# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'James Mayer' 'Antonio G. DiPasquale' 'John Freudenthal' 'Werner Kaminsky' 'Lisa Park-Gehrke' _publ_contact_author_name 'James Mayer' _publ_contact_author_email MAYER@CHEM.WASHINGTON.EDU _publ_section_title ; Synthesis and Oxidation of Cp*IrIII Compounds: Functionalization of a Cp* Methyl Group ; # Attachment 'Park-Gehrke_CIFs_Dalton.txt' data_shelxl _database_code_depnum_ccdc_archive 'CCDC 710446' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'LP005' ; _chemical_name_common '[CpOAcIrCl2]2' _chemical_melting_point ? _chemical_formula_moiety 'C24 H34 Cl4 Ir2 O4, C6 H5 I' _chemical_formula_sum 'C30 H39 Cl4 I Ir2 O4' _chemical_formula_weight 1116.75 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' O O 0.0106 0.0060 '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' I I -0.4742 1.8119 '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_space_group_name_H-M 'P -1' _symmetry_cell_setting Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8660(4) _cell_length_b 13.3300(5) _cell_length_c 16.1160(7) _cell_angle_alpha 112.939(2) _cell_angle_beta 94.7220(19) _cell_angle_gamma 98.9320(17) _cell_volume 1711.27(12) _cell_formula_units_Z 2 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 52 _exptl_crystal_description cut-block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.167 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1052 _exptl_absorpt_coefficient_mu 9.016 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.090 _exptl_absorpt_correction_T_max 0.411 _exptl_absorpt_process_details HKL2000 _exptl_special_details ; Data was collected with \w and \f scans in 2^o^ increments with 60 second exposures per degree. Crystal-to-detector distance was 30 mm. 48249 full and partial reflection were integrated. ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 11070 _diffrn_reflns_av_R_equivalents 0.1292 _diffrn_reflns_av_sigmaI/netI 0.1577 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 25.56 _reflns_number_total 6230 _reflns_number_gt 3920 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCD _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'maXus, Zortep' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0400P)^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 6230 _refine_ls_number_parameters 380 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.1075 _refine_ls_R_factor_gt 0.0582 _refine_ls_wR_factor_ref 0.1273 _refine_ls_wR_factor_gt 0.1100 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.978 _refine_ls_shift/su_max 0.000 _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 0.94301(5) 0.08516(4) 0.27176(3) 0.02270(16) Uani 1 1 d . . . Ir2 Ir 1.08500(5) 0.35313(4) 0.25793(3) 0.02362(16) Uani 1 1 d . . . I1 I 0.39141(10) 0.87855(8) 0.32466(7) 0.0372(3) Uani 1 1 d . . . Cl1 Cl 1.2042(3) 0.0730(3) 0.3068(3) 0.0350(9) Uani 1 1 d . . . Cl2 Cl 1.0250(4) 0.1537(3) 0.1588(2) 0.0288(8) Uani 1 1 d . . . Cl3 Cl 1.0185(4) 0.2841(3) 0.3729(2) 0.0277(8) Uani 1 1 d . . . Cl4 Cl 0.8174(4) 0.3545(3) 0.2254(3) 0.0411(10) Uani 1 1 d . . . O3 O 1.2590(12) 0.4903(9) 0.0701(7) 0.053(3) Uani 1 1 d . . . O4 O 1.1091(15) 0.4224(10) -0.0687(8) 0.069(4) Uani 1 1 d . . . O1 O 0.4739(10) 0.0129(9) 0.1154(7) 0.049(3) Uani 1 1 d . . . O2 O 0.4798(13) -0.1675(10) 0.0466(9) 0.076(4) Uani 1 1 d . . . C1 C 0.7148(15) 0.0119(11) 0.2008(9) 0.031(3) Uani 1 1 d . . . C2 C 0.7988(14) -0.0729(11) 0.1921(9) 0.027(3) Uani 1 1 d U . . C3 C 0.8434(13) -0.0652(11) 0.2820(9) 0.028(3) Uani 1 1 d . . . C4 C 0.7917(14) 0.0270(12) 0.3466(9) 0.035(4) Uani 1 1 d . . . C5 C 0.7088(13) 0.0740(10) 0.2965(9) 0.027(3) Uani 1 1 d . . . C6 C 0.6425(14) 0.0385(12) 0.1286(10) 0.037(4) Uani 1 1 d . . . H6A H 0.6781 0.1188 0.1441 0.045 Uiso 1 1 calc R . . H6B H 0.6775 -0.0037 0.0706 0.045 Uiso 1 1 calc R . . C7 C 0.8274(15) -0.1594(11) 0.1062(9) 0.037(4) Uani 1 1 d U . . H7A H 0.9246 -0.1816 0.1178 0.055 Uiso 1 1 calc R . . H7B H 0.8343 -0.1292 0.0598 0.055 Uiso 1 1 calc R . . H7C H 0.7421 -0.2244 0.0845 0.055 Uiso 1 1 calc R . . C8 C 0.9321(13) -0.1393(11) 0.3075(9) 0.031(3) Uani 1 1 d U . . H8A H 0.8598 -0.1961 0.3168 0.046 Uiso 1 1 calc R . . H8B H 1.0049 -0.0945 0.3639 0.046 Uiso 1 1 calc R . . H8C H 0.9892 -0.1755 0.2584 0.046 Uiso 1 1 calc R . . C9 C 0.8192(17) 0.0653(14) 0.4479(10) 0.051(5) Uani 1 1 d . . . H9A H 0.8337 0.1466 0.4770 0.076 Uiso 1 1 calc R . . H9B H 0.9120 0.0426 0.4661 0.076 Uiso 1 1 calc R . . H9C H 0.7300 0.0319 0.4672 0.076 Uiso 1 1 calc R . . C10 C 0.6285(15) 0.1701(10) 0.3345(10) 0.037(4) Uani 1 1 d . . . H10A H 0.5167 0.1419 0.3244 0.056 Uiso 1 1 calc R . . H10B H 0.6509 0.2201 0.3038 0.056 Uiso 1 1 calc R . . H10C H 0.6657 0.2109 0.4001 0.056 Uiso 1 1 calc R . . C11 C 0.4072(19) -0.0961(16) 0.0762(10) 0.053(5) Uani 1 1 d . . . C12 C 0.2322(14) -0.1116(13) 0.0680(10) 0.042(4) Uani 1 1 d . . . H12A H 0.1883 -0.1240 0.0062 0.063 Uiso 1 1 calc R . . H12B H 0.2048 -0.0448 0.1122 0.063 Uiso 1 1 calc R . . H12C H 0.1907 -0.1761 0.0804 0.063 Uiso 1 1 calc R . . C13 C 1.2043(14) 0.4363(10) 0.1861(9) 0.029(3) Uani 1 1 d . . . C14 C 1.3065(14) 0.3765(11) 0.2160(10) 0.030(3) Uani 1 1 d . . . C15 C 1.3263(13) 0.4189(11) 0.3131(10) 0.030(3) Uani 1 1 d . . . C16 C 1.2367(14) 0.5052(11) 0.3466(9) 0.027(3) Uani 1 1 d . . . C17 C 1.1683(13) 0.5188(11) 0.2704(9) 0.028(3) Uani 1 1 d U . . C18 C 1.1487(15) 0.4179(11) 0.0916(9) 0.032(3) Uani 1 1 d . . . H18A H 1.1423 0.3394 0.0496 0.039 Uiso 1 1 calc R . . H18B H 1.0450 0.4360 0.0868 0.039 Uiso 1 1 calc R . . C19 C 1.3838(13) 0.2882(10) 0.1568(8) 0.025(3) Uani 1 1 d . . . H19A H 1.4961 0.3148 0.1713 0.037 Uiso 1 1 calc R . . H19B H 1.3494 0.2712 0.0925 0.037 Uiso 1 1 calc R . . H19C H 1.3562 0.2208 0.1677 0.037 Uiso 1 1 calc R . . C20 C 1.4225(14) 0.3820(13) 0.3719(9) 0.038(4) Uani 1 1 d . . . H20A H 1.4017 0.4150 0.4347 0.057 Uiso 1 1 calc R . . H20B H 1.5322 0.4062 0.3707 0.057 Uiso 1 1 calc R . . H20C H 1.3969 0.3007 0.3489 0.057 Uiso 1 1 calc R . . C21 C 1.2312(15) 0.5762(12) 0.4449(8) 0.039(4) Uani 1 1 d . . . H21A H 1.3156 0.6418 0.4672 0.059 Uiso 1 1 calc R . . H21B H 1.2427 0.5331 0.4815 0.059 Uiso 1 1 calc R . . H21C H 1.1319 0.6000 0.4498 0.059 Uiso 1 1 calc R . . C22 C 1.0678(15) 0.6022(11) 0.2727(10) 0.037(4) Uani 1 1 d . . . H22A H 1.0211 0.6232 0.3285 0.056 Uiso 1 1 calc R . . H22B H 0.9860 0.5686 0.2194 0.056 Uiso 1 1 calc R . . H22C H 1.1314 0.6686 0.2716 0.056 Uiso 1 1 calc R . . C23 C 1.228(2) 0.4876(16) -0.0145(15) 0.059(5) Uani 1 1 d . . . C24 C 1.339(2) 0.5702(18) -0.0331(14) 0.096(8) Uani 1 1 d . . . H24A H 1.4360 0.5447 -0.0432 0.144 Uiso 1 1 calc R . . H24B H 1.3581 0.6425 0.0192 0.144 Uiso 1 1 calc R . . H24C H 1.2940 0.5777 -0.0876 0.144 Uiso 1 1 calc R . . C25 C 0.5227(14) 0.7701(11) 0.3484(9) 0.030(3) Uani 1 1 d U . . C26 C 0.5371(16) 0.6761(12) 0.2758(9) 0.040(4) Uani 1 1 d . . . H26 H 0.4896 0.6602 0.2159 0.048 Uiso 1 1 calc R . . C27 C 0.6242(16) 0.6030(13) 0.2920(12) 0.050(4) Uani 1 1 d . . . H27 H 0.6298 0.5350 0.2436 0.060 Uiso 1 1 calc R . . C28 C 0.7007(16) 0.6312(13) 0.3785(11) 0.042(4) Uani 1 1 d . . . H28 H 0.7641 0.5849 0.3893 0.051 Uiso 1 1 calc R . . C29 C 0.6839(16) 0.7305(12) 0.4516(11) 0.040(4) Uani 1 1 d . . . H29 H 0.7342 0.7498 0.5117 0.048 Uiso 1 1 calc R . . C30 C 0.5937(15) 0.7989(12) 0.4348(10) 0.037(4) Uani 1 1 d . . . H30 H 0.5819 0.8651 0.4831 0.044 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 0.0190(3) 0.0191(3) 0.0301(3) 0.0100(2) 0.0024(2) 0.0047(2) Ir2 0.0198(3) 0.0188(3) 0.0323(3) 0.0111(2) 0.0008(2) 0.0038(2) I1 0.0289(5) 0.0349(6) 0.0524(6) 0.0223(5) 0.0067(4) 0.0076(4) Cl1 0.0208(16) 0.0240(19) 0.061(2) 0.0191(17) 0.0004(16) 0.0045(14) Cl2 0.0298(17) 0.0243(19) 0.0287(18) 0.0103(14) 0.0031(14) -0.0026(14) Cl3 0.0310(17) 0.0215(18) 0.0282(18) 0.0082(14) 0.0068(14) 0.0026(14) Cl4 0.0198(17) 0.036(2) 0.077(3) 0.035(2) -0.0027(17) 0.0056(15) O3 0.059(7) 0.062(8) 0.048(7) 0.036(6) 0.005(6) 0.001(6) O4 0.088(10) 0.057(9) 0.061(9) 0.023(7) 0.002(7) 0.019(7) O1 0.027(5) 0.046(7) 0.071(8) 0.026(6) 0.005(5) -0.001(5) O2 0.051(7) 0.059(9) 0.081(9) -0.010(7) 0.021(7) 0.002(6) C1 0.032(8) 0.036(9) 0.026(8) 0.017(6) 0.009(6) -0.004(6) C2 0.032(6) 0.030(7) 0.029(6) 0.017(5) 0.023(5) 0.008(5) C3 0.007(6) 0.033(8) 0.037(8) 0.007(6) -0.002(5) 0.003(5) C4 0.022(7) 0.053(10) 0.024(8) 0.012(7) 0.007(6) -0.002(7) C5 0.017(7) 0.015(7) 0.054(10) 0.020(6) 0.002(6) 0.003(5) C6 0.019(7) 0.043(10) 0.048(10) 0.021(7) -0.007(6) 0.004(6) C7 0.032(6) 0.026(7) 0.039(7) 0.003(5) 0.009(5) -0.007(5) C8 0.016(6) 0.030(7) 0.044(7) 0.019(5) -0.002(5) -0.009(5) C9 0.046(9) 0.065(12) 0.031(9) 0.015(8) 0.000(7) 0.001(8) C10 0.041(8) 0.011(7) 0.059(10) 0.009(7) 0.017(7) 0.012(6) C11 0.051(10) 0.068(13) 0.022(9) 0.006(8) 0.003(7) -0.001(10) C12 0.031(8) 0.057(11) 0.037(9) 0.027(8) -0.007(7) -0.009(7) C13 0.023(7) 0.020(8) 0.042(9) 0.010(6) 0.008(6) 0.001(6) C14 0.025(7) 0.019(7) 0.052(10) 0.022(7) 0.006(7) -0.002(6) C15 0.019(7) 0.025(8) 0.046(9) 0.019(7) -0.008(6) 0.002(6) C16 0.021(7) 0.032(8) 0.034(8) 0.017(6) 0.009(6) 0.009(6) C17 0.014(5) 0.021(6) 0.045(7) 0.010(5) 0.007(5) -0.001(5) C18 0.035(8) 0.025(8) 0.040(9) 0.015(7) 0.007(7) 0.010(6) C19 0.019(7) 0.023(7) 0.036(8) 0.018(6) 0.002(6) 0.000(5) C20 0.021(7) 0.057(11) 0.027(8) 0.012(7) -0.007(6) -0.002(7) C21 0.040(8) 0.045(10) 0.015(7) -0.001(6) -0.012(6) 0.005(7) C22 0.030(8) 0.021(8) 0.066(11) 0.022(7) 0.012(7) 0.005(6) C23 0.052(11) 0.070(14) 0.087(16) 0.055(12) 0.028(11) 0.029(10) C24 0.095(16) 0.12(2) 0.090(17) 0.074(15) 0.021(13) -0.019(14) C25 0.022(6) 0.030(7) 0.039(7) 0.016(5) -0.002(5) 0.010(5) C26 0.048(9) 0.032(9) 0.027(8) 0.003(7) -0.006(7) 0.006(7) C27 0.034(9) 0.032(10) 0.083(14) 0.025(9) 0.014(9) 0.001(7) C28 0.040(9) 0.043(10) 0.060(11) 0.038(9) 0.000(8) 0.011(7) C29 0.037(9) 0.044(10) 0.049(10) 0.034(8) 0.008(7) -0.003(7) C30 0.041(9) 0.034(9) 0.041(9) 0.020(7) 0.017(7) 0.003(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 2.120(13) . ? Ir1 C2 2.123(13) . ? Ir1 C4 2.127(13) . ? Ir1 C3 2.134(14) . ? Ir1 C5 2.140(12) . ? Ir1 Cl1 2.383(3) . ? Ir1 Cl2 2.447(3) . ? Ir1 Cl3 2.457(3) . ? Ir2 C13 2.127(13) . ? Ir2 C16 2.130(13) . ? Ir2 C17 2.141(13) . ? Ir2 C14 2.145(12) . ? Ir2 C15 2.152(12) . ? Ir2 Cl4 2.392(3) . ? Ir2 Cl3 2.444(3) . ? Ir2 Cl2 2.452(3) . ? I1 C25 2.114(13) . ? O3 C23 1.35(2) . ? O3 C18 1.425(15) . ? O4 C23 1.27(2) . ? O1 C11 1.348(19) . ? O1 C6 1.458(14) . ? O2 C11 1.20(2) . ? C1 C2 1.418(18) . ? C1 C5 1.449(18) . ? C1 C6 1.468(19) . ? C2 C3 1.429(18) . ? C2 C7 1.488(17) . ? C3 C4 1.436(19) . ? C3 C8 1.506(18) . ? C4 C5 1.422(19) . ? C4 C9 1.495(18) . ? C5 C10 1.506(16) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.52(2) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.463(19) . ? C13 C17 1.473(18) . ? C13 C18 1.473(18) . ? C14 C15 1.426(18) . ? C14 C19 1.500(17) . ? C15 C16 1.454(18) . ? C15 C20 1.493(18) . ? C16 C17 1.413(18) . ? C16 C21 1.504(17) . ? C17 C22 1.521(18) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.49(2) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C30 1.358(18) . ? C25 C26 1.374(18) . ? C26 C27 1.42(2) . ? C26 H26 0.9500 . ? C27 C28 1.38(2) . ? C27 H27 0.9500 . ? C28 C29 1.43(2) . ? C28 H28 0.9500 . ? C29 C30 1.39(2) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? 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 C2 39.0(5) . . ? C1 Ir1 C4 66.0(5) . . ? C2 Ir1 C4 66.6(5) . . ? C1 Ir1 C3 65.1(5) . . ? C2 Ir1 C3 39.2(5) . . ? C4 Ir1 C3 39.4(5) . . ? C1 Ir1 C5 39.8(5) . . ? C2 Ir1 C5 66.3(5) . . ? C4 Ir1 C5 38.9(5) . . ? C3 Ir1 C5 65.3(5) . . ? C1 Ir1 Cl1 151.0(4) . . ? C2 Ir1 Cl1 112.5(4) . . ? C4 Ir1 Cl1 113.0(4) . . ? C3 Ir1 Cl1 95.3(3) . . ? C5 Ir1 Cl1 151.5(4) . . ? C1 Ir1 Cl2 94.4(4) . . ? C2 Ir1 Cl2 103.9(3) . . ? C4 Ir1 Cl2 158.8(4) . . ? C3 Ir1 Cl2 140.8(4) . . ? C5 Ir1 Cl2 120.3(4) . . ? Cl1 Ir1 Cl2 88.08(12) . . ? C1 Ir1 Cl3 121.7(4) . . ? C2 Ir1 Cl3 159.4(3) . . ? C4 Ir1 Cl3 101.0(4) . . ? C3 Ir1 Cl3 137.3(4) . . ? C5 Ir1 Cl3 93.5(3) . . ? Cl1 Ir1 Cl3 87.23(11) . . ? Cl2 Ir1 Cl3 81.88(10) . . ? C13 Ir2 C16 67.3(5) . . ? C13 Ir2 C17 40.4(5) . . ? C16 Ir2 C17 38.6(5) . . ? C13 Ir2 C14 40.1(5) . . ? C16 Ir2 C14 66.4(5) . . ? C17 Ir2 C14 66.1(5) . . ? C13 Ir2 C15 66.4(5) . . ? C16 Ir2 C15 39.7(5) . . ? C17 Ir2 C15 65.1(5) . . ? C14 Ir2 C15 38.7(5) . . ? C13 Ir2 Cl4 106.2(4) . . ? C16 Ir2 Cl4 118.3(3) . . ? C17 Ir2 Cl4 95.4(3) . . ? C14 Ir2 Cl4 144.3(4) . . ? C15 Ir2 Cl4 157.9(4) . . ? C13 Ir2 Cl3 163.0(4) . . ? C16 Ir2 Cl3 97.9(4) . . ? C17 Ir2 Cl3 130.7(4) . . ? C14 Ir2 Cl3 127.4(4) . . ? C15 Ir2 Cl3 96.9(4) . . ? Cl4 Ir2 Cl3 87.97(12) . . ? C13 Ir2 Cl2 107.3(4) . . ? C16 Ir2 Cl2 153.7(3) . . ? C17 Ir2 Cl2 147.1(4) . . ? C14 Ir2 Cl2 92.6(4) . . ? C15 Ir2 Cl2 114.0(4) . . ? Cl4 Ir2 Cl2 87.98(12) . . ? Cl3 Ir2 Cl2 82.03(10) . . ? Ir1 Cl2 Ir2 97.97(11) . . ? Ir2 Cl3 Ir1 97.93(11) . . ? C23 O3 C18 115.4(12) . . ? C11 O1 C6 115.7(12) . . ? C2 C1 C5 108.9(11) . . ? C2 C1 C6 128.6(12) . . ? C5 C1 C6 122.5(13) . . ? C2 C1 Ir1 70.6(8) . . ? C5 C1 Ir1 70.9(7) . . ? C6 C1 Ir1 124.4(9) . . ? C1 C2 C3 107.0(11) . . ? C1 C2 C7 127.3(13) . . ? C3 C2 C7 125.5(13) . . ? C1 C2 Ir1 70.3(7) . . ? C3 C2 Ir1 70.8(7) . . ? C7 C2 Ir1 127.1(8) . . ? C2 C3 C4 109.1(12) . . ? C2 C3 C8 126.7(11) . . ? C4 C3 C8 124.2(13) . . ? C2 C3 Ir1 70.0(8) . . ? C4 C3 Ir1 70.0(8) . . ? C8 C3 Ir1 125.5(8) . . ? C5 C4 C3 107.6(12) . . ? C5 C4 C9 126.6(14) . . ? C3 C4 C9 125.8(14) . . ? C5 C4 Ir1 71.0(7) . . ? C3 C4 Ir1 70.6(7) . . ? C9 C4 Ir1 124.3(9) . . ? C4 C5 C1 107.4(12) . . ? C4 C5 C10 127.0(13) . . ? C1 C5 C10 125.6(12) . . ? C4 C5 Ir1 70.1(7) . . ? C1 C5 Ir1 69.4(7) . . ? C10 C5 Ir1 126.0(9) . . ? O1 C6 C1 113.5(11) . . ? O1 C6 H6A 108.9 . . ? C1 C6 H6A 108.9 . . ? O1 C6 H6B 108.9 . . ? C1 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O2 C11 O1 122.5(15) . . ? O2 C11 C12 126.7(16) . . ? O1 C11 C12 110.5(15) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C17 105.6(12) . . ? C14 C13 C18 127.3(12) . . ? C17 C13 C18 127.1(13) . . ? C14 C13 Ir2 70.6(7) . . ? C17 C13 Ir2 70.3(7) . . ? C18 C13 Ir2 123.4(9) . . ? C15 C14 C13 108.4(12) . . ? C15 C14 C19 124.6(12) . . ? C13 C14 C19 126.9(13) . . ? C15 C14 Ir2 70.9(7) . . ? C13 C14 Ir2 69.3(7) . . ? C19 C14 Ir2 127.3(8) . . ? C14 C15 C16 108.8(11) . . ? C14 C15 C20 126.3(13) . . ? C16 C15 C20 124.9(13) . . ? C14 C15 Ir2 70.4(7) . . ? C16 C15 Ir2 69.3(7) . . ? C20 C15 Ir2 126.3(9) . . ? C17 C16 C15 107.4(11) . . ? C17 C16 C21 125.6(12) . . ? C15 C16 C21 126.6(12) . . ? C17 C16 Ir2 71.1(7) . . ? C15 C16 Ir2 71.0(7) . . ? C21 C16 Ir2 128.3(9) . . ? C16 C17 C13 109.6(12) . . ? C16 C17 C22 126.1(12) . . ? C13 C17 C22 124.3(13) . . ? C16 C17 Ir2 70.3(8) . . ? C13 C17 Ir2 69.3(7) . . ? C22 C17 Ir2 125.2(8) . . ? O3 C18 C13 105.7(10) . . ? O3 C18 H18A 110.6 . . ? C13 C18 H18A 110.6 . . ? O3 C18 H18B 110.6 . . ? C13 C18 H18B 110.6 . . ? H18A C18 H18B 108.7 . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O4 C23 O3 120.0(15) . . ? O4 C23 C24 125.5(19) . . ? O3 C23 C24 114.5(17) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C30 C25 C26 122.9(13) . . ? C30 C25 I1 118.2(10) . . ? C26 C25 I1 118.9(11) . . ? C25 C26 C27 118.8(14) . . ? C25 C26 H26 120.6 . . ? C27 C26 H26 120.6 . . ? C28 C27 C26 119.6(15) . . ? C28 C27 H27 120.2 . . ? C26 C27 H27 120.2 . . ? C27 C28 C29 119.5(14) . . ? C27 C28 H28 120.3 . . ? C29 C28 H28 120.3 . . ? C30 C29 C28 119.9(14) . . ? C30 C29 H29 120.1 . . ? C28 C29 H29 120.1 . . ? C25 C30 C29 119.2(14) . . ? C25 C30 H30 120.4 . . ? C29 C30 H30 120.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ir1 Cl2 Ir2 118.1(4) . . . . ? C2 Ir1 Cl2 Ir2 156.6(4) . . . . ? C4 Ir1 Cl2 Ir2 96.1(11) . . . . ? C3 Ir1 Cl2 Ir2 173.2(5) . . . . ? C5 Ir1 Cl2 Ir2 86.1(4) . . . . ? Cl1 Ir1 Cl2 Ir2 -90.77(12) . . . . ? Cl3 Ir1 Cl2 Ir2 -3.30(11) . . . . ? C13 Ir2 Cl2 Ir1 168.7(4) . . . . ? C16 Ir2 Cl2 Ir1 95.1(8) . . . . ? C17 Ir2 Cl2 Ir1 178.2(6) . . . . ? C14 Ir2 Cl2 Ir1 130.8(4) . . . . ? C15 Ir2 Cl2 Ir1 97.4(4) . . . . ? Cl4 Ir2 Cl2 Ir1 -84.92(13) . . . . ? Cl3 Ir2 Cl2 Ir1 3.31(11) . . . . ? C13 Ir2 Cl3 Ir1 -128.1(12) . . . . ? C16 Ir2 Cl3 Ir1 -156.7(3) . . . . ? C17 Ir2 Cl3 Ir1 -179.7(4) . . . . ? C14 Ir2 Cl3 Ir1 -90.4(5) . . . . ? C15 Ir2 Cl3 Ir1 -116.7(4) . . . . ? Cl4 Ir2 Cl3 Ir1 84.94(13) . . . . ? Cl2 Ir2 Cl3 Ir1 -3.30(11) . . . . ? C1 Ir1 Cl3 Ir2 -86.9(4) . . . . ? C2 Ir1 Cl3 Ir2 -104.8(10) . . . . ? C4 Ir1 Cl3 Ir2 -155.4(4) . . . . ? C3 Ir1 Cl3 Ir2 -173.4(5) . . . . ? C5 Ir1 Cl3 Ir2 -116.8(4) . . . . ? Cl1 Ir1 Cl3 Ir2 91.76(12) . . . . ? Cl2 Ir1 Cl3 Ir2 3.31(11) . . . . ? C4 Ir1 C1 C2 -81.8(8) . . . . ? C3 Ir1 C1 C2 -38.4(7) . . . . ? C5 Ir1 C1 C2 -119.0(10) . . . . ? Cl1 Ir1 C1 C2 12.6(12) . . . . ? Cl2 Ir1 C1 C2 106.7(7) . . . . ? Cl3 Ir1 C1 C2 -170.1(6) . . . . ? C2 Ir1 C1 C5 119.0(10) . . . . ? C4 Ir1 C1 C5 37.2(7) . . . . ? C3 Ir1 C1 C5 80.6(8) . . . . ? Cl1 Ir1 C1 C5 131.7(7) . . . . ? Cl2 Ir1 C1 C5 -134.2(7) . . . . ? Cl3 Ir1 C1 C5 -51.1(8) . . . . ? C2 Ir1 C1 C6 -124.1(15) . . . . ? C4 Ir1 C1 C6 154.0(14) . . . . ? C3 Ir1 C1 C6 -162.5(14) . . . . ? C5 Ir1 C1 C6 116.8(16) . . . . ? Cl1 Ir1 C1 C6 -111.5(13) . . . . ? Cl2 Ir1 C1 C6 -17.4(12) . . . . ? Cl3 Ir1 C1 C6 65.8(12) . . . . ? C5 C1 C2 C3 0.9(13) . . . . ? C6 C1 C2 C3 -179.3(12) . . . . ? Ir1 C1 C2 C3 61.7(8) . . . . ? C5 C1 C2 C7 177.0(11) . . . . ? C6 C1 C2 C7 -3(2) . . . . ? Ir1 C1 C2 C7 -122.2(12) . . . . ? C5 C1 C2 Ir1 -60.8(8) . . . . ? C6 C1 C2 Ir1 119.0(13) . . . . ? C4 Ir1 C2 C1 80.3(8) . . . . ? C3 Ir1 C2 C1 117.0(9) . . . . ? C5 Ir1 C2 C1 37.6(7) . . . . ? Cl1 Ir1 C2 C1 -173.4(6) . . . . ? Cl2 Ir1 C2 C1 -79.7(7) . . . . ? Cl3 Ir1 C2 C1 24.6(14) . . . . ? C1 Ir1 C2 C3 -117.0(9) . . . . ? C4 Ir1 C2 C3 -36.7(7) . . . . ? C5 Ir1 C2 C3 -79.3(7) . . . . ? Cl1 Ir1 C2 C3 69.6(7) . . . . ? Cl2 Ir1 C2 C3 163.4(6) . . . . ? Cl3 Ir1 C2 C3 -92.4(12) . . . . ? C1 Ir1 C2 C7 122.5(16) . . . . ? C4 Ir1 C2 C7 -157.3(15) . . . . ? C3 Ir1 C2 C7 -120.6(16) . . . . ? C5 Ir1 C2 C7 160.1(14) . . . . ? Cl1 Ir1 C2 C7 -51.0(13) . . . . ? Cl2 Ir1 C2 C7 42.8(13) . . . . ? Cl3 Ir1 C2 C7 147.0(9) . . . . ? C1 C2 C3 C4 -2.1(14) . . . . ? C7 C2 C3 C4 -178.3(12) . . . . ? Ir1 C2 C3 C4 59.3(9) . . . . ? C1 C2 C3 C8 178.7(11) . . . . ? C7 C2 C3 C8 2(2) . . . . ? Ir1 C2 C3 C8 -119.9(12) . . . . ? C1 C2 C3 Ir1 -61.4(8) . . . . ? C7 C2 C3 Ir1 122.4(12) . . . . ? C1 Ir1 C3 C2 38.2(7) . . . . ? C4 Ir1 C3 C2 120.1(10) . . . . ? C5 Ir1 C3 C2 82.3(8) . . . . ? Cl1 Ir1 C3 C2 -119.5(6) . . . . ? Cl2 Ir1 C3 C2 -26.1(9) . . . . ? Cl3 Ir1 C3 C2 148.8(6) . . . . ? C1 Ir1 C3 C4 -81.9(8) . . . . ? C2 Ir1 C3 C4 -120.1(10) . . . . ? C5 Ir1 C3 C4 -37.9(8) . . . . ? Cl1 Ir1 C3 C4 120.3(7) . . . . ? Cl2 Ir1 C3 C4 -146.2(7) . . . . ? Cl3 Ir1 C3 C4 28.7(10) . . . . ? C1 Ir1 C3 C8 159.7(13) . . . . ? C2 Ir1 C3 C8 121.4(14) . . . . ? C4 Ir1 C3 C8 -118.4(15) . . . . ? C5 Ir1 C3 C8 -156.3(13) . . . . ? Cl1 Ir1 C3 C8 1.9(11) . . . . ? Cl2 Ir1 C3 C8 95.4(11) . . . . ? Cl3 Ir1 C3 C8 -89.8(11) . . . . ? C2 C3 C4 C5 2.5(14) . . . . ? C8 C3 C4 C5 -178.3(11) . . . . ? Ir1 C3 C4 C5 61.7(9) . . . . ? C2 C3 C4 C9 -178.1(12) . . . . ? C8 C3 C4 C9 1(2) . . . . ? Ir1 C3 C4 C9 -118.8(13) . . . . ? C2 C3 C4 Ir1 -59.3(9) . . . . ? C8 C3 C4 Ir1 120.0(11) . . . . ? C1 Ir1 C4 C5 -38.0(8) . . . . ? C2 Ir1 C4 C5 -80.8(8) . . . . ? C3 Ir1 C4 C5 -117.4(11) . . . . ? Cl1 Ir1 C4 C5 173.6(6) . . . . ? Cl2 Ir1 C4 C5 -13.8(16) . . . . ? Cl3 Ir1 C4 C5 82.0(7) . . . . ? C1 Ir1 C4 C3 79.4(8) . . . . ? C2 Ir1 C4 C3 36.6(7) . . . . ? C5 Ir1 C4 C3 117.4(11) . . . . ? Cl1 Ir1 C4 C3 -69.0(8) . . . . ? Cl2 Ir1 C4 C3 103.6(12) . . . . ? Cl3 Ir1 C4 C3 -160.6(7) . . . . ? C1 Ir1 C4 C9 -159.9(15) . . . . ? C2 Ir1 C4 C9 157.3(15) . . . . ? C3 Ir1 C4 C9 120.7(17) . . . . ? C5 Ir1 C4 C9 -121.9(17) . . . . ? Cl1 Ir1 C4 C9 51.7(14) . . . . ? Cl2 Ir1 C4 C9 -135.7(11) . . . . ? Cl3 Ir1 C4 C9 -39.9(14) . . . . ? C3 C4 C5 C1 -1.9(14) . . . . ? C9 C4 C5 C1 178.7(12) . . . . ? Ir1 C4 C5 C1 59.6(8) . . . . ? C3 C4 C5 C10 177.9(12) . . . . ? C9 C4 C5 C10 -1(2) . . . . ? Ir1 C4 C5 C10 -120.6(12) . . . . ? C3 C4 C5 Ir1 -61.5(8) . . . . ? C9 C4 C5 Ir1 119.1(13) . . . . ? C2 C1 C5 C4 0.6(14) . . . . ? C6 C1 C5 C4 -179.2(11) . . . . ? Ir1 C1 C5 C4 -60.0(8) . . . . ? C2 C1 C5 C10 -179.2(11) . . . . ? C6 C1 C5 C10 1.0(19) . . . . ? Ir1 C1 C5 C10 120.2(12) . . . . ? C2 C1 C5 Ir1 60.7(9) . . . . ? C6 C1 C5 Ir1 -119.2(12) . . . . ? C1 Ir1 C5 C4 118.4(11) . . . . ? C2 Ir1 C5 C4 81.5(8) . . . . ? C3 Ir1 C5 C4 38.3(8) . . . . ? Cl1 Ir1 C5 C4 -12.4(12) . . . . ? Cl2 Ir1 C5 C4 174.3(6) . . . . ? Cl3 Ir1 C5 C4 -103.1(7) . . . . ? C2 Ir1 C5 C1 -37.0(8) . . . . ? C4 Ir1 C5 C1 -118.4(11) . . . . ? C3 Ir1 C5 C1 -80.1(8) . . . . ? Cl1 Ir1 C5 C1 -130.8(8) . . . . ? Cl2 Ir1 C5 C1 55.8(8) . . . . ? Cl3 Ir1 C5 C1 138.5(7) . . . . ? C1 Ir1 C5 C10 -119.7(15) . . . . ? C2 Ir1 C5 C10 -156.7(14) . . . . ? C4 Ir1 C5 C10 121.9(16) . . . . ? C3 Ir1 C5 C10 160.2(14) . . . . ? Cl1 Ir1 C5 C10 109.5(12) . . . . ? Cl2 Ir1 C5 C10 -63.9(13) . . . . ? Cl3 Ir1 C5 C10 18.8(12) . . . . ? C11 O1 C6 C1 -71.5(17) . . . . ? C2 C1 C6 O1 110.6(15) . . . . ? C5 C1 C6 O1 -69.6(16) . . . . ? Ir1 C1 C6 O1 -157.5(9) . . . . ? C6 O1 C11 O2 -6(2) . . . . ? C6 O1 C11 C12 178.9(11) . . . . ? C16 Ir2 C13 C14 79.9(8) . . . . ? C17 Ir2 C13 C14 115.3(11) . . . . ? C15 Ir2 C13 C14 36.6(8) . . . . ? Cl4 Ir2 C13 C14 -165.6(7) . . . . ? Cl3 Ir2 C13 C14 48.9(16) . . . . ? Cl2 Ir2 C13 C14 -72.6(7) . . . . ? C16 Ir2 C13 C17 -35.4(7) . . . . ? C14 Ir2 C13 C17 -115.3(11) . . . . ? C15 Ir2 C13 C17 -78.8(8) . . . . ? Cl4 Ir2 C13 C17 79.0(7) . . . . ? Cl3 Ir2 C13 C17 -66.4(15) . . . . ? Cl2 Ir2 C13 C17 172.0(6) . . . . ? C16 Ir2 C13 C18 -157.6(12) . . . . ? C17 Ir2 C13 C18 -122.2(14) . . . . ? C14 Ir2 C13 C18 122.5(14) . . . . ? C15 Ir2 C13 C18 159.1(12) . . . . ? Cl4 Ir2 C13 C18 -43.1(11) . . . . ? Cl3 Ir2 C13 C18 171.4(8) . . . . ? Cl2 Ir2 C13 C18 49.9(11) . . . . ? C17 C13 C14 C15 1.7(13) . . . . ? C18 C13 C14 C15 -178.1(12) . . . . ? Ir2 C13 C14 C15 -60.3(8) . . . . ? C17 C13 C14 C19 -176.2(11) . . . . ? C18 C13 C14 C19 4(2) . . . . ? Ir2 C13 C14 C19 121.7(12) . . . . ? C17 C13 C14 Ir2 62.1(8) . . . . ? C18 C13 C14 Ir2 -117.8(12) . . . . ? C13 Ir2 C14 C15 119.3(11) . . . . ? C16 Ir2 C14 C15 37.1(8) . . . . ? C17 Ir2 C14 C15 79.5(8) . . . . ? Cl4 Ir2 C14 C15 143.4(7) . . . . ? Cl3 Ir2 C14 C15 -44.6(9) . . . . ? Cl2 Ir2 C14 C15 -126.5(7) . . . . ? C16 Ir2 C14 C13 -82.2(8) . . . . ? C17 Ir2 C14 C13 -39.8(7) . . . . ? C15 Ir2 C14 C13 -119.3(11) . . . . ? Cl4 Ir2 C14 C13 24.1(11) . . . . ? Cl3 Ir2 C14 C13 -163.9(6) . . . . ? Cl2 Ir2 C14 C13 114.2(7) . . . . ? C13 Ir2 C14 C19 -121.3(16) . . . . ? C16 Ir2 C14 C19 156.5(14) . . . . ? C17 Ir2 C14 C19 -161.1(14) . . . . ? C15 Ir2 C14 C19 119.4(15) . . . . ? Cl4 Ir2 C14 C19 -97.2(12) . . . . ? Cl3 Ir2 C14 C19 74.8(13) . . . . ? Cl2 Ir2 C14 C19 -7.1(12) . . . . ? C13 C14 C15 C16 0.5(14) . . . . ? C19 C14 C15 C16 178.5(11) . . . . ? Ir2 C14 C15 C16 -58.8(9) . . . . ? C13 C14 C15 C20 -179.5(12) . . . . ? C19 C14 C15 C20 -1(2) . . . . ? Ir2 C14 C15 C20 121.2(13) . . . . ? C13 C14 C15 Ir2 59.4(8) . . . . ? C19 C14 C15 Ir2 -122.6(12) . . . . ? C13 Ir2 C15 C14 -37.8(7) . . . . ? C16 Ir2 C15 C14 -120.1(11) . . . . ? C17 Ir2 C15 C14 -82.2(8) . . . . ? Cl4 Ir2 C15 C14 -112.4(11) . . . . ? Cl3 Ir2 C15 C14 145.8(7) . . . . ? Cl2 Ir2 C15 C14 61.5(8) . . . . ? C13 Ir2 C15 C16 82.3(8) . . . . ? C17 Ir2 C15 C16 37.8(7) . . . . ? C14 Ir2 C15 C16 120.1(11) . . . . ? Cl4 Ir2 C15 C16 7.7(15) . . . . ? Cl3 Ir2 C15 C16 -94.1(7) . . . . ? Cl2 Ir2 C15 C16 -178.4(6) . . . . ? C13 Ir2 C15 C20 -159.0(14) . . . . ? C16 Ir2 C15 C20 118.7(16) . . . . ? C17 Ir2 C15 C20 156.6(14) . . . . ? C14 Ir2 C15 C20 -121.2(16) . . . . ? Cl4 Ir2 C15 C20 126.4(11) . . . . ? Cl3 Ir2 C15 C20 24.7(12) . . . . ? Cl2 Ir2 C15 C20 -59.7(13) . . . . ? C14 C15 C16 C17 -2.7(14) . . . . ? C20 C15 C16 C17 177.3(11) . . . . ? Ir2 C15 C16 C17 -62.1(8) . . . . ? C14 C15 C16 C21 -176.4(12) . . . . ? C20 C15 C16 C21 4(2) . . . . ? Ir2 C15 C16 C21 124.1(13) . . . . ? C14 C15 C16 Ir2 59.5(9) . . . . ? C20 C15 C16 Ir2 -120.5(12) . . . . ? C13 Ir2 C16 C17 37.0(7) . . . . ? C14 Ir2 C16 C17 80.7(8) . . . . ? C15 Ir2 C16 C17 116.9(11) . . . . ? Cl4 Ir2 C16 C17 -59.8(7) . . . . ? Cl3 Ir2 C16 C17 -151.8(6) . . . . ? Cl2 Ir2 C16 C17 120.2(9) . . . . ? C13 Ir2 C16 C15 -79.9(8) . . . . ? C17 Ir2 C16 C15 -116.9(11) . . . . ? C14 Ir2 C16 C15 -36.2(7) . . . . ? Cl4 Ir2 C16 C15 -176.7(6) . . . . ? Cl3 Ir2 C16 C15 91.3(7) . . . . ? Cl2 Ir2 C16 C15 3.3(13) . . . . ? C13 Ir2 C16 C21 157.9(14) . . . . ? C17 Ir2 C16 C21 120.9(15) . . . . ? C14 Ir2 C16 C21 -158.4(14) . . . . ? C15 Ir2 C16 C21 -122.1(16) . . . . ? Cl4 Ir2 C16 C21 61.1(13) . . . . ? Cl3 Ir2 C16 C21 -30.8(12) . . . . ? Cl2 Ir2 C16 C21 -118.9(11) . . . . ? C15 C16 C17 C13 3.8(14) . . . . ? C21 C16 C17 C13 177.6(11) . . . . ? Ir2 C16 C17 C13 -58.2(8) . . . . ? C15 C16 C17 C22 -178.2(11) . . . . ? C21 C16 C17 C22 -4(2) . . . . ? Ir2 C16 C17 C22 119.7(12) . . . . ? C15 C16 C17 Ir2 62.0(9) . . . . ? C21 C16 C17 Ir2 -124.2(13) . . . . ? C14 C13 C17 C16 -3.5(13) . . . . ? C18 C13 C17 C16 176.4(11) . . . . ? Ir2 C13 C17 C16 58.8(9) . . . . ? C14 C13 C17 C22 178.5(11) . . . . ? C18 C13 C17 C22 -1.6(19) . . . . ? Ir2 C13 C17 C22 -119.2(11) . . . . ? C14 C13 C17 Ir2 -62.3(8) . . . . ? C18 C13 C17 Ir2 117.6(12) . . . . ? C13 Ir2 C17 C16 -121.1(11) . . . . ? C14 Ir2 C17 C16 -81.6(8) . . . . ? C15 Ir2 C17 C16 -38.9(7) . . . . ? Cl4 Ir2 C17 C16 130.2(7) . . . . ? Cl3 Ir2 C17 C16 38.2(8) . . . . ? Cl2 Ir2 C17 C16 -135.2(7) . . . . ? C16 Ir2 C17 C13 121.1(11) . . . . ? C14 Ir2 C17 C13 39.5(8) . . . . ? C15 Ir2 C17 C13 82.2(8) . . . . ? Cl4 Ir2 C17 C13 -108.8(7) . . . . ? Cl3 Ir2 C17 C13 159.2(6) . . . . ? Cl2 Ir2 C17 C13 -14.1(11) . . . . ? C13 Ir2 C17 C22 118.0(15) . . . . ? C16 Ir2 C17 C22 -120.9(15) . . . . ? C14 Ir2 C17 C22 157.5(13) . . . . ? C15 Ir2 C17 C22 -159.8(13) . . . . ? Cl4 Ir2 C17 C22 9.3(12) . . . . ? Cl3 Ir2 C17 C22 -82.7(12) . . . . ? Cl2 Ir2 C17 C22 103.9(11) . . . . ? C23 O3 C18 C13 -179.0(12) . . . . ? C14 C13 C18 O3 -90.9(15) . . . . ? C17 C13 C18 O3 89.3(14) . . . . ? Ir2 C13 C18 O3 178.9(9) . . . . ? C18 O3 C23 O4 -1(2) . . . . ? C18 O3 C23 C24 175.6(15) . . . . ? C30 C25 C26 C27 3(2) . . . . ? I1 C25 C26 C27 -179.5(10) . . . . ? C25 C26 C27 C28 -4(2) . . . . ? C26 C27 C28 C29 4(2) . . . . ? C27 C28 C29 C30 -1(2) . . . . ? C26 C25 C30 C29 -1(2) . . . . ? I1 C25 C30 C29 -178.3(9) . . . . ? C28 C29 C30 C25 0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.802 _refine_diff_density_min -2.194 _refine_diff_density_rms 0.281 #===END data_shelxl2 _database_code_depnum_ccdc_archive 'CCDC 710447' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'LP006' ; _chemical_name_common '[CpOMeIrCl2]2' _chemical_melting_point ? _chemical_formula_moiety 'C22 H34 Cl4 Ir2 O2, C6 H5 I' _chemical_formula_sum 'C28 H39 Cl4 I Ir2 O2' _chemical_formula_weight 1060.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_space_group_name_H-M 'P -1' _symmetry_cell_setting Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7721(5) _cell_length_b 13.6753(10) _cell_length_c 14.3722(9) _cell_angle_alpha 105.435(4) _cell_angle_beta 100.301(3) _cell_angle_gamma 99.207(3) _cell_volume 1595.41(18) _cell_formula_units_Z 2 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 468 _cell_measurement_theta_min 3 _cell_measurement_theta_max 20 _exptl_crystal_description cut-block _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.208 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 996 _exptl_absorpt_coefficient_mu 9.659 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.327 _exptl_absorpt_correction_T_max 0.383 _exptl_absorpt_process_details HKL2000 _exptl_special_details ; Data was collected with \w and \f scans in 2^o^ increments with 45 second exposures per degree. Crystal-to-detector distance was 30 mm. 43502 full and partial reflection were integrated. ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 10263 _diffrn_reflns_av_R_equivalents 0.0869 _diffrn_reflns_av_sigmaI/netI 0.1387 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.47 _reflns_number_total 5708 _reflns_number_gt 3319 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCD _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'maXus, Zortep' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0310P)^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 5708 _refine_ls_number_parameters 346 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1076 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.1116 _refine_ls_wR_factor_gt 0.0972 _refine_ls_goodness_of_fit_ref 0.926 _refine_ls_restrained_S_all 0.926 _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 0.41216(5) 0.21321(4) 0.23876(4) 0.0560(5) Uani 1 1 d . . . Ir2 Ir 0.26845(6) -0.05756(4) 0.23806(4) 0.0570(5) Uani 1 1 d . . . I1 I -0.00074(10) 0.52610(7) 0.68545(8) 0.0746(6) Uani 1 1 d . . . Cl1 Cl 0.1479(4) 0.2429(2) 0.2415(3) 0.0704(10) Uani 1 1 d . . . Cl2 Cl 0.3886(3) 0.1148(2) 0.3582(2) 0.0589(9) Uani 1 1 d . . . Cl3 Cl 0.2861(3) 0.0420(2) 0.1187(2) 0.0585(9) Uani 1 1 d . . . Cl4 Cl 0.5293(4) -0.0837(3) 0.2268(3) 0.0770(11) Uani 1 1 d . . . O1 O 0.5536(15) 0.3789(10) 0.0343(9) 0.109(4) Uani 1 1 d . . . O2 O -0.0307(13) -0.3513(9) 0.0380(9) 0.102(3) Uani 1 1 d . . . C1 C 0.5196(14) 0.3026(10) 0.1585(12) 0.068(4) Uani 1 1 d . . . C2 C 0.6170(15) 0.2304(10) 0.1783(10) 0.068(3) Uani 1 1 d . . . C3 C 0.6671(14) 0.2541(11) 0.2825(10) 0.069(4) Uani 1 1 d . . . C4 C 0.5962(14) 0.3372(10) 0.3304(10) 0.059(3) Uani 1 1 d . . . C5 C 0.5146(13) 0.3610(15) 0.2517(11) 0.092(6) Uani 1 1 d . . . C6 C 0.4506(15) 0.3057(11) 0.0575(11) 0.073(4) Uani 1 1 d . . . H6A H 0.4353 0.2364 0.0086 0.088 Uiso 1 1 calc R . . H6B H 0.3460 0.3246 0.0553 0.088 Uiso 1 1 calc R . . C7 C 0.6629(18) 0.1471(12) 0.1035(11) 0.091(5) Uani 1 1 d . . . H7A H 0.7599 0.1768 0.0868 0.136 Uiso 1 1 calc R . . H7B H 0.5769 0.1194 0.0434 0.136 Uiso 1 1 calc R . . H7C H 0.6817 0.0910 0.1315 0.136 Uiso 1 1 calc R . . C8 C 0.7795(18) 0.1998(11) 0.3353(11) 0.088(5) Uani 1 1 d . . . H8A H 0.7413 0.1243 0.3076 0.132 Uiso 1 1 calc R . . H8B H 0.7822 0.2209 0.4064 0.132 Uiso 1 1 calc R . . H8C H 0.8865 0.2196 0.3256 0.132 Uiso 1 1 calc R . . C9 C 0.6200(17) 0.3873(12) 0.4391(12) 0.090(5) Uani 1 1 d . . . H9A H 0.7232 0.4363 0.4645 0.135 Uiso 1 1 calc R . . H9B H 0.6170 0.3338 0.4730 0.135 Uiso 1 1 calc R . . H9C H 0.5354 0.4246 0.4511 0.135 Uiso 1 1 calc R . . C10 C 0.4324(15) 0.4620(11) 0.2682(13) 0.083(5) Uani 1 1 d . . . H10A H 0.4000 0.4751 0.3314 0.125 Uiso 1 1 calc R . . H10B H 0.3391 0.4482 0.2138 0.125 Uiso 1 1 calc R . . H10C H 0.5091 0.5231 0.2693 0.125 Uiso 1 1 calc R . . C11 C 0.493(3) 0.3802(18) -0.0593(15) 0.141(8) Uani 1 1 d . . . H11A H 0.4526 0.3087 -0.1032 0.212 Uiso 1 1 calc R . . H11B H 0.5762 0.4157 -0.0835 0.212 Uiso 1 1 calc R . . H11C H 0.4058 0.4171 -0.0586 0.212 Uiso 1 1 calc R . . C13 C 0.0972(17) -0.1961(11) 0.1611(11) 0.071(4) Uani 1 1 d . . . C14 C 0.1861(15) -0.2059(12) 0.2485(11) 0.079(4) Uani 1 1 d . . . C15 C 0.1656(14) -0.1304(10) 0.3354(10) 0.063(3) Uani 1 1 d . . . C16 C 0.0534(11) -0.0774(8) 0.2913(8) 0.042(3) Uani 1 1 d . . . C17 C 0.0177(14) -0.1119(10) 0.1879(10) 0.059(3) Uani 1 1 d . . . C18 C 0.0872(18) -0.2609(12) 0.0569(14) 0.103(6) Uani 1 1 d . . . H18A H 0.0581 -0.2225 0.0094 0.124 Uiso 1 1 calc R . . H18B H 0.1905 -0.2791 0.0508 0.124 Uiso 1 1 calc R . . C19 C 0.2823(16) -0.2906(11) 0.2552(14) 0.095(5) Uani 1 1 d . . . H19A H 0.2095 -0.3562 0.2472 0.142 Uiso 1 1 calc R . . H19B H 0.3574 -0.2687 0.3201 0.142 Uiso 1 1 calc R . . H19C H 0.3409 -0.3005 0.2026 0.142 Uiso 1 1 calc R . . C20 C 0.2239(17) -0.1181(14) 0.4386(12) 0.096(5) Uani 1 1 d . . . H20A H 0.3035 -0.1601 0.4458 0.144 Uiso 1 1 calc R . . H20B H 0.1357 -0.1411 0.4666 0.144 Uiso 1 1 calc R . . H20C H 0.2725 -0.0448 0.4740 0.144 Uiso 1 1 calc R . . C21 C -0.0035(14) 0.0122(10) 0.3574(10) 0.068(4) Uani 1 1 d . . . H21A H -0.0016 0.0692 0.3280 0.102 Uiso 1 1 calc R . . H21B H 0.0670 0.0372 0.4239 0.102 Uiso 1 1 calc R . . H21C H -0.1121 -0.0132 0.3620 0.102 Uiso 1 1 calc R . . C22 C -0.0940(16) -0.0748(11) 0.1201(11) 0.079(4) Uani 1 1 d . . . H22A H -0.2034 -0.1108 0.1131 0.119 Uiso 1 1 calc R . . H22B H -0.0684 -0.0896 0.0548 0.119 Uiso 1 1 calc R . . H22C H -0.0834 0.0003 0.1480 0.119 Uiso 1 1 calc R . . C23 C -0.048(2) -0.4195(15) -0.0613(14) 0.130(7) Uani 1 1 d . . . H23A H -0.0744 -0.3825 -0.1097 0.195 Uiso 1 1 calc R . . H23B H -0.1328 -0.4809 -0.0745 0.195 Uiso 1 1 calc R . . H23C H 0.0521 -0.4413 -0.0669 0.195 Uiso 1 1 calc R . . C24 C 0.1103(16) 0.4004(11) 0.6484(11) 0.073(4) Uani 1 1 d . . . C25 C 0.1291(17) 0.3638(12) 0.5554(14) 0.089(5) Uani 1 1 d . . . H25 H 0.0914 0.3939 0.5058 0.107 Uiso 1 1 calc R . . C26 C 0.2025(18) 0.2836(12) 0.5334(13) 0.084(4) Uani 1 1 d . . . H26 H 0.2154 0.2594 0.4675 0.100 Uiso 1 1 calc R . . C27 C 0.2583(18) 0.2360(12) 0.5988(15) 0.095(5) Uani 1 1 d . . . H27 H 0.3094 0.1801 0.5799 0.115 Uiso 1 1 calc R . . C28 C 0.2390(15) 0.2708(10) 0.6935(11) 0.069(4) Uani 1 1 d . . . H28 H 0.2806 0.2396 0.7413 0.083 Uiso 1 1 calc R . . C29 C 0.1553(16) 0.3557(10) 0.7240(10) 0.075(4) Uani 1 1 d . . . H29 H 0.1341 0.3777 0.7880 0.090 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 0.0496(6) 0.0518(6) 0.0743(6) 0.0266(3) 0.0204(3) 0.0134(2) Ir2 0.0530(6) 0.0515(6) 0.0759(6) 0.0268(3) 0.0245(3) 0.0147(2) I1 0.0623(7) 0.0661(8) 0.1045(9) 0.0352(5) 0.0268(5) 0.0160(4) Cl1 0.0535(17) 0.0569(19) 0.121(3) 0.0423(19) 0.0393(18) 0.0207(14) Cl2 0.0600(18) 0.0550(18) 0.066(2) 0.0239(15) 0.0210(15) 0.0071(14) Cl3 0.0619(18) 0.0535(18) 0.0600(19) 0.0224(15) 0.0156(15) 0.0021(14) Cl4 0.0571(19) 0.057(2) 0.134(3) 0.042(2) 0.038(2) 0.0216(15) O1 0.123(9) 0.118(9) 0.096(9) 0.058(7) 0.017(7) 0.021(7) O2 0.104(8) 0.098(8) 0.103(9) 0.024(7) 0.028(7) 0.023(7) C1 0.053(7) 0.069(9) 0.092(11) 0.042(8) 0.016(7) 0.013(6) C2 0.063(8) 0.067(9) 0.069(9) 0.016(7) 0.019(7) 0.008(7) C3 0.047(7) 0.080(10) 0.072(10) 0.032(8) 0.000(7) -0.008(6) C4 0.049(7) 0.058(8) 0.068(9) 0.018(7) 0.010(7) 0.009(6) C5 0.022(6) 0.180(17) 0.063(9) 0.041(11) 0.010(6) -0.022(8) C6 0.056(7) 0.079(10) 0.085(10) 0.041(8) 0.009(7) -0.002(7) C7 0.089(10) 0.108(13) 0.070(10) 0.013(9) 0.044(9) 0.004(9) C8 0.100(11) 0.070(10) 0.088(11) 0.036(8) -0.015(9) 0.023(8) C9 0.071(9) 0.085(11) 0.095(12) 0.014(9) 0.004(8) 0.000(8) C10 0.047(7) 0.073(9) 0.147(15) 0.051(10) 0.040(8) 0.014(7) C11 0.137(17) 0.20(2) 0.117(17) 0.074(17) 0.035(14) 0.076(17) C13 0.081(9) 0.065(9) 0.082(10) 0.033(8) 0.038(8) 0.022(7) C14 0.051(8) 0.101(11) 0.077(10) 0.018(9) 0.036(7) -0.018(7) C15 0.058(7) 0.057(8) 0.086(10) 0.042(7) 0.023(7) 0.008(6) C16 0.038(5) 0.053(7) 0.054(7) 0.036(6) 0.020(5) 0.014(5) C17 0.053(7) 0.068(8) 0.067(9) 0.035(7) 0.015(6) 0.021(6) C18 0.079(10) 0.078(11) 0.155(18) 0.027(11) 0.065(11) 0.002(9) C19 0.060(8) 0.066(9) 0.187(18) 0.072(11) 0.037(10) 0.031(7) C20 0.066(9) 0.149(16) 0.100(12) 0.080(12) 0.026(9) 0.022(9) C21 0.055(7) 0.067(9) 0.093(10) 0.030(8) 0.031(7) 0.017(6) C22 0.080(9) 0.074(10) 0.088(11) 0.034(8) 0.024(8) 0.011(7) C23 0.158(19) 0.120(16) 0.106(16) 0.020(13) 0.005(13) 0.069(15) C24 0.072(9) 0.078(10) 0.080(10) 0.037(8) 0.034(8) 0.006(7) C25 0.069(9) 0.071(10) 0.124(15) 0.040(10) 0.010(9) 0.005(8) C26 0.079(10) 0.071(10) 0.096(12) 0.024(9) 0.014(9) 0.013(8) C27 0.069(10) 0.067(10) 0.133(16) -0.006(10) 0.040(10) 0.012(8) C28 0.065(8) 0.046(8) 0.095(11) 0.024(7) 0.010(8) 0.014(6) C29 0.089(10) 0.054(8) 0.066(9) 0.010(7) 0.029(8) -0.023(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 C5 2.021(18) . ? Ir1 C4 2.095(12) . ? Ir1 C1 2.117(13) . ? Ir1 C2 2.138(12) . ? Ir1 C3 2.150(12) . ? Ir1 Cl1 2.422(3) . ? Ir1 Cl3 2.454(3) . ? Ir1 Cl2 2.463(3) . ? Ir2 C14 2.096(15) . ? Ir2 C13 2.109(15) . ? Ir2 C17 2.130(12) . ? Ir2 C15 2.161(11) . ? Ir2 C16 2.164(9) . ? Ir2 Cl4 2.399(3) . ? Ir2 Cl2 2.457(3) . ? Ir2 Cl3 2.469(3) . ? I1 C24 2.103(15) . ? O1 C11 1.36(2) . ? O1 C6 1.387(15) . ? O2 C18 1.408(17) . ? O2 C23 1.45(2) . ? C1 C5 1.38(2) . ? C1 C2 1.456(17) . ? C1 C6 1.485(18) . ? C2 C3 1.415(18) . ? C2 C7 1.505(18) . ? C3 C4 1.455(18) . ? C3 C8 1.537(17) . ? C4 C5 1.371(19) . ? C4 C9 1.489(19) . ? C5 C10 1.64(2) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C13 C14 1.41(2) . ? C13 C17 1.441(17) . ? C13 C18 1.50(2) . ? C14 C15 1.454(19) . ? C14 C19 1.551(19) . ? C15 C20 1.435(19) . ? C15 C16 1.464(15) . ? C16 C17 1.393(16) . ? C16 C21 1.548(16) . ? C17 C22 1.500(17) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 C25 1.35(2) . ? C24 C29 1.411(19) . ? C25 C26 1.35(2) . ? C25 H25 0.9500 . ? C26 C27 1.35(2) . ? C26 H26 0.9500 . ? C27 C28 1.37(2) . ? C27 H27 0.9500 . ? C28 C29 1.481(18) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? 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 C5 Ir1 C4 38.9(5) . . ? C5 Ir1 C1 38.8(5) . . ? C4 Ir1 C1 67.4(5) . . ? C5 Ir1 C2 64.7(5) . . ? C4 Ir1 C2 67.1(5) . . ? C1 Ir1 C2 40.0(5) . . ? C5 Ir1 C3 63.9(5) . . ? C4 Ir1 C3 40.1(5) . . ? C1 Ir1 C3 65.8(5) . . ? C2 Ir1 C3 38.5(5) . . ? C5 Ir1 Cl1 96.3(4) . . ? C4 Ir1 Cl1 114.5(3) . . ? C1 Ir1 Cl1 109.5(3) . . ? C2 Ir1 Cl1 148.5(4) . . ? C3 Ir1 Cl1 154.5(4) . . ? C5 Ir1 Cl3 143.6(4) . . ? C4 Ir1 Cl3 157.9(3) . . ? C1 Ir1 Cl3 106.1(4) . . ? C2 Ir1 Cl3 94.1(4) . . ? C3 Ir1 Cl3 117.9(4) . . ? Cl1 Ir1 Cl3 87.57(11) . . ? C5 Ir1 Cl2 133.9(4) . . ? C4 Ir1 Cl2 97.8(4) . . ? C1 Ir1 Cl2 159.3(3) . . ? C2 Ir1 Cl2 121.9(4) . . ? C3 Ir1 Cl2 93.5(3) . . ? Cl1 Ir1 Cl2 89.47(10) . . ? Cl3 Ir1 Cl2 82.13(10) . . ? C14 Ir2 C13 39.1(5) . . ? C14 Ir2 C17 66.3(5) . . ? C13 Ir2 C17 39.7(5) . . ? C14 Ir2 C15 39.9(5) . . ? C13 Ir2 C15 66.9(5) . . ? C17 Ir2 C15 67.3(5) . . ? C14 Ir2 C16 64.4(4) . . ? C13 Ir2 C16 64.0(5) . . ? C17 Ir2 C16 37.9(4) . . ? C15 Ir2 C16 39.6(4) . . ? C14 Ir2 Cl4 94.6(4) . . ? C13 Ir2 Cl4 110.3(4) . . ? C17 Ir2 Cl4 148.9(4) . . ? C15 Ir2 Cl4 114.3(3) . . ? C16 Ir2 Cl4 153.8(3) . . ? C14 Ir2 Cl2 134.9(4) . . ? C13 Ir2 Cl2 158.9(4) . . ? C17 Ir2 Cl2 121.7(4) . . ? C15 Ir2 Cl2 98.4(4) . . ? C16 Ir2 Cl2 95.0(3) . . ? Cl4 Ir2 Cl2 89.25(11) . . ? C14 Ir2 Cl3 143.0(4) . . ? C13 Ir2 Cl3 106.0(4) . . ? C17 Ir2 Cl3 93.8(3) . . ? C15 Ir2 Cl3 158.2(3) . . ? C16 Ir2 Cl3 118.6(3) . . ? Cl4 Ir2 Cl3 87.54(11) . . ? Cl2 Ir2 Cl3 81.96(10) . . ? Ir2 Cl2 Ir1 97.98(11) . . ? Ir1 Cl3 Ir2 97.91(11) . . ? C11 O1 C6 108.9(15) . . ? C18 O2 C23 110.2(14) . . ? C5 C1 C2 103.6(13) . . ? C5 C1 C6 132.5(14) . . ? C2 C1 C6 123.9(13) . . ? C5 C1 Ir1 66.8(9) . . ? C2 C1 Ir1 70.8(7) . . ? C6 C1 Ir1 126.6(9) . . ? C3 C2 C1 107.7(12) . . ? C3 C2 C7 125.0(13) . . ? C1 C2 C7 127.3(13) . . ? C3 C2 Ir1 71.2(7) . . ? C1 C2 Ir1 69.2(7) . . ? C7 C2 Ir1 126.5(9) . . ? C2 C3 C4 109.2(11) . . ? C2 C3 C8 124.7(13) . . ? C4 C3 C8 126.1(13) . . ? C2 C3 Ir1 70.3(7) . . ? C4 C3 Ir1 68.0(7) . . ? C8 C3 Ir1 128.2(10) . . ? C5 C4 C3 102.9(13) . . ? C5 C4 C9 130.0(14) . . ? C3 C4 C9 127.0(12) . . ? C5 C4 Ir1 67.6(9) . . ? C3 C4 Ir1 72.0(7) . . ? C9 C4 Ir1 127.0(9) . . ? C4 C5 C1 116.5(16) . . ? C4 C5 C10 121.4(14) . . ? C1 C5 C10 121.7(14) . . ? C4 C5 Ir1 73.5(10) . . ? C1 C5 Ir1 74.4(10) . . ? C10 C5 Ir1 127.4(7) . . ? O1 C6 C1 108.7(11) . . ? O1 C6 H6A 110.0 . . ? C1 C6 H6A 110.0 . . ? O1 C6 H6B 110.0 . . ? C1 C6 H6B 110.0 . . ? H6A C6 H6B 108.3 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O1 C11 H11A 109.5 . . ? O1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? O1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C14 C13 C17 108.4(13) . . ? C14 C13 C18 126.3(14) . . ? C17 C13 C18 125.3(14) . . ? C14 C13 Ir2 69.9(9) . . ? C17 C13 Ir2 70.9(7) . . ? C18 C13 Ir2 124.5(9) . . ? C13 C14 C15 110.7(14) . . ? C13 C14 C19 126.1(13) . . ? C15 C14 C19 123.0(14) . . ? C13 C14 Ir2 71.0(9) . . ? C15 C14 Ir2 72.5(8) . . ? C19 C14 Ir2 127.6(8) . . ? C20 C15 C14 129.4(13) . . ? C20 C15 C16 128.0(13) . . ? C14 C15 C16 102.2(12) . . ? C20 C15 Ir2 130.0(9) . . ? C14 C15 Ir2 67.6(7) . . ? C16 C15 Ir2 70.3(6) . . ? C17 C16 C15 112.5(10) . . ? C17 C16 C21 126.5(10) . . ? C15 C16 C21 120.8(11) . . ? C17 C16 Ir2 69.7(6) . . ? C15 C16 Ir2 70.1(6) . . ? C21 C16 Ir2 124.4(7) . . ? C16 C17 C13 106.0(10) . . ? C16 C17 C22 126.1(11) . . ? C13 C17 C22 127.7(13) . . ? C16 C17 Ir2 72.4(6) . . ? C13 C17 Ir2 69.4(7) . . ? C22 C17 Ir2 127.3(9) . . ? O2 C18 C13 106.3(12) . . ? O2 C18 H18A 110.5 . . ? C13 C18 H18A 110.5 . . ? O2 C18 H18B 110.5 . . ? C13 C18 H18B 110.5 . . ? H18A C18 H18B 108.7 . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O2 C23 H23A 109.5 . . ? O2 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O2 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 C29 123.4(15) . . ? C25 C24 I1 120.2(11) . . ? C29 C24 I1 116.4(11) . . ? C24 C25 C26 119.2(16) . . ? C24 C25 H25 120.4 . . ? C26 C25 H25 120.4 . . ? C27 C26 C25 124.2(17) . . ? C27 C26 H26 117.9 . . ? C25 C26 H26 117.9 . . ? C26 C27 C28 117.8(15) . . ? C26 C27 H27 121.1 . . ? C28 C27 H27 121.1 . . ? C27 C28 C29 122.1(14) . . ? C27 C28 H28 118.9 . . ? C29 C28 H28 118.9 . . ? C24 C29 C28 113.1(12) . . ? C24 C29 H29 123.4 . . ? C28 C29 H29 123.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C14 Ir2 Cl2 Ir1 -177.9(5) . . . . ? C13 Ir2 Cl2 Ir1 -115.3(11) . . . . ? C17 Ir2 Cl2 Ir1 -90.9(4) . . . . ? C15 Ir2 Cl2 Ir1 -159.3(3) . . . . ? C16 Ir2 Cl2 Ir1 -119.6(3) . . . . ? Cl4 Ir2 Cl2 Ir1 86.29(12) . . . . ? Cl3 Ir2 Cl2 Ir1 -1.33(10) . . . . ? C5 Ir1 Cl2 Ir2 -172.8(6) . . . . ? C4 Ir1 Cl2 Ir2 -156.4(3) . . . . ? C1 Ir1 Cl2 Ir2 -113.8(12) . . . . ? C2 Ir1 Cl2 Ir2 -88.6(4) . . . . ? C3 Ir1 Cl2 Ir2 -116.4(4) . . . . ? Cl1 Ir1 Cl2 Ir2 88.96(12) . . . . ? Cl3 Ir1 Cl2 Ir2 1.34(10) . . . . ? C5 Ir1 Cl3 Ir2 171.6(7) . . . . ? C4 Ir1 Cl3 Ir2 90.0(9) . . . . ? C1 Ir1 Cl3 Ir2 159.2(3) . . . . ? C2 Ir1 Cl3 Ir2 120.4(4) . . . . ? C3 Ir1 Cl3 Ir2 88.5(4) . . . . ? Cl1 Ir1 Cl3 Ir2 -91.13(12) . . . . ? Cl2 Ir1 Cl3 Ir2 -1.33(10) . . . . ? C14 Ir2 Cl3 Ir1 177.3(6) . . . . ? C13 Ir2 Cl3 Ir1 161.4(4) . . . . ? C17 Ir2 Cl3 Ir1 122.9(4) . . . . ? C15 Ir2 Cl3 Ir1 94.0(10) . . . . ? C16 Ir2 Cl3 Ir1 92.7(4) . . . . ? Cl4 Ir2 Cl3 Ir1 -88.26(12) . . . . ? Cl2 Ir2 Cl3 Ir1 1.33(10) . . . . ? C4 Ir1 C1 C5 -34.0(8) . . . . ? C2 Ir1 C1 C5 -114.9(12) . . . . ? C3 Ir1 C1 C5 -77.8(9) . . . . ? Cl1 Ir1 C1 C5 75.1(8) . . . . ? Cl3 Ir1 C1 C5 168.3(7) . . . . ? Cl2 Ir1 C1 C5 -80.6(14) . . . . ? C5 Ir1 C1 C2 114.9(12) . . . . ? C4 Ir1 C1 C2 80.8(8) . . . . ? C3 Ir1 C1 C2 37.0(8) . . . . ? Cl1 Ir1 C1 C2 -170.0(7) . . . . ? Cl3 Ir1 C1 C2 -76.8(8) . . . . ? Cl2 Ir1 C1 C2 34.3(16) . . . . ? C5 Ir1 C1 C6 -126.6(16) . . . . ? C4 Ir1 C1 C6 -160.7(14) . . . . ? C2 Ir1 C1 C6 118.5(16) . . . . ? C3 Ir1 C1 C6 155.5(14) . . . . ? Cl1 Ir1 C1 C6 -51.5(13) . . . . ? Cl3 Ir1 C1 C6 41.7(13) . . . . ? Cl2 Ir1 C1 C6 152.7(9) . . . . ? C5 C1 C2 C3 -2.0(14) . . . . ? C6 C1 C2 C3 177.1(11) . . . . ? Ir1 C1 C2 C3 -61.1(9) . . . . ? C5 C1 C2 C7 179.9(12) . . . . ? C6 C1 C2 C7 -1(2) . . . . ? Ir1 C1 C2 C7 120.7(13) . . . . ? C5 C1 C2 Ir1 59.1(8) . . . . ? C6 C1 C2 Ir1 -121.7(12) . . . . ? C5 Ir1 C2 C3 79.2(9) . . . . ? C4 Ir1 C2 C3 36.6(8) . . . . ? C1 Ir1 C2 C3 118.2(11) . . . . ? Cl1 Ir1 C2 C3 136.4(8) . . . . ? Cl3 Ir1 C2 C3 -131.5(7) . . . . ? Cl2 Ir1 C2 C3 -48.3(9) . . . . ? C5 Ir1 C2 C1 -39.0(8) . . . . ? C4 Ir1 C2 C1 -81.6(8) . . . . ? C3 Ir1 C2 C1 -118.2(11) . . . . ? Cl1 Ir1 C2 C1 18.3(12) . . . . ? Cl3 Ir1 C2 C1 110.3(8) . . . . ? Cl2 Ir1 C2 C1 -166.5(7) . . . . ? C5 Ir1 C2 C7 -160.7(15) . . . . ? C4 Ir1 C2 C7 156.6(14) . . . . ? C1 Ir1 C2 C7 -121.8(16) . . . . ? C3 Ir1 C2 C7 120.1(16) . . . . ? Cl1 Ir1 C2 C7 -103.5(13) . . . . ? Cl3 Ir1 C2 C7 -11.5(13) . . . . ? Cl2 Ir1 C2 C7 71.8(14) . . . . ? C1 C2 C3 C4 3.1(14) . . . . ? C7 C2 C3 C4 -178.8(12) . . . . ? Ir1 C2 C3 C4 -56.8(8) . . . . ? C1 C2 C3 C8 -176.7(12) . . . . ? C7 C2 C3 C8 1(2) . . . . ? Ir1 C2 C3 C8 123.4(13) . . . . ? C1 C2 C3 Ir1 59.9(8) . . . . ? C7 C2 C3 Ir1 -121.9(13) . . . . ? C5 Ir1 C3 C2 -81.4(9) . . . . ? C4 Ir1 C3 C2 -121.5(11) . . . . ? C1 Ir1 C3 C2 -38.4(8) . . . . ? Cl1 Ir1 C3 C2 -123.2(9) . . . . ? Cl3 Ir1 C3 C2 57.6(8) . . . . ? Cl2 Ir1 C3 C2 140.6(7) . . . . ? C5 Ir1 C3 C4 40.1(8) . . . . ? C1 Ir1 C3 C4 83.1(8) . . . . ? C2 Ir1 C3 C4 121.5(11) . . . . ? Cl1 Ir1 C3 C4 -1.7(13) . . . . ? Cl3 Ir1 C3 C4 179.2(6) . . . . ? Cl2 Ir1 C3 C4 -97.9(7) . . . . ? C5 Ir1 C3 C8 159.5(15) . . . . ? C4 Ir1 C3 C8 119.4(16) . . . . ? C1 Ir1 C3 C8 -157.6(15) . . . . ? C2 Ir1 C3 C8 -119.1(17) . . . . ? Cl1 Ir1 C3 C8 117.7(13) . . . . ? Cl3 Ir1 C3 C8 -61.5(14) . . . . ? Cl2 Ir1 C3 C8 21.5(13) . . . . ? C2 C3 C4 C5 -2.8(13) . . . . ? C8 C3 C4 C5 177.0(13) . . . . ? Ir1 C3 C4 C5 -61.0(8) . . . . ? C2 C3 C4 C9 -178.6(12) . . . . ? C8 C3 C4 C9 1(2) . . . . ? Ir1 C3 C4 C9 123.2(13) . . . . ? C2 C3 C4 Ir1 58.2(9) . . . . ? C8 C3 C4 Ir1 -122.0(13) . . . . ? C1 Ir1 C4 C5 34.0(8) . . . . ? C2 Ir1 C4 C5 77.5(9) . . . . ? C3 Ir1 C4 C5 112.8(11) . . . . ? Cl1 Ir1 C4 C5 -68.0(9) . . . . ? Cl3 Ir1 C4 C5 110.8(11) . . . . ? Cl2 Ir1 C4 C5 -161.0(8) . . . . ? C5 Ir1 C4 C3 -112.8(11) . . . . ? C1 Ir1 C4 C3 -78.8(8) . . . . ? C2 Ir1 C4 C3 -35.2(7) . . . . ? Cl1 Ir1 C4 C3 179.2(6) . . . . ? Cl3 Ir1 C4 C3 -2.0(14) . . . . ? Cl2 Ir1 C4 C3 86.2(7) . . . . ? C5 Ir1 C4 C9 124.1(15) . . . . ? C1 Ir1 C4 C9 158.0(13) . . . . ? C2 Ir1 C4 C9 -158.4(14) . . . . ? C3 Ir1 C4 C9 -123.2(15) . . . . ? Cl1 Ir1 C4 C9 56.0(13) . . . . ? Cl3 Ir1 C4 C9 -125.2(11) . . . . ? Cl2 Ir1 C4 C9 -37.0(12) . . . . ? C3 C4 C5 C1 1.6(14) . . . . ? C9 C4 C5 C1 177.2(13) . . . . ? Ir1 C4 C5 C1 -62.5(11) . . . . ? C3 C4 C5 C10 -171.8(10) . . . . ? C9 C4 C5 C10 4(2) . . . . ? Ir1 C4 C5 C10 124.1(10) . . . . ? C3 C4 C5 Ir1 64.1(8) . . . . ? C9 C4 C5 Ir1 -120.3(14) . . . . ? C2 C1 C5 C4 0.2(15) . . . . ? C6 C1 C5 C4 -178.8(12) . . . . ? Ir1 C1 C5 C4 62.0(11) . . . . ? C2 C1 C5 C10 173.6(10) . . . . ? C6 C1 C5 C10 -5(2) . . . . ? Ir1 C1 C5 C10 -124.6(10) . . . . ? C2 C1 C5 Ir1 -61.8(8) . . . . ? C6 C1 C5 Ir1 119.2(14) . . . . ? C1 Ir1 C5 C4 -124.5(12) . . . . ? C2 Ir1 C5 C4 -84.3(9) . . . . ? C3 Ir1 C5 C4 -41.4(8) . . . . ? Cl1 Ir1 C5 C4 121.9(8) . . . . ? Cl3 Ir1 C5 C4 -143.7(6) . . . . ? Cl2 Ir1 C5 C4 26.6(11) . . . . ? C4 Ir1 C5 C1 124.5(12) . . . . ? C2 Ir1 C5 C1 40.2(8) . . . . ? C3 Ir1 C5 C1 83.2(9) . . . . ? Cl1 Ir1 C5 C1 -113.6(8) . . . . ? Cl3 Ir1 C5 C1 -19.2(12) . . . . ? Cl2 Ir1 C5 C1 151.1(6) . . . . ? C4 Ir1 C5 C10 -117.3(16) . . . . ? C1 Ir1 C5 C10 118.2(16) . . . . ? C2 Ir1 C5 C10 158.4(14) . . . . ? C3 Ir1 C5 C10 -158.6(14) . . . . ? Cl1 Ir1 C5 C10 4.6(13) . . . . ? Cl3 Ir1 C5 C10 99.0(13) . . . . ? Cl2 Ir1 C5 C10 -90.7(13) . . . . ? C11 O1 C6 C1 178.5(13) . . . . ? C5 C1 C6 O1 85.1(18) . . . . ? C2 C1 C6 O1 -93.7(16) . . . . ? Ir1 C1 C6 O1 176.0(9) . . . . ? C17 Ir2 C13 C14 -118.8(11) . . . . ? C15 Ir2 C13 C14 -37.1(7) . . . . ? C16 Ir2 C13 C14 -80.7(8) . . . . ? Cl4 Ir2 C13 C14 71.5(8) . . . . ? Cl2 Ir2 C13 C14 -85.4(13) . . . . ? Cl3 Ir2 C13 C14 164.8(7) . . . . ? C14 Ir2 C13 C17 118.8(11) . . . . ? C15 Ir2 C13 C17 81.7(7) . . . . ? C16 Ir2 C13 C17 38.1(6) . . . . ? Cl4 Ir2 C13 C17 -169.7(6) . . . . ? Cl2 Ir2 C13 C17 33.4(15) . . . . ? Cl3 Ir2 C13 C17 -76.4(7) . . . . ? C14 Ir2 C13 C18 -120.9(16) . . . . ? C17 Ir2 C13 C18 120.3(16) . . . . ? C15 Ir2 C13 C18 -158.0(14) . . . . ? C16 Ir2 C13 C18 158.4(15) . . . . ? Cl4 Ir2 C13 C18 -49.4(14) . . . . ? Cl2 Ir2 C13 C18 153.7(10) . . . . ? Cl3 Ir2 C13 C18 43.9(13) . . . . ? C17 C13 C14 C15 1.1(14) . . . . ? C18 C13 C14 C15 -179.5(12) . . . . ? Ir2 C13 C14 C15 61.9(9) . . . . ? C17 C13 C14 C19 176.1(11) . . . . ? C18 C13 C14 C19 -5(2) . . . . ? Ir2 C13 C14 C19 -123.1(12) . . . . ? C17 C13 C14 Ir2 -60.7(9) . . . . ? C18 C13 C14 Ir2 118.6(13) . . . . ? C17 Ir2 C14 C13 37.7(8) . . . . ? C15 Ir2 C14 C13 120.1(11) . . . . ? C16 Ir2 C14 C13 79.5(8) . . . . ? Cl4 Ir2 C14 C13 -116.8(7) . . . . ? Cl2 Ir2 C14 C13 149.6(6) . . . . ? Cl3 Ir2 C14 C13 -24.8(11) . . . . ? C13 Ir2 C14 C15 -120.1(11) . . . . ? C17 Ir2 C14 C15 -82.4(8) . . . . ? C16 Ir2 C14 C15 -40.6(7) . . . . ? Cl4 Ir2 C14 C15 123.1(7) . . . . ? Cl2 Ir2 C14 C15 29.5(10) . . . . ? Cl3 Ir2 C14 C15 -144.9(6) . . . . ? C13 Ir2 C14 C19 121.4(16) . . . . ? C17 Ir2 C14 C19 159.1(15) . . . . ? C15 Ir2 C14 C19 -118.5(17) . . . . ? C16 Ir2 C14 C19 -159.1(15) . . . . ? Cl4 Ir2 C14 C19 4.6(14) . . . . ? Cl2 Ir2 C14 C19 -89.0(13) . . . . ? Cl3 Ir2 C14 C19 96.6(14) . . . . ? C13 C14 C15 C20 174.8(12) . . . . ? C19 C14 C15 C20 -0.3(19) . . . . ? Ir2 C14 C15 C20 -124.2(13) . . . . ? C13 C14 C15 C16 1.5(13) . . . . ? C19 C14 C15 C16 -173.6(10) . . . . ? Ir2 C14 C15 C16 62.5(7) . . . . ? C13 C14 C15 Ir2 -61.0(9) . . . . ? C19 C14 C15 Ir2 123.9(11) . . . . ? C14 Ir2 C15 C20 123.4(16) . . . . ? C13 Ir2 C15 C20 159.8(14) . . . . ? C17 Ir2 C15 C20 -156.9(14) . . . . ? C16 Ir2 C15 C20 -123.6(16) . . . . ? Cl4 Ir2 C15 C20 57.1(14) . . . . ? Cl2 Ir2 C15 C20 -35.9(13) . . . . ? Cl3 Ir2 C15 C20 -125.4(12) . . . . ? C13 Ir2 C15 C14 36.4(8) . . . . ? C17 Ir2 C15 C14 79.7(9) . . . . ? C16 Ir2 C15 C14 112.9(11) . . . . ? Cl4 Ir2 C15 C14 -66.3(8) . . . . ? Cl2 Ir2 C15 C14 -159.3(7) . . . . ? Cl3 Ir2 C15 C14 111.2(11) . . . . ? C14 Ir2 C15 C16 -112.9(11) . . . . ? C13 Ir2 C15 C16 -76.5(7) . . . . ? C17 Ir2 C15 C16 -33.2(7) . . . . ? Cl4 Ir2 C15 C16 -179.3(6) . . . . ? Cl2 Ir2 C15 C16 87.7(7) . . . . ? Cl3 Ir2 C15 C16 -1.7(15) . . . . ? C20 C15 C16 C17 -177.3(12) . . . . ? C14 C15 C16 C17 -3.9(12) . . . . ? Ir2 C15 C16 C17 56.7(8) . . . . ? C20 C15 C16 C21 7.1(17) . . . . ? C14 C15 C16 C21 -179.5(9) . . . . ? Ir2 C15 C16 C21 -118.9(9) . . . . ? C20 C15 C16 Ir2 126.0(13) . . . . ? C14 C15 C16 Ir2 -60.6(7) . . . . ? C14 Ir2 C16 C17 -83.6(8) . . . . ? C13 Ir2 C16 C17 -40.0(7) . . . . ? C15 Ir2 C16 C17 -124.5(10) . . . . ? Cl4 Ir2 C16 C17 -123.1(7) . . . . ? Cl2 Ir2 C16 C17 138.3(6) . . . . ? Cl3 Ir2 C16 C17 54.7(7) . . . . ? C14 Ir2 C16 C15 40.9(8) . . . . ? C13 Ir2 C16 C15 84.5(8) . . . . ? C17 Ir2 C16 C15 124.5(10) . . . . ? Cl4 Ir2 C16 C15 1.5(12) . . . . ? Cl2 Ir2 C16 C15 -97.1(7) . . . . ? Cl3 Ir2 C16 C15 179.3(6) . . . . ? C14 Ir2 C16 C21 155.3(11) . . . . ? C13 Ir2 C16 C21 -161.1(11) . . . . ? C17 Ir2 C16 C21 -121.1(11) . . . . ? C15 Ir2 C16 C21 114.4(12) . . . . ? Cl4 Ir2 C16 C21 115.8(9) . . . . ? Cl2 Ir2 C16 C21 17.2(9) . . . . ? Cl3 Ir2 C16 C21 -66.4(10) . . . . ? C15 C16 C17 C13 4.7(13) . . . . ? C21 C16 C17 C13 180.0(10) . . . . ? Ir2 C16 C17 C13 61.6(8) . . . . ? C15 C16 C17 C22 179.3(11) . . . . ? C21 C16 C17 C22 -5.4(18) . . . . ? Ir2 C16 C17 C22 -123.8(12) . . . . ? C15 C16 C17 Ir2 -56.9(8) . . . . ? C21 C16 C17 Ir2 118.4(10) . . . . ? C14 C13 C17 C16 -3.5(13) . . . . ? C18 C13 C17 C16 177.1(12) . . . . ? Ir2 C13 C17 C16 -63.6(8) . . . . ? C14 C13 C17 C22 -178.0(12) . . . . ? C18 C13 C17 C22 3(2) . . . . ? Ir2 C13 C17 C22 121.9(13) . . . . ? C14 C13 C17 Ir2 60.1(9) . . . . ? C18 C13 C17 Ir2 -119.2(13) . . . . ? C14 Ir2 C17 C16 78.3(7) . . . . ? C13 Ir2 C17 C16 115.4(10) . . . . ? C15 Ir2 C17 C16 34.7(6) . . . . ? Cl4 Ir2 C17 C16 134.3(6) . . . . ? Cl2 Ir2 C17 C16 -51.2(7) . . . . ? Cl3 Ir2 C17 C16 -134.1(6) . . . . ? C14 Ir2 C17 C13 -37.1(7) . . . . ? C15 Ir2 C17 C13 -80.7(8) . . . . ? C16 Ir2 C17 C13 -115.4(10) . . . . ? Cl4 Ir2 C17 C13 18.9(11) . . . . ? Cl2 Ir2 C17 C13 -166.6(6) . . . . ? Cl3 Ir2 C17 C13 110.5(7) . . . . ? C14 Ir2 C17 C22 -159.4(14) . . . . ? C13 Ir2 C17 C22 -122.3(15) . . . . ? C15 Ir2 C17 C22 157.0(14) . . . . ? C16 Ir2 C17 C22 122.4(15) . . . . ? Cl4 Ir2 C17 C22 -103.3(12) . . . . ? Cl2 Ir2 C17 C22 71.2(13) . . . . ? Cl3 Ir2 C17 C22 -11.7(12) . . . . ? C23 O2 C18 C13 -179.5(13) . . . . ? C14 C13 C18 O2 84.3(17) . . . . ? C17 C13 C18 O2 -96.4(17) . . . . ? Ir2 C13 C18 O2 173.6(9) . . . . ? C29 C24 C25 C26 -4(2) . . . . ? I1 C24 C25 C26 179.3(11) . . . . ? C24 C25 C26 C27 1(2) . . . . ? C25 C26 C27 C28 0(2) . . . . ? C26 C27 C28 C29 2(2) . . . . ? C25 C24 C29 C28 5.5(19) . . . . ? I1 C24 C29 C28 -177.4(8) . . . . ? C27 C28 C29 C24 -4.6(18) . . . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.990 _refine_diff_density_min -0.478 _refine_diff_density_rms 0.079 #===END data_shelxl3 _database_code_depnum_ccdc_archive 'CCDC 710448' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'LP001' ; _chemical_name_common Cp*Ir(ppy)Cl _chemical_melting_point ? _chemical_formula_moiety 'C21 H23 Cl Ir N' _chemical_formula_sum 'C21 H23 Cl Ir N' _chemical_formula_weight 517.05 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' _symmetry_space_group_name_H-M 'P 21/c' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 15.3684(10) _cell_length_b 7.4007(5) _cell_length_c 21.0300(11) _cell_angle_alpha 90.00 _cell_angle_beta 132.246(3) _cell_angle_gamma 90.00 _cell_volume 1770.63(19) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 382 _exptl_crystal_description 'cut block' _exptl_crystal_colour orange _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.940 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 7.693 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.148 _exptl_absorpt_correction_T_max 0.157 _exptl_absorpt_process_details HKL2000 _exptl_special_details ; Data was collected with \w and \f scans in 2^o^ increments with 60 second exposures per degree. Crystal-to-detector distance was 30mm. 31479 full and partial reflections were integrated. ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 5440 _diffrn_reflns_av_R_equivalents 0.1039 _diffrn_reflns_av_sigmaI/netI 0.1661 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3109 _reflns_number_gt 1720 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCD _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'maXus, Zortep' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0000P)^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 3109 _refine_ls_number_parameters 224 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1172 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.0991 _refine_ls_wR_factor_gt 0.0811 _refine_ls_goodness_of_fit_ref 0.845 _refine_ls_restrained_S_all 0.845 _refine_ls_shift/su_max 0.028 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.24446(5) 0.26643(5) -0.00808(2) 0.0484(8) Uani 1 1 d . . . Cl1 Cl 0.1864(3) 0.5587(4) -0.07490(18) 0.0604(11) Uani 1 1 d . . . N1 N 0.2341(10) 0.3697(14) 0.0784(6) 0.065(3) Uani 1 1 d . . . C3 C 0.1450(11) 0.1251(14) -0.1334(6) 0.050(3) Uani 1 1 d . . . C4 C 0.0933(12) 0.0836(17) -0.0991(8) 0.059(3) Uani 1 1 d . . . C5 C 0.1801(12) -0.0054(18) -0.0181(7) 0.054(3) Uani 1 1 d . . . C1 C 0.2867(10) -0.0143(15) -0.0026(6) 0.040(3) Uani 1 1 d . . . C2 C 0.2618(11) 0.0707(15) -0.0764(7) 0.050(3) Uani 1 1 d . . . C11 C 0.4108(11) 0.3750(13) 0.0837(6) 0.044(3) Uani 1 1 d . . . C21 C 0.1375(11) 0.3707(16) 0.0689(8) 0.054(3) Uani 1 1 d . . . H7 H 0.0685 0.3127 0.0199 0.065 Uiso 1 1 calc R . . C20 C 0.1337(11) 0.4479(16) 0.1240(7) 0.052(3) Uani 1 1 d . . . H8 H 0.0647 0.4415 0.1154 0.063 Uiso 1 1 calc R . . C19 C 0.2332(12) 0.5384(16) 0.1948(7) 0.058(3) Uani 1 1 d . . . H9 H 0.2319 0.5947 0.2348 0.070 Uiso 1 1 calc R . . C18 C 0.3312(12) 0.5466(15) 0.2070(7) 0.055(3) Uani 1 1 d . . . H10 H 0.3985 0.6080 0.2558 0.066 Uiso 1 1 calc R . . C17 C 0.3352(11) 0.4657(15) 0.1487(6) 0.052(3) Uani 1 1 d . . . C16 C 0.4363(12) 0.4617(15) 0.1551(7) 0.055(3) Uani 1 1 d . . . C15 C 0.5398(12) 0.5406(16) 0.2183(7) 0.062(4) Uani 1 1 d . . . H13 H 0.5529 0.5956 0.2649 0.075 Uiso 1 1 calc R . . C14 C 0.6279(13) 0.5424(17) 0.2159(8) 0.069(4) Uani 1 1 d . . . H14 H 0.7019 0.5967 0.2608 0.083 Uiso 1 1 calc R . . C13 C 0.6051(11) 0.4629(17) 0.1464(7) 0.059(3) Uani 1 1 d . . . H15 H 0.6635 0.4630 0.1428 0.070 Uiso 1 1 calc R . . C12 C 0.4974(12) 0.3836(16) 0.0824(8) 0.057(3) Uani 1 1 d . . . H16 H 0.4833 0.3321 0.0348 0.069 Uiso 1 1 calc R . . C8 C 0.0816(12) 0.2125(15) -0.2189(6) 0.064(3) Uani 1 1 d . . . H17A H 0.0350 0.1215 -0.2644 0.076 Uiso 1 1 calc R . . H17B H 0.1389 0.2660 -0.2200 0.076 Uiso 1 1 calc R . . H17C H 0.0295 0.3072 -0.2282 0.076 Uiso 1 1 calc R . . C9 C -0.0342(13) 0.107(2) -0.1444(8) 0.075(4) Uani 1 1 d . . . H18A H -0.0740 -0.0106 -0.1662 0.090 Uiso 1 1 calc R . . H18B H -0.0714 0.1908 -0.1925 0.090 Uiso 1 1 calc R . . H18C H -0.0402 0.1548 -0.1041 0.090 Uiso 1 1 calc R . . C10 C 0.1655(12) -0.0844(16) 0.0385(7) 0.056(3) Uani 1 1 d . . . H19A H 0.1362 -0.2085 0.0202 0.067 Uiso 1 1 calc R . . H19B H 0.1091 -0.0121 0.0352 0.067 Uiso 1 1 calc R . . H19C H 0.2414 -0.0853 0.0978 0.067 Uiso 1 1 calc R . . C6 C 0.4016(10) -0.1045(14) 0.0710(7) 0.050(3) Uani 1 1 d . . . H20A H 0.4056 -0.2234 0.0526 0.060 Uiso 1 1 calc R . . H20B H 0.4064 -0.1191 0.1196 0.060 Uiso 1 1 calc R . . H20C H 0.4672 -0.0296 0.0885 0.060 Uiso 1 1 calc R . . C7 C 0.3418(11) 0.0644(17) -0.0939(7) 0.060(3) Uani 1 1 d . . . H21A H 0.3462 -0.0598 -0.1077 0.071 Uiso 1 1 calc R . . H21B H 0.4205 0.1053 -0.0429 0.071 Uiso 1 1 calc R . . H21C H 0.3108 0.1436 -0.1425 0.071 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 0.0467(8) 0.0435(8) 0.0476(8) -0.0015(3) 0.0286(6) 0.0009(3) Cl1 0.065(2) 0.0416(17) 0.0532(18) 0.0025(13) 0.0307(18) 0.0009(15) N1 0.060(8) 0.061(7) 0.067(7) 0.004(5) 0.040(6) -0.006(6) C3 0.050(8) 0.039(6) 0.036(6) -0.001(5) 0.019(6) 0.006(6) C4 0.062(10) 0.060(7) 0.065(8) 0.002(6) 0.047(8) 0.008(7) C5 0.051(9) 0.053(8) 0.057(7) -0.010(6) 0.036(7) -0.004(7) C1 0.035(7) 0.041(7) 0.034(6) -0.004(5) 0.019(5) 0.003(5) C2 0.050(8) 0.040(6) 0.053(7) -0.006(5) 0.032(7) -0.005(6) C11 0.050(8) 0.038(6) 0.034(6) 0.004(4) 0.024(6) 0.014(5) C21 0.041(8) 0.054(7) 0.060(7) 0.006(6) 0.031(7) 0.002(6) C20 0.051(8) 0.056(7) 0.042(6) 0.007(6) 0.028(6) 0.013(6) C19 0.071(10) 0.048(7) 0.047(7) -0.003(6) 0.037(7) 0.006(7) C18 0.062(9) 0.044(7) 0.039(6) 0.003(5) 0.026(6) 0.005(6) C17 0.053(8) 0.043(6) 0.033(6) -0.003(5) 0.018(6) 0.010(6) C16 0.056(9) 0.044(7) 0.052(7) 0.013(6) 0.032(7) 0.017(6) C15 0.051(9) 0.046(7) 0.047(7) 0.001(6) 0.015(7) 0.010(6) C14 0.053(9) 0.050(7) 0.061(8) 0.002(6) 0.021(7) -0.002(7) C13 0.040(8) 0.061(8) 0.053(7) 0.000(6) 0.023(6) -0.005(6) C12 0.059(9) 0.057(8) 0.057(7) -0.003(6) 0.040(7) -0.003(7) C8 0.070(9) 0.046(7) 0.053(6) 0.005(6) 0.032(6) 0.004(7) C9 0.068(11) 0.080(10) 0.066(8) -0.016(7) 0.040(8) 0.002(8) C10 0.070(9) 0.048(7) 0.059(7) 0.005(6) 0.047(7) 0.001(6) C6 0.042(7) 0.041(6) 0.048(6) -0.003(5) 0.022(6) -0.003(5) C7 0.068(10) 0.058(7) 0.057(7) -0.007(6) 0.044(7) 0.004(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 C11 2.067(12) . ? Ir1 N1 2.076(11) . ? Ir1 C1 2.156(11) . ? Ir1 C2 2.179(11) . ? Ir1 C5 2.188(13) . ? Ir1 C4 2.216(14) . ? Ir1 C3 2.228(10) . ? Ir1 Cl1 2.401(3) . ? N1 C21 1.358(16) . ? N1 C17 1.420(15) . ? C3 C2 1.389(16) . ? C3 C4 1.421(17) . ? C3 C8 1.498(14) . ? C4 C5 1.435(17) . ? C4 C9 1.505(19) . ? C5 C1 1.441(16) . ? C5 C10 1.473(15) . ? C1 C2 1.468(15) . ? C1 C6 1.512(14) . ? C2 C7 1.503(16) . ? C11 C12 1.351(17) . ? C11 C16 1.424(15) . ? C21 C20 1.328(15) . ? C21 H7 0.9500 . ? C20 C19 1.393(17) . ? C20 H8 0.9500 . ? C19 C18 1.349(17) . ? C19 H9 0.9500 . ? C18 C17 1.403(16) . ? C18 H10 0.9500 . ? C17 C16 1.468(18) . ? C16 C15 1.339(17) . ? C15 C14 1.388(19) . ? C15 H13 0.9500 . ? C14 C13 1.385(17) . ? C14 H14 0.9500 . ? C13 C12 1.378(17) . ? C13 H15 0.9500 . ? C12 H16 0.9500 . ? C8 H17A 0.9800 . ? C8 H17B 0.9800 . ? C8 H17C 0.9800 . ? C9 H18A 0.9800 . ? C9 H18B 0.9800 . ? C9 H18C 0.9800 . ? C10 H19A 0.9800 . ? C10 H19B 0.9800 . ? C10 H19C 0.9800 . ? C6 H20A 0.9800 . ? C6 H20B 0.9800 . ? C6 H20C 0.9800 . ? C7 H21A 0.9800 . ? C7 H21B 0.9800 . ? C7 H21C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 Ir1 N1 79.3(4) . . ? C11 Ir1 C1 100.7(4) . . ? N1 Ir1 C1 120.4(4) . . ? C11 Ir1 C2 104.6(4) . . ? N1 Ir1 C2 159.7(4) . . ? C1 Ir1 C2 39.6(4) . . ? C11 Ir1 C5 130.0(4) . . ? N1 Ir1 C5 97.3(4) . . ? C1 Ir1 C5 38.7(4) . . ? C2 Ir1 C5 64.7(4) . . ? C11 Ir1 C4 164.6(4) . . ? N1 Ir1 C4 109.1(4) . . ? C1 Ir1 C4 64.0(4) . . ? C2 Ir1 C4 63.0(4) . . ? C5 Ir1 C4 38.0(4) . . ? C11 Ir1 C3 136.2(5) . . ? N1 Ir1 C3 144.5(5) . . ? C1 Ir1 C3 63.5(4) . . ? C2 Ir1 C3 36.7(4) . . ? C5 Ir1 C3 63.2(4) . . ? C4 Ir1 C3 37.3(4) . . ? C11 Ir1 Cl1 86.3(3) . . ? N1 Ir1 Cl1 87.9(3) . . ? C1 Ir1 Cl1 151.6(3) . . ? C2 Ir1 Cl1 112.0(3) . . ? C5 Ir1 Cl1 143.7(3) . . ? C4 Ir1 Cl1 106.5(3) . . ? C3 Ir1 Cl1 92.3(3) . . ? C21 N1 C17 118.3(11) . . ? C21 N1 Ir1 126.4(9) . . ? C17 N1 Ir1 114.9(9) . . ? C2 C3 C4 109.8(10) . . ? C2 C3 C8 125.6(12) . . ? C4 C3 C8 124.7(11) . . ? C2 C3 Ir1 69.7(6) . . ? C4 C3 Ir1 70.9(7) . . ? C8 C3 Ir1 126.3(7) . . ? C3 C4 C5 108.2(11) . . ? C3 C4 C9 126.0(11) . . ? C5 C4 C9 125.4(11) . . ? C3 C4 Ir1 71.8(7) . . ? C5 C4 Ir1 69.9(7) . . ? C9 C4 Ir1 129.8(9) . . ? C4 C5 C1 107.3(10) . . ? C4 C5 C10 128.1(12) . . ? C1 C5 C10 124.5(12) . . ? C4 C5 Ir1 72.0(7) . . ? C1 C5 Ir1 69.4(8) . . ? C10 C5 Ir1 126.3(8) . . ? C5 C1 C2 107.0(10) . . ? C5 C1 C6 128.3(10) . . ? C2 C1 C6 124.5(11) . . ? C5 C1 Ir1 71.9(8) . . ? C2 C1 Ir1 71.0(6) . . ? C6 C1 Ir1 125.7(7) . . ? C3 C2 C1 107.7(11) . . ? C3 C2 C7 126.3(10) . . ? C1 C2 C7 124.9(11) . . ? C3 C2 Ir1 73.6(7) . . ? C1 C2 Ir1 69.4(6) . . ? C7 C2 Ir1 131.7(8) . . ? C12 C11 C16 115.0(11) . . ? C12 C11 Ir1 128.0(8) . . ? C16 C11 Ir1 116.8(9) . . ? C20 C21 N1 124.0(12) . . ? C20 C21 H7 118.0 . . ? N1 C21 H7 118.0 . . ? C21 C20 C19 118.6(13) . . ? C21 C20 H8 120.7 . . ? C19 C20 H8 120.7 . . ? C18 C19 C20 120.5(11) . . ? C18 C19 H9 119.8 . . ? C20 C19 H9 119.8 . . ? C19 C18 C17 121.0(12) . . ? C19 C18 H10 119.5 . . ? C17 C18 H10 119.5 . . ? C18 C17 N1 117.6(12) . . ? C18 C17 C16 126.5(11) . . ? N1 C17 C16 115.8(10) . . ? C15 C16 C11 123.0(13) . . ? C15 C16 C17 124.1(12) . . ? C11 C16 C17 112.9(11) . . ? C16 C15 C14 120.3(13) . . ? C16 C15 H13 119.8 . . ? C14 C15 H13 119.8 . . ? C13 C14 C15 118.2(13) . . ? C13 C14 H14 120.9 . . ? C15 C14 H14 120.9 . . ? C12 C13 C14 119.8(13) . . ? C12 C13 H15 120.1 . . ? C14 C13 H15 120.1 . . ? C11 C12 C13 123.6(12) . . ? C11 C12 H16 118.2 . . ? C13 C12 H16 118.2 . . ? C3 C8 H17A 109.5 . . ? C3 C8 H17B 109.5 . . ? H17A C8 H17B 109.5 . . ? C3 C8 H17C 109.5 . . ? H17A C8 H17C 109.5 . . ? H17B C8 H17C 109.5 . . ? C4 C9 H18A 109.5 . . ? C4 C9 H18B 109.5 . . ? H18A C9 H18B 109.5 . . ? C4 C9 H18C 109.5 . . ? H18A C9 H18C 109.5 . . ? H18B C9 H18C 109.5 . . ? C5 C10 H19A 109.5 . . ? C5 C10 H19B 109.5 . . ? H19A C10 H19B 109.5 . . ? C5 C10 H19C 109.5 . . ? H19A C10 H19C 109.5 . . ? H19B C10 H19C 109.5 . . ? C1 C6 H20A 109.5 . . ? C1 C6 H20B 109.5 . . ? H20A C6 H20B 109.5 . . ? C1 C6 H20C 109.5 . . ? H20A C6 H20C 109.5 . . ? H20B C6 H20C 109.5 . . ? C2 C7 H21A 109.5 . . ? C2 C7 H21B 109.5 . . ? H21A C7 H21B 109.5 . . ? C2 C7 H21C 109.5 . . ? H21A C7 H21C 109.5 . . ? H21B C7 H21C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C11 Ir1 N1 C21 176.0(11) . . . . ? C1 Ir1 N1 C21 -87.7(11) . . . . ? C2 Ir1 N1 C21 -80.9(17) . . . . ? C5 Ir1 N1 C21 -54.5(11) . . . . ? C4 Ir1 N1 C21 -17.3(11) . . . . ? C3 Ir1 N1 C21 -1.8(14) . . . . ? Cl1 Ir1 N1 C21 89.4(10) . . . . ? C11 Ir1 N1 C17 3.6(8) . . . . ? C1 Ir1 N1 C17 99.9(8) . . . . ? C2 Ir1 N1 C17 106.7(14) . . . . ? C5 Ir1 N1 C17 133.1(8) . . . . ? C4 Ir1 N1 C17 170.3(8) . . . . ? C3 Ir1 N1 C17 -174.2(7) . . . . ? Cl1 Ir1 N1 C17 -83.0(8) . . . . ? C11 Ir1 C3 C2 37.8(9) . . . . ? N1 Ir1 C3 C2 -145.3(7) . . . . ? C1 Ir1 C3 C2 -39.5(7) . . . . ? C5 Ir1 C3 C2 -83.0(7) . . . . ? C4 Ir1 C3 C2 -120.6(10) . . . . ? Cl1 Ir1 C3 C2 124.9(7) . . . . ? C11 Ir1 C3 C4 158.4(7) . . . . ? N1 Ir1 C3 C4 -24.7(10) . . . . ? C1 Ir1 C3 C4 81.1(7) . . . . ? C2 Ir1 C3 C4 120.6(10) . . . . ? C5 Ir1 C3 C4 37.6(7) . . . . ? Cl1 Ir1 C3 C4 -114.5(7) . . . . ? C11 Ir1 C3 C8 -82.1(12) . . . . ? N1 Ir1 C3 C8 94.8(12) . . . . ? C1 Ir1 C3 C8 -159.4(13) . . . . ? C2 Ir1 C3 C8 -119.9(14) . . . . ? C5 Ir1 C3 C8 157.1(13) . . . . ? C4 Ir1 C3 C8 119.5(14) . . . . ? Cl1 Ir1 C3 C8 5.1(11) . . . . ? C2 C3 C4 C5 -1.7(14) . . . . ? C8 C3 C4 C5 177.7(10) . . . . ? Ir1 C3 C4 C5 -60.8(8) . . . . ? C2 C3 C4 C9 -174.5(12) . . . . ? C8 C3 C4 C9 4.9(19) . . . . ? Ir1 C3 C4 C9 126.5(13) . . . . ? C2 C3 C4 Ir1 59.1(8) . . . . ? C8 C3 C4 Ir1 -121.6(10) . . . . ? C11 Ir1 C4 C3 -73.6(17) . . . . ? N1 Ir1 C4 C3 165.1(6) . . . . ? C1 Ir1 C4 C3 -79.7(7) . . . . ? C2 Ir1 C4 C3 -35.3(6) . . . . ? C5 Ir1 C4 C3 -118.0(10) . . . . ? Cl1 Ir1 C4 C3 71.5(7) . . . . ? C11 Ir1 C4 C5 44.4(18) . . . . ? N1 Ir1 C4 C5 -76.9(8) . . . . ? C1 Ir1 C4 C5 38.3(6) . . . . ? C2 Ir1 C4 C5 82.7(7) . . . . ? C3 Ir1 C4 C5 118.0(10) . . . . ? Cl1 Ir1 C4 C5 -170.5(6) . . . . ? C11 Ir1 C4 C9 164.3(13) . . . . ? N1 Ir1 C4 C9 43.0(12) . . . . ? C1 Ir1 C4 C9 158.2(13) . . . . ? C2 Ir1 C4 C9 -157.4(13) . . . . ? C5 Ir1 C4 C9 119.9(14) . . . . ? C3 Ir1 C4 C9 -122.1(14) . . . . ? Cl1 Ir1 C4 C9 -50.6(12) . . . . ? C3 C4 C5 C1 1.2(14) . . . . ? C9 C4 C5 C1 174.0(12) . . . . ? Ir1 C4 C5 C1 -60.8(9) . . . . ? C3 C4 C5 C10 -175.6(12) . . . . ? C9 C4 C5 C10 -3(2) . . . . ? Ir1 C4 C5 C10 122.5(13) . . . . ? C3 C4 C5 Ir1 62.0(9) . . . . ? C9 C4 C5 Ir1 -125.2(13) . . . . ? C11 Ir1 C5 C4 -166.0(7) . . . . ? N1 Ir1 C5 C4 111.9(7) . . . . ? C1 Ir1 C5 C4 -117.1(9) . . . . ? C2 Ir1 C5 C4 -77.8(7) . . . . ? C3 Ir1 C5 C4 -36.8(7) . . . . ? Cl1 Ir1 C5 C4 15.5(10) . . . . ? C11 Ir1 C5 C1 -48.8(8) . . . . ? N1 Ir1 C5 C1 -130.9(6) . . . . ? C2 Ir1 C5 C1 39.3(6) . . . . ? C4 Ir1 C5 C1 117.1(9) . . . . ? C3 Ir1 C5 C1 80.3(6) . . . . ? Cl1 Ir1 C5 C1 132.6(6) . . . . ? C11 Ir1 C5 C10 69.5(13) . . . . ? N1 Ir1 C5 C10 -12.6(12) . . . . ? C1 Ir1 C5 C10 118.4(14) . . . . ? C2 Ir1 C5 C10 157.7(13) . . . . ? C4 Ir1 C5 C10 -124.5(15) . . . . ? C3 Ir1 C5 C10 -161.3(13) . . . . ? Cl1 Ir1 C5 C10 -109.0(11) . . . . ? C4 C5 C1 C2 -0.3(14) . . . . ? C10 C5 C1 C2 176.6(10) . . . . ? Ir1 C5 C1 C2 -62.7(8) . . . . ? C4 C5 C1 C6 -176.0(10) . . . . ? C10 C5 C1 C6 1(2) . . . . ? Ir1 C5 C1 C6 121.5(12) . . . . ? C4 C5 C1 Ir1 62.5(9) . . . . ? C10 C5 C1 Ir1 -120.6(12) . . . . ? C11 Ir1 C1 C5 144.0(6) . . . . ? N1 Ir1 C1 C5 60.3(7) . . . . ? C2 Ir1 C1 C5 -116.0(9) . . . . ? C4 Ir1 C1 C5 -37.6(6) . . . . ? C3 Ir1 C1 C5 -79.4(7) . . . . ? Cl1 Ir1 C1 C5 -113.7(8) . . . . ? C11 Ir1 C1 C2 -99.9(7) . . . . ? N1 Ir1 C1 C2 176.3(7) . . . . ? C5 Ir1 C1 C2 116.0(9) . . . . ? C4 Ir1 C1 C2 78.4(7) . . . . ? C3 Ir1 C1 C2 36.6(7) . . . . ? Cl1 Ir1 C1 C2 2.3(11) . . . . ? C11 Ir1 C1 C6 19.4(11) . . . . ? N1 Ir1 C1 C6 -64.3(11) . . . . ? C2 Ir1 C1 C6 119.4(13) . . . . ? C5 Ir1 C1 C6 -124.6(12) . . . . ? C4 Ir1 C1 C6 -162.2(11) . . . . ? C3 Ir1 C1 C6 156.0(12) . . . . ? Cl1 Ir1 C1 C6 121.7(8) . . . . ? C4 C3 C2 C1 1.5(13) . . . . ? C8 C3 C2 C1 -177.8(10) . . . . ? Ir1 C3 C2 C1 61.3(7) . . . . ? C4 C3 C2 C7 170.1(12) . . . . ? C8 C3 C2 C7 -9.2(19) . . . . ? Ir1 C3 C2 C7 -130.1(12) . . . . ? C4 C3 C2 Ir1 -59.8(8) . . . . ? C8 C3 C2 Ir1 120.8(11) . . . . ? C5 C1 C2 C3 -0.8(13) . . . . ? C6 C1 C2 C3 175.2(10) . . . . ? Ir1 C1 C2 C3 -64.0(8) . . . . ? C5 C1 C2 C7 -169.6(11) . . . . ? C6 C1 C2 C7 6.4(17) . . . . ? Ir1 C1 C2 C7 127.2(11) . . . . ? C5 C1 C2 Ir1 63.3(9) . . . . ? C6 C1 C2 Ir1 -120.8(10) . . . . ? C11 Ir1 C2 C3 -154.0(7) . . . . ? N1 Ir1 C2 C3 107.4(14) . . . . ? C1 Ir1 C2 C3 116.7(10) . . . . ? C5 Ir1 C2 C3 78.3(8) . . . . ? C4 Ir1 C2 C3 35.8(7) . . . . ? Cl1 Ir1 C2 C3 -62.1(7) . . . . ? C11 Ir1 C2 C1 89.3(7) . . . . ? N1 Ir1 C2 C1 -9.3(17) . . . . ? C5 Ir1 C2 C1 -38.4(7) . . . . ? C4 Ir1 C2 C1 -80.9(7) . . . . ? C3 Ir1 C2 C1 -116.7(10) . . . . ? Cl1 Ir1 C2 C1 -178.8(6) . . . . ? C11 Ir1 C2 C7 -29.6(12) . . . . ? N1 Ir1 C2 C7 -128.2(14) . . . . ? C1 Ir1 C2 C7 -118.9(14) . . . . ? C5 Ir1 C2 C7 -157.3(12) . . . . ? C4 Ir1 C2 C7 160.2(13) . . . . ? C3 Ir1 C2 C7 124.4(14) . . . . ? Cl1 Ir1 C2 C7 62.3(11) . . . . ? N1 Ir1 C11 C12 -176.3(11) . . . . ? C1 Ir1 C11 C12 64.5(11) . . . . ? C2 Ir1 C11 C12 24.1(11) . . . . ? C5 Ir1 C11 C12 93.2(11) . . . . ? C4 Ir1 C11 C12 59(2) . . . . ? C3 Ir1 C11 C12 1.9(13) . . . . ? Cl1 Ir1 C11 C12 -87.7(10) . . . . ? N1 Ir1 C11 C16 -0.5(8) . . . . ? C1 Ir1 C11 C16 -119.7(8) . . . . ? C2 Ir1 C11 C16 -160.1(8) . . . . ? C5 Ir1 C11 C16 -91.0(9) . . . . ? C4 Ir1 C11 C16 -125.2(15) . . . . ? C3 Ir1 C11 C16 177.7(7) . . . . ? Cl1 Ir1 C11 C16 88.1(8) . . . . ? C17 N1 C21 C20 -3.8(17) . . . . ? Ir1 N1 C21 C20 -176.0(9) . . . . ? N1 C21 C20 C19 2.0(18) . . . . ? C21 C20 C19 C18 -0.2(18) . . . . ? C20 C19 C18 C17 0.5(18) . . . . ? C19 C18 C17 N1 -2.2(17) . . . . ? C19 C18 C17 C16 -178.8(11) . . . . ? C21 N1 C17 C18 3.8(15) . . . . ? Ir1 N1 C17 C18 176.8(8) . . . . ? C21 N1 C17 C16 -179.3(10) . . . . ? Ir1 N1 C17 C16 -6.2(12) . . . . ? C12 C11 C16 C15 -2.3(16) . . . . ? Ir1 C11 C16 C15 -178.7(9) . . . . ? C12 C11 C16 C17 173.7(10) . . . . ? Ir1 C11 C16 C17 -2.6(12) . . . . ? C18 C17 C16 C15 -1.6(19) . . . . ? N1 C17 C16 C15 -178.3(10) . . . . ? C18 C17 C16 C11 -177.7(10) . . . . ? N1 C17 C16 C11 5.7(14) . . . . ? C11 C16 C15 C14 0.7(18) . . . . ? C17 C16 C15 C14 -175.0(11) . . . . ? C16 C15 C14 C13 0.8(19) . . . . ? C15 C14 C13 C12 -0.6(19) . . . . ? C16 C11 C12 C13 2.6(17) . . . . ? Ir1 C11 C12 C13 178.5(9) . . . . ? C14 C13 C12 C11 -1.3(19) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.181 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.041 #===END data_shelxl4 _database_code_depnum_ccdc_archive 'CCDC 710449' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'lp003' ; _chemical_name_common Cp*Ir(ppy)I _chemical_melting_point ? _chemical_formula_moiety 'C21 H23 I Ir N' _chemical_formula_sum 'C21 H23 I Ir N' _chemical_formula_weight 608.50 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' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_space_group_name_H-M 'P 21/c' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 13.7010(4) _cell_length_b 9.0000(3) _cell_length_c 15.8690(5) _cell_angle_alpha 90.00 _cell_angle_beta 99.9800(15) _cell_angle_gamma 90.00 _cell_volume 1927.18(10) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 1320 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.097 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 8.532 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.068 _exptl_absorpt_correction_T_max 0.270 _exptl_absorpt_process_details HKL2000 _exptl_special_details ; Data was collected with \w and \f scans in 1.5^o^ increments with 20 second exposures per degree. Crystal-to-detector distance was 30 mm. 62140 full and partial reflection were integrated. ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 8271 _diffrn_reflns_av_R_equivalents 0.0813 _diffrn_reflns_av_sigmaI/netI 0.0824 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.61 _diffrn_reflns_theta_max 28.33 _reflns_number_total 4517 _reflns_number_gt 3768 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCD _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'maXus, Zortep' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.1076P)^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 4517 _refine_ls_number_parameters 222 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0680 _refine_ls_R_factor_gt 0.0579 _refine_ls_wR_factor_ref 0.1547 _refine_ls_wR_factor_gt 0.1444 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _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 0.279918(19) 0.30700(3) 0.140744(15) 0.01917(14) Uani 1 1 d . . . I1 I 0.31809(4) 0.55500(5) 0.05743(3) 0.02860(16) Uani 1 1 d . . . N1 N 0.1415(5) 0.2946(6) 0.0624(4) 0.0219(13) Uani 1 1 d . . . C1 C 0.3428(6) 0.1690(8) 0.2484(4) 0.0262(16) Uani 1 1 d . . . C2 C 0.4200(6) 0.2559(8) 0.2215(5) 0.0322(17) Uani 1 1 d . . . C3 C 0.4292(6) 0.2044(8) 0.1352(6) 0.0326(18) Uani 1 1 d . . . C4 C 0.3568(5) 0.0970(8) 0.1104(5) 0.0249(15) Uani 1 1 d . . . C5 C 0.2999(6) 0.0760(8) 0.1786(5) 0.0300(16) Uani 1 1 d . . . C6 C 0.3139(10) 0.1729(11) 0.3350(5) 0.054(3) Uani 1 1 d . . . H6A H 0.3530 0.0995 0.3722 0.065 Uiso 1 1 calc R . . H6B H 0.2433 0.1494 0.3299 0.065 Uiso 1 1 calc R . . H6C H 0.3266 0.2722 0.3598 0.065 Uiso 1 1 calc R . . C7 C 0.4894(7) 0.3566(10) 0.2762(7) 0.052(3) Uani 1 1 d . . . H7A H 0.5510 0.3033 0.2980 0.063 Uiso 1 1 calc R . . H7B H 0.4591 0.3908 0.3244 0.063 Uiso 1 1 calc R . . H7C H 0.5041 0.4424 0.2425 0.063 Uiso 1 1 calc R . . C8 C 0.5058(8) 0.2609(12) 0.0891(8) 0.059(3) Uani 1 1 d . . . H8A H 0.5688 0.2108 0.1102 0.071 Uiso 1 1 calc R . . H8B H 0.5137 0.3681 0.0986 0.071 Uiso 1 1 calc R . . H8C H 0.4860 0.2413 0.0278 0.071 Uiso 1 1 calc R . . C9 C 0.3464(9) 0.0068(11) 0.0309(5) 0.052(3) Uani 1 1 d . . . H9A H 0.3760 -0.0914 0.0443 0.063 Uiso 1 1 calc R . . H9B H 0.3804 0.0568 -0.0107 0.063 Uiso 1 1 calc R . . H9C H 0.2760 -0.0045 0.0066 0.063 Uiso 1 1 calc R . . C10 C 0.2187(6) -0.0391(9) 0.1799(6) 0.040(2) Uani 1 1 d . . . H10A H 0.2469 -0.1391 0.1793 0.048 Uiso 1 1 calc R . . H10B H 0.1669 -0.0260 0.1295 0.048 Uiso 1 1 calc R . . H10C H 0.1899 -0.0264 0.2319 0.048 Uiso 1 1 calc R . . C11 C 0.1941(6) 0.4368(7) 0.2053(4) 0.0231(14) Uani 1 1 d . . . C12 C 0.2268(6) 0.5216(8) 0.2775(4) 0.0307(16) Uani 1 1 d . . . H12 H 0.2957 0.5265 0.3001 0.037 Uiso 1 1 calc R . . C13 C 0.1598(7) 0.6000(8) 0.3173(5) 0.0350(18) Uani 1 1 d . . . H13 H 0.1832 0.6564 0.3673 0.042 Uiso 1 1 calc R . . C14 C 0.0606(8) 0.5962(9) 0.2849(5) 0.042(2) Uani 1 1 d . . . H14 H 0.0153 0.6497 0.3126 0.050 Uiso 1 1 calc R . . C15 C 0.0270(7) 0.5168(8) 0.2139(5) 0.0321(17) Uani 1 1 d . . . H15 H -0.0420 0.5145 0.1918 0.038 Uiso 1 1 calc R . . C16 C 0.0930(5) 0.4372(7) 0.1723(4) 0.0204(13) Uani 1 1 d . . . C17 C 0.0649(5) 0.3579(8) 0.0912(4) 0.0245(14) Uani 1 1 d . . . C18 C -0.0315(5) 0.3479(8) 0.0441(5) 0.0301(16) Uani 1 1 d . . . H18 H -0.0855 0.3917 0.0652 0.036 Uiso 1 1 calc R . . C19 C -0.0472(7) 0.2747(9) -0.0325(5) 0.0346(18) Uani 1 1 d . . . H19 H -0.1124 0.2678 -0.0645 0.041 Uiso 1 1 calc R . . C20 C 0.0310(6) 0.2106(8) -0.0637(5) 0.0330(18) Uani 1 1 d . . . H20 H 0.0210 0.1595 -0.1168 0.040 Uiso 1 1 calc R . . C21 C 0.1250(6) 0.2239(8) -0.0140(5) 0.0278(15) Uani 1 1 d . . . H21 H 0.1798 0.1815 -0.0347 0.033 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 0.0213(2) 0.01775(19) 0.0185(2) -0.00113(8) 0.00348(13) 0.00097(8) I1 0.0323(3) 0.0219(3) 0.0329(3) 0.00485(17) 0.0094(2) 0.00074(17) N1 0.023(3) 0.016(3) 0.027(3) 0.002(2) 0.006(2) 0.004(2) C1 0.040(5) 0.023(3) 0.014(3) 0.002(3) 0.001(3) 0.012(3) C2 0.022(4) 0.022(4) 0.049(5) -0.007(3) -0.004(3) 0.002(3) C3 0.019(4) 0.031(4) 0.049(5) 0.014(3) 0.008(4) 0.008(3) C4 0.025(4) 0.022(3) 0.029(4) 0.001(3) 0.010(3) 0.016(3) C5 0.025(4) 0.024(4) 0.043(5) -0.002(3) 0.012(3) 0.003(3) C6 0.095(10) 0.047(5) 0.022(4) 0.007(4) 0.014(5) 0.022(5) C7 0.038(5) 0.028(4) 0.082(7) -0.005(4) -0.017(5) 0.003(4) C8 0.043(6) 0.052(6) 0.090(8) 0.030(6) 0.031(6) 0.011(5) C9 0.071(7) 0.051(5) 0.029(4) -0.003(4) -0.007(4) 0.029(5) C10 0.014(4) 0.035(4) 0.069(6) 0.013(4) 0.000(4) -0.006(3) C11 0.028(4) 0.018(3) 0.023(3) -0.002(2) 0.002(3) 0.002(3) C12 0.043(5) 0.026(3) 0.022(3) -0.006(3) 0.002(3) 0.009(3) C13 0.054(6) 0.029(4) 0.022(4) 0.000(3) 0.006(3) 0.014(4) C14 0.061(6) 0.035(4) 0.035(4) 0.005(4) 0.026(4) 0.019(4) C15 0.038(5) 0.027(4) 0.036(4) 0.008(3) 0.022(3) 0.004(3) C16 0.023(4) 0.017(3) 0.021(3) 0.001(2) 0.004(3) 0.001(2) C17 0.027(4) 0.020(3) 0.027(4) 0.007(3) 0.005(3) 0.007(3) C18 0.016(4) 0.022(3) 0.051(5) 0.013(3) 0.002(3) 0.002(3) C19 0.035(5) 0.023(3) 0.040(5) 0.006(3) -0.009(4) -0.002(3) C20 0.025(4) 0.033(4) 0.035(4) -0.003(3) -0.008(3) 0.002(3) C21 0.023(4) 0.027(3) 0.033(4) -0.007(3) 0.002(3) 0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C11 2.053(7) . ? Ir1 N1 2.082(7) . ? Ir1 C2 2.164(8) . ? Ir1 C1 2.167(7) . ? Ir1 C5 2.168(7) . ? Ir1 C4 2.256(6) . ? Ir1 C3 2.260(8) . ? Ir1 I1 2.6913(5) . ? N1 C17 1.342(9) . ? N1 C21 1.354(9) . ? C1 C5 1.430(10) . ? C1 C2 1.438(11) . ? C1 C6 1.495(11) . ? C2 C3 1.472(12) . ? C2 C7 1.481(11) . ? C3 C4 1.392(11) . ? C3 C8 1.470(12) . ? C4 C5 1.452(9) . ? C4 C9 1.486(11) . ? C5 C10 1.523(10) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.385(9) . ? C11 C16 1.394(10) . ? C12 C13 1.393(10) . ? C12 H12 0.9500 . ? C13 C14 1.368(13) . ? C13 H13 0.9500 . ? C14 C15 1.346(12) . ? C14 H14 0.9500 . ? C15 C16 1.405(10) . ? C15 H15 0.9500 . ? C16 C17 1.464(10) . ? C17 C18 1.404(10) . ? C18 C19 1.365(12) . ? C18 H18 0.9500 . ? C19 C20 1.382(12) . ? C19 H19 0.9500 . ? C20 C21 1.394(11) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? 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 C11 Ir1 N1 77.7(3) . . ? C11 Ir1 C2 110.5(3) . . ? N1 Ir1 C2 164.7(3) . . ? C11 Ir1 C1 96.7(3) . . ? N1 Ir1 C1 129.5(3) . . ? C2 Ir1 C1 38.8(3) . . ? C11 Ir1 C5 117.6(3) . . ? N1 Ir1 C5 99.9(3) . . ? C2 Ir1 C5 64.9(3) . . ? C1 Ir1 C5 38.5(3) . . ? C11 Ir1 C4 155.8(3) . . ? N1 Ir1 C4 103.8(2) . . ? C2 Ir1 C4 63.2(3) . . ? C1 Ir1 C4 63.4(3) . . ? C5 Ir1 C4 38.3(2) . . ? C11 Ir1 C3 148.5(3) . . ? N1 Ir1 C3 133.8(3) . . ? C2 Ir1 C3 38.8(3) . . ? C1 Ir1 C3 63.7(3) . . ? C5 Ir1 C3 63.1(3) . . ? C4 Ir1 C3 35.9(3) . . ? C11 Ir1 I1 87.14(18) . . ? N1 Ir1 I1 89.17(15) . . ? C2 Ir1 I1 103.8(2) . . ? C1 Ir1 I1 141.1(2) . . ? C5 Ir1 I1 154.89(19) . . ? C4 Ir1 I1 116.88(18) . . ? C3 Ir1 I1 93.76(18) . . ? C17 N1 C21 119.1(7) . . ? C17 N1 Ir1 117.3(5) . . ? C21 N1 Ir1 123.6(5) . . ? C5 C1 C2 108.2(6) . . ? C5 C1 C6 125.9(8) . . ? C2 C1 C6 125.8(8) . . ? C5 C1 Ir1 70.8(4) . . ? C2 C1 Ir1 70.5(4) . . ? C6 C1 Ir1 125.4(6) . . ? C1 C2 C3 106.9(6) . . ? C1 C2 C7 126.1(8) . . ? C3 C2 C7 126.0(8) . . ? C1 C2 Ir1 70.7(4) . . ? C3 C2 Ir1 74.1(5) . . ? C7 C2 Ir1 129.1(6) . . ? C4 C3 C8 129.3(9) . . ? C4 C3 C2 108.1(7) . . ? C8 C3 C2 122.6(9) . . ? C4 C3 Ir1 71.9(4) . . ? C8 C3 Ir1 127.4(6) . . ? C2 C3 Ir1 67.1(4) . . ? C3 C4 C5 109.1(7) . . ? C3 C4 C9 125.3(8) . . ? C5 C4 C9 125.2(8) . . ? C3 C4 Ir1 72.2(4) . . ? C5 C4 Ir1 67.6(4) . . ? C9 C4 Ir1 131.2(5) . . ? C1 C5 C4 107.4(6) . . ? C1 C5 C10 126.2(7) . . ? C4 C5 C10 125.9(7) . . ? C1 C5 Ir1 70.7(4) . . ? C4 C5 Ir1 74.1(4) . . ? C10 C5 Ir1 126.8(6) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 117.9(6) . . ? C12 C11 Ir1 126.5(6) . . ? C16 C11 Ir1 115.6(5) . . ? C11 C12 C13 120.6(8) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C14 C13 C12 120.5(7) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C15 C14 C13 120.0(7) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 120.7(8) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C11 C16 C15 120.2(7) . . ? C11 C16 C17 114.9(6) . . ? C15 C16 C17 124.7(7) . . ? N1 C17 C18 120.7(7) . . ? N1 C17 C16 113.9(7) . . ? C18 C17 C16 125.4(7) . . ? C19 C18 C17 119.6(7) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C19 C20 120.6(8) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C19 C20 C21 117.3(8) . . ? C19 C20 H20 121.3 . . ? C21 C20 H20 121.3 . . ? N1 C21 C20 122.8(7) . . ? N1 C21 H21 118.6 . . ? C20 C21 H21 118.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C11 Ir1 N1 C17 -6.1(5) . . . . ? C2 Ir1 N1 C17 118.2(10) . . . . ? C1 Ir1 N1 C17 82.4(5) . . . . ? C5 Ir1 N1 C17 110.2(5) . . . . ? C4 Ir1 N1 C17 149.1(5) . . . . ? C3 Ir1 N1 C17 172.2(5) . . . . ? I1 Ir1 N1 C17 -93.4(5) . . . . ? C11 Ir1 N1 C21 175.5(6) . . . . ? C2 Ir1 N1 C21 -60.2(12) . . . . ? C1 Ir1 N1 C21 -95.9(6) . . . . ? C5 Ir1 N1 C21 -68.2(6) . . . . ? C4 Ir1 N1 C21 -29.3(6) . . . . ? C3 Ir1 N1 C21 -6.2(7) . . . . ? I1 Ir1 N1 C21 88.2(5) . . . . ? C11 Ir1 C1 C5 126.9(4) . . . . ? N1 Ir1 C1 C5 47.4(5) . . . . ? C2 Ir1 C1 C5 -118.3(6) . . . . ? C4 Ir1 C1 C5 -38.7(4) . . . . ? C3 Ir1 C1 C5 -79.0(5) . . . . ? I1 Ir1 C1 C5 -139.3(4) . . . . ? C11 Ir1 C1 C2 -114.7(4) . . . . ? N1 Ir1 C1 C2 165.7(4) . . . . ? C5 Ir1 C1 C2 118.3(6) . . . . ? C4 Ir1 C1 C2 79.6(5) . . . . ? C3 Ir1 C1 C2 39.3(4) . . . . ? I1 Ir1 C1 C2 -21.0(5) . . . . ? C11 Ir1 C1 C6 6.0(8) . . . . ? N1 Ir1 C1 C6 -73.6(8) . . . . ? C2 Ir1 C1 C6 120.7(9) . . . . ? C5 Ir1 C1 C6 -121.0(10) . . . . ? C4 Ir1 C1 C6 -159.7(9) . . . . ? C3 Ir1 C1 C6 160.0(9) . . . . ? I1 Ir1 C1 C6 99.7(8) . . . . ? C5 C1 C2 C3 -4.8(8) . . . . ? C6 C1 C2 C3 174.0(7) . . . . ? Ir1 C1 C2 C3 -65.8(5) . . . . ? C5 C1 C2 C7 -174.1(8) . . . . ? C6 C1 C2 C7 4.7(13) . . . . ? Ir1 C1 C2 C7 124.9(8) . . . . ? C5 C1 C2 Ir1 61.0(5) . . . . ? C6 C1 C2 Ir1 -120.1(8) . . . . ? C11 Ir1 C2 C1 74.5(4) . . . . ? N1 Ir1 C2 C1 -46.0(11) . . . . ? C5 Ir1 C2 C1 -37.3(4) . . . . ? C4 Ir1 C2 C1 -80.0(4) . . . . ? C3 Ir1 C2 C1 -114.8(6) . . . . ? I1 Ir1 C2 C1 166.6(3) . . . . ? C11 Ir1 C2 C3 -170.7(4) . . . . ? N1 Ir1 C2 C3 68.8(11) . . . . ? C1 Ir1 C2 C3 114.8(6) . . . . ? C5 Ir1 C2 C3 77.6(4) . . . . ? C4 Ir1 C2 C3 34.9(4) . . . . ? I1 Ir1 C2 C3 -78.5(4) . . . . ? C11 Ir1 C2 C7 -46.9(9) . . . . ? N1 Ir1 C2 C7 -167.4(9) . . . . ? C1 Ir1 C2 C7 -121.3(10) . . . . ? C5 Ir1 C2 C7 -158.6(10) . . . . ? C4 Ir1 C2 C7 158.7(10) . . . . ? C3 Ir1 C2 C7 123.8(11) . . . . ? I1 Ir1 C2 C7 45.3(9) . . . . ? C1 C2 C3 C4 3.1(8) . . . . ? C7 C2 C3 C4 172.4(8) . . . . ? Ir1 C2 C3 C4 -60.5(5) . . . . ? C1 C2 C3 C8 -175.7(8) . . . . ? C7 C2 C3 C8 -6.4(13) . . . . ? Ir1 C2 C3 C8 120.8(8) . . . . ? C1 C2 C3 Ir1 63.5(5) . . . . ? C7 C2 C3 Ir1 -127.1(8) . . . . ? C11 Ir1 C3 C4 136.4(5) . . . . ? N1 Ir1 C3 C4 -40.5(6) . . . . ? C2 Ir1 C3 C4 119.5(6) . . . . ? C1 Ir1 C3 C4 80.2(5) . . . . ? C5 Ir1 C3 C4 36.9(4) . . . . ? I1 Ir1 C3 C4 -133.0(4) . . . . ? C11 Ir1 C3 C8 -97.5(10) . . . . ? N1 Ir1 C3 C8 85.6(10) . . . . ? C2 Ir1 C3 C8 -114.4(11) . . . . ? C1 Ir1 C3 C8 -153.7(10) . . . . ? C5 Ir1 C3 C8 163.0(11) . . . . ? C4 Ir1 C3 C8 126.1(12) . . . . ? I1 Ir1 C3 C8 -6.8(10) . . . . ? C11 Ir1 C3 C2 16.9(7) . . . . ? N1 Ir1 C3 C2 -160.0(4) . . . . ? C1 Ir1 C3 C2 -39.4(4) . . . . ? C5 Ir1 C3 C2 -82.7(5) . . . . ? C4 Ir1 C3 C2 -119.5(6) . . . . ? I1 Ir1 C3 C2 107.5(4) . . . . ? C8 C3 C4 C5 178.5(8) . . . . ? C2 C3 C4 C5 -0.2(8) . . . . ? Ir1 C3 C4 C5 -57.7(5) . . . . ? C8 C3 C4 C9 4.5(13) . . . . ? C2 C3 C4 C9 -174.1(7) . . . . ? Ir1 C3 C4 C9 128.4(7) . . . . ? C8 C3 C4 Ir1 -123.9(9) . . . . ? C2 C3 C4 Ir1 57.5(5) . . . . ? C11 Ir1 C4 C3 -118.2(7) . . . . ? N1 Ir1 C4 C3 151.1(5) . . . . ? C2 Ir1 C4 C3 -37.6(5) . . . . ? C1 Ir1 C4 C3 -81.3(5) . . . . ? C5 Ir1 C4 C3 -120.3(7) . . . . ? I1 Ir1 C4 C3 54.9(5) . . . . ? C11 Ir1 C4 C5 2.1(9) . . . . ? N1 Ir1 C4 C5 -88.6(5) . . . . ? C2 Ir1 C4 C5 82.7(5) . . . . ? C1 Ir1 C4 C5 39.0(5) . . . . ? C3 Ir1 C4 C5 120.3(7) . . . . ? I1 Ir1 C4 C5 175.2(4) . . . . ? C11 Ir1 C4 C9 120.1(9) . . . . ? N1 Ir1 C4 C9 29.4(9) . . . . ? C2 Ir1 C4 C9 -159.4(10) . . . . ? C1 Ir1 C4 C9 157.0(10) . . . . ? C5 Ir1 C4 C9 117.9(11) . . . . ? C3 Ir1 C4 C9 -121.8(10) . . . . ? I1 Ir1 C4 C9 -66.8(9) . . . . ? C2 C1 C5 C4 4.7(8) . . . . ? C6 C1 C5 C4 -174.1(7) . . . . ? Ir1 C1 C5 C4 65.6(5) . . . . ? C2 C1 C5 C10 177.2(7) . . . . ? C6 C1 C5 C10 -1.7(12) . . . . ? Ir1 C1 C5 C10 -122.0(8) . . . . ? C2 C1 C5 Ir1 -60.8(5) . . . . ? C6 C1 C5 Ir1 120.3(8) . . . . ? C3 C4 C5 C1 -2.8(8) . . . . ? C9 C4 C5 C1 171.1(7) . . . . ? Ir1 C4 C5 C1 -63.3(5) . . . . ? C3 C4 C5 C10 -175.3(7) . . . . ? C9 C4 C5 C10 -1.3(12) . . . . ? Ir1 C4 C5 C10 124.3(8) . . . . ? C3 C4 C5 Ir1 60.5(5) . . . . ? C9 C4 C5 Ir1 -125.6(7) . . . . ? C11 Ir1 C5 C1 -63.6(5) . . . . ? N1 Ir1 C5 C1 -144.8(4) . . . . ? C2 Ir1 C5 C1 37.5(5) . . . . ? C4 Ir1 C5 C1 115.4(6) . . . . ? C3 Ir1 C5 C1 80.8(5) . . . . ? I1 Ir1 C5 C1 105.4(6) . . . . ? C11 Ir1 C5 C4 -179.0(4) . . . . ? N1 Ir1 C5 C4 99.7(5) . . . . ? C2 Ir1 C5 C4 -77.9(5) . . . . ? C1 Ir1 C5 C4 -115.4(6) . . . . ? C3 Ir1 C5 C4 -34.6(5) . . . . ? I1 Ir1 C5 C4 -10.1(8) . . . . ? C11 Ir1 C5 C10 57.7(8) . . . . ? N1 Ir1 C5 C10 -23.6(8) . . . . ? C2 Ir1 C5 C10 158.8(8) . . . . ? C1 Ir1 C5 C10 121.3(9) . . . . ? C4 Ir1 C5 C10 -123.3(9) . . . . ? C3 Ir1 C5 C10 -157.9(8) . . . . ? I1 Ir1 C5 C10 -133.4(6) . . . . ? N1 Ir1 C11 C12 -173.8(7) . . . . ? C2 Ir1 C11 C12 19.7(7) . . . . ? C1 Ir1 C11 C12 57.2(7) . . . . ? C5 Ir1 C11 C12 91.3(7) . . . . ? C4 Ir1 C11 C12 89.9(9) . . . . ? C3 Ir1 C11 C12 8.5(9) . . . . ? I1 Ir1 C11 C12 -84.0(6) . . . . ? N1 Ir1 C11 C16 6.6(5) . . . . ? C2 Ir1 C11 C16 -159.9(5) . . . . ? C1 Ir1 C11 C16 -122.5(5) . . . . ? C5 Ir1 C11 C16 -88.3(6) . . . . ? C4 Ir1 C11 C16 -89.8(8) . . . . ? C3 Ir1 C11 C16 -171.1(5) . . . . ? I1 Ir1 C11 C16 96.4(5) . . . . ? C16 C11 C12 C13 2.4(11) . . . . ? Ir1 C11 C12 C13 -177.2(6) . . . . ? C11 C12 C13 C14 -1.0(12) . . . . ? C12 C13 C14 C15 -0.2(12) . . . . ? C13 C14 C15 C16 -0.1(12) . . . . ? C12 C11 C16 C15 -2.7(10) . . . . ? Ir1 C11 C16 C15 177.0(5) . . . . ? C12 C11 C16 C17 174.0(6) . . . . ? Ir1 C11 C16 C17 -6.4(7) . . . . ? C14 C15 C16 C11 1.5(10) . . . . ? C14 C15 C16 C17 -174.7(7) . . . . ? C21 N1 C17 C18 1.6(10) . . . . ? Ir1 N1 C17 C18 -176.8(5) . . . . ? C21 N1 C17 C16 -177.0(6) . . . . ? Ir1 N1 C17 C16 4.5(7) . . . . ? C11 C16 C17 N1 1.2(8) . . . . ? C15 C16 C17 N1 177.7(6) . . . . ? C11 C16 C17 C18 -177.4(7) . . . . ? C15 C16 C17 C18 -0.9(11) . . . . ? N1 C17 C18 C19 -0.9(11) . . . . ? C16 C17 C18 C19 177.6(7) . . . . ? C17 C18 C19 C20 0.0(11) . . . . ? C18 C19 C20 C21 0.1(12) . . . . ? C17 N1 C21 C20 -1.5(11) . . . . ? Ir1 N1 C21 C20 176.8(6) . . . . ? C19 C20 C21 N1 0.7(12) . . . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 4.465 _refine_diff_density_min -3.528 _refine_diff_density_rms 0.344 #===END data_shelxl5 _database_code_depnum_ccdc_archive 'CCDC 710450' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'lp002' ; _chemical_name_common Cp*Ir(H2NC6H4CO2)Cl _chemical_melting_point ? _chemical_formula_moiety 'C17 H21 Cl Ir N O2, C H4 O' _chemical_formula_sum 'C18 H25 Cl Ir N O3' _chemical_formula_weight 531.04 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_space_group_name_H-M 'P 21 21 21 ' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 7.18200(10) _cell_length_b 15.0380(3) _cell_length_c 16.8710(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1822.12(6) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 1294 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.59 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.936 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 7.490 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.0958 _exptl_absorpt_correction_T_max 0.6146 _exptl_absorpt_process_details HKL2000 _exptl_special_details ; Data was collected with \w and \f scans in 1.9^o^ increments with 20 second exposures per degree. Crystal-to-detector distance was 30 mm. 33712 full and partial reflection were integrated. ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 4343 _diffrn_reflns_av_R_equivalents 0.0472 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 28.36 _reflns_number_total 4343 _reflns_number_gt 3964 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCD _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'maXus, Zortep' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0709P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.018(13) _refine_ls_number_reflns 4343 _refine_ls_number_parameters 224 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0430 _refine_ls_R_factor_gt 0.0374 _refine_ls_wR_factor_ref 0.0982 _refine_ls_wR_factor_gt 0.0951 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 0.84296(3) 0.517624(17) 0.277654(15) 0.01849(9) Uani 1 1 d . . . Cl1 Cl 0.9783(2) 0.57091(12) 0.15744(10) 0.0251(4) Uani 1 1 d . . . O1 O 1.0667(7) 0.5883(3) 0.3324(3) 0.0228(11) Uani 1 1 d . . . O2 O 1.2399(8) 0.6088(4) 0.4392(3) 0.0324(13) Uani 1 1 d . . . O3 O 0.9522(9) 0.2743(4) 0.1741(3) 0.0322(12) Uani 1 1 d . . . H3 H 0.9250 0.2200 0.1737 0.048 Uiso 1 1 calc R . . N1 N 1.0655(8) 0.4240(4) 0.2709(4) 0.0195(12) Uani 1 1 d . . . H1A H 1.0266 0.3751 0.2426 0.023 Uiso 1 1 calc R . . H1B H 1.1636 0.4492 0.2440 0.023 Uiso 1 1 calc R . . C1 C 0.5792(10) 0.4634(6) 0.2480(5) 0.028(2) Uani 1 1 d . . . C2 C 0.5596(10) 0.5593(6) 0.2527(6) 0.035(2) Uani 1 1 d . . . C3 C 0.6112(11) 0.5861(6) 0.3303(6) 0.0327(19) Uani 1 1 d . . . C4 C 0.6535(10) 0.5088(6) 0.3757(4) 0.0309(17) Uani 1 1 d . . . C5 C 0.6298(10) 0.4332(5) 0.3265(5) 0.0273(17) Uani 1 1 d . . . C6 C 0.5338(14) 0.4049(10) 0.1776(7) 0.070(4) Uani 1 1 d . . . H6A H 0.4052 0.3838 0.1820 0.084 Uiso 1 1 calc R . . H6B H 0.6187 0.3539 0.1767 0.084 Uiso 1 1 calc R . . H6C H 0.5483 0.4393 0.1286 0.084 Uiso 1 1 calc R . . C7 C 0.5057(13) 0.6157(11) 0.1852(9) 0.090(6) Uani 1 1 d . . . H7A H 0.3696 0.6196 0.1824 0.109 Uiso 1 1 calc R . . H7B H 0.5534 0.5897 0.1359 0.109 Uiso 1 1 calc R . . H7C H 0.5580 0.6754 0.1921 0.109 Uiso 1 1 calc R . . C8 C 0.6137(17) 0.6814(7) 0.3595(10) 0.096(7) Uani 1 1 d . . . H8A H 0.4903 0.6972 0.3800 0.115 Uiso 1 1 calc R . . H8B H 0.6461 0.7211 0.3156 0.115 Uiso 1 1 calc R . . H8C H 0.7062 0.6875 0.4019 0.115 Uiso 1 1 calc R . . C9 C 0.7062(12) 0.5087(11) 0.4608(5) 0.077(5) Uani 1 1 d . . . H9A H 0.5934 0.5104 0.4935 0.092 Uiso 1 1 calc R . . H9B H 0.7831 0.5609 0.4723 0.092 Uiso 1 1 calc R . . H9C H 0.7768 0.4546 0.4729 0.092 Uiso 1 1 calc R . . C10 C 0.6576(15) 0.3387(6) 0.3489(8) 0.063(4) Uani 1 1 d . . . H10A H 0.5403 0.3141 0.3688 0.076 Uiso 1 1 calc R . . H10B H 0.7529 0.3348 0.3904 0.076 Uiso 1 1 calc R . . H10C H 0.6981 0.3048 0.3024 0.076 Uiso 1 1 calc R . . C11 C 1.1731(10) 0.4588(5) 0.4052(4) 0.0220(14) Uani 1 1 d . . . C12 C 1.1284(10) 0.3956(5) 0.3484(4) 0.0209(15) Uani 1 1 d . . . C13 C 1.1338(11) 0.3050(5) 0.3653(4) 0.0249(15) Uani 1 1 d . . . H13 H 1.1003 0.2627 0.3259 0.030 Uiso 1 1 calc R . . C14 C 1.1889(10) 0.2767(5) 0.4408(4) 0.0272(16) Uani 1 1 d . . . H14 H 1.1934 0.2151 0.4530 0.033 Uiso 1 1 calc R . . C15 C 1.2368(11) 0.3390(6) 0.4971(5) 0.0286(16) Uani 1 1 d . . . H15 H 1.2760 0.3197 0.5481 0.034 Uiso 1 1 calc R . . C16 C 1.2286(10) 0.4284(5) 0.4808(4) 0.0269(16) Uani 1 1 d . . . H16 H 1.2606 0.4703 0.5208 0.032 Uiso 1 1 calc R . . C17 C 1.1589(12) 0.5587(5) 0.3932(4) 0.0254(14) Uani 1 1 d . . . C18 C 0.9526(14) 0.3073(6) 0.0951(5) 0.038(2) Uani 1 1 d . . . H18A H 0.9333 0.3718 0.0958 0.057 Uiso 1 1 calc R . . H18B H 0.8523 0.2789 0.0649 0.057 Uiso 1 1 calc R . . H18C H 1.0726 0.2939 0.0701 0.057 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 0.01827(14) 0.01750(14) 0.01971(13) 0.00129(10) 0.00041(11) -0.00016(10) Cl1 0.0274(9) 0.0268(9) 0.0210(8) 0.0066(7) 0.0031(7) -0.0009(7) O1 0.030(3) 0.021(3) 0.017(2) 0.002(2) -0.004(2) -0.001(2) O2 0.041(3) 0.026(3) 0.030(3) -0.004(2) -0.011(3) -0.002(3) O3 0.045(3) 0.021(3) 0.030(3) 0.000(2) -0.004(2) -0.002(2) N1 0.018(3) 0.018(3) 0.022(3) 0.005(3) 0.001(3) 0.004(2) C1 0.009(3) 0.048(6) 0.027(4) -0.005(3) -0.001(3) -0.009(3) C2 0.009(3) 0.037(5) 0.060(5) 0.027(4) 0.006(3) -0.001(3) C3 0.021(4) 0.023(4) 0.054(5) -0.014(4) 0.007(4) 0.004(3) C4 0.023(3) 0.049(5) 0.021(3) -0.004(3) 0.001(3) -0.008(4) C5 0.017(4) 0.028(4) 0.036(4) 0.019(3) 0.015(3) 0.002(3) C6 0.022(5) 0.119(11) 0.068(7) -0.063(8) 0.004(5) -0.005(6) C7 0.021(5) 0.118(12) 0.132(11) 0.100(10) -0.001(6) 0.005(6) C8 0.056(7) 0.036(6) 0.196(18) -0.059(9) 0.070(9) -0.021(5) C9 0.027(4) 0.184(17) 0.019(4) -0.015(7) 0.007(3) -0.016(7) C10 0.034(5) 0.036(5) 0.120(10) 0.033(6) 0.025(7) 0.008(5) C11 0.018(3) 0.024(4) 0.024(3) 0.001(3) -0.012(3) 0.001(3) C12 0.021(4) 0.024(4) 0.017(3) 0.001(3) 0.001(3) 0.004(3) C13 0.026(4) 0.024(4) 0.024(3) 0.002(3) 0.005(3) 0.004(3) C14 0.023(4) 0.029(4) 0.029(4) 0.010(3) 0.000(3) 0.007(3) C15 0.032(4) 0.033(4) 0.021(4) -0.002(3) 0.003(3) 0.001(3) C16 0.026(4) 0.030(4) 0.025(4) -0.006(3) -0.001(3) 0.001(3) C17 0.021(3) 0.026(4) 0.030(4) 0.002(3) 0.005(3) 0.003(3) C18 0.056(6) 0.030(4) 0.028(4) 0.005(3) 0.001(4) 0.004(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 2.122(7) . ? Ir1 N1 2.133(5) . ? Ir1 O1 2.136(5) . ? Ir1 C4 2.146(7) . ? Ir1 C3 2.150(8) . ? Ir1 C5 2.152(7) . ? Ir1 C2 2.170(8) . ? Ir1 Cl1 2.3875(16) . ? O1 C17 1.299(9) . ? O2 C17 1.229(10) . ? O3 C18 1.422(9) . ? O3 H3 0.8400 . ? N1 C12 1.447(9) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? C1 C5 1.446(11) . ? C1 C2 1.452(14) . ? C1 C6 1.512(12) . ? C2 C3 1.419(14) . ? C2 C7 1.473(13) . ? C3 C4 1.424(13) . ? C3 C8 1.516(13) . ? C4 C5 1.419(12) . ? C4 C9 1.485(11) . ? C5 C10 1.485(12) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.387(10) . ? C11 C16 1.413(10) . ? C11 C17 1.520(11) . ? C12 C13 1.393(11) . ? C13 C14 1.400(10) . ? C13 H13 0.9500 . ? C14 C15 1.378(11) . ? C14 H14 0.9500 . ? C15 C16 1.375(12) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 N1 113.7(3) . . ? C1 Ir1 O1 164.7(3) . . ? N1 Ir1 O1 77.8(2) . . ? C1 Ir1 C4 65.9(3) . . ? N1 Ir1 C4 118.4(3) . . ? O1 Ir1 C4 100.0(2) . . ? C1 Ir1 C3 65.8(3) . . ? N1 Ir1 C3 156.7(3) . . ? O1 Ir1 C3 99.5(2) . . ? C4 Ir1 C3 38.7(4) . . ? C1 Ir1 C5 39.5(3) . . ? N1 Ir1 C5 99.4(3) . . ? O1 Ir1 C5 131.5(3) . . ? C4 Ir1 C5 38.5(3) . . ? C3 Ir1 C5 64.7(3) . . ? C1 Ir1 C2 39.5(4) . . ? N1 Ir1 C2 152.0(3) . . ? O1 Ir1 C2 130.2(3) . . ? C4 Ir1 C2 64.7(3) . . ? C3 Ir1 C2 38.3(4) . . ? C5 Ir1 C2 65.0(3) . . ? C1 Ir1 Cl1 107.0(2) . . ? N1 Ir1 Cl1 82.60(17) . . ? O1 Ir1 Cl1 83.91(15) . . ? C4 Ir1 Cl1 159.0(2) . . ? C3 Ir1 Cl1 120.4(3) . . ? C5 Ir1 Cl1 144.3(2) . . ? C2 Ir1 Cl1 96.9(2) . . ? C17 O1 Ir1 123.7(5) . . ? C18 O3 H3 109.5 . . ? C12 N1 Ir1 112.3(4) . . ? C12 N1 H1A 109.1 . . ? Ir1 N1 H1A 109.1 . . ? C12 N1 H1B 109.1 . . ? Ir1 N1 H1B 109.1 . . ? H1A N1 H1B 107.9 . . ? C5 C1 C2 106.6(7) . . ? C5 C1 C6 126.2(10) . . ? C2 C1 C6 126.8(9) . . ? C5 C1 Ir1 71.4(4) . . ? C2 C1 Ir1 72.0(5) . . ? C6 C1 Ir1 126.9(6) . . ? C3 C2 C1 107.9(7) . . ? C3 C2 C7 128.3(11) . . ? C1 C2 C7 123.7(11) . . ? C3 C2 Ir1 70.0(4) . . ? C1 C2 Ir1 68.4(4) . . ? C7 C2 Ir1 124.3(6) . . ? C2 C3 C4 108.7(7) . . ? C2 C3 C8 124.8(11) . . ? C4 C3 C8 126.4(11) . . ? C2 C3 Ir1 71.6(5) . . ? C4 C3 Ir1 70.5(4) . . ? C8 C3 Ir1 125.3(6) . . ? C5 C4 C3 108.2(6) . . ? C5 C4 C9 126.6(10) . . ? C3 C4 C9 125.2(10) . . ? C5 C4 Ir1 71.0(4) . . ? C3 C4 Ir1 70.8(4) . . ? C9 C4 Ir1 125.8(6) . . ? C4 C5 C1 108.4(7) . . ? C4 C5 C10 127.0(9) . . ? C1 C5 C10 124.6(10) . . ? C4 C5 Ir1 70.5(4) . . ? C1 C5 Ir1 69.1(4) . . ? C10 C5 Ir1 124.5(6) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 C11 C16 117.9(7) . . ? C12 C11 C17 124.7(6) . . ? C16 C11 C17 117.3(6) . . ? C11 C12 C13 121.5(7) . . ? C11 C12 N1 119.6(6) . . ? C13 C12 N1 118.8(6) . . ? C12 C13 C14 119.4(7) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? C15 C14 C13 119.5(8) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C16 C15 C14 121.1(7) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C11 120.6(7) . . ? C15 C16 H16 119.7 . . ? C11 C16 H16 119.7 . . ? O2 C17 O1 122.1(7) . . ? O2 C17 C11 119.3(7) . . ? O1 C17 C11 118.5(7) . . ? O3 C18 H18A 109.5 . . ? O3 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O3 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ir1 O1 C17 83.5(12) . . . . ? N1 Ir1 O1 C17 -56.6(6) . . . . ? C4 Ir1 O1 C17 60.5(6) . . . . ? C3 Ir1 O1 C17 99.9(6) . . . . ? C5 Ir1 O1 C17 35.3(7) . . . . ? C2 Ir1 O1 C17 125.8(6) . . . . ? Cl1 Ir1 O1 C17 -140.3(6) . . . . ? C1 Ir1 N1 C12 -105.5(5) . . . . ? O1 Ir1 N1 C12 63.9(5) . . . . ? C4 Ir1 N1 C12 -31.0(6) . . . . ? C3 Ir1 N1 C12 -21.8(10) . . . . ? C5 Ir1 N1 C12 -66.8(5) . . . . ? C2 Ir1 N1 C12 -120.0(7) . . . . ? Cl1 Ir1 N1 C12 149.2(5) . . . . ? N1 Ir1 C1 C5 75.5(5) . . . . ? O1 Ir1 C1 C5 -61.2(13) . . . . ? C4 Ir1 C1 C5 -36.4(5) . . . . ? C3 Ir1 C1 C5 -79.0(5) . . . . ? C2 Ir1 C1 C5 -115.2(6) . . . . ? Cl1 Ir1 C1 C5 164.7(4) . . . . ? N1 Ir1 C1 C2 -169.3(5) . . . . ? O1 Ir1 C1 C2 54.0(13) . . . . ? C4 Ir1 C1 C2 78.8(5) . . . . ? C3 Ir1 C1 C2 36.2(5) . . . . ? C5 Ir1 C1 C2 115.2(7) . . . . ? Cl1 Ir1 C1 C2 -80.0(5) . . . . ? N1 Ir1 C1 C6 -46.3(11) . . . . ? O1 Ir1 C1 C6 177.0(10) . . . . ? C4 Ir1 C1 C6 -158.2(11) . . . . ? C3 Ir1 C1 C6 159.2(12) . . . . ? C5 Ir1 C1 C6 -121.7(12) . . . . ? C2 Ir1 C1 C6 123.0(12) . . . . ? Cl1 Ir1 C1 C6 43.0(11) . . . . ? C5 C1 C2 C3 4.3(8) . . . . ? C6 C1 C2 C3 177.8(7) . . . . ? Ir1 C1 C2 C3 -59.1(5) . . . . ? C5 C1 C2 C7 -178.9(7) . . . . ? C6 C1 C2 C7 -5.4(13) . . . . ? Ir1 C1 C2 C7 117.7(8) . . . . ? C5 C1 C2 Ir1 63.4(5) . . . . ? C6 C1 C2 Ir1 -123.1(8) . . . . ? C1 Ir1 C2 C3 119.6(7) . . . . ? N1 Ir1 C2 C3 140.9(6) . . . . ? O1 Ir1 C2 C3 -44.1(6) . . . . ? C4 Ir1 C2 C3 37.5(5) . . . . ? C5 Ir1 C2 C3 80.2(5) . . . . ? Cl1 Ir1 C2 C3 -131.9(5) . . . . ? N1 Ir1 C2 C1 21.2(9) . . . . ? O1 Ir1 C2 C1 -163.8(4) . . . . ? C4 Ir1 C2 C1 -82.2(5) . . . . ? C3 Ir1 C2 C1 -119.6(7) . . . . ? C5 Ir1 C2 C1 -39.4(5) . . . . ? Cl1 Ir1 C2 C1 108.4(4) . . . . ? C1 Ir1 C2 C7 -117.0(13) . . . . ? N1 Ir1 C2 C7 -95.7(12) . . . . ? O1 Ir1 C2 C7 79.3(12) . . . . ? C4 Ir1 C2 C7 160.8(12) . . . . ? C3 Ir1 C2 C7 123.4(13) . . . . ? C5 Ir1 C2 C7 -156.4(12) . . . . ? Cl1 Ir1 C2 C7 -8.6(12) . . . . ? C1 C2 C3 C4 -2.9(9) . . . . ? C7 C2 C3 C4 -179.5(8) . . . . ? Ir1 C2 C3 C4 -61.1(5) . . . . ? C1 C2 C3 C8 178.9(8) . . . . ? C7 C2 C3 C8 2.2(14) . . . . ? Ir1 C2 C3 C8 120.7(9) . . . . ? C1 C2 C3 Ir1 58.1(5) . . . . ? C7 C2 C3 Ir1 -118.5(9) . . . . ? C1 Ir1 C3 C2 -37.3(5) . . . . ? N1 Ir1 C3 C2 -131.5(7) . . . . ? O1 Ir1 C3 C2 147.4(5) . . . . ? C4 Ir1 C3 C2 -118.5(7) . . . . ? C5 Ir1 C3 C2 -81.0(5) . . . . ? Cl1 Ir1 C3 C2 58.9(5) . . . . ? C1 Ir1 C3 C4 81.1(5) . . . . ? N1 Ir1 C3 C4 -13.0(10) . . . . ? O1 Ir1 C3 C4 -94.2(5) . . . . ? C5 Ir1 C3 C4 37.4(5) . . . . ? C2 Ir1 C3 C4 118.5(7) . . . . ? Cl1 Ir1 C3 C4 177.3(4) . . . . ? C1 Ir1 C3 C8 -157.5(13) . . . . ? N1 Ir1 C3 C8 108.4(12) . . . . ? O1 Ir1 C3 C8 27.2(12) . . . . ? C4 Ir1 C3 C8 121.4(13) . . . . ? C5 Ir1 C3 C8 158.8(13) . . . . ? C2 Ir1 C3 C8 -120.1(14) . . . . ? Cl1 Ir1 C3 C8 -61.3(12) . . . . ? C2 C3 C4 C5 0.4(9) . . . . ? C8 C3 C4 C5 178.5(8) . . . . ? Ir1 C3 C4 C5 -61.4(5) . . . . ? C2 C3 C4 C9 -177.5(7) . . . . ? C8 C3 C4 C9 0.7(13) . . . . ? Ir1 C3 C4 C9 120.7(8) . . . . ? C2 C3 C4 Ir1 61.8(5) . . . . ? C8 C3 C4 Ir1 -120.1(9) . . . . ? C1 Ir1 C4 C5 37.3(4) . . . . ? N1 Ir1 C4 C5 -67.7(5) . . . . ? O1 Ir1 C4 C5 -149.1(4) . . . . ? C3 Ir1 C4 C5 118.1(6) . . . . ? C2 Ir1 C4 C5 81.0(5) . . . . ? Cl1 Ir1 C4 C5 111.6(7) . . . . ? C1 Ir1 C4 C3 -80.8(5) . . . . ? N1 Ir1 C4 C3 174.2(4) . . . . ? O1 Ir1 C4 C3 92.8(5) . . . . ? C5 Ir1 C4 C3 -118.1(6) . . . . ? C2 Ir1 C4 C3 -37.1(5) . . . . ? Cl1 Ir1 C4 C3 -6.4(9) . . . . ? C1 Ir1 C4 C9 159.2(11) . . . . ? N1 Ir1 C4 C9 54.2(11) . . . . ? O1 Ir1 C4 C9 -27.3(10) . . . . ? C3 Ir1 C4 C9 -120.0(12) . . . . ? C5 Ir1 C4 C9 121.9(12) . . . . ? C2 Ir1 C4 C9 -157.1(11) . . . . ? Cl1 Ir1 C4 C9 -126.5(10) . . . . ? C3 C4 C5 C1 2.4(8) . . . . ? C9 C4 C5 C1 -179.8(7) . . . . ? Ir1 C4 C5 C1 -58.9(5) . . . . ? C3 C4 C5 C10 -179.7(8) . . . . ? C9 C4 C5 C10 -1.9(13) . . . . ? Ir1 C4 C5 C10 119.0(8) . . . . ? C3 C4 C5 Ir1 61.3(5) . . . . ? C9 C4 C5 Ir1 -120.9(8) . . . . ? C2 C1 C5 C4 -4.1(8) . . . . ? C6 C1 C5 C4 -177.6(8) . . . . ? Ir1 C1 C5 C4 59.8(5) . . . . ? C2 C1 C5 C10 177.9(8) . . . . ? C6 C1 C5 C10 4.4(12) . . . . ? Ir1 C1 C5 C10 -118.2(8) . . . . ? C2 C1 C5 Ir1 -63.9(5) . . . . ? C6 C1 C5 Ir1 122.6(8) . . . . ? C1 Ir1 C5 C4 -119.6(6) . . . . ? N1 Ir1 C5 C4 124.4(5) . . . . ? O1 Ir1 C5 C4 42.4(6) . . . . ? C3 Ir1 C5 C4 -37.6(5) . . . . ? C2 Ir1 C5 C4 -80.1(5) . . . . ? Cl1 Ir1 C5 C4 -145.2(4) . . . . ? N1 Ir1 C5 C1 -116.1(4) . . . . ? O1 Ir1 C5 C1 162.0(4) . . . . ? C4 Ir1 C5 C1 119.6(6) . . . . ? C3 Ir1 C5 C1 82.0(5) . . . . ? C2 Ir1 C5 C1 39.4(5) . . . . ? Cl1 Ir1 C5 C1 -25.6(6) . . . . ? C1 Ir1 C5 C10 118.3(11) . . . . ? N1 Ir1 C5 C10 2.3(10) . . . . ? O1 Ir1 C5 C10 -79.7(10) . . . . ? C4 Ir1 C5 C10 -122.1(11) . . . . ? C3 Ir1 C5 C10 -159.7(11) . . . . ? C2 Ir1 C5 C10 157.8(10) . . . . ? Cl1 Ir1 C5 C10 92.7(10) . . . . ? C16 C11 C12 C13 1.4(11) . . . . ? C17 C11 C12 C13 -175.9(7) . . . . ? C16 C11 C12 N1 178.1(6) . . . . ? C17 C11 C12 N1 0.8(12) . . . . ? Ir1 N1 C12 C11 -51.2(8) . . . . ? Ir1 N1 C12 C13 125.7(6) . . . . ? C11 C12 C13 C14 -1.3(12) . . . . ? N1 C12 C13 C14 -178.1(6) . . . . ? C12 C13 C14 C15 0.1(11) . . . . ? C13 C14 C15 C16 1.0(12) . . . . ? C14 C15 C16 C11 -0.8(12) . . . . ? C12 C11 C16 C15 -0.3(11) . . . . ? C17 C11 C16 C15 177.2(8) . . . . ? Ir1 O1 C17 O2 -155.2(6) . . . . ? Ir1 O1 C17 C11 27.5(10) . . . . ? C12 C11 C17 O2 -163.6(7) . . . . ? C16 C11 C17 O2 19.1(12) . . . . ? C12 C11 C17 O1 13.9(12) . . . . ? C16 C11 C17 O1 -163.5(7) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3 O1 0.84 1.98 2.803(7) 164.6 4_745 O3 H3 O2 0.84 2.80 3.428(8) 133.2 4_745 N1 H1A O3 0.92 1.98 2.898(8) 175.3 . _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 3.732 _refine_diff_density_min -2.276 _refine_diff_density_rms 0.206 #===END data_shelxl6 _database_code_depnum_ccdc_archive 'CCDC 710451' _audit_creation_method SHELXL-97 _chemical_name_systematic ; MAYER21 ; _chemical_name_common LP007 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H31 Ir N2 O5 S' _chemical_formula_weight 675.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.686(3) _cell_length_b 8.726(3) _cell_length_c 19.065(6) _cell_angle_alpha 76.821(4) _cell_angle_beta 87.514(4) _cell_angle_gamma 63.397(3) _cell_volume 1255.1(7) _cell_formula_units_Z 2 _cell_measurement_temperature 143(2) _cell_measurement_reflns_used 5761 _cell_measurement_theta_min 3.13 _cell_measurement_theta_max 26.21 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.788 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 5.442 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6700 _exptl_absorpt_correction_T_max 0.8990 _exptl_absorpt_process_details SADABS _diffrn_refln_scan_width 0.3 _diffrn_refln_scan_rate 10 _space_group.centring_type primitive _space_group.IT_number 2 _exptl_special_details ; ? ; _diffrn_ambient_temperature 143(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method 'omega scans' _diffrn_reflns_number 11426 _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_sigmaI/netI 0.0687 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 27.02 _reflns_number_total 4877 _reflns_number_gt 3948 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution DIRDIF-99 _computing_structure_refinement SHELXL-97 _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _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^)+(0.0334P)^2^+0.6619P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4877 _refine_ls_number_parameters 329 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0384 _refine_ls_wR_factor_ref 0.0766 _refine_ls_wR_factor_gt 0.0702 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.000 _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 C1 C 0.2295(7) 0.2316(8) 0.1306(3) 0.0193(14) Uani 1 1 d . . . C2 C 0.2000(7) 0.0913(8) 0.1161(3) 0.0200(14) Uani 1 1 d . . . C3 C 0.2716(8) -0.0583(8) 0.1749(3) 0.0208(14) Uani 1 1 d . . . C4 C 0.3545(7) -0.0142(8) 0.2277(3) 0.0203(14) Uani 1 1 d . . . C5 C 0.3308(7) 0.1607(8) 0.1982(3) 0.0205(14) Uani 1 1 d . . . C6 C 0.1865(9) 0.4068(8) 0.0804(4) 0.0323(17) Uani 1 1 d . . . H6A H 0.1773 0.4914 0.1084 0.049 Uiso 1 1 calc R . . H6B H 0.0764 0.4492 0.0532 0.049 Uiso 1 1 calc R . . H6C H 0.2777 0.3943 0.0468 0.049 Uiso 1 1 calc R . . C7 C 0.0981(9) 0.1034(9) 0.0516(4) 0.0322(17) Uani 1 1 d . . . H7A H 0.1771 0.0388 0.0187 0.048 Uiso 1 1 calc R . . H7B H 0.0315 0.2274 0.0266 0.048 Uiso 1 1 calc R . . H7C H 0.0191 0.0519 0.0675 0.048 Uiso 1 1 calc R . . C8 C 0.2732(8) -0.2327(8) 0.1822(4) 0.0262(16) Uani 1 1 d . . . H8A H 0.1798 -0.2192 0.1505 0.039 Uiso 1 1 calc R . . H8B H 0.2565 -0.2782 0.2324 0.039 Uiso 1 1 calc R . . H8C H 0.3842 -0.3154 0.1685 0.039 Uiso 1 1 calc R . . C9 C 0.4504(8) -0.1338(8) 0.2967(4) 0.0279(16) Uani 1 1 d . . . H9A H 0.5727 -0.1986 0.2885 0.042 Uiso 1 1 calc R . . H9B H 0.4032 -0.2174 0.3150 0.042 Uiso 1 1 calc R . . H9C H 0.4385 -0.0643 0.3322 0.042 Uiso 1 1 calc R . . C10 C 0.3983(8) 0.2573(8) 0.2338(4) 0.0279(16) Uani 1 1 d . . . H10A H 0.5081 0.2461 0.2143 0.042 Uiso 1 1 calc R . . H10B H 0.4162 0.2067 0.2860 0.042 Uiso 1 1 calc R . . H10C H 0.3146 0.3822 0.2244 0.042 Uiso 1 1 calc R . . C11 C -0.2733(7) 0.4280(8) 0.1455(3) 0.0167(13) Uani 1 1 d . . . C12 C -0.2353(7) 0.5709(7) 0.1602(3) 0.0171(13) Uani 1 1 d . . . C13 C -0.3222(7) 0.7375(7) 0.1135(3) 0.0196(13) Uani 1 1 d . . . H13 H -0.3993 0.7532 0.0757 0.024 Uiso 1 1 calc R . . C14 C -0.2986(8) 0.8799(8) 0.1210(4) 0.0263(15) Uani 1 1 d . . . H14 H -0.3612 0.9928 0.0897 0.032 Uiso 1 1 calc R . . C15 C -0.1836(8) 0.8549(8) 0.1742(3) 0.0227(14) Uani 1 1 d . . . H15 H -0.1649 0.9513 0.1793 0.027 Uiso 1 1 calc R . . C16 C -0.0943(8) 0.6930(8) 0.2206(3) 0.0238(15) Uani 1 1 d . . . H16 H -0.0144 0.6789 0.2569 0.029 Uiso 1 1 calc R . . C17 C -0.1199(7) 0.5476(7) 0.2150(3) 0.0165(13) Uani 1 1 d . . . C18 C -0.1758(8) 0.3245(8) 0.3882(3) 0.0242(15) Uani 1 1 d . . . C19 C -0.1568(10) 0.2387(10) 0.4597(4) 0.0396(19) Uani 1 1 d . . . H19 H -0.0477 0.1883 0.4856 0.048 Uiso 1 1 calc R . . C20 C -0.2941(10) 0.2250(10) 0.4942(4) 0.043(2) Uani 1 1 d . . . H20 H -0.2775 0.1636 0.5435 0.051 Uiso 1 1 calc R . . C21 C -0.4563(9) 0.2988(9) 0.4589(4) 0.0313(17) Uani 1 1 d . . . C22 C -0.4719(9) 0.3799(8) 0.3872(4) 0.0287(16) Uani 1 1 d . . . H22 H -0.5810 0.4290 0.3615 0.034 Uiso 1 1 calc R . . C23 C -0.3368(8) 0.3932(8) 0.3510(3) 0.0242(15) Uani 1 1 d . . . H23 H -0.3525 0.4487 0.3010 0.029 Uiso 1 1 calc R . . C24 C -0.6040(10) 0.2847(12) 0.4975(4) 0.049(2) Uani 1 1 d . . . H24A H -0.6512 0.3733 0.5264 0.073 Uiso 1 1 calc R . . H24B H -0.5640 0.1668 0.5292 0.073 Uiso 1 1 calc R . . H24C H -0.6938 0.3049 0.4622 0.073 Uiso 1 1 calc R . . C25 C -0.0775(8) -0.0339(8) 0.3327(4) 0.0214(14) Uani 1 1 d . . . C26 C -0.1696(9) -0.1113(9) 0.3836(4) 0.0322(17) Uani 1 1 d . . . H26A H -0.2675 -0.1061 0.3577 0.048 Uiso 1 1 calc R . . H26B H -0.2118 -0.0450 0.4212 0.048 Uiso 1 1 calc R . . H26C H -0.0910 -0.2344 0.4058 0.048 Uiso 1 1 calc R . . N1 N -0.0244(6) 0.3781(6) 0.2627(3) 0.0166(11) Uani 1 1 d . . . N2 N -0.0092(6) 0.0270(6) 0.2925(3) 0.0196(11) Uani 1 1 d . . . O1 O -0.1687(5) 0.2642(5) 0.1708(2) 0.0203(9) Uani 1 1 d . . . O2 O -0.4072(5) 0.4701(5) 0.1097(2) 0.0242(10) Uani 1 1 d . . . O3 O 0.1511(5) 0.1852(5) 0.3748(2) 0.0256(10) Uani 1 1 d . . . O4 O -0.0037(6) 0.5018(6) 0.3679(2) 0.0315(11) Uani 1 1 d . . . O5 O 0.6314(8) 0.2621(7) 0.0080(3) 0.0404(15) Uani 1 1 d . . . S1 S 0.0022(2) 0.3496(2) 0.34771(9) 0.0218(4) Uani 1 1 d . . . Ir1 Ir 0.08385(3) 0.16189(3) 0.213356(14) 0.01734(8) Uani 1 1 d . . . H5X H 0.583(8) 0.331(8) -0.025(4) 0.021 Uiso 1 1 d . . . H5Y H 0.630(8) 0.297(8) 0.041(4) 0.021 Uiso 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 C1 0.013(3) 0.019(3) 0.020(3) -0.001(3) 0.001(3) -0.003(3) C2 0.011(3) 0.022(3) 0.026(4) -0.009(3) 0.006(3) -0.005(3) C3 0.019(3) 0.017(3) 0.027(4) -0.012(3) 0.010(3) -0.007(3) C4 0.012(3) 0.019(3) 0.024(4) -0.003(3) 0.007(3) -0.003(3) C5 0.015(3) 0.022(3) 0.031(4) -0.013(3) 0.007(3) -0.012(3) C6 0.042(4) 0.028(4) 0.027(4) 0.002(3) 0.014(3) -0.021(4) C7 0.032(4) 0.042(4) 0.027(4) -0.015(3) 0.006(3) -0.017(4) C8 0.015(3) 0.019(3) 0.044(4) -0.011(3) 0.009(3) -0.006(3) C9 0.024(4) 0.017(3) 0.035(4) -0.003(3) 0.004(3) -0.004(3) C10 0.030(4) 0.027(4) 0.038(4) -0.013(3) 0.011(3) -0.020(3) C11 0.016(3) 0.021(3) 0.015(3) -0.007(3) 0.009(3) -0.009(3) C12 0.020(3) 0.017(3) 0.018(3) -0.008(3) 0.010(3) -0.010(3) C13 0.019(3) 0.020(3) 0.014(3) 0.001(3) 0.001(3) -0.006(3) C14 0.025(4) 0.019(3) 0.031(4) -0.004(3) 0.010(3) -0.008(3) C15 0.029(4) 0.015(3) 0.029(4) -0.008(3) 0.012(3) -0.014(3) C16 0.023(3) 0.025(4) 0.023(4) -0.006(3) 0.006(3) -0.011(3) C17 0.018(3) 0.013(3) 0.017(3) -0.007(3) 0.009(3) -0.006(3) C18 0.030(4) 0.018(3) 0.021(4) -0.005(3) 0.006(3) -0.008(3) C19 0.039(4) 0.056(5) 0.020(4) -0.001(4) -0.002(3) -0.021(4) C20 0.041(5) 0.055(5) 0.025(4) 0.000(4) 0.005(4) -0.020(4) C21 0.039(4) 0.041(4) 0.023(4) -0.008(3) 0.008(3) -0.027(4) C22 0.026(4) 0.033(4) 0.027(4) -0.008(3) 0.003(3) -0.012(3) C23 0.027(4) 0.018(3) 0.018(4) -0.001(3) 0.001(3) -0.004(3) C24 0.048(5) 0.073(6) 0.036(5) -0.015(4) 0.015(4) -0.038(5) C25 0.020(3) 0.014(3) 0.026(4) -0.008(3) 0.000(3) -0.003(3) C26 0.040(4) 0.043(4) 0.025(4) -0.007(3) 0.009(3) -0.030(4) N1 0.018(3) 0.015(3) 0.015(3) -0.005(2) 0.001(2) -0.006(2) N2 0.023(3) 0.020(3) 0.019(3) -0.005(2) 0.000(2) -0.012(2) O1 0.017(2) 0.016(2) 0.027(3) -0.0073(19) 0.0016(19) -0.0054(19) O2 0.024(2) 0.025(2) 0.025(3) -0.006(2) -0.006(2) -0.011(2) O3 0.023(2) 0.022(2) 0.024(3) -0.004(2) -0.003(2) -0.003(2) O4 0.043(3) 0.029(3) 0.028(3) -0.011(2) 0.001(2) -0.019(2) O5 0.058(4) 0.022(3) 0.031(3) -0.008(2) -0.013(3) -0.008(3) S1 0.0235(8) 0.0204(8) 0.0221(9) -0.0069(7) 0.0006(7) -0.0093(7) Ir1 0.01567(13) 0.01437(12) 0.02020(14) -0.00449(9) 0.00243(9) -0.00513(9) _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 C1 C5 1.436(8) . ? C1 C2 1.443(8) . ? C1 C6 1.498(8) . ? C1 Ir1 2.130(6) . ? C2 C3 1.419(8) . ? C2 C7 1.503(9) . ? C2 Ir1 2.153(6) . ? C3 C4 1.472(9) . ? C3 C8 1.490(8) . ? C3 Ir1 2.150(6) . ? C4 C5 1.424(8) . ? C4 C9 1.485(8) . ? C4 Ir1 2.143(6) . ? C5 C10 1.501(8) . ? C5 Ir1 2.148(6) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 O2 1.235(7) . ? C11 O1 1.289(7) . ? C11 C12 1.509(8) . ? C12 C17 1.396(8) . ? C12 C13 1.400(8) . ? C13 C14 1.385(8) . ? C13 H13 0.9500 . ? C14 C15 1.367(9) . ? C14 H14 0.9500 . ? C15 C16 1.374(8) . ? C15 H15 0.9500 . ? C16 C17 1.409(8) . ? C16 H16 0.9500 . ? C17 N1 1.434(7) . ? C18 C19 1.374(9) . ? C18 C23 1.401(9) . ? C18 S1 1.777(6) . ? C19 C20 1.376(9) . ? C19 H19 0.9500 . ? C20 C21 1.388(10) . ? C20 H20 0.9500 . ? C21 C22 1.369(9) . ? C21 C24 1.490(9) . ? C22 C23 1.372(8) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 N2 1.130(7) . ? C25 C26 1.468(9) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? N1 S1 1.594(5) . ? N1 Ir1 2.115(5) . ? N2 Ir1 2.062(5) . ? O1 Ir1 2.083(4) . ? O3 S1 1.434(4) . ? O4 S1 1.443(4) . ? O5 H5X 0.74(6) . ? O5 H5Y 0.75(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 C5 C1 C2 106.3(5) . . ? C5 C1 C6 126.3(6) . . ? C2 C1 C6 126.8(6) . . ? C5 C1 Ir1 71.0(3) . . ? C2 C1 Ir1 71.2(3) . . ? C6 C1 Ir1 129.3(4) . . ? C3 C2 C1 109.6(5) . . ? C3 C2 C7 124.4(6) . . ? C1 C2 C7 125.9(6) . . ? C3 C2 Ir1 70.6(3) . . ? C1 C2 Ir1 69.4(3) . . ? C7 C2 Ir1 122.9(4) . . ? C2 C3 C4 107.3(5) . . ? C2 C3 C8 127.7(6) . . ? C4 C3 C8 124.9(6) . . ? C2 C3 Ir1 70.9(3) . . ? C4 C3 Ir1 69.7(3) . . ? C8 C3 Ir1 126.9(4) . . ? C5 C4 C3 106.7(5) . . ? C5 C4 C9 127.3(6) . . ? C3 C4 C9 126.0(5) . . ? C5 C4 Ir1 70.8(3) . . ? C3 C4 Ir1 70.2(3) . . ? C9 C4 Ir1 125.9(4) . . ? C4 C5 C1 109.9(5) . . ? C4 C5 C10 124.6(6) . . ? C1 C5 C10 125.4(5) . . ? C4 C5 Ir1 70.4(3) . . ? C1 C5 Ir1 69.7(3) . . ? C10 C5 Ir1 125.2(4) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? O2 C11 O1 120.4(5) . . ? O2 C11 C12 119.1(5) . . ? O1 C11 C12 120.5(5) . . ? C17 C12 C13 119.0(5) . . ? C17 C12 C11 125.1(5) . . ? C13 C12 C11 116.0(5) . . ? C14 C13 C12 121.8(6) . . ? C14 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? C15 C14 C13 118.7(6) . . ? C15 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? C14 C15 C16 121.3(6) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C15 C16 C17 120.8(6) . . ? C15 C16 H16 119.6 . . ? C17 C16 H16 119.6 . . ? C12 C17 C16 118.5(5) . . ? C12 C17 N1 120.8(5) . . ? C16 C17 N1 120.7(5) . . ? C19 C18 C23 118.4(6) . . ? C19 C18 S1 118.8(5) . . ? C23 C18 S1 122.8(5) . . ? C18 C19 C20 120.7(7) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C19 C20 C21 121.7(7) . . ? C19 C20 H20 119.2 . . ? C21 C20 H20 119.2 . . ? C22 C21 C20 116.9(6) . . ? C22 C21 C24 122.3(7) . . ? C20 C21 C24 120.8(7) . . ? C21 C22 C23 122.8(6) . . ? C21 C22 H22 118.6 . . ? C23 C22 H22 118.6 . . ? C22 C23 C18 119.5(6) . . ? C22 C23 H23 120.3 . . ? C18 C23 H23 120.3 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N2 C25 C26 178.6(7) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C17 N1 S1 123.4(4) . . ? C17 N1 Ir1 115.8(4) . . ? S1 N1 Ir1 120.8(3) . . ? C25 N2 Ir1 172.6(5) . . ? C11 O1 Ir1 126.8(4) . . ? H5X O5 H5Y 115(7) . . ? O3 S1 O4 116.4(3) . . ? O3 S1 N1 108.8(3) . . ? O4 S1 N1 112.9(3) . . ? O3 S1 C18 105.7(3) . . ? O4 S1 C18 104.5(3) . . ? N1 S1 C18 107.9(3) . . ? N2 Ir1 O1 80.05(17) . . ? N2 Ir1 N1 89.02(18) . . ? O1 Ir1 N1 82.92(17) . . ? N2 Ir1 C1 164.6(2) . . ? O1 Ir1 C1 108.03(19) . . ? N1 Ir1 C1 104.7(2) . . ? N2 Ir1 C4 100.7(2) . . ? O1 Ir1 C4 155.8(2) . . ? N1 Ir1 C4 121.2(2) . . ? C1 Ir1 C4 66.5(2) . . ? N2 Ir1 C5 133.7(2) . . ? O1 Ir1 C5 146.2(2) . . ? N1 Ir1 C5 96.6(2) . . ? C1 Ir1 C5 39.2(2) . . ? C4 Ir1 C5 38.8(2) . . ? N2 Ir1 C3 98.5(2) . . ? O1 Ir1 C3 115.7(2) . . ? N1 Ir1 C3 160.8(2) . . ? C1 Ir1 C3 66.2(2) . . ? C4 Ir1 C3 40.1(2) . . ? C5 Ir1 C3 65.5(2) . . ? N2 Ir1 C2 128.8(2) . . ? O1 Ir1 C2 94.79(19) . . ? N1 Ir1 C2 141.4(2) . . ? C1 Ir1 C2 39.4(2) . . ? C4 Ir1 C2 65.6(2) . . ? C5 Ir1 C2 64.8(2) . . ? C3 Ir1 C2 38.5(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5X O2 0.74(6) 2.13(6) 2.863(7) 171(7) 2_565 O5 H5Y O2 0.75(6) 2.13(6) 2.858(7) 163(7) 1_655 _diffrn_measured_fraction_theta_max 0.890 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.909 _refine_diff_density_min -1.107 _refine_diff_density_rms 0.193 #===END data_shelxl7 _database_code_depnum_ccdc_archive 'CCDC 710452' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'lp004' ; _chemical_name_common lp004 _chemical_melting_point ? _chemical_formula_moiety 'C27 H35 Cl2 Ir2 N O2, C6 H6' _chemical_formula_sum 'C33 H41 Cl2 Ir2 N O2' _chemical_formula_weight 938.97 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' 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_space_group_name_H-M 'P 21/c' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.7770(5) _cell_length_b 9.5970(3) _cell_length_c 23.6340(9) _cell_angle_alpha 90.00 _cell_angle_beta 110.5751(12) _cell_angle_gamma 90.00 _cell_volume 3137.86(19) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 682 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.988 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 8.674 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1463 _exptl_absorpt_correction_T_max 0.54 _exptl_absorpt_process_details HKL2000 _exptl_special_details ; Data was collected with \w and \f scans in 1^o^ increments with 25 second exposures per degree. Crystal-to-detector distance was 30 mm. 109587 full and partial reflection were integrated. ; _diffrn_ambient_temperature 130(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_reflns_number 13242 _diffrn_reflns_av_R_equivalents 0.0788 _diffrn_reflns_av_sigmaI/netI 0.1206 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 28.38 _reflns_number_total 7261 _reflns_number_gt 4502 _reflns_threshold_expression >2sigma(I) _computing_data_collection KappaCCD _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'maXus, Zortep' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0392P)^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 7261 _refine_ls_number_parameters 371 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0999 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1119 _refine_ls_wR_factor_gt 0.0969 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.945 _refine_ls_shift/su_max 0.000 _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 0.17038(2) 0.83875(3) 0.103648(16) 0.02669(11) Uani 1 1 d . . . Ir2 Ir 0.21131(2) 0.92503(3) 0.253910(16) 0.02698(11) Uani 1 1 d . . . Cl1 Cl 0.06829(14) 0.8865(2) 0.16324(10) 0.0304(5) Uani 1 1 d . . . Cl2 Cl 0.22250(15) 0.6766(2) 0.26870(11) 0.0324(5) Uani 1 1 d . . . O1 O 0.1719(3) 1.0524(6) 0.0971(3) 0.0249(13) Uani 1 1 d . . . O2 O 0.2415(4) 1.2595(6) 0.0984(3) 0.0361(16) Uani 1 1 d . . . N1 N 0.2785(5) 0.8749(7) 0.1887(3) 0.0308(17) Uani 1 1 d . . . H1 H 0.3050 0.7871 0.2006 0.037 Uiso 1 1 calc R . . C1 C 0.2326(6) 0.6561(9) 0.0798(4) 0.033(2) Uani 1 1 d . . . C2 C 0.1369(6) 0.6226(9) 0.0807(4) 0.032(2) Uani 1 1 d . . . C3 C 0.0687(6) 0.7075(9) 0.0339(4) 0.034(2) Uani 1 1 d . . . C4 C 0.1210(6) 0.7956(9) 0.0081(4) 0.029(2) Uani 1 1 d . . . C5 C 0.2237(6) 0.7650(9) 0.0370(4) 0.030(2) Uani 1 1 d . . . C6 C 0.3241(6) 0.5885(9) 0.1205(4) 0.036(2) Uani 1 1 d . . . H6A H 0.3309 0.4964 0.1045 0.043 Uiso 1 1 calc R . . H6B H 0.3215 0.5783 0.1611 0.043 Uiso 1 1 calc R . . H6C H 0.3796 0.6466 0.1223 0.043 Uiso 1 1 calc R . . C7 C 0.1123(7) 0.5166(9) 0.1182(5) 0.039(2) Uani 1 1 d . . . H7A H 0.1220 0.4234 0.1044 0.047 Uiso 1 1 calc R . . H7B H 0.0445 0.5275 0.1146 0.047 Uiso 1 1 calc R . . H7C H 0.1539 0.5286 0.1606 0.047 Uiso 1 1 calc R . . C8 C -0.0376(6) 0.7048(9) 0.0208(4) 0.032(2) Uani 1 1 d . . . H8A H -0.0634 0.6131 0.0048 0.039 Uiso 1 1 calc R . . H8B H -0.0690 0.7768 -0.0090 0.039 Uiso 1 1 calc R . . H8C H -0.0504 0.7227 0.0582 0.039 Uiso 1 1 calc R . . C9 C 0.0820(7) 0.9009(9) -0.0414(4) 0.037(2) Uani 1 1 d . . . H9A H 0.0668 0.8549 -0.0807 0.045 Uiso 1 1 calc R . . H9B H 0.1304 0.9736 -0.0371 0.045 Uiso 1 1 calc R . . H9C H 0.0231 0.9429 -0.0387 0.045 Uiso 1 1 calc R . . C10 C 0.3037(7) 0.8282(10) 0.0216(5) 0.039(2) Uani 1 1 d . . . H10A H 0.3147 0.7736 -0.0104 0.047 Uiso 1 1 calc R . . H10B H 0.3627 0.8289 0.0575 0.047 Uiso 1 1 calc R . . H10C H 0.2865 0.9240 0.0075 0.047 Uiso 1 1 calc R . . C11 C 0.3441(5) 1.0779(8) 0.1513(4) 0.0245(19) Uani 1 1 d . . . C12 C 0.3582(6) 0.9549(8) 0.1852(4) 0.029(2) Uani 1 1 d . . . C13 C 0.4503(5) 0.9088(9) 0.2165(4) 0.028(2) Uani 1 1 d . . . H13 H 0.4598 0.8266 0.2403 0.034 Uiso 1 1 calc R . . C14 C 0.5310(6) 0.9833(9) 0.2135(4) 0.035(2) Uani 1 1 d . . . H14 H 0.5945 0.9491 0.2339 0.042 Uiso 1 1 calc R . . C15 C 0.5177(6) 1.1041(9) 0.1814(4) 0.034(2) Uani 1 1 d . . . H15 H 0.5716 1.1568 0.1806 0.041 Uiso 1 1 calc R . . C16 C 0.4244(6) 1.1490(9) 0.1500(4) 0.032(2) Uani 1 1 d . . . H16 H 0.4154 1.2319 0.1267 0.038 Uiso 1 1 calc R . . C17 C 0.2472(6) 1.1354(9) 0.1128(4) 0.031(2) Uani 1 1 d . . . C18 C 0.2877(6) 0.9806(9) 0.3453(4) 0.031(2) Uani 1 1 d . . . C19 C 0.1872(6) 0.9719(9) 0.3362(4) 0.033(2) Uani 1 1 d . . . C20 C 0.1377(6) 1.0723(10) 0.2922(4) 0.035(2) Uani 1 1 d . . . C21 C 0.2058(7) 1.1450(10) 0.2721(4) 0.035(2) Uani 1 1 d . . . C22 C 0.3016(6) 1.0880(9) 0.3077(4) 0.031(2) Uani 1 1 d . . . C23 C 0.3692(7) 0.8987(11) 0.3904(5) 0.045(3) Uani 1 1 d . . . H23A H 0.3855 0.9406 0.4306 0.054 Uiso 1 1 calc R . . H23B H 0.4260 0.9006 0.3782 0.054 Uiso 1 1 calc R . . H23C H 0.3486 0.8020 0.3916 0.054 Uiso 1 1 calc R . . C24 C 0.1429(7) 0.8750(10) 0.3695(5) 0.048(3) Uani 1 1 d . . . H24A H 0.1503 0.9147 0.4091 0.057 Uiso 1 1 calc R . . H24B H 0.1754 0.7844 0.3750 0.057 Uiso 1 1 calc R . . H24C H 0.0740 0.8628 0.3460 0.057 Uiso 1 1 calc R . . C25 C 0.0311(6) 1.0999(11) 0.2678(5) 0.045(3) Uani 1 1 d . . . H25A H 0.0157 1.1742 0.2914 0.054 Uiso 1 1 calc R . . H25B H -0.0037 1.0149 0.2707 0.054 Uiso 1 1 calc R . . H25C H 0.0117 1.1287 0.2254 0.054 Uiso 1 1 calc R . . C26 C 0.1863(7) 1.2645(10) 0.2296(5) 0.043(3) Uani 1 1 d . . . H26A H 0.1876 1.3513 0.2517 0.051 Uiso 1 1 calc R . . H26B H 0.1225 1.2531 0.1982 0.051 Uiso 1 1 calc R . . H26C H 0.2358 1.2680 0.2109 0.051 Uiso 1 1 calc R . . C27 C 0.3952(7) 1.1418(9) 0.3071(5) 0.044(3) Uani 1 1 d . . . H27A H 0.4194 1.2137 0.3382 0.052 Uiso 1 1 calc R . . H27B H 0.3862 1.1820 0.2673 0.052 Uiso 1 1 calc R . . H27C H 0.4420 1.0653 0.3152 0.052 Uiso 1 1 calc R . . C28 C 0.3062(12) 0.4134(12) 0.3965(5) 0.079(5) Uani 1 1 d . . . H28 H 0.2851 0.4789 0.3643 0.094 Uiso 1 1 calc R . . C29 C 0.4064(9) 0.4022(13) 0.4318(6) 0.059(3) Uani 1 1 d . . . H29 H 0.4533 0.4578 0.4234 0.071 Uiso 1 1 calc R . . C30 C 0.4317(9) 0.3099(13) 0.4774(6) 0.065(4) Uani 1 1 d . . . H30 H 0.4979 0.3019 0.5021 0.078 Uiso 1 1 calc R . . C31 C 0.3662(8) 0.2278(12) 0.4894(5) 0.057(3) Uani 1 1 d . . . H31 H 0.3866 0.1616 0.5213 0.069 Uiso 1 1 calc R . . C32 C 0.2713(8) 0.2410(12) 0.4556(6) 0.056(3) Uani 1 1 d . . . H32 H 0.2253 0.1858 0.4652 0.067 Uiso 1 1 calc R . . C33 C 0.2404(8) 0.3303(12) 0.4087(6) 0.056(3) Uani 1 1 d . . . H33 H 0.1738 0.3353 0.3845 0.067 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 0.02475(18) 0.0251(2) 0.0290(2) -0.00043(14) 0.00796(15) 0.00062(14) Ir2 0.02516(18) 0.0267(2) 0.0289(2) 0.00057(15) 0.00921(15) 0.00062(13) Cl1 0.0253(10) 0.0344(12) 0.0312(13) -0.0012(9) 0.0094(9) -0.0002(9) Cl2 0.0284(11) 0.0342(13) 0.0352(14) 0.0022(10) 0.0120(10) -0.0005(9) O1 0.013(3) 0.035(3) 0.024(3) -0.007(3) 0.004(2) 0.001(2) O2 0.033(3) 0.025(4) 0.047(5) 0.005(3) 0.010(3) 0.000(3) N1 0.045(5) 0.025(4) 0.020(4) 0.002(3) 0.008(4) 0.004(3) C1 0.035(5) 0.024(5) 0.041(6) -0.011(4) 0.016(4) 0.000(4) C2 0.030(5) 0.031(5) 0.030(6) -0.005(4) 0.006(4) -0.001(4) C3 0.034(5) 0.038(5) 0.025(5) -0.010(4) 0.004(4) 0.001(4) C4 0.030(5) 0.033(5) 0.024(5) -0.001(4) 0.011(4) -0.005(4) C5 0.032(5) 0.030(5) 0.031(6) -0.001(4) 0.012(4) 0.001(4) C6 0.031(5) 0.023(5) 0.045(6) 0.002(4) 0.002(4) 0.008(4) C7 0.038(5) 0.030(5) 0.051(7) -0.002(5) 0.020(5) 0.003(4) C8 0.034(5) 0.028(5) 0.036(6) -0.012(4) 0.014(4) -0.002(4) C9 0.062(6) 0.024(5) 0.021(5) 0.003(4) 0.008(5) 0.007(4) C10 0.040(5) 0.048(6) 0.037(6) -0.001(5) 0.022(5) 0.000(4) C11 0.019(4) 0.023(4) 0.030(5) -0.007(4) 0.007(4) -0.002(3) C12 0.032(5) 0.022(5) 0.033(6) -0.010(4) 0.014(4) 0.000(4) C13 0.022(4) 0.030(5) 0.031(5) 0.000(4) 0.008(4) 0.004(4) C14 0.019(4) 0.040(6) 0.045(6) 0.003(5) 0.009(4) -0.003(4) C15 0.036(5) 0.032(5) 0.033(6) -0.002(4) 0.011(4) 0.004(4) C16 0.030(5) 0.037(5) 0.029(5) -0.001(4) 0.010(4) -0.003(4) C17 0.033(5) 0.025(5) 0.036(6) -0.002(4) 0.011(4) 0.007(4) C18 0.040(5) 0.031(5) 0.019(5) -0.002(4) 0.007(4) 0.001(4) C19 0.030(5) 0.033(5) 0.035(6) 0.002(4) 0.012(4) 0.002(4) C20 0.033(5) 0.044(6) 0.027(6) 0.004(4) 0.010(4) 0.004(4) C21 0.049(6) 0.035(5) 0.021(5) -0.012(4) 0.011(4) 0.004(4) C22 0.030(5) 0.025(5) 0.037(6) -0.011(4) 0.010(4) -0.004(4) C23 0.042(6) 0.052(6) 0.031(6) -0.003(5) 0.002(5) -0.004(5) C24 0.045(6) 0.036(6) 0.074(9) -0.002(5) 0.037(6) -0.007(5) C25 0.028(5) 0.054(7) 0.055(7) -0.002(5) 0.019(5) 0.010(5) C26 0.047(6) 0.036(6) 0.049(7) -0.011(5) 0.023(5) 0.004(4) C27 0.043(6) 0.030(5) 0.057(7) -0.007(5) 0.017(5) -0.007(4) C28 0.159(15) 0.042(7) 0.035(8) -0.008(6) 0.035(9) 0.033(8) C29 0.066(8) 0.064(8) 0.059(9) -0.009(7) 0.035(7) -0.015(6) C30 0.049(7) 0.061(8) 0.073(10) -0.001(7) 0.008(7) 0.006(6) C31 0.059(7) 0.061(8) 0.051(8) 0.002(6) 0.018(6) 0.000(6) C32 0.042(6) 0.057(7) 0.075(10) -0.022(7) 0.028(6) -0.018(5) C33 0.047(7) 0.055(8) 0.048(8) -0.006(6) -0.005(6) 0.003(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 O1 2.057(6) . ? Ir1 N1 2.111(7) . ? Ir1 C5 2.116(9) . ? Ir1 C1 2.145(8) . ? Ir1 C4 2.154(9) . ? Ir1 C2 2.157(9) . ? Ir1 C3 2.196(9) . ? Ir1 Cl1 2.442(2) . ? Ir2 C18 2.123(9) . ? Ir2 C19 2.145(9) . ? Ir2 C22 2.156(8) . ? Ir2 N1 2.160(7) . ? Ir2 C21 2.162(9) . ? Ir2 C20 2.166(9) . ? Ir2 Cl2 2.407(2) . ? Ir2 Cl1 2.452(2) . ? O1 C17 1.311(10) . ? O2 C17 1.233(10) . ? N1 C12 1.433(11) . ? N1 H1 0.9300 . ? C1 C5 1.428(12) . ? C1 C2 1.458(12) . ? C1 C6 1.503(12) . ? C2 C3 1.456(12) . ? C2 C7 1.477(12) . ? C3 C4 1.418(12) . ? C3 C8 1.492(11) . ? C4 C5 1.458(12) . ? C4 C9 1.499(12) . ? C5 C10 1.483(12) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C16 1.378(11) . ? C11 C12 1.399(12) . ? C11 C17 1.506(11) . ? C12 C13 1.375(11) . ? C13 C14 1.413(11) . ? C13 H13 0.9500 . ? C14 C15 1.361(12) . ? C14 H14 0.9500 . ? C15 C16 1.385(12) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C18 C22 1.422(12) . ? C18 C19 1.426(12) . ? C18 C23 1.518(12) . ? C19 C20 1.419(12) . ? C19 C24 1.508(12) . ? C20 C21 1.435(13) . ? C20 C25 1.499(12) . ? C21 C22 1.474(12) . ? C21 C26 1.485(13) . ? C22 C27 1.481(12) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C33 1.364(18) . ? C28 C29 1.425(17) . ? C28 H28 0.9500 . ? C29 C30 1.344(16) . ? C29 H29 0.9500 . ? C30 C31 1.353(16) . ? C30 H30 0.9500 . ? C31 C32 1.354(15) . ? C31 H31 0.9500 . ? C32 C33 1.348(16) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? 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 O1 Ir1 N1 83.3(2) . . ? O1 Ir1 C5 105.1(3) . . ? N1 Ir1 C5 114.1(3) . . ? O1 Ir1 C1 141.1(3) . . ? N1 Ir1 C1 97.7(3) . . ? C5 Ir1 C1 39.2(3) . . ? O1 Ir1 C4 97.0(3) . . ? N1 Ir1 C4 153.3(3) . . ? C5 Ir1 C4 39.9(3) . . ? C1 Ir1 C4 65.6(3) . . ? O1 Ir1 C2 161.3(3) . . ? N1 Ir1 C2 115.3(3) . . ? C5 Ir1 C2 66.6(3) . . ? C1 Ir1 C2 39.6(3) . . ? C4 Ir1 C2 65.7(3) . . ? O1 Ir1 C3 122.5(3) . . ? N1 Ir1 C3 154.0(3) . . ? C5 Ir1 C3 65.4(3) . . ? C1 Ir1 C3 65.0(3) . . ? C4 Ir1 C3 38.0(3) . . ? C2 Ir1 C3 39.1(3) . . ? O1 Ir1 Cl1 83.22(16) . . ? N1 Ir1 Cl1 80.4(2) . . ? C5 Ir1 Cl1 163.6(2) . . ? C1 Ir1 Cl1 135.5(3) . . ? C4 Ir1 Cl1 126.2(2) . . ? C2 Ir1 Cl1 101.1(2) . . ? C3 Ir1 Cl1 98.2(2) . . ? C18 Ir2 C19 39.0(3) . . ? C18 Ir2 C22 38.8(3) . . ? C19 Ir2 C22 65.1(3) . . ? C18 Ir2 N1 124.6(3) . . ? C19 Ir2 N1 163.3(3) . . ? C22 Ir2 N1 103.7(3) . . ? C18 Ir2 C21 66.2(3) . . ? C19 Ir2 C21 65.5(3) . . ? C22 Ir2 C21 39.9(3) . . ? N1 Ir2 C21 114.7(3) . . ? C18 Ir2 C20 65.0(3) . . ? C19 Ir2 C20 38.4(3) . . ? C22 Ir2 C20 65.0(3) . . ? N1 Ir2 C20 150.2(3) . . ? C21 Ir2 C20 38.7(3) . . ? C18 Ir2 Cl2 96.7(2) . . ? C19 Ir2 Cl2 95.8(2) . . ? C22 Ir2 Cl2 129.5(2) . . ? N1 Ir2 Cl2 81.81(19) . . ? C21 Ir2 Cl2 160.7(3) . . ? C20 Ir2 Cl2 127.2(3) . . ? C18 Ir2 Cl1 156.0(2) . . ? C19 Ir2 Cl1 117.2(2) . . ? C22 Ir2 Cl1 142.1(2) . . ? N1 Ir2 Cl1 79.29(19) . . ? C21 Ir2 Cl1 103.9(3) . . ? C20 Ir2 Cl1 93.4(2) . . ? Cl2 Ir2 Cl1 88.37(7) . . ? Ir1 Cl1 Ir2 90.85(7) . . ? C17 O1 Ir1 127.9(5) . . ? C12 N1 Ir1 113.2(5) . . ? C12 N1 Ir2 121.0(5) . . ? Ir1 N1 Ir2 109.4(3) . . ? C12 N1 H1 103.7 . . ? Ir1 N1 H1 103.7 . . ? Ir2 N1 H1 103.7 . . ? C5 C1 C2 108.8(8) . . ? C5 C1 C6 127.4(8) . . ? C2 C1 C6 123.7(8) . . ? C5 C1 Ir1 69.3(5) . . ? C2 C1 Ir1 70.6(5) . . ? C6 C1 Ir1 123.9(6) . . ? C3 C2 C1 106.3(8) . . ? C3 C2 C7 126.3(8) . . ? C1 C2 C7 127.3(8) . . ? C3 C2 Ir1 71.9(5) . . ? C1 C2 Ir1 69.7(5) . . ? C7 C2 Ir1 126.5(7) . . ? C4 C3 C2 108.9(8) . . ? C4 C3 C8 128.0(9) . . ? C2 C3 C8 123.0(9) . . ? C4 C3 Ir1 69.4(5) . . ? C2 C3 Ir1 69.0(5) . . ? C8 C3 Ir1 123.9(6) . . ? C3 C4 C5 108.3(8) . . ? C3 C4 C9 128.2(8) . . ? C5 C4 C9 123.5(8) . . ? C3 C4 Ir1 72.6(5) . . ? C5 C4 Ir1 68.6(5) . . ? C9 C4 Ir1 125.7(6) . . ? C1 C5 C4 107.5(7) . . ? C1 C5 C10 126.2(8) . . ? C4 C5 C10 126.2(8) . . ? C1 C5 Ir1 71.5(5) . . ? C4 C5 Ir1 71.5(5) . . ? C10 C5 Ir1 125.7(7) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C3 C8 H8A 109.5 . . ? C3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C5 C10 H10A 109.5 . . ? C5 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C5 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 118.3(7) . . ? C16 C11 C17 116.6(8) . . ? C12 C11 C17 125.0(7) . . ? C13 C12 C11 120.0(8) . . ? C13 C12 N1 118.3(8) . . ? C11 C12 N1 121.7(7) . . ? C12 C13 C14 120.2(8) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C15 C14 C13 120.0(8) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 119.0(9) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? C11 C16 C15 122.4(9) . . ? C11 C16 H16 118.8 . . ? C15 C16 H16 118.8 . . ? O2 C17 O1 122.7(8) . . ? O2 C17 C11 118.6(8) . . ? O1 C17 C11 118.7(7) . . ? C22 C18 C19 108.7(8) . . ? C22 C18 C23 124.2(8) . . ? C19 C18 C23 127.0(8) . . ? C22 C18 Ir2 71.9(5) . . ? C19 C18 Ir2 71.3(5) . . ? C23 C18 Ir2 126.3(6) . . ? C20 C19 C18 108.1(8) . . ? C20 C19 C24 126.5(8) . . ? C18 C19 C24 125.4(8) . . ? C20 C19 Ir2 71.6(5) . . ? C18 C19 Ir2 69.6(5) . . ? C24 C19 Ir2 125.7(7) . . ? C19 C20 C21 109.4(8) . . ? C19 C20 C25 127.1(8) . . ? C21 C20 C25 123.5(9) . . ? C19 C20 Ir2 70.0(5) . . ? C21 C20 Ir2 70.5(5) . . ? C25 C20 Ir2 124.7(7) . . ? C20 C21 C22 106.0(8) . . ? C20 C21 C26 127.4(8) . . ? C22 C21 C26 126.3(9) . . ? C20 C21 Ir2 70.8(5) . . ? C22 C21 Ir2 69.9(5) . . ? C26 C21 Ir2 129.2(7) . . ? C18 C22 C21 107.7(7) . . ? C18 C22 C27 126.8(8) . . ? C21 C22 C27 125.4(9) . . ? C18 C22 Ir2 69.3(5) . . ? C21 C22 Ir2 70.2(5) . . ? C27 C22 Ir2 129.3(6) . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C20 C25 H25A 109.5 . . ? C20 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C20 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C33 C28 C29 120.2(11) . . ? C33 C28 H28 119.9 . . ? C29 C28 H28 119.9 . . ? C30 C29 C28 117.3(11) . . ? C30 C29 H29 121.3 . . ? C28 C29 H29 121.3 . . ? C29 C30 C31 122.3(12) . . ? C29 C30 H30 118.9 . . ? C31 C30 H30 118.9 . . ? C30 C31 C32 119.4(12) . . ? C30 C31 H31 120.3 . . ? C32 C31 H31 120.3 . . ? C33 C32 C31 121.8(11) . . ? C33 C32 H32 119.1 . . ? C31 C32 H32 119.1 . . ? C32 C33 C28 119.0(11) . . ? C32 C33 H33 120.5 . . ? C28 C33 H33 120.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Ir1 Cl1 Ir2 -83.55(15) . . . . ? N1 Ir1 Cl1 Ir2 0.8(2) . . . . ? C5 Ir1 Cl1 Ir2 154.7(8) . . . . ? C1 Ir1 Cl1 Ir2 92.0(4) . . . . ? C4 Ir1 Cl1 Ir2 -177.2(3) . . . . ? C2 Ir1 Cl1 Ir2 114.9(2) . . . . ? C3 Ir1 Cl1 Ir2 154.5(3) . . . . ? C18 Ir2 Cl1 Ir1 174.4(6) . . . . ? C19 Ir2 Cl1 Ir1 -178.4(3) . . . . ? C22 Ir2 Cl1 Ir1 97.9(4) . . . . ? N1 Ir2 Cl1 Ir1 -0.76(19) . . . . ? C21 Ir2 Cl1 Ir1 112.3(3) . . . . ? C20 Ir2 Cl1 Ir1 150.1(2) . . . . ? Cl2 Ir2 Cl1 Ir1 -82.74(7) . . . . ? N1 Ir1 O1 C17 42.1(7) . . . . ? C5 Ir1 O1 C17 -71.1(7) . . . . ? C1 Ir1 O1 C17 -51.8(9) . . . . ? C4 Ir1 O1 C17 -111.0(7) . . . . ? C2 Ir1 O1 C17 -132.2(9) . . . . ? C3 Ir1 O1 C17 -141.3(7) . . . . ? Cl1 Ir1 O1 C17 123.2(7) . . . . ? O1 Ir1 N1 C12 -55.0(5) . . . . ? C5 Ir1 N1 C12 48.6(6) . . . . ? C1 Ir1 N1 C12 85.8(6) . . . . ? C4 Ir1 N1 C12 37.2(10) . . . . ? C2 Ir1 N1 C12 123.0(6) . . . . ? C3 Ir1 N1 C12 131.7(7) . . . . ? Cl1 Ir1 N1 C12 -139.2(6) . . . . ? O1 Ir1 N1 Ir2 83.3(3) . . . . ? C5 Ir1 N1 Ir2 -173.1(3) . . . . ? C1 Ir1 N1 Ir2 -136.0(3) . . . . ? C4 Ir1 N1 Ir2 175.5(5) . . . . ? C2 Ir1 N1 Ir2 -98.7(4) . . . . ? C3 Ir1 N1 Ir2 -90.1(7) . . . . ? Cl1 Ir1 N1 Ir2 -0.9(2) . . . . ? C18 Ir2 N1 C12 -42.3(7) . . . . ? C19 Ir2 N1 C12 -52.0(13) . . . . ? C22 Ir2 N1 C12 -5.9(7) . . . . ? C21 Ir2 N1 C12 34.9(7) . . . . ? C20 Ir2 N1 C12 57.5(9) . . . . ? Cl2 Ir2 N1 C12 -134.8(6) . . . . ? Cl1 Ir2 N1 C12 135.4(6) . . . . ? C18 Ir2 N1 Ir1 -176.7(3) . . . . ? C19 Ir2 N1 Ir1 173.6(9) . . . . ? C22 Ir2 N1 Ir1 -140.4(3) . . . . ? C21 Ir2 N1 Ir1 -99.6(4) . . . . ? C20 Ir2 N1 Ir1 -77.0(7) . . . . ? Cl2 Ir2 N1 Ir1 90.8(3) . . . . ? Cl1 Ir2 N1 Ir1 0.9(2) . . . . ? O1 Ir1 C1 C5 -30.4(7) . . . . ? N1 Ir1 C1 C5 -119.2(5) . . . . ? C4 Ir1 C1 C5 39.1(5) . . . . ? C2 Ir1 C1 C5 119.9(7) . . . . ? C3 Ir1 C1 C5 81.2(6) . . . . ? Cl1 Ir1 C1 C5 156.6(4) . . . . ? O1 Ir1 C1 C2 -150.3(5) . . . . ? N1 Ir1 C1 C2 120.9(5) . . . . ? C5 Ir1 C1 C2 -119.9(7) . . . . ? C4 Ir1 C1 C2 -80.8(5) . . . . ? C3 Ir1 C1 C2 -38.8(5) . . . . ? Cl1 Ir1 C1 C2 36.7(7) . . . . ? O1 Ir1 C1 C6 91.6(9) . . . . ? N1 Ir1 C1 C6 2.7(8) . . . . ? C5 Ir1 C1 C6 121.9(9) . . . . ? C4 Ir1 C1 C6 161.0(9) . . . . ? C2 Ir1 C1 C6 -118.2(10) . . . . ? C3 Ir1 C1 C6 -156.9(9) . . . . ? Cl1 Ir1 C1 C6 -81.4(8) . . . . ? C5 C1 C2 C3 4.1(10) . . . . ? C6 C1 C2 C3 -178.6(8) . . . . ? Ir1 C1 C2 C3 63.0(6) . . . . ? C5 C1 C2 C7 180.0(9) . . . . ? C6 C1 C2 C7 -2.7(15) . . . . ? Ir1 C1 C2 C7 -121.0(10) . . . . ? C5 C1 C2 Ir1 -59.0(6) . . . . ? C6 C1 C2 Ir1 118.4(9) . . . . ? O1 Ir1 C2 C3 -12.2(11) . . . . ? N1 Ir1 C2 C3 174.0(5) . . . . ? C5 Ir1 C2 C3 -79.2(6) . . . . ? C1 Ir1 C2 C3 -115.8(8) . . . . ? C4 Ir1 C2 C3 -35.4(5) . . . . ? Cl1 Ir1 C2 C3 89.4(5) . . . . ? O1 Ir1 C2 C1 103.6(9) . . . . ? N1 Ir1 C2 C1 -70.2(6) . . . . ? C5 Ir1 C2 C1 36.6(5) . . . . ? C4 Ir1 C2 C1 80.4(6) . . . . ? C3 Ir1 C2 C1 115.8(8) . . . . ? Cl1 Ir1 C2 C1 -154.7(5) . . . . ? O1 Ir1 C2 C7 -134.3(8) . . . . ? N1 Ir1 C2 C7 51.8(8) . . . . ? C5 Ir1 C2 C7 158.6(9) . . . . ? C1 Ir1 C2 C7 122.0(10) . . . . ? C4 Ir1 C2 C7 -157.6(9) . . . . ? C3 Ir1 C2 C7 -122.1(10) . . . . ? Cl1 Ir1 C2 C7 -32.7(8) . . . . ? C1 C2 C3 C4 -3.6(10) . . . . ? C7 C2 C3 C4 -179.5(9) . . . . ? Ir1 C2 C3 C4 58.0(6) . . . . ? C1 C2 C3 C8 -179.2(8) . . . . ? C7 C2 C3 C8 4.8(14) . . . . ? Ir1 C2 C3 C8 -117.6(8) . . . . ? C1 C2 C3 Ir1 -61.6(6) . . . . ? C7 C2 C3 Ir1 122.4(9) . . . . ? O1 Ir1 C3 C4 54.4(6) . . . . ? N1 Ir1 C3 C4 -133.4(7) . . . . ? C5 Ir1 C3 C4 -38.4(5) . . . . ? C1 Ir1 C3 C4 -81.7(6) . . . . ? C2 Ir1 C3 C4 -121.0(8) . . . . ? Cl1 Ir1 C3 C4 141.6(5) . . . . ? O1 Ir1 C3 C2 175.4(4) . . . . ? N1 Ir1 C3 C2 -12.4(10) . . . . ? C5 Ir1 C3 C2 82.6(5) . . . . ? C1 Ir1 C3 C2 39.3(5) . . . . ? C4 Ir1 C3 C2 121.0(8) . . . . ? Cl1 Ir1 C3 C2 -97.5(5) . . . . ? O1 Ir1 C3 C8 -68.2(9) . . . . ? N1 Ir1 C3 C8 103.9(9) . . . . ? C5 Ir1 C3 C8 -161.0(9) . . . . ? C1 Ir1 C3 C8 155.7(9) . . . . ? C4 Ir1 C3 C8 -122.6(10) . . . . ? C2 Ir1 C3 C8 116.4(10) . . . . ? Cl1 Ir1 C3 C8 18.9(8) . . . . ? C2 C3 C4 C5 1.8(10) . . . . ? C8 C3 C4 C5 177.2(8) . . . . ? Ir1 C3 C4 C5 59.6(6) . . . . ? C2 C3 C4 C9 -179.9(9) . . . . ? C8 C3 C4 C9 -4.5(15) . . . . ? Ir1 C3 C4 C9 -122.1(9) . . . . ? C2 C3 C4 Ir1 -57.8(6) . . . . ? C8 C3 C4 Ir1 117.6(9) . . . . ? O1 Ir1 C4 C3 -136.3(5) . . . . ? N1 Ir1 C4 C3 134.7(6) . . . . ? C5 Ir1 C4 C3 118.4(7) . . . . ? C1 Ir1 C4 C3 80.1(6) . . . . ? C2 Ir1 C4 C3 36.4(5) . . . . ? Cl1 Ir1 C4 C3 -49.6(6) . . . . ? O1 Ir1 C4 C5 105.3(5) . . . . ? N1 Ir1 C4 C5 16.3(9) . . . . ? C1 Ir1 C4 C5 -38.4(5) . . . . ? C2 Ir1 C4 C5 -82.1(5) . . . . ? C3 Ir1 C4 C5 -118.4(7) . . . . ? Cl1 Ir1 C4 C5 -168.1(4) . . . . ? O1 Ir1 C4 C9 -11.4(8) . . . . ? N1 Ir1 C4 C9 -100.4(9) . . . . ? C5 Ir1 C4 C9 -116.7(9) . . . . ? C1 Ir1 C4 C9 -155.0(8) . . . . ? C2 Ir1 C4 C9 161.3(8) . . . . ? C3 Ir1 C4 C9 124.9(10) . . . . ? Cl1 Ir1 C4 C9 75.2(8) . . . . ? C2 C1 C5 C4 -3.1(10) . . . . ? C6 C1 C5 C4 179.7(8) . . . . ? Ir1 C1 C5 C4 -62.8(6) . . . . ? C2 C1 C5 C10 -179.1(9) . . . . ? C6 C1 C5 C10 3.7(15) . . . . ? Ir1 C1 C5 C10 121.2(10) . . . . ? C2 C1 C5 Ir1 59.8(6) . . . . ? C6 C1 C5 Ir1 -117.5(9) . . . . ? C3 C4 C5 C1 0.8(10) . . . . ? C9 C4 C5 C1 -177.6(8) . . . . ? Ir1 C4 C5 C1 62.9(6) . . . . ? C3 C4 C5 C10 176.8(9) . . . . ? C9 C4 C5 C10 -1.6(15) . . . . ? Ir1 C4 C5 C10 -121.1(9) . . . . ? C3 C4 C5 Ir1 -62.1(6) . . . . ? C9 C4 C5 Ir1 119.5(9) . . . . ? O1 Ir1 C5 C1 160.8(5) . . . . ? N1 Ir1 C5 C1 71.4(5) . . . . ? C4 Ir1 C5 C1 -116.5(7) . . . . ? C2 Ir1 C5 C1 -37.0(5) . . . . ? C3 Ir1 C5 C1 -79.9(5) . . . . ? Cl1 Ir1 C5 C1 -80.2(10) . . . . ? O1 Ir1 C5 C4 -82.7(5) . . . . ? N1 Ir1 C5 C4 -172.1(4) . . . . ? C1 Ir1 C5 C4 116.5(7) . . . . ? C2 Ir1 C5 C4 79.5(5) . . . . ? C3 Ir1 C5 C4 36.6(5) . . . . ? Cl1 Ir1 C5 C4 36.3(11) . . . . ? O1 Ir1 C5 C10 39.0(8) . . . . ? N1 Ir1 C5 C10 -50.3(9) . . . . ? C1 Ir1 C5 C10 -121.7(10) . . . . ? C4 Ir1 C5 C10 121.7(10) . . . . ? C2 Ir1 C5 C10 -158.8(9) . . . . ? C3 Ir1 C5 C10 158.3(9) . . . . ? Cl1 Ir1 C5 C10 158.0(6) . . . . ? C16 C11 C12 C13 0.8(13) . . . . ? C17 C11 C12 C13 176.9(8) . . . . ? C16 C11 C12 N1 -179.9(8) . . . . ? C17 C11 C12 N1 -3.7(13) . . . . ? Ir1 N1 C12 C13 -132.7(7) . . . . ? Ir2 N1 C12 C13 94.5(8) . . . . ? Ir1 N1 C12 C11 48.0(9) . . . . ? Ir2 N1 C12 C11 -84.9(9) . . . . ? C11 C12 C13 C14 -1.6(13) . . . . ? N1 C12 C13 C14 179.0(8) . . . . ? C12 C13 C14 C15 2.6(14) . . . . ? C13 C14 C15 C16 -2.7(14) . . . . ? C12 C11 C16 C15 -0.9(14) . . . . ? C17 C11 C16 C15 -177.4(8) . . . . ? C14 C15 C16 C11 1.8(14) . . . . ? Ir1 O1 C17 O2 168.2(6) . . . . ? Ir1 O1 C17 C11 -13.3(11) . . . . ? C16 C11 C17 O2 -22.9(12) . . . . ? C12 C11 C17 O2 160.9(9) . . . . ? C16 C11 C17 O1 158.6(8) . . . . ? C12 C11 C17 O1 -17.6(13) . . . . ? C19 Ir2 C18 C22 -117.8(7) . . . . ? N1 Ir2 C18 C22 66.6(6) . . . . ? C21 Ir2 C18 C22 -38.0(5) . . . . ? C20 Ir2 C18 C22 -80.7(5) . . . . ? Cl2 Ir2 C18 C22 151.2(4) . . . . ? Cl1 Ir2 C18 C22 -107.7(7) . . . . ? C22 Ir2 C18 C19 117.8(7) . . . . ? N1 Ir2 C18 C19 -175.6(4) . . . . ? C21 Ir2 C18 C19 79.9(6) . . . . ? C20 Ir2 C18 C19 37.2(5) . . . . ? Cl2 Ir2 C18 C19 -90.9(5) . . . . ? Cl1 Ir2 C18 C19 10.2(9) . . . . ? C19 Ir2 C18 C23 122.6(10) . . . . ? C22 Ir2 C18 C23 -119.5(10) . . . . ? N1 Ir2 C18 C23 -52.9(9) . . . . ? C21 Ir2 C18 C23 -157.5(9) . . . . ? C20 Ir2 C18 C23 159.8(9) . . . . ? Cl2 Ir2 C18 C23 31.7(8) . . . . ? Cl1 Ir2 C18 C23 132.8(7) . . . . ? C22 C18 C19 C20 0.9(11) . . . . ? C23 C18 C19 C20 176.6(9) . . . . ? Ir2 C18 C19 C20 -61.6(7) . . . . ? C22 C18 C19 C24 -177.4(9) . . . . ? C23 C18 C19 C24 -1.8(16) . . . . ? Ir2 C18 C19 C24 120.1(10) . . . . ? C22 C18 C19 Ir2 62.5(6) . . . . ? C23 C18 C19 Ir2 -121.9(9) . . . . ? C18 Ir2 C19 C20 118.2(8) . . . . ? C22 Ir2 C19 C20 80.6(6) . . . . ? N1 Ir2 C19 C20 131.0(10) . . . . ? C21 Ir2 C19 C20 36.4(5) . . . . ? Cl2 Ir2 C19 C20 -148.3(5) . . . . ? Cl1 Ir2 C19 C20 -57.1(6) . . . . ? C22 Ir2 C19 C18 -37.7(5) . . . . ? N1 Ir2 C19 C18 12.8(13) . . . . ? C21 Ir2 C19 C18 -81.8(6) . . . . ? C20 Ir2 C19 C18 -118.2(8) . . . . ? Cl2 Ir2 C19 C18 93.5(5) . . . . ? Cl1 Ir2 C19 C18 -175.4(4) . . . . ? C18 Ir2 C19 C24 -119.6(10) . . . . ? C22 Ir2 C19 C24 -157.2(9) . . . . ? N1 Ir2 C19 C24 -106.8(12) . . . . ? C21 Ir2 C19 C24 158.6(9) . . . . ? C20 Ir2 C19 C24 122.2(10) . . . . ? Cl2 Ir2 C19 C24 -26.1(8) . . . . ? Cl1 Ir2 C19 C24 65.1(8) . . . . ? C18 C19 C20 C21 0.7(11) . . . . ? C24 C19 C20 C21 179.1(9) . . . . ? Ir2 C19 C20 C21 -59.6(7) . . . . ? C18 C19 C20 C25 179.2(9) . . . . ? C24 C19 C20 C25 -2.4(16) . . . . ? Ir2 C19 C20 C25 118.9(10) . . . . ? C18 C19 C20 Ir2 60.3(6) . . . . ? C24 C19 C20 Ir2 -121.3(10) . . . . ? C18 Ir2 C20 C19 -37.8(5) . . . . ? C22 Ir2 C20 C19 -80.8(6) . . . . ? N1 Ir2 C20 C19 -154.2(6) . . . . ? C21 Ir2 C20 C19 -120.3(8) . . . . ? Cl2 Ir2 C20 C19 41.1(6) . . . . ? Cl1 Ir2 C20 C19 131.6(5) . . . . ? C18 Ir2 C20 C21 82.5(6) . . . . ? C19 Ir2 C20 C21 120.3(8) . . . . ? C22 Ir2 C20 C21 39.5(5) . . . . ? N1 Ir2 C20 C21 -33.9(9) . . . . ? Cl2 Ir2 C20 C21 161.3(4) . . . . ? Cl1 Ir2 C20 C21 -108.2(5) . . . . ? C18 Ir2 C20 C25 -159.7(9) . . . . ? C19 Ir2 C20 C25 -122.0(10) . . . . ? C22 Ir2 C20 C25 157.2(9) . . . . ? N1 Ir2 C20 C25 83.8(10) . . . . ? C21 Ir2 C20 C25 117.8(10) . . . . ? Cl2 Ir2 C20 C25 -80.9(8) . . . . ? Cl1 Ir2 C20 C25 9.6(8) . . . . ? C19 C20 C21 C22 -2.0(10) . . . . ? C25 C20 C21 C22 179.4(9) . . . . ? Ir2 C20 C21 C22 -61.3(6) . . . . ? C19 C20 C21 C26 -175.5(9) . . . . ? C25 C20 C21 C26 5.9(15) . . . . ? Ir2 C20 C21 C26 125.1(9) . . . . ? C19 C20 C21 Ir2 59.4(7) . . . . ? C25 C20 C21 Ir2 -119.3(9) . . . . ? C18 Ir2 C21 C20 -79.1(6) . . . . ? C19 Ir2 C21 C20 -36.1(5) . . . . ? C22 Ir2 C21 C20 -116.1(8) . . . . ? N1 Ir2 C21 C20 162.2(5) . . . . ? Cl2 Ir2 C21 C20 -50.5(10) . . . . ? Cl1 Ir2 C21 C20 77.8(5) . . . . ? C18 Ir2 C21 C22 36.9(5) . . . . ? C19 Ir2 C21 C22 79.9(6) . . . . ? N1 Ir2 C21 C22 -81.7(6) . . . . ? C20 Ir2 C21 C22 116.1(8) . . . . ? Cl2 Ir2 C21 C22 65.6(10) . . . . ? Cl1 Ir2 C21 C22 -166.2(5) . . . . ? C18 Ir2 C21 C26 157.8(10) . . . . ? C19 Ir2 C21 C26 -159.2(10) . . . . ? C22 Ir2 C21 C26 120.9(11) . . . . ? N1 Ir2 C21 C26 39.2(9) . . . . ? C20 Ir2 C21 C26 -123.1(11) . . . . ? Cl2 Ir2 C21 C26 -173.5(5) . . . . ? Cl1 Ir2 C21 C26 -45.3(9) . . . . ? C19 C18 C22 C21 -2.2(10) . . . . ? C23 C18 C22 C21 -177.9(8) . . . . ? Ir2 C18 C22 C21 60.0(6) . . . . ? C19 C18 C22 C27 173.5(9) . . . . ? C23 C18 C22 C27 -2.3(15) . . . . ? Ir2 C18 C22 C27 -124.3(9) . . . . ? C19 C18 C22 Ir2 -62.2(6) . . . . ? C23 C18 C22 Ir2 122.1(9) . . . . ? C20 C21 C22 C18 2.5(10) . . . . ? C26 C21 C22 C18 176.1(8) . . . . ? Ir2 C21 C22 C18 -59.4(6) . . . . ? C20 C21 C22 C27 -173.2(9) . . . . ? C26 C21 C22 C27 0.4(15) . . . . ? Ir2 C21 C22 C27 124.8(9) . . . . ? C20 C21 C22 Ir2 62.0(6) . . . . ? C26 C21 C22 Ir2 -124.4(9) . . . . ? C19 Ir2 C22 C18 37.9(5) . . . . ? N1 Ir2 C22 C18 -129.0(5) . . . . ? C21 Ir2 C22 C18 118.7(7) . . . . ? C20 Ir2 C22 C18 80.4(5) . . . . ? Cl2 Ir2 C22 C18 -38.3(6) . . . . ? Cl1 Ir2 C22 C18 140.9(4) . . . . ? C18 Ir2 C22 C21 -118.7(7) . . . . ? C19 Ir2 C22 C21 -80.9(6) . . . . ? N1 Ir2 C22 C21 112.3(5) . . . . ? C20 Ir2 C22 C21 -38.3(5) . . . . ? Cl2 Ir2 C22 C21 -157.0(4) . . . . ? Cl1 Ir2 C22 C21 22.2(7) . . . . ? C18 Ir2 C22 C27 121.2(10) . . . . ? C19 Ir2 C22 C27 159.1(10) . . . . ? N1 Ir2 C22 C27 -7.7(9) . . . . ? C21 Ir2 C22 C27 -120.0(11) . . . . ? C20 Ir2 C22 C27 -158.4(10) . . . . ? Cl2 Ir2 C22 C27 82.9(9) . . . . ? Cl1 Ir2 C22 C27 -97.9(8) . . . . ? C33 C28 C29 C30 -1.4(17) . . . . ? C28 C29 C30 C31 1.3(19) . . . . ? C29 C30 C31 C32 -2(2) . . . . ? C30 C31 C32 C33 2.4(19) . . . . ? C31 C32 C33 C28 -2.5(19) . . . . ? C29 C28 C33 C32 2.0(18) . . . . ? _diffrn_measured_fraction_theta_max 0.923 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 2.634 _refine_diff_density_min -1.529 _refine_diff_density_rms 0.245