# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Guo-Xin Jin' _publ_contact_author_email GXJIN@FUDAN.EDU.CN _publ_section_title ; Efficient Formation of Organoiridium Macrocycles via C-H Activation Directed Self-Assembly ; loop_ _publ_author_name 'Guo-Xin Jin' 'Ying-Feng Han' 'Hao Li' 'Lin-Hong Weng' # Attachment 'Complex_3a.cif' data_Complex_3a _database_code_depnum_ccdc_archive 'CCDC 744133' #TrackingRef 'Complex_3a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H44 Cl2 Ir2 N2' _chemical_formula_weight 1008.07 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.468(3) _cell_length_b 18.049(7) _cell_length_c 13.623(6) _cell_angle_alpha 90.00 _cell_angle_beta 101.915(5) _cell_angle_gamma 90.00 _cell_volume 1796.8(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 786 _cell_measurement_theta_min 2.254 _cell_measurement_theta_max 25.632 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.863 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 972 _exptl_absorpt_coefficient_mu 7.578 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4633 _exptl_absorpt_correction_T_max 0.5823 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 6.14 _diffrn_reflns_number 8531 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0679 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 27.00 _reflns_number_total 3824 _reflns_number_gt 2718 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0149P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3824 _refine_ls_number_parameters 211 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0461 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0471 _refine_ls_wR_factor_gt 0.0450 _refine_ls_goodness_of_fit_ref 0.829 _refine_ls_restrained_S_all 0.829 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.58298(3) 0.114192(10) 0.309129(14) 0.03043(6) Uani 1 1 d . . . Cl1 Cl 0.26688(17) 0.10220(7) 0.22677(10) 0.0479(3) Uani 1 1 d . . . N1 N 0.4985(5) 0.18502(19) 0.4134(3) 0.0293(9) Uani 1 1 d . . . C1 C 0.5438(6) -0.0352(2) 0.4159(4) 0.0339(12) Uani 1 1 d . . . H1 H 0.5719 -0.0601 0.3612 0.041 Uiso 1 1 calc R . . C2 C 0.5369(6) 0.0425(2) 0.4159(4) 0.0304(11) Uani 1 1 d . . . C3 C 0.4915(6) 0.0754(3) 0.5022(4) 0.0307(11) Uani 1 1 d . . . C4 C 0.4714(6) 0.1538(3) 0.4949(4) 0.0332(11) Uani 1 1 d . . . H4 H 0.4400 0.1815 0.5464 0.040 Uiso 1 1 calc R . . C5 C 0.4647(6) 0.2629(2) 0.4001(4) 0.0337(12) Uani 1 1 d . . . C6 C 0.3672(7) 0.2880(3) 0.3089(4) 0.0467(14) Uani 1 1 d . . . H6 H 0.3298 0.2552 0.2559 0.056 Uiso 1 1 calc R . . C7 C 0.3253(8) 0.3636(3) 0.2974(5) 0.0588(17) Uani 1 1 d . . . H7 H 0.2579 0.3813 0.2368 0.071 Uiso 1 1 calc R . . C8 C 0.3838(8) 0.4115(3) 0.3754(5) 0.0607(18) Uani 1 1 d . . . H8 H 0.3547 0.4616 0.3678 0.073 Uiso 1 1 calc R . . C9 C 0.4840(8) 0.3863(3) 0.4639(5) 0.0546(15) Uani 1 1 d . . . H9 H 0.5256 0.4196 0.5157 0.066 Uiso 1 1 calc R . . C10 C 0.5247(7) 0.3121(3) 0.4776(4) 0.0447(14) Uani 1 1 d . . . H10 H 0.5922 0.2953 0.5386 0.054 Uiso 1 1 calc R . . C11 C 0.8396(6) 0.0658(3) 0.2924(4) 0.0360(12) Uani 1 1 d . . . C12 C 0.7139(7) 0.0641(3) 0.1984(4) 0.0379(12) Uani 1 1 d . . . C13 C 0.6770(8) 0.1399(3) 0.1661(4) 0.0502(16) Uani 1 1 d . . . C14 C 0.7719(8) 0.1867(3) 0.2409(5) 0.0483(15) Uani 1 1 d . . . C15 C 0.8671(7) 0.1414(3) 0.3224(4) 0.0429(14) Uani 1 1 d . . . C16 C 0.9373(7) 0.0005(3) 0.3476(4) 0.0537(16) Uani 1 1 d . . . H16A H 1.0631 0.0009 0.3415 0.081 Uiso 1 1 calc R . . H16B H 0.8802 -0.0445 0.3194 0.081 Uiso 1 1 calc R . . H16C H 0.9309 0.0034 0.4172 0.081 Uiso 1 1 calc R . . C17 C 0.6474(8) -0.0038(3) 0.1360(4) 0.0663(18) Uani 1 1 d . . . H17A H 0.5252 0.0046 0.0989 0.100 Uiso 1 1 calc R . . H17B H 0.6480 -0.0458 0.1794 0.100 Uiso 1 1 calc R . . H17C H 0.7267 -0.0133 0.0903 0.100 Uiso 1 1 calc R . . C18 C 0.5556(9) 0.1625(4) 0.0688(4) 0.089(2) Uani 1 1 d . . . H18A H 0.5219 0.2136 0.0724 0.134 Uiso 1 1 calc R . . H18B H 0.4474 0.1323 0.0565 0.134 Uiso 1 1 calc R . . H18C H 0.6199 0.1560 0.0152 0.134 Uiso 1 1 calc R . . C19 C 0.7840(9) 0.2699(3) 0.2387(6) 0.095(3) Uani 1 1 d . . . H19A H 0.8782 0.2843 0.2041 0.142 Uiso 1 1 calc R . . H19B H 0.8128 0.2885 0.3061 0.142 Uiso 1 1 calc R . . H19C H 0.6689 0.2899 0.2045 0.142 Uiso 1 1 calc R . . C20 C 0.9928(8) 0.1681(4) 0.4149(5) 0.084(2) Uani 1 1 d . . . H20A H 0.9864 0.2212 0.4180 0.127 Uiso 1 1 calc R . . H20B H 1.1158 0.1534 0.4135 0.127 Uiso 1 1 calc R . . H20C H 0.9574 0.1471 0.4727 0.127 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.03423(10) 0.03097(10) 0.02802(10) 0.00332(11) 0.01087(7) -0.00124(11) Cl1 0.0389(7) 0.0569(8) 0.0460(8) -0.0033(7) 0.0042(6) -0.0105(6) N1 0.029(2) 0.027(2) 0.032(2) 0.0016(19) 0.0058(18) -0.0039(17) C1 0.044(3) 0.030(3) 0.031(3) -0.004(2) 0.014(2) -0.002(2) C2 0.031(3) 0.031(3) 0.030(3) 0.004(2) 0.010(2) 0.003(2) C3 0.035(3) 0.026(3) 0.035(3) 0.003(2) 0.014(2) -0.001(2) C4 0.036(3) 0.034(3) 0.031(3) -0.002(3) 0.009(2) -0.001(2) C5 0.030(3) 0.031(3) 0.044(3) 0.009(2) 0.014(2) 0.001(2) C6 0.053(4) 0.042(3) 0.041(3) 0.009(3) 0.002(3) -0.003(3) C7 0.056(4) 0.047(4) 0.068(4) 0.024(3) 0.002(3) 0.009(3) C8 0.062(4) 0.029(3) 0.096(5) 0.010(4) 0.028(4) 0.010(3) C9 0.062(4) 0.033(3) 0.070(4) -0.007(4) 0.016(3) -0.007(3) C10 0.053(4) 0.039(3) 0.043(4) 0.001(3) 0.012(3) -0.003(3) C11 0.034(3) 0.046(3) 0.031(3) 0.008(3) 0.014(2) 0.004(2) C12 0.035(3) 0.051(3) 0.032(3) 0.001(3) 0.017(2) 0.003(3) C13 0.049(4) 0.073(4) 0.035(3) 0.019(3) 0.022(3) 0.011(3) C14 0.048(4) 0.038(3) 0.071(4) 0.011(3) 0.039(3) 0.002(3) C15 0.032(3) 0.057(4) 0.044(3) -0.008(3) 0.018(3) -0.007(2) C16 0.044(3) 0.068(4) 0.051(4) 0.015(3) 0.015(3) 0.021(3) C17 0.065(4) 0.082(5) 0.051(4) -0.030(4) 0.011(3) 0.005(4) C18 0.083(5) 0.136(6) 0.052(4) 0.054(4) 0.025(4) 0.045(5) C19 0.098(6) 0.044(4) 0.166(8) 0.023(5) 0.083(5) -0.005(4) C20 0.051(4) 0.123(6) 0.084(5) -0.052(5) 0.025(4) -0.030(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C2 2.029(4) . ? Ir1 N1 2.102(4) . ? Ir1 C15 2.148(5) . ? Ir1 C12 2.158(5) . ? Ir1 C11 2.160(5) . ? Ir1 C13 2.251(5) . ? Ir1 C14 2.259(5) . ? Ir1 Cl1 2.4052(15) . ? N1 C4 1.298(5) . ? N1 C5 1.433(5) . ? C1 C3 1.402(6) 3_656 ? C1 C2 1.403(6) . ? C2 C3 1.419(6) . ? C3 C1 1.402(6) 3_656 ? C3 C4 1.424(6) . ? C5 C6 1.381(6) . ? C5 C10 1.381(6) . ? C6 C7 1.402(6) . ? C7 C8 1.369(7) . ? C8 C9 1.359(8) . ? C9 C10 1.378(6) . ? C11 C12 1.423(6) . ? C11 C15 1.426(7) . ? C11 C16 1.504(6) . ? C12 C13 1.445(7) . ? C12 C17 1.515(7) . ? C13 C14 1.398(7) . ? C13 C18 1.501(7) . ? C14 C15 1.443(7) . ? C14 C19 1.505(7) . ? C15 C20 1.487(7) . ? 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 C2 Ir1 N1 77.54(15) . . ? C2 Ir1 C15 113.3(2) . . ? N1 Ir1 C15 103.48(17) . . ? C2 Ir1 C12 113.73(19) . . ? N1 Ir1 C12 165.80(17) . . ? C15 Ir1 C12 64.7(2) . . ? C2 Ir1 C11 95.95(18) . . ? N1 Ir1 C11 135.53(17) . . ? C15 Ir1 C11 38.65(18) . . ? C12 Ir1 C11 38.48(17) . . ? C2 Ir1 C13 151.80(19) . . ? N1 Ir1 C13 130.56(18) . . ? C15 Ir1 C13 63.1(2) . . ? C12 Ir1 C13 38.20(19) . . ? C11 Ir1 C13 63.24(19) . . ? C2 Ir1 C14 151.3(2) . . ? N1 Ir1 C14 103.05(17) . . ? C15 Ir1 C14 38.10(18) . . ? C12 Ir1 C14 62.86(19) . . ? C11 Ir1 C14 63.10(19) . . ? C13 Ir1 C14 36.12(18) . . ? C2 Ir1 Cl1 88.96(13) . . ? N1 Ir1 Cl1 88.13(11) . . ? C15 Ir1 Cl1 156.49(15) . . ? C12 Ir1 Cl1 100.30(14) . . ? C11 Ir1 Cl1 136.14(14) . . ? C13 Ir1 Cl1 93.80(16) . . ? C14 Ir1 Cl1 119.75(17) . . ? C4 N1 C5 118.6(4) . . ? C4 N1 Ir1 115.8(3) . . ? C5 N1 Ir1 125.5(3) . . ? C3 C1 C2 120.3(4) 3_656 . ? C1 C2 C3 115.7(4) . . ? C1 C2 Ir1 128.7(4) . . ? C3 C2 Ir1 115.6(3) . . ? C1 C3 C2 124.0(4) 3_656 . ? C1 C3 C4 122.5(5) 3_656 . ? C2 C3 C4 113.4(4) . . ? N1 C4 C3 117.3(5) . . ? C6 C5 C10 120.3(4) . . ? C6 C5 N1 118.8(4) . . ? C10 C5 N1 120.9(4) . . ? C5 C6 C7 118.9(5) . . ? C8 C7 C6 120.0(5) . . ? C9 C8 C7 120.4(5) . . ? C8 C9 C10 120.7(6) . . ? C9 C10 C5 119.6(5) . . ? C12 C11 C15 108.0(5) . . ? C12 C11 C16 126.5(5) . . ? C15 C11 C16 125.4(5) . . ? C12 C11 Ir1 70.7(3) . . ? C15 C11 Ir1 70.2(3) . . ? C16 C11 Ir1 127.8(3) . . ? C11 C12 C13 107.5(5) . . ? C11 C12 C17 127.0(5) . . ? C13 C12 C17 125.1(5) . . ? C11 C12 Ir1 70.8(3) . . ? C13 C12 Ir1 74.4(3) . . ? C17 C12 Ir1 126.0(4) . . ? C14 C13 C12 108.3(5) . . ? C14 C13 C18 127.0(6) . . ? C12 C13 C18 124.7(6) . . ? C14 C13 Ir1 72.3(3) . . ? C12 C13 Ir1 67.4(3) . . ? C18 C13 Ir1 125.6(4) . . ? C13 C14 C15 108.3(4) . . ? C13 C14 C19 127.7(6) . . ? C15 C14 C19 124.0(6) . . ? C13 C14 Ir1 71.6(3) . . ? C15 C14 Ir1 66.8(3) . . ? C19 C14 Ir1 129.1(4) . . ? C11 C15 C14 107.6(5) . . ? C11 C15 C20 125.6(5) . . ? C14 C15 C20 126.3(5) . . ? C11 C15 Ir1 71.1(3) . . ? C14 C15 Ir1 75.1(3) . . ? C20 C15 Ir1 125.8(4) . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 1.170 _refine_diff_density_min -0.665 _refine_diff_density_rms 0.122 # end data_Complex_3b _database_code_depnum_ccdc_archive 'CCDC 744134' #TrackingRef 'Complex_1a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H52 Cl6 Ir2 N2 O2' _chemical_formula_weight 1237.98 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.338(7) _cell_length_b 10.244(5) _cell_length_c 13.969(6) _cell_angle_alpha 90.00 _cell_angle_beta 105.319(6) _cell_angle_gamma 90.00 _cell_volume 2255.0(18) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 885 _cell_measurement_theta_min 2.372 _cell_measurement_theta_max 25.632 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.823 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1204 _exptl_absorpt_coefficient_mu 6.289 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5191 _exptl_absorpt_correction_T_max 0.6331 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method muti-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 8.71 _diffrn_reflns_number 10451 _diffrn_reflns_av_R_equivalents 0.0500 _diffrn_reflns_av_sigmaI/netI 0.0713 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 27.01 _reflns_number_total 4818 _reflns_number_gt 3551 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0274P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4818 _refine_ls_number_parameters 259 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0506 _refine_ls_R_factor_gt 0.0345 _refine_ls_wR_factor_ref 0.0723 _refine_ls_wR_factor_gt 0.0694 _refine_ls_goodness_of_fit_ref 0.897 _refine_ls_restrained_S_all 0.897 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.280898(13) -0.02268(2) 0.412751(16) 0.02681(8) Uani 1 1 d . . . Cl1 Cl 0.29914(10) 0.02103(15) 0.25169(10) 0.0408(4) Uani 1 1 d . . . C1 C 0.4665(3) -0.1233(5) 0.4734(4) 0.0315(13) Uani 1 1 d . . . H1 H 0.4461 -0.2069 0.4550 0.038 Uiso 1 1 calc R . . C2 C 0.4099(3) -0.0207(5) 0.4643(4) 0.0260(12) Uani 1 1 d . . . C3 C 0.4457(3) 0.1031(5) 0.4901(4) 0.0243(12) Uani 1 1 d . . . C4 C 0.3846(3) 0.2067(5) 0.4771(4) 0.0309(13) Uani 1 1 d . . . H4 H 0.4011 0.2927 0.4926 0.037 Uiso 1 1 calc R . . C5 C 0.2419(3) 0.2721(5) 0.4306(4) 0.0296(13) Uani 1 1 d . . . N1 N 0.3052(3) 0.1750(4) 0.4426(3) 0.0299(11) Uani 1 1 d . . . C6 C 0.1843(3) 0.2883(6) 0.3382(4) 0.0375(15) Uani 1 1 d . . . H6 H 0.1884 0.2362 0.2851 0.045 Uiso 1 1 calc R . . C7 C 0.1213(4) 0.3815(6) 0.3249(5) 0.0418(15) Uani 1 1 d . . . H7 H 0.0833 0.3925 0.2630 0.050 Uiso 1 1 calc R . . C8 C 0.1148(4) 0.4586(6) 0.4039(5) 0.0384(15) Uani 1 1 d . . . C9 C 0.1713(4) 0.4425(6) 0.4969(5) 0.0413(15) Uani 1 1 d . . . H9 H 0.1666 0.4934 0.5503 0.050 Uiso 1 1 calc R . . C10 C 0.2347(4) 0.3493(6) 0.5086(4) 0.0398(15) Uani 1 1 d . . . H10 H 0.2731 0.3387 0.5704 0.048 Uiso 1 1 calc R . . O1 O 0.0505(3) 0.5494(4) 0.3827(3) 0.0550(13) Uani 1 1 d . . . C11 C 0.0456(4) 0.6421(6) 0.4566(5) 0.058(2) Uani 1 1 d . . . H11A H 0.0362 0.5975 0.5132 0.088 Uiso 1 1 calc R . . H11B H -0.0005 0.7011 0.4305 0.088 Uiso 1 1 calc R . . H11C H 0.0978 0.6902 0.4762 0.088 Uiso 1 1 calc R . . C12 C 0.2412(4) -0.2240(5) 0.4089(4) 0.0350(14) Uani 1 1 d . . . C13 C 0.1680(4) -0.1501(6) 0.3520(4) 0.0365(14) Uani 1 1 d . . . C14 C 0.1452(4) -0.0586(6) 0.4154(5) 0.0390(15) Uani 1 1 d . . . C15 C 0.2035(3) -0.0711(6) 0.5104(4) 0.0351(14) Uani 1 1 d . . . C16 C 0.2610(4) -0.1764(6) 0.5093(4) 0.0384(15) Uani 1 1 d . . . C17 C 0.2812(4) -0.3365(6) 0.3709(5) 0.0545(19) Uani 1 1 d . . . H17A H 0.3253 -0.3726 0.4239 0.082 Uiso 1 1 calc R . . H17B H 0.3050 -0.3073 0.3187 0.082 Uiso 1 1 calc R . . H17C H 0.2391 -0.4021 0.3456 0.082 Uiso 1 1 calc R . . C18 C 0.1245(4) -0.1731(7) 0.2440(4) 0.058(2) Uani 1 1 d . . . H18A H 0.0849 -0.2439 0.2381 0.086 Uiso 1 1 calc R . . H18B H 0.1661 -0.1946 0.2091 0.086 Uiso 1 1 calc R . . H18C H 0.0947 -0.0955 0.2159 0.086 Uiso 1 1 calc R . . C19 C 0.0693(4) 0.0315(7) 0.3889(5) 0.0527(18) Uani 1 1 d . . . H19A H 0.0549 0.0499 0.3191 0.079 Uiso 1 1 calc R . . H19B H 0.0827 0.1115 0.4255 0.079 Uiso 1 1 calc R . . H19C H 0.0220 -0.0097 0.4054 0.079 Uiso 1 1 calc R . . C20 C 0.1980(4) 0.0047(7) 0.6011(5) 0.056(2) Uani 1 1 d . . . H20A H 0.1584 -0.0371 0.6311 0.084 Uiso 1 1 calc R . . H20B H 0.1792 0.0920 0.5820 0.084 Uiso 1 1 calc R . . H20C H 0.2529 0.0076 0.6477 0.084 Uiso 1 1 calc R . . C21 C 0.3239(4) -0.2337(7) 0.5944(4) 0.0515(18) Uani 1 1 d . . . H21A H 0.3432 -0.1681 0.6444 0.077 Uiso 1 1 calc R . . H21B H 0.3712 -0.2661 0.5729 0.077 Uiso 1 1 calc R . . H21C H 0.2983 -0.3041 0.6214 0.077 Uiso 1 1 calc R . . C22 C 0.5108(5) 0.9438(8) 0.2436(6) 0.076(2) Uani 1 1 d . . . H22A H 0.4561 0.9173 0.2518 0.091 Uiso 1 1 calc R . . H22B H 0.5347 1.0087 0.2938 0.091 Uiso 1 1 calc R . . Cl2 Cl 0.57787(19) 0.8097(3) 0.25736(17) 0.1156(10) Uani 1 1 d . . . Cl3 Cl 0.4985(2) 1.0098(3) 0.1262(2) 0.1276(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.02185(11) 0.03051(13) 0.02747(12) 0.00055(10) 0.00544(8) -0.00272(10) Cl1 0.0440(9) 0.0489(9) 0.0312(8) 0.0003(7) 0.0132(7) -0.0051(7) C1 0.030(3) 0.028(3) 0.035(3) -0.003(2) 0.007(3) -0.012(3) C2 0.022(3) 0.033(3) 0.024(3) 0.004(2) 0.008(2) -0.001(2) C3 0.025(3) 0.022(3) 0.026(3) 0.001(2) 0.007(2) 0.002(2) C4 0.029(3) 0.028(3) 0.037(3) -0.005(2) 0.011(3) -0.003(2) C5 0.025(3) 0.031(3) 0.032(3) -0.001(2) 0.007(3) -0.004(2) N1 0.028(3) 0.031(3) 0.030(3) 0.007(2) 0.008(2) 0.009(2) C6 0.030(3) 0.043(4) 0.037(4) -0.002(3) 0.005(3) 0.003(3) C7 0.032(3) 0.047(4) 0.040(4) 0.004(3) -0.001(3) 0.005(3) C8 0.027(3) 0.040(4) 0.049(4) 0.003(3) 0.012(3) 0.006(3) C9 0.037(4) 0.042(4) 0.047(4) -0.003(3) 0.015(3) 0.002(3) C10 0.039(4) 0.045(4) 0.030(3) -0.002(3) -0.001(3) 0.006(3) O1 0.044(3) 0.051(3) 0.068(3) 0.000(2) 0.012(2) 0.018(2) C11 0.050(4) 0.036(4) 0.095(6) 0.002(4) 0.028(4) 0.003(3) C12 0.035(3) 0.026(3) 0.048(4) 0.000(3) 0.018(3) -0.011(3) C13 0.035(3) 0.032(4) 0.042(4) -0.002(3) 0.010(3) -0.014(3) C14 0.028(3) 0.042(4) 0.048(4) 0.006(3) 0.013(3) -0.011(3) C15 0.031(3) 0.039(4) 0.038(3) 0.008(3) 0.014(3) -0.003(3) C16 0.032(3) 0.042(4) 0.042(4) 0.012(3) 0.010(3) -0.010(3) C17 0.058(5) 0.031(4) 0.078(5) -0.009(3) 0.025(4) -0.009(3) C18 0.044(4) 0.069(5) 0.053(5) -0.011(4) 0.002(4) -0.013(4) C19 0.029(3) 0.064(5) 0.066(5) 0.008(4) 0.015(3) 0.004(3) C20 0.059(5) 0.066(5) 0.049(4) 0.010(3) 0.026(4) 0.000(4) C21 0.046(4) 0.055(5) 0.056(4) 0.020(3) 0.018(4) 0.003(3) C22 0.073(6) 0.079(6) 0.073(6) -0.001(5) 0.016(5) 0.011(5) Cl2 0.146(3) 0.121(2) 0.0790(17) 0.0165(15) 0.0273(16) 0.0654(19) Cl3 0.144(3) 0.118(2) 0.141(3) 0.074(2) 0.072(2) 0.0426(19) _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 C2 2.040(5) . ? Ir1 N1 2.085(5) . ? Ir1 C15 2.149(6) . ? Ir1 C16 2.153(6) . ? Ir1 C12 2.158(6) . ? Ir1 C13 2.236(5) . ? Ir1 C14 2.257(6) . ? Ir1 Cl1 2.3886(17) . ? C1 C2 1.383(7) . ? C1 C3 1.405(7) 3_656 ? C2 C3 1.403(7) . ? C3 C1 1.405(7) 3_656 ? C3 C4 1.435(7) . ? C4 N1 1.300(6) . ? C5 C10 1.377(7) . ? C5 C6 1.391(7) . ? C5 N1 1.413(7) . ? C6 C7 1.380(8) . ? C7 C8 1.383(8) . ? C8 O1 1.376(7) . ? C8 C9 1.390(8) . ? C9 C10 1.387(8) . ? O1 C11 1.421(7) . ? C12 C16 1.438(8) . ? C12 C13 1.460(8) . ? C12 C17 1.491(8) . ? C13 C14 1.406(8) . ? C13 C18 1.507(8) . ? C14 C15 1.420(8) . ? C14 C19 1.512(8) . ? C15 C16 1.432(8) . ? C15 C20 1.509(9) . ? C16 C21 1.473(8) . ? C22 Cl3 1.736(8) . ? C22 Cl2 1.736(8) . ? 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 C2 Ir1 N1 78.16(19) . . ? C2 Ir1 C15 120.3(2) . . ? N1 Ir1 C15 102.2(2) . . ? C2 Ir1 C16 95.7(2) . . ? N1 Ir1 C16 129.6(2) . . ? C15 Ir1 C16 38.9(2) . . ? C2 Ir1 C12 107.1(2) . . ? N1 Ir1 C12 166.8(2) . . ? C15 Ir1 C12 64.6(2) . . ? C16 Ir1 C12 39.0(2) . . ? C2 Ir1 C13 144.3(2) . . ? N1 Ir1 C13 137.5(2) . . ? C15 Ir1 C13 62.7(2) . . ? C16 Ir1 C13 64.2(2) . . ? C12 Ir1 C13 38.7(2) . . ? C2 Ir1 C14 157.5(2) . . ? N1 Ir1 C14 106.9(2) . . ? C15 Ir1 C14 37.5(2) . . ? C16 Ir1 C14 63.8(2) . . ? C12 Ir1 C14 63.5(2) . . ? C13 Ir1 C14 36.5(2) . . ? C2 Ir1 Cl1 87.50(15) . . ? N1 Ir1 Cl1 86.66(12) . . ? C15 Ir1 Cl1 151.89(16) . . ? C16 Ir1 Cl1 143.52(18) . . ? C12 Ir1 Cl1 105.49(16) . . ? C13 Ir1 Cl1 92.74(16) . . ? C14 Ir1 Cl1 114.44(16) . . ? C2 C1 C3 121.0(5) . 3_656 ? C1 C2 C3 116.1(5) . . ? C1 C2 Ir1 128.9(4) . . ? C3 C2 Ir1 115.0(4) . . ? C2 C3 C1 122.9(5) . 3_656 ? C2 C3 C4 114.0(5) . . ? C1 C3 C4 123.1(5) 3_656 . ? N1 C4 C3 117.1(5) . . ? C10 C5 C6 119.2(5) . . ? C10 C5 N1 121.5(5) . . ? C6 C5 N1 119.3(5) . . ? C4 N1 C5 119.8(5) . . ? C4 N1 Ir1 115.8(4) . . ? C5 N1 Ir1 124.4(4) . . ? C7 C6 C5 120.3(6) . . ? C6 C7 C8 120.0(5) . . ? O1 C8 C7 115.4(5) . . ? O1 C8 C9 124.2(6) . . ? C7 C8 C9 120.4(5) . . ? C10 C9 C8 118.9(6) . . ? C5 C10 C9 121.3(5) . . ? C8 O1 C11 118.8(5) . . ? C16 C12 C13 107.2(5) . . ? C16 C12 C17 127.0(6) . . ? C13 C12 C17 125.5(5) . . ? C16 C12 Ir1 70.3(3) . . ? C13 C12 Ir1 73.5(3) . . ? C17 C12 Ir1 126.2(4) . . ? C14 C13 C12 108.5(5) . . ? C14 C13 C18 127.0(6) . . ? C12 C13 C18 124.5(6) . . ? C14 C13 Ir1 72.6(3) . . ? C12 C13 Ir1 67.7(3) . . ? C18 C13 Ir1 126.5(4) . . ? C13 C14 C15 107.8(5) . . ? C13 C14 C19 126.1(6) . . ? C15 C14 C19 126.0(6) . . ? C13 C14 Ir1 71.0(3) . . ? C15 C14 Ir1 67.1(3) . . ? C19 C14 Ir1 130.0(4) . . ? C14 C15 C16 109.7(5) . . ? C14 C15 C20 124.3(6) . . ? C16 C15 C20 125.6(5) . . ? C14 C15 Ir1 75.4(3) . . ? C16 C15 Ir1 70.7(3) . . ? C20 C15 Ir1 126.1(4) . . ? C15 C16 C12 106.6(5) . . ? C15 C16 C21 127.6(6) . . ? C12 C16 C21 125.6(6) . . ? C15 C16 Ir1 70.4(3) . . ? C12 C16 Ir1 70.7(3) . . ? C21 C16 Ir1 127.5(4) . . ? Cl3 C22 Cl2 109.0(5) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.01 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.934 _refine_diff_density_min -1.464 _refine_diff_density_rms 0.150 # Attachment 'Complex_1a.cif' data_Complex_1a _database_code_depnum_ccdc_archive 'CCDC 744136' #TrackingRef 'Complex_1a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C92 H96 F12 Ir4 N8 O12 S4' _chemical_formula_weight 2630.81 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.826(15) _cell_length_b 18.632(8) _cell_length_c 19.427(9) _cell_angle_alpha 90.00 _cell_angle_beta 109.080(7) _cell_angle_gamma 90.00 _cell_volume 11571(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 993 _cell_measurement_theta_min 2.452 _cell_measurement_theta_max 26.827 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5120 _exptl_absorpt_coefficient_mu 4.729 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6007 _exptl_absorpt_correction_T_max 0.7645 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 4.23 _diffrn_reflns_number 23505 _diffrn_reflns_av_R_equivalents 0.0982 _diffrn_reflns_av_sigmaI/netI 0.1700 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 25.01 _reflns_number_total 10174 _reflns_number_gt 4507 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0533P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10174 _refine_ls_number_parameters 568 _refine_ls_number_restraints 67 _refine_ls_R_factor_all 0.1173 _refine_ls_R_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.1275 _refine_ls_wR_factor_gt 0.1144 _refine_ls_goodness_of_fit_ref 0.758 _refine_ls_restrained_S_all 0.780 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.107878(15) 0.14141(3) 0.42860(3) 0.05551(17) Uani 1 1 d . . . Ir2 Ir 0.265606(16) 0.16533(3) 0.27279(3) 0.05637(17) Uani 1 1 d . . . N1 N 0.1428(3) 0.0463(5) 0.4586(5) 0.055(3) Uani 1 1 d . . . N2 N 0.2255(3) 0.2502(5) 0.2308(5) 0.057(3) Uani 1 1 d . . . N3 N 0.1511(3) 0.1951(6) 0.5157(6) 0.059(3) Uani 1 1 d . . . N4 N 0.2011(3) 0.2710(5) 0.6352(6) 0.060(3) Uani 1 1 d . . . C1 C 0.1517(4) 0.1554(6) 0.3798(6) 0.056(3) Uani 1 1 d . . . C2 C 0.1823(4) 0.0986(7) 0.3950(6) 0.061(3) Uani 1 1 d . . . C3 C 0.2163(4) 0.0993(7) 0.3669(7) 0.063(4) Uani 1 1 d . . . H3 H 0.2361 0.0627 0.3793 0.076 Uiso 1 1 calc R . . C4 C 0.2202(3) 0.1535(6) 0.3221(6) 0.048(3) Uani 1 1 d . . . C5 C 0.1905(4) 0.2072(6) 0.3073(6) 0.050(3) Uani 1 1 d . . . C6 C 0.1576(4) 0.2095(6) 0.3362(6) 0.052(3) Uani 1 1 d . . . H6 H 0.1393 0.2484 0.3257 0.062 Uiso 1 1 calc R . . C7 C 0.1742(4) 0.0403(6) 0.4362(6) 0.060(3) Uani 1 1 d . . . H7 H 0.1911 -0.0003 0.4463 0.072 Uiso 1 1 calc R . . C8 C 0.1303(4) -0.0151(8) 0.4900(7) 0.066(4) Uani 1 1 d . . . C9 C 0.1282(4) -0.0823(8) 0.4594(9) 0.087(5) Uani 1 1 d . . . H9 H 0.1356 -0.0885 0.4177 0.105 Uiso 1 1 calc R . . C10 C 0.1149(6) -0.1411(10) 0.4909(11) 0.124(7) Uani 1 1 d . . . H10 H 0.1137 -0.1859 0.4693 0.148 Uiso 1 1 calc R . . C11 C 0.1038(7) -0.1355(11) 0.5516(15) 0.150(10) Uani 1 1 d . . . H11 H 0.0943 -0.1755 0.5701 0.180 Uiso 1 1 calc R . . C12 C 0.1067(5) -0.0715(12) 0.5848(11) 0.126(7) Uani 1 1 d . . . H12 H 0.1017 -0.0673 0.6290 0.151 Uiso 1 1 calc R . . C13 C 0.1176(4) -0.0095(8) 0.5501(9) 0.087(5) Uani 1 1 d . . . H13 H 0.1161 0.0358 0.5692 0.104 Uiso 1 1 calc R . . C14 C 0.1953(4) 0.2600(6) 0.2556(7) 0.058(3) Uani 1 1 d . . . H14 H 0.1773 0.2990 0.2413 0.069 Uiso 1 1 calc R . . C15 C 0.2247(5) 0.2964(7) 0.1709(8) 0.072(4) Uani 1 1 d . . . C16 C 0.1892(5) 0.3116(8) 0.1136(8) 0.091(5) Uani 1 1 d . . . H16 H 0.1641 0.2930 0.1154 0.109 Uiso 1 1 calc R . . C17 C 0.1880(8) 0.3500(11) 0.0572(12) 0.144(10) Uani 1 1 d . . . H17 H 0.1629 0.3571 0.0197 0.173 Uiso 1 1 calc R . . C18 C 0.2225(10) 0.3783(10) 0.0541(11) 0.138(10) Uani 1 1 d . . . H18 H 0.2214 0.4070 0.0143 0.166 Uiso 1 1 calc R . . C19 C 0.2614(7) 0.3677(8) 0.1082(11) 0.111(6) Uani 1 1 d . . . H19 H 0.2858 0.3874 0.1041 0.133 Uiso 1 1 calc R . . C20 C 0.2621(5) 0.3249(7) 0.1706(9) 0.090(5) Uani 1 1 d . . . H20 H 0.2868 0.3169 0.2089 0.108 Uiso 1 1 calc R . . C21 C 0.1734(6) 0.1651(9) 0.5774(10) 0.125(7) Uani 1 1 d . . . H21 H 0.1720 0.1155 0.5815 0.150 Uiso 1 1 calc R . . C22 C 0.1987(5) 0.2030(9) 0.6366(8) 0.109(6) Uani 1 1 d . . . H22 H 0.2143 0.1783 0.6782 0.131 Uiso 1 1 calc R . . C23 C 0.1830(6) 0.2994(9) 0.5725(8) 0.126(8) Uani 1 1 d . . . H23 H 0.1869 0.3481 0.5662 0.152 Uiso 1 1 calc R . . C24 C 0.1585(6) 0.2614(8) 0.5156(8) 0.134(8) Uani 1 1 d . . . H24 H 0.1459 0.2862 0.4724 0.161 Uiso 1 1 calc R . . C25 C 0.0447(4) 0.1206(10) 0.4394(9) 0.086(5) Uani 1 1 d . . . C26 C 0.0483(4) 0.0924(8) 0.3731(9) 0.079(4) Uani 1 1 d . . . C27 C 0.0550(4) 0.1499(9) 0.3306(8) 0.078(4) Uani 1 1 d . . . C28 C 0.0585(4) 0.2144(9) 0.3706(9) 0.083(4) Uani 1 1 d . . . C29 C 0.0515(5) 0.1972(10) 0.4374(9) 0.089(5) Uani 1 1 d . . . C30 C 0.0290(5) 0.0839(10) 0.4930(10) 0.147(8) Uani 1 1 d . . . H30A H 0.0322 0.0329 0.4895 0.221 Uiso 1 1 calc R . . H30B H 0.0000 0.0952 0.4830 0.221 Uiso 1 1 calc R . . H30C H 0.0447 0.0997 0.5413 0.221 Uiso 1 1 calc R . . C31 C 0.0399(5) 0.0160(9) 0.3485(9) 0.140(7) Uani 1 1 d . . . H31A H 0.0653 -0.0056 0.3466 0.210 Uiso 1 1 calc R . . H31B H 0.0191 0.0147 0.3010 0.210 Uiso 1 1 calc R . . H31C H 0.0299 -0.0099 0.3822 0.210 Uiso 1 1 calc R . . C32 C 0.0576(5) 0.1451(9) 0.2528(8) 0.118(6) Uani 1 1 d . . . H32A H 0.0304 0.1532 0.2179 0.177 Uiso 1 1 calc R . . H32B H 0.0673 0.0983 0.2453 0.177 Uiso 1 1 calc R . . H32C H 0.0766 0.1808 0.2468 0.177 Uiso 1 1 calc R . . C33 C 0.0603(5) 0.2903(8) 0.3429(9) 0.112(6) Uani 1 1 d . . . H33A H 0.0331 0.3119 0.3305 0.168 Uiso 1 1 calc R . . H33B H 0.0690 0.2888 0.3006 0.168 Uiso 1 1 calc R . . H33C H 0.0799 0.3182 0.3803 0.168 Uiso 1 1 calc R . . C34 C 0.0514(6) 0.2487(10) 0.4975(10) 0.162(8) Uani 1 1 d . . . H34A H 0.0779 0.2728 0.5150 0.243 Uiso 1 1 calc R . . H34B H 0.0467 0.2225 0.5367 0.243 Uiso 1 1 calc R . . H34C H 0.0295 0.2834 0.4790 0.243 Uiso 1 1 calc R . . C35 C 0.2962(6) 0.0643(8) 0.2817(8) 0.084(5) Uani 1 1 d . . . C36 C 0.3232(6) 0.1166(8) 0.2602(9) 0.087(5) Uani 1 1 d . . . C37 C 0.2997(5) 0.1444(7) 0.1908(7) 0.068(4) Uani 1 1 d . . . C38 C 0.2584(5) 0.1095(8) 0.1725(8) 0.076(4) Uani 1 1 d . . . C39 C 0.2564(6) 0.0595(8) 0.2256(8) 0.081(5) Uani 1 1 d . . . C40 C 0.3123(5) 0.0105(8) 0.3470(9) 0.118(6) Uani 1 1 d . . . H40A H 0.2890 -0.0141 0.3540 0.177 Uiso 1 1 calc R . . H40B H 0.3272 0.0364 0.3905 0.177 Uiso 1 1 calc R . . H40C H 0.3308 -0.0239 0.3365 0.177 Uiso 1 1 calc R . . C41 C 0.3699(5) 0.1340(9) 0.3045(10) 0.124(6) Uani 1 1 d . . . H41A H 0.3880 0.1068 0.2851 0.185 Uiso 1 1 calc R . . H41B H 0.3755 0.1214 0.3547 0.185 Uiso 1 1 calc R . . H41C H 0.3750 0.1843 0.3008 0.185 Uiso 1 1 calc R . . C42 C 0.3159(5) 0.1906(7) 0.1437(7) 0.093(5) Uani 1 1 d . . . H42A H 0.3408 0.2148 0.1731 0.140 Uiso 1 1 calc R . . H42B H 0.2951 0.2254 0.1195 0.140 Uiso 1 1 calc R . . H42C H 0.3224 0.1615 0.1080 0.140 Uiso 1 1 calc R . . C43 C 0.2237(5) 0.1215(9) 0.1019(8) 0.115(6) Uani 1 1 d . . . H43A H 0.2292 0.0945 0.0640 0.172 Uiso 1 1 calc R . . H43B H 0.2220 0.1716 0.0898 0.172 Uiso 1 1 calc R . . H43C H 0.1977 0.1061 0.1068 0.172 Uiso 1 1 calc R . . C44 C 0.2231(5) 0.0094(8) 0.2179(9) 0.117(7) Uani 1 1 d . . . H44A H 0.1989 0.0345 0.2209 0.175 Uiso 1 1 calc R . . H44B H 0.2317 -0.0257 0.2561 0.175 Uiso 1 1 calc R . . H44C H 0.2163 -0.0141 0.1715 0.175 Uiso 1 1 calc R . . S1 S 0.2144(3) 0.5858(6) 0.8939(7) 0.281(9) Uiso 0.615(15) 1 d PD A 1 C45 C 0.1690(3) 0.5540(6) 0.8880(6) 0.150(7) Uiso 0.615(15) 1 d PD A 1 O1 O 0.2452(4) 0.5345(7) 0.9328(9) 0.244(8) Uiso 0.615(15) 1 d PD A 1 O2 O 0.2134(7) 0.5941(11) 0.8192(7) 0.270(16) Uiso 0.615(15) 1 d PD A 1 O3 O 0.2184(5) 0.6527(6) 0.9319(9) 0.233(8) Uiso 0.615(15) 1 d PD A 1 F1 F 0.1533(5) 0.4889(7) 0.8638(9) 0.304(9) Uiso 0.615(15) 1 d PD A 1 F2 F 0.1586(6) 0.5532(11) 0.9537(8) 0.250(13) Uiso 0.615(15) 1 d PD A 1 F3 F 0.1330(4) 0.5972(9) 0.8573(11) 0.363(11) Uiso 0.615(15) 1 d PD A 1 S1' S 0.2124(4) 0.5770(7) 0.9443(8) 0.188(10) Uiso 0.385(15) 1 d PD A 2 C45' C 0.1690(3) 0.5540(6) 0.8880(6) 0.150(7) Uiso 0.385(15) 1 d PD A 2 O1' O 0.2452(4) 0.5345(7) 0.9328(9) 0.244(8) Uiso 0.385(15) 1 d PD A 2 O3' O 0.2184(5) 0.6527(6) 0.9319(9) 0.233(8) Uiso 0.385(15) 1 d PD A 2 O2' O 0.2064(9) 0.5592(15) 1.0118(10) 0.21(2) Uiso 0.385(15) 1 d PD A 2 F1' F 0.1533(5) 0.4889(7) 0.8638(9) 0.304(9) Uiso 0.385(15) 1 d PD A 2 F3' F 0.1330(4) 0.5972(9) 0.8573(11) 0.363(11) Uiso 0.385(15) 1 d PD A 2 F2' F 0.1708(9) 0.5688(15) 0.8130(9) 0.223(18) Uiso 0.385(15) 1 d PD A 2 S2 S 0.1122(2) 0.8890(5) 0.2337(4) 0.195(3) Uani 0.50(2) 1 d PD B 3 C46 C 0.0688(5) 0.8413(10) 0.2301(11) 0.35(2) Uiso 0.50(2) 1 d PD B 3 O4 O 0.1174(9) 0.8780(16) 0.1660(8) 0.186(15) Uiso 0.50(2) 1 d PD B 3 O5 O 0.1107(12) 0.9596(9) 0.2592(18) 0.26(2) Uiso 0.50(2) 1 d PD B 3 O6 O 0.1362(9) 0.8398(15) 0.2904(12) 0.200(17) Uiso 0.50(2) 1 d PD B 3 F4 F 0.0567(8) 0.8491(14) 0.2932(12) 0.138(10) Uiso 0.50(2) 1 d PD B 3 F5 F 0.0330(9) 0.872(2) 0.178(2) 0.31(2) Uiso 0.50(2) 1 d PD B 3 F6 F 0.0636(11) 0.7687(11) 0.212(2) 0.223(16) Uiso 0.50(2) 1 d PD B 3 S2' S 0.1122(2) 0.8890(5) 0.2337(4) 0.195(3) Uani 0.50(2) 1 d PD B 4 C46' C 0.0688(5) 0.8413(10) 0.2301(11) 0.35(2) Uiso 0.50(2) 1 d PD B 4 O4' O 0.0865(9) 0.9470(14) 0.1931(18) 0.209(17) Uiso 0.50(2) 1 d PD B 4 O5' O 0.1398(10) 0.903(2) 0.3038(13) 0.25(2) Uiso 0.50(2) 1 d PD B 4 O6' O 0.1211(12) 0.8353(19) 0.184(2) 0.26(2) Uiso 0.50(2) 1 d PD B 4 F4' F 0.0852(11) 0.7836(17) 0.281(2) 0.30(2) Uiso 0.50(2) 1 d PD B 4 F5' F 0.0422(10) 0.8741(17) 0.262(2) 0.222(16) Uiso 0.50(2) 1 d PD B 4 F6' F 0.0395(11) 0.816(3) 0.1681(16) 0.30(2) Uiso 0.50(2) 1 d PD B 4 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 0.0468(3) 0.0634(3) 0.0545(3) -0.0001(3) 0.0142(2) -0.0075(3) Ir2 0.0629(4) 0.0606(3) 0.0501(3) -0.0092(3) 0.0245(3) -0.0070(3) N1 0.070(8) 0.058(6) 0.041(6) -0.006(5) 0.022(6) -0.019(6) N2 0.079(8) 0.056(6) 0.043(6) -0.005(5) 0.030(6) -0.007(6) N3 0.065(7) 0.064(7) 0.045(7) 0.004(6) 0.015(6) -0.011(6) N4 0.075(8) 0.040(6) 0.076(8) -0.007(6) 0.039(7) -0.013(5) C1 0.064(9) 0.044(8) 0.053(8) -0.004(6) 0.012(7) -0.004(6) C2 0.075(10) 0.061(9) 0.048(8) -0.001(7) 0.022(7) -0.013(8) C3 0.050(9) 0.064(8) 0.075(9) -0.016(8) 0.020(7) 0.011(7) C4 0.047(8) 0.058(8) 0.036(7) -0.001(6) 0.011(6) -0.018(6) C5 0.055(9) 0.048(8) 0.041(7) -0.002(6) 0.008(6) -0.001(6) C6 0.063(9) 0.050(7) 0.040(7) 0.005(6) 0.013(7) 0.000(6) C7 0.086(11) 0.057(8) 0.049(8) -0.011(7) 0.039(8) -0.005(7) C8 0.068(10) 0.077(10) 0.063(9) -0.003(8) 0.035(8) -0.005(8) C9 0.070(11) 0.085(11) 0.112(13) -0.011(10) 0.036(9) -0.018(8) C10 0.119(16) 0.112(15) 0.153(19) 0.029(14) 0.064(14) -0.035(12) C11 0.18(2) 0.075(13) 0.22(3) 0.048(16) 0.10(2) -0.017(14) C12 0.087(14) 0.153(18) 0.145(18) 0.064(17) 0.046(12) -0.005(14) C13 0.059(10) 0.086(11) 0.123(14) 0.011(10) 0.040(10) 0.004(8) C14 0.063(9) 0.045(7) 0.059(9) -0.002(7) 0.012(7) -0.003(6) C15 0.094(12) 0.074(10) 0.068(10) -0.002(8) 0.053(10) -0.009(9) C16 0.104(14) 0.117(13) 0.046(9) 0.015(9) 0.016(10) -0.009(10) C17 0.18(2) 0.16(2) 0.098(17) -0.004(15) 0.060(17) -0.056(17) C18 0.24(3) 0.092(15) 0.081(14) 0.041(12) 0.057(19) 0.092(18) C19 0.17(2) 0.085(12) 0.131(16) 0.008(12) 0.126(16) 0.004(12) C20 0.132(15) 0.057(9) 0.100(12) -0.002(9) 0.066(11) -0.004(9) C21 0.19(2) 0.084(12) 0.088(13) -0.029(12) 0.033(14) -0.061(13) C22 0.155(17) 0.074(12) 0.062(11) 0.004(9) -0.016(10) 0.004(11) C23 0.20(2) 0.089(12) 0.053(10) 0.027(10) -0.009(12) -0.072(12) C24 0.25(2) 0.067(11) 0.049(10) 0.009(8) -0.004(12) -0.082(13) C25 0.050(9) 0.113(14) 0.097(13) 0.015(11) 0.025(9) -0.013(9) C26 0.058(10) 0.080(11) 0.086(12) 0.004(10) 0.007(9) -0.015(8) C27 0.053(9) 0.105(13) 0.063(10) -0.009(10) 0.001(7) 0.007(8) C28 0.067(11) 0.105(13) 0.084(12) -0.006(11) 0.034(9) -0.014(9) C29 0.067(11) 0.113(14) 0.081(12) -0.010(11) 0.014(9) 0.012(10) C30 0.065(12) 0.206(19) 0.180(18) 0.129(16) 0.051(12) 0.023(12) C31 0.092(15) 0.144(17) 0.139(16) -0.001(14) -0.024(11) -0.042(12) C32 0.074(12) 0.171(17) 0.085(12) -0.011(12) -0.005(9) -0.002(11) C33 0.092(13) 0.085(12) 0.160(17) 0.025(11) 0.042(12) 0.002(9) C34 0.15(2) 0.19(2) 0.146(18) -0.034(16) 0.051(15) 0.063(16) C35 0.120(14) 0.083(11) 0.060(10) 0.010(9) 0.047(10) 0.008(10) C36 0.132(16) 0.072(10) 0.083(12) -0.013(9) 0.069(12) 0.012(10) C37 0.096(12) 0.072(9) 0.053(9) -0.014(8) 0.047(9) 0.009(9) C38 0.084(12) 0.077(10) 0.069(10) -0.018(9) 0.026(9) 0.013(9) C39 0.139(16) 0.073(10) 0.041(9) -0.006(8) 0.043(10) 0.002(10) C40 0.157(18) 0.097(12) 0.125(15) 0.010(11) 0.079(14) 0.023(11) C41 0.060(12) 0.164(16) 0.156(17) 0.021(13) 0.048(12) 0.008(11) C42 0.110(13) 0.098(11) 0.088(11) -0.010(9) 0.056(10) -0.021(9) C43 0.109(14) 0.147(15) 0.083(12) -0.048(11) 0.022(11) -0.013(12) C44 0.138(16) 0.089(11) 0.157(17) -0.070(11) 0.096(14) -0.060(11) S2 0.143(6) 0.310(11) 0.157(6) 0.047(7) 0.081(5) 0.034(7) S2' 0.143(6) 0.310(11) 0.157(6) 0.047(7) 0.081(5) 0.034(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 2.021(12) . ? Ir1 N3 2.093(10) . ? Ir1 N1 2.103(10) . ? Ir1 C27 2.149(13) . ? Ir1 C26 2.154(14) . ? Ir1 C28 2.164(16) . ? Ir1 C29 2.227(15) . ? Ir1 C25 2.249(13) . ? Ir2 N2 2.069(10) . ? Ir2 C4 2.070(11) . ? Ir2 C35 2.127(15) . ? Ir2 N4 2.134(10) 7_556 ? Ir2 C38 2.151(13) . ? Ir2 C39 2.154(14) . ? Ir2 C36 2.232(15) . ? Ir2 C37 2.286(11) . ? N1 C7 1.280(13) . ? N1 C8 1.425(14) . ? N2 C14 1.277(13) . ? N2 C15 1.441(15) . ? N3 C24 1.260(14) . ? N3 C21 1.314(19) . ? N4 C22 1.269(15) . ? N4 C23 1.286(15) . ? N4 Ir2 2.134(10) 7_556 ? C1 C6 1.371(13) . ? C1 C2 1.441(15) . ? C2 C3 1.426(15) . ? C2 C7 1.427(15) . ? C3 C4 1.366(14) . ? C4 C5 1.382(14) . ? C5 C6 1.402(14) . ? C5 C14 1.452(15) . ? C8 C13 1.372(16) . ? C8 C9 1.376(16) . ? C9 C10 1.398(19) . ? C10 C11 1.35(3) . ? C11 C12 1.34(2) . ? C12 C13 1.445(19) . ? C15 C16 1.373(18) . ? C15 C20 1.374(18) . ? C16 C17 1.30(2) . ? C17 C18 1.30(3) . ? C18 C19 1.40(2) . ? C19 C20 1.445(19) . ? C21 C22 1.383(19) . ? C23 C24 1.346(18) . ? C25 C26 1.432(19) . ? C25 C29 1.45(2) . ? C25 C30 1.481(18) . ? C26 C27 1.415(18) . ? C26 C31 1.499(19) . ? C27 C28 1.415(18) . ? C27 C32 1.545(18) . ? C28 C29 1.429(18) . ? C28 C33 1.521(18) . ? C29 C34 1.51(2) . ? C35 C39 1.43(2) . ? C35 C36 1.485(19) . ? C35 C40 1.569(18) . ? C36 C37 1.421(19) . ? C36 C41 1.57(2) . ? C37 C38 1.475(18) . ? C37 C42 1.487(16) . ? C38 C39 1.409(17) . ? C38 C43 1.502(19) . ? C39 C44 1.432(18) . ? S1 O3 1.432(8) . ? S1 O1 1.435(8) . ? S1 O2 1.448(8) . ? S1 C45 1.616(8) . ? C45 F1 1.346(9) . ? C45 F3 1.416(7) . ? C45 F2 1.430(7) . ? S1' O2' 1.431(12) . ? S2 O4 1.398(9) . ? S2 O5 1.413(9) . ? S2 O6 1.459(9) . ? S2 C46 1.699(10) . ? C46 F6 1.392(10) . ? C46 F5 1.420(10) . ? C46 F4 1.422(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 N3 83.8(4) . . ? C1 Ir1 N1 78.9(4) . . ? N3 Ir1 N1 89.9(4) . . ? C1 Ir1 C27 95.8(5) . . ? N3 Ir1 C27 147.1(6) . . ? N1 Ir1 C27 122.5(5) . . ? C1 Ir1 C26 122.0(6) . . ? N3 Ir1 C26 154.0(5) . . ? N1 Ir1 C26 97.5(5) . . ? C27 Ir1 C26 38.4(5) . . ? C1 Ir1 C28 103.6(5) . . ? N3 Ir1 C28 109.7(5) . . ? N1 Ir1 C28 160.4(5) . . ? C27 Ir1 C28 38.3(5) . . ? C26 Ir1 C28 64.4(6) . . ? C1 Ir1 C29 138.9(6) . . ? N3 Ir1 C29 96.0(5) . . ? N1 Ir1 C29 142.1(6) . . ? C27 Ir1 C29 63.2(6) . . ? C26 Ir1 C29 63.4(6) . . ? C28 Ir1 C29 38.0(5) . . ? C1 Ir1 C25 158.7(6) . . ? N3 Ir1 C25 116.1(5) . . ? N1 Ir1 C25 107.0(5) . . ? C27 Ir1 C25 63.6(6) . . ? C26 Ir1 C25 37.9(5) . . ? C28 Ir1 C25 64.0(5) . . ? C29 Ir1 C25 37.8(5) . . ? N2 Ir2 C4 76.9(4) . . ? N2 Ir2 C35 161.2(5) . . ? C4 Ir2 C35 106.4(5) . . ? N2 Ir2 N4 90.2(4) . 7_556 ? C4 Ir2 N4 86.5(4) . 7_556 ? C35 Ir2 N4 108.3(6) . 7_556 ? N2 Ir2 C38 98.4(5) . . ? C4 Ir2 C38 119.1(5) . . ? C35 Ir2 C38 63.5(5) . . ? N4 Ir2 C38 154.2(5) 7_556 . ? N2 Ir2 C39 123.1(5) . . ? C4 Ir2 C39 94.2(5) . . ? C35 Ir2 C39 39.1(5) . . ? N4 Ir2 C39 146.0(5) 7_556 . ? C38 Ir2 C39 38.2(5) . . ? N2 Ir2 C36 138.6(5) . . ? C4 Ir2 C36 144.3(5) . . ? C35 Ir2 C36 39.7(5) . . ? N4 Ir2 C36 94.4(5) 7_556 . ? C38 Ir2 C36 63.2(6) . . ? C39 Ir2 C36 65.9(6) . . ? N2 Ir2 C37 105.8(5) . . ? C4 Ir2 C37 157.5(5) . . ? C35 Ir2 C37 64.1(5) . . ? N4 Ir2 C37 115.5(5) 7_556 . ? C38 Ir2 C37 38.7(5) . . ? C39 Ir2 C37 65.3(5) . . ? C36 Ir2 C37 36.6(5) . . ? C7 N1 C8 118.1(11) . . ? C7 N1 Ir1 115.7(8) . . ? C8 N1 Ir1 125.3(8) . . ? C14 N2 C15 114.4(11) . . ? C14 N2 Ir2 117.6(8) . . ? C15 N2 Ir2 127.7(8) . . ? C24 N3 C21 111.3(13) . . ? C24 N3 Ir1 123.6(10) . . ? C21 N3 Ir1 125.1(10) . . ? C22 N4 C23 114.7(13) . . ? C22 N4 Ir2 123.8(10) . 7_556 ? C23 N4 Ir2 121.4(10) . 7_556 ? C6 C1 C2 115.4(11) . . ? C6 C1 Ir1 131.3(9) . . ? C2 C1 Ir1 113.3(8) . . ? C3 C2 C7 123.2(12) . . ? C3 C2 C1 121.9(11) . . ? C7 C2 C1 114.8(11) . . ? C4 C3 C2 120.6(11) . . ? C3 C4 C5 116.9(11) . . ? C3 C4 Ir2 127.9(9) . . ? C5 C4 Ir2 115.2(8) . . ? C4 C5 C6 123.9(11) . . ? C4 C5 C14 113.4(11) . . ? C6 C5 C14 122.7(11) . . ? C1 C6 C5 121.2(11) . . ? N1 C7 C2 117.1(12) . . ? C13 C8 C9 116.8(13) . . ? C13 C8 N1 121.4(13) . . ? C9 C8 N1 121.7(12) . . ? C8 C9 C10 120.2(15) . . ? C11 C10 C9 122.7(19) . . ? C12 C11 C10 119.4(19) . . ? C11 C12 C13 118.4(19) . . ? C8 C13 C12 122.2(16) . . ? N2 C14 C5 116.6(11) . . ? C16 C15 C20 118.5(14) . . ? C16 C15 N2 124.0(14) . . ? C20 C15 N2 117.4(15) . . ? C17 C16 C15 125.2(18) . . ? C16 C17 C18 119(2) . . ? C17 C18 C19 123(2) . . ? C18 C19 C20 117.3(17) . . ? C15 C20 C19 117.1(16) . . ? N3 C21 C22 123.8(15) . . ? N4 C22 C21 121.2(15) . . ? N4 C23 C24 122.3(14) . . ? N3 C24 C23 125.8(14) . . ? C26 C25 C29 106.0(14) . . ? C26 C25 C30 128.2(17) . . ? C29 C25 C30 124.8(18) . . ? C26 C25 Ir1 67.4(8) . . ? C29 C25 Ir1 70.3(8) . . ? C30 C25 Ir1 135.7(10) . . ? C27 C26 C25 109.0(14) . . ? C27 C26 C31 125.6(16) . . ? C25 C26 C31 124.8(16) . . ? C27 C26 Ir1 70.6(8) . . ? C25 C26 Ir1 74.7(8) . . ? C31 C26 Ir1 127.6(11) . . ? C28 C27 C26 108.8(14) . . ? C28 C27 C32 124.4(15) . . ? C26 C27 C32 126.7(15) . . ? C28 C27 Ir1 71.4(8) . . ? C26 C27 Ir1 71.0(8) . . ? C32 C27 Ir1 124.5(9) . . ? C27 C28 C29 107.4(14) . . ? C27 C28 C33 127.0(15) . . ? C29 C28 C33 124.5(16) . . ? C27 C28 Ir1 70.3(8) . . ? C29 C28 Ir1 73.4(9) . . ? C33 C28 Ir1 130.9(10) . . ? C28 C29 C25 108.7(15) . . ? C28 C29 C34 127.0(17) . . ? C25 C29 C34 124.3(17) . . ? C28 C29 Ir1 68.6(9) . . ? C25 C29 Ir1 71.9(8) . . ? C34 C29 Ir1 125.0(11) . . ? C39 C35 C36 109.8(14) . . ? C39 C35 C40 124.6(14) . . ? C36 C35 C40 124.3(16) . . ? C39 C35 Ir2 71.5(9) . . ? C36 C35 Ir2 73.9(8) . . ? C40 C35 Ir2 131.6(9) . . ? C37 C36 C35 107.6(15) . . ? C37 C36 C41 126.6(14) . . ? C35 C36 C41 125.7(15) . . ? C37 C36 Ir2 73.7(9) . . ? C35 C36 Ir2 66.3(8) . . ? C41 C36 Ir2 128.1(10) . . ? C36 C37 C38 105.0(13) . . ? C36 C37 C42 126.3(15) . . ? C38 C37 C42 128.2(14) . . ? C36 C37 Ir2 69.6(8) . . ? C38 C37 Ir2 65.7(7) . . ? C42 C37 Ir2 134.6(9) . . ? C39 C38 C37 112.6(14) . . ? C39 C38 C43 123.8(16) . . ? C37 C38 C43 123.4(15) . . ? C39 C38 Ir2 71.0(8) . . ? C37 C38 Ir2 75.6(7) . . ? C43 C38 Ir2 125.4(10) . . ? C38 C39 C44 125.4(16) . . ? C38 C39 C35 104.9(14) . . ? C44 C39 C35 129.2(15) . . ? C38 C39 Ir2 70.8(8) . . ? C44 C39 Ir2 129.8(10) . . ? C35 C39 Ir2 69.4(8) . . ? O3 S1 O1 112.3(8) . . ? O3 S1 O2 113.1(8) . . ? O1 S1 O2 112.0(8) . . ? O3 S1 C45 106.4(7) . . ? O1 S1 C45 107.6(8) . . ? O2 S1 C45 105.0(9) . . ? F1 C45 F3 100.3(8) . . ? F1 C45 F2 96.8(8) . . ? F3 C45 F2 87.4(8) . . ? F1 C45 S1 127.7(8) . . ? F3 C45 S1 119.1(8) . . ? F2 C45 S1 116.5(8) . . ? O4 S2 O5 119.8(10) . . ? O4 S2 O6 114.2(9) . . ? O5 S2 O6 113.3(9) . . ? O4 S2 C46 104.9(15) . . ? O5 S2 C46 111.7(16) . . ? O6 S2 C46 87.9(15) . . ? F6 C46 F5 102(2) . . ? F6 C46 F4 105.3(18) . . ? F5 C46 F4 99(2) . . ? F6 C46 S2 123.8(16) . . ? F5 C46 S2 110.0(18) . . ? F4 C46 S2 113.6(14) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.007 _refine_diff_density_min -0.673 _refine_diff_density_rms 0.147 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.000 0.517 1476 821 ' ' 2 0.000 0.500 0.915 1476 821 ' ' # end data_Complex_1b _database_code_depnum_ccdc_archive 'CCDC 744137' #TrackingRef 'Complex_1a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C98 H112 F12 Ir4 N8 O18 S4' _chemical_formula_weight 2815.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 17.03(3) _cell_length_b 18.63(3) _cell_length_c 17.40(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.60(2) _cell_angle_gamma 90.00 _cell_volume 5020(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1023 _cell_measurement_theta_min 2.531 _cell_measurement_theta_max 24.272 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.862 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2760 _exptl_absorpt_coefficient_mu 5.462 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6112 _exptl_absorpt_correction_T_max 0.7352 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 6.33 _diffrn_reflns_number 20681 _diffrn_reflns_av_R_equivalents 0.1283 _diffrn_reflns_av_sigmaI/netI 0.2068 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 25.01 _reflns_number_total 8812 _reflns_number_gt 4196 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0369P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8812 _refine_ls_number_parameters 663 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1298 _refine_ls_R_factor_gt 0.0568 _refine_ls_wR_factor_ref 0.1194 _refine_ls_wR_factor_gt 0.1036 _refine_ls_goodness_of_fit_ref 0.782 _refine_ls_restrained_S_all 0.782 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.54271(3) 0.86367(3) 0.75057(3) 0.03747(17) Uani 1 1 d . . . Ir2 Ir 0.21944(3) 1.08740(3) 0.48632(3) 0.03807(17) Uani 1 1 d . . . N1 N 0.4662(6) 0.7994(6) 0.6495(6) 0.035(3) Uani 1 1 d . . . N2 N 0.3096(7) 1.1552(6) 0.5721(7) 0.042(3) Uani 1 1 d . . . N3 N 0.2886(6) 1.0977(5) 0.4124(6) 0.033(3) Uani 1 1 d . . . N4 N 0.3827(6) 1.1164(5) 0.3154(6) 0.037(3) Uani 1 1 d . . . C1 C 0.4520(8) 0.9342(7) 0.6769(8) 0.038(4) Uani 1 1 d . . . C2 C 0.4462(7) 1.0076(7) 0.6839(8) 0.038(4) Uani 1 1 d . . . H2 H 0.4904 1.0309 0.7281 0.046 Uiso 1 1 calc R . . C3 C 0.3780(7) 1.0485(7) 0.6285(8) 0.035(3) Uani 1 1 d . . . C4 C 0.3102(8) 1.0177(7) 0.5605(8) 0.040(4) Uani 1 1 d . . . C5 C 0.3160(8) 0.9435(7) 0.5493(8) 0.043(4) Uani 1 1 d . . . H5 H 0.2736 0.9206 0.5032 0.052 Uiso 1 1 calc R . . C6 C 0.3850(8) 0.9041(7) 0.6069(8) 0.036(3) Uani 1 1 d . . . C7 C 0.3965(8) 0.8304(7) 0.5958(8) 0.041(4) Uani 1 1 d . . . H7 H 0.3555 0.8048 0.5514 0.049 Uiso 1 1 calc R . . C8 C 0.4828(8) 0.7274(8) 0.6384(8) 0.041(4) Uani 1 1 d . . . C9 C 0.4188(9) 0.6764(9) 0.6130(9) 0.060(5) Uani 1 1 d . . . H9 H 0.3624 0.6895 0.6019 0.072 Uiso 1 1 calc R . . C10 C 0.4380(9) 0.6051(9) 0.6040(9) 0.056(4) Uani 1 1 d . . . H10 H 0.3949 0.5704 0.5882 0.067 Uiso 1 1 calc R . . C11 C 0.5191(11) 0.5870(9) 0.6182(10) 0.061(4) Uani 1 1 d . . . C12 C 0.5845(9) 0.6380(8) 0.6474(8) 0.050(4) Uani 1 1 d . . . H12 H 0.6413 0.6246 0.6604 0.060 Uiso 1 1 calc R . . C13 C 0.5661(9) 0.7056(8) 0.6566(8) 0.050(4) Uani 1 1 d . . . H13 H 0.6105 0.7392 0.6759 0.060 Uiso 1 1 calc R . . C14 C 0.6088(11) 0.4955(9) 0.6106(11) 0.104(7) Uani 1 1 d . . . H14A H 0.6197 0.5203 0.5677 0.156 Uiso 1 1 calc R . . H14B H 0.6077 0.4447 0.6007 0.156 Uiso 1 1 calc R . . H14C H 0.6536 0.5064 0.6651 0.156 Uiso 1 1 calc R . . C15 C 0.3736(8) 1.1237(7) 0.6319(8) 0.040(4) Uani 1 1 d . . . H15 H 0.4151 1.1498 0.6755 0.048 Uiso 1 1 calc R . . C16 C 0.3040(9) 1.2299(8) 0.5758(9) 0.046(4) Uani 1 1 d . . . C17 C 0.3143(9) 1.2629(8) 0.6476(9) 0.054(4) Uani 1 1 d . . . H17 H 0.3276 1.2359 0.6964 0.064 Uiso 1 1 calc R . . C18 C 0.3052(9) 1.3374(8) 0.6506(9) 0.054(4) Uani 1 1 d . . . H18 H 0.3096 1.3594 0.7002 0.064 Uiso 1 1 calc R . . C19 C 0.2899(10) 1.3772(8) 0.5808(12) 0.065(5) Uani 1 1 d . . . C20 C 0.2762(10) 1.3445(9) 0.5066(9) 0.063(5) Uani 1 1 d . . . H20 H 0.2628 1.3717 0.4579 0.075 Uiso 1 1 calc R . . C21 C 0.2822(9) 1.2715(8) 0.5037(9) 0.054(4) Uani 1 1 d . . . H21 H 0.2713 1.2493 0.4524 0.065 Uiso 1 1 calc R . . C22 C 0.2928(12) 1.4876(10) 0.6579(13) 0.115(8) Uani 1 1 d . . . H22A H 0.2421 1.4810 0.6683 0.173 Uiso 1 1 calc R . . H22B H 0.3014 1.5379 0.6521 0.173 Uiso 1 1 calc R . . H22C H 0.3421 1.4684 0.7044 0.173 Uiso 1 1 calc R . . C23 C 0.6293(8) 0.8045(8) 0.8675(8) 0.041(4) Uani 1 1 d . . . C24 C 0.5398(10) 0.7893(8) 0.8489(8) 0.047(4) Uani 1 1 d . . . C25 C 0.4972(10) 0.8533(9) 0.8456(8) 0.048(4) Uani 1 1 d . . . C26 C 0.5591(10) 0.9090(9) 0.8701(8) 0.052(4) Uani 1 1 d . . . C27 C 0.6372(9) 0.8803(8) 0.8797(8) 0.048(4) Uani 1 1 d . . . C28 C 0.6986(10) 0.7514(9) 0.8833(10) 0.096(7) Uani 1 1 d . . . H28A H 0.7438 0.7727 0.8715 0.144 Uiso 1 1 calc R . . H28B H 0.6756 0.7106 0.8473 0.144 Uiso 1 1 calc R . . H28C H 0.7215 0.7365 0.9413 0.144 Uiso 1 1 calc R . . C29 C 0.5037(10) 0.7138(8) 0.8326(10) 0.086(6) Uani 1 1 d . . . H29A H 0.5169 0.6900 0.8855 0.130 Uiso 1 1 calc R . . H29B H 0.5292 0.6877 0.8011 0.130 Uiso 1 1 calc R . . H29C H 0.4422 0.7157 0.8007 0.130 Uiso 1 1 calc R . . C30 C 0.4084(8) 0.8596(9) 0.8368(9) 0.070(5) Uani 1 1 d . . . H30A H 0.3746 0.8209 0.8025 0.105 Uiso 1 1 calc R . . H30B H 0.3846 0.9045 0.8105 0.105 Uiso 1 1 calc R . . H30C H 0.4077 0.8574 0.8916 0.105 Uiso 1 1 calc R . . C31 C 0.5454(11) 0.9845(9) 0.8931(9) 0.084(6) Uani 1 1 d . . . H31A H 0.5693 0.9892 0.9535 0.126 Uiso 1 1 calc R . . H31B H 0.4847 0.9948 0.8699 0.126 Uiso 1 1 calc R . . H31C H 0.5735 1.0177 0.8705 0.126 Uiso 1 1 calc R . . C32 C 0.7210(9) 0.9190(9) 0.9137(9) 0.081(6) Uani 1 1 d . . . H32A H 0.7351 0.9333 0.9709 0.121 Uiso 1 1 calc R . . H32B H 0.7167 0.9607 0.8798 0.121 Uiso 1 1 calc R . . H32C H 0.7654 0.8879 0.9123 0.121 Uiso 1 1 calc R . . C33 C 0.0929(9) 1.0459(10) 0.4004(11) 0.064(5) Uani 1 1 d . . . C34 C 0.0820(8) 1.1220(10) 0.4008(10) 0.058(5) Uani 1 1 d . . . C35 C 0.1028(8) 1.1434(9) 0.4818(10) 0.053(4) Uani 1 1 d . . . C36 C 0.1252(7) 1.0806(9) 0.5332(9) 0.045(4) Uani 1 1 d . . . C37 C 0.1151(8) 1.0208(9) 0.4857(11) 0.051(4) Uani 1 1 d . . . C38 C 0.0733(9) 0.9993(10) 0.3258(10) 0.097(7) Uani 1 1 d . . . H38A H 0.0788 0.9499 0.3429 0.146 Uiso 1 1 calc R . . H38B H 0.1130 1.0095 0.3010 0.146 Uiso 1 1 calc R . . H38C H 0.0154 1.0083 0.2850 0.146 Uiso 1 1 calc R . . C39 C 0.0507(9) 1.1725(10) 0.3226(10) 0.096(7) Uani 1 1 d . . . H39A H 0.0818 1.2170 0.3377 0.145 Uiso 1 1 calc R . . H39B H -0.0100 1.1815 0.3038 0.145 Uiso 1 1 calc R . . H39C H 0.0609 1.1500 0.2780 0.145 Uiso 1 1 calc R . . C40 C 0.0961(9) 1.2178(9) 0.5093(12) 0.097(7) Uani 1 1 d . . . H40A H 0.1110 1.2513 0.4755 0.145 Uiso 1 1 calc R . . H40B H 0.1349 1.2236 0.5677 0.145 Uiso 1 1 calc R . . H40C H 0.0380 1.2267 0.5024 0.145 Uiso 1 1 calc R . . C41 C 0.1410(9) 1.0807(10) 0.6256(9) 0.083(6) Uani 1 1 d . . . H41A H 0.1668 1.0360 0.6510 0.125 Uiso 1 1 calc R . . H41B H 0.0871 1.0868 0.6301 0.125 Uiso 1 1 calc R . . H41C H 0.1792 1.1195 0.6541 0.125 Uiso 1 1 calc R . . C42 C 0.1179(10) 0.9445(8) 0.5125(13) 0.095(7) Uani 1 1 d . . . H42A H 0.0701 0.9188 0.4711 0.142 Uiso 1 1 calc R . . H42B H 0.1144 0.9425 0.5661 0.142 Uiso 1 1 calc R . . H42C H 0.1710 0.9229 0.5175 0.142 Uiso 1 1 calc R . . C43 C 0.3748(8) 1.0935(7) 0.4440(9) 0.050(4) Uani 1 1 d . . . H43 H 0.4050 1.0845 0.5015 0.059 Uiso 1 1 calc R . . C44 C 0.4202(8) 1.1014(8) 0.3971(9) 0.050(4) Uani 1 1 d . . . H44 H 0.4799 1.0962 0.4230 0.060 Uiso 1 1 calc R . . C45 C 0.2989(8) 1.1208(7) 0.2857(8) 0.040(4) Uani 1 1 d . . . H45 H 0.2691 1.1302 0.2282 0.048 Uiso 1 1 calc R . . C46 C 0.2519(8) 1.1130(7) 0.3304(8) 0.050(4) Uani 1 1 d . . . H46 H 0.1922 1.1184 0.3035 0.060 Uiso 1 1 calc R . . O1 O 0.5315(7) 0.5166(6) 0.6080(7) 0.070(3) Uani 1 1 d . . . O2 O 0.2819(8) 1.4507(6) 0.5810(8) 0.085(4) Uani 1 1 d . . . S1 S 0.1542(3) 0.3540(3) 0.2491(3) 0.0870(15) Uani 1 1 d . . . O3 O 0.0683(7) 0.3325(7) 0.2285(10) 0.132(6) Uani 1 1 d . . . O4 O 0.1834(10) 0.4138(7) 0.3019(9) 0.144(6) Uani 1 1 d . . . O5 O 0.2121(7) 0.2950(6) 0.2676(7) 0.093(4) Uani 1 1 d . . . C47 C 0.1456(12) 0.3884(9) 0.1533(12) 0.064(5) Uani 1 1 d . . . F1 F 0.0915(9) 0.4408(6) 0.1226(8) 0.153(5) Uani 1 1 d . . . F2 F 0.2232(9) 0.4152(7) 0.1625(9) 0.152(5) Uani 1 1 d . . . F3 F 0.1278(10) 0.3429(7) 0.0953(9) 0.152(5) Uani 1 1 d . . . S2 S 0.8133(4) 0.2552(5) 0.3762(5) 0.123(3) Uani 1 1 d . . . O6 O 0.8592(11) 0.2037(9) 0.3487(11) 0.165(7) Uani 1 1 d . . . O7 O 0.7391(11) 0.2687(14) 0.3011(13) 0.246(11) Uani 1 1 d . . . O8 O 0.812(2) 0.2421(15) 0.4431(14) 0.333(19) Uani 1 1 d . . . C48 C 0.868(3) 0.3351(15) 0.3813(17) 0.164(17) Uani 1 1 d . . . F4 F 0.9361(10) 0.3406(10) 0.4509(12) 0.203(8) Uani 1 1 d . . . F5 F 0.8298(16) 0.3799(14) 0.4078(16) 0.39(2) Uani 1 1 d . . . F6 F 0.8790(19) 0.3546(12) 0.3258(11) 0.327(19) Uani 1 1 d . . . C49 C 0.5216(12) 0.3154(13) 0.5964(13) 0.153(10) Uani 1 1 d . . . H49A H 0.4896 0.2906 0.6224 0.230 Uiso 1 1 calc R . . H49B H 0.5199 0.2883 0.5488 0.230 Uiso 1 1 calc R . . H49C H 0.4966 0.3619 0.5777 0.230 Uiso 1 1 calc R . . O9 O 0.6066(8) 0.3233(7) 0.6544(10) 0.108(4) Uani 1 1 d . . . H9A H 0.6249 0.2847 0.6776 0.162 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.0313(3) 0.0497(4) 0.0305(3) 0.0060(3) 0.0120(2) 0.0044(3) Ir2 0.0278(3) 0.0533(4) 0.0325(3) 0.0054(3) 0.0120(2) 0.0068(3) N1 0.028(6) 0.038(7) 0.044(7) 0.003(6) 0.021(6) 0.004(5) N2 0.044(7) 0.048(8) 0.042(7) 0.005(6) 0.026(6) 0.004(6) N3 0.015(5) 0.039(7) 0.041(7) 0.000(6) 0.006(5) 0.008(5) N4 0.039(7) 0.042(7) 0.029(7) 0.007(5) 0.014(6) 0.000(5) C1 0.037(8) 0.040(9) 0.031(8) 0.015(7) 0.009(7) 0.005(7) C2 0.028(7) 0.060(10) 0.024(8) 0.003(7) 0.008(6) -0.001(7) C3 0.019(7) 0.043(9) 0.044(9) -0.003(7) 0.014(7) 0.004(7) C4 0.039(8) 0.047(9) 0.041(9) -0.002(7) 0.022(7) -0.003(7) C5 0.024(7) 0.052(10) 0.042(9) 0.007(7) 0.003(7) 0.011(7) C6 0.039(8) 0.027(8) 0.042(9) 0.005(7) 0.016(7) 0.002(7) C7 0.021(7) 0.057(10) 0.038(9) 0.007(7) 0.006(6) -0.002(7) C8 0.037(8) 0.047(10) 0.036(9) -0.004(7) 0.012(7) 0.004(8) C9 0.043(9) 0.074(12) 0.045(10) -0.004(9) 0.001(8) -0.011(9) C10 0.040(9) 0.062(12) 0.055(11) -0.012(9) 0.009(8) 0.005(8) C11 0.084(12) 0.041(10) 0.060(11) -0.016(9) 0.034(10) 0.007(11) C12 0.040(8) 0.048(10) 0.050(9) -0.010(8) 0.008(7) 0.009(9) C13 0.045(9) 0.057(11) 0.038(9) -0.008(8) 0.007(8) 0.005(8) C14 0.100(15) 0.061(13) 0.097(16) -0.015(11) -0.014(13) 0.027(11) C15 0.036(8) 0.048(10) 0.034(8) 0.001(7) 0.013(7) 0.009(7) C16 0.046(9) 0.053(11) 0.042(10) 0.009(8) 0.020(8) 0.018(8) C17 0.059(10) 0.053(11) 0.043(10) 0.016(8) 0.015(8) 0.010(9) C18 0.058(10) 0.067(12) 0.043(10) -0.005(9) 0.029(9) 0.009(9) C19 0.080(12) 0.034(11) 0.084(14) 0.007(10) 0.035(11) 0.014(9) C20 0.077(11) 0.078(13) 0.029(9) 0.014(9) 0.018(8) 0.010(10) C21 0.066(10) 0.043(9) 0.050(10) 0.009(8) 0.022(9) 0.013(9) C22 0.110(17) 0.104(17) 0.13(2) -0.037(15) 0.044(16) -0.006(13) C23 0.038(8) 0.059(11) 0.034(9) 0.013(7) 0.023(7) 0.013(8) C24 0.074(11) 0.055(11) 0.021(8) 0.021(7) 0.030(8) 0.005(9) C25 0.066(10) 0.057(11) 0.037(9) 0.002(8) 0.037(8) 0.012(9) C26 0.072(11) 0.073(12) 0.023(8) 0.006(8) 0.031(8) 0.032(10) C27 0.044(9) 0.069(12) 0.036(9) -0.003(8) 0.022(7) -0.002(8) C28 0.087(13) 0.147(18) 0.050(11) 0.031(12) 0.025(10) 0.076(13) C29 0.105(14) 0.077(13) 0.081(14) 0.044(11) 0.043(12) -0.009(11) C30 0.050(9) 0.120(15) 0.054(10) 0.024(10) 0.036(9) 0.020(10) C31 0.128(16) 0.087(14) 0.039(10) -0.011(9) 0.035(11) 0.013(12) C32 0.062(11) 0.126(16) 0.030(9) -0.008(10) -0.004(8) -0.030(11) C33 0.037(9) 0.080(13) 0.069(13) -0.023(11) 0.016(9) -0.016(9) C34 0.018(7) 0.100(14) 0.043(10) 0.018(10) 0.001(7) 0.013(8) C35 0.037(8) 0.065(11) 0.064(11) -0.008(10) 0.027(8) 0.006(8) C36 0.014(6) 0.074(12) 0.042(9) 0.013(9) 0.006(7) 0.014(7) C37 0.038(8) 0.058(11) 0.069(12) 0.016(10) 0.034(9) 0.018(8) C38 0.036(9) 0.151(18) 0.084(14) -0.069(13) 0.004(9) -0.016(10) C39 0.051(10) 0.156(19) 0.067(12) 0.049(13) 0.011(10) 0.052(11) C40 0.049(10) 0.100(15) 0.139(18) -0.006(14) 0.036(12) 0.025(10) C41 0.061(11) 0.149(18) 0.040(10) 0.017(11) 0.022(9) 0.016(11) C42 0.056(11) 0.070(13) 0.17(2) 0.035(13) 0.059(13) 0.012(10) C43 0.034(8) 0.067(10) 0.037(9) 0.024(8) 0.004(7) 0.006(8) C44 0.031(8) 0.086(12) 0.039(9) 0.015(8) 0.019(7) 0.011(8) C45 0.032(8) 0.070(11) 0.023(8) 0.010(7) 0.018(7) 0.006(7) C46 0.029(8) 0.085(12) 0.030(9) 0.012(8) 0.005(7) 0.005(7) O1 0.063(7) 0.068(8) 0.077(8) 0.004(6) 0.027(7) 0.019(6) O2 0.108(10) 0.050(8) 0.089(10) 0.015(7) 0.032(8) 0.004(7) S1 0.083(4) 0.093(4) 0.087(4) 0.004(3) 0.038(3) 0.004(3) O3 0.039(7) 0.156(13) 0.194(15) 0.069(11) 0.044(9) 0.016(8) O4 0.225(16) 0.103(11) 0.099(11) -0.065(9) 0.062(12) -0.036(11) O5 0.069(7) 0.091(9) 0.112(10) 0.033(8) 0.029(7) 0.042(7) C47 0.070(12) 0.044(11) 0.066(13) 0.025(9) 0.018(11) 0.021(10) F1 0.220(14) 0.125(10) 0.160(12) 0.074(9) 0.124(11) 0.085(10) F2 0.126(10) 0.165(13) 0.175(13) 0.044(10) 0.072(10) -0.011(10) F3 0.207(15) 0.139(13) 0.114(11) 0.007(9) 0.070(11) 0.022(11) S2 0.097(5) 0.208(9) 0.081(5) -0.007(5) 0.055(4) -0.001(5) O6 0.205(18) 0.145(15) 0.203(18) -0.017(13) 0.142(17) 0.015(13) O7 0.120(14) 0.43(3) 0.137(17) -0.073(19) 0.003(15) 0.010(18) O8 0.60(5) 0.33(4) 0.134(19) -0.06(2) 0.22(3) -0.17(3) C48 0.26(4) 0.10(2) 0.063(18) -0.040(16) -0.01(2) 0.10(3) F4 0.154(13) 0.28(2) 0.159(16) -0.058(15) 0.050(13) -0.038(14) F5 0.33(3) 0.36(3) 0.29(3) -0.12(2) -0.05(2) 0.25(3) F6 0.61(4) 0.32(3) 0.102(13) -0.096(15) 0.19(2) -0.28(3) C49 0.081(15) 0.21(3) 0.11(2) 0.001(18) -0.014(15) -0.020(17) O9 0.076(9) 0.099(10) 0.124(12) 0.004(9) 0.017(9) -0.013(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 2.027(12) . ? Ir1 N4 2.069(10) 3_676 ? Ir1 N1 2.077(10) . ? Ir1 C25 2.106(14) . ? Ir1 C26 2.152(14) . ? Ir1 C27 2.173(14) . ? Ir1 C24 2.218(13) . ? Ir1 C23 2.242(13) . ? Ir2 C4 2.021(13) . ? Ir2 N2 2.068(11) . ? Ir2 N3 2.082(10) . ? Ir2 C36 2.085(13) . ? Ir2 C37 2.163(15) . ? Ir2 C33 2.189(14) . ? Ir2 C35 2.216(14) . ? Ir2 C34 2.283(13) . ? N1 C7 1.301(14) . ? N1 C8 1.401(15) . ? N2 C15 1.292(14) . ? N2 C16 1.398(16) . ? N3 C46 1.330(15) . ? N3 C43 1.339(14) . ? N4 C45 1.303(14) . ? N4 C44 1.323(15) . ? N4 Ir1 2.069(10) 3_676 ? C1 C2 1.380(16) . ? C1 C6 1.394(16) . ? C2 C3 1.388(15) . ? C3 C4 1.387(16) . ? C3 C15 1.407(16) . ? C4 C5 1.404(16) . ? C5 C6 1.394(16) . ? C6 C7 1.411(16) . ? C8 C9 1.373(17) . ? C8 C13 1.380(17) . ? C9 C10 1.391(18) . ? C10 C11 1.342(19) . ? C11 O1 1.352(16) . ? C11 C12 1.390(19) . ? C12 C13 1.323(17) . ? C14 O1 1.356(18) . ? C16 C17 1.337(18) . ? C16 C21 1.387(18) . ? C17 C18 1.401(18) . ? C18 C19 1.351(19) . ? C19 C20 1.36(2) . ? C19 O2 1.376(16) . ? C20 C21 1.366(18) . ? C22 O2 1.446(19) . ? C23 C27 1.426(19) . ? C23 C24 1.449(18) . ? C23 C28 1.475(17) . ? C24 C25 1.384(17) . ? C24 C29 1.515(19) . ? C25 C26 1.413(19) . ? C25 C30 1.459(17) . ? C26 C27 1.377(17) . ? C26 C31 1.508(19) . ? C27 C32 1.484(17) . ? C33 C34 1.43(2) . ? C33 C37 1.45(2) . ? C33 C38 1.480(19) . ? C34 C35 1.361(19) . ? C34 C39 1.555(19) . ? C35 C36 1.424(19) . ? C35 C40 1.487(19) . ? C36 C37 1.355(19) . ? C36 C41 1.516(18) . ? C37 C42 1.491(18) . ? C43 C44 1.345(17) . ? C45 C46 1.336(16) . ? S1 O4 1.398(12) . ? S1 O3 1.411(11) . ? S1 O5 1.420(10) . ? S1 C47 1.735(18) . ? C47 F3 1.254(18) . ? C47 F1 1.296(16) . ? C47 F2 1.358(19) . ? S2 O8 1.198(19) . ? S2 O7 1.412(18) . ? S2 O6 1.439(15) . ? S2 C48 1.74(4) . ? C48 F6 1.12(4) . ? C48 F5 1.26(3) . ? C48 F4 1.29(3) . ? C49 O9 1.385(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 N4 90.9(5) . 3_676 ? C1 Ir1 N1 78.1(5) . . ? N4 Ir1 N1 87.0(4) 3_676 . ? C1 Ir1 C25 97.1(6) . . ? N4 Ir1 C25 164.4(5) 3_676 . ? N1 Ir1 C25 107.8(5) . . ? C1 Ir1 C26 96.6(5) . . ? N4 Ir1 C26 127.1(6) 3_676 . ? N1 Ir1 C26 145.8(5) . . ? C25 Ir1 C26 38.8(5) . . ? C1 Ir1 C27 127.1(6) . . ? N4 Ir1 C27 100.7(5) 3_676 . ? N1 Ir1 C27 153.0(5) . . ? C25 Ir1 C27 63.8(6) . . ? C26 Ir1 C27 37.1(5) . . ? C1 Ir1 C24 129.5(5) . . ? N4 Ir1 C24 139.1(5) 3_676 . ? N1 Ir1 C24 94.9(5) . . ? C25 Ir1 C24 37.2(5) . . ? C26 Ir1 C24 62.3(6) . . ? C27 Ir1 C24 62.4(5) . . ? C1 Ir1 C23 158.8(5) . . ? N4 Ir1 C23 105.5(4) 3_676 . ? N1 Ir1 C23 115.4(5) . . ? C25 Ir1 C23 64.0(5) . . ? C26 Ir1 C23 62.9(5) . . ? C27 Ir1 C23 37.6(5) . . ? C24 Ir1 C23 37.9(5) . . ? C4 Ir2 N2 77.9(5) . . ? C4 Ir2 N3 88.5(5) . . ? N2 Ir2 N3 87.0(4) . . ? C4 Ir2 C36 102.7(5) . . ? N2 Ir2 C36 102.5(5) . . ? N3 Ir2 C36 166.5(4) . . ? C4 Ir2 C37 92.5(5) . . ? N2 Ir2 C37 135.7(6) . . ? N3 Ir2 C37 136.4(5) . . ? C36 Ir2 C37 37.2(5) . . ? C4 Ir2 C33 118.9(7) . . ? N2 Ir2 C33 158.9(5) . . ? N3 Ir2 C33 105.1(5) . . ? C36 Ir2 C33 63.0(6) . . ? C37 Ir2 C33 38.8(6) . . ? C4 Ir2 C35 139.6(6) . . ? N2 Ir2 C35 97.1(5) . . ? N3 Ir2 C35 131.6(5) . . ? C36 Ir2 C35 38.5(5) . . ? C37 Ir2 C35 63.1(6) . . ? C33 Ir2 C35 61.9(6) . . ? C4 Ir2 C34 154.5(6) . . ? N2 Ir2 C34 123.4(6) . . ? N3 Ir2 C34 105.2(5) . . ? C36 Ir2 C34 61.6(5) . . ? C37 Ir2 C34 62.7(6) . . ? C33 Ir2 C34 37.2(5) . . ? C35 Ir2 C34 35.2(5) . . ? C7 N1 C8 120.2(11) . . ? C7 N1 Ir1 114.5(9) . . ? C8 N1 Ir1 125.2(8) . . ? C15 N2 C16 117.8(12) . . ? C15 N2 Ir2 115.3(9) . . ? C16 N2 Ir2 126.7(9) . . ? C46 N3 C43 113.5(12) . . ? C46 N3 Ir2 123.3(8) . . ? C43 N3 Ir2 123.1(9) . . ? C45 N4 C44 113.4(12) . . ? C45 N4 Ir1 126.3(9) . 3_676 ? C44 N4 Ir1 120.1(9) . 3_676 ? C2 C1 C6 114.4(11) . . ? C2 C1 Ir1 130.5(10) . . ? C6 C1 Ir1 115.0(9) . . ? C1 C2 C3 123.5(12) . . ? C4 C3 C2 121.6(12) . . ? C4 C3 C15 114.1(12) . . ? C2 C3 C15 124.2(12) . . ? C3 C4 C5 116.4(12) . . ? C3 C4 Ir2 115.0(10) . . ? C5 C4 Ir2 128.5(10) . . ? C6 C5 C4 120.3(12) . . ? C5 C6 C1 123.7(12) . . ? C5 C6 C7 122.6(12) . . ? C1 C6 C7 113.6(11) . . ? N1 C7 C6 118.1(12) . . ? C9 C8 C13 118.2(14) . . ? C9 C8 N1 121.9(13) . . ? C13 C8 N1 119.9(13) . . ? C8 C9 C10 120.3(14) . . ? C11 C10 C9 119.4(15) . . ? C10 C11 O1 115.2(16) . . ? C10 C11 C12 120.2(15) . . ? O1 C11 C12 124.5(15) . . ? C13 C12 C11 120.0(14) . . ? C12 C13 C8 121.7(14) . . ? N2 C15 C3 117.4(12) . . ? C17 C16 C21 118.0(14) . . ? C17 C16 N2 121.0(14) . . ? C21 C16 N2 120.8(14) . . ? C16 C17 C18 121.1(14) . . ? C19 C18 C17 119.6(14) . . ? C18 C19 C20 120.0(15) . . ? C18 C19 O2 121.8(17) . . ? C20 C19 O2 118.1(17) . . ? C19 C20 C21 119.8(15) . . ? C20 C21 C16 121.3(15) . . ? C27 C23 C24 104.6(12) . . ? C27 C23 C28 128.2(14) . . ? C24 C23 C28 126.6(14) . . ? C27 C23 Ir1 68.5(7) . . ? C24 C23 Ir1 70.1(7) . . ? C28 C23 Ir1 132.2(10) . . ? C25 C24 C23 109.0(14) . . ? C25 C24 C29 128.9(15) . . ? C23 C24 C29 122.1(14) . . ? C25 C24 Ir1 67.0(8) . . ? C23 C24 Ir1 71.9(7) . . ? C29 C24 Ir1 125.0(10) . . ? C24 C25 C26 107.9(14) . . ? C24 C25 C30 125.1(16) . . ? C26 C25 C30 125.7(14) . . ? C24 C25 Ir1 75.8(8) . . ? C26 C25 Ir1 72.4(8) . . ? C30 C25 Ir1 127.9(10) . . ? C27 C26 C25 108.3(14) . . ? C27 C26 C31 125.4(16) . . ? C25 C26 C31 125.9(14) . . ? C27 C26 Ir1 72.3(8) . . ? C25 C26 Ir1 68.9(8) . . ? C31 C26 Ir1 130.6(10) . . ? C26 C27 C23 109.9(13) . . ? C26 C27 C32 125.4(15) . . ? C23 C27 C32 123.7(13) . . ? C26 C27 Ir1 70.6(8) . . ? C23 C27 Ir1 73.8(7) . . ? C32 C27 Ir1 131.1(10) . . ? C34 C33 C37 107.1(15) . . ? C34 C33 C38 127.1(18) . . ? C37 C33 C38 125.2(18) . . ? C34 C33 Ir2 74.9(8) . . ? C37 C33 Ir2 69.6(8) . . ? C38 C33 Ir2 127.2(11) . . ? C35 C34 C33 108.5(15) . . ? C35 C34 C39 125.2(18) . . ? C33 C34 C39 126.3(17) . . ? C35 C34 Ir2 69.7(8) . . ? C33 C34 Ir2 67.8(8) . . ? C39 C34 Ir2 128.8(10) . . ? C34 C35 C36 107.2(15) . . ? C34 C35 C40 125.8(17) . . ? C36 C35 C40 126.9(16) . . ? C34 C35 Ir2 75.1(8) . . ? C36 C35 Ir2 65.7(8) . . ? C40 C35 Ir2 128.0(10) . . ? C37 C36 C35 111.0(14) . . ? C37 C36 C41 124.7(15) . . ? C35 C36 C41 123.2(15) . . ? C37 C36 Ir2 74.6(9) . . ? C35 C36 Ir2 75.7(8) . . ? C41 C36 Ir2 126.1(9) . . ? C36 C37 C33 105.8(14) . . ? C36 C37 C42 127.9(16) . . ? C33 C37 C42 126.1(17) . . ? C36 C37 Ir2 68.3(9) . . ? C33 C37 Ir2 71.5(8) . . ? C42 C37 Ir2 128.8(10) . . ? N3 C43 C44 123.6(13) . . ? N4 C44 C43 122.3(12) . . ? N4 C45 C46 125.8(12) . . ? N3 C46 C45 121.3(12) . . ? C11 O1 C14 118.7(14) . . ? C19 O2 C22 119.9(15) . . ? O4 S1 O3 116.1(10) . . ? O4 S1 O5 116.4(9) . . ? O3 S1 O5 112.8(8) . . ? O4 S1 C47 101.6(10) . . ? O3 S1 C47 101.3(10) . . ? O5 S1 C47 106.1(8) . . ? F3 C47 F1 106.6(16) . . ? F3 C47 F2 104.0(18) . . ? F1 C47 F2 105.1(15) . . ? F3 C47 S1 114.7(13) . . ? F1 C47 S1 115.9(15) . . ? F2 C47 S1 109.5(13) . . ? O8 S2 O7 124(2) . . ? O8 S2 O6 114.8(19) . . ? O7 S2 O6 102.3(12) . . ? O8 S2 C48 110.4(17) . . ? O7 S2 C48 98.5(15) . . ? O6 S2 C48 103.5(14) . . ? F6 C48 F5 114(3) . . ? F6 C48 F4 112(5) . . ? F5 C48 F4 90.1(19) . . ? F6 C48 S2 121(2) . . ? F5 C48 S2 104(4) . . ? F4 C48 S2 112(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 3.071 _refine_diff_density_min -1.306 _refine_diff_density_rms 0.178 # End # Attachment 'Complex_1c.cif' data_Complex_1c _database_code_depnum_ccdc_archive 'CCDC 744138' #TrackingRef 'Complex_1c.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C98 H108 Cl4 F12 Ir4 N8 O12 S4' _chemical_formula_weight 2856.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.551(10) _cell_length_b 34.96(2) _cell_length_c 21.073(13) _cell_angle_alpha 90.00 _cell_angle_beta 106.644(9) _cell_angle_gamma 90.00 _cell_volume 11684(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 848 _cell_measurement_theta_min 2.542 _cell_measurement_theta_max 20.133 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.624 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5584 _exptl_absorpt_coefficient_mu 4.779 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5978 _exptl_absorpt_correction_T_max 0.7625 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.95 _diffrn_reflns_number 22373 _diffrn_reflns_av_R_equivalents 0.0775 _diffrn_reflns_av_sigmaI/netI 0.1873 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 25.01 _reflns_number_total 10252 _reflns_number_gt 4181 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0272P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10252 _refine_ls_number_parameters 652 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.1163 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.0914 _refine_ls_wR_factor_gt 0.0827 _refine_ls_goodness_of_fit_ref 0.707 _refine_ls_restrained_S_all 0.710 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.46359(2) 0.151687(17) 0.51155(2) 0.04067(15) Uani 1 1 d . . . Ir2 Ir 0.44830(2) 0.348919(17) 0.46519(2) 0.04294(15) Uani 1 1 d . . . N1 N 0.4218(5) 0.1598(3) 0.4099(5) 0.049(3) Uani 1 1 d U . . N2 N 0.5022(5) 0.3410(3) 0.5682(4) 0.047(3) Uani 1 1 d . . . N3 N 0.3360(4) 0.1556(2) 0.5112(4) 0.039(2) Uani 1 1 d . . . N4 N 0.1718(4) 0.1558(2) 0.5213(4) 0.035(2) Uani 1 1 d . . . O1 O 0.1381(5) 0.2454(3) 0.2045(4) 0.095(3) Uani 1 1 d . . . O2 O 0.1713(10) 0.2910(3) 0.2956(5) 0.200(7) Uani 1 1 d . . . O3 O 0.2765(7) 0.2483(4) 0.2783(6) 0.186(6) Uani 1 1 d . . . O4 O 0.2926(7) 0.0212(4) 0.4346(6) 0.170(5) Uani 1 1 d . . . O5 O 0.1500(6) 0.0138(4) 0.4284(6) 0.183(6) Uani 1 1 d . . . O6 O 0.2273(11) 0.0637(4) 0.4929(6) 0.221(8) Uani 1 1 d . . . S1 S 0.1918(3) 0.25529(14) 0.2686(2) 0.0986(14) Uani 1 1 d . . . S2 S 0.2294(3) 0.02724(14) 0.4632(2) 0.0962(13) Uani 1 1 d . . . F1 F 0.2008(7) 0.2265(3) 0.3850(5) 0.167(4) Uani 1 1 d . . . F2 F 0.0860(6) 0.2205(6) 0.3139(6) 0.290(10) Uani 1 1 d D . . F3 F 0.1859(10) 0.1889(3) 0.3096(6) 0.226(7) Uani 1 1 d . . . F4 F 0.1994(8) -0.0052(4) 0.5641(6) 0.185(6) Uani 1 1 d . . . F5 F 0.2615(8) -0.0378(3) 0.5178(6) 0.171(4) Uani 1 1 d . . . F6 F 0.3286(9) 0.0044(3) 0.5719(5) 0.224(7) Uani 1 1 d . . . C1 C 0.4609(6) 0.2109(3) 0.5055(5) 0.032(3) Uani 1 1 d . . . C2 C 0.4289(5) 0.2247(3) 0.4396(5) 0.040(3) Uani 1 1 d . . . C3 C 0.4232(6) 0.2645(3) 0.4249(5) 0.043(3) Uani 1 1 d . . . H3 H 0.4009 0.2725 0.3813 0.052 Uiso 1 1 calc R . . C4 C 0.4499(6) 0.2912(3) 0.4741(6) 0.041(3) Uani 1 1 d . . . C5 C 0.4804(6) 0.2758(3) 0.5394(6) 0.039(3) Uani 1 1 d . . . C6 C 0.4854(6) 0.2377(3) 0.5556(6) 0.048(3) Uani 1 1 d . . . H6 H 0.5049 0.2300 0.5996 0.058 Uiso 1 1 calc R . . C7 C 0.4080(6) 0.1942(4) 0.3904(5) 0.046(3) Uani 1 1 d . . . H7 H 0.3851 0.1998 0.3457 0.055 Uiso 1 1 calc R . . C8 C 0.4061(7) 0.1321(4) 0.3592(6) 0.059(4) Uani 1 1 d . . . C9 C 0.3816(7) 0.0958(4) 0.3687(6) 0.059(4) Uani 1 1 d . . . H9 H 0.3751 0.0898 0.4099 0.071 Uiso 1 1 calc R . . C10 C 0.3658(8) 0.0674(4) 0.3214(7) 0.083(4) Uani 1 1 d . . . H10 H 0.3482 0.0435 0.3314 0.099 Uiso 1 1 calc R . . C11 C 0.3752(10) 0.0736(4) 0.2619(8) 0.097(5) Uani 1 1 d . . . C12 C 0.3982(10) 0.1100(5) 0.2487(7) 0.116(6) Uani 1 1 d . . . H12 H 0.4040 0.1154 0.2070 0.139 Uiso 1 1 calc R . . C13 C 0.4130(8) 0.1389(4) 0.2958(7) 0.096(5) Uani 1 1 d . . . H13 H 0.4276 0.1632 0.2849 0.115 Uiso 1 1 calc R . . C14 C 0.3582(10) 0.0452(4) 0.2059(7) 0.153(7) Uani 1 1 d . . . H14A H 0.3198 0.0562 0.1671 0.230 Uiso 1 1 calc R . . H14B H 0.3338 0.0225 0.2181 0.230 Uiso 1 1 calc R . . H14C H 0.4101 0.0389 0.1966 0.230 Uiso 1 1 calc R . . C15 C 0.5076(6) 0.3052(3) 0.5867(5) 0.045(3) Uani 1 1 d . . . H15 H 0.5294 0.2990 0.6313 0.054 Uiso 1 1 calc R . . C16 C 0.5340(6) 0.3706(3) 0.6136(6) 0.051(3) Uani 1 1 d . . . C17 C 0.4968(6) 0.4062(3) 0.6092(6) 0.053(3) Uani 1 1 d . . . H17 H 0.4481 0.4104 0.5747 0.064 Uiso 1 1 calc R . . C18 C 0.5265(7) 0.4354(4) 0.6517(6) 0.073(4) Uani 1 1 d . . . H18 H 0.4972 0.4584 0.6453 0.087 Uiso 1 1 calc R . . C19 C 0.6000(9) 0.4322(5) 0.7053(9) 0.104(6) Uani 1 1 d . . . C20 C 0.6371(8) 0.3964(4) 0.7131(7) 0.102(5) Uani 1 1 d . . . H20 H 0.6829 0.3919 0.7500 0.123 Uiso 1 1 calc R . . C21 C 0.6074(8) 0.3654(4) 0.6661(6) 0.075(4) Uani 1 1 d . . . H21 H 0.6369 0.3425 0.6708 0.090 Uiso 1 1 calc R . . C22 C 0.6386(8) 0.4625(4) 0.7581(7) 0.119(6) Uani 1 1 d . . . H22A H 0.6889 0.4525 0.7886 0.178 Uiso 1 1 calc R . . H22B H 0.5988 0.4690 0.7816 0.178 Uiso 1 1 calc R . . H22C H 0.6524 0.4849 0.7370 0.178 Uiso 1 1 calc R . . C23 C 0.2705(6) 0.1438(3) 0.4630(5) 0.056(4) Uani 1 1 d . . . H23 H 0.2796 0.1351 0.4239 0.067 Uiso 1 1 calc R . . C24 C 0.1904(6) 0.1440(3) 0.4680(5) 0.055(4) Uani 1 1 d . . . H24 H 0.1470 0.1354 0.4322 0.066 Uiso 1 1 calc R . . C25 C 0.2345(6) 0.1691(3) 0.5683(5) 0.060(4) Uani 1 1 d . . . H25 H 0.2241 0.1784 0.6065 0.072 Uiso 1 1 calc R . . C26 C 0.3162(7) 0.1699(3) 0.5639(6) 0.062(4) Uani 1 1 d . . . H26 H 0.3584 0.1806 0.5983 0.074 Uiso 1 1 calc R . . C27 C 0.5009(7) 0.1047(3) 0.5902(6) 0.047(3) Uani 1 1 d . . . C28 C 0.5212(7) 0.0923(3) 0.5327(7) 0.063(4) Uani 1 1 d . . . C29 C 0.5797(6) 0.1214(4) 0.5206(6) 0.059(4) Uani 1 1 d . . . C30 C 0.5939(6) 0.1493(4) 0.5713(5) 0.048(3) Uani 1 1 d . . . C31 C 0.5409(6) 0.1401(4) 0.6106(6) 0.055(4) Uani 1 1 d . . . C32 C 0.4451(7) 0.0841(4) 0.6227(5) 0.083(4) Uani 1 1 d . . . H32A H 0.4708 0.0602 0.6402 0.125 Uiso 1 1 calc R . . H32B H 0.3916 0.0792 0.5908 0.125 Uiso 1 1 calc R . . H32C H 0.4368 0.0994 0.6581 0.125 Uiso 1 1 calc R . . C33 C 0.5034(8) 0.0530(4) 0.4977(7) 0.110(5) Uani 1 1 d . . . H33A H 0.5392 0.0340 0.5246 0.164 Uiso 1 1 calc R . . H33B H 0.5145 0.0545 0.4555 0.164 Uiso 1 1 calc R . . H33C H 0.4454 0.0462 0.4913 0.164 Uiso 1 1 calc R . . C34 C 0.6223(7) 0.1178(4) 0.4660(6) 0.095(5) Uani 1 1 d . . . H34A H 0.6285 0.1427 0.4488 0.143 Uiso 1 1 calc R . . H34B H 0.5886 0.1020 0.4311 0.143 Uiso 1 1 calc R . . H34C H 0.6769 0.1063 0.4836 0.143 Uiso 1 1 calc R . . C35 C 0.6562(6) 0.1804(3) 0.5782(6) 0.074(4) Uani 1 1 d . . . H35A H 0.6960 0.1793 0.6214 0.111 Uiso 1 1 calc R . . H35B H 0.6277 0.2046 0.5725 0.111 Uiso 1 1 calc R . . H35C H 0.6853 0.1775 0.5451 0.111 Uiso 1 1 calc R . . C36 C 0.5449(7) 0.1599(3) 0.6754(5) 0.077(4) Uani 1 1 d . . . H36A H 0.5836 0.1465 0.7113 0.116 Uiso 1 1 calc R . . H36B H 0.4898 0.1599 0.6821 0.116 Uiso 1 1 calc R . . H36C H 0.5637 0.1857 0.6741 0.116 Uiso 1 1 calc R . . C37 C 0.5208(8) 0.3524(4) 0.3969(7) 0.066(3) Uani 1 1 d . . . C38 C 0.4355(8) 0.3582(4) 0.3629(6) 0.066(4) Uani 1 1 d . . . C39 C 0.4170(8) 0.3926(4) 0.3913(7) 0.072(4) Uani 1 1 d . . . C40 C 0.4817(9) 0.4088(4) 0.4375(7) 0.067(4) Uani 1 1 d . . . C41 C 0.5481(9) 0.3817(5) 0.4454(6) 0.078(4) Uani 1 1 d . . . C42 C 0.5740(9) 0.3195(4) 0.3823(7) 0.120(6) Uani 1 1 d . . . H42A H 0.5418 0.2963 0.3761 0.180 Uiso 1 1 calc R . . H42B H 0.6240 0.3166 0.4188 0.180 Uiso 1 1 calc R . . H42C H 0.5896 0.3252 0.3428 0.180 Uiso 1 1 calc R . . C43 C 0.3854(9) 0.3389(4) 0.2996(6) 0.109(5) Uani 1 1 d . . . H43A H 0.3688 0.3576 0.2649 0.163 Uiso 1 1 calc R . . H43B H 0.3361 0.3272 0.3063 0.163 Uiso 1 1 calc R . . H43C H 0.4196 0.3197 0.2873 0.163 Uiso 1 1 calc R . . C44 C 0.3305(8) 0.4123(4) 0.3640(6) 0.109(5) Uani 1 1 d . . . H44A H 0.3142 0.4237 0.3999 0.164 Uiso 1 1 calc R . . H44B H 0.2892 0.3937 0.3424 0.164 Uiso 1 1 calc R . . H44C H 0.3344 0.4317 0.3329 0.164 Uiso 1 1 calc R . . C45 C 0.4869(9) 0.4479(4) 0.4652(6) 0.099(5) Uani 1 1 d . . . H45A H 0.5138 0.4645 0.4411 0.149 Uiso 1 1 calc R . . H45B H 0.5192 0.4475 0.5110 0.149 Uiso 1 1 calc R . . H45C H 0.4312 0.4572 0.4615 0.149 Uiso 1 1 calc R . . C46 C 0.6383(8) 0.3861(5) 0.4923(6) 0.126(6) Uani 1 1 d . . . H46A H 0.6593 0.4112 0.4873 0.188 Uiso 1 1 calc R . . H46B H 0.6744 0.3672 0.4816 0.188 Uiso 1 1 calc R . . H46C H 0.6373 0.3826 0.5373 0.188 Uiso 1 1 calc R . . C47 C 0.1632(11) 0.2263(7) 0.3218(11) 0.135(7) Uani 1 1 d DU . . C48 C 0.2543(14) -0.0030(5) 0.5322(11) 0.110(6) Uani 1 1 d . . . C49 C 0.6957(12) 0.2190(9) 0.3509(11) 0.32(2) Uani 1 1 d . . . H49A H 0.7028 0.2436 0.3321 0.380 Uiso 1 1 calc R . . H49B H 0.7086 0.1994 0.3228 0.380 Uiso 1 1 calc R . . Cl1 Cl 0.6023(4) 0.2147(2) 0.3501(5) 0.297(5) Uani 1 1 d . . . Cl2 Cl 0.7686(6) 0.2155(2) 0.4303(5) 0.286(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.0319(3) 0.0397(3) 0.0485(3) -0.0026(3) 0.0086(2) 0.0001(3) Ir2 0.0367(3) 0.0412(3) 0.0524(3) 0.0037(3) 0.0153(2) -0.0017(3) N1 0.056(5) 0.023(6) 0.076(6) -0.009(5) 0.033(5) -0.002(5) N2 0.040(5) 0.043(8) 0.058(7) -0.015(6) 0.015(5) -0.012(5) N3 0.034(5) 0.040(6) 0.046(5) -0.008(5) 0.019(4) -0.001(5) N4 0.026(4) 0.031(6) 0.040(5) -0.001(5) -0.005(4) -0.001(4) O1 0.095(7) 0.115(8) 0.050(6) -0.012(5) -0.019(5) -0.001(6) O2 0.349(18) 0.105(10) 0.091(9) -0.056(8) -0.025(10) 0.079(11) O3 0.080(8) 0.299(17) 0.147(13) 0.082(10) -0.019(8) -0.015(10) O4 0.131(10) 0.222(15) 0.174(13) 0.080(10) 0.072(9) 0.029(10) O5 0.067(7) 0.298(18) 0.160(12) 0.059(11) -0.009(7) -0.015(9) O6 0.43(2) 0.079(9) 0.134(13) 0.005(8) 0.051(13) 0.033(12) S1 0.098(3) 0.122(4) 0.056(3) 0.012(3) -0.008(3) 0.008(3) S2 0.098(4) 0.093(4) 0.098(4) 0.020(3) 0.028(3) 0.001(3) F1 0.202(10) 0.218(12) 0.080(7) 0.021(8) 0.040(7) 0.032(9) F2 0.088(8) 0.59(3) 0.197(13) 0.124(15) 0.053(8) -0.035(12) F3 0.368(19) 0.108(10) 0.149(11) 0.002(8) -0.010(11) -0.070(11) F4 0.220(13) 0.183(13) 0.194(13) 0.049(9) 0.126(11) 0.037(10) F5 0.210(11) 0.076(7) 0.223(12) 0.034(8) 0.057(9) 0.025(9) F6 0.253(14) 0.206(14) 0.138(10) 0.077(9) -0.064(9) -0.127(11) C1 0.030(6) 0.030(8) 0.038(7) 0.011(6) 0.014(6) 0.005(5) C2 0.020(6) 0.049(9) 0.040(8) -0.008(7) -0.010(5) 0.005(6) C3 0.032(6) 0.060(9) 0.030(7) 0.018(7) -0.004(5) 0.022(6) C4 0.039(7) 0.045(9) 0.044(8) -0.015(7) 0.020(6) -0.010(6) C5 0.030(6) 0.041(8) 0.052(8) -0.016(7) 0.018(6) -0.009(6) C6 0.044(7) 0.040(8) 0.058(9) -0.015(8) 0.011(6) -0.005(6) C7 0.023(6) 0.081(11) 0.032(7) -0.005(7) 0.004(5) -0.004(7) C8 0.062(8) 0.068(10) 0.057(9) 0.016(8) 0.032(7) -0.005(7) C9 0.058(8) 0.074(11) 0.051(9) -0.011(8) 0.023(7) 0.002(8) C10 0.118(12) 0.062(11) 0.071(11) -0.019(9) 0.032(10) -0.006(9) C11 0.143(14) 0.069(12) 0.084(13) -0.049(10) 0.040(11) -0.040(10) C12 0.158(15) 0.121(16) 0.084(12) -0.053(12) 0.058(11) -0.049(13) C13 0.149(13) 0.088(13) 0.069(10) -0.023(9) 0.060(10) -0.063(10) C14 0.229(19) 0.134(16) 0.124(14) -0.101(13) 0.095(13) -0.047(14) C15 0.041(7) 0.049(9) 0.041(8) -0.004(7) 0.006(6) -0.016(7) C16 0.034(7) 0.036(8) 0.071(9) -0.014(7) -0.002(6) -0.005(6) C17 0.047(7) 0.044(9) 0.055(9) -0.010(7) -0.009(6) -0.006(7) C18 0.053(8) 0.068(10) 0.082(10) -0.013(8) -0.006(7) -0.004(7) C19 0.079(11) 0.082(13) 0.150(17) -0.016(12) 0.030(11) 0.024(10) C20 0.079(10) 0.087(13) 0.109(13) -0.047(10) -0.023(9) -0.032(10) C21 0.072(9) 0.064(10) 0.095(11) -0.006(8) 0.032(8) 0.010(8) C22 0.130(13) 0.067(11) 0.135(14) -0.064(10) -0.002(10) -0.014(10) C23 0.038(6) 0.078(11) 0.050(7) -0.035(7) 0.010(6) -0.012(7) C24 0.031(6) 0.082(11) 0.046(7) -0.026(7) 0.000(5) -0.002(7) C25 0.034(6) 0.096(11) 0.053(8) -0.029(7) 0.019(6) 0.007(7) C26 0.059(8) 0.066(9) 0.068(9) -0.021(7) 0.031(7) -0.012(7) C27 0.056(8) 0.030(8) 0.047(8) 0.002(7) 0.001(6) 0.000(6) C28 0.045(7) 0.041(9) 0.085(11) 0.001(8) -0.012(7) -0.010(7) C29 0.033(7) 0.056(9) 0.090(10) 0.007(8) 0.024(7) 0.027(6) C30 0.028(6) 0.039(7) 0.063(8) -0.010(8) -0.009(5) 0.003(6) C31 0.036(7) 0.072(11) 0.047(8) 0.001(7) -0.002(6) -0.001(7) C32 0.096(10) 0.097(12) 0.051(9) 0.017(8) 0.013(7) -0.031(9) C33 0.077(10) 0.051(11) 0.184(17) 0.001(10) 0.011(10) 0.005(8) C34 0.045(8) 0.118(13) 0.132(13) -0.024(10) 0.039(8) 0.018(8) C35 0.043(7) 0.057(9) 0.105(11) -0.013(8) -0.008(7) -0.017(7) C36 0.109(10) 0.078(11) 0.033(7) 0.012(7) 0.001(7) 0.002(8) C37 0.076(9) 0.055(9) 0.079(10) 0.014(9) 0.043(8) 0.009(9) C38 0.069(9) 0.070(12) 0.054(9) 0.009(8) 0.009(7) -0.003(8) C39 0.056(9) 0.082(12) 0.079(11) -0.017(9) 0.023(8) 0.006(9) C40 0.080(10) 0.046(10) 0.083(12) 0.018(9) 0.037(9) -0.001(9) C41 0.075(11) 0.100(13) 0.065(10) 0.010(10) 0.031(9) -0.047(10) C42 0.142(13) 0.113(14) 0.153(16) 0.013(12) 0.117(12) 0.030(12) C43 0.167(14) 0.091(14) 0.078(11) 0.001(9) 0.049(11) -0.013(11) C44 0.109(12) 0.096(13) 0.118(13) 0.044(10) 0.023(10) 0.042(10) C45 0.165(14) 0.060(11) 0.075(11) -0.019(9) 0.038(9) -0.042(11) C46 0.083(11) 0.176(18) 0.108(13) 0.030(12) 0.011(9) -0.066(11) C47 0.152(11) 0.141(11) 0.115(10) 0.003(9) 0.045(9) -0.018(9) C48 0.120(15) 0.042(10) 0.151(19) 0.030(13) 0.015(13) 0.003(13) C49 0.092(15) 0.71(7) 0.15(2) -0.07(3) 0.039(15) -0.03(2) Cl1 0.169(6) 0.242(8) 0.522(14) -0.121(8) 0.164(7) -0.037(6) Cl2 0.311(10) 0.281(10) 0.290(10) 0.015(8) 0.126(8) -0.092(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 2.072(11) . ? Ir1 N1 2.073(10) . ? Ir1 N3 2.114(7) . ? Ir1 C31 2.152(11) . ? Ir1 C29 2.154(10) . ? Ir1 C30 2.165(9) . ? Ir1 C28 2.275(12) . ? Ir1 C27 2.288(11) . ? Ir2 C4 2.025(12) . ? Ir2 N4 2.093(7) 7_556 ? Ir2 N2 2.115(9) . ? Ir2 C37 2.125(11) . ? Ir2 C38 2.129(12) . ? Ir2 C39 2.136(14) . ? Ir2 C41 2.148(11) . ? Ir2 C40 2.285(12) . ? N1 C7 1.268(12) . ? N1 C8 1.412(14) . ? N2 C15 1.307(12) . ? N2 C16 1.406(12) . ? N3 C23 1.322(10) . ? N3 C26 1.342(11) . ? N4 C25 1.299(11) . ? N4 C24 1.314(11) . ? N4 Ir2 2.093(7) 7_556 ? O1 S1 1.431(8) . ? O2 S1 1.452(10) . ? O3 S1 1.381(11) . ? O4 S2 1.364(11) . ? O5 S2 1.391(10) . ? O6 S2 1.425(12) . ? S1 C47 1.68(2) . ? S2 C48 1.748(18) . ? F1 C47 1.300(19) . ? F2 C47 1.258(15) . ? F3 C47 1.41(2) . ? F4 C48 1.28(2) . ? F5 C48 1.270(17) . ? F6 C48 1.30(2) . ? C1 C6 1.384(13) . ? C1 C2 1.423(13) . ? C2 C3 1.420(13) . ? C2 C7 1.459(13) . ? C3 C4 1.373(13) . ? C4 C5 1.429(14) . ? C5 C6 1.371(13) . ? C5 C15 1.413(13) . ? C8 C9 1.365(15) . ? C8 C13 1.394(14) . ? C9 C10 1.376(14) . ? C10 C11 1.324(16) . ? C11 C12 1.381(18) . ? C11 C14 1.505(15) . ? C12 C13 1.389(16) . ? C16 C17 1.380(14) . ? C16 C21 1.401(14) . ? C17 C18 1.354(14) . ? C18 C19 1.407(16) . ? C19 C20 1.383(17) . ? C19 C22 1.537(18) . ? C20 C21 1.454(15) . ? C23 C24 1.360(12) . ? C25 C26 1.380(12) . ? C27 C31 1.410(14) . ? C27 C28 1.415(15) . ? C27 C32 1.486(14) . ? C28 C29 1.476(15) . ? C28 C33 1.547(15) . ? C29 C30 1.417(14) . ? C29 C34 1.516(14) . ? C30 C31 1.405(13) . ? C30 C35 1.477(13) . ? C31 C36 1.515(14) . ? C37 C38 1.403(15) . ? C37 C41 1.426(16) . ? C37 C42 1.531(16) . ? C38 C39 1.415(16) . ? C38 C43 1.514(15) . ? C39 C40 1.349(16) . ? C39 C44 1.543(15) . ? C40 C41 1.425(17) . ? C40 C45 1.479(15) . ? C41 C46 1.545(15) . ? C49 Cl1 1.547(18) . ? C49 Cl2 1.766(19) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 N1 78.7(4) . . ? C1 Ir1 N3 86.1(3) . . ? N1 Ir1 N3 87.1(3) . . ? C1 Ir1 C31 104.1(4) . . ? N1 Ir1 C31 163.4(4) . . ? N3 Ir1 C31 109.3(4) . . ? C1 Ir1 C29 119.9(4) . . ? N1 Ir1 C29 100.6(4) . . ? N3 Ir1 C29 153.7(4) . . ? C31 Ir1 C29 63.5(4) . . ? C1 Ir1 C30 94.3(4) . . ? N1 Ir1 C30 126.1(4) . . ? N3 Ir1 C30 146.3(4) . . ? C31 Ir1 C30 38.0(4) . . ? C29 Ir1 C30 38.3(4) . . ? C1 Ir1 C28 157.4(4) . . ? N1 Ir1 C28 109.0(4) . . ? N3 Ir1 C28 114.9(4) . . ? C31 Ir1 C28 62.5(4) . . ? C29 Ir1 C28 38.8(4) . . ? C30 Ir1 C28 63.8(4) . . ? C1 Ir1 C27 139.2(4) . . ? N1 Ir1 C27 142.0(4) . . ? N3 Ir1 C27 96.4(4) . . ? C31 Ir1 C27 36.9(4) . . ? C29 Ir1 C27 62.2(4) . . ? C30 Ir1 C27 62.2(4) . . ? C28 Ir1 C27 36.1(4) . . ? C4 Ir2 N4 84.1(3) . 7_556 ? C4 Ir2 N2 77.5(4) . . ? N4 Ir2 N2 89.3(3) 7_556 . ? C4 Ir2 C37 97.2(5) . . ? N4 Ir2 C37 147.0(4) 7_556 . ? N2 Ir2 C37 123.2(4) . . ? C4 Ir2 C38 103.9(5) . . ? N4 Ir2 C38 109.1(4) 7_556 . ? N2 Ir2 C38 161.6(4) . . ? C37 Ir2 C38 38.5(4) . . ? C4 Ir2 C39 140.7(5) . . ? N4 Ir2 C39 96.5(4) 7_556 . ? N2 Ir2 C39 141.7(5) . . ? C37 Ir2 C39 62.1(5) . . ? C38 Ir2 C39 38.7(4) . . ? C4 Ir2 C41 124.0(6) . . ? N4 Ir2 C41 151.8(5) 7_556 . ? N2 Ir2 C41 98.5(4) . . ? C37 Ir2 C41 39.0(4) . . ? C38 Ir2 C41 65.2(5) . . ? C39 Ir2 C41 61.1(5) . . ? C4 Ir2 C40 159.9(5) . . ? N4 Ir2 C40 114.5(4) 7_556 . ? N2 Ir2 C40 108.7(5) . . ? C37 Ir2 C40 63.2(5) . . ? C38 Ir2 C40 64.1(5) . . ? C39 Ir2 C40 35.3(4) . . ? C41 Ir2 C40 37.3(4) . . ? C7 N1 C8 115.4(11) . . ? C7 N1 Ir1 116.2(8) . . ? C8 N1 Ir1 128.5(8) . . ? C15 N2 C16 121.5(11) . . ? C15 N2 Ir2 113.9(8) . . ? C16 N2 Ir2 124.6(8) . . ? C23 N3 C26 114.3(9) . . ? C23 N3 Ir1 125.5(7) . . ? C26 N3 Ir1 120.2(7) . . ? C25 N4 C24 115.6(9) . . ? C25 N4 Ir2 120.5(7) . 7_556 ? C24 N4 Ir2 123.8(6) . 7_556 ? O3 S1 O1 115.2(8) . . ? O3 S1 O2 115.8(10) . . ? O1 S1 O2 115.2(6) . . ? O3 S1 C47 105.3(9) . . ? O1 S1 C47 105.5(9) . . ? O2 S1 C47 96.7(11) . . ? O4 S2 O5 116.3(9) . . ? O4 S2 O6 116.8(10) . . ? O5 S2 O6 113.3(10) . . ? O4 S2 C48 104.2(10) . . ? O5 S2 C48 101.3(9) . . ? O6 S2 C48 101.8(9) . . ? C6 C1 C2 117.4(11) . . ? C6 C1 Ir1 129.4(9) . . ? C2 C1 Ir1 113.3(8) . . ? C3 C2 C1 121.9(10) . . ? C3 C2 C7 125.1(11) . . ? C1 C2 C7 113.0(11) . . ? C4 C3 C2 121.1(10) . . ? C3 C4 C5 114.7(11) . . ? C3 C4 Ir2 128.1(9) . . ? C5 C4 Ir2 117.2(8) . . ? C6 C5 C15 123.2(12) . . ? C6 C5 C4 125.9(11) . . ? C15 C5 C4 110.9(11) . . ? C5 C6 C1 119.0(11) . . ? N1 C7 C2 118.6(11) . . ? C9 C8 C13 114.2(13) . . ? C9 C8 N1 121.8(11) . . ? C13 C8 N1 124.0(13) . . ? C8 C9 C10 124.5(13) . . ? C11 C10 C9 121.3(14) . . ? C10 C11 C12 117.0(14) . . ? C10 C11 C14 126.1(15) . . ? C12 C11 C14 116.8(15) . . ? C11 C12 C13 122.0(15) . . ? C12 C13 C8 120.9(14) . . ? N2 C15 C5 120.4(11) . . ? C17 C16 C21 116.0(11) . . ? C17 C16 N2 123.1(11) . . ? C21 C16 N2 120.9(11) . . ? C18 C17 C16 124.4(11) . . ? C17 C18 C19 122.6(13) . . ? C20 C19 C18 114.8(15) . . ? C20 C19 C22 117.4(14) . . ? C18 C19 C22 127.7(14) . . ? C19 C20 C21 122.7(14) . . ? C16 C21 C20 119.3(12) . . ? N3 C23 C24 122.8(10) . . ? N4 C24 C23 122.7(10) . . ? N4 C25 C26 122.8(10) . . ? N3 C26 C25 121.6(10) . . ? C31 C27 C28 109.0(11) . . ? C31 C27 C32 125.8(12) . . ? C28 C27 C32 125.2(11) . . ? C31 C27 Ir1 66.3(6) . . ? C28 C27 Ir1 71.4(7) . . ? C32 C27 Ir1 127.5(8) . . ? C27 C28 C29 105.3(11) . . ? C27 C28 C33 128.4(12) . . ? C29 C28 C33 125.1(13) . . ? C27 C28 Ir1 72.4(7) . . ? C29 C28 Ir1 66.2(6) . . ? C33 C28 Ir1 134.8(8) . . ? C30 C29 C28 108.6(11) . . ? C30 C29 C34 128.1(12) . . ? C28 C29 C34 123.0(12) . . ? C30 C29 Ir1 71.2(5) . . ? C28 C29 Ir1 75.0(6) . . ? C34 C29 Ir1 124.8(8) . . ? C31 C30 C29 106.9(11) . . ? C31 C30 C35 130.3(11) . . ? C29 C30 C35 122.8(11) . . ? C31 C30 Ir1 70.5(6) . . ? C29 C30 Ir1 70.5(5) . . ? C35 C30 Ir1 125.5(8) . . ? C30 C31 C27 109.7(11) . . ? C30 C31 C36 123.6(11) . . ? C27 C31 C36 124.8(11) . . ? C30 C31 Ir1 71.5(6) . . ? C27 C31 Ir1 76.8(6) . . ? C36 C31 Ir1 130.4(8) . . ? C38 C37 C41 109.1(12) . . ? C38 C37 C42 123.9(14) . . ? C41 C37 C42 127.0(14) . . ? C38 C37 Ir2 70.9(7) . . ? C41 C37 Ir2 71.4(7) . . ? C42 C37 Ir2 124.2(9) . . ? C37 C38 C39 102.5(12) . . ? C37 C38 C43 127.1(14) . . ? C39 C38 C43 128.4(13) . . ? C37 C38 Ir2 70.6(7) . . ? C39 C38 Ir2 70.9(8) . . ? C43 C38 Ir2 134.1(9) . . ? C40 C39 C38 116.1(12) . . ? C40 C39 C44 122.7(14) . . ? C38 C39 C44 120.8(13) . . ? C40 C39 Ir2 78.4(8) . . ? C38 C39 Ir2 70.4(8) . . ? C44 C39 Ir2 126.6(9) . . ? C39 C40 C41 103.3(13) . . ? C39 C40 C45 128.2(14) . . ? C41 C40 C45 127.8(15) . . ? C39 C40 Ir2 66.3(8) . . ? C41 C40 Ir2 66.1(7) . . ? C45 C40 Ir2 137.5(9) . . ? C40 C41 C37 108.7(12) . . ? C40 C41 C46 125.5(15) . . ? C37 C41 C46 125.4(15) . . ? C40 C41 Ir2 76.6(7) . . ? C37 C41 Ir2 69.6(7) . . ? C46 C41 Ir2 125.7(9) . . ? F2 C47 F1 107.8(17) . . ? F2 C47 F3 98.0(18) . . ? F1 C47 F3 96.8(17) . . ? F2 C47 S1 118.7(17) . . ? F1 C47 S1 122.6(15) . . ? F3 C47 S1 107.4(15) . . ? F5 C48 F4 101.4(16) . . ? F5 C48 F6 102.0(17) . . ? F4 C48 F6 111(2) . . ? F5 C48 S2 113.3(17) . . ? F4 C48 S2 116.2(15) . . ? F6 C48 S2 111.6(14) . . ? Cl1 C49 Cl2 114.4(14) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.022 _refine_diff_density_min -0.670 _refine_diff_density_rms 0.128 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.001 0.061 0.750 420 149 ' ' 2 0.000 0.150 0.250 7 3 ' ' 3 0.000 0.231 0.750 20 9 ' ' 4 0.000 0.272 0.250 9 4 ' ' 5 -0.018 0.439 0.250 420 148 ' ' 6 0.077 0.561 0.750 420 149 ' ' 7 0.000 0.728 0.750 9 3 ' ' 8 0.000 0.769 0.250 20 5 ' ' 9 0.000 0.850 0.750 7 1 ' ' 10 -0.005 0.939 0.250 420 148 ' ' 11 0.238 0.367 0.880 7 1 ' ' 12 0.238 0.633 0.380 7 1 ' ' 13 0.262 0.133 0.120 7 1 ' ' 14 0.262 0.867 0.620 7 1 ' ' 15 0.500 0.269 0.250 20 5 ' ' 16 0.500 0.731 0.750 20 9 ' ' 17 0.500 0.228 0.750 9 3 ' ' 18 0.500 0.350 0.750 7 1 ' ' 19 0.500 0.650 0.250 7 3 ' ' 20 0.500 0.772 0.250 9 4 ' ' 21 0.738 0.133 0.380 7 1 ' ' 22 0.738 0.867 0.880 7 1 ' ' 23 0.762 0.367 0.620 7 1 ' ' 24 0.762 0.633 0.120 7 1 ' ' # End # Attachment 'Complex_4a.cif' data_Complex_4a _database_code_depnum_ccdc_archive 'CCDC 744140' #TrackingRef 'Complex_4a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H44 Cl2 Ir2 N2' _chemical_formula_weight 1008.07 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.261(12) _cell_length_b 8.705(5) _cell_length_c 22.589(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.839(7) _cell_angle_gamma 90.00 _cell_volume 4377(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 988 _cell_measurement_theta_min 2.588 _cell_measurement_theta_max 22.866 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.530 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_absorpt_coefficient_mu 6.222 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5222 _exptl_absorpt_correction_T_max 0.6359 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 8.33 _diffrn_reflns_number 10280 _diffrn_reflns_av_R_equivalents 0.0531 _diffrn_reflns_av_sigmaI/netI 0.0847 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4686 _reflns_number_gt 3137 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0276P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4686 _refine_ls_number_parameters 255 _refine_ls_number_restraints 120 _refine_ls_R_factor_all 0.0516 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0705 _refine_ls_wR_factor_gt 0.0683 _refine_ls_goodness_of_fit_ref 0.822 _refine_ls_restrained_S_all 0.838 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.638687(10) 0.44018(3) 0.896641(10) 0.03814(9) Uani 1 1 d . . . Cl1 Cl 0.71819(7) 0.25573(19) 0.90217(8) 0.0601(5) Uani 1 1 d . . . N1 N 0.70516(19) 0.6101(5) 0.8974(2) 0.0378(12) Uani 1 1 d . A . C1 C 0.6571(2) 0.4602(6) 0.8092(2) 0.0379(14) Uani 1 1 d . A . C2 C 0.6335(3) 0.3779(7) 0.7614(3) 0.0505(17) Uani 1 1 d . . . H2 H 0.6051 0.3019 0.7682 0.061 Uiso 1 1 calc R A . C3 C 0.6515(3) 0.4071(8) 0.7034(3) 0.0544(18) Uani 1 1 d . A . H3 H 0.6348 0.3504 0.6724 0.065 Uiso 1 1 calc R . . C4 C 0.6937(3) 0.5185(8) 0.6915(3) 0.0574(18) Uani 1 1 d . . . H4 H 0.7045 0.5380 0.6526 0.069 Uiso 1 1 calc R A . C5 C 0.7195(3) 0.6002(8) 0.7369(3) 0.0559(18) Uani 1 1 d . A . H5 H 0.7490 0.6732 0.7296 0.067 Uiso 1 1 calc R . . C6 C 0.7004(3) 0.5711(7) 0.7955(3) 0.0439(15) Uani 1 1 d . . . C7 C 0.7249(3) 0.6486(7) 0.8459(3) 0.0485(16) Uani 1 1 d . A . H7 H 0.7540 0.7243 0.8420 0.058 Uiso 1 1 calc R . . C8 C 0.7277(2) 0.6816(7) 0.9499(2) 0.0358(13) Uani 1 1 d . . . C9 C 0.7486(2) 0.5925(6) 0.9957(3) 0.0405(14) Uani 1 1 d . A . H9 H 0.7472 0.4860 0.9927 0.049 Uiso 1 1 calc R . . C10 C 0.7714(2) 0.6598(7) 1.0457(3) 0.0436(15) Uani 1 1 d . . . H10 H 0.7862 0.5996 1.0767 0.052 Uiso 1 1 calc R A . C11 C 0.54323(15) 0.4404(7) 0.8894(2) 0.047(3) Uani 0.678(10) 1 d PGU A 1 C12 C 0.55936(19) 0.5605(5) 0.9288(3) 0.058(4) Uani 0.678(10) 1 d PGU A 1 C13 C 0.58756(19) 0.4940(7) 0.9792(2) 0.063(4) Uani 0.678(10) 1 d PGU A 1 C14 C 0.58885(19) 0.3327(7) 0.9710(2) 0.070(5) Uani 0.678(10) 1 d PGU A 1 C15 C 0.56145(19) 0.2996(6) 0.9155(3) 0.062(4) Uani 0.678(10) 1 d PGU A 1 C16 C 0.5122(2) 0.4591(13) 0.8302(3) 0.122(6) Uani 0.678(10) 1 d PGU A 1 H16A H 0.5372 0.5179 0.8044 0.183 Uiso 0.678(10) 1 calc PR A 1 H16B H 0.4746 0.5115 0.8353 0.183 Uiso 0.678(10) 1 calc PR A 1 H16C H 0.5048 0.3597 0.8131 0.183 Uiso 0.678(10) 1 calc PR A 1 C17 C 0.5485(3) 0.7293(7) 0.9189(5) 0.109(6) Uani 0.678(10) 1 d PGU A 1 H17A H 0.5221 0.7676 0.9487 0.164 Uiso 0.678(10) 1 calc PR A 1 H17B H 0.5303 0.7444 0.8805 0.164 Uiso 0.678(10) 1 calc PR A 1 H17C H 0.5860 0.7834 0.9211 0.164 Uiso 0.678(10) 1 calc PR A 1 C18 C 0.6119(3) 0.5796(13) 1.0323(3) 0.152(8) Uani 0.678(10) 1 d PGU A 1 H18A H 0.6524 0.6116 1.0249 0.228 Uiso 0.678(10) 1 calc PR A 1 H18B H 0.6114 0.5136 1.0663 0.228 Uiso 0.678(10) 1 calc PR A 1 H18C H 0.5874 0.6682 1.0394 0.228 Uiso 0.678(10) 1 calc PR A 1 C19 C 0.6148(3) 0.2169(12) 1.0137(4) 0.144(7) Uani 0.678(10) 1 d PGU A 1 H19A H 0.6466 0.1615 0.9950 0.216 Uiso 0.678(10) 1 calc PR A 1 H19B H 0.5839 0.1464 1.0252 0.216 Uiso 0.678(10) 1 calc PR A 1 H19C H 0.6304 0.2690 1.0481 0.216 Uiso 0.678(10) 1 calc PR A 1 C20 C 0.5532(3) 0.1424(8) 0.8888(5) 0.129(6) Uani 0.678(10) 1 d PGU A 1 H20A H 0.5238 0.1474 0.8573 0.194 Uiso 0.678(10) 1 calc PR A 1 H20B H 0.5396 0.0725 0.9187 0.194 Uiso 0.678(10) 1 calc PR A 1 H20C H 0.5907 0.1071 0.8735 0.194 Uiso 0.678(10) 1 calc PR A 1 C11' C 0.54794(17) 0.3454(7) 0.8944(2) 0.051(8) Uani 0.322(10) 1 d PGU A 2 C12' C 0.54500(17) 0.5092(6) 0.8976(2) 0.063(9) Uani 0.322(10) 1 d PGU A 2 C13' C 0.5712(2) 0.5558(6) 0.9529(3) 0.055(8) Uani 0.322(10) 1 d PGU A 2 C14' C 0.59040(18) 0.4208(8) 0.9839(2) 0.036(6) Uani 0.322(10) 1 d PGU A 2 C15' C 0.5760(2) 0.2907(6) 0.9477(3) 0.062(9) Uani 0.322(10) 1 d PGU A 2 C16' C 0.5252(3) 0.2466(12) 0.8433(4) 0.120(12) Uani 0.322(10) 1 d PGU A 2 H16D H 0.4987 0.3062 0.8184 0.181 Uiso 0.322(10) 1 calc PR A 2 H16E H 0.5039 0.1597 0.8585 0.181 Uiso 0.322(10) 1 calc PR A 2 H16F H 0.5587 0.2117 0.8205 0.181 Uiso 0.322(10) 1 calc PR A 2 C17' C 0.5186(3) 0.6153(11) 0.8505(4) 0.126(12) Uani 0.322(10) 1 d PGU A 2 H17D H 0.4769 0.6327 0.8583 0.188 Uiso 0.322(10) 1 calc PR A 2 H17E H 0.5226 0.5687 0.8123 0.188 Uiso 0.322(10) 1 calc PR A 2 H17F H 0.5397 0.7115 0.8513 0.188 Uiso 0.322(10) 1 calc PR A 2 C18' C 0.5777(4) 0.7201(8) 0.9749(5) 0.103(10) Uani 0.322(10) 1 d PGU A 2 H18D H 0.5551 0.7328 1.0104 0.154 Uiso 0.322(10) 1 calc PR A 2 H18E H 0.5627 0.7896 0.9451 0.154 Uiso 0.322(10) 1 calc PR A 2 H18F H 0.6193 0.7418 0.9830 0.154 Uiso 0.322(10) 1 calc PR A 2 C19' C 0.6207(3) 0.4162(14) 1.0445(3) 0.098(9) Uani 0.322(10) 1 d PGU A 2 H19D H 0.6632 0.4305 1.0404 0.147 Uiso 0.322(10) 1 calc PR A 2 H19E H 0.6133 0.3186 1.0628 0.147 Uiso 0.322(10) 1 calc PR A 2 H19F H 0.6049 0.4967 1.0688 0.147 Uiso 0.322(10) 1 calc PR A 2 C20' C 0.5883(4) 0.1236(8) 0.9632(5) 0.097(9) Uani 0.322(10) 1 d PGU A 2 H20D H 0.6309 0.1054 0.9632 0.145 Uiso 0.322(10) 1 calc PR A 2 H20E H 0.5691 0.0583 0.9344 0.145 Uiso 0.322(10) 1 calc PR A 2 H20F H 0.5729 0.1017 1.0017 0.145 Uiso 0.322(10) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.03812(13) 0.04374(14) 0.03260(13) -0.00264(13) 0.00242(9) -0.00569(12) Cl1 0.0654(10) 0.0546(10) 0.0602(12) -0.0006(9) 0.0019(9) 0.0127(8) N1 0.037(3) 0.043(3) 0.033(3) 0.002(2) 0.000(2) -0.008(2) C1 0.034(3) 0.049(4) 0.031(3) -0.008(3) -0.003(3) 0.003(3) C2 0.053(4) 0.055(4) 0.044(4) -0.007(3) 0.005(3) -0.008(3) C3 0.057(4) 0.070(5) 0.036(4) -0.017(4) -0.008(3) 0.012(3) C4 0.071(5) 0.074(5) 0.027(4) 0.001(4) 0.006(4) 0.005(4) C5 0.058(4) 0.073(5) 0.037(4) 0.011(4) 0.008(3) -0.007(3) C6 0.045(3) 0.052(4) 0.034(3) -0.011(3) 0.000(3) -0.003(3) C7 0.042(3) 0.054(4) 0.050(4) 0.005(4) 0.003(3) -0.010(3) C8 0.036(3) 0.040(4) 0.032(3) -0.001(3) 0.001(3) -0.004(3) C9 0.048(3) 0.033(3) 0.040(4) -0.002(3) -0.005(3) -0.008(2) C10 0.044(3) 0.046(4) 0.040(4) 0.002(3) -0.008(3) -0.004(3) C11 0.030(5) 0.074(9) 0.036(6) 0.000(7) -0.010(4) -0.005(6) C12 0.040(6) 0.059(8) 0.076(9) -0.009(7) 0.017(7) -0.001(6) C13 0.036(7) 0.096(11) 0.057(9) -0.031(7) 0.014(7) -0.012(6) C14 0.051(7) 0.087(11) 0.072(9) 0.037(9) 0.015(7) -0.009(8) C15 0.044(7) 0.050(7) 0.091(11) 0.003(8) 0.017(8) -0.015(6) C16 0.060(7) 0.227(16) 0.079(9) 0.000(10) -0.017(7) 0.003(9) C17 0.109(9) 0.058(8) 0.161(14) 0.007(8) 0.054(10) 0.018(7) C18 0.133(12) 0.237(17) 0.087(10) -0.095(11) 0.039(9) -0.012(11) C19 0.126(11) 0.171(14) 0.136(13) 0.106(11) 0.036(10) 0.012(10) C20 0.132(11) 0.088(9) 0.170(14) -0.014(10) 0.064(11) -0.060(8) C11' 0.053(13) 0.060(16) 0.040(12) -0.021(13) 0.009(11) -0.023(12) C12' 0.051(14) 0.070(16) 0.070(17) 0.023(13) 0.019(13) 0.007(11) C13' 0.015(9) 0.045(13) 0.104(18) -0.006(13) -0.007(12) 0.010(9) C14' 0.050(12) 0.040(14) 0.018(10) 0.003(10) 0.006(9) -0.009(10) C15' 0.034(12) 0.056(14) 0.096(19) 0.009(14) -0.009(14) -0.001(10) C16' 0.094(16) 0.15(2) 0.118(19) -0.023(16) 0.012(15) -0.040(15) C17' 0.107(16) 0.150(19) 0.120(19) 0.055(16) 0.016(15) 0.061(15) C18' 0.096(15) 0.069(14) 0.144(19) -0.048(14) 0.044(15) -0.007(12) C19' 0.084(14) 0.168(19) 0.043(12) 0.014(14) 0.030(11) -0.033(14) C20' 0.106(16) 0.050(12) 0.135(19) 0.039(13) 0.046(15) 0.009(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 2.030(6) . ? Ir1 N1 2.092(4) . ? Ir1 C11 2.129(4) . ? Ir1 C15 2.157(4) . ? Ir1 C12' 2.171(4) . ? Ir1 C11' 2.182(4) . ? Ir1 C12 2.187(4) . ? Ir1 C13' 2.222(4) . ? Ir1 C14 2.231(4) . ? Ir1 C15' 2.240(4) . ? Ir1 C13 2.249(4) . ? Ir1 C14' 2.264(4) . ? N1 C7 1.292(7) . ? N1 C8 1.424(7) . ? C1 C2 1.392(8) . ? C1 C6 1.401(8) . ? C2 C3 1.398(8) . ? C3 C4 1.379(9) . ? C4 C5 1.369(9) . ? C5 C6 1.419(8) . ? C6 C7 1.425(8) . ? C8 C9 1.370(8) . ? C8 C10 1.384(8) 7_667 ? C9 C10 1.364(8) . ? C10 C8 1.384(8) 7_667 ? C11 C12 1.416(2) . ? C11 C15 1.416(2) . ? C11 C16 1.505(2) . ? C12 C13 1.416(2) . ? C12 C17 1.505(2) . ? C13 C14 1.416(2) . ? C13 C18 1.505(2) . ? C14 C15 1.416(2) . ? C14 C19 1.505(2) . ? C15 C20 1.505(2) . ? C11' C15' 1.430(2) . ? C11' C12' 1.430(2) . ? C11' C16' 1.520(2) . ? C12' C13' 1.430(2) . ? C12' C17' 1.520(2) . ? C13' C14' 1.430(2) . ? C13' C18' 1.520(2) . ? C14' C15' 1.430(2) . ? C14' C19' 1.520(2) . ? C15' C20' 1.520(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 N1 78.1(2) . . ? C1 Ir1 C11 98.10(19) . . ? N1 Ir1 C11 134.8(2) . . ? C1 Ir1 C15 114.4(2) . . ? N1 Ir1 C15 164.78(18) . . ? C11 Ir1 C15 38.58(7) . . ? C1 Ir1 C12' 101.2(2) . . ? N1 Ir1 C12' 118.9(2) . . ? C11 Ir1 C12' 16.8 . . ? C15 Ir1 C12' 52.17(10) . . ? C1 Ir1 C11' 102.1(2) . . ? N1 Ir1 C11' 157.2(2) . . ? C11 Ir1 C11' 22.5 . . ? C15 Ir1 C11' 18.2 . . ? C12' Ir1 C11' 38.36(8) . . ? C1 Ir1 C12 117.3(2) . . ? N1 Ir1 C12 103.49(18) . . ? C11 Ir1 C12 38.29(8) . . ? C15 Ir1 C12 63.66(11) . . ? C12' Ir1 C12 23.6 . . ? C11' Ir1 C12 55.75(10) . . ? C1 Ir1 C13' 131.7(2) . . ? N1 Ir1 C13' 99.14(17) . . ? C11 Ir1 C13' 50.33(10) . . ? C15 Ir1 C13' 66.25(11) . . ? C12' Ir1 C13' 37.97(8) . . ? C11' Ir1 C13' 63.37(11) . . ? C12 Ir1 C13' 15.7 . . ? C1 Ir1 C14 151.3(2) . . ? N1 Ir1 C14 130.5(2) . . ? C11 Ir1 C14 63.35(11) . . ? C15 Ir1 C14 37.60(7) . . ? C12' Ir1 C14 67.68(11) . . ? C11' Ir1 C14 52.32(9) . . ? C12 Ir1 C14 62.47(11) . . ? C13' Ir1 C14 53.99(10) . . ? C1 Ir1 C15' 133.4(2) . . ? N1 Ir1 C15' 148.5(2) . . ? C11 Ir1 C15' 53.94(9) . . ? C15 Ir1 C15' 20.8 . . ? C12' Ir1 C15' 63.25(11) . . ? C11' Ir1 C15' 37.70(7) . . ? C12 Ir1 C15' 66.10(11) . . ? C13' Ir1 C15' 62.46(11) . . ? C14 Ir1 C15' 18.0 . . ? C1 Ir1 C13 154.3(2) . . ? N1 Ir1 C13 102.28(18) . . ? C11 Ir1 C13 63.05(11) . . ? C15 Ir1 C13 62.62(11) . . ? C12' Ir1 C13 55.68(10) . . ? C11' Ir1 C13 67.58(11) . . ? C12 Ir1 C13 37.20(7) . . ? C13' Ir1 C13 22.6 . . ? C14 Ir1 C13 36.85(7) . . ? C15' Ir1 C13 50.74(9) . . ? C1 Ir1 C14' 163.32(19) . . ? N1 Ir1 C14' 113.0(2) . . ? C11 Ir1 C14' 65.22(11) . . ? C15 Ir1 C14' 52.88(9) . . ? C12' Ir1 C14' 62.85(11) . . ? C11' Ir1 C14' 62.68(10) . . ? C12 Ir1 C14' 49.50(9) . . ? C13' Ir1 C14' 37.15(7) . . ? C14 Ir1 C14' 21.0 . . ? C15' Ir1 C14' 37.02(7) . . ? C13 Ir1 C14' 16.5 . . ? C7 N1 C8 121.0(5) . . ? C7 N1 Ir1 115.2(4) . . ? C8 N1 Ir1 123.8(3) . . ? C2 C1 C6 115.9(5) . . ? C2 C1 Ir1 129.1(4) . . ? C6 C1 Ir1 115.0(4) . . ? C1 C2 C3 121.5(6) . . ? C4 C3 C2 121.1(6) . . ? C5 C4 C3 119.9(6) . . ? C4 C5 C6 118.6(6) . . ? C1 C6 C5 123.0(6) . . ? C1 C6 C7 114.0(5) . . ? C5 C6 C7 123.0(6) . . ? N1 C7 C6 117.7(5) . . ? C9 C8 C10 120.4(5) . 7_667 ? C9 C8 N1 119.5(5) . . ? C10 C8 N1 120.1(5) 7_667 . ? C10 C9 C8 120.0(5) . . ? C9 C10 C8 119.5(5) . 7_667 ? C12 C11 C15 108.0 . . ? C12 C11 C16 126.0 . . ? C15 C11 C16 126.0 . . ? C12 C11 Ir1 73.06(15) . . ? C15 C11 Ir1 71.80(14) . . ? C16 C11 Ir1 120.90(14) . . ? C13 C12 C11 108.0 . . ? C13 C12 C17 126.0 . . ? C11 C12 C17 126.0 . . ? C13 C12 Ir1 73.79(14) . . ? C11 C12 Ir1 68.65(14) . . ? C17 C12 Ir1 123.16(13) . . ? C12 C13 C14 108.0 . . ? C12 C13 C18 126.0 . . ? C14 C13 C18 126.0 . . ? C12 C13 Ir1 69.01(14) . . ? C14 C13 Ir1 70.91(14) . . ? C18 C13 Ir1 125.66(13) . . ? C15 C14 C13 108.0 . . ? C15 C14 C19 126.0 . . ? C13 C14 C19 126.0 . . ? C15 C14 Ir1 68.37(14) . . ? C13 C14 Ir1 72.24(14) . . ? C19 C14 Ir1 124.96(13) . . ? C14 C15 C11 108.0 . . ? C14 C15 C20 126.0 . . ? C11 C15 C20 126.0 . . ? C14 C15 Ir1 74.04(14) . . ? C11 C15 Ir1 69.62(14) . . ? C20 C15 Ir1 122.02(14) . . ? C15' C11' C12' 108.0 . . ? C15' C11' C16' 126.0 . . ? C12' C11' C16' 126.0 . . ? C15' C11' Ir1 73.35(14) . . ? C12' C11' Ir1 70.40(14) . . ? C16' C11' Ir1 121.96(14) . . ? C11' C12' C13' 108.0 . . ? C11' C12' C17' 126.0 . . ? C13' C12' C17' 126.0 . . ? C11' C12' Ir1 71.25(14) . . ? C13' C12' Ir1 72.96(14) . . ? C17' C12' Ir1 121.51(13) . . ? C14' C13' C12' 108.0 . . ? C14' C13' C18' 126.0 . . ? C12' C13' C18' 126.0 . . ? C14' C13' Ir1 73.02(14) . . ? C12' C13' Ir1 69.07(14) . . ? C18' C13' Ir1 123.52(13) . . ? C13' C14' C15' 108.0 . . ? C13' C14' C19' 126.0 . . ? C15' C14' C19' 126.0 . . ? C13' C14' Ir1 69.83(14) . . ? C15' C14' Ir1 70.57(14) . . ? C19' C14' Ir1 125.20(13) . . ? C11' C15' C14' 108.0 . . ? C11' C15' C20' 126.0 . . ? C14' C15' C20' 126.0 . . ? C11' C15' Ir1 68.95(14) . . ? C14' C15' Ir1 72.41(14) . . ? C20' C15' Ir1 124.23(14) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.233 _refine_diff_density_min -0.746 _refine_diff_density_rms 0.138 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.122 0.250 329 108 ' ' 2 0.500 -0.123 0.750 329 109 ' ' 3 0.000 0.377 0.750 329 109 ' ' 4 0.000 0.622 0.250 329 108 ' ' # End # end data_Complex_4b _database_code_depnum_ccdc_archive 'CCDC 744141' #TrackingRef 'Complex_1a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H50 Cl4 Ir2 N2 O2' _chemical_formula_weight 1153.05 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 27.594(9) _cell_length_b 12.355(4) _cell_length_c 12.452(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.464(4) _cell_angle_gamma 90.00 _cell_volume 4218(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 964 _cell_measurement_theta_min 2.501 _cell_measurement_theta_max 25.794 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.816 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 6.595 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4379 _exptl_absorpt_correction_T_max 0.5584 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.46 _diffrn_reflns_number 9875 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 27.01 _reflns_number_total 4462 _reflns_number_gt 3453 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0416P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4462 _refine_ls_number_parameters 243 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0415 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0765 _refine_ls_wR_factor_gt 0.0739 _refine_ls_goodness_of_fit_ref 0.947 _refine_ls_restrained_S_all 0.951 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.139280(7) 0.796331(15) 0.226984(15) 0.03367(8) Uani 1 1 d . . . Cl1 Cl 0.18288(5) 0.95250(11) 0.17767(12) 0.0518(4) Uani 1 1 d . . . N1 N 0.20711(15) 0.7296(3) 0.2847(3) 0.0336(9) Uani 1 1 d . . . O1 O 0.13018(18) 0.6775(4) -0.1958(3) 0.0693(13) Uani 1 1 d . . . C1 C 0.2543(2) 0.8493(4) 0.5482(4) 0.0454(14) Uani 1 1 d . . . H1 H 0.2578 0.9175 0.5797 0.054 Uiso 1 1 calc R . . C2 C 0.2326(2) 0.8393(4) 0.4448(4) 0.0451(14) Uani 1 1 d . . . H2 H 0.2199 0.9004 0.4080 0.054 Uiso 1 1 calc R . . C3 C 0.22905(18) 0.7404(4) 0.3937(4) 0.0367(12) Uani 1 1 d . . . C4 C 0.2301(2) 0.6789(4) 0.2154(5) 0.0404(13) Uani 1 1 d . . . H4 H 0.2606 0.6481 0.2346 0.048 Uiso 1 1 calc R . . C5 C 0.20638(19) 0.6723(4) 0.1077(4) 0.0366(12) Uani 1 1 d . . . C6 C 0.16012(19) 0.7230(4) 0.0919(4) 0.0361(12) Uani 1 1 d . . . C7 C 0.1370(2) 0.7240(4) -0.0128(4) 0.0465(14) Uani 1 1 d . . . H7 H 0.1070 0.7585 -0.0272 0.056 Uiso 1 1 calc R . . C8 C 0.1578(2) 0.6744(5) -0.0963(4) 0.0452(14) Uani 1 1 d . . . C9 C 0.2029(2) 0.6275(4) -0.0803(4) 0.0486(14) Uani 1 1 d . . . H9 H 0.2166 0.5962 -0.1377 0.058 Uiso 1 1 calc R . . C10 C 0.2277(2) 0.6272(4) 0.0221(4) 0.0468(14) Uani 1 1 d . . . H10 H 0.2586 0.5968 0.0340 0.056 Uiso 1 1 calc R . . C11 C 0.1494(3) 0.6307(8) -0.2855(5) 0.087(3) Uani 1 1 d . . . H11A H 0.1764 0.6731 -0.3038 0.130 Uiso 1 1 calc R . . H11B H 0.1245 0.6287 -0.3461 0.130 Uiso 1 1 calc R . . H11C H 0.1602 0.5583 -0.2678 0.130 Uiso 1 1 calc R . . C12 C 0.0637(2) 0.8430(5) 0.1984(5) 0.0492(14) Uani 1 1 d . . . C13 C 0.06731(19) 0.7301(5) 0.2189(5) 0.0458(14) Uani 1 1 d . . . C14 C 0.0914(2) 0.7149(4) 0.3264(5) 0.0430(13) Uani 1 1 d . . . C15 C 0.0990(2) 0.8213(5) 0.3743(5) 0.0476(14) Uani 1 1 d . . . C16 C 0.0829(2) 0.8977(5) 0.2957(5) 0.0518(15) Uani 1 1 d . . . C17 C 0.0377(2) 0.8931(6) 0.0995(5) 0.076(2) Uani 1 1 d . . . H17A H 0.0037 0.9011 0.1084 0.114 Uiso 1 1 calc R . . H17B H 0.0410 0.8476 0.0383 0.114 Uiso 1 1 calc R . . H17C H 0.0515 0.9629 0.0881 0.114 Uiso 1 1 calc R . . C18 C 0.0476(3) 0.6405(6) 0.1458(5) 0.078(2) Uani 1 1 d . . . H18A H 0.0741 0.6004 0.1217 0.117 Uiso 1 1 calc R . . H18B H 0.0279 0.6704 0.0845 0.117 Uiso 1 1 calc R . . H18C H 0.0281 0.5932 0.1844 0.117 Uiso 1 1 calc R . . C19 C 0.1005(2) 0.6096(5) 0.3855(5) 0.0632(17) Uani 1 1 d . . . H19A H 0.0780 0.6022 0.4385 0.095 Uiso 1 1 calc R . . H19B H 0.1333 0.6085 0.4209 0.095 Uiso 1 1 calc R . . H19C H 0.0961 0.5507 0.3350 0.095 Uiso 1 1 calc R . . C20 C 0.1166(3) 0.8424(6) 0.4888(5) 0.0710(19) Uani 1 1 d . . . H20A H 0.1283 0.9155 0.4965 0.107 Uiso 1 1 calc R . . H20B H 0.1426 0.7932 0.5120 0.107 Uiso 1 1 calc R . . H20C H 0.0904 0.8322 0.5322 0.107 Uiso 1 1 calc R . . C21 C 0.0851(3) 1.0170(5) 0.3081(6) 0.087(2) Uani 1 1 d . . . H21A H 0.0529 1.0468 0.2931 0.130 Uiso 1 1 calc R . . H21B H 0.1058 1.0467 0.2585 0.130 Uiso 1 1 calc R . . H21C H 0.0981 1.0349 0.3807 0.130 Uiso 1 1 calc R . . C22 C 1.0000 0.7595(10) 0.7500 0.39(2) Uiso 1 2 d SD . . H22A H 0.9718 0.8053 0.7309 0.465 Uiso 0.50 1 calc PR . . H22B H 1.0282 0.8053 0.7691 0.465 Uiso 0.50 1 calc PR . . Cl2 Cl 0.99042(18) 0.6759(6) 0.8565(3) 0.292(4) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.02790(12) 0.03909(12) 0.03377(12) 0.00167(9) 0.00239(8) 0.00252(9) Cl1 0.0475(9) 0.0434(7) 0.0662(9) 0.0104(7) 0.0141(7) 0.0005(6) N1 0.028(2) 0.032(2) 0.039(2) -0.0014(17) -0.0003(18) 0.0031(18) O1 0.064(3) 0.101(3) 0.040(3) 0.000(2) -0.005(2) 0.010(3) C1 0.055(4) 0.032(3) 0.045(3) -0.006(2) -0.011(3) 0.004(3) C2 0.054(4) 0.037(3) 0.041(3) 0.003(2) -0.008(3) 0.010(3) C3 0.029(3) 0.039(3) 0.040(3) -0.001(2) -0.005(2) 0.000(2) C4 0.032(3) 0.036(3) 0.052(3) 0.004(2) 0.000(3) 0.007(2) C5 0.037(3) 0.032(2) 0.041(3) -0.001(2) 0.004(2) 0.000(2) C6 0.030(3) 0.041(3) 0.037(3) 0.000(2) 0.004(2) 0.002(2) C7 0.038(3) 0.059(4) 0.041(3) 0.005(3) 0.000(2) 0.011(3) C8 0.053(4) 0.053(3) 0.028(3) 0.000(2) 0.001(2) -0.006(3) C9 0.063(4) 0.048(3) 0.038(3) -0.002(2) 0.015(3) 0.004(3) C10 0.045(3) 0.045(3) 0.050(3) -0.001(3) 0.003(3) 0.009(3) C11 0.093(6) 0.138(8) 0.029(4) -0.006(4) 0.005(4) -0.009(5) C12 0.030(3) 0.067(4) 0.051(4) 0.014(3) 0.010(3) 0.011(3) C13 0.024(3) 0.071(4) 0.042(3) 0.003(3) 0.006(2) -0.006(3) C14 0.036(3) 0.052(3) 0.042(3) 0.005(3) 0.009(2) -0.007(2) C15 0.038(3) 0.066(4) 0.041(3) -0.005(3) 0.014(3) 0.000(3) C16 0.039(3) 0.058(4) 0.063(4) 0.001(3) 0.024(3) 0.011(3) C17 0.048(4) 0.115(6) 0.067(4) 0.034(4) 0.012(3) 0.020(4) C18 0.054(4) 0.120(6) 0.059(4) -0.017(4) 0.004(3) -0.037(4) C19 0.060(4) 0.062(4) 0.070(4) 0.021(3) 0.018(3) 0.001(3) C20 0.070(5) 0.107(5) 0.039(4) -0.015(4) 0.021(3) -0.014(4) C21 0.091(6) 0.056(4) 0.124(7) 0.000(4) 0.058(5) 0.016(4) Cl2 0.168(4) 0.574(12) 0.126(3) -0.017(5) -0.015(3) -0.103(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 C6 2.049(5) . ? Ir1 N1 2.097(4) . ? Ir1 C13 2.140(5) . ? Ir1 C12 2.155(5) . ? Ir1 C14 2.159(5) . ? Ir1 C16 2.241(5) . ? Ir1 C15 2.270(6) . ? Ir1 Cl1 2.3903(15) . ? N1 C4 1.289(7) . ? N1 C3 1.429(6) . ? O1 C8 1.379(6) . ? O1 C11 1.413(8) . ? C1 C2 1.363(7) . ? C1 C3 1.375(7) 7_566 ? C2 C3 1.375(7) . ? C3 C1 1.375(7) 7_566 ? C4 C5 1.426(7) . ? C5 C10 1.390(7) . ? C5 C6 1.416(7) . ? C6 C7 1.386(7) . ? C7 C8 1.386(8) . ? C8 C9 1.368(8) . ? C9 C10 1.377(8) . ? C12 C13 1.419(9) . ? C12 C16 1.435(8) . ? C12 C17 1.488(8) . ? C13 C14 1.439(8) . ? C13 C18 1.496(9) . ? C14 C15 1.449(7) . ? C14 C19 1.503(7) . ? C15 C16 1.395(8) . ? C15 C20 1.476(8) . ? C16 C21 1.483(8) . ? C22 Cl2 1.725(5) 2_756 ? C22 Cl2 1.725(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 Ir1 N1 77.60(18) . . ? C6 Ir1 C13 97.9(2) . . ? N1 Ir1 C13 130.8(2) . . ? C6 Ir1 C12 109.8(2) . . ? N1 Ir1 C12 166.38(19) . . ? C13 Ir1 C12 38.6(2) . . ? C6 Ir1 C14 120.8(2) . . ? N1 Ir1 C14 101.57(19) . . ? C13 Ir1 C14 39.1(2) . . ? C12 Ir1 C14 64.9(2) . . ? C6 Ir1 C16 146.3(2) . . ? N1 Ir1 C16 136.1(2) . . ? C13 Ir1 C16 63.3(2) . . ? C12 Ir1 C16 38.0(2) . . ? C14 Ir1 C16 62.9(2) . . ? C6 Ir1 C15 158.7(2) . . ? N1 Ir1 C15 106.00(19) . . ? C13 Ir1 C15 63.5(2) . . ? C12 Ir1 C15 62.9(2) . . ? C14 Ir1 C15 38.1(2) . . ? C16 Ir1 C15 36.0(2) . . ? C6 Ir1 Cl1 87.15(14) . . ? N1 Ir1 Cl1 87.13(12) . . ? C13 Ir1 Cl1 141.99(17) . . ? C12 Ir1 Cl1 104.35(17) . . ? C14 Ir1 Cl1 151.85(15) . . ? C16 Ir1 Cl1 92.20(16) . . ? C15 Ir1 Cl1 113.82(16) . . ? C4 N1 C3 119.6(4) . . ? C4 N1 Ir1 116.6(3) . . ? C3 N1 Ir1 123.7(3) . . ? C8 O1 C11 118.7(5) . . ? C2 C1 C3 120.6(5) . 7_566 ? C1 C2 C3 121.2(5) . . ? C2 C3 C1 118.1(4) . 7_566 ? C2 C3 N1 121.5(4) . . ? C1 C3 N1 120.3(5) 7_566 . ? N1 C4 C5 116.7(5) . . ? C10 C5 C6 121.5(5) . . ? C10 C5 C4 123.7(5) . . ? C6 C5 C4 114.6(5) . . ? C7 C6 C5 116.6(5) . . ? C7 C6 Ir1 128.8(4) . . ? C5 C6 Ir1 114.5(4) . . ? C6 C7 C8 121.1(5) . . ? C9 C8 O1 123.0(5) . . ? C9 C8 C7 121.6(5) . . ? O1 C8 C7 115.4(5) . . ? C8 C9 C10 119.0(5) . . ? C9 C10 C5 120.0(5) . . ? C13 C12 C16 107.4(5) . . ? C13 C12 C17 125.1(6) . . ? C16 C12 C17 126.9(6) . . ? C13 C12 Ir1 70.1(3) . . ? C16 C12 Ir1 74.2(3) . . ? C17 C12 Ir1 128.0(4) . . ? C12 C13 C14 108.1(5) . . ? C12 C13 C18 127.2(6) . . ? C14 C13 C18 124.6(6) . . ? C12 C13 Ir1 71.3(3) . . ? C14 C13 Ir1 71.2(3) . . ? C18 C13 Ir1 125.7(4) . . ? C13 C14 C15 107.2(5) . . ? C13 C14 C19 127.1(5) . . ? C15 C14 C19 125.2(5) . . ? C13 C14 Ir1 69.7(3) . . ? C15 C14 Ir1 75.1(3) . . ? C19 C14 Ir1 127.2(4) . . ? C16 C15 C14 107.7(5) . . ? C16 C15 C20 127.0(6) . . ? C14 C15 C20 125.0(6) . . ? C16 C15 Ir1 70.8(3) . . ? C14 C15 Ir1 66.8(3) . . ? C20 C15 Ir1 131.8(4) . . ? C15 C16 C12 109.4(5) . . ? C15 C16 C21 126.3(6) . . ? C12 C16 C21 124.3(6) . . ? C15 C16 Ir1 73.1(3) . . ? C12 C16 Ir1 67.8(3) . . ? C21 C16 Ir1 124.9(4) . . ? Cl2 C22 Cl2 106.4(6) 2_756 . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 27.01 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 1.565 _refine_diff_density_min -0.973 _refine_diff_density_rms 0.126 # end # Attachment 'Complex_1b.cif' # End # Attachment 'Complex_2a.cif' data_Complex_2a _database_code_depnum_ccdc_archive 'CCDC 744142' #TrackingRef 'Complex_2a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C92 H98 F12 Ir4 N8 O13 S4' _chemical_formula_weight 2648.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 27.719(12) _cell_length_b 22.208(12) _cell_length_c 20.173(10) _cell_angle_alpha 90.00 _cell_angle_beta 119.209(9) _cell_angle_gamma 90.00 _cell_volume 10840(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 882 _cell_measurement_theta_min 2.373 _cell_measurement_theta_max 24.130 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.623 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5160 _exptl_absorpt_coefficient_mu 5.050 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5180 _exptl_absorpt_correction_T_max 0.6321 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.82 _diffrn_reflns_number 25942 _diffrn_reflns_av_R_equivalents 0.0699 _diffrn_reflns_av_sigmaI/netI 0.1206 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.24 _diffrn_reflns_theta_max 27.01 _reflns_number_total 11808 _reflns_number_gt 5292 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0641P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11808 _refine_ls_number_parameters 539 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1110 _refine_ls_R_factor_gt 0.0529 _refine_ls_wR_factor_ref 0.1359 _refine_ls_wR_factor_gt 0.1226 _refine_ls_goodness_of_fit_ref 0.828 _refine_ls_restrained_S_all 0.829 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.078832(14) 0.188564(18) 0.300020(19) 0.04110(12) Uani 1 1 d . . . Ir2 Ir 0.288435(15) 0.19031(2) 0.20155(2) 0.05010(14) Uani 1 1 d . . . N1 N 0.1210(3) 0.1272(3) 0.3909(4) 0.041(2) Uani 1 1 d . . . N2 N 0.3395(3) 0.1252(4) 0.2834(4) 0.049(2) Uani 1 1 d . . . N3 N 0.1480(3) 0.1867(4) 0.2817(4) 0.0448(18) Uani 1 1 d . . . N4 N 0.2327(3) 0.1880(4) 0.2438(4) 0.0451(18) Uani 1 1 d . . . F1 F 0.0543(3) 0.0482(4) 0.0007(4) 0.143(3) Uani 1 1 d . . . F2 F 0.1188(5) 0.0000 -0.0023(6) 0.143(5) Uani 1 2 d S . . F3 F 0.2446(3) 0.0508(4) 0.4747(6) 0.149(4) Uani 1 1 d . . . F4 F 0.3222(7) 0.0000 0.5506(8) 0.225(9) Uani 1 2 d S . . O1 O 0.1554(4) 0.0531(4) 0.1484(4) 0.112(3) Uani 1 1 d . . . O2 O 0.0818(5) 0.0000 0.1527(6) 0.114(5) Uani 1 2 d S . . O3 O 0.2329(5) 0.0000 0.3411(6) 0.090(4) Uani 1 2 d S . . O4 O 0.3268(5) 0.0520(4) 0.4251(6) 0.142(4) Uani 1 1 d . . . S1 S 0.12404(17) 0.0000 0.1319(2) 0.0676(12) Uani 1 2 d S . . S2 S 0.2832(4) 0.0000 0.4099(4) 0.160(3) Uani 1 2 d SD . . C1 C 0.1271(4) 0.2448(4) 0.3879(5) 0.042(2) Uani 1 1 d . . . C2 C 0.1314(5) 0.3048(4) 0.3872(6) 0.066(3) Uani 1 1 d . . . H2 H 0.1111 0.3252 0.3416 0.079 Uiso 1 1 calc R . . C3 C 0.1648(6) 0.3374(6) 0.4518(8) 0.092(4) Uani 1 1 d . . . H3 H 0.1645 0.3793 0.4495 0.110 Uiso 1 1 calc R . . C4 C 0.1990(5) 0.3087(6) 0.5205(7) 0.080(4) Uani 1 1 d . . . H4 H 0.2230 0.3305 0.5635 0.096 Uiso 1 1 calc R . . C5 C 0.1960(5) 0.2466(5) 0.5224(7) 0.070(3) Uani 1 1 d . . . H5 H 0.2171 0.2258 0.5675 0.083 Uiso 1 1 calc R . . C6 C 0.1611(4) 0.2155(5) 0.4561(6) 0.047(3) Uani 1 1 d . . . C7 C 0.1556(4) 0.1513(5) 0.4539(5) 0.047(3) Uani 1 1 d . . . H7 H 0.1766 0.1280 0.4968 0.057 Uiso 1 1 calc R . . C8 C 0.1018(3) 0.0306(4) 0.3240(5) 0.043(2) Uani 1 1 d . . . H8 H 0.0937 0.0510 0.2795 0.051 Uiso 1 1 calc R . . C9 C 0.1134(4) 0.0630(4) 0.3876(5) 0.045(2) Uani 1 1 d . . . C10 C 0.1171(4) 0.0304(4) 0.4490(5) 0.055(3) Uani 1 1 d . . . H10 H 0.1196 0.0510 0.4908 0.066 Uiso 1 1 calc R . . C11 C 0.3371(3) 0.2439(4) 0.2970(4) 0.056(3) Uani 1 1 d G . . C12 C 0.3337(3) 0.3058(4) 0.3019(4) 0.068(3) Uani 1 1 d G . . H12 H 0.3088 0.3277 0.2597 0.082 Uiso 1 1 calc R . . C13 C 0.3675(4) 0.3351(3) 0.3697(5) 0.103(5) Uani 1 1 d G . . H13 H 0.3652 0.3767 0.3730 0.123 Uiso 1 1 calc R . . C14 C 0.4046(3) 0.3025(4) 0.4325(4) 0.100(6) Uani 1 1 d G . . H14 H 0.4272 0.3222 0.4780 0.120 Uiso 1 1 calc R . . C15 C 0.4080(3) 0.2406(4) 0.4277(4) 0.067(3) Uani 1 1 d G . . H15 H 0.4329 0.2187 0.4699 0.080 Uiso 1 1 calc R . . C16 C 0.3742(3) 0.2113(3) 0.3599(4) 0.056(3) Uani 1 1 d G . . C17 C 0.3723(4) 0.1482(5) 0.3491(6) 0.057(3) Uani 1 1 d . . . H17 H 0.3948 0.1232 0.3895 0.068 Uiso 1 1 calc R . . C18 C 0.2929(4) 0.0302(4) 0.2303(5) 0.053(3) Uani 1 1 d . . . H18 H 0.2601 0.0509 0.2009 0.064 Uiso 1 1 calc R . . C19 C 0.3410(4) 0.0619(5) 0.2734(5) 0.053(3) Uani 1 1 d . . . C20 C 0.3902(4) 0.0296(4) 0.3067(5) 0.061(3) Uani 1 1 d . . . H20 H 0.4236 0.0502 0.3293 0.074 Uiso 1 1 calc R . . C21 C 0.1806(4) 0.1398(4) 0.2938(5) 0.051(3) Uani 1 1 d . . . H21 H 0.1755 0.1054 0.3159 0.061 Uiso 1 1 calc R . . C22 C 0.2223(4) 0.1408(5) 0.2744(5) 0.050(3) Uani 1 1 d . . . H22 H 0.2439 0.1065 0.2834 0.060 Uiso 1 1 calc R . . C23 C 0.2013(5) 0.2364(5) 0.2355(7) 0.081(4) Uani 1 1 d . . . H23 H 0.2074 0.2717 0.2160 0.097 Uiso 1 1 calc R . . C24 C 0.1600(5) 0.2351(5) 0.2551(8) 0.086(4) Uani 1 1 d . . . H24 H 0.1399 0.2701 0.2493 0.103 Uiso 1 1 calc R . . C25 C 0.0128(3) 0.1901(5) 0.1777(5) 0.045(2) Uani 1 1 d . . . C26 C -0.0002(4) 0.1427(5) 0.2143(6) 0.056(3) Uani 1 1 d . . . C27 C -0.0064(4) 0.1704(6) 0.2759(6) 0.064(3) Uani 1 1 d . . . C28 C 0.0030(4) 0.2341(5) 0.2738(6) 0.061(3) Uani 1 1 d . . . C29 C 0.0160(4) 0.2468(5) 0.2138(6) 0.057(3) Uani 1 1 d . . . C30 C 0.0202(5) 0.1812(6) 0.1089(6) 0.089(4) Uani 1 1 d . . . H30A H -0.0153 0.1759 0.0646 0.134 Uiso 1 1 calc R . . H30B H 0.0425 0.1461 0.1160 0.134 Uiso 1 1 calc R . . H30C H 0.0381 0.2159 0.1022 0.134 Uiso 1 1 calc R . . C31 C -0.0166(4) 0.0800(5) 0.1851(6) 0.084(4) Uani 1 1 d . . . H31A H -0.0559 0.0783 0.1521 0.125 Uiso 1 1 calc R . . H31B H -0.0065 0.0530 0.2270 0.125 Uiso 1 1 calc R . . H31C H 0.0020 0.0683 0.1575 0.125 Uiso 1 1 calc R . . C32 C -0.0204(5) 0.1384(6) 0.3274(6) 0.091(4) Uani 1 1 d . . . H32A H -0.0107 0.1627 0.3715 0.136 Uiso 1 1 calc R . . H32B H -0.0003 0.1011 0.3425 0.136 Uiso 1 1 calc R . . H32C H -0.0593 0.1302 0.3020 0.136 Uiso 1 1 calc R . . C33 C -0.0057(5) 0.2805(6) 0.3218(7) 0.089(4) Uani 1 1 d . . . H33A H 0.0186 0.3140 0.3307 0.133 Uiso 1 1 calc R . . H33B H 0.0022 0.2628 0.3694 0.133 Uiso 1 1 calc R . . H33C H -0.0433 0.2941 0.2957 0.133 Uiso 1 1 calc R . . C34 C 0.0200(5) 0.3075(4) 0.1865(6) 0.073(3) Uani 1 1 d . . . H34A H 0.0582 0.3177 0.2060 0.110 Uiso 1 1 calc R . . H34B H 0.0029 0.3364 0.2038 0.110 Uiso 1 1 calc R . . H34C H 0.0016 0.3075 0.1320 0.110 Uiso 1 1 calc R . . C35 C 0.2233(5) 0.1914(7) 0.0805(6) 0.069(3) Uani 1 1 d . . . C36 C 0.2511(5) 0.2488(6) 0.1028(6) 0.072(3) Uani 1 1 d . . . C37 C 0.3064(6) 0.2392(7) 0.1235(6) 0.081(4) Uani 1 1 d . . . C38 C 0.3134(5) 0.1767(7) 0.1161(7) 0.084(4) Uani 1 1 d . . . C39 C 0.2597(5) 0.1464(6) 0.0853(6) 0.068(3) Uani 1 1 d . . . C40 C 0.1612(4) 0.1837(6) 0.0509(6) 0.094(4) Uani 1 1 d . . . H40A H 0.1424 0.1808 -0.0035 0.142 Uiso 1 1 calc R . . H40B H 0.1474 0.2178 0.0658 0.142 Uiso 1 1 calc R . . H40C H 0.1549 0.1477 0.0719 0.142 Uiso 1 1 calc R . . C41 C 0.2258(5) 0.3096(6) 0.0916(7) 0.100(4) Uani 1 1 d . . . H41A H 0.2487 0.3346 0.1345 0.150 Uiso 1 1 calc R . . H41B H 0.1898 0.3061 0.0869 0.150 Uiso 1 1 calc R . . H41C H 0.2228 0.3273 0.0463 0.150 Uiso 1 1 calc R . . C42 C 0.3518(5) 0.2859(7) 0.1448(6) 0.106(5) Uani 1 1 d . . . H42A H 0.3354 0.3242 0.1237 0.158 Uiso 1 1 calc R . . H42B H 0.3755 0.2739 0.1250 0.158 Uiso 1 1 calc R . . H42C H 0.3729 0.2890 0.1991 0.158 Uiso 1 1 calc R . . C43 C 0.3647(5) 0.1421(7) 0.1278(7) 0.116(6) Uani 1 1 d . . . H43A H 0.3609 0.1316 0.0793 0.173 Uiso 1 1 calc R . . H43B H 0.3686 0.1062 0.1564 0.173 Uiso 1 1 calc R . . H43C H 0.3969 0.1669 0.1551 0.173 Uiso 1 1 calc R . . C44 C 0.2472(6) 0.0837(7) 0.0589(6) 0.114(5) Uani 1 1 d . . . H44A H 0.2168 0.0695 0.0648 0.171 Uiso 1 1 calc R . . H44B H 0.2791 0.0591 0.0884 0.171 Uiso 1 1 calc R . . H44C H 0.2376 0.0817 0.0064 0.171 Uiso 1 1 calc R . . C45 C 0.0853(8) 0.0000 0.0272(9) 0.091(7) Uani 1 2 d S . . C46 C 0.2723(9) 0.0000 0.4862(11) 0.110(7) Uani 1 2 d SDU . . O5 O 1.0000 0.0639(3) 0.5000 0.060(3) Uani 1 2 d S . . 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 0.0335(2) 0.0481(2) 0.0459(2) 0.0000(2) 0.02274(18) 0.0005(2) Ir2 0.0376(2) 0.0744(3) 0.0430(2) 0.0074(2) 0.02337(19) -0.0060(2) N1 0.038(5) 0.049(5) 0.042(5) -0.007(4) 0.023(4) -0.008(4) N2 0.030(5) 0.076(7) 0.035(5) 0.005(4) 0.012(4) -0.011(4) N3 0.035(4) 0.048(5) 0.054(5) 0.000(4) 0.023(4) 0.002(4) N4 0.037(4) 0.055(5) 0.048(4) 0.013(4) 0.024(4) 0.001(5) F1 0.095(6) 0.218(10) 0.090(6) 0.055(6) 0.023(5) 0.043(7) F2 0.091(9) 0.274(17) 0.085(8) 0.000 0.058(7) 0.000 F3 0.091(7) 0.098(6) 0.229(10) -0.024(7) 0.057(7) 0.009(5) F4 0.201(17) 0.180(15) 0.128(12) 0.000 -0.048(11) 0.000 O1 0.086(7) 0.135(8) 0.083(6) 0.004(6) 0.016(5) -0.028(6) O2 0.086(10) 0.195(14) 0.079(9) 0.000 0.055(8) 0.000 O3 0.094(10) 0.098(9) 0.064(8) 0.000 0.027(7) 0.000 O4 0.218(13) 0.120(8) 0.142(9) -0.071(7) 0.129(9) -0.081(8) S1 0.039(2) 0.108(4) 0.048(2) 0.000 0.0149(19) 0.000 S2 0.216(9) 0.067(4) 0.104(5) 0.000 0.005(5) 0.000 C1 0.037(6) 0.039(6) 0.052(7) 0.006(5) 0.023(5) -0.008(5) C2 0.080(9) 0.040(6) 0.070(7) -0.012(6) 0.029(7) -0.017(6) C3 0.085(11) 0.056(8) 0.121(12) -0.006(9) 0.039(10) -0.009(8) C4 0.056(8) 0.097(10) 0.074(8) -0.019(9) 0.023(7) -0.027(8) C5 0.067(9) 0.066(8) 0.083(9) 0.004(7) 0.042(7) 0.002(7) C6 0.037(6) 0.053(6) 0.067(7) -0.024(6) 0.037(6) -0.017(5) C7 0.047(6) 0.063(8) 0.032(5) 0.001(5) 0.019(5) 0.000(6) C8 0.036(5) 0.040(5) 0.043(5) 0.011(4) 0.012(4) 0.008(4) C9 0.046(6) 0.042(6) 0.054(6) 0.002(5) 0.029(5) -0.004(5) C10 0.058(7) 0.067(7) 0.048(6) 0.004(5) 0.030(5) 0.005(5) C11 0.040(7) 0.081(8) 0.058(7) 0.007(6) 0.031(6) -0.026(6) C12 0.069(8) 0.069(8) 0.074(8) 0.008(7) 0.041(7) -0.015(7) C13 0.080(10) 0.110(12) 0.125(12) -0.081(10) 0.055(10) -0.041(9) C14 0.196(17) 0.062(9) 0.120(12) -0.045(8) 0.137(13) -0.066(10) C15 0.044(7) 0.096(10) 0.047(7) -0.008(6) 0.011(5) -0.013(7) C16 0.040(6) 0.093(9) 0.042(6) 0.007(6) 0.025(5) 0.005(6) C17 0.037(6) 0.079(9) 0.054(7) 0.011(6) 0.022(6) -0.003(6) C18 0.044(6) 0.076(7) 0.029(5) 0.017(5) 0.009(4) 0.011(5) C19 0.040(6) 0.066(8) 0.051(6) 0.003(6) 0.022(5) 0.002(6) C20 0.033(6) 0.084(8) 0.064(6) -0.007(5) 0.021(5) -0.008(5) C21 0.055(7) 0.042(6) 0.073(7) 0.008(5) 0.045(6) -0.003(6) C22 0.042(6) 0.053(6) 0.058(6) 0.000(5) 0.026(5) 0.006(5) C23 0.085(10) 0.062(8) 0.124(11) 0.039(8) 0.074(9) 0.023(7) C24 0.080(9) 0.065(8) 0.156(13) 0.041(8) 0.091(10) 0.027(7) C25 0.022(5) 0.064(6) 0.047(5) 0.004(6) 0.017(4) 0.002(5) C26 0.040(6) 0.057(7) 0.059(7) 0.002(6) 0.014(5) 0.001(6) C27 0.031(6) 0.110(10) 0.046(6) -0.013(6) 0.015(5) -0.005(6) C28 0.045(7) 0.084(8) 0.054(7) -0.021(6) 0.024(6) 0.007(6) C29 0.040(6) 0.052(7) 0.073(8) -0.002(6) 0.022(6) 0.007(5) C30 0.087(10) 0.126(11) 0.067(8) 0.002(8) 0.046(7) 0.021(9) C31 0.036(7) 0.086(9) 0.100(9) -0.020(8) 0.011(6) 0.008(7) C32 0.072(9) 0.142(12) 0.085(9) 0.011(9) 0.060(8) -0.013(9) C33 0.053(8) 0.106(10) 0.103(10) -0.013(9) 0.035(7) 0.025(8) C34 0.092(9) 0.043(6) 0.068(7) 0.012(6) 0.026(7) 0.019(7) C35 0.057(7) 0.108(10) 0.041(6) 0.009(7) 0.023(5) -0.017(9) C36 0.063(9) 0.089(10) 0.049(7) 0.025(7) 0.017(6) -0.003(8) C37 0.065(9) 0.136(12) 0.041(7) 0.018(8) 0.025(6) -0.032(9) C38 0.046(8) 0.152(14) 0.064(8) 0.014(9) 0.035(6) 0.016(9) C39 0.062(9) 0.096(10) 0.040(6) -0.004(7) 0.019(6) -0.011(8) C40 0.049(7) 0.151(13) 0.071(8) 0.023(9) 0.019(6) -0.011(9) C41 0.075(10) 0.130(12) 0.089(10) 0.035(10) 0.035(8) 0.013(10) C42 0.070(9) 0.181(15) 0.066(8) 0.010(9) 0.033(7) -0.051(10) C43 0.084(11) 0.190(16) 0.104(11) 0.044(11) 0.071(9) 0.039(11) C44 0.145(14) 0.152(15) 0.045(7) -0.008(9) 0.046(8) -0.018(12) C45 0.043(11) 0.15(2) 0.042(10) 0.000 -0.014(9) 0.000 C46 0.065(12) 0.088(13) 0.183(17) 0.000 0.066(12) 0.000 O5 0.121(9) 0.016(4) 0.099(7) 0.000 0.097(7) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 2.045(9) . ? Ir1 N1 2.119(8) . ? Ir1 N3 2.121(7) . ? Ir1 C28 2.154(10) . ? Ir1 C29 2.186(10) . ? Ir1 C27 2.204(10) . ? Ir1 C25 2.242(9) . ? Ir1 C26 2.265(10) . ? Ir2 N4 2.099(7) . ? Ir2 C11 2.100(7) . ? Ir2 N2 2.130(8) . ? Ir2 C37 2.163(10) . ? Ir2 C38 2.169(11) . ? Ir2 C36 2.172(11) . ? Ir2 C35 2.218(10) . ? Ir2 C39 2.293(11) . ? N1 C7 1.277(11) . ? N1 C9 1.438(11) . ? N2 C17 1.293(12) . ? N2 C19 1.424(12) . ? N3 C24 1.315(12) . ? N3 C21 1.321(11) . ? N4 C22 1.317(11) . ? N4 C23 1.341(12) . ? F1 C45 1.312(11) . ? F2 C45 1.32(2) . ? F3 C46 1.319(12) . ? F4 C46 1.36(2) . ? O1 S1 1.406(9) . ? O2 S1 1.424(11) . ? O3 S2 1.407(12) . ? O4 S2 1.590(10) . ? S1 O1 1.406(9) 6 ? S1 C45 1.845(16) . ? S2 O4 1.590(10) 6 ? S2 C46 1.707(10) . ? C1 C2 1.337(12) . ? C1 C6 1.393(13) . ? C2 C3 1.380(15) . ? C3 C4 1.394(16) . ? C4 C5 1.384(15) . ? C5 C6 1.392(14) . ? C6 C7 1.431(13) . ? C8 C8 1.360(16) 6 ? C8 C9 1.365(11) . ? C9 C10 1.395(11) . ? C10 C10 1.351(19) 6 ? C11 C16 1.385(4) . ? C11 C12 1.385(4) . ? C12 C13 1.385(4) . ? C13 C14 1.385(4) . ? C14 C15 1.385(4) . ? C15 C16 1.385(4) . ? C16 C17 1.414(13) . ? C18 C18 1.342(19) 6 ? C18 C19 1.376(13) . ? C19 C20 1.390(12) . ? C20 C20 1.314(19) 6 ? C21 C22 1.391(12) . ? C23 C24 1.382(13) . ? C25 C26 1.430(12) . ? C25 C29 1.436(13) . ? C25 C30 1.513(12) . ? C26 C27 1.470(13) . ? C26 C31 1.494(13) . ? C27 C28 1.442(15) . ? C27 C32 1.460(13) . ? C28 C29 1.449(13) . ? C28 C33 1.510(13) . ? C29 C34 1.480(13) . ? C35 C39 1.388(16) . ? C35 C36 1.444(16) . ? C35 C40 1.532(14) . ? C36 C37 1.396(16) . ? C36 C41 1.485(16) . ? C37 C38 1.419(17) . ? C37 C42 1.519(15) . ? C38 C39 1.469(16) . ? C38 C43 1.529(15) . ? C39 C44 1.470(16) . ? C45 F1 1.312(11) 6 ? C46 F3 1.319(12) 6 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 N1 77.9(3) . . ? C1 Ir1 N3 84.2(3) . . ? N1 Ir1 N3 88.6(3) . . ? C1 Ir1 C28 94.2(4) . . ? N1 Ir1 C28 125.0(4) . . ? N3 Ir1 C28 145.4(4) . . ? C1 Ir1 C29 105.0(4) . . ? N1 Ir1 C29 163.3(3) . . ? N3 Ir1 C29 108.1(3) . . ? C28 Ir1 C29 39.0(4) . . ? C1 Ir1 C27 118.7(4) . . ? N1 Ir1 C27 98.8(4) . . ? N3 Ir1 C27 156.9(3) . . ? C28 Ir1 C27 38.6(4) . . ? C29 Ir1 C27 65.1(4) . . ? C1 Ir1 C25 141.4(4) . . ? N1 Ir1 C25 140.4(3) . . ? N3 Ir1 C25 97.5(3) . . ? C28 Ir1 C25 63.1(3) . . ? C29 Ir1 C25 37.8(3) . . ? C27 Ir1 C25 63.2(3) . . ? C1 Ir1 C26 156.5(4) . . ? N1 Ir1 C26 106.9(3) . . ? N3 Ir1 C26 118.5(3) . . ? C28 Ir1 C26 63.8(4) . . ? C29 Ir1 C26 63.9(4) . . ? C27 Ir1 C26 38.4(3) . . ? C25 Ir1 C26 37.0(3) . . ? N4 Ir2 C11 85.0(3) . . ? N4 Ir2 N2 90.6(3) . . ? C11 Ir2 N2 77.7(3) . . ? N4 Ir2 C37 141.8(5) . . ? C11 Ir2 C37 96.3(4) . . ? N2 Ir2 C37 127.1(5) . . ? N4 Ir2 C38 154.6(4) . . ? C11 Ir2 C38 119.7(4) . . ? N2 Ir2 C38 99.9(4) . . ? C37 Ir2 C38 38.2(5) . . ? N4 Ir2 C36 105.8(4) . . ? C11 Ir2 C36 107.9(4) . . ? N2 Ir2 C36 162.9(4) . . ? C37 Ir2 C36 37.6(4) . . ? C38 Ir2 C36 63.2(5) . . ? N4 Ir2 C35 94.7(3) . . ? C11 Ir2 C35 144.8(4) . . ? N2 Ir2 C35 137.4(5) . . ? C37 Ir2 C35 63.0(4) . . ? C38 Ir2 C35 62.0(4) . . ? C36 Ir2 C35 38.4(4) . . ? N4 Ir2 C39 116.6(4) . . ? C11 Ir2 C39 157.8(3) . . ? N2 Ir2 C39 105.8(4) . . ? C37 Ir2 C39 63.7(5) . . ? C38 Ir2 C39 38.3(4) . . ? C36 Ir2 C39 62.9(5) . . ? C35 Ir2 C39 35.8(4) . . ? C7 N1 C9 118.9(9) . . ? C7 N1 Ir1 114.9(7) . . ? C9 N1 Ir1 126.2(6) . . ? C17 N2 C19 118.7(9) . . ? C17 N2 Ir2 113.3(8) . . ? C19 N2 Ir2 128.0(7) . . ? C24 N3 C21 115.6(8) . . ? C24 N3 Ir1 119.1(7) . . ? C21 N3 Ir1 125.3(6) . . ? C22 N4 C23 114.8(8) . . ? C22 N4 Ir2 125.6(7) . . ? C23 N4 Ir2 119.4(7) . . ? O1 S1 O1 114.1(8) . 6 ? O1 S1 O2 115.7(5) . . ? O1 S1 O2 115.7(5) 6 . ? O1 S1 C45 102.6(5) . . ? O1 S1 C45 102.6(5) 6 . ? O2 S1 C45 103.5(9) . . ? O3 S2 O4 119.0(6) . . ? O3 S2 O4 119.0(6) . 6 ? O4 S2 O4 93.1(10) . 6 ? O3 S2 C46 111.3(12) . . ? O4 S2 C46 106.2(6) . . ? O4 S2 C46 106.2(6) 6 . ? C2 C1 C6 117.2(10) . . ? C2 C1 Ir1 128.5(8) . . ? C6 C1 Ir1 114.3(7) . . ? C1 C2 C3 122.3(11) . . ? C2 C3 C4 121.1(12) . . ? C5 C4 C3 117.5(12) . . ? C4 C5 C6 119.4(12) . . ? C5 C6 C1 122.3(10) . . ? C5 C6 C7 122.5(11) . . ? C1 C6 C7 115.2(9) . . ? N1 C7 C6 117.7(10) . . ? C8 C8 C9 121.8(5) 6 . ? C8 C9 C10 116.3(8) . . ? C8 C9 N1 121.9(8) . . ? C10 C9 N1 121.8(8) . . ? C10 C10 C9 121.3(5) 6 . ? C16 C11 C12 120.0 . . ? C16 C11 Ir2 113.6(4) . . ? C12 C11 Ir2 126.3(4) . . ? C13 C12 C11 120.0 . . ? C14 C13 C12 120.0 . . ? C15 C14 C13 120.0 . . ? C14 C15 C16 120.0 . . ? C11 C16 C15 120.0 . . ? C11 C16 C17 115.0(7) . . ? C15 C16 C17 125.0(7) . . ? N2 C17 C16 120.2(10) . . ? C18 C18 C19 120.7(6) 6 . ? C18 C19 C20 117.4(10) . . ? C18 C19 N2 120.5(9) . . ? C20 C19 N2 122.1(10) . . ? C20 C20 C19 121.1(6) 6 . ? N3 C21 C22 121.6(8) . . ? N4 C22 C21 123.1(9) . . ? N4 C23 C24 121.7(10) . . ? N3 C24 C23 123.0(10) . . ? C26 C25 C29 110.7(8) . . ? C26 C25 C30 124.0(10) . . ? C29 C25 C30 125.3(10) . . ? C26 C25 Ir1 72.4(5) . . ? C29 C25 Ir1 69.0(6) . . ? C30 C25 Ir1 127.2(7) . . ? C25 C26 C27 106.9(9) . . ? C25 C26 C31 126.1(10) . . ? C27 C26 C31 125.8(10) . . ? C25 C26 Ir1 70.7(5) . . ? C27 C26 Ir1 68.6(6) . . ? C31 C26 Ir1 135.7(7) . . ? C28 C27 C32 127.8(10) . . ? C28 C27 C26 106.8(9) . . ? C32 C27 C26 125.3(11) . . ? C28 C27 Ir1 68.8(6) . . ? C32 C27 Ir1 124.1(8) . . ? C26 C27 Ir1 73.1(6) . . ? C27 C28 C29 109.7(9) . . ? C27 C28 C33 124.3(10) . . ? C29 C28 C33 125.7(11) . . ? C27 C28 Ir1 72.6(6) . . ? C29 C28 Ir1 71.7(6) . . ? C33 C28 Ir1 127.1(8) . . ? C25 C29 C28 105.9(9) . . ? C25 C29 C34 127.3(10) . . ? C28 C29 C34 125.7(10) . . ? C25 C29 Ir1 73.2(5) . . ? C28 C29 Ir1 69.3(6) . . ? C34 C29 Ir1 131.2(8) . . ? C39 C35 C36 110.8(11) . . ? C39 C35 C40 126.0(13) . . ? C36 C35 C40 123.1(13) . . ? C39 C35 Ir2 75.1(7) . . ? C36 C35 Ir2 69.1(6) . . ? C40 C35 Ir2 125.7(7) . . ? C37 C36 C35 107.4(12) . . ? C37 C36 C41 123.5(13) . . ? C35 C36 C41 128.0(12) . . ? C37 C36 Ir2 70.9(7) . . ? C35 C36 Ir2 72.5(6) . . ? C41 C36 Ir2 131.4(9) . . ? C36 C37 C38 107.7(12) . . ? C36 C37 C42 128.1(15) . . ? C38 C37 C42 124.1(14) . . ? C36 C37 Ir2 71.5(6) . . ? C38 C37 Ir2 71.1(7) . . ? C42 C37 Ir2 126.1(8) . . ? C37 C38 C39 109.3(11) . . ? C37 C38 C43 129.8(14) . . ? C39 C38 C43 120.6(14) . . ? C37 C38 Ir2 70.6(6) . . ? C39 C38 Ir2 75.4(6) . . ? C43 C38 Ir2 125.5(8) . . ? C35 C39 C38 104.6(12) . . ? C35 C39 C44 128.5(13) . . ? C38 C39 C44 126.7(14) . . ? C35 C39 Ir2 69.2(6) . . ? C38 C39 Ir2 66.3(6) . . ? C44 C39 Ir2 132.5(8) . . ? F1 C45 F1 109.3(15) 6 . ? F1 C45 F2 106.3(12) 6 . ? F1 C45 F2 106.3(12) . . ? F1 C45 S1 111.5(10) 6 . ? F1 C45 S1 111.5(10) . . ? F2 C45 S1 111.7(12) . . ? F3 C46 F3 117.5(18) 6 . ? F3 C46 F4 113.7(11) 6 . ? F3 C46 F4 113.7(11) . . ? F3 C46 S2 100.7(10) 6 . ? F3 C46 S2 100.7(10) . . ? F4 C46 S2 108.4(14) . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 27.01 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 2.452 _refine_diff_density_min -1.946 _refine_diff_density_rms 0.164 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.500 -0.002 1776 669 ' ' 2 0.500 0.000 0.036 1776 669 ' '