# 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_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Zu-Qiang Bian' _publ_contact_author_email bianzq@pku.edu.cn _publ_section_title ; The Influence of the Triplet Energy Levels of Bridging Ligands on the Energy Transfer Process in Ir(III)/Eu(III) Dyads ; loop_ _publ_author_name 'Zu-Qiang Bian' 'Chunhui Huang' #===END data_shelxl2 _database_code_depnum_ccdc_archive 'CCDC 781690' #TrackingRef '- crystal data for 4a,4b,4d.cif' #TrackingRef '- crystal data for 4a,4b,4d.cif' #TrackingRef '- crystal data for 4a,4b,4d.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H26 F4 Ir N5 O2' _chemical_formula_sum 'C39 H26 F4 Ir N5 O2' _chemical_formula_weight 864.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4430(11) _cell_length_b 17.2090(17) _cell_length_c 17.9900(17) _cell_angle_alpha 90.543(4) _cell_angle_beta 99.623(18) _cell_angle_gamma 103.398(18) _cell_volume 3393.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 13042 _cell_measurement_theta_min 1.10 _cell_measurement_theta_max 30.10 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.693 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1696 _exptl_absorpt_coefficient_mu 4.000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4469 _exptl_absorpt_correction_T_max 0.5018 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.222 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 37298 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0488 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.15 _diffrn_reflns_theta_max 27.68 _reflns_number_total 15773 _reflns_number_gt 13251 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r2' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r2' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 4.0' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2009)' _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^)+(0.0278P)^2^+4.9334P] 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 15773 _refine_ls_number_parameters 961 _refine_ls_number_restraints 94 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0441 _refine_ls_wR_factor_ref 0.0951 _refine_ls_wR_factor_gt 0.0902 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.092 _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 0.123695(17) 0.205611(11) 0.209287(11) 0.04072(6) Uani 1 1 d . . . Ir2 Ir 0.523194(18) 0.255680(12) 0.717818(12) 0.04575(6) Uani 1 1 d . . . F1 F -0.2484(6) 0.0141(4) 0.3015(3) 0.168(3) Uani 1 1 d . . . F2 F 0.1303(6) 0.0344(4) 0.4603(3) 0.154(2) Uani 1 1 d . . . F3 F 0.4664(3) 0.0528(3) 0.1818(3) 0.0941(13) Uani 1 1 d . . . F4 F 0.0817(4) -0.0671(2) 0.0422(2) 0.1009(14) Uani 1 1 d . . . F5 F 0.0991(4) 0.1195(3) 0.7950(3) 0.1287(19) Uani 1 1 d . . . F6 F 0.4371(5) 0.1013(3) 0.9732(3) 0.1281(19) Uani 1 1 d . . . F7 F 0.8035(4) 0.0523(3) 0.7084(3) 0.1074(15) Uani 1 1 d . . . F8 F 0.4147(5) -0.0300(3) 0.5594(3) 0.1106(15) Uani 1 1 d . . . O1 O 0.1456(5) 0.5001(3) 0.1148(3) 0.0935(16) Uani 1 1 d . . . O2 O 0.2352(5) 0.3832(4) -0.0812(3) 0.110(2) Uani 1 1 d . . . O3 O 0.6551(4) 0.5418(2) 0.6039(3) 0.0798(13) Uani 1 1 d . . . O4 O 0.7639(4) 0.3924(3) 0.4420(2) 0.0683(11) Uani 1 1 d . A . N1 N -0.0557(4) 0.1723(3) 0.1566(3) 0.0538(11) Uani 1 1 d . . . N2 N 0.3007(4) 0.2276(2) 0.2640(2) 0.0442(9) Uani 1 1 d . . . N3 N 0.0765(4) 0.3054(3) 0.2602(3) 0.0524(11) Uani 1 1 d . . . N4 N 0.1482(4) 0.3745(3) 0.1605(3) 0.0549(11) Uani 1 1 d . . . N5 N 0.1710(4) 0.3018(2) 0.1356(2) 0.0479(10) Uani 1 1 d . . . N6 N 0.3503(4) 0.2404(3) 0.6566(3) 0.0579(12) Uani 1 1 d . . . N7 N 0.6918(4) 0.2576(3) 0.7795(2) 0.0488(10) Uani 1 1 d . . . N8 N 0.5144(4) 0.3713(2) 0.7597(2) 0.0445(9) Uani 1 1 d . . . N9 N 0.6102(4) 0.4176(2) 0.6586(2) 0.0505(10) Uani 1 1 d . . . N10 N 0.6091(4) 0.3369(3) 0.6413(2) 0.0495(10) Uani 1 1 d . . . C1 C -0.1017(5) 0.2005(4) 0.0915(4) 0.0648(16) Uani 1 1 d . . . H1 H -0.0477 0.2383 0.0673 0.078 Uiso 1 1 calc R . . C2 C -0.2215(7) 0.1780(5) 0.0582(5) 0.090(2) Uani 1 1 d . . . H2 H -0.2505 0.2001 0.0125 0.108 Uiso 1 1 calc R . . C3 C -0.2986(7) 0.1226(6) 0.0926(6) 0.104(3) Uani 1 1 d . . . H3 H -0.3818 0.1045 0.0699 0.125 Uiso 1 1 calc R . . C4 C -0.2558(7) 0.0929(5) 0.1604(5) 0.097(3) Uani 1 1 d . . . H4 H -0.3104 0.0554 0.1845 0.116 Uiso 1 1 calc R . . C5 C -0.1320(6) 0.1178(4) 0.1938(4) 0.0690(18) Uani 1 1 d . . . C6 C -0.0684(6) 0.0933(4) 0.2648(4) 0.0716(19) Uani 1 1 d . . . C7 C 0.0584(6) 0.1264(3) 0.2826(3) 0.0566(14) Uani 1 1 d . . . C8 C 0.1248(7) 0.1062(4) 0.3497(3) 0.0723(19) Uani 1 1 d . . . H8 H 0.2103 0.1279 0.3621 0.087 Uiso 1 1 calc R . . C9 C 0.0662(11) 0.0554(5) 0.3971(5) 0.107(3) Uani 1 1 d . . . C10 C -0.0610(12) 0.0234(6) 0.3814(5) 0.128(4) Uani 1 1 d . . . H10 H -0.1020 -0.0102 0.4152 0.153 Uiso 1 1 calc R . . C11 C -0.1216(9) 0.0430(5) 0.3160(6) 0.115(3) Uani 1 1 d . . . C12 C 0.3503(5) 0.2870(3) 0.3177(3) 0.0579(14) Uani 1 1 d . . . H12 H 0.3004 0.3200 0.3312 0.069 Uiso 1 1 calc R . . C13 C 0.4688(6) 0.3015(4) 0.3535(4) 0.0751(19) Uani 1 1 d . . . H13 H 0.5010 0.3438 0.3909 0.090 Uiso 1 1 calc R . . C14 C 0.5417(6) 0.2521(4) 0.3334(4) 0.0767(19) Uani 1 1 d . . . H14 H 0.6247 0.2607 0.3570 0.092 Uiso 1 1 calc R . . C15 C 0.4923(5) 0.1917(4) 0.2797(4) 0.0664(16) Uani 1 1 d . . . H15 H 0.5410 0.1579 0.2660 0.080 Uiso 1 1 calc R . . C16 C 0.3703(5) 0.1791(3) 0.2446(3) 0.0487(12) Uani 1 1 d . . . C17 C 0.3025(5) 0.1144(3) 0.1880(3) 0.0470(12) Uani 1 1 d . . . C18 C 0.1780(5) 0.1152(3) 0.1633(3) 0.0414(11) Uani 1 1 d . . . C19 C 0.1043(5) 0.0530(3) 0.1136(3) 0.0531(13) Uani 1 1 d . . . H19 H 0.0204 0.0515 0.0970 0.064 Uiso 1 1 calc R . . C20 C 0.1550(6) -0.0061(4) 0.0888(3) 0.0648(16) Uani 1 1 d . . . C21 C 0.2755(7) -0.0063(4) 0.1094(4) 0.0721(18) Uani 1 1 d . . . H21 H 0.3084 -0.0466 0.0902 0.087 Uiso 1 1 calc R . . C22 C 0.3470(6) 0.0539(4) 0.1589(4) 0.0633(16) Uani 1 1 d . . . C23 C 0.0192(6) 0.2987(4) 0.3217(3) 0.0685(17) Uani 1 1 d . . . H23 H 0.0033 0.2491 0.3454 0.082 Uiso 1 1 calc R . . C24 C -0.0160(7) 0.3637(5) 0.3498(4) 0.086(2) Uani 1 1 d . . . H24 H -0.0591 0.3585 0.3910 0.103 Uiso 1 1 calc R . . C25 C 0.0135(8) 0.4362(5) 0.3161(5) 0.101(3) Uani 1 1 d . . . H25 H -0.0068 0.4817 0.3360 0.122 Uiso 1 1 calc R . . C26 C 0.0714(7) 0.4436(4) 0.2549(4) 0.080(2) Uani 1 1 d . . . H26 H 0.0923 0.4936 0.2326 0.095 Uiso 1 1 calc R . . C27 C 0.0991(5) 0.3746(3) 0.2258(3) 0.0563(14) Uani 1 1 d . . . C28 C 0.1583(5) 0.4309(4) 0.1024(4) 0.0670(17) Uani 1 1 d . . . C29 C 0.1869(5) 0.3908(3) 0.0419(4) 0.0582(15) Uani 1 1 d . . . C30 C 0.1946(5) 0.3133(3) 0.0660(3) 0.0515(13) Uani 1 1 d . . . C31 C 0.2202(6) 0.2468(4) 0.0228(3) 0.0658(16) Uani 1 1 d . . . H31A H 0.2687 0.2175 0.0570 0.099 Uiso 1 1 calc R . . H31B H 0.2657 0.2686 -0.0169 0.099 Uiso 1 1 calc R . . H31C H 0.1431 0.2103 -0.0002 0.099 Uiso 1 1 calc R . . C32 C 0.1967(6) 0.4187(5) -0.0348(5) 0.077(2) Uani 1 1 d . . . C33 C 0.1511(6) 0.4933(5) -0.0567(5) 0.098(3) Uani 1 1 d . . . H33A H 0.0875 0.4796 -0.1025 0.118 Uiso 1 1 calc R . . H33B H 0.1120 0.5089 -0.0157 0.118 Uiso 1 1 calc R . . C34 C 0.2486(5) 0.5654(4) -0.0721(3) 0.0612(15) Uani 1 1 d . . . C35 C 0.3412(7) 0.6014(6) -0.0183(4) 0.104(3) Uani 1 1 d . . . H35 H 0.3470 0.5814 0.0309 0.125 Uiso 1 1 calc R . . C36 C 0.4263(9) 0.6652(6) -0.0321(6) 0.125(3) Uani 1 1 d . . . H36 H 0.4895 0.6894 0.0083 0.150 Uiso 1 1 calc R . . C37 C 0.4259(8) 0.6963(4) -0.1003(6) 0.096(3) Uani 1 1 d . . . H37 H 0.4887 0.7405 -0.1085 0.116 Uiso 1 1 calc R . . C38 C 0.3323(8) 0.6624(5) -0.1577(5) 0.104(3) Uani 1 1 d . . . H38 H 0.3275 0.6831 -0.2066 0.124 Uiso 1 1 calc R . . C39 C 0.2437(7) 0.5959(4) -0.1419(4) 0.088(2) Uani 1 1 d . . . H39 H 0.1784 0.5717 -0.1811 0.105 Uiso 1 1 calc R . . C40 C 0.3262(6) 0.2647(4) 0.5856(4) 0.0739(18) Uani 1 1 d . . . H40 H 0.3923 0.2931 0.5634 0.089 Uiso 1 1 calc R . . C41 C 0.2098(8) 0.2500(5) 0.5438(5) 0.094(3) Uani 1 1 d . . . H41 H 0.1962 0.2665 0.4935 0.113 Uiso 1 1 calc R . . C42 C 0.1142(8) 0.2108(5) 0.5769(6) 0.108(3) Uani 1 1 d . . . H42 H 0.0331 0.2009 0.5497 0.130 Uiso 1 1 calc R . . C43 C 0.1362(6) 0.1855(5) 0.6503(6) 0.099(3) Uani 1 1 d . . . H43 H 0.0701 0.1581 0.6730 0.118 Uiso 1 1 calc R . . C44 C 0.2569(5) 0.2006(4) 0.6911(4) 0.0662(17) Uani 1 1 d . . . C45 C 0.2977(5) 0.1749(3) 0.7665(4) 0.0644(16) Uani 1 1 d . . . C46 C 0.4264(5) 0.1917(3) 0.7906(3) 0.0548(13) Uani 1 1 d . . . C47 C 0.4717(6) 0.1666(4) 0.8610(4) 0.0677(17) Uani 1 1 d . . . H47 H 0.5571 0.1765 0.8785 0.081 Uiso 1 1 calc R . . C48 C 0.3899(8) 0.1268(4) 0.9054(4) 0.085(2) Uani 1 1 d . . . C49 C 0.2658(7) 0.1106(5) 0.8838(5) 0.089(2) Uani 1 1 d . . . H49 H 0.2122 0.0832 0.9152 0.107 Uiso 1 1 calc R . . C50 C 0.2229(6) 0.1356(5) 0.8150(5) 0.084(2) Uani 1 1 d . . . C51 C 0.7553(5) 0.3166(3) 0.8313(3) 0.0580(14) Uani 1 1 d . . . H51 H 0.7211 0.3607 0.8392 0.070 Uiso 1 1 calc R . . C52 C 0.8676(6) 0.3151(4) 0.8729(4) 0.0760(19) Uani 1 1 d . . . H52 H 0.9083 0.3564 0.9101 0.091 Uiso 1 1 calc R . . C53 C 0.9189(6) 0.2534(5) 0.8599(4) 0.084(2) Uani 1 1 d . . . H53 H 0.9970 0.2519 0.8870 0.101 Uiso 1 1 calc R . . C54 C 0.8564(6) 0.1930(4) 0.8066(4) 0.0741(19) Uani 1 1 d . . . H54 H 0.8913 0.1496 0.7975 0.089 Uiso 1 1 calc R . . C55 C 0.7422(5) 0.1955(3) 0.7660(3) 0.0532(13) Uani 1 1 d . . . C56 C 0.6641(5) 0.1356(3) 0.7091(3) 0.0540(13) Uani 1 1 d . . . C57 C 0.5473(5) 0.1502(3) 0.6795(3) 0.0478(12) Uani 1 1 d . . . C58 C 0.4646(6) 0.0935(3) 0.6295(3) 0.0618(15) Uani 1 1 d . . . H58 H 0.3858 0.1013 0.6103 0.074 Uiso 1 1 calc R . . C59 C 0.4983(7) 0.0253(4) 0.6079(4) 0.0748(19) Uani 1 1 d . . . C60 C 0.6122(8) 0.0115(4) 0.6333(4) 0.085(2) Uani 1 1 d . . . H60 H 0.6348 -0.0343 0.6158 0.101 Uiso 1 1 calc R . . C61 C 0.6900(7) 0.0658(4) 0.6840(4) 0.0747(19) Uani 1 1 d . . . C62 C 0.4683(5) 0.3863(4) 0.8212(3) 0.0549(13) Uani 1 1 d . . . H62 H 0.4285 0.3422 0.8463 0.066 Uiso 1 1 calc R . . C63 C 0.4757(5) 0.4622(4) 0.8493(3) 0.0647(16) Uani 1 1 d . . . H63 H 0.4429 0.4705 0.8931 0.078 Uiso 1 1 calc R . . C64 C 0.5318(6) 0.5255(4) 0.8125(4) 0.0664(16) Uani 1 1 d . . . H64 H 0.5389 0.5784 0.8315 0.080 Uiso 1 1 calc R . . C65 C 0.5778(5) 0.5144(3) 0.7489(3) 0.0584(14) Uani 1 1 d . . . H65 H 0.6165 0.5584 0.7232 0.070 Uiso 1 1 calc R . . C66 C 0.5657(4) 0.4356(3) 0.7232(3) 0.0472(12) Uani 1 1 d . . . C67 C 0.6500(5) 0.4688(3) 0.6011(3) 0.0560(14) Uani 1 1 d . . . C68 C 0.6781(5) 0.4156(3) 0.5483(3) 0.0521(13) Uani 1 1 d . A . C69 C 0.6514(5) 0.3374(3) 0.5768(3) 0.0480(12) Uani 1 1 d . . . C70 C 0.6616(6) 0.2600(3) 0.5425(3) 0.0646(16) Uani 1 1 d . . . H70A H 0.6919 0.2276 0.5823 0.097 Uiso 1 1 calc R . . H70B H 0.7184 0.2711 0.5066 0.097 Uiso 1 1 calc R . . H70C H 0.5812 0.2309 0.5160 0.097 Uiso 1 1 calc R . . C71 C 0.7280(6) 0.4395(3) 0.4803(4) 0.0629(15) Uani 1 1 d D . . C72 C 0.7034(11) 0.5133(7) 0.4414(8) 0.065(4) Uani 0.536(18) 1 d PDU A 1 H72A H 0.6920 0.5516 0.4794 0.078 Uiso 0.536(18) 1 calc PR A 1 H72B H 0.6264 0.4977 0.4045 0.078 Uiso 0.536(18) 1 calc PR A 1 C73 C 0.8049(7) 0.5549(7) 0.4005(4) 0.049(4) Uani 0.536(18) 1 d PGDU A 1 C74 C 0.9230(9) 0.5805(7) 0.4406(4) 0.058(4) Uani 0.536(18) 1 d PGDU A 1 H74 H 0.9406 0.5692 0.4923 0.069 Uiso 0.536(18) 1 calc PR A 1 C75 C 1.0153(6) 0.6226(6) 0.4050(8) 0.071(4) Uani 0.536(18) 1 d PGU A 1 H75 H 1.0960 0.6401 0.4324 0.085 Uiso 0.536(18) 1 calc PR A 1 C76 C 0.9896(9) 0.6391(6) 0.3293(8) 0.064(4) Uani 0.536(18) 1 d PGU A 1 H76 H 1.0527 0.6679 0.3050 0.077 Uiso 0.536(18) 1 calc PR A 1 C77 C 0.8715(11) 0.6135(7) 0.2893(5) 0.069(4) Uani 0.536(18) 1 d PGU A 1 H77 H 0.8539 0.6248 0.2376 0.082 Uiso 0.536(18) 1 calc PR A 1 C78 C 0.7791(7) 0.5714(7) 0.3249(4) 0.048(3) Uani 0.536(18) 1 d PGDU A 1 H78 H 0.6984 0.5539 0.2975 0.058 Uiso 0.536(18) 1 calc PR A 1 C72' C 0.7639(18) 0.5306(6) 0.4733(8) 0.070(5) Uani 0.464(18) 1 d PDU A 2 H72C H 0.6889 0.5510 0.4677 0.084 Uiso 0.464(18) 1 calc PR A 2 H72D H 0.8167 0.5550 0.5210 0.084 Uiso 0.464(18) 1 calc PR A 2 C73' C 0.8298(11) 0.5593(10) 0.4083(5) 0.052(5) Uani 0.464(18) 1 d PGDU A 2 C74' C 0.9517(10) 0.6005(10) 0.4228(6) 0.064(5) Uani 0.464(18) 1 d PGDU A 2 H74' H 0.9963 0.6060 0.4728 0.077 Uiso 0.464(18) 1 calc PR A 2 C75' C 1.0082(9) 0.6338(8) 0.3640(9) 0.077(6) Uani 0.464(18) 1 d PGU A 2 H75' H 1.0915 0.6620 0.3739 0.092 Uiso 0.464(18) 1 calc PR A 2 C76' C 0.9429(14) 0.6259(8) 0.2908(8) 0.074(5) Uani 0.464(18) 1 d PGU A 2 H76' H 0.9815 0.6486 0.2507 0.089 Uiso 0.464(18) 1 calc PR A 2 C77' C 0.8210(13) 0.5847(10) 0.2764(5) 0.077(5) Uani 0.464(18) 1 d PGU A 2 H77' H 0.7764 0.5792 0.2263 0.093 Uiso 0.464(18) 1 calc PR A 2 C78' C 0.7645(8) 0.5514(10) 0.3351(6) 0.090(7) Uani 0.464(18) 1 d PGDU A 2 H78' H 0.6812 0.5232 0.3252 0.108 Uiso 0.464(18) 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 0.04605(12) 0.03600(10) 0.04243(11) -0.00027(8) 0.01303(8) 0.01066(8) Ir2 0.04303(12) 0.04383(12) 0.05224(13) 0.00342(9) 0.00887(9) 0.01356(9) F1 0.150(5) 0.166(5) 0.148(5) -0.015(4) 0.086(4) -0.082(4) F2 0.254(7) 0.150(5) 0.094(4) 0.073(4) 0.080(4) 0.081(5) F3 0.065(2) 0.104(3) 0.127(3) -0.015(3) 0.023(2) 0.044(2) F4 0.133(4) 0.070(3) 0.093(3) -0.043(2) -0.015(3) 0.037(2) F5 0.055(3) 0.147(5) 0.186(5) -0.004(4) 0.054(3) 0.005(3) F6 0.143(4) 0.140(5) 0.089(3) 0.045(3) 0.038(3) -0.005(3) F7 0.113(4) 0.106(3) 0.126(4) -0.003(3) 0.011(3) 0.079(3) F8 0.134(4) 0.072(3) 0.116(4) -0.031(3) 0.023(3) 0.004(3) O1 0.095(4) 0.048(3) 0.136(5) 0.017(3) 0.010(3) 0.021(2) O2 0.115(5) 0.134(5) 0.088(4) 0.058(4) 0.041(3) 0.026(4) O3 0.114(4) 0.045(2) 0.095(3) 0.012(2) 0.047(3) 0.028(2) O4 0.082(3) 0.065(3) 0.063(3) 0.006(2) 0.026(2) 0.019(2) N1 0.046(3) 0.052(3) 0.063(3) -0.012(2) 0.013(2) 0.009(2) N2 0.053(3) 0.040(2) 0.040(2) 0.0042(18) 0.0098(19) 0.0118(19) N3 0.056(3) 0.050(3) 0.056(3) -0.014(2) 0.008(2) 0.023(2) N4 0.062(3) 0.038(2) 0.066(3) 0.003(2) 0.006(2) 0.018(2) N5 0.056(3) 0.037(2) 0.049(2) 0.0065(19) 0.006(2) 0.0102(19) N6 0.050(3) 0.051(3) 0.071(3) -0.011(2) -0.005(2) 0.018(2) N7 0.042(2) 0.047(3) 0.058(3) 0.013(2) 0.012(2) 0.0080(19) N8 0.044(2) 0.047(2) 0.045(2) 0.0001(19) 0.0062(18) 0.0171(19) N9 0.063(3) 0.040(2) 0.053(3) 0.002(2) 0.017(2) 0.015(2) N10 0.057(3) 0.044(2) 0.053(3) 0.009(2) 0.014(2) 0.018(2) C1 0.052(4) 0.067(4) 0.072(4) -0.011(3) 0.000(3) 0.018(3) C2 0.057(4) 0.111(6) 0.100(6) -0.022(5) -0.006(4) 0.029(4) C3 0.053(5) 0.123(8) 0.124(8) -0.041(6) -0.003(5) 0.012(5) C4 0.055(4) 0.096(6) 0.133(7) -0.022(5) 0.037(5) -0.009(4) C5 0.062(4) 0.062(4) 0.083(5) -0.019(3) 0.038(3) -0.004(3) C6 0.084(5) 0.054(4) 0.078(4) -0.009(3) 0.046(4) -0.004(3) C7 0.075(4) 0.049(3) 0.055(3) 0.003(3) 0.033(3) 0.018(3) C8 0.108(5) 0.068(4) 0.061(4) 0.022(3) 0.043(4) 0.040(4) C9 0.188(10) 0.080(6) 0.079(6) 0.032(5) 0.073(6) 0.045(6) C10 0.196(12) 0.101(7) 0.084(6) 0.018(5) 0.078(7) -0.009(7) C11 0.134(8) 0.098(6) 0.102(7) -0.014(5) 0.069(6) -0.029(6) C12 0.070(4) 0.049(3) 0.051(3) -0.001(3) 0.001(3) 0.012(3) C13 0.076(5) 0.073(4) 0.062(4) -0.006(3) -0.012(3) 0.006(4) C14 0.057(4) 0.091(5) 0.072(4) 0.005(4) -0.006(3) 0.011(4) C15 0.051(4) 0.076(4) 0.071(4) 0.003(3) 0.007(3) 0.016(3) C16 0.051(3) 0.051(3) 0.047(3) 0.010(2) 0.013(2) 0.014(2) C17 0.050(3) 0.042(3) 0.055(3) 0.006(2) 0.020(2) 0.014(2) C18 0.052(3) 0.036(2) 0.040(3) 0.004(2) 0.014(2) 0.014(2) C19 0.070(4) 0.042(3) 0.049(3) -0.005(2) 0.005(3) 0.020(3) C20 0.089(5) 0.051(3) 0.055(3) -0.013(3) 0.004(3) 0.026(3) C21 0.093(5) 0.064(4) 0.072(4) -0.004(3) 0.023(4) 0.039(4) C22 0.062(4) 0.066(4) 0.074(4) 0.002(3) 0.026(3) 0.031(3) C23 0.075(4) 0.074(4) 0.060(4) -0.023(3) 0.015(3) 0.026(3) C24 0.087(5) 0.118(7) 0.064(4) -0.033(4) 0.005(4) 0.056(5) C25 0.129(7) 0.101(6) 0.088(6) -0.031(5) -0.005(5) 0.075(6) C26 0.098(5) 0.057(4) 0.087(5) -0.020(3) -0.004(4) 0.041(4) C27 0.055(3) 0.043(3) 0.070(4) -0.009(3) -0.008(3) 0.023(2) C28 0.052(3) 0.049(3) 0.095(5) 0.027(3) -0.002(3) 0.011(3) C29 0.044(3) 0.052(3) 0.073(4) 0.017(3) 0.005(3) 0.004(2) C30 0.041(3) 0.056(3) 0.053(3) 0.011(3) 0.006(2) 0.004(2) C31 0.071(4) 0.077(4) 0.053(3) 0.012(3) 0.021(3) 0.018(3) C32 0.051(4) 0.085(5) 0.089(5) 0.047(4) 0.013(3) 0.003(3) C33 0.062(4) 0.112(6) 0.130(7) 0.081(5) 0.028(4) 0.027(4) C34 0.053(3) 0.069(4) 0.063(4) 0.025(3) 0.015(3) 0.016(3) C35 0.089(6) 0.142(8) 0.060(4) 0.003(5) 0.012(4) -0.011(5) C36 0.117(8) 0.130(9) 0.104(7) -0.023(6) 0.022(6) -0.020(6) C37 0.086(6) 0.059(5) 0.143(8) 0.007(5) 0.044(6) -0.001(4) C38 0.110(7) 0.098(6) 0.113(7) 0.056(6) 0.038(6) 0.031(5) C39 0.078(5) 0.087(5) 0.085(5) 0.033(4) -0.006(4) 0.006(4) C40 0.074(4) 0.065(4) 0.080(5) -0.004(3) -0.013(3) 0.029(3) C41 0.087(6) 0.088(6) 0.098(6) -0.016(4) -0.036(5) 0.042(5) C42 0.072(6) 0.095(6) 0.144(8) -0.026(6) -0.039(6) 0.036(5) C43 0.050(4) 0.089(6) 0.153(8) -0.022(5) -0.002(5) 0.024(4) C44 0.045(3) 0.059(4) 0.096(5) -0.014(3) 0.006(3) 0.020(3) C45 0.045(3) 0.052(3) 0.097(5) -0.009(3) 0.022(3) 0.009(3) C46 0.053(3) 0.047(3) 0.068(4) -0.001(3) 0.020(3) 0.013(2) C47 0.062(4) 0.076(4) 0.064(4) 0.007(3) 0.020(3) 0.006(3) C48 0.110(6) 0.072(5) 0.079(5) 0.014(4) 0.041(5) 0.014(4) C49 0.079(5) 0.081(5) 0.108(6) -0.003(5) 0.054(5) -0.003(4) C50 0.057(4) 0.084(5) 0.114(6) -0.011(5) 0.037(4) 0.007(4) C51 0.048(3) 0.049(3) 0.072(4) 0.008(3) 0.003(3) 0.006(2) C52 0.061(4) 0.064(4) 0.095(5) 0.016(4) -0.004(4) 0.010(3) C53 0.047(4) 0.086(5) 0.110(6) 0.029(5) -0.009(4) 0.013(3) C54 0.060(4) 0.067(4) 0.106(5) 0.027(4) 0.021(4) 0.031(3) C55 0.049(3) 0.051(3) 0.065(4) 0.015(3) 0.017(3) 0.018(2) C56 0.072(4) 0.043(3) 0.053(3) 0.008(2) 0.014(3) 0.023(3) C57 0.054(3) 0.037(3) 0.056(3) 0.010(2) 0.020(2) 0.011(2) C58 0.063(4) 0.054(3) 0.070(4) -0.001(3) 0.018(3) 0.012(3) C59 0.093(5) 0.055(4) 0.071(4) -0.013(3) 0.020(4) 0.004(4) C60 0.114(6) 0.063(4) 0.088(5) 0.001(4) 0.028(5) 0.037(4) C61 0.090(5) 0.075(5) 0.076(4) 0.014(4) 0.025(4) 0.045(4) C62 0.053(3) 0.060(4) 0.055(3) 0.000(3) 0.011(3) 0.019(3) C63 0.062(4) 0.078(4) 0.060(4) -0.009(3) 0.014(3) 0.027(3) C64 0.063(4) 0.059(4) 0.080(4) -0.013(3) 0.014(3) 0.020(3) C65 0.051(3) 0.049(3) 0.076(4) -0.006(3) 0.012(3) 0.013(3) C66 0.041(3) 0.051(3) 0.050(3) -0.001(2) 0.004(2) 0.016(2) C67 0.061(4) 0.047(3) 0.064(4) 0.009(3) 0.019(3) 0.016(3) C68 0.055(3) 0.046(3) 0.062(3) 0.010(3) 0.018(3) 0.020(2) C69 0.053(3) 0.045(3) 0.048(3) 0.002(2) 0.009(2) 0.015(2) C70 0.092(5) 0.050(3) 0.057(3) 0.002(3) 0.026(3) 0.019(3) C71 0.070(4) 0.060(4) 0.067(4) 0.014(3) 0.024(3) 0.024(3) C72 0.061(7) 0.076(7) 0.070(7) 0.025(6) 0.024(5) 0.028(5) C73 0.048(6) 0.048(7) 0.054(7) 0.009(5) 0.005(5) 0.019(5) C74 0.060(7) 0.049(6) 0.061(6) 0.004(5) 0.005(5) 0.012(5) C75 0.069(7) 0.067(7) 0.076(8) 0.006(6) 0.006(6) 0.018(6) C76 0.062(7) 0.060(7) 0.072(8) 0.007(6) 0.023(6) 0.009(5) C77 0.075(8) 0.075(8) 0.060(7) 0.023(6) 0.019(6) 0.023(6) C78 0.048(6) 0.054(6) 0.043(5) 0.013(5) 0.005(4) 0.015(4) C72' 0.087(9) 0.059(7) 0.067(8) 0.005(6) 0.023(7) 0.017(6) C73' 0.060(7) 0.049(8) 0.048(7) 0.000(6) 0.016(6) 0.010(6) C74' 0.069(8) 0.064(8) 0.060(7) 0.000(6) 0.008(7) 0.020(7) C75' 0.068(8) 0.082(9) 0.075(10) -0.004(7) 0.009(7) 0.012(7) C76' 0.079(9) 0.074(8) 0.070(8) 0.009(7) 0.020(7) 0.017(7) C77' 0.081(9) 0.090(9) 0.061(7) 0.005(7) -0.001(6) 0.033(7) C78' 0.089(10) 0.092(10) 0.089(10) 0.020(8) 0.014(8) 0.022(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C7 2.012(5) . ? Ir1 C18 2.022(5) . ? Ir1 N2 2.046(4) . ? Ir1 N1 2.058(4) . ? Ir1 N3 2.156(4) . ? Ir1 N5 2.158(4) . ? Ir2 C46 2.025(5) . ? Ir2 C57 2.030(5) . ? Ir2 N7 2.052(4) . ? Ir2 N6 2.054(4) . ? Ir2 N8 2.150(4) . ? Ir2 N10 2.160(4) . ? F1 C11 1.399(11) . ? F2 C9 1.346(10) . ? F3 C22 1.364(7) . ? F4 C20 1.359(7) . ? F5 C50 1.363(8) . ? F6 C48 1.369(8) . ? F7 C61 1.372(7) . ? F8 C59 1.366(7) . ? O1 C28 1.254(7) . ? O2 C32 1.226(9) . ? O3 C67 1.245(6) . ? O4 C71 1.241(7) . ? N1 C1 1.344(7) . ? N1 C5 1.385(7) . ? N2 C12 1.352(6) . ? N2 C16 1.360(6) . ? N3 C27 1.338(7) . ? N3 C23 1.371(7) . ? N4 C27 1.385(7) . ? N4 N5 1.419(6) . ? N4 C28 1.434(7) . ? N5 C30 1.331(6) . ? N6 C40 1.353(8) . ? N6 C44 1.374(8) . ? N7 C51 1.356(7) . ? N7 C55 1.364(7) . ? N8 C62 1.350(6) . ? N8 C66 1.357(6) . ? N9 C66 1.403(6) . ? N9 N10 1.418(6) . ? N9 C67 1.429(7) . ? N10 C69 1.328(6) . ? C1 C2 1.365(8) . ? C1 H1 0.9500 . ? C2 C3 1.370(11) . ? C2 H2 0.9500 . ? C3 C4 1.384(11) . ? C3 H3 0.9500 . ? C4 C5 1.408(10) . ? C4 H4 0.9500 . ? C5 C6 1.476(10) . ? C6 C11 1.388(10) . ? C6 C7 1.411(9) . ? C7 C8 1.406(8) . ? C8 C9 1.369(9) . ? C8 H8 0.9500 . ? C9 C10 1.411(14) . ? C10 C11 1.350(13) . ? C10 H10 0.9500 . ? C12 C13 1.365(8) . ? C12 H12 0.9500 . ? C13 C14 1.406(9) . ? C13 H13 0.9500 . ? C14 C15 1.364(9) . ? C14 H14 0.9500 . ? C15 C16 1.399(8) . ? C15 H15 0.9500 . ? C16 C17 1.481(7) . ? C17 C22 1.394(7) . ? C17 C18 1.422(7) . ? C18 C19 1.403(7) . ? C19 C20 1.387(7) . ? C19 H19 0.9500 . ? C20 C21 1.367(9) . ? C21 C22 1.371(9) . ? C21 H21 0.9500 . ? C23 C24 1.391(8) . ? C23 H23 0.9500 . ? C24 C25 1.388(11) . ? C24 H24 0.9500 . ? C25 C26 1.369(11) . ? C25 H25 0.9500 . ? C26 C27 1.416(7) . ? C26 H26 0.9500 . ? C28 C29 1.407(9) . ? C29 C30 1.425(7) . ? C29 C32 1.478(9) . ? C30 C31 1.489(8) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C33 1.526(9) . ? C33 C34 1.525(8) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.336(9) . ? C34 C39 1.364(8) . ? C35 C36 1.344(11) . ? C35 H35 0.9500 . ? C36 C37 1.343(12) . ? C36 H36 0.9500 . ? C37 C38 1.373(11) . ? C37 H37 0.9500 . ? C38 C39 1.408(10) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 C41 1.382(9) . ? C40 H40 0.9500 . ? C41 C42 1.374(12) . ? C41 H41 0.9500 . ? C42 C43 1.397(12) . ? C42 H42 0.9500 . ? C43 C44 1.416(9) . ? C43 H43 0.9500 . ? C44 C45 1.466(9) . ? C45 C50 1.394(9) . ? C45 C46 1.424(8) . ? C46 C47 1.398(8) . ? C47 C48 1.394(9) . ? C47 H47 0.9500 . ? C48 C49 1.370(10) . ? C49 C50 1.365(10) . ? C49 H49 0.9500 . ? C51 C52 1.381(8) . ? C51 H51 0.9500 . ? C52 C53 1.363(10) . ? C52 H52 0.9500 . ? C53 C54 1.386(10) . ? C53 H53 0.9500 . ? C54 C55 1.396(8) . ? C54 H54 0.9500 . ? C55 C56 1.469(8) . ? C56 C61 1.391(8) . ? C56 C57 1.432(7) . ? C57 C58 1.388(8) . ? C58 C59 1.389(8) . ? C58 H58 0.9500 . ? C59 C60 1.383(10) . ? C60 C61 1.352(10) . ? C60 H60 0.9500 . ? C62 C63 1.375(8) . ? C62 H62 0.9500 . ? C63 C64 1.367(9) . ? C63 H63 0.9500 . ? C64 C65 1.367(8) . ? C64 H64 0.9500 . ? C65 C66 1.397(7) . ? C65 H65 0.9500 . ? C67 C68 1.436(7) . ? C68 C69 1.429(7) . ? C68 C71 1.458(8) . ? C69 C70 1.500(7) . ? C70 H70A 0.9800 . ? C70 H70B 0.9800 . ? C70 H70C 0.9800 . ? C71 C72 1.517(8) . ? C71 C72' 1.538(9) . ? C72 C73 1.520(6) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C73 C74 1.3900 . ? C73 C78 1.3900 . ? C74 C75 1.3900 . ? C74 H74 0.9500 . ? C75 C76 1.3900 . ? C75 H75 0.9500 . ? C76 C77 1.3900 . ? C76 H76 0.9500 . ? C77 C78 1.3900 . ? C77 H77 0.9500 . ? C78 H78 0.9500 . ? C72' C73' 1.520(7) . ? C72' H72C 0.9900 . ? C72' H72D 0.9900 . ? C73' C74' 1.3900 . ? C73' C78' 1.3900 . ? C74' C75' 1.3900 . ? C74' H74' 0.9500 . ? C75' C76' 1.3900 . ? C75' H75' 0.9500 . ? C76' C77' 1.3900 . ? C76' H76' 0.9500 . ? C77' C78' 1.3900 . ? C77' H77' 0.9500 . ? C78' H78' 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 Ir1 C18 86.3(2) . . ? C7 Ir1 N2 94.8(2) . . ? C18 Ir1 N2 79.87(18) . . ? C7 Ir1 N1 81.0(2) . . ? C18 Ir1 N1 96.40(19) . . ? N2 Ir1 N1 174.58(17) . . ? C7 Ir1 N3 95.0(2) . . ? C18 Ir1 N3 176.74(18) . . ? N2 Ir1 N3 97.04(16) . . ? N1 Ir1 N3 86.76(17) . . ? C7 Ir1 N5 169.97(19) . . ? C18 Ir1 N5 102.96(17) . . ? N2 Ir1 N5 90.73(16) . . ? N1 Ir1 N5 93.96(18) . . ? N3 Ir1 N5 75.92(17) . . ? C46 Ir2 C57 86.9(2) . . ? C46 Ir2 N7 95.9(2) . . ? C57 Ir2 N7 80.2(2) . . ? C46 Ir2 N6 80.5(2) . . ? C57 Ir2 N6 94.5(2) . . ? N7 Ir2 N6 173.76(17) . . ? C46 Ir2 N8 96.09(19) . . ? C57 Ir2 N8 175.05(18) . . ? N7 Ir2 N8 95.52(17) . . ? N6 Ir2 N8 89.92(16) . . ? C46 Ir2 N10 171.15(19) . . ? C57 Ir2 N10 100.91(18) . . ? N7 Ir2 N10 89.62(16) . . ? N6 Ir2 N10 94.64(19) . . ? N8 Ir2 N10 76.41(16) . . ? C1 N1 C5 119.7(5) . . ? C1 N1 Ir1 125.0(4) . . ? C5 N1 Ir1 115.4(4) . . ? C12 N2 C16 119.4(5) . . ? C12 N2 Ir1 123.4(4) . . ? C16 N2 Ir1 117.2(3) . . ? C27 N3 C23 120.6(5) . . ? C27 N3 Ir1 116.5(4) . . ? C23 N3 Ir1 122.8(4) . . ? C27 N4 N5 117.8(4) . . ? C27 N4 C28 130.7(5) . . ? N5 N4 C28 110.0(5) . . ? C30 N5 N4 105.7(4) . . ? C30 N5 Ir1 140.0(4) . . ? N4 N5 Ir1 112.8(3) . . ? C40 N6 C44 120.2(5) . . ? C40 N6 Ir2 123.8(4) . . ? C44 N6 Ir2 116.0(4) . . ? C51 N7 C55 119.0(5) . . ? C51 N7 Ir2 124.2(4) . . ? C55 N7 Ir2 116.8(4) . . ? C62 N8 C66 116.8(4) . . ? C62 N8 Ir2 126.2(4) . . ? C66 N8 Ir2 116.9(3) . . ? C66 N9 N10 118.7(4) . . ? C66 N9 C67 129.5(4) . . ? N10 N9 C67 111.6(4) . . ? C69 N10 N9 105.6(4) . . ? C69 N10 Ir2 141.4(4) . . ? N9 N10 Ir2 112.4(3) . . ? N1 C1 C2 123.8(7) . . ? N1 C1 H1 118.1 . . ? C2 C1 H1 118.1 . . ? C1 C2 C3 117.9(8) . . ? C1 C2 H2 121.1 . . ? C3 C2 H2 121.1 . . ? C2 C3 C4 120.4(8) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C5 120.4(7) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? N1 C5 C4 117.8(7) . . ? N1 C5 C6 113.2(5) . . ? C4 C5 C6 128.9(6) . . ? C11 C6 C7 117.5(8) . . ? C11 C6 C5 126.4(7) . . ? C7 C6 C5 116.1(5) . . ? C8 C7 C6 119.2(6) . . ? C8 C7 Ir1 126.5(5) . . ? C6 C7 Ir1 114.2(5) . . ? C9 C8 C7 120.1(8) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? F2 C9 C8 120.0(10) . . ? F2 C9 C10 118.3(8) . . ? C8 C9 C10 121.6(9) . . ? C11 C10 C9 116.8(8) . . ? C11 C10 H10 121.6 . . ? C9 C10 H10 121.6 . . ? C10 C11 C6 124.8(9) . . ? C10 C11 F1 117.1(8) . . ? C6 C11 F1 118.0(10) . . ? N2 C12 C13 122.9(6) . . ? N2 C12 H12 118.5 . . ? C13 C12 H12 118.5 . . ? C12 C13 C14 118.1(6) . . ? C12 C13 H13 121.0 . . ? C14 C13 H13 121.0 . . ? C15 C14 C13 119.4(6) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? C14 C15 C16 120.5(6) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? N2 C16 C15 119.7(5) . . ? N2 C16 C17 113.5(4) . . ? C15 C16 C17 126.8(5) . . ? C22 C17 C18 118.4(5) . . ? C22 C17 C16 127.1(5) . . ? C18 C17 C16 114.4(4) . . ? C19 C18 C17 118.6(5) . . ? C19 C18 Ir1 126.4(4) . . ? C17 C18 Ir1 114.9(4) . . ? C20 C19 C18 119.3(5) . . ? C20 C19 H19 120.3 . . ? C18 C19 H19 120.3 . . ? F4 C20 C21 118.3(5) . . ? F4 C20 C19 118.7(6) . . ? C21 C20 C19 123.0(6) . . ? C20 C21 C22 117.5(6) . . ? C20 C21 H21 121.2 . . ? C22 C21 H21 121.2 . . ? F3 C22 C21 118.1(5) . . ? F3 C22 C17 118.9(6) . . ? C21 C22 C17 123.0(6) . . ? N3 C23 C24 120.7(7) . . ? N3 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C25 C24 C23 118.2(7) . . ? C25 C24 H24 120.9 . . ? C23 C24 H24 120.9 . . ? C26 C25 C24 121.5(7) . . ? C26 C25 H25 119.3 . . ? C24 C25 H25 119.3 . . ? C25 C26 C27 118.1(7) . . ? C25 C26 H26 120.9 . . ? C27 C26 H26 120.9 . . ? N3 C27 N4 116.9(5) . . ? N3 C27 C26 120.8(6) . . ? N4 C27 C26 122.3(6) . . ? O1 C28 C29 135.1(6) . . ? O1 C28 N4 119.6(7) . . ? C29 C28 N4 105.3(5) . . ? C28 C29 C30 106.6(5) . . ? C28 C29 C32 128.0(6) . . ? C30 C29 C32 125.1(6) . . ? N5 C30 C29 112.4(5) . . ? N5 C30 C31 119.3(5) . . ? C29 C30 C31 128.3(5) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O2 C32 C29 123.0(7) . . ? O2 C32 C33 119.7(7) . . ? C29 C32 C33 117.3(7) . . ? C34 C33 C32 115.3(5) . . ? C34 C33 H33A 108.5 . . ? C32 C33 H33A 108.5 . . ? C34 C33 H33B 108.5 . . ? C32 C33 H33B 108.5 . . ? H33A C33 H33B 107.5 . . ? C35 C34 C39 117.3(6) . . ? C35 C34 C33 121.9(6) . . ? C39 C34 C33 120.8(6) . . ? C34 C35 C36 121.6(8) . . ? C34 C35 H35 119.2 . . ? C36 C35 H35 119.2 . . ? C37 C36 C35 122.9(9) . . ? C37 C36 H36 118.5 . . ? C35 C36 H36 118.5 . . ? C36 C37 C38 118.2(8) . . ? C36 C37 H37 120.9 . . ? C38 C37 H37 120.9 . . ? C37 C38 C39 117.9(7) . . ? C37 C38 H38 121.1 . . ? C39 C38 H38 121.1 . . ? C34 C39 C38 122.0(7) . . ? C34 C39 H39 119.0 . . ? C38 C39 H39 119.0 . . ? N6 C40 C41 122.9(7) . . ? N6 C40 H40 118.5 . . ? C41 C40 H40 118.5 . . ? C42 C41 C40 118.3(8) . . ? C42 C41 H41 120.8 . . ? C40 C41 H41 120.8 . . ? C41 C42 C43 120.1(8) . . ? C41 C42 H42 120.0 . . ? C43 C42 H42 120.0 . . ? C42 C43 C44 120.1(8) . . ? C42 C43 H43 120.0 . . ? C44 C43 H43 120.0 . . ? N6 C44 C43 118.4(7) . . ? N6 C44 C45 113.9(5) . . ? C43 C44 C45 127.6(7) . . ? C50 C45 C46 118.3(7) . . ? C50 C45 C44 126.2(6) . . ? C46 C45 C44 115.5(5) . . ? C47 C46 C45 118.5(5) . . ? C47 C46 Ir2 127.5(4) . . ? C45 C46 Ir2 114.0(4) . . ? C48 C47 C46 119.2(6) . . ? C48 C47 H47 120.4 . . ? C46 C47 H47 120.4 . . ? F6 C48 C49 118.7(7) . . ? F6 C48 C47 117.8(7) . . ? C49 C48 C47 123.5(7) . . ? C50 C49 C48 116.7(7) . . ? C50 C49 H49 121.6 . . ? C48 C49 H49 121.6 . . ? F5 C50 C49 115.7(7) . . ? F5 C50 C45 120.5(8) . . ? C49 C50 C45 123.8(7) . . ? N7 C51 C52 122.6(6) . . ? N7 C51 H51 118.7 . . ? C52 C51 H51 118.7 . . ? C53 C52 C51 118.9(7) . . ? C53 C52 H52 120.6 . . ? C51 C52 H52 120.6 . . ? C52 C53 C54 119.4(6) . . ? C52 C53 H53 120.3 . . ? C54 C53 H53 120.3 . . ? C53 C54 C55 120.4(6) . . ? C53 C54 H54 119.8 . . ? C55 C54 H54 119.8 . . ? N7 C55 C54 119.6(6) . . ? N7 C55 C56 113.6(5) . . ? C54 C55 C56 126.8(6) . . ? C61 C56 C57 117.7(6) . . ? C61 C56 C55 126.8(6) . . ? C57 C56 C55 115.4(5) . . ? C58 C57 C56 119.1(5) . . ? C58 C57 Ir2 127.2(4) . . ? C56 C57 Ir2 113.8(4) . . ? C57 C58 C59 119.2(6) . . ? C57 C58 H58 120.4 . . ? C59 C58 H58 120.4 . . ? F8 C59 C60 119.1(7) . . ? F8 C59 C58 118.1(7) . . ? C60 C59 C58 122.8(6) . . ? C61 C60 C59 117.1(7) . . ? C61 C60 H60 121.4 . . ? C59 C60 H60 121.4 . . ? C60 C61 F7 116.9(6) . . ? C60 C61 C56 124.0(7) . . ? F7 C61 C56 119.0(7) . . ? N8 C62 C63 123.4(6) . . ? N8 C62 H62 118.3 . . ? C63 C62 H62 118.3 . . ? C64 C63 C62 118.0(6) . . ? C64 C63 H63 121.0 . . ? C62 C63 H63 121.0 . . ? C63 C64 C65 121.5(6) . . ? C63 C64 H64 119.3 . . ? C65 C64 H64 119.3 . . ? C64 C65 C66 117.2(6) . . ? C64 C65 H65 121.4 . . ? C66 C65 H65 121.4 . . ? N8 C66 C65 123.0(5) . . ? N8 C66 N9 115.2(4) . . ? C65 C66 N9 121.7(5) . . ? O3 C67 N9 122.5(5) . . ? O3 C67 C68 134.0(5) . . ? N9 C67 C68 103.6(4) . . ? C69 C68 C67 106.9(5) . . ? C69 C68 C71 127.8(5) . . ? C67 C68 C71 125.2(5) . . ? N10 C69 C68 112.2(5) . . ? N10 C69 C70 119.1(5) . . ? C68 C69 C70 128.7(5) . . ? C69 C70 H70A 109.5 . . ? C69 C70 H70B 109.5 . . ? H70A C70 H70B 109.5 . . ? C69 C70 H70C 109.5 . . ? H70A C70 H70C 109.5 . . ? H70B C70 H70C 109.5 . . ? O4 C71 C68 121.9(5) . . ? O4 C71 C72 115.7(7) . . ? C68 C71 C72 120.0(6) . . ? O4 C71 C72' 122.4(6) . . ? C68 C71 C72' 113.7(6) . . ? C72 C71 C72' 31.0(6) . . ? C71 C72 C73 113.4(7) . . ? C71 C72 H72A 108.9 . . ? C73 C72 H72A 108.9 . . ? C71 C72 H72B 108.9 . . ? C73 C72 H72B 108.9 . . ? H72A C72 H72B 107.7 . . ? C74 C73 C78 120.0 . . ? C74 C73 C72 119.4(4) . . ? C78 C73 C72 120.5(4) . . ? C75 C74 C73 120.0 . . ? C75 C74 H74 120.0 . . ? C73 C74 H74 120.0 . . ? C76 C75 C74 120.0 . . ? C76 C75 H75 120.0 . . ? C74 C75 H75 120.0 . . ? C75 C76 C77 120.0 . . ? C75 C76 H76 120.0 . . ? C77 C76 H76 120.0 . . ? C78 C77 C76 120.0 . . ? C78 C77 H77 120.0 . . ? C76 C77 H77 120.0 . . ? C77 C78 C73 120.0 . . ? C77 C78 H78 120.0 . . ? C73 C78 H78 120.0 . . ? C73' C72' C71 116.0(9) . . ? C73' C72' H72C 108.3 . . ? C71 C72' H72C 108.3 . . ? C73' C72' H72D 108.3 . . ? C71 C72' H72D 108.3 . . ? H72C C72' H72D 107.4 . . ? C74' C73' C78' 120.0 . . ? C74' C73' C72' 120.1(4) . . ? C78' C73' C72' 119.5(4) . . ? C75' C74' C73' 120.0 . . ? C75' C74' H74' 120.0 . . ? C73' C74' H74' 120.0 . . ? C74' C75' C76' 120.0 . . ? C74' C75' H75' 120.0 . . ? C76' C75' H75' 120.0 . . ? C77' C76' C75' 120.0 . . ? C77' C76' H76' 120.0 . . ? C75' C76' H76' 120.0 . . ? C76' C77' C78' 120.0 . . ? C76' C77' H77' 120.0 . . ? C78' C77' H77' 120.0 . . ? C77' C78' C73' 120.0 . . ? C77' C78' H78' 120.0 . . ? C73' C78' H78' 120.0 . . ? 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 C7 Ir1 N1 C1 -179.4(5) . . . . ? C18 Ir1 N1 C1 -94.2(5) . . . . ? N2 Ir1 N1 C1 -140.5(16) . . . . ? N3 Ir1 N1 C1 84.9(5) . . . . ? N5 Ir1 N1 C1 9.3(5) . . . . ? C7 Ir1 N1 C5 1.8(4) . . . . ? C18 Ir1 N1 C5 87.0(4) . . . . ? N2 Ir1 N1 C5 40.8(19) . . . . ? N3 Ir1 N1 C5 -93.8(4) . . . . ? N5 Ir1 N1 C5 -169.4(4) . . . . ? C7 Ir1 N2 C12 -91.7(4) . . . . ? C18 Ir1 N2 C12 -177.0(4) . . . . ? N1 Ir1 N2 C12 -130.2(17) . . . . ? N3 Ir1 N2 C12 4.0(4) . . . . ? N5 Ir1 N2 C12 79.9(4) . . . . ? C7 Ir1 N2 C16 88.0(4) . . . . ? C18 Ir1 N2 C16 2.7(3) . . . . ? N1 Ir1 N2 C16 49.5(18) . . . . ? N3 Ir1 N2 C16 -176.3(4) . . . . ? N5 Ir1 N2 C16 -100.4(4) . . . . ? C7 Ir1 N3 C27 -176.7(4) . . . . ? C18 Ir1 N3 C27 69(3) . . . . ? N2 Ir1 N3 C27 87.8(4) . . . . ? N1 Ir1 N3 C27 -96.0(4) . . . . ? N5 Ir1 N3 C27 -1.1(4) . . . . ? C7 Ir1 N3 C23 -0.8(5) . . . . ? C18 Ir1 N3 C23 -115(3) . . . . ? N2 Ir1 N3 C23 -96.3(4) . . . . ? N1 Ir1 N3 C23 79.8(5) . . . . ? N5 Ir1 N3 C23 174.7(5) . . . . ? C27 N4 N5 C30 168.3(5) . . . . ? C28 N4 N5 C30 0.3(6) . . . . ? C27 N4 N5 Ir1 -0.7(6) . . . . ? C28 N4 N5 Ir1 -168.7(3) . . . . ? C7 Ir1 N5 C30 -136.2(12) . . . . ? C18 Ir1 N5 C30 20.7(6) . . . . ? N2 Ir1 N5 C30 100.5(6) . . . . ? N1 Ir1 N5 C30 -76.8(6) . . . . ? N3 Ir1 N5 C30 -162.4(6) . . . . ? C7 Ir1 N5 N4 27.1(13) . . . . ? C18 Ir1 N5 N4 -175.9(3) . . . . ? N2 Ir1 N5 N4 -96.2(3) . . . . ? N1 Ir1 N5 N4 86.6(3) . . . . ? N3 Ir1 N5 N4 0.9(3) . . . . ? C46 Ir2 N6 C40 -175.3(5) . . . . ? C57 Ir2 N6 C40 -89.2(5) . . . . ? N7 Ir2 N6 C40 -120.8(16) . . . . ? N8 Ir2 N6 C40 88.5(5) . . . . ? N10 Ir2 N6 C40 12.1(5) . . . . ? C46 Ir2 N6 C44 2.4(4) . . . . ? C57 Ir2 N6 C44 88.5(4) . . . . ? N7 Ir2 N6 C44 56.9(18) . . . . ? N8 Ir2 N6 C44 -93.8(4) . . . . ? N10 Ir2 N6 C44 -170.2(4) . . . . ? C46 Ir2 N7 C51 -92.2(4) . . . . ? C57 Ir2 N7 C51 -178.1(4) . . . . ? N6 Ir2 N7 C51 -146.1(16) . . . . ? N8 Ir2 N7 C51 4.5(4) . . . . ? N10 Ir2 N7 C51 80.8(4) . . . . ? C46 Ir2 N7 C55 88.6(4) . . . . ? C57 Ir2 N7 C55 2.8(4) . . . . ? N6 Ir2 N7 C55 34.8(18) . . . . ? N8 Ir2 N7 C55 -174.6(4) . . . . ? N10 Ir2 N7 C55 -98.3(4) . . . . ? C46 Ir2 N8 C62 6.5(4) . . . . ? C57 Ir2 N8 C62 -121(2) . . . . ? N7 Ir2 N8 C62 -90.0(4) . . . . ? N6 Ir2 N8 C62 87.0(4) . . . . ? N10 Ir2 N8 C62 -178.2(4) . . . . ? C46 Ir2 N8 C66 -177.0(4) . . . . ? C57 Ir2 N8 C66 56(2) . . . . ? N7 Ir2 N8 C66 86.5(4) . . . . ? N6 Ir2 N8 C66 -96.6(4) . . . . ? N10 Ir2 N8 C66 -1.8(3) . . . . ? C66 N9 N10 C69 177.7(4) . . . . ? C67 N9 N10 C69 2.4(6) . . . . ? C66 N9 N10 Ir2 4.2(5) . . . . ? C67 N9 N10 Ir2 -171.0(3) . . . . ? C46 Ir2 N10 C69 -138.6(13) . . . . ? C57 Ir2 N10 C69 13.1(6) . . . . ? N7 Ir2 N10 C69 93.1(6) . . . . ? N6 Ir2 N10 C69 -82.4(6) . . . . ? N8 Ir2 N10 C69 -171.2(6) . . . . ? C46 Ir2 N10 N9 31.3(15) . . . . ? C57 Ir2 N10 N9 -177.0(3) . . . . ? N7 Ir2 N10 N9 -97.0(3) . . . . ? N6 Ir2 N10 N9 87.5(3) . . . . ? N8 Ir2 N10 N9 -1.3(3) . . . . ? C5 N1 C1 C2 -0.6(9) . . . . ? Ir1 N1 C1 C2 -179.3(5) . . . . ? N1 C1 C2 C3 -1.0(11) . . . . ? C1 C2 C3 C4 2.1(12) . . . . ? C2 C3 C4 C5 -1.5(13) . . . . ? C1 N1 C5 C4 1.2(8) . . . . ? Ir1 N1 C5 C4 180.0(5) . . . . ? C1 N1 C5 C6 -179.3(5) . . . . ? Ir1 N1 C5 C6 -0.5(6) . . . . ? C3 C4 C5 N1 -0.1(11) . . . . ? C3 C4 C5 C6 -179.6(7) . . . . ? N1 C5 C6 C11 176.4(7) . . . . ? C4 C5 C6 C11 -4.1(12) . . . . ? N1 C5 C6 C7 -2.0(8) . . . . ? C4 C5 C6 C7 177.5(6) . . . . ? C11 C6 C7 C8 1.0(9) . . . . ? C5 C6 C7 C8 179.5(5) . . . . ? C11 C6 C7 Ir1 -175.0(5) . . . . ? C5 C6 C7 Ir1 3.5(7) . . . . ? C18 Ir1 C7 C8 84.4(5) . . . . ? N2 Ir1 C7 C8 4.9(5) . . . . ? N1 Ir1 C7 C8 -178.5(5) . . . . ? N3 Ir1 C7 C8 -92.6(5) . . . . ? N5 Ir1 C7 C8 -118.0(12) . . . . ? C18 Ir1 C7 C6 -100.0(4) . . . . ? N2 Ir1 C7 C6 -179.5(4) . . . . ? N1 Ir1 C7 C6 -2.9(4) . . . . ? N3 Ir1 C7 C6 83.0(4) . . . . ? N5 Ir1 C7 C6 57.6(14) . . . . ? C6 C7 C8 C9 -0.3(9) . . . . ? Ir1 C7 C8 C9 175.2(5) . . . . ? C7 C8 C9 F2 178.1(6) . . . . ? C7 C8 C9 C10 -1.4(12) . . . . ? F2 C9 C10 C11 -177.2(8) . . . . ? C8 C9 C10 C11 2.4(14) . . . . ? C9 C10 C11 C6 -1.7(15) . . . . ? C9 C10 C11 F1 -177.6(8) . . . . ? C7 C6 C11 C10 0.0(13) . . . . ? C5 C6 C11 C10 -178.3(8) . . . . ? C7 C6 C11 F1 176.0(6) . . . . ? C5 C6 C11 F1 -2.4(12) . . . . ? C16 N2 C12 C13 0.8(8) . . . . ? Ir1 N2 C12 C13 -179.5(4) . . . . ? N2 C12 C13 C14 -0.2(9) . . . . ? C12 C13 C14 C15 -0.3(10) . . . . ? C13 C14 C15 C16 0.3(10) . . . . ? C12 N2 C16 C15 -0.7(7) . . . . ? Ir1 N2 C16 C15 179.5(4) . . . . ? C12 N2 C16 C17 177.0(4) . . . . ? Ir1 N2 C16 C17 -2.7(5) . . . . ? C14 C15 C16 N2 0.2(9) . . . . ? C14 C15 C16 C17 -177.2(6) . . . . ? N2 C16 C17 C22 -177.7(5) . . . . ? C15 C16 C17 C22 -0.1(9) . . . . ? N2 C16 C17 C18 0.9(6) . . . . ? C15 C16 C17 C18 178.5(5) . . . . ? C22 C17 C18 C19 3.0(7) . . . . ? C16 C17 C18 C19 -175.7(4) . . . . ? C22 C17 C18 Ir1 -180.0(4) . . . . ? C16 C17 C18 Ir1 1.3(5) . . . . ? C7 Ir1 C18 C19 79.2(5) . . . . ? N2 Ir1 C18 C19 174.7(5) . . . . ? N1 Ir1 C18 C19 -1.3(5) . . . . ? N3 Ir1 C18 C19 -166(3) . . . . ? N5 Ir1 C18 C19 -96.9(4) . . . . ? C7 Ir1 C18 C17 -97.6(4) . . . . ? N2 Ir1 C18 C17 -2.1(3) . . . . ? N1 Ir1 C18 C17 -178.1(4) . . . . ? N3 Ir1 C18 C17 17(3) . . . . ? N5 Ir1 C18 C17 86.3(4) . . . . ? C17 C18 C19 C20 -1.4(8) . . . . ? Ir1 C18 C19 C20 -178.0(4) . . . . ? C18 C19 C20 F4 178.3(5) . . . . ? C18 C19 C20 C21 -1.3(9) . . . . ? F4 C20 C21 C22 -177.4(6) . . . . ? C19 C20 C21 C22 2.2(10) . . . . ? C20 C21 C22 F3 177.8(6) . . . . ? C20 C21 C22 C17 -0.4(10) . . . . ? C18 C17 C22 F3 179.6(5) . . . . ? C16 C17 C22 F3 -1.8(9) . . . . ? C18 C17 C22 C21 -2.2(9) . . . . ? C16 C17 C22 C21 176.4(6) . . . . ? C27 N3 C23 C24 -0.4(9) . . . . ? Ir1 N3 C23 C24 -176.1(5) . . . . ? N3 C23 C24 C25 -2.9(10) . . . . ? C23 C24 C25 C26 2.6(12) . . . . ? C24 C25 C26 C27 0.9(11) . . . . ? C23 N3 C27 N4 -174.8(5) . . . . ? Ir1 N3 C27 N4 1.2(6) . . . . ? C23 N3 C27 C26 4.0(8) . . . . ? Ir1 N3 C27 C26 -180.0(4) . . . . ? N5 N4 C27 N3 -0.3(7) . . . . ? C28 N4 C27 N3 164.8(5) . . . . ? N5 N4 C27 C26 -179.1(5) . . . . ? C28 N4 C27 C26 -14.1(9) . . . . ? C25 C26 C27 N3 -4.3(9) . . . . ? C25 C26 C27 N4 174.5(6) . . . . ? C27 N4 C28 O1 16.6(9) . . . . ? N5 N4 C28 O1 -177.4(5) . . . . ? C27 N4 C28 C29 -165.6(5) . . . . ? N5 N4 C28 C29 0.4(6) . . . . ? O1 C28 C29 C30 176.4(7) . . . . ? N4 C28 C29 C30 -0.9(6) . . . . ? O1 C28 C29 C32 -8.7(12) . . . . ? N4 C28 C29 C32 174.0(5) . . . . ? N4 N5 C30 C29 -0.9(6) . . . . ? Ir1 N5 C30 C29 163.2(4) . . . . ? N4 N5 C30 C31 -178.8(5) . . . . ? Ir1 N5 C30 C31 -14.7(8) . . . . ? C28 C29 C30 N5 1.1(6) . . . . ? C32 C29 C30 N5 -173.9(5) . . . . ? C28 C29 C30 C31 178.8(5) . . . . ? C32 C29 C30 C31 3.7(9) . . . . ? C28 C29 C32 O2 171.7(7) . . . . ? C30 C29 C32 O2 -14.3(10) . . . . ? C28 C29 C32 C33 -10.9(9) . . . . ? C30 C29 C32 C33 163.1(6) . . . . ? O2 C32 C33 C34 -66.9(10) . . . . ? C29 C32 C33 C34 115.6(7) . . . . ? C32 C33 C34 C35 -63.7(11) . . . . ? C32 C33 C34 C39 116.9(8) . . . . ? C39 C34 C35 C36 0.0(14) . . . . ? C33 C34 C35 C36 -179.5(9) . . . . ? C34 C35 C36 C37 -1.2(17) . . . . ? C35 C36 C37 C38 1.8(16) . . . . ? C36 C37 C38 C39 -1.3(14) . . . . ? C35 C34 C39 C38 0.5(12) . . . . ? C33 C34 C39 C38 179.9(7) . . . . ? C37 C38 C39 C34 0.2(13) . . . . ? C44 N6 C40 C41 -1.3(9) . . . . ? Ir2 N6 C40 C41 176.3(5) . . . . ? N6 C40 C41 C42 1.8(11) . . . . ? C40 C41 C42 C43 -1.3(12) . . . . ? C41 C42 C43 C44 0.4(12) . . . . ? C40 N6 C44 C43 0.3(9) . . . . ? Ir2 N6 C44 C43 -177.5(5) . . . . ? C40 N6 C44 C45 177.3(5) . . . . ? Ir2 N6 C44 C45 -0.4(6) . . . . ? C42 C43 C44 N6 0.1(10) . . . . ? C42 C43 C44 C45 -176.5(7) . . . . ? N6 C44 C45 C50 178.0(6) . . . . ? C43 C44 C45 C50 -5.3(11) . . . . ? N6 C44 C45 C46 -2.8(8) . . . . ? C43 C44 C45 C46 173.9(6) . . . . ? C50 C45 C46 C47 1.3(9) . . . . ? C44 C45 C46 C47 -178.0(5) . . . . ? C50 C45 C46 Ir2 -176.0(5) . . . . ? C44 C45 C46 Ir2 4.8(7) . . . . ? C57 Ir2 C46 C47 84.2(5) . . . . ? N7 Ir2 C46 C47 4.4(6) . . . . ? N6 Ir2 C46 C47 179.3(6) . . . . ? N8 Ir2 C46 C47 -91.8(5) . . . . ? N10 Ir2 C46 C47 -123.6(12) . . . . ? C57 Ir2 C46 C45 -98.9(4) . . . . ? N7 Ir2 C46 C45 -178.7(4) . . . . ? N6 Ir2 C46 C45 -3.8(4) . . . . ? N8 Ir2 C46 C45 85.1(4) . . . . ? N10 Ir2 C46 C45 53.4(15) . . . . ? C45 C46 C47 C48 -0.6(9) . . . . ? Ir2 C46 C47 C48 176.2(5) . . . . ? C46 C47 C48 F6 178.4(6) . . . . ? C46 C47 C48 C49 0.0(11) . . . . ? F6 C48 C49 C50 -178.5(7) . . . . ? C47 C48 C49 C50 -0.1(12) . . . . ? C48 C49 C50 F5 -179.4(6) . . . . ? C48 C49 C50 C45 0.9(12) . . . . ? C46 C45 C50 F5 178.8(6) . . . . ? C44 C45 C50 F5 -2.0(11) . . . . ? C46 C45 C50 C49 -1.5(11) . . . . ? C44 C45 C50 C49 177.7(7) . . . . ? C55 N7 C51 C52 -2.2(8) . . . . ? Ir2 N7 C51 C52 178.7(4) . . . . ? N7 C51 C52 C53 2.3(10) . . . . ? C51 C52 C53 C54 -1.5(10) . . . . ? C52 C53 C54 C55 0.6(10) . . . . ? C51 N7 C55 C54 1.3(8) . . . . ? Ir2 N7 C55 C54 -179.5(4) . . . . ? C51 N7 C55 C56 179.8(5) . . . . ? Ir2 N7 C55 C56 -1.1(6) . . . . ? C53 C54 C55 N7 -0.5(9) . . . . ? C53 C54 C55 C56 -178.8(6) . . . . ? N7 C55 C56 C61 -179.4(6) . . . . ? C54 C55 C56 C61 -1.0(10) . . . . ? N7 C55 C56 C57 -2.3(7) . . . . ? C54 C55 C56 C57 176.0(5) . . . . ? C61 C56 C57 C58 1.9(8) . . . . ? C55 C56 C57 C58 -175.4(5) . . . . ? C61 C56 C57 Ir2 -178.1(4) . . . . ? C55 C56 C57 Ir2 4.6(6) . . . . ? C46 Ir2 C57 C58 79.6(5) . . . . ? N7 Ir2 C57 C58 176.1(5) . . . . ? N6 Ir2 C57 C58 -0.6(5) . . . . ? N8 Ir2 C57 C58 -153.0(18) . . . . ? N10 Ir2 C57 C58 -96.2(5) . . . . ? C46 Ir2 C57 C56 -100.4(4) . . . . ? N7 Ir2 C57 C56 -3.9(4) . . . . ? N6 Ir2 C57 C56 179.4(4) . . . . ? N8 Ir2 C57 C56 27(2) . . . . ? N10 Ir2 C57 C56 83.8(4) . . . . ? C56 C57 C58 C59 -1.7(8) . . . . ? Ir2 C57 C58 C59 178.3(4) . . . . ? C57 C58 C59 F8 179.3(5) . . . . ? C57 C58 C59 C60 -0.9(10) . . . . ? F8 C59 C60 C61 -177.0(6) . . . . ? C58 C59 C60 C61 3.2(11) . . . . ? C59 C60 C61 F7 -179.3(6) . . . . ? C59 C60 C61 C56 -3.0(11) . . . . ? C57 C56 C61 C60 0.5(10) . . . . ? C55 C56 C61 C60 177.4(6) . . . . ? C57 C56 C61 F7 176.7(5) . . . . ? C55 C56 C61 F7 -6.3(10) . . . . ? C66 N8 C62 C63 -2.9(8) . . . . ? Ir2 N8 C62 C63 173.6(4) . . . . ? N8 C62 C63 C64 0.7(9) . . . . ? C62 C63 C64 C65 0.9(9) . . . . ? C63 C64 C65 C66 -0.3(9) . . . . ? C62 N8 C66 C65 3.6(7) . . . . ? Ir2 N8 C66 C65 -173.2(4) . . . . ? C62 N8 C66 N9 -178.6(4) . . . . ? Ir2 N8 C66 N9 4.6(6) . . . . ? C64 C65 C66 N8 -2.1(8) . . . . ? C64 C65 C66 N9 -179.7(5) . . . . ? N10 N9 C66 N8 -5.9(7) . . . . ? C67 N9 C66 N8 168.4(5) . . . . ? N10 N9 C66 C65 171.9(5) . . . . ? C67 N9 C66 C65 -13.8(8) . . . . ? C66 N9 C67 O3 3.6(9) . . . . ? N10 N9 C67 O3 178.2(5) . . . . ? C66 N9 C67 C68 -176.8(5) . . . . ? N10 N9 C67 C68 -2.1(6) . . . . ? O3 C67 C68 C69 -179.4(7) . . . . ? N9 C67 C68 C69 1.0(6) . . . . ? O3 C67 C68 C71 2.4(11) . . . . ? N9 C67 C68 C71 -177.2(5) . . . . ? N9 N10 C69 C68 -1.7(6) . . . . ? Ir2 N10 C69 C68 168.6(4) . . . . ? N9 N10 C69 C70 -179.8(5) . . . . ? Ir2 N10 C69 C70 -9.5(9) . . . . ? C67 C68 C69 N10 0.4(6) . . . . ? C71 C68 C69 N10 178.6(5) . . . . ? C67 C68 C69 C70 178.3(6) . . . . ? C71 C68 C69 C70 -3.5(10) . . . . ? C69 C68 C71 O4 -6.6(10) . . . . ? C67 C68 C71 O4 171.2(6) . . . . ? C69 C68 C71 C72 154.9(9) . . . . ? C67 C68 C71 C72 -27.3(11) . . . . ? C69 C68 C71 C72' -170.9(10) . . . . ? C67 C68 C71 C72' 6.9(12) . . . . ? O4 C71 C72 C73 -47.1(13) . . . . ? C68 C71 C72 C73 150.3(8) . . . . ? C72' C71 C72 C73 63.5(10) . . . . ? C71 C72 C73 C74 -56.9(15) . . . . ? C71 C72 C73 C78 126.8(10) . . . . ? C78 C73 C74 C75 0.0 . . . . ? C72 C73 C74 C75 -176.4(12) . . . . ? C73 C74 C75 C76 0.0 . . . . ? C74 C75 C76 C77 0.0 . . . . ? C75 C76 C77 C78 0.0 . . . . ? C76 C77 C78 C73 0.0 . . . . ? C74 C73 C78 C77 0.0 . . . . ? C72 C73 C78 C77 176.3(12) . . . . ? O4 C71 C72' C73' 9.0(17) . . . . ? C68 C71 C72' C73' 173.2(8) . . . . ? C72 C71 C72' C73' -77.7(11) . . . . ? C71 C72' C73' C74' -111.7(15) . . . . ? C71 C72' C73' C78' 74.9(17) . . . . ? C78' C73' C74' C75' 0.0 . . . . ? C72' C73' C74' C75' -173.4(15) . . . . ? C73' C74' C75' C76' 0.0 . . . . ? C74' C75' C76' C77' 0.0 . . . . ? C75' C76' C77' C78' 0.0 . . . . ? C76' C77' C78' C73' 0.0 . . . . ? C74' C73' C78' C77' 0.0 . . . . ? C72' C73' C78' C77' 173.4(15) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.68 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.269 _refine_diff_density_min -1.539 _refine_diff_density_rms 0.093 #===END data_shelxl3 _database_code_depnum_ccdc_archive 'CCDC 781691' #TrackingRef '- crystal data for 4a,4b,4d.cif' #TrackingRef '- crystal data for 4a,4b,4d.cif' #TrackingRef '- crystal data for 4a,4b,4d.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H25 Cl2 F5 Ir N5 O2' _chemical_formula_sum 'C39 H25 Cl2 F5 Ir N5 O2' _chemical_formula_weight 953.74 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' 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 1 21/n 1' 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 12.5020(14) _cell_length_b 21.921(2) _cell_length_c 12.6430(15) _cell_angle_alpha 90.00 _cell_angle_beta 96.317(3) _cell_angle_gamma 90.00 _cell_volume 3443.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 10964 _cell_measurement_theta_min 1.60 _cell_measurement_theta_max 27.90 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.839 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1864 _exptl_absorpt_coefficient_mu 4.105 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4654 _exptl_absorpt_correction_T_max 0.5596 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.222 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 36392 _diffrn_reflns_av_R_equivalents 0.0684 _diffrn_reflns_av_sigmaI/netI 0.0619 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 27.90 _reflns_number_total 8206 _reflns_number_gt 6276 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r2' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r2' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 4.0' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2009)' _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^)+(0.0225P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8206 _refine_ls_number_parameters 510 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0402 _refine_ls_R_factor_gt 0.0324 _refine_ls_wR_factor_ref 0.0705 _refine_ls_wR_factor_gt 0.0680 _refine_ls_goodness_of_fit_ref 0.965 _refine_ls_restrained_S_all 0.966 _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 1.005436(11) 0.161754(6) 0.245699(10) 0.01535(5) Uani 1 1 d . . . F1 F 1.04812(18) 0.07078(10) 0.63391(16) 0.0331(6) Uani 1 1 d . . . F2 F 0.82957(19) 0.24262(11) 0.59179(18) 0.0437(7) Uani 1 1 d . . . F3 F 1.08967(19) 0.39729(10) 0.2597(2) 0.0417(7) Uani 1 1 d . . . F4 F 1.37354(18) 0.27447(12) 0.4074(2) 0.0464(7) Uani 1 1 d . . . F5 F 0.4297(2) -0.13404(12) -0.20137(19) 0.0525(8) Uani 1 1 d . . . O1 O 0.8333(2) 0.01259(12) -0.05603(19) 0.0292(7) Uani 1 1 d . . . O2 O 0.6795(2) -0.04428(12) 0.2213(2) 0.0371(8) Uani 1 1 d . . . N1 N 1.1030(2) 0.09323(14) 0.3079(2) 0.0191(7) Uani 1 1 d . . . N2 N 0.9087(2) 0.23319(14) 0.1961(2) 0.0169(7) Uani 1 1 d . . . N3 N 1.0440(2) 0.15047(13) 0.0859(2) 0.0181(7) Uani 1 1 d . . . N4 N 0.9107(2) 0.07762(13) 0.0752(2) 0.0174(7) Uani 1 1 d . . . N5 N 0.8965(2) 0.09425(13) 0.1802(2) 0.0180(7) Uani 1 1 d . . . C1 C 1.1674(3) 0.05922(17) 0.2528(3) 0.0224(9) Uani 1 1 d . . . H1 H 1.1718 0.0691 0.1803 0.027 Uiso 1 1 calc R . . C2 C 1.2267(3) 0.01118(18) 0.2958(3) 0.0296(10) Uani 1 1 d . . . H2 H 1.2702 -0.0120 0.2536 0.035 Uiso 1 1 calc R . . C3 C 1.2227(3) -0.00300(19) 0.4006(3) 0.0367(11) Uani 1 1 d . . . H3 H 1.2646 -0.0357 0.4324 0.044 Uiso 1 1 calc R . . C4 C 1.1568(3) 0.03069(18) 0.4602(3) 0.0323(10) Uani 1 1 d . . . H4 H 1.1528 0.0210 0.5329 0.039 Uiso 1 1 calc R . . C5 C 1.0965(3) 0.07871(17) 0.4127(3) 0.0204(8) Uani 1 1 d . . . C6 C 1.0240(3) 0.11900(16) 0.4640(3) 0.0172(8) Uani 1 1 d . . . C7 C 0.9723(3) 0.16454(16) 0.3969(3) 0.0173(8) Uani 1 1 d . . . C8 C 0.9068(3) 0.20614(18) 0.4420(3) 0.0231(9) Uani 1 1 d . . . H8 H 0.8719 0.2378 0.3999 0.028 Uiso 1 1 calc R . . C9 C 0.8929(3) 0.20118(19) 0.5480(3) 0.0274(9) Uani 1 1 d . . . C10 C 0.9379(3) 0.15589(18) 0.6142(3) 0.0266(9) Uani 1 1 d . . . H10 H 0.9245 0.1529 0.6865 0.032 Uiso 1 1 calc R . . C11 C 1.0029(3) 0.11560(17) 0.5693(3) 0.0211(8) Uani 1 1 d . . . C12 C 0.8052(3) 0.22739(18) 0.1534(3) 0.0232(9) Uani 1 1 d . . . H12 H 0.7753 0.1876 0.1445 0.028 Uiso 1 1 calc R . . C13 C 0.7413(3) 0.27668(18) 0.1224(3) 0.0282(10) Uani 1 1 d . . . H13 H 0.6682 0.2712 0.0947 0.034 Uiso 1 1 calc R . . C14 C 0.7858(3) 0.33425(19) 0.1324(3) 0.0322(10) Uani 1 1 d . . . H14 H 0.7436 0.3690 0.1105 0.039 Uiso 1 1 calc R . . C15 C 0.8919(3) 0.34113(18) 0.1745(3) 0.0277(9) Uani 1 1 d . . . H15 H 0.9230 0.3807 0.1810 0.033 Uiso 1 1 calc R . . C16 C 0.9534(3) 0.29004(17) 0.2074(3) 0.0197(8) Uani 1 1 d . . . C17 C 1.0645(3) 0.28922(17) 0.2590(3) 0.0193(8) Uani 1 1 d . . . C18 C 1.1073(3) 0.23089(17) 0.2860(3) 0.0187(8) Uani 1 1 d . . . C19 C 1.2124(3) 0.22719(18) 0.3367(3) 0.0230(9) Uani 1 1 d . . . H19 H 1.2433 0.1887 0.3564 0.028 Uiso 1 1 calc R . . C20 C 1.2701(3) 0.2796(2) 0.3575(3) 0.0299(10) Uani 1 1 d . . . C21 C 1.2319(3) 0.33740(18) 0.3354(3) 0.0293(10) Uani 1 1 d . . . H21 H 1.2736 0.3729 0.3536 0.035 Uiso 1 1 calc R . . C22 C 1.1286(3) 0.34020(18) 0.2847(3) 0.0277(9) Uani 1 1 d . . . C23 C 1.1208(3) 0.18196(18) 0.0433(3) 0.0251(9) Uani 1 1 d . . . H23 H 1.1586 0.2129 0.0848 0.030 Uiso 1 1 calc R . . C24 C 1.1472(3) 0.17136(18) -0.0579(3) 0.0268(10) Uani 1 1 d . . . H24 H 1.2010 0.1949 -0.0864 0.032 Uiso 1 1 calc R . . C25 C 1.0935(3) 0.12548(19) -0.1172(3) 0.0261(9) Uani 1 1 d . . . H25 H 1.1119 0.1165 -0.1864 0.031 Uiso 1 1 calc R . . C26 C 1.0128(3) 0.09263(17) -0.0760(3) 0.0218(9) Uani 1 1 d . . . H26 H 0.9749 0.0611 -0.1158 0.026 Uiso 1 1 calc R . . C27 C 0.9896(3) 0.10756(17) 0.0261(3) 0.0177(8) Uani 1 1 d . . . C28 C 0.8346(3) 0.03322(17) 0.0347(3) 0.0217(9) Uani 1 1 d . . . C29 C 0.7747(3) 0.02164(17) 0.1216(3) 0.0197(8) Uani 1 1 d . . . C30 C 0.8163(3) 0.06000(16) 0.2065(3) 0.0196(8) Uani 1 1 d . . . C31 C 0.7786(3) 0.06926(18) 0.3120(3) 0.0273(9) Uani 1 1 d . . . H31A H 0.8374 0.0603 0.3677 0.041 Uiso 1 1 calc R . . H31B H 0.7179 0.0419 0.3198 0.041 Uiso 1 1 calc R . . H31C H 0.7555 0.1117 0.3186 0.041 Uiso 1 1 calc R . . C32 C 0.6961(3) -0.02564(17) 0.1325(3) 0.0243(9) Uani 1 1 d . . . C33 C 0.6317(3) -0.05394(18) 0.0373(3) 0.0253(9) Uani 1 1 d . . . C34 C 0.5870(3) -0.11122(18) 0.0499(3) 0.0317(10) Uani 1 1 d . . . H34 H 0.6045 -0.1323 0.1151 0.038 Uiso 1 1 calc R . . C35 C 0.5184(3) -0.1383(2) -0.0286(4) 0.0350(11) Uani 1 1 d . . . H35 H 0.4870 -0.1771 -0.0186 0.042 Uiso 1 1 calc R . . C36 C 0.4977(3) -0.1071(2) -0.1210(4) 0.0361(11) Uani 1 1 d . . . C37 C 0.5383(3) -0.0507(2) -0.1405(3) 0.0325(10) Uani 1 1 d . . . H37 H 0.5210 -0.0307 -0.2067 0.039 Uiso 1 1 calc R . . C38 C 0.6063(3) -0.02415(19) -0.0586(3) 0.0270(9) Uani 1 1 d . . . H38 H 0.6356 0.0151 -0.0687 0.032 Uiso 1 1 calc R . . C39 C 0.5158(8) 0.1671(4) 0.4339(8) 0.047(3) Uani 0.528(4) 1 d PD A 1 H39A H 0.5288 0.1833 0.3634 0.056 Uiso 0.528(4) 1 calc PR A 1 H39B H 0.4780 0.1991 0.4708 0.056 Uiso 0.528(4) 1 calc PR A 1 Cl1 Cl 0.6363(16) 0.1520(9) 0.506(3) 0.0701(15) Uani 0.528(4) 1 d PDU A 1 Cl2 Cl 0.4323(3) 0.10177(14) 0.4159(2) 0.0642(11) Uani 0.528(4) 1 d PD A 1 C39' C 0.5017(9) 0.1207(6) 0.4392(10) 0.067(4) Uani 0.472(4) 1 d PD A 2 H39C H 0.4400 0.1399 0.4691 0.081 Uiso 0.472(4) 1 calc PR A 2 H39D H 0.4934 0.1282 0.3615 0.081 Uiso 0.472(4) 1 calc PR A 2 Cl1' Cl 0.6203(18) 0.1542(11) 0.496(3) 0.0701(15) Uani 0.472(4) 1 d PDU A 2 Cl2' Cl 0.5000(3) 0.0437(2) 0.4622(3) 0.0967(18) Uani 0.472(4) 1 d PD . 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 0.01727(8) 0.01674(8) 0.01106(8) -0.00225(6) -0.00282(5) 0.00001(6) F1 0.0416(14) 0.0384(15) 0.0184(12) 0.0092(10) -0.0009(11) 0.0089(12) F2 0.0507(16) 0.0556(18) 0.0269(14) -0.0016(12) 0.0137(12) 0.0263(14) F3 0.0437(15) 0.0200(13) 0.0610(18) -0.0012(12) 0.0031(13) -0.0065(12) F4 0.0255(13) 0.0580(18) 0.0511(17) 0.0020(14) -0.0164(12) -0.0158(12) F5 0.0448(16) 0.067(2) 0.0413(17) -0.0185(14) -0.0129(13) -0.0157(15) O1 0.0340(16) 0.0339(17) 0.0191(15) -0.0128(13) 0.0004(12) -0.0053(13) O2 0.053(2) 0.0324(18) 0.0256(17) 0.0035(13) 0.0009(15) -0.0189(15) N1 0.0184(16) 0.0218(18) 0.0157(16) -0.0047(13) -0.0048(13) -0.0007(13) N2 0.0154(15) 0.0207(17) 0.0137(16) 0.0001(13) -0.0020(12) 0.0040(13) N3 0.0142(15) 0.0234(18) 0.0158(16) -0.0005(13) -0.0024(12) 0.0008(13) N4 0.0200(16) 0.0196(17) 0.0120(15) -0.0062(13) -0.0003(13) -0.0002(13) N5 0.0219(16) 0.0178(17) 0.0132(16) -0.0039(13) -0.0027(13) -0.0012(13) C1 0.023(2) 0.023(2) 0.020(2) -0.0071(17) -0.0007(17) 0.0009(17) C2 0.034(2) 0.029(2) 0.025(2) -0.0083(19) -0.0006(18) 0.0101(19) C3 0.046(3) 0.026(3) 0.037(3) 0.008(2) -0.001(2) 0.014(2) C4 0.042(3) 0.028(2) 0.025(2) 0.0060(19) -0.003(2) 0.013(2) C5 0.021(2) 0.020(2) 0.019(2) -0.0012(16) -0.0036(16) -0.0006(16) C6 0.0179(19) 0.019(2) 0.0141(19) -0.0021(15) -0.0030(15) -0.0007(15) C7 0.0172(18) 0.020(2) 0.0137(18) -0.0022(15) -0.0031(15) -0.0047(16) C8 0.019(2) 0.028(2) 0.022(2) 0.0020(17) -0.0018(16) 0.0033(17) C9 0.025(2) 0.035(3) 0.023(2) -0.0084(19) 0.0057(18) 0.0066(19) C10 0.028(2) 0.039(3) 0.013(2) -0.0015(18) 0.0037(17) 0.0000(19) C11 0.023(2) 0.023(2) 0.016(2) 0.0017(16) -0.0039(16) -0.0024(17) C12 0.026(2) 0.028(2) 0.015(2) -0.0024(17) -0.0019(16) 0.0008(17) C13 0.026(2) 0.032(2) 0.024(2) -0.0012(18) -0.0061(18) 0.0065(19) C14 0.037(2) 0.029(3) 0.030(2) 0.0042(19) 0.000(2) 0.013(2) C15 0.035(2) 0.021(2) 0.027(2) 0.0027(18) 0.0026(19) 0.0016(19) C16 0.024(2) 0.024(2) 0.0111(19) -0.0011(16) 0.0037(16) -0.0007(17) C17 0.023(2) 0.023(2) 0.0125(19) -0.0038(16) 0.0044(15) 0.0001(17) C18 0.023(2) 0.024(2) 0.0093(18) -0.0047(15) 0.0029(15) -0.0049(16) C19 0.023(2) 0.027(2) 0.018(2) -0.0002(17) -0.0015(16) -0.0003(17) C20 0.020(2) 0.047(3) 0.021(2) -0.007(2) -0.0009(17) -0.012(2) C21 0.026(2) 0.029(2) 0.033(2) -0.0049(19) 0.0047(19) -0.0149(19) C22 0.036(2) 0.022(2) 0.026(2) -0.0012(18) 0.0042(19) -0.0008(19) C23 0.025(2) 0.030(2) 0.020(2) -0.0020(18) 0.0014(17) -0.0050(18) C24 0.026(2) 0.035(3) 0.021(2) -0.0013(18) 0.0063(17) -0.0073(18) C25 0.023(2) 0.040(3) 0.014(2) -0.0011(18) -0.0016(16) 0.0042(19) C26 0.0195(19) 0.028(2) 0.016(2) -0.0032(17) -0.0028(16) 0.0043(17) C27 0.0138(18) 0.022(2) 0.0158(19) 0.0018(16) -0.0042(15) 0.0048(15) C28 0.024(2) 0.017(2) 0.022(2) -0.0027(16) -0.0046(17) 0.0020(16) C29 0.024(2) 0.018(2) 0.0159(19) -0.0016(16) -0.0020(15) -0.0031(16) C30 0.0209(19) 0.018(2) 0.018(2) 0.0028(16) -0.0040(16) 0.0002(16) C31 0.032(2) 0.033(2) 0.016(2) 0.0023(17) -0.0001(17) -0.0063(19) C32 0.028(2) 0.020(2) 0.024(2) -0.0028(17) -0.0031(17) -0.0020(17) C33 0.024(2) 0.024(2) 0.027(2) -0.0017(18) -0.0007(17) -0.0028(17) C34 0.032(2) 0.028(2) 0.033(3) 0.0047(19) -0.0066(19) -0.0054(19) C35 0.036(3) 0.027(2) 0.041(3) -0.005(2) -0.003(2) -0.010(2) C36 0.026(2) 0.044(3) 0.037(3) -0.018(2) -0.007(2) -0.005(2) C37 0.023(2) 0.044(3) 0.030(2) 0.000(2) -0.0017(18) -0.004(2) C38 0.023(2) 0.032(2) 0.026(2) -0.0027(19) 0.0031(17) -0.0032(18) C39 0.061(7) 0.040(6) 0.039(6) 0.004(5) 0.008(5) 0.007(6) Cl1 0.079(4) 0.0646(15) 0.069(5) -0.0214(18) 0.016(3) -0.007(3) Cl2 0.059(2) 0.070(2) 0.065(2) -0.0264(16) 0.0125(15) -0.0184(16) C39' 0.027(7) 0.137(15) 0.036(7) 0.004(9) -0.003(5) 0.009(9) Cl1' 0.079(4) 0.0646(15) 0.069(5) -0.0214(18) 0.016(3) -0.007(3) Cl2' 0.067(3) 0.118(4) 0.100(3) 0.003(2) -0.015(2) -0.030(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 C7 2.001(4) . ? Ir1 C18 2.009(4) . ? Ir1 N2 2.035(3) . ? Ir1 N1 2.038(3) . ? Ir1 N5 2.118(3) . ? Ir1 N3 2.142(3) . ? F1 C11 1.360(4) . ? F2 C9 1.362(4) . ? F3 C22 1.367(4) . ? F4 C20 1.380(4) . ? F5 C36 1.383(4) . ? O1 C28 1.231(4) . ? O2 C32 1.234(4) . ? N1 C1 1.346(4) . ? N1 C5 1.375(4) . ? N2 C12 1.352(4) . ? N2 C16 1.367(4) . ? N3 C23 1.343(5) . ? N3 C27 1.344(4) . ? N4 C27 1.387(4) . ? N4 N5 1.406(4) . ? N4 C28 1.417(4) . ? N5 C30 1.324(4) . ? C1 C2 1.366(5) . ? C1 H1 0.9500 . ? C2 C3 1.367(5) . ? C2 H2 0.9500 . ? C3 C4 1.389(5) . ? C3 H3 0.9500 . ? C4 C5 1.392(5) . ? C4 H4 0.9500 . ? C5 C6 1.467(5) . ? C6 C11 1.387(5) . ? C6 C7 1.419(5) . ? C7 C8 1.388(5) . ? C8 C9 1.375(5) . ? C8 H8 0.9500 . ? C9 C10 1.377(5) . ? C10 C11 1.365(5) . ? C10 H10 0.9500 . ? C12 C13 1.374(5) . ? C12 H12 0.9500 . ? C13 C14 1.379(5) . ? C13 H13 0.9500 . ? C14 C15 1.382(5) . ? C14 H14 0.9500 . ? C15 C16 1.396(5) . ? C15 H15 0.9500 . ? C16 C17 1.468(5) . ? C17 C22 1.393(5) . ? C17 C18 1.414(5) . ? C18 C19 1.399(5) . ? C19 C20 1.365(5) . ? C19 H19 0.9500 . ? C20 C21 1.373(5) . ? C21 C22 1.378(5) . ? C21 H21 0.9500 . ? C23 C24 1.376(5) . ? C23 H23 0.9500 . ? C24 C25 1.383(5) . ? C24 H24 0.9500 . ? C25 C26 1.387(5) . ? C25 H25 0.9500 . ? C26 C27 1.393(5) . ? C26 H26 0.9500 . ? C28 C29 1.419(5) . ? C29 C30 1.416(5) . ? C29 C32 1.445(5) . ? C30 C31 1.478(5) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C33 1.507(5) . ? C33 C38 1.382(5) . ? C33 C34 1.391(5) . ? C34 C35 1.373(5) . ? C34 H34 0.9500 . ? C35 C36 1.353(6) . ? C35 H35 0.9500 . ? C36 C37 1.369(6) . ? C37 C38 1.393(5) . ? C37 H37 0.9500 . ? C38 H38 0.9500 . ? C39 Cl1 1.703(16) . ? C39 Cl2 1.772(9) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C39' Cl2' 1.714(12) . ? C39' Cl1' 1.737(14) . ? C39' H39C 0.9900 . ? C39' H39D 0.9900 . ? Cl2' Cl2' 2.140(9) 3_656 ? 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 C7 Ir1 C18 85.80(13) . . ? C7 Ir1 N2 95.31(13) . . ? C18 Ir1 N2 80.60(14) . . ? C7 Ir1 N1 80.35(13) . . ? C18 Ir1 N1 97.01(14) . . ? N2 Ir1 N1 175.22(11) . . ? C7 Ir1 N5 101.72(12) . . ? C18 Ir1 N5 171.54(12) . . ? N2 Ir1 N5 94.71(12) . . ? N1 Ir1 N5 88.16(11) . . ? C7 Ir1 N3 174.99(13) . . ? C18 Ir1 N3 97.15(12) . . ? N2 Ir1 N3 89.18(11) . . ? N1 Ir1 N3 95.24(11) . . ? N5 Ir1 N3 75.64(11) . . ? C1 N1 C5 118.2(3) . . ? C1 N1 Ir1 125.1(3) . . ? C5 N1 Ir1 116.5(2) . . ? C12 N2 C16 119.3(3) . . ? C12 N2 Ir1 124.1(3) . . ? C16 N2 Ir1 116.5(2) . . ? C23 N3 C27 118.3(3) . . ? C23 N3 Ir1 124.3(2) . . ? C27 N3 Ir1 117.3(2) . . ? C27 N4 N5 118.0(3) . . ? C27 N4 C28 130.2(3) . . ? N5 N4 C28 111.7(3) . . ? C30 N5 N4 105.6(3) . . ? C30 N5 Ir1 140.4(3) . . ? N4 N5 Ir1 114.1(2) . . ? N1 C1 C2 123.4(4) . . ? N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C1 C2 C3 119.0(4) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C2 C3 C4 119.5(4) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C3 C4 C5 119.6(4) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? N1 C5 C4 120.3(3) . . ? N1 C5 C6 113.1(3) . . ? C4 C5 C6 126.6(3) . . ? C11 C6 C7 119.3(3) . . ? C11 C6 C5 125.8(3) . . ? C7 C6 C5 115.0(3) . . ? C8 C7 C6 117.9(3) . . ? C8 C7 Ir1 127.2(3) . . ? C6 C7 Ir1 114.9(3) . . ? C9 C8 C7 119.4(4) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? F2 C9 C8 119.0(4) . . ? F2 C9 C10 116.8(3) . . ? C8 C9 C10 124.2(4) . . ? C11 C10 C9 115.8(4) . . ? C11 C10 H10 122.1 . . ? C9 C10 H10 122.1 . . ? F1 C11 C10 116.4(3) . . ? F1 C11 C6 120.3(3) . . ? C10 C11 C6 123.3(3) . . ? N2 C12 C13 122.7(4) . . ? N2 C12 H12 118.7 . . ? C13 C12 H12 118.7 . . ? C12 C13 C14 118.6(4) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 120.7 . . ? C13 C14 C15 119.7(4) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C14 C15 C16 120.1(4) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? N2 C16 C15 119.6(3) . . ? N2 C16 C17 113.0(3) . . ? C15 C16 C17 127.3(4) . . ? C22 C17 C18 118.5(3) . . ? C22 C17 C16 125.9(3) . . ? C18 C17 C16 115.7(3) . . ? C19 C18 C17 118.3(3) . . ? C19 C18 Ir1 127.6(3) . . ? C17 C18 Ir1 114.1(3) . . ? C20 C19 C18 119.2(4) . . ? C20 C19 H19 120.4 . . ? C18 C19 H19 120.4 . . ? C19 C20 C21 125.0(4) . . ? C19 C20 F4 117.9(4) . . ? C21 C20 F4 117.1(4) . . ? C20 C21 C22 115.0(4) . . ? C20 C21 H21 122.5 . . ? C22 C21 H21 122.5 . . ? F3 C22 C21 116.1(3) . . ? F3 C22 C17 120.0(4) . . ? C21 C22 C17 123.9(4) . . ? N3 C23 C24 122.8(4) . . ? N3 C23 H23 118.6 . . ? C24 C23 H23 118.6 . . ? C23 C24 C25 118.3(4) . . ? C23 C24 H24 120.8 . . ? C25 C24 H24 120.8 . . ? C24 C25 C26 120.3(4) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C27 117.4(4) . . ? C25 C26 H26 121.3 . . ? C27 C26 H26 121.3 . . ? N3 C27 N4 114.9(3) . . ? N3 C27 C26 122.8(3) . . ? N4 C27 C26 122.3(3) . . ? O1 C28 N4 121.9(3) . . ? O1 C28 C29 134.5(4) . . ? N4 C28 C29 103.5(3) . . ? C30 C29 C28 107.4(3) . . ? C30 C29 C32 123.4(3) . . ? C28 C29 C32 128.6(3) . . ? N5 C30 C29 111.8(3) . . ? N5 C30 C31 118.3(3) . . ? C29 C30 C31 129.7(3) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O2 C32 C29 120.6(3) . . ? O2 C32 C33 117.5(3) . . ? C29 C32 C33 121.9(3) . . ? C38 C33 C34 118.1(4) . . ? C38 C33 C32 123.8(4) . . ? C34 C33 C32 117.8(4) . . ? C35 C34 C33 122.3(4) . . ? C35 C34 H34 118.9 . . ? C33 C34 H34 118.9 . . ? C36 C35 C34 116.8(4) . . ? C36 C35 H35 121.6 . . ? C34 C35 H35 121.6 . . ? C35 C36 C37 124.9(4) . . ? C35 C36 F5 117.5(4) . . ? C37 C36 F5 117.6(4) . . ? C36 C37 C38 116.9(4) . . ? C36 C37 H37 121.6 . . ? C38 C37 H37 121.6 . . ? C33 C38 C37 121.1(4) . . ? C33 C38 H38 119.5 . . ? C37 C38 H38 119.5 . . ? Cl1 C39 Cl2 112.6(8) . . ? Cl1 C39 H39A 109.1 . . ? Cl2 C39 H39A 109.1 . . ? Cl1 C39 H39B 109.1 . . ? Cl2 C39 H39B 109.1 . . ? H39A C39 H39B 107.8 . . ? Cl2' C39' Cl1' 111.9(10) . . ? Cl2' C39' H39C 109.2 . . ? Cl1' C39' H39C 109.2 . . ? Cl2' C39' H39D 109.2 . . ? Cl1' C39' H39D 109.2 . . ? H39C C39' H39D 107.9 . . ? C39' Cl2' Cl2' 163.3(5) . 3_656 ? 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 C7 Ir1 N1 C1 179.8(3) . . . . ? C18 Ir1 N1 C1 -95.7(3) . . . . ? N2 Ir1 N1 C1 -155.4(12) . . . . ? N5 Ir1 N1 C1 77.6(3) . . . . ? N3 Ir1 N1 C1 2.2(3) . . . . ? C7 Ir1 N1 C5 4.1(2) . . . . ? C18 Ir1 N1 C5 88.6(3) . . . . ? N2 Ir1 N1 C5 29.0(15) . . . . ? N5 Ir1 N1 C5 -98.1(3) . . . . ? N3 Ir1 N1 C5 -173.5(2) . . . . ? C7 Ir1 N2 C12 -92.9(3) . . . . ? C18 Ir1 N2 C12 -177.8(3) . . . . ? N1 Ir1 N2 C12 -117.5(13) . . . . ? N5 Ir1 N2 C12 9.3(3) . . . . ? N3 Ir1 N2 C12 84.9(3) . . . . ? C7 Ir1 N2 C16 87.1(3) . . . . ? C18 Ir1 N2 C16 2.3(2) . . . . ? N1 Ir1 N2 C16 62.6(14) . . . . ? N5 Ir1 N2 C16 -170.6(2) . . . . ? N3 Ir1 N2 C16 -95.1(2) . . . . ? C7 Ir1 N3 C23 -122.1(13) . . . . ? C18 Ir1 N3 C23 3.7(3) . . . . ? N2 Ir1 N3 C23 84.2(3) . . . . ? N1 Ir1 N3 C23 -94.0(3) . . . . ? N5 Ir1 N3 C23 179.2(3) . . . . ? C7 Ir1 N3 C27 55.7(14) . . . . ? C18 Ir1 N3 C27 -178.5(3) . . . . ? N2 Ir1 N3 C27 -98.1(3) . . . . ? N1 Ir1 N3 C27 83.7(3) . . . . ? N5 Ir1 N3 C27 -3.0(2) . . . . ? C27 N4 N5 C30 178.9(3) . . . . ? C28 N4 N5 C30 2.0(4) . . . . ? C27 N4 N5 Ir1 -2.0(4) . . . . ? C28 N4 N5 Ir1 -178.9(2) . . . . ? C7 Ir1 N5 C30 5.5(4) . . . . ? C18 Ir1 N5 C30 -146.8(8) . . . . ? N2 Ir1 N5 C30 -90.9(4) . . . . ? N1 Ir1 N5 C30 85.3(4) . . . . ? N3 Ir1 N5 C30 -178.8(4) . . . . ? C7 Ir1 N5 N4 -173.1(2) . . . . ? C18 Ir1 N5 N4 34.5(10) . . . . ? N2 Ir1 N5 N4 90.5(2) . . . . ? N1 Ir1 N5 N4 -93.4(2) . . . . ? N3 Ir1 N5 N4 2.5(2) . . . . ? C5 N1 C1 C2 -0.2(5) . . . . ? Ir1 N1 C1 C2 -175.8(3) . . . . ? N1 C1 C2 C3 -1.1(6) . . . . ? C1 C2 C3 C4 1.4(6) . . . . ? C2 C3 C4 C5 -0.5(6) . . . . ? C1 N1 C5 C4 1.1(5) . . . . ? Ir1 N1 C5 C4 177.1(3) . . . . ? C1 N1 C5 C6 179.9(3) . . . . ? Ir1 N1 C5 C6 -4.0(4) . . . . ? C3 C4 C5 N1 -0.8(6) . . . . ? C3 C4 C5 C6 -179.4(4) . . . . ? N1 C5 C6 C11 -179.2(3) . . . . ? C4 C5 C6 C11 -0.5(6) . . . . ? N1 C5 C6 C7 1.2(4) . . . . ? C4 C5 C6 C7 180.0(4) . . . . ? C11 C6 C7 C8 3.6(5) . . . . ? C5 C6 C7 C8 -176.8(3) . . . . ? C11 C6 C7 Ir1 -177.5(3) . . . . ? C5 C6 C7 Ir1 2.1(4) . . . . ? C18 Ir1 C7 C8 77.7(3) . . . . ? N2 Ir1 C7 C8 -2.4(3) . . . . ? N1 Ir1 C7 C8 175.5(3) . . . . ? N5 Ir1 C7 C8 -98.4(3) . . . . ? N3 Ir1 C7 C8 -156.1(12) . . . . ? C18 Ir1 C7 C6 -101.1(3) . . . . ? N2 Ir1 C7 C6 178.7(3) . . . . ? N1 Ir1 C7 C6 -3.3(2) . . . . ? N5 Ir1 C7 C6 82.8(3) . . . . ? N3 Ir1 C7 C6 25.1(15) . . . . ? C6 C7 C8 C9 -1.2(5) . . . . ? Ir1 C7 C8 C9 180.0(3) . . . . ? C7 C8 C9 F2 179.3(3) . . . . ? C7 C8 C9 C10 -1.9(6) . . . . ? F2 C9 C10 C11 -178.7(3) . . . . ? C8 C9 C10 C11 2.4(6) . . . . ? C9 C10 C11 F1 179.7(3) . . . . ? C9 C10 C11 C6 0.2(6) . . . . ? C7 C6 C11 F1 177.3(3) . . . . ? C5 C6 C11 F1 -2.3(6) . . . . ? C7 C6 C11 C10 -3.2(6) . . . . ? C5 C6 C11 C10 177.3(4) . . . . ? C16 N2 C12 C13 -1.3(5) . . . . ? Ir1 N2 C12 C13 178.8(3) . . . . ? N2 C12 C13 C14 1.9(6) . . . . ? C12 C13 C14 C15 -1.0(6) . . . . ? C13 C14 C15 C16 -0.5(6) . . . . ? C12 N2 C16 C15 -0.3(5) . . . . ? Ir1 N2 C16 C15 179.6(3) . . . . ? C12 N2 C16 C17 177.5(3) . . . . ? Ir1 N2 C16 C17 -2.5(4) . . . . ? C14 C15 C16 N2 1.2(6) . . . . ? C14 C15 C16 C17 -176.3(4) . . . . ? N2 C16 C17 C22 -177.3(3) . . . . ? C15 C16 C17 C22 0.3(6) . . . . ? N2 C16 C17 C18 1.2(5) . . . . ? C15 C16 C17 C18 178.8(3) . . . . ? C22 C17 C18 C19 -0.5(5) . . . . ? C16 C17 C18 C19 -179.1(3) . . . . ? C22 C17 C18 Ir1 179.3(3) . . . . ? C16 C17 C18 Ir1 0.6(4) . . . . ? C7 Ir1 C18 C19 82.1(3) . . . . ? N2 Ir1 C18 C19 178.2(3) . . . . ? N1 Ir1 C18 C19 2.4(3) . . . . ? N5 Ir1 C18 C19 -124.9(8) . . . . ? N3 Ir1 C18 C19 -93.8(3) . . . . ? C7 Ir1 C18 C17 -97.6(3) . . . . ? N2 Ir1 C18 C17 -1.5(2) . . . . ? N1 Ir1 C18 C17 -177.3(2) . . . . ? N5 Ir1 C18 C17 55.3(10) . . . . ? N3 Ir1 C18 C17 86.5(3) . . . . ? C17 C18 C19 C20 -0.5(5) . . . . ? Ir1 C18 C19 C20 179.8(3) . . . . ? C18 C19 C20 C21 2.1(6) . . . . ? C18 C19 C20 F4 -179.9(3) . . . . ? C19 C20 C21 C22 -2.5(6) . . . . ? F4 C20 C21 C22 179.5(3) . . . . ? C20 C21 C22 F3 -178.6(3) . . . . ? C20 C21 C22 C17 1.4(6) . . . . ? C18 C17 C22 F3 -180.0(3) . . . . ? C16 C17 C22 F3 -1.4(6) . . . . ? C18 C17 C22 C21 0.0(6) . . . . ? C16 C17 C22 C21 178.5(4) . . . . ? C27 N3 C23 C24 -1.2(6) . . . . ? Ir1 N3 C23 C24 176.6(3) . . . . ? N3 C23 C24 C25 -1.2(6) . . . . ? C23 C24 C25 C26 2.0(6) . . . . ? C24 C25 C26 C27 -0.4(5) . . . . ? C23 N3 C27 N4 -179.2(3) . . . . ? Ir1 N3 C27 N4 2.9(4) . . . . ? C23 N3 C27 C26 2.9(5) . . . . ? Ir1 N3 C27 C26 -175.0(3) . . . . ? N5 N4 C27 N3 -0.6(4) . . . . ? C28 N4 C27 N3 175.7(3) . . . . ? N5 N4 C27 C26 177.3(3) . . . . ? C28 N4 C27 C26 -6.4(6) . . . . ? C25 C26 C27 N3 -2.2(5) . . . . ? C25 C26 C27 N4 -179.9(3) . . . . ? C27 N4 C28 O1 3.4(6) . . . . ? N5 N4 C28 O1 179.9(3) . . . . ? C27 N4 C28 C29 -178.4(3) . . . . ? N5 N4 C28 C29 -1.9(4) . . . . ? O1 C28 C29 C30 179.0(4) . . . . ? N4 C28 C29 C30 1.2(4) . . . . ? O1 C28 C29 C32 7.4(7) . . . . ? N4 C28 C29 C32 -170.4(4) . . . . ? N4 N5 C30 C29 -1.1(4) . . . . ? Ir1 N5 C30 C29 -179.9(3) . . . . ? N4 N5 C30 C31 -177.1(3) . . . . ? Ir1 N5 C30 C31 4.2(6) . . . . ? C28 C29 C30 N5 0.0(4) . . . . ? C32 C29 C30 N5 172.1(3) . . . . ? C28 C29 C30 C31 175.3(4) . . . . ? C32 C29 C30 C31 -12.5(6) . . . . ? C30 C29 C32 O2 -16.8(6) . . . . ? C28 C29 C32 O2 153.6(4) . . . . ? C30 C29 C32 C33 163.2(4) . . . . ? C28 C29 C32 C33 -26.4(6) . . . . ? O2 C32 C33 C38 152.2(4) . . . . ? C29 C32 C33 C38 -27.8(6) . . . . ? O2 C32 C33 C34 -21.7(6) . . . . ? C29 C32 C33 C34 158.3(4) . . . . ? C38 C33 C34 C35 -0.7(6) . . . . ? C32 C33 C34 C35 173.5(4) . . . . ? C33 C34 C35 C36 1.4(7) . . . . ? C34 C35 C36 C37 -1.3(7) . . . . ? C34 C35 C36 F5 179.3(4) . . . . ? C35 C36 C37 C38 0.3(7) . . . . ? F5 C36 C37 C38 179.7(3) . . . . ? C34 C33 C38 C37 -0.3(6) . . . . ? C32 C33 C38 C37 -174.2(4) . . . . ? C36 C37 C38 C33 0.5(6) . . . . ? Cl1' C39' Cl2' Cl2' 63(3) . . . 3_656 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.90 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.907 _refine_diff_density_min -1.130 _refine_diff_density_rms 0.131 # Attachment '- crystal data for 4a,4b,4d.cif' data_shelxl1 _database_code_depnum_ccdc_archive 'CCDC 827105' #TrackingRef '- crystal data for 4a,4b,4d.cif' #TrackingRef '- crystal data for 4a,4b,4d.cif' #TrackingRef '- crystal data for 4a,4b,4d.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H31 F7 Ir N5 O4' _chemical_formula_sum 'C37 H31 F7 Ir N5 O4' _chemical_formula_weight 934.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' 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 16.912(2) _cell_length_b 22.958(3) _cell_length_c 19.037(2) _cell_angle_alpha 90.00 _cell_angle_beta 107.182(3) _cell_angle_gamma 90.00 _cell_volume 7061.5(14) _cell_formula_units_Z 8 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 28203 _cell_measurement_theta_min 1.40 _cell_measurement_theta_max 33.40 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.759 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3680 _exptl_absorpt_coefficient_mu 3.867 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4833 _exptl_absorpt_correction_T_max 0.6136 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.222 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 103513 _diffrn_reflns_av_R_equivalents 0.0620 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 33.19 _reflns_number_total 26867 _reflns_number_gt 23639 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r2 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r2' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r2' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 4.0' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2009)' _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^)+(0.0089P)^2^+22.3172P] 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 26867 _refine_ls_number_parameters 1087 _refine_ls_number_restraints 168 _refine_ls_R_factor_all 0.0726 _refine_ls_R_factor_gt 0.0602 _refine_ls_wR_factor_ref 0.0998 _refine_ls_wR_factor_gt 0.0960 _refine_ls_goodness_of_fit_ref 1.206 _refine_ls_restrained_S_all 1.209 _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 0.370855(10) 0.080193(7) 0.283498(9) 0.01939(4) Uani 1 1 d . . . Ir2 Ir 0.387417(9) 0.252443(7) 0.809526(9) 0.01949(4) Uani 1 1 d . . . F1 F 0.4129(2) -0.09747(13) 0.12231(17) 0.0445(8) Uani 1 1 d . . . F2 F 0.47498(18) 0.08442(13) 0.04027(15) 0.0378(7) Uani 1 1 d . . . F3 F 0.64263(16) 0.20719(12) 0.36694(16) 0.0330(6) Uani 1 1 d . . . F4 F 0.67595(18) 0.01618(13) 0.45619(18) 0.0428(7) Uani 1 1 d . . . F5 F 0.1311(3) 0.14124(17) 0.5349(2) 0.0696(12) Uani 1 1 d . . . F6 F 0.1531(2) 0.04814(14) 0.53404(18) 0.0451(8) Uani 1 1 d . . . F7 F 0.2035(2) 0.09756(15) 0.63344(18) 0.0540(9) Uani 1 1 d . . . F8 F 0.13554(18) 0.39231(13) 0.68964(19) 0.0463(8) Uani 1 1 d . . . F9 F 0.07233(16) 0.19417(14) 0.65386(18) 0.0422(8) Uani 1 1 d . . . F10 F 0.2959(2) 0.10780(15) 0.9868(2) 0.0555(10) Uani 1 1 d . . . F11 F 0.2940(2) 0.30417(16) 1.05085(17) 0.0531(9) Uani 1 1 d . . . F12 F 0.60955(19) 0.31462(13) 0.54370(17) 0.0407(7) Uani 1 1 d . . . F13 F 0.60170(19) 0.22055(13) 0.54273(17) 0.0393(7) Uani 1 1 d . . . F14 F 0.5395(2) 0.26959(15) 0.44562(16) 0.0458(8) Uani 1 1 d . . . O1 O 0.1201(2) 0.0944(2) 0.3933(2) 0.0511(11) Uani 1 1 d . . . O2 O 0.3303(3) 0.1211(2) 0.5913(2) 0.0603(13) Uani 1 1 d . . . O3 O 0.63389(18) 0.26987(14) 0.68970(18) 0.0283(7) Uani 1 1 d . . . O4 O 0.4134(2) 0.27501(19) 0.49305(17) 0.0415(9) Uani 1 1 d . . . N1 N 0.3649(2) -0.00722(15) 0.30289(19) 0.0230(7) Uani 1 1 d . . . N2 N 0.3874(2) 0.16625(15) 0.26394(19) 0.0203(7) Uani 1 1 d . . . N3 N 0.2406(2) 0.07904(16) 0.2264(2) 0.0262(7) Uani 1 1 d . . . N4 N 0.2290(2) 0.09809(17) 0.3420(2) 0.0273(8) Uani 1 1 d . . . N5 N 0.3157(2) 0.10488(15) 0.3660(2) 0.0242(7) Uani 1 1 d . . . N6 N 0.3797(2) 0.34099(15) 0.81658(19) 0.0205(7) Uani 1 1 d . . . N7 N 0.3824(2) 0.16293(17) 0.8071(2) 0.0291(8) Uani 1 1 d . . . N8 N 0.5190(2) 0.24645(16) 0.86088(19) 0.0225(7) Uani 1 1 d . . . N9 N 0.5267(2) 0.26329(16) 0.74321(18) 0.0215(7) Uani 1 1 d . . . N10 N 0.4394(2) 0.26258(16) 0.72031(19) 0.0233(7) Uani 1 1 d . . . C1 C 0.3482(3) -0.0300(2) 0.3624(3) 0.0290(9) Uani 1 1 d . . . H1 H 0.3367 -0.0043 0.3972 0.035 Uiso 1 1 calc R . . C2 C 0.3470(3) -0.0894(2) 0.3748(3) 0.0366(11) Uani 1 1 d . . . H2 H 0.3359 -0.1040 0.4176 0.044 Uiso 1 1 calc R . . C3 C 0.3622(3) -0.1267(2) 0.3239(3) 0.0358(11) Uani 1 1 d . . . H3 H 0.3611 -0.1676 0.3309 0.043 Uiso 1 1 calc R . . C4 C 0.3795(3) -0.1045(2) 0.2618(3) 0.0320(10) Uani 1 1 d . . . H4 H 0.3902 -0.1300 0.2264 0.038 Uiso 1 1 calc R . . C5 C 0.3807(3) -0.04374(19) 0.2520(2) 0.0247(8) Uani 1 1 d . . . C6 C 0.4012(3) -0.01296(19) 0.1919(2) 0.0237(8) Uani 1 1 d . . . C7 C 0.4056(3) 0.04876(18) 0.1990(2) 0.0217(8) Uani 1 1 d . . . C8 C 0.4309(3) 0.0811(2) 0.1468(2) 0.0246(8) Uani 1 1 d . . . H8 H 0.4357 0.1222 0.1510 0.030 Uiso 1 1 calc R . . C9 C 0.4486(3) 0.0524(2) 0.0893(2) 0.0276(9) Uani 1 1 d . . . C10 C 0.4420(3) -0.0073(2) 0.0796(3) 0.0331(10) Uani 1 1 d . . . H10 H 0.4535 -0.0258 0.0391 0.040 Uiso 1 1 calc R . . C11 C 0.4181(3) -0.0385(2) 0.1313(3) 0.0315(10) Uani 1 1 d . . . C12 C 0.3255(3) 0.20228(19) 0.2282(2) 0.0243(8) Uani 1 1 d . . . H12 H 0.2708 0.1873 0.2111 0.029 Uiso 1 1 calc R . . C13 C 0.3388(3) 0.26005(19) 0.2155(2) 0.0283(9) Uani 1 1 d . . . H13 H 0.2942 0.2845 0.1901 0.034 Uiso 1 1 calc R . . C14 C 0.4188(3) 0.2818(2) 0.2406(3) 0.0305(10) Uani 1 1 d . . . H14 H 0.4296 0.3213 0.2315 0.037 Uiso 1 1 calc R . . C15 C 0.4830(3) 0.24566(19) 0.2790(3) 0.0271(9) Uani 1 1 d . . . H15 H 0.5378 0.2604 0.2969 0.032 Uiso 1 1 calc R . . C16 C 0.4664(2) 0.18744(18) 0.2913(2) 0.0210(8) Uani 1 1 d . . . C17 C 0.5254(2) 0.14384(18) 0.3330(2) 0.0211(8) Uani 1 1 d . . . C18 C 0.4923(2) 0.08769(18) 0.3380(2) 0.0215(8) Uani 1 1 d . . . C19 C 0.5448(3) 0.04433(19) 0.3791(2) 0.0258(9) Uani 1 1 d . . . H19 H 0.5244 0.0062 0.3824 0.031 Uiso 1 1 calc R . . C20 C 0.6264(3) 0.0579(2) 0.4147(2) 0.0272(9) Uani 1 1 d . . . C21 C 0.6608(3) 0.1121(2) 0.4112(3) 0.0291(9) Uani 1 1 d . . . H21 H 0.7173 0.1201 0.4358 0.035 Uiso 1 1 calc R . . C22 C 0.6090(3) 0.15372(19) 0.3703(2) 0.0247(8) Uani 1 1 d . . . C23 C 0.2066(3) 0.0692(2) 0.1532(3) 0.0329(10) Uani 1 1 d . . . H23 H 0.2423 0.0626 0.1238 0.039 Uiso 1 1 calc R . . C24 C 0.1225(3) 0.0685(2) 0.1202(3) 0.0393(12) Uani 1 1 d . . . H24 H 0.1008 0.0614 0.0689 0.047 Uiso 1 1 calc R . . C25 C 0.0701(3) 0.0783(2) 0.1626(3) 0.0394(12) Uani 1 1 d . . . H25 H 0.0118 0.0783 0.1406 0.047 Uiso 1 1 calc R . . C26 C 0.1031(3) 0.0880(2) 0.2370(3) 0.0340(11) Uani 1 1 d . . . H26 H 0.0680 0.0944 0.2671 0.041 Uiso 1 1 calc R . . C27 C 0.1892(3) 0.08834(19) 0.2676(3) 0.0283(9) Uani 1 1 d . . . C28 C 0.1954(3) 0.1005(2) 0.4014(3) 0.0323(10) Uani 1 1 d . . . C29 C 0.2654(3) 0.10964(19) 0.4636(3) 0.0285(9) Uani 1 1 d . . . C30 C 0.3364(3) 0.11223(19) 0.4384(2) 0.0261(9) Uani 1 1 d . . . C31 C 0.4243(3) 0.1200(2) 0.4826(3) 0.0370(12) Uani 1 1 d . . . H31A H 0.4442 0.0843 0.5105 0.055 Uiso 1 1 calc R . . H31B H 0.4287 0.1526 0.5167 0.055 Uiso 1 1 calc R . . H31C H 0.4579 0.1281 0.4497 0.055 Uiso 1 1 calc R . . C32 C 0.2688(4) 0.1115(2) 0.5404(3) 0.0376(12) Uani 1 1 d . . . C33 C 0.1878(4) 0.0997(2) 0.5599(3) 0.0435(14) Uani 1 1 d . . . C34 C 0.4426(3) 0.3751(2) 0.8545(2) 0.0257(9) Uani 1 1 d . . . H34 H 0.4947 0.3575 0.8777 0.031 Uiso 1 1 calc R . . C35 C 0.4345(3) 0.4346(2) 0.8609(3) 0.0387(12) Uani 1 1 d . . . H35 H 0.4803 0.4575 0.8876 0.046 Uiso 1 1 calc R . . C36 C 0.3589(4) 0.4600(2) 0.8280(3) 0.0434(13) Uani 1 1 d . . . H36 H 0.3515 0.5008 0.8322 0.052 Uiso 1 1 calc R . . C37 C 0.2939(3) 0.4255(2) 0.7886(3) 0.0362(11) Uani 1 1 d . . . H37 H 0.2417 0.4428 0.7652 0.043 Uiso 1 1 calc R . . C38 C 0.3039(3) 0.36555(19) 0.7828(2) 0.0245(8) Uani 1 1 d . . . C39 C 0.2415(3) 0.32302(19) 0.7453(2) 0.0238(8) Uani 1 1 d . . . C40 C 0.2671(2) 0.26387(19) 0.7556(2) 0.0218(8) Uani 1 1 d . . . C41 C 0.2074(3) 0.2202(2) 0.7245(3) 0.0266(9) Uani 1 1 d . . . H41 H 0.2215 0.1801 0.7317 0.032 Uiso 1 1 calc R . . C42 C 0.1287(3) 0.2368(2) 0.6834(3) 0.0309(10) Uani 1 1 d . . . C43 C 0.1035(3) 0.2937(2) 0.6695(3) 0.0338(11) Uani 1 1 d . . . H43 H 0.0497 0.3036 0.6390 0.041 Uiso 1 1 calc R . . C44 C 0.1608(3) 0.3356(2) 0.7023(3) 0.0294(9) Uani 1 1 d . . . C45 C 0.3986(3) 0.1305(2) 0.7546(3) 0.0374(12) Uani 1 1 d . . . H45 H 0.4137 0.1494 0.7161 0.045 Uiso 1 1 calc R . . C46 C 0.3939(3) 0.0703(3) 0.7545(4) 0.0514(17) Uani 1 1 d . . . H46 H 0.4055 0.0480 0.7166 0.062 Uiso 1 1 calc R . . C47 C 0.3721(4) 0.0433(3) 0.8109(4) 0.0535(18) Uani 1 1 d . . . H47 H 0.3696 0.0020 0.8124 0.064 Uiso 1 1 calc R . . C48 C 0.3540(3) 0.0757(2) 0.8645(3) 0.0435(13) Uani 1 1 d . . . H48 H 0.3387 0.0570 0.9031 0.052 Uiso 1 1 calc R . . C49 C 0.3582(3) 0.1370(2) 0.8624(3) 0.0319(10) Uani 1 1 d . . . C50 C 0.3402(3) 0.1783(2) 0.9141(3) 0.0311(10) Uani 1 1 d . . . C51 C 0.3524(2) 0.23760(19) 0.8999(2) 0.0238(8) Uani 1 1 d . . . C52 C 0.3378(3) 0.2795(2) 0.9479(2) 0.0279(9) Uani 1 1 d . . . H52 H 0.3468 0.3196 0.9403 0.033 Uiso 1 1 calc R . . C53 C 0.3105(3) 0.2627(3) 1.0060(3) 0.0371(12) Uani 1 1 d . . . C54 C 0.2961(3) 0.2058(3) 1.0206(3) 0.0430(13) Uani 1 1 d . . . H54 H 0.2766 0.1955 1.0609 0.052 Uiso 1 1 calc R . . C55 C 0.3116(3) 0.1644(2) 0.9737(3) 0.0402(13) Uani 1 1 d . . . C56 C 0.5550(3) 0.2351(2) 0.9334(2) 0.0271(9) Uani 1 1 d . . . H56 H 0.5207 0.2302 0.9645 0.033 Uiso 1 1 calc R . . C57 C 0.6400(3) 0.2306(2) 0.9635(2) 0.0307(10) Uani 1 1 d . . . H57 H 0.6636 0.2221 1.0142 0.037 Uiso 1 1 calc R . . C58 C 0.6902(3) 0.2386(2) 0.9181(2) 0.0305(10) Uani 1 1 d . . . H58 H 0.7487 0.2359 0.9377 0.037 Uiso 1 1 calc R . . C59 C 0.6547(2) 0.2504(2) 0.8444(2) 0.0258(9) Uani 1 1 d . . . H59 H 0.6882 0.2563 0.8128 0.031 Uiso 1 1 calc R . . C60 C 0.5684(2) 0.25352(18) 0.8172(2) 0.0209(7) Uani 1 1 d . . . C61 C 0.5590(2) 0.26854(18) 0.6823(2) 0.0216(8) Uani 1 1 d . . . C62 C 0.4861(3) 0.27069(19) 0.6200(2) 0.0229(8) Uani 1 1 d . . . C63 C 0.4165(3) 0.2674(2) 0.6479(2) 0.0253(9) Uani 1 1 d . . . C64 C 0.3273(3) 0.2681(3) 0.6041(3) 0.0388(13) Uani 1 1 d . . . H64A H 0.3150 0.2339 0.5719 0.058 Uiso 1 1 calc R . . H64B H 0.3155 0.3036 0.5741 0.058 Uiso 1 1 calc R . . H64C H 0.2929 0.2674 0.6374 0.058 Uiso 1 1 calc R . . C65 C 0.4788(3) 0.2730(2) 0.5431(3) 0.0276(9) Uani 1 1 d . . . C66 C 0.5589(3) 0.2695(2) 0.5189(3) 0.0306(10) Uani 1 1 d . . . O5 O 0.1062(8) 0.9737(4) 0.3465(6) 0.080(4) Uani 0.555(16) 1 d PDU A 1 H5A H 0.0980 0.9564 0.3061 0.120 Uiso 0.555(16) 1 calc PR A 1 C67 C 0.1264(7) 0.9312(5) 0.4061(7) 0.056(4) Uani 0.555(16) 1 d PDU A 1 H67A H 0.1720 0.9460 0.4479 0.067 Uiso 0.555(16) 1 calc PR A 1 H67B H 0.1446 0.8942 0.3890 0.067 Uiso 0.555(16) 1 calc PR A 1 C68 C 0.0488(7) 0.9207(6) 0.4307(7) 0.048(3) Uani 0.555(16) 1 d PDU A 1 H68A H 0.0616 0.8925 0.4712 0.072 Uiso 0.555(16) 1 calc PR A 1 H68B H 0.0044 0.9052 0.3893 0.072 Uiso 0.555(16) 1 calc PR A 1 H68C H 0.0310 0.9575 0.4471 0.072 Uiso 0.555(16) 1 calc PR A 1 O6 O 0.0823(5) 0.9295(4) 0.2216(5) 0.076(3) Uani 0.570(9) 1 d PDU B 1 H6A H 0.0946 0.9438 0.2641 0.114 Uiso 0.570(9) 1 calc PR B 1 C69 C 0.1557(5) 0.9183(4) 0.2023(6) 0.050(3) Uani 0.570(9) 1 d PDU B 1 H69A H 0.1925 0.8932 0.2404 0.060 Uiso 0.570(9) 1 calc PR B 1 H69B H 0.1849 0.9556 0.2017 0.060 Uiso 0.570(9) 1 calc PR B 1 C70 C 0.1399(13) 0.8889(8) 0.1278(8) 0.092(5) Uani 0.570(9) 1 d PDU B 1 H70A H 0.1928 0.8818 0.1180 0.138 Uiso 0.570(9) 1 calc PR B 1 H70B H 0.1053 0.9142 0.0894 0.138 Uiso 0.570(9) 1 calc PR B 1 H70C H 0.1114 0.8518 0.1281 0.138 Uiso 0.570(9) 1 calc PR B 1 O7 O 0.8750(7) 0.0398(7) 0.0424(8) 0.191(6) Uani 0.793(13) 1 d PDU C 1 H7A H 0.8949 0.0496 0.0867 0.286 Uiso 0.793(13) 1 calc PR C 1 C71 C 0.7872(8) 0.0485(9) 0.0200(7) 0.144(7) Uani 0.793(13) 1 d PDU C 1 H71A H 0.7601 0.0123 -0.0032 0.173 Uiso 0.793(13) 1 calc PR C 1 H71B H 0.7734 0.0796 -0.0177 0.173 Uiso 0.793(13) 1 calc PR C 1 C72 C 0.7522(7) 0.0648(6) 0.0806(7) 0.106(5) Uani 0.793(13) 1 d PDU C 1 H72A H 0.6919 0.0681 0.0611 0.159 Uiso 0.793(13) 1 calc PR C 1 H72B H 0.7754 0.1022 0.1016 0.159 Uiso 0.793(13) 1 calc PR C 1 H72C H 0.7663 0.0348 0.1188 0.159 Uiso 0.793(13) 1 calc PR C 1 C74 C 0.8847(14) 0.8953(9) 0.1792(11) 0.085(6) Uani 0.479(9) 1 d PDU D 1 H74A H 0.8640 0.8558 0.1824 0.128 Uiso 0.479(9) 1 calc PR D 1 H74B H 0.8426 0.9237 0.1820 0.128 Uiso 0.479(9) 1 calc PR D 1 H74C H 0.9352 0.9017 0.2199 0.128 Uiso 0.479(9) 1 calc PR D 1 C73 C 0.9042(15) 0.9025(7) 0.1059(10) 0.118(8) Uani 0.479(9) 1 d PDU D 1 H73A H 0.9473 0.8742 0.1032 0.141 Uiso 0.479(9) 1 calc PR D 1 H73B H 0.8538 0.8945 0.0647 0.141 Uiso 0.479(9) 1 calc PR D 1 O8 O 0.9325(7) 0.9606(5) 0.0994(7) 0.087(4) Uani 0.479(9) 1 d PDU D 1 H8A H 0.9397 0.9783 0.1395 0.130 Uiso 0.479(9) 1 calc PR D 1 O5' O 0.107(3) 0.9315(19) 0.3080(14) 0.35(3) Uani 0.445(16) 1 d PDU A 2 H5'A H 0.0601 0.9428 0.2818 0.531 Uiso 0.445(16) 1 calc PR A 2 C67' C 0.1234(15) 0.9560(11) 0.3816(14) 0.085(7) Uani 0.445(16) 1 d PDU A 2 H67C H 0.1085 0.9979 0.3783 0.102 Uiso 0.445(16) 1 calc PR A 2 H67D H 0.1831 0.9525 0.4083 0.102 Uiso 0.445(16) 1 calc PR A 2 C68' C 0.072(2) 0.9226(18) 0.4234(18) 0.171(17) Uani 0.445(16) 1 d PDU A 2 H68D H 0.0893 0.9342 0.4753 0.257 Uiso 0.445(16) 1 calc PR A 2 H68E H 0.0801 0.8806 0.4196 0.257 Uiso 0.445(16) 1 calc PR A 2 H68F H 0.0129 0.9319 0.4018 0.257 Uiso 0.445(16) 1 calc PR A 2 O6' O 0.0515(10) 0.9205(8) 0.0561(9) 0.121(7) Uani 0.430(9) 1 d PDU B 2 H6'A H 0.0095 0.9369 0.0620 0.182 Uiso 0.430(9) 1 calc PR B 2 C69' C 0.0943(16) 0.8894(14) 0.1221(14) 0.129(12) Uani 0.430(9) 1 d PDU B 2 H69C H 0.0874 0.8470 0.1130 0.155 Uiso 0.430(9) 1 calc PR B 2 H69D H 0.0697 0.8995 0.1617 0.155 Uiso 0.430(9) 1 calc PR B 2 C70' C 0.1863(15) 0.904(2) 0.147(2) 0.30(4) Uani 0.430(9) 1 d PDU B 2 H70D H 0.2162 0.8756 0.1831 0.455 Uiso 0.430(9) 1 calc PR B 2 H70E H 0.1941 0.9432 0.1690 0.455 Uiso 0.430(9) 1 calc PR B 2 H70F H 0.2076 0.9037 0.1042 0.455 Uiso 0.430(9) 1 calc PR B 2 O7' O 0.862(2) 0.072(2) 0.1302(14) 0.16(2) Uani 0.207(13) 1 d PDU C 2 H7'A H 0.8789 0.0387 0.1472 0.247 Uiso 0.207(13) 1 calc PR C 2 C71' C 0.8549(14) 0.0735(12) 0.0521(14) 0.045(7) Uani 0.207(13) 1 d PDU C 2 H71C H 0.8764 0.0368 0.0372 0.054 Uiso 0.207(13) 1 calc PR C 2 H71D H 0.8878 0.1063 0.0419 0.054 Uiso 0.207(13) 1 calc PR C 2 C72' C 0.7627(18) 0.081(3) 0.009(2) 0.12(2) Uani 0.207(13) 1 d PDU C 2 H72D H 0.7577 0.0898 -0.0429 0.180 Uiso 0.207(13) 1 calc PR C 2 H72E H 0.7394 0.1137 0.0297 0.180 Uiso 0.207(13) 1 calc PR C 2 H72F H 0.7324 0.0455 0.0117 0.180 Uiso 0.207(13) 1 calc PR C 2 O8' O 0.9337(7) 0.9700(4) 0.1966(7) 0.093(4) Uani 0.521(9) 1 d PDU D 2 H8'A H 0.9373 0.9696 0.1536 0.139 Uiso 0.521(9) 1 calc PR D 2 C73' C 0.8837(10) 0.9222(6) 0.2063(9) 0.081(5) Uani 0.521(9) 1 d PDU D 2 H73C H 0.8270 0.9361 0.2017 0.097 Uiso 0.521(9) 1 calc PR D 2 H73D H 0.9071 0.9055 0.2561 0.097 Uiso 0.521(9) 1 calc PR D 2 C74' C 0.8804(9) 0.8750(5) 0.1485(8) 0.058(4) Uani 0.521(9) 1 d PDU D 2 H74D H 0.8467 0.8423 0.1561 0.087 Uiso 0.521(9) 1 calc PR D 2 H74E H 0.9366 0.8614 0.1531 0.087 Uiso 0.521(9) 1 calc PR D 2 H74F H 0.8558 0.8913 0.0992 0.087 Uiso 0.521(9) 1 calc PR D 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 0.01939(7) 0.01752(7) 0.02257(7) -0.00019(6) 0.00821(5) 0.00053(5) Ir2 0.01448(6) 0.02109(8) 0.02186(7) -0.00315(6) 0.00376(5) 0.00109(5) F1 0.062(2) 0.0276(16) 0.0472(18) -0.0144(13) 0.0208(16) 0.0016(14) F2 0.0410(16) 0.0488(18) 0.0301(14) 0.0004(13) 0.0209(13) 0.0009(14) F3 0.0230(13) 0.0315(15) 0.0444(16) 0.0015(12) 0.0099(12) -0.0055(11) F4 0.0349(16) 0.0336(17) 0.0508(19) 0.0070(14) -0.0012(14) 0.0115(13) F5 0.092(3) 0.061(2) 0.083(3) 0.025(2) 0.067(3) 0.039(2) F6 0.0484(19) 0.0456(19) 0.0490(19) 0.0019(15) 0.0262(16) -0.0086(15) F7 0.083(3) 0.049(2) 0.048(2) -0.0047(15) 0.0480(19) -0.0104(18) F8 0.0314(16) 0.0333(17) 0.065(2) 0.0064(15) -0.0007(15) 0.0135(13) F9 0.0187(13) 0.0465(19) 0.056(2) -0.0165(15) 0.0022(13) -0.0046(12) F10 0.048(2) 0.053(2) 0.060(2) 0.0308(17) 0.0071(17) -0.0120(16) F11 0.060(2) 0.075(3) 0.0350(17) 0.0054(16) 0.0298(16) 0.0164(19) F12 0.0428(17) 0.0390(17) 0.0459(18) -0.0014(14) 0.0215(15) -0.0108(14) F13 0.0403(17) 0.0351(17) 0.0456(18) -0.0003(13) 0.0172(14) 0.0116(13) F14 0.0489(19) 0.066(2) 0.0280(15) 0.0041(14) 0.0191(14) 0.0092(16) O1 0.0307(19) 0.080(3) 0.052(2) 0.018(2) 0.0276(18) 0.016(2) O2 0.080(3) 0.069(3) 0.044(2) -0.023(2) 0.038(2) -0.036(3) O3 0.0157(13) 0.0328(18) 0.0358(17) -0.0016(14) 0.0066(12) -0.0015(12) O4 0.0285(18) 0.077(3) 0.0168(15) 0.0040(16) 0.0026(13) 0.0080(18) N1 0.0244(17) 0.0185(17) 0.0245(17) 0.0010(13) 0.0049(14) -0.0005(13) N2 0.0203(16) 0.0201(17) 0.0231(16) 0.0003(13) 0.0105(13) 0.0012(13) N3 0.0209(17) 0.0228(18) 0.035(2) 0.0025(15) 0.0089(15) 0.0000(14) N4 0.0230(18) 0.031(2) 0.0301(19) 0.0070(15) 0.0114(15) 0.0046(15) N5 0.0234(17) 0.0196(17) 0.0314(19) 0.0012(14) 0.0111(15) 0.0022(13) N6 0.0165(15) 0.0227(17) 0.0235(16) -0.0028(13) 0.0079(13) -0.0004(13) N7 0.0197(17) 0.0236(19) 0.038(2) -0.0046(16) -0.0013(15) 0.0022(14) N8 0.0170(15) 0.0243(18) 0.0248(17) -0.0043(14) 0.0038(13) 0.0015(13) N9 0.0146(15) 0.0301(19) 0.0182(15) -0.0031(13) 0.0023(12) 0.0015(13) N10 0.0127(14) 0.033(2) 0.0206(16) -0.0076(14) -0.0005(12) 0.0023(13) C1 0.033(2) 0.024(2) 0.032(2) 0.0030(18) 0.0128(19) 0.0005(18) C2 0.044(3) 0.025(2) 0.040(3) 0.009(2) 0.010(2) -0.001(2) C3 0.037(3) 0.021(2) 0.053(3) 0.004(2) 0.018(2) -0.0003(19) C4 0.035(3) 0.019(2) 0.040(3) -0.0042(19) 0.010(2) 0.0022(18) C5 0.0208(19) 0.023(2) 0.029(2) -0.0055(17) 0.0048(16) 0.0004(16) C6 0.0186(18) 0.024(2) 0.027(2) -0.0032(16) 0.0041(16) 0.0014(15) C7 0.0209(19) 0.0198(19) 0.0236(19) -0.0017(15) 0.0052(15) 0.0007(15) C8 0.0222(19) 0.029(2) 0.0241(19) -0.0001(17) 0.0094(16) 0.0022(17) C9 0.023(2) 0.037(3) 0.023(2) 0.0006(18) 0.0076(17) 0.0025(18) C10 0.032(2) 0.040(3) 0.028(2) -0.008(2) 0.0093(19) 0.006(2) C11 0.030(2) 0.026(2) 0.037(3) -0.0076(19) 0.007(2) 0.0057(18) C12 0.0219(19) 0.025(2) 0.028(2) -0.0003(16) 0.0103(17) 0.0044(16) C13 0.035(2) 0.022(2) 0.029(2) 0.0033(17) 0.0105(19) 0.0083(18) C14 0.039(3) 0.019(2) 0.036(2) 0.0058(18) 0.015(2) 0.0013(18) C15 0.029(2) 0.020(2) 0.034(2) -0.0005(17) 0.0134(18) -0.0049(17) C16 0.0205(18) 0.025(2) 0.0205(18) -0.0018(15) 0.0101(15) 0.0003(15) C17 0.0199(18) 0.024(2) 0.0214(18) -0.0023(15) 0.0097(15) 0.0003(15) C18 0.0208(18) 0.023(2) 0.0232(18) -0.0004(15) 0.0095(15) 0.0012(15) C19 0.026(2) 0.021(2) 0.031(2) -0.0004(17) 0.0089(18) 0.0041(16) C20 0.028(2) 0.027(2) 0.027(2) 0.0005(17) 0.0066(17) 0.0085(17) C21 0.022(2) 0.034(2) 0.032(2) -0.0040(19) 0.0080(18) 0.0012(18) C22 0.023(2) 0.026(2) 0.028(2) -0.0034(17) 0.0113(17) -0.0014(16) C23 0.028(2) 0.036(3) 0.031(2) -0.001(2) 0.0023(19) -0.0031(19) C24 0.033(3) 0.037(3) 0.039(3) 0.004(2) -0.003(2) -0.007(2) C25 0.028(2) 0.033(3) 0.050(3) 0.010(2) 0.002(2) -0.004(2) C26 0.023(2) 0.029(2) 0.052(3) 0.011(2) 0.015(2) 0.0018(18) C27 0.025(2) 0.019(2) 0.042(3) 0.0069(18) 0.0114(19) -0.0001(16) C28 0.035(2) 0.029(2) 0.041(3) 0.012(2) 0.023(2) 0.0117(19) C29 0.037(2) 0.023(2) 0.033(2) 0.0024(17) 0.022(2) 0.0028(18) C30 0.033(2) 0.019(2) 0.032(2) -0.0001(16) 0.0177(19) -0.0005(17) C31 0.039(3) 0.046(3) 0.029(2) -0.011(2) 0.016(2) -0.011(2) C32 0.056(3) 0.028(3) 0.040(3) -0.007(2) 0.031(3) -0.005(2) C33 0.069(4) 0.032(3) 0.043(3) 0.003(2) 0.038(3) 0.007(3) C34 0.0198(19) 0.029(2) 0.029(2) -0.0068(17) 0.0082(17) -0.0052(16) C35 0.036(3) 0.030(3) 0.050(3) -0.012(2) 0.013(2) -0.009(2) C36 0.050(3) 0.022(2) 0.060(4) -0.008(2) 0.020(3) -0.001(2) C37 0.033(3) 0.028(3) 0.045(3) 0.001(2) 0.007(2) 0.007(2) C38 0.0199(19) 0.025(2) 0.029(2) 0.0022(17) 0.0081(16) 0.0008(16) C39 0.0181(18) 0.028(2) 0.026(2) -0.0012(16) 0.0067(16) 0.0015(16) C40 0.0170(17) 0.025(2) 0.0242(19) -0.0022(16) 0.0071(15) 0.0014(15) C41 0.0175(19) 0.028(2) 0.033(2) -0.0059(18) 0.0051(17) -0.0004(16) C42 0.0173(19) 0.037(3) 0.037(2) -0.009(2) 0.0055(18) -0.0042(18) C43 0.017(2) 0.050(3) 0.033(2) -0.005(2) 0.0046(18) 0.005(2) C44 0.023(2) 0.030(2) 0.036(2) 0.0004(19) 0.0102(19) 0.0087(18) C45 0.027(2) 0.032(3) 0.046(3) -0.016(2) -0.002(2) 0.0077(19) C46 0.038(3) 0.039(3) 0.061(4) -0.023(3) -0.010(3) 0.014(2) C47 0.043(3) 0.026(3) 0.071(4) -0.005(3) -0.016(3) 0.001(2) C48 0.038(3) 0.026(3) 0.054(3) 0.005(2) -0.006(2) -0.003(2) C49 0.019(2) 0.026(2) 0.043(3) 0.003(2) -0.0031(19) -0.0016(17) C50 0.020(2) 0.034(3) 0.033(2) 0.009(2) -0.0014(17) 0.0002(18) C51 0.0166(17) 0.030(2) 0.0230(19) 0.0061(16) 0.0026(15) 0.0000(16) C52 0.026(2) 0.036(3) 0.022(2) 0.0044(17) 0.0082(17) 0.0063(18) C53 0.034(3) 0.054(3) 0.028(2) 0.009(2) 0.017(2) 0.008(2) C54 0.031(3) 0.066(4) 0.033(3) 0.020(3) 0.011(2) 0.002(3) C55 0.025(2) 0.045(3) 0.045(3) 0.019(2) 0.002(2) -0.006(2) C56 0.0189(19) 0.039(3) 0.023(2) -0.0033(18) 0.0061(16) 0.0007(17) C57 0.021(2) 0.045(3) 0.021(2) -0.0005(19) -0.0012(16) 0.0056(19) C58 0.0175(19) 0.046(3) 0.024(2) -0.0089(19) -0.0005(16) 0.0013(19) C59 0.0172(18) 0.031(2) 0.028(2) -0.0090(18) 0.0045(15) -0.0022(17) C60 0.0176(17) 0.0211(19) 0.0218(18) -0.0046(15) 0.0026(14) 0.0010(15) C61 0.0202(18) 0.0189(19) 0.0249(19) -0.0019(15) 0.0053(15) 0.0018(15) C62 0.0196(18) 0.028(2) 0.0208(18) -0.0020(16) 0.0054(15) 0.0015(16) C63 0.0180(18) 0.036(2) 0.0200(18) -0.0067(17) 0.0026(15) 0.0023(17) C64 0.017(2) 0.075(4) 0.022(2) -0.007(2) 0.0030(16) 0.005(2) C65 0.028(2) 0.028(2) 0.028(2) 0.0000(18) 0.0104(18) 0.0008(18) C66 0.033(2) 0.034(3) 0.028(2) 0.0001(19) 0.0155(19) 0.004(2) O5 0.113(8) 0.066(6) 0.078(7) 0.011(5) 0.055(6) -0.004(5) C67 0.052(6) 0.034(6) 0.084(8) -0.001(5) 0.023(6) 0.001(5) C68 0.050(6) 0.038(5) 0.051(6) 0.010(4) 0.007(5) 0.000(4) O6 0.062(5) 0.051(5) 0.102(7) -0.004(4) 0.003(5) -0.007(4) C69 0.034(5) 0.029(5) 0.082(7) 0.008(5) 0.011(5) 0.000(4) C70 0.087(9) 0.102(9) 0.093(9) 0.017(7) 0.035(7) 0.000(8) O7 0.140(8) 0.240(10) 0.196(9) -0.032(8) 0.056(7) -0.032(7) C71 0.126(10) 0.170(11) 0.132(10) 0.016(8) 0.031(8) -0.006(8) C72 0.122(8) 0.099(8) 0.103(8) -0.017(6) 0.043(7) -0.024(6) C74 0.081(9) 0.100(11) 0.088(10) -0.003(8) 0.043(8) 0.001(8) C73 0.106(11) 0.121(11) 0.121(11) -0.018(9) 0.025(8) 0.004(8) O8 0.077(7) 0.097(8) 0.085(7) 0.002(6) 0.023(6) -0.013(6) O5' 0.36(3) 0.35(3) 0.35(3) 0.001(10) 0.098(12) 0.001(10) C67' 0.083(10) 0.098(12) 0.073(10) -0.005(8) 0.023(8) 0.020(8) C68' 0.174(19) 0.169(19) 0.174(19) 0.006(10) 0.056(11) 0.002(10) O6' 0.121(10) 0.135(10) 0.110(9) -0.011(7) 0.037(7) -0.012(8) C69' 0.130(14) 0.133(14) 0.131(14) 0.012(9) 0.049(10) -0.012(9) C70' 0.30(4) 0.30(4) 0.31(4) 0.003(10) 0.086(14) -0.004(10) O7' 0.16(2) 0.17(2) 0.16(2) 0.006(10) 0.050(11) 0.000(10) C71' 0.034(9) 0.031(9) 0.046(10) 0.016(7) -0.026(7) -0.016(7) C72' 0.12(2) 0.12(2) 0.12(2) -0.010(10) 0.035(11) 0.004(10) O8' 0.083(7) 0.069(6) 0.132(8) 0.005(6) 0.041(6) -0.011(5) C73' 0.076(8) 0.081(9) 0.089(9) -0.013(7) 0.028(7) 0.002(7) C74' 0.051(6) 0.052(7) 0.061(7) 0.001(6) 0.000(6) 0.004(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 C7 2.003(4) . ? Ir1 C18 2.017(4) . ? Ir1 N2 2.045(3) . ? Ir1 N1 2.048(3) . ? Ir1 N5 2.126(4) . ? Ir1 N3 2.149(4) . ? Ir2 C51 2.007(4) . ? Ir2 C40 2.008(4) . ? Ir2 N6 2.044(3) . ? Ir2 N7 2.057(4) . ? Ir2 N10 2.143(4) . ? Ir2 N8 2.155(3) . ? F1 C11 1.364(5) . ? F2 C9 1.361(5) . ? F3 C22 1.362(5) . ? F4 C20 1.362(5) . ? F5 C33 1.337(7) . ? F6 C33 1.347(6) . ? F7 C33 1.347(6) . ? F8 C44 1.370(5) . ? F9 C42 1.366(5) . ? F10 C55 1.365(6) . ? F11 C53 1.363(6) . ? F12 C66 1.339(6) . ? F13 C66 1.340(6) . ? F14 C66 1.336(5) . ? O1 C28 1.245(6) . ? O2 C32 1.214(7) . ? O3 C61 1.232(5) . ? O4 C65 1.229(5) . ? N1 C1 1.352(6) . ? N1 C5 1.365(5) . ? N2 C12 1.351(5) . ? N2 C16 1.371(5) . ? N3 C27 1.348(6) . ? N3 C23 1.361(6) . ? N4 C27 1.395(6) . ? N4 C28 1.409(6) . ? N4 N5 1.410(5) . ? N5 C30 1.329(6) . ? N6 C34 1.346(5) . ? N6 C38 1.374(5) . ? N7 C45 1.338(6) . ? N7 C49 1.374(6) . ? N8 C60 1.349(5) . ? N8 C56 1.360(5) . ? N9 C60 1.395(5) . ? N9 N10 1.410(4) . ? N9 C61 1.426(5) . ? N10 C63 1.323(5) . ? C1 C2 1.383(6) . ? C1 H1 0.9500 . ? C2 C3 1.374(7) . ? C2 H2 0.9500 . ? C3 C4 1.395(7) . ? C3 H3 0.9500 . ? C4 C5 1.407(6) . ? C4 H4 0.9500 . ? C5 C6 1.471(6) . ? C6 C11 1.398(6) . ? C6 C7 1.423(6) . ? C7 C8 1.403(6) . ? C8 C9 1.385(6) . ? C8 H8 0.9500 . ? C9 C10 1.384(7) . ? C10 C11 1.370(7) . ? C10 H10 0.9500 . ? C12 C13 1.378(6) . ? C12 H12 0.9500 . ? C13 C14 1.387(7) . ? C13 H13 0.9500 . ? C14 C15 1.391(6) . ? C14 H14 0.9500 . ? C15 C16 1.399(6) . ? C15 H15 0.9500 . ? C16 C17 1.470(6) . ? C17 C22 1.400(6) . ? C17 C18 1.420(6) . ? C18 C19 1.408(6) . ? C19 C20 1.380(6) . ? C19 H19 0.9500 . ? C20 C21 1.384(7) . ? C21 C22 1.372(6) . ? C21 H21 0.9500 . ? C23 C24 1.374(7) . ? C23 H23 0.9500 . ? C24 C25 1.383(8) . ? C24 H24 0.9500 . ? C25 C26 1.379(8) . ? C25 H25 0.9500 . ? C26 C27 1.400(6) . ? C26 H26 0.9500 . ? C28 C29 1.421(7) . ? C29 C30 1.420(6) . ? C29 C32 1.447(7) . ? C30 C31 1.486(7) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C33 1.546(7) . ? C34 C35 1.382(7) . ? C34 H34 0.9500 . ? C35 C36 1.377(8) . ? C35 H35 0.9500 . ? C36 C37 1.383(7) . ? C36 H36 0.9500 . ? C37 C38 1.395(6) . ? C37 H37 0.9500 . ? C38 C39 1.460(6) . ? C39 C44 1.398(6) . ? C39 C40 1.421(6) . ? C40 C41 1.421(6) . ? C41 C42 1.383(6) . ? C41 H41 0.9500 . ? C42 C43 1.377(7) . ? C43 C44 1.377(7) . ? C43 H43 0.9500 . ? C45 C46 1.384(8) . ? C45 H45 0.9500 . ? C46 C47 1.380(10) . ? C46 H46 0.9500 . ? C47 C48 1.370(9) . ? C47 H47 0.9500 . ? C48 C49 1.409(7) . ? C48 H48 0.9500 . ? C49 C50 1.461(7) . ? C50 C55 1.395(7) . ? C50 C51 1.415(6) . ? C51 C52 1.398(6) . ? C52 C53 1.374(6) . ? C52 H52 0.9500 . ? C53 C54 1.371(8) . ? C54 C55 1.382(8) . ? C54 H54 0.9500 . ? C56 C57 1.385(6) . ? C56 H56 0.9500 . ? C57 C58 1.393(6) . ? C57 H57 0.9500 . ? C58 C59 1.379(6) . ? C58 H58 0.9500 . ? C59 C60 1.400(5) . ? C59 H59 0.9500 . ? C61 C62 1.437(6) . ? C62 C63 1.429(6) . ? C62 C65 1.434(6) . ? C63 C64 1.492(6) . ? C64 H64A 0.9800 . ? C64 H64B 0.9800 . ? C64 H64C 0.9800 . ? C65 C66 1.555(6) . ? O5 C67 1.458(9) . ? O5 H5A 0.8400 . ? C67 C68 1.536(9) . ? C67 H67A 0.9900 . ? C67 H67B 0.9900 . ? C68 H68A 0.9800 . ? C68 H68B 0.9800 . ? C68 H68C 0.9800 . ? O6 C69 1.419(8) . ? O6 H6A 0.8400 . ? C69 C70 1.521(9) . ? C69 H69A 0.9900 . ? C69 H69B 0.9900 . ? C70 H70A 0.9800 . ? C70 H70B 0.9800 . ? C70 H70C 0.9800 . ? O7 C71 1.432(9) . ? O7 H7A 0.8400 . ? C71 C72 1.491(9) . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C72 H72A 0.9800 . ? C72 H72B 0.9800 . ? C72 H72C 0.9800 . ? C74 C73 1.533(10) . ? C74 H74A 0.9800 . ? C74 H74B 0.9800 . ? C74 H74C 0.9800 . ? C73 O8 1.435(10) . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? O8 H8A 0.8400 . ? O5' C67' 1.459(10) . ? O5' H5'A 0.8400 . ? C67' C68' 1.550(10) . ? C67' H67C 0.9900 . ? C67' H67D 0.9900 . ? C68' H68D 0.9800 . ? C68' H68E 0.9800 . ? C68' H68F 0.9800 . ? O6' C69' 1.441(10) . ? O6' H6'A 0.8400 . ? C69' C70' 1.525(10) . ? C69' H69C 0.9900 . ? C69' H69D 0.9900 . ? C70' H70D 0.9800 . ? C70' H70E 0.9800 . ? C70' H70F 0.9800 . ? O7' C71' 1.457(10) . ? O7' H7'A 0.8400 . ? C71' C72' 1.545(10) . ? C71' H71C 0.9900 . ? C71' H71D 0.9900 . ? C72' H72D 0.9800 . ? C72' H72E 0.9800 . ? C72' H72F 0.9800 . ? O8' C73' 1.432(9) . ? O8' H8'A 0.8400 . ? C73' C74' 1.533(9) . ? C73' H73C 0.9900 . ? C73' H73D 0.9900 . ? C74' H74D 0.9800 . ? C74' H74E 0.9800 . ? C74' H74F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 Ir1 C18 86.99(16) . . ? C7 Ir1 N2 96.51(15) . . ? C18 Ir1 N2 80.65(15) . . ? C7 Ir1 N1 80.41(16) . . ? C18 Ir1 N1 95.04(15) . . ? N2 Ir1 N1 174.87(14) . . ? C7 Ir1 N5 170.33(15) . . ? C18 Ir1 N5 101.52(15) . . ? N2 Ir1 N5 89.46(13) . . ? N1 Ir1 N5 94.15(14) . . ? C7 Ir1 N3 95.16(15) . . ? C18 Ir1 N3 175.76(15) . . ? N2 Ir1 N3 95.46(14) . . ? N1 Ir1 N3 88.93(14) . . ? N5 Ir1 N3 76.65(14) . . ? C51 Ir2 C40 87.11(16) . . ? C51 Ir2 N6 94.12(16) . . ? C40 Ir2 N6 80.15(15) . . ? C51 Ir2 N7 80.17(18) . . ? C40 Ir2 N7 95.16(16) . . ? N6 Ir2 N7 172.84(14) . . ? C51 Ir2 N10 172.57(15) . . ? C40 Ir2 N10 99.88(14) . . ? N6 Ir2 N10 89.61(14) . . ? N7 Ir2 N10 96.56(15) . . ? C51 Ir2 N8 97.29(15) . . ? C40 Ir2 N8 174.61(16) . . ? N6 Ir2 N8 96.39(13) . . ? N7 Ir2 N8 88.67(14) . . ? N10 Ir2 N8 75.87(13) . . ? C1 N1 C5 119.3(4) . . ? C1 N1 Ir1 124.4(3) . . ? C5 N1 Ir1 116.3(3) . . ? C12 N2 C16 119.8(4) . . ? C12 N2 Ir1 123.8(3) . . ? C16 N2 Ir1 116.4(3) . . ? C27 N3 C23 118.1(4) . . ? C27 N3 Ir1 116.4(3) . . ? C23 N3 Ir1 125.5(3) . . ? C27 N4 C28 129.3(4) . . ? C27 N4 N5 119.4(3) . . ? C28 N4 N5 111.3(4) . . ? C30 N5 N4 106.3(3) . . ? C30 N5 Ir1 139.6(3) . . ? N4 N5 Ir1 111.8(3) . . ? C34 N6 C38 119.5(4) . . ? C34 N6 Ir2 123.9(3) . . ? C38 N6 Ir2 116.5(3) . . ? C45 N7 C49 120.3(4) . . ? C45 N7 Ir2 123.9(4) . . ? C49 N7 Ir2 115.8(3) . . ? C60 N8 C56 118.4(3) . . ? C60 N8 Ir2 117.2(3) . . ? C56 N8 Ir2 124.4(3) . . ? C60 N9 N10 118.8(3) . . ? C60 N9 C61 129.3(3) . . ? N10 N9 C61 111.6(3) . . ? C63 N10 N9 106.2(3) . . ? C63 N10 Ir2 140.6(3) . . ? N9 N10 Ir2 113.1(2) . . ? N1 C1 C2 122.8(4) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C3 C2 C1 118.6(5) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C2 C3 C4 120.0(4) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C3 C4 C5 119.3(4) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 120.1(4) . . ? N1 C5 C6 113.4(4) . . ? C4 C5 C6 126.5(4) . . ? C11 C6 C7 118.6(4) . . ? C11 C6 C5 126.4(4) . . ? C7 C6 C5 115.0(4) . . ? C8 C7 C6 118.5(4) . . ? C8 C7 Ir1 126.9(3) . . ? C6 C7 Ir1 114.5(3) . . ? C9 C8 C7 119.4(4) . . ? C9 C8 H8 120.3 . . ? C7 C8 H8 120.3 . . ? F2 C9 C10 118.3(4) . . ? F2 C9 C8 118.5(4) . . ? C10 C9 C8 123.2(4) . . ? C11 C10 C9 116.9(4) . . ? C11 C10 H10 121.5 . . ? C9 C10 H10 121.5 . . ? F1 C11 C10 116.8(4) . . ? F1 C11 C6 119.9(4) . . ? C10 C11 C6 123.3(4) . . ? N2 C12 C13 122.3(4) . . ? N2 C12 H12 118.8 . . ? C13 C12 H12 118.8 . . ? C12 C13 C14 118.7(4) . . ? C12 C13 H13 120.7 . . ? C14 C13 H13 120.7 . . ? C13 C14 C15 119.7(4) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C14 C15 C16 119.6(4) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? N2 C16 C15 119.8(4) . . ? N2 C16 C17 113.2(4) . . ? C15 C16 C17 127.1(4) . . ? C22 C17 C18 118.2(4) . . ? C22 C17 C16 125.9(4) . . ? C18 C17 C16 115.9(4) . . ? C19 C18 C17 118.9(4) . . ? C19 C18 Ir1 127.2(3) . . ? C17 C18 Ir1 113.9(3) . . ? C20 C19 C18 119.2(4) . . ? C20 C19 H19 120.4 . . ? C18 C19 H19 120.4 . . ? F4 C20 C19 118.7(4) . . ? F4 C20 C21 117.7(4) . . ? C19 C20 C21 123.6(4) . . ? C22 C21 C20 116.5(4) . . ? C22 C21 H21 121.8 . . ? C20 C21 H21 121.8 . . ? F3 C22 C21 116.6(4) . . ? F3 C22 C17 119.7(4) . . ? C21 C22 C17 123.7(4) . . ? N3 C23 C24 122.6(5) . . ? N3 C23 H23 118.7 . . ? C24 C23 H23 118.7 . . ? C23 C24 C25 119.1(5) . . ? C23 C24 H24 120.5 . . ? C25 C24 H24 120.5 . . ? C26 C25 C24 119.4(5) . . ? C26 C25 H25 120.3 . . ? C24 C25 H25 120.3 . . ? C25 C26 C27 118.9(5) . . ? C25 C26 H26 120.5 . . ? C27 C26 H26 120.5 . . ? N3 C27 N4 114.5(4) . . ? N3 C27 C26 121.9(5) . . ? N4 C27 C26 123.6(4) . . ? O1 C28 N4 122.5(5) . . ? O1 C28 C29 133.6(5) . . ? N4 C28 C29 104.0(4) . . ? C30 C29 C28 107.7(4) . . ? C30 C29 C32 123.7(5) . . ? C28 C29 C32 128.4(4) . . ? N5 C30 C29 110.8(4) . . ? N5 C30 C31 121.0(4) . . ? C29 C30 C31 128.2(4) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O2 C32 C29 125.5(5) . . ? O2 C32 C33 116.9(5) . . ? C29 C32 C33 117.6(5) . . ? F5 C33 F7 107.2(4) . . ? F5 C33 F6 107.9(5) . . ? F7 C33 F6 106.2(4) . . ? F5 C33 C32 112.5(4) . . ? F7 C33 C32 109.9(5) . . ? F6 C33 C32 112.8(4) . . ? N6 C34 C35 122.6(4) . . ? N6 C34 H34 118.7 . . ? C35 C34 H34 118.7 . . ? C36 C35 C34 118.9(5) . . ? C36 C35 H35 120.6 . . ? C34 C35 H35 120.6 . . ? C35 C36 C37 119.1(5) . . ? C35 C36 H36 120.5 . . ? C37 C36 H36 120.5 . . ? C36 C37 C38 120.9(5) . . ? C36 C37 H37 119.6 . . ? C38 C37 H37 119.6 . . ? N6 C38 C37 119.1(4) . . ? N6 C38 C39 113.2(4) . . ? C37 C38 C39 127.7(4) . . ? C44 C39 C40 118.8(4) . . ? C44 C39 C38 126.0(4) . . ? C40 C39 C38 115.2(4) . . ? C39 C40 C41 117.9(4) . . ? C39 C40 Ir2 114.6(3) . . ? C41 C40 Ir2 127.5(3) . . ? C42 C41 C40 119.2(4) . . ? C42 C41 H41 120.4 . . ? C40 C41 H41 120.4 . . ? F9 C42 C43 117.5(4) . . ? F9 C42 C41 118.3(4) . . ? C43 C42 C41 124.2(4) . . ? C42 C43 C44 116.0(4) . . ? C42 C43 H43 122.0 . . ? C44 C43 H43 122.0 . . ? F8 C44 C43 116.3(4) . . ? F8 C44 C39 119.9(4) . . ? C43 C44 C39 123.8(4) . . ? N7 C45 C46 122.2(6) . . ? N7 C45 H45 118.9 . . ? C46 C45 H45 118.9 . . ? C47 C46 C45 118.4(6) . . ? C47 C46 H46 120.8 . . ? C45 C46 H46 120.8 . . ? C48 C47 C46 120.4(5) . . ? C48 C47 H47 119.8 . . ? C46 C47 H47 119.8 . . ? C47 C48 C49 119.8(6) . . ? C47 C48 H48 120.1 . . ? C49 C48 H48 120.1 . . ? N7 C49 C48 118.9(5) . . ? N7 C49 C50 113.8(4) . . ? C48 C49 C50 127.3(5) . . ? C55 C50 C51 118.7(5) . . ? C55 C50 C49 126.1(5) . . ? C51 C50 C49 115.1(4) . . ? C52 C51 C50 118.3(4) . . ? C52 C51 Ir2 126.7(3) . . ? C50 C51 Ir2 115.1(3) . . ? C53 C52 C51 119.9(5) . . ? C53 C52 H52 120.0 . . ? C51 C52 H52 120.0 . . ? F11 C53 C54 117.2(4) . . ? F11 C53 C52 119.2(5) . . ? C54 C53 C52 123.6(5) . . ? C53 C54 C55 116.3(5) . . ? C53 C54 H54 121.8 . . ? C55 C54 H54 121.8 . . ? F10 C55 C54 116.9(5) . . ? F10 C55 C50 119.9(5) . . ? C54 C55 C50 123.1(5) . . ? N8 C56 C57 122.1(4) . . ? N8 C56 H56 118.9 . . ? C57 C56 H56 118.9 . . ? C56 C57 C58 118.9(4) . . ? C56 C57 H57 120.6 . . ? C58 C57 H57 120.6 . . ? C59 C58 C57 119.6(4) . . ? C59 C58 H58 120.2 . . ? C57 C58 H58 120.2 . . ? C58 C59 C60 118.6(4) . . ? C58 C59 H59 120.7 . . ? C60 C59 H59 120.7 . . ? N8 C60 N9 114.9(3) . . ? N8 C60 C59 122.2(4) . . ? N9 C60 C59 122.9(4) . . ? O3 C61 N9 122.5(4) . . ? O3 C61 C62 134.1(4) . . ? N9 C61 C62 103.4(3) . . ? C63 C62 C65 123.3(4) . . ? C63 C62 C61 107.0(4) . . ? C65 C62 C61 129.6(4) . . ? N10 C63 C62 111.8(4) . . ? N10 C63 C64 121.3(4) . . ? C62 C63 C64 126.9(4) . . ? C63 C64 H64A 109.5 . . ? C63 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? C63 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? O4 C65 C62 125.4(4) . . ? O4 C65 C66 115.8(4) . . ? C62 C65 C66 118.7(4) . . ? F14 C66 F12 107.4(4) . . ? F14 C66 F13 107.2(4) . . ? F12 C66 F13 107.7(4) . . ? F14 C66 C65 110.1(4) . . ? F12 C66 C65 112.2(4) . . ? F13 C66 C65 112.0(4) . . ? C67 O5 H5A 109.5 . . ? O5 C67 C68 108.5(7) . . ? O5 C67 H67A 110.0 . . ? C68 C67 H67A 110.0 . . ? O5 C67 H67B 110.0 . . ? C68 C67 H67B 110.0 . . ? H67A C67 H67B 108.4 . . ? C67 C68 H68A 109.5 . . ? C67 C68 H68B 109.5 . . ? H68A C68 H68B 109.5 . . ? C67 C68 H68C 109.5 . . ? H68A C68 H68C 109.5 . . ? H68B C68 H68C 109.5 . . ? C69 O6 H6A 109.5 . . ? O6 C69 C70 113.3(8) . . ? O6 C69 H69A 108.9 . . ? C70 C69 H69A 108.9 . . ? O6 C69 H69B 108.9 . . ? C70 C69 H69B 108.9 . . ? H69A C69 H69B 107.7 . . ? C69 C70 H70A 109.5 . . ? C69 C70 H70B 109.5 . . ? H70A C70 H70B 109.5 . . ? C69 C70 H70C 109.5 . . ? H70A C70 H70C 109.5 . . ? H70B C70 H70C 109.5 . . ? C71 O7 H7A 109.5 . . ? O7 C71 C72 114.7(9) . . ? O7 C71 H71A 108.6 . . ? C72 C71 H71A 108.6 . . ? O7 C71 H71B 108.6 . . ? C72 C71 H71B 108.6 . . ? H71A C71 H71B 107.6 . . ? C71 C72 H72A 109.5 . . ? C71 C72 H72B 109.5 . . ? H72A C72 H72B 109.5 . . ? C71 C72 H72C 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? C73 C74 H74A 109.5 . . ? C73 C74 H74B 109.5 . . ? H74A C74 H74B 109.5 . . ? C73 C74 H74C 109.5 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? O8 C73 C74 110.2(9) . . ? O8 C73 H73A 109.6 . . ? C74 C73 H73A 109.6 . . ? O8 C73 H73B 109.6 . . ? C74 C73 H73B 109.6 . . ? H73A C73 H73B 108.1 . . ? C73 O8 H8A 109.5 . . ? C67' O5' H5'A 109.5 . . ? O5' C67' C68' 108.8(10) . . ? O5' C67' H67C 109.9 . . ? C68' C67' H67C 109.9 . . ? O5' C67' H67D 109.9 . . ? C68' C67' H67D 109.9 . . ? H67C C67' H67D 108.3 . . ? C67' C68' H68D 109.5 . . ? C67' C68' H68E 109.5 . . ? H68D C68' H68E 109.5 . . ? C67' C68' H68F 109.5 . . ? H68D C68' H68F 109.5 . . ? H68E C68' H68F 109.5 . . ? C69' O6' H6'A 109.5 . . ? O6' C69' C70' 111.2(10) . . ? O6' C69' H69C 109.4 . . ? C70' C69' H69C 109.4 . . ? O6' C69' H69D 109.4 . . ? C70' C69' H69D 109.4 . . ? H69C C69' H69D 108.0 . . ? C69' C70' H70D 109.5 . . ? C69' C70' H70E 109.5 . . ? H70D C70' H70E 109.5 . . ? C69' C70' H70F 109.5 . . ? H70D C70' H70F 109.5 . . ? H70E C70' H70F 109.5 . . ? C71' O7' H7'A 109.5 . . ? O7' C71' C72' 108.2(10) . . ? O7' C71' H71C 110.1 . . ? C72' C71' H71C 110.1 . . ? O7' C71' H71D 110.1 . . ? C72' C71' H71D 110.1 . . ? H71C C71' H71D 108.4 . . ? C71' C72' H72D 109.5 . . ? C71' C72' H72E 109.5 . . ? H72D C72' H72E 109.5 . . ? C71' C72' H72F 109.5 . . ? H72D C72' H72F 109.5 . . ? H72E C72' H72F 109.5 . . ? C73' O8' H8'A 109.5 . . ? O8' C73' C74' 110.3(9) . . ? O8' C73' H73C 109.6 . . ? C74' C73' H73C 109.6 . . ? O8' C73' H73D 109.6 . . ? C74' C73' H73D 109.6 . . ? H73C C73' H73D 108.1 . . ? C73' C74' H74D 109.5 . . ? C73' C74' H74E 109.5 . . ? H74D C74' H74E 109.5 . . ? C73' C74' H74F 109.5 . . ? H74D C74' H74F 109.5 . . ? H74E C74' H74F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 Ir1 N1 C1 175.1(4) . . . . ? C18 Ir1 N1 C1 89.0(4) . . . . ? N2 Ir1 N1 C1 121.7(15) . . . . ? N5 Ir1 N1 C1 -12.9(4) . . . . ? N3 Ir1 N1 C1 -89.5(4) . . . . ? C7 Ir1 N1 C5 -3.6(3) . . . . ? C18 Ir1 N1 C5 -89.7(3) . . . . ? N2 Ir1 N1 C5 -57.0(17) . . . . ? N5 Ir1 N1 C5 168.4(3) . . . . ? N3 Ir1 N1 C5 91.8(3) . . . . ? C7 Ir1 N2 C12 98.4(3) . . . . ? C18 Ir1 N2 C12 -175.7(3) . . . . ? N1 Ir1 N2 C12 151.2(14) . . . . ? N5 Ir1 N2 C12 -74.0(3) . . . . ? N3 Ir1 N2 C12 2.6(3) . . . . ? C7 Ir1 N2 C16 -83.5(3) . . . . ? C18 Ir1 N2 C16 2.4(3) . . . . ? N1 Ir1 N2 C16 -30.6(17) . . . . ? N5 Ir1 N2 C16 104.2(3) . . . . ? N3 Ir1 N2 C16 -179.3(3) . . . . ? C7 Ir1 N3 C27 169.3(3) . . . . ? C18 Ir1 N3 C27 -70(2) . . . . ? N2 Ir1 N3 C27 -93.7(3) . . . . ? N1 Ir1 N3 C27 89.0(3) . . . . ? N5 Ir1 N3 C27 -5.5(3) . . . . ? C7 Ir1 N3 C23 -10.1(4) . . . . ? C18 Ir1 N3 C23 110(2) . . . . ? N2 Ir1 N3 C23 87.0(4) . . . . ? N1 Ir1 N3 C23 -90.4(4) . . . . ? N5 Ir1 N3 C23 175.1(4) . . . . ? C27 N4 N5 C30 -178.7(4) . . . . ? C28 N4 N5 C30 -0.8(5) . . . . ? C27 N4 N5 Ir1 -12.4(5) . . . . ? C28 N4 N5 Ir1 165.5(3) . . . . ? C7 Ir1 N5 C30 135.9(9) . . . . ? C18 Ir1 N5 C30 -15.4(5) . . . . ? N2 Ir1 N5 C30 -95.8(5) . . . . ? N1 Ir1 N5 C30 80.6(5) . . . . ? N3 Ir1 N5 C30 168.5(5) . . . . ? C7 Ir1 N5 N4 -23.5(10) . . . . ? C18 Ir1 N5 N4 -174.9(3) . . . . ? N2 Ir1 N5 N4 104.8(3) . . . . ? N1 Ir1 N5 N4 -78.9(3) . . . . ? N3 Ir1 N5 N4 9.0(3) . . . . ? C51 Ir2 N6 C34 89.0(3) . . . . ? C40 Ir2 N6 C34 175.4(4) . . . . ? N7 Ir2 N6 C34 125.9(11) . . . . ? N10 Ir2 N6 C34 -84.5(3) . . . . ? N8 Ir2 N6 C34 -8.8(3) . . . . ? C51 Ir2 N6 C38 -88.0(3) . . . . ? C40 Ir2 N6 C38 -1.6(3) . . . . ? N7 Ir2 N6 C38 -51.1(13) . . . . ? N10 Ir2 N6 C38 98.5(3) . . . . ? N8 Ir2 N6 C38 174.2(3) . . . . ? C51 Ir2 N7 C45 179.0(4) . . . . ? C40 Ir2 N7 C45 92.8(4) . . . . ? N6 Ir2 N7 C45 141.6(11) . . . . ? N10 Ir2 N7 C45 -7.8(4) . . . . ? N8 Ir2 N7 C45 -83.4(4) . . . . ? C51 Ir2 N7 C49 1.1(3) . . . . ? C40 Ir2 N7 C49 -85.1(3) . . . . ? N6 Ir2 N7 C49 -36.3(13) . . . . ? N10 Ir2 N7 C49 174.3(3) . . . . ? N8 Ir2 N7 C49 98.7(3) . . . . ? C51 Ir2 N8 C60 179.3(3) . . . . ? C40 Ir2 N8 C60 -36.0(17) . . . . ? N6 Ir2 N8 C60 -85.7(3) . . . . ? N7 Ir2 N8 C60 99.4(3) . . . . ? N10 Ir2 N8 C60 2.3(3) . . . . ? C51 Ir2 N8 C56 0.5(4) . . . . ? C40 Ir2 N8 C56 145.2(15) . . . . ? N6 Ir2 N8 C56 95.5(4) . . . . ? N7 Ir2 N8 C56 -79.4(4) . . . . ? N10 Ir2 N8 C56 -176.5(4) . . . . ? C60 N9 N10 C63 -174.3(4) . . . . ? C61 N9 N10 C63 -0.3(5) . . . . ? C60 N9 N10 Ir2 4.4(4) . . . . ? C61 N9 N10 Ir2 178.5(3) . . . . ? C51 Ir2 N10 C63 151.1(11) . . . . ? C40 Ir2 N10 C63 -8.7(5) . . . . ? N6 Ir2 N10 C63 -88.7(5) . . . . ? N7 Ir2 N10 C63 87.7(5) . . . . ? N8 Ir2 N10 C63 174.6(5) . . . . ? C51 Ir2 N10 N9 -27.0(14) . . . . ? C40 Ir2 N10 N9 173.2(3) . . . . ? N6 Ir2 N10 N9 93.3(3) . . . . ? N7 Ir2 N10 N9 -90.4(3) . . . . ? N8 Ir2 N10 N9 -3.4(3) . . . . ? C5 N1 C1 C2 0.6(7) . . . . ? Ir1 N1 C1 C2 -178.1(4) . . . . ? N1 C1 C2 C3 -1.0(8) . . . . ? C1 C2 C3 C4 0.8(8) . . . . ? C2 C3 C4 C5 -0.2(8) . . . . ? C1 N1 C5 C4 0.0(6) . . . . ? Ir1 N1 C5 C4 178.8(3) . . . . ? C1 N1 C5 C6 -177.6(4) . . . . ? Ir1 N1 C5 C6 1.2(5) . . . . ? C3 C4 C5 N1 -0.2(7) . . . . ? C3 C4 C5 C6 177.1(4) . . . . ? N1 C5 C6 C11 -178.2(4) . . . . ? C4 C5 C6 C11 4.3(7) . . . . ? N1 C5 C6 C7 3.3(5) . . . . ? C4 C5 C6 C7 -174.1(4) . . . . ? C11 C6 C7 C8 -3.2(6) . . . . ? C5 C6 C7 C8 175.4(4) . . . . ? C11 C6 C7 Ir1 175.1(3) . . . . ? C5 C6 C7 Ir1 -6.3(5) . . . . ? C18 Ir1 C7 C8 -80.9(4) . . . . ? N2 Ir1 C7 C8 -0.7(4) . . . . ? N1 Ir1 C7 C8 -176.5(4) . . . . ? N5 Ir1 C7 C8 127.1(8) . . . . ? N3 Ir1 C7 C8 95.4(4) . . . . ? C18 Ir1 C7 C6 100.9(3) . . . . ? N2 Ir1 C7 C6 -178.8(3) . . . . ? N1 Ir1 C7 C6 5.3(3) . . . . ? N5 Ir1 C7 C6 -51.0(11) . . . . ? N3 Ir1 C7 C6 -82.7(3) . . . . ? C6 C7 C8 C9 1.6(6) . . . . ? Ir1 C7 C8 C9 -176.4(3) . . . . ? C7 C8 C9 F2 -178.3(4) . . . . ? C7 C8 C9 C10 0.6(7) . . . . ? F2 C9 C10 C11 177.7(4) . . . . ? C8 C9 C10 C11 -1.2(7) . . . . ? C9 C10 C11 F1 -179.0(4) . . . . ? C9 C10 C11 C6 -0.4(7) . . . . ? C7 C6 C11 F1 -178.8(4) . . . . ? C5 C6 C11 F1 2.9(7) . . . . ? C7 C6 C11 C10 2.7(7) . . . . ? C5 C6 C11 C10 -175.7(4) . . . . ? C16 N2 C12 C13 2.3(6) . . . . ? Ir1 N2 C12 C13 -179.6(3) . . . . ? N2 C12 C13 C14 -0.1(7) . . . . ? C12 C13 C14 C15 -1.4(7) . . . . ? C13 C14 C15 C16 0.7(7) . . . . ? C12 N2 C16 C15 -3.0(6) . . . . ? Ir1 N2 C16 C15 178.8(3) . . . . ? C12 N2 C16 C17 176.1(3) . . . . ? Ir1 N2 C16 C17 -2.1(4) . . . . ? C14 C15 C16 N2 1.5(6) . . . . ? C14 C15 C16 C17 -177.4(4) . . . . ? N2 C16 C17 C22 -176.5(4) . . . . ? C15 C16 C17 C22 2.4(7) . . . . ? N2 C16 C17 C18 0.3(5) . . . . ? C15 C16 C17 C18 179.2(4) . . . . ? C22 C17 C18 C19 -0.8(6) . . . . ? C16 C17 C18 C19 -177.9(4) . . . . ? C22 C17 C18 Ir1 178.7(3) . . . . ? C16 C17 C18 Ir1 1.7(4) . . . . ? C7 Ir1 C18 C19 -85.5(4) . . . . ? N2 Ir1 C18 C19 177.4(4) . . . . ? N1 Ir1 C18 C19 -5.4(4) . . . . ? N5 Ir1 C18 C19 89.9(4) . . . . ? N3 Ir1 C18 C19 153.9(19) . . . . ? C7 Ir1 C18 C17 95.0(3) . . . . ? N2 Ir1 C18 C17 -2.1(3) . . . . ? N1 Ir1 C18 C17 175.1(3) . . . . ? N5 Ir1 C18 C17 -89.6(3) . . . . ? N3 Ir1 C18 C17 -26(2) . . . . ? C17 C18 C19 C20 1.4(6) . . . . ? Ir1 C18 C19 C20 -178.1(3) . . . . ? C18 C19 C20 F4 178.0(4) . . . . ? C18 C19 C20 C21 -1.4(7) . . . . ? F4 C20 C21 C22 -178.7(4) . . . . ? C19 C20 C21 C22 0.8(7) . . . . ? C20 C21 C22 F3 179.7(4) . . . . ? C20 C21 C22 C17 -0.2(7) . . . . ? C18 C17 C22 F3 -179.7(3) . . . . ? C16 C17 C22 F3 -2.9(6) . . . . ? C18 C17 C22 C21 0.3(6) . . . . ? C16 C17 C22 C21 177.0(4) . . . . ? C27 N3 C23 C24 0.0(7) . . . . ? Ir1 N3 C23 C24 179.3(4) . . . . ? N3 C23 C24 C25 0.2(8) . . . . ? C23 C24 C25 C26 -0.5(8) . . . . ? C24 C25 C26 C27 0.7(7) . . . . ? C23 N3 C27 N4 -179.9(4) . . . . ? Ir1 N3 C27 N4 0.7(5) . . . . ? C23 N3 C27 C26 0.1(6) . . . . ? Ir1 N3 C27 C26 -179.3(3) . . . . ? C28 N4 C27 N3 -169.5(4) . . . . ? N5 N4 C27 N3 8.0(6) . . . . ? C28 N4 C27 C26 10.5(7) . . . . ? N5 N4 C27 C26 -172.1(4) . . . . ? C25 C26 C27 N3 -0.5(7) . . . . ? C25 C26 C27 N4 179.6(4) . . . . ? C27 N4 C28 O1 -0.9(8) . . . . ? N5 N4 C28 O1 -178.5(4) . . . . ? C27 N4 C28 C29 178.1(4) . . . . ? N5 N4 C28 C29 0.5(5) . . . . ? O1 C28 C29 C30 178.9(5) . . . . ? N4 C28 C29 C30 0.1(5) . . . . ? O1 C28 C29 C32 3.7(9) . . . . ? N4 C28 C29 C32 -175.1(5) . . . . ? N4 N5 C30 C29 0.9(5) . . . . ? Ir1 N5 C30 C29 -159.3(3) . . . . ? N4 N5 C30 C31 179.1(4) . . . . ? Ir1 N5 C30 C31 19.0(7) . . . . ? C28 C29 C30 N5 -0.6(5) . . . . ? C32 C29 C30 N5 174.9(4) . . . . ? C28 C29 C30 C31 -178.7(5) . . . . ? C32 C29 C30 C31 -3.2(8) . . . . ? C30 C29 C32 O2 7.8(8) . . . . ? C28 C29 C32 O2 -177.8(5) . . . . ? C30 C29 C32 C33 -171.7(4) . . . . ? C28 C29 C32 C33 2.8(8) . . . . ? O2 C32 C33 F5 114.1(6) . . . . ? C29 C32 C33 F5 -66.5(6) . . . . ? O2 C32 C33 F7 -5.3(7) . . . . ? C29 C32 C33 F7 174.2(4) . . . . ? O2 C32 C33 F6 -123.6(6) . . . . ? C29 C32 C33 F6 55.9(6) . . . . ? C38 N6 C34 C35 -0.2(6) . . . . ? Ir2 N6 C34 C35 -177.1(4) . . . . ? N6 C34 C35 C36 0.7(8) . . . . ? C34 C35 C36 C37 -0.9(8) . . . . ? C35 C36 C37 C38 0.7(9) . . . . ? C34 N6 C38 C37 0.0(6) . . . . ? Ir2 N6 C38 C37 177.1(3) . . . . ? C34 N6 C38 C39 -178.7(4) . . . . ? Ir2 N6 C38 C39 -1.6(5) . . . . ? C36 C37 C38 N6 -0.2(7) . . . . ? C36 C37 C38 C39 178.2(5) . . . . ? N6 C38 C39 C44 -175.4(4) . . . . ? C37 C38 C39 C44 6.1(8) . . . . ? N6 C38 C39 C40 5.4(5) . . . . ? C37 C38 C39 C40 -173.1(5) . . . . ? C44 C39 C40 C41 -3.2(6) . . . . ? C38 C39 C40 C41 176.0(4) . . . . ? C44 C39 C40 Ir2 173.9(3) . . . . ? C38 C39 C40 Ir2 -6.8(5) . . . . ? C51 Ir2 C40 C39 99.3(3) . . . . ? N6 Ir2 C40 C39 4.6(3) . . . . ? N7 Ir2 C40 C39 179.1(3) . . . . ? N10 Ir2 C40 C39 -83.3(3) . . . . ? N8 Ir2 C40 C39 -45.7(17) . . . . ? C51 Ir2 C40 C41 -83.9(4) . . . . ? N6 Ir2 C40 C41 -178.6(4) . . . . ? N7 Ir2 C40 C41 -4.0(4) . . . . ? N10 Ir2 C40 C41 93.5(4) . . . . ? N8 Ir2 C40 C41 131.1(15) . . . . ? C39 C40 C41 C42 2.5(6) . . . . ? Ir2 C40 C41 C42 -174.2(3) . . . . ? C40 C41 C42 F9 179.9(4) . . . . ? C40 C41 C42 C43 0.7(7) . . . . ? F9 C42 C43 C44 177.7(4) . . . . ? C41 C42 C43 C44 -3.2(7) . . . . ? C42 C43 C44 F8 -178.9(4) . . . . ? C42 C43 C44 C39 2.3(7) . . . . ? C40 C39 C44 F8 -177.9(4) . . . . ? C38 C39 C44 F8 2.9(7) . . . . ? C40 C39 C44 C43 0.8(7) . . . . ? C38 C39 C44 C43 -178.4(4) . . . . ? C49 N7 C45 C46 -1.7(7) . . . . ? Ir2 N7 C45 C46 -179.5(4) . . . . ? N7 C45 C46 C47 -0.2(8) . . . . ? C45 C46 C47 C48 1.2(8) . . . . ? C46 C47 C48 C49 -0.3(8) . . . . ? C45 N7 C49 C48 2.6(6) . . . . ? Ir2 N7 C49 C48 -179.5(3) . . . . ? C45 N7 C49 C50 -178.1(4) . . . . ? Ir2 N7 C49 C50 -0.1(5) . . . . ? C47 C48 C49 N7 -1.6(7) . . . . ? C47 C48 C49 C50 179.2(5) . . . . ? N7 C49 C50 C55 177.6(4) . . . . ? C48 C49 C50 C55 -3.1(8) . . . . ? N7 C49 C50 C51 -1.5(6) . . . . ? C48 C49 C50 C51 177.8(4) . . . . ? C55 C50 C51 C52 2.0(6) . . . . ? C49 C50 C51 C52 -178.9(4) . . . . ? C55 C50 C51 Ir2 -176.7(3) . . . . ? C49 C50 C51 Ir2 2.4(5) . . . . ? C40 Ir2 C51 C52 -84.7(4) . . . . ? N6 Ir2 C51 C52 -4.8(4) . . . . ? N7 Ir2 C51 C52 179.5(4) . . . . ? N10 Ir2 C51 C52 115.1(12) . . . . ? N8 Ir2 C51 C52 92.1(4) . . . . ? C40 Ir2 C51 C50 93.9(3) . . . . ? N6 Ir2 C51 C50 173.8(3) . . . . ? N7 Ir2 C51 C50 -1.9(3) . . . . ? N10 Ir2 C51 C50 -66.3(13) . . . . ? N8 Ir2 C51 C50 -89.3(3) . . . . ? C50 C51 C52 C53 -1.4(6) . . . . ? Ir2 C51 C52 C53 177.1(4) . . . . ? C51 C52 C53 F11 -177.9(4) . . . . ? C51 C52 C53 C54 0.0(8) . . . . ? F11 C53 C54 C55 178.8(4) . . . . ? C52 C53 C54 C55 0.8(8) . . . . ? C53 C54 C55 F10 -178.7(4) . . . . ? C53 C54 C55 C50 -0.2(8) . . . . ? C51 C50 C55 F10 177.2(4) . . . . ? C49 C50 C55 F10 -1.8(7) . . . . ? C51 C50 C55 C54 -1.2(7) . . . . ? C49 C50 C55 C54 179.7(5) . . . . ? C60 N8 C56 C57 -0.1(7) . . . . ? Ir2 N8 C56 C57 178.7(4) . . . . ? N8 C56 C57 C58 0.8(7) . . . . ? C56 C57 C58 C59 -0.4(7) . . . . ? C57 C58 C59 C60 -0.6(7) . . . . ? C56 N8 C60 N9 178.2(4) . . . . ? Ir2 N8 C60 N9 -0.7(5) . . . . ? C56 N8 C60 C59 -0.9(6) . . . . ? Ir2 N8 C60 C59 -179.8(3) . . . . ? N10 N9 C60 N8 -2.5(5) . . . . ? C61 N9 C60 N8 -175.3(4) . . . . ? N10 N9 C60 C59 176.6(4) . . . . ? C61 N9 C60 C59 3.8(7) . . . . ? C58 C59 C60 N8 1.3(7) . . . . ? C58 C59 C60 N9 -177.8(4) . . . . ? C60 N9 C61 O3 -6.6(7) . . . . ? N10 N9 C61 O3 -179.8(4) . . . . ? C60 N9 C61 C62 172.9(4) . . . . ? N10 N9 C61 C62 -0.3(4) . . . . ? O3 C61 C62 C63 -179.9(5) . . . . ? N9 C61 C62 C63 0.8(5) . . . . ? O3 C61 C62 C65 2.7(8) . . . . ? N9 C61 C62 C65 -176.6(4) . . . . ? N9 N10 C63 C62 0.8(5) . . . . ? Ir2 N10 C63 C62 -177.4(3) . . . . ? N9 N10 C63 C64 179.9(4) . . . . ? Ir2 N10 C63 C64 1.7(8) . . . . ? C65 C62 C63 N10 176.6(4) . . . . ? C61 C62 C63 N10 -1.0(5) . . . . ? C65 C62 C63 C64 -2.5(8) . . . . ? C61 C62 C63 C64 179.9(5) . . . . ? C63 C62 C65 O4 3.3(8) . . . . ? C61 C62 C65 O4 -179.7(5) . . . . ? C63 C62 C65 C66 -173.2(4) . . . . ? C61 C62 C65 C66 3.8(7) . . . . ? O4 C65 C66 F14 0.3(6) . . . . ? C62 C65 C66 F14 177.2(4) . . . . ? O4 C65 C66 F12 119.9(5) . . . . ? C62 C65 C66 F12 -63.3(6) . . . . ? O4 C65 C66 F13 -118.9(5) . . . . ? C62 C65 C66 F13 58.0(6) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 33.19 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.343 _refine_diff_density_min -1.653 _refine_diff_density_rms 0.157