# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_publ_section _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Ingo-Peter Lorenz' _publ_contact_author_address ;Department Chemie Ludwig-Maximilians Universitaet Butenandtstrasse 5-13 (Haus D) D-81377 Muenchen Bundesrepublik Deutschland ; _publ_contact_author_email ipl@cup.uni-muenchen.de _publ_contact_author_phone 'Int+ 089-2180-77486' _publ_contact_author_fax 'Int+ 089-2180-77867' loop_ _publ_author_name _publ_author_address 'Wirth, Stefan' ;Department Chemie Ludwig-Maximilians Universitaet Butenandtstrasse 5-13 (Haus D) D-81377 Muenchen Bundesrepublik Deutschland ; 'Barth, Florian' ;Department Chemie Ludwig-Maximilians Universitaet Butenandtstrasse 5-13 (Haus D) D-81377 Muenchen Bundesrepublik Deutschland ; 'Lorenz, Ingo-Peter' ;Department Chemie Ludwig-Maximilians Universitaet Butenandtstrasse 5-13 (Haus D) D-81377 Muenchen Bundesrepublik Deutschland ; _publ_section_title ; 1,4-Bis(4-nitrosophenyl)piperazine: Novel bridging ligand in dinuclear complexes of rhodium (III) and iridium(III) ; _publ_section_abstract ? _publ_section_comment ? data_3_CCDC-000000 _database_code_depnum_ccdc_archive 'CCDC 838208' #TrackingRef 'Dalton Transaction - data (without CCDC).cif' # CCDC: 000000 # Messcode: ln370a _audit_author_name 'S. Wirth, P. Mayer' _audit_block_code ? _audit_creation_method SHELXL-97 _audit_creation_date 27-Jul-07 _chemical_name_systematic 1,4-diphenylpiperazine _chemical_name_common ? _chemical_formula_moiety 'C16 H18 N2' _chemical_formula_sum 'C16 H18 N2' _chemical_compound_source ? _exptl_crystal_recrystallization_method 'slow isothermic diffusion of n-pentane into a solution in acetone' _chemical_melting_point ? _exptl_crystal_description platelet _exptl_crystal_colour colourless _diffrn_ambient_temperature 200(2) _chemical_formula_weight 238.328 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_Int_Tables_number 61 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall -P2ac2ab loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.6051(3) _cell_length_b 8.4972(4) _cell_length_c 17.8843(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1307.69(11) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 8306 _cell_measurement_theta_min 3.134 _cell_measurement_theta_max 26.022 _cell_special_details ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.21056 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 512 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 2 1 17 0.053000 0 0 -1 0.052000 8 -9 -1 0.100000 8 7 -1 0.174000 -6 -5 1 0.132000 -7 10 1 0.145000 -7 5 1 0.107000 7 -4 -1 0.121000 1 2 -19 0.057000 -3 -2 -7 0.110000 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'rotating anode X-ray tube' _diffrn_source_type ? _diffrn_source_power 3.025 _diffrn_source_voltage 55.00 _diffrn_source_current 55.00 _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation 0.25 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images; thick slices' _diffrn_detector_area_resol_mean 9 _kl_diffrn_measurement_scan_angle omega-scan _kl_diffrn_measurement_scan_step_degree 1.7 _kl_diffrn_measurement_scan_time_per_degree 30 _kl_diffrn_measurement_detector_distance 30 _diffrn_special_details ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2335 _diffrn_reflns_av_R_equivalents 0.0217 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 26.00 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.109 _refine_diff_density_min -0.146 _refine_diff_density_rms 0.034 _reflns_number_total 1277 _reflns_number_gt 877 _reflns_threshold_expression >2sigma(I) _reflns_special_details ? _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst. 1997, 30, 565 ; _computing_publication_material ? _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^)+(0.0665P)^2^+0.1534P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 1277 _refine_ls_number_parameters 82 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0704 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1259 _refine_ls_wR_factor_gt 0.1082 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _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. ; 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 N1 N 0.46805(13) 0.13818(14) 0.54346(7) 0.0444(4) Uani 1 1 d . . . C1 C 0.47444(16) 0.26359(18) 0.59521(8) 0.0454(4) Uani 1 1 d . . . C7 C 0.57860(18) 0.14220(17) 0.48165(9) 0.0488(4) Uani 1 1 d . . . H7A H 0.6847 0.1225 0.5009 0.059 Uiso 1 1 calc R . . H7B H 0.5773 0.2478 0.4582 0.059 Uiso 1 1 calc R . . C8 C 0.53785(19) 0.01955(17) 0.42404(9) 0.0503(4) Uani 1 1 d . . . H8A H 0.4356 0.0451 0.4018 0.060 Uiso 1 1 calc R . . H8B H 0.6163 0.0215 0.3835 0.060 Uiso 1 1 calc R . . C2 C 0.37121(18) 0.26721(19) 0.65524(9) 0.0525(4) Uani 1 1 d . . . H2 H 0.2988 0.1839 0.6614 0.063 Uiso 1 1 calc R . . C6 C 0.57802(19) 0.38896(19) 0.58767(10) 0.0562(5) Uani 1 1 d . . . H6 H 0.6503 0.3900 0.5475 0.067 Uiso 1 1 calc R . . C5 C 0.5759(2) 0.5119(2) 0.63855(11) 0.0662(5) Uani 1 1 d . . . H5 H 0.6462 0.5971 0.6323 0.079 Uiso 1 1 calc R . . C3 C 0.3724(2) 0.3893(2) 0.70573(10) 0.0624(5) Uani 1 1 d . . . H3 H 0.3020 0.3881 0.7467 0.075 Uiso 1 1 calc R . . C4 C 0.4745(2) 0.5135(2) 0.69770(11) 0.0662(6) Uani 1 1 d . . . H4 H 0.4746 0.5981 0.7324 0.079 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 N1 0.0473(7) 0.0435(7) 0.0426(7) 0.0021(5) 0.0047(5) -0.0013(5) C1 0.0453(8) 0.0469(9) 0.0440(9) 0.0005(7) -0.0071(6) 0.0057(6) C7 0.0509(8) 0.0455(9) 0.0499(9) 0.0049(7) 0.0086(7) -0.0040(7) C8 0.0578(9) 0.0477(9) 0.0454(8) 0.0038(7) 0.0077(7) -0.0014(7) C2 0.0518(9) 0.0579(10) 0.0478(9) 0.0003(8) -0.0016(7) 0.0098(7) C6 0.0545(9) 0.0538(10) 0.0604(11) -0.0037(8) -0.0051(8) -0.0019(8) C5 0.0677(11) 0.0541(10) 0.0767(12) -0.0087(9) -0.0195(10) 0.0004(9) C3 0.0665(11) 0.0718(12) 0.0490(10) -0.0068(9) -0.0068(8) 0.0206(9) C4 0.0751(12) 0.0610(11) 0.0625(12) -0.0163(9) -0.0260(9) 0.0186(10) 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 N1 C1 1.4125(19) . ? N1 C7 1.4589(19) . ? N1 C8 1.4617(19) 5_656 ? C1 C2 1.394(2) . ? C1 C6 1.395(2) . ? C7 C8 1.507(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N1 1.4617(19) 5_656 ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C2 C3 1.375(2) . ? C2 H2 0.9500 . ? C6 C5 1.386(2) . ? C6 H6 0.9500 . ? C5 C4 1.371(3) . ? C5 H5 0.9500 . ? C3 C4 1.381(3) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C7 116.96(12) . . ? C1 N1 C8 115.63(12) . 5_656 ? C7 N1 C8 110.21(11) . 5_656 ? C2 C1 C6 117.69(14) . . ? C2 C1 N1 119.77(14) . . ? C6 C1 N1 122.51(14) . . ? N1 C7 C8 110.50(12) . . ? N1 C7 H7A 109.6 . . ? C8 C7 H7A 109.6 . . ? N1 C7 H7B 109.6 . . ? C8 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? N1 C8 C7 111.74(13) 5_656 . ? N1 C8 H8A 109.3 5_656 . ? C7 C8 H8A 109.3 . . ? N1 C8 H8B 109.3 5_656 . ? C7 C8 H8B 109.3 . . ? H8A C8 H8B 107.9 . . ? C3 C2 C1 121.18(16) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C5 C6 C1 120.24(16) . . ? C5 C6 H6 119.9 . . ? C1 C6 H6 119.9 . . ? C4 C5 C6 121.49(17) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C2 C3 C4 120.85(17) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 118.55(16) . . ? C5 C4 H4 120.7 . . ? C3 C4 H4 120.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 N1 C1 C2 179.56(13) . . . . ? C8 N1 C1 C2 -48.07(17) 5_656 . . . ? C7 N1 C1 C6 1.6(2) . . . . ? C8 N1 C1 C6 133.99(15) 5_656 . . . ? C1 N1 C7 C8 -169.20(12) . . . . ? C8 N1 C7 C8 56.02(18) 5_656 . . . ? N1 C7 C8 N1 -56.90(17) . . . 5_656 ? C6 C1 C2 C3 -0.6(2) . . . . ? N1 C1 C2 C3 -178.67(14) . . . . ? C2 C1 C6 C5 -0.3(2) . . . . ? N1 C1 C6 C5 177.70(15) . . . . ? C1 C6 C5 C4 0.8(3) . . . . ? C1 C2 C3 C4 1.0(2) . . . . ? C6 C5 C4 C3 -0.4(3) . . . . ? C2 C3 C4 C5 -0.5(2) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A ? ? ? ? ? ? ? ? _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. ; #===END data_4_CCDC-000000 _database_code_depnum_ccdc_archive 'CCDC 838209' #TrackingRef 'Dalton Transaction - data (without CCDC).cif' # CCDC: 000000 # Messcode: nn371 _audit_author_name 'S. Wirth, P. Mayer' _audit_block_code ? _audit_creation_method SHELXL-97 _audit_creation_date 27-Aug-09 _chemical_name_systematic 1,4-bis(4-nitrosophenyl)piperazine _chemical_name_common ? _chemical_formula_moiety 'C16 H16 N4 O2' _chemical_formula_sum 'C16 H16 N4 O2' _chemical_compound_source ? _exptl_crystal_recrystallization_method 'slow isothermic diffusion of n-pentane into a solution in acetone' _chemical_melting_point ? _exptl_crystal_description rod _exptl_crystal_colour green _diffrn_ambient_temperature 200(2) _chemical_formula_weight 296.324 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_Int_Tables_number 14 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall -P2ybc 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 11.0562(3) _cell_length_b 16.4121(6) _cell_length_c 11.9365(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.862(2) _cell_angle_gamma 90.00 _cell_volume 2140.09(12) _cell_formula_units_Z 6 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 7495 _cell_measurement_theta_min 3.134 _cell_measurement_theta_max 25.350 _cell_special_details ? _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.37956 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.035000 0 -1 0 0.020000 0 0 1 0.020000 0 0 -1 0.020000 -1 0 0 0.113000 8 0 -1 0.129000 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'rotating anode X-ray tube' _diffrn_source_type ? _diffrn_source_power 3.025 _diffrn_source_voltage 55.00 _diffrn_source_current 55.00 _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation 0.25 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images; thick slices' _diffrn_detector_area_resol_mean 9 _kl_diffrn_measurement_scan_angle phi/omega-scan _kl_diffrn_measurement_scan_step_degree 1.5 _kl_diffrn_measurement_scan_time_per_degree 25 _kl_diffrn_measurement_detector_distance 30 _diffrn_special_details ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13973 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0447 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 25.34 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.284 _refine_diff_density_min -0.207 _refine_diff_density_rms 0.043 _reflns_number_total 3903 _reflns_number_gt 2535 _reflns_threshold_expression >2sigma(I) _reflns_special_details ? _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst. 1997, 30, 565 ; _computing_publication_material ? _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^)+(0.0627P)^2^+0.1277P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 3903 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0793 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1263 _refine_ls_wR_factor_gt 0.1064 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _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. ; 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 O1 O -0.36622(14) 0.28014(9) 0.88708(14) 0.0662(5) Uani 1 1 d . . . O2 O 0.85379(11) -0.03184(9) 0.60215(12) 0.0559(4) Uani 1 1 d . . . N1 N 0.11074(12) 0.16554(9) 0.70977(13) 0.0404(4) Uani 1 1 d . . . N2 N 0.32684(12) 0.08392(9) 0.65798(12) 0.0374(4) Uani 1 1 d . . . N3 N -0.26133(17) 0.30883(12) 0.90791(15) 0.0568(5) Uani 1 1 d . . . N4 N 0.76996(13) -0.06966(10) 0.63955(13) 0.0468(4) Uani 1 1 d . . . C1 C 0.01796(15) 0.19953(11) 0.75690(15) 0.0364(4) Uani 1 1 d . . . C2 C -0.10056(15) 0.16433(11) 0.74144(15) 0.0376(5) Uani 1 1 d . . . H2 H -0.1162 0.1166 0.6964 0.045 Uiso 1 1 calc R . . C3 C -0.19232(16) 0.19809(12) 0.79039(15) 0.0397(5) Uani 1 1 d . . . H3 H -0.2712 0.1737 0.7793 0.048 Uiso 1 1 calc R . . C4 C -0.17128(17) 0.26831(12) 0.85668(15) 0.0421(5) Uani 1 1 d . . . C5 C -0.05657(17) 0.30425(13) 0.87035(16) 0.0477(5) Uani 1 1 d . . . H5 H -0.0425 0.3525 0.9144 0.057 Uiso 1 1 calc R . . C6 C 0.03707(17) 0.27166(12) 0.82175(16) 0.0438(5) Uani 1 1 d . . . H6 H 0.1148 0.2976 0.8317 0.053 Uiso 1 1 calc R . . C7 C 0.22736(15) 0.20814(12) 0.71205(18) 0.0456(5) Uani 1 1 d . . . H7A H 0.2743 0.2061 0.7897 0.055 Uiso 1 1 calc R . . H7B H 0.2117 0.2661 0.6916 0.055 Uiso 1 1 calc R . . C8 C 0.30169(17) 0.16951(11) 0.62988(18) 0.0469(5) Uani 1 1 d . . . H8A H 0.2562 0.1737 0.5519 0.056 Uiso 1 1 calc R . . H8B H 0.3799 0.1993 0.6324 0.056 Uiso 1 1 calc R . . C9 C 0.22615(14) 0.03926(11) 0.69764(17) 0.0411(5) Uani 1 1 d . . . H9A H 0.2431 0.0339 0.7812 0.049 Uiso 1 1 calc R . . H9B H 0.2206 -0.0162 0.6646 0.049 Uiso 1 1 calc R . . C10 C 0.10547(15) 0.08322(11) 0.66381(17) 0.0412(5) Uani 1 1 d . . . H10A H 0.0861 0.0857 0.5801 0.049 Uiso 1 1 calc R . . H10B H 0.0393 0.0525 0.6922 0.049 Uiso 1 1 calc R . . C11 C 0.43518(14) 0.04785(11) 0.65115(14) 0.0326(4) Uani 1 1 d . . . C12 C 0.52762(15) 0.08829(11) 0.60087(14) 0.0355(4) Uani 1 1 d . . . H12 H 0.5128 0.1416 0.5708 0.043 Uiso 1 1 calc R . . C13 C 0.63689(15) 0.05130(12) 0.59552(14) 0.0366(5) Uani 1 1 d . . . H13 H 0.6973 0.0791 0.5616 0.044 Uiso 1 1 calc R . . C14 C 0.66128(14) -0.02712(12) 0.63941(14) 0.0354(4) Uani 1 1 d . . . C15 C 0.56933(15) -0.06830(12) 0.68618(14) 0.0379(4) Uani 1 1 d . . . H15 H 0.5838 -0.1223 0.7136 0.046 Uiso 1 1 calc R . . C16 C 0.46000(15) -0.03208(11) 0.69278(15) 0.0356(4) Uani 1 1 d . . . H16 H 0.3996 -0.0608 0.7257 0.043 Uiso 1 1 calc R . . O3 O 0.33538(12) 0.35184(10) 0.48558(13) 0.0616(4) Uani 1 1 d . . . N5 N 0.88295(12) 0.46381(10) 0.50683(12) 0.0397(4) Uani 1 1 d . . . N6 N 0.42967(15) 0.32777(11) 0.54744(14) 0.0508(5) Uani 1 1 d . . . C17 C 0.77123(15) 0.42807(11) 0.51131(14) 0.0345(4) Uani 1 1 d . . . C18 C 0.66464(15) 0.45319(12) 0.43837(15) 0.0403(5) Uani 1 1 d . . . H18 H 0.6711 0.4933 0.3823 0.048 Uiso 1 1 calc R . . C19 C 0.55271(16) 0.42100(12) 0.44694(15) 0.0400(5) Uani 1 1 d . . . H19 H 0.4826 0.4387 0.3966 0.048 Uiso 1 1 calc R . . C20 C 0.54015(16) 0.36235(11) 0.52884(15) 0.0378(5) Uani 1 1 d . . . C21 C 0.64457(16) 0.33561(12) 0.59935(15) 0.0406(5) Uani 1 1 d . . . H21 H 0.6373 0.2948 0.6543 0.049 Uiso 1 1 calc R . . C22 C 0.75766(16) 0.36693(12) 0.59121(15) 0.0394(5) Uani 1 1 d . . . H22 H 0.8276 0.3472 0.6399 0.047 Uiso 1 1 calc R . . C23 C 0.99715(15) 0.41923(12) 0.54159(17) 0.0459(5) Uani 1 1 d . . . H23A H 1.0144 0.3850 0.4776 0.055 Uiso 1 1 calc R . . H23B H 0.9867 0.3825 0.6052 0.055 Uiso 1 1 calc R . . C24 C 0.89609(16) 0.52619(13) 0.42233(16) 0.0480(5) Uani 1 1 d . . . H24A H 0.8205 0.5594 0.4087 0.058 Uiso 1 1 calc R . . H24B H 0.9062 0.4994 0.3500 0.058 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 O1 0.0663(10) 0.0589(11) 0.0811(11) 0.0195(9) 0.0354(9) 0.0193(8) O2 0.0389(7) 0.0638(11) 0.0662(10) -0.0124(8) 0.0114(7) -0.0030(7) N1 0.0325(8) 0.0348(10) 0.0540(10) -0.0060(8) 0.0069(7) -0.0047(7) N2 0.0329(8) 0.0307(10) 0.0494(9) 0.0063(7) 0.0087(7) -0.0030(7) N3 0.0686(12) 0.0530(12) 0.0525(11) 0.0095(9) 0.0209(10) 0.0197(10) N4 0.0373(9) 0.0551(12) 0.0469(10) -0.0105(9) 0.0033(7) 0.0006(8) C1 0.0374(10) 0.0350(12) 0.0358(10) 0.0018(9) 0.0025(8) 0.0012(8) C2 0.0378(10) 0.0325(11) 0.0419(11) 0.0001(9) 0.0039(8) -0.0003(8) C3 0.0402(10) 0.0364(12) 0.0430(11) 0.0099(9) 0.0076(8) 0.0041(9) C4 0.0537(12) 0.0378(13) 0.0356(11) 0.0045(9) 0.0096(9) 0.0106(9) C5 0.0593(13) 0.0403(13) 0.0413(11) -0.0042(9) 0.0011(10) 0.0070(10) C6 0.0425(11) 0.0406(13) 0.0459(12) -0.0052(10) -0.0008(9) -0.0028(9) C7 0.0381(10) 0.0324(12) 0.0662(14) -0.0014(10) 0.0075(9) -0.0040(8) C8 0.0429(11) 0.0332(12) 0.0663(14) 0.0083(10) 0.0140(10) 0.0002(9) C9 0.0339(9) 0.0345(11) 0.0561(12) 0.0017(9) 0.0111(8) -0.0043(8) C10 0.0358(10) 0.0367(12) 0.0515(12) -0.0077(9) 0.0075(9) -0.0049(8) C11 0.0318(9) 0.0339(11) 0.0312(10) -0.0034(8) 0.0017(7) -0.0034(8) C12 0.0360(10) 0.0338(11) 0.0356(10) -0.0006(8) 0.0018(8) -0.0051(8) C13 0.0321(9) 0.0435(13) 0.0336(10) -0.0032(9) 0.0035(7) -0.0087(8) C14 0.0327(9) 0.0397(12) 0.0317(10) -0.0078(9) -0.0014(7) -0.0002(8) C15 0.0417(10) 0.0347(11) 0.0356(10) -0.0013(8) 0.0003(8) -0.0007(9) C16 0.0365(9) 0.0343(11) 0.0353(10) -0.0001(8) 0.0035(8) -0.0053(8) O3 0.0480(9) 0.0683(11) 0.0659(10) 0.0063(8) 0.0003(7) -0.0120(7) N5 0.0366(8) 0.0402(10) 0.0419(9) 0.0135(7) 0.0047(7) 0.0028(7) N6 0.0501(10) 0.0514(12) 0.0503(11) 0.0018(9) 0.0059(8) -0.0113(9) C17 0.0394(10) 0.0345(11) 0.0302(10) 0.0013(8) 0.0073(8) 0.0008(8) C18 0.0416(10) 0.0439(13) 0.0358(10) 0.0097(9) 0.0074(8) 0.0021(9) C19 0.0412(10) 0.0434(12) 0.0346(10) 0.0041(9) 0.0035(8) 0.0022(9) C20 0.0443(11) 0.0337(11) 0.0357(11) -0.0023(9) 0.0075(8) -0.0054(9) C21 0.0512(11) 0.0356(12) 0.0351(10) 0.0047(9) 0.0068(9) -0.0027(9) C22 0.0439(11) 0.0396(12) 0.0336(10) 0.0050(9) 0.0029(8) 0.0011(9) C23 0.0400(10) 0.0421(13) 0.0544(13) 0.0136(10) 0.0030(9) 0.0033(9) C24 0.0444(11) 0.0500(14) 0.0489(12) 0.0163(10) 0.0045(9) 0.0010(10) 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 O1 N3 1.241(2) . ? O2 N4 1.2535(18) . ? N1 C1 1.363(2) . ? N1 C10 1.456(2) . ? N1 C7 1.463(2) . ? N2 C11 1.350(2) . ? N2 C8 1.461(2) . ? N2 C9 1.471(2) . ? N3 C4 1.412(2) . ? N4 C14 1.389(2) . ? C1 C6 1.412(3) . ? C1 C2 1.418(2) . ? C2 C3 1.364(2) . ? C2 H2 0.9500 . ? C3 C4 1.397(3) . ? C3 H3 0.9500 . ? C4 C5 1.385(3) . ? C5 C6 1.371(2) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.513(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.516(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C16 1.415(2) . ? C11 C12 1.426(2) . ? C12 C13 1.362(2) . ? C12 H12 0.9500 . ? C13 C14 1.400(3) . ? C13 H13 0.9500 . ? C14 C15 1.406(2) . ? C15 C16 1.360(2) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? O3 N6 1.245(2) . ? N5 C17 1.376(2) . ? N5 C24 1.460(2) . ? N5 C23 1.463(2) . ? N6 C20 1.395(2) . ? C17 C22 1.408(2) . ? C17 C18 1.414(2) . ? C18 C19 1.364(2) . ? C18 H18 0.9500 . ? C19 C20 1.394(2) . ? C19 H19 0.9500 . ? C20 C21 1.391(2) . ? C21 C22 1.369(2) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.492(3) 3_766 ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C23 1.492(3) 3_766 ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? 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 N1 C10 123.12(14) . . ? C1 N1 C7 120.92(15) . . ? C10 N1 C7 115.74(13) . . ? C11 N2 C8 123.17(14) . . ? C11 N2 C9 121.57(15) . . ? C8 N2 C9 115.24(13) . . ? O1 N3 C4 115.72(18) . . ? O2 N4 C14 115.94(16) . . ? N1 C1 C6 120.71(16) . . ? N1 C1 C2 121.24(17) . . ? C6 C1 C2 118.04(16) . . ? C3 C2 C1 120.80(18) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C2 C3 C4 120.53(17) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 119.17(16) . . ? C5 C4 N3 116.24(18) . . ? C3 C4 N3 124.52(18) . . ? C6 C5 C4 121.42(19) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C1 120.00(17) . . ? C5 C6 H6 120.0 . . ? C1 C6 H6 120.0 . . ? N1 C7 C8 110.67(16) . . ? N1 C7 H7A 109.5 . . ? C8 C7 H7A 109.5 . . ? N1 C7 H7B 109.5 . . ? C8 C7 H7B 109.5 . . ? H7A C7 H7B 108.1 . . ? N2 C8 C7 110.93(15) . . ? N2 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.0 . . ? N2 C9 C10 110.84(15) . . ? N2 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N2 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? N1 C10 C9 111.03(15) . . ? N1 C10 H10A 109.4 . . ? C9 C10 H10A 109.4 . . ? N1 C10 H10B 109.4 . . ? C9 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? N2 C11 C16 120.76(15) . . ? N2 C11 C12 121.43(16) . . ? C16 C11 C12 117.81(15) . . ? C13 C12 C11 120.69(17) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 120.88(15) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? N4 C14 C13 125.39(16) . . ? N4 C14 C15 115.85(17) . . ? C13 C14 C15 118.75(15) . . ? C16 C15 C14 121.09(18) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C11 120.73(16) . . ? C15 C16 H16 119.6 . . ? C11 C16 H16 119.6 . . ? C17 N5 C24 120.75(14) . . ? C17 N5 C23 121.10(15) . . ? C24 N5 C23 111.92(13) . . ? O3 N6 C20 116.73(17) . . ? N5 C17 C22 121.34(16) . . ? N5 C17 C18 121.31(16) . . ? C22 C17 C18 117.32(16) . . ? C19 C18 C17 121.37(17) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C18 C19 C20 120.64(17) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C21 C20 C19 118.63(17) . . ? C21 C20 N6 116.15(17) . . ? C19 C20 N6 125.22(17) . . ? C22 C21 C20 121.36(18) . . ? C22 C21 H21 119.3 . . ? C20 C21 H21 119.3 . . ? C21 C22 C17 120.63(17) . . ? C21 C22 H22 119.7 . . ? C17 C22 H22 119.7 . . ? N5 C23 C24 113.05(17) . 3_766 ? N5 C23 H23A 109.0 . . ? C24 C23 H23A 109.0 3_766 . ? N5 C23 H23B 109.0 . . ? C24 C23 H23B 109.0 3_766 . ? H23A C23 H23B 107.8 . . ? N5 C24 C23 112.35(15) . 3_766 ? N5 C24 H24A 109.1 . . ? C23 C24 H24A 109.1 3_766 . ? N5 C24 H24B 109.1 . . ? C23 C24 H24B 109.1 3_766 . ? H24A C24 H24B 107.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 N1 C1 C6 166.15(17) . . . . ? C7 N1 C1 C6 -8.2(3) . . . . ? C10 N1 C1 C2 -14.6(3) . . . . ? C7 N1 C1 C2 171.08(16) . . . . ? N1 C1 C2 C3 178.98(16) . . . . ? C6 C1 C2 C3 -1.7(3) . . . . ? C1 C2 C3 C4 0.1(3) . . . . ? C2 C3 C4 C5 1.3(3) . . . . ? C2 C3 C4 N3 178.09(17) . . . . ? O1 N3 C4 C5 174.03(17) . . . . ? O1 N3 C4 C3 -2.9(3) . . . . ? C3 C4 C5 C6 -1.0(3) . . . . ? N3 C4 C5 C6 -178.15(17) . . . . ? C4 C5 C6 C1 -0.6(3) . . . . ? N1 C1 C6 C5 -178.78(17) . . . . ? C2 C1 C6 C5 1.9(3) . . . . ? C1 N1 C7 C8 -165.33(16) . . . . ? C10 N1 C7 C8 19.9(2) . . . . ? C11 N2 C8 C7 -140.52(17) . . . . ? C9 N2 C8 C7 38.0(2) . . . . ? N1 C7 C8 N2 -59.4(2) . . . . ? C11 N2 C9 C10 -162.46(16) . . . . ? C8 N2 C9 C10 19.0(2) . . . . ? C1 N1 C10 C9 -137.50(17) . . . . ? C7 N1 C10 C9 37.1(2) . . . . ? N2 C9 C10 N1 -58.4(2) . . . . ? C8 N2 C11 C16 171.98(17) . . . . ? C9 N2 C11 C16 -6.4(3) . . . . ? C8 N2 C11 C12 -8.7(3) . . . . ? C9 N2 C11 C12 172.86(15) . . . . ? N2 C11 C12 C13 179.42(16) . . . . ? C16 C11 C12 C13 -1.3(2) . . . . ? C11 C12 C13 C14 -0.2(3) . . . . ? O2 N4 C14 C13 3.8(3) . . . . ? O2 N4 C14 C15 -177.19(14) . . . . ? C12 C13 C14 N4 -179.11(16) . . . . ? C12 C13 C14 C15 2.0(3) . . . . ? N4 C14 C15 C16 178.62(16) . . . . ? C13 C14 C15 C16 -2.3(3) . . . . ? C14 C15 C16 C11 0.9(3) . . . . ? N2 C11 C16 C15 -179.79(16) . . . . ? C12 C11 C16 C15 0.9(3) . . . . ? C24 N5 C17 C22 179.00(17) . . . . ? C23 N5 C17 C22 29.0(3) . . . . ? C24 N5 C17 C18 -3.2(3) . . . . ? C23 N5 C17 C18 -153.16(17) . . . . ? N5 C17 C18 C19 -176.31(17) . . . . ? C22 C17 C18 C19 1.6(3) . . . . ? C17 C18 C19 C20 0.4(3) . . . . ? C18 C19 C20 C21 -1.9(3) . . . . ? C18 C19 C20 N6 177.56(17) . . . . ? O3 N6 C20 C21 179.30(17) . . . . ? O3 N6 C20 C19 -0.2(3) . . . . ? C19 C20 C21 C22 1.4(3) . . . . ? N6 C20 C21 C22 -178.08(17) . . . . ? C20 C21 C22 C17 0.6(3) . . . . ? N5 C17 C22 C21 175.85(16) . . . . ? C18 C17 C22 C21 -2.1(3) . . . . ? C17 N5 C23 C24 -155.67(16) . . . 3_766 ? C24 N5 C23 C24 51.9(2) . . . 3_766 ? C17 N5 C24 C23 155.93(16) . . . 3_766 ? C23 N5 C24 C23 -51.6(2) . . . 3_766 ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A ? ? ? ? ? ? ? ? _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. ; #===END data_7a_CCDC-000000 _database_code_depnum_ccdc_archive 'CCDC 838210' #TrackingRef 'Dalton Transaction - data (without CCDC).cif' # CCDC: 000000 # Messcode: mn159a _audit_author_name 'S. Wirth, P. Mayer' _audit_block_code ? _audit_creation_method SHELXL-97 _audit_creation_date 05-Jun-08 _chemical_name_systematic ; [my2-(1,4-bis(4-nitrosophenyl)piperazin-N,N)bis (dichlorido-(eta5-pentamethyl-cyclopentadienyl)-iridium(III))]' ; _chemical_name_common ? _chemical_formula_moiety 'C36 H46 Cl4 Ir2 N4 O2, 2(C3 H7 N O)' _chemical_formula_sum 'C42 H60 Cl4 Ir2 N6 O4' _chemical_compound_source ? _exptl_crystal_recrystallization_method 'slow isothermic diffusion of n-pentane into a nearly saturated solution in DMF' _chemical_melting_point ? _exptl_crystal_description platelet _exptl_crystal_colour red _diffrn_ambient_temperature 200(2) _chemical_formula_weight 1239.208 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 'P 21/c' _symmetry_Int_Tables_number 14 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall -P2ybc 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 17.4121(6) _cell_length_b 8.7721(4) _cell_length_c 16.3489(7) _cell_angle_alpha 90.00 _cell_angle_beta 114.620(2) _cell_angle_gamma 90.00 _cell_volume 2270.13(16) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 29561 _cell_measurement_theta_min 3.134 _cell_measurement_theta_max 25.350 _cell_special_details ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.81292 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 6.139 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.636 _exptl_absorpt_correction_T_max 0.940 _exptl_absorpt_process_details ; Sheldrick, G.M. SADABS. Version 2. Multi-Scan Absorption Correction. University of Goettingen, Germany, 2001 ; _exptl_special_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.005000 0 0 -1 0.005000 -2 2 1 0.047000 2 -2 -1 0.043000 -8 -9 3 0.069000 19 18 -9 0.029000 -14 -1 6 0.102000 2 0 -1 0.053000 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'rotating anode X-ray tube' _diffrn_source_type ? _diffrn_source_power 3.025 _diffrn_source_voltage 55.00 _diffrn_source_current 55.00 _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation 0.25 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images; thick slices' _diffrn_detector_area_resol_mean 9 _kl_diffrn_measurement_scan_angle phi/omega-scan _kl_diffrn_measurement_scan_step_degree 2.0 _kl_diffrn_measurement_scan_time_per_degree 20 _kl_diffrn_measurement_detector_distance 30 _diffrn_special_details ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27313 _diffrn_reflns_av_R_equivalents 0.0580 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 25.44 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.44 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.267 _refine_diff_density_min -0.795 _refine_diff_density_rms 0.111 _reflns_number_total 4174 _reflns_number_gt 3387 _reflns_threshold_expression >2sigma(I) _reflns_special_details ? _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst. 1997, 30, 565 ; _computing_publication_material ? _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^)+(0.0162P)^2^+3.0451P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 4174 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0384 _refine_ls_R_factor_gt 0.0248 _refine_ls_wR_factor_ref 0.0542 _refine_ls_wR_factor_gt 0.0495 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _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. ; 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 0.174718(10) 0.533920(19) 0.243987(10) 0.02488(7) Uani 1 1 d . . . Cl1 Cl 0.14744(7) 0.79389(13) 0.26611(8) 0.0396(3) Uani 1 1 d . . . Cl2 Cl 0.32240(6) 0.58727(14) 0.33488(7) 0.0359(3) Uani 1 1 d . . . O1 O 0.12128(19) 0.6929(4) 0.0773(2) 0.0438(8) Uani 1 1 d . . . N1 N 0.4203(2) 0.4610(4) -0.0025(2) 0.0345(9) Uani 1 1 d . . . N2 N 0.1805(2) 0.6101(4) 0.1269(2) 0.0292(8) Uani 1 1 d . . . C1 C 0.3609(3) 0.4936(5) 0.0287(3) 0.0261(10) Uani 1 1 d . . . C2 C 0.2952(3) 0.5997(5) -0.0173(3) 0.0301(10) Uani 1 1 d . . . H2 H 0.2926 0.6474 -0.0706 0.036 Uiso 1 1 calc R . . C3 C 0.2367(3) 0.6334(5) 0.0136(3) 0.0304(10) Uani 1 1 d . . . H3 H 0.1927 0.7028 -0.0190 0.036 Uiso 1 1 calc R . . C4 C 0.2395(2) 0.5675(5) 0.0938(3) 0.0275(10) Uani 1 1 d . . . C5 C 0.3027(2) 0.4619(5) 0.1388(3) 0.0260(9) Uani 1 1 d . . . H5 H 0.3053 0.4159 0.1925 0.031 Uiso 1 1 calc R . . C6 C 0.3610(3) 0.4237(5) 0.1068(3) 0.0287(10) Uani 1 1 d . . . H6 H 0.4024 0.3488 0.1375 0.034 Uiso 1 1 calc R . . C7 C 0.4941(3) 0.3655(6) 0.0451(3) 0.0440(13) Uani 1 1 d . . . H7A H 0.4977 0.2854 0.0042 0.053 Uiso 1 1 calc R . . H7B H 0.4888 0.3151 0.0967 0.053 Uiso 1 1 calc R . . C8 C 0.4272(3) 0.5383(6) -0.0783(3) 0.0373(11) Uani 1 1 d . . . H8A H 0.3770 0.6035 -0.1094 0.045 Uiso 1 1 calc R . . H8B H 0.4293 0.4618 -0.1219 0.045 Uiso 1 1 calc R . . C9 C 0.1033(3) 0.3336(5) 0.1790(3) 0.0366(11) Uani 1 1 d . . . C10 C 0.1741(3) 0.2895(5) 0.2605(3) 0.0346(11) Uani 1 1 d . . . C11 C 0.1632(3) 0.3619(5) 0.3349(3) 0.0327(10) Uani 1 1 d . . . C12 C 0.0879(3) 0.4487(5) 0.2987(3) 0.0299(10) Uani 1 1 d . . . C13 C 0.0513(3) 0.4378(5) 0.2014(3) 0.0331(11) Uani 1 1 d . . . C14 C 0.0871(4) 0.2778(7) 0.0865(4) 0.0627(17) Uani 1 1 d . . . H14A H 0.0572 0.1802 0.0754 0.094 Uiso 1 1 calc R . . H14B H 0.1411 0.2643 0.0819 0.094 Uiso 1 1 calc R . . H14C H 0.0526 0.3526 0.0417 0.094 Uiso 1 1 calc R . . C15 C 0.2422(4) 0.1781(6) 0.2706(5) 0.0647(18) Uani 1 1 d . . . H15A H 0.2282 0.0786 0.2880 0.097 Uiso 1 1 calc R . . H15B H 0.2959 0.2140 0.3172 0.097 Uiso 1 1 calc R . . H15C H 0.2472 0.1686 0.2133 0.097 Uiso 1 1 calc R . . C16 C 0.2199(3) 0.3394(7) 0.4317(3) 0.0563(15) Uani 1 1 d . . . H16A H 0.2133 0.4249 0.4668 0.084 Uiso 1 1 calc R . . H16B H 0.2787 0.3344 0.4391 0.084 Uiso 1 1 calc R . . H16C H 0.2051 0.2441 0.4530 0.084 Uiso 1 1 calc R . . C17 C 0.0492(3) 0.5368(6) 0.3506(4) 0.0491(13) Uani 1 1 d . . . H17A H 0.0032 0.4772 0.3545 0.074 Uiso 1 1 calc R . . H17B H 0.0269 0.6335 0.3200 0.074 Uiso 1 1 calc R . . H17C H 0.0923 0.5572 0.4114 0.074 Uiso 1 1 calc R . . C18 C -0.0292(3) 0.5108(7) 0.1386(4) 0.0554(16) Uani 1 1 d . . . H18A H -0.0326 0.5083 0.0773 0.083 Uiso 1 1 calc R . . H18B H -0.0306 0.6168 0.1568 0.083 Uiso 1 1 calc R . . H18C H -0.0772 0.4551 0.1406 0.083 Uiso 1 1 calc R . . O2 O 0.5235(2) 0.6935(5) 0.2109(3) 0.0625(11) Uani 1 1 d . . . N3 N 0.4158(2) 0.8629(5) 0.1611(3) 0.0403(10) Uani 1 1 d . . . C19 C 0.4571(3) 0.7431(6) 0.2085(3) 0.0474(13) Uani 1 1 d . . . H19 H 0.4331 0.6917 0.2433 0.057 Uiso 1 1 calc R . . C20 C 0.3401(3) 0.9168(6) 0.1667(4) 0.0509(14) Uani 1 1 d . . . H20A H 0.3270 0.8517 0.2079 0.076 Uiso 1 1 calc R . . H20B H 0.2931 0.9137 0.1069 0.076 Uiso 1 1 calc R . . H20C H 0.3486 1.0219 0.1891 0.076 Uiso 1 1 calc R . . C21 C 0.4472(4) 0.9469(6) 0.1058(4) 0.0575(15) Uani 1 1 d . . . H21A H 0.5064 0.9198 0.1224 0.086 Uiso 1 1 calc R . . H21B H 0.4429 1.0564 0.1149 0.086 Uiso 1 1 calc R . . H21C H 0.4136 0.9216 0.0424 0.086 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 0.02476(10) 0.02500(11) 0.02588(10) -0.00052(8) 0.01155(7) -0.00115(8) Cl1 0.0438(7) 0.0290(7) 0.0458(7) -0.0042(5) 0.0185(6) 0.0021(5) Cl2 0.0266(5) 0.0451(7) 0.0328(6) -0.0048(5) 0.0092(5) -0.0045(5) O1 0.0359(19) 0.059(2) 0.0378(19) 0.0139(17) 0.0166(15) 0.0138(17) N1 0.031(2) 0.036(2) 0.042(2) 0.0081(19) 0.0208(18) 0.0030(17) N2 0.0238(19) 0.029(2) 0.0306(19) 0.0012(17) 0.0070(16) 0.0001(16) C1 0.027(2) 0.026(3) 0.026(2) -0.0025(17) 0.0117(18) -0.0077(17) C2 0.031(2) 0.034(3) 0.027(2) 0.004(2) 0.0125(19) -0.001(2) C3 0.028(2) 0.033(3) 0.026(2) 0.0020(19) 0.0068(19) -0.0002(19) C4 0.025(2) 0.033(3) 0.026(2) -0.0045(19) 0.0118(18) -0.0072(18) C5 0.029(2) 0.024(2) 0.023(2) 0.0006(19) 0.0091(18) -0.0070(19) C6 0.027(2) 0.026(3) 0.032(2) 0.0016(19) 0.0121(19) -0.0002(18) C7 0.053(3) 0.037(3) 0.058(3) 0.017(2) 0.040(3) 0.012(2) C8 0.035(2) 0.052(3) 0.028(2) 0.011(2) 0.017(2) 0.012(2) C9 0.042(3) 0.035(3) 0.037(3) -0.012(2) 0.021(2) -0.022(2) C10 0.037(3) 0.023(3) 0.051(3) 0.001(2) 0.025(2) -0.004(2) C11 0.033(2) 0.028(3) 0.037(3) 0.007(2) 0.014(2) -0.0039(19) C12 0.035(2) 0.028(3) 0.036(2) 0.000(2) 0.024(2) -0.006(2) C13 0.023(2) 0.041(3) 0.031(2) 0.004(2) 0.0073(19) -0.0077(19) C14 0.083(4) 0.069(4) 0.049(3) -0.026(3) 0.041(3) -0.044(3) C15 0.070(4) 0.027(3) 0.120(5) 0.018(3) 0.061(4) 0.014(3) C16 0.058(3) 0.063(4) 0.038(3) 0.018(3) 0.010(3) -0.008(3) C17 0.053(3) 0.051(3) 0.061(3) -0.008(3) 0.041(3) -0.006(3) C18 0.028(3) 0.069(4) 0.059(3) 0.023(3) 0.007(2) -0.008(2) O2 0.050(2) 0.056(3) 0.071(3) -0.010(2) 0.014(2) 0.009(2) N3 0.041(2) 0.037(3) 0.041(2) -0.0090(19) 0.0158(19) -0.0035(19) C19 0.049(3) 0.047(4) 0.038(3) -0.011(3) 0.010(3) -0.007(3) C20 0.043(3) 0.045(3) 0.061(3) -0.015(3) 0.019(3) 0.000(2) C21 0.070(4) 0.052(4) 0.057(3) 0.003(3) 0.033(3) -0.003(3) 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 N2 2.069(3) . ? Ir1 C13 2.137(4) . ? Ir1 C9 2.159(4) . ? Ir1 C10 2.161(5) . ? Ir1 C12 2.184(4) . ? Ir1 C11 2.185(4) . ? Ir1 Cl1 2.3875(11) . ? Ir1 Cl2 2.4199(10) . ? O1 N2 1.245(4) . ? N1 C1 1.360(5) . ? N1 C7 1.458(6) . ? N1 C8 1.461(5) . ? N2 C4 1.397(5) . ? C1 C6 1.416(6) . ? C1 C2 1.423(6) . ? C2 C3 1.345(6) . ? C2 H2 0.9500 . ? C3 C4 1.415(6) . ? C3 H3 0.9500 . ? C4 C5 1.392(6) . ? C5 C6 1.363(6) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.505(7) 3_665 ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C7 1.505(7) 3_665 ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C13 1.437(6) . ? C9 C10 1.441(7) . ? C9 C14 1.501(6) . ? C10 C11 1.453(6) . ? C10 C15 1.491(7) . ? C11 C12 1.415(6) . ? C11 C16 1.490(6) . ? C12 C13 1.450(6) . ? C12 C17 1.499(6) . ? C13 C18 1.493(6) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? O2 C19 1.221(6) . ? N3 C19 1.326(7) . ? N3 C21 1.439(6) . ? N3 C20 1.439(6) . ? C19 H19 0.9500 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ir1 C13 104.81(15) . . ? N2 Ir1 C9 92.74(15) . . ? C13 Ir1 C9 39.07(17) . . ? N2 Ir1 C10 116.14(16) . . ? C13 Ir1 C10 65.97(17) . . ? C9 Ir1 C10 38.96(17) . . ? N2 Ir1 C12 142.93(15) . . ? C13 Ir1 C12 39.19(16) . . ? C9 Ir1 C12 64.40(16) . . ? C10 Ir1 C12 64.49(16) . . ? N2 Ir1 C11 154.94(16) . . ? C13 Ir1 C11 65.43(16) . . ? C9 Ir1 C11 64.85(17) . . ? C10 Ir1 C11 39.05(16) . . ? C12 Ir1 C11 37.80(16) . . ? N2 Ir1 Cl1 85.46(11) . . ? C13 Ir1 Cl1 100.95(13) . . ? C9 Ir1 Cl1 137.89(14) . . ? C10 Ir1 Cl1 156.49(12) . . ? C12 Ir1 Cl1 92.84(12) . . ? C11 Ir1 Cl1 118.45(12) . . ? N2 Ir1 Cl2 93.27(9) . . ? C13 Ir1 Cl2 160.64(12) . . ? C9 Ir1 Cl2 134.94(14) . . ? C10 Ir1 Cl2 100.03(13) . . ? C12 Ir1 Cl2 123.68(12) . . ? C11 Ir1 Cl2 95.24(12) . . ? Cl1 Ir1 Cl2 87.12(4) . . ? C1 N1 C7 124.0(4) . . ? C1 N1 C8 124.4(4) . . ? C7 N1 C8 110.7(3) . . ? O1 N2 C4 116.5(3) . . ? O1 N2 Ir1 116.4(3) . . ? C4 N2 Ir1 126.8(3) . . ? N1 C1 C6 122.2(4) . . ? N1 C1 C2 120.6(4) . . ? C6 C1 C2 117.3(4) . . ? C3 C2 C1 120.9(4) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C2 C3 C4 121.3(4) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 N2 121.4(4) . . ? C5 C4 C3 118.4(4) . . ? N2 C4 C3 120.2(4) . . ? C6 C5 C4 120.8(4) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C1 121.2(4) . . ? C5 C6 H6 119.4 . . ? C1 C6 H6 119.4 . . ? N1 C7 C8 109.8(4) . 3_665 ? N1 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 3_665 . ? N1 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 3_665 . ? H7A C7 H7B 108.2 . . ? N1 C8 C7 109.8(4) . 3_665 ? N1 C8 H8A 109.7 . . ? C7 C8 H8A 109.7 3_665 . ? N1 C8 H8B 109.7 . . ? C7 C8 H8B 109.7 3_665 . ? H8A C8 H8B 108.2 . . ? C13 C9 C10 108.8(4) . . ? C13 C9 C14 126.2(5) . . ? C10 C9 C14 125.0(5) . . ? C13 C9 Ir1 69.6(2) . . ? C10 C9 Ir1 70.6(2) . . ? C14 C9 Ir1 126.1(3) . . ? C9 C10 C11 107.2(4) . . ? C9 C10 C15 127.8(5) . . ? C11 C10 C15 124.7(5) . . ? C9 C10 Ir1 70.4(3) . . ? C11 C10 Ir1 71.4(3) . . ? C15 C10 Ir1 128.3(3) . . ? C12 C11 C10 107.9(4) . . ? C12 C11 C16 127.2(4) . . ? C10 C11 C16 124.9(4) . . ? C12 C11 Ir1 71.1(2) . . ? C10 C11 Ir1 69.6(2) . . ? C16 C11 Ir1 127.3(3) . . ? C11 C12 C13 109.3(4) . . ? C11 C12 C17 126.7(4) . . ? C13 C12 C17 124.1(4) . . ? C11 C12 Ir1 71.1(2) . . ? C13 C12 Ir1 68.6(2) . . ? C17 C12 Ir1 127.3(3) . . ? C9 C13 C12 106.6(4) . . ? C9 C13 C18 127.5(4) . . ? C12 C13 C18 125.7(4) . . ? C9 C13 Ir1 71.3(2) . . ? C12 C13 Ir1 72.2(2) . . ? C18 C13 Ir1 125.7(3) . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C19 N3 C21 121.1(5) . . ? C19 N3 C20 120.8(5) . . ? C21 N3 C20 118.0(4) . . ? O2 C19 N3 125.3(5) . . ? O2 C19 H19 117.3 . . ? N3 C19 H19 117.3 . . ? N3 C20 H20A 109.5 . . ? N3 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N3 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N3 C21 H21A 109.5 . . ? N3 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N3 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C13 Ir1 N2 O1 51.2(3) . . . . ? C9 Ir1 N2 O1 88.9(3) . . . . ? C10 Ir1 N2 O1 121.3(3) . . . . ? C12 Ir1 N2 O1 39.7(4) . . . . ? C11 Ir1 N2 O1 114.4(4) . . . . ? Cl1 Ir1 N2 O1 -49.0(3) . . . . ? Cl2 Ir1 N2 O1 -135.8(3) . . . . ? C13 Ir1 N2 C4 -122.6(3) . . . . ? C9 Ir1 N2 C4 -84.9(4) . . . . ? C10 Ir1 N2 C4 -52.4(4) . . . . ? C12 Ir1 N2 C4 -134.0(3) . . . . ? C11 Ir1 N2 C4 -59.3(5) . . . . ? Cl1 Ir1 N2 C4 137.3(3) . . . . ? Cl2 Ir1 N2 C4 50.4(3) . . . . ? C7 N1 C1 C6 -6.8(7) . . . . ? C8 N1 C1 C6 -174.9(4) . . . . ? C7 N1 C1 C2 173.7(4) . . . . ? C8 N1 C1 C2 5.6(7) . . . . ? N1 C1 C2 C3 -179.4(4) . . . . ? C6 C1 C2 C3 1.1(6) . . . . ? C1 C2 C3 C4 1.5(7) . . . . ? O1 N2 C4 C5 -172.8(4) . . . . ? Ir1 N2 C4 C5 1.0(6) . . . . ? O1 N2 C4 C3 8.1(6) . . . . ? Ir1 N2 C4 C3 -178.1(3) . . . . ? C2 C3 C4 C5 -2.3(6) . . . . ? C2 C3 C4 N2 176.8(4) . . . . ? N2 C4 C5 C6 -178.6(4) . . . . ? C3 C4 C5 C6 0.5(6) . . . . ? C4 C5 C6 C1 2.1(6) . . . . ? N1 C1 C6 C5 177.6(4) . . . . ? C2 C1 C6 C5 -2.9(6) . . . . ? C1 N1 C7 C8 -110.9(5) . . . 3_665 ? C8 N1 C7 C8 58.6(5) . . . 3_665 ? C1 N1 C8 C7 110.8(5) . . . 3_665 ? C7 N1 C8 C7 -58.7(6) . . . 3_665 ? N2 Ir1 C9 C13 -110.3(3) . . . . ? C10 Ir1 C9 C13 119.7(4) . . . . ? C12 Ir1 C9 C13 39.3(2) . . . . ? C11 Ir1 C9 C13 81.3(3) . . . . ? Cl1 Ir1 C9 C13 -24.0(3) . . . . ? Cl2 Ir1 C9 C13 152.3(2) . . . . ? N2 Ir1 C9 C10 130.0(3) . . . . ? C13 Ir1 C9 C10 -119.7(4) . . . . ? C12 Ir1 C9 C10 -80.4(3) . . . . ? C11 Ir1 C9 C10 -38.4(2) . . . . ? Cl1 Ir1 C9 C10 -143.8(2) . . . . ? Cl2 Ir1 C9 C10 32.6(3) . . . . ? N2 Ir1 C9 C14 10.3(5) . . . . ? C13 Ir1 C9 C14 120.6(6) . . . . ? C10 Ir1 C9 C14 -119.7(6) . . . . ? C12 Ir1 C9 C14 159.9(5) . . . . ? C11 Ir1 C9 C14 -158.1(5) . . . . ? Cl1 Ir1 C9 C14 96.5(5) . . . . ? Cl2 Ir1 C9 C14 -87.1(5) . . . . ? C13 C9 C10 C11 3.0(5) . . . . ? C14 C9 C10 C11 -176.7(4) . . . . ? Ir1 C9 C10 C11 62.3(3) . . . . ? C13 C9 C10 C15 176.9(4) . . . . ? C14 C9 C10 C15 -2.7(7) . . . . ? Ir1 C9 C10 C15 -123.8(5) . . . . ? C13 C9 C10 Ir1 -59.3(3) . . . . ? C14 C9 C10 Ir1 121.0(4) . . . . ? N2 Ir1 C10 C9 -58.5(3) . . . . ? C13 Ir1 C10 C9 36.8(2) . . . . ? C12 Ir1 C10 C9 80.1(3) . . . . ? C11 Ir1 C10 C9 116.9(4) . . . . ? Cl1 Ir1 C10 C9 96.6(4) . . . . ? Cl2 Ir1 C10 C9 -157.2(2) . . . . ? N2 Ir1 C10 C11 -175.4(2) . . . . ? C13 Ir1 C10 C11 -80.0(3) . . . . ? C9 Ir1 C10 C11 -116.9(4) . . . . ? C12 Ir1 C10 C11 -36.7(2) . . . . ? Cl1 Ir1 C10 C11 -20.3(5) . . . . ? Cl2 Ir1 C10 C11 85.9(2) . . . . ? N2 Ir1 C10 C15 64.7(5) . . . . ? C13 Ir1 C10 C15 160.1(5) . . . . ? C9 Ir1 C10 C15 123.2(6) . . . . ? C12 Ir1 C10 C15 -156.6(5) . . . . ? C11 Ir1 C10 C15 -119.9(6) . . . . ? Cl1 Ir1 C10 C15 -140.2(4) . . . . ? Cl2 Ir1 C10 C15 -34.0(5) . . . . ? C9 C10 C11 C12 -0.6(5) . . . . ? C15 C10 C11 C12 -174.8(4) . . . . ? Ir1 C10 C11 C12 61.1(3) . . . . ? C9 C10 C11 C16 176.4(4) . . . . ? C15 C10 C11 C16 2.2(7) . . . . ? Ir1 C10 C11 C16 -121.9(5) . . . . ? C9 C10 C11 Ir1 -61.7(3) . . . . ? C15 C10 C11 Ir1 124.1(5) . . . . ? N2 Ir1 C11 C12 -108.4(4) . . . . ? C13 Ir1 C11 C12 -36.8(3) . . . . ? C9 Ir1 C11 C12 -80.0(3) . . . . ? C10 Ir1 C11 C12 -118.3(4) . . . . ? Cl1 Ir1 C11 C12 52.7(3) . . . . ? Cl2 Ir1 C11 C12 142.2(2) . . . . ? N2 Ir1 C11 C10 9.9(5) . . . . ? C13 Ir1 C11 C10 81.5(3) . . . . ? C9 Ir1 C11 C10 38.3(3) . . . . ? C12 Ir1 C11 C10 118.3(4) . . . . ? Cl1 Ir1 C11 C10 171.0(2) . . . . ? Cl2 Ir1 C11 C10 -99.5(2) . . . . ? N2 Ir1 C11 C16 128.8(5) . . . . ? C13 Ir1 C11 C16 -159.6(5) . . . . ? C9 Ir1 C11 C16 157.2(5) . . . . ? C10 Ir1 C11 C16 118.9(5) . . . . ? C12 Ir1 C11 C16 -122.8(6) . . . . ? Cl1 Ir1 C11 C16 -70.1(5) . . . . ? Cl2 Ir1 C11 C16 19.4(4) . . . . ? C10 C11 C12 C13 -1.9(5) . . . . ? C16 C11 C12 C13 -178.9(4) . . . . ? Ir1 C11 C12 C13 58.2(3) . . . . ? C10 C11 C12 C17 176.9(4) . . . . ? C16 C11 C12 C17 0.0(7) . . . . ? Ir1 C11 C12 C17 -123.0(4) . . . . ? C10 C11 C12 Ir1 -60.1(3) . . . . ? C16 C11 C12 Ir1 123.0(5) . . . . ? N2 Ir1 C12 C11 138.2(3) . . . . ? C13 Ir1 C12 C11 120.5(4) . . . . ? C9 Ir1 C12 C11 81.3(3) . . . . ? C10 Ir1 C12 C11 37.9(3) . . . . ? Cl1 Ir1 C12 C11 -135.6(2) . . . . ? Cl2 Ir1 C12 C11 -47.1(3) . . . . ? N2 Ir1 C12 C13 17.7(4) . . . . ? C9 Ir1 C12 C13 -39.2(3) . . . . ? C10 Ir1 C12 C13 -82.6(3) . . . . ? C11 Ir1 C12 C13 -120.5(4) . . . . ? Cl1 Ir1 C12 C13 103.9(2) . . . . ? Cl2 Ir1 C12 C13 -167.7(2) . . . . ? N2 Ir1 C12 C17 -99.6(5) . . . . ? C13 Ir1 C12 C17 -117.3(5) . . . . ? C9 Ir1 C12 C17 -156.5(5) . . . . ? C10 Ir1 C12 C17 160.1(5) . . . . ? C11 Ir1 C12 C17 122.2(5) . . . . ? Cl1 Ir1 C12 C17 -13.4(4) . . . . ? Cl2 Ir1 C12 C17 75.1(4) . . . . ? C10 C9 C13 C12 -4.1(5) . . . . ? C14 C9 C13 C12 175.6(4) . . . . ? Ir1 C9 C13 C12 -64.0(3) . . . . ? C10 C9 C13 C18 -178.9(4) . . . . ? C14 C9 C13 C18 0.7(7) . . . . ? Ir1 C9 C13 C18 121.1(5) . . . . ? C10 C9 C13 Ir1 59.9(3) . . . . ? C14 C9 C13 Ir1 -120.4(5) . . . . ? C11 C12 C13 C9 3.7(5) . . . . ? C17 C12 C13 C9 -175.1(4) . . . . ? Ir1 C12 C13 C9 63.4(3) . . . . ? C11 C12 C13 C18 178.7(4) . . . . ? C17 C12 C13 C18 -0.2(7) . . . . ? Ir1 C12 C13 C18 -121.6(5) . . . . ? C11 C12 C13 Ir1 -59.7(3) . . . . ? C17 C12 C13 Ir1 121.4(4) . . . . ? N2 Ir1 C13 C9 75.7(3) . . . . ? C10 Ir1 C13 C9 -36.7(3) . . . . ? C12 Ir1 C13 C9 -115.2(4) . . . . ? C11 Ir1 C13 C9 -79.7(3) . . . . ? Cl1 Ir1 C13 C9 163.8(2) . . . . ? Cl2 Ir1 C13 C9 -82.8(5) . . . . ? N2 Ir1 C13 C12 -169.1(2) . . . . ? C9 Ir1 C13 C12 115.2(4) . . . . ? C10 Ir1 C13 C12 78.5(3) . . . . ? C11 Ir1 C13 C12 35.5(3) . . . . ? Cl1 Ir1 C13 C12 -80.9(2) . . . . ? Cl2 Ir1 C13 C12 32.4(5) . . . . ? N2 Ir1 C13 C18 -47.6(5) . . . . ? C9 Ir1 C13 C18 -123.2(5) . . . . ? C10 Ir1 C13 C18 -160.0(5) . . . . ? C12 Ir1 C13 C18 121.5(5) . . . . ? C11 Ir1 C13 C18 157.0(5) . . . . ? Cl1 Ir1 C13 C18 40.6(4) . . . . ? Cl2 Ir1 C13 C18 154.0(3) . . . . ? C21 N3 C19 O2 0.5(8) . . . . ? C20 N3 C19 O2 -176.6(5) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A ? ? ? ? ? ? ? ? _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. ; #===END data_7a`_CCDC-000000 _database_code_depnum_ccdc_archive 'CCDC 838211' #TrackingRef 'Dalton Transaction - data (without CCDC).cif' # CCDC: 000000 # Messcode: mn049 _audit_author_name 'S. Wirth, P. Mayer' _audit_block_code ? _audit_creation_method SHELXL-97 _audit_creation_date 23-Jan-08 _chemical_name_systematic ; [my2-(1,4-bis(4-nitrosophenyl)piperazin-N,N)bis (dichlorido-(eta5-pentamethyl-cyclopentadienyl)-iridium(III))] ; _chemical_name_common ? _chemical_formula_moiety '2(C36 H46 Cl4 Ir2 N4 O2), 10(C H Cl3)' _chemical_formula_sum 'C82 H102 Cl38 Ir4 N8 O4' _chemical_compound_source ? _chemical_properties_physical moisture-sensitive _exptl_crystal_recrystallization_method ; slow isothermic diffusion of n-pentane into a nearly saturated solution in C ; _chemical_melting_point ? _exptl_crystal_description rod _exptl_crystal_colour violet _diffrn_ambient_temperature 200(2) _chemical_formula_weight 3379.810 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' 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' 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 15.6660(4) _cell_length_b 17.5276(5) _cell_length_c 23.5115(6) _cell_angle_alpha 101.1180(10) _cell_angle_beta 95.346(2) _cell_angle_gamma 97.882(2) _cell_volume 6227.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 163761 _cell_measurement_theta_min 3.134 _cell_measurement_theta_max 22.986 _cell_special_details ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.80251 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3272 _exptl_absorpt_coefficient_mu 5.121 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.595 _exptl_absorpt_correction_T_max 0.904 _exptl_absorpt_process_details ; Sheldrick, G.M. SADABS. Version 2. Multi-Scan Absorption Correction. University of Goettingen, Germany, 2001 ; _exptl_special_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 0 0.010000 -1 0 0 0.050000 0 0 1 0.010000 0 0 -1 0.010000 -7 5 -1 0.078000 4 -10 3 0.134000 -1 14 -4 0.122000 -4 -11 3 0.132000 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'rotating anode X-ray tube' _diffrn_source_type ? _diffrn_source_power 3.025 _diffrn_source_voltage 55.00 _diffrn_source_current 55.00 _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation 0.25 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images' _diffrn_detector_area_resol_mean 9 _kl_diffrn_measurement_scan_angle omega-scan _kl_diffrn_measurement_scan_step_degree 1.0 _kl_diffrn_measurement_scan_time_per_degree 35 _kl_diffrn_measurement_detector_distance 30 _diffrn_special_details ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 70571 _diffrn_reflns_av_R_equivalents 0.0546 _diffrn_reflns_av_sigmaI/netI 0.0473 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 23.04 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 23.04 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.596 _refine_diff_density_min -1.797 _refine_diff_density_rms 0.127 _reflns_number_total 17274 _reflns_number_gt 13475 _reflns_threshold_expression >2sigma(I) _reflns_special_details ? _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst. 1997, 30, 565 ; _computing_publication_material ? _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^)+(0.0647P)^2^+25.6477P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 17274 _refine_ls_number_parameters 1209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0667 _refine_ls_R_factor_gt 0.0496 _refine_ls_wR_factor_ref 0.1299 _refine_ls_wR_factor_gt 0.1204 _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 _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. During the structure refinement, the highly disordered atoms of a CHCl3 solvent molecule were observed but could not be modelled satisfactorily. The SQUEEZE routine in PLATON was used to modify the HKL file and the solvent equated to one additional molecule of CHCl3 (10 instead of 9) per asymetric unit, which has been treated as diffuse contribution to the overall scattering without specific atom positions ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.103 0.201 0.209 15 2 ' ' 2 0.220 0.768 0.233 10 2 ' ' 3 0.434 0.081 0.222 232 40 ' ' 4 0.363 0.512 0.125 8 1 ' ' 5 0.568 0.919 0.778 233 40 ' ' 6 0.637 0.488 0.875 8 1 ' ' 7 0.780 0.232 0.767 10 2 ' ' 8 0.905 0.799 0.790 13 1 ' ' _platon_squeeze_details ; The unit cell contains 2 additional molecules (one per asymmetric unit) of CHCl3 which have been treated as diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; 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 0.24041(2) -0.13311(2) -0.112513(17) 0.04515(11) Uani 1 1 d . . . Ir2 Ir -0.23190(2) 0.63265(2) 0.097398(17) 0.04411(11) Uani 1 1 d . . . Cl1 Cl 0.22574(17) -0.26406(14) -0.09437(11) 0.0577(6) Uani 1 1 d . . . Cl2 Cl 0.09058(15) -0.16450(15) -0.15563(11) 0.0581(6) Uani 1 1 d . . . Cl3 Cl -0.19695(15) 0.75902(13) 0.07103(12) 0.0569(6) Uani 1 1 d . . . Cl4 Cl -0.26540(16) 0.57576(14) -0.00531(11) 0.0548(6) Uani 1 1 d . . . O1 O 0.2416(5) -0.1200(4) 0.0117(3) 0.071(2) Uani 1 1 d . . . O2 O -0.0454(4) 0.6788(4) 0.1162(3) 0.066(2) Uani 1 1 d . . . N1 N 0.0575(4) 0.1742(4) 0.0293(3) 0.0432(18) Uani 1 1 d . . . N2 N 0.0109(4) 0.3312(4) 0.0435(3) 0.0466(19) Uani 1 1 d . . . N3 N 0.2086(5) -0.0939(4) -0.0299(3) 0.0469(19) Uani 1 1 d . . . N4 N -0.1021(5) 0.6188(4) 0.0939(4) 0.053(2) Uani 1 1 d . . . C1 C 0.0913(5) 0.1072(5) 0.0168(4) 0.045(2) Uani 1 1 d . . . C2 C 0.1358(6) 0.0769(5) 0.0608(4) 0.051(2) Uani 1 1 d . . . H2 H 0.1404 0.1030 0.1006 0.061 Uiso 1 1 calc R . . C3 C 0.1720(6) 0.0102(5) 0.0458(4) 0.054(2) Uani 1 1 d . . . H3 H 0.2012 -0.0097 0.0757 0.064 Uiso 1 1 calc R . . C4 C 0.1671(6) -0.0298(5) -0.0130(4) 0.043(2) Uani 1 1 d . . . C5 C 0.1186(6) -0.0019(5) -0.0558(4) 0.048(2) Uani 1 1 d . . . H5 H 0.1121 -0.0296 -0.0952 0.057 Uiso 1 1 calc R . . C6 C 0.0805(5) 0.0638(5) -0.0423(4) 0.045(2) Uani 1 1 d . . . H6 H 0.0470 0.0806 -0.0719 0.054 Uiso 1 1 calc R . . C7 C -0.0010(6) 0.1967(5) -0.0149(4) 0.048(2) Uani 1 1 d . . . H7A H -0.0425 0.1499 -0.0360 0.057 Uiso 1 1 calc R . . H7B H 0.0332 0.2174 -0.0435 0.057 Uiso 1 1 calc R . . C8 C -0.0499(6) 0.2586(5) 0.0138(4) 0.050(2) Uani 1 1 d . . . H8A H -0.0914 0.2715 -0.0160 0.060 Uiso 1 1 calc R . . H8B H -0.0836 0.2381 0.0428 0.060 Uiso 1 1 calc R . . C9 C 0.0964(6) 0.3175(5) 0.0670(4) 0.049(2) Uani 1 1 d . . . H9A H 0.1197 0.3588 0.1021 0.058 Uiso 1 1 calc R . . H9B H 0.1373 0.3204 0.0375 0.058 Uiso 1 1 calc R . . C10 C 0.0883(6) 0.2367(5) 0.0828(4) 0.047(2) Uani 1 1 d . . . H10A H 0.1454 0.2287 0.1004 0.057 Uiso 1 1 calc R . . H10B H 0.0467 0.2335 0.1118 0.057 Uiso 1 1 calc R . . C11 C -0.0143(5) 0.4021(5) 0.0529(4) 0.043(2) Uani 1 1 d . . . C12 C 0.0455(5) 0.4721(5) 0.0745(4) 0.043(2) Uani 1 1 d . . . H12 H 0.1057 0.4693 0.0804 0.052 Uiso 1 1 calc R . . C13 C 0.0190(5) 0.5431(5) 0.0869(4) 0.046(2) Uani 1 1 d . . . H13 H 0.0605 0.5895 0.1005 0.055 Uiso 1 1 calc R . . C14 C -0.0723(6) 0.5482(5) 0.0796(4) 0.044(2) Uani 1 1 d . . . C15 C -0.1300(6) 0.4799(5) 0.0547(4) 0.044(2) Uani 1 1 d . . . H15 H -0.1899 0.4833 0.0470 0.052 Uiso 1 1 calc R . . C16 C -0.1040(6) 0.4081(5) 0.0408(4) 0.045(2) Uani 1 1 d . . . H16 H -0.1450 0.3626 0.0234 0.054 Uiso 1 1 calc R . . C17 C 0.3408(8) -0.0335(7) -0.1058(6) 0.073(3) Uani 1 1 d . . . C18 C 0.3784(7) -0.1007(8) -0.1054(6) 0.079(4) Uani 1 1 d . . . C19 C 0.3505(7) -0.1539(7) -0.1597(7) 0.076(4) Uani 1 1 d . . . C20 C 0.2921(7) -0.1182(7) -0.1922(5) 0.072(3) Uani 1 1 d . . . C21 C 0.2866(7) -0.0418(6) -0.1570(5) 0.062(3) Uani 1 1 d . . . C22 C 0.3551(9) 0.0420(8) -0.0573(7) 0.113(5) Uani 1 1 d . . . H22A H 0.3049 0.0694 -0.0602 0.170 Uiso 1 1 calc R . . H22B H 0.4075 0.0766 -0.0619 0.170 Uiso 1 1 calc R . . H22C H 0.3620 0.0277 -0.0190 0.170 Uiso 1 1 calc R . . C23 C 0.4433(9) -0.1138(12) -0.0561(8) 0.139(7) Uani 1 1 d . . . H23A H 0.5016 -0.0875 -0.0592 0.209 Uiso 1 1 calc R . . H23B H 0.4438 -0.1704 -0.0596 0.209 Uiso 1 1 calc R . . H23C H 0.4259 -0.0919 -0.0182 0.209 Uiso 1 1 calc R . . C24 C 0.3788(11) -0.2329(8) -0.1769(8) 0.141(8) Uani 1 1 d . . . H24A H 0.3517 -0.2692 -0.1544 0.211 Uiso 1 1 calc R . . H24B H 0.4421 -0.2270 -0.1686 0.211 Uiso 1 1 calc R . . H24C H 0.3611 -0.2538 -0.2187 0.211 Uiso 1 1 calc R . . C25 C 0.2452(12) -0.1515(12) -0.2534(6) 0.151(8) Uani 1 1 d . . . H25A H 0.2779 -0.1301 -0.2819 0.226 Uiso 1 1 calc R . . H25B H 0.1869 -0.1369 -0.2559 0.226 Uiso 1 1 calc R . . H25C H 0.2404 -0.2090 -0.2619 0.226 Uiso 1 1 calc R . . C26 C 0.2361(9) 0.0164(9) -0.1792(7) 0.112(5) Uani 1 1 d . . . H26A H 0.2682 0.0405 -0.2068 0.168 Uiso 1 1 calc R . . H26B H 0.2283 0.0574 -0.1462 0.168 Uiso 1 1 calc R . . H26C H 0.1792 -0.0110 -0.1988 0.168 Uiso 1 1 calc R . . C27 C -0.2347(6) 0.6095(6) 0.1844(4) 0.055(3) Uani 1 1 d . . . C28 C -0.2657(6) 0.6801(5) 0.1812(4) 0.048(2) Uani 1 1 d . . . C29 C -0.3430(6) 0.6656(6) 0.1402(4) 0.055(3) Uani 1 1 d . . . C30 C -0.3596(6) 0.5838(7) 0.1173(5) 0.061(3) Uani 1 1 d . . . C31 C -0.2926(6) 0.5480(6) 0.1418(4) 0.054(2) Uani 1 1 d . . . C32 C -0.1587(7) 0.5973(7) 0.2229(5) 0.074(3) Uani 1 1 d . . . H32A H -0.1783 0.5828 0.2584 0.111 Uiso 1 1 calc R . . H32B H -0.1166 0.6461 0.2336 0.111 Uiso 1 1 calc R . . H32C H -0.1313 0.5550 0.2021 0.111 Uiso 1 1 calc R . . C33 C -0.2281(7) 0.7599(6) 0.2210(5) 0.069(3) Uani 1 1 d . . . H33A H -0.1724 0.7562 0.2422 0.103 Uiso 1 1 calc R . . H33B H -0.2686 0.7747 0.2490 0.103 Uiso 1 1 calc R . . H33C H -0.2191 0.7999 0.1973 0.103 Uiso 1 1 calc R . . C34 C -0.3958(7) 0.7257(7) 0.1261(5) 0.072(3) Uani 1 1 d . . . H34A H -0.4472 0.7236 0.1469 0.108 Uiso 1 1 calc R . . H34B H -0.4142 0.7148 0.0839 0.108 Uiso 1 1 calc R . . H34C H -0.3609 0.7783 0.1382 0.108 Uiso 1 1 calc R . . C35 C -0.4349(7) 0.5418(7) 0.0733(5) 0.079(3) Uani 1 1 d . . . H35A H -0.4609 0.5800 0.0547 0.119 Uiso 1 1 calc R . . H35B H -0.4784 0.5143 0.0928 0.119 Uiso 1 1 calc R . . H35C H -0.4147 0.5035 0.0435 0.119 Uiso 1 1 calc R . . C36 C -0.2935(8) 0.4604(6) 0.1343(5) 0.075(3) Uani 1 1 d . . . H36A H -0.3149 0.4346 0.0937 0.113 Uiso 1 1 calc R . . H36B H -0.3318 0.4396 0.1602 0.113 Uiso 1 1 calc R . . H36C H -0.2346 0.4502 0.1440 0.113 Uiso 1 1 calc R . . Ir3 Ir 0.25975(3) 0.56078(2) 0.353815(19) 0.05924(14) Uani 1 1 d . . . Ir4 Ir 0.78849(3) -0.08807(2) 0.592448(19) 0.05697(13) Uani 1 1 d . . . Cl5 Cl 0.40217(17) 0.56849(17) 0.32226(12) 0.0656(7) Uani 1 1 d . . . Cl6 Cl 0.2883(2) 0.70213(17) 0.38100(13) 0.0795(9) Uani 1 1 d . . . Cl7 Cl 0.77824(18) -0.10740(17) 0.48759(12) 0.0693(7) Uani 1 1 d . . . Cl8 Cl 0.73791(18) -0.22684(16) 0.57684(15) 0.0767(8) Uani 1 1 d . . . O3 O 0.2958(5) 0.6093(4) 0.4792(3) 0.068(2) Uani 1 1 d . . . O4 O 0.6142(5) -0.1087(4) 0.6219(3) 0.0658(19) Uani 1 1 d . . . N5 N 0.4751(5) 0.3194(5) 0.4966(4) 0.055(2) Uani 1 1 d . . . N6 N 0.5268(5) 0.1753(5) 0.5196(3) 0.055(2) Uani 1 1 d . . . N7 N 0.3124(5) 0.5588(5) 0.4372(4) 0.056(2) Uani 1 1 d . . . N8 N 0.6613(5) -0.0706(5) 0.5930(4) 0.056(2) Uani 1 1 d . . . C37 C 0.4375(6) 0.3792(5) 0.4827(4) 0.048(2) Uani 1 1 d . . . C38 C 0.4107(6) 0.4359(6) 0.5257(5) 0.055(3) Uani 1 1 d . . . H38 H 0.4207 0.4329 0.5657 0.066 Uiso 1 1 calc R . . C39 C 0.3711(6) 0.4943(6) 0.5113(4) 0.057(3) Uani 1 1 d . . . H39 H 0.3538 0.5318 0.5411 0.068 Uiso 1 1 calc R . . C40 C 0.3551(6) 0.5003(5) 0.4525(4) 0.047(2) Uani 1 1 d . . . C41 C 0.3814(6) 0.4438(5) 0.4094(4) 0.047(2) Uani 1 1 d . . . H41 H 0.3694 0.4462 0.3695 0.056 Uiso 1 1 calc R . . C42 C 0.4233(6) 0.3859(6) 0.4234(5) 0.054(3) Uani 1 1 d . . . H42 H 0.4430 0.3501 0.3937 0.065 Uiso 1 1 calc R . . C43 C 0.5114(6) 0.2660(6) 0.4525(5) 0.056(3) Uani 1 1 d . . . H43A H 0.5438 0.2968 0.4280 0.067 Uiso 1 1 calc R . . H43B H 0.4636 0.2288 0.4268 0.067 Uiso 1 1 calc R . . C44 C 0.5716(6) 0.2202(6) 0.4814(4) 0.049(2) Uani 1 1 d . . . H44A H 0.5940 0.1835 0.4509 0.059 Uiso 1 1 calc R . . H44B H 0.6218 0.2572 0.5046 0.059 Uiso 1 1 calc R . . C45 C 0.4539(6) 0.2089(6) 0.5431(5) 0.057(3) Uani 1 1 d . . . H45A H 0.4444 0.1926 0.5803 0.068 Uiso 1 1 calc R . . H45B H 0.4006 0.1887 0.5152 0.068 Uiso 1 1 calc R . . C46 C 0.4711(7) 0.2966(6) 0.5533(4) 0.060(3) Uani 1 1 d . . . H46A H 0.4242 0.3189 0.5730 0.072 Uiso 1 1 calc R . . H46B H 0.5268 0.3171 0.5787 0.072 Uiso 1 1 calc R . . C47 C 0.5588(6) 0.1152(6) 0.5371(4) 0.048(2) Uani 1 1 d . . . C48 C 0.5104(6) 0.0671(6) 0.5679(4) 0.057(3) Uani 1 1 d . . . H48 H 0.4542 0.0770 0.5761 0.069 Uiso 1 1 calc R . . C49 C 0.5427(6) 0.0066(6) 0.5861(4) 0.053(2) Uani 1 1 d . . . H49 H 0.5102 -0.0238 0.6085 0.063 Uiso 1 1 calc R . . C50 C 0.6254(6) -0.0116(6) 0.5719(4) 0.052(2) Uani 1 1 d . . . C51 C 0.6722(6) 0.0344(6) 0.5400(4) 0.052(2) Uani 1 1 d . . . H51 H 0.7273 0.0231 0.5303 0.063 Uiso 1 1 calc R . . C52 C 0.6399(6) 0.0963(6) 0.5222(4) 0.054(2) Uani 1 1 d . . . H52 H 0.6723 0.1266 0.4998 0.064 Uiso 1 1 calc R . . C53 C 0.1525(8) 0.4700(8) 0.3540(6) 0.082(4) Uani 1 1 d . . . C54 C 0.1986(7) 0.4451(7) 0.3047(5) 0.072(3) Uani 1 1 d . . . C55 C 0.1922(7) 0.5021(7) 0.2681(6) 0.076(4) Uani 1 1 d . . . C56 C 0.1437(9) 0.5595(7) 0.2955(7) 0.094(5) Uani 1 1 d . . . C57 C 0.1221(8) 0.5390(9) 0.3489(7) 0.089(4) Uani 1 1 d . . . C59 C 0.2336(8) 0.3704(7) 0.2890(6) 0.086(4) Uani 1 1 d . . . H59A H 0.2372 0.3454 0.3228 0.130 Uiso 1 1 calc R . . H59B H 0.2916 0.3815 0.2771 0.130 Uiso 1 1 calc R . . H59C H 0.1950 0.3350 0.2565 0.130 Uiso 1 1 calc R . . C60 C 0.2310(9) 0.4973(9) 0.2107(6) 0.105(5) Uani 1 1 d . . . H60A H 0.1977 0.4532 0.1814 0.158 Uiso 1 1 calc R . . H60B H 0.2915 0.4890 0.2166 0.158 Uiso 1 1 calc R . . H60C H 0.2286 0.5465 0.1971 0.158 Uiso 1 1 calc R . . C61 C 0.1215(12) 0.6267(9) 0.2697(8) 0.155(9) Uani 1 1 d . . . H61A H 0.0599 0.6161 0.2538 0.232 Uiso 1 1 calc R . . H61B H 0.1571 0.6330 0.2383 0.232 Uiso 1 1 calc R . . H61C H 0.1328 0.6751 0.3000 0.232 Uiso 1 1 calc R . . C62 C 0.0642(9) 0.5814(12) 0.3887(9) 0.173(11) Uani 1 1 d . . . H62A H 0.0061 0.5502 0.3827 0.260 Uiso 1 1 calc R . . H62B H 0.0604 0.6332 0.3795 0.260 Uiso 1 1 calc R . . H62C H 0.0891 0.5883 0.4295 0.260 Uiso 1 1 calc R . . C63 C 0.1384(9) 0.4252(9) 0.4012(7) 0.118(6) Uani 1 1 d . . . H63A H 0.1330 0.4618 0.4374 0.177 Uiso 1 1 calc R . . H63B H 0.1879 0.3978 0.4075 0.177 Uiso 1 1 calc R . . H63C H 0.0851 0.3866 0.3896 0.177 Uiso 1 1 calc R . . C64 C 0.8319(7) 0.0097(9) 0.6641(5) 0.077(4) Uani 1 1 d . . . C65 C 0.8817(7) 0.0187(7) 0.6177(5) 0.068(3) Uani 1 1 d . . . C66 C 0.9284(8) -0.0474(9) 0.6055(6) 0.084(4) Uani 1 1 d . . . C67 C 0.9068(8) -0.0934(9) 0.6459(7) 0.092(4) Uani 1 1 d . . . C68 C 0.8453(9) -0.0617(9) 0.6805(6) 0.092(5) Uani 1 1 d . . . C69 C 0.7742(9) 0.0672(9) 0.6900(6) 0.105(5) Uani 1 1 d . . . H69A H 0.7228 0.0380 0.7013 0.158 Uiso 1 1 calc R . . H69B H 0.7560 0.0969 0.6609 0.158 Uiso 1 1 calc R . . H69C H 0.8066 0.1038 0.7245 0.158 Uiso 1 1 calc R . . C70 C 0.8922(8) 0.0879(8) 0.5882(7) 0.098(4) Uani 1 1 d . . . H70A H 0.9516 0.1165 0.5986 0.147 Uiso 1 1 calc R . . H70B H 0.8511 0.1231 0.6011 0.147 Uiso 1 1 calc R . . H70C H 0.8806 0.0691 0.5458 0.147 Uiso 1 1 calc R . . C71 C 0.9882(9) -0.0596(11) 0.5613(8) 0.127(6) Uani 1 1 d . . . H71A H 1.0186 -0.1035 0.5666 0.191 Uiso 1 1 calc R . . H71B H 1.0307 -0.0116 0.5656 0.191 Uiso 1 1 calc R . . H71C H 0.9553 -0.0717 0.5222 0.191 Uiso 1 1 calc R . . C72 C 0.9425(11) -0.1693(11) 0.6525(10) 0.151(8) Uani 1 1 d . . . H72A H 0.9590 -0.1944 0.6151 0.226 Uiso 1 1 calc R . . H72B H 0.8976 -0.2055 0.6645 0.226 Uiso 1 1 calc R . . H72C H 0.9935 -0.1563 0.6821 0.226 Uiso 1 1 calc R . . C73 C 0.8088(10) -0.0922(12) 0.7320(7) 0.141(8) Uani 1 1 d . . . H73A H 0.7947 -0.1498 0.7217 0.212 Uiso 1 1 calc R . . H73B H 0.7562 -0.0699 0.7404 0.212 Uiso 1 1 calc R . . H73C H 0.8523 -0.0764 0.7665 0.212 Uiso 1 1 calc R . . Cl9 Cl 0.3371(4) 0.3413(3) 0.12893(19) 0.157(2) Uani 1 1 d . . . Cl10 Cl 0.3361(3) 0.1906(2) 0.0613(2) 0.1229(15) Uani 1 1 d . . . Cl11 Cl 0.4643(2) 0.3163(3) 0.0507(2) 0.1248(16) Uani 1 1 d . . . C74 C 0.3574(8) 0.2890(7) 0.0623(5) 0.074(3) Uani 1 1 d . . . H74 H 0.3179 0.3011 0.0305 0.089 Uiso 1 1 calc R . . Cl12 Cl 0.8324(3) 0.3979(2) 0.26669(17) 0.1036(11) Uani 1 1 d . . . Cl13 Cl 0.9766(3) 0.3176(2) 0.28508(16) 0.1046(12) Uani 1 1 d . . . Cl14 Cl 0.9756(2) 0.4160(2) 0.19993(15) 0.0859(9) Uani 1 1 d . . . C75 C 0.9141(7) 0.3511(6) 0.2335(5) 0.062(3) Uani 1 1 d . . . H75 H 0.8851 0.3047 0.2028 0.074 Uiso 1 1 calc R . . Cl15 Cl 0.2450(2) 0.7494(3) 0.09955(17) 0.1109(13) Uani 1 1 d . . . Cl16 Cl 0.3423(3) 0.6444(2) 0.03544(17) 0.1111(13) Uani 1 1 d . . . Cl17 Cl 0.4177(2) 0.8065(3) 0.0800(2) 0.1218(14) Uani 1 1 d . . . C76 C 0.3203(7) 0.7404(7) 0.0491(5) 0.071(3) Uani 1 1 d . . . H76 H 0.2966 0.7538 0.0120 0.086 Uiso 1 1 calc R . . Cl18 Cl 0.1222(5) 0.5865(5) 0.5601(3) 0.251(5) Uani 1 1 d . . . Cl19 Cl 0.0885(6) 0.7324(7) 0.5345(5) 0.365(9) Uani 1 1 d . . . Cl20 Cl 0.2450(3) 0.7261(3) 0.6019(2) 0.1390(17) Uani 1 1 d . . . C77 C 0.1653(9) 0.6774(10) 0.5443(8) 0.129(7) Uani 1 1 d . . . H77 H 0.1933 0.6669 0.5077 0.155 Uiso 1 1 calc R . . Cl21 Cl 0.0825(3) 0.2466(3) 0.5911(4) 0.189(3) Uani 1 1 d . . . Cl22 Cl 0.1698(4) 0.3816(3) 0.5581(3) 0.185(3) Uani 1 1 d . . . Cl23 Cl 0.2586(4) 0.2969(5) 0.6275(2) 0.195(3) Uani 1 1 d . . . C78 C 0.1757(8) 0.2898(8) 0.5713(7) 0.092(4) Uani 1 1 d . . . H78 H 0.1896 0.2555 0.5352 0.111 Uiso 1 1 calc R . . Cl24 Cl 0.4147(7) 0.8248(4) 0.2712(4) 0.253(4) Uani 1 1 d . . . Cl25 Cl 0.5438(4) 0.7343(4) 0.2870(2) 0.184(3) Uani 1 1 d . . . Cl26 Cl 0.4005(3) 0.6731(3) 0.19823(18) 0.1266(15) Uani 1 1 d . . . C79 C 0.4319(12) 0.7326(9) 0.2679(6) 0.118(6) Uani 1 1 d . . . H79 H 0.3988 0.7096 0.2967 0.141 Uiso 1 1 calc R . . Cl27 Cl 0.2259(3) -0.0677(3) 0.60538(19) 0.1230(14) Uani 1 1 d . . . Cl28 Cl 0.1567(3) 0.0556(3) 0.67542(17) 0.1135(13) Uani 1 1 d . . . Cl29 Cl 0.3386(3) 0.0691(4) 0.6751(2) 0.175(3) Uani 1 1 d . . . C80 C 0.2402(10) 0.0331(9) 0.6337(6) 0.107(5) Uani 1 1 d . . . H80 H 0.2364 0.0604 0.6001 0.128 Uiso 1 1 calc R . . Cl30 Cl -0.0236(2) 0.9375(2) 0.20900(18) 0.1058(12) Uani 1 1 d . . . Cl31 Cl 0.0143(3) 0.8054(3) 0.25514(18) 0.1142(13) Uani 1 1 d . . . Cl32 Cl 0.0985(2) 0.8475(3) 0.15920(15) 0.1058(13) Uani 1 1 d . . . C81 C 0.0027(7) 0.8431(7) 0.1916(5) 0.072(3) Uani 1 1 d . . . H81 H -0.0451 0.8084 0.1633 0.086 Uiso 1 1 calc R . . Cl33 Cl 0.6182(7) 0.5316(6) 0.2754(5) 0.311(6) Uani 1 1 d . . . Cl34 Cl 0.6336(4) 0.4122(6) 0.3326(2) 0.245(5) Uani 1 1 d . . . Cl35 Cl 0.5033(4) 0.3945(5) 0.2411(4) 0.310(7) Uani 1 1 d . . . C82 C 0.5585(9) 0.4555(11) 0.2972(7) 0.117(6) Uani 1 1 d . . . H82 H 0.5183 0.4764 0.3249 0.141 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 0.0448(2) 0.0360(2) 0.0588(2) 0.01266(17) 0.01169(17) 0.01298(16) Ir2 0.0409(2) 0.0359(2) 0.0592(2) 0.01153(17) 0.01090(17) 0.01335(15) Cl1 0.0723(16) 0.0388(13) 0.0706(16) 0.0179(12) 0.0231(13) 0.0199(12) Cl2 0.0497(13) 0.0525(15) 0.0687(16) 0.0022(12) 0.0048(12) 0.0123(11) Cl3 0.0552(14) 0.0392(13) 0.0836(18) 0.0186(12) 0.0223(13) 0.0147(11) Cl4 0.0584(14) 0.0483(14) 0.0618(15) 0.0143(12) 0.0076(12) 0.0191(11) O1 0.100(6) 0.061(5) 0.058(4) 0.015(4) -0.009(4) 0.045(4) O2 0.048(4) 0.041(4) 0.101(6) 0.001(4) 0.002(4) 0.007(3) N1 0.039(4) 0.036(4) 0.054(5) 0.005(3) 0.012(3) 0.009(3) N2 0.036(4) 0.040(4) 0.061(5) 0.001(4) 0.002(3) 0.013(3) N3 0.057(5) 0.032(4) 0.054(5) 0.007(4) 0.015(4) 0.015(4) N4 0.053(5) 0.033(4) 0.073(6) 0.007(4) 0.014(4) 0.014(4) C1 0.040(5) 0.031(5) 0.066(6) 0.009(4) 0.012(4) 0.013(4) C2 0.064(6) 0.045(6) 0.046(5) 0.012(4) 0.008(5) 0.016(5) C3 0.065(6) 0.039(5) 0.060(6) 0.015(5) 0.005(5) 0.016(5) C4 0.048(5) 0.041(5) 0.047(5) 0.018(4) 0.013(4) 0.018(4) C5 0.051(5) 0.041(5) 0.052(6) 0.003(4) 0.010(4) 0.018(4) C6 0.042(5) 0.040(5) 0.055(6) 0.012(4) 0.002(4) 0.017(4) C7 0.048(5) 0.042(5) 0.052(6) 0.003(4) -0.004(4) 0.017(4) C8 0.038(5) 0.048(6) 0.066(6) 0.007(5) 0.010(4) 0.016(4) C9 0.042(5) 0.034(5) 0.068(6) 0.004(4) 0.004(4) 0.011(4) C10 0.046(5) 0.048(6) 0.049(5) 0.003(4) 0.006(4) 0.022(4) C11 0.042(5) 0.036(5) 0.055(6) 0.012(4) 0.005(4) 0.015(4) C12 0.032(5) 0.038(5) 0.059(6) 0.008(4) 0.005(4) 0.008(4) C13 0.037(5) 0.039(5) 0.064(6) 0.017(5) 0.006(4) 0.006(4) C14 0.049(5) 0.036(5) 0.045(5) 0.003(4) 0.008(4) 0.008(4) C15 0.037(5) 0.041(5) 0.055(6) 0.011(4) 0.011(4) 0.010(4) C16 0.043(5) 0.037(5) 0.057(6) 0.008(4) 0.007(4) 0.012(4) C17 0.068(7) 0.061(7) 0.092(9) 0.022(7) 0.020(7) 0.000(6) C18 0.049(6) 0.088(9) 0.116(11) 0.051(9) 0.018(7) 0.018(6) C19 0.061(7) 0.058(7) 0.125(11) 0.030(8) 0.050(8) 0.023(6) C20 0.064(7) 0.088(9) 0.068(7) 0.024(7) 0.034(6) -0.005(6) C21 0.063(7) 0.055(7) 0.081(8) 0.033(6) 0.020(6) 0.021(5) C22 0.097(11) 0.078(10) 0.149(14) 0.007(10) 0.008(10) -0.010(8) C23 0.057(8) 0.201(19) 0.181(17) 0.090(15) -0.002(10) 0.035(10) C24 0.169(15) 0.078(10) 0.23(2) 0.062(11) 0.160(15) 0.066(10) C25 0.155(16) 0.21(2) 0.065(9) 0.024(11) 0.034(10) -0.052(14) C26 0.102(10) 0.126(13) 0.153(14) 0.099(11) 0.048(10) 0.050(9) C27 0.060(6) 0.056(6) 0.054(6) 0.021(5) 0.009(5) 0.008(5) C28 0.061(6) 0.048(6) 0.053(6) 0.035(5) 0.031(5) 0.022(5) C29 0.052(6) 0.059(7) 0.062(6) 0.019(5) 0.022(5) 0.021(5) C30 0.054(6) 0.072(8) 0.064(7) 0.018(6) 0.024(5) 0.016(5) C31 0.054(6) 0.050(6) 0.068(7) 0.022(5) 0.021(5) 0.018(5) C32 0.073(7) 0.082(8) 0.077(8) 0.035(7) 0.001(6) 0.025(6) C33 0.071(7) 0.058(7) 0.076(8) 0.003(6) 0.013(6) 0.021(6) C34 0.068(7) 0.073(8) 0.094(9) 0.037(7) 0.024(6) 0.043(6) C35 0.051(7) 0.084(9) 0.095(9) 0.018(7) -0.002(6) -0.003(6) C36 0.089(8) 0.053(7) 0.093(9) 0.027(6) 0.028(7) 0.013(6) Ir3 0.0479(2) 0.0539(3) 0.0688(3) -0.0010(2) -0.0107(2) 0.01506(19) Ir4 0.0475(2) 0.0584(3) 0.0669(3) 0.0276(2) -0.00235(19) 0.00094(19) Cl5 0.0570(15) 0.0715(18) 0.0710(17) 0.0234(14) 0.0032(13) 0.0104(13) Cl6 0.095(2) 0.0560(16) 0.081(2) 0.0062(14) -0.0245(17) 0.0229(15) Cl7 0.0736(18) 0.0717(18) 0.0685(17) 0.0208(14) 0.0109(14) 0.0221(14) Cl8 0.0672(17) 0.0555(16) 0.112(2) 0.0368(16) 0.0021(16) 0.0052(13) O3 0.079(5) 0.055(4) 0.073(5) 0.002(4) 0.016(4) 0.026(4) O4 0.072(5) 0.058(4) 0.074(5) 0.029(4) 0.017(4) 0.004(4) N5 0.053(5) 0.050(5) 0.058(5) 0.008(4) 0.001(4) 0.002(4) N6 0.043(4) 0.064(6) 0.058(5) 0.016(4) 0.009(4) 0.001(4) N7 0.045(5) 0.048(5) 0.070(6) 0.002(4) 0.009(4) -0.002(4) N8 0.051(5) 0.061(5) 0.055(5) 0.022(4) 0.001(4) -0.005(4) C37 0.038(5) 0.042(5) 0.063(6) 0.006(5) 0.001(4) 0.012(4) C38 0.055(6) 0.047(6) 0.059(6) 0.008(5) 0.001(5) 0.003(5) C39 0.059(6) 0.052(6) 0.056(6) 0.001(5) 0.003(5) 0.013(5) C40 0.039(5) 0.039(5) 0.062(6) 0.008(5) 0.004(4) 0.003(4) C41 0.053(5) 0.036(5) 0.051(6) 0.007(4) 0.009(4) 0.007(4) C42 0.041(5) 0.047(6) 0.072(7) 0.008(5) 0.006(5) 0.007(4) C43 0.051(6) 0.049(6) 0.070(7) 0.010(5) 0.019(5) 0.010(5) C44 0.039(5) 0.055(6) 0.057(6) 0.020(5) 0.003(4) 0.010(4) C45 0.054(6) 0.061(7) 0.062(6) 0.024(5) 0.009(5) 0.017(5) C46 0.061(6) 0.063(7) 0.054(6) 0.008(5) 0.000(5) 0.017(5) C47 0.046(5) 0.047(6) 0.052(6) 0.019(5) -0.002(4) 0.000(4) C48 0.039(5) 0.071(7) 0.066(7) 0.021(6) 0.015(5) 0.005(5) C49 0.041(5) 0.061(6) 0.056(6) 0.018(5) 0.004(4) 0.003(5) C50 0.051(6) 0.051(6) 0.054(6) 0.020(5) -0.004(5) 0.003(5) C51 0.046(5) 0.048(6) 0.059(6) 0.015(5) 0.000(5) -0.004(5) C52 0.038(5) 0.063(7) 0.064(6) 0.021(5) 0.010(5) 0.009(5) C53 0.053(7) 0.088(10) 0.090(9) -0.003(8) -0.008(7) 0.003(7) C54 0.056(7) 0.067(8) 0.077(8) -0.007(6) -0.002(6) -0.002(6) C55 0.061(7) 0.075(8) 0.078(8) -0.006(7) -0.023(6) 0.010(6) C56 0.078(9) 0.066(8) 0.120(12) -0.005(8) -0.053(9) 0.030(7) C57 0.053(7) 0.099(11) 0.099(11) -0.015(9) -0.015(7) 0.022(7) C59 0.084(8) 0.058(7) 0.099(9) -0.013(7) -0.021(7) 0.012(6) C60 0.100(11) 0.121(12) 0.079(10) 0.009(8) -0.017(8) -0.005(9) C61 0.170(17) 0.104(12) 0.159(16) -0.007(11) -0.104(14) 0.047(12) C62 0.055(8) 0.22(2) 0.193(19) -0.088(16) -0.016(10) 0.062(11) C63 0.085(10) 0.125(13) 0.114(12) 0.001(10) 0.015(9) -0.056(9) C64 0.049(6) 0.110(11) 0.064(7) 0.019(7) -0.006(6) -0.011(7) C65 0.047(6) 0.078(8) 0.076(8) 0.029(6) -0.006(6) -0.012(6) C66 0.057(7) 0.099(10) 0.095(10) 0.033(8) -0.002(7) 0.001(7) C67 0.052(7) 0.109(11) 0.113(11) 0.045(9) -0.013(8) -0.007(7) C68 0.073(9) 0.117(12) 0.080(9) 0.054(9) -0.024(7) -0.029(8) C69 0.079(9) 0.107(11) 0.094(10) -0.020(8) -0.012(8) -0.037(8) C70 0.072(8) 0.090(10) 0.124(12) 0.032(9) -0.003(8) -0.023(7) C71 0.071(9) 0.160(17) 0.155(16) 0.039(13) 0.025(10) 0.023(10) C72 0.101(12) 0.141(15) 0.24(2) 0.114(16) -0.020(13) 0.030(11) C73 0.107(12) 0.22(2) 0.101(12) 0.089(13) -0.023(10) -0.027(12) Cl9 0.199(5) 0.188(5) 0.086(3) -0.008(3) -0.010(3) 0.107(4) Cl10 0.106(3) 0.074(2) 0.189(4) 0.044(3) -0.005(3) 0.005(2) Cl11 0.074(2) 0.128(3) 0.195(5) 0.091(3) 0.014(3) 0.016(2) C74 0.079(8) 0.066(7) 0.083(8) 0.020(6) 0.008(6) 0.032(6) Cl12 0.126(3) 0.104(3) 0.104(3) 0.038(2) 0.050(2) 0.052(2) Cl13 0.123(3) 0.078(2) 0.102(3) 0.0205(19) -0.044(2) 0.016(2) Cl14 0.080(2) 0.083(2) 0.094(2) 0.0248(18) 0.0118(17) 0.0015(16) C75 0.073(7) 0.048(6) 0.060(6) 0.003(5) 0.003(5) 0.011(5) Cl15 0.083(2) 0.161(4) 0.101(3) 0.031(3) 0.011(2) 0.057(2) Cl16 0.120(3) 0.111(3) 0.103(3) 0.007(2) -0.011(2) 0.059(2) Cl17 0.083(2) 0.121(3) 0.165(4) 0.055(3) -0.016(2) 0.014(2) C76 0.059(7) 0.085(8) 0.074(7) 0.019(6) 0.000(6) 0.029(6) Cl18 0.275(8) 0.244(8) 0.160(5) -0.048(5) 0.110(5) -0.137(7) Cl19 0.254(9) 0.411(14) 0.356(13) -0.178(11) -0.085(9) 0.242(10) Cl20 0.136(4) 0.146(4) 0.110(3) -0.025(3) 0.024(3) 0.004(3) C77 0.075(9) 0.149(15) 0.134(14) -0.041(12) 0.020(9) 0.008(10) Cl21 0.128(4) 0.118(4) 0.334(9) 0.045(5) 0.116(5) 0.010(3) Cl22 0.207(6) 0.112(4) 0.274(8) 0.082(4) 0.111(6) 0.043(4) Cl23 0.148(5) 0.312(9) 0.114(4) -0.001(5) 0.011(3) 0.070(5) C78 0.085(9) 0.083(9) 0.115(11) 0.027(8) 0.021(8) 0.022(7) Cl24 0.388(13) 0.135(5) 0.260(9) 0.059(6) 0.070(8) 0.079(7) Cl25 0.142(4) 0.276(8) 0.119(4) 0.069(4) 0.006(3) -0.058(5) Cl26 0.142(4) 0.145(4) 0.089(3) 0.049(3) -0.001(2) -0.012(3) C79 0.179(17) 0.108(12) 0.079(10) 0.045(9) 0.010(10) 0.040(11) Cl27 0.149(4) 0.120(3) 0.113(3) 0.019(3) 0.045(3) 0.053(3) Cl28 0.129(3) 0.116(3) 0.087(2) -0.004(2) 0.006(2) 0.031(2) Cl29 0.111(3) 0.277(8) 0.116(4) 0.029(4) 0.028(3) -0.033(4) C80 0.135(13) 0.110(12) 0.074(9) 0.038(8) -0.002(9) -0.003(10) Cl30 0.095(2) 0.087(2) 0.122(3) -0.015(2) 0.000(2) 0.0252(19) Cl31 0.099(3) 0.128(3) 0.107(3) 0.041(2) -0.026(2) -0.010(2) Cl32 0.0620(19) 0.152(4) 0.083(2) -0.017(2) 0.0016(16) 0.011(2) C81 0.049(6) 0.074(8) 0.082(8) -0.002(6) -0.006(6) 0.011(5) Cl33 0.278(10) 0.264(10) 0.412(15) 0.037(10) 0.245(11) 0.028(8) Cl34 0.173(5) 0.466(14) 0.110(4) -0.005(6) 0.023(4) 0.186(7) Cl35 0.162(6) 0.315(10) 0.335(11) -0.215(9) -0.112(6) 0.123(6) C82 0.061(8) 0.176(17) 0.103(11) -0.005(11) 0.018(8) 0.021(9) 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 N3 2.061(7) . ? Ir1 C18 2.141(11) . ? Ir1 C17 2.154(11) . ? Ir1 C20 2.156(10) . ? Ir1 C21 2.156(10) . ? Ir1 C19 2.170(10) . ? Ir1 Cl1 2.399(2) . ? Ir1 Cl2 2.414(2) . ? Ir2 N4 2.088(8) . ? Ir2 C28 2.130(9) . ? Ir2 C31 2.143(10) . ? Ir2 C27 2.163(10) . ? Ir2 C29 2.180(9) . ? Ir2 C30 2.195(10) . ? Ir2 Cl4 2.407(2) . ? Ir2 Cl3 2.419(2) . ? O1 N3 1.256(9) . ? O2 N4 1.270(9) . ? N1 C1 1.348(11) . ? N1 C7 1.467(11) . ? N1 C10 1.492(11) . ? N2 C11 1.339(11) . ? N2 C9 1.469(10) . ? N2 C8 1.488(11) . ? N3 C4 1.385(11) . ? N4 C14 1.375(11) . ? C1 C2 1.418(12) . ? C1 C6 1.432(13) . ? C2 C3 1.368(13) . ? C2 H2 0.9500 . ? C3 C4 1.416(13) . ? C3 H3 0.9500 . ? C4 C5 1.405(12) . ? C5 C6 1.366(12) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.504(12) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.524(12) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.414(12) . ? C11 C16 1.429(12) . ? C12 C13 1.351(12) . ? C12 H12 0.9500 . ? C13 C14 1.442(12) . ? C13 H13 0.9500 . ? C14 C15 1.388(12) . ? C15 C16 1.366(12) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C21 1.378(15) . ? C17 C18 1.389(16) . ? C17 C22 1.547(18) . ? C18 C19 1.420(18) . ? C18 C23 1.541(18) . ? C19 C20 1.423(17) . ? C19 C24 1.504(16) . ? C20 C21 1.449(16) . ? C20 C25 1.521(18) . ? C21 C26 1.511(15) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.401(13) . ? C27 C31 1.459(14) . ? C27 C32 1.493(13) . ? C28 C29 1.437(13) . ? C28 C33 1.532(14) . ? C29 C30 1.411(14) . ? C29 C34 1.493(13) . ? C30 C31 1.427(14) . ? C30 C35 1.498(14) . ? C31 C36 1.509(14) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? Ir3 N7 2.064(9) . ? Ir3 C57 2.125(12) . ? Ir3 C53 2.152(13) . ? Ir3 C56 2.167(11) . ? Ir3 C54 2.173(11) . ? Ir3 C55 2.178(11) . ? Ir3 Cl6 2.404(3) . ? Ir3 Cl5 2.411(3) . ? Ir4 N8 2.058(8) . ? Ir4 C68 2.113(12) . ? Ir4 C64 2.142(13) . ? Ir4 C65 2.157(11) . ? Ir4 C67 2.164(12) . ? Ir4 C66 2.183(12) . ? Ir4 Cl8 2.398(3) . ? Ir4 Cl7 2.410(3) . ? O3 N7 1.265(10) . ? O4 N8 1.260(10) . ? N5 C37 1.348(12) . ? N5 C46 1.468(13) . ? N5 C43 1.469(12) . ? N6 C47 1.343(12) . ? N6 C45 1.460(12) . ? N6 C44 1.470(12) . ? N7 C40 1.384(12) . ? N8 C50 1.391(12) . ? C37 C38 1.413(13) . ? C37 C42 1.423(14) . ? C38 C39 1.347(13) . ? C38 H38 0.9500 . ? C39 C40 1.409(13) . ? C39 H39 0.9500 . ? C40 C41 1.407(13) . ? C41 C42 1.355(13) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 C44 1.514(13) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.491(14) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.405(13) . ? C47 C52 1.413(13) . ? C48 C49 1.359(13) . ? C48 H48 0.9500 . ? C49 C50 1.429(13) . ? C49 H49 0.9500 . ? C50 C51 1.387(13) . ? C51 C52 1.376(13) . ? C51 H51 0.9500 . ? C52 H52 0.9500 . ? C53 C57 1.380(18) . ? C53 C54 1.451(17) . ? C53 C63 1.49(2) . ? C54 C55 1.446(17) . ? C54 C59 1.482(16) . ? C55 C56 1.434(18) . ? C55 C60 1.524(19) . ? C56 C57 1.43(2) . ? C56 C61 1.49(2) . ? C57 C62 1.526(19) . ? C59 H59A 0.9800 . ? C59 H59B 0.9800 . ? C59 H59C 0.9800 . ? C60 H60A 0.9800 . ? C60 H60B 0.9800 . ? C60 H60C 0.9800 . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C63 H63A 0.9800 . ? C63 H63B 0.9800 . ? C63 H63C 0.9800 . ? C64 C68 1.415(19) . ? C64 C65 1.419(16) . ? C64 C69 1.523(19) . ? C65 C66 1.450(18) . ? C65 C70 1.505(17) . ? C66 C67 1.396(18) . ? C66 C71 1.47(2) . ? C67 C68 1.42(2) . ? C67 C72 1.54(2) . ? C68 C73 1.541(19) . ? C69 H69A 0.9800 . ? C69 H69B 0.9800 . ? C69 H69C 0.9800 . ? C70 H70A 0.9800 . ? C70 H70B 0.9800 . ? C70 H70C 0.9800 . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C72 H72A 0.9800 . ? C72 H72B 0.9800 . ? C72 H72C 0.9800 . ? C73 H73A 0.9800 . ? C73 H73B 0.9800 . ? C73 H73C 0.9800 . ? Cl9 C74 1.736(12) . ? Cl10 C74 1.707(12) . ? Cl11 C74 1.738(12) . ? C74 H74 1.0000 . ? Cl12 C75 1.773(11) . ? Cl13 C75 1.728(11) . ? Cl14 C75 1.742(11) . ? C75 H75 1.0000 . ? Cl15 C76 1.751(12) . ? Cl16 C76 1.739(12) . ? Cl17 C76 1.783(12) . ? C76 H76 1.0000 . ? Cl18 C77 1.76(2) . ? Cl19 C77 1.668(18) . ? Cl20 C77 1.751(15) . ? C77 H77 1.0000 . ? Cl21 C78 1.699(14) . ? Cl22 C78 1.709(14) . ? Cl23 C78 1.738(14) . ? C78 H78 1.0000 . ? Cl24 C79 1.662(16) . ? Cl25 C79 1.763(18) . ? Cl26 C79 1.751(16) . ? C79 H79 1.0000 . ? Cl27 C80 1.738(16) . ? Cl28 C80 1.751(17) . ? Cl29 C80 1.713(15) . ? C80 H80 1.0000 . ? Cl30 C81 1.741(12) . ? Cl31 C81 1.751(13) . ? Cl32 C81 1.743(12) . ? C81 H81 1.0000 . ? Cl33 C82 1.712(19) . ? Cl34 C82 1.721(17) . ? Cl35 C82 1.618(15) . ? C82 H82 1.0000 . ? 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 N3 Ir1 C18 105.0(5) . . ? N3 Ir1 C17 93.3(4) . . ? C18 Ir1 C17 37.7(4) . . ? N3 Ir1 C20 154.2(4) . . ? C18 Ir1 C20 64.2(5) . . ? C17 Ir1 C20 63.5(5) . . ? N3 Ir1 C21 115.2(4) . . ? C18 Ir1 C21 63.9(4) . . ? C17 Ir1 C21 37.3(4) . . ? C20 Ir1 C21 39.3(4) . . ? N3 Ir1 C19 142.1(5) . . ? C18 Ir1 C19 38.4(5) . . ? C17 Ir1 C19 63.4(5) . . ? C20 Ir1 C19 38.4(5) . . ? C21 Ir1 C19 64.8(4) . . ? N3 Ir1 Cl1 88.9(2) . . ? C18 Ir1 Cl1 102.2(3) . . ? C17 Ir1 Cl1 138.7(3) . . ? C20 Ir1 Cl1 115.8(4) . . ? C21 Ir1 Cl1 154.1(3) . . ? C19 Ir1 Cl1 90.6(3) . . ? N3 Ir1 Cl2 93.2(2) . . ? C18 Ir1 Cl2 159.5(4) . . ? C17 Ir1 Cl2 133.7(3) . . ? C20 Ir1 Cl2 95.3(3) . . ? C21 Ir1 Cl2 100.0(3) . . ? C19 Ir1 Cl2 124.7(4) . . ? Cl1 Ir1 Cl2 87.21(9) . . ? N4 Ir2 C28 116.2(3) . . ? N4 Ir2 C31 109.0(3) . . ? C28 Ir2 C31 64.7(4) . . ? N4 Ir2 C27 94.4(4) . . ? C28 Ir2 C27 38.1(3) . . ? C31 Ir2 C27 39.6(4) . . ? N4 Ir2 C29 155.1(4) . . ? C28 Ir2 C29 38.9(4) . . ? C31 Ir2 C29 64.7(4) . . ? C27 Ir2 C29 65.0(4) . . ? N4 Ir2 C30 146.5(4) . . ? C28 Ir2 C30 63.6(4) . . ? C31 Ir2 C30 38.4(4) . . ? C27 Ir2 C30 64.6(4) . . ? C29 Ir2 C30 37.6(4) . . ? N4 Ir2 Cl4 90.5(2) . . ? C28 Ir2 Cl4 153.3(3) . . ? C31 Ir2 Cl4 106.2(3) . . ? C27 Ir2 Cl4 144.7(3) . . ? C29 Ir2 Cl4 114.4(3) . . ? C30 Ir2 Cl4 93.2(3) . . ? N4 Ir2 Cl3 88.2(2) . . ? C28 Ir2 Cl3 95.0(2) . . ? C31 Ir2 Cl3 157.4(3) . . ? C27 Ir2 Cl3 127.4(3) . . ? C29 Ir2 Cl3 93.5(3) . . ? C30 Ir2 Cl3 125.1(3) . . ? Cl4 Ir2 Cl3 87.63(9) . . ? C1 N1 C7 120.7(7) . . ? C1 N1 C10 123.3(7) . . ? C7 N1 C10 115.1(7) . . ? C11 N2 C9 123.2(7) . . ? C11 N2 C8 121.7(7) . . ? C9 N2 C8 114.7(7) . . ? O1 N3 C4 114.4(7) . . ? O1 N3 Ir1 118.6(6) . . ? C4 N3 Ir1 125.8(6) . . ? O2 N4 C14 116.6(7) . . ? O2 N4 Ir2 116.7(5) . . ? C14 N4 Ir2 125.6(6) . . ? N1 C1 C2 122.0(8) . . ? N1 C1 C6 119.3(8) . . ? C2 C1 C6 118.7(8) . . ? C3 C2 C1 120.0(9) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 121.7(9) . . ? C2 C3 H3 119.2 . . ? C4 C3 H3 119.2 . . ? N3 C4 C5 119.3(8) . . ? N3 C4 C3 123.0(8) . . ? C5 C4 C3 117.7(8) . . ? C6 C5 C4 122.0(9) . . ? C6 C5 H5 119.0 . . ? C4 C5 H5 119.0 . . ? C5 C6 C1 119.6(8) . . ? C5 C6 H6 120.2 . . ? C1 C6 H6 120.2 . . ? N1 C7 C8 110.1(7) . . ? N1 C7 H7A 109.6 . . ? C8 C7 H7A 109.6 . . ? N1 C7 H7B 109.6 . . ? C8 C7 H7B 109.6 . . ? H7A C7 H7B 108.2 . . ? N2 C8 C7 110.6(7) . . ? N2 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? N2 C9 C10 109.9(7) . . ? N2 C9 H9A 109.7 . . ? C10 C9 H9A 109.7 . . ? N2 C9 H9B 109.7 . . ? C10 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? N1 C10 C9 109.8(7) . . ? N1 C10 H10A 109.7 . . ? C9 C10 H10A 109.7 . . ? N1 C10 H10B 109.7 . . ? C9 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? N2 C11 C12 121.9(8) . . ? N2 C11 C16 119.8(8) . . ? C12 C11 C16 118.3(8) . . ? C13 C12 C11 121.6(8) . . ? C13 C12 H12 119.2 . . ? C11 C12 H12 119.2 . . ? C12 C13 C14 119.9(8) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? N4 C14 C15 120.2(8) . . ? N4 C14 C13 121.7(8) . . ? C15 C14 C13 118.1(8) . . ? C16 C15 C14 122.4(8) . . ? C16 C15 H15 118.8 . . ? C14 C15 H15 118.8 . . ? C15 C16 C11 119.3(8) . . ? C15 C16 H16 120.3 . . ? C11 C16 H16 120.3 . . ? C21 C17 C18 110.6(11) . . ? C21 C17 C22 122.5(12) . . ? C18 C17 C22 126.9(13) . . ? C21 C17 Ir1 71.4(6) . . ? C18 C17 Ir1 70.6(7) . . ? C22 C17 Ir1 124.9(9) . . ? C17 C18 C19 108.1(11) . . ? C17 C18 C23 126.2(15) . . ? C19 C18 C23 125.6(13) . . ? C17 C18 Ir1 71.6(6) . . ? C19 C18 Ir1 71.9(6) . . ? C23 C18 Ir1 124.8(9) . . ? C18 C19 C20 107.0(10) . . ? C18 C19 C24 124.4(14) . . ? C20 C19 C24 128.6(15) . . ? C18 C19 Ir1 69.7(6) . . ? C20 C19 Ir1 70.2(6) . . ? C24 C19 Ir1 124.6(8) . . ? C19 C20 C21 107.6(10) . . ? C19 C20 C25 127.2(14) . . ? C21 C20 C25 125.2(14) . . ? C19 C20 Ir1 71.4(6) . . ? C21 C20 Ir1 70.4(6) . . ? C25 C20 Ir1 125.0(8) . . ? C17 C21 C20 106.7(10) . . ? C17 C21 C26 130.2(12) . . ? C20 C21 C26 122.9(12) . . ? C17 C21 Ir1 71.3(6) . . ? C20 C21 Ir1 70.4(6) . . ? C26 C21 Ir1 127.9(8) . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C19 C24 H24A 109.5 . . ? C19 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C19 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C20 C25 H25A 109.5 . . ? C20 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C20 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C21 C26 H26A 109.5 . . ? C21 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C21 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28 C27 C31 106.0(8) . . ? C28 C27 C32 128.3(10) . . ? C31 C27 C32 125.7(9) . . ? C28 C27 Ir2 69.7(5) . . ? C31 C27 Ir2 69.4(5) . . ? C32 C27 Ir2 125.7(8) . . ? C27 C28 C29 110.6(9) . . ? C27 C28 C33 124.3(9) . . ? C29 C28 C33 124.7(8) . . ? C27 C28 Ir2 72.3(6) . . ? C29 C28 Ir2 72.4(5) . . ? C33 C28 Ir2 127.5(7) . . ? C30 C29 C28 106.4(8) . . ? C30 C29 C34 127.3(10) . . ? C28 C29 C34 126.3(10) . . ? C30 C29 Ir2 71.8(6) . . ? C28 C29 Ir2 68.7(5) . . ? C34 C29 Ir2 125.5(7) . . ? C29 C30 C31 109.2(9) . . ? C29 C30 C35 125.1(10) . . ? C31 C30 C35 125.7(10) . . ? C29 C30 Ir2 70.6(6) . . ? C31 C30 Ir2 68.8(6) . . ? C35 C30 Ir2 125.7(8) . . ? C30 C31 C27 107.6(9) . . ? C30 C31 C36 124.9(10) . . ? C27 C31 C36 126.3(9) . . ? C30 C31 Ir2 72.8(6) . . ? C27 C31 Ir2 71.0(5) . . ? C36 C31 Ir2 131.6(7) . . ? C27 C32 H32A 109.5 . . ? C27 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C27 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C28 C33 H33A 109.5 . . ? C28 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C28 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C29 C34 H34A 109.5 . . ? C29 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C29 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C30 C35 H35A 109.5 . . ? C30 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C30 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C31 C36 H36A 109.5 . . ? C31 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C31 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N7 Ir3 C57 108.8(5) . . ? N7 Ir3 C53 93.1(4) . . ? C57 Ir3 C53 37.7(5) . . ? N7 Ir3 C56 147.1(6) . . ? C57 Ir3 C56 38.8(6) . . ? C53 Ir3 C56 64.0(6) . . ? N7 Ir3 C54 112.8(4) . . ? C57 Ir3 C54 65.0(5) . . ? C53 Ir3 C54 39.2(5) . . ? C56 Ir3 C54 64.9(5) . . ? N7 Ir3 C55 151.6(4) . . ? C57 Ir3 C55 64.9(5) . . ? C53 Ir3 C55 64.7(5) . . ? C56 Ir3 C55 38.5(5) . . ? C54 Ir3 C55 38.8(5) . . ? N7 Ir3 Cl6 87.8(2) . . ? C57 Ir3 Cl6 101.2(4) . . ? C53 Ir3 Cl6 136.1(4) . . ? C56 Ir3 Cl6 93.3(3) . . ? C54 Ir3 Cl6 157.7(3) . . ? C55 Ir3 Cl6 120.4(4) . . ? N7 Ir3 Cl5 90.4(2) . . ? C57 Ir3 Cl5 159.4(4) . . ? C53 Ir3 Cl5 137.0(4) . . ? C56 Ir3 Cl5 122.5(5) . . ? C54 Ir3 Cl5 101.0(3) . . ? C55 Ir3 Cl5 94.6(4) . . ? Cl6 Ir3 Cl5 86.77(11) . . ? N8 Ir4 C68 106.8(5) . . ? N8 Ir4 C64 92.1(4) . . ? C68 Ir4 C64 38.8(5) . . ? N8 Ir4 C65 114.1(4) . . ? C68 Ir4 C65 64.8(5) . . ? C64 Ir4 C65 38.6(4) . . ? N8 Ir4 C67 145.1(5) . . ? C68 Ir4 C67 38.8(5) . . ? C64 Ir4 C67 64.0(6) . . ? C65 Ir4 C67 63.2(5) . . ? N8 Ir4 C66 153.1(5) . . ? C68 Ir4 C66 65.3(5) . . ? C64 Ir4 C66 65.4(5) . . ? C65 Ir4 C66 39.0(5) . . ? C67 Ir4 C66 37.5(5) . . ? N8 Ir4 Cl8 88.1(2) . . ? C68 Ir4 Cl8 102.0(4) . . ? C64 Ir4 Cl8 138.6(4) . . ? C65 Ir4 Cl8 156.2(3) . . ? C67 Ir4 Cl8 93.9(4) . . ? C66 Ir4 Cl8 118.3(4) . . ? N8 Ir4 Cl7 92.4(2) . . ? C68 Ir4 Cl7 159.2(4) . . ? C64 Ir4 Cl7 135.2(4) . . ? C65 Ir4 Cl7 100.5(3) . . ? C67 Ir4 Cl7 122.4(5) . . ? C66 Ir4 Cl7 94.0(4) . . ? Cl8 Ir4 Cl7 86.05(11) . . ? C37 N5 C46 122.6(8) . . ? C37 N5 C43 121.1(8) . . ? C46 N5 C43 115.7(8) . . ? C47 N6 C45 123.8(8) . . ? C47 N6 C44 121.4(8) . . ? C45 N6 C44 114.2(8) . . ? O3 N7 C40 115.8(8) . . ? O3 N7 Ir3 118.2(6) . . ? C40 N7 Ir3 125.4(6) . . ? O4 N8 C50 115.5(8) . . ? O4 N8 Ir4 117.9(6) . . ? C50 N8 Ir4 125.7(6) . . ? N5 C37 C38 121.7(9) . . ? N5 C37 C42 120.0(8) . . ? C38 C37 C42 118.2(9) . . ? C39 C38 C37 121.4(10) . . ? C39 C38 H38 119.3 . . ? C37 C38 H38 119.3 . . ? C38 C39 C40 120.6(9) . . ? C38 C39 H39 119.7 . . ? C40 C39 H39 119.7 . . ? N7 C40 C41 120.6(9) . . ? N7 C40 C39 121.0(9) . . ? C41 C40 C39 118.4(9) . . ? C42 C41 C40 121.6(9) . . ? C42 C41 H41 119.2 . . ? C40 C41 H41 119.2 . . ? C41 C42 C37 119.7(9) . . ? C41 C42 H42 120.1 . . ? C37 C42 H42 120.1 . . ? N5 C43 C44 110.6(8) . . ? N5 C43 H43A 109.5 . . ? C44 C43 H43A 109.5 . . ? N5 C43 H43B 109.5 . . ? C44 C43 H43B 109.5 . . ? H43A C43 H43B 108.1 . . ? N6 C44 C43 111.4(7) . . ? N6 C44 H44A 109.4 . . ? C43 C44 H44A 109.4 . . ? N6 C44 H44B 109.4 . . ? C43 C44 H44B 109.4 . . ? H44A C44 H44B 108.0 . . ? N6 C45 C46 110.8(8) . . ? N6 C45 H45A 109.5 . . ? C46 C45 H45A 109.5 . . ? N6 C45 H45B 109.5 . . ? C46 C45 H45B 109.5 . . ? H45A C45 H45B 108.1 . . ? N5 C46 C45 108.4(8) . . ? N5 C46 H46A 110.0 . . ? C45 C46 H46A 110.0 . . ? N5 C46 H46B 110.0 . . ? C45 C46 H46B 110.0 . . ? H46A C46 H46B 108.4 . . ? N6 C47 C48 120.7(9) . . ? N6 C47 C52 120.8(9) . . ? C48 C47 C52 118.5(9) . . ? C49 C48 C47 121.0(9) . . ? C49 C48 H48 119.5 . . ? C47 C48 H48 119.5 . . ? C48 C49 C50 120.4(9) . . ? C48 C49 H49 119.8 . . ? C50 C49 H49 119.8 . . ? C51 C50 N8 120.2(9) . . ? C51 C50 C49 118.7(9) . . ? N8 C50 C49 120.9(9) . . ? C52 C51 C50 120.9(9) . . ? C52 C51 H51 119.6 . . ? C50 C51 H51 119.6 . . ? C51 C52 C47 120.5(9) . . ? C51 C52 H52 119.7 . . ? C47 C52 H52 119.7 . . ? C57 C53 C54 109.3(13) . . ? C57 C53 C63 126.5(15) . . ? C54 C53 C63 124.2(13) . . ? C57 C53 Ir3 70.1(8) . . ? C54 C53 Ir3 71.2(7) . . ? C63 C53 Ir3 126.5(8) . . ? C55 C54 C53 106.1(11) . . ? C55 C54 C59 125.4(12) . . ? C53 C54 C59 127.8(13) . . ? C55 C54 Ir3 70.8(6) . . ? C53 C54 Ir3 69.6(7) . . ? C59 C54 Ir3 131.3(8) . . ? C56 C55 C54 107.8(13) . . ? C56 C55 C60 128.7(14) . . ? C54 C55 C60 123.5(12) . . ? C56 C55 Ir3 70.3(6) . . ? C54 C55 Ir3 70.4(6) . . ? C60 C55 Ir3 125.3(8) . . ? C57 C56 C55 107.7(12) . . ? C57 C56 C61 128.9(15) . . ? C55 C56 C61 123.5(17) . . ? C57 C56 Ir3 69.0(7) . . ? C55 C56 Ir3 71.1(6) . . ? C61 C56 Ir3 125.9(10) . . ? C53 C57 C56 109.1(12) . . ? C53 C57 C62 126.2(18) . . ? C56 C57 C62 124.2(16) . . ? C53 C57 Ir3 72.2(7) . . ? C56 C57 Ir3 72.2(8) . . ? C62 C57 Ir3 128.0(9) . . ? C54 C59 H59A 109.5 . . ? C54 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? C54 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? C55 C60 H60A 109.5 . . ? C55 C60 H60B 109.5 . . ? H60A C60 H60B 109.5 . . ? C55 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C56 C61 H61A 109.5 . . ? C56 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C56 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C57 C62 H62A 109.5 . . ? C57 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C57 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C53 C63 H63A 109.5 . . ? C53 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C53 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C68 C64 C65 107.6(13) . . ? C68 C64 C69 127.4(13) . . ? C65 C64 C69 125.1(13) . . ? C68 C64 Ir4 69.4(8) . . ? C65 C64 Ir4 71.3(7) . . ? C69 C64 Ir4 124.2(7) . . ? C64 C65 C66 109.0(11) . . ? C64 C65 C70 126.9(13) . . ? C66 C65 C70 123.9(12) . . ? C64 C65 Ir4 70.2(7) . . ? C66 C65 Ir4 71.5(7) . . ? C70 C65 Ir4 128.2(8) . . ? C67 C66 C65 105.4(13) . . ? C67 C66 C71 128.5(15) . . ? C65 C66 C71 126.1(13) . . ? C67 C66 Ir4 70.5(7) . . ? C65 C66 Ir4 69.5(6) . . ? C71 C66 Ir4 126.3(10) . . ? C66 C67 C68 110.7(13) . . ? C66 C67 C72 125.8(16) . . ? C68 C67 C72 123.5(15) . . ? C66 C67 Ir4 72.0(7) . . ? C68 C67 Ir4 68.6(7) . . ? C72 C67 Ir4 125.5(10) . . ? C64 C68 C67 107.2(12) . . ? C64 C68 C73 125.4(17) . . ? C67 C68 C73 126.9(15) . . ? C64 C68 Ir4 71.7(7) . . ? C67 C68 Ir4 72.6(8) . . ? C73 C68 Ir4 127.2(9) . . ? C64 C69 H69A 109.5 . . ? C64 C69 H69B 109.5 . . ? H69A C69 H69B 109.5 . . ? C64 C69 H69C 109.5 . . ? H69A C69 H69C 109.5 . . ? H69B C69 H69C 109.5 . . ? C65 C70 H70A 109.5 . . ? C65 C70 H70B 109.5 . . ? H70A C70 H70B 109.5 . . ? C65 C70 H70C 109.5 . . ? H70A C70 H70C 109.5 . . ? H70B C70 H70C 109.5 . . ? C66 C71 H71A 109.5 . . ? C66 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C66 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C67 C72 H72A 109.5 . . ? C67 C72 H72B 109.5 . . ? H72A C72 H72B 109.5 . . ? C67 C72 H72C 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? C68 C73 H73A 109.5 . . ? C68 C73 H73B 109.5 . . ? H73A C73 H73B 109.5 . . ? C68 C73 H73C 109.5 . . ? H73A C73 H73C 109.5 . . ? H73B C73 H73C 109.5 . . ? Cl10 C74 Cl9 109.2(7) . . ? Cl10 C74 Cl11 110.8(6) . . ? Cl9 C74 Cl11 110.6(7) . . ? Cl10 C74 H74 108.7 . . ? Cl9 C74 H74 108.7 . . ? Cl11 C74 H74 108.7 . . ? Cl13 C75 Cl14 112.4(6) . . ? Cl13 C75 Cl12 109.7(6) . . ? Cl14 C75 Cl12 109.6(6) . . ? Cl13 C75 H75 108.4 . . ? Cl14 C75 H75 108.4 . . ? Cl12 C75 H75 108.4 . . ? Cl16 C76 Cl15 109.4(7) . . ? Cl16 C76 Cl17 109.4(6) . . ? Cl15 C76 Cl17 108.3(7) . . ? Cl16 C76 H76 109.9 . . ? Cl15 C76 H76 109.9 . . ? Cl17 C76 H76 109.9 . . ? Cl19 C77 Cl20 111.2(9) . . ? Cl19 C77 Cl18 111.9(10) . . ? Cl20 C77 Cl18 107.9(11) . . ? Cl19 C77 H77 108.6 . . ? Cl20 C77 H77 108.6 . . ? Cl18 C77 H77 108.6 . . ? Cl21 C78 Cl22 113.2(8) . . ? Cl21 C78 Cl23 107.9(9) . . ? Cl22 C78 Cl23 109.0(8) . . ? Cl21 C78 H78 108.9 . . ? Cl22 C78 H78 108.9 . . ? Cl23 C78 H78 108.9 . . ? Cl24 C79 Cl26 112.6(8) . . ? Cl24 C79 Cl25 108.3(11) . . ? Cl26 C79 Cl25 108.6(10) . . ? Cl24 C79 H79 109.1 . . ? Cl26 C79 H79 109.1 . . ? Cl25 C79 H79 109.1 . . ? Cl29 C80 Cl27 113.5(10) . . ? Cl29 C80 Cl28 109.4(8) . . ? Cl27 C80 Cl28 109.9(8) . . ? Cl29 C80 H80 107.9 . . ? Cl27 C80 H80 107.9 . . ? Cl28 C80 H80 107.9 . . ? Cl30 C81 Cl32 109.0(7) . . ? Cl30 C81 Cl31 109.3(7) . . ? Cl32 C81 Cl31 111.1(6) . . ? Cl30 C81 H81 109.1 . . ? Cl32 C81 H81 109.1 . . ? Cl31 C81 H81 109.1 . . ? Cl35 C82 Cl33 110.2(12) . . ? Cl35 C82 Cl34 111.8(11) . . ? Cl33 C82 Cl34 105.0(9) . . ? Cl35 C82 H82 109.9 . . ? Cl33 C82 H82 109.9 . . ? Cl34 C82 H82 109.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C18 Ir1 N3 O1 -59.6(8) . . . . ? C17 Ir1 N3 O1 -96.0(7) . . . . ? C20 Ir1 N3 O1 -121.0(10) . . . . ? C21 Ir1 N3 O1 -127.5(7) . . . . ? C19 Ir1 N3 O1 -46.9(10) . . . . ? Cl1 Ir1 N3 O1 42.7(7) . . . . ? Cl2 Ir1 N3 O1 129.9(7) . . . . ? C18 Ir1 N3 C4 107.2(8) . . . . ? C17 Ir1 N3 C4 70.7(8) . . . . ? C20 Ir1 N3 C4 45.8(13) . . . . ? C21 Ir1 N3 C4 39.3(8) . . . . ? C19 Ir1 N3 C4 119.9(8) . . . . ? Cl1 Ir1 N3 C4 -150.5(7) . . . . ? Cl2 Ir1 N3 C4 -63.3(7) . . . . ? C28 Ir2 N4 O2 -52.2(8) . . . . ? C31 Ir2 N4 O2 -122.7(7) . . . . ? C27 Ir2 N4 O2 -84.9(7) . . . . ? C29 Ir2 N4 O2 -52.1(12) . . . . ? C30 Ir2 N4 O2 -133.4(8) . . . . ? Cl4 Ir2 N4 O2 130.0(7) . . . . ? Cl3 Ir2 N4 O2 42.4(7) . . . . ? C28 Ir2 N4 C14 115.2(8) . . . . ? C31 Ir2 N4 C14 44.7(9) . . . . ? C27 Ir2 N4 C14 82.5(8) . . . . ? C29 Ir2 N4 C14 115.3(10) . . . . ? C30 Ir2 N4 C14 34.0(11) . . . . ? Cl4 Ir2 N4 C14 -62.5(8) . . . . ? Cl3 Ir2 N4 C14 -150.2(8) . . . . ? C7 N1 C1 C2 -169.1(8) . . . . ? C10 N1 C1 C2 22.8(13) . . . . ? C7 N1 C1 C6 9.2(13) . . . . ? C10 N1 C1 C6 -158.9(8) . . . . ? N1 C1 C2 C3 -177.5(9) . . . . ? C6 C1 C2 C3 4.1(14) . . . . ? C1 C2 C3 C4 0.5(15) . . . . ? O1 N3 C4 C5 -172.1(8) . . . . ? Ir1 N3 C4 C5 20.6(12) . . . . ? O1 N3 C4 C3 8.8(13) . . . . ? Ir1 N3 C4 C3 -158.4(7) . . . . ? C2 C3 C4 N3 175.0(9) . . . . ? C2 C3 C4 C5 -4.1(14) . . . . ? N3 C4 C5 C6 -176.0(9) . . . . ? C3 C4 C5 C6 3.1(14) . . . . ? C4 C5 C6 C1 1.5(14) . . . . ? N1 C1 C6 C5 176.5(8) . . . . ? C2 C1 C6 C5 -5.1(13) . . . . ? C1 N1 C7 C8 163.2(8) . . . . ? C10 N1 C7 C8 -27.8(11) . . . . ? C11 N2 C8 C7 154.7(9) . . . . ? C9 N2 C8 C7 -31.8(11) . . . . ? N1 C7 C8 N2 62.1(10) . . . . ? C11 N2 C9 C10 144.9(9) . . . . ? C8 N2 C9 C10 -28.5(11) . . . . ? C1 N1 C10 C9 136.5(8) . . . . ? C7 N1 C10 C9 -32.2(10) . . . . ? N2 C9 C10 N1 62.2(9) . . . . ? C9 N2 C11 C12 15.0(14) . . . . ? C8 N2 C11 C12 -172.1(9) . . . . ? C9 N2 C11 C16 -165.2(9) . . . . ? C8 N2 C11 C16 7.6(13) . . . . ? N2 C11 C12 C13 -176.3(9) . . . . ? C16 C11 C12 C13 3.9(14) . . . . ? C11 C12 C13 C14 1.5(14) . . . . ? O2 N4 C14 C15 -179.6(8) . . . . ? Ir2 N4 C14 C15 12.9(13) . . . . ? O2 N4 C14 C13 -2.8(13) . . . . ? Ir2 N4 C14 C13 -170.2(7) . . . . ? C12 C13 C14 N4 177.4(9) . . . . ? C12 C13 C14 C15 -5.7(13) . . . . ? N4 C14 C15 C16 -178.5(9) . . . . ? C13 C14 C15 C16 4.5(14) . . . . ? C14 C15 C16 C11 0.8(14) . . . . ? N2 C11 C16 C15 175.1(9) . . . . ? C12 C11 C16 C15 -5.1(13) . . . . ? N3 Ir1 C17 C21 -128.8(7) . . . . ? C18 Ir1 C17 C21 120.8(11) . . . . ? C20 Ir1 C17 C21 39.3(7) . . . . ? C19 Ir1 C17 C21 82.5(8) . . . . ? Cl1 Ir1 C17 C21 139.0(6) . . . . ? Cl2 Ir1 C17 C21 -31.2(9) . . . . ? N3 Ir1 C17 C18 110.4(8) . . . . ? C20 Ir1 C17 C18 -81.4(9) . . . . ? C21 Ir1 C17 C18 -120.8(11) . . . . ? C19 Ir1 C17 C18 -38.3(8) . . . . ? Cl1 Ir1 C17 C18 18.2(11) . . . . ? Cl2 Ir1 C17 C18 -152.0(7) . . . . ? N3 Ir1 C17 C22 -11.7(12) . . . . ? C18 Ir1 C17 C22 -122.1(15) . . . . ? C20 Ir1 C17 C22 156.5(13) . . . . ? C21 Ir1 C17 C22 117.1(14) . . . . ? C19 Ir1 C17 C22 -160.4(13) . . . . ? Cl1 Ir1 C17 C22 -103.8(11) . . . . ? Cl2 Ir1 C17 C22 85.9(12) . . . . ? C21 C17 C18 C19 2.6(14) . . . . ? C22 C17 C18 C19 -177.3(12) . . . . ? Ir1 C17 C18 C19 63.1(8) . . . . ? C21 C17 C18 C23 179.4(12) . . . . ? C22 C17 C18 C23 0(2) . . . . ? Ir1 C17 C18 C23 -120.1(13) . . . . ? C21 C17 C18 Ir1 -60.5(8) . . . . ? C22 C17 C18 Ir1 119.7(13) . . . . ? N3 Ir1 C18 C17 -75.6(8) . . . . ? C20 Ir1 C18 C17 79.3(8) . . . . ? C21 Ir1 C18 C17 35.4(7) . . . . ? C19 Ir1 C18 C17 116.9(11) . . . . ? Cl1 Ir1 C18 C17 -167.8(7) . . . . ? Cl2 Ir1 C18 C17 76.3(15) . . . . ? N3 Ir1 C18 C19 167.4(7) . . . . ? C17 Ir1 C18 C19 -116.9(11) . . . . ? C20 Ir1 C18 C19 -37.7(7) . . . . ? C21 Ir1 C18 C19 -81.5(8) . . . . ? Cl1 Ir1 C18 C19 75.3(7) . . . . ? Cl2 Ir1 C18 C19 -40.6(15) . . . . ? N3 Ir1 C18 C23 46.2(14) . . . . ? C17 Ir1 C18 C23 121.8(18) . . . . ? C20 Ir1 C18 C23 -158.9(15) . . . . ? C21 Ir1 C18 C23 157.2(15) . . . . ? C19 Ir1 C18 C23 -121.3(17) . . . . ? Cl1 Ir1 C18 C23 -46.0(14) . . . . ? Cl2 Ir1 C18 C23 -161.9(10) . . . . ? C17 C18 C19 C20 -2.3(13) . . . . ? C23 C18 C19 C20 -179.1(12) . . . . ? Ir1 C18 C19 C20 60.6(7) . . . . ? C17 C18 C19 C24 178.5(11) . . . . ? C23 C18 C19 C24 2(2) . . . . ? Ir1 C18 C19 C24 -118.6(11) . . . . ? C17 C18 C19 Ir1 -62.9(8) . . . . ? C23 C18 C19 Ir1 120.3(13) . . . . ? N3 Ir1 C19 C18 -20.0(10) . . . . ? C17 Ir1 C19 C18 37.6(7) . . . . ? C20 Ir1 C19 C18 117.7(10) . . . . ? C21 Ir1 C19 C18 79.2(7) . . . . ? Cl1 Ir1 C19 C18 -109.0(7) . . . . ? Cl2 Ir1 C19 C18 163.9(6) . . . . ? N3 Ir1 C19 C20 -137.7(7) . . . . ? C18 Ir1 C19 C20 -117.7(10) . . . . ? C17 Ir1 C19 C20 -80.1(7) . . . . ? C21 Ir1 C19 C20 -38.5(7) . . . . ? Cl1 Ir1 C19 C20 133.3(7) . . . . ? Cl2 Ir1 C19 C20 46.3(8) . . . . ? N3 Ir1 C19 C24 98.5(15) . . . . ? C18 Ir1 C19 C24 118.5(17) . . . . ? C17 Ir1 C19 C24 156.1(16) . . . . ? C20 Ir1 C19 C24 -123.8(18) . . . . ? C21 Ir1 C19 C24 -162.3(16) . . . . ? Cl1 Ir1 C19 C24 9.5(14) . . . . ? Cl2 Ir1 C19 C24 -77.6(15) . . . . ? C18 C19 C20 C21 1.2(12) . . . . ? C24 C19 C20 C21 -179.6(11) . . . . ? Ir1 C19 C20 C21 61.4(7) . . . . ? C18 C19 C20 C25 179.5(11) . . . . ? C24 C19 C20 C25 -1.3(19) . . . . ? Ir1 C19 C20 C25 -120.3(12) . . . . ? C18 C19 C20 Ir1 -60.3(8) . . . . ? C24 C19 C20 Ir1 119.0(12) . . . . ? N3 Ir1 C20 C19 108.0(11) . . . . ? C18 Ir1 C20 C19 37.7(7) . . . . ? C17 Ir1 C20 C19 79.9(8) . . . . ? C21 Ir1 C20 C19 117.3(10) . . . . ? Cl1 Ir1 C20 C19 -53.9(8) . . . . ? Cl2 Ir1 C20 C19 -143.3(7) . . . . ? N3 Ir1 C20 C21 -9.3(13) . . . . ? C18 Ir1 C20 C21 -79.6(7) . . . . ? C17 Ir1 C20 C21 -37.4(6) . . . . ? C19 Ir1 C20 C21 -117.3(10) . . . . ? Cl1 Ir1 C20 C21 -171.2(5) . . . . ? Cl2 Ir1 C20 C21 99.4(6) . . . . ? N3 Ir1 C20 C25 -129.1(13) . . . . ? C18 Ir1 C20 C25 160.6(16) . . . . ? C17 Ir1 C20 C25 -157.2(15) . . . . ? C21 Ir1 C20 C25 -119.9(16) . . . . ? C19 Ir1 C20 C25 122.9(17) . . . . ? Cl1 Ir1 C20 C25 69.0(14) . . . . ? Cl2 Ir1 C20 C25 -20.5(14) . . . . ? C18 C17 C21 C20 -1.8(13) . . . . ? C22 C17 C21 C20 178.0(11) . . . . ? Ir1 C17 C21 C20 -61.8(7) . . . . ? C18 C17 C21 C26 -175.8(12) . . . . ? C22 C17 C21 C26 4(2) . . . . ? Ir1 C17 C21 C26 124.2(13) . . . . ? C18 C17 C21 Ir1 60.0(8) . . . . ? C22 C17 C21 Ir1 -120.1(12) . . . . ? C19 C20 C21 C17 0.4(12) . . . . ? C25 C20 C21 C17 -178.0(11) . . . . ? Ir1 C20 C21 C17 62.4(8) . . . . ? C19 C20 C21 C26 174.9(10) . . . . ? C25 C20 C21 C26 -3.5(17) . . . . ? Ir1 C20 C21 C26 -123.1(11) . . . . ? C19 C20 C21 Ir1 -62.0(7) . . . . ? C25 C20 C21 Ir1 119.6(11) . . . . ? N3 Ir1 C21 C17 59.3(7) . . . . ? C18 Ir1 C21 C17 -35.8(7) . . . . ? C20 Ir1 C21 C17 -116.3(9) . . . . ? C19 Ir1 C21 C17 -78.7(8) . . . . ? Cl1 Ir1 C21 C17 -97.8(9) . . . . ? Cl2 Ir1 C21 C17 157.6(6) . . . . ? N3 Ir1 C21 C20 175.6(6) . . . . ? C18 Ir1 C21 C20 80.5(8) . . . . ? C17 Ir1 C21 C20 116.3(10) . . . . ? C19 Ir1 C21 C20 37.6(7) . . . . ? Cl1 Ir1 C21 C20 18.5(11) . . . . ? Cl2 Ir1 C21 C20 -86.1(6) . . . . ? N3 Ir1 C21 C26 -67.6(13) . . . . ? C18 Ir1 C21 C26 -162.6(14) . . . . ? C17 Ir1 C21 C26 -126.8(15) . . . . ? C20 Ir1 C21 C26 116.9(15) . . . . ? C19 Ir1 C21 C26 154.5(14) . . . . ? Cl1 Ir1 C21 C26 135.4(10) . . . . ? Cl2 Ir1 C21 C26 30.8(12) . . . . ? N4 Ir2 C27 C28 128.2(6) . . . . ? C31 Ir2 C27 C28 -117.0(8) . . . . ? C29 Ir2 C27 C28 -37.2(6) . . . . ? C30 Ir2 C27 C28 -78.9(6) . . . . ? Cl4 Ir2 C27 C28 -134.7(5) . . . . ? Cl3 Ir2 C27 C28 37.1(7) . . . . ? N4 Ir2 C27 C31 -114.8(5) . . . . ? C28 Ir2 C27 C31 117.0(8) . . . . ? C29 Ir2 C27 C31 79.8(6) . . . . ? C30 Ir2 C27 C31 38.0(5) . . . . ? Cl4 Ir2 C27 C31 -17.7(8) . . . . ? Cl3 Ir2 C27 C31 154.1(4) . . . . ? N4 Ir2 C27 C32 5.1(9) . . . . ? C28 Ir2 C27 C32 -123.2(12) . . . . ? C31 Ir2 C27 C32 119.8(11) . . . . ? C29 Ir2 C27 C32 -160.4(10) . . . . ? C30 Ir2 C27 C32 157.9(10) . . . . ? Cl4 Ir2 C27 C32 102.1(9) . . . . ? Cl3 Ir2 C27 C32 -86.1(9) . . . . ? C31 C27 C28 C29 2.4(11) . . . . ? C32 C27 C28 C29 -177.3(10) . . . . ? Ir2 C27 C28 C29 62.7(7) . . . . ? C31 C27 C28 C33 176.1(9) . . . . ? C32 C27 C28 C33 -3.7(16) . . . . ? Ir2 C27 C28 C33 -123.7(9) . . . . ? C31 C27 C28 Ir2 -60.2(7) . . . . ? C32 C27 C28 Ir2 120.0(11) . . . . ? N4 Ir2 C28 C27 -60.8(6) . . . . ? C31 Ir2 C28 C27 38.9(6) . . . . ? C29 Ir2 C28 C27 119.3(8) . . . . ? C30 Ir2 C28 C27 81.8(6) . . . . ? Cl4 Ir2 C28 C27 114.2(6) . . . . ? Cl3 Ir2 C28 C27 -151.2(5) . . . . ? N4 Ir2 C28 C29 179.9(5) . . . . ? C31 Ir2 C28 C29 -80.4(6) . . . . ? C27 Ir2 C28 C29 -119.3(8) . . . . ? C30 Ir2 C28 C29 -37.5(6) . . . . ? Cl4 Ir2 C28 C29 -5.1(9) . . . . ? Cl3 Ir2 C28 C29 89.5(5) . . . . ? N4 Ir2 C28 C33 59.3(9) . . . . ? C31 Ir2 C28 C33 159.0(9) . . . . ? C27 Ir2 C28 C33 120.1(11) . . . . ? C29 Ir2 C28 C33 -120.6(10) . . . . ? C30 Ir2 C28 C33 -158.2(9) . . . . ? Cl4 Ir2 C28 C33 -125.8(8) . . . . ? Cl3 Ir2 C28 C33 -31.2(8) . . . . ? C27 C28 C29 C30 -0.3(11) . . . . ? C33 C28 C29 C30 -173.9(9) . . . . ? Ir2 C28 C29 C30 62.3(7) . . . . ? C27 C28 C29 C34 178.3(10) . . . . ? C33 C28 C29 C34 4.7(16) . . . . ? Ir2 C28 C29 C34 -119.1(10) . . . . ? C27 C28 C29 Ir2 -62.6(7) . . . . ? C33 C28 C29 Ir2 123.8(9) . . . . ? N4 Ir2 C29 C30 -116.8(9) . . . . ? C28 Ir2 C29 C30 -116.6(8) . . . . ? C31 Ir2 C29 C30 -36.2(6) . . . . ? C27 Ir2 C29 C30 -80.2(7) . . . . ? Cl4 Ir2 C29 C30 60.8(6) . . . . ? Cl3 Ir2 C29 C30 149.8(6) . . . . ? N4 Ir2 C29 C28 -0.2(11) . . . . ? C31 Ir2 C29 C28 80.4(6) . . . . ? C27 Ir2 C29 C28 36.4(5) . . . . ? C30 Ir2 C29 C28 116.6(8) . . . . ? Cl4 Ir2 C29 C28 177.5(4) . . . . ? Cl3 Ir2 C29 C28 -93.5(5) . . . . ? N4 Ir2 C29 C34 120.0(10) . . . . ? C28 Ir2 C29 C34 120.1(12) . . . . ? C31 Ir2 C29 C34 -159.5(11) . . . . ? C27 Ir2 C29 C34 156.5(11) . . . . ? C30 Ir2 C29 C34 -123.2(12) . . . . ? Cl4 Ir2 C29 C34 -62.4(10) . . . . ? Cl3 Ir2 C29 C34 26.6(9) . . . . ? C28 C29 C30 C31 -2.0(11) . . . . ? C34 C29 C30 C31 179.4(10) . . . . ? Ir2 C29 C30 C31 58.2(7) . . . . ? C28 C29 C30 C35 179.2(10) . . . . ? C34 C29 C30 C35 0.6(17) . . . . ? Ir2 C29 C30 C35 -120.6(11) . . . . ? C28 C29 C30 Ir2 -60.2(6) . . . . ? C34 C29 C30 Ir2 121.2(11) . . . . ? N4 Ir2 C30 C29 137.0(7) . . . . ? C28 Ir2 C30 C29 38.8(6) . . . . ? C31 Ir2 C30 C29 120.6(9) . . . . ? C27 Ir2 C30 C29 81.3(6) . . . . ? Cl4 Ir2 C30 C29 -127.2(6) . . . . ? Cl3 Ir2 C30 C29 -37.8(7) . . . . ? N4 Ir2 C30 C31 16.4(10) . . . . ? C28 Ir2 C30 C31 -81.8(6) . . . . ? C27 Ir2 C30 C31 -39.3(6) . . . . ? C29 Ir2 C30 C31 -120.6(9) . . . . ? Cl4 Ir2 C30 C31 112.2(6) . . . . ? Cl3 Ir2 C30 C31 -158.4(5) . . . . ? N4 Ir2 C30 C35 -103.1(10) . . . . ? C28 Ir2 C30 C35 158.7(11) . . . . ? C31 Ir2 C30 C35 -119.5(12) . . . . ? C27 Ir2 C30 C35 -158.8(11) . . . . ? C29 Ir2 C30 C35 119.8(12) . . . . ? Cl4 Ir2 C30 C35 -7.4(10) . . . . ? Cl3 Ir2 C30 C35 82.0(10) . . . . ? C29 C30 C31 C27 3.6(11) . . . . ? C35 C30 C31 C27 -177.7(10) . . . . ? Ir2 C30 C31 C27 62.8(7) . . . . ? C29 C30 C31 C36 171.6(10) . . . . ? C35 C30 C31 C36 -9.6(17) . . . . ? Ir2 C30 C31 C36 -129.1(10) . . . . ? C29 C30 C31 Ir2 -59.3(7) . . . . ? C35 C30 C31 Ir2 119.5(11) . . . . ? C28 C27 C31 C30 -3.6(11) . . . . ? C32 C27 C31 C30 176.2(10) . . . . ? Ir2 C27 C31 C30 -64.0(7) . . . . ? C28 C27 C31 C36 -171.5(10) . . . . ? C32 C27 C31 C36 8.3(17) . . . . ? Ir2 C27 C31 C36 128.2(10) . . . . ? C28 C27 C31 Ir2 60.4(6) . . . . ? C32 C27 C31 Ir2 -119.8(11) . . . . ? N4 Ir2 C31 C30 -170.5(6) . . . . ? C28 Ir2 C31 C30 78.8(6) . . . . ? C27 Ir2 C31 C30 116.3(8) . . . . ? C29 Ir2 C31 C30 35.5(6) . . . . ? Cl4 Ir2 C31 C30 -74.3(6) . . . . ? Cl3 Ir2 C31 C30 51.5(11) . . . . ? N4 Ir2 C31 C27 73.2(6) . . . . ? C28 Ir2 C31 C27 -37.5(6) . . . . ? C29 Ir2 C31 C27 -80.7(6) . . . . ? C30 Ir2 C31 C27 -116.3(8) . . . . ? Cl4 Ir2 C31 C27 169.5(5) . . . . ? Cl3 Ir2 C31 C27 -64.8(9) . . . . ? N4 Ir2 C31 C36 -48.9(11) . . . . ? C28 Ir2 C31 C36 -159.5(11) . . . . ? C27 Ir2 C31 C36 -122.1(12) . . . . ? C29 Ir2 C31 C36 157.2(11) . . . . ? C30 Ir2 C31 C36 121.7(13) . . . . ? Cl4 Ir2 C31 C36 47.4(10) . . . . ? Cl3 Ir2 C31 C36 173.2(7) . . . . ? C57 Ir3 N7 O3 -62.1(8) . . . . ? C53 Ir3 N7 O3 -97.1(7) . . . . ? C56 Ir3 N7 O3 -53.6(11) . . . . ? C54 Ir3 N7 O3 -132.1(7) . . . . ? C55 Ir3 N7 O3 -133.9(9) . . . . ? Cl6 Ir3 N7 O3 39.0(7) . . . . ? Cl5 Ir3 N7 O3 125.8(7) . . . . ? C57 Ir3 N7 C40 108.8(8) . . . . ? C53 Ir3 N7 C40 73.8(8) . . . . ? C56 Ir3 N7 C40 117.2(9) . . . . ? C54 Ir3 N7 C40 38.7(8) . . . . ? C55 Ir3 N7 C40 36.9(12) . . . . ? Cl6 Ir3 N7 C40 -150.2(7) . . . . ? Cl5 Ir3 N7 C40 -63.4(7) . . . . ? C68 Ir4 N8 O4 -57.1(8) . . . . ? C64 Ir4 N8 O4 -93.6(8) . . . . ? C65 Ir4 N8 O4 -126.4(7) . . . . ? C67 Ir4 N8 O4 -49.2(11) . . . . ? C66 Ir4 N8 O4 -125.4(10) . . . . ? Cl8 Ir4 N8 O4 44.9(7) . . . . ? Cl7 Ir4 N8 O4 130.9(7) . . . . ? C68 Ir4 N8 C50 112.0(8) . . . . ? C64 Ir4 N8 C50 75.5(8) . . . . ? C65 Ir4 N8 C50 42.7(9) . . . . ? C67 Ir4 N8 C50 119.9(10) . . . . ? C66 Ir4 N8 C50 43.7(13) . . . . ? Cl8 Ir4 N8 C50 -146.0(8) . . . . ? Cl7 Ir4 N8 C50 -60.0(8) . . . . ? C46 N5 C37 C38 16.0(14) . . . . ? C43 N5 C37 C38 -173.2(8) . . . . ? C46 N5 C37 C42 -163.4(8) . . . . ? C43 N5 C37 C42 7.3(13) . . . . ? N5 C37 C38 C39 -178.3(9) . . . . ? C42 C37 C38 C39 1.2(14) . . . . ? C37 C38 C39 C40 0.1(15) . . . . ? O3 N7 C40 C41 -176.2(8) . . . . ? Ir3 N7 C40 C41 12.8(12) . . . . ? O3 N7 C40 C39 5.8(13) . . . . ? Ir3 N7 C40 C39 -165.2(7) . . . . ? C38 C39 C40 N7 178.2(9) . . . . ? C38 C39 C40 C41 0.1(14) . . . . ? N7 C40 C41 C42 -180.0(8) . . . . ? C39 C40 C41 C42 -1.9(14) . . . . ? C40 C41 C42 C37 3.3(14) . . . . ? N5 C37 C42 C41 176.6(8) . . . . ? C38 C37 C42 C41 -2.9(13) . . . . ? C37 N5 C43 C44 163.6(8) . . . . ? C46 N5 C43 C44 -25.1(11) . . . . ? C47 N6 C44 C43 161.9(8) . . . . ? C45 N6 C44 C43 -26.8(11) . . . . ? N5 C43 C44 N6 57.5(11) . . . . ? C47 N6 C45 C46 137.7(9) . . . . ? C44 N6 C45 C46 -33.5(11) . . . . ? C37 N5 C46 C45 137.5(9) . . . . ? C43 N5 C46 C45 -33.7(11) . . . . ? N6 C45 C46 N5 65.5(10) . . . . ? C45 N6 C47 C48 17.0(14) . . . . ? C44 N6 C47 C48 -172.5(9) . . . . ? C45 N6 C47 C52 -166.4(9) . . . . ? C44 N6 C47 C52 4.1(13) . . . . ? N6 C47 C48 C49 -179.4(9) . . . . ? C52 C47 C48 C49 3.9(15) . . . . ? C47 C48 C49 C50 -2.9(15) . . . . ? O4 N8 C50 C51 179.3(8) . . . . ? Ir4 N8 C50 C51 10.0(13) . . . . ? O4 N8 C50 C49 3.7(13) . . . . ? Ir4 N8 C50 C49 -165.6(7) . . . . ? C48 C49 C50 C51 0.9(14) . . . . ? C48 C49 C50 N8 176.6(9) . . . . ? N8 C50 C51 C52 -175.7(9) . . . . ? C49 C50 C51 C52 -0.1(14) . . . . ? C50 C51 C52 C47 1.1(14) . . . . ? N6 C47 C52 C51 -179.7(9) . . . . ? C48 C47 C52 C51 -3.0(14) . . . . ? N7 Ir3 C53 C57 117.3(9) . . . . ? C56 Ir3 C53 C57 -38.2(8) . . . . ? C54 Ir3 C53 C57 -119.6(12) . . . . ? C55 Ir3 C53 C57 -81.2(9) . . . . ? Cl6 Ir3 C53 C57 27.3(11) . . . . ? Cl5 Ir3 C53 C57 -148.9(8) . . . . ? N7 Ir3 C53 C54 -123.1(7) . . . . ? C57 Ir3 C53 C54 119.6(12) . . . . ? C56 Ir3 C53 C54 81.4(8) . . . . ? C55 Ir3 C53 C54 38.4(7) . . . . ? Cl6 Ir3 C53 C54 146.9(6) . . . . ? Cl5 Ir3 C53 C54 -29.3(10) . . . . ? N7 Ir3 C53 C63 -4.0(13) . . . . ? C57 Ir3 C53 C63 -121.3(17) . . . . ? C56 Ir3 C53 C63 -159.4(15) . . . . ? C54 Ir3 C53 C63 119.2(16) . . . . ? C55 Ir3 C53 C63 157.6(15) . . . . ? Cl6 Ir3 C53 C63 -94.0(13) . . . . ? Cl5 Ir3 C53 C63 89.9(14) . . . . ? C57 C53 C54 C55 -1.7(12) . . . . ? C63 C53 C54 C55 176.3(10) . . . . ? Ir3 C53 C54 C55 -61.8(7) . . . . ? C57 C53 C54 C59 -172.8(11) . . . . ? C63 C53 C54 C59 5.2(18) . . . . ? Ir3 C53 C54 C59 127.1(11) . . . . ? C57 C53 C54 Ir3 60.0(8) . . . . ? C63 C53 C54 Ir3 -121.9(11) . . . . ? N7 Ir3 C54 C55 -178.6(6) . . . . ? C57 Ir3 C54 C55 80.4(8) . . . . ? C53 Ir3 C54 C55 116.3(10) . . . . ? C56 Ir3 C54 C55 37.4(8) . . . . ? Cl6 Ir3 C54 C55 25.4(13) . . . . ? Cl5 Ir3 C54 C55 -83.5(7) . . . . ? N7 Ir3 C54 C53 65.1(8) . . . . ? C57 Ir3 C54 C53 -35.9(8) . . . . ? C56 Ir3 C54 C53 -79.0(9) . . . . ? C55 Ir3 C54 C53 -116.3(10) . . . . ? Cl6 Ir3 C54 C53 -90.9(12) . . . . ? Cl5 Ir3 C54 C53 160.2(7) . . . . ? N7 Ir3 C54 C59 -57.9(14) . . . . ? C57 Ir3 C54 C59 -158.9(15) . . . . ? C53 Ir3 C54 C59 -123.0(16) . . . . ? C56 Ir3 C54 C59 158.0(15) . . . . ? C55 Ir3 C54 C59 120.7(16) . . . . ? Cl6 Ir3 C54 C59 146.1(10) . . . . ? Cl5 Ir3 C54 C59 37.1(13) . . . . ? C53 C54 C55 C56 0.3(12) . . . . ? C59 C54 C55 C56 171.7(10) . . . . ? Ir3 C54 C55 C56 -60.7(8) . . . . ? C53 C54 C55 C60 -179.0(10) . . . . ? C59 C54 C55 C60 -7.6(17) . . . . ? Ir3 C54 C55 C60 120.0(11) . . . . ? C53 C54 C55 Ir3 61.0(7) . . . . ? C59 C54 C55 Ir3 -127.6(11) . . . . ? N7 Ir3 C55 C56 120.8(11) . . . . ? C57 Ir3 C55 C56 37.5(9) . . . . ? C53 Ir3 C55 C56 79.3(10) . . . . ? C54 Ir3 C55 C56 118.2(12) . . . . ? Cl6 Ir3 C55 C56 -50.9(10) . . . . ? Cl5 Ir3 C55 C56 -139.9(9) . . . . ? N7 Ir3 C55 C54 2.7(13) . . . . ? C57 Ir3 C55 C54 -80.6(8) . . . . ? C53 Ir3 C55 C54 -38.8(7) . . . . ? C56 Ir3 C55 C54 -118.2(12) . . . . ? Cl6 Ir3 C55 C54 -169.1(6) . . . . ? Cl5 Ir3 C55 C54 101.9(7) . . . . ? N7 Ir3 C55 C60 -115.0(13) . . . . ? C57 Ir3 C55 C60 161.7(14) . . . . ? C53 Ir3 C55 C60 -156.5(13) . . . . ? C56 Ir3 C55 C60 124.1(17) . . . . ? C54 Ir3 C55 C60 -117.7(14) . . . . ? Cl6 Ir3 C55 C60 73.2(12) . . . . ? Cl5 Ir3 C55 C60 -15.8(12) . . . . ? C54 C55 C56 C57 1.1(13) . . . . ? C60 C55 C56 C57 -179.6(11) . . . . ? Ir3 C55 C56 C57 -59.6(8) . . . . ? C54 C55 C56 C61 -178.2(11) . . . . ? C60 C55 C56 C61 1(2) . . . . ? Ir3 C55 C56 C61 121.1(13) . . . . ? C54 C55 C56 Ir3 60.7(8) . . . . ? C60 C55 C56 Ir3 -120.0(12) . . . . ? N7 Ir3 C56 C57 -12.8(12) . . . . ? C53 Ir3 C56 C57 37.0(8) . . . . ? C54 Ir3 C56 C57 80.7(8) . . . . ? C55 Ir3 C56 C57 118.3(12) . . . . ? Cl6 Ir3 C56 C57 -103.8(8) . . . . ? Cl5 Ir3 C56 C57 167.9(7) . . . . ? N7 Ir3 C56 C55 -131.1(9) . . . . ? C57 Ir3 C56 C55 -118.3(12) . . . . ? C53 Ir3 C56 C55 -81.3(9) . . . . ? C54 Ir3 C56 C55 -37.6(8) . . . . ? Cl6 Ir3 C56 C55 137.9(9) . . . . ? Cl5 Ir3 C56 C55 49.6(10) . . . . ? N7 Ir3 C56 C61 110.7(17) . . . . ? C57 Ir3 C56 C61 123.5(19) . . . . ? C53 Ir3 C56 C61 160.5(18) . . . . ? C54 Ir3 C56 C61 -155.8(19) . . . . ? C55 Ir3 C56 C61 -118(2) . . . . ? Cl6 Ir3 C56 C61 19.7(16) . . . . ? Cl5 Ir3 C56 C61 -68.6(17) . . . . ? C54 C53 C57 C56 2.5(14) . . . . ? C63 C53 C57 C56 -175.5(11) . . . . ? Ir3 C53 C57 C56 63.2(9) . . . . ? C54 C53 C57 C62 174.8(11) . . . . ? C63 C53 C57 C62 -3(2) . . . . ? Ir3 C53 C57 C62 -124.5(13) . . . . ? C54 C53 C57 Ir3 -60.7(8) . . . . ? C63 C53 C57 Ir3 121.3(12) . . . . ? C55 C56 C57 C53 -2.2(14) . . . . ? C61 C56 C57 C53 177.0(12) . . . . ? Ir3 C56 C57 C53 -63.2(8) . . . . ? C55 C56 C57 C62 -174.8(12) . . . . ? C61 C56 C57 C62 5(2) . . . . ? Ir3 C56 C57 C62 124.3(13) . . . . ? C55 C56 C57 Ir3 60.9(8) . . . . ? C61 C56 C57 Ir3 -119.8(14) . . . . ? N7 Ir3 C57 C53 -69.6(9) . . . . ? C56 Ir3 C57 C53 117.6(11) . . . . ? C54 Ir3 C57 C53 37.3(8) . . . . ? C55 Ir3 C57 C53 80.4(8) . . . . ? Cl6 Ir3 C57 C53 -161.1(8) . . . . ? Cl5 Ir3 C57 C53 87.6(16) . . . . ? N7 Ir3 C57 C56 172.7(7) . . . . ? C53 Ir3 C57 C56 -117.6(11) . . . . ? C54 Ir3 C57 C56 -80.3(8) . . . . ? C55 Ir3 C57 C56 -37.3(7) . . . . ? Cl6 Ir3 C57 C56 81.2(7) . . . . ? Cl5 Ir3 C57 C56 -30.0(18) . . . . ? N7 Ir3 C57 C62 52.8(19) . . . . ? C53 Ir3 C57 C62 122(2) . . . . ? C56 Ir3 C57 C62 -120(2) . . . . ? C54 Ir3 C57 C62 160(2) . . . . ? C55 Ir3 C57 C62 -157(2) . . . . ? Cl6 Ir3 C57 C62 -38.6(18) . . . . ? Cl5 Ir3 C57 C62 -149.9(13) . . . . ? N8 Ir4 C64 C68 114.6(8) . . . . ? C65 Ir4 C64 C68 -117.9(11) . . . . ? C67 Ir4 C64 C68 -39.0(8) . . . . ? C66 Ir4 C64 C68 -80.6(9) . . . . ? Cl8 Ir4 C64 C68 25.0(10) . . . . ? Cl7 Ir4 C64 C68 -149.8(7) . . . . ? N8 Ir4 C64 C65 -127.5(7) . . . . ? C68 Ir4 C64 C65 117.9(11) . . . . ? C67 Ir4 C64 C65 78.9(8) . . . . ? C66 Ir4 C64 C65 37.3(7) . . . . ? Cl8 Ir4 C64 C65 142.9(6) . . . . ? Cl7 Ir4 C64 C65 -32.0(9) . . . . ? N8 Ir4 C64 C69 -7.3(12) . . . . ? C68 Ir4 C64 C69 -121.9(15) . . . . ? C65 Ir4 C64 C69 120.2(15) . . . . ? C67 Ir4 C64 C69 -160.9(14) . . . . ? C66 Ir4 C64 C69 157.5(13) . . . . ? Cl8 Ir4 C64 C69 -96.9(12) . . . . ? Cl7 Ir4 C64 C69 88.2(12) . . . . ? C68 C64 C65 C66 -1.0(12) . . . . ? C69 C64 C65 C66 179.6(10) . . . . ? Ir4 C64 C65 C66 -61.2(8) . . . . ? C68 C64 C65 C70 -176.3(10) . . . . ? C69 C64 C65 C70 4.4(17) . . . . ? Ir4 C64 C65 C70 123.5(11) . . . . ? C68 C64 C65 Ir4 60.3(8) . . . . ? C69 C64 C65 Ir4 -119.1(10) . . . . ? N8 Ir4 C65 C64 60.2(8) . . . . ? C68 Ir4 C65 C64 -37.8(8) . . . . ? C67 Ir4 C65 C64 -81.1(8) . . . . ? C66 Ir4 C65 C64 -119.1(10) . . . . ? Cl8 Ir4 C65 C64 -97.9(11) . . . . ? Cl7 Ir4 C65 C64 157.7(7) . . . . ? N8 Ir4 C65 C66 179.3(7) . . . . ? C68 Ir4 C65 C66 81.2(9) . . . . ? C64 Ir4 C65 C66 119.1(10) . . . . ? C67 Ir4 C65 C66 37.9(8) . . . . ? Cl8 Ir4 C65 C66 21.2(13) . . . . ? Cl7 Ir4 C65 C66 -83.2(7) . . . . ? N8 Ir4 C65 C70 -61.7(13) . . . . ? C68 Ir4 C65 C70 -159.8(14) . . . . ? C64 Ir4 C65 C70 -122.0(16) . . . . ? C67 Ir4 C65 C70 156.9(14) . . . . ? C66 Ir4 C65 C70 119.0(15) . . . . ? Cl8 Ir4 C65 C70 140.2(10) . . . . ? Cl7 Ir4 C65 C70 35.7(12) . . . . ? C64 C65 C66 C67 -1.4(13) . . . . ? C70 C65 C66 C67 174.0(11) . . . . ? Ir4 C65 C66 C67 -61.8(8) . . . . ? C64 C65 C66 C71 -178.9(12) . . . . ? C70 C65 C66 C71 -3.5(19) . . . . ? Ir4 C65 C66 C71 120.6(14) . . . . ? C64 C65 C66 Ir4 60.4(7) . . . . ? C70 C65 C66 Ir4 -124.1(11) . . . . ? N8 Ir4 C66 C67 114.2(12) . . . . ? C68 Ir4 C66 C67 35.9(9) . . . . ? C64 Ir4 C66 C67 78.8(10) . . . . ? C65 Ir4 C66 C67 115.6(12) . . . . ? Cl8 Ir4 C66 C67 -54.9(10) . . . . ? Cl7 Ir4 C66 C67 -142.5(9) . . . . ? N8 Ir4 C66 C65 -1.5(14) . . . . ? C68 Ir4 C66 C65 -79.8(8) . . . . ? C64 Ir4 C66 C65 -36.8(7) . . . . ? C67 Ir4 C66 C65 -115.6(12) . . . . ? Cl8 Ir4 C66 C65 -170.5(6) . . . . ? Cl7 Ir4 C66 C65 101.9(7) . . . . ? N8 Ir4 C66 C71 -121.9(14) . . . . ? C68 Ir4 C66 C71 159.9(16) . . . . ? C64 Ir4 C66 C71 -157.2(15) . . . . ? C65 Ir4 C66 C71 -120.4(16) . . . . ? C67 Ir4 C66 C71 124.0(18) . . . . ? Cl8 Ir4 C66 C71 69.1(14) . . . . ? Cl7 Ir4 C66 C71 -18.5(14) . . . . ? C65 C66 C67 C68 3.3(14) . . . . ? C71 C66 C67 C68 -179.2(13) . . . . ? Ir4 C66 C67 C68 -57.8(9) . . . . ? C65 C66 C67 C72 -177.7(13) . . . . ? C71 C66 C67 C72 0(2) . . . . ? Ir4 C66 C67 C72 121.2(14) . . . . ? C65 C66 C67 Ir4 61.1(8) . . . . ? C71 C66 C67 Ir4 -121.4(15) . . . . ? N8 Ir4 C67 C66 -133.8(9) . . . . ? C68 Ir4 C67 C66 -121.8(13) . . . . ? C64 Ir4 C67 C66 -82.7(9) . . . . ? C65 Ir4 C67 C66 -39.5(8) . . . . ? Cl8 Ir4 C67 C66 133.8(9) . . . . ? Cl7 Ir4 C67 C66 46.0(10) . . . . ? N8 Ir4 C67 C68 -12.0(13) . . . . ? C64 Ir4 C67 C68 39.0(8) . . . . ? C65 Ir4 C67 C68 82.3(9) . . . . ? C66 Ir4 C67 C68 121.8(13) . . . . ? Cl8 Ir4 C67 C68 -104.4(8) . . . . ? Cl7 Ir4 C67 C68 167.8(7) . . . . ? N8 Ir4 C67 C72 104.6(16) . . . . ? C68 Ir4 C67 C72 116.7(18) . . . . ? C64 Ir4 C67 C72 155.7(17) . . . . ? C65 Ir4 C67 C72 -161.1(17) . . . . ? C66 Ir4 C67 C72 -122(2) . . . . ? Cl8 Ir4 C67 C72 12.3(15) . . . . ? Cl7 Ir4 C67 C72 -75.5(15) . . . . ? C65 C64 C68 C67 3.0(13) . . . . ? C69 C64 C68 C67 -177.7(11) . . . . ? Ir4 C64 C68 C67 64.4(9) . . . . ? C65 C64 C68 C73 175.5(11) . . . . ? C69 C64 C68 C73 -5.1(19) . . . . ? Ir4 C64 C68 C73 -123.1(12) . . . . ? C65 C64 C68 Ir4 -61.4(8) . . . . ? C69 C64 C68 Ir4 117.9(11) . . . . ? C66 C67 C68 C64 -4.0(14) . . . . ? C72 C67 C68 C64 177.0(12) . . . . ? Ir4 C67 C68 C64 -63.8(8) . . . . ? C66 C67 C68 C73 -176.4(12) . . . . ? C72 C67 C68 C73 5(2) . . . . ? Ir4 C67 C68 C73 123.8(13) . . . . ? C66 C67 C68 Ir4 59.8(9) . . . . ? C72 C67 C68 Ir4 -119.2(13) . . . . ? N8 Ir4 C68 C64 -71.7(8) . . . . ? C65 Ir4 C68 C64 37.5(7) . . . . ? C67 Ir4 C68 C64 115.5(11) . . . . ? C66 Ir4 C68 C64 80.8(8) . . . . ? Cl8 Ir4 C68 C64 -163.4(7) . . . . ? Cl7 Ir4 C68 C64 85.3(16) . . . . ? N8 Ir4 C68 C67 172.9(8) . . . . ? C64 Ir4 C68 C67 -115.5(11) . . . . ? C65 Ir4 C68 C67 -77.9(8) . . . . ? C66 Ir4 C68 C67 -34.7(8) . . . . ? Cl8 Ir4 C68 C67 81.2(8) . . . . ? Cl7 Ir4 C68 C67 -30.1(18) . . . . ? N8 Ir4 C68 C73 49.3(17) . . . . ? C64 Ir4 C68 C73 121(2) . . . . ? C65 Ir4 C68 C73 158.5(19) . . . . ? C67 Ir4 C68 C73 -124(2) . . . . ? C66 Ir4 C68 C73 -158.2(19) . . . . ? Cl8 Ir4 C68 C73 -42.4(17) . . . . ? Cl7 Ir4 C68 C73 -153.7(11) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A ? ? ? ? ? ? ? ? _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. ; #===END data_7b_CCDC-000000 _database_code_depnum_ccdc_archive 'CCDC 838212' #TrackingRef 'Dalton Transaction - data (without CCDC).cif' # CCDC: 000000 # Messcode: no217a _audit_author_name 'S. Wirth, P. Mayer' _audit_block_code ? _audit_creation_method SHELXL-97 _audit_creation_date ; 'Mon Nov 09 15:20:37 2009' ; _chemical_name_systematic ; [my2-(1,4-bis(4-nitrosophenyl)piperazin-N,N)bis (dibromido-(eta5-pentamethyl-cyclopentadienyl)-iridium(III))] ; _chemical_name_common ? _chemical_formula_moiety 'C36 H46 Br4 Ir2 N4 O2, 2(C3 H7 N O)' _chemical_formula_sum 'C42 H60 Br4 Ir2 N6 O4' _chemical_compound_source ? _chemical_properties_physical moisture-sensitive _exptl_crystal_recrystallization_method 'slow isothermic diffusion of n-pentane into a nearly saturated solution in DMF' _chemical_melting_point ? _exptl_crystal_description platelet _exptl_crystal_colour red _diffrn_ambient_temperature 200(2) _chemical_formula_weight 1417.014 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' Br Br -0.2901 2.4595 '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 'P 21/c' _symmetry_Int_Tables_number 14 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall -P2ybc 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 17.6768(9) _cell_length_b 8.9118(4) _cell_length_c 16.3152(8) _cell_angle_alpha 90.00 _cell_angle_beta 114.758(6) _cell_angle_gamma 90.00 _cell_volume 2333.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 2586 _cell_measurement_theta_min 4.1401 _cell_measurement_theta_max 26.1049 _cell_special_details ? _exptl_crystal_size_max 0.2318 _exptl_crystal_size_mid 0.1622 _exptl_crystal_size_min 0.0087 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.01640 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 9.166 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.30350 _exptl_absorpt_correction_T_max 0.92300 _exptl_absorpt_process_details ABSPACK _exptl_special_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist ? ? ? ? _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Enhance (Mo) X-ray Source' _diffrn_source_power 2.00 _diffrn_source_voltage 50 _diffrn_source_current 40 _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation '0.5 mm collimator' _diffrn_measurement_device 'Oxford Diffraction XCalibur' _diffrn_measurement_device_type 'Sapphire CCD detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 15.9809 _kl_diffrn_measurement_scan_angle ? _kl_diffrn_measurement_scan_step_degree ? _kl_diffrn_measurement_scan_time_per_degree ? _kl_diffrn_measurement_detector_distance 50 _diffrn_special_details ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7527 _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_sigmaI/netI 0.1368 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 4.15 _diffrn_reflns_theta_max 24.50 _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 24.50 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 1.648 _refine_diff_density_min -1.233 _refine_diff_density_rms 0.180 _reflns_number_total 3693 _reflns_number_gt 2221 _reflns_threshold_expression >2sigma(I) _reflns_special_details ? _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET) (compiled May 6 2009,17:20:42) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst. 1997, 30, 565 ; _computing_publication_material ? _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^)+(0.0133P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 3693 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0778 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.0614 _refine_ls_wR_factor_gt 0.0575 _refine_ls_goodness_of_fit_ref 0.801 _refine_ls_restrained_S_all 0.801 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _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. ; 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 0.17518(2) 0.52659(4) 0.24166(2) 0.01906(11) Uani 1 1 d . . . Br1 Br 0.14438(6) 0.79728(12) 0.25837(8) 0.0416(3) Uani 1 1 d . . . Br2 Br 0.32750(5) 0.58160(12) 0.33962(7) 0.0367(3) Uani 1 1 d . . . O1 O 0.1208(3) 0.6736(7) 0.0711(4) 0.0316(18) Uani 1 1 d . . . N1 N 0.4220(4) 0.4586(9) -0.0017(4) 0.0278(19) Uani 1 1 d . . . N2 N 0.1805(4) 0.5961(8) 0.1236(5) 0.0247(19) Uani 1 1 d . . . C1 C 0.3628(5) 0.4884(11) 0.0292(6) 0.023(2) Uani 1 1 d . . . C2 C 0.2988(5) 0.5922(10) -0.0169(5) 0.021(2) Uani 1 1 d . . . H2 H 0.2972 0.6402 -0.0696 0.025 Uiso 1 1 calc R . . C3 C 0.2391(5) 0.6251(10) 0.0127(5) 0.019(2) Uani 1 1 d . . . H3 H 0.1962 0.6947 -0.0194 0.023 Uiso 1 1 calc R . . C4 C 0.2416(5) 0.5550(10) 0.0913(6) 0.023(2) Uani 1 1 d . . . C5 C 0.3043(5) 0.4522(10) 0.1368(6) 0.021(2) Uani 1 1 d . . . H5 H 0.3063 0.4062 0.1902 0.025 Uiso 1 1 calc R . . C6 C 0.3624(5) 0.4163(9) 0.1068(5) 0.017(2) Uani 1 1 d . . . H6 H 0.4033 0.3426 0.1377 0.021 Uiso 1 1 calc R . . C7 C 0.4974(5) 0.3692(11) 0.0499(6) 0.036(3) Uani 1 1 d . . . H7A H 0.5023 0.2867 0.0118 0.043 Uiso 1 1 calc R . . H7B H 0.4934 0.3244 0.1034 0.043 Uiso 1 1 calc R . . C8 C 0.4267(5) 0.5304(11) -0.0794(5) 0.029(2) Uani 1 1 d . . . H8A H 0.3758 0.5907 -0.1119 0.034 Uiso 1 1 calc R . . H8B H 0.4299 0.4528 -0.1213 0.034 Uiso 1 1 calc R . . C9 C 0.1047(5) 0.3261(11) 0.1787(6) 0.028(3) Uani 1 1 d . . . C10 C 0.0530(5) 0.4322(11) 0.2011(5) 0.021(2) Uani 1 1 d . . . C11 C 0.0908(5) 0.4435(10) 0.2990(6) 0.024(2) Uani 1 1 d . . . C12 C 0.1647(5) 0.3602(10) 0.3346(6) 0.022(2) Uani 1 1 d . . . C13 C 0.1718(6) 0.2875(10) 0.2584(7) 0.025(2) Uani 1 1 d . . . C14 C 0.0857(5) 0.2705(12) 0.0855(6) 0.040(3) Uani 1 1 d . . . H14A H 0.1366 0.2728 0.0753 0.060 Uiso 1 1 calc R . . H14B H 0.0434 0.3349 0.0411 0.060 Uiso 1 1 calc R . . H14C H 0.0648 0.1673 0.0791 0.060 Uiso 1 1 calc R . . C15 C -0.0271(4) 0.5042(11) 0.1374(5) 0.039(3) Uani 1 1 d . . . H15A H -0.0742 0.4551 0.1433 0.059 Uiso 1 1 calc R . . H15B H -0.0329 0.4933 0.0752 0.059 Uiso 1 1 calc R . . H15C H -0.0264 0.6109 0.1520 0.059 Uiso 1 1 calc R . . C16 C 0.0542(5) 0.5334(11) 0.3519(6) 0.039(3) Uani 1 1 d . . . H16A H 0.0098 0.4755 0.3580 0.059 Uiso 1 1 calc R . . H16B H 0.0313 0.6275 0.3201 0.059 Uiso 1 1 calc R . . H16C H 0.0978 0.5556 0.4119 0.059 Uiso 1 1 calc R . . C17 C 0.2200(5) 0.3364(11) 0.4323(6) 0.040(3) Uani 1 1 d . . . H17A H 0.2234 0.4295 0.4657 0.060 Uiso 1 1 calc R . . H17B H 0.2758 0.3079 0.4390 0.060 Uiso 1 1 calc R . . H17C H 0.1970 0.2564 0.4563 0.060 Uiso 1 1 calc R . . C18 C 0.2410(6) 0.1756(10) 0.2689(7) 0.051(3) Uani 1 1 d . . . H18A H 0.2335 0.0838 0.2977 0.076 Uiso 1 1 calc R . . H18B H 0.2953 0.2201 0.3063 0.076 Uiso 1 1 calc R . . H18C H 0.2386 0.1512 0.2092 0.076 Uiso 1 1 calc R . . O2 O 0.4780(4) 0.1906(8) 0.2906(5) 0.048(2) Uani 1 1 d . . . N3 N 0.5833(5) 0.3580(10) 0.3394(5) 0.030(2) Uani 1 1 d . . . C19 C 0.5519(6) 0.4484(12) 0.3921(7) 0.051(3) Uani 1 1 d . . . H19A H 0.4934 0.4230 0.3758 0.077 Uiso 1 1 calc R . . H19B H 0.5563 0.5549 0.3798 0.077 Uiso 1 1 calc R . . H19C H 0.5848 0.4285 0.4565 0.077 Uiso 1 1 calc R . . C20 C 0.6594(5) 0.4132(11) 0.3347(7) 0.050(3) Uani 1 1 d . . . H20A H 0.6720 0.3515 0.2923 0.075 Uiso 1 1 calc R . . H20B H 0.7058 0.4075 0.3947 0.075 Uiso 1 1 calc R . . H20C H 0.6514 0.5177 0.3140 0.075 Uiso 1 1 calc R . . C21 C 0.5421(7) 0.2382(13) 0.2928(7) 0.045(3) Uani 1 1 d . . . H21 H 0.5659 0.1862 0.2584 0.054 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 0.01861(18) 0.0183(2) 0.02104(19) -0.0012(2) 0.00904(13) -0.0019(2) Br1 0.0471(7) 0.0287(8) 0.0488(7) -0.0045(6) 0.0199(6) 0.0036(5) Br2 0.0287(6) 0.0437(8) 0.0357(6) -0.0060(6) 0.0116(5) -0.0065(5) O1 0.014(4) 0.051(5) 0.028(4) 0.012(4) 0.008(3) 0.013(3) N1 0.024(4) 0.037(5) 0.024(4) 0.010(5) 0.012(3) 0.007(4) N2 0.021(4) 0.017(5) 0.030(5) -0.002(4) 0.004(4) -0.006(4) C1 0.015(5) 0.027(7) 0.026(5) -0.006(5) 0.007(4) -0.011(5) C2 0.028(5) 0.024(6) 0.011(5) 0.007(5) 0.009(4) 0.000(5) C3 0.014(5) 0.021(7) 0.018(5) 0.004(5) 0.003(4) -0.002(4) C4 0.026(5) 0.025(7) 0.030(6) -0.006(5) 0.022(4) -0.004(5) C5 0.015(5) 0.019(6) 0.028(5) 0.003(5) 0.009(4) -0.010(5) C6 0.016(5) 0.013(6) 0.018(5) 0.002(4) 0.003(4) 0.004(4) C7 0.040(6) 0.038(8) 0.042(7) 0.031(6) 0.029(5) 0.024(6) C8 0.028(5) 0.040(7) 0.020(5) 0.009(6) 0.012(4) 0.012(5) C9 0.025(6) 0.029(7) 0.029(6) 0.000(6) 0.012(5) -0.011(5) C10 0.016(5) 0.044(8) 0.002(4) 0.009(5) 0.000(4) -0.003(5) C11 0.025(5) 0.024(7) 0.029(6) -0.012(5) 0.016(4) -0.017(5) C12 0.017(5) 0.022(6) 0.027(6) 0.005(5) 0.010(4) -0.005(4) C13 0.041(6) 0.013(6) 0.035(7) 0.000(5) 0.029(5) 0.009(5) C14 0.035(6) 0.048(8) 0.039(7) -0.025(6) 0.017(5) -0.027(5) C15 0.015(5) 0.058(9) 0.033(6) 0.019(6) -0.002(4) -0.002(5) C16 0.044(6) 0.052(8) 0.036(6) -0.013(6) 0.029(5) -0.021(6) C17 0.040(6) 0.044(8) 0.032(7) 0.003(6) 0.011(5) -0.001(5) C18 0.083(9) 0.010(7) 0.089(10) 0.010(7) 0.066(8) 0.010(6) O2 0.041(5) 0.034(5) 0.063(5) -0.004(4) 0.018(4) -0.015(4) N3 0.034(5) 0.025(6) 0.032(5) 0.008(5) 0.015(4) 0.004(4) C19 0.077(8) 0.047(8) 0.050(7) 0.003(7) 0.045(6) -0.006(7) C20 0.034(6) 0.040(8) 0.067(8) 0.007(7) 0.012(6) 0.005(6) C21 0.072(9) 0.035(9) 0.029(7) -0.002(7) 0.023(7) 0.007(7) 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 N2 2.064(7) . ? Ir1 C10 2.148(8) . ? Ir1 C13 2.153(9) . ? Ir1 C9 2.174(9) . ? Ir1 C12 2.183(8) . ? Ir1 C11 2.194(7) . ? Ir1 Br1 2.5129(11) . ? Ir1 Br2 2.5378(10) . ? O1 N2 1.252(8) . ? N1 C1 1.366(9) . ? N1 C8 1.454(9) . ? N1 C7 1.476(10) . ? N2 C4 1.432(9) . ? C1 C2 1.411(11) . ? C1 C6 1.422(10) . ? C2 C3 1.363(9) . ? C2 H2 0.9500 . ? C3 C4 1.411(10) . ? C3 H3 0.9500 . ? C4 C5 1.389(11) . ? C5 C6 1.348(9) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.514(11) 3_665 ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C7 1.514(11) 3_665 ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C13 1.387(12) . ? C9 C10 1.464(11) . ? C9 C14 1.498(11) . ? C10 C11 1.454(10) . ? C10 C15 1.505(10) . ? C11 C12 1.399(11) . ? C11 C16 1.507(11) . ? C12 C13 1.452(11) . ? C12 C17 1.496(11) . ? C13 C18 1.532(11) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? O2 C21 1.196(11) . ? N3 C21 1.336(12) . ? N3 C19 1.448(10) . ? N3 C20 1.464(10) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ir1 C10 105.3(3) . . ? N2 Ir1 C13 115.5(3) . . ? C10 Ir1 C13 64.7(3) . . ? N2 Ir1 C9 92.7(3) . . ? C10 Ir1 C9 39.6(3) . . ? C13 Ir1 C9 37.4(3) . . ? N2 Ir1 C12 154.5(3) . . ? C10 Ir1 C12 65.2(3) . . ? C13 Ir1 C12 39.1(3) . . ? C9 Ir1 C12 64.6(3) . . ? N2 Ir1 C11 143.6(3) . . ? C10 Ir1 C11 39.1(3) . . ? C13 Ir1 C11 63.3(3) . . ? C9 Ir1 C11 64.3(3) . . ? C12 Ir1 C11 37.3(3) . . ? N2 Ir1 Br1 84.8(2) . . ? C10 Ir1 Br1 100.0(3) . . ? C13 Ir1 Br1 156.6(2) . . ? C9 Ir1 Br1 137.1(3) . . ? C12 Ir1 Br1 119.4(2) . . ? C11 Ir1 Br1 93.5(2) . . ? N2 Ir1 Br2 94.50(18) . . ? C10 Ir1 Br2 159.1(2) . . ? C13 Ir1 Br2 101.0(3) . . ? C9 Ir1 Br2 134.7(3) . . ? C12 Ir1 Br2 94.0(2) . . ? C11 Ir1 Br2 121.9(2) . . ? Br1 Ir1 Br2 88.12(4) . . ? C1 N1 C8 124.7(7) . . ? C1 N1 C7 122.9(7) . . ? C8 N1 C7 111.5(6) . . ? O1 N2 C4 116.1(7) . . ? O1 N2 Ir1 116.7(5) . . ? C4 N2 Ir1 127.0(6) . . ? N1 C1 C2 119.9(7) . . ? N1 C1 C6 122.1(8) . . ? C2 C1 C6 118.0(7) . . ? C3 C2 C1 121.2(8) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C2 C3 C4 119.6(8) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 119.4(7) . . ? C5 C4 N2 121.9(8) . . ? C3 C4 N2 118.7(8) . . ? C6 C5 C4 121.5(8) . . ? C6 C5 H5 119.3 . . ? C4 C5 H5 119.3 . . ? C5 C6 C1 120.3(8) . . ? C5 C6 H6 119.9 . . ? C1 C6 H6 119.9 . . ? N1 C7 C8 109.3(8) . 3_665 ? N1 C7 H7A 109.8 . . ? C8 C7 H7A 109.8 3_665 . ? N1 C7 H7B 109.8 . . ? C8 C7 H7B 109.8 3_665 . ? H7A C7 H7B 108.3 . . ? N1 C8 C7 110.5(7) . 3_665 ? N1 C8 H8A 109.6 . . ? C7 C8 H8A 109.6 3_665 . ? N1 C8 H8B 109.6 . . ? C7 C8 H8B 109.6 3_665 . ? H8A C8 H8B 108.1 . . ? C13 C9 C10 107.7(8) . . ? C13 C9 C14 127.6(9) . . ? C10 C9 C14 124.7(8) . . ? C13 C9 Ir1 70.5(5) . . ? C10 C9 Ir1 69.2(5) . . ? C14 C9 Ir1 126.3(6) . . ? C11 C10 C9 105.7(7) . . ? C11 C10 C15 126.6(8) . . ? C9 C10 C15 127.5(8) . . ? C11 C10 Ir1 72.2(4) . . ? C9 C10 Ir1 71.2(5) . . ? C15 C10 Ir1 125.4(6) . . ? C12 C11 C10 109.8(7) . . ? C12 C11 C16 126.4(8) . . ? C10 C11 C16 123.7(8) . . ? C12 C11 Ir1 70.9(4) . . ? C10 C11 Ir1 68.7(4) . . ? C16 C11 Ir1 126.6(6) . . ? C11 C12 C13 106.4(8) . . ? C11 C12 C17 126.7(8) . . ? C13 C12 C17 126.6(8) . . ? C11 C12 Ir1 71.8(5) . . ? C13 C12 Ir1 69.3(5) . . ? C17 C12 Ir1 129.0(6) . . ? C9 C13 C12 110.2(8) . . ? C9 C13 C18 126.5(9) . . ? C12 C13 C18 123.2(9) . . ? C9 C13 Ir1 72.1(5) . . ? C12 C13 Ir1 71.6(5) . . ? C18 C13 Ir1 126.5(6) . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C21 N3 C19 122.0(8) . . ? C21 N3 C20 122.2(9) . . ? C19 N3 C20 115.7(8) . . ? N3 C19 H19A 109.5 . . ? N3 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N3 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N3 C20 H20A 109.5 . . ? N3 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N3 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O2 C21 N3 125.7(10) . . ? O2 C21 H21 117.1 . . ? N3 C21 H21 117.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 Ir1 N2 O1 49.2(7) . . . . ? C13 Ir1 N2 O1 118.1(6) . . . . ? C9 Ir1 N2 O1 87.3(6) . . . . ? C12 Ir1 N2 O1 113.2(8) . . . . ? C11 Ir1 N2 O1 39.0(9) . . . . ? Br1 Ir1 N2 O1 -49.8(6) . . . . ? Br2 Ir1 N2 O1 -137.5(6) . . . . ? C10 Ir1 N2 C4 -125.1(7) . . . . ? C13 Ir1 N2 C4 -56.2(7) . . . . ? C9 Ir1 N2 C4 -87.0(7) . . . . ? C12 Ir1 N2 C4 -61.0(10) . . . . ? C11 Ir1 N2 C4 -135.2(7) . . . . ? Br1 Ir1 N2 C4 135.9(7) . . . . ? Br2 Ir1 N2 C4 48.2(7) . . . . ? C8 N1 C1 C2 2.0(13) . . . . ? C7 N1 C1 C2 170.7(8) . . . . ? C8 N1 C1 C6 -178.8(8) . . . . ? C7 N1 C1 C6 -10.1(13) . . . . ? N1 C1 C2 C3 -179.5(8) . . . . ? C6 C1 C2 C3 1.3(12) . . . . ? C1 C2 C3 C4 0.5(13) . . . . ? C2 C3 C4 C5 -0.7(13) . . . . ? C2 C3 C4 N2 177.2(8) . . . . ? O1 N2 C4 C5 -170.7(8) . . . . ? Ir1 N2 C4 C5 3.6(12) . . . . ? O1 N2 C4 C3 11.4(11) . . . . ? Ir1 N2 C4 C3 -174.3(6) . . . . ? C3 C4 C5 C6 -0.9(13) . . . . ? N2 C4 C5 C6 -178.7(7) . . . . ? C4 C5 C6 C1 2.7(13) . . . . ? N1 C1 C6 C5 178.0(8) . . . . ? C2 C1 C6 C5 -2.8(12) . . . . ? C1 N1 C7 C8 -112.4(9) . . . 3_665 ? C8 N1 C7 C8 57.6(10) . . . 3_665 ? C1 N1 C8 C7 111.6(9) . . . 3_665 ? C7 N1 C8 C7 -58.3(11) . . . 3_665 ? N2 Ir1 C9 C13 130.4(5) . . . . ? C10 Ir1 C9 C13 -118.7(7) . . . . ? C12 Ir1 C9 C13 -37.5(5) . . . . ? C11 Ir1 C9 C13 -79.0(5) . . . . ? Br1 Ir1 C9 C13 -144.3(4) . . . . ? Br2 Ir1 C9 C13 31.4(7) . . . . ? N2 Ir1 C9 C10 -110.9(5) . . . . ? C13 Ir1 C9 C10 118.7(7) . . . . ? C12 Ir1 C9 C10 81.1(5) . . . . ? C11 Ir1 C9 C10 39.7(5) . . . . ? Br1 Ir1 C9 C10 -25.6(6) . . . . ? Br2 Ir1 C9 C10 150.1(3) . . . . ? N2 Ir1 C9 C14 7.6(8) . . . . ? C10 Ir1 C9 C14 118.5(10) . . . . ? C13 Ir1 C9 C14 -122.9(10) . . . . ? C12 Ir1 C9 C14 -160.4(9) . . . . ? C11 Ir1 C9 C14 158.1(9) . . . . ? Br1 Ir1 C9 C14 92.9(8) . . . . ? Br2 Ir1 C9 C14 -91.5(8) . . . . ? C13 C9 C10 C11 -4.1(10) . . . . ? C14 C9 C10 C11 175.1(8) . . . . ? Ir1 C9 C10 C11 -64.4(6) . . . . ? C13 C9 C10 C15 -179.1(8) . . . . ? C14 C9 C10 C15 0.1(14) . . . . ? Ir1 C9 C10 C15 120.7(9) . . . . ? C13 C9 C10 Ir1 60.2(6) . . . . ? C14 C9 C10 Ir1 -120.5(9) . . . . ? N2 Ir1 C10 C11 -170.5(5) . . . . ? C13 Ir1 C10 C11 78.1(6) . . . . ? C9 Ir1 C10 C11 114.2(7) . . . . ? C12 Ir1 C10 C11 34.7(5) . . . . ? Br1 Ir1 C10 C11 -83.2(5) . . . . ? Br2 Ir1 C10 C11 28.6(10) . . . . ? N2 Ir1 C10 C9 75.3(5) . . . . ? C13 Ir1 C10 C9 -36.1(5) . . . . ? C12 Ir1 C10 C9 -79.5(5) . . . . ? C11 Ir1 C10 C9 -114.2(7) . . . . ? Br1 Ir1 C10 C9 162.6(4) . . . . ? Br2 Ir1 C10 C9 -85.6(8) . . . . ? N2 Ir1 C10 C15 -47.8(8) . . . . ? C13 Ir1 C10 C15 -159.2(8) . . . . ? C9 Ir1 C10 C15 -123.1(9) . . . . ? C12 Ir1 C10 C15 157.4(8) . . . . ? C11 Ir1 C10 C15 122.7(10) . . . . ? Br1 Ir1 C10 C15 39.5(7) . . . . ? Br2 Ir1 C10 C15 151.2(5) . . . . ? C9 C10 C11 C12 4.6(10) . . . . ? C15 C10 C11 C12 179.6(8) . . . . ? Ir1 C10 C11 C12 -59.2(6) . . . . ? C9 C10 C11 C16 -175.7(8) . . . . ? C15 C10 C11 C16 -0.7(14) . . . . ? Ir1 C10 C11 C16 120.6(8) . . . . ? C9 C10 C11 Ir1 63.7(6) . . . . ? C15 C10 C11 Ir1 -121.3(9) . . . . ? N2 Ir1 C11 C12 136.9(6) . . . . ? C10 Ir1 C11 C12 121.3(8) . . . . ? C13 Ir1 C11 C12 39.3(5) . . . . ? C9 Ir1 C11 C12 81.1(6) . . . . ? Br1 Ir1 C11 C12 -137.1(5) . . . . ? Br2 Ir1 C11 C12 -47.1(6) . . . . ? N2 Ir1 C11 C10 15.6(8) . . . . ? C13 Ir1 C11 C10 -82.0(6) . . . . ? C9 Ir1 C11 C10 -40.1(5) . . . . ? C12 Ir1 C11 C10 -121.3(8) . . . . ? Br1 Ir1 C11 C10 101.6(5) . . . . ? Br2 Ir1 C11 C10 -168.4(4) . . . . ? N2 Ir1 C11 C16 -101.4(8) . . . . ? C10 Ir1 C11 C16 -117.0(10) . . . . ? C13 Ir1 C11 C16 161.1(9) . . . . ? C9 Ir1 C11 C16 -157.1(9) . . . . ? C12 Ir1 C11 C16 121.8(10) . . . . ? Br1 Ir1 C11 C16 -15.3(7) . . . . ? Br2 Ir1 C11 C16 74.6(8) . . . . ? C10 C11 C12 C13 -3.2(10) . . . . ? C16 C11 C12 C13 177.1(8) . . . . ? Ir1 C11 C12 C13 -61.0(6) . . . . ? C10 C11 C12 C17 -176.7(8) . . . . ? C16 C11 C12 C17 3.6(15) . . . . ? Ir1 C11 C12 C17 125.5(9) . . . . ? C10 C11 C12 Ir1 57.8(6) . . . . ? C16 C11 C12 Ir1 -121.9(9) . . . . ? N2 Ir1 C12 C11 -109.3(7) . . . . ? C10 Ir1 C12 C11 -36.4(5) . . . . ? C13 Ir1 C12 C11 -116.2(7) . . . . ? C9 Ir1 C12 C11 -80.3(5) . . . . ? Br1 Ir1 C12 C11 51.3(5) . . . . ? Br2 Ir1 C12 C11 141.4(5) . . . . ? N2 Ir1 C12 C13 6.9(10) . . . . ? C10 Ir1 C12 C13 79.8(5) . . . . ? C9 Ir1 C12 C13 35.9(5) . . . . ? C11 Ir1 C12 C13 116.2(7) . . . . ? Br1 Ir1 C12 C13 167.5(4) . . . . ? Br2 Ir1 C12 C13 -102.4(5) . . . . ? N2 Ir1 C12 C17 127.9(8) . . . . ? C10 Ir1 C12 C17 -159.3(9) . . . . ? C13 Ir1 C12 C17 121.0(10) . . . . ? C9 Ir1 C12 C17 156.8(9) . . . . ? C11 Ir1 C12 C17 -122.8(10) . . . . ? Br1 Ir1 C12 C17 -71.6(8) . . . . ? Br2 Ir1 C12 C17 18.5(8) . . . . ? C10 C9 C13 C12 2.3(11) . . . . ? C14 C9 C13 C12 -176.9(8) . . . . ? Ir1 C9 C13 C12 61.8(6) . . . . ? C10 C9 C13 C18 177.9(8) . . . . ? C14 C9 C13 C18 -1.3(16) . . . . ? Ir1 C9 C13 C18 -122.6(9) . . . . ? C10 C9 C13 Ir1 -59.5(6) . . . . ? C14 C9 C13 Ir1 121.3(9) . . . . ? C11 C12 C13 C9 0.5(10) . . . . ? C17 C12 C13 C9 174.0(8) . . . . ? Ir1 C12 C13 C9 -62.2(7) . . . . ? C11 C12 C13 C18 -175.2(8) . . . . ? C17 C12 C13 C18 -1.7(14) . . . . ? Ir1 C12 C13 C18 122.1(8) . . . . ? C11 C12 C13 Ir1 62.7(6) . . . . ? C17 C12 C13 Ir1 -123.8(9) . . . . ? N2 Ir1 C13 C9 -57.4(6) . . . . ? C10 Ir1 C13 C9 38.2(5) . . . . ? C12 Ir1 C13 C9 119.3(7) . . . . ? C11 Ir1 C13 C9 81.9(5) . . . . ? Br1 Ir1 C13 C9 90.9(8) . . . . ? Br2 Ir1 C13 C9 -157.8(5) . . . . ? N2 Ir1 C13 C12 -176.7(5) . . . . ? C10 Ir1 C13 C12 -81.1(5) . . . . ? C9 Ir1 C13 C12 -119.3(7) . . . . ? C11 Ir1 C13 C12 -37.4(4) . . . . ? Br1 Ir1 C13 C12 -28.4(10) . . . . ? Br2 Ir1 C13 C12 82.9(5) . . . . ? N2 Ir1 C13 C18 65.2(9) . . . . ? C10 Ir1 C13 C18 160.8(9) . . . . ? C9 Ir1 C13 C18 122.6(11) . . . . ? C12 Ir1 C13 C18 -118.1(11) . . . . ? C11 Ir1 C13 C18 -155.5(10) . . . . ? Br1 Ir1 C13 C18 -146.5(6) . . . . ? Br2 Ir1 C13 C18 -35.2(8) . . . . ? C19 N3 C21 O2 -1.8(16) . . . . ? C20 N3 C21 O2 -176.8(9) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A ? ? ? ? ? ? ? ? _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. ; #===END data_7c_CCDC-000000 _database_code_depnum_ccdc_archive 'CCDC 838213' #TrackingRef 'Dalton Transaction - data (without CCDC).cif' # CCDC: 000000 # Messcode: nn458 _audit_author_name 'S. Wirth, P. Mayer' _audit_block_code ? _audit_creation_method SHELXL-97 _audit_creation_date 20-Oct-09 _chemical_name_systematic ; [my2-(1,4-bis(4-nitrosophenyl)piperazin-N,N)bis ((eta5-pentamethyl-cyclopentadienyl)-diiodido-iridium(III))] ; _chemical_name_common ? _chemical_formula_moiety 'C36 H46 I4 Ir2 N4 O2, C H2 Cl2' _chemical_formula_sum 'C37 H48 Cl2 I4 Ir2 N4 O2' _chemical_compound_source ? _chemical_properties_physical moisture-sensitive _exptl_crystal_recrystallization_method 'slow isothermic diffusion of n-pentane into a nearly saturated solution in DCM' _chemical_melting_point ? _exptl_crystal_description rod _exptl_crystal_colour black _diffrn_ambient_temperature 200(2) _chemical_formula_weight 1543.760 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' I I -0.4742 1.8119 '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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_Int_Tables_number 15 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall -C2yc 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 27.9917(12) _cell_length_b 11.4311(8) _cell_length_c 14.4137(8) _cell_angle_alpha 90.00 _cell_angle_beta 101.264(3) _cell_angle_gamma 90.00 _cell_volume 4523.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 7643 _cell_measurement_theta_min 3.134 _cell_measurement_theta_max 25.350 _cell_special_details ? _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.2670 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2856 _exptl_absorpt_coefficient_mu 8.761 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7026 _exptl_absorpt_correction_T_max 0.9170 _exptl_absorpt_process_details ; Sheldrick, G.M. SADABS. Version 2. Multi-Scan Absorption Correction. University of Goettingen, Germany, 2001 ; _exptl_special_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.005000 0 -1 0 0.005000 1 0 0 0.030000 -1 0 0 0.001000 -1 0 3 0.078000 1 0 -4 0.065000 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'rotating anode X-ray tube' _diffrn_source_type ? _diffrn_source_power 3.025 _diffrn_source_voltage 55.00 _diffrn_source_current 55.00 _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation 0.25 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images; thick slices' _diffrn_detector_area_resol_mean 9 _kl_diffrn_measurement_scan_angle phi/omega-scan _kl_diffrn_measurement_scan_step_degree 2.0 _kl_diffrn_measurement_scan_time_per_degree 60 _kl_diffrn_measurement_detector_distance 30 _diffrn_special_details ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28982 _diffrn_reflns_av_R_equivalents 0.0969 _diffrn_reflns_av_sigmaI/netI 0.0613 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.35 _diffrn_reflns_theta_max 25.37 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.37 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.707 _refine_diff_density_min -0.632 _refine_diff_density_rms 0.161 _reflns_number_total 4118 _reflns_number_gt 3095 _reflns_threshold_expression >2sigma(I) _reflns_special_details ? _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst. 1997, 30, 565 ; _computing_publication_material ? _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^)+(0.0248P)^2^+3.0807P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 4118 _refine_ls_number_parameters 222 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0643 _refine_ls_R_factor_gt 0.0394 _refine_ls_wR_factor_ref 0.0779 _refine_ls_wR_factor_gt 0.0713 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _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. During the structure refinement, the highly disordered atoms of a CH2Cl2 solvent molecule were observed but could not be modelled satisfactorily. The SQUEEZE routine in PLATON was used to modify the HKL file and the solvent equated to four molecules of CH2Cl2 per unit cell, which has been treated as diffuse contribution to the overall scattering without specific atom positions ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.000 0.076 269 67 ' ' 2 0.000 0.500 0.771 269 67 ' ' _platon_squeeze_details ; The unit cell contains 4 additional molecules (1 per asymmetric unit) of CH2Cl2 which have been treated as diffuse contribution to the overall scattering without specific atom positions by SQUEEZE/PLATON. ; 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 -0.158781(10) 0.73187(3) -0.28016(2) 0.03246(11) Uani 1 1 d . . . I1 I -0.127876(17) 0.76102(5) -0.44574(3) 0.04320(16) Uani 1 1 d . . . I2 I -0.180050(18) 0.96328(5) -0.28117(4) 0.04600(17) Uani 1 1 d . . . O1 O -0.05544(18) 0.7018(5) -0.2489(4) 0.0487(15) Uani 1 1 d . . . N1 N -0.0165(2) 0.9253(6) 0.1493(4) 0.0419(17) Uani 1 1 d . . . N2 N -0.0869(2) 0.7506(5) -0.2116(4) 0.0333(15) Uani 1 1 d . . . C1 C -0.0347(3) 0.8889(7) 0.0603(5) 0.041(2) Uani 1 1 d . . . C2 C -0.0028(2) 0.8362(7) 0.0061(5) 0.042(2) Uani 1 1 d . . . H2 H 0.0311 0.8307 0.0321 0.050 Uiso 1 1 calc R . . C3 C -0.0201(3) 0.7944(7) -0.0813(5) 0.0376(19) Uani 1 1 d . . . H3 H 0.0022 0.7617 -0.1162 0.045 Uiso 1 1 calc R . . C4 C -0.0696(2) 0.7973(7) -0.1225(5) 0.0358(19) Uani 1 1 d . . . C5 C -0.1012(3) 0.8518(7) -0.0714(5) 0.040(2) Uani 1 1 d . . . H5 H -0.1349 0.8579 -0.0987 0.047 Uiso 1 1 calc R . . C6 C -0.0842(3) 0.8967(7) 0.0181(5) 0.0400(19) Uani 1 1 d . . . H6 H -0.1063 0.9332 0.0514 0.048 Uiso 1 1 calc R . . C7 C -0.0468(3) 0.9758(8) 0.2124(5) 0.044(2) Uani 1 1 d . . . H7A H -0.0817 0.9661 0.1835 0.053 Uiso 1 1 calc R . . H7B H -0.0400 1.0605 0.2208 0.053 Uiso 1 1 calc R . . C8 C 0.0360(2) 0.9152(7) 0.1924(5) 0.0397(19) Uani 1 1 d . . . H8A H 0.0557 0.9511 0.1498 0.048 Uiso 1 1 calc R . . H8B H 0.0450 0.8316 0.2003 0.048 Uiso 1 1 calc R . . C9 C -0.1685(3) 0.5813(7) -0.1929(5) 0.040(2) Uani 1 1 d . . . C10 C -0.1742(2) 0.5466(7) -0.2899(4) 0.0305(17) Uani 1 1 d . . . C11 C -0.2166(2) 0.6053(7) -0.3427(5) 0.0341(18) Uani 1 1 d . . . C12 C -0.2353(2) 0.6806(7) -0.2804(5) 0.0353(18) Uani 1 1 d . . . C13 C -0.2058(3) 0.6658(7) -0.1869(5) 0.0388(19) Uani 1 1 d . . . C14 C -0.1307(3) 0.5336(8) -0.1115(6) 0.053(2) Uani 1 1 d . . . H14A H -0.1445 0.4675 -0.0825 0.079 Uiso 1 1 calc R . . H14B H -0.1212 0.5952 -0.0642 0.079 Uiso 1 1 calc R . . H14C H -0.1020 0.5074 -0.1354 0.079 Uiso 1 1 calc R . . C15 C -0.1447(3) 0.4541(7) -0.3285(6) 0.051(2) Uani 1 1 d . . . H15A H -0.1152 0.4368 -0.2814 0.076 Uiso 1 1 calc R . . H15B H -0.1355 0.4829 -0.3866 0.076 Uiso 1 1 calc R . . H15C H -0.1642 0.3828 -0.3423 0.076 Uiso 1 1 calc R . . C16 C -0.2386(3) 0.5832(7) -0.4440(5) 0.042(2) Uani 1 1 d . . . H16A H -0.2628 0.5205 -0.4482 0.063 Uiso 1 1 calc R . . H16B H -0.2130 0.5597 -0.4780 0.063 Uiso 1 1 calc R . . H16C H -0.2544 0.6547 -0.4724 0.063 Uiso 1 1 calc R . . C17 C -0.2796(3) 0.7549(8) -0.3038(6) 0.050(2) Uani 1 1 d . . . H17A H -0.2859 0.7741 -0.3714 0.074 Uiso 1 1 calc R . . H17B H -0.2746 0.8272 -0.2666 0.074 Uiso 1 1 calc R . . H17C H -0.3076 0.7124 -0.2888 0.074 Uiso 1 1 calc R . . C18 C -0.2177(3) 0.7176(8) -0.0976(5) 0.051(2) Uani 1 1 d . . . H18A H -0.2263 0.8003 -0.1083 0.076 Uiso 1 1 calc R . . H18B H -0.1892 0.7110 -0.0461 0.076 Uiso 1 1 calc R . . H18C H -0.2451 0.6753 -0.0805 0.076 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 0.03032(16) 0.0390(2) 0.02815(16) -0.00187(14) 0.00595(12) -0.00177(13) I1 0.0396(3) 0.0596(4) 0.0315(3) -0.0013(2) 0.0096(2) -0.0092(2) I2 0.0403(3) 0.0409(4) 0.0553(4) -0.0017(3) 0.0054(2) 0.0029(2) O1 0.039(3) 0.067(4) 0.039(3) -0.011(3) 0.004(3) 0.012(3) N1 0.037(3) 0.047(5) 0.037(4) -0.006(3) -0.002(3) 0.004(3) N2 0.030(3) 0.037(4) 0.034(3) -0.001(3) 0.010(3) 0.006(3) C1 0.041(4) 0.042(5) 0.036(5) -0.008(4) 0.000(4) 0.004(4) C2 0.023(4) 0.057(6) 0.043(5) -0.007(4) 0.002(4) 0.007(4) C3 0.032(4) 0.045(5) 0.036(4) -0.006(4) 0.007(3) 0.004(4) C4 0.028(4) 0.042(5) 0.037(4) -0.003(4) 0.005(3) 0.005(3) C5 0.033(4) 0.050(6) 0.036(5) -0.003(4) 0.007(4) 0.001(4) C6 0.036(4) 0.045(5) 0.039(5) -0.002(4) 0.006(3) 0.012(4) C7 0.043(4) 0.053(6) 0.035(4) -0.012(4) 0.003(4) 0.016(4) C8 0.039(4) 0.041(5) 0.036(5) 0.001(4) 0.000(3) 0.001(4) C9 0.036(4) 0.051(6) 0.033(5) 0.007(4) 0.007(3) -0.002(4) C10 0.029(4) 0.043(5) 0.022(4) 0.008(3) 0.012(3) -0.007(3) C11 0.031(4) 0.036(5) 0.035(4) -0.001(4) 0.007(3) -0.013(3) C12 0.025(4) 0.037(5) 0.043(5) 0.004(4) 0.007(3) -0.008(3) C13 0.036(4) 0.047(6) 0.036(4) -0.001(4) 0.014(4) -0.014(4) C14 0.051(5) 0.056(6) 0.052(5) 0.012(5) 0.012(4) 0.007(4) C15 0.064(5) 0.036(5) 0.054(5) -0.003(4) 0.021(5) 0.003(4) C16 0.043(4) 0.046(6) 0.036(5) -0.006(4) 0.007(4) -0.009(4) C17 0.034(4) 0.065(7) 0.051(5) 0.002(5) 0.013(4) -0.006(4) C18 0.063(5) 0.061(6) 0.034(5) -0.006(4) 0.023(4) -0.006(5) 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 N2 2.072(6) . ? Ir1 C10 2.161(8) . ? Ir1 C9 2.180(8) . ? Ir1 C13 2.192(7) . ? Ir1 C12 2.220(7) . ? Ir1 C11 2.225(7) . ? Ir1 I2 2.7109(7) . ? Ir1 I1 2.7132(6) . ? O1 N2 1.250(7) . ? N1 C1 1.351(9) . ? N1 C7 1.476(9) . ? N1 C8 1.483(9) . ? N2 C4 1.387(9) . ? C1 C6 1.402(10) . ? C1 C2 1.431(10) . ? C2 C3 1.345(10) . ? C2 H2 0.9500 . ? C3 C4 1.397(9) . ? C3 H3 0.9500 . ? C4 C5 1.404(10) . ? C5 C6 1.383(10) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.515(10) 2 ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C7 1.515(10) 2 ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.432(10) . ? C9 C13 1.438(11) . ? C9 C14 1.519(10) . ? C10 C11 1.443(10) . ? C10 C15 1.513(11) . ? C11 C12 1.416(10) . ? C11 C16 1.491(9) . ? C12 C13 1.447(10) . ? C12 C17 1.487(11) . ? C13 C18 1.510(10) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ir1 C10 107.2(2) . . ? N2 Ir1 C9 91.5(2) . . ? C10 Ir1 C9 38.5(3) . . ? N2 Ir1 C13 112.7(3) . . ? C10 Ir1 C13 64.3(3) . . ? C9 Ir1 C13 38.4(3) . . ? N2 Ir1 C12 151.0(3) . . ? C10 Ir1 C12 63.9(3) . . ? C9 Ir1 C12 64.1(3) . . ? C13 Ir1 C12 38.3(3) . . ? N2 Ir1 C11 145.3(3) . . ? C10 Ir1 C11 38.4(3) . . ? C9 Ir1 C11 63.8(3) . . ? C13 Ir1 C11 63.2(3) . . ? C12 Ir1 C11 37.2(3) . . ? N2 Ir1 I2 95.36(17) . . ? C10 Ir1 I2 156.23(17) . . ? C9 Ir1 I2 136.2(2) . . ? C13 Ir1 I2 100.5(2) . . ? C12 Ir1 I2 92.7(2) . . ? C11 Ir1 I2 119.4(2) . . ? N2 Ir1 I1 87.73(16) . . ? C10 Ir1 I1 99.06(17) . . ? C9 Ir1 I1 134.6(2) . . ? C13 Ir1 I1 156.2(2) . . ? C12 Ir1 I1 120.3(2) . . ? C11 Ir1 I1 93.14(19) . . ? I2 Ir1 I1 89.019(19) . . ? C1 N1 C7 123.3(6) . . ? C1 N1 C8 122.2(6) . . ? C7 N1 C8 114.5(6) . . ? O1 N2 C4 114.9(5) . . ? O1 N2 Ir1 116.7(4) . . ? C4 N2 Ir1 127.8(5) . . ? N1 C1 C6 123.4(7) . . ? N1 C1 C2 119.2(6) . . ? C6 C1 C2 117.4(7) . . ? C3 C2 C1 120.7(7) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C2 C3 C4 122.4(7) . . ? C2 C3 H3 118.8 . . ? C4 C3 H3 118.8 . . ? N2 C4 C3 121.5(6) . . ? N2 C4 C5 120.9(6) . . ? C3 C4 C5 117.5(7) . . ? C6 C5 C4 121.1(7) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C1 120.8(7) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? N1 C7 C8 110.0(6) . 2 ? N1 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 2 . ? N1 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 2 . ? H7A C7 H7B 108.2 . . ? N1 C8 C7 110.5(6) . 2 ? N1 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 2 . ? N1 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 2 . ? H8A C8 H8B 108.1 . . ? C10 C9 C13 107.5(6) . . ? C10 C9 C14 125.6(7) . . ? C13 C9 C14 126.8(7) . . ? C10 C9 Ir1 70.0(4) . . ? C13 C9 Ir1 71.3(4) . . ? C14 C9 Ir1 125.6(5) . . ? C9 C10 C11 108.0(6) . . ? C9 C10 C15 126.0(7) . . ? C11 C10 C15 125.6(6) . . ? C9 C10 Ir1 71.4(5) . . ? C11 C10 Ir1 73.2(4) . . ? C15 C10 Ir1 126.3(5) . . ? C12 C11 C10 108.4(6) . . ? C12 C11 C16 126.2(7) . . ? C10 C11 C16 125.2(7) . . ? C12 C11 Ir1 71.2(4) . . ? C10 C11 Ir1 68.4(4) . . ? C16 C11 Ir1 129.5(5) . . ? C11 C12 C13 107.8(6) . . ? C11 C12 C17 126.8(7) . . ? C13 C12 C17 125.2(7) . . ? C11 C12 Ir1 71.6(4) . . ? C13 C12 Ir1 69.8(4) . . ? C17 C12 Ir1 127.7(5) . . ? C9 C13 C12 108.1(7) . . ? C9 C13 C18 126.7(7) . . ? C12 C13 C18 124.6(7) . . ? C9 C13 Ir1 70.3(4) . . ? C12 C13 Ir1 71.9(4) . . ? C18 C13 Ir1 130.2(6) . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 Ir1 N2 O1 58.2(6) . . . . ? C9 Ir1 N2 O1 94.0(6) . . . . ? C13 Ir1 N2 O1 126.9(5) . . . . ? C12 Ir1 N2 O1 125.2(6) . . . . ? C11 Ir1 N2 O1 51.7(7) . . . . ? I2 Ir1 N2 O1 -129.4(5) . . . . ? I1 Ir1 N2 O1 -40.6(5) . . . . ? C10 Ir1 N2 C4 -112.2(6) . . . . ? C9 Ir1 N2 C4 -76.4(7) . . . . ? C13 Ir1 N2 C4 -43.5(7) . . . . ? C12 Ir1 N2 C4 -45.2(9) . . . . ? C11 Ir1 N2 C4 -118.7(7) . . . . ? I2 Ir1 N2 C4 60.2(6) . . . . ? I1 Ir1 N2 C4 149.0(6) . . . . ? C7 N1 C1 C6 0.9(13) . . . . ? C8 N1 C1 C6 179.5(7) . . . . ? C7 N1 C1 C2 -177.2(8) . . . . ? C8 N1 C1 C2 1.5(12) . . . . ? N1 C1 C2 C3 177.1(8) . . . . ? C6 C1 C2 C3 -1.1(13) . . . . ? C1 C2 C3 C4 -1.6(13) . . . . ? O1 N2 C4 C3 3.3(11) . . . . ? Ir1 N2 C4 C3 173.8(6) . . . . ? O1 N2 C4 C5 -178.2(7) . . . . ? Ir1 N2 C4 C5 -7.7(11) . . . . ? C2 C3 C4 N2 -178.1(8) . . . . ? C2 C3 C4 C5 3.4(12) . . . . ? N2 C4 C5 C6 178.9(7) . . . . ? C3 C4 C5 C6 -2.6(12) . . . . ? C4 C5 C6 C1 0.0(13) . . . . ? N1 C1 C6 C5 -176.2(8) . . . . ? C2 C1 C6 C5 1.8(12) . . . . ? C1 N1 C7 C8 130.0(8) . . . 2 ? C8 N1 C7 C8 -48.8(8) . . . 2 ? C1 N1 C8 C7 173.2(7) . . . 2 ? C7 N1 C8 C7 -8.0(8) . . . 2 ? N2 Ir1 C9 C10 -116.3(4) . . . . ? C13 Ir1 C9 C10 117.5(6) . . . . ? C12 Ir1 C9 C10 79.9(4) . . . . ? C11 Ir1 C9 C10 38.4(4) . . . . ? I2 Ir1 C9 C10 144.4(3) . . . . ? I1 Ir1 C9 C10 -28.1(5) . . . . ? N2 Ir1 C9 C13 126.2(4) . . . . ? C10 Ir1 C9 C13 -117.5(6) . . . . ? C12 Ir1 C9 C13 -37.6(4) . . . . ? C11 Ir1 C9 C13 -79.1(4) . . . . ? I2 Ir1 C9 C13 26.9(5) . . . . ? I1 Ir1 C9 C13 -145.6(4) . . . . ? N2 Ir1 C9 C14 3.8(7) . . . . ? C10 Ir1 C9 C14 120.1(8) . . . . ? C13 Ir1 C9 C14 -122.4(9) . . . . ? C12 Ir1 C9 C14 -160.0(8) . . . . ? C11 Ir1 C9 C14 158.5(8) . . . . ? I2 Ir1 C9 C14 -95.4(7) . . . . ? I1 Ir1 C9 C14 92.1(7) . . . . ? C13 C9 C10 C11 -2.8(8) . . . . ? C14 C9 C10 C11 175.3(7) . . . . ? Ir1 C9 C10 C11 -64.6(5) . . . . ? C13 C9 C10 C15 -176.4(7) . . . . ? C14 C9 C10 C15 1.7(12) . . . . ? Ir1 C9 C10 C15 121.8(7) . . . . ? C13 C9 C10 Ir1 61.8(5) . . . . ? C14 C9 C10 Ir1 -120.1(8) . . . . ? N2 Ir1 C10 C9 69.7(4) . . . . ? C13 Ir1 C10 C9 -37.7(4) . . . . ? C12 Ir1 C10 C9 -80.5(4) . . . . ? C11 Ir1 C10 C9 -116.3(6) . . . . ? I2 Ir1 C10 C9 -91.2(5) . . . . ? I1 Ir1 C10 C9 160.2(4) . . . . ? N2 Ir1 C10 C11 -174.0(4) . . . . ? C9 Ir1 C10 C11 116.3(6) . . . . ? C13 Ir1 C10 C11 78.5(4) . . . . ? C12 Ir1 C10 C11 35.8(4) . . . . ? I2 Ir1 C10 C11 25.0(7) . . . . ? I1 Ir1 C10 C11 -83.6(4) . . . . ? N2 Ir1 C10 C15 -51.8(6) . . . . ? C9 Ir1 C10 C15 -121.5(8) . . . . ? C13 Ir1 C10 C15 -159.2(7) . . . . ? C12 Ir1 C10 C15 158.0(7) . . . . ? C11 Ir1 C10 C15 122.2(8) . . . . ? I2 Ir1 C10 C15 147.3(5) . . . . ? I1 Ir1 C10 C15 38.7(6) . . . . ? C9 C10 C11 C12 3.2(8) . . . . ? C15 C10 C11 C12 176.8(7) . . . . ? Ir1 C10 C11 C12 -60.2(5) . . . . ? C9 C10 C11 C16 -172.7(7) . . . . ? C15 C10 C11 C16 0.9(11) . . . . ? Ir1 C10 C11 C16 123.9(7) . . . . ? C9 C10 C11 Ir1 63.4(5) . . . . ? C15 C10 C11 Ir1 -123.0(7) . . . . ? N2 Ir1 C11 C12 129.7(5) . . . . ? C10 Ir1 C11 C12 119.6(6) . . . . ? C9 Ir1 C11 C12 81.1(5) . . . . ? C13 Ir1 C11 C12 37.9(4) . . . . ? I2 Ir1 C11 C12 -49.1(5) . . . . ? I1 Ir1 C11 C12 -139.8(4) . . . . ? N2 Ir1 C11 C10 10.1(6) . . . . ? C9 Ir1 C11 C10 -38.5(4) . . . . ? C13 Ir1 C11 C10 -81.7(4) . . . . ? C12 Ir1 C11 C10 -119.6(6) . . . . ? I2 Ir1 C11 C10 -168.7(3) . . . . ? I1 Ir1 C11 C10 100.6(4) . . . . ? N2 Ir1 C11 C16 -108.4(7) . . . . ? C10 Ir1 C11 C16 -118.5(8) . . . . ? C9 Ir1 C11 C16 -157.0(8) . . . . ? C13 Ir1 C11 C16 159.8(8) . . . . ? C12 Ir1 C11 C16 121.9(9) . . . . ? I2 Ir1 C11 C16 72.8(7) . . . . ? I1 Ir1 C11 C16 -17.9(7) . . . . ? C10 C11 C12 C13 -2.3(8) . . . . ? C16 C11 C12 C13 173.6(7) . . . . ? Ir1 C11 C12 C13 -60.8(5) . . . . ? C10 C11 C12 C17 -177.7(7) . . . . ? C16 C11 C12 C17 -1.8(12) . . . . ? Ir1 C11 C12 C17 123.8(8) . . . . ? C10 C11 C12 Ir1 58.4(5) . . . . ? C16 C11 C12 Ir1 -125.7(7) . . . . ? N2 Ir1 C12 C11 -115.2(6) . . . . ? C10 Ir1 C12 C11 -37.0(4) . . . . ? C9 Ir1 C12 C11 -80.0(5) . . . . ? C13 Ir1 C12 C11 -117.7(7) . . . . ? I2 Ir1 C12 C11 138.7(4) . . . . ? I1 Ir1 C12 C11 48.3(5) . . . . ? N2 Ir1 C12 C13 2.5(8) . . . . ? C10 Ir1 C12 C13 80.8(5) . . . . ? C9 Ir1 C12 C13 37.7(5) . . . . ? C11 Ir1 C12 C13 117.7(7) . . . . ? I2 Ir1 C12 C13 -103.6(4) . . . . ? I1 Ir1 C12 C13 166.0(4) . . . . ? N2 Ir1 C12 C17 122.0(7) . . . . ? C10 Ir1 C12 C17 -159.8(8) . . . . ? C9 Ir1 C12 C17 157.2(8) . . . . ? C13 Ir1 C12 C17 119.5(9) . . . . ? C11 Ir1 C12 C17 -122.8(9) . . . . ? I2 Ir1 C12 C17 15.9(7) . . . . ? I1 Ir1 C12 C17 -74.5(7) . . . . ? C10 C9 C13 C12 1.4(8) . . . . ? C14 C9 C13 C12 -176.7(7) . . . . ? Ir1 C9 C13 C12 62.3(5) . . . . ? C10 C9 C13 C18 173.0(7) . . . . ? C14 C9 C13 C18 -5.1(13) . . . . ? Ir1 C9 C13 C18 -126.0(8) . . . . ? C10 C9 C13 Ir1 -61.0(5) . . . . ? C14 C9 C13 Ir1 121.0(8) . . . . ? C11 C12 C13 C9 0.6(8) . . . . ? C17 C12 C13 C9 176.1(7) . . . . ? Ir1 C12 C13 C9 -61.3(5) . . . . ? C11 C12 C13 C18 -171.3(7) . . . . ? C17 C12 C13 C18 4.2(12) . . . . ? Ir1 C12 C13 C18 126.8(8) . . . . ? C11 C12 C13 Ir1 61.9(5) . . . . ? C17 C12 C13 Ir1 -122.6(7) . . . . ? N2 Ir1 C13 C9 -61.0(5) . . . . ? C10 Ir1 C13 C9 37.8(4) . . . . ? C12 Ir1 C13 C9 117.7(6) . . . . ? C11 Ir1 C13 C9 80.8(5) . . . . ? I2 Ir1 C13 C9 -161.4(4) . . . . ? I1 Ir1 C13 C9 86.5(6) . . . . ? N2 Ir1 C13 C12 -178.7(4) . . . . ? C10 Ir1 C13 C12 -79.8(5) . . . . ? C9 Ir1 C13 C12 -117.7(6) . . . . ? C11 Ir1 C13 C12 -36.8(4) . . . . ? I2 Ir1 C13 C12 80.9(4) . . . . ? I1 Ir1 C13 C12 -31.1(8) . . . . ? N2 Ir1 C13 C18 60.9(8) . . . . ? C10 Ir1 C13 C18 159.7(8) . . . . ? C9 Ir1 C13 C18 121.9(9) . . . . ? C12 Ir1 C13 C18 -120.4(10) . . . . ? C11 Ir1 C13 C18 -157.2(8) . . . . ? I2 Ir1 C13 C18 -39.5(8) . . . . ? I1 Ir1 C13 C18 -151.6(5) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A ? ? ? ? ? ? ? ? _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. ; #===END data_8a_CCDC-000000 _database_code_depnum_ccdc_archive 'CCDC 838214' #TrackingRef 'Dalton Transaction - data (without CCDC).cif' # CCDC: 000000 # Messcode: nn473a _audit_author_name 'S. Wirth, P. Mayer' _audit_block_code ? _audit_creation_method SHELXL-97 _audit_creation_date 02-Nov-09 _chemical_name_systematic ; [my2-(1,4-bis(4-nitrosophenyl)piperazin-N,N)bis (dichlorido-(eta5-pentamethyl-cyclopentadienyl)-rhodium(III))] ; _chemical_name_common ? _chemical_formula_moiety 'C36 H46 Cl4 N4 O2 Rh2, 2(C3 H7 N O)' _chemical_formula_sum 'C42 H60 Cl4 N6 O4 Rh2' _chemical_compound_source ? _exptl_crystal_recrystallization_method 'slow isothermic diffusion of n-pentane into a nearly saturated solution in DMF' _chemical_melting_point ? _exptl_crystal_description platelet _exptl_crystal_colour red _diffrn_ambient_temperature 200(2) _chemical_formula_weight 1060.586 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 'P 21/c' _symmetry_Int_Tables_number 14 _chemical_absolute_configuration ? _symmetry_space_group_name_Hall -P2ybc 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 17.5069(4) _cell_length_b 8.6876(2) _cell_length_c 16.3948(4) _cell_angle_alpha 90.00 _cell_angle_beta 114.5480(10) _cell_angle_gamma 90.00 _cell_volume 2268.15(9) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 9766 _cell_measurement_theta_min 3.134 _cell_measurement_theta_max 27.485 _cell_special_details ? _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.55296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 1.011 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.015000 0 0 -1 0.005000 -18 -17 9 0.038000 4 3 -2 0.032000 -10 9 4 0.058000 5 -4 -2 0.025000 13 1 -6 0.029000 -10 1 5 0.088000 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'rotating anode X-ray tube' _diffrn_source_type ? _diffrn_source_power 3.025 _diffrn_source_voltage 55.00 _diffrn_source_current 55.00 _diffrn_radiation_monochromator graphite _diffrn_radiation_collimation 0.25 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD; rotation images; thick slices' _diffrn_detector_area_resol_mean 9 _kl_diffrn_measurement_scan_angle phi/omega-scan _kl_diffrn_measurement_scan_step_degree 2.0 _kl_diffrn_measurement_scan_time_per_degree 40 _kl_diffrn_measurement_detector_distance 30 _diffrn_special_details ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18090 _diffrn_reflns_av_R_equivalents 0.0450 _diffrn_reflns_av_sigmaI/netI 0.0417 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 27.49 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.909 _refine_diff_density_min -0.597 _refine_diff_density_rms 0.085 _reflns_number_total 5187 _reflns_number_gt 4034 _reflns_threshold_expression >2sigma(I) _reflns_special_details ? _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; Ortep-3 for Windows: L. J. Farrugia, J. Appl. Cryst. 1997, 30, 565 ; _computing_publication_material ? _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^)+(0.0252P)^2^+1.5807P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 5187 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0523 _refine_ls_R_factor_gt 0.0325 _refine_ls_wR_factor_ref 0.0712 _refine_ls_wR_factor_gt 0.0644 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _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. ; 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 0.324587(12) 0.53681(2) 0.255915(13) 0.02272(7) Uani 1 1 d . . . Cl1 Cl 0.35475(5) 0.79922(8) 0.23544(5) 0.03623(17) Uani 1 1 d . . . Cl2 Cl 0.17676(4) 0.58539(8) 0.16379(4) 0.03337(16) Uani 1 1 d . . . O1 O 0.38081(12) 0.6913(3) 0.42511(13) 0.0416(5) Uani 1 1 d . . . N1 N 0.07979(14) 0.4627(3) 0.50195(16) 0.0326(5) Uani 1 1 d . . . N2 N 0.32068(13) 0.6099(3) 0.37605(14) 0.0270(5) Uani 1 1 d . . . C1 C 0.13934(16) 0.4947(3) 0.47185(17) 0.0257(6) Uani 1 1 d . . . C2 C 0.20611(16) 0.5991(3) 0.51974(17) 0.0273(6) Uani 1 1 d . . . H2 H 0.2090 0.6455 0.5734 0.033 Uiso 1 1 calc R . . C3 C 0.26515(16) 0.6326(3) 0.48942(17) 0.0277(6) Uani 1 1 d . . . H3 H 0.3097 0.7006 0.5230 0.033 Uiso 1 1 calc R . . C4 C 0.26217(16) 0.5691(3) 0.40912(17) 0.0250(6) Uani 1 1 d . . . C5 C 0.19791(16) 0.4646(3) 0.36242(17) 0.0257(5) Uani 1 1 d . . . H5 H 0.1951 0.4203 0.3082 0.031 Uiso 1 1 calc R . . C6 C 0.13930(17) 0.4254(3) 0.39350(17) 0.0270(6) Uani 1 1 d . . . H6 H 0.0979 0.3505 0.3622 0.032 Uiso 1 1 calc R . . C7 C 0.00628(19) 0.3657(3) 0.4540(2) 0.0402(7) Uani 1 1 d . . . H7A H 0.0034 0.2832 0.4943 0.048 Uiso 1 1 calc R . . H7B H 0.0114 0.3167 0.4020 0.048 Uiso 1 1 calc R . . C8 C 0.07300(18) 0.5386(4) 0.57806(18) 0.0360(7) Uani 1 1 d . . . H8A H 0.1225 0.6055 0.6089 0.043 Uiso 1 1 calc R . . H8B H 0.0718 0.4603 0.6214 0.043 Uiso 1 1 calc R . . C9 C 0.39357(18) 0.3323(3) 0.31914(19) 0.0329(7) Uani 1 1 d . . . C10 C 0.44665(17) 0.4380(3) 0.29855(18) 0.0308(6) Uani 1 1 d . . . C11 C 0.41183(17) 0.4518(3) 0.20184(18) 0.0278(6) Uani 1 1 d . . . C12 C 0.33694(17) 0.3650(3) 0.16487(18) 0.0311(6) Uani 1 1 d . . . C13 C 0.32493(18) 0.2912(3) 0.2378(2) 0.0338(7) Uani 1 1 d . . . C14 C 0.4090(2) 0.2730(4) 0.4104(2) 0.0579(10) Uani 1 1 d . . . H14A H 0.3572 0.2806 0.4194 0.087 Uiso 1 1 calc R . . H14B H 0.4531 0.3345 0.4560 0.087 Uiso 1 1 calc R . . H14C H 0.4268 0.1652 0.4155 0.087 Uiso 1 1 calc R . . C15 C 0.52554(18) 0.5122(4) 0.3624(2) 0.0474(8) Uani 1 1 d . . . H15A H 0.5343 0.4878 0.4240 0.071 Uiso 1 1 calc R . . H15B H 0.5212 0.6240 0.3537 0.071 Uiso 1 1 calc R . . H15C H 0.5731 0.4737 0.3514 0.071 Uiso 1 1 calc R . . C16 C 0.4512(2) 0.5404(4) 0.1517(2) 0.0450(8) Uani 1 1 d . . . H16A H 0.5002 0.4842 0.1530 0.068 Uiso 1 1 calc R . . H16B H 0.4689 0.6415 0.1797 0.068 Uiso 1 1 calc R . . H16C H 0.4104 0.5538 0.0894 0.068 Uiso 1 1 calc R . . C17 C 0.2808(2) 0.3446(4) 0.0675(2) 0.0527(9) Uani 1 1 d . . . H17A H 0.2922 0.4261 0.0327 0.079 Uiso 1 1 calc R . . H17B H 0.2220 0.3504 0.0588 0.079 Uiso 1 1 calc R . . H17C H 0.2915 0.2440 0.0473 0.079 Uiso 1 1 calc R . . C18 C 0.2560(2) 0.1811(4) 0.2266(3) 0.0567(10) Uani 1 1 d . . . H18A H 0.2701 0.0794 0.2109 0.085 Uiso 1 1 calc R . . H18B H 0.2036 0.2174 0.1786 0.085 Uiso 1 1 calc R . . H18C H 0.2491 0.1742 0.2827 0.085 Uiso 1 1 calc R . . O2 O -0.02330(15) 0.6912(3) 0.28782(17) 0.0583(6) Uani 1 1 d . . . N3 N 0.08493(16) 0.8608(3) 0.33860(17) 0.0385(6) Uani 1 1 d . . . C19 C 0.0428(2) 0.7417(4) 0.2899(2) 0.0433(8) Uani 1 1 d . . . H19 H 0.0658 0.6915 0.2537 0.052 Uiso 1 1 calc R . . C20 C 0.0546(2) 0.9454(4) 0.3956(3) 0.0554(9) Uani 1 1 d . . . H20A H -0.0028 0.9127 0.3829 0.083 Uiso 1 1 calc R . . H20B H 0.0550 1.0559 0.3837 0.083 Uiso 1 1 calc R . . H20C H 0.0912 0.9248 0.4586 0.083 Uiso 1 1 calc R . . C21 C 0.1604(2) 0.9170(4) 0.3326(2) 0.0512(9) Uani 1 1 d . . . H21A H 0.1730 0.8527 0.2907 0.077 Uiso 1 1 calc R . . H21B H 0.2074 0.9127 0.3920 0.077 Uiso 1 1 calc R . . H21C H 0.1517 1.0237 0.3111 0.077 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 0.02218(11) 0.02322(11) 0.02371(11) 0.00072(9) 0.01048(9) 0.00124(9) Cl1 0.0400(4) 0.0266(3) 0.0414(4) 0.0038(3) 0.0162(3) -0.0020(3) Cl2 0.0252(3) 0.0422(4) 0.0306(4) 0.0044(3) 0.0095(3) 0.0035(3) O1 0.0325(12) 0.0577(14) 0.0356(12) -0.0127(10) 0.0152(10) -0.0136(10) N1 0.0309(13) 0.0355(13) 0.0370(13) -0.0107(11) 0.0197(11) -0.0054(11) N2 0.0226(12) 0.0293(12) 0.0276(12) -0.0023(10) 0.0089(10) -0.0006(10) C1 0.0239(13) 0.0277(14) 0.0254(13) 0.0033(11) 0.0100(11) 0.0056(10) C2 0.0268(14) 0.0322(14) 0.0234(13) -0.0048(11) 0.0110(11) 0.0018(11) C3 0.0247(14) 0.0316(15) 0.0246(13) -0.0033(11) 0.0078(11) 0.0007(11) C4 0.0240(14) 0.0274(14) 0.0237(13) 0.0006(10) 0.0101(11) 0.0027(10) C5 0.0312(14) 0.0254(13) 0.0215(13) -0.0011(11) 0.0118(11) 0.0034(12) C6 0.0279(14) 0.0262(14) 0.0259(14) -0.0027(11) 0.0102(12) -0.0013(11) C7 0.0426(18) 0.0367(17) 0.0545(19) -0.0194(15) 0.0332(16) -0.0124(14) C8 0.0340(16) 0.0515(18) 0.0274(14) -0.0093(14) 0.0177(13) -0.0118(14) C9 0.0393(17) 0.0297(15) 0.0364(16) 0.0096(12) 0.0225(14) 0.0164(13) C10 0.0245(14) 0.0353(16) 0.0323(15) -0.0010(12) 0.0117(12) 0.0076(12) C11 0.0294(14) 0.0264(14) 0.0332(14) 0.0016(12) 0.0186(12) 0.0047(12) C12 0.0329(16) 0.0302(15) 0.0313(15) -0.0058(12) 0.0143(13) 0.0042(12) C13 0.0384(17) 0.0207(13) 0.0495(18) -0.0011(13) 0.0255(15) 0.0000(12) C14 0.077(3) 0.062(2) 0.049(2) 0.0259(18) 0.040(2) 0.038(2) C15 0.0247(16) 0.062(2) 0.0457(19) -0.0153(16) 0.0052(14) 0.0076(14) C16 0.0482(19) 0.0451(19) 0.056(2) 0.0092(16) 0.0356(17) 0.0074(16) C17 0.050(2) 0.063(2) 0.0364(18) -0.0177(16) 0.0097(16) 0.0037(17) C18 0.060(2) 0.0275(17) 0.100(3) -0.0110(18) 0.051(2) -0.0097(15) O2 0.0461(15) 0.0533(15) 0.0648(16) 0.0077(12) 0.0124(13) -0.0096(12) N3 0.0427(15) 0.0347(14) 0.0392(14) 0.0060(11) 0.0180(12) 0.0022(12) C19 0.050(2) 0.0395(18) 0.0332(17) 0.0075(14) 0.0102(15) 0.0041(16) C20 0.067(2) 0.050(2) 0.059(2) -0.0018(17) 0.036(2) 0.0039(18) C21 0.045(2) 0.049(2) 0.059(2) 0.0151(17) 0.0208(17) -0.0013(16) 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 N2 2.097(2) . ? Rh1 C10 2.133(3) . ? Rh1 C13 2.155(3) . ? Rh1 C9 2.156(3) . ? Rh1 C12 2.184(3) . ? Rh1 C11 2.188(2) . ? Rh1 Cl1 2.3950(7) . ? Rh1 Cl2 2.4308(7) . ? O1 N2 1.246(3) . ? N1 C1 1.355(3) . ? N1 C8 1.459(3) . ? N1 C7 1.464(4) . ? N2 C4 1.389(3) . ? C1 C6 1.419(4) . ? C1 C2 1.429(4) . ? C2 C3 1.352(4) . ? C2 H2 0.9500 . ? C3 C4 1.408(3) . ? C3 H3 0.9500 . ? C4 C5 1.400(4) . ? C5 C6 1.365(4) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.513(4) 3_566 ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C7 1.513(4) 3_566 ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C13 1.420(4) . ? C9 C10 1.443(4) . ? C9 C14 1.497(4) . ? C10 C11 1.448(4) . ? C10 C15 1.489(4) . ? C11 C12 1.413(4) . ? C11 C16 1.488(4) . ? C12 C13 1.448(4) . ? C12 C17 1.497(4) . ? C13 C18 1.489(4) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? O2 C19 1.224(4) . ? N3 C19 1.329(4) . ? N3 C21 1.450(4) . ? N3 C20 1.451(4) . ? C19 H19 0.9500 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Rh1 C10 103.48(9) . . ? N2 Rh1 C13 115.59(10) . . ? C10 Rh1 C13 65.61(11) . . ? N2 Rh1 C9 91.62(9) . . ? C10 Rh1 C9 39.31(11) . . ? C13 Rh1 C9 38.47(11) . . ? N2 Rh1 C12 154.12(10) . . ? C10 Rh1 C12 65.09(10) . . ? C13 Rh1 C12 38.97(10) . . ? C9 Rh1 C12 64.58(10) . . ? N2 Rh1 C11 141.55(9) . . ? C10 Rh1 C11 39.13(10) . . ? C13 Rh1 C11 64.40(10) . . ? C9 Rh1 C11 64.60(10) . . ? C12 Rh1 C11 37.70(10) . . ? N2 Rh1 Cl1 86.47(6) . . ? C10 Rh1 Cl1 100.35(8) . . ? C13 Rh1 Cl1 155.51(8) . . ? C9 Rh1 Cl1 137.70(8) . . ? C12 Rh1 Cl1 117.68(8) . . ? C11 Rh1 Cl1 91.88(7) . . ? N2 Rh1 Cl2 95.12(6) . . ? C10 Rh1 Cl2 159.46(8) . . ? C13 Rh1 Cl2 98.60(8) . . ? C9 Rh1 Cl2 132.91(8) . . ? C12 Rh1 Cl2 94.37(8) . . ? C11 Rh1 Cl2 123.30(7) . . ? Cl1 Rh1 Cl2 89.28(3) . . ? C1 N1 C8 124.6(2) . . ? C1 N1 C7 124.1(2) . . ? C8 N1 C7 110.7(2) . . ? O1 N2 C4 117.1(2) . . ? O1 N2 Rh1 115.45(16) . . ? C4 N2 Rh1 127.31(17) . . ? N1 C1 C6 122.1(2) . . ? N1 C1 C2 120.5(2) . . ? C6 C1 C2 117.4(2) . . ? C3 C2 C1 120.7(2) . . ? C3 C2 H2 119.6 . . ? C1 C2 H2 119.6 . . ? C2 C3 C4 121.5(2) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? N2 C4 C5 120.5(2) . . ? N2 C4 C3 121.2(2) . . ? C5 C4 C3 118.3(2) . . ? C6 C5 C4 121.0(2) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C1 120.9(2) . . ? C5 C6 H6 119.5 . . ? C1 C6 H6 119.5 . . ? N1 C7 C8 110.2(2) . 3_566 ? N1 C7 H7A 109.6 . . ? C8 C7 H7A 109.6 3_566 . ? N1 C7 H7B 109.6 . . ? C8 C7 H7B 109.6 3_566 . ? H7A C7 H7B 108.1 . . ? N1 C8 C7 109.9(2) . 3_566 ? N1 C8 H8A 109.7 . . ? C7 C8 H8A 109.7 3_566 . ? N1 C8 H8B 109.7 . . ? C7 C8 H8B 109.7 3_566 . ? H8A C8 H8B 108.2 . . ? C13 C9 C10 108.5(2) . . ? C13 C9 C14 125.6(3) . . ? C10 C9 C14 125.9(3) . . ? C13 C9 Rh1 70.70(15) . . ? C10 C9 Rh1 69.49(15) . . ? C14 C9 Rh1 126.6(2) . . ? C9 C10 C11 106.8(2) . . ? C9 C10 C15 127.6(3) . . ? C11 C10 C15 125.4(3) . . ? C9 C10 Rh1 71.20(15) . . ? C11 C10 Rh1 72.49(15) . . ? C15 C10 Rh1 124.5(2) . . ? C12 C11 C10 108.6(2) . . ? C12 C11 C16 126.8(3) . . ? C10 C11 C16 124.5(3) . . ? C12 C11 Rh1 71.00(14) . . ? C10 C11 Rh1 68.38(14) . . ? C16 C11 Rh1 127.6(2) . . ? C11 C12 C13 108.0(2) . . ? C11 C12 C17 127.0(3) . . ? C13 C12 C17 124.9(3) . . ? C11 C12 Rh1 71.30(15) . . ? C13 C12 Rh1 69.40(15) . . ? C17 C12 Rh1 127.0(2) . . ? C9 C13 C12 107.9(2) . . ? C9 C13 C18 127.2(3) . . ? C12 C13 C18 124.7(3) . . ? C9 C13 Rh1 70.82(15) . . ? C12 C13 Rh1 71.63(15) . . ? C18 C13 Rh1 127.2(2) . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C19 N3 C21 121.1(3) . . ? C19 N3 C20 121.4(3) . . ? C21 N3 C20 117.4(3) . . ? O2 C19 N3 125.3(3) . . ? O2 C19 H19 117.3 . . ? N3 C19 H19 117.3 . . ? N3 C20 H20A 109.5 . . ? N3 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N3 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N3 C21 H21A 109.5 . . ? N3 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N3 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 Rh1 N2 O1 51.5(2) . . . . ? C13 Rh1 N2 O1 120.7(2) . . . . ? C9 Rh1 N2 O1 89.4(2) . . . . ? C12 Rh1 N2 O1 111.7(3) . . . . ? C11 Rh1 N2 O1 40.3(3) . . . . ? Cl1 Rh1 N2 O1 -48.29(18) . . . . ? Cl2 Rh1 N2 O1 -137.25(18) . . . . ? C10 Rh1 N2 C4 -123.7(2) . . . . ? C13 Rh1 N2 C4 -54.5(2) . . . . ? C9 Rh1 N2 C4 -85.8(2) . . . . ? C12 Rh1 N2 C4 -63.5(3) . . . . ? C11 Rh1 N2 C4 -134.9(2) . . . . ? Cl1 Rh1 N2 C4 136.5(2) . . . . ? Cl2 Rh1 N2 C4 47.6(2) . . . . ? C8 N1 C1 C6 -175.3(3) . . . . ? C7 N1 C1 C6 -5.5(4) . . . . ? C8 N1 C1 C2 5.8(4) . . . . ? C7 N1 C1 C2 175.6(3) . . . . ? N1 C1 C2 C3 -179.3(2) . . . . ? C6 C1 C2 C3 1.8(4) . . . . ? C1 C2 C3 C4 1.4(4) . . . . ? O1 N2 C4 C5 -173.1(2) . . . . ? Rh1 N2 C4 C5 2.0(3) . . . . ? O1 N2 C4 C3 7.7(4) . . . . ? Rh1 N2 C4 C3 -177.19(19) . . . . ? C2 C3 C4 N2 176.8(2) . . . . ? C2 C3 C4 C5 -2.4(4) . . . . ? N2 C4 C5 C6 -179.0(2) . . . . ? C3 C4 C5 C6 0.2(4) . . . . ? C4 C5 C6 C1 3.0(4) . . . . ? N1 C1 C6 C5 177.1(2) . . . . ? C2 C1 C6 C5 -4.0(4) . . . . ? C1 N1 C7 C8 -112.8(3) . . . 3_566 ? C8 N1 C7 C8 58.3(3) . . . 3_566 ? C1 N1 C8 C7 112.9(3) . . . 3_566 ? C7 N1 C8 C7 -58.1(3) . . . 3_566 ? N2 Rh1 C9 C13 131.23(16) . . . . ? C10 Rh1 C9 C13 -119.3(2) . . . . ? C12 Rh1 C9 C13 -38.23(15) . . . . ? C11 Rh1 C9 C13 -80.14(17) . . . . ? Cl1 Rh1 C9 C13 -142.23(14) . . . . ? Cl2 Rh1 C9 C13 32.70(19) . . . . ? N2 Rh1 C9 C10 -109.49(16) . . . . ? C13 Rh1 C9 C10 119.3(2) . . . . ? C12 Rh1 C9 C10 81.05(17) . . . . ? C11 Rh1 C9 C10 39.14(16) . . . . ? Cl1 Rh1 C9 C10 -23.0(2) . . . . ? Cl2 Rh1 C9 C10 151.99(13) . . . . ? N2 Rh1 C9 C14 10.7(3) . . . . ? C10 Rh1 C9 C14 120.2(4) . . . . ? C13 Rh1 C9 C14 -120.6(4) . . . . ? C12 Rh1 C9 C14 -158.8(3) . . . . ? C11 Rh1 C9 C14 159.3(3) . . . . ? Cl1 Rh1 C9 C14 97.2(3) . . . . ? Cl2 Rh1 C9 C14 -87.9(3) . . . . ? C13 C9 C10 C11 -4.0(3) . . . . ? C14 C9 C10 C11 174.8(3) . . . . ? Rh1 C9 C10 C11 -64.20(18) . . . . ? C13 C9 C10 C15 179.8(3) . . . . ? C14 C9 C10 C15 -1.5(5) . . . . ? Rh1 C9 C10 C15 119.6(3) . . . . ? C13 C9 C10 Rh1 60.21(19) . . . . ? C14 C9 C10 Rh1 -121.0(3) . . . . ? N2 Rh1 C10 C9 75.70(17) . . . . ? C13 Rh1 C10 C9 -36.57(16) . . . . ? C12 Rh1 C10 C9 -79.63(17) . . . . ? C11 Rh1 C10 C9 -115.4(2) . . . . ? Cl1 Rh1 C10 C9 164.53(14) . . . . ? Cl2 Rh1 C10 C9 -78.7(3) . . . . ? N2 Rh1 C10 C11 -168.93(15) . . . . ? C13 Rh1 C10 C11 78.80(17) . . . . ? C9 Rh1 C10 C11 115.4(2) . . . . ? C12 Rh1 C10 C11 35.74(15) . . . . ? Cl1 Rh1 C10 C11 -80.10(15) . . . . ? Cl2 Rh1 C10 C11 36.7(3) . . . . ? N2 Rh1 C10 C15 -47.6(3) . . . . ? C13 Rh1 C10 C15 -159.8(3) . . . . ? C9 Rh1 C10 C15 -123.3(3) . . . . ? C12 Rh1 C10 C15 157.1(3) . . . . ? C11 Rh1 C10 C15 121.4(3) . . . . ? Cl1 Rh1 C10 C15 41.3(3) . . . . ? Cl2 Rh1 C10 C15 158.1(2) . . . . ? C9 C10 C11 C12 3.5(3) . . . . ? C15 C10 C11 C12 179.9(3) . . . . ? Rh1 C10 C11 C12 -59.81(19) . . . . ? C9 C10 C11 C16 -175.0(2) . . . . ? C15 C10 C11 C16 1.4(4) . . . . ? Rh1 C10 C11 C16 121.7(3) . . . . ? C9 C10 C11 Rh1 63.34(17) . . . . ? C15 C10 C11 Rh1 -120.3(3) . . . . ? N2 Rh1 C11 C12 137.43(17) . . . . ? C10 Rh1 C11 C12 120.0(2) . . . . ? C13 Rh1 C11 C12 37.82(16) . . . . ? C9 Rh1 C11 C12 80.64(18) . . . . ? Cl1 Rh1 C11 C12 -135.88(15) . . . . ? Cl2 Rh1 C11 C12 -45.50(18) . . . . ? N2 Rh1 C11 C10 17.5(2) . . . . ? C13 Rh1 C11 C10 -82.14(18) . . . . ? C9 Rh1 C11 C10 -39.32(16) . . . . ? C12 Rh1 C11 C10 -120.0(2) . . . . ? Cl1 Rh1 C11 C10 104.16(15) . . . . ? Cl2 Rh1 C11 C10 -165.47(13) . . . . ? N2 Rh1 C11 C16 -100.2(3) . . . . ? C10 Rh1 C11 C16 -117.7(3) . . . . ? C13 Rh1 C11 C16 160.2(3) . . . . ? C9 Rh1 C11 C16 -157.0(3) . . . . ? C12 Rh1 C11 C16 122.4(3) . . . . ? Cl1 Rh1 C11 C16 -13.5(3) . . . . ? Cl2 Rh1 C11 C16 76.9(3) . . . . ? C10 C11 C12 C13 -1.8(3) . . . . ? C16 C11 C12 C13 176.7(3) . . . . ? Rh1 C11 C12 C13 -59.95(18) . . . . ? C10 C11 C12 C17 -179.1(3) . . . . ? C16 C11 C12 C17 -0.6(5) . . . . ? Rh1 C11 C12 C17 122.7(3) . . . . ? C10 C11 C12 Rh1 58.20(18) . . . . ? C16 C11 C12 Rh1 -123.3(3) . . . . ? N2 Rh1 C12 C11 -105.5(2) . . . . ? C10 Rh1 C12 C11 -37.07(16) . . . . ? C13 Rh1 C12 C11 -118.4(2) . . . . ? C9 Rh1 C12 C11 -80.69(17) . . . . ? Cl1 Rh1 C12 C11 51.79(17) . . . . ? Cl2 Rh1 C12 C11 143.28(15) . . . . ? N2 Rh1 C12 C13 13.0(3) . . . . ? C10 Rh1 C12 C13 81.37(18) . . . . ? C9 Rh1 C12 C13 37.75(16) . . . . ? C11 Rh1 C12 C13 118.4(2) . . . . ? Cl1 Rh1 C12 C13 170.23(14) . . . . ? Cl2 Rh1 C12 C13 -98.29(16) . . . . ? N2 Rh1 C12 C17 131.8(3) . . . . ? C10 Rh1 C12 C17 -159.8(3) . . . . ? C13 Rh1 C12 C17 118.9(3) . . . . ? C9 Rh1 C12 C17 156.6(3) . . . . ? C11 Rh1 C12 C17 -122.7(3) . . . . ? Cl1 Rh1 C12 C17 -70.9(3) . . . . ? Cl2 Rh1 C12 C17 20.6(3) . . . . ? C10 C9 C13 C12 3.0(3) . . . . ? C14 C9 C13 C12 -175.8(3) . . . . ? Rh1 C9 C13 C12 62.42(19) . . . . ? C10 C9 C13 C18 177.9(3) . . . . ? C14 C9 C13 C18 -0.9(5) . . . . ? Rh1 C9 C13 C18 -122.7(3) . . . . ? C10 C9 C13 Rh1 -59.46(18) . . . . ? C14 C9 C13 Rh1 121.8(3) . . . . ? C11 C12 C13 C9 -0.7(3) . . . . ? C17 C12 C13 C9 176.7(3) . . . . ? Rh1 C12 C13 C9 -61.90(18) . . . . ? C11 C12 C13 C18 -175.8(3) . . . . ? C17 C12 C13 C18 1.6(5) . . . . ? Rh1 C12 C13 C18 123.0(3) . . . . ? C11 C12 C13 Rh1 61.15(19) . . . . ? C17 C12 C13 Rh1 -121.4(3) . . . . ? N2 Rh1 C13 C9 -56.47(17) . . . . ? C10 Rh1 C13 C9 37.35(15) . . . . ? C12 Rh1 C13 C9 117.3(2) . . . . ? C11 Rh1 C13 C9 80.69(17) . . . . ? Cl1 Rh1 C13 C9 96.0(2) . . . . ? Cl2 Rh1 C13 C9 -156.41(14) . . . . ? N2 Rh1 C13 C12 -173.77(15) . . . . ? C10 Rh1 C13 C12 -79.94(17) . . . . ? C9 Rh1 C13 C12 -117.3(2) . . . . ? C11 Rh1 C13 C12 -36.60(16) . . . . ? Cl1 Rh1 C13 C12 -21.3(3) . . . . ? Cl2 Rh1 C13 C12 86.30(15) . . . . ? N2 Rh1 C13 C18 66.1(3) . . . . ? C10 Rh1 C13 C18 159.9(3) . . . . ? C9 Rh1 C13 C18 122.6(4) . . . . ? C12 Rh1 C13 C18 -120.1(4) . . . . ? C11 Rh1 C13 C18 -156.7(3) . . . . ? Cl1 Rh1 C13 C18 -141.4(2) . . . . ? Cl2 Rh1 C13 C18 -33.8(3) . . . . ? C21 N3 C19 O2 -176.6(3) . . . . ? C20 N3 C19 O2 -0.4(5) . . . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A ? ? ? ? ? ? ? ? _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. ; #===END