# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_namikoz22 _database_code_depnum_ccdc_archive 'CCDC 872787' #TrackingRef 'namikoz22.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C26 H34 Cl2 N2 O2 Ru S), C H4 O' _chemical_formula_sum 'C53 H72 Cl4 N4 O5 Ru2 S2' _chemical_formula_weight 1253.21 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9631(5) _cell_length_b 10.8459(6) _cell_length_c 15.7706(8) _cell_angle_alpha 86.897(4) _cell_angle_beta 79.499(4) _cell_angle_gamma 69.104(4) _cell_volume 1408.19(13) _cell_formula_units_Z 1 _cell_measurement_temperature 296 _cell_measurement_reflns_used 47640 _cell_measurement_theta_min 2.01 _cell_measurement_theta_max 28.04 _exptl_crystal_description prism _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 646 _exptl_absorpt_coefficient_mu 0.849 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7203 _exptl_absorpt_correction_T_max 0.8739 _exptl_absorpt_process_details 'X-RED32 (Stoe & Cie, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_collimation '0.5 mm diameter, multiple pinhole' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 33213 _diffrn_reflns_av_R_equivalents 0.0380 _diffrn_reflns_av_sigmaI/netI 0.0261 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 27.58 _diffrn_reflns_theta_full 27.58 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measured_fraction_theta_full 0.993 _reflns_number_total 6504 _reflns_number_gt 5356 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_cell_refinement X-AREA _computing_data_reduction 'X-RED32 (Stoe & Cie, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999) and PLATON (Spek, 2009)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0476P)^2^+0.0451P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6504 _refine_ls_number_parameters 331 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0440 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0793 _refine_ls_wR_factor_gt 0.0758 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.493 _refine_diff_density_min -0.372 _refine_diff_density_rms 0.053 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.09527(2) 0.214382(19) 0.425127(11) 0.04680(7) Uani 1 1 d . . . Cl1 Cl -0.06457(11) 0.32745(9) 0.55688(4) 0.0775(2) Uani 1 1 d . . . Cl2 Cl -0.15208(8) 0.20138(6) 0.39342(4) 0.05547(15) Uani 1 1 d . . . S1 S 0.51457(6) 0.46153(5) 0.14224(3) 0.03860(11) Uani 1 1 d . . . O1 O 0.5023(2) 0.50140(16) 0.22825(10) 0.0501(4) Uani 1 1 d . . . O2 O 0.60816(19) 0.50928(16) 0.07321(10) 0.0487(4) Uani 1 1 d . . . N1 N 0.0004(3) 0.41332(19) 0.37407(12) 0.0492(5) Uani 1 1 d . . . H1A H -0.1081 0.4439 0.3905 0.059 Uiso 1 1 calc R . . H1B H 0.0390 0.4652 0.3994 0.059 Uiso 1 1 calc R . . N2 N 0.3358(2) 0.51001(17) 0.11596(11) 0.0416(4) Uani 1 1 d . . . H2 H 0.3185 0.5635 0.0736 0.050 Uiso 1 1 calc R . . C1 C 0.3531(6) 0.2244(6) 0.5513(3) 0.1288(18) Uani 1 1 d . . . H1C H 0.2586 0.2525 0.5956 0.193 Uiso 1 1 calc R . . H1D H 0.3799 0.2996 0.5294 0.193 Uiso 1 1 calc R . . H1E H 0.4424 0.1632 0.5749 0.193 Uiso 1 1 calc R . . C2 C 0.3189(4) 0.1577(4) 0.4785(2) 0.0812(9) Uani 1 1 d . . . C3 C 0.3469(3) 0.1968(3) 0.3931(2) 0.0722(8) Uani 1 1 d . . . H3 H 0.3920 0.2621 0.3800 0.087 Uiso 1 1 calc R . . C4 C 0.3078(3) 0.1387(3) 0.32607(18) 0.0601(6) Uani 1 1 d . . . H4 H 0.3273 0.1666 0.2697 0.072 Uiso 1 1 calc R . . C5 C 0.2400(3) 0.0398(2) 0.34308(17) 0.0567(6) Uani 1 1 d . . . C6 C 0.2094(4) 0.0015(3) 0.43046(18) 0.0638(7) Uani 1 1 d . . . H6 H 0.1630 -0.0629 0.4440 0.077 Uiso 1 1 calc R . . C7 C 0.2484(4) 0.0594(3) 0.4957(2) 0.0772(8) Uani 1 1 d . . . H7 H 0.2274 0.0327 0.5523 0.093 Uiso 1 1 calc R . . C8 C 0.1932(4) -0.0248(3) 0.2748(2) 0.0713(8) Uani 1 1 d . . . H8 H 0.0827 -0.0231 0.2964 0.086 Uiso 1 1 calc R . . C9 C 0.1903(6) 0.0462(4) 0.1897(2) 0.1038(13) Uani 1 1 d . . . H9A H 0.1490 0.0055 0.1515 0.156 Uiso 1 1 calc R . . H9B H 0.2983 0.0410 0.1646 0.156 Uiso 1 1 calc R . . H9C H 0.1217 0.1370 0.1991 0.156 Uiso 1 1 calc R . . C10 C 0.3028(5) -0.1693(3) 0.2640(3) 0.1019(13) Uani 1 1 d . . . H10A H 0.2666 -0.2120 0.2245 0.153 Uiso 1 1 calc R . . H10B H 0.2987 -0.2119 0.3189 0.153 Uiso 1 1 calc R . . H10C H 0.4122 -0.1750 0.2419 0.153 Uiso 1 1 calc R . . C11 C 0.0351(3) 0.42940(19) 0.28264(13) 0.0411(5) Uani 1 1 d . . . C12 C 0.1691(3) 0.4624(2) 0.24666(13) 0.0407(4) Uani 1 1 d . . . H12 H 0.2334 0.4787 0.2816 0.049 Uiso 1 1 calc R . . C13 C 0.2053(2) 0.47057(19) 0.15786(13) 0.0371(4) Uani 1 1 d . . . C14 C 0.1096(3) 0.4470(2) 0.10598(14) 0.0453(5) Uani 1 1 d . . . H14 H 0.1367 0.4502 0.0463 0.054 Uiso 1 1 calc R . . C15 C -0.0264(3) 0.4187(3) 0.14279(17) 0.0551(6) Uani 1 1 d . . . H15 H -0.0929 0.4054 0.1080 0.066 Uiso 1 1 calc R . . C16 C -0.0634(3) 0.4101(2) 0.23108(16) 0.0526(6) Uani 1 1 d . . . H16 H -0.1551 0.3913 0.2559 0.063 Uiso 1 1 calc R . . C17 C 0.5914(2) 0.2880(2) 0.13770(13) 0.0392(4) Uani 1 1 d . . . C18 C 0.6565(3) 0.2182(2) 0.20580(15) 0.0478(5) Uani 1 1 d . . . H18 H 0.6548 0.2620 0.2552 0.057 Uiso 1 1 calc R . . C19 C 0.7243(3) 0.0822(2) 0.19989(16) 0.0527(5) Uani 1 1 d . . . H19 H 0.7679 0.0353 0.2461 0.063 Uiso 1 1 calc R . . C20 C 0.7293(3) 0.0134(2) 0.12748(16) 0.0491(5) Uani 1 1 d . . . C21 C 0.6605(4) 0.0875(2) 0.06037(17) 0.0605(7) Uani 1 1 d . . . H21 H 0.6602 0.0439 0.0112 0.073 Uiso 1 1 calc R . . C22 C 0.5930(3) 0.2230(2) 0.06440(16) 0.0558(6) Uani 1 1 d . . . H22 H 0.5489 0.2703 0.0184 0.067 Uiso 1 1 calc R . . C23 C 0.8092(4) -0.1368(2) 0.11879(19) 0.0617(7) Uani 1 1 d . . . C24 C 0.8345(6) -0.2012(3) 0.2053(2) 0.1077(15) Uani 1 1 d . . . H24A H 0.8733 -0.2955 0.1984 0.161 Uiso 1 1 calc R . . H24B H 0.7335 -0.1730 0.2450 0.161 Uiso 1 1 calc R . . H24C H 0.9127 -0.1761 0.2273 0.161 Uiso 1 1 calc R . . C25 C 0.7027(5) -0.1939(3) 0.0782(3) 0.0929(11) Uani 1 1 d . . . H25A H 0.7452 -0.2885 0.0806 0.139 Uiso 1 1 calc R . . H25B H 0.7031 -0.1670 0.0192 0.139 Uiso 1 1 calc R . . H25C H 0.5936 -0.1615 0.1096 0.139 Uiso 1 1 calc R . . C26 C 0.9718(5) -0.1704(3) 0.0579(3) 0.0934(11) Uani 1 1 d . . . H26A H 1.0183 -0.2640 0.0479 0.140 Uiso 1 1 calc R . . H26B H 1.0438 -0.1422 0.0835 0.140 Uiso 1 1 calc R . . H26C H 0.9557 -0.1261 0.0042 0.140 Uiso 1 1 calc R . . O3 O 0.6506(19) 0.5173(11) 0.475(2) 0.63(3) Uani 0.50 1 d P A -1 H3A H 0.6919 0.4535 0.5042 0.938 Uiso 0.50 1 calc PR A -1 C27 C 0.5022(18) 0.5095(17) 0.4529(9) 0.181(8) Uani 0.50 1 d P A -1 H27A H 0.4097 0.5652 0.4916 0.272 Uiso 0.50 1 calc PR A -1 H27B H 0.5056 0.4199 0.4581 0.272 Uiso 0.50 1 calc PR A -1 H27C H 0.4941 0.5382 0.3948 0.272 Uiso 0.50 1 calc PR 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 0.05620(12) 0.05162(11) 0.03647(9) 0.00470(7) -0.00257(7) -0.02699(9) Cl1 0.1045(6) 0.0953(5) 0.0449(3) -0.0155(3) 0.0144(3) -0.0611(5) Cl2 0.0615(4) 0.0548(3) 0.0564(3) 0.0069(3) -0.0092(3) -0.0295(3) S1 0.0374(3) 0.0369(2) 0.0422(3) 0.0029(2) -0.0056(2) -0.0150(2) O1 0.0573(10) 0.0457(8) 0.0492(9) -0.0034(7) -0.0113(7) -0.0192(8) O2 0.0439(8) 0.0533(9) 0.0538(9) 0.0096(7) -0.0054(7) -0.0258(7) N1 0.0571(12) 0.0453(10) 0.0440(10) -0.0014(8) 0.0070(8) -0.0241(9) N2 0.0370(9) 0.0415(9) 0.0431(9) 0.0120(7) -0.0048(7) -0.0129(8) C1 0.126(4) 0.172(5) 0.113(3) -0.014(3) -0.055(3) -0.063(4) C2 0.072(2) 0.103(3) 0.076(2) 0.0070(18) -0.0302(16) -0.0324(19) C3 0.0530(16) 0.0764(19) 0.092(2) 0.0054(16) -0.0078(15) -0.0319(15) C4 0.0505(14) 0.0582(14) 0.0606(15) 0.0104(12) 0.0072(11) -0.0155(12) C5 0.0545(14) 0.0466(12) 0.0598(14) 0.0044(11) -0.0011(12) -0.0117(11) C6 0.0691(17) 0.0541(14) 0.0639(16) 0.0175(12) -0.0069(13) -0.0211(13) C7 0.083(2) 0.083(2) 0.0627(17) 0.0255(15) -0.0223(15) -0.0248(18) C8 0.0763(19) 0.0582(16) 0.0690(17) -0.0139(14) 0.0023(15) -0.0165(15) C9 0.156(4) 0.081(2) 0.066(2) -0.0099(18) -0.029(2) -0.025(3) C10 0.115(3) 0.0599(19) 0.112(3) -0.0162(19) 0.008(2) -0.020(2) C11 0.0439(11) 0.0329(10) 0.0434(11) 0.0038(8) -0.0006(9) -0.0137(9) C12 0.0434(11) 0.0375(10) 0.0414(10) 0.0005(8) -0.0049(9) -0.0158(9) C13 0.0334(10) 0.0292(9) 0.0440(10) 0.0036(8) -0.0031(8) -0.0077(8) C14 0.0465(12) 0.0473(12) 0.0426(11) 0.0071(9) -0.0106(9) -0.0168(10) C15 0.0535(14) 0.0629(15) 0.0593(14) 0.0131(12) -0.0215(11) -0.0292(12) C16 0.0435(12) 0.0556(14) 0.0629(14) 0.0120(11) -0.0078(11) -0.0250(11) C17 0.0369(10) 0.0373(10) 0.0423(10) 0.0009(8) -0.0057(8) -0.0125(9) C18 0.0555(13) 0.0434(12) 0.0456(11) 0.0011(9) -0.0153(10) -0.0157(10) C19 0.0594(15) 0.0450(12) 0.0509(13) 0.0075(10) -0.0196(11) -0.0112(11) C20 0.0485(13) 0.0398(11) 0.0551(13) 0.0010(10) -0.0083(10) -0.0116(10) C21 0.0826(19) 0.0458(13) 0.0507(13) -0.0069(11) -0.0207(13) -0.0141(13) C22 0.0720(17) 0.0455(13) 0.0456(12) 0.0019(10) -0.0221(12) -0.0101(12) C23 0.0697(17) 0.0378(12) 0.0691(16) 0.0004(11) -0.0102(13) -0.0095(12) C24 0.168(4) 0.0445(16) 0.085(2) 0.0132(16) -0.026(3) -0.007(2) C25 0.111(3) 0.0540(17) 0.119(3) -0.0114(18) -0.016(2) -0.0344(19) C26 0.081(2) 0.0537(17) 0.119(3) -0.0082(18) 0.005(2) -0.0014(16) O3 0.177(13) 0.102(8) 1.47(9) -0.10(2) 0.16(3) -0.027(8) C27 0.112(8) 0.163(12) 0.27(2) -0.078(17) -0.004(14) -0.052(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C7 2.158(3) . ? Ru1 C3 2.161(3) . ? Ru1 C4 2.164(2) . ? Ru1 C6 2.170(3) . ? Ru1 N1 2.186(2) . ? Ru1 C2 2.187(3) . ? Ru1 C5 2.201(2) . ? Ru1 Cl1 2.4107(7) . ? Ru1 Cl2 2.4124(7) . ? S1 O1 1.4191(16) . ? S1 O2 1.4398(15) . ? S1 N2 1.6225(19) . ? S1 C17 1.759(2) . ? N1 C11 1.433(3) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N2 C13 1.426(2) . ? N2 H2 0.8600 . ? C1 C2 1.521(5) . ? C1 H1C 0.9600 . ? C1 H1D 0.9600 . ? C1 H1E 0.9600 . ? C2 C3 1.396(5) . ? C2 C7 1.413(5) . ? C3 C4 1.415(4) . ? C3 H3 0.9300 . ? C4 C5 1.402(4) . ? C4 H4 0.9300 . ? C5 C6 1.424(4) . ? C5 C8 1.511(4) . ? C6 C7 1.390(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.510(5) . ? C8 C10 1.523(4) . ? C8 H8 0.9800 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C16 1.377(3) . ? C11 C12 1.389(3) . ? C12 C13 1.384(3) . ? C12 H12 0.9300 . ? C13 C14 1.380(3) . ? C14 C15 1.381(3) . ? C14 H14 0.9300 . ? C15 C16 1.377(3) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.376(3) . ? C17 C22 1.381(3) . ? C18 C19 1.381(3) . ? C18 H18 0.9300 . ? C19 C20 1.383(3) . ? C19 H19 0.9300 . ? C20 C21 1.392(4) . ? C20 C23 1.531(3) . ? C21 C22 1.376(3) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 C24 1.516(4) . ? C23 C26 1.526(4) . ? C23 C25 1.546(5) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? O3 C27 1.47(3) . ? O3 H3A 0.8200 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? 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 C7 Ru1 C3 67.66(13) . . ? C7 Ru1 C4 80.15(12) . . ? C3 Ru1 C4 38.20(12) . . ? C7 Ru1 C6 37.47(12) . . ? C3 Ru1 C6 80.41(12) . . ? C4 Ru1 C6 67.79(10) . . ? C7 Ru1 N1 155.55(11) . . ? C3 Ru1 N1 95.24(10) . . ? C4 Ru1 N1 97.32(9) . . ? C6 Ru1 N1 160.94(9) . . ? C7 Ru1 C2 37.94(13) . . ? C3 Ru1 C2 37.46(13) . . ? C4 Ru1 C2 68.44(13) . . ? C6 Ru1 C2 68.41(13) . . ? N1 Ru1 C2 118.47(12) . . ? C7 Ru1 C5 68.24(12) . . ? C3 Ru1 C5 68.49(11) . . ? C4 Ru1 C5 37.46(10) . . ? C6 Ru1 C5 38.02(10) . . ? N1 Ru1 C5 123.18(8) . . ? C2 Ru1 C5 81.39(13) . . ? C7 Ru1 Cl1 91.55(10) . . ? C3 Ru1 Cl1 118.70(9) . . ? C4 Ru1 Cl1 156.86(8) . . ? C6 Ru1 Cl1 117.11(8) . . ? N1 Ru1 Cl1 81.33(5) . . ? C2 Ru1 Cl1 91.74(10) . . ? C5 Ru1 Cl1 154.88(7) . . ? C7 Ru1 Cl2 120.46(10) . . ? C3 Ru1 Cl2 153.78(9) . . ? C4 Ru1 Cl2 115.90(8) . . ? C6 Ru1 Cl2 93.02(8) . . ? N1 Ru1 Cl2 82.70(6) . . ? C2 Ru1 Cl2 158.37(10) . . ? C5 Ru1 Cl2 90.69(8) . . ? Cl1 Ru1 Cl2 86.96(3) . . ? O1 S1 O2 119.10(10) . . ? O1 S1 N2 109.95(10) . . ? O2 S1 N2 103.55(9) . . ? O1 S1 C17 108.09(10) . . ? O2 S1 C17 108.26(10) . . ? N2 S1 C17 107.32(10) . . ? C11 N1 Ru1 117.79(13) . . ? C11 N1 H1A 107.9 . . ? Ru1 N1 H1A 107.9 . . ? C11 N1 H1B 107.9 . . ? Ru1 N1 H1B 107.9 . . ? H1A N1 H1B 107.2 . . ? C13 N2 S1 124.93(14) . . ? C13 N2 H2 117.5 . . ? S1 N2 H2 117.5 . . ? C2 C1 H1C 109.5 . . ? C2 C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? C2 C1 H1E 109.5 . . ? H1C C1 H1E 109.5 . . ? H1D C1 H1E 109.5 . . ? C3 C2 C7 117.7(3) . . ? C3 C2 C1 121.2(4) . . ? C7 C2 C1 120.9(4) . . ? C3 C2 Ru1 70.25(18) . . ? C7 C2 Ru1 69.93(18) . . ? C1 C2 Ru1 128.0(3) . . ? C2 C3 C4 121.0(3) . . ? C2 C3 Ru1 72.30(18) . . ? C4 C3 Ru1 71.01(15) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? Ru1 C3 H3 129.7 . . ? C5 C4 C3 121.2(3) . . ? C5 C4 Ru1 72.72(14) . . ? C3 C4 Ru1 70.78(16) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? Ru1 C4 H4 129.7 . . ? C4 C5 C6 117.6(3) . . ? C4 C5 C8 123.9(3) . . ? C6 C5 C8 118.5(2) . . ? C4 C5 Ru1 69.82(15) . . ? C6 C5 Ru1 69.82(15) . . ? C8 C5 Ru1 130.0(2) . . ? C7 C6 C5 120.7(3) . . ? C7 C6 Ru1 70.80(18) . . ? C5 C6 Ru1 72.16(15) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? Ru1 C6 H6 129.9 . . ? C6 C7 C2 121.8(3) . . ? C6 C7 Ru1 71.73(17) . . ? C2 C7 Ru1 72.12(19) . . ? C6 C7 H7 119.1 . . ? C2 C7 H7 119.1 . . ? Ru1 C7 H7 129.6 . . ? C9 C8 C5 113.8(3) . . ? C9 C8 C10 111.8(3) . . ? C5 C8 C10 109.7(3) . . ? C9 C8 H8 107.1 . . ? C5 C8 H8 107.1 . . ? C10 C8 H8 107.1 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 120.6(2) . . ? C16 C11 N1 119.68(19) . . ? C12 C11 N1 119.7(2) . . ? C13 C12 C11 118.8(2) . . ? C13 C12 H12 120.6 . . ? C11 C12 H12 120.6 . . ? C14 C13 C12 120.68(19) . . ? C14 C13 N2 116.91(18) . . ? C12 C13 N2 122.33(19) . . ? C13 C14 C15 119.9(2) . . ? C13 C14 H14 120.0 . . ? C15 C14 H14 120.0 . . ? C16 C15 C14 119.9(2) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C11 C16 C15 120.1(2) . . ? C11 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C18 C17 C22 120.5(2) . . ? C18 C17 S1 119.54(16) . . ? C22 C17 S1 119.90(17) . . ? C17 C18 C19 119.2(2) . . ? C17 C18 H18 120.4 . . ? C19 C18 H18 120.4 . . ? C18 C19 C20 122.1(2) . . ? C18 C19 H19 118.9 . . ? C20 C19 H19 118.9 . . ? C19 C20 C21 116.9(2) . . ? C19 C20 C23 122.7(2) . . ? C21 C20 C23 120.4(2) . . ? C22 C21 C20 122.1(2) . . ? C22 C21 H21 119.0 . . ? C20 C21 H21 119.0 . . ? C21 C22 C17 119.1(2) . . ? C21 C22 H22 120.4 . . ? C17 C22 H22 120.4 . . ? C24 C23 C26 109.8(3) . . ? C24 C23 C20 111.8(2) . . ? C26 C23 C20 108.8(2) . . ? C24 C23 C25 108.8(3) . . ? C26 C23 C25 107.5(3) . . ? C20 C23 C25 110.0(2) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C23 C26 H26A 109.5 . . ? C23 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C23 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C27 O3 H3A 109.5 . . ? 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 C7 Ru1 N1 C11 111.5(3) . . . . ? C3 Ru1 N1 C11 67.64(18) . . . . ? C4 Ru1 N1 C11 29.25(18) . . . . ? C6 Ru1 N1 C11 -8.1(4) . . . . ? C2 Ru1 N1 C11 98.65(19) . . . . ? C5 Ru1 N1 C11 0.0(2) . . . . ? Cl1 Ru1 N1 C11 -174.08(16) . . . . ? Cl2 Ru1 N1 C11 -86.06(16) . . . . ? O1 S1 N2 C13 -61.14(19) . . . . ? O2 S1 N2 C13 170.56(17) . . . . ? C17 S1 N2 C13 56.19(19) . . . . ? C7 Ru1 C2 C3 131.1(3) . . . . ? C4 Ru1 C2 C3 29.13(19) . . . . ? C6 Ru1 C2 C3 102.8(2) . . . . ? N1 Ru1 C2 C3 -57.5(2) . . . . ? C5 Ru1 C2 C3 65.7(2) . . . . ? Cl1 Ru1 C2 C3 -138.6(2) . . . . ? Cl2 Ru1 C2 C3 135.2(2) . . . . ? C3 Ru1 C2 C7 -131.1(3) . . . . ? C4 Ru1 C2 C7 -102.0(2) . . . . ? C6 Ru1 C2 C7 -28.3(2) . . . . ? N1 Ru1 C2 C7 171.37(18) . . . . ? C5 Ru1 C2 C7 -65.4(2) . . . . ? Cl1 Ru1 C2 C7 90.3(2) . . . . ? Cl2 Ru1 C2 C7 4.1(4) . . . . ? C7 Ru1 C2 C1 -114.2(5) . . . . ? C3 Ru1 C2 C1 114.7(5) . . . . ? C4 Ru1 C2 C1 143.9(4) . . . . ? C6 Ru1 C2 C1 -142.4(4) . . . . ? N1 Ru1 C2 C1 57.2(4) . . . . ? C5 Ru1 C2 C1 -179.6(4) . . . . ? Cl1 Ru1 C2 C1 -23.9(4) . . . . ? Cl2 Ru1 C2 C1 -110.0(4) . . . . ? C7 C2 C3 C4 -0.8(5) . . . . ? C1 C2 C3 C4 -177.0(4) . . . . ? Ru1 C2 C3 C4 -53.8(3) . . . . ? C7 C2 C3 Ru1 53.1(3) . . . . ? C1 C2 C3 Ru1 -123.2(4) . . . . ? C7 Ru1 C3 C2 -30.1(2) . . . . ? C4 Ru1 C3 C2 -132.9(3) . . . . ? C6 Ru1 C3 C2 -66.9(2) . . . . ? N1 Ru1 C3 C2 131.9(2) . . . . ? C5 Ru1 C3 C2 -104.5(2) . . . . ? Cl1 Ru1 C3 C2 48.9(2) . . . . ? Cl2 Ru1 C3 C2 -144.0(2) . . . . ? C7 Ru1 C3 C4 102.9(2) . . . . ? C6 Ru1 C3 C4 66.10(18) . . . . ? N1 Ru1 C3 C4 -95.18(17) . . . . ? C2 Ru1 C3 C4 132.9(3) . . . . ? C5 Ru1 C3 C4 28.49(16) . . . . ? Cl1 Ru1 C3 C4 -178.16(13) . . . . ? Cl2 Ru1 C3 C4 -11.1(3) . . . . ? C2 C3 C4 C5 -0.2(5) . . . . ? Ru1 C3 C4 C5 -54.6(2) . . . . ? C2 C3 C4 Ru1 54.4(3) . . . . ? C7 Ru1 C4 C5 66.91(19) . . . . ? C3 Ru1 C4 C5 133.1(3) . . . . ? C6 Ru1 C4 C5 29.97(17) . . . . ? N1 Ru1 C4 C5 -137.68(17) . . . . ? C2 Ru1 C4 C5 104.5(2) . . . . ? Cl1 Ru1 C4 C5 137.24(18) . . . . ? Cl2 Ru1 C4 C5 -52.28(18) . . . . ? C7 Ru1 C4 C3 -66.22(19) . . . . ? C6 Ru1 C4 C3 -103.2(2) . . . . ? N1 Ru1 C4 C3 89.18(18) . . . . ? C2 Ru1 C4 C3 -28.60(19) . . . . ? C5 Ru1 C4 C3 -133.1(3) . . . . ? Cl1 Ru1 C4 C3 4.1(3) . . . . ? Cl2 Ru1 C4 C3 174.59(15) . . . . ? C3 C4 C5 C6 1.0(4) . . . . ? Ru1 C4 C5 C6 -52.7(2) . . . . ? C3 C4 C5 C8 179.1(3) . . . . ? Ru1 C4 C5 C8 125.4(3) . . . . ? C3 C4 C5 Ru1 53.7(2) . . . . ? C7 Ru1 C5 C4 -102.6(2) . . . . ? C3 Ru1 C5 C4 -29.02(18) . . . . ? C6 Ru1 C5 C4 -131.3(3) . . . . ? N1 Ru1 C5 C4 52.9(2) . . . . ? C2 Ru1 C5 C4 -65.58(19) . . . . ? Cl1 Ru1 C5 C4 -141.06(17) . . . . ? Cl2 Ru1 C5 C4 134.64(17) . . . . ? C7 Ru1 C5 C6 28.74(18) . . . . ? C3 Ru1 C5 C6 102.3(2) . . . . ? C4 Ru1 C5 C6 131.3(3) . . . . ? N1 Ru1 C5 C6 -175.75(15) . . . . ? C2 Ru1 C5 C6 65.76(19) . . . . ? Cl1 Ru1 C5 C6 -9.7(3) . . . . ? Cl2 Ru1 C5 C6 -94.03(16) . . . . ? C7 Ru1 C5 C8 139.6(3) . . . . ? C3 Ru1 C5 C8 -146.9(3) . . . . ? C4 Ru1 C5 C8 -117.8(3) . . . . ? C6 Ru1 C5 C8 110.8(3) . . . . ? N1 Ru1 C5 C8 -64.9(3) . . . . ? C2 Ru1 C5 C8 176.6(3) . . . . ? Cl1 Ru1 C5 C8 101.1(3) . . . . ? Cl2 Ru1 C5 C8 16.8(2) . . . . ? C4 C5 C6 C7 -1.0(4) . . . . ? C8 C5 C6 C7 -179.1(3) . . . . ? Ru1 C5 C6 C7 -53.7(3) . . . . ? C4 C5 C6 Ru1 52.7(2) . . . . ? C8 C5 C6 Ru1 -125.5(2) . . . . ? C3 Ru1 C6 C7 65.6(2) . . . . ? C4 Ru1 C6 C7 103.2(2) . . . . ? N1 Ru1 C6 C7 143.7(3) . . . . ? C2 Ru1 C6 C7 28.62(19) . . . . ? C5 Ru1 C6 C7 132.8(3) . . . . ? Cl1 Ru1 C6 C7 -51.8(2) . . . . ? Cl2 Ru1 C6 C7 -139.96(18) . . . . ? C7 Ru1 C6 C5 -132.8(3) . . . . ? C3 Ru1 C6 C5 -67.19(18) . . . . ? C4 Ru1 C6 C5 -29.55(17) . . . . ? N1 Ru1 C6 C5 11.0(4) . . . . ? C2 Ru1 C6 C5 -104.17(19) . . . . ? Cl1 Ru1 C6 C5 175.38(14) . . . . ? Cl2 Ru1 C6 C5 87.25(16) . . . . ? C5 C6 C7 C2 0.1(5) . . . . ? Ru1 C6 C7 C2 -54.2(3) . . . . ? C5 C6 C7 Ru1 54.3(3) . . . . ? C3 C2 C7 C6 0.8(5) . . . . ? C1 C2 C7 C6 177.0(4) . . . . ? Ru1 C2 C7 C6 54.0(3) . . . . ? C3 C2 C7 Ru1 -53.2(3) . . . . ? C1 C2 C7 Ru1 123.0(4) . . . . ? C3 Ru1 C7 C6 -103.9(2) . . . . ? C4 Ru1 C7 C6 -66.16(18) . . . . ? N1 Ru1 C7 C6 -152.2(2) . . . . ? C2 Ru1 C7 C6 -133.6(3) . . . . ? C5 Ru1 C7 C6 -29.12(17) . . . . ? Cl1 Ru1 C7 C6 135.56(17) . . . . ? Cl2 Ru1 C7 C6 48.2(2) . . . . ? C3 Ru1 C7 C2 29.7(2) . . . . ? C4 Ru1 C7 C2 67.4(2) . . . . ? C6 Ru1 C7 C2 133.6(3) . . . . ? N1 Ru1 C7 C2 -18.6(4) . . . . ? C5 Ru1 C7 C2 104.5(2) . . . . ? Cl1 Ru1 C7 C2 -90.9(2) . . . . ? Cl2 Ru1 C7 C2 -178.23(17) . . . . ? C4 C5 C8 C9 -12.9(4) . . . . ? C6 C5 C8 C9 165.1(3) . . . . ? Ru1 C5 C8 C9 78.3(4) . . . . ? C4 C5 C8 C10 113.1(3) . . . . ? C6 C5 C8 C10 -68.9(3) . . . . ? Ru1 C5 C8 C10 -155.7(2) . . . . ? Ru1 N1 C11 C16 85.4(2) . . . . ? Ru1 N1 C11 C12 -93.7(2) . . . . ? C16 C11 C12 C13 -2.4(3) . . . . ? N1 C11 C12 C13 176.62(18) . . . . ? C11 C12 C13 C14 0.3(3) . . . . ? C11 C12 C13 N2 176.89(19) . . . . ? S1 N2 C13 C14 -140.87(18) . . . . ? S1 N2 C13 C12 42.4(3) . . . . ? C12 C13 C14 C15 1.9(3) . . . . ? N2 C13 C14 C15 -174.9(2) . . . . ? C13 C14 C15 C16 -1.9(4) . . . . ? C12 C11 C16 C15 2.4(4) . . . . ? N1 C11 C16 C15 -176.7(2) . . . . ? C14 C15 C16 C11 -0.2(4) . . . . ? O1 S1 C17 C18 -12.5(2) . . . . ? O2 S1 C17 C18 117.76(18) . . . . ? N2 S1 C17 C18 -131.07(18) . . . . ? O1 S1 C17 C22 170.47(19) . . . . ? O2 S1 C17 C22 -59.3(2) . . . . ? N2 S1 C17 C22 51.9(2) . . . . ? C22 C17 C18 C19 0.3(4) . . . . ? S1 C17 C18 C19 -176.65(18) . . . . ? C17 C18 C19 C20 0.1(4) . . . . ? C18 C19 C20 C21 -0.8(4) . . . . ? C18 C19 C20 C23 177.8(2) . . . . ? C19 C20 C21 C22 1.2(4) . . . . ? C23 C20 C21 C22 -177.5(3) . . . . ? C20 C21 C22 C17 -0.8(4) . . . . ? C18 C17 C22 C21 0.0(4) . . . . ? S1 C17 C22 C21 177.0(2) . . . . ? C19 C20 C23 C24 17.0(4) . . . . ? C21 C20 C23 C24 -164.4(3) . . . . ? C19 C20 C23 C26 -104.5(3) . . . . ? C21 C20 C23 C26 74.1(4) . . . . ? C19 C20 C23 C25 138.0(3) . . . . ? C21 C20 C23 C25 -43.4(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C12 H12 O1 0.93 2.50 3.123(3) 124.7 . C18 H18 O1 0.93 2.52 2.895(3) 104.4 . N1 H1A O3 0.90 2.22 3.080(16) 160.1 1_455 N1 H1B Cl1 0.90 2.49 3.337(2) 158.0 2_566 C1 H1D O3 0.96 1.90 2.799(15) 154.0 2_666 O3 H3A Cl1 0.82 2.39 3.10(3) 144.1 1_655 N2 H2 O2 0.86 2.38 2.940(2) 122.7 2_665 data_namikoz23 _database_code_depnum_ccdc_archive 'CCDC 872788' #TrackingRef 'namikoz23.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H26 Cl2 N2 O2 Ru S' _chemical_formula_sum 'C22 H26 Cl2 N2 O2 Ru S' _chemical_formula_weight 554.48 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.4066(5) _cell_length_b 13.3274(6) _cell_length_c 18.0147(10) _cell_angle_alpha 90.00 _cell_angle_beta 112.566(4) _cell_angle_gamma 90.00 _cell_volume 2307.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296 _cell_measurement_reflns_used 20296 _cell_measurement_theta_min 1.96 _cell_measurement_theta_max 28.02 _exptl_crystal_description prism _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.71 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.596 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1128 _exptl_absorpt_coefficient_mu 1.023 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.6570 _exptl_absorpt_correction_T_max 0.8919 _exptl_absorpt_process_details 'X-RED32 (Stoe & Cie, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_collimation '0.8 mm diameter, multiple pinhole' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 14002 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0320 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 27.59 _diffrn_reflns_theta_full 27.59 _diffrn_measured_fraction_theta_max 0.982 _diffrn_measured_fraction_theta_full 0.982 _reflns_number_total 5251 _reflns_number_gt 4155 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_cell_refinement X-AREA _computing_data_reduction 'X-RED32 (Stoe & Cie, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999) and PLATON (Spek, 2009)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0292P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5251 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0582 _refine_ls_wR_factor_gt 0.0552 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.361 _refine_diff_density_min -0.337 _refine_diff_density_rms 0.056 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.779048(19) 0.560358(13) 0.061911(10) 0.03128(6) Uani 1 1 d . . . Cl1 Cl 0.60994(7) 0.52572(5) -0.07233(3) 0.04416(14) Uani 1 1 d . . . Cl2 Cl 0.85022(7) 0.70036(4) 0.00197(4) 0.04491(14) Uani 1 1 d . . . S1 S 0.50416(8) 0.65224(5) 0.33694(4) 0.05138(17) Uani 1 1 d . . . O1 O 0.3879(2) 0.63104(16) 0.26502(13) 0.0625(5) Uani 1 1 d . . . O2 O 0.4846(3) 0.67942(17) 0.40881(14) 0.0747(7) Uani 1 1 d . . . N1 N 0.61029(19) 0.65999(13) 0.06108(11) 0.0342(4) Uani 1 1 d . . . H1A H 0.5842 0.6971 0.0160 0.041 Uiso 1 1 calc R . . H1B H 0.5372 0.6211 0.0572 0.041 Uiso 1 1 calc R . . N2 N 0.5883(2) 0.74636(16) 0.32102(13) 0.0477(5) Uani 1 1 d . . . H2 H 0.6118 0.7921 0.3575 0.057 Uiso 1 1 calc R . . C1 C 0.7879(4) 0.3173(2) 0.0137(2) 0.0672(8) Uani 1 1 d . . . H1C H 0.7138 0.2802 0.0202 0.101 Uiso 1 1 calc R . . H1D H 0.8644 0.2730 0.0205 0.101 Uiso 1 1 calc R . . H1E H 0.7554 0.3462 -0.0391 0.101 Uiso 1 1 calc R . . C2 C 0.8353(3) 0.39959(18) 0.07574(16) 0.0465(6) Uani 1 1 d . . . C3 C 0.7569(3) 0.42390(17) 0.12207(15) 0.0439(6) Uani 1 1 d . . . H3 H 0.6777 0.3872 0.1164 0.053 Uiso 1 1 calc R . . C4 C 0.7996(3) 0.50431(18) 0.17711(14) 0.0404(5) Uani 1 1 d . . . H4 H 0.7461 0.5204 0.2066 0.048 Uiso 1 1 calc R . . C5 C 0.9207(2) 0.56147(19) 0.18925(13) 0.0396(5) Uani 1 1 d . . . C6 C 0.9953(3) 0.53672(19) 0.14085(15) 0.0431(6) Uani 1 1 d . . . H6 H 1.0737 0.5740 0.1457 0.052 Uiso 1 1 calc R . . C7 C 0.9538(3) 0.45690(19) 0.08543(15) 0.0460(6) Uani 1 1 d . . . H7 H 1.0057 0.4419 0.0548 0.055 Uiso 1 1 calc R . . C8 C 0.9617(3) 0.6456(2) 0.25016(16) 0.0526(7) Uani 1 1 d . . . H8 H 0.8757 0.6790 0.2466 0.063 Uiso 1 1 calc R . . C9 C 1.0279(5) 0.6003(3) 0.3348(2) 0.1029(15) Uani 1 1 d . . . H9A H 1.0541 0.6532 0.3739 0.154 Uiso 1 1 calc R . . H9B H 1.1089 0.5624 0.3391 0.154 Uiso 1 1 calc R . . H9C H 0.9621 0.5570 0.3442 0.154 Uiso 1 1 calc R . . C10 C 1.0531(4) 0.7249(3) 0.2346(2) 0.0807(11) Uani 1 1 d . . . H10A H 1.0748 0.7759 0.2752 0.121 Uiso 1 1 calc R . . H10B H 1.0047 0.7544 0.1827 0.121 Uiso 1 1 calc R . . H10C H 1.1376 0.6944 0.2361 0.121 Uiso 1 1 calc R . . C11 C 0.6352(2) 0.72756(16) 0.12747(13) 0.0344(5) Uani 1 1 d . . . C12 C 0.5906(2) 0.70277(16) 0.18841(13) 0.0341(5) Uani 1 1 d . . . H12 H 0.5362 0.6461 0.1842 0.041 Uiso 1 1 calc R . . C13 C 0.6286(2) 0.76398(17) 0.25599(14) 0.0365(5) Uani 1 1 d . . . C14 C 0.7074(3) 0.84895(19) 0.26159(17) 0.0483(6) Uani 1 1 d . . . H14 H 0.7352 0.8886 0.3076 0.058 Uiso 1 1 calc R . . C15 C 0.7444(3) 0.8744(2) 0.19888(19) 0.0570(7) Uani 1 1 d . . . H15 H 0.7947 0.9330 0.2019 0.068 Uiso 1 1 calc R . . C16 C 0.7086(3) 0.81482(18) 0.13134(17) 0.0492(6) Uani 1 1 d . . . H16 H 0.7337 0.8333 0.0889 0.059 Uiso 1 1 calc R . . C17 C 0.6166(3) 0.5483(2) 0.35831(16) 0.0506(6) Uani 1 1 d . . . C18 C 0.5969(3) 0.4741(2) 0.30219(17) 0.0524(7) Uani 1 1 d . . . H18 H 0.5231 0.4778 0.2526 0.063 Uiso 1 1 calc R . . C19 C 0.6875(4) 0.3939(2) 0.3200(2) 0.0642(8) Uani 1 1 d . . . H19 H 0.6739 0.3434 0.2821 0.077 Uiso 1 1 calc R . . C20 C 0.7960(4) 0.3875(3) 0.3919(2) 0.0781(10) Uani 1 1 d . . . H20 H 0.8566 0.3332 0.4031 0.094 Uiso 1 1 calc R . . C21 C 0.8159(5) 0.4617(3) 0.4479(2) 0.0968(13) Uani 1 1 d . . . H21 H 0.8899 0.4573 0.4975 0.116 Uiso 1 1 calc R . . C22 C 0.7273(4) 0.5424(3) 0.4315(2) 0.0821(11) Uani 1 1 d . . . H22 H 0.7418 0.5929 0.4695 0.099 Uiso 1 1 calc R . . 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 0.03884(9) 0.03198(9) 0.02511(8) 0.00198(8) 0.01460(7) 0.00502(8) Cl1 0.0566(4) 0.0451(3) 0.0279(3) -0.0024(2) 0.0130(3) -0.0023(3) Cl2 0.0539(3) 0.0415(3) 0.0461(3) 0.0071(3) 0.0268(3) 0.0017(3) S1 0.0624(4) 0.0567(4) 0.0470(4) -0.0050(3) 0.0344(3) -0.0057(3) O1 0.0520(11) 0.0735(14) 0.0679(15) -0.0035(10) 0.0296(11) -0.0085(10) O2 0.1056(17) 0.0786(14) 0.0685(15) -0.0068(11) 0.0653(14) -0.0050(13) N1 0.0403(10) 0.0375(10) 0.0266(10) 0.0010(7) 0.0148(8) 0.0039(8) N2 0.0686(14) 0.0440(11) 0.0399(12) -0.0098(9) 0.0310(11) -0.0069(10) C1 0.084(2) 0.0446(16) 0.067(2) -0.0094(14) 0.0216(17) 0.0144(15) C2 0.0595(15) 0.0357(12) 0.0430(15) 0.0068(11) 0.0182(12) 0.0159(12) C3 0.0536(14) 0.0356(13) 0.0441(14) 0.0116(10) 0.0207(12) 0.0056(11) C4 0.0513(14) 0.0450(13) 0.0291(12) 0.0098(10) 0.0202(11) 0.0108(11) C5 0.0442(12) 0.0447(12) 0.0270(11) 0.0049(10) 0.0106(9) 0.0094(11) C6 0.0370(12) 0.0505(15) 0.0393(13) 0.0063(10) 0.0120(11) 0.0097(10) C7 0.0518(14) 0.0498(15) 0.0408(14) 0.0074(11) 0.0228(12) 0.0206(12) C8 0.0527(15) 0.0594(16) 0.0378(15) -0.0082(12) 0.0085(12) 0.0088(13) C9 0.142(4) 0.103(3) 0.0359(18) -0.0153(18) 0.004(2) 0.030(3) C10 0.063(2) 0.082(2) 0.091(3) -0.037(2) 0.0222(19) -0.0184(18) C11 0.0395(12) 0.0331(11) 0.0318(12) 0.0003(9) 0.0150(10) 0.0071(9) C12 0.0388(12) 0.0334(11) 0.0321(12) -0.0022(9) 0.0157(10) 0.0018(9) C13 0.0426(12) 0.0368(12) 0.0337(12) -0.0020(9) 0.0186(10) 0.0025(10) C14 0.0600(16) 0.0417(14) 0.0489(16) -0.0158(11) 0.0274(13) -0.0077(12) C15 0.0789(19) 0.0392(14) 0.067(2) -0.0114(12) 0.0435(17) -0.0176(14) C16 0.0703(17) 0.0401(13) 0.0511(16) -0.0009(11) 0.0387(14) -0.0043(12) C17 0.0684(17) 0.0470(15) 0.0388(14) 0.0003(11) 0.0232(13) -0.0091(13) C18 0.0637(17) 0.0536(15) 0.0432(15) -0.0058(12) 0.0242(13) -0.0141(14) C19 0.089(2) 0.0479(16) 0.064(2) -0.0018(14) 0.0393(19) -0.0073(16) C20 0.108(3) 0.0560(19) 0.076(3) 0.0218(18) 0.042(2) 0.0146(19) C21 0.119(3) 0.089(3) 0.054(2) 0.0173(19) 0.002(2) 0.022(2) C22 0.117(3) 0.070(2) 0.0414(17) -0.0070(15) 0.0101(18) 0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C4 2.138(2) . ? Ru1 C3 2.174(2) . ? Ru1 C6 2.175(2) . ? Ru1 C7 2.190(2) . ? Ru1 N1 2.1971(17) . ? Ru1 C5 2.200(2) . ? Ru1 C2 2.210(2) . ? Ru1 Cl2 2.4104(6) . ? Ru1 Cl1 2.4273(6) . ? S1 O1 1.421(2) . ? S1 O2 1.432(2) . ? S1 N2 1.617(2) . ? S1 C17 1.758(3) . ? N1 C11 1.439(3) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N2 C13 1.407(3) . ? N2 H2 0.8600 . ? C1 C2 1.507(4) . ? C1 H1C 0.9600 . ? C1 H1D 0.9600 . ? C1 H1E 0.9600 . ? C2 C7 1.403(4) . ? C2 C3 1.410(3) . ? C3 C4 1.411(4) . ? C3 H3 0.9300 . ? C4 C5 1.416(3) . ? C4 H4 0.9300 . ? C5 C6 1.411(3) . ? C5 C8 1.512(4) . ? C6 C7 1.409(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C10 1.517(4) . ? C8 C9 1.535(4) . ? C8 H8 0.9800 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C16 1.379(3) . ? C11 C12 1.386(3) . ? C12 C13 1.391(3) . ? C12 H12 0.9300 . ? C13 C14 1.379(3) . ? C14 C15 1.369(4) . ? C14 H14 0.9300 . ? C15 C16 1.379(4) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.372(4) . ? C17 C22 1.380(4) . ? C18 C19 1.379(4) . ? C18 H18 0.9300 . ? C19 C20 1.356(5) . ? C19 H19 0.9300 . ? C20 C21 1.371(5) . ? C20 H20 0.9300 . ? C21 C22 1.373(5) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? 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 C4 Ru1 C3 38.19(9) . . ? C4 Ru1 C6 67.77(9) . . ? C3 Ru1 C6 80.43(10) . . ? C4 Ru1 C7 79.97(9) . . ? C3 Ru1 C7 67.40(10) . . ? C6 Ru1 C7 37.65(10) . . ? C4 Ru1 N1 89.99(8) . . ? C3 Ru1 N1 105.77(8) . . ? C6 Ru1 N1 135.71(8) . . ? C7 Ru1 N1 169.74(8) . . ? C4 Ru1 C5 38.06(9) . . ? C3 Ru1 C5 69.06(10) . . ? C6 Ru1 C5 37.64(9) . . ? C7 Ru1 C5 68.17(9) . . ? N1 Ru1 C5 102.53(8) . . ? C4 Ru1 C2 68.18(9) . . ? C3 Ru1 C2 37.52(9) . . ? C6 Ru1 C2 67.85(10) . . ? C7 Ru1 C2 37.19(10) . . ? N1 Ru1 C2 139.75(9) . . ? C5 Ru1 C2 81.17(9) . . ? C4 Ru1 Cl2 140.53(7) . . ? C3 Ru1 Cl2 168.63(7) . . ? C6 Ru1 Cl2 89.21(7) . . ? C7 Ru1 Cl2 101.48(7) . . ? N1 Ru1 Cl2 84.91(5) . . ? C5 Ru1 Cl2 105.30(7) . . ? C2 Ru1 Cl2 133.42(7) . . ? C4 Ru1 Cl1 131.68(7) . . ? C3 Ru1 Cl1 99.36(7) . . ? C6 Ru1 Cl1 142.80(7) . . ? C7 Ru1 Cl1 107.68(7) . . ? N1 Ru1 Cl1 80.57(5) . . ? C5 Ru1 Cl1 168.41(7) . . ? C2 Ru1 Cl1 89.28(7) . . ? Cl2 Ru1 Cl1 86.03(2) . . ? O1 S1 O2 120.54(14) . . ? O1 S1 N2 108.79(12) . . ? O2 S1 N2 103.80(12) . . ? O1 S1 C17 107.77(13) . . ? O2 S1 C17 108.35(14) . . ? N2 S1 C17 106.85(12) . . ? C11 N1 Ru1 118.95(14) . . ? C11 N1 H1A 107.6 . . ? Ru1 N1 H1A 107.6 . . ? C11 N1 H1B 107.6 . . ? Ru1 N1 H1B 107.6 . . ? H1A N1 H1B 107.0 . . ? C13 N2 S1 129.17(17) . . ? C13 N2 H2 115.4 . . ? S1 N2 H2 115.4 . . ? C2 C1 H1C 109.5 . . ? C2 C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? C2 C1 H1E 109.5 . . ? H1C C1 H1E 109.5 . . ? H1D C1 H1E 109.5 . . ? C7 C2 C3 118.8(2) . . ? C7 C2 C1 120.7(3) . . ? C3 C2 C1 120.5(3) . . ? C7 C2 Ru1 70.64(14) . . ? C3 C2 Ru1 69.86(13) . . ? C1 C2 Ru1 128.7(2) . . ? C2 C3 C4 119.5(2) . . ? C2 C3 Ru1 72.62(14) . . ? C4 C3 Ru1 69.51(13) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? Ru1 C3 H3 130.1 . . ? C3 C4 C5 122.6(2) . . ? C3 C4 Ru1 72.29(13) . . ? C5 C4 Ru1 73.35(13) . . ? C3 C4 H4 118.7 . . ? C5 C4 H4 118.7 . . ? Ru1 C4 H4 127.9 . . ? C6 C5 C4 116.5(2) . . ? C6 C5 C8 123.6(2) . . ? C4 C5 C8 119.9(2) . . ? C6 C5 Ru1 70.23(13) . . ? C4 C5 Ru1 68.59(13) . . ? C8 C5 Ru1 130.66(18) . . ? C7 C6 C5 121.5(2) . . ? C7 C6 Ru1 71.76(15) . . ? C5 C6 Ru1 72.14(13) . . ? C7 C6 H6 119.3 . . ? C5 C6 H6 119.3 . . ? Ru1 C6 H6 129.4 . . ? C2 C7 C6 121.0(2) . . ? C2 C7 Ru1 72.17(14) . . ? C6 C7 Ru1 70.60(13) . . ? C2 C7 H7 119.5 . . ? C6 C7 H7 119.5 . . ? Ru1 C7 H7 130.4 . . ? C5 C8 C10 113.9(2) . . ? C5 C8 C9 108.8(2) . . ? C10 C8 C9 112.5(3) . . ? C5 C8 H8 107.1 . . ? C10 C8 H8 107.1 . . ? C9 C8 H8 107.1 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 120.6(2) . . ? C16 C11 N1 119.3(2) . . ? C12 C11 N1 120.1(2) . . ? C11 C12 C13 119.0(2) . . ? C11 C12 H12 120.5 . . ? C13 C12 H12 120.5 . . ? C14 C13 C12 120.5(2) . . ? C14 C13 N2 115.8(2) . . ? C12 C13 N2 123.7(2) . . ? C15 C14 C13 119.4(2) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? C14 C15 C16 121.3(2) . . ? C14 C15 H15 119.3 . . ? C16 C15 H15 119.3 . . ? C11 C16 C15 119.1(2) . . ? C11 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C18 C17 C22 119.8(3) . . ? C18 C17 S1 120.5(2) . . ? C22 C17 S1 119.7(2) . . ? C17 C18 C19 119.5(3) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? C20 C19 C18 121.0(3) . . ? C20 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C19 C20 C21 119.6(3) . . ? C19 C20 H20 120.2 . . ? C21 C20 H20 120.2 . . ? C20 C21 C22 120.4(4) . . ? C20 C21 H21 119.8 . . ? C22 C21 H21 119.8 . . ? C21 C22 C17 119.7(3) . . ? C21 C22 H22 120.1 . . ? C17 C22 H22 120.1 . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 Ru1 N1 C11 54.58(16) . . . . ? C3 Ru1 N1 C11 89.82(17) . . . . ? C6 Ru1 N1 C11 -2.6(2) . . . . ? C7 Ru1 N1 C11 42.8(6) . . . . ? C5 Ru1 N1 C11 18.35(17) . . . . ? C2 Ru1 N1 C11 109.45(18) . . . . ? Cl2 Ru1 N1 C11 -86.22(15) . . . . ? Cl1 Ru1 N1 C11 -173.03(16) . . . . ? O1 S1 N2 C13 -46.2(3) . . . . ? O2 S1 N2 C13 -175.7(2) . . . . ? C17 S1 N2 C13 69.9(3) . . . . ? C4 Ru1 C2 C7 -102.55(16) . . . . ? C3 Ru1 C2 C7 -132.3(2) . . . . ? C6 Ru1 C2 C7 -28.63(15) . . . . ? N1 Ru1 C2 C7 -164.30(13) . . . . ? C5 Ru1 C2 C7 -65.31(15) . . . . ? Cl2 Ru1 C2 C7 37.43(18) . . . . ? Cl1 Ru1 C2 C7 121.28(14) . . . . ? C4 Ru1 C2 C3 29.70(16) . . . . ? C6 Ru1 C2 C3 103.62(17) . . . . ? C7 Ru1 C2 C3 132.3(2) . . . . ? N1 Ru1 C2 C3 -32.0(2) . . . . ? C5 Ru1 C2 C3 66.94(16) . . . . ? Cl2 Ru1 C2 C3 169.69(12) . . . . ? Cl1 Ru1 C2 C3 -106.47(15) . . . . ? C4 Ru1 C2 C1 143.2(3) . . . . ? C3 Ru1 C2 C1 113.5(3) . . . . ? C6 Ru1 C2 C1 -142.9(3) . . . . ? C7 Ru1 C2 C1 -114.3(3) . . . . ? N1 Ru1 C2 C1 81.4(3) . . . . ? C5 Ru1 C2 C1 -179.6(3) . . . . ? Cl2 Ru1 C2 C1 -76.8(3) . . . . ? Cl1 Ru1 C2 C1 7.0(3) . . . . ? C7 C2 C3 C4 -0.4(3) . . . . ? C1 C2 C3 C4 -177.0(2) . . . . ? Ru1 C2 C3 C4 -53.2(2) . . . . ? C7 C2 C3 Ru1 52.8(2) . . . . ? C1 C2 C3 Ru1 -123.8(2) . . . . ? C4 Ru1 C3 C2 -131.9(2) . . . . ? C6 Ru1 C3 C2 -65.90(16) . . . . ? C7 Ru1 C3 C2 -28.99(16) . . . . ? N1 Ru1 C3 C2 159.13(15) . . . . ? C5 Ru1 C3 C2 -103.21(17) . . . . ? Cl2 Ru1 C3 C2 -41.3(4) . . . . ? Cl1 Ru1 C3 C2 76.37(16) . . . . ? C6 Ru1 C3 C4 66.03(15) . . . . ? C7 Ru1 C3 C4 102.94(16) . . . . ? N1 Ru1 C3 C4 -68.94(15) . . . . ? C5 Ru1 C3 C4 28.72(14) . . . . ? C2 Ru1 C3 C4 131.9(2) . . . . ? Cl2 Ru1 C3 C4 90.7(4) . . . . ? Cl1 Ru1 C3 C4 -151.70(13) . . . . ? C2 C3 C4 C5 -1.2(4) . . . . ? Ru1 C3 C4 C5 -55.9(2) . . . . ? C2 C3 C4 Ru1 54.7(2) . . . . ? C6 Ru1 C4 C3 -103.24(16) . . . . ? C7 Ru1 C4 C3 -66.02(15) . . . . ? N1 Ru1 C4 C3 116.09(15) . . . . ? C5 Ru1 C4 C3 -133.3(2) . . . . ? C2 Ru1 C4 C3 -29.21(15) . . . . ? Cl2 Ru1 C4 C3 -161.94(12) . . . . ? Cl1 Ru1 C4 C3 38.78(17) . . . . ? C3 Ru1 C4 C5 133.3(2) . . . . ? C6 Ru1 C4 C5 30.04(13) . . . . ? C7 Ru1 C4 C5 67.26(15) . . . . ? N1 Ru1 C4 C5 -110.62(14) . . . . ? C2 Ru1 C4 C5 104.08(16) . . . . ? Cl2 Ru1 C4 C5 -28.65(18) . . . . ? Cl1 Ru1 C4 C5 172.07(11) . . . . ? C3 C4 C5 C6 2.4(3) . . . . ? Ru1 C4 C5 C6 -52.97(19) . . . . ? C3 C4 C5 C8 -179.0(2) . . . . ? Ru1 C4 C5 C8 125.6(2) . . . . ? C3 C4 C5 Ru1 55.4(2) . . . . ? C4 Ru1 C5 C6 130.6(2) . . . . ? C3 Ru1 C5 C6 101.82(16) . . . . ? C7 Ru1 C5 C6 28.68(15) . . . . ? N1 Ru1 C5 C6 -155.88(14) . . . . ? C2 Ru1 C5 C6 64.95(15) . . . . ? Cl2 Ru1 C5 C6 -67.79(14) . . . . ? Cl1 Ru1 C5 C6 99.8(3) . . . . ? C3 Ru1 C5 C4 -28.81(14) . . . . ? C6 Ru1 C5 C4 -130.6(2) . . . . ? C7 Ru1 C5 C4 -101.95(16) . . . . ? N1 Ru1 C5 C4 73.49(14) . . . . ? C2 Ru1 C5 C4 -65.68(15) . . . . ? Cl2 Ru1 C5 C4 161.58(12) . . . . ? Cl1 Ru1 C5 C4 -30.9(4) . . . . ? C4 Ru1 C5 C8 -111.6(3) . . . . ? C3 Ru1 C5 C8 -140.4(3) . . . . ? C6 Ru1 C5 C8 117.8(3) . . . . ? C7 Ru1 C5 C8 146.4(3) . . . . ? N1 Ru1 C5 C8 -38.1(2) . . . . ? C2 Ru1 C5 C8 -177.3(2) . . . . ? Cl2 Ru1 C5 C8 50.0(2) . . . . ? Cl1 Ru1 C5 C8 -142.5(3) . . . . ? C4 C5 C6 C7 -2.2(3) . . . . ? C8 C5 C6 C7 179.4(2) . . . . ? Ru1 C5 C6 C7 -54.3(2) . . . . ? C4 C5 C6 Ru1 52.17(18) . . . . ? C8 C5 C6 Ru1 -126.3(2) . . . . ? C4 Ru1 C6 C7 102.81(16) . . . . ? C3 Ru1 C6 C7 65.19(15) . . . . ? N1 Ru1 C6 C7 168.01(13) . . . . ? C5 Ru1 C6 C7 133.2(2) . . . . ? C2 Ru1 C6 C7 28.31(14) . . . . ? Cl2 Ru1 C6 C7 -110.09(14) . . . . ? Cl1 Ru1 C6 C7 -27.7(2) . . . . ? C4 Ru1 C6 C5 -30.36(14) . . . . ? C3 Ru1 C6 C5 -67.98(15) . . . . ? C7 Ru1 C6 C5 -133.2(2) . . . . ? N1 Ru1 C6 C5 34.84(19) . . . . ? C2 Ru1 C6 C5 -104.86(16) . . . . ? Cl2 Ru1 C6 C5 116.73(14) . . . . ? Cl1 Ru1 C6 C5 -160.88(12) . . . . ? C3 C2 C7 C6 0.6(4) . . . . ? C1 C2 C7 C6 177.2(3) . . . . ? Ru1 C2 C7 C6 53.1(2) . . . . ? C3 C2 C7 Ru1 -52.5(2) . . . . ? C1 C2 C7 Ru1 124.2(2) . . . . ? C5 C6 C7 C2 0.7(4) . . . . ? Ru1 C6 C7 C2 -53.8(2) . . . . ? C5 C6 C7 Ru1 54.5(2) . . . . ? C4 Ru1 C7 C2 66.96(15) . . . . ? C3 Ru1 C7 C2 29.23(15) . . . . ? C6 Ru1 C7 C2 133.4(2) . . . . ? N1 Ru1 C7 C2 78.9(5) . . . . ? C5 Ru1 C7 C2 104.73(16) . . . . ? Cl2 Ru1 C7 C2 -153.23(14) . . . . ? Cl1 Ru1 C7 C2 -63.76(15) . . . . ? C4 Ru1 C7 C6 -66.44(15) . . . . ? C3 Ru1 C7 C6 -104.17(16) . . . . ? N1 Ru1 C7 C6 -54.5(5) . . . . ? C5 Ru1 C7 C6 -28.67(14) . . . . ? C2 Ru1 C7 C6 -133.4(2) . . . . ? Cl2 Ru1 C7 C6 73.38(14) . . . . ? Cl1 Ru1 C7 C6 162.84(13) . . . . ? C6 C5 C8 C10 21.8(4) . . . . ? C4 C5 C8 C10 -156.7(2) . . . . ? Ru1 C5 C8 C10 -70.2(3) . . . . ? C6 C5 C8 C9 -104.6(3) . . . . ? C4 C5 C8 C9 76.9(3) . . . . ? Ru1 C5 C8 C9 163.4(3) . . . . ? Ru1 N1 C11 C16 78.4(2) . . . . ? Ru1 N1 C11 C12 -98.9(2) . . . . ? C16 C11 C12 C13 -4.0(3) . . . . ? N1 C11 C12 C13 173.3(2) . . . . ? C11 C12 C13 C14 1.1(3) . . . . ? C11 C12 C13 N2 179.5(2) . . . . ? S1 N2 C13 C14 -176.2(2) . . . . ? S1 N2 C13 C12 5.3(4) . . . . ? C12 C13 C14 C15 2.0(4) . . . . ? N2 C13 C14 C15 -176.5(3) . . . . ? C13 C14 C15 C16 -2.3(5) . . . . ? C12 C11 C16 C15 3.8(4) . . . . ? N1 C11 C16 C15 -173.5(3) . . . . ? C14 C15 C16 C11 -0.6(5) . . . . ? O1 S1 C17 C18 11.4(3) . . . . ? O2 S1 C17 C18 143.3(2) . . . . ? N2 S1 C17 C18 -105.4(2) . . . . ? O1 S1 C17 C22 -170.0(3) . . . . ? O2 S1 C17 C22 -38.1(3) . . . . ? N2 S1 C17 C22 73.2(3) . . . . ? C22 C17 C18 C19 0.6(4) . . . . ? S1 C17 C18 C19 179.2(2) . . . . ? C17 C18 C19 C20 -0.3(4) . . . . ? C18 C19 C20 C21 0.2(5) . . . . ? C19 C20 C21 C22 -0.4(6) . . . . ? C20 C21 C22 C17 0.7(6) . . . . ? C18 C17 C22 C21 -0.8(5) . . . . ? S1 C17 C22 C21 -179.4(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C8 H8 Cg1 0.98 2.47 3.401(3) 158.91 . C1 H1E Cl1 0.96 2.77 3.368(3) 121.1 . C12 H12 O1 0.93 2.50 3.083(3) 120.6 . C18 H18 O1 0.93 2.54 2.905(4) 103.9 . C10 H10C O1 0.96 2.59 3.541(4) 169.2 1_655 N1 H1A O2 0.90 2.44 3.326(3) 166.7 4_575 N1 H1B Cl1 0.90 2.56 3.432(2) 162.2 3_665 N2 H2 Cl1 0.86 2.74 3.555(2) 158.5 4_576 N2 H2 Cl2 0.86 2.83 3.426(2) 128.3 4_576 data_namikoz24 _database_code_depnum_ccdc_archive 'CCDC 872789' #TrackingRef 'namikoz24.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H28 Cl2 N2 O3 Ru S, 0.5(H2 O)' _chemical_formula_sum 'C23 H29 Cl2 N2 O3.50 Ru S' _chemical_formula_weight 593.51 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.8448(3) _cell_length_b 15.2091(6) _cell_length_c 17.3707(5) _cell_angle_alpha 90.00 _cell_angle_beta 116.359(2) _cell_angle_gamma 90.00 _cell_volume 2567.23(14) _cell_formula_units_Z 4 _cell_measurement_temperature 296 _cell_measurement_reflns_used 36314 _cell_measurement_theta_min 1.87 _cell_measurement_theta_max 28.05 _exptl_crystal_description prism _exptl_crystal_colour "dark red'" _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1212 _exptl_absorpt_coefficient_mu 0.929 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7233 _exptl_absorpt_correction_T_max 0.8723 _exptl_absorpt_process_details 'X-RED32 (Stoe & Cie, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed X-ray tube, 12 x 0.4 mm long-fine focus' _diffrn_radiation_monochromator 'plane graphite' _diffrn_radiation_collimation '0.5 mm diameter, multiple pinhole' _diffrn_measurement_device_type 'STOE IPDS 2' _diffrn_measurement_method 'w scans' _diffrn_detector_area_resol_mean 6.67 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 25379 _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 27.57 _diffrn_reflns_theta_full 27.57 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measured_fraction_theta_full 0.995 _reflns_number_total 5906 _reflns_number_gt 4427 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_cell_refinement X-AREA _computing_data_reduction 'X-RED32 (Stoe & Cie, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX (Farrugia, 1999) and PLATON (Spek, 2009)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0344P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5906 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0567 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.0719 _refine_ls_wR_factor_gt 0.0672 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.418 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.056 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.22161(2) 0.048933(13) 0.434625(13) 0.04232(7) Uani 1 1 d . . . Cl1 Cl 0.40073(8) 0.01248(5) 0.57608(4) 0.05839(18) Uani 1 1 d . . . Cl2 Cl 0.15263(7) 0.15903(5) 0.50766(5) 0.05640(18) Uani 1 1 d . . . S1 S 0.51413(7) 0.20599(5) 0.18136(5) 0.05391(17) Uani 1 1 d . . . O1 O 0.63288(19) 0.18319(15) 0.25742(14) 0.0676(6) Uani 1 1 d . . . O2 O 0.5293(2) 0.23930(15) 0.10872(13) 0.0659(5) Uani 1 1 d . . . O3 O 0.1400(2) -0.09502(14) 0.07514(15) 0.0777(7) Uani 1 1 d . . . N1 N 0.3794(2) 0.14361(13) 0.44291(13) 0.0447(5) Uani 1 1 d . . . H1A H 0.4109 0.1693 0.4948 0.054 Uiso 1 1 calc R . . H1B H 0.4498 0.1122 0.4429 0.054 Uiso 1 1 calc R . . N2 N 0.4284(2) 0.28192(15) 0.20148(15) 0.0543(6) Uani 1 1 d . . . H2 H 0.4143 0.3298 0.1724 0.065 Uiso 1 1 calc R . . C1 C 0.2154(4) -0.1664(2) 0.4764(3) 0.0946(13) Uani 1 1 d . . . H1C H 0.2269 -0.1464 0.5316 0.142 Uiso 1 1 calc R . . H1D H 0.3018 -0.1878 0.4811 0.142 Uiso 1 1 calc R . . H1E H 0.1486 -0.2129 0.4566 0.142 Uiso 1 1 calc R . . C2 C 0.1669(4) -0.0913(2) 0.4135(2) 0.0641(8) Uani 1 1 d . . . C3 C 0.2400(3) -0.06658(18) 0.36664(19) 0.0576(7) Uani 1 1 d . . . H3 H 0.3170 -0.0985 0.3728 0.069 Uiso 1 1 calc R . . C4 C 0.1966(3) 0.00585(18) 0.31107(17) 0.0505(6) Uani 1 1 d . . . H4 H 0.2479 0.0226 0.2825 0.061 Uiso 1 1 calc R . . C5 C 0.0761(3) 0.05475(18) 0.29693(16) 0.0500(6) Uani 1 1 d . . . C6 C 0.0071(3) 0.0306(2) 0.34571(19) 0.0566(7) Uani 1 1 d . . . H6 H -0.0691 0.0629 0.3403 0.068 Uiso 1 1 calc R . . C7 C 0.0505(3) -0.0417(2) 0.4028(2) 0.0641(8) Uani 1 1 d . . . H7 H 0.0019 -0.0566 0.4335 0.077 Uiso 1 1 calc R . . C8 C 0.0271(3) 0.1270(2) 0.23061(19) 0.0614(8) Uani 1 1 d . . . H8 H 0.1083 0.1540 0.2294 0.074 Uiso 1 1 calc R . . C9 C -0.0576(4) 0.0842(3) 0.1433(2) 0.0954(12) Uani 1 1 d . . . H9A H -0.0717 0.1257 0.0985 0.143 Uiso 1 1 calc R . . H9B H -0.1451 0.0662 0.1394 0.143 Uiso 1 1 calc R . . H9C H -0.0094 0.0338 0.1372 0.143 Uiso 1 1 calc R . . C10 C -0.0533(4) 0.1991(3) 0.2490(3) 0.0874(11) Uani 1 1 d . . . H10A H -0.0663 0.2477 0.2109 0.131 Uiso 1 1 calc R . . H10B H -0.0030 0.2185 0.3074 0.131 Uiso 1 1 calc R . . H10C H -0.1413 0.1767 0.2403 0.131 Uiso 1 1 calc R . . C11 C 0.3511(3) 0.21334(16) 0.38088(16) 0.0444(6) Uani 1 1 d . . . C12 C 0.4069(3) 0.21103(17) 0.32312(16) 0.0450(6) Uani 1 1 d . . . H12 H 0.4655 0.1656 0.3249 0.054 Uiso 1 1 calc R . . C13 C 0.3740(3) 0.27788(17) 0.26212(16) 0.0459(6) Uani 1 1 d . . . C14 C 0.2874(3) 0.34447(19) 0.2595(2) 0.0625(8) Uani 1 1 d . . . H14 H 0.2632 0.3878 0.2176 0.075 Uiso 1 1 calc R . . C15 C 0.2366(4) 0.3471(2) 0.3189(2) 0.0744(9) Uani 1 1 d . . . H15 H 0.1803 0.3935 0.3182 0.089 Uiso 1 1 calc R . . C16 C 0.2678(3) 0.2818(2) 0.3798(2) 0.0641(8) Uani 1 1 d . . . H16 H 0.2327 0.2841 0.4198 0.077 Uiso 1 1 calc R . . C17 C 0.4069(3) 0.11343(18) 0.15112(17) 0.0484(6) Uani 1 1 d . . . C18 C 0.4499(3) 0.03466(19) 0.19364(19) 0.0556(7) Uani 1 1 d . . . H18 H 0.5381 0.0297 0.2385 0.067 Uiso 1 1 calc R . . C19 C 0.3630(3) -0.03715(17) 0.17011(19) 0.0542(7) Uani 1 1 d . . . H19 H 0.3918 -0.0900 0.1996 0.065 Uiso 1 1 calc R . . C20 C 0.2338(3) -0.03013(18) 0.10295(19) 0.0558(7) Uani 1 1 d . . . C21 C 0.1906(3) 0.0498(2) 0.0599(2) 0.0656(8) Uani 1 1 d . . . H21 H 0.1031 0.0546 0.0143 0.079 Uiso 1 1 calc R . . C22 C 0.2755(3) 0.12077(19) 0.08404(19) 0.0594(8) Uani 1 1 d . . . H22 H 0.2456 0.1742 0.0557 0.071 Uiso 1 1 calc R . . C23 C 0.1743(4) -0.1757(2) 0.1196(3) 0.0903(12) Uani 1 1 d . . . H23A H 0.1009 -0.2170 0.0915 0.135 Uiso 1 1 calc R . . H23B H 0.1880 -0.1668 0.1776 0.135 Uiso 1 1 calc R . . H23C H 0.2573 -0.1982 0.1201 0.135 Uiso 1 1 calc R . . 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 0.05017(11) 0.04275(11) 0.03743(11) -0.00332(9) 0.02252(8) -0.00646(9) Cl1 0.0677(4) 0.0605(4) 0.0422(4) 0.0072(3) 0.0201(3) -0.0026(3) Cl2 0.0683(4) 0.0539(4) 0.0596(4) -0.0117(3) 0.0398(4) -0.0080(3) S1 0.0530(4) 0.0663(4) 0.0470(4) 0.0032(3) 0.0263(3) -0.0077(3) O1 0.0501(11) 0.0885(15) 0.0604(13) 0.0036(11) 0.0211(10) -0.0091(10) O2 0.0764(13) 0.0785(14) 0.0586(13) 0.0044(11) 0.0443(11) -0.0094(11) O3 0.0780(14) 0.0562(13) 0.0735(15) 0.0059(11) 0.0107(12) -0.0106(11) N1 0.0533(12) 0.0479(11) 0.0367(11) -0.0019(9) 0.0233(10) -0.0061(9) N2 0.0732(15) 0.0508(13) 0.0464(13) 0.0060(10) 0.0332(12) -0.0060(11) C1 0.128(3) 0.0499(19) 0.084(3) 0.0096(17) 0.027(2) -0.0215(19) C2 0.081(2) 0.0483(16) 0.0549(18) -0.0089(13) 0.0229(16) -0.0218(15) C3 0.0667(17) 0.0450(16) 0.0562(18) -0.0138(12) 0.0228(15) -0.0015(12) C4 0.0572(16) 0.0568(16) 0.0421(15) -0.0145(12) 0.0263(13) -0.0060(13) C5 0.0509(14) 0.0585(16) 0.0374(14) -0.0093(12) 0.0167(11) -0.0086(13) C6 0.0472(14) 0.0671(19) 0.0548(17) -0.0128(14) 0.0221(13) -0.0119(13) C7 0.0695(19) 0.072(2) 0.0562(18) -0.0118(15) 0.0325(15) -0.0314(17) C8 0.0585(16) 0.072(2) 0.0478(17) 0.0025(14) 0.0187(14) 0.0012(14) C9 0.109(3) 0.107(3) 0.0470(19) 0.0010(19) 0.014(2) 0.002(2) C10 0.084(2) 0.089(3) 0.086(3) 0.012(2) 0.035(2) 0.024(2) C11 0.0537(14) 0.0432(13) 0.0378(13) -0.0035(10) 0.0218(12) -0.0077(11) C12 0.0517(14) 0.0443(13) 0.0415(14) -0.0012(11) 0.0230(12) -0.0054(11) C13 0.0525(14) 0.0470(14) 0.0393(14) 0.0005(11) 0.0213(12) -0.0074(11) C14 0.081(2) 0.0496(16) 0.064(2) 0.0137(14) 0.0381(17) 0.0046(15) C15 0.103(2) 0.0528(18) 0.087(2) 0.0128(16) 0.060(2) 0.0228(17) C16 0.092(2) 0.0563(17) 0.0648(19) 0.0050(14) 0.0538(18) 0.0094(15) C17 0.0502(14) 0.0547(15) 0.0415(14) 0.0015(12) 0.0215(12) 0.0007(12) C18 0.0510(15) 0.0628(18) 0.0468(16) 0.0054(13) 0.0162(13) 0.0092(13) C19 0.0608(16) 0.0450(15) 0.0512(16) 0.0070(12) 0.0198(13) 0.0084(12) C20 0.0594(17) 0.0530(17) 0.0487(16) 0.0015(12) 0.0183(14) -0.0023(12) C21 0.0557(16) 0.0616(18) 0.0569(18) 0.0114(15) 0.0045(14) 0.0033(14) C22 0.0615(16) 0.0483(15) 0.0554(18) 0.0114(13) 0.0143(14) 0.0027(13) C23 0.126(3) 0.0514(19) 0.079(3) -0.0017(17) 0.033(2) -0.0168(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C4 2.143(3) . ? Ru1 C6 2.164(3) . ? Ru1 C3 2.175(3) . ? Ru1 C7 2.176(3) . ? Ru1 N1 2.192(2) . ? Ru1 C2 2.201(3) . ? Ru1 C5 2.206(3) . ? Ru1 Cl2 2.4116(7) . ? Ru1 Cl1 2.4249(7) . ? S1 O1 1.419(2) . ? S1 O2 1.435(2) . ? S1 N2 1.615(2) . ? S1 C17 1.752(3) . ? O3 C20 1.344(3) . ? O3 C23 1.409(4) . ? N1 C11 1.444(3) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N2 C13 1.419(3) . ? N2 H2 0.8600 . ? C1 C2 1.505(5) . ? C1 H1C 0.9600 . ? C1 H1D 0.9600 . ? C1 H1E 0.9600 . ? C2 C7 1.410(5) . ? C2 C3 1.416(5) . ? C3 C4 1.401(4) . ? C3 H3 0.9300 . ? C4 C5 1.427(4) . ? C4 H4 0.9300 . ? C5 C6 1.406(4) . ? C5 C8 1.508(4) . ? C6 C7 1.413(4) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C10 1.521(5) . ? C8 C9 1.527(4) . ? C8 H8 0.9800 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C16 1.373(4) . ? C11 C12 1.383(4) . ? C12 C13 1.396(3) . ? C12 H12 0.9300 . ? C13 C14 1.368(4) . ? C14 C15 1.369(4) . ? C14 H14 0.9300 . ? C15 C16 1.379(4) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.376(4) . ? C17 C22 1.388(4) . ? C18 C19 1.381(4) . ? C18 H18 0.9300 . ? C19 C20 1.372(4) . ? C19 H19 0.9300 . ? C20 C21 1.396(4) . ? C21 C22 1.358(4) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? 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 C4 Ru1 C6 68.16(11) . . ? C4 Ru1 C3 37.87(11) . . ? C6 Ru1 C3 80.61(11) . . ? C4 Ru1 C7 80.63(12) . . ? C6 Ru1 C7 37.99(12) . . ? C3 Ru1 C7 67.89(12) . . ? C4 Ru1 N1 90.83(9) . . ? C6 Ru1 N1 133.80(10) . . ? C3 Ru1 N1 108.01(10) . . ? C7 Ru1 N1 170.18(10) . . ? C4 Ru1 C2 68.39(12) . . ? C6 Ru1 C2 68.35(12) . . ? C3 Ru1 C2 37.76(12) . . ? C7 Ru1 C2 37.58(12) . . ? N1 Ru1 C2 142.42(11) . . ? C4 Ru1 C5 38.27(10) . . ? C6 Ru1 C5 37.51(11) . . ? C3 Ru1 C5 68.75(11) . . ? C7 Ru1 C5 68.34(11) . . ? N1 Ru1 C5 101.92(9) . . ? C2 Ru1 C5 81.25(11) . . ? C4 Ru1 Cl2 143.93(8) . . ? C6 Ru1 Cl2 88.79(8) . . ? C3 Ru1 Cl2 166.21(9) . . ? C7 Ru1 Cl2 98.33(9) . . ? N1 Ru1 Cl2 85.69(6) . . ? C2 Ru1 Cl2 129.58(10) . . ? C5 Ru1 Cl2 107.63(8) . . ? C4 Ru1 Cl1 129.28(8) . . ? C6 Ru1 Cl1 144.81(9) . . ? C3 Ru1 Cl1 98.06(8) . . ? C7 Ru1 Cl1 108.78(9) . . ? N1 Ru1 Cl1 80.37(6) . . ? C2 Ru1 Cl1 89.02(8) . . ? C5 Ru1 Cl1 166.74(8) . . ? Cl2 Ru1 Cl1 85.51(3) . . ? O1 S1 O2 119.61(13) . . ? O1 S1 N2 110.17(13) . . ? O2 S1 N2 103.85(13) . . ? O1 S1 C17 106.87(13) . . ? O2 S1 C17 109.88(13) . . ? N2 S1 C17 105.67(13) . . ? C20 O3 C23 118.0(2) . . ? C11 N1 Ru1 122.15(15) . . ? C11 N1 H1A 106.8 . . ? Ru1 N1 H1A 106.8 . . ? C11 N1 H1B 106.8 . . ? Ru1 N1 H1B 106.8 . . ? H1A N1 H1B 106.6 . . ? C13 N2 S1 126.78(18) . . ? C13 N2 H2 116.6 . . ? S1 N2 H2 116.6 . . ? C2 C1 H1C 109.5 . . ? C2 C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? C2 C1 H1E 109.5 . . ? H1C C1 H1E 109.5 . . ? H1D C1 H1E 109.5 . . ? C7 C2 C3 118.5(3) . . ? C7 C2 C1 120.4(3) . . ? C3 C2 C1 121.0(3) . . ? C7 C2 Ru1 70.23(17) . . ? C3 C2 Ru1 70.11(16) . . ? C1 C2 Ru1 129.2(2) . . ? C4 C3 C2 120.2(3) . . ? C4 C3 Ru1 69.84(15) . . ? C2 C3 Ru1 72.13(17) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? Ru1 C3 H3 130.8 . . ? C3 C4 C5 122.0(3) . . ? C3 C4 Ru1 72.30(17) . . ? C5 C4 Ru1 73.26(15) . . ? C3 C4 H4 119.0 . . ? C5 C4 H4 119.0 . . ? Ru1 C4 H4 127.6 . . ? C6 C5 C4 116.9(3) . . ? C6 C5 C8 123.4(3) . . ? C4 C5 C8 119.8(3) . . ? C6 C5 Ru1 69.63(16) . . ? C4 C5 Ru1 68.47(14) . . ? C8 C5 Ru1 134.21(19) . . ? C5 C6 C7 121.7(3) . . ? C5 C6 Ru1 72.85(15) . . ? C7 C6 Ru1 71.45(16) . . ? C5 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? Ru1 C6 H6 129.0 . . ? C2 C7 C6 120.6(3) . . ? C2 C7 Ru1 72.18(16) . . ? C6 C7 Ru1 70.57(16) . . ? C2 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? Ru1 C7 H7 130.2 . . ? C5 C8 C10 113.9(3) . . ? C5 C8 C9 107.5(3) . . ? C10 C8 C9 111.6(3) . . ? C5 C8 H8 107.9 . . ? C10 C8 H8 107.9 . . ? C9 C8 H8 107.9 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 120.4(2) . . ? C16 C11 N1 119.2(2) . . ? C12 C11 N1 120.4(2) . . ? C11 C12 C13 119.0(2) . . ? C11 C12 H12 120.5 . . ? C13 C12 H12 120.5 . . ? C14 C13 C12 120.3(3) . . ? C14 C13 N2 116.7(2) . . ? C12 C13 N2 123.0(2) . . ? C13 C14 C15 119.8(3) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C14 C15 C16 120.9(3) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? C11 C16 C15 119.5(3) . . ? C11 C16 H16 120.3 . . ? C15 C16 H16 120.3 . . ? C18 C17 C22 119.9(2) . . ? C18 C17 S1 121.1(2) . . ? C22 C17 S1 119.0(2) . . ? C17 C18 C19 120.3(2) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C20 C19 C18 119.7(2) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? O3 C20 C19 124.9(3) . . ? O3 C20 C21 115.3(2) . . ? C19 C20 C21 119.8(3) . . ? C22 C21 C20 120.4(3) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C21 C22 C17 119.9(3) . . ? C21 C22 H22 120.1 . . ? C17 C22 H22 120.1 . . ? O3 C23 H23A 109.5 . . ? O3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? 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 C4 Ru1 N1 C11 60.2(2) . . . . ? C6 Ru1 N1 C11 0.3(3) . . . . ? C3 Ru1 N1 C11 94.6(2) . . . . ? C2 Ru1 N1 C11 114.4(2) . . . . ? C5 Ru1 N1 C11 23.3(2) . . . . ? Cl2 Ru1 N1 C11 -83.86(18) . . . . ? Cl1 Ru1 N1 C11 -170.03(19) . . . . ? O1 S1 N2 C13 -57.5(3) . . . . ? O2 S1 N2 C13 173.2(2) . . . . ? C17 S1 N2 C13 57.6(2) . . . . ? C4 Ru1 C2 C7 -103.1(2) . . . . ? C6 Ru1 C2 C7 -29.01(18) . . . . ? C3 Ru1 C2 C7 -132.1(3) . . . . ? N1 Ru1 C2 C7 -163.86(17) . . . . ? C5 Ru1 C2 C7 -65.65(19) . . . . ? Cl2 Ru1 C2 C7 40.0(2) . . . . ? Cl1 Ru1 C2 C7 123.39(18) . . . . ? C4 Ru1 C2 C3 28.91(17) . . . . ? C6 Ru1 C2 C3 103.05(19) . . . . ? C7 Ru1 C2 C3 132.1(3) . . . . ? N1 Ru1 C2 C3 -31.8(3) . . . . ? C5 Ru1 C2 C3 66.41(18) . . . . ? Cl2 Ru1 C2 C3 172.10(14) . . . . ? Cl1 Ru1 C2 C3 -104.55(17) . . . . ? C4 Ru1 C2 C1 143.2(4) . . . . ? C6 Ru1 C2 C1 -142.7(4) . . . . ? C3 Ru1 C2 C1 114.3(4) . . . . ? C7 Ru1 C2 C1 -113.7(4) . . . . ? N1 Ru1 C2 C1 82.5(4) . . . . ? C5 Ru1 C2 C1 -179.3(4) . . . . ? Cl2 Ru1 C2 C1 -73.7(4) . . . . ? Cl1 Ru1 C2 C1 9.7(4) . . . . ? C7 C2 C3 C4 0.0(4) . . . . ? C1 C2 C3 C4 -177.2(3) . . . . ? Ru1 C2 C3 C4 -52.7(2) . . . . ? C7 C2 C3 Ru1 52.7(2) . . . . ? C1 C2 C3 Ru1 -124.6(3) . . . . ? C6 Ru1 C3 C4 66.32(18) . . . . ? C7 Ru1 C3 C4 103.66(19) . . . . ? N1 Ru1 C3 C4 -66.83(18) . . . . ? C2 Ru1 C3 C4 132.9(3) . . . . ? C5 Ru1 C3 C4 29.29(16) . . . . ? Cl2 Ru1 C3 C4 106.5(4) . . . . ? Cl1 Ru1 C3 C4 -149.28(16) . . . . ? C4 Ru1 C3 C2 -132.9(3) . . . . ? C6 Ru1 C3 C2 -66.60(19) . . . . ? C7 Ru1 C3 C2 -29.26(18) . . . . ? N1 Ru1 C3 C2 160.25(17) . . . . ? C5 Ru1 C3 C2 -103.63(19) . . . . ? Cl2 Ru1 C3 C2 -26.4(4) . . . . ? Cl1 Ru1 C3 C2 77.81(17) . . . . ? C2 C3 C4 C5 -2.5(4) . . . . ? Ru1 C3 C4 C5 -56.2(2) . . . . ? C2 C3 C4 Ru1 53.7(2) . . . . ? C6 Ru1 C4 C3 -103.24(19) . . . . ? C7 Ru1 C4 C3 -65.85(19) . . . . ? N1 Ru1 C4 C3 119.03(17) . . . . ? C2 Ru1 C4 C3 -28.84(18) . . . . ? C5 Ru1 C4 C3 -132.6(3) . . . . ? Cl2 Ru1 C4 C3 -157.16(14) . . . . ? Cl1 Ru1 C4 C3 40.8(2) . . . . ? C6 Ru1 C4 C5 29.35(16) . . . . ? C3 Ru1 C4 C5 132.6(3) . . . . ? C7 Ru1 C4 C5 66.75(18) . . . . ? N1 Ru1 C4 C5 -108.37(16) . . . . ? C2 Ru1 C4 C5 103.76(19) . . . . ? Cl2 Ru1 C4 C5 -24.6(2) . . . . ? Cl1 Ru1 C4 C5 173.41(12) . . . . ? C3 C4 C5 C6 4.0(4) . . . . ? Ru1 C4 C5 C6 -51.7(2) . . . . ? C3 C4 C5 C8 -174.6(2) . . . . ? Ru1 C4 C5 C8 129.6(2) . . . . ? C3 C4 C5 Ru1 55.8(2) . . . . ? C4 Ru1 C5 C6 131.7(3) . . . . ? C3 Ru1 C5 C6 102.65(19) . . . . ? C7 Ru1 C5 C6 28.91(18) . . . . ? N1 Ru1 C5 C6 -152.46(17) . . . . ? C2 Ru1 C5 C6 65.63(19) . . . . ? Cl2 Ru1 C5 C6 -63.23(17) . . . . ? Cl1 Ru1 C5 C6 108.9(3) . . . . ? C6 Ru1 C5 C4 -131.7(3) . . . . ? C3 Ru1 C5 C4 -29.00(17) . . . . ? C7 Ru1 C5 C4 -102.74(19) . . . . ? N1 Ru1 C5 C4 75.89(17) . . . . ? C2 Ru1 C5 C4 -66.02(18) . . . . ? Cl2 Ru1 C5 C4 165.12(15) . . . . ? Cl1 Ru1 C5 C4 -22.8(4) . . . . ? C4 Ru1 C5 C8 -111.1(3) . . . . ? C6 Ru1 C5 C8 117.2(4) . . . . ? C3 Ru1 C5 C8 -140.1(3) . . . . ? C7 Ru1 C5 C8 146.1(3) . . . . ? N1 Ru1 C5 C8 -35.2(3) . . . . ? C2 Ru1 C5 C8 -177.1(3) . . . . ? Cl2 Ru1 C5 C8 54.0(3) . . . . ? Cl1 Ru1 C5 C8 -133.9(3) . . . . ? C4 C5 C6 C7 -3.2(4) . . . . ? C8 C5 C6 C7 175.3(3) . . . . ? Ru1 C5 C6 C7 -54.4(2) . . . . ? C4 C5 C6 Ru1 51.2(2) . . . . ? C8 C5 C6 Ru1 -130.2(3) . . . . ? C4 Ru1 C6 C5 -29.91(17) . . . . ? C3 Ru1 C6 C5 -67.18(18) . . . . ? C7 Ru1 C6 C5 -133.1(3) . . . . ? N1 Ru1 C6 C5 38.8(2) . . . . ? C2 Ru1 C6 C5 -104.38(19) . . . . ? Cl2 Ru1 C6 C5 121.67(16) . . . . ? Cl1 Ru1 C6 C5 -157.88(13) . . . . ? C4 Ru1 C6 C7 103.2(2) . . . . ? C3 Ru1 C6 C7 65.92(19) . . . . ? N1 Ru1 C6 C7 171.93(17) . . . . ? C2 Ru1 C6 C7 28.72(19) . . . . ? C5 Ru1 C6 C7 133.1(3) . . . . ? Cl2 Ru1 C6 C7 -105.22(18) . . . . ? Cl1 Ru1 C6 C7 -24.8(3) . . . . ? C3 C2 C7 C6 0.8(4) . . . . ? C1 C2 C7 C6 178.0(3) . . . . ? Ru1 C2 C7 C6 53.4(2) . . . . ? C3 C2 C7 Ru1 -52.6(2) . . . . ? C1 C2 C7 Ru1 124.6(3) . . . . ? C5 C6 C7 C2 0.9(4) . . . . ? Ru1 C6 C7 C2 -54.1(2) . . . . ? C5 C6 C7 Ru1 55.1(2) . . . . ? C4 Ru1 C7 C2 66.58(19) . . . . ? C6 Ru1 C7 C2 132.9(3) . . . . ? C3 Ru1 C7 C2 29.38(18) . . . . ? C5 Ru1 C7 C2 104.3(2) . . . . ? Cl2 Ru1 C7 C2 -149.93(17) . . . . ? Cl1 Ru1 C7 C2 -61.86(19) . . . . ? C4 Ru1 C7 C6 -66.34(19) . . . . ? C3 Ru1 C7 C6 -103.5(2) . . . . ? C2 Ru1 C7 C6 -132.9(3) . . . . ? C5 Ru1 C7 C6 -28.58(18) . . . . ? Cl2 Ru1 C7 C6 77.16(18) . . . . ? Cl1 Ru1 C7 C6 165.22(16) . . . . ? C6 C5 C8 C10 28.8(4) . . . . ? C4 C5 C8 C10 -152.7(3) . . . . ? Ru1 C5 C8 C10 -64.6(4) . . . . ? C6 C5 C8 C9 -95.4(3) . . . . ? C4 C5 C8 C9 83.1(3) . . . . ? Ru1 C5 C8 C9 171.2(3) . . . . ? Ru1 N1 C11 C16 70.1(3) . . . . ? Ru1 N1 C11 C12 -109.7(2) . . . . ? C16 C11 C12 C13 -1.9(4) . . . . ? N1 C11 C12 C13 177.9(2) . . . . ? C11 C12 C13 C14 -0.2(4) . . . . ? C11 C12 C13 N2 178.7(2) . . . . ? S1 N2 C13 C14 -170.5(2) . . . . ? S1 N2 C13 C12 10.5(4) . . . . ? C12 C13 C14 C15 2.2(4) . . . . ? N2 C13 C14 C15 -176.8(3) . . . . ? C13 C14 C15 C16 -2.2(5) . . . . ? C12 C11 C16 C15 1.9(5) . . . . ? N1 C11 C16 C15 -177.9(3) . . . . ? C14 C15 C16 C11 0.1(5) . . . . ? O1 S1 C17 C18 -6.4(3) . . . . ? O2 S1 C17 C18 124.8(3) . . . . ? N2 S1 C17 C18 -123.7(2) . . . . ? O1 S1 C17 C22 172.4(2) . . . . ? O2 S1 C17 C22 -56.4(3) . . . . ? N2 S1 C17 C22 55.1(3) . . . . ? C22 C17 C18 C19 -0.2(5) . . . . ? S1 C17 C18 C19 178.6(2) . . . . ? C17 C18 C19 C20 1.2(5) . . . . ? C23 O3 C20 C19 2.1(5) . . . . ? C23 O3 C20 C21 -176.0(3) . . . . ? C18 C19 C20 O3 -179.1(3) . . . . ? C18 C19 C20 C21 -1.0(5) . . . . ? O3 C20 C21 C22 178.2(3) . . . . ? C19 C20 C21 C22 0.0(5) . . . . ? C20 C21 C22 C17 1.0(5) . . . . ? C18 C17 C22 C21 -0.9(5) . . . . ? S1 C17 C22 C21 -179.7(3) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.500 0.500 91 15 ' ' 2 0.500 1.000 0.000 91 15 ' ' _platon_squeeze_details ; ; loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C16 H16 Cl2 0.93 2.81 3.527(3) 135.2 . C12 H12 O1 0.93 2.58 3.158(3) 121.1 . C18 H18 O1 0.93 2.51 2.883(4) 104.1 . C22 H22 Cl2 0.93 2.72 3.631(3) 166.2 4_565 N1 H1B Cl1 0.90 2.61 3.483(2) 163.7 3_656 C21 H21 O3 0.93 2.47 3.371(4) 162.8 3 N1 H1A O2 0.90 2.29 3.155(3) 161.4 4_566 C7 H7 Cl2 0.93 2.79 3.675(3) 158.7 3_556 C10 H10C O1 0.96 2.60 3.480(4) 152.9 1_455 # End of Crystallographic Information File