#------------------------------------------------------------------------------ #$Date: 2021-05-14 06:25:59 +0300 (Fri, 14 May 2021) $ #$Revision: 265209 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/06/06/7060680.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_7060680 loop_ _publ_author_name '\,Cicek, Metin' 'G\"urb\"uz, Nevin' '\"Ozdemir, Nam\?ik' '\"Ozdemir, \.Ismail' 'Ispir, Esin' _publ_section_title ; Half-sandwich Ru(II) arene complexes that bearing benzimidazole ligands for the N‐alkylation reaction of aniline with alcohols under solvent-free medium ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D1NJ01539G _journal_year 2021 _chemical_formula_moiety 'C32 H34 Cl2 N2 Ru' _chemical_formula_sum 'C32 H34 Cl2 N2 Ru' _chemical_formula_weight 618.58 _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2021-02-05 deposited with the CCDC. 2021-05-11 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 107.046(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.5366(7) _cell_length_b 13.6516(7) _cell_length_c 16.3238(9) _cell_measurement_reflns_used 22078 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 28.10 _cell_measurement_theta_min 2.17 _cell_volume 2884.1(3) _computing_cell_refinement X-AREA _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_data_reduction 'X-RED32 (Stoe & Cie, 2002)' _computing_molecular_graphics 'OLEX2 (Dolomanov et al., 2009)' _computing_publication_material 'OLEX2 (Dolomanov et al., 2009) and PLATON (Spek, 2009)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT-2018/2 (Sheldrick, 2015)' _diffrn_ambient_temperature 296(2) _diffrn_detector_area_resol_mean 6.67 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method '\w scans' _diffrn_radiation_collimation '0.8 mm diameter, multiple pinhole' _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_unetI/netI 0.0543 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.994 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 19730 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.994 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.765 _diffrn_reflns_theta_min 2.168 _diffrn_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _exptl_absorpt_coefficient_mu 0.752 _exptl_absorpt_correction_T_max 0.9017 _exptl_absorpt_correction_T_min 0.7107 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'X-RED32 (Stoe & Cie, 2002)' _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.425 _exptl_crystal_description prism _exptl_crystal_F_000 1272 _exptl_crystal_size_max 0.520 _exptl_crystal_size_mid 0.470 _exptl_crystal_size_min 0.130 _refine_diff_density_max 0.647 _refine_diff_density_min -0.657 _refine_diff_density_rms 0.063 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.931 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 339 _refine_ls_number_reflns 6761 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.931 _refine_ls_R_factor_all 0.0602 _refine_ls_R_factor_gt 0.0357 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0349P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0683 _refine_ls_wR_factor_ref 0.0735 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4987 _reflns_number_total 6761 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1nj01539g2.cif _cod_data_source_block namiko221 _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7060680 _shelx_shelxl_version_number 2018/3 _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 0.696 _shelx_estimated_absorpt_t_max 0.909 _shelx_res_file ; TITL namiko221 shelx.res created by SHELXL-2018/3 at 22:00:27 on 05-Feb-2021 CELL 0.71073 13.5366 13.6516 16.3238 90.000 107.046 90.000 ZERR 4.00 0.0007 0.0007 0.0009 0.000 0.004 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H CL N RU UNIT 128 136 8 8 4 MERG 2 FMAP 2 PLAN 3 SIZE 0.130 0.470 0.520 ACTA BOND $H CONF L.S. 20 TEMP 23.00 WGHT 0.034900 FVAR 0.36156 RU1 5 0.603367 0.736397 0.782663 11.00000 0.02692 0.03021 = 0.03562 -0.00133 0.00876 -0.00148 CL1 3 0.585117 0.691333 0.921426 11.00000 0.04855 0.06278 = 0.03871 0.00707 0.01094 0.00066 CL2 3 0.642555 0.566704 0.762549 11.00000 0.04449 0.03414 = 0.06402 -0.00696 0.01202 0.00108 N1 4 0.445777 0.691653 0.730658 11.00000 0.02947 0.03544 = 0.03678 -0.00338 0.01041 -0.00166 N2 4 0.282727 0.653708 0.721333 11.00000 0.02792 0.04216 = 0.03968 -0.00500 0.01056 -0.00131 C1 1 0.375099 0.688603 0.770965 11.00000 0.03189 0.03898 = 0.03396 -0.00353 0.00792 -0.00089 AFIX 43 H1 2 0.386853 0.708237 0.827575 11.00000 -1.20000 AFIX 0 C2 1 0.397677 0.655222 0.648080 11.00000 0.03282 0.03083 = 0.03578 -0.00137 0.00947 -0.00008 C3 1 0.435177 0.640023 0.578169 11.00000 0.03500 0.03951 = 0.04476 -0.00215 0.01368 0.00035 AFIX 43 H3 2 0.502983 0.656224 0.581526 11.00000 -1.20000 AFIX 0 C4 1 0.369657 0.600172 0.503046 11.00000 0.05094 0.03925 = 0.03514 0.00049 0.01387 0.00400 C5 1 0.409873 0.584687 0.426893 11.00000 0.06673 0.06728 = 0.04377 -0.00584 0.02225 0.00138 AFIX 137 H5A 2 0.478878 0.610038 0.439655 11.00000 -1.50000 H5B 2 0.366035 0.618254 0.377993 11.00000 -1.50000 H5C 2 0.410258 0.515932 0.414648 11.00000 -1.50000 AFIX 0 C6 1 0.266739 0.574695 0.498568 11.00000 0.04781 0.03580 = 0.03659 -0.00090 0.00420 0.00130 C7 1 0.195886 0.526050 0.418598 11.00000 0.06846 0.06988 = 0.04567 -0.01248 0.00347 -0.00721 AFIX 137 H7A 2 0.228434 0.467979 0.405674 11.00000 -1.50000 H7B 2 0.183025 0.570679 0.371181 11.00000 -1.50000 H7C 2 0.131646 0.508906 0.428654 11.00000 -1.50000 AFIX 0 C8 1 0.228513 0.592416 0.567278 11.00000 0.03459 0.03729 = 0.04045 0.00147 0.00389 -0.00215 AFIX 43 H8 2 0.160320 0.578002 0.564022 11.00000 -1.20000 AFIX 0 C9 1 0.295907 0.632699 0.641682 11.00000 0.03365 0.03115 = 0.03489 -0.00146 0.00931 0.00077 C10 1 0.183775 0.649417 0.741096 11.00000 0.02942 0.04733 = 0.04054 -0.00419 0.01104 -0.00575 AFIX 13 H10 2 0.145289 0.594318 0.708291 11.00000 -1.20000 AFIX 0 C11 1 0.118992 0.741038 0.709584 11.00000 0.03251 0.06741 = 0.03514 0.00585 0.01118 0.00625 C12 1 0.163639 0.832614 0.708262 11.00000 0.04518 0.05771 = 0.05174 0.00449 0.00893 0.00359 AFIX 43 H12 2 0.235230 0.838450 0.726280 11.00000 -1.20000 AFIX 0 C13 1 0.103930 0.915053 0.680765 11.00000 0.07262 0.06292 = 0.06170 0.01695 0.01886 0.01619 AFIX 43 H13 2 0.135679 0.975477 0.680822 11.00000 -1.20000 AFIX 0 C14 1 -0.000351 0.908580 0.653757 11.00000 0.06553 0.09262 = 0.08192 0.03539 0.02863 0.02902 AFIX 43 H14 2 -0.040086 0.964607 0.636488 11.00000 -1.20000 AFIX 0 C15 1 -0.047830 0.818484 0.651856 11.00000 0.03918 0.13018 = 0.09066 0.03586 0.01392 0.03019 AFIX 43 H15 2 -0.119435 0.813802 0.631698 11.00000 -1.20000 AFIX 0 C16 1 0.012357 0.733157 0.680565 11.00000 0.03650 0.09231 = 0.07595 0.02369 0.01537 0.00276 AFIX 43 H16 2 -0.019462 0.672662 0.679890 11.00000 -1.20000 AFIX 0 C17 1 0.201473 0.624785 0.835574 11.00000 0.02841 0.03806 = 0.04287 0.00136 0.01179 -0.00386 C18 1 0.169686 0.683720 0.891603 11.00000 0.06140 0.04356 = 0.04650 0.00495 0.01758 0.01041 AFIX 43 H18 2 0.137653 0.743214 0.872623 11.00000 -1.20000 AFIX 0 C19 1 0.184978 0.655216 0.976158 11.00000 0.07632 0.06090 = 0.04686 -0.00256 0.02250 0.00504 AFIX 43 H19 2 0.162607 0.695495 1.013105 11.00000 -1.20000 AFIX 0 C20 1 0.232742 0.568263 1.005439 11.00000 0.05000 0.07019 = 0.04557 0.01466 0.00577 -0.00959 AFIX 43 H20 2 0.242593 0.549287 1.061991 11.00000 -1.20000 AFIX 0 C21 1 0.266106 0.509080 0.950508 11.00000 0.05700 0.05625 = 0.07500 0.02231 0.01456 0.01092 AFIX 43 H21 2 0.299394 0.450307 0.970147 11.00000 -1.20000 AFIX 0 C22 1 0.250219 0.536854 0.866691 11.00000 0.05946 0.04786 = 0.06642 0.00504 0.02924 0.01472 AFIX 43 H22 2 0.272491 0.496070 0.830025 11.00000 -1.20000 AFIX 0 C23 1 0.486344 0.890984 0.618077 11.00000 0.05660 0.05286 = 0.06268 0.01373 0.00754 0.01048 AFIX 137 H23A 2 0.424957 0.888412 0.636098 11.00000 -1.50000 H23B 2 0.479687 0.846474 0.571236 11.00000 -1.50000 H23C 2 0.495782 0.956342 0.599999 11.00000 -1.50000 AFIX 0 C24 1 0.578486 0.862251 0.691810 11.00000 0.04023 0.03645 = 0.05090 0.00940 0.01146 -0.00231 C25 1 0.587318 0.896977 0.775610 11.00000 0.04347 0.02693 = 0.06382 -0.00008 0.01513 0.00238 AFIX 43 H25 2 0.536546 0.937523 0.785076 11.00000 -1.20000 AFIX 0 C26 1 0.673339 0.869814 0.844515 11.00000 0.04448 0.03246 = 0.05715 -0.01032 0.00843 -0.00760 AFIX 43 H26 2 0.677884 0.893043 0.899056 11.00000 -1.20000 AFIX 0 C27 1 0.753148 0.808415 0.833743 11.00000 0.03255 0.03953 = 0.05423 -0.00077 0.00600 -0.01049 C28 1 0.741445 0.773290 0.749617 11.00000 0.03272 0.04254 = 0.06172 0.00058 0.02112 -0.00331 AFIX 43 H28 2 0.791402 0.731594 0.740287 11.00000 -1.20000 AFIX 0 C29 1 0.655803 0.799879 0.679306 11.00000 0.04187 0.04425 = 0.04704 0.00409 0.01964 -0.00651 AFIX 43 H29 2 0.650658 0.776098 0.624823 11.00000 -1.20000 AFIX 0 C30 1 0.843918 0.780224 0.910060 11.00000 0.03718 0.06436 = 0.06469 -0.00953 -0.00282 -0.00139 AFIX 13 H30 2 0.821817 0.787122 0.961818 11.00000 -1.20000 AFIX 0 C31 1 0.880806 0.675800 0.907110 11.00000 0.06463 0.06450 = 0.08958 0.01063 -0.01908 0.00324 AFIX 137 H31A 2 0.823578 0.631687 0.899438 11.00000 -1.50000 H31B 2 0.932682 0.660797 0.959840 11.00000 -1.50000 H31C 2 0.909519 0.668787 0.860183 11.00000 -1.50000 AFIX 0 C32 1 0.933098 0.851915 0.917361 11.00000 0.04592 0.06411 = 0.14394 -0.02001 -0.01249 -0.00853 AFIX 137 H32A 2 0.956065 0.846926 0.867180 11.00000 -1.50000 H32B 2 0.989197 0.836249 0.967176 11.00000 -1.50000 H32C 2 0.909940 0.917515 0.922305 11.00000 -1.50000 AFIX 0 HKLF 4 REM namiko221 REM wR2 = 0.0735, GooF = S = 0.931, Restrained GooF = 0.931 for all data REM R1 = 0.0357 for 4987 Fo > 4sig(Fo) and 0.0602 for all 6761 data REM 339 parameters refined using 0 restraints END WGHT 0.0349 0.0000 REM Highest difference peak 0.647, deepest hole -0.657, 1-sigma level 0.063 Q1 1 0.6564 0.7348 0.7529 11.00000 0.05 0.65 Q2 1 0.5889 0.7357 0.8371 11.00000 0.05 0.63 Q3 1 0.6145 0.6812 0.8849 11.00000 0.05 0.38 ; _shelx_res_checksum 498 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.60337(2) 0.73640(2) 0.78266(2) 0.03100(6) Uani 1 1 d . . . . . Cl1 Cl 0.58512(6) 0.69133(6) 0.92143(4) 0.05041(17) Uani 1 1 d . . . . . Cl2 Cl 0.64255(6) 0.56670(5) 0.76255(5) 0.04838(17) Uani 1 1 d . . . . . N1 N 0.44578(16) 0.69165(15) 0.73066(13) 0.0337(4) Uani 1 1 d . . . . . N2 N 0.28273(16) 0.65371(15) 0.72133(13) 0.0364(5) Uani 1 1 d . . . . . C1 C 0.3751(2) 0.68860(18) 0.77097(16) 0.0353(5) Uani 1 1 d . . . . . H1 H 0.386853 0.708237 0.827575 0.042 Uiso 1 1 calc R U . . . C2 C 0.3977(2) 0.65522(17) 0.64808(16) 0.0333(5) Uani 1 1 d . . . . . C3 C 0.4352(2) 0.64002(18) 0.57817(17) 0.0393(6) Uani 1 1 d . . . . . H3 H 0.502983 0.656224 0.581526 0.047 Uiso 1 1 calc R U . . . C4 C 0.3697(2) 0.60017(19) 0.50305(16) 0.0415(6) Uani 1 1 d . . . . . C5 C 0.4099(3) 0.5847(2) 0.42689(19) 0.0580(8) Uani 1 1 d . . . . . H5A H 0.478878 0.610038 0.439655 0.087 Uiso 1 1 calc R U . . . H5B H 0.366035 0.618254 0.377993 0.087 Uiso 1 1 calc R U . . . H5C H 0.410258 0.515932 0.414648 0.087 Uiso 1 1 calc R U . . . C6 C 0.2667(2) 0.57469(19) 0.49857(17) 0.0418(6) Uani 1 1 d . . . . . C7 C 0.1959(3) 0.5261(3) 0.4186(2) 0.0642(9) Uani 1 1 d . . . . . H7A H 0.228434 0.467979 0.405674 0.096 Uiso 1 1 calc R U . . . H7B H 0.183025 0.570679 0.371181 0.096 Uiso 1 1 calc R U . . . H7C H 0.131646 0.508906 0.428654 0.096 Uiso 1 1 calc R U . . . C8 C 0.2285(2) 0.59242(18) 0.56728(16) 0.0390(6) Uani 1 1 d . . . . . H8 H 0.160320 0.578002 0.564022 0.047 Uiso 1 1 calc R U . . . C9 C 0.2959(2) 0.63270(17) 0.64168(15) 0.0334(5) Uani 1 1 d . . . . . C10 C 0.1838(2) 0.6494(2) 0.74110(17) 0.0389(6) Uani 1 1 d . . . . . H10 H 0.145289 0.594318 0.708291 0.047 Uiso 1 1 calc R U . . . C11 C 0.1190(2) 0.7410(2) 0.70958(16) 0.0448(6) Uani 1 1 d . . . . . C12 C 0.1636(3) 0.8326(2) 0.7083(2) 0.0527(7) Uani 1 1 d . . . . . H12 H 0.235230 0.838450 0.726280 0.063 Uiso 1 1 calc R U . . . C13 C 0.1039(3) 0.9151(3) 0.6808(2) 0.0659(9) Uani 1 1 d . . . . . H13 H 0.135679 0.975477 0.680822 0.079 Uiso 1 1 calc R U . . . C14 C -0.0004(3) 0.9086(3) 0.6538(3) 0.0785(12) Uani 1 1 d . . . . . H14 H -0.040086 0.964607 0.636488 0.094 Uiso 1 1 calc R U . . . C15 C -0.0478(3) 0.8185(4) 0.6519(3) 0.0878(13) Uani 1 1 d . . . . . H15 H -0.119435 0.813802 0.631698 0.105 Uiso 1 1 calc R U . . . C16 C 0.0124(3) 0.7332(3) 0.6806(2) 0.0685(10) Uani 1 1 d . . . . . H16 H -0.019462 0.672662 0.679890 0.082 Uiso 1 1 calc R U . . . C17 C 0.2015(2) 0.62478(18) 0.83557(16) 0.0362(6) Uani 1 1 d . . . . . C18 C 0.1697(3) 0.6837(2) 0.89160(18) 0.0501(7) Uani 1 1 d . . . . . H18 H 0.137653 0.743214 0.872623 0.060 Uiso 1 1 calc R U . . . C19 C 0.1850(3) 0.6552(2) 0.9762(2) 0.0604(9) Uani 1 1 d . . . . . H19 H 0.162607 0.695495 1.013105 0.072 Uiso 1 1 calc R U . . . C20 C 0.2327(3) 0.5683(3) 1.0054(2) 0.0570(8) Uani 1 1 d . . . . . H20 H 0.242593 0.549287 1.061991 0.068 Uiso 1 1 calc R U . . . C21 C 0.2661(3) 0.5091(2) 0.9505(2) 0.0638(9) Uani 1 1 d . . . . . H21 H 0.299394 0.450307 0.970147 0.077 Uiso 1 1 calc R U . . . C22 C 0.2502(3) 0.5369(2) 0.8667(2) 0.0556(8) Uani 1 1 d . . . . . H22 H 0.272491 0.496070 0.830025 0.067 Uiso 1 1 calc R U . . . C23 C 0.4863(3) 0.8910(2) 0.6181(2) 0.0595(8) Uani 1 1 d . . . . . H23A H 0.424957 0.888412 0.636098 0.089 Uiso 1 1 calc R U . . . H23B H 0.479687 0.846474 0.571236 0.089 Uiso 1 1 calc R U . . . H23C H 0.495782 0.956342 0.599999 0.089 Uiso 1 1 calc R U . . . C24 C 0.5785(2) 0.86225(19) 0.69181(18) 0.0429(6) Uani 1 1 d . . . . . C25 C 0.5873(2) 0.89698(18) 0.77561(19) 0.0449(7) Uani 1 1 d . . . . . H25 H 0.536546 0.937523 0.785076 0.054 Uiso 1 1 calc R U . . . C26 C 0.6733(2) 0.86981(18) 0.8445(2) 0.0461(7) Uani 1 1 d . . . . . H26 H 0.677884 0.893043 0.899056 0.055 Uiso 1 1 calc R U . . . C27 C 0.7531(2) 0.8084(2) 0.83374(18) 0.0435(6) Uani 1 1 d . . . . . C28 C 0.7414(2) 0.7733(2) 0.74962(19) 0.0441(6) Uani 1 1 d . . . . . H28 H 0.791402 0.731594 0.740287 0.053 Uiso 1 1 calc R U . . . C29 C 0.6558(2) 0.7999(2) 0.67931(18) 0.0430(6) Uani 1 1 d . . . . . H29 H 0.650658 0.776098 0.624823 0.052 Uiso 1 1 calc R U . . . C30 C 0.8439(2) 0.7802(2) 0.9101(2) 0.0592(8) Uani 1 1 d . . . . . H30 H 0.821817 0.787122 0.961818 0.071 Uiso 1 1 calc R U . . . C31 C 0.8808(3) 0.6758(3) 0.9071(3) 0.0818(12) Uani 1 1 d . . . . . H31A H 0.823578 0.631687 0.899438 0.123 Uiso 1 1 calc R U . . . H31B H 0.932682 0.660797 0.959840 0.123 Uiso 1 1 calc R U . . . H31C H 0.909519 0.668787 0.860183 0.123 Uiso 1 1 calc R U . . . C32 C 0.9331(3) 0.8519(3) 0.9174(3) 0.0933(15) Uani 1 1 d . . . . . H32A H 0.956065 0.846926 0.867180 0.140 Uiso 1 1 calc R U . . . H32B H 0.989197 0.836249 0.967176 0.140 Uiso 1 1 calc R U . . . H32C H 0.909940 0.917515 0.922305 0.140 Uiso 1 1 calc R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.02692(10) 0.03021(9) 0.03562(10) -0.00133(9) 0.00876(7) -0.00148(9) Cl1 0.0485(4) 0.0628(4) 0.0387(4) 0.0071(3) 0.0109(3) 0.0007(3) Cl2 0.0445(4) 0.0341(3) 0.0640(4) -0.0070(3) 0.0120(3) 0.0011(3) N1 0.0295(11) 0.0354(10) 0.0368(11) -0.0034(9) 0.0104(9) -0.0017(9) N2 0.0279(11) 0.0422(11) 0.0397(12) -0.0050(9) 0.0106(9) -0.0013(9) C1 0.0319(13) 0.0390(13) 0.0340(13) -0.0035(10) 0.0079(11) -0.0009(11) C2 0.0328(14) 0.0308(12) 0.0358(13) -0.0014(10) 0.0095(11) -0.0001(10) C3 0.0350(15) 0.0395(14) 0.0448(15) -0.0022(11) 0.0137(12) 0.0004(11) C4 0.0509(18) 0.0393(14) 0.0351(14) 0.0005(11) 0.0139(12) 0.0040(12) C5 0.067(2) 0.067(2) 0.0438(17) -0.0058(14) 0.0222(16) 0.0014(17) C6 0.0478(17) 0.0358(14) 0.0366(14) -0.0009(10) 0.0042(12) 0.0013(12) C7 0.068(2) 0.070(2) 0.0457(18) -0.0125(15) 0.0035(16) -0.0072(18) C8 0.0346(14) 0.0373(13) 0.0404(14) 0.0015(11) 0.0039(11) -0.0021(11) C9 0.0337(14) 0.0312(12) 0.0349(13) -0.0015(10) 0.0093(11) 0.0008(10) C10 0.0294(14) 0.0473(15) 0.0405(14) -0.0042(11) 0.0110(12) -0.0058(11) C11 0.0325(13) 0.0674(18) 0.0351(13) 0.0058(13) 0.0112(11) 0.0063(14) C12 0.0452(18) 0.0577(18) 0.0517(18) 0.0045(14) 0.0089(15) 0.0036(15) C13 0.073(3) 0.063(2) 0.062(2) 0.0170(16) 0.0189(19) 0.0162(19) C14 0.066(3) 0.093(3) 0.082(3) 0.035(2) 0.029(2) 0.029(2) C15 0.039(2) 0.130(4) 0.091(3) 0.036(3) 0.014(2) 0.030(2) C16 0.0365(17) 0.092(3) 0.076(2) 0.024(2) 0.0154(16) 0.0028(18) C17 0.0284(13) 0.0381(13) 0.0429(14) 0.0014(11) 0.0118(11) -0.0039(11) C18 0.061(2) 0.0436(16) 0.0465(16) 0.0049(12) 0.0176(15) 0.0104(14) C19 0.076(3) 0.0609(19) 0.0469(18) -0.0026(14) 0.0225(17) 0.0050(17) C20 0.0500(19) 0.070(2) 0.0456(17) 0.0147(15) 0.0058(15) -0.0096(16) C21 0.057(2) 0.0563(19) 0.075(2) 0.0223(17) 0.0146(18) 0.0109(16) C22 0.059(2) 0.0479(16) 0.066(2) 0.0050(15) 0.0292(17) 0.0147(15) C23 0.057(2) 0.0529(18) 0.063(2) 0.0137(15) 0.0075(17) 0.0105(15) C24 0.0402(16) 0.0364(14) 0.0509(16) 0.0094(12) 0.0115(13) -0.0023(12) C25 0.0435(17) 0.0269(12) 0.0638(18) -0.0001(12) 0.0151(15) 0.0024(11) C26 0.0445(17) 0.0325(13) 0.0571(17) -0.0103(12) 0.0084(14) -0.0076(12) C27 0.0325(14) 0.0395(14) 0.0542(17) -0.0008(12) 0.0060(13) -0.0105(12) C28 0.0327(14) 0.0425(14) 0.0617(17) 0.0006(13) 0.0211(13) -0.0033(12) C29 0.0419(16) 0.0442(14) 0.0470(15) 0.0041(12) 0.0196(13) -0.0065(12) C30 0.0372(16) 0.064(2) 0.0647(19) -0.0095(16) -0.0028(14) -0.0014(15) C31 0.065(3) 0.064(2) 0.090(3) 0.0106(19) -0.019(2) 0.0032(19) C32 0.046(2) 0.064(2) 0.144(4) -0.020(2) -0.012(2) -0.0085(18) 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' Ru Ru -1.2594 0.8363 '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 N1 Ru1 C28 143.64(9) . . ? N1 Ru1 C26 132.44(10) . . ? C28 Ru1 C26 68.04(11) . . ? N1 Ru1 C27 169.83(9) . . ? C28 Ru1 C27 38.17(11) . . ? C26 Ru1 C27 38.07(11) . . ? N1 Ru1 C29 108.51(9) . . ? C28 Ru1 C29 38.12(11) . . ? C26 Ru1 C29 80.21(11) . . ? C27 Ru1 C29 69.05(11) . . ? N1 Ru1 C25 101.05(9) . . ? C28 Ru1 C25 80.42(11) . . ? C26 Ru1 C25 37.71(10) . . ? C27 Ru1 C25 68.82(11) . . ? C29 Ru1 C25 67.38(11) . . ? N1 Ru1 C24 91.00(9) . . ? C28 Ru1 C24 68.03(11) . . ? C26 Ru1 C24 67.76(11) . . ? C27 Ru1 C24 81.35(10) . . ? C29 Ru1 C24 37.17(10) . . ? C25 Ru1 C24 37.34(10) . . ? N1 Ru1 Cl2 84.59(6) . . ? C28 Ru1 Cl2 87.08(8) . . ? C26 Ru1 Cl2 141.84(8) . . ? C27 Ru1 Cl2 105.45(8) . . ? C29 Ru1 Cl2 98.09(8) . . ? C25 Ru1 Cl2 165.40(8) . . ? C24 Ru1 Cl2 130.06(8) . . ? N1 Ru1 Cl1 86.31(6) . . ? C28 Ru1 Cl1 128.79(8) . . ? C26 Ru1 Cl1 85.89(9) . . ? C27 Ru1 Cl1 95.43(8) . . ? C29 Ru1 Cl1 164.27(8) . . ? C25 Ru1 Cl1 105.39(8) . . ? C24 Ru1 Cl1 141.14(8) . . ? Cl2 Ru1 Cl1 88.30(3) . . ? C1 N1 C2 105.6(2) . . ? C1 N1 Ru1 126.80(17) . . ? C2 N1 Ru1 127.53(16) . . ? C1 N2 C9 106.3(2) . . ? C1 N2 C10 128.4(2) . . ? C9 N2 C10 124.9(2) . . ? N1 C1 N2 113.0(2) . . ? N1 C1 H1 123.5 . . ? N2 C1 H1 123.5 . . ? C9 C2 C3 119.9(2) . . ? C9 C2 N1 108.8(2) . . ? C3 C2 N1 131.4(2) . . ? C2 C3 C4 119.2(3) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C3 C4 C6 120.2(2) . . ? C3 C4 C5 119.2(3) . . ? C6 C4 C5 120.6(3) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C8 C6 C4 120.6(2) . . ? C8 C6 C7 118.5(3) . . ? C4 C6 C7 120.8(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 C9 117.9(3) . . ? C6 C8 H8 121.1 . . ? C9 C8 H8 121.1 . . ? C2 C9 N2 106.3(2) . . ? C2 C9 C8 122.2(2) . . ? N2 C9 C8 131.4(2) . . ? N2 C10 C17 110.3(2) . . ? N2 C10 C11 111.3(2) . . ? C17 C10 C11 115.1(2) . . ? N2 C10 H10 106.5 . . ? C17 C10 H10 106.5 . . ? C11 C10 H10 106.5 . . ? C16 C11 C12 118.6(3) . . ? C16 C11 C10 119.3(3) . . ? C12 C11 C10 122.1(2) . . ? C13 C12 C11 121.4(3) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C14 C13 C12 120.5(4) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C13 C14 C15 119.9(4) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C14 C15 C16 120.3(4) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C11 C16 C15 119.3(4) . . ? C11 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C18 C17 C22 117.9(3) . . ? C18 C17 C10 123.7(2) . . ? C22 C17 C10 118.4(2) . . ? C17 C18 C19 120.7(3) . . ? C17 C18 H18 119.6 . . ? C19 C18 H18 119.6 . . ? C20 C19 C18 120.5(3) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C19 C20 C21 119.5(3) . . ? C19 C20 H20 120.2 . . ? C21 C20 H20 120.2 . . ? C22 C21 C20 120.0(3) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C17 121.3(3) . . ? C21 C22 H22 119.3 . . ? C17 C22 H22 119.3 . . ? C24 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C24 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C29 C24 C25 119.0(3) . . ? C29 C24 C23 121.1(3) . . ? C25 C24 C23 119.9(3) . . ? C29 C24 Ru1 69.95(15) . . ? C25 C24 Ru1 70.29(15) . . ? C23 C24 Ru1 131.2(2) . . ? C26 C25 C24 119.8(3) . . ? C26 C25 Ru1 69.58(14) . . ? C24 C25 Ru1 72.37(14) . . ? C26 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? Ru1 C25 H25 130.5 . . ? C25 C26 C27 122.5(3) . . ? C25 C26 Ru1 72.72(15) . . ? C27 C26 Ru1 71.92(15) . . ? C25 C26 H26 118.8 . . ? C27 C26 H26 118.8 . . ? Ru1 C26 H26 129.2 . . ? C26 C27 C28 116.5(3) . . ? C26 C27 C30 120.7(3) . . ? C28 C27 C30 122.8(3) . . ? C26 C27 Ru1 70.01(15) . . ? C28 C27 Ru1 69.58(15) . . ? C30 C27 Ru1 129.4(2) . . ? C29 C28 C27 122.0(3) . . ? C29 C28 Ru1 72.47(16) . . ? C27 C28 Ru1 72.25(15) . . ? C29 C28 H28 119.0 . . ? C27 C28 H28 119.0 . . ? Ru1 C28 H28 128.7 . . ? C24 C29 C28 120.2(3) . . ? C24 C29 Ru1 72.88(16) . . ? C28 C29 Ru1 69.41(15) . . ? C24 C29 H29 119.9 . . ? C28 C29 H29 119.9 . . ? Ru1 C29 H29 130.4 . . ? C31 C30 C27 114.0(3) . . ? C31 C30 C32 110.1(3) . . ? C27 C30 C32 109.3(3) . . ? C31 C30 H30 107.7 . . ? C27 C30 H30 107.7 . . ? C32 C30 H30 107.7 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? 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 Ru1 N1 2.141(2) . ? Ru1 C28 2.152(3) . ? Ru1 C26 2.162(3) . ? Ru1 C27 2.187(3) . ? Ru1 C29 2.192(3) . ? Ru1 C25 2.203(2) . ? Ru1 C24 2.230(3) . ? Ru1 Cl2 2.4203(7) . ? Ru1 Cl1 2.4287(7) . ? N1 C1 1.311(3) . ? N1 C2 1.405(3) . ? N2 C1 1.361(3) . ? N2 C9 1.393(3) . ? N2 C10 1.468(3) . ? C1 H1 0.9300 . ? C2 C9 1.385(4) . ? C2 C3 1.394(4) . ? C3 C4 1.396(4) . ? C3 H3 0.9300 . ? C4 C6 1.417(4) . ? C4 C5 1.511(4) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C8 1.387(4) . ? C6 C7 1.527(4) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.400(3) . ? C8 H8 0.9300 . ? C10 C17 1.527(4) . ? C10 C11 1.528(4) . ? C10 H10 0.9800 . ? C11 C16 1.385(4) . ? C11 C12 1.392(4) . ? C12 C13 1.382(4) . ? C12 H12 0.9300 . ? C13 C14 1.353(5) . ? C13 H13 0.9300 . ? C14 C15 1.384(6) . ? C14 H14 0.9300 . ? C15 C16 1.420(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.378(4) . ? C17 C22 1.392(4) . ? C18 C19 1.390(4) . ? C18 H18 0.9300 . ? C19 C20 1.369(5) . ? C19 H19 0.9300 . ? C20 C21 1.378(5) . ? C20 H20 0.9300 . ? C21 C22 1.375(4) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 C24 1.509(4) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 C29 1.410(4) . ? C24 C25 1.419(4) . ? C25 C26 1.411(4) . ? C25 H25 0.9300 . ? C26 C27 1.418(4) . ? C26 H26 0.9300 . ? C27 C28 1.419(4) . ? C27 C30 1.521(4) . ? C28 C29 1.419(4) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C31 1.516(5) . ? C30 C32 1.531(5) . ? C30 H30 0.9800 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? 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 C2 N1 C1 N2 -0.6(3) . . . . ? Ru1 N1 C1 N2 -177.91(16) . . . . ? C9 N2 C1 N1 -0.1(3) . . . . ? C10 N2 C1 N1 -173.0(2) . . . . ? C1 N1 C2 C9 1.1(3) . . . . ? Ru1 N1 C2 C9 178.38(16) . . . . ? C1 N1 C2 C3 -178.8(3) . . . . ? Ru1 N1 C2 C3 -1.6(4) . . . . ? C9 C2 C3 C4 -1.3(4) . . . . ? N1 C2 C3 C4 178.6(2) . . . . ? C2 C3 C4 C6 -0.6(4) . . . . ? C2 C3 C4 C5 179.3(2) . . . . ? C3 C4 C6 C8 2.5(4) . . . . ? C5 C4 C6 C8 -177.5(2) . . . . ? C3 C4 C6 C7 -176.7(3) . . . . ? C5 C4 C6 C7 3.3(4) . . . . ? C4 C6 C8 C9 -2.3(4) . . . . ? C7 C6 C8 C9 177.0(2) . . . . ? C3 C2 C9 N2 178.8(2) . . . . ? N1 C2 C9 N2 -1.2(3) . . . . ? C3 C2 C9 C8 1.6(4) . . . . ? N1 C2 C9 C8 -178.4(2) . . . . ? C1 N2 C9 C2 0.8(3) . . . . ? C10 N2 C9 C2 174.0(2) . . . . ? C1 N2 C9 C8 177.7(3) . . . . ? C10 N2 C9 C8 -9.1(4) . . . . ? C6 C8 C9 C2 0.3(4) . . . . ? C6 C8 C9 N2 -176.2(2) . . . . ? C1 N2 C10 C17 -37.3(3) . . . . ? C9 N2 C10 C17 151.1(2) . . . . ? C1 N2 C10 C11 91.9(3) . . . . ? C9 N2 C10 C11 -79.8(3) . . . . ? N2 C10 C11 C16 146.4(3) . . . . ? C17 C10 C11 C16 -87.1(3) . . . . ? N2 C10 C11 C12 -33.0(4) . . . . ? C17 C10 C11 C12 93.5(3) . . . . ? C16 C11 C12 C13 1.6(5) . . . . ? C10 C11 C12 C13 -179.0(3) . . . . ? C11 C12 C13 C14 -0.4(5) . . . . ? C12 C13 C14 C15 -1.4(6) . . . . ? C13 C14 C15 C16 1.9(6) . . . . ? C12 C11 C16 C15 -1.0(5) . . . . ? C10 C11 C16 C15 179.6(3) . . . . ? C14 C15 C16 C11 -0.7(6) . . . . ? N2 C10 C17 C18 121.9(3) . . . . ? C11 C10 C17 C18 -5.2(4) . . . . ? N2 C10 C17 C22 -59.7(3) . . . . ? C11 C10 C17 C22 173.2(3) . . . . ? C22 C17 C18 C19 -0.8(5) . . . . ? C10 C17 C18 C19 177.7(3) . . . . ? C17 C18 C19 C20 0.5(5) . . . . ? C18 C19 C20 C21 0.3(5) . . . . ? C19 C20 C21 C22 -0.8(5) . . . . ? C20 C21 C22 C17 0.6(5) . . . . ? C18 C17 C22 C21 0.2(5) . . . . ? C10 C17 C22 C21 -178.3(3) . . . . ? C29 C24 C25 C26 0.8(4) . . . . ? C23 C24 C25 C26 179.8(3) . . . . ? Ru1 C24 C25 C26 52.8(2) . . . . ? C29 C24 C25 Ru1 -52.0(2) . . . . ? C23 C24 C25 Ru1 127.0(3) . . . . ? C24 C25 C26 C27 0.2(4) . . . . ? Ru1 C25 C26 C27 54.3(2) . . . . ? C24 C25 C26 Ru1 -54.1(2) . . . . ? C25 C26 C27 C28 -1.3(4) . . . . ? Ru1 C26 C27 C28 53.4(2) . . . . ? C25 C26 C27 C30 -179.4(3) . . . . ? Ru1 C26 C27 C30 -124.7(3) . . . . ? C25 C26 C27 Ru1 -54.7(2) . . . . ? C26 C27 C28 C29 1.5(4) . . . . ? C30 C27 C28 C29 179.5(3) . . . . ? Ru1 C27 C28 C29 55.1(2) . . . . ? C26 C27 C28 Ru1 -53.6(2) . . . . ? C30 C27 C28 Ru1 124.5(3) . . . . ? C25 C24 C29 C28 -0.6(4) . . . . ? C23 C24 C29 C28 -179.6(3) . . . . ? Ru1 C24 C29 C28 -52.8(2) . . . . ? C25 C24 C29 Ru1 52.2(2) . . . . ? C23 C24 C29 Ru1 -126.8(3) . . . . ? C27 C28 C29 C24 -0.6(4) . . . . ? Ru1 C28 C29 C24 54.4(2) . . . . ? C27 C28 C29 Ru1 -55.0(2) . . . . ? C26 C27 C30 C31 142.4(3) . . . . ? C28 C27 C30 C31 -35.6(4) . . . . ? Ru1 C27 C30 C31 53.9(4) . . . . ? C26 C27 C30 C32 -93.9(4) . . . . ? C28 C27 C30 C32 88.1(4) . . . . ? Ru1 C27 C30 C32 177.6(3) . . . . ?