# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Maria Garralda' _publ_contact_author_email MARIAANGELES.GARRALDA@EHU.ES _publ_section_title ; New Hydridoirida-?-diketones Derived from 8-Quinoline-carbaldehyde and o-(Diphenylphosphino)benzaldehyde ; loop_ _publ_author_name 'Maria Garralda' 'Roberto Ciganda' 'Lourdes Ibarlucea' 'Elena Pinilla' 'M.Rosario Torres' # Attachment 'B902232EManuscript_Compound_2_4_9.cif' data_compound_2 _database_code_depnum_ccdc_archive 'CCDC 718373' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H22 Cl Ir N O2 P, C H Cl3' _chemical_formula_sum 'C30 H23 Cl4 Ir N O2 P' _chemical_formula_weight 794.46 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.885(3) _cell_length_b 11.159(3) _cell_length_c 15.768(5) _cell_angle_alpha 75.022(5) _cell_angle_beta 86.646(5) _cell_angle_gamma 74.942(5) _cell_volume 1458.4(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.809 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772 _exptl_absorpt_coefficient_mu 5.028 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.3138 _exptl_absorpt_correction_T_max 0.7198 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7427 _diffrn_reflns_av_R_equivalents 0.0465 _diffrn_reflns_av_sigmaI/netI 0.0900 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5035 _reflns_number_gt 4125 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0700P)^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 5035 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1323 _refine_ls_wR_factor_gt 0.1236 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.007 _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 0.75274(4) 0.56948(3) 0.17952(2) 0.02514(14) Uani 1 1 d . . . H1 H 0.7498 0.4749 0.1111 0.030 Uiso 1 1 d R . . Cl1 Cl 0.7828(3) 0.6890(2) 0.28790(16) 0.0375(6) Uani 1 1 d . . . P1 P 0.9028(3) 0.3612(2) 0.24446(15) 0.0277(5) Uani 1 1 d . . . O1 O 0.6867(9) 0.8224(6) 0.0546(5) 0.0481(19) Uani 1 1 d . . . O2 O 0.9568(9) 0.6915(7) 0.0596(5) 0.052(2) Uani 1 1 d . . . H2 H 0.8072 0.7589 0.0479 0.050 Uiso 1 1 d . . . N1 N 0.5222(9) 0.5688(7) 0.2307(5) 0.0300(18) Uani 1 1 d . . . C1 C 0.6346(11) 0.7422(9) 0.1109(6) 0.034(2) Uani 1 1 d . . . C2 C 0.4735(12) 0.4762(10) 0.2878(6) 0.040(2) Uani 1 1 d . . . H2A H 0.5464 0.3999 0.3119 0.048 Uiso 1 1 calc R . . C3 C 0.3183(13) 0.4881(12) 0.3133(7) 0.050(3) Uani 1 1 d . . . H3 H 0.2890 0.4200 0.3522 0.060 Uiso 1 1 calc R . . C4 C 0.2094(12) 0.6011(12) 0.2805(7) 0.049(3) Uani 1 1 d . . . H4 H 0.1060 0.6111 0.2979 0.059 Uiso 1 1 calc R . . C5 C 0.1543(14) 0.8207(14) 0.1844(9) 0.066(4) Uani 1 1 d . . . H5 H 0.0496 0.8364 0.1996 0.079 Uiso 1 1 calc R . . C6 C 0.2104(15) 0.9169(14) 0.1255(9) 0.074(4) Uani 1 1 d . . . H6 H 0.1434 0.9972 0.1032 0.089 Uiso 1 1 calc R . . C7 C 0.3652(13) 0.8927(10) 0.1003(7) 0.053(3) Uani 1 1 d . . . H7 H 0.3991 0.9568 0.0597 0.063 Uiso 1 1 calc R . . C8 C 0.4694(12) 0.7782(10) 0.1330(6) 0.039(2) Uani 1 1 d . . . C9 C 0.4118(11) 0.6823(9) 0.1967(6) 0.035(2) Uani 1 1 d . . . C10 C 0.2559(11) 0.7017(11) 0.2201(7) 0.043(3) Uani 1 1 d . . . C11 C 0.9439(11) 0.5864(9) 0.1170(6) 0.032(2) Uani 1 1 d . . . C12 C 1.0885(12) 0.4797(10) 0.1276(6) 0.037(2) Uani 1 1 d . . . C13 C 1.2234(12) 0.4978(12) 0.0819(6) 0.049(3) Uani 1 1 d . . . H13 H 1.2262 0.5771 0.0451 0.059 Uiso 1 1 calc R . . C14 C 1.3542(13) 0.3934(13) 0.0928(7) 0.062(4) Uani 1 1 d . . . H14 H 1.4452 0.4023 0.0624 0.074 Uiso 1 1 calc R . . C15 C 1.3483(14) 0.2791(13) 0.1477(9) 0.068(4) Uani 1 1 d . . . H15 H 1.4363 0.2104 0.1552 0.082 Uiso 1 1 calc R . . C16 C 1.2155(13) 0.2629(11) 0.1923(8) 0.057(3) Uani 1 1 d . . . H16 H 1.2135 0.1828 0.2282 0.069 Uiso 1 1 calc R . . C17 C 1.0850(11) 0.3631(10) 0.1848(6) 0.035(2) Uani 1 1 d . . . C18 C 0.8431(11) 0.2311(9) 0.2197(6) 0.035(2) Uani 1 1 d . . . C19 C 0.7721(15) 0.1493(10) 0.2812(9) 0.060(3) Uani 1 1 d . . . H19 H 0.7590 0.1595 0.3381 0.072 Uiso 1 1 calc R . . C20 C 0.7208(18) 0.0539(13) 0.2605(13) 0.083(5) Uani 1 1 d . . . H20 H 0.6752 0.0001 0.3033 0.100 Uiso 1 1 calc R . . C21 C 0.7365(17) 0.0385(14) 0.1786(15) 0.092(7) Uani 1 1 d . . . H21 H 0.7027 -0.0268 0.1653 0.110 Uiso 1 1 calc R . . C22 C 0.8023(17) 0.1186(16) 0.1136(12) 0.085(6) Uani 1 1 d . . . H22 H 0.8099 0.1081 0.0568 0.102 Uiso 1 1 calc R . . C23 C 0.8579(13) 0.2164(11) 0.1332(8) 0.053(3) Uani 1 1 d . . . H23 H 0.9032 0.2697 0.0899 0.064 Uiso 1 1 calc R . . C24 C 0.9631(11) 0.3001(10) 0.3598(6) 0.037(2) Uani 1 1 d . . . C25 C 0.9347(17) 0.3798(12) 0.4144(7) 0.065(4) Uani 1 1 d . . . H25 H 0.8830 0.4655 0.3926 0.078 Uiso 1 1 calc R . . C26 C 0.980(2) 0.3371(15) 0.5003(8) 0.102(6) Uani 1 1 d . . . H26 H 0.9577 0.3941 0.5359 0.122 Uiso 1 1 calc R . . C27 C 1.0571(19) 0.2141(14) 0.5350(8) 0.075(4) Uani 1 1 d . . . H27 H 1.0871 0.1860 0.5939 0.090 Uiso 1 1 calc R . . C28 C 1.0898(16) 0.1323(13) 0.4822(8) 0.069(4) Uani 1 1 d . . . H28 H 1.1425 0.0471 0.5050 0.083 Uiso 1 1 calc R . . C29 C 1.0454(14) 0.1748(11) 0.3944(7) 0.053(3) Uani 1 1 d . . . H29 H 1.0712 0.1183 0.3585 0.064 Uiso 1 1 calc R . . C30 C 0.505(2) 0.2120(15) 0.5734(10) 0.088(5) Uiso 1 1 d . . . H30 H 0.4015 0.2305 0.5997 0.106 Uiso 1 1 calc R . . Cl2 Cl 0.6312(8) 0.0985(6) 0.6507(4) 0.144(2) Uiso 1 1 d . . . Cl3 Cl 0.4886(8) 0.1647(6) 0.4790(4) 0.149(2) Uiso 1 1 d . . . Cl4 Cl 0.5599(12) 0.3517(10) 0.5380(6) 0.230(4) 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 Ir1 0.0244(2) 0.0241(2) 0.0237(2) -0.00577(13) 0.00067(13) -0.00099(14) Cl1 0.0313(13) 0.0397(14) 0.0447(13) -0.0204(11) -0.0021(10) -0.0041(10) P1 0.0271(13) 0.0238(12) 0.0291(12) -0.0062(9) -0.0029(9) -0.0009(10) O1 0.049(5) 0.032(4) 0.051(4) -0.002(3) 0.004(3) 0.001(3) O2 0.044(5) 0.044(4) 0.054(5) 0.005(4) 0.015(3) -0.007(4) N1 0.031(4) 0.023(4) 0.033(4) -0.008(3) -0.009(3) 0.000(3) C1 0.034(5) 0.036(6) 0.031(5) -0.006(4) -0.005(4) -0.008(4) C2 0.033(6) 0.046(6) 0.044(6) -0.005(5) -0.003(4) -0.017(5) C3 0.040(6) 0.065(8) 0.052(7) -0.015(6) 0.002(5) -0.023(6) C4 0.020(5) 0.077(9) 0.054(7) -0.024(6) 0.002(5) -0.010(5) C5 0.030(6) 0.084(10) 0.070(9) -0.024(7) -0.013(6) 0.015(7) C6 0.055(9) 0.066(9) 0.074(9) -0.014(7) -0.019(7) 0.035(7) C7 0.048(7) 0.039(6) 0.054(7) -0.006(5) -0.014(5) 0.016(5) C8 0.035(6) 0.044(6) 0.030(5) -0.005(4) -0.005(4) -0.001(5) C9 0.028(5) 0.040(6) 0.037(5) -0.014(4) -0.008(4) -0.002(4) C10 0.025(5) 0.052(7) 0.050(6) -0.019(5) -0.008(5) 0.000(5) C11 0.024(5) 0.038(6) 0.033(5) -0.008(4) 0.002(4) -0.006(4) C12 0.035(6) 0.047(6) 0.030(5) -0.014(4) 0.002(4) -0.006(5) C13 0.037(6) 0.066(8) 0.033(6) -0.008(5) 0.008(4) 0.000(5) C14 0.038(7) 0.085(10) 0.048(7) -0.007(6) 0.017(5) -0.005(6) C15 0.036(7) 0.073(9) 0.073(9) -0.013(7) 0.012(6) 0.018(6) C16 0.042(7) 0.043(7) 0.067(8) -0.004(6) 0.000(6) 0.014(5) C17 0.030(5) 0.044(6) 0.030(5) -0.015(4) -0.002(4) -0.001(4) C18 0.029(5) 0.029(5) 0.042(6) -0.007(4) -0.010(4) 0.004(4) C19 0.061(8) 0.037(7) 0.076(9) 0.003(6) -0.023(7) -0.014(6) C20 0.077(11) 0.047(8) 0.124(14) 0.005(8) -0.044(10) -0.029(7) C21 0.053(9) 0.040(8) 0.19(2) -0.037(11) -0.059(12) 0.004(7) C22 0.062(9) 0.083(11) 0.116(13) -0.076(10) -0.051(9) 0.033(8) C23 0.048(7) 0.053(7) 0.060(7) -0.032(6) -0.009(6) 0.005(6) C24 0.036(6) 0.042(6) 0.031(5) -0.009(4) 0.001(4) -0.007(5) C25 0.103(11) 0.047(7) 0.036(6) -0.009(5) 0.002(6) -0.007(7) C26 0.182(19) 0.082(11) 0.036(7) -0.027(7) -0.011(9) -0.008(11) C27 0.108(12) 0.074(10) 0.040(7) -0.003(7) -0.021(7) -0.021(9) C28 0.073(9) 0.061(8) 0.056(8) 0.010(6) -0.036(7) -0.004(7) C29 0.058(7) 0.046(7) 0.045(6) -0.014(5) -0.017(5) 0.010(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 C11 1.941(9) . ? Ir1 C1 1.998(9) . ? Ir1 N1 2.158(8) . ? Ir1 P1 2.355(2) . ? Ir1 Cl1 2.488(2) . ? Ir1 H1 1.6992 . ? P1 C18 1.805(10) . ? P1 C24 1.828(9) . ? P1 C17 1.826(10) . ? O1 C1 1.248(11) . ? O1 H2 1.1363 . ? O2 C11 1.310(11) . ? O2 H2 1.3437 . ? N1 C2 1.332(12) . ? N1 C9 1.385(11) . ? C1 C8 1.464(14) . ? C2 C3 1.395(15) . ? C2 H2A 0.9300 . ? C3 C4 1.372(15) . ? C3 H3 0.9300 . ? C4 C10 1.407(16) . ? C4 H4 0.9300 . ? C5 C10 1.395(15) . ? C5 C6 1.40(2) . ? C5 H5 0.9300 . ? C6 C7 1.386(17) . ? C6 H6 0.9300 . ? C7 C8 1.362(13) . ? C7 H7 0.9300 . ? C8 C9 1.444(14) . ? C9 C10 1.388(14) . ? C11 C12 1.491(13) . ? C12 C17 1.385(14) . ? C12 C13 1.395(14) . ? C13 C14 1.398(15) . ? C13 H13 0.9300 . ? C14 C15 1.356(17) . ? C14 H14 0.9300 . ? C15 C16 1.366(17) . ? C15 H15 0.9300 . ? C16 C17 1.372(13) . ? C16 H16 0.9300 . ? C18 C23 1.410(14) . ? C18 C19 1.394(15) . ? C19 C20 1.378(18) . ? C19 H19 0.9300 . ? C20 C21 1.34(2) . ? C20 H20 0.9300 . ? C21 C22 1.39(2) . ? C21 H21 0.9300 . ? C22 C23 1.414(19) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C29 1.382(14) . ? C24 C25 1.360(15) . ? C25 C26 1.362(16) . ? C25 H25 0.9300 . ? C26 C27 1.348(19) . ? C26 H26 0.9300 . ? C27 C28 1.356(19) . ? C27 H27 0.9300 . ? C28 C29 1.387(15) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 Cl4 1.701(18) . ? C30 Cl3 1.727(16) . ? C30 Cl2 1.724(16) . ? C30 H30 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 C1 92.1(4) . . ? C11 Ir1 N1 171.2(3) . . ? C1 Ir1 N1 80.3(3) . . ? C11 Ir1 P1 83.4(3) . . ? C1 Ir1 P1 173.3(3) . . ? N1 Ir1 P1 103.7(2) . . ? C11 Ir1 Cl1 95.7(3) . . ? C1 Ir1 Cl1 83.5(3) . . ? N1 Ir1 Cl1 87.9(2) . . ? P1 Ir1 Cl1 101.99(8) . . ? C11 Ir1 H1 81.9 . . ? C1 Ir1 H1 102.6 . . ? N1 Ir1 H1 95.3 . . ? P1 Ir1 H1 71.9 . . ? Cl1 Ir1 H1 173.6 . . ? C18 P1 C24 103.9(4) . . ? C18 P1 C17 103.9(5) . . ? C24 P1 C17 104.3(4) . . ? C18 P1 Ir1 116.1(3) . . ? C24 P1 Ir1 125.6(3) . . ? C17 P1 Ir1 100.3(3) . . ? C1 O1 H2 98.1 . . ? C11 O2 H2 101.5 . . ? C2 N1 C9 117.3(9) . . ? C2 N1 Ir1 129.5(6) . . ? C9 N1 Ir1 113.2(6) . . ? O1 C1 C8 117.7(8) . . ? O1 C1 Ir1 127.5(7) . . ? C8 C1 Ir1 114.8(7) . . ? N1 C2 C3 123.2(10) . . ? N1 C2 H2A 118.4 . . ? C3 C2 H2A 118.4 . . ? C4 C3 C2 119.4(11) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C10 119.2(10) . . ? C3 C4 H4 120.4 . . ? C10 C4 H4 120.4 . . ? C10 C5 C6 119.9(11) . . ? C10 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C7 C6 C5 120.3(11) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C6 C7 C8 122.2(12) . . ? C6 C7 H7 118.9 . . ? C8 C7 H7 118.9 . . ? C7 C8 C1 126.8(10) . . ? C7 C8 C9 116.9(10) . . ? C1 C8 C9 116.3(8) . . ? N1 C9 C10 122.6(9) . . ? N1 C9 C8 115.2(9) . . ? C10 C9 C8 122.2(9) . . ? C5 C10 C9 118.4(11) . . ? C5 C10 C4 123.4(11) . . ? C9 C10 C4 118.2(9) . . ? O2 C11 C12 113.6(8) . . ? O2 C11 Ir1 123.2(7) . . ? C12 C11 Ir1 123.2(7) . . ? C17 C12 C13 121.3(9) . . ? C17 C12 C11 118.0(9) . . ? C13 C12 C11 120.8(9) . . ? C14 C13 C12 118.2(11) . . ? C14 C13 H13 120.9 . . ? C12 C13 H13 120.9 . . ? C13 C14 C15 119.9(11) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C16 C15 C14 121.2(11) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C15 C16 C17 121.0(11) . . ? C15 C16 H16 119.5 . . ? C17 C16 H16 119.5 . . ? C16 C17 C12 118.3(10) . . ? C16 C17 P1 126.8(9) . . ? C12 C17 P1 114.9(7) . . ? C23 C18 C19 118.0(11) . . ? C23 C18 P1 119.3(8) . . ? C19 C18 P1 122.6(9) . . ? C20 C19 C18 122.1(14) . . ? C20 C19 H19 119.0 . . ? C18 C19 H19 119.0 . . ? C21 C20 C19 120.1(15) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C22 120.8(14) . . ? C20 C21 H21 119.6 . . ? C22 C21 H21 119.6 . . ? C23 C22 C21 120.4(14) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C22 C23 C18 118.6(14) . . ? C22 C23 H23 120.7 . . ? C18 C23 H23 120.7 . . ? C29 C24 C25 117.0(10) . . ? C29 C24 P1 122.5(8) . . ? C25 C24 P1 120.4(8) . . ? C26 C25 C24 121.6(12) . . ? C26 C25 H25 119.2 . . ? C24 C25 H25 119.2 . . ? C27 C26 C25 121.6(13) . . ? C27 C26 H26 119.2 . . ? C25 C26 H26 119.2 . . ? C26 C27 C28 118.4(12) . . ? C26 C27 H27 120.8 . . ? C28 C27 H27 120.8 . . ? C27 C28 C29 120.6(12) . . ? C27 C28 H28 119.7 . . ? C29 C28 H28 119.7 . . ? C24 C29 C28 120.7(11) . . ? C24 C29 H29 119.6 . . ? C28 C29 H29 119.6 . . ? Cl4 C30 Cl3 104.8(10) . . ? Cl4 C30 Cl2 112.9(10) . . ? Cl3 C30 Cl2 113.8(10) . . ? Cl4 C30 H30 108.4 . . ? Cl3 C30 H30 108.4 . . ? Cl2 C30 H30 108.4 . . ? 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 C11 Ir1 P1 C18 -114.4(5) . . . . ? C1 Ir1 P1 C18 -65(2) . . . . ? N1 Ir1 P1 C18 60.4(4) . . . . ? Cl1 Ir1 P1 C18 151.2(4) . . . . ? C11 Ir1 P1 C24 112.8(5) . . . . ? C1 Ir1 P1 C24 162(2) . . . . ? N1 Ir1 P1 C24 -72.5(5) . . . . ? Cl1 Ir1 P1 C24 18.3(4) . . . . ? C11 Ir1 P1 C17 -3.2(4) . . . . ? C1 Ir1 P1 C17 46(2) . . . . ? N1 Ir1 P1 C17 171.6(4) . . . . ? Cl1 Ir1 P1 C17 -97.7(3) . . . . ? C11 Ir1 N1 C2 146(2) . . . . ? C1 Ir1 N1 C2 176.7(9) . . . . ? P1 Ir1 N1 C2 2.2(8) . . . . ? Cl1 Ir1 N1 C2 -99.6(8) . . . . ? C11 Ir1 N1 C9 -33(2) . . . . ? C1 Ir1 N1 C9 -2.4(6) . . . . ? P1 Ir1 N1 C9 -176.8(6) . . . . ? Cl1 Ir1 N1 C9 81.3(6) . . . . ? C11 Ir1 C1 O1 -3.8(9) . . . . ? N1 Ir1 C1 O1 -179.3(9) . . . . ? P1 Ir1 C1 O1 -52(3) . . . . ? Cl1 Ir1 C1 O1 91.7(9) . . . . ? C11 Ir1 C1 C8 178.7(7) . . . . ? N1 Ir1 C1 C8 3.2(7) . . . . ? P1 Ir1 C1 C8 130(2) . . . . ? Cl1 Ir1 C1 C8 -85.8(7) . . . . ? C9 N1 C2 C3 0.9(14) . . . . ? Ir1 N1 C2 C3 -178.1(7) . . . . ? N1 C2 C3 C4 -1.8(16) . . . . ? C2 C3 C4 C10 1.5(16) . . . . ? C10 C5 C6 C7 2(2) . . . . ? C5 C6 C7 C8 -2(2) . . . . ? C6 C7 C8 C1 179.7(11) . . . . ? C6 C7 C8 C9 -0.8(17) . . . . ? O1 C1 C8 C7 -2.0(16) . . . . ? Ir1 C1 C8 C7 175.7(9) . . . . ? O1 C1 C8 C9 178.5(9) . . . . ? Ir1 C1 C8 C9 -3.8(11) . . . . ? C2 N1 C9 C10 0.2(14) . . . . ? Ir1 N1 C9 C10 179.4(7) . . . . ? C2 N1 C9 C8 -178.2(8) . . . . ? Ir1 N1 C9 C8 1.0(10) . . . . ? C7 C8 C9 N1 -177.9(9) . . . . ? C1 C8 C9 N1 1.7(13) . . . . ? C7 C8 C9 C10 3.7(15) . . . . ? C1 C8 C9 C10 -176.7(9) . . . . ? C6 C5 C10 C9 0.7(18) . . . . ? C6 C5 C10 C4 179.1(12) . . . . ? N1 C9 C10 C5 178.0(10) . . . . ? C8 C9 C10 C5 -3.7(15) . . . . ? N1 C9 C10 C4 -0.4(15) . . . . ? C8 C9 C10 C4 177.8(10) . . . . ? C3 C4 C10 C5 -178.8(11) . . . . ? C3 C4 C10 C9 -0.4(16) . . . . ? C1 Ir1 C11 O2 5.4(9) . . . . ? N1 Ir1 C11 O2 36(3) . . . . ? P1 Ir1 C11 O2 -179.7(8) . . . . ? Cl1 Ir1 C11 O2 -78.2(8) . . . . ? C1 Ir1 C11 C12 -172.7(8) . . . . ? N1 Ir1 C11 C12 -142.1(19) . . . . ? P1 Ir1 C11 C12 2.2(7) . . . . ? Cl1 Ir1 C11 C12 103.7(8) . . . . ? O2 C11 C12 C17 -178.0(9) . . . . ? Ir1 C11 C12 C17 0.3(13) . . . . ? O2 C11 C12 C13 2.6(14) . . . . ? Ir1 C11 C12 C13 -179.1(8) . . . . ? C17 C12 C13 C14 2.3(16) . . . . ? C11 C12 C13 C14 -178.4(10) . . . . ? C12 C13 C14 C15 -1.0(19) . . . . ? C13 C14 C15 C16 1(2) . . . . ? C14 C15 C16 C17 -2(2) . . . . ? C15 C16 C17 C12 3.1(18) . . . . ? C15 C16 C17 P1 -175.9(10) . . . . ? C13 C12 C17 C16 -3.3(15) . . . . ? C11 C12 C17 C16 177.3(9) . . . . ? C13 C12 C17 P1 175.8(8) . . . . ? C11 C12 C17 P1 -3.5(12) . . . . ? C18 P1 C17 C16 -56.1(11) . . . . ? C24 P1 C17 C16 52.4(11) . . . . ? Ir1 P1 C17 C16 -176.5(9) . . . . ? C18 P1 C17 C12 124.8(7) . . . . ? C24 P1 C17 C12 -126.6(8) . . . . ? Ir1 P1 C17 C12 4.4(8) . . . . ? C24 P1 C18 C23 -150.8(8) . . . . ? C17 P1 C18 C23 -42.0(8) . . . . ? Ir1 P1 C18 C23 67.1(8) . . . . ? C24 P1 C18 C19 33.9(9) . . . . ? C17 P1 C18 C19 142.8(8) . . . . ? Ir1 P1 C18 C19 -108.2(8) . . . . ? C23 C18 C19 C20 1.7(16) . . . . ? P1 C18 C19 C20 177.1(10) . . . . ? C18 C19 C20 C21 -1(2) . . . . ? C19 C20 C21 C22 -1(2) . . . . ? C20 C21 C22 C23 2(2) . . . . ? C21 C22 C23 C18 -0.7(17) . . . . ? C19 C18 C23 C22 -0.9(15) . . . . ? P1 C18 C23 C22 -176.4(8) . . . . ? C18 P1 C24 C29 39.7(11) . . . . ? C17 P1 C24 C29 -68.9(10) . . . . ? Ir1 P1 C24 C29 177.0(8) . . . . ? C18 P1 C24 C25 -143.7(10) . . . . ? C17 P1 C24 C25 107.8(10) . . . . ? Ir1 P1 C24 C25 -6.4(12) . . . . ? C29 C24 C25 C26 -2(2) . . . . ? P1 C24 C25 C26 -179.1(13) . . . . ? C24 C25 C26 C27 1(3) . . . . ? C25 C26 C27 C28 0(3) . . . . ? C26 C27 C28 C29 0(2) . . . . ? C25 C24 C29 C28 2.9(18) . . . . ? P1 C24 C29 C28 179.6(10) . . . . ? C27 C28 C29 C24 -2(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 O1 H2 O2 1.14 1.34 2.458(10) 164.8 . _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 2.665 _refine_diff_density_min -2.226 _refine_diff_density_rms 0.211 #==============================================================END data_compound_4 _database_code_depnum_ccdc_archive 'CCDC 718374' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C68 H50 Ir2 N4 O4 P2, 2(C H4 O), 2(Cl O4), 3(C H Cl3)' _chemical_formula_sum 'C73 H61 Cl11 Ir2 N4 O14 P2' _chemical_formula_weight 2054.55 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.3394(13) _cell_length_b 24.166(2) _cell_length_c 16.4514(18) _cell_angle_alpha 90.00 _cell_angle_beta 119.119(2) _cell_angle_gamma 90.00 _cell_volume 4980.3(8) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2020 _exptl_absorpt_coefficient_mu 3.048 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6578 _exptl_absorpt_correction_T_max 0.7112 _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 20 _diffrn_reflns_number 26051 _diffrn_reflns_av_R_equivalents 0.0882 _diffrn_reflns_av_sigmaI/netI 0.1649 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8645 _reflns_number_gt 3332 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Some phenyl rings have been refined isotropically as riding group and the perchlorate group was not refined. In the last cycles of refinement residual electronic density was found partially assigned to a solvent molecule of CH3OH, which was included with a common C--O distance restraint and not refined. The final refinement show high values of residual non-modelled electronic density due to the bad quality of the crystal. Therefore the SQUEEZE program, was used to calculate the solvent disordered area and to remove its contribution to the overall intensity data. 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^)+(0.0800P)^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 8645 _refine_ls_number_parameters 325 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1396 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_ref 0.1897 _refine_ls_wR_factor_gt 0.1749 _refine_ls_goodness_of_fit_ref 0.910 _refine_ls_restrained_S_all 0.910 _refine_ls_shift/su_max 0.052 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.59665(4) 0.99870(3) 0.63500(3) 0.03943(18) Uani 1 1 d . . . P1 P 0.7720(3) 0.99056(19) 0.7290(3) 0.0592(12) Uani 1 1 d . . . O1 O 0.4279(7) 1.0038(4) 0.5524(6) 0.053(2) Uani 1 1 d . . . O2 O 0.6383(9) 1.1086(4) 0.5966(9) 0.081(4) Uani 1 1 d . . . C1 C 0.6312(10) 1.0005(7) 0.5342(9) 0.047(3) Uani 1 1 d . . . C2 C 0.7486(10) 1.0049(8) 0.5594(10) 0.060(4) Uani 1 1 d . . . C3 C 0.8261(11) 1.0050(7) 0.6553(11) 0.068(4) Uani 1 1 d . . . C4 C 0.9315(12) 1.0184(6) 0.6807(10) 0.058(4) Uani 1 1 d . . . H4 H 0.9832 1.0182 0.7432 0.069 Uiso 1 1 calc R . . C5 C 0.9600(13) 1.0319(8) 0.6142(12) 0.086(6) Uani 1 1 d . . . H5 H 1.0298 1.0423 0.6319 0.103 Uiso 1 1 calc R . . C6 C 0.8865(14) 1.0300(8) 0.5241(12) 0.093(7) Uani 1 1 d . . . H6 H 0.9068 1.0378 0.4795 0.112 Uiso 1 1 calc R . . C7 C 0.7788(15) 1.0163(8) 0.4947(14) 0.097(7) Uani 1 1 d . . . H7 H 0.7291 1.0153 0.4316 0.116 Uiso 1 1 calc R . . C8 C 0.8350(8) 1.0356(5) 0.8320(9) 0.083(7) Uani 1 1 d G . . C9 C 0.8596(9) 1.0176(5) 0.9205(12) 0.106(8) Uani 1 1 d G . . H9 H 0.8514 0.9805 0.9306 0.127 Uiso 1 1 calc R . . C10 C 0.8965(10) 1.0551(8) 0.9937(8) 0.142(11) Uani 1 1 d G . . H10 H 0.9130 1.0430 1.0529 0.171 Uiso 1 1 calc R . . C11 C 0.9088(10) 1.1105(7) 0.9785(9) 0.175(15) Uani 1 1 d G . . H11 H 0.9335 1.1356 1.0276 0.210 Uiso 1 1 calc R . . C12 C 0.8842(10) 1.1285(4) 0.8901(11) 0.110(8) Uani 1 1 d G . . H12 H 0.8924 1.1656 0.8799 0.132 Uiso 1 1 calc R . . C13 C 0.8473(9) 1.0910(5) 0.8168(8) 0.083(6) Uani 1 1 d G . . H13 H 0.8308 1.1031 0.7576 0.100 Uiso 1 1 calc R . . C14 C 0.8182(10) 0.9194(4) 0.7713(8) 0.083(6) Uani 1 1 d G . . C15 C 0.8938(9) 0.8944(6) 0.7537(8) 0.078(5) Uani 1 1 d G . . H15 H 0.9247 0.9143 0.7244 0.093 Uiso 1 1 calc R . . C16 C 0.9232(9) 0.8397(6) 0.7796(9) 0.102(7) Uani 1 1 d G . . H16 H 0.9738 0.8230 0.7678 0.123 Uiso 1 1 calc R . . C17 C 0.8771(11) 0.8100(4) 0.8233(9) 0.122(10) Uani 1 1 d G . . H17 H 0.8968 0.7734 0.8406 0.147 Uiso 1 1 calc R . . C18 C 0.8014(11) 0.8350(5) 0.8410(8) 0.099(7) Uani 1 1 d G . . H18 H 0.7706 0.8151 0.8702 0.119 Uiso 1 1 calc R . . C19 C 0.7720(8) 0.8897(5) 0.8150(8) 0.083(6) Uani 1 1 d G . . H19 H 0.7214 0.9064 0.8268 0.100 Uiso 1 1 calc R . . C20 C 0.6024(13) 1.0772(7) 0.6335(12) 0.075(6) Uani 1 1 d . . . C21 C 0.5841(12) 1.1072(6) 0.7092(11) 0.058(4) Uani 1 1 d . . . C22 C 0.5606(11) 1.0714(6) 0.7666(10) 0.050(4) Uani 1 1 d . . . N1 N 0.5631(9) 1.0150(4) 0.7519(7) 0.044(3) Uani 1 1 d . . . C23 C 0.5503(12) 0.9792(6) 0.8052(9) 0.052(4) Uani 1 1 d . . . H23 H 0.5524 0.9414 0.7957 0.062 Uiso 1 1 calc R . . C24 C 0.5329(14) 0.9996(8) 0.8790(11) 0.090(6) Uani 1 1 d . . . H24 H 0.5208 0.9742 0.9153 0.108 Uiso 1 1 calc R . . C25 C 0.5333(15) 1.0546(7) 0.8977(12) 0.081(6) Uani 1 1 d . . . H25 H 0.5261 1.0670 0.9479 0.097 Uiso 1 1 calc R . . C26 C 0.5453(13) 1.0922(6) 0.8369(11) 0.061(4) Uani 1 1 d . . . C27 C 0.5460(17) 1.1454(7) 0.8508(13) 0.105(8) Uani 1 1 d . . . H27 H 0.5332 1.1592 0.8972 0.127 Uiso 1 1 calc R . . C28 C 0.5672(19) 1.1825(8) 0.7924(17) 0.136(10) Uani 1 1 d . . . H28 H 0.5722 1.2203 0.8041 0.163 Uiso 1 1 calc R . . C29 C 0.5806(14) 1.1616(6) 0.7163(12) 0.073(5) Uani 1 1 d . . . H29 H 0.5866 1.1852 0.6745 0.088 Uiso 1 1 calc R . . N2 N 0.5592(9) 0.9081(3) 0.6186(7) 0.068(4) Uani 1 1 d G . . C30 C 0.6116(8) 0.8730(5) 0.5871(7) 0.070(5) Uani 1 1 d G . . H30 H 0.6670 0.8864 0.5787 0.084 Uiso 1 1 calc R . . C31 C 0.5811(11) 0.8178(4) 0.5683(9) 0.208(18) Uani 1 1 d G . . H31 H 0.6161 0.7944 0.5472 0.250 Uiso 1 1 calc R . . C32 C 0.4981(12) 0.7978(4) 0.5809(11) 0.42(5) Uani 1 1 d G . . H32 H 0.4777 0.7609 0.5683 0.510 Uiso 1 1 calc R . . C33 C 0.4457(10) 0.8329(5) 0.6124(10) 0.119(9) Uani 1 1 d G . . H33 H 0.3903 0.8195 0.6208 0.143 Uiso 1 1 calc R . . C34 C 0.4762(10) 0.8881(5) 0.6312(8) 0.113(8) Uani 1 1 d G . . H34 H 0.4412 0.9115 0.6523 0.135 Uiso 1 1 calc R . . Cl1 Cl 0.5130 0.8247 0.8946 0.103 Uiso 1 1 d . . . O3 O 0.4836 0.8656 0.9422 0.166 Uiso 1 1 d . . . O4 O 0.5894 0.8550 0.8831 0.199 Uiso 1 1 d . . . O5 O 0.4348 0.8043 0.8165 0.228 Uiso 1 1 d . . . O6 O 0.5830 0.7808 0.9475 0.338 Uiso 1 1 d . . . O7 O 0.7182 0.7000 0.8956 0.196 Uiso 1 1 d D . . H7A H 0.6817 0.7218 0.9096 0.294 Uiso 1 1 d R . . C38 C 0.8223 0.7004 0.9777 0.253 Uiso 1 1 d D . . H38A H 0.8403 0.7375 1.0009 0.380 Uiso 1 1 calc R . . H38B H 0.8745 0.6867 0.9621 0.380 Uiso 1 1 calc R . . H38C H 0.8212 0.6772 1.0246 0.380 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 0.0485(3) 0.0401(3) 0.0333(3) -0.0019(4) 0.0228(2) -0.0012(4) P1 0.062(2) 0.075(3) 0.045(2) -0.002(2) 0.028(2) 0.003(3) O1 0.063(6) 0.057(6) 0.037(5) 0.006(7) 0.023(5) -0.005(7) O2 0.104(10) 0.055(7) 0.096(10) -0.005(7) 0.057(9) -0.011(7) C1 0.055(8) 0.036(7) 0.043(8) 0.007(11) 0.016(7) -0.011(11) C2 0.038(8) 0.088(11) 0.051(9) 0.006(12) 0.019(7) -0.010(12) C3 0.038(8) 0.088(12) 0.067(10) 0.010(13) 0.018(8) 0.018(12) C4 0.050(10) 0.075(12) 0.041(9) -0.016(7) 0.017(8) -0.009(8) C5 0.037(11) 0.159(18) 0.055(12) -0.014(12) 0.018(10) -0.017(10) C6 0.059(13) 0.164(18) 0.062(13) 0.046(12) 0.033(11) -0.004(11) C7 0.088(13) 0.14(2) 0.113(15) -0.015(13) 0.092(13) -0.013(12) C8 0.019(9) 0.086(14) 0.104(16) -0.043(12) -0.001(10) 0.020(9) C9 0.047(11) 0.18(2) 0.073(14) 0.011(16) 0.013(11) -0.042(13) C10 0.12(2) 0.21(3) 0.044(14) 0.009(18) -0.005(14) 0.09(2) C11 0.085(18) 0.16(3) 0.14(3) -0.03(2) -0.057(17) 0.064(19) C12 0.102(17) 0.074(14) 0.093(17) -0.041(13) 0.000(14) -0.021(12) C13 0.101(15) 0.060(11) 0.118(18) -0.045(12) 0.077(15) -0.039(11) C14 0.093(15) 0.033(10) 0.077(15) 0.016(9) 0.006(12) 0.005(10) C15 0.075(13) 0.102(15) 0.059(12) -0.009(11) 0.035(11) 0.013(11) C16 0.15(2) 0.091(16) 0.078(15) 0.003(12) 0.060(15) 0.045(15) C17 0.15(2) 0.061(13) 0.090(17) -0.009(12) 0.004(15) 0.052(14) C18 0.14(2) 0.079(14) 0.067(14) 0.027(11) 0.039(14) 0.024(14) C19 0.102(15) 0.088(14) 0.077(14) 0.032(11) 0.057(12) 0.011(12) C20 0.087(13) 0.092(13) 0.074(12) 0.069(11) 0.062(11) 0.032(11) C21 0.060(11) 0.065(11) 0.045(10) -0.006(8) 0.021(9) -0.003(9) C22 0.054(10) 0.064(10) 0.041(9) 0.009(8) 0.031(8) -0.004(8) N1 0.057(8) 0.046(8) 0.028(6) 0.005(5) 0.021(6) 0.001(5) C23 0.075(11) 0.061(9) 0.025(8) 0.002(6) 0.028(8) -0.001(7) C24 0.131(15) 0.101(14) 0.081(12) 0.057(15) 0.087(12) 0.036(16) C25 0.134(18) 0.064(12) 0.066(13) -0.002(10) 0.064(13) 0.013(12) C26 0.081(13) 0.039(9) 0.064(11) -0.018(8) 0.038(10) -0.015(8) C27 0.21(2) 0.056(11) 0.115(17) -0.048(11) 0.132(18) -0.016(13) C28 0.22(3) 0.070(14) 0.19(3) -0.054(16) 0.15(2) -0.005(16) C29 0.118(15) 0.039(9) 0.079(13) 0.001(9) 0.062(12) -0.005(10) N2 0.112(13) 0.034(7) 0.071(10) 0.031(7) 0.056(10) 0.024(8) C30 0.092(14) 0.062(11) 0.040(10) -0.005(9) 0.020(10) 0.030(10) C31 0.26(3) 0.14(2) 0.075(17) -0.073(16) -0.031(19) 0.12(2) C32 0.19(4) 0.30(5) 0.83(11) 0.43(7) 0.28(5) 0.12(3) C33 0.15(2) 0.046(12) 0.16(2) -0.012(13) 0.074(18) 0.018(13) C34 0.20(3) 0.077(15) 0.079(15) 0.028(12) 0.085(18) 0.052(16) _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 1.949(13) . ? Ir1 C20 1.899(17) . ? Ir1 O1 2.125(9) . ? Ir1 N2 2.239(8) . ? Ir1 N1 2.232(10) . ? Ir1 P1 2.229(4) . ? P1 C3 1.763(16) . ? P1 C14 1.852(10) . ? P1 C8 1.839(11) . ? O1 C1 1.259(13) 3_676 ? O2 C20 1.230(15) . ? C1 O1 1.259(13) 3_676 ? C1 C2 1.529(17) . ? C2 C7 1.359(18) . ? C2 C3 1.421(18) . ? C3 C4 1.396(18) . ? C4 C5 1.38(2) . ? C4 H4 0.9300 . ? C5 C6 1.34(2) . ? C5 H5 0.9300 . ? C6 C7 1.41(2) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.3900 . ? C8 C13 1.3900 . ? C9 C10 1.3900 . ? C9 H9 0.9300 . ? C10 C11 1.3900 . ? C10 H10 0.9300 . ? C11 C12 1.3900 . ? C11 H11 0.9300 . ? C12 C13 1.3900 . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.3900 . ? C14 C19 1.3900 . ? C15 C16 1.3900 . ? C15 H15 0.9300 . ? C16 C17 1.3900 . ? C16 H16 0.9300 . ? C17 C18 1.3900 . ? C17 H17 0.9300 . ? C18 C19 1.3900 . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.57(2) . ? C21 C29 1.322(18) . ? C21 C22 1.436(18) . ? C22 N1 1.388(16) . ? C22 C26 1.374(18) . ? N1 C23 1.306(15) . ? C23 C24 1.440(18) . ? C23 H23 0.9300 . ? C24 C25 1.36(2) . ? C24 H24 0.9300 . ? C25 C26 1.42(2) . ? C25 H25 0.9300 . ? C26 C27 1.305(19) . ? C27 C28 1.45(2) . ? C27 H27 0.9300 . ? C28 C29 1.45(2) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? N2 C30 1.3900 . ? N2 C34 1.3900 . ? C30 C31 1.3900 . ? C30 H30 0.9300 . ? C31 C32 1.3900 . ? C31 H31 0.9300 . ? C32 C33 1.3900 . ? C32 H32 0.9300 . ? C33 C34 1.3900 . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? Cl1 O5 1.3230 . ? Cl1 O4 1.4051 . ? Cl1 O6 1.4280 . ? Cl1 O3 1.4461 . ? O7 C38 1.4458 . ? O7 H7A 0.8496 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 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 C1 Ir1 C20 86.3(7) . . ? C1 Ir1 O1 97.9(4) . . ? C20 Ir1 O1 88.7(6) . . ? C1 Ir1 N2 93.7(5) . . ? C20 Ir1 N2 169.8(6) . . ? O1 Ir1 N2 81.2(4) . . ? C1 Ir1 N1 168.5(5) . . ? C20 Ir1 N1 82.2(5) . . ? O1 Ir1 N1 83.4(4) . . ? N2 Ir1 N1 97.8(4) . . ? C1 Ir1 P1 85.6(4) . . ? C20 Ir1 P1 93.2(5) . . ? O1 Ir1 P1 176.1(3) . . ? N2 Ir1 P1 96.9(3) . . ? N1 Ir1 P1 93.5(3) . . ? C3 P1 C14 104.2(7) . . ? C3 P1 C8 109.5(7) . . ? C14 P1 C8 106.1(6) . . ? C3 P1 Ir1 103.4(5) . . ? C14 P1 Ir1 114.8(4) . . ? C8 P1 Ir1 118.0(4) . . ? C1 O1 Ir1 130.5(8) 3_676 . ? O1 C1 C2 111.1(11) 3_676 . ? O1 C1 Ir1 130.6(9) 3_676 . ? C2 C1 Ir1 118.2(9) . . ? C7 C2 C3 119.6(14) . . ? C7 C2 C1 122.0(14) . . ? C3 C2 C1 117.7(12) . . ? C2 C3 C4 118.7(14) . . ? C2 C3 P1 113.3(10) . . ? C4 C3 P1 128.0(12) . . ? C5 C4 C3 120.9(15) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.6 . . ? C6 C5 C4 119.5(16) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? C5 C6 C7 121.8(16) . . ? C5 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? C2 C7 C6 119.4(18) . . ? C2 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C9 C8 C13 120.0 . . ? C9 C8 P1 122.7(10) . . ? C13 C8 P1 117.0(9) . . ? C10 C9 C8 120.0 . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C9 120.0 . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C12 120.0 . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C11 C12 C13 120.0 . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C12 C13 C8 120.0 . . ? C12 C13 H13 120.0 . . ? C8 C13 H13 120.0 . . ? C15 C14 C19 120.0 . . ? C15 C14 P1 119.8(9) . . ? C19 C14 P1 120.1(9) . . ? C16 C15 C14 120.0 . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 120.0 . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C18 C17 C16 120.0 . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C17 C18 C19 120.0 . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C18 C19 C14 120.0 . . ? C18 C19 H19 120.0 . . ? C14 C19 H19 120.0 . . ? O2 C20 C21 112.1(17) . . ? O2 C20 Ir1 130.9(14) . . ? C21 C20 Ir1 115.2(10) . . ? C29 C21 C22 120.7(15) . . ? C29 C21 C20 123.9(15) . . ? C22 C21 C20 115.2(13) . . ? N1 C22 C26 122.3(12) . . ? N1 C22 C21 116.4(13) . . ? C26 C22 C21 121.2(14) . . ? C22 N1 C23 120.6(11) . . ? C22 N1 Ir1 111.0(8) . . ? C23 N1 Ir1 128.4(9) . . ? N1 C23 C24 118.6(14) . . ? N1 C23 H23 120.7 . . ? C24 C23 H23 120.7 . . ? C25 C24 C23 122.7(14) . . ? C25 C24 H24 118.7 . . ? C23 C24 H24 118.7 . . ? C24 C25 C26 116.9(14) . . ? C24 C25 H25 121.6 . . ? C26 C25 H25 121.6 . . ? C22 C26 C27 121.1(16) . . ? C22 C26 C25 118.9(14) . . ? C27 C26 C25 119.9(16) . . ? C28 C27 C26 118.7(15) . . ? C28 C27 H27 120.7 . . ? C26 C27 H27 120.7 . . ? C27 C28 C29 121.1(16) . . ? C27 C28 H28 119.5 . . ? C29 C28 H28 119.5 . . ? C21 C29 C28 116.7(16) . . ? C21 C29 H29 121.6 . . ? C28 C29 H29 121.7 . . ? C30 N2 C34 120.0 . . ? C30 N2 Ir1 120.0(7) . . ? C34 N2 Ir1 119.7(7) . . ? C31 C30 N2 120.0 . . ? C31 C30 H30 120.0 . . ? N2 C30 H30 120.0 . . ? C30 C31 C32 120.0 . . ? C30 C31 H31 120.0 . . ? C32 C31 H31 120.0 . . ? C33 C32 C31 120.0 . . ? C33 C32 H32 120.0 . . ? C31 C32 H32 120.0 . . ? C32 C33 C34 120.0 . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C33 C34 N2 120.0 . . ? C33 C34 H34 120.0 . . ? N2 C34 H34 120.0 . . ? O5 Cl1 O4 114.2 . . ? O5 Cl1 O6 109.2 . . ? O4 Cl1 O6 96.1 . . ? O5 Cl1 O3 116.5 . . ? O4 Cl1 O3 99.7 . . ? O6 Cl1 O3 118.9 . . ? C38 O7 H7A 103.6 . . ? O7 C38 H38A 109.5 . . ? O7 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O7 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 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 P1 C3 11.4(8) . . . . ? C20 Ir1 P1 C3 -74.7(8) . . . . ? O1 Ir1 P1 C3 166(5) . . . . ? N2 Ir1 P1 C3 104.6(7) . . . . ? N1 Ir1 P1 C3 -157.1(7) . . . . ? C1 Ir1 P1 C14 -101.5(7) . . . . ? C20 Ir1 P1 C14 172.5(7) . . . . ? O1 Ir1 P1 C14 54(5) . . . . ? N2 Ir1 P1 C14 -8.3(6) . . . . ? N1 Ir1 P1 C14 90.1(5) . . . . ? C1 Ir1 P1 C8 132.3(7) . . . . ? C20 Ir1 P1 C8 46.2(7) . . . . ? O1 Ir1 P1 C8 -73(5) . . . . ? N2 Ir1 P1 C8 -134.5(6) . . . . ? N1 Ir1 P1 C8 -36.2(6) . . . . ? C1 Ir1 O1 C1 10.8(19) . . . 3_676 ? C20 Ir1 O1 C1 96.9(15) . . . 3_676 ? N2 Ir1 O1 C1 -81.8(15) . . . 3_676 ? N1 Ir1 O1 C1 179.2(15) . . . 3_676 ? P1 Ir1 O1 C1 -144(4) . . . 3_676 ? C20 Ir1 C1 O1 -99.0(18) . . . 3_676 ? O1 Ir1 C1 O1 -10.8(19) . . . 3_676 ? N2 Ir1 C1 O1 70.8(17) . . . 3_676 ? N1 Ir1 C1 O1 -106(2) . . . 3_676 ? P1 Ir1 C1 O1 167.5(17) . . . 3_676 ? C20 Ir1 C1 C2 84.5(13) . . . . ? O1 Ir1 C1 C2 172.6(12) . . . . ? N2 Ir1 C1 C2 -105.7(13) . . . . ? N1 Ir1 C1 C2 77(3) . . . . ? P1 Ir1 C1 C2 -9.0(12) . . . . ? O1 C1 C2 C7 15(3) 3_676 . . . ? Ir1 C1 C2 C7 -167.9(15) . . . . ? O1 C1 C2 C3 -174.5(17) 3_676 . . . ? Ir1 C1 C2 C3 3(2) . . . . ? C7 C2 C3 C4 2(3) . . . . ? C1 C2 C3 C4 -169.1(15) . . . . ? C7 C2 C3 P1 178.8(14) . . . . ? C1 C2 C3 P1 8(2) . . . . ? C14 P1 C3 C2 107.1(14) . . . . ? C8 P1 C3 C2 -139.7(13) . . . . ? Ir1 P1 C3 C2 -13.2(15) . . . . ? C14 P1 C3 C4 -76.0(17) . . . . ? C8 P1 C3 C4 37.1(18) . . . . ? Ir1 P1 C3 C4 163.7(15) . . . . ? C2 C3 C4 C5 1(3) . . . . ? P1 C3 C4 C5 -176.0(14) . . . . ? C3 C4 C5 C6 -3(3) . . . . ? C4 C5 C6 C7 2(3) . . . . ? C3 C2 C7 C6 -2(3) . . . . ? C1 C2 C7 C6 168.4(17) . . . . ? C5 C6 C7 C2 0(3) . . . . ? C3 P1 C8 C9 -142.5(8) . . . . ? C14 P1 C8 C9 -30.6(8) . . . . ? Ir1 P1 C8 C9 99.8(7) . . . . ? C3 P1 C8 C13 44.3(8) . . . . ? C14 P1 C8 C13 156.2(7) . . . . ? Ir1 P1 C8 C13 -73.5(7) . . . . ? C13 C8 C9 C10 0.0 . . . . ? P1 C8 C9 C10 -173.1(8) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? C10 C11 C12 C13 0.0 . . . . ? C11 C12 C13 C8 0.0 . . . . ? C9 C8 C13 C12 0.0 . . . . ? P1 C8 C13 C12 173.5(8) . . . . ? C3 P1 C14 C15 9.6(9) . . . . ? C8 P1 C14 C15 -105.9(7) . . . . ? Ir1 P1 C14 C15 121.9(6) . . . . ? C3 P1 C14 C19 -165.9(8) . . . . ? C8 P1 C14 C19 78.5(7) . . . . ? Ir1 P1 C14 C19 -53.6(7) . . . . ? C19 C14 C15 C16 0.0 . . . . ? P1 C14 C15 C16 -175.6(8) . . . . ? C14 C15 C16 C17 0.0 . . . . ? C15 C16 C17 C18 0.0 . . . . ? C16 C17 C18 C19 0.0 . . . . ? C17 C18 C19 C14 0.0 . . . . ? C15 C14 C19 C18 0.0 . . . . ? P1 C14 C19 C18 175.6(8) . . . . ? C1 Ir1 C20 O2 -14.0(18) . . . . ? O1 Ir1 C20 O2 -112.0(18) . . . . ? N2 Ir1 C20 O2 -105(3) . . . . ? N1 Ir1 C20 O2 164.5(19) . . . . ? P1 Ir1 C20 O2 71.4(18) . . . . ? C1 Ir1 C20 C21 -177.6(12) . . . . ? O1 Ir1 C20 C21 84.4(12) . . . . ? N2 Ir1 C20 C21 92(3) . . . . ? N1 Ir1 C20 C21 0.9(11) . . . . ? P1 Ir1 C20 C21 -92.2(12) . . . . ? O2 C20 C21 C29 16(2) . . . . ? Ir1 C20 C21 C29 -177.0(14) . . . . ? O2 C20 C21 C22 -169.4(14) . . . . ? Ir1 C20 C21 C22 -2.7(19) . . . . ? C29 C21 C22 N1 178.0(15) . . . . ? C20 C21 C22 N1 4(2) . . . . ? C29 C21 C22 C26 -7(3) . . . . ? C20 C21 C22 C26 178.5(15) . . . . ? C26 C22 N1 C23 0(2) . . . . ? C21 C22 N1 C23 175.1(13) . . . . ? C26 C22 N1 Ir1 -177.6(12) . . . . ? C21 C22 N1 Ir1 -2.7(16) . . . . ? C1 Ir1 N1 C22 8(3) . . . . ? C20 Ir1 N1 C22 0.9(10) . . . . ? O1 Ir1 N1 C22 -88.6(9) . . . . ? N2 Ir1 N1 C22 -168.8(9) . . . . ? P1 Ir1 N1 C22 93.7(9) . . . . ? C1 Ir1 N1 C23 -169(2) . . . . ? C20 Ir1 N1 C23 -176.7(13) . . . . ? O1 Ir1 N1 C23 93.8(12) . . . . ? N2 Ir1 N1 C23 13.6(12) . . . . ? P1 Ir1 N1 C23 -83.9(12) . . . . ? C22 N1 C23 C24 0(2) . . . . ? Ir1 N1 C23 C24 177.8(11) . . . . ? N1 C23 C24 C25 -3(3) . . . . ? C23 C24 C25 C26 4(3) . . . . ? N1 C22 C26 C27 178.2(17) . . . . ? C21 C22 C26 C27 4(3) . . . . ? N1 C22 C26 C25 1(2) . . . . ? C21 C22 C26 C25 -173.5(15) . . . . ? C24 C25 C26 C22 -3(3) . . . . ? C24 C25 C26 C27 179.8(19) . . . . ? C22 C26 C27 C28 -2(3) . . . . ? C25 C26 C27 C28 175(2) . . . . ? C26 C27 C28 C29 4(4) . . . . ? C22 C21 C29 C28 8(3) . . . . ? C20 C21 C29 C28 -177.7(17) . . . . ? C27 C28 C29 C21 -7(3) . . . . ? C1 Ir1 N2 C30 30.6(7) . . . . ? C20 Ir1 N2 C30 121(3) . . . . ? O1 Ir1 N2 C30 128.0(6) . . . . ? N1 Ir1 N2 C30 -150.0(6) . . . . ? P1 Ir1 N2 C30 -55.4(6) . . . . ? C1 Ir1 N2 C34 -143.1(7) . . . . ? C20 Ir1 N2 C34 -53(3) . . . . ? O1 Ir1 N2 C34 -45.7(6) . . . . ? N1 Ir1 N2 C34 36.3(6) . . . . ? P1 Ir1 N2 C34 130.8(6) . . . . ? C34 N2 C30 C31 0.0 . . . . ? Ir1 N2 C30 C31 -173.7(8) . . . . ? N2 C30 C31 C32 0.0 . . . . ? C30 C31 C32 C33 0.0 . . . . ? C31 C32 C33 C34 0.0 . . . . ? C32 C33 C34 N2 0.0 . . . . ? C30 N2 C34 C33 0.0 . . . . ? Ir1 N2 C34 C33 173.7(8) . . . . ? 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 O7 H7A O6 0.85 2.30 3.147 180.0 . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.623 0.016 2101 1282 ' ' _platon_squeeze_details ; The final refinement show high values of residual non-modelled electronic density due to the bad quality of the crystal. Therefore the SQUEEZE program, was used to calculate the solvent disordered area and to remove its contribution to the overall intensity data. ; _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.232 _refine_diff_density_min -0.973 _refine_diff_density_rms 0.173 #==============================================================END data_compound_9 _database_code_depnum_ccdc_archive 'CCDC 718375' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H33 Cl Ir N O2 P Rh, C H Cl3' _chemical_formula_sum 'C38 H34 Cl4 Ir N O2 P Rh' _chemical_formula_weight 1004.54 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rh Rh -1.1178 0.9187 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.4414(11) _cell_length_b 16.9986(17) _cell_length_c 21.716(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.344(2) _cell_angle_gamma 90.00 _cell_volume 3779.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.766 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1960 _exptl_absorpt_coefficient_mu 4.314 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28672 _diffrn_reflns_av_R_equivalents 0.2130 _diffrn_reflns_av_sigmaI/netI 0.2812 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6650 _reflns_number_gt 2317 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0630P)^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 SHELXL _refine_ls_extinction_coef 0.00041(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6650 _refine_ls_number_parameters 374 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2096 _refine_ls_R_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.1756 _refine_ls_wR_factor_gt 0.1243 _refine_ls_goodness_of_fit_ref 0.847 _refine_ls_restrained_S_all 0.847 _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 Ir Ir 0.25910(7) 0.71720(4) 0.00551(3) 0.0379(3) Uani 1 1 d . . . Rh Rh 0.26405(17) 0.86757(9) -0.05536(8) 0.0627(6) Uani 1 1 d . . . Cl1 Cl 0.4652(4) 0.7216(3) 0.0865(2) 0.0575(13) Uani 1 1 d . . . P1 P 0.1297(4) 0.7156(3) 0.08256(19) 0.0371(12) Uani 1 1 d . . . N1 N 0.2930(12) 0.6001(8) -0.0096(6) 0.034(4) Uani 1 1 d . . . O1 O 0.0753(12) 0.6894(7) -0.1101(6) 0.066(4) Uani 1 1 d . . . O2 O 0.3777(11) 0.7861(7) -0.0928(5) 0.057(4) Uani 1 1 d . . . C1 C 0.0973(15) 0.7108(10) -0.0539(7) 0.037(4) Uani 1 1 d . . . C2 C -0.0349(16) 0.7302(10) -0.0311(8) 0.043(5) Uani 1 1 d . . . C3 C -0.0286(17) 0.7324(10) 0.0355(8) 0.043(5) Uani 1 1 d . . . C4 C -0.145(2) 0.7479(9) 0.0546(9) 0.044(5) Uani 1 1 d . . . H4 H -0.1439 0.7504 0.0975 0.053 Uiso 1 1 calc R . . C5 C -0.2607(19) 0.7597(10) 0.0147(10) 0.051(6) Uani 1 1 d . . . H5 H -0.3372 0.7678 0.0296 0.062 Uiso 1 1 calc R . . C6 C -0.261(2) 0.7594(12) -0.0489(12) 0.074(7) Uani 1 1 d . . . H6 H -0.3378 0.7715 -0.0769 0.088 Uiso 1 1 calc R . . C7 C -0.154(2) 0.7423(11) -0.0714(9) 0.061(6) Uani 1 1 d . . . H7 H -0.1593 0.7386 -0.1145 0.074 Uiso 1 1 calc R . . C8 C 0.1519(17) 0.7856(12) 0.1447(7) 0.047(5) Uani 1 1 d . . . C9 C 0.2332(18) 0.8503(11) 0.1438(9) 0.058(6) Uani 1 1 d . . . H9 H 0.2756 0.8572 0.1103 0.070 Uiso 1 1 calc R . . C10 C 0.252(2) 0.9057(11) 0.1937(10) 0.070(7) Uani 1 1 d . . . H10 H 0.3119 0.9463 0.1936 0.084 Uiso 1 1 calc R . . C11 C 0.186(2) 0.9014(15) 0.2412(10) 0.082(8) Uani 1 1 d . . . H11 H 0.1947 0.9409 0.2714 0.098 Uiso 1 1 calc R . . C12 C 0.107(2) 0.8372(14) 0.2442(9) 0.077(7) Uani 1 1 d . . . H12 H 0.0642 0.8315 0.2779 0.093 Uiso 1 1 calc R . . C13 C 0.0894(16) 0.7792(12) 0.1949(7) 0.054(5) Uani 1 1 d . . . H13 H 0.0349 0.7364 0.1969 0.065 Uiso 1 1 calc R . . C14 C 0.112(2) 0.6231(12) 0.1243(8) 0.051(6) Uani 1 1 d . . . C15 C 0.2107(18) 0.6022(11) 0.1714(8) 0.043(5) Uani 1 1 d . . . H15 H 0.2796 0.6367 0.1848 0.052 Uiso 1 1 calc R . . C16 C 0.210(2) 0.5285(14) 0.2001(10) 0.070(7) Uani 1 1 d . . . H16 H 0.2777 0.5137 0.2325 0.084 Uiso 1 1 calc R . . C17 C 0.112(3) 0.4808(14) 0.1809(13) 0.084(9) Uani 1 1 d . . . H17 H 0.1126 0.4318 0.1999 0.101 Uiso 1 1 calc R . . C18 C 0.008(2) 0.5000(16) 0.1333(12) 0.089(8) Uani 1 1 d . . . H18 H -0.0623 0.4657 0.1214 0.107 Uiso 1 1 calc R . . C19 C 0.012(2) 0.5729(13) 0.1040(9) 0.061(6) Uani 1 1 d . . . H19 H -0.0545 0.5869 0.0705 0.073 Uiso 1 1 calc R . . C20 C 0.3488(16) 0.7231(13) -0.0626(8) 0.051(5) Uani 1 1 d . . . C21 C 0.3924(16) 0.6486(10) -0.0908(8) 0.034(5) Uani 1 1 d . . . C22 C 0.3634(15) 0.5831(10) -0.0585(8) 0.034(4) Uani 1 1 d . . . C23 C 0.2666(17) 0.5371(10) 0.0192(9) 0.047(5) Uani 1 1 d . . . H23 H 0.2283 0.5460 0.0538 0.057 Uiso 1 1 calc R . . C24 C 0.2871(15) 0.4564(10) 0.0062(9) 0.047(5) Uani 1 1 d . . . H24 H 0.2583 0.4164 0.0293 0.057 Uiso 1 1 calc R . . C25 C 0.3503(19) 0.4401(11) -0.0414(9) 0.059(6) Uani 1 1 d . . . H25 H 0.3686 0.3888 -0.0517 0.071 Uiso 1 1 calc R . . C26 C 0.3874(16) 0.5068(11) -0.0750(9) 0.044(5) Uani 1 1 d . . . C27 C 0.4560(18) 0.4993(13) -0.1246(9) 0.057(6) Uani 1 1 d . . . H27 H 0.4803 0.4497 -0.1362 0.069 Uiso 1 1 calc R . . C28 C 0.487(2) 0.5650(14) -0.1561(9) 0.067(6) Uani 1 1 d . . . H28 H 0.5301 0.5586 -0.1895 0.081 Uiso 1 1 calc R . . C29 C 0.4559(18) 0.6410(12) -0.1389(8) 0.057(6) Uani 1 1 d . . . H29 H 0.4783 0.6850 -0.1600 0.068 Uiso 1 1 calc R . . C30 C 0.199(2) 0.9600(15) -0.0062(12) 0.098(8) Uiso 1 1 d . . . H30 H 0.2121 0.9532 0.0394 0.117 Uiso 1 1 calc R . . C31 C 0.093(3) 0.9259(15) -0.0391(13) 0.113(9) Uiso 1 1 d . . . H31 H 0.0410 0.8960 -0.0142 0.136 Uiso 1 1 calc R . . C32 C 0.019(3) 0.9547(19) -0.1004(15) 0.168(13) Uiso 1 1 d . . . H32A H -0.0075 1.0082 -0.0942 0.202 Uiso 1 1 calc R . . H32B H -0.0597 0.9234 -0.1109 0.202 Uiso 1 1 calc R . . C33 C 0.081(3) 0.955(2) -0.1564(16) 0.195(16) Uiso 1 1 d . . . H33A H 0.0851 1.0087 -0.1710 0.234 Uiso 1 1 calc R . . H33B H 0.0264 0.9252 -0.1897 0.234 Uiso 1 1 calc R . . C34 C 0.220(2) 0.9195(14) -0.1434(11) 0.096(8) Uiso 1 1 d . . . H34 H 0.2416 0.8877 -0.1777 0.116 Uiso 1 1 calc R . . C35 C 0.320(3) 0.9578(17) -0.1097(13) 0.123(10) Uiso 1 1 d . . . H35 H 0.4022 0.9467 -0.1230 0.148 Uiso 1 1 calc R . . C36 C 0.323(3) 1.034(2) -0.0744(17) 0.183(15) Uiso 1 1 d . . . H36A H 0.4128 1.0458 -0.0561 0.220 Uiso 1 1 calc R . . H36B H 0.2912 1.0752 -0.1045 0.220 Uiso 1 1 calc R . . C37 C 0.254(3) 1.037(2) -0.0290(17) 0.194(16) Uiso 1 1 d . . . H37A H 0.1805 1.0721 -0.0430 0.233 Uiso 1 1 calc R . . H37B H 0.3084 1.0615 0.0072 0.233 Uiso 1 1 calc R . . C38 C 0.349(2) 0.2002(15) 0.2752(12) 0.112(9) Uiso 1 1 d . . . H38 H 0.4091 0.2021 0.3160 0.135 Uiso 1 1 calc R . . Cl2 Cl 0.2150(9) 0.1407(6) 0.2792(4) 0.172(4) Uiso 1 1 d . . . Cl3 Cl 0.2965(9) 0.2953(5) 0.2508(4) 0.162(3) Uiso 1 1 d . . . Cl4 Cl 0.4280(9) 0.1597(6) 0.2177(4) 0.171(4) Uiso 1 1 d . . . H1 H 0.2888 0.8353 0.0193 0.150 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 Ir 0.0414(5) 0.0370(4) 0.0383(4) -0.0018(5) 0.0150(3) 0.0034(5) Rh 0.0888(14) 0.0467(11) 0.0613(12) 0.0146(9) 0.0362(10) 0.0164(10) Cl1 0.043(3) 0.068(4) 0.062(3) -0.005(3) 0.012(2) 0.007(3) P1 0.038(3) 0.035(3) 0.038(3) -0.006(3) 0.004(2) 0.001(3) N1 0.024(9) 0.034(10) 0.044(9) -0.012(7) 0.005(7) 0.001(7) O1 0.079(10) 0.064(10) 0.056(9) -0.013(7) 0.015(8) 0.008(8) O2 0.074(9) 0.045(9) 0.064(8) -0.007(8) 0.040(7) 0.017(8) C1 0.038(11) 0.049(12) 0.013(8) -0.005(10) -0.019(8) 0.006(10) C2 0.032(11) 0.039(12) 0.056(12) 0.007(10) 0.000(10) 0.001(10) C3 0.045(12) 0.037(12) 0.044(11) 0.015(9) -0.001(9) 0.011(10) C4 0.054(14) 0.029(11) 0.054(13) 0.012(9) 0.026(11) 0.014(10) C5 0.045(15) 0.042(13) 0.075(16) 0.010(10) 0.029(13) -0.008(10) C6 0.021(13) 0.074(18) 0.12(2) 0.000(15) -0.010(13) -0.016(11) C7 0.060(16) 0.068(16) 0.049(13) 0.012(11) -0.008(12) -0.011(12) C8 0.058(13) 0.056(13) 0.025(9) -0.015(11) 0.001(9) -0.011(12) C9 0.056(14) 0.060(15) 0.059(14) -0.033(11) 0.013(11) -0.019(12) C10 0.079(17) 0.038(14) 0.097(19) -0.030(13) 0.033(15) -0.006(12) C11 0.084(19) 0.09(2) 0.064(17) -0.056(15) 0.003(14) 0.000(16) C12 0.09(2) 0.10(2) 0.045(14) -0.023(14) 0.023(13) 0.013(16) C13 0.052(13) 0.076(15) 0.041(11) -0.015(12) 0.025(10) -0.003(12) C14 0.046(14) 0.076(17) 0.031(12) 0.010(11) 0.010(10) 0.034(13) C15 0.048(13) 0.039(13) 0.046(12) 0.000(10) 0.014(10) 0.005(10) C16 0.056(17) 0.080(19) 0.080(17) 0.030(15) 0.026(14) 0.038(14) C17 0.08(2) 0.061(18) 0.13(2) 0.052(16) 0.069(19) 0.020(16) C18 0.033(15) 0.10(2) 0.13(2) 0.026(18) 0.022(15) -0.010(15) C19 0.058(16) 0.059(16) 0.061(15) 0.023(13) 0.001(12) 0.004(13) C20 0.033(11) 0.067(15) 0.049(12) 0.021(13) -0.004(9) -0.011(12) C21 0.043(12) 0.020(11) 0.041(12) -0.014(9) 0.010(9) 0.002(9) C22 0.022(11) 0.020(11) 0.057(12) -0.004(9) 0.001(9) 0.005(9) C23 0.041(12) 0.030(12) 0.070(15) -0.020(10) 0.010(11) 0.013(11) C24 0.032(13) 0.036(12) 0.069(14) -0.012(11) -0.002(11) 0.013(9) C25 0.064(15) 0.032(13) 0.077(16) -0.013(11) 0.004(13) 0.015(11) C26 0.026(11) 0.046(14) 0.061(14) -0.002(11) 0.006(10) 0.004(10) C27 0.053(15) 0.062(16) 0.053(14) -0.037(12) 0.002(11) 0.008(12) C28 0.070(16) 0.091(19) 0.042(13) -0.005(13) 0.013(11) 0.002(15) C29 0.065(15) 0.056(15) 0.053(14) -0.005(11) 0.020(11) 0.019(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir C1 1.916(14) . ? Ir C20 1.901(18) . ? Ir H1 2.0439 . ? Ir N1 2.059(14) . ? Ir P1 2.348(4) . ? Ir Cl1 2.499(5) . ? Ir Rh 2.8827(17) . ? Ir H1 2.0439 . ? Rh O2 2.090(11) . ? Rh C34 2.07(2) . ? Rh C30 2.09(2) . ? Rh C35 2.09(3) . ? Rh C31 2.13(3) . ? Rh H1 1.6837 . ? P1 C8 1.780(17) . ? P1 C3 1.787(17) . ? P1 C14 1.84(2) . ? N1 C23 1.30(2) . ? N1 C22 1.435(19) . ? O1 C1 1.252(16) . ? O2 C20 1.322(19) . ? C1 C2 1.59(2) . ? C2 C7 1.39(2) . ? C2 C3 1.44(2) . ? C3 C4 1.39(2) . ? C4 C5 1.36(2) . ? C4 H4 0.9300 . ? C5 C6 1.38(3) . ? C5 H5 0.9300 . ? C6 C7 1.34(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C13 1.38(2) . ? C8 C9 1.39(2) . ? C9 C10 1.42(2) . ? C9 H9 0.9300 . ? C10 C11 1.35(3) . ? C10 H10 0.9300 . ? C11 C12 1.38(3) . ? C11 H11 0.9300 . ? C12 C13 1.44(2) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.35(2) . ? C14 C15 1.35(2) . ? C15 C16 1.40(2) . ? C15 H15 0.9300 . ? C16 C17 1.31(3) . ? C16 H16 0.9300 . ? C17 C18 1.38(3) . ? C17 H17 0.9300 . ? C18 C19 1.40(3) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.52(2) . ? C21 C29 1.35(2) . ? C21 C22 1.38(2) . ? C22 C26 1.38(2) . ? C23 C24 1.43(2) . ? C23 H23 0.9300 . ? C24 C25 1.36(2) . ? C24 H24 0.9300 . ? C25 C26 1.44(2) . ? C25 H25 0.9300 . ? C26 C27 1.41(2) . ? C27 C28 1.38(3) . ? C27 H27 0.9300 . ? C28 C29 1.40(2) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C31 1.32(3) . ? C30 C37 1.55(4) . ? C30 H30 0.9800 . ? C31 C32 1.48(3) . ? C31 H31 0.9800 . ? C32 C33 1.48(4) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.55(3) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.32(3) . ? C34 H34 0.9800 . ? C35 C36 1.50(3) . ? C35 H35 0.9800 . ? C36 C37 1.33(4) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 Cl2 1.75(2) . ? C38 Cl4 1.76(2) . ? C38 Cl3 1.76(2) . ? C38 H38 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 Ir C20 89.0(7) . . ? C1 Ir H1 104.0 . . ? C20 Ir H1 88.8 . . ? C1 Ir N1 89.7(6) . . ? C20 Ir N1 78.5(8) . . ? H1 Ir N1 161.2 . . ? C1 Ir P1 85.7(5) . . ? C20 Ir P1 174.1(5) . . ? H1 Ir P1 89.9 . . ? N1 Ir P1 104.1(4) . . ? C1 Ir Cl1 177.2(5) . . ? C20 Ir Cl1 93.3(5) . . ? H1 Ir Cl1 77.4 . . ? N1 Ir Cl1 89.4(4) . . ? P1 Ir Cl1 92.01(15) . . ? C1 Ir Rh 80.5(5) . . ? C20 Ir Rh 62.7(7) . . ? H1 Ir Rh 35.0 . . ? N1 Ir Rh 139.9(4) . . ? P1 Ir Rh 113.68(13) . . ? Cl1 Ir Rh 101.87(13) . . ? C1 Ir H1 104.0 . . ? C20 Ir H1 88.8 . . ? H1 Ir H1 0.0 . . ? N1 Ir H1 161.2 . . ? P1 Ir H1 89.9 . . ? Cl1 Ir H1 77.4 . . ? Rh Ir H1 35.0 . . ? O2 Rh C34 87.8(8) . . ? O2 Rh C30 164.9(8) . . ? C34 Rh C30 96.7(10) . . ? O2 Rh C35 91.4(9) . . ? C34 Rh C35 36.9(8) . . ? C30 Rh C35 83.8(10) . . ? O2 Rh C31 158.5(8) . . ? C34 Rh C31 85.1(10) . . ? C30 Rh C31 36.6(8) . . ? C35 Rh C31 95.0(11) . . ? O2 Rh Ir 69.7(4) . . ? C34 Rh Ir 141.2(7) . . ? C30 Rh Ir 113.3(7) . . ? C35 Rh Ir 160.6(8) . . ? C31 Rh Ir 104.2(7) . . ? O2 Rh H1 99.7 . . ? C34 Rh H1 172.5 . . ? C30 Rh H1 75.9 . . ? C35 Rh H1 141.1 . . ? C31 Rh H1 88.1 . . ? Ir Rh H1 44.1 . . ? C8 P1 C3 107.2(8) . . ? C8 P1 C14 102.0(9) . . ? C3 P1 C14 104.2(9) . . ? C8 P1 Ir 121.7(6) . . ? C3 P1 Ir 100.8(6) . . ? C14 P1 Ir 119.3(6) . . ? C23 N1 C22 112.3(15) . . ? C23 N1 Ir 131.4(12) . . ? C22 N1 Ir 116.3(11) . . ? C20 O2 Rh 98.1(11) . . ? O1 C1 C2 111.1(14) . . ? O1 C1 Ir 129.9(13) . . ? C2 C1 Ir 118.9(11) . . ? C7 C2 C3 119.3(16) . . ? C7 C2 C1 124.1(17) . . ? C3 C2 C1 116.6(14) . . ? C4 C3 C2 115.9(16) . . ? C4 C3 P1 128.8(15) . . ? C2 C3 P1 115.2(13) . . ? C5 C4 C3 124.1(18) . . ? C5 C4 H4 117.9 . . ? C3 C4 H4 117.9 . . ? C4 C5 C6 117.7(17) . . ? C4 C5 H5 121.1 . . ? C6 C5 H5 121.1 . . ? C7 C6 C5 122(2) . . ? C7 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C6 C7 C2 121(2) . . ? C6 C7 H7 119.6 . . ? C2 C7 H7 119.6 . . ? C13 C8 C9 117.3(17) . . ? C13 C8 P1 122.3(16) . . ? C9 C8 P1 120.4(13) . . ? C8 C9 C10 120.5(18) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C11 C10 C9 122(2) . . ? C11 C10 H10 118.9 . . ? C9 C10 H10 118.9 . . ? C10 C11 C12 119(2) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.6 . . ? C11 C12 C13 119.5(19) . . ? C11 C12 H12 120.2 . . ? C13 C12 H12 120.2 . . ? C8 C13 C12 121.6(19) . . ? C8 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C19 C14 C15 120(2) . . ? C19 C14 P1 121.6(15) . . ? C15 C14 P1 117.4(17) . . ? C14 C15 C16 120.1(19) . . ? C14 C15 H15 120.0 . . ? C16 C15 H15 120.0 . . ? C17 C16 C15 119(2) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C16 C17 C18 123(2) . . ? C16 C17 H17 118.5 . . ? C18 C17 H17 118.5 . . ? C17 C18 C19 117(2) . . ? C17 C18 H18 121.3 . . ? C19 C18 H18 121.3 . . ? C14 C19 C18 120(2) . . ? C14 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? O2 C20 C21 111.1(15) . . ? O2 C20 Ir 128.7(15) . . ? C21 C20 Ir 120.2(14) . . ? C29 C21 C22 120.4(17) . . ? C29 C21 C20 128.7(17) . . ? C22 C21 C20 110.8(15) . . ? N1 C22 C21 114.1(15) . . ? N1 C22 C26 121.8(16) . . ? C21 C22 C26 123.9(17) . . ? N1 C23 C24 130.1(18) . . ? N1 C23 H23 114.9 . . ? C24 C23 H23 114.9 . . ? C25 C24 C23 117.4(19) . . ? C25 C24 H24 121.3 . . ? C23 C24 H24 121.3 . . ? C24 C25 C26 116.3(17) . . ? C24 C25 H25 121.8 . . ? C26 C25 H25 121.8 . . ? C27 C26 C25 122.8(19) . . ? C27 C26 C22 115.3(18) . . ? C25 C26 C22 121.8(17) . . ? C28 C27 C26 120.7(19) . . ? C28 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? C27 C28 C29 121.4(19) . . ? C27 C28 H28 119.3 . . ? C29 C28 H28 119.3 . . ? C21 C29 C28 118(2) . . ? C21 C29 H29 120.9 . . ? C28 C29 H29 120.9 . . ? C31 C30 C37 121(3) . . ? C31 C30 Rh 73.6(16) . . ? C37 C30 Rh 107.1(19) . . ? C31 C30 H30 115.6 . . ? C37 C30 H30 115.6 . . ? Rh C30 H30 115.6 . . ? C30 C31 C32 125(3) . . ? C30 C31 Rh 69.8(16) . . ? C32 C31 Rh 107.9(19) . . ? C30 C31 H31 115.0 . . ? C32 C31 H31 115.0 . . ? Rh C31 H31 115.0 . . ? C31 C32 C33 120(3) . . ? C31 C32 H32A 107.2 . . ? C33 C32 H32A 107.2 . . ? C31 C32 H32B 107.2 . . ? C33 C32 H32B 107.2 . . ? H32A C32 H32B 106.8 . . ? C32 C33 C34 113(3) . . ? C32 C33 H33A 109.0 . . ? C34 C33 H33A 109.0 . . ? C32 C33 H33B 109.0 . . ? C34 C33 H33B 109.0 . . ? H33A C33 H33B 107.8 . . ? C35 C34 C33 121(3) . . ? C35 C34 Rh 72.0(16) . . ? C33 C34 Rh 111.3(19) . . ? C35 C34 H34 115.0 . . ? C33 C34 H34 115.0 . . ? Rh C34 H34 115.0 . . ? C34 C35 C36 130(3) . . ? C34 C35 Rh 71.1(17) . . ? C36 C35 Rh 109(2) . . ? C34 C35 H35 112.6 . . ? C36 C35 H35 112.6 . . ? Rh C35 H35 112.6 . . ? C37 C36 C35 117(3) . . ? C37 C36 H36A 108.1 . . ? C35 C36 H36A 108.1 . . ? C37 C36 H36B 108.1 . . ? C35 C36 H36B 108.1 . . ? H36A C36 H36B 107.3 . . ? C36 C37 C30 119(3) . . ? C36 C37 H37A 107.5 . . ? C30 C37 H37A 107.5 . . ? C36 C37 H37B 107.5 . . ? C30 C37 H37B 107.5 . . ? H37A C37 H37B 107.0 . . ? Cl2 C38 Cl4 107.5(14) . . ? Cl2 C38 Cl3 110.0(14) . . ? Cl4 C38 Cl3 108.0(14) . . ? Cl2 C38 H38 110.4 . . ? Cl4 C38 H38 110.4 . . ? Cl3 C38 H38 110.4 . . ? 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 Ir Rh O2 -98.4(6) . . . . ? C20 Ir Rh O2 -4.6(7) . . . . ? H1 Ir Rh O2 129.6 . . . . ? N1 Ir Rh O2 -20.4(7) . . . . ? P1 Ir Rh O2 -179.4(4) . . . . ? Cl1 Ir Rh O2 83.1(4) . . . . ? C1 Ir Rh C34 -40.0(12) . . . . ? C20 Ir Rh C34 53.8(12) . . . . ? H1 Ir Rh C34 -172.0 . . . . ? N1 Ir Rh C34 38.0(12) . . . . ? P1 Ir Rh C34 -121.0(11) . . . . ? Cl1 Ir Rh C34 141.5(11) . . . . ? C1 Ir Rh C30 97.5(9) . . . . ? C20 Ir Rh C30 -168.6(9) . . . . ? H1 Ir Rh C30 -34.5 . . . . ? N1 Ir Rh C30 175.5(9) . . . . ? P1 Ir Rh C30 16.6(8) . . . . ? Cl1 Ir Rh C30 -81.0(8) . . . . ? C1 Ir Rh C35 -112(2) . . . . ? C20 Ir Rh C35 -18(2) . . . . ? H1 Ir Rh C35 115.9 . . . . ? N1 Ir Rh C35 -34(2) . . . . ? P1 Ir Rh C35 167(2) . . . . ? Cl1 Ir Rh C35 69(2) . . . . ? C1 Ir Rh C31 60.0(9) . . . . ? C20 Ir Rh C31 153.9(9) . . . . ? H1 Ir Rh C31 -72.0 . . . . ? N1 Ir Rh C31 138.0(9) . . . . ? P1 Ir Rh C31 -20.9(8) . . . . ? Cl1 Ir Rh C31 -118.5(8) . . . . ? C1 Ir P1 C8 -130.8(9) . . . . ? C20 Ir P1 C8 -104(6) . . . . ? H1 Ir P1 C8 -26.7 . . . . ? N1 Ir P1 C8 140.7(8) . . . . ? Cl1 Ir P1 C8 50.7(7) . . . . ? Rh Ir P1 C8 -53.2(7) . . . . ? C1 Ir P1 C3 -12.7(8) . . . . ? C20 Ir P1 C3 14(6) . . . . ? H1 Ir P1 C3 91.4 . . . . ? N1 Ir P1 C3 -101.2(7) . . . . ? Cl1 Ir P1 C3 168.8(6) . . . . ? Rh Ir P1 C3 64.9(6) . . . . ? C1 Ir P1 C14 100.5(10) . . . . ? C20 Ir P1 C14 127(6) . . . . ? H1 Ir P1 C14 -155.4 . . . . ? N1 Ir P1 C14 11.9(9) . . . . ? Cl1 Ir P1 C14 -78.0(8) . . . . ? Rh Ir P1 C14 178.1(8) . . . . ? C1 Ir N1 C23 -93.0(16) . . . . ? C20 Ir N1 C23 177.9(17) . . . . ? H1 Ir N1 C23 129.7 . . . . ? P1 Ir N1 C23 -7.5(16) . . . . ? Cl1 Ir N1 C23 84.4(15) . . . . ? Rh Ir N1 C23 -167.7(13) . . . . ? C1 Ir N1 C22 90.3(12) . . . . ? C20 Ir N1 C22 1.2(11) . . . . ? H1 Ir N1 C22 -47.1 . . . . ? P1 Ir N1 C22 175.7(10) . . . . ? Cl1 Ir N1 C22 -92.3(11) . . . . ? Rh Ir N1 C22 15.6(14) . . . . ? C34 Rh O2 C20 -141.9(12) . . . . ? C30 Rh O2 C20 110(3) . . . . ? C35 Rh O2 C20 -178.6(12) . . . . ? C31 Rh O2 C20 -71(2) . . . . ? Ir Rh O2 C20 5.9(9) . . . . ? C20 Ir C1 O1 22.6(18) . . . . ? H1 Ir C1 O1 111.1 . . . . ? N1 Ir C1 O1 -55.9(17) . . . . ? P1 Ir C1 O1 -160.1(17) . . . . ? Cl1 Ir C1 O1 -127(10) . . . . ? Rh Ir C1 O1 85.0(17) . . . . ? C20 Ir C1 C2 -161.4(14) . . . . ? H1 Ir C1 C2 -72.9 . . . . ? N1 Ir C1 C2 120.1(13) . . . . ? P1 Ir C1 C2 16.0(12) . . . . ? Cl1 Ir C1 C2 49(12) . . . . ? Rh Ir C1 C2 -98.9(13) . . . . ? O1 C1 C2 C7 -16(2) . . . . ? Ir C1 C2 C7 167.2(14) . . . . ? O1 C1 C2 C3 161.8(15) . . . . ? Ir C1 C2 C3 -15(2) . . . . ? C7 C2 C3 C4 -1(2) . . . . ? C1 C2 C3 C4 -178.9(14) . . . . ? C7 C2 C3 P1 179.8(13) . . . . ? C1 C2 C3 P1 2(2) . . . . ? C8 P1 C3 C4 -42.5(19) . . . . ? C14 P1 C3 C4 65.1(18) . . . . ? Ir P1 C3 C4 -170.8(15) . . . . ? C8 P1 C3 C2 136.7(13) . . . . ? C14 P1 C3 C2 -115.7(14) . . . . ? Ir P1 C3 C2 8.4(14) . . . . ? C2 C3 C4 C5 1(3) . . . . ? P1 C3 C4 C5 -179.9(14) . . . . ? C3 C4 C5 C6 -3(3) . . . . ? C4 C5 C6 C7 5(3) . . . . ? C5 C6 C7 C2 -5(3) . . . . ? C3 C2 C7 C6 3(3) . . . . ? C1 C2 C7 C6 -179.1(18) . . . . ? C3 P1 C8 C13 74.1(17) . . . . ? C14 P1 C8 C13 -35.0(18) . . . . ? Ir P1 C8 C13 -171.0(13) . . . . ? C3 P1 C8 C9 -105.2(16) . . . . ? C14 P1 C8 C9 145.7(16) . . . . ? Ir P1 C8 C9 9.8(18) . . . . ? C13 C8 C9 C10 1(3) . . . . ? P1 C8 C9 C10 -179.3(15) . . . . ? C8 C9 C10 C11 -5(3) . . . . ? C9 C10 C11 C12 6(4) . . . . ? C10 C11 C12 C13 -4(3) . . . . ? C9 C8 C13 C12 0(3) . . . . ? P1 C8 C13 C12 -178.8(15) . . . . ? C11 C12 C13 C8 1(3) . . . . ? C8 P1 C14 C19 130.1(17) . . . . ? C3 P1 C14 C19 18.7(18) . . . . ? Ir P1 C14 C19 -92.6(16) . . . . ? C8 P1 C14 C15 -58.0(15) . . . . ? C3 P1 C14 C15 -169.4(14) . . . . ? Ir P1 C14 C15 79.2(15) . . . . ? C19 C14 C15 C16 -1(3) . . . . ? P1 C14 C15 C16 -172.7(14) . . . . ? C14 C15 C16 C17 0(3) . . . . ? C15 C16 C17 C18 -1(4) . . . . ? C16 C17 C18 C19 2(4) . . . . ? C15 C14 C19 C18 2(3) . . . . ? P1 C14 C19 C18 174.0(16) . . . . ? C17 C18 C19 C14 -3(3) . . . . ? Rh O2 C20 C21 166.8(11) . . . . ? Rh O2 C20 Ir -10.8(16) . . . . ? C1 Ir C20 O2 88.4(16) . . . . ? H1 Ir C20 O2 -15.6 . . . . ? N1 Ir C20 O2 178.3(16) . . . . ? P1 Ir C20 O2 62(7) . . . . ? Cl1 Ir C20 O2 -93.0(15) . . . . ? Rh Ir C20 O2 8.7(13) . . . . ? C1 Ir C20 C21 -89.0(13) . . . . ? H1 Ir C20 C21 167.0 . . . . ? N1 Ir C20 C21 0.9(12) . . . . ? P1 Ir C20 C21 -116(6) . . . . ? Cl1 Ir C20 C21 89.6(12) . . . . ? Rh Ir C20 C21 -168.7(14) . . . . ? O2 C20 C21 C29 2(3) . . . . ? Ir C20 C21 C29 179.6(16) . . . . ? O2 C20 C21 C22 179.3(14) . . . . ? Ir C20 C21 C22 -2.8(19) . . . . ? C23 N1 C22 C21 179.5(14) . . . . ? Ir N1 C22 C21 -3.2(18) . . . . ? C23 N1 C22 C26 5(2) . . . . ? Ir N1 C22 C26 -177.2(12) . . . . ? C29 C21 C22 N1 -178.6(16) . . . . ? C20 C21 C22 N1 4(2) . . . . ? C29 C21 C22 C26 -5(3) . . . . ? C20 C21 C22 C26 177.6(15) . . . . ? C22 N1 C23 C24 -6(3) . . . . ? Ir N1 C23 C24 177.4(12) . . . . ? N1 C23 C24 C25 4(3) . . . . ? C23 C24 C25 C26 -1(3) . . . . ? C24 C25 C26 C27 178.6(17) . . . . ? C24 C25 C26 C22 2(3) . . . . ? N1 C22 C26 C27 179.0(15) . . . . ? C21 C22 C26 C27 6(3) . . . . ? N1 C22 C26 C25 -4(3) . . . . ? C21 C22 C26 C25 -177.4(16) . . . . ? C25 C26 C27 C28 178.8(18) . . . . ? C22 C26 C27 C28 -4(3) . . . . ? C26 C27 C28 C29 2(3) . . . . ? C22 C21 C29 C28 2(3) . . . . ? C20 C21 C29 C28 179.3(16) . . . . ? C27 C28 C29 C21 -1(3) . . . . ? O2 Rh C30 C31 179(2) . . . . ? C34 Rh C30 C31 72.5(18) . . . . ? C35 Rh C30 C31 107.1(18) . . . . ? Ir Rh C30 C31 -82.4(17) . . . . ? O2 Rh C30 C37 61(4) . . . . ? C34 Rh C30 C37 -46(2) . . . . ? C35 Rh C30 C37 -11(2) . . . . ? C31 Rh C30 C37 -118(3) . . . . ? Ir Rh C30 C37 159.2(17) . . . . ? C37 C30 C31 C32 2(5) . . . . ? Rh C30 C31 C32 -98(3) . . . . ? C37 C30 C31 Rh 100(3) . . . . ? O2 Rh C31 C30 -179.4(17) . . . . ? C34 Rh C31 C30 -108.1(18) . . . . ? C35 Rh C31 C30 -72.5(18) . . . . ? Ir Rh C31 C30 110.1(16) . . . . ? O2 Rh C31 C32 -58(3) . . . . ? C34 Rh C31 C32 13(2) . . . . ? C30 Rh C31 C32 121(3) . . . . ? C35 Rh C31 C32 49(2) . . . . ? Ir Rh C31 C32 -128.6(19) . . . . ? C30 C31 C32 C33 65(4) . . . . ? Rh C31 C32 C33 -12(4) . . . . ? C31 C32 C33 C34 3(5) . . . . ? C32 C33 C34 C35 -73(4) . . . . ? C32 C33 C34 Rh 9(4) . . . . ? O2 Rh C34 C35 -95.3(18) . . . . ? C30 Rh C34 C35 70.3(19) . . . . ? C31 Rh C34 C35 105.0(19) . . . . ? Ir Rh C34 C35 -148.3(15) . . . . ? O2 Rh C34 C33 148(2) . . . . ? C30 Rh C34 C33 -47(2) . . . . ? C35 Rh C34 C33 -117(3) . . . . ? C31 Rh C34 C33 -12(2) . . . . ? Ir Rh C34 C33 94(2) . . . . ? C33 C34 C35 C36 5(5) . . . . ? Rh C34 C35 C36 -99(3) . . . . ? C33 C34 C35 Rh 104(3) . . . . ? O2 Rh C35 C34 84.5(17) . . . . ? C30 Rh C35 C34 -109.9(19) . . . . ? C31 Rh C35 C34 -75.0(19) . . . . ? Ir Rh C35 C34 97(3) . . . . ? O2 Rh C35 C36 -148(2) . . . . ? C34 Rh C35 C36 127(3) . . . . ? C30 Rh C35 C36 17(2) . . . . ? C31 Rh C35 C36 52(2) . . . . ? Ir Rh C35 C36 -136(2) . . . . ? C34 C35 C36 C37 60(5) . . . . ? Rh C35 C36 C37 -21(4) . . . . ? C35 C36 C37 C30 12(5) . . . . ? C31 C30 C37 C36 -78(4) . . . . ? Rh C30 C37 C36 3(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.348 _refine_diff_density_min -1.231 _refine_diff_density_rms 0.199 #=======================================================================END