# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Youngkyu Do' _publ_contact_author_email YKDO@KAIST.AC.KR _publ_section_title ; Polymorphism-induced dual phosphorescent emission from solid-state iridium(III) complex ; loop_ _publ_author_name 'Youngkyu Do' 'Jung Oh Huh' 'Min Hyung Lee' 'Chang Hwan Shin' # Attachment '1A-CCDC_726166.cif' data_1A _database_code_depnum_ccdc_archive 'CCDC 726166' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety (C37H23F4IrN2O2)(C4H8O)0.5 _chemical_formula_sum 'C39 H27 F4 Ir1 N2 O2.5' _chemical_formula_weight 831.84 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.963(5) _cell_length_b 19.684(4) _cell_length_c 27.110(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.00(3) _cell_angle_gamma 90.00 _cell_volume 12756(4) _cell_formula_units_Z 16 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 19220 _cell_measurement_theta_min 1.41 _cell_measurement_theta_max 32.78 _exptl_crystal_description needle _exptl_crystal_colour orange-red _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.733 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 6528 _exptl_absorpt_coefficient_mu 4.251 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details HKL2000-Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.74999 _diffrn_radiation_type synchrotron _diffrn_radiation_source PAL _diffrn_radiation_monochromator 'Silicon double crystal monochromator' _diffrn_measurement_device_type '4AMXW ADSC Quantum-210 detector' _diffrn_measurement_method 'phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36083 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0417 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 32.78 _reflns_number_total 19220 _reflns_number_gt 16835 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PAL ADSC Quantum-210 ADX Program' _computing_cell_refinement HKL2000-Scalepack _computing_data_reduction HKL2000-Scalepack _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP3 _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0860P)^2^+47.1400P] 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 19220 _refine_ls_number_parameters 874 _refine_ls_number_restraints 32 _refine_ls_R_factor_all 0.0501 _refine_ls_R_factor_gt 0.0427 _refine_ls_wR_factor_ref 0.1225 _refine_ls_wR_factor_gt 0.1186 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 1.404 _refine_ls_shift/su_mean 0.024 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 0.258385(6) 0.147560(7) 0.132347(5) 0.01631(5) Uani 1 1 d . . . Ir2 Ir 0.095851(6) 0.729075(6) 0.037339(5) 0.01415(5) Uani 1 1 d . . . O1 O 0.18812(12) 0.08371(14) 0.14165(11) 0.0210(5) Uani 1 1 d . . . O2 O 0.20143(13) 0.23194(14) 0.12909(12) 0.0224(6) Uani 1 1 d . . . O3 O 0.09989(12) 0.74039(14) -0.04079(10) 0.0175(5) Uani 1 1 d . . . O4 O 0.04010(11) 0.81379(14) 0.03515(10) 0.0181(5) Uani 1 1 d . . . N5 N 0.26977(15) 0.14793(17) 0.20761(13) 0.0210(7) Uani 1 1 d . . . N6 N 0.25191(15) 0.14723(16) 0.05715(13) 0.0183(6) Uani 1 1 d . . . N7 N 0.16657(13) 0.78574(15) 0.04856(11) 0.0150(5) Uani 1 1 d . . . N8 N 0.02854(13) 0.66524(16) 0.03224(12) 0.0174(6) Uani 1 1 d . . . F1 F 0.39832(15) 0.00500(18) 0.24788(11) 0.0461(8) Uani 1 1 d . . . F2 F 0.39208(11) -0.05939(13) 0.08224(11) 0.0289(5) Uani 1 1 d . . . F3 F 0.44795(13) 0.29041(17) 0.17346(12) 0.0402(7) Uani 1 1 d . . . F4 F 0.39557(12) 0.24747(15) 0.00717(11) 0.0341(6) Uani 1 1 d . . . F5 F 0.17504(13) 0.47236(13) 0.03807(14) 0.0412(7) Uani 1 1 d . . . F6 F 0.30410(12) 0.64727(14) 0.06839(13) 0.0355(7) Uani 1 1 d . . . F7 F -0.01019(14) 0.61803(19) 0.18010(11) 0.0444(8) Uani 1 1 d . . . F8 F 0.13178(14) 0.77015(17) 0.23266(10) 0.0388(7) Uani 1 1 d . . . C1 C 0.13902(16) 0.10298(19) 0.14966(14) 0.0191(7) Uani 1 1 d . . . C2 C 0.09960(17) 0.04722(19) 0.16227(14) 0.0197(7) Uani 1 1 d . . . C3 C 0.04644(18) 0.0595(2) 0.17806(16) 0.0259(8) Uani 1 1 d . . . H3 H 0.0340 0.1039 0.1813 0.031 Uiso 1 1 calc R . . C4 C 0.01179(19) 0.0054(2) 0.18899(17) 0.0283(9) Uani 1 1 d . . . H4 H -0.0237 0.0140 0.1994 0.034 Uiso 1 1 calc R . . C5 C 0.0296(2) -0.0606(2) 0.18453(18) 0.0328(10) Uani 1 1 d . . . H5 H 0.0065 -0.0964 0.1923 0.039 Uiso 1 1 calc R . . C6 C 0.0824(2) -0.0734(2) 0.1682(2) 0.0390(12) Uani 1 1 d . . . H6 H 0.0942 -0.1179 0.1642 0.047 Uiso 1 1 calc R . . C7 C 0.1175(2) -0.0199(2) 0.15800(19) 0.0311(9) Uani 1 1 d . . . H7 H 0.1532 -0.0289 0.1482 0.037 Uiso 1 1 calc R . . C8 C 0.11948(17) 0.1701(2) 0.14688(15) 0.0215(7) Uani 1 1 d . . . H8 H 0.0819 0.1763 0.1523 0.026 Uiso 1 1 calc R . . C9 C 0.14977(17) 0.22930(19) 0.13689(15) 0.0198(7) Uani 1 1 d . . . C10 C 0.12083(18) 0.2964(2) 0.13849(15) 0.0220(7) Uani 1 1 d . . . C11 C 0.1527(2) 0.3555(2) 0.1433(2) 0.0346(11) Uani 1 1 d . . . H11 H 0.1915 0.3526 0.1439 0.042 Uiso 1 1 calc R . . C12 C 0.1277(2) 0.4185(2) 0.1472(2) 0.0420(13) Uani 1 1 d . . . H12 H 0.1498 0.4573 0.1495 0.050 Uiso 1 1 calc R . . C13 C 0.0705(2) 0.4245(2) 0.1478(2) 0.0353(11) Uani 1 1 d . . . H13 H 0.0540 0.4666 0.1523 0.042 Uiso 1 1 calc R . . C14 C 0.0381(2) 0.3666(3) 0.1414(2) 0.0368(11) Uani 1 1 d . . . H14 H -0.0006 0.3702 0.1399 0.044 Uiso 1 1 calc R . . C15 C 0.0626(2) 0.3036(2) 0.1372(2) 0.0327(10) Uani 1 1 d . . . H15 H 0.0401 0.2652 0.1334 0.039 Uiso 1 1 calc R . . C16 C 0.2413(2) 0.1883(2) 0.23750(17) 0.0304(9) Uani 1 1 d . . . H16 H 0.2161 0.2197 0.2232 0.036 Uiso 1 1 calc R . . C17 C 0.2483(2) 0.1845(3) 0.28850(18) 0.0372(11) Uani 1 1 d . . . H17 H 0.2279 0.2126 0.3082 0.045 Uiso 1 1 calc R . . C18 C 0.2859(2) 0.1382(3) 0.30966(17) 0.0354(11) Uani 1 1 d . . . H18 H 0.2909 0.1341 0.3439 0.042 Uiso 1 1 calc R . . C19 C 0.3160(2) 0.0982(2) 0.27944(16) 0.0306(9) Uani 1 1 d . . . H19 H 0.3424 0.0679 0.2933 0.037 Uiso 1 1 calc R . . C20 C 0.30720(18) 0.1027(2) 0.22829(15) 0.0226(7) Uani 1 1 d . . . C21 C 0.33281(17) 0.0611(2) 0.19120(15) 0.0222(7) Uani 1 1 d . . . C22 C 0.3753(2) 0.0136(2) 0.20140(17) 0.0279(9) Uani 1 1 d . . . C23 C 0.3962(2) -0.0278(2) 0.16555(18) 0.0292(9) Uani 1 1 d . . . H23 H 0.4245 -0.0593 0.1730 0.035 Uiso 1 1 calc R . . C24 C 0.37250(17) -0.01930(19) 0.11824(16) 0.0226(7) Uani 1 1 d . . . C25 C 0.33165(16) 0.02896(19) 0.10490(15) 0.0207(7) Uani 1 1 d . . . H25 H 0.3179 0.0335 0.0721 0.025 Uiso 1 1 calc R . . C26 C 0.31175(16) 0.07048(18) 0.14169(14) 0.0185(7) Uani 1 1 d . . . C27 C 0.29315(17) 0.17857(18) 0.03354(15) 0.0197(7) Uani 1 1 d . . . C28 C 0.28995(19) 0.1825(2) -0.01772(15) 0.0240(8) Uani 1 1 d . . . H28 H 0.3188 0.2027 -0.0337 0.029 Uiso 1 1 calc R . . C29 C 0.2440(2) 0.1564(2) -0.04505(16) 0.0272(9) Uani 1 1 d . . . H29 H 0.2417 0.1594 -0.0794 0.033 Uiso 1 1 calc R . . C30 C 0.2011(2) 0.1257(2) -0.02102(16) 0.0273(8) Uani 1 1 d . . . H30 H 0.1696 0.1085 -0.0387 0.033 Uiso 1 1 calc R . . C31 C 0.20706(18) 0.1217(2) 0.03015(16) 0.0234(8) Uani 1 1 d . . . H31 H 0.1790 0.1006 0.0466 0.028 Uiso 1 1 calc R . . C32 C 0.32562(15) 0.20246(17) 0.11896(14) 0.0162(6) Uani 1 1 d . . . C33 C 0.36375(19) 0.2314(2) 0.15416(16) 0.0242(8) Uani 1 1 d . . . H33 H 0.3575 0.2293 0.1876 0.029 Uiso 1 1 calc R . . C34 C 0.41096(19) 0.2633(2) 0.13873(18) 0.0272(9) Uani 1 1 d . . . C35 C 0.42277(19) 0.2693(2) 0.09024(18) 0.0278(9) Uani 1 1 d . . . H35 H 0.4549 0.2911 0.0811 0.033 Uiso 1 1 calc R . . C36 C 0.38442(18) 0.2412(2) 0.05551(16) 0.0234(8) Uani 1 1 d . . . C37 C 0.33600(16) 0.20767(19) 0.06809(14) 0.0190(7) Uani 1 1 d . . . C38 C 0.07318(16) 0.78506(19) -0.06755(14) 0.0177(6) Uani 1 1 d . . . C39 C 0.08287(17) 0.7811(2) -0.12130(14) 0.0202(7) Uani 1 1 d . . . C40 C 0.0767(2) 0.8379(3) -0.15260(17) 0.0365(11) Uani 1 1 d . . . H40 H 0.0674 0.8798 -0.1396 0.044 Uiso 1 1 calc R . . C41 C 0.0845(3) 0.8322(3) -0.20288(19) 0.0463(15) Uani 1 1 d . . . H41 H 0.0809 0.8703 -0.2232 0.056 Uiso 1 1 calc R . . C42 C 0.0977(2) 0.7691(3) -0.22258(18) 0.0371(12) Uani 1 1 d . . . H42 H 0.1018 0.7647 -0.2563 0.045 Uiso 1 1 calc R . . C43 C 0.1048(2) 0.7132(3) -0.19202(16) 0.0312(9) Uani 1 1 d . . . H43 H 0.1141 0.6715 -0.2052 0.037 Uiso 1 1 calc R . . C44 C 0.09806(19) 0.7191(2) -0.14174(16) 0.0248(8) Uani 1 1 d . . . H44 H 0.1037 0.6814 -0.1214 0.030 Uiso 1 1 calc R . . C45 C 0.03531(17) 0.8337(2) -0.05195(14) 0.0213(7) Uani 1 1 d . . . H45 H 0.0182 0.8613 -0.0764 0.026 Uiso 1 1 calc R . . C46 C 0.02044(15) 0.84527(17) -0.00353(13) 0.0151(6) Uani 1 1 d . . . C47 C -0.02055(16) 0.90042(18) 0.00606(14) 0.0178(6) Uani 1 1 d . . . C48 C -0.02418(17) 0.9234(2) 0.05451(15) 0.0214(7) Uani 1 1 d . . . H48 H -0.0015 0.9040 0.0799 0.026 Uiso 1 1 calc R . . C49 C -0.06093(18) 0.9746(2) 0.06529(16) 0.0254(8) Uani 1 1 d . . . H49 H -0.0627 0.9894 0.0977 0.031 Uiso 1 1 calc R . . C50 C -0.09550(18) 1.0043(2) 0.02732(17) 0.0245(8) Uani 1 1 d . . . H50 H -0.1204 1.0386 0.0346 0.029 Uiso 1 1 calc R . . C51 C -0.09245(18) 0.9825(2) -0.02085(17) 0.0247(8) Uani 1 1 d . . . H51 H -0.1149 1.0024 -0.0462 0.030 Uiso 1 1 calc R . . C52 C -0.05528(17) 0.9300(2) -0.03138(15) 0.0212(7) Uani 1 1 d . . . H52 H -0.0538 0.9149 -0.0638 0.025 Uiso 1 1 calc R . . C53 C 0.16696(18) 0.85388(19) 0.05150(16) 0.0221(7) Uani 1 1 d . . . H53 H 0.1332 0.8770 0.0468 0.027 Uiso 1 1 calc R . . C54 C 0.21532(19) 0.8909(2) 0.06115(18) 0.0279(9) Uani 1 1 d . . . H54 H 0.2143 0.9380 0.0634 0.033 Uiso 1 1 calc R . . C55 C 0.2656(2) 0.8559(2) 0.0675(2) 0.0305(10) Uani 1 1 d . . . H55 H 0.2990 0.8795 0.0732 0.037 Uiso 1 1 calc R . . C56 C 0.26577(18) 0.7855(2) 0.06523(17) 0.0253(8) Uani 1 1 d . . . H56 H 0.2993 0.7619 0.0698 0.030 Uiso 1 1 calc R . . C57 C 0.21585(16) 0.7503(2) 0.05616(14) 0.0189(7) Uani 1 1 d . . . C58 C 0.15229(17) 0.65442(18) 0.04238(14) 0.0180(7) Uani 1 1 d . . . C59 C 0.14123(18) 0.5849(2) 0.03799(15) 0.0223(7) Uani 1 1 d . . . H59 H 0.1048 0.5693 0.0314 0.027 Uiso 1 1 calc R . . C60 C 0.18520(19) 0.5398(2) 0.04352(17) 0.0266(8) Uani 1 1 d . . . C61 C 0.2405(2) 0.5591(2) 0.05381(18) 0.0290(9) Uani 1 1 d . . . H61 H 0.2693 0.5275 0.0572 0.035 Uiso 1 1 calc R . . C62 C 0.25028(17) 0.6282(2) 0.05871(16) 0.0239(8) Uani 1 1 d . . . C63 C 0.20804(16) 0.67664(18) 0.05258(14) 0.0176(6) Uani 1 1 d . . . C64 C 0.00367(18) 0.6440(2) -0.01063(15) 0.0236(8) Uani 1 1 d . . . H64 H 0.0168 0.6597 -0.0400 0.028 Uiso 1 1 calc R . . C65 C -0.0408(2) 0.5995(3) -0.01271(18) 0.0315(9) Uani 1 1 d . . . H65 H -0.0578 0.5856 -0.0429 0.038 Uiso 1 1 calc R . . C66 C -0.0595(2) 0.5761(3) 0.03122(18) 0.0319(10) Uani 1 1 d . . . H66 H -0.0897 0.5463 0.0308 0.038 Uiso 1 1 calc R . . C67 C -0.03380(19) 0.5967(2) 0.07567(17) 0.0291(9) Uani 1 1 d . . . H67 H -0.0458 0.5802 0.1053 0.035 Uiso 1 1 calc R . . C68 C 0.01043(17) 0.6425(2) 0.07588(15) 0.0215(7) Uani 1 1 d . . . C69 C 0.08564(16) 0.71680(19) 0.10846(13) 0.0163(6) Uani 1 1 d . . . C70 C 0.04188(17) 0.6716(2) 0.11936(14) 0.0209(7) Uani 1 1 d . . . C71 C 0.03134(19) 0.6611(2) 0.16887(16) 0.0278(9) Uani 1 1 d . . . C72 C 0.0606(2) 0.6930(3) 0.20768(16) 0.0317(9) Uani 1 1 d . . . H72 H 0.0527 0.6853 0.2403 0.038 Uiso 1 1 calc R . . C73 C 0.1022(2) 0.7370(2) 0.19540(15) 0.0258(8) Uani 1 1 d . . . C74 C 0.11590(17) 0.7490(2) 0.14789(15) 0.0213(7) Uani 1 1 d . . . H74 H 0.1451 0.7783 0.1419 0.026 Uiso 1 1 calc R . . O5 O 0.3094(5) 0.4006(7) 0.2023(6) 0.185(5) Uani 1 1 d DU . . C76 C 0.3662(5) 0.4960(5) 0.1809(5) 0.099(3) Uani 1 1 d DU . . H76A H 0.3918 0.5145 0.2067 0.118 Uiso 1 1 calc R . . H76B H 0.3768 0.5117 0.1490 0.118 Uiso 1 1 calc R . . C75 C 0.3640(6) 0.4232(7) 0.1831(6) 0.141(5) Uani 1 1 d DU . . H75A H 0.3949 0.4065 0.2047 0.169 Uiso 1 1 calc R . . H75B H 0.3674 0.4045 0.1504 0.169 Uiso 1 1 calc R . . C77 C 0.3152(11) 0.5112(14) 0.1878(11) 0.279(13) Uani 1 1 d DU . . H77A H 0.2999 0.5321 0.1574 0.335 Uiso 1 1 calc R . . H77B H 0.3167 0.5465 0.2128 0.335 Uiso 1 1 calc R . . C78 C 0.2734(9) 0.4620(11) 0.2021(10) 0.248(11) Uani 1 1 d DU . . H78A H 0.2417 0.4589 0.1779 0.298 Uiso 1 1 calc R . . H78B H 0.2604 0.4716 0.2345 0.298 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01414(8) 0.01553(7) 0.01969(7) -0.00083(4) 0.00422(5) -0.00087(4) Ir2 0.01225(8) 0.01348(7) 0.01683(7) 0.00127(4) 0.00172(5) 0.00036(4) O1 0.0137(13) 0.0198(12) 0.0302(14) -0.0004(10) 0.0064(11) -0.0014(10) O2 0.0200(15) 0.0176(13) 0.0302(15) 0.0004(10) 0.0070(12) 0.0010(10) O3 0.0165(13) 0.0167(11) 0.0195(12) 0.0032(9) 0.0025(10) 0.0025(10) O4 0.0177(13) 0.0167(12) 0.0201(12) 0.0024(9) 0.0031(10) 0.0052(10) N5 0.0189(17) 0.0232(16) 0.0216(15) -0.0018(12) 0.0057(13) -0.0038(12) N6 0.0165(16) 0.0166(14) 0.0220(15) -0.0005(11) 0.0026(12) 0.0025(11) N7 0.0100(14) 0.0142(12) 0.0207(14) 0.0022(10) 0.0004(11) -0.0004(10) N8 0.0095(14) 0.0174(13) 0.0251(15) 0.0025(11) -0.0002(11) -0.0015(11) F1 0.056(2) 0.0484(19) 0.0314(15) 0.0077(13) -0.0130(14) 0.0152(16) F2 0.0262(13) 0.0191(11) 0.0424(15) -0.0048(10) 0.0091(11) 0.0038(9) F3 0.0310(16) 0.0445(17) 0.0443(17) -0.0038(14) -0.0040(13) -0.0217(13) F4 0.0368(16) 0.0352(14) 0.0323(14) 0.0051(11) 0.0155(12) -0.0073(12) F5 0.0363(16) 0.0131(11) 0.074(2) -0.0018(12) 0.0012(15) 0.0034(10) F6 0.0163(13) 0.0285(14) 0.061(2) 0.0009(12) -0.0017(12) 0.0033(10) F7 0.0401(18) 0.064(2) 0.0303(14) 0.0079(14) 0.0115(12) -0.0237(16) F8 0.0439(18) 0.0526(19) 0.0188(12) -0.0018(11) -0.0050(12) -0.0124(14) C1 0.0177(18) 0.0203(16) 0.0191(15) -0.0011(13) 0.0014(13) -0.0006(13) C2 0.0220(19) 0.0191(16) 0.0181(15) -0.0018(12) 0.0030(13) -0.0038(13) C3 0.023(2) 0.0260(19) 0.0292(19) -0.0018(15) 0.0068(16) -0.0041(15) C4 0.022(2) 0.034(2) 0.030(2) 0.0005(17) 0.0077(16) -0.0075(16) C5 0.033(3) 0.030(2) 0.036(2) 0.0016(18) 0.0089(19) -0.0144(18) C6 0.040(3) 0.0188(19) 0.060(3) 0.000(2) 0.015(2) -0.0063(18) C7 0.026(2) 0.0211(19) 0.048(3) 0.0026(18) 0.0125(19) -0.0021(16) C8 0.0158(18) 0.0195(17) 0.0299(19) -0.0012(14) 0.0063(14) -0.0018(13) C9 0.0201(19) 0.0179(16) 0.0218(17) 0.0001(12) 0.0033(14) 0.0002(13) C10 0.021(2) 0.0234(18) 0.0219(17) -0.0020(14) 0.0028(14) 0.0022(14) C11 0.024(2) 0.024(2) 0.056(3) -0.0096(19) 0.009(2) 0.0004(16) C12 0.038(3) 0.020(2) 0.068(4) -0.014(2) 0.006(3) 0.0001(19) C13 0.035(3) 0.025(2) 0.045(3) -0.0101(19) 0.002(2) 0.0096(18) C14 0.026(2) 0.029(2) 0.057(3) -0.003(2) 0.006(2) 0.0092(18) C15 0.023(2) 0.025(2) 0.050(3) 0.0015(19) 0.0036(19) 0.0026(17) C16 0.030(2) 0.032(2) 0.029(2) -0.0086(17) 0.0097(17) -0.0019(18) C17 0.038(3) 0.046(3) 0.029(2) -0.008(2) 0.0130(19) -0.008(2) C18 0.048(3) 0.040(3) 0.0198(19) -0.0012(17) 0.0108(19) -0.011(2) C19 0.039(3) 0.029(2) 0.0244(19) 0.0041(16) 0.0048(17) -0.0044(18) C20 0.025(2) 0.0212(17) 0.0222(17) 0.0023(13) 0.0036(14) -0.0076(15) C21 0.021(2) 0.0214(17) 0.0241(17) 0.0034(14) 0.0024(14) -0.0025(14) C22 0.031(2) 0.0224(19) 0.030(2) 0.0034(15) -0.0005(17) 0.0030(16) C23 0.026(2) 0.0196(18) 0.042(2) 0.0067(16) 0.0026(18) 0.0036(15) C24 0.0206(19) 0.0148(15) 0.033(2) 0.0002(14) 0.0083(15) -0.0008(13) C25 0.0156(18) 0.0201(16) 0.0268(18) 0.0017(14) 0.0040(14) -0.0033(13) C26 0.0158(17) 0.0150(15) 0.0253(17) 0.0023(13) 0.0046(13) -0.0007(12) C27 0.0200(19) 0.0147(15) 0.0247(17) 0.0007(12) 0.0040(14) 0.0049(13) C28 0.031(2) 0.0184(17) 0.0238(18) 0.0017(13) 0.0073(15) 0.0045(15) C29 0.039(3) 0.0206(17) 0.0219(18) -0.0020(14) -0.0016(17) 0.0092(16) C30 0.032(2) 0.0229(18) 0.0258(19) -0.0012(15) -0.0049(16) 0.0030(16) C31 0.022(2) 0.0207(17) 0.0272(18) -0.0024(14) -0.0023(15) 0.0000(14) C32 0.0120(16) 0.0125(14) 0.0246(16) 0.0010(12) 0.0045(13) -0.0033(11) C33 0.023(2) 0.0251(19) 0.0242(18) -0.0039(14) 0.0032(15) -0.0056(15) C34 0.023(2) 0.0222(18) 0.037(2) -0.0002(16) 0.0011(17) -0.0063(15) C35 0.022(2) 0.0222(19) 0.040(2) 0.0044(16) 0.0084(18) -0.0057(15) C36 0.024(2) 0.0203(17) 0.0272(19) 0.0048(14) 0.0084(15) 0.0010(14) C37 0.0177(18) 0.0162(15) 0.0236(17) 0.0020(13) 0.0054(13) 0.0019(13) C38 0.0167(18) 0.0167(15) 0.0198(16) 0.0001(12) 0.0015(13) 0.0004(13) C39 0.0171(18) 0.0241(17) 0.0195(16) 0.0004(13) 0.0031(13) 0.0033(14) C40 0.052(3) 0.034(2) 0.025(2) 0.0090(17) 0.013(2) 0.021(2) C41 0.056(4) 0.058(3) 0.026(2) 0.017(2) 0.012(2) 0.027(3) C42 0.033(3) 0.057(3) 0.022(2) 0.0009(19) 0.0061(18) 0.007(2) C43 0.038(3) 0.034(2) 0.0224(19) -0.0048(17) 0.0076(17) -0.0031(19) C44 0.028(2) 0.0231(18) 0.0241(18) -0.0041(14) 0.0063(16) -0.0010(15) C45 0.0206(19) 0.0220(17) 0.0209(17) 0.0045(13) 0.0004(14) 0.0078(14) C46 0.0107(16) 0.0137(14) 0.0207(16) -0.0004(11) -0.0008(12) 0.0002(11) C47 0.0137(17) 0.0161(15) 0.0238(16) -0.0005(12) 0.0021(13) 0.0001(12) C48 0.0193(19) 0.0188(16) 0.0259(18) -0.0025(13) 0.0006(14) 0.0030(14) C49 0.024(2) 0.0223(18) 0.030(2) -0.0081(15) 0.0055(16) 0.0049(15) C50 0.023(2) 0.0149(16) 0.037(2) -0.0008(14) 0.0076(16) 0.0031(14) C51 0.020(2) 0.0211(18) 0.033(2) 0.0016(15) 0.0020(15) 0.0024(14) C52 0.0191(19) 0.0195(16) 0.0249(17) 0.0007(13) 0.0012(14) 0.0024(14) C53 0.022(2) 0.0167(16) 0.0278(19) 0.0008(13) 0.0016(15) -0.0007(13) C54 0.024(2) 0.0182(17) 0.042(2) -0.0018(16) 0.0024(17) -0.0048(15) C55 0.022(2) 0.024(2) 0.046(3) -0.0040(17) 0.0021(19) -0.0055(15) C56 0.0146(19) 0.0256(19) 0.036(2) -0.0017(16) -0.0001(15) -0.0009(14) C57 0.0147(17) 0.0193(16) 0.0232(17) 0.0009(13) 0.0053(13) 0.0003(13) C58 0.0181(19) 0.0145(15) 0.0214(16) 0.0020(12) 0.0024(13) 0.0042(12) C59 0.022(2) 0.0180(16) 0.0267(18) 0.0007(13) 0.0001(15) -0.0004(14) C60 0.028(2) 0.0148(16) 0.037(2) 0.0005(15) 0.0019(17) 0.0038(15) C61 0.027(2) 0.0202(18) 0.040(2) 0.0024(16) 0.0035(18) 0.0084(16) C62 0.0155(19) 0.0252(18) 0.031(2) 0.0022(15) 0.0005(15) 0.0037(14) C63 0.0155(17) 0.0157(15) 0.0216(16) 0.0004(12) 0.0021(13) -0.0009(12) C64 0.022(2) 0.0261(19) 0.0225(18) -0.0043(14) 0.0009(15) -0.0065(15) C65 0.028(2) 0.035(2) 0.031(2) -0.0031(18) 0.0004(17) -0.0127(18) C66 0.025(2) 0.034(2) 0.036(2) -0.0022(18) 0.0023(18) -0.0155(18) C67 0.028(2) 0.030(2) 0.030(2) 0.0026(16) 0.0078(17) -0.0129(17) C68 0.0191(19) 0.0209(17) 0.0250(18) 0.0001(13) 0.0055(15) -0.0041(13) C69 0.0147(17) 0.0178(15) 0.0165(15) 0.0022(12) 0.0009(12) 0.0016(12) C70 0.0189(19) 0.0219(17) 0.0222(17) 0.0029(13) 0.0029(14) -0.0013(14) C71 0.022(2) 0.036(2) 0.0254(19) 0.0070(16) 0.0067(16) -0.0044(17) C72 0.030(2) 0.044(3) 0.0211(18) 0.0037(17) 0.0066(16) -0.0007(19) C73 0.029(2) 0.030(2) 0.0178(17) 0.0000(14) 0.0013(15) -0.0012(16) C74 0.020(2) 0.0213(17) 0.0221(17) 0.0035(14) 0.0012(14) -0.0005(14) O5 0.163(8) 0.145(8) 0.252(9) 0.010(7) 0.045(7) -0.014(6) C76 0.095(6) 0.090(6) 0.117(7) -0.024(5) 0.047(5) -0.044(5) C75 0.135(8) 0.133(8) 0.162(9) -0.017(7) 0.066(7) -0.062(7) C77 0.262(15) 0.282(15) 0.295(16) 0.013(10) 0.025(10) -0.003(10) C78 0.229(14) 0.220(14) 0.293(14) -0.015(9) 0.002(9) 0.002(9) _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 C26 1.989(4) . ? Ir1 C32 1.994(3) . ? Ir1 N6 2.034(3) . ? Ir1 N5 2.040(4) . ? Ir1 O1 2.130(3) . ? Ir1 O2 2.148(3) . ? Ir2 C69 1.975(4) . ? Ir2 C58 1.995(4) . ? Ir2 N7 2.034(3) . ? Ir2 N8 2.042(3) . ? Ir2 O4 2.135(3) . ? Ir2 O3 2.139(3) . ? O1 C1 1.269(5) . ? O2 C9 1.271(5) . ? O3 C38 1.282(4) . ? O4 C46 1.279(4) . ? N5 C16 1.353(5) . ? N5 C20 1.357(6) . ? N6 C31 1.354(5) . ? N6 C27 1.362(5) . ? N7 C53 1.344(5) . ? N7 C57 1.374(5) . ? N8 C64 1.336(5) . ? N8 C68 1.364(5) . ? F1 C22 1.351(5) . ? F2 C24 1.364(5) . ? F3 C34 1.357(5) . ? F4 C36 1.361(5) . ? F5 C60 1.355(5) . ? F6 C62 1.352(5) . ? F7 C71 1.358(5) . ? F8 C73 1.360(5) . ? C1 C8 1.402(5) . ? C1 C2 1.503(5) . ? C2 C3 1.393(6) . ? C2 C7 1.397(6) . ? C3 C4 1.394(6) . ? C4 C5 1.376(7) . ? C5 C6 1.392(7) . ? C6 C7 1.386(6) . ? C8 C9 1.409(5) . ? C9 C10 1.494(5) . ? C10 C11 1.393(6) . ? C10 C15 1.400(6) . ? C11 C12 1.385(6) . ? C12 C13 1.376(7) . ? C13 C14 1.382(7) . ? C14 C15 1.382(6) . ? C16 C17 1.383(7) . ? C17 C18 1.378(8) . ? C18 C19 1.376(7) . ? C19 C20 1.391(6) . ? C20 C21 1.464(6) . ? C21 C22 1.395(6) . ? C21 C26 1.413(6) . ? C22 C23 1.389(6) . ? C23 C24 1.377(6) . ? C24 C25 1.393(6) . ? C25 C26 1.399(5) . ? C27 C28 1.388(6) . ? C27 C37 1.458(6) . ? C28 C29 1.383(7) . ? C29 C30 1.393(7) . ? C30 C31 1.387(6) . ? C32 C33 1.396(5) . ? C32 C37 1.422(5) . ? C33 C34 1.383(6) . ? C34 C35 1.369(7) . ? C35 C36 1.384(7) . ? C36 C37 1.398(5) . ? C38 C45 1.405(5) . ? C38 C39 1.494(5) . ? C39 C44 1.399(6) . ? C39 C40 1.405(6) . ? C40 C41 1.393(7) . ? C41 C42 1.398(8) . ? C42 C43 1.380(7) . ? C43 C44 1.389(6) . ? C45 C46 1.402(5) . ? C46 C47 1.499(5) . ? C47 C52 1.395(5) . ? C47 C48 1.398(5) . ? C48 C49 1.383(5) . ? C49 C50 1.403(6) . ? C50 C51 1.382(6) . ? C51 C52 1.406(5) . ? C53 C54 1.378(6) . ? C54 C55 1.388(7) . ? C55 C56 1.386(6) . ? C56 C57 1.389(6) . ? C57 C63 1.465(5) . ? C58 C59 1.398(5) . ? C58 C63 1.415(5) . ? C59 C60 1.378(6) . ? C60 C61 1.388(7) . ? C61 C62 1.384(6) . ? C62 C63 1.393(5) . ? C64 C65 1.377(6) . ? C65 C66 1.381(7) . ? C66 C67 1.376(7) . ? C67 C68 1.391(6) . ? C68 C70 1.470(6) . ? C69 C74 1.400(5) . ? C69 C70 1.422(5) . ? C70 C71 1.398(6) . ? C71 C72 1.374(7) . ? C72 C73 1.379(7) . ? C73 C74 1.372(6) . ? O5 C78 1.485(14) . ? O5 C75 1.507(13) . ? C76 C77 1.28(3) . ? C76 C75 1.434(14) . ? C77 C78 1.466(15) . ? 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 C26 Ir1 C32 85.19(15) . . ? C26 Ir1 N6 97.39(14) . . ? C32 Ir1 N6 79.95(15) . . ? C26 Ir1 N5 80.52(15) . . ? C32 Ir1 N5 97.28(15) . . ? N6 Ir1 N5 176.70(13) . . ? C26 Ir1 O1 92.37(13) . . ? C32 Ir1 O1 175.27(13) . . ? N6 Ir1 O1 96.38(13) . . ? N5 Ir1 O1 86.30(13) . . ? C26 Ir1 O2 175.03(14) . . ? C32 Ir1 O2 95.31(13) . . ? N6 Ir1 O2 87.55(12) . . ? N5 Ir1 O2 94.52(13) . . ? O1 Ir1 O2 87.47(11) . . ? C69 Ir2 C58 88.43(15) . . ? C69 Ir2 N7 94.57(14) . . ? C58 Ir2 N7 80.79(14) . . ? C69 Ir2 N8 80.78(15) . . ? C58 Ir2 N8 94.58(15) . . ? N7 Ir2 N8 173.58(12) . . ? C69 Ir2 O4 90.17(13) . . ? C58 Ir2 O4 175.55(14) . . ? N7 Ir2 O4 95.11(11) . . ? N8 Ir2 O4 89.36(12) . . ? C69 Ir2 O3 175.36(13) . . ? C58 Ir2 O3 93.86(13) . . ? N7 Ir2 O3 89.78(12) . . ? N8 Ir2 O3 95.00(12) . . ? O4 Ir2 O3 87.85(10) . . ? C1 O1 Ir1 126.4(3) . . ? C9 O2 Ir1 125.8(2) . . ? C38 O3 Ir2 125.2(2) . . ? C46 O4 Ir2 126.5(2) . . ? C16 N5 C20 119.0(4) . . ? C16 N5 Ir1 124.3(3) . . ? C20 N5 Ir1 116.7(3) . . ? C31 N6 C27 119.2(4) . . ? C31 N6 Ir1 123.0(3) . . ? C27 N6 Ir1 117.5(3) . . ? C53 N7 C57 119.7(3) . . ? C53 N7 Ir2 124.0(3) . . ? C57 N7 Ir2 116.3(2) . . ? C64 N8 C68 120.2(3) . . ? C64 N8 Ir2 123.6(3) . . ? C68 N8 Ir2 116.2(3) . . ? O1 C1 C8 125.6(4) . . ? O1 C1 C2 115.2(3) . . ? C8 C1 C2 119.2(3) . . ? C3 C2 C7 118.8(4) . . ? C3 C2 C1 123.1(4) . . ? C7 C2 C1 118.1(4) . . ? C2 C3 C4 120.3(4) . . ? C5 C4 C3 120.6(4) . . ? C4 C5 C6 119.6(4) . . ? C7 C6 C5 120.2(4) . . ? C6 C7 C2 120.6(4) . . ? C1 C8 C9 128.0(4) . . ? O2 C9 C8 125.9(4) . . ? O2 C9 C10 115.3(3) . . ? C8 C9 C10 118.6(4) . . ? C11 C10 C15 117.2(4) . . ? C11 C10 C9 119.2(4) . . ? C15 C10 C9 123.5(4) . . ? C12 C11 C10 121.1(5) . . ? C13 C12 C11 121.0(5) . . ? C12 C13 C14 118.5(4) . . ? C15 C14 C13 120.9(5) . . ? C14 C15 C10 121.1(5) . . ? N5 C16 C17 122.5(5) . . ? C18 C17 C16 118.8(5) . . ? C19 C18 C17 119.0(4) . . ? C18 C19 C20 120.6(5) . . ? N5 C20 C19 120.2(4) . . ? N5 C20 C21 112.3(3) . . ? C19 C20 C21 127.4(4) . . ? C22 C21 C26 118.9(4) . . ? C22 C21 C20 125.0(4) . . ? C26 C21 C20 116.1(4) . . ? F1 C22 C23 115.8(4) . . ? F1 C22 C21 120.9(4) . . ? C23 C22 C21 123.3(4) . . ? C24 C23 C22 115.7(4) . . ? F2 C24 C23 117.1(4) . . ? F2 C24 C25 118.6(4) . . ? C23 C24 C25 124.2(4) . . ? C24 C25 C26 118.8(4) . . ? C25 C26 C21 118.9(4) . . ? C25 C26 Ir1 127.1(3) . . ? C21 C26 Ir1 113.9(3) . . ? N6 C27 C28 120.3(4) . . ? N6 C27 C37 112.2(3) . . ? C28 C27 C37 127.5(4) . . ? C29 C28 C27 120.1(4) . . ? C28 C29 C30 119.8(4) . . ? C31 C30 C29 117.7(4) . . ? N6 C31 C30 122.8(4) . . ? C33 C32 C37 118.9(3) . . ? C33 C32 Ir1 126.5(3) . . ? C37 C32 Ir1 114.4(3) . . ? C34 C33 C32 119.2(4) . . ? F3 C34 C35 117.6(4) . . ? F3 C34 C33 118.5(4) . . ? C35 C34 C33 123.9(4) . . ? C34 C35 C36 116.5(4) . . ? F4 C36 C35 116.9(4) . . ? F4 C36 C37 120.0(4) . . ? C35 C36 C37 123.1(4) . . ? C36 C37 C32 118.4(4) . . ? C36 C37 C27 126.0(4) . . ? C32 C37 C27 115.6(3) . . ? O3 C38 C45 127.2(3) . . ? O3 C38 C39 114.3(3) . . ? C45 C38 C39 118.5(3) . . ? C44 C39 C40 118.3(4) . . ? C44 C39 C38 119.6(4) . . ? C40 C39 C38 122.1(4) . . ? C41 C40 C39 120.8(5) . . ? C40 C41 C42 119.6(5) . . ? C43 C42 C41 120.1(4) . . ? C42 C43 C44 120.3(5) . . ? C43 C44 C39 120.8(4) . . ? C46 C45 C38 127.2(3) . . ? O4 C46 C45 125.8(3) . . ? O4 C46 C47 114.7(3) . . ? C45 C46 C47 119.5(3) . . ? C52 C47 C48 118.4(3) . . ? C52 C47 C46 122.8(3) . . ? C48 C47 C46 118.8(3) . . ? C49 C48 C47 121.1(4) . . ? C48 C49 C50 120.0(4) . . ? C51 C50 C49 119.8(4) . . ? C50 C51 C52 119.8(4) . . ? C47 C52 C51 120.9(4) . . ? N7 C53 C54 122.8(4) . . ? C53 C54 C55 118.1(4) . . ? C56 C55 C54 119.7(4) . . ? C55 C56 C57 120.0(4) . . ? N7 C57 C56 119.6(4) . . ? N7 C57 C63 112.8(3) . . ? C56 C57 C63 127.6(4) . . ? C59 C58 C63 119.4(3) . . ? C59 C58 Ir2 126.3(3) . . ? C63 C58 Ir2 114.3(3) . . ? C60 C59 C58 118.9(4) . . ? F5 C60 C59 119.3(4) . . ? F5 C60 C61 116.9(4) . . ? C59 C60 C61 123.8(4) . . ? C62 C61 C60 116.2(4) . . ? F6 C62 C61 116.4(4) . . ? F6 C62 C63 120.5(4) . . ? C61 C62 C63 123.0(4) . . ? C62 C63 C58 118.7(3) . . ? C62 C63 C57 125.6(4) . . ? C58 C63 C57 115.7(3) . . ? N8 C64 C65 122.1(4) . . ? C64 C65 C66 118.3(4) . . ? C67 C66 C65 120.3(4) . . ? C66 C67 C68 119.3(4) . . ? N8 C68 C67 119.8(4) . . ? N8 C68 C70 113.0(3) . . ? C67 C68 C70 127.1(4) . . ? C74 C69 C70 118.3(3) . . ? C74 C69 Ir2 126.6(3) . . ? C70 C69 Ir2 115.0(3) . . ? C71 C70 C69 118.5(4) . . ? C71 C70 C68 126.5(4) . . ? C69 C70 C68 114.9(3) . . ? F7 C71 C72 117.1(4) . . ? F7 C71 C70 119.4(4) . . ? C72 C71 C70 123.4(4) . . ? C71 C72 C73 116.1(4) . . ? F8 C73 C74 117.9(4) . . ? F8 C73 C72 118.1(4) . . ? C74 C73 C72 124.0(4) . . ? C73 C74 C69 119.6(4) . . ? C78 O5 C75 106.1(15) . . ? C77 C76 C75 100.9(15) . . ? C76 C75 O5 110.2(11) . . ? C76 C77 C78 124(2) . . ? C77 C78 O5 97.4(18) . . ? _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 32.78 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 3.862 _refine_diff_density_min -4.137 _refine_diff_density_rms 0.232 # Attachment '1B-CCDC_726167.cif' data_1B _database_code_depnum_ccdc_archive 'CCDC 726167' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety C37H23F4IrN2O2 _chemical_formula_sum 'C37 H23 F4 Ir N2 O2' _chemical_formula_weight 795.79 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 11.745(2) _cell_length_b 16.325(3) _cell_length_c 17.965(4) _cell_angle_alpha 113.67(3) _cell_angle_beta 107.93(3) _cell_angle_gamma 94.38(3) _cell_volume 2921.4(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7817 _cell_measurement_theta_min 1.33 _cell_measurement_theta_max 23.54 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.809 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1552 _exptl_absorpt_coefficient_mu 4.635 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details HKL2000-Scalepack _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.74999 _diffrn_radiation_type synchrotron _diffrn_radiation_source PAL _diffrn_radiation_monochromator 'Silicon double crystal monochromator' _diffrn_measurement_device_type '4AMXW ADSC Quantum-210 detector' _diffrn_measurement_method 'phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7817 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0198 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 24.92 _reflns_number_total 7817 _reflns_number_gt 7594 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'PAL ADSC Quantum-210 ADX Program' _computing_cell_refinement HKL2000-Scalepack _computing_data_reduction HKL2000-Scalepack _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP3 _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1900P)^2^+14.9389P] 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 7817 _refine_ls_number_parameters 829 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0716 _refine_ls_R_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.2090 _refine_ls_wR_factor_gt 0.2075 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir2 Ir 0.46729(4) 0.75140(2) 0.49540(2) 0.0283(2) Uani 1 1 d . . . O4 O 0.4866(6) 0.6464(4) 0.3845(4) 0.0236(14) Uani 1 1 d . . . N2 N 0.5231(8) 0.6774(5) 0.5628(5) 0.0272(19) Uani 1 1 d . . . F5 F 0.2021(7) 0.4901(5) 0.5141(5) 0.055(2) Uani 1 1 d . . . N1 N 0.4005(7) 0.8234(5) 0.4275(4) 0.0235(17) Uani 1 1 d . . . F6 F -0.0294(6) 0.6437(5) 0.3760(4) 0.0484(17) Uani 1 1 d . . . C7 C 0.4077(10) 0.9259(7) 0.5680(6) 0.032(2) Uani 1 1 d . . . C8 C 0.4503(8) 0.8577(6) 0.5916(6) 0.024(2) Uani 1 1 d . . . F8 F 0.3596(6) 1.0755(4) 0.6101(3) 0.0382(15) Uani 1 1 d . . . F7 F 0.5082(7) 0.9751(4) 0.8241(3) 0.0506(18) Uani 1 1 d . . . C11 C 0.4008(10) 1.0085(7) 0.6321(6) 0.033(2) Uani 1 1 d . . . C12 C 0.4315(10) 0.6110(7) 0.5539(6) 0.032(3) Uani 1 1 d . . . C13 C 0.5867(10) 0.6451(6) 0.3683(6) 0.028(2) Uani 1 1 d . . . C14 C 0.3751(9) 0.7948(6) 0.3430(5) 0.028(2) Uani 1 1 d . . . H14 H 0.3918 0.7391 0.3119 0.034 Uiso 1 1 calc R . . C15 C 0.4647(12) 0.5549(8) 0.5939(7) 0.041(3) Uani 1 1 d . . . H15 H 0.4037 0.5099 0.5874 0.049 Uiso 1 1 calc R . . C16 C 0.3099(10) 0.6121(6) 0.5015(6) 0.032(2) Uani 1 1 d . . . C17 C 0.1867(10) 0.6891(7) 0.4283(6) 0.032(2) Uani 1 1 d . . . H17 H 0.1790 0.7347 0.4097 0.038 Uiso 1 1 calc R . . C18 C 0.3775(9) 0.9064(6) 0.4757(5) 0.024(2) Uani 1 1 d . . . C19 C 0.7234(10) 0.7951(6) 0.4952(6) 0.031(2) Uani 1 1 d . . . C20 C 0.2002(12) 0.5554(7) 0.4846(6) 0.039(3) Uani 1 1 d . . . C21 C 0.6967(10) 0.7116(6) 0.4175(6) 0.032(2) Uani 1 1 d . . . H21 H 0.7607 0.7002 0.3973 0.038 Uiso 1 1 calc R . . C22 C 0.3250(10) 0.8434(7) 0.2988(6) 0.037(3) Uani 1 1 d . . . H22 H 0.3096 0.8211 0.2394 0.044 Uiso 1 1 calc R . . C23 C 0.0844(10) 0.6320(7) 0.4153(6) 0.036(3) Uani 1 1 d . . . C24 C 0.4345(10) 1.0265(7) 0.7177(6) 0.037(3) Uani 1 1 d . . . H24 H 0.4294 1.0814 0.7593 0.044 Uiso 1 1 calc R . . C25 C 0.4847(9) 0.8778(7) 0.6801(6) 0.032(2) Uani 1 1 d . . . H25 H 0.5132 0.8349 0.6985 0.038 Uiso 1 1 calc R . . C26 C 0.6393(10) 0.6861(7) 0.6095(6) 0.038(3) Uani 1 1 d . . . H26 H 0.7003 0.7302 0.6147 0.045 Uiso 1 1 calc R . . C27 C 0.5754(10) 0.5696(6) 0.2817(6) 0.031(2) Uani 1 1 d . . . C28 C 0.3051(10) 0.6793(6) 0.4703(5) 0.027(2) Uani 1 1 d . . . C29 C 0.4768(11) 0.9596(7) 0.7399(6) 0.038(3) Uani 1 1 d . . . C30 C 0.9228(10) 0.8614(6) 0.4888(6) 0.035(2) Uani 1 1 d . . . H30 H 0.8928 0.8274 0.4283 0.042 Uiso 1 1 calc R . . C31 C 0.8498(9) 0.8545(6) 0.5362(6) 0.028(2) Uani 1 1 d . . . C32 C 0.3252(10) 0.9566(7) 0.4334(7) 0.038(3) Uani 1 1 d . . . H32 H 0.3080 1.0117 0.4652 0.046 Uiso 1 1 calc R . . C33 C 0.0862(11) 0.5643(7) 0.4415(6) 0.041(3) Uani 1 1 d . . . H33 H 0.0142 0.5261 0.4307 0.049 Uiso 1 1 calc R . . C34 C 0.6744(10) 0.5351(6) 0.2692(7) 0.038(3) Uani 1 1 d . . . H34 H 0.7487 0.5550 0.3164 0.045 Uiso 1 1 calc R . . C35 C 0.8949(10) 0.9097(6) 0.6269(6) 0.033(2) Uani 1 1 d . . . H35 H 0.8458 0.9083 0.6585 0.040 Uiso 1 1 calc R . . C36 C 1.0391(11) 0.9189(7) 0.5325(7) 0.041(3) Uani 1 1 d . . . H36 H 1.0876 0.9220 0.5010 0.049 Uiso 1 1 calc R . . C37 C 0.4629(10) 0.5379(6) 0.2115(6) 0.034(2) Uani 1 1 d . . . H37 H 0.3943 0.5588 0.2200 0.041 Uiso 1 1 calc R . . C38 C 0.6650(11) 0.4696(7) 0.1857(7) 0.046(3) Uani 1 1 d . . . H38 H 0.7315 0.4450 0.1775 0.055 Uiso 1 1 calc R . . C39 C 0.2979(11) 0.9260(8) 0.3439(7) 0.038(3) Uani 1 1 d . . . H39 H 0.2628 0.9598 0.3156 0.045 Uiso 1 1 calc R . . C40 C 0.5542(13) 0.4431(7) 0.1167(8) 0.049(3) Uani 1 1 d . . . H40 H 0.5481 0.4028 0.0607 0.059 Uiso 1 1 calc R . . C41 C 0.5823(13) 0.5635(9) 0.6420(8) 0.043(3) Uani 1 1 d . . . H41 H 0.6028 0.5253 0.6685 0.051 Uiso 1 1 calc R . . C42 C 1.0117(10) 0.9665(8) 0.6698(7) 0.039(3) Uani 1 1 d . . . H42 H 1.0421 1.0011 0.7303 0.047 Uiso 1 1 calc R . . C43 C 0.6719(12) 0.6305(8) 0.6508(7) 0.047(3) Uani 1 1 d . . . H43 H 0.7538 0.6385 0.6843 0.057 Uiso 1 1 calc R . . C44 C 1.0842(10) 0.9716(7) 0.6223(7) 0.040(3) Uani 1 1 d . . . H44 H 1.1623 1.0104 0.6509 0.048 Uiso 1 1 calc R . . C45 C 0.4538(11) 0.4743(7) 0.1281(7) 0.040(3) Uani 1 1 d . . . H45 H 0.3795 0.4536 0.0809 0.048 Uiso 1 1 calc R . . Ir1 Ir 0.99813(4) 0.24646(3) 0.00520(2) 0.0309(2) Uani 1 1 d . . . O2 O 0.8116(7) 0.2603(5) -0.0410(4) 0.0360(17) Uani 1 1 d . . . F4 F 1.0032(7) 0.1822(4) -0.3129(3) 0.0505(18) Uani 1 1 d . . . N3 N 0.9469(9) 0.1061(5) -0.0687(5) 0.031(2) Uani 1 1 d . . . O1 O 0.9687(6) 0.2363(5) 0.1129(4) 0.0327(16) Uani 1 1 d . . . F2 F 1.4805(6) 0.3021(5) 0.1907(4) 0.0556(18) Uani 1 1 d . . . N4 N 1.0628(8) 0.3843(5) 0.0745(5) 0.0307(19) Uani 1 1 d . . . F3 F 1.1699(7) 0.4813(5) -0.0881(4) 0.0552(19) Uani 1 1 d . . . F1 F 1.2693(7) 0.0020(5) -0.0108(5) 0.0549(19) Uani 1 1 d . . . C55 C 1.2712(11) 0.2782(7) 0.1056(6) 0.037(3) Uani 1 1 d . . . H55 H 1.2753 0.3409 0.1325 0.045 Uiso 1 1 calc R . . C56 C 1.0404(12) 0.0621(8) -0.0589(7) 0.040(3) Uani 1 1 d . . . C57 C 1.0875(10) 0.3658(7) -0.0561(7) 0.034(2) Uani 1 1 d . . . C58 C 1.0058(9) 0.2101(7) -0.1738(6) 0.030(2) Uani 1 1 d . . . H58 H 0.9710 0.1483 -0.1946 0.036 Uiso 1 1 calc R . . C59 C 1.3781(11) 0.1514(8) 0.0906(6) 0.043(3) Uani 1 1 d . . . H59 H 1.4491 0.1306 0.1065 0.052 Uiso 1 1 calc R . . C60 C 1.1588(11) 0.1228(7) 0.0019(6) 0.035(2) Uani 1 1 d . . . C61 C 1.2683(11) 0.0929(7) 0.0270(6) 0.036(2) Uani 1 1 d . . . C62 C 1.0751(10) 0.4350(7) 0.1575(6) 0.038(3) Uani 1 1 d . . . H62 H 1.0505 0.4049 0.1863 0.045 Uiso 1 1 calc R . . C63 C 0.6026(10) 0.2460(7) -0.0562(6) 0.031(2) Uani 1 1 d . . . C64 C 0.8329(9) 0.0591(7) -0.1212(6) 0.033(2) Uani 1 1 d . . . H64 H 0.7707 0.0910 -0.1249 0.039 Uiso 1 1 calc R . . C65 C 0.5758(11) 0.2896(7) -0.1106(6) 0.039(3) Uani 1 1 d . . . H65 H 0.6393 0.3195 -0.1177 0.046 Uiso 1 1 calc R . . C66 C 1.0889(11) 0.3329(7) -0.2006(7) 0.039(3) Uani 1 1 d . . . H66 H 1.1076 0.3519 -0.2386 0.047 Uiso 1 1 calc R . . C67 C 0.4562(12) 0.2884(8) -0.1533(8) 0.042(3) Uani 1 1 d . . . H67 H 0.4399 0.3185 -0.1884 0.050 Uiso 1 1 calc R . . C68 C 0.5070(10) 0.2001(7) -0.0496(6) 0.031(2) Uani 1 1 d . . . H68 H 0.5230 0.1684 -0.0159 0.037 Uiso 1 1 calc R . . C69 C 0.8698(10) 0.2410(6) 0.1254(6) 0.032(2) Uani 1 1 d . . . C70 C 0.7567(11) 0.2461(7) 0.0719(6) 0.035(2) Uani 1 1 d . . . H70 H 0.6917 0.2463 0.0911 0.042 Uiso 1 1 calc R . . C71 C 0.7328(10) 0.2508(6) -0.0076(6) 0.032(2) Uani 1 1 d . . . C72 C 1.1613(11) 0.2184(7) 0.0418(6) 0.036(3) Uani 1 1 d . . . C73 C 1.0132(13) -0.0361(8) -0.1093(7) 0.043(3) Uani 1 1 d . . . H73 H 1.0759 -0.0673 -0.1048 0.051 Uiso 1 1 calc R . . C74 C 0.8771(10) 0.2432(7) 0.2124(6) 0.034(2) Uani 1 1 d . . . C75 C 0.3604(11) 0.2440(8) -0.1454(8) 0.045(3) Uani 1 1 d . . . H75 H 0.2799 0.2435 -0.1752 0.054 Uiso 1 1 calc R . . C76 C 1.1576(13) 0.5731(9) 0.1603(10) 0.055(4) Uani 1 1 d . . . H76 H 1.1888 0.6364 0.1893 0.066 Uiso 1 1 calc R . . C77 C 1.0309(11) 0.2410(8) -0.2278(6) 0.042(3) Uani 1 1 d . . . C78 C 1.1039(11) 0.4277(7) 0.0327(6) 0.039(3) Uani 1 1 d . . . C79 C 1.3748(11) 0.2449(8) 0.1295(6) 0.041(3) Uani 1 1 d . . . C80 C 0.9836(12) 0.2872(8) 0.2841(7) 0.047(3) Uani 1 1 d . . . H80 H 1.0494 0.3178 0.2796 0.056 Uiso 1 1 calc R . . C81 C 0.9960(14) 0.2875(9) 0.3635(7) 0.054(4) Uani 1 1 d . . . H81 H 1.0696 0.3171 0.4113 0.065 Uiso 1 1 calc R . . C82 C 1.1211(12) 0.5274(8) 0.2027(7) 0.047(3) Uani 1 1 d . . . H82 H 1.1279 0.5592 0.2606 0.056 Uiso 1 1 calc R . . C83 C 0.3846(11) 0.1999(7) -0.0928(6) 0.038(3) Uani 1 1 d . . . H83 H 0.3205 0.1704 -0.0859 0.045 Uiso 1 1 calc R . . C84 C 1.1154(10) 0.3912(7) -0.1155(7) 0.038(3) Uani 1 1 d . . . C85 C 0.8025(11) -0.0348(7) -0.1705(7) 0.041(3) Uani 1 1 d . . . H85 H 0.7218 -0.0655 -0.2078 0.049 Uiso 1 1 calc R . . C86 C 0.9002(14) 0.2445(9) 0.3707(7) 0.052(3) Uani 1 1 d . . . H86 H 0.9065 0.2466 0.4244 0.062 Uiso 1 1 calc R . . C87 C 1.0329(9) 0.2728(7) -0.0852(6) 0.033(2) Uani 1 1 d . . . C88 C 1.1473(10) 0.5247(7) 0.0767(7) 0.042(3) Uani 1 1 d . . . H88 H 1.1690 0.5553 0.0474 0.050 Uiso 1 1 calc R . . C89 C 0.8958(14) -0.0833(8) -0.1635(7) 0.047(3) Uani 1 1 d . . . H89 H 0.8777 -0.1469 -0.1955 0.056 Uiso 1 1 calc R . . C90 C 0.7818(13) 0.1982(10) 0.2204(8) 0.064(4) Uani 1 1 d . . . H90 H 0.7083 0.1674 0.1727 0.077 Uiso 1 1 calc R . . C91 C 0.7954(14) 0.1986(14) 0.3005(9) 0.085(6) Uani 1 1 d . . . H91 H 0.7312 0.1667 0.3054 0.102 Uiso 1 1 calc R . . O5 O 0.6463(7) 0.8233(4) 0.5328(4) 0.0297(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir2 0.0288(3) 0.0207(3) 0.0288(3) 0.0076(2) 0.00830(19) 0.00130(18) O4 0.022(3) 0.018(3) 0.032(3) 0.012(3) 0.010(3) -0.001(3) N2 0.037(5) 0.006(3) 0.025(4) -0.002(3) 0.008(4) 0.000(3) F5 0.055(5) 0.041(4) 0.065(4) 0.029(3) 0.013(4) -0.010(4) N1 0.023(4) 0.010(3) 0.028(4) 0.005(3) 0.006(3) -0.005(3) F6 0.032(4) 0.060(4) 0.045(3) 0.025(3) 0.005(3) -0.002(3) C7 0.025(5) 0.026(5) 0.039(5) 0.016(5) 0.003(4) -0.004(4) C8 0.013(4) 0.029(5) 0.029(4) 0.016(4) 0.004(4) -0.007(4) F8 0.056(4) 0.018(3) 0.034(3) 0.008(3) 0.011(3) 0.010(3) F7 0.078(5) 0.037(3) 0.025(3) 0.006(3) 0.014(3) 0.020(3) C11 0.036(6) 0.018(5) 0.033(5) 0.003(4) 0.012(5) 0.004(4) C12 0.041(6) 0.026(5) 0.021(4) 0.003(4) 0.012(4) 0.002(5) C13 0.038(6) 0.016(4) 0.027(4) 0.011(4) 0.007(4) 0.000(4) C14 0.033(5) 0.021(5) 0.020(4) 0.005(4) 0.002(4) 0.001(4) C15 0.046(7) 0.029(6) 0.039(6) 0.011(5) 0.015(5) -0.002(5) C16 0.038(6) 0.022(5) 0.023(4) 0.002(4) 0.010(4) 0.003(4) C17 0.042(6) 0.024(5) 0.022(4) 0.006(4) 0.008(4) 0.003(5) C18 0.034(5) 0.015(4) 0.026(4) 0.016(4) 0.006(4) 0.010(4) C19 0.036(6) 0.019(5) 0.031(5) 0.016(4) -0.001(4) 0.003(4) C20 0.054(7) 0.028(6) 0.036(5) 0.015(5) 0.018(5) 0.001(5) C21 0.029(5) 0.024(5) 0.034(5) 0.006(4) 0.012(4) 0.002(4) C22 0.046(7) 0.031(5) 0.030(5) 0.015(5) 0.008(5) 0.007(5) C23 0.034(6) 0.036(6) 0.026(5) 0.005(4) 0.012(4) -0.004(5) C24 0.043(6) 0.020(5) 0.035(5) 0.005(4) 0.008(5) 0.006(5) C25 0.032(5) 0.028(5) 0.026(4) 0.010(4) 0.003(4) 0.008(4) C26 0.024(5) 0.033(6) 0.036(5) 0.005(5) 0.002(4) -0.007(5) C27 0.039(6) 0.024(5) 0.029(5) 0.010(4) 0.014(4) 0.003(4) C28 0.048(6) 0.015(4) 0.018(4) 0.003(4) 0.019(4) 0.010(4) C29 0.050(7) 0.033(6) 0.019(4) 0.003(4) 0.010(5) 0.006(5) C30 0.043(6) 0.029(5) 0.027(5) 0.008(4) 0.012(5) -0.001(5) C31 0.024(5) 0.023(5) 0.027(4) 0.009(4) 0.004(4) -0.003(4) C32 0.035(6) 0.025(5) 0.046(6) 0.011(5) 0.011(5) 0.005(5) C33 0.039(6) 0.032(6) 0.038(5) 0.009(5) 0.009(5) -0.007(5) C34 0.034(6) 0.022(5) 0.046(6) 0.009(5) 0.010(5) 0.001(4) C35 0.043(6) 0.020(5) 0.035(5) 0.005(4) 0.023(5) 0.010(4) C36 0.044(7) 0.032(6) 0.047(6) 0.017(5) 0.019(5) 0.009(5) C37 0.034(6) 0.024(5) 0.039(5) 0.012(4) 0.012(5) 0.001(4) C38 0.048(7) 0.027(5) 0.052(6) 0.000(5) 0.028(6) 0.004(5) C39 0.044(7) 0.034(6) 0.034(5) 0.018(5) 0.010(5) 0.005(5) C40 0.067(9) 0.025(6) 0.042(6) -0.001(5) 0.028(6) -0.001(6) C41 0.062(9) 0.038(7) 0.052(7) 0.036(6) 0.026(7) 0.025(6) C42 0.030(6) 0.037(6) 0.034(5) 0.004(5) 0.007(5) 0.003(5) C43 0.045(7) 0.047(7) 0.052(6) 0.031(6) 0.010(6) 0.004(6) C44 0.030(6) 0.031(6) 0.047(6) 0.010(5) 0.013(5) -0.002(5) C45 0.036(6) 0.037(6) 0.029(5) 0.002(5) 0.009(5) -0.002(5) Ir1 0.0318(3) 0.0301(3) 0.0281(3) 0.0119(2) 0.00963(19) 0.00556(19) O2 0.036(4) 0.038(4) 0.032(3) 0.015(3) 0.013(3) 0.005(3) F4 0.076(5) 0.046(4) 0.028(3) 0.011(3) 0.024(3) 0.013(4) N3 0.045(6) 0.026(4) 0.030(4) 0.020(4) 0.015(4) 0.003(4) O1 0.029(4) 0.039(4) 0.027(3) 0.012(3) 0.011(3) 0.006(3) F2 0.038(4) 0.054(4) 0.052(4) 0.017(3) -0.003(3) 0.001(3) N4 0.031(5) 0.029(4) 0.027(4) 0.015(4) 0.000(3) 0.008(4) F3 0.065(5) 0.041(4) 0.061(4) 0.024(3) 0.026(4) 0.000(4) F1 0.066(5) 0.042(4) 0.060(4) 0.024(3) 0.022(4) 0.030(4) C55 0.050(7) 0.037(6) 0.030(5) 0.020(5) 0.018(5) 0.006(5) C56 0.053(7) 0.043(6) 0.033(5) 0.024(5) 0.018(5) 0.020(6) C57 0.028(5) 0.035(6) 0.034(5) 0.013(5) 0.009(5) 0.009(5) C58 0.035(6) 0.029(5) 0.027(4) 0.012(4) 0.011(4) 0.016(4) C59 0.051(7) 0.050(7) 0.039(5) 0.026(5) 0.021(5) 0.014(6) C60 0.050(7) 0.031(6) 0.035(5) 0.023(5) 0.019(5) 0.012(5) C61 0.047(7) 0.036(6) 0.041(5) 0.027(5) 0.022(5) 0.021(5) C62 0.032(6) 0.036(6) 0.029(5) 0.001(4) 0.008(4) 0.009(5) C63 0.034(6) 0.031(5) 0.024(4) 0.003(4) 0.016(4) 0.010(4) C64 0.025(5) 0.033(5) 0.029(5) 0.010(4) 0.004(4) 0.001(4) C65 0.042(7) 0.033(6) 0.035(5) 0.012(5) 0.013(5) 0.003(5) C66 0.044(6) 0.041(6) 0.044(6) 0.028(5) 0.017(5) 0.013(5) C67 0.047(7) 0.035(6) 0.044(6) 0.024(5) 0.009(5) 0.009(5) C68 0.035(6) 0.027(5) 0.031(5) 0.012(4) 0.011(4) 0.007(4) C69 0.042(6) 0.020(5) 0.026(5) 0.007(4) 0.008(4) 0.000(4) C70 0.042(6) 0.029(5) 0.030(5) 0.009(4) 0.015(5) 0.004(5) C71 0.041(6) 0.014(5) 0.041(5) 0.011(4) 0.014(5) 0.012(4) C72 0.048(7) 0.039(6) 0.025(4) 0.011(4) 0.024(5) 0.004(5) C73 0.064(8) 0.029(6) 0.038(6) 0.015(5) 0.021(6) 0.013(6) C74 0.039(6) 0.031(5) 0.022(4) 0.008(4) 0.005(4) 0.003(5) C75 0.035(6) 0.041(6) 0.048(6) 0.015(6) 0.008(5) 0.011(5) C76 0.048(8) 0.031(7) 0.078(9) 0.027(7) 0.008(7) 0.015(6) C77 0.042(6) 0.055(7) 0.025(5) 0.016(5) 0.008(5) 0.017(5) C78 0.041(6) 0.031(6) 0.036(5) 0.016(5) 0.005(5) 0.004(5) C79 0.039(6) 0.052(7) 0.032(5) 0.023(5) 0.009(5) 0.009(5) C80 0.043(7) 0.052(7) 0.048(6) 0.035(6) 0.006(5) -0.001(6) C81 0.062(9) 0.051(7) 0.034(6) 0.021(5) 0.002(6) -0.012(7) C82 0.056(8) 0.036(6) 0.036(5) 0.008(5) 0.011(5) 0.013(6) C83 0.040(6) 0.034(6) 0.038(5) 0.017(5) 0.012(5) 0.007(5) C84 0.033(6) 0.032(6) 0.053(6) 0.023(5) 0.015(5) 0.007(5) C85 0.044(7) 0.035(6) 0.038(5) 0.021(5) 0.005(5) -0.006(5) C86 0.069(9) 0.059(8) 0.027(5) 0.017(5) 0.020(6) 0.021(7) C87 0.022(5) 0.041(6) 0.031(5) 0.015(5) 0.006(4) 0.006(4) C88 0.038(6) 0.025(5) 0.051(6) 0.015(5) 0.005(5) 0.009(5) C89 0.078(10) 0.027(6) 0.037(6) 0.019(5) 0.021(6) 0.003(6) C90 0.044(7) 0.099(11) 0.048(7) 0.039(7) 0.011(6) -0.011(8) C91 0.051(9) 0.163(17) 0.064(8) 0.074(10) 0.022(8) 0.004(10) O5 0.041(4) 0.017(3) 0.024(3) 0.006(3) 0.007(3) 0.012(3) _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 Ir2 C8 1.974(9) . ? Ir2 C28 1.980(10) . ? Ir2 N2 2.040(8) . ? Ir2 N1 2.046(8) . ? Ir2 O5 2.090(7) . ? Ir2 O4 2.134(6) . ? O4 C13 1.295(12) . ? N2 C26 1.326(14) . ? N2 C12 1.391(13) . ? F5 C20 1.366(13) . ? N1 C14 1.320(11) . ? N1 C18 1.384(12) . ? F6 C23 1.374(14) . ? C7 C11 1.407(14) . ? C7 C8 1.414(15) . ? C7 C18 1.474(13) . ? C8 C25 1.402(13) . ? F8 C11 1.378(13) . ? F7 C29 1.351(11) . ? C11 C24 1.359(15) . ? C12 C15 1.384(17) . ? C12 C16 1.455(16) . ? C13 C21 1.393(13) . ? C13 C27 1.505(12) . ? C14 C22 1.377(15) . ? C15 C41 1.347(19) . ? C16 C20 1.401(15) . ? C16 C28 1.417(15) . ? C17 C23 1.359(14) . ? C17 C28 1.419(15) . ? C18 C32 1.384(15) . ? C19 O5 1.297(12) . ? C19 C21 1.429(13) . ? C19 C31 1.490(13) . ? C20 C33 1.377(18) . ? C22 C39 1.387(16) . ? C23 C33 1.363(16) . ? C24 C29 1.382(16) . ? C25 C29 1.369(14) . ? C26 C43 1.393(17) . ? C27 C34 1.370(15) . ? C27 C37 1.396(15) . ? C30 C36 1.384(15) . ? C30 C31 1.408(14) . ? C31 C35 1.401(13) . ? C32 C39 1.396(15) . ? C34 C38 1.414(14) . ? C35 C42 1.384(15) . ? C36 C44 1.384(15) . ? C37 C45 1.404(14) . ? C38 C40 1.382(19) . ? C40 C45 1.359(18) . ? C41 C43 1.383(18) . ? C42 C44 1.398(16) . ? Ir1 C72 1.979(13) . ? Ir1 C87 1.983(10) . ? Ir1 N4 2.025(8) . ? Ir1 N3 2.057(8) . ? Ir1 O1 2.132(6) . ? Ir1 O2 2.156(8) . ? O2 C71 1.278(12) . ? F4 C77 1.355(11) . ? N3 C64 1.325(13) . ? N3 C56 1.362(15) . ? O1 C69 1.253(13) . ? F2 C79 1.335(13) . ? N4 C62 1.338(12) . ? N4 C78 1.377(13) . ? F3 C84 1.378(12) . ? F1 C61 1.364(13) . ? C55 C79 1.388(17) . ? C55 C72 1.390(15) . ? C56 C73 1.438(16) . ? C56 C60 1.447(16) . ? C57 C84 1.402(15) . ? C57 C87 1.413(15) . ? C57 C78 1.446(14) . ? C58 C77 1.351(15) . ? C58 C87 1.419(13) . ? C59 C61 1.382(16) . ? C59 C79 1.411(16) . ? C60 C61 1.418(16) . ? C60 C72 1.425(15) . ? C62 C82 1.360(15) . ? C63 C68 1.365(14) . ? C63 C65 1.401(16) . ? C63 C71 1.487(15) . ? C64 C85 1.377(15) . ? C65 C67 1.373(18) . ? C66 C84 1.354(15) . ? C66 C77 1.415(16) . ? C67 C75 1.365(17) . ? C68 C83 1.407(16) . ? C69 C70 1.410(16) . ? C69 C74 1.524(13) . ? C70 C71 1.404(15) . ? C73 C89 1.360(19) . ? C74 C80 1.367(15) . ? C74 C90 1.369(16) . ? C75 C83 1.380(17) . ? C76 C88 1.348(18) . ? C76 C82 1.389(19) . ? C78 C88 1.419(15) . ? C80 C81 1.386(16) . ? C81 C86 1.348(18) . ? C85 C89 1.404(19) . ? C86 C91 1.346(19) . ? C90 C91 1.395(17) . ? 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 C8 Ir2 C28 91.4(3) . . ? C8 Ir2 N2 97.4(3) . . ? C28 Ir2 N2 80.5(4) . . ? C8 Ir2 N1 81.6(3) . . ? C28 Ir2 N1 96.0(4) . . ? N2 Ir2 N1 176.4(3) . . ? C8 Ir2 O5 87.8(3) . . ? C28 Ir2 O5 173.7(3) . . ? N2 Ir2 O5 93.4(3) . . ? N1 Ir2 O5 90.0(3) . . ? C8 Ir2 O4 173.5(3) . . ? C28 Ir2 O4 91.8(3) . . ? N2 Ir2 O4 88.7(3) . . ? N1 Ir2 O4 92.4(3) . . ? O5 Ir2 O4 89.7(2) . . ? C13 O4 Ir2 124.4(5) . . ? C26 N2 C12 119.7(10) . . ? C26 N2 Ir2 124.1(7) . . ? C12 N2 Ir2 116.1(8) . . ? C14 N1 C18 119.6(9) . . ? C14 N1 Ir2 124.9(6) . . ? C18 N1 Ir2 115.4(6) . . ? C11 C7 C8 119.9(9) . . ? C11 C7 C18 123.6(10) . . ? C8 C7 C18 116.4(9) . . ? C25 C8 C7 116.7(9) . . ? C25 C8 Ir2 128.8(8) . . ? C7 C8 Ir2 114.2(6) . . ? C24 C11 F8 117.0(8) . . ? C24 C11 C7 122.4(11) . . ? F8 C11 C7 120.6(9) . . ? C15 C12 N2 118.8(11) . . ? C15 C12 C16 129.2(10) . . ? N2 C12 C16 112.0(10) . . ? O4 C13 C21 126.5(8) . . ? O4 C13 C27 115.1(8) . . ? C21 C13 C27 117.9(9) . . ? N1 C14 C22 123.2(9) . . ? C41 C15 C12 122.1(11) . . ? C20 C16 C28 119.3(11) . . ? C20 C16 C12 124.5(10) . . ? C28 C16 C12 116.0(9) . . ? C23 C17 C28 120.1(11) . . ? C32 C18 N1 119.0(8) . . ? C32 C18 C7 128.7(9) . . ? N1 C18 C7 112.2(9) . . ? O5 C19 C21 125.2(9) . . ? O5 C19 C31 117.4(8) . . ? C21 C19 C31 117.5(9) . . ? F5 C20 C33 116.7(10) . . ? F5 C20 C16 120.6(11) . . ? C33 C20 C16 122.7(11) . . ? C13 C21 C19 128.0(10) . . ? C14 C22 C39 119.3(9) . . ? C17 C23 C33 124.3(12) . . ? C17 C23 F6 119.2(11) . . ? C33 C23 F6 116.5(9) . . ? C11 C24 C29 117.0(9) . . ? C29 C25 C8 120.9(10) . . ? N2 C26 C43 121.3(10) . . ? C34 C27 C37 119.6(9) . . ? C34 C27 C13 121.4(10) . . ? C37 C27 C13 118.8(10) . . ? C16 C28 C17 116.9(9) . . ? C16 C28 Ir2 114.8(8) . . ? C17 C28 Ir2 128.2(8) . . ? F7 C29 C25 118.8(11) . . ? F7 C29 C24 118.1(8) . . ? C25 C29 C24 123.1(9) . . ? C36 C30 C31 119.9(9) . . ? C35 C31 C30 118.9(9) . . ? C35 C31 C19 117.2(8) . . ? C30 C31 C19 123.9(8) . . ? C18 C32 C39 121.3(10) . . ? C23 C33 C20 116.6(10) . . ? C27 C34 C38 120.9(11) . . ? C42 C35 C31 120.6(9) . . ? C44 C36 C30 121.0(10) . . ? C27 C37 C45 119.7(10) . . ? C40 C38 C34 118.1(11) . . ? C22 C39 C32 117.6(11) . . ? C45 C40 C38 121.9(10) . . ? C15 C41 C43 118.3(13) . . ? C35 C42 C44 120.0(9) . . ? C41 C43 C26 119.9(12) . . ? C36 C44 C42 119.6(10) . . ? C40 C45 C37 119.7(11) . . ? C72 Ir1 C87 91.0(4) . . ? C72 Ir1 N4 94.5(4) . . ? C87 Ir1 N4 80.8(4) . . ? C72 Ir1 N3 81.4(4) . . ? C87 Ir1 N3 95.4(4) . . ? N4 Ir1 N3 174.4(3) . . ? C72 Ir1 O1 89.6(3) . . ? C87 Ir1 O1 172.8(3) . . ? N4 Ir1 O1 91.9(3) . . ? N3 Ir1 O1 91.8(3) . . ? C72 Ir1 O2 173.4(3) . . ? C87 Ir1 O2 91.1(3) . . ? N4 Ir1 O2 92.0(3) . . ? N3 Ir1 O2 92.1(3) . . ? O1 Ir1 O2 89.0(3) . . ? C71 O2 Ir1 124.1(7) . . ? C64 N3 C56 120.7(9) . . ? C64 N3 Ir1 124.6(8) . . ? C56 N3 Ir1 114.7(7) . . ? C69 O1 Ir1 123.8(7) . . ? C62 N4 C78 118.1(9) . . ? C62 N4 Ir1 125.9(7) . . ? C78 N4 Ir1 115.9(6) . . ? C79 C55 C72 120.4(11) . . ? N3 C56 C73 118.4(11) . . ? N3 C56 C60 114.0(10) . . ? C73 C56 C60 127.6(12) . . ? C84 C57 C87 118.5(9) . . ? C84 C57 C78 125.7(10) . . ? C87 C57 C78 115.8(9) . . ? C77 C58 C87 119.4(10) . . ? C61 C59 C79 115.0(11) . . ? C61 C60 C72 119.1(10) . . ? C61 C60 C56 124.5(10) . . ? C72 C60 C56 116.3(11) . . ? F1 C61 C59 115.9(10) . . ? F1 C61 C60 120.5(10) . . ? C59 C61 C60 123.5(10) . . ? N4 C62 C82 124.4(11) . . ? C68 C63 C65 118.3(10) . . ? C68 C63 C71 121.9(10) . . ? C65 C63 C71 119.7(9) . . ? N3 C64 C85 122.8(11) . . ? C67 C65 C63 120.2(11) . . ? C84 C66 C77 115.6(9) . . ? C75 C67 C65 121.6(13) . . ? C63 C68 C83 121.1(11) . . ? O1 C69 C70 129.3(9) . . ? O1 C69 C74 113.4(10) . . ? C70 C69 C74 117.3(10) . . ? C71 C70 C69 126.3(10) . . ? O2 C71 C70 126.6(11) . . ? O2 C71 C63 117.5(9) . . ? C70 C71 C63 115.9(9) . . ? C55 C72 C60 118.1(11) . . ? C55 C72 Ir1 128.1(8) . . ? C60 C72 Ir1 113.5(8) . . ? C89 C73 C56 120.2(13) . . ? C80 C74 C90 118.2(10) . . ? C80 C74 C69 119.8(10) . . ? C90 C74 C69 122.0(10) . . ? C67 C75 C83 119.2(12) . . ? C88 C76 C82 119.2(12) . . ? C58 C77 F4 120.0(10) . . ? C58 C77 C66 123.9(9) . . ? F4 C77 C66 116.1(9) . . ? N4 C78 C88 118.8(9) . . ? N4 C78 C57 113.0(9) . . ? C88 C78 C57 128.0(10) . . ? F2 C79 C55 120.6(10) . . ? F2 C79 C59 115.6(11) . . ? C55 C79 C59 123.8(11) . . ? C74 C80 C81 121.6(11) . . ? C86 C81 C80 119.4(12) . . ? C62 C82 C76 118.4(11) . . ? C75 C83 C68 119.5(10) . . ? C66 C84 F3 116.5(10) . . ? C66 C84 C57 124.2(10) . . ? F3 C84 C57 119.3(9) . . ? C64 C85 C89 118.7(11) . . ? C91 C86 C81 120.2(11) . . ? C57 C87 C58 118.4(9) . . ? C57 C87 Ir1 114.3(7) . . ? C58 C87 Ir1 127.3(8) . . ? C76 C88 C78 120.9(12) . . ? C73 C89 C85 119.1(11) . . ? C74 C90 C91 119.7(12) . . ? C86 C91 C90 120.8(13) . . ? C19 O5 Ir2 126.1(5) . . ? _diffrn_measured_fraction_theta_max 0.900 _diffrn_reflns_theta_full 24.92 _diffrn_measured_fraction_theta_full 0.900 _refine_diff_density_max 2.372 _refine_diff_density_min -4.367 _refine_diff_density_rms 0.290