#------------------------------------------------------------------------------ #$Date: 2020-02-21 02:55:56 +0200 (Fri, 21 Feb 2020) $ #$Revision: 248352 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/73/1557358.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_1557358 loop_ _publ_author_name 'Dub, Pavel A.' 'Batrice, Rami J.' 'Gordon, John C.' 'Scott, Brian L.' 'Minko, Yury' 'Schmidt, Jurgen G.' 'Williams, Robert F.' _publ_section_title ; Engineering Catalysts for Selective Ester Hydrogenation ; _journal_name_full 'Organic Process Research & Development' _journal_paper_doi 10.1021/acs.oprd.9b00559 _journal_year 2020 _chemical_formula_moiety 'C35 H37 Cl2 N P2 Ru S, C H2 Cl2' _chemical_formula_sum 'C36 H39 Cl4 N P2 Ru S' _chemical_formula_weight 822.55 _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 _audit_creation_date 2020-01-27 _audit_creation_method ; Olex2 1.2 (compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492) ; _cell_angle_alpha 72.8430(10) _cell_angle_beta 74.2730(10) _cell_angle_gamma 73.6430(10) _cell_formula_units_Z 2 _cell_length_a 10.4094(9) _cell_length_b 13.8550(11) _cell_length_c 13.8759(11) _cell_measurement_reflns_used 4025 _cell_measurement_temperature 100(1) _cell_measurement_theta_max 24.33 _cell_measurement_theta_min 2.26 _cell_volume 1795.8(3) _computing_cell_refinement 'APEX2 V.2014.7-1 (Bruker AXS, 2014)' _computing_data_collection 'APEX2 V.2014.7-1 (Bruker AXS, 2014)' _computing_data_reduction 'SAINT, v. 8.34A (Bruker AXS, 2013)' _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 'SHELXS 2013/1 (Sheldrick, 2013)' _diffrn_ambient_temperature 100.01 _diffrn_measured_fraction_theta_full 0.981 _diffrn_measured_fraction_theta_max 0.982 _diffrn_measurement_device_type 'Bruker D8 Quest with CMOS detector' _diffrn_measurement_method '\w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_unetI/netI 0.0150 _diffrn_reflns_Laue_measured_fraction_full 0.981 _diffrn_reflns_Laue_measured_fraction_max 0.982 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 6690 _diffrn_reflns_point_group_measured_fraction_full 0.981 _diffrn_reflns_point_group_measured_fraction_max 0.982 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.681 _diffrn_reflns_theta_min 2.337 _exptl_absorpt_coefficient_mu 0.909 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.909 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS v. 2014/3 (Bruker AXS, 2013)' _exptl_crystal_colour 'clear orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.521 _exptl_crystal_description block _exptl_crystal_F_000 840 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.876 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.066 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.145 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 427 _refine_ls_number_reflns 6690 _refine_ls_number_restraints 54 _refine_ls_restrained_S_all 1.187 _refine_ls_R_factor_all 0.0240 _refine_ls_R_factor_gt 0.0236 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+3.5089P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0574 _refine_ls_wR_factor_ref 0.0576 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6564 _reflns_number_total 6690 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file op9b00559_si_002.cif _cod_data_source_block dq0636 _cod_database_code 1557358 _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_max 0.931 _shelx_estimated_absorpt_t_min 0.825 _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.9688(4) 0.0312(4) 2. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H) groups At 1.5 times of: All C(H,H,H) groups 3. Restrained distances Cl3-C36B \\sim Cl3-C36A \\sim Cl4A-C36A \\sim Cl4B-C36B with sigma of 0.008 4. Uiso/Uaniso restraints and constraints Cl3 \\sim C36B \\sim C36A \\sim Cl4A \\sim Cl4B: within 2A with sigma of 0.002 and sigma for terminal atoms of 0.002 5. Others Sof(C36B)=Sof(H36A)=Sof(H36B)=Sof(Cl4B)=1-FVAR(1) Sof(C36A)=Sof(H36C)=Sof(H36D)=Sof(Cl4A)=FVAR(1) 6.a Ternary CH refined with riding coordinates: N1(H1) 6.b Secondary CH2 refined with riding coordinates: C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C36B(H36A,H36B), C36A(H36C,H36D) 6.c Aromatic/amide H refined with riding coordinates: C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35) 6.d Idealised Me refined as rotating group: C1(H1A,H1B,H1C) ; _shelx_res_file ; TITL dq0636_0m_b.res in P-1 dq0636.res created by SHELXL-2018/3 at 12:55:43 on 27-Jan-2020 CELL 0.71073 10.4094 13.855 13.8759 72.843 74.273 73.643 ZERR 2 0.0009 0.0011 0.0011 0.001 0.001 0.001 LATT 1 SFAC C H Cl N P Ru S UNIT 72 78 8 2 4 2 2 SADI 0.008 Cl3 C36B Cl3 C36A Cl4A C36A Cl4B C36B SIMU 0.002 0.002 2 Cl3 C36B C36A Cl4A Cl4B L.S. 10 PLAN 20 SIZE 0.08 0.1 0.22 TEMP -173.14 BOND $H fmap 2 acta SHEL 999 0.82 OMIT 1 0 0 OMIT -1 1 0 OMIT 1 1 1 OMIT 1 0 1 OMIT -2 3 5 OMIT 0 2 0 OMIT 1 1 0 REM REM REM WGHT 0.000000 3.508900 BASF 0.03124 FVAR 10.03424 0.26450 RU1 6 0.908628 0.829632 0.212080 11.00000 0.00794 0.00749 = 0.00591 -0.00045 -0.00220 -0.00215 CL1 3 0.849429 0.927687 0.048988 11.00000 0.01455 0.01311 = 0.00862 0.00176 -0.00478 -0.00612 CL2 3 0.980832 0.764702 0.375096 11.00000 0.01404 0.01263 = 0.00863 -0.00082 -0.00497 -0.00232 CL3 3 0.733885 0.874743 0.699888 11.00000 0.01919 0.02253 = 0.02799 -0.00766 0.00349 -0.00352 N1 4 1.056228 0.926877 0.169219 11.00000 0.01057 0.01034 = 0.01112 -0.00257 -0.00320 -0.00264 AFIX 13 H1 2 1.054336 0.964368 0.095840 11.00000 -1.20000 AFIX 0 P1 5 1.093975 0.720673 0.135083 11.00000 0.00953 0.01039 = 0.00879 -0.00228 -0.00183 -0.00250 P2 5 0.739366 0.735926 0.258640 11.00000 0.00908 0.00886 = 0.00739 -0.00035 -0.00245 -0.00240 S1 7 0.767820 0.971469 0.287516 11.00000 0.01229 0.01043 = 0.01133 -0.00247 -0.00265 -0.00176 C1 1 0.618229 1.040935 0.233852 11.00000 0.01351 0.01456 = 0.02550 -0.00400 -0.00652 0.00103 AFIX 137 H1A 2 0.587680 1.109966 0.248034 11.00000 -1.50000 H1B 2 0.544941 1.002892 0.265225 11.00000 -1.50000 H1C 2 0.640961 1.047611 0.159204 11.00000 -1.50000 AFIX 0 C2 1 0.874243 1.065583 0.223456 11.00000 0.01743 0.01133 = 0.01645 -0.00282 -0.00420 -0.00564 AFIX 23 H2A 2 0.863128 1.095603 0.151251 11.00000 -1.20000 H2B 2 0.847865 1.122384 0.259456 11.00000 -1.20000 AFIX 0 C3 1 1.020743 1.009034 0.226443 11.00000 0.01580 0.01119 = 0.01573 -0.00501 -0.00441 -0.00393 AFIX 23 H3A 2 1.082425 1.057845 0.194201 11.00000 -1.20000 H3B 2 1.031113 0.977949 0.298699 11.00000 -1.20000 AFIX 0 C4 1 1.199253 0.868269 0.168921 11.00000 0.01063 0.01407 = 0.01485 -0.00305 -0.00265 -0.00447 AFIX 23 H4A 2 1.209888 0.830151 0.239883 11.00000 -1.20000 H4B 2 1.262363 0.916280 0.141799 11.00000 -1.20000 AFIX 0 C5 1 1.231896 0.792953 0.100921 11.00000 0.00988 0.01738 = 0.01437 -0.00359 0.00243 -0.00692 AFIX 23 H5A 2 1.319894 0.743623 0.109769 11.00000 -1.20000 H5B 2 1.241339 0.831374 0.027763 11.00000 -1.20000 AFIX 0 C6 1 1.175455 0.592706 0.204691 11.00000 0.01064 0.01263 = 0.01063 -0.00250 -0.00117 -0.00020 C7 1 1.248993 0.583663 0.278982 11.00000 0.01581 0.01549 = 0.01835 -0.00600 -0.00423 -0.00190 AFIX 43 H7 2 1.256383 0.644323 0.293878 11.00000 -1.20000 AFIX 0 C8 1 1.311153 0.487194 0.331059 11.00000 0.02008 0.02239 = 0.01882 -0.00530 -0.00897 0.00081 AFIX 43 H8 2 1.360680 0.482238 0.381271 11.00000 -1.20000 AFIX 0 C9 1 1.301307 0.397959 0.310138 11.00000 0.02671 0.01568 = 0.01871 -0.00098 -0.00796 0.00165 AFIX 43 H9 2 1.344742 0.331965 0.345347 11.00000 -1.20000 AFIX 0 C10 1 1.227765 0.405572 0.237593 11.00000 0.03277 0.01364 = 0.01978 -0.00354 -0.00816 -0.00498 AFIX 43 H10 2 1.220572 0.344534 0.223323 11.00000 -1.20000 AFIX 0 C11 1 1.164284 0.502206 0.185428 11.00000 0.02140 0.01728 = 0.01233 -0.00234 -0.00588 -0.00509 AFIX 43 H11 2 1.113103 0.506596 0.136475 11.00000 -1.20000 AFIX 0 C12 1 1.109114 0.693457 0.009990 11.00000 0.01758 0.00966 = 0.00949 -0.00165 -0.00154 -0.00384 C13 1 1.239014 0.656147 -0.045618 11.00000 0.01928 0.01625 = 0.01492 -0.00312 -0.00385 -0.00046 AFIX 43 H13 2 1.317678 0.645221 -0.018249 11.00000 -1.20000 AFIX 0 C14 1 1.253731 0.634981 -0.140531 11.00000 0.02671 0.01615 = 0.01508 -0.00622 0.00128 0.00081 AFIX 43 H14 2 1.342070 0.609879 -0.177834 11.00000 -1.20000 AFIX 0 C15 1 1.138472 0.650743 -0.180588 11.00000 0.03837 0.01764 = 0.01150 -0.00598 -0.00337 -0.00537 AFIX 43 H15 2 1.147949 0.635886 -0.245088 11.00000 -1.20000 AFIX 0 C16 1 1.009947 0.688116 -0.126283 11.00000 0.02709 0.02328 = 0.01792 -0.00763 -0.00725 -0.00733 AFIX 43 H16 2 0.931503 0.699035 -0.153909 11.00000 -1.20000 AFIX 0 C17 1 0.994851 0.709846 -0.031291 11.00000 0.01827 0.01629 = 0.01469 -0.00447 -0.00200 -0.00645 AFIX 43 H17 2 0.906397 0.735873 0.005232 11.00000 -1.20000 AFIX 0 C18 1 0.668168 0.734037 0.151725 11.00000 0.01018 0.01485 = 0.00795 -0.00181 -0.00097 -0.00512 C19 1 0.695298 0.644848 0.114979 11.00000 0.01697 0.01618 = 0.01402 -0.00381 -0.00257 -0.00449 AFIX 43 H19 2 0.742190 0.580837 0.151094 11.00000 -1.20000 AFIX 0 C20 1 0.654042 0.649194 0.025769 11.00000 0.02167 0.02439 = 0.01729 -0.00996 -0.00233 -0.00886 AFIX 43 H20 2 0.672092 0.588063 0.002037 11.00000 -1.20000 AFIX 0 C21 1 0.586693 0.742550 -0.028457 11.00000 0.01844 0.03395 = 0.00898 -0.00366 -0.00356 -0.01222 AFIX 43 H21 2 0.559876 0.745506 -0.089665 11.00000 -1.20000 AFIX 0 C22 1 0.558727 0.831647 0.007299 11.00000 0.01239 0.02250 = 0.01432 0.00179 -0.00372 -0.00662 AFIX 43 H22 2 0.512230 0.895480 -0.029394 11.00000 -1.20000 AFIX 0 C23 1 0.598551 0.827611 0.096475 11.00000 0.01092 0.01524 = 0.01327 -0.00169 -0.00222 -0.00535 AFIX 43 H23 2 0.578516 0.888818 0.120449 11.00000 -1.20000 AFIX 0 C24 1 0.586446 0.787055 0.349265 11.00000 0.01334 0.00795 = 0.00969 0.00106 -0.00153 -0.00320 C25 1 0.609667 0.805194 0.436534 11.00000 0.01452 0.01564 = 0.01177 -0.00067 -0.00344 -0.00395 AFIX 43 H25 2 0.700547 0.791115 0.446429 11.00000 -1.20000 AFIX 0 C26 1 0.500697 0.843682 0.508910 11.00000 0.02163 0.02491 = 0.01115 -0.00457 -0.00328 -0.00690 AFIX 43 H26 2 0.517706 0.856418 0.567453 11.00000 -1.20000 AFIX 0 C27 1 0.367153 0.863573 0.495969 11.00000 0.01665 0.02348 = 0.01551 -0.00642 0.00187 -0.00288 AFIX 43 H27 2 0.293049 0.890553 0.545108 11.00000 -1.20000 AFIX 0 C28 1 0.342411 0.843778 0.410622 11.00000 0.01175 0.01929 = 0.01675 -0.00168 -0.00109 -0.00360 AFIX 43 H28 2 0.251178 0.856135 0.402108 11.00000 -1.20000 AFIX 0 C29 1 0.451462 0.805846 0.337700 11.00000 0.01463 0.01412 = 0.01236 -0.00153 -0.00380 -0.00442 AFIX 43 H29 2 0.433985 0.792620 0.279583 11.00000 -1.20000 AFIX 0 C30 1 0.763400 0.599977 0.332230 11.00000 0.01381 0.00922 = 0.00856 -0.00081 -0.00102 -0.00265 C31 1 0.656801 0.547266 0.358660 11.00000 0.01369 0.01416 = 0.01372 -0.00095 -0.00354 -0.00325 AFIX 43 H31 2 0.574181 0.580629 0.334848 11.00000 -1.20000 AFIX 0 C32 1 0.671476 0.446397 0.419554 11.00000 0.01864 0.01475 = 0.01461 -0.00123 -0.00056 -0.00876 AFIX 43 H32 2 0.599393 0.410950 0.436757 11.00000 -1.20000 AFIX 0 C33 1 0.792584 0.397660 0.455173 11.00000 0.02373 0.01006 = 0.01062 0.00060 -0.00228 -0.00353 AFIX 43 H33 2 0.803046 0.328832 0.496464 11.00000 -1.20000 AFIX 0 C34 1 0.897210 0.449392 0.430450 11.00000 0.01738 0.01310 = 0.01350 -0.00132 -0.00533 0.00011 AFIX 43 H34 2 0.979163 0.416168 0.455245 11.00000 -1.20000 AFIX 0 C35 1 0.882923 0.550617 0.368978 11.00000 0.01235 0.01322 = 0.01114 -0.00241 -0.00161 -0.00296 AFIX 43 H35 2 0.955244 0.585737 0.352301 11.00000 -1.20000 AFIX 0 PART 2 C36B 1 0.849023 0.858340 0.583318 -21.00000 0.01931 0.04538 = 0.03025 -0.01893 -0.00026 -0.00651 AFIX 23 H36A 2 0.821576 0.916845 0.526202 -21.00000 -1.20000 H36B 2 0.845167 0.793700 0.568441 -21.00000 -1.20000 AFIX 0 CL4B 3 1.017937 0.852474 0.590439 -21.00000 0.01630 0.05622 = 0.03441 -0.02944 -0.00343 -0.00313 PART 0 PART 1 C36A 1 0.853403 0.838662 0.590906 21.00000 0.01879 0.04360 = 0.03107 -0.01994 0.00015 -0.00690 AFIX 23 H36C 2 0.882231 0.762268 0.604361 21.00000 -1.20000 H36D 2 0.809829 0.863696 0.530268 21.00000 -1.20000 AFIX 0 CL4A 3 0.998017 0.892366 0.564802 21.00000 0.01912 0.04956 = 0.03272 -0.02526 0.00172 -0.01147 HKLF 5 REM dq0636_0m_b.res in P-1 REM wR2 = 0.0576, GooF = S = 1.145, Restrained GooF = 1.187 for all data REM R1 = 0.0236 for 6564 Fo > 4sig(Fo) and 0.0240 for all 6690 data REM 427 parameters refined using 54 restraints END WGHT 0.0000 3.5090 REM Highest difference peak 0.876, deepest hole -0.591, 1-sigma level 0.066 Q1 1 0.9630 0.9431 0.5346 11.00000 0.05 0.88 Q2 1 1.0137 0.8025 0.6264 11.00000 0.05 0.56 Q3 1 0.5166 0.7915 0.3479 11.00000 0.05 0.33 Q4 1 0.7871 0.9206 0.2558 11.00000 0.05 0.33 Q5 1 1.1394 0.6554 0.1713 11.00000 0.05 0.33 Q6 1 0.8375 0.7737 0.2860 11.00000 0.05 0.32 Q7 1 1.0639 0.7924 0.3121 11.00000 0.05 0.32 Q8 1 0.8551 0.9150 0.5680 11.00000 0.05 0.31 Q9 1 1.2820 0.7430 0.1178 11.00000 0.05 0.31 Q10 1 1.0784 0.7179 0.0665 11.00000 0.05 0.30 Q11 1 0.6414 0.7616 0.3114 11.00000 0.05 0.30 Q12 1 0.5954 0.8169 0.3810 11.00000 0.05 0.30 Q13 1 1.1172 0.8929 0.1766 11.00000 0.05 0.29 Q14 1 0.7014 0.7327 0.1956 11.00000 0.05 0.28 Q15 1 0.9160 0.6012 0.4472 11.00000 0.05 0.28 Q16 1 0.7181 0.4372 0.4493 11.00000 0.05 0.28 Q17 1 1.1970 0.6574 -0.1657 11.00000 0.05 0.27 Q18 1 0.7048 0.5816 0.3549 11.00000 0.05 0.26 Q19 1 0.6165 0.7786 0.1339 11.00000 0.05 0.26 Q20 1 0.9216 0.8257 0.5956 11.00000 0.05 0.25 ; _shelx_res_checksum 57597 _shelx_hkl_file ; -2 0 0 227235 1728 -2 2 0 0 227235 1728 1 -3 0 0 147734 1551 -2 3 0 0 147734 1551 1 -4 0 0 3546 144 -2 4 0 0 3546 144 1 -5 0 0 72603 1099 -2 5 0 0 72603 1099 1 -6 0 0 360828 3952 -2 6 0 0 360828 3952 1 -7 0 0 1560 167 -2 7 0 0 1560 167 1 -8 0 0 314267 4109 -2 8 0 0 314267 4109 1 -9 0 0 196936 7041 -2 9 0 0 196936 7041 1 -10 0 0 45607 977 -2 10 0 0 45607 977 1 -11 0 0 133716 2078 -2 11 0 0 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181053 2680 1 5 -3 14 475776 6261 1 -3 -2 14 1338 541 1 -2 -2 14 238987 3384 1 -1 -2 14 233904 3308 1 0 -2 14 863 593 1 1 -2 14 34315 915 1 2 -2 14 10567 1119 1 4 -2 14 142684 2198 1 5 -2 14 182024 2679 1 6 -2 14 5073 638 1 -3 -1 14 119935 2497 1 -2 -1 14 69768 1349 1 -1 -1 14 7274 1079 1 0 -1 14 134776 2078 1 1 -1 14 870 342 1 2 -1 14 91751 1556 1 3 -1 14 332 335 1 4 -1 14 3103 387 1 5 -1 14 45163 1024 1 6 -1 14 176346 3269 1 7 -1 14 77022 1839 1 -3 0 14 61381 1620 1 -2 0 14 105055 2230 1 -1 0 14 204550 2911 1 0 0 14 213209 3007 1 1 0 14 18238 693 1 2 0 14 12904 734 1 3 0 14 33672 856 1 4 0 14 105124 1706 1 5 0 14 321444 4326 1 6 0 14 105446 1924 1 7 0 14 61107 1581 1 8 0 14 4933 917 1 -3 1 14 175924 3298 1 -2 1 14 366076 10823 1 -1 1 14 112280 1781 1 0 1 14 29061 791 1 1 1 14 1407 330 1 2 1 14 54391 1212 1 3 1 14 31004 696 1 4 1 14 11665 488 1 5 1 14 51316 878 1 6 1 14 26757 644 1 7 1 14 9140 602 1 8 1 14 84909 1517 1 -4 2 14 586199 9426 1 -3 2 14 166819 3072 1 -2 2 14 8520 661 1 -1 2 14 8450 540 1 0 2 14 17041 540 1 1 2 14 207842 2483 1 2 2 14 269493 3138 1 3 2 14 66243 1006 1 4 2 14 76097 1118 1 5 2 14 67320 1040 1 6 2 14 8771 477 1 7 2 14 8178 598 1 8 2 14 157686 2677 1 9 2 14 42304 1066 1 -3 3 14 5548 487 1 -2 3 14 35124 1112 1 -1 3 14 63687 1210 1 0 3 14 303410 3495 1 1 3 14 138111 1758 1 2 3 14 31519 977 1 3 3 14 877 246 1 4 3 14 101444 1380 1 5 3 14 6418 448 1 6 3 14 1820 280 1 7 3 14 2546 533 1 8 3 14 38279 959 1 9 3 14 28784 900 1 -3 4 14 203722 2970 1 -2 4 14 308866 4200 1 -1 4 14 187699 2699 1 0 4 14 44105 956 1 1 4 14 58288 929 1 2 4 14 134944 1723 1 3 4 14 280851 3251 1 4 4 14 229125 2712 1 5 4 14 33093 767 1 6 4 14 66478 1042 1 7 4 14 241397 2869 1 8 4 14 179495 3335 1 9 4 14 984 388 1 -3 5 14 15235 818 1 -2 5 14 102005 1714 1 -1 5 14 18329 726 1 0 -14 -5 30353 1264 -2 0 5 14 30353 1264 1 -1 -14 -5 211590 2524 -2 1 5 14 211590 2524 1 -2 -14 -5 225655 2674 -2 2 5 14 225655 2674 1 -3 -14 -5 216182 2580 -2 3 5 14 216182 2580 1 -4 -14 -5 10445 477 -2 4 5 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2004 -2 4 7 14 160506 2004 1 -5 -14 -7 694555 7621 -2 5 7 14 694555 7621 1 -6 -14 -7 98663 1619 -2 6 7 14 98663 1619 1 -7 -14 -7 54141 953 -2 7 7 14 54141 953 1 -8 -14 -7 101897 1446 -2 8 7 14 101897 1446 1 -9 -14 -7 7131 537 -2 9 7 14 7131 537 1 2 -14 -8 4792 495 -2 -2 8 14 4792 495 1 1 -14 -8 13019 719 -2 -1 8 14 13019 719 1 0 -14 -8 267287 3687 -2 0 8 14 267287 3687 1 -1 -14 -8 147160 2213 -2 1 8 14 147160 2213 1 -2 -14 -8 8259 469 -2 2 8 14 8259 469 1 -3 -14 -8 750 265 -2 3 8 14 750 265 1 -4 -14 -8 10518 496 -2 4 8 14 10518 496 1 -5 -14 -8 12078 529 -2 5 8 14 12078 529 1 -6 -14 -8 276114 3237 -2 6 8 14 276114 3237 1 -7 -14 -8 279444 4050 -2 7 8 14 279444 4050 1 -8 -14 -8 71580 1440 -2 8 8 14 71580 1440 1 -9 -14 -8 2264 393 -2 9 8 14 2264 393 1 1 -14 -9 2382 426 -2 -1 9 14 2382 426 1 0 -14 -9 8006 600 -2 0 9 14 8006 600 1 -1 -14 -9 35902 910 -2 1 9 14 35902 910 1 -2 -14 -9 8803 645 -2 2 9 14 8803 645 1 -3 -14 -9 57088 951 -2 3 9 14 57088 951 1 -4 -14 -9 303591 3520 -2 4 9 14 303591 3520 1 -5 -14 -9 463216 5202 -2 5 9 14 463216 5202 1 -6 -14 -9 385935 4393 -2 6 9 14 385935 4393 1 -7 -14 -9 166750 2230 -2 7 9 14 166750 2230 1 -8 -14 -9 47787 1096 -2 8 9 14 47787 1096 1 -9 -14 -9 3629 602 -2 9 9 14 3629 602 1 1 -14 -10 83206 1552 -2 -1 10 14 83206 1552 1 0 -14 -10 27468 877 -2 0 10 14 27468 877 1 -1 -14 -10 40216 980 -2 1 10 14 40216 980 1 -2 -14 -10 85844 1487 -2 2 10 14 85844 1487 1 -3 -14 -10 112632 1541 -2 3 10 14 112632 1541 1 -4 -14 -10 36851 768 -2 4 10 14 36851 768 1 -5 -14 -10 9192 488 -2 5 10 14 9192 488 1 -6 -14 -10 1712 398 -2 6 10 14 1712 398 1 -7 -14 -10 61209 1260 -2 7 10 14 61209 1260 1 -8 -14 -10 13703 776 -2 8 10 14 13703 776 1 0 -14 -11 15871 762 -2 0 11 14 15871 762 1 -1 -14 -11 25678 844 -2 1 11 14 25678 844 1 -2 -14 -11 42314 1002 -2 2 11 14 42314 1002 1 -3 -14 -11 37805 943 -2 3 11 14 37805 943 1 -4 -14 -11 39947 990 -2 4 11 14 39947 990 1 -5 -14 -11 165581 2484 -2 5 11 14 165581 2484 1 -6 -14 -11 174713 2609 -2 6 11 14 174713 2609 1 -7 -14 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-1 1 15 1133 503 1 0 1 15 2419 557 1 1 1 15 44225 1011 1 2 1 15 64492 1243 1 3 1 15 1329 583 1 4 1 15 164056 2438 1 5 1 15 23754 1043 1 6 1 15 45622 1053 1 7 1 15 261354 4537 1 -2 2 15 154995 6846 1 -1 2 15 16324 1456 1 0 2 15 30091 918 1 1 2 15 16317 677 1 2 2 15 44093 1044 1 3 2 15 99626 1649 1 4 2 15 21107 890 1 5 2 15 56484 1701 1 6 2 15 693 299 1 7 2 15 3973 462 1 -2 3 15 29892 2554 1 -1 3 15 627 363 1 0 3 15 435 336 1 1 3 15 45158 1048 1 2 3 15 359359 4103 1 3 3 15 387077 4396 1 4 3 15 9775 499 1 5 3 15 47872 872 1 6 3 15 2098 311 1 7 3 15 5348 457 1 8 3 15 177659 2642 1 -2 4 15 116891 3785 1 -1 4 15 148547 2277 1 0 4 15 83261 1461 1 1 4 15 41025 796 1 2 4 15 16902 775 1 3 4 15 1881 366 1 4 4 15 39565 778 1 5 4 15 13591 592 1 6 4 15 829 291 1 7 4 15 9057 696 1 8 4 15 38207 1094 1 -2 5 15 255523 5240 1 -1 5 15 244492 3442 1 0 5 15 130568 2040 1 1 5 15 7813 546 1 2 5 15 82187 1226 1 3 5 15 143535 1845 1 4 5 15 137527 1785 1 5 5 15 73506 1135 1 6 5 15 7423 603 1 7 5 15 117652 1606 1 8 5 15 253238 3536 1 -2 6 15 5788 533 1 -1 6 15 7681 568 1 0 6 15 72997 1374 1 -1 -15 -6 221454 3126 -2 1 6 15 221454 3126 1 -2 -15 -6 204738 2481 -2 2 6 15 204738 2481 1 -3 -15 -6 28416 675 -2 3 6 15 28416 675 1 -4 -15 -6 3745 437 -2 4 6 15 3745 437 1 -5 -15 -6 17933 598 -2 5 6 15 17933 598 1 -6 -15 -6 5561 378 -2 6 6 15 5561 378 1 -7 -15 -6 13306 583 -2 7 6 15 13306 583 1 -8 -15 -6 12583 707 -2 8 6 15 12583 707 1 -1 7 15 210318 3054 1 0 -15 -7 392635 5233 -2 0 7 15 392635 5233 1 -1 -15 -7 293160 4004 -2 1 7 15 293160 4004 1 -2 -15 -7 35882 902 -2 2 7 15 35882 902 1 -3 -15 -7 3687 331 -2 3 7 15 3687 331 1 -4 -15 -7 38564 833 -2 4 7 15 38564 833 1 -5 -15 -7 110005 1515 -2 5 7 15 110005 1515 1 -6 -15 -7 232739 2796 -2 6 7 15 232739 2796 1 -7 -15 -7 7421 584 -2 7 7 15 7421 584 1 -8 -15 -7 43900 1017 -2 8 7 15 43900 1017 1 1 -15 -8 37736 1037 -2 -1 8 15 37736 1037 1 0 -15 -8 65097 1307 -2 0 8 15 65097 1307 1 -1 -15 -8 12799 701 -2 1 8 15 12799 701 1 -2 -15 -8 31142 870 -2 2 8 15 31142 870 1 -3 -15 -8 118546 1601 -2 3 8 15 118546 1601 1 -4 -15 -8 254674 3022 -2 4 8 15 254674 3022 1 -5 -15 -8 185908 2307 -2 5 8 15 185908 2307 1 -6 -15 -8 48137 996 -2 6 8 15 48137 996 1 -7 -15 -8 7634 500 -2 7 8 15 7634 500 1 -8 -15 -8 19502 1043 -2 8 8 15 19502 1043 1 0 -15 -9 320537 9829 -2 0 9 15 320537 9829 1 -1 -15 -9 230365 3281 -2 1 9 15 230365 3281 1 -2 -15 -9 174038 2569 -2 2 9 15 174038 2569 1 -3 -15 -9 273544 3749 -2 3 9 15 273544 3749 1 -4 -15 -9 105562 1479 -2 4 9 15 105562 1479 1 -5 -15 -9 50398 927 -2 5 9 15 50398 927 1 -6 -15 -9 142210 1864 -2 6 9 15 142210 1864 1 -7 -15 -9 14925 653 -2 7 9 15 14925 653 1 -8 -15 -9 23603 874 -2 8 9 15 23603 874 1 -1 -15 -10 18371 1242 -2 1 10 15 18371 1242 1 -2 -15 -10 84371 1518 -2 2 10 15 84371 1518 1 -3 -15 -10 183733 2688 -2 3 10 15 183733 2688 1 -4 -15 -10 16471 617 -2 4 10 15 16471 617 1 -5 -15 -10 185837 3720 -2 5 10 15 185837 3720 1 -6 -15 -10 16788 1232 -2 6 10 15 16788 1232 1 -7 -15 -10 36496 1016 -2 7 10 15 36496 1016 1 -2 -15 -11 20083 1715 -2 2 11 15 20083 1715 1 -3 -15 -11 61688 1628 -2 3 11 15 61688 1628 1 -4 -15 -11 357464 5401 -2 4 11 15 357464 5401 1 -5 -15 -11 51719 1464 -2 5 11 15 51719 1464 1 -6 -15 -11 26863 928 -2 6 11 15 26863 928 1 1 0 16 362 402 1 2 0 16 1231 409 1 3 0 16 1928 511 1 4 0 16 97538 2647 1 0 1 16 10262 953 1 1 1 16 10261 1415 1 2 1 16 66196 1315 1 3 1 16 315582 4321 1 4 1 16 170133 2563 1 5 1 16 84631 1555 1 0 2 16 68 510 1 1 2 16 30995 906 1 2 2 16 88852 1574 1 3 2 16 28370 875 1 4 2 16 46092 1094 1 5 2 16 65051 1302 1 6 2 16 37900 1550 1 0 3 16 195 495 1 1 3 16 26247 1095 1 2 3 16 29441 876 1 3 3 16 60342 1222 1 4 3 16 63962 1428 1 5 3 16 17679 773 1 6 3 16 125 525 1 0 4 16 5165 495 1 1 4 16 8556 701 1 2 4 16 40786 822 1 3 4 16 14107 581 1 4 4 16 30312 733 1 6 4 16 13914 609 1 0 5 16 290738 5036 1 1 5 16 111018 2145 1 2 5 16 1280 371 1 3 5 16 78873 1237 1 4 5 16 12224 571 1 5 5 16 34583 788 1 6 5 16 98164 1427 1 7 5 16 36600 976 1 0 6 16 403925 8352 1 1 6 16 120659 1956 1 2 6 16 70188 1625 1 3 6 16 28706 735 1 4 6 16 8836 510 1 5 6 16 27186 778 1 6 6 16 56968 1019 1 7 6 16 13689 631 1 -1 -16 -7 116530 1921 -2 1 7 16 116530 1921 1 -2 -16 -7 233651 3298 -2 2 7 16 233651 3298 1 -3 -16 -7 29101 958 -2 3 7 16 29101 958 1 -4 -16 -7 35553 795 -2 4 7 16 35553 795 1 -5 -16 -7 19075 654 -2 5 7 16 19075 654 1 -6 -16 -7 121130 1664 -2 6 7 16 121130 1664 1 -7 -16 -7 164744 2541 -2 7 7 16 164744 2541 1 -1 -16 -8 483810 11577 -2 1 8 16 483810 11577 1 -2 -16 -8 110475 1842 -2 2 8 16 110475 1842 1 -3 -16 -8 900 423 -2 3 8 16 900 423 1 -4 -16 -8 15256 620 -2 4 8 16 15256 620 1 -5 -16 -8 168099 2149 -2 5 8 16 168099 2149 1 -6 -16 -8 135609 1825 -2 6 8 16 135609 1825 1 -2 -16 -9 21455 830 -2 2 9 16 21455 830 1 -3 -16 -9 639 385 -2 3 9 16 639 385 1 -4 -16 -9 173673 2215 -2 4 9 16 173673 2215 1 -5 -16 -9 86838 1320 -2 5 9 16 86838 1320 1 -6 -16 -9 11509 627 -2 6 9 16 11509 627 1 ; _shelx_hkl_checksum 53032 _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 Ru1 Ru 0.90863(2) 0.82963(2) 0.21208(2) 0.00711(5) Uani 1 1 d . . . . . Cl1 Cl 0.84943(5) 0.92769(4) 0.04899(4) 0.01191(11) Uani 1 1 d . . . . . Cl2 Cl 0.98083(5) 0.76470(4) 0.37510(4) 0.01173(10) Uani 1 1 d . . . . . Cl3 Cl 0.73388(6) 0.87474(5) 0.69989(5) 0.02480(13) Uani 1 1 d D U . . . N1 N 1.05623(18) 0.92688(14) 0.16922(14) 0.0104(4) Uani 1 1 d . . . . . H1 H 1.054336 0.964368 0.095840 0.012 Uiso 1 1 calc R . . . . P1 P 1.09398(6) 0.72067(4) 0.13508(4) 0.00951(11) Uani 1 1 d . . . . . P2 P 0.73937(5) 0.73593(4) 0.25864(4) 0.00855(11) Uani 1 1 d . . . . . S1 S 0.76782(5) 0.97147(4) 0.28752(4) 0.01148(11) Uani 1 1 d . . . . . C1 C 0.6182(2) 1.04094(18) 0.2339(2) 0.0184(5) Uani 1 1 d . . . . . H1A H 0.587680 1.109966 0.248034 0.028 Uiso 1 1 calc GR . . . . H1B H 0.544941 1.002892 0.265225 0.028 Uiso 1 1 calc GR . . . . H1C H 0.640961 1.047611 0.159204 0.028 Uiso 1 1 calc GR . . . . C2 C 0.8742(2) 1.06558(17) 0.22346(18) 0.0145(4) Uani 1 1 d . . . . . H2A H 0.863128 1.095603 0.151251 0.017 Uiso 1 1 calc R . . . . H2B H 0.847865 1.122384 0.259456 0.017 Uiso 1 1 calc R . . . . C3 C 1.0207(2) 1.00903(17) 0.22644(18) 0.0134(4) Uani 1 1 d . . . . . H3A H 1.082425 1.057845 0.194201 0.016 Uiso 1 1 calc R . . . . H3B H 1.031113 0.977949 0.298699 0.016 Uiso 1 1 calc R . . . . C4 C 1.1993(2) 0.86827(17) 0.16892(17) 0.0129(4) Uani 1 1 d . . . . . H4A H 1.209888 0.830151 0.239883 0.015 Uiso 1 1 calc R . . . . H4B H 1.262363 0.916280 0.141799 0.015 Uiso 1 1 calc R . . . . C5 C 1.2319(2) 0.79295(18) 0.10092(17) 0.0141(4) Uani 1 1 d . . . . . H5A H 1.319894 0.743623 0.109769 0.017 Uiso 1 1 calc R . . . . H5B H 1.241339 0.831374 0.027763 0.017 Uiso 1 1 calc R . . . . C6 C 1.1755(2) 0.59271(17) 0.20469(17) 0.0121(4) Uani 1 1 d . . . . . C7 C 1.2490(2) 0.58366(18) 0.27898(18) 0.0163(5) Uani 1 1 d . . . . . H7 H 1.256383 0.644323 0.293878 0.020 Uiso 1 1 calc R . . . . C8 C 1.3112(3) 0.4872(2) 0.33106(19) 0.0205(5) Uani 1 1 d . . . . . H8 H 1.360680 0.482238 0.381271 0.025 Uiso 1 1 calc R . . . . C9 C 1.3013(3) 0.39796(19) 0.31014(19) 0.0217(5) Uani 1 1 d . . . . . H9 H 1.344742 0.331965 0.345347 0.026 Uiso 1 1 calc R . . . . C10 C 1.2278(3) 0.40557(19) 0.23759(19) 0.0216(5) Uani 1 1 d . . . . . H10 H 1.220572 0.344534 0.223323 0.026 Uiso 1 1 calc R . . . . C11 C 1.1643(2) 0.50221(18) 0.18543(18) 0.0166(5) Uani 1 1 d . . . . . H11 H 1.113103 0.506596 0.136475 0.020 Uiso 1 1 calc R . . . . C12 C 1.1091(2) 0.69346(17) 0.00999(17) 0.0125(4) Uani 1 1 d . . . . . C13 C 1.2390(3) 0.65615(18) -0.04562(18) 0.0176(5) Uani 1 1 d . . . . . H13 H 1.317678 0.645221 -0.018249 0.021 Uiso 1 1 calc R . . . . C14 C 1.2537(3) 0.63498(19) -0.14053(19) 0.0211(5) Uani 1 1 d . . . . . H14 H 1.342070 0.609879 -0.177834 0.025 Uiso 1 1 calc R . . . . C15 C 1.1385(3) 0.65074(19) -0.18059(19) 0.0225(5) Uani 1 1 d . . . . . H15 H 1.147949 0.635886 -0.245088 0.027 Uiso 1 1 calc R . . . . C16 C 1.0099(3) 0.6881(2) -0.12628(19) 0.0212(5) Uani 1 1 d . . . . . H16 H 0.931503 0.699035 -0.153909 0.025 Uiso 1 1 calc R . . . . C17 C 0.9949(2) 0.70985(18) -0.03129(18) 0.0159(5) Uani 1 1 d . . . . . H17 H 0.906397 0.735873 0.005232 0.019 Uiso 1 1 calc R . . . . C18 C 0.6682(2) 0.73404(17) 0.15172(16) 0.0109(4) Uani 1 1 d . . . . . C19 C 0.6953(2) 0.64485(18) 0.11498(18) 0.0156(5) Uani 1 1 d . . . . . H19 H 0.742190 0.580837 0.151094 0.019 Uiso 1 1 calc R . . . . C20 C 0.6540(3) 0.6492(2) 0.02577(19) 0.0195(5) Uani 1 1 d . . . . . H20 H 0.672092 0.588063 0.002037 0.023 Uiso 1 1 calc R . . . . C21 C 0.5867(2) 0.7425(2) -0.02846(18) 0.0192(5) Uani 1 1 d . . . . . H21 H 0.559876 0.745506 -0.089665 0.023 Uiso 1 1 calc R . . . . C22 C 0.5587(2) 0.83165(19) 0.00730(18) 0.0170(5) Uani 1 1 d . . . . . H22 H 0.512230 0.895480 -0.029394 0.020 Uiso 1 1 calc R . . . . C23 C 0.5986(2) 0.82761(18) 0.09648(17) 0.0130(4) Uani 1 1 d . . . . . H23 H 0.578516 0.888818 0.120449 0.016 Uiso 1 1 calc R . . . . C24 C 0.5864(2) 0.78706(16) 0.34926(16) 0.0110(4) Uani 1 1 d . . . . . C25 C 0.6097(2) 0.80519(17) 0.43653(17) 0.0143(4) Uani 1 1 d . . . . . H25 H 0.700547 0.791115 0.446429 0.017 Uiso 1 1 calc R . . . . C26 C 0.5007(3) 0.84368(19) 0.50891(18) 0.0188(5) Uani 1 1 d . . . . . H26 H 0.517706 0.856418 0.567453 0.023 Uiso 1 1 calc R . . . . C27 C 0.3672(2) 0.86357(19) 0.49597(19) 0.0195(5) Uani 1 1 d . . . . . H27 H 0.293049 0.890553 0.545108 0.023 Uiso 1 1 calc R . . . . C28 C 0.3424(2) 0.84378(18) 0.41062(18) 0.0168(5) Uani 1 1 d . . . . . H28 H 0.251178 0.856135 0.402108 0.020 Uiso 1 1 calc R . . . . C29 C 0.4515(2) 0.80585(17) 0.33770(17) 0.0136(4) Uani 1 1 d . . . . . H29 H 0.433985 0.792620 0.279583 0.016 Uiso 1 1 calc R . . . . C30 C 0.7634(2) 0.59998(16) 0.33223(16) 0.0111(4) Uani 1 1 d . . . . . C31 C 0.6568(2) 0.54727(17) 0.35866(17) 0.0142(4) Uani 1 1 d . . . . . H31 H 0.574181 0.580629 0.334848 0.017 Uiso 1 1 calc R . . . . C32 C 0.6715(2) 0.44640(18) 0.41955(18) 0.0160(5) Uani 1 1 d . . . . . H32 H 0.599393 0.410950 0.436757 0.019 Uiso 1 1 calc R . . . . C33 C 0.7926(2) 0.39766(17) 0.45517(17) 0.0158(5) Uani 1 1 d . . . . . H33 H 0.803046 0.328832 0.496464 0.019 Uiso 1 1 calc R . . . . C34 C 0.8972(2) 0.44939(17) 0.43045(18) 0.0154(5) Uani 1 1 d . . . . . H34 H 0.979163 0.416168 0.455245 0.018 Uiso 1 1 calc R . . . . C35 C 0.8829(2) 0.55062(17) 0.36898(17) 0.0125(4) Uani 1 1 d . . . . . H35 H 0.955244 0.585737 0.352301 0.015 Uiso 1 1 calc R . . . . C36B C 0.8490(4) 0.8583(4) 0.5833(4) 0.0305(6) Uani 0.735(6) 1 d D U P A 2 H36A H 0.821576 0.916845 0.526202 0.037 Uiso 0.735(6) 1 calc R . P A 2 H36B H 0.845167 0.793700 0.568441 0.037 Uiso 0.735(6) 1 calc R . P A 2 Cl4B Cl 1.01794(15) 0.8525(2) 0.59044(17) 0.0328(4) Uani 0.735(6) 1 d D U P A 2 C36A C 0.8534(9) 0.8387(12) 0.5909(9) 0.0297(8) Uani 0.265(6) 1 d D U P A 1 H36C H 0.882231 0.762268 0.604361 0.036 Uiso 0.265(6) 1 calc R . P A 1 H36D H 0.809829 0.863696 0.530268 0.036 Uiso 0.265(6) 1 calc R . P A 1 Cl4A Cl 0.9980(5) 0.8924(5) 0.5648(4) 0.0309(6) Uani 0.265(6) 1 d D U P A 1 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 0.00794(8) 0.00749(8) 0.00591(8) -0.00045(6) -0.00220(6) -0.00215(6) Cl1 0.0145(3) 0.0131(2) 0.0086(2) 0.00176(19) -0.00478(19) -0.0061(2) Cl2 0.0140(2) 0.0126(2) 0.0086(2) -0.00082(19) -0.00497(19) -0.00232(19) Cl3 0.0192(3) 0.0225(3) 0.0280(3) -0.0077(2) 0.0035(2) -0.0035(2) N1 0.0106(9) 0.0103(9) 0.0111(9) -0.0026(7) -0.0032(7) -0.0026(7) P1 0.0095(3) 0.0104(3) 0.0088(3) -0.0023(2) -0.0018(2) -0.0025(2) P2 0.0091(3) 0.0089(2) 0.0074(2) -0.0004(2) -0.0025(2) -0.0024(2) S1 0.0123(3) 0.0104(2) 0.0113(3) -0.0025(2) -0.0027(2) -0.0018(2) C1 0.0135(11) 0.0146(11) 0.0255(13) -0.0040(10) -0.0065(10) 0.0010(9) C2 0.0174(11) 0.0113(10) 0.0164(11) -0.0028(9) -0.0042(9) -0.0056(9) C3 0.0158(11) 0.0112(10) 0.0157(11) -0.0050(9) -0.0044(9) -0.0039(9) C4 0.0106(10) 0.0141(11) 0.0148(11) -0.0030(9) -0.0026(8) -0.0045(8) C5 0.0099(10) 0.0174(11) 0.0144(11) -0.0036(9) 0.0024(8) -0.0069(9) C6 0.0106(10) 0.0126(10) 0.0106(10) -0.0025(8) -0.0012(8) -0.0002(8) C7 0.0158(11) 0.0155(11) 0.0184(12) -0.0060(9) -0.0042(9) -0.0019(9) C8 0.0201(12) 0.0224(12) 0.0188(12) -0.0053(10) -0.0090(10) 0.0008(10) C9 0.0267(13) 0.0157(12) 0.0187(12) -0.0010(10) -0.0080(10) 0.0016(10) C10 0.0328(14) 0.0136(11) 0.0198(12) -0.0035(10) -0.0082(11) -0.0050(10) C11 0.0214(12) 0.0173(11) 0.0123(11) -0.0023(9) -0.0059(9) -0.0051(9) C12 0.0176(11) 0.0097(10) 0.0095(10) -0.0017(8) -0.0015(8) -0.0038(8) C13 0.0193(12) 0.0162(11) 0.0149(11) -0.0031(9) -0.0039(9) -0.0005(9) C14 0.0267(13) 0.0161(12) 0.0151(12) -0.0062(9) 0.0013(10) 0.0008(10) C15 0.0384(15) 0.0176(12) 0.0115(11) -0.0060(9) -0.0034(10) -0.0054(11) C16 0.0271(13) 0.0233(13) 0.0179(12) -0.0076(10) -0.0073(10) -0.0073(10) C17 0.0183(12) 0.0163(11) 0.0147(11) -0.0045(9) -0.0020(9) -0.0064(9) C18 0.0102(10) 0.0148(11) 0.0080(10) -0.0018(8) -0.0010(8) -0.0051(8) C19 0.0170(11) 0.0162(11) 0.0140(11) -0.0038(9) -0.0026(9) -0.0045(9) C20 0.0217(12) 0.0244(13) 0.0173(12) -0.0100(10) -0.0023(10) -0.0089(10) C21 0.0184(12) 0.0339(14) 0.0090(11) -0.0037(10) -0.0036(9) -0.0122(10) C22 0.0124(11) 0.0225(12) 0.0143(11) 0.0018(9) -0.0037(9) -0.0066(9) C23 0.0109(10) 0.0152(11) 0.0133(11) -0.0017(9) -0.0022(8) -0.0053(9) C24 0.0133(11) 0.0080(10) 0.0097(10) 0.0011(8) -0.0015(8) -0.0032(8) C25 0.0145(11) 0.0156(11) 0.0118(11) -0.0007(9) -0.0034(9) -0.0040(9) C26 0.0216(12) 0.0249(13) 0.0112(11) -0.0046(9) -0.0033(9) -0.0069(10) C27 0.0167(12) 0.0235(13) 0.0155(12) -0.0064(10) 0.0019(9) -0.0029(10) C28 0.0117(11) 0.0193(12) 0.0168(11) -0.0017(9) -0.0011(9) -0.0036(9) C29 0.0146(11) 0.0141(11) 0.0124(11) -0.0015(9) -0.0038(9) -0.0044(9) C30 0.0138(11) 0.0092(10) 0.0086(10) -0.0008(8) -0.0010(8) -0.0027(8) C31 0.0137(11) 0.0142(11) 0.0137(11) -0.0009(9) -0.0035(9) -0.0033(9) C32 0.0186(12) 0.0147(11) 0.0146(11) -0.0012(9) -0.0006(9) -0.0088(9) C33 0.0237(12) 0.0101(10) 0.0106(11) 0.0006(8) -0.0023(9) -0.0035(9) C34 0.0174(11) 0.0131(11) 0.0135(11) -0.0013(9) -0.0053(9) 0.0001(9) C35 0.0123(11) 0.0132(11) 0.0111(10) -0.0024(8) -0.0016(8) -0.0030(8) C36B 0.0193(9) 0.0454(12) 0.0303(10) -0.0189(10) -0.0003(9) -0.0065(9) Cl4B 0.0163(5) 0.0562(11) 0.0344(7) -0.0294(7) -0.0034(4) -0.0031(6) C36A 0.0188(11) 0.0436(13) 0.0311(11) -0.0199(11) 0.0002(10) -0.0069(11) Cl4A 0.0191(10) 0.0496(14) 0.0327(12) -0.0253(11) 0.0017(9) -0.0115(11) 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' P P 0.1023 0.0942 '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' S S 0.1246 0.1234 '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 Cl1 Ru1 Cl2 167.788(19) . . ? Cl1 Ru1 S1 88.684(19) . . ? Cl2 Ru1 S1 83.780(19) . . ? N1 Ru1 Cl1 83.40(5) . . ? N1 Ru1 Cl2 85.95(5) . . ? N1 Ru1 P1 81.66(5) . . ? N1 Ru1 P2 176.09(5) . . ? N1 Ru1 S1 81.14(5) . . ? P1 Ru1 Cl1 92.54(2) . . ? P1 Ru1 Cl2 91.80(2) . . ? P1 Ru1 P2 102.02(2) . . ? P1 Ru1 S1 162.50(2) . . ? P2 Ru1 Cl1 95.027(19) . . ? P2 Ru1 Cl2 95.220(19) . . ? P2 Ru1 S1 95.26(2) . . ? Ru1 N1 H1 105.4 . . ? C3 N1 Ru1 114.79(13) . . ? C3 N1 H1 105.4 . . ? C4 N1 Ru1 113.97(13) . . ? C4 N1 H1 105.4 . . ? C4 N1 C3 110.98(17) . . ? C5 P1 Ru1 102.52(7) . . ? C6 P1 Ru1 123.50(7) . . ? C6 P1 C5 101.71(10) . . ? C6 P1 C12 100.22(10) . . ? C12 P1 Ru1 124.29(8) . . ? C12 P1 C5 99.98(10) . . ? C18 P2 Ru1 115.06(7) . . ? C18 P2 C24 103.13(10) . . ? C18 P2 C30 102.78(10) . . ? C24 P2 Ru1 113.36(7) . . ? C30 P2 Ru1 122.78(7) . . ? C30 P2 C24 96.66(10) . . ? C1 S1 Ru1 115.07(8) . . ? C1 S1 C2 98.16(11) . . ? C2 S1 Ru1 98.32(8) . . ? S1 C1 H1A 109.5 . . ? S1 C1 H1B 109.5 . . ? S1 C1 H1C 109.5 . . ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? S1 C2 H2A 110.3 . . ? S1 C2 H2B 110.3 . . ? H2A C2 H2B 108.5 . . ? C3 C2 S1 107.19(15) . . ? C3 C2 H2A 110.3 . . ? C3 C2 H2B 110.3 . . ? N1 C3 C2 108.13(18) . . ? N1 C3 H3A 110.1 . . ? N1 C3 H3B 110.1 . . ? C2 C3 H3A 110.1 . . ? C2 C3 H3B 110.1 . . ? H3A C3 H3B 108.4 . . ? N1 C4 H4A 110.1 . . ? N1 C4 H4B 110.1 . . ? N1 C4 C5 107.83(18) . . ? H4A C4 H4B 108.5 . . ? C5 C4 H4A 110.1 . . ? C5 C4 H4B 110.1 . . ? P1 C5 H5A 109.6 . . ? P1 C5 H5B 109.6 . . ? C4 C5 P1 110.34(15) . . ? C4 C5 H5A 109.6 . . ? C4 C5 H5B 109.6 . . ? H5A C5 H5B 108.1 . . ? C7 C6 P1 120.76(17) . . ? C11 C6 P1 120.78(17) . . ? C11 C6 C7 118.5(2) . . ? C6 C7 H7 119.6 . . ? C8 C7 C6 120.8(2) . . ? C8 C7 H7 119.6 . . ? C7 C8 H8 119.9 . . ? C9 C8 C7 120.3(2) . . ? C9 C8 H8 119.9 . . ? C8 C9 H9 120.2 . . ? C10 C9 C8 119.6(2) . . ? C10 C9 H9 120.2 . . ? C9 C10 H10 119.8 . . ? C9 C10 C11 120.4(2) . . ? C11 C10 H10 119.8 . . ? C6 C11 H11 119.8 . . ? C10 C11 C6 120.4(2) . . ? C10 C11 H11 119.8 . . ? C13 C12 P1 119.29(18) . . ? C17 C12 P1 121.58(17) . . ? C17 C12 C13 119.1(2) . . ? C12 C13 H13 119.7 . . ? C14 C13 C12 120.6(2) . . ? C14 C13 H13 119.7 . . ? C13 C14 H14 120.1 . . ? C13 C14 C15 119.7(2) . . ? C15 C14 H14 120.1 . . ? C14 C15 H15 120.0 . . ? C16 C15 C14 119.9(2) . . ? C16 C15 H15 120.0 . . ? C15 C16 H16 119.8 . . ? C15 C16 C17 120.5(2) . . ? C17 C16 H16 119.8 . . ? C12 C17 C16 120.1(2) . . ? C12 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C19 C18 P2 122.09(17) . . ? C19 C18 C23 118.3(2) . . ? C23 C18 P2 119.13(17) . . ? C18 C19 H19 119.7 . . ? C20 C19 C18 120.6(2) . . ? C20 C19 H19 119.7 . . ? C19 C20 H20 119.9 . . ? C21 C20 C19 120.3(2) . . ? C21 C20 H20 119.9 . . ? C20 C21 H21 120.1 . . ? C20 C21 C22 119.7(2) . . ? C22 C21 H21 120.1 . . ? C21 C22 H22 119.9 . . ? C23 C22 C21 120.2(2) . . ? C23 C22 H22 119.9 . . ? C18 C23 H23 119.6 . . ? C22 C23 C18 120.8(2) . . ? C22 C23 H23 119.6 . . ? C25 C24 P2 116.55(17) . . ? C29 C24 P2 124.74(17) . . ? C29 C24 C25 118.7(2) . . ? C24 C25 H25 119.7 . . ? C26 C25 C24 120.5(2) . . ? C26 C25 H25 119.7 . . ? C25 C26 H26 119.8 . . ? C27 C26 C25 120.3(2) . . ? C27 C26 H26 119.8 . . ? C26 C27 H27 120.1 . . ? C26 C27 C28 119.7(2) . . ? C28 C27 H27 120.1 . . ? C27 C28 H28 120.0 . . ? C27 C28 C29 120.0(2) . . ? C29 C28 H28 120.0 . . ? C24 C29 H29 119.7 . . ? C28 C29 C24 120.7(2) . . ? C28 C29 H29 119.7 . . ? C31 C30 P2 120.23(17) . . ? C35 C30 P2 120.54(17) . . ? C35 C30 C31 119.1(2) . . ? C30 C31 H31 119.8 . . ? C32 C31 C30 120.5(2) . . ? C32 C31 H31 119.8 . . ? C31 C32 H32 120.1 . . ? C31 C32 C33 119.7(2) . . ? C33 C32 H32 120.1 . . ? C32 C33 H33 119.9 . . ? C34 C33 C32 120.1(2) . . ? C34 C33 H33 119.9 . . ? C33 C34 H34 119.9 . . ? C33 C34 C35 120.3(2) . . ? C35 C34 H34 119.9 . . ? C30 C35 C34 120.3(2) . . ? C30 C35 H35 119.8 . . ? C34 C35 H35 119.8 . . ? Cl3 C36B H36A 109.4 . . ? Cl3 C36B H36B 109.4 . . ? Cl3 C36B Cl4B 111.0(2) . . ? H36A C36B H36B 108.0 . . ? Cl4B C36B H36A 109.4 . . ? Cl4B C36B H36B 109.4 . . ? Cl3 C36A H36C 109.6 . . ? Cl3 C36A H36D 109.6 . . ? H36C C36A H36D 108.2 . . ? Cl4A C36A Cl3 110.1(5) . . ? Cl4A C36A H36C 109.6 . . ? Cl4A C36A H36D 109.6 . . ? 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 Cl1 2.4119(5) . ? Ru1 Cl2 2.4148(5) . ? Ru1 N1 2.1743(18) . ? Ru1 P1 2.3101(6) . ? Ru1 P2 2.3203(6) . ? Ru1 S1 2.4219(6) . ? Cl3 C36B 1.765(3) . ? Cl3 C36A 1.778(6) . ? N1 H1 1.0000 . ? N1 C3 1.483(3) . ? N1 C4 1.481(3) . ? P1 C5 1.857(2) . ? P1 C6 1.839(2) . ? P1 C12 1.840(2) . ? P2 C18 1.839(2) . ? P2 C24 1.850(2) . ? P2 C30 1.842(2) . ? S1 C1 1.808(2) . ? S1 C2 1.820(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C2 C3 1.511(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C4 C5 1.517(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.401(3) . ? C6 C11 1.398(3) . ? C7 H7 0.9500 . ? C7 C8 1.387(3) . ? C8 H8 0.9500 . ? C8 C9 1.387(4) . ? C9 H9 0.9500 . ? C9 C10 1.386(4) . ? C10 H10 0.9500 . ? C10 C11 1.394(3) . ? C11 H11 0.9500 . ? C12 C13 1.402(3) . ? C12 C17 1.391(3) . ? C13 H13 0.9500 . ? C13 C14 1.392(3) . ? C14 H14 0.9500 . ? C14 C15 1.392(4) . ? C15 H15 0.9500 . ? C15 C16 1.385(4) . ? C16 H16 0.9500 . ? C16 C17 1.396(3) . ? C17 H17 0.9500 . ? C18 C19 1.401(3) . ? C18 C23 1.407(3) . ? C19 H19 0.9500 . ? C19 C20 1.396(3) . ? C20 H20 0.9500 . ? C20 C21 1.390(4) . ? C21 H21 0.9500 . ? C21 C22 1.391(4) . ? C22 H22 0.9500 . ? C22 C23 1.389(3) . ? C23 H23 0.9500 . ? C24 C25 1.400(3) . ? C24 C29 1.400(3) . ? C25 H25 0.9500 . ? C25 C26 1.392(3) . ? C26 H26 0.9500 . ? C26 C27 1.390(3) . ? C27 H27 0.9500 . ? C27 C28 1.393(3) . ? C28 H28 0.9500 . ? C28 C29 1.394(3) . ? C29 H29 0.9500 . ? C30 C31 1.406(3) . ? C30 C35 1.391(3) . ? C31 H31 0.9500 . ? C31 C32 1.394(3) . ? C32 H32 0.9500 . ? C32 C33 1.397(3) . ? C33 H33 0.9500 . ? C33 C34 1.382(3) . ? C34 H34 0.9500 . ? C34 C35 1.401(3) . ? C35 H35 0.9500 . ? C36B H36A 0.9900 . ? C36B H36B 0.9900 . ? C36B Cl4B 1.765(4) . ? C36A H36C 0.9900 . ? C36A H36D 0.9900 . ? C36A Cl4A 1.768(6) . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.9688(4) 2 0.0312(4)