# 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_gs63 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '4(C37 H27 Ir N5), 2.5(C4 H10 O), 4(F6 P), 1.5(C2 H3 N), 3(H2 O)' _chemical_formula_sum 'C161 H143.50 F24 Ir4 N21.50 O5.50 P4' _chemical_formula_weight 3816.16 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.770(2) _cell_length_b 17.615(3) _cell_length_c 18.315(2) _cell_angle_alpha 85.763(12) _cell_angle_beta 85.821(11) _cell_angle_gamma 67.441(11) _cell_volume 4086.4(10) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7542 _cell_measurement_theta_min 4.28 _cell_measurement_theta_max 59.72 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.548 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1882 _exptl_absorpt_coefficient_mu 3.372 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3456 _exptl_absorpt_correction_T_max 0.7291 _exptl_absorpt_process_details '(Blessing 1951)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 93421 _diffrn_reflns_av_R_equivalents 0.1519 _diffrn_reflns_av_sigmaI/netI 0.0683 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 26.00 _reflns_number_total 16046 _reflns_number_gt 13628 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _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^)+(0.0694P)^2^+9.2173P] 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 16046 _refine_ls_number_parameters 1048 _refine_ls_number_restraints 34 _refine_ls_R_factor_all 0.0605 _refine_ls_R_factor_gt 0.0523 _refine_ls_wR_factor_ref 0.1464 _refine_ls_wR_factor_gt 0.1393 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.086 _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 Ir1B Ir 0.502280(15) 0.787489(14) 0.525943(10) 0.03485(8) Uani 1 1 d . . . N1B N 0.4483(4) 0.8577(3) 0.4269(2) 0.0389(11) Uani 1 1 d . . . N2B N 0.5906(4) 0.7030(3) 0.4387(3) 0.0439(11) Uani 1 1 d . . . N3B N 0.5788(5) 0.5577(4) 0.5245(3) 0.0611(15) Uani 1 1 d . . . C1B C 0.3669(5) 0.9313(4) 0.4233(3) 0.0481(14) Uani 1 1 d . . . H1BA H 0.3329 0.9551 0.4678 0.058 Uiso 1 1 calc R . . C2B C 0.3309(6) 0.9733(5) 0.3579(4) 0.0555(16) Uani 1 1 d . . . H2BA H 0.2735 1.0251 0.3568 0.067 Uiso 1 1 calc R . . C3B C 0.3822(7) 0.9368(5) 0.2932(3) 0.0604(19) Uani 1 1 d . . . H3BA H 0.3598 0.9637 0.2470 0.073 Uiso 1 1 calc R . . C4B C 0.4640(6) 0.8629(5) 0.2965(3) 0.0538(16) Uani 1 1 d . . . H4BA H 0.4984 0.8380 0.2526 0.065 Uiso 1 1 calc R . . C5B C 0.4970(5) 0.8242(5) 0.3631(3) 0.0447(14) Uani 1 1 d . . . C6B C 0.5832(5) 0.7449(5) 0.3713(3) 0.0533(16) Uani 1 1 d . . . C7B C 0.6568(7) 0.7133(6) 0.3150(4) 0.079(3) Uani 1 1 d . . . H7BA H 0.6516 0.7428 0.2689 0.095 Uiso 1 1 calc R . . C8B C 0.7379(9) 0.6385(8) 0.3264(5) 0.123(5) Uani 1 1 d . . . H8BA H 0.7910 0.6176 0.2888 0.148 Uiso 1 1 calc R . . C9B C 0.7426(8) 0.5939(8) 0.3915(5) 0.108(4) Uani 1 1 d . . . H9BA H 0.7972 0.5414 0.3989 0.130 Uiso 1 1 calc R . . C10B C 0.6649(5) 0.6276(5) 0.4470(4) 0.0592(18) Uani 1 1 d . . . C11B C 0.6632(6) 0.5767(4) 0.5148(4) 0.0555(17) Uani 1 1 d . . . C12B C 0.7472(6) 0.5455(5) 0.5603(4) 0.067(2) Uani 1 1 d . . . H12A H 0.8070 0.5598 0.5514 0.081 Uiso 1 1 calc R . . C13B C 0.7420(8) 0.4932(5) 0.6188(5) 0.074(2) Uani 1 1 d . . . H13A H 0.7979 0.4715 0.6514 0.089 Uiso 1 1 calc R . . C14B C 0.6566(8) 0.4732(5) 0.6294(5) 0.075(2) Uani 1 1 d . . . H14A H 0.6518 0.4369 0.6693 0.090 Uiso 1 1 calc R . . C15B C 0.5762(7) 0.5063(5) 0.5814(5) 0.071(2) Uani 1 1 d . . . H15A H 0.5163 0.4919 0.5892 0.085 Uiso 1 1 calc R . . C16B C 0.5600(4) 0.7229(4) 0.6197(3) 0.0383(12) Uani 1 1 d . . . C17B C 0.5122(5) 0.6821(4) 0.6697(3) 0.0458(14) Uani 1 1 d . . . H17A H 0.4467 0.6798 0.6595 0.055 Uiso 1 1 calc R . . C18B C 0.5606(6) 0.6448(4) 0.7344(3) 0.0551(16) Uani 1 1 d . . . H18A H 0.5272 0.6176 0.7679 0.066 Uiso 1 1 calc R . . C19B C 0.6563(6) 0.6464(4) 0.7508(3) 0.0522(16) Uani 1 1 d . . . H19A H 0.6885 0.6199 0.7949 0.063 Uiso 1 1 calc R . . C20B C 0.7042(5) 0.6863(4) 0.7035(3) 0.0503(15) Uani 1 1 d . . . H20A H 0.7703 0.6870 0.7141 0.060 Uiso 1 1 calc R . . C21B C 0.6552(4) 0.7265(4) 0.6386(3) 0.0411(13) Uani 1 1 d . . . C22B C 0.6981(4) 0.7746(4) 0.5875(3) 0.0439(14) Uani 1 1 d . . . C23B C 0.7903(5) 0.7866(5) 0.5943(4) 0.0557(17) Uani 1 1 d . . . H23A H 0.8330 0.7614 0.6346 0.067 Uiso 1 1 calc R . . C24B C 0.8202(6) 0.8353(6) 0.5423(4) 0.066(2) Uani 1 1 d . . . H24A H 0.8832 0.8443 0.5468 0.079 Uiso 1 1 calc R . . C25B C 0.7576(6) 0.8709(5) 0.4837(4) 0.0586(18) Uani 1 1 d . . . H25A H 0.7772 0.9041 0.4470 0.070 Uiso 1 1 calc R . . C26B C 0.6670(5) 0.8573(4) 0.4797(3) 0.0478(14) Uani 1 1 d . . . H26A H 0.6239 0.8822 0.4395 0.057 Uiso 1 1 calc R . . N4B N 0.6357(3) 0.8103(3) 0.5297(2) 0.0376(10) Uani 1 1 d . . . C27B C 0.4145(4) 0.8770(4) 0.5929(3) 0.0381(12) Uani 1 1 d . . . C28B C 0.4436(5) 0.9360(4) 0.6211(3) 0.0426(13) Uani 1 1 d . . . H28A H 0.5120 0.9360 0.6098 0.051 Uiso 1 1 calc R . . C29B C 0.3723(5) 0.9956(4) 0.6662(3) 0.0490(15) Uani 1 1 d . . . H29A H 0.3923 1.0362 0.6847 0.059 Uiso 1 1 calc R . . C30B C 0.2730(6) 0.9954(4) 0.6837(3) 0.0526(16) Uani 1 1 d . . . H30A H 0.2254 1.0350 0.7153 0.063 Uiso 1 1 calc R . . C31B C 0.2431(5) 0.9379(4) 0.6556(3) 0.0486(14) Uani 1 1 d . . . H31A H 0.1744 0.9384 0.6670 0.058 Uiso 1 1 calc R . . C32B C 0.3137(5) 0.8789(4) 0.6103(3) 0.0437(14) Uani 1 1 d . . . C33B C 0.2873(5) 0.8171(4) 0.5765(3) 0.0478(14) Uani 1 1 d . . . C34B C 0.1928(6) 0.8074(6) 0.5860(5) 0.074(2) Uani 1 1 d . . . H34A H 0.1381 0.8424 0.6171 0.089 Uiso 1 1 calc R . . C35B C 0.1771(7) 0.7470(7) 0.5505(6) 0.093(3) Uani 1 1 d . . . H35A H 0.1115 0.7405 0.5562 0.111 Uiso 1 1 calc R . . C36B C 0.2594(7) 0.6951(6) 0.5059(6) 0.082(3) Uani 1 1 d . . . H36A H 0.2506 0.6531 0.4808 0.098 Uiso 1 1 calc R . . C37B C 0.3524(5) 0.7064(5) 0.4994(4) 0.0530(16) Uani 1 1 d . . . H37A H 0.4087 0.6707 0.4700 0.064 Uiso 1 1 calc R . . N5B N 0.3674(3) 0.7664(3) 0.5333(2) 0.0399(11) Uani 1 1 d . . . Ir1A Ir 0.488320(16) 0.790582(13) 0.027486(10) 0.03606(8) Uani 1 1 d . . . N1A N 0.5459(4) 0.8268(3) -0.0748(2) 0.0403(11) Uani 1 1 d . . . N2A N 0.4013(4) 0.7585(3) -0.0542(3) 0.0467(12) Uani 1 1 d . . . N3A N 0.4175(6) 0.6084(4) 0.0299(4) 0.0660(16) Uani 1 1 d . . . C1A C 0.6283(5) 0.8493(4) -0.0827(3) 0.0472(14) Uani 1 1 d . . . H1AA H 0.6621 0.8523 -0.0402 0.057 Uiso 1 1 calc R . . C2A C 0.6664(6) 0.8686(5) -0.1507(4) 0.0584(17) Uani 1 1 d . . . H2AA H 0.7262 0.8834 -0.1552 0.070 Uiso 1 1 calc R . . C3A C 0.6142(7) 0.8656(5) -0.2125(4) 0.065(2) Uani 1 1 d . . . H3AA H 0.6370 0.8799 -0.2599 0.078 Uiso 1 1 calc R . . C4A C 0.5305(7) 0.8422(4) -0.2043(3) 0.0604(19) Uani 1 1 d . . . H4AA H 0.4961 0.8384 -0.2462 0.073 Uiso 1 1 calc R . . C5A C 0.4953(5) 0.8237(4) -0.1350(3) 0.0470(15) Uani 1 1 d . . . C6A C 0.4072(6) 0.7969(4) -0.1215(3) 0.0549(17) Uani 1 1 d . . . C7A C 0.3340(7) 0.8094(6) -0.1740(4) 0.076(2) Uani 1 1 d . . . H7AA H 0.3410 0.8348 -0.2206 0.091 Uiso 1 1 calc R . . C8A C 0.2523(8) 0.7850(7) -0.1579(6) 0.099(3) Uani 1 1 d . . . H8AA H 0.1995 0.7957 -0.1923 0.119 Uiso 1 1 calc R . . C9A C 0.2465(8) 0.7449(7) -0.0919(6) 0.093(3) Uani 1 1 d . . . H9AA H 0.1896 0.7277 -0.0798 0.112 Uiso 1 1 calc R . . C10A C 0.3257(6) 0.7295(5) -0.0424(4) 0.0623(19) Uani 1 1 d . . . C11A C 0.3278(6) 0.6745(5) 0.0243(4) 0.0606(18) Uani 1 1 d . . . C12A C 0.2410(7) 0.6897(6) 0.0730(5) 0.075(2) Uani 1 1 d . . . H12B H 0.1790 0.7377 0.0669 0.091 Uiso 1 1 calc R . . C13A C 0.2477(9) 0.6332(7) 0.1302(6) 0.089(3) Uani 1 1 d . . . H13B H 0.1899 0.6420 0.1646 0.107 Uiso 1 1 calc R . . C14A C 0.3377(9) 0.5644(6) 0.1376(5) 0.082(3) Uani 1 1 d . . . H14B H 0.3431 0.5243 0.1764 0.099 Uiso 1 1 calc R . . C15A C 0.4215(8) 0.5547(5) 0.0862(5) 0.075(2) Uani 1 1 d . . . H15B H 0.4846 0.5075 0.0917 0.090 Uiso 1 1 calc R . . C16A C 0.4272(5) 0.7620(4) 0.1241(3) 0.0414(13) Uani 1 1 d . . . C17A C 0.4726(6) 0.6941(4) 0.1722(4) 0.0520(15) Uani 1 1 d . . . H17B H 0.5383 0.6526 0.1586 0.062 Uiso 1 1 calc R . . C18A C 0.4230(7) 0.6863(5) 0.2397(4) 0.0589(18) Uani 1 1 d . . . H18B H 0.4552 0.6393 0.2713 0.071 Uiso 1 1 calc R . . C19A C 0.3291(7) 0.7448(5) 0.2610(4) 0.065(2) Uani 1 1 d . . . H19B H 0.2960 0.7378 0.3069 0.078 Uiso 1 1 calc R . . C20A C 0.2812(6) 0.8148(5) 0.2161(3) 0.0558(17) Uani 1 1 d . . . H20B H 0.2158 0.8557 0.2312 0.067 Uiso 1 1 calc R . . C21A C 0.3312(5) 0.8240(4) 0.1481(3) 0.0431(13) Uani 1 1 d . . . C22A C 0.2915(5) 0.8968(4) 0.1000(3) 0.0440(13) Uani 1 1 d . . . C23A C 0.2010(6) 0.9660(5) 0.1115(4) 0.0585(17) Uani 1 1 d . . . H23B H 0.1570 0.9673 0.1542 0.070 Uiso 1 1 calc R . . C24A C 0.1734(6) 1.0329(5) 0.0624(4) 0.0630(19) Uani 1 1 d . . . H24B H 0.1107 1.0798 0.0705 0.076 Uiso 1 1 calc R . . C25A C 0.2394(6) 1.0303(5) 0.0004(4) 0.0571(17) Uani 1 1 d . . . H25B H 0.2227 1.0754 -0.0347 0.068 Uiso 1 1 calc R . . C26A C 0.3296(5) 0.9605(4) -0.0090(3) 0.0459(13) Uani 1 1 d . . . H26B H 0.3751 0.9590 -0.0509 0.055 Uiso 1 1 calc R . . N4A N 0.3555(4) 0.8954(3) 0.0381(2) 0.0372(10) Uani 1 1 d . . . C27A C 0.5730(4) 0.8285(4) 0.0890(3) 0.0372(12) Uani 1 1 d . . . C28A C 0.5463(5) 0.9048(4) 0.1182(3) 0.0421(13) Uani 1 1 d . . . H28B H 0.4786 0.9461 0.1104 0.051 Uiso 1 1 calc R . . C29A C 0.6165(5) 0.9224(4) 0.1587(3) 0.0469(14) Uani 1 1 d . . . H29B H 0.5963 0.9753 0.1778 0.056 Uiso 1 1 calc R . . C30A C 0.7152(6) 0.8632(5) 0.1712(3) 0.0524(16) Uani 1 1 d . . . H30B H 0.7622 0.8751 0.1996 0.063 Uiso 1 1 calc R . . C31A C 0.7457(5) 0.7867(4) 0.1425(3) 0.0479(14) Uani 1 1 d . . . H31B H 0.8139 0.7462 0.1505 0.057 Uiso 1 1 calc R . . C32A C 0.6756(5) 0.7693(4) 0.1018(3) 0.0426(13) Uani 1 1 d . . . C33A C 0.7024(5) 0.6909(4) 0.0673(3) 0.0490(14) Uani 1 1 d . . . C34A C 0.7976(6) 0.6248(5) 0.0705(5) 0.074(2) Uani 1 1 d . . . H34B H 0.8514 0.6271 0.0988 0.088 Uiso 1 1 calc R . . C35A C 0.8149(8) 0.5558(6) 0.0329(6) 0.095(3) Uani 1 1 d . . . H35B H 0.8805 0.5105 0.0346 0.114 Uiso 1 1 calc R . . C36A C 0.7347(7) 0.5533(6) -0.0078(6) 0.087(3) Uani 1 1 d . . . H36B H 0.7451 0.5066 -0.0348 0.104 Uiso 1 1 calc R . . C37A C 0.6406(6) 0.6194(5) -0.0081(4) 0.0589(18) Uani 1 1 d . . . H37B H 0.5853 0.6169 -0.0347 0.071 Uiso 1 1 calc R . . N5A N 0.6236(4) 0.6875(3) 0.0278(3) 0.0419(11) Uani 1 1 d . . . P1 P 0.95833(17) -0.1526(2) 0.74222(12) 0.0822(8) Uani 1 1 d . . . F10 F 0.9634(5) -0.1575(5) 0.8270(3) 0.113(2) Uani 1 1 d . . . F11 F 1.0181(7) -0.0974(6) 0.7374(4) 0.135(3) Uani 1 1 d . . . F12 F 0.8480(5) -0.0856(5) 0.7468(3) 0.136(3) Uani 1 1 d . . . F13 F 0.9019(8) -0.2159(6) 0.7498(4) 0.150(3) Uani 1 1 d . . . F14 F 1.0667(6) -0.2255(7) 0.7375(5) 0.172(4) Uani 1 1 d . . . F15 F 0.9542(5) -0.1455(6) 0.6565(3) 0.119(3) Uani 1 1 d . . . P2 P 0.0292(2) 0.52280(19) 0.21052(16) 0.0858(8) Uani 1 1 d . . . F20 F 0.0486(7) 0.5215(7) 0.1264(4) 0.169(4) Uani 1 1 d . . . F21 F -0.0743(7) 0.5085(8) 0.2017(7) 0.192(5) Uani 1 1 d . . . F22 F 0.0853(9) 0.4273(6) 0.2219(9) 0.227(6) Uani 1 1 d . . . F23 F 0.1290(7) 0.5364(7) 0.2233(6) 0.192(5) Uani 1 1 d . . . F24 F -0.0380(8) 0.6165(5) 0.2060(6) 0.178(4) Uani 1 1 d . . . F25 F -0.0003(11) 0.5155(10) 0.2959(5) 0.256(9) Uani 1 1 d . . . C100 C -0.0287(16) 0.7519(12) 0.3142(10) 0.165(6) Uani 1 1 d U . . H10A H -0.1025 0.7580 0.3143 0.248 Uiso 1 1 calc R . . H10B H -0.0198 0.7826 0.3540 0.248 Uiso 1 1 calc R . . H10C H 0.0161 0.6935 0.3214 0.248 Uiso 1 1 calc R . . C101 C -0.0002(15) 0.7829(11) 0.2470(10) 0.144(5) Uani 1 1 d U . . H10K H -0.0134 0.7527 0.2078 0.173 Uiso 1 1 calc R . . H10L H 0.0767 0.7689 0.2458 0.173 Uiso 1 1 calc R . . O102 O -0.0503(7) 0.8700(7) 0.2280(6) 0.135(4) Uani 1 1 d . . . C103 C -0.0289(11) 0.8920(13) 0.1510(10) 0.148(7) Uani 1 1 d . . . H10M H -0.0593 0.8660 0.1178 0.177 Uiso 1 1 calc R . . H10N H 0.0479 0.8725 0.1399 0.177 Uiso 1 1 calc R . . C104 C -0.0792(12) 0.9860(10) 0.1399(8) 0.127(5) Uani 1 1 d . . . H10E H -0.0549 1.0113 0.1769 0.190 Uiso 1 1 calc R . . H10F H -0.1560 1.0041 0.1450 0.190 Uiso 1 1 calc R . . H10G H -0.0587 1.0027 0.0909 0.190 Uiso 1 1 calc R . . C200 C 0.001(2) 0.6229(18) 0.5023(17) 0.076(9) Uani 0.25 1 d PDU A 1 H20P H 0.0523 0.6370 0.4700 0.115 Uiso 0.25 1 calc PR A 1 H20O H -0.0690 0.6663 0.4973 0.115 Uiso 0.25 1 calc PR A 1 H20N H -0.0001 0.5705 0.4886 0.115 Uiso 0.25 1 calc PR A 1 C201 C 0.033(2) 0.6149(16) 0.5826(17) 0.076(10) Uani 0.25 1 d PDU A 1 H20M H -0.0079 0.6684 0.6046 0.091 Uiso 0.25 1 calc PR A 1 H20L H 0.0081 0.5739 0.6088 0.091 Uiso 0.25 1 calc PR A 1 O202 O 0.143(2) 0.5920(13) 0.5993(18) 0.088(8) Uani 0.25 1 d PD A 1 C203 C 0.172(3) 0.587(3) 0.673(2) 0.14(2) Uani 0.25 1 d PD A 1 H20K H 0.1540 0.5428 0.7001 0.166 Uiso 0.25 1 calc PR A 1 H20J H 0.1294 0.6393 0.6956 0.166 Uiso 0.25 1 calc PR A 1 C204 C 0.290(4) 0.568(4) 0.682(4) 0.129(18) Uani 0.25 1 d PDU A 1 H20G H 0.3318 0.5383 0.6402 0.194 Uiso 0.25 1 calc PR A 1 H20H H 0.3127 0.5352 0.7274 0.194 Uiso 0.25 1 calc PR A 1 H20I H 0.3000 0.6204 0.6840 0.194 Uiso 0.25 1 calc PR A 1 C300 C 0.0444(15) 0.2798(10) 0.0375(9) 0.107(5) Uani 0.75 1 d P . . N300 N 0.0466(15) 0.2366(11) -0.0018(9) 0.143(6) Uani 0.75 1 d P . . C301 C 0.064(2) 0.3288(15) 0.0941(12) 0.184(11) Uani 0.75 1 d P . . H30C H 0.1398 0.3119 0.0987 0.276 Uiso 0.75 1 calc PR . . H30D H 0.0313 0.3191 0.1414 0.276 Uiso 0.75 1 calc PR . . H30E H 0.0332 0.3875 0.0794 0.276 Uiso 0.75 1 calc PR . . O400 O 0.0000 1.0000 0.5000 0.333(14) Uani 1 2 d SDU B 2 O401 O 0.097(2) 0.9104(16) 0.3941(9) 0.228(15) Uani 0.50 1 d PD C 1 O403 O 0.325(4) 0.548(2) 0.7546(19) 0.30(2) Uani 0.50 1 d P D 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1B 0.03540(12) 0.04896(15) 0.01969(12) -0.00664(9) -0.00133(8) -0.01462(10) N1B 0.044(3) 0.054(3) 0.020(2) -0.004(2) -0.0050(17) -0.018(2) N2B 0.039(2) 0.058(3) 0.030(2) -0.010(2) 0.0024(18) -0.012(2) N3B 0.068(4) 0.059(4) 0.053(4) -0.019(3) -0.005(3) -0.017(3) C1B 0.054(3) 0.060(4) 0.029(3) -0.003(3) -0.007(2) -0.020(3) C2B 0.069(4) 0.059(4) 0.039(3) 0.005(3) -0.018(3) -0.023(3) C3B 0.095(6) 0.071(5) 0.027(3) 0.008(3) -0.023(3) -0.043(4) C4B 0.077(5) 0.069(5) 0.027(3) -0.003(3) -0.006(3) -0.040(4) C5B 0.050(3) 0.068(4) 0.023(3) -0.006(3) -0.002(2) -0.029(3) C6B 0.057(4) 0.079(5) 0.025(3) -0.013(3) 0.007(2) -0.026(3) C7B 0.075(5) 0.099(7) 0.042(4) -0.011(4) 0.022(4) -0.011(5) C8B 0.102(8) 0.148(11) 0.057(6) -0.004(6) 0.044(5) 0.013(7) C9B 0.078(6) 0.119(9) 0.069(6) -0.011(6) 0.022(5) 0.024(6) C10B 0.048(4) 0.068(5) 0.044(4) -0.014(3) 0.007(3) -0.002(3) C11B 0.054(4) 0.049(4) 0.048(4) -0.018(3) -0.002(3) 0.000(3) C12B 0.061(4) 0.069(5) 0.061(5) -0.017(4) -0.011(3) -0.009(4) C13B 0.095(6) 0.056(5) 0.058(5) -0.007(4) -0.025(4) -0.009(4) C14B 0.112(7) 0.050(4) 0.060(5) -0.007(4) -0.008(5) -0.025(5) C15B 0.090(6) 0.054(5) 0.072(5) -0.024(4) 0.000(4) -0.029(4) C16B 0.047(3) 0.038(3) 0.027(3) -0.007(2) 0.000(2) -0.012(2) C17B 0.056(4) 0.046(3) 0.033(3) 0.000(2) -0.001(2) -0.017(3) C18B 0.078(5) 0.046(4) 0.034(3) 0.002(3) -0.001(3) -0.017(3) C19B 0.073(4) 0.045(4) 0.030(3) -0.001(3) -0.015(3) -0.010(3) C20B 0.052(3) 0.049(4) 0.040(3) -0.010(3) -0.013(3) -0.004(3) C21B 0.043(3) 0.049(3) 0.023(3) -0.007(2) -0.004(2) -0.008(2) C22B 0.037(3) 0.058(4) 0.033(3) -0.013(3) -0.003(2) -0.013(3) C23B 0.044(3) 0.083(5) 0.038(3) -0.008(3) -0.010(2) -0.020(3) C24B 0.047(4) 0.102(6) 0.055(4) -0.008(4) -0.004(3) -0.036(4) C25B 0.057(4) 0.089(6) 0.038(3) -0.004(3) 0.003(3) -0.038(4) C26B 0.053(3) 0.066(4) 0.030(3) -0.003(3) -0.004(2) -0.029(3) N4B 0.037(2) 0.055(3) 0.024(2) -0.007(2) -0.0028(17) -0.020(2) C27B 0.041(3) 0.057(4) 0.015(2) -0.001(2) -0.0052(18) -0.016(3) C28B 0.060(4) 0.049(3) 0.016(2) 0.001(2) -0.003(2) -0.018(3) C29B 0.071(4) 0.054(4) 0.023(3) -0.008(2) -0.005(2) -0.023(3) C30B 0.070(4) 0.056(4) 0.027(3) -0.017(3) 0.003(3) -0.017(3) C31B 0.052(3) 0.058(4) 0.031(3) -0.012(3) 0.005(2) -0.016(3) C32B 0.047(3) 0.058(4) 0.026(3) -0.007(3) 0.001(2) -0.020(3) C33B 0.043(3) 0.064(4) 0.037(3) -0.017(3) 0.004(2) -0.019(3) C34B 0.047(4) 0.098(6) 0.082(6) -0.043(5) 0.020(4) -0.031(4) C35B 0.058(5) 0.113(8) 0.123(8) -0.065(7) 0.021(5) -0.044(5) C36B 0.064(5) 0.095(7) 0.106(7) -0.056(6) 0.012(4) -0.046(5) C37B 0.049(3) 0.067(5) 0.047(4) -0.024(3) 0.005(3) -0.024(3) N5B 0.034(2) 0.058(3) 0.031(2) -0.016(2) 0.0012(17) -0.019(2) Ir1A 0.04272(13) 0.04273(15) 0.02136(12) -0.00798(9) -0.00179(8) -0.01353(10) N1A 0.047(3) 0.049(3) 0.018(2) -0.0068(19) -0.0002(17) -0.010(2) N2A 0.049(3) 0.055(3) 0.035(3) -0.016(2) -0.006(2) -0.015(2) N3A 0.080(4) 0.068(4) 0.061(4) -0.018(3) 0.000(3) -0.038(4) C1A 0.053(3) 0.057(4) 0.028(3) -0.006(3) 0.005(2) -0.017(3) C2A 0.069(4) 0.061(4) 0.037(3) -0.006(3) 0.014(3) -0.019(3) C3A 0.106(6) 0.056(4) 0.025(3) -0.011(3) 0.019(3) -0.024(4) C4A 0.091(5) 0.052(4) 0.027(3) -0.011(3) -0.001(3) -0.012(4) C5A 0.063(4) 0.045(3) 0.023(3) -0.009(2) -0.005(2) -0.007(3) C6A 0.065(4) 0.060(4) 0.031(3) -0.015(3) -0.017(3) -0.008(3) C7A 0.081(6) 0.097(7) 0.047(4) -0.010(4) -0.025(4) -0.026(5) C8A 0.093(7) 0.125(9) 0.086(7) -0.006(6) -0.051(6) -0.040(7) C9A 0.080(6) 0.127(9) 0.089(7) -0.012(6) -0.034(5) -0.050(6) C10A 0.057(4) 0.074(5) 0.057(4) -0.019(4) -0.010(3) -0.023(4) C11A 0.067(4) 0.064(5) 0.064(5) -0.019(4) -0.001(3) -0.037(4) C12A 0.076(5) 0.072(6) 0.091(6) -0.029(5) 0.014(4) -0.040(5) C13A 0.113(8) 0.081(7) 0.089(7) -0.032(5) 0.037(6) -0.058(6) C14A 0.129(8) 0.069(6) 0.070(6) -0.018(4) 0.009(5) -0.061(6) C15A 0.098(6) 0.056(5) 0.080(6) -0.019(4) 0.001(5) -0.037(5) C16A 0.057(3) 0.045(3) 0.028(3) -0.003(2) -0.003(2) -0.026(3) C17A 0.070(4) 0.050(4) 0.042(3) -0.002(3) -0.003(3) -0.029(3) C18A 0.090(5) 0.051(4) 0.040(4) 0.008(3) -0.007(3) -0.033(4) C19A 0.106(6) 0.076(5) 0.033(3) -0.004(3) 0.009(3) -0.058(5) C20A 0.070(4) 0.071(5) 0.037(3) -0.010(3) 0.010(3) -0.039(4) C21A 0.057(3) 0.052(4) 0.027(3) -0.007(2) 0.003(2) -0.028(3) C22A 0.045(3) 0.055(4) 0.035(3) -0.010(3) 0.004(2) -0.021(3) C23A 0.057(4) 0.066(5) 0.045(4) -0.015(3) 0.012(3) -0.015(3) C24A 0.057(4) 0.058(4) 0.058(4) -0.010(3) 0.012(3) -0.006(3) C25A 0.062(4) 0.053(4) 0.044(4) 0.001(3) -0.001(3) -0.009(3) C26A 0.056(3) 0.051(4) 0.031(3) -0.006(3) 0.002(2) -0.019(3) N4A 0.042(2) 0.044(3) 0.022(2) -0.0084(19) -0.0004(17) -0.012(2) C27A 0.050(3) 0.046(3) 0.014(2) -0.005(2) 0.0010(19) -0.016(2) C28A 0.056(3) 0.051(3) 0.019(2) -0.006(2) 0.002(2) -0.020(3) C29A 0.077(4) 0.051(4) 0.021(3) -0.008(2) 0.000(2) -0.033(3) C30A 0.068(4) 0.069(5) 0.030(3) -0.008(3) -0.005(3) -0.035(4) C31A 0.056(4) 0.060(4) 0.026(3) -0.007(3) -0.010(2) -0.018(3) C32A 0.053(3) 0.049(4) 0.023(3) -0.004(2) -0.004(2) -0.017(3) C33A 0.057(4) 0.052(4) 0.035(3) -0.010(3) -0.012(3) -0.014(3) C34A 0.066(5) 0.062(5) 0.081(6) -0.022(4) -0.031(4) -0.003(4) C35A 0.075(6) 0.073(6) 0.115(8) -0.039(6) -0.033(5) 0.007(5) C36A 0.076(6) 0.064(5) 0.106(7) -0.047(5) -0.021(5) 0.000(4) C37A 0.067(4) 0.053(4) 0.054(4) -0.024(3) -0.013(3) -0.013(3) N5A 0.049(3) 0.042(3) 0.032(2) -0.010(2) -0.0048(19) -0.013(2) P1 0.0472(10) 0.145(3) 0.0481(11) -0.0292(13) 0.0028(8) -0.0257(13) F10 0.115(5) 0.166(7) 0.048(3) -0.013(3) -0.007(3) -0.040(4) F11 0.169(7) 0.216(9) 0.075(4) -0.011(5) -0.008(4) -0.133(7) F12 0.074(4) 0.189(8) 0.079(4) 0.016(4) 0.005(3) 0.018(4) F13 0.177(8) 0.206(10) 0.098(5) -0.031(5) -0.016(5) -0.103(8) F14 0.097(5) 0.235(11) 0.121(6) -0.069(7) -0.012(4) 0.017(6) F15 0.079(3) 0.236(9) 0.062(3) -0.055(4) 0.009(3) -0.077(5) P2 0.0685(14) 0.0918(19) 0.0786(17) -0.0041(14) -0.0141(11) -0.0081(13) F20 0.151(7) 0.220(10) 0.086(5) -0.026(6) 0.016(5) -0.015(7) F21 0.108(6) 0.262(14) 0.207(11) 0.062(10) -0.062(6) -0.073(8) F22 0.188(10) 0.116(7) 0.350(18) 0.041(9) -0.136(11) -0.015(7) F23 0.140(7) 0.236(11) 0.229(11) 0.110(9) -0.100(7) -0.108(8) F24 0.194(9) 0.105(6) 0.186(9) -0.040(6) -0.100(7) 0.018(6) F25 0.226(13) 0.310(17) 0.082(6) 0.033(8) 0.008(7) 0.054(12) C100 0.209(15) 0.171(14) 0.124(12) 0.019(11) -0.020(12) -0.085(12) C101 0.155(13) 0.139(13) 0.133(12) -0.032(10) -0.030(10) -0.042(11) O102 0.102(6) 0.124(8) 0.140(9) -0.033(6) 0.015(6) 0.000(5) C103 0.085(8) 0.21(2) 0.150(14) -0.069(13) 0.035(9) -0.049(10) C104 0.122(11) 0.135(12) 0.142(12) -0.035(10) -0.008(9) -0.063(10) C200 0.065(16) 0.043(14) 0.11(2) -0.043(15) 0.047(15) -0.013(12) C201 0.046(13) 0.031(12) 0.12(2) 0.030(14) 0.035(14) 0.005(10) O202 0.103(19) 0.036(11) 0.13(2) -0.029(13) 0.033(17) -0.030(12) C203 0.11(4) 0.08(3) 0.16(5) 0.00(3) 0.07(4) 0.02(3) C204 0.16(3) 0.11(3) 0.14(3) 0.00(2) -0.01(2) -0.07(2) C300 0.144(14) 0.083(10) 0.088(11) -0.016(8) 0.045(10) -0.042(10) N300 0.192(17) 0.118(12) 0.093(10) -0.013(9) 0.046(10) -0.038(12) C301 0.30(3) 0.135(18) 0.113(16) -0.017(14) 0.057(19) -0.09(2) O400 0.29(2) 0.29(2) 0.36(2) 0.253(19) -0.138(18) -0.076(17) O401 0.23(3) 0.35(4) 0.111(17) 0.09(2) -0.056(17) -0.13(3) O403 0.61(7) 0.19(3) 0.21(3) 0.00(2) -0.04(4) -0.28(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 Ir1B C27B 2.015(6) . ? Ir1B C16B 2.023(6) . ? Ir1B N5B 2.023(4) . ? Ir1B N4B 2.033(4) . ? Ir1B N1B 2.128(5) . ? Ir1B N2B 2.220(5) . ? N1B C1B 1.351(8) . ? N1B C5B 1.360(7) . ? N2B C10B 1.336(9) . ? N2B C6B 1.380(8) . ? N3B C11B 1.323(10) . ? N3B C15B 1.336(11) . ? C1B C2B 1.380(9) . ? C1B H1BA 0.9500 . ? C2B C3B 1.399(10) . ? C2B H2BA 0.9500 . ? C3B C4B 1.356(11) . ? C3B H3BA 0.9500 . ? C4B C5B 1.372(9) . ? C4B H4BA 0.9500 . ? C5B C6B 1.451(10) . ? C6B C7B 1.378(9) . ? C7B C8B 1.375(14) . ? C7B H7BA 0.9500 . ? C8B C9B 1.370(14) . ? C8B H8BA 0.9500 . ? C9B C10B 1.405(10) . ? C9B H9BA 0.9500 . ? C10B C11B 1.482(11) . ? C11B C12B 1.386(10) . ? C12B C13B 1.376(12) . ? C12B H12A 0.9500 . ? C13B C14B 1.350(13) . ? C13B H13A 0.9500 . ? C14B C15B 1.382(13) . ? C14B H14A 0.9500 . ? C15B H15A 0.9500 . ? C16B C17B 1.403(8) . ? C16B C21B 1.405(8) . ? C17B C18B 1.394(9) . ? C17B H17A 0.9500 . ? C18B C19B 1.384(10) . ? C18B H18A 0.9500 . ? C19B C20B 1.365(10) . ? C19B H19A 0.9500 . ? C20B C21B 1.411(8) . ? C20B H20A 0.9500 . ? C21B C22B 1.460(9) . ? C22B N4B 1.368(7) . ? C22B C23B 1.380(9) . ? C23B C24B 1.380(11) . ? C23B H23A 0.9500 . ? C24B C25B 1.382(10) . ? C24B H24A 0.9500 . ? C25B C26B 1.366(9) . ? C25B H25A 0.9500 . ? C26B N4B 1.347(8) . ? C26B H26A 0.9500 . ? C27B C32B 1.390(8) . ? C27B C28B 1.392(9) . ? C28B C29B 1.401(9) . ? C28B H28A 0.9500 . ? C29B C30B 1.384(10) . ? C29B H29A 0.9500 . ? C30B C31B 1.374(9) . ? C30B H30A 0.9500 . ? C31B C32B 1.396(8) . ? C31B H31A 0.9500 . ? C32B C33B 1.461(9) . ? C33B N5B 1.365(7) . ? C33B C34B 1.374(9) . ? C34B C35B 1.379(12) . ? C34B H34A 0.9500 . ? C35B C36B 1.402(12) . ? C35B H35A 0.9500 . ? C36B C37B 1.365(10) . ? C36B H36A 0.9500 . ? C37B N5B 1.352(8) . ? C37B H37A 0.9500 . ? Ir1A C27A 1.994(6) . ? Ir1A C16A 2.018(6) . ? Ir1A N5A 2.042(5) . ? Ir1A N4A 2.049(5) . ? Ir1A N1A 2.130(5) . ? Ir1A N2A 2.214(5) . ? N1A C1A 1.334(8) . ? N1A C5A 1.362(8) . ? N2A C10A 1.323(9) . ? N2A C6A 1.374(9) . ? N3A C15A 1.336(11) . ? N3A C11A 1.337(11) . ? C1A C2A 1.386(8) . ? C1A H1AA 0.9500 . ? C2A C3A 1.400(11) . ? C2A H2AA 0.9500 . ? C3A C4A 1.361(12) . ? C3A H3AA 0.9500 . ? C4A C5A 1.387(9) . ? C4A H4AA 0.9500 . ? C5A C6A 1.460(10) . ? C6A C7A 1.388(9) . ? C7A C8A 1.357(14) . ? C7A H7AA 0.9500 . ? C8A C9A 1.367(15) . ? C8A H8AA 0.9500 . ? C9A C10A 1.402(11) . ? C9A H9AA 0.9500 . ? C10A C11A 1.497(12) . ? C11A C12A 1.390(11) . ? C12A C13A 1.372(14) . ? C12A H12B 0.9500 . ? C13A C14A 1.368(15) . ? C13A H13B 0.9500 . ? C14A C15A 1.401(13) . ? C14A H14B 0.9500 . ? C15A H15B 0.9500 . ? C16A C17A 1.395(9) . ? C16A C21A 1.418(9) . ? C17A C18A 1.392(9) . ? C17A H17B 0.9500 . ? C18A C19A 1.360(11) . ? C18A H18B 0.9500 . ? C19A C20A 1.392(11) . ? C19A H19B 0.9500 . ? C20A C21A 1.409(8) . ? C20A H20B 0.9500 . ? C21A C22A 1.444(9) . ? C22A N4A 1.380(7) . ? C22A C23A 1.385(9) . ? C23A C24A 1.376(11) . ? C23A H23B 0.9500 . ? C24A C25A 1.393(10) . ? C24A H24B 0.9500 . ? C25A C26A 1.383(9) . ? C25A H25B 0.9500 . ? C26A N4A 1.331(8) . ? C26A H26B 0.9500 . ? C27A C28A 1.388(8) . ? C27A C32A 1.421(8) . ? C28A C29A 1.396(8) . ? C28A H28B 0.9500 . ? C29A C30A 1.382(10) . ? C29A H29B 0.9500 . ? C30A C31A 1.380(10) . ? C30A H30B 0.9500 . ? C31A C32A 1.396(8) . ? C31A H31B 0.9500 . ? C32A C33A 1.465(9) . ? C33A N5A 1.369(8) . ? C33A C34A 1.381(10) . ? C34A C35A 1.374(12) . ? C34A H34B 0.9500 . ? C35A C36A 1.391(12) . ? C35A H35B 0.9500 . ? C36A C37A 1.370(11) . ? C36A H36B 0.9500 . ? C37A N5A 1.344(8) . ? C37A H37B 0.9500 . ? P1 F11 1.490(8) . ? P1 F12 1.526(6) . ? P1 F14 1.553(8) . ? P1 F10 1.554(6) . ? P1 F15 1.569(6) . ? P1 F13 1.578(9) . ? P2 F23 1.519(8) . ? P2 F20 1.546(8) . ? P2 F24 1.551(8) . ? P2 F21 1.560(9) . ? P2 F22 1.563(10) . ? P2 F25 1.596(10) . ? C100 C101 1.40(2) . ? C100 H10A 0.9800 . ? C100 H10B 0.9800 . ? C100 H10C 0.9800 . ? C101 O102 1.448(19) . ? C101 H10K 0.9900 . ? C101 H10L 0.9900 . ? O102 C103 1.474(19) . ? C103 C104 1.53(2) . ? C103 H10M 0.9900 . ? C103 H10N 0.9900 . ? C104 H10E 0.9800 . ? C104 H10F 0.9800 . ? C104 H10G 0.9800 . ? C200 C201 1.546(19) . ? C200 H20P 0.9800 . ? C200 H20O 0.9800 . ? C200 H20N 0.9800 . ? C201 O202 1.46(4) . ? C201 H20M 0.9900 . ? C201 H20L 0.9900 . ? O202 C203 1.42(2) . ? C203 C204 1.55(2) . ? C203 H20K 0.9900 . ? C203 H20J 0.9900 . ? C204 H20G 0.9800 . ? C204 H20H 0.9800 . ? C204 H20I 0.9800 . ? C300 N300 1.08(2) . ? C300 C301 1.50(3) . ? C301 H30C 0.9800 . ? C301 H30D 0.9800 . ? C301 H30E 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C27B Ir1B C16B 84.7(2) . . ? C27B Ir1B N5B 80.4(2) . . ? C16B Ir1B N5B 95.8(2) . . ? C27B Ir1B N4B 95.2(2) . . ? C16B Ir1B N4B 79.9(2) . . ? N5B Ir1B N4B 174.18(17) . . ? C27B Ir1B N1B 95.4(2) . . ? C16B Ir1B N1B 176.9(2) . . ? N5B Ir1B N1B 87.30(19) . . ? N4B Ir1B N1B 97.05(18) . . ? C27B Ir1B N2B 171.5(2) . . ? C16B Ir1B N2B 103.7(2) . . ? N5B Ir1B N2B 99.94(18) . . ? N4B Ir1B N2B 84.91(18) . . ? N1B Ir1B N2B 76.10(19) . . ? C1B N1B C5B 118.3(5) . . ? C1B N1B Ir1B 124.4(4) . . ? C5B N1B Ir1B 117.2(4) . . ? C10B N2B C6B 119.0(5) . . ? C10B N2B Ir1B 127.5(4) . . ? C6B N2B Ir1B 111.1(4) . . ? C11B N3B C15B 117.3(7) . . ? N1B C1B C2B 122.8(6) . . ? N1B C1B H1BA 118.6 . . ? C2B C1B H1BA 118.6 . . ? C1B C2B C3B 117.4(7) . . ? C1B C2B H2BA 121.3 . . ? C3B C2B H2BA 121.3 . . ? C4B C3B C2B 120.0(6) . . ? C4B C3B H3BA 120.0 . . ? C2B C3B H3BA 120.0 . . ? C3B C4B C5B 120.2(6) . . ? C3B C4B H4BA 119.9 . . ? C5B C4B H4BA 119.9 . . ? N1B C5B C4B 121.3(7) . . ? N1B C5B C6B 115.1(5) . . ? C4B C5B C6B 123.5(6) . . ? C7B C6B N2B 121.0(7) . . ? C7B C6B C5B 121.7(7) . . ? N2B C6B C5B 117.3(5) . . ? C8B C7B C6B 119.1(8) . . ? C8B C7B H7BA 120.5 . . ? C6B C7B H7BA 120.5 . . ? C9B C8B C7B 120.6(8) . . ? C9B C8B H8BA 119.7 . . ? C7B C8B H8BA 119.7 . . ? C8B C9B C10B 118.5(9) . . ? C8B C9B H9BA 120.8 . . ? C10B C9B H9BA 120.8 . . ? N2B C10B C9B 121.4(8) . . ? N2B C10B C11B 119.6(6) . . ? C9B C10B C11B 118.9(7) . . ? N3B C11B C12B 123.0(8) . . ? N3B C11B C10B 114.2(6) . . ? C12B C11B C10B 122.6(8) . . ? C13B C12B C11B 118.5(8) . . ? C13B C12B H12A 120.8 . . ? C11B C12B H12A 120.8 . . ? C14B C13B C12B 119.3(8) . . ? C14B C13B H13A 120.4 . . ? C12B C13B H13A 120.4 . . ? C13B C14B C15B 118.9(8) . . ? C13B C14B H14A 120.5 . . ? C15B C14B H14A 120.5 . . ? N3B C15B C14B 123.0(9) . . ? N3B C15B H15A 118.5 . . ? C14B C15B H15A 118.5 . . ? C17B C16B C21B 117.6(5) . . ? C17B C16B Ir1B 127.8(5) . . ? C21B C16B Ir1B 114.4(4) . . ? C18B C17B C16B 120.1(6) . . ? C18B C17B H17A 120.0 . . ? C16B C17B H17A 120.0 . . ? C19B C18B C17B 121.5(6) . . ? C19B C18B H18A 119.2 . . ? C17B C18B H18A 119.2 . . ? C20B C19B C18B 119.6(6) . . ? C20B C19B H19A 120.2 . . ? C18B C19B H19A 120.2 . . ? C19B C20B C21B 119.9(6) . . ? C19B C20B H20A 120.1 . . ? C21B C20B H20A 120.1 . . ? C16B C21B C20B 121.2(6) . . ? C16B C21B C22B 115.6(5) . . ? C20B C21B C22B 123.2(6) . . ? N4B C22B C23B 120.9(6) . . ? N4B C22B C21B 113.1(5) . . ? C23B C22B C21B 126.0(6) . . ? C22B C23B C24B 119.7(6) . . ? C22B C23B H23A 120.1 . . ? C24B C23B H23A 120.1 . . ? C23B C24B C25B 119.4(6) . . ? C23B C24B H24A 120.3 . . ? C25B C24B H24A 120.3 . . ? C26B C25B C24B 118.5(7) . . ? C26B C25B H25A 120.8 . . ? C24B C25B H25A 120.8 . . ? N4B C26B C25B 123.4(6) . . ? N4B C26B H26A 118.3 . . ? C25B C26B H26A 118.3 . . ? C26B N4B C22B 118.0(5) . . ? C26B N4B Ir1B 124.9(4) . . ? C22B N4B Ir1B 117.0(4) . . ? C32B C27B C28B 118.5(5) . . ? C32B C27B Ir1B 114.3(4) . . ? C28B C27B Ir1B 127.2(4) . . ? C27B C28B C29B 120.3(6) . . ? C27B C28B H28A 119.9 . . ? C29B C28B H28A 119.9 . . ? C30B C29B C28B 120.2(6) . . ? C30B C29B H29A 119.9 . . ? C28B C29B H29A 119.9 . . ? C31B C30B C29B 120.0(6) . . ? C31B C30B H30A 120.0 . . ? C29B C30B H30A 120.0 . . ? C30B C31B C32B 119.9(6) . . ? C30B C31B H31A 120.0 . . ? C32B C31B H31A 120.0 . . ? C27B C32B C31B 121.1(6) . . ? C27B C32B C33B 115.5(5) . . ? C31B C32B C33B 123.4(6) . . ? N5B C33B C34B 120.8(6) . . ? N5B C33B C32B 113.7(5) . . ? C34B C33B C32B 125.5(6) . . ? C33B C34B C35B 120.0(7) . . ? C33B C34B H34A 120.0 . . ? C35B C34B H34A 120.0 . . ? C34B C35B C36B 119.1(7) . . ? C34B C35B H35A 120.5 . . ? C36B C35B H35A 120.5 . . ? C37B C36B C35B 118.5(7) . . ? C37B C36B H36A 120.7 . . ? C35B C36B H36A 120.7 . . ? N5B C37B C36B 122.5(6) . . ? N5B C37B H37A 118.8 . . ? C36B C37B H37A 118.8 . . ? C37B N5B C33B 119.1(5) . . ? C37B N5B Ir1B 124.9(4) . . ? C33B N5B Ir1B 116.0(4) . . ? C27A Ir1A C16A 84.9(2) . . ? C27A Ir1A N5A 81.0(2) . . ? C16A Ir1A N5A 95.8(2) . . ? C27A Ir1A N4A 94.1(2) . . ? C16A Ir1A N4A 80.3(2) . . ? N5A Ir1A N4A 174.09(17) . . ? C27A Ir1A N1A 95.5(2) . . ? C16A Ir1A N1A 177.0(2) . . ? N5A Ir1A N1A 87.23(19) . . ? N4A Ir1A N1A 96.67(18) . . ? C27A Ir1A N2A 171.6(2) . . ? C16A Ir1A N2A 103.2(2) . . ? N5A Ir1A N2A 100.03(19) . . ? N4A Ir1A N2A 85.24(19) . . ? N1A Ir1A N2A 76.4(2) . . ? C1A N1A C5A 119.7(5) . . ? C1A N1A Ir1A 124.2(4) . . ? C5A N1A Ir1A 116.1(4) . . ? C10A N2A C6A 117.2(6) . . ? C10A N2A Ir1A 128.3(5) . . ? C6A N2A Ir1A 111.4(4) . . ? C15A N3A C11A 116.6(7) . . ? N1A C1A C2A 122.3(6) . . ? N1A C1A H1AA 118.8 . . ? C2A C1A H1AA 118.8 . . ? C1A C2A C3A 118.0(7) . . ? C1A C2A H2AA 121.0 . . ? C3A C2A H2AA 121.0 . . ? C4A C3A C2A 119.5(6) . . ? C4A C3A H3AA 120.2 . . ? C2A C3A H3AA 120.2 . . ? C3A C4A C5A 120.2(7) . . ? C3A C4A H4AA 119.9 . . ? C5A C4A H4AA 119.9 . . ? N1A C5A C4A 120.2(7) . . ? N1A C5A C6A 116.1(5) . . ? C4A C5A C6A 123.6(6) . . ? N2A C6A C7A 122.1(7) . . ? N2A C6A C5A 116.2(5) . . ? C7A C6A C5A 121.8(7) . . ? C8A C7A C6A 119.3(9) . . ? C8A C7A H7AA 120.4 . . ? C6A C7A H7AA 120.4 . . ? C7A C8A C9A 119.4(8) . . ? C7A C8A H8AA 120.3 . . ? C9A C8A H8AA 120.3 . . ? C8A C9A C10A 119.1(9) . . ? C8A C9A H9AA 120.4 . . ? C10A C9A H9AA 120.4 . . ? N2A C10A C9A 122.5(8) . . ? N2A C10A C11A 118.8(6) . . ? C9A C10A C11A 118.6(8) . . ? N3A C11A C12A 124.0(8) . . ? N3A C11A C10A 114.0(7) . . ? C12A C11A C10A 121.8(8) . . ? C13A C12A C11A 117.9(9) . . ? C13A C12A H12B 121.1 . . ? C11A C12A H12B 121.1 . . ? C14A C13A C12A 120.1(9) . . ? C14A C13A H13B 120.0 . . ? C12A C13A H13B 120.0 . . ? C13A C14A C15A 118.0(9) . . ? C13A C14A H14B 121.0 . . ? C15A C14A H14B 121.0 . . ? N3A C15A C14A 123.5(9) . . ? N3A C15A H15B 118.3 . . ? C14A C15A H15B 118.3 . . ? C17A C16A C21A 117.4(6) . . ? C17A C16A Ir1A 128.1(5) . . ? C21A C16A Ir1A 114.1(4) . . ? C18A C17A C16A 121.0(7) . . ? C18A C17A H17B 119.5 . . ? C16A C17A H17B 119.5 . . ? C19A C18A C17A 121.1(7) . . ? C19A C18A H18B 119.5 . . ? C17A C18A H18B 119.5 . . ? C18A C19A C20A 120.5(6) . . ? C18A C19A H19B 119.7 . . ? C20A C19A H19B 119.7 . . ? C19A C20A C21A 119.0(7) . . ? C19A C20A H20B 120.5 . . ? C21A C20A H20B 120.5 . . ? C20A C21A C16A 120.9(6) . . ? C20A C21A C22A 123.1(6) . . ? C16A C21A C22A 116.0(5) . . ? N4A C22A C23A 119.2(6) . . ? N4A C22A C21A 113.8(5) . . ? C23A C22A C21A 127.0(6) . . ? C24A C23A C22A 121.4(6) . . ? C24A C23A H23B 119.3 . . ? C22A C23A H23B 119.3 . . ? C23A C24A C25A 118.5(7) . . ? C23A C24A H24B 120.7 . . ? C25A C24A H24B 120.7 . . ? C26A C25A C24A 118.5(7) . . ? C26A C25A H25B 120.7 . . ? C24A C25A H25B 120.7 . . ? N4A C26A C25A 123.0(6) . . ? N4A C26A H26B 118.5 . . ? C25A C26A H26B 118.5 . . ? C26A N4A C22A 119.5(5) . . ? C26A N4A Ir1A 124.8(4) . . ? C22A N4A Ir1A 115.8(4) . . ? C28A C27A C32A 116.8(5) . . ? C28A C27A Ir1A 128.8(5) . . ? C32A C27A Ir1A 114.4(4) . . ? C27A C28A C29A 121.7(6) . . ? C27A C28A H28B 119.2 . . ? C29A C28A H28B 119.2 . . ? C30A C29A C28A 120.2(6) . . ? C30A C29A H29B 119.9 . . ? C28A C29A H29B 119.9 . . ? C31A C30A C29A 120.2(6) . . ? C31A C30A H30B 119.9 . . ? C29A C30A H30B 119.9 . . ? C30A C31A C32A 119.6(6) . . ? C30A C31A H31B 120.2 . . ? C32A C31A H31B 120.2 . . ? C31A C32A C27A 121.6(6) . . ? C31A C32A C33A 123.3(6) . . ? C27A C32A C33A 115.1(5) . . ? N5A C33A C34A 120.3(6) . . ? N5A C33A C32A 113.9(6) . . ? C34A C33A C32A 125.8(6) . . ? C35A C34A C33A 120.3(7) . . ? C35A C34A H34B 119.8 . . ? C33A C34A H34B 119.8 . . ? C34A C35A C36A 119.0(8) . . ? C34A C35A H35B 120.5 . . ? C36A C35A H35B 120.5 . . ? C37A C36A C35A 118.8(8) . . ? C37A C36A H36B 120.6 . . ? C35A C36A H36B 120.6 . . ? N5A C37A C36A 122.5(7) . . ? N5A C37A H37B 118.7 . . ? C36A C37A H37B 118.7 . . ? C37A N5A C33A 119.1(6) . . ? C37A N5A Ir1A 125.4(4) . . ? C33A N5A Ir1A 115.5(4) . . ? F11 P1 F12 97.4(6) . . ? F11 P1 F14 86.9(6) . . ? F12 P1 F14 175.8(6) . . ? F11 P1 F10 89.0(4) . . ? F12 P1 F10 90.8(4) . . ? F14 P1 F10 89.6(4) . . ? F11 P1 F15 89.4(4) . . ? F12 P1 F15 89.0(4) . . ? F14 P1 F15 90.8(4) . . ? F10 P1 F15 178.3(5) . . ? F11 P1 F13 176.0(6) . . ? F12 P1 F13 86.2(5) . . ? F14 P1 F13 89.6(6) . . ? F10 P1 F13 89.1(4) . . ? F15 P1 F13 92.5(4) . . ? F23 P2 F20 94.0(6) . . ? F23 P2 F24 92.6(6) . . ? F20 P2 F24 91.6(6) . . ? F23 P2 F21 177.1(7) . . ? F20 P2 F21 88.9(6) . . ? F24 P2 F21 87.5(6) . . ? F23 P2 F22 92.4(6) . . ? F20 P2 F22 93.5(7) . . ? F24 P2 F22 172.6(8) . . ? F21 P2 F22 87.2(7) . . ? F23 P2 F25 93.6(8) . . ? F20 P2 F25 171.4(9) . . ? F24 P2 F25 92.1(7) . . ? F21 P2 F25 83.4(8) . . ? F22 P2 F25 82.2(8) . . ? C101 C100 H10A 109.5 . . ? C101 C100 H10B 109.5 . . ? H10A C100 H10B 109.5 . . ? C101 C100 H10C 109.5 . . ? H10A C100 H10C 109.5 . . ? H10B C100 H10C 109.5 . . ? C100 C101 O102 118.9(17) . . ? C100 C101 H10K 107.6 . . ? O102 C101 H10K 107.6 . . ? C100 C101 H10L 107.6 . . ? O102 C101 H10L 107.6 . . ? H10K C101 H10L 107.0 . . ? C101 O102 C103 113.4(12) . . ? O102 C103 C104 108.0(12) . . ? O102 C103 H10M 110.1 . . ? C104 C103 H10M 110.1 . . ? O102 C103 H10N 110.1 . . ? C104 C103 H10N 110.1 . . ? H10M C103 H10N 108.4 . . ? C103 C104 H10E 109.5 . . ? C103 C104 H10F 109.5 . . ? H10E C104 H10F 109.5 . . ? C103 C104 H10G 109.5 . . ? H10E C104 H10G 109.5 . . ? H10F C104 H10G 109.5 . . ? O202 C201 C200 120(2) . . ? O202 C201 H20M 107.2 . . ? C200 C201 H20M 107.2 . . ? O202 C201 H20L 107.2 . . ? C200 C201 H20L 107.2 . . ? H20M C201 H20L 106.9 . . ? C203 O202 C201 120(3) . . ? O202 C203 C204 115(4) . . ? O202 C203 H20K 108.6 . . ? C204 C203 H20K 108.6 . . ? O202 C203 H20J 108.6 . . ? C204 C203 H20J 108.6 . . ? H20K C203 H20J 107.5 . . ? N300 C300 C301 168(3) . . ? C300 C301 H30C 109.5 . . ? C300 C301 H30D 109.5 . . ? H30C C301 H30D 109.5 . . ? C300 C301 H30E 109.5 . . ? H30C C301 H30E 109.5 . . ? H30D C301 H30E 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.425 _refine_diff_density_min -3.674 _refine_diff_density_rms 0.181 # start Validation Reply Form _vrf_PLAT306_I ; PROBLEM: Isolated Oxygen Atom (H-atoms Missing ?) ....... O400 RESPONSE: Hydrogen atoms could not be located from the difference map ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 974016' ####################################################################### # # 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_gs064 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H33 Ir N7, F6 P' _chemical_formula_sum 'C37 H33 F6 Ir N7 P' _chemical_formula_weight 912.89 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall -P2yn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.7713(7) _cell_length_b 21.4055(16) _cell_length_c 12.8079(8) _cell_angle_alpha 90.00 _cell_angle_beta 94.874(5) _cell_angle_gamma 90.00 _cell_volume 3488.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 18997 _cell_measurement_theta_min 5.67 _cell_measurement_theta_max 64.07 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.738 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 3.944 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3841 _exptl_absorpt_correction_T_max 0.5059 _exptl_absorpt_process_details '(Blessing 1951)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 93669 _diffrn_reflns_av_R_equivalents 0.0726 _diffrn_reflns_av_sigmaI/netI 0.0269 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 30.00 _reflns_number_total 10141 _reflns_number_gt 9710 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _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^)+(0.0230P)^2^+3.0535P] 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 10141 _refine_ls_number_parameters 473 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0251 _refine_ls_R_factor_gt 0.0234 _refine_ls_wR_factor_ref 0.0582 _refine_ls_wR_factor_gt 0.0575 _refine_ls_goodness_of_fit_ref 1.167 _refine_ls_restrained_S_all 1.170 _refine_ls_shift/su_max 0.005 _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 0.763413(5) 0.216997(3) 0.826743(5) 0.01581(3) Uani 1 1 d . . . N1 N 0.89808(14) 0.27348(8) 0.80481(14) 0.0198(3) Uani 1 1 d . . . N2 N 0.79840(14) 0.19711(9) 0.66309(13) 0.0200(3) Uani 1 1 d . . . N3 N 0.57684(19) 0.13567(15) 0.62156(19) 0.0450(6) Uani 1 1 d . . . C1 C 0.94519(19) 0.31103(11) 0.87865(18) 0.0268(4) Uani 1 1 d . . . H1A H 0.9252 0.3081 0.9482 0.032 Uiso 1 1 calc R . . C2 C 1.0217(2) 0.35372(13) 0.8571(2) 0.0367(5) Uani 1 1 d . . . H2A H 1.0539 0.3794 0.9112 0.044 Uiso 1 1 calc R . . C3 C 1.0506(2) 0.35846(14) 0.7560(2) 0.0433(7) Uani 1 1 d . . . H3A H 1.1024 0.3878 0.7393 0.052 Uiso 1 1 calc R . . C4 C 1.0032(2) 0.31990(14) 0.6796(2) 0.0383(6) Uani 1 1 d . . . H4A H 1.0217 0.3226 0.6095 0.046 Uiso 1 1 calc R . . C5 C 0.92794(19) 0.27705(10) 0.70650(18) 0.0246(4) Uani 1 1 d . . . C6 C 0.88039(18) 0.23098(11) 0.63182(17) 0.0234(4) Uani 1 1 d . . . C7 C 0.9231(2) 0.22013(12) 0.5371(2) 0.0322(5) Uani 1 1 d . . . H7A H 0.9803 0.2447 0.5179 0.039 Uiso 1 1 calc R . . C8 C 0.8821(2) 0.17365(14) 0.4712(2) 0.0376(6) Uani 1 1 d . . . H8A H 0.9093 0.1663 0.4056 0.045 Uiso 1 1 calc R . . C9 C 0.8006(2) 0.13825(13) 0.50295(19) 0.0334(5) Uani 1 1 d . . . H9A H 0.7721 0.1052 0.4600 0.040 Uiso 1 1 calc R . . C10 C 0.76018(17) 0.15115(11) 0.59847(17) 0.0250(4) Uani 1 1 d . . . C11 C 0.6725(2) 0.11043(13) 0.62608(18) 0.0315(5) Uani 1 1 d . . . C12 C 0.6933(3) 0.04767(15) 0.6450(3) 0.0470(7) Uani 1 1 d . . . H12A H 0.7632 0.0321 0.6473 0.056 Uiso 1 1 calc R . . C13 C 0.6103(4) 0.0083(2) 0.6603(4) 0.0695(12) Uani 1 1 d . . . H13A H 0.6220 -0.0349 0.6737 0.083 Uiso 1 1 calc R . . C14 C 0.5120(3) 0.0323(2) 0.6561(3) 0.0676(12) Uani 1 1 d . . . H14A H 0.4537 0.0061 0.6660 0.081 Uiso 1 1 calc R . . C15 C 0.4972(3) 0.0953(2) 0.6371(3) 0.0604(11) Uani 1 1 d U . . H15A H 0.4277 0.1114 0.6348 0.072 Uiso 1 1 calc R . . C16 C 0.75636(16) 0.24243(10) 0.97648(15) 0.0198(3) Uani 1 1 d . . . C17 C 0.71225(17) 0.30156(11) 0.99172(16) 0.0223(4) Uani 1 1 d . . . C18 C 0.7050(2) 0.32744(13) 1.09095(19) 0.0318(5) Uani 1 1 d . . . H18A H 0.6765 0.3680 1.0985 0.038 Uiso 1 1 calc R . . C19 C 0.7401(2) 0.29266(15) 1.17777(19) 0.0368(6) Uani 1 1 d . . . H19A H 0.7352 0.3092 1.2460 0.044 Uiso 1 1 calc R . . C20 C 0.7823(2) 0.23404(14) 1.16616(19) 0.0352(5) Uani 1 1 d . . . H20A H 0.8060 0.2105 1.2265 0.042 Uiso 1 1 calc R . . C21 C 0.7906(2) 0.20880(11) 1.06634(17) 0.0270(4) Uani 1 1 d . . . H21A H 0.8199 0.1683 1.0597 0.032 Uiso 1 1 calc R . . N4 N 0.68233(15) 0.29823(9) 0.80739(14) 0.0212(3) Uani 1 1 d . . . N5 N 0.67480(15) 0.33225(8) 0.89742(14) 0.0229(3) Uani 1 1 d . . . C22 C 0.5977(3) 0.43521(13) 0.9523(3) 0.0442(7) Uani 1 1 d . . . H22A H 0.5526 0.4180 1.0035 0.066 Uiso 1 1 calc R . . H22B H 0.5619 0.4705 0.9157 0.066 Uiso 1 1 calc R . . H22C H 0.6640 0.4496 0.9886 0.066 Uiso 1 1 calc R . . C23 C 0.6196(2) 0.38597(11) 0.8749(2) 0.0314(5) Uani 1 1 d . . . C24 C 0.5902(2) 0.38470(12) 0.7694(2) 0.0354(5) Uani 1 1 d . . . H24A H 0.5501 0.4156 0.7306 0.043 Uiso 1 1 calc R . . C25 C 0.63013(19) 0.32956(11) 0.72938(18) 0.0284(4) Uani 1 1 d . . . C26 C 0.6174(3) 0.30562(15) 0.6201(2) 0.0407(6) Uani 1 1 d . . . H26A H 0.6821 0.3133 0.5860 0.061 Uiso 1 1 calc R . . H26B H 0.5586 0.3271 0.5813 0.061 Uiso 1 1 calc R . . H26C H 0.6033 0.2606 0.6210 0.061 Uiso 1 1 calc R . . C27 C 0.63486(15) 0.16691(10) 0.85224(15) 0.0190(3) Uani 1 1 d . . . C28 C 0.65407(17) 0.10584(10) 0.88795(17) 0.0231(4) Uani 1 1 d . . . C29 C 0.5758(2) 0.06702(13) 0.9204(2) 0.0356(5) Uani 1 1 d . . . H29A H 0.5920 0.0262 0.9461 0.043 Uiso 1 1 calc R . . C30 C 0.4738(2) 0.08913(15) 0.9144(2) 0.0389(6) Uani 1 1 d . . . H30A H 0.4189 0.0631 0.9350 0.047 Uiso 1 1 calc R . . C31 C 0.45121(18) 0.14881(14) 0.87881(19) 0.0335(5) Uani 1 1 d . . . H31A H 0.3809 0.1637 0.8747 0.040 Uiso 1 1 calc R . . C32 C 0.53114(17) 0.18728(12) 0.84891(17) 0.0253(4) Uani 1 1 d . . . H32A H 0.5145 0.2285 0.8256 0.030 Uiso 1 1 calc R . . N6 N 0.82944(14) 0.13275(8) 0.86179(14) 0.0196(3) Uani 1 1 d . . . N7 N 0.76099(15) 0.08707(8) 0.88872(15) 0.0233(3) Uani 1 1 d . . . C33 C 0.7644(3) -0.02888(12) 0.9316(3) 0.0419(6) Uani 1 1 d . . . H33A H 0.7367 -0.0253 1.0005 0.063 Uiso 1 1 calc R . . H33B H 0.8177 -0.0619 0.9338 0.063 Uiso 1 1 calc R . . H33C H 0.7070 -0.0392 0.8788 0.063 Uiso 1 1 calc R . . C34 C 0.8129(2) 0.03183(11) 0.9040(2) 0.0296(5) Uani 1 1 d . . . C35 C 0.9163(2) 0.04323(11) 0.8881(2) 0.0312(5) Uani 1 1 d . . . H35A H 0.9720 0.0137 0.8939 0.037 Uiso 1 1 calc R . . C36 C 0.92394(17) 0.10622(11) 0.86200(18) 0.0247(4) Uani 1 1 d . . . C37 C 1.01895(18) 0.14111(12) 0.8367(2) 0.0322(5) Uani 1 1 d . . . H37A H 1.0139 0.1508 0.7617 0.048 Uiso 1 1 calc R . . H37B H 1.0815 0.1155 0.8547 0.048 Uiso 1 1 calc R . . H37C H 1.0242 0.1800 0.8771 0.048 Uiso 1 1 calc R . . P1 P 0.79907(5) 0.01537(3) 1.24593(5) 0.03263(13) Uani 1 1 d . . . F10 F 0.69701(14) 0.03445(9) 1.17377(15) 0.0484(4) Uani 1 1 d . . . F11 F 0.86749(15) 0.02157(11) 1.14885(15) 0.0547(5) Uani 1 1 d . . . F12 F 0.82217(19) 0.08659(10) 1.27384(17) 0.0625(6) Uani 1 1 d . . . F13 F 0.73139(18) 0.01099(13) 1.34509(17) 0.0666(7) Uani 1 1 d . . . F14 F 0.77347(19) -0.05599(10) 1.2176(2) 0.0723(7) Uani 1 1 d . . . F15 F 0.90129(17) -0.00563(15) 1.3157(2) 0.0811(9) 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 0.01490(4) 0.01691(4) 0.01619(4) -0.00034(2) 0.00464(3) -0.00020(2) N1 0.0186(8) 0.0188(7) 0.0225(8) -0.0007(6) 0.0054(6) -0.0028(6) N2 0.0186(8) 0.0230(8) 0.0191(7) -0.0017(6) 0.0054(6) -0.0014(6) N3 0.0268(11) 0.0774(19) 0.0310(11) -0.0109(11) 0.0043(9) -0.0069(11) C1 0.0263(10) 0.0283(10) 0.0259(10) -0.0032(8) 0.0037(8) -0.0058(8) C2 0.0356(13) 0.0349(12) 0.0398(13) -0.0071(10) 0.0042(10) -0.0156(11) C3 0.0436(15) 0.0422(15) 0.0459(15) -0.0023(12) 0.0135(12) -0.0260(12) C4 0.0419(14) 0.0411(14) 0.0338(12) 0.0009(10) 0.0142(11) -0.0210(12) C5 0.0247(10) 0.0244(10) 0.0257(10) 0.0012(8) 0.0080(8) -0.0045(8) C6 0.0234(10) 0.0257(9) 0.0220(9) 0.0006(8) 0.0080(8) -0.0033(8) C7 0.0320(12) 0.0398(13) 0.0270(11) -0.0013(9) 0.0151(9) -0.0074(9) C8 0.0406(14) 0.0491(15) 0.0255(11) -0.0088(10) 0.0176(10) -0.0062(12) C9 0.0342(12) 0.0412(13) 0.0263(11) -0.0119(9) 0.0114(9) -0.0065(10) C10 0.0229(9) 0.0311(10) 0.0217(9) -0.0053(8) 0.0064(7) -0.0027(8) C11 0.0288(11) 0.0430(13) 0.0237(10) -0.0145(9) 0.0090(8) -0.0136(10) C12 0.0489(17) 0.0377(14) 0.0575(18) -0.0152(13) 0.0219(14) -0.0168(13) C13 0.078(3) 0.054(2) 0.080(3) -0.0186(19) 0.029(2) -0.039(2) C14 0.062(2) 0.084(3) 0.060(2) -0.022(2) 0.0195(18) -0.047(2) C15 0.0292(14) 0.115(3) 0.0376(15) -0.0179(18) 0.0068(11) -0.0171(17) C16 0.0177(8) 0.0238(9) 0.0182(8) -0.0018(7) 0.0040(7) -0.0011(7) C17 0.0201(9) 0.0260(9) 0.0212(9) -0.0035(7) 0.0046(7) 0.0001(7) C18 0.0331(12) 0.0363(12) 0.0267(11) -0.0114(9) 0.0070(9) 0.0013(10) C19 0.0395(15) 0.0511(16) 0.0204(11) -0.0109(10) 0.0053(10) -0.0016(11) C20 0.0383(14) 0.0464(14) 0.0203(10) 0.0018(10) -0.0001(9) 0.0007(11) C21 0.0287(11) 0.0327(11) 0.0194(9) 0.0016(8) 0.0005(8) 0.0002(8) N4 0.0229(8) 0.0206(7) 0.0206(8) 0.0014(6) 0.0053(6) 0.0052(6) N5 0.0246(9) 0.0198(8) 0.0252(8) -0.0018(6) 0.0070(7) 0.0043(6) C22 0.0537(17) 0.0303(12) 0.0499(16) -0.0064(11) 0.0125(13) 0.0162(12) C23 0.0322(12) 0.0244(10) 0.0390(12) 0.0019(9) 0.0119(10) 0.0094(9) C24 0.0377(13) 0.0312(12) 0.0386(13) 0.0097(10) 0.0098(10) 0.0162(10) C25 0.0298(11) 0.0300(11) 0.0259(10) 0.0060(8) 0.0055(8) 0.0074(9) C26 0.0483(16) 0.0487(16) 0.0245(11) 0.0056(11) 0.0001(10) 0.0146(13) C27 0.0161(8) 0.0241(9) 0.0175(8) -0.0021(7) 0.0049(6) -0.0015(7) C28 0.0188(9) 0.0251(9) 0.0265(10) 0.0005(8) 0.0074(7) -0.0024(7) C29 0.0296(12) 0.0317(12) 0.0471(14) 0.0090(10) 0.0127(10) -0.0082(9) C30 0.0241(11) 0.0491(15) 0.0451(14) 0.0073(12) 0.0125(10) -0.0125(11) C31 0.0176(9) 0.0519(15) 0.0318(11) 0.0022(11) 0.0071(8) -0.0032(10) C32 0.0189(9) 0.0348(11) 0.0229(9) 0.0021(8) 0.0049(7) 0.0019(8) N6 0.0176(7) 0.0173(7) 0.0248(8) 0.0021(6) 0.0065(6) 0.0010(6) N7 0.0226(8) 0.0181(7) 0.0304(9) 0.0030(7) 0.0097(7) -0.0009(6) C33 0.0524(17) 0.0192(10) 0.0567(17) 0.0048(11) 0.0207(14) 0.0015(10) C34 0.0351(12) 0.0198(9) 0.0355(12) 0.0035(8) 0.0125(10) 0.0045(8) C35 0.0317(12) 0.0246(10) 0.0389(12) 0.0055(9) 0.0128(10) 0.0101(9) C36 0.0213(9) 0.0263(10) 0.0276(10) 0.0003(8) 0.0086(8) 0.0047(8) C37 0.0189(10) 0.0354(12) 0.0435(13) 0.0049(10) 0.0093(9) 0.0038(9) P1 0.0220(3) 0.0398(3) 0.0365(3) -0.0003(3) 0.0052(2) 0.0019(2) F10 0.0323(8) 0.0535(11) 0.0579(11) -0.0139(9) -0.0055(7) 0.0176(8) F11 0.0413(10) 0.0794(14) 0.0463(10) -0.0043(10) 0.0205(8) 0.0089(9) F12 0.0734(14) 0.0549(12) 0.0612(12) -0.0272(10) 0.0186(11) -0.0240(11) F13 0.0488(11) 0.1038(19) 0.0504(11) -0.0036(12) 0.0223(9) -0.0260(12) F14 0.0595(13) 0.0331(10) 0.124(2) -0.0036(12) 0.0076(14) 0.0078(9) F15 0.0343(10) 0.132(2) 0.0739(15) 0.0439(16) -0.0122(10) 0.0000(13) _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 C16 2.0030(19) . ? Ir1 C27 2.011(2) . ? Ir1 N6 2.0250(17) . ? Ir1 N4 2.0281(18) . ? Ir1 N1 2.1402(17) . ? Ir1 N2 2.2212(17) . ? N1 C1 1.344(3) . ? N1 C5 1.348(3) . ? N2 C10 1.350(3) . ? N2 C6 1.361(3) . ? N3 C11 1.333(4) . ? N3 C15 1.362(5) . ? C1 C2 1.382(3) . ? C1 H1A 0.9500 . ? C2 C3 1.380(4) . ? C2 H2A 0.9500 . ? C3 C4 1.380(4) . ? C3 H3A 0.9500 . ? C4 C5 1.393(3) . ? C4 H4A 0.9500 . ? C5 C6 1.469(3) . ? C6 C7 1.391(3) . ? C7 C8 1.379(4) . ? C7 H7A 0.9500 . ? C8 C9 1.376(4) . ? C8 H8A 0.9500 . ? C9 C10 1.395(3) . ? C9 H9A 0.9500 . ? C10 C11 1.485(3) . ? C11 C12 1.387(4) . ? C12 C13 1.382(4) . ? C12 H12A 0.9500 . ? C13 C14 1.354(7) . ? C13 H13A 0.9500 . ? C14 C15 1.380(7) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 C21 1.396(3) . ? C16 C17 1.406(3) . ? C17 C18 1.397(3) . ? C17 N5 1.422(3) . ? C18 C19 1.381(4) . ? C18 H18A 0.9500 . ? C19 C20 1.379(4) . ? C19 H19A 0.9500 . ? C20 C21 1.400(3) . ? C20 H20A 0.9500 . ? C21 H21A 0.9500 . ? N4 C25 1.334(3) . ? N4 N5 1.374(2) . ? N5 C23 1.366(3) . ? C22 C23 1.490(4) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.372(4) . ? C24 C25 1.400(3) . ? C24 H24A 0.9500 . ? C25 C26 1.486(4) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C32 1.392(3) . ? C27 C28 1.400(3) . ? C28 C29 1.391(3) . ? C28 N7 1.423(3) . ? C29 C30 1.382(4) . ? C29 H29A 0.9500 . ? C30 C31 1.379(4) . ? C30 H30A 0.9500 . ? C31 C32 1.390(3) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? N6 C36 1.333(3) . ? N6 N7 1.375(2) . ? N7 C34 1.362(3) . ? C33 C34 1.495(3) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C35 1.375(3) . ? C35 C36 1.395(3) . ? C35 H35A 0.9500 . ? C36 C37 1.484(3) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? P1 F15 1.583(2) . ? P1 F11 1.5848(19) . ? P1 F10 1.5860(18) . ? P1 F12 1.588(2) . ? P1 F14 1.597(2) . ? P1 F13 1.599(2) . ? 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 C16 Ir1 C27 83.43(8) . . ? C16 Ir1 N6 94.68(8) . . ? C27 Ir1 N6 79.60(8) . . ? C16 Ir1 N4 79.63(8) . . ? C27 Ir1 N4 93.52(8) . . ? N6 Ir1 N4 171.60(7) . . ? C16 Ir1 N1 94.25(8) . . ? C27 Ir1 N1 177.30(7) . . ? N6 Ir1 N1 102.01(7) . . ? N4 Ir1 N1 84.68(7) . . ? C16 Ir1 N2 169.96(7) . . ? C27 Ir1 N2 106.48(7) . . ? N6 Ir1 N2 85.71(7) . . ? N4 Ir1 N2 100.98(7) . . ? N1 Ir1 N2 75.88(7) . . ? C1 N1 C5 118.55(19) . . ? C1 N1 Ir1 124.21(15) . . ? C5 N1 Ir1 116.66(15) . . ? C10 N2 C6 117.05(18) . . ? C10 N2 Ir1 128.82(14) . . ? C6 N2 Ir1 113.39(14) . . ? C11 N3 C15 115.5(3) . . ? N1 C1 C2 122.5(2) . . ? N1 C1 H1A 118.8 . . ? C2 C1 H1A 118.8 . . ? C3 C2 C1 119.1(2) . . ? C3 C2 H2A 120.5 . . ? C1 C2 H2A 120.5 . . ? C2 C3 C4 119.0(2) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C3 C4 C5 119.3(2) . . ? C3 C4 H4A 120.4 . . ? C5 C4 H4A 120.4 . . ? N1 C5 C4 121.6(2) . . ? N1 C5 C6 115.84(19) . . ? C4 C5 C6 122.5(2) . . ? N2 C6 C7 122.4(2) . . ? N2 C6 C5 116.85(18) . . ? C7 C6 C5 120.6(2) . . ? C8 C7 C6 119.8(2) . . ? C8 C7 H7A 120.1 . . ? C6 C7 H7A 120.1 . . ? C9 C8 C7 118.3(2) . . ? C9 C8 H8A 120.8 . . ? C7 C8 H8A 120.8 . . ? C8 C9 C10 119.7(2) . . ? C8 C9 H9A 120.2 . . ? C10 C9 H9A 120.2 . . ? N2 C10 C9 122.7(2) . . ? N2 C10 C11 121.49(18) . . ? C9 C10 C11 115.8(2) . . ? N3 C11 C12 124.2(3) . . ? N3 C11 C10 117.3(3) . . ? C12 C11 C10 118.2(2) . . ? C13 C12 C11 118.5(4) . . ? C13 C12 H12A 120.7 . . ? C11 C12 H12A 120.7 . . ? C14 C13 C12 118.9(4) . . ? C14 C13 H13A 120.6 . . ? C12 C13 H13A 120.6 . . ? C13 C14 C15 119.5(3) . . ? C13 C14 H14A 120.3 . . ? C15 C14 H14A 120.3 . . ? N3 C15 C14 123.5(4) . . ? N3 C15 H15A 118.2 . . ? C14 C15 H15A 118.2 . . ? C21 C16 C17 116.80(19) . . ? C21 C16 Ir1 127.80(17) . . ? C17 C16 Ir1 115.39(15) . . ? C18 C17 C16 122.8(2) . . ? C18 C17 N5 123.1(2) . . ? C16 C17 N5 114.08(18) . . ? C19 C18 C17 118.5(2) . . ? C19 C18 H18A 120.8 . . ? C17 C18 H18A 120.8 . . ? C20 C19 C18 120.5(2) . . ? C20 C19 H19A 119.8 . . ? C18 C19 H19A 119.8 . . ? C19 C20 C21 120.7(2) . . ? C19 C20 H20A 119.7 . . ? C21 C20 H20A 119.7 . . ? C16 C21 C20 120.7(2) . . ? C16 C21 H21A 119.6 . . ? C20 C21 H21A 119.6 . . ? C25 N4 N5 107.20(18) . . ? C25 N4 Ir1 137.74(16) . . ? N5 N4 Ir1 115.05(13) . . ? C23 N5 N4 109.92(19) . . ? C23 N5 C17 134.3(2) . . ? N4 N5 C17 115.18(17) . . ? C23 C22 H22A 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C23 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N5 C23 C24 106.5(2) . . ? N5 C23 C22 125.3(2) . . ? C24 C23 C22 128.2(2) . . ? C23 C24 C25 107.4(2) . . ? C23 C24 H24A 126.3 . . ? C25 C24 H24A 126.3 . . ? N4 C25 C24 108.9(2) . . ? N4 C25 C26 122.6(2) . . ? C24 C25 C26 128.4(2) . . ? 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 . . ? C32 C27 C28 116.28(19) . . ? C32 C27 Ir1 128.03(17) . . ? C28 C27 Ir1 115.35(15) . . ? C29 C28 C27 123.0(2) . . ? C29 C28 N7 122.9(2) . . ? C27 C28 N7 114.05(18) . . ? C30 C29 C28 118.5(2) . . ? C30 C29 H29A 120.8 . . ? C28 C29 H29A 120.8 . . ? C31 C30 C29 120.4(2) . . ? C31 C30 H30A 119.8 . . ? C29 C30 H30A 119.8 . . ? C30 C31 C32 120.1(2) . . ? C30 C31 H31A 119.9 . . ? C32 C31 H31A 119.9 . . ? C31 C32 C27 121.7(2) . . ? C31 C32 H32A 119.2 . . ? C27 C32 H32A 119.2 . . ? C36 N6 N7 106.93(17) . . ? C36 N6 Ir1 137.68(15) . . ? N7 N6 Ir1 115.29(13) . . ? C34 N7 N6 109.97(18) . . ? C34 N7 C28 134.55(19) . . ? N6 N7 C28 115.33(17) . . ? C34 C33 H33A 109.5 . . ? C34 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C34 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N7 C34 C35 106.7(2) . . ? N7 C34 C33 125.6(2) . . ? C35 C34 C33 127.7(2) . . ? C34 C35 C36 107.2(2) . . ? C34 C35 H35A 126.4 . . ? C36 C35 H35A 126.4 . . ? N6 C36 C35 109.3(2) . . ? N6 C36 C37 122.8(2) . . ? C35 C36 C37 127.9(2) . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? F15 P1 F11 89.05(13) . . ? F15 P1 F10 178.14(15) . . ? F11 P1 F10 90.11(11) . . ? F15 P1 F12 90.98(16) . . ? F11 P1 F12 89.55(12) . . ? F10 P1 F12 90.67(13) . . ? F15 P1 F14 89.98(16) . . ? F11 P1 F14 91.02(14) . . ? F10 P1 F14 88.38(12) . . ? F12 P1 F14 178.90(14) . . ? F15 P1 F13 90.60(14) . . ? F11 P1 F13 178.37(14) . . ? F10 P1 F13 90.29(13) . . ? F12 P1 F13 88.86(13) . . ? F14 P1 F13 90.58(14) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.596 _refine_diff_density_min -2.396 _refine_diff_density_rms 0.102 _database_code_depnum_ccdc_archive 'CCDC 974017' ####################################################################### # # 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_gs65 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C42 H30 Ir N6), 2(F6 P), C4 H10 O, C H2 Cl2' _chemical_formula_sum 'C89 H72 Cl2 F12 Ir2 N12 O P2' _chemical_formula_weight 2070.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.641(2) _cell_length_b 18.025(4) _cell_length_c 21.629(4) _cell_angle_alpha 88.86(3) _cell_angle_beta 82.15(3) _cell_angle_gamma 81.97(3) _cell_volume 4069.3(14) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4640 _cell_measurement_theta_min 5.54 _cell_measurement_theta_max 69.42 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.690 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2048 _exptl_absorpt_coefficient_mu 3.457 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2522 _exptl_absorpt_correction_T_max 0.9663 _exptl_absorpt_process_details '(Blessing 1951)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 50153 _diffrn_reflns_av_R_equivalents 0.2647 _diffrn_reflns_av_sigmaI/netI 0.1749 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.05 _reflns_number_total 14413 _reflns_number_gt 9184 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _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^)+(0.0636P)^2^+51.0971P] 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 14413 _refine_ls_number_parameters 1084 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1535 _refine_ls_R_factor_gt 0.0995 _refine_ls_wR_factor_ref 0.2328 _refine_ls_wR_factor_gt 0.1963 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.042 _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 Ir1A Ir 0.45794(6) 0.24471(4) 0.97637(3) 0.04026(19) Uani 1 1 d . . . N1A N 0.6038(12) 0.1602(7) 0.9998(6) 0.038(3) Uani 1 1 d . . . N2A N 0.4057(12) 0.1387(8) 0.9447(6) 0.041(3) Uani 1 1 d . . . N3A N 0.1390(13) 0.1869(9) 0.9899(7) 0.051(4) Uani 1 1 d . . . N4A N 0.4443(18) -0.1615(11) 0.7314(9) 0.075(5) Uani 1 1 d . . . C1A C 0.6897(14) 0.1703(9) 1.0375(7) 0.039(3) Uani 1 1 d . . . H1AA H 0.6823 0.2178 1.0569 0.047 Uiso 1 1 calc R . . C2A C 0.7879(15) 0.1167(11) 1.0501(8) 0.051(4) Uani 1 1 d . . . H2AA H 0.8479 0.1276 1.0762 0.061 Uiso 1 1 calc R . . C3A C 0.7974(15) 0.0460(11) 1.0238(7) 0.045(4) Uani 1 1 d . . . H3AA H 0.8636 0.0071 1.0313 0.054 Uiso 1 1 calc R . . C4A C 0.7058(15) 0.0346(11) 0.9858(8) 0.049(4) Uani 1 1 d . . . H4AA H 0.7088 -0.0130 0.9671 0.059 Uiso 1 1 calc R . . C5A C 0.6088(13) 0.0933(10) 0.9752(7) 0.038(4) Uani 1 1 d . . . C6A C 0.5077(14) 0.0828(9) 0.9378(7) 0.039(3) Uani 1 1 d . . . C7A C 0.5208(14) 0.0253(10) 0.8973(8) 0.046(4) Uani 1 1 d . . . H7AA H 0.5957 -0.0107 0.8935 0.055 Uiso 1 1 calc R . . C8A C 0.4198(13) 0.0188(10) 0.8598(6) 0.039(4) Uani 1 1 d . . . C9A C 0.3142(15) 0.0717(9) 0.8706(8) 0.042(4) Uani 1 1 d . . . H9AA H 0.2445 0.0696 0.8478 0.050 Uiso 1 1 calc R . . C10A C 0.3061(16) 0.1286(10) 0.9144(8) 0.048(4) Uani 1 1 d . . . C11A C 0.1814(14) 0.1770(10) 0.9287(9) 0.046(4) Uani 1 1 d . . . C12A C 0.1128(17) 0.2094(13) 0.8817(12) 0.070(6) Uani 1 1 d . . . H12B H 0.1446 0.2025 0.8386 0.084 Uiso 1 1 calc R . . C13A C -0.005(2) 0.2525(15) 0.9018(14) 0.084(7) Uani 1 1 d . . . H13B H -0.0556 0.2751 0.8717 0.101 Uiso 1 1 calc R . . C14A C -0.050(2) 0.2629(14) 0.9644(17) 0.091(9) Uani 1 1 d . . . H14B H -0.1277 0.2943 0.9777 0.110 Uiso 1 1 calc R . . C15A C 0.0252(18) 0.2251(14) 1.0092(13) 0.082(7) Uani 1 1 d . . . H15B H -0.0067 0.2276 1.0524 0.098 Uiso 1 1 calc R . . C16A C 0.336(2) -0.1291(14) 0.7581(10) 0.071(6) Uani 1 1 d . . . H16B H 0.2593 -0.1465 0.7498 0.086 Uiso 1 1 calc R . . C17A C 0.3263(16) -0.0682(12) 0.7996(8) 0.056(5) Uani 1 1 d . . . H17B H 0.2442 -0.0438 0.8164 0.067 Uiso 1 1 calc R . . C18A C 0.4303(15) -0.0444(10) 0.8153(7) 0.044(4) Uani 1 1 d . . . C19A C 0.5493(16) -0.0808(10) 0.7879(8) 0.047(4) Uani 1 1 d . . . H19B H 0.6277 -0.0674 0.7976 0.057 Uiso 1 1 calc R . . C20A C 0.5466(17) -0.1357(11) 0.7469(8) 0.055(5) Uani 1 1 d . . . H20B H 0.6272 -0.1587 0.7269 0.066 Uiso 1 1 calc R . . N5A N 0.5352(16) 0.2513(9) 0.8843(7) 0.053(4) Uani 1 1 d . . . C21A C 0.3221(17) 0.3210(11) 0.9487(10) 0.056(5) Uani 1 1 d . . . C22A C 0.213(2) 0.3575(12) 0.9858(12) 0.071(6) Uani 1 1 d . . . H22B H 0.1948 0.3448 1.0286 0.086 Uiso 1 1 calc R . . C23A C 0.129(2) 0.4152(16) 0.9574(18) 0.102(10) Uani 1 1 d . . . H23B H 0.0574 0.4426 0.9820 0.122 Uiso 1 1 calc R . . C24A C 0.154(3) 0.4297(17) 0.895(2) 0.125(12) Uani 1 1 d U . . H24B H 0.0951 0.4647 0.8763 0.150 Uiso 1 1 calc R . . C25A C 0.262(3) 0.3954(14) 0.8571(18) 0.115(11) Uani 1 1 d U . . H25B H 0.2820 0.4090 0.8146 0.137 Uiso 1 1 calc R . . C26A C 0.338(2) 0.3407(12) 0.8850(10) 0.066(6) Uani 1 1 d . . . C27A C 0.457(2) 0.3015(10) 0.8496(8) 0.053(5) Uani 1 1 d . . . C28A C 0.503(3) 0.3086(15) 0.7876(11) 0.087(8) Uani 1 1 d . . . H28B H 0.4537 0.3414 0.7623 0.104 Uiso 1 1 calc R . . C29A C 0.620(3) 0.2692(17) 0.7603(12) 0.099(8) Uani 1 1 d U . . H29B H 0.6504 0.2757 0.7175 0.119 Uiso 1 1 calc R . . C30A C 0.686(3) 0.2227(16) 0.7959(11) 0.098(8) Uani 1 1 d U . . H30B H 0.7631 0.1937 0.7776 0.117 Uiso 1 1 calc R . . C31A C 0.646(2) 0.2155(12) 0.8582(9) 0.067(6) Uani 1 1 d . . . H31B H 0.6990 0.1844 0.8831 0.080 Uiso 1 1 calc R . . N6A N 0.3791(13) 0.2540(8) 1.0674(7) 0.046(3) Uani 1 1 d . . . C32A C 0.5313(15) 0.3306(11) 1.0013(8) 0.048(4) Uani 1 1 d . . . C33A C 0.6219(16) 0.3731(10) 0.9642(8) 0.048(4) Uani 1 1 d . . . H33B H 0.6528 0.3586 0.9223 0.058 Uiso 1 1 calc R . . C34A C 0.6634(16) 0.4339(10) 0.9887(9) 0.053(4) Uani 1 1 d . . . H34B H 0.7222 0.4605 0.9633 0.064 Uiso 1 1 calc R . . C35A C 0.6219(18) 0.4565(12) 1.0482(9) 0.059(5) Uani 1 1 d . . . H35B H 0.6530 0.4979 1.0646 0.071 Uiso 1 1 calc R . . C36A C 0.5345(19) 0.4194(12) 1.0847(11) 0.066(5) Uani 1 1 d . . . H36B H 0.4995 0.4383 1.1250 0.080 Uiso 1 1 calc R . . C37A C 0.4969(17) 0.3557(9) 1.0640(8) 0.045(4) Uani 1 1 d . . . C38A C 0.4043(17) 0.3124(12) 1.1004(10) 0.059(5) Uani 1 1 d . . . C39A C 0.346(2) 0.3288(14) 1.1612(11) 0.081(7) Uani 1 1 d . . . H39B H 0.3639 0.3704 1.1832 0.097 Uiso 1 1 calc R . . C40A C 0.263(2) 0.2825(12) 1.1876(9) 0.063(5) Uani 1 1 d . . . H40B H 0.2227 0.2916 1.2292 0.075 Uiso 1 1 calc R . . C41A C 0.236(2) 0.2231(14) 1.1556(11) 0.075(6) Uani 1 1 d . . . H41B H 0.1733 0.1936 1.1745 0.090 Uiso 1 1 calc R . . C42A C 0.2965(18) 0.2060(12) 1.0972(8) 0.058(5) Uani 1 1 d . . . H42B H 0.2835 0.1620 1.0768 0.070 Uiso 1 1 calc R . . Ir1B Ir 0.05287(5) 0.26266(3) 0.50410(3) 0.03604(18) Uani 1 1 d . . . N1B N -0.0991(11) 0.3521(7) 0.5198(5) 0.035(3) Uani 1 1 d . . . N2B N 0.1258(12) 0.3590(8) 0.4531(6) 0.042(3) Uani 1 1 d . . . N3B N 0.3713(12) 0.3287(8) 0.4950(7) 0.047(3) Uani 1 1 d . . . N4B N 0.1918(18) 0.5850(12) 0.1796(7) 0.072(5) Uani 1 1 d . . . C1B C -0.2037(16) 0.3528(10) 0.5626(8) 0.049(4) Uani 1 1 d . . . H1BA H -0.2099 0.3104 0.5891 0.059 Uiso 1 1 calc R . . C2B C -0.3007(14) 0.4103(10) 0.5699(7) 0.044(4) Uani 1 1 d . . . H2BA H -0.3713 0.4087 0.6017 0.052 Uiso 1 1 calc R . . C3B C -0.2956(13) 0.4722(9) 0.5302(8) 0.041(4) Uani 1 1 d . . . H3BA H -0.3651 0.5118 0.5326 0.049 Uiso 1 1 calc R . . C4B C -0.1884(15) 0.4748(11) 0.4876(8) 0.051(4) Uani 1 1 d . . . H4BA H -0.1798 0.5174 0.4616 0.061 Uiso 1 1 calc R . . C5B C -0.0908(14) 0.4124(9) 0.4832(7) 0.037(3) Uani 1 1 d . . . C6B C 0.0269(13) 0.4086(10) 0.4387(6) 0.038(4) Uani 1 1 d . . . C7B C 0.0376(14) 0.4558(8) 0.3870(7) 0.035(3) Uani 1 1 d . . . H7BA H -0.0320 0.4925 0.3797 0.042 Uiso 1 1 calc R . . C8B C 0.1514(16) 0.4484(10) 0.3460(8) 0.045(4) Uani 1 1 d . . . C9B C 0.2534(14) 0.3985(10) 0.3617(8) 0.045(4) Uani 1 1 d . . . H9BA H 0.3330 0.3927 0.3352 0.053 Uiso 1 1 calc R . . C10B C 0.2385(15) 0.3570(9) 0.4166(7) 0.041(3) Uani 1 1 d . . . C11B C 0.3572(15) 0.3149(9) 0.4373(8) 0.042(4) Uani 1 1 d . . . C12B C 0.4475(14) 0.2673(9) 0.3954(8) 0.042(4) Uani 1 1 d . . . H12A H 0.4329 0.2583 0.3540 0.050 Uiso 1 1 calc R . . C13B C 0.5585(17) 0.2345(11) 0.4188(11) 0.061(5) Uani 1 1 d . . . H13A H 0.6228 0.2023 0.3936 0.074 Uiso 1 1 calc R . . C14B C 0.5719(16) 0.2502(13) 0.4793(12) 0.070(6) Uani 1 1 d . . . H14A H 0.6459 0.2278 0.4963 0.084 Uiso 1 1 calc R . . C15B C 0.4833(18) 0.2961(11) 0.5143(10) 0.061(5) Uani 1 1 d . . . H15A H 0.4985 0.3070 0.5552 0.073 Uiso 1 1 calc R . . C16B C 0.078(2) 0.5712(15) 0.2080(10) 0.079(7) Uani 1 1 d . . . H16A H 0.0036 0.5938 0.1912 0.095 Uiso 1 1 calc R . . C17B C 0.060(2) 0.5260(14) 0.2604(9) 0.073(6) Uani 1 1 d . . . H17A H -0.0234 0.5162 0.2768 0.088 Uiso 1 1 calc R . . C18B C 0.1656(15) 0.4949(9) 0.2889(7) 0.041(4) Uani 1 1 d . . . C19B C 0.2819(17) 0.5101(11) 0.2607(8) 0.049(4) Uani 1 1 d . . . H19A H 0.3572 0.4900 0.2778 0.059 Uiso 1 1 calc R . . C20B C 0.293(2) 0.5556(12) 0.2062(9) 0.063(5) Uani 1 1 d . . . H20A H 0.3751 0.5653 0.1881 0.075 Uiso 1 1 calc R . . N5B N 0.0141(12) 0.2359(7) 0.4184(6) 0.039(3) Uani 1 1 d . . . C21B C 0.1988(12) 0.1832(9) 0.4807(7) 0.037(3) Uani 1 1 d . . . C22B C 0.3014(17) 0.1532(10) 0.5153(8) 0.048(4) Uani 1 1 d . . . H22A H 0.3025 0.1728 0.5557 0.057 Uiso 1 1 calc R . . C23B C 0.3961(17) 0.0984(9) 0.4928(8) 0.048(4) Uani 1 1 d . . . H23A H 0.4614 0.0809 0.5175 0.057 Uiso 1 1 calc R . . C24B C 0.3993(15) 0.0673(10) 0.4341(10) 0.055(5) Uani 1 1 d . . . H24A H 0.4663 0.0288 0.4191 0.066 Uiso 1 1 calc R . . C25B C 0.3036(16) 0.0928(9) 0.3972(9) 0.048(4) Uani 1 1 d . . . H25A H 0.3052 0.0730 0.3567 0.057 Uiso 1 1 calc R . . C26B C 0.2046(14) 0.1489(9) 0.4221(7) 0.038(3) Uani 1 1 d . . . C27B C 0.1013(16) 0.1795(10) 0.3869(8) 0.046(4) Uani 1 1 d . . . C28B C 0.0841(16) 0.1576(11) 0.3280(8) 0.052(4) Uani 1 1 d . . . H28A H 0.1434 0.1189 0.3070 0.062 Uiso 1 1 calc R . . C29B C -0.0189(16) 0.1911(12) 0.2988(8) 0.057(5) Uani 1 1 d . . . H29A H -0.0276 0.1784 0.2574 0.069 Uiso 1 1 calc R . . C30B C -0.1067(18) 0.2432(10) 0.3325(8) 0.051(4) Uani 1 1 d . . . H30A H -0.1818 0.2640 0.3156 0.061 Uiso 1 1 calc R . . C31B C -0.0870(16) 0.2656(9) 0.3908(7) 0.043(4) Uani 1 1 d . . . H31A H -0.1475 0.3035 0.4122 0.052 Uiso 1 1 calc R . . N6B N 0.0911(12) 0.2763(7) 0.5929(6) 0.039(3) Uani 1 1 d . . . C32B C -0.0360(14) 0.1858(9) 0.5462(8) 0.043(4) Uani 1 1 d . . . C33B C -0.0976(14) 0.1309(11) 0.5220(8) 0.049(4) Uani 1 1 d . . . H33A H -0.0976 0.1288 0.4781 0.058 Uiso 1 1 calc R . . C34B C -0.1593(15) 0.0788(11) 0.5601(9) 0.053(5) Uani 1 1 d . . . H34A H -0.2070 0.0463 0.5419 0.064 Uiso 1 1 calc R . . C35B C -0.1520(18) 0.0743(12) 0.6215(10) 0.064(5) Uani 1 1 d . . . H35A H -0.1911 0.0375 0.6463 0.077 Uiso 1 1 calc R . . C36B C -0.0884(16) 0.1225(12) 0.6479(9) 0.056(5) Uani 1 1 d . . . H36A H -0.0816 0.1185 0.6912 0.067 Uiso 1 1 calc R . . C37B C -0.0325(16) 0.1782(11) 0.6128(8) 0.052(4) Uani 1 1 d . . . C38B C 0.0405(18) 0.2288(11) 0.6375(8) 0.054(4) Uani 1 1 d . . . C39B C 0.061(2) 0.2370(13) 0.6999(9) 0.066(5) Uani 1 1 d . . . H39A H 0.0202 0.2079 0.7317 0.079 Uiso 1 1 calc R . . C40B C 0.139(3) 0.2868(11) 0.7154(10) 0.081(7) Uani 1 1 d . . . H40A H 0.1575 0.2895 0.7570 0.097 Uiso 1 1 calc R . . C41B C 0.189(2) 0.3311(12) 0.6707(9) 0.063(5) Uani 1 1 d . . . H41A H 0.2419 0.3661 0.6809 0.075 Uiso 1 1 calc R . . C42B C 0.1644(18) 0.3262(11) 0.6115(9) 0.057(5) Uani 1 1 d . . . H42A H 0.1997 0.3590 0.5811 0.069 Uiso 1 1 calc R . . P1 P 0.9261(4) 0.0015(3) 0.8270(2) 0.0530(12) Uani 1 1 d . . . F10 F 0.8329(12) -0.0525(8) 0.8593(7) 0.085(4) Uani 1 1 d . . . F11 F 0.9940(14) 0.0031(9) 0.8870(7) 0.095(4) Uani 1 1 d . . . F12 F 0.8236(13) 0.0699(8) 0.8533(7) 0.094(4) Uani 1 1 d . . . F13 F 0.8611(16) -0.0006(12) 0.7667(6) 0.115(6) Uani 1 1 d . . . F14 F 1.0247(13) -0.0670(10) 0.8039(9) 0.122(7) Uani 1 1 d . . . F15 F 1.0161(13) 0.0572(9) 0.7937(6) 0.095(5) Uani 1 1 d . . . P2 P -0.6428(4) 0.5267(3) 0.6739(2) 0.0547(12) Uani 1 1 d . . . F20 F -0.7374(18) 0.5932(10) 0.6559(11) 0.140(8) Uani 1 1 d . . . F21 F -0.5288(14) 0.5444(9) 0.6270(7) 0.105(5) Uani 1 1 d . . . F22 F -0.6855(17) 0.4745(9) 0.6256(7) 0.102(5) Uani 1 1 d . . . F23 F -0.7522(14) 0.5018(11) 0.7264(7) 0.114(6) Uani 1 1 d . . . F24 F -0.5970(15) 0.5730(10) 0.7244(8) 0.115(6) Uani 1 1 d . . . F25 F -0.5531(13) 0.4516(9) 0.6930(8) 0.098(5) Uani 1 1 d . . . C100 C -0.181(3) 0.3709(17) 0.1596(14) 0.097(8) Uani 1 1 d . . . H10A H -0.2138 0.3961 0.1228 0.116 Uiso 1 1 calc R . . H10B H -0.2225 0.3994 0.1973 0.116 Uiso 1 1 calc R . . Cl1 Cl -0.2186(11) 0.2793(5) 0.1649(4) 0.128(3) Uani 1 1 d . . . Cl2 Cl -0.0189(9) 0.3693(6) 0.1529(7) 0.154(4) Uani 1 1 d . . . C200 C 0.220(3) -0.0363(17) 0.6104(14) 0.096(9) Uani 1 1 d . . . H20J H 0.2749 -0.0799 0.6245 0.144 Uiso 1 1 calc R . . H20K H 0.2512 -0.0249 0.5670 0.144 Uiso 1 1 calc R . . H20L H 0.1319 -0.0472 0.6134 0.144 Uiso 1 1 calc R . . C201 C 0.224(2) 0.0287(19) 0.6500(15) 0.111(12) Uani 1 1 d . . . H20C H 0.1723 0.0731 0.6342 0.133 Uiso 1 1 calc R . . H20D H 0.1852 0.0187 0.6931 0.133 Uiso 1 1 calc R . . O202 O 0.3504(14) 0.0447(10) 0.6513(8) 0.079(5) Uani 1 1 d . . . C203 C 0.375(3) 0.0951(19) 0.6885(11) 0.100(9) Uani 1 1 d . . . H20E H 0.3486 0.0791 0.7318 0.120 Uiso 1 1 calc R . . H20F H 0.3189 0.1422 0.6813 0.120 Uiso 1 1 calc R . . C204 C 0.506(5) 0.112(3) 0.685(3) 0.19(2) Uani 1 1 d U . . H20G H 0.5275 0.1392 0.6457 0.282 Uiso 1 1 calc R . . H20H H 0.5650 0.0659 0.6859 0.282 Uiso 1 1 calc R . . H20I H 0.5121 0.1441 0.7203 0.282 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1A 0.0340(4) 0.0423(4) 0.0455(4) 0.0039(3) -0.0063(3) -0.0083(3) N1A 0.042(7) 0.038(7) 0.034(7) -0.005(6) -0.002(5) -0.004(6) N2A 0.031(7) 0.047(8) 0.044(7) 0.003(6) -0.004(5) -0.007(6) N3A 0.036(8) 0.057(9) 0.058(9) -0.010(7) 0.001(6) -0.006(6) N4A 0.069(12) 0.070(12) 0.085(13) -0.024(10) 0.007(9) -0.023(10) C1A 0.036(8) 0.046(9) 0.039(8) -0.003(7) -0.008(6) -0.013(7) C2A 0.030(8) 0.076(13) 0.049(10) -0.010(9) -0.008(7) -0.012(8) C3A 0.034(8) 0.064(12) 0.037(8) 0.008(8) -0.006(6) -0.008(7) C4A 0.037(9) 0.058(11) 0.047(10) 0.007(8) 0.009(7) -0.004(8) C5A 0.026(7) 0.055(10) 0.036(8) 0.008(7) -0.002(6) -0.019(7) C6A 0.033(8) 0.045(9) 0.035(8) 0.006(7) 0.003(6) 0.000(6) C7A 0.021(7) 0.062(11) 0.055(10) -0.013(8) -0.003(6) -0.009(7) C8A 0.023(7) 0.069(11) 0.022(7) 0.014(7) 0.004(5) -0.002(7) C9A 0.040(9) 0.038(9) 0.055(10) 0.008(7) -0.019(7) -0.018(7) C10A 0.046(9) 0.050(10) 0.054(10) 0.011(8) -0.024(7) -0.012(8) C11A 0.024(7) 0.043(10) 0.069(12) 0.008(8) -0.003(7) 0.000(6) C12A 0.036(10) 0.078(15) 0.096(16) 0.033(12) -0.016(9) -0.008(9) C13A 0.044(12) 0.098(19) 0.12(2) 0.018(16) -0.037(13) -0.017(12) C14A 0.034(11) 0.059(14) 0.17(3) 0.001(16) 0.008(14) 0.008(9) C15A 0.029(10) 0.086(17) 0.12(2) -0.024(15) 0.022(11) -0.007(10) C16A 0.060(13) 0.092(17) 0.066(13) -0.007(12) -0.007(10) -0.024(12) C17A 0.040(9) 0.086(15) 0.048(10) -0.018(9) 0.003(7) -0.036(9) C18A 0.039(9) 0.053(10) 0.040(9) -0.003(7) -0.003(6) -0.010(7) C19A 0.044(9) 0.048(10) 0.046(9) -0.020(8) 0.011(7) -0.008(7) C20A 0.045(10) 0.067(13) 0.048(10) 0.009(9) 0.006(7) -0.001(9) N5A 0.073(10) 0.049(9) 0.050(8) 0.011(7) -0.017(7) -0.040(8) C21A 0.040(10) 0.049(11) 0.082(14) -0.001(10) -0.023(9) -0.005(8) C22A 0.063(13) 0.048(12) 0.107(18) 0.000(11) -0.032(12) -0.001(10) C23A 0.041(12) 0.088(19) 0.18(3) 0.00(2) -0.049(16) 0.013(12) C24A 0.11(2) 0.069(16) 0.22(3) 0.044(18) -0.11(2) -0.014(14) C25A 0.117(19) 0.061(14) 0.20(3) 0.045(16) -0.13(2) -0.041(13) C26A 0.060(12) 0.067(13) 0.079(14) 0.025(11) -0.026(10) -0.026(10) C27A 0.091(14) 0.042(10) 0.039(9) 0.017(8) -0.025(9) -0.044(10) C28A 0.13(2) 0.083(17) 0.073(15) 0.031(13) -0.059(15) -0.063(17) C29A 0.15(2) 0.092(17) 0.055(13) 0.019(11) 0.014(13) -0.035(16) C30A 0.14(2) 0.092(16) 0.054(12) -0.001(11) 0.034(12) -0.048(15) C31A 0.075(14) 0.069(14) 0.050(11) -0.012(10) 0.028(10) -0.020(11) N6A 0.043(8) 0.036(8) 0.054(8) 0.000(6) 0.004(6) -0.002(6) C32A 0.033(8) 0.072(12) 0.043(9) 0.014(8) -0.007(6) -0.024(8) C33A 0.049(10) 0.055(11) 0.049(10) -0.002(8) -0.013(7) -0.025(8) C34A 0.033(9) 0.051(11) 0.078(13) 0.009(9) -0.013(8) -0.015(8) C35A 0.059(11) 0.058(12) 0.067(12) -0.003(10) -0.014(9) -0.029(9) C36A 0.056(12) 0.057(13) 0.083(14) -0.014(11) 0.007(10) -0.010(9) C37A 0.056(10) 0.030(9) 0.049(10) -0.004(7) -0.008(7) -0.005(7) C38A 0.039(10) 0.058(12) 0.082(14) -0.018(10) -0.008(9) -0.008(8) C39A 0.097(18) 0.061(14) 0.081(16) -0.018(12) 0.016(13) -0.020(13) C40A 0.077(14) 0.066(13) 0.044(10) -0.015(9) 0.001(9) -0.009(11) C41A 0.066(13) 0.081(16) 0.078(15) -0.002(12) 0.003(11) -0.025(12) C42A 0.057(11) 0.077(14) 0.040(10) 0.005(9) 0.005(8) -0.016(10) Ir1B 0.0342(3) 0.0376(4) 0.0366(3) 0.0005(3) -0.0034(2) -0.0070(3) N1B 0.033(7) 0.043(8) 0.031(6) 0.002(5) -0.010(5) -0.003(5) N2B 0.035(7) 0.054(9) 0.038(7) -0.010(6) -0.002(5) -0.011(6) N3B 0.034(7) 0.056(9) 0.054(9) -0.004(7) -0.016(6) -0.007(6) N4B 0.073(12) 0.103(15) 0.045(9) 0.016(9) -0.007(8) -0.032(11) C1B 0.048(10) 0.054(11) 0.041(9) 0.014(8) 0.006(7) -0.007(8) C2B 0.024(7) 0.058(11) 0.046(9) -0.013(8) 0.008(6) -0.006(7) C3B 0.021(7) 0.035(8) 0.064(10) 0.002(7) 0.000(6) 0.001(6) C4B 0.031(9) 0.072(13) 0.049(10) 0.001(9) -0.015(7) -0.001(8) C5B 0.039(8) 0.039(9) 0.037(8) -0.011(7) 0.001(6) -0.022(7) C6B 0.029(7) 0.060(11) 0.028(7) -0.011(7) -0.005(5) -0.015(7) C7B 0.032(8) 0.033(8) 0.040(8) -0.002(6) -0.001(6) -0.007(6) C8B 0.043(9) 0.052(10) 0.044(9) -0.001(8) -0.013(7) -0.015(7) C9B 0.025(7) 0.047(10) 0.062(10) -0.009(8) -0.004(7) -0.007(7) C10B 0.045(9) 0.029(8) 0.047(9) -0.005(7) 0.000(7) -0.007(6) C11B 0.039(8) 0.037(9) 0.055(10) 0.006(7) -0.018(7) -0.015(7) C12B 0.035(8) 0.037(9) 0.054(10) -0.002(7) -0.006(7) -0.004(7) C13B 0.041(10) 0.044(11) 0.102(16) -0.011(10) -0.015(9) -0.012(8) C14B 0.021(9) 0.077(15) 0.111(18) 0.000(13) -0.020(9) 0.005(9) C15B 0.046(11) 0.058(12) 0.079(14) -0.002(10) -0.018(9) -0.004(9) C16B 0.058(12) 0.12(2) 0.065(13) 0.052(13) -0.019(10) -0.035(13) C17B 0.068(13) 0.101(18) 0.049(11) 0.032(11) -0.007(9) -0.012(12) C18B 0.042(9) 0.039(9) 0.045(9) 0.007(7) -0.008(7) -0.011(7) C19B 0.057(11) 0.057(11) 0.039(8) 0.012(7) -0.018(7) -0.021(8) C20B 0.061(12) 0.071(14) 0.056(11) 0.019(10) 0.008(9) -0.028(10) N5B 0.034(7) 0.042(8) 0.040(7) 0.002(6) 0.007(5) -0.008(6) C21B 0.015(6) 0.057(10) 0.033(8) 0.011(7) 0.010(5) -0.004(6) C22B 0.056(11) 0.038(9) 0.049(10) 0.006(7) -0.011(8) -0.002(8) C23B 0.055(10) 0.028(8) 0.062(11) 0.013(8) -0.016(8) -0.003(7) C24B 0.030(8) 0.047(10) 0.081(13) 0.008(9) -0.003(8) 0.012(7) C25B 0.048(10) 0.032(9) 0.063(11) -0.002(8) -0.009(8) -0.006(7) C26B 0.033(8) 0.037(8) 0.042(8) -0.003(7) 0.008(6) -0.006(6) C27B 0.044(9) 0.049(10) 0.046(9) -0.003(8) 0.001(7) -0.016(8) C28B 0.039(9) 0.068(13) 0.050(10) -0.008(9) -0.013(7) -0.005(8) C29B 0.037(9) 0.093(16) 0.044(10) -0.018(9) -0.006(7) -0.014(9) C30B 0.060(11) 0.048(10) 0.054(10) -0.004(8) -0.019(8) -0.027(9) C31B 0.051(9) 0.031(8) 0.043(9) -0.002(7) -0.008(7) 0.014(7) N6B 0.046(7) 0.030(7) 0.042(7) 0.002(5) -0.004(6) -0.008(6) C32B 0.033(8) 0.034(9) 0.066(11) -0.022(7) -0.022(7) -0.005(6) C33B 0.027(8) 0.076(13) 0.040(9) 0.005(8) 0.010(6) -0.011(8) C34B 0.031(8) 0.063(12) 0.070(12) -0.004(9) 0.001(7) -0.026(8) C35B 0.056(11) 0.076(14) 0.064(13) 0.025(10) 0.004(9) -0.034(10) C36B 0.042(10) 0.070(13) 0.059(11) 0.003(9) -0.008(8) -0.018(9) C37B 0.037(9) 0.063(12) 0.056(11) -0.008(9) 0.000(7) -0.007(8) C38B 0.058(11) 0.059(12) 0.050(10) 0.007(9) -0.013(8) -0.018(9) C39B 0.071(13) 0.080(15) 0.050(11) 0.006(10) -0.007(9) -0.020(11) C40B 0.16(2) 0.039(11) 0.064(13) 0.004(10) -0.047(14) -0.039(13) C41B 0.084(14) 0.063(13) 0.054(11) 0.004(10) -0.030(10) -0.035(11) C42B 0.054(11) 0.061(12) 0.056(11) 0.012(9) -0.018(8) 0.002(9) P1 0.045(2) 0.070(3) 0.045(2) -0.012(2) 0.0000(18) -0.014(2) F10 0.068(8) 0.092(10) 0.097(10) 0.016(8) 0.000(7) -0.029(7) F11 0.099(10) 0.111(12) 0.087(9) -0.001(8) -0.052(8) -0.021(8) F12 0.067(8) 0.088(10) 0.114(11) -0.009(8) 0.009(7) 0.019(7) F13 0.120(12) 0.198(19) 0.049(7) 0.000(9) -0.031(7) -0.079(12) F14 0.055(8) 0.111(13) 0.194(18) -0.089(13) 0.013(9) -0.002(8) F15 0.085(9) 0.128(13) 0.077(9) -0.003(8) 0.017(7) -0.061(9) P2 0.032(2) 0.065(3) 0.068(3) -0.001(2) -0.0055(19) -0.011(2) F20 0.108(13) 0.078(11) 0.23(2) 0.026(13) -0.056(14) 0.020(9) F21 0.097(10) 0.104(11) 0.104(11) 0.018(9) 0.045(8) -0.041(9) F22 0.147(14) 0.093(11) 0.083(9) 0.008(8) -0.050(9) -0.047(10) F23 0.084(10) 0.174(17) 0.085(10) -0.003(10) 0.024(8) -0.057(11) F24 0.091(10) 0.131(14) 0.130(13) -0.067(11) 0.011(9) -0.055(10) F25 0.077(9) 0.094(11) 0.126(12) 0.044(9) -0.034(8) -0.014(8) C100 0.085(18) 0.11(2) 0.093(19) -0.009(16) -0.010(14) 0.000(15) Cl1 0.193(9) 0.113(7) 0.095(5) 0.006(5) -0.047(5) -0.061(6) Cl2 0.085(5) 0.115(7) 0.253(13) -0.032(8) -0.009(6) 0.008(5) C200 0.10(2) 0.09(2) 0.10(2) -0.024(16) 0.014(15) -0.029(16) C201 0.052(14) 0.14(3) 0.12(2) 0.07(2) 0.029(14) -0.005(15) O202 0.063(9) 0.083(11) 0.092(11) -0.037(9) -0.011(8) -0.007(8) C203 0.12(2) 0.13(3) 0.051(13) 0.010(15) 0.007(13) -0.040(19) C204 0.17(3) 0.19(3) 0.21(3) -0.01(2) -0.02(2) -0.05(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 Ir1A C32A 1.945(18) . ? Ir1A C21A 1.996(18) . ? Ir1A N6A 2.032(14) . ? Ir1A N5A 2.056(15) . ? Ir1A N1A 2.124(13) . ? Ir1A N2A 2.210(14) . ? N1A C5A 1.32(2) . ? N1A C1A 1.339(19) . ? N2A C10A 1.35(2) . ? N2A C6A 1.37(2) . ? N3A C15A 1.33(2) . ? N3A C11A 1.34(2) . ? N4A C16A 1.29(3) . ? N4A C20A 1.33(3) . ? C1A C2A 1.37(2) . ? C1A H1AA 0.9500 . ? C2A C3A 1.39(3) . ? C2A H2AA 0.9500 . ? C3A C4A 1.39(2) . ? C3A H3AA 0.9500 . ? C4A C5A 1.41(2) . ? C4A H4AA 0.9500 . ? C5A C6A 1.47(2) . ? C6A C7A 1.35(2) . ? C7A C8A 1.45(2) . ? C7A H7AA 0.9500 . ? C8A C9A 1.37(2) . ? C8A C18A 1.49(2) . ? C9A C10A 1.40(2) . ? C9A H9AA 0.9500 . ? C10A C11A 1.48(2) . ? C11A C12A 1.40(3) . ? C12A C13A 1.40(3) . ? C12A H12B 0.9500 . ? C13A C14A 1.38(4) . ? C13A H13B 0.9500 . ? C14A C15A 1.44(4) . ? C14A H14B 0.9500 . ? C15A H15B 0.9500 . ? C16A C17A 1.42(3) . ? C16A H16B 0.9500 . ? C17A C18A 1.33(2) . ? C17A H17B 0.9500 . ? C18A C19A 1.40(2) . ? C19A C20A 1.35(2) . ? C19A H19B 0.9500 . ? C20A H20B 0.9500 . ? N5A C31A 1.32(3) . ? N5A C27A 1.41(2) . ? C21A C22A 1.40(3) . ? C21A C26A 1.41(3) . ? C22A C23A 1.46(3) . ? C22A H22B 0.9500 . ? C23A C24A 1.37(5) . ? C23A H23B 0.9500 . ? C24A C25A 1.39(5) . ? C24A H24B 0.9500 . ? C25A C26A 1.37(3) . ? C25A H25B 0.9500 . ? C26A C27A 1.48(3) . ? C27A C28A 1.37(3) . ? C28A C29A 1.40(4) . ? C28A H28B 0.9500 . ? C29A C30A 1.32(4) . ? C29A H29B 0.9500 . ? C30A C31A 1.37(3) . ? C30A H30B 0.9500 . ? C31A H31B 0.9500 . ? N6A C38A 1.36(2) . ? N6A C42A 1.40(2) . ? C32A C37A 1.42(2) . ? C32A C33A 1.46(2) . ? C33A C34A 1.38(2) . ? C33A H33B 0.9500 . ? C34A C35A 1.35(3) . ? C34A H34B 0.9500 . ? C35A C36A 1.37(3) . ? C35A H35B 0.9500 . ? C36A C37A 1.37(3) . ? C36A H36B 0.9500 . ? C37A C38A 1.48(3) . ? C38A C39A 1.39(3) . ? C39A C40A 1.36(3) . ? C39A H39B 0.9500 . ? C40A C41A 1.37(3) . ? C40A H40B 0.9500 . ? C41A C42A 1.36(3) . ? C41A H41B 0.9500 . ? C42A H42B 0.9500 . ? Ir1B C32B 1.929(17) . ? Ir1B C21B 1.978(15) . ? Ir1B N5B 2.034(13) . ? Ir1B N6B 2.043(13) . ? Ir1B N1B 2.115(12) . ? Ir1B N2B 2.214(14) . ? N1B C5B 1.34(2) . ? N1B C1B 1.34(2) . ? N2B C10B 1.34(2) . ? N2B C6B 1.35(2) . ? N3B C11B 1.31(2) . ? N3B C15B 1.37(2) . ? N4B C20B 1.33(3) . ? N4B C16B 1.34(3) . ? C1B C2B 1.35(2) . ? C1B H1BA 0.9500 . ? C2B C3B 1.40(2) . ? C2B H2BA 0.9500 . ? C3B C4B 1.37(2) . ? C3B H3BA 0.9500 . ? C4B C5B 1.42(2) . ? C4B H4BA 0.9500 . ? C5B C6B 1.47(2) . ? C6B C7B 1.39(2) . ? C7B C8B 1.39(2) . ? C7B H7BA 0.9500 . ? C8B C9B 1.38(2) . ? C8B C18B 1.48(2) . ? C9B C10B 1.39(2) . ? C9B H9BA 0.9500 . ? C10B C11B 1.50(2) . ? C11B C12B 1.43(2) . ? C12B C13B 1.40(3) . ? C12B H12A 0.9500 . ? C13B C14B 1.38(3) . ? C13B H13A 0.9500 . ? C14B C15B 1.33(3) . ? C14B H14A 0.9500 . ? C15B H15A 0.9500 . ? C16B C17B 1.39(3) . ? C16B H16A 0.9500 . ? C17B C18B 1.40(3) . ? C17B H17A 0.9500 . ? C18B C19B 1.37(2) . ? C19B C20B 1.42(3) . ? C19B H19A 0.9500 . ? C20B H20A 0.9500 . ? N5B C31B 1.34(2) . ? N5B C27B 1.40(2) . ? C21B C26B 1.41(2) . ? C21B C22B 1.44(2) . ? C22B C23B 1.35(2) . ? C22B H22A 0.9500 . ? C23B C24B 1.39(3) . ? C23B H23A 0.9500 . ? C24B C25B 1.40(2) . ? C24B H24A 0.9500 . ? C25B C26B 1.41(2) . ? C25B H25A 0.9500 . ? C26B C27B 1.46(2) . ? C27B C28B 1.39(2) . ? C28B C29B 1.40(3) . ? C28B H28A 0.9500 . ? C29B C30B 1.37(3) . ? C29B H29A 0.9500 . ? C30B C31B 1.38(2) . ? C30B H30A 0.9500 . ? C31B H31A 0.9500 . ? N6B C42B 1.37(2) . ? N6B C38B 1.38(2) . ? C32B C33B 1.41(2) . ? C32B C37B 1.45(3) . ? C33B C34B 1.41(2) . ? C33B H33A 0.9500 . ? C34B C35B 1.34(3) . ? C34B H34A 0.9500 . ? C35B C36B 1.35(3) . ? C35B H35A 0.9500 . ? C36B C37B 1.40(3) . ? C36B H36A 0.9500 . ? C37B C38B 1.43(3) . ? C38B C39B 1.41(3) . ? C39B C40B 1.38(3) . ? C39B H39A 0.9500 . ? C40B C41B 1.34(3) . ? C40B H40A 0.9500 . ? C41B C42B 1.35(3) . ? C41B H41A 0.9500 . ? C42B H42A 0.9500 . ? P1 F14 1.547(14) . ? P1 F13 1.560(13) . ? P1 F11 1.571(13) . ? P1 F10 1.572(13) . ? P1 F15 1.580(13) . ? P1 F12 1.586(13) . ? P2 F20 1.534(16) . ? P2 F21 1.537(12) . ? P2 F24 1.556(15) . ? P2 F22 1.573(14) . ? P2 F23 1.617(13) . ? P2 F25 1.625(15) . ? C100 Cl2 1.71(3) . ? C100 Cl1 1.75(3) . ? C100 H10A 0.9900 . ? C100 H10B 0.9900 . ? C200 C201 1.47(4) . ? C200 H20J 0.9800 . ? C200 H20K 0.9800 . ? C200 H20L 0.9800 . ? C201 O202 1.42(3) . ? C201 H20C 0.9900 . ? C201 H20D 0.9900 . ? O202 C203 1.30(3) . ? C203 C204 1.46(5) . ? C203 H20E 0.9900 . ? C203 H20F 0.9900 . ? C204 H20G 0.9800 . ? C204 H20H 0.9800 . ? C204 H20I 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C32A Ir1A C21A 84.9(7) . . ? C32A Ir1A N6A 79.6(6) . . ? C21A Ir1A N6A 92.8(7) . . ? C32A Ir1A N5A 93.9(6) . . ? C21A Ir1A N5A 82.0(8) . . ? N6A Ir1A N5A 172.0(6) . . ? C32A Ir1A N1A 97.5(6) . . ? C21A Ir1A N1A 176.1(7) . . ? N6A Ir1A N1A 90.6(5) . . ? N5A Ir1A N1A 94.8(6) . . ? C32A Ir1A N2A 171.1(6) . . ? C21A Ir1A N2A 102.4(6) . . ? N6A Ir1A N2A 104.7(5) . . ? N5A Ir1A N2A 82.4(5) . . ? N1A Ir1A N2A 74.9(5) . . ? C5A N1A C1A 118.4(14) . . ? C5A N1A Ir1A 117.1(10) . . ? C1A N1A Ir1A 124.5(11) . . ? C10A N2A C6A 115.9(15) . . ? C10A N2A Ir1A 128.4(12) . . ? C6A N2A Ir1A 112.2(10) . . ? C15A N3A C11A 121.2(19) . . ? C16A N4A C20A 115.7(18) . . ? N1A C1A C2A 124.5(16) . . ? N1A C1A H1AA 117.8 . . ? C2A C1A H1AA 117.8 . . ? C1A C2A C3A 118.4(15) . . ? C1A C2A H2AA 120.8 . . ? C3A C2A H2AA 120.8 . . ? C2A C3A C4A 117.3(17) . . ? C2A C3A H3AA 121.4 . . ? C4A C3A H3AA 121.4 . . ? C3A C4A C5A 120.3(18) . . ? C3A C4A H4AA 119.9 . . ? C5A C4A H4AA 119.9 . . ? N1A C5A C4A 121.1(15) . . ? N1A C5A C6A 116.9(15) . . ? C4A C5A C6A 122.0(16) . . ? C7A C6A N2A 124.2(15) . . ? C7A C6A C5A 121.7(14) . . ? N2A C6A C5A 113.9(14) . . ? C6A C7A C8A 119.6(15) . . ? C6A C7A H7AA 120.2 . . ? C8A C7A H7AA 120.2 . . ? C9A C8A C7A 115.6(15) . . ? C9A C8A C18A 123.3(14) . . ? C7A C8A C18A 121.0(14) . . ? C8A C9A C10A 121.6(14) . . ? C8A C9A H9AA 119.2 . . ? C10A C9A H9AA 119.2 . . ? N2A C10A C9A 122.4(16) . . ? N2A C10A C11A 120.3(16) . . ? C9A C10A C11A 117.3(14) . . ? N3A C11A C12A 122.9(17) . . ? N3A C11A C10A 115.0(15) . . ? C12A C11A C10A 122.1(17) . . ? C13A C12A C11A 116(2) . . ? C13A C12A H12B 121.9 . . ? C11A C12A H12B 121.9 . . ? C14A C13A C12A 121(2) . . ? C14A C13A H13B 119.3 . . ? C12A C13A H13B 119.3 . . ? C13A C14A C15A 118(2) . . ? C13A C14A H14B 120.8 . . ? C15A C14A H14B 120.8 . . ? N3A C15A C14A 120(2) . . ? N3A C15A H15B 120.2 . . ? C14A C15A H15B 120.2 . . ? N4A C16A C17A 121.8(19) . . ? N4A C16A H16B 119.1 . . ? C17A C16A H16B 119.1 . . ? C18A C17A C16A 121.3(18) . . ? C18A C17A H17B 119.3 . . ? C16A C17A H17B 119.3 . . ? C17A C18A C19A 117.2(16) . . ? C17A C18A C8A 121.0(15) . . ? C19A C18A C8A 121.8(14) . . ? C20A C19A C18A 116.4(16) . . ? C20A C19A H19B 121.8 . . ? C18A C19A H19B 121.8 . . ? N4A C20A C19A 127.5(17) . . ? N4A C20A H20B 116.2 . . ? C19A C20A H20B 116.2 . . ? C31A N5A C27A 121.4(17) . . ? C31A N5A Ir1A 126.1(14) . . ? C27A N5A Ir1A 112.5(13) . . ? C22A C21A C26A 116.6(18) . . ? C22A C21A Ir1A 127.2(16) . . ? C26A C21A Ir1A 116.2(15) . . ? C21A C22A C23A 119(3) . . ? C21A C22A H22B 120.6 . . ? C23A C22A H22B 120.6 . . ? C24A C23A C22A 119(3) . . ? C24A C23A H23B 120.3 . . ? C22A C23A H23B 120.3 . . ? C23A C24A C25A 123(2) . . ? C23A C24A H24B 118.5 . . ? C25A C24A H24B 118.5 . . ? C26A C25A C24A 116(3) . . ? C26A C25A H25B 122.1 . . ? C24A C25A H25B 122.1 . . ? C25A C26A C21A 126(3) . . ? C25A C26A C27A 121(3) . . ? C21A C26A C27A 113.2(16) . . ? C28A C27A N5A 116(2) . . ? C28A C27A C26A 128(2) . . ? N5A C27A C26A 116.1(15) . . ? C27A C28A C29A 122(2) . . ? C27A C28A H28B 118.9 . . ? C29A C28A H28B 118.9 . . ? C30A C29A C28A 118(2) . . ? C30A C29A H29B 120.9 . . ? C28A C29A H29B 120.9 . . ? C29A C30A C31A 122(3) . . ? C29A C30A H30B 119.2 . . ? C31A C30A H30B 119.2 . . ? N5A C31A C30A 121(3) . . ? N5A C31A H31B 119.6 . . ? C30A C31A H31B 119.6 . . ? C38A N6A C42A 118.4(16) . . ? C38A N6A Ir1A 117.4(12) . . ? C42A N6A Ir1A 124.1(12) . . ? C37A C32A C33A 113.9(16) . . ? C37A C32A Ir1A 117.6(11) . . ? C33A C32A Ir1A 128.5(13) . . ? C34A C33A C32A 121.4(17) . . ? C34A C33A H33B 119.3 . . ? C32A C33A H33B 119.3 . . ? C35A C34A C33A 121.3(17) . . ? C35A C34A H34B 119.3 . . ? C33A C34A H34B 119.3 . . ? C34A C35A C36A 119.6(18) . . ? C34A C35A H35B 120.2 . . ? C36A C35A H35B 120.2 . . ? C37A C36A C35A 121.1(19) . . ? C37A C36A H36B 119.4 . . ? C35A C36A H36B 119.4 . . ? C36A C37A C32A 122.1(17) . . ? C36A C37A C38A 124.5(17) . . ? C32A C37A C38A 112.9(15) . . ? N6A C38A C39A 122.7(19) . . ? N6A C38A C37A 112.2(16) . . ? C39A C38A C37A 125.0(18) . . ? C40A C39A C38A 117(2) . . ? C40A C39A H39B 121.5 . . ? C38A C39A H39B 121.5 . . ? C39A C40A C41A 121.8(19) . . ? C39A C40A H40B 119.1 . . ? C41A C40A H40B 119.1 . . ? C42A C41A C40A 121(2) . . ? C42A C41A H41B 119.7 . . ? C40A C41A H41B 119.7 . . ? C41A C42A N6A 119(2) . . ? C41A C42A H42B 120.4 . . ? N6A C42A H42B 120.4 . . ? C32B Ir1B C21B 87.2(6) . . ? C32B Ir1B N5B 93.8(6) . . ? C21B Ir1B N5B 80.6(6) . . ? C32B Ir1B N6B 80.2(6) . . ? C21B Ir1B N6B 95.7(6) . . ? N5B Ir1B N6B 173.1(5) . . ? C32B Ir1B N1B 97.3(6) . . ? C21B Ir1B N1B 174.1(5) . . ? N5B Ir1B N1B 95.3(5) . . ? N6B Ir1B N1B 88.9(5) . . ? C32B Ir1B N2B 171.3(6) . . ? C21B Ir1B N2B 100.2(5) . . ? N5B Ir1B N2B 83.0(5) . . ? N6B Ir1B N2B 103.4(5) . . ? N1B Ir1B N2B 75.1(5) . . ? C5B N1B C1B 117.6(14) . . ? C5B N1B Ir1B 116.8(10) . . ? C1B N1B Ir1B 125.6(11) . . ? C10B N2B C6B 117.8(14) . . ? C10B N2B Ir1B 125.9(11) . . ? C6B N2B Ir1B 109.9(9) . . ? C11B N3B C15B 115.9(15) . . ? C20B N4B C16B 116.0(17) . . ? N1B C1B C2B 123.8(16) . . ? N1B C1B H1BA 118.1 . . ? C2B C1B H1BA 118.1 . . ? C1B C2B C3B 119.1(14) . . ? C1B C2B H2BA 120.4 . . ? C3B C2B H2BA 120.4 . . ? C4B C3B C2B 118.7(15) . . ? C4B C3B H3BA 120.6 . . ? C2B C3B H3BA 120.6 . . ? C3B C4B C5B 118.4(17) . . ? C3B C4B H4BA 120.8 . . ? C5B C4B H4BA 120.8 . . ? N1B C5B C4B 122.2(14) . . ? N1B C5B C6B 114.7(15) . . ? C4B C5B C6B 123.1(15) . . ? N2B C6B C7B 122.5(13) . . ? N2B C6B C5B 115.3(14) . . ? C7B C6B C5B 122.1(15) . . ? C8B C7B C6B 119.2(15) . . ? C8B C7B H7BA 120.4 . . ? C6B C7B H7BA 120.4 . . ? C9B C8B C7B 117.9(15) . . ? C9B C8B C18B 120.7(15) . . ? C7B C8B C18B 121.3(15) . . ? C8B C9B C10B 119.5(14) . . ? C8B C9B H9BA 120.2 . . ? C10B C9B H9BA 120.2 . . ? N2B C10B C9B 122.5(15) . . ? N2B C10B C11B 120.0(15) . . ? C9B C10B C11B 117.2(14) . . ? N3B C11B C12B 124.6(15) . . ? N3B C11B C10B 113.9(15) . . ? C12B C11B C10B 121.5(14) . . ? C13B C12B C11B 116.3(16) . . ? C13B C12B H12A 121.8 . . ? C11B C12B H12A 121.8 . . ? C14B C13B C12B 118.1(18) . . ? C14B C13B H13A 121.0 . . ? C12B C13B H13A 121.0 . . ? C15B C14B C13B 121.1(18) . . ? C15B C14B H14A 119.4 . . ? C13B C14B H14A 119.4 . . ? C14B C15B N3B 124(2) . . ? C14B C15B H15A 118.1 . . ? N3B C15B H15A 118.1 . . ? N4B C16B C17B 124(2) . . ? N4B C16B H16A 117.8 . . ? C17B C16B H16A 117.8 . . ? C16B C17B C18B 119.9(19) . . ? C16B C17B H17A 120.1 . . ? C18B C17B H17A 120.1 . . ? C19B C18B C17B 115.7(16) . . ? C19B C18B C8B 122.4(15) . . ? C17B C18B C8B 121.9(15) . . ? C18B C19B C20B 121.2(17) . . ? C18B C19B H19A 119.4 . . ? C20B C19B H19A 119.4 . . ? N4B C20B C19B 122.7(17) . . ? N4B C20B H20A 118.7 . . ? C19B C20B H20A 118.7 . . ? C31B N5B C27B 118.1(14) . . ? C31B N5B Ir1B 126.6(10) . . ? C27B N5B Ir1B 115.3(11) . . ? C26B C21B C22B 113.9(14) . . ? C26B C21B Ir1B 116.5(11) . . ? C22B C21B Ir1B 129.6(12) . . ? C23B C22B C21B 122.9(16) . . ? C23B C22B H22A 118.6 . . ? C21B C22B H22A 118.6 . . ? C22B C23B C24B 121.2(16) . . ? C22B C23B H23A 119.4 . . ? C24B C23B H23A 119.4 . . ? C23B C24B C25B 119.9(16) . . ? C23B C24B H24A 120.1 . . ? C25B C24B H24A 120.1 . . ? C24B C25B C26B 118.0(17) . . ? C24B C25B H25A 121.0 . . ? C26B C25B H25A 121.0 . . ? C21B C26B C25B 124.1(15) . . ? C21B C26B C27B 113.9(14) . . ? C25B C26B C27B 121.9(15) . . ? C28B C27B N5B 119.8(16) . . ? C28B C27B C26B 126.5(16) . . ? N5B C27B C26B 113.7(14) . . ? C27B C28B C29B 121.4(17) . . ? C27B C28B H28A 119.3 . . ? C29B C28B H28A 119.3 . . ? C30B C29B C28B 117.3(16) . . ? C30B C29B H29A 121.4 . . ? C28B C29B H29A 121.4 . . ? C29B C30B C31B 120.6(17) . . ? C29B C30B H30A 119.7 . . ? C31B C30B H30A 119.7 . . ? N5B C31B C30B 122.6(15) . . ? N5B C31B H31A 118.7 . . ? C30B C31B H31A 118.7 . . ? C42B N6B C38B 117.7(15) . . ? C42B N6B Ir1B 126.2(11) . . ? C38B N6B Ir1B 116.1(11) . . ? C33B C32B C37B 112.9(16) . . ? C33B C32B Ir1B 130.3(13) . . ? C37B C32B Ir1B 116.7(11) . . ? C32B C33B C34B 122.7(17) . . ? C32B C33B H33A 118.6 . . ? C34B C33B H33A 118.6 . . ? C35B C34B C33B 121.3(17) . . ? C35B C34B H34A 119.4 . . ? C33B C34B H34A 119.4 . . ? C34B C35B C36B 119.5(17) . . ? C34B C35B H35A 120.3 . . ? C36B C35B H35A 120.3 . . ? C35B C36B C37B 121.3(18) . . ? C35B C36B H36A 119.3 . . ? C37B C36B H36A 119.3 . . ? C36B C37B C38B 123.8(17) . . ? C36B C37B C32B 122.0(17) . . ? C38B C37B C32B 114.0(16) . . ? N6B C38B C39B 118.7(17) . . ? N6B C38B C37B 112.9(15) . . ? C39B C38B C37B 128.3(18) . . ? C40B C39B C38B 120.7(19) . . ? C40B C39B H39A 119.6 . . ? C38B C39B H39A 119.6 . . ? C41B C40B C39B 119.0(19) . . ? C41B C40B H40A 120.5 . . ? C39B C40B H40A 120.5 . . ? C40B C41B C42B 120.4(19) . . ? C40B C41B H41A 119.8 . . ? C42B C41B H41A 119.8 . . ? C41B C42B N6B 123.3(18) . . ? C41B C42B H42A 118.3 . . ? N6B C42B H42A 118.3 . . ? F14 P1 F13 90.5(11) . . ? F14 P1 F11 88.6(10) . . ? F13 P1 F11 178.9(10) . . ? F14 P1 F10 90.0(9) . . ? F13 P1 F10 88.9(8) . . ? F11 P1 F10 91.7(8) . . ? F14 P1 F15 91.3(9) . . ? F13 P1 F15 89.9(8) . . ? F11 P1 F15 89.6(8) . . ? F10 P1 F15 178.2(9) . . ? F14 P1 F12 177.6(11) . . ? F13 P1 F12 90.9(10) . . ? F11 P1 F12 90.1(9) . . ? F10 P1 F12 88.1(8) . . ? F15 P1 F12 90.7(9) . . ? F20 P2 F21 95.8(11) . . ? F20 P2 F24 92.7(12) . . ? F21 P2 F24 89.7(9) . . ? F20 P2 F22 91.3(11) . . ? F21 P2 F22 91.6(9) . . ? F24 P2 F22 175.7(11) . . ? F20 P2 F23 90.1(11) . . ? F21 P2 F23 174.0(11) . . ? F24 P2 F23 89.0(9) . . ? F22 P2 F23 89.3(9) . . ? F20 P2 F25 174.7(10) . . ? F21 P2 F25 88.0(9) . . ? F24 P2 F25 91.0(10) . . ? F22 P2 F25 84.9(9) . . ? F23 P2 F25 86.1(9) . . ? Cl2 C100 Cl1 109.9(16) . . ? Cl2 C100 H10A 109.7 . . ? Cl1 C100 H10A 109.7 . . ? Cl2 C100 H10B 109.7 . . ? Cl1 C100 H10B 109.7 . . ? H10A C100 H10B 108.2 . . ? C201 C200 H20J 109.5 . . ? C201 C200 H20K 109.5 . . ? H20J C200 H20K 109.5 . . ? C201 C200 H20L 109.5 . . ? H20J C200 H20L 109.5 . . ? H20K C200 H20L 109.5 . . ? O202 C201 C200 113(2) . . ? O202 C201 H20C 109.1 . . ? C200 C201 H20C 109.1 . . ? O202 C201 H20D 109.1 . . ? C200 C201 H20D 109.1 . . ? H20C C201 H20D 107.8 . . ? C203 O202 C201 122(2) . . ? O202 C203 C204 119(3) . . ? O202 C203 H20E 107.5 . . ? C204 C203 H20E 107.5 . . ? O202 C203 H20F 107.5 . . ? C204 C203 H20F 107.5 . . ? H20E C203 H20F 107.0 . . ? C203 C204 H20G 109.5 . . ? C203 C204 H20H 109.5 . . ? H20G C204 H20H 109.5 . . ? C203 C204 H20I 109.5 . . ? H20G C204 H20I 109.5 . . ? H20H C204 H20I 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.616 _refine_diff_density_min -2.625 _refine_diff_density_rms 0.221 # start Validation Reply Form _vrf_RINTA01_I ; PROBLEM: The value of Rint is greater than 0.25 RESPONSE: Very thin needle, diffraction was extremely weak ; _vrf_PLAT020_I ; PROBLEM: The value of Rint is greater than 0.12 ......... 0.265 RESPONSE: Very thin needle, diffraction was extremely weak ; # end Validation Reply Form _database_code_depnum_ccdc_archive 'CCDC 974018' ####################################################################### # # 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_gs66 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C43 H32 Ir N6, 2(C H2 Cl2), F6 P' _chemical_formula_sum 'C45 H36 Cl4 F6 Ir N6 P' _chemical_formula_weight 1139.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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)/n _symmetry_space_group_name_Hall -P2yn 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 10.2803(4) _cell_length_b 12.4470(4) _cell_length_c 33.7717(12) _cell_angle_alpha 90.00 _cell_angle_beta 93.369(2) _cell_angle_gamma 90.00 _cell_volume 4313.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 7954 _cell_measurement_theta_min 3.21 _cell_measurement_theta_max 27.94 _exptl_crystal_description Plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.755 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2248 _exptl_absorpt_coefficient_mu 3.448 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4794 _exptl_absorpt_correction_T_max 0.9342 _exptl_absorpt_process_details sadabs _exptl_special_details ; Restraints were used to regulate problem ellipsoids related to disorder ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31698 _diffrn_reflns_av_R_equivalents 0.0542 _diffrn_reflns_av_sigmaI/netI 0.0499 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 40 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 25.50 _reflns_number_total 8021 _reflns_number_gt 6667 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0367P)^2^+35.5567P] 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 8021 _refine_ls_number_parameters 622 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.1155 _refine_ls_wR_factor_gt 0.0993 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _refine_ls_shift/su_max 0.044 _refine_ls_shift/su_mean 0.002 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 0.743010(19) 0.324475(15) 0.863362(5) 0.01498(4) Uani 1 1 d . . . N1 N 0.8894(4) 0.2815(3) 0.90884(12) 0.0186(10) Uani 1 1 d . . . N2 N 0.6377(4) 0.2229(3) 0.90432(11) 0.0162(10) Uani 1 1 d . . . N3 N 0.4966(5) 0.0935(4) 0.84009(13) 0.0281(12) Uani 1 1 d . . . N4 N 0.2591(6) 0.0312(5) 1.11040(15) 0.0471(16) Uani 1 1 d . . . H4A H 0.1768 0.0116 1.1088 0.057 Uiso 1 1 calc R . . H4B H 0.3036 0.0304 1.1335 0.057 Uiso 1 1 calc R . . C1 C 1.0172(5) 0.3029(4) 0.90796(16) 0.0227(13) Uani 1 1 d . . . H1A H 1.0499 0.3282 0.8839 0.027 Uiso 1 1 calc R . . C2 C 1.1032(6) 0.2895(5) 0.94055(17) 0.0312(15) Uani 1 1 d . . . H2A H 1.1931 0.3060 0.9393 0.037 Uiso 1 1 calc R . . C3 C 1.0545(6) 0.2515(5) 0.97487(17) 0.0322(15) Uani 1 1 d . . . H3B H 1.1108 0.2423 0.9979 0.039 Uiso 1 1 calc R . . C4 C 0.9246(6) 0.2268(5) 0.97588(16) 0.0287(14) Uani 1 1 d . . . H4C H 0.8911 0.1988 0.9994 0.034 Uiso 1 1 calc R . . C5 C 0.8430(5) 0.2431(4) 0.94248(15) 0.0197(12) Uani 1 1 d . . . C6 C 0.7028(5) 0.2168(4) 0.94041(14) 0.0200(12) Uani 1 1 d . . . C7 C 0.6406(5) 0.1871(4) 0.97401(15) 0.0232(13) Uani 1 1 d . . . H7A H 0.6889 0.1857 0.9989 0.028 Uiso 1 1 calc R . . C8 C 0.5096(5) 0.1594(4) 0.97244(15) 0.0210(12) Uani 1 1 d . . . C9 C 0.4470(5) 0.1604(4) 0.93479(14) 0.0204(12) Uani 1 1 d . . . H9A H 0.3577 0.1405 0.9317 0.025 Uiso 1 1 calc R . . C10 C 0.5126(5) 0.1902(4) 0.90171(14) 0.0187(12) Uani 1 1 d . . . C11 C 0.4439(5) 0.1720(4) 0.86197(15) 0.0233(12) Uani 1 1 d . . . C12 C 0.3306(5) 0.2242(4) 0.85247(16) 0.0237(13) Uani 1 1 d . . . H12A H 0.2992 0.2793 0.8689 0.028 Uiso 1 1 calc R . . C13 C 0.2618(6) 0.1928(5) 0.81701(19) 0.0389(17) Uani 1 1 d . . . H13A H 0.1817 0.2261 0.8087 0.047 Uiso 1 1 calc R . . C14 C 0.3144(7) 0.1113(5) 0.79443(17) 0.0404(17) Uani 1 1 d . . . H14A H 0.2695 0.0883 0.7705 0.048 Uiso 1 1 calc R . . C15 C 0.4293(6) 0.0649(5) 0.80643(17) 0.0353(16) Uani 1 1 d . . . H15A H 0.4635 0.0101 0.7904 0.042 Uiso 1 1 calc R . . C16 C 0.4434(5) 0.1273(4) 1.00801(15) 0.0213(13) Uani 1 1 d . . . C17 C 0.5107(6) 0.1235(5) 1.04533(16) 0.0298(15) Uani 1 1 d . . . H17A H 0.6000 0.1434 1.0475 0.036 Uiso 1 1 calc R . . C18 C 0.4507(6) 0.0916(5) 1.07904(16) 0.0309(15) Uani 1 1 d . . . H18A H 0.4992 0.0889 1.1039 0.037 Uiso 1 1 calc R . . C19 C 0.3188(6) 0.0632(4) 1.07662(16) 0.0279(14) Uani 1 1 d . . . C20 C 0.2507(6) 0.0650(4) 1.03990(17) 0.0288(14) Uani 1 1 d . . . H20A H 0.1611 0.0458 1.0379 0.035 Uiso 1 1 calc R . . C21 C 0.3130(5) 0.0950(4) 1.00573(16) 0.0244(13) Uani 1 1 d . . . H21A H 0.2658 0.0934 0.9807 0.029 Uiso 1 1 calc R . . N5 N 0.7113(4) 0.4603(3) 0.89613(12) 0.0181(10) Uani 1 1 d . . . C22 C 0.8638(5) 0.4268(4) 0.83753(14) 0.0154(11) Uani 1 1 d . . . C23 C 0.9469(5) 0.4054(4) 0.80755(15) 0.0226(13) Uani 1 1 d . . . H23A H 0.9395 0.3390 0.7937 0.027 Uiso 1 1 calc R . . C24 C 1.0400(5) 0.4785(5) 0.79746(15) 0.0252(13) Uani 1 1 d . . . H24A H 1.0973 0.4612 0.7774 0.030 Uiso 1 1 calc R . . C25 C 1.0506(5) 0.5774(5) 0.81645(16) 0.0270(14) Uani 1 1 d . . . H25A H 1.1159 0.6270 0.8097 0.032 Uiso 1 1 calc R . . C26 C 0.9673(5) 0.6031(4) 0.84480(16) 0.0244(13) Uani 1 1 d . . . H26A H 0.9724 0.6718 0.8570 0.029 Uiso 1 1 calc R . . C27 C 0.8745(5) 0.5292(4) 0.85598(14) 0.0191(12) Uani 1 1 d . . . C28 C 0.7867(5) 0.5470(4) 0.88791(15) 0.0209(13) Uani 1 1 d . . . C29 C 0.7746(6) 0.6424(4) 0.90847(17) 0.0301(15) Uani 1 1 d . . . H29A H 0.8276 0.7024 0.9030 0.036 Uiso 1 1 calc R . . C30 C 0.6832(6) 0.6491(4) 0.93736(17) 0.0296(15) Uani 1 1 d . . . H30A H 0.6749 0.7137 0.9520 0.035 Uiso 1 1 calc R . . C31 C 0.6055(6) 0.5626(4) 0.94465(16) 0.0275(14) Uani 1 1 d . . . H31A H 0.5420 0.5675 0.9639 0.033 Uiso 1 1 calc R . . C32 C 0.6204(5) 0.4684(4) 0.92380(15) 0.0217(13) Uani 1 1 d . . . H32A H 0.5666 0.4085 0.9288 0.026 Uiso 1 1 calc R . . N6 N 0.7748(4) 0.2053(3) 0.82366(11) 0.0143(9) Uani 1 1 d . . . C33 C 0.6040(5) 0.3609(4) 0.82107(14) 0.0155(11) Uani 1 1 d . . . C34 C 0.5100(5) 0.4424(4) 0.82159(15) 0.0205(12) Uani 1 1 d . . . H34A H 0.5077 0.4881 0.8441 0.025 Uiso 1 1 calc R . . C35 C 0.4200(5) 0.4575(4) 0.78969(16) 0.0228(13) Uani 1 1 d . . . H35A H 0.3568 0.5130 0.7907 0.027 Uiso 1 1 calc R . . C36 C 0.4216(5) 0.3916(4) 0.75600(16) 0.0238(13) Uani 1 1 d . . . H36A H 0.3600 0.4018 0.7343 0.029 Uiso 1 1 calc R . . C37 C 0.5142(5) 0.3116(4) 0.75496(15) 0.0205(12) Uani 1 1 d . . . H37A H 0.5171 0.2673 0.7321 0.025 Uiso 1 1 calc R . . C38 C 0.6028(5) 0.2951(4) 0.78665(15) 0.0164(12) Uani 1 1 d . . . C39 C 0.6997(5) 0.2081(4) 0.78862(14) 0.0172(12) Uani 1 1 d . . . C40 C 0.7184(5) 0.1331(4) 0.75955(15) 0.0213(13) Uani 1 1 d . . . H40A H 0.6667 0.1356 0.7353 0.026 Uiso 1 1 calc R . . C41 C 0.8115(5) 0.0544(4) 0.76540(15) 0.0236(13) Uani 1 1 d . . . H41A H 0.8226 0.0013 0.7457 0.028 Uiso 1 1 calc R . . C42 C 0.8888(5) 0.0534(4) 0.80035(16) 0.0252(14) Uani 1 1 d . . . H42A H 0.9555 0.0012 0.8047 0.030 Uiso 1 1 calc R . . C43 C 0.8671(5) 0.1295(4) 0.82859(15) 0.0189(12) Uani 1 1 d . . . H43A H 0.9197 0.1286 0.8527 0.023 Uiso 1 1 calc R . . P1 P 1.12580(17) 0.90687(14) 0.90044(5) 0.0386(4) Uani 1 1 d . . . F10 F 1.0156(4) 0.8277(3) 0.91350(15) 0.0672(14) Uani 1 1 d . . . F11 F 1.1694(4) 0.9245(4) 0.94563(11) 0.0594(13) Uani 1 1 d . . . F12 F 1.2228(4) 0.8084(4) 0.89739(14) 0.0660(14) Uani 1 1 d . . . F13 F 1.0789(6) 0.8895(5) 0.85599(14) 0.100(2) Uani 1 1 d . . . F14 F 1.0299(4) 1.0061(3) 0.90306(15) 0.0728(15) Uani 1 1 d . . . F15 F 1.2381(5) 0.9850(4) 0.88907(15) 0.0823(16) Uani 1 1 d . . . C100 C 1.1775(7) 0.5682(6) 0.9275(2) 0.052(2) Uani 1 1 d . . . H10A H 1.1714 0.6457 0.9210 0.062 Uiso 1 1 calc R . . H10B H 1.0889 0.5371 0.9240 0.062 Uiso 1 1 calc R . . Cl1 Cl 1.28005(17) 0.50475(16) 0.89480(5) 0.0528(5) Uani 1 1 d . . . Cl2 Cl 1.2356(2) 0.55289(19) 0.97664(6) 0.0691(6) Uani 1 1 d . . . C200 C 0.5404(11) 0.7370(12) 0.8141(5) 0.080(6) Uani 0.50 1 d PDU A 1 H20B H 0.5689 0.6633 0.8077 0.096 Uiso 0.50 1 calc PR A 1 H20C H 0.5291 0.7399 0.8430 0.096 Uiso 0.50 1 calc PR A 1 Cl3 Cl 0.6612(4) 0.8246(3) 0.80323(15) 0.0612(13) Uani 0.50 1 d PDU A 1 Cl4 Cl 0.3938(5) 0.7598(4) 0.78988(17) 0.0730(16) Uani 0.50 1 d PDU A 1 Cl3' Cl 0.6475(15) 0.8295(11) 0.7953(4) 0.118(5) Uani 0.25 1 d PDU B 2 Cl4' Cl 0.4055(10) 0.7510(9) 0.8243(4) 0.100(4) Uani 0.25 1 d PD B 2 C20' C 0.5682(14) 0.7352(17) 0.8210(8) 0.053(9) Uani 0.25 1 d PDU B 2 H20D H 0.5832 0.6644 0.8087 0.064 Uiso 0.25 1 calc PR B 2 H20E H 0.6089 0.7326 0.8483 0.064 Uiso 0.25 1 calc PR B 2 Cl3" Cl 0.6180(8) 0.7884(10) 0.8221(3) 0.087(3) Uani 0.25 1 d PD C 3 Cl4" Cl 0.3670(8) 0.7589(6) 0.78149(19) 0.0353(18) Uani 0.25 1 d PDU C 3 C20" C 0.4550(14) 0.771(3) 0.8258(5) 0.093(10) Uani 0.25 1 d PDU C 3 H20F H 0.4207 0.8323 0.8405 0.112 Uiso 0.25 1 calc PR C 3 H20G H 0.4413 0.7051 0.8416 0.112 Uiso 0.25 1 calc PR C 3 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 0.02210(9) 0.01219(8) 0.01103(8) 0.00019(8) 0.00404(6) -0.00115(9) N1 0.023(2) 0.016(2) 0.017(2) 0.0007(17) 0.0043(17) 0.0013(18) N2 0.023(2) 0.015(2) 0.0117(19) -0.0005(16) 0.0070(16) -0.0005(17) N3 0.042(3) 0.025(2) 0.018(2) -0.0026(19) 0.008(2) -0.014(2) N4 0.056(3) 0.058(4) 0.029(3) 0.010(3) 0.017(3) 0.001(3) C1 0.024(3) 0.019(3) 0.025(3) 0.003(2) 0.004(2) -0.001(2) C2 0.030(3) 0.032(3) 0.030(3) 0.007(3) -0.007(3) -0.004(3) C3 0.029(3) 0.039(3) 0.027(3) 0.004(3) -0.012(2) 0.001(3) C4 0.033(3) 0.033(3) 0.019(3) 0.006(2) -0.004(2) -0.002(3) C5 0.029(3) 0.010(2) 0.020(3) -0.002(2) 0.000(2) -0.004(2) C6 0.031(3) 0.016(2) 0.014(2) -0.002(2) 0.002(2) -0.003(2) C7 0.035(3) 0.019(3) 0.016(2) 0.002(2) 0.001(2) -0.003(2) C8 0.032(3) 0.014(2) 0.018(2) -0.003(2) 0.009(2) 0.001(2) C9 0.027(3) 0.016(3) 0.019(2) -0.002(2) 0.005(2) -0.002(2) C10 0.032(3) 0.007(2) 0.017(2) 0.0004(19) 0.004(2) 0.000(2) C11 0.033(3) 0.021(2) 0.017(2) 0.005(2) 0.005(2) -0.002(2) C12 0.022(3) 0.018(3) 0.032(3) 0.000(2) -0.001(2) 0.000(2) C13 0.030(3) 0.041(4) 0.045(4) 0.018(3) -0.009(3) -0.002(3) C14 0.063(4) 0.039(3) 0.018(3) 0.002(3) -0.005(3) -0.032(3) C15 0.055(4) 0.025(3) 0.026(3) -0.002(3) 0.005(3) -0.013(3) C16 0.031(3) 0.017(2) 0.017(2) -0.002(2) 0.008(2) 0.001(2) C17 0.029(3) 0.036(3) 0.025(3) 0.004(3) 0.014(2) 0.005(3) C18 0.037(3) 0.037(3) 0.020(3) 0.007(2) 0.005(2) 0.004(3) C19 0.043(3) 0.020(3) 0.022(3) 0.009(2) 0.020(2) 0.007(2) C20 0.036(3) 0.019(3) 0.032(3) 0.003(2) 0.009(3) -0.003(2) C21 0.033(3) 0.020(3) 0.020(3) -0.004(2) 0.007(2) 0.000(2) N5 0.021(2) 0.018(2) 0.015(2) 0.0004(17) -0.0006(17) -0.0018(18) C22 0.012(2) 0.018(2) 0.016(2) 0.004(2) 0.0021(19) 0.000(2) C23 0.023(3) 0.020(3) 0.025(3) 0.007(2) 0.003(2) 0.001(2) C24 0.019(3) 0.037(3) 0.020(3) 0.011(2) 0.001(2) 0.004(2) C25 0.026(3) 0.030(3) 0.025(3) 0.011(2) -0.001(2) -0.005(2) C26 0.030(3) 0.013(2) 0.030(3) 0.004(2) -0.003(2) -0.007(2) C27 0.021(3) 0.018(2) 0.018(2) 0.002(2) -0.001(2) 0.001(2) C28 0.026(3) 0.014(2) 0.022(3) -0.002(2) -0.006(2) 0.004(2) C29 0.040(3) 0.019(3) 0.031(3) -0.004(2) 0.001(3) -0.004(2) C30 0.043(3) 0.014(3) 0.032(3) -0.008(2) 0.001(3) 0.001(2) C31 0.038(3) 0.026(3) 0.020(3) -0.008(2) 0.008(2) 0.009(2) C32 0.024(3) 0.019(3) 0.022(3) -0.003(2) 0.003(2) -0.001(2) N6 0.017(2) 0.015(2) 0.0115(19) 0.0033(16) 0.0060(16) -0.0018(16) C33 0.020(2) 0.010(2) 0.018(2) 0.0034(19) 0.011(2) -0.0046(19) C34 0.025(3) 0.020(3) 0.017(2) 0.002(2) 0.006(2) 0.002(2) C35 0.022(3) 0.018(3) 0.029(3) 0.004(2) 0.007(2) 0.006(2) C36 0.023(3) 0.023(3) 0.026(3) 0.005(2) -0.004(2) -0.003(2) C37 0.024(3) 0.017(2) 0.021(2) -0.002(2) -0.001(2) 0.000(2) C38 0.016(2) 0.013(2) 0.021(2) 0.0006(19) 0.006(2) -0.0007(19) C39 0.017(2) 0.016(2) 0.019(2) 0.005(2) 0.004(2) -0.0036(19) C40 0.026(3) 0.023(3) 0.015(2) -0.004(2) 0.002(2) 0.001(2) C41 0.030(3) 0.020(3) 0.022(3) -0.008(2) 0.006(2) 0.003(2) C42 0.026(3) 0.019(3) 0.032(3) -0.003(2) 0.008(2) 0.008(2) C43 0.020(3) 0.020(2) 0.017(2) 0.004(2) 0.001(2) 0.001(2) P1 0.0459(9) 0.0332(8) 0.0350(9) 0.0095(7) -0.0130(7) -0.0162(7) F10 0.053(2) 0.044(2) 0.105(4) 0.001(2) 0.008(2) -0.022(2) F11 0.075(3) 0.066(3) 0.035(2) 0.005(2) -0.016(2) -0.008(2) F12 0.060(3) 0.055(3) 0.083(3) -0.006(2) 0.001(2) -0.004(2) F13 0.140(5) 0.109(4) 0.047(3) 0.003(3) -0.041(3) -0.008(4) F14 0.072(3) 0.034(2) 0.108(4) 0.011(2) -0.036(3) 0.001(2) F15 0.090(3) 0.070(3) 0.088(3) 0.026(3) 0.010(3) -0.044(3) C100 0.060(5) 0.046(4) 0.047(4) -0.009(3) -0.007(4) 0.014(4) Cl1 0.0452(9) 0.0689(12) 0.0441(10) 0.0004(9) 0.0022(8) 0.0043(9) Cl2 0.0803(14) 0.0819(14) 0.0439(10) -0.0217(10) -0.0059(10) 0.0125(12) C200 0.072(10) 0.052(9) 0.109(12) 0.028(9) -0.044(9) -0.017(8) Cl3 0.062(2) 0.0341(18) 0.087(3) -0.034(2) 0.003(2) -0.0035(19) Cl4 0.077(3) 0.041(2) 0.099(4) 0.000(2) -0.015(3) -0.003(2) Cl3' 0.155(11) 0.100(9) 0.105(8) 0.018(8) 0.061(8) -0.014(9) Cl4' 0.118(8) 0.077(6) 0.107(8) -0.048(6) 0.023(7) -0.024(6) C20' 0.078(19) 0.041(15) 0.040(15) 0.015(12) 0.002(14) 0.030(14) Cl3" 0.060(5) 0.129(9) 0.068(6) -0.043(6) -0.021(5) 0.033(6) Cl4" 0.062(4) 0.024(3) 0.017(3) 0.009(2) -0.023(3) -0.011(3) C20" 0.10(2) 0.057(17) 0.12(2) 0.023(17) -0.029(18) -0.025(17) _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 C33 2.012(5) . ? Ir1 C22 2.013(5) . ? Ir1 N6 2.039(4) . ? Ir1 N5 2.057(4) . ? Ir1 N1 2.153(4) . ? Ir1 N2 2.204(4) . ? N1 C1 1.343(7) . ? N1 C5 1.345(7) . ? N2 C10 1.347(7) . ? N2 C6 1.358(6) . ? N3 C15 1.344(7) . ? N3 C11 1.357(7) . ? N4 C19 1.385(7) . ? N4 H4A 0.8800 . ? N4 H4B 0.8800 . ? C1 C2 1.380(8) . ? C1 H1A 0.9500 . ? C2 C3 1.373(8) . ? C2 H2A 0.9500 . ? C3 C4 1.373(8) . ? C3 H3B 0.9500 . ? C4 C5 1.380(7) . ? C4 H4C 0.9500 . ? C5 C6 1.476(7) . ? C6 C7 1.385(7) . ? C7 C8 1.388(8) . ? C7 H7A 0.9500 . ? C8 C9 1.391(7) . ? C8 C16 1.470(7) . ? C9 C10 1.389(7) . ? C9 H9A 0.9500 . ? C10 C11 1.497(7) . ? C11 C12 1.356(7) . ? C12 C13 1.410(8) . ? C12 H12A 0.9500 . ? C13 C14 1.397(9) . ? C13 H13A 0.9500 . ? C14 C15 1.355(9) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 C21 1.397(8) . ? C16 C17 1.403(7) . ? C17 C18 1.384(8) . ? C17 H17A 0.9500 . ? C18 C19 1.399(8) . ? C18 H18A 0.9500 . ? C19 C20 1.388(8) . ? C20 C21 1.403(8) . ? C20 H20A 0.9500 . ? C21 H21A 0.9500 . ? N5 C32 1.364(7) . ? N5 C28 1.366(7) . ? C22 C23 1.388(7) . ? C22 C27 1.421(7) . ? C23 C24 1.378(8) . ? C23 H23A 0.9500 . ? C24 C25 1.390(8) . ? C24 H24A 0.9500 . ? C25 C26 1.360(8) . ? C25 H25A 0.9500 . ? C26 C27 1.393(7) . ? C26 H26A 0.9500 . ? C27 C28 1.463(7) . ? C28 C29 1.386(7) . ? C29 C30 1.396(8) . ? C29 H29A 0.9500 . ? C30 C31 1.372(8) . ? C30 H30A 0.9500 . ? C31 C32 1.381(7) . ? C31 H31A 0.9500 . ? C32 H32A 0.9500 . ? N6 C43 1.341(6) . ? N6 C39 1.375(6) . ? C33 C34 1.402(7) . ? C33 C38 1.421(7) . ? C34 C35 1.391(7) . ? C34 H34A 0.9500 . ? C35 C36 1.404(7) . ? C35 H35A 0.9500 . ? C36 C37 1.379(7) . ? C36 H36A 0.9500 . ? C37 C38 1.379(7) . ? C37 H37A 0.9500 . ? C38 C39 1.471(7) . ? C39 C40 1.377(7) . ? C40 C41 1.376(7) . ? C40 H40A 0.9500 . ? C41 C42 1.384(8) . ? C41 H41A 0.9500 . ? C42 C43 1.372(7) . ? C42 H42A 0.9500 . ? C43 H43A 0.9500 . ? P1 F13 1.565(5) . ? P1 F15 1.575(5) . ? P1 F11 1.581(4) . ? P1 F10 1.583(5) . ? P1 F14 1.586(5) . ? P1 F12 1.588(5) . ? C100 Cl2 1.742(7) . ? C100 Cl1 1.758(7) . ? C100 H10A 0.9900 . ? C100 H10B 0.9900 . ? C200 Cl4 1.696(12) . ? C200 Cl3 1.709(12) . ? C200 H20B 0.9900 . ? C200 H20C 0.9900 . ? Cl3' C20' 1.698(17) . ? Cl4' C20' 1.694(15) . ? C20' H20D 0.9900 . ? C20' H20E 0.9900 . ? Cl3" C20" 1.701(15) . ? Cl4" C20" 1.708(15) . ? C20" H20F 0.9900 . ? C20" H20G 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 C33 Ir1 C22 88.89(19) . . ? C33 Ir1 N6 80.33(17) . . ? C22 Ir1 N6 92.78(18) . . ? C33 Ir1 N5 93.91(18) . . ? C22 Ir1 N5 80.47(18) . . ? N6 Ir1 N5 171.26(16) . . ? C33 Ir1 N1 178.51(17) . . ? C22 Ir1 N1 92.47(17) . . ? N6 Ir1 N1 98.98(15) . . ? N5 Ir1 N1 86.93(16) . . ? C33 Ir1 N2 102.71(17) . . ? C22 Ir1 N2 166.63(17) . . ? N6 Ir1 N2 95.68(15) . . ? N5 Ir1 N2 91.99(16) . . ? N1 Ir1 N2 76.02(15) . . ? C1 N1 C5 119.0(4) . . ? C1 N1 Ir1 125.4(3) . . ? C5 N1 Ir1 115.1(3) . . ? C10 N2 C6 117.4(4) . . ? C10 N2 Ir1 129.4(3) . . ? C6 N2 Ir1 111.2(3) . . ? C15 N3 C11 116.7(5) . . ? C19 N4 H4A 120.0 . . ? C19 N4 H4B 120.0 . . ? H4A N4 H4B 120.0 . . ? N1 C1 C2 122.7(5) . . ? N1 C1 H1A 118.7 . . ? C2 C1 H1A 118.7 . . ? C3 C2 C1 117.8(5) . . ? C3 C2 H2A 121.1 . . ? C1 C2 H2A 121.1 . . ? C4 C3 C2 120.1(5) . . ? C4 C3 H3B 119.9 . . ? C2 C3 H3B 119.9 . . ? C3 C4 C5 119.5(5) . . ? C3 C4 H4C 120.3 . . ? C5 C4 H4C 120.3 . . ? N1 C5 C4 120.9(5) . . ? N1 C5 C6 115.6(4) . . ? C4 C5 C6 123.4(5) . . ? N2 C6 C7 121.6(5) . . ? N2 C6 C5 117.3(4) . . ? C7 C6 C5 121.1(5) . . ? C6 C7 C8 121.9(5) . . ? C6 C7 H7A 119.0 . . ? C8 C7 H7A 119.0 . . ? C7 C8 C9 115.4(5) . . ? C7 C8 C16 122.1(5) . . ? C9 C8 C16 122.5(5) . . ? C10 C9 C8 121.1(5) . . ? C10 C9 H9A 119.4 . . ? C8 C9 H9A 119.4 . . ? N2 C10 C9 122.3(4) . . ? N2 C10 C11 120.2(4) . . ? C9 C10 C11 117.1(5) . . ? C12 C11 N3 125.6(5) . . ? C12 C11 C10 119.5(5) . . ? N3 C11 C10 114.5(5) . . ? C11 C12 C13 116.7(5) . . ? C11 C12 H12A 121.7 . . ? C13 C12 H12A 121.7 . . ? C14 C13 C12 118.3(5) . . ? C14 C13 H13A 120.9 . . ? C12 C13 H13A 120.9 . . ? C15 C14 C13 120.3(5) . . ? C15 C14 H14A 119.8 . . ? C13 C14 H14A 119.8 . . ? N3 C15 C14 122.4(6) . . ? N3 C15 H15A 118.8 . . ? C14 C15 H15A 118.8 . . ? C21 C16 C17 117.4(5) . . ? C21 C16 C8 121.5(5) . . ? C17 C16 C8 121.0(5) . . ? C18 C17 C16 121.9(5) . . ? C18 C17 H17A 119.0 . . ? C16 C17 H17A 119.0 . . ? C17 C18 C19 120.1(5) . . ? C17 C18 H18A 120.0 . . ? C19 C18 H18A 120.0 . . ? N4 C19 C20 121.1(6) . . ? N4 C19 C18 119.9(5) . . ? C20 C19 C18 119.0(5) . . ? C19 C20 C21 120.6(5) . . ? C19 C20 H20A 119.7 . . ? C21 C20 H20A 119.7 . . ? C16 C21 C20 120.9(5) . . ? C16 C21 H21A 119.5 . . ? C20 C21 H21A 119.5 . . ? C32 N5 C28 120.1(4) . . ? C32 N5 Ir1 124.5(3) . . ? C28 N5 Ir1 115.5(3) . . ? C23 C22 C27 117.2(5) . . ? C23 C22 Ir1 128.0(4) . . ? C27 C22 Ir1 114.3(3) . . ? C24 C23 C22 121.3(5) . . ? C24 C23 H23A 119.4 . . ? C22 C23 H23A 119.4 . . ? C23 C24 C25 120.5(5) . . ? C23 C24 H24A 119.7 . . ? C25 C24 H24A 119.7 . . ? C26 C25 C24 119.8(5) . . ? C26 C25 H25A 120.1 . . ? C24 C25 H25A 120.1 . . ? C25 C26 C27 120.4(5) . . ? C25 C26 H26A 119.8 . . ? C27 C26 H26A 119.8 . . ? C26 C27 C22 120.7(5) . . ? C26 C27 C28 124.2(5) . . ? C22 C27 C28 115.1(4) . . ? N5 C28 C29 120.4(5) . . ? N5 C28 C27 114.4(4) . . ? C29 C28 C27 125.2(5) . . ? C28 C29 C30 119.1(5) . . ? C28 C29 H29A 120.5 . . ? C30 C29 H29A 120.5 . . ? C31 C30 C29 120.1(5) . . ? C31 C30 H30A 120.0 . . ? C29 C30 H30A 120.0 . . ? C30 C31 C32 119.5(5) . . ? C30 C31 H31A 120.3 . . ? C32 C31 H31A 120.3 . . ? N5 C32 C31 120.9(5) . . ? N5 C32 H32A 119.6 . . ? C31 C32 H32A 119.6 . . ? C43 N6 C39 118.9(4) . . ? C43 N6 Ir1 124.7(3) . . ? C39 N6 Ir1 116.3(3) . . ? C34 C33 C38 117.0(4) . . ? C34 C33 Ir1 128.0(4) . . ? C38 C33 Ir1 115.0(3) . . ? C35 C34 C33 121.0(5) . . ? C35 C34 H34A 119.5 . . ? C33 C34 H34A 119.5 . . ? C34 C35 C36 120.6(5) . . ? C34 C35 H35A 119.7 . . ? C36 C35 H35A 119.7 . . ? C37 C36 C35 118.9(5) . . ? C37 C36 H36A 120.5 . . ? C35 C36 H36A 120.5 . . ? C38 C37 C36 120.9(5) . . ? C38 C37 H37A 119.6 . . ? C36 C37 H37A 119.6 . . ? C37 C38 C33 121.5(4) . . ? C37 C38 C39 124.0(4) . . ? C33 C38 C39 114.5(4) . . ? N6 C39 C40 120.1(4) . . ? N6 C39 C38 113.8(4) . . ? C40 C39 C38 126.2(5) . . ? C41 C40 C39 120.4(5) . . ? C41 C40 H40A 119.8 . . ? C39 C40 H40A 119.8 . . ? C40 C41 C42 119.3(5) . . ? C40 C41 H41A 120.4 . . ? C42 C41 H41A 120.4 . . ? C43 C42 C41 118.6(5) . . ? C43 C42 H42A 120.7 . . ? C41 C42 H42A 120.7 . . ? N6 C43 C42 122.8(5) . . ? N6 C43 H43A 118.6 . . ? C42 C43 H43A 118.6 . . ? F13 P1 F15 92.3(3) . . ? F13 P1 F11 178.6(3) . . ? F15 P1 F11 88.8(3) . . ? F13 P1 F10 89.8(3) . . ? F15 P1 F10 177.8(3) . . ? F11 P1 F10 89.1(3) . . ? F13 P1 F14 90.2(3) . . ? F15 P1 F14 90.0(3) . . ? F11 P1 F14 88.9(3) . . ? F10 P1 F14 90.7(3) . . ? F13 P1 F12 89.4(3) . . ? F15 P1 F12 89.4(3) . . ? F11 P1 F12 91.5(3) . . ? F10 P1 F12 90.0(2) . . ? F14 P1 F12 179.2(3) . . ? Cl2 C100 Cl1 111.4(4) . . ? Cl2 C100 H10A 109.4 . . ? Cl1 C100 H10A 109.4 . . ? Cl2 C100 H10B 109.4 . . ? Cl1 C100 H10B 109.4 . . ? H10A C100 H10B 108.0 . . ? Cl4 C200 Cl3 115.2(9) . . ? Cl4 C200 H20B 108.5 . . ? Cl3 C200 H20B 108.4 . . ? Cl4 C200 H20C 108.5 . . ? Cl3 C200 H20C 108.5 . . ? H20B C200 H20C 107.5 . . ? Cl4' C20' Cl3' 117.3(13) . . ? Cl4' C20' H20D 108.0 . . ? Cl3' C20' H20D 108.0 . . ? Cl4' C20' H20E 107.9 . . ? Cl3' C20' H20E 108.0 . . ? H20D C20' H20E 107.2 . . ? Cl3" C20" Cl4" 114.9(11) . . ? Cl3" C20" H20F 108.5 . . ? Cl4" C20" H20F 108.6 . . ? Cl3" C20" H20G 108.6 . . ? Cl4" C20" H20G 108.6 . . ? H20F C20" H20G 107.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.346 _refine_diff_density_min -3.469 _refine_diff_density_rms 0.171 _database_code_depnum_ccdc_archive 'CCDC 974019' ####################################################################### # # 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_gs89 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '4(C44 H33 Ir N5 O), C4 H10 O, 4(F6 P), 2(C2 H3 N)' _chemical_formula_sum 'C184 H148 F24 Ir4 N22 O5 P4' _chemical_formula_weight 4096.00 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 Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall -C2yc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 55.632(4) _cell_length_b 10.5213(11) _cell_length_c 34.013(2) _cell_angle_alpha 90.00 _cell_angle_beta 124.848(4) _cell_angle_gamma 90.00 _cell_volume 16338(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9246 _cell_measurement_theta_min 4.32 _cell_measurement_theta_max 64.51 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.665 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 8120 _exptl_absorpt_coefficient_mu 3.381 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3841 _exptl_absorpt_correction_T_max 0.7978 _exptl_absorpt_process_details '(Blessing 1951)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 163250 _diffrn_reflns_av_R_equivalents 0.0969 _diffrn_reflns_av_sigmaI/netI 0.0412 _diffrn_reflns_limit_h_min -73 _diffrn_reflns_limit_h_max 73 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 28.20 _reflns_number_total 20080 _reflns_number_gt 18711 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _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^)+(0.0013P)^2^+30.8931P] 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 20080 _refine_ls_number_parameters 1220 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0320 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0617 _refine_ls_wR_factor_gt 0.0605 _refine_ls_goodness_of_fit_ref 1.195 _refine_ls_restrained_S_all 1.195 _refine_ls_shift/su_max 0.010 _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 Ir1A Ir 0.674344(2) 0.568870(9) 0.730953(3) 0.02087(3) Uani 1 1 d . . . N1A N 0.65418(5) 0.4820(2) 0.76149(8) 0.0227(4) Uani 1 1 d . . . N2A N 0.63246(4) 0.4962(2) 0.66857(7) 0.0226(4) Uani 1 1 d . . . N3A N 0.62097(6) 0.7286(2) 0.60915(9) 0.0321(5) Uani 1 1 d . . . C1A C 0.66354(6) 0.4934(3) 0.80723(9) 0.0278(5) Uani 1 1 d . . . H1AA H 0.6796 0.5484 0.8275 0.033 Uiso 1 1 calc R . . C2A C 0.65081(6) 0.4282(3) 0.82632(10) 0.0306(6) Uani 1 1 d . . . H2AA H 0.6578 0.4394 0.8589 0.037 Uiso 1 1 calc R . . C3A C 0.62781(6) 0.3467(3) 0.79721(10) 0.0301(6) Uani 1 1 d . . . H3AA H 0.6191 0.2988 0.8096 0.036 Uiso 1 1 calc R . . C4A C 0.61772(6) 0.3363(3) 0.74944(10) 0.0283(5) Uani 1 1 d . . . H4AA H 0.6018 0.2815 0.7287 0.034 Uiso 1 1 calc R . . C5A C 0.63083(5) 0.4053(2) 0.73200(9) 0.0226(5) Uani 1 1 d . . . C6A C 0.62090(6) 0.4048(2) 0.68137(9) 0.0240(5) Uani 1 1 d . . . C7A C 0.60085(6) 0.3160(3) 0.64897(10) 0.0272(5) Uani 1 1 d . . . H7AA H 0.5935 0.2527 0.6594 0.033 Uiso 1 1 calc R . . C8A C 0.59144(6) 0.3194(3) 0.60136(10) 0.0281(5) Uani 1 1 d . . . C9A C 0.60213(6) 0.4179(3) 0.58794(10) 0.0289(6) Uani 1 1 d . . . H9AA H 0.5959 0.4251 0.5556 0.035 Uiso 1 1 calc R . . C10A C 0.62180(6) 0.5054(2) 0.62155(9) 0.0247(5) Uani 1 1 d . . . C11A C 0.63047(6) 0.6159(3) 0.60498(9) 0.0253(5) Uani 1 1 d . . . C12A C 0.64541(6) 0.6001(3) 0.58406(10) 0.0282(5) Uani 1 1 d . . . H12A H 0.6514 0.5179 0.5814 0.034 Uiso 1 1 calc R . . C13A C 0.65152(7) 0.7060(3) 0.56689(10) 0.0332(6) Uani 1 1 d . . . H13A H 0.6620 0.6982 0.5527 0.040 Uiso 1 1 calc R . . C14A C 0.64196(7) 0.8235(3) 0.57105(11) 0.0364(7) Uani 1 1 d . . . H14A H 0.6457 0.8982 0.5596 0.044 Uiso 1 1 calc R . . C15A C 0.62698(7) 0.8295(3) 0.59205(12) 0.0375(7) Uani 1 1 d . . . H15A H 0.6205 0.9105 0.5946 0.045 Uiso 1 1 calc R . . C16A C 0.57109(6) 0.2224(3) 0.56659(10) 0.0322(6) Uani 1 1 d . . . C17A C 0.57181(8) 0.0980(3) 0.58136(12) 0.0410(8) Uani 1 1 d . . . H17A H 0.5845 0.0773 0.6144 0.049 Uiso 1 1 calc R . . C18A C 0.55439(9) 0.0042(3) 0.54870(13) 0.0492(9) Uani 1 1 d . . . H18A H 0.5555 -0.0804 0.5594 0.059 Uiso 1 1 calc R . . C19A C 0.53538(8) 0.0334(3) 0.50048(13) 0.0453(8) Uani 1 1 d . . . C20A C 0.53391(7) 0.1569(3) 0.48512(12) 0.0426(8) Uani 1 1 d . . . H20A H 0.5208 0.1778 0.4522 0.051 Uiso 1 1 calc R . . C21A C 0.55180(7) 0.2502(3) 0.51814(11) 0.0374(7) Uani 1 1 d . . . H21A H 0.5508 0.3345 0.5073 0.045 Uiso 1 1 calc R . . O1A O 0.51952(7) -0.0658(3) 0.47144(10) 0.0622(9) Uani 1 1 d . . . C22A C 0.50102(11) -0.0415(4) 0.42104(15) 0.0725(15) Uani 1 1 d . . . H22A H 0.4869 0.0252 0.4145 0.109 Uiso 1 1 calc R . . H22B H 0.4905 -0.1194 0.4041 0.109 Uiso 1 1 calc R . . H22C H 0.5130 -0.0137 0.4099 0.109 Uiso 1 1 calc R . . C23A C 0.71095(6) 0.6212(3) 0.79286(9) 0.0249(5) Uani 1 1 d . . . C24A C 0.73666(6) 0.5510(3) 0.82178(10) 0.0307(6) Uani 1 1 d . . . H24A H 0.7383 0.4693 0.8116 0.037 Uiso 1 1 calc R . . C25A C 0.75990(7) 0.5989(3) 0.86525(11) 0.0361(7) Uani 1 1 d . . . H25A H 0.7772 0.5495 0.8844 0.043 Uiso 1 1 calc R . . C26A C 0.75824(7) 0.7173(3) 0.88106(11) 0.0394(7) Uani 1 1 d . . . H26A H 0.7743 0.7485 0.9110 0.047 Uiso 1 1 calc R . . C27A C 0.73341(7) 0.7901(3) 0.85353(10) 0.0353(6) Uani 1 1 d . . . H27A H 0.7322 0.8716 0.8643 0.042 Uiso 1 1 calc R . . C28A C 0.70982(6) 0.7431(3) 0.80931(9) 0.0266(5) Uani 1 1 d . . . C29A C 0.68220(6) 0.8099(3) 0.77846(10) 0.0268(5) Uani 1 1 d . . . C30A C 0.67572(7) 0.9318(3) 0.78596(11) 0.0346(6) Uani 1 1 d . . . H30A H 0.6903 0.9799 0.8128 0.042 Uiso 1 1 calc R . . C31A C 0.64843(8) 0.9825(3) 0.75482(12) 0.0394(7) Uani 1 1 d . . . H31A H 0.6441 1.0660 0.7597 0.047 Uiso 1 1 calc R . . C32A C 0.62717(7) 0.9107(3) 0.71612(11) 0.0363(7) Uani 1 1 d . . . H32A H 0.6079 0.9433 0.6946 0.044 Uiso 1 1 calc R . . C33A C 0.63443(6) 0.7911(3) 0.70945(10) 0.0299(6) Uani 1 1 d . . . H33A H 0.6199 0.7418 0.6829 0.036 Uiso 1 1 calc R . . N4A N 0.66134(5) 0.7421(2) 0.73932(8) 0.0242(4) Uani 1 1 d . . . C34A C 0.69400(6) 0.6380(3) 0.70077(9) 0.0250(5) Uani 1 1 d . . . C35A C 0.69609(6) 0.7652(3) 0.69082(10) 0.0313(6) Uani 1 1 d . . . H35A H 0.6871 0.8296 0.6978 0.038 Uiso 1 1 calc R . . C36A C 0.71115(7) 0.7985(3) 0.67097(11) 0.0369(7) Uani 1 1 d . . . H36A H 0.7121 0.8853 0.6643 0.044 Uiso 1 1 calc R . . C37A C 0.72476(7) 0.7069(4) 0.66080(11) 0.0407(7) Uani 1 1 d . . . H37A H 0.7347 0.7305 0.6467 0.049 Uiso 1 1 calc R . . C38A C 0.72369(7) 0.5809(3) 0.67134(11) 0.0361(7) Uani 1 1 d . . . H38A H 0.7332 0.5176 0.6649 0.043 Uiso 1 1 calc R . . C39A C 0.70862(6) 0.5470(3) 0.69140(10) 0.0283(5) Uani 1 1 d . . . C40A C 0.70712(6) 0.4167(3) 0.70495(9) 0.0281(5) Uani 1 1 d . . . C41A C 0.72005(7) 0.3096(3) 0.69983(11) 0.0365(7) Uani 1 1 d . . . H41A H 0.7305 0.3177 0.6856 0.044 Uiso 1 1 calc R . . C42A C 0.71765(7) 0.1927(3) 0.71546(13) 0.0425(8) Uani 1 1 d . . . H42A H 0.7263 0.1198 0.7118 0.051 Uiso 1 1 calc R . . C43A C 0.70264(7) 0.1822(3) 0.73653(13) 0.0404(7) Uani 1 1 d . . . H43A H 0.7009 0.1023 0.7477 0.048 Uiso 1 1 calc R . . C44A C 0.69035(6) 0.2893(3) 0.74108(11) 0.0327(6) Uani 1 1 d . . . H44A H 0.6802 0.2822 0.7559 0.039 Uiso 1 1 calc R . . N5A N 0.69211(5) 0.4039(2) 0.72542(8) 0.0248(4) Uani 1 1 d . . . Ir1B Ir 0.604457(2) -0.361410(9) 0.911942(3) 0.02114(3) Uani 1 1 d . . . N1B N 0.62470(5) -0.2221(2) 0.89393(8) 0.0252(4) Uani 1 1 d . . . N2B N 0.59449(5) -0.4277(2) 0.84242(8) 0.0246(4) Uani 1 1 d . . . N3B N 0.59940(7) -0.6959(3) 0.87025(10) 0.0439(7) Uani 1 1 d . . . C1B C 0.64117(6) -0.1254(3) 0.92237(10) 0.0319(6) Uani 1 1 d . . . H1BA H 0.6449 -0.1181 0.9532 0.038 Uiso 1 1 calc R . . C2B C 0.65290(7) -0.0362(3) 0.90808(12) 0.0415(8) Uani 1 1 d . . . H2BA H 0.6642 0.0323 0.9287 0.050 Uiso 1 1 calc R . . C3B C 0.64813(8) -0.0473(4) 0.86376(12) 0.0468(9) Uani 1 1 d . . . H3BA H 0.6561 0.0131 0.8534 0.056 Uiso 1 1 calc R . . C4B C 0.63158(7) -0.1478(3) 0.83477(11) 0.0399(7) Uani 1 1 d . . . H4BA H 0.6284 -0.1587 0.8044 0.048 Uiso 1 1 calc R . . C5B C 0.61971(6) -0.2327(3) 0.85032(9) 0.0265(5) Uani 1 1 d . . . C6B C 0.60029(6) -0.3384(2) 0.82024(9) 0.0250(5) Uani 1 1 d . . . C7B C 0.58861(6) -0.3418(3) 0.77172(9) 0.0279(5) Uani 1 1 d . . . H7BA H 0.5938 -0.2780 0.7581 0.033 Uiso 1 1 calc R . . C8B C 0.56935(6) -0.4381(3) 0.74292(9) 0.0267(5) Uani 1 1 d . . . C9B C 0.56349(6) -0.5295(3) 0.76578(10) 0.0298(6) Uani 1 1 d . . . H9BA H 0.5502 -0.5963 0.7475 0.036 Uiso 1 1 calc R . . C10B C 0.57686(6) -0.5249(3) 0.81509(10) 0.0277(5) Uani 1 1 d . . . C11B C 0.57405(8) -0.6374(3) 0.83883(11) 0.0350(6) Uani 1 1 d . . . C12B C 0.54717(9) -0.6814(4) 0.82617(14) 0.0506(9) Uani 1 1 d . . . H12B H 0.5296 -0.6369 0.8036 0.061 Uiso 1 1 calc R . . C13B C 0.54656(13) -0.7931(4) 0.84754(17) 0.0662(13) Uani 1 1 d . . . H13B H 0.5285 -0.8269 0.8396 0.079 Uiso 1 1 calc R . . C14B C 0.57215(14) -0.8531(4) 0.87981(18) 0.0724(15) Uani 1 1 d . . . H14B H 0.5721 -0.9291 0.8948 0.087 Uiso 1 1 calc R . . C15B C 0.59814(12) -0.8035(4) 0.89074(16) 0.0627(12) Uani 1 1 d . . . H15B H 0.6159 -0.8464 0.9135 0.075 Uiso 1 1 calc R . . C16B C 0.55782(6) -0.4461(3) 0.69142(9) 0.0272(5) Uani 1 1 d . . . C17B C 0.55840(8) -0.3417(3) 0.66727(10) 0.0377(7) Uani 1 1 d . . . H17B H 0.5653 -0.2627 0.6836 0.045 Uiso 1 1 calc R . . C18B C 0.54917(8) -0.3493(3) 0.61976(11) 0.0408(7) Uani 1 1 d . . . H18B H 0.5498 -0.2764 0.6039 0.049 Uiso 1 1 calc R . . C19B C 0.53906(7) -0.4643(3) 0.59582(10) 0.0356(7) Uani 1 1 d . . . C20B C 0.53809(6) -0.5699(3) 0.61918(11) 0.0343(6) Uani 1 1 d . . . H20B H 0.5312 -0.6488 0.6028 0.041 Uiso 1 1 calc R . . C21B C 0.54712(6) -0.5605(3) 0.66635(10) 0.0291(6) Uani 1 1 d . . . H21B H 0.5460 -0.6331 0.6819 0.035 Uiso 1 1 calc R . . O1B O 0.53008(6) -0.4834(3) 0.54996(8) 0.0494(6) Uani 1 1 d . . . C22B C 0.53130(10) -0.3788(4) 0.52456(12) 0.0596(11) Uani 1 1 d . . . H22D H 0.5186 -0.3104 0.5223 0.089 Uiso 1 1 calc R . . H22E H 0.5246 -0.4062 0.4923 0.089 Uiso 1 1 calc R . . H22F H 0.5515 -0.3480 0.5416 0.089 Uiso 1 1 calc R . . C23B C 0.58269(6) -0.4855(3) 0.92603(9) 0.0272(5) Uani 1 1 d . . . C24B C 0.59375(7) -0.5896(3) 0.95685(10) 0.0343(6) Uani 1 1 d . . . H24B H 0.6140 -0.6100 0.9736 0.041 Uiso 1 1 calc R . . C25B C 0.57568(9) -0.6645(4) 0.96357(13) 0.0465(8) Uani 1 1 d . . . H25B H 0.5837 -0.7348 0.9849 0.056 Uiso 1 1 calc R . . C26B C 0.54645(9) -0.6377(4) 0.93985(14) 0.0526(9) Uani 1 1 d . . . H26B H 0.5342 -0.6907 0.9439 0.063 Uiso 1 1 calc R . . C27B C 0.53484(8) -0.5327(4) 0.90987(14) 0.0489(9) Uani 1 1 d . . . H27B H 0.5147 -0.5123 0.8940 0.059 Uiso 1 1 calc R . . C28B C 0.55281(6) -0.4571(3) 0.90299(11) 0.0341(6) Uani 1 1 d . . . C29B C 0.54242(6) -0.3471(3) 0.87172(11) 0.0357(7) Uani 1 1 d . . . C30B C 0.51351(7) -0.3048(4) 0.84340(15) 0.0549(10) Uani 1 1 d . . . H30B H 0.4988 -0.3480 0.8442 0.066 Uiso 1 1 calc R . . C31B C 0.50622(8) -0.2006(4) 0.81432(17) 0.0626(12) Uani 1 1 d . . . H31B H 0.4864 -0.1729 0.7945 0.075 Uiso 1 1 calc R . . C32B C 0.52757(8) -0.1366(3) 0.81386(13) 0.0500(10) Uani 1 1 d . . . H32B H 0.5229 -0.0635 0.7943 0.060 Uiso 1 1 calc R . . C33B C 0.55592(7) -0.1807(3) 0.84242(11) 0.0370(7) Uani 1 1 d . . . H33B H 0.5708 -0.1372 0.8422 0.044 Uiso 1 1 calc R . . N4B N 0.56326(5) -0.2836(2) 0.87072(8) 0.0290(5) Uani 1 1 d . . . C34B C 0.61562(6) -0.2770(3) 0.97295(9) 0.0257(5) Uani 1 1 d . . . C35B C 0.59983(7) -0.1873(3) 0.97939(11) 0.0331(6) Uani 1 1 d . . . H35B H 0.5810 -0.1619 0.9528 0.040 Uiso 1 1 calc R . . C36B C 0.61109(7) -0.1340(3) 1.02430(12) 0.0378(7) Uani 1 1 d . . . H36B H 0.5999 -0.0729 1.0279 0.045 Uiso 1 1 calc R . . C37B C 0.63835(8) -0.1692(3) 1.06364(11) 0.0404(7) Uani 1 1 d . . . H37B H 0.6459 -0.1324 1.0941 0.048 Uiso 1 1 calc R . . C38B C 0.65445(7) -0.2576(3) 1.05834(10) 0.0357(7) Uani 1 1 d . . . H38B H 0.6732 -0.2818 1.0853 0.043 Uiso 1 1 calc R . . C39B C 0.64348(6) -0.3124(3) 1.01363(10) 0.0281(5) Uani 1 1 d . . . C40B C 0.65879(6) -0.4073(3) 1.00499(10) 0.0279(5) Uani 1 1 d . . . C41B C 0.68558(7) -0.4628(3) 1.03914(11) 0.0372(7) Uani 1 1 d . . . H41B H 0.6957 -0.4374 1.0717 0.045 Uiso 1 1 calc R . . C42B C 0.69758(7) -0.5537(3) 1.02641(13) 0.0438(8) Uani 1 1 d . . . H42B H 0.7160 -0.5907 1.0499 0.053 Uiso 1 1 calc R . . C43B C 0.68261(7) -0.5909(3) 0.97911(13) 0.0426(8) Uani 1 1 d . . . H43B H 0.6905 -0.6541 0.9695 0.051 Uiso 1 1 calc R . . C44B C 0.65592(7) -0.5345(3) 0.94584(11) 0.0340(6) Uani 1 1 d . . . H44B H 0.6456 -0.5601 0.9133 0.041 Uiso 1 1 calc R . . N5B N 0.64423(5) -0.4449(2) 0.95819(8) 0.0264(5) Uani 1 1 d . . . P1 P 0.715049(19) 0.19429(8) 0.89531(3) 0.04130(19) Uani 1 1 d . . . F10 F 0.6859(3) 0.1796(14) 0.8413(7) 0.044(2) Uani 0.540(11) 1 d P A 1 F11 F 0.71368(16) 0.3492(7) 0.8974(3) 0.073(3) Uani 0.540(11) 1 d P A 1 F12 F 0.7384(2) 0.2007(16) 0.8864(4) 0.129(5) Uani 0.540(11) 1 d P A 1 F13 F 0.7150(3) 0.0474(8) 0.8988(4) 0.093(4) Uani 0.540(11) 1 d P A 1 F14 F 0.6914(2) 0.1998(10) 0.9084(5) 0.093(3) Uani 0.540(11) 1 d P A 1 F15 F 0.7444(3) 0.1939(14) 0.9457(5) 0.069(4) Uani 0.540(11) 1 d P A 1 F10' F 0.6898(4) 0.2002(19) 0.8409(7) 0.069(5) Uani 0.460(11) 1 d P A 2 F11' F 0.7200(3) 0.3253(8) 0.8803(4) 0.085(4) Uani 0.460(11) 1 d P A 2 F12' F 0.73254(18) 0.1287(8) 0.8731(3) 0.061(2) Uani 0.460(11) 1 d P A 2 F13' F 0.7102(3) 0.0498(11) 0.9026(5) 0.067(3) Uani 0.460(11) 1 d P A 2 F14' F 0.6966(3) 0.2430(16) 0.9116(3) 0.113(6) Uani 0.460(11) 1 d P A 2 F15' F 0.7398(4) 0.2041(13) 0.9532(6) 0.060(4) Uani 0.460(11) 1 d P A 2 P2 P 0.557440(19) 0.06015(7) 0.72085(3) 0.03659(17) Uani 1 1 d . . . F20 F 0.5593(4) 0.127(2) 0.6829(7) 0.065(3) Uani 0.595(14) 1 d P B 1 F21 F 0.5636(3) 0.1840(9) 0.7492(5) 0.081(3) Uani 0.595(14) 1 d P B 1 F22 F 0.59259(10) 0.0456(10) 0.7508(2) 0.079(2) Uani 0.595(14) 1 d P B 1 F23 F 0.5538(3) -0.0645(6) 0.6930(4) 0.101(4) Uani 0.595(14) 1 d P B 1 F24 F 0.52440(11) 0.0769(10) 0.6915(2) 0.085(3) Uani 0.595(14) 1 d P B 1 F25 F 0.5568(3) -0.0167(13) 0.7596(4) 0.077(4) Uani 0.595(14) 1 d P B 1 F20' F 0.5657(6) 0.133(3) 0.6852(11) 0.058(4) Uani 0.405(14) 1 d P B 2 F21' F 0.5752(5) 0.1634(19) 0.7583(7) 0.110(8) Uani 0.405(14) 1 d P B 2 F22' F 0.5826(3) -0.0349(12) 0.7420(4) 0.084(4) Uani 0.405(14) 1 d P B 2 F23' F 0.5369(3) -0.0421(13) 0.6794(3) 0.092(5) Uani 0.405(14) 1 d P B 2 F24' F 0.5298(3) 0.1548(14) 0.6942(6) 0.124(5) Uani 0.405(14) 1 d P B 2 F25' F 0.5476(5) 0.0001(18) 0.7527(7) 0.096(7) Uani 0.405(14) 1 d P B 2 N100 N 0.67988(14) 0.0849(5) 1.02296(18) 0.0949(17) Uani 1 1 d . . . C100 C 0.69990(13) 0.0626(4) 1.02345(14) 0.0627(13) Uani 1 1 d . . . C101 C 0.72519(11) 0.0315(5) 1.02297(17) 0.0710(14) Uani 1 1 d . . . H10A H 0.7237 -0.0569 1.0127 0.107 Uiso 1 1 calc R . . H10B H 0.7431 0.0422 1.0552 0.107 Uiso 1 1 calc R . . H10C H 0.7258 0.0881 1.0007 0.107 Uiso 1 1 calc R . . O200 O 0.7500 -0.2500 1.0000 0.0686(14) Uani 1 2 d S . . C201 C 0.7721(2) -0.2615(9) 1.0440(3) 0.071(3) Uani 0.50 1 d P C 1 H20C H 0.7803 -0.3473 1.0467 0.085 Uiso 0.50 1 calc PR C 1 H20D H 0.7640 -0.2630 1.0634 0.085 Uiso 0.50 1 calc PR C 1 C301 C 0.7750(2) -0.1741(10) 1.0222(4) 0.070(3) Uani 0.50 1 d P C 2 H30C H 0.7842 -0.1893 1.0049 0.084 Uiso 0.50 1 calc PR C 2 H30D H 0.7681 -0.0849 1.0156 0.084 Uiso 0.50 1 calc PR C 2 C202 C 0.79568(13) -0.1803(6) 1.0671(3) 0.113(3) Uani 0.50 1 d P C 1 H20E H 0.8077 -0.1923 1.0547 0.170 Uiso 0.50 1 calc PR C 1 H20F H 0.8075 -0.1983 1.1016 0.170 Uiso 0.50 1 calc PR C 1 H20G H 0.7887 -0.0923 1.0616 0.170 Uiso 0.50 1 calc PR C 1 C302 C 0.79568(13) -0.1803(6) 1.0671(3) 0.113(3) Uani 0.50 1 d P C 2 H30E H 0.7904 -0.1288 1.0852 0.170 Uiso 0.50 1 calc PR C 2 H30F H 0.8139 -0.1478 1.0726 0.170 Uiso 0.50 1 calc PR C 2 H30G H 0.7985 -0.2688 1.0778 0.170 Uiso 0.50 1 calc PR 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 Ir1A 0.01941(5) 0.02302(5) 0.02497(5) -0.00230(3) 0.01551(4) -0.00124(3) N1A 0.0228(10) 0.0233(10) 0.0291(10) 0.0021(8) 0.0190(9) 0.0008(8) N2A 0.0195(9) 0.0251(10) 0.0252(10) -0.0010(8) 0.0139(8) -0.0007(8) N3A 0.0374(13) 0.0293(11) 0.0378(12) 0.0017(10) 0.0263(11) 0.0023(10) C1A 0.0247(12) 0.0337(13) 0.0275(12) -0.0016(10) 0.0164(10) 0.0007(10) C2A 0.0310(14) 0.0400(15) 0.0284(12) 0.0049(11) 0.0215(11) 0.0043(11) C3A 0.0289(13) 0.0349(14) 0.0367(14) 0.0091(11) 0.0246(12) 0.0056(11) C4A 0.0250(12) 0.0291(13) 0.0349(13) 0.0045(10) 0.0195(11) 0.0010(10) C5A 0.0195(11) 0.0254(11) 0.0278(12) 0.0013(9) 0.0164(10) 0.0014(9) C6A 0.0210(11) 0.0269(12) 0.0273(12) -0.0005(9) 0.0158(10) -0.0014(9) C7A 0.0244(12) 0.0297(13) 0.0316(13) -0.0020(10) 0.0185(11) -0.0050(10) C8A 0.0236(12) 0.0296(13) 0.0316(13) -0.0033(10) 0.0160(11) -0.0036(10) C9A 0.0275(13) 0.0331(14) 0.0265(12) -0.0032(10) 0.0156(11) -0.0027(10) C10A 0.0228(11) 0.0262(12) 0.0293(12) 0.0007(10) 0.0174(10) -0.0002(9) C11A 0.0260(12) 0.0278(12) 0.0224(11) -0.0003(9) 0.0141(10) -0.0010(10) C12A 0.0335(14) 0.0272(12) 0.0293(12) -0.0027(10) 0.0211(11) -0.0017(10) C13A 0.0377(15) 0.0367(15) 0.0337(14) -0.0015(12) 0.0254(12) -0.0034(12) C14A 0.0457(17) 0.0285(14) 0.0416(16) 0.0043(12) 0.0288(14) -0.0008(12) C15A 0.0476(18) 0.0263(13) 0.0482(17) 0.0033(12) 0.0331(15) 0.0035(12) C16A 0.0291(13) 0.0355(14) 0.0349(14) -0.0084(11) 0.0199(12) -0.0091(11) C17A 0.0466(18) 0.0395(16) 0.0357(15) -0.0048(13) 0.0229(14) -0.0170(14) C18A 0.059(2) 0.0398(17) 0.0474(18) -0.0073(15) 0.0299(17) -0.0215(16) C19A 0.0386(17) 0.0477(19) 0.0478(18) -0.0173(15) 0.0236(15) -0.0180(14) C20A 0.0333(16) 0.0488(18) 0.0343(15) -0.0095(13) 0.0126(13) -0.0070(14) C21A 0.0327(15) 0.0354(15) 0.0392(15) -0.0065(12) 0.0177(13) -0.0044(12) O1A 0.0622(18) 0.0524(15) 0.0526(15) -0.0208(12) 0.0214(14) -0.0283(13) C22A 0.066(3) 0.069(3) 0.050(2) -0.025(2) 0.014(2) -0.025(2) C23A 0.0233(12) 0.0297(13) 0.0270(12) -0.0024(10) 0.0175(10) -0.0030(9) C24A 0.0253(13) 0.0364(14) 0.0313(13) -0.0017(11) 0.0168(11) 0.0001(11) C25A 0.0253(13) 0.0499(17) 0.0295(13) 0.0027(12) 0.0135(12) -0.0005(12) C26A 0.0313(15) 0.0548(19) 0.0284(13) -0.0106(13) 0.0150(12) -0.0128(14) C27A 0.0381(15) 0.0374(15) 0.0338(14) -0.0102(12) 0.0224(13) -0.0096(12) C28A 0.0271(12) 0.0293(13) 0.0287(12) -0.0038(10) 0.0190(11) -0.0053(10) C29A 0.0329(13) 0.0262(12) 0.0304(12) -0.0024(10) 0.0234(11) -0.0022(10) C30A 0.0443(17) 0.0270(13) 0.0406(15) -0.0046(11) 0.0290(14) -0.0012(12) C31A 0.055(2) 0.0272(14) 0.0504(17) 0.0028(12) 0.0388(16) 0.0095(13) C32A 0.0387(16) 0.0381(15) 0.0401(15) 0.0074(12) 0.0272(14) 0.0141(12) C33A 0.0312(13) 0.0332(14) 0.0313(13) 0.0015(11) 0.0215(11) 0.0058(11) N4A 0.0273(11) 0.0246(10) 0.0278(10) -0.0007(8) 0.0198(9) 0.0007(8) C34A 0.0219(11) 0.0319(13) 0.0254(11) -0.0053(10) 0.0160(10) -0.0051(10) C35A 0.0322(14) 0.0322(14) 0.0360(14) -0.0033(11) 0.0233(12) -0.0077(11) C36A 0.0372(15) 0.0413(16) 0.0405(15) -0.0031(13) 0.0270(13) -0.0142(13) C37A 0.0357(15) 0.059(2) 0.0411(16) -0.0044(15) 0.0300(14) -0.0123(14) C38A 0.0291(14) 0.0507(18) 0.0365(14) -0.0080(13) 0.0236(12) -0.0038(12) C39A 0.0219(12) 0.0379(14) 0.0278(12) -0.0053(11) 0.0157(10) -0.0029(10) C40A 0.0225(12) 0.0362(14) 0.0279(12) -0.0069(10) 0.0158(10) 0.0002(10) C41A 0.0335(15) 0.0428(16) 0.0409(15) -0.0065(13) 0.0258(13) 0.0047(12) C42A 0.0396(17) 0.0368(16) 0.0540(19) -0.0027(14) 0.0285(15) 0.0118(13) C43A 0.0387(16) 0.0302(14) 0.0551(19) 0.0009(13) 0.0285(15) 0.0058(12) C44A 0.0294(13) 0.0306(14) 0.0431(15) 0.0002(12) 0.0236(12) 0.0015(11) N5A 0.0205(10) 0.0260(10) 0.0285(10) -0.0038(8) 0.0145(9) -0.0005(8) Ir1B 0.01833(4) 0.02564(5) 0.02176(4) 0.00050(3) 0.01281(4) 0.00027(3) N1B 0.0233(10) 0.0267(10) 0.0272(10) 0.0017(8) 0.0154(9) -0.0030(8) N2B 0.0247(10) 0.0255(10) 0.0268(10) 0.0010(8) 0.0166(9) 0.0007(8) N3B 0.068(2) 0.0306(13) 0.0494(15) 0.0055(11) 0.0430(15) 0.0069(12) C1B 0.0303(14) 0.0343(14) 0.0310(13) -0.0038(11) 0.0173(12) -0.0076(11) C2B 0.0404(17) 0.0427(17) 0.0376(15) -0.0062(13) 0.0201(14) -0.0173(13) C3B 0.0478(19) 0.0517(19) 0.0395(16) -0.0023(14) 0.0241(15) -0.0245(16) C4B 0.0412(17) 0.0493(18) 0.0298(13) -0.0013(13) 0.0206(13) -0.0174(14) C5B 0.0223(12) 0.0316(13) 0.0245(11) 0.0013(10) 0.0127(10) -0.0036(10) C6B 0.0219(11) 0.0276(12) 0.0272(12) 0.0010(10) 0.0150(10) 0.0005(9) C7B 0.0286(13) 0.0288(13) 0.0289(12) 0.0028(10) 0.0180(11) -0.0004(10) C8B 0.0253(12) 0.0292(13) 0.0264(12) 0.0005(10) 0.0152(10) 0.0036(10) C9B 0.0325(14) 0.0288(13) 0.0319(13) -0.0045(10) 0.0206(12) -0.0047(10) C10B 0.0318(13) 0.0272(12) 0.0319(13) -0.0030(10) 0.0228(11) -0.0022(10) C11B 0.0531(18) 0.0290(14) 0.0367(14) -0.0072(11) 0.0338(14) -0.0079(12) C12B 0.064(2) 0.051(2) 0.0508(19) -0.0144(16) 0.0414(18) -0.0262(17) C13B 0.108(4) 0.053(2) 0.073(3) -0.020(2) 0.072(3) -0.041(3) C14B 0.139(5) 0.0358(19) 0.078(3) -0.0080(19) 0.084(3) -0.022(2) C15B 0.111(4) 0.0352(18) 0.061(2) 0.0066(16) 0.061(3) 0.008(2) C16B 0.0229(12) 0.0319(13) 0.0251(12) 0.0006(10) 0.0126(10) 0.0018(10) C17B 0.0475(18) 0.0343(15) 0.0299(14) 0.0017(11) 0.0212(13) -0.0030(13) C18B 0.0511(19) 0.0395(16) 0.0312(14) 0.0042(12) 0.0231(14) -0.0035(14) C19B 0.0298(14) 0.0518(18) 0.0237(12) -0.0021(12) 0.0145(11) -0.0015(12) C20B 0.0290(14) 0.0374(15) 0.0342(14) -0.0049(12) 0.0167(12) -0.0017(11) C21B 0.0228(12) 0.0341(14) 0.0284(12) 0.0017(10) 0.0135(10) 0.0025(10) O1B 0.0544(15) 0.0642(16) 0.0280(10) -0.0050(10) 0.0226(11) -0.0102(12) C22B 0.069(3) 0.080(3) 0.0295(15) 0.0005(16) 0.0281(17) -0.020(2) C23B 0.0289(13) 0.0335(13) 0.0263(12) -0.0061(10) 0.0200(11) -0.0076(10) C24B 0.0386(16) 0.0394(15) 0.0310(13) 0.0006(11) 0.0235(12) -0.0077(12) C25B 0.061(2) 0.0469(18) 0.0444(17) -0.0018(14) 0.0378(17) -0.0178(16) C26B 0.061(2) 0.060(2) 0.063(2) -0.0143(18) 0.051(2) -0.0262(18) C27B 0.0379(17) 0.059(2) 0.064(2) -0.0151(18) 0.0377(17) -0.0158(15) C28B 0.0273(14) 0.0399(15) 0.0405(15) -0.0099(12) 0.0226(12) -0.0066(11) C29B 0.0238(13) 0.0425(16) 0.0412(15) -0.0096(13) 0.0188(12) -0.0027(11) C30B 0.0221(14) 0.060(2) 0.073(3) -0.0070(19) 0.0212(16) 0.0030(14) C31B 0.0269(16) 0.064(2) 0.076(3) -0.003(2) 0.0169(18) 0.0147(16) C32B 0.0369(18) 0.0450(19) 0.0477(19) 0.0013(15) 0.0121(15) 0.0141(14) C33B 0.0320(15) 0.0352(15) 0.0338(14) -0.0019(11) 0.0129(12) 0.0075(12) N4B 0.0219(10) 0.0323(11) 0.0307(11) -0.0046(9) 0.0138(9) 0.0015(9) C34B 0.0251(12) 0.0294(12) 0.0260(12) -0.0040(10) 0.0166(10) -0.0065(10) C35B 0.0316(14) 0.0368(15) 0.0359(14) -0.0064(12) 0.0223(12) -0.0040(11) C36B 0.0465(18) 0.0356(15) 0.0457(17) -0.0112(13) 0.0349(15) -0.0075(13) C37B 0.055(2) 0.0362(16) 0.0351(15) -0.0116(12) 0.0290(15) -0.0135(14) C38B 0.0391(16) 0.0349(15) 0.0279(13) -0.0030(11) 0.0160(12) -0.0109(12) C39B 0.0281(13) 0.0291(13) 0.0289(12) 0.0009(10) 0.0173(11) -0.0059(10) C40B 0.0224(12) 0.0323(13) 0.0284(12) 0.0031(10) 0.0142(10) -0.0049(10) C41B 0.0275(14) 0.0434(16) 0.0332(14) 0.0042(12) 0.0130(12) -0.0033(12) C42B 0.0275(15) 0.0510(19) 0.0477(18) 0.0158(15) 0.0184(14) 0.0101(13) C43B 0.0361(16) 0.0445(17) 0.0532(19) 0.0113(15) 0.0291(15) 0.0144(13) C44B 0.0340(15) 0.0400(15) 0.0364(14) 0.0041(12) 0.0251(13) 0.0054(12) N5B 0.0216(10) 0.0309(11) 0.0286(10) 0.0040(9) 0.0155(9) 0.0005(8) P1 0.0338(4) 0.0400(4) 0.0473(5) 0.0028(4) 0.0215(4) 0.0050(3) F10 0.031(2) 0.031(3) 0.056(4) -0.005(2) 0.017(3) 0.001(2) F11 0.046(3) 0.038(3) 0.076(5) -0.001(3) 0.001(3) -0.010(2) F12 0.083(6) 0.239(14) 0.117(8) 0.099(8) 0.087(6) 0.078(8) F13 0.128(8) 0.041(4) 0.052(4) -0.012(3) 0.018(5) 0.039(4) F14 0.094(5) 0.086(5) 0.149(8) -0.033(4) 0.099(6) -0.027(4) F15 0.045(4) 0.062(4) 0.059(7) -0.014(4) 0.005(4) 0.017(3) F10' 0.088(11) 0.058(9) 0.040(5) -0.004(5) 0.024(7) 0.031(6) F11' 0.088(6) 0.031(4) 0.074(5) 0.004(3) 0.009(4) -0.023(4) F12' 0.041(3) 0.085(5) 0.069(4) -0.008(3) 0.039(3) 0.007(3) F13' 0.051(4) 0.063(6) 0.087(7) 0.026(5) 0.039(4) -0.013(4) F14' 0.095(7) 0.183(13) 0.044(3) -0.007(5) 0.029(4) 0.099(8) F15' 0.074(8) 0.046(5) 0.039(3) 0.003(4) 0.020(4) -0.012(5) P2 0.0382(4) 0.0258(3) 0.0495(4) -0.0024(3) 0.0273(4) -0.0044(3) F20 0.068(7) 0.075(5) 0.048(3) -0.005(3) 0.031(4) -0.045(5) F21 0.135(10) 0.040(3) 0.097(7) -0.031(3) 0.084(7) -0.028(4) F22 0.040(2) 0.100(6) 0.093(4) 0.031(4) 0.035(2) 0.016(3) F23 0.157(9) 0.037(3) 0.159(9) -0.046(4) 0.120(8) -0.033(4) F24 0.033(2) 0.119(7) 0.085(4) 0.021(4) 0.023(2) 0.002(3) F25 0.086(6) 0.076(4) 0.070(4) 0.021(3) 0.045(4) -0.020(4) F20' 0.071(10) 0.059(6) 0.065(7) -0.018(4) 0.052(8) -0.044(6) F21' 0.143(15) 0.139(15) 0.078(8) -0.067(10) 0.081(10) -0.121(13) F22' 0.101(8) 0.066(6) 0.101(7) 0.039(5) 0.066(6) 0.045(6) F23' 0.131(10) 0.086(8) 0.054(4) -0.023(4) 0.051(6) -0.077(8) F24' 0.072(6) 0.088(8) 0.230(14) 0.049(8) 0.096(8) 0.038(6) F25' 0.156(18) 0.083(9) 0.111(12) -0.051(9) 0.113(13) -0.076(10) N100 0.121(5) 0.103(4) 0.076(3) -0.003(3) 0.065(3) 0.022(3) C100 0.088(4) 0.052(2) 0.0390(19) -0.0036(16) 0.031(2) 0.001(2) C101 0.068(3) 0.064(3) 0.064(3) -0.006(2) 0.028(2) -0.012(2) O200 0.050(2) 0.050(2) 0.082(3) 0.014(2) 0.023(2) -0.0094(17) C201 0.080(7) 0.066(6) 0.057(5) 0.010(4) 0.034(5) 0.003(5) C301 0.066(6) 0.071(6) 0.082(6) -0.003(5) 0.049(5) -0.017(5) C202 0.055(3) 0.080(4) 0.143(6) -0.021(4) 0.021(4) -0.006(3) C302 0.055(3) 0.080(4) 0.143(6) -0.021(4) 0.021(4) -0.006(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 Ir1A C23A 1.996(3) . ? Ir1A C34A 2.015(3) . ? Ir1A N4A 2.039(2) . ? Ir1A N5A 2.058(2) . ? Ir1A N1A 2.122(2) . ? Ir1A N2A 2.206(2) . ? N1A C1A 1.334(3) . ? N1A C5A 1.362(3) . ? N2A C10A 1.355(3) . ? N2A C6A 1.360(3) . ? N3A C11A 1.338(4) . ? N3A C15A 1.342(4) . ? C1A C2A 1.386(4) . ? C1A H1AA 0.9500 . ? C2A C3A 1.380(4) . ? C2A H2AA 0.9500 . ? C3A C4A 1.387(4) . ? C3A H3AA 0.9500 . ? C4A C5A 1.381(4) . ? C4A H4AA 0.9500 . ? C5A C6A 1.478(4) . ? C6A C7A 1.387(4) . ? C7A C8A 1.389(4) . ? C7A H7AA 0.9500 . ? C8A C9A 1.395(4) . ? C8A C16A 1.480(4) . ? C9A C10A 1.386(4) . ? C9A H9AA 0.9500 . ? C10A C11A 1.488(4) . ? C11A C12A 1.379(4) . ? C12A C13A 1.388(4) . ? C12A H12A 0.9500 . ? C13A C14A 1.384(4) . ? C13A H13A 0.9500 . ? C14A C15A 1.374(5) . ? C14A H14A 0.9500 . ? C15A H15A 0.9500 . ? C16A C21A 1.390(4) . ? C16A C17A 1.394(4) . ? C17A C18A 1.384(4) . ? C17A H17A 0.9500 . ? C18A C19A 1.386(5) . ? C18A H18A 0.9500 . ? C19A O1A 1.359(4) . ? C19A C20A 1.385(5) . ? C20A C21A 1.392(4) . ? C20A H20A 0.9500 . ? C21A H21A 0.9500 . ? O1A C22A 1.431(5) . ? C22A H22A 0.9800 . ? C22A H22B 0.9800 . ? C22A H22C 0.9800 . ? C23A C24A 1.397(4) . ? C23A C28A 1.415(4) . ? C24A C25A 1.388(4) . ? C24A H24A 0.9500 . ? C25A C26A 1.381(5) . ? C25A H25A 0.9500 . ? C26A C27A 1.376(5) . ? C26A H26A 0.9500 . ? C27A C28A 1.405(4) . ? C27A H27A 0.9500 . ? C28A C29A 1.454(4) . ? C29A N4A 1.365(3) . ? C29A C30A 1.395(4) . ? C30A C31A 1.369(5) . ? C30A H30A 0.9500 . ? C31A C32A 1.387(5) . ? C31A H31A 0.9500 . ? C32A C33A 1.380(4) . ? C32A H32A 0.9500 . ? C33A N4A 1.342(3) . ? C33A H33A 0.9500 . ? C34A C35A 1.402(4) . ? C34A C39A 1.405(4) . ? C35A C36A 1.388(4) . ? C35A H35A 0.9500 . ? C36A C37A 1.386(5) . ? C36A H36A 0.9500 . ? C37A C38A 1.384(5) . ? C37A H37A 0.9500 . ? C38A C39A 1.396(4) . ? C38A H38A 0.9500 . ? C39A C40A 1.464(4) . ? C40A N5A 1.366(4) . ? C40A C41A 1.400(4) . ? C41A C42A 1.376(5) . ? C41A H41A 0.9500 . ? C42A C43A 1.381(5) . ? C42A H42A 0.9500 . ? C43A C44A 1.372(4) . ? C43A H43A 0.9500 . ? C44A N5A 1.344(4) . ? C44A H44A 0.9500 . ? Ir1B C34B 2.002(3) . ? Ir1B C23B 2.016(3) . ? Ir1B N5B 2.041(2) . ? Ir1B N4B 2.053(2) . ? Ir1B N1B 2.140(2) . ? Ir1B N2B 2.211(2) . ? N1B C1B 1.341(3) . ? N1B C5B 1.349(3) . ? N2B C10B 1.353(3) . ? N2B C6B 1.355(4) . ? N3B C11B 1.337(4) . ? N3B C15B 1.352(5) . ? C1B C2B 1.380(4) . ? C1B H1BA 0.9500 . ? C2B C3B 1.378(5) . ? C2B H2BA 0.9500 . ? C3B C4B 1.379(4) . ? C3B H3BA 0.9500 . ? C4B C5B 1.383(4) . ? C4B H4BA 0.9500 . ? C5B C6B 1.478(4) . ? C6B C7B 1.386(4) . ? C7B C8B 1.391(4) . ? C7B H7BA 0.9500 . ? C8B C9B 1.388(4) . ? C8B C16B 1.484(4) . ? C9B C10B 1.394(4) . ? C9B H9BA 0.9500 . ? C10B C11B 1.491(4) . ? C11B C12B 1.378(5) . ? C12B C13B 1.393(6) . ? C12B H12B 0.9500 . ? C13B C14B 1.358(8) . ? C13B H13B 0.9500 . ? C14B C15B 1.374(8) . ? C14B H14B 0.9500 . ? C15B H15B 0.9500 . ? C16B C17B 1.383(4) . ? C16B C21B 1.397(4) . ? C17B C18B 1.391(4) . ? C17B H17B 0.9500 . ? C18B C19B 1.385(5) . ? C18B H18B 0.9500 . ? C19B O1B 1.354(4) . ? C19B C20B 1.385(5) . ? C20B C21B 1.384(4) . ? C20B H20B 0.9500 . ? C21B H21B 0.9500 . ? O1B C22B 1.424(5) . ? C22B H22D 0.9800 . ? C22B H22E 0.9800 . ? C22B H22F 0.9800 . ? C23B C24B 1.393(4) . ? C23B C28B 1.406(4) . ? C24B C25B 1.395(5) . ? C24B H24B 0.9500 . ? C25B C26B 1.369(6) . ? C25B H25B 0.9500 . ? C26B C27B 1.387(6) . ? C26B H26B 0.9500 . ? C27B C28B 1.398(5) . ? C27B H27B 0.9500 . ? C28B C29B 1.450(5) . ? C29B N4B 1.355(4) . ? C29B C30B 1.394(4) . ? C30B C31B 1.373(6) . ? C30B H30B 0.9500 . ? C31B C32B 1.373(7) . ? C31B H31B 0.9500 . ? C32B C33B 1.377(4) . ? C32B H32B 0.9500 . ? C33B N4B 1.348(4) . ? C33B H33B 0.9500 . ? C34B C35B 1.389(4) . ? C34B C39B 1.416(4) . ? C35B C36B 1.395(4) . ? C35B H35B 0.9500 . ? C36B C37B 1.381(5) . ? C36B H36B 0.9500 . ? C37B C38B 1.373(5) . ? C37B H37B 0.9500 . ? C38B C39B 1.399(4) . ? C38B H38B 0.9500 . ? C39B C40B 1.447(4) . ? C40B N5B 1.369(4) . ? C40B C41B 1.390(4) . ? C41B C42B 1.371(5) . ? C41B H41B 0.9500 . ? C42B C43B 1.380(5) . ? C42B H42B 0.9500 . ? C43B C44B 1.384(4) . ? C43B H43B 0.9500 . ? C44B N5B 1.342(4) . ? C44B H44B 0.9500 . ? P1 F12 1.493(8) . ? P1 F14' 1.506(10) . ? P1 F11' 1.549(9) . ? P1 F13 1.550(9) . ? P1 F15 1.552(14) . ? P1 F10' 1.56(2) . ? P1 F13' 1.588(10) . ? P1 F14 1.610(10) . ? P1 F10 1.619(16) . ? P1 F11 1.636(7) . ? P1 F15' 1.638(16) . ? P1 F12' 1.685(8) . ? P2 F24 1.520(5) . ? P2 F20 1.520(18) . ? P2 F22' 1.524(7) . ? P2 F21' 1.530(16) . ? P2 F21 1.538(10) . ? P2 F23 1.560(7) . ? P2 F25 1.565(13) . ? P2 F25' 1.60(2) . ? P2 F24' 1.609(9) . ? P2 F23' 1.614(10) . ? P2 F22 1.615(5) . ? P2 F20' 1.71(3) . ? N100 C100 1.129(8) . ? C100 C101 1.454(8) . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? O200 C201 1.290(9) . ? O200 C201 1.290(9) 7_647 ? O200 C301 1.394(9) . ? O200 C301 1.394(9) 7_647 ? C201 C202 1.374(12) . ? C201 H20C 0.9900 . ? C201 H20D 0.9900 . ? C301 H30C 0.9900 . ? C301 H30D 0.9900 . ? C202 H20E 0.9800 . ? C202 H20F 0.9800 . ? C202 H20G 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C23A Ir1A C34A 85.09(11) . . ? C23A Ir1A N4A 80.56(10) . . ? C34A Ir1A N4A 95.03(10) . . ? C23A Ir1A N5A 94.31(10) . . ? C34A Ir1A N5A 80.15(10) . . ? N4A Ir1A N5A 173.29(9) . . ? C23A Ir1A N1A 96.23(10) . . ? C34A Ir1A N1A 175.63(10) . . ? N4A Ir1A N1A 89.30(9) . . ? N5A Ir1A N1A 95.58(9) . . ? C23A Ir1A N2A 172.14(10) . . ? C34A Ir1A N2A 102.56(9) . . ? N4A Ir1A N2A 100.36(8) . . ? N5A Ir1A N2A 85.32(8) . . ? N1A Ir1A N2A 76.01(8) . . ? C1A N1A C5A 119.0(2) . . ? C1A N1A Ir1A 124.64(18) . . ? C5A N1A Ir1A 116.30(17) . . ? C10A N2A C6A 117.4(2) . . ? C10A N2A Ir1A 128.32(18) . . ? C6A N2A Ir1A 111.73(16) . . ? C11A N3A C15A 116.3(3) . . ? N1A C1A C2A 122.6(3) . . ? N1A C1A H1AA 118.7 . . ? C2A C1A H1AA 118.7 . . ? C3A C2A C1A 119.0(3) . . ? C3A C2A H2AA 120.5 . . ? C1A C2A H2AA 120.5 . . ? C2A C3A C4A 118.6(3) . . ? C2A C3A H3AA 120.7 . . ? C4A C3A H3AA 120.7 . . ? C5A C4A C3A 120.1(3) . . ? C5A C4A H4AA 119.9 . . ? C3A C4A H4AA 119.9 . . ? N1A C5A C4A 120.7(2) . . ? N1A C5A C6A 115.1(2) . . ? C4A C5A C6A 124.1(2) . . ? N2A C6A C7A 122.3(2) . . ? N2A C6A C5A 116.1(2) . . ? C7A C6A C5A 121.6(2) . . ? C6A C7A C8A 120.3(3) . . ? C6A C7A H7AA 119.8 . . ? C8A C7A H7AA 119.8 . . ? C7A C8A C9A 117.0(2) . . ? C7A C8A C16A 121.4(3) . . ? C9A C8A C16A 121.7(3) . . ? C10A C9A C8A 120.4(3) . . ? C10A C9A H9AA 119.8 . . ? C8A C9A H9AA 119.8 . . ? N2A C10A C9A 122.2(3) . . ? N2A C10A C11A 119.0(2) . . ? C9A C10A C11A 118.7(2) . . ? N3A C11A C12A 123.6(3) . . ? N3A C11A C10A 114.8(3) . . ? C12A C11A C10A 121.5(2) . . ? C11A C12A C13A 119.0(3) . . ? C11A C12A H12A 120.5 . . ? C13A C12A H12A 120.5 . . ? C14A C13A C12A 118.2(3) . . ? C14A C13A H13A 120.9 . . ? C12A C13A H13A 120.9 . . ? C15A C14A C13A 118.5(3) . . ? C15A C14A H14A 120.8 . . ? C13A C14A H14A 120.8 . . ? N3A C15A C14A 124.4(3) . . ? N3A C15A H15A 117.8 . . ? C14A C15A H15A 117.8 . . ? C21A C16A C17A 117.9(3) . . ? C21A C16A C8A 121.5(3) . . ? C17A C16A C8A 120.5(3) . . ? C18A C17A C16A 121.2(3) . . ? C18A C17A H17A 119.4 . . ? C16A C17A H17A 119.4 . . ? C17A C18A C19A 120.2(3) . . ? C17A C18A H18A 119.9 . . ? C19A C18A H18A 119.9 . . ? O1A C19A C20A 124.9(3) . . ? O1A C19A C18A 115.4(3) . . ? C20A C19A C18A 119.7(3) . . ? C19A C20A C21A 119.7(3) . . ? C19A C20A H20A 120.1 . . ? C21A C20A H20A 120.1 . . ? C16A C21A C20A 121.3(3) . . ? C16A C21A H21A 119.3 . . ? C20A C21A H21A 119.3 . . ? C19A O1A C22A 117.2(3) . . ? O1A C22A H22A 109.5 . . ? O1A C22A H22B 109.5 . . ? H22A C22A H22B 109.5 . . ? O1A C22A H22C 109.5 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? C24A C23A C28A 117.4(2) . . ? C24A C23A Ir1A 127.9(2) . . ? C28A C23A Ir1A 114.71(19) . . ? C25A C24A C23A 120.9(3) . . ? C25A C24A H24A 119.5 . . ? C23A C24A H24A 119.5 . . ? C26A C25A C24A 120.9(3) . . ? C26A C25A H25A 119.6 . . ? C24A C25A H25A 119.6 . . ? C27A C26A C25A 120.1(3) . . ? C27A C26A H26A 119.9 . . ? C25A C26A H26A 119.9 . . ? C26A C27A C28A 119.5(3) . . ? C26A C27A H27A 120.2 . . ? C28A C27A H27A 120.2 . . ? C27A C28A C23A 121.2(3) . . ? C27A C28A C29A 123.9(3) . . ? C23A C28A C29A 114.9(2) . . ? N4A C29A C30A 119.7(3) . . ? N4A C29A C28A 114.2(2) . . ? C30A C29A C28A 126.1(3) . . ? C31A C30A C29A 120.3(3) . . ? C31A C30A H30A 119.8 . . ? C29A C30A H30A 119.8 . . ? C30A C31A C32A 119.3(3) . . ? C30A C31A H31A 120.3 . . ? C32A C31A H31A 120.3 . . ? C33A C32A C31A 118.8(3) . . ? C33A C32A H32A 120.6 . . ? C31A C32A H32A 120.6 . . ? N4A C33A C32A 122.1(3) . . ? N4A C33A H33A 119.0 . . ? C32A C33A H33A 119.0 . . ? C33A N4A C29A 119.8(2) . . ? C33A N4A Ir1A 124.66(18) . . ? C29A N4A Ir1A 115.58(18) . . ? C35A C34A C39A 117.2(3) . . ? C35A C34A Ir1A 127.7(2) . . ? C39A C34A Ir1A 115.0(2) . . ? C36A C35A C34A 121.0(3) . . ? C36A C35A H35A 119.5 . . ? C34A C35A H35A 119.5 . . ? C37A C36A C35A 120.9(3) . . ? C37A C36A H36A 119.6 . . ? C35A C36A H36A 119.6 . . ? C38A C37A C36A 119.4(3) . . ? C38A C37A H37A 120.3 . . ? C36A C37A H37A 120.3 . . ? C37A C38A C39A 119.9(3) . . ? C37A C38A H38A 120.1 . . ? C39A C38A H38A 120.1 . . ? C38A C39A C34A 121.6(3) . . ? C38A C39A C40A 123.4(3) . . ? C34A C39A C40A 114.9(3) . . ? N5A C40A C41A 119.4(3) . . ? N5A C40A C39A 114.5(2) . . ? C41A C40A C39A 126.1(3) . . ? C42A C41A C40A 120.1(3) . . ? C42A C41A H41A 120.0 . . ? C40A C41A H41A 120.0 . . ? C41A C42A C43A 119.5(3) . . ? C41A C42A H42A 120.2 . . ? C43A C42A H42A 120.2 . . ? C44A C43A C42A 118.7(3) . . ? C44A C43A H43A 120.6 . . ? C42A C43A H43A 120.6 . . ? N5A C44A C43A 122.6(3) . . ? N5A C44A H44A 118.7 . . ? C43A C44A H44A 118.7 . . ? C44A N5A C40A 119.6(2) . . ? C44A N5A Ir1A 125.0(2) . . ? C40A N5A Ir1A 115.40(18) . . ? C34B Ir1B C23B 85.04(11) . . ? C34B Ir1B N5B 80.48(11) . . ? C23B Ir1B N5B 94.14(10) . . ? C34B Ir1B N4B 95.44(10) . . ? C23B Ir1B N4B 80.38(11) . . ? N5B Ir1B N4B 173.48(10) . . ? C34B Ir1B N1B 95.20(10) . . ? C23B Ir1B N1B 175.88(10) . . ? N5B Ir1B N1B 89.96(9) . . ? N4B Ir1B N1B 95.51(9) . . ? C34B Ir1B N2B 171.25(10) . . ? C23B Ir1B N2B 103.43(10) . . ? N5B Ir1B N2B 100.80(9) . . ? N4B Ir1B N2B 84.00(9) . . ? N1B Ir1B N2B 76.19(9) . . ? C1B N1B C5B 118.9(2) . . ? C1B N1B Ir1B 124.6(2) . . ? C5B N1B Ir1B 116.55(17) . . ? C10B N2B C6B 116.9(2) . . ? C10B N2B Ir1B 127.88(19) . . ? C6B N2B Ir1B 112.49(17) . . ? C11B N3B C15B 117.1(4) . . ? N1B C1B C2B 121.8(3) . . ? N1B C1B H1BA 119.1 . . ? C2B C1B H1BA 119.1 . . ? C3B C2B C1B 119.6(3) . . ? C3B C2B H2BA 120.2 . . ? C1B C2B H2BA 120.2 . . ? C2B C3B C4B 118.6(3) . . ? C2B C3B H3BA 120.7 . . ? C4B C3B H3BA 120.7 . . ? C3B C4B C5B 119.4(3) . . ? C3B C4B H4BA 120.3 . . ? C5B C4B H4BA 120.3 . . ? N1B C5B C4B 121.6(3) . . ? N1B C5B C6B 115.6(2) . . ? C4B C5B C6B 122.7(3) . . ? N2B C6B C7B 123.1(2) . . ? N2B C6B C5B 116.7(2) . . ? C7B C6B C5B 120.2(3) . . ? C6B C7B C8B 120.4(3) . . ? C6B C7B H7BA 119.8 . . ? C8B C7B H7BA 119.8 . . ? C9B C8B C7B 116.3(3) . . ? C9B C8B C16B 122.7(2) . . ? C7B C8B C16B 120.8(3) . . ? C8B C9B C10B 121.0(3) . . ? C8B C9B H9BA 119.5 . . ? C10B C9B H9BA 119.5 . . ? N2B C10B C9B 122.2(3) . . ? N2B C10B C11B 119.1(2) . . ? C9B C10B C11B 118.4(2) . . ? N3B C11B C12B 123.7(3) . . ? N3B C11B C10B 114.2(3) . . ? C12B C11B C10B 121.9(3) . . ? C11B C12B C13B 117.8(4) . . ? C11B C12B H12B 121.1 . . ? C13B C12B H12B 121.1 . . ? C14B C13B C12B 119.2(4) . . ? C14B C13B H13B 120.4 . . ? C12B C13B H13B 120.4 . . ? C13B C14B C15B 119.8(4) . . ? C13B C14B H14B 120.1 . . ? C15B C14B H14B 120.1 . . ? N3B C15B C14B 122.3(5) . . ? N3B C15B H15B 118.8 . . ? C14B C15B H15B 118.8 . . ? C17B C16B C21B 117.9(3) . . ? C17B C16B C8B 121.0(3) . . ? C21B C16B C8B 121.0(3) . . ? C16B C17B C18B 121.7(3) . . ? C16B C17B H17B 119.1 . . ? C18B C17B H17B 119.1 . . ? C19B C18B C17B 119.3(3) . . ? C19B C18B H18B 120.3 . . ? C17B C18B H18B 120.3 . . ? O1B C19B C20B 115.6(3) . . ? O1B C19B C18B 124.4(3) . . ? C20B C19B C18B 119.9(3) . . ? C21B C20B C19B 120.1(3) . . ? C21B C20B H20B 120.0 . . ? C19B C20B H20B 120.0 . . ? C20B C21B C16B 121.0(3) . . ? C20B C21B H21B 119.5 . . ? C16B C21B H21B 119.5 . . ? C19B O1B C22B 118.1(3) . . ? O1B C22B H22D 109.5 . . ? O1B C22B H22E 109.5 . . ? H22D C22B H22E 109.5 . . ? O1B C22B H22F 109.5 . . ? H22D C22B H22F 109.5 . . ? H22E C22B H22F 109.5 . . ? C24B C23B C28B 117.3(3) . . ? C24B C23B Ir1B 128.4(2) . . ? C28B C23B Ir1B 114.2(2) . . ? C23B C24B C25B 121.2(3) . . ? C23B C24B H24B 119.4 . . ? C25B C24B H24B 119.4 . . ? C26B C25B C24B 120.8(3) . . ? C26B C25B H25B 119.6 . . ? C24B C25B H25B 119.6 . . ? C25B C26B C27B 119.6(3) . . ? C25B C26B H26B 120.2 . . ? C27B C26B H26B 120.2 . . ? C26B C27B C28B 119.9(3) . . ? C26B C27B H27B 120.0 . . ? C28B C27B H27B 120.0 . . ? C27B C28B C23B 121.1(3) . . ? C27B C28B C29B 123.6(3) . . ? C23B C28B C29B 115.3(3) . . ? N4B C29B C30B 119.4(3) . . ? N4B C29B C28B 115.1(3) . . ? C30B C29B C28B 125.5(3) . . ? C31B C30B C29B 120.1(4) . . ? C31B C30B H30B 119.9 . . ? C29B C30B H30B 119.9 . . ? C30B C31B C32B 119.9(3) . . ? C30B C31B H31B 120.1 . . ? C32B C31B H31B 120.1 . . ? C31B C32B C33B 118.4(4) . . ? C31B C32B H32B 120.8 . . ? C33B C32B H32B 120.8 . . ? N4B C33B C32B 122.1(4) . . ? N4B C33B H33B 118.9 . . ? C32B C33B H33B 118.9 . . ? C33B N4B C29B 120.0(3) . . ? C33B N4B Ir1B 124.9(2) . . ? C29B N4B Ir1B 115.0(2) . . ? C35B C34B C39B 117.6(3) . . ? C35B C34B Ir1B 128.0(2) . . ? C39B C34B Ir1B 114.4(2) . . ? C34B C35B C36B 121.1(3) . . ? C34B C35B H35B 119.4 . . ? C36B C35B H35B 119.4 . . ? C37B C36B C35B 120.7(3) . . ? C37B C36B H36B 119.6 . . ? C35B C36B H36B 119.6 . . ? C38B C37B C36B 119.4(3) . . ? C38B C37B H37B 120.3 . . ? C36B C37B H37B 120.3 . . ? C37B C38B C39B 120.7(3) . . ? C37B C38B H38B 119.7 . . ? C39B C38B H38B 119.7 . . ? C38B C39B C34B 120.5(3) . . ? C38B C39B C40B 124.3(3) . . ? C34B C39B C40B 115.2(2) . . ? N5B C40B C41B 119.3(3) . . ? N5B C40B C39B 114.2(2) . . ? C41B C40B C39B 126.5(3) . . ? C42B C41B C40B 120.8(3) . . ? C42B C41B H41B 119.6 . . ? C40B C41B H41B 119.6 . . ? C41B C42B C43B 119.2(3) . . ? C41B C42B H42B 120.4 . . ? C43B C42B H42B 120.4 . . ? C42B C43B C44B 118.9(3) . . ? C42B C43B H43B 120.6 . . ? C44B C43B H43B 120.6 . . ? N5B C44B C43B 122.0(3) . . ? N5B C44B H44B 119.0 . . ? C43B C44B H44B 119.0 . . ? C44B N5B C40B 119.8(2) . . ? C44B N5B Ir1B 124.56(19) . . ? C40B N5B Ir1B 115.62(19) . . ? F12 P1 F14' 155.8(8) . . ? F12 P1 F11' 63.4(6) . . ? F14' P1 F11' 96.1(7) . . ? F12 P1 F13 95.7(7) . . ? F14' P1 F13 106.3(8) . . ? F11' P1 F13 157.0(7) . . ? F12 P1 F15 74.7(8) . . ? F14' P1 F15 95.9(6) . . ? F11' P1 F15 95.3(7) . . ? F13 P1 F15 87.7(7) . . ? F12 P1 F10' 93.1(9) . . ? F14' P1 F10' 94.8(9) . . ? F11' P1 F10' 77.4(8) . . ? F13 P1 F10' 95.2(8) . . ? F15 P1 F10' 167.7(9) . . ? F12 P1 F13' 108.6(7) . . ? F14' P1 F13' 93.3(8) . . ? F11' P1 F13' 169.0(7) . . ? F15 P1 F13' 89.4(8) . . ? F10' P1 F13' 96.1(9) . . ? F12 P1 F14 174.2(8) . . ? F11' P1 F14 112.8(7) . . ? F13 P1 F14 88.7(6) . . ? F15 P1 F14 101.8(7) . . ? F10' P1 F14 90.2(9) . . ? F13' P1 F14 75.8(6) . . ? F12 P1 F10 101.4(8) . . ? F14' P1 F10 89.9(7) . . ? F11' P1 F10 87.9(6) . . ? F13 P1 F10 87.0(7) . . ? F15 P1 F10 173.0(8) . . ? F13' P1 F10 86.4(7) . . ? F14 P1 F10 82.5(7) . . ? F12 P1 F11 91.8(6) . . ? F14' P1 F11 65.6(7) . . ? F13 P1 F11 171.3(6) . . ? F15 P1 F11 90.0(6) . . ? F10' P1 F11 88.8(8) . . ? F13' P1 F11 158.7(6) . . ? F14 P1 F11 83.5(5) . . ? F10 P1 F11 95.9(6) . . ? F12 P1 F15' 90.6(8) . . ? F14' P1 F15' 79.5(7) . . ? F11' P1 F15' 98.9(6) . . ? F13 P1 F15' 90.4(6) . . ? F10' P1 F15' 172.9(10) . . ? F13' P1 F15' 88.5(7) . . ? F14 P1 F15' 85.6(7) . . ? F10 P1 F15' 167.9(8) . . ? F11 P1 F15' 85.0(5) . . ? F14' P1 F12' 173.6(7) . . ? F11' P1 F12' 87.6(6) . . ? F13 P1 F12' 69.6(6) . . ? F15 P1 F12' 88.9(6) . . ? F10' P1 F12' 80.9(8) . . ? F13' P1 F12' 82.5(5) . . ? F14 P1 F12' 155.5(5) . . ? F10 P1 F12' 85.0(7) . . ? F11 P1 F12' 118.7(5) . . ? F15' P1 F12' 105.1(6) . . ? F24 P2 F20 91.8(8) . . ? F24 P2 F22' 145.6(6) . . ? F20 P2 F22' 102.3(9) . . ? F24 P2 F21' 115.2(8) . . ? F20 P2 F21' 93.3(10) . . ? F22' P2 F21' 95.3(9) . . ? F24 P2 F21 93.8(5) . . ? F20 P2 F21 92.4(10) . . ? F22' P2 F21 116.4(6) . . ? F24 P2 F23 90.5(4) . . ? F20 P2 F23 85.5(9) . . ? F22' P2 F23 60.1(5) . . ? F21' P2 F23 154.2(9) . . ? F21 P2 F23 175.3(6) . . ? F24 P2 F25 90.7(6) . . ? F20 P2 F25 175.8(11) . . ? F22' P2 F25 73.8(7) . . ? F21' P2 F25 88.8(9) . . ? F21 P2 F25 90.8(8) . . ? F23 P2 F25 91.1(7) . . ? F24 P2 F25' 74.7(9) . . ? F20 P2 F25' 166.5(11) . . ? F22' P2 F25' 89.9(9) . . ? F21' P2 F25' 91.3(9) . . ? F21 P2 F25' 87.1(8) . . ? F23 P2 F25' 95.9(7) . . ? F20 P2 F24' 75.2(10) . . ? F22' P2 F24' 175.2(7) . . ? F21' P2 F24' 89.0(9) . . ? F21 P2 F24' 68.1(7) . . ? F23 P2 F24' 115.3(6) . . ? F25 P2 F24' 108.5(7) . . ? F25' P2 F24' 92.2(10) . . ? F24 P2 F23' 61.1(6) . . ? F20 P2 F23' 85.5(8) . . ? F22' P2 F23' 88.6(6) . . ? F21' P2 F23' 176.1(10) . . ? F21 P2 F23' 154.7(7) . . ? F25 P2 F23' 92.7(6) . . ? F25' P2 F23' 89.1(7) . . ? F24' P2 F23' 87.1(7) . . ? F24 P2 F22 178.1(3) . . ? F20 P2 F22 86.3(7) . . ? F21' P2 F22 64.6(8) . . ? F21 P2 F22 86.0(5) . . ? F23 P2 F22 89.7(4) . . ? F25 P2 F22 91.3(6) . . ? F25' P2 F22 107.1(9) . . ? F24' P2 F22 146.9(5) . . ? F23' P2 F22 119.0(6) . . ? F24 P2 F20' 101.4(10) . . ? F22' P2 F20' 94.8(12) . . ? F21' P2 F20' 88.0(12) . . ? F21 P2 F20' 90.6(11) . . ? F23 P2 F20' 86.7(10) . . ? F25 P2 F20' 167.8(12) . . ? F25' P2 F20' 175.3(14) . . ? F24' P2 F20' 83.2(12) . . ? F23' P2 F20' 91.3(10) . . ? F22 P2 F20' 76.7(10) . . ? N100 C100 C101 178.4(6) . . ? C100 C101 H10A 109.5 . . ? C100 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C100 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C201 O200 C201 180.0(11) . 7_647 ? C201 O200 C301 55.3(6) . . ? C201 O200 C301 124.7(6) 7_647 . ? C201 O200 C301 124.7(6) . 7_647 ? C201 O200 C301 55.3(6) 7_647 7_647 ? C301 O200 C301 180.0(7) . 7_647 ? O200 C201 C202 124.9(9) . . ? O200 C201 H20C 106.1 . . ? C202 C201 H20C 106.1 . . ? O200 C201 H20D 106.1 . . ? C202 C201 H20D 106.1 . . ? H20C C201 H20D 106.3 . . ? O200 C301 H30C 106.5 . . ? O200 C301 H30D 106.5 . . ? H30C C301 H30D 106.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 28.20 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.247 _refine_diff_density_min -1.079 _refine_diff_density_rms 0.078 _database_code_depnum_ccdc_archive 'CCDC 974020' ####################################################################### # # 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_gs90 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C44 H33 Ir N5 S), 2(F6 P), C2 H3 N, 2(H2 O)' _chemical_formula_sum 'C90 H73 F12 Ir2 N11 O2 P2 S2' _chemical_formula_weight 2079.12 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' S S 0.1246 0.1234 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall -P2yn 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 14.5443(10) _cell_length_b 14.7612(10) _cell_length_c 19.8943(14) _cell_angle_alpha 90.00 _cell_angle_beta 104.707(4) _cell_angle_gamma 90.00 _cell_volume 4131.2(5) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 9645 _cell_measurement_theta_min 3.14 _cell_measurement_theta_max 33.57 _exptl_crystal_description Block _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.668 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2052 _exptl_absorpt_coefficient_mu 3.392 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3440 _exptl_absorpt_correction_T_max 0.5503 _exptl_absorpt_process_details sadabs _exptl_special_details ; Hydrogens on the water molecules could not be located from the difference map, but are added into the formula ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 134040 _diffrn_reflns_av_R_equivalents 0.0425 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 30.00 _reflns_number_total 12026 _reflns_number_gt 10753 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0146P)^2^+5.0331P] 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 12026 _refine_ls_number_parameters 570 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0247 _refine_ls_R_factor_gt 0.0194 _refine_ls_wR_factor_ref 0.0471 _refine_ls_wR_factor_gt 0.0444 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.045 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 1.084989(3) 0.936128(3) 0.708348(2) 0.01510(1) Uani 1 1 d . . . N1 N 1.11539(7) 1.05385(7) 0.65600(5) 0.0170(2) Uani 1 1 d . . . N2 N 0.97198(7) 0.93655(7) 0.60877(5) 0.0152(2) Uani 1 1 d . . . N3 N 0.99634(7) 0.75162(7) 0.58419(6) 0.0184(2) Uani 1 1 d . . . C1 C 1.19604(9) 1.10243(10) 0.67223(7) 0.0210(3) Uani 1 1 d . . . H1A H 1.2465 1.0830 0.7098 0.025 Uiso 1 1 calc R . . C2 C 1.20833(9) 1.17972(10) 0.63618(7) 0.0227(3) Uani 1 1 d . . . H2A H 1.2663 1.2126 0.6487 0.027 Uiso 1 1 calc R . . C3 C 1.13463(9) 1.20838(9) 0.58143(7) 0.0214(3) Uani 1 1 d . . . H3A H 1.1414 1.2613 0.5559 0.026 Uiso 1 1 calc R . . C4 C 1.05096(9) 1.15876(9) 0.56437(7) 0.0191(3) Uani 1 1 d . . . H4A H 0.9995 1.1774 0.5272 0.023 Uiso 1 1 calc R . . C5 C 1.04338(8) 1.08181(8) 0.60220(6) 0.0158(3) Uani 1 1 d . . . C6 C 0.95772(8) 1.02349(9) 0.58629(6) 0.0159(2) Uani 1 1 d . . . C7 C 0.86909(9) 1.05685(9) 0.55189(7) 0.0180(3) Uani 1 1 d . . . H7A H 0.8619 1.1187 0.5384 0.022 Uiso 1 1 calc R . . C8 C 0.79064(8) 0.99929(9) 0.53719(7) 0.0176(3) Uani 1 1 d . . . C9 C 0.80764(9) 0.90785(9) 0.55400(7) 0.0183(3) Uani 1 1 d . . . H9A H 0.7571 0.8654 0.5413 0.022 Uiso 1 1 calc R . . C10 C 0.89801(8) 0.87853(9) 0.58915(6) 0.0165(3) Uani 1 1 d . . . C11 C 0.91676(9) 0.78000(9) 0.59980(7) 0.0179(3) Uani 1 1 d . . . C12 C 0.85299(10) 0.72085(10) 0.61775(9) 0.0290(3) Uani 1 1 d . . . H12A H 0.7970 0.7429 0.6284 0.035 Uiso 1 1 calc R . . C13 C 0.87262(11) 0.62878(11) 0.61981(10) 0.0373(4) Uani 1 1 d . . . H13A H 0.8300 0.5866 0.6318 0.045 Uiso 1 1 calc R . . C14 C 0.95475(11) 0.59932(10) 0.60424(9) 0.0298(3) Uani 1 1 d . . . H14A H 0.9698 0.5366 0.6053 0.036 Uiso 1 1 calc R . . C15 C 1.01455(10) 0.66285(9) 0.58714(7) 0.0232(3) Uani 1 1 d . . . H15A H 1.0715 0.6425 0.5770 0.028 Uiso 1 1 calc R . . C16 C 0.69427(8) 1.03405(9) 0.50430(7) 0.0188(3) Uani 1 1 d . . . C17 C 0.66340(9) 1.11555(9) 0.52679(7) 0.0218(3) Uani 1 1 d . . . H17A H 0.7035 1.1470 0.5648 0.026 Uiso 1 1 calc R . . C18 C 0.57505(9) 1.15133(10) 0.49450(8) 0.0243(3) Uani 1 1 d . . . H18A H 0.5546 1.2063 0.5109 0.029 Uiso 1 1 calc R . . C19 C 0.51627(9) 1.10656(10) 0.43792(7) 0.0236(3) Uani 1 1 d . . . C20 C 0.54518(10) 1.02460(11) 0.41623(8) 0.0273(3) Uani 1 1 d . . . H20A H 0.5047 0.9931 0.3785 0.033 Uiso 1 1 calc R . . C21 C 0.63324(10) 0.98824(10) 0.44956(8) 0.0250(3) Uani 1 1 d . . . H21A H 0.6520 0.9315 0.4348 0.030 Uiso 1 1 calc R . . S1 S 0.40911(3) 1.16181(3) 0.39677(2) 0.03190(9) Uani 1 1 d . . . C22 C 0.34980(11) 1.08178(13) 0.33156(9) 0.0381(4) Uani 1 1 d . . . H22A H 0.3886 1.0713 0.2986 0.057 Uiso 1 1 calc R . . H22B H 0.2878 1.1061 0.3067 0.057 Uiso 1 1 calc R . . H22C H 0.3408 1.0245 0.3539 0.057 Uiso 1 1 calc R . . C23 C 1.18368(9) 0.95512(9) 0.79791(7) 0.0194(3) Uani 1 1 d . . . C24 C 1.17451(10) 1.00287(11) 0.85650(7) 0.0263(3) Uani 1 1 d . . . H24A H 1.1154 1.0303 0.8564 0.032 Uiso 1 1 calc R . . C25 C 1.25071(11) 1.01095(11) 0.91507(8) 0.0306(4) Uani 1 1 d . . . H25A H 1.2429 1.0436 0.9544 0.037 Uiso 1 1 calc R . . C26 C 1.33772(11) 0.97175(11) 0.91644(8) 0.0286(3) Uani 1 1 d . . . H26A H 1.3891 0.9772 0.9567 0.034 Uiso 1 1 calc R . . C27 C 1.34963(10) 0.92475(10) 0.85913(8) 0.0255(3) Uani 1 1 d . . . H27A H 1.4093 0.8982 0.8597 0.031 Uiso 1 1 calc R . . C28 C 1.27321(9) 0.91651(9) 0.80016(7) 0.0204(3) Uani 1 1 d . . . C29 C 1.27955(9) 0.86870(9) 0.73724(7) 0.0203(3) Uani 1 1 d . . . C30 C 1.35956(9) 0.82324(11) 0.72765(8) 0.0274(3) Uani 1 1 d . . . H30A H 1.4164 0.8220 0.7640 0.033 Uiso 1 1 calc R . . C31 C 1.35622(10) 0.78028(11) 0.66568(8) 0.0304(3) Uani 1 1 d . . . H31A H 1.4101 0.7485 0.6592 0.036 Uiso 1 1 calc R . . C32 C 1.27302(10) 0.78392(11) 0.61274(8) 0.0265(3) Uani 1 1 d . . . H32A H 1.2692 0.7549 0.5695 0.032 Uiso 1 1 calc R . . C33 C 1.19596(9) 0.83049(10) 0.62400(7) 0.0215(3) Uani 1 1 d . . . H33A H 1.1396 0.8342 0.5874 0.026 Uiso 1 1 calc R . . N4 N 1.19782(7) 0.87093(8) 0.68517(6) 0.0178(2) Uani 1 1 d . . . C34 C 1.03885(9) 0.82748(9) 0.75160(6) 0.0192(3) Uani 1 1 d . . . C35 C 1.07002(9) 0.73764(10) 0.75345(7) 0.0226(3) Uani 1 1 d . . . H35A H 1.1219 0.7231 0.7344 0.027 Uiso 1 1 calc R . . C36 C 1.02691(11) 0.66919(11) 0.78246(8) 0.0302(3) Uani 1 1 d . . . H36A H 1.0490 0.6086 0.7826 0.036 Uiso 1 1 calc R . . C37 C 0.95124(11) 0.68896(12) 0.81144(9) 0.0356(4) Uani 1 1 d . . . H37A H 0.9221 0.6420 0.8313 0.043 Uiso 1 1 calc R . . C38 C 0.91897(10) 0.77682(11) 0.81110(8) 0.0316(3) Uani 1 1 d . . . H38A H 0.8676 0.7906 0.8308 0.038 Uiso 1 1 calc R . . C39 C 0.96216(9) 0.84558(10) 0.78158(7) 0.0225(3) Uani 1 1 d . . . C40 C 0.93217(9) 0.94010(10) 0.77880(7) 0.0230(3) Uani 1 1 d . . . C41 C 0.86135(11) 0.97535(12) 0.80711(9) 0.0370(4) Uani 1 1 d . . . H41A H 0.8274 0.9366 0.8305 0.044 Uiso 1 1 calc R . . C42 C 0.84068(13) 1.06661(13) 0.80113(11) 0.0473(4) Uani 1 1 d . . . H42A H 0.7920 1.0907 0.8199 0.057 Uiso 1 1 calc R . . C43 C 0.89071(12) 1.12295(12) 0.76780(9) 0.0363(4) Uani 1 1 d . . . H43A H 0.8774 1.1860 0.7636 0.044 Uiso 1 1 calc R . . C44 C 0.95999(10) 1.08566(10) 0.74092(7) 0.0243(3) Uani 1 1 d . . . H44A H 0.9949 1.1242 0.7182 0.029 Uiso 1 1 calc R . . N5 N 0.98065(8) 0.99615(8) 0.74551(6) 0.0196(2) Uani 1 1 d . . . P1 P 0.85880(2) 0.34229(2) 0.61524(2) 0.02247(8) Uani 1 1 d . . . F10 F 0.78279(7) 0.42038(7) 0.58848(6) 0.0448(3) Uani 1 1 d . . . F11 F 0.91432(8) 0.40730(7) 0.67708(5) 0.0417(3) Uani 1 1 d . . . F12 F 0.92197(7) 0.38091(7) 0.56684(5) 0.0358(2) Uani 1 1 d . . . F13 F 0.80659(9) 0.27741(8) 0.55385(6) 0.0554(3) Uani 1 1 d . . . F14 F 0.79629(7) 0.30400(8) 0.66430(6) 0.0491(3) Uani 1 1 d . . . F15 F 0.93665(7) 0.26547(7) 0.64392(6) 0.0405(3) Uani 1 1 d . . . N100 N 1.4912(3) 1.3829(3) 0.5254(2) 0.0705(13) Uani 0.50 1 d P A 1 C100 C 1.4649(5) 1.4691(4) 0.5132(4) 0.106(2) Uani 0.50 1 d P A 1 C101 C 1.4733(5) 1.5575(5) 0.5087(4) 0.119(3) Uani 0.50 1 d P A 1 H10A H 1.5073 1.5817 0.5541 0.179 Uiso 0.50 1 calc PR A 1 H10B H 1.4100 1.5850 0.4944 0.179 Uiso 0.50 1 calc PR A 1 H10C H 1.5090 1.5717 0.4744 0.179 Uiso 0.50 1 calc PR A 1 O200 O 1.3620(3) 1.3064(3) 0.5438(2) 0.0817(12) Uani 0.50 1 d P B 2 O201 O 1.4029(5) 1.3726(4) 0.5024(3) 0.139(2) Uani 0.50 1 d P C 3 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 0.01283(2) 0.01863(2) 0.01328(2) 0.00246(2) 0.00232(1) 0.00061(2) N1 0.0159(4) 0.0186(5) 0.0160(4) -0.0009(4) 0.0031(4) -0.0013(4) N2 0.0140(4) 0.0169(5) 0.0149(4) 0.0009(4) 0.0038(3) 0.0005(4) N3 0.0173(4) 0.0181(5) 0.0198(5) 0.0019(4) 0.0046(4) 0.0024(4) C1 0.0168(5) 0.0251(6) 0.0197(6) -0.0003(5) 0.0017(4) -0.0025(5) C2 0.0195(5) 0.0241(6) 0.0233(6) -0.0019(5) 0.0031(5) -0.0069(5) C3 0.0249(6) 0.0189(6) 0.0210(6) 0.0000(5) 0.0071(5) -0.0035(5) C4 0.0187(5) 0.0194(6) 0.0186(5) 0.0018(5) 0.0036(4) 0.0005(5) C5 0.0145(5) 0.0183(6) 0.0146(5) -0.0009(4) 0.0035(4) 0.0004(4) C6 0.0153(5) 0.0170(5) 0.0154(5) 0.0002(4) 0.0038(4) -0.0002(4) C7 0.0171(5) 0.0174(6) 0.0188(5) 0.0021(5) 0.0030(4) 0.0008(4) C8 0.0145(5) 0.0198(6) 0.0180(5) 0.0011(5) 0.0032(4) 0.0020(4) C9 0.0154(5) 0.0182(5) 0.0207(6) -0.0001(5) 0.0035(4) -0.0008(4) C10 0.0154(5) 0.0171(5) 0.0174(5) 0.0003(4) 0.0050(4) 0.0006(4) C11 0.0167(5) 0.0171(5) 0.0191(5) 0.0012(5) 0.0027(4) 0.0006(4) C12 0.0239(6) 0.0212(6) 0.0460(8) 0.0049(6) 0.0165(6) 0.0016(5) C13 0.0336(7) 0.0210(7) 0.0637(10) 0.0069(7) 0.0241(7) -0.0023(6) C14 0.0322(7) 0.0165(6) 0.0428(8) 0.0033(6) 0.0133(6) 0.0031(5) C15 0.0235(6) 0.0204(6) 0.0263(6) 0.0015(5) 0.0074(5) 0.0044(5) C16 0.0136(5) 0.0194(6) 0.0223(6) 0.0036(5) 0.0027(4) 0.0012(4) C17 0.0171(5) 0.0220(6) 0.0252(6) -0.0011(5) 0.0034(5) 0.0000(5) C18 0.0192(5) 0.0237(6) 0.0300(7) 0.0018(5) 0.0066(5) 0.0047(5) C19 0.0148(5) 0.0275(7) 0.0279(6) 0.0081(5) 0.0046(5) 0.0020(5) C20 0.0188(6) 0.0311(7) 0.0280(7) -0.0015(6) -0.0015(5) 0.0005(5) C21 0.0197(6) 0.0228(6) 0.0296(7) -0.0020(5) 0.0009(5) 0.0018(5) S1 0.01810(14) 0.0373(2) 0.03778(19) 0.00915(16) 0.00239(14) 0.00726(14) C22 0.0235(7) 0.0581(11) 0.0287(8) 0.0035(7) -0.0007(6) 0.0059(7) C23 0.0184(5) 0.0226(6) 0.0161(5) 0.0039(5) 0.0022(4) -0.0032(5) C24 0.0256(6) 0.0332(7) 0.0194(6) -0.0010(5) 0.0042(5) -0.0004(6) C25 0.0358(7) 0.0354(8) 0.0182(6) -0.0030(6) 0.0024(6) -0.0080(6) C26 0.0273(6) 0.0310(7) 0.0214(6) 0.0049(6) -0.0049(5) -0.0092(6) C27 0.0193(6) 0.0265(7) 0.0259(7) 0.0053(5) -0.0032(5) -0.0045(5) C28 0.0182(5) 0.0217(6) 0.0192(6) 0.0045(5) 0.0008(4) -0.0027(5) C29 0.0156(5) 0.0229(6) 0.0213(6) 0.0046(5) 0.0025(4) -0.0011(5) C30 0.0162(5) 0.0352(8) 0.0290(7) 0.0057(6) 0.0023(5) 0.0035(5) C31 0.0205(6) 0.0363(8) 0.0362(7) 0.0027(6) 0.0106(5) 0.0072(6) C32 0.0244(6) 0.0306(7) 0.0273(6) 0.0008(6) 0.0117(5) 0.0019(5) C33 0.0183(5) 0.0273(7) 0.0192(5) 0.0033(5) 0.0051(4) 0.0001(5) N4 0.0148(4) 0.0209(5) 0.0174(5) 0.0031(4) 0.0037(4) 0.0000(4) C34 0.0153(5) 0.0253(6) 0.0156(5) 0.0037(5) 0.0016(4) 0.0006(5) C35 0.0191(5) 0.0269(7) 0.0211(6) 0.0069(5) 0.0037(5) 0.0026(5) C36 0.0299(7) 0.0258(7) 0.0351(7) 0.0119(6) 0.0084(6) 0.0042(6) C37 0.0353(7) 0.0324(8) 0.0431(8) 0.0162(7) 0.0176(6) 0.0003(6) C38 0.0283(6) 0.0359(8) 0.0359(7) 0.0098(6) 0.0176(5) 0.0004(6) C39 0.0198(5) 0.0273(7) 0.0210(6) 0.0045(5) 0.0064(5) 0.0002(5) C40 0.0200(5) 0.0288(7) 0.0212(6) 0.0023(5) 0.0074(4) -0.0005(5) C41 0.0360(7) 0.0372(9) 0.0472(8) 0.0007(7) 0.0278(6) 0.0012(7) C42 0.0479(8) 0.0407(9) 0.0674(10) -0.0028(8) 0.0408(7) 0.0077(8) C43 0.0416(8) 0.0293(8) 0.0437(8) -0.0028(7) 0.0211(7) 0.0079(7) C44 0.0270(6) 0.0239(6) 0.0232(6) 0.0005(5) 0.0085(5) 0.0030(5) N5 0.0180(4) 0.0240(5) 0.0162(5) 0.0004(4) 0.0035(4) 0.0016(4) P1 0.02018(14) 0.02001(15) 0.02771(16) 0.00069(13) 0.00696(13) 0.00027(12) F10 0.0402(5) 0.0445(6) 0.0511(6) 0.0181(5) 0.0143(4) 0.0202(4) F11 0.0577(6) 0.0398(5) 0.0267(4) -0.0083(4) 0.0091(4) -0.0073(5) F12 0.0381(4) 0.0429(5) 0.0303(4) -0.0017(4) 0.0158(4) -0.0082(4) F13 0.0597(7) 0.0386(6) 0.0543(7) -0.0118(5) -0.0103(6) -0.0206(5) F14 0.0317(4) 0.0545(6) 0.0679(6) 0.0277(5) 0.0249(4) 0.0040(4) F15 0.0350(4) 0.0373(5) 0.0506(6) 0.0082(4) 0.0133(4) 0.0151(4) N100 0.0355(16) 0.093(3) 0.081(3) 0.025(2) 0.0105(18) -0.005(2) C100 0.124(5) 0.081(4) 0.083(4) -0.044(3) -0.027(4) 0.036(4) C101 0.073(4) 0.170(7) 0.100(5) 0.069(5) -0.005(4) 0.003(5) O200 0.092(3) 0.087(3) 0.063(2) -0.005(2) 0.015(2) 0.012(2) O201 0.243(6) 0.101(4) 0.095(3) -0.016(3) 0.086(3) -0.021(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 C23 2.0037(12) . ? Ir1 C34 2.0140(14) . ? Ir1 N5 2.0504(12) . ? Ir1 N4 2.0533(11) . ? Ir1 N1 2.1291(11) . ? Ir1 N2 2.2300(10) . ? N1 C1 1.3425(16) . ? N1 C5 1.3579(15) . ? N2 C10 1.3528(16) . ? N2 C6 1.3575(16) . ? N3 C15 1.3352(18) . ? N3 C11 1.3394(17) . ? C1 C2 1.383(2) . ? C1 H1A 0.9500 . ? C2 C3 1.3863(18) . ? C2 H2A 0.9500 . ? C3 C4 1.3866(18) . ? C3 H3A 0.9500 . ? C4 C5 1.3824(18) . ? C4 H4A 0.9500 . ? C5 C6 1.4809(17) . ? C6 C7 1.3873(16) . ? C7 C8 1.3929(17) . ? C7 H7A 0.9500 . ? C8 C9 1.3975(18) . ? C8 C16 1.4800(17) . ? C9 C10 1.3919(16) . ? C9 H9A 0.9500 . ? C10 C11 1.4850(18) . ? C11 C12 1.385(2) . ? C12 C13 1.387(2) . ? C12 H12A 0.9500 . ? C13 C14 1.378(2) . ? C13 H13A 0.9500 . ? C14 C15 1.379(2) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 C21 1.3929(18) . ? C16 C17 1.3968(19) . ? C17 C18 1.3870(18) . ? C17 H17A 0.9500 . ? C18 C19 1.395(2) . ? C18 H18A 0.9500 . ? C19 C20 1.385(2) . ? C19 S1 1.7653(13) . ? C20 C21 1.3917(19) . ? C20 H20A 0.9500 . ? C21 H21A 0.9500 . ? S1 C22 1.8040(18) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.397(2) . ? C23 C28 1.4116(19) . ? C24 C25 1.3944(19) . ? C24 H24A 0.9500 . ? C25 C26 1.385(2) . ? C25 H25A 0.9500 . ? C26 C27 1.383(2) . ? C26 H26A 0.9500 . ? C27 C28 1.4015(18) . ? C27 H27A 0.9500 . ? C28 C29 1.460(2) . ? C29 N4 1.3645(15) . ? C29 C30 1.398(2) . ? C30 C31 1.376(2) . ? C30 H30A 0.9500 . ? C31 C32 1.389(2) . ? C31 H31A 0.9500 . ? C32 C33 1.381(2) . ? C32 H32A 0.9500 . ? C33 N4 1.3496(18) . ? C33 H33A 0.9500 . ? C34 C35 1.399(2) . ? C34 C39 1.4174(19) . ? C35 C36 1.389(2) . ? C35 H35A 0.9500 . ? C36 C37 1.397(2) . ? C36 H36A 0.9500 . ? C37 C38 1.379(2) . ? C37 H37A 0.9500 . ? C38 C39 1.399(2) . ? C38 H38A 0.9500 . ? C39 C40 1.459(2) . ? C40 N5 1.3629(18) . ? C40 C41 1.394(2) . ? C41 C42 1.379(3) . ? C41 H41A 0.9500 . ? C42 C43 1.380(3) . ? C42 H42A 0.9500 . ? C43 C44 1.370(2) . ? C43 H43A 0.9500 . ? C44 N5 1.3530(18) . ? C44 H44A 0.9500 . ? P1 F13 1.5858(11) . ? P1 F10 1.5924(10) . ? P1 F12 1.5954(10) . ? P1 F14 1.5966(11) . ? P1 F15 1.6016(10) . ? P1 F11 1.6069(11) . ? N100 C100 1.334(8) . ? C100 C101 1.316(9) . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C23 Ir1 C34 88.43(5) . . ? C23 Ir1 N5 92.73(5) . . ? C34 Ir1 N5 80.36(5) . . ? C23 Ir1 N4 80.35(5) . . ? C34 Ir1 N4 95.43(5) . . ? N5 Ir1 N4 172.04(4) . . ? C23 Ir1 N1 97.46(5) . . ? C34 Ir1 N1 172.74(4) . . ? N5 Ir1 N1 95.07(4) . . ? N4 Ir1 N1 89.75(4) . . ? C23 Ir1 N2 171.73(5) . . ? C34 Ir1 N2 97.55(4) . . ? N5 Ir1 N2 82.71(4) . . ? N4 Ir1 N2 104.64(4) . . ? N1 Ir1 N2 76.17(4) . . ? C1 N1 C5 118.63(11) . . ? C1 N1 Ir1 126.56(9) . . ? C5 N1 Ir1 114.79(8) . . ? C10 N2 C6 117.37(10) . . ? C10 N2 Ir1 127.40(8) . . ? C6 N2 Ir1 108.17(7) . . ? C15 N3 C11 118.05(12) . . ? N1 C1 C2 122.41(12) . . ? N1 C1 H1A 118.8 . . ? C2 C1 H1A 118.8 . . ? C1 C2 C3 118.90(12) . . ? C1 C2 H2A 120.6 . . ? C3 C2 H2A 120.6 . . ? C2 C3 C4 119.12(13) . . ? C2 C3 H3A 120.4 . . ? C4 C3 H3A 120.4 . . ? C5 C4 C3 119.15(11) . . ? C5 C4 H4A 120.4 . . ? C3 C4 H4A 120.4 . . ? N1 C5 C4 121.79(11) . . ? N1 C5 C6 115.49(11) . . ? C4 C5 C6 122.71(11) . . ? N2 C6 C7 122.90(11) . . ? N2 C6 C5 115.43(10) . . ? C7 C6 C5 121.66(11) . . ? C6 C7 C8 119.74(12) . . ? C6 C7 H7A 120.1 . . ? C8 C7 H7A 120.1 . . ? C7 C8 C9 116.95(11) . . ? C7 C8 C16 120.98(12) . . ? C9 C8 C16 122.06(11) . . ? C10 C9 C8 120.51(12) . . ? C10 C9 H9A 119.7 . . ? C8 C9 H9A 119.7 . . ? N2 C10 C9 121.91(12) . . ? N2 C10 C11 118.37(10) . . ? C9 C10 C11 119.47(11) . . ? N3 C11 C12 122.50(12) . . ? N3 C11 C10 114.30(11) . . ? C12 C11 C10 122.92(12) . . ? C11 C12 C13 118.61(14) . . ? C11 C12 H12A 120.7 . . ? C13 C12 H12A 120.7 . . ? C14 C13 C12 119.09(15) . . ? C14 C13 H13A 120.5 . . ? C12 C13 H13A 120.5 . . ? C13 C14 C15 118.54(14) . . ? C13 C14 H14A 120.7 . . ? C15 C14 H14A 120.7 . . ? N3 C15 C14 123.20(13) . . ? N3 C15 H15A 118.4 . . ? C14 C15 H15A 118.4 . . ? C21 C16 C17 118.40(12) . . ? C21 C16 C8 121.42(12) . . ? C17 C16 C8 120.16(11) . . ? C18 C17 C16 120.99(12) . . ? C18 C17 H17A 119.5 . . ? C16 C17 H17A 119.5 . . ? C17 C18 C19 119.95(13) . . ? C17 C18 H18A 120.0 . . ? C19 C18 H18A 120.0 . . ? C20 C19 C18 119.53(12) . . ? C20 C19 S1 124.13(11) . . ? C18 C19 S1 116.32(11) . . ? C19 C20 C21 120.25(13) . . ? C19 C20 H20A 119.9 . . ? C21 C20 H20A 119.9 . . ? C20 C21 C16 120.80(14) . . ? C20 C21 H21A 119.6 . . ? C16 C21 H21A 119.6 . . ? C19 S1 C22 103.63(8) . . ? S1 C22 H22A 109.5 . . ? S1 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? S1 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C28 117.37(12) . . ? C24 C23 Ir1 127.87(10) . . ? C28 C23 Ir1 114.74(10) . . ? C25 C24 C23 121.08(14) . . ? C25 C24 H24A 119.5 . . ? C23 C24 H24A 119.5 . . ? C26 C25 C24 120.60(15) . . ? C26 C25 H25A 119.7 . . ? C24 C25 H25A 119.7 . . ? C27 C26 C25 119.89(13) . . ? C27 C26 H26A 120.1 . . ? C25 C26 H26A 120.1 . . ? C26 C27 C28 119.67(14) . . ? C26 C27 H27A 120.2 . . ? C28 C27 H27A 120.2 . . ? C27 C28 C23 121.38(13) . . ? C27 C28 C29 123.38(13) . . ? C23 C28 C29 115.24(11) . . ? N4 C29 C30 120.20(13) . . ? N4 C29 C28 114.00(12) . . ? C30 C29 C28 125.81(12) . . ? C31 C30 C29 120.15(12) . . ? C31 C30 H30A 119.9 . . ? C29 C30 H30A 119.9 . . ? C30 C31 C32 119.16(14) . . ? C30 C31 H31A 120.4 . . ? C32 C31 H31A 120.4 . . ? C33 C32 C31 118.89(14) . . ? C33 C32 H32A 120.6 . . ? C31 C32 H32A 120.6 . . ? N4 C33 C32 122.36(12) . . ? N4 C33 H33A 118.8 . . ? C32 C33 H33A 118.8 . . ? C33 N4 C29 119.21(11) . . ? C33 N4 Ir1 125.14(8) . . ? C29 N4 Ir1 115.64(9) . . ? C35 C34 C39 116.87(13) . . ? C35 C34 Ir1 128.70(10) . . ? C39 C34 Ir1 114.38(10) . . ? C36 C35 C34 121.53(13) . . ? C36 C35 H35A 119.2 . . ? C34 C35 H35A 119.2 . . ? C35 C36 C37 120.36(15) . . ? C35 C36 H36A 119.8 . . ? C37 C36 H36A 119.8 . . ? C38 C37 C36 119.83(15) . . ? C38 C37 H37A 120.1 . . ? C36 C37 H37A 120.1 . . ? C37 C38 C39 119.74(15) . . ? C37 C38 H38A 120.1 . . ? C39 C38 H38A 120.1 . . ? C38 C39 C34 121.67(14) . . ? C38 C39 C40 123.24(13) . . ? C34 C39 C40 115.09(12) . . ? N5 C40 C41 119.75(14) . . ? N5 C40 C39 114.36(12) . . ? C41 C40 C39 125.89(14) . . ? C42 C41 C40 119.81(16) . . ? C42 C41 H41A 120.1 . . ? C40 C41 H41A 120.1 . . ? C41 C42 C43 120.00(17) . . ? C41 C42 H42A 120.0 . . ? C43 C42 H42A 120.0 . . ? C44 C43 C42 118.36(16) . . ? C44 C43 H43A 120.8 . . ? C42 C43 H43A 120.8 . . ? N5 C44 C43 122.59(14) . . ? N5 C44 H44A 118.7 . . ? C43 C44 H44A 118.7 . . ? C44 N5 C40 119.49(12) . . ? C44 N5 Ir1 124.73(10) . . ? C40 N5 Ir1 115.75(9) . . ? F13 P1 F10 91.35(6) . . ? F13 P1 F12 89.29(6) . . ? F10 P1 F12 89.82(6) . . ? F13 P1 F14 91.22(7) . . ? F10 P1 F14 90.33(6) . . ? F12 P1 F14 179.47(6) . . ? F13 P1 F15 90.22(6) . . ? F10 P1 F15 178.43(6) . . ? F12 P1 F15 90.27(6) . . ? F14 P1 F15 89.57(6) . . ? F13 P1 F11 178.51(7) . . ? F10 P1 F11 89.71(6) . . ? F12 P1 F11 89.67(6) . . ? F14 P1 F11 89.82(6) . . ? F15 P1 F11 88.72(6) . . ? C101 C100 N100 158.7(8) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.980 _refine_diff_density_min -0.746 _refine_diff_density_rms 0.080 _database_code_depnum_ccdc_archive 'CCDC 974021' ####################################################################### # # 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_gs92 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H36 Ir N8, F6 P, C H2 Cl2' _chemical_formula_sum 'C43 H38 Cl2 F6 Ir N8 P' _chemical_formula_weight 1074.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -4.7710 6.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.8170(7) _cell_length_b 13.5418(8) _cell_length_c 14.6844(9) _cell_angle_alpha 94.081(2) _cell_angle_beta 100.297(2) _cell_angle_gamma 103.316(2) _cell_volume 2045.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 9783 _cell_measurement_theta_min 3.08 _cell_measurement_theta_max 68.14 _exptl_crystal_description Block _exptl_crystal_colour orange _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.745 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 8.510 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3617 _exptl_absorpt_correction_T_max 0.5873 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 46149 _diffrn_reflns_av_R_equivalents 0.0286 _diffrn_reflns_av_sigmaI/netI 0.0165 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 4.29 _diffrn_reflns_theta_max 67.25 _reflns_number_total 7238 _reflns_number_gt 7171 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0383P)^2^+2.1371P] 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 7238 _refine_ls_number_parameters 554 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0229 _refine_ls_R_factor_gt 0.0227 _refine_ls_wR_factor_ref 0.0598 _refine_ls_wR_factor_gt 0.0596 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.100 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.864234(9) 0.646897(7) 0.739337(6) 0.01380(5) Uani 1 1 d . . . N1 N 0.7523(2) 0.75228(16) 0.69624(15) 0.0166(4) Uani 1 1 d . . . N2 N 0.9854(2) 0.74988(16) 0.66209(14) 0.0161(4) Uani 1 1 d . . . N3 N 1.2391(2) 0.63336(18) 0.69470(16) 0.0243(5) Uani 1 1 d . . . N4 N 1.1572(2) 0.88893(18) 0.23597(16) 0.0264(5) Uani 1 1 d . . . C1 C 0.6432(3) 0.7587(2) 0.72488(18) 0.0203(5) Uani 1 1 d . . . H1A H 0.6148 0.7160 0.7695 0.024 Uiso 1 1 calc R . . C2 C 0.5701(3) 0.8251(2) 0.69197(19) 0.0232(5) Uani 1 1 d . . . H2A H 0.4930 0.8278 0.7134 0.028 Uiso 1 1 calc R . . C3 C 0.6120(3) 0.8874(2) 0.6270(2) 0.0231(6) Uani 1 1 d . . . H3A H 0.5641 0.9339 0.6035 0.028 Uiso 1 1 calc R . . C4 C 0.7241(3) 0.8811(2) 0.59671(18) 0.0207(5) Uani 1 1 d . . . H4A H 0.7540 0.9231 0.5520 0.025 Uiso 1 1 calc R . . C5 C 0.7928(2) 0.81233(19) 0.63253(17) 0.0166(5) Uani 1 1 d . . . C6 C 0.9151(2) 0.80165(19) 0.60607(17) 0.0170(5) Uani 1 1 d . . . C7 C 0.9549(2) 0.83985(19) 0.52771(17) 0.0186(5) Uani 1 1 d . . . H7A H 0.9057 0.8780 0.4913 0.022 Uiso 1 1 calc R . . C8 C 1.0670(2) 0.82219(19) 0.50256(17) 0.0182(5) Uani 1 1 d . . . C9 C 1.1438(3) 0.7776(2) 0.56513(18) 0.0194(5) Uani 1 1 d . . . H9A H 1.2241 0.7686 0.5530 0.023 Uiso 1 1 calc R . . C10 C 1.1033(2) 0.74620(19) 0.64544(17) 0.0175(5) Uani 1 1 d . . . C11 C 1.1954(2) 0.7143(2) 0.71861(18) 0.0184(5) Uani 1 1 d . . . C12 C 1.2397(3) 0.7742(2) 0.80426(19) 0.0221(5) Uani 1 1 d . . . H12A H 1.2067 0.8316 0.8179 0.027 Uiso 1 1 calc R . . C13 C 1.3330(3) 0.7483(2) 0.86926(19) 0.0269(6) Uani 1 1 d . . . H13A H 1.3669 0.7887 0.9279 0.032 Uiso 1 1 calc R . . C14 C 1.3758(3) 0.6631(3) 0.8475(2) 0.0302(7) Uani 1 1 d . . . H14A H 1.4379 0.6424 0.8913 0.036 Uiso 1 1 calc R . . C15 C 1.3263(3) 0.6083(2) 0.7603(2) 0.0300(7) Uani 1 1 d . . . H15A H 1.3558 0.5493 0.7460 0.036 Uiso 1 1 calc R . . C16 C 1.2435(3) 0.8667(2) 0.3026(2) 0.0297(6) Uani 1 1 d . . . H16A H 1.3257 0.8647 0.2894 0.036 Uiso 1 1 calc R . . C17 C 1.2209(3) 0.8464(2) 0.39056(19) 0.0262(6) Uani 1 1 d . . . H17A H 1.2864 0.8309 0.4355 0.031 Uiso 1 1 calc R . . C18 C 1.1016(3) 0.84886(19) 0.41199(18) 0.0196(5) Uani 1 1 d . . . C19 C 1.0114(3) 0.8730(2) 0.34260(19) 0.0237(6) Uani 1 1 d . . . H19A H 0.9287 0.8768 0.3538 0.028 Uiso 1 1 calc R . . C20 C 1.0431(3) 0.8915(2) 0.2571(2) 0.0260(6) Uani 1 1 d . . . H20A H 0.9796 0.9069 0.2105 0.031 Uiso 1 1 calc R . . C21 C 0.7284(2) 0.5627(2) 0.79824(18) 0.0174(5) Uani 1 1 d . . . C22 C 0.7167(3) 0.5737(2) 0.89147(18) 0.0202(5) Uani 1 1 d . . . H22A H 0.7781 0.6258 0.9341 0.024 Uiso 1 1 calc R . . C23 C 0.6168(3) 0.5096(2) 0.92304(19) 0.0237(6) Uani 1 1 d . . . H23A H 0.6097 0.5192 0.9864 0.028 Uiso 1 1 calc R . . C24 C 0.5280(3) 0.4321(2) 0.8628(2) 0.0255(6) Uani 1 1 d . . . H24A H 0.4618 0.3874 0.8854 0.031 Uiso 1 1 calc R . . C25 C 0.5348(3) 0.4191(2) 0.7690(2) 0.0241(6) Uani 1 1 d . . . H25A H 0.4739 0.3661 0.7270 0.029 Uiso 1 1 calc R . . C26 C 0.6334(2) 0.4858(2) 0.73844(18) 0.0189(5) Uani 1 1 d . . . N5 N 0.7566(2) 0.54702(16) 0.62628(15) 0.0168(4) Uani 1 1 d . . . N6 N 0.6484(2) 0.47986(16) 0.64380(15) 0.0194(4) Uani 1 1 d . . . C27 C 0.4617(3) 0.3345(3) 0.5573(2) 0.0375(7) Uani 1 1 d . . . H27A H 0.4778 0.2798 0.5944 0.056 Uiso 1 1 calc R . . H27B H 0.4290 0.3064 0.4918 0.056 Uiso 1 1 calc R . . H27C H 0.3973 0.3648 0.5800 0.056 Uiso 1 1 calc R . . C28 C 0.5853(3) 0.4147(2) 0.56600(19) 0.0247(6) Uani 1 1 d . . . C29 C 0.6553(3) 0.4388(2) 0.4981(2) 0.0262(6) Uani 1 1 d . . . H29A H 0.6356 0.4061 0.4359 0.031 Uiso 1 1 calc R . . C30 C 0.7616(3) 0.5207(2) 0.53724(18) 0.0210(5) Uani 1 1 d . . . C31 C 0.8669(3) 0.5704(2) 0.49034(19) 0.0275(6) Uani 1 1 d . . . H31A H 0.8528 0.6359 0.4724 0.041 Uiso 1 1 calc R . . H31B H 0.8664 0.5259 0.4346 0.041 Uiso 1 1 calc R . . H31C H 0.9508 0.5821 0.5332 0.041 Uiso 1 1 calc R . . C32 C 0.9696(2) 0.54708(19) 0.77966(18) 0.0158(5) Uani 1 1 d . . . C33 C 0.9729(3) 0.4556(2) 0.73051(18) 0.0209(5) Uani 1 1 d . . . H33A H 0.9246 0.4370 0.6685 0.025 Uiso 1 1 calc R . . C34 C 1.0451(3) 0.3913(2) 0.7703(2) 0.0250(6) Uani 1 1 d . . . H34A H 1.0481 0.3308 0.7347 0.030 Uiso 1 1 calc R . . C35 C 1.1126(3) 0.4153(2) 0.8616(2) 0.0250(6) Uani 1 1 d . . . H35A H 1.1600 0.3702 0.8890 0.030 Uiso 1 1 calc R . . C36 C 1.1115(3) 0.5052(2) 0.91359(19) 0.0221(5) Uani 1 1 d . . . H36A H 1.1573 0.5219 0.9764 0.026 Uiso 1 1 calc R . . C37 C 1.0419(2) 0.56947(19) 0.87128(17) 0.0168(5) Uani 1 1 d . . . N7 N 0.9698(2) 0.72188(16) 0.86362(14) 0.0163(4) Uani 1 1 d . . . N8 N 1.0393(2) 0.66546(16) 0.91721(15) 0.0166(4) Uani 1 1 d . . . C38 C 1.1928(3) 0.6885(2) 1.07441(19) 0.0253(6) Uani 1 1 d . . . H38A H 1.1458 0.6268 1.0962 0.038 Uiso 1 1 calc R . . H38B H 1.2258 0.7431 1.1266 0.038 Uiso 1 1 calc R . . H38C H 1.2657 0.6739 1.0494 0.038 Uiso 1 1 calc R . . C39 C 1.1033(3) 0.7218(2) 0.99971(17) 0.0200(5) Uani 1 1 d . . . C40 C 1.0727(3) 0.8148(2) 0.99938(18) 0.0220(5) Uani 1 1 d . . . H40A H 1.1018 0.8699 1.0480 0.026 Uiso 1 1 calc R . . C41 C 0.9905(3) 0.8127(2) 0.91340(18) 0.0195(5) Uani 1 1 d . . . C42 C 0.9339(3) 0.8956(2) 0.87602(19) 0.0273(6) Uani 1 1 d . . . H42A H 0.9508 0.9041 0.8133 0.041 Uiso 1 1 calc R . . H42B H 0.9736 0.9597 0.9170 0.041 Uiso 1 1 calc R . . H42C H 0.8401 0.8776 0.8732 0.041 Uiso 1 1 calc R . . P1 P 0.65720(7) 0.93624(6) 0.31264(5) 0.02478(15) Uani 1 1 d . . . F10 F 0.77387(17) 0.97471(14) 0.40160(12) 0.0324(4) Uani 1 1 d . . . F11 F 0.75902(17) 0.96676(17) 0.24629(13) 0.0410(4) Uani 1 1 d . . . F12 F 0.63353(19) 1.04799(16) 0.31532(17) 0.0478(5) Uani 1 1 d . . . F13 F 0.55714(17) 0.90688(15) 0.38076(13) 0.0361(4) Uani 1 1 d . . . F14 F 0.68306(19) 0.82500(14) 0.31212(17) 0.0456(5) Uani 1 1 d . . . F15 F 0.54188(19) 0.8985(2) 0.22499(14) 0.0558(6) Uani 1 1 d . . . C100 C 0.6673(4) 0.9324(3) 0.0358(3) 0.0496(9) Uani 1 1 d . . . H10A H 0.7489 0.9798 0.0701 0.059 Uiso 1 1 calc R . . H10B H 0.6000 0.9325 0.0735 0.059 Uiso 1 1 calc R . . Cl1 Cl 0.69085(13) 0.80843(9) 0.02091(8) 0.0677(3) Uani 1 1 d . . . Cl2 Cl 0.61906(8) 0.97541(7) -0.07219(6) 0.04414(19) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.01560(7) 0.01432(7) 0.01189(7) 0.00285(4) 0.00344(4) 0.00364(5) N1 0.0175(10) 0.0179(11) 0.0147(10) 0.0025(8) 0.0016(8) 0.0064(8) N2 0.0187(10) 0.0152(10) 0.0134(10) 0.0020(8) 0.0023(8) 0.0028(8) N3 0.0251(12) 0.0266(12) 0.0252(12) 0.0077(9) 0.0089(9) 0.0102(10) N4 0.0312(13) 0.0255(12) 0.0210(11) 0.0036(9) 0.0081(10) 0.0015(10) C1 0.0204(12) 0.0227(13) 0.0193(12) 0.0053(10) 0.0070(10) 0.0053(10) C2 0.0217(13) 0.0269(14) 0.0241(13) 0.0043(11) 0.0078(11) 0.0093(11) C3 0.0232(13) 0.0235(14) 0.0238(14) 0.0044(11) 0.0032(11) 0.0092(11) C4 0.0224(13) 0.0199(13) 0.0199(13) 0.0037(10) 0.0042(10) 0.0051(10) C5 0.0181(12) 0.0166(12) 0.0132(11) 0.0006(9) 0.0012(9) 0.0021(10) C6 0.0180(12) 0.0155(12) 0.0165(12) 0.0016(9) 0.0024(9) 0.0031(9) C7 0.0200(12) 0.0190(12) 0.0168(12) 0.0043(10) 0.0032(10) 0.0047(10) C8 0.0190(12) 0.0163(12) 0.0175(12) 0.0022(9) 0.0039(10) 0.0005(10) C9 0.0174(12) 0.0198(13) 0.0208(13) 0.0029(10) 0.0047(10) 0.0034(10) C10 0.0181(12) 0.0156(12) 0.0180(12) 0.0015(9) 0.0035(10) 0.0028(10) C11 0.0144(11) 0.0221(13) 0.0203(13) 0.0083(10) 0.0072(10) 0.0036(10) C12 0.0198(13) 0.0247(14) 0.0217(13) 0.0059(11) 0.0055(10) 0.0035(11) C13 0.0208(13) 0.0372(16) 0.0197(13) 0.0093(11) 0.0030(11) -0.0001(12) C14 0.0200(13) 0.0460(18) 0.0287(15) 0.0200(13) 0.0054(11) 0.0114(13) C15 0.0293(15) 0.0345(16) 0.0356(17) 0.0155(13) 0.0140(13) 0.0175(13) C16 0.0262(14) 0.0386(17) 0.0245(15) 0.0022(12) 0.0110(12) 0.0043(12) C17 0.0238(14) 0.0336(16) 0.0211(13) 0.0043(11) 0.0054(11) 0.0056(12) C18 0.0237(13) 0.0162(12) 0.0181(12) 0.0028(10) 0.0059(10) 0.0014(10) C19 0.0261(14) 0.0257(14) 0.0218(13) 0.0069(11) 0.0072(11) 0.0084(11) C20 0.0321(15) 0.0275(15) 0.0200(14) 0.0068(11) 0.0060(11) 0.0090(12) C21 0.0176(12) 0.0184(12) 0.0194(13) 0.0061(10) 0.0062(10) 0.0075(10) C22 0.0222(13) 0.0216(13) 0.0186(13) 0.0048(10) 0.0052(10) 0.0072(10) C23 0.0253(14) 0.0306(15) 0.0204(13) 0.0090(11) 0.0093(11) 0.0119(12) C24 0.0229(13) 0.0279(15) 0.0290(15) 0.0121(12) 0.0110(11) 0.0055(11) C25 0.0219(13) 0.0230(14) 0.0271(14) 0.0053(11) 0.0062(11) 0.0032(11) C26 0.0201(12) 0.0197(13) 0.0190(12) 0.0055(10) 0.0057(10) 0.0067(10) N5 0.0172(10) 0.0168(10) 0.0140(10) 0.0011(8) 0.0009(8) 0.0011(8) N6 0.0199(10) 0.0181(11) 0.0189(11) 0.0030(8) 0.0044(8) 0.0016(8) C27 0.0403(18) 0.0330(17) 0.0269(16) -0.0028(13) 0.0042(13) -0.0116(14) C28 0.0274(14) 0.0214(14) 0.0224(14) 0.0008(11) 0.0028(11) 0.0024(11) C29 0.0328(15) 0.0235(14) 0.0187(13) -0.0011(11) 0.0036(11) 0.0022(12) C30 0.0265(13) 0.0198(13) 0.0167(12) 0.0019(10) 0.0048(10) 0.0054(11) C31 0.0344(15) 0.0271(14) 0.0192(13) -0.0024(11) 0.0115(12) 0.0006(12) C32 0.0159(12) 0.0155(12) 0.0190(13) 0.0063(10) 0.0069(10) 0.0058(10) C33 0.0252(13) 0.0199(13) 0.0175(12) 0.0024(10) 0.0048(10) 0.0051(10) C34 0.0310(14) 0.0188(13) 0.0265(14) 0.0002(11) 0.0075(11) 0.0084(11) C35 0.0288(14) 0.0197(14) 0.0291(15) 0.0073(11) 0.0057(12) 0.0101(11) C36 0.0249(13) 0.0221(13) 0.0196(13) 0.0052(10) 0.0029(10) 0.0069(11) C37 0.0194(12) 0.0156(12) 0.0168(12) 0.0037(9) 0.0064(10) 0.0043(10) N7 0.0179(10) 0.0167(11) 0.0134(10) 0.0018(8) 0.0008(8) 0.0044(8) N8 0.0184(10) 0.0179(11) 0.0145(10) 0.0040(8) 0.0031(8) 0.0058(8) C38 0.0293(14) 0.0287(15) 0.0173(13) 0.0005(11) -0.0017(11) 0.0114(12) C39 0.0216(13) 0.0230(13) 0.0154(12) 0.0031(10) 0.0044(10) 0.0048(10) C40 0.0265(13) 0.0206(13) 0.0169(13) -0.0012(10) 0.0024(10) 0.0042(11) C41 0.0223(13) 0.0179(13) 0.0183(13) 0.0019(10) 0.0048(10) 0.0049(10) C42 0.0405(16) 0.0191(13) 0.0214(14) -0.0021(11) 0.0000(12) 0.0115(12) P1 0.0215(3) 0.0296(4) 0.0244(3) 0.0097(3) 0.0046(3) 0.0068(3) F10 0.0300(9) 0.0371(10) 0.0283(9) 0.0055(7) 0.0009(7) 0.0081(7) F11 0.0284(9) 0.0650(13) 0.0325(10) 0.0181(9) 0.0115(7) 0.0091(9) F12 0.0395(11) 0.0418(11) 0.0754(15) 0.0316(10) 0.0191(10) 0.0230(9) F13 0.0311(9) 0.0464(11) 0.0376(10) 0.0185(8) 0.0151(8) 0.0126(8) F14 0.0373(10) 0.0257(9) 0.0737(15) -0.0003(9) 0.0173(10) 0.0049(8) F15 0.0278(10) 0.0996(19) 0.0325(11) 0.0067(11) -0.0003(8) 0.0058(11) C100 0.059(2) 0.060(2) 0.0336(18) 0.0023(16) 0.0049(16) 0.028(2) Cl1 0.0938(8) 0.0595(6) 0.0688(7) 0.0229(5) 0.0349(6) 0.0385(6) Cl2 0.0444(4) 0.0523(5) 0.0362(4) 0.0087(4) 0.0097(3) 0.0107(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 C21 2.008(3) . ? Ir1 C32 2.015(2) . ? Ir1 N7 2.031(2) . ? Ir1 N5 2.051(2) . ? Ir1 N1 2.134(2) . ? Ir1 N2 2.206(2) . ? N1 C1 1.340(3) . ? N1 C5 1.349(3) . ? N2 C10 1.351(3) . ? N2 C6 1.361(3) . ? N3 C11 1.339(4) . ? N3 C15 1.342(4) . ? N4 C16 1.328(4) . ? N4 C20 1.332(4) . ? C1 C2 1.385(4) . ? C1 H1A 0.9500 . ? C2 C3 1.386(4) . ? C2 H2A 0.9500 . ? C3 C4 1.382(4) . ? C3 H3A 0.9500 . ? C4 C5 1.395(4) . ? C4 H4A 0.9500 . ? C5 C6 1.478(4) . ? C6 C7 1.392(4) . ? C7 C8 1.394(4) . ? C7 H7A 0.9500 . ? C8 C9 1.391(4) . ? C8 C18 1.491(4) . ? C9 C10 1.391(4) . ? C9 H9A 0.9500 . ? C10 C11 1.489(3) . ? C11 C12 1.389(4) . ? C12 C13 1.386(4) . ? C12 H12A 0.9500 . ? C13 C14 1.376(5) . ? C13 H13A 0.9500 . ? C14 C15 1.383(5) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 C17 1.391(4) . ? C16 H16A 0.9500 . ? C17 C18 1.389(4) . ? C17 H17A 0.9500 . ? C18 C19 1.391(4) . ? C19 C20 1.385(4) . ? C19 H19A 0.9500 . ? C20 H20A 0.9500 . ? C21 C22 1.398(4) . ? C21 C26 1.402(4) . ? C22 C23 1.393(4) . ? C22 H22A 0.9500 . ? C23 C24 1.381(4) . ? C23 H23A 0.9500 . ? C24 C25 1.393(4) . ? C24 H24A 0.9500 . ? C25 C26 1.392(4) . ? C25 H25A 0.9500 . ? C26 N6 1.427(3) . ? N5 C30 1.344(3) . ? N5 N6 1.384(3) . ? N6 C28 1.360(4) . ? C27 C28 1.494(4) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.371(4) . ? C29 C30 1.402(4) . ? C29 H29A 0.9500 . ? C30 C31 1.490(4) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C33 1.400(4) . ? C32 C37 1.403(4) . ? C33 C34 1.389(4) . ? C33 H33A 0.9500 . ? C34 C35 1.384(4) . ? C34 H34A 0.9500 . ? C35 C36 1.393(4) . ? C35 H35A 0.9500 . ? C36 C37 1.387(4) . ? C36 H36A 0.9500 . ? C37 N8 1.430(3) . ? N7 C41 1.335(3) . ? N7 N8 1.381(3) . ? N8 C39 1.362(3) . ? C38 C39 1.496(4) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 C40 1.373(4) . ? C40 C41 1.403(4) . ? C40 H40A 0.9500 . ? C41 C42 1.490(4) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? P1 F15 1.585(2) . ? P1 F12 1.591(2) . ? P1 F14 1.594(2) . ? P1 F11 1.6014(18) . ? P1 F13 1.6048(18) . ? P1 F10 1.6067(18) . ? C100 Cl1 1.759(4) . ? C100 Cl2 1.761(4) . ? C100 H10A 0.9900 . ? C100 H10B 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 C21 Ir1 C32 85.31(10) . . ? C21 Ir1 N7 93.17(10) . . ? C32 Ir1 N7 79.59(10) . . ? C21 Ir1 N5 79.57(10) . . ? C32 Ir1 N5 91.80(10) . . ? N7 Ir1 N5 169.23(8) . . ? C21 Ir1 N1 94.66(9) . . ? C32 Ir1 N1 179.81(9) . . ? N7 Ir1 N1 100.59(8) . . ? N5 Ir1 N1 88.01(8) . . ? C21 Ir1 N2 169.93(9) . . ? C32 Ir1 N2 104.28(9) . . ? N7 Ir1 N2 91.61(8) . . ? N5 Ir1 N2 96.83(8) . . ? N1 Ir1 N2 75.75(8) . . ? C1 N1 C5 119.0(2) . . ? C1 N1 Ir1 124.45(18) . . ? C5 N1 Ir1 116.47(17) . . ? C10 N2 C6 117.7(2) . . ? C10 N2 Ir1 127.65(17) . . ? C6 N2 Ir1 111.97(16) . . ? C11 N3 C15 116.4(3) . . ? C16 N4 C20 116.3(2) . . ? N1 C1 C2 122.7(2) . . ? N1 C1 H1A 118.7 . . ? C2 C1 H1A 118.7 . . ? C1 C2 C3 118.5(2) . . ? C1 C2 H2A 120.8 . . ? C3 C2 H2A 120.8 . . ? C4 C3 C2 119.3(3) . . ? C4 C3 H3A 120.3 . . ? C2 C3 H3A 120.3 . . ? C3 C4 C5 119.2(2) . . ? C3 C4 H4A 120.4 . . ? C5 C4 H4A 120.4 . . ? N1 C5 C4 121.3(2) . . ? N1 C5 C6 115.5(2) . . ? C4 C5 C6 123.2(2) . . ? N2 C6 C7 121.8(2) . . ? N2 C6 C5 115.8(2) . . ? C7 C6 C5 122.4(2) . . ? C6 C7 C8 120.2(2) . . ? C6 C7 H7A 119.9 . . ? C8 C7 H7A 119.9 . . ? C9 C8 C7 117.0(2) . . ? C9 C8 C18 121.8(2) . . ? C7 C8 C18 121.2(2) . . ? C10 C9 C8 120.2(2) . . ? C10 C9 H9A 119.9 . . ? C8 C9 H9A 119.9 . . ? N2 C10 C9 122.0(2) . . ? N2 C10 C11 118.6(2) . . ? C9 C10 C11 119.2(2) . . ? N3 C11 C12 123.6(2) . . ? N3 C11 C10 117.2(2) . . ? C12 C11 C10 118.9(2) . . ? C13 C12 C11 118.4(3) . . ? C13 C12 H12A 120.8 . . ? C11 C12 H12A 120.8 . . ? C14 C13 C12 118.9(3) . . ? C14 C13 H13A 120.6 . . ? C12 C13 H13A 120.6 . . ? C13 C14 C15 118.5(3) . . ? C13 C14 H14A 120.7 . . ? C15 C14 H14A 120.7 . . ? N3 C15 C14 124.0(3) . . ? N3 C15 H15A 118.0 . . ? C14 C15 H15A 118.0 . . ? N4 C16 C17 124.1(3) . . ? N4 C16 H16A 118.0 . . ? C17 C16 H16A 118.0 . . ? C18 C17 C16 119.3(3) . . ? C18 C17 H17A 120.3 . . ? C16 C17 H17A 120.3 . . ? C17 C18 C19 116.7(2) . . ? C17 C18 C8 122.6(2) . . ? C19 C18 C8 120.6(2) . . ? C20 C19 C18 119.5(3) . . ? C20 C19 H19A 120.3 . . ? C18 C19 H19A 120.3 . . ? N4 C20 C19 124.1(3) . . ? N4 C20 H20A 117.9 . . ? C19 C20 H20A 117.9 . . ? C22 C21 C26 116.7(2) . . ? C22 C21 Ir1 127.2(2) . . ? C26 C21 Ir1 116.06(19) . . ? C23 C22 C21 121.2(3) . . ? C23 C22 H22A 119.4 . . ? C21 C22 H22A 119.4 . . ? C24 C23 C22 120.4(3) . . ? C24 C23 H23A 119.8 . . ? C22 C23 H23A 119.8 . . ? C23 C24 C25 120.4(3) . . ? C23 C24 H24A 119.8 . . ? C25 C24 H24A 119.8 . . ? C26 C25 C24 118.2(3) . . ? C26 C25 H25A 120.9 . . ? C24 C25 H25A 120.9 . . ? C25 C26 C21 123.0(2) . . ? C25 C26 N6 122.8(2) . . ? C21 C26 N6 114.2(2) . . ? C30 N5 N6 106.0(2) . . ? C30 N5 Ir1 139.25(18) . . ? N6 N5 Ir1 114.58(15) . . ? C28 N6 N5 110.6(2) . . ? C28 N6 C26 133.6(2) . . ? N5 N6 C26 115.5(2) . . ? C28 C27 H27A 109.5 . . ? C28 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C28 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N6 C28 C29 106.7(2) . . ? N6 C28 C27 125.8(3) . . ? C29 C28 C27 127.4(3) . . ? C28 C29 C30 107.3(2) . . ? C28 C29 H29A 126.4 . . ? C30 C29 H29A 126.4 . . ? N5 C30 C29 109.4(2) . . ? N5 C30 C31 124.1(2) . . ? C29 C30 C31 126.5(2) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C33 C32 C37 116.4(2) . . ? C33 C32 Ir1 128.4(2) . . ? C37 C32 Ir1 115.14(18) . . ? C34 C33 C32 121.6(2) . . ? C34 C33 H33A 119.2 . . ? C32 C33 H33A 119.2 . . ? C35 C34 C33 120.1(3) . . ? C35 C34 H34A 119.9 . . ? C33 C34 H34A 119.9 . . ? C34 C35 C36 120.4(3) . . ? C34 C35 H35A 119.8 . . ? C36 C35 H35A 119.8 . . ? C37 C36 C35 118.3(3) . . ? C37 C36 H36A 120.9 . . ? C35 C36 H36A 120.9 . . ? C36 C37 C32 123.2(2) . . ? C36 C37 N8 122.6(2) . . ? C32 C37 N8 114.2(2) . . ? C41 N7 N8 106.7(2) . . ? C41 N7 Ir1 138.40(18) . . ? N8 N7 Ir1 114.90(15) . . ? C39 N8 N7 110.0(2) . . ? C39 N8 C37 134.4(2) . . ? N7 N8 C37 115.1(2) . . ? C39 C38 H38A 109.5 . . ? C39 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C39 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? N8 C39 C40 107.0(2) . . ? N8 C39 C38 125.8(2) . . ? C40 C39 C38 127.2(2) . . ? C39 C40 C41 106.8(2) . . ? C39 C40 H40A 126.6 . . ? C41 C40 H40A 126.6 . . ? N7 C41 C40 109.5(2) . . ? N7 C41 C42 121.8(2) . . ? C40 C41 C42 128.7(2) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? F15 P1 F12 90.24(14) . . ? F15 P1 F14 91.00(13) . . ? F12 P1 F14 178.74(13) . . ? F15 P1 F11 91.00(11) . . ? F12 P1 F11 90.07(11) . . ? F14 P1 F11 90.12(12) . . ? F15 P1 F13 90.04(11) . . ? F12 P1 F13 89.66(11) . . ? F14 P1 F13 90.13(11) . . ? F11 P1 F13 178.92(12) . . ? F15 P1 F10 179.85(14) . . ? F12 P1 F10 89.64(11) . . ? F14 P1 F10 89.12(11) . . ? F11 P1 F10 89.10(10) . . ? F13 P1 F10 89.86(10) . . ? Cl1 C100 Cl2 111.4(2) . . ? Cl1 C100 H10A 109.4 . . ? Cl2 C100 H10A 109.4 . . ? Cl1 C100 H10B 109.4 . . ? Cl2 C100 H10B 109.4 . . ? H10A C100 H10B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 67.25 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.733 _refine_diff_density_min -0.866 _refine_diff_density_rms 0.101 _database_code_depnum_ccdc_archive 'CCDC 974022' ####################################################################### # # 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_gs101 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C43 H39 Ir N8, 2(F6 P), 2(C H2 Cl2)' _chemical_formula_sum 'C45 H43 Cl4 F12 Ir N8 P2' _chemical_formula_weight 1319.83 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 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0099(16) _cell_length_b 14.026(3) _cell_length_c 20.222(5) _cell_angle_alpha 101.420(16) _cell_angle_beta 96.000(16) _cell_angle_gamma 99.536(14) _cell_volume 2445.4(8) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4583 _cell_measurement_theta_min 5.59 _cell_measurement_theta_max 51.12 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.792 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 3.104 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6705 _exptl_absorpt_correction_T_max 0.8859 _exptl_absorpt_process_details '(Blessing 1951)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26234 _diffrn_reflns_av_R_equivalents 0.0704 _diffrn_reflns_av_sigmaI/netI 0.0696 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 26.50 _reflns_number_total 10145 _reflns_number_gt 8551 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe IPDS' _computing_cell_refinement 'Stoe IPDS' _computing_data_reduction 'Stoe IPDS' _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^)+(0.0368P)^2^+3.6494P] 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 10145 _refine_ls_number_parameters 682 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0600 _refine_ls_R_factor_gt 0.0442 _refine_ls_wR_factor_ref 0.0926 _refine_ls_wR_factor_gt 0.0879 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 0.55998(2) 0.504003(15) 0.737268(11) 0.01977(6) Uani 1 1 d . . . N1 N 0.6236(5) 0.3718(3) 0.6836(2) 0.0248(9) Uani 1 1 d . . . N2 N 0.3927(5) 0.3815(3) 0.7565(2) 0.0234(9) Uani 1 1 d . . . N3 N 0.1750(6) 0.5281(4) 0.8301(3) 0.0346(11) Uani 1 1 d . . . C1 C 0.7479(6) 0.3695(4) 0.6534(3) 0.0283(12) Uani 1 1 d . . . H1A H 0.8183 0.4298 0.6583 0.034 Uiso 1 1 calc R . . C2 C 0.7795(7) 0.2841(4) 0.6153(3) 0.0337(13) Uani 1 1 d . . . H2A H 0.8699 0.2856 0.5949 0.040 Uiso 1 1 calc R . . C3 C 0.6777(7) 0.1968(4) 0.6074(3) 0.0382(14) Uani 1 1 d . . . H3A H 0.6957 0.1369 0.5810 0.046 Uiso 1 1 calc R . . C4 C 0.5485(7) 0.1979(4) 0.6387(4) 0.0397(15) Uani 1 1 d . . . H4A H 0.4767 0.1383 0.6339 0.048 Uiso 1 1 calc R . . C5 C 0.5234(6) 0.2862(4) 0.6773(3) 0.0249(11) Uani 1 1 d . . . C6 C 0.3950(6) 0.2914(4) 0.7159(3) 0.0263(11) Uani 1 1 d . . . C7 C 0.2861(6) 0.2074(4) 0.7127(3) 0.0275(11) Uani 1 1 d . . . H7A H 0.2912 0.1465 0.6834 0.033 Uiso 1 1 calc R . . C8 C 0.1703(6) 0.2124(4) 0.7523(3) 0.0271(11) Uani 1 1 d . . . C9 C 0.1700(6) 0.3025(4) 0.7948(3) 0.0266(11) Uani 1 1 d . . . H9A H 0.0930 0.3088 0.8233 0.032 Uiso 1 1 calc R . . C10 C 0.2817(6) 0.3836(3) 0.7960(3) 0.0238(10) Uani 1 1 d . . . C11 C 0.2798(6) 0.4772(3) 0.8459(3) 0.0220(10) Uani 1 1 d . . . C12 C 0.3750(7) 0.5006(4) 0.9066(3) 0.0347(13) Uani 1 1 d . . . H12A H 0.4474 0.4610 0.9156 0.042 Uiso 1 1 calc R . . C13 C 0.3630(8) 0.5837(5) 0.9548(3) 0.0389(14) Uani 1 1 d . . . H13A H 0.4256 0.6014 0.9978 0.047 Uiso 1 1 calc R . . C14 C 0.2583(7) 0.6398(4) 0.9387(3) 0.0345(13) Uani 1 1 d . . . H14A H 0.2476 0.6975 0.9701 0.041 Uiso 1 1 calc R . . C15 C 0.1705(7) 0.6104(5) 0.8765(4) 0.0405(15) Uani 1 1 d . . . H15A H 0.1011 0.6508 0.8652 0.049 Uiso 1 1 calc R . . C16 C -0.1989(7) 0.0430(4) 0.7537(3) 0.0326(12) Uani 1 1 d . . . H16A H -0.3019 0.0467 0.7579 0.039 Uiso 1 1 calc R . . C17 C -0.0957(6) 0.1276(4) 0.7561(3) 0.0308(12) Uani 1 1 d . . . H17A H -0.1273 0.1898 0.7620 0.037 Uiso 1 1 calc R . . C18 C 0.0551(6) 0.1225(4) 0.7499(3) 0.0285(11) Uani 1 1 d . . . C19 C 0.0970(6) 0.0299(4) 0.7414(3) 0.0300(12) Uani 1 1 d . . . H19A H 0.1992 0.0239 0.7370 0.036 Uiso 1 1 calc R . . C20 C -0.0111(7) -0.0526(4) 0.7394(3) 0.0308(12) Uani 1 1 d . . . H20A H 0.0173 -0.1157 0.7335 0.037 Uiso 1 1 calc R . . N4 N -0.1554(5) -0.0457(3) 0.7455(2) 0.0300(10) Uani 1 1 d . . . C21 C -0.2677(7) -0.1360(4) 0.7440(4) 0.0405(15) Uani 1 1 d . . . H21A H -0.2539 -0.1897 0.7074 0.061 Uiso 1 1 calc R . . H21B H -0.3707 -0.1227 0.7359 0.061 Uiso 1 1 calc R . . H21C H -0.2530 -0.1555 0.7878 0.061 Uiso 1 1 calc R . . C22 C 0.5102(6) 0.6326(4) 0.7865(3) 0.0245(11) Uani 1 1 d . . . C23 C 0.4171(6) 0.6913(4) 0.7615(3) 0.0279(11) Uani 1 1 d . . . H23A H 0.3618 0.6686 0.7169 0.034 Uiso 1 1 calc R . . C24 C 0.4032(7) 0.7825(4) 0.8004(3) 0.0342(13) Uani 1 1 d . . . H24A H 0.3382 0.8208 0.7823 0.041 Uiso 1 1 calc R . . C25 C 0.4831(7) 0.8172(4) 0.8646(3) 0.0372(14) Uani 1 1 d . . . H25A H 0.4722 0.8791 0.8909 0.045 Uiso 1 1 calc R . . C26 C 0.5796(8) 0.7625(4) 0.8914(3) 0.0374(14) Uani 1 1 d . . . H26A H 0.6374 0.7867 0.9354 0.045 Uiso 1 1 calc R . . C27 C 0.5890(6) 0.6716(4) 0.8520(3) 0.0271(11) Uani 1 1 d . . . N5 N 0.6814(5) 0.5211(3) 0.8299(2) 0.0252(9) Uani 1 1 d . . . N6 N 0.6838(6) 0.6090(3) 0.8755(2) 0.0305(10) Uani 1 1 d . . . C28 C 0.7692(7) 0.6113(5) 0.9353(3) 0.0342(13) Uani 1 1 d . . . C29 C 0.8245(7) 0.5252(5) 0.9271(3) 0.0362(13) Uani 1 1 d . . . H29A H 0.8891 0.5064 0.9605 0.043 Uiso 1 1 calc R . . C30 C 0.7699(6) 0.4702(4) 0.8619(3) 0.0303(12) Uani 1 1 d . . . C31 C 0.7981(10) 0.6947(6) 0.9966(4) 0.0539(19) Uani 1 1 d . . . H31A H 0.8442 0.7560 0.9843 0.081 Uiso 1 1 calc R . . H31B H 0.8673 0.6801 1.0323 0.081 Uiso 1 1 calc R . . H31C H 0.7018 0.7029 1.0133 0.081 Uiso 1 1 calc R . . C32 C 0.8029(7) 0.3742(4) 0.8275(3) 0.0367(13) Uani 1 1 d . . . H32A H 0.7088 0.3317 0.8019 0.055 Uiso 1 1 calc R . . H32B H 0.8453 0.3417 0.8618 0.055 Uiso 1 1 calc R . . H32C H 0.8765 0.3856 0.7962 0.055 Uiso 1 1 calc R . . C33 C 0.7213(6) 0.5894(4) 0.7036(3) 0.0237(10) Uani 1 1 d . . . C34 C 0.8737(6) 0.6231(4) 0.7330(3) 0.0307(12) Uani 1 1 d . . . H34A H 0.9047 0.6150 0.7775 0.037 Uiso 1 1 calc R . . C35 C 0.9800(7) 0.6679(4) 0.6984(3) 0.0365(13) Uani 1 1 d . . . H35A H 1.0827 0.6896 0.7193 0.044 Uiso 1 1 calc R . . C36 C 0.9386(7) 0.6811(4) 0.6347(3) 0.0389(14) Uani 1 1 d . . . H36A H 1.0124 0.7125 0.6116 0.047 Uiso 1 1 calc R . . C37 C 0.7896(7) 0.6491(4) 0.6033(3) 0.0340(13) Uani 1 1 d . . . H37A H 0.7611 0.6568 0.5584 0.041 Uiso 1 1 calc R . . C38 C 0.6831(6) 0.6058(4) 0.6381(3) 0.0259(11) Uani 1 1 d . . . N7 N 0.4429(5) 0.5146(3) 0.6476(2) 0.0242(9) Uani 1 1 d . . . N8 N 0.5282(5) 0.5707(3) 0.6110(2) 0.0251(9) Uani 1 1 d . . . C39 C 0.4366(7) 0.5888(4) 0.5597(3) 0.0322(12) Uani 1 1 d . . . C40 C 0.2919(7) 0.5427(4) 0.5637(3) 0.0353(13) Uani 1 1 d . . . H40A H 0.2026 0.5411 0.5338 0.042 Uiso 1 1 calc R . . C41 C 0.2998(6) 0.4991(4) 0.6192(3) 0.0293(12) Uani 1 1 d . . . C42 C 0.4872(8) 0.6498(5) 0.5102(3) 0.0415(14) Uani 1 1 d . . . H42A H 0.5396 0.7160 0.5353 0.062 Uiso 1 1 calc R . . H42B H 0.3984 0.6554 0.4799 0.062 Uiso 1 1 calc R . . H42C H 0.5567 0.6178 0.4832 0.062 Uiso 1 1 calc R . . C43 C 0.1704(6) 0.4465(5) 0.6464(4) 0.0374(14) Uani 1 1 d . . . H43A H 0.1790 0.3769 0.6424 0.056 Uiso 1 1 calc R . . H43B H 0.0744 0.4503 0.6203 0.056 Uiso 1 1 calc R . . H43C H 0.1727 0.4777 0.6945 0.056 Uiso 1 1 calc R . . P1 P 0.5287(2) 1.15616(13) 0.88024(9) 0.0420(4) Uani 1 1 d . . . F10 F 0.5017(6) 1.1502(5) 0.9549(3) 0.0795(15) Uani 1 1 d . . . F11 F 0.7069(6) 1.1914(5) 0.9044(3) 0.0828(16) Uani 1 1 d . . . F12 F 0.5146(7) 1.2699(3) 0.8943(3) 0.0749(15) Uani 1 1 d . . . F13 F 0.3534(6) 1.1275(5) 0.8562(3) 0.097(2) Uani 1 1 d . . . F14 F 0.5488(10) 1.0461(4) 0.8643(3) 0.116(3) Uani 1 1 d . . . F15 F 0.5579(5) 1.1641(3) 0.8049(2) 0.0518(10) Uani 1 1 d . . . P2 P 0.34023(19) 0.89920(11) 0.61339(9) 0.0365(3) Uani 1 1 d . . . F20 F 0.2345(5) 0.8562(3) 0.6624(2) 0.0556(11) Uani 1 1 d . . . F21 F 0.2351(5) 0.9795(3) 0.6067(2) 0.0550(10) Uani 1 1 d . . . F22 F 0.4398(5) 0.9765(3) 0.6779(2) 0.0567(11) Uani 1 1 d . . . F23 F 0.4465(5) 0.8217(3) 0.6220(2) 0.0595(12) Uani 1 1 d . . . F24 F 0.2386(6) 0.8238(3) 0.5499(2) 0.0692(13) Uani 1 1 d . . . F25 F 0.4442(6) 0.9447(4) 0.5646(3) 0.0729(14) Uani 1 1 d . . . C100 C 0.1374(11) -0.0264(7) 0.9229(5) 0.073(3) Uani 1 1 d . . . H10A H 0.2220 -0.0052 0.8983 0.088 Uiso 1 1 calc R . . H10B H 0.1798 -0.0206 0.9711 0.088 Uiso 1 1 calc R . . Cl1 Cl 0.0016(4) 0.05032(16) 0.91877(12) 0.0806(7) Uani 1 1 d . . . Cl2 Cl 0.0514(3) -0.15004(17) 0.88611(14) 0.0812(7) Uani 1 1 d . . . C200 C -0.260(2) -0.1039(10) 0.5095(9) 0.060(5) Uani 0.527(15) 1 d P A 1 H20B H -0.2851 -0.0587 0.4799 0.072 Uiso 0.527(15) 1 calc PR A 1 H20C H -0.3564 -0.1363 0.5220 0.072 Uiso 0.527(15) 1 calc PR A 1 Cl3 Cl -0.1427(10) -0.0373(7) 0.5819(3) 0.082(2) Uani 0.527(15) 1 d P A 1 Cl4 Cl -0.170(2) -0.1959(10) 0.4644(7) 0.071(3) Uani 0.527(15) 1 d P A 1 C20' C -0.0925(18) -0.0900(14) 0.5167(11) 0.066(6) Uani 0.473(15) 1 d P A 2 H20D H 0.0066 -0.0869 0.5440 0.080 Uiso 0.473(15) 1 calc PR A 2 H20E H -0.0813 -0.0346 0.4928 0.080 Uiso 0.473(15) 1 calc PR A 2 Cl3' Cl -0.2267(12) -0.0760(5) 0.5700(4) 0.069(3) Uani 0.473(15) 1 d P A 2 Cl4' Cl -0.141(2) -0.2032(12) 0.4558(8) 0.080(4) Uani 0.473(15) 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 0.01935(9) 0.01470(9) 0.02488(10) 0.00378(6) 0.00424(6) 0.00221(6) N1 0.026(2) 0.023(2) 0.027(2) 0.0051(18) 0.0051(19) 0.0061(18) N2 0.022(2) 0.0140(19) 0.033(3) 0.0039(17) 0.0044(18) -0.0001(16) N3 0.033(3) 0.029(2) 0.040(3) -0.002(2) 0.001(2) 0.015(2) C1 0.023(3) 0.024(3) 0.039(3) 0.004(2) 0.014(2) 0.004(2) C2 0.028(3) 0.030(3) 0.043(3) 0.005(2) 0.015(3) 0.005(2) C3 0.043(3) 0.025(3) 0.047(4) 0.000(3) 0.020(3) 0.008(3) C4 0.043(3) 0.023(3) 0.052(4) 0.001(3) 0.020(3) 0.004(2) C5 0.027(3) 0.017(2) 0.030(3) 0.002(2) 0.007(2) 0.004(2) C6 0.028(3) 0.019(2) 0.034(3) 0.007(2) 0.010(2) 0.005(2) C7 0.031(3) 0.017(2) 0.034(3) 0.003(2) 0.010(2) 0.004(2) C8 0.028(3) 0.018(2) 0.034(3) 0.006(2) 0.005(2) 0.002(2) C9 0.026(3) 0.021(2) 0.036(3) 0.007(2) 0.011(2) 0.006(2) C10 0.028(3) 0.013(2) 0.030(3) 0.0037(19) 0.006(2) 0.0051(19) C11 0.024(2) 0.014(2) 0.028(3) 0.0055(19) 0.009(2) -0.0005(18) C12 0.048(3) 0.029(3) 0.030(3) 0.005(2) 0.004(3) 0.014(3) C13 0.049(4) 0.035(3) 0.026(3) 0.000(2) -0.003(3) 0.004(3) C14 0.038(3) 0.023(3) 0.040(3) -0.001(2) 0.011(3) 0.004(2) C15 0.037(3) 0.032(3) 0.052(4) 0.001(3) 0.003(3) 0.016(3) C16 0.030(3) 0.029(3) 0.036(3) 0.000(2) 0.012(2) 0.001(2) C17 0.030(3) 0.020(2) 0.040(3) 0.001(2) 0.010(2) 0.003(2) C18 0.025(3) 0.024(3) 0.035(3) 0.003(2) 0.010(2) -0.002(2) C19 0.031(3) 0.022(3) 0.034(3) -0.001(2) 0.011(2) 0.001(2) C20 0.036(3) 0.019(2) 0.039(3) 0.004(2) 0.015(3) 0.005(2) N4 0.034(2) 0.021(2) 0.034(3) 0.0058(19) 0.009(2) -0.0002(19) C21 0.037(3) 0.025(3) 0.053(4) 0.005(3) 0.013(3) -0.011(2) C22 0.024(3) 0.014(2) 0.034(3) 0.003(2) 0.010(2) -0.0020(19) C23 0.027(3) 0.019(2) 0.039(3) 0.006(2) 0.007(2) 0.007(2) C24 0.034(3) 0.020(3) 0.051(4) 0.011(2) 0.011(3) 0.006(2) C25 0.050(4) 0.017(3) 0.045(4) 0.004(2) 0.018(3) 0.005(2) C26 0.056(4) 0.025(3) 0.028(3) 0.003(2) 0.003(3) 0.004(3) C27 0.029(3) 0.019(2) 0.032(3) 0.005(2) 0.005(2) 0.003(2) N5 0.034(2) 0.019(2) 0.023(2) 0.0062(17) 0.0029(19) 0.0046(18) N6 0.037(3) 0.023(2) 0.029(2) 0.0032(18) 0.003(2) 0.0040(19) C28 0.034(3) 0.039(3) 0.026(3) 0.004(2) 0.003(2) 0.001(2) C29 0.033(3) 0.042(3) 0.035(3) 0.013(3) 0.002(2) 0.007(3) C30 0.025(3) 0.032(3) 0.037(3) 0.012(2) 0.005(2) 0.007(2) C31 0.070(5) 0.054(4) 0.029(3) -0.002(3) -0.008(3) 0.010(4) C32 0.038(3) 0.037(3) 0.042(3) 0.015(3) 0.004(3) 0.019(3) C33 0.024(2) 0.015(2) 0.032(3) 0.002(2) 0.005(2) 0.0049(19) C34 0.024(3) 0.021(2) 0.044(3) 0.007(2) 0.003(2) -0.002(2) C35 0.024(3) 0.034(3) 0.049(4) 0.006(3) 0.007(3) 0.000(2) C36 0.034(3) 0.030(3) 0.050(4) 0.007(3) 0.020(3) -0.005(2) C37 0.040(3) 0.028(3) 0.036(3) 0.011(2) 0.014(3) 0.002(2) C38 0.026(3) 0.017(2) 0.032(3) 0.003(2) 0.005(2) -0.0016(19) N7 0.025(2) 0.025(2) 0.021(2) 0.0018(17) 0.0034(18) 0.0040(17) N8 0.027(2) 0.021(2) 0.025(2) 0.0009(17) 0.0028(18) 0.0029(17) C39 0.047(3) 0.026(3) 0.026(3) 0.005(2) 0.002(2) 0.015(2) C40 0.034(3) 0.037(3) 0.031(3) -0.001(2) -0.004(2) 0.013(3) C41 0.022(3) 0.031(3) 0.034(3) 0.003(2) 0.002(2) 0.009(2) C42 0.053(4) 0.043(3) 0.032(3) 0.012(3) 0.003(3) 0.014(3) C43 0.018(3) 0.038(3) 0.053(4) 0.007(3) 0.003(2) 0.003(2) P1 0.0527(10) 0.0360(8) 0.0353(9) 0.0024(7) 0.0112(8) 0.0064(7) F10 0.085(4) 0.107(4) 0.048(3) 0.019(3) 0.022(3) 0.014(3) F11 0.062(3) 0.116(5) 0.078(4) 0.044(3) 0.007(3) 0.015(3) F12 0.101(4) 0.046(3) 0.078(3) -0.004(2) 0.033(3) 0.025(3) F13 0.063(3) 0.140(6) 0.076(4) 0.043(4) -0.005(3) -0.032(3) F14 0.243(9) 0.039(3) 0.087(4) 0.028(3) 0.070(5) 0.044(4) F15 0.076(3) 0.041(2) 0.040(2) 0.0062(17) 0.017(2) 0.012(2) P2 0.0401(8) 0.0275(7) 0.0405(9) 0.0011(6) 0.0111(7) 0.0064(6) F20 0.059(3) 0.041(2) 0.064(3) 0.0087(19) 0.021(2) -0.0024(19) F21 0.062(3) 0.049(2) 0.057(3) 0.0098(19) 0.004(2) 0.026(2) F22 0.057(2) 0.035(2) 0.063(3) -0.0075(19) -0.005(2) -0.0016(18) F23 0.072(3) 0.050(2) 0.060(3) 0.001(2) 0.008(2) 0.035(2) F24 0.080(3) 0.058(3) 0.053(3) -0.016(2) -0.008(2) 0.011(2) F25 0.077(3) 0.082(3) 0.072(3) 0.028(3) 0.041(3) 0.021(3) C100 0.071(6) 0.068(6) 0.081(7) 0.025(5) 0.017(5) -0.004(5) Cl1 0.140(2) 0.0498(11) 0.0556(13) 0.0065(9) 0.0263(14) 0.0260(13) Cl2 0.116(2) 0.0519(12) 0.0878(17) 0.0196(11) 0.0343(15) 0.0317(13) C200 0.075(11) 0.036(7) 0.067(12) 0.011(7) -0.003(8) 0.012(7) Cl3 0.080(4) 0.104(5) 0.048(3) -0.005(3) 0.005(2) 0.003(4) Cl4 0.111(8) 0.061(4) 0.050(4) 0.014(4) 0.034(4) 0.023(3) C20' 0.033(8) 0.062(11) 0.089(14) -0.013(9) 0.019(8) -0.005(7) Cl3' 0.081(6) 0.058(3) 0.075(4) 0.009(3) 0.040(4) 0.019(3) Cl4' 0.087(7) 0.090(6) 0.047(5) -0.019(4) 0.015(5) 0.008(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C33 1.991(5) . ? Ir1 N5 2.018(5) . ? Ir1 C22 2.024(5) . ? Ir1 N7 2.044(4) . ? Ir1 N1 2.152(4) . ? Ir1 N2 2.214(4) . ? N1 C1 1.332(7) . ? N1 C5 1.353(7) . ? N2 C10 1.344(7) . ? N2 C6 1.368(7) . ? N3 C11 1.325(7) . ? N3 C15 1.345(8) . ? C1 C2 1.380(8) . ? C1 H1A 0.9500 . ? C2 C3 1.373(8) . ? C2 H2A 0.9500 . ? C3 C4 1.383(9) . ? C3 H3A 0.9500 . ? C4 C5 1.393(7) . ? C4 H4A 0.9500 . ? C5 C6 1.465(7) . ? C6 C7 1.389(7) . ? C7 C8 1.382(8) . ? C7 H7A 0.9500 . ? C8 C9 1.382(7) . ? C8 C18 1.483(7) . ? C9 C10 1.383(7) . ? C9 H9A 0.9500 . ? C10 C11 1.492(7) . ? C11 C12 1.371(8) . ? C12 C13 1.390(8) . ? C12 H12A 0.9500 . ? C13 C14 1.378(9) . ? C13 H13A 0.9500 . ? C14 C15 1.362(9) . ? C14 H14A 0.9500 . ? C15 H15A 0.9500 . ? C16 N4 1.349(7) . ? C16 C17 1.371(8) . ? C16 H16A 0.9500 . ? C17 C18 1.391(8) . ? C17 H17A 0.9500 . ? C18 C19 1.396(8) . ? C19 C20 1.374(8) . ? C19 H19A 0.9500 . ? C20 N4 1.337(7) . ? C20 H20A 0.9500 . ? N4 C21 1.478(7) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.394(8) . ? C22 C27 1.394(8) . ? C23 C24 1.395(7) . ? C23 H23A 0.9500 . ? C24 C25 1.371(9) . ? C24 H24A 0.9500 . ? C25 C26 1.387(9) . ? C25 H25A 0.9500 . ? C26 C27 1.383(8) . ? C26 H26A 0.9500 . ? C27 N6 1.435(7) . ? N5 C30 1.350(7) . ? N5 N6 1.381(6) . ? N6 C28 1.355(8) . ? C28 C29 1.368(9) . ? C28 C31 1.493(9) . ? C29 C30 1.383(9) . ? C29 H29A 0.9500 . ? C30 C32 1.480(8) . ? 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 C34 1.402(7) . ? C33 C38 1.406(8) . ? C34 C35 1.384(8) . ? C34 H34A 0.9500 . ? C35 C36 1.361(10) . ? C35 H35A 0.9500 . ? C36 C37 1.384(9) . ? C36 H36A 0.9500 . ? C37 C38 1.379(7) . ? C37 H37A 0.9500 . ? C38 N8 1.413(7) . ? N7 C41 1.320(7) . ? N7 N8 1.381(6) . ? N8 C39 1.348(7) . ? C39 C40 1.375(9) . ? C39 C42 1.498(9) . ? C40 C41 1.381(9) . ? C40 H40A 0.9500 . ? C41 C43 1.488(8) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? P1 F14 1.559(5) . ? P1 F13 1.564(6) . ? P1 F10 1.570(5) . ? P1 F12 1.593(5) . ? P1 F11 1.593(6) . ? P1 F15 1.594(4) . ? P2 F20 1.581(4) . ? P2 F24 1.581(5) . ? P2 F25 1.582(5) . ? P2 F23 1.585(4) . ? P2 F22 1.599(4) . ? P2 F21 1.604(4) . ? C100 Cl2 1.756(10) . ? C100 Cl1 1.765(10) . ? C100 H10A 0.9900 . ? C100 H10B 0.9900 . ? C200 Cl3 1.715(18) . ? C200 Cl4 1.79(2) . ? C200 H20B 0.9900 . ? C200 H20C 0.9900 . ? C20' Cl3' 1.712(17) . ? C20' Cl4' 1.76(2) . ? C20' H20D 0.9900 . ? C20' H20E 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 C33 Ir1 N5 94.2(2) . . ? C33 Ir1 C22 85.6(2) . . ? N5 Ir1 C22 79.3(2) . . ? C33 Ir1 N7 80.0(2) . . ? N5 Ir1 N7 169.41(17) . . ? C22 Ir1 N7 91.3(2) . . ? C33 Ir1 N1 91.35(18) . . ? N5 Ir1 N1 100.42(17) . . ? C22 Ir1 N1 176.9(2) . . ? N7 Ir1 N1 88.65(17) . . ? C33 Ir1 N2 166.67(17) . . ? N5 Ir1 N2 91.17(18) . . ? C22 Ir1 N2 107.37(19) . . ? N7 Ir1 N2 96.40(17) . . ? N1 Ir1 N2 75.66(16) . . ? C1 N1 C5 118.8(4) . . ? C1 N1 Ir1 125.0(4) . . ? C5 N1 Ir1 116.2(3) . . ? C10 N2 C6 116.0(4) . . ? C10 N2 Ir1 130.3(3) . . ? C6 N2 Ir1 113.3(3) . . ? C11 N3 C15 115.9(5) . . ? N1 C1 C2 123.3(5) . . ? N1 C1 H1A 118.4 . . ? C2 C1 H1A 118.4 . . ? C3 C2 C1 118.8(5) . . ? C3 C2 H2A 120.6 . . ? C1 C2 H2A 120.6 . . ? C2 C3 C4 118.6(5) . . ? C2 C3 H3A 120.7 . . ? C4 C3 H3A 120.7 . . ? C3 C4 C5 120.1(6) . . ? C3 C4 H4A 119.9 . . ? C5 C4 H4A 119.9 . . ? N1 C5 C4 120.4(5) . . ? N1 C5 C6 116.5(4) . . ? C4 C5 C6 123.0(5) . . ? N2 C6 C7 122.8(5) . . ? N2 C6 C5 116.5(4) . . ? C7 C6 C5 120.7(5) . . ? C8 C7 C6 120.0(5) . . ? C8 C7 H7A 120.0 . . ? C6 C7 H7A 120.0 . . ? C7 C8 C9 117.5(5) . . ? C7 C8 C18 120.2(5) . . ? C9 C8 C18 122.3(5) . . ? C8 C9 C10 120.0(5) . . ? C8 C9 H9A 120.0 . . ? C10 C9 H9A 120.0 . . ? N2 C10 C9 123.7(5) . . ? N2 C10 C11 119.0(4) . . ? C9 C10 C11 117.2(5) . . ? N3 C11 C12 124.2(5) . . ? N3 C11 C10 116.4(5) . . ? C12 C11 C10 119.2(5) . . ? C11 C12 C13 118.4(5) . . ? C11 C12 H12A 120.8 . . ? C13 C12 H12A 120.8 . . ? C14 C13 C12 118.5(6) . . ? C14 C13 H13A 120.7 . . ? C12 C13 H13A 120.7 . . ? C15 C14 C13 118.2(5) . . ? C15 C14 H14A 120.9 . . ? C13 C14 H14A 120.9 . . ? N3 C15 C14 124.6(6) . . ? N3 C15 H15A 117.7 . . ? C14 C15 H15A 117.7 . . ? N4 C16 C17 120.6(5) . . ? N4 C16 H16A 119.7 . . ? C17 C16 H16A 119.7 . . ? C16 C17 C18 119.9(5) . . ? C16 C17 H17A 120.0 . . ? C18 C17 H17A 120.0 . . ? C17 C18 C19 118.3(5) . . ? C17 C18 C8 121.6(5) . . ? C19 C18 C8 120.1(5) . . ? C20 C19 C18 119.4(5) . . ? C20 C19 H19A 120.3 . . ? C18 C19 H19A 120.3 . . ? N4 C20 C19 121.2(5) . . ? N4 C20 H20A 119.4 . . ? C19 C20 H20A 119.4 . . ? C20 N4 C16 120.6(5) . . ? C20 N4 C21 119.5(5) . . ? C16 N4 C21 119.9(5) . . ? N4 C21 H21A 109.5 . . ? N4 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N4 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 C27 115.7(5) . . ? C23 C22 Ir1 128.3(4) . . ? C27 C22 Ir1 115.7(4) . . ? C22 C23 C24 121.5(6) . . ? C22 C23 H23A 119.2 . . ? C24 C23 H23A 119.2 . . ? C25 C24 C23 120.3(5) . . ? C25 C24 H24A 119.8 . . ? C23 C24 H24A 119.8 . . ? C24 C25 C26 120.4(5) . . ? C24 C25 H25A 119.8 . . ? C26 C25 H25A 119.8 . . ? C27 C26 C25 117.9(6) . . ? C27 C26 H26A 121.1 . . ? C25 C26 H26A 121.1 . . ? C26 C27 C22 124.1(5) . . ? C26 C27 N6 122.1(5) . . ? C22 C27 N6 113.7(5) . . ? C30 N5 N6 106.6(5) . . ? C30 N5 Ir1 137.6(4) . . ? N6 N5 Ir1 115.7(3) . . ? C28 N6 N5 109.9(5) . . ? C28 N6 C27 134.9(5) . . ? N5 N6 C27 115.0(4) . . ? N6 C28 C29 106.8(5) . . ? N6 C28 C31 125.2(6) . . ? C29 C28 C31 128.1(6) . . ? C28 C29 C30 108.1(5) . . ? C28 C29 H29A 125.9 . . ? C30 C29 H29A 125.9 . . ? N5 C30 C29 108.6(5) . . ? N5 C30 C32 122.5(5) . . ? C29 C30 C32 128.8(5) . . ? C28 C31 H31A 109.5 . . ? C28 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C28 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C34 C33 C38 116.1(5) . . ? C34 C33 Ir1 127.6(4) . . ? C38 C33 Ir1 115.7(4) . . ? C35 C34 C33 121.4(6) . . ? C35 C34 H34A 119.3 . . ? C33 C34 H34A 119.3 . . ? C36 C35 C34 120.6(6) . . ? C36 C35 H35A 119.7 . . ? C34 C35 H35A 119.7 . . ? C35 C36 C37 120.3(5) . . ? C35 C36 H36A 119.8 . . ? C37 C36 H36A 119.8 . . ? C38 C37 C36 119.2(6) . . ? C38 C37 H37A 120.4 . . ? C36 C37 H37A 120.4 . . ? C37 C38 C33 122.4(5) . . ? C37 C38 N8 123.8(5) . . ? C33 C38 N8 113.8(5) . . ? C41 N7 N8 107.1(4) . . ? C41 N7 Ir1 137.6(4) . . ? N8 N7 Ir1 113.7(3) . . ? C39 N8 N7 109.7(4) . . ? C39 N8 C38 133.6(5) . . ? N7 N8 C38 116.2(4) . . ? N8 C39 C40 106.4(5) . . ? N8 C39 C42 125.3(6) . . ? C40 C39 C42 128.3(6) . . ? C39 C40 C41 107.7(5) . . ? C39 C40 H40A 126.2 . . ? C41 C40 H40A 126.2 . . ? N7 C41 C40 109.1(5) . . ? N7 C41 C43 123.8(5) . . ? C40 C41 C43 127.1(5) . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? F14 P1 F13 92.8(5) . . ? F14 P1 F10 91.0(3) . . ? F13 P1 F10 90.1(3) . . ? F14 P1 F12 177.2(4) . . ? F13 P1 F12 88.9(4) . . ? F10 P1 F12 91.2(3) . . ? F14 P1 F11 90.2(4) . . ? F13 P1 F11 176.8(4) . . ? F10 P1 F11 90.8(3) . . ? F12 P1 F11 88.1(3) . . ? F14 P1 F15 89.8(3) . . ? F13 P1 F15 90.5(3) . . ? F10 P1 F15 179.0(3) . . ? F12 P1 F15 88.0(3) . . ? F11 P1 F15 88.6(3) . . ? F20 P2 F24 90.0(3) . . ? F20 P2 F25 178.6(3) . . ? F24 P2 F25 90.4(3) . . ? F20 P2 F23 90.2(3) . . ? F24 P2 F23 90.9(3) . . ? F25 P2 F23 91.2(3) . . ? F20 P2 F22 89.4(3) . . ? F24 P2 F22 178.7(3) . . ? F25 P2 F22 90.1(3) . . ? F23 P2 F22 90.2(2) . . ? F20 P2 F21 89.6(2) . . ? F24 P2 F21 90.6(3) . . ? F25 P2 F21 89.0(3) . . ? F23 P2 F21 178.4(3) . . ? F22 P2 F21 88.2(2) . . ? Cl2 C100 Cl1 109.6(5) . . ? Cl2 C100 H10A 109.7 . . ? Cl1 C100 H10A 109.7 . . ? Cl2 C100 H10B 109.7 . . ? Cl1 C100 H10B 109.7 . . ? H10A C100 H10B 108.2 . . ? Cl3 C200 Cl4 110.2(11) . . ? Cl3 C200 H20B 109.6 . . ? Cl4 C200 H20B 109.6 . . ? Cl3 C200 H20C 109.6 . . ? Cl4 C200 H20C 109.6 . . ? H20B C200 H20C 108.1 . . ? Cl3' C20' Cl4' 112.1(11) . . ? Cl3' C20' H20D 109.2 . . ? Cl4' C20' H20D 109.2 . . ? Cl3' C20' H20E 109.2 . . ? Cl4' C20' H20E 109.2 . . ? H20D C20' H20E 107.9 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.102 _refine_diff_density_min -1.359 _refine_diff_density_rms 0.129 _database_code_depnum_ccdc_archive 'CCDC 974023'