#------------------------------------------------------------------------------ #$Date: 2020-05-05 16:36:20 +0300 (Tue, 05 May 2020) $ #$Revision: 251676 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/77/1557727.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_1557727 loop_ _publ_author_name 'Huffman, Samantha E.' 'Yawson, Gideon K.' 'Fisher, Samuel S.' 'Bothwell, Paige J.' 'Platt, David C.' 'Jones, Marjorie A.' 'Hamaker, Christopher G.' 'Webb, Michael I.' _publ_section_title ; Ruthenium(iii) complexes containing thiazole-based ligands that modulate amyloid-\b aggregation. ; _journal_issue 4 _journal_name_full 'Metallomics : integrated biometal science' _journal_page_first 491 _journal_page_last 503 _journal_paper_doi 10.1039/d0mt00054j _journal_volume 12 _journal_year 2020 _chemical_formula_sum 'C9.44 H19.44 Cl4 N4 O1.78 Ru S3' _chemical_formula_weight 556.52 _chemical_name_common 'Webb/SF-53-17 [NH2thiazolium][RuCl4(DMSO)(NH2Thiazole)] from MeOH/Ether' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _audit_update_record ; 2020-02-27 deposited with the CCDC. 2020-03-27 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 101.318(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.8050(6) _cell_length_b 10.9929(6) _cell_length_c 17.0331(10) _cell_measurement_reflns_used 9920 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 26.4473 _cell_measurement_theta_min 2.2179 _cell_volume 1983.8(2) _computing_cell_refinement 'SAINT V8.38A (Bruker AXS Inc., 2017)' _computing_data_collection 'Bruker Instrument Service v2019.1.0.1' _computing_data_reduction 'SAINT V8.38A (Bruker AXS Inc., 2017)' _computing_molecular_graphics 'shelXle (C.B. Huebschle, rev 924)' _computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 8.3333 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0614 _diffrn_reflns_av_unetI/netI 0.0265 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 52258 _diffrn_reflns_theta_full 26.82 _diffrn_reflns_theta_max 26.82 _diffrn_reflns_theta_min 2.06 _exptl_absorpt_coefficient_mu 1.654 _exptl_absorpt_correction_T_max 0.75 _exptl_absorpt_correction_T_min 0.63 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction ; _exptl_crystal_colour green-black _exptl_crystal_density_diffrn 1.863 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'cut block' _exptl_crystal_F_000 1113 _exptl_crystal_size_max 0.146 _exptl_crystal_size_mid 0.139 _exptl_crystal_size_min 0.052 _refine_diff_density_max 0.795 _refine_diff_density_min -0.539 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 350 _refine_ls_number_reflns 4237 _refine_ls_number_restraints 428 _refine_ls_restrained_S_all 1.002 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0247 _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^)+(0.0227P)^2^+1.9914P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0541 _refine_ls_wR_factor_ref 0.0580 _reflns_number_gt 3563 _reflns_number_total 4237 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0mt00054j2.cif _cod_data_source_block cgh0318 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas Adding full bibliography for 1557725--1557727.cif. ; _cod_database_code 1557727 _shelx_res_file ; TITL cgh0318_0m_a.res in P2(1)/n cgh0318_0m.res created by SHELXL-2017/1 at 09:48:29 on 11-Feb-2020 CELL 0.71073 10.8050 10.9929 17.0331 90.000 101.318 90.000 ZERR 4.00 0.0006 0.0006 0.0010 0.000 0.004 0.000 LATT 1 SYMM -x+1/2, y+1/2, -z+1/2 SFAC C H N O S Cl Ru UNIT 37.7456 77.7455 16 7.12712 12 16 4 LIST 6 ! automatically inserted. Change 6 to 4 for CHECKCIF!! L.S. 14 ACTA BOND $H FMAP 2 PLAN 5 SIZE 0.052 0.139 0.146 CONF HTAB HTAB C1 Cl3 HTAB C1 Cl2 EQIV $1 -x+1/2, y+1/2, -z+1/2 HTAB C1 Cl3_$1 HTAB C2 Cl3_$1 HTAB N3 Cl1 HTAB N3 Cl4 EQIV $2 -x+3/2, y-1/2, -z+1/2 HTAB N3 O1_$2 HTAB N3 S1_$2 HTAB N3 Cl1_$2 HTAB N2 O1 HTAB N2 Cl1 HTAB N4 Cl1 HTAB N4 Cl2 EQIV $3 x+1/2, -y+1/2, z+1/2 HTAB N4 Cl4_$3 EQIV $4 -x+3/2, y+1/2, -z+1/2 HTAB C7 O2_$4 HTAB N2B O1 HTAB N2B Cl1 EQIV $5 x, y+1, z HTAB N4B S2_$5 HTAB N4B O1 EQIV $6 x+1/2, -y+3/2, z+1/2 HTAB C7B Cl4_$3 HTAB C9 S2_$4 EQIV $7 x-1/2, -y+1/2, z-1/2 HTAB C11 N3_$7 HTAB C12 Cl1_$7 HTAB C12 Cl2_$7 HTAB O3B Cl1_$7 TEMP -273.15 SIMU 0.01 N2 > C8B DFIX 1.53 0.001 C9 C10 C11 C12 DFIX 1.45 0.001 O2 C10 O2 C11 DFIX 2.50 0.001 C9 O2 C10 C11 O2 C12 DFIX 1.40 O3 C13 O3B C13B O3C C13C SIMU 0.01 C9 > C13C EADP C12 C9 SUMP 1.0 0 2.0 3 1.0 4 1.0 5 1.0 6 WGHT 0.022700 1.991400 FVAR 0.32060 0.86048 0.21722 0.20850 0.17936 0.17771 C1 1 0.373066 0.536331 0.353908 11.00000 0.02948 0.03033 = 0.02833 -0.00385 0.00234 0.01043 AFIX 33 H1A 2 0.297145 0.489815 0.331081 11.00000 -1.50000 H1B 2 0.394788 0.522253 0.411796 11.00000 -1.50000 H1C 2 0.357136 0.623192 0.343585 11.00000 -1.50000 AFIX 0 C2 1 0.448524 0.546073 0.210755 11.00000 0.03793 0.02901 = 0.01957 0.00484 -0.00266 0.01004 AFIX 33 H2A 2 0.375239 0.499342 0.183667 11.00000 -1.50000 H2B 2 0.424985 0.631841 0.213470 11.00000 -1.50000 H2C 2 0.516879 0.538691 0.180796 11.00000 -1.50000 AFIX 0 N1 3 0.539692 0.089650 0.326968 11.00000 0.02308 0.01619 = 0.01657 -0.00063 0.00076 -0.00597 C3 1 0.615103 0.012298 0.299696 11.00000 0.02860 0.01457 = 0.01839 -0.00293 -0.00393 -0.00144 N3 3 0.707066 0.040664 0.260942 11.00000 0.03128 0.01749 = 0.03016 -0.00337 0.00753 0.00185 AFIX 93 H3A 2 0.722219 0.117330 0.251332 11.00000 -1.20000 H3B 2 0.752609 -0.017280 0.244974 11.00000 -1.20000 AFIX 0 S2 5 0.588526 -0.139404 0.321552 11.00000 0.05126 0.01597 = 0.03766 0.00139 0.00193 -0.00627 C4 1 0.472569 -0.093770 0.370762 11.00000 0.04956 0.03083 = 0.03755 0.00766 0.00312 -0.02238 AFIX 43 H4 2 0.424381 -0.147295 0.396685 11.00000 -1.20000 AFIX 0 C5 1 0.458712 0.028551 0.367820 11.00000 0.03217 0.02922 = 0.02608 -0.00007 0.00594 -0.01166 AFIX 43 H5 2 0.398288 0.069684 0.391814 11.00000 -1.20000 AFIX 0 PART 1 21 SAME N1 > C5 N2 3 0.782931 0.540698 0.487210 21.00000 0.01864 0.03219 = 0.01868 -0.00494 -0.00199 -0.00008 AFIX 43 H2N 2 0.719678 0.517510 0.449380 21.00000 -1.20000 AFIX 0 C6 1 0.844825 0.464368 0.541775 21.00000 0.01713 0.03531 = 0.01783 -0.00377 0.00274 -0.00289 N4 3 0.819584 0.347919 0.546454 21.00000 0.02273 0.03844 = 0.01894 0.00330 -0.00582 -0.00309 AFIX 93 H4A 2 0.757559 0.314955 0.511748 21.00000 -1.20000 H4B 2 0.864710 0.302927 0.584291 21.00000 -1.20000 AFIX 0 S3 5 0.961492 0.540000 0.607412 21.00000 0.02049 0.04387 = 0.02292 -0.00820 -0.00596 -0.00234 C7 1 0.922018 0.676426 0.556496 21.00000 0.03094 0.03030 = 0.03652 -0.00986 -0.00123 0.00040 AFIX 43 H7 2 0.962882 0.752067 0.570611 21.00000 -1.20000 AFIX 0 C8 1 0.826077 0.659506 0.494762 21.00000 0.02441 0.02799 = 0.03029 -0.00406 0.00195 0.00286 AFIX 43 H8 2 0.790886 0.722933 0.459463 21.00000 -1.20000 AFIX 0 PART 2 -21 SAME N1 > C5 N2B 3 0.794510 0.511392 0.484788 -21.00000 0.02033 0.02515 = 0.02050 -0.00686 0.00139 -0.00330 AFIX 43 H2NB 2 0.741895 0.486980 0.441497 -21.00000 -1.20000 AFIX 0 C6B 1 0.815206 0.626610 0.501842 -21.00000 0.01973 0.02917 = 0.02430 -0.00287 0.00003 0.00098 N4B 3 0.760780 0.717042 0.456978 -21.00000 0.03005 0.02616 = 0.03091 -0.00296 -0.00184 -0.00872 AFIX 93 H4C 2 0.706635 0.701596 0.412349 -21.00000 -1.20000 H4D 2 0.778634 0.792789 0.471692 -21.00000 -1.20000 AFIX 0 S3B 5 0.926790 0.645728 0.589087 -21.00000 0.02003 0.02676 = 0.02344 -0.00447 -0.00464 0.00282 C7B 1 0.937575 0.489161 0.600814 -21.00000 0.01796 0.02839 = 0.01983 -0.00434 -0.00258 -0.00096 AFIX 43 H7B 2 0.990254 0.449432 0.644516 -21.00000 -1.20000 AFIX 0 C8B 1 0.861302 0.430535 0.539715 -21.00000 0.01832 0.03357 = 0.01776 -0.00287 -0.00415 0.00020 AFIX 43 H8B 2 0.854507 0.344558 0.535141 -21.00000 -1.20000 AFIX 0 PART 0 O1 4 0.610831 0.563164 0.346742 11.00000 0.02657 0.01654 = 0.02574 -0.00017 -0.00625 -0.00183 S1 5 0.500063 0.488765 0.309113 11.00000 0.01924 0.01775 = 0.01630 0.00009 -0.00234 0.00316 CL1 6 0.748912 0.301239 0.350087 11.00000 0.01374 0.01699 = 0.02074 0.00098 -0.00010 -0.00138 CL2 6 0.517985 0.295597 0.451341 11.00000 0.02467 0.02700 = 0.01463 -0.00040 0.00448 0.00097 CL3 6 0.308251 0.260871 0.274462 11.00000 0.01442 0.03690 = 0.03374 -0.00390 -0.00183 -0.00599 CL4 6 0.547697 0.272459 0.179113 11.00000 0.02920 0.02534 = 0.01376 -0.00061 0.00234 0.00115 RU1 7 0.525670 0.282584 0.314632 11.00000 0.01287 0.01562 = 0.01209 -0.00091 -0.00001 -0.00205 PART -1 31 C9 1 0.726131 0.513375 0.002415 31.00000 0.05673 0.04616 = 0.05354 0.00078 -0.01672 0.02613 AFIX 137 H9A 2 0.762366 0.583790 -0.020223 31.00000 -1.50000 H9B 2 0.721293 0.444423 -0.034532 31.00000 -1.50000 H9C 2 0.779636 0.491633 0.053861 31.00000 -1.50000 AFIX 0 C10 1 0.593581 0.545035 0.015119 31.00000 0.05115 0.04954 = 0.04959 0.00145 -0.01057 0.01340 AFIX 23 H10A 2 0.595648 0.551997 0.073311 31.00000 -1.20000 H10B 2 0.569379 0.625473 -0.009261 31.00000 -1.20000 AFIX 0 O2 4 0.497865 0.456978 -0.018513 31.00000 0.05008 0.04076 = 0.06020 0.00937 -0.00909 0.00013 C11 1 0.369088 0.497784 -0.046197 31.00000 0.05916 0.04772 = 0.05966 0.00903 -0.01693 0.00873 AFIX 23 H11A 2 0.341633 0.474205 -0.103046 31.00000 -1.20000 H11B 2 0.367149 0.587701 -0.043418 31.00000 -1.20000 AFIX 0 C12 1 0.275086 0.446309 0.001645 31.00000 0.05673 0.04616 = 0.05354 0.00078 -0.01672 0.02613 AFIX 137 H12A 2 0.226196 0.380845 -0.028945 31.00000 -1.20000 H12B 2 0.217812 0.511012 0.011760 31.00000 -1.20000 H12C 2 0.321039 0.414100 0.052766 31.00000 -1.20000 PART 2 41 AFIX 0 O3 4 0.372074 0.553873 0.004335 41.00000 0.06978 0.03826 = 0.06200 0.00827 -0.04095 -0.00352 AFIX 147 H3 2 0.350607 0.600000 0.038642 41.00000 -1.50000 AFIX 0 C13 1 0.303044 0.449713 -0.001133 41.00000 0.04762 0.03200 = 0.05419 -0.00222 -0.02093 0.00373 AFIX 137 H13A 2 0.324998 0.404341 0.049207 41.00000 -1.50000 H13B 2 0.321410 0.399784 -0.045122 41.00000 -1.50000 H13C 2 0.212971 0.469941 -0.011423 41.00000 -1.50000 AFIX 0 PART 3 51 O3B 4 0.370491 0.443075 -0.050502 51.00000 0.04764 0.04290 = 0.05371 0.00521 -0.02290 0.00082 AFIX 147 H3B1 2 0.334145 0.380385 -0.071879 51.00000 -1.50000 AFIX 0 C13B 1 0.309167 0.484095 0.009519 51.00000 0.04149 0.04223 = 0.05742 0.00666 -0.01890 -0.00807 AFIX 137 H13D 2 0.371941 0.503822 0.057627 51.00000 -1.50000 H13E 2 0.252796 0.420278 0.022109 51.00000 -1.50000 H13F 2 0.259766 0.556948 -0.009094 51.00000 -1.50000 AFIX 0 PART 4 61 O3C 4 0.412213 0.415447 0.010389 61.00000 0.05482 0.03671 = 0.05976 -0.00418 -0.01733 0.00777 AFIX 147 H3C 2 0.418956 0.373670 -0.029850 61.00000 -1.50000 AFIX 0 C13C 1 0.307748 0.493358 -0.009268 61.00000 0.03841 0.04410 = 0.05088 0.00607 -0.02894 -0.00670 AFIX 137 H13G 2 0.312903 0.538333 -0.058199 61.00000 -1.50000 H13H 2 0.307554 0.550846 0.034683 61.00000 -1.50000 H13I 2 0.229872 0.445277 -0.018007 61.00000 -1.50000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM cgh0318_0m_a.res in P2(1)/n REM R1 = 0.0247 for 3563 Fo > 4sig(Fo) and 0.0339 for all 4237 data REM 350 parameters refined using 428 restraints END WGHT 0.0227 1.9914 REM Instructions for potential hydrogen bonds HTAB C1 Cl3 HTAB C1 Cl2 HTAB C1 Cl3_$1 HTAB C2 Cl3_$1 HTAB N3 Cl1 HTAB N3 Cl4 HTAB N3 O1_$2 HTAB N3 S1_$2 HTAB N3 Cl1_$2 HTAB N2^a O1 HTAB N2^a Cl1 HTAB N4^a Cl1 HTAB N4^a Cl2 HTAB N4^a Cl4_$3 HTAB C7^a O2^a_$4 HTAB N2B^b O1 HTAB N2B^b Cl1 HTAB N4B^b S2_$5 HTAB N4B^b O1 HTAB N4B^b O3^b_$6 HTAB C7B^b Cl4_$3 HTAB C9^a S2_$4 HTAB C11^a N3_$7 HTAB C12^a Cl1_$7 HTAB C12^a Cl2_$7 EQIV $8 x-1/2, -y+3/2, z-1/2 HTAB O3^b S3B^b_$8 HTAB C13^b Cl1_$7 HTAB O3B^c Cl1_$7 REM Highest difference peak 0.795, deepest hole -0.539, 1-sigma level 0.080 Q1 1 0.5204 -0.1283 0.3445 11.00000 0.05 0.80 Q2 1 0.4238 0.5447 -0.0276 11.00000 0.05 0.47 Q3 1 0.6458 0.2736 0.3036 11.00000 0.05 0.40 Q4 1 0.4551 0.3396 0.2939 11.00000 0.05 0.39 Q5 1 0.5654 0.3410 0.3427 11.00000 0.05 0.39 ; _shelx_res_checksum 58925 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_flags_posn _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C C1 0.3731(3) 0.5363(3) 0.35391(17) 0.0298(6) Uani d . . . 1.0 . . H H1A 0.297145 0.489815 0.331081 0.045 Uiso calc U . R 1.0 . . H H1B 0.394788 0.522253 0.411796 0.045 Uiso calc U . R 1.0 . . H H1C 0.357136 0.623192 0.343585 0.045 Uiso calc U . R 1.0 . . C C2 0.4485(3) 0.5461(3) 0.21075(16) 0.0300(7) Uani d . . . 1.0 . . H H2A 0.375239 0.499342 0.183667 0.045 Uiso calc U . R 1.0 . . H H2B 0.424985 0.631841 0.21347 0.045 Uiso calc U . R 1.0 . . H H2C 0.516879 0.538691 0.180796 0.045 Uiso calc U . R 1.0 . . N N1 0.5397(2) 0.08965(19) 0.32697(12) 0.0190(5) Uani d . . D 1.0 . . C C3 0.6151(2) 0.0123(2) 0.29970(15) 0.0217(6) Uani d . . D 1.0 . . N N3 0.7071(2) 0.0407(2) 0.26094(14) 0.0261(5) Uani d . . D 1.0 . . H H3A 0.722219 0.11733 0.251332 0.031 Uiso calc U . R 1.0 . . H H3B 0.752609 -0.01728 0.244974 0.031 Uiso calc U . R 1.0 . . S S2 0.58853(8) -0.13940(7) 0.32155(5) 0.03589(19) Uani d . . D 1.0 . . C C4 0.4726(3) -0.0938(3) 0.37076(19) 0.0401(8) Uani d . . D 1.0 . . H H4 0.424381 -0.147295 0.396685 0.048 Uiso calc U . R 1.0 . . C C5 0.4587(3) 0.0286(3) 0.36782(17) 0.0291(6) Uani d . . D 1.0 . . H H5 0.398288 0.069684 0.391814 0.035 Uiso calc U . R 1.0 . . N N2 0.7829(5) 0.5407(3) 0.4872(3) 0.0239(9) Uani d U P D 0.860(3) A 1 H H2N 0.719678 0.51751 0.44938 0.029 Uiso calc U P R 0.860(3) A 1 C C6 0.8448(4) 0.4644(4) 0.5418(3) 0.0235(9) Uani d U P D 0.860(3) A 1 N N4 0.8196(2) 0.3479(3) 0.54645(16) 0.0281(7) Uani d U P D 0.860(3) A 1 H H4A 0.757559 0.314955 0.511748 0.034 Uiso calc U P R 0.860(3) A 1 H H4B 0.86471 0.302927 0.584291 0.034 Uiso calc U P R 0.860(3) A 1 S S3 0.96149(8) 0.54000(10) 0.60741(6) 0.0305(3) Uani d U P D 0.860(3) A 1 C C7 0.9220(5) 0.6764(4) 0.5565(3) 0.0337(10) Uani d U P D 0.860(3) A 1 H H7 0.962882 0.752067 0.570611 0.04 Uiso calc U P R 0.860(3) A 1 C C8 0.8261(4) 0.6595(4) 0.4948(3) 0.0280(9) Uani d U P D 0.860(3) A 1 H H8 0.790886 0.722933 0.459463 0.034 Uiso calc U P R 0.860(3) A 1 N N2B 0.795(3) 0.5114(19) 0.4848(19) 0.022(3) Uani d U P D 0.140(3) A 2 H H2NB 0.741895 0.48698 0.441497 0.027 Uiso calc U P R 0.140(3) A 2 C C6B 0.815(3) 0.6266(18) 0.5018(15) 0.025(3) Uani d U P D 0.140(3) A 2 N N4B 0.7608(16) 0.7170(14) 0.4570(10) 0.030(4) Uani d U P D 0.140(3) A 2 H H4C 0.706635 0.701596 0.412349 0.036 Uiso calc U P R 0.140(3) A 2 H H4D 0.778634 0.792789 0.471692 0.036 Uiso calc U P R 0.140(3) A 2 S S3B 0.9268(6) 0.6457(6) 0.5891(4) 0.0246(15) Uani d U P D 0.140(3) A 2 C C7B 0.938(2) 0.4892(14) 0.6008(12) 0.023(3) Uani d U P D 0.140(3) A 2 H H7B 0.990254 0.449432 0.644516 0.027 Uiso calc U P R 0.140(3) A 2 C C8B 0.861(3) 0.4305(18) 0.5397(18) 0.024(3) Uani d U P D 0.140(3) A 2 H H8B 0.854507 0.344558 0.535141 0.029 Uiso calc U P R 0.140(3) A 2 O O1 0.61083(17) 0.56316(16) 0.34674(11) 0.0245(4) Uani d . . . 1.0 . . S S1 0.50006(6) 0.48876(6) 0.30911(4) 0.01856(14) Uani d . . . 1.0 . . Cl Cl1 0.74891(5) 0.30124(5) 0.35009(4) 0.01763(13) Uani d . . . 1.0 . . Cl Cl2 0.51798(6) 0.29560(6) 0.45134(4) 0.02202(14) Uani d . . . 1.0 . . Cl Cl3 0.30825(6) 0.26087(7) 0.27446(4) 0.02925(16) Uani d . . . 1.0 . . Cl Cl4 0.54770(6) 0.27246(6) 0.17911(4) 0.02302(14) Uani d . . . 1.0 . . Ru Ru1 0.52567(2) 0.28258(2) 0.31463(2) 0.01386(6) Uani d . . . 1.0 . . C C9 0.7261(9) 0.513(3) 0.002(3) 0.056(4) Uani d U P D 0.2172(16) B -1 H H9A 0.762366 0.58379 -0.020223 0.084 Uiso calc U P R 0.2172(16) B -1 H H9B 0.721293 0.444423 -0.034532 0.084 Uiso calc U P R 0.2172(16) B -1 H H9C 0.779636 0.491633 0.053861 0.084 Uiso calc U P R 0.2172(16) B -1 C C10 0.5936(10) 0.5450(14) 0.0151(14) 0.053(5) Uani d U P D 0.2172(16) B -1 H H10A 0.595648 0.551997 0.073311 0.063 Uiso calc U P R 0.2172(16) B -1 H H10B 0.569379 0.625473 -0.009261 0.063 Uiso calc U P R 0.2172(16) B -1 O O2 0.4979(8) 0.4570(9) -0.0185(7) 0.053(3) Uani d U P D 0.2172(16) B -1 C C11 0.3691(8) 0.4978(16) -0.0462(11) 0.059(4) Uani d U P D 0.2172(16) B -1 H H11A 0.341633 0.474205 -0.103046 0.071 Uiso calc U P R 0.2172(16) B -1 H H11B 0.367149 0.587701 -0.043418 0.071 Uiso calc U P R 0.2172(16) B -1 C C12 0.2751(12) 0.446(3) 0.0016(17) 0.056(4) Uani d U P D 0.2172(16) B -1 H H12A 0.226196 0.380845 -0.028945 0.067 Uiso calc U P R 0.2172(16) B -1 H H12B 0.217812 0.511012 0.01176 0.067 Uiso calc U P R 0.2172(16) B -1 H H12C 0.321039 0.4141 0.052766 0.067 Uiso calc U P R 0.2172(16) B -1 O O3 0.3721(14) 0.5539(12) 0.0043(9) 0.064(3) Uani d U P D 0.208(3) C 2 H H3 0.350607 0.6 0.038642 0.096 Uiso calc U P R 0.208(3) C 2 C C13 0.303(3) 0.450(3) -0.001(3) 0.049(4) Uani d U P D 0.208(3) C 2 H H13A 0.324998 0.404341 0.049207 0.073 Uiso calc U P R 0.208(3) C 2 H H13B 0.32141 0.399784 -0.045122 0.073 Uiso calc U P R 0.208(3) C 2 H H13C 0.212971 0.469941 -0.011423 0.073 Uiso calc U P R 0.208(3) C 2 O O3B 0.3705(17) 0.4431(16) -0.0505(11) 0.053(3) Uani d U P D 0.179(3) D 3 H H3B1 0.334145 0.380385 -0.071879 0.079 Uiso calc U P R 0.179(3) D 3 C C13B 0.309(4) 0.484(5) 0.010(2) 0.051(5) Uani d U P D 0.179(3) D 3 H H13D 0.371941 0.503822 0.057627 0.076 Uiso calc U P R 0.179(3) D 3 H H13E 0.252796 0.420278 0.022109 0.076 Uiso calc U P R 0.179(3) D 3 H H13F 0.259766 0.556948 -0.009094 0.076 Uiso calc U P R 0.179(3) D 3 O O3C 0.4122(16) 0.4154(16) 0.0104(11) 0.054(4) Uani d U P D 0.178(3) E 4 H H3C 0.418956 0.37367 -0.02985 0.081 Uiso calc U P R 0.178(3) E 4 C C13C 0.308(3) 0.493(4) -0.009(3) 0.050(5) Uani d U P D 0.178(3) E 4 H H13G 0.312903 0.538333 -0.058199 0.074 Uiso calc U P R 0.178(3) E 4 H H13H 0.307554 0.550846 0.034683 0.074 Uiso calc U P R 0.178(3) E 4 H H13I 0.229872 0.445277 -0.018007 0.074 Uiso calc U P R 0.178(3) E 4 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0295(15) 0.0303(16) 0.0283(15) 0.0104(13) 0.0023(12) -0.0039(13) C2 0.0379(17) 0.0290(16) 0.0196(13) 0.0100(13) -0.0027(12) 0.0048(12) N1 0.0231(11) 0.0162(11) 0.0166(11) -0.0060(9) 0.0008(9) -0.0006(9) C3 0.0286(14) 0.0146(13) 0.0184(13) -0.0014(11) -0.0039(11) -0.0029(10) N3 0.0313(13) 0.0175(11) 0.0302(13) 0.0018(10) 0.0075(10) -0.0034(10) S2 0.0513(5) 0.0160(4) 0.0377(4) -0.0063(3) 0.0019(4) 0.0014(3) C4 0.050(2) 0.0308(17) 0.0376(18) -0.0224(15) 0.0031(15) 0.0077(14) C5 0.0322(16) 0.0292(16) 0.0261(15) -0.0117(13) 0.0059(12) -0.0001(12) N2 0.0186(16) 0.032(2) 0.0187(14) -0.0001(16) -0.0020(12) -0.0049(16) C6 0.0171(17) 0.035(2) 0.0178(15) -0.0029(16) 0.0027(13) -0.0038(17) N4 0.0227(14) 0.0384(17) 0.0189(13) -0.0031(12) -0.0058(11) 0.0033(12) S3 0.0205(5) 0.0439(7) 0.0229(5) -0.0023(4) -0.0060(3) -0.0082(4) C7 0.031(2) 0.030(2) 0.037(3) 0.0004(17) -0.001(2) -0.010(2) C8 0.0244(18) 0.028(2) 0.0303(19) 0.0029(18) 0.0019(15) -0.0041(17) N2B 0.020(5) 0.025(5) 0.020(4) -0.003(5) 0.001(4) -0.007(5) C6B 0.020(4) 0.029(4) 0.024(4) 0.001(4) 0.000(4) -0.003(4) N4B 0.030(8) 0.026(8) 0.031(8) -0.009(7) -0.002(7) -0.003(7) S3B 0.020(2) 0.027(3) 0.023(3) 0.003(2) -0.005(2) -0.004(2) C7B 0.018(5) 0.028(5) 0.020(5) -0.001(5) -0.003(4) -0.004(5) C8B 0.018(5) 0.034(5) 0.018(4) 0.000(5) -0.004(4) -0.003(5) O1 0.0266(10) 0.0165(9) 0.0257(10) -0.0018(8) -0.0063(8) -0.0002(8) S1 0.0192(3) 0.0178(3) 0.0163(3) 0.0032(2) -0.0023(2) 0.0001(2) Cl1 0.0137(3) 0.0170(3) 0.0207(3) -0.0014(2) -0.0001(2) 0.0010(2) Cl2 0.0247(3) 0.0270(3) 0.0146(3) 0.0010(3) 0.0045(2) -0.0004(3) Cl3 0.0144(3) 0.0369(4) 0.0337(4) -0.0060(3) -0.0018(3) -0.0039(3) Cl4 0.0292(3) 0.0253(3) 0.0138(3) 0.0012(3) 0.0023(2) -0.0006(3) Ru1 0.01287(10) 0.01562(11) 0.01209(10) -0.00205(7) -0.00001(7) -0.00091(8) C9 0.057(7) 0.046(8) 0.054(6) 0.026(7) -0.017(6) 0.001(7) C10 0.051(8) 0.050(9) 0.050(9) 0.013(8) -0.011(9) 0.001(8) O2 0.050(5) 0.041(6) 0.060(6) 0.000(5) -0.009(5) 0.009(5) C11 0.059(6) 0.048(7) 0.060(6) 0.009(6) -0.017(6) 0.009(6) C12 0.057(7) 0.046(8) 0.054(6) 0.026(7) -0.017(6) 0.001(7) O3 0.070(6) 0.038(6) 0.062(6) -0.004(5) -0.041(5) 0.008(5) C13 0.048(7) 0.032(8) 0.054(7) 0.004(8) -0.021(7) -0.002(8) O3B 0.048(6) 0.043(7) 0.054(6) 0.001(6) -0.023(6) 0.005(6) C13B 0.041(7) 0.042(8) 0.057(8) -0.008(8) -0.019(8) 0.007(8) O3C 0.055(6) 0.037(7) 0.060(7) 0.008(6) -0.017(6) -0.004(6) C13C 0.038(7) 0.044(8) 0.051(8) -0.007(8) -0.029(8) 0.006(8) 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag S1 C1 H1A . . 109.5 ? S1 C1 H1B . . 109.5 ? H1A C1 H1B . . 109.5 ? S1 C1 H1C . . 109.5 ? H1A C1 H1C . . 109.5 ? H1B C1 H1C . . 109.5 ? S1 C2 H2A . . 109.5 ? S1 C2 H2B . . 109.5 ? H2A C2 H2B . . 109.5 ? S1 C2 H2C . . 109.5 ? H2A C2 H2C . . 109.5 ? H2B C2 H2C . . 109.5 ? C3 N1 C5 . . 110.9(2) ? C3 N1 Ru1 . . 129.85(18) ? C5 N1 Ru1 . . 119.28(18) ? N1 C3 N3 . . 126.4(2) ? N1 C3 S2 . . 113.6(2) ? N3 C3 S2 . . 119.9(2) ? C3 N3 H3A . . 120.0 ? C3 N3 H3B . . 120.0 ? H3A N3 H3B . . 120.0 ? C4 S2 C3 . . 89.50(14) ? C5 C4 S2 . . 111.0(2) ? C5 C4 H4 . . 124.5 ? S2 C4 H4 . . 124.5 ? C4 C5 N1 . . 115.0(3) ? C4 C5 H5 . . 122.5 ? N1 C5 H5 . . 122.5 ? C6 N2 C8 . . 114.6(3) ? C6 N2 H2N . . 122.7 ? C8 N2 H2N . . 122.7 ? N4 C6 N2 . . 125.1(3) ? N4 C6 S3 . . 124.3(3) ? N2 C6 S3 . . 110.6(3) ? C6 N4 H4A . . 120.0 ? C6 N4 H4B . . 120.0 ? H4A N4 H4B . . 120.0 ? C6 S3 C7 . . 90.9(2) ? C8 C7 S3 . . 110.4(3) ? C8 C7 H7 . . 124.8 ? S3 C7 H7 . . 124.8 ? C7 C8 N2 . . 113.5(4) ? C7 C8 H8 . . 123.2 ? N2 C8 H8 . . 123.2 ? C6B N2B C8B . . 115.3(16) ? C6B N2B H2NB . . 122.4 ? C8B N2B H2NB . . 122.4 ? N2B C6B N4B . . 124.3(17) ? N2B C6B S3B . . 111.6(13) ? N4B C6B S3B . . 124.1(15) ? C6B N4B H4C . . 120.0 ? C6B N4B H4D . . 120.0 ? H4C N4B H4D . . 120.0 ? C6B S3B C7B . . 89.9(8) ? C8B C7B S3B . . 111.5(12) ? C8B C7B H7B . . 124.3 ? S3B C7B H7B . . 124.3 ? C7B C8B N2B . . 111.8(16) ? C7B C8B H8B . . 124.1 ? N2B C8B H8B . . 124.1 ? O1 S1 C2 . . 106.78(13) ? O1 S1 C1 . . 106.11(13) ? C2 S1 C1 . . 100.11(14) ? O1 S1 Ru1 . . 116.58(8) ? C2 S1 Ru1 . . 113.86(10) ? C1 S1 Ru1 . . 111.87(11) ? N1 Ru1 S1 . . 175.23(6) ? N1 Ru1 Cl3 . . 88.57(6) ? S1 Ru1 Cl3 . . 89.00(2) ? N1 Ru1 Cl2 . . 88.77(6) ? S1 Ru1 Cl2 . . 87.30(2) ? Cl3 Ru1 Cl2 . . 93.88(3) ? N1 Ru1 Cl4 . . 91.75(6) ? S1 Ru1 Cl4 . . 92.35(2) ? Cl3 Ru1 Cl4 . . 89.85(3) ? Cl2 Ru1 Cl4 . . 176.25(2) ? N1 Ru1 Cl1 . . 90.68(6) ? S1 Ru1 Cl1 . . 91.92(2) ? Cl3 Ru1 Cl1 . . 177.46(3) ? Cl2 Ru1 Cl1 . . 88.54(2) ? Cl4 Ru1 Cl1 . . 87.74(2) ? C10 C9 H9A . . 109.5 ? C10 C9 H9B . . 109.5 ? H9A C9 H9B . . 109.5 ? C10 C9 H9C . . 109.5 ? H9A C9 H9C . . 109.5 ? H9B C9 H9C . . 109.5 ? O2 C10 C9 . . 114.03(11) ? O2 C10 H10A . . 108.7 ? C9 C10 H10A . . 108.7 ? O2 C10 H10B . . 108.7 ? C9 C10 H10B . . 108.7 ? H10A C10 H10B . . 107.6 ? C11 O2 C10 . . 119.11(13) ? O2 C11 C12 . . 114.04(11) ? O2 C11 H11A . . 108.7 ? C12 C11 H11A . . 108.7 ? O2 C11 H11B . . 108.7 ? C12 C11 H11B . . 108.7 ? H11A C11 H11B . . 107.6 ? C11 C12 H12A . . 109.5 ? C11 C12 H12B . . 109.5 ? H12A C12 H12B . . 109.5 ? C11 C12 H12C . . 109.5 ? H12A C12 H12C . . 109.5 ? H12B C12 H12C . . 109.5 ? C13 O3 H3 . . 109.5 ? O3 C13 H13A . . 109.5 ? O3 C13 H13B . . 109.5 ? H13A C13 H13B . . 109.5 ? O3 C13 H13C . . 109.5 ? H13A C13 H13C . . 109.5 ? H13B C13 H13C . . 109.5 ? C13B O3B H3B1 . . 109.5 ? O3B C13B H13D . . 109.5 ? O3B C13B H13E . . 109.5 ? H13D C13B H13E . . 109.5 ? O3B C13B H13F . . 109.5 ? H13D C13B H13F . . 109.5 ? H13E C13B H13F . . 109.5 ? C13C O3C H3C . . 109.5 ? O3C C13C H13G . . 109.5 ? O3C C13C H13H . . 109.5 ? H13G C13C H13H . . 109.5 ? O3C C13C H13I . . 109.5 ? H13G C13C H13I . . 109.5 ? H13H C13C H13I . . 109.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 S1 . 1.775(3) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 S1 . 1.774(3) ? C2 H2A . 0.98 ? C2 H2B . 0.98 ? C2 H2C . 0.98 ? N1 C3 . 1.323(3) ? N1 C5 . 1.393(3) ? N1 Ru1 . 2.134(2) ? C3 N3 . 1.333(3) ? C3 S2 . 1.745(3) ? N3 H3A . 0.88 ? N3 H3B . 0.88 ? S2 C4 . 1.714(4) ? C4 C5 . 1.353(4) ? C4 H4 . 0.95 ? C5 H5 . 0.95 ? N2 C6 . 1.331(5) ? N2 C8 . 1.384(5) ? N2 H2N . 0.88 ? C6 N4 . 1.315(5) ? C6 S3 . 1.725(4) ? N4 H4A . 0.88 ? N4 H4B . 0.88 ? S3 C7 . 1.743(5) ? C7 C8 . 1.337(6) ? C7 H7 . 0.95 ? C8 H8 . 0.95 ? N2B C6B . 1.309(16) ? N2B C8B . 1.386(16) ? N2B H2NB . 0.88 ? C6B N4B . 1.320(15) ? C6B S3B . 1.733(15) ? N4B H4C . 0.88 ? N4B H4D . 0.88 ? S3B C7B . 1.734(14) ? C7B C8B . 1.357(16) ? C7B H7B . 0.95 ? C8B H8B . 0.95 ? O1 S1 . 1.4870(18) ? S1 Ru1 . 2.2831(7) ? Cl1 Ru1 . 2.3777(6) ? Cl2 Ru1 . 2.3506(6) ? Cl3 Ru1 . 2.3266(7) ? Cl4 Ru1 . 2.3692(6) ? C9 C10 . 1.5300(10) ? C9 H9A . 0.98 ? C9 H9B . 0.98 ? C9 H9C . 0.98 ? C10 O2 . 1.4499(10) ? C10 H10A . 0.99 ? C10 H10B . 0.99 ? O2 C11 . 1.4499(10) ? C11 C12 . 1.5299(10) ? C11 H11A . 0.99 ? C11 H11B . 0.99 ? C12 H12A . 0.98 ? C12 H12B . 0.98 ? C12 H12C . 0.98 ? O3 C13 . 1.360(18) ? O3 H3 . 0.84 ? C13 H13A . 0.98 ? C13 H13B . 0.98 ? C13 H13C . 0.98 ? O3B C13B . 1.40(2) ? O3B H3B1 . 0.84 ? C13B H13D . 0.98 ? C13B H13E . 0.98 ? C13B H13F . 0.98 ? O3C C13C . 1.404(19) ? O3C H3C . 0.84 ? C13C H13G . 0.98 ? C13C H13H . 0.98 ? C13C H13I . 0.98 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag C1 H1A Cl3 . 0.98 2.71 3.335(3) 122.3 ? C1 H1B Cl2 . 0.98 2.84 3.345(3) 112.7 ? C1 H1C Cl3 2 0.98 2.85 3.610(3) 135.1 ? C2 H2B Cl3 2 0.98 2.93 3.689(3) 134.7 ? N3 H3A Cl1 . 0.88 2.61 3.232(2) 128.5 ? N3 H3A Cl4 . 0.88 2.66 3.234(2) 124.0 ? N3 H3B O1 2_645 0.88 2.51 2.952(3) 111.7 ? N3 H3B S1 2_645 0.88 2.99 3.639(2) 131.8 ? N3 H3B Cl1 2_645 0.88 2.57 3.329(2) 145.3 ? N2^a H2N^a O1 . 0.88 1.97 2.738(4) 144.9 ? N2^a H2N^a Cl1 . 0.88 2.97 3.490(4) 119.6 ? N4^a H4A^a Cl1 . 0.88 2.74 3.321(3) 124.7 ? N4^a H4A^a Cl2 . 0.88 2.60 3.392(3) 150.2 ? N4^a H4B^a Cl4 4_666 0.88 2.44 3.278(3) 159.5 ? N2B^b H2NB^b O1 . 0.88 2.10 2.82(2) 138.5 ? N2B^b H2NB^b Cl1 . 0.88 2.58 3.22(2) 131.1 ? N4B^b H4C^b S2 1_565 0.88 2.51 3.097(15) 124.7 ? N4B^b H4C^b O1 . 0.88 2.05 2.796(16) 142.7 ? C7B^b H7B^b Cl4 4_666 0.95 2.56 3.293(15) 134.4 ? C9^a H9C^a S2 2_655 0.98 2.72 3.67(4) 162.2 ? C11^a H11A^a N3 4_565 0.99 2.49 3.432(16) 159.5 ? C12^a H12A^a Cl1 4_565 0.98 2.92 3.72(3) 140.2 ? C12^a H12A^a Cl2 4_565 0.98 2.94 3.82(3) 150.0 ? O3B^c H3B1^c Cl1 4_565 0.84 2.47 3.306(17) 171.1 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C5 N1 C3 N3 . . . . -177.1(2) ? Ru1 N1 C3 N3 . . . . 4.3(4) ? C5 N1 C3 S2 . . . . 0.9(3) ? Ru1 N1 C3 S2 . . . . -177.70(12) ? N1 C3 S2 C4 . . . . -1.0(2) ? N3 C3 S2 C4 . . . . 177.2(2) ? C3 S2 C4 C5 . . . . 0.7(2) ? S2 C4 C5 N1 . . . . -0.3(3) ? C3 N1 C5 C4 . . . . -0.4(3) ? Ru1 N1 C5 C4 . . . . 178.4(2) ? C8 N2 C6 N4 . . . . 179.5(5) ? C8 N2 C6 S3 . . . . 0.8(6) ? N4 C6 S3 C7 . . . . -179.2(4) ? N2 C6 S3 C7 . . . . -0.5(4) ? C6 S3 C7 C8 . . . . 0.2(4) ? S3 C7 C8 N2 . . . . 0.2(6) ? C6 N2 C8 C7 . . . . -0.7(7) ? C8B N2B C6B N4B . . . . 180.(3) ? C8B N2B C6B S3B . . . . 2.(5) ? N2B C6B S3B C7B . . . . -2.(3) ? N4B C6B S3B C7B . . . . -180.(3) ? C6B S3B C7B C8B . . . . 1.(3) ? S3B C7B C8B N2B . . . . -1.(4) ? C6B N2B C8B C7B . . . . -1.(5) ? C9 C10 O2 C11 . . . . -150.(2) ? C10 O2 C11 C12 . . . . -115.(2) ?