#------------------------------------------------------------------------------ #$Date: 2018-01-12 03:58:53 +0200 (Fri, 12 Jan 2018) $ #$Revision: 205098 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/11/7121130.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7121130 loop_ _publ_author_name 'Kubanik, Mario' 'Lam, Nelson Y. S.' 'Holtkamp, Hannah U.' 'S\"ohnel, Tilo' 'Anderson, Robert F.' 'Jamieson, Stephen M. F.' 'Hartinger, Christian G.' _publ_section_title ; Quinoline-para-quinones and metals: coordination-assisted formation of quinoline-ortho-quinones ; _journal_name_full 'Chemical Communications' _journal_paper_doi 10.1039/C7CC09478G _journal_year 2018 _chemical_formula_moiety 'C19 H18 Cl2 N O3 Rh' _chemical_formula_sum 'C19 H18 Cl2 N O3 Rh' _chemical_formula_weight 482.15 _chemical_name_systematic ; Chlorido(7-chloro-8-hydroxyquinolinolato-5,6-dione-?N1,?O8)(?5-pentamethylcyclopentadienyl)rhodium(III), ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2016/6 _audit_update_record ; 2017-08-31 deposited with the CCDC. 2018-01-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 92.709(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.4730(7) _cell_length_b 7.3041(3) _cell_length_c 17.2691(8) _cell_measurement_reflns_used 9951 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 25.116 _cell_measurement_theta_min 3.325 _cell_volume 1823.52(14) _computing_cell_refinement 'SAINT (Bruker, 2008)' _computing_data_collection 'APEX2 (Bruker, 2008)' _computing_data_reduction 'SAINT (Bruker, 2008)' _computing_structure_refinement 'SHELXL-2016/6 (Sheldrick, 2016)' _computing_structure_solution 'SHELXS-2016/6 (Sheldrick, 2016)' _diffrn_ambient_temperature 100(2) _diffrn_detector 'Bruker APEX2 area detector' _diffrn_detector_area_resol_mean 7.9 _diffrn_detector_type 'CCD area detector' _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.990 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker SMART APEX2 area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_monochromator 'mirror optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0782 _diffrn_reflns_av_unetI/netI 0.0674 _diffrn_reflns_Laue_measured_fraction_full 0.994 _diffrn_reflns_Laue_measured_fraction_max 0.990 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 21413 _diffrn_reflns_point_group_measured_fraction_full 0.994 _diffrn_reflns_point_group_measured_fraction_max 0.990 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.752 _diffrn_reflns_theta_min 2.361 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\ms' _exptl_absorpt_coefficient_mu 1.249 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.5779 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1106 before and 0.0909 after correction. The Ratio of minimum to maximum transmission is 0.7751. The \l/2 correction factor is 0.0015. ; _exptl_crystal_colour black _exptl_crystal_density_diffrn 1.756 _exptl_crystal_description needle _exptl_crystal_F_000 968 _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.100 _refine_diff_density_max 1.738 _refine_diff_density_min -1.134 _refine_diff_density_rms 0.147 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 240 _refine_ls_number_reflns 4268 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.055 _refine_ls_R_factor_all 0.0638 _refine_ls_R_factor_gt 0.0492 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0445P)^2^+5.1909P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1107 _refine_ls_wR_factor_ref 0.1178 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3443 _reflns_number_total 4268 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7cc09478g2.cif _cod_data_source_block maku214_0m _cod_database_code 7121130 _shelx_shelxl_version_number 2016/6 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.788 _shelx_estimated_absorpt_t_max 0.885 _shelx_res_file ; TITL MaKu214_0m in P2(1)/c maku214_0m.res created by SHELXL-2016/6 at 12:58:04 on 31-Aug-2017 CELL 0.71073 14.4730 7.3041 17.2691 90.000 92.709 90.000 ZERR 4.00 0.0007 0.0003 0.0008 0.000 0.003 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H CL N O RH UNIT 76 72 8 4 12 4 MERG 2 OMIT 2 0 0 OMIT 2 0 2 OMIT 1 1 1 OMIT 15 4 0 OMIT 15 1 2 OMIT 16 1 0 OMIT -17 1 2 OMIT 12 5 1 FMAP 2 PLAN 5 SIZE 0.100 0.120 0.200 ACTA BOND $H L.S. 10 TEMP -173.00 WGHT 0.044500 5.190900 FVAR 0.11837 C9 1 0.637201 0.112404 0.939337 11.00000 0.01481 0.01261 = 0.02181 0.00261 0.00272 0.00136 C1 1 0.618740 0.037738 0.809952 11.00000 0.02063 0.02247 = 0.01940 -0.00006 0.00111 0.00272 AFIX 43 H1 2 0.643786 -0.009400 0.764155 11.00000 -1.20000 AFIX 0 C2 1 0.528287 0.104846 0.806326 11.00000 0.01819 0.03620 = 0.02471 0.00072 -0.00442 0.00517 AFIX 43 H2 2 0.491938 0.100585 0.759093 11.00000 -1.20000 AFIX 0 C3 1 0.492646 0.177005 0.871911 11.00000 0.01488 0.02902 = 0.03104 0.00079 0.00233 0.00688 AFIX 43 H3 2 0.430908 0.221382 0.871112 11.00000 -1.20000 AFIX 0 C4 1 0.548537 0.183994 0.939565 11.00000 0.01967 0.01654 = 0.02182 0.00031 0.00658 0.00527 C5 1 0.515888 0.267782 1.011740 11.00000 0.01880 0.02314 = 0.02866 0.00050 0.00525 0.00515 C6 1 0.586725 0.293402 1.080348 11.00000 0.02237 0.02467 = 0.02239 -0.00097 0.00554 0.00563 C7 1 0.672843 0.202318 1.075744 11.00000 0.02197 0.01937 = 0.01744 0.00070 0.00184 0.00027 C8 1 0.701625 0.114811 1.009284 11.00000 0.01574 0.01137 = 0.01935 0.00041 0.00191 -0.00110 C10 1 0.824792 -0.344848 0.923921 11.00000 0.01699 0.01096 = 0.02562 -0.00183 0.00047 0.00172 C11 1 0.789283 -0.428381 0.994735 11.00000 0.03235 0.02071 = 0.02753 0.00296 0.00078 0.00428 AFIX 137 H11A 2 0.721633 -0.435102 0.989806 11.00000 -1.50000 H11B 2 0.807917 -0.353377 1.039865 11.00000 -1.50000 H11C 2 0.814790 -0.551967 1.001414 11.00000 -1.50000 AFIX 0 C12 1 0.915004 -0.258361 0.919515 11.00000 0.01603 0.01168 = 0.03535 -0.00564 -0.00429 0.00903 C13 1 0.984189 -0.240134 0.986458 11.00000 0.03450 0.01655 = 0.06631 -0.00246 -0.02618 0.00307 AFIX 137 H13A 2 1.010732 -0.360483 0.999153 11.00000 -1.50000 H13B 2 0.953516 -0.191744 1.031527 11.00000 -1.50000 H13C 2 1.033546 -0.156259 0.972456 11.00000 -1.50000 AFIX 0 C14 1 0.925517 -0.199805 0.842316 11.00000 0.01423 0.01275 = 0.04821 -0.00347 0.01163 0.00695 C15 1 1.007749 -0.106125 0.810891 11.00000 0.02974 0.02385 = 0.07324 -0.00738 0.02440 0.00072 AFIX 137 H15A 2 1.047034 -0.057613 0.853894 11.00000 -1.50000 H15B 2 0.986933 -0.005360 0.776895 11.00000 -1.50000 H15C 2 1.043124 -0.194064 0.781308 11.00000 -1.50000 AFIX 0 C16 1 0.841692 -0.243065 0.797864 11.00000 0.02214 0.01149 = 0.03048 -0.00343 0.00946 0.00829 C17 1 0.825407 -0.210719 0.712895 11.00000 0.05773 0.02837 = 0.02881 -0.00217 0.01228 0.00973 AFIX 137 H17A 2 0.868126 -0.116406 0.695872 11.00000 -1.50000 H17B 2 0.761544 -0.169850 0.702407 11.00000 -1.50000 H17C 2 0.835869 -0.324680 0.684667 11.00000 -1.50000 AFIX 0 C18 1 0.780889 -0.338077 0.848140 11.00000 0.01853 0.00995 = 0.02361 -0.00452 0.00070 0.00495 C19 1 0.689229 -0.416719 0.825439 11.00000 0.02055 0.02080 = 0.03472 -0.00673 -0.00051 0.00022 AFIX 137 H19A 2 0.695427 -0.548798 0.817157 11.00000 -1.50000 H19B 2 0.665237 -0.358711 0.777424 11.00000 -1.50000 H19C 2 0.646383 -0.394674 0.866718 11.00000 -1.50000 AFIX 0 N1 4 0.671378 0.037658 0.875935 11.00000 0.01390 0.01232 = 0.01965 0.00008 0.00219 0.00065 O1 5 0.780714 0.041690 1.002417 11.00000 0.01337 0.01869 = 0.02270 -0.00136 0.00112 0.00235 O3 5 0.563035 0.387972 1.135201 11.00000 0.04077 0.04078 = 0.02586 -0.00717 0.00672 0.01706 O2 5 0.436493 0.313384 1.017869 11.00000 0.02352 0.05525 = 0.03784 -0.00716 0.00739 0.01415 CL1 3 0.858067 0.232629 0.852055 11.00000 0.02269 0.01253 = 0.03020 0.00155 0.00382 0.00173 CL2 3 0.749404 0.216992 1.155784 11.00000 0.03063 0.02887 = 0.02061 -0.00279 -0.00198 0.00317 RH1 6 0.807729 -0.064538 0.889545 11.00000 0.01306 0.01135 = 0.02025 -0.00090 0.00168 0.00285 HKLF 4 REM MaKu214_0m in P2(1)/c REM R1 = 0.0492 for 3443 Fo > 4sig(Fo) and 0.0638 for all 4268 data REM 240 parameters refined using 0 restraints END WGHT 0.0445 5.1854 REM Highest difference peak 1.738, deepest hole -1.134, 1-sigma level 0.147 Q1 1 0.8054 -0.0704 0.9463 11.00000 0.05 1.74 Q2 1 0.8113 -0.0659 0.8299 11.00000 0.05 1.73 Q3 1 0.8601 -0.0196 0.8868 11.00000 0.05 0.91 Q4 1 0.7462 -0.1203 0.8996 11.00000 0.05 0.78 Q5 1 0.7435 -0.0303 0.9078 11.00000 0.05 0.72 ; _shelx_res_checksum 17613 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp C9 C 0.6372(3) 0.1124(6) 0.9393(3) 0.0164(9) Uani 1 1 d . . C1 C 0.6187(3) 0.0377(6) 0.8100(3) 0.0208(9) Uani 1 1 d . . H1 H 0.643786 -0.009400 0.764155 0.025 Uiso 1 1 calc R U C2 C 0.5283(3) 0.1048(7) 0.8063(3) 0.0265(11) Uani 1 1 d . . H2 H 0.491938 0.100585 0.759093 0.032 Uiso 1 1 calc R U C3 C 0.4926(3) 0.1770(7) 0.8719(3) 0.0249(10) Uani 1 1 d . . H3 H 0.430908 0.221382 0.871112 0.030 Uiso 1 1 calc R U C4 C 0.5485(3) 0.1840(6) 0.9396(3) 0.0192(9) Uani 1 1 d . . C5 C 0.5159(3) 0.2678(6) 1.0117(3) 0.0234(10) Uani 1 1 d . . C6 C 0.5867(3) 0.2934(6) 1.0803(3) 0.0230(10) Uani 1 1 d . . C7 C 0.6728(3) 0.2023(6) 1.0757(3) 0.0196(9) Uani 1 1 d . . C8 C 0.7016(3) 0.1148(6) 1.0093(2) 0.0155(9) Uani 1 1 d . . C10 C 0.8248(3) -0.3448(6) 0.9239(3) 0.0179(9) Uani 1 1 d . . C11 C 0.7893(3) -0.4284(6) 0.9947(3) 0.0269(11) Uani 1 1 d . . H11A H 0.721633 -0.435102 0.989806 0.040 Uiso 1 1 calc R U H11B H 0.807917 -0.353377 1.039865 0.040 Uiso 1 1 calc R U H11C H 0.814790 -0.551967 1.001414 0.040 Uiso 1 1 calc R U C12 C 0.9150(3) -0.2584(6) 0.9195(3) 0.0212(10) Uani 1 1 d . . C13 C 0.9842(4) -0.2401(7) 0.9865(4) 0.0400(14) Uani 1 1 d . . H13A H 1.010732 -0.360483 0.999153 0.060 Uiso 1 1 calc R U H13B H 0.953516 -0.191744 1.031527 0.060 Uiso 1 1 calc R U H13C H 1.033546 -0.156259 0.972456 0.060 Uiso 1 1 calc R U C14 C 0.9255(3) -0.1998(6) 0.8423(3) 0.0247(11) Uani 1 1 d . . C15 C 1.0077(4) -0.1061(7) 0.8109(4) 0.0416(15) Uani 1 1 d . . H15A H 1.047034 -0.057613 0.853894 0.062 Uiso 1 1 calc R U H15B H 0.986933 -0.005360 0.776895 0.062 Uiso 1 1 calc R U H15C H 1.043124 -0.194064 0.781308 0.062 Uiso 1 1 calc R U C16 C 0.8417(3) -0.2431(6) 0.7979(3) 0.0211(10) Uani 1 1 d . . C17 C 0.8254(4) -0.2107(7) 0.7129(3) 0.0380(13) Uani 1 1 d . . H17A H 0.868126 -0.116406 0.695872 0.057 Uiso 1 1 calc R U H17B H 0.761544 -0.169850 0.702407 0.057 Uiso 1 1 calc R U H17C H 0.835869 -0.324680 0.684667 0.057 Uiso 1 1 calc R U C18 C 0.7809(3) -0.3381(5) 0.8481(3) 0.0174(9) Uani 1 1 d . . C19 C 0.6892(3) -0.4167(6) 0.8254(3) 0.0254(10) Uani 1 1 d . . H19A H 0.695427 -0.548798 0.817157 0.038 Uiso 1 1 calc R U H19B H 0.665237 -0.358711 0.777424 0.038 Uiso 1 1 calc R U H19C H 0.646383 -0.394674 0.866718 0.038 Uiso 1 1 calc R U N1 N 0.6714(2) 0.0377(5) 0.8759(2) 0.0152(7) Uani 1 1 d . . O1 O 0.78071(19) 0.0417(4) 1.00242(17) 0.0182(6) Uani 1 1 d . . O3 O 0.5630(3) 0.3880(5) 1.1352(2) 0.0356(9) Uani 1 1 d . . O2 O 0.4365(2) 0.3134(6) 1.0179(2) 0.0387(9) Uani 1 1 d . . Cl1 Cl 0.85807(7) 0.23263(14) 0.85206(7) 0.0217(2) Uani 1 1 d . . Cl2 Cl 0.74940(8) 0.21699(16) 1.15578(7) 0.0268(3) Uani 1 1 d . . Rh1 Rh 0.80773(2) -0.06454(4) 0.88955(2) 0.01486(12) Uani 1 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C9 0.0148(19) 0.0126(19) 0.022(2) 0.0026(17) 0.0027(17) 0.0014(15) C1 0.021(2) 0.022(2) 0.019(2) -0.0001(18) 0.0011(18) 0.0027(18) C2 0.018(2) 0.036(3) 0.025(3) 0.001(2) -0.0044(19) 0.005(2) C3 0.015(2) 0.029(3) 0.031(3) 0.001(2) 0.0023(19) 0.0069(18) C4 0.020(2) 0.017(2) 0.022(2) 0.0003(18) 0.0066(18) 0.0053(17) C5 0.019(2) 0.023(2) 0.029(3) 0.001(2) 0.0052(19) 0.0052(18) C6 0.022(2) 0.025(2) 0.022(2) -0.001(2) 0.0055(19) 0.0056(19) C7 0.022(2) 0.019(2) 0.017(2) 0.0007(18) 0.0018(18) 0.0003(18) C8 0.0157(19) 0.0114(19) 0.019(2) 0.0004(16) 0.0019(17) -0.0011(15) C10 0.017(2) 0.011(2) 0.026(2) -0.0018(17) 0.0005(18) 0.0017(16) C11 0.032(3) 0.021(2) 0.028(3) 0.003(2) 0.001(2) 0.004(2) C12 0.016(2) 0.012(2) 0.035(3) -0.0056(19) -0.0043(19) 0.0090(16) C13 0.035(3) 0.017(2) 0.066(4) -0.002(2) -0.026(3) 0.003(2) C14 0.014(2) 0.013(2) 0.048(3) -0.003(2) 0.012(2) 0.0070(17) C15 0.030(3) 0.024(3) 0.073(4) -0.007(3) 0.024(3) 0.001(2) C16 0.022(2) 0.011(2) 0.030(3) -0.0034(18) 0.009(2) 0.0083(17) C17 0.058(4) 0.028(3) 0.029(3) -0.002(2) 0.012(3) 0.010(3) C18 0.019(2) 0.0099(19) 0.024(2) -0.0045(17) 0.0007(18) 0.0049(16) C19 0.021(2) 0.021(2) 0.035(3) -0.007(2) -0.001(2) 0.0002(18) N1 0.0139(16) 0.0123(17) 0.0196(19) 0.0001(14) 0.0022(14) 0.0007(13) O1 0.0134(14) 0.0187(16) 0.0227(17) -0.0014(12) 0.0011(12) 0.0024(12) O3 0.041(2) 0.041(2) 0.0259(19) -0.0072(16) 0.0067(16) 0.0171(17) O2 0.0235(18) 0.055(3) 0.038(2) -0.0072(19) 0.0074(16) 0.0142(17) Cl1 0.0227(5) 0.0125(5) 0.0302(6) 0.0015(4) 0.0038(5) 0.0017(4) Cl2 0.0306(6) 0.0289(6) 0.0206(6) -0.0028(5) -0.0020(5) 0.0032(5) Rh1 0.01306(17) 0.01135(18) 0.0202(2) -0.00090(13) 0.00168(13) 0.00285(12) 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' 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' Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle N1 C9 C4 122.3(4) N1 C9 C8 115.2(3) C4 C9 C8 122.5(4) N1 C1 C2 122.2(4) N1 C1 H1 118.9 C2 C1 H1 118.9 C3 C2 C1 119.1(4) C3 C2 H2 120.5 C1 C2 H2 120.5 C2 C3 C4 118.8(4) C2 C3 H3 120.6 C4 C3 H3 120.6 C9 C4 C3 119.1(4) C9 C4 C5 119.3(4) C3 C4 C5 121.6(4) O2 C5 C4 122.0(4) O2 C5 C6 120.1(4) C4 C5 C6 117.9(4) O3 C6 C7 125.6(4) O3 C6 C5 117.3(4) C7 C6 C5 117.0(4) C8 C7 C6 124.0(4) C8 C7 Cl2 118.7(3) C6 C7 Cl2 117.2(3) O1 C8 C7 125.0(4) O1 C8 C9 116.7(4) C7 C8 C9 118.2(4) C18 C10 C12 107.4(4) C18 C10 C11 127.9(4) C12 C10 C11 124.7(4) C18 C10 Rh1 70.9(2) C12 C10 Rh1 70.3(2) C11 C10 Rh1 125.6(3) C10 C11 H11A 109.5 C10 C11 H11B 109.5 H11A C11 H11B 109.5 C10 C11 H11C 109.5 H11A C11 H11C 109.5 H11B C11 H11C 109.5 C14 C12 C10 108.5(4) C14 C12 C13 127.0(4) C10 C12 C13 124.5(5) C14 C12 Rh1 71.5(2) C10 C12 Rh1 70.0(2) C13 C12 Rh1 125.2(3) C12 C13 H13A 109.5 C12 C13 H13B 109.5 H13A C13 H13B 109.5 C12 C13 H13C 109.5 H13A C13 H13C 109.5 H13B C13 H13C 109.5 C12 C14 C16 108.1(4) C12 C14 C15 127.0(5) C16 C14 C15 124.9(5) C12 C14 Rh1 70.2(2) C16 C14 Rh1 69.0(2) C15 C14 Rh1 125.6(3) C14 C15 H15A 109.5 C14 C15 H15B 109.5 H15A C15 H15B 109.5 C14 C15 H15C 109.5 H15A C15 H15C 109.5 H15B C15 H15C 109.5 C14 C16 C18 107.9(4) C14 C16 C17 125.4(4) C18 C16 C17 126.5(4) C14 C16 Rh1 71.8(3) C18 C16 Rh1 71.2(2) C17 C16 Rh1 127.1(3) C16 C17 H17A 109.5 C16 C17 H17B 109.5 H17A C17 H17B 109.5 C16 C17 H17C 109.5 H17A C17 H17C 109.5 H17B C17 H17C 109.5 C10 C18 C16 108.1(4) C10 C18 C19 125.7(4) C16 C18 C19 126.2(4) C10 C18 Rh1 70.3(2) C16 C18 Rh1 69.4(2) C19 C18 Rh1 126.4(3) C18 C19 H19A 109.5 C18 C19 H19B 109.5 H19A C19 H19B 109.5 C18 C19 H19C 109.5 H19A C19 H19C 109.5 H19B C19 H19C 109.5 C9 N1 C1 118.5(4) C9 N1 Rh1 115.6(3) C1 N1 Rh1 125.8(3) C8 O1 Rh1 116.0(3) N1 Rh1 C16 112.42(16) N1 Rh1 C10 117.60(15) C16 Rh1 C10 65.96(17) N1 Rh1 C12 157.10(16) C16 Rh1 C12 65.48(17) C10 Rh1 C12 39.68(16) N1 Rh1 O1 76.38(12) C16 Rh1 O1 162.60(15) C10 Rh1 O1 96.73(14) C12 Rh1 O1 100.36(15) N1 Rh1 C18 97.94(14) C16 Rh1 C18 39.42(17) C10 Rh1 C18 38.86(17) C12 Rh1 C18 65.46(16) O1 Rh1 C18 126.77(14) N1 Rh1 C14 150.24(17) C16 Rh1 C14 39.21(17) C10 Rh1 C14 65.51(17) C12 Rh1 C14 38.34(18) O1 Rh1 C14 133.37(16) C18 Rh1 C14 65.39(16) N1 Rh1 Cl1 86.79(10) C16 Rh1 Cl1 105.74(13) C10 Rh1 Cl1 155.60(12) C12 Rh1 Cl1 116.00(13) O1 Rh1 Cl1 89.35(8) C18 Rh1 Cl1 143.75(12) C14 Rh1 Cl1 93.26(13) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C9 N1 1.339(6) C9 C4 1.386(6) C9 C8 1.491(6) C1 N1 1.340(5) C1 C2 1.397(6) C1 H1 0.9500 C2 C3 1.372(7) C2 H2 0.9500 C3 C4 1.390(6) C3 H3 0.9500 C4 C5 1.486(6) C5 O2 1.206(5) C5 C6 1.541(6) C6 O3 1.234(5) C6 C7 1.418(6) C7 C8 1.394(6) C7 Cl2 1.734(5) C8 O1 1.274(5) C10 C18 1.428(6) C10 C12 1.456(6) C10 C11 1.480(6) C10 Rh1 2.143(4) C11 H11A 0.9800 C11 H11B 0.9800 C11 H11C 0.9800 C12 C14 1.415(7) C12 C13 1.499(6) C12 Rh1 2.146(4) C13 H13A 0.9800 C13 H13B 0.9800 C13 H13C 0.9800 C14 C16 1.440(6) C14 C15 1.497(7) C14 Rh1 2.163(4) C15 H15A 0.9800 C15 H15B 0.9800 C15 H15C 0.9800 C16 C18 1.443(6) C16 C17 1.494(7) C16 Rh1 2.127(4) C17 H17A 0.9800 C17 H17B 0.9800 C17 H17C 0.9800 C18 C19 1.481(6) C18 Rh1 2.151(4) C19 H19A 0.9800 C19 H19B 0.9800 C19 H19C 0.9800 N1 Rh1 2.113(3) O1 Rh1 2.151(3) Cl1 Rh1 2.3887(11)