#------------------------------------------------------------------------------ #$Date: 2024-03-04 22:32:42 +0200 (Mon, 04 Mar 2024) $ #$Revision: 290224 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/78/7247859.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_7247859 loop_ _publ_author_name 'Deshmukh, Gopal' 'Rana, Thakur Rochak Kumar' 'Yadav, Nikita' 'Rajaraman, Gopalan' 'Murugavel, Ramaswamy' _publ_section_title ; A highly active and chemoselective homobimetallic ruthenium catalyst for one-pot reductive amination in water ; _journal_issue 3 _journal_name_full 'Green Chemistry' _journal_page_first 1610 _journal_page_last 1626 _journal_paper_doi 10.1039/D3GC03374K _journal_volume 26 _journal_year 2024 _chemical_formula_moiety 'C58 H70 Cl2 N2 O2 Ru2, 2(C2 O), 0.5(C2 O2)' _chemical_formula_sum 'C63 H70 Cl2 N2 O5 Ru2' _chemical_formula_weight 1208.25 _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 2023-08-25 _audit_creation_method ; Olex2 1.5 (compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748) ; _audit_update_record ; 2023-08-28 deposited with the CCDC. 2023-12-12 downloaded from the CCDC. ; _cell_angle_alpha 82.474(4) _cell_angle_beta 89.037(4) _cell_angle_gamma 78.850(4) _cell_formula_units_Z 1 _cell_length_a 10.8293(13) _cell_length_b 11.2973(14) _cell_length_c 12.2048(14) _cell_measurement_reflns_used 9940 _cell_measurement_temperature 150.00 _cell_measurement_theta_max 25.09 _cell_measurement_theta_min 2.56 _cell_volume 1452.3(3) _computing_cell_refinement 'SAINT V8.40A (Bruker, 2019)' _computing_data_reduction 'SAINT V8.40A (Bruker, 2019)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 150.00 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_unetI/netI 0.0238 _diffrn_reflns_Laue_measured_fraction_full 0.995 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 51543 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_theta_full 25.140 _diffrn_reflns_theta_max 25.140 _diffrn_reflns_theta_min 2.540 _diffrn_source_current 1.4 _diffrn_source_power 0.07 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.661 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_correction_T_min 0.6770 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0953 before and 0.0571 after correction. The Ratio of minimum to maximum transmission is 0.9085. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'metallic reddish red' _exptl_crystal_colour_lustre metallic _exptl_crystal_colour_modifier reddish _exptl_crystal_colour_primary red _exptl_crystal_density_diffrn 1.381 _exptl_crystal_description block _exptl_crystal_F_000 624 _exptl_crystal_size_max 0.461 _exptl_crystal_size_mid 0.311 _exptl_crystal_size_min 0.192 _refine_diff_density_max 1.553 _refine_diff_density_min -0.754 _refine_diff_density_rms 0.121 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.119 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 322 _refine_ls_number_reflns 5178 _refine_ls_number_restraints 6 _refine_ls_restrained_S_all 1.119 _refine_ls_R_factor_all 0.0635 _refine_ls_R_factor_gt 0.0555 _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^)+(0.0703P)^2^+6.3295P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1455 _refine_ls_wR_factor_ref 0.1523 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4631 _reflns_number_total 5178 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3gc03374k3.cif _cod_data_source_block rm_gd_241_0m _cod_depositor_comments 'Adding full bibliography for 7247859--7247860.cif.' _cod_database_code 7247859 _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 0.884 _shelx_estimated_absorpt_t_min 0.750 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2. Uiso/Uaniso restraints and constraints Uanis(C24) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.001 3. Others Fixed Sof: O3(0.5) 4.a Ternary CH refined with riding coordinates: C7(H7), C22(H22), C27(H27) 4.b Aromatic/amide H refined with riding coordinates: C3(H3), C5(H5), C10(H10), C12(H12), C13(H13), C14(H14), C15(H15), C17(H17), C19(H19), C20(H20), C25(H25) 4.c Idealised Me refined as rotating group: C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C) ; _shelx_res_file ; TITL RM_GD_241_0m_a.res in P-1 rm_gd_241_0m.res created by SHELXL-2018/3 at 10:07:10 on 25-Aug-2023 CELL 0.71073 10.8293 11.2973 12.2048 82.474 89.037 78.85 ZERR 1 0.0013 0.0014 0.0014 0.004 0.004 0.004 LATT 1 SFAC C H Cl N O Ru UNIT 63 70 2 2 5 2 ISOR 0.001 0.001 C24 L.S. 4 PLAN 3 0 0 SIZE 0.192 0.311 0.461 TEMP -123.15 CONF HTAB BOND $H MORE -1 fmap 2 acta OMIT -1 1 0 OMIT -2 0 1 OMIT 1 0 0 OMIT 0 1 0 REM REM REM WGHT 0.070300 6.329500 FVAR 0.51208 RU1 6 0.610221 0.817561 0.660279 11.00000 0.02156 0.02784 = 0.02503 0.00345 -0.00324 -0.00244 CL1 3 0.455556 0.952981 0.756803 11.00000 0.03759 0.03717 = 0.03499 -0.00473 -0.00417 0.00578 O1 5 0.453769 0.771513 0.597993 11.00000 0.02351 0.03784 = 0.02418 0.00371 -0.00337 -0.00714 N1 4 0.596049 0.686567 0.798048 11.00000 0.01951 0.02967 = 0.02071 0.00520 -0.00539 0.00025 C1 1 0.708753 0.629798 0.862208 11.00000 0.01609 0.03270 = 0.02372 0.00945 -0.00418 -0.00233 C2 1 0.751366 0.690258 0.942768 11.00000 0.02479 0.04321 = 0.02326 -0.00237 -0.00527 0.00574 C3 1 0.865955 0.635110 0.996584 11.00000 0.02975 0.04628 = 0.02410 -0.00446 -0.01207 0.00256 AFIX 43 H3 2 0.895593 0.674153 1.052403 11.00000 -1.20000 AFIX 0 C4 1 0.937618 0.526269 0.971802 11.00000 0.02047 0.03003 = 0.01984 0.00599 -0.00300 -0.00357 C5 1 0.889834 0.468775 0.895127 11.00000 0.02357 0.02475 = 0.03933 0.00121 -0.01045 -0.00050 AFIX 43 H5 2 0.935262 0.391977 0.880026 11.00000 -1.20000 AFIX 0 C6 1 0.775708 0.518813 0.837411 11.00000 0.02462 0.03064 = 0.03446 0.00023 -0.01087 -0.00503 C7 1 0.727696 0.450334 0.754182 11.00000 0.03993 0.03839 = 0.07796 -0.01797 -0.03372 0.00372 AFIX 13 H7 2 0.671042 0.511047 0.701156 11.00000 -1.20000 AFIX 0 C8 1 0.831955 0.383015 0.687753 11.00000 0.07094 0.05347 = 0.06895 -0.03017 -0.03393 0.01440 AFIX 137 H8A 2 0.885564 0.318764 0.737060 11.00000 -1.50000 H8B 2 0.882682 0.440191 0.652525 11.00000 -1.50000 H8C 2 0.794859 0.346675 0.630834 11.00000 -1.50000 AFIX 0 C9 1 0.650564 0.361386 0.810010 11.00000 0.05664 0.04485 = 0.15662 -0.02582 -0.03157 -0.01415 AFIX 137 H9A 2 0.703819 0.300804 0.862797 11.00000 -1.50000 H9B 2 0.617778 0.320375 0.754130 11.00000 -1.50000 H9C 2 0.580231 0.405476 0.849198 11.00000 -1.50000 AFIX 0 C10 1 0.494461 0.646918 0.826146 11.00000 0.02473 0.03738 = 0.02583 0.00666 -0.00099 -0.00230 AFIX 43 H10 2 0.496957 0.596936 0.895330 11.00000 -1.20000 AFIX 0 C11 1 0.377516 0.669488 0.764955 11.00000 0.02209 0.03785 = 0.02963 0.00341 -0.00174 -0.00352 C12 1 0.276404 0.621799 0.815292 11.00000 0.03114 0.05917 = 0.03857 0.01231 -0.00009 -0.01200 AFIX 43 H12 2 0.285484 0.582733 0.889320 11.00000 -1.20000 AFIX 0 C13 1 0.164406 0.630511 0.759548 11.00000 0.03014 0.08400 = 0.05169 0.00655 0.00661 -0.02500 AFIX 43 H13 2 0.096032 0.600212 0.795154 11.00000 -1.20000 AFIX 0 C14 1 0.153801 0.685380 0.648607 11.00000 0.02514 0.08205 = 0.04688 -0.00203 -0.00490 -0.01770 AFIX 43 H14 2 0.077578 0.691422 0.609012 11.00000 -1.20000 AFIX 0 C15 1 0.251745 0.730129 0.597006 11.00000 0.02762 0.05414 = 0.03231 0.00002 -0.00482 -0.00915 AFIX 43 H15 2 0.242488 0.764561 0.521604 11.00000 -1.20000 AFIX 0 C16 1 0.366047 0.726585 0.652585 11.00000 0.01898 0.03136 = 0.02950 -0.00110 -0.00027 -0.00229 C17 1 0.805045 0.832984 0.689339 11.00000 0.02772 0.04110 = 0.04182 0.00789 -0.00522 -0.01773 AFIX 43 H17 2 0.852789 0.818303 0.756007 11.00000 -1.20000 AFIX 0 C18 1 0.735804 0.949991 0.653844 11.00000 0.03684 0.03408 = 0.05473 0.00084 0.00101 -0.01576 C19 1 0.667731 0.969084 0.552098 11.00000 0.03242 0.04046 = 0.05172 0.01571 0.00474 -0.00712 AFIX 43 H19 2 0.623011 1.048312 0.525512 11.00000 -1.20000 AFIX 0 C20 1 0.665573 0.873873 0.491034 11.00000 0.02538 0.05715 = 0.03277 0.01180 0.00052 -0.00670 AFIX 43 H20 2 0.617445 0.889149 0.424554 11.00000 -1.20000 AFIX 0 C21 1 0.733319 0.754592 0.525387 11.00000 0.02708 0.05371 = 0.03352 -0.00337 0.00793 -0.01258 C22 1 0.737841 0.651913 0.456466 11.00000 0.04274 0.06858 = 0.04702 -0.01609 0.00376 -0.00157 AFIX 13 H22 2 0.768077 0.573745 0.505372 11.00000 -1.20000 AFIX 0 C23 1 0.616476 0.643587 0.405636 11.00000 0.05692 0.12983 = 0.08769 -0.06909 -0.00406 -0.00588 AFIX 137 H23A 2 0.554698 0.632738 0.463855 11.00000 -1.50000 H23B 2 0.629351 0.574016 0.363655 11.00000 -1.50000 H23C 2 0.585401 0.718519 0.355901 11.00000 -1.50000 AFIX 0 C24 1 0.836973 0.666115 0.368800 11.00000 0.13459 0.13493 = 0.13459 -0.01849 0.00216 -0.02630 AFIX 137 H24A 2 0.843329 0.601048 0.322002 11.00000 -1.50000 H24B 2 0.918466 0.661221 0.404585 11.00000 -1.50000 H24C 2 0.813098 0.745242 0.323237 11.00000 -1.50000 AFIX 0 C25 1 0.803707 0.736580 0.625576 11.00000 0.01809 0.03975 = 0.03803 0.00335 0.00392 -0.00375 AFIX 43 H25 2 0.851098 0.658000 0.650540 11.00000 -1.20000 AFIX 0 C26 1 0.730847 1.053218 0.720752 11.00000 0.06953 0.04168 = 0.08989 -0.00886 -0.00561 -0.01915 AFIX 137 H26A 2 0.756073 1.020689 0.797212 11.00000 -1.50000 H26B 2 0.644879 1.100769 0.719464 11.00000 -1.50000 H26C 2 0.788352 1.105584 0.689261 11.00000 -1.50000 AFIX 0 C27 1 0.676593 0.810251 0.973177 11.00000 0.04197 0.06031 = 0.03778 -0.01844 -0.01771 0.01891 AFIX 13 H27 2 0.635628 0.857136 0.903726 11.00000 -1.20000 AFIX 0 C28 1 0.571729 0.787477 1.052826 11.00000 0.05338 0.10835 = 0.05413 -0.03646 0.00246 0.01375 AFIX 137 H28A 2 0.608115 0.737277 1.120473 11.00000 -1.50000 H28B 2 0.515034 0.745085 1.018197 11.00000 -1.50000 H28C 2 0.524439 0.865388 1.071152 11.00000 -1.50000 AFIX 0 C29 1 0.755922 0.890228 1.019281 11.00000 0.06343 0.06034 = 0.07155 -0.03488 -0.02632 0.02246 AFIX 137 H29A 2 0.703816 0.970229 1.025521 11.00000 -1.50000 H29B 2 0.826277 0.899909 0.969531 11.00000 -1.50000 H29C 2 0.788708 0.851995 1.092450 11.00000 -1.50000 AFIX 0 O2 5 0.854994 0.985225 0.267743 11.00000 0.25074 C31 1 0.931578 1.036349 0.172962 11.00000 0.29679 C32 1 0.873478 1.136130 0.045194 11.00000 0.40692 C30 1 0.000000 1.000000 0.500000 10.50000 0.15133 O3 5 -0.000064 0.911549 0.424918 10.50000 0.14676 HKLF 4 REM RM_GD_241_0m_a.res in P-1 REM wR2 = 0.1523, GooF = S = 1.119, Restrained GooF = 1.119 for all data REM R1 = 0.0555 for 4631 Fo > 4sig(Fo) and 0.0635 for all 5178 data REM 322 parameters refined using 6 restraints END WGHT 0.0703 6.3295 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 1.553, deepest hole -0.754, 1-sigma level 0.121 Q1 1 0.6110 0.7515 0.6157 11.00000 0.05 1.55 Q2 1 0.9780 0.9593 0.1854 11.00000 0.05 1.46 Q3 1 0.8819 1.0671 0.1894 11.00000 0.05 1.21 ; _shelx_res_checksum 80303 _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 0.61022(4) 0.81756(4) 0.66028(3) 0.02570(16) Uani 1 1 d . . . . . Cl1 Cl 0.45556(13) 0.95298(12) 0.75680(11) 0.0383(3) Uani 1 1 d . . . . . O1 O 0.4538(3) 0.7715(3) 0.5980(3) 0.0290(8) Uani 1 1 d . . . . . N1 N 0.5960(4) 0.6866(4) 0.7980(3) 0.0247(8) Uani 1 1 d . . . . . C1 C 0.7088(4) 0.6298(4) 0.8622(4) 0.0256(10) Uani 1 1 d . . . . . C2 C 0.7514(5) 0.6903(5) 0.9428(4) 0.0322(11) Uani 1 1 d . . . . . C3 C 0.8660(5) 0.6351(5) 0.9966(4) 0.0346(12) Uani 1 1 d . . . . . H3 H 0.895593 0.674153 1.052403 0.041 Uiso 1 1 calc R U . . . C4 C 0.9376(4) 0.5263(4) 0.9718(4) 0.0244(10) Uani 1 1 d . . . . . C5 C 0.8898(5) 0.4688(5) 0.8951(4) 0.0301(11) Uani 1 1 d . . . . . H5 H 0.935262 0.391977 0.880026 0.036 Uiso 1 1 calc R U . . . C6 C 0.7757(5) 0.5188(5) 0.8374(4) 0.0302(11) Uani 1 1 d . . . . . C7 C 0.7277(6) 0.4503(6) 0.7542(6) 0.0523(18) Uani 1 1 d . . . . . H7 H 0.671042 0.511047 0.701156 0.063 Uiso 1 1 calc R U . . . C8 C 0.8320(7) 0.3830(7) 0.6878(7) 0.066(2) Uani 1 1 d . . . . . H8A H 0.885564 0.318764 0.737060 0.098 Uiso 1 1 calc R U . . . H8B H 0.882682 0.440191 0.652525 0.098 Uiso 1 1 calc R U . . . H8C H 0.794859 0.346675 0.630834 0.098 Uiso 1 1 calc R U . . . C9 C 0.6506(8) 0.3614(7) 0.8100(9) 0.084(3) Uani 1 1 d . . . . . H9A H 0.703819 0.300804 0.862797 0.126 Uiso 1 1 calc R U . . . H9B H 0.617778 0.320375 0.754130 0.126 Uiso 1 1 calc R U . . . H9C H 0.580231 0.405476 0.849198 0.126 Uiso 1 1 calc R U . . . C10 C 0.4945(5) 0.6469(5) 0.8261(4) 0.0308(11) Uani 1 1 d . . . . . H10 H 0.496957 0.596936 0.895330 0.037 Uiso 1 1 calc R U . . . C11 C 0.3775(5) 0.6695(5) 0.7650(4) 0.0308(11) Uani 1 1 d . . . . . C12 C 0.2764(5) 0.6218(6) 0.8153(5) 0.0442(14) Uani 1 1 d . . . . . H12 H 0.285484 0.582733 0.889320 0.053 Uiso 1 1 calc R U . . . C13 C 0.1644(6) 0.6305(7) 0.7595(6) 0.0548(18) Uani 1 1 d . . . . . H13 H 0.096032 0.600212 0.795154 0.066 Uiso 1 1 calc R U . . . C14 C 0.1538(6) 0.6854(7) 0.6486(5) 0.0509(16) Uani 1 1 d . . . . . H14 H 0.077578 0.691422 0.609012 0.061 Uiso 1 1 calc R U . . . C15 C 0.2517(5) 0.7301(6) 0.5970(5) 0.0383(13) Uani 1 1 d . . . . . H15 H 0.242488 0.764561 0.521604 0.046 Uiso 1 1 calc R U . . . C16 C 0.3660(4) 0.7266(5) 0.6526(4) 0.0272(10) Uani 1 1 d . . . . . C17 C 0.8050(5) 0.8330(5) 0.6893(5) 0.0365(12) Uani 1 1 d . . . . . H17 H 0.852789 0.818303 0.756007 0.044 Uiso 1 1 calc R U . . . C18 C 0.7358(5) 0.9500(5) 0.6538(5) 0.0413(13) Uani 1 1 d . . . . . C19 C 0.6677(5) 0.9691(6) 0.5521(5) 0.0435(14) Uani 1 1 d . . . . . H19 H 0.623011 1.048312 0.525512 0.052 Uiso 1 1 calc R U . . . C20 C 0.6656(5) 0.8739(6) 0.4910(5) 0.0402(14) Uani 1 1 d . . . . . H20 H 0.617445 0.889149 0.424554 0.048 Uiso 1 1 calc R U . . . C21 C 0.7333(5) 0.7546(6) 0.5254(5) 0.0378(13) Uani 1 1 d . . . . . C22 C 0.7378(6) 0.6519(7) 0.4565(6) 0.0533(16) Uani 1 1 d . . . . . H22 H 0.768077 0.573745 0.505372 0.064 Uiso 1 1 calc R U . . . C23 C 0.6165(8) 0.6436(10) 0.4056(8) 0.088(3) Uani 1 1 d . . . . . H23A H 0.554698 0.632738 0.463855 0.132 Uiso 1 1 calc R U . . . H23B H 0.629351 0.574016 0.363655 0.132 Uiso 1 1 calc R U . . . H23C H 0.585401 0.718519 0.355901 0.132 Uiso 1 1 calc R U . . . C24 C 0.8370(14) 0.6661(13) 0.3688(12) 0.135(5) Uani 1 1 d . U . . . H24A H 0.843329 0.601048 0.322002 0.202 Uiso 1 1 calc R U . . . H24B H 0.918466 0.661221 0.404585 0.202 Uiso 1 1 calc R U . . . H24C H 0.813098 0.745242 0.323237 0.202 Uiso 1 1 calc R U . . . C25 C 0.8037(5) 0.7366(5) 0.6256(4) 0.0330(12) Uani 1 1 d . . . . . H25 H 0.851098 0.658000 0.650540 0.040 Uiso 1 1 calc R U . . . C26 C 0.7308(8) 1.0532(6) 0.7208(7) 0.066(2) Uani 1 1 d . . . . . H26A H 0.756073 1.020689 0.797212 0.099 Uiso 1 1 calc R U . . . H26B H 0.644879 1.100769 0.719464 0.099 Uiso 1 1 calc R U . . . H26C H 0.788352 1.105584 0.689261 0.099 Uiso 1 1 calc R U . . . C27 C 0.6766(6) 0.8103(6) 0.9732(5) 0.0493(16) Uani 1 1 d . . . . . H27 H 0.635628 0.857136 0.903726 0.059 Uiso 1 1 calc R U . . . C28 C 0.5717(7) 0.7875(9) 1.0528(6) 0.074(2) Uani 1 1 d . . . . . H28A H 0.608115 0.737277 1.120473 0.110 Uiso 1 1 calc R U . . . H28B H 0.515034 0.745085 1.018197 0.110 Uiso 1 1 calc R U . . . H28C H 0.524439 0.865388 1.071152 0.110 Uiso 1 1 calc R U . . . C29 C 0.7559(7) 0.8902(7) 1.0193(7) 0.067(2) Uani 1 1 d . . . . . H29A H 0.703816 0.970229 1.025521 0.101 Uiso 1 1 calc R U . . . H29B H 0.826277 0.899909 0.969531 0.101 Uiso 1 1 calc R U . . . H29C H 0.788708 0.851995 1.092450 0.101 Uiso 1 1 calc R U . . . O2 O 0.8550(18) 0.9852(17) 0.2677(16) 0.251(7) Uiso 1 1 d . . . . . C31 C 0.932(3) 1.036(3) 0.173(3) 0.297(15) Uiso 1 1 d . . . . . C32 C 0.873(5) 1.136(5) 0.045(4) 0.41(2) Uiso 1 1 d . . . . . C30 C 0.000000 1.000000 0.500000 0.151(8) Uiso 1 2 d S . P . . O3 O 0.000(2) 0.9115(19) 0.4249(18) 0.147(7) Uiso 0.5 1 d . . P . . 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 0.0216(2) 0.0278(2) 0.0250(2) 0.00345(15) -0.00324(15) -0.00244(15) Cl1 0.0376(7) 0.0372(7) 0.0350(7) -0.0047(5) -0.0042(6) 0.0058(6) O1 0.0235(17) 0.038(2) 0.0242(17) 0.0037(14) -0.0034(14) -0.0071(14) N1 0.0195(19) 0.030(2) 0.0207(19) 0.0052(16) -0.0054(16) 0.0002(16) C1 0.016(2) 0.033(3) 0.024(2) 0.0094(19) -0.0042(18) -0.0023(19) C2 0.025(3) 0.043(3) 0.023(2) -0.002(2) -0.005(2) 0.006(2) C3 0.030(3) 0.046(3) 0.024(2) -0.004(2) -0.012(2) 0.003(2) C4 0.020(2) 0.030(2) 0.020(2) 0.0060(19) -0.0030(19) -0.0036(19) C5 0.024(2) 0.025(2) 0.039(3) 0.001(2) -0.010(2) -0.0005(19) C6 0.025(2) 0.031(3) 0.034(3) 0.000(2) -0.011(2) -0.005(2) C7 0.040(3) 0.038(3) 0.078(5) -0.018(3) -0.034(3) 0.004(3) C8 0.071(5) 0.053(4) 0.069(5) -0.030(4) -0.034(4) 0.014(4) C9 0.057(5) 0.045(4) 0.157(9) -0.026(5) -0.032(5) -0.014(4) C10 0.025(3) 0.037(3) 0.026(2) 0.007(2) -0.001(2) -0.002(2) C11 0.022(2) 0.038(3) 0.030(3) 0.003(2) -0.002(2) -0.004(2) C12 0.031(3) 0.059(4) 0.039(3) 0.012(3) 0.000(2) -0.012(3) C13 0.030(3) 0.084(5) 0.052(4) 0.007(3) 0.007(3) -0.025(3) C14 0.025(3) 0.082(5) 0.047(4) -0.002(3) -0.005(3) -0.018(3) C15 0.028(3) 0.054(3) 0.032(3) 0.000(2) -0.005(2) -0.009(2) C16 0.019(2) 0.031(3) 0.030(3) -0.001(2) -0.0003(19) -0.0023(19) C17 0.028(3) 0.041(3) 0.042(3) 0.008(2) -0.005(2) -0.018(2) C18 0.037(3) 0.034(3) 0.055(4) 0.001(3) 0.001(3) -0.016(2) C19 0.032(3) 0.040(3) 0.052(4) 0.016(3) 0.005(3) -0.007(2) C20 0.025(3) 0.057(4) 0.033(3) 0.012(3) 0.001(2) -0.007(2) C21 0.027(3) 0.054(3) 0.034(3) -0.003(2) 0.008(2) -0.013(2) C22 0.043(4) 0.069(4) 0.047(4) -0.016(3) 0.004(3) -0.002(3) C23 0.057(5) 0.130(8) 0.088(6) -0.069(6) -0.004(4) -0.006(5) C24 0.135(5) 0.135(5) 0.135(5) -0.0185(12) 0.0022(10) -0.0263(13) C25 0.018(2) 0.040(3) 0.038(3) 0.003(2) 0.004(2) -0.004(2) C26 0.070(5) 0.042(4) 0.090(6) -0.009(4) -0.006(4) -0.019(3) C27 0.042(3) 0.060(4) 0.038(3) -0.018(3) -0.018(3) 0.019(3) C28 0.053(4) 0.108(7) 0.054(4) -0.036(4) 0.002(4) 0.014(4) C29 0.063(5) 0.060(4) 0.072(5) -0.035(4) -0.026(4) 0.022(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 O1 Ru1 Cl1 83.47(11) . . ? O1 Ru1 N1 86.84(14) . . ? O1 Ru1 C17 162.55(19) . . ? O1 Ru1 C18 147.51(19) . . ? O1 Ru1 C19 110.96(19) . . ? O1 Ru1 C20 88.93(18) . . ? O1 Ru1 C21 94.12(18) . . ? O1 Ru1 C25 124.96(18) . . ? N1 Ru1 Cl1 84.81(11) . . ? N1 Ru1 C17 97.03(18) . . ? N1 Ru1 C18 124.0(2) . . ? N1 Ru1 C19 161.8(2) . . ? N1 Ru1 C20 153.3(2) . . ? N1 Ru1 C21 116.46(19) . . ? N1 Ru1 C25 93.88(17) . . ? C17 Ru1 Cl1 113.77(17) . . ? C17 Ru1 C18 37.3(2) . . ? C17 Ru1 C19 67.2(2) . . ? C17 Ru1 C20 80.0(2) . . ? C17 Ru1 C21 68.9(2) . . ? C18 Ru1 Cl1 89.14(17) . . ? C18 Ru1 C19 37.8(2) . . ? C18 Ru1 C21 81.4(2) . . ? C19 Ru1 Cl1 93.21(17) . . ? C19 Ru1 C21 67.6(2) . . ? C20 Ru1 Cl1 120.86(16) . . ? C20 Ru1 C18 67.9(2) . . ? C20 Ru1 C19 36.9(2) . . ? C20 Ru1 C21 37.6(2) . . ? C21 Ru1 Cl1 158.51(16) . . ? C25 Ru1 Cl1 151.49(16) . . ? C25 Ru1 C17 38.0(2) . . ? C25 Ru1 C18 68.0(2) . . ? C25 Ru1 C19 79.3(2) . . ? C25 Ru1 C20 67.3(2) . . ? C25 Ru1 C21 37.9(2) . . ? C16 O1 Ru1 127.7(3) . . ? C1 N1 Ru1 119.0(3) . . ? C10 N1 Ru1 124.3(3) . . ? C10 N1 C1 116.5(4) . . ? C2 C1 N1 119.9(4) . . ? C6 C1 N1 118.6(4) . . ? C6 C1 C2 121.4(4) . . ? C1 C2 C3 117.4(5) . . ? C1 C2 C27 121.9(4) . . ? C3 C2 C27 120.7(5) . . ? C2 C3 H3 118.5 . . ? C4 C3 C2 123.0(5) . . ? C4 C3 H3 118.5 . . ? C3 C4 C4 121.0(6) . 2_767 ? C5 C4 C3 117.4(4) . . ? C5 C4 C4 121.7(6) . 2_767 ? C4 C5 H5 118.6 . . ? C4 C5 C6 122.8(5) . . ? C6 C5 H5 118.6 . . ? C1 C6 C5 118.0(5) . . ? C1 C6 C7 121.8(4) . . ? C5 C6 C7 120.2(5) . . ? C6 C7 H7 107.7 . . ? C6 C7 C8 113.2(5) . . ? C6 C7 C9 111.0(7) . . ? C8 C7 H7 107.7 . . ? C9 C7 H7 107.7 . . ? C9 C7 C8 109.4(6) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C10 H10 116.1 . . ? N1 C10 C11 127.7(5) . . ? C11 C10 H10 116.1 . . ? C12 C11 C10 117.6(5) . . ? C12 C11 C16 119.8(5) . . ? C16 C11 C10 122.2(4) . . ? C11 C12 H12 119.2 . . ? C13 C12 C11 121.6(5) . . ? C13 C12 H12 119.2 . . ? C12 C13 H13 120.7 . . ? C12 C13 C14 118.5(5) . . ? C14 C13 H13 120.7 . . ? C13 C14 H14 119.5 . . ? C15 C14 C13 121.0(5) . . ? C15 C14 H14 119.5 . . ? C14 C15 H15 119.0 . . ? C14 C15 C16 122.0(5) . . ? C16 C15 H15 119.0 . . ? O1 C16 C11 124.8(4) . . ? O1 C16 C15 118.1(4) . . ? C15 C16 C11 117.0(5) . . ? Ru1 C17 H17 130.2 . . ? C18 C17 Ru1 71.8(3) . . ? C18 C17 H17 120.0 . . ? C18 C17 C25 120.1(5) . . ? C25 C17 Ru1 70.5(3) . . ? C25 C17 H17 120.0 . . ? C17 C18 Ru1 70.8(3) . . ? C17 C18 C19 118.3(6) . . ? C17 C18 C26 121.8(6) . . ? C19 C18 Ru1 71.2(3) . . ? C19 C18 C26 119.9(6) . . ? C26 C18 Ru1 128.7(5) . . ? Ru1 C19 H19 131.5 . . ? C18 C19 Ru1 71.1(3) . . ? C18 C19 H19 119.4 . . ? C20 C19 Ru1 71.0(3) . . ? C20 C19 C18 121.2(5) . . ? C20 C19 H19 119.4 . . ? Ru1 C20 H20 129.6 . . ? C19 C20 Ru1 72.1(3) . . ? C19 C20 H20 119.1 . . ? C19 C20 C21 121.7(5) . . ? C21 C20 Ru1 71.8(3) . . ? C21 C20 H20 119.1 . . ? C20 C21 Ru1 70.6(3) . . ? C20 C21 C22 122.2(5) . . ? C20 C21 C25 116.9(5) . . ? C22 C21 Ru1 133.1(4) . . ? C25 C21 Ru1 70.0(3) . . ? C25 C21 C22 120.8(5) . . ? C21 C22 H22 107.7 . . ? C21 C22 C24 106.6(8) . . ? C23 C22 C21 115.9(6) . . ? C23 C22 H22 107.7 . . ? C23 C22 C24 111.0(8) . . ? C24 C22 H22 107.7 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23B 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? Ru1 C25 H25 130.0 . . ? C17 C25 Ru1 71.5(3) . . ? C17 C25 C21 121.8(5) . . ? C17 C25 H25 119.1 . . ? C21 C25 Ru1 72.1(3) . . ? C21 C25 H25 119.1 . . ? C18 C26 H26A 109.5 . . ? C18 C26 H26B 109.5 . . ? C18 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C2 C27 H27 107.1 . . ? C28 C27 C2 110.5(6) . . ? C28 C27 H27 107.1 . . ? C28 C27 C29 110.3(6) . . ? C29 C27 C2 114.5(5) . . ? C29 C27 H27 107.1 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28B 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29B 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? O2 C31 C32 128(3) . . ? O3 C30 O3 180.0 2_576 . ? 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 2.4389(14) . ? Ru1 O1 2.051(3) . ? Ru1 N1 2.114(4) . ? Ru1 C17 2.189(5) . ? Ru1 C18 2.201(5) . ? Ru1 C19 2.203(5) . ? Ru1 C20 2.189(5) . ? Ru1 C21 2.204(5) . ? Ru1 C25 2.176(5) . ? O1 C16 1.296(6) . ? N1 C1 1.453(6) . ? N1 C10 1.291(6) . ? C1 C2 1.400(7) . ? C1 C6 1.389(7) . ? C2 C3 1.407(7) . ? C2 C27 1.526(8) . ? C3 H3 0.9500 . ? C3 C4 1.388(7) . ? C4 C4 1.505(9) 2_767 ? C4 C5 1.368(7) . ? C5 H5 0.9500 . ? C5 C6 1.413(7) . ? C6 C7 1.510(8) . ? C7 H7 1.0000 . ? C7 C8 1.520(10) . ? C7 C9 1.516(12) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10 0.9500 . ? C10 C11 1.443(7) . ? C11 C12 1.409(8) . ? C11 C16 1.434(7) . ? C12 H12 0.9500 . ? C12 C13 1.381(9) . ? C13 H13 0.9500 . ? C13 C14 1.410(9) . ? C14 H14 0.9500 . ? C14 C15 1.371(8) . ? C15 H15 0.9500 . ? C15 C16 1.413(7) . ? C17 H17 0.9500 . ? C17 C18 1.405(8) . ? C17 C25 1.421(8) . ? C18 C19 1.425(9) . ? C18 C26 1.501(10) . ? C19 H19 0.9500 . ? C19 C20 1.390(9) . ? C20 H20 0.9500 . ? C20 C21 1.418(8) . ? C21 C22 1.513(9) . ? C21 C25 1.423(8) . ? C22 H22 1.0000 . ? C22 C23 1.487(10) . ? C22 C24 1.519(15) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 H25 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27 1.0000 . ? C27 C28 1.520(11) . ? C27 C29 1.523(10) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? O2 C31 1.53(4) . ? C31 C32 1.84(5) . ? C30 O3 1.44(2) 2_576 ? C30 O3 1.44(2) . ? 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 Ru1 O1 C16 C11 -17.9(7) . . . . ? Ru1 O1 C16 C15 164.2(4) . . . . ? Ru1 N1 C1 C2 81.7(5) . . . . ? Ru1 N1 C1 C6 -94.8(5) . . . . ? Ru1 N1 C10 C11 8.6(8) . . . . ? Ru1 C17 C18 C19 -54.9(5) . . . . ? Ru1 C17 C18 C26 124.3(6) . . . . ? Ru1 C17 C25 C21 53.9(4) . . . . ? Ru1 C18 C19 C20 -52.4(5) . . . . ? Ru1 C19 C20 C21 -54.1(5) . . . . ? Ru1 C20 C21 C22 129.4(5) . . . . ? Ru1 C20 C21 C25 -54.2(4) . . . . ? Ru1 C21 C22 C23 49.9(10) . . . . ? Ru1 C21 C22 C24 174.1(7) . . . . ? Ru1 C21 C25 C17 -53.7(4) . . . . ? N1 C1 C2 C3 -175.4(5) . . . . ? N1 C1 C2 C27 5.5(8) . . . . ? N1 C1 C6 C5 175.6(4) . . . . ? N1 C1 C6 C7 -6.2(8) . . . . ? N1 C10 C11 C12 -176.5(6) . . . . ? N1 C10 C11 C16 10.1(9) . . . . ? C1 N1 C10 C11 -167.0(5) . . . . ? C1 C2 C3 C4 1.1(8) . . . . ? C1 C2 C27 C28 80.9(7) . . . . ? C1 C2 C27 C29 -153.9(6) . . . . ? C1 C6 C7 C8 144.8(6) . . . . ? C1 C6 C7 C9 -91.8(7) . . . . ? C2 C1 C6 C5 -0.8(7) . . . . ? C2 C1 C6 C7 177.3(5) . . . . ? C2 C3 C4 C4 177.3(6) . . . 2_767 ? C2 C3 C4 C5 -3.2(8) . . . . ? C3 C2 C27 C28 -98.2(7) . . . . ? C3 C2 C27 C29 27.1(9) . . . . ? C3 C4 C5 C6 3.4(8) . . . . ? C4 C4 C5 C6 -177.1(5) 2_767 . . . ? C4 C5 C6 C1 -1.5(8) . . . . ? C4 C5 C6 C7 -179.7(5) . . . . ? C5 C6 C7 C8 -37.2(8) . . . . ? C5 C6 C7 C9 86.3(7) . . . . ? C6 C1 C2 C3 1.0(8) . . . . ? C6 C1 C2 C27 -178.1(5) . . . . ? C10 N1 C1 C2 -102.5(6) . . . . ? C10 N1 C1 C6 81.1(6) . . . . ? C10 C11 C12 C13 -174.8(6) . . . . ? C10 C11 C16 O1 -5.6(8) . . . . ? C10 C11 C16 C15 172.3(5) . . . . ? C11 C12 C13 C14 1.9(11) . . . . ? C12 C11 C16 O1 -178.8(5) . . . . ? C12 C11 C16 C15 -0.9(8) . . . . ? C12 C13 C14 C15 -0.5(12) . . . . ? C13 C14 C15 C16 -1.7(11) . . . . ? C14 C15 C16 O1 -179.6(6) . . . . ? C14 C15 C16 C11 2.4(9) . . . . ? C16 C11 C12 C13 -1.2(10) . . . . ? C17 C18 C19 Ru1 54.7(5) . . . . ? C17 C18 C19 C20 2.4(8) . . . . ? C18 C17 C25 Ru1 -54.1(5) . . . . ? C18 C17 C25 C21 -0.1(8) . . . . ? C18 C19 C20 Ru1 52.4(5) . . . . ? C18 C19 C20 C21 -1.7(8) . . . . ? C19 C20 C21 Ru1 54.3(5) . . . . ? C19 C20 C21 C22 -176.4(5) . . . . ? C19 C20 C21 C25 0.1(8) . . . . ? C20 C21 C22 C23 -43.0(9) . . . . ? C20 C21 C22 C24 81.1(9) . . . . ? C20 C21 C25 Ru1 54.5(4) . . . . ? C20 C21 C25 C17 0.8(7) . . . . ? C22 C21 C25 Ru1 -129.0(5) . . . . ? C22 C21 C25 C17 177.3(5) . . . . ? C25 C17 C18 Ru1 53.5(4) . . . . ? C25 C17 C18 C19 -1.4(8) . . . . ? C25 C17 C18 C26 177.7(6) . . . . ? C25 C21 C22 C23 140.6(7) . . . . ? C25 C21 C22 C24 -95.3(8) . . . . ? C26 C18 C19 Ru1 -124.5(6) . . . . ? C26 C18 C19 C20 -176.8(6) . . . . ? C27 C2 C3 C4 -179.8(5) . . . . ?