data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_address ;Laboratoire de Chimie de Coordination UMR 7177 CNRS Universit\'e de Strasbourg Institut Le Bel - 4 rue Blaise Pascal, 67081 Strasbourg Cedex - France ; ;Laboratoire de Chimie de Coordination UMR 7177 CNRS Universit\'e de Strasbourg Institut Le Bel - 4 rue Blaise Pascal, 67081 Strasbourg Cedex - France ; _publ_contact_author_name 'Dr Pierre Braunstein' _publ_contact_author_email braunstein@unistra.fr _publ_section_title ; Stepwise Synthesis of a Hydrido, N-Heterocyclic Dicarbene Iridium(III) Pincer Complex Featuring Mixed NHC/abnormal NHC Ligands ; _publ_contact_author_address ;Laboratoire de Chimie de Coordination UMR 7177 CNRS Universit\'e de Strasbourg Institut Le Bel - 4 rue Blaise Pascal, 67081 Strasbourg Cedex - France ; _publ_contact_author_fax '+33 (0)3 68 85 13 22' _publ_contact_author_phone '+33 (0)3 68 85 13 08' _publ_author_name P.Braunstein # Attachment '- Ir complex 4.cif' data_ZwIr2 _database_code_depnum_ccdc_archive 'CCDC 827060' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H55 I Ir N4 O' _chemical_formula_sum 'C42 H55 I Ir N4 O' _chemical_formula_weight 951.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.6758(13) _cell_length_b 12.2455(5) _cell_length_c 16.8436(10) _cell_angle_alpha 90.00 _cell_angle_beta 93.658(2) _cell_angle_gamma 90.00 _cell_volume 4050.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7749 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.103 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.560 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1892 _exptl_absorpt_coefficient_mu 4.095 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.540 _exptl_absorpt_correction_T_max 0.850 _exptl_absorpt_process_details 'L. Spek, J. Appl.Cryst. 2003, 36, 7, B. Blessing, Acta Cryst, 1995, A51, 33' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13359 _diffrn_reflns_av_R_equivalents 0.0615 _diffrn_reflns_av_sigmaI/netI 0.1089 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.04 _diffrn_reflns_theta_max 25.50 _reflns_number_total 7510 _reflns_number_gt 4429 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP _computing_publication_material PLATON _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. One of the two adamantane groups (C15-C24) was found disordered in, at least, two positions, having C15 in common. One of the two images of the desorder was dominant. It was not possible to refine the second one, due to its low occupancy factor and to its proximity with the major component.This group was then refined with restrained C-C distances and anisotropic thermal parameters. A solvent molecule, probably toluene, was found disordered around the symmetry centre. Any attempt to locate its atomic coordinates failed. A PLATON-SQUEEZE procedure was then applyied, resulting in improved refinement parameters for the main residue. ; _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^)+(0.1071P)^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 7510 _refine_ls_number_parameters 445 _refine_ls_number_restraints 387 _refine_ls_R_factor_all 0.1110 _refine_ls_R_factor_gt 0.0623 _refine_ls_wR_factor_ref 0.1803 _refine_ls_wR_factor_gt 0.1604 _refine_ls_goodness_of_fit_ref 0.940 _refine_ls_restrained_S_all 0.931 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 216 145 ' ' 2 0.000 0.000 0.500 22 8 ' ' 3 0.500 0.500 1.000 216 141 ' ' 4 0.500 0.500 0.500 22 8 ' ' _platon_squeeze_details ; ; 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 0.20491(2) 0.10389(3) 0.54486(2) 0.02900(17) Uani 1 1 d . . . C1 C 0.2131(5) 0.2058(8) 0.4491(6) 0.028(2) Uani 1 1 d U . . C2 C 0.2239(6) 0.2438(8) 0.3172(6) 0.034(2) Uani 1 1 d U . . H2 H 0.2242 0.2351 0.2624 0.040 Uiso 1 1 calc R . . C3 C 0.2372(6) 0.3342(8) 0.3582(6) 0.032(2) Uani 1 1 d U . . H3 H 0.2495 0.4008 0.3368 0.039 Uiso 1 1 calc R . . C4 C 0.1934(6) 0.0529(8) 0.3525(6) 0.029(2) Uani 1 1 d U . . C5 C 0.2438(6) -0.0226(8) 0.3616(6) 0.033(2) Uani 1 1 d U . . H5 H 0.2865 -0.0008 0.3827 0.040 Uiso 1 1 calc R . . C6 C 0.2336(6) -0.1317(8) 0.3405(6) 0.034(2) Uani 1 1 d U . . C7 C 0.1678(7) -0.1621(9) 0.3110(6) 0.039(2) Uani 1 1 d U . . C8 C 0.1182(6) -0.0848(8) 0.2987(6) 0.035(2) Uani 1 1 d U . . H8 H 0.0759 -0.1068 0.2765 0.042 Uiso 1 1 calc R . . C9 C 0.1275(6) 0.0261(8) 0.3178(6) 0.033(2) Uani 1 1 d U . . C10 C 0.0741(7) 0.1086(9) 0.2982(7) 0.046(3) Uani 1 1 d U . . H10A H 0.0675 0.1156 0.2415 0.069 Uiso 1 1 calc R . . H10B H 0.0879 0.1776 0.3209 0.069 Uiso 1 1 calc R . . H10C H 0.0323 0.0859 0.3196 0.069 Uiso 1 1 calc R . . C11 C 0.1518(7) -0.2815(9) 0.2879(7) 0.050(3) Uani 1 1 d U . . H11A H 0.1443 -0.3230 0.3349 0.075 Uiso 1 1 calc R . . H11B H 0.1895 -0.3120 0.2619 0.075 Uiso 1 1 calc R . . H11C H 0.1117 -0.2840 0.2524 0.075 Uiso 1 1 calc R . . C12 C 0.3504(6) -0.1934(9) 0.3784(6) 0.039(2) Uani 1 1 d U . . H12 H 0.3563 -0.1422 0.4190 0.046 Uiso 1 1 calc R . . C13 C 0.4058(7) -0.2487(8) 0.3560(7) 0.040(2) Uani 1 1 d U . . H13 H 0.4465 -0.2375 0.3862 0.048 Uiso 1 1 calc R . . C14 C 0.3641(6) -0.4014(9) 0.2805(7) 0.041(3) Uani 1 1 d U . . H14 H 0.3682 -0.4454 0.2361 0.049 Uiso 1 1 calc R . . C15 C 0.4616(6) -0.2984(10) 0.2338(7) 0.044(2) Uani 1 1 d U . . C16 C 0.4612(8) -0.3783(11) 0.1678(9) 0.068(3) Uani 1 1 d DU . . H16A H 0.4162 -0.3803 0.1407 0.082 Uiso 1 1 calc R . . H16B H 0.4711 -0.4505 0.1893 0.082 Uiso 1 1 calc R . . C17 C 0.4569(7) -0.1800(10) 0.2071(8) 0.060(3) Uani 1 1 d DU . . H17A H 0.4622 -0.1327 0.2532 0.072 Uiso 1 1 calc R . . H17B H 0.4122 -0.1667 0.1811 0.072 Uiso 1 1 calc R . . C18 C 0.5010(8) -0.2289(10) 0.0779(8) 0.076(3) Uani 1 1 d DU . . H18A H 0.5316 -0.2098 0.0371 0.091 Uiso 1 1 calc R . . H18B H 0.4546 -0.2224 0.0553 0.091 Uiso 1 1 calc R . . C19 C 0.5149(6) -0.3482(11) 0.1065(8) 0.077(3) Uani 1 1 d DU . . H19 H 0.5131 -0.3994 0.0617 0.092 Uiso 1 1 calc R . . C20 C 0.5320(6) -0.3060(13) 0.2804(8) 0.068(3) Uani 1 1 d DU . . H20A H 0.5334 -0.2545 0.3243 0.082 Uiso 1 1 calc R . . H20B H 0.5378 -0.3788 0.3025 0.082 Uiso 1 1 calc R . . C21 C 0.5122(6) -0.1518(11) 0.1488(7) 0.068(3) Uani 1 1 d DU . . H21 H 0.5072 -0.0758 0.1312 0.081 Uiso 1 1 calc R . . C22 C 0.5909(7) -0.2813(10) 0.2275(8) 0.077(3) Uani 1 1 d DU . . H22 H 0.6353 -0.2894 0.2566 0.093 Uiso 1 1 calc R . . C23 C 0.5802(6) -0.1670(11) 0.1963(8) 0.068(3) Uani 1 1 d DU . . H23A H 0.6167 -0.1489 0.1626 0.081 Uiso 1 1 calc R . . H23B H 0.5826 -0.1165 0.2407 0.081 Uiso 1 1 calc R . . C24 C 0.5840(7) -0.3557(13) 0.1561(8) 0.078(3) Uani 1 1 d DU . . H24A H 0.5904 -0.4304 0.1742 0.094 Uiso 1 1 calc R . . H24B H 0.6202 -0.3390 0.1216 0.094 Uiso 1 1 calc R . . C25 C 0.2425(6) 0.4026(8) 0.4981(6) 0.0307(19) Uani 1 1 d U . . C26 C 0.2070(7) 0.5061(9) 0.4679(6) 0.041(2) Uani 1 1 d U . . H26A H 0.1582 0.4940 0.4630 0.049 Uiso 1 1 calc R . . H26B H 0.2218 0.5239 0.4156 0.049 Uiso 1 1 calc R . . C27 C 0.3198(6) 0.4235(9) 0.5104(7) 0.038(2) Uani 1 1 d U . . H27A H 0.3425 0.3574 0.5298 0.046 Uiso 1 1 calc R . . H27B H 0.3379 0.4427 0.4600 0.046 Uiso 1 1 calc R . . C28 C 0.2138(7) 0.3756(9) 0.5780(6) 0.040(2) Uani 1 1 d U . . H28A H 0.2345 0.3090 0.5992 0.048 Uiso 1 1 calc R . . H28B H 0.1651 0.3638 0.5704 0.048 Uiso 1 1 calc R . . C29 C 0.2282(7) 0.4700(9) 0.6373(7) 0.043(2) Uani 1 1 d U . . H29 H 0.2108 0.4507 0.6887 0.052 Uiso 1 1 calc R . . C30 C 0.3068(7) 0.4850(10) 0.6474(7) 0.049(3) Uani 1 1 d U . . H30A H 0.3178 0.5423 0.6859 0.059 Uiso 1 1 calc R . . H30B H 0.3279 0.4179 0.6671 0.059 Uiso 1 1 calc R . . C31 C 0.3337(7) 0.5144(9) 0.5692(7) 0.047(2) Uani 1 1 d U . . H31 H 0.3829 0.5262 0.5765 0.056 Uiso 1 1 calc R . . C32 C 0.2999(7) 0.6183(9) 0.5379(7) 0.047(3) Uani 1 1 d U . . H32A H 0.3188 0.6390 0.4882 0.057 Uiso 1 1 calc R . . H32B H 0.3088 0.6770 0.5758 0.057 Uiso 1 1 calc R . . C33 C 0.2229(7) 0.6010(9) 0.5243(7) 0.044(2) Uani 1 1 d U . . H33 H 0.2013 0.6678 0.5030 0.053 Uiso 1 1 calc R . . C34 C 0.1935(7) 0.5706(9) 0.6063(7) 0.047(3) Uani 1 1 d U . . H34A H 0.2014 0.6300 0.6439 0.057 Uiso 1 1 calc R . . H34B H 0.1448 0.5582 0.5991 0.057 Uiso 1 1 calc R . . C35 C 0.1009(6) 0.0673(9) 0.5112(7) 0.037(2) Uani 1 1 d U . . H35 H 0.1111 0.0835 0.4593 0.044 Uiso 1 1 calc R . . C36 C 0.1050(6) 0.1531(9) 0.5671(7) 0.038(2) Uani 1 1 d U . . H36 H 0.1173 0.2216 0.5491 0.046 Uiso 1 1 calc R . . C37 C 0.0912(6) 0.1428(10) 0.6531(6) 0.042(2) Uani 1 1 d U . . H37A H 0.0424 0.1372 0.6578 0.050 Uiso 1 1 calc R . . H37B H 0.1070 0.2082 0.6810 0.050 Uiso 1 1 calc R . . C38 C 0.1268(6) 0.0414(10) 0.6932(7) 0.043(3) Uani 1 1 d U . . H38A H 0.1338 0.0544 0.7499 0.052 Uiso 1 1 calc R . . H38B H 0.0972 -0.0217 0.6856 0.052 Uiso 1 1 calc R . . C39 C 0.1943(6) 0.0171(9) 0.6596(6) 0.038(2) Uani 1 1 d U . . H39 H 0.2328 0.0533 0.6809 0.046 Uiso 1 1 calc R . . C40 C 0.2014(7) -0.0581(9) 0.5974(7) 0.042(3) Uani 1 1 d U . . H40 H 0.2452 -0.0707 0.5818 0.051 Uiso 1 1 calc R . . C41 C 0.1433(6) -0.1207(8) 0.5533(7) 0.044(3) Uani 1 1 d U . . H41A H 0.1601 -0.1530 0.5057 0.053 Uiso 1 1 calc R . . H41B H 0.1294 -0.1799 0.5870 0.053 Uiso 1 1 calc R . . C42 C 0.0809(6) -0.0511(9) 0.5293(7) 0.043(3) Uani 1 1 d U . . H42A H 0.0501 -0.0514 0.5721 0.052 Uiso 1 1 calc R . . H42B H 0.0571 -0.0827 0.4826 0.052 Uiso 1 1 calc R . . I1 I 0.34093(4) 0.09801(6) 0.56525(5) 0.0444(2) Uani 1 1 d . . . N1 N 0.2093(5) 0.1643(7) 0.3729(5) 0.0302(18) Uani 1 1 d U . . N2 N 0.2297(4) 0.3140(7) 0.4381(5) 0.0281(17) Uani 1 1 d U . . N3 N 0.2849(5) -0.2097(7) 0.3432(5) 0.037(2) Uani 1 1 d U . . N4 N 0.4077(5) -0.3211(7) 0.2915(5) 0.0366(19) Uani 1 1 d U . . O1 O 0.3182(5) -0.4235(6) 0.3241(5) 0.050(2) Uani 1 1 d U . . 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 0.0329(3) 0.0292(3) 0.0254(2) 0.00410(18) 0.00610(17) 0.0002(2) C1 0.034(5) 0.028(4) 0.023(4) -0.003(4) 0.005(4) -0.005(4) C2 0.041(5) 0.035(5) 0.026(5) 0.003(4) 0.011(4) 0.000(4) C3 0.037(5) 0.032(5) 0.029(5) 0.005(4) 0.005(4) -0.007(4) C4 0.038(5) 0.028(4) 0.022(4) 0.001(4) 0.007(4) -0.009(4) C5 0.039(5) 0.037(5) 0.025(5) 0.003(4) 0.010(4) -0.002(4) C6 0.045(5) 0.036(4) 0.023(4) 0.001(4) 0.014(4) -0.004(4) C7 0.054(6) 0.030(5) 0.032(5) -0.003(4) 0.009(5) -0.004(4) C8 0.045(6) 0.034(5) 0.027(5) -0.004(4) 0.006(4) -0.006(4) C9 0.042(5) 0.036(5) 0.021(4) 0.001(4) 0.005(4) -0.003(4) C10 0.056(8) 0.047(7) 0.035(6) -0.005(5) 0.000(6) -0.005(6) C11 0.069(9) 0.035(6) 0.046(7) -0.014(5) 0.012(6) -0.014(6) C12 0.045(6) 0.040(5) 0.031(5) -0.008(4) 0.008(5) -0.004(5) C13 0.046(6) 0.037(5) 0.038(5) -0.009(4) 0.013(5) -0.007(5) C14 0.041(6) 0.040(5) 0.044(6) -0.008(5) 0.020(5) -0.006(5) C15 0.036(5) 0.045(5) 0.054(5) 0.002(4) 0.025(4) -0.003(4) C16 0.058(6) 0.075(6) 0.075(6) -0.017(5) 0.036(6) -0.020(6) C17 0.058(6) 0.056(6) 0.069(6) 0.009(5) 0.025(5) 0.001(5) C18 0.072(7) 0.086(7) 0.074(7) 0.006(6) 0.026(6) 0.004(6) C19 0.062(6) 0.087(6) 0.087(6) -0.013(5) 0.044(5) -0.016(6) C20 0.051(6) 0.082(6) 0.072(6) 0.011(6) 0.017(5) -0.006(6) C21 0.061(6) 0.067(6) 0.077(6) 0.010(5) 0.020(5) 0.001(5) C22 0.060(6) 0.094(6) 0.079(6) 0.012(5) 0.024(5) 0.003(6) C23 0.057(6) 0.081(6) 0.069(6) 0.011(6) 0.025(6) 0.006(6) C24 0.067(7) 0.093(7) 0.079(7) 0.003(6) 0.042(6) 0.016(6) C25 0.039(4) 0.031(4) 0.023(4) 0.000(3) 0.008(4) -0.001(4) C26 0.053(6) 0.040(5) 0.031(5) 0.002(4) 0.011(5) 0.009(5) C27 0.044(6) 0.036(5) 0.034(5) -0.004(4) 0.008(5) 0.000(4) C28 0.050(6) 0.043(5) 0.028(5) 0.004(4) 0.009(4) -0.002(5) C29 0.057(6) 0.039(5) 0.034(5) -0.003(4) 0.007(5) 0.000(4) C30 0.061(6) 0.045(5) 0.040(5) -0.010(5) -0.007(5) -0.009(5) C31 0.056(6) 0.046(5) 0.038(5) -0.014(4) 0.003(5) -0.010(5) C32 0.071(6) 0.034(5) 0.039(5) -0.011(4) 0.017(5) -0.017(5) C33 0.064(5) 0.030(5) 0.040(5) 0.000(4) 0.017(5) 0.008(5) C34 0.064(6) 0.037(5) 0.042(6) -0.008(4) 0.016(5) 0.007(5) C35 0.038(6) 0.037(5) 0.036(5) 0.005(4) 0.006(5) -0.005(5) C36 0.034(5) 0.039(5) 0.042(5) -0.002(4) 0.004(5) -0.009(5) C37 0.039(6) 0.053(5) 0.034(5) -0.006(4) 0.015(5) -0.005(5) C38 0.045(6) 0.053(5) 0.033(5) 0.003(4) 0.008(5) -0.008(5) C39 0.044(6) 0.037(5) 0.033(5) 0.015(4) 0.005(5) -0.001(5) C40 0.046(6) 0.037(5) 0.044(6) 0.016(4) 0.011(5) -0.006(5) C41 0.053(6) 0.032(5) 0.048(6) 0.002(4) 0.011(5) -0.007(5) C42 0.046(6) 0.036(5) 0.049(6) 0.003(4) 0.010(5) -0.015(5) I1 0.0381(5) 0.0503(5) 0.0449(5) 0.0084(4) 0.0028(4) 0.0030(4) N1 0.036(4) 0.032(4) 0.024(4) -0.001(3) 0.010(3) -0.001(3) N2 0.033(4) 0.030(4) 0.022(4) 0.002(3) 0.001(3) -0.003(3) N3 0.046(5) 0.035(4) 0.031(4) -0.004(4) 0.003(4) 0.002(4) N4 0.037(5) 0.033(4) 0.041(4) -0.008(3) 0.011(4) -0.004(4) O1 0.060(6) 0.033(4) 0.060(6) -0.006(4) 0.027(5) -0.009(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 2.054(10) . ? Ir1 C36 2.112(12) . ? Ir1 C35 2.136(11) . ? Ir1 C40 2.175(10) . ? Ir1 C39 2.227(10) . ? Ir1 I1 2.6775(10) . ? C1 N1 1.378(12) . ? C1 N2 1.380(13) . ? C2 C3 1.321(14) . ? C2 N1 1.394(12) . ? C2 H2 0.9300 . ? C3 N2 1.386(12) . ? C3 H3 0.9300 . ? C4 C5 1.357(15) . ? C4 C9 1.425(15) . ? C4 N1 1.437(13) . ? C5 C6 1.394(14) . ? C5 H5 0.9300 . ? C6 N3 1.388(14) . ? C6 C7 1.407(16) . ? C7 C8 1.366(16) . ? C7 C11 1.540(14) . ? C8 C9 1.404(14) . ? C8 H8 0.9300 . ? C9 C10 1.480(16) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C13 1.358(16) . ? C12 N3 1.399(14) . ? C12 H12 0.9300 . ? C13 N4 1.405(13) . ? C13 H13 0.9300 . ? C14 O1 1.230(13) . ? C14 N4 1.311(14) . ? C14 H14 0.9300 . ? C15 C16 1.481(17) . ? C15 N4 1.510(14) . ? C15 C17 1.519(17) . ? C15 C20 1.551(18) . ? C16 C19 1.568(14) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C21 1.550(9) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C21 1.527(9) . ? C18 C19 1.558(9) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C24 1.552(9) . ? C19 H19 0.9800 . ? C20 C22 1.536(19) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C23 1.525(9) . ? C21 H21 0.9800 . ? C22 C23 1.505(9) . ? C22 C24 1.508(19) . ? C22 H22 0.9800 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 N2 1.494(12) . ? C25 C26 1.520(14) . ? C25 C28 1.528(14) . ? C25 C27 1.543(16) . ? C26 C33 1.521(15) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C31 1.504(14) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.542(15) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C34 1.486(15) . ? C29 C30 1.557(18) . ? C29 H29 0.9800 . ? C30 C31 1.495(16) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.514(16) . ? C31 H31 0.9800 . ? C32 C33 1.532(19) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.577(16) . ? C33 H33 0.9800 . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C36 1.410(15) . ? C35 C42 1.538(15) . ? C35 H35 0.9300 . ? C36 C37 1.495(15) . ? C36 H36 0.9300 . ? C37 C38 1.558(16) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C39 1.506(16) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 C40 1.410(16) . ? C39 H39 0.9300 . ? C40 C41 1.530(16) . ? C40 H40 0.9300 . ? C41 C42 1.527(17) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? 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 C1 Ir1 C36 95.0(4) . . ? C1 Ir1 C35 92.3(4) . . ? C36 Ir1 C35 38.8(4) . . ? C1 Ir1 C40 151.6(4) . . ? C36 Ir1 C40 97.7(5) . . ? C35 Ir1 C40 82.1(4) . . ? C1 Ir1 C39 171.1(4) . . ? C36 Ir1 C39 80.9(4) . . ? C35 Ir1 C39 89.4(4) . . ? C40 Ir1 C39 37.3(4) . . ? C1 Ir1 I1 89.4(3) . . ? C36 Ir1 I1 156.8(3) . . ? C35 Ir1 I1 164.0(3) . . ? C40 Ir1 I1 88.9(3) . . ? C39 Ir1 I1 91.4(3) . . ? N1 C1 N2 103.2(8) . . ? N1 C1 Ir1 120.4(7) . . ? N2 C1 Ir1 136.1(7) . . ? C3 C2 N1 106.0(9) . . ? C3 C2 H2 127.0 . . ? N1 C2 H2 127.0 . . ? C2 C3 N2 109.1(9) . . ? C2 C3 H3 125.4 . . ? N2 C3 H3 125.4 . . ? C5 C4 C9 121.9(10) . . ? C5 C4 N1 118.2(10) . . ? C9 C4 N1 119.7(9) . . ? C4 C5 C6 122.1(11) . . ? C4 C5 H5 119.0 . . ? C6 C5 H5 119.0 . . ? N3 C6 C5 124.0(11) . . ? N3 C6 C7 118.6(9) . . ? C5 C6 C7 117.3(10) . . ? C8 C7 C6 120.1(10) . . ? C8 C7 C11 119.2(11) . . ? C6 C7 C11 120.6(11) . . ? C7 C8 C9 123.6(11) . . ? C7 C8 H8 118.2 . . ? C9 C8 H8 118.2 . . ? C8 C9 C4 114.7(10) . . ? C8 C9 C10 121.9(11) . . ? C4 C9 C10 123.3(10) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C11 H11A 109.5 . . ? C7 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C7 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 N3 123.1(10) . . ? C13 C12 H12 118.4 . . ? N3 C12 H12 118.4 . . ? C12 C13 N4 126.2(11) . . ? C12 C13 H13 116.9 . . ? N4 C13 H13 116.9 . . ? O1 C14 N4 125.5(11) . . ? O1 C14 H14 117.2 . . ? N4 C14 H14 117.2 . . ? C16 C15 N4 113.0(10) . . ? C16 C15 C17 114.3(11) . . ? N4 C15 C17 109.5(9) . . ? C16 C15 C20 107.7(11) . . ? N4 C15 C20 107.7(9) . . ? C17 C15 C20 104.1(11) . . ? C15 C16 C19 111.5(11) . . ? C15 C16 H16A 109.3 . . ? C19 C16 H16A 109.3 . . ? C15 C16 H16B 109.3 . . ? C19 C16 H16B 109.3 . . ? H16A C16 H16B 108.0 . . ? C15 C17 C21 111.5(11) . . ? C15 C17 H17A 109.3 . . ? C21 C17 H17A 109.3 . . ? C15 C17 H17B 109.3 . . ? C21 C17 H17B 109.3 . . ? H17A C17 H17B 108.0 . . ? C21 C18 C19 108.9(12) . . ? C21 C18 H18A 109.9 . . ? C19 C18 H18A 109.9 . . ? C21 C18 H18B 109.9 . . ? C19 C18 H18B 109.9 . . ? H18A C18 H18B 108.3 . . ? C24 C19 C18 110.6(12) . . ? C24 C19 C16 103.7(11) . . ? C18 C19 C16 108.2(11) . . ? C24 C19 H19 111.4 . . ? C18 C19 H19 111.4 . . ? C16 C19 H19 111.4 . . ? C22 C20 C15 112.1(11) . . ? C22 C20 H20A 109.2 . . ? C15 C20 H20A 109.2 . . ? C22 C20 H20B 109.2 . . ? C15 C20 H20B 109.2 . . ? H20A C20 H20B 107.9 . . ? C23 C21 C18 114.3(12) . . ? C23 C21 C17 105.6(11) . . ? C18 C21 C17 106.6(11) . . ? C23 C21 H21 110.0 . . ? C18 C21 H21 110.0 . . ? C17 C21 H21 110.0 . . ? C23 C22 C24 106.3(12) . . ? C23 C22 C20 106.9(11) . . ? C24 C22 C20 108.1(12) . . ? C23 C22 H22 111.7 . . ? C24 C22 H22 111.7 . . ? C20 C22 H22 111.7 . . ? C22 C23 C21 113.3(12) . . ? C22 C23 H23A 108.9 . . ? C21 C23 H23A 108.9 . . ? C22 C23 H23B 108.9 . . ? C21 C23 H23B 108.9 . . ? H23A C23 H23B 107.7 . . ? C22 C24 C19 115.2(12) . . ? C22 C24 H24A 108.5 . . ? C19 C24 H24A 108.5 . . ? C22 C24 H24B 108.5 . . ? C19 C24 H24B 108.5 . . ? H24A C24 H24B 107.5 . . ? N2 C25 C26 108.9(8) . . ? N2 C25 C28 112.5(8) . . ? C26 C25 C28 106.7(9) . . ? N2 C25 C27 109.5(8) . . ? C26 C25 C27 109.6(9) . . ? C28 C25 C27 109.6(9) . . ? C25 C26 C33 110.8(9) . . ? C25 C26 H26A 109.5 . . ? C33 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? C33 C26 H26B 109.5 . . ? H26A C26 H26B 108.1 . . ? C31 C27 C25 110.3(10) . . ? C31 C27 H27A 109.6 . . ? C25 C27 H27A 109.6 . . ? C31 C27 H27B 109.6 . . ? C25 C27 H27B 109.6 . . ? H27A C27 H27B 108.1 . . ? C25 C28 C29 110.2(9) . . ? C25 C28 H28A 109.6 . . ? C29 C28 H28A 109.6 . . ? C25 C28 H28B 109.6 . . ? C29 C28 H28B 109.6 . . ? H28A C28 H28B 108.1 . . ? C34 C29 C28 109.4(10) . . ? C34 C29 C30 111.8(10) . . ? C28 C29 C30 107.5(10) . . ? C34 C29 H29 109.4 . . ? C28 C29 H29 109.4 . . ? C30 C29 H29 109.4 . . ? C31 C30 C29 109.6(10) . . ? C31 C30 H30A 109.7 . . ? C29 C30 H30A 109.7 . . ? C31 C30 H30B 109.7 . . ? C29 C30 H30B 109.7 . . ? H30A C30 H30B 108.2 . . ? C30 C31 C27 110.0(10) . . ? C30 C31 C32 109.7(10) . . ? C27 C31 C32 109.6(10) . . ? C30 C31 H31 109.1 . . ? C27 C31 H31 109.1 . . ? C32 C31 H31 109.1 . . ? C31 C32 C33 110.1(9) . . ? C31 C32 H32A 109.6 . . ? C33 C32 H32A 109.6 . . ? C31 C32 H32B 109.6 . . ? C33 C32 H32B 109.6 . . ? H32A C32 H32B 108.2 . . ? C26 C33 C32 111.2(10) . . ? C26 C33 C34 107.1(9) . . ? C32 C33 C34 108.4(10) . . ? C26 C33 H33 110.0 . . ? C32 C33 H33 110.0 . . ? C34 C33 H33 110.0 . . ? C29 C34 C33 108.5(10) . . ? C29 C34 H34A 110.0 . . ? C33 C34 H34A 110.0 . . ? C29 C34 H34B 110.0 . . ? C33 C34 H34B 110.0 . . ? H34A C34 H34B 108.4 . . ? C36 C35 C42 125.0(11) . . ? C36 C35 Ir1 69.7(6) . . ? C42 C35 Ir1 113.5(8) . . ? C36 C35 H35 117.5 . . ? C42 C35 H35 117.5 . . ? Ir1 C35 H35 86.8 . . ? C35 C36 C37 125.3(10) . . ? C35 C36 Ir1 71.5(7) . . ? C37 C36 Ir1 112.1(8) . . ? C35 C36 H36 117.4 . . ? C37 C36 H36 117.4 . . ? Ir1 C36 H36 86.3 . . ? C36 C37 C38 112.5(9) . . ? C36 C37 H37A 109.1 . . ? C38 C37 H37A 109.1 . . ? C36 C37 H37B 109.1 . . ? C38 C37 H37B 109.1 . . ? H37A C37 H37B 107.8 . . ? C39 C38 C37 112.2(9) . . ? C39 C38 H38A 109.2 . . ? C37 C38 H38A 109.2 . . ? C39 C38 H38B 109.2 . . ? C37 C38 H38B 109.2 . . ? H38A C38 H38B 107.9 . . ? C40 C39 C38 122.7(11) . . ? C40 C39 Ir1 69.3(6) . . ? C38 C39 Ir1 111.4(7) . . ? C40 C39 H39 118.6 . . ? C38 C39 H39 118.6 . . ? Ir1 C39 H39 89.3 . . ? C39 C40 C41 125.5(12) . . ? C39 C40 Ir1 73.4(6) . . ? C41 C40 Ir1 107.6(7) . . ? C39 C40 H40 117.2 . . ? C41 C40 H40 117.2 . . ? Ir1 C40 H40 89.0 . . ? C42 C41 C40 114.3(9) . . ? C42 C41 H41A 108.7 . . ? C40 C41 H41A 108.7 . . ? C42 C41 H41B 108.7 . . ? C40 C41 H41B 108.7 . . ? H41A C41 H41B 107.6 . . ? C41 C42 C35 111.5(10) . . ? C41 C42 H42A 109.3 . . ? C35 C42 H42A 109.3 . . ? C41 C42 H42B 109.3 . . ? C35 C42 H42B 109.3 . . ? H42A C42 H42B 108.0 . . ? C1 N1 C2 111.6(8) . . ? C1 N1 C4 124.8(8) . . ? C2 N1 C4 123.6(8) . . ? C1 N2 C3 110.0(8) . . ? C1 N2 C25 129.6(8) . . ? C3 N2 C25 120.3(8) . . ? C6 N3 C12 124.3(9) . . ? C14 N4 C13 122.2(10) . . ? C14 N4 C15 121.9(9) . . ? C13 N4 C15 115.8(9) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.608 _refine_diff_density_min -1.959 _refine_diff_density_rms 0.292 # Attachment '- Ir2 complex 7.cif' data_PBZW100412 _database_code_depnum_ccdc_archive 'CCDC 827061' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C50 H66 Cl0.25 I1.75 Ir2 N4' _chemical_formula_sum 'C50 H66 Cl0.25 I1.75 Ir2 N4' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour yellow _diffrn_ambient_temperature 173(2) _chemical_formula_weight 1338.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.3334(5) _cell_length_b 17.8209(8) _cell_length_c 19.0291(5) _cell_angle_alpha 90.00 _cell_angle_beta 106.637(2) _cell_angle_gamma 90.00 _cell_volume 4657.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9846 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.103 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.909 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2580 _exptl_absorpt_coefficient_mu 6.922 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.430 _exptl_absorpt_correction_T_max 0.560 _exptl_absorpt_process_details 'L. Spek, J. Appl.Cryst. 2003, 36, 7, B. Blessing, Acta Cryst, 1995, A51, 33' _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17895 _diffrn_reflns_av_R_equivalents 0.0675 _diffrn_reflns_av_sigmaI/netI 0.1165 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 27.12 _reflns_number_total 10267 _reflns_number_gt 5824 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ORTEP _computing_publication_material PLATON _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. A disorder involved one of the halogens coordinating to the metal centre. A Chloride and an Iodine were found occupying almost the same coordinate with a mutual occupancy factor of 0.25/0.75. These atoms were refined with Equal Anisotropic Parameters. A related disorder involved the adamantane. This was in fact disordered in two very close positions. Attempts to fully refine this disorder failed. Instead, the group was refined with restrained anisotropic parameters. ; _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^)+(0.0694P)^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 10267 _refine_ls_number_parameters 529 _refine_ls_number_restraints 60 _refine_ls_R_factor_all 0.1249 _refine_ls_R_factor_gt 0.0531 _refine_ls_wR_factor_ref 0.1462 _refine_ls_wR_factor_gt 0.1223 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 0.990 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.71997(3) -0.12768(3) 0.47314(2) 0.03844(14) Uani 1 1 d . . . Ir2 Ir 0.88107(3) 0.10027(2) 0.824181(19) 0.02990(13) Uani 1 1 d . . . C1 C 0.7629(7) -0.0172(6) 0.4983(5) 0.033(2) Uani 1 1 d . A . C2 C 0.8134(7) 0.0035(5) 0.8420(5) 0.026(2) Uani 1 1 d . . . C3 C 0.7681(7) -0.1185(6) 0.8313(5) 0.035(3) Uani 1 1 d . . . H3 H 0.7604 -0.1679 0.8149 0.042 Uiso 1 1 calc R . . C4 C 0.7344(8) -0.0889(6) 0.8832(5) 0.038(3) Uani 1 1 d . . . H4 H 0.6987 -0.1139 0.9098 0.045 Uiso 1 1 calc R . . C5 C 0.8376(8) 0.0838(6) 0.5610(5) 0.045(3) Uani 1 1 d . A . H5 H 0.8752 0.1132 0.5990 0.055 Uiso 1 1 calc R . . C6 C 0.7873(9) 0.1072(7) 0.4948(5) 0.051(3) Uani 1 1 d . A . H6 H 0.7857 0.1561 0.4773 0.061 Uiso 1 1 calc R . . C7 C 0.8219(7) -0.0321(6) 0.6838(5) 0.031(2) Uani 1 1 d . . . H7 H 0.7665 -0.0028 0.6781 0.038 Uiso 1 1 calc R . . C8 C 0.8596(7) -0.0717(5) 0.7475(5) 0.027(2) Uani 1 1 d . . . C9 C 0.9413(8) -0.1169(5) 0.7577(5) 0.032(2) Uani 1 1 d . . . C10 C 0.9847(8) -0.1165(6) 0.7017(5) 0.037(3) Uani 1 1 d . . . H10 H 1.0404 -0.1456 0.7082 0.044 Uiso 1 1 calc R . . C11 C 0.9527(7) -0.0766(6) 0.6365(5) 0.035(3) Uani 1 1 d . . . C12 C 0.8659(7) -0.0356(6) 0.6279(5) 0.037(3) Uani 1 1 d . A . C13 C 1.0097(8) -0.0727(7) 0.5824(5) 0.044(3) Uani 1 1 d . . . H13A H 1.0397 -0.0243 0.5850 0.066 Uiso 1 1 calc R . . H13B H 0.9671 -0.0806 0.5339 0.066 Uiso 1 1 calc R . . H13C H 1.0592 -0.1108 0.5935 0.066 Uiso 1 1 calc R . . C14 C 0.9827(8) -0.1627(6) 0.8265(5) 0.043(3) Uani 1 1 d . . . H14A H 0.9441 -0.2071 0.8246 0.065 Uiso 1 1 calc R . . H14B H 0.9818 -0.1334 0.8686 0.065 Uiso 1 1 calc R . . H14C H 1.0486 -0.1767 0.8299 0.065 Uiso 1 1 calc R . . C15 C 0.6672(7) 0.0564(6) 0.3811(5) 0.037(3) Uani 1 1 d U A . C16 C 0.6364(12) -0.0165(8) 0.3436(6) 0.097(5) Uani 1 1 d U . . H16A H 0.6097 -0.0483 0.3744 0.116 Uiso 1 1 calc R . . H16B H 0.6925 -0.0417 0.3357 0.116 Uiso 1 1 calc R . . C17 C 0.7075(11) 0.1089(10) 0.3348(7) 0.095(5) Uani 1 1 d U . . H17A H 0.7633 0.0859 0.3242 0.114 Uiso 1 1 calc R . . H17B H 0.7289 0.1551 0.3616 0.114 Uiso 1 1 calc R . . C18 C 0.5793(10) 0.0941(8) 0.3953(7) 0.074(4) Uani 1 1 d U . . H18A H 0.5980 0.1434 0.4163 0.089 Uiso 1 1 calc R . . H18B H 0.5577 0.0647 0.4306 0.089 Uiso 1 1 calc R . . C19 C 0.4737(11) 0.0358(10) 0.2805(7) 0.089(5) Uani 1 1 d U . . H19A H 0.4295 0.0495 0.2333 0.106 Uiso 1 1 calc R . . H19B H 0.4394 0.0010 0.3034 0.106 Uiso 1 1 calc R . . C20 C 0.5572(10) -0.0039(7) 0.2673(6) 0.073(4) Uani 1 1 d U . . H20 H 0.5377 -0.0511 0.2407 0.087 Uiso 1 1 calc R . . C21 C 0.6043(13) 0.0525(12) 0.2234(7) 0.109(6) Uani 1 1 d U . . H21A H 0.6647 0.0312 0.2190 0.131 Uiso 1 1 calc R . . H21B H 0.5607 0.0585 0.1743 0.131 Uiso 1 1 calc R . . C22 C 0.6247(11) 0.1275(9) 0.2586(7) 0.074(4) Uani 1 1 d U . . H22 H 0.6482 0.1630 0.2282 0.089 Uiso 1 1 calc R . . C23 C 0.5369(11) 0.1564(9) 0.2772(7) 0.079(5) Uani 1 1 d U . . H23A H 0.4864 0.1664 0.2319 0.095 Uiso 1 1 calc R . . H23B H 0.5535 0.2037 0.3029 0.095 Uiso 1 1 calc R . . C24 C 0.4953(12) 0.1024(10) 0.3252(8) 0.090(5) Uani 1 1 d U . . H24 H 0.4369 0.1231 0.3351 0.108 Uiso 1 1 calc R . . C25 C 0.7282(7) 0.0403(6) 0.9410(5) 0.035(3) Uani 1 1 d . . . C26 C 0.8090(7) 0.0958(6) 0.9780(5) 0.031(2) Uani 1 1 d . . . H26A H 0.8650 0.0686 1.0078 0.038 Uiso 1 1 calc R . . H26B H 0.8291 0.1234 0.9409 0.038 Uiso 1 1 calc R . . C27 C 0.6387(7) 0.0826(6) 0.8956(5) 0.042(3) Uani 1 1 d . . . H27A H 0.6550 0.1101 0.8567 0.051 Uiso 1 1 calc R . . H27B H 0.5874 0.0472 0.8733 0.051 Uiso 1 1 calc R . . C28 C 0.6999(8) -0.0039(6) 1.0009(5) 0.043(3) Uani 1 1 d . . . H28A H 0.7554 -0.0323 1.0297 0.052 Uiso 1 1 calc R . . H28B H 0.6479 -0.0388 0.9787 0.052 Uiso 1 1 calc R . . C29 C 0.6654(9) 0.0523(7) 1.0513(6) 0.056(3) Uani 1 1 d . . . H29 H 0.6479 0.0247 1.0903 0.067 Uiso 1 1 calc R . . C30 C 0.7482(10) 0.1077(7) 1.0853(6) 0.056(3) Uani 1 1 d . . . H30A H 0.7278 0.1426 1.1172 0.067 Uiso 1 1 calc R . . H30B H 0.8048 0.0807 1.1145 0.067 Uiso 1 1 calc R . . C31 C 0.7735(8) 0.1498(7) 1.0253(5) 0.042(3) Uani 1 1 d . . . H31 H 0.8253 0.1859 1.0470 0.050 Uiso 1 1 calc R . . C32 C 0.6847(9) 0.1917(7) 0.9787(6) 0.056(3) Uani 1 1 d . . . H32A H 0.6625 0.2272 1.0092 0.067 Uiso 1 1 calc R . . H32B H 0.7022 0.2197 0.9407 0.067 Uiso 1 1 calc R . . C33 C 0.6031(8) 0.1370(7) 0.9439(6) 0.049(3) Uani 1 1 d . . . H33 H 0.5463 0.1646 0.9142 0.059 Uiso 1 1 calc R . . C34 C 0.5763(9) 0.0945(7) 1.0044(7) 0.061(4) Uani 1 1 d . . . H34A H 0.5244 0.0592 0.9830 0.073 Uiso 1 1 calc R . . H34B H 0.5531 0.1294 1.0348 0.073 Uiso 1 1 calc R . . C35 C 1.0195(6) 0.0444(6) 0.8512(5) 0.034(2) Uani 1 1 d . . . H35 H 0.9863 0.0003 0.8337 0.041 Uiso 1 1 calc R . . C36 C 1.0052(7) 0.0761(6) 0.9161(5) 0.033(2) Uani 1 1 d . . . H36 H 0.9633 0.0519 0.9380 0.039 Uiso 1 1 calc R . . C37 C 1.0555(9) 0.1478(6) 0.9511(6) 0.053(3) Uani 1 1 d . . . H37A H 1.0632 0.1456 1.0034 0.064 Uiso 1 1 calc R . . H37B H 1.1202 0.1492 0.9446 0.064 Uiso 1 1 calc R . . C38 C 1.0050(9) 0.2189(7) 0.9223(6) 0.061(4) Uani 1 1 d . . . H38A H 1.0535 0.2575 0.9242 0.073 Uiso 1 1 calc R . . H38B H 0.9662 0.2346 0.9539 0.073 Uiso 1 1 calc R . . C39 C 0.9389(9) 0.2128(6) 0.8435(6) 0.050(3) Uani 1 1 d . . . H39 H 0.8749 0.2292 0.8345 0.060 Uiso 1 1 calc R . . C40 C 0.9664(9) 0.1850(7) 0.7852(6) 0.050(3) Uani 1 1 d . . . H40 H 0.9202 0.1828 0.7395 0.060 Uiso 1 1 calc R . . C41 C 1.0695(9) 0.1575(8) 0.7921(7) 0.065(4) Uani 1 1 d . . . H41A H 1.0847 0.1674 0.7465 0.077 Uiso 1 1 calc R . . H41B H 1.1150 0.1858 0.8305 0.077 Uiso 1 1 calc R . . C42 C 1.0831(9) 0.0760(7) 0.8093(6) 0.054(3) Uani 1 1 d . . . H42A H 1.0716 0.0485 0.7636 0.065 Uiso 1 1 calc R . . H42B H 1.1505 0.0676 0.8372 0.065 Uiso 1 1 calc R . . C43 C 0.7054(8) -0.2498(7) 0.4810(7) 0.062(4) Uani 1 1 d . A . H43 H 0.7717 -0.2515 0.4856 0.075 Uiso 1 1 calc R . . C44 C 0.6425(8) -0.2254(6) 0.4149(6) 0.054(3) Uani 1 1 d . A . H44 H 0.6699 -0.2143 0.3773 0.065 Uiso 1 1 calc R . . C45 C 0.5345(9) -0.2154(8) 0.3989(6) 0.071(4) Uani 1 1 d . . . H45A H 0.5098 -0.1895 0.3524 0.085 Uiso 1 1 calc R A . H45B H 0.5038 -0.2644 0.3942 0.085 Uiso 1 1 calc R . . C46 C 0.5077(9) -0.1719(8) 0.4576(6) 0.064(4) Uani 1 1 d . A . H46A H 0.4965 -0.2070 0.4933 0.077 Uiso 1 1 calc R . . H46B H 0.4469 -0.1459 0.4357 0.077 Uiso 1 1 calc R . . C47 C 0.5852(8) -0.1129(7) 0.4990(5) 0.046(3) Uani 1 1 d . A . H47 H 0.5828 -0.0641 0.4812 0.055 Uiso 1 1 calc R . . C48 C 0.6582(8) -0.1334(7) 0.5626(6) 0.050(3) Uani 1 1 d . A . H48 H 0.7017 -0.0960 0.5852 0.059 Uiso 1 1 calc R . . C49 C 0.6735(11) -0.2096(8) 0.5981(6) 0.071(4) Uani 1 1 d . . . H49A H 0.6230 -0.2184 0.6219 0.085 Uiso 1 1 calc R A . H49B H 0.7356 -0.2101 0.6357 0.085 Uiso 1 1 calc R . . C50 C 0.6719(9) -0.2733(8) 0.5446(7) 0.068(4) Uani 1 1 d . A . H50A H 0.7132 -0.3136 0.5702 0.082 Uiso 1 1 calc R . . H50B H 0.6060 -0.2927 0.5268 0.082 Uiso 1 1 calc R . . I2 I 0.72042(6) 0.15580(5) 0.72976(4) 0.0545(2) Uani 1 1 d . . . I1 I 0.85530(9) -0.14682(9) 0.40092(8) 0.0457(4) Uani 0.75 1 d P A 1 Cl1 Cl 0.8278(15) -0.1591(13) 0.4071(12) 0.0457(4) Uani 0.25 1 d P A 2 N1 N 0.8235(6) 0.0081(5) 0.5625(4) 0.031(2) Uani 1 1 d . . . N2 N 0.7374(6) 0.0464(5) 0.4560(4) 0.038(2) Uani 1 1 d . . . N3 N 0.8162(6) -0.0626(5) 0.8063(4) 0.032(2) Uani 1 1 d . . . N4 N 0.7621(6) -0.0135(5) 0.8909(4) 0.0301(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.0409(3) 0.0317(3) 0.0374(2) -0.00378(19) 0.00256(19) 0.0003(2) Ir2 0.0349(2) 0.0255(2) 0.0289(2) 0.00173(17) 0.00841(17) -0.00150(19) C1 0.049(7) 0.024(6) 0.027(5) 0.001(4) 0.014(5) -0.001(5) C2 0.028(5) 0.022(6) 0.030(5) 0.002(4) 0.009(4) -0.001(4) C3 0.040(6) 0.035(7) 0.030(5) -0.007(5) 0.009(5) -0.012(5) C4 0.046(7) 0.020(6) 0.043(6) 0.003(5) 0.008(5) -0.007(5) C5 0.068(8) 0.023(7) 0.037(6) -0.005(5) 0.002(6) -0.003(6) C6 0.072(9) 0.042(8) 0.029(6) 0.012(5) -0.002(6) 0.000(6) C7 0.032(6) 0.027(6) 0.034(5) 0.000(4) 0.007(5) -0.006(5) C8 0.036(6) 0.021(5) 0.026(5) -0.006(4) 0.010(4) -0.007(5) C9 0.045(7) 0.015(6) 0.031(5) -0.010(4) 0.002(5) -0.001(5) C10 0.035(6) 0.040(7) 0.032(5) -0.009(5) 0.004(5) 0.003(5) C11 0.031(6) 0.039(7) 0.032(5) -0.009(5) 0.005(5) 0.004(5) C12 0.038(6) 0.038(7) 0.029(5) -0.003(5) 0.001(5) -0.007(5) C13 0.046(7) 0.037(7) 0.048(6) 0.001(5) 0.011(5) 0.000(6) C14 0.052(7) 0.033(7) 0.042(6) 0.001(5) 0.010(5) -0.001(6) C15 0.034(6) 0.046(7) 0.025(5) 0.005(5) 0.002(4) 0.003(5) C16 0.139(12) 0.061(9) 0.050(7) -0.008(7) -0.038(8) 0.021(9) C17 0.091(10) 0.134(13) 0.054(7) 0.026(8) 0.012(7) -0.051(10) C18 0.071(9) 0.062(9) 0.076(8) -0.017(7) 0.000(7) 0.025(7) C19 0.075(10) 0.102(12) 0.072(8) -0.031(9) -0.006(7) -0.009(9) C20 0.088(9) 0.041(8) 0.057(7) -0.009(6) -0.031(7) 0.010(7) C21 0.125(13) 0.162(15) 0.053(8) -0.009(9) 0.044(8) -0.003(12) C22 0.072(9) 0.080(10) 0.063(8) 0.012(7) 0.007(7) 0.004(8) C23 0.090(10) 0.074(10) 0.059(8) 0.003(7) -0.003(7) -0.006(9) C24 0.077(10) 0.101(12) 0.093(10) 0.012(9) 0.024(8) 0.018(9) C25 0.027(6) 0.044(7) 0.039(5) 0.008(5) 0.014(5) 0.008(5) C26 0.035(6) 0.028(6) 0.031(5) 0.004(4) 0.011(4) 0.007(5) C27 0.034(6) 0.045(8) 0.048(6) -0.011(5) 0.012(5) 0.001(5) C28 0.051(7) 0.040(7) 0.048(6) 0.007(5) 0.029(5) -0.005(6) C29 0.076(9) 0.050(9) 0.054(7) 0.000(6) 0.039(7) 0.004(7) C30 0.077(9) 0.055(9) 0.042(6) -0.008(6) 0.028(6) 0.004(7) C31 0.043(7) 0.047(8) 0.035(6) 0.003(5) 0.011(5) 0.005(6) C32 0.080(9) 0.044(8) 0.047(7) 0.001(6) 0.025(6) -0.011(7) C33 0.049(7) 0.051(8) 0.043(6) -0.006(6) 0.008(6) 0.009(6) C34 0.057(8) 0.052(9) 0.088(9) -0.029(7) 0.045(7) -0.006(7) C35 0.018(5) 0.035(7) 0.048(6) -0.004(5) 0.006(5) 0.001(5) C36 0.027(5) 0.033(6) 0.041(5) -0.009(5) 0.013(5) -0.013(5) C37 0.060(8) 0.042(8) 0.051(7) -0.014(6) 0.006(6) 0.009(6) C38 0.059(8) 0.049(9) 0.067(8) -0.007(7) 0.004(7) -0.018(7) C39 0.058(8) 0.024(7) 0.069(8) -0.003(6) 0.018(6) -0.016(6) C40 0.061(8) 0.036(7) 0.056(7) 0.018(6) 0.023(6) -0.015(6) C41 0.059(9) 0.066(10) 0.082(9) 0.009(8) 0.040(7) -0.009(8) C42 0.064(8) 0.052(9) 0.052(7) 0.000(6) 0.025(6) 0.001(7) C43 0.038(7) 0.041(8) 0.098(10) -0.007(7) 0.003(7) -0.024(6) C44 0.053(8) 0.029(7) 0.067(8) -0.026(6) -0.003(6) -0.001(6) C45 0.053(9) 0.079(11) 0.059(8) -0.024(8) -0.020(7) -0.005(8) C46 0.044(7) 0.082(11) 0.056(7) -0.002(7) -0.004(6) -0.023(7) C47 0.037(6) 0.066(9) 0.035(6) 0.001(6) 0.009(5) -0.005(6) C48 0.044(7) 0.052(8) 0.049(7) 0.010(6) 0.007(6) -0.013(6) C49 0.093(11) 0.061(10) 0.052(7) 0.012(7) 0.013(7) -0.030(8) C50 0.055(8) 0.049(9) 0.092(10) 0.019(8) 0.009(7) -0.017(7) I2 0.0496(5) 0.0500(5) 0.0565(5) 0.0088(4) 0.0033(4) 0.0077(4) I1 0.0479(10) 0.0435(9) 0.0474(6) -0.0057(5) 0.0163(6) 0.0048(7) Cl1 0.0479(10) 0.0435(9) 0.0474(6) -0.0057(5) 0.0163(6) 0.0048(7) N1 0.042(5) 0.023(5) 0.024(4) 0.003(3) 0.001(4) -0.001(4) N2 0.046(6) 0.034(6) 0.029(4) -0.002(4) 0.005(4) 0.002(4) N3 0.042(5) 0.030(5) 0.026(4) -0.006(4) 0.010(4) -0.006(4) N4 0.035(5) 0.023(5) 0.032(4) 0.002(4) 0.009(4) 0.005(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 2.077(10) . ? Ir1 C48 2.134(11) . ? Ir1 C47 2.141(11) . ? Ir1 C44 2.188(10) . ? Ir1 C43 2.196(13) . ? Ir1 Cl1 2.32(2) . ? Ir1 I1 2.7008(14) . ? Ir2 C2 2.054(10) . ? Ir2 C35 2.148(9) . ? Ir2 C36 2.151(9) . ? Ir2 C39 2.160(11) . ? Ir2 C40 2.201(11) . ? Ir2 I2 2.6722(8) . ? C1 N1 1.357(11) . ? C1 N2 1.378(12) . ? C2 N3 1.366(12) . ? C2 N4 1.374(11) . ? C3 C4 1.327(14) . ? C3 N3 1.372(12) . ? C3 H3 0.9300 . ? C4 N4 1.397(12) . ? C4 H4 0.9300 . ? C5 C6 1.328(13) . ? C5 N1 1.365(13) . ? C5 H5 0.9300 . ? C6 N2 1.389(13) . ? C6 H6 0.9300 . ? C7 C8 1.372(12) . ? C7 C12 1.385(13) . ? C7 H7 0.9300 . ? C8 C9 1.389(14) . ? C8 N3 1.437(11) . ? C9 C10 1.378(14) . ? C9 C14 1.512(13) . ? C10 C11 1.390(13) . ? C10 H10 0.9300 . ? C11 C12 1.411(14) . ? C11 C13 1.487(14) . ? C12 N1 1.447(12) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C16 1.488(17) . ? C15 N2 1.501(11) . ? C15 C17 1.508(16) . ? C15 C18 1.518(16) . ? C16 C20 1.582(14) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C22 1.624(17) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C24 1.526(19) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C24 1.44(2) . ? C19 C20 1.472(19) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.58(2) . ? C20 H20 0.9800 . ? C21 C22 1.49(2) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.49(2) . ? C22 H22 0.9800 . ? C23 C24 1.56(2) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24 0.9800 . ? C25 C27 1.525(13) . ? C25 N4 1.527(12) . ? C25 C28 1.532(13) . ? C25 C26 1.532(14) . ? C26 C31 1.501(14) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C33 1.520(15) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.563(15) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C34 1.530(16) . ? C29 C30 1.538(17) . ? C29 H29 0.9800 . ? C30 C31 1.495(15) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.523(15) . ? C31 H31 0.9800 . ? C32 C33 1.521(16) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.517(17) . ? C33 H33 0.9800 . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C36 1.425(13) . ? C35 C42 1.483(15) . ? C35 H35 0.9300 . ? C36 C37 1.525(14) . ? C36 H36 0.9300 . ? C37 C38 1.483(16) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C39 1.532(15) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 C40 1.373(15) . ? C39 H39 0.9300 . ? C40 C41 1.527(17) . ? C40 H40 0.9300 . ? C41 C42 1.490(17) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.392(15) . ? C43 C50 1.484(17) . ? C43 H43 0.9300 . ? C44 C45 1.500(16) . ? C44 H44 0.9300 . ? C45 C46 1.499(17) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 C47 1.568(15) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 C48 1.403(14) . ? C47 H47 0.9300 . ? C48 C49 1.505(16) . ? C48 H48 0.9300 . ? C49 C50 1.521(18) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 H50A 0.9700 . ? C50 H50B 0.9700 . ? 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 C1 Ir1 C48 91.4(4) . . ? C1 Ir1 C47 93.3(4) . . ? C48 Ir1 C47 38.3(4) . . ? C1 Ir1 C44 160.9(4) . . ? C48 Ir1 C44 95.8(5) . . ? C47 Ir1 C44 81.6(5) . . ? C1 Ir1 C43 162.0(4) . . ? C48 Ir1 C43 80.2(5) . . ? C47 Ir1 C43 89.8(5) . . ? C44 Ir1 C43 37.0(4) . . ? C1 Ir1 Cl1 98.9(6) . . ? C48 Ir1 Cl1 155.8(6) . . ? C47 Ir1 Cl1 159.7(6) . . ? C44 Ir1 Cl1 81.6(6) . . ? C43 Ir1 Cl1 83.6(7) . . ? C1 Ir1 I1 91.6(3) . . ? C48 Ir1 I1 157.3(3) . . ? C47 Ir1 I1 163.5(3) . . ? C44 Ir1 I1 88.6(3) . . ? C43 Ir1 I1 90.3(4) . . ? Cl1 Ir1 I1 7.3(6) . . ? C2 Ir2 C35 91.1(4) . . ? C2 Ir2 C36 91.0(4) . . ? C35 Ir2 C36 38.7(3) . . ? C2 Ir2 C39 158.0(4) . . ? C35 Ir2 C39 96.1(5) . . ? C36 Ir2 C39 81.9(4) . . ? C2 Ir2 C40 165.0(4) . . ? C35 Ir2 C40 80.5(4) . . ? C36 Ir2 C40 90.1(4) . . ? C39 Ir2 C40 36.7(4) . . ? C2 Ir2 I2 93.7(2) . . ? C35 Ir2 I2 153.2(3) . . ? C36 Ir2 I2 166.8(3) . . ? C39 Ir2 I2 89.2(3) . . ? C40 Ir2 I2 88.5(3) . . ? N1 C1 N2 104.3(8) . . ? N1 C1 Ir1 126.4(7) . . ? N2 C1 Ir1 129.3(7) . . ? N3 C2 N4 104.1(8) . . ? N3 C2 Ir2 124.0(7) . . ? N4 C2 Ir2 131.8(7) . . ? C4 C3 N3 107.2(9) . . ? C4 C3 H3 126.4 . . ? N3 C3 H3 126.4 . . ? C3 C4 N4 107.9(9) . . ? C3 C4 H4 126.1 . . ? N4 C4 H4 126.1 . . ? C6 C5 N1 106.6(9) . . ? C6 C5 H5 126.7 . . ? N1 C5 H5 126.7 . . ? C5 C6 N2 108.5(10) . . ? C5 C6 H6 125.8 . . ? N2 C6 H6 125.8 . . ? C8 C7 C12 120.2(10) . . ? C8 C7 H7 119.9 . . ? C12 C7 H7 119.9 . . ? C7 C8 C9 121.7(9) . . ? C7 C8 N3 118.8(9) . . ? C9 C8 N3 119.4(8) . . ? C10 C9 C8 115.9(9) . . ? C10 C9 C14 121.3(10) . . ? C8 C9 C14 122.7(9) . . ? C9 C10 C11 125.9(10) . . ? C9 C10 H10 117.0 . . ? C11 C10 H10 117.0 . . ? C10 C11 C12 115.0(9) . . ? C10 C11 C13 122.4(9) . . ? C12 C11 C13 122.5(9) . . ? C7 C12 C11 121.0(9) . . ? C7 C12 N1 117.7(9) . . ? C11 C12 N1 121.2(9) . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 N2 112.2(9) . . ? C16 C15 C17 111.8(11) . . ? N2 C15 C17 111.3(9) . . ? C16 C15 C18 108.9(11) . . ? N2 C15 C18 104.4(8) . . ? C17 C15 C18 107.8(11) . . ? C15 C16 C20 110.7(10) . . ? C15 C16 H16A 109.5 . . ? C20 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? C20 C16 H16B 109.5 . . ? H16A C16 H16B 108.1 . . ? C15 C17 C22 110.1(11) . . ? C15 C17 H17A 109.6 . . ? C22 C17 H17A 109.6 . . ? C15 C17 H17B 109.6 . . ? C22 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? C15 C18 C24 112.0(11) . . ? C15 C18 H18A 109.2 . . ? C24 C18 H18A 109.2 . . ? C15 C18 H18B 109.2 . . ? C24 C18 H18B 109.2 . . ? H18A C18 H18B 107.9 . . ? C24 C19 C20 116.7(13) . . ? C24 C19 H19A 108.1 . . ? C20 C19 H19A 108.1 . . ? C24 C19 H19B 108.1 . . ? C20 C19 H19B 108.1 . . ? H19A C19 H19B 107.3 . . ? C19 C20 C21 106.0(13) . . ? C19 C20 C16 108.5(12) . . ? C21 C20 C16 105.8(12) . . ? C19 C20 H20 112.0 . . ? C21 C20 H20 112.0 . . ? C16 C20 H20 112.0 . . ? C22 C21 C20 113.1(11) . . ? C22 C21 H21A 109.0 . . ? C20 C21 H21A 109.0 . . ? C22 C21 H21B 109.0 . . ? C20 C21 H21B 109.0 . . ? H21A C21 H21B 107.8 . . ? C21 C22 C23 110.4(14) . . ? C21 C22 C17 102.6(13) . . ? C23 C22 C17 108.0(12) . . ? C21 C22 H22 111.8 . . ? C23 C22 H22 111.8 . . ? C17 C22 H22 111.8 . . ? C22 C23 C24 114.5(13) . . ? C22 C23 H23A 108.6 . . ? C24 C23 H23A 108.6 . . ? C22 C23 H23B 108.6 . . ? C24 C23 H23B 108.6 . . ? H23A C23 H23B 107.6 . . ? C19 C24 C18 114.7(14) . . ? C19 C24 C23 102.5(13) . . ? C18 C24 C23 103.5(13) . . ? C19 C24 H24 111.8 . . ? C18 C24 H24 111.8 . . ? C23 C24 H24 111.8 . . ? C27 C25 N4 108.8(7) . . ? C27 C25 C28 108.5(8) . . ? N4 C25 C28 109.9(8) . . ? C27 C25 C26 110.1(9) . . ? N4 C25 C26 111.0(8) . . ? C28 C25 C26 108.5(8) . . ? C31 C26 C25 110.3(8) . . ? C31 C26 H26A 109.6 . . ? C25 C26 H26A 109.6 . . ? C31 C26 H26B 109.6 . . ? C25 C26 H26B 109.6 . . ? H26A C26 H26B 108.1 . . ? C33 C27 C25 110.2(8) . . ? C33 C27 H27A 109.6 . . ? C25 C27 H27A 109.6 . . ? C33 C27 H27B 109.6 . . ? C25 C27 H27B 109.6 . . ? H27A C27 H27B 108.1 . . ? C25 C28 C29 109.0(9) . . ? C25 C28 H28A 109.9 . . ? C29 C28 H28A 109.9 . . ? C25 C28 H28B 109.9 . . ? C29 C28 H28B 109.9 . . ? H28A C28 H28B 108.3 . . ? C34 C29 C30 110.2(11) . . ? C34 C29 C28 108.3(9) . . ? C30 C29 C28 109.1(10) . . ? C34 C29 H29 109.7 . . ? C30 C29 H29 109.7 . . ? C28 C29 H29 109.7 . . ? C31 C30 C29 109.1(9) . . ? C31 C30 H30A 109.9 . . ? C29 C30 H30A 109.9 . . ? C31 C30 H30B 109.9 . . ? C29 C30 H30B 109.9 . . ? H30A C30 H30B 108.3 . . ? C30 C31 C26 109.6(10) . . ? C30 C31 C32 110.2(10) . . ? C26 C31 C32 109.6(8) . . ? C30 C31 H31 109.1 . . ? C26 C31 H31 109.1 . . ? C32 C31 H31 109.1 . . ? C33 C32 C31 110.4(10) . . ? C33 C32 H32A 109.6 . . ? C31 C32 H32A 109.6 . . ? C33 C32 H32B 109.6 . . ? C31 C32 H32B 109.6 . . ? H32A C32 H32B 108.1 . . ? C34 C33 C27 110.0(10) . . ? C34 C33 C32 108.6(9) . . ? C27 C33 C32 108.9(10) . . ? C34 C33 H33 109.8 . . ? C27 C33 H33 109.8 . . ? C32 C33 H33 109.8 . . ? C33 C34 C29 109.8(10) . . ? C33 C34 H34A 109.7 . . ? C29 C34 H34A 109.7 . . ? C33 C34 H34B 109.7 . . ? C29 C34 H34B 109.7 . . ? H34A C34 H34B 108.2 . . ? C36 C35 C42 125.3(10) . . ? C36 C35 Ir2 70.8(6) . . ? C42 C35 Ir2 111.3(7) . . ? C36 C35 H35 117.3 . . ? C42 C35 H35 117.3 . . ? Ir2 C35 H35 87.9 . . ? C35 C36 C37 123.0(10) . . ? C35 C36 Ir2 70.5(5) . . ? C37 C36 Ir2 111.4(7) . . ? C35 C36 H36 118.5 . . ? C37 C36 H36 118.5 . . ? Ir2 C36 H36 88.1 . . ? C38 C37 C36 115.8(9) . . ? C38 C37 H37A 108.3 . . ? C36 C37 H37A 108.3 . . ? C38 C37 H37B 108.3 . . ? C36 C37 H37B 108.3 . . ? H37A C37 H37B 107.4 . . ? C37 C38 C39 113.6(10) . . ? C37 C38 H38A 108.9 . . ? C39 C38 H38A 108.9 . . ? C37 C38 H38B 108.9 . . ? C39 C38 H38B 108.9 . . ? H38A C38 H38B 107.7 . . ? C40 C39 C38 125.3(12) . . ? C40 C39 Ir2 73.3(7) . . ? C38 C39 Ir2 109.5(8) . . ? C40 C39 H39 117.4 . . ? C38 C39 H39 117.4 . . ? Ir2 C39 H39 87.2 . . ? C39 C40 C41 122.7(11) . . ? C39 C40 Ir2 70.0(6) . . ? C41 C40 Ir2 111.6(8) . . ? C39 C40 H40 118.6 . . ? C41 C40 H40 118.6 . . ? Ir2 C40 H40 88.4 . . ? C42 C41 C40 113.2(10) . . ? C42 C41 H41A 108.9 . . ? C40 C41 H41A 108.9 . . ? C42 C41 H41B 108.9 . . ? C40 C41 H41B 108.9 . . ? H41A C41 H41B 107.7 . . ? C35 C42 C41 115.2(10) . . ? C35 C42 H42A 108.5 . . ? C41 C42 H42A 108.5 . . ? C35 C42 H42B 108.5 . . ? C41 C42 H42B 108.5 . . ? H42A C42 H42B 107.5 . . ? C44 C43 C50 123.2(11) . . ? C44 C43 Ir1 71.2(7) . . ? C50 C43 Ir1 113.2(9) . . ? C44 C43 H43 118.4 . . ? C50 C43 H43 118.4 . . ? Ir1 C43 H43 85.6 . . ? C43 C44 C45 125.7(12) . . ? C43 C44 Ir1 71.8(6) . . ? C45 C44 Ir1 110.7(8) . . ? C43 C44 H44 117.1 . . ? C45 C44 H44 117.1 . . ? Ir1 C44 H44 87.5 . . ? C46 C45 C44 112.4(9) . . ? C46 C45 H45A 109.1 . . ? C44 C45 H45A 109.1 . . ? C46 C45 H45B 109.1 . . ? C44 C45 H45B 109.1 . . ? H45A C45 H45B 107.9 . . ? C45 C46 C47 115.2(10) . . ? C45 C46 H46A 108.5 . . ? C47 C46 H46A 108.5 . . ? C45 C46 H46B 108.5 . . ? C47 C46 H46B 108.5 . . ? H46A C46 H46B 107.5 . . ? C48 C47 C46 120.3(11) . . ? C48 C47 Ir1 70.6(7) . . ? C46 C47 Ir1 111.0(8) . . ? C48 C47 H47 119.8 . . ? C46 C47 H47 119.8 . . ? Ir1 C47 H47 88.5 . . ? C47 C48 C49 126.8(11) . . ? C47 C48 Ir1 71.1(6) . . ? C49 C48 Ir1 111.1(9) . . ? C47 C48 H48 116.6 . . ? C49 C48 H48 116.6 . . ? Ir1 C48 H48 87.6 . . ? C48 C49 C50 113.6(10) . . ? C48 C49 H49A 108.8 . . ? C50 C49 H49A 108.8 . . ? C48 C49 H49B 108.8 . . ? C50 C49 H49B 108.8 . . ? H49A C49 H49B 107.7 . . ? C43 C50 C49 112.9(11) . . ? C43 C50 H50A 109.0 . . ? C49 C50 H50A 109.0 . . ? C43 C50 H50B 109.0 . . ? C49 C50 H50B 109.0 . . ? H50A C50 H50B 107.8 . . ? C1 N1 C5 111.8(8) . . ? C1 N1 C12 126.7(8) . . ? C5 N1 C12 121.4(8) . . ? C1 N2 C6 108.7(7) . . ? C1 N2 C15 130.3(9) . . ? C6 N2 C15 121.0(8) . . ? C2 N3 C3 111.3(8) . . ? C2 N3 C8 124.4(8) . . ? C3 N3 C8 124.2(8) . . ? C2 N4 C4 109.4(8) . . ? C2 N4 C25 127.7(8) . . ? C4 N4 C25 122.5(8) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.12 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.636 _refine_diff_density_min -2.783 _refine_diff_density_rms 0.309