#------------------------------------------------------------------------------ #$Date: 2020-04-23 04:01:23 +0300 (Thu, 23 Apr 2020) $ #$Revision: 251070 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/15/74/7157476.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_7157476 loop_ _publ_author_name 'Sharma, Charu' 'Srivastava, Avinash Kumar' 'Sharma, Kamal Nayan' 'Joshi, Raj Kumar' _publ_section_title ; Half-Sandwich (\h5-Cp*)Rh(III) Complex of Pyrazolated Organo-Sulfur/Selenium/Tellurium Ligands: Efficient Catalysts for Base/ Solvent Free C−N Coupling of Chloroarenes under Aerobic Conditions ; _journal_name_full 'Organic & Biomolecular Chemistry' _journal_paper_doi 10.1039/D0OB00538J _journal_year 2020 _chemical_formula_moiety 'C21 H26 Br Cl N2 Rh Se, F6 P' _chemical_formula_sum 'C21 H26 Br Cl F6 N2 P Rh Se' _chemical_formula_weight 748.64 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2019-11-06 _audit_creation_method ; Olex2 1.2 (compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381) ; _audit_update_record ; 2019-11-13 deposited with the CCDC. 2020-04-21 downloaded from the CCDC. ; _cell_angle_alpha 97.25 _cell_angle_beta 97.072(2) _cell_angle_gamma 97.072(2) _cell_formula_units_Z 2 _cell_length_a 9.3467(19) _cell_length_b 11.887(2) _cell_length_c 11.887(2) _cell_measurement_reflns_used 2188 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 23.67 _cell_measurement_theta_min 2.25 _cell_volume 1287.2(4) _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'SIR2004 (Burla et al., 2007)' _diffrn_ambient_temperature 298(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0474 _diffrn_reflns_av_unetI/netI 0.0621 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 12218 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 24.999 _diffrn_reflns_theta_max 24.999 _diffrn_reflns_theta_min 1.744 _exptl_absorpt_coefficient_mu 3.852 _exptl_absorpt_correction_T_max 0.415 _exptl_absorpt_correction_T_min 0.337 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour Orange _exptl_crystal_density_diffrn 1.931 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 732 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: methanol and acetonitrile' _exptl_crystal_size_max 0.290 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.230 _exptl_transmission_factor_max 0.1 _exptl_transmission_factor_min 0.0 _refine_diff_density_max 0.692 _refine_diff_density_min -0.472 _refine_diff_density_rms 0.113 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 312 _refine_ls_number_reflns 4496 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.971 _refine_ls_R_factor_all 0.0566 _refine_ls_R_factor_gt 0.0373 _refine_ls_shift/su_max 0.010 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0391P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0782 _refine_ls_wR_factor_ref 0.0835 _reflns_Friedel_coverage 0.972 _reflns_Friedel_fraction_full 0.963 _reflns_Friedel_fraction_max 0.963 _reflns_number_gt 3454 _reflns_number_total 4496 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL kns91 in P-1 kns91m.res created by SHELXL-2017/1 at 01:36:23 on 06-Nov-2019 CELL 0.71073 9.3467 11.8873 11.8873 97.254 97.072 97.072 ZERR 2 0.0019 0.0023 0.0023 0 0.002 0.002 LATT 1 SFAC C H Br Cl F N P Rh Se UNIT 42 52 2 2 12 4 2 2 2 L.S. 4 PLAN 2 BOND $H CONF HTAB fmap 2 acta OMIT -1 50 OMIT 0 1 0 REM REM REM WGHT 0.039100 FVAR 0.39954 BR1 3 0.692672 1.102703 1.080824 11.00000 0.02780 0.03075 = 0.03482 -0.00727 0.00447 0.00142 C1 1 0.565560 0.992495 0.684422 11.00000 0.02730 0.03615 = 0.03146 0.00444 -0.00107 0.00834 AFIX 43 H1 2 0.659705 1.018380 0.721223 11.00000 -1.20000 AFIX 0 C2 1 0.453903 1.059432 0.697448 11.00000 0.05051 0.03013 = 0.03616 0.00315 0.00757 0.01905 AFIX 43 H2 2 0.474270 1.131325 0.741680 11.00000 -1.20000 AFIX 0 C3 1 0.314643 1.019430 0.645261 11.00000 0.03605 0.05273 = 0.04368 0.02271 0.01608 0.02916 AFIX 43 H3 2 0.240810 1.063798 0.655967 11.00000 -1.20000 AFIX 0 C4 1 0.282866 0.915020 0.577593 11.00000 0.02192 0.05109 = 0.05523 0.02115 0.00475 0.00890 AFIX 43 H4 2 0.188448 0.889534 0.541186 11.00000 -1.20000 AFIX 0 C5 1 0.392120 0.847235 0.563470 11.00000 0.02375 0.03207 = 0.03945 0.00437 0.00093 0.00135 AFIX 43 H5 2 0.370902 0.775409 0.519147 11.00000 -1.20000 AFIX 0 C6 1 0.533471 0.887776 0.616217 11.00000 0.02321 0.02615 = 0.02323 0.00824 0.00316 0.00972 C7 1 0.855341 0.896011 0.621696 11.00000 0.02333 0.03130 = 0.03510 0.00904 0.00735 0.00363 AFIX 23 H7A 2 0.917012 0.877073 0.564158 11.00000 -1.20000 H7B 2 0.830243 0.971686 0.613808 11.00000 -1.20000 AFIX 0 C8 1 0.942336 0.901156 0.738472 11.00000 0.01681 0.02800 = 0.03511 0.00620 0.00571 0.00444 AFIX 23 H8A 2 0.982217 0.829863 0.741605 11.00000 -1.20000 H8B 2 1.023584 0.962324 0.747645 11.00000 -1.20000 AFIX 0 C9 1 0.857731 1.017960 0.903058 11.00000 0.02157 0.01872 = 0.03348 0.00597 -0.00404 0.00323 AFIX 43 H9 2 0.914692 1.087733 0.902508 11.00000 -1.20000 AFIX 0 C10 1 0.756007 0.996628 0.973823 11.00000 0.02178 0.02283 = 0.02730 -0.00070 0.00237 0.00391 C11 1 0.696698 0.882144 0.942750 11.00000 0.01792 0.02804 = 0.02689 0.00748 0.00527 0.00030 AFIX 43 H11 2 0.623890 0.843933 0.976296 11.00000 -1.20000 AFIX 0 C12 1 0.743246 0.537744 0.852155 11.00000 0.01869 0.02401 = 0.03048 0.00977 0.00218 0.00707 C13 1 0.665363 0.488597 0.741508 11.00000 0.02194 0.01773 = 0.03881 0.00451 0.00048 0.00591 C14 1 0.751277 0.519829 0.655889 11.00000 0.02511 0.01911 = 0.03273 -0.00111 0.00068 0.01489 C15 1 0.885903 0.585088 0.713841 11.00000 0.03001 0.01513 = 0.03642 0.00881 0.01206 0.01557 C16 1 0.880463 0.594105 0.834564 11.00000 0.01652 0.01830 = 0.03333 0.01019 0.00143 0.00530 C17 1 0.691341 0.524754 0.964022 11.00000 0.02716 0.04595 = 0.03920 0.01897 0.00734 0.00740 AFIX 137 H17A 2 0.595659 0.546493 0.962908 11.00000 -1.50000 H17B 2 0.756819 0.573023 1.024497 11.00000 -1.50000 H17C 2 0.688100 0.446376 0.976740 11.00000 -1.50000 AFIX 0 C18 1 0.521178 0.412914 0.722375 11.00000 0.02984 0.02722 = 0.05346 0.01080 -0.00156 0.00160 AFIX 137 H18A 2 0.535157 0.338079 0.740043 11.00000 -1.50000 H18B 2 0.478671 0.407122 0.643756 11.00000 -1.50000 H18C 2 0.457462 0.445122 0.771085 11.00000 -1.50000 AFIX 0 C19 1 0.714260 0.484482 0.528944 11.00000 0.04799 0.03416 = 0.03219 -0.00067 0.00324 0.01754 AFIX 137 H19A 2 0.758928 0.418214 0.506456 11.00000 -1.50000 H19B 2 0.749640 0.546052 0.490099 11.00000 -1.50000 H19C 2 0.610515 0.466554 0.509015 11.00000 -1.50000 AFIX 0 C20 1 1.014815 0.617651 0.655356 11.00000 0.03452 0.03183 = 0.04609 0.01573 0.02143 0.01497 AFIX 137 H20A 2 1.086334 0.670246 0.707723 11.00000 -1.50000 H20B 2 0.984505 0.653316 0.590028 11.00000 -1.50000 H20C 2 1.056212 0.550257 0.630838 11.00000 -1.50000 AFIX 0 C21 1 0.999826 0.651717 0.926171 11.00000 0.01994 0.03676 = 0.03889 0.00910 0.00013 0.00564 AFIX 137 H21A 2 0.958709 0.689415 0.988238 11.00000 -1.50000 H21B 2 1.061949 0.707173 0.895632 11.00000 -1.50000 H21C 2 1.055659 0.595649 0.953614 11.00000 -1.50000 AFIX 0 CL1 4 0.456182 0.682854 0.783425 11.00000 0.01825 0.02820 = 0.04216 0.00160 0.00835 0.00387 F1 5 0.826994 0.701603 0.332279 11.00000 0.04888 0.06894 = 0.09583 0.01470 0.03657 -0.00493 F2 5 0.892675 0.783906 0.182440 11.00000 0.07211 0.04713 = 0.04089 0.01010 -0.01272 0.02535 F3 5 0.950925 0.609721 0.208826 11.00000 0.12026 0.03932 = 0.04627 -0.00795 -0.01332 0.03736 F4 5 1.124071 0.764976 0.239784 11.00000 0.05245 0.12802 = 0.10774 0.06259 0.04390 0.03187 F5 5 1.060145 0.680815 0.387679 11.00000 0.08479 0.03964 = 0.04273 0.00780 -0.00838 0.02543 F6 5 0.995762 0.854177 0.362442 11.00000 0.06634 0.02950 = 0.05600 -0.00551 -0.02378 0.00925 N1 6 0.860281 0.920053 0.834764 11.00000 0.01551 0.02390 = 0.02521 0.00642 0.00250 0.00150 N2 6 0.760992 0.835177 0.856583 11.00000 0.01798 0.01934 = 0.02892 0.00347 0.00471 0.00411 P1 7 0.974611 0.731104 0.284848 11.00000 0.03193 0.02691 = 0.02942 0.00630 0.00418 0.00817 RH1 8 0.703409 0.673835 0.754173 11.00000 0.01597 0.01970 = 0.02513 0.00299 0.00470 0.00434 SE1 9 0.675669 0.785993 0.589076 11.00000 0.02161 0.02438 = 0.02489 0.00337 0.00287 0.00710 HKLF 4 REM kns91 in P-1 REM R1 = 0.0373 for 3454 Fo > 4sig(Fo) and 0.0566 for all 4496 data REM 312 parameters refined using 0 restraints END WGHT 0.0391 0.0000 REM Instructions for potential hydrogen bonds HTAB C1 N1 HTAB C7 F6 EQIV $1 -x+2, -y+2, -z+1 HTAB C7 F6_$1 HTAB C9 F2_$1 HTAB C9 F4_$1 EQIV $2 -x+1, -y+2, -z+2 HTAB C11 Br1_$2 REM Highest difference peak 0.692, deepest hole -0.472, 1-sigma level 0.113 Q1 1 0.7902 0.6645 0.7006 11.00000 0.05 0.69 Q2 1 0.6820 0.7425 0.6660 11.00000 0.05 0.55 REM The information below was added by Olex2. REM REM R1 = 0.0373 for 3454 Fo > 4sig(Fo) and 0.0566 for all 15044 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.69, deepest hole -0.47 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0566 REM R1_gt = 0.0373 REM wR_ref = 0.0835 REM GOOF = 0.971 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 15044 REM Reflections_gt = 3454 REM Parameters = n/a REM Hole = -0.47 REM Peak = 0.69 REM Flack = n/a ; _cod_data_source_file d0ob00538j2.cif _cod_data_source_block Complex1 _cod_original_cell_volume 1287.3(4) _cod_database_code 7157476 _shelx_shelxl_version_number 2017/1 _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. ; _exptl_absorpt_special_details ; ? ; _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C7(H7A,H7B), C8(H8A,H8B) 2.b Aromatic/amide H refined with riding coordinates: C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C11(H11) 2.c Idealised Me refined as rotating group: C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B, H20C), C21(H21A,H21B,H21C) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.69267(6) 1.10270(5) 1.08082(5) 0.03240(15) Uani 1 1 d . . . . . C1 C 0.5656(6) 0.9925(5) 0.6844(4) 0.0318(13) Uani 1 1 d . . . . . H1 H 0.659705 1.018380 0.721223 0.038 Uiso 1 1 calc R . . . . C2 C 0.4539(6) 1.0594(5) 0.6974(5) 0.0378(14) Uani 1 1 d . . . . . H2 H 0.474270 1.131325 0.741680 0.045 Uiso 1 1 calc R . . . . C3 C 0.3146(6) 1.0194(5) 0.6453(5) 0.0399(15) Uani 1 1 d . . . . . H3 H 0.240810 1.063798 0.655967 0.048 Uiso 1 1 calc R . . . . C4 C 0.2829(6) 0.9150(5) 0.5776(5) 0.0413(15) Uani 1 1 d . . . . . H4 H 0.188448 0.889534 0.541186 0.050 Uiso 1 1 calc R . . . . C5 C 0.3921(5) 0.8472(5) 0.5635(5) 0.0323(13) Uani 1 1 d . . . . . H5 H 0.370902 0.775409 0.519147 0.039 Uiso 1 1 calc R . . . . C6 C 0.5335(5) 0.8878(4) 0.6162(4) 0.0233(11) Uani 1 1 d . . . . . C7 C 0.8553(5) 0.8960(4) 0.6217(4) 0.0293(12) Uani 1 1 d . . . . . H7A H 0.917012 0.877073 0.564158 0.035 Uiso 1 1 calc R . . . . H7B H 0.830243 0.971686 0.613808 0.035 Uiso 1 1 calc R . . . . C8 C 0.9423(5) 0.9012(4) 0.7385(4) 0.0262(12) Uani 1 1 d . . . . . H8A H 0.982217 0.829863 0.741605 0.031 Uiso 1 1 calc R . . . . H8B H 1.023584 0.962324 0.747645 0.031 Uiso 1 1 calc R . . . . C9 C 0.8577(5) 1.0180(4) 0.9031(4) 0.0250(12) Uani 1 1 d . . . . . H9 H 0.914692 1.087733 0.902508 0.030 Uiso 1 1 calc R . . . . C10 C 0.7560(5) 0.9966(4) 0.9738(4) 0.0244(11) Uani 1 1 d . . . . . C11 C 0.6967(5) 0.8821(4) 0.9427(4) 0.0240(12) Uani 1 1 d . . . . . H11 H 0.623890 0.843933 0.976296 0.029 Uiso 1 1 calc R . . . . C12 C 0.7432(5) 0.5377(4) 0.8522(4) 0.0236(11) Uani 1 1 d . . . . . C13 C 0.6654(5) 0.4886(4) 0.7415(4) 0.0262(12) Uani 1 1 d . . . . . C14 C 0.7513(5) 0.5198(4) 0.6559(4) 0.0254(12) Uani 1 1 d . . . . . C15 C 0.8859(5) 0.5851(4) 0.7138(4) 0.0251(12) Uani 1 1 d . . . . . C16 C 0.8805(5) 0.5941(4) 0.8346(4) 0.0221(11) Uani 1 1 d . . . . . C17 C 0.6913(6) 0.5248(5) 0.9640(4) 0.0359(14) Uani 1 1 d . . . . . H17A H 0.595659 0.546493 0.962908 0.054 Uiso 1 1 calc GR . . . . H17B H 0.756819 0.573023 1.024497 0.054 Uiso 1 1 calc GR . . . . H17C H 0.688100 0.446376 0.976740 0.054 Uiso 1 1 calc GR . . . . C18 C 0.5212(5) 0.4129(5) 0.7224(5) 0.0372(14) Uani 1 1 d . . . . . H18A H 0.535157 0.338079 0.740043 0.056 Uiso 1 1 calc GR . . . . H18B H 0.478671 0.407122 0.643756 0.056 Uiso 1 1 calc GR . . . . H18C H 0.457462 0.445122 0.771085 0.056 Uiso 1 1 calc GR . . . . C19 C 0.7143(6) 0.4845(5) 0.5289(4) 0.0378(14) Uani 1 1 d . . . . . H19A H 0.758928 0.418214 0.506456 0.057 Uiso 1 1 calc GR . . . . H19B H 0.749640 0.546052 0.490099 0.057 Uiso 1 1 calc GR . . . . H19C H 0.610515 0.466554 0.509015 0.057 Uiso 1 1 calc GR . . . . C20 C 1.0148(5) 0.6177(5) 0.6554(5) 0.0344(14) Uani 1 1 d . . . . . H20A H 1.086334 0.670246 0.707723 0.052 Uiso 1 1 calc GR . . . . H20B H 0.984505 0.653316 0.590028 0.052 Uiso 1 1 calc GR . . . . H20C H 1.056212 0.550257 0.630838 0.052 Uiso 1 1 calc GR . . . . C21 C 0.9998(5) 0.6517(5) 0.9262(4) 0.0317(13) Uani 1 1 d . . . . . H21A H 0.958709 0.689415 0.988238 0.048 Uiso 1 1 calc GR . . . . H21B H 1.061949 0.707173 0.895632 0.048 Uiso 1 1 calc GR . . . . H21C H 1.055659 0.595649 0.953614 0.048 Uiso 1 1 calc GR . . . . Cl1 Cl 0.45618(13) 0.68285(11) 0.78343(11) 0.0294(3) Uani 1 1 d . . . . . F1 F 0.8270(4) 0.7016(3) 0.3323(3) 0.0698(11) Uani 1 1 d . . . . . F2 F 0.8927(4) 0.7839(3) 0.1824(3) 0.0534(10) Uani 1 1 d . . . . . F3 F 0.9509(5) 0.6097(3) 0.2088(3) 0.0698(12) Uani 1 1 d . . . . . F4 F 1.1241(4) 0.7650(4) 0.2398(4) 0.0877(15) Uani 1 1 d . . . . . F5 F 1.0601(4) 0.6808(3) 0.3877(3) 0.0556(10) Uani 1 1 d . . . . . F6 F 0.9958(4) 0.8542(3) 0.3624(3) 0.0542(10) Uani 1 1 d . . . . . N1 N 0.8603(4) 0.9201(3) 0.8348(3) 0.0214(9) Uani 1 1 d . . . . . N2 N 0.7610(4) 0.8352(3) 0.8566(3) 0.0218(9) Uani 1 1 d . . . . . P1 P 0.97461(15) 0.73110(12) 0.28485(12) 0.0289(3) Uani 1 1 d . . . . . Rh1 Rh 0.70341(4) 0.67384(3) 0.75417(3) 0.01998(12) Uani 1 1 d . . . . . Se1 Se 0.67567(5) 0.78599(4) 0.58908(4) 0.02335(14) 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 Br1 0.0278(3) 0.0308(3) 0.0348(3) -0.0073(2) 0.0045(2) 0.0014(2) C1 0.027(3) 0.036(3) 0.031(3) 0.004(3) -0.001(2) 0.008(3) C2 0.051(4) 0.030(3) 0.036(3) 0.003(3) 0.008(3) 0.019(3) C3 0.036(3) 0.053(4) 0.044(4) 0.023(3) 0.016(3) 0.029(3) C4 0.022(3) 0.051(4) 0.055(4) 0.021(3) 0.005(3) 0.009(3) C5 0.024(3) 0.032(3) 0.039(3) 0.004(3) 0.001(2) 0.001(2) C6 0.023(3) 0.026(3) 0.023(3) 0.008(2) 0.003(2) 0.010(2) C7 0.023(3) 0.031(3) 0.035(3) 0.009(2) 0.007(2) 0.004(2) C8 0.017(3) 0.028(3) 0.035(3) 0.006(2) 0.006(2) 0.004(2) C9 0.022(3) 0.019(3) 0.033(3) 0.006(2) -0.004(2) 0.003(2) C10 0.022(3) 0.023(3) 0.027(3) -0.001(2) 0.002(2) 0.004(2) C11 0.018(3) 0.028(3) 0.027(3) 0.007(2) 0.005(2) 0.000(2) C12 0.019(3) 0.024(3) 0.030(3) 0.010(2) 0.002(2) 0.007(2) C13 0.022(3) 0.018(3) 0.039(3) 0.005(2) 0.000(2) 0.006(2) C14 0.025(3) 0.019(3) 0.033(3) -0.001(2) 0.001(2) 0.015(2) C15 0.030(3) 0.015(3) 0.036(3) 0.009(2) 0.012(2) 0.016(2) C16 0.017(3) 0.018(3) 0.033(3) 0.010(2) 0.001(2) 0.005(2) C17 0.027(3) 0.046(4) 0.039(3) 0.019(3) 0.007(3) 0.007(3) C18 0.030(3) 0.027(3) 0.053(4) 0.011(3) -0.002(3) 0.002(2) C19 0.048(4) 0.034(3) 0.032(3) -0.001(3) 0.003(3) 0.018(3) C20 0.035(3) 0.032(3) 0.046(3) 0.016(3) 0.021(3) 0.015(3) C21 0.020(3) 0.037(3) 0.039(3) 0.009(3) 0.000(2) 0.006(2) Cl1 0.0183(6) 0.0282(7) 0.0422(8) 0.0016(6) 0.0084(6) 0.0039(5) F1 0.049(2) 0.069(3) 0.096(3) 0.015(2) 0.037(2) -0.0049(19) F2 0.072(2) 0.047(2) 0.041(2) 0.0101(17) -0.0127(18) 0.0254(19) F3 0.120(3) 0.039(2) 0.046(2) -0.0080(17) -0.013(2) 0.037(2) F4 0.052(2) 0.128(4) 0.108(3) 0.063(3) 0.044(2) 0.032(3) F5 0.085(3) 0.040(2) 0.043(2) 0.0078(16) -0.0084(19) 0.0254(19) F6 0.066(2) 0.0295(19) 0.056(2) -0.0055(16) -0.0238(18) 0.0093(17) N1 0.016(2) 0.024(2) 0.025(2) 0.0064(19) 0.0025(17) 0.0015(18) N2 0.018(2) 0.019(2) 0.029(2) 0.0035(18) 0.0047(18) 0.0041(18) P1 0.0319(8) 0.0269(8) 0.0294(8) 0.0063(6) 0.0042(6) 0.0082(6) Rh1 0.0160(2) 0.0197(2) 0.0251(2) 0.00299(16) 0.00470(16) 0.00434(16) Se1 0.0216(3) 0.0244(3) 0.0249(3) 0.0034(2) 0.0029(2) 0.0071(2) 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' Br Br -0.2901 2.4595 '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' F F 0.0171 0.0103 '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' P P 0.1023 0.0942 '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' Se Se -0.0929 2.2259 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1 120.6 . . ? C6 C1 H1 120.6 . . ? C6 C1 C2 118.8(5) . . ? C1 C2 H2 119.9 . . ? C3 C2 C1 120.3(5) . . ? C3 C2 H2 119.9 . . ? C2 C3 H3 119.6 . . ? C4 C3 C2 120.9(5) . . ? C4 C3 H3 119.6 . . ? C3 C4 H4 120.1 . . ? C3 C4 C5 119.8(5) . . ? C5 C4 H4 120.1 . . ? C4 C5 H5 120.3 . . ? C4 C5 C6 119.4(5) . . ? C6 C5 H5 120.3 . . ? C1 C6 C5 120.9(5) . . ? C1 C6 Se1 123.7(4) . . ? C5 C6 Se1 115.4(4) . . ? H7A C7 H7B 107.4 . . ? C8 C7 H7A 108.4 . . ? C8 C7 H7B 108.4 . . ? C8 C7 Se1 115.6(3) . . ? Se1 C7 H7A 108.4 . . ? Se1 C7 H7B 108.4 . . ? C7 C8 H8A 108.5 . . ? C7 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? N1 C8 C7 114.9(4) . . ? N1 C8 H8A 108.5 . . ? N1 C8 H8B 108.5 . . ? C10 C9 H9 126.3 . . ? N1 C9 H9 126.3 . . ? N1 C9 C10 107.4(4) . . ? C9 C10 Br1 127.4(4) . . ? C9 C10 C11 106.3(4) . . ? C11 C10 Br1 126.0(4) . . ? C10 C11 H11 125.3 . . ? N2 C11 C10 109.4(4) . . ? N2 C11 H11 125.3 . . ? C13 C12 C17 125.4(4) . . ? C13 C12 Rh1 71.3(3) . . ? C16 C12 C13 107.4(4) . . ? C16 C12 C17 127.1(4) . . ? C16 C12 Rh1 72.1(3) . . ? C17 C12 Rh1 124.8(3) . . ? C12 C13 C18 124.6(5) . . ? C12 C13 Rh1 69.9(3) . . ? C14 C13 C12 108.6(4) . . ? C14 C13 C18 126.8(5) . . ? C14 C13 Rh1 70.8(3) . . ? C18 C13 Rh1 127.3(3) . . ? C13 C14 C15 107.6(4) . . ? C13 C14 C19 126.7(5) . . ? C13 C14 Rh1 70.8(3) . . ? C15 C14 C19 125.6(5) . . ? C15 C14 Rh1 71.2(3) . . ? C19 C14 Rh1 126.7(3) . . ? C14 C15 C20 123.9(5) . . ? C14 C15 Rh1 70.2(3) . . ? C16 C15 C14 107.7(4) . . ? C16 C15 C20 127.6(5) . . ? C16 C15 Rh1 70.9(3) . . ? C20 C15 Rh1 132.3(3) . . ? C12 C16 C15 108.7(4) . . ? C12 C16 C21 125.9(4) . . ? C12 C16 Rh1 69.6(3) . . ? C15 C16 C21 125.5(4) . . ? C15 C16 Rh1 70.8(3) . . ? C21 C16 Rh1 126.2(3) . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17B 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19B 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C15 C20 H20A 109.5 . . ? C15 C20 H20B 109.5 . . ? C15 C20 H20C 109.5 . . ? H20A C20 H20B 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C9 N1 C8 128.1(4) . . ? C9 N1 N2 111.1(4) . . ? N2 N1 C8 120.4(4) . . ? C11 N2 N1 105.8(4) . . ? C11 N2 Rh1 129.0(3) . . ? N1 N2 Rh1 124.5(3) . . ? F1 P1 F2 90.7(2) . . ? F1 P1 F3 90.7(2) . . ? F1 P1 F4 178.0(3) . . ? F1 P1 F5 90.5(2) . . ? F1 P1 F6 88.4(2) . . ? F2 P1 F5 178.5(2) . . ? F2 P1 F6 89.21(18) . . ? F3 P1 F2 90.54(18) . . ? F3 P1 F4 91.3(3) . . ? F3 P1 F5 90.38(18) . . ? F3 P1 F6 179.0(2) . . ? F4 P1 F2 89.4(2) . . ? F4 P1 F5 89.4(2) . . ? F4 P1 F6 89.6(2) . . ? F5 P1 F6 89.89(18) . . ? C12 Rh1 C13 38.86(18) . . ? C12 Rh1 C14 65.17(19) . . ? C12 Rh1 C15 64.73(18) . . ? C12 Rh1 C16 38.32(17) . . ? C12 Rh1 Cl1 98.08(13) . . ? C12 Rh1 Se1 161.28(13) . . ? C13 Rh1 C15 64.20(18) . . ? C13 Rh1 C16 63.96(17) . . ? C13 Rh1 Cl1 90.19(13) . . ? C13 Rh1 Se1 125.55(14) . . ? C14 Rh1 C13 38.45(19) . . ? C14 Rh1 C15 38.60(18) . . ? C14 Rh1 C16 64.37(18) . . ? C14 Rh1 Cl1 117.78(14) . . ? C14 Rh1 Se1 96.13(13) . . ? C15 Rh1 C16 38.30(17) . . ? C15 Rh1 Cl1 154.14(14) . . ? C15 Rh1 Se1 100.55(13) . . ? C16 Rh1 Cl1 134.37(13) . . ? C16 Rh1 Se1 134.29(13) . . ? Cl1 Rh1 Se1 91.30(4) . . ? N2 Rh1 C12 111.08(17) . . ? N2 Rh1 C13 149.21(17) . . ? N2 Rh1 C14 153.75(17) . . ? N2 Rh1 C15 115.30(17) . . ? N2 Rh1 C16 96.09(16) . . ? N2 Rh1 Cl1 88.34(11) . . ? N2 Rh1 Se1 85.23(11) . . ? C6 Se1 C7 100.3(2) . . ? C6 Se1 Rh1 108.18(14) . . ? C7 Se1 Rh1 101.58(14) . . ? 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 Br1 C10 1.877(5) . ? C1 H1 0.9300 . ? C1 C2 1.400(7) . ? C1 C6 1.375(7) . ? C2 H2 0.9300 . ? C2 C3 1.371(8) . ? C3 H3 0.9300 . ? C3 C4 1.369(8) . ? C4 H4 0.9300 . ? C4 C5 1.390(7) . ? C5 H5 0.9300 . ? C5 C6 1.391(7) . ? C6 Se1 1.933(5) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C7 C8 1.510(6) . ? C7 Se1 1.963(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 N1 1.464(6) . ? C9 H9 0.9300 . ? C9 C10 1.367(7) . ? C9 N1 1.337(6) . ? C10 C11 1.390(7) . ? C11 H11 0.9300 . ? C11 N2 1.346(6) . ? C12 C13 1.438(7) . ? C12 C16 1.424(6) . ? C12 C17 1.490(7) . ? C12 Rh1 2.152(5) . ? C13 C14 1.429(7) . ? C13 C18 1.501(7) . ? C13 Rh1 2.170(5) . ? C14 C15 1.439(7) . ? C14 C19 1.500(7) . ? C14 Rh1 2.170(5) . ? C15 C16 1.433(7) . ? C15 C20 1.498(7) . ? C15 Rh1 2.184(4) . ? C16 C21 1.491(6) . ? C16 Rh1 2.185(4) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? Cl1 Rh1 2.3920(13) . ? F1 P1 1.571(4) . ? F2 P1 1.595(3) . ? F3 P1 1.578(4) . ? F4 P1 1.581(4) . ? F5 P1 1.598(3) . ? F6 P1 1.604(3) . ? N1 N2 1.357(5) . ? N2 Rh1 2.108(4) . ? Rh1 Se1 2.5134(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 Br1 C10 C11 N2 174.5(3) . . . . ? C1 C2 C3 C4 -1.5(8) . . . . ? C2 C1 C6 C5 -1.8(8) . . . . ? C2 C1 C6 Se1 179.6(4) . . . . ? C2 C3 C4 C5 1.5(9) . . . . ? C3 C4 C5 C6 -1.6(8) . . . . ? C4 C5 C6 C1 1.7(8) . . . . ? C4 C5 C6 Se1 -179.6(4) . . . . ? C6 C1 C2 C3 1.7(8) . . . . ? C7 C8 N1 C9 -100.0(6) . . . . ? C7 C8 N1 N2 72.7(5) . . . . ? C8 N1 N2 C11 -174.8(4) . . . . ? C8 N1 N2 Rh1 -3.6(5) . . . . ? C9 C10 C11 N2 0.5(5) . . . . ? C9 N1 N2 C11 -1.0(5) . . . . ? C9 N1 N2 Rh1 170.2(3) . . . . ? C10 C9 N1 C8 174.5(4) . . . . ? C10 C9 N1 N2 1.3(5) . . . . ? C10 C11 N2 N1 0.3(5) . . . . ? C10 C11 N2 Rh1 -170.4(3) . . . . ? C12 C13 C14 C15 2.2(5) . . . . ? C12 C13 C14 C19 178.1(5) . . . . ? C12 C13 C14 Rh1 -59.9(3) . . . . ? C13 C12 C16 C15 2.7(5) . . . . ? C13 C12 C16 C21 -176.6(4) . . . . ? C13 C12 C16 Rh1 62.9(3) . . . . ? C13 C14 C15 C16 -0.5(5) . . . . ? C13 C14 C15 C20 169.8(4) . . . . ? C13 C14 C15 Rh1 -61.8(3) . . . . ? C14 C15 C16 C12 -1.3(5) . . . . ? C14 C15 C16 C21 177.9(4) . . . . ? C14 C15 C16 Rh1 -60.8(3) . . . . ? C16 C12 C13 C14 -3.0(5) . . . . ? C16 C12 C13 C18 174.4(5) . . . . ? C16 C12 C13 Rh1 -63.5(3) . . . . ? C17 C12 C13 C14 -179.6(5) . . . . ? C17 C12 C13 C18 -2.2(8) . . . . ? C17 C12 C13 Rh1 119.9(5) . . . . ? C17 C12 C16 C15 179.2(5) . . . . ? C17 C12 C16 C21 -0.1(8) . . . . ? C17 C12 C16 Rh1 -120.6(5) . . . . ? C18 C13 C14 C15 -175.1(5) . . . . ? C18 C13 C14 C19 0.8(8) . . . . ? C18 C13 C14 Rh1 122.8(5) . . . . ? C19 C14 C15 C16 -176.5(4) . . . . ? C19 C14 C15 C20 -6.1(7) . . . . ? C19 C14 C15 Rh1 122.2(5) . . . . ? C20 C15 C16 C12 -171.3(4) . . . . ? C20 C15 C16 C21 8.0(8) . . . . ? C20 C15 C16 Rh1 129.3(5) . . . . ? N1 C9 C10 Br1 -175.0(3) . . . . ? N1 C9 C10 C11 -1.1(5) . . . . ? Rh1 C12 C13 C14 60.5(3) . . . . ? Rh1 C12 C13 C18 -122.1(5) . . . . ? Rh1 C12 C16 C15 -60.2(3) . . . . ? Rh1 C12 C16 C21 120.5(5) . . . . ? Rh1 C13 C14 C15 62.1(3) . . . . ? Rh1 C13 C14 C19 -122.0(5) . . . . ? Rh1 C14 C15 C16 61.3(3) . . . . ? Rh1 C14 C15 C20 -128.3(4) . . . . ? Rh1 C15 C16 C12 59.5(3) . . . . ? Rh1 C15 C16 C21 -121.3(5) . . . . ? Se1 C7 C8 N1 -53.5(5) . . . . ?