1/2' '-x, -x+y, z+1/2' _cell_length_a 14.6920(19) _cell_length_b 14.6920(19) _cell_length_c 21.452(4) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 120.0000 _cell_volume 4010.1(10) _cell_formula_units_Z 6 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.710 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2020 _exptl_absorpt_coefficient_mu 3.482 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 52305 _diffrn_reflns_av_R_equivalents 0.0642 _diffrn_reflns_av_sigmaI/netI 0.0442 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 28.34 _reflns_number_total 6552 _reflns_number_gt 5436 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0474P)^2^+12.4453P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.675(12) _refine_ls_number_reflns 6552 _refine_ls_number_parameters 355 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0467 _refine_ls_wR_factor_ref 0.1184 _refine_ls_wR_factor_gt 0.1099 _refine_ls_goodness_of_fit_ref 1.244 _refine_ls_restrained_S_all 1.244 _refine_ls_shift/su_max 0.015 _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_1 Ir 0.6667 0.3333 0.84317(2) 0.02360(12) Uani 1 3 d S . . F1_1 F 1.0315(7) 0.6863(6) 1.0326(4) 0.063(2) Uani 1 1 d . . . N1_1 N 0.7589(5) 0.4734(5) 0.8955(3) 0.0232(15) Uani 1 1 d . . . Ir2_1 Ir 1.0000 1.0000 0.77290(3) 0.02383(12) Uani 1 3 d S . . F2_1 F 0.9938(6) 0.5281(6) 1.0177(4) 0.069(2) Uani 1 1 d . . . C2_1 C 0.8239(6) 0.4856(7) 0.9416(4) 0.0265(18) Uani 1 1 d . . . H2A_1 H 0.8327 0.4281 0.9532 0.032 Uiso 1 1 calc R . . F3_1 F 0.9022(7) 0.5619(7) 1.0801(3) 0.072(2) Uani 1 1 d . . . C3_1 C 0.8798(7) 0.5806(8) 0.9735(5) 0.033(2) Uani 1 1 d . . . C4_1 C 0.8675(7) 0.6628(9) 0.9559(4) 0.0325(18) Uani 1 1 d . . . H4A_1 H 0.9045 0.7280 0.9773 0.039 Uiso 1 1 calc R . . C5_1 C 0.8018(7) 0.6519(6) 0.9075(4) 0.0283(18) Uani 1 1 d . . . H5A_1 H 0.7935 0.7096 0.8954 0.034 Uiso 1 1 calc R . . C6_1 C 0.7477(6) 0.5572(6) 0.8763(4) 0.0255(17) Uani 1 1 d . . . C7_1 C 0.6790(6) 0.5357(7) 0.8221(4) 0.0230(17) Uani 1 1 d . . . C8_1 C 0.6607(6) 0.6124(7) 0.7966(4) 0.0249(17) Uani 1 1 d . . . H8A_1 H 0.6885 0.6792 0.8160 0.030 Uiso 1 1 calc R . . C9_1 C 0.6017(7) 0.5903(7) 0.7428(5) 0.0301(19) Uani 1 1 d . . . C10_1 C 0.5632(7) 0.4931(7) 0.7135(5) 0.0312(19) Uani 1 1 d . . . H10A_1 H 0.5239 0.4786 0.6760 0.037 Uiso 1 1 calc R . . C11_1 C 0.5825(7) 0.4181(6) 0.7392(4) 0.0251(17) Uani 1 1 d . . . H11A_1 H 0.5574 0.3530 0.7181 0.030 Uiso 1 1 calc R . . C12_1 C 0.6371(7) 0.4342(6) 0.7947(4) 0.0234(17) Uani 1 1 d . . . C13_1 C 0.9509(9) 0.5897(8) 1.0260(5) 0.044(2) Uani 1 1 d . . . O14_1 O 0.5770(6) 0.6575(5) 0.7131(3) 0.0408(17) Uani 1 1 d . . . C15_1 C 0.6080(8) 0.7553(8) 0.7447(5) 0.042(2) Uani 1 1 d . . . H15A_1 H 0.5831 0.7957 0.7210 0.062 Uiso 1 1 calc R . . H15B_1 H 0.6848 0.7958 0.7480 0.062 Uiso 1 1 calc R . . H15C_1 H 0.5771 0.7408 0.7865 0.062 Uiso 1 1 calc R . . N21_1 N 1.1409(6) 1.0549(5) 0.7193(4) 0.0244(15) Uani 1 1 d . . . F21_1 F 1.2087(9) 1.0099(6) 0.5304(3) 0.088(3) Uani 1 1 d . . . C22_1 C 1.1540(7) 1.0083(7) 0.6697(5) 0.032(2) Uani 1 1 d . . . H22A_1 H 1.0974 0.9420 0.6571 0.038 Uiso 1 1 calc R . . F22_1 F 1.3508(7) 1.0215(10) 0.5652(5) 0.120(5) Uani 1 1 d . . . C23_1 C 1.2457(8) 1.0518(8) 0.6358(4) 0.035(2) Uani 1 1 d . . . F23_1 F 1.2020(7) 0.8905(6) 0.5887(3) 0.0596(19) Uani 1 1 d . . . C24_1 C 1.3274(9) 1.1502(8) 0.6519(4) 0.037(2) Uani 1 1 d . . . H24A_1 H 1.3904 1.1832 0.6282 0.045 Uiso 1 1 calc R . . C25_1 C 1.3146(7) 1.1987(7) 0.7033(4) 0.032(2) Uani 1 1 d . . . H25A_1 H 1.3701 1.2655 0.7160 0.038 Uiso 1 1 calc R . . C26_1 C 1.2214(6) 1.1506(7) 0.7368(4) 0.0261(17) Uani 1 1 d . . . C27_1 C 1.1999(7) 1.1944(6) 0.7927(4) 0.0253(18) Uani 1 1 d . . . C28_1 C 1.2747(6) 1.2940(6) 0.8162(4) 0.0269(19) Uani 1 1 d . . . H28A_1 H 1.3403 1.3346 0.7957 0.032 Uiso 1 1 calc R . . C29_1 C 1.2520(7) 1.3318(7) 0.8691(4) 0.0295(19) Uani 1 1 d . . . C30_1 C 1.1561(7) 1.2690(7) 0.8992(5) 0.0301(19) Uani 1 1 d . . . H30A_1 H 1.1410 1.2941 0.9364 0.036 Uiso 1 1 calc R . . C31_1 C 1.0821(7) 1.1710(6) 0.8763(5) 0.0274(18) Uani 1 1 d . . . H31A_1 H 1.0184 1.1301 0.8985 0.033 Uiso 1 1 calc R . . C32_1 C 1.0999(6) 1.1307(6) 0.8201(4) 0.0222(17) Uani 1 1 d . . . C33_1 C 1.2526(11) 0.9938(11) 0.5803(6) 0.057(3) Uani 1 1 d . . . O34_1 O 1.3166(5) 1.4270(5) 0.8952(3) 0.0397(16) Uani 1 1 d . . . C35_1 C 1.4134(7) 1.4939(8) 0.8639(5) 0.043(2) Uani 1 1 d . . . H35A_1 H 1.4529 1.5597 0.8872 0.065 Uiso 1 1 calc R . . H35B_1 H 1.3986 1.5093 0.8218 0.065 Uiso 1 1 calc R . . H35C_1 H 1.4549 1.4587 0.8611 0.065 Uiso 1 1 calc R . . Cl90_2 Cl 0.6667 0.3333 0.26029(19) 0.0504(11) Uani 1 3 d S . . Cl91_2 Cl 0.6667 0.3333 0.0596(3) 0.0791(16) Uani 1 3 d S . . C90_2 C 0.6667 0.3333 0.1850(17) 0.21(3) Uani 1 3 d S . . C91_2 C 0.702(5) 0.388(4) 0.144(2) 0.094(16) Uiso 0.33 1 d P . . C93_3 C 0.6855(11) 0.4740(11) 0.5118(6) 0.070(4) Uiso 1 1 d . . . C94_3 C 0.6217(12) 0.3649(12) 0.5860(6) 0.076(4) Uiso 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 Ir1_1 0.02020(14) 0.02020(14) 0.0304(3) 0.000 0.000 0.01010(7) F1_1 0.064(4) 0.050(4) 0.063(5) -0.012(3) -0.032(4) 0.019(4) N1_1 0.020(3) 0.019(3) 0.027(4) -0.001(3) -0.003(3) 0.007(3) Ir2_1 0.02097(14) 0.02097(14) 0.0295(2) 0.000 0.000 0.01049(7) F2_1 0.081(5) 0.072(5) 0.078(5) -0.020(4) -0.040(4) 0.057(4) C2_1 0.025(4) 0.022(4) 0.029(4) -0.001(3) -0.001(3) 0.009(3) F3_1 0.086(6) 0.099(6) 0.032(4) 0.001(4) -0.008(3) 0.048(5) C3_1 0.022(4) 0.037(5) 0.031(5) -0.004(4) -0.002(4) 0.008(4) C4_1 0.028(4) 0.029(4) 0.034(5) -0.005(4) -0.001(4) 0.009(4) C5_1 0.028(4) 0.016(4) 0.038(5) -0.003(3) 0.000(3) 0.009(3) C6_1 0.024(4) 0.018(4) 0.034(5) -0.002(3) 0.006(3) 0.010(3) C7_1 0.014(4) 0.028(4) 0.025(4) -0.004(3) 0.000(3) 0.009(3) C8_1 0.021(4) 0.018(4) 0.030(4) 0.000(3) 0.001(3) 0.006(3) C9_1 0.029(4) 0.025(4) 0.041(5) 0.004(4) -0.001(4) 0.017(4) C10_1 0.035(5) 0.024(4) 0.037(5) -0.003(4) -0.005(4) 0.017(4) C11_1 0.028(4) 0.015(4) 0.028(4) -0.003(3) 0.001(4) 0.007(3) C12_1 0.020(4) 0.019(4) 0.033(5) 0.005(3) 0.005(4) 0.011(3) C13_1 0.049(6) 0.034(5) 0.046(6) -0.005(4) -0.009(5) 0.019(5) O14_1 0.049(4) 0.028(3) 0.050(4) -0.002(3) -0.015(3) 0.022(3) C15_1 0.039(6) 0.026(5) 0.063(7) 0.004(5) -0.010(5) 0.019(4) N21_1 0.024(4) 0.022(4) 0.032(4) -0.001(3) -0.002(3) 0.015(3) F21_1 0.169(9) 0.076(5) 0.026(3) -0.006(3) -0.005(4) 0.066(6) C22_1 0.025(4) 0.029(5) 0.037(5) -0.002(4) 0.001(4) 0.010(4) F22_1 0.055(5) 0.152(9) 0.121(9) -0.083(7) 0.027(5) 0.028(6) C23_1 0.035(5) 0.038(5) 0.031(5) 0.000(4) 0.004(4) 0.019(4) F23_1 0.088(6) 0.051(4) 0.050(4) -0.013(3) 0.002(4) 0.043(4) C24_1 0.032(5) 0.036(5) 0.033(5) -0.001(4) 0.008(4) 0.008(4) C25_1 0.024(5) 0.029(4) 0.037(5) 0.001(4) 0.004(3) 0.009(4) C26_1 0.020(4) 0.030(4) 0.032(4) 0.002(3) -0.003(3) 0.015(3) C27_1 0.030(4) 0.021(4) 0.031(5) 0.002(3) -0.002(4) 0.017(4) C28_1 0.016(4) 0.017(4) 0.046(5) 0.002(4) 0.000(3) 0.007(3) C29_1 0.022(4) 0.029(4) 0.030(5) -0.004(4) -0.005(3) 0.007(4) C30_1 0.029(5) 0.030(5) 0.035(5) -0.001(4) 0.002(4) 0.018(4) C31_1 0.021(4) 0.018(4) 0.046(5) -0.001(4) -0.001(4) 0.012(3) C32_1 0.014(4) 0.017(4) 0.034(5) 0.002(3) -0.001(3) 0.007(3) C33_1 0.053(7) 0.066(8) 0.040(6) -0.014(6) 0.012(6) 0.021(6) O34_1 0.037(4) 0.025(3) 0.045(4) -0.011(3) 0.004(3) 0.006(3) C35_1 0.023(5) 0.030(5) 0.062(7) -0.009(5) 0.000(4) 0.001(4) Cl90_2 0.0606(17) 0.0606(17) 0.030(2) 0.000 0.000 0.0303(8) Cl91_2 0.101(3) 0.101(3) 0.035(2) 0.000 0.000 0.0506(13) C90_2 0.29(5) 0.29(5) 0.038(17) 0.000 0.000 0.14(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1_1 C12_1 2.027(8) . ? Ir1_1 C12_1 2.027(8) 3_665 ? Ir1_1 C12_1 2.027(8) 2_655 ? Ir1_1 N1_1 2.131(7) 2_655 ? Ir1_1 N1_1 2.131(7) . ? Ir1_1 N1_1 2.131(7) 3_665 ? F1_1 C13_1 1.325(13) . ? N1_1 C2_1 1.323(11) . ? N1_1 C6_1 1.385(11) . ? Ir2_1 C32_1 2.012(8) 2_765 ? Ir2_1 C32_1 2.012(8) . ? Ir2_1 C32_1 2.013(8) 3_675 ? Ir2_1 N21_1 2.142(7) 2_765 ? Ir2_1 N21_1 2.142(7) 3_675 ? Ir2_1 N21_1 2.142(7) . ? F2_1 C13_1 1.349(13) . ? C2_1 C3_1 1.394(13) . ? F3_1 C13_1 1.315(14) . ? C3_1 C4_1 1.362(15) . ? C3_1 C13_1 1.496(15) . ? C4_1 C5_1 1.371(12) . ? C5_1 C6_1 1.382(11) . ? C6_1 C7_1 1.467(12) . ? C7_1 C8_1 1.395(12) . ? C7_1 C12_1 1.425(12) . ? C8_1 C9_1 1.379(13) . ? C9_1 O14_1 1.367(11) . ? C9_1 C10_1 1.396(13) . ? C10_1 C11_1 1.384(12) . ? C11_1 C12_1 1.388(12) . ? O14_1 C15_1 1.442(12) . ? N21_1 C22_1 1.330(12) . ? N21_1 C26_1 1.362(11) . ? F21_1 C33_1 1.331(17) . ? C22_1 C23_1 1.375(13) . ? F22_1 C33_1 1.329(15) . ? C23_1 C24_1 1.384(14) . ? C23_1 C33_1 1.497(15) . ? F23_1 C33_1 1.326(15) . ? C24_1 C25_1 1.375(13) . ? C25_1 C26_1 1.388(12) . ? C26_1 C27_1 1.466(12) . ? C27_1 C28_1 1.413(12) . ? C27_1 C32_1 1.417(12) . ? C28_1 C29_1 1.376(13) . ? C29_1 O34_1 1.358(11) . ? C29_1 C30_1 1.398(13) . ? C30_1 C31_1 1.390(12) . ? C31_1 C32_1 1.423(12) . ? O34_1 C35_1 1.429(12) . ? Cl90_2 C90_2 1.62(4) . ? Cl91_2 C91_2 1.94(5) . ? Cl91_2 C91_2 1.94(5) 2_655 ? Cl91_2 C91_2 1.94(5) 3_665 ? C90_2 C91_2 1.13(5) 2_655 ? C90_2 C91_2 1.13(5) 3_665 ? C90_2 C91_2 1.13(5) . ? C91_2 C91_2 1.21(9) 2_655 ? C91_2 C91_2 1.21(9) 3_665 ? C94_3 C94_3 1.69(3) 3_665 ? C94_3 C94_3 1.69(3) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12_1 Ir1_1 C12_1 96.1(3) . 3_665 ? C12_1 Ir1_1 C12_1 96.1(3) . 2_655 ? C12_1 Ir1_1 C12_1 96.1(3) 3_665 2_655 ? C12_1 Ir1_1 N1_1 89.2(3) . 2_655 ? C12_1 Ir1_1 N1_1 173.8(3) 3_665 2_655 ? C12_1 Ir1_1 N1_1 80.2(3) 2_655 2_655 ? C12_1 Ir1_1 N1_1 80.2(3) . . ? C12_1 Ir1_1 N1_1 89.2(3) 3_665 . ? C12_1 Ir1_1 N1_1 173.8(3) 2_655 . ? N1_1 Ir1_1 N1_1 94.8(3) 2_655 . ? C12_1 Ir1_1 N1_1 173.8(3) . 3_665 ? C12_1 Ir1_1 N1_1 80.2(3) 3_665 3_665 ? C12_1 Ir1_1 N1_1 89.2(3) 2_655 3_665 ? N1_1 Ir1_1 N1_1 94.8(3) 2_655 3_665 ? N1_1 Ir1_1 N1_1 94.8(3) . 3_665 ? C2_1 N1_1 C6_1 120.0(7) . . ? C2_1 N1_1 Ir1_1 126.3(6) . . ? C6_1 N1_1 Ir1_1 113.7(5) . . ? C32_1 Ir2_1 C32_1 96.9(3) 2_765 . ? C32_1 Ir2_1 C32_1 96.9(3) 2_765 3_675 ? C32_1 Ir2_1 C32_1 96.9(3) . 3_675 ? C32_1 Ir2_1 N21_1 78.7(3) 2_765 2_765 ? C32_1 Ir2_1 N21_1 91.0(3) . 2_765 ? C32_1 Ir2_1 N21_1 171.4(3) 3_675 2_765 ? C32_1 Ir2_1 N21_1 91.0(3) 2_765 3_675 ? C32_1 Ir2_1 N21_1 171.4(3) . 3_675 ? C32_1 Ir2_1 N21_1 78.7(3) 3_675 3_675 ? N21_1 Ir2_1 N21_1 93.9(3) 2_765 3_675 ? C32_1 Ir2_1 N21_1 171.4(3) 2_765 . ? C32_1 Ir2_1 N21_1 78.7(3) . . ? C32_1 Ir2_1 N21_1 91.0(3) 3_675 . ? N21_1 Ir2_1 N21_1 93.9(3) 2_765 . ? N21_1 Ir2_1 N21_1 93.9(3) 3_675 . ? N1_1 C2_1 C3_1 121.8(8) . . ? C4_1 C3_1 C2_1 118.6(9) . . ? C4_1 C3_1 C13_1 121.7(9) . . ? C2_1 C3_1 C13_1 119.7(9) . . ? C3_1 C4_1 C5_1 120.3(9) . . ? C4_1 C5_1 C6_1 120.1(8) . . ? C5_1 C6_1 N1_1 119.2(8) . . ? C5_1 C6_1 C7_1 126.0(8) . . ? N1_1 C6_1 C7_1 114.8(7) . . ? C8_1 C7_1 C12_1 121.8(8) . . ? C8_1 C7_1 C6_1 121.9(8) . . ? C12_1 C7_1 C6_1 116.2(8) . . ? C9_1 C8_1 C7_1 119.4(8) . . ? O14_1 C9_1 C8_1 125.6(8) . . ? O14_1 C9_1 C10_1 114.1(8) . . ? C8_1 C9_1 C10_1 120.2(8) . . ? C11_1 C10_1 C9_1 119.7(9) . . ? C10_1 C11_1 C12_1 122.5(8) . . ? C11_1 C12_1 C7_1 116.2(7) . . ? C11_1 C12_1 Ir1_1 129.2(6) . . ? C7_1 C12_1 Ir1_1 114.6(6) . . ? F3_1 C13_1 F1_1 107.2(10) . . ? F3_1 C13_1 F2_1 105.8(10) . . ? F1_1 C13_1 F2_1 105.4(9) . . ? F3_1 C13_1 C3_1 112.9(9) . . ? F1_1 C13_1 C3_1 112.7(9) . . ? F2_1 C13_1 C3_1 112.3(9) . . ? C9_1 O14_1 C15_1 115.7(7) . . ? C22_1 N21_1 C26_1 118.6(8) . . ? C22_1 N21_1 Ir2_1 126.6(6) . . ? C26_1 N21_1 Ir2_1 114.6(6) . . ? N21_1 C22_1 C23_1 122.9(8) . . ? C22_1 C23_1 C24_1 119.4(9) . . ? C22_1 C23_1 C33_1 119.0(9) . . ? C24_1 C23_1 C33_1 121.5(9) . . ? C25_1 C24_1 C23_1 118.0(10) . . ? C24_1 C25_1 C26_1 120.5(9) . . ? N21_1 C26_1 C25_1 120.6(8) . . ? N21_1 C26_1 C27_1 114.4(7) . . ? C25_1 C26_1 C27_1 125.1(8) . . ? C28_1 C27_1 C32_1 123.2(8) . . ? C28_1 C27_1 C26_1 121.3(8) . . ? C32_1 C27_1 C26_1 115.4(8) . . ? C29_1 C28_1 C27_1 119.5(8) . . ? O34_1 C29_1 C28_1 124.8(8) . . ? O34_1 C29_1 C30_1 116.3(8) . . ? C28_1 C29_1 C30_1 118.9(8) . . ? C31_1 C30_1 C29_1 121.9(9) . . ? C30_1 C31_1 C32_1 121.3(8) . . ? C27_1 C32_1 C31_1 115.0(7) . . ? C27_1 C32_1 Ir2_1 116.2(6) . . ? C31_1 C32_1 Ir2_1 128.7(6) . . ? F23_1 C33_1 F22_1 106.6(12) . . ? F23_1 C33_1 F21_1 105.6(10) . . ? F22_1 C33_1 F21_1 107.3(11) . . ? F23_1 C33_1 C23_1 112.6(10) . . ? F22_1 C33_1 C23_1 113.1(10) . . ? F21_1 C33_1 C23_1 111.2(12) . . ? C29_1 O34_1 C35_1 117.2(8) . . ? C91_2 Cl91_2 C91_2 37(3) . 2_655 ? C91_2 Cl91_2 C91_2 37(3) . 3_665 ? C91_2 Cl91_2 C91_2 37(3) 2_655 3_665 ? C91_2 C90_2 C91_2 65(4) 2_655 3_665 ? C91_2 C90_2 C91_2 65(4) 2_655 . ? C91_2 C90_2 C91_2 65(4) 3_665 . ? C91_2 C90_2 Cl90_2 142(3) 2_655 . ? C91_2 C90_2 Cl90_2 142(3) 3_665 . ? C91_2 C90_2 Cl90_2 142(3) . . ? C90_2 C91_2 C91_2 57(2) . 2_655 ? C90_2 C91_2 C91_2 57(2) . 3_665 ? C91_2 C91_2 C91_2 59.998(6) 2_655 3_665 ? C90_2 C91_2 Cl91_2 120(4) . . ? C91_2 C91_2 Cl91_2 71.7(14) 2_655 . ? C91_2 C91_2 Cl91_2 71.7(14) 3_665 . ? C94_3 C94_3 C94_3 59.999(3) 3_665 2_655 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C12_1 Ir1_1 N1_1 C2_1 -173.5(8) . . . . ? C12_1 Ir1_1 N1_1 C2_1 -77.2(8) 3_665 . . . ? C12_1 Ir1_1 N1_1 C2_1 134(3) 2_655 . . . ? N1_1 Ir1_1 N1_1 C2_1 98.1(6) 2_655 . . . ? N1_1 Ir1_1 N1_1 C2_1 2.9(8) 3_665 . . . ? C12_1 Ir1_1 N1_1 C6_1 5.2(6) . . . . ? C12_1 Ir1_1 N1_1 C6_1 101.5(6) 3_665 . . . ? C12_1 Ir1_1 N1_1 C6_1 -48(3) 2_655 . . . ? N1_1 Ir1_1 N1_1 C6_1 -83.2(7) 2_655 . . . ? N1_1 Ir1_1 N1_1 C6_1 -178.4(6) 3_665 . . . ? C6_1 N1_1 C2_1 C3_1 2.3(13) . . . . ? Ir1_1 N1_1 C2_1 C3_1 -179.1(6) . . . . ? N1_1 C2_1 C3_1 C4_1 -0.8(14) . . . . ? N1_1 C2_1 C3_1 C13_1 179.0(9) . . . . ? C2_1 C3_1 C4_1 C5_1 -0.4(14) . . . . ? C13_1 C3_1 C4_1 C5_1 179.9(9) . . . . ? C3_1 C4_1 C5_1 C6_1 0.0(13) . . . . ? C4_1 C5_1 C6_1 N1_1 1.5(12) . . . . ? C4_1 C5_1 C6_1 C7_1 -177.0(8) . . . . ? C2_1 N1_1 C6_1 C5_1 -2.6(12) . . . . ? Ir1_1 N1_1 C6_1 C5_1 178.6(6) . . . . ? C2_1 N1_1 C6_1 C7_1 176.0(8) . . . . ? Ir1_1 N1_1 C6_1 C7_1 -2.8(9) . . . . ? C5_1 C6_1 C7_1 C8_1 -0.6(13) . . . . ? N1_1 C6_1 C7_1 C8_1 -179.1(7) . . . . ? C5_1 C6_1 C7_1 C12_1 175.7(8) . . . . ? N1_1 C6_1 C7_1 C12_1 -2.8(11) . . . . ? C12_1 C7_1 C8_1 C9_1 -0.9(13) . . . . ? C6_1 C7_1 C8_1 C9_1 175.2(8) . . . . ? C7_1 C8_1 C9_1 O14_1 179.5(9) . . . . ? C7_1 C8_1 C9_1 C10_1 -1.7(13) . . . . ? O14_1 C9_1 C10_1 C11_1 -179.7(9) . . . . ? C8_1 C9_1 C10_1 C11_1 1.4(14) . . . . ? C9_1 C10_1 C11_1 C12_1 1.7(15) . . . . ? C10_1 C11_1 C12_1 C7_1 -4.2(14) . . . . ? C10_1 C11_1 C12_1 Ir1_1 176.0(7) . . . . ? C8_1 C7_1 C12_1 C11_1 3.8(12) . . . . ? C6_1 C7_1 C12_1 C11_1 -172.5(8) . . . . ? C8_1 C7_1 C12_1 Ir1_1 -176.4(6) . . . . ? C6_1 C7_1 C12_1 Ir1_1 7.3(9) . . . . ? C12_1 Ir1_1 C12_1 C11_1 85.1(7) 3_665 . . . ? C12_1 Ir1_1 C12_1 C11_1 -11.8(9) 2_655 . . . ? N1_1 Ir1_1 C12_1 C11_1 -91.8(9) 2_655 . . . ? N1_1 Ir1_1 C12_1 C11_1 173.2(9) . . . . ? N1_1 Ir1_1 C12_1 C11_1 137(3) 3_665 . . . ? C12_1 Ir1_1 C12_1 C7_1 -94.8(8) 3_665 . . . ? C12_1 Ir1_1 C12_1 C7_1 168.4(6) 2_655 . . . ? N1_1 Ir1_1 C12_1 C7_1 88.4(6) 2_655 . . . ? N1_1 Ir1_1 C12_1 C7_1 -6.6(6) . . . . ? N1_1 Ir1_1 C12_1 C7_1 -42(4) 3_665 . . . ? C4_1 C3_1 C13_1 F3_1 91.7(12) . . . . ? C2_1 C3_1 C13_1 F3_1 -88.0(12) . . . . ? C4_1 C3_1 C13_1 F1_1 -29.9(15) . . . . ? C2_1 C3_1 C13_1 F1_1 150.4(10) . . . . ? C4_1 C3_1 C13_1 F2_1 -148.8(10) . . . . ? C2_1 C3_1 C13_1 F2_1 31.4(14) . . . . ? C8_1 C9_1 O14_1 C15_1 -6.1(14) . . . . ? C10_1 C9_1 O14_1 C15_1 175.1(9) . . . . ? C32_1 Ir2_1 N21_1 C22_1 -122(2) 2_765 . . . ? C32_1 Ir2_1 N21_1 C22_1 177.8(8) . . . . ? C32_1 Ir2_1 N21_1 C22_1 81.0(8) 3_675 . . . ? N21_1 Ir2_1 N21_1 C22_1 -92.0(6) 2_765 . . . ? N21_1 Ir2_1 N21_1 C22_1 2.2(8) 3_675 . . . ? C32_1 Ir2_1 N21_1 C26_1 53(3) 2_765 . . . ? C32_1 Ir2_1 N21_1 C26_1 -6.7(6) . . . . ? C32_1 Ir2_1 N21_1 C26_1 -103.5(6) 3_675 . . . ? N21_1 Ir2_1 N21_1 C26_1 83.6(7) 2_765 . . . ? N21_1 Ir2_1 N21_1 C26_1 177.8(5) 3_675 . . . ? C26_1 N21_1 C22_1 C23_1 1.0(14) . . . . ? Ir2_1 N21_1 C22_1 C23_1 176.3(7) . . . . ? N21_1 C22_1 C23_1 C24_1 -2.5(15) . . . . ? N21_1 C22_1 C23_1 C33_1 -179.5(10) . . . . ? C22_1 C23_1 C24_1 C25_1 2.6(15) . . . . ? C33_1 C23_1 C24_1 C25_1 179.5(11) . . . . ? C23_1 C24_1 C25_1 C26_1 -1.4(14) . . . . ? C22_1 N21_1 C26_1 C25_1 0.4(12) . . . . ? Ir2_1 N21_1 C26_1 C25_1 -175.5(6) . . . . ? C22_1 N21_1 C26_1 C27_1 -178.9(8) . . . . ? Ir2_1 N21_1 C26_1 C27_1 5.2(9) . . . . ? C24_1 C25_1 C26_1 N21_1 -0.2(13) . . . . ? C24_1 C25_1 C26_1 C27_1 179.0(9) . . . . ? N21_1 C26_1 C27_1 C28_1 -178.8(7) . . . . ? C25_1 C26_1 C27_1 C28_1 1.9(13) . . . . ? N21_1 C26_1 C27_1 C32_1 0.4(10) . . . . ? C25_1 C26_1 C27_1 C32_1 -178.8(8) . . . . ? C32_1 C27_1 C28_1 C29_1 1.4(13) . . . . ? C26_1 C27_1 C28_1 C29_1 -179.4(8) . . . . ? C27_1 C28_1 C29_1 O34_1 -178.6(8) . . . . ? C27_1 C28_1 C29_1 C30_1 1.6(13) . . . . ? O34_1 C29_1 C30_1 C31_1 178.5(8) . . . . ? C28_1 C29_1 C30_1 C31_1 -1.7(14) . . . . ? C29_1 C30_1 C31_1 C32_1 -1.3(14) . . . . ? C28_1 C27_1 C32_1 C31_1 -4.2(12) . . . . ? C26_1 C27_1 C32_1 C31_1 176.6(7) . . . . ? C28_1 C27_1 C32_1 Ir2_1 173.0(6) . . . . ? C26_1 C27_1 C32_1 Ir2_1 -6.3(10) . . . . ? C30_1 C31_1 C32_1 C27_1 4.0(13) . . . . ? C30_1 C31_1 C32_1 Ir2_1 -172.7(6) . . . . ? C32_1 Ir2_1 C32_1 C27_1 -165.7(7) 2_765 . . . ? C32_1 Ir2_1 C32_1 C27_1 96.5(8) 3_675 . . . ? N21_1 Ir2_1 C32_1 C27_1 -86.9(6) 2_765 . . . ? N21_1 Ir2_1 C32_1 C27_1 38(3) 3_675 . . . ? N21_1 Ir2_1 C32_1 C27_1 6.8(6) . . . . ? C32_1 Ir2_1 C32_1 C31_1 11.0(9) 2_765 . . . ? C32_1 Ir2_1 C32_1 C31_1 -86.9(6) 3_675 . . . ? N21_1 Ir2_1 C32_1 C31_1 89.7(9) 2_765 . . . ? N21_1 Ir2_1 C32_1 C31_1 -145(2) 3_675 . . . ? N21_1 Ir2_1 C32_1 C31_1 -176.5(8) . . . . ? C22_1 C23_1 C33_1 F23_1 -36.5(16) . . . . ? C24_1 C23_1 C33_1 F23_1 146.6(11) . . . . ? C22_1 C23_1 C33_1 F22_1 -157.4(12) . . . . ? C24_1 C23_1 C33_1 F22_1 25.7(18) . . . . ? C22_1 C23_1 C33_1 F21_1 81.8(13) . . . . ? C24_1 C23_1 C33_1 F21_1 -95.1(13) . . . . ? C28_1 C29_1 O34_1 C35_1 2.5(14) . . . . ? C30_1 C29_1 O34_1 C35_1 -177.7(9) . . . . ? C91_2 C90_2 C91_2 C91_2 73(2) 3_665 . . 2_655 ? Cl90_2 C90_2 C91_2 C91_2 -143.6(10) . . . 2_655 ? C91_2 C90_2 C91_2 C91_2 -73(2) 2_655 . . 3_665 ? Cl90_2 C90_2 C91_2 C91_2 143.6(10) . . . 3_665 ? C91_2 C90_2 C91_2 Cl91_2 -36.4(10) 2_655 . . . ? C91_2 C90_2 C91_2 Cl91_2 36.4(10) 3_665 . . . ? Cl90_2 C90_2 C91_2 Cl91_2 180.000(5) . . . . ? C91_2 Cl91_2 C91_2 C90_2 31.8(3) 2_655 . . . ? C91_2 Cl91_2 C91_2 C90_2 -31.8(3) 3_665 . . . ? C91_2 Cl91_2 C91_2 C91_2 -63.5(6) 3_665 . . 2_655 ? C91_2 Cl91_2 C91_2 C91_2 63.5(6) 2_655 . . 3_665 ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 3.834 _refine_diff_density_min -1.052 _refine_diff_density_rms 0.152 data_00053 _database_code_CSD 161824 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H36 F12 Ir N3' _chemical_formula_weight 930.88 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'y, x, -z' 'x+1/2, -y+1/2, -z+3/4' '-y+1/2, x+1/2, z+1/4' 'y+1/2, -x+1/2, z+3/4' '-y, -x, -z+1/2' '-x, -y, z+1/2' '-x+1/2, y+1/2, -z+1/4' _cell_length_a 19.1076(10) _cell_length_b 19.1076(10) _cell_length_c 35.876(2) _cell_angle_alpha 90.000 _cell_angle_beta 90.000 _cell_angle_gamma 90.000 _cell_volume 13098.4(12) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.888 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 7328 _exptl_absorpt_coefficient_mu 4.179 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 115412 _diffrn_reflns_av_R_equivalents 0.1037 _diffrn_reflns_av_sigmaI/netI 0.0695 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -47 _diffrn_reflns_limit_l_max 47 _diffrn_reflns_theta_min 1.21 _diffrn_reflns_theta_max 28.30 _reflns_number_total 15935 _reflns_number_gt 12485 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0941P)^2^+276.0670P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.590(18) _refine_ls_number_reflns 15935 _refine_ls_number_parameters 932 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1052 _refine_ls_R_factor_gt 0.0835 _refine_ls_wR_factor_ref 0.2232 _refine_ls_wR_factor_gt 0.2138 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.097 _refine_ls_shift/su_mean 0.014 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 0.49085(3) 0.44295(3) 0.128427(14) 0.02295(14) Uani 1 1 d . . . C1 C 0.4745(8) 0.3900(8) 0.0807(3) 0.024(3) Uani 1 1 d . . . C2 C 0.4284(9) 0.3333(8) 0.0747(5) 0.036(4) Uani 1 1 d . . . H2A H 0.4020 0.3166 0.0946 0.043 Uiso 1 1 calc R . . C3 C 0.4214(11) 0.3022(10) 0.0405(5) 0.043(5) Uani 1 1 d . . . H3A H 0.3916 0.2640 0.0380 0.052 Uiso 1 1 calc R . . C4 C 0.4571(11) 0.3261(10) 0.0101(5) 0.044(4) Uani 1 1 d . . . H4A H 0.4518 0.3055 -0.0132 0.053 Uiso 1 1 calc R . . F5 F 0.5353(6) 0.4071(6) -0.0159(2) 0.053(3) Uani 1 1 d . . . C5 C 0.5009(9) 0.3815(9) 0.0155(4) 0.033(4) Uani 1 1 d . . . C6 C 0.5129(9) 0.4136(8) 0.0500(4) 0.031(3) Uani 1 1 d . . . C7 C 0.5593(8) 0.4735(8) 0.0554(4) 0.030(3) Uani 1 1 d . . . C8 C 0.6076(10) 0.5000(11) 0.0308(5) 0.046(5) Uani 1 1 d . . . H8A H 0.6147 0.4766 0.0084 0.055 Uiso 1 1 calc R . . C9 C 0.6459(11) 0.5594(12) 0.0378(6) 0.054(5) Uani 1 1 d . . . H9A H 0.6746 0.5795 0.0198 0.065 Uiso 1 1 calc R . . C10 C 0.6392(8) 0.5875(9) 0.0732(5) 0.034(4) Uani 1 1 d . . . F11 F 0.6748(10) 0.7010(9) 0.0610(7) 0.136(10) Uani 1 1 d . . . N11 N 0.5550(6) 0.5006(6) 0.0910(3) 0.027(2) Uani 1 1 d . . . C11 C 0.5926(8) 0.5577(10) 0.1001(6) 0.049(5) Uani 1 1 d . . . H11A H 0.5883 0.5775 0.1237 0.058 Uiso 1 1 calc R . . F12 F 0.7489(8) 0.6380(9) 0.0868(7) 0.112(8) Uani 1 1 d . . . C12 C 0.6810(12) 0.6532(11) 0.0837(6) 0.052(5) Uani 1 1 d . . . F13 F 0.6642(15) 0.6753(13) 0.1159(6) 0.189(14) Uani 1 1 d . . . C21 C 0.5769(8) 0.3901(7) 0.1435(4) 0.024(3) Uani 1 1 d . . . C22 C 0.6042(8) 0.3284(7) 0.1280(4) 0.031(3) Uani 1 1 d . . . H22A H 0.5814 0.3094 0.1075 0.037 Uiso 1 1 calc R . . C23 C 0.6617(8) 0.2945(9) 0.1410(4) 0.032(3) Uani 1 1 d . . . H23A H 0.6798 0.2554 0.1289 0.038 Uiso 1 1 calc R . . C24 C 0.6927(9) 0.3212(10) 0.1738(5) 0.038(4) Uani 1 1 d . . . H24A H 0.7316 0.2990 0.1840 0.046 Uiso 1 1 calc R . . F25 F 0.6991(6) 0.3988(7) 0.2223(3) 0.054(3) Uani 1 1 d . . . C25 C 0.6668(10) 0.3779(10) 0.1901(5) 0.041(4) Uani 1 1 d . . . C26 C 0.6097(9) 0.4142(8) 0.1775(4) 0.031(3) Uani 1 1 d . . . C27 C 0.5793(8) 0.4768(9) 0.1946(5) 0.034(4) Uani 1 1 d . . . C28 C 0.6040(9) 0.5112(10) 0.2256(5) 0.037(4) Uani 1 1 d . . . H28A H 0.6429 0.4939 0.2381 0.045 Uiso 1 1 calc R . . C29 C 0.5726(10) 0.5691(10) 0.2377(4) 0.043(4) Uani 1 1 d . . . H29A H 0.5906 0.5922 0.2584 0.051 Uiso 1 1 calc R . . C30 C 0.5143(11) 0.5955(9) 0.2203(5) 0.042(4) Uani 1 1 d . . . F31 F 0.5198(10) 0.7158(7) 0.2295(5) 0.104(6) Uani 1 1 d . . . N31 N 0.5223(7) 0.5004(7) 0.1762(3) 0.031(3) Uani 1 1 d . . . C31 C 0.4892(9) 0.5593(8) 0.1888(4) 0.035(3) Uani 1 1 d . . . H31A H 0.4496 0.5756 0.1765 0.043 Uiso 1 1 calc R . . F32 F 0.4621(9) 0.6598(7) 0.2682(3) 0.072(4) Uani 1 1 d . . . C32 C 0.4786(11) 0.6616(10) 0.2336(5) 0.043(4) Uani 1 1 d . . . F33 F 0.4214(10) 0.6761(7) 0.2144(4) 0.093(6) Uani 1 1 d . . . C41 C 0.4236(8) 0.3860(8) 0.1586(3) 0.024(3) Uani 1 1 d . . . C42 C 0.4400(10) 0.3243(9) 0.1798(4) 0.036(4) Uani 1 1 d . . . H42A H 0.4857 0.3076 0.1804 0.043 Uiso 1 1 calc R . . C43 C 0.3889(11) 0.2900(10) 0.1991(5) 0.041(4) Uani 1 1 d . . . H43A H 0.3995 0.2488 0.2117 0.049 Uiso 1 1 calc R . . C44 C 0.3205(11) 0.3165(12) 0.2002(6) 0.050(5) Uani 1 1 d . . . H44A H 0.2862 0.2941 0.2143 0.060 Uiso 1 1 calc R . . F45 F 0.2368(6) 0.3964(7) 0.1823(3) 0.058(3) Uani 1 1 d . . . C45 C 0.3058(9) 0.3720(12) 0.1816(4) 0.042(5) Uani 1 1 d . . . C46 C 0.3536(9) 0.4095(9) 0.1590(4) 0.031(3) Uani 1 1 d . . . C47 C 0.3381(8) 0.4724(9) 0.1349(4) 0.036(4) Uani 1 1 d . . . C48 C 0.2713(8) 0.4972(10) 0.1285(7) 0.051(5) Uani 1 1 d . . . H48A H 0.2321 0.4771 0.1396 0.061 Uiso 1 1 calc R . . C49 C 0.2663(11) 0.5551(12) 0.1040(6) 0.056(6) Uani 1 1 d . . . H49A H 0.2226 0.5733 0.0981 0.067 Uiso 1 1 calc R . . C50 C 0.3259(10) 0.5849(9) 0.0888(5) 0.038(4) Uani 1 1 d . . . F51 F 0.2970(11) 0.7027(8) 0.0821(5) 0.104(7) Uani 1 1 d . . . N51 N 0.3946(7) 0.5010(8) 0.1170(4) 0.045(4) Uani 1 1 d . . . C51 C 0.3908(9) 0.5542(9) 0.0963(3) 0.033(4) Uani 1 1 d . . . H51A H 0.4313 0.5731 0.0861 0.040 Uiso 1 1 calc R . . F52 F 0.2808(12) 0.6366(11) 0.0357(6) 0.126(8) Uani 1 1 d . . . C52 C 0.3214(13) 0.6476(12) 0.0632(5) 0.053(6) Uani 1 1 d . . . F53 F 0.3824(8) 0.6696(7) 0.0519(3) 0.069(4) Uani 1 1 d . . . Ir2 Ir -0.04254(3) 0.49138(3) 0.374668(17) 0.02440(14) Uani 1 1 d . . . C101 C -0.0984(7) 0.4780(7) 0.3272(4) 0.021(3) Uani 1 1 d . . . C102 C -0.1597(8) 0.4365(8) 0.3228(4) 0.028(3) Uani 1 1 d . . . H10A H -0.1793 0.4136 0.3431 0.034 Uiso 1 1 calc R . . C103 C -0.1892(10) 0.4311(12) 0.2882(5) 0.049(6) Uani 1 1 d . . . H10B H -0.2278 0.4019 0.2852 0.059 Uiso 1 1 calc R . . C104 C -0.1647(9) 0.4663(10) 0.2581(4) 0.039(4) Uani 1 1 d . . . H10C H -0.1868 0.4627 0.2351 0.047 Uiso 1 1 calc R . . F105 F -0.0817(6) 0.5391(6) 0.2313(2) 0.049(3) Uani 1 1 d . . . C105 C -0.1063(10) 0.5074(9) 0.2625(4) 0.036(4) Uani 1 1 d . . . C106 C -0.0728(8) 0.5146(8) 0.2958(4) 0.029(3) Uani 1 1 d . . . C107 C -0.0109(8) 0.5599(8) 0.3024(4) 0.026(3) Uani 1 1 d . . . C108 C 0.0176(12) 0.6036(11) 0.2759(5) 0.049(5) Uani 1 1 d . . . H10D H -0.0027 0.6068 0.2523 0.059 Uiso 1 1 calc R . . C109 C 0.0773(10) 0.6435(10) 0.2845(6) 0.046(5) Uani 1 1 d . . . H10E H 0.0978 0.6733 0.2671 0.055 Uiso 1 1 calc R . . C110 C 0.1040(9) 0.6363(10) 0.3198(5) 0.036(4) Uani 1 1 d . . . F111 F 0.2184(8) 0.6767(12) 0.3085(7) 0.142(11) Uani 1 1 d . . . N111 N 0.0159(6) 0.5550(7) 0.3367(3) 0.026(3) Uani 1 1 d . . . C111 C 0.0710(8) 0.5933(8) 0.3463(6) 0.042(5) Uani 1 1 d . . . H11B H 0.0879 0.5917 0.3706 0.050 Uiso 1 1 calc R . . F112 F 0.1570(10) 0.7412(12) 0.3363(9) 0.172(14) Uani 1 1 d . . . C112 C 0.1673(13) 0.6800(12) 0.3326(7) 0.056(6) Uani 1 1 d . . . F113 F 0.1956(15) 0.6577(18) 0.3611(8) 0.24(2) Uani 1 1 d . . . C121 C -0.0923(8) 0.5766(8) 0.3921(4) 0.026(3) Uani 1 1 d . . . C122 C -0.1537(7) 0.6089(8) 0.3767(5) 0.032(3) Uani 1 1 d . . . H12A H -0.1733 0.5914 0.3548 0.038 Uiso 1 1 calc R . . C123 C -0.1837(10) 0.6658(10) 0.3941(6) 0.050(5) Uani 1 1 d . . . H12B H -0.2253 0.6835 0.3844 0.060 Uiso 1 1 calc R . . C124 C -0.1573(12) 0.6960(11) 0.4233(7) 0.054(6) Uani 1 1 d . . . H12C H -0.1763 0.7375 0.4322 0.065 Uiso 1 1 calc R . . F125 F -0.0732(9) 0.6937(7) 0.4740(4) 0.073(4) Uani 1 1 d . . . C125 C -0.0982(11) 0.6646(10) 0.4417(5) 0.044(4) Uani 1 1 d . . . C126 C -0.0656(10) 0.6093(9) 0.4259(4) 0.033(4) Uani 1 1 d . . . C127 C -0.0010(10) 0.5743(9) 0.4410(5) 0.042(4) Uani 1 1 d . . . C128 C 0.0357(14) 0.5968(12) 0.4740(6) 0.062(6) Uani 1 1 d . . . H12D H 0.0223 0.6358 0.4878 0.074 Uiso 1 1 calc R . . C129 C 0.0944(12) 0.5541(15) 0.4837(6) 0.070(8) Uani 1 1 d . . . H12E H 0.1205 0.5658 0.5046 0.084 Uiso 1 1 calc R . . C130 C 0.1131(11) 0.4990(12) 0.4641(5) 0.050(5) Uani 1 1 d . . . F131 F 0.2342(8) 0.4858(14) 0.4647(6) 0.142(10) Uani 1 1 d . . . N131 N 0.0183(7) 0.5167(7) 0.4226(3) 0.033(3) Uani 1 1 d . . . C131 C 0.0745(9) 0.4794(10) 0.4333(5) 0.038(4) Uani 1 1 d . . . H13A H 0.0876 0.4400 0.4198 0.046 Uiso 1 1 calc R . . F132 F 0.1789(8) 0.4498(10) 0.5134(4) 0.090(5) Uani 1 1 d . . . C132 C 0.1771(13) 0.456(2) 0.4743(8) 0.084(10) Uani 1 1 d . . . F133 F 0.1756(8) 0.3921(12) 0.4632(5) 0.094(6) Uani 1 1 d . . . C141 C -0.1020(7) 0.4259(8) 0.4058(3) 0.021(3) Uani 1 1 d . . . C142 C -0.1619(9) 0.4439(11) 0.4261(4) 0.036(4) Uani 1 1 d . . . H14A H -0.1801 0.4890 0.4254 0.043 Uiso 1 1 calc R . . C143 C -0.1933(10) 0.3912(12) 0.4475(5) 0.042(5) Uani 1 1 d . . . H14B H -0.2335 0.4031 0.4607 0.050 Uiso 1 1 calc R . . C144 C -0.1710(12) 0.3267(13) 0.4506(6) 0.056(6) Uani 1 1 d . . . H14C H -0.1921 0.2952 0.4668 0.067 Uiso 1 1 calc R . . F145 F -0.0913(8) 0.2404(6) 0.4326(4) 0.063(4) Uani 1 1 d . . . C145 C -0.1154(13) 0.3079(10) 0.4290(7) 0.053(6) Uani 1 1 d . . . C146 C -0.0784(9) 0.3556(9) 0.4067(4) 0.030(3) Uani 1 1 d . . . C147 C -0.0191(9) 0.3379(10) 0.3845(4) 0.039(4) Uani 1 1 d . . . C148 C 0.0116(9) 0.2742(9) 0.3772(5) 0.043(4) Uani 1 1 d . . . H14D H -0.0094 0.2344 0.3871 0.052 Uiso 1 1 calc R . . C149 C 0.0702(11) 0.2657(10) 0.3567(6) 0.049(5) Uani 1 1 d . . . H14E H 0.0927 0.2226 0.3553 0.059 Uiso 1 1 calc R . . C150 C 0.0961(10) 0.3251(10) 0.3371(5) 0.042(4) Uani 1 1 d . . . F151 F 0.2155(8) 0.2962(9) 0.3325(4) 0.086(5) Uani 1 1 d . . . N151 N 0.0076(6) 0.3963(6) 0.3672(3) 0.023(2) Uiso 1 1 d . . . C151 C 0.0648(9) 0.3859(10) 0.3427(4) 0.034(4) Uani 1 1 d . . . H15A H 0.0815 0.4244 0.3296 0.041 Uiso 1 1 calc R . . F152 F 0.1546(11) 0.2704(10) 0.2855(4) 0.102(6) Uani 1 1 d . . . C152 C 0.1576(15) 0.3165(13) 0.3127(6) 0.067(8) Uani 1 1 d . . . F153 F 0.1785(7) 0.3761(8) 0.2966(4) 0.069(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 Ir1 0.0215(3) 0.0238(3) 0.0236(2) -0.0033(2) -0.0016(2) 0.00098(19) C1 0.027(8) 0.030(8) 0.015(6) 0.000(5) 0.004(5) 0.002(6) C2 0.038(10) 0.025(8) 0.045(9) -0.017(7) 0.009(7) -0.007(7) C3 0.049(12) 0.046(11) 0.035(9) -0.017(8) -0.007(8) -0.006(8) C4 0.056(12) 0.045(11) 0.032(9) -0.017(7) -0.009(8) -0.006(9) F5 0.072(8) 0.072(8) 0.016(4) -0.005(4) 0.009(5) -0.008(6) C5 0.030(9) 0.043(9) 0.026(7) -0.003(6) 0.004(6) 0.006(7) C6 0.037(9) 0.036(8) 0.021(6) -0.003(6) 0.007(6) 0.000(7) C7 0.024(8) 0.033(9) 0.034(7) 0.004(6) -0.001(6) 0.005(6) C8 0.049(11) 0.047(12) 0.041(9) 0.006(8) 0.003(8) -0.006(9) C9 0.050(12) 0.061(13) 0.051(11) 0.009(10) 0.003(9) -0.013(10) C10 0.026(9) 0.039(10) 0.037(8) 0.001(7) -0.007(7) 0.001(7) F11 0.104(15) 0.057(10) 0.25(3) 0.053(13) -0.094(16) -0.040(9) N11 0.034(7) 0.014(6) 0.033(6) -0.002(4) 0.001(5) -0.004(5) C11 0.011(7) 0.034(10) 0.101(15) 0.017(10) 0.000(8) -0.004(6) F12 0.064(11) 0.067(11) 0.21(2) 0.018(12) -0.059(12) -0.021(8) C12 0.056(13) 0.042(12) 0.059(12) -0.003(10) -0.002(10) -0.029(10) F13 0.26(3) 0.19(2) 0.112(15) -0.098(16) 0.084(17) -0.19(2) C21 0.032(8) 0.025(7) 0.014(6) 0.003(5) -0.009(5) 0.001(6) C22 0.045(9) 0.021(7) 0.026(7) -0.002(6) 0.011(7) -0.005(6) C23 0.022(8) 0.034(9) 0.039(8) 0.000(7) 0.005(6) 0.003(6) C24 0.025(9) 0.043(11) 0.046(10) 0.009(8) 0.006(7) 0.002(7) F25 0.045(7) 0.058(7) 0.059(7) -0.007(6) -0.031(5) 0.011(5) C25 0.039(11) 0.044(11) 0.040(9) -0.012(8) -0.011(8) -0.006(8) C26 0.034(9) 0.024(8) 0.033(8) -0.005(6) 0.009(7) 0.001(6) C27 0.015(7) 0.032(9) 0.055(9) -0.004(7) 0.008(6) -0.007(6) C28 0.034(9) 0.036(9) 0.041(9) 0.000(8) -0.019(7) -0.008(8) C29 0.056(12) 0.045(11) 0.027(8) -0.001(7) -0.009(7) -0.021(9) C30 0.051(11) 0.031(9) 0.045(9) 0.001(7) 0.001(8) 0.013(8) F31 0.113(13) 0.036(7) 0.162(16) -0.023(9) 0.071(12) -0.008(8) N31 0.031(7) 0.036(7) 0.026(6) 0.004(5) 0.001(5) -0.002(6) C31 0.038(9) 0.026(8) 0.042(8) 0.010(6) 0.015(7) 0.009(7) F32 0.119(12) 0.058(8) 0.039(6) -0.011(5) 0.024(7) 0.017(8) C32 0.056(12) 0.041(10) 0.030(8) -0.010(7) 0.003(8) -0.004(9) F33 0.140(15) 0.065(9) 0.075(9) -0.037(7) -0.041(9) 0.069(10) C41 0.035(8) 0.033(8) 0.006(5) -0.006(5) 0.000(5) -0.005(6) C42 0.050(11) 0.030(9) 0.027(7) -0.011(6) 0.007(7) -0.002(8) C43 0.052(12) 0.032(9) 0.038(9) -0.008(7) 0.002(8) -0.002(8) C44 0.044(12) 0.054(13) 0.053(12) -0.006(10) 0.018(9) -0.023(10) F45 0.034(6) 0.082(9) 0.058(7) -0.005(7) 0.009(5) -0.002(6) C45 0.022(8) 0.081(16) 0.023(7) -0.027(9) 0.008(6) -0.021(8) C46 0.034(9) 0.037(9) 0.022(7) -0.001(6) 0.001(6) -0.007(7) C47 0.020(7) 0.055(10) 0.032(8) -0.018(7) 0.007(6) 0.011(7) C48 0.018(7) 0.054(12) 0.081(14) -0.008(12) 0.005(9) 0.004(7) C49 0.038(11) 0.062(14) 0.068(13) -0.024(11) -0.020(10) 0.020(10) C50 0.048(11) 0.029(9) 0.038(9) -0.008(7) 0.011(8) 0.006(7) F51 0.147(18) 0.062(10) 0.103(13) -0.003(9) 0.023(12) 0.061(10) N51 0.035(7) 0.059(10) 0.040(8) -0.003(7) 0.003(6) 0.009(7) C51 0.045(10) 0.048(10) 0.007(5) -0.005(6) 0.009(6) 0.022(8) F52 0.134(17) 0.116(16) 0.129(16) 0.006(13) -0.085(14) 0.010(13) C52 0.063(14) 0.059(14) 0.036(10) -0.007(9) -0.010(10) 0.029(11) F53 0.096(11) 0.061(9) 0.049(7) 0.018(6) 0.001(7) 0.028(8) Ir2 0.0254(3) 0.0246(3) 0.0232(2) 0.0028(2) -0.0043(2) -0.0026(2) C101 0.026(7) 0.022(7) 0.016(6) 0.006(5) -0.007(5) 0.002(5) C102 0.024(8) 0.028(8) 0.034(8) 0.009(6) -0.004(6) -0.011(6) C103 0.036(10) 0.083(16) 0.028(8) 0.010(9) -0.002(7) -0.036(10) C104 0.032(9) 0.059(12) 0.026(8) 0.009(8) -0.004(6) 0.000(8) F105 0.054(7) 0.074(8) 0.017(4) 0.015(5) -0.001(4) 0.005(6) C105 0.049(10) 0.033(9) 0.027(7) 0.007(7) 0.005(7) 0.006(8) C106 0.042(9) 0.027(8) 0.018(6) 0.006(6) 0.009(6) 0.009(7) C107 0.036(8) 0.030(7) 0.012(6) 0.012(5) 0.004(5) 0.004(6) C108 0.061(13) 0.051(12) 0.035(9) 0.012(8) 0.022(9) 0.007(10) C109 0.046(11) 0.043(11) 0.048(11) 0.008(8) 0.010(9) -0.013(8) C110 0.035(9) 0.044(10) 0.030(8) -0.010(7) -0.002(7) -0.004(7) F111 0.040(9) 0.19(2) 0.20(2) -0.131(19) 0.042(11) -0.045(11) N111 0.023(6) 0.034(7) 0.021(5) 0.005(5) 0.006(5) -0.004(5) C111 0.010(7) 0.024(8) 0.091(14) 0.004(9) -0.008(8) -0.003(6) F112 0.057(11) 0.117(17) 0.34(4) -0.13(2) 0.040(17) -0.036(11) C112 0.060(15) 0.040(12) 0.068(14) -0.006(10) -0.006(12) -0.023(10) F113 0.21(3) 0.32(4) 0.18(2) 0.15(3) -0.14(2) -0.22(3) C121 0.036(8) 0.023(7) 0.018(6) 0.005(5) -0.008(6) -0.006(6) C122 0.024(7) 0.038(8) 0.034(8) 0.004(7) 0.009(7) 0.001(6) C123 0.030(9) 0.034(10) 0.086(15) 0.005(10) 0.021(10) 0.009(8) C124 0.044(13) 0.033(11) 0.087(17) -0.009(10) -0.011(11) 0.002(8) F125 0.105(12) 0.053(8) 0.060(8) -0.029(6) 0.022(8) -0.017(7) C125 0.058(12) 0.035(10) 0.038(10) 0.014(8) 0.005(9) -0.003(8) C126 0.051(11) 0.036(9) 0.013(6) 0.000(6) 0.005(6) -0.009(8) C127 0.053(12) 0.039(9) 0.033(9) -0.012(7) 0.007(8) -0.017(9) C128 0.084(18) 0.056(13) 0.045(11) -0.020(10) -0.024(11) -0.017(12) C129 0.059(15) 0.11(2) 0.044(11) -0.003(13) -0.011(10) -0.032(15) C130 0.053(11) 0.062(14) 0.035(9) -0.004(9) -0.007(8) -0.015(10) F131 0.045(8) 0.21(2) 0.172(19) 0.100(19) -0.015(11) 0.008(12) N131 0.034(7) 0.038(7) 0.027(6) 0.003(5) -0.001(5) -0.012(6) C131 0.037(9) 0.047(11) 0.031(8) 0.007(7) -0.005(7) -0.014(8) F132 0.082(10) 0.132(15) 0.057(8) 0.013(9) -0.034(7) 0.003(10) C132 0.041(13) 0.14(3) 0.069(16) 0.023(18) -0.038(12) -0.027(16) F133 0.055(9) 0.155(18) 0.072(10) -0.018(11) -0.013(8) 0.044(11) C141 0.023(7) 0.034(8) 0.007(5) 0.002(5) -0.010(5) -0.008(6) C142 0.026(8) 0.055(12) 0.027(8) 0.016(8) -0.005(6) -0.004(8) C143 0.036(10) 0.064(14) 0.025(8) 0.008(8) -0.002(7) -0.010(8) C144 0.052(13) 0.068(16) 0.047(11) 0.014(11) -0.004(10) -0.024(11) F145 0.080(10) 0.041(7) 0.069(8) 0.025(6) -0.006(7) -0.008(6) C145 0.061(14) 0.034(11) 0.064(14) 0.004(9) -0.024(11) -0.022(9) C146 0.035(9) 0.036(9) 0.019(7) 0.005(6) -0.013(6) -0.009(7) C147 0.039(9) 0.051(10) 0.028(8) 0.004(7) -0.022(7) 0.010(8) C148 0.053(11) 0.030(8) 0.048(10) 0.006(8) -0.014(10) -0.006(7) C149 0.053(12) 0.027(9) 0.067(12) 0.000(8) -0.001(10) 0.021(8) C150 0.049(11) 0.041(10) 0.036(9) -0.005(8) -0.021(8) 0.008(8) F151 0.061(9) 0.126(14) 0.070(9) 0.028(9) -0.004(7) 0.054(9) C151 0.034(9) 0.053(11) 0.014(6) -0.007(6) -0.003(6) 0.010(8) F152 0.128(15) 0.105(13) 0.072(10) -0.051(10) 0.000(10) 0.018(12) C152 0.089(19) 0.063(15) 0.049(12) -0.015(11) -0.025(12) 0.053(14) F153 0.049(8) 0.082(10) 0.077(9) 0.023(8) 0.014(7) 0.024(7) _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 C41 2.003(14) . ? Ir1 C21 2.004(14) . ? Ir1 C1 2.014(13) . ? Ir1 N31 2.122(12) . ? Ir1 N11 2.127(11) . ? Ir1 N51 2.187(14) . ? C1 C6 1.397(19) . ? C1 C2 1.41(2) . ? C2 C3 1.37(2) . ? C3 C4 1.37(3) . ? C4 C5 1.36(2) . ? F5 C5 1.392(18) . ? C5 C6 1.40(2) . ? C6 C7 1.46(2) . ? C7 C8 1.38(2) . ? C7 N11 1.379(19) . ? C8 C9 1.37(3) . ? C9 C10 1.39(3) . ? C10 C11 1.43(2) . ? C10 C12 1.53(2) . ? F11 C12 1.23(3) . ? N11 C11 1.35(2) . ? F12 C12 1.33(3) . ? C12 F13 1.27(3) . ? C21 C22 1.41(2) . ? C21 C26 1.44(2) . ? C22 C23 1.36(2) . ? C23 C24 1.41(2) . ? C24 C25 1.33(3) . ? F25 C25 1.370(19) . ? C25 C26 1.37(2) . ? C26 C27 1.46(2) . ? C27 N31 1.35(2) . ? C27 C28 1.37(2) . ? C28 C29 1.33(3) . ? C29 C30 1.37(3) . ? C30 C31 1.41(2) . ? C30 C32 1.51(2) . ? F31 C32 1.31(2) . ? N31 C31 1.37(2) . ? F32 C32 1.280(19) . ? C32 F33 1.32(2) . ? C41 C46 1.41(2) . ? C41 C42 1.44(2) . ? C42 C43 1.37(3) . ? C43 C44 1.40(3) . ? C44 C45 1.28(3) . ? F45 C45 1.40(2) . ? C45 C46 1.42(2) . ? C46 C47 1.51(2) . ? C47 N51 1.37(2) . ? C47 C48 1.38(2) . ? C48 C49 1.42(3) . ? C49 C50 1.39(3) . ? C50 C51 1.40(2) . ? C50 C52 1.51(3) . ? F51 C52 1.34(2) . ? N51 C51 1.26(2) . ? F52 C52 1.27(3) . ? C52 F53 1.31(3) . ? Ir2 C121 1.986(16) . ? Ir2 C101 2.026(13) . ? Ir2 C141 2.026(13) . ? Ir2 N151 2.071(11) . ? Ir2 N131 2.130(13) . ? Ir2 N111 2.140(11) . ? C101 C106 1.412(18) . ? C101 C102 1.42(2) . ? C102 C103 1.37(2) . ? C103 C104 1.36(2) . ? C104 C105 1.37(3) . ? F105 C105 1.358(18) . ? C105 C106 1.36(2) . ? C106 C107 1.48(2) . ? C107 N111 1.337(18) . ? C107 C108 1.38(2) . ? C108 C109 1.41(3) . ? C109 C110 1.37(3) . ? C110 C111 1.41(3) . ? C110 C112 1.54(3) . ? F111 C112 1.31(3) . ? N111 C111 1.33(2) . ? F112 C112 1.19(3) . ? C112 F113 1.23(3) . ? C121 C122 1.44(2) . ? C121 C126 1.46(2) . ? C122 C123 1.38(2) . ? C123 C124 1.30(3) . ? C124 C125 1.44(3) . ? F125 C125 1.37(2) . ? C125 C126 1.35(3) . ? C126 C127 1.51(3) . ? C127 N131 1.34(2) . ? C127 C128 1.44(2) . ? C128 C129 1.43(3) . ? C129 C130 1.31(3) . ? C130 C131 1.38(2) . ? C130 C132 1.52(4) . ? F131 C132 1.28(3) . ? N131 C131 1.35(2) . ? F132 C132 1.41(3) . ? C132 F133 1.29(4) . ? C141 C142 1.40(2) . ? C141 C146 1.42(2) . ? C142 C143 1.40(2) . ? C143 C144 1.31(3) . ? C144 C145 1.36(3) . ? F145 C145 1.38(2) . ? C145 C146 1.40(3) . ? C146 C147 1.43(2) . ? C147 N151 1.37(2) . ? C147 C148 1.38(2) . ? C148 C149 1.35(3) . ? C149 C150 1.42(3) . ? C150 C151 1.32(2) . ? C150 C152 1.47(3) . ? F151 C152 1.37(2) . ? N151 C151 1.419(19) . ? F152 C152 1.31(3) . ? C152 F153 1.34(3) . ? 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 C41 Ir1 C21 96.1(6) . . ? C41 Ir1 C1 95.0(5) . . ? C21 Ir1 C1 96.0(6) . . ? C41 Ir1 N31 91.5(5) . . ? C21 Ir1 N31 79.0(5) . . ? C1 Ir1 N31 172.2(5) . . ? C41 Ir1 N11 173.4(5) . . ? C21 Ir1 N11 87.6(5) . . ? C1 Ir1 N11 79.2(5) . . ? N31 Ir1 N11 94.5(4) . . ? C41 Ir1 N51 80.6(6) . . ? C21 Ir1 N51 175.1(5) . . ? C1 Ir1 N51 87.9(6) . . ? N31 Ir1 N51 97.3(5) . . ? N11 Ir1 N51 95.9(5) . . ? C6 C1 C2 117.1(13) . . ? C6 C1 Ir1 115.3(11) . . ? C2 C1 Ir1 127.6(11) . . ? C3 C2 C1 122.0(16) . . ? C4 C3 C2 121.4(17) . . ? C5 C4 C3 117.0(15) . . ? C4 C5 F5 116.7(14) . . ? C4 C5 C6 124.4(15) . . ? F5 C5 C6 118.9(14) . . ? C1 C6 C5 118.0(15) . . ? C1 C6 C7 117.8(13) . . ? C5 C6 C7 124.1(14) . . ? C8 C7 N11 119.7(16) . . ? C8 C7 C6 127.6(15) . . ? N11 C7 C6 112.5(13) . . ? C9 C8 C7 123.0(19) . . ? C8 C9 C10 116.0(18) . . ? C9 C10 C11 121.4(17) . . ? C9 C10 C12 119.6(17) . . ? C11 C10 C12 119.0(16) . . ? C11 N11 C7 119.9(14) . . ? C11 N11 Ir1 125.0(12) . . ? C7 N11 Ir1 115.1(9) . . ? N11 C11 C10 119.4(19) . . ? F11 C12 F13 109(3) . . ? F11 C12 F12 108(2) . . ? F13 C12 F12 104(2) . . ? F11 C12 C10 113.3(18) . . ? F13 C12 C10 111.2(17) . . ? F12 C12 C10 110.5(19) . . ? C22 C21 C26 116.1(13) . . ? C22 C21 Ir1 128.4(11) . . ? C26 C21 Ir1 115.1(10) . . ? C23 C22 C21 124.4(15) . . ? C22 C23 C24 116.9(15) . . ? C25 C24 C23 120.4(17) . . ? C24 C25 C26 124.3(16) . . ? C24 C25 F25 116.2(17) . . ? C26 C25 F25 119.5(16) . . ? C25 C26 C21 117.7(14) . . ? C25 C26 C27 126.1(15) . . ? C21 C26 C27 116.2(14) . . ? N31 C27 C28 120.8(15) . . ? N31 C27 C26 112.8(14) . . ? C28 C27 C26 126.4(16) . . ? C29 C28 C27 120.4(16) . . ? C28 C29 C30 121.5(15) . . ? C29 C30 C31 117.4(16) . . ? C29 C30 C32 122.0(17) . . ? C31 C30 C32 120.6(16) . . ? C27 N31 C31 119.1(14) . . ? C27 N31 Ir1 116.7(11) . . ? C31 N31 Ir1 124.2(11) . . ? N31 C31 C30 120.8(15) . . ? F32 C32 F31 106.1(16) . . ? F32 C32 F33 107.9(18) . . ? F31 C32 F33 105.9(19) . . ? F32 C32 C30 113.1(17) . . ? F31 C32 C30 110.8(17) . . ? F33 C32 C30 112.6(15) . . ? C46 C41 C42 117.6(14) . . ? C46 C41 Ir1 116.1(11) . . ? C42 C41 Ir1 126.2(12) . . ? C43 C42 C41 120.3(18) . . ? C42 C43 C44 120.6(19) . . ? C45 C44 C43 119.2(18) . . ? C44 C45 F45 118.2(17) . . ? C44 C45 C46 125.0(18) . . ? F45 C45 C46 116.7(19) . . ? C41 C46 C45 117.1(16) . . ? C41 C46 C47 115.7(13) . . ? C45 C46 C47 127.2(16) . . ? N51 C47 C48 120.9(17) . . ? N51 C47 C46 115.6(14) . . ? C48 C47 C46 123.2(16) . . ? C47 C48 C49 115.6(18) . . ? C50 C49 C48 120.8(17) . . ? C49 C50 C51 118.7(17) . . ? C49 C50 C52 121.2(19) . . ? C51 C50 C52 120.1(17) . . ? C51 N51 C47 123.6(15) . . ? C51 N51 Ir1 124.6(12) . . ? C47 N51 Ir1 111.8(12) . . ? N51 C51 C50 120.2(17) . . ? F52 C52 F53 111(2) . . ? F52 C52 F51 108(2) . . ? F53 C52 F51 103(2) . . ? F52 C52 C50 112(2) . . ? F53 C52 C50 113.1(17) . . ? F51 C52 C50 109.7(17) . . ? C121 Ir2 C101 96.6(6) . . ? C121 Ir2 C141 93.7(6) . . ? C101 Ir2 C141 95.2(5) . . ? C121 Ir2 N151 168.8(5) . . ? C101 Ir2 N151 91.4(5) . . ? C141 Ir2 N151 77.8(5) . . ? C121 Ir2 N131 79.7(6) . . ? C101 Ir2 N131 173.8(5) . . ? C141 Ir2 N131 90.1(5) . . ? N151 Ir2 N131 92.9(5) . . ? C121 Ir2 N111 89.1(5) . . ? C101 Ir2 N111 79.1(5) . . ? C141 Ir2 N111 173.9(5) . . ? N151 Ir2 N111 100.1(5) . . ? N131 Ir2 N111 95.7(5) . . ? C106 C101 C102 118.2(13) . . ? C106 C101 Ir2 115.2(11) . . ? C102 C101 Ir2 126.6(10) . . ? C103 C102 C101 118.9(14) . . ? C104 C103 C102 122.8(16) . . ? C103 C104 C105 118.3(15) . . ? F105 C105 C106 121.1(16) . . ? F105 C105 C104 116.2(15) . . ? C106 C105 C104 122.7(15) . . ? C105 C106 C101 119.1(15) . . ? C105 C106 C107 124.9(13) . . ? C101 C106 C107 116.0(13) . . ? N111 C107 C108 121.8(17) . . ? N111 C107 C106 114.2(12) . . ? C108 C107 C106 124.0(15) . . ? C107 C108 C109 119.8(19) . . ? C110 C109 C108 116.7(17) . . ? C109 C110 C111 121.2(17) . . ? C109 C110 C112 120.8(17) . . ? C111 C110 C112 117.9(16) . . ? C111 N111 C107 120.2(14) . . ? C111 N111 Ir2 124.2(12) . . ? C107 N111 Ir2 115.2(10) . . ? N111 C111 C110 120.2(18) . . ? F112 C112 F113 109(3) . . ? F112 C112 F111 104(2) . . ? F113 C112 F111 102(3) . . ? F112 C112 C110 116(2) . . ? F113 C112 C110 113.8(19) . . ? F111 C112 C110 111.3(18) . . ? C122 C121 C126 114.9(15) . . ? C122 C121 Ir2 128.5(11) . . ? C126 C121 Ir2 116.5(11) . . ? C123 C122 C121 120.3(17) . . ? C124 C123 C122 124(2) . . ? C123 C124 C125 119(2) . . ? C126 C125 F125 120.6(18) . . ? C126 C125 C124 119.8(19) . . ? F125 C125 C124 119.4(18) . . ? C125 C126 C121 121.5(17) . . ? C125 C126 C127 125.2(15) . . ? C121 C126 C127 113.3(14) . . ? N131 C127 C128 121(2) . . ? N131 C127 C126 114.5(15) . . ? C128 C127 C126 124.1(17) . . ? C129 C128 C127 114(2) . . ? C130 C129 C128 122.7(19) . . ? C129 C130 C131 120(2) . . ? C129 C130 C132 122(2) . . ? C131 C130 C132 118(2) . . ? C127 N131 C131 121.0(15) . . ? C127 N131 Ir2 115.8(13) . . ? C131 N131 Ir2 123.1(11) . . ? N131 C131 C130 120.8(18) . . ? F131 C132 F133 111(3) . . ? F131 C132 F132 107(2) . . ? F133 C132 F132 103(2) . . ? F131 C132 C130 113(3) . . ? F133 C132 C130 114.9(19) . . ? F132 C132 C130 108(3) . . ? C142 C141 C146 118.8(14) . . ? C142 C141 Ir2 126.4(12) . . ? C146 C141 Ir2 114.8(11) . . ? C143 C142 C141 117.3(18) . . ? C144 C143 C142 125.7(19) . . ? C143 C144 C145 117.0(19) . . ? C144 C145 F145 117(2) . . ? C144 C145 C146 123(2) . . ? F145 C145 C146 120(2) . . ? C145 C146 C141 117.8(17) . . ? C145 C146 C147 124.5(18) . . ? C141 C146 C147 117.7(14) . . ? N151 C147 C148 118.4(17) . . ? N151 C147 C146 110.7(15) . . ? C148 C147 C146 130.8(18) . . ? C149 C148 C147 124.3(18) . . ? C148 C149 C150 117.5(16) . . ? C151 C150 C149 117.9(19) . . ? C151 C150 C152 123(2) . . ? C149 C150 C152 118.7(18) . . ? C147 N151 C151 116.8(13) . . ? C147 N151 Ir2 118.9(10) . . ? C151 N151 Ir2 124.1(10) . . ? C150 C151 N151 124.5(17) . . ? F152 C152 F153 105(2) . . ? F152 C152 F151 103.3(18) . . ? F153 C152 F151 103(2) . . ? F152 C152 C150 119(3) . . ? F153 C152 C150 113.4(17) . . ? F151 C152 C150 111.6(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C41 Ir1 C1 C6 179.7(12) . . . . ? C21 Ir1 C1 C6 -83.6(12) . . . . ? N31 Ir1 C1 C6 -33(5) . . . . ? N11 Ir1 C1 C6 2.8(12) . . . . ? N51 Ir1 C1 C6 99.3(12) . . . . ? C41 Ir1 C1 C2 0.7(15) . . . . ? C21 Ir1 C1 C2 97.4(15) . . . . ? N31 Ir1 C1 C2 148(3) . . . . ? N11 Ir1 C1 C2 -176.1(15) . . . . ? N51 Ir1 C1 C2 -79.7(15) . . . . ? C6 C1 C2 C3 0(3) . . . . ? Ir1 C1 C2 C3 179.2(14) . . . . ? C1 C2 C3 C4 -2(3) . . . . ? C2 C3 C4 C5 1(3) . . . . ? C3 C4 C5 F5 -177.8(17) . . . . ? C3 C4 C5 C6 2(3) . . . . ? C2 C1 C6 C5 3(2) . . . . ? Ir1 C1 C6 C5 -176.4(12) . . . . ? C2 C1 C6 C7 178.2(15) . . . . ? Ir1 C1 C6 C7 -0.9(19) . . . . ? C4 C5 C6 C1 -4(3) . . . . ? F5 C5 C6 C1 175.9(14) . . . . ? C4 C5 C6 C7 -179.2(17) . . . . ? F5 C5 C6 C7 1(2) . . . . ? C1 C6 C7 C8 171.6(17) . . . . ? C5 C6 C7 C8 -13(3) . . . . ? C1 C6 C7 N11 -3(2) . . . . ? C5 C6 C7 N11 172.2(15) . . . . ? N11 C7 C8 C9 -10(3) . . . . ? C6 C7 C8 C9 176.0(18) . . . . ? C7 C8 C9 C10 7(3) . . . . ? C8 C9 C10 C11 -3(3) . . . . ? C8 C9 C10 C12 179.0(19) . . . . ? C8 C7 N11 C11 7(2) . . . . ? C6 C7 N11 C11 -177.6(14) . . . . ? C8 C7 N11 Ir1 -169.7(13) . . . . ? C6 C7 N11 Ir1 5.4(16) . . . . ? C41 Ir1 N11 C11 150(5) . . . . ? C21 Ir1 N11 C11 -85.0(13) . . . . ? C1 Ir1 N11 C11 178.5(13) . . . . ? N31 Ir1 N11 C11 -6.2(13) . . . . ? N51 Ir1 N11 C11 91.7(13) . . . . ? C41 Ir1 N11 C7 -33(5) . . . . ? C21 Ir1 N11 C7 91.9(11) . . . . ? C1 Ir1 N11 C7 -4.7(10) . . . . ? N31 Ir1 N11 C7 170.7(11) . . . . ? N51 Ir1 N11 C7 -91.4(11) . . . . ? C7 N11 C11 C10 -3(2) . . . . ? Ir1 N11 C11 C10 173.7(11) . . . . ? C9 C10 C11 N11 1(3) . . . . ? C12 C10 C11 N11 179.1(16) . . . . ? C9 C10 C12 F11 51(3) . . . . ? C11 C10 C12 F11 -128(2) . . . . ? C9 C10 C12 F13 174(2) . . . . ? C11 C10 C12 F13 -4(3) . . . . ? C9 C10 C12 F12 -71(3) . . . . ? C11 C10 C12 F12 111(2) . . . . ? C41 Ir1 C21 C22 84.8(14) . . . . ? C1 Ir1 C21 C22 -10.9(14) . . . . ? N31 Ir1 C21 C22 175.2(14) . . . . ? N11 Ir1 C21 C22 -89.8(13) . . . . ? N51 Ir1 C21 C22 133(7) . . . . ? C41 Ir1 C21 C26 -86.9(12) . . . . ? C1 Ir1 C21 C26 177.4(11) . . . . ? N31 Ir1 C21 C26 3.5(11) . . . . ? N11 Ir1 C21 C26 98.5(12) . . . . ? N51 Ir1 C21 C26 -39(8) . . . . ? C26 C21 C22 C23 -6(2) . . . . ? Ir1 C21 C22 C23 -177.3(12) . . . . ? C21 C22 C23 C24 4(2) . . . . ? C22 C23 C24 C25 -1(3) . . . . ? C23 C24 C25 C26 0(3) . . . . ? C23 C24 C25 F25 178.2(16) . . . . ? C24 C25 C26 C21 -2(3) . . . . ? F25 C25 C26 C21 -179.6(15) . . . . ? C24 C25 C26 C27 179.9(18) . . . . ? F25 C25 C26 C27 2(3) . . . . ? C22 C21 C26 C25 4(2) . . . . ? Ir1 C21 C26 C25 176.9(13) . . . . ? C22 C21 C26 C27 -177.3(13) . . . . ? Ir1 C21 C26 C27 -4.6(18) . . . . ? C25 C26 C27 N31 -178.9(17) . . . . ? C21 C26 C27 N31 3(2) . . . . ? C25 C26 C27 C28 2(3) . . . . ? C21 C26 C27 C28 -176.1(16) . . . . ? N31 C27 C28 C29 -1(3) . . . . ? C26 C27 C28 C29 177.9(16) . . . . ? C27 C28 C29 C30 1(3) . . . . ? C28 C29 C30 C31 -1(3) . . . . ? C28 C29 C30 C32 -179.4(18) . . . . ? C28 C27 N31 C31 0(2) . . . . ? C26 C27 N31 C31 -179.0(13) . . . . ? C28 C27 N31 Ir1 179.2(13) . . . . ? C26 C27 N31 Ir1 0.3(17) . . . . ? C41 Ir1 N31 C27 93.8(11) . . . . ? C21 Ir1 N31 C27 -2.2(11) . . . . ? C1 Ir1 N31 C27 -53(4) . . . . ? N11 Ir1 N31 C27 -88.9(11) . . . . ? N51 Ir1 N31 C27 174.5(11) . . . . ? C41 Ir1 N31 C31 -86.9(12) . . . . ? C21 Ir1 N31 C31 177.2(13) . . . . ? C1 Ir1 N31 C31 126(4) . . . . ? N11 Ir1 N31 C31 90.4(12) . . . . ? N51 Ir1 N31 C31 -6.1(12) . . . . ? C27 N31 C31 C30 1(2) . . . . ? Ir1 N31 C31 C30 -178.5(12) . . . . ? C29 C30 C31 N31 0(3) . . . . ? C32 C30 C31 N31 178.4(15) . . . . ? C29 C30 C32 F32 -54(3) . . . . ? C31 C30 C32 F32 127.3(19) . . . . ? C29 C30 C32 F31 65(2) . . . . ? C31 C30 C32 F31 -114(2) . . . . ? C29 C30 C32 F33 -176.6(18) . . . . ? C31 C30 C32 F33 5(3) . . . . ? C21 Ir1 C41 C46 174.5(11) . . . . ? C1 Ir1 C41 C46 -88.9(11) . . . . ? N31 Ir1 C41 C46 95.4(11) . . . . ? N11 Ir1 C41 C46 -61(5) . . . . ? N51 Ir1 C41 C46 -1.8(10) . . . . ? C21 Ir1 C41 C42 -5.1(12) . . . . ? C1 Ir1 C41 C42 91.5(12) . . . . ? N31 Ir1 C41 C42 -84.3(12) . . . . ? N11 Ir1 C41 C42 120(5) . . . . ? N51 Ir1 C41 C42 178.5(12) . . . . ? C46 C41 C42 C43 1(2) . . . . ? Ir1 C41 C42 C43 -179.7(12) . . . . ? C41 C42 C43 C44 -3(3) . . . . ? C42 C43 C44 C45 3(3) . . . . ? C43 C44 C45 F45 178.3(16) . . . . ? C43 C44 C45 C46 1(3) . . . . ? C42 C41 C46 C45 3(2) . . . . ? Ir1 C41 C46 C45 -177.0(11) . . . . ? C42 C41 C46 C47 -177.2(12) . . . . ? Ir1 C41 C46 C47 3.1(17) . . . . ? C44 C45 C46 C41 -4(3) . . . . ? F45 C45 C46 C41 179.0(13) . . . . ? C44 C45 C46 C47 176.2(17) . . . . ? F45 C45 C46 C47 -1(2) . . . . ? C41 C46 C47 N51 -3(2) . . . . ? C45 C46 C47 N51 177.1(15) . . . . ? C41 C46 C47 C48 172.1(16) . . . . ? C45 C46 C47 C48 -8(3) . . . . ? N51 C47 C48 C49 -3(3) . . . . ? C46 C47 C48 C49 -177.6(15) . . . . ? C47 C48 C49 C50 -2(3) . . . . ? C48 C49 C50 C51 4(3) . . . . ? C48 C49 C50 C52 -178.8(17) . . . . ? C48 C47 N51 C51 6(3) . . . . ? C46 C47 N51 C51 -178.8(15) . . . . ? C48 C47 N51 Ir1 -173.8(14) . . . . ? C46 C47 N51 Ir1 1.4(17) . . . . ? C41 Ir1 N51 C51 -179.6(15) . . . . ? C21 Ir1 N51 C51 132(7) . . . . ? C1 Ir1 N51 C51 -84.2(14) . . . . ? N31 Ir1 N51 C51 90.0(14) . . . . ? N11 Ir1 N51 C51 -5.3(14) . . . . ? C41 Ir1 N51 C47 0.1(11) . . . . ? C21 Ir1 N51 C47 -48(7) . . . . ? C1 Ir1 N51 C47 95.6(12) . . . . ? N31 Ir1 N51 C47 -90.2(12) . . . . ? N11 Ir1 N51 C47 174.5(11) . . . . ? C47 N51 C51 C50 -4(2) . . . . ? Ir1 N51 C51 C50 175.8(11) . . . . ? C49 C50 C51 N51 -1(2) . . . . ? C52 C50 C51 N51 -178.4(16) . . . . ? C49 C50 C52 F52 -55(3) . . . . ? C51 C50 C52 F52 123(2) . . . . ? C49 C50 C52 F53 179.0(17) . . . . ? C51 C50 C52 F53 -3(2) . . . . ? C49 C50 C52 F51 65(3) . . . . ? C51 C50 C52 F51 -117(2) . . . . ? C121 Ir2 C101 C106 87.5(12) . . . . ? C141 Ir2 C101 C106 -178.1(11) . . . . ? N151 Ir2 C101 C106 -100.2(11) . . . . ? N131 Ir2 C101 C106 34(6) . . . . ? N111 Ir2 C101 C106 -0.3(11) . . . . ? C121 Ir2 C101 C102 -92.1(14) . . . . ? C141 Ir2 C101 C102 2.3(14) . . . . ? N151 Ir2 C101 C102 80.2(14) . . . . ? N131 Ir2 C101 C102 -146(5) . . . . ? N111 Ir2 C101 C102 -179.9(14) . . . . ? C106 C101 C102 C103 3(2) . . . . ? Ir2 C101 C102 C103 -177.3(15) . . . . ? C101 C102 C103 C104 -3(3) . . . . ? C102 C103 C104 C105 2(3) . . . . ? C103 C104 C105 F105 177.0(18) . . . . ? C103 C104 C105 C106 -1(3) . . . . ? F105 C105 C106 C101 -177.0(14) . . . . ? C104 C105 C106 C101 0(3) . . . . ? F105 C105 C106 C107 4(3) . . . . ? C104 C105 C106 C107 -178.1(16) . . . . ? C102 C101 C106 C105 -2(2) . . . . ? Ir2 C101 C106 C105 178.6(12) . . . . ? C102 C101 C106 C107 177.0(14) . . . . ? Ir2 C101 C106 C107 -2.6(17) . . . . ? C105 C106 C107 N111 -175.8(15) . . . . ? C101 C106 C107 N111 5.5(19) . . . . ? C105 C106 C107 C108 4(3) . . . . ? C101 C106 C107 C108 -174.5(16) . . . . ? N111 C107 C108 C109 1(3) . . . . ? C106 C107 C108 C109 -178.6(16) . . . . ? C107 C108 C109 C110 0(3) . . . . ? C108 C109 C110 C111 -3(3) . . . . ? C108 C109 C110 C112 -177.3(19) . . . . ? C108 C107 N111 C111 1(2) . . . . ? C106 C107 N111 C111 -179.3(14) . . . . ? C108 C107 N111 Ir2 174.4(13) . . . . ? C106 C107 N111 Ir2 -5.7(16) . . . . ? C121 Ir2 N111 C111 79.9(13) . . . . ? C101 Ir2 N111 C111 176.8(13) . . . . ? C141 Ir2 N111 C111 -162(5) . . . . ? N151 Ir2 N111 C111 -93.7(13) . . . . ? N131 Ir2 N111 C111 0.3(13) . . . . ? C121 Ir2 N111 C107 -93.5(11) . . . . ? C101 Ir2 N111 C107 3.4(11) . . . . ? C141 Ir2 N111 C107 24(6) . . . . ? N151 Ir2 N111 C107 92.9(11) . . . . ? N131 Ir2 N111 C107 -173.1(11) . . . . ? C107 N111 C111 C110 -4(2) . . . . ? Ir2 N111 C111 C110 -176.7(12) . . . . ? C109 C110 C111 N111 5(3) . . . . ? C112 C110 C111 N111 179.5(17) . . . . ? C109 C110 C112 F112 69(3) . . . . ? C111 C110 C112 F112 -106(3) . . . . ? C109 C110 C112 F113 -164(3) . . . . ? C111 C110 C112 F113 21(4) . . . . ? C109 C110 C112 F111 -50(3) . . . . ? C111 C110 C112 F111 135(2) . . . . ? C101 Ir2 C121 C122 7.2(14) . . . . ? C141 Ir2 C121 C122 -88.5(13) . . . . ? N151 Ir2 C121 C122 -129(2) . . . . ? N131 Ir2 C121 C122 -177.9(14) . . . . ? N111 Ir2 C121 C122 86.1(13) . . . . ? C101 Ir2 C121 C126 -176.1(11) . . . . ? C141 Ir2 C121 C126 88.3(11) . . . . ? N151 Ir2 C121 C126 48(3) . . . . ? N131 Ir2 C121 C126 -1.1(11) . . . . ? N111 Ir2 C121 C126 -97.1(12) . . . . ? C126 C121 C122 C123 -1(2) . . . . ? Ir2 C121 C122 C123 175.7(13) . . . . ? C121 C122 C123 C124 4(3) . . . . ? C122 C123 C124 C125 -8(3) . . . . ? C123 C124 C125 C126 8(3) . . . . ? C123 C124 C125 F125 -175.5(19) . . . . ? F125 C125 C126 C121 178.5(15) . . . . ? C124 C125 C126 C121 -5(3) . . . . ? F125 C125 C126 C127 0(3) . . . . ? C124 C125 C126 C127 176.3(17) . . . . ? C122 C121 C126 C125 2(2) . . . . ? Ir2 C121 C126 C125 -175.3(13) . . . . ? C122 C121 C126 C127 -179.6(13) . . . . ? Ir2 C121 C126 C127 3.2(17) . . . . ? C125 C126 C127 N131 174.1(16) . . . . ? C121 C126 C127 N131 -4(2) . . . . ? C125 C126 C127 C128 -2(3) . . . . ? C121 C126 C127 C128 179.7(17) . . . . ? N131 C127 C128 C129 2(3) . . . . ? C126 C127 C128 C129 178.1(18) . . . . ? C127 C128 C129 C130 0(3) . . . . ? C128 C129 C130 C131 -1(3) . . . . ? C128 C129 C130 C132 178(2) . . . . ? C128 C127 N131 C131 -3(3) . . . . ? C126 C127 N131 C131 -179.1(14) . . . . ? C128 C127 N131 Ir2 179.6(15) . . . . ? C126 C127 N131 Ir2 3.5(18) . . . . ? C121 Ir2 N131 C127 -1.4(12) . . . . ? C101 Ir2 N131 C127 53(5) . . . . ? C141 Ir2 N131 C127 -95.2(12) . . . . ? N151 Ir2 N131 C127 -173.0(12) . . . . ? N111 Ir2 N131 C127 86.6(12) . . . . ? C121 Ir2 N131 C131 -178.8(13) . . . . ? C101 Ir2 N131 C131 -124(5) . . . . ? C141 Ir2 N131 C131 87.5(12) . . . . ? N151 Ir2 N131 C131 9.7(12) . . . . ? N111 Ir2 N131 C131 -90.7(12) . . . . ? C127 N131 C131 C130 1(2) . . . . ? Ir2 N131 C131 C130 178.5(13) . . . . ? C129 C130 C131 N131 1(3) . . . . ? C132 C130 C131 N131 -178.4(18) . . . . ? C129 C130 C132 F131 -77(3) . . . . ? C131 C130 C132 F131 103(3) . . . . ? C129 C130 C132 F133 155(2) . . . . ? C131 C130 C132 F133 -26(3) . . . . ? C129 C130 C132 F132 41(3) . . . . ? C131 C130 C132 F132 -140(2) . . . . ? C121 Ir2 C141 C142 8.1(12) . . . . ? C101 Ir2 C141 C142 -88.9(12) . . . . ? N151 Ir2 C141 C142 -179.2(13) . . . . ? N131 Ir2 C141 C142 87.8(12) . . . . ? N111 Ir2 C141 C142 -110(5) . . . . ? C121 Ir2 C141 C146 -171.1(10) . . . . ? C101 Ir2 C141 C146 91.9(10) . . . . ? N151 Ir2 C141 C146 1.5(9) . . . . ? N131 Ir2 C141 C146 -91.4(10) . . . . ? N111 Ir2 C141 C146 71(5) . . . . ? C146 C141 C142 C143 3(2) . . . . ? Ir2 C141 C142 C143 -176.6(11) . . . . ? C141 C142 C143 C144 1(3) . . . . ? C142 C143 C144 C145 -5(3) . . . . ? C143 C144 C145 F145 179.1(17) . . . . ? C143 C144 C145 C146 6(3) . . . . ? C144 C145 C146 C141 -2(3) . . . . ? F145 C145 C146 C141 -175.6(15) . . . . ? C144 C145 C146 C147 178.4(18) . . . . ? F145 C145 C146 C147 5(3) . . . . ? C142 C141 C146 C145 -2(2) . . . . ? Ir2 C141 C146 C145 177.4(12) . . . . ? C142 C141 C146 C147 177.3(13) . . . . ? Ir2 C141 C146 C147 -3.4(16) . . . . ? C145 C146 C147 N151 -177.3(15) . . . . ? C141 C146 C147 N151 3.6(18) . . . . ? C145 C146 C147 C148 5(3) . . . . ? C141 C146 C147 C148 -173.7(15) . . . . ? N151 C147 C148 C149 6(3) . . . . ? C146 C147 C148 C149 -177.0(17) . . . . ? C147 C148 C149 C150 -9(3) . . . . ? C148 C149 C150 C151 5(3) . . . . ? C148 C149 C150 C152 -176.5(18) . . . . ? C148 C147 N151 C151 1(2) . . . . ? C146 C147 N151 C151 -176.9(12) . . . . ? C148 C147 N151 Ir2 175.4(12) . . . . ? C146 C147 N151 Ir2 -2.3(16) . . . . ? C121 Ir2 N151 C147 42(3) . . . . ? C101 Ir2 N151 C147 -94.6(11) . . . . ? C141 Ir2 N151 C147 0.4(10) . . . . ? N131 Ir2 N151 C147 89.9(11) . . . . ? N111 Ir2 N151 C147 -173.8(10) . . . . ? C121 Ir2 N151 C151 -144(3) . . . . ? C101 Ir2 N151 C151 79.7(11) . . . . ? C141 Ir2 N151 C151 174.7(12) . . . . ? N131 Ir2 N151 C151 -95.8(11) . . . . ? N111 Ir2 N151 C151 0.5(11) . . . . ? C149 C150 C151 N151 1(3) . . . . ? C152 C150 C151 N151 -177.1(16) . . . . ? C147 N151 C151 C150 -4(2) . . . . ? Ir2 N151 C151 C150 -178.3(12) . . . . ? C151 C150 C152 F152 -125(2) . . . . ? C149 C150 C152 F152 57(3) . . . . ? C151 C150 C152 F153 0(3) . . . . ? C149 C150 C152 F153 -178.2(18) . . . . ? C151 C150 C152 F151 115(2) . . . . ? C149 C150 C152 F151 -62(3) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 9.041 _refine_diff_density_min -5.035 _refine_diff_density_rms 0.307