# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email etienne.baranoff@epfl.ch _publ_contact_author_name 'Etienne Baranoff' loop_ _publ_author_name 'Florian Kessler' 'Ruben Costa' 'Davide Di Censo' 'Rosario Scopelliti' 'Enrique Orti' 'Henk J. Bolink' 'Sebastian Meier' 'Wiebke Sarfert' 'Michael Gratzel' 'Mohammad Nazeeruddin' 'Etienne Baranoff' data_fk125 _database_code_depnum_ccdc_archive 'CCDC 822776' #TrackingRef '- Complex_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H23 F4 Ir N7, F6 P, 2.5(C H2 Cl2)' _chemical_formula_sum 'C36.50 H28 Cl5 F10 Ir N7 P' _chemical_formula_weight 1155.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 18.9854(16) _cell_length_b 10.9239(9) _cell_length_c 40.018(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8299.6(17) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 288 _cell_measurement_theta_min 3 _cell_measurement_theta_max 22 _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.849 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4504 _exptl_absorpt_coefficient_mu 3.662 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4654 _exptl_absorpt_correction_T_max 0.7453 _exptl_absorpt_process_details 'SADABS 2008, Bruker AXS, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 103411 _diffrn_reflns_av_R_equivalents 0.0431 _diffrn_reflns_av_sigmaI/netI 0.0377 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -47 _diffrn_reflns_limit_l_max 47 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.92 _reflns_number_total 14675 _reflns_number_gt 13718 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs, 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Restraints were applied to some solvent molecules (4 DCM out of 6). All C-Cl and Cl...Cl were restrained using SADI cards: SADI C71 CL5 C71 CL6 C72 CL7 C72 CL8 C73 CL9 C73 CL10 C74 CL11 C74 CL12 SADI CL5 CL6 CL7 CL8 CL9 CL10 CL11 CL12 The ADPs of these solvent molecules were subjected to further restraints: SIMU 0.02 C71 > CL12 ISOR 0.01 C73 ; _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^)+(0.0347P)^2^+33.1781P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.121(6) _refine_ls_number_reflns 14675 _refine_ls_number_parameters 1118 _refine_ls_number_restraints 59 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0893 _refine_ls_wR_factor_gt 0.0870 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.134 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.282800(14) 0.11171(3) 0.386346(6) 0.01718(7) Uani 1 1 d . . . F1 F 0.2540(4) -0.0578(6) 0.50928(14) 0.0643(19) Uani 1 1 d . . . F2 F 0.0942(3) 0.2308(6) 0.48499(14) 0.0562(17) Uani 1 1 d . . . F3 F 0.1320(3) -0.3078(4) 0.37236(14) 0.0381(13) Uani 1 1 d . . . F4 F 0.0248(2) 0.0415(4) 0.34347(13) 0.0333(12) Uani 1 1 d . . . N1 N 0.3414(3) -0.0175(6) 0.41082(16) 0.0217(15) Uani 1 1 d . . . N2 N 0.1744(5) 0.0859(9) 0.49624(19) 0.047(2) Uani 1 1 d . . . N3 N 0.0791(4) -0.1325(6) 0.35791(17) 0.0249(16) Uani 1 1 d . . . N4 N 0.2158(3) 0.2353(6) 0.36508(15) 0.0193(14) Uani 1 1 d . . . N5 N 0.3428(3) 0.0691(6) 0.31300(15) 0.0177(14) Uani 1 1 d . . . N6 N 0.3966(3) 0.2054(5) 0.34361(15) 0.0159(14) Uani 1 1 d . . . N7 N 0.3637(3) 0.2398(6) 0.39813(15) 0.0204(15) Uani 1 1 d . . . C1 C 0.3956(4) -0.0811(8) 0.3977(2) 0.0259(19) Uani 1 1 d . . . H1 H 0.4073 -0.0659 0.3750 0.031 Uiso 1 1 calc R . . C2 C 0.4349(5) -0.1648(9) 0.4144(2) 0.030(2) Uani 1 1 d . . . H2 H 0.4715 -0.2085 0.4034 0.036 Uiso 1 1 calc R . . C3 C 0.4195(5) -0.1854(9) 0.4489(2) 0.036(2) Uani 1 1 d . . . H3 H 0.4469 -0.2405 0.4619 0.044 Uiso 1 1 calc R . . C4 C 0.3637(6) -0.1228(8) 0.4627(2) 0.039(2) Uani 1 1 d . . . H4 H 0.3516 -0.1363 0.4855 0.046 Uiso 1 1 calc R . . C5 C 0.3246(4) -0.0400(8) 0.44384(19) 0.0221(18) Uani 1 1 d . . . C6 C 0.2644(5) 0.0298(8) 0.4553(2) 0.029(2) Uani 1 1 d . . . C7 C 0.2296(6) 0.0232(10) 0.4857(2) 0.045(3) Uani 1 1 d . . . C8 C 0.1518(6) 0.1673(11) 0.4739(2) 0.048(3) Uani 1 1 d . . . C9 C 0.1762(4) 0.1838(9) 0.4420(2) 0.032(2) Uani 1 1 d . . . H9 H 0.1541 0.2401 0.4272 0.038 Uiso 1 1 calc R . . C10 C 0.2338(4) 0.1161(8) 0.43206(19) 0.0249(19) Uani 1 1 d . . . C11 C 0.2039(4) -0.0023(7) 0.3733(2) 0.0166(18) Uani 1 1 d . . . C12 C 0.1998(4) -0.1296(8) 0.37696(19) 0.0256(19) Uani 1 1 d . . . H12 H 0.2388 -0.1759 0.3847 0.031 Uiso 1 1 calc R . . C13 C 0.1371(5) -0.1848(8) 0.3689(2) 0.029(2) Uani 1 1 d . . . C14 C 0.0850(4) -0.0121(8) 0.3543(2) 0.0224(18) Uani 1 1 d . . . C15 C 0.1434(4) 0.0571(7) 0.36000(19) 0.0205(17) Uani 1 1 d . . . C16 C 0.1515(4) 0.1933(8) 0.3544(2) 0.0217(18) Uani 1 1 d . . . C17 C 0.1028(4) 0.2697(8) 0.3395(2) 0.0254(19) Uani 1 1 d . . . H17 H 0.0584 0.2388 0.3325 0.030 Uiso 1 1 calc R . . C18 C 0.1193(5) 0.3913(7) 0.3349(2) 0.028(2) Uani 1 1 d . . . H18 H 0.0864 0.4445 0.3245 0.033 Uiso 1 1 calc R . . C19 C 0.1832(5) 0.4354(7) 0.34549(19) 0.0251(18) Uani 1 1 d . . . H19 H 0.1949 0.5193 0.3425 0.030 Uiso 1 1 calc R . . C20 C 0.2303(4) 0.3562(7) 0.36046(19) 0.0227(18) Uani 1 1 d . . . H20 H 0.2744 0.3872 0.3678 0.027 Uiso 1 1 calc R . . C21 C 0.3424(4) 0.1193(7) 0.34303(18) 0.0160(16) Uani 1 1 d . . . C22 C 0.3937(4) 0.1228(7) 0.29257(18) 0.0158(16) Uani 1 1 d . . . C23 C 0.4070(4) 0.1037(7) 0.25901(19) 0.0198(17) Uani 1 1 d . . . H23 H 0.3823 0.0441 0.2463 0.024 Uiso 1 1 calc R . . C24 C 0.4593(4) 0.1780(8) 0.2450(2) 0.0240(19) Uani 1 1 d . . . H24 H 0.4708 0.1688 0.2221 0.029 Uiso 1 1 calc R . . C25 C 0.4944(4) 0.2642(7) 0.26382(19) 0.0209(17) Uani 1 1 d . . . H25 H 0.5299 0.3119 0.2533 0.025 Uiso 1 1 calc R . . C26 C 0.4803(4) 0.2845(7) 0.2972(2) 0.0216(17) Uani 1 1 d . . . H26 H 0.5045 0.3453 0.3097 0.026 Uiso 1 1 calc R . . C27 C 0.4285(4) 0.2104(7) 0.31155(18) 0.0173(17) Uani 1 1 d . . . C28 C 0.4094(4) 0.2689(8) 0.37349(18) 0.0212(17) Uani 1 1 d . . . C29 C 0.4648(4) 0.3526(7) 0.37826(19) 0.0211(18) Uani 1 1 d . . . H29 H 0.4961 0.3712 0.3605 0.025 Uiso 1 1 calc R . . C30 C 0.4731(4) 0.4080(7) 0.4094(2) 0.0228(18) Uani 1 1 d . . . C31 C 0.4269(5) 0.3776(8) 0.4341(2) 0.029(2) Uani 1 1 d . . . H31 H 0.4318 0.4133 0.4556 0.035 Uiso 1 1 calc R . . C32 C 0.3730(4) 0.2950(9) 0.4281(2) 0.030(2) Uani 1 1 d . . . H32 H 0.3412 0.2764 0.4457 0.037 Uiso 1 1 calc R . . C33 C 0.2946(4) -0.0268(8) 0.3014(2) 0.0193(17) Uani 1 1 d . . . H33A H 0.2762 -0.0721 0.3206 0.029 Uiso 1 1 calc R . . H33B H 0.3199 -0.0830 0.2866 0.029 Uiso 1 1 calc R . . H33C H 0.2554 0.0108 0.2892 0.029 Uiso 1 1 calc R . . C34 C 0.5308(4) 0.4979(8) 0.4152(2) 0.030(2) Uani 1 1 d . . . H34A H 0.5179 0.5523 0.4337 0.045 Uiso 1 1 calc R . . H34B H 0.5383 0.5464 0.3949 0.045 Uiso 1 1 calc R . . H34C H 0.5743 0.4541 0.4209 0.045 Uiso 1 1 calc R . . Ir2 Ir 0.049641(14) 0.39245(3) 0.626331(6) 0.01742(7) Uani 1 1 d . . . F5 F 0.0283(3) 0.5390(7) 0.50078(13) 0.0623(19) Uani 1 1 d . . . F6 F -0.1438(3) 0.2844(6) 0.52977(13) 0.0508(16) Uani 1 1 d . . . F7 F -0.1017(3) 0.8111(4) 0.63907(14) 0.0378(13) Uani 1 1 d . . . F8 F -0.2093(2) 0.4630(5) 0.66841(14) 0.0341(12) Uani 1 1 d . . . N8 N 0.1082(3) 0.5220(7) 0.60100(16) 0.0243(16) Uani 1 1 d . . . N9 N -0.0557(5) 0.4084(9) 0.5161(2) 0.051(3) Uani 1 1 d . . . N10 N -0.1536(4) 0.6343(6) 0.65408(18) 0.0281(17) Uani 1 1 d . . . N11 N -0.0181(3) 0.2676(6) 0.64744(15) 0.0191(14) Uani 1 1 d . . . N12 N 0.1080(3) 0.4344(6) 0.70000(14) 0.0153(13) Uani 1 1 d . . . N13 N 0.1622(3) 0.2983(6) 0.66942(14) 0.0154(14) Uani 1 1 d . . . N14 N 0.1300(3) 0.2622(6) 0.61499(15) 0.0191(14) Uani 1 1 d . . . C35 C 0.1609(4) 0.5868(7) 0.6152(2) 0.0253(19) Uani 1 1 d . . . H35 H 0.1692 0.5792 0.6385 0.030 Uiso 1 1 calc R . . C36 C 0.2025(5) 0.6629(10) 0.5966(3) 0.037(2) Uani 1 1 d . . . H36 H 0.2412 0.7034 0.6069 0.045 Uiso 1 1 calc R . . C37 C 0.1889(6) 0.6817(10) 0.5630(3) 0.044(3) Uani 1 1 d . . . H37 H 0.2163 0.7367 0.5500 0.053 Uiso 1 1 calc R . . C38 C 0.1331(5) 0.6163(9) 0.5491(2) 0.039(2) Uani 1 1 d . . . H38 H 0.1230 0.6258 0.5260 0.046 Uiso 1 1 calc R . . C39 C 0.0918(4) 0.5378(9) 0.5680(2) 0.030(2) Uani 1 1 d . . . C40 C 0.0309(5) 0.4651(9) 0.5570(2) 0.028(2) Uani 1 1 d . . . C41 C 0.0008(5) 0.4687(10) 0.5252(2) 0.041(2) Uani 1 1 d . . . C42 C -0.0846(5) 0.3417(10) 0.5392(2) 0.036(2) Uani 1 1 d . . . C43 C -0.0596(5) 0.3245(9) 0.5714(2) 0.032(2) Uani 1 1 d . . . H43 H -0.0825 0.2706 0.5865 0.038 Uiso 1 1 calc R . . C44 C 0.0003(4) 0.3893(7) 0.58068(18) 0.0213(18) Uani 1 1 d . . . C45 C -0.0295(4) 0.5067(8) 0.6393(2) 0.026(2) Uani 1 1 d . . . C46 C -0.0329(4) 0.6327(7) 0.63436(16) 0.0184(17) Uani 1 1 d . . . H46 H 0.0057 0.6778 0.6256 0.022 Uiso 1 1 calc R . . C47 C -0.0961(4) 0.6885(7) 0.6430(2) 0.0253(18) Uani 1 1 d . . . C48 C -0.1491(4) 0.5165(8) 0.6584(2) 0.0238(19) Uani 1 1 d . . . C49 C -0.0891(4) 0.4434(8) 0.65207(19) 0.0198(17) Uani 1 1 d . . . C50 C -0.0821(4) 0.3141(8) 0.65817(18) 0.0185(17) Uani 1 1 d . . . C51 C -0.1305(4) 0.2331(8) 0.6728(2) 0.028(2) Uani 1 1 d . . . H51 H -0.1754 0.2630 0.6794 0.034 Uiso 1 1 calc R . . C52 C -0.1149(4) 0.1120(8) 0.6778(2) 0.031(2) Uani 1 1 d . . . H52 H -0.1476 0.0589 0.6884 0.037 Uiso 1 1 calc R . . C53 C -0.0476(4) 0.0670(8) 0.6666(2) 0.0252(18) Uani 1 1 d . . . H53 H -0.0347 -0.0164 0.6694 0.030 Uiso 1 1 calc R . . C54 C -0.0034(4) 0.1489(7) 0.65202(19) 0.0220(18) Uani 1 1 d . . . H54 H 0.0411 0.1199 0.6445 0.026 Uiso 1 1 calc R . . C55 C 0.1089(4) 0.3857(7) 0.66880(19) 0.0167(16) Uani 1 1 d . . . C56 C 0.1590(4) 0.3786(7) 0.72005(18) 0.0169(16) Uani 1 1 d . . . C57 C 0.1724(4) 0.3984(7) 0.75434(18) 0.0207(17) Uani 1 1 d . . . H57 H 0.1471 0.4571 0.7671 0.025 Uiso 1 1 calc R . . C58 C 0.2240(4) 0.3274(8) 0.7678(2) 0.025(2) Uani 1 1 d . . . H58 H 0.2355 0.3388 0.7907 0.030 Uiso 1 1 calc R . . C59 C 0.2606(4) 0.2398(8) 0.7500(2) 0.0250(18) Uani 1 1 d . . . H59 H 0.2958 0.1923 0.7608 0.030 Uiso 1 1 calc R . . C60 C 0.2459(4) 0.2204(7) 0.71564(18) 0.0172(16) Uani 1 1 d . . . H60 H 0.2708 0.1605 0.7031 0.021 Uiso 1 1 calc R . . C61 C 0.1938(4) 0.2922(7) 0.70101(19) 0.0187(17) Uani 1 1 d . . . C62 C 0.1759(4) 0.2339(6) 0.63919(17) 0.0167(16) Uani 1 1 d . . . C63 C 0.2301(4) 0.1514(8) 0.63537(19) 0.0199(18) Uani 1 1 d . . . H63 H 0.2616 0.1361 0.6533 0.024 Uiso 1 1 calc R . . C64 C 0.2385(5) 0.0908(7) 0.6052(2) 0.0244(19) Uani 1 1 d . . . C65 C 0.1923(5) 0.1250(8) 0.5791(2) 0.033(2) Uani 1 1 d . . . H65 H 0.1979 0.0909 0.5574 0.040 Uiso 1 1 calc R . . C66 C 0.1401(4) 0.2068(8) 0.5851(2) 0.030(2) Uani 1 1 d . . . H66 H 0.1088 0.2263 0.5674 0.036 Uiso 1 1 calc R . . C67 C 0.0609(4) 0.5330(8) 0.7107(2) 0.0240(19) Uani 1 1 d . . . H67A H 0.0330 0.5612 0.6916 0.036 Uiso 1 1 calc R . . H67B H 0.0889 0.6012 0.7195 0.036 Uiso 1 1 calc R . . H67C H 0.0293 0.5026 0.7282 0.036 Uiso 1 1 calc R . . C68 C 0.2952(4) -0.0027(8) 0.6000(3) 0.035(2) Uani 1 1 d . . . H68A H 0.3350 0.0154 0.6148 0.052 Uiso 1 1 calc R . . H68B H 0.3110 -0.0002 0.5767 0.052 Uiso 1 1 calc R . . H68C H 0.2767 -0.0843 0.6051 0.052 Uiso 1 1 calc R . . P1 P 0.39262(12) 0.6459(2) 0.32611(6) 0.0275(5) Uani 1 1 d . . . F9 F 0.4579(3) 0.5951(5) 0.30343(15) 0.0429(15) Uani 1 1 d . . . F10 F 0.4398(3) 0.6245(6) 0.35863(16) 0.0510(16) Uani 1 1 d . . . F11 F 0.4241(3) 0.7826(5) 0.32332(16) 0.0474(16) Uani 1 1 d . . . F12 F 0.3293(3) 0.6992(6) 0.34699(16) 0.0560(16) Uani 1 1 d . . . F13 F 0.3510(3) 0.6672(5) 0.29195(13) 0.0434(13) Uani 1 1 d . . . F14 F 0.3618(3) 0.5101(5) 0.32836(13) 0.0361(12) Uani 1 1 d . . . P2 P 0.15878(11) -0.1466(2) 0.68724(5) 0.0234(5) Uani 1 1 d . . . F15 F 0.2258(3) -0.0937(6) 0.7070(2) 0.061(2) Uani 1 1 d . . . F16 F 0.1194(3) -0.1666(5) 0.72187(12) 0.0416(13) Uani 1 1 d . . . F17 F 0.1915(3) -0.2833(5) 0.69009(13) 0.0346(12) Uani 1 1 d . . . F18 F 0.0938(3) -0.2004(5) 0.66786(16) 0.0551(17) Uani 1 1 d . . . F19 F 0.2021(4) -0.1290(5) 0.65350(16) 0.0594(19) Uani 1 1 d . . . F20 F 0.1270(3) -0.0105(4) 0.68433(13) 0.0357(12) Uani 1 1 d . . . C69 C 0.0290(5) 0.1453(11) 0.2549(3) 0.048(3) Uani 1 1 d . . . H69A H -0.0148 0.1051 0.2471 0.058 Uiso 1 1 calc R . . H69B H 0.0169 0.1979 0.2742 0.058 Uiso 1 1 calc R . . Cl1 Cl 0.08947(12) 0.0325(2) 0.26778(6) 0.0408(6) Uani 1 1 d . . . Cl2 Cl 0.06280(13) 0.2362(3) 0.22276(8) 0.0560(8) Uani 1 1 d . . . C70 C -0.2062(5) 0.3525(12) 0.7575(3) 0.056(3) Uani 1 1 d . . . H70A H -0.2503 0.3918 0.7651 0.067 Uiso 1 1 calc R . . H70B H -0.2177 0.2998 0.7381 0.067 Uiso 1 1 calc R . . Cl3 Cl -0.14539(12) 0.4677(2) 0.74476(7) 0.0436(6) Uani 1 1 d . . . Cl4 Cl -0.17252(13) 0.2624(3) 0.78950(8) 0.0554(8) Uani 1 1 d . . . C71 C 0.0364(8) -0.0743(12) 0.5544(4) 0.062(5) Uani 0.70 1 d PD . . H71A H 0.0781 -0.0492 0.5412 0.075 Uiso 0.70 1 calc PR . . H71B H 0.0188 -0.1520 0.5448 0.075 Uiso 0.70 1 calc PR . . Cl5 Cl 0.0628(2) -0.1016(4) 0.59442(10) 0.0518(10) Uani 0.70 1 d PD . . Cl6 Cl -0.0271(3) 0.0342(5) 0.54974(15) 0.0820(15) Uani 0.70 1 d PD . . C72 C 0.2799(7) 0.5812(13) 0.4618(3) 0.067(5) Uani 0.80 1 d PD . . H72A H 0.3250 0.5582 0.4725 0.080 Uiso 0.80 1 calc PR . . H72B H 0.2646 0.6603 0.4714 0.080 Uiso 0.80 1 calc PR . . Cl7 Cl 0.2930(2) 0.5985(4) 0.41951(11) 0.0656(12) Uani 0.80 1 d PD . . Cl8 Cl 0.2181(2) 0.4718(4) 0.47045(15) 0.0900(16) Uani 0.80 1 d PD . . C73 C 0.0673(6) 0.8689(11) 0.4421(3) 0.051(4) Uani 0.70 1 d PDU . . H73A H 0.0949 0.9398 0.4340 0.061 Uiso 0.70 1 calc PR . . H73B H 0.0438 0.8313 0.4226 0.061 Uiso 0.70 1 calc PR . . Cl9 Cl 0.1263(2) 0.7596(4) 0.45997(10) 0.0546(10) Uani 0.70 1 d PD . . Cl10 Cl 0.0049(2) 0.9195(4) 0.46903(11) 0.0613(11) Uani 0.70 1 d PDU . . C74 C 0.3557(12) 0.3039(17) 0.5590(4) 0.132(8) Uani 0.80 1 d PDU . . H74A H 0.3414 0.2332 0.5729 0.159 Uiso 0.80 1 calc PR . . H74B H 0.4026 0.3303 0.5671 0.159 Uiso 0.80 1 calc PR . . Cl11 Cl 0.2999(3) 0.4165(4) 0.56706(15) 0.0949(16) Uani 0.80 1 d PDU . . Cl12 Cl 0.3662(4) 0.2528(6) 0.52032(12) 0.144(3) Uani 0.80 1 d PDU . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01896(15) 0.02107(15) 0.01150(13) 0.00163(18) 0.00112(12) 0.00070(12) F1 0.079(5) 0.085(5) 0.029(3) 0.030(3) 0.015(3) 0.031(4) F2 0.048(4) 0.083(5) 0.038(3) -0.006(3) 0.018(3) 0.029(3) F3 0.034(3) 0.019(3) 0.061(4) -0.002(2) 0.004(2) -0.006(2) F4 0.017(2) 0.031(3) 0.052(3) 0.002(3) -0.001(2) 0.000(2) N1 0.026(4) 0.025(4) 0.014(3) 0.005(3) -0.002(3) -0.004(3) N2 0.051(5) 0.069(6) 0.021(4) 0.017(4) 0.009(4) 0.015(5) N3 0.018(4) 0.030(4) 0.026(4) 0.000(3) -0.003(3) 0.002(3) N4 0.021(4) 0.021(4) 0.015(3) -0.002(3) 0.004(3) 0.004(3) N5 0.020(3) 0.017(3) 0.016(3) 0.004(3) -0.002(3) -0.002(3) N6 0.020(4) 0.012(3) 0.015(3) -0.002(3) -0.004(3) 0.001(3) N7 0.021(4) 0.025(4) 0.015(3) 0.003(3) 0.001(3) -0.001(3) C1 0.024(5) 0.034(5) 0.019(4) -0.002(4) -0.009(3) -0.006(4) C2 0.032(5) 0.032(5) 0.026(5) -0.001(4) -0.004(4) 0.005(4) C3 0.046(6) 0.040(6) 0.023(4) -0.003(4) -0.016(4) 0.012(5) C4 0.061(7) 0.036(5) 0.019(4) 0.011(4) -0.002(4) 0.003(5) C5 0.027(4) 0.026(4) 0.014(4) 0.002(3) -0.004(3) -0.006(4) C6 0.046(6) 0.028(5) 0.015(4) 0.005(4) -0.002(4) -0.003(4) C7 0.057(7) 0.050(6) 0.029(5) 0.006(5) 0.001(5) 0.016(5) C8 0.052(6) 0.065(7) 0.029(5) -0.018(5) 0.010(5) 0.014(6) C9 0.029(5) 0.043(6) 0.024(4) 0.003(4) 0.011(4) 0.008(4) C10 0.026(5) 0.036(5) 0.013(4) 0.002(4) -0.002(3) -0.007(4) C11 0.017(4) 0.017(4) 0.016(4) 0.009(3) 0.005(3) -0.006(4) C12 0.015(4) 0.041(5) 0.020(4) 0.008(4) 0.000(3) 0.000(3) C13 0.033(5) 0.019(4) 0.034(5) 0.002(4) 0.003(4) -0.007(4) C14 0.018(4) 0.025(5) 0.025(5) 0.003(4) 0.001(3) 0.004(4) C15 0.025(4) 0.014(4) 0.022(4) -0.003(3) 0.004(3) -0.005(3) C16 0.022(4) 0.020(4) 0.024(4) 0.004(4) 0.006(4) 0.002(3) C17 0.017(4) 0.030(5) 0.030(4) -0.006(4) -0.002(4) -0.003(4) C18 0.032(5) 0.019(4) 0.032(5) 0.005(4) 0.006(4) 0.007(4) C19 0.038(5) 0.014(4) 0.024(4) 0.004(3) 0.004(4) 0.005(4) C20 0.028(5) 0.019(4) 0.021(4) -0.003(3) 0.006(3) -0.005(3) C21 0.014(4) 0.020(4) 0.014(4) 0.008(3) 0.003(3) 0.003(3) C22 0.015(4) 0.018(4) 0.014(4) -0.004(3) -0.003(3) 0.003(3) C23 0.025(4) 0.017(4) 0.017(4) -0.002(3) 0.002(3) 0.002(3) C24 0.027(5) 0.037(5) 0.008(4) 0.001(4) 0.004(3) 0.010(4) C25 0.016(4) 0.027(4) 0.020(4) 0.003(3) 0.003(3) -0.003(3) C26 0.015(4) 0.021(4) 0.029(4) -0.006(4) -0.003(3) 0.000(3) C27 0.025(4) 0.018(4) 0.009(3) 0.001(3) -0.001(3) 0.010(3) C28 0.017(4) 0.030(5) 0.017(4) 0.001(3) -0.005(3) 0.008(3) C29 0.029(4) 0.023(4) 0.011(4) 0.001(3) -0.003(3) -0.001(4) C30 0.019(4) 0.026(5) 0.023(4) -0.005(4) -0.007(3) 0.006(4) C31 0.029(5) 0.042(6) 0.018(4) -0.014(4) -0.007(4) 0.005(4) C32 0.026(5) 0.051(6) 0.014(4) -0.010(4) 0.003(3) 0.001(4) C33 0.028(4) 0.015(4) 0.016(4) -0.010(3) 0.001(3) -0.002(3) C34 0.031(5) 0.037(6) 0.021(5) -0.009(4) -0.009(4) -0.001(5) Ir2 0.01614(14) 0.02322(16) 0.01289(13) -0.00422(18) -0.00196(12) 0.00039(12) F5 0.061(4) 0.109(6) 0.017(3) 0.019(3) -0.007(3) -0.013(4) F6 0.041(3) 0.082(5) 0.029(3) -0.022(3) -0.017(2) 0.004(3) F7 0.036(3) 0.019(3) 0.059(4) 0.004(2) 0.000(2) 0.000(2) F8 0.020(3) 0.033(3) 0.050(3) 0.001(3) 0.002(2) -0.001(2) N8 0.022(4) 0.040(4) 0.011(3) 0.002(3) 0.005(3) 0.001(3) N9 0.041(5) 0.089(8) 0.023(4) -0.014(5) -0.017(4) 0.005(5) N10 0.032(4) 0.020(4) 0.033(4) -0.006(3) -0.002(3) 0.012(3) N11 0.017(3) 0.021(4) 0.019(3) 0.000(3) -0.008(3) 0.000(3) N12 0.014(3) 0.019(3) 0.012(3) -0.002(3) 0.000(2) -0.004(3) N13 0.012(3) 0.024(4) 0.010(3) -0.003(3) 0.003(2) 0.000(3) N14 0.017(3) 0.027(4) 0.013(3) -0.006(3) -0.004(3) -0.001(3) C35 0.024(4) 0.028(5) 0.024(4) 0.004(4) -0.007(3) -0.007(4) C36 0.029(5) 0.043(6) 0.040(6) -0.003(5) 0.005(4) -0.005(5) C37 0.048(6) 0.040(6) 0.046(6) 0.011(5) 0.011(5) -0.010(5) C38 0.031(5) 0.061(7) 0.024(4) 0.000(5) 0.010(4) 0.001(5) C39 0.024(4) 0.047(6) 0.018(4) 0.001(4) 0.001(4) 0.005(4) C40 0.024(5) 0.040(5) 0.019(4) -0.004(4) -0.009(4) 0.003(4) C41 0.041(6) 0.069(7) 0.015(4) 0.004(5) -0.001(4) 0.006(5) C42 0.022(5) 0.060(6) 0.026(5) -0.008(5) -0.010(4) 0.002(5) C43 0.034(5) 0.041(5) 0.020(4) -0.004(4) 0.001(4) -0.006(4) C44 0.019(4) 0.029(4) 0.015(4) -0.010(3) -0.007(3) 0.003(3) C45 0.020(4) 0.038(6) 0.019(5) 0.002(4) -0.010(3) -0.008(4) C46 0.027(4) 0.019(4) 0.008(4) -0.007(3) -0.002(3) -0.009(3) C47 0.028(5) 0.018(4) 0.031(5) 0.000(4) -0.004(4) -0.001(4) C48 0.015(4) 0.033(5) 0.023(4) -0.002(4) -0.001(3) -0.006(4) C49 0.013(4) 0.029(5) 0.018(4) -0.001(3) 0.001(3) -0.008(3) C50 0.012(4) 0.032(5) 0.011(4) -0.008(3) 0.002(3) -0.004(3) C51 0.018(4) 0.038(5) 0.029(5) -0.004(4) -0.003(4) 0.001(4) C52 0.021(5) 0.035(5) 0.036(5) -0.006(4) -0.006(4) -0.015(4) C53 0.024(4) 0.021(4) 0.031(4) -0.009(4) -0.010(4) -0.006(4) C54 0.019(4) 0.028(5) 0.020(4) -0.012(3) -0.010(3) -0.004(3) C55 0.011(4) 0.021(4) 0.018(4) -0.005(3) -0.008(3) -0.003(3) C56 0.016(4) 0.018(4) 0.017(4) 0.010(3) 0.002(3) -0.010(3) C57 0.020(4) 0.028(5) 0.014(4) -0.007(3) 0.001(3) -0.003(3) C58 0.016(4) 0.036(5) 0.023(5) 0.005(4) -0.005(3) -0.010(4) C59 0.020(4) 0.030(5) 0.025(4) 0.003(4) 0.001(3) -0.006(4) C60 0.014(4) 0.023(4) 0.015(4) 0.000(3) 0.001(3) 0.002(3) C61 0.015(4) 0.023(4) 0.019(4) 0.004(3) 0.007(3) 0.000(3) C62 0.026(4) 0.011(4) 0.013(3) -0.007(3) 0.006(3) -0.007(3) C63 0.013(4) 0.027(4) 0.020(4) -0.003(3) 0.001(3) -0.001(3) C64 0.034(5) 0.022(5) 0.017(4) -0.004(3) 0.006(4) 0.000(4) C65 0.037(5) 0.036(5) 0.027(5) -0.014(4) -0.001(4) 0.006(4) C66 0.026(5) 0.043(6) 0.023(4) -0.006(4) -0.001(4) 0.002(4) C67 0.021(4) 0.029(5) 0.022(5) 0.002(4) -0.002(3) 0.001(4) C68 0.033(5) 0.021(5) 0.051(7) -0.012(4) 0.009(4) 0.004(4) P1 0.0276(12) 0.0220(11) 0.0327(12) -0.0078(10) -0.0097(10) 0.0036(9) F9 0.037(3) 0.049(4) 0.042(3) -0.006(3) 0.010(2) 0.000(2) F10 0.051(4) 0.052(4) 0.050(4) 0.001(3) -0.029(3) -0.002(3) F11 0.045(4) 0.028(3) 0.069(4) -0.005(3) -0.024(3) -0.001(3) F12 0.051(4) 0.057(4) 0.060(4) -0.021(3) 0.020(3) -0.007(3) F13 0.062(4) 0.033(3) 0.035(3) -0.005(3) -0.015(3) -0.005(3) F14 0.042(3) 0.031(3) 0.036(3) -0.001(2) -0.004(2) -0.006(2) P2 0.0227(11) 0.0245(11) 0.0230(11) -0.0034(9) 0.0058(9) 0.0002(9) F15 0.025(3) 0.049(4) 0.108(6) -0.020(4) -0.002(3) -0.012(3) F16 0.056(3) 0.036(3) 0.033(3) 0.002(2) 0.023(3) 0.003(3) F17 0.038(3) 0.025(3) 0.040(3) -0.007(2) 0.007(3) 0.006(2) F18 0.047(4) 0.050(4) 0.068(4) -0.003(3) -0.031(3) -0.016(3) F19 0.098(5) 0.040(4) 0.040(4) 0.006(3) 0.035(3) 0.002(3) F20 0.048(3) 0.026(3) 0.033(3) 0.001(2) 0.002(2) 0.012(2) C69 0.035(6) 0.068(7) 0.042(6) 0.024(5) 0.004(5) 0.013(5) Cl1 0.0342(12) 0.0381(13) 0.0503(14) 0.0156(12) -0.0109(11) -0.0097(10) Cl2 0.0295(13) 0.0565(17) 0.082(2) 0.0356(16) -0.0060(13) -0.0005(12) C70 0.048(7) 0.077(8) 0.044(6) 0.025(6) 0.003(5) -0.004(6) Cl3 0.0343(12) 0.0431(14) 0.0535(15) 0.0165(12) 0.0080(11) 0.0118(11) Cl4 0.0280(13) 0.0587(17) 0.080(2) 0.0308(15) 0.0029(13) 0.0000(12) C71 0.073(12) 0.015(7) 0.099(15) 0.009(8) -0.015(10) 0.000(7) Cl5 0.069(3) 0.042(2) 0.045(2) 0.0056(18) 0.0135(19) -0.0006(19) Cl6 0.078(3) 0.065(3) 0.103(4) 0.013(3) 0.020(3) 0.038(3) C72 0.049(9) 0.089(12) 0.062(10) -0.057(9) -0.008(7) 0.019(8) Cl7 0.084(3) 0.049(2) 0.064(3) -0.0077(19) -0.022(2) 0.0179(19) Cl8 0.079(3) 0.039(2) 0.151(5) -0.001(3) -0.003(3) -0.0013(19) C73 0.064(7) 0.051(7) 0.038(6) 0.010(6) -0.002(6) -0.034(6) Cl9 0.057(2) 0.046(2) 0.061(2) 0.0157(19) 0.0093(19) 0.0052(18) Cl10 0.049(2) 0.066(3) 0.069(3) -0.013(2) 0.002(2) 0.007(2) C74 0.171(19) 0.124(16) 0.101(15) 0.047(13) 0.030(14) 0.003(15) Cl11 0.089(3) 0.069(3) 0.127(4) -0.029(3) 0.042(3) -0.019(2) Cl12 0.252(8) 0.124(5) 0.055(3) -0.016(3) 0.011(4) 0.087(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C11 2.017(7) . ? Ir1 N4 2.041(6) . ? Ir1 N1 2.048(7) . ? Ir1 C10 2.053(8) . ? Ir1 C21 2.071(7) . ? Ir1 N7 2.131(6) . ? F1 C7 1.375(11) . ? F2 C8 1.369(11) . ? F3 C13 1.354(9) . ? F4 C14 1.356(9) . ? N1 C1 1.347(11) . ? N1 C5 1.382(10) . ? N2 C7 1.321(13) . ? N2 C8 1.333(13) . ? N3 C13 1.316(11) . ? N3 C14 1.328(10) . ? N4 C20 1.362(10) . ? N4 C16 1.373(10) . ? N5 C21 1.321(10) . ? N5 C22 1.396(10) . ? N5 C33 1.466(10) . ? N6 C21 1.395(9) . ? N6 C28 1.404(9) . ? N6 C27 1.420(9) . ? N7 C28 1.352(9) . ? N7 C32 1.353(10) . ? C1 C2 1.354(12) . ? C1 H1 0.9500 . ? C2 C3 1.433(13) . ? C2 H2 0.9500 . ? C3 C4 1.377(14) . ? C3 H3 0.9500 . ? C4 C5 1.393(12) . ? C4 H4 0.9500 . ? C5 C6 1.449(13) . ? C6 C7 1.384(13) . ? C6 C10 1.447(12) . ? C8 C9 1.370(13) . ? C9 C10 1.379(12) . ? C9 H9 0.9500 . ? C11 C12 1.400(11) . ? C11 C15 1.422(11) . ? C12 C13 1.372(11) . ? C12 H12 0.9500 . ? C14 C15 1.362(11) . ? C15 C16 1.512(11) . ? C16 C17 1.381(12) . ? C17 C18 1.376(11) . ? C17 H17 0.9500 . ? C18 C19 1.373(12) . ? C18 H18 0.9500 . ? C19 C20 1.381(11) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C22 C23 1.382(10) . ? C22 C27 1.389(11) . ? C23 C24 1.399(11) . ? C23 H23 0.9500 . ? C24 C25 1.378(12) . ? C24 H24 0.9500 . ? C25 C26 1.380(11) . ? C25 H25 0.9500 . ? C26 C27 1.397(11) . ? C26 H26 0.9500 . ? C28 C29 1.405(11) . ? C29 C30 1.394(11) . ? C29 H29 0.9500 . ? C30 C31 1.362(12) . ? C30 C34 1.491(11) . ? C31 C32 1.387(12) . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? Ir2 C45 2.022(9) . ? Ir2 C55 2.039(7) . ? Ir2 C44 2.053(7) . ? Ir2 N11 2.057(6) . ? Ir2 N8 2.065(7) . ? Ir2 N14 2.136(6) . ? F5 C41 1.349(11) . ? F6 C42 1.341(10) . ? F7 C47 1.352(9) . ? F8 C48 1.346(9) . ? N8 C35 1.350(10) . ? N8 C39 1.368(10) . ? N9 C42 1.298(13) . ? N9 C41 1.311(13) . ? N10 C48 1.302(11) . ? N10 C47 1.318(11) . ? N11 C54 1.339(10) . ? N11 C50 1.385(10) . ? N12 C55 1.358(9) . ? N12 C56 1.398(10) . ? N12 C67 1.464(11) . ? N13 C55 1.391(9) . ? N13 C61 1.401(10) . ? N13 C62 1.423(9) . ? N14 C62 1.339(9) . ? N14 C66 1.352(10) . ? C35 C36 1.366(13) . ? C35 H35 0.9500 . ? C36 C37 1.387(14) . ? C36 H36 0.9500 . ? C37 C38 1.393(14) . ? C37 H37 0.9500 . ? C38 C39 1.385(13) . ? C38 H38 0.9500 . ? C39 C40 1.472(13) . ? C40 C44 1.386(12) . ? C40 C41 1.393(12) . ? C42 C43 1.387(12) . ? C43 C44 1.390(12) . ? C43 H43 0.9500 . ? C45 C46 1.392(11) . ? C45 C49 1.420(11) . ? C46 C47 1.390(11) . ? C46 H46 0.9500 . ? C48 C49 1.414(12) . ? C49 C50 1.439(12) . ? C50 C51 1.404(12) . ? C51 C52 1.371(12) . ? C51 H51 0.9500 . ? C52 C53 1.439(12) . ? C52 H52 0.9500 . ? C53 C54 1.359(12) . ? C53 H53 0.9500 . ? C54 H54 0.9500 . ? C56 C61 1.381(11) . ? C56 C57 1.412(10) . ? C57 C58 1.361(11) . ? C57 H57 0.9500 . ? C58 C59 1.381(12) . ? C58 H58 0.9500 . ? C59 C60 1.419(11) . ? C59 H59 0.9500 . ? C60 C61 1.392(11) . ? C60 H60 0.9500 . ? C62 C63 1.376(11) . ? C63 C64 1.386(11) . ? C63 H63 0.9500 . ? C64 C65 1.413(13) . ? C64 C68 1.499(11) . ? C65 C66 1.357(12) . ? C65 H65 0.9500 . ? C66 H66 0.9500 . ? C67 H67A 0.9800 . ? C67 H67B 0.9800 . ? C67 H67C 0.9800 . ? C68 H68A 0.9800 . ? C68 H68B 0.9800 . ? C68 H68C 0.9800 . ? P1 F12 1.575(6) . ? P1 F13 1.596(5) . ? P1 F10 1.598(6) . ? P1 F14 1.598(5) . ? P1 F11 1.612(6) . ? P1 F9 1.633(6) . ? P2 F18 1.571(6) . ? P2 F16 1.590(5) . ? P2 F19 1.592(6) . ? P2 F15 1.607(6) . ? P2 F20 1.609(5) . ? P2 F17 1.621(5) . ? C69 Cl2 1.748(10) . ? C69 Cl1 1.762(10) . ? C69 H69A 0.9900 . ? C69 H69B 0.9900 . ? C70 Cl4 1.737(11) . ? C70 Cl3 1.783(11) . ? C70 H70A 0.9900 . ? C70 H70B 0.9900 . ? C71 Cl6 1.701(11) . ? C71 Cl5 1.704(12) . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C72 Cl8 1.711(11) . ? C72 Cl7 1.720(11) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C73 Cl10 1.694(11) . ? C73 Cl9 1.786(11) . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? C74 Cl11 1.656(13) . ? C74 Cl12 1.657(13) . ? C74 H74A 0.9900 . ? C74 H74B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 Ir1 N4 80.7(3) . . ? C11 Ir1 N1 95.8(3) . . ? N4 Ir1 N1 174.0(3) . . ? C11 Ir1 C10 84.7(3) . . ? N4 Ir1 C10 94.2(3) . . ? N1 Ir1 C10 80.6(3) . . ? C11 Ir1 C21 102.4(3) . . ? N4 Ir1 C21 88.0(3) . . ? N1 Ir1 C21 97.5(3) . . ? C10 Ir1 C21 172.8(3) . . ? C11 Ir1 N7 176.7(3) . . ? N4 Ir1 N7 96.1(2) . . ? N1 Ir1 N7 87.4(3) . . ? C10 Ir1 N7 96.6(3) . . ? C21 Ir1 N7 76.4(3) . . ? C1 N1 C5 117.2(7) . . ? C1 N1 Ir1 125.8(5) . . ? C5 N1 Ir1 117.0(5) . . ? C7 N2 C8 112.8(8) . . ? C13 N3 C14 113.3(7) . . ? C20 N4 C16 117.5(7) . . ? C20 N4 Ir1 124.9(5) . . ? C16 N4 Ir1 117.6(5) . . ? C21 N5 C22 111.3(6) . . ? C21 N5 C33 125.5(6) . . ? C22 N5 C33 123.2(6) . . ? C21 N6 C28 118.4(6) . . ? C21 N6 C27 109.0(6) . . ? C28 N6 C27 132.6(7) . . ? C28 N7 C32 117.3(7) . . ? C28 N7 Ir1 117.1(5) . . ? C32 N7 Ir1 125.6(5) . . ? N1 C1 C2 125.3(8) . . ? N1 C1 H1 117.4 . . ? C2 C1 H1 117.4 . . ? C1 C2 C3 117.9(8) . . ? C1 C2 H2 121.0 . . ? C3 C2 H2 121.0 . . ? C4 C3 C2 117.7(8) . . ? C4 C3 H3 121.1 . . ? C2 C3 H3 121.1 . . ? C3 C4 C5 121.1(8) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? N1 C5 C4 120.7(8) . . ? N1 C5 C6 113.1(7) . . ? C4 C5 C6 126.2(8) . . ? C7 C6 C10 114.0(8) . . ? C7 C6 C5 128.8(8) . . ? C10 C6 C5 117.1(7) . . ? N2 C7 F1 112.4(8) . . ? N2 C7 C6 129.2(9) . . ? F1 C7 C6 118.4(9) . . ? N2 C8 F2 112.2(8) . . ? N2 C8 C9 127.2(9) . . ? F2 C8 C9 120.4(10) . . ? C8 C9 C10 117.8(9) . . ? C8 C9 H9 121.1 . . ? C10 C9 H9 121.1 . . ? C9 C10 C6 118.9(7) . . ? C9 C10 Ir1 128.9(6) . . ? C6 C10 Ir1 112.1(6) . . ? C12 C11 C15 116.6(7) . . ? C12 C11 Ir1 128.9(6) . . ? C15 C11 Ir1 114.5(5) . . ? C13 C12 C11 117.4(7) . . ? C13 C12 H12 121.3 . . ? C11 C12 H12 121.3 . . ? N3 C13 F3 113.9(7) . . ? N3 C13 C12 127.9(8) . . ? F3 C13 C12 118.3(8) . . ? N3 C14 F4 113.0(7) . . ? N3 C14 C15 126.9(8) . . ? F4 C14 C15 120.0(7) . . ? C14 C15 C11 117.8(7) . . ? C14 C15 C16 127.2(8) . . ? C11 C15 C16 115.0(7) . . ? N4 C16 C17 121.8(7) . . ? N4 C16 C15 111.9(7) . . ? C17 C16 C15 126.3(8) . . ? C18 C17 C16 119.3(8) . . ? C18 C17 H17 120.4 . . ? C16 C17 H17 120.4 . . ? C19 C18 C17 119.9(8) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C20 119.1(8) . . ? C18 C19 H19 120.5 . . ? C20 C19 H19 120.5 . . ? N4 C20 C19 122.4(8) . . ? N4 C20 H20 118.8 . . ? C19 C20 H20 118.8 . . ? N5 C21 N6 106.9(6) . . ? N5 C21 Ir1 138.4(6) . . ? N6 C21 Ir1 114.6(5) . . ? C23 C22 C27 123.3(7) . . ? C23 C22 N5 129.2(7) . . ? C27 C22 N5 107.4(6) . . ? C22 C23 C24 115.5(7) . . ? C22 C23 H23 122.3 . . ? C24 C23 H23 122.3 . . ? C25 C24 C23 121.4(7) . . ? C25 C24 H24 119.3 . . ? C23 C24 H24 119.3 . . ? C24 C25 C26 123.0(7) . . ? C24 C25 H25 118.5 . . ? C26 C25 H25 118.5 . . ? C25 C26 C27 116.2(7) . . ? C25 C26 H26 121.9 . . ? C27 C26 H26 121.9 . . ? C22 C27 C26 120.6(7) . . ? C22 C27 N6 105.4(7) . . ? C26 C27 N6 133.9(7) . . ? N7 C28 N6 113.2(7) . . ? N7 C28 C29 122.3(7) . . ? N6 C28 C29 124.5(7) . . ? C30 C29 C28 119.2(8) . . ? C30 C29 H29 120.4 . . ? C28 C29 H29 120.4 . . ? C31 C30 C29 118.1(8) . . ? C31 C30 C34 121.4(8) . . ? C29 C30 C34 120.6(8) . . ? C30 C31 C32 120.5(7) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? N7 C32 C31 122.7(8) . . ? N7 C32 H32 118.7 . . ? C31 C32 H32 118.7 . . ? N5 C33 H33A 109.5 . . ? N5 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N5 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C30 C34 H34A 109.5 . . ? C30 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C30 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C45 Ir2 C55 102.6(3) . . ? C45 Ir2 C44 84.3(3) . . ? C55 Ir2 C44 172.9(3) . . ? C45 Ir2 N11 80.7(3) . . ? C55 Ir2 N11 88.8(3) . . ? C44 Ir2 N11 94.0(3) . . ? C45 Ir2 N8 95.9(3) . . ? C55 Ir2 N8 97.9(3) . . ? C44 Ir2 N8 79.6(3) . . ? N11 Ir2 N8 173.1(2) . . ? C45 Ir2 N14 175.9(3) . . ? C55 Ir2 N14 76.0(3) . . ? C44 Ir2 N14 97.2(3) . . ? N11 Ir2 N14 95.3(2) . . ? N8 Ir2 N14 88.1(3) . . ? C35 N8 C39 120.5(7) . . ? C35 N8 Ir2 123.5(5) . . ? C39 N8 Ir2 116.0(6) . . ? C42 N9 C41 115.4(8) . . ? C48 N10 C47 115.8(7) . . ? C54 N11 C50 119.8(7) . . ? C54 N11 Ir2 124.6(5) . . ? C50 N11 Ir2 115.6(5) . . ? C55 N12 C56 110.4(6) . . ? C55 N12 C67 124.4(6) . . ? C56 N12 C67 125.2(6) . . ? C55 N13 C61 111.1(6) . . ? C55 N13 C62 117.2(6) . . ? C61 N13 C62 131.7(6) . . ? C62 N14 C66 116.4(7) . . ? C62 N14 Ir2 117.7(5) . . ? C66 N14 Ir2 125.9(5) . . ? N8 C35 C36 121.3(8) . . ? N8 C35 H35 119.3 . . ? C36 C35 H35 119.3 . . ? C35 C36 C37 120.6(9) . . ? C35 C36 H36 119.7 . . ? C37 C36 H36 119.7 . . ? C36 C37 C38 116.9(9) . . ? C36 C37 H37 121.5 . . ? C38 C37 H37 121.5 . . ? C39 C38 C37 122.0(9) . . ? C39 C38 H38 119.0 . . ? C37 C38 H38 119.0 . . ? N8 C39 C38 118.5(8) . . ? N8 C39 C40 113.5(8) . . ? C38 C39 C40 128.0(8) . . ? C44 C40 C41 118.0(8) . . ? C44 C40 C39 116.5(7) . . ? C41 C40 C39 125.4(9) . . ? N9 C41 F5 113.5(8) . . ? N9 C41 C40 125.2(9) . . ? F5 C41 C40 121.3(9) . . ? N9 C42 F6 114.6(8) . . ? N9 C42 C43 126.4(9) . . ? F6 C42 C43 119.0(9) . . ? C42 C43 C44 117.4(8) . . ? C42 C43 H43 121.3 . . ? C44 C43 H43 121.3 . . ? C40 C44 C43 117.6(7) . . ? C40 C44 Ir2 114.1(6) . . ? C43 C44 Ir2 128.3(6) . . ? C46 C45 C49 119.8(8) . . ? C46 C45 Ir2 127.4(6) . . ? C49 C45 Ir2 112.5(6) . . ? C47 C46 C45 116.0(7) . . ? C47 C46 H46 122.0 . . ? C45 C46 H46 122.0 . . ? N10 C47 F7 114.7(7) . . ? N10 C47 C46 127.0(7) . . ? F7 C47 C46 118.3(7) . . ? N10 C48 F8 114.4(7) . . ? N10 C48 C49 126.0(8) . . ? F8 C48 C49 119.5(8) . . ? C48 C49 C45 115.5(7) . . ? C48 C49 C50 126.7(7) . . ? C45 C49 C50 117.7(7) . . ? N11 C50 C51 118.2(7) . . ? N11 C50 C49 112.9(7) . . ? C51 C50 C49 129.0(7) . . ? C52 C51 C50 121.8(8) . . ? C52 C51 H51 119.1 . . ? C50 C51 H51 119.1 . . ? C51 C52 C53 118.4(8) . . ? C51 C52 H52 120.8 . . ? C53 C52 H52 120.8 . . ? C54 C53 C52 117.2(8) . . ? C54 C53 H53 121.4 . . ? C52 C53 H53 121.4 . . ? N11 C54 C53 124.5(8) . . ? N11 C54 H54 117.7 . . ? C53 C54 H54 117.7 . . ? N12 C55 N13 105.2(6) . . ? N12 C55 Ir2 138.2(6) . . ? N13 C55 Ir2 116.2(5) . . ? C61 C56 N12 108.2(7) . . ? C61 C56 C57 123.7(7) . . ? N12 C56 C57 128.0(7) . . ? C58 C57 C56 115.3(7) . . ? C58 C57 H57 122.4 . . ? C56 C57 H57 122.4 . . ? C57 C58 C59 123.5(8) . . ? C57 C58 H58 118.2 . . ? C59 C58 H58 118.2 . . ? C58 C59 C60 120.4(8) . . ? C58 C59 H59 119.8 . . ? C60 C59 H59 119.8 . . ? C61 C60 C59 117.6(7) . . ? C61 C60 H60 121.2 . . ? C59 C60 H60 121.2 . . ? C56 C61 C60 119.5(7) . . ? C56 C61 N13 105.1(7) . . ? C60 C61 N13 135.3(7) . . ? N14 C62 C63 123.9(7) . . ? N14 C62 N13 112.5(6) . . ? C63 C62 N13 123.7(7) . . ? C62 C63 C64 119.7(7) . . ? C62 C63 H63 120.2 . . ? C64 C63 H63 120.2 . . ? C63 C64 C65 116.5(7) . . ? C63 C64 C68 121.9(8) . . ? C65 C64 C68 121.5(8) . . ? C66 C65 C64 119.7(8) . . ? C66 C65 H65 120.1 . . ? C64 C65 H65 120.1 . . ? N14 C66 C65 123.7(8) . . ? N14 C66 H66 118.1 . . ? C65 C66 H66 118.1 . . ? N12 C67 H67A 109.5 . . ? N12 C67 H67B 109.5 . . ? H67A C67 H67B 109.5 . . ? N12 C67 H67C 109.5 . . ? H67A C67 H67C 109.5 . . ? H67B C67 H67C 109.5 . . ? C64 C68 H68A 109.5 . . ? C64 C68 H68B 109.5 . . ? H68A C68 H68B 109.5 . . ? C64 C68 H68C 109.5 . . ? H68A C68 H68C 109.5 . . ? H68B C68 H68C 109.5 . . ? F12 P1 F13 91.3(3) . . ? F12 P1 F10 92.9(4) . . ? F13 P1 F10 175.5(4) . . ? F12 P1 F14 91.9(3) . . ? F13 P1 F14 90.1(3) . . ? F10 P1 F14 91.4(3) . . ? F12 P1 F11 88.7(3) . . ? F13 P1 F11 89.4(3) . . ? F10 P1 F11 89.1(3) . . ? F14 P1 F11 179.2(4) . . ? F12 P1 F9 177.8(4) . . ? F13 P1 F9 87.1(3) . . ? F10 P1 F9 88.7(3) . . ? F14 P1 F9 89.6(3) . . ? F11 P1 F9 89.7(3) . . ? F18 P2 F16 90.6(3) . . ? F18 P2 F19 91.8(4) . . ? F16 P2 F19 176.9(4) . . ? F18 P2 F15 179.1(4) . . ? F16 P2 F15 89.5(4) . . ? F19 P2 F15 88.0(4) . . ? F18 P2 F20 90.9(3) . . ? F16 P2 F20 90.8(3) . . ? F19 P2 F20 91.1(3) . . ? F15 P2 F20 90.0(3) . . ? F18 P2 F17 89.5(3) . . ? F16 P2 F17 89.5(3) . . ? F19 P2 F17 88.5(3) . . ? F15 P2 F17 89.6(3) . . ? F20 P2 F17 179.5(3) . . ? Cl2 C69 Cl1 111.9(5) . . ? Cl2 C69 H69A 109.2 . . ? Cl1 C69 H69A 109.2 . . ? Cl2 C69 H69B 109.2 . . ? Cl1 C69 H69B 109.2 . . ? H69A C69 H69B 107.9 . . ? Cl4 C70 Cl3 111.9(6) . . ? Cl4 C70 H70A 109.2 . . ? Cl3 C70 H70A 109.2 . . ? Cl4 C70 H70B 109.2 . . ? Cl3 C70 H70B 109.2 . . ? H70A C70 H70B 107.9 . . ? Cl6 C71 Cl5 115.7(9) . . ? Cl6 C71 H71A 108.4 . . ? Cl5 C71 H71A 108.4 . . ? Cl6 C71 H71B 108.4 . . ? Cl5 C71 H71B 108.4 . . ? H71A C71 H71B 107.4 . . ? Cl8 C72 Cl7 112.0(7) . . ? Cl8 C72 H72A 109.2 . . ? Cl7 C72 H72A 109.2 . . ? Cl8 C72 H72B 109.2 . . ? Cl7 C72 H72B 109.2 . . ? H72A C72 H72B 107.9 . . ? Cl10 C73 Cl9 113.8(7) . . ? Cl10 C73 H73A 108.8 . . ? Cl9 C73 H73A 108.8 . . ? Cl10 C73 H73B 108.8 . . ? Cl9 C73 H73B 108.8 . . ? H73A C73 H73B 107.7 . . ? Cl11 C74 Cl12 120.7(11) . . ? Cl11 C74 H74A 107.2 . . ? Cl12 C74 H74A 107.2 . . ? Cl11 C74 H74B 107.2 . . ? Cl12 C74 H74B 107.2 . . ? H74A C74 H74B 106.8 . . ? 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 C11 Ir1 N1 C1 96.4(7) . . . . ? C10 Ir1 N1 C1 180.0(7) . . . . ? C21 Ir1 N1 C1 -7.0(7) . . . . ? N7 Ir1 N1 C1 -82.9(7) . . . . ? C11 Ir1 N1 C5 -84.7(6) . . . . ? C10 Ir1 N1 C5 -1.1(6) . . . . ? C21 Ir1 N1 C5 171.9(6) . . . . ? N7 Ir1 N1 C5 96.0(6) . . . . ? C11 Ir1 N4 C20 -175.7(6) . . . . ? C10 Ir1 N4 C20 100.4(6) . . . . ? C21 Ir1 N4 C20 -72.8(6) . . . . ? N7 Ir1 N4 C20 3.4(6) . . . . ? C11 Ir1 N4 C16 3.9(6) . . . . ? C10 Ir1 N4 C16 -80.0(6) . . . . ? C21 Ir1 N4 C16 106.8(6) . . . . ? N7 Ir1 N4 C16 -177.1(6) . . . . ? N4 Ir1 N7 C28 -83.0(6) . . . . ? N1 Ir1 N7 C28 101.8(6) . . . . ? C10 Ir1 N7 C28 -178.0(6) . . . . ? C21 Ir1 N7 C28 3.5(5) . . . . ? N4 Ir1 N7 C32 96.6(7) . . . . ? N1 Ir1 N7 C32 -78.6(7) . . . . ? C10 Ir1 N7 C32 1.7(7) . . . . ? C21 Ir1 N7 C32 -176.9(7) . . . . ? C5 N1 C1 C2 -0.2(12) . . . . ? Ir1 N1 C1 C2 178.7(7) . . . . ? N1 C1 C2 C3 -2.2(14) . . . . ? C1 C2 C3 C4 2.9(14) . . . . ? C2 C3 C4 C5 -1.5(15) . . . . ? C1 N1 C5 C4 1.7(12) . . . . ? Ir1 N1 C5 C4 -177.3(7) . . . . ? C1 N1 C5 C6 -178.2(7) . . . . ? Ir1 N1 C5 C6 2.8(9) . . . . ? C3 C4 C5 N1 -0.8(14) . . . . ? C3 C4 C5 C6 179.1(9) . . . . ? N1 C5 C6 C7 174.2(10) . . . . ? C4 C5 C6 C7 -5.7(16) . . . . ? N1 C5 C6 C10 -3.5(11) . . . . ? C4 C5 C6 C10 176.6(8) . . . . ? C8 N2 C7 F1 178.0(9) . . . . ? C8 N2 C7 C6 -1.4(18) . . . . ? C10 C6 C7 N2 -1.7(17) . . . . ? C5 C6 C7 N2 -179.5(10) . . . . ? C10 C6 C7 F1 179.0(8) . . . . ? C5 C6 C7 F1 1.1(17) . . . . ? C7 N2 C8 F2 179.4(9) . . . . ? C7 N2 C8 C9 5.0(17) . . . . ? N2 C8 C9 C10 -5.2(17) . . . . ? F2 C8 C9 C10 -179.1(9) . . . . ? C8 C9 C10 C6 1.4(13) . . . . ? C8 C9 C10 Ir1 177.8(8) . . . . ? C7 C6 C10 C9 1.6(13) . . . . ? C5 C6 C10 C9 179.7(8) . . . . ? C7 C6 C10 Ir1 -175.5(7) . . . . ? C5 C6 C10 Ir1 2.6(10) . . . . ? C11 Ir1 C10 C9 -80.7(8) . . . . ? N4 Ir1 C10 C9 -0.4(8) . . . . ? N1 Ir1 C10 C9 -177.5(9) . . . . ? N7 Ir1 C10 C9 96.2(8) . . . . ? C11 Ir1 C10 C6 96.0(6) . . . . ? N4 Ir1 C10 C6 176.2(6) . . . . ? N1 Ir1 C10 C6 -0.8(6) . . . . ? N7 Ir1 C10 C6 -87.1(6) . . . . ? N4 Ir1 C11 C12 177.5(8) . . . . ? N1 Ir1 C11 C12 -7.4(8) . . . . ? C10 Ir1 C11 C12 -87.3(8) . . . . ? C21 Ir1 C11 C12 91.7(8) . . . . ? N4 Ir1 C11 C15 -5.4(6) . . . . ? N1 Ir1 C11 C15 169.7(6) . . . . ? C10 Ir1 C11 C15 89.7(6) . . . . ? C21 Ir1 C11 C15 -91.3(6) . . . . ? C15 C11 C12 C13 -2.9(11) . . . . ? Ir1 C11 C12 C13 174.1(6) . . . . ? C14 N3 C13 F3 -179.4(7) . . . . ? C14 N3 C13 C12 0.9(13) . . . . ? C11 C12 C13 N3 -0.1(14) . . . . ? C11 C12 C13 F3 -179.7(7) . . . . ? C13 N3 C14 F4 -179.1(7) . . . . ? C13 N3 C14 C15 1.5(12) . . . . ? N3 C14 C15 C11 -4.5(13) . . . . ? F4 C14 C15 C11 176.2(7) . . . . ? N3 C14 C15 C16 176.9(8) . . . . ? F4 C14 C15 C16 -2.4(13) . . . . ? C12 C11 C15 C14 5.0(11) . . . . ? Ir1 C11 C15 C14 -172.5(6) . . . . ? C12 C11 C15 C16 -176.3(7) . . . . ? Ir1 C11 C15 C16 6.2(9) . . . . ? C20 N4 C16 C17 0.0(11) . . . . ? Ir1 N4 C16 C17 -179.6(6) . . . . ? C20 N4 C16 C15 178.0(6) . . . . ? Ir1 N4 C16 C15 -1.5(8) . . . . ? C14 C15 C16 N4 175.5(8) . . . . ? C11 C15 C16 N4 -3.1(10) . . . . ? C14 C15 C16 C17 -6.6(14) . . . . ? C11 C15 C16 C17 174.9(8) . . . . ? N4 C16 C17 C18 0.6(13) . . . . ? C15 C16 C17 C18 -177.2(8) . . . . ? C16 C17 C18 C19 -0.7(13) . . . . ? C17 C18 C19 C20 0.3(13) . . . . ? C16 N4 C20 C19 -0.4(11) . . . . ? Ir1 N4 C20 C19 179.1(6) . . . . ? C18 C19 C20 N4 0.2(12) . . . . ? C22 N5 C21 N6 -2.9(8) . . . . ? C33 N5 C21 N6 179.8(7) . . . . ? C22 N5 C21 Ir1 173.2(6) . . . . ? C33 N5 C21 Ir1 -4.1(13) . . . . ? C28 N6 C21 N5 -177.4(6) . . . . ? C27 N6 C21 N5 3.0(8) . . . . ? C28 N6 C21 Ir1 5.5(8) . . . . ? C27 N6 C21 Ir1 -174.1(5) . . . . ? C11 Ir1 C21 N5 -3.6(9) . . . . ? N4 Ir1 C21 N5 -83.6(8) . . . . ? N1 Ir1 C21 N5 94.1(8) . . . . ? N7 Ir1 C21 N5 179.6(9) . . . . ? C11 Ir1 C21 N6 172.2(5) . . . . ? N4 Ir1 C21 N6 92.3(5) . . . . ? N1 Ir1 C21 N6 -90.1(5) . . . . ? N7 Ir1 C21 N6 -4.6(5) . . . . ? C21 N5 C22 C23 -174.1(8) . . . . ? C33 N5 C22 C23 3.3(12) . . . . ? C21 N5 C22 C27 1.6(9) . . . . ? C33 N5 C22 C27 179.0(7) . . . . ? C27 C22 C23 C24 0.9(11) . . . . ? N5 C22 C23 C24 176.0(7) . . . . ? C22 C23 C24 C25 -0.2(11) . . . . ? C23 C24 C25 C26 -0.8(12) . . . . ? C24 C25 C26 C27 1.1(12) . . . . ? C23 C22 C27 C26 -0.6(12) . . . . ? N5 C22 C27 C26 -176.6(7) . . . . ? C23 C22 C27 N6 176.4(7) . . . . ? N5 C22 C27 N6 0.3(8) . . . . ? C25 C26 C27 C22 -0.4(11) . . . . ? C25 C26 C27 N6 -176.3(8) . . . . ? C21 N6 C27 C22 -2.1(8) . . . . ? C28 N6 C27 C22 178.5(7) . . . . ? C21 N6 C27 C26 174.3(8) . . . . ? C28 N6 C27 C26 -5.2(14) . . . . ? C32 N7 C28 N6 178.7(7) . . . . ? Ir1 N7 C28 N6 -1.6(8) . . . . ? C32 N7 C28 C29 0.1(11) . . . . ? Ir1 N7 C28 C29 179.8(6) . . . . ? C21 N6 C28 N7 -2.5(9) . . . . ? C27 N6 C28 N7 176.9(7) . . . . ? C21 N6 C28 C29 176.1(7) . . . . ? C27 N6 C28 C29 -4.5(13) . . . . ? N7 C28 C29 C30 -0.1(12) . . . . ? N6 C28 C29 C30 -178.5(7) . . . . ? C28 C29 C30 C31 0.4(12) . . . . ? C28 C29 C30 C34 -179.5(8) . . . . ? C29 C30 C31 C32 -0.7(13) . . . . ? C34 C30 C31 C32 179.1(8) . . . . ? C28 N7 C32 C31 -0.5(12) . . . . ? Ir1 N7 C32 C31 179.9(6) . . . . ? C30 C31 C32 N7 0.8(14) . . . . ? C45 Ir2 N8 C35 94.3(7) . . . . ? C55 Ir2 N8 C35 -9.3(7) . . . . ? C44 Ir2 N8 C35 177.4(7) . . . . ? N14 Ir2 N8 C35 -84.9(7) . . . . ? C45 Ir2 N8 C39 -87.2(6) . . . . ? C55 Ir2 N8 C39 169.1(6) . . . . ? C44 Ir2 N8 C39 -4.2(6) . . . . ? N14 Ir2 N8 C39 93.5(6) . . . . ? C45 Ir2 N11 C54 -175.1(6) . . . . ? C55 Ir2 N11 C54 -72.1(6) . . . . ? C44 Ir2 N11 C54 101.3(6) . . . . ? N14 Ir2 N11 C54 3.7(6) . . . . ? C45 Ir2 N11 C50 3.0(5) . . . . ? C55 Ir2 N11 C50 106.0(5) . . . . ? C44 Ir2 N11 C50 -80.6(5) . . . . ? N14 Ir2 N11 C50 -178.2(5) . . . . ? C55 Ir2 N14 C62 3.0(5) . . . . ? C44 Ir2 N14 C62 -179.1(6) . . . . ? N11 Ir2 N14 C62 -84.4(6) . . . . ? N8 Ir2 N14 C62 101.6(6) . . . . ? C55 Ir2 N14 C66 -175.5(7) . . . . ? C44 Ir2 N14 C66 2.4(7) . . . . ? N11 Ir2 N14 C66 97.1(7) . . . . ? N8 Ir2 N14 C66 -76.9(7) . . . . ? C39 N8 C35 C36 -4.7(13) . . . . ? Ir2 N8 C35 C36 173.7(7) . . . . ? N8 C35 C36 C37 4.1(15) . . . . ? C35 C36 C37 C38 -2.3(15) . . . . ? C36 C37 C38 C39 1.3(15) . . . . ? C35 N8 C39 C38 3.6(12) . . . . ? Ir2 N8 C39 C38 -174.9(6) . . . . ? C35 N8 C39 C40 -177.0(8) . . . . ? Ir2 N8 C39 C40 4.5(10) . . . . ? C37 C38 C39 N8 -2.0(14) . . . . ? C37 C38 C39 C40 178.7(10) . . . . ? N8 C39 C40 C44 -2.0(12) . . . . ? C38 C39 C40 C44 177.4(9) . . . . ? N8 C39 C40 C41 176.4(9) . . . . ? C38 C39 C40 C41 -4.3(16) . . . . ? C42 N9 C41 F5 -178.6(9) . . . . ? C42 N9 C41 C40 0.4(16) . . . . ? C44 C40 C41 N9 2.0(16) . . . . ? C39 C40 C41 N9 -176.3(10) . . . . ? C44 C40 C41 F5 -179.0(8) . . . . ? C39 C40 C41 F5 2.6(16) . . . . ? C41 N9 C42 F6 177.5(9) . . . . ? C41 N9 C42 C43 -3.2(16) . . . . ? N9 C42 C43 C44 3.3(16) . . . . ? F6 C42 C43 C44 -177.4(8) . . . . ? C41 C40 C44 C43 -1.8(13) . . . . ? C39 C40 C44 C43 176.7(8) . . . . ? C41 C40 C44 Ir2 -180.0(7) . . . . ? C39 C40 C44 Ir2 -1.5(10) . . . . ? C42 C43 C44 C40 -0.6(13) . . . . ? C42 C43 C44 Ir2 177.3(7) . . . . ? C45 Ir2 C44 C40 100.1(7) . . . . ? N11 Ir2 C44 C40 -179.7(6) . . . . ? N8 Ir2 C44 C40 2.9(6) . . . . ? N14 Ir2 C44 C40 -83.8(6) . . . . ? C45 Ir2 C44 C43 -77.9(8) . . . . ? N11 Ir2 C44 C43 2.3(8) . . . . ? N8 Ir2 C44 C43 -175.0(8) . . . . ? N14 Ir2 C44 C43 98.2(8) . . . . ? C55 Ir2 C45 C46 93.5(7) . . . . ? C44 Ir2 C45 C46 -84.8(7) . . . . ? N11 Ir2 C45 C46 -179.8(7) . . . . ? N8 Ir2 C45 C46 -5.9(7) . . . . ? C55 Ir2 C45 C49 -92.5(6) . . . . ? C44 Ir2 C45 C49 89.2(6) . . . . ? N11 Ir2 C45 C49 -5.8(6) . . . . ? N8 Ir2 C45 C49 168.1(6) . . . . ? C49 C45 C46 C47 1.0(11) . . . . ? Ir2 C45 C46 C47 174.6(6) . . . . ? C48 N10 C47 F7 -179.4(7) . . . . ? C48 N10 C47 C46 2.7(13) . . . . ? C45 C46 C47 N10 -3.0(12) . . . . ? C45 C46 C47 F7 179.2(7) . . . . ? C47 N10 C48 F8 -177.5(7) . . . . ? C47 N10 C48 C49 -0.5(13) . . . . ? N10 C48 C49 C45 -1.2(12) . . . . ? F8 C48 C49 C45 175.7(7) . . . . ? N10 C48 C49 C50 176.8(8) . . . . ? F8 C48 C49 C50 -6.3(12) . . . . ? C46 C45 C49 C48 0.9(11) . . . . ? Ir2 C45 C49 C48 -173.6(6) . . . . ? C46 C45 C49 C50 -177.3(7) . . . . ? Ir2 C45 C49 C50 8.2(9) . . . . ? C54 N11 C50 C51 -1.9(10) . . . . ? Ir2 N11 C50 C51 180.0(6) . . . . ? C54 N11 C50 C49 178.7(6) . . . . ? Ir2 N11 C50 C49 0.5(8) . . . . ? C48 C49 C50 N11 176.3(7) . . . . ? C45 C49 C50 N11 -5.7(10) . . . . ? C48 C49 C50 C51 -3.1(13) . . . . ? C45 C49 C50 C51 174.9(8) . . . . ? N11 C50 C51 C52 2.7(12) . . . . ? C49 C50 C51 C52 -177.9(8) . . . . ? C50 C51 C52 C53 -2.1(13) . . . . ? C51 C52 C53 C54 0.6(12) . . . . ? C50 N11 C54 C53 0.4(11) . . . . ? Ir2 N11 C54 C53 178.5(6) . . . . ? C52 C53 C54 N11 0.2(12) . . . . ? C56 N12 C55 N13 -0.5(8) . . . . ? C67 N12 C55 N13 178.4(7) . . . . ? C56 N12 C55 Ir2 170.8(6) . . . . ? C67 N12 C55 Ir2 -10.3(12) . . . . ? C61 N13 C55 N12 0.5(8) . . . . ? C62 N13 C55 N12 -178.6(6) . . . . ? C61 N13 C55 Ir2 -173.1(5) . . . . ? C62 N13 C55 Ir2 7.9(8) . . . . ? C45 Ir2 C55 N12 -0.3(9) . . . . ? N11 Ir2 C55 N12 -80.5(8) . . . . ? N8 Ir2 C55 N12 97.6(8) . . . . ? N14 Ir2 C55 N12 -176.3(9) . . . . ? C45 Ir2 C55 N13 170.3(5) . . . . ? N11 Ir2 C55 N13 90.1(6) . . . . ? N8 Ir2 C55 N13 -91.8(6) . . . . ? N14 Ir2 C55 N13 -5.7(5) . . . . ? C55 N12 C56 C61 0.4(8) . . . . ? C67 N12 C56 C61 -178.5(7) . . . . ? C55 N12 C56 C57 -176.3(7) . . . . ? C67 N12 C56 C57 4.8(12) . . . . ? C61 C56 C57 C58 1.4(11) . . . . ? N12 C56 C57 C58 177.6(7) . . . . ? C56 C57 C58 C59 -1.3(12) . . . . ? C57 C58 C59 C60 0.7(12) . . . . ? C58 C59 C60 C61 -0.1(11) . . . . ? N12 C56 C61 C60 -177.8(7) . . . . ? C57 C56 C61 C60 -0.9(12) . . . . ? N12 C56 C61 N13 -0.1(8) . . . . ? C57 C56 C61 N13 176.8(7) . . . . ? C59 C60 C61 C56 0.2(11) . . . . ? C59 C60 C61 N13 -176.6(8) . . . . ? C55 N13 C61 C56 -0.2(8) . . . . ? C62 N13 C61 C56 178.6(7) . . . . ? C55 N13 C61 C60 176.9(9) . . . . ? C62 N13 C61 C60 -4.3(15) . . . . ? C66 N14 C62 C63 -1.6(11) . . . . ? Ir2 N14 C62 C63 179.8(6) . . . . ? C66 N14 C62 N13 178.8(7) . . . . ? Ir2 N14 C62 N13 0.2(8) . . . . ? C55 N13 C62 N14 -5.1(9) . . . . ? C61 N13 C62 N14 176.1(7) . . . . ? C55 N13 C62 C63 175.2(7) . . . . ? C61 N13 C62 C63 -3.6(12) . . . . ? N14 C62 C63 C64 -1.2(12) . . . . ? N13 C62 C63 C64 178.5(7) . . . . ? C62 C63 C64 C65 4.2(12) . . . . ? C62 C63 C64 C68 -178.2(8) . . . . ? C63 C64 C65 C66 -4.6(13) . . . . ? C68 C64 C65 C66 177.7(8) . . . . ? C62 N14 C66 C65 1.1(13) . . . . ? Ir2 N14 C66 C65 179.6(7) . . . . ? C64 C65 C66 N14 2.1(14) . . . . ? _diffrn_measured_fraction_theta_max 0.952 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.074 _refine_diff_density_min -1.005 _refine_diff_density_rms 0.125 # Attachment '- Complex_3.cif' data_fk32 _database_code_depnum_ccdc_archive 'CCDC 822777' #TrackingRef '- Complex_3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H29 F4 Ir N5 O4, F6 P, C H2 Cl2' _chemical_formula_sum 'C41 H31 Cl2 F10 Ir N5 O4 P' _chemical_formula_weight 1141.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.384(2) _cell_length_b 13.3335(12) _cell_length_c 16.662(3) _cell_angle_alpha 85.227(14) _cell_angle_beta 89.374(13) _cell_angle_gamma 68.736(8) _cell_volume 2348.3(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 202 _cell_measurement_theta_min 3 _cell_measurement_theta_max 22 _exptl_crystal_description prismatic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.615 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 3.075 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5037 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS 2008, Bruker AXS, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 42941 _diffrn_reflns_av_R_equivalents 0.0360 _diffrn_reflns_av_sigmaI/netI 0.0308 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 27.50 _reflns_number_total 10559 _reflns_number_gt 9675 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs, 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0249P)^2^+2.8821P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10559 _refine_ls_number_parameters 624 _refine_ls_number_restraints 174 _refine_ls_R_factor_all 0.0293 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0620 _refine_ls_wR_factor_gt 0.0594 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.100 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.238240(10) 0.218988(8) 0.289527(6) 0.01559(4) Uani 1 1 d . . . F1 F 0.37000(18) 0.06637(15) 0.59230(10) 0.0293(4) Uani 1 1 d . . . F2 F 0.2681(2) 0.44106(15) 0.54470(11) 0.0374(5) Uani 1 1 d . . . F3 F -0.16909(16) 0.16974(13) 0.42947(10) 0.0219(3) Uani 1 1 d . . . F4 F -0.21979(17) 0.50915(13) 0.29543(11) 0.0264(4) Uani 1 1 d . . . O1 O 0.2881(3) 0.2196(3) 0.71181(14) 0.0489(7) Uani 1 1 d . . . O2 O 0.4240(2) 0.30165(17) 0.67398(12) 0.0253(5) Uani 1 1 d . . . O3 O -0.3680(2) 0.3515(2) 0.45520(16) 0.0441(7) Uani 1 1 d . . . O4 O -0.4160(2) 0.45861(18) 0.34030(14) 0.0288(5) Uani 1 1 d . . . N1 N 0.2863(2) 0.06457(18) 0.34277(14) 0.0177(5) Uani 1 1 d . . . N2 N 0.1712(2) 0.37975(19) 0.24888(14) 0.0186(5) Uani 1 1 d . . . N3 N 0.1658(2) 0.1797(2) 0.11221(14) 0.0213(5) Uani 1 1 d . . . N4 N 0.3607(2) 0.1637(2) 0.13409(14) 0.0212(5) Uani 1 1 d . . . N5 N 0.4323(2) 0.18252(19) 0.25868(14) 0.0201(5) Uani 1 1 d . . . C1 C 0.2827(3) -0.0184(2) 0.30305(18) 0.0228(6) Uani 1 1 d . . . H1 H 0.2664 -0.0073 0.2466 0.027 Uiso 1 1 calc R . . C2 C 0.3018(3) -0.1189(2) 0.34158(19) 0.0266(7) Uani 1 1 d . . . H2 H 0.2980 -0.1758 0.3121 0.032 Uiso 1 1 calc R . . C3 C 0.3264(3) -0.1357(2) 0.4240(2) 0.0275(7) Uani 1 1 d . . . H3 H 0.3401 -0.2043 0.4517 0.033 Uiso 1 1 calc R . . C4 C 0.3309(3) -0.0510(2) 0.46530(18) 0.0244(6) Uani 1 1 d . . . H4 H 0.3481 -0.0615 0.5217 0.029 Uiso 1 1 calc R . . C5 C 0.3102(3) 0.0503(2) 0.42397(17) 0.0193(6) Uani 1 1 d . . . C6 C 0.3036(3) 0.1493(2) 0.46019(17) 0.0184(6) Uani 1 1 d . . . C7 C 0.3294(3) 0.1566(2) 0.54038(17) 0.0231(6) Uani 1 1 d . . . C8 C 0.3194(3) 0.2533(3) 0.57159(17) 0.0242(6) Uani 1 1 d . . . C9 C 0.2809(3) 0.3445(2) 0.51716(18) 0.0249(6) Uani 1 1 d . . . C10 C 0.2533(3) 0.3425(2) 0.43710(17) 0.0231(6) Uani 1 1 d . . . H10 H 0.2268 0.4073 0.4025 0.028 Uiso 1 1 calc R . . C11 C 0.2642(3) 0.2451(2) 0.40703(16) 0.0184(6) Uani 1 1 d . . . C12 C 0.3414(3) 0.2552(3) 0.66027(18) 0.0282(7) Uani 1 1 d . . . C13 C 0.4496(3) 0.3079(3) 0.75867(19) 0.0314(7) Uani 1 1 d . . . H13A H 0.3717 0.3223 0.7889 0.047 Uiso 1 1 calc R . . H13B H 0.4813 0.3664 0.7636 0.047 Uiso 1 1 calc R . . H13C H 0.5129 0.2393 0.7804 0.047 Uiso 1 1 calc R . . C14 C 0.0560(3) 0.2587(2) 0.31743(16) 0.0175(5) Uani 1 1 d . . . C15 C 0.0004(3) 0.1931(2) 0.36159(16) 0.0181(6) Uani 1 1 d . . . H15 H 0.0484 0.1189 0.3754 0.022 Uiso 1 1 calc R . . C16 C -0.1227(3) 0.2359(2) 0.38457(16) 0.0177(5) Uani 1 1 d . . . C17 C -0.2033(3) 0.3423(2) 0.36292(16) 0.0188(6) Uani 1 1 d . . . C18 C -0.1472(3) 0.4050(2) 0.31753(17) 0.0199(6) Uani 1 1 d . . . C19 C -0.0209(3) 0.3683(2) 0.29672(16) 0.0181(5) Uani 1 1 d . . . C20 C 0.0444(3) 0.4355(2) 0.25647(17) 0.0202(6) Uani 1 1 d . . . C21 C -0.0076(3) 0.5447(2) 0.22866(19) 0.0263(7) Uani 1 1 d . . . H21 H -0.0953 0.5836 0.2334 0.032 Uiso 1 1 calc R . . C22 C 0.0690(3) 0.5961(3) 0.1941(2) 0.0320(7) Uani 1 1 d . . . H22 H 0.0337 0.6703 0.1752 0.038 Uiso 1 1 calc R . . C23 C 0.1972(3) 0.5395(3) 0.1871(2) 0.0295(7) Uani 1 1 d . . . H23 H 0.2508 0.5739 0.1639 0.035 Uiso 1 1 calc R . . C24 C 0.2447(3) 0.4311(2) 0.21500(18) 0.0240(6) Uani 1 1 d . . . H24 H 0.3322 0.3915 0.2101 0.029 Uiso 1 1 calc R . . C25 C -0.3364(3) 0.3831(2) 0.39166(19) 0.0251(6) Uani 1 1 d . . . C26 C -0.5444(3) 0.5058(3) 0.3690(3) 0.0417(9) Uani 1 1 d . . . H26A H -0.5759 0.4481 0.3856 0.063 Uiso 1 1 calc R . . H26B H -0.5987 0.5539 0.3256 0.063 Uiso 1 1 calc R . . H26C H -0.5448 0.5471 0.4150 0.063 Uiso 1 1 calc R . . C27 C 0.2448(3) 0.1830(2) 0.17048(17) 0.0184(6) Uani 1 1 d . . . C28 C 0.2270(3) 0.1612(2) 0.03833(18) 0.0245(6) Uani 1 1 d . . . C29 C 0.1794(3) 0.1551(3) -0.03691(19) 0.0312(7) Uani 1 1 d . . . H29 H 0.0948 0.1602 -0.0445 0.037 Uiso 1 1 calc R . . C30 C 0.2625(4) 0.1412(3) -0.1002(2) 0.0365(8) Uani 1 1 d . . . H30 H 0.2341 0.1375 -0.1528 0.044 Uiso 1 1 calc R . . C31 C 0.3874(4) 0.1326(3) -0.08807(19) 0.0354(8) Uani 1 1 d . . . H31 H 0.4414 0.1231 -0.1330 0.042 Uiso 1 1 calc R . . C32 C 0.4355(3) 0.1372(3) -0.01245(19) 0.0302(7) Uani 1 1 d . . . H32 H 0.5205 0.1310 -0.0047 0.036 Uiso 1 1 calc R . . C33 C 0.3518(3) 0.1516(2) 0.05112(17) 0.0236(6) Uani 1 1 d . . . C34 C 0.4648(3) 0.1549(2) 0.18316(17) 0.0220(6) Uani 1 1 d . . . C35 C 0.5894(3) 0.1179(3) 0.15850(19) 0.0297(7) Uani 1 1 d . . . H35 H 0.6087 0.0995 0.1048 0.036 Uiso 1 1 calc R . . C36 C 0.6864(3) 0.1080(3) 0.2135(2) 0.0335(8) Uani 1 1 d . . . C37 C 0.6508(3) 0.1391(3) 0.29082(19) 0.0283(7) Uani 1 1 d . . . H37 H 0.7132 0.1356 0.3294 0.034 Uiso 1 1 calc R . . C38 C 0.5267(3) 0.1745(2) 0.31114(18) 0.0238(6) Uani 1 1 d . . . H38 H 0.5053 0.1944 0.3643 0.029 Uiso 1 1 calc R . . C39 C 0.0350(3) 0.1906(3) 0.1230(2) 0.0305(7) Uani 1 1 d . . . H39A H 0.0141 0.1970 0.1800 0.046 Uiso 1 1 calc R . . H39B H 0.0226 0.1268 0.1053 0.046 Uiso 1 1 calc R . . H39C H -0.0199 0.2553 0.0909 0.046 Uiso 1 1 calc R . . C40 C 0.8225(4) 0.0654(4) 0.1902(3) 0.0555(12) Uani 1 1 d . . . H40A H 0.8620 -0.0102 0.2116 0.083 Uiso 1 1 calc R . . H40B H 0.8663 0.1083 0.2123 0.083 Uiso 1 1 calc R . . H40C H 0.8279 0.0702 0.1313 0.083 Uiso 1 1 calc R . . P1 P 0.21180(8) 0.83520(7) 0.09480(5) 0.02554(17) Uani 1 1 d DU . . F5 F 0.1422(2) 0.76106(17) 0.06145(13) 0.0403(5) Uani 1 1 d U A . F6 F 0.2844(2) 0.90710(19) 0.12769(14) 0.0498(6) Uani 1 1 d U A . F7A F 0.0835(3) 0.9357(3) 0.0919(3) 0.0661(12) Uani 0.775(5) 1 d PDU A 1 F8A F 0.2432(3) 0.8710(3) 0.00588(15) 0.0402(8) Uani 0.775(5) 1 d PDU A 1 F9A F 0.3422(3) 0.7348(2) 0.0993(2) 0.0477(9) Uani 0.775(5) 1 d PDU A 1 F10A F 0.1855(4) 0.7990(3) 0.18555(17) 0.0578(12) Uani 0.775(5) 1 d PDU A 1 F7B F 0.1141(11) 0.9294(8) 0.0361(7) 0.054(3) Uani 0.225(5) 1 d PDU A 2 F8B F 0.3000(10) 0.7969(10) 0.0182(6) 0.050(3) Uani 0.225(5) 1 d PDU A 2 F9B F 0.3006(10) 0.7357(8) 0.1490(7) 0.053(3) Uani 0.225(5) 1 d PDU A 2 F10B F 0.1167(11) 0.8683(11) 0.1649(6) 0.064(3) Uani 0.225(5) 1 d PDU A 2 Cl1 Cl -0.04762(9) 0.90972(8) 0.40472(6) 0.0443(2) Uani 1 1 d D B . Cl2A Cl 0.056(3) 0.6728(4) 0.4230(5) 0.082(4) Uani 0.52(4) 1 d PDU B 1 Cl2B Cl 0.1087(12) 0.6799(6) 0.4104(6) 0.061(2) Uani 0.48(4) 1 d PDU B 2 C41 C -0.0042(4) 0.7907(3) 0.3527(2) 0.0476(10) Uani 1 1 d D . . H41A H 0.0610 0.7906 0.3128 0.057 Uiso 0.52(4) 1 calc PR B 1 H41B H -0.0786 0.7892 0.3233 0.057 Uiso 0.52(4) 1 calc PR B 1 H41C H 0.0318 0.8030 0.3001 0.057 Uiso 0.48(4) 1 calc PR B 2 H41D H -0.0800 0.7735 0.3423 0.057 Uiso 0.48(4) 1 calc PR B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01729(6) 0.01638(6) 0.01337(5) 0.00166(4) 0.00159(4) -0.00710(4) F1 0.0370(11) 0.0290(10) 0.0202(9) 0.0094(7) -0.0056(8) -0.0123(8) F2 0.0648(15) 0.0289(10) 0.0221(9) -0.0042(8) -0.0042(9) -0.0207(10) F3 0.0218(9) 0.0228(9) 0.0236(8) 0.0027(7) 0.0028(7) -0.0121(7) F4 0.0236(9) 0.0182(9) 0.0318(10) 0.0034(7) 0.0047(7) -0.0024(7) O1 0.071(2) 0.074(2) 0.0189(12) 0.0028(12) -0.0013(12) -0.0486(17) O2 0.0251(11) 0.0263(11) 0.0211(10) -0.0010(8) -0.0040(9) -0.0053(9) O3 0.0346(14) 0.0386(14) 0.0456(15) 0.0135(12) 0.0203(12) -0.0015(12) O4 0.0194(11) 0.0327(12) 0.0312(12) 0.0028(9) -0.0013(9) -0.0070(10) N1 0.0152(12) 0.0159(11) 0.0189(11) 0.0004(9) 0.0032(9) -0.0023(9) N2 0.0216(12) 0.0194(12) 0.0152(11) 0.0015(9) 0.0003(9) -0.0087(10) N3 0.0238(13) 0.0250(13) 0.0169(11) 0.0046(9) -0.0025(10) -0.0123(11) N4 0.0237(13) 0.0260(13) 0.0159(11) -0.0003(9) 0.0028(10) -0.0120(11) N5 0.0219(13) 0.0213(12) 0.0172(11) 0.0015(9) 0.0026(10) -0.0086(10) C1 0.0219(15) 0.0221(15) 0.0225(14) -0.0014(11) 0.0072(12) -0.0058(12) C2 0.0294(17) 0.0197(15) 0.0283(16) -0.0031(12) 0.0096(13) -0.0061(13) C3 0.0286(17) 0.0177(15) 0.0302(16) 0.0048(12) 0.0064(13) -0.0030(13) C4 0.0256(16) 0.0224(15) 0.0203(14) 0.0047(11) 0.0042(12) -0.0042(13) C5 0.0159(14) 0.0207(14) 0.0177(13) 0.0016(11) 0.0030(11) -0.0031(11) C6 0.0166(14) 0.0205(14) 0.0176(13) 0.0026(11) 0.0011(10) -0.0073(11) C7 0.0228(15) 0.0272(16) 0.0187(14) 0.0065(11) 0.0005(11) -0.0101(13) C8 0.0275(16) 0.0316(17) 0.0161(13) -0.0006(12) 0.0015(12) -0.0143(14) C9 0.0319(17) 0.0238(15) 0.0224(15) -0.0027(12) 0.0019(13) -0.0139(14) C10 0.0314(17) 0.0227(15) 0.0180(14) 0.0008(11) -0.0002(12) -0.0135(13) C11 0.0202(14) 0.0215(14) 0.0150(13) 0.0008(10) 0.0017(11) -0.0100(12) C12 0.0338(18) 0.0348(18) 0.0177(14) -0.0007(12) -0.0012(13) -0.0150(15) C13 0.0363(19) 0.0318(18) 0.0235(16) -0.0001(13) -0.0118(14) -0.0094(15) C14 0.0197(14) 0.0202(14) 0.0135(12) -0.0020(10) 0.0012(10) -0.0084(12) C15 0.0212(14) 0.0166(13) 0.0176(13) -0.0007(10) 0.0012(11) -0.0083(12) C16 0.0227(15) 0.0191(14) 0.0156(12) 0.0000(10) -0.0003(11) -0.0129(12) C17 0.0196(14) 0.0219(14) 0.0151(13) -0.0016(10) 0.0006(11) -0.0078(12) C18 0.0235(15) 0.0153(13) 0.0182(13) -0.0014(10) -0.0012(11) -0.0040(12) C19 0.0219(14) 0.0162(13) 0.0159(13) 0.0000(10) 0.0002(11) -0.0070(11) C20 0.0240(15) 0.0192(14) 0.0169(13) 0.0003(11) 0.0019(11) -0.0077(12) C21 0.0264(16) 0.0212(15) 0.0286(16) 0.0033(12) 0.0018(13) -0.0067(13) C22 0.041(2) 0.0181(15) 0.0357(18) 0.0070(13) 0.0030(15) -0.0118(14) C23 0.0347(19) 0.0263(17) 0.0311(17) 0.0054(13) 0.0039(14) -0.0172(15) C24 0.0266(16) 0.0251(16) 0.0227(14) 0.0022(12) 0.0024(12) -0.0133(13) C25 0.0258(16) 0.0221(15) 0.0283(16) -0.0008(12) 0.0026(13) -0.0102(13) C26 0.0191(17) 0.045(2) 0.054(2) 0.0084(18) 0.0043(16) -0.0060(16) C27 0.0192(14) 0.0185(14) 0.0181(13) 0.0026(10) 0.0022(11) -0.0085(12) C28 0.0287(17) 0.0269(16) 0.0186(14) 0.0051(11) -0.0006(12) -0.0124(13) C29 0.0352(19) 0.0401(19) 0.0220(15) 0.0029(13) -0.0029(14) -0.0190(16) C30 0.046(2) 0.050(2) 0.0164(15) 0.0008(14) -0.0028(14) -0.0225(18) C31 0.042(2) 0.050(2) 0.0179(15) -0.0028(14) 0.0089(14) -0.0225(18) C32 0.0330(18) 0.0409(19) 0.0216(15) -0.0011(13) 0.0044(13) -0.0196(16) C33 0.0305(17) 0.0277(16) 0.0147(13) 0.0012(11) 0.0005(12) -0.0137(14) C34 0.0235(15) 0.0255(15) 0.0202(14) 0.0006(11) 0.0023(12) -0.0132(13) C35 0.0252(17) 0.046(2) 0.0230(15) -0.0074(14) 0.0067(13) -0.0185(15) C36 0.0269(17) 0.052(2) 0.0293(17) -0.0078(15) 0.0048(14) -0.0234(16) C37 0.0256(17) 0.0422(19) 0.0235(15) -0.0010(13) -0.0029(13) -0.0201(15) C38 0.0266(16) 0.0272(16) 0.0198(14) 0.0025(12) -0.0007(12) -0.0135(13) C39 0.0235(16) 0.046(2) 0.0249(16) 0.0013(14) 0.0006(13) -0.0178(15) C40 0.027(2) 0.110(4) 0.041(2) -0.025(2) 0.0097(17) -0.035(2) P1 0.0291(4) 0.0281(4) 0.0208(4) -0.0009(3) 0.0045(3) -0.0124(4) F5 0.0417(12) 0.0469(13) 0.0393(12) -0.0008(9) -0.0058(10) -0.0248(10) F6 0.0726(17) 0.0524(14) 0.0420(13) -0.0112(10) 0.0051(12) -0.0422(13) F7A 0.0419(19) 0.048(2) 0.093(3) -0.021(2) 0.014(2) 0.0047(15) F8A 0.058(2) 0.049(2) 0.0227(13) 0.0036(12) 0.0022(13) -0.0318(17) F9A 0.0388(18) 0.0446(17) 0.049(2) -0.0108(15) -0.0165(15) 0.0001(14) F10A 0.101(3) 0.076(3) 0.0236(15) -0.0130(15) 0.0237(17) -0.063(2) F7B 0.074(7) 0.031(5) 0.048(6) 0.009(5) -0.018(6) -0.009(5) F8B 0.055(6) 0.058(7) 0.052(6) -0.020(5) 0.024(5) -0.035(5) F9B 0.053(6) 0.053(6) 0.060(7) 0.013(5) -0.027(6) -0.031(5) F10B 0.066(7) 0.073(8) 0.039(6) -0.003(6) 0.009(5) -0.009(6) Cl1 0.0388(5) 0.0441(5) 0.0484(5) -0.0065(4) 0.0036(4) -0.0128(4) Cl2A 0.119(9) 0.0493(17) 0.059(2) -0.0028(14) -0.020(3) -0.007(3) Cl2B 0.070(4) 0.0487(18) 0.052(2) -0.0115(14) -0.017(2) -0.0054(18) C41 0.047(2) 0.053(3) 0.040(2) -0.0078(18) -0.0036(18) -0.015(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 C14 2.006(3) . ? Ir1 N1 2.053(2) . ? Ir1 N2 2.054(2) . ? Ir1 C11 2.060(3) . ? Ir1 C27 2.073(3) . ? Ir1 N5 2.149(3) . ? F1 C7 1.357(3) . ? F2 C9 1.360(3) . ? F3 C16 1.355(3) . ? F4 C18 1.355(3) . ? O1 C12 1.208(4) . ? O2 C12 1.331(4) . ? O2 C13 1.459(4) . ? O3 C25 1.207(4) . ? O4 C25 1.333(4) . ? O4 C26 1.459(4) . ? N1 C1 1.349(4) . ? N1 C5 1.367(4) . ? N2 C24 1.352(4) . ? N2 C20 1.372(4) . ? N3 C27 1.344(4) . ? N3 C28 1.403(4) . ? N3 C39 1.454(4) . ? N4 C27 1.391(4) . ? N4 C34 1.411(4) . ? N4 C33 1.414(4) . ? N5 C34 1.351(4) . ? N5 C38 1.361(4) . ? C1 C2 1.380(4) . ? C1 H1 0.9500 . ? C2 C3 1.388(4) . ? C2 H2 0.9500 . ? C3 C4 1.387(4) . ? C3 H3 0.9500 . ? C4 C5 1.404(4) . ? C4 H4 0.9500 . ? C5 C6 1.475(4) . ? C6 C7 1.390(4) . ? C6 C11 1.421(4) . ? C7 C8 1.396(4) . ? C8 C9 1.390(4) . ? C8 C12 1.505(4) . ? C9 C10 1.379(4) . ? C10 C11 1.394(4) . ? C10 H10 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.412(4) . ? C14 C19 1.420(4) . ? C15 C16 1.372(4) . ? C15 H15 0.9500 . ? C16 C17 1.401(4) . ? C17 C18 1.397(4) . ? C17 C25 1.500(4) . ? C18 C19 1.390(4) . ? C19 C20 1.476(4) . ? C20 C21 1.397(4) . ? C21 C22 1.386(4) . ? C21 H21 0.9500 . ? C22 C23 1.387(5) . ? C22 H22 0.9500 . ? C23 C24 1.387(4) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C28 C29 1.391(4) . ? C28 C33 1.396(4) . ? C29 C30 1.387(5) . ? C29 H29 0.9500 . ? C30 C31 1.400(5) . ? C30 H30 0.9500 . ? C31 C32 1.394(4) . ? C31 H31 0.9500 . ? C32 C33 1.395(4) . ? C32 H32 0.9500 . ? C34 C35 1.392(4) . ? C35 C36 1.404(5) . ? C35 H35 0.9500 . ? C36 C37 1.397(5) . ? C36 C40 1.504(5) . ? C37 C38 1.366(4) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? P1 F10B 1.564(9) . ? P1 F9B 1.564(8) . ? P1 F7A 1.582(3) . ? P1 F8A 1.595(3) . ? P1 F9A 1.596(3) . ? P1 F6 1.605(2) . ? P1 F7B 1.606(8) . ? P1 F10A 1.607(3) . ? P1 F5 1.607(2) . ? P1 F8B 1.615(8) . ? Cl1 C41 1.780(4) . ? Cl2A C41 1.800(7) . ? Cl2B C41 1.781(6) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C41 H41C 0.9900 . ? C41 H41D 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C14 Ir1 N1 93.03(10) . . ? C14 Ir1 N2 80.07(11) . . ? N1 Ir1 N2 171.78(9) . . ? C14 Ir1 C11 85.38(11) . . ? N1 Ir1 C11 79.98(10) . . ? N2 Ir1 C11 94.90(10) . . ? C14 Ir1 C27 104.15(11) . . ? N1 Ir1 C27 97.96(10) . . ? N2 Ir1 C27 88.14(10) . . ? C11 Ir1 C27 170.39(11) . . ? C14 Ir1 N5 177.93(10) . . ? N1 Ir1 N5 88.97(9) . . ? N2 Ir1 N5 97.89(9) . . ? C11 Ir1 N5 94.46(10) . . ? C27 Ir1 N5 76.07(10) . . ? C12 O2 C13 115.4(3) . . ? C25 O4 C26 114.7(3) . . ? C1 N1 C5 119.9(2) . . ? C1 N1 Ir1 123.0(2) . . ? C5 N1 Ir1 116.82(18) . . ? C24 N2 C20 119.7(3) . . ? C24 N2 Ir1 123.5(2) . . ? C20 N2 Ir1 116.85(19) . . ? C27 N3 C28 111.1(3) . . ? C27 N3 C39 125.6(3) . . ? C28 N3 C39 123.3(3) . . ? C27 N4 C34 118.0(2) . . ? C27 N4 C33 110.8(2) . . ? C34 N4 C33 131.1(3) . . ? C34 N5 C38 117.4(3) . . ? C34 N5 Ir1 117.0(2) . . ? C38 N5 Ir1 125.2(2) . . ? N1 C1 C2 122.3(3) . . ? N1 C1 H1 118.8 . . ? C2 C1 H1 118.8 . . ? C1 C2 C3 119.0(3) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C4 C3 C2 119.1(3) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C3 C4 C5 120.1(3) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? N1 C5 C4 119.6(3) . . ? N1 C5 C6 114.0(2) . . ? C4 C5 C6 126.4(3) . . ? C7 C6 C11 118.6(3) . . ? C7 C6 C5 125.9(3) . . ? C11 C6 C5 115.4(2) . . ? F1 C7 C6 120.1(3) . . ? F1 C7 C8 116.5(3) . . ? C6 C7 C8 123.4(3) . . ? C9 C8 C7 115.8(3) . . ? C9 C8 C12 124.2(3) . . ? C7 C8 C12 119.9(3) . . ? F2 C9 C10 118.4(3) . . ? F2 C9 C8 118.2(3) . . ? C10 C9 C8 123.5(3) . . ? C9 C10 C11 119.9(3) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C10 C11 C6 118.9(3) . . ? C10 C11 Ir1 127.4(2) . . ? C6 C11 Ir1 113.6(2) . . ? O1 C12 O2 125.0(3) . . ? O1 C12 C8 123.1(3) . . ? O2 C12 C8 111.9(3) . . ? O2 C13 H13A 109.5 . . ? O2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 117.5(3) . . ? C15 C14 Ir1 127.1(2) . . ? C19 C14 Ir1 115.1(2) . . ? C16 C15 C14 120.3(3) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? F3 C16 C15 117.4(2) . . ? F3 C16 C17 118.5(3) . . ? C15 C16 C17 124.1(3) . . ? C18 C17 C16 114.6(3) . . ? C18 C17 C25 124.7(3) . . ? C16 C17 C25 120.6(3) . . ? F4 C18 C19 118.4(3) . . ? F4 C18 C17 117.5(3) . . ? C19 C18 C17 124.0(3) . . ? C18 C19 C14 119.3(3) . . ? C18 C19 C20 125.3(3) . . ? C14 C19 C20 115.3(3) . . ? N2 C20 C21 119.7(3) . . ? N2 C20 C19 112.7(2) . . ? C21 C20 C19 127.6(3) . . ? C22 C21 C20 119.9(3) . . ? C22 C21 H21 120.1 . . ? C20 C21 H21 120.1 . . ? C21 C22 C23 120.1(3) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 C24 118.1(3) . . ? C22 C23 H23 121.0 . . ? C24 C23 H23 121.0 . . ? N2 C24 C23 122.5(3) . . ? N2 C24 H24 118.7 . . ? C23 C24 H24 118.7 . . ? O3 C25 O4 123.4(3) . . ? O3 C25 C17 123.3(3) . . ? O4 C25 C17 113.3(3) . . ? O4 C26 H26A 109.5 . . ? O4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? O4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N3 C27 N4 105.7(2) . . ? N3 C27 Ir1 138.9(2) . . ? N4 C27 Ir1 115.16(19) . . ? C29 C28 C33 122.8(3) . . ? C29 C28 N3 129.6(3) . . ? C33 C28 N3 107.5(3) . . ? C30 C29 C28 116.2(3) . . ? C30 C29 H29 121.9 . . ? C28 C29 H29 121.9 . . ? C29 C30 C31 121.4(3) . . ? C29 C30 H30 119.3 . . ? C31 C30 H30 119.3 . . ? C32 C31 C30 122.3(3) . . ? C32 C31 H31 118.8 . . ? C30 C31 H31 118.8 . . ? C31 C32 C33 116.2(3) . . ? C31 C32 H32 121.9 . . ? C33 C32 H32 121.9 . . ? C32 C33 C28 121.0(3) . . ? C32 C33 N4 134.1(3) . . ? C28 C33 N4 104.8(3) . . ? N5 C34 C35 122.5(3) . . ? N5 C34 N4 113.1(3) . . ? C35 C34 N4 124.3(3) . . ? C34 C35 C36 119.6(3) . . ? C34 C35 H35 120.2 . . ? C36 C35 H35 120.2 . . ? C37 C36 C35 117.1(3) . . ? C37 C36 C40 121.5(3) . . ? C35 C36 C40 121.4(3) . . ? C38 C37 C36 120.3(3) . . ? C38 C37 H37 119.9 . . ? C36 C37 H37 119.9 . . ? N5 C38 C37 123.0(3) . . ? N5 C38 H38 118.5 . . ? C37 C38 H38 118.5 . . ? N3 C39 H39A 109.5 . . ? N3 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? N3 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C36 C40 H40A 109.5 . . ? C36 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C36 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? F10B P1 F9B 90.8(5) . . ? F10B P1 F7A 53.6(4) . . ? F9B P1 F7A 144.4(5) . . ? F10B P1 F8A 144.2(5) . . ? F9B P1 F8A 124.7(5) . . ? F7A P1 F8A 90.8(2) . . ? F10B P1 F9A 125.7(4) . . ? F7A P1 F9A 178.8(2) . . ? F8A P1 F9A 89.84(18) . . ? F10B P1 F6 89.1(5) . . ? F9B P1 F6 89.1(4) . . ? F7A P1 F6 90.18(18) . . ? F8A P1 F6 87.73(14) . . ? F9A P1 F6 88.75(16) . . ? F10B P1 F7B 89.3(5) . . ? F9B P1 F7B 174.2(6) . . ? F8A P1 F7B 55.7(4) . . ? F9A P1 F7B 144.7(4) . . ? F6 P1 F7B 96.6(4) . . ? F9B P1 F10A 53.9(5) . . ? F7A P1 F10A 90.6(2) . . ? F8A P1 F10A 177.76(18) . . ? F9A P1 F10A 88.8(2) . . ? F6 P1 F10A 90.44(15) . . ? F7B P1 F10A 125.8(5) . . ? F10B P1 F5 92.0(5) . . ? F9B P1 F5 90.0(4) . . ? F7A P1 F5 91.14(17) . . ? F8A P1 F5 91.94(13) . . ? F9A P1 F5 89.93(15) . . ? F6 P1 F5 178.64(14) . . ? F7B P1 F5 84.3(4) . . ? F10A P1 F5 89.86(14) . . ? F10B P1 F8B 174.2(6) . . ? F9B P1 F8B 90.7(5) . . ? F7A P1 F8B 124.6(4) . . ? F9A P1 F8B 56.2(4) . . ? F6 P1 F8B 96.5(4) . . ? F7B P1 F8B 88.5(5) . . ? F10A P1 F8B 143.9(5) . . ? F5 P1 F8B 82.5(4) . . ? Cl1 C41 Cl2B 110.6(3) . . ? Cl1 C41 Cl2A 110.1(3) . . ? Cl1 C41 H41A 109.6 . . ? Cl2B C41 H41A 90.1 . . ? Cl2A C41 H41A 109.6 . . ? Cl1 C41 H41B 109.6 . . ? Cl2B C41 H41B 126.3 . . ? Cl2A C41 H41B 109.6 . . ? H41A C41 H41B 108.2 . . ? Cl1 C41 H41C 109.5 . . ? Cl2B C41 H41C 109.5 . . ? Cl2A C41 H41C 126.8 . . ? H41B C41 H41C 88.5 . . ? Cl1 C41 H41D 109.5 . . ? Cl2B C41 H41D 109.5 . . ? Cl2A C41 H41D 90.4 . . ? H41A C41 H41D 125.6 . . ? H41C C41 H41D 108.1 . . ? 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 C14 Ir1 N1 C1 89.0(2) . . . . ? C11 Ir1 N1 C1 173.8(2) . . . . ? C27 Ir1 N1 C1 -15.7(2) . . . . ? N5 Ir1 N1 C1 -91.5(2) . . . . ? C14 Ir1 N1 C5 -84.2(2) . . . . ? C11 Ir1 N1 C5 0.6(2) . . . . ? C27 Ir1 N1 C5 171.1(2) . . . . ? N5 Ir1 N1 C5 95.3(2) . . . . ? C14 Ir1 N2 C24 179.3(2) . . . . ? C11 Ir1 N2 C24 94.9(2) . . . . ? C27 Ir1 N2 C24 -76.0(2) . . . . ? N5 Ir1 N2 C24 -0.3(2) . . . . ? C14 Ir1 N2 C20 -1.4(2) . . . . ? C11 Ir1 N2 C20 -85.9(2) . . . . ? C27 Ir1 N2 C20 103.3(2) . . . . ? N5 Ir1 N2 C20 178.93(19) . . . . ? N1 Ir1 N5 C34 98.0(2) . . . . ? N2 Ir1 N5 C34 -86.5(2) . . . . ? C11 Ir1 N5 C34 177.9(2) . . . . ? C27 Ir1 N5 C34 -0.4(2) . . . . ? N1 Ir1 N5 C38 -75.0(2) . . . . ? N2 Ir1 N5 C38 100.4(2) . . . . ? C11 Ir1 N5 C38 4.8(2) . . . . ? C27 Ir1 N5 C38 -173.5(3) . . . . ? C5 N1 C1 C2 0.3(4) . . . . ? Ir1 N1 C1 C2 -172.7(2) . . . . ? N1 C1 C2 C3 -0.4(5) . . . . ? C1 C2 C3 C4 0.2(5) . . . . ? C2 C3 C4 C5 0.2(5) . . . . ? C1 N1 C5 C4 0.1(4) . . . . ? Ir1 N1 C5 C4 173.5(2) . . . . ? C1 N1 C5 C6 -176.4(3) . . . . ? Ir1 N1 C5 C6 -3.0(3) . . . . ? C3 C4 C5 N1 -0.4(4) . . . . ? C3 C4 C5 C6 175.7(3) . . . . ? N1 C5 C6 C7 -176.9(3) . . . . ? C4 C5 C6 C7 6.9(5) . . . . ? N1 C5 C6 C11 4.7(4) . . . . ? C4 C5 C6 C11 -171.5(3) . . . . ? C11 C6 C7 F1 -178.5(3) . . . . ? C5 C6 C7 F1 3.2(5) . . . . ? C11 C6 C7 C8 -0.5(5) . . . . ? C5 C6 C7 C8 -178.8(3) . . . . ? F1 C7 C8 C9 178.3(3) . . . . ? C6 C7 C8 C9 0.3(5) . . . . ? F1 C7 C8 C12 -5.6(4) . . . . ? C6 C7 C8 C12 176.3(3) . . . . ? C7 C8 C9 F2 179.2(3) . . . . ? C12 C8 C9 F2 3.3(5) . . . . ? C7 C8 C9 C10 0.2(5) . . . . ? C12 C8 C9 C10 -175.7(3) . . . . ? F2 C9 C10 C11 -179.4(3) . . . . ? C8 C9 C10 C11 -0.4(5) . . . . ? C9 C10 C11 C6 0.2(5) . . . . ? C9 C10 C11 Ir1 -176.4(2) . . . . ? C7 C6 C11 C10 0.2(4) . . . . ? C5 C6 C11 C10 178.8(3) . . . . ? C7 C6 C11 Ir1 177.2(2) . . . . ? C5 C6 C11 Ir1 -4.2(3) . . . . ? C14 Ir1 C11 C10 -87.4(3) . . . . ? N1 Ir1 C11 C10 178.7(3) . . . . ? N2 Ir1 C11 C10 -7.8(3) . . . . ? N5 Ir1 C11 C10 90.6(3) . . . . ? C14 Ir1 C11 C6 95.9(2) . . . . ? N1 Ir1 C11 C6 2.0(2) . . . . ? N2 Ir1 C11 C6 175.5(2) . . . . ? N5 Ir1 C11 C6 -86.1(2) . . . . ? C13 O2 C12 O1 0.3(5) . . . . ? C13 O2 C12 C8 179.3(3) . . . . ? C9 C8 C12 O1 123.5(4) . . . . ? C7 C8 C12 O1 -52.2(5) . . . . ? C9 C8 C12 O2 -55.6(4) . . . . ? C7 C8 C12 O2 128.8(3) . . . . ? N1 Ir1 C14 C15 2.2(2) . . . . ? N2 Ir1 C14 C15 -173.3(3) . . . . ? C11 Ir1 C14 C15 -77.5(2) . . . . ? C27 Ir1 C14 C15 101.2(2) . . . . ? N1 Ir1 C14 C19 175.6(2) . . . . ? N2 Ir1 C14 C19 0.09(19) . . . . ? C11 Ir1 C14 C19 95.9(2) . . . . ? C27 Ir1 C14 C19 -85.4(2) . . . . ? C19 C14 C15 C16 -1.4(4) . . . . ? Ir1 C14 C15 C16 171.8(2) . . . . ? C14 C15 C16 F3 -177.5(2) . . . . ? C14 C15 C16 C17 4.1(4) . . . . ? F3 C16 C17 C18 179.2(2) . . . . ? C15 C16 C17 C18 -2.4(4) . . . . ? F3 C16 C17 C25 2.4(4) . . . . ? C15 C16 C17 C25 -179.2(3) . . . . ? C16 C17 C18 F4 -179.3(2) . . . . ? C25 C17 C18 F4 -2.6(4) . . . . ? C16 C17 C18 C19 -1.9(4) . . . . ? C25 C17 C18 C19 174.7(3) . . . . ? F4 C18 C19 C14 -178.3(2) . . . . ? C17 C18 C19 C14 4.4(4) . . . . ? F4 C18 C19 C20 4.2(4) . . . . ? C17 C18 C19 C20 -173.1(3) . . . . ? C15 C14 C19 C18 -2.5(4) . . . . ? Ir1 C14 C19 C18 -176.6(2) . . . . ? C15 C14 C19 C20 175.2(2) . . . . ? Ir1 C14 C19 C20 1.2(3) . . . . ? C24 N2 C20 C21 0.4(4) . . . . ? Ir1 N2 C20 C21 -178.8(2) . . . . ? C24 N2 C20 C19 -178.3(2) . . . . ? Ir1 N2 C20 C19 2.4(3) . . . . ? C18 C19 C20 N2 175.3(3) . . . . ? C14 C19 C20 N2 -2.3(3) . . . . ? C18 C19 C20 C21 -3.3(5) . . . . ? C14 C19 C20 C21 179.1(3) . . . . ? N2 C20 C21 C22 -0.4(5) . . . . ? C19 C20 C21 C22 178.1(3) . . . . ? C20 C21 C22 C23 0.0(5) . . . . ? C21 C22 C23 C24 0.5(5) . . . . ? C20 N2 C24 C23 0.0(4) . . . . ? Ir1 N2 C24 C23 179.3(2) . . . . ? C22 C23 C24 N2 -0.5(5) . . . . ? C26 O4 C25 O3 3.7(5) . . . . ? C26 O4 C25 C17 -175.7(3) . . . . ? C18 C17 C25 O3 -145.4(3) . . . . ? C16 C17 C25 O3 31.1(5) . . . . ? C18 C17 C25 O4 34.1(4) . . . . ? C16 C17 C25 O4 -149.4(3) . . . . ? C28 N3 C27 N4 -1.4(3) . . . . ? C39 N3 C27 N4 177.0(3) . . . . ? C28 N3 C27 Ir1 172.5(2) . . . . ? C39 N3 C27 Ir1 -9.2(5) . . . . ? C34 N4 C27 N3 -175.6(2) . . . . ? C33 N4 C27 N3 1.9(3) . . . . ? C34 N4 C27 Ir1 8.8(3) . . . . ? C33 N4 C27 Ir1 -173.66(19) . . . . ? C14 Ir1 C27 N3 0.1(3) . . . . ? N1 Ir1 C27 N3 95.2(3) . . . . ? N2 Ir1 C27 N3 -79.2(3) . . . . ? N5 Ir1 C27 N3 -177.8(3) . . . . ? C14 Ir1 C27 N4 173.5(2) . . . . ? N1 Ir1 C27 N4 -91.3(2) . . . . ? N2 Ir1 C27 N4 94.2(2) . . . . ? N5 Ir1 C27 N4 -4.36(19) . . . . ? C27 N3 C28 C29 -178.0(3) . . . . ? C39 N3 C28 C29 3.7(5) . . . . ? C27 N3 C28 C33 0.4(3) . . . . ? C39 N3 C28 C33 -178.0(3) . . . . ? C33 C28 C29 C30 -1.4(5) . . . . ? N3 C28 C29 C30 176.7(3) . . . . ? C28 C29 C30 C31 0.8(5) . . . . ? C29 C30 C31 C32 0.0(6) . . . . ? C30 C31 C32 C33 -0.2(5) . . . . ? C31 C32 C33 C28 -0.4(5) . . . . ? C31 C32 C33 N4 -177.7(3) . . . . ? C29 C28 C33 C32 1.3(5) . . . . ? N3 C28 C33 C32 -177.2(3) . . . . ? C29 C28 C33 N4 179.2(3) . . . . ? N3 C28 C33 N4 0.8(3) . . . . ? C27 N4 C33 C32 175.9(3) . . . . ? C34 N4 C33 C32 -7.0(6) . . . . ? C27 N4 C33 C28 -1.6(3) . . . . ? C34 N4 C33 C28 175.5(3) . . . . ? C38 N5 C34 C35 0.9(4) . . . . ? Ir1 N5 C34 C35 -172.6(2) . . . . ? C38 N5 C34 N4 178.6(2) . . . . ? Ir1 N5 C34 N4 5.0(3) . . . . ? C27 N4 C34 N5 -9.0(4) . . . . ? C33 N4 C34 N5 174.1(3) . . . . ? C27 N4 C34 C35 168.6(3) . . . . ? C33 N4 C34 C35 -8.3(5) . . . . ? N5 C34 C35 C36 0.2(5) . . . . ? N4 C34 C35 C36 -177.2(3) . . . . ? C34 C35 C36 C37 -1.5(5) . . . . ? C34 C35 C36 C40 178.2(4) . . . . ? C35 C36 C37 C38 1.8(5) . . . . ? C40 C36 C37 C38 -178.0(4) . . . . ? C34 N5 C38 C37 -0.7(4) . . . . ? Ir1 N5 C38 C37 172.3(2) . . . . ? C36 C37 C38 N5 -0.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 1.191 _refine_diff_density_min -0.897 _refine_diff_density_rms 0.096 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.077 0.500 1.000 333 75 ' ' 2 0.000 0.500 0.500 21 3 ' ' _platon_squeeze_details ; ; # Attachment '- Complex_4.cif' data_fk58 _database_code_depnum_ccdc_archive 'CCDC 822778' #TrackingRef '- Complex_4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H25 F4 Ir N5, F6 P, 1.25(C H2 Cl2)' _chemical_formula_sum 'C37.25 H27.50 Cl2.50 F10 Ir N5 P' _chemical_formula_weight 1046.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.3624(4) _cell_length_b 18.486(4) _cell_length_c 18.518(2) _cell_angle_alpha 84.272(14) _cell_angle_beta 73.057(5) _cell_angle_gamma 70.988(5) _cell_volume 3827.4(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 295 _cell_measurement_theta_min 3 _cell_measurement_theta_max 22 _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.817 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2042 _exptl_absorpt_coefficient_mu 3.790 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6424 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS 2008, Bruker AXS, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 62064 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 27.50 _reflns_number_total 16576 _reflns_number_gt 13303 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs, 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. One PF6 anion were clearly disordered and then treated by means of the split model. Its bond distances were restrained by means of DFIX cards; its ADPs treated by means of SIMU cards: SIMU 0.01 P2 > F20B DFIX 1.60 0.01 P2 F15A P2 F16A P2 F17A P2 F18A P2 F19A P2 F20A DFIX 1.60 0.01 P2 F15B P2 F16B P2 F17B P2 F18B P2 F19B P2 F20B DFIX 2.26 0.01 F18B F19B F18B F20B. ; _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^)+(0.0149P)^2^+16.0497P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 16576 _refine_ls_number_parameters 1091 _refine_ls_number_restraints 158 _refine_ls_R_factor_all 0.0510 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_ref 0.0731 _refine_ls_wR_factor_gt 0.0634 _refine_ls_goodness_of_fit_ref 1.114 _refine_ls_restrained_S_all 1.144 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.541386(15) 0.394728(10) 0.237324(10) 0.01785(5) Uani 1 1 d . . . F1 F 0.4082(3) 0.4580(2) 0.53032(19) 0.0449(8) Uani 1 1 d . . . F2 F 0.2037(3) 0.64688(19) 0.3876(2) 0.0557(10) Uani 1 1 d . . . F3 F 0.2782(3) 0.2047(2) 0.3528(2) 0.0553(11) Uani 1 1 d . . . F4 F 0.1576(3) 0.3849(2) 0.1726(2) 0.0573(11) Uani 1 1 d . . . N1 N 0.6048(3) 0.3332(2) 0.3237(2) 0.0191(8) Uani 1 1 d . . . N2 N 0.4534(3) 0.4612(2) 0.1632(2) 0.0226(9) Uani 1 1 d . . . N3 N 0.6820(4) 0.2709(2) 0.1053(2) 0.0247(9) Uani 1 1 d . . . N4 N 0.7666(3) 0.3543(2) 0.1164(2) 0.0196(8) Uani 1 1 d . . . N5 N 0.6832(3) 0.4448(2) 0.2111(2) 0.0201(8) Uani 1 1 d . . . C1 C 0.6921(4) 0.2644(3) 0.3142(3) 0.0218(10) Uani 1 1 d . . . H1 H 0.7278 0.2435 0.2648 0.026 Uiso 1 1 calc R . . C2 C 0.7310(4) 0.2236(3) 0.3737(3) 0.0273(11) Uani 1 1 d . . . H2 H 0.7912 0.1753 0.3655 0.033 Uiso 1 1 calc R . . C3 C 0.6799(5) 0.2549(3) 0.4455(3) 0.0345(13) Uani 1 1 d . . . H3 H 0.7057 0.2285 0.4872 0.041 Uiso 1 1 calc R . . C4 C 0.5909(5) 0.3252(3) 0.4559(3) 0.0308(12) Uani 1 1 d . . . H4 H 0.5559 0.3468 0.5050 0.037 Uiso 1 1 calc R . . C5 C 0.5524(4) 0.3643(3) 0.3945(3) 0.0224(10) Uani 1 1 d . . . C6 C 0.4580(4) 0.4380(3) 0.3969(3) 0.0252(11) Uani 1 1 d . . . C7 C 0.3910(5) 0.4827(3) 0.4617(3) 0.0323(12) Uani 1 1 d . . . C8 C 0.3060(5) 0.5531(3) 0.4599(4) 0.0415(14) Uani 1 1 d . . . H8 H 0.2628 0.5828 0.5041 0.050 Uiso 1 1 calc R . . C9 C 0.2875(5) 0.5777(3) 0.3905(4) 0.0385(14) Uani 1 1 d . . . C10 C 0.3469(4) 0.5357(3) 0.3247(3) 0.0310(12) Uani 1 1 d . . . H10 H 0.3281 0.5544 0.2787 0.037 Uiso 1 1 calc R . . C11 C 0.4348(4) 0.4654(3) 0.3266(3) 0.0235(10) Uani 1 1 d . . . C12 C 0.4098(4) 0.3486(3) 0.2527(3) 0.0239(10) Uani 1 1 d . . . C13 C 0.3892(4) 0.2894(3) 0.3031(3) 0.0309(12) Uani 1 1 d . . . H13 H 0.4386 0.2679 0.3356 0.037 Uiso 1 1 calc R . . C14 C 0.2965(5) 0.2630(3) 0.3047(4) 0.0378(14) Uani 1 1 d . . . C15 C 0.2172(5) 0.2944(3) 0.2617(4) 0.0466(17) Uani 1 1 d . . . H15 H 0.1520 0.2763 0.2657 0.056 Uiso 1 1 calc R . . C16 C 0.2375(5) 0.3531(3) 0.2130(4) 0.0383(14) Uani 1 1 d . . . C17 C 0.3317(4) 0.3815(3) 0.2063(3) 0.0287(12) Uani 1 1 d . . . C18 C 0.3583(4) 0.4435(3) 0.1562(3) 0.0285(11) Uani 1 1 d . . . C19 C 0.2954(5) 0.4858(3) 0.1053(4) 0.0396(14) Uani 1 1 d . . . H19 H 0.2314 0.4724 0.0982 0.048 Uiso 1 1 calc R . . C20 C 0.3265(5) 0.5463(4) 0.0661(4) 0.0462(16) Uani 1 1 d . . . H20 H 0.2836 0.5750 0.0322 0.055 Uiso 1 1 calc R . . C21 C 0.4204(5) 0.5658(3) 0.0760(3) 0.0365(14) Uani 1 1 d . . . H21 H 0.4410 0.6087 0.0506 0.044 Uiso 1 1 calc R . . C22 C 0.4836(4) 0.5209(3) 0.1241(3) 0.0282(11) Uani 1 1 d . . . H22 H 0.5502 0.5324 0.1297 0.034 Uiso 1 1 calc R . . C23 C 0.6668(4) 0.3296(3) 0.1483(3) 0.0205(10) Uani 1 1 d . . . C24 C 0.7882(4) 0.2563(3) 0.0468(3) 0.0259(11) Uani 1 1 d . . . C25 C 0.8384(5) 0.2005(3) -0.0092(3) 0.0367(13) Uani 1 1 d . . . H25 H 0.8012 0.1638 -0.0124 0.044 Uiso 1 1 calc R . . C26 C 0.9457(5) 0.2014(4) -0.0601(3) 0.0424(15) Uani 1 1 d . . . H26 H 0.9833 0.1641 -0.0988 0.051 Uiso 1 1 calc R . . C27 C 0.9998(5) 0.2561(3) -0.0556(3) 0.0359(13) Uani 1 1 d . . . H27 H 1.0720 0.2557 -0.0923 0.043 Uiso 1 1 calc R . . C28 C 0.9508(4) 0.3106(3) 0.0008(3) 0.0290(11) Uani 1 1 d . . . H28 H 0.9887 0.3469 0.0041 0.035 Uiso 1 1 calc R . . C29 C 0.8431(4) 0.3100(3) 0.0527(3) 0.0235(10) Uani 1 1 d . . . C30 C 0.7768(4) 0.4154(3) 0.1510(3) 0.0210(10) Uani 1 1 d . . . C31 C 0.8716(4) 0.4451(3) 0.1265(3) 0.0223(10) Uani 1 1 d . . . H31 H 0.9369 0.4231 0.0846 0.027 Uiso 1 1 calc R . . C32 C 0.8697(4) 0.5071(3) 0.1640(3) 0.0266(11) Uani 1 1 d . . . C33 C 0.7739(4) 0.5364(3) 0.2262(3) 0.0284(11) Uani 1 1 d . . . H33 H 0.7708 0.5784 0.2533 0.034 Uiso 1 1 calc R . . C34 C 0.6836(4) 0.5039(3) 0.2481(3) 0.0260(11) Uani 1 1 d . . . H34 H 0.6190 0.5238 0.2911 0.031 Uiso 1 1 calc R . . C35 C 0.6005(5) 0.2256(3) 0.1158(3) 0.0348(13) Uani 1 1 d . . . H35A H 0.5427 0.2363 0.1656 0.052 Uiso 1 1 calc R . . H35B H 0.6460 0.1711 0.1123 0.052 Uiso 1 1 calc R . . H35C H 0.5584 0.2393 0.0766 0.052 Uiso 1 1 calc R . . C36 C 0.9694(5) 0.5421(3) 0.1381(4) 0.0363(13) Uani 1 1 d . . . H36A H 1.0245 0.5181 0.0908 0.055 Uiso 1 1 calc R . . H36B H 1.0122 0.5336 0.1767 0.055 Uiso 1 1 calc R . . H36C H 0.9364 0.5971 0.1299 0.055 Uiso 1 1 calc R . . Ir2 Ir -0.608497(14) 0.948408(9) 0.296842(9) 0.01345(4) Uani 1 1 d . . . F5 F -0.7524(3) 1.04881(18) 0.57891(16) 0.0362(7) Uani 1 1 d . . . F6 F -0.9561(3) 0.89072(18) 0.53638(17) 0.0343(7) Uani 1 1 d . . . F7 F -0.2642(3) 0.76803(17) 0.42207(17) 0.0325(7) Uani 1 1 d . . . F8 F -0.4833(3) 0.64873(17) 0.3361(2) 0.0404(8) Uani 1 1 d . . . N6 N -0.5511(3) 1.0192(2) 0.3461(2) 0.0168(8) Uani 1 1 d . . . N7 N -0.6671(3) 0.8693(2) 0.2617(2) 0.0180(8) Uani 1 1 d . . . N8 N -0.4003(3) 0.9387(2) 0.1436(2) 0.0169(8) Uani 1 1 d . . . N9 N -0.5686(3) 1.0302(2) 0.1519(2) 0.0142(7) Uani 1 1 d . . . N10 N -0.7281(3) 1.0476(2) 0.2588(2) 0.0158(7) Uani 1 1 d . . . C37 C -0.4614(4) 1.0474(3) 0.3099(3) 0.0203(10) Uani 1 1 d . . . H37 H -0.4217 1.0346 0.2584 0.024 Uiso 1 1 calc R . . C38 C -0.4253(4) 1.0943(3) 0.3455(3) 0.0254(11) Uani 1 1 d . . . H38 H -0.3616 1.1130 0.3188 0.031 Uiso 1 1 calc R . . C39 C -0.4832(4) 1.1134(3) 0.4203(3) 0.0269(11) Uani 1 1 d . . . H39 H -0.4603 1.1459 0.4454 0.032 Uiso 1 1 calc R . . C40 C -0.5751(4) 1.0844(3) 0.4581(3) 0.0252(10) Uani 1 1 d . . . H40 H -0.6159 1.0976 0.5094 0.030 Uiso 1 1 calc R . . C41 C -0.6080(4) 1.0359(3) 0.4210(2) 0.0180(9) Uani 1 1 d . . . C42 C -0.7006(4) 0.9993(3) 0.4549(3) 0.0195(9) Uani 1 1 d . . . C43 C -0.7694(4) 1.0063(3) 0.5298(3) 0.0242(10) Uani 1 1 d . . . C44 C -0.8566(4) 0.9714(3) 0.5587(3) 0.0279(11) Uani 1 1 d . . . H44 H -0.9032 0.9775 0.6098 0.033 Uiso 1 1 calc R . . C45 C -0.8718(4) 0.9271(3) 0.5087(3) 0.0254(11) Uani 1 1 d . . . C46 C -0.8056(4) 0.9162(3) 0.4339(3) 0.0212(10) Uani 1 1 d . . . H46 H -0.8190 0.8845 0.4023 0.025 Uiso 1 1 calc R . . C47 C -0.7183(4) 0.9528(3) 0.4055(3) 0.0184(9) Uani 1 1 d . . . C48 C -0.4986(4) 0.8511(2) 0.3281(2) 0.0167(9) Uani 1 1 d . . . C49 C -0.4098(4) 0.8445(3) 0.3636(2) 0.0200(9) Uani 1 1 d . . . H49 H -0.3916 0.8886 0.3718 0.024 Uiso 1 1 calc R . . C50 C -0.3494(4) 0.7733(3) 0.3865(3) 0.0240(10) Uani 1 1 d . . . C51 C -0.3713(4) 0.7067(3) 0.3778(3) 0.0271(11) Uani 1 1 d . . . H51 H -0.3292 0.6586 0.3952 0.033 Uiso 1 1 calc R . . C52 C -0.4578(4) 0.7140(3) 0.3423(3) 0.0261(11) Uani 1 1 d . . . C53 C -0.5218(4) 0.7832(3) 0.3157(3) 0.0190(9) Uani 1 1 d . . . C54 C -0.6127(4) 0.7942(3) 0.2755(3) 0.0215(10) Uani 1 1 d . . . C55 C -0.6427(5) 0.7364(3) 0.2500(3) 0.0328(12) Uani 1 1 d . . . H55 H -0.6037 0.6842 0.2589 0.039 Uiso 1 1 calc R . . C56 C -0.7292(5) 0.7554(3) 0.2119(3) 0.0378(14) Uani 1 1 d . . . H56 H -0.7487 0.7165 0.1935 0.045 Uiso 1 1 calc R . . C57 C -0.7873(5) 0.8320(3) 0.2007(3) 0.0338(13) Uani 1 1 d . . . H57 H -0.8485 0.8462 0.1760 0.041 Uiso 1 1 calc R . . C58 C -0.7542(4) 0.8875(3) 0.2265(3) 0.0247(11) Uani 1 1 d . . . H58 H -0.7940 0.9399 0.2192 0.030 Uiso 1 1 calc R . . C59 C -0.5116(4) 0.9662(2) 0.1889(2) 0.0155(9) Uani 1 1 d . . . C60 C -0.3823(4) 0.9847(3) 0.0787(2) 0.0163(9) Uani 1 1 d . . . C61 C -0.2805(4) 0.9787(3) 0.0191(3) 0.0210(10) Uani 1 1 d . . . H61 H -0.2083 0.9385 0.0167 0.025 Uiso 1 1 calc R . . C62 C -0.2900(4) 1.0346(3) -0.0368(3) 0.0228(10) Uani 1 1 d . . . H62 H -0.2228 1.0326 -0.0786 0.027 Uiso 1 1 calc R . . C63 C -0.3966(4) 1.0939(3) -0.0327(3) 0.0217(10) Uani 1 1 d . . . H63 H -0.3995 1.1314 -0.0717 0.026 Uiso 1 1 calc R . . C64 C -0.4985(4) 1.0996(3) 0.0268(3) 0.0192(9) Uani 1 1 d . . . H64 H -0.5707 1.1397 0.0290 0.023 Uiso 1 1 calc R . . C65 C -0.4899(4) 1.0437(3) 0.0832(2) 0.0154(9) Uani 1 1 d . . . C66 C -0.6884(4) 1.0718(2) 0.1873(2) 0.0153(9) Uani 1 1 d . . . C67 C -0.7609(4) 1.1300(3) 0.1531(3) 0.0210(10) Uani 1 1 d . . . H67 H -0.7312 1.1443 0.1022 0.025 Uiso 1 1 calc R . . C68 C -0.8773(4) 1.1674(3) 0.1937(3) 0.0223(10) Uani 1 1 d . . . C69 C -0.9160(4) 1.1442(3) 0.2682(3) 0.0221(10) Uani 1 1 d . . . H69 H -0.9941 1.1694 0.2981 0.027 Uiso 1 1 calc R . . C70 C -0.8405(4) 1.0847(3) 0.2983(3) 0.0196(9) Uani 1 1 d . . . H70 H -0.8688 1.0692 0.3488 0.023 Uiso 1 1 calc R . . C71 C -0.3057(4) 0.8713(3) 0.1586(3) 0.0219(10) Uani 1 1 d . . . H71A H -0.2432 0.8879 0.1678 0.033 Uiso 1 1 calc R . . H71B H -0.2718 0.8373 0.1148 0.033 Uiso 1 1 calc R . . H71C H -0.3392 0.8440 0.2031 0.033 Uiso 1 1 calc R . . C72 C -0.9585(4) 1.2296(3) 0.1574(3) 0.0337(13) Uani 1 1 d . . . H72A H -0.9139 1.2619 0.1259 0.051 Uiso 1 1 calc R . . H72B H -1.0246 1.2608 0.1967 0.051 Uiso 1 1 calc R . . H72C H -0.9898 1.2064 0.1260 0.051 Uiso 1 1 calc R . . P1 P 0.30586(13) 0.31375(9) -0.04152(10) 0.0365(4) Uani 1 1 d . . . F9 F 0.1816(3) 0.3733(2) 0.0034(2) 0.0601(11) Uani 1 1 d . . . F10 F 0.2488(3) 0.3130(2) -0.10931(19) 0.0458(9) Uani 1 1 d . . . F11 F 0.3511(4) 0.3826(3) -0.0808(3) 0.097(2) Uani 1 1 d . . . F12 F 0.4272(3) 0.2523(3) -0.0862(2) 0.0693(13) Uani 1 1 d . . . F13 F 0.3614(4) 0.3129(2) 0.0263(3) 0.0720(13) Uani 1 1 d . . . F14 F 0.2590(3) 0.24426(19) -0.00222(19) 0.0418(8) Uani 1 1 d . . . P2 P -0.10127(12) 1.03762(8) 0.17757(8) 0.0266(3) Uani 1 1 d DU . . F15A F -0.1561(8) 1.1133(5) 0.2267(6) 0.067(3) Uani 0.545(6) 1 d PDU A 1 F16A F -0.1475(13) 1.0456(8) 0.1077(6) 0.111(3) Uani 0.545(6) 1 d PDU A 1 F17A F -0.1839(6) 0.9935(4) 0.2323(5) 0.061(2) Uani 0.545(6) 1 d PDU A 1 F18A F -0.0159(11) 0.9573(4) 0.1425(7) 0.118(5) Uani 0.545(6) 1 d PDU A 1 F19A F -0.0194(10) 1.0126(7) 0.2362(6) 0.098(3) Uani 0.545(6) 1 d PDU A 1 F20A F -0.0056(7) 1.0759(4) 0.1279(4) 0.056(2) Uani 0.545(6) 1 d PDU A 1 F15B F -0.1648(15) 1.1271(5) 0.1808(8) 0.120(5) Uani 0.455(6) 1 d PDU A 2 F16B F -0.2364(6) 1.0564(6) 0.1740(5) 0.059(3) Uani 0.455(6) 1 d PDU A 2 F17B F -0.1281(10) 1.0430(8) 0.2644(4) 0.098(4) Uani 0.455(6) 1 d PDU A 2 F18B F -0.0683(10) 0.9494(4) 0.1640(8) 0.085(3) Uani 0.455(6) 1 d PDU A 2 F19B F 0.0305(6) 1.0290(6) 0.1739(7) 0.074(3) Uani 0.455(6) 1 d PDU A 2 F20B F -0.0703(11) 1.0532(8) 0.0893(5) 0.114(5) Uani 0.455(6) 1 d PDU A 2 Cl1 Cl 0.00015(14) 0.80948(10) 0.38156(11) 0.0535(4) Uani 1 1 d . . . Cl2 Cl -0.04656(19) 0.74636(12) 0.25697(11) 0.0688(5) Uani 1 1 d . . . C73 C -0.0716(6) 0.8293(4) 0.3050(4) 0.0510(17) Uani 1 1 d . . . H73A H -0.1583 0.8535 0.3261 0.061 Uiso 1 1 calc R . . H73B H -0.0406 0.8660 0.2690 0.061 Uiso 1 1 calc R . . Cl3 Cl 0.0164(2) 0.72150(14) 0.55643(13) 0.0493(6) Uani 0.70 1 d P . . Cl4 Cl 0.1150(3) 0.62163(18) 0.66842(16) 0.0673(7) Uani 0.70 1 d P . . C74 C 0.0306(9) 0.6330(6) 0.6031(6) 0.058(3) Uani 0.70 1 d P . . H74A H 0.0700 0.5913 0.5655 0.070 Uiso 0.70 1 calc PR . . H74B H -0.0494 0.6295 0.6300 0.070 Uiso 0.70 1 calc PR . . Cl5 Cl 0.1506(2) 0.41274(19) 0.4969(2) 0.1027(13) Uani 0.80 1 d P . . Cl6 Cl 0.0191(5) 0.4509(2) 0.6548(2) 0.151(2) Uani 0.80 1 d P . . C75 C 0.0397(8) 0.4000(5) 0.5757(6) 0.062(3) Uani 0.80 1 d P . . H75A H -0.0363 0.4151 0.5620 0.074 Uiso 0.80 1 calc PR . . H75B H 0.0596 0.3448 0.5889 0.074 Uiso 0.80 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01395(9) 0.01291(9) 0.02709(11) 0.00238(7) -0.00698(8) -0.00425(7) F1 0.049(2) 0.046(2) 0.0330(19) -0.0105(16) -0.0050(16) -0.0075(17) F2 0.045(2) 0.0222(18) 0.069(3) -0.0049(17) 0.0059(19) 0.0122(15) F3 0.045(2) 0.044(2) 0.094(3) 0.040(2) -0.036(2) -0.0334(18) F4 0.044(2) 0.064(3) 0.088(3) 0.036(2) -0.047(2) -0.0334(19) N1 0.0163(18) 0.014(2) 0.027(2) 0.0026(16) -0.0061(16) -0.0058(15) N2 0.0179(19) 0.019(2) 0.030(2) 0.0056(17) -0.0083(17) -0.0044(16) N3 0.024(2) 0.020(2) 0.032(2) -0.0003(17) -0.0122(19) -0.0061(17) N4 0.0160(19) 0.021(2) 0.022(2) 0.0025(16) -0.0072(16) -0.0040(16) N5 0.0158(19) 0.018(2) 0.025(2) -0.0003(16) -0.0042(16) -0.0049(15) C1 0.015(2) 0.018(2) 0.032(3) 0.001(2) -0.007(2) -0.0055(18) C2 0.020(2) 0.025(3) 0.038(3) 0.009(2) -0.012(2) -0.008(2) C3 0.035(3) 0.038(3) 0.033(3) 0.011(2) -0.016(3) -0.013(3) C4 0.030(3) 0.032(3) 0.029(3) 0.001(2) -0.008(2) -0.009(2) C5 0.018(2) 0.020(2) 0.030(3) 0.001(2) -0.004(2) -0.0085(19) C6 0.021(2) 0.021(3) 0.033(3) 0.000(2) -0.004(2) -0.009(2) C7 0.032(3) 0.031(3) 0.031(3) -0.005(2) 0.001(2) -0.012(2) C8 0.039(3) 0.031(3) 0.046(4) -0.011(3) 0.002(3) -0.009(3) C9 0.026(3) 0.015(3) 0.062(4) -0.004(3) 0.000(3) -0.001(2) C10 0.022(3) 0.020(3) 0.045(3) 0.003(2) -0.002(2) -0.005(2) C11 0.016(2) 0.016(2) 0.038(3) -0.002(2) -0.003(2) -0.0081(18) C12 0.020(2) 0.018(2) 0.034(3) 0.000(2) -0.007(2) -0.0051(19) C13 0.026(3) 0.023(3) 0.050(4) 0.012(2) -0.018(3) -0.013(2) C14 0.034(3) 0.026(3) 0.060(4) 0.016(3) -0.020(3) -0.017(2) C15 0.031(3) 0.038(4) 0.086(5) 0.018(3) -0.030(3) -0.024(3) C16 0.030(3) 0.035(3) 0.060(4) 0.014(3) -0.028(3) -0.014(2) C17 0.019(2) 0.026(3) 0.044(3) 0.006(2) -0.013(2) -0.008(2) C18 0.019(2) 0.024(3) 0.043(3) 0.006(2) -0.012(2) -0.006(2) C19 0.021(3) 0.045(4) 0.054(4) 0.019(3) -0.019(3) -0.011(2) C20 0.031(3) 0.053(4) 0.053(4) 0.028(3) -0.023(3) -0.011(3) C21 0.029(3) 0.032(3) 0.045(4) 0.021(3) -0.013(3) -0.009(2) C22 0.022(2) 0.024(3) 0.038(3) 0.010(2) -0.008(2) -0.008(2) C23 0.020(2) 0.018(2) 0.025(3) 0.0064(19) -0.011(2) -0.0059(19) C24 0.023(2) 0.026(3) 0.027(3) 0.001(2) -0.013(2) -0.001(2) C25 0.032(3) 0.038(3) 0.042(3) -0.007(3) -0.016(3) -0.005(2) C26 0.032(3) 0.055(4) 0.034(3) -0.018(3) -0.007(3) -0.002(3) C27 0.021(3) 0.049(4) 0.032(3) -0.006(3) -0.008(2) -0.001(2) C28 0.024(3) 0.037(3) 0.023(3) 0.002(2) -0.007(2) -0.006(2) C29 0.019(2) 0.025(3) 0.025(3) 0.001(2) -0.012(2) 0.0004(19) C30 0.019(2) 0.017(2) 0.027(3) 0.0073(19) -0.011(2) -0.0040(18) C31 0.013(2) 0.022(3) 0.030(3) 0.008(2) -0.007(2) -0.0053(19) C32 0.022(2) 0.023(3) 0.039(3) 0.010(2) -0.014(2) -0.010(2) C33 0.027(3) 0.023(3) 0.037(3) -0.002(2) -0.009(2) -0.010(2) C34 0.022(2) 0.022(3) 0.032(3) -0.001(2) -0.004(2) -0.007(2) C35 0.036(3) 0.032(3) 0.042(3) -0.006(2) -0.012(3) -0.016(2) C36 0.024(3) 0.030(3) 0.058(4) 0.010(3) -0.015(3) -0.012(2) Ir2 0.01308(8) 0.01438(9) 0.01206(9) 0.00099(6) -0.00265(7) -0.00422(7) F5 0.0440(19) 0.0409(19) 0.0177(15) -0.0088(13) -0.0027(14) -0.0080(15) F6 0.0266(16) 0.0404(19) 0.0274(17) 0.0069(14) 0.0065(13) -0.0137(14) F7 0.0329(16) 0.0259(17) 0.0404(18) 0.0006(13) -0.0238(15) 0.0003(13) F8 0.0439(19) 0.0144(16) 0.068(2) -0.0007(15) -0.0220(18) -0.0100(14) N6 0.0188(19) 0.0126(19) 0.018(2) -0.0001(14) -0.0074(16) -0.0016(15) N7 0.0185(19) 0.022(2) 0.0147(19) 0.0005(15) -0.0022(15) -0.0101(16) N8 0.0151(18) 0.017(2) 0.0163(19) -0.0006(15) -0.0032(15) -0.0029(15) N9 0.0110(17) 0.0143(19) 0.0143(19) -0.0001(14) -0.0003(14) -0.0026(14) N10 0.0147(18) 0.0160(19) 0.0152(19) 0.0004(14) -0.0039(15) -0.0032(15) C37 0.014(2) 0.020(2) 0.027(3) -0.0009(19) -0.0064(19) -0.0053(18) C38 0.021(2) 0.022(3) 0.036(3) 0.002(2) -0.012(2) -0.007(2) C39 0.032(3) 0.020(3) 0.034(3) -0.004(2) -0.016(2) -0.007(2) C40 0.031(3) 0.022(3) 0.020(3) -0.0031(19) -0.009(2) -0.002(2) C41 0.021(2) 0.016(2) 0.012(2) 0.0011(17) -0.0059(18) 0.0021(18) C42 0.020(2) 0.016(2) 0.017(2) 0.0010(18) -0.0055(19) 0.0008(18) C43 0.029(3) 0.022(3) 0.016(2) -0.0001(19) -0.008(2) 0.002(2) C44 0.025(3) 0.028(3) 0.018(3) 0.002(2) 0.000(2) 0.003(2) C45 0.020(2) 0.025(3) 0.023(3) 0.008(2) -0.002(2) -0.003(2) C46 0.020(2) 0.022(3) 0.020(2) 0.0058(19) -0.0053(19) -0.0055(19) C47 0.018(2) 0.016(2) 0.017(2) 0.0046(17) -0.0056(18) -0.0020(18) C48 0.017(2) 0.014(2) 0.015(2) -0.0031(16) -0.0001(18) -0.0019(17) C49 0.023(2) 0.020(2) 0.016(2) -0.0007(18) -0.0068(19) -0.0048(19) C50 0.021(2) 0.025(3) 0.023(3) -0.003(2) -0.007(2) -0.002(2) C51 0.025(3) 0.014(2) 0.038(3) 0.004(2) -0.010(2) -0.0001(19) C52 0.025(3) 0.012(2) 0.039(3) -0.003(2) -0.006(2) -0.0045(19) C53 0.019(2) 0.017(2) 0.019(2) -0.0012(18) -0.0012(19) -0.0054(18) C54 0.024(2) 0.021(3) 0.018(2) -0.0027(18) 0.0005(19) -0.009(2) C55 0.038(3) 0.028(3) 0.038(3) -0.001(2) -0.010(3) -0.017(2) C56 0.049(4) 0.039(3) 0.040(3) -0.002(3) -0.014(3) -0.030(3) C57 0.035(3) 0.050(4) 0.033(3) 0.010(3) -0.016(2) -0.032(3) C58 0.028(3) 0.031(3) 0.020(2) 0.007(2) -0.007(2) -0.017(2) C59 0.015(2) 0.016(2) 0.015(2) -0.0011(17) -0.0036(17) -0.0056(17) C60 0.017(2) 0.017(2) 0.015(2) -0.0010(17) -0.0035(18) -0.0065(18) C61 0.013(2) 0.027(3) 0.018(2) -0.0043(19) 0.0012(18) -0.0040(19) C62 0.020(2) 0.028(3) 0.017(2) 0.0001(19) 0.0012(19) -0.009(2) C63 0.026(2) 0.024(3) 0.017(2) 0.0042(19) -0.005(2) -0.013(2) C64 0.019(2) 0.018(2) 0.019(2) -0.0018(18) -0.0029(19) -0.0051(18) C65 0.013(2) 0.019(2) 0.014(2) -0.0017(17) -0.0004(17) -0.0073(17) C66 0.016(2) 0.018(2) 0.014(2) 0.0009(17) -0.0052(17) -0.0067(18) C67 0.018(2) 0.021(2) 0.021(2) 0.0063(19) -0.0056(19) -0.0040(19) C68 0.014(2) 0.026(3) 0.024(3) 0.007(2) -0.0059(19) -0.0049(19) C69 0.013(2) 0.021(3) 0.025(3) -0.0021(19) 0.0004(19) -0.0016(18) C70 0.016(2) 0.024(3) 0.017(2) 0.0025(18) -0.0034(18) -0.0057(19) C71 0.014(2) 0.028(3) 0.016(2) -0.0059(19) -0.0005(18) 0.0022(19) C72 0.021(3) 0.033(3) 0.034(3) 0.014(2) -0.005(2) 0.000(2) P1 0.0302(7) 0.0308(8) 0.0547(10) 0.0176(7) -0.0214(7) -0.0141(6) F9 0.055(2) 0.045(2) 0.079(3) -0.015(2) -0.039(2) 0.0086(18) F10 0.050(2) 0.044(2) 0.044(2) 0.0162(16) -0.0199(17) -0.0130(17) F11 0.088(3) 0.073(3) 0.176(5) 0.081(3) -0.084(4) -0.065(3) F12 0.0311(19) 0.080(3) 0.067(3) 0.031(2) 0.0030(19) -0.0016(19) F13 0.072(3) 0.064(3) 0.103(4) 0.007(2) -0.069(3) -0.015(2) F14 0.0386(18) 0.041(2) 0.044(2) 0.0199(16) -0.0111(16) -0.0169(16) P2 0.0247(7) 0.0241(7) 0.0297(7) -0.0047(5) -0.0062(6) -0.0057(5) F15A 0.058(5) 0.057(5) 0.077(6) -0.041(5) 0.010(5) -0.019(4) F16A 0.125(8) 0.156(8) 0.096(7) 0.027(6) -0.074(6) -0.070(7) F17A 0.039(4) 0.036(4) 0.088(5) 0.005(3) 0.022(4) -0.022(3) F18A 0.116(8) 0.031(5) 0.131(8) -0.014(5) 0.078(7) -0.020(5) F19A 0.090(6) 0.124(7) 0.103(7) 0.022(6) -0.059(6) -0.041(6) F20A 0.064(5) 0.058(5) 0.044(4) -0.001(3) 0.009(4) -0.037(4) F15B 0.151(10) 0.050(7) 0.092(9) -0.018(6) -0.030(8) 0.058(6) F16B 0.024(4) 0.090(6) 0.066(5) -0.023(5) -0.027(4) -0.003(4) F17B 0.081(6) 0.140(8) 0.033(5) -0.004(5) -0.024(5) 0.027(6) F18B 0.083(7) 0.038(5) 0.140(9) -0.011(6) -0.024(7) -0.028(5) F19B 0.023(4) 0.112(8) 0.072(7) -0.033(6) -0.004(4) 0.000(5) F20B 0.059(7) 0.173(9) 0.057(6) 0.031(7) 0.007(6) 0.006(7) Cl1 0.0415(9) 0.0490(10) 0.0640(11) 0.0017(8) -0.0113(8) -0.0095(7) Cl2 0.0801(14) 0.0752(14) 0.0488(11) -0.0183(10) -0.0014(10) -0.0304(11) C73 0.045(4) 0.047(4) 0.054(4) 0.009(3) -0.014(3) -0.008(3) Cl3 0.0492(13) 0.0487(14) 0.0349(12) 0.0053(10) -0.0068(10) -0.0013(10) Cl4 0.0718(18) 0.077(2) 0.0595(17) 0.0139(14) -0.0277(14) -0.0278(15) C74 0.047(6) 0.070(7) 0.052(6) -0.022(5) -0.003(5) -0.014(5) Cl5 0.0587(15) 0.104(2) 0.159(3) 0.091(2) -0.0564(18) -0.0465(16) Cl6 0.298(6) 0.068(2) 0.138(3) 0.003(2) -0.150(4) -0.047(3) C75 0.062(6) 0.050(6) 0.096(8) 0.017(5) -0.047(6) -0.028(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C12 2.010(5) . ? Ir1 C11 2.053(5) . ? Ir1 N2 2.058(4) . ? Ir1 N1 2.063(4) . ? Ir1 C23 2.064(5) . ? Ir1 N5 2.153(4) . ? F1 C7 1.360(6) . ? F2 C9 1.366(6) . ? F3 C14 1.363(6) . ? F4 C16 1.358(6) . ? N1 C1 1.362(6) . ? N1 C5 1.372(6) . ? N2 C22 1.354(6) . ? N2 C18 1.361(6) . ? N3 C23 1.342(6) . ? N3 C24 1.403(6) . ? N3 C35 1.469(6) . ? N4 C23 1.402(6) . ? N4 C30 1.410(6) . ? N4 C29 1.413(6) . ? N5 C34 1.349(6) . ? N5 C30 1.354(6) . ? C1 C2 1.385(7) . ? C1 H1 0.9500 . ? C2 C3 1.389(8) . ? C2 H2 0.9500 . ? C3 C4 1.389(8) . ? C3 H3 0.9500 . ? C4 C5 1.404(7) . ? C4 H4 0.9500 . ? C5 C6 1.472(7) . ? C6 C7 1.407(7) . ? C6 C11 1.423(7) . ? C7 C8 1.386(8) . ? C8 C9 1.377(9) . ? C8 H8 0.9500 . ? C9 C10 1.386(8) . ? C10 C11 1.402(7) . ? C10 H10 0.9500 . ? C12 C13 1.404(7) . ? C12 C17 1.428(7) . ? C13 C14 1.376(7) . ? C13 H13 0.9500 . ? C14 C15 1.386(8) . ? C15 C16 1.381(8) . ? C15 H15 0.9500 . ? C16 C17 1.395(7) . ? C17 C18 1.462(7) . ? C18 C19 1.410(7) . ? C19 C20 1.372(8) . ? C19 H19 0.9500 . ? C20 C21 1.386(8) . ? C20 H20 0.9500 . ? C21 C22 1.388(7) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C24 C25 1.396(7) . ? C24 C29 1.399(7) . ? C25 C26 1.389(8) . ? C25 H25 0.9500 . ? C26 C27 1.402(8) . ? C26 H26 0.9500 . ? C27 C28 1.385(7) . ? C27 H27 0.9500 . ? C28 C29 1.400(7) . ? C28 H28 0.9500 . ? C30 C31 1.392(6) . ? C31 C32 1.389(7) . ? C31 H31 0.9500 . ? C32 C33 1.391(7) . ? C32 C36 1.510(7) . ? C33 C34 1.378(7) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? Ir2 C48 2.019(4) . ? Ir2 N7 2.060(4) . ? Ir2 C47 2.065(4) . ? Ir2 C59 2.066(4) . ? Ir2 N6 2.067(4) . ? Ir2 N10 2.151(4) . ? F5 C43 1.362(5) . ? F6 C45 1.371(5) . ? F7 C50 1.369(5) . ? F8 C52 1.365(5) . ? N6 C37 1.350(6) . ? N6 C41 1.375(6) . ? N7 C58 1.351(6) . ? N7 C54 1.365(6) . ? N8 C59 1.346(6) . ? N8 C60 1.407(5) . ? N8 C71 1.472(6) . ? N9 C59 1.394(5) . ? N9 C65 1.415(5) . ? N9 C66 1.417(5) . ? N10 C70 1.351(6) . ? N10 C66 1.356(5) . ? C37 C38 1.386(6) . ? C37 H37 0.9500 . ? C38 C39 1.382(7) . ? C38 H38 0.9500 . ? C39 C40 1.388(7) . ? C39 H39 0.9500 . ? C40 C41 1.402(6) . ? C40 H40 0.9500 . ? C41 C42 1.471(6) . ? C42 C43 1.393(6) . ? C42 C47 1.422(6) . ? C43 C44 1.381(7) . ? C44 C45 1.384(7) . ? C44 H44 0.9500 . ? C45 C46 1.385(7) . ? C46 C47 1.404(6) . ? C46 H46 0.9500 . ? C48 C49 1.404(6) . ? C48 C53 1.428(6) . ? C49 C50 1.380(7) . ? C49 H49 0.9500 . ? C50 C51 1.379(7) . ? C51 C52 1.375(7) . ? C51 H51 0.9500 . ? C52 C53 1.396(7) . ? C53 C54 1.472(6) . ? C54 C55 1.402(7) . ? C55 C56 1.383(8) . ? C55 H55 0.9500 . ? C56 C57 1.389(8) . ? C56 H56 0.9500 . ? C57 C58 1.391(7) . ? C57 H57 0.9500 . ? C58 H58 0.9500 . ? C60 C61 1.393(6) . ? C60 C65 1.405(6) . ? C61 C62 1.389(7) . ? C61 H61 0.9500 . ? C62 C63 1.400(7) . ? C62 H62 0.9500 . ? C63 C64 1.393(6) . ? C63 H63 0.9500 . ? C64 C65 1.395(6) . ? C64 H64 0.9500 . ? C66 C67 1.390(6) . ? C67 C68 1.393(6) . ? C67 H67 0.9500 . ? C68 C69 1.395(7) . ? C68 C72 1.505(6) . ? C69 C70 1.379(6) . ? C69 H69 0.9500 . ? C70 H70 0.9500 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C72 H72A 0.9800 . ? C72 H72B 0.9800 . ? C72 H72C 0.9800 . ? P1 F11 1.582(4) . ? P1 F13 1.594(4) . ? P1 F14 1.602(3) . ? P1 F12 1.606(4) . ? P1 F10 1.612(4) . ? P1 F9 1.613(4) . ? P2 F16A 1.536(7) . ? P2 F17B 1.550(7) . ? P2 F19B 1.565(6) . ? P2 F18B 1.574(7) . ? P2 F15B 1.582(8) . ? P2 F17A 1.584(5) . ? P2 F18A 1.586(7) . ? P2 F20B 1.586(8) . ? P2 F15A 1.588(6) . ? P2 F20A 1.590(6) . ? P2 F16B 1.612(6) . ? P2 F19A 1.628(7) . ? Cl1 C73 1.830(7) . ? Cl2 C73 1.744(7) . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? Cl3 C74 1.753(11) . ? Cl4 C74 1.772(10) . ? C74 H74A 0.9900 . ? C74 H74B 0.9900 . ? Cl5 C75 1.744(10) . ? Cl6 C75 1.732(10) . ? C75 H75A 0.9900 . ? C75 H75B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 Ir1 C11 87.54(19) . . ? C12 Ir1 N2 80.34(18) . . ? C11 Ir1 N2 92.62(18) . . ? C12 Ir1 N1 94.51(17) . . ? C11 Ir1 N1 80.04(18) . . ? N2 Ir1 N1 171.26(15) . . ? C12 Ir1 C23 100.31(19) . . ? C11 Ir1 C23 172.07(17) . . ? N2 Ir1 C23 89.86(17) . . ? N1 Ir1 C23 98.05(16) . . ? C12 Ir1 N5 175.28(18) . . ? C11 Ir1 N5 95.65(16) . . ? N2 Ir1 N5 96.01(15) . . ? N1 Ir1 N5 89.47(14) . . ? C23 Ir1 N5 76.59(16) . . ? C1 N1 C5 119.6(4) . . ? C1 N1 Ir1 123.9(3) . . ? C5 N1 Ir1 116.5(3) . . ? C22 N2 C18 120.1(4) . . ? C22 N2 Ir1 123.6(3) . . ? C18 N2 Ir1 116.3(3) . . ? C23 N3 C24 111.7(4) . . ? C23 N3 C35 126.0(4) . . ? C24 N3 C35 122.3(4) . . ? C23 N4 C30 118.3(4) . . ? C23 N4 C29 111.0(4) . . ? C30 N4 C29 130.7(4) . . ? C34 N5 C30 118.4(4) . . ? C34 N5 Ir1 125.1(3) . . ? C30 N5 Ir1 116.5(3) . . ? N1 C1 C2 122.5(5) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C1 C2 C3 118.5(5) . . ? C1 C2 H2 120.8 . . ? C3 C2 H2 120.8 . . ? C4 C3 C2 119.5(5) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 120.4(5) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? N1 C5 C4 119.4(4) . . ? N1 C5 C6 113.9(4) . . ? C4 C5 C6 126.7(5) . . ? C7 C6 C11 118.4(5) . . ? C7 C6 C5 125.8(5) . . ? C11 C6 C5 115.8(4) . . ? F1 C7 C8 116.4(5) . . ? F1 C7 C6 120.5(5) . . ? C8 C7 C6 123.1(5) . . ? C9 C8 C7 116.4(5) . . ? C9 C8 H8 121.8 . . ? C7 C8 H8 121.8 . . ? F2 C9 C8 117.3(5) . . ? F2 C9 C10 118.9(6) . . ? C8 C9 C10 123.8(5) . . ? C9 C10 C11 119.5(5) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C10 C11 C6 118.7(5) . . ? C10 C11 Ir1 127.5(4) . . ? C6 C11 Ir1 113.8(3) . . ? C13 C12 C17 119.1(4) . . ? C13 C12 Ir1 126.8(4) . . ? C17 C12 Ir1 114.1(3) . . ? C14 C13 C12 119.1(5) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? F3 C14 C13 118.8(5) . . ? F3 C14 C15 117.6(5) . . ? C13 C14 C15 123.6(5) . . ? C16 C15 C14 116.8(5) . . ? C16 C15 H15 121.6 . . ? C14 C15 H15 121.6 . . ? F4 C16 C15 116.5(5) . . ? F4 C16 C17 120.4(5) . . ? C15 C16 C17 123.1(5) . . ? C16 C17 C12 118.3(5) . . ? C16 C17 C18 126.1(5) . . ? C12 C17 C18 115.6(4) . . ? N2 C18 C19 119.2(5) . . ? N2 C18 C17 113.6(4) . . ? C19 C18 C17 127.2(5) . . ? C20 C19 C18 120.2(5) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C19 C20 C21 120.1(5) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C20 C21 C22 118.1(5) . . ? C20 C21 H21 121.0 . . ? C22 C21 H21 121.0 . . ? N2 C22 C21 122.2(5) . . ? N2 C22 H22 118.9 . . ? C21 C22 H22 118.9 . . ? N3 C23 N4 105.2(4) . . ? N3 C23 Ir1 139.7(3) . . ? N4 C23 Ir1 114.9(3) . . ? C25 C24 C29 122.2(5) . . ? C25 C24 N3 130.3(5) . . ? C29 C24 N3 107.4(4) . . ? C26 C25 C24 116.5(5) . . ? C26 C25 H25 121.8 . . ? C24 C25 H25 121.8 . . ? C25 C26 C27 121.6(5) . . ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 . . ? C28 C27 C26 121.8(5) . . ? C28 C27 H27 119.1 . . ? C26 C27 H27 119.1 . . ? C27 C28 C29 117.1(5) . . ? C27 C28 H28 121.5 . . ? C29 C28 H28 121.5 . . ? C24 C29 C28 120.7(5) . . ? C24 C29 N4 104.8(4) . . ? C28 C29 N4 134.5(5) . . ? N5 C30 C31 121.8(4) . . ? N5 C30 N4 113.4(4) . . ? C31 C30 N4 124.7(4) . . ? C32 C31 C30 119.3(5) . . ? C32 C31 H31 120.4 . . ? C30 C31 H31 120.4 . . ? C31 C32 C33 118.6(4) . . ? C31 C32 C36 120.9(5) . . ? C33 C32 C36 120.5(5) . . ? C34 C33 C32 119.3(5) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? N5 C34 C33 122.6(5) . . ? N5 C34 H34 118.7 . . ? C33 C34 H34 118.7 . . ? N3 C35 H35A 109.5 . . ? N3 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? N3 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C32 C36 H36A 109.5 . . ? C32 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C32 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C48 Ir2 N7 80.28(16) . . ? C48 Ir2 C47 87.01(17) . . ? N7 Ir2 C47 93.78(16) . . ? C48 Ir2 C59 102.29(17) . . ? N7 Ir2 C59 93.16(15) . . ? C47 Ir2 C59 169.23(17) . . ? C48 Ir2 N6 94.23(16) . . ? N7 Ir2 N6 171.95(14) . . ? C47 Ir2 N6 79.98(16) . . ? C59 Ir2 N6 93.77(15) . . ? C48 Ir2 N10 176.19(15) . . ? N7 Ir2 N10 96.08(14) . . ? C47 Ir2 N10 94.38(15) . . ? C59 Ir2 N10 76.69(15) . . ? N6 Ir2 N10 89.51(14) . . ? C37 N6 C41 119.7(4) . . ? C37 N6 Ir2 124.1(3) . . ? C41 N6 Ir2 116.1(3) . . ? C58 N7 C54 119.4(4) . . ? C58 N7 Ir2 124.0(3) . . ? C54 N7 Ir2 116.5(3) . . ? C59 N8 C60 111.1(4) . . ? C59 N8 C71 126.2(4) . . ? C60 N8 C71 122.7(4) . . ? C59 N9 C65 110.7(3) . . ? C59 N9 C66 118.5(3) . . ? C65 N9 C66 130.7(4) . . ? C70 N10 C66 117.8(4) . . ? C70 N10 Ir2 125.6(3) . . ? C66 N10 Ir2 116.5(3) . . ? N6 C37 C38 122.1(4) . . ? N6 C37 H37 118.9 . . ? C38 C37 H37 118.9 . . ? C39 C38 C37 119.2(5) . . ? C39 C38 H38 120.4 . . ? C37 C38 H38 120.4 . . ? C38 C39 C40 119.1(4) . . ? C38 C39 H39 120.4 . . ? C40 C39 H39 120.4 . . ? C39 C40 C41 120.4(5) . . ? C39 C40 H40 119.8 . . ? C41 C40 H40 119.8 . . ? N6 C41 C40 119.4(4) . . ? N6 C41 C42 114.6(4) . . ? C40 C41 C42 126.0(4) . . ? C43 C42 C47 118.9(4) . . ? C43 C42 C41 125.6(4) . . ? C47 C42 C41 115.5(4) . . ? F5 C43 C44 116.3(4) . . ? F5 C43 C42 120.2(4) . . ? C44 C43 C42 123.4(5) . . ? C43 C44 C45 116.0(5) . . ? C43 C44 H44 122.0 . . ? C45 C44 H44 122.0 . . ? F6 C45 C44 117.2(4) . . ? F6 C45 C46 118.7(4) . . ? C44 C45 C46 124.1(5) . . ? C45 C46 C47 119.0(5) . . ? C45 C46 H46 120.5 . . ? C47 C46 H46 120.5 . . ? C46 C47 C42 118.6(4) . . ? C46 C47 Ir2 127.6(3) . . ? C42 C47 Ir2 113.8(3) . . ? C49 C48 C53 118.6(4) . . ? C49 C48 Ir2 127.2(3) . . ? C53 C48 Ir2 114.1(3) . . ? C50 C49 C48 119.2(4) . . ? C50 C49 H49 120.4 . . ? C48 C49 H49 120.4 . . ? F7 C50 C51 117.3(4) . . ? F7 C50 C49 118.5(4) . . ? C51 C50 C49 124.2(4) . . ? C52 C51 C50 115.9(4) . . ? C52 C51 H51 122.1 . . ? C50 C51 H51 122.1 . . ? F8 C52 C51 116.2(4) . . ? F8 C52 C53 119.6(4) . . ? C51 C52 C53 124.1(4) . . ? C52 C53 C48 118.0(4) . . ? C52 C53 C54 126.5(4) . . ? C48 C53 C54 115.5(4) . . ? N7 C54 C55 120.3(4) . . ? N7 C54 C53 113.3(4) . . ? C55 C54 C53 126.4(5) . . ? C56 C55 C54 119.9(5) . . ? C56 C55 H55 120.0 . . ? C54 C55 H55 120.0 . . ? C55 C56 C57 119.3(5) . . ? C55 C56 H56 120.3 . . ? C57 C56 H56 120.3 . . ? C56 C57 C58 118.8(5) . . ? C56 C57 H57 120.6 . . ? C58 C57 H57 120.6 . . ? N7 C58 C57 122.1(5) . . ? N7 C58 H58 118.9 . . ? C57 C58 H58 118.9 . . ? N8 C59 N9 105.9(4) . . ? N8 C59 Ir2 138.7(3) . . ? N9 C59 Ir2 114.9(3) . . ? C61 C60 C65 122.6(4) . . ? C61 C60 N8 130.0(4) . . ? C65 C60 N8 107.3(4) . . ? C62 C61 C60 116.5(4) . . ? C62 C61 H61 121.8 . . ? C60 C61 H61 121.8 . . ? C61 C62 C63 121.4(4) . . ? C61 C62 H62 119.3 . . ? C63 C62 H62 119.3 . . ? C64 C63 C62 122.0(4) . . ? C64 C63 H63 119.0 . . ? C62 C63 H63 119.0 . . ? C63 C64 C65 117.0(4) . . ? C63 C64 H64 121.5 . . ? C65 C64 H64 121.5 . . ? C64 C65 C60 120.4(4) . . ? C64 C65 N9 134.6(4) . . ? C60 C65 N9 104.9(4) . . ? N10 C66 C67 122.3(4) . . ? N10 C66 N9 113.0(4) . . ? C67 C66 N9 124.6(4) . . ? C66 C67 C68 119.6(4) . . ? C66 C67 H67 120.2 . . ? C68 C67 H67 120.2 . . ? C67 C68 C69 117.7(4) . . ? C67 C68 C72 120.7(4) . . ? C69 C68 C72 121.6(4) . . ? C70 C69 C68 119.8(4) . . ? C70 C69 H69 120.1 . . ? C68 C69 H69 120.1 . . ? N10 C70 C69 122.7(4) . . ? N10 C70 H70 118.6 . . ? C69 C70 H70 118.6 . . ? N8 C71 H71A 109.5 . . ? N8 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? N8 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C68 C72 H72A 109.5 . . ? C68 C72 H72B 109.5 . . ? H72A C72 H72B 109.5 . . ? C68 C72 H72C 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? F11 P1 F13 91.1(3) . . ? F11 P1 F14 179.4(2) . . ? F13 P1 F14 89.5(2) . . ? F11 P1 F12 91.5(3) . . ? F13 P1 F12 90.2(2) . . ? F14 P1 F12 88.7(2) . . ? F11 P1 F10 90.2(2) . . ? F13 P1 F10 178.8(2) . . ? F14 P1 F10 89.28(19) . . ? F12 P1 F10 89.7(2) . . ? F11 P1 F9 90.3(3) . . ? F13 P1 F9 90.7(2) . . ? F14 P1 F9 89.5(2) . . ? F12 P1 F9 178.0(2) . . ? F10 P1 F9 89.3(2) . . ? F16A P2 F17B 149.0(7) . . ? F16A P2 F19B 123.9(7) . . ? F17B P2 F19B 86.5(6) . . ? F16A P2 F18B 83.6(7) . . ? F17B P2 F18B 103.3(8) . . ? F19B P2 F18B 91.3(5) . . ? F16A P2 F15B 81.9(8) . . ? F17B P2 F15B 85.1(7) . . ? F19B P2 F15B 103.9(8) . . ? F18B P2 F15B 163.1(8) . . ? F16A P2 F17A 99.7(6) . . ? F17B P2 F17A 59.5(6) . . ? F19B P2 F17A 127.0(6) . . ? F18B P2 F17A 62.7(5) . . ? F15B P2 F17A 111.4(7) . . ? F16A P2 F18A 84.4(8) . . ? F17B P2 F18A 114.9(7) . . ? F19B P2 F18A 70.0(6) . . ? F15B P2 F18A 158.0(7) . . ? F17A P2 F18A 87.8(4) . . ? F17B P2 F20B 165.3(9) . . ? F19B P2 F20B 88.6(7) . . ? F18B P2 F20B 90.7(6) . . ? F15B P2 F20B 82.6(7) . . ? F17A P2 F20B 133.1(7) . . ? F18A P2 F20B 76.2(7) . . ? F16A P2 F15A 112.7(7) . . ? F17B P2 F15A 53.0(6) . . ? F19B P2 F15A 94.4(5) . . ? F18B P2 F15A 155.0(6) . . ? F17A P2 F15A 94.9(4) . . ? F18A P2 F15A 161.8(8) . . ? F20B P2 F15A 113.7(7) . . ? F16A P2 F20A 86.6(6) . . ? F17B P2 F20A 116.3(7) . . ? F19B P2 F20A 45.6(5) . . ? F18B P2 F20A 114.6(5) . . ? F15B P2 F20A 73.2(7) . . ? F17A P2 F20A 172.6(5) . . ? F18A P2 F20A 88.9(4) . . ? F20B P2 F20A 52.0(6) . . ? F15A P2 F20A 86.2(4) . . ? F16A P2 F16B 51.5(6) . . ? F17B P2 F16B 97.6(6) . . ? F19B P2 F16B 172.3(6) . . ? F18B P2 F16B 94.1(5) . . ? F15B P2 F16B 70.1(7) . . ? F17A P2 F16B 60.6(5) . . ? F18A P2 F16B 113.6(7) . . ? F20B P2 F16B 85.9(6) . . ? F15A P2 F16B 83.0(5) . . ? F20A P2 F16B 126.7(5) . . ? F16A P2 F19A 163.8(8) . . ? F17B P2 F19A 46.1(5) . . ? F18B P2 F19A 85.9(6) . . ? F15B P2 F19A 110.1(7) . . ? F17A P2 F19A 86.3(5) . . ? F18A P2 F19A 80.8(8) . . ? F20B P2 F19A 132.3(7) . . ? F15A P2 F19A 81.5(6) . . ? F20A P2 F19A 86.7(5) . . ? F16B P2 F19A 141.9(6) . . ? Cl2 C73 Cl1 111.9(4) . . ? Cl2 C73 H73A 109.2 . . ? Cl1 C73 H73A 109.2 . . ? Cl2 C73 H73B 109.2 . . ? Cl1 C73 H73B 109.2 . . ? H73A C73 H73B 107.9 . . ? Cl3 C74 Cl4 111.0(6) . . ? Cl3 C74 H74A 109.4 . . ? Cl4 C74 H74A 109.4 . . ? Cl3 C74 H74B 109.4 . . ? Cl4 C74 H74B 109.4 . . ? H74A C74 H74B 108.0 . . ? Cl6 C75 Cl5 114.9(5) . . ? Cl6 C75 H75A 108.5 . . ? Cl5 C75 H75A 108.5 . . ? Cl6 C75 H75B 108.5 . . ? Cl5 C75 H75B 108.5 . . ? H75A C75 H75B 107.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C12 Ir1 N1 C1 91.9(4) . . . . ? C11 Ir1 N1 C1 178.6(4) . . . . ? C23 Ir1 N1 C1 -9.2(4) . . . . ? N5 Ir1 N1 C1 -85.6(3) . . . . ? C12 Ir1 N1 C5 -86.8(3) . . . . ? C11 Ir1 N1 C5 -0.1(3) . . . . ? C23 Ir1 N1 C5 172.1(3) . . . . ? N5 Ir1 N1 C5 95.8(3) . . . . ? C12 Ir1 N2 C22 175.7(4) . . . . ? C11 Ir1 N2 C22 88.7(4) . . . . ? C23 Ir1 N2 C22 -83.8(4) . . . . ? N5 Ir1 N2 C22 -7.3(4) . . . . ? C12 Ir1 N2 C18 -2.6(4) . . . . ? C11 Ir1 N2 C18 -89.6(4) . . . . ? C23 Ir1 N2 C18 97.9(4) . . . . ? N5 Ir1 N2 C18 174.4(4) . . . . ? C11 Ir1 N5 C34 -0.5(4) . . . . ? N2 Ir1 N5 C34 92.7(4) . . . . ? N1 Ir1 N5 C34 -80.4(4) . . . . ? C23 Ir1 N5 C34 -178.9(4) . . . . ? C11 Ir1 N5 C30 -178.3(3) . . . . ? N2 Ir1 N5 C30 -85.0(3) . . . . ? N1 Ir1 N5 C30 101.8(3) . . . . ? C23 Ir1 N5 C30 3.4(3) . . . . ? C5 N1 C1 C2 0.1(6) . . . . ? Ir1 N1 C1 C2 -178.5(3) . . . . ? N1 C1 C2 C3 -1.1(7) . . . . ? C1 C2 C3 C4 0.9(7) . . . . ? C2 C3 C4 C5 0.1(8) . . . . ? C1 N1 C5 C4 0.9(6) . . . . ? Ir1 N1 C5 C4 179.7(3) . . . . ? C1 N1 C5 C6 -178.9(4) . . . . ? Ir1 N1 C5 C6 -0.2(5) . . . . ? C3 C4 C5 N1 -1.1(7) . . . . ? C3 C4 C5 C6 178.8(5) . . . . ? N1 C5 C6 C7 -179.2(4) . . . . ? C4 C5 C6 C7 1.0(8) . . . . ? N1 C5 C6 C11 0.5(6) . . . . ? C4 C5 C6 C11 -179.4(5) . . . . ? C11 C6 C7 F1 178.5(4) . . . . ? C5 C6 C7 F1 -1.9(8) . . . . ? C11 C6 C7 C8 -2.0(8) . . . . ? C5 C6 C7 C8 177.6(5) . . . . ? F1 C7 C8 C9 -179.2(5) . . . . ? C6 C7 C8 C9 1.3(8) . . . . ? C7 C8 C9 F2 179.8(5) . . . . ? C7 C8 C9 C10 1.1(9) . . . . ? F2 C9 C10 C11 178.6(4) . . . . ? C8 C9 C10 C11 -2.8(8) . . . . ? C9 C10 C11 C6 1.9(7) . . . . ? C9 C10 C11 Ir1 -176.7(4) . . . . ? C7 C6 C11 C10 0.3(7) . . . . ? C5 C6 C11 C10 -179.3(4) . . . . ? C7 C6 C11 Ir1 179.1(4) . . . . ? C5 C6 C11 Ir1 -0.5(5) . . . . ? C12 Ir1 C11 C10 -86.0(4) . . . . ? N2 Ir1 C11 C10 -5.8(4) . . . . ? N1 Ir1 C11 C10 179.0(4) . . . . ? N5 Ir1 C11 C10 90.5(4) . . . . ? C12 Ir1 C11 C6 95.3(4) . . . . ? N2 Ir1 C11 C6 175.6(3) . . . . ? N1 Ir1 C11 C6 0.3(3) . . . . ? N5 Ir1 C11 C6 -88.1(3) . . . . ? C11 Ir1 C12 C13 -85.1(5) . . . . ? N2 Ir1 C12 C13 -178.2(5) . . . . ? N1 Ir1 C12 C13 -5.3(5) . . . . ? C23 Ir1 C12 C13 93.7(5) . . . . ? C11 Ir1 C12 C17 94.8(4) . . . . ? N2 Ir1 C12 C17 1.7(4) . . . . ? N1 Ir1 C12 C17 174.6(4) . . . . ? C23 Ir1 C12 C17 -86.3(4) . . . . ? C17 C12 C13 C14 2.0(8) . . . . ? Ir1 C12 C13 C14 -178.0(4) . . . . ? C12 C13 C14 F3 179.0(5) . . . . ? C12 C13 C14 C15 -3.5(10) . . . . ? F3 C14 C15 C16 -179.7(6) . . . . ? C13 C14 C15 C16 2.8(11) . . . . ? C14 C15 C16 F4 -178.3(6) . . . . ? C14 C15 C16 C17 -0.6(10) . . . . ? F4 C16 C17 C12 177.0(5) . . . . ? C15 C16 C17 C12 -0.7(10) . . . . ? F4 C16 C17 C18 -2.1(10) . . . . ? C15 C16 C17 C18 -179.8(6) . . . . ? C13 C12 C17 C16 0.0(8) . . . . ? Ir1 C12 C17 C16 180.0(4) . . . . ? C13 C12 C17 C18 179.1(5) . . . . ? Ir1 C12 C17 C18 -0.8(6) . . . . ? C22 N2 C18 C19 2.8(8) . . . . ? Ir1 N2 C18 C19 -178.8(4) . . . . ? C22 N2 C18 C17 -175.6(5) . . . . ? Ir1 N2 C18 C17 2.8(6) . . . . ? C16 C17 C18 N2 177.8(6) . . . . ? C12 C17 C18 N2 -1.3(7) . . . . ? C16 C17 C18 C19 -0.5(10) . . . . ? C12 C17 C18 C19 -179.6(6) . . . . ? N2 C18 C19 C20 -3.1(9) . . . . ? C17 C18 C19 C20 175.1(6) . . . . ? C18 C19 C20 C21 0.5(10) . . . . ? C19 C20 C21 C22 2.3(10) . . . . ? C18 N2 C22 C21 0.0(8) . . . . ? Ir1 N2 C22 C21 -178.3(4) . . . . ? C20 C21 C22 N2 -2.6(9) . . . . ? C24 N3 C23 N4 0.2(5) . . . . ? C35 N3 C23 N4 -179.9(4) . . . . ? C24 N3 C23 Ir1 174.8(4) . . . . ? C35 N3 C23 Ir1 -5.3(8) . . . . ? C30 N4 C23 N3 -178.7(4) . . . . ? C29 N4 C23 N3 0.4(5) . . . . ? C30 N4 C23 Ir1 5.1(5) . . . . ? C29 N4 C23 Ir1 -175.7(3) . . . . ? C12 Ir1 C23 N3 -2.2(6) . . . . ? N2 Ir1 C23 N3 -82.4(5) . . . . ? N1 Ir1 C23 N3 93.9(5) . . . . ? N5 Ir1 C23 N3 -178.6(5) . . . . ? C12 Ir1 C23 N4 172.0(3) . . . . ? N2 Ir1 C23 N4 91.9(3) . . . . ? N1 Ir1 C23 N4 -91.9(3) . . . . ? N5 Ir1 C23 N4 -4.4(3) . . . . ? C23 N3 C24 C25 178.9(5) . . . . ? C35 N3 C24 C25 -1.0(8) . . . . ? C23 N3 C24 C29 -0.8(5) . . . . ? C35 N3 C24 C29 179.3(4) . . . . ? C29 C24 C25 C26 -0.9(8) . . . . ? N3 C24 C25 C26 179.4(5) . . . . ? C24 C25 C26 C27 -0.6(8) . . . . ? C25 C26 C27 C28 1.7(9) . . . . ? C26 C27 C28 C29 -1.2(8) . . . . ? C25 C24 C29 C28 1.3(7) . . . . ? N3 C24 C29 C28 -178.9(4) . . . . ? C25 C24 C29 N4 -178.8(5) . . . . ? N3 C24 C29 N4 1.0(5) . . . . ? C27 C28 C29 C24 -0.2(7) . . . . ? C27 C28 C29 N4 179.9(5) . . . . ? C23 N4 C29 C24 -0.9(5) . . . . ? C30 N4 C29 C24 178.1(4) . . . . ? C23 N4 C29 C28 179.0(5) . . . . ? C30 N4 C29 C28 -2.0(9) . . . . ? C34 N5 C30 C31 -0.7(7) . . . . ? Ir1 N5 C30 C31 177.3(3) . . . . ? C34 N5 C30 N4 -179.6(4) . . . . ? Ir1 N5 C30 N4 -1.7(5) . . . . ? C23 N4 C30 N5 -2.2(6) . . . . ? C29 N4 C30 N5 178.8(4) . . . . ? C23 N4 C30 C31 178.9(4) . . . . ? C29 N4 C30 C31 -0.1(7) . . . . ? N5 C30 C31 C32 -0.9(7) . . . . ? N4 C30 C31 C32 178.0(4) . . . . ? C30 C31 C32 C33 1.6(7) . . . . ? C30 C31 C32 C36 -178.6(4) . . . . ? C31 C32 C33 C34 -0.8(7) . . . . ? C36 C32 C33 C34 179.4(5) . . . . ? C30 N5 C34 C33 1.5(7) . . . . ? Ir1 N5 C34 C33 -176.2(4) . . . . ? C32 C33 C34 N5 -0.8(8) . . . . ? C48 Ir2 N6 C37 91.3(4) . . . . ? C47 Ir2 N6 C37 177.5(4) . . . . ? C59 Ir2 N6 C37 -11.3(4) . . . . ? N10 Ir2 N6 C37 -87.9(4) . . . . ? C48 Ir2 N6 C41 -87.0(3) . . . . ? C47 Ir2 N6 C41 -0.8(3) . . . . ? C59 Ir2 N6 C41 170.3(3) . . . . ? N10 Ir2 N6 C41 93.7(3) . . . . ? C48 Ir2 N7 C58 -178.5(4) . . . . ? C47 Ir2 N7 C58 95.2(4) . . . . ? C59 Ir2 N7 C58 -76.5(4) . . . . ? N10 Ir2 N7 C58 0.4(4) . . . . ? C48 Ir2 N7 C54 1.3(3) . . . . ? C47 Ir2 N7 C54 -85.0(3) . . . . ? C59 Ir2 N7 C54 103.2(3) . . . . ? N10 Ir2 N7 C54 -179.9(3) . . . . ? N7 Ir2 N10 C70 85.9(4) . . . . ? C47 Ir2 N10 C70 -8.3(4) . . . . ? C59 Ir2 N10 C70 177.8(4) . . . . ? N6 Ir2 N10 C70 -88.3(4) . . . . ? N7 Ir2 N10 C66 -90.1(3) . . . . ? C47 Ir2 N10 C66 175.6(3) . . . . ? C59 Ir2 N10 C66 1.7(3) . . . . ? N6 Ir2 N10 C66 95.7(3) . . . . ? C41 N6 C37 C38 -1.2(7) . . . . ? Ir2 N6 C37 C38 -179.5(3) . . . . ? N6 C37 C38 C39 -0.4(7) . . . . ? C37 C38 C39 C40 0.7(7) . . . . ? C38 C39 C40 C41 0.6(7) . . . . ? C37 N6 C41 C40 2.4(6) . . . . ? Ir2 N6 C41 C40 -179.1(3) . . . . ? C37 N6 C41 C42 -177.5(4) . . . . ? Ir2 N6 C41 C42 0.9(5) . . . . ? C39 C40 C41 N6 -2.1(7) . . . . ? C39 C40 C41 C42 177.8(4) . . . . ? N6 C41 C42 C43 179.1(4) . . . . ? C40 C41 C42 C43 -0.9(7) . . . . ? N6 C41 C42 C47 -0.5(6) . . . . ? C40 C41 C42 C47 179.6(4) . . . . ? C47 C42 C43 F5 178.3(4) . . . . ? C41 C42 C43 F5 -1.2(7) . . . . ? C47 C42 C43 C44 -1.4(7) . . . . ? C41 C42 C43 C44 179.1(4) . . . . ? F5 C43 C44 C45 -178.8(4) . . . . ? C42 C43 C44 C45 0.8(7) . . . . ? C43 C44 C45 F6 178.8(4) . . . . ? C43 C44 C45 C46 0.4(7) . . . . ? F6 C45 C46 C47 -179.4(4) . . . . ? C44 C45 C46 C47 -1.0(7) . . . . ? C45 C46 C47 C42 0.4(7) . . . . ? C45 C46 C47 Ir2 -179.1(3) . . . . ? C43 C42 C47 C46 0.7(6) . . . . ? C41 C42 C47 C46 -179.7(4) . . . . ? C43 C42 C47 Ir2 -179.8(3) . . . . ? C41 C42 C47 Ir2 -0.2(5) . . . . ? C48 Ir2 C47 C46 -85.1(4) . . . . ? N7 Ir2 C47 C46 -5.1(4) . . . . ? C59 Ir2 C47 C46 124.9(9) . . . . ? N6 Ir2 C47 C46 -180.0(4) . . . . ? N10 Ir2 C47 C46 91.3(4) . . . . ? C48 Ir2 C47 C42 95.3(3) . . . . ? N7 Ir2 C47 C42 175.4(3) . . . . ? C59 Ir2 C47 C42 -54.6(10) . . . . ? N6 Ir2 C47 C42 0.5(3) . . . . ? N10 Ir2 C47 C42 -88.2(3) . . . . ? N7 Ir2 C48 C49 -179.9(4) . . . . ? C47 Ir2 C48 C49 -85.5(4) . . . . ? C59 Ir2 C48 C49 89.0(4) . . . . ? N6 Ir2 C48 C49 -5.8(4) . . . . ? N7 Ir2 C48 C53 -3.9(3) . . . . ? C47 Ir2 C48 C53 90.4(3) . . . . ? C59 Ir2 C48 C53 -95.0(3) . . . . ? N6 Ir2 C48 C53 170.2(3) . . . . ? C53 C48 C49 C50 -1.1(7) . . . . ? Ir2 C48 C49 C50 174.7(4) . . . . ? C48 C49 C50 F7 -179.1(4) . . . . ? C48 C49 C50 C51 -1.0(8) . . . . ? F7 C50 C51 C52 179.6(4) . . . . ? C49 C50 C51 C52 1.4(8) . . . . ? C50 C51 C52 F8 -177.5(4) . . . . ? C50 C51 C52 C53 0.1(8) . . . . ? F8 C52 C53 C48 175.5(4) . . . . ? C51 C52 C53 C48 -2.0(8) . . . . ? F8 C52 C53 C54 -4.3(8) . . . . ? C51 C52 C53 C54 178.1(5) . . . . ? C49 C48 C53 C52 2.5(6) . . . . ? Ir2 C48 C53 C52 -173.9(4) . . . . ? C49 C48 C53 C54 -177.7(4) . . . . ? Ir2 C48 C53 C54 6.0(5) . . . . ? C58 N7 C54 C55 3.1(7) . . . . ? Ir2 N7 C54 C55 -176.7(4) . . . . ? C58 N7 C54 C53 -178.7(4) . . . . ? Ir2 N7 C54 C53 1.6(5) . . . . ? C52 C53 C54 N7 174.9(5) . . . . ? C48 C53 C54 N7 -4.9(6) . . . . ? C52 C53 C54 C55 -7.0(8) . . . . ? C48 C53 C54 C55 173.2(5) . . . . ? N7 C54 C55 C56 -1.0(8) . . . . ? C53 C54 C55 C56 -179.0(5) . . . . ? C54 C55 C56 C57 -1.4(8) . . . . ? C55 C56 C57 C58 1.8(8) . . . . ? C54 N7 C58 C57 -2.7(7) . . . . ? Ir2 N7 C58 C57 177.0(4) . . . . ? C56 C57 C58 N7 0.3(8) . . . . ? C60 N8 C59 N9 1.6(5) . . . . ? C71 N8 C59 N9 179.8(4) . . . . ? C60 N8 C59 Ir2 -169.4(4) . . . . ? C71 N8 C59 Ir2 8.8(7) . . . . ? C65 N9 C59 N8 -1.5(5) . . . . ? C66 N9 C59 N8 -179.5(4) . . . . ? C65 N9 C59 Ir2 172.0(3) . . . . ? C66 N9 C59 Ir2 -6.0(5) . . . . ? C48 Ir2 C59 N8 -11.1(5) . . . . ? N7 Ir2 C59 N8 -91.8(5) . . . . ? C47 Ir2 C59 N8 138.2(8) . . . . ? N6 Ir2 C59 N8 84.1(5) . . . . ? N10 Ir2 C59 N8 172.7(5) . . . . ? C48 Ir2 C59 N9 178.5(3) . . . . ? N7 Ir2 C59 N9 97.8(3) . . . . ? C47 Ir2 C59 N9 -32.3(11) . . . . ? N6 Ir2 C59 N9 -86.4(3) . . . . ? N10 Ir2 C59 N9 2.2(3) . . . . ? C59 N8 C60 C61 177.5(5) . . . . ? C71 N8 C60 C61 -0.7(7) . . . . ? C59 N8 C60 C65 -1.2(5) . . . . ? C71 N8 C60 C65 -179.4(4) . . . . ? C65 C60 C61 C62 0.0(7) . . . . ? N8 C60 C61 C62 -178.5(4) . . . . ? C60 C61 C62 C63 0.3(7) . . . . ? C61 C62 C63 C64 -0.6(7) . . . . ? C62 C63 C64 C65 0.6(7) . . . . ? C63 C64 C65 C60 -0.2(6) . . . . ? C63 C64 C65 N9 177.8(4) . . . . ? C61 C60 C65 C64 -0.1(7) . . . . ? N8 C60 C65 C64 178.7(4) . . . . ? C61 C60 C65 N9 -178.6(4) . . . . ? N8 C60 C65 N9 0.2(4) . . . . ? C59 N9 C65 C64 -177.4(5) . . . . ? C66 N9 C65 C64 0.3(8) . . . . ? C59 N9 C65 C60 0.8(5) . . . . ? C66 N9 C65 C60 178.5(4) . . . . ? C70 N10 C66 C67 -3.1(6) . . . . ? Ir2 N10 C66 C67 173.2(3) . . . . ? C70 N10 C66 N9 178.4(4) . . . . ? Ir2 N10 C66 N9 -5.2(5) . . . . ? C59 N9 C66 N10 7.4(5) . . . . ? C65 N9 C66 N10 -170.2(4) . . . . ? C59 N9 C66 C67 -171.0(4) . . . . ? C65 N9 C66 C67 11.5(7) . . . . ? N10 C66 C67 C68 2.4(7) . . . . ? N9 C66 C67 C68 -179.4(4) . . . . ? C66 C67 C68 C69 0.1(7) . . . . ? C66 C67 C68 C72 -178.6(5) . . . . ? C67 C68 C69 C70 -1.7(7) . . . . ? C72 C68 C69 C70 177.0(5) . . . . ? C66 N10 C70 C69 1.4(7) . . . . ? Ir2 N10 C70 C69 -174.5(3) . . . . ? C68 C69 C70 N10 1.0(7) . . . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 1.576 _refine_diff_density_min -1.385 _refine_diff_density_rms 0.132 # Attachment '- Complex_5.cif' data_fk14 _database_code_depnum_ccdc_archive 'CCDC 822779' #TrackingRef '- Complex_5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H29 Ir N5, F6 P, 2(C H2 Cl2)' _chemical_formula_sum 'C38 H33 Cl4 F6 Ir N5 P' _chemical_formula_weight 1038.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.874(2) _cell_length_b 13.0638(19) _cell_length_c 18.0002(14) _cell_angle_alpha 90.00 _cell_angle_beta 102.348(8) _cell_angle_gamma 90.00 _cell_volume 3876.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 691 _cell_measurement_theta_min 3 _cell_measurement_theta_max 22 _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.780 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 3.827 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4349 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS 2008, Bruker AXS, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 67576 _diffrn_reflns_av_R_equivalents 0.0826 _diffrn_reflns_av_sigmaI/netI 0.0487 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8864 _reflns_number_gt 7022 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs, 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0335P)^2^+10.2976P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8864 _refine_ls_number_parameters 524 _refine_ls_number_restraints 25 _refine_ls_R_factor_all 0.0568 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.0910 _refine_ls_wR_factor_gt 0.0810 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.217499(10) 0.055426(14) 0.128631(10) 0.01853(6) Uani 1 1 d . . . N1 N 0.2954(2) 0.1617(3) 0.0980(2) 0.0232(9) Uani 1 1 d . . . N2 N 0.1295(2) -0.0293(3) 0.1638(2) 0.0192(8) Uani 1 1 d . . . N3 N 0.3559(2) -0.1020(3) 0.2097(2) 0.0215(8) Uani 1 1 d . . . N4 N 0.3183(2) -0.1097(3) 0.0858(2) 0.0208(8) Uani 1 1 d . . . N5 N 0.2089(2) -0.0175(3) 0.0189(2) 0.0221(8) Uani 1 1 d . . . C1 C 0.3769(3) 0.1519(4) 0.1101(3) 0.0295(12) Uani 1 1 d . . . H1 H 0.4011 0.0911 0.1337 0.035 Uiso 1 1 calc R . . C2 C 0.4268(3) 0.2261(4) 0.0899(3) 0.0363(13) Uani 1 1 d . . . H2 H 0.4840 0.2172 0.1010 0.044 Uiso 1 1 calc R . . C3 C 0.3922(4) 0.3129(4) 0.0534(3) 0.0371(14) Uani 1 1 d . . . H3 H 0.4251 0.3639 0.0374 0.044 Uiso 1 1 calc R . . C4 C 0.3088(4) 0.3251(4) 0.0403(3) 0.0333(12) Uani 1 1 d . . . H4 H 0.2842 0.3852 0.0159 0.040 Uiso 1 1 calc R . . C5 C 0.2603(3) 0.2482(4) 0.0631(3) 0.0273(11) Uani 1 1 d . . . C6 C 0.1712(3) 0.2539(4) 0.0546(3) 0.0245(11) Uani 1 1 d . . . C7 C 0.1241(3) 0.3349(4) 0.0186(3) 0.0329(12) Uani 1 1 d . . . H7 H 0.1491 0.3898 -0.0024 0.039 Uiso 1 1 calc R . . C8 C 0.0405(4) 0.3353(4) 0.0135(3) 0.0342(13) Uani 1 1 d . . . H8 H 0.0083 0.3902 -0.0111 0.041 Uiso 1 1 calc R . . C9 C 0.0043(3) 0.2544(4) 0.0446(3) 0.0304(12) Uani 1 1 d . . . H9 H -0.0526 0.2548 0.0417 0.037 Uiso 1 1 calc R . . C10 C 0.0513(3) 0.1731(4) 0.0801(3) 0.0252(10) Uani 1 1 d . . . H10 H 0.0257 0.1182 0.1005 0.030 Uiso 1 1 calc R . . C11 C 0.1364(3) 0.1708(4) 0.0863(3) 0.0242(10) Uani 1 1 d . . . C12 C 0.2319(3) 0.1078(4) 0.2367(3) 0.0203(10) Uani 1 1 d . . . C13 C 0.2901(3) 0.1769(4) 0.2759(3) 0.0248(11) Uani 1 1 d . . . H13 H 0.3228 0.2144 0.2486 0.030 Uiso 1 1 calc R . . C14 C 0.3007(3) 0.1912(4) 0.3542(3) 0.0270(11) Uani 1 1 d . . . H14 H 0.3410 0.2375 0.3794 0.032 Uiso 1 1 calc R . . C15 C 0.2529(3) 0.1387(4) 0.3963(3) 0.0280(11) Uani 1 1 d . . . H15 H 0.2616 0.1477 0.4498 0.034 Uiso 1 1 calc R . . C16 C 0.1924(3) 0.0730(4) 0.3589(3) 0.0240(10) Uani 1 1 d . . . H16 H 0.1585 0.0384 0.3867 0.029 Uiso 1 1 calc R . . C17 C 0.1816(3) 0.0578(4) 0.2805(3) 0.0202(9) Uani 1 1 d . . . C18 C 0.1221(3) -0.0138(4) 0.2374(3) 0.0198(9) Uani 1 1 d . . . C19 C 0.0613(3) -0.0637(4) 0.2655(3) 0.0241(10) Uani 1 1 d . . . H19 H 0.0562 -0.0518 0.3163 0.029 Uiso 1 1 calc R . . C20 C 0.0087(3) -0.1303(4) 0.2197(3) 0.0246(11) Uani 1 1 d . . . H20 H -0.0321 -0.1652 0.2389 0.030 Uiso 1 1 calc R . . C21 C 0.0164(3) -0.1452(4) 0.1452(3) 0.0248(11) Uani 1 1 d . . . H21 H -0.0190 -0.1908 0.1127 0.030 Uiso 1 1 calc R . . C22 C 0.0763(3) -0.0928(4) 0.1187(3) 0.0223(10) Uani 1 1 d . . . H22 H 0.0801 -0.1016 0.0672 0.027 Uiso 1 1 calc R . . C23 C 0.3034(3) -0.0599(4) 0.1506(3) 0.0199(9) Uani 1 1 d . . . C24 C 0.4055(3) -0.1765(4) 0.1850(3) 0.0215(10) Uani 1 1 d . . . C25 C 0.4659(3) -0.2378(4) 0.2269(3) 0.0252(11) Uani 1 1 d . . . H25 H 0.4806 -0.2337 0.2808 0.030 Uiso 1 1 calc R . . C26 C 0.5039(3) -0.3053(4) 0.1866(3) 0.0266(11) Uani 1 1 d . . . H26 H 0.5452 -0.3493 0.2132 0.032 Uiso 1 1 calc R . . C27 C 0.4824(3) -0.3097(4) 0.1068(3) 0.0310(12) Uani 1 1 d . . . H27 H 0.5097 -0.3566 0.0806 0.037 Uiso 1 1 calc R . . C28 C 0.4224(3) -0.2474(4) 0.0651(3) 0.0283(11) Uani 1 1 d . . . H28 H 0.4089 -0.2499 0.0111 0.034 Uiso 1 1 calc R . . C29 C 0.3826(3) -0.1808(4) 0.1059(3) 0.0214(10) Uani 1 1 d . . . C30 C 0.3618(3) -0.0813(4) 0.2906(3) 0.0278(11) Uani 1 1 d . . . H30A H 0.3172 -0.0363 0.2968 0.042 Uiso 1 1 calc R . . H30B H 0.4137 -0.0479 0.3118 0.042 Uiso 1 1 calc R . . H30C H 0.3584 -0.1459 0.3175 0.042 Uiso 1 1 calc R . . C31 C 0.2649(3) -0.0910(4) 0.0152(3) 0.0228(10) Uani 1 1 d . . . C32 C 0.2675(3) -0.1430(4) -0.0513(3) 0.0281(11) Uani 1 1 d . . . H32 H 0.3069 -0.1949 -0.0513 0.034 Uiso 1 1 calc R . . C33 C 0.2121(3) -0.1187(4) -0.1181(3) 0.0286(11) Uani 1 1 d . . . C34 C 0.1545(3) -0.0426(4) -0.1148(3) 0.0293(11) Uani 1 1 d . . . H34 H 0.1156 -0.0238 -0.1590 0.035 Uiso 1 1 calc R . . C35 C 0.1554(3) 0.0049(4) -0.0455(3) 0.0271(11) Uani 1 1 d . . . H35 H 0.1158 0.0561 -0.0437 0.033 Uiso 1 1 calc R . . C36 C 0.2146(4) -0.1721(5) -0.1919(3) 0.0411(15) Uani 1 1 d . . . H36A H 0.2703 -0.1942 -0.1913 0.062 Uiso 1 1 calc R . . H36B H 0.1965 -0.1248 -0.2344 0.062 Uiso 1 1 calc R . . H36C H 0.1788 -0.2319 -0.1980 0.062 Uiso 1 1 calc R . . P1 P 0.35171(8) -0.44020(10) -0.12208(7) 0.0241(3) Uani 1 1 d . . . F1 F 0.2801(2) -0.4174(3) -0.1939(2) 0.0529(10) Uani 1 1 d . . . F2 F 0.4068(3) -0.4777(3) -0.1781(3) 0.0656(13) Uani 1 1 d . . . F3 F 0.3187(2) -0.5555(2) -0.11871(19) 0.0395(8) Uani 1 1 d . . . F4 F 0.4229(2) -0.4629(3) -0.0506(2) 0.0639(12) Uani 1 1 d . . . F5 F 0.2951(2) -0.4021(3) -0.0672(2) 0.0627(11) Uani 1 1 d . . . F6 F 0.38449(19) -0.3248(2) -0.1256(2) 0.0402(8) Uani 1 1 d . . . Cl1 Cl 0.59207(10) -0.05795(13) 0.37653(11) 0.0546(4) Uani 1 1 d . . . Cl2 Cl 0.54222(13) 0.10250(17) 0.26597(16) 0.0856(7) Uani 1 1 d . . . C37 C 0.6217(5) 0.0277(6) 0.3117(6) 0.079(3) Uani 1 1 d . . . H37A H 0.6657 0.0724 0.3393 0.095 Uiso 1 1 calc R . . H37B H 0.6434 -0.0117 0.2734 0.095 Uiso 1 1 calc R . . Cl3A Cl 0.20736(15) 0.2172(2) -0.13797(14) 0.0406(7) Uani 0.591(4) 1 d PD A 1 Cl4A Cl 0.3527(2) 0.0862(2) -0.0925(2) 0.0530(9) Uani 0.591(4) 1 d PDU A 1 C38A C 0.3081(5) 0.1936(7) -0.1445(6) 0.038(2) Uani 0.591(4) 1 d PDU A 1 H38A H 0.3411 0.2548 -0.1262 0.046 Uiso 0.591(4) 1 calc PR A 1 H38B H 0.3097 0.1837 -0.1987 0.046 Uiso 0.591(4) 1 calc PR A 1 Cl3B Cl 0.3240(4) 0.1385(8) -0.1104(5) 0.121(3) Uani 0.409(4) 1 d PDU A 2 Cl4B Cl 0.4605(3) 0.0070(4) -0.0374(3) 0.0682(16) Uani 0.409(4) 1 d PD . 2 C38B C 0.4112(11) 0.0737(17) -0.1168(11) 0.091(6) Uani 0.409(4) 1 d PDU A 2 H38C H 0.4499 0.1238 -0.1302 0.109 Uiso 0.409(4) 1 calc PR A 2 H38D H 0.3974 0.0247 -0.1596 0.109 Uiso 0.409(4) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01525(9) 0.02128(10) 0.01962(10) -0.00012(8) 0.00497(6) 0.00059(8) N1 0.023(2) 0.027(2) 0.021(2) -0.0018(18) 0.0064(16) -0.0003(17) N2 0.0166(19) 0.018(2) 0.022(2) -0.0013(16) 0.0023(16) 0.0012(15) N3 0.018(2) 0.027(2) 0.020(2) -0.0003(18) 0.0046(16) 0.0017(16) N4 0.019(2) 0.027(2) 0.017(2) -0.0006(17) 0.0053(16) 0.0051(16) N5 0.021(2) 0.026(2) 0.019(2) -0.0003(18) 0.0052(16) 0.0024(17) C1 0.023(3) 0.036(3) 0.031(3) 0.000(2) 0.009(2) -0.005(2) C2 0.032(3) 0.045(3) 0.036(3) -0.005(3) 0.016(2) -0.014(3) C3 0.043(3) 0.042(3) 0.031(3) -0.003(3) 0.018(3) -0.016(3) C4 0.049(3) 0.030(3) 0.024(3) -0.001(2) 0.015(2) -0.006(3) C5 0.037(3) 0.030(3) 0.017(2) -0.007(2) 0.010(2) 0.000(2) C6 0.034(3) 0.023(2) 0.018(2) -0.003(2) 0.009(2) 0.005(2) C7 0.044(3) 0.026(3) 0.030(3) -0.002(2) 0.010(2) 0.003(2) C8 0.046(3) 0.025(3) 0.029(3) -0.001(2) 0.002(2) 0.014(2) C9 0.028(3) 0.032(3) 0.029(3) -0.010(2) 0.001(2) 0.009(2) C10 0.024(2) 0.029(3) 0.022(2) -0.007(2) 0.004(2) 0.004(2) C11 0.027(3) 0.029(3) 0.017(2) -0.006(2) 0.0054(19) 0.004(2) C12 0.018(2) 0.020(2) 0.023(2) 0.000(2) 0.0055(19) 0.0000(18) C13 0.025(3) 0.025(3) 0.027(3) 0.001(2) 0.012(2) -0.006(2) C14 0.025(3) 0.025(3) 0.030(3) -0.005(2) 0.006(2) -0.008(2) C15 0.031(3) 0.032(3) 0.021(2) -0.005(2) 0.004(2) -0.004(2) C16 0.026(3) 0.023(3) 0.026(3) 0.000(2) 0.011(2) -0.0009(19) C17 0.018(2) 0.021(2) 0.022(2) 0.002(2) 0.0058(18) 0.0015(19) C18 0.015(2) 0.018(2) 0.026(2) -0.002(2) 0.0051(19) 0.0024(18) C19 0.017(2) 0.024(2) 0.034(3) 0.001(2) 0.008(2) 0.0001(19) C20 0.021(2) 0.020(2) 0.033(3) 0.004(2) 0.009(2) 0.0012(19) C21 0.019(2) 0.021(3) 0.033(3) -0.005(2) 0.003(2) 0.0014(19) C22 0.015(2) 0.027(2) 0.025(3) -0.005(2) 0.0039(19) 0.0041(19) C23 0.014(2) 0.024(2) 0.022(2) -0.003(2) 0.0051(17) -0.0025(19) C24 0.014(2) 0.028(3) 0.022(2) 0.000(2) 0.0035(18) -0.0012(19) C25 0.020(2) 0.031(3) 0.024(3) 0.000(2) 0.003(2) 0.001(2) C26 0.015(2) 0.030(3) 0.033(3) 0.005(2) 0.001(2) 0.006(2) C27 0.024(3) 0.036(3) 0.032(3) -0.004(2) 0.005(2) 0.009(2) C28 0.024(3) 0.038(3) 0.022(3) -0.001(2) 0.004(2) 0.006(2) C29 0.015(2) 0.023(2) 0.025(2) 0.000(2) 0.0021(18) 0.0044(18) C30 0.026(3) 0.037(3) 0.021(2) -0.001(2) 0.005(2) 0.005(2) C31 0.019(2) 0.027(2) 0.022(2) 0.000(2) 0.0023(19) 0.0006(19) C32 0.027(3) 0.032(3) 0.024(3) -0.003(2) 0.003(2) 0.011(2) C33 0.025(3) 0.037(3) 0.022(3) 0.002(2) -0.001(2) 0.008(2) C34 0.025(3) 0.038(3) 0.022(2) 0.002(2) -0.003(2) 0.010(2) C35 0.022(2) 0.030(3) 0.028(3) -0.003(2) 0.003(2) 0.011(2) C36 0.043(3) 0.052(4) 0.024(3) -0.007(3) -0.005(2) 0.022(3) P1 0.0219(6) 0.0260(7) 0.0253(7) -0.0021(6) 0.0069(5) -0.0009(5) F1 0.056(2) 0.044(2) 0.046(2) 0.0083(17) -0.0177(18) -0.0102(17) F2 0.075(3) 0.051(2) 0.092(3) -0.013(2) 0.064(3) -0.004(2) F3 0.050(2) 0.0301(17) 0.0364(18) 0.0051(15) 0.0057(15) -0.0105(15) F4 0.053(2) 0.046(2) 0.073(3) 0.002(2) -0.032(2) 0.0034(18) F5 0.063(3) 0.069(3) 0.071(3) -0.017(2) 0.047(2) -0.003(2) F6 0.0335(17) 0.0277(16) 0.058(2) -0.0031(16) 0.0067(16) -0.0067(14) Cl1 0.0426(9) 0.0531(10) 0.0661(11) 0.0027(9) 0.0073(8) -0.0083(8) Cl2 0.0586(13) 0.0614(12) 0.121(2) 0.0205(13) -0.0147(13) 0.0051(10) C37 0.051(5) 0.072(5) 0.120(8) 0.045(5) 0.032(5) 0.018(4) Cl3A 0.0369(14) 0.0464(15) 0.0390(14) -0.0012(12) 0.0095(11) -0.0103(11) Cl4A 0.0488(19) 0.0441(17) 0.063(2) 0.0226(15) 0.0048(15) -0.0020(13) C38A 0.041(6) 0.031(5) 0.050(6) 0.017(5) 0.023(5) 0.004(4) Cl3B 0.069(4) 0.163(7) 0.133(6) 0.084(6) 0.030(4) 0.008(5) Cl4B 0.059(3) 0.051(3) 0.104(4) -0.001(3) 0.038(3) 0.006(2) C38B 0.086(13) 0.098(13) 0.102(14) 0.027(12) 0.050(11) 0.014(11) _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 2.027(5) . ? Ir1 N2 2.056(4) . ? Ir1 N1 2.067(4) . ? Ir1 C11 2.068(5) . ? Ir1 C23 2.070(5) . ? Ir1 N5 2.169(4) . ? N1 C1 1.351(6) . ? N1 C5 1.366(7) . ? N2 C22 1.357(6) . ? N2 C18 1.372(6) . ? N3 C23 1.347(6) . ? N3 C24 1.415(6) . ? N3 C30 1.465(6) . ? N4 C23 1.404(6) . ? N4 C31 1.413(6) . ? N4 C29 1.415(6) . ? N5 C35 1.342(6) . ? N5 C31 1.359(6) . ? C1 C2 1.382(7) . ? C1 H1 0.9500 . ? C2 C3 1.377(8) . ? C2 H2 0.9500 . ? C3 C4 1.386(8) . ? C3 H3 0.9500 . ? C4 C5 1.412(7) . ? C4 H4 0.9500 . ? C5 C6 1.480(7) . ? C6 C7 1.396(7) . ? C6 C11 1.412(7) . ? C7 C8 1.395(8) . ? C7 H7 0.9500 . ? C8 C9 1.395(8) . ? C8 H8 0.9500 . ? C9 C10 1.397(7) . ? C9 H9 0.9500 . ? C10 C11 1.417(7) . ? C10 H10 0.9500 . ? C12 C13 1.407(7) . ? C12 C17 1.434(6) . ? C13 C14 1.395(7) . ? C13 H13 0.9500 . ? C14 C15 1.399(7) . ? C14 H14 0.9500 . ? C15 C16 1.392(7) . ? C15 H15 0.9500 . ? C16 C17 1.399(7) . ? C16 H16 0.9500 . ? C17 C18 1.467(6) . ? C18 C19 1.399(6) . ? C19 C20 1.383(7) . ? C19 H19 0.9500 . ? C20 C21 1.389(7) . ? C20 H20 0.9500 . ? C21 C22 1.387(7) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C24 C25 1.386(7) . ? C24 C29 1.394(7) . ? C25 C26 1.383(7) . ? C25 H25 0.9500 . ? C26 C27 1.405(7) . ? C26 H26 0.9500 . ? C27 C28 1.387(7) . ? C27 H27 0.9500 . ? C28 C29 1.400(7) . ? C28 H28 0.9500 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 C32 1.385(7) . ? C32 C33 1.392(7) . ? C32 H32 0.9500 . ? C33 C34 1.400(7) . ? C33 C36 1.510(7) . ? C34 C35 1.389(7) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? P1 F2 1.588(4) . ? P1 F4 1.590(4) . ? P1 F5 1.593(4) . ? P1 F1 1.598(4) . ? P1 F6 1.611(3) . ? P1 F3 1.612(3) . ? Cl1 C37 1.765(8) . ? Cl2 C37 1.721(8) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? Cl3A C38A 1.756(8) . ? Cl4A C38A 1.764(9) . ? C38A H38A 0.9900 . ? C38A H38B 0.9900 . ? Cl3B C38B 1.723(13) . ? Cl4B Cl4B 1.691(11) 3_655 ? Cl4B C38B 1.728(14) . ? C38B H38C 0.9900 . ? C38B H38D 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 Ir1 N2 80.39(17) . . ? C12 Ir1 N1 94.40(17) . . ? N2 Ir1 N1 170.36(15) . . ? C12 Ir1 C11 92.41(18) . . ? N2 Ir1 C11 92.38(17) . . ? N1 Ir1 C11 79.67(18) . . ? C12 Ir1 C23 97.31(18) . . ? N2 Ir1 C23 94.12(16) . . ? N1 Ir1 C23 94.59(17) . . ? C11 Ir1 C23 169.09(18) . . ? C12 Ir1 N5 173.11(17) . . ? N2 Ir1 N5 97.57(15) . . ? N1 Ir1 N5 88.52(15) . . ? C11 Ir1 N5 94.26(16) . . ? C23 Ir1 N5 76.21(17) . . ? C1 N1 C5 118.7(4) . . ? C1 N1 Ir1 125.2(4) . . ? C5 N1 Ir1 116.1(3) . . ? C22 N2 C18 118.8(4) . . ? C22 N2 Ir1 125.1(3) . . ? C18 N2 Ir1 116.0(3) . . ? C23 N3 C24 111.5(4) . . ? C23 N3 C30 127.1(4) . . ? C24 N3 C30 121.3(4) . . ? C23 N4 C31 118.2(4) . . ? C23 N4 C29 110.8(4) . . ? C31 N4 C29 130.6(4) . . ? C35 N5 C31 117.3(4) . . ? C35 N5 Ir1 126.4(3) . . ? C31 N5 Ir1 116.3(3) . . ? N1 C1 C2 123.1(5) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C3 C2 C1 119.0(5) . . ? C3 C2 H2 120.5 . . ? C1 C2 H2 120.5 . . ? C2 C3 C4 119.1(5) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C3 C4 C5 120.0(5) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? N1 C5 C4 120.1(5) . . ? N1 C5 C6 115.0(4) . . ? C4 C5 C6 125.0(5) . . ? C7 C6 C11 121.8(5) . . ? C7 C6 C5 123.4(5) . . ? C11 C6 C5 114.8(4) . . ? C8 C7 C6 120.0(5) . . ? C8 C7 H7 120.0 . . ? C6 C7 H7 120.0 . . ? C9 C8 C7 119.6(5) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C8 C9 C10 120.3(5) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C9 C10 C11 121.3(5) . . ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C6 C11 C10 117.0(5) . . ? C6 C11 Ir1 114.2(3) . . ? C10 C11 Ir1 128.6(4) . . ? C13 C12 C17 116.6(4) . . ? C13 C12 Ir1 128.8(3) . . ? C17 C12 Ir1 114.2(3) . . ? C14 C13 C12 121.2(4) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? C13 C14 C15 121.2(5) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C16 C15 C14 119.2(5) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C15 C16 C17 120.0(4) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C16 C17 C12 121.7(4) . . ? C16 C17 C18 123.5(4) . . ? C12 C17 C18 114.7(4) . . ? N2 C18 C19 120.5(4) . . ? N2 C18 C17 114.3(4) . . ? C19 C18 C17 125.2(4) . . ? C20 C19 C18 120.3(5) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C19 C20 C21 118.9(5) . . ? C19 C20 H20 120.5 . . ? C21 C20 H20 120.5 . . ? C22 C21 C20 119.2(5) . . ? C22 C21 H21 120.4 . . ? C20 C21 H21 120.4 . . ? N2 C22 C21 122.3(5) . . ? N2 C22 H22 118.8 . . ? C21 C22 H22 118.8 . . ? N3 C23 N4 105.2(4) . . ? N3 C23 Ir1 139.8(3) . . ? N4 C23 Ir1 114.9(3) . . ? C25 C24 C29 122.9(4) . . ? C25 C24 N3 130.0(4) . . ? C29 C24 N3 107.1(4) . . ? C26 C25 C24 116.9(5) . . ? C26 C25 H25 121.5 . . ? C24 C25 H25 121.5 . . ? C25 C26 C27 120.9(5) . . ? C25 C26 H26 119.5 . . ? C27 C26 H26 119.5 . . ? C28 C27 C26 121.9(5) . . ? C28 C27 H27 119.0 . . ? C26 C27 H27 119.0 . . ? C27 C28 C29 117.2(5) . . ? C27 C28 H28 121.4 . . ? C29 C28 H28 121.4 . . ? C24 C29 C28 120.1(4) . . ? C24 C29 N4 105.3(4) . . ? C28 C29 N4 134.5(5) . . ? N3 C30 H30A 109.5 . . ? N3 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? N3 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N5 C31 C32 122.7(4) . . ? N5 C31 N4 113.3(4) . . ? C32 C31 N4 124.1(4) . . ? C31 C32 C33 119.7(5) . . ? C31 C32 H32 120.2 . . ? C33 C32 H32 120.2 . . ? C32 C33 C34 118.0(5) . . ? C32 C33 C36 121.0(5) . . ? C34 C33 C36 121.1(5) . . ? C35 C34 C33 118.8(5) . . ? C35 C34 H34 120.6 . . ? C33 C34 H34 120.6 . . ? N5 C35 C34 123.6(4) . . ? N5 C35 H35 118.2 . . ? C34 C35 H35 118.2 . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? F2 P1 F4 90.7(3) . . ? F2 P1 F5 178.9(3) . . ? F4 P1 F5 90.4(3) . . ? F2 P1 F1 89.3(2) . . ? F4 P1 F1 179.9(3) . . ? F5 P1 F1 89.6(2) . . ? F2 P1 F6 90.65(19) . . ? F4 P1 F6 90.01(19) . . ? F5 P1 F6 89.3(2) . . ? F1 P1 F6 90.01(19) . . ? F2 P1 F3 89.4(2) . . ? F4 P1 F3 90.2(2) . . ? F5 P1 F3 90.6(2) . . ? F1 P1 F3 89.82(18) . . ? F6 P1 F3 179.8(2) . . ? Cl2 C37 Cl1 111.9(4) . . ? Cl2 C37 H37A 109.2 . . ? Cl1 C37 H37A 109.2 . . ? Cl2 C37 H37B 109.2 . . ? Cl1 C37 H37B 109.2 . . ? H37A C37 H37B 107.9 . . ? Cl3A C38A Cl4A 114.4(5) . . ? Cl3A C38A H38A 108.7 . . ? Cl4A C38A H38A 108.7 . . ? Cl3A C38A H38B 108.7 . . ? Cl4A C38A H38B 108.7 . . ? H38A C38A H38B 107.6 . . ? Cl4B Cl4B C38B 150.7(9) 3_655 . ? Cl3B C38B Cl4B 117.3(11) . . ? Cl3B C38B H38C 108.0 . . ? Cl4B C38B H38C 108.0 . . ? Cl3B C38B H38D 108.0 . . ? Cl4B C38B H38D 108.0 . . ? H38C C38B H38D 107.2 . . ? 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 C12 Ir1 N1 C1 84.6(4) . . . . ? C11 Ir1 N1 C1 176.2(4) . . . . ? C23 Ir1 N1 C1 -13.1(4) . . . . ? N5 Ir1 N1 C1 -89.2(4) . . . . ? C12 Ir1 N1 C5 -95.0(4) . . . . ? C11 Ir1 N1 C5 -3.4(3) . . . . ? C23 Ir1 N1 C5 167.3(3) . . . . ? N5 Ir1 N1 C5 91.2(3) . . . . ? C12 Ir1 N2 C22 175.0(4) . . . . ? C11 Ir1 N2 C22 83.0(4) . . . . ? C23 Ir1 N2 C22 -88.3(4) . . . . ? N5 Ir1 N2 C22 -11.7(4) . . . . ? C12 Ir1 N2 C18 -0.5(3) . . . . ? C11 Ir1 N2 C18 -92.6(3) . . . . ? C23 Ir1 N2 C18 96.2(3) . . . . ? N5 Ir1 N2 C18 172.8(3) . . . . ? N2 Ir1 N5 C35 83.4(4) . . . . ? N1 Ir1 N5 C35 -89.1(4) . . . . ? C11 Ir1 N5 C35 -9.6(4) . . . . ? C23 Ir1 N5 C35 175.8(4) . . . . ? N2 Ir1 N5 C31 -98.5(4) . . . . ? N1 Ir1 N5 C31 89.0(4) . . . . ? C11 Ir1 N5 C31 168.5(4) . . . . ? C23 Ir1 N5 C31 -6.1(3) . . . . ? C5 N1 C1 C2 0.9(8) . . . . ? Ir1 N1 C1 C2 -178.7(4) . . . . ? N1 C1 C2 C3 -2.2(8) . . . . ? C1 C2 C3 C4 2.2(8) . . . . ? C2 C3 C4 C5 -1.0(8) . . . . ? C1 N1 C5 C4 0.3(7) . . . . ? Ir1 N1 C5 C4 179.9(4) . . . . ? C1 N1 C5 C6 -178.0(4) . . . . ? Ir1 N1 C5 C6 1.6(5) . . . . ? C3 C4 C5 N1 -0.2(8) . . . . ? C3 C4 C5 C6 177.9(5) . . . . ? N1 C5 C6 C7 -178.2(5) . . . . ? C4 C5 C6 C7 3.6(8) . . . . ? N1 C5 C6 C11 2.3(6) . . . . ? C4 C5 C6 C11 -175.9(5) . . . . ? C11 C6 C7 C8 0.2(8) . . . . ? C5 C6 C7 C8 -179.3(5) . . . . ? C6 C7 C8 C9 0.2(8) . . . . ? C7 C8 C9 C10 -0.6(8) . . . . ? C8 C9 C10 C11 0.7(8) . . . . ? C7 C6 C11 C10 -0.1(7) . . . . ? C5 C6 C11 C10 179.5(4) . . . . ? C7 C6 C11 Ir1 175.4(4) . . . . ? C5 C6 C11 Ir1 -5.0(5) . . . . ? C9 C10 C11 C6 -0.4(7) . . . . ? C9 C10 C11 Ir1 -175.1(4) . . . . ? C12 Ir1 C11 C6 98.6(4) . . . . ? N2 Ir1 C11 C6 179.0(4) . . . . ? N1 Ir1 C11 C6 4.5(3) . . . . ? C23 Ir1 C11 C6 -54.4(11) . . . . ? N5 Ir1 C11 C6 -83.2(4) . . . . ? C12 Ir1 C11 C10 -86.6(4) . . . . ? N2 Ir1 C11 C10 -6.1(4) . . . . ? N1 Ir1 C11 C10 179.4(5) . . . . ? C23 Ir1 C11 C10 120.4(9) . . . . ? N5 Ir1 C11 C10 91.7(4) . . . . ? N2 Ir1 C12 C13 176.0(5) . . . . ? N1 Ir1 C12 C13 -12.2(5) . . . . ? C11 Ir1 C12 C13 -92.0(5) . . . . ? C23 Ir1 C12 C13 83.0(4) . . . . ? N2 Ir1 C12 C17 3.9(3) . . . . ? N1 Ir1 C12 C17 175.8(3) . . . . ? C11 Ir1 C12 C17 95.9(4) . . . . ? C23 Ir1 C12 C17 -89.0(4) . . . . ? C17 C12 C13 C14 3.4(7) . . . . ? Ir1 C12 C13 C14 -168.6(4) . . . . ? C12 C13 C14 C15 -1.1(8) . . . . ? C13 C14 C15 C16 -1.7(8) . . . . ? C14 C15 C16 C17 1.9(7) . . . . ? C15 C16 C17 C12 0.6(7) . . . . ? C15 C16 C17 C18 176.9(4) . . . . ? C13 C12 C17 C16 -3.1(7) . . . . ? Ir1 C12 C17 C16 170.0(4) . . . . ? C13 C12 C17 C18 -179.7(4) . . . . ? Ir1 C12 C17 C18 -6.6(5) . . . . ? C22 N2 C18 C19 0.8(7) . . . . ? Ir1 N2 C18 C19 176.6(3) . . . . ? C22 N2 C18 C17 -178.7(4) . . . . ? Ir1 N2 C18 C17 -2.9(5) . . . . ? C16 C17 C18 N2 -170.3(4) . . . . ? C12 C17 C18 N2 6.2(6) . . . . ? C16 C17 C18 C19 10.2(7) . . . . ? C12 C17 C18 C19 -173.3(4) . . . . ? N2 C18 C19 C20 0.9(7) . . . . ? C17 C18 C19 C20 -179.7(4) . . . . ? C18 C19 C20 C21 -1.1(7) . . . . ? C19 C20 C21 C22 -0.2(7) . . . . ? C18 N2 C22 C21 -2.3(7) . . . . ? Ir1 N2 C22 C21 -177.7(3) . . . . ? C20 C21 C22 N2 2.0(7) . . . . ? C24 N3 C23 N4 1.0(5) . . . . ? C30 N3 C23 N4 -175.9(4) . . . . ? C24 N3 C23 Ir1 -174.4(4) . . . . ? C30 N3 C23 Ir1 8.6(8) . . . . ? C31 N4 C23 N3 171.9(4) . . . . ? C29 N4 C23 N3 -1.9(5) . . . . ? C31 N4 C23 Ir1 -11.3(5) . . . . ? C29 N4 C23 Ir1 174.9(3) . . . . ? C12 Ir1 C23 N3 1.7(5) . . . . ? N2 Ir1 C23 N3 -79.1(5) . . . . ? N1 Ir1 C23 N3 96.7(5) . . . . ? C11 Ir1 C23 N3 154.5(8) . . . . ? N5 Ir1 C23 N3 -175.9(5) . . . . ? C12 Ir1 C23 N4 -173.5(3) . . . . ? N2 Ir1 C23 N4 105.7(3) . . . . ? N1 Ir1 C23 N4 -78.4(3) . . . . ? C11 Ir1 C23 N4 -20.7(12) . . . . ? N5 Ir1 C23 N4 8.9(3) . . . . ? C23 N3 C24 C25 -179.2(5) . . . . ? C30 N3 C24 C25 -2.1(8) . . . . ? C23 N3 C24 C29 0.2(5) . . . . ? C30 N3 C24 C29 177.3(4) . . . . ? C29 C24 C25 C26 0.0(7) . . . . ? N3 C24 C25 C26 179.3(5) . . . . ? C24 C25 C26 C27 0.8(7) . . . . ? C25 C26 C27 C28 -0.2(8) . . . . ? C26 C27 C28 C29 -1.2(8) . . . . ? C25 C24 C29 C28 -1.5(7) . . . . ? N3 C24 C29 C28 179.0(4) . . . . ? C25 C24 C29 N4 178.2(4) . . . . ? N3 C24 C29 N4 -1.3(5) . . . . ? C27 C28 C29 C24 2.1(7) . . . . ? C27 C28 C29 N4 -177.5(5) . . . . ? C23 N4 C29 C24 2.0(5) . . . . ? C31 N4 C29 C24 -170.8(5) . . . . ? C23 N4 C29 C28 -178.4(5) . . . . ? C31 N4 C29 C28 8.8(9) . . . . ? C35 N5 C31 C32 -0.8(7) . . . . ? Ir1 N5 C31 C32 -179.1(4) . . . . ? C35 N5 C31 N4 -179.7(4) . . . . ? Ir1 N5 C31 N4 2.0(5) . . . . ? C23 N4 C31 N5 5.9(6) . . . . ? C29 N4 C31 N5 178.3(4) . . . . ? C23 N4 C31 C32 -172.9(5) . . . . ? C29 N4 C31 C32 -0.6(8) . . . . ? N5 C31 C32 C33 1.3(8) . . . . ? N4 C31 C32 C33 -179.9(5) . . . . ? C31 C32 C33 C34 -0.9(8) . . . . ? C31 C32 C33 C36 178.5(5) . . . . ? C32 C33 C34 C35 0.1(8) . . . . ? C36 C33 C34 C35 -179.3(5) . . . . ? C31 N5 C35 C34 -0.1(8) . . . . ? Ir1 N5 C35 C34 178.0(4) . . . . ? C33 C34 C35 N5 0.5(8) . . . . ? Cl4B Cl4B C38B Cl3B -108.6(16) 3_655 . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.379 _refine_diff_density_min -1.446 _refine_diff_density_rms 0.138 # Attachment '- Complex_6.cif' data_fk16 _database_code_depnum_ccdc_archive 'CCDC 822780' #TrackingRef '- Complex_6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H33 Ir N5 O4, F6 P, 2(C H2 Cl2)' _chemical_formula_sum 'C42 H37 Cl4 F6 Ir N5 O4 P' _chemical_formula_weight 1154.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.1292(18) _cell_length_b 22.928(3) _cell_length_c 17.637(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.421(13) _cell_angle_gamma 90.00 _cell_volume 4823.9(12) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 227 _cell_measurement_theta_min 3 _cell_measurement_theta_max 22 _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2280 _exptl_absorpt_coefficient_mu 3.090 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5357 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details 'SADABS 2008, Bruker AXS, 2008' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 49931 _diffrn_reflns_av_R_equivalents 0.0572 _diffrn_reflns_av_sigmaI/netI 0.0611 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 27.50 _reflns_number_total 11050 _reflns_number_gt 8323 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs, 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0469P)^2^+46.4981P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11050 _refine_ls_number_parameters 568 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0936 _refine_ls_R_factor_gt 0.0682 _refine_ls_wR_factor_ref 0.1576 _refine_ls_wR_factor_gt 0.1464 _refine_ls_goodness_of_fit_ref 1.132 _refine_ls_restrained_S_all 1.132 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.80411(2) 0.449492(14) 0.708268(18) 0.02496(10) Uani 1 1 d . . . O1 O 0.6322(5) 0.7077(3) 0.5080(4) 0.0404(15) Uani 1 1 d . . . O2 O 0.5896(5) 0.6439(3) 0.4093(4) 0.0383(14) Uani 1 1 d . . . O3 O 0.9019(5) 0.1868(3) 0.9118(4) 0.0481(17) Uani 1 1 d . . . O4 O 1.0344(7) 0.1770(4) 0.8380(6) 0.083(3) Uani 1 1 d . . . N1 N 0.7536(5) 0.5188(3) 0.6365(4) 0.0241(14) Uani 1 1 d . . . N2 N 0.8549(5) 0.3740(3) 0.7672(4) 0.0298(15) Uani 1 1 d . . . N3 N 0.9434(5) 0.5219(3) 0.8495(4) 0.0303(15) Uani 1 1 d . . . N4 N 0.7634(5) 0.5104(3) 0.8471(4) 0.0272(14) Uani 1 1 d . . . N5 N 0.6510(5) 0.4578(3) 0.7518(4) 0.0260(14) Uani 1 1 d . . . C1 C 0.7710(6) 0.5758(4) 0.6558(5) 0.0296(17) Uani 1 1 d . . . H1 H 0.8128 0.5851 0.7052 0.036 Uiso 1 1 calc R . . C2 C 0.7306(6) 0.6208(4) 0.6066(5) 0.0308(18) Uani 1 1 d . . . H2 H 0.7430 0.6602 0.6226 0.037 Uiso 1 1 calc R . . C3 C 0.6718(6) 0.6080(4) 0.5336(5) 0.0279(17) Uani 1 1 d . . . C4 C 0.6551(6) 0.5496(4) 0.5130(4) 0.0261(16) Uani 1 1 d . . . H4 H 0.6147 0.5399 0.4633 0.031 Uiso 1 1 calc R . . C5 C 0.6965(6) 0.5057(3) 0.5639(4) 0.0248(16) Uani 1 1 d . . . C6 C 0.6854(6) 0.4430(3) 0.5484(5) 0.0278(17) Uani 1 1 d . . . C7 C 0.6335(6) 0.4195(4) 0.4768(5) 0.0287(17) Uani 1 1 d . . . H7 H 0.6013 0.4447 0.4360 0.034 Uiso 1 1 calc R . . C8 C 0.6296(7) 0.3585(4) 0.4662(5) 0.037(2) Uani 1 1 d . . . H8 H 0.5943 0.3427 0.4181 0.044 Uiso 1 1 calc R . . C9 C 0.6765(7) 0.3216(4) 0.5247(5) 0.036(2) Uani 1 1 d . . . H9 H 0.6747 0.2806 0.5168 0.043 Uiso 1 1 calc R . . C10 C 0.7270(7) 0.3451(4) 0.5964(5) 0.0321(18) Uani 1 1 d . . . H10 H 0.7580 0.3193 0.6368 0.038 Uiso 1 1 calc R . . C11 C 0.7331(6) 0.4053(4) 0.6098(4) 0.0249(16) Uani 1 1 d . . . C12 C 0.6261(6) 0.6544(4) 0.4762(5) 0.0317(18) Uani 1 1 d . . . C13 C 0.5931(9) 0.7550(4) 0.4552(7) 0.057(3) Uani 1 1 d . . . H13A H 0.6382 0.7563 0.4144 0.085 Uiso 1 1 calc R . . H13B H 0.6005 0.7921 0.4833 0.085 Uiso 1 1 calc R . . H13C H 0.5143 0.7486 0.4322 0.085 Uiso 1 1 calc R . . C14 C 0.9537(6) 0.4377(4) 0.6733(5) 0.0298(18) Uani 1 1 d . . . C15 C 1.0017(7) 0.4728(4) 0.6222(5) 0.0328(18) Uani 1 1 d . . . H15 H 0.9633 0.5066 0.6003 0.039 Uiso 1 1 calc R . . C16 C 1.1043(7) 0.4583(4) 0.6036(5) 0.037(2) Uani 1 1 d . . . H16 H 1.1377 0.4831 0.5709 0.045 Uiso 1 1 calc R . . C17 C 1.1588(7) 0.4074(5) 0.6330(5) 0.045(2) Uani 1 1 d . . . H17 H 1.2286 0.3976 0.6190 0.054 Uiso 1 1 calc R . . C18 C 1.1133(7) 0.3698(5) 0.6827(5) 0.042(2) Uani 1 1 d . . . H18 H 1.1507 0.3350 0.7020 0.050 Uiso 1 1 calc R . . C19 C 1.0104(6) 0.3860(4) 0.7029(5) 0.0341(19) Uani 1 1 d . . . C20 C 0.9539(6) 0.3505(4) 0.7534(5) 0.036(2) Uani 1 1 d . . . C21 C 0.9876(8) 0.2960(5) 0.7852(6) 0.053(3) Uani 1 1 d . . . H21 H 1.0535 0.2785 0.7734 0.063 Uiso 1 1 calc R . . C22 C 0.9276(8) 0.2669(5) 0.8334(6) 0.054(3) Uani 1 1 d . . . C23 C 0.8288(7) 0.2921(4) 0.8466(5) 0.039(2) Uani 1 1 d . . . H23 H 0.7843 0.2728 0.8781 0.047 Uiso 1 1 calc R . . C24 C 0.7954(7) 0.3457(4) 0.8135(5) 0.0352(19) Uani 1 1 d . . . H24 H 0.7285 0.3630 0.8238 0.042 Uiso 1 1 calc R . . C25 C 0.9612(10) 0.2065(6) 0.8618(8) 0.073(4) Uani 1 1 d . . . C26 C 0.9334(9) 0.1312(5) 0.9483(7) 0.062(3) Uani 1 1 d . . . H26A H 1.0136 0.1314 0.9703 0.093 Uiso 1 1 calc R . . H26B H 0.9177 0.0999 0.9099 0.093 Uiso 1 1 calc R . . H26C H 0.8902 0.1245 0.9894 0.093 Uiso 1 1 calc R . . C27 C 0.8498(6) 0.4983(4) 0.8080(4) 0.0280(17) Uani 1 1 d . . . C28 C 0.9176(7) 0.5495(4) 0.9159(5) 0.0344(18) Uani 1 1 d . . . C29 C 0.9899(8) 0.5788(4) 0.9736(5) 0.042(2) Uani 1 1 d . . . H29 H 1.0680 0.5818 0.9735 0.050 Uiso 1 1 calc R . . C30 C 0.9414(10) 0.6031(5) 1.0308(6) 0.065(4) Uani 1 1 d . . . H30 H 0.9871 0.6231 1.0722 0.078 Uiso 1 1 calc R . . C31 C 0.8269(11) 0.5991(5) 1.0292(6) 0.066(4) Uani 1 1 d . . . H31 H 0.7966 0.6164 1.0699 0.079 Uiso 1 1 calc R . . C32 C 0.7539(9) 0.5704(5) 0.9701(6) 0.052(3) Uani 1 1 d . . . H32 H 0.6752 0.5693 0.9685 0.063 Uiso 1 1 calc R . . C33 C 0.8033(7) 0.5440(4) 0.9142(5) 0.0330(18) Uani 1 1 d . . . C34 C 1.0550(7) 0.5209(5) 0.8307(6) 0.054(3) Uani 1 1 d . . . H34A H 1.0537 0.4988 0.7830 0.082 Uiso 1 1 calc R . . H34B H 1.1070 0.5022 0.8727 0.082 Uiso 1 1 calc R . . H34C H 1.0798 0.5609 0.8238 0.082 Uiso 1 1 calc R . . C35 C 0.6556(6) 0.4866(3) 0.8189(5) 0.0255(16) Uani 1 1 d . . . C36 C 0.5638(7) 0.4907(4) 0.8563(5) 0.039(2) Uani 1 1 d . . . H36 H 0.5697 0.5116 0.9034 0.046 Uiso 1 1 calc R . . C37 C 0.4645(8) 0.4640(5) 0.8240(6) 0.044(2) Uani 1 1 d . . . C38 C 0.4571(7) 0.4361(4) 0.7527(6) 0.039(2) Uani 1 1 d . . . H38 H 0.3884 0.4195 0.7276 0.047 Uiso 1 1 calc R . . C39 C 0.5528(6) 0.4333(4) 0.7194(5) 0.0311(18) Uani 1 1 d . . . H39 H 0.5485 0.4133 0.6719 0.037 Uiso 1 1 calc R . . C40 C 0.3667(8) 0.4632(5) 0.8665(7) 0.059(3) Uani 1 1 d . . . H40A H 0.2964 0.4612 0.8291 0.088 Uiso 1 1 calc R . . H40B H 0.3676 0.4988 0.8973 0.088 Uiso 1 1 calc R . . H40C H 0.3727 0.4291 0.9004 0.088 Uiso 1 1 calc R . . P1 P 0.3262(3) 0.87005(14) 0.47937(17) 0.0555(8) Uani 1 1 d . . . F1 F 0.4303(6) 0.9094(4) 0.4803(4) 0.092(3) Uani 1 1 d . . . F2 F 0.2741(5) 0.9148(3) 0.5317(4) 0.0683(19) Uani 1 1 d . . . F3 F 0.3866(8) 0.8379(5) 0.5538(5) 0.133(4) Uani 1 1 d . . . F4 F 0.2173(7) 0.8278(3) 0.4794(5) 0.085(2) Uani 1 1 d . . . F5 F 0.3723(8) 0.8226(4) 0.4268(5) 0.104(3) Uani 1 1 d . . . F6 F 0.2637(5) 0.9007(3) 0.4044(4) 0.0615(17) Uani 1 1 d . . . Cl1 Cl 0.4787(3) 0.39487(16) 0.2733(2) 0.0777(10) Uani 1 1 d . . . Cl2 Cl 0.7163(3) 0.4310(2) 0.2860(2) 0.0948(13) Uani 1 1 d . . . C41 C 0.6068(16) 0.3852(8) 0.2394(10) 0.118(7) Uani 1 1 d . . . H41A H 0.6307 0.3440 0.2473 0.142 Uiso 1 1 calc R . . H41B H 0.5939 0.3931 0.1833 0.142 Uiso 1 1 calc R . . Cl3 Cl 0.5231(4) 0.22991(18) 0.2635(2) 0.1057(15) Uani 1 1 d . . . Cl4 Cl 0.3184(4) 0.20679(19) 0.3304(3) 0.1024(13) Uani 1 1 d . . . C42 C 0.4445(12) 0.2403(7) 0.3373(9) 0.087(4) Uani 1 1 d . . . H42A H 0.4917 0.2277 0.3864 0.104 Uiso 1 1 calc R . . H42B H 0.4319 0.2828 0.3416 0.104 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01496(13) 0.03124(16) 0.03011(16) -0.00591(15) 0.00791(10) -0.00095(13) O1 0.039(3) 0.033(3) 0.046(4) 0.001(3) 0.001(3) 0.003(3) O2 0.026(3) 0.042(4) 0.046(4) -0.004(3) 0.004(3) 0.003(3) O3 0.039(4) 0.047(4) 0.062(4) 0.017(3) 0.017(3) 0.013(3) O4 0.065(6) 0.092(7) 0.097(7) 0.025(6) 0.029(5) 0.036(5) N1 0.015(3) 0.031(4) 0.027(3) -0.007(3) 0.006(2) -0.003(2) N2 0.017(3) 0.045(4) 0.027(3) 0.000(3) 0.003(3) 0.007(3) N3 0.017(3) 0.043(4) 0.030(4) -0.005(3) 0.004(3) -0.005(3) N4 0.025(3) 0.029(4) 0.027(3) -0.006(3) 0.005(3) 0.000(3) N5 0.017(3) 0.034(4) 0.030(3) -0.005(3) 0.010(2) -0.002(3) C1 0.019(4) 0.040(5) 0.030(4) -0.005(4) 0.005(3) -0.005(3) C2 0.025(4) 0.024(4) 0.045(5) -0.014(4) 0.009(4) -0.008(3) C3 0.020(4) 0.029(4) 0.037(5) -0.005(4) 0.011(3) 0.001(3) C4 0.018(3) 0.034(4) 0.027(4) -0.008(4) 0.007(3) 0.000(3) C5 0.014(3) 0.031(4) 0.031(4) -0.012(3) 0.009(3) -0.002(3) C6 0.017(3) 0.032(4) 0.037(4) -0.018(4) 0.014(3) -0.006(3) C7 0.021(4) 0.038(5) 0.029(4) -0.003(4) 0.008(3) -0.001(3) C8 0.032(4) 0.042(5) 0.038(5) -0.013(4) 0.010(4) -0.012(4) C9 0.032(4) 0.032(5) 0.045(5) -0.008(4) 0.014(4) -0.004(4) C10 0.031(4) 0.030(4) 0.038(5) -0.002(4) 0.015(4) -0.004(3) C11 0.016(3) 0.039(5) 0.021(4) -0.005(3) 0.009(3) -0.004(3) C12 0.016(3) 0.033(4) 0.047(5) -0.010(4) 0.009(3) -0.002(3) C13 0.058(7) 0.033(5) 0.072(8) 0.002(5) -0.006(6) 0.002(5) C14 0.022(4) 0.042(5) 0.027(4) -0.005(3) 0.007(3) -0.003(3) C15 0.024(4) 0.038(5) 0.038(5) -0.005(4) 0.010(3) -0.003(3) C16 0.027(4) 0.056(6) 0.032(4) -0.017(4) 0.010(3) -0.011(4) C17 0.018(4) 0.083(8) 0.037(5) -0.005(5) 0.013(4) -0.003(4) C18 0.021(4) 0.071(7) 0.034(5) 0.005(5) 0.005(3) 0.008(4) C19 0.019(4) 0.051(5) 0.032(4) -0.001(4) 0.004(3) 0.003(4) C20 0.019(4) 0.053(6) 0.036(5) 0.008(4) 0.010(3) 0.011(4) C21 0.031(5) 0.072(7) 0.060(6) 0.015(6) 0.022(5) 0.028(5) C22 0.040(5) 0.065(7) 0.064(7) 0.028(6) 0.028(5) 0.022(5) C23 0.031(4) 0.050(6) 0.039(5) 0.006(4) 0.011(4) 0.009(4) C24 0.022(4) 0.048(5) 0.039(5) -0.003(4) 0.014(3) 0.002(4) C25 0.063(7) 0.069(8) 0.100(10) 0.035(7) 0.045(7) 0.039(6) C26 0.045(6) 0.067(8) 0.081(8) 0.023(6) 0.030(6) 0.024(5) C27 0.017(3) 0.039(5) 0.026(4) 0.004(3) -0.001(3) 0.001(3) C28 0.037(4) 0.034(4) 0.031(4) -0.003(4) 0.005(3) -0.009(4) C29 0.044(5) 0.049(6) 0.029(5) 0.003(4) -0.005(4) -0.019(4) C30 0.080(8) 0.079(8) 0.035(5) -0.008(5) 0.010(5) -0.051(7) C31 0.086(9) 0.079(8) 0.041(6) -0.027(6) 0.036(6) -0.040(7) C32 0.051(6) 0.069(7) 0.043(6) -0.026(5) 0.025(5) -0.028(5) C33 0.036(4) 0.039(5) 0.025(4) -0.002(4) 0.007(3) -0.014(4) C34 0.017(4) 0.080(8) 0.065(7) -0.020(6) 0.006(4) -0.010(4) C35 0.021(4) 0.024(4) 0.033(4) 0.001(3) 0.009(3) -0.001(3) C36 0.034(5) 0.047(5) 0.037(5) -0.015(4) 0.013(4) -0.002(4) C37 0.033(5) 0.060(7) 0.046(5) -0.011(5) 0.021(4) -0.008(4) C38 0.016(4) 0.050(6) 0.052(6) -0.009(4) 0.008(4) -0.002(3) C39 0.017(4) 0.043(5) 0.034(4) -0.005(4) 0.006(3) 0.001(3) C40 0.035(5) 0.087(9) 0.062(7) -0.014(6) 0.029(5) -0.009(5) P1 0.0586(18) 0.0633(19) 0.0486(16) 0.0154(14) 0.0203(14) 0.0312(15) F1 0.043(4) 0.146(8) 0.079(5) 0.023(5) -0.006(4) -0.002(4) F2 0.049(4) 0.080(5) 0.079(5) -0.032(4) 0.019(3) 0.002(3) F3 0.100(7) 0.205(11) 0.102(7) 0.090(7) 0.040(5) 0.071(7) F4 0.101(6) 0.062(5) 0.104(6) 0.011(4) 0.047(5) -0.010(4) F5 0.112(7) 0.084(6) 0.125(7) 0.003(5) 0.047(6) 0.051(5) F6 0.049(4) 0.067(4) 0.065(4) 0.014(3) 0.002(3) 0.010(3) Cl1 0.071(2) 0.091(2) 0.075(2) 0.0331(19) 0.0233(17) 0.0193(17) Cl2 0.076(2) 0.154(4) 0.0579(19) 0.019(2) 0.0210(17) 0.003(2) C41 0.148(17) 0.114(14) 0.117(14) -0.020(12) 0.091(13) -0.008(12) Cl3 0.172(4) 0.076(2) 0.075(2) -0.001(2) 0.037(3) 0.037(3) Cl4 0.090(3) 0.100(3) 0.106(3) -0.023(2) -0.013(2) -0.023(2) C42 0.090(11) 0.079(10) 0.091(11) -0.002(8) 0.012(9) -0.002(8) _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 C14 2.037(8) . ? Ir1 N2 2.055(7) . ? Ir1 N1 2.055(7) . ? Ir1 C11 2.060(7) . ? Ir1 C27 2.074(8) . ? Ir1 N5 2.143(6) . ? O1 C12 1.342(10) . ? O1 C13 1.453(11) . ? O2 C12 1.207(10) . ? O3 C25 1.315(13) . ? O3 C26 1.448(12) . ? O4 C25 1.247(13) . ? N1 C1 1.357(10) . ? N1 C5 1.375(9) . ? N2 C24 1.350(10) . ? N2 C20 1.377(9) . ? N3 C27 1.348(10) . ? N3 C28 1.415(11) . ? N3 C34 1.451(10) . ? N4 C27 1.384(10) . ? N4 C35 1.421(10) . ? N4 C33 1.422(10) . ? N5 C39 1.347(10) . ? N5 C35 1.347(10) . ? C1 C2 1.380(12) . ? C1 H1 0.9500 . ? C2 C3 1.385(11) . ? C2 H2 0.9500 . ? C3 C4 1.393(11) . ? C3 C12 1.503(12) . ? C4 C5 1.382(11) . ? C4 H4 0.9500 . ? C5 C6 1.465(10) . ? C6 C7 1.412(11) . ? C6 C11 1.424(12) . ? C7 C8 1.411(12) . ? C7 H7 0.9500 . ? C8 C9 1.376(13) . ? C8 H8 0.9500 . ? C9 C10 1.408(12) . ? C9 H9 0.9500 . ? C10 C11 1.401(11) . ? C10 H10 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.411(12) . ? C14 C19 1.421(12) . ? C15 C16 1.383(11) . ? C15 H15 0.9500 . ? C16 C17 1.395(14) . ? C16 H16 0.9500 . ? C17 C18 1.411(13) . ? C17 H17 0.9500 . ? C18 C19 1.408(11) . ? C18 H18 0.9500 . ? C19 C20 1.466(12) . ? C20 C21 1.400(13) . ? C21 C22 1.387(14) . ? C21 H21 0.9500 . ? C22 C23 1.388(12) . ? C22 C25 1.503(15) . ? C23 C24 1.389(13) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C28 C33 1.386(12) . ? C28 C29 1.390(11) . ? C29 C30 1.375(15) . ? C29 H29 0.9500 . ? C30 C31 1.387(16) . ? C30 H30 0.9500 . ? C31 C32 1.403(14) . ? C31 H31 0.9500 . ? C32 C33 1.382(12) . ? C32 H32 0.9500 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C36 1.396(11) . ? C36 C37 1.379(12) . ? C36 H36 0.9500 . ? C37 C38 1.399(13) . ? C37 C40 1.513(12) . ? C38 C39 1.393(11) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? P1 F1 1.551(8) . ? P1 F6 1.566(6) . ? P1 F3 1.567(8) . ? P1 F2 1.586(7) . ? P1 F5 1.595(8) . ? P1 F4 1.638(8) . ? Cl1 C41 1.777(16) . ? Cl2 C41 1.774(19) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? Cl3 C42 1.764(15) . ? Cl4 C42 1.697(15) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C14 Ir1 N2 80.8(3) . . ? C14 Ir1 N1 95.7(3) . . ? N2 Ir1 N1 172.5(3) . . ? C14 Ir1 C11 86.5(3) . . ? N2 Ir1 C11 93.0(3) . . ? N1 Ir1 C11 80.2(3) . . ? C14 Ir1 C27 102.2(3) . . ? N2 Ir1 C27 90.9(3) . . ? N1 Ir1 C27 96.3(3) . . ? C11 Ir1 C27 170.9(3) . . ? C14 Ir1 N5 175.9(3) . . ? N2 Ir1 N5 95.4(3) . . ? N1 Ir1 N5 88.3(2) . . ? C11 Ir1 N5 95.1(3) . . ? C27 Ir1 N5 76.4(3) . . ? C12 O1 C13 115.2(7) . . ? C25 O3 C26 117.9(8) . . ? C1 N1 C5 118.3(7) . . ? C1 N1 Ir1 125.1(5) . . ? C5 N1 Ir1 116.6(5) . . ? C24 N2 C20 119.8(7) . . ? C24 N2 Ir1 124.5(5) . . ? C20 N2 Ir1 115.6(6) . . ? C27 N3 C28 109.8(7) . . ? C27 N3 C34 126.7(7) . . ? C28 N3 C34 123.5(7) . . ? C27 N4 C35 118.7(6) . . ? C27 N4 C33 110.4(6) . . ? C35 N4 C33 130.7(7) . . ? C39 N5 C35 118.0(6) . . ? C39 N5 Ir1 124.6(5) . . ? C35 N5 Ir1 117.2(5) . . ? N1 C1 C2 122.7(7) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C1 C2 C3 119.4(7) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C2 C3 C4 118.2(8) . . ? C2 C3 C12 122.8(7) . . ? C4 C3 C12 119.0(7) . . ? C5 C4 C3 120.8(7) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? N1 C5 C4 120.5(7) . . ? N1 C5 C6 113.8(7) . . ? C4 C5 C6 125.7(7) . . ? C7 C6 C11 120.2(7) . . ? C7 C6 C5 123.5(8) . . ? C11 C6 C5 116.3(7) . . ? C8 C7 C6 119.7(8) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C9 C8 C7 120.7(8) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C8 C9 C10 119.5(8) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C11 C10 C9 122.0(8) . . ? C11 C10 H10 119.0 . . ? C9 C10 H10 119.0 . . ? C10 C11 C6 117.9(7) . . ? C10 C11 Ir1 128.9(6) . . ? C6 C11 Ir1 113.1(6) . . ? O2 C12 O1 125.0(8) . . ? O2 C12 C3 122.9(8) . . ? O1 C12 C3 112.1(7) . . ? O1 C13 H13A 109.5 . . ? O1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 118.8(7) . . ? C15 C14 Ir1 127.7(6) . . ? C19 C14 Ir1 113.5(6) . . ? C16 C15 C14 120.5(9) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C17 119.9(9) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C16 C17 C18 122.0(8) . . ? C16 C17 H17 119.0 . . ? C18 C17 H17 119.0 . . ? C19 C18 C17 117.4(9) . . ? C19 C18 H18 121.3 . . ? C17 C18 H18 121.3 . . ? C18 C19 C14 121.3(8) . . ? C18 C19 C20 122.7(8) . . ? C14 C19 C20 116.0(7) . . ? N2 C20 C21 118.7(8) . . ? N2 C20 C19 114.1(7) . . ? C21 C20 C19 127.2(8) . . ? C22 C21 C20 121.8(8) . . ? C22 C21 H21 119.1 . . ? C20 C21 H21 119.1 . . ? C21 C22 C23 117.9(9) . . ? C21 C22 C25 120.4(9) . . ? C23 C22 C25 121.2(9) . . ? C22 C23 C24 119.6(9) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? N2 C24 C23 122.1(8) . . ? N2 C24 H24 118.9 . . ? C23 C24 H24 118.9 . . ? O4 C25 O3 123.2(11) . . ? O4 C25 C22 123.6(11) . . ? O3 C25 C22 113.0(9) . . ? O3 C26 H26A 109.5 . . ? O3 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? O3 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N3 C27 N4 106.7(7) . . ? N3 C27 Ir1 138.4(6) . . ? N4 C27 Ir1 114.9(5) . . ? C33 C28 C29 123.8(8) . . ? C33 C28 N3 108.2(7) . . ? C29 C28 N3 128.1(8) . . ? C30 C29 C28 115.8(9) . . ? C30 C29 H29 122.1 . . ? C28 C29 H29 122.1 . . ? C29 C30 C31 121.2(9) . . ? C29 C30 H30 119.4 . . ? C31 C30 H30 119.4 . . ? C30 C31 C32 122.7(10) . . ? C30 C31 H31 118.6 . . ? C32 C31 H31 118.6 . . ? C33 C32 C31 116.0(9) . . ? C33 C32 H32 122.0 . . ? C31 C32 H32 122.0 . . ? C32 C33 C28 120.4(8) . . ? C32 C33 N4 134.8(8) . . ? C28 C33 N4 104.8(7) . . ? N3 C34 H34A 109.5 . . ? N3 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? N3 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N5 C35 C36 122.5(7) . . ? N5 C35 N4 112.6(6) . . ? C36 C35 N4 124.8(7) . . ? C37 C36 C35 119.1(8) . . ? C37 C36 H36 120.4 . . ? C35 C36 H36 120.4 . . ? C36 C37 C38 118.9(8) . . ? C36 C37 C40 120.4(9) . . ? C38 C37 C40 120.7(8) . . ? C39 C38 C37 118.5(8) . . ? C39 C38 H38 120.7 . . ? C37 C38 H38 120.7 . . ? N5 C39 C38 122.8(8) . . ? N5 C39 H39 118.6 . . ? C38 C39 H39 118.6 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? F1 P1 F6 91.0(4) . . ? F1 P1 F3 90.4(5) . . ? F6 P1 F3 178.4(6) . . ? F1 P1 F2 91.5(5) . . ? F6 P1 F2 91.1(4) . . ? F3 P1 F2 89.6(5) . . ? F1 P1 F5 91.9(5) . . ? F6 P1 F5 89.0(4) . . ? F3 P1 F5 90.3(5) . . ? F2 P1 F5 176.6(5) . . ? F1 P1 F4 179.1(5) . . ? F6 P1 F4 89.9(4) . . ? F3 P1 F4 88.7(5) . . ? F2 P1 F4 88.6(4) . . ? F5 P1 F4 88.0(5) . . ? Cl2 C41 Cl1 113.4(9) . . ? Cl2 C41 H41A 108.9 . . ? Cl1 C41 H41A 108.9 . . ? Cl2 C41 H41B 108.9 . . ? Cl1 C41 H41B 108.9 . . ? H41A C41 H41B 107.7 . . ? Cl4 C42 Cl3 119.1(9) . . ? Cl4 C42 H42A 107.6 . . ? Cl3 C42 H42A 107.6 . . ? Cl4 C42 H42B 107.6 . . ? Cl3 C42 H42B 107.6 . . ? H42A C42 H42B 107.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C14 Ir1 N1 C1 -92.8(6) . . . . ? C11 Ir1 N1 C1 -178.2(6) . . . . ? C27 Ir1 N1 C1 10.3(6) . . . . ? N5 Ir1 N1 C1 86.3(6) . . . . ? C14 Ir1 N1 C5 88.1(5) . . . . ? C11 Ir1 N1 C5 2.7(5) . . . . ? C27 Ir1 N1 C5 -168.9(5) . . . . ? N5 Ir1 N1 C5 -92.8(5) . . . . ? C14 Ir1 N2 C24 -179.9(7) . . . . ? C11 Ir1 N2 C24 -93.9(7) . . . . ? C27 Ir1 N2 C24 77.9(7) . . . . ? N5 Ir1 N2 C24 1.5(7) . . . . ? C14 Ir1 N2 C20 -3.6(6) . . . . ? C11 Ir1 N2 C20 82.4(6) . . . . ? C27 Ir1 N2 C20 -105.8(6) . . . . ? N5 Ir1 N2 C20 177.8(6) . . . . ? N2 Ir1 N5 C39 -88.0(7) . . . . ? N1 Ir1 N5 C39 85.5(7) . . . . ? C11 Ir1 N5 C39 5.6(7) . . . . ? C27 Ir1 N5 C39 -177.6(7) . . . . ? N2 Ir1 N5 C35 87.7(6) . . . . ? N1 Ir1 N5 C35 -98.8(6) . . . . ? C11 Ir1 N5 C35 -178.7(6) . . . . ? C27 Ir1 N5 C35 -1.9(6) . . . . ? C5 N1 C1 C2 2.3(11) . . . . ? Ir1 N1 C1 C2 -176.8(6) . . . . ? N1 C1 C2 C3 -1.5(12) . . . . ? C1 C2 C3 C4 0.5(11) . . . . ? C1 C2 C3 C12 -179.2(7) . . . . ? C2 C3 C4 C5 -0.3(11) . . . . ? C12 C3 C4 C5 179.5(7) . . . . ? C1 N1 C5 C4 -2.0(10) . . . . ? Ir1 N1 C5 C4 177.2(5) . . . . ? C1 N1 C5 C6 178.2(6) . . . . ? Ir1 N1 C5 C6 -2.7(8) . . . . ? C3 C4 C5 N1 1.0(11) . . . . ? C3 C4 C5 C6 -179.2(7) . . . . ? N1 C5 C6 C7 -177.7(6) . . . . ? C4 C5 C6 C7 2.5(11) . . . . ? N1 C5 C6 C11 0.8(9) . . . . ? C4 C5 C6 C11 -179.0(7) . . . . ? C11 C6 C7 C8 -0.4(11) . . . . ? C5 C6 C7 C8 178.0(7) . . . . ? C6 C7 C8 C9 -0.4(12) . . . . ? C7 C8 C9 C10 1.1(12) . . . . ? C8 C9 C10 C11 -1.2(12) . . . . ? C9 C10 C11 C6 0.5(11) . . . . ? C9 C10 C11 Ir1 -179.1(6) . . . . ? C7 C6 C11 C10 0.3(10) . . . . ? C5 C6 C11 C10 -178.2(6) . . . . ? C7 C6 C11 Ir1 179.9(5) . . . . ? C5 C6 C11 Ir1 1.4(8) . . . . ? C14 Ir1 C11 C10 81.0(7) . . . . ? N2 Ir1 C11 C10 0.5(7) . . . . ? N1 Ir1 C11 C10 177.4(7) . . . . ? N5 Ir1 C11 C10 -95.2(7) . . . . ? C14 Ir1 C11 C6 -98.5(5) . . . . ? N2 Ir1 C11 C6 -179.1(5) . . . . ? N1 Ir1 C11 C6 -2.1(5) . . . . ? N5 Ir1 C11 C6 85.3(5) . . . . ? C13 O1 C12 O2 -1.4(12) . . . . ? C13 O1 C12 C3 177.9(7) . . . . ? C2 C3 C12 O2 168.8(8) . . . . ? C4 C3 C12 O2 -10.9(11) . . . . ? C2 C3 C12 O1 -10.6(10) . . . . ? C4 C3 C12 O1 169.7(7) . . . . ? N2 Ir1 C14 C15 179.0(8) . . . . ? N1 Ir1 C14 C15 5.7(8) . . . . ? C11 Ir1 C14 C15 85.4(8) . . . . ? C27 Ir1 C14 C15 -92.0(8) . . . . ? N2 Ir1 C14 C19 2.2(6) . . . . ? N1 Ir1 C14 C19 -171.2(6) . . . . ? C11 Ir1 C14 C19 -91.5(6) . . . . ? C27 Ir1 C14 C19 91.1(6) . . . . ? C19 C14 C15 C16 -2.5(12) . . . . ? Ir1 C14 C15 C16 -179.3(6) . . . . ? C14 C15 C16 C17 2.7(13) . . . . ? C15 C16 C17 C18 -1.1(14) . . . . ? C16 C17 C18 C19 -0.7(14) . . . . ? C17 C18 C19 C14 0.9(13) . . . . ? C17 C18 C19 C20 179.2(8) . . . . ? C15 C14 C19 C18 0.7(13) . . . . ? Ir1 C14 C19 C18 177.9(7) . . . . ? C15 C14 C19 C20 -177.7(8) . . . . ? Ir1 C14 C19 C20 -0.6(10) . . . . ? C24 N2 C20 C21 3.0(13) . . . . ? Ir1 N2 C20 C21 -173.5(7) . . . . ? C24 N2 C20 C19 -179.3(8) . . . . ? Ir1 N2 C20 C19 4.3(10) . . . . ? C18 C19 C20 N2 179.1(8) . . . . ? C14 C19 C20 N2 -2.4(11) . . . . ? C18 C19 C20 C21 -3.4(15) . . . . ? C14 C19 C20 C21 175.1(9) . . . . ? N2 C20 C21 C22 -3.7(16) . . . . ? C19 C20 C21 C22 179.0(10) . . . . ? C20 C21 C22 C23 3.1(18) . . . . ? C20 C21 C22 C25 175.4(12) . . . . ? C21 C22 C23 C24 -1.9(17) . . . . ? C25 C22 C23 C24 -174.1(11) . . . . ? C20 N2 C24 C23 -2.0(13) . . . . ? Ir1 N2 C24 C23 174.2(7) . . . . ? C22 C23 C24 N2 1.4(15) . . . . ? C26 O3 C25 O4 8(2) . . . . ? C26 O3 C25 C22 -174.6(11) . . . . ? C21 C22 C25 O4 -8(2) . . . . ? C23 C22 C25 O4 163.8(13) . . . . ? C21 C22 C25 O3 174.8(12) . . . . ? C23 C22 C25 O3 -13.2(19) . . . . ? C28 N3 C27 N4 -0.1(9) . . . . ? C34 N3 C27 N4 -179.2(9) . . . . ? C28 N3 C27 Ir1 -178.1(7) . . . . ? C34 N3 C27 Ir1 2.8(15) . . . . ? C35 N4 C27 N3 -175.2(7) . . . . ? C33 N4 C27 N3 1.5(9) . . . . ? C35 N4 C27 Ir1 3.3(9) . . . . ? C33 N4 C27 Ir1 -179.9(5) . . . . ? C14 Ir1 C27 N3 1.1(10) . . . . ? N2 Ir1 C27 N3 81.8(9) . . . . ? N1 Ir1 C27 N3 -96.2(9) . . . . ? N5 Ir1 C27 N3 177.1(10) . . . . ? C14 Ir1 C27 N4 -176.8(6) . . . . ? N2 Ir1 C27 N4 -96.1(6) . . . . ? N1 Ir1 C27 N4 85.9(6) . . . . ? N5 Ir1 C27 N4 -0.8(6) . . . . ? C27 N3 C28 C33 -1.5(10) . . . . ? C34 N3 C28 C33 177.7(9) . . . . ? C27 N3 C28 C29 179.8(9) . . . . ? C34 N3 C28 C29 -1.1(15) . . . . ? C33 C28 C29 C30 -0.3(15) . . . . ? N3 C28 C29 C30 178.3(10) . . . . ? C28 C29 C30 C31 -1.1(17) . . . . ? C29 C30 C31 C32 0(2) . . . . ? C30 C31 C32 C33 2.6(18) . . . . ? C31 C32 C33 C28 -3.9(15) . . . . ? C31 C32 C33 N4 178.6(10) . . . . ? C29 C28 C33 C32 2.9(15) . . . . ? N3 C28 C33 C32 -175.9(9) . . . . ? C29 C28 C33 N4 -178.9(8) . . . . ? N3 C28 C33 N4 2.3(9) . . . . ? C27 N4 C33 C32 175.4(11) . . . . ? C35 N4 C33 C32 -8.4(17) . . . . ? C27 N4 C33 C28 -2.4(9) . . . . ? C35 N4 C33 C28 173.8(8) . . . . ? C39 N5 C35 C36 1.5(12) . . . . ? Ir1 N5 C35 C36 -174.5(7) . . . . ? C39 N5 C35 N4 -179.9(7) . . . . ? Ir1 N5 C35 N4 4.1(9) . . . . ? C27 N4 C35 N5 -4.9(10) . . . . ? C33 N4 C35 N5 179.2(8) . . . . ? C27 N4 C35 C36 173.7(8) . . . . ? C33 N4 C35 C36 -2.3(14) . . . . ? N5 C35 C36 C37 0.5(14) . . . . ? N4 C35 C36 C37 -178.0(8) . . . . ? C35 C36 C37 C38 -3.2(15) . . . . ? C35 C36 C37 C40 174.8(9) . . . . ? C36 C37 C38 C39 4.0(15) . . . . ? C40 C37 C38 C39 -174.0(10) . . . . ? C35 N5 C39 C38 -0.6(12) . . . . ? Ir1 N5 C39 C38 175.0(7) . . . . ? C37 C38 C39 N5 -2.1(14) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.017 _refine_diff_density_min -1.596 _refine_diff_density_rms 0.173 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.068 0.785 0.121 137 38 ' ' 2 -0.069 0.285 0.379 137 38 ' ' 3 0.068 0.715 0.621 137 38 ' ' 4 -0.069 0.215 0.879 137 38 ' ' _platon_squeeze_details ; ;