# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Mei-Lin Ho' _publ_contact_author_email meilin_ho@scu.edu.tw _publ_author_name 'Mei-Lin Ho' data_ic14237 _database_code_depnum_ccdc_archive 'CCDC 809307' #TrackingRef '- ic14237-1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C77 H75 Ir2 N11 O16 Zn' _chemical_formula_weight 1860.25 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' Zn Zn 0.2839 1.4301 '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 Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 17.2485(2) _cell_length_b 12.9889(2) _cell_length_c 32.3990(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7258.64(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 40352 _cell_measurement_theta_min 1.26 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.702 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3704 _exptl_absorpt_coefficient_mu 4.063 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.591 _exptl_absorpt_correction_T_max 0.700 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS KappaCCD' _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 40352 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0647 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -40 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 27.50 _reflns_number_total 16070 _reflns_number_gt 12344 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _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^)+(0.0605P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.496(7) _refine_ls_number_reflns 16070 _refine_ls_number_parameters 970 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0634 _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.1139 _refine_ls_wR_factor_gt 0.1038 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _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 0.491804(17) 1.74127(2) 0.308581(9) 0.01708(8) Uani 1 1 d . . . Ir2 Ir 0.522903(17) 0.75746(2) 0.592669(8) 0.01689(8) Uani 1 1 d . . . Zn1 Zn 0.76447(6) 1.26376(6) 0.45037(3) 0.0179(2) Uani 1 1 d . . . N1 N 0.4922(3) 1.6525(6) 0.2553(2) 0.0200(17) Uani 1 1 d . . . N2 N 0.4868(3) 1.8459(5) 0.3555(2) 0.0144(15) Uani 1 1 d . . . N3 N 0.5727(4) 1.6456(5) 0.3412(2) 0.0174(15) Uani 1 1 d . . . N4 N 0.4199(4) 1.6264(5) 0.3360(2) 0.0186(15) Uani 1 1 d . . . N5 N 0.5256(3) 0.6503(6) 0.5458(2) 0.0205(17) Uani 1 1 d . . . N6 N 0.5172(4) 0.8456(5) 0.6447(2) 0.0191(16) Uani 1 1 d . . . N7 N 0.6018(4) 0.8555(5) 0.5606(2) 0.0177(15) Uani 1 1 d . . . N8 N 0.4480(4) 0.8639(5) 0.5631(2) 0.0194(15) Uani 1 1 d . . . O1 O 0.6909(3) 1.3658(4) 0.42721(17) 0.0273(13) Uani 1 1 d . . . O2 O 0.7897(3) 1.4265(5) 0.3895(2) 0.0396(17) Uani 1 1 d . . . O3 O 0.3282(3) 1.3143(4) 0.41007(17) 0.0256(13) Uani 1 1 d . . . O4 O 0.2186(3) 1.3859(5) 0.38793(19) 0.0362(16) Uani 1 1 d . . . O5 O 0.7073(3) 1.1590(4) 0.48274(17) 0.0256(13) Uani 1 1 d . . . O6 O 0.8116(4) 1.0614(5) 0.4920(2) 0.054(2) Uani 1 1 d . . . O7 O 0.3451(3) 1.1595(4) 0.48116(17) 0.0268(13) Uani 1 1 d . . . O8 O 0.2483(3) 1.1268(5) 0.5254(2) 0.0421(17) Uani 1 1 d . . . C1 C 0.4064(5) 1.8141(6) 0.2765(2) 0.0213(18) Uani 1 1 d . . . C2 C 0.3592(5) 1.8946(6) 0.2890(3) 0.0260(19) Uani 1 1 d . . . H2 H 0.3707 1.9300 0.3139 0.031 Uiso 1 1 calc R . . C3 C 0.2941(5) 1.9252(6) 0.2653(3) 0.034(2) Uani 1 1 d . . . H3 H 0.2620 1.9797 0.2747 0.041 Uiso 1 1 calc R . . C4 C 0.2772(5) 1.8758(6) 0.2285(3) 0.032(2) Uani 1 1 d . . . H4 H 0.2339 1.8967 0.2125 0.039 Uiso 1 1 calc R . . C5 C 0.3233(5) 1.7967(6) 0.2153(3) 0.032(2) Uani 1 1 d . . . H5 H 0.3115 1.7628 0.1902 0.039 Uiso 1 1 calc R . . C6 C 0.3879(5) 1.7649(5) 0.2384(3) 0.0247(18) Uani 1 1 d . . . C7 C 0.4385(5) 1.6785(6) 0.2267(2) 0.0252(19) Uani 1 1 d . . . C8 C 0.4362(5) 1.6260(6) 0.1895(3) 0.034(2) Uani 1 1 d . . . H8 H 0.4003 1.6461 0.1687 0.040 Uiso 1 1 calc R . . C9 C 0.4843(5) 1.5471(8) 0.1828(4) 0.037(3) Uani 1 1 d . . . H9 H 0.4833 1.5120 0.1571 0.044 Uiso 1 1 calc R . . C10 C 0.5364(5) 1.5157(7) 0.2136(3) 0.036(2) Uani 1 1 d . . . H10 H 0.5687 1.4572 0.2100 0.044 Uiso 1 1 calc R . . C11 C 0.5389(5) 1.5715(6) 0.2485(3) 0.027(2) Uani 1 1 d . . . H11 H 0.5753 1.5530 0.2692 0.033 Uiso 1 1 calc R . . C12 C 0.5685(4) 1.8455(6) 0.2878(3) 0.0216(19) Uani 1 1 d . . . C13 C 0.6197(5) 1.8385(6) 0.2540(3) 0.0284(19) Uani 1 1 d . . . H13 H 0.6181 1.7786 0.2371 0.034 Uiso 1 1 calc R . . C14 C 0.6718(5) 1.9154(6) 0.2444(3) 0.031(2) Uani 1 1 d . . . H14 H 0.7060 1.9071 0.2217 0.037 Uiso 1 1 calc R . . C15 C 0.6747(5) 2.0055(6) 0.2680(3) 0.029(2) Uani 1 1 d . . . H15 H 0.7091 2.0599 0.2610 0.034 Uiso 1 1 calc R . . C16 C 0.6259(5) 2.0131(6) 0.3018(2) 0.0276(19) Uani 1 1 d . . . H16 H 0.6272 2.0736 0.3183 0.033 Uiso 1 1 calc R . . C17 C 0.5756(4) 1.9348(6) 0.3122(2) 0.0211(17) Uani 1 1 d . . . C18 C 0.5265(4) 1.9345(6) 0.3496(2) 0.0209(18) Uani 1 1 d . . . C19 C 0.5202(5) 2.0142(6) 0.3780(3) 0.029(2) Uani 1 1 d . . . H19 H 0.5493 2.0755 0.3742 0.035 Uiso 1 1 calc R . . C20 C 0.4713(5) 2.0051(8) 0.4122(3) 0.032(2) Uani 1 1 d . . . H20 H 0.4641 2.0606 0.4309 0.038 Uiso 1 1 calc R . . C21 C 0.4340(5) 1.9126(6) 0.4177(3) 0.0283(19) Uani 1 1 d . . . H21 H 0.4025 1.9029 0.4414 0.034 Uiso 1 1 calc R . . C22 C 0.4412(5) 1.8341(6) 0.3897(2) 0.0242(18) Uani 1 1 d . . . H22 H 0.4144 1.7711 0.3941 0.029 Uiso 1 1 calc R . . C23 C 0.6505(5) 1.6591(6) 0.3420(3) 0.026(2) Uani 1 1 d . . . H23 H 0.6722 1.7178 0.3288 0.032 Uiso 1 1 calc R . . C24 C 0.6988(5) 1.5905(6) 0.3613(2) 0.0244(19) Uani 1 1 d . . . H24 H 0.7533 1.6011 0.3605 0.029 Uiso 1 1 calc R . . C25 C 0.6684(5) 1.5051(6) 0.3820(2) 0.0211(19) Uani 1 1 d . . . C26 C 0.5880(5) 1.4946(6) 0.3823(3) 0.0213(18) Uani 1 1 d . . . H26 H 0.5645 1.4391 0.3968 0.026 Uiso 1 1 calc R . . C27 C 0.5434(5) 1.5647(6) 0.3617(2) 0.0165(18) Uani 1 1 d . . . C28 C 0.4558(5) 1.5552(6) 0.3585(3) 0.0176(18) Uani 1 1 d . . . C29 C 0.4161(4) 1.4745(6) 0.3771(3) 0.0212(19) Uani 1 1 d . . . H29 H 0.4427 1.4241 0.3929 0.025 Uiso 1 1 calc R . . C30 C 0.3367(5) 1.4697(6) 0.3717(2) 0.0246(19) Uani 1 1 d . . . C31 C 0.2999(5) 1.5437(6) 0.3488(3) 0.028(2) Uani 1 1 d . . . H31 H 0.2454 1.5408 0.3448 0.034 Uiso 1 1 calc R . . C32 C 0.3425(5) 1.6217(6) 0.3317(2) 0.025(2) Uani 1 1 d . . . H32 H 0.3167 1.6739 0.3165 0.030 Uiso 1 1 calc R . . C33 C 0.7226(5) 1.4258(6) 0.4014(3) 0.0246(19) Uani 1 1 d . . . C34 C 0.2888(5) 1.3827(6) 0.3911(2) 0.0247(19) Uani 1 1 d . . . C35 C 0.6024(4) 0.6612(6) 0.6160(3) 0.0212(18) Uani 1 1 d . . . C36 C 0.6461(4) 0.6701(6) 0.6523(2) 0.0240(18) Uani 1 1 d . . . H36 H 0.6387 0.7288 0.6693 0.029 Uiso 1 1 calc R . . C37 C 0.6996(5) 0.5960(7) 0.6643(3) 0.038(2) Uani 1 1 d . . . H37 H 0.7295 0.6062 0.6886 0.046 Uiso 1 1 calc R . . C38 C 0.7096(5) 0.5069(6) 0.6410(3) 0.033(2) Uani 1 1 d . . . H38 H 0.7449 0.4552 0.6498 0.039 Uiso 1 1 calc R . . C39 C 0.6675(5) 0.4943(6) 0.6048(3) 0.032(2) Uani 1 1 d . . . H39 H 0.6737 0.4337 0.5887 0.038 Uiso 1 1 calc R . . C40 C 0.6157(4) 0.5718(5) 0.5921(3) 0.0228(17) Uani 1 1 d . . . C41 C 0.5710(5) 0.5667(6) 0.5536(3) 0.0248(19) Uani 1 1 d . . . C42 C 0.5737(5) 0.4866(6) 0.5254(3) 0.034(2) Uani 1 1 d . . . H42 H 0.6064 0.4289 0.5300 0.041 Uiso 1 1 calc R . . C43 C 0.5279(6) 0.4920(8) 0.4903(3) 0.038(3) Uani 1 1 d . . . H43 H 0.5291 0.4377 0.4707 0.046 Uiso 1 1 calc R . . C44 C 0.4803(5) 0.5763(7) 0.4838(3) 0.037(2) Uani 1 1 d . . . H44 H 0.4480 0.5794 0.4601 0.044 Uiso 1 1 calc R . . C45 C 0.4802(5) 0.6551(6) 0.5119(3) 0.0263(19) Uani 1 1 d . . . H45 H 0.4480 0.7134 0.5076 0.032 Uiso 1 1 calc R . . C46 C 0.4361(4) 0.6833(6) 0.6222(3) 0.0209(19) Uani 1 1 d . . . C47 C 0.3927(4) 0.6006(6) 0.6097(3) 0.0262(19) Uani 1 1 d . . . H47 H 0.4077 0.5649 0.5854 0.031 Uiso 1 1 calc R . . C48 C 0.3270(5) 0.5665(7) 0.6313(3) 0.035(2) Uani 1 1 d . . . H48 H 0.2991 0.5077 0.6223 0.043 Uiso 1 1 calc R . . C49 C 0.3035(5) 0.6198(7) 0.6660(3) 0.034(2) Uani 1 1 d . . . H49 H 0.2574 0.6003 0.6800 0.041 Uiso 1 1 calc R . . C50 C 0.3469(5) 0.7012(6) 0.6802(3) 0.032(2) Uani 1 1 d . . . H50 H 0.3320 0.7363 0.7047 0.038 Uiso 1 1 calc R . . C51 C 0.4123(5) 0.7316(6) 0.6588(2) 0.0229(18) Uani 1 1 d . . . C52 C 0.4614(5) 0.8178(6) 0.6724(2) 0.0241(18) Uani 1 1 d . . . C53 C 0.4556(5) 0.8677(7) 0.7101(3) 0.037(2) Uani 1 1 d . . . H53 H 0.4178 0.8463 0.7296 0.044 Uiso 1 1 calc R . . C54 C 0.5055(6) 0.9496(10) 0.7194(4) 0.047(3) Uani 1 1 d . . . H54 H 0.5010 0.9857 0.7448 0.057 Uiso 1 1 calc R . . C55 C 0.5611(6) 0.9766(7) 0.6911(3) 0.042(2) Uani 1 1 d . . . H55 H 0.5965 1.0307 0.6970 0.050 Uiso 1 1 calc R . . C56 C 0.5653(5) 0.9241(6) 0.6536(3) 0.0254(19) Uani 1 1 d . . . H56 H 0.6030 0.9443 0.6338 0.031 Uiso 1 1 calc R . . C57 C 0.6803(4) 0.8471(6) 0.5591(2) 0.0210(18) Uani 1 1 d . . . H57 H 0.7044 0.7914 0.5731 0.025 Uiso 1 1 calc R . . C58 C 0.7263(4) 0.9161(6) 0.5382(3) 0.0247(19) Uani 1 1 d . . . H58 H 0.7808 0.9062 0.5373 0.030 Uiso 1 1 calc R . . C59 C 0.6936(5) 0.9999(6) 0.5183(3) 0.0254(19) Uani 1 1 d . . . C60 C 0.6134(5) 1.0083(6) 0.5193(3) 0.0223(19) Uani 1 1 d . . . H60 H 0.5887 1.0637 0.5054 0.027 Uiso 1 1 calc R . . C61 C 0.5686(5) 0.9362(6) 0.5406(2) 0.0188(18) Uani 1 1 d . . . C62 C 0.4837(4) 0.9423(7) 0.5426(3) 0.0172(19) Uani 1 1 d . . . C63 C 0.4405(4) 1.0231(6) 0.5253(2) 0.0208(18) Uani 1 1 d . . . H63 H 0.4660 1.0772 0.5110 0.025 Uiso 1 1 calc R . . C64 C 0.3608(4) 1.0237(6) 0.5292(2) 0.0185(18) Uani 1 1 d . . . C65 C 0.3265(4) 0.9441(6) 0.5498(3) 0.0247(19) Uani 1 1 d . . . H65 H 0.2717 0.9428 0.5526 0.030 Uiso 1 1 calc R . . C66 C 0.3699(5) 0.8659(6) 0.5667(3) 0.025(2) Uani 1 1 d . . . H66 H 0.3445 0.8121 0.5812 0.031 Uiso 1 1 calc R . . C67 C 0.7431(5) 1.0787(7) 0.4961(3) 0.027(2) Uani 1 1 d . . . C68 C 0.3139(5) 1.1094(6) 0.5109(3) 0.0253(19) Uani 1 1 d . . . O9 O 1.0449(6) 1.2988(9) 0.5844(3) 0.098(3) Uani 1 1 d . . . N9 N 0.9263(6) 1.2544(6) 0.6075(3) 0.051(2) Uani 1 1 d . . . C69 C 0.8002(6) 1.2776(7) 0.2905(3) 0.039(2) Uani 1 1 d . . . H69 H 0.7826 1.3295 0.3089 0.046 Uiso 1 1 calc R . . C70 C 0.9246(6) 1.2916(8) 0.3240(3) 0.048(3) Uani 1 1 d . . . H70A H 0.8961 1.3425 0.3403 0.071 Uiso 1 1 calc R . . H70B H 0.9672 1.3256 0.3093 0.071 Uiso 1 1 calc R . . H70C H 0.9456 1.2384 0.3423 0.071 Uiso 1 1 calc R . . C71 C 0.9054(6) 1.1683(7) 0.2667(3) 0.052(3) Uani 1 1 d . . . H71A H 0.8716 1.1614 0.2426 0.077 Uiso 1 1 calc R . . H71B H 0.9091 1.1020 0.2809 0.077 Uiso 1 1 calc R . . H71C H 0.9572 1.1901 0.2578 0.077 Uiso 1 1 calc R . . O10 O 0.7533(4) 1.2448(4) 0.2642(3) 0.050(2) Uani 1 1 d . . . N10 N 0.8733(5) 1.2451(5) 0.2947(2) 0.038(2) Uani 1 1 d . . . C72 C 0.9935(7) 1.3026(11) 0.6109(4) 0.073(4) Uani 1 1 d . . . H72 H 1.0027 1.3424 0.6350 0.088 Uiso 1 1 calc R . . C73 C 0.8698(9) 1.2598(12) 0.6398(4) 0.136(8) Uani 1 1 d . . . H73A H 0.8688 1.1943 0.6548 0.205 Uiso 1 1 calc R . . H73B H 0.8186 1.2732 0.6279 0.205 Uiso 1 1 calc R . . H73C H 0.8835 1.3156 0.6589 0.205 Uiso 1 1 calc R . . C74 C 0.9118(6) 1.1867(7) 0.5729(3) 0.053(3) Uani 1 1 d . . . H74A H 0.9119 1.2268 0.5473 0.080 Uiso 1 1 calc R . . H74B H 0.8613 1.1532 0.5764 0.080 Uiso 1 1 calc R . . H74C H 0.9525 1.1341 0.5716 0.080 Uiso 1 1 calc R . . O11 O 0.3341(5) 1.7352(7) 0.4626(4) 0.086(3) Uani 1 1 d . . . N11 N 0.2054(5) 1.7269(7) 0.4486(3) 0.044(2) Uani 1 1 d . . . C75 C 0.2794(8) 1.6911(8) 0.4482(3) 0.057(3) Uani 1 1 d . . . H75 H 0.2885 1.6262 0.4355 0.069 Uiso 1 1 calc R . . C76 C 0.1915(7) 1.8216(9) 0.4680(4) 0.078(4) Uani 1 1 d . . . H76A H 0.1737 1.8095 0.4963 0.117 Uiso 1 1 calc R . . H76B H 0.1517 1.8595 0.4527 0.117 Uiso 1 1 calc R . . H76C H 0.2395 1.8620 0.4686 0.117 Uiso 1 1 calc R . . C77 C 0.1414(8) 1.6685(13) 0.4337(4) 0.136(8) Uani 1 1 d . . . H77A H 0.1359 1.6792 0.4039 0.203 Uiso 1 1 calc R . . H77B H 0.0939 1.6907 0.4477 0.203 Uiso 1 1 calc R . . H77C H 0.1504 1.5952 0.4392 0.203 Uiso 1 1 calc R . . O12 O 0.4916(3) 1.2746(5) 0.4248(2) 0.0369(15) Uani 1 1 d . . . H12A H 0.4392 1.2710 0.4246 0.055 Uiso 1 1 d R . . H12B H 0.5073 1.2661 0.4511 0.055 Uiso 1 1 d R . . O13 O 0.5607(4) 1.2424(4) 0.5002(2) 0.0387(16) Uani 1 1 d . . . H13A H 0.6094 1.2413 0.5110 0.058 Uiso 1 1 d R . . H13B H 0.5285 1.2416 0.5228 0.058 Uiso 1 1 d R . . O14 O 0.5997(4) 1.2472(4) 0.3602(2) 0.0379(16) Uani 1 1 d . . . H14A H 0.6408 1.2131 0.3698 0.057 Uiso 1 1 d R . . H14B H 0.5652 1.2556 0.3804 0.057 Uiso 1 1 d R . . O15 O 0.6208(4) 1.3673(5) 0.2877(2) 0.064(2) Uani 1 1 d . . . H15A H 0.6402 1.3266 0.2670 0.097 Uiso 1 1 d R . . H15B H 0.6151 1.3181 0.3079 0.097 Uiso 1 1 d R . . O16 O 0.7093(5) 1.2138(6) 0.5881(3) 0.085(3) Uani 1 1 d D . . H16A H 0.6715 1.2253 0.6072 0.127 Uiso 1 1 d RD . . H16B H 0.7452 1.1731 0.6017 0.127 Uiso 1 1 d RD . . 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 0.01832(15) 0.01478(15) 0.01814(16) 0.0014(3) 0.00063(13) -0.00062(11) Ir2 0.01820(15) 0.01540(16) 0.01707(16) 0.0010(2) 0.00013(12) 0.00096(11) Zn1 0.0155(6) 0.0167(4) 0.0214(4) -0.0012(5) 0.0003(3) -0.0004(4) N1 0.022(4) 0.019(4) 0.018(4) 0.000(3) -0.002(3) -0.003(3) N2 0.022(4) 0.014(4) 0.007(4) -0.007(3) -0.003(3) 0.001(2) N3 0.016(4) 0.017(3) 0.019(4) 0.002(3) -0.004(3) 0.005(3) N4 0.019(4) 0.014(3) 0.023(4) 0.003(3) -0.001(3) -0.004(3) N5 0.015(4) 0.022(4) 0.025(5) 0.001(4) 0.005(3) -0.001(3) N6 0.027(4) 0.019(4) 0.012(4) -0.003(3) -0.003(3) 0.004(3) N7 0.024(4) 0.015(3) 0.014(4) 0.002(3) -0.003(3) -0.002(3) N8 0.017(4) 0.024(4) 0.018(4) 0.004(3) 0.002(3) 0.001(3) O1 0.020(3) 0.029(3) 0.032(4) 0.010(3) 0.000(3) 0.003(3) O2 0.015(3) 0.039(4) 0.064(5) 0.019(3) 0.004(3) 0.007(3) O3 0.024(3) 0.026(3) 0.027(3) 0.009(3) 0.006(2) -0.004(3) O4 0.018(3) 0.044(4) 0.047(4) 0.021(3) -0.013(3) -0.008(3) O5 0.021(3) 0.021(3) 0.034(4) 0.006(3) 0.005(3) 0.000(2) O6 0.021(4) 0.051(4) 0.091(6) 0.041(4) 0.017(4) 0.006(3) O7 0.020(3) 0.027(3) 0.033(3) 0.008(3) 0.001(3) 0.007(3) O8 0.027(4) 0.039(4) 0.060(5) 0.019(3) 0.010(3) 0.009(3) C1 0.023(5) 0.022(4) 0.018(4) 0.005(4) -0.001(3) -0.001(3) C2 0.026(5) 0.026(4) 0.026(5) 0.004(4) 0.003(4) 0.002(4) C3 0.031(5) 0.023(5) 0.047(6) 0.007(4) 0.001(4) 0.007(4) C4 0.025(5) 0.036(5) 0.036(6) 0.012(4) -0.005(4) 0.002(4) C5 0.044(6) 0.032(5) 0.020(5) 0.003(4) -0.006(4) -0.003(4) C6 0.022(4) 0.023(4) 0.029(5) 0.003(4) -0.001(4) -0.011(3) C7 0.025(5) 0.025(4) 0.025(5) -0.005(4) 0.001(4) -0.010(3) C8 0.038(6) 0.031(5) 0.032(5) -0.005(4) -0.008(4) -0.001(4) C9 0.043(6) 0.026(6) 0.042(7) -0.021(5) -0.003(4) -0.004(4) C10 0.037(6) 0.028(5) 0.044(6) -0.016(4) -0.001(5) 0.001(4) C11 0.033(6) 0.024(4) 0.024(5) -0.002(4) 0.001(4) 0.007(4) C12 0.021(4) 0.014(4) 0.029(5) 0.003(4) 0.000(4) -0.004(3) C13 0.036(5) 0.020(4) 0.029(5) 0.003(4) 0.004(4) -0.003(4) C14 0.030(5) 0.033(5) 0.029(5) 0.010(4) 0.006(4) -0.005(4) C15 0.026(5) 0.027(4) 0.034(5) 0.011(4) 0.001(4) -0.011(4) C16 0.027(5) 0.030(4) 0.026(5) 0.005(4) -0.006(4) -0.005(3) C17 0.018(4) 0.024(4) 0.021(4) 0.009(4) -0.002(4) -0.001(3) C18 0.021(4) 0.017(4) 0.025(5) 0.007(3) -0.004(4) 0.000(3) C19 0.035(5) 0.021(4) 0.032(5) -0.001(4) -0.007(4) 0.000(4) C20 0.046(6) 0.035(6) 0.015(5) -0.002(5) 0.004(4) 0.011(4) C21 0.028(5) 0.029(5) 0.027(5) -0.006(4) 0.004(4) 0.010(4) C22 0.029(5) 0.023(4) 0.021(4) 0.004(3) 0.005(4) 0.003(4) C23 0.028(5) 0.026(5) 0.025(5) -0.005(4) 0.002(4) 0.000(4) C24 0.016(4) 0.029(5) 0.028(5) 0.001(4) -0.001(3) 0.001(4) C25 0.026(5) 0.020(4) 0.017(4) -0.006(3) -0.001(3) 0.001(3) C26 0.021(5) 0.018(4) 0.024(5) -0.007(3) -0.005(4) -0.002(3) C27 0.019(5) 0.010(4) 0.021(5) 0.001(3) 0.001(3) 0.001(3) C28 0.021(4) 0.010(4) 0.022(5) 0.001(3) -0.004(3) 0.002(3) C29 0.019(5) 0.019(4) 0.026(5) 0.003(4) -0.006(4) -0.001(3) C30 0.023(5) 0.030(5) 0.021(5) 0.004(4) -0.001(3) -0.005(4) C31 0.019(5) 0.030(5) 0.035(5) 0.005(4) -0.008(4) -0.005(4) C32 0.027(5) 0.022(4) 0.027(5) 0.009(4) -0.005(4) -0.001(4) C33 0.027(5) 0.019(4) 0.027(5) 0.004(4) -0.010(4) 0.001(4) C34 0.035(5) 0.020(4) 0.018(5) 0.000(4) -0.006(4) -0.006(4) C35 0.009(4) 0.031(5) 0.024(5) 0.006(4) 0.002(3) 0.000(3) C36 0.025(5) 0.030(4) 0.017(4) 0.001(4) -0.003(3) 0.003(4) C37 0.039(6) 0.038(5) 0.037(6) 0.009(5) -0.004(5) -0.002(4) C38 0.035(5) 0.030(5) 0.033(5) 0.016(4) 0.004(4) 0.006(4) C39 0.032(5) 0.026(4) 0.037(6) 0.001(4) 0.008(4) 0.007(4) C40 0.018(4) 0.025(4) 0.025(4) 0.006(4) 0.003(4) 0.002(3) C41 0.030(5) 0.017(4) 0.027(5) 0.000(4) 0.014(4) 0.002(3) C42 0.043(6) 0.022(4) 0.038(6) 0.002(4) 0.006(4) 0.006(4) C43 0.055(7) 0.021(6) 0.038(7) -0.008(5) 0.010(5) -0.003(4) C44 0.051(6) 0.037(5) 0.022(5) 0.001(4) 0.002(4) -0.005(4) C45 0.024(5) 0.024(4) 0.032(5) 0.000(4) -0.008(4) 0.002(3) C46 0.016(4) 0.016(4) 0.031(5) 0.008(4) 0.001(4) 0.004(3) C47 0.025(5) 0.030(5) 0.024(5) 0.001(4) -0.001(4) 0.005(4) C48 0.027(5) 0.034(5) 0.045(6) 0.011(5) -0.010(4) -0.004(4) C49 0.028(5) 0.038(5) 0.036(6) 0.017(4) 0.010(4) -0.001(4) C50 0.035(6) 0.027(5) 0.034(5) 0.005(4) -0.001(4) 0.007(4) C51 0.026(5) 0.020(4) 0.023(4) 0.005(3) 0.005(3) 0.006(3) C52 0.033(5) 0.022(4) 0.017(4) -0.002(3) 0.002(4) 0.007(4) C53 0.038(6) 0.034(5) 0.038(6) -0.008(4) 0.010(4) -0.004(4) C54 0.060(7) 0.061(9) 0.021(7) -0.011(6) 0.012(5) 0.008(6) C55 0.042(6) 0.035(5) 0.049(7) -0.012(5) -0.011(5) -0.004(5) C56 0.027(5) 0.022(4) 0.027(5) -0.001(4) -0.001(4) 0.002(4) C57 0.014(4) 0.022(4) 0.027(5) 0.006(4) 0.003(3) 0.002(3) C58 0.016(4) 0.034(5) 0.023(5) 0.001(4) -0.005(3) 0.001(4) C59 0.019(5) 0.026(4) 0.031(5) 0.006(4) 0.005(4) -0.004(3) C60 0.028(5) 0.015(4) 0.024(5) 0.007(3) -0.004(4) 0.005(3) C61 0.018(4) 0.021(4) 0.017(5) 0.003(4) 0.000(3) -0.007(3) C62 0.020(5) 0.020(4) 0.012(5) -0.003(3) 0.000(3) 0.004(3) C63 0.023(5) 0.023(4) 0.017(4) 0.000(3) -0.004(3) 0.004(3) C64 0.016(4) 0.020(4) 0.020(5) -0.001(3) -0.002(3) 0.004(3) C65 0.009(4) 0.036(5) 0.029(5) 0.005(4) -0.001(3) -0.002(3) C66 0.017(5) 0.024(4) 0.036(6) 0.008(4) 0.000(4) 0.000(3) C67 0.027(5) 0.021(4) 0.032(6) -0.002(4) -0.002(4) -0.005(4) C68 0.019(5) 0.030(5) 0.027(5) 0.004(4) -0.006(4) -0.002(4) O9 0.066(6) 0.174(10) 0.053(6) 0.003(6) 0.011(5) -0.038(7) N9 0.056(6) 0.056(5) 0.040(5) 0.001(4) 0.002(4) 0.004(4) C69 0.035(5) 0.035(5) 0.046(6) -0.008(4) -0.013(5) 0.006(4) C70 0.038(6) 0.065(7) 0.039(6) -0.003(5) -0.017(5) -0.010(5) C71 0.049(7) 0.054(7) 0.051(7) 0.004(5) -0.002(5) 0.003(5) O10 0.043(4) 0.061(5) 0.045(5) -0.002(3) -0.014(3) -0.001(3) N10 0.033(4) 0.039(4) 0.043(5) -0.005(4) -0.008(4) -0.001(3) C72 0.070(9) 0.111(11) 0.039(7) 0.004(8) -0.019(7) -0.026(8) C73 0.058(10) 0.28(2) 0.070(10) -0.080(12) 0.016(8) -0.003(11) C74 0.054(7) 0.048(6) 0.057(7) 0.003(6) 0.004(5) 0.006(5) O11 0.036(5) 0.089(7) 0.133(9) 0.062(6) 0.005(6) -0.002(4) N11 0.033(5) 0.064(6) 0.036(5) 0.018(4) -0.007(4) -0.007(5) C75 0.095(11) 0.038(6) 0.039(7) 0.014(6) 0.026(7) 0.001(6) C76 0.085(10) 0.079(9) 0.070(9) 0.029(7) 0.028(7) 0.037(8) C77 0.102(12) 0.192(18) 0.112(12) 0.095(12) -0.078(10) -0.099(13) O12 0.024(3) 0.038(4) 0.048(4) 0.002(3) -0.001(3) 0.000(3) O13 0.027(4) 0.033(3) 0.056(4) 0.011(3) 0.007(3) 0.000(3) O14 0.031(4) 0.036(3) 0.047(4) -0.005(3) -0.007(3) 0.004(3) O15 0.072(5) 0.071(5) 0.050(4) 0.009(4) 0.004(4) 0.027(4) O16 0.073(6) 0.099(6) 0.082(7) 0.028(6) -0.008(5) 0.006(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 C12 2.010(8) . ? Ir1 C1 2.036(8) . ? Ir1 N2 2.040(6) . ? Ir1 N1 2.075(7) . ? Ir1 N4 2.134(6) . ? Ir1 N3 2.146(6) . ? Ir2 C35 2.003(8) . ? Ir2 C46 2.021(8) . ? Ir2 N6 2.040(7) . ? Ir2 N5 2.062(8) . ? Ir2 N8 2.121(6) . ? Ir2 N7 2.133(7) . ? Zn1 O7 1.981(5) 3_575 ? Zn1 O5 1.981(5) . ? Zn1 O1 1.982(5) . ? Zn1 O3 1.985(5) 3_575 ? N1 C11 1.344(10) . ? N1 C7 1.353(10) . ? N2 C18 1.353(10) . ? N2 C22 1.367(10) . ? N3 C27 1.343(9) . ? N3 C23 1.354(10) . ? N4 C28 1.331(9) . ? N4 C32 1.344(10) . ? N5 C45 1.349(10) . ? N5 C41 1.363(10) . ? N6 C56 1.345(10) . ? N6 C52 1.363(11) . ? N7 C61 1.359(10) . ? N7 C57 1.360(9) . ? N8 C66 1.351(10) . ? N8 C62 1.364(10) . ? O1 C33 1.267(9) . ? O2 C33 1.220(10) . ? O3 C34 1.276(9) . ? O3 Zn1 1.985(5) 3_475 ? O4 C34 1.216(10) . ? O5 C67 1.286(10) . ? O6 C67 1.210(10) . ? O7 C68 1.281(9) . ? O7 Zn1 1.981(5) 3_475 ? O8 C68 1.246(9) . ? C1 C2 1.385(11) . ? C1 C6 1.428(11) . ? C2 C3 1.417(11) . ? C3 C4 1.385(12) . ? C4 C5 1.367(11) . ? C5 C6 1.402(11) . ? C6 C7 1.471(11) . ? C7 C8 1.387(10) . ? C8 C9 1.337(12) . ? C9 C10 1.403(13) . ? C10 C11 1.343(11) . ? C12 C17 1.409(11) . ? C12 C13 1.409(11) . ? C13 C14 1.380(11) . ? C14 C15 1.398(11) . ? C15 C16 1.386(11) . ? C16 C17 1.378(10) . ? C17 C18 1.480(11) . ? C18 C19 1.390(11) . ? C19 C20 1.395(12) . ? C20 C21 1.374(12) . ? C21 C22 1.370(10) . ? C23 C24 1.370(11) . ? C24 C25 1.399(10) . ? C25 C26 1.393(10) . ? C25 C33 1.526(11) . ? C26 C27 1.367(10) . ? C27 C28 1.518(11) . ? C28 C29 1.389(11) . ? C29 C30 1.383(10) . ? C30 C31 1.370(11) . ? C30 C34 1.535(11) . ? C31 C32 1.369(10) . ? C35 C36 1.402(10) . ? C35 C40 1.415(10) . ? C36 C37 1.389(11) . ? C37 C38 1.393(12) . ? C38 C39 1.389(12) . ? C39 C40 1.407(10) . ? C40 C41 1.466(11) . ? C41 C42 1.387(11) . ? C42 C43 1.385(13) . ? C43 C44 1.385(13) . ? C44 C45 1.370(11) . ? C46 C47 1.370(10) . ? C46 C51 1.403(11) . ? C47 C48 1.405(11) . ? C48 C49 1.379(12) . ? C49 C50 1.376(12) . ? C50 C51 1.383(12) . ? C51 C52 1.471(11) . ? C52 C53 1.387(11) . ? C53 C54 1.401(14) . ? C54 C55 1.373(13) . ? C55 C56 1.395(11) . ? C57 C58 1.376(10) . ? C58 C59 1.383(11) . ? C59 C60 1.388(11) . ? C59 C67 1.516(11) . ? C60 C61 1.396(11) . ? C61 C62 1.467(11) . ? C62 C63 1.403(11) . ? C63 C64 1.380(10) . ? C64 C65 1.365(10) . ? C64 C68 1.500(10) . ? C65 C66 1.376(10) . ? O9 C72 1.234(15) . ? N9 C72 1.321(15) . ? N9 C73 1.431(16) . ? N9 C74 1.448(12) . ? C69 O10 1.250(11) . ? C69 N10 1.336(12) . ? C70 N10 1.430(11) . ? C71 N10 1.458(11) . ? O11 C75 1.198(14) . ? N11 C75 1.359(15) . ? N11 C76 1.402(14) . ? N11 C77 1.424(14) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 Ir1 C1 89.6(3) . . ? C12 Ir1 N2 80.1(3) . . ? C1 Ir1 N2 92.3(3) . . ? C12 Ir1 N1 95.3(3) . . ? C1 Ir1 N1 80.6(3) . . ? N2 Ir1 N1 171.6(3) . . ? C12 Ir1 N4 173.4(3) . . ? C1 Ir1 N4 96.7(3) . . ? N2 Ir1 N4 97.5(3) . . ? N1 Ir1 N4 87.7(3) . . ? C12 Ir1 N3 97.3(3) . . ? C1 Ir1 N3 172.1(3) . . ? N2 Ir1 N3 92.6(2) . . ? N1 Ir1 N3 94.9(3) . . ? N4 Ir1 N3 76.6(3) . . ? C35 Ir2 C46 91.8(3) . . ? C35 Ir2 N6 94.1(3) . . ? C46 Ir2 N6 80.8(3) . . ? C35 Ir2 N5 80.8(3) . . ? C46 Ir2 N5 92.5(3) . . ? N6 Ir2 N5 171.6(3) . . ? C35 Ir2 N8 173.7(3) . . ? C46 Ir2 N8 94.2(3) . . ? N6 Ir2 N8 88.7(3) . . ? N5 Ir2 N8 97.0(3) . . ? C35 Ir2 N7 96.8(3) . . ? C46 Ir2 N7 170.9(3) . . ? N6 Ir2 N7 95.6(3) . . ? N5 Ir2 N7 91.7(3) . . ? N8 Ir2 N7 77.3(3) . . ? O7 Zn1 O5 115.4(2) 3_575 . ? O7 Zn1 O1 107.7(2) 3_575 . ? O5 Zn1 O1 110.0(2) . . ? O7 Zn1 O3 101.5(2) 3_575 3_575 ? O5 Zn1 O3 105.8(2) . 3_575 ? O1 Zn1 O3 116.5(2) . 3_575 ? C11 N1 C7 119.5(7) . . ? C11 N1 Ir1 125.0(6) . . ? C7 N1 Ir1 115.4(5) . . ? C18 N2 C22 120.0(7) . . ? C18 N2 Ir1 116.2(5) . . ? C22 N2 Ir1 123.6(5) . . ? C27 N3 C23 117.7(7) . . ? C27 N3 Ir1 116.9(5) . . ? C23 N3 Ir1 125.4(5) . . ? C28 N4 C32 119.2(7) . . ? C28 N4 Ir1 116.4(5) . . ? C32 N4 Ir1 124.5(5) . . ? C45 N5 C41 121.5(8) . . ? C45 N5 Ir2 123.7(6) . . ? C41 N5 Ir2 114.4(6) . . ? C56 N6 C52 119.7(7) . . ? C56 N6 Ir2 124.9(6) . . ? C52 N6 Ir2 115.4(5) . . ? C61 N7 C57 117.7(7) . . ? C61 N7 Ir2 115.1(5) . . ? C57 N7 Ir2 127.2(5) . . ? C66 N8 C62 118.6(7) . . ? C66 N8 Ir2 125.5(5) . . ? C62 N8 Ir2 115.5(5) . . ? C33 O1 Zn1 112.7(5) . . ? C34 O3 Zn1 112.1(5) . 3_475 ? C67 O5 Zn1 119.7(5) . . ? C68 O7 Zn1 109.8(5) . 3_475 ? C2 C1 C6 117.3(7) . . ? C2 C1 Ir1 128.9(6) . . ? C6 C1 Ir1 113.3(6) . . ? C1 C2 C3 121.3(8) . . ? C4 C3 C2 120.2(8) . . ? C5 C4 C3 119.6(8) . . ? C4 C5 C6 121.2(8) . . ? C5 C6 C1 120.4(8) . . ? C5 C6 C7 124.1(8) . . ? C1 C6 C7 115.5(7) . . ? N1 C7 C8 119.6(8) . . ? N1 C7 C6 114.9(7) . . ? C8 C7 C6 125.5(8) . . ? C9 C8 C7 120.0(9) . . ? C8 C9 C10 120.4(10) . . ? C11 C10 C9 117.5(9) . . ? C10 C11 N1 122.8(8) . . ? C17 C12 C13 115.8(7) . . ? C17 C12 Ir1 115.1(6) . . ? C13 C12 Ir1 129.0(6) . . ? C14 C13 C12 122.4(8) . . ? C13 C14 C15 120.4(8) . . ? C16 C15 C14 118.1(7) . . ? C17 C16 C15 121.4(8) . . ? C16 C17 C12 121.7(8) . . ? C16 C17 C18 124.1(7) . . ? C12 C17 C18 114.1(7) . . ? N2 C18 C19 120.1(7) . . ? N2 C18 C17 114.0(7) . . ? C19 C18 C17 125.9(7) . . ? C18 C19 C20 120.6(8) . . ? C21 C20 C19 117.3(8) . . ? C22 C21 C20 121.5(8) . . ? N2 C22 C21 120.3(8) . . ? N3 C23 C24 121.8(8) . . ? C23 C24 C25 120.5(8) . . ? C26 C25 C24 117.0(7) . . ? C26 C25 C33 122.7(7) . . ? C24 C25 C33 120.2(7) . . ? C27 C26 C25 119.5(8) . . ? N3 C27 C26 123.4(8) . . ? N3 C27 C28 113.9(6) . . ? C26 C27 C28 122.6(7) . . ? N4 C28 C29 122.1(7) . . ? N4 C28 C27 116.3(6) . . ? C29 C28 C27 121.5(7) . . ? C30 C29 C28 118.0(7) . . ? C31 C30 C29 119.7(7) . . ? C31 C30 C34 119.3(7) . . ? C29 C30 C34 121.0(7) . . ? C32 C31 C30 119.3(8) . . ? N4 C32 C31 121.7(7) . . ? O2 C33 O1 128.5(7) . . ? O2 C33 C25 116.5(7) . . ? O1 C33 C25 115.0(7) . . ? O4 C34 O3 126.6(7) . . ? O4 C34 C30 118.4(7) . . ? O3 C34 C30 115.0(7) . . ? C36 C35 C40 116.1(7) . . ? C36 C35 Ir2 129.3(6) . . ? C40 C35 Ir2 114.7(6) . . ? C37 C36 C35 122.4(8) . . ? C36 C37 C38 120.4(9) . . ? C39 C38 C37 119.4(8) . . ? C38 C39 C40 119.6(8) . . ? C39 C40 C35 122.0(7) . . ? C39 C40 C41 123.4(7) . . ? C35 C40 C41 114.6(7) . . ? N5 C41 C42 119.5(8) . . ? N5 C41 C40 115.2(7) . . ? C42 C41 C40 125.3(8) . . ? C43 C42 C41 119.0(8) . . ? C44 C43 C42 120.3(9) . . ? C45 C44 C43 119.3(9) . . ? N5 C45 C44 120.3(8) . . ? C47 C46 C51 116.2(7) . . ? C47 C46 Ir2 129.6(7) . . ? C51 C46 Ir2 113.8(6) . . ? C46 C47 C48 122.7(8) . . ? C49 C48 C47 119.1(8) . . ? C50 C49 C48 119.9(8) . . ? C49 C50 C51 119.7(8) . . ? C50 C51 C46 122.3(8) . . ? C50 C51 C52 122.5(7) . . ? C46 C51 C52 115.2(7) . . ? N6 C52 C53 120.4(8) . . ? N6 C52 C51 114.3(7) . . ? C53 C52 C51 125.2(8) . . ? C52 C53 C54 120.0(9) . . ? C55 C54 C53 118.7(10) . . ? C54 C55 C56 119.5(9) . . ? N6 C56 C55 121.7(8) . . ? N7 C57 C58 122.7(7) . . ? C57 C58 C59 120.4(7) . . ? C58 C59 C60 117.2(7) . . ? C58 C59 C67 121.5(7) . . ? C60 C59 C67 121.3(7) . . ? C59 C60 C61 120.7(7) . . ? N7 C61 C60 121.3(7) . . ? N7 C61 C62 116.2(7) . . ? C60 C61 C62 122.5(7) . . ? N8 C62 C63 120.8(7) . . ? N8 C62 C61 115.6(7) . . ? C63 C62 C61 123.6(7) . . ? C64 C63 C62 119.8(8) . . ? C65 C64 C63 118.1(7) . . ? C65 C64 C68 121.5(7) . . ? C63 C64 C68 120.4(7) . . ? C64 C65 C66 121.2(7) . . ? N8 C66 C65 121.5(8) . . ? O6 C67 O5 125.7(8) . . ? O6 C67 C59 118.4(8) . . ? O5 C67 C59 115.9(7) . . ? O8 C68 O7 125.0(7) . . ? O8 C68 C64 118.4(7) . . ? O7 C68 C64 116.6(7) . . ? C72 N9 C73 120.9(11) . . ? C72 N9 C74 120.2(10) . . ? C73 N9 C74 118.7(10) . . ? O10 C69 N10 125.0(9) . . ? C69 N10 C70 121.2(8) . . ? C69 N10 C71 120.7(8) . . ? C70 N10 C71 117.8(8) . . ? O9 C72 N9 123.7(12) . . ? C75 N11 C76 117.8(10) . . ? C75 N11 C77 122.9(11) . . ? C76 N11 C77 119.1(12) . . ? O11 C75 N11 124.9(11) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.670 _refine_diff_density_min -1.341 _refine_diff_density_rms 0.128 # Attachment '- ic14534-2.cif' data_ic14534 _database_code_depnum_ccdc_archive 'CCDC 832153' #TrackingRef '- ic14534-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C77 H77 Cd Ir2 N11 O19' _chemical_formula_weight 1957.30 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' Cd Cd -0.8075 1.2024 '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 Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 16.5645(4) _cell_length_b 36.3936(8) _cell_length_c 12.8741(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7761.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 33336 _cell_measurement_theta_min 1.12 _cell_measurement_theta_max 27.50 _exptl_crystal_description needle _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.675 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3880 _exptl_absorpt_coefficient_mu 3.770 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.399 _exptl_absorpt_correction_T_max 0.592 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS KappaCCD' _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 33336 _diffrn_reflns_av_R_equivalents 0.0564 _diffrn_reflns_av_sigmaI/netI 0.0548 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -42 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.12 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8995 _reflns_number_gt 6111 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _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^)+(0.0875P)^2^+9.8531P] 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 8995 _refine_ls_number_parameters 450 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0803 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1526 _refine_ls_wR_factor_gt 0.1387 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.012 _refine_ls_shift/su_max 0.014 _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 Ir Ir 0.258226(14) 0.400582(7) 0.76243(2) 0.03079(11) Uani 1 1 d . . . Cd Cd 0.51894(4) 0.2500 1.24041(4) 0.03759(19) Uani 1 2 d S . . O1 O 0.4612(3) 0.29283(14) 1.1330(4) 0.0514(13) Uani 1 1 d . A 1 O2 O 0.5658(6) 0.3189(3) 1.0591(9) 0.056(3) Uani 0.50 1 d P A 1 O2' O 0.5613(6) 0.2920(4) 1.0113(10) 0.075(4) Uani 0.50 1 d P A 2 O3 O 0.0786(3) 0.29217(15) 1.1544(4) 0.0584(14) Uani 1 1 d . . . O4 O -0.0266(6) 0.2928(3) 1.0378(10) 0.050(3) Uani 0.50 1 d P B 1 O4' O -0.0308(6) 0.3150(4) 1.0810(11) 0.065(4) Uani 0.50 1 d P B 2 O5 O 0.6327(3) 0.2500 1.1317(5) 0.0552(19) Uani 1 2 d S A . O6 O 0.3990(3) 0.2500 1.3367(5) 0.0477(17) Uani 1 2 d S A . N2 N 0.2614(3) 0.35951(14) 0.6567(4) 0.0329(12) Uani 1 1 d . C . N3 N 0.3404(3) 0.37138(16) 0.8565(4) 0.0436(14) Uani 1 1 d . C . N4 N 0.1818(3) 0.37228(15) 0.8683(4) 0.0373(13) Uani 1 1 d . C . N1 N 0.1698(8) 0.4249(4) 0.6755(10) 0.036(3) Uiso 0.50 1 d P C 1 C1 C 0.2518(8) 0.4515(4) 0.8392(11) 0.028(3) Uiso 0.50 1 d P C 1 C2 C 0.2971(9) 0.4606(4) 0.9193(12) 0.050(3) Uiso 0.50 1 d P C 1 H2 H 0.3367 0.4438 0.9434 0.060 Uiso 0.50 1 calc PR C 1 C3 C 0.2887(12) 0.4944(5) 0.9699(15) 0.071(4) Uiso 0.50 1 d P C 1 H3 H 0.3224 0.5004 1.0271 0.085 Uiso 0.50 1 calc PR C 1 C4 C 0.2317(11) 0.5185(6) 0.9364(17) 0.075(4) Uiso 0.50 1 d P C 1 H4 H 0.2258 0.5418 0.9692 0.090 Uiso 0.50 1 calc PR C 1 C5 C 0.1822(10) 0.5088(5) 0.8538(14) 0.062(3) Uiso 0.50 1 d P C 1 H5 H 0.1431 0.5258 0.8292 0.075 Uiso 0.50 1 calc PR C 1 C6 C 0.1888(9) 0.4752(4) 0.8073(13) 0.047(3) Uiso 0.50 1 d P C 1 C7 C 0.1416(9) 0.4608(4) 0.7161(11) 0.039(2) Uiso 0.50 1 d P C 1 C8 C 0.0740(10) 0.4796(5) 0.6792(14) 0.049(3) Uiso 0.50 1 d P C 1 H8 H 0.0556 0.5016 0.7109 0.059 Uiso 0.50 1 calc PR C 1 C9 C 0.0365(11) 0.4650(5) 0.5975(13) 0.051(3) Uiso 0.50 1 d P C 1 H9 H -0.0107 0.4769 0.5721 0.062 Uiso 0.50 1 calc PR C 1 C10 C 0.0631(9) 0.4329(4) 0.5466(13) 0.047(3) Uiso 0.50 1 d P C 1 H10 H 0.0381 0.4254 0.4837 0.056 Uiso 0.50 1 calc PR C 1 C11 C 0.1296(9) 0.4110(4) 0.5906(12) 0.034(2) Uiso 0.50 1 d P C 1 H11 H 0.1444 0.3880 0.5613 0.041 Uiso 0.50 1 calc PR C 1 C1' C 0.1706(9) 0.4316(4) 0.7002(11) 0.028(3) Uiso 0.50 1 d P C 2 N1' N 0.2535(7) 0.4421(3) 0.8648(10) 0.036(3) Uiso 0.50 1 d P C 2 C2' C 0.3020(9) 0.4427(4) 0.9559(12) 0.050(3) Uiso 0.50 1 d P C 2 H2' H 0.3375 0.4231 0.9730 0.060 Uiso 0.50 1 calc PR C 2 C3' C 0.2944(11) 0.4736(5) 1.0183(15) 0.071(4) Uiso 0.50 1 d P C 2 H3' H 0.3271 0.4762 1.0785 0.085 Uiso 0.50 1 calc PR C 2 C4' C 0.2410(11) 0.4999(5) 0.9934(16) 0.075(4) Uiso 0.50 1 d P C 2 H4' H 0.2377 0.5209 1.0371 0.090 Uiso 0.50 1 calc PR C 2 C5' C 0.1911(10) 0.4983(5) 0.9093(14) 0.062(3) Uiso 0.50 1 d P C 2 H5' H 0.1531 0.5171 0.8935 0.075 Uiso 0.50 1 calc PR C 2 C6' C 0.2004(9) 0.4669(4) 0.8481(12) 0.047(3) Uiso 0.50 1 d P C 2 C7' C 0.1495(10) 0.4619(4) 0.7522(11) 0.039(2) Uiso 0.50 1 d P C 2 C8' C 0.0870(10) 0.4848(5) 0.7211(13) 0.049(3) Uiso 0.50 1 d P C 2 H8' H 0.0735 0.5061 0.7603 0.059 Uiso 0.50 1 calc PR C 2 C9' C 0.0455(11) 0.4762(5) 0.6329(15) 0.051(3) Uiso 0.50 1 d P C 2 H9' H 0.0041 0.4926 0.6115 0.062 Uiso 0.50 1 calc PR C 2 C10' C 0.0586(10) 0.4464(5) 0.5743(13) 0.047(3) Uiso 0.50 1 d P C 2 H10' H 0.0256 0.4406 0.5162 0.056 Uiso 0.50 1 calc PR C 2 C11' C 0.1256(8) 0.4237(4) 0.6047(12) 0.034(2) Uiso 0.50 1 d P C 2 H11' H 0.1409 0.4034 0.5625 0.041 Uiso 0.50 1 calc PR C 2 C12 C 0.3390(4) 0.42198(17) 0.6656(5) 0.0379(16) Uani 1 1 d . C . C13 C 0.3850(5) 0.4537(2) 0.6732(7) 0.063(2) Uani 1 1 d . . . H13 H 0.3781 0.4693 0.7317 0.076 Uiso 1 1 calc R C . C14 C 0.4425(5) 0.4636(2) 0.5956(9) 0.076(3) Uani 1 1 d . C . H14 H 0.4739 0.4853 0.6039 0.092 Uiso 1 1 calc R . . C15 C 0.4526(5) 0.4422(3) 0.5091(8) 0.077(3) Uani 1 1 d . . . H15 H 0.4915 0.4489 0.4582 0.092 Uiso 1 1 calc R C . C16 C 0.4071(4) 0.4109(2) 0.4952(6) 0.062(2) Uani 1 1 d . C . H16 H 0.4122 0.3966 0.4339 0.074 Uiso 1 1 calc R . . C17 C 0.3529(4) 0.40073(18) 0.5739(5) 0.0403(16) Uani 1 1 d . . . C18 C 0.3079(4) 0.3657(2) 0.5701(6) 0.0445(17) Uani 1 1 d . C . C19 C 0.3097(5) 0.3383(3) 0.4936(7) 0.073(3) Uani 1 1 d . . . H19 H 0.3424 0.3421 0.4339 0.088 Uiso 1 1 calc R C . C20 C 0.2686(5) 0.3079(3) 0.5009(9) 0.087(4) Uani 1 1 d . C . H20 H 0.2698 0.2903 0.4463 0.105 Uiso 1 1 calc R . . C21 C 0.2231(5) 0.3016(2) 0.5892(9) 0.083(3) Uani 1 1 d . . . H21 H 0.1938 0.2793 0.5971 0.099 Uiso 1 1 calc R C . C22 C 0.2212(4) 0.3278(2) 0.6645(7) 0.061(2) Uani 1 1 d . C . H22 H 0.1899 0.3233 0.7251 0.073 Uiso 1 1 calc R . . C23 C 0.4219(4) 0.3716(2) 0.8460(6) 0.061(2) Uani 1 1 d . . . H23 H 0.4452 0.3862 0.7927 0.074 Uiso 1 1 calc R C . C24 C 0.4725(4) 0.3514(3) 0.9097(6) 0.080(3) Uani 1 1 d . C . H24 H 0.5293 0.3520 0.8990 0.096 Uiso 1 1 calc R . . C25 C 0.4404(4) 0.3303(3) 0.9886(6) 0.076(3) Uani 1 1 d . . . C26 C 0.3561(4) 0.3286(3) 0.9984(6) 0.070(3) Uani 1 1 d . C . H26 H 0.3316 0.3132 1.0489 0.084 Uiso 1 1 calc R . . C27 C 0.3088(4) 0.3504(2) 0.9315(5) 0.053(2) Uani 1 1 d . . . C28 C 0.2194(4) 0.3504(2) 0.9388(6) 0.050(2) Uani 1 1 d . C . C29 C 0.1764(4) 0.3288(2) 1.0087(6) 0.059(2) Uani 1 1 d . . . H29 H 0.2039 0.3132 1.0562 0.071 Uiso 1 1 calc R C . C30 C 0.0922(4) 0.3303(2) 1.0076(6) 0.067(3) Uani 1 1 d . B . C31 C 0.0548(4) 0.3527(2) 0.9343(6) 0.055(2) Uani 1 1 d . . . H31 H -0.0025 0.3535 0.9300 0.065 Uiso 1 1 calc R C . C32 C 0.1008(4) 0.3735(2) 0.8683(5) 0.0459(18) Uani 1 1 d . C . H32 H 0.0743 0.3895 0.8209 0.055 Uiso 1 1 calc R . . C33 C 0.4920(4) 0.3075(4) 1.0577(8) 0.092(4) Uani 1 1 d . A . C34 C 0.0428(4) 0.3064(3) 1.0798(7) 0.076(3) Uani 1 1 d . . . O7 O 0.1238(6) 0.2378(2) 0.7847(7) 0.063(3) Uiso 0.50 1 d PD . 1 N5 N -0.0128(5) 0.2500 0.7789(8) 0.056(2) Uiso 1 2 d SD . 1 C35 C 0.0605(7) 0.2500 0.8197(11) 0.080(4) Uiso 1 2 d SD . 1 H35A H 0.0655 0.2621 0.8856 0.096 Uiso 0.50 1 d PR . 1 C36 C -0.0768(9) 0.2309(4) 0.8282(12) 0.073(5) Uiso 0.50 1 d PD . 1 H36A H -0.0585 0.2169 0.8869 0.110 Uiso 0.50 1 d PR . 1 H36B H -0.1138 0.2500 0.8511 0.110 Uiso 1 2 d SR . 1 H36C H -0.1034 0.2148 0.7799 0.110 Uiso 0.50 1 d PR . 1 C37 C -0.0342(13) 0.2707(6) 0.6945(15) 0.121(8) Uiso 0.50 1 d PD . 1 H37A H 0.0165 0.2802 0.6702 0.182 Uiso 0.50 1 d PR . 1 H37B H -0.0588 0.2562 0.6409 0.182 Uiso 0.50 1 d PR . 1 H37C H -0.0692 0.2908 0.7121 0.182 Uiso 0.50 1 d PR . 1 O8 O 0.5258(8) 0.4437(4) 1.2521(7) 0.165(5) Uiso 1 1 d D . . N6 N 0.6435(11) 0.4185(4) 1.2369(11) 0.200(7) Uiso 1 1 d D . . C38 C 0.5618(12) 0.4136(5) 1.2386(12) 0.200 Uiso 1 1 d D . . H38A H 0.5356 0.3905 1.2308 0.240 Uiso 1 1 calc R . . C39 C 0.6641(10) 0.4318(4) 1.3343(12) 0.200 Uiso 1 1 d D . . H39A H 0.6316 0.4536 1.3500 0.300 Uiso 1 1 calc R . . H39B H 0.7215 0.4383 1.3352 0.300 Uiso 1 1 calc R . . H39C H 0.6536 0.4128 1.3866 0.300 Uiso 1 1 calc R . . C40 C 0.6876(12) 0.3846(5) 1.2210(13) 0.200 Uiso 1 1 d D . . H40A H 0.6666 0.3720 1.1594 0.300 Uiso 1 1 calc R . . H40B H 0.6810 0.3688 1.2819 0.300 Uiso 1 1 calc R . . H40C H 0.7450 0.3901 1.2109 0.300 Uiso 1 1 calc R . . O9 O 0.2943(8) 0.2500 1.0932(11) 0.162(5) Uiso 1 2 d S . . H9A H 0.2661 0.2500 1.1439 0.244 Uiso 1 2 d SR . . H9B H 0.2704 0.2500 1.0389 0.244 Uiso 1 2 d SR . . O10 O 0.2682(6) 0.2380(3) 0.8790(10) 0.090(4) Uiso 0.50 1 d P . 1 H10A H 0.2755 0.2500 0.8276 0.135 Uiso 1 2 d SR . 1 H10B H 0.2395 0.2213 0.8514 0.135 Uiso 0.50 1 d PR . 1 O11 O 0.8634(8) 0.3428(3) 1.2574(7) 0.200(5) Uiso 1 1 d . . . H11A H 0.9089 0.3549 1.2417 0.300 Uiso 1 1 d R . . H11B H 0.8283 0.3586 1.2844 0.300 Uiso 1 1 d R . . O12 O 0.8932(7) 0.4117(3) 1.3564(10) 0.217(5) Uiso 1 1 d . . . H12A H 0.8751 0.4330 1.3385 0.325 Uiso 1 1 d R . . H12B H 0.9040 0.4048 1.2928 0.325 Uiso 1 1 d 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 Ir 0.02686(15) 0.03675(17) 0.02877(16) -0.00032(10) 0.00070(9) -0.00466(9) Cd 0.0189(3) 0.0710(5) 0.0229(3) 0.000 -0.0054(2) 0.000 O1 0.039(2) 0.075(4) 0.040(3) 0.022(3) -0.002(2) -0.009(2) O2 0.031(5) 0.075(9) 0.061(8) 0.030(6) 0.006(5) 0.007(6) O2' 0.031(6) 0.126(12) 0.068(9) 0.050(8) 0.009(6) 0.021(7) O3 0.032(2) 0.096(4) 0.047(3) 0.025(3) 0.010(2) 0.007(3) O4 0.026(5) 0.059(8) 0.065(8) 0.022(6) 0.002(5) -0.005(6) O4' 0.025(5) 0.074(10) 0.097(11) 0.039(8) 0.013(6) 0.014(6) O5 0.023(3) 0.107(6) 0.035(4) 0.000 -0.002(3) 0.000 O6 0.020(3) 0.089(5) 0.035(4) 0.000 0.000(3) 0.000 N2 0.027(2) 0.036(3) 0.036(3) 0.001(2) 0.002(2) -0.004(2) N3 0.023(2) 0.073(4) 0.035(3) 0.012(3) 0.000(2) -0.004(3) N4 0.027(3) 0.058(4) 0.027(3) 0.012(3) 0.006(2) 0.003(2) C12 0.030(3) 0.033(4) 0.051(4) 0.014(3) -0.005(3) -0.005(3) C13 0.057(5) 0.046(5) 0.086(6) 0.005(4) -0.013(4) -0.014(4) C14 0.046(5) 0.061(6) 0.122(9) 0.047(6) 0.008(5) -0.017(4) C15 0.039(4) 0.084(7) 0.107(8) 0.056(6) 0.015(5) 0.004(5) C16 0.045(4) 0.084(6) 0.057(5) 0.027(4) 0.014(4) 0.016(4) C17 0.030(3) 0.051(4) 0.040(4) 0.017(3) 0.002(3) 0.005(3) C18 0.027(3) 0.058(5) 0.049(4) -0.002(4) -0.003(3) 0.010(3) C19 0.047(5) 0.111(8) 0.061(6) -0.040(5) 0.003(4) 0.012(5) C20 0.051(5) 0.088(7) 0.123(10) -0.072(7) 0.011(5) -0.011(5) C21 0.046(5) 0.046(5) 0.156(10) -0.054(6) 0.005(6) -0.008(4) C22 0.050(4) 0.043(5) 0.089(7) -0.007(4) 0.015(4) -0.007(4) C23 0.024(3) 0.114(7) 0.046(4) 0.036(5) 0.004(3) -0.008(4) C24 0.022(3) 0.146(9) 0.071(6) 0.053(6) 0.004(3) -0.002(4) C25 0.024(3) 0.148(9) 0.055(5) 0.058(6) 0.002(3) -0.002(4) C26 0.024(3) 0.139(8) 0.047(5) 0.040(5) 0.002(3) 0.006(4) C27 0.022(3) 0.100(6) 0.038(4) 0.023(4) 0.001(3) 0.000(4) C28 0.023(3) 0.085(6) 0.040(4) 0.018(4) 0.009(3) -0.003(3) C29 0.029(3) 0.099(6) 0.048(5) 0.033(4) 0.006(3) 0.008(4) C30 0.024(3) 0.116(7) 0.060(5) 0.038(5) 0.009(3) 0.009(4) C31 0.027(3) 0.086(6) 0.051(4) 0.027(4) 0.009(3) 0.006(3) C32 0.025(3) 0.068(5) 0.046(4) 0.016(4) 0.004(3) 0.009(3) C33 0.030(4) 0.175(12) 0.071(6) 0.065(7) -0.005(4) -0.012(5) C34 0.025(4) 0.139(9) 0.065(6) 0.057(6) 0.013(4) 0.012(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 Ir C12 1.988(6) . ? Ir C1' 2.006(15) . ? Ir N1' 2.007(13) . ? Ir N2 2.022(5) . ? Ir N1 2.045(14) . ? Ir C1 2.102(15) . ? Ir N3 2.109(5) . ? Ir N4 2.126(5) . ? Cd O3 2.273(5) 6_658 ? Cd O3 2.273(5) 4_557 ? Cd O1 2.293(5) . ? Cd O1 2.293(5) 7_565 ? Cd O6 2.341(6) . ? Cd O5 2.348(6) . ? O1 C33 1.219(9) . ? O2 C33 1.291(12) . ? O2' C33 1.413(15) . ? O3 C34 1.241(8) . ? O3 Cd 2.273(5) 6_558 ? O4 C34 1.364(14) . ? O4' C34 1.260(12) . ? N2 C22 1.338(8) . ? N2 C18 1.373(8) . ? N3 C27 1.339(8) . ? N3 C23 1.356(7) . ? N4 C32 1.344(7) . ? N4 C28 1.358(8) . ? N1 C11 1.375(19) . ? N1 C7 1.48(2) . ? C1 C2 1.32(2) . ? C1 C6 1.42(2) . ? C2 C3 1.40(2) . ? C3 C4 1.36(3) . ? C4 C5 1.39(3) . ? C5 C6 1.37(2) . ? C6 C7 1.50(2) . ? C7 C8 1.40(2) . ? C8 C9 1.33(2) . ? C9 C10 1.41(2) . ? C10 C11 1.47(2) . ? C1' C7' 1.34(2) . ? C1' C11' 1.47(2) . ? N1' C6' 1.279(19) . ? N1' C2' 1.421(19) . ? C2' C3' 1.39(2) . ? C3' C4' 1.34(2) . ? C4' C5' 1.36(2) . ? C5' C6' 1.40(2) . ? C6' C7' 1.51(2) . ? C7' C8' 1.39(2) . ? C8' C9' 1.36(2) . ? C9' C10' 1.34(2) . ? C10' C11' 1.44(2) . ? C12 C13 1.388(9) . ? C12 C17 1.429(9) . ? C13 C14 1.426(11) . ? C14 C15 1.371(12) . ? C15 C16 1.376(11) . ? C16 C17 1.404(9) . ? C17 C18 1.478(9) . ? C18 C19 1.401(10) . ? C19 C20 1.302(12) . ? C20 C21 1.384(14) . ? C21 C22 1.360(11) . ? C23 C24 1.385(10) . ? C24 C25 1.380(10) . ? C25 C26 1.403(9) . ? C25 C33 1.486(11) . ? C26 C27 1.407(9) . ? C27 C28 1.485(8) . ? C28 C29 1.392(9) . ? C29 C30 1.397(8) . ? C30 C31 1.393(9) . ? C30 C34 1.513(10) . ? C31 C32 1.370(9) . ? O7 O7 0.886(18) 7_565 ? O7 C35 1.225(12) . ? N5 C35 1.323(13) . ? N5 C37 1.370(16) . ? N5 C37 1.370(16) 7_565 ? N5 C36 1.418(13) . ? N5 C36 1.418(13) 7_565 ? C35 O7 1.225(12) 7_565 ? C36 C36 1.39(3) 7_565 ? C36 C37 1.86(2) 7_565 ? C37 C37 1.51(4) 7_565 ? C37 C36 1.86(2) 7_565 ? O8 C38 1.262(12) . ? N6 C38 1.365(14) . ? N6 C39 1.387(12) . ? N6 C40 1.448(13) . ? O10 O10 0.88(2) 7_565 ? 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 C12 Ir C1' 90.9(5) . . ? C12 Ir N1' 98.2(4) . . ? C1' Ir N1' 79.1(6) . . ? C12 Ir N2 81.3(2) . . ? C1' Ir N2 99.5(4) . . ? N1' Ir N2 178.6(4) . . ? C12 Ir N1 88.3(4) . . ? C1' Ir N1 11.3(5) . . ? N1' Ir N1 90.3(5) . . ? N2 Ir N1 88.3(4) . . ? C12 Ir C1 89.1(4) . . ? C1' Ir C1 69.9(6) . . ? N1' Ir C1 13.0(5) . . ? N2 Ir C1 165.7(4) . . ? N1 Ir C1 80.8(5) . . ? C12 Ir N3 97.1(2) . . ? C1' Ir N3 168.5(4) . . ? N1' Ir N3 91.6(4) . . ? N2 Ir N3 89.8(2) . . ? N1 Ir N3 174.0(4) . . ? C1 Ir N3 101.9(4) . . ? C12 Ir N4 173.0(2) . . ? C1' Ir N4 95.6(5) . . ? N1' Ir N4 85.4(4) . . ? N2 Ir N4 95.1(2) . . ? N1 Ir N4 97.7(4) . . ? C1 Ir N4 95.5(4) . . ? N3 Ir N4 76.83(19) . . ? O3 Cd O3 84.9(3) 6_658 4_557 ? O3 Cd O1 94.7(2) 6_658 . ? O3 Cd O1 178.89(16) 4_557 . ? O3 Cd O1 178.89(16) 6_658 7_565 ? O3 Cd O1 94.7(2) 4_557 7_565 ? O1 Cd O1 85.7(3) . 7_565 ? O3 Cd O6 93.05(16) 6_658 . ? O3 Cd O6 93.05(16) 4_557 . ? O1 Cd O6 88.01(16) . . ? O1 Cd O6 88.01(16) 7_565 . ? O3 Cd O5 90.35(16) 6_658 . ? O3 Cd O5 90.35(16) 4_557 . ? O1 Cd O5 88.61(16) . . ? O1 Cd O5 88.61(16) 7_565 . ? O6 Cd O5 175.4(2) . . ? C33 O1 Cd 127.1(5) . . ? C34 O3 Cd 122.3(5) . 6_558 ? C22 N2 C18 118.8(6) . . ? C22 N2 Ir 125.1(5) . . ? C18 N2 Ir 116.1(4) . . ? C27 N3 C23 117.6(6) . . ? C27 N3 Ir 116.8(4) . . ? C23 N3 Ir 125.6(5) . . ? C32 N4 C28 118.5(5) . . ? C32 N4 Ir 125.4(4) . . ? C28 N4 Ir 116.1(4) . . ? C11 N1 C7 116.8(13) . . ? C11 N1 Ir 128.5(10) . . ? C7 N1 Ir 114.5(9) . . ? C2 C1 C6 119.5(15) . . ? C2 C1 Ir 124.2(11) . . ? C6 C1 Ir 116.0(10) . . ? C1 C2 C3 122.0(16) . . ? C4 C3 C2 119.3(19) . . ? C3 C4 C5 119(2) . . ? C6 C5 C4 121.0(17) . . ? C5 C6 C1 118.6(15) . . ? C5 C6 C7 127.7(14) . . ? C1 C6 C7 113.4(13) . . ? C8 C7 N1 124.4(14) . . ? C8 C7 C6 120.7(15) . . ? N1 C7 C6 114.8(13) . . ? C9 C8 C7 116.6(16) . . ? C8 C9 C10 123.4(17) . . ? C9 C10 C11 120.3(14) . . ? N1 C11 C10 117.9(13) . . ? C7' C1' C11' 116.7(14) . . ? C7' C1' Ir 116.9(11) . . ? C11' C1' Ir 126.3(10) . . ? C6' N1' C2' 121.2(14) . . ? C6' N1' Ir 116.6(11) . . ? C2' N1' Ir 122.1(10) . . ? C3' C2' N1' 116.0(14) . . ? C4' C3' C2' 119.9(18) . . ? C3' C4' C5' 124.1(19) . . ? C4' C5' C6' 114.5(17) . . ? N1' C6' C5' 124.0(15) . . ? N1' C6' C7' 115.9(14) . . ? C5' C6' C7' 120.0(15) . . ? C1' C7' C8' 123.1(15) . . ? C1' C7' C6' 111.4(14) . . ? C8' C7' C6' 125.5(15) . . ? C9' C8' C7' 118.5(15) . . ? C10' C9' C8' 125.1(18) . . ? C9' C10' C11' 115.9(15) . . ? C10' C11' C1' 120.4(13) . . ? C13 C12 C17 114.9(7) . . ? C13 C12 Ir 130.7(6) . . ? C17 C12 Ir 114.5(4) . . ? C12 C13 C14 121.8(8) . . ? C15 C14 C13 120.5(8) . . ? C14 C15 C16 120.6(8) . . ? C15 C16 C17 118.4(8) . . ? C16 C17 C12 123.8(7) . . ? C16 C17 C18 121.8(7) . . ? C12 C17 C18 114.4(6) . . ? N2 C18 C19 117.8(7) . . ? N2 C18 C17 113.4(6) . . ? C19 C18 C17 128.8(7) . . ? C20 C19 C18 122.9(9) . . ? C19 C20 C21 119.1(8) . . ? C22 C21 C20 118.8(8) . . ? N2 C22 C21 122.7(8) . . ? N3 C23 C24 122.8(6) . . ? C25 C24 C23 119.8(6) . . ? C24 C25 C26 118.3(7) . . ? C24 C25 C33 122.0(6) . . ? C26 C25 C33 119.6(7) . . ? C25 C26 C27 118.3(7) . . ? N3 C27 C26 123.0(6) . . ? N3 C27 C28 115.7(6) . . ? C26 C27 C28 121.2(6) . . ? N4 C28 C29 122.0(6) . . ? N4 C28 C27 114.6(5) . . ? C29 C28 C27 123.3(6) . . ? C28 C29 C30 118.8(7) . . ? C31 C30 C29 118.3(7) . . ? C31 C30 C34 120.8(6) . . ? C29 C30 C34 120.7(7) . . ? C32 C31 C30 119.8(6) . . ? N4 C32 C31 122.5(6) . . ? O1 C33 O2 121.7(9) . . ? O1 C33 O2' 120.0(10) . . ? O2 C33 O2' 50.6(7) . . ? O1 C33 C25 118.7(7) . . ? O2 C33 C25 112.0(9) . . ? O2' C33 C25 115.9(8) . . ? O3 C34 O4' 123.8(9) . . ? O3 C34 O4 124.0(9) . . ? O4' C34 O4 43.9(7) . . ? O3 C34 C30 117.2(6) . . ? O4' C34 C30 112.7(8) . . ? O4 C34 C30 114.9(8) . . ? O7 O7 C35 68.8(5) 7_565 . ? C35 N5 C37 123.5(11) . . ? C35 N5 C37 123.5(11) . 7_565 ? C37 N5 C37 67(2) . 7_565 ? C35 N5 C36 120.6(10) . . ? C37 N5 C36 115.6(13) . . ? C37 N5 C36 83.7(12) 7_565 . ? C35 N5 C36 120.6(10) . 7_565 ? C37 N5 C36 83.7(11) . 7_565 ? C37 N5 C36 115.6(13) 7_565 7_565 ? C36 N5 C36 58.9(13) . 7_565 ? O7 C35 O7 42.4(9) 7_565 . ? O7 C35 N5 129.8(12) 7_565 . ? O7 C35 N5 129.8(12) . . ? C36 C36 N5 60.6(6) 7_565 . ? C36 C36 C37 91.8(7) 7_565 7_565 ? N5 C36 C37 47.0(7) . 7_565 ? N5 C37 C37 56.6(10) . 7_565 ? N5 C37 C36 49.2(8) . 7_565 ? C37 C37 C36 88.2(7) 7_565 7_565 ? C38 N6 C39 105.9(14) . . ? C38 N6 C40 112.9(16) . . ? C39 N6 C40 107.5(14) . . ? O8 C38 N6 110.8(18) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.466 _refine_diff_density_min -1.580 _refine_diff_density_rms 0.161 # Attachment '- ic14578-4.cif' data_ic14578 _database_code_depnum_ccdc_archive 'CCDC 832154' #TrackingRef '- ic14578-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C77 H81 Ir2 N11 Ni O19' _chemical_formula_weight 1907.64 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' Ni Ni 0.3393 1.1124 '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 Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 16.1640(6) _cell_length_b 37.4369(14) _cell_length_c 12.5034(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7566.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 31844 _cell_measurement_theta_min 1.09 _cell_measurement_theta_max 27.50 _exptl_crystal_description needle _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.675 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3816 _exptl_absorpt_coefficient_mu 3.835 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.397 _exptl_absorpt_correction_T_max 0.573 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS KappaCCD' _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 31844 _diffrn_reflns_av_R_equivalents 0.0509 _diffrn_reflns_av_sigmaI/netI 0.0470 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -48 _diffrn_reflns_limit_k_max 48 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.09 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8784 _reflns_number_gt 6144 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _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^)+(0.1053P)^2^+7.8811P] 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 8784 _refine_ls_number_parameters 411 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0802 _refine_ls_R_factor_gt 0.0563 _refine_ls_wR_factor_ref 0.1878 _refine_ls_wR_factor_gt 0.1769 _refine_ls_goodness_of_fit_ref 1.157 _refine_ls_restrained_S_all 1.163 _refine_ls_shift/su_max 0.038 _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 Ir Ir 0.759938(16) 0.396977(8) 0.72966(3) 0.03520(13) Uani 1 1 d . . . Ni Ni 1.01659(7) 0.2500 0.25773(8) 0.0303(3) Uani 1 2 d S . . O1 O 0.9662(3) 0.28766(13) 0.3569(4) 0.0406(12) Uani 1 1 d . . . O2 O 1.0748(7) 0.3158(3) 0.4202(9) 0.049(3) Uiso 0.50 1 d P A 1 O2' O 1.0740(7) 0.2931(3) 0.4746(10) 0.063(3) Uiso 0.50 1 d P A 2 O3 O 0.5689(3) 0.28742(13) 0.3408(4) 0.0405(12) Uani 1 1 d . . . O4 O 0.4661(7) 0.2905(3) 0.4639(9) 0.048(3) Uiso 0.50 1 d P A 1 O4' O 0.4566(7) 0.3128(3) 0.4082(9) 0.057(3) Uiso 0.50 1 d P A 2 O5 O 1.1307(4) 0.2500 0.3371(6) 0.0509(19) Uani 1 2 d S . . H5 H 1.1328 0.2335 0.3777 0.076 Uiso 1 1 d R A . O6 O 0.9013(3) 0.2500 0.1796(5) 0.0377(16) Uani 1 2 d S . . H6 H 0.9180 0.2329 0.1443 0.057 Uiso 1 1 d R A . N2 N 0.7595(8) 0.3576(4) 0.8516(12) 0.025(3) Uiso 0.50 1 d P B 1 N3 N 0.8425(7) 0.3737(3) 0.6188(10) 0.030(3) Uiso 0.50 1 d P A 1 N4 N 0.6802(7) 0.3731(3) 0.6105(10) 0.024(3) Uiso 0.50 1 d P A 1 N2' N 0.7651(10) 0.3575(5) 0.8206(16) 0.049(5) Uiso 0.50 1 d P B 2 N3' N 0.8453(7) 0.3623(3) 0.6469(9) 0.028(3) Uiso 0.50 1 d P A 2 N4' N 0.6822(7) 0.3637(3) 0.6342(10) 0.028(3) Uiso 0.50 1 d P A 2 N1 N 0.6708(9) 0.4207(4) 0.8177(12) 0.037(2) Uiso 0.50 1 d P B 1 C1 C 0.7514(10) 0.4464(4) 0.6402(13) 0.031(2) Uiso 0.50 1 d P B 1 C2 C 0.7948(12) 0.4539(5) 0.5560(15) 0.057(3) Uiso 0.50 1 d P B 1 H2 H 0.8359 0.4378 0.5311 0.068 Uiso 0.50 1 calc PR B 1 C3 C 0.7796(14) 0.4876(6) 0.4998(18) 0.065(4) Uiso 0.50 1 d P B 1 H3 H 0.8097 0.4930 0.4366 0.078 Uiso 0.50 1 calc PR B 1 C4 C 0.7320(14) 0.5071(7) 0.532(2) 0.073(5) Uiso 0.50 1 d P B 1 H4 H 0.7266 0.5294 0.4960 0.088 Uiso 0.50 1 calc PR B 1 C5 C 0.6808(12) 0.5007(5) 0.6191(16) 0.067(4) Uiso 0.50 1 d P B 1 H5A H 0.6404 0.5178 0.6397 0.081 Uiso 0.50 1 calc PR B 1 C6 C 0.6893(11) 0.4694(5) 0.6754(14) 0.047(3) Uiso 0.50 1 d P B 1 C7 C 0.6436(11) 0.4551(5) 0.7719(12) 0.039(3) Uiso 0.50 1 d P B 1 C8 C 0.5797(11) 0.4773(5) 0.8167(16) 0.047(3) Uiso 0.50 1 d P B 1 H8 H 0.5661 0.5002 0.7896 0.057 Uiso 0.50 1 calc PR B 1 C9 C 0.5410(11) 0.4622(5) 0.9006(15) 0.046(3) Uiso 0.50 1 d P B 1 H9 H 0.4937 0.4742 0.9277 0.056 Uiso 0.50 1 calc PR B 1 C10 C 0.5643(11) 0.4304(5) 0.9520(14) 0.049(3) Uiso 0.50 1 d P B 1 H10 H 0.5360 0.4227 1.0144 0.059 Uiso 0.50 1 calc PR B 1 C11 C 0.6320(10) 0.4095(4) 0.9087(14) 0.037(2) Uiso 0.50 1 d P B 1 H11 H 0.6492 0.3881 0.9434 0.045 Uiso 0.50 1 calc PR B 1 N1' N 0.7612(7) 0.4359(3) 0.6258(10) 0.031(2) Uiso 0.50 1 d P B 2 C1' C 0.6711(12) 0.4290(5) 0.7979(14) 0.037(2) Uiso 0.50 1 d P B 2 C2' C 0.8130(11) 0.4375(5) 0.5353(14) 0.057(3) Uiso 0.50 1 d P B 2 H2' H 0.8519 0.4189 0.5225 0.068 Uiso 0.50 1 calc PR B 2 C3' C 0.8078(12) 0.4640(5) 0.4696(16) 0.065(4) Uiso 0.50 1 d P B 2 H3' H 0.8433 0.4644 0.4090 0.078 Uiso 0.50 1 calc PR B 2 C4' C 0.7490(13) 0.4940(7) 0.485(2) 0.073(5) Uiso 0.50 1 d P B 2 H4' H 0.7459 0.5138 0.4376 0.088 Uiso 0.50 1 calc PR B 2 C5' C 0.7018(14) 0.4907(6) 0.5694(17) 0.067(4) Uiso 0.50 1 d P B 2 H5' H 0.6613 0.5085 0.5827 0.081 Uiso 0.50 1 calc PR B 2 C6' C 0.7082(11) 0.4615(5) 0.6424(14) 0.047(3) Uiso 0.50 1 d P B 2 C7' C 0.6561(11) 0.4588(5) 0.7388(13) 0.039(3) Uiso 0.50 1 d P B 2 C8' C 0.5945(11) 0.4815(5) 0.7673(14) 0.047(3) Uiso 0.50 1 d P B 2 H8' H 0.5800 0.5014 0.7241 0.057 Uiso 0.50 1 calc PR B 2 C9' C 0.5517(12) 0.4739(5) 0.8668(16) 0.046(3) Uiso 0.50 1 d P B 2 H9' H 0.5115 0.4908 0.8898 0.056 Uiso 0.50 1 calc PR B 2 C10' C 0.5636(11) 0.4462(5) 0.9271(15) 0.049(3) Uiso 0.50 1 d P B 2 H10' H 0.5325 0.4424 0.9906 0.059 Uiso 0.50 1 calc PR B 2 C11' C 0.6273(10) 0.4213(4) 0.8921(14) 0.037(2) Uiso 0.50 1 d P B 2 H11' H 0.6390 0.4003 0.9322 0.045 Uiso 0.50 1 calc PR B 2 C12 C 0.8413(4) 0.41874(19) 0.8329(6) 0.0372(16) Uani 1 1 d . B . C13 C 0.8881(5) 0.4495(2) 0.8250(7) 0.051(2) Uani 1 1 d . . . H13 H 0.8830 0.4638 0.7625 0.061 Uiso 1 1 calc R B . C14 C 0.9430(5) 0.4605(3) 0.9059(8) 0.062(2) Uani 1 1 d . B . H14 H 0.9759 0.4813 0.8963 0.074 Uiso 1 1 calc R . . C15 C 0.9489(5) 0.4417(3) 0.9964(8) 0.065(3) Uani 1 1 d . . . H15 H 0.9832 0.4499 1.0529 0.078 Uiso 1 1 calc R B . C16 C 0.9042(6) 0.4096(3) 1.0079(8) 0.076(3) Uani 1 1 d . B . H16 H 0.9101 0.3957 1.0710 0.091 Uiso 1 1 calc R . . C17 C 0.8518(5) 0.3984(2) 0.9276(7) 0.048(2) Uani 1 1 d . . . C18 C 0.8058(12) 0.3678(5) 0.9463(16) 0.045(5) Uiso 0.50 1 d P B 1 C19 C 0.8032(12) 0.3428(5) 1.0366(17) 0.061(5) Uiso 0.50 1 d P B 1 H19A H 0.8317 0.3486 1.1008 0.073 Uiso 0.50 1 calc PR B 1 C20 C 0.7613(9) 0.3122(5) 1.0300(15) 0.045(4) Uiso 0.50 1 d P B 1 H20A H 0.7597 0.2965 1.0897 0.054 Uiso 0.50 1 calc PR B 1 C21 C 0.7223(10) 0.3036(5) 0.9416(14) 0.046(4) Uiso 0.50 1 d P B 1 H21A H 0.6955 0.2810 0.9364 0.055 Uiso 0.50 1 calc PR B 1 C22 C 0.7196(11) 0.3271(5) 0.8554(16) 0.050(4) Uiso 0.50 1 d P B 1 H22A H 0.6868 0.3206 0.7954 0.060 Uiso 0.50 1 calc PR B 1 C23 C 0.9259(9) 0.3767(4) 0.6244(12) 0.037(3) Uiso 0.50 1 d P A 1 H23A H 0.9496 0.3932 0.6734 0.044 Uiso 0.50 1 calc PR A 1 C24 C 0.9784(9) 0.3559(4) 0.5584(11) 0.037(3) Uiso 0.50 1 d P A 1 H24A H 1.0369 0.3579 0.5638 0.044 Uiso 0.50 1 calc PR A 1 C25 C 0.9422(8) 0.3324(4) 0.4854(11) 0.030(3) Uiso 0.50 1 d P A 1 C26 C 0.8580(8) 0.3303(4) 0.4775(11) 0.028(3) Uiso 0.50 1 d P A 1 H26A H 0.8332 0.3147 0.4267 0.033 Uiso 0.50 1 calc PR A 1 C27 C 0.8086(8) 0.3511(4) 0.5447(11) 0.027(3) Uiso 0.50 1 d P A 1 C28 C 0.7187(10) 0.3515(4) 0.5398(13) 0.035(4) Uiso 0.50 1 d P A 1 C29 C 0.6723(9) 0.3314(4) 0.4686(12) 0.032(3) Uiso 0.50 1 d P A 1 H29A H 0.6993 0.3171 0.4164 0.038 Uiso 0.50 1 calc PR A 1 C30 C 0.5855(10) 0.3321(5) 0.4737(13) 0.038(4) Uiso 0.50 1 d P A 1 C31 C 0.5489(10) 0.3556(4) 0.5430(13) 0.039(4) Uiso 0.50 1 d P A 1 H31A H 0.4904 0.3580 0.5455 0.047 Uiso 0.50 1 calc PR A 1 C32 C 0.5983(9) 0.3754(4) 0.6085(12) 0.028(3) Uiso 0.50 1 d P A 1 H32A H 0.5725 0.3919 0.6556 0.034 Uiso 0.50 1 calc PR A 1 C33 C 0.9979(8) 0.3102(4) 0.4126(11) 0.028(3) Uiso 0.50 1 d P A 1 C34 C 0.5340(8) 0.3094(4) 0.4009(12) 0.030(3) Uiso 0.50 1 d P A 1 C18' C 0.8064(12) 0.3612(5) 0.9144(16) 0.046(5) Uiso 0.50 1 d P B 2 C19' C 0.8108(11) 0.3338(5) 0.9928(15) 0.053(5) Uiso 0.50 1 d P B 2 H19B H 0.8403 0.3378 1.0574 0.064 Uiso 0.50 1 calc PR B 2 C20' C 0.7737(10) 0.3023(5) 0.9765(16) 0.050(4) Uiso 0.50 1 d P B 2 H20B H 0.7781 0.2836 1.0277 0.061 Uiso 0.50 1 calc PR B 2 C21' C 0.7285(10) 0.2974(5) 0.8831(15) 0.049(4) Uiso 0.50 1 d P B 2 H21B H 0.6989 0.2759 0.8702 0.058 Uiso 0.50 1 calc PR B 2 C22' C 0.7281(11) 0.3252(5) 0.8087(18) 0.051(4) Uiso 0.50 1 d P B 2 H22B H 0.6992 0.3212 0.7437 0.061 Uiso 0.50 1 calc PR B 2 C23' C 0.9291(8) 0.3625(4) 0.6583(11) 0.028(3) Uiso 0.50 1 d P A 2 H23B H 0.9535 0.3781 0.7094 0.034 Uiso 0.50 1 calc PR A 2 C24' C 0.9799(9) 0.3407(4) 0.5974(11) 0.036(3) Uiso 0.50 1 d P A 2 H24B H 1.0380 0.3408 0.6083 0.043 Uiso 0.50 1 calc PR A 2 C25' C 0.9462(9) 0.3195(4) 0.5227(12) 0.038(3) Uiso 0.50 1 d P A 2 C26' C 0.8605(8) 0.3191(4) 0.5086(12) 0.030(3) Uiso 0.50 1 d P A 2 H26B H 0.8364 0.3043 0.4552 0.035 Uiso 0.50 1 calc PR A 2 C27' C 0.8105(9) 0.3404(4) 0.5723(12) 0.030(3) Uiso 0.50 1 d P A 2 C28' C 0.7191(8) 0.3418(4) 0.5649(12) 0.023(3) Uiso 0.50 1 d P A 2 C29' C 0.6736(8) 0.3205(4) 0.4937(11) 0.023(3) Uiso 0.50 1 d P A 2 H29B H 0.7009 0.3055 0.4436 0.028 Uiso 0.50 1 calc PR A 2 C30' C 0.5881(9) 0.3219(4) 0.4983(12) 0.030(3) Uiso 0.50 1 d P A 2 C31' C 0.5502(9) 0.3450(4) 0.5705(12) 0.029(3) Uiso 0.50 1 d P A 2 H31B H 0.4915 0.3461 0.5749 0.035 Uiso 0.50 1 calc PR A 2 C32' C 0.5985(8) 0.3663(4) 0.6356(12) 0.026(3) Uiso 0.50 1 d P A 2 H32B H 0.5726 0.3829 0.6822 0.032 Uiso 0.50 1 calc PR A 2 C33' C 0.9998(9) 0.2975(5) 0.4458(12) 0.038(3) Uiso 0.50 1 d P A 2 C34' C 0.5359(8) 0.2970(4) 0.4299(12) 0.030(3) Uiso 0.50 1 d P A 2 O7 O 1.1281(7) 0.2379(3) 0.7919(9) 0.067(4) Uiso 0.50 1 d PD . 1 N5 N 0.9889(7) 0.2500 0.7731(8) 0.063(3) Uiso 1 2 d SD . 1 C35 C 1.0626(8) 0.2500 0.8229(12) 0.074(4) Uiso 1 2 d SD . 1 H35A H 1.0676 0.2621 0.8888 0.089 Uiso 0.50 1 d PR . 1 C36 C 0.9174(11) 0.2315(5) 0.8128(16) 0.089(7) Uiso 0.50 1 d PD . 1 H36A H 0.9357 0.2175 0.8715 0.133 Uiso 0.50 1 d PR . 1 H36B H 0.8804 0.2500 0.8357 0.133 Uiso 1 2 d SR . 1 H36C H 0.8908 0.2155 0.7644 0.133 Uiso 0.50 1 d PR . 1 C37 C 0.9721(13) 0.2673(5) 0.6721(14) 0.096(7) Uiso 0.50 1 d PD . 1 H37A H 1.0228 0.2767 0.6478 0.144 Uiso 0.50 1 d PR . 1 H37B H 0.9476 0.2500 0.6185 0.144 Uiso 1 2 d SR . 1 H37C H 0.9371 0.2874 0.6897 0.144 Uiso 0.50 1 d PR . 1 O8 O 1.0368(13) 0.4529(6) 0.2560(11) 0.234(7) Uiso 1 1 d D . . N6 N 1.1559(12) 0.4175(5) 0.2530(15) 0.205(8) Uiso 1 1 d D . . C38 C 1.1135(15) 0.4495(7) 0.268(2) 0.310(12) Uiso 1 1 d D . . H38 H 1.1445 0.4700 0.2881 0.372 Uiso 1 1 calc R . . C39 C 1.2313(15) 0.4158(9) 0.3249(19) 0.302(18) Uiso 1 1 d D . . H39A H 1.2586 0.3927 0.3164 0.453 Uiso 1 1 calc R . . H39B H 1.2141 0.4189 0.3996 0.453 Uiso 1 1 calc R . . H39C H 1.2698 0.4350 0.3053 0.453 Uiso 1 1 calc R . . C40 C 1.2060(18) 0.4082(7) 0.1561(17) 0.310(12) Uiso 1 1 d D . . H40A H 1.2326 0.3849 0.1667 0.464 Uiso 1 1 calc R . . H40B H 1.2484 0.4265 0.1447 0.464 Uiso 1 1 calc R . . H40C H 1.1697 0.4070 0.0934 0.464 Uiso 1 1 calc R . . O9 O 0.7646(5) 0.2500 0.3447(8) 0.060(2) Uiso 1 2 d S . . H9A H 0.7364 0.2500 0.2939 0.090 Uiso 1 2 d SR . . H9B H 0.7407 0.2500 0.3990 0.090 Uiso 1 2 d SR . . O10 O 0.7688(7) 0.2500 0.5865(11) 0.112(4) Uiso 1 2 d S . . H10A H 0.8100 0.2500 0.6302 0.168 Uiso 1 2 d SR . . H10B H 0.7600 0.2290 0.5638 0.168 Uiso 0.50 1 d PR . . O11 O 0.8584(10) 0.3377(4) 1.2513(10) 0.203(6) Uiso 1 1 d . . . H11A H 0.8453 0.3180 1.2305 0.304 Uiso 1 1 d R . . H11B H 0.8921 0.3406 1.3081 0.304 Uiso 1 1 d R . . O12 O 0.6869(14) 0.3290(5) 1.2242(12) 0.255(8) Uiso 1 1 d . . . H12A H 0.6838 0.3063 1.2299 0.383 Uiso 1 1 d R . . H12B H 0.7012 0.3364 1.1601 0.383 Uiso 1 1 d 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 Ir 0.02223(17) 0.0415(2) 0.0419(2) -0.01127(12) 0.00257(10) -0.00385(10) Ni 0.0191(6) 0.0415(7) 0.0303(6) 0.000 0.0047(4) 0.000 O1 0.030(2) 0.053(3) 0.039(3) -0.011(2) 0.004(2) -0.002(2) O3 0.027(2) 0.056(3) 0.038(3) -0.010(2) -0.005(2) -0.007(2) O5 0.025(3) 0.078(6) 0.049(5) 0.000 0.001(3) 0.000 O6 0.017(3) 0.062(4) 0.034(4) 0.000 0.000(3) 0.000 C12 0.026(3) 0.043(4) 0.043(4) -0.018(3) 0.001(3) 0.003(3) C13 0.047(4) 0.052(5) 0.053(5) -0.011(4) 0.005(4) -0.010(4) C14 0.044(5) 0.066(6) 0.075(6) -0.016(5) -0.003(5) -0.009(4) C15 0.039(5) 0.069(7) 0.085(7) -0.020(6) -0.001(5) -0.007(4) C16 0.047(5) 0.110(8) 0.069(6) 0.005(6) -0.014(5) 0.017(6) C17 0.034(4) 0.053(5) 0.056(5) -0.005(4) -0.002(4) 0.001(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 Ir N2' 1.866(19) . ? Ir N1' 1.951(13) . ? Ir C12 2.015(7) . ? Ir N1 2.019(15) . ? Ir C1' 2.056(19) . ? Ir N3 2.112(12) . ? Ir N2 2.120(14) . ? Ir N4' 2.133(12) . ? Ir N3' 2.160(11) . ? Ir N4 2.162(12) . ? Ir C1 2.167(16) . ? Ni O1 2.047(5) 7_565 ? Ni O1 2.047(5) . ? Ni O3 2.048(5) 6_656 ? Ni O3 2.048(5) 4 ? Ni O5 2.095(7) . ? Ni O6 2.104(6) . ? O1 C33 1.207(13) . ? O1 C33' 1.290(16) . ? O2 C33 1.265(16) . ? O2' C33' 1.264(18) . ? O3 C34 1.249(14) . ? O3 C34' 1.288(15) . ? O3 Ni 2.048(5) 6_556 ? O4 C34 1.523(17) . ? O4' C34' 1.436(18) . ? N2 C22 1.31(2) . ? N2 C18 1.45(2) . ? N3 C23 1.355(17) . ? N3 C27 1.368(17) . ? N4 C32 1.327(18) . ? N4 C28 1.350(19) . ? N2' C22' 1.36(3) . ? N2' C18' 1.36(3) . ? N3' C23' 1.362(16) . ? N3' C27' 1.363(17) . ? N4' C28' 1.334(18) . ? N4' C32' 1.357(18) . ? N1 C11 1.37(2) . ? N1 C7 1.48(2) . ? C1 C2 1.30(2) . ? C1 C6 1.39(2) . ? C2 C3 1.46(3) . ? C3 C4 1.13(3) . ? C4 C5 1.39(3) . ? C5 C6 1.37(2) . ? C6 C7 1.51(2) . ? C7 C8 1.44(2) . ? C8 C9 1.34(2) . ? C9 C10 1.40(2) . ? C10 C11 1.45(2) . ? N1' C6' 1.30(2) . ? N1' C2' 1.41(2) . ? C1' C7' 1.36(2) . ? C1' C11' 1.40(2) . ? C2' C3' 1.29(2) . ? C3' C4' 1.48(3) . ? C4' C5' 1.31(3) . ? C5' C6' 1.43(3) . ? C6' C7' 1.47(2) . ? C7' C8' 1.36(2) . ? C8' C9' 1.45(2) . ? C9' C10' 1.30(2) . ? C10' C11' 1.46(2) . ? C12 C13 1.381(10) . ? C12 C17 1.418(11) . ? C13 C14 1.408(11) . ? C14 C15 1.335(13) . ? C15 C16 1.409(13) . ? C16 C17 1.379(12) . ? C17 C18 1.38(2) . ? C17 C18' 1.58(2) . ? C18 C19 1.47(3) . ? C19 C20 1.34(2) . ? C20 C21 1.31(3) . ? C21 C22 1.39(2) . ? C23 C24 1.418(19) . ? C24 C25 1.397(18) . ? C25 C26 1.367(18) . ? C25 C33 1.526(18) . ? C26 C27 1.397(18) . ? C27 C28 1.46(2) . ? C28 C29 1.39(2) . ? C29 C30 1.41(2) . ? C30 C31 1.37(2) . ? C30 C34 1.50(2) . ? C31 C32 1.36(2) . ? C18' C19' 1.42(2) . ? C19' C20' 1.34(2) . ? C20' C21' 1.39(3) . ? C21' C22' 1.40(3) . ? C23' C24' 1.386(18) . ? C24' C25' 1.343(19) . ? C25' C26' 1.397(19) . ? C25' C33' 1.53(2) . ? C26' C27' 1.386(19) . ? C27' C28' 1.48(2) . ? C28' C29' 1.403(18) . ? C29' C30' 1.384(19) . ? C30' C31' 1.39(2) . ? C30' C34' 1.52(2) . ? C31' C32' 1.381(19) . ? O7 O7 0.91(2) 7_565 ? O7 C35 1.215(13) . ? N5 C35 1.343(14) . ? N5 C36 1.436(16) . ? N5 C36 1.436(16) 7_565 ? N5 C37 1.445(16) 7_565 ? N5 C37 1.445(16) . ? C35 O7 1.215(13) 7_565 ? C36 C36 1.38(4) 7_565 ? C36 C37 1.97(2) 7_565 ? C37 C37 1.30(4) 7_565 ? C37 C36 1.97(2) 7_565 ? O8 C38 1.256(14) . ? N6 C38 1.393(15) . ? N6 C40 1.498(15) . ? N6 C39 1.515(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2' Ir N1' 174.8(7) . . ? N2' Ir C12 84.3(6) . . ? N1' Ir C12 96.8(4) . . ? N2' Ir N1 92.7(7) . . ? N1' Ir N1 92.4(5) . . ? C12 Ir N1 86.5(5) . . ? N2' Ir C1' 103.9(7) . . ? N1' Ir C1' 81.3(6) . . ? C12 Ir C1' 87.4(5) . . ? N1 Ir C1' 11.1(7) . . ? N2' Ir N3 92.5(6) . . ? N1' Ir N3 82.3(5) . . ? C12 Ir N3 100.1(4) . . ? N1 Ir N3 172.0(5) . . ? C1' Ir N3 162.6(6) . . ? N2' Ir N2 8.9(7) . . ? N1' Ir N2 175.7(5) . . ? C12 Ir N2 79.8(4) . . ? N1 Ir N2 84.9(5) . . ? C1' Ir N2 95.9(6) . . ? N3 Ir N2 100.8(5) . . ? N2' Ir N4' 84.6(7) . . ? N1' Ir N4' 94.0(5) . . ? C12 Ir N4' 168.1(4) . . ? N1 Ir N4' 98.1(5) . . ? C1' Ir N4' 99.2(6) . . ? N3 Ir N4' 76.3(5) . . ? N2 Ir N4' 89.7(5) . . ? N2' Ir N3' 77.7(6) . . ? N1' Ir N3' 97.1(5) . . ? C12 Ir N3' 97.6(3) . . ? N1 Ir N3' 169.1(5) . . ? C1' Ir N3' 174.9(6) . . ? N3 Ir N3' 14.9(4) . . ? N2 Ir N3' 85.9(5) . . ? N4' Ir N3' 76.0(5) . . ? N2' Ir N4 96.9(7) . . ? N1' Ir N4 81.7(5) . . ? C12 Ir N4 175.7(4) . . ? N1 Ir N4 97.6(5) . . ? C1' Ir N4 96.3(6) . . ? N3 Ir N4 75.7(4) . . ? N2 Ir N4 101.9(5) . . ? N4' Ir N4 12.3(4) . . ? N3' Ir N4 78.6(4) . . ? N2' Ir C1 173.5(7) . . ? N1' Ir C1 11.4(6) . . ? C12 Ir C1 91.5(5) . . ? N1 Ir C1 82.0(6) . . ? C1' Ir C1 70.9(6) . . ? N3 Ir C1 93.1(5) . . ? N2 Ir C1 164.7(6) . . ? N4' Ir C1 99.9(5) . . ? N3' Ir C1 107.9(5) . . ? N4 Ir C1 87.7(5) . . ? O1 Ni O1 87.1(3) 7_565 . ? O1 Ni O3 179.06(19) 7_565 6_656 ? O1 Ni O3 93.3(2) . 6_656 ? O1 Ni O3 93.3(2) 7_565 4 ? O1 Ni O3 179.06(19) . 4 ? O3 Ni O3 86.3(3) 6_656 4 ? O1 Ni O5 93.65(19) 7_565 . ? O1 Ni O5 93.65(19) . . ? O3 Ni O5 85.46(19) 6_656 . ? O3 Ni O5 85.46(19) 4 . ? O1 Ni O6 85.91(18) 7_565 . ? O1 Ni O6 85.91(18) . . ? O3 Ni O6 94.98(18) 6_656 . ? O3 Ni O6 94.98(18) 4 . ? O5 Ni O6 179.4(2) . . ? C33 O1 C33' 29.0(8) . . ? C33 O1 Ni 131.4(7) . . ? C33' O1 Ni 123.4(8) . . ? C34 O3 C34' 26.7(8) . . ? C34 O3 Ni 128.7(7) . 6_556 ? C34' O3 Ni 122.7(7) . 6_556 ? C22 N2 C18 116.8(16) . . ? C22 N2 Ir 129.3(13) . . ? C18 N2 Ir 113.8(11) . . ? C23 N3 C27 119.0(12) . . ? C23 N3 Ir 124.0(10) . . ? C27 N3 Ir 116.6(9) . . ? C32 N4 C28 119.1(13) . . ? C32 N4 Ir 125.5(10) . . ? C28 N4 Ir 115.1(10) . . ? C22' N2' C18' 113.8(19) . . ? C22' N2' Ir 128.2(16) . . ? C18' N2' Ir 117.9(14) . . ? C23' N3' C27' 119.1(12) . . ? C23' N3' Ir 125.5(9) . . ? C27' N3' Ir 115.2(9) . . ? C28' N4' C32' 119.8(12) . . ? C28' N4' Ir 117.3(9) . . ? C32' N4' Ir 122.6(10) . . ? C11 N1 C7 117.1(14) . . ? C11 N1 Ir 130.3(11) . . ? C7 N1 Ir 112.6(10) . . ? C2 C1 C6 120.9(17) . . ? C2 C1 Ir 124.7(13) . . ? C6 C1 Ir 114.2(11) . . ? C1 C2 C3 119.0(19) . . ? C4 C3 C2 120(2) . . ? C3 C4 C5 125(3) . . ? C6 C5 C4 119(2) . . ? C5 C6 C1 115.9(17) . . ? C5 C6 C7 131.5(17) . . ? C1 C6 C7 112.7(14) . . ? C8 C7 N1 124.5(15) . . ? C8 C7 C6 117.1(15) . . ? N1 C7 C6 118.2(14) . . ? C9 C8 C7 113.3(16) . . ? C8 C9 C10 126.0(18) . . ? C9 C10 C11 119.4(16) . . ? N1 C11 C10 119.4(15) . . ? C6' N1' C2' 119.2(15) . . ? C6' N1' Ir 115.9(11) . . ? C2' N1' Ir 124.9(11) . . ? C7' C1' C11' 122.3(17) . . ? C7' C1' Ir 112.1(13) . . ? C11' C1' Ir 125.5(12) . . ? C3' C2' N1' 120.3(18) . . ? C2' C3' C4' 123(2) . . ? C5' C4' C3' 114(2) . . ? C4' C5' C6' 123(2) . . ? N1' C6' C5' 120.6(17) . . ? N1' C6' C7' 117.0(16) . . ? C5' C6' C7' 122.3(18) . . ? C8' C7' C1' 120.1(16) . . ? C8' C7' C6' 126.2(17) . . ? C1' C7' C6' 113.6(16) . . ? C7' C8' C9' 116.9(16) . . ? C10' C9' C8' 125.7(18) . . ? C9' C10' C11' 116.3(17) . . ? C1' C11' C10' 118.4(15) . . ? C13 C12 C17 116.3(7) . . ? C13 C12 Ir 130.4(6) . . ? C17 C12 Ir 113.3(5) . . ? C12 C13 C14 122.5(8) . . ? C15 C14 C13 119.9(9) . . ? C14 C15 C16 120.0(9) . . ? C17 C16 C15 120.0(10) . . ? C16 C17 C18 117.3(12) . . ? C16 C17 C12 121.2(8) . . ? C18 C17 C12 121.4(10) . . ? C16 C17 C18' 128.9(11) . . ? C18 C17 C18' 16.5(11) . . ? C12 C17 C18' 109.3(9) . . ? C17 C18 N2 110.8(14) . . ? C17 C18 C19 132.3(17) . . ? N2 C18 C19 116.5(16) . . ? C20 C19 C18 121.0(19) . . ? C21 C20 C19 120.4(19) . . ? C20 C21 C22 120.8(17) . . ? N2 C22 C21 124.3(18) . . ? N3 C23 C24 121.3(13) . . ? C25 C24 C23 118.4(13) . . ? C26 C25 C24 120.1(13) . . ? C26 C25 C33 120.8(12) . . ? C24 C25 C33 119.1(12) . . ? C25 C26 C27 119.6(13) . . ? N3 C27 C26 121.6(12) . . ? N3 C27 C28 114.9(12) . . ? C26 C27 C28 123.5(13) . . ? N4 C28 C29 119.8(14) . . ? N4 C28 C27 116.0(13) . . ? C29 C28 C27 124.1(14) . . ? C28 C29 C30 120.0(14) . . ? C31 C30 C29 118.3(15) . . ? C31 C30 C34 120.6(14) . . ? C29 C30 C34 121.0(14) . . ? C32 C31 C30 118.4(15) . . ? N4 C32 C31 124.1(14) . . ? O1 C33 O2 125.3(12) . . ? O1 C33 C25 118.3(11) . . ? O2 C33 C25 116.3(12) . . ? O3 C34 C30 119.2(12) . . ? O3 C34 O4 109.4(11) . . ? C30 C34 O4 110.5(12) . . ? N2' C18' C19' 123.1(19) . . ? N2' C18' C17 114.1(16) . . ? C19' C18' C17 122.8(16) . . ? C20' C19' C18' 120.6(19) . . ? C19' C20' C21' 118.6(18) . . ? C20' C21' C22' 117.7(17) . . ? N2' C22' C21' 126.1(19) . . ? N3' C23' C24' 121.8(12) . . ? C25' C24' C23' 119.5(13) . . ? C24' C25' C26' 119.7(14) . . ? C24' C25' C33' 121.7(13) . . ? C26' C25' C33' 118.4(13) . . ? C27' C26' C25' 120.0(13) . . ? N3' C27' C26' 119.9(13) . . ? N3' C27' C28' 115.6(12) . . ? C26' C27' C28' 124.5(13) . . ? N4' C28' C29' 121.9(12) . . ? N4' C28' C27' 115.3(12) . . ? C29' C28' C27' 122.8(12) . . ? C30' C29' C28' 118.4(13) . . ? C29' C30' C31' 119.3(13) . . ? C29' C30' C34' 120.7(13) . . ? C31' C30' C34' 120.0(13) . . ? C32' C31' C30' 119.4(13) . . ? N4' C32' C31' 121.1(13) . . ? O2' C33' O1 127.5(14) . . ? O2' C33' C25' 115.2(13) . . ? O1 C33' C25' 117.1(12) . . ? O3 C34' O4' 108.7(11) . . ? O3 C34' C30' 115.3(12) . . ? O4' C34' C30' 110.6(12) . . ? O7 O7 C35 68.1(6) 7_565 . ? C35 N5 C36 123.6(11) . . ? C35 N5 C36 123.6(12) . 7_565 ? C36 N5 C36 57.6(17) . 7_565 ? C35 N5 C37 124.9(12) . 7_565 ? C36 N5 C37 86.2(12) . 7_565 ? C36 N5 C37 111.5(13) 7_565 7_565 ? C35 N5 C37 124.9(12) . . ? C36 N5 C37 111.5(13) . . ? C36 N5 C37 86.2(12) 7_565 . ? C37 N5 C37 53.3(18) 7_565 . ? O7 C35 O7 43.8(11) . 7_565 ? O7 C35 N5 128.6(13) . . ? O7 C35 N5 128.6(13) 7_565 . ? C36 C36 N5 61.2(8) 7_565 . ? C36 C36 C37 88.7(8) 7_565 7_565 ? N5 C36 C37 47.1(8) . 7_565 ? C37 C37 N5 63.4(9) 7_565 . ? C37 C37 C36 91.3(8) 7_565 7_565 ? N5 C37 C36 46.7(8) . 7_565 ? C38 N6 C40 125(2) . . ? C38 N6 C39 110.5(18) . . ? C40 N6 C39 92.1(12) . . ? O8 C38 N6 124(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 2.358 _refine_diff_density_min -2.480 _refine_diff_density_rms 0.184 # Attachment '- ic14685-3.cif' data_ic14685 _database_code_depnum_ccdc_archive 'CCDC 832155' #TrackingRef '- ic14685-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C74 H80 Co Ir2 N10 O20' _chemical_formula_weight 1872.81 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' Co Co 0.3494 0.9721 '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 Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 16.2229(4) _cell_length_b 37.1139(9) _cell_length_c 12.5962(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7584.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 42190 _cell_measurement_theta_min 1.71 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3740 _exptl_absorpt_coefficient_mu 3.795 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.196 _exptl_absorpt_correction_T_max 0.262 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS KappaCCD' _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 42190 _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -46 _diffrn_reflns_limit_k_max 47 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8790 _reflns_number_gt 6927 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _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^)+(0.0685P)^2^+27.0124P] 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 8790 _refine_ls_number_parameters 437 _refine_ls_number_restraints 29 _refine_ls_R_factor_all 0.0600 _refine_ls_R_factor_gt 0.0466 _refine_ls_wR_factor_ref 0.1418 _refine_ls_wR_factor_gt 0.1353 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.081 _refine_ls_shift/su_max 0.039 _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 Ir Ir 0.759018(13) 0.397734(6) 0.730463(18) 0.03587(10) Uani 1 1 d . . . Co Co 1.01658(6) 0.2500 0.25833(7) 0.0404(3) Uani 1 2 d S . . O1 O 0.9651(2) 0.28871(13) 0.3575(3) 0.0497(11) Uani 1 1 d . . . O2 O 1.0718(5) 0.3182(3) 0.4273(10) 0.061(3) Uani 0.50 1 d P A 1 O2' O 1.0727(6) 0.2925(4) 0.4723(9) 0.079(4) Uani 0.50 1 d P A 2 O3 O 0.5697(2) 0.28855(13) 0.3410(3) 0.0508(11) Uani 1 1 d . . . O4 O 0.4665(6) 0.2896(4) 0.4626(8) 0.063(3) Uani 0.50 1 d P A 1 O4' O 0.4587(6) 0.3134(4) 0.4106(12) 0.080(4) Uani 0.50 1 d P A 2 O5 O 1.1326(3) 0.2500 0.3416(5) 0.071(2) Uani 1 2 d SD . . H5 H 1.1258 0.2354 0.3932 0.107 Uiso 1 1 d RD A . O6 O 0.8988(3) 0.2500 0.1781(4) 0.0475(15) Uani 1 2 d SD . . H6 H 0.9124 0.2314 0.1422 0.071 Uiso 1 1 d RD A . N2 N 0.7601(9) 0.3578(4) 0.8498(13) 0.033(4) Uiso 0.50 1 d P B 1 N3 N 0.8414(6) 0.3746(3) 0.6259(8) 0.032(2) Uiso 0.50 1 d P A 1 N4 N 0.6792(6) 0.3742(3) 0.6176(8) 0.029(2) Uiso 0.50 1 d P A 1 N2' N 0.7623(10) 0.3574(5) 0.8284(13) 0.040(5) Uiso 0.50 1 d P B 2 N3' N 0.8444(6) 0.3617(3) 0.6433(7) 0.029(2) Uiso 0.50 1 d P A 2 N4' N 0.6818(7) 0.3640(3) 0.6301(9) 0.035(3) Uiso 0.50 1 d P A 2 N1 N 0.6683(7) 0.4239(3) 0.8220(8) 0.0405(18) Uiso 0.50 1 d P B 1 C1 C 0.7487(7) 0.4487(3) 0.6518(10) 0.0343(16) Uiso 0.50 1 d P B 1 C2 C 0.7933(9) 0.4566(4) 0.5670(12) 0.057(3) Uiso 0.50 1 d P B 1 H2 H 0.8313 0.4393 0.5408 0.069 Uiso 0.50 1 calc PR B 1 C3 C 0.7858(13) 0.4902(5) 0.5140(16) 0.077(3) Uiso 0.50 1 d P B 1 H3 H 0.8206 0.4962 0.4559 0.092 Uiso 0.50 1 calc PR B 1 C4 C 0.7297(12) 0.5125(6) 0.5474(17) 0.081(4) Uiso 0.50 1 d P B 1 H4 H 0.7223 0.5348 0.5115 0.098 Uiso 0.50 1 calc PR B 1 C5 C 0.6803(10) 0.5046(4) 0.6346(13) 0.069(3) Uiso 0.50 1 d P B 1 H5A H 0.6409 0.5216 0.6590 0.083 Uiso 0.50 1 calc PR B 1 C6 C 0.6891(8) 0.4710(3) 0.6868(11) 0.045(2) Uiso 0.50 1 d P B 1 C7 C 0.6405(8) 0.4577(4) 0.7793(10) 0.044(2) Uiso 0.50 1 d P B 1 C8 C 0.5746(9) 0.4783(4) 0.8221(14) 0.048(2) Uiso 0.50 1 d P B 1 H8 H 0.5584 0.5008 0.7929 0.058 Uiso 0.50 1 calc PR B 1 C9 C 0.5366(10) 0.4636(5) 0.9072(13) 0.058(3) Uiso 0.50 1 d P B 1 H9 H 0.4910 0.4760 0.9374 0.070 Uiso 0.50 1 calc PR B 1 C10 C 0.5618(9) 0.4301(4) 0.9542(12) 0.051(2) Uiso 0.50 1 d P B 1 H10 H 0.5343 0.4213 1.0155 0.062 Uiso 0.50 1 calc PR B 1 C11 C 0.6286(8) 0.4100(4) 0.9085(11) 0.0412(19) Uiso 0.50 1 d P B 1 H11 H 0.6448 0.3875 0.9378 0.049 Uiso 0.50 1 calc PR B 1 N1' N 0.7591(6) 0.4370(3) 0.6228(8) 0.0343(16) Uiso 0.50 1 d P B 2 C1' C 0.6724(9) 0.4280(4) 0.7911(11) 0.0405(18) Uiso 0.50 1 d P B 2 C2' C 0.8080(9) 0.4380(4) 0.5354(11) 0.057(3) Uiso 0.50 1 d P B 2 H2' H 0.8443 0.4184 0.5226 0.069 Uiso 0.50 1 calc PR B 2 C3' C 0.8072(11) 0.4660(5) 0.4651(14) 0.077(3) Uiso 0.50 1 d P B 2 H3' H 0.8438 0.4671 0.4063 0.092 Uiso 0.50 1 calc PR B 2 C4' C 0.7480(12) 0.4935(6) 0.4853(18) 0.081(4) Uiso 0.50 1 d P B 2 H4' H 0.7438 0.5137 0.4390 0.098 Uiso 0.50 1 calc PR B 2 C5' C 0.6999(11) 0.4910(5) 0.5672(14) 0.069(3) Uiso 0.50 1 d P B 2 H5' H 0.6594 0.5090 0.5791 0.083 Uiso 0.50 1 calc PR B 2 C6' C 0.7066(8) 0.4623(4) 0.6380(11) 0.045(2) Uiso 0.50 1 d P B 2 C7' C 0.6549(8) 0.4589(4) 0.7367(11) 0.044(2) Uiso 0.50 1 d P B 2 C8' C 0.5928(9) 0.4820(4) 0.7675(12) 0.048(2) Uiso 0.50 1 d P B 2 H8' H 0.5792 0.5028 0.7268 0.058 Uiso 0.50 1 calc PR B 2 C9' C 0.5494(11) 0.4734(5) 0.8638(16) 0.058(3) Uiso 0.50 1 d P B 2 H9' H 0.5072 0.4894 0.8863 0.070 Uiso 0.50 1 calc PR B 2 C10' C 0.5640(9) 0.4452(4) 0.9223(12) 0.051(2) Uiso 0.50 1 d P B 2 H10' H 0.5329 0.4406 0.9847 0.062 Uiso 0.50 1 calc PR B 2 C11' C 0.6276(8) 0.4218(3) 0.8897(11) 0.0412(19) Uiso 0.50 1 d P B 2 H11' H 0.6415 0.4017 0.9327 0.049 Uiso 0.50 1 calc PR B 2 C12 C 0.8407(3) 0.41930(15) 0.8335(5) 0.0388(12) Uani 1 1 d . B . C13 C 0.8869(4) 0.45096(19) 0.8234(6) 0.0585(18) Uani 1 1 d . . . H13 H 0.8810 0.4654 0.7616 0.070 Uiso 1 1 calc R B . C14 C 0.9419(4) 0.4616(2) 0.9033(8) 0.070(2) Uani 1 1 d . B . H14 H 0.9736 0.4829 0.8953 0.084 Uiso 1 1 calc R . . C15 C 0.9496(4) 0.4408(2) 0.9942(7) 0.071(2) Uani 1 1 d . . . H15 H 0.9868 0.4481 1.0483 0.085 Uiso 1 1 calc R B . C16 C 0.9047(4) 0.4099(2) 1.0073(6) 0.065(2) Uani 1 1 d . B . H16 H 0.9096 0.3962 1.0707 0.078 Uiso 1 1 calc R . . C17 C 0.8515(4) 0.39875(16) 0.9262(5) 0.0434(14) Uani 1 1 d . . . C18 C 0.8059(9) 0.3682(4) 0.9382(12) 0.038(4) Uiso 0.50 1 d P B 1 C19 C 0.8049(9) 0.3446(4) 1.0262(12) 0.048(3) Uiso 0.50 1 d P B 1 H19 H 0.8347 0.3509 1.0884 0.058 Uiso 0.50 1 calc PR B 1 C20 C 0.7622(8) 0.3129(4) 1.0244(12) 0.047(3) Uiso 0.50 1 d P B 1 H20 H 0.7619 0.2976 1.0848 0.056 Uiso 0.50 1 calc PR B 1 C21 C 0.7194(8) 0.3033(4) 0.9338(11) 0.043(3) Uiso 0.50 1 d P B 1 H21 H 0.6910 0.2810 0.9293 0.052 Uiso 0.50 1 calc PR B 1 C22 C 0.7191(8) 0.3270(4) 0.8511(12) 0.039(3) Uiso 0.50 1 d P B 1 H22 H 0.6874 0.3210 0.7903 0.047 Uiso 0.50 1 calc PR B 1 C23 C 0.9243(7) 0.3760(3) 0.6349(9) 0.034(2) Uiso 0.50 1 d P A 1 H23 H 0.9480 0.3906 0.6888 0.041 Uiso 0.50 1 calc PR A 1 C24 C 0.9757(7) 0.3569(3) 0.5684(9) 0.036(2) Uiso 0.50 1 d P A 1 H24 H 1.0338 0.3584 0.5762 0.043 Uiso 0.50 1 calc PR A 1 C25 C 0.9414(7) 0.3357(3) 0.4905(9) 0.036(2) Uiso 0.50 1 d P A 1 C26 C 0.8558(7) 0.3333(3) 0.4830(9) 0.035(2) Uiso 0.50 1 d P A 1 H26 H 0.8312 0.3184 0.4305 0.042 Uiso 0.50 1 calc PR A 1 C27 C 0.8081(7) 0.3524(3) 0.5512(9) 0.033(3) Uiso 0.50 1 d P A 1 C28 C 0.7168(8) 0.3528(4) 0.5480(10) 0.034(3) Uiso 0.50 1 d P A 1 C29 C 0.6723(7) 0.3326(3) 0.4749(9) 0.035(3) Uiso 0.50 1 d P A 1 H29 H 0.6998 0.3183 0.4233 0.042 Uiso 0.50 1 calc PR A 1 C30 C 0.5867(7) 0.3337(4) 0.4787(9) 0.035(3) Uiso 0.50 1 d P A 1 C31 C 0.5502(8) 0.3560(4) 0.5520(10) 0.038(3) Uiso 0.50 1 d P A 1 H31 H 0.4919 0.3571 0.5576 0.045 Uiso 0.50 1 calc PR A 1 C32 C 0.5980(8) 0.3762(4) 0.6160(11) 0.036(3) Uiso 0.50 1 d P A 1 H32 H 0.5719 0.3929 0.6623 0.044 Uiso 0.50 1 calc PR A 1 C33 C 0.9970(7) 0.3137(3) 0.4177(9) 0.036(2) Uiso 0.50 1 d P A 1 C34 C 0.5350(8) 0.3114(4) 0.4042(10) 0.041(3) Uiso 0.50 1 d P A 1 H34 H 0.5054 0.3290 0.3575 0.050 Uiso 0.50 1 calc PR A 1 C18' C 0.8065(10) 0.3608(4) 0.9192(13) 0.039(4) Uiso 0.50 1 d P B 2 C19' C 0.8108(9) 0.3331(4) 0.9947(12) 0.051(3) Uiso 0.50 1 d P B 2 H19' H 0.8426 0.3360 1.0574 0.061 Uiso 0.50 1 calc PR B 2 C20' C 0.7698(9) 0.3024(4) 0.9771(13) 0.053(3) Uiso 0.50 1 d P B 2 H20' H 0.7705 0.2838 1.0289 0.063 Uiso 0.50 1 calc PR B 2 C21' C 0.7258(9) 0.2978(4) 0.8828(13) 0.056(3) Uiso 0.50 1 d P B 2 H21' H 0.6978 0.2759 0.8680 0.067 Uiso 0.50 1 calc PR B 2 C22' C 0.7246(8) 0.3255(4) 0.8131(13) 0.042(3) Uiso 0.50 1 d P B 2 H22' H 0.6950 0.3222 0.7488 0.050 Uiso 0.50 1 calc PR B 2 C23' C 0.9275(7) 0.3609(3) 0.6574(9) 0.037(2) Uiso 0.50 1 d P A 2 H23' H 0.9512 0.3754 0.7115 0.045 Uiso 0.50 1 calc PR A 2 C24' C 0.9782(7) 0.3400(3) 0.5967(9) 0.039(2) Uiso 0.50 1 d P A 2 H24' H 1.0359 0.3398 0.6094 0.047 Uiso 0.50 1 calc PR A 2 C25' C 0.9444(7) 0.3189(3) 0.5158(9) 0.036(2) Uiso 0.50 1 d P A 2 C26' C 0.8594(6) 0.3184(3) 0.5020(8) 0.030(2) Uiso 0.50 1 d P A 2 H26' H 0.8352 0.3039 0.4483 0.036 Uiso 0.50 1 calc PR A 2 C27' C 0.8107(7) 0.3393(3) 0.5672(9) 0.032(2) Uiso 0.50 1 d P A 2 C28' C 0.7188(8) 0.3406(4) 0.5603(10) 0.033(3) Uiso 0.50 1 d P A 2 C29' C 0.6737(7) 0.3196(3) 0.4927(9) 0.030(2) Uiso 0.50 1 d P A 2 H29' H 0.7007 0.3044 0.4429 0.037 Uiso 0.50 1 calc PR A 2 C30' C 0.5885(7) 0.3206(4) 0.4969(9) 0.034(3) Uiso 0.50 1 d P A 2 C31' C 0.5502(7) 0.3436(3) 0.5698(9) 0.033(3) Uiso 0.50 1 d P A 2 H31' H 0.4918 0.3438 0.5761 0.039 Uiso 0.50 1 calc PR A 2 C32' C 0.5984(8) 0.3663(4) 0.6338(10) 0.034(3) Uiso 0.50 1 d P A 2 H32' H 0.5727 0.3833 0.6795 0.041 Uiso 0.50 1 calc PR A 2 C33' C 0.9997(7) 0.2961(4) 0.4429(9) 0.040(3) Uiso 0.50 1 d P A 2 C34' C 0.5356(7) 0.2969(3) 0.4274(9) 0.033(2) Uiso 0.50 1 d P A 2 H34' H 0.5253 0.2740 0.4673 0.040 Uiso 0.50 1 calc PR A 2 O7 O 1.1245(6) 0.2398(2) 0.7935(7) 0.065(3) Uiso 0.50 1 d PD C -1 N5 N 0.9887(5) 0.2507(11) 0.7763(7) 0.057(2) Uiso 1 2 d SD C -1 C35 C 1.0602(7) 0.2548(6) 0.8232(9) 0.060(4) Uiso 0.50 1 d PD C -1 H35 H 1.0629 0.2702 0.8833 0.072 Uiso 0.50 1 calc PR C -1 C36 C 0.9187(10) 0.2310(4) 0.8227(13) 0.081(5) Uiso 0.50 1 d PD C -1 H36A H 0.9372 0.2178 0.8857 0.121 Uiso 0.50 1 calc PR C -1 H36B H 0.8967 0.2140 0.7704 0.121 Uiso 0.50 1 calc PR C -1 H36C H 0.8756 0.2482 0.8430 0.121 Uiso 0.50 1 calc PR C -1 C37 C 0.9786(13) 0.2701(5) 0.6865(15) 0.104(7) Uiso 0.50 1 d PD C -1 H37A H 1.0315 0.2807 0.6656 0.156 Uiso 0.50 1 calc PR C -1 H37B H 0.9384 0.2893 0.6990 0.156 Uiso 0.50 1 calc PR C -1 H37C H 0.9587 0.2543 0.6296 0.156 Uiso 0.50 1 calc PR C -1 O8 O 1.0331(10) 0.4477(4) 0.2468(10) 0.098(4) Uiso 0.50 1 d PD D 2 N6 N 1.1472(10) 0.4184(5) 0.2547(13) 0.099(4) Uiso 0.50 1 d PD D 2 C38 C 1.1062(12) 0.4483(6) 0.2719(19) 0.129(6) Uiso 0.50 1 d PD D 2 H38 H 1.1314 0.4691 0.3018 0.155 Uiso 0.50 1 calc PR D 2 C39 C 1.2317(11) 0.4162(7) 0.2943(19) 0.099(4) Uiso 0.50 1 d PD D 2 H39A H 1.2353 0.4282 0.3634 0.148 Uiso 0.50 1 calc PR D 2 H39B H 1.2690 0.4280 0.2440 0.148 Uiso 0.50 1 calc PR D 2 H39C H 1.2475 0.3908 0.3021 0.148 Uiso 0.50 1 calc PR D 2 C40 C 1.1446(16) 0.4061(7) 0.1552(16) 0.129(6) Uiso 0.50 1 d PD D 2 H40A H 1.0888 0.4092 0.1267 0.194 Uiso 0.50 1 calc PR D 2 H40B H 1.1592 0.3805 0.1544 0.194 Uiso 0.50 1 calc PR D 2 H40C H 1.1838 0.4196 0.1113 0.194 Uiso 0.50 1 calc PR D 2 O9 O 0.7629(5) 0.2500 0.3451(8) 0.078(2) Uiso 1 2 d SD . . H9A H 0.8028 0.2500 0.3883 0.116 Uiso 1 2 d SRD . . H9B H 0.7788 0.2500 0.2813 0.116 Uiso 1 2 d SRD . . O10 O 0.7691(6) 0.2396(3) 0.5886(8) 0.071(3) Uiso 0.50 1 d PD E -1 H10A H 0.7638 0.2426 0.5220 0.107 Uiso 0.50 1 d PRD E -1 H10B H 0.7224 0.2362 0.6178 0.107 Uiso 0.50 1 d PRD E -1 O11 O 0.8593(9) 0.3378(3) 0.2503(9) 0.204(5) Uiso 1 1 d D . . H11A H 0.9111 0.3502 0.2490 0.306 Uiso 1 1 d RD . . H11B H 0.8219 0.3496 0.2858 0.306 Uiso 1 1 d RD . . O12 O 1.1793(13) 0.3279(5) 0.2732(13) 0.281(8) Uiso 1 1 d D . . H12A H 1.1698 0.3194 0.3358 0.422 Uiso 1 1 d RD . . H12B H 1.2256 0.3227 0.2672 0.422 Uiso 1 1 d RD . . O13 O 0.9109(10) 0.4099(4) 0.3461(12) 0.267(7) Uiso 1 1 d D . . H13A H 0.9578 0.4131 0.3293 0.401 Uiso 1 1 d RD . . H13B H 0.9156 0.3884 0.3806 0.401 Uiso 1 1 d RD . . 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 Ir 0.02596(13) 0.04384(15) 0.03782(15) -0.00087(9) -0.00017(8) -0.00592(8) Co 0.0198(5) 0.0763(9) 0.0252(5) 0.000 0.0043(4) 0.000 O1 0.031(2) 0.081(3) 0.037(2) -0.017(2) 0.0042(17) -0.007(2) O2 0.017(4) 0.074(7) 0.091(8) -0.034(6) 0.005(4) 0.001(4) O2' 0.039(5) 0.127(11) 0.072(8) -0.052(8) -0.023(5) 0.034(7) O3 0.030(2) 0.082(3) 0.041(2) -0.013(2) -0.0047(17) -0.005(2) O4 0.030(5) 0.110(10) 0.049(6) -0.028(6) 0.005(4) -0.017(6) O4' 0.023(5) 0.109(11) 0.109(11) -0.057(8) -0.007(6) 0.003(6) O5 0.021(3) 0.157(8) 0.036(3) 0.000 0.000(2) 0.000 O6 0.021(2) 0.087(5) 0.034(3) 0.000 -0.001(2) 0.000 C12 0.028(2) 0.039(3) 0.049(3) -0.011(3) 0.000(2) 0.001(2) C13 0.042(3) 0.051(4) 0.082(5) -0.009(4) 0.001(3) -0.016(3) C14 0.046(4) 0.061(5) 0.102(6) -0.030(5) -0.002(4) -0.013(3) C15 0.040(4) 0.088(6) 0.084(6) -0.045(5) -0.007(4) -0.004(4) C16 0.048(4) 0.094(6) 0.053(4) -0.018(4) -0.009(3) 0.009(4) C17 0.034(3) 0.051(4) 0.045(3) -0.009(3) 0.002(2) 0.005(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 Ir N2' 1.939(17) . ? Ir C1' 1.955(15) . ? Ir N1' 1.991(10) . ? Ir C12 2.021(5) . ? Ir N3 2.063(9) . ? Ir N1 2.106(12) . ? Ir N2 2.111(16) . ? Ir N4 2.112(10) . ? Ir C1 2.141(12) . ? Ir N4' 2.177(11) . ? Ir N3' 2.215(9) . ? Co O1 2.079(4) . ? Co O1 2.079(4) 7_565 ? Co O3 2.087(4) 6_656 ? Co O3 2.087(4) 4 ? Co O5 2.155(6) . ? Co O6 2.161(5) . ? O1 C33' 1.244(12) . ? O1 C33 1.306(12) . ? O2 C33 1.229(13) . ? O2' C33' 1.249(14) . ? O3 C34' 1.259(12) . ? O3 C34 1.293(13) . ? O3 Co 2.087(4) 6_556 ? O4 C34 1.559(16) . ? O4' C34' 1.407(15) . ? N2 C22 1.32(2) . ? N2 C18 1.39(2) . ? N3 C23 1.351(14) . ? N3 C27 1.362(15) . ? N4 C32 1.320(16) . ? N4 C28 1.331(16) . ? N2' C22' 1.35(2) . ? N2' C18' 1.36(2) . ? N3' C23' 1.360(14) . ? N3' C27' 1.381(14) . ? N4' C32' 1.355(17) . ? N4' C28' 1.374(17) . ? N1 C11 1.367(17) . ? N1 C7 1.438(17) . ? C1 C2 1.323(19) . ? C1 C6 1.348(18) . ? C2 C3 1.42(2) . ? C3 C4 1.30(3) . ? C4 C5 1.39(3) . ? C5 C6 1.42(2) . ? C6 C7 1.490(18) . ? C7 C8 1.42(2) . ? C8 C9 1.35(2) . ? C9 C10 1.43(2) . ? C10 C11 1.437(19) . ? N1' C6' 1.281(17) . ? N1' C2' 1.359(17) . ? C1' C7' 1.365(19) . ? C1' C11' 1.458(19) . ? C2' C3' 1.37(2) . ? C3' C4' 1.42(3) . ? C4' C5' 1.30(3) . ? C5' C6' 1.39(2) . ? C6' C7' 1.504(18) . ? C7' C8' 1.380(19) . ? C8' C9' 1.44(2) . ? C9' C10' 1.30(2) . ? C10' C11' 1.41(2) . ? C12 C13 1.400(8) . ? C12 C17 1.405(9) . ? C13 C14 1.402(10) . ? C14 C15 1.386(12) . ? C15 C16 1.369(11) . ? C16 C17 1.401(9) . ? C17 C18 1.364(16) . ? C17 C18' 1.590(17) . ? C18 C19 1.41(2) . ? C19 C20 1.365(19) . ? C20 C21 1.38(2) . ? C21 C22 1.362(19) . ? C23 C24 1.378(15) . ? C24 C25 1.376(15) . ? C25 C26 1.394(16) . ? C25 C33 1.523(15) . ? C26 C27 1.357(16) . ? C27 C28 1.483(17) . ? C28 C29 1.388(17) . ? C29 C30 1.391(16) . ? C30 C31 1.373(17) . ? C30 C34 1.506(17) . ? C31 C32 1.347(18) . ? C18' C19' 1.40(2) . ? C19' C20' 1.34(2) . ? C20' C21' 1.40(2) . ? C21' C22' 1.35(2) . ? C23' C24' 1.363(16) . ? C24' C25' 1.397(16) . ? C25' C26' 1.390(15) . ? C25' C33' 1.536(16) . ? C26' C27' 1.380(15) . ? C27' C28' 1.493(17) . ? C28' C29' 1.366(16) . ? C29' C30' 1.384(16) . ? C30' C31' 1.398(16) . ? C30' C34' 1.510(16) . ? C31' C32' 1.405(17) . ? O7 C35 1.239(13) . ? N5 C35 1.311(12) . ? N5 C37 1.35(2) . ? N5 C36 1.47(2) . ? O8 C38 1.227(14) . ? N6 C38 1.313(14) . ? N6 C40 1.335(15) . ? N6 C39 1.462(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2' Ir C1' 102.4(6) . . ? N2' Ir N1' 176.2(6) . . ? C1' Ir N1' 81.1(5) . . ? N2' Ir C12 83.0(5) . . ? C1' Ir C12 89.6(5) . . ? N1' Ir C12 98.5(3) . . ? N2' Ir N3 93.8(6) . . ? C1' Ir N3 162.6(5) . . ? N1' Ir N3 82.5(4) . . ? C12 Ir N3 98.6(3) . . ? N2' Ir N1 91.5(6) . . ? C1' Ir N1 11.2(5) . . ? N1' Ir N1 92.1(4) . . ? C12 Ir N1 85.7(4) . . ? N3 Ir N1 173.5(4) . . ? N2' Ir N2 6.0(8) . . ? C1' Ir N2 97.6(6) . . ? N1' Ir N2 177.5(5) . . ? C12 Ir N2 79.4(4) . . ? N3 Ir N2 99.0(5) . . ? N1 Ir N2 86.5(5) . . ? N2' Ir N4 97.2(6) . . ? C1' Ir N4 93.5(5) . . ? N1' Ir N4 81.1(4) . . ? C12 Ir N4 176.8(3) . . ? N3 Ir N4 78.2(4) . . ? N1 Ir N4 97.5(4) . . ? N2 Ir N4 101.2(5) . . ? N2' Ir C1 167.8(6) . . ? C1' Ir C1 67.5(5) . . ? N1' Ir C1 15.9(4) . . ? C12 Ir C1 89.9(4) . . ? N3 Ir C1 97.0(4) . . ? N1 Ir C1 78.0(4) . . ? N2 Ir C1 161.8(5) . . ? N4 Ir C1 90.3(4) . . ? N2' Ir N4' 86.7(6) . . ? C1' Ir N4' 98.3(5) . . ? N1' Ir N4' 91.5(4) . . ? C12 Ir N4' 168.2(4) . . ? N3 Ir N4' 76.3(4) . . ? N1 Ir N4' 100.4(4) . . ? N2 Ir N4' 90.8(5) . . ? N4 Ir N4' 10.9(4) . . ? C1 Ir N4' 101.2(5) . . ? N2' Ir N3' 80.4(5) . . ? C1' Ir N3' 171.8(5) . . ? N1' Ir N3' 96.0(4) . . ? C12 Ir N3' 98.5(3) . . ? N3 Ir N3' 13.6(3) . . ? N1 Ir N3' 170.3(4) . . ? N2 Ir N3' 85.6(5) . . ? N4 Ir N3' 78.5(4) . . ? C1 Ir N3' 110.6(4) . . ? N4' Ir N3' 74.0(4) . . ? O1 Co O1 87.4(3) . 7_565 ? O1 Co O3 93.01(19) . 6_656 ? O1 Co O3 179.26(17) 7_565 6_656 ? O1 Co O3 179.26(17) . 4 ? O1 Co O3 93.01(19) 7_565 4 ? O3 Co O3 86.5(3) 6_656 4 ? O1 Co O5 93.33(16) . . ? O1 Co O5 93.33(16) 7_565 . ? O3 Co O5 86.05(16) 6_656 . ? O3 Co O5 86.05(16) 4 . ? O1 Co O6 85.76(15) . . ? O1 Co O6 85.76(15) 7_565 . ? O3 Co O6 94.86(15) 6_656 . ? O3 Co O6 94.86(15) 4 . ? O5 Co O6 178.7(2) . . ? C33' O1 C33 33.0(6) . . ? C33' O1 Co 119.5(7) . . ? C33 O1 Co 132.9(6) . . ? C34' O3 C34 27.8(6) . . ? C34' O3 Co 120.3(6) . 6_556 ? C34 O3 Co 129.7(6) . 6_556 ? C22 N2 C18 119.8(15) . . ? C22 N2 Ir 127.7(12) . . ? C18 N2 Ir 112.3(11) . . ? C23 N3 C27 118.4(10) . . ? C23 N3 Ir 125.1(8) . . ? C27 N3 Ir 115.8(7) . . ? C32 N4 C28 118.7(11) . . ? C32 N4 Ir 126.7(9) . . ? C28 N4 Ir 114.2(8) . . ? C22' N2' C18' 116.1(16) . . ? C22' N2' Ir 125.1(13) . . ? C18' N2' Ir 118.8(12) . . ? C23' N3' C27' 117.9(10) . . ? C23' N3' Ir 124.7(8) . . ? C27' N3' Ir 117.3(7) . . ? C32' N4' C28' 119.9(11) . . ? C32' N4' Ir 121.2(9) . . ? C28' N4' Ir 118.9(8) . . ? C11 N1 C7 118.6(12) . . ? C11 N1 Ir 126.3(9) . . ? C7 N1 Ir 114.6(8) . . ? C2 C1 C6 121.4(13) . . ? C2 C1 Ir 121.8(11) . . ? C6 C1 Ir 116.6(9) . . ? C1 C2 C3 121.8(16) . . ? C4 C3 C2 117.8(19) . . ? C3 C4 C5 122(2) . . ? C4 C5 C6 119.7(17) . . ? C1 C6 C5 117.4(13) . . ? C1 C6 C7 115.6(12) . . ? C5 C6 C7 127.0(13) . . ? C8 C7 N1 124.4(13) . . ? C8 C7 C6 121.1(13) . . ? N1 C7 C6 114.5(11) . . ? C9 C8 C7 115.2(13) . . ? C8 C9 C10 123.1(15) . . ? C9 C10 C11 120.0(14) . . ? N1 C11 C10 118.7(13) . . ? C6' N1' C2' 119.3(12) . . ? C6' N1' Ir 115.8(9) . . ? C2' N1' Ir 125.0(9) . . ? C7' C1' C11' 117.3(13) . . ? C7' C1' Ir 115.8(10) . . ? C11' C1' Ir 126.8(10) . . ? N1' C2' C3' 122.8(15) . . ? C2' C3' C4' 115.8(17) . . ? C5' C4' C3' 120(2) . . ? C4' C5' C6' 121.1(18) . . ? N1' C6' C5' 121.1(14) . . ? N1' C6' C7' 115.7(12) . . ? C5' C6' C7' 123.2(14) . . ? C1' C7' C8' 122.2(14) . . ? C1' C7' C6' 111.6(12) . . ? C8' C7' C6' 126.0(13) . . ? C7' C8' C9' 117.1(13) . . ? C10' C9' C8' 124.6(17) . . ? C9' C10' C11' 117.6(15) . . ? C10' C11' C1' 121.0(13) . . ? C13 C12 C17 117.7(6) . . ? C13 C12 Ir 128.7(5) . . ? C17 C12 Ir 113.6(4) . . ? C12 C13 C14 120.7(7) . . ? C15 C14 C13 119.6(7) . . ? C16 C15 C14 121.2(7) . . ? C15 C16 C17 119.2(8) . . ? C18 C17 C16 119.9(9) . . ? C18 C17 C12 118.5(8) . . ? C16 C17 C12 121.5(6) . . ? C18 C17 C18' 11.1(10) . . ? C16 C17 C18' 125.8(8) . . ? C12 C17 C18' 112.3(7) . . ? C17 C18 N2 115.5(13) . . ? C17 C18 C19 127.5(14) . . ? N2 C18 C19 116.8(14) . . ? C20 C19 C18 121.7(14) . . ? C19 C20 C21 119.4(14) . . ? C22 C21 C20 117.9(13) . . ? N2 C22 C21 124.4(15) . . ? N3 C23 C24 122.1(10) . . ? C25 C24 C23 119.0(11) . . ? C24 C25 C26 119.1(11) . . ? C24 C25 C33 119.7(10) . . ? C26 C25 C33 121.0(10) . . ? C27 C26 C25 119.5(11) . . ? C26 C27 N3 121.8(10) . . ? C26 C27 C28 123.9(10) . . ? N3 C27 C28 114.2(10) . . ? N4 C28 C29 121.4(11) . . ? N4 C28 C27 116.3(11) . . ? C29 C28 C27 122.2(11) . . ? C28 C29 C30 118.7(11) . . ? C31 C30 C29 118.2(11) . . ? C31 C30 C34 120.6(11) . . ? C29 C30 C34 121.2(11) . . ? C32 C31 C30 119.3(12) . . ? N4 C32 C31 123.5(13) . . ? O2 C33 O1 122.9(10) . . ? O2 C33 C25 117.0(10) . . ? O1 C33 C25 119.7(9) . . ? O3 C34 C30 120.1(10) . . ? O3 C34 O4 105.0(10) . . ? C30 C34 O4 112.9(10) . . ? N2' C18' C19' 122.1(15) . . ? N2' C18' C17 111.7(12) . . ? C19' C18' C17 126.1(13) . . ? C20' C19' C18' 119.1(15) . . ? C19' C20' C21' 120.1(15) . . ? C22' C21' C20' 117.7(15) . . ? N2' C22' C21' 124.7(15) . . ? N3' C23' C24' 122.6(11) . . ? C23' C24' C25' 119.4(11) . . ? C26' C25' C24' 119.1(10) . . ? C26' C25' C33' 119.8(10) . . ? C24' C25' C33' 121.0(10) . . ? C27' C26' C25' 119.2(10) . . ? C26' C27' N3' 121.6(10) . . ? C26' C27' C28' 123.7(10) . . ? N3' C27' C28' 114.6(10) . . ? C29' C28' N4' 121.6(11) . . ? C29' C28' C27' 123.6(11) . . ? N4' C28' C27' 114.8(10) . . ? C28' C29' C30' 119.7(11) . . ? C29' C30' C31' 119.1(11) . . ? C29' C30' C34' 122.0(10) . . ? C31' C30' C34' 118.9(10) . . ? C30' C31' C32' 119.7(11) . . ? N4' C32' C31' 119.8(12) . . ? O1 C33' O2' 131.3(11) . . ? O1 C33' C25' 112.1(10) . . ? O2' C33' C25' 115.9(11) . . ? O3 C34' O4' 111.5(10) . . ? O3 C34' C30' 113.2(9) . . ? O4' C34' C30' 109.6(10) . . ? C35 N5 C37 115(2) . . ? C35 N5 C36 124.2(15) . . ? C37 N5 C36 120.2(13) . . ? O7 C35 N5 123.7(17) . . ? C38 N6 C40 115.4(18) . . ? C38 N6 C39 117.8(17) . . ? C40 N6 C39 109.4(17) . . ? O8 C38 N6 116(2) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.345 _refine_diff_density_min -1.487 _refine_diff_density_rms 0.136