# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email 'gladysz@chem.tamu.edu ' _publ_contact_author_name 'John A.Gladysz' _publ_author_name 'John A.Gladysz' data_pdz12_0m _database_code_depnum_ccdc_archive 'CCDC 873356' #TrackingRef '- 20 PDZ12_0m.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H21 Ir' _chemical_formula_weight 405.53 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' 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 8.371(3) _cell_length_b 11.414(4) _cell_length_c 14.760(5) _cell_angle_alpha 87.652(4) _cell_angle_beta 88.522(4) _cell_angle_gamma 79.837(4) _cell_volume 1386.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7386 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 27.95 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.942 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 9.604 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1073 _exptl_absorpt_correction_T_max 0.4786 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16005 _diffrn_reflns_av_R_equivalents 0.0476 _diffrn_reflns_av_sigmaI/netI 0.0604 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.97 _reflns_number_total 6511 _reflns_number_gt 5287 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0497P)^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 6511 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0445 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0981 _refine_ls_wR_factor_gt 0.0855 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 0.38286(2) 0.71906(2) 0.104515(15) 0.01593(8) Uani 1 1 d . . . Ir2 Ir 0.25909(2) 0.71907(2) 0.603247(15) 0.01471(8) Uani 1 1 d . . . C1 C 0.5736(7) 0.6282(6) 0.1903(4) 0.0218(13) Uani 1 1 d . . . H1 H 0.4980 0.6139 0.2348 0.026 Uiso 1 1 calc R . . C2 C 0.5809(7) 0.5751(6) 0.1022(5) 0.0231(14) Uani 1 1 d . . . H2 H 0.5755 0.4956 0.0941 0.028 Uiso 1 1 calc R . . C3 C 0.5971(7) 0.6582(6) 0.0301(4) 0.0223(13) Uani 1 1 d . . . H3 H 0.6021 0.6390 -0.0306 0.027 Uiso 1 1 calc R . . C4 C 0.6050(7) 0.7761(6) 0.0604(4) 0.0220(13) Uani 1 1 d . . . H4 H 0.5469 0.8442 0.0322 0.026 Uiso 1 1 calc R . . C5 C 0.7103(7) 0.7831(6) 0.1388(5) 0.0251(15) Uani 1 1 d . . . H5 H 0.7816 0.8368 0.1404 0.030 Uiso 1 1 calc R . . C6 C 0.6934(7) 0.7066(6) 0.2055(4) 0.0246(14) Uani 1 1 d . . . H6 H 0.7523 0.7018 0.2586 0.030 Uiso 1 1 calc R . . C7 C 0.1575(7) 0.7512(6) 0.1868(4) 0.0241(14) Uani 1 1 d . . . C8 C 0.1281(7) 0.6788(6) 0.1144(4) 0.0193(13) Uani 1 1 d . . . C9 C 0.1438(6) 0.7430(6) 0.0302(4) 0.0179(12) Uani 1 1 d . . . C10 C 0.1861(7) 0.8542(6) 0.0508(4) 0.0192(13) Uani 1 1 d . . . C11 C 0.1920(7) 0.8642(6) 0.1476(5) 0.0221(14) Uani 1 1 d . . . C12 C 0.1341(9) 0.7239(7) 0.2862(5) 0.0319(16) Uani 1 1 d . . . H12A H 0.0253 0.7572 0.3047 0.048 Uiso 1 1 calc R . . H12B H 0.2097 0.7579 0.3202 0.048 Uiso 1 1 calc R . . H12C H 0.1524 0.6392 0.2973 0.048 Uiso 1 1 calc R . . C13 C 0.0799(8) 0.5589(6) 0.1238(5) 0.0322(17) Uani 1 1 d . . . H13A H 0.1286 0.5172 0.1768 0.048 Uiso 1 1 calc R . . H13B H 0.1163 0.5144 0.0712 0.048 Uiso 1 1 calc R . . H13C H -0.0361 0.5681 0.1296 0.048 Uiso 1 1 calc R . . C14 C 0.1050(8) 0.7076(8) -0.0617(5) 0.0347(18) Uani 1 1 d . . . H14A H 0.1281 0.6223 -0.0646 0.052 Uiso 1 1 calc R . . H14B H 0.1697 0.7420 -0.1066 0.052 Uiso 1 1 calc R . . H14C H -0.0080 0.7355 -0.0732 0.052 Uiso 1 1 calc R . . C15 C 0.2138(9) 0.9519(7) -0.0168(5) 0.0365(18) Uani 1 1 d . . . H15A H 0.2695 1.0066 0.0119 0.055 Uiso 1 1 calc R . . H15B H 0.1111 0.9935 -0.0383 0.055 Uiso 1 1 calc R . . H15C H 0.2783 0.9177 -0.0670 0.055 Uiso 1 1 calc R . . C16 C 0.2145(9) 0.9691(7) 0.1990(6) 0.0389(19) Uani 1 1 d . . . H16A H 0.2790 1.0161 0.1633 0.058 Uiso 1 1 calc R . . H16B H 0.2685 0.9427 0.2546 0.058 Uiso 1 1 calc R . . H16C H 0.1105 1.0165 0.2122 0.058 Uiso 1 1 calc R . . C17 C 0.1182(7) 0.6344(6) 0.7000(4) 0.0188(12) Uani 1 1 d . . . H17 H 0.2004 0.6267 0.7422 0.023 Uiso 1 1 calc R . . C18 C 0.1384(7) 0.5707(6) 0.6151(4) 0.0207(13) Uani 1 1 d . . . H18 H 0.1858 0.4909 0.6116 0.025 Uiso 1 1 calc R . . C19 C 0.0791(7) 0.6424(6) 0.5399(4) 0.0195(13) Uani 1 1 d . . . H19 H 0.0833 0.6153 0.4811 0.023 Uiso 1 1 calc R . . C20 C 0.0089(7) 0.7659(6) 0.5637(5) 0.0213(13) Uani 1 1 d . . . H20 H 0.0320 0.8312 0.5293 0.026 Uiso 1 1 calc R . . C21 C -0.0992(7) 0.7810(6) 0.6446(5) 0.0227(14) Uani 1 1 d . . . H21 H -0.1975 0.8337 0.6458 0.027 Uiso 1 1 calc R . . C22 C -0.0436(7) 0.7130(6) 0.7146(4) 0.0208(13) Uani 1 1 d . . . H22 H -0.1005 0.7133 0.7696 0.025 Uiso 1 1 calc R . . C23 C 0.4681(7) 0.7543(6) 0.6774(4) 0.0200(13) Uani 1 1 d . . . C24 C 0.5350(7) 0.6899(6) 0.5990(4) 0.0174(13) Uani 1 1 d . . . C25 C 0.4811(7) 0.7562(6) 0.5211(4) 0.0179(13) Uani 1 1 d . . . C26 C 0.3783(7) 0.8640(6) 0.5471(4) 0.0206(13) Uani 1 1 d . . . C27 C 0.3737(7) 0.8650(6) 0.6459(4) 0.0201(13) Uani 1 1 d . . . C28 C 0.5074(8) 0.7186(7) 0.7734(4) 0.0267(15) Uani 1 1 d . . . H28A H 0.5958 0.7550 0.7917 0.040 Uiso 1 1 calc R . . H28B H 0.5378 0.6335 0.7791 0.040 Uiso 1 1 calc R . . H28C H 0.4140 0.7441 0.8114 0.040 Uiso 1 1 calc R . . C29 C 0.6473(7) 0.5694(6) 0.6012(5) 0.0244(14) Uani 1 1 d . . . H29A H 0.6329 0.5279 0.5476 0.037 Uiso 1 1 calc R . . H29B H 0.6220 0.5234 0.6539 0.037 Uiso 1 1 calc R . . H29C H 0.7580 0.5810 0.6036 0.037 Uiso 1 1 calc R . . C30 C 0.5342(8) 0.7271(7) 0.4251(4) 0.0279(15) Uani 1 1 d . . . H30A H 0.6413 0.7444 0.4141 0.042 Uiso 1 1 calc R . . H30B H 0.4601 0.7742 0.3838 0.042 Uiso 1 1 calc R . . H30C H 0.5350 0.6441 0.4164 0.042 Uiso 1 1 calc R . . C31 C 0.2987(8) 0.9626(6) 0.4859(5) 0.0305(16) Uani 1 1 d . . . H31A H 0.3661 1.0224 0.4789 0.046 Uiso 1 1 calc R . . H31B H 0.1954 0.9971 0.5116 0.046 Uiso 1 1 calc R . . H31C H 0.2832 0.9321 0.4277 0.046 Uiso 1 1 calc R . . C32 C 0.2972(9) 0.9653(6) 0.7027(5) 0.0339(17) Uani 1 1 d . . . H32A H 0.2514 0.9342 0.7569 0.051 Uiso 1 1 calc R . . H32B H 0.2131 1.0157 0.6692 0.051 Uiso 1 1 calc R . . H32C H 0.3779 1.0108 0.7186 0.051 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 0.01212(12) 0.01463(14) 0.02091(14) 0.00019(10) 0.00052(9) -0.00231(9) Ir2 0.01111(12) 0.01413(14) 0.01858(13) 0.00070(9) 0.00175(9) -0.00196(9) C1 0.013(3) 0.026(4) 0.026(3) 0.005(3) 0.002(2) -0.003(2) C2 0.012(3) 0.019(3) 0.036(4) -0.005(3) -0.002(3) 0.002(2) C3 0.013(3) 0.028(4) 0.024(3) -0.005(3) 0.002(2) 0.003(2) C4 0.015(3) 0.024(4) 0.026(3) 0.005(3) -0.002(2) -0.003(3) C5 0.016(3) 0.024(4) 0.037(4) -0.003(3) 0.001(3) -0.006(3) C6 0.015(3) 0.035(4) 0.023(3) -0.003(3) -0.001(2) 0.000(3) C7 0.013(3) 0.032(4) 0.023(3) 0.003(3) 0.001(2) 0.006(3) C8 0.008(3) 0.022(3) 0.029(3) -0.007(3) 0.004(2) -0.003(2) C9 0.009(2) 0.019(3) 0.026(3) 0.002(3) -0.001(2) -0.002(2) C10 0.015(3) 0.019(3) 0.023(3) 0.003(3) 0.001(2) -0.002(2) C11 0.014(3) 0.020(3) 0.031(4) -0.003(3) -0.002(3) 0.002(2) C12 0.030(4) 0.038(5) 0.024(4) 0.001(3) 0.003(3) 0.002(3) C13 0.025(3) 0.018(4) 0.053(5) -0.003(3) 0.010(3) -0.003(3) C14 0.023(3) 0.053(5) 0.030(4) -0.011(4) -0.004(3) -0.010(3) C15 0.030(4) 0.026(4) 0.051(5) 0.018(3) 0.005(3) -0.003(3) C16 0.033(4) 0.034(5) 0.052(5) -0.020(4) 0.002(4) -0.008(3) C17 0.012(3) 0.021(3) 0.024(3) 0.005(3) 0.001(2) -0.003(2) C18 0.015(3) 0.014(3) 0.034(4) -0.003(3) 0.003(3) -0.005(2) C19 0.016(3) 0.022(3) 0.022(3) -0.005(3) 0.004(2) -0.007(2) C20 0.017(3) 0.014(3) 0.032(4) 0.004(3) -0.003(3) -0.001(2) C21 0.009(3) 0.022(4) 0.036(4) -0.007(3) 0.003(2) 0.002(2) C22 0.017(3) 0.022(3) 0.024(3) -0.005(3) 0.005(2) -0.006(2) C23 0.012(3) 0.028(4) 0.022(3) -0.004(3) 0.005(2) -0.009(3) C24 0.011(3) 0.020(3) 0.022(3) 0.003(3) -0.001(2) -0.005(2) C25 0.012(3) 0.023(3) 0.020(3) 0.001(3) 0.005(2) -0.009(2) C26 0.014(3) 0.018(3) 0.029(3) 0.008(3) -0.002(2) -0.005(2) C27 0.017(3) 0.018(3) 0.026(3) -0.006(3) 0.004(2) -0.004(2) C28 0.023(3) 0.035(4) 0.022(3) 0.000(3) 0.002(3) -0.005(3) C29 0.014(3) 0.025(4) 0.033(4) -0.002(3) 0.001(3) 0.000(3) C30 0.021(3) 0.041(4) 0.022(3) -0.008(3) 0.004(3) -0.005(3) C31 0.027(3) 0.025(4) 0.040(4) 0.006(3) -0.002(3) -0.006(3) C32 0.033(4) 0.022(4) 0.047(5) -0.014(3) 0.011(3) -0.005(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 C3 2.104(6) . ? Ir1 C2 2.119(6) . ? Ir1 C4 2.153(6) . ? Ir1 C1 2.154(6) . ? Ir1 C10 2.189(6) . ? Ir1 C11 2.192(6) . ? Ir1 C7 2.201(6) . ? Ir1 C8 2.259(5) . ? Ir1 C9 2.275(6) . ? Ir2 C18 2.119(6) . ? Ir2 C19 2.125(6) . ? Ir2 C17 2.137(6) . ? Ir2 C20 2.157(6) . ? Ir2 C27 2.185(6) . ? Ir2 C23 2.192(6) . ? Ir2 C26 2.202(6) . ? Ir2 C24 2.274(6) . ? Ir2 C25 2.285(5) . ? C1 C2 1.453(9) . ? C1 C6 1.484(8) . ? C1 H1 0.9300 . ? C2 C3 1.416(9) . ? C2 H2 0.9300 . ? C3 C4 1.449(9) . ? C3 H3 0.9300 . ? C4 C5 1.485(8) . ? C4 H4 0.9300 . ? C5 C6 1.311(9) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.429(9) . ? C7 C11 1.464(10) . ? C7 C12 1.503(9) . ? C8 C9 1.432(9) . ? C8 C13 1.494(9) . ? C9 C10 1.423(8) . ? C9 C14 1.492(9) . ? C10 C11 1.442(9) . ? C10 C15 1.510(9) . ? C11 C16 1.485(9) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C18 1.466(9) . ? C17 C22 1.502(8) . ? C17 H17 0.9300 . ? C18 C19 1.400(9) . ? C18 H18 0.9300 . ? C19 C20 1.481(9) . ? C19 H19 0.9300 . ? C20 C21 1.477(9) . ? C20 H20 0.9300 . ? C21 C22 1.311(9) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 C27 1.435(9) . ? C23 C24 1.444(8) . ? C23 C28 1.487(9) . ? C24 C25 1.391(9) . ? C24 C29 1.522(9) . ? C25 C26 1.431(9) . ? C25 C30 1.506(8) . ? C26 C27 1.458(9) . ? C26 C31 1.486(9) . ? C27 C32 1.489(8) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? 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 C3 Ir1 C2 39.2(2) . . ? C3 Ir1 C4 39.8(2) . . ? C2 Ir1 C4 68.1(3) . . ? C3 Ir1 C1 68.1(2) . . ? C2 Ir1 C1 39.7(2) . . ? C4 Ir1 C1 72.3(2) . . ? C3 Ir1 C10 122.9(2) . . ? C2 Ir1 C10 157.7(3) . . ? C4 Ir1 C10 106.0(2) . . ? C1 Ir1 C10 161.4(2) . . ? C3 Ir1 C11 150.5(3) . . ? C2 Ir1 C11 163.9(3) . . ? C4 Ir1 C11 114.0(2) . . ? C1 Ir1 C11 124.5(2) . . ? C10 Ir1 C11 38.4(2) . . ? C3 Ir1 C7 170.5(3) . . ? C2 Ir1 C7 132.4(3) . . ? C4 Ir1 C7 148.6(3) . . ? C1 Ir1 C7 107.8(2) . . ? C10 Ir1 C7 63.6(2) . . ? C11 Ir1 C7 38.9(2) . . ? C3 Ir1 C8 136.8(2) . . ? C2 Ir1 C8 118.8(2) . . ? C4 Ir1 C8 164.9(2) . . ? C1 Ir1 C8 122.0(2) . . ? C10 Ir1 C8 62.3(2) . . ? C11 Ir1 C8 63.6(2) . . ? C7 Ir1 C8 37.4(2) . . ? C3 Ir1 C9 117.6(2) . . ? C2 Ir1 C9 129.1(2) . . ? C4 Ir1 C9 128.1(2) . . ? C1 Ir1 C9 155.9(2) . . ? C10 Ir1 C9 37.1(2) . . ? C11 Ir1 C9 63.4(2) . . ? C7 Ir1 C9 62.5(2) . . ? C8 Ir1 C9 36.8(2) . . ? C18 Ir2 C19 38.5(2) . . ? C18 Ir2 C17 40.3(2) . . ? C19 Ir2 C17 68.2(2) . . ? C18 Ir2 C20 68.3(2) . . ? C19 Ir2 C20 40.5(2) . . ? C17 Ir2 C20 72.8(2) . . ? C18 Ir2 C27 158.5(3) . . ? C19 Ir2 C27 155.3(3) . . ? C17 Ir2 C27 119.0(2) . . ? C20 Ir2 C27 116.3(2) . . ? C18 Ir2 C23 129.3(2) . . ? C19 Ir2 C23 166.4(3) . . ? C17 Ir2 C23 105.6(2) . . ? C20 Ir2 C23 151.2(2) . . ? C27 Ir2 C23 38.3(2) . . ? C18 Ir2 C26 162.6(3) . . ? C19 Ir2 C26 126.7(2) . . ? C17 Ir2 C26 155.5(2) . . ? C20 Ir2 C26 105.5(2) . . ? C27 Ir2 C26 38.8(2) . . ? C23 Ir2 C26 63.7(2) . . ? C18 Ir2 C24 119.8(2) . . ? C19 Ir2 C24 135.3(2) . . ? C17 Ir2 C24 124.4(2) . . ? C20 Ir2 C24 161.8(2) . . ? C27 Ir2 C24 62.9(2) . . ? C23 Ir2 C24 37.7(2) . . ? C26 Ir2 C24 61.7(2) . . ? C18 Ir2 C25 133.2(2) . . ? C19 Ir2 C25 119.7(2) . . ? C17 Ir2 C25 159.0(2) . . ? C20 Ir2 C25 126.6(2) . . ? C27 Ir2 C25 62.9(2) . . ? C23 Ir2 C25 62.0(2) . . ? C26 Ir2 C25 37.1(2) . . ? C24 Ir2 C25 35.5(2) . . ? C2 C1 C6 116.4(5) . . ? C2 C1 Ir1 68.8(3) . . ? C6 C1 Ir1 110.2(4) . . ? C2 C1 H1 121.8 . . ? C6 C1 H1 121.8 . . ? Ir1 C1 H1 90.8 . . ? C3 C2 C1 112.4(6) . . ? C3 C2 Ir1 69.8(3) . . ? C1 C2 Ir1 71.5(3) . . ? C3 C2 H2 123.8 . . ? C1 C2 H2 123.8 . . ? Ir1 C2 H2 126.5 . . ? C2 C3 C4 113.3(6) . . ? C2 C3 Ir1 71.0(3) . . ? C4 C3 Ir1 71.9(3) . . ? C2 C3 H3 123.4 . . ? C4 C3 H3 123.4 . . ? Ir1 C3 H3 125.3 . . ? C3 C4 C5 116.8(6) . . ? C3 C4 Ir1 68.3(3) . . ? C5 C4 Ir1 110.8(4) . . ? C3 C4 H4 121.6 . . ? C5 C4 H4 121.6 . . ? Ir1 C4 H4 90.8 . . ? C6 C5 C4 113.9(6) . . ? C6 C5 H5 123.1 . . ? C4 C5 H5 123.1 . . ? C5 C6 C1 115.1(6) . . ? C5 C6 H6 122.5 . . ? C1 C6 H6 122.5 . . ? C8 C7 C11 108.3(6) . . ? C8 C7 C12 125.9(6) . . ? C11 C7 C12 125.2(6) . . ? C8 C7 Ir1 73.6(3) . . ? C11 C7 Ir1 70.2(3) . . ? C12 C7 Ir1 128.5(4) . . ? C7 C8 C9 108.6(6) . . ? C7 C8 C13 126.4(6) . . ? C9 C8 C13 124.9(6) . . ? C7 C8 Ir1 69.1(3) . . ? C9 C8 Ir1 72.2(3) . . ? C13 C8 Ir1 127.1(4) . . ? C10 C9 C8 107.4(5) . . ? C10 C9 C14 125.4(6) . . ? C8 C9 C14 126.9(6) . . ? C10 C9 Ir1 68.2(3) . . ? C8 C9 Ir1 71.0(3) . . ? C14 C9 Ir1 131.3(4) . . ? C9 C10 C11 110.0(5) . . ? C9 C10 C15 126.3(6) . . ? C11 C10 C15 123.6(6) . . ? C9 C10 Ir1 74.7(4) . . ? C11 C10 Ir1 70.9(3) . . ? C15 C10 Ir1 123.1(4) . . ? C10 C11 C7 105.6(5) . . ? C10 C11 C16 128.2(7) . . ? C7 C11 C16 126.0(6) . . ? C10 C11 Ir1 70.7(3) . . ? C7 C11 Ir1 70.9(3) . . ? C16 C11 Ir1 126.5(4) . . ? C7 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C7 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C22 115.8(5) . . ? C18 C17 Ir2 69.2(3) . . ? C22 C17 Ir2 109.5(4) . . ? C18 C17 H17 122.1 . . ? C22 C17 H17 122.1 . . ? Ir2 C17 H17 91.2 . . ? C19 C18 C17 113.0(6) . . ? C19 C18 Ir2 71.0(3) . . ? C17 C18 Ir2 70.5(3) . . ? C19 C18 H18 123.5 . . ? C17 C18 H18 123.5 . . ? Ir2 C18 H18 126.7 . . ? C18 C19 C20 112.9(5) . . ? C18 C19 Ir2 70.5(3) . . ? C20 C19 Ir2 70.9(3) . . ? C18 C19 H19 123.6 . . ? C20 C19 H19 123.6 . . ? Ir2 C19 H19 126.7 . . ? C21 C20 C19 117.1(6) . . ? C21 C20 Ir2 110.5(4) . . ? C19 C20 Ir2 68.6(3) . . ? C21 C20 H20 121.5 . . ? C19 C20 H20 121.5 . . ? Ir2 C20 H20 90.8 . . ? C22 C21 C20 113.7(6) . . ? C22 C21 H21 123.2 . . ? C20 C21 H21 123.2 . . ? C21 C22 C17 115.5(6) . . ? C21 C22 H22 122.3 . . ? C17 C22 H22 122.3 . . ? C27 C23 C24 107.8(6) . . ? C27 C23 C28 126.1(6) . . ? C24 C23 C28 125.7(6) . . ? C27 C23 Ir2 70.6(3) . . ? C24 C23 Ir2 74.2(3) . . ? C28 C23 Ir2 126.5(4) . . ? C25 C24 C23 108.9(6) . . ? C25 C24 C29 125.6(6) . . ? C23 C24 C29 125.5(6) . . ? C25 C24 Ir2 72.7(3) . . ? C23 C24 Ir2 68.1(3) . . ? C29 C24 Ir2 125.6(4) . . ? C24 C25 C26 108.8(5) . . ? C24 C25 C30 126.2(6) . . ? C26 C25 C30 124.7(6) . . ? C24 C25 Ir2 71.8(3) . . ? C26 C25 Ir2 68.3(3) . . ? C30 C25 Ir2 130.5(4) . . ? C25 C26 C27 107.8(5) . . ? C25 C26 C31 127.1(6) . . ? C27 C26 C31 125.0(6) . . ? C25 C26 Ir2 74.6(3) . . ? C27 C26 Ir2 70.0(3) . . ? C31 C26 Ir2 124.2(4) . . ? C23 C27 C26 106.6(5) . . ? C23 C27 C32 126.6(6) . . ? C26 C27 C32 126.7(6) . . ? C23 C27 Ir2 71.1(3) . . ? C26 C27 Ir2 71.2(3) . . ? C32 C27 Ir2 126.2(4) . . ? C23 C28 H28A 109.5 . . ? C23 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C23 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C24 C29 H29A 109.5 . . ? C24 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C24 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C25 C30 H30A 109.5 . . ? C25 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C25 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C26 C31 H31A 109.5 . . ? C26 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C26 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C27 C32 H32A 109.5 . . ? C27 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C27 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.97 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 2.679 _refine_diff_density_min -2.643 _refine_diff_density_rms 0.242