# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_09018_4b #TrackingRef 'Shalini 3 SI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C32 H27 Br Ir N6)(P F6)0.5(C H2 Cl2)0.5(C2 H6 O)0.5(C6 H14)' _chemical_formula_sum 'C36.50 H38 Br Cl F6 Ir N6 O0.50 P' _chemical_formula_weight 1021.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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' O O 0.0106 0.0060 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.898(2) _cell_length_b 12.910(3) _cell_length_c 27.523(6) _cell_angle_alpha 90.069(4) _cell_angle_beta 98.453(4) _cell_angle_gamma 97.286(4) _cell_volume 3798.7(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1019 _cell_measurement_theta_min 2.206 _cell_measurement_theta_max 23.246 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.786 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2004 _exptl_absorpt_coefficient_mu 4.746 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.381 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details ; absorption correction based on 10486 reflections(SADABS);Rint 0.1884 before correction and 0.0470 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29649 _diffrn_reflns_av_R_equivalents 0.0630 _diffrn_reflns_av_sigmaI/netI 0.1162 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 26.00 _reflns_number_total 14714 _reflns_number_gt 9365 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Disordered C6H14, CH2Cl2 and C2H5OH were omitted using the SQUEEZE option of PLATON. The solvent accessible voids are 821 3 with an estimated 372e/cell to be added. Two solvent C6H14, two CH2Cl2 and two CH2H5OH molecules/unit cell accounting for 236e were included in the formula, FWt, (000) and density calculations. PLATON Reference:Spek, A.L. (1990), Acta Cryst. A46,C-34. 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^)+(0.0473P)^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 constrained _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 14714 _refine_ls_number_parameters 887 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0849 _refine_ls_R_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.1208 _refine_ls_wR_factor_gt 0.1140 _refine_ls_goodness_of_fit_ref 0.902 _refine_ls_restrained_S_all 0.902 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.87908(3) 0.27029(3) 0.139103(12) 0.03628(11) Uani 1 1 d . . . Br1 Br 1.48871(11) 0.36302(15) 0.04394(5) 0.1121(6) Uani 1 1 d . . . N1 N 0.8663(6) 0.3775(6) 0.0844(3) 0.0423(19) Uani 1 1 d . . . N2 N 0.9433(7) 0.4667(6) 0.0948(3) 0.047(2) Uani 1 1 d . . . N3 N 0.8978(6) 0.1821(5) 0.2001(2) 0.0344(16) Uani 1 1 d . . . N4 N 0.8343(6) 0.2093(5) 0.2355(2) 0.0350(17) Uani 1 1 d . . . N5 N 0.9813(6) 0.1861(5) 0.0946(2) 0.0363(17) Uani 1 1 d . . . N6 N 0.7418(8) 0.1468(7) 0.1034(3) 0.053(2) Uani 1 1 d . . . C1 C 0.8054(8) 0.3822(8) 0.0389(3) 0.053(3) Uani 1 1 d . . . H1 H 0.7480 0.3279 0.0220 0.064 Uiso 1 1 calc R . . C2 C 0.8396(9) 0.4796(8) 0.0204(4) 0.059(3) Uani 1 1 d . . . H2 H 0.8085 0.5055 -0.0106 0.071 Uiso 1 1 calc R . . C3 C 0.9282(9) 0.5314(8) 0.0562(4) 0.054(3) Uani 1 1 d . . . H3 H 0.9707 0.5999 0.0542 0.065 Uiso 1 1 calc R . . C4 C 1.0256(8) 0.4749(7) 0.1397(3) 0.039(2) Uani 1 1 d . . . C5 C 1.1121(8) 0.5624(7) 0.1540(3) 0.046(2) Uani 1 1 d . . . H5 H 1.1185 0.6208 0.1332 0.055 Uiso 1 1 calc R . . C6 C 1.1886(9) 0.5634(7) 0.1988(4) 0.047(2) Uani 1 1 d . . . C7 C 1.1796(8) 0.4778(7) 0.2275(3) 0.044(2) Uani 1 1 d . . . H7 H 1.2343 0.4774 0.2577 0.053 Uiso 1 1 calc R . . C8 C 1.0913(8) 0.3903(7) 0.2133(3) 0.043(2) Uani 1 1 d . . . H8 H 1.0850 0.3327 0.2347 0.052 Uiso 1 1 calc R . . C9 C 1.0123(7) 0.3865(7) 0.1683(3) 0.035(2) Uani 1 1 d . . . C10 C 0.9610(8) 0.1070(6) 0.2174(3) 0.041(2) Uani 1 1 d . . . H10 H 1.0126 0.0722 0.1996 0.049 Uiso 1 1 calc R . . C11 C 0.9423(8) 0.0854(7) 0.2650(3) 0.047(2) Uani 1 1 d . . . H11 H 0.9782 0.0349 0.2858 0.056 Uiso 1 1 calc R . . C12 C 0.8611(8) 0.1519(7) 0.2762(3) 0.042(2) Uani 1 1 d . . . H12 H 0.8297 0.1567 0.3064 0.050 Uiso 1 1 calc R . . C13 C 0.7578(8) 0.2920(6) 0.2250(3) 0.036(2) Uani 1 1 d . . . C14 C 0.6844(8) 0.3232(7) 0.2571(3) 0.044(2) Uani 1 1 d . . . H14 H 0.6838 0.2915 0.2883 0.053 Uiso 1 1 calc R . . C15 C 0.6105(8) 0.4020(7) 0.2435(3) 0.046(2) Uani 1 1 d . . . C16 C 0.6185(9) 0.4468(8) 0.1978(4) 0.057(3) Uani 1 1 d . . . H16 H 0.5711 0.5022 0.1880 0.068 Uiso 1 1 calc R . . C17 C 0.6931(8) 0.4128(7) 0.1664(3) 0.047(2) Uani 1 1 d . . . H17 H 0.6946 0.4444 0.1353 0.056 Uiso 1 1 calc R . . C18 C 0.7654(8) 0.3344(7) 0.1788(3) 0.041(2) Uani 1 1 d . . . C19 C 0.6195(9) 0.1309(9) 0.1096(4) 0.066(3) Uani 1 1 d . . . H19 H 0.5869 0.1768 0.1299 0.080 Uiso 1 1 calc R . . C20 C 0.5421(11) 0.0448(12) 0.0854(5) 0.091(5) Uani 1 1 d . . . H20 H 0.4555 0.0350 0.0882 0.109 Uiso 1 1 calc R . . C21 C 0.5891(14) -0.0247(12) 0.0580(5) 0.099(5) Uani 1 1 d . . . H21 H 0.5369 -0.0838 0.0427 0.119 Uiso 1 1 calc R . . C22 C 0.7121(13) -0.0073(9) 0.0532(4) 0.082(4) Uani 1 1 d . . . H22 H 0.7468 -0.0536 0.0338 0.099 Uiso 1 1 calc R . . C23 C 0.7872(10) 0.0788(9) 0.0768(4) 0.062(3) Uani 1 1 d . . . C24 C 0.9195(9) 0.1059(7) 0.0708(3) 0.049(2) Uani 1 1 d . . . H24 H 0.9578 0.0653 0.0499 0.059 Uiso 1 1 calc R . . C25 C 1.1048(8) 0.2232(6) 0.0830(3) 0.037(2) Uani 1 1 d . . . C26 C 1.1230(9) 0.2304(7) 0.0352(3) 0.044(2) Uani 1 1 d . . . H26 H 1.0563 0.2074 0.0097 0.053 Uiso 1 1 calc R . . C27 C 1.2368(9) 0.2706(8) 0.0239(3) 0.053(3) Uani 1 1 d . . . H27 H 1.2503 0.2747 -0.0095 0.064 Uiso 1 1 calc R . . C28 C 1.3310(9) 0.3047(9) 0.0605(4) 0.059(3) Uani 1 1 d . . . C29 C 1.3169(8) 0.2990(8) 0.1089(4) 0.054(3) Uani 1 1 d . . . H29 H 1.3841 0.3219 0.1342 0.064 Uiso 1 1 calc R . . C30 C 1.2004(8) 0.2583(7) 0.1194(3) 0.044(2) Uani 1 1 d . . . H30 H 1.1865 0.2546 0.1527 0.053 Uiso 1 1 calc R . . C31 C 1.2877(10) 0.6555(8) 0.2148(4) 0.069(3) Uani 1 1 d . . . H31A H 1.2715 0.7152 0.1939 0.104 Uiso 1 1 calc R . . H31B H 1.3705 0.6364 0.2117 0.104 Uiso 1 1 calc R . . H31C H 1.2851 0.6745 0.2491 0.104 Uiso 1 1 calc R . . C32 C 0.5283(10) 0.4409(9) 0.2779(4) 0.069(3) Uani 1 1 d . . . H32A H 0.4833 0.4957 0.2618 0.103 Uiso 1 1 calc R . . H32B H 0.5805 0.4693 0.3082 0.103 Uiso 1 1 calc R . . H32C H 0.4679 0.3828 0.2858 0.103 Uiso 1 1 calc R . . Ir1A Ir 0.14197(3) 0.80760(3) 0.372494(12) 0.03266(10) Uani 1 1 d . . . Br1A Br -0.39694(9) 0.68596(7) 0.50718(4) 0.0505(3) Uani 1 1 d . . . N1A N 0.0195(6) 0.7107(5) 0.3243(2) 0.0354(17) Uani 1 1 d . . . N2A N -0.0967(6) 0.7371(5) 0.3166(3) 0.0393(18) Uani 1 1 d . . . N3A N 0.2535(6) 0.9179(5) 0.4161(2) 0.0327(16) Uani 1 1 d . . . N4A N 0.3057(6) 1.0015(5) 0.3920(2) 0.0327(16) Uani 1 1 d . . . N5A N 0.0967(6) 0.6986(5) 0.4286(2) 0.0362(17) Uani 1 1 d . . . N6A N 0.2870(6) 0.7097(5) 0.3782(2) 0.0376(17) Uani 1 1 d . . . C1A C 0.0188(9) 0.6269(7) 0.2982(4) 0.048(2) Uani 1 1 d . . . H1A H 0.0898 0.5917 0.2971 0.058 Uiso 1 1 calc R . . C2A C -0.0990(8) 0.5951(7) 0.2721(4) 0.058(3) Uani 1 1 d . . . H2A H -0.1242 0.5362 0.2506 0.069 Uiso 1 1 calc R . . C3A C -0.1704(9) 0.6676(7) 0.2845(4) 0.057(3) Uani 1 1 d . . . H3A H -0.2566 0.6692 0.2728 0.068 Uiso 1 1 calc R . . C4A C -0.1173(8) 0.8271(6) 0.3408(3) 0.040(2) Uani 1 1 d . . . C5A C -0.2382(8) 0.8575(7) 0.3371(4) 0.053(3) Uani 1 1 d . . . H5A H -0.3075 0.8177 0.3177 0.064 Uiso 1 1 calc R . . C6A C -0.2539(8) 0.9488(7) 0.3631(4) 0.050(3) Uani 1 1 d . . . C7A C -0.1484(8) 1.0067(7) 0.3906(3) 0.044(2) Uani 1 1 d . . . H7A H -0.1577 1.0683 0.4078 0.053 Uiso 1 1 calc R . . C8A C -0.0271(8) 0.9738(7) 0.3929(3) 0.043(2) Uani 1 1 d . . . H8A H 0.0430 1.0156 0.4109 0.051 Uiso 1 1 calc R . . C9A C -0.0085(7) 0.8816(6) 0.3693(3) 0.0325(19) Uani 1 1 d . . . C10A C 0.2884(8) 0.9377(6) 0.4639(3) 0.037(2) Uani 1 1 d . . . H10A H 0.2655 0.8928 0.4893 0.045 Uiso 1 1 calc R . . C11A C 0.3623(8) 1.0324(7) 0.4713(3) 0.044(2) Uani 1 1 d . . . H11A H 0.3988 1.0649 0.5019 0.053 Uiso 1 1 calc R . . C12A C 0.3726(8) 1.0705(6) 0.4256(3) 0.040(2) Uani 1 1 d . . . H12A H 0.4190 1.1347 0.4187 0.048 Uiso 1 1 calc R . . C13A C 0.2819(7) 0.9965(6) 0.3406(3) 0.0273(18) Uani 1 1 d . . . C14A C 0.3339(7) 1.0733(7) 0.3123(3) 0.040(2) Uani 1 1 d . . . H14A H 0.3844 1.1335 0.3274 0.047 Uiso 1 1 calc R . . C15A C 0.3115(8) 1.0613(7) 0.2614(3) 0.041(2) Uani 1 1 d . . . C16A C 0.2345(8) 0.9738(7) 0.2403(3) 0.042(2) Uani 1 1 d . . . H16A H 0.2178 0.9648 0.2056 0.051 Uiso 1 1 calc R . . C17A C 0.1820(8) 0.8993(7) 0.2704(3) 0.041(2) Uani 1 1 d . . . H17A H 0.1285 0.8406 0.2554 0.050 Uiso 1 1 calc R . . C18A C 0.2043(7) 0.9067(6) 0.3213(3) 0.0326(19) Uani 1 1 d . . . C19A C 0.3866(8) 0.7168(7) 0.3541(3) 0.043(2) Uani 1 1 d . . . H19A H 0.3993 0.7744 0.3332 0.051 Uiso 1 1 calc R . . C20A C 0.4704(9) 0.6462(7) 0.3580(4) 0.052(3) Uani 1 1 d . . . H20A H 0.5391 0.6544 0.3402 0.062 Uiso 1 1 calc R . . C21A C 0.4535(9) 0.5636(9) 0.3882(4) 0.061(3) Uani 1 1 d . . . H21A H 0.5091 0.5122 0.3903 0.074 Uiso 1 1 calc R . . C22A C 0.3559(9) 0.5535(7) 0.4158(4) 0.054(3) Uani 1 1 d . . . H22A H 0.3458 0.4982 0.4382 0.064 Uiso 1 1 calc R . . C23A C 0.2719(8) 0.6296(6) 0.4093(3) 0.039(2) Uani 1 1 d . . . C24A C 0.1658(8) 0.6270(6) 0.4354(3) 0.036(2) Uani 1 1 d . . . H24A H 0.1484 0.5722 0.4574 0.043 Uiso 1 1 calc R . . C25A C -0.0158(8) 0.6929(6) 0.4501(3) 0.035(2) Uani 1 1 d . . . C26A C -0.0987(8) 0.6056(7) 0.4443(3) 0.042(2) Uani 1 1 d . . . H26A H -0.0800 0.5459 0.4280 0.051 Uiso 1 1 calc R . . C27A C -0.2127(8) 0.6031(6) 0.4624(3) 0.046(2) Uani 1 1 d . . . H27A H -0.2711 0.5414 0.4590 0.055 Uiso 1 1 calc R . . C28A C -0.2389(8) 0.6885(6) 0.4847(3) 0.038(2) Uani 1 1 d . . . C29A C -0.1555(8) 0.7800(7) 0.4921(3) 0.041(2) Uani 1 1 d . . . H29A H -0.1746 0.8389 0.5089 0.049 Uiso 1 1 calc R . . C30A C -0.0427(8) 0.7814(6) 0.4739(3) 0.039(2) Uani 1 1 d . . . H30A H 0.0163 0.8427 0.4775 0.047 Uiso 1 1 calc R . . C31A C -0.3809(9) 0.9838(8) 0.3602(5) 0.078(4) Uani 1 1 d . . . H31D H -0.3767 1.0430 0.3830 0.117 Uiso 1 1 calc R . . H31E H -0.4405 0.9261 0.3690 0.117 Uiso 1 1 calc R . . H31F H -0.4085 1.0053 0.3266 0.117 Uiso 1 1 calc R . . C32A C 0.3665(10) 1.1442(8) 0.2308(4) 0.068(3) Uani 1 1 d . . . H32D H 0.3364 1.2104 0.2375 0.103 Uiso 1 1 calc R . . H32E H 0.3416 1.1249 0.1960 0.103 Uiso 1 1 calc R . . H32F H 0.4579 1.1522 0.2387 0.103 Uiso 1 1 calc R . . P1 P 0.3032(2) 0.69822(18) 0.58487(9) 0.0438(6) Uani 1 1 d . . . F1 F 0.3262(7) 0.8040(4) 0.5570(2) 0.093(2) Uani 1 1 d . . . F2 F 0.1673(5) 0.6709(6) 0.5535(2) 0.086(2) Uani 1 1 d . . . F3 F 0.3579(5) 0.6384(4) 0.5436(2) 0.0723(17) Uani 1 1 d . . . F4 F 0.2833(5) 0.5922(4) 0.61360(19) 0.0560(14) Uani 1 1 d . . . F5 F 0.4392(5) 0.7235(5) 0.6158(2) 0.0789(19) Uani 1 1 d . . . F6 F 0.2483(6) 0.7575(4) 0.6254(2) 0.080(2) Uani 1 1 d . . . P2 P 0.1624(3) 0.8897(2) 0.08323(11) 0.0598(8) Uani 1 1 d . . . F7 F 0.1062(12) 0.9456(6) 0.0381(3) 0.163(5) Uani 1 1 d . A . F8B F 0.3039(16) 0.8900(18) 0.0922(15) 0.185(14) Uani 0.50 1 d P A 1 F8C F 0.237(3) 0.8577(15) 0.0433(5) 0.134(8) Uani 0.50 1 d P A 2 F9 F 0.1161(12) 0.7789(7) 0.0622(5) 0.193(6) Uani 1 1 d . A . F10B F 0.250(2) 0.8449(18) 0.1251(7) 0.102(7) Uani 0.50 1 d P A 1 F10C F 0.154(2) 0.8188(15) 0.1307(7) 0.122(8) Uani 0.50 1 d P A 2 F11B F 0.0737(18) 0.924(2) 0.1158(8) 0.125(9) Uani 0.50 1 d P A 1 F11C F 0.0110(13) 0.8732(13) 0.0732(6) 0.096(5) Uani 0.50 1 d P A 2 F12B F 0.2448(15) 0.9976(12) 0.0964(8) 0.120(7) Uani 0.50 1 d P A 1 F12C F 0.150(2) 0.9818(13) 0.1172(6) 0.087(6) Uani 0.50 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.0280(2) 0.0500(2) 0.0303(2) 0.00971(16) 0.00357(15) 0.00352(16) Br1 0.0375(7) 0.2155(18) 0.0779(9) 0.0484(10) 0.0107(6) -0.0068(9) N1 0.018(4) 0.059(5) 0.050(5) 0.025(4) 0.009(3) -0.003(3) N2 0.041(5) 0.057(5) 0.046(5) 0.026(4) 0.013(4) 0.009(4) N3 0.035(4) 0.034(4) 0.033(4) 0.006(3) 0.004(3) 0.003(3) N4 0.030(4) 0.045(4) 0.032(4) 0.010(3) 0.009(3) 0.008(3) N5 0.041(4) 0.040(4) 0.030(4) 0.008(3) 0.009(3) 0.007(3) N6 0.052(5) 0.073(6) 0.025(4) 0.017(4) -0.002(4) -0.018(4) C1 0.036(6) 0.084(8) 0.037(6) 0.013(5) 0.006(5) -0.004(5) C2 0.053(7) 0.076(7) 0.051(7) 0.035(6) 0.008(5) 0.018(6) C3 0.042(6) 0.061(7) 0.062(7) 0.021(6) 0.008(5) 0.016(5) C4 0.039(5) 0.043(5) 0.037(5) 0.005(4) 0.011(4) 0.010(4) C5 0.047(6) 0.047(6) 0.046(6) 0.012(5) 0.009(5) 0.006(5) C6 0.050(6) 0.037(5) 0.055(6) -0.009(5) 0.012(5) 0.003(4) C7 0.040(6) 0.049(6) 0.042(6) -0.007(5) -0.003(4) 0.006(4) C8 0.044(6) 0.048(6) 0.041(5) 0.008(4) 0.009(5) 0.017(5) C9 0.023(5) 0.050(5) 0.030(5) 0.002(4) -0.005(4) 0.014(4) C10 0.041(6) 0.041(5) 0.043(6) 0.007(4) 0.007(4) 0.014(4) C11 0.046(6) 0.049(6) 0.047(6) 0.009(5) 0.006(5) 0.013(5) C12 0.049(6) 0.043(5) 0.035(5) 0.005(4) 0.010(4) 0.006(4) C13 0.031(5) 0.041(5) 0.036(5) 0.002(4) 0.002(4) 0.003(4) C14 0.039(5) 0.053(6) 0.042(6) -0.001(5) 0.012(4) 0.007(4) C15 0.030(5) 0.061(6) 0.050(6) 0.007(5) 0.009(4) 0.016(5) C16 0.041(6) 0.068(7) 0.061(7) 0.005(6) -0.003(5) 0.016(5) C17 0.040(6) 0.059(6) 0.042(6) 0.007(5) 0.006(5) 0.012(5) C18 0.031(5) 0.047(5) 0.044(6) 0.008(4) 0.005(4) 0.004(4) C19 0.038(6) 0.093(9) 0.063(7) 0.028(6) 0.008(5) -0.014(6) C20 0.050(8) 0.137(13) 0.068(9) 0.034(8) 0.002(7) -0.050(8) C21 0.091(11) 0.124(13) 0.065(9) 0.018(8) 0.009(8) -0.054(10) C22 0.110(11) 0.088(9) 0.030(6) 0.006(6) 0.000(7) -0.048(8) C23 0.065(8) 0.074(8) 0.039(6) 0.012(6) 0.009(6) -0.022(6) C24 0.074(7) 0.040(5) 0.031(5) 0.005(4) 0.012(5) -0.001(5) C25 0.045(6) 0.036(5) 0.034(5) 0.004(4) 0.008(4) 0.015(4) C26 0.041(6) 0.054(6) 0.037(5) 0.011(4) 0.002(4) 0.009(5) C27 0.054(7) 0.072(7) 0.035(6) 0.022(5) 0.007(5) 0.012(5) C28 0.031(6) 0.093(8) 0.057(7) 0.013(6) 0.010(5) 0.012(5) C29 0.028(5) 0.082(7) 0.049(6) 0.012(5) -0.003(5) 0.004(5) C30 0.042(6) 0.062(6) 0.031(5) 0.006(4) 0.000(4) 0.017(5) C31 0.074(8) 0.055(7) 0.076(8) -0.018(6) 0.008(6) -0.002(6) C32 0.057(7) 0.084(8) 0.072(8) 0.006(6) 0.024(6) 0.023(6) Ir1A 0.0286(2) 0.03381(19) 0.0367(2) 0.00280(15) 0.00671(15) 0.00603(14) Br1A 0.0434(6) 0.0448(5) 0.0662(7) -0.0052(5) 0.0240(5) -0.0020(4) N1A 0.032(4) 0.034(4) 0.040(4) 0.002(3) 0.007(3) -0.001(3) N2A 0.029(4) 0.039(4) 0.052(5) 0.003(4) 0.009(4) 0.008(3) N3A 0.030(4) 0.038(4) 0.028(4) -0.001(3) 0.001(3) 0.002(3) N4A 0.018(4) 0.036(4) 0.042(4) 0.005(3) -0.005(3) 0.005(3) N5A 0.041(4) 0.031(4) 0.034(4) 0.012(3) -0.001(3) 0.003(3) N6A 0.032(4) 0.041(4) 0.040(4) -0.008(3) 0.006(3) 0.003(3) C1A 0.043(6) 0.034(5) 0.073(7) -0.005(5) 0.024(5) 0.009(4) C2A 0.036(6) 0.043(6) 0.088(8) -0.023(5) -0.001(6) -0.009(5) C3A 0.031(5) 0.051(6) 0.083(8) -0.020(6) -0.003(5) -0.004(5) C4A 0.039(5) 0.024(4) 0.065(6) 0.013(4) 0.026(5) 0.014(4) C5A 0.027(5) 0.044(6) 0.087(8) 0.009(5) 0.004(5) 0.004(4) C6A 0.036(6) 0.041(5) 0.077(7) 0.004(5) 0.019(5) 0.008(4) C7A 0.049(6) 0.041(5) 0.047(6) 0.005(4) 0.015(5) 0.016(5) C8A 0.043(6) 0.040(5) 0.048(6) 0.011(4) 0.011(5) 0.010(4) C9A 0.029(5) 0.032(4) 0.038(5) 0.004(4) 0.012(4) 0.003(4) C10A 0.039(5) 0.041(5) 0.030(5) 0.002(4) -0.002(4) 0.008(4) C11A 0.044(6) 0.050(6) 0.038(6) 0.001(4) -0.001(5) 0.008(5) C12A 0.036(5) 0.033(5) 0.047(6) -0.006(4) -0.006(4) 0.001(4) C13A 0.029(5) 0.024(4) 0.030(5) 0.000(3) 0.003(4) 0.007(3) C14A 0.028(5) 0.042(5) 0.048(6) 0.009(4) 0.000(4) 0.006(4) C15A 0.030(5) 0.056(6) 0.036(5) 0.009(4) 0.000(4) 0.007(4) C16A 0.046(6) 0.048(5) 0.038(5) 0.006(4) 0.010(4) 0.019(5) C17A 0.045(6) 0.044(5) 0.032(5) -0.001(4) 0.001(4) 0.002(4) C18A 0.028(5) 0.028(4) 0.040(5) 0.002(4) 0.001(4) 0.003(4) C19A 0.030(5) 0.049(6) 0.050(6) -0.004(5) 0.012(4) 0.004(4) C20A 0.038(6) 0.053(6) 0.067(7) -0.002(5) 0.007(5) 0.014(5) C21A 0.043(6) 0.076(8) 0.069(8) -0.004(6) 0.003(6) 0.029(6) C22A 0.052(6) 0.054(6) 0.058(7) 0.010(5) 0.008(5) 0.020(5) C23A 0.036(5) 0.035(5) 0.043(6) -0.004(4) -0.001(4) 0.004(4) C24A 0.038(5) 0.031(5) 0.039(5) 0.004(4) 0.004(4) 0.010(4) C25A 0.035(5) 0.034(5) 0.040(5) 0.006(4) 0.009(4) 0.008(4) C26A 0.044(6) 0.038(5) 0.047(6) -0.003(4) 0.012(5) 0.011(4) C27A 0.041(6) 0.029(5) 0.068(7) 0.000(4) 0.016(5) -0.005(4) C28A 0.036(5) 0.034(5) 0.050(6) -0.003(4) 0.022(4) 0.004(4) C29A 0.036(5) 0.042(5) 0.046(6) -0.001(4) 0.004(4) 0.010(4) C30A 0.033(5) 0.038(5) 0.045(5) 0.010(4) 0.007(4) 0.000(4) C31A 0.040(6) 0.074(8) 0.127(11) -0.003(7) 0.027(7) 0.013(6) C32A 0.059(7) 0.080(8) 0.062(7) 0.030(6) 0.001(6) 0.001(6) P1 0.0518(16) 0.0408(14) 0.0387(14) 0.0023(11) 0.0081(12) 0.0040(12) F1 0.176(7) 0.058(4) 0.046(4) 0.019(3) 0.020(4) 0.020(4) F2 0.053(4) 0.146(6) 0.057(4) 0.006(4) -0.001(3) 0.018(4) F3 0.075(4) 0.067(4) 0.077(4) -0.014(3) 0.041(4) -0.014(3) F4 0.058(4) 0.044(3) 0.065(4) 0.004(3) 0.015(3) -0.004(3) F5 0.064(4) 0.081(4) 0.074(4) 0.019(3) -0.012(3) -0.030(3) F6 0.135(6) 0.064(4) 0.053(4) 0.007(3) 0.030(4) 0.039(4) P2 0.062(2) 0.0599(18) 0.0507(18) 0.0031(15) -0.0032(15) -0.0057(15) F7 0.330(15) 0.104(6) 0.065(5) 0.023(5) 0.011(7) 0.082(8) F8B 0.043(11) 0.137(19) 0.36(4) 0.09(2) 0.004(17) -0.025(10) F8C 0.26(2) 0.126(15) 0.055(9) 0.014(9) 0.061(13) 0.131(17) F9 0.232(13) 0.081(6) 0.209(12) 0.015(7) -0.109(10) -0.030(8) F10B 0.114(18) 0.120(19) 0.061(12) -0.007(11) -0.047(13) 0.046(15) F10C 0.18(2) 0.079(11) 0.089(13) 0.033(9) 0.004(16) -0.022(16) F11B 0.061(13) 0.23(3) 0.101(16) 0.067(19) 0.038(13) 0.042(14) F11C 0.066(10) 0.132(14) 0.089(12) -0.008(11) 0.014(9) 0.006(9) F12B 0.056(10) 0.067(10) 0.23(2) -0.042(12) 0.007(12) -0.010(8) F12C 0.126(18) 0.082(12) 0.043(9) 0.005(8) -0.030(12) 0.019(12) _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 C18 2.017(9) . ? Ir1 C9 2.026(8) . ? Ir1 N3 2.029(6) . ? Ir1 N1 2.048(7) . ? Ir1 N5 2.152(7) . ? Ir1 N6 2.169(8) . ? Br1 C28 1.906(10) . ? N1 C1 1.335(10) . ? N1 N2 1.340(9) . ? N2 C3 1.355(11) . ? N2 C4 1.412(10) . ? N3 C10 1.310(10) . ? N3 N4 1.346(9) . ? N4 C12 1.360(10) . ? N4 C13 1.441(10) . ? N5 C24 1.284(10) . ? N5 C25 1.452(10) . ? N6 C23 1.329(13) . ? N6 C19 1.358(12) . ? C1 C2 1.384(12) . ? C1 H1 0.9500 . ? C2 C3 1.380(13) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 C9 1.392(11) . ? C4 C5 1.393(12) . ? C5 C6 1.381(12) . ? C5 H5 0.9500 . ? C6 C7 1.361(12) . ? C6 C31 1.520(12) . ? C7 C8 1.403(12) . ? C7 H7 0.9500 . ? C8 C9 1.399(10) . ? C8 H8 0.9500 . ? C10 C11 1.380(12) . ? C10 H10 0.9500 . ? C11 C12 1.374(11) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.368(11) . ? C13 C18 1.395(11) . ? C14 C15 1.395(11) . ? C14 H14 0.9500 . ? C15 C16 1.397(13) . ? C15 C32 1.521(12) . ? C16 C17 1.378(12) . ? C16 H16 0.9500 . ? C17 C18 1.373(11) . ? C17 H17 0.9500 . ? C19 C20 1.410(15) . ? C19 H19 0.9500 . ? C20 C21 1.365(18) . ? C20 H20 0.9500 . ? C21 C22 1.357(17) . ? C21 H21 0.9500 . ? C22 C23 1.393(13) . ? C22 H22 0.9500 . ? C23 C24 1.474(13) . ? C24 H24 0.9500 . ? C25 C26 1.360(11) . ? C25 C30 1.367(11) . ? C26 C27 1.363(12) . ? C26 H26 0.9500 . ? C27 C28 1.358(13) . ? C27 H27 0.9500 . ? C28 C29 1.363(13) . ? C29 C30 1.383(12) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? Ir1A C9A 1.991(8) . ? Ir1A N3A 2.018(6) . ? Ir1A C18A 2.038(8) . ? Ir1A N1A 2.040(7) . ? Ir1A N6A 2.134(7) . ? Ir1A N5A 2.158(6) . ? Br1A C28A 1.910(8) . ? N1A C1A 1.296(10) . ? N1A N2A 1.340(9) . ? N2A C3A 1.354(11) . ? N2A C4A 1.398(10) . ? N3A C10A 1.331(9) . ? N3A N4A 1.372(9) . ? N4A C12A 1.348(10) . ? N4A C13A 1.402(9) . ? N5A C24A 1.262(9) . ? N5A C25A 1.433(10) . ? N6A C19A 1.346(10) . ? N6A C23A 1.353(10) . ? C1A C2A 1.388(12) . ? C1A H1A 0.9500 . ? C2A C3A 1.365(12) . ? C2A H2A 0.9500 . ? C3A H3A 0.9500 . ? C4A C5A 1.411(11) . ? C4A C9A 1.423(11) . ? C5A C6A 1.420(12) . ? C5A H5A 0.9500 . ? C6A C7A 1.406(12) . ? C6A C31A 1.501(12) . ? C7A C8A 1.431(11) . ? C7A H7A 0.9500 . ? C8A C9A 1.407(11) . ? C8A H8A 0.9500 . ? C10A C11A 1.374(11) . ? C10A H10A 0.9500 . ? C11A C12A 1.365(12) . ? C11A H11A 0.9500 . ? C12A H12A 0.9500 . ? C13A C14A 1.377(11) . ? C13A C18A 1.400(10) . ? C14A C15A 1.391(11) . ? C14A H14A 0.9500 . ? C15A C16A 1.391(12) . ? C15A C32A 1.484(12) . ? C16A C17A 1.393(11) . ? C16A H16A 0.9500 . ? C17A C18A 1.386(11) . ? C17A H17A 0.9500 . ? C19A C20A 1.364(11) . ? C19A H19A 0.9500 . ? C20A C21A 1.363(13) . ? C20A H20A 0.9500 . ? C21A C22A 1.389(13) . ? C21A H21A 0.9500 . ? C22A C23A 1.419(11) . ? C22A H22A 0.9500 . ? C23A C24A 1.446(11) . ? C24A H24A 0.9500 . ? C25A C26A 1.346(11) . ? C25A C30A 1.399(11) . ? C26A C27A 1.402(11) . ? C26A H26A 0.9500 . ? C27A C28A 1.343(11) . ? C27A H27A 0.9500 . ? C28A C29A 1.391(11) . ? C29A C30A 1.393(11) . ? C29A H29A 0.9500 . ? C30A H30A 0.9500 . ? C31A H31D 0.9800 . ? C31A H31E 0.9800 . ? C31A H31F 0.9800 . ? C32A H32D 0.9800 . ? C32A H32E 0.9800 . ? C32A H32F 0.9800 . ? P1 F1 1.578(6) . ? P1 F6 1.582(6) . ? P1 F4 1.589(5) . ? P1 F5 1.591(6) . ? P1 F2 1.597(6) . ? P1 F3 1.598(6) . ? P2 F11B 1.52(2) . ? P2 F8B 1.525(18) . ? P2 F7 1.525(8) . ? P2 F9 1.538(9) . ? P2 F12C 1.543(17) . ? P2 F8C 1.545(14) . ? P2 F10B 1.548(15) . ? P2 F12B 1.569(14) . ? P2 F10C 1.603(18) . ? P2 F11C 1.619(14) . ? 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 C18 Ir1 C9 85.6(3) . . ? C18 Ir1 N3 80.0(3) . . ? C9 Ir1 N3 93.9(3) . . ? C18 Ir1 N1 94.8(3) . . ? C9 Ir1 N1 79.2(3) . . ? N3 Ir1 N1 171.7(3) . . ? C18 Ir1 N5 172.8(3) . . ? C9 Ir1 N5 101.6(3) . . ? N3 Ir1 N5 98.4(3) . . ? N1 Ir1 N5 87.5(3) . . ? C18 Ir1 N6 97.5(3) . . ? C9 Ir1 N6 176.2(3) . . ? N3 Ir1 N6 88.9(3) . . ? N1 Ir1 N6 98.2(3) . . ? N5 Ir1 N6 75.4(3) . . ? C1 N1 N2 108.6(7) . . ? C1 N1 Ir1 137.4(7) . . ? N2 N1 Ir1 114.0(5) . . ? N1 N2 C3 109.2(8) . . ? N1 N2 C4 118.2(7) . . ? C3 N2 C4 132.6(8) . . ? C10 N3 N4 107.1(7) . . ? C10 N3 Ir1 138.3(6) . . ? N4 N3 Ir1 114.4(5) . . ? N3 N4 C12 109.9(7) . . ? N3 N4 C13 117.3(6) . . ? C12 N4 C13 132.8(7) . . ? C24 N5 C25 118.1(7) . . ? C24 N5 Ir1 116.1(6) . . ? C25 N5 Ir1 124.8(5) . . ? C23 N6 C19 119.7(9) . . ? C23 N6 Ir1 115.0(7) . . ? C19 N6 Ir1 125.0(8) . . ? N1 C1 C2 108.6(9) . . ? N1 C1 H1 125.7 . . ? C2 C1 H1 125.7 . . ? C3 C2 C1 106.2(9) . . ? C3 C2 H2 126.9 . . ? C1 C2 H2 126.9 . . ? N2 C3 C2 107.4(9) . . ? N2 C3 H3 126.3 . . ? C2 C3 H3 126.3 . . ? C9 C4 C5 123.2(8) . . ? C9 C4 N2 113.3(8) . . ? C5 C4 N2 123.5(8) . . ? C6 C5 C4 119.4(8) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? C7 C6 C5 119.3(8) . . ? C7 C6 C31 119.7(9) . . ? C5 C6 C31 120.9(9) . . ? C6 C7 C8 121.3(8) . . ? C6 C7 H7 119.4 . . ? C8 C7 H7 119.4 . . ? C9 C8 C7 121.0(8) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C4 C9 C8 115.9(8) . . ? C4 C9 Ir1 115.3(6) . . ? C8 C9 Ir1 128.8(6) . . ? N3 C10 C11 110.6(8) . . ? N3 C10 H10 124.7 . . ? C11 C10 H10 124.7 . . ? C12 C11 C10 105.7(8) . . ? C12 C11 H11 127.1 . . ? C10 C11 H11 127.1 . . ? N4 C12 C11 106.6(8) . . ? N4 C12 H12 126.7 . . ? C11 C12 H12 126.7 . . ? C14 C13 C18 124.5(8) . . ? C14 C13 N4 122.7(8) . . ? C18 C13 N4 112.8(7) . . ? C13 C14 C15 119.0(8) . . ? C13 C14 H14 120.5 . . ? C15 C14 H14 120.5 . . ? C14 C15 C16 117.4(9) . . ? C14 C15 C32 121.5(9) . . ? C16 C15 C32 121.1(9) . . ? C17 C16 C15 121.7(9) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C18 C17 C16 121.8(9) . . ? C18 C17 H17 119.1 . . ? C16 C17 H17 119.1 . . ? C17 C18 C13 115.6(8) . . ? C17 C18 Ir1 129.0(7) . . ? C13 C18 Ir1 115.4(6) . . ? N6 C19 C20 118.7(12) . . ? N6 C19 H19 120.6 . . ? C20 C19 H19 120.6 . . ? C21 C20 C19 121.2(12) . . ? C21 C20 H20 119.4 . . ? C19 C20 H20 119.4 . . ? C22 C21 C20 118.5(13) . . ? C22 C21 H21 120.8 . . ? C20 C21 H21 120.8 . . ? C21 C22 C23 119.7(13) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? N6 C23 C22 122.1(11) . . ? N6 C23 C24 115.2(9) . . ? C22 C23 C24 122.5(11) . . ? N5 C24 C23 117.8(9) . . ? N5 C24 H24 121.1 . . ? C23 C24 H24 121.1 . . ? C26 C25 C30 119.8(9) . . ? C26 C25 N5 119.6(8) . . ? C30 C25 N5 120.5(8) . . ? C25 C26 C27 120.0(9) . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C28 C27 C26 119.6(9) . . ? C28 C27 H27 120.2 . . ? C26 C27 H27 120.2 . . ? C27 C28 C29 122.4(9) . . ? C27 C28 Br1 119.0(8) . . ? C29 C28 Br1 118.6(8) . . ? C28 C29 C30 116.9(9) . . ? C28 C29 H29 121.5 . . ? C30 C29 H29 121.5 . . ? C25 C30 C29 121.3(9) . . ? C25 C30 H30 119.3 . . ? C29 C30 H30 119.3 . . ? C6 C31 H31A 109.5 . . ? C6 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C6 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C15 C32 H32A 109.5 . . ? C15 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C15 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C9A Ir1A N3A 94.1(3) . . ? C9A Ir1A C18A 88.7(3) . . ? N3A Ir1A C18A 79.2(3) . . ? C9A Ir1A N1A 80.4(3) . . ? N3A Ir1A N1A 173.0(3) . . ? C18A Ir1A N1A 96.3(3) . . ? C9A Ir1A N6A 172.2(3) . . ? N3A Ir1A N6A 91.1(3) . . ? C18A Ir1A N6A 98.0(3) . . ? N1A Ir1A N6A 94.8(3) . . ? C9A Ir1A N5A 97.2(3) . . ? N3A Ir1A N5A 98.4(3) . . ? C18A Ir1A N5A 173.7(3) . . ? N1A Ir1A N5A 86.6(3) . . ? N6A Ir1A N5A 76.2(3) . . ? C1A N1A N2A 107.2(7) . . ? C1A N1A Ir1A 138.7(6) . . ? N2A N1A Ir1A 114.0(5) . . ? N1A N2A C3A 109.3(7) . . ? N1A N2A C4A 117.1(7) . . ? C3A N2A C4A 133.6(8) . . ? C10A N3A N4A 106.7(6) . . ? C10A N3A Ir1A 137.9(6) . . ? N4A N3A Ir1A 115.3(5) . . ? C12A N4A N3A 108.7(7) . . ? C12A N4A C13A 134.8(7) . . ? N3A N4A C13A 116.4(6) . . ? C24A N5A C25A 120.2(7) . . ? C24A N5A Ir1A 114.8(6) . . ? C25A N5A Ir1A 123.9(5) . . ? C19A N6A C23A 117.8(7) . . ? C19A N6A Ir1A 128.3(6) . . ? C23A N6A Ir1A 113.9(6) . . ? N1A C1A C2A 111.4(8) . . ? N1A C1A H1A 124.3 . . ? C2A C1A H1A 124.3 . . ? C3A C2A C1A 104.2(8) . . ? C3A C2A H2A 127.9 . . ? C1A C2A H2A 127.9 . . ? N2A C3A C2A 107.9(8) . . ? N2A C3A H3A 126.0 . . ? C2A C3A H3A 126.0 . . ? N2A C4A C5A 120.9(8) . . ? N2A C4A C9A 114.6(7) . . ? C5A C4A C9A 124.5(8) . . ? C4A C5A C6A 118.5(9) . . ? C4A C5A H5A 120.8 . . ? C6A C5A H5A 120.8 . . ? C7A C6A C5A 118.9(8) . . ? C7A C6A C31A 120.9(9) . . ? C5A C6A C31A 120.2(9) . . ? C6A C7A C8A 120.8(8) . . ? C6A C7A H7A 119.6 . . ? C8A C7A H7A 119.6 . . ? C9A C8A C7A 121.9(8) . . ? C9A C8A H8A 119.0 . . ? C7A C8A H8A 119.0 . . ? C8A C9A C4A 115.2(7) . . ? C8A C9A Ir1A 131.0(6) . . ? C4A C9A Ir1A 113.6(6) . . ? N3A C10A C11A 110.2(8) . . ? N3A C10A H10A 124.9 . . ? C11A C10A H10A 124.9 . . ? C12A C11A C10A 106.0(8) . . ? C12A C11A H11A 127.0 . . ? C10A C11A H11A 127.0 . . ? N4A C12A C11A 108.4(8) . . ? N4A C12A H12A 125.8 . . ? C11A C12A H12A 125.8 . . ? C14A C13A C18A 124.0(8) . . ? C14A C13A N4A 121.8(7) . . ? C18A C13A N4A 114.1(7) . . ? C13A C14A C15A 119.0(8) . . ? C13A C14A H14A 120.5 . . ? C15A C14A H14A 120.5 . . ? C14A C15A C16A 119.3(8) . . ? C14A C15A C32A 119.2(8) . . ? C16A C15A C32A 121.4(8) . . ? C15A C16A C17A 119.5(8) . . ? C15A C16A H16A 120.3 . . ? C17A C16A H16A 120.3 . . ? C18A C17A C16A 123.1(8) . . ? C18A C17A H17A 118.4 . . ? C16A C17A H17A 118.4 . . ? C17A C18A C13A 115.0(7) . . ? C17A C18A Ir1A 130.3(6) . . ? C13A C18A Ir1A 114.8(6) . . ? N6A C19A C20A 123.9(9) . . ? N6A C19A H19A 118.1 . . ? C20A C19A H19A 118.1 . . ? C21A C20A C19A 118.5(10) . . ? C21A C20A H20A 120.7 . . ? C19A C20A H20A 120.7 . . ? C20A C21A C22A 120.8(9) . . ? C20A C21A H21A 119.6 . . ? C22A C21A H21A 119.6 . . ? C21A C22A C23A 117.1(9) . . ? C21A C22A H22A 121.4 . . ? C23A C22A H22A 121.4 . . ? N6A C23A C22A 121.7(8) . . ? N6A C23A C24A 115.8(7) . . ? C22A C23A C24A 122.4(8) . . ? N5A C24A C23A 118.9(8) . . ? N5A C24A H24A 120.5 . . ? C23A C24A H24A 120.5 . . ? C26A C25A C30A 120.6(8) . . ? C26A C25A N5A 119.9(7) . . ? C30A C25A N5A 119.3(7) . . ? C25A C26A C27A 119.7(8) . . ? C25A C26A H26A 120.1 . . ? C27A C26A H26A 120.1 . . ? C28A C27A C26A 119.6(8) . . ? C28A C27A H27A 120.2 . . ? C26A C27A H27A 120.2 . . ? C27A C28A C29A 122.7(8) . . ? C27A C28A Br1A 119.3(6) . . ? C29A C28A Br1A 118.0(6) . . ? C28A C29A C30A 117.0(8) . . ? C28A C29A H29A 121.5 . . ? C30A C29A H29A 121.5 . . ? C29A C30A C25A 120.3(8) . . ? C29A C30A H30A 119.8 . . ? C25A C30A H30A 119.8 . . ? C6A C31A H31D 109.5 . . ? C6A C31A H31E 109.5 . . ? H31D C31A H31E 109.5 . . ? C6A C31A H31F 109.5 . . ? H31D C31A H31F 109.5 . . ? H31E C31A H31F 109.5 . . ? C15A C32A H32D 109.5 . . ? C15A C32A H32E 109.5 . . ? H32D C32A H32E 109.5 . . ? C15A C32A H32F 109.5 . . ? H32D C32A H32F 109.5 . . ? H32E C32A H32F 109.5 . . ? F1 P1 F6 89.8(3) . . ? F1 P1 F4 178.6(4) . . ? F6 P1 F4 90.3(3) . . ? F1 P1 F5 89.2(4) . . ? F6 P1 F5 89.5(4) . . ? F4 P1 F5 89.4(3) . . ? F1 P1 F2 91.3(4) . . ? F6 P1 F2 91.4(4) . . ? F4 P1 F2 90.0(3) . . ? F5 P1 F2 179.0(4) . . ? F1 P1 F3 90.1(3) . . ? F6 P1 F3 179.6(4) . . ? F4 P1 F3 89.9(3) . . ? F5 P1 F3 90.9(4) . . ? F2 P1 F3 88.3(3) . . ? F11B P2 F8B 131.2(18) . . ? F11B P2 F7 94.3(8) . . ? F8B P2 F7 117.8(14) . . ? F11B P2 F9 110.8(13) . . ? F8B P2 F9 102.2(11) . . ? F7 P2 F9 95.3(5) . . ? F11B P2 F12C 39.7(9) . . ? F8B P2 F12C 100.1(16) . . ? F7 P2 F12C 91.3(6) . . ? F9 P2 F12C 150.3(12) . . ? F11B P2 F8C 171.1(11) . . ? F8B P2 F8C 57.1(13) . . ? F7 P2 F8C 77.5(7) . . ? F9 P2 F8C 67.1(9) . . ? F12C P2 F8C 142.4(14) . . ? F11B P2 F10B 95.8(11) . . ? F8B P2 F10B 48.1(11) . . ? F7 P2 F10B 165.8(13) . . ? F9 P2 F10B 90.4(9) . . ? F12C P2 F10B 90.1(9) . . ? F8C P2 F10B 92.9(10) . . ? F11B P2 F12B 86.9(12) . . ? F8B P2 F12B 62.9(10) . . ? F7 P2 F12B 84.5(8) . . ? F9 P2 F12B 162.2(10) . . ? F12C P2 F12B 47.3(9) . . ? F8C P2 F12B 95.6(13) . . ? F10B P2 F12B 86.1(12) . . ? F11B P2 F10C 67.1(12) . . ? F8B P2 F10C 88.6(13) . . ? F7 P2 F10C 153.5(11) . . ? F9 P2 F10C 75.5(9) . . ? F12C P2 F10C 85.8(10) . . ? F8C P2 F10C 119.4(11) . . ? F10B P2 F10C 40.7(9) . . ? F12B P2 F10C 111.8(12) . . ? F11B P2 F11C 52.4(10) . . ? F8B P2 F11C 172.6(11) . . ? F7 P2 F11C 65.9(7) . . ? F9 P2 F11C 70.7(7) . . ? F12C P2 F11C 85.9(10) . . ? F8C P2 F11C 119.9(12) . . ? F10B P2 F11C 128.3(13) . . ? F12B P2 F11C 124.5(9) . . ? F10C P2 F11C 87.6(12) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C18 Ir1 N1 C1 -101.7(9) . . . . ? C9 Ir1 N1 C1 173.7(9) . . . . ? N5 Ir1 N1 C1 71.4(9) . . . . ? N6 Ir1 N1 C1 -3.5(10) . . . . ? C18 Ir1 N1 N2 82.4(6) . . . . ? C9 Ir1 N1 N2 -2.2(6) . . . . ? N5 Ir1 N1 N2 -104.5(6) . . . . ? N6 Ir1 N1 N2 -179.4(6) . . . . ? C1 N1 N2 C3 2.4(10) . . . . ? Ir1 N1 N2 C3 179.5(6) . . . . ? C1 N1 N2 C4 -174.4(7) . . . . ? Ir1 N1 N2 C4 2.6(9) . . . . ? C18 Ir1 N3 C10 -177.3(9) . . . . ? C9 Ir1 N3 C10 -92.4(9) . . . . ? N5 Ir1 N3 C10 9.9(9) . . . . ? N6 Ir1 N3 C10 85.0(9) . . . . ? C18 Ir1 N3 N4 -2.3(5) . . . . ? C9 Ir1 N3 N4 82.6(5) . . . . ? N5 Ir1 N3 N4 -175.1(5) . . . . ? N6 Ir1 N3 N4 -100.0(6) . . . . ? C10 N3 N4 C12 1.6(9) . . . . ? Ir1 N3 N4 C12 -174.9(5) . . . . ? C10 N3 N4 C13 179.6(7) . . . . ? Ir1 N3 N4 C13 3.1(8) . . . . ? C9 Ir1 N5 C24 -179.9(6) . . . . ? N3 Ir1 N5 C24 84.4(6) . . . . ? N1 Ir1 N5 C24 -101.4(6) . . . . ? N6 Ir1 N5 C24 -2.2(6) . . . . ? C9 Ir1 N5 C25 -11.4(6) . . . . ? N3 Ir1 N5 C25 -107.1(6) . . . . ? N1 Ir1 N5 C25 67.1(6) . . . . ? N6 Ir1 N5 C25 166.3(6) . . . . ? C18 Ir1 N6 C23 -173.4(7) . . . . ? N3 Ir1 N6 C23 -93.6(7) . . . . ? N1 Ir1 N6 C23 90.6(7) . . . . ? N5 Ir1 N6 C23 5.4(6) . . . . ? C18 Ir1 N6 C19 1.1(8) . . . . ? N3 Ir1 N6 C19 80.9(7) . . . . ? N1 Ir1 N6 C19 -94.9(7) . . . . ? N5 Ir1 N6 C19 179.9(8) . . . . ? N2 N1 C1 C2 -3.1(10) . . . . ? Ir1 N1 C1 C2 -179.1(7) . . . . ? N1 C1 C2 C3 2.5(11) . . . . ? N1 N2 C3 C2 -0.8(11) . . . . ? C4 N2 C3 C2 175.4(9) . . . . ? C1 C2 C3 N2 -1.0(11) . . . . ? N1 N2 C4 C9 -1.4(11) . . . . ? C3 N2 C4 C9 -177.4(9) . . . . ? N1 N2 C4 C5 178.2(8) . . . . ? C3 N2 C4 C5 2.2(15) . . . . ? C9 C4 C5 C6 -0.6(14) . . . . ? N2 C4 C5 C6 179.8(8) . . . . ? C4 C5 C6 C7 1.5(14) . . . . ? C4 C5 C6 C31 177.5(8) . . . . ? C5 C6 C7 C8 -2.3(14) . . . . ? C31 C6 C7 C8 -178.4(8) . . . . ? C6 C7 C8 C9 2.3(13) . . . . ? C5 C4 C9 C8 0.6(12) . . . . ? N2 C4 C9 C8 -179.8(7) . . . . ? C5 C4 C9 Ir1 179.8(7) . . . . ? N2 C4 C9 Ir1 -0.6(9) . . . . ? C7 C8 C9 C4 -1.4(12) . . . . ? C7 C8 C9 Ir1 179.5(6) . . . . ? C18 Ir1 C9 C4 -94.3(6) . . . . ? N3 Ir1 C9 C4 -173.9(6) . . . . ? N1 Ir1 C9 C4 1.5(6) . . . . ? N5 Ir1 C9 C4 86.7(6) . . . . ? C18 Ir1 C9 C8 84.9(8) . . . . ? N3 Ir1 C9 C8 5.2(8) . . . . ? N1 Ir1 C9 C8 -179.4(8) . . . . ? N5 Ir1 C9 C8 -94.2(8) . . . . ? N4 N3 C10 C11 -1.4(10) . . . . ? Ir1 N3 C10 C11 173.8(6) . . . . ? N3 C10 C11 C12 0.7(11) . . . . ? N3 N4 C12 C11 -1.1(10) . . . . ? C13 N4 C12 C11 -178.7(8) . . . . ? C10 C11 C12 N4 0.3(10) . . . . ? N3 N4 C13 C14 176.8(7) . . . . ? C12 N4 C13 C14 -5.8(14) . . . . ? N3 N4 C13 C18 -2.1(10) . . . . ? C12 N4 C13 C18 175.3(8) . . . . ? C18 C13 C14 C15 0.5(14) . . . . ? N4 C13 C14 C15 -178.3(8) . . . . ? C13 C14 C15 C16 -1.6(13) . . . . ? C13 C14 C15 C32 -179.2(9) . . . . ? C14 C15 C16 C17 2.0(14) . . . . ? C32 C15 C16 C17 179.6(9) . . . . ? C15 C16 C17 C18 -1.3(15) . . . . ? C16 C17 C18 C13 0.1(13) . . . . ? C16 C17 C18 Ir1 179.0(7) . . . . ? C14 C13 C18 C17 0.3(13) . . . . ? N4 C13 C18 C17 179.2(7) . . . . ? C14 C13 C18 Ir1 -178.7(7) . . . . ? N4 C13 C18 Ir1 0.1(9) . . . . ? C9 Ir1 C18 C17 87.5(9) . . . . ? N3 Ir1 C18 C17 -177.8(9) . . . . ? N1 Ir1 C18 C17 8.7(9) . . . . ? N6 Ir1 C18 C17 -90.3(8) . . . . ? C9 Ir1 C18 C13 -93.6(7) . . . . ? N3 Ir1 C18 C13 1.1(6) . . . . ? N1 Ir1 C18 C13 -172.4(6) . . . . ? N6 Ir1 C18 C13 88.6(7) . . . . ? C23 N6 C19 C20 -3.3(14) . . . . ? Ir1 N6 C19 C20 -177.6(7) . . . . ? N6 C19 C20 C21 3.2(18) . . . . ? C19 C20 C21 C22 -2(2) . . . . ? C20 C21 C22 C23 1.4(19) . . . . ? C19 N6 C23 C22 2.6(14) . . . . ? Ir1 N6 C23 C22 177.5(8) . . . . ? C19 N6 C23 C24 177.6(8) . . . . ? Ir1 N6 C23 C24 -7.6(11) . . . . ? C21 C22 C23 N6 -1.6(16) . . . . ? C21 C22 C23 C24 -176.2(10) . . . . ? C25 N5 C24 C23 -170.3(7) . . . . ? Ir1 N5 C24 C23 -1.0(10) . . . . ? N6 C23 C24 N5 5.8(13) . . . . ? C22 C23 C24 N5 -179.2(9) . . . . ? C24 N5 C25 C26 44.2(11) . . . . ? Ir1 N5 C25 C26 -124.1(7) . . . . ? C24 N5 C25 C30 -140.7(8) . . . . ? Ir1 N5 C25 C30 51.1(10) . . . . ? C30 C25 C26 C27 1.2(13) . . . . ? N5 C25 C26 C27 176.4(8) . . . . ? C25 C26 C27 C28 -1.0(14) . . . . ? C26 C27 C28 C29 1.0(16) . . . . ? C26 C27 C28 Br1 -178.8(7) . . . . ? C27 C28 C29 C30 -1.2(16) . . . . ? Br1 C28 C29 C30 178.6(7) . . . . ? C26 C25 C30 C29 -1.5(13) . . . . ? N5 C25 C30 C29 -176.6(8) . . . . ? C28 C29 C30 C25 1.5(14) . . . . ? C9A Ir1A N1A C1A 177.6(10) . . . . ? C18A Ir1A N1A C1A 90.0(9) . . . . ? N6A Ir1A N1A C1A -8.6(9) . . . . ? N5A Ir1A N1A C1A -84.4(9) . . . . ? C9A Ir1A N1A N2A -3.9(5) . . . . ? C18A Ir1A N1A N2A -91.5(6) . . . . ? N6A Ir1A N1A N2A 169.9(5) . . . . ? N5A Ir1A N1A N2A 94.1(6) . . . . ? C1A N1A N2A C3A -0.4(10) . . . . ? Ir1A N1A N2A C3A -179.4(6) . . . . ? C1A N1A N2A C4A -179.2(7) . . . . ? Ir1A N1A N2A C4A 1.8(9) . . . . ? C9A Ir1A N3A C10A 90.9(8) . . . . ? C18A Ir1A N3A C10A 178.8(9) . . . . ? N6A Ir1A N3A C10A -83.3(8) . . . . ? N5A Ir1A N3A C10A -7.1(9) . . . . ? C9A Ir1A N3A N4A -84.3(5) . . . . ? C18A Ir1A N3A N4A 3.6(5) . . . . ? N6A Ir1A N3A N4A 101.6(5) . . . . ? N5A Ir1A N3A N4A 177.8(5) . . . . ? C10A N3A N4A C12A 0.6(8) . . . . ? Ir1A N3A N4A C12A 177.2(5) . . . . ? C10A N3A N4A C13A 179.3(6) . . . . ? Ir1A N3A N4A C13A -4.1(8) . . . . ? C9A Ir1A N5A C24A 170.3(6) . . . . ? N3A Ir1A N5A C24A -94.5(6) . . . . ? N1A Ir1A N5A C24A 90.4(6) . . . . ? N6A Ir1A N5A C24A -5.4(6) . . . . ? C9A Ir1A N5A C25A 2.1(7) . . . . ? N3A Ir1A N5A C25A 97.4(6) . . . . ? N1A Ir1A N5A C25A -77.7(6) . . . . ? N6A Ir1A N5A C25A -173.5(7) . . . . ? N3A Ir1A N6A C19A -79.0(7) . . . . ? C18A Ir1A N6A C19A 0.3(7) . . . . ? N1A Ir1A N6A C19A 97.3(7) . . . . ? N5A Ir1A N6A C19A -177.4(7) . . . . ? N3A Ir1A N6A C23A 103.0(6) . . . . ? C18A Ir1A N6A C23A -177.8(6) . . . . ? N1A Ir1A N6A C23A -80.7(6) . . . . ? N5A Ir1A N6A C23A 4.6(5) . . . . ? N2A N1A C1A C2A 0.1(11) . . . . ? Ir1A N1A C1A C2A 178.7(7) . . . . ? N1A C1A C2A C3A 0.2(12) . . . . ? N1A N2A C3A C2A 0.6(11) . . . . ? C4A N2A C3A C2A 179.1(9) . . . . ? C1A C2A C3A N2A -0.5(12) . . . . ? N1A N2A C4A C5A -176.3(8) . . . . ? C3A N2A C4A C5A 5.2(15) . . . . ? N1A N2A C4A C9A 2.6(11) . . . . ? C3A N2A C4A C9A -175.8(9) . . . . ? N2A C4A C5A C6A 179.1(8) . . . . ? C9A C4A C5A C6A 0.3(14) . . . . ? C4A C5A C6A C7A 1.4(14) . . . . ? C4A C5A C6A C31A -180.0(9) . . . . ? C5A C6A C7A C8A -0.7(14) . . . . ? C31A C6A C7A C8A -179.3(9) . . . . ? C6A C7A C8A C9A -1.9(13) . . . . ? C7A C8A C9A C4A 3.5(12) . . . . ? C7A C8A C9A Ir1A -171.4(6) . . . . ? N2A C4A C9A C8A 178.4(7) . . . . ? C5A C4A C9A C8A -2.7(13) . . . . ? N2A C4A C9A Ir1A -5.8(9) . . . . ? C5A C4A C9A Ir1A 173.1(7) . . . . ? N3A Ir1A C9A C8A -4.2(8) . . . . ? C18A Ir1A C9A C8A -83.3(8) . . . . ? N1A Ir1A C9A C8A -179.9(8) . . . . ? N5A Ir1A C9A C8A 94.8(8) . . . . ? N3A Ir1A C9A C4A -179.1(6) . . . . ? C18A Ir1A C9A C4A 101.8(6) . . . . ? N1A Ir1A C9A C4A 5.2(6) . . . . ? N5A Ir1A C9A C4A -80.1(6) . . . . ? N4A N3A C10A C11A -0.1(9) . . . . ? Ir1A N3A C10A C11A -175.5(6) . . . . ? N3A C10A C11A C12A -0.4(10) . . . . ? N3A N4A C12A C11A -0.9(9) . . . . ? C13A N4A C12A C11A -179.3(8) . . . . ? C10A C11A C12A N4A 0.8(10) . . . . ? C12A N4A C13A C14A 1.4(13) . . . . ? N3A N4A C13A C14A -176.9(7) . . . . ? C12A N4A C13A C18A -180.0(8) . . . . ? N3A N4A C13A C18A 1.7(10) . . . . ? C18A C13A C14A C15A -1.6(12) . . . . ? N4A C13A C14A C15A 176.9(7) . . . . ? C13A C14A C15A C16A 1.8(12) . . . . ? C13A C14A C15A C32A 179.5(8) . . . . ? C14A C15A C16A C17A -0.5(13) . . . . ? C32A C15A C16A C17A -178.2(8) . . . . ? C15A C16A C17A C18A -1.1(13) . . . . ? C16A C17A C18A C13A 1.3(12) . . . . ? C16A C17A C18A Ir1A -178.6(6) . . . . ? C14A C13A C18A C17A 0.0(12) . . . . ? N4A C13A C18A C17A -178.6(7) . . . . ? C14A C13A C18A Ir1A 180.0(6) . . . . ? N4A C13A C18A Ir1A 1.4(9) . . . . ? C9A Ir1A C18A C17A -88.3(8) . . . . ? N3A Ir1A C18A C17A 177.2(8) . . . . ? N1A Ir1A C18A C17A -8.1(8) . . . . ? N6A Ir1A C18A C17A 87.6(8) . . . . ? C9A Ir1A C18A C13A 91.7(6) . . . . ? N3A Ir1A C18A C13A -2.7(6) . . . . ? N1A Ir1A C18A C13A 171.9(6) . . . . ? N6A Ir1A C18A C13A -92.3(6) . . . . ? C23A N6A C19A C20A 2.3(13) . . . . ? Ir1A N6A C19A C20A -175.7(7) . . . . ? N6A C19A C20A C21A -0.3(14) . . . . ? C19A C20A C21A C22A -2.5(15) . . . . ? C20A C21A C22A C23A 3.2(15) . . . . ? C19A N6A C23A C22A -1.4(12) . . . . ? Ir1A N6A C23A C22A 176.8(7) . . . . ? C19A N6A C23A C24A 178.2(7) . . . . ? Ir1A N6A C23A C24A -3.6(9) . . . . ? C21A C22A C23A N6A -1.2(14) . . . . ? C21A C22A C23A C24A 179.2(8) . . . . ? C25A N5A C24A C23A 173.9(7) . . . . ? Ir1A N5A C24A C23A 5.3(10) . . . . ? N6A C23A C24A N5A -1.2(12) . . . . ? C22A C23A C24A N5A 178.4(8) . . . . ? C24A N5A C25A C26A -50.8(11) . . . . ? Ir1A N5A C25A C26A 116.7(8) . . . . ? C24A N5A C25A C30A 134.1(8) . . . . ? Ir1A N5A C25A C30A -58.3(9) . . . . ? C30A C25A C26A C27A -0.4(13) . . . . ? N5A C25A C26A C27A -175.4(8) . . . . ? C25A C26A C27A C28A 1.1(14) . . . . ? C26A C27A C28A C29A -1.9(14) . . . . ? C26A C27A C28A Br1A 177.8(7) . . . . ? C27A C28A C29A C30A 2.0(13) . . . . ? Br1A C28A C29A C30A -177.7(6) . . . . ? C28A C29A C30A C25A -1.2(12) . . . . ? C26A C25A C30A C29A 0.5(13) . . . . ? N5A C25A C30A C29A 175.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 2.483 _refine_diff_density_min -1.467 _refine_diff_density_rms 0.159 _database_code_depnum_ccdc_archive 'CCDC 922554' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_09022_4c #TrackingRef 'Shalini 3 SI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H31 Br Ir N6, F6 P' _chemical_formula_sum 'C34 H31 Br F6 Ir N6 P' _chemical_formula_weight 940.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.7123(17) _cell_length_b 20.055(4) _cell_length_c 18.908(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.520(4) _cell_angle_gamma 90.00 _cell_volume 3300.5(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 716 _cell_measurement_theta_min 2.533 _cell_measurement_theta_max 23.282 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.893 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1832 _exptl_absorpt_coefficient_mu 5.375 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.571 _exptl_absorpt_correction_T_max 0.802 _exptl_absorpt_process_details ; absorption correction based on 4698 reflections(SADABS);Rint 0.1492 before correction and 0.0531 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25460 _diffrn_reflns_av_R_equivalents 0.1233 _diffrn_reflns_av_sigmaI/netI 0.1507 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6479 _reflns_number_gt 4014 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0071P)^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 constrained _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6479 _refine_ls_number_parameters 446 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0969 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.0793 _refine_ls_wR_factor_gt 0.0687 _refine_ls_goodness_of_fit_ref 0.790 _refine_ls_restrained_S_all 0.790 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.20382(4) 0.979839(16) 0.231679(19) 0.02313(9) Uani 1 1 d . . . Br1 Br -0.44460(11) 0.73823(5) 0.31585(5) 0.0443(3) Uani 1 1 d . . . N1 N 0.2264(7) 0.9156(3) 0.1506(3) 0.0226(17) Uani 1 1 d . . . N2 N 0.1047(7) 0.9149(3) 0.1007(4) 0.0255(17) Uani 1 1 d . . . N3 N 0.1793(7) 1.0572(3) 0.2991(4) 0.0222(17) Uani 1 1 d . . . N4 N 0.2482(7) 1.1157(3) 0.2784(4) 0.0263(17) Uani 1 1 d . . . N5 N 0.1484(7) 0.8965(3) 0.3019(4) 0.0236(17) Uani 1 1 d . . . N6 N 0.4084(7) 0.9648(3) 0.2967(4) 0.0295(19) Uani 1 1 d . . . C1 C 0.3377(9) 0.8797(4) 0.1238(5) 0.027(2) Uani 1 1 d . . . C2 C 0.2914(10) 0.8561(4) 0.0569(5) 0.034(2) Uani 1 1 d . . . H2 H 0.3503 0.8296 0.0265 0.041 Uiso 1 1 calc R . . C3 C 0.1453(10) 0.8785(4) 0.0435(5) 0.029(2) Uani 1 1 d . . . C4 C -0.0198(9) 0.9574(4) 0.1167(5) 0.027(2) Uani 1 1 d . . . C5 C -0.1531(9) 0.9603(4) 0.0741(4) 0.029(2) Uani 1 1 d . . . H5 H -0.1664 0.9324 0.0337 0.035 Uiso 1 1 calc R . . C6 C -0.2655(9) 1.0045(4) 0.0917(5) 0.032(2) Uani 1 1 d . . . H6 H -0.3575 1.0075 0.0630 0.039 Uiso 1 1 calc R . . C7 C -0.2461(9) 1.0442(4) 0.1502(5) 0.034(2) Uani 1 1 d . . . H7 H -0.3229 1.0758 0.1610 0.041 Uiso 1 1 calc R . . C8 C -0.1143(9) 1.0385(4) 0.1938(4) 0.029(2) Uani 1 1 d . . . H8 H -0.1036 1.0651 0.2352 0.034 Uiso 1 1 calc R . . C9 C 0.0031(9) 0.9940(4) 0.1776(4) 0.022(2) Uani 1 1 d . . . C10 C 0.1339(9) 1.0668(4) 0.3642(5) 0.034(2) Uani 1 1 d . . . C11 C 0.1752(9) 1.1312(4) 0.3865(5) 0.035(2) Uani 1 1 d . . . H11 H 0.1575 1.1504 0.4313 0.043 Uiso 1 1 calc R . . C12 C 0.2454(10) 1.1613(4) 0.3322(5) 0.033(2) Uani 1 1 d . . . C13 C 0.2974(9) 1.1162(4) 0.2082(5) 0.028(2) Uani 1 1 d . . . C14 C 0.3522(9) 1.1731(4) 0.1772(5) 0.030(2) Uani 1 1 d . . . H14 H 0.3593 1.2139 0.2027 0.036 Uiso 1 1 calc R . . C15 C 0.3969(10) 1.1693(4) 0.1078(5) 0.038(2) Uani 1 1 d . . . H15 H 0.4357 1.2076 0.0851 0.045 Uiso 1 1 calc R . . C16 C 0.3846(9) 1.1093(4) 0.0714(5) 0.034(2) Uani 1 1 d . . . H16 H 0.4135 1.1068 0.0236 0.041 Uiso 1 1 calc R . . C17 C 0.3302(8) 1.0528(4) 0.1049(4) 0.028(2) Uani 1 1 d . . . H17 H 0.3241 1.0119 0.0794 0.033 Uiso 1 1 calc R . . C18 C 0.2844(8) 1.0543(4) 0.1744(4) 0.022(2) Uani 1 1 d . . . C19 C 0.5283(9) 1.0060(4) 0.2995(5) 0.034(2) Uani 1 1 d . . . H19 H 0.5376 1.0376 0.2625 0.041 Uiso 1 1 calc R . . C20 C 0.6408(10) 1.0048(4) 0.3542(5) 0.039(3) Uani 1 1 d . . . H20 H 0.7245 1.0352 0.3545 0.046 Uiso 1 1 calc R . . C21 C 0.6285(10) 0.9595(5) 0.4071(5) 0.045(3) Uani 1 1 d . . . H21 H 0.7031 0.9582 0.4453 0.054 Uiso 1 1 calc R . . C22 C 0.5070(10) 0.9155(4) 0.4048(5) 0.037(2) Uani 1 1 d . . . H22 H 0.4973 0.8824 0.4403 0.044 Uiso 1 1 calc R . . C23 C 0.3990(9) 0.9211(4) 0.3489(4) 0.022(2) Uani 1 1 d . . . C24 C 0.2583(9) 0.8818(4) 0.3463(4) 0.029(2) Uani 1 1 d . . . H24 H 0.2480 0.8453 0.3777 0.035 Uiso 1 1 calc R . . C25 C 0.0095(9) 0.8596(4) 0.3069(4) 0.022(2) Uani 1 1 d . . . C26 C -0.0509(9) 0.8439(4) 0.3710(5) 0.029(2) Uani 1 1 d . . . H26 H 0.0009 0.8581 0.4136 0.035 Uiso 1 1 calc R . . C27 C -0.1831(9) 0.8086(4) 0.3743(4) 0.031(2) Uani 1 1 d . . . H27 H -0.2238 0.7985 0.4189 0.037 Uiso 1 1 calc R . . C28 C -0.2581(9) 0.7873(4) 0.3129(5) 0.031(2) Uani 1 1 d . . . C29 C -0.2017(9) 0.8010(4) 0.2483(4) 0.028(2) Uani 1 1 d . . . H29 H -0.2526 0.7849 0.2062 0.033 Uiso 1 1 calc R . . C30 C -0.0676(9) 0.8393(4) 0.2448(4) 0.023(2) Uani 1 1 d . . . H30 H -0.0297 0.8514 0.2002 0.028 Uiso 1 1 calc R . . C31 C 0.4877(9) 0.8689(4) 0.1613(5) 0.036(2) Uani 1 1 d . . . H31A H 0.5427 0.9114 0.1657 0.053 Uiso 1 1 calc R . . H31B H 0.5483 0.8373 0.1346 0.053 Uiso 1 1 calc R . . H31C H 0.4715 0.8508 0.2086 0.053 Uiso 1 1 calc R . . C32 C 0.0434(10) 0.8655(4) -0.0206(4) 0.040(2) Uani 1 1 d . . . H32A H -0.0440 0.8381 -0.0076 0.060 Uiso 1 1 calc R . . H32B H 0.1015 0.8419 -0.0561 0.060 Uiso 1 1 calc R . . H32C H 0.0058 0.9080 -0.0403 0.060 Uiso 1 1 calc R . . C33 C 0.0521(9) 1.0162(4) 0.4049(4) 0.038(2) Uani 1 1 d . . . H33A H -0.0090 0.9878 0.3723 0.057 Uiso 1 1 calc R . . H33B H -0.0159 1.0385 0.4375 0.057 Uiso 1 1 calc R . . H33C H 0.1269 0.9888 0.4320 0.057 Uiso 1 1 calc R . . C34 C 0.3173(10) 1.2278(4) 0.3291(5) 0.045(3) Uani 1 1 d . . . H34A H 0.2637 1.2546 0.2924 0.067 Uiso 1 1 calc R . . H34B H 0.4255 1.2230 0.3179 0.067 Uiso 1 1 calc R . . H34C H 0.3105 1.2500 0.3751 0.067 Uiso 1 1 calc R . . P1 P 0.2395(3) 0.30771(13) 0.94684(14) 0.0389(7) Uani 1 1 d . . . F1 F 0.2982(6) 0.3765(2) 0.9815(3) 0.0545(16) Uani 1 1 d . . . F2 F 0.1889(6) 0.2838(2) 1.0228(3) 0.0471(14) Uani 1 1 d . . . F3 F 0.0758(6) 0.3400(3) 0.9328(3) 0.0636(17) Uani 1 1 d . . . F4 F 0.1809(6) 0.2388(2) 0.9141(3) 0.0605(17) Uani 1 1 d . . . F5 F 0.2899(7) 0.3317(3) 0.8721(3) 0.0639(18) Uani 1 1 d . . . F6 F 0.4051(6) 0.2757(3) 0.9626(3) 0.0605(17) 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 0.02256(17) 0.02254(17) 0.02425(18) 0.00174(19) 0.00045(13) 0.00031(19) Br1 0.0387(6) 0.0458(6) 0.0480(7) 0.0132(5) -0.0020(5) -0.0152(5) N1 0.016(4) 0.026(4) 0.025(4) 0.003(3) 0.001(3) 0.007(3) N2 0.024(4) 0.024(4) 0.029(5) -0.001(3) 0.003(4) -0.002(3) N3 0.018(4) 0.025(4) 0.024(4) 0.004(3) 0.005(3) 0.005(3) N4 0.032(4) 0.013(4) 0.033(5) 0.000(3) -0.001(4) -0.003(3) N5 0.018(4) 0.024(4) 0.029(5) -0.002(3) -0.002(3) -0.005(3) N6 0.025(4) 0.023(4) 0.040(5) 0.006(4) 0.000(4) 0.004(3) C1 0.022(5) 0.019(5) 0.040(6) 0.006(4) 0.006(5) -0.004(4) C2 0.038(6) 0.029(5) 0.036(6) -0.003(4) 0.013(5) -0.003(5) C3 0.034(6) 0.026(5) 0.029(6) 0.007(4) 0.006(5) -0.009(4) C4 0.021(5) 0.024(5) 0.035(6) 0.013(4) 0.008(4) -0.003(4) C5 0.028(5) 0.044(6) 0.015(5) 0.003(4) -0.003(4) -0.011(4) C6 0.017(5) 0.039(6) 0.041(6) 0.004(4) -0.005(4) -0.002(4) C7 0.018(5) 0.047(6) 0.037(6) 0.014(5) 0.005(4) 0.011(4) C8 0.038(5) 0.027(5) 0.020(5) -0.002(4) 0.003(4) -0.009(4) C9 0.022(5) 0.020(5) 0.026(5) 0.014(4) 0.008(4) 0.002(4) C10 0.023(5) 0.031(5) 0.047(7) -0.003(5) -0.007(5) -0.004(4) C11 0.034(6) 0.046(6) 0.026(6) -0.011(5) -0.008(5) 0.004(5) C12 0.031(6) 0.032(6) 0.036(6) -0.010(5) -0.007(5) 0.001(5) C13 0.017(5) 0.038(6) 0.027(6) 0.003(4) 0.002(4) 0.000(4) C14 0.033(5) 0.021(5) 0.036(6) 0.004(4) -0.003(5) -0.005(4) C15 0.038(6) 0.027(6) 0.048(7) 0.013(5) 0.002(5) 0.001(5) C16 0.031(5) 0.044(6) 0.027(6) 0.014(5) -0.003(4) -0.006(5) C17 0.020(5) 0.030(5) 0.032(6) 0.000(4) -0.007(4) -0.001(4) C18 0.014(4) 0.030(5) 0.020(5) -0.002(4) -0.011(4) 0.000(4) C19 0.038(5) 0.025(5) 0.040(6) 0.003(4) 0.001(5) -0.002(4) C20 0.026(5) 0.037(6) 0.052(7) 0.007(5) -0.006(5) -0.009(4) C21 0.034(6) 0.062(8) 0.039(7) 0.007(5) -0.007(5) -0.001(5) C22 0.035(6) 0.044(6) 0.031(6) 0.013(5) -0.002(5) 0.011(5) C23 0.018(5) 0.023(5) 0.023(5) 0.003(4) -0.005(4) -0.001(4) C24 0.028(5) 0.033(6) 0.025(5) 0.004(4) -0.001(4) -0.001(4) C25 0.025(5) 0.013(4) 0.026(5) 0.005(4) -0.004(4) 0.005(4) C26 0.025(5) 0.030(5) 0.033(6) 0.002(4) 0.001(4) 0.008(4) C27 0.032(5) 0.042(6) 0.019(5) 0.002(4) 0.003(4) 0.005(5) C28 0.027(5) 0.027(5) 0.039(6) 0.008(4) 0.005(5) -0.001(4) C29 0.026(5) 0.020(5) 0.036(6) 0.001(4) -0.004(5) -0.004(4) C30 0.030(5) 0.017(5) 0.023(5) 0.009(4) 0.008(4) 0.006(4) C31 0.024(5) 0.040(6) 0.044(6) 0.001(5) 0.007(5) 0.002(5) C32 0.062(7) 0.038(6) 0.020(5) -0.001(4) -0.003(5) -0.008(5) C33 0.042(5) 0.036(5) 0.036(6) -0.001(5) 0.006(4) 0.001(5) C34 0.052(7) 0.021(5) 0.062(8) -0.011(5) 0.000(5) -0.005(5) P1 0.0441(17) 0.0381(16) 0.0345(17) -0.0015(13) 0.0003(13) -0.0034(14) F1 0.072(4) 0.036(3) 0.054(4) -0.001(3) -0.008(3) -0.015(3) F2 0.062(4) 0.043(3) 0.037(4) -0.001(3) 0.008(3) -0.014(3) F3 0.045(4) 0.076(4) 0.069(5) -0.011(3) -0.017(3) 0.008(3) F4 0.093(5) 0.046(4) 0.044(4) -0.018(3) 0.011(3) -0.012(3) F5 0.091(5) 0.066(4) 0.035(4) 0.004(3) 0.007(3) -0.002(4) F6 0.048(4) 0.064(4) 0.070(5) 0.012(3) 0.010(3) 0.008(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 Ir1 C18 1.990(8) . ? Ir1 C9 2.007(8) . ? Ir1 N1 2.019(6) . ? Ir1 N3 2.025(7) . ? Ir1 N6 2.142(7) . ? Ir1 N5 2.201(6) . ? Br1 C28 1.903(8) . ? N1 C1 1.326(9) . ? N1 N2 1.388(8) . ? N2 C3 1.365(10) . ? N2 C4 1.423(9) . ? N3 C10 1.323(10) . ? N3 N4 1.384(8) . ? N4 C12 1.369(10) . ? N4 C13 1.412(10) . ? N5 C24 1.280(9) . ? N5 C25 1.426(9) . ? N6 C23 1.325(9) . ? N6 C19 1.331(9) . ? C1 C2 1.394(11) . ? C1 C31 1.475(10) . ? C2 C3 1.363(11) . ? C2 H2 0.9500 . ? C3 C32 1.494(11) . ? C4 C9 1.371(10) . ? C4 C5 1.385(10) . ? C5 C6 1.372(10) . ? C5 H5 0.9500 . ? C6 C7 1.367(11) . ? C6 H6 0.9500 . ? C7 C8 1.389(10) . ? C7 H7 0.9500 . ? C8 C9 1.400(10) . ? C8 H8 0.9500 . ? C10 C11 1.401(11) . ? C10 C33 1.476(11) . ? C11 C12 1.359(11) . ? C11 H11 0.9500 . ? C12 C34 1.476(10) . ? C13 C14 1.378(10) . ? C13 C18 1.400(10) . ? C14 C15 1.388(11) . ? C14 H14 0.9500 . ? C15 C16 1.386(11) . ? C15 H15 0.9500 . ? C16 C17 1.391(10) . ? C16 H16 0.9500 . ? C17 C18 1.390(10) . ? C17 H17 0.9500 . ? C19 C20 1.394(11) . ? C19 H19 0.9500 . ? C20 C21 1.360(11) . ? C20 H20 0.9500 . ? C21 C22 1.377(11) . ? C21 H21 0.9500 . ? C22 C23 1.389(10) . ? C22 H22 0.9500 . ? C23 C24 1.456(10) . ? C24 H24 0.9500 . ? C25 C26 1.379(10) . ? C25 C30 1.388(10) . ? C26 C27 1.356(10) . ? C26 H26 0.9500 . ? C27 C28 1.375(11) . ? C27 H27 0.9500 . ? C28 C29 1.365(10) . ? C29 C30 1.402(10) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? P1 F5 1.573(6) . ? P1 F3 1.578(5) . ? P1 F4 1.589(5) . ? P1 F2 1.595(5) . ? P1 F6 1.595(5) . ? P1 F1 1.601(5) . ? 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 C18 Ir1 C9 86.4(3) . . ? C18 Ir1 N1 91.0(3) . . ? C9 Ir1 N1 79.4(3) . . ? C18 Ir1 N3 79.5(3) . . ? C9 Ir1 N3 95.7(3) . . ? N1 Ir1 N3 169.6(3) . . ? C18 Ir1 N6 96.5(3) . . ? C9 Ir1 N6 175.6(3) . . ? N1 Ir1 N6 103.9(3) . . ? N3 Ir1 N6 81.6(2) . . ? C18 Ir1 N5 171.8(3) . . ? C9 Ir1 N5 101.9(3) . . ? N1 Ir1 N5 90.3(2) . . ? N3 Ir1 N5 99.8(2) . . ? N6 Ir1 N5 75.3(2) . . ? C1 N1 N2 106.5(7) . . ? C1 N1 Ir1 137.3(6) . . ? N2 N1 Ir1 115.1(5) . . ? C3 N2 N1 109.1(7) . . ? C3 N2 C4 135.7(8) . . ? N1 N2 C4 114.7(7) . . ? C10 N3 N4 106.9(7) . . ? C10 N3 Ir1 137.9(6) . . ? N4 N3 Ir1 114.3(5) . . ? C12 N4 N3 109.5(7) . . ? C12 N4 C13 135.2(7) . . ? N3 N4 C13 115.2(6) . . ? C24 N5 C25 116.7(7) . . ? C24 N5 Ir1 113.2(6) . . ? C25 N5 Ir1 130.1(5) . . ? C23 N6 C19 117.1(7) . . ? C23 N6 Ir1 116.3(5) . . ? C19 N6 Ir1 124.5(6) . . ? N1 C1 C2 110.1(8) . . ? N1 C1 C31 122.9(8) . . ? C2 C1 C31 127.0(8) . . ? C3 C2 C1 106.7(8) . . ? C3 C2 H2 126.7 . . ? C1 C2 H2 126.7 . . ? C2 C3 N2 107.6(8) . . ? C2 C3 C32 127.6(8) . . ? N2 C3 C32 124.8(8) . . ? C9 C4 C5 123.6(8) . . ? C9 C4 N2 114.5(7) . . ? C5 C4 N2 121.9(8) . . ? C6 C5 C4 118.4(8) . . ? C6 C5 H5 120.8 . . ? C4 C5 H5 120.8 . . ? C7 C6 C5 120.5(8) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C8 120.1(8) . . ? C6 C7 H7 120.0 . . ? C8 C7 H7 120.0 . . ? C7 C8 C9 121.0(8) . . ? C7 C8 H8 119.5 . . ? C9 C8 H8 119.5 . . ? C4 C9 C8 116.3(7) . . ? C4 C9 Ir1 116.3(6) . . ? C8 C9 Ir1 127.4(6) . . ? N3 C10 C11 109.3(8) . . ? N3 C10 C33 123.8(8) . . ? C11 C10 C33 126.9(9) . . ? C12 C11 C10 107.5(8) . . ? C12 C11 H11 126.2 . . ? C10 C11 H11 126.2 . . ? C11 C12 N4 106.7(8) . . ? C11 C12 C34 129.5(9) . . ? N4 C12 C34 123.6(8) . . ? C14 C13 C18 124.3(8) . . ? C14 C13 N4 122.1(8) . . ? C18 C13 N4 113.7(7) . . ? C13 C14 C15 118.3(8) . . ? C13 C14 H14 120.9 . . ? C15 C14 H14 120.9 . . ? C16 C15 C14 119.9(8) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C15 C16 C17 120.1(9) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C18 C17 C16 122.0(8) . . ? C18 C17 H17 119.0 . . ? C16 C17 H17 119.0 . . ? C17 C18 C13 115.5(8) . . ? C17 C18 Ir1 128.4(6) . . ? C13 C18 Ir1 116.1(6) . . ? N6 C19 C20 122.9(8) . . ? N6 C19 H19 118.5 . . ? C20 C19 H19 118.5 . . ? C21 C20 C19 118.8(9) . . ? C21 C20 H20 120.6 . . ? C19 C20 H20 120.6 . . ? C20 C21 C22 119.3(9) . . ? C20 C21 H21 120.3 . . ? C22 C21 H21 120.3 . . ? C21 C22 C23 117.8(8) . . ? C21 C22 H22 121.1 . . ? C23 C22 H22 121.1 . . ? N6 C23 C22 123.9(8) . . ? N6 C23 C24 114.4(7) . . ? C22 C23 C24 121.5(8) . . ? N5 C24 C23 120.1(8) . . ? N5 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C26 C25 C30 119.2(8) . . ? C26 C25 N5 122.3(7) . . ? C30 C25 N5 118.5(7) . . ? C27 C26 C25 121.2(8) . . ? C27 C26 H26 119.4 . . ? C25 C26 H26 119.4 . . ? C26 C27 C28 119.7(8) . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? C29 C28 C27 121.2(8) . . ? C29 C28 Br1 118.1(7) . . ? C27 C28 Br1 120.7(7) . . ? C28 C29 C30 119.0(8) . . ? C28 C29 H29 120.5 . . ? C30 C29 H29 120.5 . . ? C25 C30 C29 119.6(8) . . ? C25 C30 H30 120.2 . . ? C29 C30 H30 120.2 . . ? C1 C31 H31A 109.5 . . ? C1 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C1 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C3 C32 H32A 109.5 . . ? C3 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C3 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C10 C33 H33A 109.5 . . ? C10 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C10 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C12 C34 H34A 109.5 . . ? C12 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C12 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? F5 P1 F3 90.6(3) . . ? F5 P1 F4 90.8(3) . . ? F3 P1 F4 91.1(3) . . ? F5 P1 F2 179.6(3) . . ? F3 P1 F2 89.5(3) . . ? F4 P1 F2 89.6(3) . . ? F5 P1 F6 90.3(3) . . ? F3 P1 F6 178.8(4) . . ? F4 P1 F6 89.7(3) . . ? F2 P1 F6 89.7(3) . . ? F5 P1 F1 90.4(3) . . ? F3 P1 F1 89.2(3) . . ? F4 P1 F1 178.8(3) . . ? F2 P1 F1 89.2(3) . . ? F6 P1 F1 90.0(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C18 Ir1 N1 C1 81.9(8) . . . . ? C9 Ir1 N1 C1 168.1(8) . . . . ? N3 Ir1 N1 C1 105.8(15) . . . . ? N6 Ir1 N1 C1 -15.0(9) . . . . ? N5 Ir1 N1 C1 -89.9(8) . . . . ? C18 Ir1 N1 N2 -84.1(5) . . . . ? C9 Ir1 N1 N2 2.0(5) . . . . ? N3 Ir1 N1 N2 -60.2(16) . . . . ? N6 Ir1 N1 N2 179.0(5) . . . . ? N5 Ir1 N1 N2 104.1(5) . . . . ? C1 N1 N2 C3 -0.3(8) . . . . ? Ir1 N1 N2 C3 169.8(5) . . . . ? C1 N1 N2 C4 -173.1(6) . . . . ? Ir1 N1 N2 C4 -3.0(8) . . . . ? C18 Ir1 N3 C10 -177.0(9) . . . . ? C9 Ir1 N3 C10 97.8(8) . . . . ? N1 Ir1 N3 C10 158.7(12) . . . . ? N6 Ir1 N3 C10 -78.7(8) . . . . ? N5 Ir1 N3 C10 -5.3(9) . . . . ? C18 Ir1 N3 N4 -9.4(5) . . . . ? C9 Ir1 N3 N4 -94.7(5) . . . . ? N1 Ir1 N3 N4 -33.7(16) . . . . ? N6 Ir1 N3 N4 88.9(5) . . . . ? N5 Ir1 N3 N4 162.2(5) . . . . ? C10 N3 N4 C12 0.5(9) . . . . ? Ir1 N3 N4 C12 -170.8(5) . . . . ? C10 N3 N4 C13 -176.8(7) . . . . ? Ir1 N3 N4 C13 11.9(8) . . . . ? C9 Ir1 N5 C24 -174.7(6) . . . . ? N1 Ir1 N5 C24 106.1(6) . . . . ? N3 Ir1 N5 C24 -76.8(6) . . . . ? N6 Ir1 N5 C24 1.8(6) . . . . ? C9 Ir1 N5 C25 2.2(7) . . . . ? N1 Ir1 N5 C25 -77.0(7) . . . . ? N3 Ir1 N5 C25 100.2(7) . . . . ? N6 Ir1 N5 C25 178.8(7) . . . . ? C18 Ir1 N6 C23 174.3(6) . . . . ? N1 Ir1 N6 C23 -93.1(6) . . . . ? N3 Ir1 N6 C23 95.9(6) . . . . ? N5 Ir1 N6 C23 -6.6(6) . . . . ? C18 Ir1 N6 C19 10.9(7) . . . . ? N1 Ir1 N6 C19 103.6(7) . . . . ? N3 Ir1 N6 C19 -67.4(7) . . . . ? N5 Ir1 N6 C19 -169.9(7) . . . . ? N2 N1 C1 C2 0.6(9) . . . . ? Ir1 N1 C1 C2 -166.2(6) . . . . ? N2 N1 C1 C31 179.6(7) . . . . ? Ir1 N1 C1 C31 12.8(13) . . . . ? N1 C1 C2 C3 -0.6(10) . . . . ? C31 C1 C2 C3 -179.6(8) . . . . ? C1 C2 C3 N2 0.4(10) . . . . ? C1 C2 C3 C32 -178.6(8) . . . . ? N1 N2 C3 C2 0.0(9) . . . . ? C4 N2 C3 C2 170.6(8) . . . . ? N1 N2 C3 C32 179.0(7) . . . . ? C4 N2 C3 C32 -10.5(14) . . . . ? C3 N2 C4 C9 -167.9(8) . . . . ? N1 N2 C4 C9 2.3(10) . . . . ? C3 N2 C4 C5 12.9(14) . . . . ? N1 N2 C4 C5 -176.9(7) . . . . ? C9 C4 C5 C6 3.3(12) . . . . ? N2 C4 C5 C6 -177.5(7) . . . . ? C4 C5 C6 C7 -0.5(12) . . . . ? C5 C6 C7 C8 -2.2(13) . . . . ? C6 C7 C8 C9 2.3(12) . . . . ? C5 C4 C9 C8 -3.2(12) . . . . ? N2 C4 C9 C8 177.5(6) . . . . ? C5 C4 C9 Ir1 178.6(6) . . . . ? N2 C4 C9 Ir1 -0.6(9) . . . . ? C7 C8 C9 C4 0.4(11) . . . . ? C7 C8 C9 Ir1 178.3(6) . . . . ? C18 Ir1 C9 C4 90.9(6) . . . . ? N1 Ir1 C9 C4 -0.8(6) . . . . ? N3 Ir1 C9 C4 170.0(6) . . . . ? N5 Ir1 C9 C4 -88.8(6) . . . . ? C18 Ir1 C9 C8 -87.0(7) . . . . ? N1 Ir1 C9 C8 -178.7(7) . . . . ? N3 Ir1 C9 C8 -7.9(7) . . . . ? N5 Ir1 C9 C8 93.3(7) . . . . ? N4 N3 C10 C11 -0.9(9) . . . . ? Ir1 N3 C10 C11 167.2(6) . . . . ? N4 N3 C10 C33 178.8(7) . . . . ? Ir1 N3 C10 C33 -13.1(14) . . . . ? N3 C10 C11 C12 1.0(10) . . . . ? C33 C10 C11 C12 -178.7(8) . . . . ? C10 C11 C12 N4 -0.7(10) . . . . ? C10 C11 C12 C34 -176.7(9) . . . . ? N3 N4 C12 C11 0.1(9) . . . . ? C13 N4 C12 C11 176.7(8) . . . . ? N3 N4 C12 C34 176.4(7) . . . . ? C13 N4 C12 C34 -7.0(15) . . . . ? C12 N4 C13 C14 -3.9(14) . . . . ? N3 N4 C13 C14 172.6(7) . . . . ? C12 N4 C13 C18 176.3(8) . . . . ? N3 N4 C13 C18 -7.2(10) . . . . ? C18 C13 C14 C15 0.4(13) . . . . ? N4 C13 C14 C15 -179.4(7) . . . . ? C13 C14 C15 C16 0.4(13) . . . . ? C14 C15 C16 C17 -1.1(13) . . . . ? C15 C16 C17 C18 1.0(13) . . . . ? C16 C17 C18 C13 -0.2(11) . . . . ? C16 C17 C18 Ir1 -180.0(6) . . . . ? C14 C13 C18 C17 -0.5(12) . . . . ? N4 C13 C18 C17 179.3(7) . . . . ? C14 C13 C18 Ir1 179.3(6) . . . . ? N4 C13 C18 Ir1 -0.9(9) . . . . ? C9 Ir1 C18 C17 -78.2(7) . . . . ? N1 Ir1 C18 C17 1.1(7) . . . . ? N3 Ir1 C18 C17 -174.7(7) . . . . ? N6 Ir1 C18 C17 105.1(7) . . . . ? C9 Ir1 C18 C13 102.0(6) . . . . ? N1 Ir1 C18 C13 -178.7(6) . . . . ? N3 Ir1 C18 C13 5.6(6) . . . . ? N6 Ir1 C18 C13 -74.6(6) . . . . ? C23 N6 C19 C20 -0.3(12) . . . . ? Ir1 N6 C19 C20 162.9(7) . . . . ? N6 C19 C20 C21 0.3(14) . . . . ? C19 C20 C21 C22 0.9(14) . . . . ? C20 C21 C22 C23 -1.9(13) . . . . ? C19 N6 C23 C22 -0.9(12) . . . . ? Ir1 N6 C23 C22 -165.5(7) . . . . ? C19 N6 C23 C24 174.5(7) . . . . ? Ir1 N6 C23 C24 9.9(9) . . . . ? C21 C22 C23 N6 2.0(13) . . . . ? C21 C22 C23 C24 -173.0(8) . . . . ? C25 N5 C24 C23 -174.6(7) . . . . ? Ir1 N5 C24 C23 2.8(10) . . . . ? N6 C23 C24 N5 -8.6(12) . . . . ? C22 C23 C24 N5 166.9(8) . . . . ? C24 N5 C25 C26 41.3(11) . . . . ? Ir1 N5 C25 C26 -135.5(6) . . . . ? C24 N5 C25 C30 -139.1(8) . . . . ? Ir1 N5 C25 C30 44.0(10) . . . . ? C30 C25 C26 C27 0.7(12) . . . . ? N5 C25 C26 C27 -179.8(7) . . . . ? C25 C26 C27 C28 0.6(12) . . . . ? C26 C27 C28 C29 0.1(13) . . . . ? C26 C27 C28 Br1 -179.5(6) . . . . ? C27 C28 C29 C30 -2.1(12) . . . . ? Br1 C28 C29 C30 177.6(5) . . . . ? C26 C25 C30 C29 -2.6(11) . . . . ? N5 C25 C30 C29 177.8(6) . . . . ? C28 C29 C30 C25 3.3(11) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.435 _refine_diff_density_min -1.076 _refine_diff_density_rms 0.159 _database_code_depnum_ccdc_archive 'CCDC 922555' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_06075_4a #TrackingRef 'Shalini 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C30 H23 Br F6 Ir N6 P)(C H2 Cl2)' _chemical_formula_sum 'C31 H25 Br Cl2 F6 Ir N6 P' _chemical_formula_weight 969.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.112(2) _cell_length_b 17.706(3) _cell_length_c 16.566(3) _cell_angle_alpha 90.00 _cell_angle_beta 106.849(3) _cell_angle_gamma 90.00 _cell_volume 3400.2(10) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 883 _cell_measurement_theta_min 2.635 _cell_measurement_theta_max 23.530 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.894 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1872 _exptl_absorpt_coefficient_mu 5.372 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.504 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details ; absorption correction based on 12259 reflections(SADABS);Rint 0.0963 before correction and 0.0399 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24390 _diffrn_reflns_av_R_equivalents 0.0544 _diffrn_reflns_av_sigmaI/netI 0.0531 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5999 _reflns_number_gt 4827 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Disordered CH2Cl2 was omitted using the SQUEEZE option of PLATON. The solvent accessible voids are 577.4 3 with an estimated 189e/cell to be added. Four solvent CH2Cl2 molecules/unit cell accounting for 168e were included in the formula, FWt, (000) and density calculations. PLATON Reference:Spek, A.L. (1990), Acta Cryst. A46, C-34. 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^)+(0.0295P)^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 constrained _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5999 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0668 _refine_ls_goodness_of_fit_ref 0.950 _refine_ls_restrained_S_all 0.950 _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 0.395371(17) 0.780640(10) 0.250624(12) 0.02808(7) Uani 1 1 d . . . Br1 Br 0.83455(5) 0.52369(3) 0.15325(4) 0.04963(17) Uani 1 1 d . . . N1 N 0.2658(4) 0.7063(2) 0.2137(3) 0.0402(11) Uani 1 1 d . . . N2 N 0.2852(5) 0.6388(2) 0.2573(3) 0.0526(14) Uani 1 1 d . . . N3 N 0.5272(3) 0.8515(2) 0.3039(2) 0.0324(10) Uani 1 1 d . . . N4 N 0.5222(4) 0.8836(2) 0.3779(2) 0.0309(10) Uani 1 1 d . . . N5 N 0.4579(4) 0.7520(2) 0.1451(2) 0.0299(10) Uani 1 1 d . . . N6 N 0.3108(3) 0.8602(2) 0.1560(2) 0.0279(9) Uani 1 1 d . . . C1 C 0.1615(5) 0.7030(3) 0.1606(4) 0.0534(17) Uani 1 1 d . . . H1 H 0.1256 0.7419 0.1225 0.064 Uiso 1 1 calc R . . C2 C 0.1115(7) 0.6330(4) 0.1690(6) 0.082(3) Uani 1 1 d . . . H2 H 0.0371 0.6159 0.1378 0.098 Uiso 1 1 calc R . . C3 C 0.1897(7) 0.5950(4) 0.2297(5) 0.076(2) Uani 1 1 d . . . H3 H 0.1798 0.5459 0.2498 0.091 Uiso 1 1 calc R . . C4 C 0.3935(6) 0.6317(3) 0.3198(4) 0.0507(17) Uani 1 1 d . . . C5 C 0.4258(8) 0.5634(3) 0.3636(5) 0.077(3) Uani 1 1 d . . . H5 H 0.3757 0.5209 0.3546 0.093 Uiso 1 1 calc R . . C6 C 0.5354(9) 0.5616(5) 0.4210(5) 0.090(3) Uani 1 1 d . . . H6 H 0.5612 0.5165 0.4518 0.108 Uiso 1 1 calc R . . C7 C 0.6067(7) 0.6224(4) 0.4342(4) 0.077(2) Uani 1 1 d . . . H7 H 0.6806 0.6196 0.4744 0.093 Uiso 1 1 calc R . . C8 C 0.5723(6) 0.6884(3) 0.3895(3) 0.0517(16) Uani 1 1 d . . . H8 H 0.6233 0.7304 0.4000 0.062 Uiso 1 1 calc R . . C9 C 0.4663(5) 0.6951(3) 0.3300(3) 0.0417(15) Uani 1 1 d . . . C10 C 0.6250(5) 0.8744(3) 0.2922(3) 0.0423(14) Uani 1 1 d . . . H10 H 0.6513 0.8610 0.2454 0.051 Uiso 1 1 calc R . . C11 C 0.6838(5) 0.9205(3) 0.3574(3) 0.0449(14) Uani 1 1 d . . . H11 H 0.7560 0.9444 0.3636 0.054 Uiso 1 1 calc R . . C12 C 0.6173(5) 0.9252(3) 0.4114(3) 0.0411(14) Uani 1 1 d . . . H12 H 0.6350 0.9526 0.4628 0.049 Uiso 1 1 calc R . . C13 C 0.4208(4) 0.8676(3) 0.4028(3) 0.0316(12) Uani 1 1 d . . . C14 C 0.4050(5) 0.8977(3) 0.4757(3) 0.0371(13) Uani 1 1 d . . . H14 H 0.4608 0.9303 0.5109 0.045 Uiso 1 1 calc R . . C15 C 0.3065(5) 0.8788(3) 0.4955(3) 0.0419(14) Uani 1 1 d . . . H15 H 0.2936 0.8983 0.5455 0.050 Uiso 1 1 calc R . . C16 C 0.2248(5) 0.8314(3) 0.4432(3) 0.0414(14) Uani 1 1 d . . . H16 H 0.1564 0.8189 0.4573 0.050 Uiso 1 1 calc R . . C17 C 0.2433(5) 0.8024(3) 0.3703(3) 0.0392(13) Uani 1 1 d . . . H17 H 0.1871 0.7700 0.3351 0.047 Uiso 1 1 calc R . . C18 C 0.3424(4) 0.8197(3) 0.3480(3) 0.0310(12) Uani 1 1 d . . . C19 C 0.2358(4) 0.9130(3) 0.1629(3) 0.0371(13) Uani 1 1 d . . . H19 H 0.2223 0.9208 0.2160 0.045 Uiso 1 1 calc R . . C20 C 0.1771(5) 0.9568(3) 0.0950(4) 0.0467(15) Uani 1 1 d . . . H20 H 0.1249 0.9946 0.1020 0.056 Uiso 1 1 calc R . . C21 C 0.1942(5) 0.9459(3) 0.0174(4) 0.0522(16) Uani 1 1 d . . . H21 H 0.1541 0.9755 -0.0298 0.063 Uiso 1 1 calc R . . C22 C 0.2711(5) 0.8907(3) 0.0094(4) 0.0474(15) Uani 1 1 d . . . H22 H 0.2838 0.8813 -0.0436 0.057 Uiso 1 1 calc R . . C23 C 0.3295(4) 0.8492(3) 0.0799(3) 0.0336(12) Uani 1 1 d . . . C24 C 0.4129(5) 0.7915(3) 0.0783(3) 0.0336(12) Uani 1 1 d . . . H24 H 0.4346 0.7827 0.0284 0.040 Uiso 1 1 calc R . . C25 C 0.5462(4) 0.6988(3) 0.1451(3) 0.0290(12) Uani 1 1 d . . . C26 C 0.6377(5) 0.7186(3) 0.1148(3) 0.0371(13) Uani 1 1 d . . . H26 H 0.6416 0.7678 0.0929 0.045 Uiso 1 1 calc R . . C27 C 0.7226(5) 0.6666(3) 0.1169(3) 0.0405(13) Uani 1 1 d . . . H27 H 0.7856 0.6799 0.0964 0.049 Uiso 1 1 calc R . . C28 C 0.7168(4) 0.5952(3) 0.1485(3) 0.0358(13) Uani 1 1 d . . . C29 C 0.6262(4) 0.5752(3) 0.1789(3) 0.0341(12) Uani 1 1 d . . . H29 H 0.6223 0.5259 0.2004 0.041 Uiso 1 1 calc R . . C30 C 0.5412(4) 0.6274(3) 0.1780(3) 0.0336(12) Uani 1 1 d . . . H30 H 0.4794 0.6143 0.1999 0.040 Uiso 1 1 calc R . . P1 P 0.10347(13) 0.39154(9) 0.32099(10) 0.0452(4) Uani 1 1 d . . . F1 F 0.1478(4) 0.3127(2) 0.3136(5) 0.166(3) Uani 1 1 d . . . F2 F 0.0999(5) 0.3793(3) 0.4141(3) 0.136(2) Uani 1 1 d . . . F3 F 0.2316(3) 0.4221(3) 0.3565(3) 0.1032(15) Uani 1 1 d . . . F4 F 0.0605(4) 0.4738(2) 0.3301(3) 0.0969(14) Uani 1 1 d . . . F5 F 0.1069(4) 0.4120(3) 0.2304(2) 0.1063(16) Uani 1 1 d . . . F6 F -0.0224(3) 0.3627(2) 0.2844(3) 0.0928(14) 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 0.03627(13) 0.02542(11) 0.02481(11) 0.00123(9) 0.01240(9) 0.00048(10) Br1 0.0394(3) 0.0356(3) 0.0760(4) -0.0018(3) 0.0200(3) 0.0033(3) N1 0.050(3) 0.037(3) 0.040(3) -0.004(2) 0.023(2) -0.010(2) N2 0.084(4) 0.025(3) 0.072(4) -0.003(2) 0.059(3) -0.009(3) N3 0.036(3) 0.035(2) 0.028(2) -0.0027(19) 0.010(2) 0.000(2) N4 0.036(3) 0.028(2) 0.028(2) 0.0013(18) 0.007(2) 0.001(2) N5 0.039(3) 0.028(2) 0.025(2) -0.0044(18) 0.015(2) 0.000(2) N6 0.029(2) 0.029(2) 0.027(2) -0.0003(18) 0.0094(19) -0.0021(19) C1 0.045(4) 0.057(4) 0.066(4) -0.013(3) 0.028(4) -0.014(3) C2 0.062(5) 0.070(5) 0.132(7) -0.041(5) 0.057(5) -0.042(4) C3 0.075(6) 0.046(4) 0.130(7) -0.014(5) 0.065(5) -0.020(4) C4 0.079(5) 0.038(4) 0.052(4) 0.009(3) 0.047(4) 0.014(3) C5 0.135(8) 0.035(4) 0.102(6) 0.023(4) 0.100(6) 0.021(4) C6 0.135(9) 0.074(6) 0.086(6) 0.044(5) 0.072(6) 0.058(6) C7 0.107(7) 0.078(5) 0.056(5) 0.024(4) 0.038(4) 0.047(5) C8 0.069(5) 0.056(4) 0.031(3) 0.011(3) 0.015(3) 0.024(3) C9 0.067(4) 0.031(3) 0.039(3) 0.002(2) 0.035(3) 0.009(3) C10 0.043(4) 0.047(3) 0.043(3) -0.005(3) 0.022(3) -0.006(3) C11 0.039(3) 0.044(3) 0.050(4) -0.010(3) 0.011(3) -0.009(3) C12 0.046(4) 0.036(3) 0.038(3) -0.004(3) 0.006(3) -0.001(3) C13 0.042(3) 0.031(3) 0.024(3) 0.009(2) 0.012(2) 0.010(2) C14 0.051(4) 0.033(3) 0.028(3) 0.004(2) 0.013(3) 0.009(3) C15 0.065(4) 0.039(3) 0.027(3) -0.001(2) 0.022(3) 0.011(3) C16 0.048(4) 0.048(4) 0.036(3) 0.012(3) 0.023(3) 0.005(3) C17 0.047(4) 0.038(3) 0.032(3) 0.007(2) 0.010(3) 0.006(3) C18 0.046(3) 0.028(3) 0.022(3) 0.001(2) 0.013(2) 0.005(2) C19 0.039(3) 0.033(3) 0.042(3) -0.002(3) 0.017(3) -0.004(3) C20 0.047(4) 0.036(3) 0.058(4) 0.012(3) 0.017(3) 0.018(3) C21 0.054(4) 0.057(4) 0.046(4) 0.023(3) 0.014(3) 0.014(3) C22 0.054(4) 0.055(4) 0.039(3) 0.015(3) 0.021(3) 0.012(3) C23 0.040(3) 0.033(3) 0.030(3) 0.008(2) 0.014(2) -0.004(3) C24 0.048(3) 0.031(3) 0.025(3) 0.000(2) 0.016(2) -0.003(3) C25 0.034(3) 0.026(3) 0.025(3) 0.000(2) 0.006(2) -0.001(2) C26 0.046(3) 0.029(3) 0.042(3) 0.000(2) 0.021(3) -0.002(3) C27 0.038(3) 0.038(3) 0.048(3) -0.005(3) 0.017(3) -0.003(3) C28 0.033(3) 0.032(3) 0.040(3) -0.008(2) 0.007(3) -0.001(2) C29 0.043(3) 0.026(3) 0.035(3) 0.004(2) 0.015(3) -0.001(3) C30 0.042(3) 0.035(3) 0.027(3) 0.000(2) 0.014(2) 0.002(3) P1 0.0354(9) 0.0437(9) 0.0527(10) 0.0089(8) 0.0069(8) -0.0022(7) F1 0.094(4) 0.045(3) 0.310(8) -0.006(4) -0.021(4) 0.032(3) F2 0.166(5) 0.169(5) 0.069(3) 0.035(3) 0.026(3) -0.067(4) F3 0.050(3) 0.132(4) 0.117(4) -0.018(3) 0.008(2) -0.029(3) F4 0.116(4) 0.073(3) 0.095(3) -0.030(2) 0.022(3) 0.020(3) F5 0.150(4) 0.127(4) 0.056(3) -0.011(3) 0.052(3) -0.031(3) F6 0.046(2) 0.112(3) 0.114(3) -0.020(3) 0.014(2) -0.025(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 N1 2.003(4) . ? Ir1 N3 2.021(4) . ? Ir1 C18 2.023(5) . ? Ir1 C9 2.027(5) . ? Ir1 N6 2.135(4) . ? Ir1 N5 2.157(4) . ? Br1 C28 1.891(5) . ? N1 C1 1.315(7) . ? N1 N2 1.381(6) . ? N2 C3 1.357(8) . ? N2 C4 1.422(8) . ? N3 C10 1.319(6) . ? N3 N4 1.368(5) . ? N4 C12 1.343(6) . ? N4 C13 1.433(6) . ? N5 C24 1.288(6) . ? N5 C25 1.426(6) . ? N6 C19 1.332(6) . ? N6 C23 1.359(6) . ? C1 C2 1.403(8) . ? C1 H1 0.9500 . ? C2 C3 1.346(10) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 C9 1.407(8) . ? C4 C5 1.407(8) . ? C5 C6 1.391(10) . ? C5 H5 0.9500 . ? C6 C7 1.357(10) . ? C6 H6 0.9500 . ? C7 C8 1.382(8) . ? C7 H7 0.9500 . ? C8 C9 1.378(8) . ? C8 H8 0.9500 . ? C10 C11 1.375(7) . ? C10 H10 0.9500 . ? C11 C12 1.369(7) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.382(6) . ? C13 C18 1.395(7) . ? C14 C15 1.368(7) . ? C14 H14 0.9500 . ? C15 C16 1.391(7) . ? C15 H15 0.9500 . ? C16 C17 1.389(7) . ? C16 H16 0.9500 . ? C17 C18 1.389(7) . ? C17 H17 0.9500 . ? C19 C20 1.381(7) . ? C19 H19 0.9500 . ? C20 C21 1.375(7) . ? C20 H20 0.9500 . ? C21 C22 1.382(7) . ? C21 H21 0.9500 . ? C22 C23 1.387(7) . ? C22 H22 0.9500 . ? C23 C24 1.442(7) . ? C24 H24 0.9500 . ? C25 C30 1.386(6) . ? C25 C26 1.387(7) . ? C26 C27 1.374(7) . ? C26 H26 0.9500 . ? C27 C28 1.378(7) . ? C27 H27 0.9500 . ? C28 C29 1.380(7) . ? C29 C30 1.379(6) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? P1 F1 1.514(4) . ? P1 F6 1.555(4) . ? P1 F5 1.556(4) . ? P1 F4 1.569(4) . ? P1 F2 1.571(5) . ? P1 F3 1.587(4) . ? 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 N1 Ir1 N3 172.28(16) . . ? N1 Ir1 C18 93.83(19) . . ? N3 Ir1 C18 80.35(18) . . ? N1 Ir1 C9 81.6(2) . . ? N3 Ir1 C9 92.7(2) . . ? C18 Ir1 C9 84.90(19) . . ? N1 Ir1 N6 92.42(17) . . ? N3 Ir1 N6 93.53(15) . . ? C18 Ir1 N6 99.44(17) . . ? C9 Ir1 N6 172.91(19) . . ? N1 Ir1 N5 91.49(16) . . ? N3 Ir1 N5 94.68(16) . . ? C18 Ir1 N5 173.46(17) . . ? C9 Ir1 N5 99.66(17) . . ? N6 Ir1 N5 76.50(15) . . ? C1 N1 N2 107.2(5) . . ? C1 N1 Ir1 138.6(4) . . ? N2 N1 Ir1 114.1(4) . . ? C3 N2 N1 108.6(6) . . ? C3 N2 C4 135.3(6) . . ? N1 N2 C4 116.0(5) . . ? C10 N3 N4 106.1(4) . . ? C10 N3 Ir1 139.2(4) . . ? N4 N3 Ir1 114.6(3) . . ? C12 N4 N3 110.1(4) . . ? C12 N4 C13 133.9(4) . . ? N3 N4 C13 116.1(4) . . ? C24 N5 C25 119.2(4) . . ? C24 N5 Ir1 114.1(3) . . ? C25 N5 Ir1 126.5(3) . . ? C19 N6 C23 118.7(4) . . ? C19 N6 Ir1 126.5(3) . . ? C23 N6 Ir1 114.4(3) . . ? N1 C1 C2 109.4(7) . . ? N1 C1 H1 125.3 . . ? C2 C1 H1 125.3 . . ? C3 C2 C1 106.6(7) . . ? C3 C2 H2 126.7 . . ? C1 C2 H2 126.7 . . ? C2 C3 N2 108.2(6) . . ? C2 C3 H3 125.9 . . ? N2 C3 H3 125.9 . . ? C9 C4 C5 123.6(7) . . ? C9 C4 N2 115.5(5) . . ? C5 C4 N2 120.8(7) . . ? C6 C5 C4 116.1(7) . . ? C6 C5 H5 122.0 . . ? C4 C5 H5 122.0 . . ? C7 C6 C5 121.9(7) . . ? C7 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C6 C7 C8 120.4(8) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C9 C8 C7 121.9(7) . . ? C9 C8 H8 119.0 . . ? C7 C8 H8 119.0 . . ? C8 C9 C4 116.1(6) . . ? C8 C9 Ir1 131.3(5) . . ? C4 C9 Ir1 112.6(5) . . ? N3 C10 C11 110.5(5) . . ? N3 C10 H10 124.8 . . ? C11 C10 H10 124.8 . . ? C12 C11 C10 106.2(5) . . ? C12 C11 H11 126.9 . . ? C10 C11 H11 126.9 . . ? N4 C12 C11 107.1(5) . . ? N4 C12 H12 126.5 . . ? C11 C12 H12 126.5 . . ? C14 C13 C18 124.2(5) . . ? C14 C13 N4 121.5(5) . . ? C18 C13 N4 114.3(4) . . ? C15 C14 C13 117.9(5) . . ? C15 C14 H14 121.1 . . ? C13 C14 H14 121.1 . . ? C14 C15 C16 120.6(5) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C17 C16 C15 120.0(5) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C18 C17 C16 121.3(5) . . ? C18 C17 H17 119.4 . . ? C16 C17 H17 119.4 . . ? C17 C18 C13 116.0(4) . . ? C17 C18 Ir1 129.4(4) . . ? C13 C18 Ir1 114.4(4) . . ? N6 C19 C20 121.9(5) . . ? N6 C19 H19 119.0 . . ? C20 C19 H19 119.0 . . ? C21 C20 C19 120.0(5) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C22 118.5(5) . . ? C20 C21 H21 120.7 . . ? C22 C21 H21 120.7 . . ? C21 C22 C23 119.2(5) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? N6 C23 C22 121.6(5) . . ? N6 C23 C24 115.1(4) . . ? C22 C23 C24 123.3(5) . . ? N5 C24 C23 119.5(4) . . ? N5 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C30 C25 C26 120.3(5) . . ? C30 C25 N5 119.0(4) . . ? C26 C25 N5 120.8(4) . . ? C27 C26 C25 119.5(5) . . ? C27 C26 H26 120.3 . . ? C25 C26 H26 120.3 . . ? C26 C27 C28 120.3(5) . . ? C26 C27 H27 119.8 . . ? C28 C27 H27 119.8 . . ? C27 C28 C29 120.5(5) . . ? C27 C28 Br1 120.6(4) . . ? C29 C28 Br1 118.9(4) . . ? C30 C29 C28 119.7(5) . . ? C30 C29 H29 120.2 . . ? C28 C29 H29 120.2 . . ? C29 C30 C25 119.8(5) . . ? C29 C30 H30 120.1 . . ? C25 C30 H30 120.1 . . ? F1 P1 F6 89.8(3) . . ? F1 P1 F5 91.6(4) . . ? F6 P1 F5 89.9(3) . . ? F1 P1 F4 178.6(3) . . ? F6 P1 F4 91.6(2) . . ? F5 P1 F4 88.8(3) . . ? F1 P1 F2 93.6(4) . . ? F6 P1 F2 92.0(3) . . ? F5 P1 F2 174.4(3) . . ? F4 P1 F2 86.0(3) . . ? F1 P1 F3 90.7(3) . . ? F6 P1 F3 178.7(3) . . ? F5 P1 F3 88.9(2) . . ? F4 P1 F3 87.9(3) . . ? F2 P1 F3 89.2(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Ir1 N1 C1 133.7(12) . . . . ? C18 Ir1 N1 C1 92.9(6) . . . . ? C9 Ir1 N1 C1 177.2(6) . . . . ? N6 Ir1 N1 C1 -6.7(6) . . . . ? N5 Ir1 N1 C1 -83.3(6) . . . . ? N3 Ir1 N1 N2 -42.7(14) . . . . ? C18 Ir1 N1 N2 -83.4(3) . . . . ? C9 Ir1 N1 N2 0.8(3) . . . . ? N6 Ir1 N1 N2 176.9(3) . . . . ? N5 Ir1 N1 N2 100.4(3) . . . . ? C1 N1 N2 C3 -0.5(6) . . . . ? Ir1 N1 N2 C3 177.0(4) . . . . ? C1 N1 N2 C4 -178.7(5) . . . . ? Ir1 N1 N2 C4 -1.2(5) . . . . ? N1 Ir1 N3 C10 138.2(12) . . . . ? C18 Ir1 N3 C10 179.6(6) . . . . ? C9 Ir1 N3 C10 95.2(6) . . . . ? N6 Ir1 N3 C10 -81.4(6) . . . . ? N5 Ir1 N3 C10 -4.7(6) . . . . ? N1 Ir1 N3 N4 -36.3(14) . . . . ? C18 Ir1 N3 N4 5.1(3) . . . . ? C9 Ir1 N3 N4 -79.3(3) . . . . ? N6 Ir1 N3 N4 104.1(3) . . . . ? N5 Ir1 N3 N4 -179.2(3) . . . . ? C10 N3 N4 C12 -0.7(5) . . . . ? Ir1 N3 N4 C12 175.5(3) . . . . ? C10 N3 N4 C13 178.8(4) . . . . ? Ir1 N3 N4 C13 -5.0(5) . . . . ? N1 Ir1 N5 C24 89.1(4) . . . . ? N3 Ir1 N5 C24 -95.6(4) . . . . ? C18 Ir1 N5 C24 -55.3(17) . . . . ? C9 Ir1 N5 C24 170.8(4) . . . . ? N6 Ir1 N5 C24 -3.1(3) . . . . ? N1 Ir1 N5 C25 -95.2(4) . . . . ? N3 Ir1 N5 C25 80.2(4) . . . . ? C18 Ir1 N5 C25 120.5(15) . . . . ? C9 Ir1 N5 C25 -13.4(4) . . . . ? N6 Ir1 N5 C25 172.7(4) . . . . ? N1 Ir1 N6 C19 87.8(4) . . . . ? N3 Ir1 N6 C19 -87.3(4) . . . . ? C18 Ir1 N6 C19 -6.5(4) . . . . ? C9 Ir1 N6 C19 120.9(14) . . . . ? N5 Ir1 N6 C19 178.7(4) . . . . ? N1 Ir1 N6 C23 -85.7(3) . . . . ? N3 Ir1 N6 C23 99.2(3) . . . . ? C18 Ir1 N6 C23 -180.0(3) . . . . ? C9 Ir1 N6 C23 -52.6(16) . . . . ? N5 Ir1 N6 C23 5.3(3) . . . . ? N2 N1 C1 C2 -0.1(6) . . . . ? Ir1 N1 C1 C2 -176.6(4) . . . . ? N1 C1 C2 C3 0.6(8) . . . . ? C1 C2 C3 N2 -0.8(8) . . . . ? N1 N2 C3 C2 0.8(7) . . . . ? C4 N2 C3 C2 178.6(6) . . . . ? C3 N2 C4 C9 -176.6(6) . . . . ? N1 N2 C4 C9 1.0(6) . . . . ? C3 N2 C4 C5 7.1(10) . . . . ? N1 N2 C4 C5 -175.2(5) . . . . ? C9 C4 C5 C6 1.6(9) . . . . ? N2 C4 C5 C6 177.5(5) . . . . ? C4 C5 C6 C7 0.4(10) . . . . ? C5 C6 C7 C8 -0.9(11) . . . . ? C6 C7 C8 C9 -0.5(10) . . . . ? C7 C8 C9 C4 2.3(8) . . . . ? C7 C8 C9 Ir1 -176.1(4) . . . . ? C5 C4 C9 C8 -2.9(8) . . . . ? N2 C4 C9 C8 -179.0(5) . . . . ? C5 C4 C9 Ir1 175.8(4) . . . . ? N2 C4 C9 Ir1 -0.3(6) . . . . ? N1 Ir1 C9 C8 178.2(5) . . . . ? N3 Ir1 C9 C8 -7.1(5) . . . . ? C18 Ir1 C9 C8 -87.2(5) . . . . ? N6 Ir1 C9 C8 144.7(13) . . . . ? N5 Ir1 C9 C8 88.1(5) . . . . ? N1 Ir1 C9 C4 -0.3(4) . . . . ? N3 Ir1 C9 C4 174.4(4) . . . . ? C18 Ir1 C9 C4 94.4(4) . . . . ? N6 Ir1 C9 C4 -33.7(17) . . . . ? N5 Ir1 C9 C4 -90.4(4) . . . . ? N4 N3 C10 C11 0.3(6) . . . . ? Ir1 N3 C10 C11 -174.5(4) . . . . ? N3 C10 C11 C12 0.3(6) . . . . ? N3 N4 C12 C11 0.9(6) . . . . ? C13 N4 C12 C11 -178.5(5) . . . . ? C10 C11 C12 N4 -0.7(6) . . . . ? C12 N4 C13 C14 0.2(8) . . . . ? N3 N4 C13 C14 -179.1(4) . . . . ? C12 N4 C13 C18 -179.4(5) . . . . ? N3 N4 C13 C18 1.3(6) . . . . ? C18 C13 C14 C15 0.4(7) . . . . ? N4 C13 C14 C15 -179.2(4) . . . . ? C13 C14 C15 C16 -0.5(7) . . . . ? C14 C15 C16 C17 0.4(8) . . . . ? C15 C16 C17 C18 -0.1(8) . . . . ? C16 C17 C18 C13 0.0(7) . . . . ? C16 C17 C18 Ir1 175.8(4) . . . . ? C14 C13 C18 C17 -0.1(7) . . . . ? N4 C13 C18 C17 179.5(4) . . . . ? C14 C13 C18 Ir1 -176.6(4) . . . . ? N4 C13 C18 Ir1 3.1(5) . . . . ? N1 Ir1 C18 C17 -5.4(5) . . . . ? N3 Ir1 C18 C17 179.7(5) . . . . ? C9 Ir1 C18 C17 -86.6(5) . . . . ? N6 Ir1 C18 C17 87.7(5) . . . . ? N5 Ir1 C18 C17 138.9(14) . . . . ? N1 Ir1 C18 C13 170.5(4) . . . . ? N3 Ir1 C18 C13 -4.4(3) . . . . ? C9 Ir1 C18 C13 89.2(4) . . . . ? N6 Ir1 C18 C13 -96.4(4) . . . . ? N5 Ir1 C18 C13 -45.3(17) . . . . ? C23 N6 C19 C20 -0.2(7) . . . . ? Ir1 N6 C19 C20 -173.4(4) . . . . ? N6 C19 C20 C21 0.8(8) . . . . ? C19 C20 C21 C22 -0.2(9) . . . . ? C20 C21 C22 C23 -1.0(9) . . . . ? C19 N6 C23 C22 -1.1(7) . . . . ? Ir1 N6 C23 C22 172.9(4) . . . . ? C19 N6 C23 C24 179.3(4) . . . . ? Ir1 N6 C23 C24 -6.7(5) . . . . ? C21 C22 C23 N6 1.7(8) . . . . ? C21 C22 C23 C24 -178.8(5) . . . . ? C25 N5 C24 C23 -175.6(4) . . . . ? Ir1 N5 C24 C23 0.6(6) . . . . ? N6 C23 C24 N5 4.1(7) . . . . ? C22 C23 C24 N5 -175.4(5) . . . . ? C24 N5 C25 C30 -135.1(5) . . . . ? Ir1 N5 C25 C30 49.3(6) . . . . ? C24 N5 C25 C26 46.7(7) . . . . ? Ir1 N5 C25 C26 -128.9(4) . . . . ? C30 C25 C26 C27 0.8(8) . . . . ? N5 C25 C26 C27 178.9(4) . . . . ? C25 C26 C27 C28 0.2(8) . . . . ? C26 C27 C28 C29 -0.4(8) . . . . ? C26 C27 C28 Br1 -179.0(4) . . . . ? C27 C28 C29 C30 -0.3(8) . . . . ? Br1 C28 C29 C30 178.3(4) . . . . ? C28 C29 C30 C25 1.3(7) . . . . ? C26 C25 C30 C29 -1.5(7) . . . . ? N5 C25 C30 C29 -179.7(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.440 _refine_diff_density_min -0.761 _refine_diff_density_rms 0.111 _database_code_depnum_ccdc_archive 'CCDC 922556' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_07058_5a #TrackingRef 'Shalini 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H24 Ir N6, F6 P, C H Cl3 ' _chemical_formula_sum 'C31 H25 Cl3 F6 Ir N6 P' _chemical_formula_weight 925.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6792(13) _cell_length_b 13.646(2) _cell_length_c 14.054(2) _cell_angle_alpha 89.021(3) _cell_angle_beta 82.419(3) _cell_angle_gamma 88.401(3) _cell_volume 1649.1(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 816 _cell_measurement_theta_min 3.266 _cell_measurement_theta_max 22.527 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.863 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 900 _exptl_absorpt_coefficient_mu 4.407 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.632 _exptl_absorpt_correction_T_max 0.862 _exptl_absorpt_process_details ; absorption correction based on 7347 reflections(SADABS);Rint 0.0727 before correction and 0.0348 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13007 _diffrn_reflns_av_R_equivalents 0.0419 _diffrn_reflns_av_sigmaI/netI 0.0829 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6407 _reflns_number_gt 5446 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0202P)^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 6407 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0497 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.0718 _refine_ls_wR_factor_gt 0.0689 _refine_ls_goodness_of_fit_ref 0.922 _refine_ls_restrained_S_all 0.922 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.51616(3) 0.749664(16) 0.779413(17) 0.01989(7) Uani 1 1 d . . . N1 N 0.5928(5) 0.8392(3) 0.8734(3) 0.0220(11) Uani 1 1 d . . . N2 N 0.5009(5) 0.8456(3) 0.9604(3) 0.0251(11) Uani 1 1 d . . . N3 N 0.4393(5) 0.6437(3) 0.7002(3) 0.0224(11) Uani 1 1 d . . . N4 N 0.4775(5) 0.5505(3) 0.7251(3) 0.0254(11) Uani 1 1 d . . . N5 N 0.4487(5) 0.8655(3) 0.6873(3) 0.0210(10) Uani 1 1 d . . . N6 N 0.7097(5) 0.7592(3) 0.6704(3) 0.0226(11) Uani 1 1 d . . . C1 C 0.7237(7) 0.8830(4) 0.8852(4) 0.0284(14) Uani 1 1 d . . . H1 H 0.8101 0.8894 0.8366 0.034 Uiso 1 1 calc R . . C2 C 0.7178(7) 0.9176(4) 0.9765(4) 0.0340(15) Uani 1 1 d . . . H2 H 0.7963 0.9518 1.0023 0.041 Uiso 1 1 calc R . . C3 C 0.5757(7) 0.8927(4) 1.0229(4) 0.0322(15) Uani 1 1 d . . . H3 H 0.5368 0.9063 1.0878 0.039 Uiso 1 1 calc R . . C4 C 0.3514(6) 0.8034(4) 0.9643(4) 0.0252(13) Uani 1 1 d . . . C5 C 0.2387(7) 0.8173(4) 1.0421(4) 0.0338(15) Uani 1 1 d . . . H5 H 0.2587 0.8539 1.0959 0.041 Uiso 1 1 calc R . . C6 C 0.0942(7) 0.7758(4) 1.0388(5) 0.0377(17) Uani 1 1 d . . . H6 H 0.0150 0.7814 1.0921 0.045 Uiso 1 1 calc R . . C7 C 0.0674(7) 0.7269(4) 0.9586(5) 0.0351(16) Uani 1 1 d . . . H7 H -0.0314 0.6996 0.9562 0.042 Uiso 1 1 calc R . . C8 C 0.1836(7) 0.7168(4) 0.8802(4) 0.0304(14) Uani 1 1 d . . . H8 H 0.1613 0.6841 0.8246 0.037 Uiso 1 1 calc R . . C9 C 0.3312(6) 0.7535(4) 0.8817(4) 0.0230(13) Uani 1 1 d . . . C10 C 0.3743(7) 0.6369(4) 0.6198(4) 0.0303(14) Uani 1 1 d . . . H10 H 0.3381 0.6910 0.5846 0.036 Uiso 1 1 calc R . . C11 C 0.3674(7) 0.5392(4) 0.5953(5) 0.0345(15) Uani 1 1 d . . . H11 H 0.3247 0.5141 0.5421 0.041 Uiso 1 1 calc R . . C12 C 0.4343(7) 0.4865(4) 0.6632(4) 0.0343(15) Uani 1 1 d . . . H12 H 0.4477 0.4172 0.6660 0.041 Uiso 1 1 calc R . . C13 C 0.5568(6) 0.5409(4) 0.8076(4) 0.0256(13) Uani 1 1 d . . . C14 C 0.5951(6) 0.4493(4) 0.8443(5) 0.0331(15) Uani 1 1 d . . . H14 H 0.5699 0.3908 0.8147 0.040 Uiso 1 1 calc R . . C15 C 0.6706(7) 0.4459(4) 0.9248(5) 0.0345(16) Uani 1 1 d . . . H15 H 0.6977 0.3843 0.9514 0.041 Uiso 1 1 calc R . . C16 C 0.7069(7) 0.5312(4) 0.9667(4) 0.0322(15) Uani 1 1 d . . . H16 H 0.7605 0.5281 1.0214 0.039 Uiso 1 1 calc R . . C17 C 0.6652(6) 0.6228(4) 0.9292(4) 0.0290(14) Uani 1 1 d . . . H17 H 0.6890 0.6811 0.9596 0.035 Uiso 1 1 calc R . . C18 C 0.5888(6) 0.6289(4) 0.8476(4) 0.0211(12) Uani 1 1 d . . . C19 C 0.8431(6) 0.7056(4) 0.6648(4) 0.0305(14) Uani 1 1 d . . . H19 H 0.8601 0.6618 0.7159 0.037 Uiso 1 1 calc R . . C20 C 0.9568(7) 0.7132(4) 0.5853(5) 0.0350(15) Uani 1 1 d . . . H20 H 1.0502 0.6748 0.5827 0.042 Uiso 1 1 calc R . . C21 C 0.9343(7) 0.7761(4) 0.5105(4) 0.0346(15) Uani 1 1 d . . . H21 H 1.0111 0.7814 0.4560 0.042 Uiso 1 1 calc R . . C22 C 0.7984(7) 0.8310(4) 0.5164(4) 0.0289(14) Uani 1 1 d . . . H22 H 0.7791 0.8746 0.4656 0.035 Uiso 1 1 calc R . . C23 C 0.6899(6) 0.8220(4) 0.5973(4) 0.0238(13) Uani 1 1 d . . . C24 C 0.5429(6) 0.8783(4) 0.6110(4) 0.0251(13) Uani 1 1 d . . . H24 H 0.5179 0.9240 0.5633 0.030 Uiso 1 1 calc R . . C25 C 0.3019(6) 0.9180(4) 0.7000(4) 0.0222(13) Uani 1 1 d . . . C26 C 0.2077(6) 0.9206(4) 0.6291(4) 0.0268(14) Uani 1 1 d . . . H26 H 0.2382 0.8872 0.5707 0.032 Uiso 1 1 calc R . . C27 C 0.0658(7) 0.9730(4) 0.6438(4) 0.0295(14) Uani 1 1 d . . . H27 H -0.0009 0.9751 0.5954 0.035 Uiso 1 1 calc R . . C28 C 0.0238(7) 1.0212(4) 0.7282(5) 0.0328(15) Uani 1 1 d . . . H28 H -0.0723 1.0569 0.7381 0.039 Uiso 1 1 calc R . . C29 C 0.1191(7) 1.0182(4) 0.7984(4) 0.0359(16) Uani 1 1 d . . . H29 H 0.0890 1.0523 0.8565 0.043 Uiso 1 1 calc R . . C30 C 0.2584(7) 0.9661(4) 0.7855(4) 0.0300(14) Uani 1 1 d . . . H30 H 0.3237 0.9633 0.8348 0.036 Uiso 1 1 calc R . . P1 P 0.61614(19) 0.16549(12) 0.66431(12) 0.0294(4) Uani 1 1 d . . . F1 F 0.4812(4) 0.1143(3) 0.6189(3) 0.0501(10) Uani 1 1 d . . . F2 F 0.7399(4) 0.0937(3) 0.6046(3) 0.0564(11) Uani 1 1 d . . . F3 F 0.6336(5) 0.2415(3) 0.5770(3) 0.0691(13) Uani 1 1 d . . . F4 F 0.7526(4) 0.2156(3) 0.7088(3) 0.0526(11) Uani 1 1 d . . . F5 F 0.4936(4) 0.2362(3) 0.7236(3) 0.0641(12) Uani 1 1 d . . . F6 F 0.6014(4) 0.0872(2) 0.7499(2) 0.0420(9) Uani 1 1 d . . . C31 C -0.0111(7) 0.3941(5) 0.7392(5) 0.0412(17) Uani 1 1 d . . . H31 H -0.1037 0.3647 0.7781 0.049 Uiso 1 1 calc R . . Cl1 Cl 0.1355(2) 0.30266(12) 0.71777(13) 0.0487(5) Uani 1 1 d . . . Cl2 Cl 0.0518(2) 0.49015(13) 0.80399(13) 0.0535(5) Uani 1 1 d . . . Cl3 Cl -0.0672(2) 0.43990(13) 0.63030(14) 0.0581(5) 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 0.01824(12) 0.01955(12) 0.02189(12) 0.00079(8) -0.00315(9) 0.00096(8) N1 0.016(2) 0.022(3) 0.028(3) 0.004(2) -0.003(2) -0.003(2) N2 0.029(3) 0.026(3) 0.021(3) 0.000(2) -0.002(2) 0.000(2) N3 0.022(3) 0.021(3) 0.024(3) 0.003(2) -0.002(2) -0.001(2) N4 0.026(3) 0.020(3) 0.029(3) -0.006(2) 0.001(2) 0.000(2) N5 0.024(3) 0.018(2) 0.022(3) -0.003(2) -0.005(2) -0.001(2) N6 0.026(3) 0.017(2) 0.024(3) 0.003(2) 0.000(2) 0.002(2) C1 0.022(3) 0.030(3) 0.033(4) 0.001(3) -0.001(3) 0.000(3) C2 0.032(4) 0.036(4) 0.036(4) -0.003(3) -0.015(3) -0.004(3) C3 0.040(4) 0.032(4) 0.026(4) -0.003(3) -0.009(3) -0.005(3) C4 0.025(3) 0.020(3) 0.029(3) 0.008(3) 0.000(3) 0.002(2) C5 0.042(4) 0.020(3) 0.036(4) 0.002(3) 0.004(3) 0.006(3) C6 0.035(4) 0.030(4) 0.043(4) 0.007(3) 0.013(3) 0.010(3) C7 0.017(3) 0.036(4) 0.050(4) 0.008(3) 0.001(3) -0.002(3) C8 0.027(3) 0.030(3) 0.035(4) 0.001(3) -0.003(3) -0.005(3) C9 0.022(3) 0.017(3) 0.029(3) 0.009(2) -0.001(3) -0.002(2) C10 0.026(3) 0.035(4) 0.030(4) 0.002(3) -0.005(3) -0.001(3) C11 0.026(3) 0.041(4) 0.036(4) -0.011(3) -0.002(3) -0.006(3) C12 0.034(4) 0.027(3) 0.040(4) -0.007(3) 0.004(3) -0.001(3) C13 0.018(3) 0.029(3) 0.029(3) 0.004(3) 0.001(3) 0.002(3) C14 0.025(3) 0.025(3) 0.047(4) -0.001(3) 0.006(3) 0.001(3) C15 0.025(3) 0.028(3) 0.047(4) 0.011(3) 0.004(3) 0.008(3) C16 0.026(3) 0.039(4) 0.030(4) 0.010(3) 0.000(3) 0.009(3) C17 0.020(3) 0.035(4) 0.031(4) 0.003(3) -0.001(3) -0.001(3) C18 0.019(3) 0.021(3) 0.022(3) 0.004(2) 0.001(2) 0.000(2) C19 0.024(3) 0.030(3) 0.038(4) -0.002(3) -0.006(3) 0.002(3) C20 0.023(3) 0.039(4) 0.043(4) -0.005(3) -0.003(3) 0.001(3) C21 0.026(4) 0.043(4) 0.032(4) -0.006(3) 0.006(3) -0.004(3) C22 0.032(4) 0.029(3) 0.026(3) 0.002(3) -0.003(3) -0.005(3) C23 0.020(3) 0.025(3) 0.026(3) -0.002(3) -0.001(3) -0.002(2) C24 0.024(3) 0.025(3) 0.027(3) 0.004(3) -0.007(3) 0.000(3) C25 0.021(3) 0.018(3) 0.027(3) 0.003(2) -0.004(3) 0.001(2) C26 0.029(3) 0.026(3) 0.027(3) -0.002(3) -0.007(3) -0.001(3) C27 0.028(3) 0.030(3) 0.032(4) 0.006(3) -0.015(3) 0.003(3) C28 0.024(3) 0.031(3) 0.043(4) 0.005(3) -0.003(3) 0.008(3) C29 0.040(4) 0.039(4) 0.028(4) -0.008(3) -0.004(3) 0.015(3) C30 0.030(3) 0.030(3) 0.033(4) 0.000(3) -0.014(3) 0.008(3) P1 0.0303(9) 0.0307(9) 0.0281(9) 0.0022(7) -0.0080(7) 0.0002(7) F1 0.048(2) 0.053(2) 0.055(3) -0.005(2) -0.027(2) -0.007(2) F2 0.051(3) 0.076(3) 0.039(2) -0.006(2) 0.001(2) 0.021(2) F3 0.095(3) 0.059(3) 0.058(3) 0.034(2) -0.030(3) -0.016(3) F4 0.046(2) 0.054(3) 0.062(3) 0.002(2) -0.021(2) -0.015(2) F5 0.054(3) 0.058(3) 0.081(3) -0.025(2) -0.011(2) 0.027(2) F6 0.048(2) 0.049(2) 0.029(2) 0.0092(17) -0.0040(18) -0.0065(19) C31 0.032(4) 0.040(4) 0.048(4) 0.005(3) 0.006(3) 0.002(3) Cl1 0.0416(10) 0.0440(10) 0.0588(12) -0.0037(9) -0.0015(9) 0.0072(8) Cl2 0.0473(11) 0.0553(12) 0.0570(13) -0.0204(9) -0.0004(9) -0.0035(9) Cl3 0.0711(13) 0.0457(11) 0.0597(13) -0.0058(9) -0.0181(11) 0.0077(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 N1 2.003(4) . ? Ir1 C9 2.009(5) . ? Ir1 C18 2.020(5) . ? Ir1 N3 2.020(4) . ? Ir1 N6 2.124(4) . ? Ir1 N5 2.143(4) . ? N1 C1 1.329(6) . ? N1 N2 1.373(6) . ? N2 C3 1.341(7) . ? N2 C4 1.429(7) . ? N3 C10 1.333(7) . ? N3 N4 1.357(6) . ? N4 C12 1.338(7) . ? N4 C13 1.428(7) . ? N5 C24 1.272(7) . ? N5 C25 1.436(6) . ? N6 C19 1.347(6) . ? N6 C23 1.351(6) . ? C1 C2 1.369(8) . ? C1 H1 0.9500 . ? C2 C3 1.365(8) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 C5 1.379(7) . ? C4 C9 1.389(8) . ? C5 C6 1.397(8) . ? C5 H5 0.9500 . ? C6 C7 1.369(8) . ? C6 H6 0.9500 . ? C7 C8 1.398(8) . ? C7 H7 0.9500 . ? C8 C9 1.391(7) . ? C8 H8 0.9500 . ? C10 C11 1.389(8) . ? C10 H10 0.9500 . ? C11 C12 1.365(8) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.385(7) . ? C13 C14 1.392(7) . ? C14 C15 1.379(8) . ? C14 H14 0.9500 . ? C15 C16 1.376(8) . ? C15 H15 0.9500 . ? C16 C17 1.405(7) . ? C16 H16 0.9500 . ? C17 C18 1.398(7) . ? C17 H17 0.9500 . ? C19 C20 1.394(8) . ? C19 H19 0.9500 . ? C20 C21 1.376(8) . ? C20 H20 0.9500 . ? C21 C22 1.373(8) . ? C21 H21 0.9500 . ? C22 C23 1.384(7) . ? C22 H22 0.9500 . ? C23 C24 1.463(7) . ? C24 H24 0.9500 . ? C25 C26 1.369(7) . ? C25 C30 1.383(7) . ? C26 C27 1.399(7) . ? C26 H26 0.9500 . ? C27 C28 1.367(8) . ? C27 H27 0.9500 . ? C28 C29 1.368(8) . ? C28 H28 0.9500 . ? C29 C30 1.377(7) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? P1 F5 1.579(4) . ? P1 F4 1.586(4) . ? P1 F3 1.587(4) . ? P1 F1 1.589(4) . ? P1 F6 1.590(4) . ? P1 F2 1.597(4) . ? C31 Cl2 1.748(7) . ? C31 Cl1 1.758(6) . ? C31 Cl3 1.765(7) . ? C31 H31 1.0000 . ? 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 N1 Ir1 C9 79.7(2) . . ? N1 Ir1 C18 92.3(2) . . ? C9 Ir1 C18 86.7(2) . . ? N1 Ir1 N3 171.40(18) . . ? C9 Ir1 N3 96.6(2) . . ? C18 Ir1 N3 79.7(2) . . ? N1 Ir1 N6 97.53(18) . . ? C9 Ir1 N6 174.99(19) . . ? C18 Ir1 N6 97.63(19) . . ? N3 Ir1 N6 86.64(17) . . ? N1 Ir1 N5 94.88(17) . . ? C9 Ir1 N5 99.50(19) . . ? C18 Ir1 N5 171.27(19) . . ? N3 Ir1 N5 93.41(17) . . ? N6 Ir1 N5 76.46(17) . . ? C1 N1 N2 105.4(5) . . ? C1 N1 Ir1 138.2(4) . . ? N2 N1 Ir1 115.0(3) . . ? C3 N2 N1 109.9(5) . . ? C3 N2 C4 134.9(5) . . ? N1 N2 C4 115.2(4) . . ? C10 N3 N4 105.9(4) . . ? C10 N3 Ir1 138.1(4) . . ? N4 N3 Ir1 115.4(3) . . ? C12 N4 N3 110.9(5) . . ? C12 N4 C13 133.7(5) . . ? N3 N4 C13 115.4(4) . . ? C24 N5 C25 119.9(5) . . ? C24 N5 Ir1 114.5(4) . . ? C25 N5 Ir1 125.2(3) . . ? C19 N6 C23 118.1(5) . . ? C19 N6 Ir1 126.6(4) . . ? C23 N6 Ir1 115.1(3) . . ? N1 C1 C2 111.1(5) . . ? N1 C1 H1 124.4 . . ? C2 C1 H1 124.4 . . ? C3 C2 C1 105.8(5) . . ? C3 C2 H2 127.1 . . ? C1 C2 H2 127.1 . . ? N2 C3 C2 107.8(5) . . ? N2 C3 H3 126.1 . . ? C2 C3 H3 126.1 . . ? C5 C4 C9 125.1(6) . . ? C5 C4 N2 121.3(5) . . ? C9 C4 N2 113.5(5) . . ? C4 C5 C6 117.6(6) . . ? C4 C5 H5 121.2 . . ? C6 C5 H5 121.2 . . ? C7 C6 C5 119.7(6) . . ? C7 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? C6 C7 C8 120.9(6) . . ? C6 C7 H7 119.6 . . ? C8 C7 H7 119.6 . . ? C9 C8 C7 121.4(6) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C4 C9 C8 115.3(5) . . ? C4 C9 Ir1 115.4(4) . . ? C8 C9 Ir1 129.3(4) . . ? N3 C10 C11 109.9(5) . . ? N3 C10 H10 125.1 . . ? C11 C10 H10 125.1 . . ? C12 C11 C10 106.0(5) . . ? C12 C11 H11 127.0 . . ? C10 C11 H11 127.0 . . ? N4 C12 C11 107.3(5) . . ? N4 C12 H12 126.3 . . ? C11 C12 H12 126.3 . . ? C18 C13 C14 123.9(6) . . ? C18 C13 N4 114.6(5) . . ? C14 C13 N4 121.5(5) . . ? C15 C14 C13 118.1(6) . . ? C15 C14 H14 120.9 . . ? C13 C14 H14 120.9 . . ? C16 C15 C14 120.3(5) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 120.5(6) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C18 C17 C16 120.6(6) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C13 C18 C17 116.5(5) . . ? C13 C18 Ir1 114.7(4) . . ? C17 C18 Ir1 128.8(4) . . ? N6 C19 C20 121.1(6) . . ? N6 C19 H19 119.5 . . ? C20 C19 H19 119.5 . . ? C21 C20 C19 120.3(6) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C22 C21 C20 118.5(6) . . ? C22 C21 H21 120.7 . . ? C20 C21 H21 120.7 . . ? C21 C22 C23 119.1(6) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? N6 C23 C22 122.8(5) . . ? N6 C23 C24 114.0(5) . . ? C22 C23 C24 123.2(5) . . ? N5 C24 C23 119.5(5) . . ? N5 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C26 C25 C30 120.9(5) . . ? C26 C25 N5 120.9(5) . . ? C30 C25 N5 118.3(5) . . ? C25 C26 C27 119.2(5) . . ? C25 C26 H26 120.4 . . ? C27 C26 H26 120.4 . . ? C28 C27 C26 119.7(5) . . ? C28 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? C27 C28 C29 120.5(5) . . ? C27 C28 H28 119.8 . . ? C29 C28 H28 119.8 . . ? C28 C29 C30 120.6(6) . . ? C28 C29 H29 119.7 . . ? C30 C29 H29 119.7 . . ? C29 C30 C25 119.1(5) . . ? C29 C30 H30 120.5 . . ? C25 C30 H30 120.5 . . ? F5 P1 F4 90.1(2) . . ? F5 P1 F3 90.6(2) . . ? F4 P1 F3 90.5(2) . . ? F5 P1 F1 90.7(2) . . ? F4 P1 F1 179.2(2) . . ? F3 P1 F1 89.5(2) . . ? F5 P1 F6 91.0(2) . . ? F4 P1 F6 89.7(2) . . ? F3 P1 F6 178.4(2) . . ? F1 P1 F6 90.3(2) . . ? F5 P1 F2 179.8(3) . . ? F4 P1 F2 89.9(2) . . ? F3 P1 F2 89.6(2) . . ? F1 P1 F2 89.2(2) . . ? F6 P1 F2 88.9(2) . . ? Cl2 C31 Cl1 110.6(4) . . ? Cl2 C31 Cl3 109.7(3) . . ? Cl1 C31 Cl3 110.9(3) . . ? Cl2 C31 H31 108.5 . . ? Cl1 C31 H31 108.5 . . ? Cl3 C31 H31 108.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9 Ir1 N1 C1 173.3(6) . . . . ? C18 Ir1 N1 C1 87.1(6) . . . . ? N6 Ir1 N1 C1 -10.9(6) . . . . ? N5 Ir1 N1 C1 -87.9(6) . . . . ? C9 Ir1 N1 N2 9.6(3) . . . . ? C18 Ir1 N1 N2 -76.7(4) . . . . ? N6 Ir1 N1 N2 -174.7(3) . . . . ? N5 Ir1 N1 N2 108.4(3) . . . . ? C1 N1 N2 C3 0.2(6) . . . . ? Ir1 N1 N2 C3 169.0(4) . . . . ? C1 N1 N2 C4 179.5(4) . . . . ? Ir1 N1 N2 C4 -11.7(5) . . . . ? C9 Ir1 N3 C10 101.7(6) . . . . ? C18 Ir1 N3 C10 -172.9(6) . . . . ? N6 Ir1 N3 C10 -74.5(6) . . . . ? N5 Ir1 N3 C10 1.7(6) . . . . ? C9 Ir1 N3 N4 -88.7(4) . . . . ? C18 Ir1 N3 N4 -3.3(4) . . . . ? N6 Ir1 N3 N4 95.1(4) . . . . ? N5 Ir1 N3 N4 171.3(4) . . . . ? C10 N3 N4 C12 -1.4(6) . . . . ? Ir1 N3 N4 C12 -174.2(4) . . . . ? C10 N3 N4 C13 177.0(4) . . . . ? Ir1 N3 N4 C13 4.2(6) . . . . ? N1 Ir1 N5 C24 102.7(4) . . . . ? C9 Ir1 N5 C24 -176.9(4) . . . . ? N3 Ir1 N5 C24 -79.6(4) . . . . ? N6 Ir1 N5 C24 6.1(4) . . . . ? N1 Ir1 N5 C25 -85.4(4) . . . . ? C9 Ir1 N5 C25 -5.0(4) . . . . ? N3 Ir1 N5 C25 92.3(4) . . . . ? N6 Ir1 N5 C25 178.0(4) . . . . ? N1 Ir1 N6 C19 85.0(5) . . . . ? C18 Ir1 N6 C19 -8.3(5) . . . . ? N3 Ir1 N6 C19 -87.4(5) . . . . ? N5 Ir1 N6 C19 178.2(5) . . . . ? N1 Ir1 N6 C23 -99.1(4) . . . . ? C18 Ir1 N6 C23 167.5(4) . . . . ? N3 Ir1 N6 C23 88.4(4) . . . . ? N5 Ir1 N6 C23 -5.9(4) . . . . ? N2 N1 C1 C2 -0.4(6) . . . . ? Ir1 N1 C1 C2 -165.2(4) . . . . ? N1 C1 C2 C3 0.5(7) . . . . ? N1 N2 C3 C2 0.1(6) . . . . ? C4 N2 C3 C2 -179.0(5) . . . . ? C1 C2 C3 N2 -0.3(7) . . . . ? C3 N2 C4 C5 8.9(9) . . . . ? N1 N2 C4 C5 -170.2(5) . . . . ? C3 N2 C4 C9 -174.3(6) . . . . ? N1 N2 C4 C9 6.6(7) . . . . ? C9 C4 C5 C6 1.8(9) . . . . ? N2 C4 C5 C6 178.2(5) . . . . ? C4 C5 C6 C7 -2.6(9) . . . . ? C5 C6 C7 C8 0.9(9) . . . . ? C6 C7 C8 C9 1.7(9) . . . . ? C5 C4 C9 C8 0.7(8) . . . . ? N2 C4 C9 C8 -176.0(4) . . . . ? C5 C4 C9 Ir1 178.1(4) . . . . ? N2 C4 C9 Ir1 1.4(6) . . . . ? C7 C8 C9 C4 -2.4(8) . . . . ? C7 C8 C9 Ir1 -179.4(4) . . . . ? N1 Ir1 C9 C4 -5.9(4) . . . . ? C18 Ir1 C9 C4 87.0(4) . . . . ? N3 Ir1 C9 C4 166.2(4) . . . . ? N5 Ir1 C9 C4 -99.2(4) . . . . ? N1 Ir1 C9 C8 171.1(5) . . . . ? C18 Ir1 C9 C8 -96.0(5) . . . . ? N3 Ir1 C9 C8 -16.8(5) . . . . ? N5 Ir1 C9 C8 77.8(5) . . . . ? N4 N3 C10 C11 1.6(6) . . . . ? Ir1 N3 C10 C11 171.9(4) . . . . ? N3 C10 C11 C12 -1.3(7) . . . . ? N3 N4 C12 C11 0.6(7) . . . . ? C13 N4 C12 C11 -177.4(5) . . . . ? C10 C11 C12 N4 0.4(7) . . . . ? C12 N4 C13 C18 175.3(6) . . . . ? N3 N4 C13 C18 -2.6(7) . . . . ? C12 N4 C13 C14 -5.7(9) . . . . ? N3 N4 C13 C14 176.4(5) . . . . ? C18 C13 C14 C15 -0.6(9) . . . . ? N4 C13 C14 C15 -179.5(5) . . . . ? C13 C14 C15 C16 -0.3(8) . . . . ? C14 C15 C16 C17 1.1(9) . . . . ? C15 C16 C17 C18 -1.3(9) . . . . ? C14 C13 C18 C17 0.5(8) . . . . ? N4 C13 C18 C17 179.4(5) . . . . ? C14 C13 C18 Ir1 -179.1(4) . . . . ? N4 C13 C18 Ir1 -0.1(6) . . . . ? C16 C17 C18 C13 0.5(8) . . . . ? C16 C17 C18 Ir1 180.0(4) . . . . ? N1 Ir1 C18 C13 178.7(4) . . . . ? C9 Ir1 C18 C13 99.2(4) . . . . ? N3 Ir1 C18 C13 1.8(4) . . . . ? N6 Ir1 C18 C13 -83.4(4) . . . . ? N1 Ir1 C18 C17 -0.8(5) . . . . ? C9 Ir1 C18 C17 -80.3(5) . . . . ? N3 Ir1 C18 C17 -177.7(5) . . . . ? N6 Ir1 C18 C17 97.1(5) . . . . ? C23 N6 C19 C20 -1.1(8) . . . . ? Ir1 N6 C19 C20 174.7(4) . . . . ? N6 C19 C20 C21 -0.1(9) . . . . ? C19 C20 C21 C22 0.3(9) . . . . ? C20 C21 C22 C23 0.6(9) . . . . ? C19 N6 C23 C22 2.0(8) . . . . ? Ir1 N6 C23 C22 -174.2(4) . . . . ? C19 N6 C23 C24 -178.8(5) . . . . ? Ir1 N6 C23 C24 5.0(6) . . . . ? C21 C22 C23 N6 -1.8(9) . . . . ? C21 C22 C23 C24 179.0(5) . . . . ? C25 N5 C24 C23 -178.0(5) . . . . ? Ir1 N5 C24 C23 -5.6(7) . . . . ? N6 C23 C24 N5 0.5(8) . . . . ? C22 C23 C24 N5 179.7(5) . . . . ? C24 N5 C25 C26 48.9(7) . . . . ? Ir1 N5 C25 C26 -122.6(5) . . . . ? C24 N5 C25 C30 -130.9(6) . . . . ? Ir1 N5 C25 C30 57.6(6) . . . . ? C30 C25 C26 C27 0.2(8) . . . . ? N5 C25 C26 C27 -179.6(5) . . . . ? C25 C26 C27 C28 0.3(8) . . . . ? C26 C27 C28 C29 -0.2(9) . . . . ? C27 C28 C29 C30 -0.5(9) . . . . ? C28 C29 C30 C25 1.0(9) . . . . ? C26 C25 C30 C29 -0.9(9) . . . . ? N5 C25 C30 C29 179.0(5) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.616 _refine_diff_density_min -1.241 _refine_diff_density_rms 0.143 _database_code_depnum_ccdc_archive 'CCDC 922557' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_08010a_6a #TrackingRef 'Shalini 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C31 H24 Ir N6 O2, F6 P,2H2 O)' _chemical_formula_sum 'C31 H28 F6 Ir N6 O4 P' _chemical_formula_weight 885.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 9.6561(16) _cell_length_b 11.621(2) _cell_length_c 15.632(3) _cell_angle_alpha 105.756(3) _cell_angle_beta 99.890(3) _cell_angle_gamma 99.000(3) _cell_volume 1624.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 937 _cell_measurement_theta_min 2.556 _cell_measurement_theta_max 24.305 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.811 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 4.240 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.614 _exptl_absorpt_correction_T_max 0.802 _exptl_absorpt_process_details ; absorption correction based on 8586 reflections(SADABS);Rint 0.0689 before correction and 0.0487 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12736 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0801 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 26.00 _reflns_number_total 11255 _reflns_number_gt 9871 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Disordered H2O was omitted using the SQUEEZE option of PLATON.The solvent accessible voids are 157.2 A3 with an estimated 45e/cell to be added.Four solvent H2O molecules/unit cell accounting for 40e were included in the formula, FWt, (000) and density calculations. PLATON Reference: Spek, A.L. (1990), Acta Cryst. A46,C-34 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^)+(0.0267P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.043(6) _refine_ls_number_reflns 11255 _refine_ls_number_parameters 847 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0453 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0802 _refine_ls_wR_factor_gt 0.0785 _refine_ls_goodness_of_fit_ref 0.942 _refine_ls_restrained_S_all 0.942 _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 0.53995(3) 0.67050(2) 0.79043(2) 0.02677(14) Uani 1 1 d . . . O1 O 1.0036(8) 0.8382(7) 1.2585(5) 0.054(2) Uani 1 1 d . . . O2 O 0.8008(7) 0.7977(6) 1.3057(5) 0.0472(18) Uani 1 1 d . . . H2B H 0.8282 0.7568 1.3397 0.071 Uiso 1 1 calc R . . N1 N 0.4065(8) 0.7459(7) 0.8660(5) 0.0325(18) Uani 1 1 d . . . N2 N 0.4745(8) 0.8494(7) 0.9357(5) 0.0356(19) Uani 1 1 d . . . N3 N 0.6878(8) 0.6155(6) 0.7197(5) 0.0324(18) Uani 1 1 d . . . N4 N 0.7082(8) 0.6706(7) 0.6561(5) 0.0366(19) Uani 1 1 d . . . N5 N 0.5623(8) 0.5602(7) 0.8781(5) 0.0274(17) Uani 1 1 d . . . N6 N 0.3852(7) 0.5049(6) 0.7178(5) 0.0268(17) Uani 1 1 d . . . C1 C 0.2747(12) 0.7196(10) 0.8749(7) 0.046(3) Uani 1 1 d . . . H1 H 0.2033 0.6513 0.8354 0.056 Uiso 1 1 calc R . . C2 C 0.2527(12) 0.8045(11) 0.9498(8) 0.053(3) Uani 1 1 d . . . H2 H 0.1656 0.8061 0.9701 0.064 Uiso 1 1 calc R . . C3 C 0.3813(12) 0.8857(9) 0.9886(7) 0.043(3) Uani 1 1 d . . . H3 H 0.4018 0.9541 1.0420 0.052 Uiso 1 1 calc R . . C4 C 0.6211(10) 0.8933(9) 0.9414(6) 0.035(2) Uani 1 1 d . . . C5 C 0.7007(12) 0.9985(9) 1.0100(6) 0.047(3) Uani 1 1 d . . . H5 H 0.6570 1.0447 1.0536 0.056 Uiso 1 1 calc R . . C6 C 0.8445(13) 1.0328(10) 1.0124(8) 0.061(3) Uani 1 1 d . . . H6 H 0.9017 1.1036 1.0587 0.074 Uiso 1 1 calc R . . C7 C 0.9066(12) 0.9650(10) 0.9481(7) 0.051(3) Uani 1 1 d . . . H7 H 1.0064 0.9890 0.9509 0.061 Uiso 1 1 calc R . . C8 C 0.8246(10) 0.8631(9) 0.8799(6) 0.038(2) Uani 1 1 d . . . H8 H 0.8684 0.8195 0.8351 0.045 Uiso 1 1 calc R . . C9 C 0.6810(10) 0.8228(9) 0.8749(6) 0.033(2) Uani 1 1 d . . . C10 C 0.7874(10) 0.5506(9) 0.7259(6) 0.038(2) Uani 1 1 d . . . H10 H 0.7985 0.5026 0.7660 0.045 Uiso 1 1 calc R . . C11 C 0.8739(11) 0.5629(10) 0.6649(7) 0.049(3) Uani 1 1 d . . . H11 H 0.9537 0.5263 0.6557 0.059 Uiso 1 1 calc R . . C12 C 0.8204(11) 0.6378(10) 0.6217(7) 0.050(3) Uani 1 1 d . . . H12 H 0.8555 0.6630 0.5750 0.060 Uiso 1 1 calc R . . C13 C 0.6174(10) 0.7505(8) 0.6414(6) 0.034(2) Uani 1 1 d . . . C14 C 0.6235(13) 0.8094(10) 0.5771(7) 0.054(3) Uani 1 1 d . . . H14 H 0.6934 0.8005 0.5412 0.065 Uiso 1 1 calc R . . C15 C 0.5256(14) 0.8825(10) 0.5652(8) 0.061(4) Uani 1 1 d . . . H15 H 0.5276 0.9214 0.5191 0.073 Uiso 1 1 calc R . . C16 C 0.4272(14) 0.9003(10) 0.6171(8) 0.059(3) Uani 1 1 d . . . H16 H 0.3626 0.9523 0.6089 0.070 Uiso 1 1 calc R . . C17 C 0.4240(11) 0.8385(9) 0.6842(7) 0.043(3) Uani 1 1 d . . . H17 H 0.3547 0.8496 0.7205 0.051 Uiso 1 1 calc R . . C18 C 0.5175(10) 0.7628(9) 0.6991(7) 0.037(2) Uani 1 1 d . . . C19 C 0.2956(10) 0.4808(9) 0.6390(6) 0.035(2) Uani 1 1 d . . . H19 H 0.2986 0.5422 0.6094 0.042 Uiso 1 1 calc R . . C20 C 0.1944(10) 0.3686(9) 0.5951(7) 0.039(2) Uani 1 1 d . . . H20 H 0.1279 0.3559 0.5393 0.046 Uiso 1 1 calc R . . C21 C 0.1971(11) 0.2775(9) 0.6379(7) 0.052(3) Uani 1 1 d . . . H21 H 0.1358 0.1988 0.6098 0.062 Uiso 1 1 calc R . . C22 C 0.2886(10) 0.3028(9) 0.7202(7) 0.040(2) Uani 1 1 d . . . H22 H 0.2882 0.2431 0.7513 0.048 Uiso 1 1 calc R . . C23 C 0.3811(10) 0.4138(9) 0.7581(6) 0.035(2) Uani 1 1 d . . . C24 C 0.4793(10) 0.4528(9) 0.8483(6) 0.036(2) Uani 1 1 d . . . H24 H 0.4816 0.3991 0.8845 0.043 Uiso 1 1 calc R . . C25 C 0.6415(10) 0.6079(8) 0.9709(6) 0.029(2) Uani 1 1 d . . . C26 C 0.5727(10) 0.6223(9) 1.0409(6) 0.036(2) Uani 1 1 d . . . H26 H 0.4716 0.5927 1.0286 0.043 Uiso 1 1 calc R . . C27 C 0.6485(11) 0.6796(9) 1.1293(6) 0.042(3) Uani 1 1 d . . . H27 H 0.5988 0.6864 1.1773 0.051 Uiso 1 1 calc R . . C28 C 0.7935(10) 0.7271(8) 1.1504(6) 0.031(2) Uani 1 1 d . . . C29 C 0.8603(10) 0.7116(9) 1.0776(6) 0.036(2) Uani 1 1 d . . . H29 H 0.9610 0.7431 1.0897 0.043 Uiso 1 1 calc R . . C30 C 0.7876(10) 0.6529(9) 0.9892(7) 0.038(2) Uani 1 1 d . . . H30 H 0.8373 0.6433 0.9411 0.046 Uiso 1 1 calc R . . C31 C 0.8749(12) 0.7911(9) 1.2445(7) 0.040(2) Uani 1 1 d . . . P1 P 0.0345(3) 0.3963(3) 0.88751(19) 0.0452(7) Uani 1 1 d . . . F1 F 0.0383(7) 0.4230(8) 0.7938(4) 0.081(2) Uani 1 1 d . . . F2 F 0.0262(8) 0.2562(7) 0.8421(6) 0.100(3) Uani 1 1 d . . . F3 F -0.1363(7) 0.3743(6) 0.8658(4) 0.0618(18) Uani 1 1 d . . . F4 F 0.0342(6) 0.3722(8) 0.9821(4) 0.078(2) Uani 1 1 d . . . F5 F 0.0433(7) 0.5380(6) 0.9341(5) 0.076(2) Uani 1 1 d . . . F6 F 0.2069(6) 0.4193(7) 0.9115(4) 0.065(2) Uani 1 1 d . . . Ir1A Ir 0.45992(2) 0.32942(2) 0.209291(19) 0.02472(13) Uani 1 1 d . . . O1A O 0.8118(8) 0.1466(7) 0.5983(5) 0.056(2) Uani 1 1 d . . . O2A O 0.6384(8) 0.2020(7) 0.6689(4) 0.053(2) Uani 1 1 d . . . H2A H 0.6905 0.2441 0.7202 0.079 Uiso 1 1 calc R . . N1A N 0.2759(7) 0.2575(7) 0.2403(5) 0.0292(17) Uani 1 1 d . . . N2A N 0.2831(8) 0.1541(7) 0.2653(6) 0.040(2) Uani 1 1 d . . . N3A N 0.6462(7) 0.3829(7) 0.1747(5) 0.0257(16) Uani 1 1 d . . . N4A N 0.6482(8) 0.3257(7) 0.0850(5) 0.0301(17) Uani 1 1 d . . . N5A N 0.5231(7) 0.4374(6) 0.3492(5) 0.0243(16) Uani 1 1 d . . . N6A N 0.3864(7) 0.4914(7) 0.2073(5) 0.0264(17) Uani 1 1 d . . . C1A C 0.1524(10) 0.2870(9) 0.2518(7) 0.041(2) Uani 1 1 d . . . H1A H 0.1190 0.3549 0.2398 0.049 Uiso 1 1 calc R . . C2A C 0.0803(12) 0.2017(10) 0.2844(8) 0.059(3) Uani 1 1 d . . . H2A1 H -0.0105 0.2016 0.3001 0.070 Uiso 1 1 calc R . . C3A C 0.1621(11) 0.1179(10) 0.2899(8) 0.054(3) Uani 1 1 d . . . H3A H 0.1377 0.0469 0.3078 0.065 Uiso 1 1 calc R . . C4A C 0.4121(10) 0.1100(8) 0.2629(7) 0.035(2) Uani 1 1 d . . . C5A C 0.4344(11) 0.0118(10) 0.2931(7) 0.050(3) Uani 1 1 d . . . H5A H 0.3643 -0.0291 0.3168 0.060 Uiso 1 1 calc R . . C6A C 0.5659(12) -0.0252(10) 0.2871(9) 0.061(3) Uani 1 1 d . . . H6A H 0.5872 -0.0911 0.3084 0.073 Uiso 1 1 calc R . . C7A C 0.6605(11) 0.0333(9) 0.2514(7) 0.044(3) Uani 1 1 d . . . H7A H 0.7463 0.0048 0.2449 0.052 Uiso 1 1 calc R . . C8A C 0.6386(10) 0.1310(8) 0.2243(6) 0.033(2) Uani 1 1 d . . . H8A H 0.7106 0.1691 0.2003 0.040 Uiso 1 1 calc R . . C9A C 0.5121(9) 0.1801(8) 0.2299(6) 0.031(2) Uani 1 1 d . . . C10A C 0.7746(10) 0.4530(8) 0.2144(6) 0.030(2) Uani 1 1 d . . . H10A H 0.8025 0.5027 0.2764 0.037 Uiso 1 1 calc R . . C11A C 0.8648(11) 0.4441(8) 0.1524(7) 0.038(2) Uani 1 1 d . . . H11A H 0.9629 0.4839 0.1639 0.046 Uiso 1 1 calc R . . C12A C 0.7812(11) 0.3663(11) 0.0725(8) 0.049(3) Uani 1 1 d . . . H12A H 0.8109 0.3436 0.0165 0.059 Uiso 1 1 calc R . . C13A C 0.5175(10) 0.2527(8) 0.0294(6) 0.031(2) Uani 1 1 d . . . C14A C 0.5077(12) 0.1948(9) -0.0622(6) 0.042(3) Uani 1 1 d . . . H14A H 0.5892 0.2034 -0.0882 0.050 Uiso 1 1 calc R . . C15A C 0.3779(12) 0.1253(9) -0.1138(7) 0.043(3) Uani 1 1 d . . . H15A H 0.3685 0.0833 -0.1765 0.052 Uiso 1 1 calc R . . C16A C 0.2614(11) 0.1158(9) -0.0756(6) 0.044(3) Uani 1 1 d . . . H16A H 0.1706 0.0688 -0.1122 0.053 Uiso 1 1 calc R . . C17A C 0.2747(10) 0.1747(8) 0.0169(6) 0.036(2) Uani 1 1 d . . . H17A H 0.1920 0.1681 0.0420 0.043 Uiso 1 1 calc R . . C18A C 0.4056(10) 0.2426(8) 0.0733(6) 0.028(2) Uani 1 1 d . . . C19A C 0.3090(9) 0.5125(8) 0.1379(6) 0.026(2) Uani 1 1 d . . . H19A H 0.2930 0.4545 0.0792 0.031 Uiso 1 1 calc R . . C20A C 0.2488(10) 0.6157(9) 0.1454(7) 0.035(2) Uani 1 1 d . . . H20A H 0.1911 0.6265 0.0937 0.042 Uiso 1 1 calc R . . C21A C 0.2754(10) 0.6995(9) 0.2286(7) 0.042(3) Uani 1 1 d . . . H21A H 0.2366 0.7709 0.2352 0.050 Uiso 1 1 calc R . . C22A C 0.3597(10) 0.6834(8) 0.3060(7) 0.036(2) Uani 1 1 d . . . H22A H 0.3793 0.7422 0.3647 0.044 Uiso 1 1 calc R . . C23A C 0.4119(9) 0.5777(8) 0.2917(6) 0.029(2) Uani 1 1 d . . . C24A C 0.4885(9) 0.5413(8) 0.3665(6) 0.031(2) Uani 1 1 d . . . H24A H 0.5121 0.5949 0.4273 0.037 Uiso 1 1 calc R . . C25A C 0.5778(9) 0.3892(8) 0.4195(6) 0.028(2) Uani 1 1 d . . . C26A C 0.4992(10) 0.3752(9) 0.4829(6) 0.036(2) Uani 1 1 d . . . H26A H 0.4146 0.4071 0.4845 0.043 Uiso 1 1 calc R . . C27A C 0.5425(10) 0.3151(9) 0.5442(6) 0.037(2) Uani 1 1 d . . . H27A H 0.4872 0.3041 0.5873 0.045 Uiso 1 1 calc R . . C28A C 0.6655(10) 0.2715(8) 0.5424(5) 0.033(2) Uani 1 1 d . . . C29A C 0.7434(10) 0.2852(8) 0.4790(7) 0.039(2) Uani 1 1 d . . . H29A H 0.8272 0.2521 0.4773 0.047 Uiso 1 1 calc R . . C30A C 0.7028(9) 0.3457(8) 0.4177(6) 0.033(2) Uani 1 1 d . . . H30A H 0.7591 0.3573 0.3753 0.039 Uiso 1 1 calc R . . C31A C 0.7124(11) 0.2016(9) 0.6061(7) 0.040(2) Uani 1 1 d . . . P1A P 0.0863(3) 0.6046(3) 0.4441(2) 0.0529(8) Uani 1 1 d . . . F1A F 0.0756(6) 0.5662(7) 0.3387(4) 0.072(2) Uani 1 1 d . . . F2A F -0.0737(6) 0.6296(6) 0.4293(4) 0.0598(17) Uani 1 1 d . . . F3A F 0.1497(8) 0.7406(7) 0.4502(6) 0.097(3) Uani 1 1 d . . . F4A F 0.0990(7) 0.6465(9) 0.5509(5) 0.106(3) Uani 1 1 d . . . F5A F 0.2450(6) 0.5826(8) 0.4603(4) 0.079(2) Uani 1 1 d . . . F6A F 0.0263(7) 0.4723(7) 0.4397(6) 0.100(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.0300(3) 0.0268(3) 0.0250(3) 0.0075(3) 0.0101(3) 0.0066(3) O1 0.046(5) 0.067(5) 0.038(4) 0.004(4) 0.001(4) 0.011(4) O2 0.052(5) 0.056(5) 0.039(4) 0.016(4) 0.012(4) 0.022(4) N1 0.033(5) 0.030(5) 0.036(5) 0.011(4) 0.012(4) 0.005(4) N2 0.044(5) 0.037(5) 0.033(5) 0.011(4) 0.017(4) 0.018(4) N3 0.037(5) 0.023(4) 0.033(5) 0.005(4) 0.009(4) -0.001(4) N4 0.044(5) 0.037(5) 0.022(4) 0.006(4) 0.011(4) -0.006(4) N5 0.028(4) 0.027(4) 0.027(4) 0.005(3) 0.007(3) 0.011(3) N6 0.022(4) 0.028(4) 0.030(4) 0.006(3) 0.008(3) 0.010(3) C1 0.049(7) 0.042(7) 0.054(7) 0.020(6) 0.015(6) 0.013(5) C2 0.054(7) 0.061(8) 0.071(8) 0.034(7) 0.037(7) 0.040(6) C3 0.068(8) 0.032(6) 0.043(6) 0.015(5) 0.025(6) 0.029(6) C4 0.030(5) 0.039(6) 0.032(5) 0.010(5) 0.003(4) 0.006(4) C5 0.060(7) 0.044(6) 0.026(5) 0.002(5) 0.003(5) 0.006(6) C6 0.065(8) 0.037(7) 0.056(8) -0.002(6) -0.011(6) -0.011(6) C7 0.044(6) 0.044(7) 0.053(7) 0.005(6) 0.009(6) -0.001(5) C8 0.043(6) 0.036(6) 0.034(6) 0.010(5) 0.011(5) 0.005(5) C9 0.041(6) 0.038(6) 0.027(5) 0.012(4) 0.011(4) 0.018(5) C10 0.036(6) 0.044(6) 0.030(5) 0.003(5) 0.008(4) 0.011(5) C11 0.041(6) 0.067(8) 0.038(6) 0.003(6) 0.022(5) 0.020(6) C12 0.051(7) 0.057(7) 0.033(6) -0.001(5) 0.025(5) -0.008(6) C13 0.049(6) 0.019(5) 0.021(5) 0.002(4) -0.001(4) -0.012(4) C14 0.082(9) 0.039(6) 0.035(6) 0.019(5) 0.011(6) -0.013(6) C15 0.093(10) 0.043(7) 0.035(7) 0.022(6) -0.003(7) -0.021(7) C16 0.075(9) 0.037(7) 0.055(8) 0.021(6) -0.004(7) -0.003(6) C17 0.045(6) 0.040(6) 0.030(6) 0.000(5) -0.004(5) 0.002(5) C18 0.039(6) 0.027(5) 0.033(6) 0.008(5) -0.008(5) -0.009(4) C19 0.039(6) 0.045(6) 0.028(5) 0.010(5) 0.018(5) 0.017(5) C20 0.026(5) 0.033(6) 0.039(6) -0.005(5) 0.000(4) -0.008(4) C21 0.052(7) 0.033(6) 0.052(7) -0.008(5) 0.022(6) -0.019(5) C22 0.045(6) 0.033(6) 0.032(6) 0.003(5) 0.008(5) -0.006(5) C23 0.035(5) 0.046(6) 0.031(5) 0.013(5) 0.021(4) 0.013(5) C24 0.048(6) 0.037(6) 0.036(6) 0.017(5) 0.025(5) 0.018(5) C25 0.036(5) 0.026(5) 0.031(5) 0.013(4) 0.010(4) 0.008(4) C26 0.028(5) 0.048(6) 0.031(5) 0.010(5) 0.016(4) 0.001(4) C27 0.051(7) 0.052(7) 0.030(6) 0.015(5) 0.017(5) 0.014(5) C28 0.043(6) 0.022(5) 0.030(5) 0.008(4) 0.005(4) 0.015(4) C29 0.031(5) 0.041(6) 0.037(6) 0.011(5) 0.006(5) 0.013(5) C30 0.030(5) 0.054(7) 0.039(6) 0.017(5) 0.019(5) 0.016(5) C31 0.057(7) 0.031(6) 0.031(6) 0.005(5) 0.000(5) 0.021(5) P1 0.0412(16) 0.060(2) 0.0340(15) 0.0104(14) 0.0109(13) 0.0154(14) F1 0.071(5) 0.149(7) 0.054(4) 0.052(5) 0.030(4) 0.060(5) F2 0.074(5) 0.078(6) 0.134(8) 0.013(5) 0.007(5) 0.031(4) F3 0.046(4) 0.078(5) 0.055(4) 0.023(4) -0.002(3) 0.006(3) F4 0.035(4) 0.152(7) 0.055(4) 0.046(5) 0.016(3) 0.014(4) F5 0.050(4) 0.064(5) 0.109(6) 0.009(4) 0.032(4) 0.013(3) F6 0.040(4) 0.126(6) 0.047(4) 0.038(4) 0.022(3) 0.033(4) Ir1A 0.0231(3) 0.0253(3) 0.0245(3) 0.0043(2) 0.0080(2) 0.0044(2) O1A 0.058(5) 0.075(6) 0.048(5) 0.037(4) 0.009(4) 0.020(4) O2A 0.065(5) 0.059(5) 0.027(4) 0.011(4) 0.006(4) 0.007(4) N1A 0.018(4) 0.027(4) 0.032(4) 0.002(3) 0.001(3) -0.005(3) N2A 0.030(4) 0.031(5) 0.060(6) 0.013(4) 0.023(4) 0.002(4) N3A 0.025(4) 0.030(4) 0.029(4) 0.013(3) 0.012(3) 0.011(3) N4A 0.030(4) 0.033(5) 0.029(4) 0.011(4) 0.012(4) 0.006(4) N5A 0.023(4) 0.026(4) 0.027(4) 0.013(3) 0.008(3) 0.003(3) N6A 0.024(4) 0.033(4) 0.026(4) 0.013(3) 0.009(3) 0.004(3) C1A 0.035(6) 0.035(6) 0.048(6) 0.010(5) 0.010(5) 0.001(5) C2A 0.039(7) 0.057(8) 0.078(9) 0.012(7) 0.027(6) 0.005(6) C3A 0.046(7) 0.040(6) 0.093(9) 0.037(7) 0.030(6) 0.014(5) C4A 0.028(5) 0.027(5) 0.047(6) 0.006(5) 0.011(4) 0.007(4) C5A 0.044(6) 0.051(7) 0.070(8) 0.034(6) 0.025(6) 0.009(5) C6A 0.061(8) 0.043(7) 0.098(10) 0.032(7) 0.041(7) 0.024(6) C7A 0.038(6) 0.029(6) 0.070(8) 0.015(5) 0.021(5) 0.015(5) C8A 0.035(5) 0.030(5) 0.037(6) 0.008(4) 0.015(4) 0.010(4) C9A 0.030(5) 0.036(6) 0.021(5) 0.006(4) 0.003(4) -0.004(4) C10A 0.044(6) 0.025(5) 0.024(5) 0.012(4) 0.007(4) 0.008(4) C11A 0.040(6) 0.027(5) 0.050(7) 0.016(5) 0.009(5) 0.005(5) C12A 0.039(6) 0.076(8) 0.055(7) 0.033(6) 0.030(6) 0.033(6) C13A 0.036(5) 0.032(5) 0.026(5) 0.006(4) 0.005(4) 0.015(4) C14A 0.060(7) 0.042(6) 0.029(6) 0.007(5) 0.016(5) 0.026(6) C15A 0.064(7) 0.036(6) 0.028(6) 0.003(5) 0.013(5) 0.013(5) C16A 0.050(7) 0.044(6) 0.027(5) 0.002(5) -0.006(5) 0.008(5) C17A 0.040(6) 0.032(5) 0.036(6) 0.006(5) 0.015(5) 0.008(5) C18A 0.040(6) 0.025(5) 0.020(5) 0.008(4) 0.006(4) 0.014(4) C19A 0.022(5) 0.035(5) 0.023(5) 0.010(4) 0.014(4) 0.003(4) C20A 0.030(5) 0.036(6) 0.036(6) 0.015(5) 0.000(4) -0.002(5) C21A 0.041(6) 0.028(6) 0.060(7) 0.010(5) 0.018(5) 0.015(5) C22A 0.039(6) 0.025(5) 0.040(6) 0.002(5) 0.014(5) 0.003(4) C23A 0.028(5) 0.026(5) 0.033(5) 0.008(4) 0.012(4) 0.002(4) C24A 0.032(5) 0.031(5) 0.024(5) 0.002(4) 0.007(4) -0.002(4) C25A 0.032(5) 0.025(5) 0.020(5) -0.004(4) 0.004(4) 0.006(4) C26A 0.037(6) 0.039(6) 0.032(5) 0.010(5) 0.008(4) 0.012(5) C27A 0.034(6) 0.050(6) 0.031(5) 0.019(5) 0.013(4) 0.004(5) C28A 0.047(6) 0.037(6) 0.010(4) 0.001(4) 0.006(4) 0.000(5) C29A 0.027(5) 0.032(6) 0.057(7) 0.009(5) 0.009(5) 0.007(4) C30A 0.030(5) 0.039(6) 0.035(5) 0.014(5) 0.018(4) 0.005(4) C31A 0.048(7) 0.032(6) 0.028(6) 0.000(4) 0.000(5) 0.002(5) P1A 0.0317(15) 0.092(3) 0.0414(17) 0.0325(17) 0.0101(13) 0.0070(16) F1A 0.042(4) 0.116(6) 0.048(4) 0.025(4) 0.003(3) 0.002(4) F2A 0.048(4) 0.088(5) 0.044(4) 0.022(4) 0.004(3) 0.021(4) F3A 0.078(6) 0.090(6) 0.108(7) 0.014(5) 0.029(5) -0.005(5) F4A 0.041(4) 0.240(11) 0.054(4) 0.058(6) 0.022(3) 0.047(5) F5A 0.034(4) 0.160(8) 0.055(4) 0.050(5) 0.016(3) 0.020(4) F6A 0.045(4) 0.093(6) 0.194(9) 0.086(6) 0.040(5) 0.020(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 C18 2.008(9) . ? Ir1 C9 2.023(10) . ? Ir1 N3 2.029(8) . ? Ir1 N1 2.034(8) . ? Ir1 N5 2.123(7) . ? Ir1 N6 2.135(7) . ? O1 C31 1.233(12) . ? O2 C31 1.283(12) . ? O2 H2B 0.8400 . ? N1 C1 1.302(12) . ? N1 N2 1.364(10) . ? N2 C3 1.362(11) . ? N2 C4 1.406(11) . ? N3 C10 1.318(11) . ? N3 N4 1.346(10) . ? N4 C12 1.351(12) . ? N4 C13 1.410(12) . ? N5 C24 1.289(11) . ? N5 C25 1.431(11) . ? N6 C19 1.310(11) . ? N6 C23 1.371(11) . ? C1 C2 1.383(14) . ? C1 H1 0.9500 . ? C2 C3 1.365(15) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 C5 1.395(13) . ? C4 C9 1.407(12) . ? C5 C6 1.375(15) . ? C5 H5 0.9500 . ? C6 C7 1.385(15) . ? C6 H6 0.9500 . ? C7 C8 1.377(13) . ? C7 H7 0.9500 . ? C8 C9 1.373(12) . ? C8 H8 0.9500 . ? C10 C11 1.391(13) . ? C10 H10 0.9500 . ? C11 C12 1.350(14) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.365(12) . ? C13 C18 1.427(13) . ? C14 C15 1.388(17) . ? C14 H14 0.9500 . ? C15 C16 1.355(17) . ? C15 H15 0.9500 . ? C16 C17 1.426(14) . ? C16 H16 0.9500 . ? C17 C18 1.389(14) . ? C17 H17 0.9500 . ? C19 C20 1.418(12) . ? C19 H19 0.9500 . ? C20 C21 1.399(14) . ? C20 H20 0.9500 . ? C21 C22 1.358(14) . ? C21 H21 0.9500 . ? C22 C23 1.361(13) . ? C22 H22 0.9500 . ? C23 C24 1.466(13) . ? C24 H24 0.9500 . ? C25 C26 1.360(11) . ? C25 C30 1.377(12) . ? C26 C27 1.375(13) . ? C26 H26 0.9500 . ? C27 C28 1.369(13) . ? C27 H27 0.9500 . ? C28 C29 1.385(12) . ? C28 C31 1.470(13) . ? C29 C30 1.369(13) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? P1 F2 1.573(8) . ? P1 F4 1.578(7) . ? P1 F1 1.582(7) . ? P1 F3 1.590(7) . ? P1 F5 1.591(7) . ? P1 F6 1.605(6) . ? Ir1A C9A 1.972(9) . ? Ir1A N3A 2.020(7) . ? Ir1A C18A 2.025(8) . ? Ir1A N1A 2.036(7) . ? Ir1A N6A 2.119(7) . ? Ir1A N5A 2.131(7) . ? O1A C31A 1.239(12) . ? O2A C31A 1.308(11) . ? O2A H2A 0.8400 . ? N1A C1A 1.319(11) . ? N1A N2A 1.369(10) . ? N2A C3A 1.333(12) . ? N2A C4A 1.421(11) . ? N3A C10A 1.316(11) . ? N3A N4A 1.384(10) . ? N4A C12A 1.363(11) . ? N4A C13A 1.398(11) . ? N5A C24A 1.274(11) . ? N5A C25A 1.424(10) . ? N6A C19A 1.312(10) . ? N6A C23A 1.379(10) . ? C1A C2A 1.381(13) . ? C1A H1A 0.9500 . ? C2A C3A 1.358(14) . ? C2A H2A1 0.9500 . ? C3A H3A 0.9500 . ? C4A C5A 1.380(13) . ? C4A C9A 1.420(12) . ? C5A C6A 1.413(14) . ? C5A H5A 0.9500 . ? C6A C7A 1.339(13) . ? C6A H6A 0.9500 . ? C7A C8A 1.349(12) . ? C7A H7A 0.9500 . ? C8A C9A 1.433(12) . ? C8A H8A 0.9500 . ? C10A C11A 1.404(12) . ? C10A H10A 0.9500 . ? C11A C12A 1.357(14) . ? C11A H11A 0.9500 . ? C12A H12A 0.9500 . ? C13A C18A 1.382(12) . ? C13A C14A 1.386(12) . ? C14A C15A 1.362(14) . ? C14A H14A 0.9500 . ? C15A C16A 1.365(13) . ? C15A H15A 0.9500 . ? C16A C17A 1.395(12) . ? C16A H16A 0.9500 . ? C17A C18A 1.387(12) . ? C17A H17A 0.9500 . ? C19A C20A 1.398(12) . ? C19A H19A 0.9500 . ? C20A C21A 1.351(13) . ? C20A H20A 0.9500 . ? C21A C22A 1.412(13) . ? C21A H21A 0.9500 . ? C22A C23A 1.377(12) . ? C22A H22A 0.9500 . ? C23A C24A 1.471(12) . ? C24A H24A 0.9500 . ? C25A C26A 1.376(12) . ? C25A C30A 1.381(12) . ? C26A C27A 1.377(12) . ? C26A H26A 0.9500 . ? C27A C28A 1.365(13) . ? C27A H27A 0.9500 . ? C28A C29A 1.370(12) . ? C28A C31A 1.502(13) . ? C29A C30A 1.375(12) . ? C29A H29A 0.9500 . ? C30A H30A 0.9500 . ? P1A F6A 1.535(8) . ? P1A F1A 1.567(7) . ? P1A F3A 1.574(8) . ? P1A F5A 1.583(7) . ? P1A F4A 1.583(7) . ? P1A F2A 1.605(6) . ? 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 C18 Ir1 C9 86.7(4) . . ? C18 Ir1 N3 80.1(4) . . ? C9 Ir1 N3 92.9(3) . . ? C18 Ir1 N1 97.0(4) . . ? C9 Ir1 N1 80.8(3) . . ? N3 Ir1 N1 173.2(3) . . ? C18 Ir1 N5 175.4(4) . . ? C9 Ir1 N5 97.0(3) . . ? N3 Ir1 N5 97.0(3) . . ? N1 Ir1 N5 86.4(3) . . ? C18 Ir1 N6 100.2(3) . . ? C9 Ir1 N6 172.2(3) . . ? N3 Ir1 N6 92.0(3) . . ? N1 Ir1 N6 94.6(3) . . ? N5 Ir1 N6 76.4(3) . . ? C31 O2 H2B 109.5 . . ? C1 N1 N2 106.8(8) . . ? C1 N1 Ir1 139.2(7) . . ? N2 N1 Ir1 113.6(6) . . ? C3 N2 N1 109.6(8) . . ? C3 N2 C4 133.5(9) . . ? N1 N2 C4 116.8(7) . . ? C10 N3 N4 107.1(8) . . ? C10 N3 Ir1 137.2(7) . . ? N4 N3 Ir1 114.9(6) . . ? N3 N4 C12 109.3(8) . . ? N3 N4 C13 116.9(8) . . ? C12 N4 C13 133.8(9) . . ? C24 N5 C25 120.6(8) . . ? C24 N5 Ir1 115.5(6) . . ? C25 N5 Ir1 122.8(5) . . ? C19 N6 C23 116.9(8) . . ? C19 N6 Ir1 127.2(6) . . ? C23 N6 Ir1 115.9(6) . . ? N1 C1 C2 110.8(10) . . ? N1 C1 H1 124.6 . . ? C2 C1 H1 124.6 . . ? C3 C2 C1 106.2(9) . . ? C3 C2 H2 126.9 . . ? C1 C2 H2 126.9 . . ? N2 C3 C2 106.6(9) . . ? N2 C3 H3 126.7 . . ? C2 C3 H3 126.7 . . ? C5 C4 N2 121.5(9) . . ? C5 C4 C9 123.0(9) . . ? N2 C4 C9 115.5(8) . . ? C6 C5 C4 117.7(10) . . ? C6 C5 H5 121.1 . . ? C4 C5 H5 121.1 . . ? C5 C6 C7 120.6(10) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C8 C7 C6 120.3(10) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C9 C8 C7 121.8(10) . . ? C9 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C8 C9 C4 116.5(9) . . ? C8 C9 Ir1 130.4(7) . . ? C4 C9 Ir1 113.0(7) . . ? N3 C10 C11 109.9(9) . . ? N3 C10 H10 125.0 . . ? C11 C10 H10 125.0 . . ? C12 C11 C10 105.4(9) . . ? C12 C11 H11 127.3 . . ? C10 C11 H11 127.3 . . ? C11 C12 N4 108.2(9) . . ? C11 C12 H12 125.9 . . ? N4 C12 H12 125.9 . . ? C14 C13 N4 122.9(10) . . ? C14 C13 C18 123.2(10) . . ? N4 C13 C18 113.8(8) . . ? C13 C14 C15 118.7(11) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? C16 C15 C14 122.3(11) . . ? C16 C15 H15 118.9 . . ? C14 C15 H15 118.9 . . ? C15 C16 C17 117.8(11) . . ? C15 C16 H16 121.1 . . ? C17 C16 H16 121.1 . . ? C18 C17 C16 123.0(11) . . ? C18 C17 H17 118.5 . . ? C16 C17 H17 118.5 . . ? C17 C18 C13 114.9(9) . . ? C17 C18 Ir1 131.0(8) . . ? C13 C18 Ir1 114.0(7) . . ? N6 C19 C20 124.0(9) . . ? N6 C19 H19 118.0 . . ? C20 C19 H19 118.0 . . ? C21 C20 C19 116.8(9) . . ? C21 C20 H20 121.6 . . ? C19 C20 H20 121.6 . . ? C22 C21 C20 119.2(9) . . ? C22 C21 H21 120.4 . . ? C20 C21 H21 120.4 . . ? C21 C22 C23 120.1(10) . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 N6 122.9(9) . . ? C22 C23 C24 124.6(9) . . ? N6 C23 C24 112.4(8) . . ? N5 C24 C23 119.7(8) . . ? N5 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C26 C25 C30 119.5(9) . . ? C26 C25 N5 120.9(8) . . ? C30 C25 N5 119.1(8) . . ? C25 C26 C27 120.4(9) . . ? C25 C26 H26 119.8 . . ? C27 C26 H26 119.8 . . ? C28 C27 C26 122.0(9) . . ? C28 C27 H27 119.0 . . ? C26 C27 H27 119.0 . . ? C27 C28 C29 116.2(9) . . ? C27 C28 C31 122.4(9) . . ? C29 C28 C31 121.4(9) . . ? C30 C29 C28 122.9(9) . . ? C30 C29 H29 118.6 . . ? C28 C29 H29 118.6 . . ? C29 C30 C25 119.0(9) . . ? C29 C30 H30 120.5 . . ? C25 C30 H30 120.5 . . ? O1 C31 O2 125.4(9) . . ? O1 C31 C28 119.3(10) . . ? O2 C31 C28 115.3(10) . . ? F2 P1 F4 89.5(5) . . ? F2 P1 F1 91.4(5) . . ? F4 P1 F1 178.6(5) . . ? F2 P1 F3 90.9(4) . . ? F4 P1 F3 90.0(3) . . ? F1 P1 F3 91.1(4) . . ? F2 P1 F5 179.6(5) . . ? F4 P1 F5 90.1(4) . . ? F1 P1 F5 89.0(4) . . ? F3 P1 F5 89.3(4) . . ? F2 P1 F6 89.6(4) . . ? F4 P1 F6 89.0(3) . . ? F1 P1 F6 89.9(4) . . ? F3 P1 F6 178.9(4) . . ? F5 P1 F6 90.3(4) . . ? C9A Ir1A N3A 93.9(3) . . ? C9A Ir1A C18A 89.4(3) . . ? N3A Ir1A C18A 79.7(3) . . ? C9A Ir1A N1A 80.6(3) . . ? N3A Ir1A N1A 174.0(3) . . ? C18A Ir1A N1A 97.8(3) . . ? C9A Ir1A N6A 169.7(3) . . ? N3A Ir1A N6A 94.3(3) . . ? C18A Ir1A N6A 98.1(3) . . ? N1A Ir1A N6A 91.4(3) . . ? C9A Ir1A N5A 95.5(3) . . ? N3A Ir1A N5A 97.0(3) . . ? C18A Ir1A N5A 174.2(3) . . ? N1A Ir1A N5A 86.0(3) . . ? N6A Ir1A N5A 77.4(3) . . ? C31A O2A H2A 109.5 . . ? C1A N1A N2A 107.8(7) . . ? C1A N1A Ir1A 138.4(7) . . ? N2A N1A Ir1A 113.4(5) . . ? C3A N2A N1A 109.3(8) . . ? C3A N2A C4A 133.6(9) . . ? N1A N2A C4A 117.1(7) . . ? C10A N3A N4A 107.3(7) . . ? C10A N3A Ir1A 138.4(6) . . ? N4A N3A Ir1A 114.1(5) . . ? C12A N4A N3A 107.6(8) . . ? C12A N4A C13A 136.1(8) . . ? N3A N4A C13A 116.0(7) . . ? C24A N5A C25A 122.1(7) . . ? C24A N5A Ir1A 114.9(6) . . ? C25A N5A Ir1A 122.2(5) . . ? C19A N6A C23A 117.6(8) . . ? C19A N6A Ir1A 127.6(6) . . ? C23A N6A Ir1A 114.4(6) . . ? N1A C1A C2A 108.0(10) . . ? N1A C1A H1A 126.0 . . ? C2A C1A H1A 126.0 . . ? C3A C2A C1A 107.8(10) . . ? C3A C2A H2A1 126.1 . . ? C1A C2A H2A1 126.1 . . ? N2A C3A C2A 107.0(9) . . ? N2A C3A H3A 126.5 . . ? C2A C3A H3A 126.5 . . ? C5A C4A C9A 125.7(9) . . ? C5A C4A N2A 121.6(9) . . ? C9A C4A N2A 112.6(8) . . ? C4A C5A C6A 117.1(9) . . ? C4A C5A H5A 121.4 . . ? C6A C5A H5A 121.4 . . ? C7A C6A C5A 119.5(10) . . ? C7A C6A H6A 120.2 . . ? C5A C6A H6A 120.2 . . ? C6A C7A C8A 122.6(10) . . ? C6A C7A H7A 118.7 . . ? C8A C7A H7A 118.7 . . ? C7A C8A C9A 123.2(9) . . ? C7A C8A H8A 118.4 . . ? C9A C8A H8A 118.4 . . ? C4A C9A C8A 111.7(8) . . ? C4A C9A Ir1A 115.8(7) . . ? C8A C9A Ir1A 132.3(7) . . ? N3A C10A C11A 110.5(8) . . ? N3A C10A H10A 124.7 . . ? C11A C10A H10A 124.7 . . ? C12A C11A C10A 105.0(9) . . ? C12A C11A H11A 127.5 . . ? C10A C11A H11A 127.5 . . ? C11A C12A N4A 109.5(9) . . ? C11A C12A H12A 125.2 . . ? N4A C12A H12A 125.2 . . ? C18A C13A C14A 124.7(9) . . ? C18A C13A N4A 115.1(8) . . ? C14A C13A N4A 120.2(9) . . ? C15A C14A C13A 118.2(10) . . ? C15A C14A H14A 120.9 . . ? C13A C14A H14A 120.9 . . ? C14A C15A C16A 120.0(9) . . ? C14A C15A H15A 120.0 . . ? C16A C15A H15A 120.0 . . ? C15A C16A C17A 120.5(9) . . ? C15A C16A H16A 119.8 . . ? C17A C16A H16A 119.8 . . ? C18A C17A C16A 121.7(9) . . ? C18A C17A H17A 119.1 . . ? C16A C17A H17A 119.1 . . ? C13A C18A C17A 114.8(8) . . ? C13A C18A Ir1A 114.6(7) . . ? C17A C18A Ir1A 130.7(7) . . ? N6A C19A C20A 123.6(8) . . ? N6A C19A H19A 118.2 . . ? C20A C19A H19A 118.2 . . ? C21A C20A C19A 117.9(9) . . ? C21A C20A H20A 121.1 . . ? C19A C20A H20A 121.1 . . ? C20A C21A C22A 121.4(9) . . ? C20A C21A H21A 119.3 . . ? C22A C21A H21A 119.3 . . ? C23A C22A C21A 116.2(9) . . ? C23A C22A H22A 121.9 . . ? C21A C22A H22A 121.9 . . ? C22A C23A N6A 123.2(9) . . ? C22A C23A C24A 122.9(8) . . ? N6A C23A C24A 113.7(8) . . ? N5A C24A C23A 119.5(8) . . ? N5A C24A H24A 120.2 . . ? C23A C24A H24A 120.2 . . ? C26A C25A C30A 120.5(9) . . ? C26A C25A N5A 120.0(8) . . ? C30A C25A N5A 119.1(8) . . ? C25A C26A C27A 120.4(9) . . ? C25A C26A H26A 119.8 . . ? C27A C26A H26A 119.8 . . ? C28A C27A C26A 119.2(9) . . ? C28A C27A H27A 120.4 . . ? C26A C27A H27A 120.4 . . ? C27A C28A C29A 120.3(9) . . ? C27A C28A C31A 120.4(8) . . ? C29A C28A C31A 119.3(9) . . ? C28A C29A C30A 121.4(9) . . ? C28A C29A H29A 119.3 . . ? C30A C29A H29A 119.3 . . ? C29A C30A C25A 118.1(8) . . ? C29A C30A H30A 121.0 . . ? C25A C30A H30A 121.0 . . ? O1A C31A O2A 123.2(10) . . ? O1A C31A C28A 122.1(9) . . ? O2A C31A C28A 114.7(9) . . ? F6A P1A F1A 91.6(5) . . ? F6A P1A F3A 179.0(5) . . ? F1A P1A F3A 89.2(4) . . ? F6A P1A F5A 90.5(4) . . ? F1A P1A F5A 90.1(4) . . ? F3A P1A F5A 88.8(4) . . ? F6A P1A F4A 89.7(5) . . ? F1A P1A F4A 178.7(5) . . ? F3A P1A F4A 89.5(5) . . ? F5A P1A F4A 89.7(4) . . ? F6A P1A F2A 90.3(4) . . ? F1A P1A F2A 90.7(3) . . ? F3A P1A F2A 90.3(4) . . ? F5A P1A F2A 178.8(5) . . ? F4A P1A F2A 89.5(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C18 Ir1 N1 C1 99.3(11) . . . . ? C9 Ir1 N1 C1 -175.2(11) . . . . ? N3 Ir1 N1 C1 163(2) . . . . ? N5 Ir1 N1 C1 -77.5(11) . . . . ? N6 Ir1 N1 C1 -1.5(11) . . . . ? C18 Ir1 N1 N2 -89.9(6) . . . . ? C9 Ir1 N1 N2 -4.4(6) . . . . ? N3 Ir1 N1 N2 -26(3) . . . . ? N5 Ir1 N1 N2 93.3(6) . . . . ? N6 Ir1 N1 N2 169.3(6) . . . . ? C1 N1 N2 C3 0.6(10) . . . . ? Ir1 N1 N2 C3 -173.2(6) . . . . ? C1 N1 N2 C4 178.2(8) . . . . ? Ir1 N1 N2 C4 4.4(9) . . . . ? C18 Ir1 N3 C10 173.5(10) . . . . ? C9 Ir1 N3 C10 87.4(9) . . . . ? N1 Ir1 N3 C10 109(3) . . . . ? N5 Ir1 N3 C10 -9.9(9) . . . . ? N6 Ir1 N3 C10 -86.4(9) . . . . ? C18 Ir1 N3 N4 5.3(6) . . . . ? C9 Ir1 N3 N4 -80.8(6) . . . . ? N1 Ir1 N3 N4 -59(3) . . . . ? N5 Ir1 N3 N4 -178.2(6) . . . . ? N6 Ir1 N3 N4 105.3(6) . . . . ? C10 N3 N4 C12 0.9(10) . . . . ? Ir1 N3 N4 C12 172.6(6) . . . . ? C10 N3 N4 C13 -176.8(7) . . . . ? Ir1 N3 N4 C13 -5.1(9) . . . . ? C18 Ir1 N5 C24 -41(5) . . . . ? C9 Ir1 N5 C24 176.4(7) . . . . ? N3 Ir1 N5 C24 -89.8(7) . . . . ? N1 Ir1 N5 C24 96.2(7) . . . . ? N6 Ir1 N5 C24 0.6(6) . . . . ? C18 Ir1 N5 C25 151(4) . . . . ? C9 Ir1 N5 C25 8.5(7) . . . . ? N3 Ir1 N5 C25 102.3(6) . . . . ? N1 Ir1 N5 C25 -71.8(7) . . . . ? N6 Ir1 N5 C25 -167.4(7) . . . . ? C18 Ir1 N6 C19 -5.0(8) . . . . ? C9 Ir1 N6 C19 146(2) . . . . ? N3 Ir1 N6 C19 -85.2(7) . . . . ? N1 Ir1 N6 C19 93.0(7) . . . . ? N5 Ir1 N6 C19 178.1(7) . . . . ? C18 Ir1 N6 C23 174.2(6) . . . . ? C9 Ir1 N6 C23 -35(3) . . . . ? N3 Ir1 N6 C23 94.0(6) . . . . ? N1 Ir1 N6 C23 -87.9(6) . . . . ? N5 Ir1 N6 C23 -2.7(6) . . . . ? N2 N1 C1 C2 0.3(11) . . . . ? Ir1 N1 C1 C2 171.5(7) . . . . ? N1 C1 C2 C3 -1.0(12) . . . . ? N1 N2 C3 C2 -1.2(11) . . . . ? C4 N2 C3 C2 -178.2(9) . . . . ? C1 C2 C3 N2 1.3(11) . . . . ? C3 N2 C4 C5 -3.1(16) . . . . ? N1 N2 C4 C5 180.0(8) . . . . ? C3 N2 C4 C9 175.5(9) . . . . ? N1 N2 C4 C9 -1.4(12) . . . . ? N2 C4 C5 C6 177.9(9) . . . . ? C9 C4 C5 C6 -0.7(15) . . . . ? C4 C5 C6 C7 0.5(17) . . . . ? C5 C6 C7 C8 0.9(17) . . . . ? C6 C7 C8 C9 -2.2(16) . . . . ? C7 C8 C9 C4 2.0(14) . . . . ? C7 C8 C9 Ir1 -174.1(8) . . . . ? C5 C4 C9 C8 -0.6(14) . . . . ? N2 C4 C9 C8 -179.1(8) . . . . ? C5 C4 C9 Ir1 176.2(8) . . . . ? N2 C4 C9 Ir1 -2.4(10) . . . . ? C18 Ir1 C9 C8 -82.6(9) . . . . ? N3 Ir1 C9 C8 -2.7(9) . . . . ? N1 Ir1 C9 C8 179.8(9) . . . . ? N5 Ir1 C9 C8 94.7(9) . . . . ? N6 Ir1 C9 C8 126(2) . . . . ? C18 Ir1 C9 C4 101.2(7) . . . . ? N3 Ir1 C9 C4 -178.9(7) . . . . ? N1 Ir1 C9 C4 3.6(6) . . . . ? N5 Ir1 C9 C4 -81.6(7) . . . . ? N6 Ir1 C9 C4 -50(3) . . . . ? N4 N3 C10 C11 -0.4(11) . . . . ? Ir1 N3 C10 C11 -169.2(7) . . . . ? N3 C10 C11 C12 -0.3(12) . . . . ? C10 C11 C12 N4 0.9(12) . . . . ? N3 N4 C12 C11 -1.2(11) . . . . ? C13 N4 C12 C11 176.0(9) . . . . ? N3 N4 C13 C14 -178.0(8) . . . . ? C12 N4 C13 C14 5.0(16) . . . . ? N3 N4 C13 C18 1.3(11) . . . . ? C12 N4 C13 C18 -175.8(10) . . . . ? N4 C13 C14 C15 177.4(9) . . . . ? C18 C13 C14 C15 -1.8(15) . . . . ? C13 C14 C15 C16 2.1(17) . . . . ? C14 C15 C16 C17 -1.6(17) . . . . ? C15 C16 C17 C18 0.7(16) . . . . ? C16 C17 C18 C13 -0.4(14) . . . . ? C16 C17 C18 Ir1 177.8(7) . . . . ? C14 C13 C18 C17 1.0(13) . . . . ? N4 C13 C18 C17 -178.3(8) . . . . ? C14 C13 C18 Ir1 -177.6(7) . . . . ? N4 C13 C18 Ir1 3.2(10) . . . . ? C9 Ir1 C18 C17 -89.2(9) . . . . ? N3 Ir1 C18 C17 177.3(9) . . . . ? N1 Ir1 C18 C17 -8.9(9) . . . . ? N5 Ir1 C18 C17 128(4) . . . . ? N6 Ir1 C18 C17 87.1(9) . . . . ? C9 Ir1 C18 C13 89.1(7) . . . . ? N3 Ir1 C18 C13 -4.5(6) . . . . ? N1 Ir1 C18 C13 169.4(6) . . . . ? N5 Ir1 C18 C13 -54(5) . . . . ? N6 Ir1 C18 C13 -94.7(7) . . . . ? C23 N6 C19 C20 1.5(13) . . . . ? Ir1 N6 C19 C20 -179.4(7) . . . . ? N6 C19 C20 C21 -3.1(14) . . . . ? C19 C20 C21 C22 3.8(14) . . . . ? C20 C21 C22 C23 -3.1(15) . . . . ? C21 C22 C23 N6 1.4(15) . . . . ? C21 C22 C23 C24 176.9(9) . . . . ? C19 N6 C23 C22 -0.6(13) . . . . ? Ir1 N6 C23 C22 -179.8(7) . . . . ? C19 N6 C23 C24 -176.6(7) . . . . ? Ir1 N6 C23 C24 4.2(9) . . . . ? C25 N5 C24 C23 169.8(8) . . . . ? Ir1 N5 C24 C23 1.6(11) . . . . ? C22 C23 C24 N5 -179.8(9) . . . . ? N6 C23 C24 N5 -3.8(12) . . . . ? C24 N5 C25 C26 -59.7(12) . . . . ? Ir1 N5 C25 C26 107.6(9) . . . . ? C24 N5 C25 C30 128.0(9) . . . . ? Ir1 N5 C25 C30 -64.7(10) . . . . ? C30 C25 C26 C27 -1.1(14) . . . . ? N5 C25 C26 C27 -173.4(8) . . . . ? C25 C26 C27 C28 2.0(15) . . . . ? C26 C27 C28 C29 -1.5(14) . . . . ? C26 C27 C28 C31 178.5(9) . . . . ? C27 C28 C29 C30 0.2(14) . . . . ? C31 C28 C29 C30 -179.8(9) . . . . ? C28 C29 C30 C25 0.6(15) . . . . ? C26 C25 C30 C29 -0.2(14) . . . . ? N5 C25 C30 C29 172.3(8) . . . . ? C27 C28 C31 O1 -175.7(9) . . . . ? C29 C28 C31 O1 4.3(14) . . . . ? C27 C28 C31 O2 1.0(13) . . . . ? C29 C28 C31 O2 -179.0(8) . . . . ? C9A Ir1A N1A C1A 176.5(10) . . . . ? N3A Ir1A N1A C1A -160(3) . . . . ? C18A Ir1A N1A C1A -95.3(10) . . . . ? N6A Ir1A N1A C1A 3.0(10) . . . . ? N5A Ir1A N1A C1A 80.3(10) . . . . ? C9A Ir1A N1A N2A 4.6(6) . . . . ? N3A Ir1A N1A N2A 28(3) . . . . ? C18A Ir1A N1A N2A 92.7(6) . . . . ? N6A Ir1A N1A N2A -169.0(6) . . . . ? N5A Ir1A N1A N2A -91.7(6) . . . . ? C1A N1A N2A C3A 1.7(11) . . . . ? Ir1A N1A N2A C3A 176.1(7) . . . . ? C1A N1A N2A C4A -176.6(8) . . . . ? Ir1A N1A N2A C4A -2.2(10) . . . . ? C9A Ir1A N3A C10A -92.9(9) . . . . ? C18A Ir1A N3A C10A 178.4(9) . . . . ? N1A Ir1A N3A C10A -116(3) . . . . ? N6A Ir1A N3A C10A 81.0(9) . . . . ? N5A Ir1A N3A C10A 3.1(9) . . . . ? C9A Ir1A N3A N4A 81.6(6) . . . . ? C18A Ir1A N3A N4A -7.1(6) . . . . ? N1A Ir1A N3A N4A 58(3) . . . . ? N6A Ir1A N3A N4A -104.5(6) . . . . ? N5A Ir1A N3A N4A 177.6(6) . . . . ? C10A N3A N4A C12A -1.2(9) . . . . ? Ir1A N3A N4A C12A -177.4(6) . . . . ? C10A N3A N4A C13A -176.0(7) . . . . ? Ir1A N3A N4A C13A 7.8(9) . . . . ? C9A Ir1A N5A C24A -171.6(6) . . . . ? N3A Ir1A N5A C24A 93.9(6) . . . . ? C18A Ir1A N5A C24A 40(4) . . . . ? N1A Ir1A N5A C24A -91.4(6) . . . . ? N6A Ir1A N5A C24A 0.9(6) . . . . ? C9A Ir1A N5A C25A -1.6(6) . . . . ? N3A Ir1A N5A C25A -96.2(6) . . . . ? C18A Ir1A N5A C25A -150(3) . . . . ? N1A Ir1A N5A C25A 78.6(6) . . . . ? N6A Ir1A N5A C25A 170.9(6) . . . . ? C9A Ir1A N6A C19A -127.0(18) . . . . ? N3A Ir1A N6A C19A 89.8(7) . . . . ? C18A Ir1A N6A C19A 9.7(7) . . . . ? N1A Ir1A N6A C19A -88.4(7) . . . . ? N5A Ir1A N6A C19A -174.0(7) . . . . ? C9A Ir1A N6A C23A 46(2) . . . . ? N3A Ir1A N6A C23A -97.4(6) . . . . ? C18A Ir1A N6A C23A -177.6(6) . . . . ? N1A Ir1A N6A C23A 84.3(6) . . . . ? N5A Ir1A N6A C23A -1.3(5) . . . . ? N2A N1A C1A C2A 0.0(11) . . . . ? Ir1A N1A C1A C2A -172.3(8) . . . . ? N1A C1A C2A C3A -1.6(13) . . . . ? N1A N2A C3A C2A -2.7(12) . . . . ? C4A N2A C3A C2A 175.3(10) . . . . ? C1A C2A C3A N2A 2.6(14) . . . . ? C3A N2A C4A C5A -2.6(18) . . . . ? N1A N2A C4A C5A 175.2(9) . . . . ? C3A N2A C4A C9A 179.4(11) . . . . ? N1A N2A C4A C9A -2.8(12) . . . . ? C9A C4A C5A C6A -2.6(17) . . . . ? N2A C4A C5A C6A 179.6(9) . . . . ? C4A C5A C6A C7A -1.5(17) . . . . ? C5A C6A C7A C8A 3.2(18) . . . . ? C6A C7A C8A C9A -0.9(17) . . . . ? C5A C4A C9A C8A 4.6(14) . . . . ? N2A C4A C9A C8A -177.5(8) . . . . ? C5A C4A C9A Ir1A -171.2(9) . . . . ? N2A C4A C9A Ir1A 6.8(10) . . . . ? C7A C8A C9A C4A -2.8(13) . . . . ? C7A C8A C9A Ir1A 172.1(8) . . . . ? N3A Ir1A C9A C4A 176.1(7) . . . . ? C18A Ir1A C9A C4A -104.2(7) . . . . ? N1A Ir1A C9A C4A -6.2(7) . . . . ? N6A Ir1A C9A C4A 33(2) . . . . ? N5A Ir1A C9A C4A 78.8(7) . . . . ? N3A Ir1A C9A C8A 1.5(9) . . . . ? C18A Ir1A C9A C8A 81.1(9) . . . . ? N1A Ir1A C9A C8A 179.1(9) . . . . ? N6A Ir1A C9A C8A -141.7(16) . . . . ? N5A Ir1A C9A C8A -95.9(9) . . . . ? N4A N3A C10A C11A 0.0(10) . . . . ? Ir1A N3A C10A C11A 174.7(6) . . . . ? N3A C10A C11A C12A 1.3(11) . . . . ? C10A C11A C12A N4A -2.1(11) . . . . ? N3A N4A C12A C11A 2.1(11) . . . . ? C13A N4A C12A C11A 175.3(10) . . . . ? C12A N4A C13A C18A -176.0(10) . . . . ? N3A N4A C13A C18A -3.3(11) . . . . ? C12A N4A C13A C14A 5.1(16) . . . . ? N3A N4A C13A C14A 177.9(8) . . . . ? C18A C13A C14A C15A 1.7(15) . . . . ? N4A C13A C14A C15A -179.6(9) . . . . ? C13A C14A C15A C16A 1.2(15) . . . . ? C14A C15A C16A C17A -1.5(16) . . . . ? C15A C16A C17A C18A -1.1(15) . . . . ? C14A C13A C18A C17A -4.1(14) . . . . ? N4A C13A C18A C17A 177.2(8) . . . . ? C14A C13A C18A Ir1A 175.9(7) . . . . ? N4A C13A C18A Ir1A -2.9(10) . . . . ? C16A C17A C18A C13A 3.6(13) . . . . ? C16A C17A C18A Ir1A -176.3(7) . . . . ? C9A Ir1A C18A C13A -88.6(7) . . . . ? N3A Ir1A C18A C13A 5.4(6) . . . . ? N1A Ir1A C18A C13A -169.1(7) . . . . ? N6A Ir1A C18A C13A 98.4(7) . . . . ? N5A Ir1A C18A C13A 60(4) . . . . ? C9A Ir1A C18A C17A 91.3(9) . . . . ? N3A Ir1A C18A C17A -174.6(9) . . . . ? N1A Ir1A C18A C17A 10.9(9) . . . . ? N6A Ir1A C18A C17A -81.6(9) . . . . ? N5A Ir1A C18A C17A -120(3) . . . . ? C23A N6A C19A C20A -1.5(12) . . . . ? Ir1A N6A C19A C20A 171.0(6) . . . . ? N6A C19A C20A C21A 1.8(13) . . . . ? C19A C20A C21A C22A -0.8(14) . . . . ? C20A C21A C22A C23A -0.3(14) . . . . ? C21A C22A C23A N6A 0.6(13) . . . . ? C21A C22A C23A C24A -173.5(8) . . . . ? C19A N6A C23A C22A 0.3(12) . . . . ? Ir1A N6A C23A C22A -173.2(7) . . . . ? C19A N6A C23A C24A 174.9(7) . . . . ? Ir1A N6A C23A C24A 1.4(9) . . . . ? C25A N5A C24A C23A -170.5(7) . . . . ? Ir1A N5A C24A C23A -0.5(10) . . . . ? C22A C23A C24A N5A 174.0(8) . . . . ? N6A C23A C24A N5A -0.7(11) . . . . ? C24A N5A C25A C26A 56.7(12) . . . . ? Ir1A N5A C25A C26A -112.5(8) . . . . ? C24A N5A C25A C30A -129.7(9) . . . . ? Ir1A N5A C25A C30A 61.0(9) . . . . ? C30A C25A C26A C27A -1.5(14) . . . . ? N5A C25A C26A C27A 172.0(8) . . . . ? C25A C26A C27A C28A 1.1(14) . . . . ? C26A C27A C28A C29A -1.3(14) . . . . ? C26A C27A C28A C31A -177.8(8) . . . . ? C27A C28A C29A C30A 1.9(14) . . . . ? C31A C28A C29A C30A 178.4(8) . . . . ? C28A C29A C30A C25A -2.2(14) . . . . ? C26A C25A C30A C29A 1.9(13) . . . . ? N5A C25A C30A C29A -171.6(8) . . . . ? C27A C28A C31A O1A 170.0(9) . . . . ? C29A C28A C31A O1A -6.5(14) . . . . ? C27A C28A C31A O2A -8.9(13) . . . . ? C29A C28A C31A O2A 174.7(9) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2B F2A 0.84 2.48 3.317(9) 174.1 1_656 O2A H2A F3 0.84 2.51 3.347(9) 174.7 1_655 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.838 _refine_diff_density_min -1.100 _refine_diff_density_rms 0.124 _database_code_depnum_ccdc_archive 'CCDC 922558' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_07016_8a #TrackingRef 'Shalini 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H26 Ir N6, F6 P, C H2 Cl2 ' _chemical_formula_sum 'C28 H28 Cl2 F6 Ir N6 P' _chemical_formula_weight 856.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) 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' _cell_length_a 13.521(3) _cell_length_b 26.046(6) _cell_length_c 8.728(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3073.9(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 933 _cell_measurement_theta_min 2.886 _cell_measurement_theta_max 26.826 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.851 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1672 _exptl_absorpt_coefficient_mu 4.637 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.473 _exptl_absorpt_correction_T_max 0.720 _exptl_absorpt_process_details ; absorption correction based on 15845 reflections(SADABS);Rint 0.0808 before correction and 0.0567 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23204 _diffrn_reflns_av_R_equivalents 0.0470 _diffrn_reflns_av_sigmaI/netI 0.0420 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6016 _reflns_number_gt 5342 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0348P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.021(7) _refine_ls_number_reflns 6016 _refine_ls_number_parameters 399 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0351 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0671 _refine_ls_wR_factor_gt 0.0653 _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 Ir1 Ir 0.268453(12) 0.633089(6) 0.25232(5) 0.02080(6) Uani 1 1 d . . . N1 N 0.3755(3) 0.58709(17) 0.1651(5) 0.0232(10) Uani 1 1 d . . . N2 N 0.4551(3) 0.58041(15) 0.2571(9) 0.0319(9) Uani 1 1 d . . . N3 N 0.1776(3) 0.68668(16) 0.3469(5) 0.0219(10) Uani 1 1 d . . . N4 N 0.2117(4) 0.73592(19) 0.3342(6) 0.0294(12) Uani 1 1 d . . . N5 N 0.1717(3) 0.56750(16) 0.2810(5) 0.0230(12) Uani 1 1 d . . . N6 N 0.1763(3) 0.63442(17) 0.0540(5) 0.0229(10) Uani 1 1 d . . . C1 C 0.3961(5) 0.5643(2) 0.0345(7) 0.0361(15) Uani 1 1 d . . . H1 H 0.3527 0.5623 -0.0510 0.043 Uiso 1 1 calc R . . C2 C 0.4900(5) 0.5435(2) 0.0401(8) 0.0422(17) Uani 1 1 d . . . H2 H 0.5234 0.5256 -0.0394 0.051 Uiso 1 1 calc R . . C3 C 0.5252(5) 0.5541(3) 0.1844(8) 0.0423(17) Uani 1 1 d . . . H3 H 0.5878 0.5445 0.2246 0.051 Uiso 1 1 calc R . . C4 C 0.4476(4) 0.6022(2) 0.4074(7) 0.0283(13) Uani 1 1 d . . . C5 C 0.5216(5) 0.5947(3) 0.5157(7) 0.0393(16) Uani 1 1 d . . . H5 H 0.5784 0.5746 0.4936 0.047 Uiso 1 1 calc R . . C6 C 0.5091(6) 0.6180(3) 0.6573(8) 0.052(2) Uani 1 1 d . . . H6 H 0.5591 0.6148 0.7333 0.062 Uiso 1 1 calc R . . C7 C 0.4244(5) 0.6457(3) 0.6887(8) 0.0450(18) Uani 1 1 d . . . H7 H 0.4164 0.6614 0.7863 0.054 Uiso 1 1 calc R . . C8 C 0.3519(5) 0.6508(2) 0.5803(7) 0.0334(15) Uani 1 1 d . . . H8 H 0.2940 0.6698 0.6041 0.040 Uiso 1 1 calc R . . C9 C 0.3613(4) 0.6285(2) 0.4344(7) 0.0252(13) Uani 1 1 d . . . C10 C 0.0928(4) 0.6898(2) 0.4202(6) 0.0305(14) Uani 1 1 d . . . H10 H 0.0515 0.6614 0.4446 0.037 Uiso 1 1 calc R . . C11 C 0.0723(5) 0.7409(2) 0.4567(7) 0.0388(16) Uani 1 1 d . . . H11 H 0.0165 0.7535 0.5110 0.047 Uiso 1 1 calc R . . C12 C 0.1473(5) 0.7685(2) 0.3996(7) 0.0375(16) Uani 1 1 d . . . H12 H 0.1538 0.8048 0.4045 0.045 Uiso 1 1 calc R . . C13 C 0.3016(4) 0.74276(18) 0.2539(11) 0.0297(10) Uani 1 1 d . . . C14 C 0.3416(5) 0.7907(2) 0.2268(7) 0.0341(16) Uani 1 1 d . . . H14 H 0.3095 0.8208 0.2634 0.041 Uiso 1 1 calc R . . C15 C 0.4284(6) 0.7942(3) 0.1460(7) 0.0456(19) Uani 1 1 d . . . H15 H 0.4580 0.8267 0.1279 0.055 Uiso 1 1 calc R . . C16 C 0.4722(5) 0.7502(3) 0.0915(8) 0.0467(19) Uani 1 1 d . . . H16 H 0.5314 0.7529 0.0336 0.056 Uiso 1 1 calc R . . C17 C 0.4325(5) 0.7024(2) 0.1185(7) 0.0332(15) Uani 1 1 d . . . H17 H 0.4652 0.6728 0.0799 0.040 Uiso 1 1 calc R . . C18 C 0.3458(4) 0.6968(2) 0.2011(6) 0.0267(13) Uani 1 1 d . . . C19 C 0.1801(4) 0.6703(2) -0.0564(6) 0.0293(13) Uani 1 1 d . . . H19 H 0.2295 0.6962 -0.0521 0.035 Uiso 1 1 calc R . . C20 C 0.1132(4) 0.6702(2) -0.1761(6) 0.0322(14) Uani 1 1 d . . . H20 H 0.1168 0.6959 -0.2529 0.039 Uiso 1 1 calc R . . C21 C 0.0419(5) 0.6331(2) -0.1843(7) 0.0365(15) Uani 1 1 d . . . H21 H -0.0044 0.6328 -0.2662 0.044 Uiso 1 1 calc R . . C22 C 0.0386(4) 0.5962(2) -0.0716(7) 0.0322(14) Uani 1 1 d . . . H22 H -0.0095 0.5696 -0.0752 0.039 Uiso 1 1 calc R . . C23 C 0.1070(4) 0.5983(2) 0.0478(6) 0.0275(13) Uani 1 1 d . . . C24 C 0.1089(5) 0.5620(2) 0.1730(7) 0.0278(13) Uani 1 1 d . . . H24 H 0.0636 0.5341 0.1749 0.033 Uiso 1 1 calc R . . C25 C 0.1718(4) 0.5278(2) 0.4052(7) 0.0284(13) Uani 1 1 d . . . H25 H 0.1192 0.5020 0.3819 0.034 Uiso 1 1 calc R . . C26 C 0.1474(5) 0.5532(2) 0.5573(7) 0.0351(15) Uani 1 1 d . . . H26A H 0.1991 0.5781 0.5831 0.053 Uiso 1 1 calc R . . H26B H 0.1436 0.5270 0.6376 0.053 Uiso 1 1 calc R . . H26C H 0.0836 0.5709 0.5492 0.053 Uiso 1 1 calc R . . C27 C 0.2703(4) 0.5007(2) 0.4091(8) 0.0345(15) Uani 1 1 d . . . H27A H 0.2856 0.4873 0.3070 0.052 Uiso 1 1 calc R . . H27B H 0.2674 0.4722 0.4825 0.052 Uiso 1 1 calc R . . H27C H 0.3219 0.5249 0.4405 0.052 Uiso 1 1 calc R . . P1 P 0.33446(12) 0.93516(6) 0.4236(2) 0.0383(4) Uani 1 1 d . . . F1 F 0.4146(3) 0.89261(16) 0.4356(7) 0.0851(17) Uani 1 1 d . . . F2 F 0.3379(8) 0.9427(2) 0.5985(7) 0.162(4) Uani 1 1 d . . . F3 F 0.4147(3) 0.97886(14) 0.4048(5) 0.0554(11) Uani 1 1 d . . . F4 F 0.2545(4) 0.9769(2) 0.4140(15) 0.162(4) Uani 1 1 d . . . F5 F 0.3340(5) 0.92688(18) 0.2469(9) 0.127(2) Uani 1 1 d . . . F6 F 0.2548(3) 0.8914(2) 0.4423(10) 0.102(2) Uani 1 1 d . . . C28 C 0.2749(7) 0.8347(4) 0.8200(14) 0.097(4) Uani 1 1 d . . . H28A H 0.3289 0.8494 0.8827 0.116 Uiso 1 1 calc R . . H28B H 0.2563 0.8607 0.7425 0.116 Uiso 1 1 calc R . . Cl1 Cl 0.32009(19) 0.78040(8) 0.7247(4) 0.0836(8) Uani 1 1 d . . . Cl2 Cl 0.1756(2) 0.82401(15) 0.9357(4) 0.1335(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 Ir1 0.02200(10) 0.02025(9) 0.02015(9) -0.00087(19) 0.0002(2) -0.00154(7) N1 0.021(3) 0.021(2) 0.027(3) -0.006(2) -0.001(2) 0.0002(19) N2 0.023(2) 0.030(2) 0.043(3) 0.003(4) -0.003(4) 0.0015(17) N3 0.029(3) 0.015(2) 0.021(2) -0.0042(19) -0.0012(19) 0.0026(19) N4 0.035(3) 0.025(3) 0.028(3) -0.005(2) -0.007(2) 0.002(2) N5 0.024(2) 0.019(2) 0.026(4) -0.0009(19) 0.002(2) 0.0015(17) N6 0.021(3) 0.028(3) 0.020(2) -0.005(2) -0.0022(18) 0.005(2) C1 0.036(4) 0.035(4) 0.038(4) -0.006(3) 0.002(3) -0.004(3) C2 0.038(4) 0.035(4) 0.054(4) -0.014(3) 0.010(3) 0.005(3) C3 0.028(4) 0.047(4) 0.052(4) 0.001(3) 0.001(3) 0.012(3) C4 0.024(3) 0.029(3) 0.032(3) 0.005(3) -0.005(3) -0.005(3) C5 0.024(3) 0.041(4) 0.052(4) 0.004(3) -0.009(3) 0.004(3) C6 0.044(5) 0.070(5) 0.041(4) -0.001(4) -0.024(3) -0.005(4) C7 0.054(5) 0.049(4) 0.032(3) -0.008(3) -0.010(3) -0.010(4) C8 0.039(4) 0.030(3) 0.031(3) 0.003(3) -0.002(3) -0.008(3) C9 0.024(3) 0.024(3) 0.027(3) 0.005(3) -0.006(2) -0.007(2) C10 0.033(3) 0.037(3) 0.021(3) 0.005(3) -0.004(3) 0.004(3) C11 0.036(4) 0.045(4) 0.035(4) -0.004(3) -0.003(3) 0.018(3) C12 0.055(4) 0.028(3) 0.030(3) -0.003(3) -0.011(3) 0.013(3) C13 0.040(3) 0.027(2) 0.022(2) -0.006(5) -0.006(5) -0.006(2) C14 0.052(4) 0.025(3) 0.026(4) 0.002(3) -0.009(3) -0.011(2) C15 0.063(5) 0.040(4) 0.033(4) 0.013(3) -0.010(3) -0.029(4) C16 0.050(5) 0.057(5) 0.033(4) 0.006(4) -0.003(3) -0.022(4) C17 0.036(4) 0.039(4) 0.025(3) -0.001(3) -0.003(3) -0.013(3) C18 0.035(3) 0.022(3) 0.023(3) 0.004(2) -0.007(2) -0.008(2) C19 0.034(4) 0.029(3) 0.025(3) -0.001(3) 0.006(3) 0.004(3) C20 0.037(4) 0.039(4) 0.020(3) 0.001(3) 0.001(3) 0.008(3) C21 0.039(4) 0.044(4) 0.027(3) -0.009(3) -0.006(3) 0.016(3) C22 0.026(3) 0.033(3) 0.038(4) -0.009(3) -0.005(3) 0.001(3) C23 0.030(3) 0.023(3) 0.030(3) -0.009(3) 0.001(2) 0.005(3) C24 0.027(3) 0.019(3) 0.037(3) -0.004(3) -0.002(3) 0.003(2) C25 0.026(3) 0.026(3) 0.033(3) 0.006(3) -0.001(2) -0.003(2) C26 0.037(4) 0.035(4) 0.034(4) 0.007(3) -0.003(3) 0.005(3) C27 0.031(3) 0.024(3) 0.049(4) 0.009(3) -0.002(3) 0.003(3) P1 0.0306(9) 0.0236(8) 0.0606(11) -0.0018(8) 0.0058(8) 0.0004(7) F1 0.058(3) 0.038(3) 0.160(5) -0.019(3) -0.034(3) 0.011(2) F2 0.368(12) 0.059(4) 0.059(3) -0.020(3) 0.080(5) -0.071(5) F3 0.060(3) 0.039(2) 0.067(3) -0.005(2) 0.006(2) -0.016(2) F4 0.049(3) 0.043(3) 0.395(14) -0.004(6) 0.008(5) 0.019(3) F5 0.242(7) 0.079(3) 0.060(3) -0.004(4) -0.027(8) -0.062(4) F6 0.053(3) 0.043(3) 0.209(7) -0.015(4) 0.040(4) -0.015(2) C28 0.073(7) 0.077(7) 0.140(12) 0.035(7) 0.030(6) -0.004(5) Cl1 0.0954(16) 0.0668(13) 0.089(2) 0.0027(14) -0.0227(16) -0.0136(11) Cl2 0.0684(18) 0.199(4) 0.133(3) 0.093(3) 0.0016(18) 0.029(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C18 2.010(5) . ? Ir1 N1 2.028(5) . ? Ir1 C9 2.029(6) . ? Ir1 N3 2.034(4) . ? Ir1 N6 2.133(4) . ? Ir1 N5 2.166(4) . ? N1 C1 1.315(7) . ? N1 N2 1.354(7) . ? N2 C3 1.330(8) . ? N2 C4 1.433(9) . ? N3 C10 1.316(7) . ? N3 N4 1.367(6) . ? N4 C12 1.343(7) . ? N4 C13 1.415(8) . ? N5 C24 1.277(7) . ? N5 C25 1.497(7) . ? N6 C23 1.330(7) . ? N6 C19 1.343(7) . ? C1 C2 1.381(8) . ? C1 H1 0.9500 . ? C2 C3 1.374(9) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 C9 1.373(8) . ? C4 C5 1.391(8) . ? C5 C6 1.386(9) . ? C5 H5 0.9500 . ? C6 C7 1.382(10) . ? C6 H6 0.9500 . ? C7 C8 1.369(9) . ? C7 H7 0.9500 . ? C8 C9 1.405(8) . ? C8 H8 0.9500 . ? C10 C11 1.395(8) . ? C10 H10 0.9500 . ? C11 C12 1.340(9) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.382(7) . ? C13 C18 1.416(8) . ? C14 C15 1.372(9) . ? C14 H14 0.9500 . ? C15 C16 1.374(10) . ? C15 H15 0.9500 . ? C16 C17 1.376(8) . ? C16 H16 0.9500 . ? C17 C18 1.385(8) . ? C17 H17 0.9500 . ? C19 C20 1.382(8) . ? C19 H19 0.9500 . ? C20 C21 1.366(9) . ? C20 H20 0.9500 . ? C21 C22 1.376(8) . ? C21 H21 0.9500 . ? C22 C23 1.394(8) . ? C22 H22 0.9500 . ? C23 C24 1.444(8) . ? C24 H24 0.9500 . ? C25 C27 1.508(8) . ? C25 C26 1.519(8) . ? C25 H25 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? P1 F4 1.536(5) . ? P1 F2 1.539(6) . ? P1 F1 1.553(4) . ? P1 F5 1.558(8) . ? P1 F6 1.577(5) . ? P1 F3 1.581(4) . ? C28 Cl2 1.703(9) . ? C28 Cl1 1.751(12) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C18 Ir1 N1 91.9(2) . . ? C18 Ir1 C9 84.3(2) . . ? N1 Ir1 C9 79.5(2) . . ? C18 Ir1 N3 80.7(2) . . ? N1 Ir1 N3 171.45(18) . . ? C9 Ir1 N3 95.5(2) . . ? C18 Ir1 N6 96.31(19) . . ? N1 Ir1 N6 97.00(17) . . ? C9 Ir1 N6 176.5(2) . . ? N3 Ir1 N6 88.03(17) . . ? C18 Ir1 N5 171.95(19) . . ? N1 Ir1 N5 90.50(18) . . ? C9 Ir1 N5 103.67(19) . . ? N3 Ir1 N5 97.45(17) . . ? N6 Ir1 N5 75.76(17) . . ? C1 N1 N2 106.8(5) . . ? C1 N1 Ir1 138.0(4) . . ? N2 N1 Ir1 114.9(4) . . ? C3 N2 N1 110.4(7) . . ? C3 N2 C4 133.7(6) . . ? N1 N2 C4 115.8(4) . . ? C10 N3 N4 106.0(5) . . ? C10 N3 Ir1 140.0(4) . . ? N4 N3 Ir1 114.1(3) . . ? C12 N4 N3 109.9(5) . . ? C12 N4 C13 133.5(5) . . ? N3 N4 C13 116.6(4) . . ? C24 N5 C25 117.2(5) . . ? C24 N5 Ir1 113.8(4) . . ? C25 N5 Ir1 128.9(4) . . ? C23 N6 C19 119.3(5) . . ? C23 N6 Ir1 115.7(4) . . ? C19 N6 Ir1 124.8(4) . . ? N1 C1 C2 109.9(6) . . ? N1 C1 H1 125.0 . . ? C2 C1 H1 125.0 . . ? C3 C2 C1 105.8(6) . . ? C3 C2 H2 127.1 . . ? C1 C2 H2 127.1 . . ? N2 C3 C2 107.1(6) . . ? N2 C3 H3 126.5 . . ? C2 C3 H3 126.5 . . ? C9 C4 C5 124.4(6) . . ? C9 C4 N2 114.5(5) . . ? C5 C4 N2 121.0(5) . . ? C6 C5 C4 117.2(6) . . ? C6 C5 H5 121.4 . . ? C4 C5 H5 121.4 . . ? C7 C6 C5 120.4(6) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C8 C7 C6 120.4(6) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C7 C8 C9 121.5(6) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C4 C9 C8 116.0(5) . . ? C4 C9 Ir1 114.9(4) . . ? C8 C9 Ir1 129.0(5) . . ? N3 C10 C11 110.1(6) . . ? N3 C10 H10 125.0 . . ? C11 C10 H10 125.0 . . ? C12 C11 C10 106.1(6) . . ? C12 C11 H11 127.0 . . ? C10 C11 H11 127.0 . . ? C11 C12 N4 108.0(6) . . ? C11 C12 H12 126.0 . . ? N4 C12 H12 126.0 . . ? C14 C13 N4 122.3(5) . . ? C14 C13 C18 123.0(6) . . ? N4 C13 C18 114.6(5) . . ? C15 C14 C13 118.7(6) . . ? C15 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? C14 C15 C16 119.5(6) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C15 C16 C17 121.8(7) . . ? C15 C16 H16 119.1 . . ? C17 C16 H16 119.1 . . ? C16 C17 C18 121.0(6) . . ? C16 C17 H17 119.5 . . ? C18 C17 H17 119.5 . . ? C17 C18 C13 115.9(5) . . ? C17 C18 Ir1 130.0(5) . . ? C13 C18 Ir1 114.0(4) . . ? N6 C19 C20 121.1(6) . . ? N6 C19 H19 119.5 . . ? C20 C19 H19 119.5 . . ? C21 C20 C19 120.2(6) . . ? C21 C20 H20 119.9 . . ? C19 C20 H20 119.9 . . ? C20 C21 C22 118.6(6) . . ? C20 C21 H21 120.7 . . ? C22 C21 H21 120.7 . . ? C21 C22 C23 119.1(6) . . ? C21 C22 H22 120.5 . . ? C23 C22 H22 120.5 . . ? N6 C23 C22 121.7(5) . . ? N6 C23 C24 114.8(5) . . ? C22 C23 C24 123.5(6) . . ? N5 C24 C23 119.8(5) . . ? N5 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? N5 C25 C27 109.9(5) . . ? N5 C25 C26 109.4(4) . . ? C27 C25 C26 112.1(5) . . ? N5 C25 H25 108.5 . . ? C27 C25 H25 108.5 . . ? C26 C25 H25 108.5 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? F4 P1 F2 89.2(6) . . ? F4 P1 F1 179.1(5) . . ? F2 P1 F1 90.2(4) . . ? F4 P1 F5 92.4(6) . . ? F2 P1 F5 178.4(5) . . ? F1 P1 F5 88.3(3) . . ? F4 P1 F6 92.1(3) . . ? F2 P1 F6 90.6(4) . . ? F1 P1 F6 87.3(3) . . ? F5 P1 F6 90.0(4) . . ? F4 P1 F3 88.2(3) . . ? F2 P1 F3 89.5(3) . . ? F1 P1 F3 92.4(2) . . ? F5 P1 F3 90.0(3) . . ? F6 P1 F3 179.7(3) . . ? Cl2 C28 Cl1 115.1(6) . . ? Cl2 C28 H28A 108.5 . . ? Cl1 C28 H28A 108.5 . . ? Cl2 C28 H28B 108.5 . . ? Cl1 C28 H28B 108.5 . . ? H28A C28 H28B 107.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C18 Ir1 N1 C1 -94.0(6) . . . . ? C9 Ir1 N1 C1 -177.8(6) . . . . ? N6 Ir1 N1 C1 2.6(6) . . . . ? N5 Ir1 N1 C1 78.3(6) . . . . ? C18 Ir1 N1 N2 78.0(4) . . . . ? C9 Ir1 N1 N2 -5.9(4) . . . . ? N6 Ir1 N1 N2 174.6(4) . . . . ? N5 Ir1 N1 N2 -109.7(4) . . . . ? C1 N1 N2 C3 0.7(6) . . . . ? Ir1 N1 N2 C3 -173.7(4) . . . . ? C1 N1 N2 C4 -179.5(5) . . . . ? Ir1 N1 N2 C4 6.2(6) . . . . ? C18 Ir1 N3 C10 178.7(6) . . . . ? C9 Ir1 N3 C10 -98.0(6) . . . . ? N6 Ir1 N3 C10 82.0(6) . . . . ? N5 Ir1 N3 C10 6.6(6) . . . . ? C18 Ir1 N3 N4 -1.4(4) . . . . ? C9 Ir1 N3 N4 81.9(4) . . . . ? N6 Ir1 N3 N4 -98.2(4) . . . . ? N5 Ir1 N3 N4 -173.5(3) . . . . ? C10 N3 N4 C12 -0.1(6) . . . . ? Ir1 N3 N4 C12 -180.0(4) . . . . ? C10 N3 N4 C13 -177.9(6) . . . . ? Ir1 N3 N4 C13 2.2(7) . . . . ? N1 Ir1 N5 C24 -98.0(4) . . . . ? C9 Ir1 N5 C24 -177.3(4) . . . . ? N3 Ir1 N5 C24 85.1(4) . . . . ? N6 Ir1 N5 C24 -0.9(4) . . . . ? N1 Ir1 N5 C25 79.5(4) . . . . ? C9 Ir1 N5 C25 0.2(5) . . . . ? N3 Ir1 N5 C25 -97.3(4) . . . . ? N6 Ir1 N5 C25 176.6(5) . . . . ? C18 Ir1 N6 C23 -176.3(4) . . . . ? N1 Ir1 N6 C23 91.1(4) . . . . ? N3 Ir1 N6 C23 -95.9(4) . . . . ? N5 Ir1 N6 C23 2.3(4) . . . . ? C18 Ir1 N6 C19 -0.5(5) . . . . ? N1 Ir1 N6 C19 -93.2(4) . . . . ? N3 Ir1 N6 C19 79.9(4) . . . . ? N5 Ir1 N6 C19 178.1(5) . . . . ? N2 N1 C1 C2 -1.2(7) . . . . ? Ir1 N1 C1 C2 171.2(5) . . . . ? N1 C1 C2 C3 1.3(8) . . . . ? N1 N2 C3 C2 0.1(7) . . . . ? C4 N2 C3 C2 -179.7(6) . . . . ? C1 C2 C3 N2 -0.8(8) . . . . ? C3 N2 C4 C9 177.7(6) . . . . ? N1 N2 C4 C9 -2.1(7) . . . . ? C3 N2 C4 C5 -4.8(10) . . . . ? N1 N2 C4 C5 175.4(5) . . . . ? C9 C4 C5 C6 -3.8(10) . . . . ? N2 C4 C5 C6 178.9(6) . . . . ? C4 C5 C6 C7 2.2(11) . . . . ? C5 C6 C7 C8 -0.2(11) . . . . ? C6 C7 C8 C9 -0.4(10) . . . . ? C5 C4 C9 C8 3.2(9) . . . . ? N2 C4 C9 C8 -179.4(5) . . . . ? C5 C4 C9 Ir1 179.7(5) . . . . ? N2 C4 C9 Ir1 -2.9(6) . . . . ? C7 C8 C9 C4 -1.0(9) . . . . ? C7 C8 C9 Ir1 -176.9(5) . . . . ? C18 Ir1 C9 C4 -88.2(4) . . . . ? N1 Ir1 C9 C4 4.7(4) . . . . ? N3 Ir1 C9 C4 -168.3(4) . . . . ? N5 Ir1 C9 C4 92.7(4) . . . . ? C18 Ir1 C9 C8 87.7(5) . . . . ? N1 Ir1 C9 C8 -179.3(5) . . . . ? N3 Ir1 C9 C8 7.7(5) . . . . ? N5 Ir1 C9 C8 -91.4(5) . . . . ? N4 N3 C10 C11 -0.7(6) . . . . ? Ir1 N3 C10 C11 179.1(4) . . . . ? N3 C10 C11 C12 1.2(7) . . . . ? C10 C11 C12 N4 -1.2(7) . . . . ? N3 N4 C12 C11 0.9(7) . . . . ? C13 N4 C12 C11 178.2(7) . . . . ? C12 N4 C13 C14 -0.4(12) . . . . ? N3 N4 C13 C14 176.9(6) . . . . ? C12 N4 C13 C18 -179.0(6) . . . . ? N3 N4 C13 C18 -1.7(9) . . . . ? N4 C13 C14 C15 -179.0(6) . . . . ? C18 C13 C14 C15 -0.5(11) . . . . ? C13 C14 C15 C16 1.4(10) . . . . ? C14 C15 C16 C17 -1.5(10) . . . . ? C15 C16 C17 C18 0.6(10) . . . . ? C16 C17 C18 C13 0.3(9) . . . . ? C16 C17 C18 Ir1 177.7(5) . . . . ? C14 C13 C18 C17 -0.3(10) . . . . ? N4 C13 C18 C17 178.3(6) . . . . ? C14 C13 C18 Ir1 -178.1(6) . . . . ? N4 C13 C18 Ir1 0.5(8) . . . . ? N1 Ir1 C18 C17 7.3(5) . . . . ? C9 Ir1 C18 C17 86.5(6) . . . . ? N3 Ir1 C18 C17 -176.9(6) . . . . ? N6 Ir1 C18 C17 -90.0(5) . . . . ? N1 Ir1 C18 C13 -175.3(5) . . . . ? C9 Ir1 C18 C13 -96.0(5) . . . . ? N3 Ir1 C18 C13 0.5(5) . . . . ? N6 Ir1 C18 C13 87.5(5) . . . . ? C23 N6 C19 C20 0.0(8) . . . . ? Ir1 N6 C19 C20 -175.7(4) . . . . ? N6 C19 C20 C21 -0.3(9) . . . . ? C19 C20 C21 C22 -0.1(9) . . . . ? C20 C21 C22 C23 0.9(9) . . . . ? C19 N6 C23 C22 0.8(8) . . . . ? Ir1 N6 C23 C22 176.9(4) . . . . ? C19 N6 C23 C24 -179.3(5) . . . . ? Ir1 N6 C23 C24 -3.3(6) . . . . ? C21 C22 C23 N6 -1.3(9) . . . . ? C21 C22 C23 C24 178.9(5) . . . . ? C25 N5 C24 C23 -178.4(5) . . . . ? Ir1 N5 C24 C23 -0.6(6) . . . . ? N6 C23 C24 N5 2.6(8) . . . . ? C22 C23 C24 N5 -177.6(5) . . . . ? C24 N5 C25 C27 118.2(6) . . . . ? Ir1 N5 C25 C27 -59.2(6) . . . . ? C24 N5 C25 C26 -118.3(5) . . . . ? Ir1 N5 C25 C26 64.2(6) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.075 _refine_diff_density_min -0.570 _refine_diff_density_rms 0.103 _database_code_depnum_ccdc_archive 'CCDC 922559' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_08006_9a #TrackingRef 'Shalini 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H26 Ir N6 O2, F6 P, 2(C H2 Cl2) ' _chemical_formula_sum 'C30 H30 Cl4 F6 Ir N6 O2 P' _chemical_formula_weight 985.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c 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 14.172(3) _cell_length_b 15.658(3) _cell_length_c 16.259(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.643(4) _cell_angle_gamma 90.00 _cell_volume 3575.9(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 901 _cell_measurement_theta_min 2.215 _cell_measurement_theta_max 23.314 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.831 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1928 _exptl_absorpt_coefficient_mu 4.147 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.581 _exptl_absorpt_correction_T_max 0.802 _exptl_absorpt_process_details ; absorption correction based on 8228 reflections(SADABS);Rint 0.0668 before correction and 0.0436 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex 2000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27403 _diffrn_reflns_av_R_equivalents 0.0857 _diffrn_reflns_av_sigmaI/netI 0.0951 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7022 _reflns_number_gt 4703 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0692P)^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 7022 _refine_ls_number_parameters 479 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1099 _refine_ls_R_factor_gt 0.0647 _refine_ls_wR_factor_ref 0.1489 _refine_ls_wR_factor_gt 0.1341 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.73605(3) 0.37804(3) 0.62187(2) 0.03448(14) Uani 1 1 d . . . O1 O 0.5807(6) 0.5608(5) 0.7784(4) 0.055(2) Uani 1 1 d . . . O2 O 0.5164(7) 0.5319(7) 0.6484(5) 0.084(3) Uani 1 1 d . . . N1 N 0.5988(6) 0.3424(5) 0.6005(4) 0.0357(19) Uani 1 1 d . . . N2 N 0.5577(6) 0.3207(5) 0.6703(5) 0.038(2) Uani 1 1 d . . . N3 N 0.8773(6) 0.3997(6) 0.6551(5) 0.043(2) Uani 1 1 d . . . N4 N 0.9301(6) 0.3283(6) 0.6668(5) 0.046(2) Uani 1 1 d . . . N5 N 0.7014(6) 0.5080(5) 0.6095(5) 0.042(2) Uani 1 1 d . . . N6 N 0.7456(6) 0.4038(5) 0.4928(5) 0.038(2) Uani 1 1 d . . . C1 C 0.5338(7) 0.3231(7) 0.5370(6) 0.043(3) Uani 1 1 d . . . H1 H 0.5416 0.3303 0.4803 0.052 Uiso 1 1 calc R . . C2 C 0.4514(8) 0.2901(7) 0.5656(7) 0.049(3) Uani 1 1 d . . . H2 H 0.3948 0.2712 0.5328 0.059 Uiso 1 1 calc R . . C3 C 0.4698(7) 0.2911(7) 0.6497(6) 0.046(3) Uani 1 1 d . . . H3 H 0.4274 0.2737 0.6872 0.055 Uiso 1 1 calc R . . C4 C 0.6169(7) 0.3363(6) 0.7474(5) 0.036(2) Uani 1 1 d . . . C5 C 0.5820(7) 0.3254(6) 0.8235(6) 0.042(3) Uani 1 1 d . . . H5 H 0.5186 0.3067 0.8257 0.050 Uiso 1 1 calc R . . C6 C 0.6424(8) 0.3424(7) 0.8944(6) 0.043(3) Uani 1 1 d . . . H6 H 0.6207 0.3360 0.9468 0.052 Uiso 1 1 calc R . . C7 C 0.7329(8) 0.3685(7) 0.8907(6) 0.048(3) Uani 1 1 d . . . H7 H 0.7738 0.3792 0.9408 0.057 Uiso 1 1 calc R . . C8 C 0.7674(8) 0.3800(7) 0.8147(6) 0.047(3) Uani 1 1 d . . . H8 H 0.8308 0.3992 0.8139 0.056 Uiso 1 1 calc R . . C9 C 0.7096(7) 0.3637(6) 0.7403(6) 0.037(2) Uani 1 1 d . . . C10 C 0.9353(8) 0.4651(8) 0.6749(6) 0.055(3) Uani 1 1 d . . . H10 H 0.9175 0.5237 0.6722 0.066 Uiso 1 1 calc R . . C11 C 1.0247(9) 0.4346(10) 0.6999(7) 0.072(4) Uani 1 1 d . . . H11 H 1.0797 0.4680 0.7177 0.086 Uiso 1 1 calc R . . C12 C 1.0213(9) 0.3480(9) 0.6947(8) 0.066(4) Uani 1 1 d . . . H12 H 1.0727 0.3093 0.7081 0.079 Uiso 1 1 calc R . . C13 C 0.8816(8) 0.2490(7) 0.6497(6) 0.045(3) Uani 1 1 d . . . C14 C 0.9323(9) 0.1719(8) 0.6549(7) 0.059(3) Uani 1 1 d . . . H14 H 0.9995 0.1703 0.6691 0.071 Uiso 1 1 calc R . . C15 C 0.8803(11) 0.0999(8) 0.6386(7) 0.066(4) Uani 1 1 d . . . H15 H 0.9128 0.0467 0.6424 0.079 Uiso 1 1 calc R . . C16 C 0.7843(11) 0.0992(7) 0.6173(7) 0.057(3) Uani 1 1 d . . . H16 H 0.7502 0.0475 0.6052 0.068 Uiso 1 1 calc R . . C17 C 0.7372(8) 0.1800(7) 0.6138(5) 0.043(3) Uani 1 1 d . . . H17 H 0.6698 0.1815 0.6012 0.052 Uiso 1 1 calc R . . C18 C 0.7860(6) 0.2559(6) 0.6280(5) 0.034(2) Uani 1 1 d . . . C19 C 0.7669(7) 0.3480(6) 0.4358(5) 0.037(2) Uani 1 1 d . . . H19 H 0.7844 0.2912 0.4516 0.045 Uiso 1 1 calc R . . C20 C 0.7635(8) 0.3728(8) 0.3543(6) 0.054(3) Uani 1 1 d . . . H20 H 0.7764 0.3322 0.3138 0.065 Uiso 1 1 calc R . . C21 C 0.7420(8) 0.4551(8) 0.3307(6) 0.048(3) Uani 1 1 d . . . H21 H 0.7421 0.4720 0.2746 0.058 Uiso 1 1 calc R . . C22 C 0.7203(8) 0.5129(7) 0.3884(6) 0.047(3) Uani 1 1 d . . . H22 H 0.7037 0.5701 0.3732 0.057 Uiso 1 1 calc R . . C23 C 0.7233(7) 0.4850(7) 0.4702(6) 0.044(3) Uani 1 1 d . . . C24 C 0.7033(8) 0.5412(7) 0.5366(6) 0.050(3) Uani 1 1 d . . . H24 H 0.6919 0.6004 0.5271 0.060 Uiso 1 1 calc R . . C25 C 0.6859(9) 0.5648(8) 0.6808(7) 0.068(4) Uani 1 1 d . . . H25A H 0.6942 0.6254 0.6662 0.081 Uiso 1 1 calc R . . H25B H 0.7318 0.5508 0.7303 0.081 Uiso 1 1 calc R . . C26 C 0.5850(10) 0.5485(7) 0.6976(7) 0.057(3) Uani 1 1 d . . . C27 C 0.4857(8) 0.5504(8) 0.8057(7) 0.061(3) Uani 1 1 d . . . H27A H 0.4559 0.4960 0.7849 0.073 Uiso 1 1 calc R . . H27B H 0.4432 0.5982 0.7855 0.073 Uiso 1 1 calc R . . C28 C 0.5045(8) 0.5503(7) 0.8984(6) 0.056(3) Uani 1 1 d . . . H28A H 0.5467 0.5026 0.9171 0.084 Uiso 1 1 calc R . . H28B H 0.4443 0.5441 0.9211 0.084 Uiso 1 1 calc R . . H28C H 0.5350 0.6042 0.9176 0.084 Uiso 1 1 calc R . . P1 P 0.7195(3) 0.8237(2) 0.6525(2) 0.0566(8) Uani 1 1 d . . . F1 F 0.7332(6) 0.7732(6) 0.5718(5) 0.112(3) Uani 1 1 d . A . F2 F 0.8040(6) 0.8853(5) 0.6383(6) 0.101(3) Uani 1 1 d . A . F3A F 0.657(3) 0.893(2) 0.629(3) 0.17(2) Uani 0.50 1 d P A 1 F3B F 0.638(2) 0.877(3) 0.5885(17) 0.088(9) Uani 0.50 1 d P A 2 F4A F 0.743(2) 0.854(2) 0.7493(17) 0.134(12) Uani 0.50 1 d P A 1 F4B F 0.684(2) 0.8762(17) 0.7232(14) 0.099(8) Uani 0.50 1 d P A 2 F5 F 0.6364(5) 0.7600(5) 0.6671(6) 0.100(3) Uani 1 1 d . A . F6 F 0.7924(6) 0.7581(6) 0.6962(6) 0.121(4) Uani 1 1 d . A . C29 C 0.7790(10) 0.5852(9) 0.9240(9) 0.080(4) Uani 1 1 d . . . H29A H 0.7379 0.5430 0.8909 0.096 Uiso 1 1 calc R . . H29B H 0.7534 0.5939 0.9772 0.096 Uiso 1 1 calc R . . Cl1 Cl 0.7766(3) 0.6819(3) 0.8701(2) 0.0911(12) Uani 1 1 d . . . Cl2 Cl 0.8964(3) 0.5452(3) 0.9439(3) 0.1021(13) Uani 1 1 d . . . C30 C 0.0485(12) 0.2655(11) 0.4617(10) 0.112(6) Uani 1 1 d . . . H30A H 0.0142 0.2310 0.4992 0.135 Uiso 1 1 calc R B 1 H30B H 0.1135 0.2426 0.4605 0.135 Uiso 1 1 calc R B 1 Cl3 Cl 0.0476(5) 0.3747(3) 0.4835(4) 0.161(2) Uani 1 1 d . C . Cl4A Cl -0.0166(10) 0.2780(11) 0.3608(10) 0.166(6) Uani 0.50 1 d P C 1 Cl4B Cl -0.0333(9) 0.2173(7) 0.4005(9) 0.115(4) Uani 0.50 1 d P C 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.0409(2) 0.0415(2) 0.02244(19) 0.0003(2) 0.00913(14) -0.0015(2) O1 0.067(5) 0.064(5) 0.037(4) -0.010(4) 0.023(4) 0.001(4) O2 0.070(7) 0.131(9) 0.050(5) -0.020(5) 0.006(5) 0.024(6) N1 0.045(5) 0.041(5) 0.021(4) -0.003(4) 0.005(4) 0.006(4) N2 0.037(5) 0.047(5) 0.032(4) 0.001(4) 0.011(4) 0.003(4) N3 0.042(5) 0.059(6) 0.028(4) 0.002(4) 0.006(4) -0.010(5) N4 0.030(5) 0.077(7) 0.032(5) 0.009(5) 0.007(4) 0.007(5) N5 0.053(6) 0.039(5) 0.038(5) 0.002(4) 0.018(4) -0.002(4) N6 0.041(5) 0.040(5) 0.034(5) 0.003(4) 0.012(4) -0.004(4) C1 0.047(7) 0.049(7) 0.035(6) -0.008(5) 0.007(5) 0.002(5) C2 0.041(7) 0.055(7) 0.052(7) -0.009(6) 0.007(5) -0.001(5) C3 0.038(6) 0.058(7) 0.044(6) 0.004(5) 0.013(5) 0.001(5) C4 0.048(6) 0.034(5) 0.027(5) 0.003(4) 0.010(4) 0.000(5) C5 0.036(6) 0.050(6) 0.043(6) 0.013(5) 0.020(5) 0.005(5) C6 0.056(7) 0.049(6) 0.027(5) 0.007(5) 0.017(5) 0.003(5) C7 0.066(8) 0.047(6) 0.028(5) -0.008(5) 0.001(5) 0.007(6) C8 0.058(7) 0.052(7) 0.031(5) 0.004(5) 0.007(5) -0.009(6) C9 0.050(6) 0.032(6) 0.031(5) -0.007(4) 0.009(4) -0.003(5) C10 0.053(8) 0.080(9) 0.032(6) -0.002(6) 0.007(5) -0.014(7) C11 0.060(9) 0.109(13) 0.045(7) 0.005(8) 0.006(6) -0.019(9) C12 0.051(8) 0.088(11) 0.058(8) 0.012(7) 0.003(6) 0.000(7) C13 0.069(8) 0.042(7) 0.030(5) 0.006(5) 0.026(5) 0.013(6) C14 0.062(8) 0.064(8) 0.056(8) 0.013(7) 0.023(6) 0.010(7) C15 0.086(11) 0.069(10) 0.049(7) 0.010(6) 0.032(7) 0.022(8) C16 0.087(10) 0.046(7) 0.038(6) -0.022(5) 0.016(6) 0.000(6) C17 0.057(7) 0.054(7) 0.021(5) 0.000(5) 0.013(5) 0.001(6) C18 0.034(6) 0.052(7) 0.019(5) 0.006(4) 0.010(4) 0.016(6) C19 0.046(6) 0.041(6) 0.027(5) -0.002(4) 0.013(4) 0.003(5) C20 0.055(7) 0.077(9) 0.034(6) -0.027(6) 0.016(5) -0.014(7) C21 0.058(7) 0.064(8) 0.024(5) 0.012(5) 0.011(5) -0.007(6) C22 0.058(7) 0.053(7) 0.034(6) 0.010(5) 0.015(5) 0.000(6) C23 0.045(7) 0.047(7) 0.045(6) 0.009(5) 0.021(5) -0.003(5) C24 0.059(8) 0.047(7) 0.048(7) 0.012(5) 0.025(6) 0.001(6) C25 0.092(10) 0.059(8) 0.065(8) -0.003(7) 0.055(8) -0.007(7) C26 0.084(10) 0.049(7) 0.039(7) -0.005(6) 0.009(7) 0.013(7) C27 0.048(8) 0.067(8) 0.068(8) -0.008(7) 0.010(6) 0.004(6) C28 0.065(8) 0.063(8) 0.045(7) 0.004(6) 0.024(6) 0.011(6) P1 0.072(2) 0.0511(19) 0.0499(18) 0.0001(16) 0.0204(17) -0.0047(18) F1 0.109(7) 0.140(8) 0.092(6) -0.056(6) 0.037(5) -0.036(6) F2 0.104(7) 0.075(5) 0.115(7) 0.014(5) -0.012(5) -0.035(5) F3A 0.071(18) 0.09(2) 0.35(7) 0.11(4) -0.02(3) 0.005(14) F3B 0.061(17) 0.108(19) 0.087(13) 0.019(12) -0.017(10) 0.031(15) F4A 0.19(3) 0.15(3) 0.066(16) -0.004(15) 0.038(17) 0.02(2) F4B 0.17(3) 0.078(15) 0.052(14) -0.035(13) 0.046(14) -0.004(18) F5 0.070(5) 0.081(6) 0.162(8) 0.021(6) 0.058(5) 0.014(5) F6 0.093(6) 0.101(7) 0.154(9) 0.057(7) -0.040(6) -0.026(6) C29 0.074(10) 0.096(11) 0.072(9) 0.018(8) 0.019(8) -0.001(8) Cl1 0.098(3) 0.098(3) 0.076(3) 0.017(2) 0.008(2) -0.011(2) Cl2 0.083(3) 0.109(3) 0.113(3) 0.018(3) 0.009(2) -0.017(2) C30 0.099(13) 0.123(15) 0.117(15) -0.037(12) 0.022(11) -0.020(11) Cl3 0.239(7) 0.126(4) 0.135(5) -0.023(4) 0.086(5) -0.055(4) Cl4A 0.102(10) 0.222(17) 0.167(14) -0.105(13) -0.003(9) 0.018(11) Cl4B 0.076(7) 0.111(9) 0.156(11) -0.053(8) 0.012(7) -0.002(6) _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 N1 2.009(8) . ? Ir1 C9 2.022(9) . ? Ir1 N3 2.031(9) . ? Ir1 C18 2.038(10) . ? Ir1 N5 2.097(8) . ? Ir1 N6 2.158(8) . ? O1 C26 1.337(12) . ? O1 C27 1.481(12) . ? O2 C26 1.203(13) . ? N1 C1 1.324(12) . ? N1 N2 1.385(10) . ? N2 C3 1.329(12) . ? N2 C4 1.435(12) . ? N3 C10 1.326(13) . ? N3 N4 1.345(12) . ? N4 C12 1.348(14) . ? N4 C13 1.429(13) . ? N5 C24 1.297(12) . ? N5 C25 1.500(13) . ? N6 C19 1.338(11) . ? N6 C23 1.350(12) . ? C1 C2 1.411(14) . ? C1 H1 0.9500 . ? C2 C3 1.358(13) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 C9 1.401(13) . ? C4 C5 1.402(12) . ? C5 C6 1.368(13) . ? C5 H5 0.9500 . ? C6 C7 1.354(14) . ? C6 H6 0.9500 . ? C7 C8 1.401(14) . ? C7 H7 0.9500 . ? C8 C9 1.391(13) . ? C8 H8 0.9500 . ? C10 C11 1.365(16) . ? C10 H10 0.9500 . ? C11 C12 1.360(19) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.358(14) . ? C13 C14 1.401(15) . ? C14 C15 1.353(17) . ? C14 H14 0.9500 . ? C15 C16 1.358(18) . ? C15 H15 0.9500 . ? C16 C17 1.427(15) . ? C16 H16 0.9500 . ? C17 C18 1.379(14) . ? C17 H17 0.9500 . ? C19 C20 1.376(14) . ? C19 H19 0.9500 . ? C20 C21 1.367(15) . ? C20 H20 0.9500 . ? C21 C22 1.367(14) . ? C21 H21 0.9500 . ? C22 C23 1.395(13) . ? C22 H22 0.9500 . ? C23 C24 1.449(14) . ? C24 H24 0.9500 . ? C25 C26 1.513(16) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C27 C28 1.494(14) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? P1 F3A 1.41(4) . ? P1 F4B 1.55(2) . ? P1 F6 1.560(9) . ? P1 F1 1.566(8) . ? P1 F2 1.579(9) . ? P1 F5 1.585(8) . ? P1 F4A 1.63(3) . ? P1 F3B 1.67(3) . ? C29 Cl1 1.748(14) . ? C29 Cl2 1.767(14) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 Cl4B 1.611(19) . ? C30 Cl3 1.747(17) . ? C30 Cl4A 1.78(2) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ir1 C9 80.6(4) . . ? N1 Ir1 N3 171.7(3) . . ? C9 Ir1 N3 93.8(4) . . ? N1 Ir1 C18 94.0(4) . . ? C9 Ir1 C18 87.5(4) . . ? N3 Ir1 C18 79.6(4) . . ? N1 Ir1 N5 92.5(3) . . ? C9 Ir1 N5 97.4(3) . . ? N3 Ir1 N5 94.2(3) . . ? C18 Ir1 N5 172.4(3) . . ? N1 Ir1 N6 93.9(3) . . ? C9 Ir1 N6 171.8(3) . . ? N3 Ir1 N6 92.3(3) . . ? C18 Ir1 N6 99.0(3) . . ? N5 Ir1 N6 76.7(3) . . ? C26 O1 C27 116.1(10) . . ? C1 N1 N2 105.0(8) . . ? C1 N1 Ir1 139.0(7) . . ? N2 N1 Ir1 115.5(6) . . ? C3 N2 N1 111.2(8) . . ? C3 N2 C4 134.4(8) . . ? N1 N2 C4 114.4(8) . . ? C10 N3 N4 107.0(9) . . ? C10 N3 Ir1 138.7(9) . . ? N4 N3 Ir1 114.1(7) . . ? N3 N4 C12 110.4(10) . . ? N3 N4 C13 116.8(8) . . ? C12 N4 C13 132.8(11) . . ? C24 N5 C25 119.4(9) . . ? C24 N5 Ir1 116.4(7) . . ? C25 N5 Ir1 123.9(7) . . ? C19 N6 C23 119.5(8) . . ? C19 N6 Ir1 126.9(7) . . ? C23 N6 Ir1 113.5(6) . . ? N1 C1 C2 110.3(9) . . ? N1 C1 H1 124.9 . . ? C2 C1 H1 124.9 . . ? C3 C2 C1 105.8(10) . . ? C3 C2 H2 127.1 . . ? C1 C2 H2 127.1 . . ? N2 C3 C2 107.8(9) . . ? N2 C3 H3 126.1 . . ? C2 C3 H3 126.1 . . ? C9 C4 C5 123.8(9) . . ? C9 C4 N2 115.2(8) . . ? C5 C4 N2 121.0(9) . . ? C6 C5 C4 117.7(9) . . ? C6 C5 H5 121.2 . . ? C4 C5 H5 121.2 . . ? C7 C6 C5 120.8(9) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C8 121.4(10) . . ? C6 C7 H7 119.3 . . ? C8 C7 H7 119.3 . . ? C9 C8 C7 120.7(10) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C8 C9 C4 115.7(9) . . ? C8 C9 Ir1 130.2(8) . . ? C4 C9 Ir1 114.1(7) . . ? N3 C10 C11 108.9(12) . . ? N3 C10 H10 125.6 . . ? C11 C10 H10 125.6 . . ? C12 C11 C10 107.9(12) . . ? C12 C11 H11 126.1 . . ? C10 C11 H11 126.1 . . ? N4 C12 C11 105.9(12) . . ? N4 C12 H12 127.0 . . ? C11 C12 H12 127.0 . . ? C18 C13 C14 124.7(11) . . ? C18 C13 N4 114.8(9) . . ? C14 C13 N4 120.5(11) . . ? C15 C14 C13 116.4(12) . . ? C15 C14 H14 121.8 . . ? C13 C14 H14 121.8 . . ? C14 C15 C16 123.9(12) . . ? C14 C15 H15 118.1 . . ? C16 C15 H15 118.1 . . ? C15 C16 C17 116.8(11) . . ? C15 C16 H16 121.6 . . ? C17 C16 H16 121.6 . . ? C18 C17 C16 122.3(11) . . ? C18 C17 H17 118.8 . . ? C16 C17 H17 118.8 . . ? C13 C18 C17 115.9(10) . . ? C13 C18 Ir1 114.5(8) . . ? C17 C18 Ir1 129.6(7) . . ? N6 C19 C20 120.1(10) . . ? N6 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C21 C20 C19 121.0(10) . . ? C21 C20 H20 119.5 . . ? C19 C20 H20 119.5 . . ? C20 C21 C22 119.6(9) . . ? C20 C21 H21 120.2 . . ? C22 C21 H21 120.2 . . ? C21 C22 C23 117.8(10) . . ? C21 C22 H22 121.1 . . ? C23 C22 H22 121.1 . . ? N6 C23 C22 122.0(10) . . ? N6 C23 C24 115.5(9) . . ? C22 C23 C24 122.4(10) . . ? N5 C24 C23 117.8(10) . . ? N5 C24 H24 121.1 . . ? C23 C24 H24 121.1 . . ? N5 C25 C26 106.2(10) . . ? N5 C25 H25A 110.5 . . ? C26 C25 H25A 110.5 . . ? N5 C25 H25B 110.5 . . ? C26 C25 H25B 110.5 . . ? H25A C25 H25B 108.7 . . ? O2 C26 O1 123.1(12) . . ? O2 C26 C25 128.0(11) . . ? O1 C26 C25 108.7(11) . . ? O1 C27 C28 104.8(9) . . ? O1 C27 H27A 110.8 . . ? C28 C27 H27A 110.8 . . ? O1 C27 H27B 110.8 . . ? C28 C27 H27B 110.8 . . ? H27A C27 H27B 108.9 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? F3A P1 F4B 62(2) . . ? F3A P1 F6 168(2) . . ? F4B P1 F6 105.8(12) . . ? F3A P1 F1 108(2) . . ? F4B P1 F1 167.8(12) . . ? F6 P1 F1 84.3(6) . . ? F3A P1 F2 87.3(16) . . ? F4B P1 F2 96.5(12) . . ? F6 P1 F2 90.0(5) . . ? F1 P1 F2 90.2(5) . . ? F3A P1 F5 94.1(16) . . ? F4B P1 F5 84.3(12) . . ? F6 P1 F5 88.8(4) . . ? F1 P1 F5 89.2(5) . . ? F2 P1 F5 178.6(5) . . ? F3A P1 F4A 94(2) . . ? F4B P1 F4A 34.6(12) . . ? F6 P1 F4A 73.5(11) . . ? F1 P1 F4A 157.1(12) . . ? F2 P1 F4A 84.5(14) . . ? F5 P1 F4A 95.6(14) . . ? F3A P1 F3B 26(3) . . ? F4B P1 F3B 86.1(15) . . ? F6 P1 F3B 166.6(13) . . ? F1 P1 F3B 83.2(12) . . ? F2 P1 F3B 94.7(15) . . ? F5 P1 F3B 86.4(14) . . ? F4A P1 F3B 119.4(15) . . ? Cl1 C29 Cl2 110.7(7) . . ? Cl1 C29 H29A 109.5 . . ? Cl2 C29 H29A 109.5 . . ? Cl1 C29 H29B 109.5 . . ? Cl2 C29 H29B 109.5 . . ? H29A C29 H29B 108.1 . . ? Cl4B C30 Cl3 124.0(12) . . ? Cl4B C30 Cl4A 40.6(7) . . ? Cl3 C30 Cl4A 93.6(11) . . ? Cl4B C30 H30A 75.7 . . ? Cl3 C30 H30A 113.0 . . ? Cl4A C30 H30A 113.0 . . ? Cl4B C30 H30B 114.4 . . ? Cl3 C30 H30B 113.0 . . ? Cl4A C30 H30B 113.0 . . ? H30A C30 H30B 110.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9 Ir1 N1 C1 -174.3(11) . . . . ? N3 Ir1 N1 C1 -127(2) . . . . ? C18 Ir1 N1 C1 -87.5(11) . . . . ? N5 Ir1 N1 C1 88.6(11) . . . . ? N6 Ir1 N1 C1 11.8(11) . . . . ? C9 Ir1 N1 N2 -4.4(6) . . . . ? N3 Ir1 N1 N2 43(2) . . . . ? C18 Ir1 N1 N2 82.4(6) . . . . ? N5 Ir1 N1 N2 -101.5(6) . . . . ? N6 Ir1 N1 N2 -178.3(6) . . . . ? C1 N1 N2 C3 -1.5(11) . . . . ? Ir1 N1 N2 C3 -174.6(7) . . . . ? C1 N1 N2 C4 179.8(8) . . . . ? Ir1 N1 N2 C4 6.6(10) . . . . ? N1 Ir1 N3 C10 -136(2) . . . . ? C9 Ir1 N3 C10 -89.3(10) . . . . ? C18 Ir1 N3 C10 -176.0(11) . . . . ? N5 Ir1 N3 C10 8.4(10) . . . . ? N6 Ir1 N3 C10 85.2(10) . . . . ? N1 Ir1 N3 N4 38(2) . . . . ? C9 Ir1 N3 N4 84.7(6) . . . . ? C18 Ir1 N3 N4 -2.1(6) . . . . ? N5 Ir1 N3 N4 -177.6(6) . . . . ? N6 Ir1 N3 N4 -100.8(6) . . . . ? C10 N3 N4 C12 0.5(11) . . . . ? Ir1 N3 N4 C12 -175.3(7) . . . . ? C10 N3 N4 C13 179.5(8) . . . . ? Ir1 N3 N4 C13 3.7(10) . . . . ? N1 Ir1 N5 C24 -94.5(8) . . . . ? C9 Ir1 N5 C24 -175.3(8) . . . . ? N3 Ir1 N5 C24 90.3(8) . . . . ? C18 Ir1 N5 C24 55(3) . . . . ? N6 Ir1 N5 C24 -1.1(8) . . . . ? N1 Ir1 N5 C25 92.5(9) . . . . ? C9 Ir1 N5 C25 11.7(9) . . . . ? N3 Ir1 N5 C25 -82.7(9) . . . . ? C18 Ir1 N5 C25 -118(2) . . . . ? N6 Ir1 N5 C25 -174.1(9) . . . . ? N1 Ir1 N6 C19 -87.2(8) . . . . ? C9 Ir1 N6 C19 -135(2) . . . . ? N3 Ir1 N6 C19 87.4(8) . . . . ? C18 Ir1 N6 C19 7.5(9) . . . . ? N5 Ir1 N6 C19 -178.8(9) . . . . ? N1 Ir1 N6 C23 90.1(7) . . . . ? C9 Ir1 N6 C23 43(3) . . . . ? N3 Ir1 N6 C23 -95.4(7) . . . . ? C18 Ir1 N6 C23 -175.2(7) . . . . ? N5 Ir1 N6 C23 -1.6(7) . . . . ? N2 N1 C1 C2 0.6(11) . . . . ? Ir1 N1 C1 C2 171.2(8) . . . . ? N1 C1 C2 C3 0.4(12) . . . . ? N1 N2 C3 C2 1.7(12) . . . . ? C4 N2 C3 C2 -179.9(10) . . . . ? C1 C2 C3 N2 -1.3(12) . . . . ? C3 N2 C4 C9 176.2(10) . . . . ? N1 N2 C4 C9 -5.5(12) . . . . ? C3 N2 C4 C5 -4.6(17) . . . . ? N1 N2 C4 C5 173.8(8) . . . . ? C9 C4 C5 C6 -0.1(15) . . . . ? N2 C4 C5 C6 -179.3(9) . . . . ? C4 C5 C6 C7 -0.4(15) . . . . ? C5 C6 C7 C8 0.9(16) . . . . ? C6 C7 C8 C9 -0.9(16) . . . . ? C7 C8 C9 C4 0.4(15) . . . . ? C7 C8 C9 Ir1 177.5(8) . . . . ? C5 C4 C9 C8 0.1(15) . . . . ? N2 C4 C9 C8 179.3(8) . . . . ? C5 C4 C9 Ir1 -177.5(8) . . . . ? N2 C4 C9 Ir1 1.8(11) . . . . ? N1 Ir1 C9 C8 -175.7(10) . . . . ? N3 Ir1 C9 C8 10.3(10) . . . . ? C18 Ir1 C9 C8 89.8(10) . . . . ? N5 Ir1 C9 C8 -84.4(10) . . . . ? N6 Ir1 C9 C8 -127(2) . . . . ? N1 Ir1 C9 C4 1.4(7) . . . . ? N3 Ir1 C9 C4 -172.6(7) . . . . ? C18 Ir1 C9 C4 -93.1(7) . . . . ? N5 Ir1 C9 C4 92.7(7) . . . . ? N6 Ir1 C9 C4 50(3) . . . . ? N4 N3 C10 C11 -0.5(11) . . . . ? Ir1 N3 C10 C11 173.7(8) . . . . ? N3 C10 C11 C12 0.3(13) . . . . ? N3 N4 C12 C11 -0.3(12) . . . . ? C13 N4 C12 C11 -179.1(10) . . . . ? C10 C11 C12 N4 0.0(13) . . . . ? N3 N4 C13 C18 -3.7(12) . . . . ? C12 N4 C13 C18 175.1(10) . . . . ? N3 N4 C13 C14 175.7(9) . . . . ? C12 N4 C13 C14 -5.5(17) . . . . ? C18 C13 C14 C15 -1.5(16) . . . . ? N4 C13 C14 C15 179.2(9) . . . . ? C13 C14 C15 C16 0.7(17) . . . . ? C14 C15 C16 C17 -1.2(17) . . . . ? C15 C16 C17 C18 2.5(15) . . . . ? C14 C13 C18 C17 2.7(14) . . . . ? N4 C13 C18 C17 -177.9(8) . . . . ? C14 C13 C18 Ir1 -177.6(8) . . . . ? N4 C13 C18 Ir1 1.8(10) . . . . ? C16 C17 C18 C13 -3.2(13) . . . . ? C16 C17 C18 Ir1 177.1(7) . . . . ? N1 Ir1 C18 C13 -174.6(7) . . . . ? C9 Ir1 C18 C13 -94.2(7) . . . . ? N3 Ir1 C18 C13 0.1(6) . . . . ? N5 Ir1 C18 C13 36(3) . . . . ? N6 Ir1 C18 C13 90.8(7) . . . . ? N1 Ir1 C18 C17 5.1(8) . . . . ? C9 Ir1 C18 C17 85.5(9) . . . . ? N3 Ir1 C18 C17 179.8(9) . . . . ? N5 Ir1 C18 C17 -144(2) . . . . ? N6 Ir1 C18 C17 -89.5(8) . . . . ? C23 N6 C19 C20 -1.8(15) . . . . ? Ir1 N6 C19 C20 175.3(7) . . . . ? N6 C19 C20 C21 2.4(16) . . . . ? C19 C20 C21 C22 -2.3(17) . . . . ? C20 C21 C22 C23 1.4(16) . . . . ? C19 N6 C23 C22 1.0(15) . . . . ? Ir1 N6 C23 C22 -176.5(8) . . . . ? C19 N6 C23 C24 -178.7(9) . . . . ? Ir1 N6 C23 C24 3.8(12) . . . . ? C21 C22 C23 N6 -0.8(17) . . . . ? C21 C22 C23 C24 178.9(10) . . . . ? C25 N5 C24 C23 176.8(10) . . . . ? Ir1 N5 C24 C23 3.6(13) . . . . ? N6 C23 C24 N5 -5.0(15) . . . . ? C22 C23 C24 N5 175.3(10) . . . . ? C24 N5 C25 C26 106.0(11) . . . . ? Ir1 N5 C25 C26 -81.3(11) . . . . ? C27 O1 C26 O2 1.7(17) . . . . ? C27 O1 C26 C25 178.0(9) . . . . ? N5 C25 C26 O2 -34.1(17) . . . . ? N5 C25 C26 O1 149.7(9) . . . . ? C26 O1 C27 C28 169.2(10) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.639 _refine_diff_density_min -1.632 _refine_diff_density_rms 0.183 _database_code_depnum_ccdc_archive 'CCDC 922560'