Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_compound1 _database_code_CSD 178606 _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Hillhouse, Gregory L.' 'Melenkivitz, Rory' _publ_contact_author_name 'Prof Gregory L. Hillhouse' _publ_contact_author_address ; Department of Chemistry University of Chicago 5735 S. Ellis Avenue Chicago IL 60637 UNITED STATES OF AMERICA ; _publ_contact_author_email 'G-HILLHOUSE@UCHICAGO.EDU' _publ_section_title ; Synthesis, structure, and reactions of a nitroxyl complex of iridium(III), cis,trans-IrHCl2(NH=O)(PPh3)2 ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_formula_sum 'C51 H55 Cl2 Ir N O4 P2' _chemical_formula_weight 1071.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.9751(11) _cell_length_b 11.1216(12) _cell_length_c 23.281(3) _cell_angle_alpha 82.508(2) _cell_angle_beta 84.582(2) _cell_angle_gamma 64.976(2) _cell_volume 2318.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature '100 K' _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1082 _exptl_absorpt_coefficient_mu 3.110 _exptl_absorpt_correction_type 'semi-emperical from psi scans' _exptl_absorpt_correction_T_min 0.3693 _exptl_absorpt_correction_T_max 0.9404 _exptl_special_details ? _diffrn_ambient_temperature '100 K' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 13810 _diffrn_reflns_av_R_equivalents 0.0721 _diffrn_reflns_av_sigmaI/netI 0.1005 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 28.33 _reflns_number_total 9458 _reflns_number_gt 8375 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0636P)^2^+20.9098P] 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 mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0000(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 9458 _refine_ls_number_parameters 551 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0841 _refine_ls_R_factor_gt 0.0733 _refine_ls_wR_factor_ref 0.1688 _refine_ls_wR_factor_gt 0.1635 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.125 _refine_ls_shift/su_max 7.010 _refine_ls_shift/su_mean 0.013 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 0.72471(4) 0.55125(4) 0.729750(16) 0.00823(12) Uani 1 1 d . . . Cl1 Cl 0.8201(3) 0.7158(2) 0.73251(11) 0.0180(5) Uani 1 1 d . . . P1 P 0.5655(3) 0.6415(2) 0.80913(10) 0.0116(5) Uani 1 1 d . . . P2 P 0.8485(3) 0.5160(2) 0.63857(11) 0.0124(5) Uani 1 1 d . . . C51 C 0.8102(11) 0.6725(9) 0.5945(4) 0.0141(18) Uani 1 1 d . . . C21 C 0.6482(11) 0.6184(10) 0.8784(4) 0.0139(18) Uani 1 1 d . . . C36 C 0.4841(11) 0.4333(10) 0.8449(4) 0.019(2) Uani 1 1 d . . . H36A H 0.5835 0.3861 0.8531 0.023 Uiso 1 1 calc R . . C26 C 0.7902(11) 0.6139(11) 0.8789(5) 0.023(2) Uani 1 1 d . . . H26A H 0.8423 0.6202 0.8441 0.027 Uiso 1 1 calc R . . C31 C 0.4327(10) 0.5660(9) 0.8248(4) 0.0119(18) Uani 1 1 d . . . C62 C 1.1267(11) 0.4470(11) 0.6805(5) 0.021(2) Uani 1 1 d . . . H62A H 1.0746 0.4980 0.7105 0.025 Uiso 1 1 calc R . . C11 C 0.4546(10) 0.8200(9) 0.7979(4) 0.0160(19) Uani 1 1 d . . . C61 C 1.0499(10) 0.4283(9) 0.6366(4) 0.0145(19) Uani 1 1 d . . . C15 C 0.2809(11) 1.0241(11) 0.8345(5) 0.023(2) Uani 1 1 d . . . H15A H 0.2249 1.0691 0.8655 0.028 Uiso 1 1 calc R . . C41 C 0.7935(11) 0.4241(10) 0.5948(4) 0.017(2) Uani 1 1 d . . . C56 C 0.9208(12) 0.7004(10) 0.5634(4) 0.017(2) Uani 1 1 d . . . H56A H 1.0186 0.6377 0.5650 0.021 Uiso 1 1 calc R . . C35 C 0.3917(12) 0.3685(11) 0.8533(4) 0.021(2) Uani 1 1 d . . . H35A H 0.4286 0.2787 0.8673 0.025 Uiso 1 1 calc R . . C64 C 1.3575(10) 0.3129(10) 0.6335(5) 0.020(2) Uani 1 1 d . . . H64A H 1.4605 0.2747 0.6319 0.025 Uiso 1 1 calc R . . C34 C 0.2432(13) 0.4375(12) 0.8407(5) 0.026(2) Uani 1 1 d . . . H34A H 0.1795 0.3952 0.8457 0.031 Uiso 1 1 calc R . . C52 C 0.6633(12) 0.7706(11) 0.5908(5) 0.024(2) Uani 1 1 d . . . H52A H 0.5873 0.7546 0.6116 0.028 Uiso 1 1 calc R . . C16 C 0.3700(12) 0.8905(11) 0.8434(5) 0.023(2) Uani 1 1 d . . . H16A H 0.3740 0.8462 0.8804 0.028 Uiso 1 1 calc R . . C32 C 0.2839(11) 0.6367(11) 0.8128(5) 0.023(2) Uani 1 1 d . . . H32A H 0.2467 0.7269 0.7997 0.027 Uiso 1 1 calc R . . C22 C 0.5726(12) 0.6063(11) 0.9310(4) 0.021(2) Uani 1 1 d . . . H22A H 0.4789 0.6073 0.9310 0.025 Uiso 1 1 calc R . . C25 C 0.8533(12) 0.6001(12) 0.9315(5) 0.024(2) Uani 1 1 d . . . H25A H 0.9470 0.5989 0.9321 0.029 Uiso 1 1 calc R . . C42 C 0.7273(11) 0.4786(10) 0.5412(5) 0.019(2) Uani 1 1 d . . . H42A H 0.7098 0.5660 0.5274 0.023 Uiso 1 1 calc R . . C33 C 0.1931(12) 0.5715(12) 0.8206(5) 0.028(3) Uani 1 1 d . . . H33A H 0.0939 0.6188 0.8121 0.033 Uiso 1 1 calc R . . C23 C 0.6370(13) 0.5929(11) 0.9833(5) 0.025(2) Uani 1 1 d . . . H23A H 0.5858 0.5870 1.0183 0.030 Uiso 1 1 calc R . . C12 C 0.4463(12) 0.8882(11) 0.7425(5) 0.024(2) Uani 1 1 d . . . H12A H 0.5005 0.8430 0.7112 0.028 Uiso 1 1 calc R . . C63 C 1.2787(12) 0.3891(12) 0.6782(5) 0.027(2) Uani 1 1 d . . . H63A H 1.3296 0.4010 0.7070 0.032 Uiso 1 1 calc R . . C46 C 0.8147(11) 0.2919(10) 0.6147(5) 0.021(2) Uani 1 1 d . . . H46A H 0.8564 0.2534 0.6503 0.025 Uiso 1 1 calc R . . C44 C 0.7091(12) 0.2742(12) 0.5291(5) 0.028(2) Uani 1 1 d . . . H44A H 0.6803 0.2253 0.5074 0.033 Uiso 1 1 calc R . . C66 C 1.1269(11) 0.3528(11) 0.5925(5) 0.021(2) Uani 1 1 d . . . H66A H 1.0763 0.3408 0.5638 0.025 Uiso 1 1 calc R . . C53 C 0.6308(13) 0.8897(11) 0.5568(5) 0.026(2) Uani 1 1 d . . . H53A H 0.5331 0.9527 0.5547 0.031 Uiso 1 1 calc R . . C54 C 0.7424(14) 0.9163(11) 0.5258(5) 0.029(3) Uani 1 1 d . . . H54A H 0.7204 0.9967 0.5029 0.035 Uiso 1 1 calc R . . C24 C 0.7773(13) 0.5884(12) 0.9827(5) 0.028(2) Uani 1 1 d . . . H24A H 0.8213 0.5772 1.0177 0.033 Uiso 1 1 calc R . . C55 C 0.8863(13) 0.8220(11) 0.5295(4) 0.024(2) Uani 1 1 d . . . H55A H 0.9618 0.8396 0.5092 0.029 Uiso 1 1 calc R . . C45 C 0.7730(12) 0.2187(12) 0.5811(5) 0.027(2) Uani 1 1 d . . . H45A H 0.7888 0.1314 0.5943 0.032 Uiso 1 1 calc R . . C13 C 0.3556(13) 1.0251(11) 0.7344(6) 0.033(3) Uani 1 1 d . . . H13A H 0.3506 1.0711 0.6978 0.040 Uiso 1 1 calc R . . C65 C 1.2805(11) 0.2944(11) 0.5908(5) 0.024(2) Uani 1 1 d . . . H65A H 1.3326 0.2425 0.5611 0.029 Uiso 1 1 calc R . . C43 C 0.6878(13) 0.4034(12) 0.5089(5) 0.027(2) Uani 1 1 d . . . H43A H 0.6463 0.4403 0.4731 0.032 Uiso 1 1 calc R . . C14 C 0.2732(12) 1.0924(11) 0.7807(6) 0.030(3) Uani 1 1 d . . . H14A H 0.2132 1.1833 0.7753 0.036 Uiso 1 1 calc R . . O1 O 0.5555(8) 0.4176(8) 0.7025(3) 0.0280(18) Uani 1 1 d . . . N N 0.6604(9) 0.4157(8) 0.7275(4) 0.0184(18) Uani 1 1 d . . . H0A H 0.7118 0.3411 0.7468 0.022 Uiso 1 1 calc R . . O3S O 0.7877(9) 0.1406(8) 0.7537(4) 0.0305(18) Uani 1 1 d . . . O2S O 0.2319(10) 0.8313(11) 0.9780(4) 0.044(2) Uani 1 1 d . . . O4S O 0.2885(10) 0.8536(10) 0.6024(4) 0.043(2) Uani 1 1 d . . . C8S C 0.6805(13) 0.0857(13) 0.7551(6) 0.033(3) Uani 1 1 d . . . H8SA H 0.7020 0.0298 0.7238 0.039 Uiso 1 1 calc R . . H8SB H 0.5819 0.1567 0.7507 0.039 Uiso 1 1 calc R . . C7S C 0.6888(15) 0.0059(12) 0.8118(6) 0.036(3) Uani 1 1 d . . . H7SA H 0.6580 -0.0652 0.8096 0.043 Uiso 1 1 calc R . . H7SB H 0.6294 0.0610 0.8418 0.043 Uiso 1 1 calc R . . C6S C 0.8553(15) -0.0492(13) 0.8221(6) 0.037(3) Uani 1 1 d . . . H6SA H 0.8746 -0.0739 0.8629 0.045 Uiso 1 1 calc R . . H6SB H 0.9118 -0.1259 0.8008 0.045 Uiso 1 1 calc R . . C4S C 0.1289(17) 0.7932(17) 0.9574(6) 0.049(4) Uani 1 1 d . . . H4SA H 0.1787 0.7031 0.9461 0.059 Uiso 1 1 calc R . . H4SB H 0.0825 0.8526 0.9237 0.059 Uiso 1 1 calc R . . C2S C 0.8905(16) 0.0678(14) 0.7990(6) 0.041(3) Uani 1 1 d . . . H2SA H 0.8776 0.1239 0.8295 0.049 Uiso 1 1 calc R . . H2SB H 0.9919 0.0373 0.7835 0.049 Uiso 1 1 calc R . . C3S C 0.2819(19) 0.7384(15) 0.6356(7) 0.053(4) Uani 1 1 d . . . H3SA H 0.3645 0.6962 0.6609 0.064 Uiso 1 1 calc R . . H3SB H 0.2863 0.6744 0.6101 0.064 Uiso 1 1 calc R . . C1S C 0.2320(18) 0.7924(18) 1.0380(6) 0.050(4) Uani 1 1 d . . . H1SA H 0.2570 0.8499 1.0587 0.060 Uiso 1 1 calc R . . H1SB H 0.3041 0.7012 1.0462 0.060 Uiso 1 1 calc R . . C5S C 0.0162(16) 0.7998(16) 1.0039(7) 0.049(4) Uani 1 1 d . . . H5SA H -0.0746 0.8791 0.9969 0.058 Uiso 1 1 calc R . . H5SB H -0.0054 0.7219 1.0068 0.058 Uiso 1 1 calc R . . C13S C 0.081(2) 0.804(2) 1.0561(7) 0.065(5) Uani 1 1 d . . . H13B H 0.0856 0.7307 1.0846 0.078 Uiso 1 1 calc R . . H13C H 0.0237 0.8872 1.0728 0.078 Uiso 1 1 calc R . . C12S C 0.152(2) 0.9650(17) 0.6131(8) 0.074(6) Uani 1 1 d . . . H12B H 0.0932 0.9954 0.5789 0.089 Uiso 1 1 calc R . . H12C H 0.1696 1.0382 0.6237 0.089 Uiso 1 1 calc R . . C11S C 0.143(2) 0.783(2) 0.6694(10) 0.082(7) Uani 1 1 d . . . H11A H 0.0815 0.7436 0.6574 0.099 Uiso 1 1 calc R . . H11B H 0.1624 0.7537 0.7101 0.099 Uiso 1 1 calc R . . C9S C 0.073(3) 0.916(2) 0.6619(11) 0.127(13) Uani 1 1 d . . . H9SA H 0.0742 0.9540 0.6970 0.152 Uiso 1 1 calc R . . H9SB H -0.0291 0.9430 0.6528 0.152 Uiso 1 1 calc R . . Cl2 Cl 0.9198(3) 0.3773(2) 0.79016(11) 0.0191(5) Uani 1 1 d . . . C22S C 0.5915(19) -0.0539(16) 0.9636(8) 0.059(4) Uani 1 1 d . . . C21S C 0.4954(19) 0.0726(17) 0.9344(7) 0.058(4) Uani 1 1 d . . . C20S C 0.610(3) -0.076(3) 1.0269(7) 0.085(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir 0.00637(17) 0.01071(17) 0.00665(18) -0.00060(11) 0.00012(11) -0.00280(12) Cl1 0.0171(11) 0.0175(11) 0.0216(12) -0.0022(9) 0.0011(9) -0.0095(9) P1 0.0083(10) 0.0108(11) 0.0121(12) 0.0024(9) -0.0011(9) -0.0013(9) P2 0.0093(11) 0.0101(11) 0.0138(12) 0.0000(9) 0.0010(9) -0.0008(9) C51 0.020(5) 0.016(4) 0.007(4) -0.002(3) 0.002(4) -0.008(4) C21 0.019(5) 0.018(5) 0.009(4) -0.006(4) 0.000(4) -0.010(4) C36 0.010(4) 0.020(5) 0.023(5) 0.002(4) -0.003(4) -0.003(4) C26 0.016(5) 0.025(5) 0.027(6) -0.002(4) 0.001(4) -0.009(4) C31 0.011(4) 0.017(4) 0.008(4) -0.004(3) 0.002(3) -0.005(4) C62 0.010(4) 0.026(5) 0.025(6) -0.002(4) 0.006(4) -0.006(4) C11 0.009(4) 0.014(4) 0.024(5) -0.002(4) -0.006(4) -0.002(4) C61 0.009(4) 0.009(4) 0.021(5) 0.000(4) 0.003(4) -0.001(4) C15 0.014(5) 0.021(5) 0.030(6) -0.006(4) 0.010(4) -0.003(4) C41 0.013(4) 0.021(5) 0.017(5) -0.006(4) 0.002(4) -0.008(4) C56 0.023(5) 0.013(5) 0.015(5) -0.004(4) 0.005(4) -0.007(4) C35 0.026(5) 0.023(5) 0.014(5) -0.005(4) 0.002(4) -0.012(5) C64 0.007(4) 0.022(5) 0.024(6) 0.003(4) 0.003(4) 0.000(4) C34 0.034(6) 0.034(6) 0.020(5) -0.015(5) 0.015(5) -0.024(5) C52 0.024(5) 0.023(5) 0.015(5) 0.002(4) 0.003(4) -0.002(4) C16 0.019(5) 0.025(5) 0.024(6) -0.006(4) 0.002(4) -0.007(4) C32 0.013(5) 0.028(6) 0.028(6) -0.004(4) -0.004(4) -0.008(4) C22 0.023(5) 0.030(6) 0.014(5) 0.002(4) -0.003(4) -0.015(5) C25 0.013(5) 0.032(6) 0.022(6) -0.002(5) -0.007(4) -0.003(4) C42 0.019(5) 0.016(5) 0.025(6) -0.006(4) -0.007(4) -0.007(4) C33 0.017(5) 0.037(7) 0.036(7) -0.010(5) -0.005(5) -0.016(5) C23 0.033(6) 0.023(5) 0.015(5) -0.005(4) 0.002(5) -0.009(5) C12 0.017(5) 0.027(6) 0.019(5) 0.006(4) -0.004(4) -0.003(4) C63 0.019(5) 0.037(6) 0.024(6) 0.001(5) -0.003(5) -0.012(5) C46 0.019(5) 0.011(4) 0.028(6) -0.002(4) -0.004(4) 0.000(4) C44 0.021(5) 0.031(6) 0.034(7) -0.016(5) -0.004(5) -0.009(5) C66 0.017(5) 0.025(5) 0.019(5) 0.001(4) 0.000(4) -0.008(4) C53 0.030(6) 0.021(5) 0.017(5) -0.006(4) -0.001(5) 0.001(5) C54 0.038(7) 0.021(5) 0.019(6) 0.007(4) -0.006(5) -0.005(5) C24 0.031(6) 0.028(6) 0.016(5) -0.001(4) -0.011(5) -0.004(5) C55 0.036(6) 0.026(6) 0.014(5) 0.003(4) -0.001(5) -0.018(5) C45 0.022(5) 0.024(6) 0.031(6) -0.004(5) 0.009(5) -0.008(5) C13 0.027(6) 0.018(5) 0.040(7) 0.010(5) -0.007(5) 0.003(5) C65 0.016(5) 0.020(5) 0.023(6) -0.002(4) 0.010(4) 0.003(4) C43 0.025(6) 0.028(6) 0.023(6) -0.012(5) -0.007(5) -0.004(5) C14 0.016(5) 0.018(5) 0.051(8) -0.006(5) 0.004(5) -0.002(4) O1 0.019(4) 0.041(5) 0.033(5) -0.008(4) -0.004(3) -0.019(4) N 0.018(4) 0.015(4) 0.028(5) -0.003(3) 0.008(4) -0.015(4) O3S 0.034(5) 0.024(4) 0.037(5) 0.001(3) -0.010(4) -0.015(4) O2S 0.031(5) 0.058(7) 0.039(6) -0.005(5) 0.006(4) -0.015(5) O4S 0.031(5) 0.042(5) 0.038(5) 0.008(4) 0.013(4) -0.003(4) C8S 0.028(6) 0.038(7) 0.039(7) 0.001(5) -0.004(5) -0.021(6) C7S 0.041(7) 0.026(6) 0.044(8) -0.010(5) -0.001(6) -0.014(6) C6S 0.039(7) 0.026(6) 0.042(8) 0.005(5) -0.008(6) -0.011(6) C4S 0.048(9) 0.059(10) 0.032(8) -0.005(7) -0.005(7) -0.013(8) C2S 0.045(8) 0.040(7) 0.048(8) 0.010(6) -0.021(7) -0.027(7) C3S 0.062(10) 0.034(8) 0.050(9) 0.002(7) -0.001(8) -0.008(7) C1S 0.055(9) 0.068(11) 0.028(7) 0.004(7) -0.017(7) -0.025(8) C5S 0.034(7) 0.051(9) 0.064(10) -0.011(8) -0.002(7) -0.019(7) C13S 0.079(12) 0.098(15) 0.033(9) -0.008(9) 0.018(8) -0.055(12) C12S 0.063(11) 0.043(9) 0.076(13) 0.017(9) 0.032(9) 0.003(8) C11S 0.055(11) 0.074(14) 0.107(17) 0.037(12) 0.006(11) -0.031(10) C9S 0.12(2) 0.045(11) 0.14(2) 0.027(13) 0.095(17) 0.007(12) Cl2 0.0153(11) 0.0149(11) 0.0231(13) -0.0028(9) -0.0009(9) -0.0020(9) C22S 0.055(10) 0.040(9) 0.068(12) -0.004(8) -0.016(9) -0.005(8) C21S 0.062(11) 0.045(9) 0.057(11) -0.009(8) 0.009(8) -0.013(8) C20S 0.115(17) 0.120(19) 0.035(9) -0.035(10) 0.042(11) -0.065(15) _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 N 1.879(7) . ? Ir P2 2.345(3) . ? Ir P1 2.351(3) . ? Ir Cl1 2.403(2) . ? Ir Cl2 2.476(2) . ? P1 C11 1.816(10) . ? P1 C21 1.821(9) . ? P1 C31 1.834(9) . ? P2 C41 1.799(10) . ? P2 C51 1.809(10) . ? P2 C61 1.824(9) . ? C51 C56 1.385(13) . ? C51 C52 1.411(14) . ? C21 C26 1.397(14) . ? C21 C22 1.398(14) . ? C36 C31 1.373(13) . ? C36 C35 1.378(14) . ? C26 C25 1.393(15) . ? C31 C32 1.390(13) . ? C62 C63 1.372(14) . ? C62 C61 1.419(15) . ? C11 C16 1.391(15) . ? C11 C12 1.400(14) . ? C61 C66 1.370(15) . ? C15 C14 1.368(16) . ? C15 C16 1.371(15) . ? C41 C42 1.406(14) . ? C41 C46 1.414(13) . ? C56 C55 1.396(13) . ? C35 C34 1.389(16) . ? C64 C63 1.391(16) . ? C64 C65 1.396(16) . ? C34 C33 1.386(16) . ? C52 C53 1.376(14) . ? C32 C33 1.367(14) . ? C22 C23 1.391(14) . ? C25 C24 1.372(16) . ? C42 C43 1.387(14) . ? C23 C24 1.378(16) . ? C12 C13 1.402(15) . ? C46 C45 1.400(16) . ? C44 C45 1.369(16) . ? C44 C43 1.383(16) . ? C66 C65 1.387(14) . ? C53 C54 1.385(17) . ? C54 C55 1.376(16) . ? C13 C14 1.385(18) . ? O1 N 1.235(11) . ? O3S C8S 1.434(13) . ? O3S C2S 1.449(14) . ? O2S C1S 1.407(16) . ? O2S C4S 1.407(18) . ? O4S C3S 1.430(17) . ? O4S C12S 1.430(18) . ? C8S C7S 1.478(17) . ? C7S C6S 1.538(18) . ? C6S C2S 1.507(17) . ? C4S C5S 1.47(2) . ? C3S C11S 1.45(2) . ? C1S C13S 1.48(2) . ? C5S C13S 1.44(2) . ? C12S C9S 1.49(2) . ? C11S C9S 1.34(3) . ? C22S C21S 1.45(2) . ? C22S C20S 1.48(2) . ? C22S C20S 1.92(3) 2_657 ? C21S C20S 1.31(2) 2_657 ? C20S C21S 1.31(2) 2_657 ? C20S C22S 1.92(3) 2_657 ? 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 N Ir P2 93.0(3) . . ? N Ir P1 94.2(3) . . ? P2 Ir P1 165.19(8) . . ? N Ir Cl1 177.0(3) . . ? P2 Ir Cl1 85.67(8) . . ? P1 Ir Cl1 87.72(8) . . ? N Ir Cl2 83.6(3) . . ? P2 Ir Cl2 99.13(8) . . ? P1 Ir Cl2 94.53(8) . . ? Cl1 Ir Cl2 93.98(8) . . ? C11 P1 C21 103.9(4) . . ? C11 P1 C31 105.7(4) . . ? C21 P1 C31 103.9(4) . . ? C11 P1 Ir 114.3(3) . . ? C21 P1 Ir 117.7(3) . . ? C31 P1 Ir 110.3(3) . . ? C41 P2 C51 103.6(5) . . ? C41 P2 C61 103.3(5) . . ? C51 P2 C61 105.0(4) . . ? C41 P2 Ir 114.8(3) . . ? C51 P2 Ir 111.0(3) . . ? C61 P2 Ir 117.6(3) . . ? C56 C51 C52 117.8(9) . . ? C56 C51 P2 122.3(7) . . ? C52 C51 P2 119.9(7) . . ? C26 C21 C22 119.4(9) . . ? C26 C21 P1 119.0(8) . . ? C22 C21 P1 121.6(7) . . ? C31 C36 C35 121.5(9) . . ? C25 C26 C21 119.7(10) . . ? C36 C31 C32 119.2(9) . . ? C36 C31 P1 118.8(7) . . ? C32 C31 P1 121.8(7) . . ? C63 C62 C61 119.3(11) . . ? C16 C11 C12 118.7(9) . . ? C16 C11 P1 120.8(8) . . ? C12 C11 P1 120.4(8) . . ? C66 C61 C62 120.2(9) . . ? C66 C61 P2 121.8(8) . . ? C62 C61 P2 117.8(8) . . ? C14 C15 C16 121.0(11) . . ? C42 C41 C46 117.7(9) . . ? C42 C41 P2 122.8(8) . . ? C46 C41 P2 119.5(8) . . ? C51 C56 C55 120.4(10) . . ? C36 C35 C34 119.8(10) . . ? C63 C64 C65 119.4(9) . . ? C33 C34 C35 117.9(10) . . ? C53 C52 C51 121.1(10) . . ? C15 C16 C11 121.0(10) . . ? C33 C32 C31 119.0(10) . . ? C23 C22 C21 120.2(10) . . ? C24 C25 C26 120.0(10) . . ? C43 C42 C41 120.7(10) . . ? C32 C33 C34 122.5(10) . . ? C24 C23 C22 119.4(10) . . ? C11 C12 C13 119.4(11) . . ? C62 C63 C64 120.7(10) . . ? C45 C46 C41 120.3(10) . . ? C45 C44 C43 119.6(10) . . ? C61 C66 C65 119.9(10) . . ? C52 C53 C54 120.5(10) . . ? C55 C54 C53 119.0(10) . . ? C25 C24 C23 121.2(10) . . ? C54 C55 C56 121.1(10) . . ? C44 C45 C46 120.8(10) . . ? C14 C13 C12 120.5(11) . . ? C66 C65 C64 120.5(10) . . ? C44 C43 C42 120.9(10) . . ? C15 C14 C13 119.5(10) . . ? O1 N Ir 129.8(7) . . ? C8S O3S C2S 108.4(8) . . ? C1S O2S C4S 104.2(11) . . ? C3S O4S C12S 107.6(11) . . ? O3S C8S C7S 107.4(9) . . ? C8S C7S C6S 100.9(10) . . ? C2S C6S C7S 102.1(10) . . ? O2S C4S C5S 108.4(12) . . ? O3S C2S C6S 105.8(9) . . ? O4S C3S C11S 107.3(13) . . ? O2S C1S C13S 107.0(11) . . ? C13S C5S C4S 104.9(12) . . ? C5S C13S C1S 105.6(12) . . ? O4S C12S C9S 105.9(13) . . ? C9S C11S C3S 109.9(15) . . ? C11S C9S C12S 107.9(17) . . ? C21S C22S C20S 123.0(17) . . ? C21S C22S C20S 42.8(10) . 2_657 ? C20S C22S C20S 91.5(16) . 2_657 ? C20S C21S C22S 88.4(17) 2_657 . ? C21S C20S C22S 124(2) 2_657 . ? C21S C20S C22S 48.8(12) 2_657 2_657 ? C22S C20S C22S 88.5(16) . 2_657 ? 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 N Ir P1 C11 -128.7(4) . . . . ? P2 Ir P1 C11 -9.9(5) . . . . ? Cl1 Ir P1 C11 53.6(3) . . . . ? Cl2 Ir P1 C11 147.4(3) . . . . ? N Ir P1 C21 109.0(4) . . . . ? P2 Ir P1 C21 -132.2(4) . . . . ? Cl1 Ir P1 C21 -68.7(3) . . . . ? Cl2 Ir P1 C21 25.1(3) . . . . ? N Ir P1 C31 -9.9(4) . . . . ? P2 Ir P1 C31 109.0(4) . . . . ? Cl1 Ir P1 C31 172.4(3) . . . . ? Cl2 Ir P1 C31 -93.8(3) . . . . ? N Ir P2 C41 17.8(5) . . . . ? P1 Ir P2 C41 -101.2(5) . . . . ? Cl1 Ir P2 C41 -164.9(4) . . . . ? Cl2 Ir P2 C41 101.7(4) . . . . ? N Ir P2 C51 134.9(4) . . . . ? P1 Ir P2 C51 15.9(5) . . . . ? Cl1 Ir P2 C51 -47.8(3) . . . . ? Cl2 Ir P2 C51 -141.1(3) . . . . ? N Ir P2 C61 -104.1(4) . . . . ? P1 Ir P2 C61 136.9(4) . . . . ? Cl1 Ir P2 C61 73.2(3) . . . . ? Cl2 Ir P2 C61 -20.2(3) . . . . ? C41 P2 C51 C56 -102.2(9) . . . . ? C61 P2 C51 C56 5.9(9) . . . . ? Ir P2 C51 C56 134.0(7) . . . . ? C41 P2 C51 C52 77.4(9) . . . . ? C61 P2 C51 C52 -174.5(8) . . . . ? Ir P2 C51 C52 -46.4(9) . . . . ? C11 P1 C21 C26 -95.1(9) . . . . ? C31 P1 C21 C26 154.6(8) . . . . ? Ir P1 C21 C26 32.4(9) . . . . ? C11 P1 C21 C22 84.3(9) . . . . ? C31 P1 C21 C22 -26.1(10) . . . . ? Ir P1 C21 C22 -148.3(8) . . . . ? C22 C21 C26 C25 -1.2(16) . . . . ? P1 C21 C26 C25 178.2(8) . . . . ? C35 C36 C31 C32 0.3(16) . . . . ? C35 C36 C31 P1 -175.0(8) . . . . ? C11 P1 C31 C36 -169.0(8) . . . . ? C21 P1 C31 C36 -59.9(9) . . . . ? Ir P1 C31 C36 67.0(8) . . . . ? C11 P1 C31 C32 15.8(10) . . . . ? C21 P1 C31 C32 124.9(9) . . . . ? Ir P1 C31 C32 -108.2(8) . . . . ? C21 P1 C11 C16 -41.9(9) . . . . ? C31 P1 C11 C16 67.2(9) . . . . ? Ir P1 C11 C16 -171.4(7) . . . . ? C21 P1 C11 C12 141.6(8) . . . . ? C31 P1 C11 C12 -109.4(8) . . . . ? Ir P1 C11 C12 12.1(9) . . . . ? C63 C62 C61 C66 0.2(15) . . . . ? C63 C62 C61 P2 -176.0(8) . . . . ? C41 P2 C61 C66 23.3(9) . . . . ? C51 P2 C61 C66 -84.9(9) . . . . ? Ir P2 C61 C66 151.0(7) . . . . ? C41 P2 C61 C62 -160.5(8) . . . . ? C51 P2 C61 C62 91.2(8) . . . . ? Ir P2 C61 C62 -32.9(8) . . . . ? C51 P2 C41 C42 -4.1(10) . . . . ? C61 P2 C41 C42 -113.4(9) . . . . ? Ir P2 C41 C42 117.2(8) . . . . ? C51 P2 C41 C46 177.0(8) . . . . ? C61 P2 C41 C46 67.7(9) . . . . ? Ir P2 C41 C46 -61.7(9) . . . . ? C52 C51 C56 C55 -0.1(14) . . . . ? P2 C51 C56 C55 179.5(8) . . . . ? C31 C36 C35 C34 0.6(16) . . . . ? C36 C35 C34 C33 -0.8(16) . . . . ? C56 C51 C52 C53 0.7(16) . . . . ? P2 C51 C52 C53 -178.9(9) . . . . ? C14 C15 C16 C11 -0.4(17) . . . . ? C12 C11 C16 C15 -0.4(15) . . . . ? P1 C11 C16 C15 -177.0(8) . . . . ? C36 C31 C32 C33 -1.0(16) . . . . ? P1 C31 C32 C33 174.2(9) . . . . ? C26 C21 C22 C23 1.4(16) . . . . ? P1 C21 C22 C23 -178.0(8) . . . . ? C21 C26 C25 C24 1.2(17) . . . . ? C46 C41 C42 C43 -1.5(16) . . . . ? P2 C41 C42 C43 179.6(8) . . . . ? C31 C32 C33 C34 0.8(18) . . . . ? C35 C34 C33 C32 0.1(17) . . . . ? C21 C22 C23 C24 -1.5(17) . . . . ? C16 C11 C12 C13 1.0(15) . . . . ? P1 C11 C12 C13 177.6(9) . . . . ? C61 C62 C63 C64 0.1(16) . . . . ? C65 C64 C63 C62 -0.7(16) . . . . ? C42 C41 C46 C45 1.2(15) . . . . ? P2 C41 C46 C45 -179.8(8) . . . . ? C62 C61 C66 C65 0.1(15) . . . . ? P2 C61 C66 C65 176.1(8) . . . . ? C51 C52 C53 C54 -0.6(17) . . . . ? C52 C53 C54 C55 -0.1(17) . . . . ? C26 C25 C24 C23 -1.4(18) . . . . ? C22 C23 C24 C25 1.6(17) . . . . ? C53 C54 C55 C56 0.7(17) . . . . ? C51 C56 C55 C54 -0.6(16) . . . . ? C43 C44 C45 C46 1.1(17) . . . . ? C41 C46 C45 C44 -1.0(17) . . . . ? C11 C12 C13 C14 -0.8(18) . . . . ? C61 C66 C65 C64 -0.6(15) . . . . ? C63 C64 C65 C66 0.9(16) . . . . ? C45 C44 C43 C42 -1.3(18) . . . . ? C41 C42 C43 C44 1.6(17) . . . . ? C16 C15 C14 C13 0.7(17) . . . . ? C12 C13 C14 C15 -0.1(18) . . . . ? P2 Ir N O1 -80.2(9) . . . . ? P1 Ir N O1 86.9(9) . . . . ? Cl1 Ir N O1 -143(5) . . . . ? Cl2 Ir N O1 -179.0(9) . . . . ? C2S O3S C8S C7S 16.6(14) . . . . ? O3S C8S C7S C6S -34.2(13) . . . . ? C8S C7S C6S C2S 38.2(13) . . . . ? C1S O2S C4S C5S 29.9(16) . . . . ? C8S O3S C2S C6S 8.9(15) . . . . ? C7S C6S C2S O3S -29.5(15) . . . . ? C12S O4S C3S C11S -4(2) . . . . ? C4S O2S C1S C13S -31.4(17) . . . . ? O2S C4S C5S C13S -16.5(18) . . . . ? C4S C5S C13S C1S -3(2) . . . . ? O2S C1S C13S C5S 21(2) . . . . ? C3S O4S C12S C9S 10(2) . . . . ? O4S C3S C11S C9S -4(3) . . . . ? C3S C11S C9S C12S 10(3) . . . . ? O4S C12S C9S C11S -12(3) . . . . ? C20S C22S C21S C20S -49(3) . . . 2_657 ? C21S C22S C20S C21S 66(3) . . . 2_657 ? C20S C22S C20S C21S 35(2) 2_657 . . 2_657 ? C21S C22S C20S C22S 30.9(17) . . . 2_657 ? C20S C22S C20S C22S 0.000(1) 2_657 . . 2_657 ? _diffrn_measured_fraction_theta_max 0.819 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.819 _refine_diff_density_max 4.727 _refine_diff_density_min -5.453 _refine_diff_density_rms 0.234