Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 data_03009 (Complex 2) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H17 Cl O2 Ru' _chemical_formula_weight 329.77 659.55 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ru' 'Ru' -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.2250(9) _cell_length_b 12.5502(7) _cell_length_c 14.5795(8) _cell_angle_alpha 90.00 _cell_angle_beta 109.238(1) _cell_angle_gamma 90.00 _cell_volume 2630.2(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7636 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 28.34 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.666 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 1.378 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.80 _exptl_absorpt_correction_T_max 0.93 _exptl_absorpt_process_details ; absorption correction based on 8921 reflections (SADABS); Rint 0.045 before correction and 0.19 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 9970 _diffrn_reflns_av_R_equivalents 0.0193 _diffrn_reflns_av_sigmaI/netI 0.0147 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 26.00 _reflns_number_total 2581 _reflns_number_gt 2502 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0369P)^2^+3.4916P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2581 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0269 _refine_ls_R_factor_gt 0.0259 _refine_ls_wR_factor_ref 0.0660 _refine_ls_wR_factor_gt 0.0654 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.099 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.094703(13) 0.327460(15) 1.003169(13) 0.02651(9) Uani 1 1 d . . . Cl1 Cl 0.21129(4) 0.45018(5) 1.09298(4) 0.03792(15) Uani 1 1 d . . . O1 O 0.05503(13) 0.32234(13) 1.13277(13) 0.0339(4) Uani 1 1 d . . . O2 O 0.16073(13) 0.21534(14) 1.11648(12) 0.0358(4) Uani 1 1 d . . . C1 C 0.11620(18) 0.2520(2) 1.16911(18) 0.0337(5) Uani 1 1 d . . . C2 C 0.1364(2) 0.2137(3) 1.2711(2) 0.0490(7) Uani 1 1 d . . . H2A H 0.1846 0.2568 1.3142 0.073 Uiso 1 1 d R . . H2B H 0.1565 0.1408 1.2758 0.073 Uiso 1 1 d R . . H2C H 0.0812 0.2190 1.2888 0.073 Uiso 1 1 d R . . C3 C 0.0869(2) 0.4072(2) 0.86608(18) 0.0413(6) Uani 1 1 d . . . C4 C 0.12474(19) 0.3040(3) 0.86895(18) 0.0396(6) Uani 1 1 d . . . H4 H 0.1895 0.2959 0.8712 0.048 Uiso 1 1 calc R . . C5 C 0.07680(18) 0.2148(2) 0.88860(17) 0.0351(6) Uani 1 1 d . . . H5 H 0.1100 0.1468 0.9040 0.042 Uiso 1 1 calc R . . C6 C -0.00960(17) 0.2246(2) 0.90479(17) 0.0315(5) Uani 1 1 d . . . C7 C -0.04490(18) 0.32903(19) 0.90306(18) 0.0329(6) Uani 1 1 d . . . H7 H -0.0961 0.3405 0.9288 0.039 Uiso 1 1 calc R . . C8 C 0.00180(19) 0.4189(2) 0.88372(18) 0.0376(6) Uani 1 1 d . . . H8 H -0.0177 0.4902 0.8967 0.045 Uiso 1 1 calc R . . C9 C 0.1396(3) 0.5036(3) 0.8520(2) 0.0703(11) Uani 1 1 d . . . H9A H 0.1205 0.5213 0.7842 0.105 Uiso 1 1 calc R . . H9B H 0.2051 0.4886 0.8751 0.105 Uiso 1 1 calc R . . H9C H 0.1268 0.5625 0.8877 0.105 Uiso 1 1 calc R . . C10 C -0.0553(2) 0.1261(2) 0.9292(2) 0.0468(7) Uani 1 1 d . . . H10 H -0.0056 0.0799 0.9694 0.056 Uiso 1 1 calc R . . C11 C -0.1197(3) 0.1491(4) 0.9862(3) 0.0739(12) Uani 1 1 d . . . H11A H -0.0857 0.1842 1.0459 0.111 Uiso 1 1 calc R . . H11B H -0.1450 0.0835 1.0003 0.111 Uiso 1 1 calc R . . H11C H -0.1694 0.1944 0.9487 0.111 Uiso 1 1 calc R . . C12 C -0.1053(3) 0.0657(3) 0.8367(3) 0.0715(11) Uani 1 1 d . . . H12A H -0.1531 0.1099 0.7945 0.107 Uiso 1 1 calc R . . H12B H -0.1327 0.0023 0.8523 0.107 Uiso 1 1 calc R . . H12C H -0.0617 0.0465 0.8046 0.107 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 Ru1 0.02739(13) 0.02861(13) 0.02144(12) -0.00008(7) 0.00523(9) 0.00149(7) Cl1 0.0358(3) 0.0401(3) 0.0317(3) -0.0033(2) 0.0029(2) -0.0056(3) O1 0.0359(10) 0.0396(10) 0.0254(9) -0.0010(7) 0.0093(8) 0.0026(7) O2 0.0412(10) 0.0360(9) 0.0280(9) 0.0037(7) 0.0082(8) 0.0058(8) C1 0.0367(13) 0.0346(13) 0.0274(12) -0.0020(10) 0.0075(10) -0.0038(11) C2 0.0638(19) 0.0514(17) 0.0309(14) 0.0053(13) 0.0146(14) 0.0031(15) C3 0.0509(16) 0.0463(15) 0.0202(11) 0.0020(11) 0.0029(11) -0.0156(13) C4 0.0307(13) 0.0661(18) 0.0220(12) -0.0033(12) 0.0085(10) -0.0035(12) C5 0.0416(14) 0.0356(13) 0.0241(12) -0.0048(10) 0.0053(10) 0.0081(11) C6 0.0352(12) 0.0324(12) 0.0218(11) -0.0016(9) 0.0026(10) -0.0038(10) C7 0.0299(13) 0.0413(14) 0.0236(12) -0.0006(10) 0.0034(10) 0.0040(10) C8 0.0468(15) 0.0317(13) 0.0248(12) 0.0011(10) -0.0012(11) 0.0038(11) C9 0.089(3) 0.075(2) 0.0375(16) 0.0092(16) 0.0071(17) -0.047(2) C10 0.0570(18) 0.0402(15) 0.0360(14) 0.0048(12) 0.0054(13) -0.0156(14) C11 0.082(3) 0.100(3) 0.0453(19) -0.0109(19) 0.0281(18) -0.052(2) C12 0.102(3) 0.062(2) 0.053(2) -0.0202(17) 0.029(2) -0.046(2) _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 Ru1 C5 2.136(2) . ? Ru1 C7 2.146(3) . ? Ru1 O2 2.1507(17) . ? Ru1 O1 2.1659(18) . ? Ru1 C4 2.171(3) . ? Ru1 C8 2.174(2) . ? Ru1 C6 2.178(2) . ? Ru1 C3 2.203(3) . ? Ru1 Cl1 2.3887(6) . ? Ru1 C1 2.517(2) . ? O1 C1 1.266(3) . ? O2 C1 1.266(3) . ? C1 C2 1.495(4) . ? C3 C8 1.409(4) . ? C3 C4 1.413(4) . ? C3 C9 1.503(4) . ? C4 C5 1.416(4) . ? C5 C6 1.416(4) . ? C6 C7 1.414(3) . ? C6 C10 1.517(4) . ? C7 C8 1.411(4) . ? C10 C11 1.508(5) . ? C10 C12 1.516(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 Ru1 C7 68.38(10) . . ? C5 Ru1 O2 94.28(9) . . ? C7 Ru1 O2 129.50(8) . . ? C5 Ru1 O1 131.46(9) . . ? C7 Ru1 O1 95.46(9) . . ? O2 Ru1 O1 60.31(7) . . ? C5 Ru1 C4 38.37(11) . . ? C7 Ru1 C4 81.01(10) . . ? O2 Ru1 C4 114.81(9) . . ? O1 Ru1 C4 169.81(10) . . ? C5 Ru1 C8 80.87(10) . . ? C7 Ru1 C8 38.11(10) . . ? O2 Ru1 C8 167.60(9) . . ? O1 Ru1 C8 114.80(9) . . ? C4 Ru1 C8 67.94(11) . . ? C5 Ru1 C6 38.31(10) . . ? C7 Ru1 C6 38.17(9) . . ? O2 Ru1 C6 99.95(8) . . ? O1 Ru1 C6 101.80(8) . . ? C4 Ru1 C6 69.54(10) . . ? C8 Ru1 C6 69.20(10) . . ? C5 Ru1 C3 68.67(10) . . ? C7 Ru1 C3 68.49(10) . . ? O2 Ru1 C3 149.99(10) . . ? O1 Ru1 C3 149.06(10) . . ? C4 Ru1 C3 37.67(11) . . ? C8 Ru1 C3 37.55(11) . . ? C6 Ru1 C3 82.08(9) . . ? C5 Ru1 Cl1 137.37(8) . . ? C7 Ru1 Cl1 139.25(7) . . ? O2 Ru1 Cl1 85.75(5) . . ? O1 Ru1 Cl1 84.92(5) . . ? C4 Ru1 Cl1 104.03(8) . . ? C8 Ru1 Cl1 105.57(7) . . ? C6 Ru1 Cl1 172.73(7) . . ? C3 Ru1 Cl1 90.73(7) . . ? C5 Ru1 C1 116.43(9) . . ? C7 Ru1 C1 116.31(9) . . ? O2 Ru1 C1 30.18(8) . . ? O1 Ru1 C1 30.20(8) . . ? C4 Ru1 C1 144.67(10) . . ? C8 Ru1 C1 144.37(10) . . ? C6 Ru1 C1 104.20(9) . . ? C3 Ru1 C1 173.71(9) . . ? Cl1 Ru1 C1 83.00(6) . . ? C1 O1 Ru1 90.44(15) . . ? C1 O2 Ru1 91.15(15) . . ? O2 C1 O1 117.8(2) . . ? O2 C1 C2 120.7(2) . . ? O1 C1 C2 121.5(2) . . ? O2 C1 Ru1 58.67(12) . . ? O1 C1 Ru1 59.36(13) . . ? C2 C1 Ru1 174.8(2) . . ? C8 C3 C4 118.7(2) . . ? C8 C3 C9 120.3(3) . . ? C4 C3 C9 120.8(3) . . ? C8 C3 Ru1 70.12(14) . . ? C4 C3 Ru1 69.95(15) . . ? C9 C3 Ru1 128.17(19) . . ? C3 C4 C5 119.9(2) . . ? C3 C4 Ru1 72.38(15) . . ? C5 C4 Ru1 69.46(14) . . ? C4 C5 C6 122.3(2) . . ? C4 C5 Ru1 72.17(15) . . ? C6 C5 Ru1 72.47(14) . . ? C7 C6 C5 116.5(2) . . ? C7 C6 C10 123.9(3) . . ? C5 C6 C10 119.5(2) . . ? C7 C6 Ru1 69.66(14) . . ? C5 C6 Ru1 69.22(14) . . ? C10 C6 Ru1 128.30(17) . . ? C8 C7 C6 122.1(2) . . ? C8 C7 Ru1 72.05(15) . . ? C6 C7 Ru1 72.17(14) . . ? C3 C8 C7 120.5(2) . . ? C3 C8 Ru1 72.33(15) . . ? C7 C8 Ru1 69.85(14) . . ? C11 C10 C12 111.1(3) . . ? C11 C10 C6 113.9(3) . . ? C12 C10 C6 109.5(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.993 _refine_diff_density_min -0.272 _refine_diff_density_rms 0.079 #===END data_2044 (Complex 3a) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H27 Cl Ir N O' _chemical_formula_weight 525.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.5629(4) _cell_length_b 14.6554(8) _cell_length_c 17.0530(9) _cell_angle_alpha 90.00 _cell_angle_beta 95.7950(10) _cell_angle_gamma 90.00 _cell_volume 1880.45(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 11791 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 28.54 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.31 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.855 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 7.249 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.112 _exptl_absorpt_correction_T_max 0.190 _exptl_absorpt_process_details ; absorption correction based on 13437 reflections (SADABS); Rint 0.100 and 0.030 before and after correction respectively. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 14418 _diffrn_reflns_av_R_equivalents 0.0298 _diffrn_reflns_av_sigmaI/netI 0.0203 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3692 _reflns_number_gt 3626 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0176P)^2^+3.6942P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3692 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0222 _refine_ls_R_factor_gt 0.0215 _refine_ls_wR_factor_ref 0.0508 _refine_ls_wR_factor_gt 0.0505 _refine_ls_goodness_of_fit_ref 1.237 _refine_ls_restrained_S_all 1.237 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.124767(16) 0.856982(9) 0.266935(7) 0.01322(5) Uani 1 1 d . . . Cl1 Cl 0.40960(11) 0.78501(6) 0.26822(5) 0.02032(18) Uani 1 1 d . . . O1 O 0.3595(4) 0.8790(2) 0.53286(16) 0.0290(6) Uani 1 1 d . . . N1 N 0.2577(4) 0.9611(2) 0.33129(18) 0.0178(6) Uani 1 1 d . . . C1 C 0.2071(4) 0.9377(2) 0.1804(2) 0.0163(7) Uani 1 1 d . . . C2 C 0.1815(5) 0.9247(3) 0.0995(2) 0.0226(8) Uani 1 1 d . . . H2 H 0.1146 0.8737 0.0788 0.027 Uiso 1 1 calc R . . C3 C 0.2521(6) 0.9852(3) 0.0481(2) 0.0276(9) Uani 1 1 d . . . H3 H 0.2321 0.9751 -0.0071 0.033 Uiso 1 1 calc R . . C4 C 0.3508(5) 1.0596(3) 0.0762(2) 0.0286(9) Uani 1 1 d . . . H4 H 0.3975 1.1005 0.0403 0.034 Uiso 1 1 calc R . . C5 C 0.3817(5) 1.0747(3) 0.1559(2) 0.0257(8) Uani 1 1 d . . . H5 H 0.4506 1.1254 0.1759 0.031 Uiso 1 1 calc R . . C6 C 0.3089(5) 1.0133(2) 0.2072(2) 0.0185(7) Uani 1 1 d . . . C7 C 0.3336(5) 1.0216(2) 0.2911(2) 0.0182(7) Uani 1 1 d . . . H7 H 0.4026 1.0695 0.3162 0.022 Uiso 1 1 calc R . . C8 C 0.2789(5) 0.9649(3) 0.4171(2) 0.0222(8) Uani 1 1 d . . . H8A H 0.1606 0.9690 0.4370 0.027 Uiso 1 1 calc R . . H8B H 0.3473 1.0201 0.4346 0.027 Uiso 1 1 calc R . . C9 C 0.3745(5) 0.8812(3) 0.4508(2) 0.0228(8) Uani 1 1 d . . . H9A H 0.3209 0.8256 0.4254 0.027 Uiso 1 1 calc R . . H9B H 0.5013 0.8835 0.4411 0.027 Uiso 1 1 calc R . . C10 C 0.4346(7) 0.7973(3) 0.5664(3) 0.0372(11) Uani 1 1 d . . . H10A H 0.3796 0.7446 0.5382 0.056 Uiso 1 1 calc R . . H10B H 0.4131 0.7939 0.6221 0.056 Uiso 1 1 calc R . . H10C H 0.5629 0.7969 0.5622 0.056 Uiso 1 1 calc R . . C11 C -0.0081(5) 0.7273(2) 0.3008(2) 0.0194(7) Uani 1 1 d . . . C12 C -0.0512(5) 0.7517(3) 0.2184(2) 0.0189(7) Uani 1 1 d . . . C13 C -0.1457(5) 0.8365(3) 0.2165(2) 0.0188(7) Uani 1 1 d . . . C14 C -0.1443(5) 0.8685(2) 0.2969(2) 0.0185(7) Uani 1 1 d . . . C15 C -0.0672(5) 0.7970(3) 0.3479(2) 0.0189(7) Uani 1 1 d . . . C16 C 0.0875(6) 0.6430(3) 0.3298(3) 0.0288(9) Uani 1 1 d . . . H16A H 0.1490 0.6543 0.3823 0.043 Uiso 1 1 calc R . . H16B H 0.1744 0.6261 0.2935 0.043 Uiso 1 1 calc R . . H16C H 0.0019 0.5932 0.3328 0.043 Uiso 1 1 calc R . . C17 C -0.0237(6) 0.6917(3) 0.1498(2) 0.0283(9) Uani 1 1 d . . . H17A H -0.1174 0.6453 0.1438 0.042 Uiso 1 1 calc R . . H17B H 0.0925 0.6618 0.1588 0.042 Uiso 1 1 calc R . . H17C H -0.0281 0.7287 0.1017 0.042 Uiso 1 1 calc R . . C18 C -0.2381(5) 0.8837(3) 0.1467(2) 0.0249(8) Uani 1 1 d . . . H18A H -0.1885 0.8630 0.0989 0.037 Uiso 1 1 calc R . . H18B H -0.2215 0.9497 0.1525 0.037 Uiso 1 1 calc R . . H18C H -0.3653 0.8694 0.1428 0.037 Uiso 1 1 calc R . . C19 C -0.2342(5) 0.9515(3) 0.3224(3) 0.0265(9) Uani 1 1 d . . . H19A H -0.3537 0.9356 0.3355 0.040 Uiso 1 1 calc R . . H19B H -0.2431 0.9964 0.2796 0.040 Uiso 1 1 calc R . . H19C H -0.1655 0.9774 0.3689 0.040 Uiso 1 1 calc R . . C20 C -0.0653(6) 0.7954(3) 0.4354(2) 0.0286(9) Uani 1 1 d . . . H20A H -0.1758 0.7681 0.4498 0.043 Uiso 1 1 calc R . . H20B H -0.0550 0.8579 0.4559 0.043 Uiso 1 1 calc R . . H20C H 0.0362 0.7593 0.4582 0.043 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 0.01350(8) 0.01171(8) 0.01426(8) 0.00042(5) 0.00045(5) -0.00084(5) Cl1 0.0179(4) 0.0178(4) 0.0252(5) 0.0000(4) 0.0022(3) 0.0035(3) O1 0.0356(16) 0.0327(16) 0.0181(14) 0.0011(12) 0.0004(12) -0.0018(13) N1 0.0171(15) 0.0155(15) 0.0204(16) -0.0041(12) -0.0001(12) 0.0013(12) C1 0.0127(15) 0.0148(17) 0.0218(18) 0.0040(14) 0.0028(14) 0.0007(13) C2 0.0260(19) 0.0180(19) 0.0235(19) 0.0004(16) 0.0020(16) -0.0026(16) C3 0.033(2) 0.029(2) 0.021(2) 0.0064(17) 0.0055(17) 0.0013(18) C4 0.031(2) 0.026(2) 0.029(2) 0.0128(17) 0.0071(17) -0.0044(18) C5 0.0211(18) 0.0168(19) 0.039(2) 0.0036(17) 0.0035(17) -0.0038(16) C6 0.0152(17) 0.0158(18) 0.0247(19) 0.0032(15) 0.0037(14) 0.0028(14) C7 0.0150(17) 0.0132(17) 0.0256(19) -0.0046(15) -0.0025(14) 0.0001(13) C8 0.0246(19) 0.0213(19) 0.0200(19) -0.0048(15) -0.0013(15) -0.0027(15) C9 0.0229(19) 0.029(2) 0.0156(18) 0.0020(16) -0.0032(15) 0.0000(16) C10 0.047(3) 0.038(3) 0.024(2) 0.0103(19) -0.0046(19) -0.009(2) C11 0.0172(17) 0.0138(17) 0.0276(19) 0.0055(15) 0.0037(14) -0.0045(14) C12 0.0186(17) 0.0187(18) 0.0194(18) -0.0009(15) 0.0022(14) -0.0095(15) C13 0.0158(17) 0.0206(19) 0.0193(18) 0.0048(15) -0.0015(14) -0.0070(14) C14 0.0131(16) 0.0203(19) 0.0228(19) 0.0010(15) 0.0054(14) -0.0048(14) C15 0.0160(17) 0.0208(19) 0.0196(18) 0.0030(15) 0.0001(14) -0.0027(14) C16 0.028(2) 0.017(2) 0.041(3) 0.0075(17) 0.0025(19) 0.0006(16) C17 0.037(2) 0.020(2) 0.028(2) -0.0075(16) 0.0061(18) -0.0104(17) C18 0.0209(19) 0.029(2) 0.023(2) 0.0094(17) -0.0053(16) -0.0044(16) C19 0.0211(19) 0.023(2) 0.036(2) 0.0004(17) 0.0086(17) 0.0029(16) C20 0.030(2) 0.036(2) 0.020(2) 0.0036(18) 0.0040(16) -0.0047(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C1 2.036(3) . ? Ir1 N1 2.078(3) . ? Ir1 C12 2.148(3) . ? Ir1 C14 2.155(4) . ? Ir1 C13 2.159(4) . ? Ir1 C11 2.252(3) . ? Ir1 C15 2.279(4) . ? Ir1 Cl1 2.3967(9) . ? O1 C9 1.415(5) . ? O1 C10 1.421(5) . ? N1 C7 1.290(5) . ? N1 C8 1.458(5) . ? C1 C2 1.387(5) . ? C1 C6 1.399(5) . ? C2 C3 1.390(5) . ? C3 C4 1.380(6) . ? C4 C5 1.374(6) . ? C5 C6 1.406(5) . ? C6 C7 1.431(5) . ? C8 C9 1.508(5) . ? C11 C15 1.401(5) . ? C11 C12 1.454(5) . ? C11 C16 1.491(5) . ? C12 C13 1.432(5) . ? C12 C17 1.495(5) . ? C13 C14 1.449(5) . ? C13 C18 1.487(5) . ? C14 C15 1.446(5) . ? C14 C19 1.479(5) . ? C15 C20 1.492(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 N1 77.84(13) . . ? C1 Ir1 C12 111.14(14) . . ? N1 Ir1 C12 168.09(13) . . ? C1 Ir1 C14 119.44(14) . . ? N1 Ir1 C14 103.60(13) . . ? C12 Ir1 C14 65.44(14) . . ? C1 Ir1 C13 97.96(14) . . ? N1 Ir1 C13 134.51(13) . . ? C12 Ir1 C13 38.84(14) . . ? C14 Ir1 C13 39.27(14) . . ? C1 Ir1 C11 148.48(14) . . ? N1 Ir1 C11 133.53(13) . . ? C12 Ir1 C11 38.51(14) . . ? C14 Ir1 C11 63.18(13) . . ? C13 Ir1 C11 63.60(14) . . ? C1 Ir1 C15 157.36(13) . . ? N1 Ir1 C15 105.48(12) . . ? C12 Ir1 C15 63.16(13) . . ? C14 Ir1 C15 37.95(13) . . ? C13 Ir1 C15 63.37(13) . . ? C11 Ir1 C15 36.02(13) . . ? C1 Ir1 Cl1 85.53(10) . . ? N1 Ir1 Cl1 86.09(8) . . ? C12 Ir1 Cl1 102.06(10) . . ? C14 Ir1 Cl1 154.43(10) . . ? C13 Ir1 Cl1 139.21(11) . . ? C11 Ir1 Cl1 92.88(10) . . ? C15 Ir1 Cl1 116.87(10) . . ? C9 O1 C10 110.4(3) . . ? C7 N1 C8 119.8(3) . . ? C7 N1 Ir1 116.2(2) . . ? C8 N1 Ir1 123.8(2) . . ? C2 C1 C6 116.7(3) . . ? C2 C1 Ir1 128.3(3) . . ? C6 C1 Ir1 115.0(3) . . ? C1 C2 C3 121.1(4) . . ? C4 C3 C2 120.9(4) . . ? C5 C4 C3 120.2(4) . . ? C4 C5 C6 118.3(4) . . ? C1 C6 C5 122.8(4) . . ? C1 C6 C7 114.0(3) . . ? C5 C6 C7 123.2(4) . . ? N1 C7 C6 116.9(3) . . ? N1 C8 C9 110.6(3) . . ? O1 C9 C8 108.2(3) . . ? C15 C11 C12 108.7(3) . . ? C15 C11 C16 125.9(4) . . ? C12 C11 C16 125.4(4) . . ? C15 C11 Ir1 73.0(2) . . ? C12 C11 Ir1 66.86(19) . . ? C16 C11 Ir1 124.8(3) . . ? C13 C12 C11 107.4(3) . . ? C13 C12 C17 126.9(4) . . ? C11 C12 C17 125.1(4) . . ? C13 C12 Ir1 71.0(2) . . ? C11 C12 Ir1 74.6(2) . . ? C17 C12 Ir1 126.4(3) . . ? C12 C13 C14 107.6(3) . . ? C12 C13 C18 128.0(4) . . ? C14 C13 C18 124.4(4) . . ? C12 C13 Ir1 70.2(2) . . ? C14 C13 Ir1 70.2(2) . . ? C18 C13 Ir1 127.1(3) . . ? C15 C14 C13 107.4(3) . . ? C15 C14 C19 126.1(3) . . ? C13 C14 C19 125.7(4) . . ? C15 C14 Ir1 75.7(2) . . ? C13 C14 Ir1 70.5(2) . . ? C19 C14 Ir1 127.4(3) . . ? C11 C15 C14 108.4(3) . . ? C11 C15 C20 126.3(4) . . ? C14 C15 C20 125.1(3) . . ? C11 C15 Ir1 71.0(2) . . ? C14 C15 Ir1 66.37(19) . . ? C20 C15 Ir1 132.1(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.568 _refine_diff_density_min -1.282 _refine_diff_density_rms 0.124 #===END data_2076 (Complex 3b) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H27 Cl N O Rh' _chemical_formula_weight 435.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 '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' _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 7.5479(14) _cell_length_b 14.691(3) _cell_length_c 17.096(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.536(3) _cell_angle_gamma 90.00 _cell_volume 1886.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 11407 _cell_measurement_theta_min 2.71 _cell_measurement_theta_max 28.59 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0,14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 1.053 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.709 _exptl_absorpt_correction_T_max 0.928 _exptl_absorpt_process_details ; absorption correction based on 2981 reflections (SADABS); Rint 0.029 and 0.013 before and after correction respectively. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 13365 _diffrn_reflns_av_R_equivalents 0.0341 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3310 _reflns_number_gt 3211 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0274P)^2^+1.0903P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3310 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0215 _refine_ls_R_factor_gt 0.0207 _refine_ls_wR_factor_ref 0.0535 _refine_ls_wR_factor_gt 0.0530 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.006 _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 Rh1 Rh 0.129326(18) 0.857072(9) 0.267073(8) 0.01658(7) Uani 1 1 d . . . Cl1 Cl 0.41317(6) 0.78404(3) 0.26567(3) 0.02363(11) Uani 1 1 d . . . O1 O 0.3630(2) 0.87750(11) 0.53183(8) 0.0324(3) Uani 1 1 d . . . N1 N 0.2567(2) 0.96274(11) 0.33211(9) 0.0206(3) Uani 1 1 d . . . C1 C 0.2073(2) 0.93752(13) 0.18041(11) 0.0202(4) Uani 1 1 d . . . C2 C 0.1848(3) 0.92385(14) 0.09967(12) 0.0255(4) Uani 1 1 d . . . H2 H 0.1208 0.8721 0.0791 0.031 Uiso 1 1 calc R . . C3 C 0.2545(3) 0.98483(15) 0.04834(13) 0.0318(5) Uani 1 1 d . . . H3 H 0.2367 0.9743 -0.0067 0.038 Uiso 1 1 calc R . . C4 C 0.3493(3) 1.06058(15) 0.07635(13) 0.0330(5) Uani 1 1 d . . . H4 H 0.3954 1.1019 0.0407 0.040 Uiso 1 1 calc R . . C5 C 0.3768(3) 1.07580(14) 0.15600(13) 0.0292(5) Uani 1 1 d . . . H5 H 0.4430 1.1272 0.1758 0.035 Uiso 1 1 calc R . . C6 C 0.3059(2) 1.01452(13) 0.20749(11) 0.0213(4) Uani 1 1 d . . . C7 C 0.3291(2) 1.02338(13) 0.29158(12) 0.0233(4) Uani 1 1 d . . . H7 H 0.3955 1.0722 0.3162 0.028 Uiso 1 1 calc R . . C8 C 0.2801(3) 0.96600(14) 0.41796(11) 0.0263(4) Uani 1 1 d . . . H8A H 0.1623 0.9697 0.4387 0.032 Uiso 1 1 calc R . . H8B H 0.3489 1.0210 0.4353 0.032 Uiso 1 1 calc R . . C9 C 0.3771(3) 0.88212(16) 0.44986(11) 0.0277(4) Uani 1 1 d . . . H9A H 0.3240 0.8271 0.4237 0.033 Uiso 1 1 calc R . . H9B H 0.5039 0.8853 0.4397 0.033 Uiso 1 1 calc R . . C10 C 0.4431(3) 0.79650(17) 0.56356(13) 0.0402(6) Uani 1 1 d . . . H10A H 0.3853 0.7437 0.5370 0.060 Uiso 1 1 calc R . . H10B H 0.4293 0.7934 0.6199 0.060 Uiso 1 1 calc R . . H10C H 0.5700 0.7965 0.5557 0.060 Uiso 1 1 calc R . . C11 C -0.0052(3) 0.72862(13) 0.30176(12) 0.0229(4) Uani 1 1 d . . . C12 C -0.0667(2) 0.79843(14) 0.34706(11) 0.0224(4) Uani 1 1 d . . . C13 C -0.1426(2) 0.86817(13) 0.29417(12) 0.0216(4) Uani 1 1 d . . . C14 C -0.1408(2) 0.83522(14) 0.21561(12) 0.0222(4) Uani 1 1 d . . . C15 C -0.0448(3) 0.75130(13) 0.21898(11) 0.0226(4) Uani 1 1 d . . . C16 C 0.0891(3) 0.64432(14) 0.33193(15) 0.0326(5) Uani 1 1 d . . . H16A H 0.1171 0.6491 0.3890 0.049 Uiso 1 1 calc R . . H16B H 0.1996 0.6373 0.3068 0.049 Uiso 1 1 calc R . . H16C H 0.0125 0.5913 0.3198 0.049 Uiso 1 1 calc R . . C17 C -0.0680(3) 0.79922(17) 0.43452(12) 0.0332(5) Uani 1 1 d . . . H17A H -0.0617 0.8622 0.4535 0.050 Uiso 1 1 calc R . . H17B H 0.0347 0.7651 0.4585 0.050 Uiso 1 1 calc R . . H17C H -0.1780 0.7709 0.4488 0.050 Uiso 1 1 calc R . . C18 C -0.2342(3) 0.95220(14) 0.31829(13) 0.0302(5) Uani 1 1 d . . . H18A H -0.2382 0.9971 0.2757 0.045 Uiso 1 1 calc R . . H18B H -0.1688 0.9776 0.3656 0.045 Uiso 1 1 calc R . . H18C H -0.3557 0.9371 0.3294 0.045 Uiso 1 1 calc R . . C19 C -0.2338(3) 0.87992(16) 0.14424(12) 0.0293(5) Uani 1 1 d . . . H19A H -0.1884 0.8549 0.0969 0.044 Uiso 1 1 calc R . . H19B H -0.2118 0.9456 0.1466 0.044 Uiso 1 1 calc R . . H19C H -0.3621 0.8685 0.1425 0.044 Uiso 1 1 calc R . . C20 C -0.0095(3) 0.69125(15) 0.15182(13) 0.0321(5) Uani 1 1 d . . . H20A H -0.0965 0.6415 0.1473 0.048 Uiso 1 1 calc R . . H20B H 0.1108 0.6659 0.1610 0.048 Uiso 1 1 calc R . . H20C H -0.0197 0.7268 0.1031 0.048 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 Rh1 0.01592(10) 0.01677(10) 0.01702(10) 0.00037(5) 0.00135(6) -0.00095(5) Cl1 0.0203(2) 0.0230(2) 0.0278(2) 0.00020(18) 0.00330(18) 0.00300(18) O1 0.0372(9) 0.0400(8) 0.0197(7) 0.0013(6) 0.0013(6) -0.0024(7) N1 0.0182(8) 0.0204(8) 0.0230(8) -0.0030(7) 0.0005(6) 0.0012(6) C1 0.0164(9) 0.0188(9) 0.0254(10) 0.0033(8) 0.0028(7) 0.0020(7) C2 0.0272(11) 0.0250(10) 0.0244(10) 0.0006(8) 0.0024(8) -0.0036(8) C3 0.0365(12) 0.0352(12) 0.0242(11) 0.0060(9) 0.0055(9) -0.0021(10) C4 0.0349(12) 0.0309(12) 0.0344(12) 0.0117(9) 0.0090(9) -0.0041(10) C5 0.0246(11) 0.0215(10) 0.0414(12) 0.0042(9) 0.0027(9) -0.0033(8) C6 0.0172(9) 0.0190(10) 0.0278(10) 0.0016(8) 0.0025(8) 0.0017(7) C7 0.0180(9) 0.0176(10) 0.0336(11) -0.0041(8) -0.0010(8) 0.0013(8) C8 0.0271(10) 0.0294(11) 0.0218(10) -0.0066(8) 0.0002(8) -0.0010(8) C9 0.0262(11) 0.0365(12) 0.0203(10) -0.0001(9) 0.0020(8) 0.0001(9) C10 0.0475(14) 0.0434(14) 0.0288(12) 0.0093(10) -0.0015(10) -0.0072(11) C11 0.0198(10) 0.0214(10) 0.0277(10) 0.0050(8) 0.0030(8) -0.0051(8) C12 0.0176(9) 0.0270(10) 0.0227(10) 0.0027(8) 0.0026(7) -0.0037(8) C13 0.0129(9) 0.0257(10) 0.0266(10) 0.0016(8) 0.0038(8) -0.0030(7) C14 0.0168(10) 0.0238(10) 0.0256(10) 0.0027(8) 0.0010(8) -0.0060(8) C15 0.0201(10) 0.0230(10) 0.0248(10) -0.0007(8) 0.0022(8) -0.0078(8) C16 0.0323(12) 0.0241(11) 0.0414(13) 0.0085(9) 0.0032(10) 0.0014(9) C17 0.0300(12) 0.0457(13) 0.0249(11) 0.0053(10) 0.0078(9) -0.0030(10) C18 0.0239(11) 0.0290(11) 0.0389(12) 0.0015(9) 0.0094(9) 0.0037(9) C19 0.0240(11) 0.0355(12) 0.0272(11) 0.0067(9) -0.0038(8) -0.0040(9) C20 0.0387(12) 0.0268(11) 0.0315(11) -0.0071(9) 0.0069(9) -0.0107(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rh1 C1 2.0266(19) . ? Rh1 N1 2.0889(16) . ? Rh1 C15 2.1472(19) . ? Rh1 C13 2.1534(19) . ? Rh1 C14 2.1655(19) . ? Rh1 C11 2.2496(19) . ? Rh1 C12 2.2783(19) . ? Rh1 Cl1 2.3982(6) . ? O1 C9 1.417(2) . ? O1 C10 1.419(3) . ? N1 C7 1.283(3) . ? N1 C8 1.462(2) . ? C1 C2 1.389(3) . ? C1 C6 1.407(3) . ? C2 C3 1.392(3) . ? C3 C4 1.383(3) . ? C4 C5 1.376(3) . ? C5 C6 1.401(3) . ? C6 C7 1.437(3) . ? C8 C9 1.508(3) . ? C11 C12 1.391(3) . ? C11 C15 1.457(3) . ? C11 C16 1.495(3) . ? C12 C13 1.448(3) . ? C12 C17 1.496(3) . ? C13 C14 1.429(3) . ? C13 C18 1.492(3) . ? C14 C15 1.428(3) . ? C14 C19 1.499(3) . ? C15 C20 1.492(3) . ? 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 Rh1 N1 78.73(7) . . ? C1 Rh1 C15 110.64(7) . . ? N1 Rh1 C15 167.13(7) . . ? C1 Rh1 C13 117.60(7) . . ? N1 Rh1 C13 103.20(7) . . ? C15 Rh1 C13 64.92(8) . . ? C1 Rh1 C14 96.78(7) . . ? N1 Rh1 C14 133.89(7) . . ? C15 Rh1 C14 38.68(8) . . ? C13 Rh1 C14 38.64(8) . . ? C1 Rh1 C11 148.47(8) . . ? N1 Rh1 C11 132.79(7) . . ? C15 Rh1 C11 38.60(7) . . ? C13 Rh1 C11 62.80(7) . . ? C14 Rh1 C11 63.34(7) . . ? C1 Rh1 C12 155.59(7) . . ? N1 Rh1 C12 104.69(7) . . ? C15 Rh1 C12 63.07(7) . . ? C13 Rh1 C12 38.00(7) . . ? C14 Rh1 C12 63.09(7) . . ? C11 Rh1 C12 35.78(7) . . ? C1 Rh1 Cl1 86.03(5) . . ? N1 Rh1 Cl1 88.41(4) . . ? C15 Rh1 Cl1 100.78(6) . . ? C13 Rh1 Cl1 155.08(5) . . ? C14 Rh1 Cl1 137.45(6) . . ? C11 Rh1 Cl1 93.08(5) . . ? C12 Rh1 Cl1 117.98(5) . . ? C9 O1 C10 110.38(17) . . ? C7 N1 C8 120.18(16) . . ? C7 N1 Rh1 115.26(13) . . ? C8 N1 Rh1 124.31(12) . . ? C2 C1 C6 116.95(17) . . ? C2 C1 Rh1 128.74(15) . . ? C6 C1 Rh1 114.20(14) . . ? C1 C2 C3 121.05(19) . . ? C4 C3 C2 120.9(2) . . ? C5 C4 C3 119.79(19) . . ? C4 C5 C6 119.16(19) . . ? C5 C6 C1 122.12(18) . . ? C5 C6 C7 123.58(18) . . ? C1 C6 C7 114.30(17) . . ? N1 C7 C6 117.39(17) . . ? N1 C8 C9 110.10(16) . . ? O1 C9 C8 108.44(17) . . ? C12 C11 C15 108.90(17) . . ? C12 C11 C16 126.28(19) . . ? C15 C11 C16 124.81(19) . . ? C12 C11 Rh1 73.23(11) . . ? C15 C11 Rh1 66.89(10) . . ? C16 C11 Rh1 125.00(14) . . ? C11 C12 C13 107.89(17) . . ? C11 C12 C17 126.63(19) . . ? C13 C12 C17 125.32(19) . . ? C11 C12 Rh1 70.98(11) . . ? C13 C12 Rh1 66.32(10) . . ? C17 C12 Rh1 131.62(14) . . ? C14 C13 C12 107.96(17) . . ? C14 C13 C18 125.92(18) . . ? C12 C13 C18 125.37(18) . . ? C14 C13 Rh1 71.14(11) . . ? C12 C13 Rh1 75.68(11) . . ? C18 C13 Rh1 126.77(14) . . ? C15 C14 C13 107.76(17) . . ? C15 C14 C19 127.36(19) . . ? C13 C14 C19 124.78(19) . . ? C15 C14 Rh1 69.97(11) . . ? C13 C14 Rh1 70.22(11) . . ? C19 C14 Rh1 127.91(14) . . ? C14 C15 C11 107.01(17) . . ? C14 C15 C20 127.36(19) . . ? C11 C15 C20 125.25(19) . . ? C14 C15 Rh1 71.35(11) . . ? C11 C15 Rh1 74.50(11) . . ? C20 C15 Rh1 125.05(14) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.528 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.056 #===END data_03005 (Complex 3c) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H26 Cl N O Ru' _chemical_formula_weight 432.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ru' 'Ru' -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.006(3) _cell_length_b 14.321(3) _cell_length_c 19.188(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.75(3) _cell_angle_gamma 90.00 _cell_volume 3844.3(13) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 19749 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 28.19 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.496 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_absorpt_coefficient_mu 0.961 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.736 _exptl_absorpt_correction_T_max 0.928 _exptl_absorpt_process_details ; absorption correction based on 24323 reflections (SADABS); Rint 0.034 before correction and 0.024 after. ; _exptl_special_details ; two unique molecules in the asymmetric unit having different orientations of the CH2CH2OMe group. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29014 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0190 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 26.00 _reflns_number_total 7550 _reflns_number_gt 7006 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _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^)+(0.0424P)^2^+0.8681P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7550 _refine_ls_number_parameters 441 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0266 _refine_ls_R_factor_gt 0.0244 _refine_ls_wR_factor_ref 0.0653 _refine_ls_wR_factor_gt 0.0642 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.003 _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 Ru1 Ru 0.181893(10) 0.533331(10) 0.224431(8) 0.02116(5) Uani 1 1 d . . . Cl1 Cl 0.19029(4) 0.66405(3) 0.30475(3) 0.03184(11) Uani 1 1 d . . . O1 O 0.43395(11) 0.57351(12) 0.36239(8) 0.0427(4) Uani 1 1 d . . . N1 N 0.33040(11) 0.53137(11) 0.22632(9) 0.0273(4) Uani 1 1 d . . . C1 C 0.21091(14) 0.63059(13) 0.15032(10) 0.0261(4) Uani 1 1 d . . . C2 C 0.14821(16) 0.68529(13) 0.10964(10) 0.0319(4) Uani 1 1 d . . . H2 H 0.0828 0.6788 0.1146 0.038 Uiso 1 1 calc R . . C3 C 0.18018(18) 0.74927(14) 0.06188(11) 0.0372(5) Uani 1 1 d . . . H3 H 0.1361 0.7843 0.0351 0.045 Uiso 1 1 calc R . . C4 C 0.27740(19) 0.76171(15) 0.05356(11) 0.0400(6) Uani 1 1 d . . . H4 H 0.2982 0.8044 0.0211 0.048 Uiso 1 1 calc R . . C5 C 0.34250(17) 0.71081(15) 0.09351(11) 0.0375(5) Uani 1 1 d . . . H5 H 0.4077 0.7196 0.0889 0.045 Uiso 1 1 calc R . . C6 C 0.30989(14) 0.64543(14) 0.14126(10) 0.0297(4) Uani 1 1 d . . . C7 C 0.37110(14) 0.58793(14) 0.18529(11) 0.0317(4) Uani 1 1 d . . . H7 H 0.4373 0.5915 0.1841 0.038 Uiso 1 1 calc R . . C8 C 0.38785(15) 0.46884(14) 0.27162(12) 0.0355(5) Uani 1 1 d . . . H8A H 0.4544 0.4734 0.2601 0.043 Uiso 1 1 calc R . . H8B H 0.3672 0.4049 0.2634 0.043 Uiso 1 1 calc R . . C9 C 0.37886(14) 0.49252(15) 0.34750(12) 0.0352(5) Uani 1 1 d . . . H9A H 0.3124 0.5039 0.3569 0.042 Uiso 1 1 calc R . . H9B H 0.4019 0.4411 0.3765 0.042 Uiso 1 1 calc R . . C10 C 0.4133(2) 0.6107(2) 0.42841(15) 0.0614(8) Uani 1 1 d . . . H10D H 0.3471 0.6280 0.4283 0.092 Uiso 1 1 calc R . . H10E H 0.4523 0.6648 0.4378 0.092 Uiso 1 1 calc R . . H10F H 0.4266 0.5646 0.4638 0.092 Uiso 1 1 calc R . . C11 C 0.09178(14) 0.45030(13) 0.29886(11) 0.0290(4) Uani 1 1 d . . . C12 C 0.03314(13) 0.50490(14) 0.25070(11) 0.0286(4) Uani 1 1 d . . . H12 H -0.0051 0.5559 0.2689 0.034 Uiso 1 1 calc R . . C13 C 0.04050(13) 0.49675(14) 0.17884(11) 0.0283(4) Uani 1 1 d . . . H13 H 0.0069 0.5421 0.1483 0.034 Uiso 1 1 calc R . . C14 C 0.11169(14) 0.43830(13) 0.15003(10) 0.0281(4) Uani 1 1 d . . . C15 C 0.17016(14) 0.38613(13) 0.19797(11) 0.0292(4) Uani 1 1 d . . . H15 H 0.2263 0.3540 0.1810 0.035 Uiso 1 1 calc R . . C16 C 0.15769(14) 0.38914(13) 0.27129(11) 0.0294(4) Uani 1 1 d . . . H16 H 0.2078 0.3626 0.3027 0.035 Uiso 1 1 calc R . . C17 C 0.08551(16) 0.46433(15) 0.37592(11) 0.0350(5) Uani 1 1 d . . . H17A H 0.1367 0.4312 0.4001 0.053 Uiso 1 1 calc R . . H17B H 0.0253 0.4410 0.3904 0.053 Uiso 1 1 calc R . . H17C H 0.0905 0.5297 0.3866 0.053 Uiso 1 1 calc R . . C18 C 0.11970(17) 0.43436(15) 0.07151(11) 0.0378(5) Uani 1 1 d . . . H18 H 0.1167 0.4988 0.0543 0.045 Uiso 1 1 calc R . . C19 C 0.2134(2) 0.39323(19) 0.04932(13) 0.0526(6) Uani 1 1 d . . . H19D H 0.2656 0.4299 0.0685 0.079 Uiso 1 1 calc R . . H19E H 0.2144 0.3935 -0.0007 0.079 Uiso 1 1 calc R . . H19F H 0.2193 0.3302 0.0661 0.079 Uiso 1 1 calc R . . C20 C 0.0336(2) 0.38284(19) 0.03832(15) 0.0613(8) Uani 1 1 d . . . H20D H 0.0338 0.3194 0.0544 0.092 Uiso 1 1 calc R . . H20E H 0.0370 0.3837 -0.0115 0.092 Uiso 1 1 calc R . . H20F H -0.0241 0.4130 0.0512 0.092 Uiso 1 1 calc R . . Ru1A Ru 0.814507(10) 0.745528(10) 0.259784(8) 0.01995(5) Uani 1 1 d . . . Cl1A Cl 0.81617(3) 0.60979(3) 0.18589(2) 0.02817(11) Uani 1 1 d . . . O1A O 0.57063(11) 0.80082(12) 0.08485(8) 0.0428(4) Uani 1 1 d . . . N1A N 0.66661(11) 0.73050(11) 0.25779(9) 0.0263(3) Uani 1 1 d . . . C1A C 0.79659(13) 0.65466(12) 0.34005(9) 0.0237(4) Uani 1 1 d . . . C2A C 0.86589(14) 0.61005(13) 0.38221(10) 0.0275(4) Uani 1 1 d . . . H2A H 0.9300 0.6215 0.3750 0.033 Uiso 1 1 calc R . . C3A C 0.84210(16) 0.54878(13) 0.43482(10) 0.0317(4) Uani 1 1 d . . . H3A H 0.8902 0.5198 0.4621 0.038 Uiso 1 1 calc R . . C4A C 0.74668(17) 0.53061(14) 0.44692(11) 0.0351(5) Uani 1 1 d . . . H4A H 0.7310 0.4908 0.4829 0.042 Uiso 1 1 calc R . . C5A C 0.67569(15) 0.57159(14) 0.40552(11) 0.0333(5) Uani 1 1 d . . . H5A H 0.6118 0.5587 0.4127 0.040 Uiso 1 1 calc R . . C6A C 0.70040(14) 0.63292(13) 0.35248(10) 0.0272(4) Uani 1 1 d . . . C7A C 0.63209(14) 0.67650(14) 0.30384(11) 0.0308(4) Uani 1 1 d . . . H7A H 0.5667 0.6661 0.3058 0.037 Uiso 1 1 calc R . . C8A C 0.60290(14) 0.77612(16) 0.20563(11) 0.0342(5) Uani 1 1 d . . . H8A1 H 0.6110 0.8433 0.2089 0.041 Uiso 1 1 calc R . . H8A2 H 0.5371 0.7616 0.2149 0.041 Uiso 1 1 calc R . . C9A C 0.62393(16) 0.74403(15) 0.13244(12) 0.0353(5) Uani 1 1 d . . . H9A1 H 0.6917 0.7500 0.1249 0.042 Uiso 1 1 calc R . . H9A2 H 0.6058 0.6791 0.1261 0.042 Uiso 1 1 calc R . . C10A C 0.5910(2) 0.7815(2) 0.01497(13) 0.0563(7) Uani 1 1 d . . . H10A H 0.6569 0.7954 0.0079 0.084 Uiso 1 1 calc R . . H10B H 0.5510 0.8194 -0.0157 0.084 Uiso 1 1 calc R . . H10C H 0.5789 0.7168 0.0052 0.084 Uiso 1 1 calc R . . C11A C 0.89862(14) 0.82820(13) 0.18101(10) 0.0276(4) Uani 1 1 d . . . C12A C 0.95993(13) 0.78450(13) 0.23349(10) 0.0276(4) Uani 1 1 d . . . H12A H 1.0042 0.7356 0.2197 0.033 Uiso 1 1 calc R . . C13A C 0.94874(13) 0.80125(13) 0.30479(10) 0.0273(4) Uani 1 1 d . . . H13A H 0.9857 0.7638 0.3393 0.033 Uiso 1 1 calc R . . C14A C 0.87099(14) 0.85692(13) 0.32734(10) 0.0274(4) Uani 1 1 d . . . C15A C 0.80867(14) 0.89556(13) 0.27488(10) 0.0279(4) Uani 1 1 d . . . H15A H 0.7485 0.9236 0.2885 0.033 Uiso 1 1 calc R . . C16A C 0.82451(15) 0.88470(13) 0.20253(10) 0.0278(4) Uani 1 1 d . . . H16A H 0.7732 0.9018 0.1684 0.033 Uiso 1 1 calc R . . C17A C 0.90934(16) 0.80740(16) 0.10536(11) 0.0357(5) Uani 1 1 d . . . H17D H 0.8591 0.8377 0.0781 0.053 Uiso 1 1 calc R . . H17E H 0.9057 0.7412 0.0979 0.053 Uiso 1 1 calc R . . H17F H 0.9701 0.8300 0.0915 0.053 Uiso 1 1 calc R . . C18A C 0.85804(16) 0.87259(14) 0.40426(10) 0.0353(5) Uani 1 1 d . . . H18A H 0.8771 0.8152 0.4290 0.042 Uiso 1 1 calc R . . C19A C 0.75536(18) 0.89391(16) 0.42093(11) 0.0436(6) Uani 1 1 d . . . H19A H 0.7356 0.9513 0.3987 0.065 Uiso 1 1 calc R . . H19B H 0.7509 0.8999 0.4705 0.065 Uiso 1 1 calc R . . H19C H 0.7146 0.8441 0.4041 0.065 Uiso 1 1 calc R . . C20A C 0.9247(2) 0.9504(2) 0.43045(14) 0.0667(9) Uani 1 1 d . . . H20A H 0.9890 0.9360 0.4189 0.100 Uiso 1 1 calc R . . H20B H 0.9218 0.9560 0.4802 0.100 Uiso 1 1 calc R . . H20C H 0.9054 1.0083 0.4088 0.100 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 Ru1 0.02107(9) 0.01741(9) 0.02511(9) 0.00179(6) 0.00240(6) 0.00200(5) Cl1 0.0351(3) 0.0248(2) 0.0358(3) -0.0058(2) 0.0042(2) -0.0001(2) O1 0.0351(8) 0.0508(10) 0.0428(9) -0.0058(8) 0.0062(7) -0.0130(7) N1 0.0232(8) 0.0259(8) 0.0329(9) -0.0034(7) 0.0014(7) 0.0050(6) C1 0.0332(10) 0.0203(9) 0.0252(9) -0.0022(7) 0.0069(8) -0.0020(8) C2 0.0409(11) 0.0240(10) 0.0314(10) 0.0003(8) 0.0066(9) 0.0033(9) C3 0.0598(15) 0.0235(10) 0.0285(11) 0.0018(8) 0.0046(10) 0.0049(9) C4 0.0690(16) 0.0254(10) 0.0267(11) -0.0001(8) 0.0128(11) -0.0109(10) C5 0.0466(12) 0.0343(11) 0.0326(11) -0.0079(9) 0.0141(10) -0.0164(10) C6 0.0352(10) 0.0256(10) 0.0289(10) -0.0053(8) 0.0074(8) -0.0055(8) C7 0.0248(9) 0.0344(11) 0.0364(11) -0.0092(9) 0.0082(8) -0.0034(9) C8 0.0273(10) 0.0314(11) 0.0475(13) -0.0012(9) -0.0016(9) 0.0065(8) C9 0.0270(10) 0.0367(11) 0.0415(12) 0.0093(10) -0.0048(9) 0.0005(9) C10 0.0595(17) 0.0682(19) 0.0575(17) -0.0192(14) 0.0113(14) -0.0110(14) C11 0.0278(10) 0.0250(10) 0.0342(11) 0.0056(8) 0.0033(8) -0.0048(8) C12 0.0229(9) 0.0256(9) 0.0375(11) 0.0014(8) 0.0036(8) -0.0024(8) C13 0.0254(9) 0.0241(9) 0.0350(11) 0.0005(8) -0.0026(8) -0.0012(8) C14 0.0315(10) 0.0202(9) 0.0326(10) -0.0013(8) 0.0004(8) -0.0029(8) C15 0.0324(10) 0.0169(9) 0.0384(11) -0.0006(8) 0.0023(9) 0.0004(8) C16 0.0307(10) 0.0204(9) 0.0371(11) 0.0074(8) -0.0005(9) -0.0013(8) C17 0.0373(11) 0.0348(11) 0.0335(11) 0.0079(9) 0.0067(9) -0.0002(9) C18 0.0532(13) 0.0293(11) 0.0307(11) -0.0062(9) -0.0022(10) 0.0065(10) C19 0.0675(17) 0.0516(15) 0.0397(13) -0.0034(11) 0.0122(12) 0.0153(13) C20 0.0748(19) 0.0503(16) 0.0567(17) -0.0196(13) -0.0188(14) 0.0010(14) Ru1A 0.02114(9) 0.01578(8) 0.02294(9) 0.00016(5) 0.00104(6) 0.00047(5) Cl1A 0.0301(2) 0.0205(2) 0.0338(2) -0.00607(18) 0.00040(19) 0.00098(18) O1A 0.0386(8) 0.0510(10) 0.0382(8) 0.0052(7) -0.0036(7) 0.0137(7) N1A 0.0222(8) 0.0257(8) 0.0310(9) -0.0020(7) 0.0003(7) 0.0027(7) C1A 0.0301(9) 0.0177(8) 0.0235(9) -0.0035(7) 0.0038(7) -0.0020(7) C2A 0.0337(10) 0.0224(9) 0.0267(9) -0.0017(8) 0.0042(8) 0.0011(8) C3A 0.0470(12) 0.0237(9) 0.0241(9) -0.0005(8) 0.0005(9) 0.0026(9) C4A 0.0558(14) 0.0243(10) 0.0258(10) 0.0007(8) 0.0085(10) -0.0069(9) C5A 0.0398(11) 0.0274(10) 0.0334(11) -0.0048(9) 0.0104(9) -0.0112(9) C6A 0.0315(10) 0.0219(9) 0.0284(10) -0.0042(8) 0.0046(8) -0.0026(8) C7A 0.0237(9) 0.0312(10) 0.0379(11) -0.0043(9) 0.0055(8) -0.0037(8) C8A 0.0255(10) 0.0378(11) 0.0390(12) 0.0005(9) -0.0017(9) 0.0071(9) C9A 0.0310(11) 0.0362(12) 0.0378(12) 0.0001(9) -0.0065(9) 0.0056(9) C10A 0.0615(16) 0.0696(18) 0.0372(13) 0.0026(13) -0.0049(12) 0.0121(14) C11A 0.0308(10) 0.0229(9) 0.0295(10) 0.0015(8) 0.0047(8) -0.0072(8) C12A 0.0249(9) 0.0225(9) 0.0357(11) -0.0001(8) 0.0045(8) -0.0062(8) C13A 0.0288(10) 0.0223(9) 0.0304(10) 0.0023(8) -0.0033(8) -0.0082(8) C14A 0.0360(10) 0.0185(9) 0.0274(10) 0.0008(7) 0.0001(8) -0.0075(8) C15A 0.0380(11) 0.0144(9) 0.0314(10) 0.0010(7) 0.0037(9) 0.0006(7) C16A 0.0374(11) 0.0184(9) 0.0276(10) 0.0050(8) 0.0008(8) -0.0012(8) C17A 0.0387(11) 0.0383(12) 0.0306(10) 0.0010(9) 0.0081(9) -0.0021(9) C18A 0.0559(13) 0.0261(10) 0.0236(10) -0.0004(8) -0.0009(9) -0.0046(10) C19A 0.0681(16) 0.0342(12) 0.0292(11) 0.0031(9) 0.0109(11) 0.0138(11) C20A 0.098(2) 0.0597(17) 0.0426(15) -0.0201(13) 0.0012(15) -0.0342(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 Ru1 C1 2.0451(19) . ? Ru1 N1 2.0788(17) . ? Ru1 C15 2.1727(19) . ? Ru1 C14 2.173(2) . ? Ru1 C13 2.190(2) . ? Ru1 C12 2.2049(19) . ? Ru1 C16 2.2840(19) . ? Ru1 C11 2.285(2) . ? Ru1 Cl1 2.4240(6) . ? O1 C9 1.415(3) . ? O1 C10 1.417(3) . ? N1 C7 1.282(3) . ? N1 C8 1.462(3) . ? C1 C2 1.389(3) . ? C1 C6 1.421(3) . ? C2 C3 1.385(3) . ? C3 C4 1.390(3) . ? C4 C5 1.372(3) . ? C5 C6 1.402(3) . ? C6 C7 1.434(3) . ? C8 C9 1.506(3) . ? C11 C16 1.395(3) . ? C11 C12 1.438(3) . ? C11 C17 1.499(3) . ? C12 C13 1.393(3) . ? C13 C14 1.433(3) . ? C14 C15 1.415(3) . ? C14 C18 1.517(3) . ? C15 C16 1.427(3) . ? C18 C19 1.518(3) . ? C18 C20 1.526(3) . ? Ru1A C1A 2.0409(18) . ? Ru1A N1A 2.0812(17) . ? Ru1A C15A 2.1701(19) . ? Ru1A C14A 2.1800(19) . ? Ru1A C13A 2.1820(19) . ? Ru1A C12A 2.1940(19) . ? Ru1A C16A 2.2834(18) . ? Ru1A C11A 2.2903(19) . ? Ru1A Cl1A 2.4069(6) . ? O1A C9A 1.410(3) . ? O1A C10A 1.411(3) . ? N1A C7A 1.286(3) . ? N1A C8A 1.463(3) . ? C1A C2A 1.389(3) . ? C1A C6A 1.414(3) . ? C2A C3A 1.390(3) . ? C3A C4A 1.392(3) . ? C4A C5A 1.374(3) . ? C5A C6A 1.400(3) . ? C6A C7A 1.446(3) . ? C8A C9A 1.520(3) . ? C11A C16A 1.394(3) . ? C11A C12A 1.435(3) . ? C11A C17A 1.496(3) . ? C12A C13A 1.405(3) . ? C13A C14A 1.433(3) . ? C14A C15A 1.413(3) . ? C14A C18A 1.512(3) . ? C15A C16A 1.425(3) . ? C18A C19A 1.519(3) . ? C18A C20A 1.524(3) . ? 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 Ru1 N1 77.84(7) . . ? C1 Ru1 C15 120.91(8) . . ? N1 Ru1 C15 93.17(7) . . ? C1 Ru1 C14 93.93(7) . . ? N1 Ru1 C14 115.07(7) . . ? C15 Ru1 C14 38.01(7) . . ? C1 Ru1 C13 95.23(8) . . ? N1 Ru1 C13 152.71(7) . . ? C15 Ru1 C13 67.53(7) . . ? C14 Ru1 C13 38.35(7) . . ? C1 Ru1 C12 120.41(8) . . ? N1 Ru1 C12 161.66(7) . . ? C15 Ru1 C12 79.20(7) . . ? C14 Ru1 C12 68.40(8) . . ? C13 Ru1 C12 36.95(7) . . ? C1 Ru1 C16 158.07(7) . . ? N1 Ru1 C16 98.52(7) . . ? C15 Ru1 C16 37.23(7) . . ? C14 Ru1 C16 67.75(7) . . ? C13 Ru1 C16 78.03(7) . . ? C12 Ru1 C16 65.37(7) . . ? C1 Ru1 C11 157.41(7) . . ? N1 Ru1 C11 124.36(7) . . ? C15 Ru1 C11 66.63(7) . . ? C14 Ru1 C11 80.71(7) . . ? C13 Ru1 C11 66.99(7) . . ? C12 Ru1 C11 37.30(7) . . ? C16 Ru1 C11 35.56(7) . . ? C1 Ru1 Cl1 84.89(5) . . ? N1 Ru1 Cl1 88.93(5) . . ? C15 Ru1 Cl1 153.98(6) . . ? C14 Ru1 Cl1 155.22(5) . . ? C13 Ru1 Cl1 117.01(6) . . ? C12 Ru1 Cl1 90.85(6) . . ? C16 Ru1 Cl1 116.84(6) . . ? C11 Ru1 Cl1 90.91(6) . . ? C9 O1 C10 110.89(18) . . ? C7 N1 C8 120.25(17) . . ? C7 N1 Ru1 117.05(14) . . ? C8 N1 Ru1 122.70(13) . . ? C2 C1 C6 116.17(18) . . ? C2 C1 Ru1 129.32(15) . . ? C6 C1 Ru1 114.48(14) . . ? C3 C2 C1 122.0(2) . . ? C2 C3 C4 120.7(2) . . ? C5 C4 C3 119.7(2) . . ? C4 C5 C6 119.4(2) . . ? C5 C6 C1 122.0(2) . . ? C5 C6 C7 124.35(19) . . ? C1 C6 C7 113.64(17) . . ? N1 C7 C6 116.97(18) . . ? N1 C8 C9 111.57(17) . . ? O1 C9 C8 108.05(17) . . ? C16 C11 C12 117.76(18) . . ? C16 C11 C17 121.96(18) . . ? C12 C11 C17 120.16(18) . . ? C16 C11 Ru1 72.20(11) . . ? C12 C11 Ru1 68.33(11) . . ? C17 C11 Ru1 127.38(14) . . ? C13 C12 C11 121.58(18) . . ? C13 C12 Ru1 70.94(11) . . ? C11 C12 Ru1 74.36(11) . . ? C12 C13 C14 121.12(18) . . ? C12 C13 Ru1 72.11(11) . . ? C14 C13 Ru1 70.19(11) . . ? C15 C14 C13 116.70(18) . . ? C15 C14 C18 123.90(18) . . ? C13 C14 C18 119.39(18) . . ? C15 C14 Ru1 70.98(11) . . ? C13 C14 Ru1 71.46(11) . . ? C18 C14 Ru1 128.54(14) . . ? C14 C15 C16 122.05(18) . . ? C14 C15 Ru1 71.01(11) . . ? C16 C15 Ru1 75.62(11) . . ? C11 C16 C15 120.50(18) . . ? C11 C16 Ru1 72.25(11) . . ? C15 C16 Ru1 67.14(10) . . ? C14 C18 C19 113.53(19) . . ? C14 C18 C20 109.7(2) . . ? C19 C18 C20 111.8(2) . . ? C1A Ru1A N1A 77.86(7) . . ? C1A Ru1A C15A 121.59(7) . . ? N1A Ru1A C15A 93.50(7) . . ? C1A Ru1A C14A 94.13(7) . . ? N1A Ru1A C14A 114.78(7) . . ? C15A Ru1A C14A 37.92(7) . . ? C1A Ru1A C13A 93.97(7) . . ? N1A Ru1A C13A 152.01(7) . . ? C15A Ru1A C13A 67.81(7) . . ? C14A Ru1A C13A 38.36(7) . . ? C1A Ru1A C12A 119.00(8) . . ? N1A Ru1A C12A 163.00(7) . . ? C15A Ru1A C12A 79.64(7) . . ? C14A Ru1A C12A 68.67(7) . . ? C13A Ru1A C12A 37.46(7) . . ? C1A Ru1A C16A 158.79(7) . . ? N1A Ru1A C16A 99.52(7) . . ? C15A Ru1A C16A 37.21(7) . . ? C14A Ru1A C16A 67.58(7) . . ? C13A Ru1A C16A 78.44(7) . . ? C12A Ru1A C16A 65.68(7) . . ? C1A Ru1A C11A 155.98(7) . . ? N1A Ru1A C11A 125.76(7) . . ? C15A Ru1A C11A 66.43(7) . . ? C14A Ru1A C11A 80.25(7) . . ? C13A Ru1A C11A 67.14(7) . . ? C12A Ru1A C11A 37.26(7) . . ? C16A Ru1A C11A 35.50(7) . . ? C1A Ru1A Cl1A 86.25(5) . . ? N1A Ru1A Cl1A 86.75(5) . . ? C15A Ru1A Cl1A 151.62(5) . . ? C14A Ru1A Cl1A 158.10(6) . . ? C13A Ru1A Cl1A 119.74(6) . . ? C12A Ru1A Cl1A 91.99(6) . . ? C16A Ru1A Cl1A 114.77(5) . . ? C11A Ru1A Cl1A 90.51(5) . . ? C9A O1A C10A 112.20(18) . . ? C7A N1A C8A 120.11(17) . . ? C7A N1A Ru1A 117.15(14) . . ? C8A N1A Ru1A 122.71(13) . . ? C2A C1A C6A 116.44(17) . . ? C2A C1A Ru1A 128.68(14) . . ? C6A C1A Ru1A 114.85(14) . . ? C1A C2A C3A 121.88(19) . . ? C2A C3A C4A 120.3(2) . . ? C5A C4A C3A 119.84(19) . . ? C4A C5A C6A 119.39(19) . . ? C5A C6A C1A 122.10(19) . . ? C5A C6A C7A 124.12(18) . . ? C1A C6A C7A 113.73(17) . . ? N1A C7A C6A 116.37(17) . . ? N1A C8A C9A 111.00(16) . . ? O1A C9A C8A 107.70(17) . . ? C16A C11A C12A 118.30(18) . . ? C16A C11A C17A 120.91(18) . . ? C12A C11A C17A 120.62(18) . . ? C16A C11A Ru1A 71.98(11) . . ? C12A C11A Ru1A 67.73(10) . . ? C17A C11A Ru1A 128.03(14) . . ? C13A C12A C11A 121.18(18) . . ? C13A C12A Ru1A 70.81(11) . . ? C11A C12A Ru1A 75.02(11) . . ? C12A C13A C14A 120.72(18) . . ? C12A C13A Ru1A 71.73(11) . . ? C14A C13A Ru1A 70.74(10) . . ? C15A C14A C13A 117.06(17) . . ? C15A C14A C18A 122.56(18) . . ? C13A C14A C18A 120.38(18) . . ? C15A C14A Ru1A 70.66(11) . . ? C13A C14A Ru1A 70.90(10) . . ? C18A C14A Ru1A 129.18(13) . . ? C14A C15A C16A 122.11(18) . . ? C14A C15A Ru1A 71.42(11) . . ? C16A C15A Ru1A 75.72(11) . . ? C11A C16A C15A 120.32(18) . . ? C11A C16A Ru1A 72.52(11) . . ? C15A C16A Ru1A 67.07(10) . . ? C14A C18A C19A 113.23(18) . . ? C14A C18A C20A 109.27(19) . . ? C19A C18A C20A 110.8(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.587 _refine_diff_density_min -0.510 _refine_diff_density_rms 0.070 #===END data_1127 (Complex 5a) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H25 Cl Ir N' _chemical_formula_weight 543.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 7.4282(6) _cell_length_b 15.3106(11) _cell_length_c 17.4949(13) _cell_angle_alpha 90.00 _cell_angle_beta 99.686(1) _cell_angle_gamma 90.00 _cell_volume 1961.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9227 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 28.54 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.839 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 6.950 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.332 _exptl_absorpt_correction_T_max 0.633 _exptl_absorpt_process_details ; absorption correction based on 11480 reflections (SADABS); Rint 0.122 before correction and 0.038 after correction. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 15995 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0312 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4287 _reflns_number_gt 3674 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0271P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4287 _refine_ls_number_parameters 240 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0246 _refine_ls_R_factor_gt 0.0205 _refine_ls_wR_factor_ref 0.0484 _refine_ls_wR_factor_gt 0.0478 _refine_ls_goodness_of_fit_ref 0.975 _refine_ls_restrained_S_all 0.975 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.360786(14) 0.687635(8) 0.266476(6) 0.01729(5) Uani 1 1 d . . . Cl1 Cl 0.06974(10) 0.75607(5) 0.26671(5) 0.02572(17) Uani 1 1 d . . . N1 N 0.2190(3) 0.59764(16) 0.18916(14) 0.0192(5) Uani 1 1 d . . . C1 C 0.2830(4) 0.5959(2) 0.33920(17) 0.0197(6) Uani 1 1 d . . . C2 C 0.3088(4) 0.5959(2) 0.41998(18) 0.0250(7) Uani 1 1 d . . . H2 H 0.3746 0.6425 0.4476 0.030 Uiso 1 1 calc R . . C3 C 0.2409(4) 0.5295(2) 0.46103(18) 0.0282(7) Uani 1 1 d . . . H3 H 0.2610 0.5315 0.5161 0.034 Uiso 1 1 calc R . . C4 C 0.1435(4) 0.4597(2) 0.42278(19) 0.0282(7) Uani 1 1 d . . . H4 H 0.0981 0.4145 0.4515 0.034 Uiso 1 1 calc R . . C5 C 0.1139(4) 0.4571(2) 0.34319(18) 0.0240(7) Uani 1 1 d . . . H5 H 0.0476 0.4103 0.3162 0.029 Uiso 1 1 calc R . . C6 C 0.1832(4) 0.5247(2) 0.30233(17) 0.0203(6) Uani 1 1 d . . . C7 C 0.1527(4) 0.5304(2) 0.21939(17) 0.0212(7) Uani 1 1 d . . . H7 H 0.0865 0.4866 0.1880 0.025 Uiso 1 1 calc R . . C8 C 0.1929(4) 0.6063(2) 0.10654(17) 0.0225(7) Uani 1 1 d . . . C9 C 0.1226(4) 0.6839(2) 0.07300(19) 0.0269(7) Uani 1 1 d . . . H9 H 0.0927 0.7307 0.1043 0.032 Uiso 1 1 calc R . . C10 C 0.0969(5) 0.6920(2) -0.0075(2) 0.0350(9) Uani 1 1 d . . . H10 H 0.0478 0.7446 -0.0311 0.042 Uiso 1 1 calc R . . C11 C 0.1413(5) 0.6250(3) -0.05304(19) 0.0379(9) Uani 1 1 d . . . H11 H 0.1235 0.6316 -0.1078 0.046 Uiso 1 1 calc R . . C12 C 0.2119(5) 0.5483(3) -0.01933(19) 0.0390(9) Uani 1 1 d . . . H12 H 0.2424 0.5019 -0.0508 0.047 Uiso 1 1 calc R . . C13 C 0.2385(4) 0.5388(2) 0.06103(18) 0.0305(8) Uani 1 1 d . . . H13 H 0.2879 0.4861 0.0844 0.037 Uiso 1 1 calc R . . C14 C 0.5065(4) 0.8153(2) 0.2698(2) 0.0253(7) Uani 1 1 d . . . C15 C 0.5323(4) 0.7722(2) 0.20144(18) 0.0256(7) Uani 1 1 d . . . C16 C 0.6185(4) 0.6897(2) 0.22358(18) 0.0241(7) Uani 1 1 d . . . C17 C 0.6508(4) 0.6846(2) 0.30732(18) 0.0212(7) Uani 1 1 d . . . C18 C 0.5768(4) 0.7624(2) 0.33575(17) 0.0215(7) Uani 1 1 d . . . C19 C 0.4177(5) 0.9042(2) 0.2738(2) 0.0374(9) Uani 1 1 d . . . H19A H 0.5006 0.9497 0.2611 0.056 Uiso 1 1 calc R . . H19B H 0.3918 0.9138 0.3262 0.056 Uiso 1 1 calc R . . H19C H 0.3034 0.9063 0.2365 0.056 Uiso 1 1 calc R . . C20 C 0.4913(6) 0.8083(3) 0.1205(2) 0.0511(12) Uani 1 1 d . . . H20A H 0.3822 0.8452 0.1154 0.077 Uiso 1 1 calc R . . H20B H 0.4698 0.7601 0.0833 0.077 Uiso 1 1 calc R . . H20C H 0.5952 0.8432 0.1102 0.077 Uiso 1 1 calc R . . C21 C 0.6826(5) 0.6262(3) 0.1693(2) 0.0395(9) Uani 1 1 d . . . H21A H 0.7892 0.6502 0.1503 0.059 Uiso 1 1 calc R . . H21B H 0.5845 0.6155 0.1254 0.059 Uiso 1 1 calc R . . H21C H 0.7162 0.5712 0.1966 0.059 Uiso 1 1 calc R . . C22 C 0.7547(4) 0.6150(2) 0.3546(2) 0.0317(8) Uani 1 1 d . . . H22A H 0.7397 0.5596 0.3261 0.047 Uiso 1 1 calc R . . H22B H 0.7086 0.6086 0.4036 0.047 Uiso 1 1 calc R . . H22C H 0.8844 0.6306 0.3654 0.047 Uiso 1 1 calc R . . C23 C 0.5990(5) 0.7891(2) 0.41922(19) 0.0318(8) Uani 1 1 d . . . H23A H 0.7056 0.8274 0.4317 0.048 Uiso 1 1 calc R . . H23B H 0.6165 0.7370 0.4522 0.048 Uiso 1 1 calc R . . H23C H 0.4894 0.8204 0.4283 0.048 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 0.01485(7) 0.01951(8) 0.01697(7) 0.00090(5) 0.00114(4) -0.00191(5) Cl1 0.0186(3) 0.0257(4) 0.0329(4) -0.0007(3) 0.0044(3) 0.0012(3) N1 0.0155(11) 0.0220(14) 0.0191(12) -0.0017(10) -0.0002(10) -0.0010(10) C1 0.0140(13) 0.0240(17) 0.0212(15) 0.0023(12) 0.0031(12) 0.0004(12) C2 0.0233(15) 0.0270(18) 0.0240(16) -0.0011(13) 0.0021(13) -0.0036(14) C3 0.0288(17) 0.033(2) 0.0222(16) 0.0031(14) 0.0043(13) 0.0006(15) C4 0.0270(16) 0.0267(19) 0.0327(18) 0.0083(14) 0.0100(14) 0.0004(14) C5 0.0192(15) 0.0208(18) 0.0316(17) 0.0014(13) 0.0035(13) -0.0005(13) C6 0.0166(14) 0.0204(17) 0.0239(15) 0.0018(13) 0.0027(12) 0.0035(12) C7 0.0168(14) 0.0236(18) 0.0227(15) -0.0027(13) 0.0017(12) -0.0017(12) C8 0.0165(14) 0.0299(19) 0.0203(15) 0.0001(13) 0.0011(12) -0.0042(13) C9 0.0222(15) 0.033(2) 0.0241(16) 0.0029(14) -0.0006(13) -0.0022(14) C10 0.0284(18) 0.047(2) 0.0272(18) 0.0126(17) -0.0035(14) -0.0087(16) C11 0.0314(19) 0.064(3) 0.0175(16) -0.0002(18) 0.0020(14) -0.0160(19) C12 0.0358(19) 0.055(3) 0.0269(18) -0.0122(18) 0.0062(15) -0.0080(18) C13 0.0287(17) 0.035(2) 0.0270(17) -0.0044(15) 0.0034(14) -0.0042(15) C14 0.0169(14) 0.0226(18) 0.0349(18) 0.0011(15) -0.0002(13) -0.0056(13) C15 0.0218(15) 0.0294(19) 0.0247(16) 0.0055(14) 0.0011(13) -0.0113(14) C16 0.0152(14) 0.034(2) 0.0241(16) -0.0041(14) 0.0071(12) -0.0112(14) C17 0.0124(13) 0.0230(17) 0.0286(16) 0.0001(13) 0.0045(12) -0.0035(12) C18 0.0165(14) 0.0220(18) 0.0257(16) -0.0017(13) 0.0026(12) -0.0030(13) C19 0.0279(17) 0.023(2) 0.058(2) 0.0028(17) -0.0017(16) -0.0066(15) C20 0.048(2) 0.069(3) 0.031(2) 0.020(2) -0.0055(18) -0.034(2) C21 0.0298(18) 0.049(3) 0.043(2) -0.0198(19) 0.0171(16) -0.0118(18) C22 0.0199(16) 0.030(2) 0.043(2) 0.0095(16) -0.0006(14) 0.0025(14) C23 0.0270(17) 0.040(2) 0.0279(18) -0.0099(15) 0.0038(14) -0.0067(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 Ir1 C1 2.042(3) . ? Ir1 N1 2.088(2) . ? Ir1 C17 2.153(3) . ? Ir1 C18 2.168(3) . ? Ir1 C16 2.171(3) . ? Ir1 C14 2.231(3) . ? Ir1 C15 2.254(3) . ? Ir1 Cl1 2.4031(7) . ? N1 C7 1.292(4) . ? N1 C8 1.432(4) . ? C1 C2 1.394(4) . ? C1 C6 1.412(4) . ? C2 C3 1.388(4) . ? C3 C4 1.396(5) . ? C4 C5 1.373(4) . ? C5 C6 1.404(4) . ? C6 C7 1.433(4) . ? C8 C13 1.381(4) . ? C8 C9 1.388(4) . ? C9 C10 1.394(5) . ? C10 C11 1.373(5) . ? C11 C12 1.377(6) . ? C12 C13 1.394(4) . ? C14 C15 1.407(5) . ? C14 C18 1.434(4) . ? C14 C19 1.518(5) . ? C15 C16 1.438(5) . ? C15 C20 1.502(5) . ? C16 C17 1.446(4) . ? C16 C21 1.492(4) . ? C17 C18 1.436(4) . ? C17 C22 1.484(4) . ? C18 C23 1.498(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ir1 N1 77.60(11) . . ? C1 Ir1 C17 98.65(11) . . ? N1 Ir1 C17 124.63(11) . . ? C1 Ir1 C18 105.97(12) . . ? N1 Ir1 C18 162.96(10) . . ? C17 Ir1 C18 38.82(11) . . ? C1 Ir1 C16 125.73(12) . . ? N1 Ir1 C16 99.44(10) . . ? C17 Ir1 C16 39.08(11) . . ? C18 Ir1 C16 64.70(11) . . ? C1 Ir1 C14 140.64(12) . . ? N1 Ir1 C14 141.72(11) . . ? C17 Ir1 C14 63.67(11) . . ? C18 Ir1 C14 38.03(12) . . ? C16 Ir1 C14 62.85(12) . . ? C1 Ir1 C15 162.24(11) . . ? N1 Ir1 C15 108.56(11) . . ? C17 Ir1 C15 63.96(11) . . ? C18 Ir1 C15 63.31(11) . . ? C16 Ir1 C15 37.88(12) . . ? C14 Ir1 C15 36.57(12) . . ? C1 Ir1 Cl1 87.12(8) . . ? N1 Ir1 Cl1 86.15(7) . . ? C17 Ir1 Cl1 149.22(8) . . ? C18 Ir1 Cl1 110.50(8) . . ? C16 Ir1 Cl1 147.15(9) . . ? C14 Ir1 Cl1 92.90(8) . . ? C15 Ir1 Cl1 109.61(9) . . ? C7 N1 C8 119.4(3) . . ? C7 N1 Ir1 116.5(2) . . ? C8 N1 Ir1 124.1(2) . . ? C2 C1 C6 115.8(3) . . ? C2 C1 Ir1 128.8(2) . . ? C6 C1 Ir1 115.3(2) . . ? C3 C2 C1 121.7(3) . . ? C2 C3 C4 121.1(3) . . ? C5 C4 C3 119.3(3) . . ? C4 C5 C6 119.0(3) . . ? C5 C6 C1 123.1(3) . . ? C5 C6 C7 123.4(3) . . ? C1 C6 C7 113.4(3) . . ? N1 C7 C6 117.1(3) . . ? C13 C8 C9 120.5(3) . . ? C13 C8 N1 120.5(3) . . ? C9 C8 N1 118.9(3) . . ? C8 C9 C10 118.7(3) . . ? C11 C10 C9 121.0(3) . . ? C10 C11 C12 120.0(3) . . ? C11 C12 C13 120.0(3) . . ? C8 C13 C12 119.8(3) . . ? C15 C14 C18 109.6(3) . . ? C15 C14 C19 125.6(3) . . ? C18 C14 C19 124.8(3) . . ? C15 C14 Ir1 72.62(18) . . ? C18 C14 Ir1 68.63(17) . . ? C19 C14 Ir1 125.0(2) . . ? C14 C15 C16 107.5(3) . . ? C14 C15 C20 126.3(3) . . ? C16 C15 C20 126.0(3) . . ? C14 C15 Ir1 70.80(17) . . ? C16 C15 Ir1 67.92(16) . . ? C20 C15 Ir1 130.1(2) . . ? C15 C16 C17 108.1(3) . . ? C15 C16 C21 125.1(3) . . ? C17 C16 C21 126.3(3) . . ? C15 C16 Ir1 74.20(17) . . ? C17 C16 Ir1 69.81(15) . . ? C21 C16 Ir1 127.2(2) . . ? C18 C17 C16 107.3(3) . . ? C18 C17 C22 126.6(3) . . ? C16 C17 C22 125.9(3) . . ? C18 C17 Ir1 71.15(16) . . ? C16 C17 Ir1 71.12(16) . . ? C22 C17 Ir1 126.7(2) . . ? C14 C18 C17 107.4(3) . . ? C14 C18 C23 126.6(3) . . ? C17 C18 C23 125.3(3) . . ? C14 C18 Ir1 73.35(17) . . ? C17 C18 Ir1 70.03(17) . . ? C23 C18 Ir1 129.7(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.981 _refine_diff_density_min -0.588 _refine_diff_density_rms 0.116 #===END data_03006 (Complex 5b) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H25 Cl N Rh' _chemical_formula_weight 453.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Rh' 'Rh' -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 17.160(3) _cell_length_b 14.260(2) _cell_length_c 7.9550(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1946.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8503 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 28.16 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.42 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.548 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 1.021 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.64 _exptl_absorpt_correction_T_max 0.93 _exptl_absorpt_process_details ; absorption correction based on 8468 reflections (SADABS); Rint 0.059 before correction and 0.037 after. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 9604 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_sigmaI/netI 0.0310 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3708 _reflns_number_gt 3513 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0439P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens ; 'O-H located on difference Fourier, all other H atoms in calculated positions. ; _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.05(3) _refine_ls_number_reflns 3708 _refine_ls_number_parameters 240 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0286 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_ref 0.0680 _refine_ls_wR_factor_gt 0.0669 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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 Rh1 Rh 0.194792(11) 0.306803(13) 0.30101(4) 0.02178(8) Uani 1 1 d . . . Cl1 Cl 0.28865(5) 0.34846(6) 0.51159(12) 0.03567(19) Uani 1 1 d . . . N1 N 0.10514(16) 0.29330(18) 0.4818(3) 0.0251(6) Uani 1 1 d . . . C1 C 0.15151(15) 0.43933(18) 0.3089(5) 0.0264(6) Uani 1 1 d . . . C2 C 0.1781(2) 0.5195(2) 0.2273(5) 0.0328(7) Uani 1 1 d . . . H2 H 0.2219 0.5156 0.1589 0.039 Uiso 1 1 calc R . . C3 C 0.1406(2) 0.6050(2) 0.2460(4) 0.0335(8) Uani 1 1 d . . . H3 H 0.1595 0.6575 0.1900 0.040 Uiso 1 1 calc R . . C4 C 0.0756(2) 0.6130(2) 0.3465(4) 0.0354(8) Uani 1 1 d . . . H4 H 0.0506 0.6705 0.3573 0.043 Uiso 1 1 calc R . . C5 C 0.0479(2) 0.5360(2) 0.4307(4) 0.0342(8) Uani 1 1 d . . . H5 H 0.0042 0.5409 0.4991 0.041 Uiso 1 1 calc R . . C6 C 0.08626(18) 0.4498(2) 0.4125(4) 0.0277(7) Uani 1 1 d . . . C7 C 0.06373(19) 0.3671(2) 0.5027(4) 0.0307(7) Uani 1 1 d . . . H7 H 0.0207 0.3670 0.5736 0.037 Uiso 1 1 calc R . . C8 C 0.0844(2) 0.2098(2) 0.5686(4) 0.0274(8) Uani 1 1 d . . . C9 C 0.0075(2) 0.1772(2) 0.5663(5) 0.0341(8) Uani 1 1 d . . . H9 H -0.0307 0.2102 0.5082 0.041 Uiso 1 1 calc R . . C10 C -0.0114(2) 0.0961(3) 0.6504(5) 0.0415(9) Uani 1 1 d . . . H10 H -0.0625 0.0746 0.6497 0.050 Uiso 1 1 calc R . . C11 C 0.0455(2) 0.0462(2) 0.7363(5) 0.0411(9) Uani 1 1 d . . . H11 H 0.0325 -0.0093 0.7909 0.049 Uiso 1 1 calc R . . C12 C 0.1206(2) 0.0785(2) 0.7408(5) 0.0388(8) Uani 1 1 d . . . H12 H 0.1581 0.0457 0.8014 0.047 Uiso 1 1 calc R . . C13 C 0.1413(2) 0.1600(2) 0.6554(4) 0.0308(7) Uani 1 1 d . . . H13 H 0.1926 0.1810 0.6564 0.037 Uiso 1 1 calc R . . C14 C 0.14581(19) 0.2239(2) 0.1062(4) 0.0283(7) Uani 1 1 d . . . C15 C 0.19789(18) 0.1610(2) 0.1929(4) 0.0274(7) Uani 1 1 d . . . C16 C 0.2719(2) 0.1978(2) 0.1821(4) 0.0273(7) Uani 1 1 d . . . C17 C 0.26927(19) 0.2843(2) 0.0874(4) 0.0262(7) Uani 1 1 d . . . C18 C 0.19130(17) 0.2965(2) 0.0316(5) 0.0269(7) Uani 1 1 d . . . C19 C 0.0583(2) 0.2112(3) 0.0869(6) 0.0418(9) Uani 1 1 d . . . H19A H 0.0473 0.1829 -0.0199 0.063 Uiso 1 1 calc R . . H19B H 0.0331 0.2712 0.0933 0.063 Uiso 1 1 calc R . . H19C H 0.0392 0.1716 0.1753 0.063 Uiso 1 1 calc R . . C20 C 0.1758(2) 0.0701(2) 0.2719(5) 0.0347(9) Uani 1 1 d . . . H20A H 0.2081 0.0591 0.3686 0.052 Uiso 1 1 calc R . . H20B H 0.1831 0.0203 0.1923 0.052 Uiso 1 1 calc R . . H20C H 0.1222 0.0723 0.3058 0.052 Uiso 1 1 calc R . . C21 C 0.3445(2) 0.1570(2) 0.2609(4) 0.0370(8) Uani 1 1 d . . . H21A H 0.3305 0.1214 0.3587 0.056 Uiso 1 1 calc R . . H21B H 0.3790 0.2069 0.2928 0.056 Uiso 1 1 calc R . . H21C H 0.3701 0.1169 0.1813 0.056 Uiso 1 1 calc R . . C22 C 0.3380(2) 0.3428(2) 0.0348(5) 0.0381(8) Uani 1 1 d . . . H22A H 0.3217 0.4067 0.0195 0.057 Uiso 1 1 calc R . . H22B H 0.3587 0.3191 -0.0689 0.057 Uiso 1 1 calc R . . H22C H 0.3775 0.3401 0.1202 0.057 Uiso 1 1 calc R . . C23 C 0.1636(2) 0.3682(2) -0.0929(4) 0.0370(8) Uani 1 1 d . . . H23A H 0.1077 0.3706 -0.0915 0.055 Uiso 1 1 calc R . . H23B H 0.1811 0.3513 -0.2034 0.055 Uiso 1 1 calc R . . H23C H 0.1842 0.4286 -0.0635 0.055 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 Rh1 0.02111(12) 0.02241(12) 0.02183(12) -0.00287(13) 0.00160(13) -0.00028(7) Cl1 0.0301(4) 0.0428(5) 0.0341(4) -0.0097(4) -0.0048(4) -0.0031(4) N1 0.0216(13) 0.0332(13) 0.0205(13) -0.0028(11) 0.0012(11) 0.0001(11) C1 0.0267(13) 0.0257(13) 0.0268(14) -0.0009(17) -0.0037(18) 0.0033(10) C2 0.0281(17) 0.0341(18) 0.0362(18) -0.0019(14) 0.0052(14) -0.0020(14) C3 0.0386(19) 0.0285(16) 0.0333(17) -0.0011(12) -0.0046(14) -0.0042(14) C4 0.042(2) 0.0297(16) 0.035(2) -0.0043(12) -0.0063(14) 0.0114(15) C5 0.0327(19) 0.0389(18) 0.0310(18) -0.0057(14) 0.0010(15) 0.0104(15) C6 0.0278(17) 0.0323(16) 0.0229(16) -0.0030(12) -0.0031(13) 0.0044(13) C7 0.0258(16) 0.0408(18) 0.0254(16) -0.0040(14) 0.0024(14) -0.0003(14) C8 0.0268(19) 0.0299(16) 0.0256(18) -0.0052(14) 0.0054(14) -0.0004(13) C9 0.0280(18) 0.0406(18) 0.0338(19) 0.0003(14) 0.0014(15) -0.0019(15) C10 0.038(2) 0.044(2) 0.043(2) -0.0009(16) 0.0033(17) -0.0141(16) C11 0.054(2) 0.0297(17) 0.0398(18) 0.0046(14) 0.0090(17) -0.0063(16) C12 0.050(2) 0.0339(18) 0.0327(17) 0.0004(14) 0.0031(16) 0.0046(16) C13 0.0296(18) 0.0330(16) 0.0299(18) 0.0003(14) 0.0047(14) 0.0023(14) C14 0.0295(17) 0.0334(16) 0.0221(16) -0.0106(13) 0.0011(14) -0.0035(14) C15 0.0333(19) 0.0252(16) 0.0236(17) -0.0040(14) 0.0056(13) -0.0013(12) C16 0.0282(17) 0.0274(16) 0.0263(17) -0.0046(12) 0.0027(15) 0.0036(12) C17 0.0254(17) 0.0284(15) 0.0248(16) -0.0062(13) 0.0086(13) 0.0001(13) C18 0.0302(19) 0.0310(17) 0.0196(17) -0.0029(12) 0.0036(13) 0.0019(12) C19 0.034(2) 0.051(2) 0.040(2) -0.0093(19) -0.0032(18) -0.0053(17) C20 0.0478(19) 0.0227(14) 0.034(3) -0.0055(15) 0.0025(17) -0.0073(13) C21 0.0338(18) 0.0399(18) 0.037(2) -0.0017(14) 0.0028(14) 0.0082(15) C22 0.0317(19) 0.0326(17) 0.050(2) 0.0005(16) 0.0138(18) -0.0011(15) C23 0.044(2) 0.0404(19) 0.0270(18) 0.0013(14) 0.0019(15) 0.0070(17) _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 Rh1 C1 2.032(3) . ? Rh1 N1 2.115(3) . ? Rh1 C14 2.123(3) . ? Rh1 C18 2.149(4) . ? Rh1 C17 2.150(3) . ? Rh1 C16 2.250(3) . ? Rh1 C15 2.250(3) . ? Rh1 Cl1 2.3987(10) . ? N1 C7 1.281(4) . ? N1 C8 1.421(4) . ? C1 C2 1.391(5) . ? C1 C6 1.399(5) . ? C2 C3 1.387(5) . ? C3 C4 1.377(5) . ? C4 C5 1.371(5) . ? C5 C6 1.401(4) . ? C6 C7 1.434(4) . ? C8 C13 1.391(5) . ? C8 C9 1.399(5) . ? C9 C10 1.375(5) . ? C10 C11 1.387(5) . ? C11 C12 1.370(5) . ? C12 C13 1.393(5) . ? C14 C18 1.425(5) . ? C14 C15 1.442(5) . ? C14 C19 1.520(5) . ? C15 C16 1.377(5) . ? C15 C20 1.490(5) . ? C16 C17 1.446(5) . ? C16 C21 1.511(5) . ? C17 C18 1.420(5) . ? C17 C22 1.505(5) . ? C18 C23 1.502(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Rh1 N1 78.33(12) . . ? C1 Rh1 C14 113.31(14) . . ? N1 Rh1 C14 99.08(12) . . ? C1 Rh1 C18 94.84(15) . . ? N1 Rh1 C18 130.67(11) . . ? C14 Rh1 C18 38.98(12) . . ? C1 Rh1 C17 112.37(14) . . ? N1 Rh1 C17 162.97(11) . . ? C14 Rh1 C17 64.86(12) . . ? C18 Rh1 C17 38.58(12) . . ? C1 Rh1 C16 150.54(14) . . ? N1 Rh1 C16 130.61(11) . . ? C14 Rh1 C16 62.69(13) . . ? C18 Rh1 C16 63.23(12) . . ? C17 Rh1 C16 38.27(12) . . ? C1 Rh1 C15 151.62(13) . . ? N1 Rh1 C15 101.12(11) . . ? C14 Rh1 C15 38.37(13) . . ? C18 Rh1 C15 63.65(12) . . ? C17 Rh1 C15 63.00(12) . . ? C16 Rh1 C15 35.63(12) . . ? C1 Rh1 Cl1 89.64(10) . . ? N1 Rh1 Cl1 92.06(8) . . ? C14 Rh1 Cl1 156.03(10) . . ? C18 Rh1 Cl1 137.07(9) . . ? C17 Rh1 Cl1 100.94(9) . . ? C16 Rh1 Cl1 94.00(10) . . ? C15 Rh1 Cl1 118.67(9) . . ? C7 N1 C8 119.1(3) . . ? C7 N1 Rh1 114.6(2) . . ? C8 N1 Rh1 126.1(2) . . ? C2 C1 C6 116.7(3) . . ? C2 C1 Rh1 129.1(3) . . ? C6 C1 Rh1 114.2(2) . . ? C3 C2 C1 121.4(3) . . ? C4 C3 C2 120.7(3) . . ? C5 C4 C3 119.9(3) . . ? C4 C5 C6 119.3(3) . . ? C1 C6 C5 122.1(3) . . ? C1 C6 C7 115.0(3) . . ? C5 C6 C7 122.9(3) . . ? N1 C7 C6 117.5(3) . . ? C13 C8 C9 119.9(3) . . ? C13 C8 N1 119.5(3) . . ? C9 C8 N1 120.6(3) . . ? C10 C9 C8 119.7(4) . . ? C9 C10 C11 120.4(3) . . ? C12 C11 C10 120.2(3) . . ? C11 C12 C13 120.5(4) . . ? C8 C13 C12 119.3(3) . . ? C18 C14 C15 108.1(3) . . ? C18 C14 C19 125.8(3) . . ? C15 C14 C19 125.9(3) . . ? C18 C14 Rh1 71.51(19) . . ? C15 C14 Rh1 75.61(19) . . ? C19 C14 Rh1 122.1(2) . . ? C16 C15 C14 107.8(3) . . ? C16 C15 C20 126.3(3) . . ? C14 C15 C20 125.9(3) . . ? C16 C15 Rh1 72.17(19) . . ? C14 C15 Rh1 66.03(18) . . ? C20 C15 Rh1 129.6(2) . . ? C15 C16 C17 109.2(3) . . ? C15 C16 C21 126.0(3) . . ? C17 C16 C21 124.8(3) . . ? C15 C16 Rh1 72.2(2) . . ? C17 C16 Rh1 67.13(17) . . ? C21 C16 Rh1 125.2(2) . . ? C18 C17 C16 107.3(3) . . ? C18 C17 C22 125.7(3) . . ? C16 C17 C22 126.4(3) . . ? C18 C17 Rh1 70.66(19) . . ? C16 C17 Rh1 74.59(19) . . ? C22 C17 Rh1 127.1(2) . . ? C17 C18 C14 107.3(3) . . ? C17 C18 C23 126.0(3) . . ? C14 C18 C23 126.6(3) . . ? C17 C18 Rh1 70.76(19) . . ? C14 C18 Rh1 69.51(19) . . ? C23 C18 Rh1 128.3(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.535 _refine_diff_density_min -0.273 _refine_diff_density_rms 0.063 #===END data_02046 (Complex 6) _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H22 Cl2 Ir N' _chemical_formula_weight 491.45 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5167(11) _cell_length_b 9.2870(17) _cell_length_c 12.9825(18) _cell_angle_alpha 96.389(3) _cell_angle_beta 93.043(2) _cell_angle_gamma 113.270(2) _cell_volume 822.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5038 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 28.74 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.984 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 8.429 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.298 _exptl_absorpt_correction_T_max 0.746 _exptl_absorpt_process_details ; absorption correction based on 909 reflections (SADABS); Rint 0.131 and 0.026 before and after correction respectively ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 5775 _diffrn_reflns_av_R_equivalents 0.1152 _diffrn_reflns_av_sigmaI/netI 0.1006 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3126 _reflns_number_gt 3049 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0731P)^2^+0.3198P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3126 _refine_ls_number_parameters 186 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.0446 _refine_ls_wR_factor_ref 0.1217 _refine_ls_wR_factor_gt 0.1208 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.03448(3) -0.06811(3) 0.215269(16) 0.01564(14) Uani 1 1 d . . . Cl1 Cl -0.2051(2) -0.0357(2) 0.31863(13) 0.0205(4) Uani 1 1 d . . . Cl2 Cl -0.2143(3) -0.1623(2) 0.06844(13) 0.0223(4) Uani 1 1 d . . . N1 N 0.0606(9) 0.1555(7) 0.1713(5) 0.0182(12) Uani 1 1 d . . . H1A H 0.0948 0.1567 0.1043 0.022 Uiso 1 1 calc R . . H1B H -0.0619 0.1556 0.1686 0.022 Uiso 1 1 calc R . . C1 C 0.1927(11) 0.3047(10) 0.2319(6) 0.0214(16) Uani 1 1 d . . . C2 C 0.1711(12) 0.3351(9) 0.3357(6) 0.0261(16) Uani 1 1 d . . . H2 H 0.0735 0.2584 0.3676 0.031 Uiso 1 1 calc R . . C3 C 0.2943(13) 0.4799(9) 0.3933(6) 0.0293(17) Uani 1 1 d . . . H3 H 0.2839 0.5007 0.4655 0.035 Uiso 1 1 calc R . . C4 C 0.4313(13) 0.5930(10) 0.3458(6) 0.0300(19) Uani 1 1 d . . . H4 H 0.5126 0.6929 0.3844 0.036 Uiso 1 1 calc R . . C5 C 0.4493(13) 0.5593(11) 0.2405(7) 0.0297(18) Uani 1 1 d . . . H5 H 0.5451 0.6364 0.2080 0.036 Uiso 1 1 calc R . . C6 C 0.3312(11) 0.4169(8) 0.1832(6) 0.0233(15) Uani 1 1 d . . . H6 H 0.3438 0.3953 0.1113 0.028 Uiso 1 1 calc R . . C7 C 0.1334(11) -0.1830(9) 0.3257(5) 0.0215(15) Uani 1 1 d . . . C8 C 0.0763(11) -0.2791(9) 0.2271(6) 0.0212(15) Uani 1 1 d . . . C9 C 0.2011(11) -0.1918(9) 0.1550(6) 0.0227(15) Uani 1 1 d . . . C10 C 0.3299(10) -0.0408(9) 0.2090(5) 0.0204(14) Uani 1 1 d . . . C11 C 0.2885(11) -0.0345(9) 0.3154(5) 0.0216(15) Uani 1 1 d . . . C12 C 0.0457(13) -0.2282(10) 0.4238(6) 0.0292(17) Uani 1 1 d . . . H12A H -0.0944 -0.2922 0.4077 0.044 Uiso 1 1 calc R . . H12B H 0.0669 -0.1324 0.4718 0.044 Uiso 1 1 calc R . . H12C H 0.1070 -0.2899 0.4563 0.044 Uiso 1 1 calc R . . C13 C -0.0734(14) -0.4428(10) 0.2036(7) 0.0316(19) Uani 1 1 d . . . H13A H -0.0101 -0.5171 0.1982 0.047 Uiso 1 1 calc R . . H13B H -0.1507 -0.4553 0.1375 0.047 Uiso 1 1 calc R . . H13C H -0.1588 -0.4646 0.2596 0.047 Uiso 1 1 calc R . . C14 C 0.1955(14) -0.2527(11) 0.0429(6) 0.0345(19) Uani 1 1 d . . . H14A H 0.2382 -0.1638 0.0027 0.052 Uiso 1 1 calc R . . H14B H 0.0622 -0.3262 0.0161 0.052 Uiso 1 1 calc R . . H14C H 0.2825 -0.3080 0.0362 0.052 Uiso 1 1 calc R . . C15 C 0.4836(12) 0.0826(11) 0.1622(7) 0.033(2) Uani 1 1 d . . . H15A H 0.5270 0.1844 0.2077 0.049 Uiso 1 1 calc R . . H15B H 0.4312 0.0920 0.0937 0.049 Uiso 1 1 calc R . . H15C H 0.5942 0.0530 0.1542 0.049 Uiso 1 1 calc R . . C16 C 0.4007(12) 0.0965(10) 0.4002(6) 0.0287(17) Uani 1 1 d . . . H16A H 0.5179 0.0838 0.4258 0.043 Uiso 1 1 calc R . . H16B H 0.3201 0.0944 0.4574 0.043 Uiso 1 1 calc R . . H16C H 0.4383 0.1980 0.3735 0.043 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 0.0148(2) 0.0160(2) 0.01253(19) 0.00100(12) -0.00103(12) 0.00300(15) Cl1 0.0179(8) 0.0209(9) 0.0178(8) 0.0014(6) 0.0022(6) 0.0031(7) Cl2 0.0204(8) 0.0242(9) 0.0159(8) 0.0003(7) -0.0041(6) 0.0040(7) N1 0.019(3) 0.017(3) 0.018(3) 0.002(2) -0.001(2) 0.006(3) C1 0.019(4) 0.025(4) 0.017(4) 0.001(3) -0.002(3) 0.007(3) C2 0.033(4) 0.020(4) 0.015(3) 0.002(3) 0.000(3) 0.000(3) C3 0.038(5) 0.025(4) 0.019(4) -0.003(3) 0.004(3) 0.008(4) C4 0.031(4) 0.018(4) 0.026(4) -0.003(3) -0.005(3) -0.004(4) C5 0.027(4) 0.029(5) 0.027(4) 0.008(3) 0.005(3) 0.004(4) C6 0.020(3) 0.017(4) 0.026(4) 0.001(3) 0.000(3) 0.000(3) C7 0.029(4) 0.020(4) 0.018(3) 0.005(3) 0.001(3) 0.013(3) C8 0.026(4) 0.018(4) 0.019(4) 0.006(3) -0.004(3) 0.009(3) C9 0.025(4) 0.029(4) 0.018(3) 0.008(3) 0.006(3) 0.014(3) C10 0.014(3) 0.029(4) 0.019(3) 0.006(3) 0.005(3) 0.008(3) C11 0.027(4) 0.020(4) 0.015(3) 0.000(3) -0.003(3) 0.008(3) C12 0.040(5) 0.034(5) 0.018(4) 0.012(3) 0.006(3) 0.017(4) C13 0.037(5) 0.019(4) 0.036(5) -0.004(3) 0.001(4) 0.011(4) C14 0.042(5) 0.048(6) 0.021(4) 0.000(4) -0.002(3) 0.028(5) C15 0.021(4) 0.041(5) 0.037(5) 0.022(4) 0.005(3) 0.009(4) C16 0.023(4) 0.032(5) 0.022(4) -0.004(3) -0.009(3) 0.005(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 C8 2.124(7) . ? Ir1 C9 2.131(7) . ? Ir1 C10 2.140(7) . ? Ir1 C7 2.145(7) . ? Ir1 C11 2.147(8) . ? Ir1 N1 2.151(6) . ? Ir1 Cl1 2.3936(16) . ? Ir1 Cl2 2.4195(18) . ? N1 C1 1.453(10) . ? C1 C2 1.377(10) . ? C1 C6 1.389(10) . ? C2 C3 1.394(11) . ? C3 C4 1.379(11) . ? C4 C5 1.393(12) . ? C5 C6 1.368(12) . ? C7 C8 1.416(11) . ? C7 C11 1.438(10) . ? C7 C12 1.490(9) . ? C8 C9 1.441(9) . ? C8 C13 1.476(12) . ? C9 C10 1.426(11) . ? C9 C14 1.494(10) . ? C10 C11 1.432(9) . ? C10 C15 1.484(10) . ? C11 C16 1.482(11) . ? 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 C8 Ir1 C9 39.6(3) . . ? C8 Ir1 C10 66.2(3) . . ? C9 Ir1 C10 39.0(3) . . ? C8 Ir1 C7 38.7(3) . . ? C9 Ir1 C7 65.1(3) . . ? C10 Ir1 C7 65.4(3) . . ? C8 Ir1 C11 65.8(3) . . ? C9 Ir1 C11 65.3(3) . . ? C10 Ir1 C11 39.0(3) . . ? C7 Ir1 C11 39.1(3) . . ? C8 Ir1 N1 162.3(3) . . ? C9 Ir1 N1 122.7(2) . . ? C10 Ir1 N1 99.1(2) . . ? C7 Ir1 N1 145.6(3) . . ? C11 Ir1 N1 109.5(3) . . ? C8 Ir1 Cl1 114.4(2) . . ? C9 Ir1 Cl1 153.97(19) . . ? C10 Ir1 Cl1 147.4(2) . . ? C7 Ir1 Cl1 94.33(19) . . ? C11 Ir1 Cl1 109.41(19) . . ? N1 Ir1 Cl1 83.32(16) . . ? C8 Ir1 Cl2 99.6(2) . . ? C9 Ir1 Cl2 95.9(2) . . ? C10 Ir1 Cl2 125.4(2) . . ? C7 Ir1 Cl2 133.8(2) . . ? C11 Ir1 Cl2 161.2(2) . . ? N1 Ir1 Cl2 80.56(17) . . ? Cl1 Ir1 Cl2 87.11(6) . . ? C1 N1 Ir1 121.4(5) . . ? C2 C1 C6 121.2(7) . . ? C2 C1 N1 119.0(7) . . ? C6 C1 N1 119.6(7) . . ? C1 C2 C3 119.1(7) . . ? C4 C3 C2 120.2(7) . . ? C3 C4 C5 119.4(8) . . ? C6 C5 C4 121.1(8) . . ? C5 C6 C1 118.9(7) . . ? C8 C7 C11 108.8(6) . . ? C8 C7 C12 125.5(7) . . ? C11 C7 C12 125.7(7) . . ? C8 C7 Ir1 69.8(4) . . ? C11 C7 Ir1 70.5(4) . . ? C12 C7 Ir1 125.3(5) . . ? C7 C8 C9 107.3(7) . . ? C7 C8 C13 126.6(7) . . ? C9 C8 C13 126.0(7) . . ? C7 C8 Ir1 71.4(4) . . ? C9 C8 Ir1 70.5(4) . . ? C13 C8 Ir1 126.6(6) . . ? C10 C9 C8 108.6(6) . . ? C10 C9 C14 126.5(7) . . ? C8 C9 C14 124.9(7) . . ? C10 C9 Ir1 70.8(4) . . ? C8 C9 Ir1 69.9(4) . . ? C14 C9 Ir1 125.7(5) . . ? C9 C10 C11 107.7(6) . . ? C9 C10 C15 125.1(7) . . ? C11 C10 C15 127.2(7) . . ? C9 C10 Ir1 70.2(4) . . ? C11 C10 Ir1 70.8(4) . . ? C15 C10 Ir1 126.5(5) . . ? C10 C11 C7 107.6(6) . . ? C10 C11 C16 125.2(7) . . ? C7 C11 C16 126.9(7) . . ? C10 C11 Ir1 70.2(4) . . ? C7 C11 Ir1 70.4(4) . . ? C16 C11 Ir1 129.3(6) . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 3.572 _refine_diff_density_min -2.874 _refine_diff_density_rms 0.278