# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Cora MacBeth' _publ_contact_author_email CORA.MACBETH@EMORY.EDU _publ_section_title ; Effect of methylene spacers on the spectral, electrochemical, and structural properties of bis(4,4'-disubstituted-2,2'-bipyridyl) ruthenium(II) complexes ; loop_ _publ_author_name 'Cora MacBeth' 'Kenneth I. Hardcastle' 'Sheri Lense' # Attachment 'sl98KIH.cif' data_sl98s _database_code_depnum_ccdc_archive 'CCDC 723665' _audit_creation_method SHELXL-97 _chemical_name_systematic "Bis(2,2'-bipyridine-4,4'-di(methyl propionate) (NCS)2 Ru(II)" _chemical_name_common "Bis(2,2'-bipyridine-4,4'-di(methyl propionate) (NCS)2 Ru(ii)" _chemical_formula_moiety 'C38 H40 N6 O8 Ru S2' _chemical_formula_sum 'C38 H40 N6 O8 Ru S2' _chemical_properties_physical 'hygroscopic, photo-sensitive' _exptl_crystal_recrystallization_method 'acetonitrile and ether' _chemical_melting_point decomp. _exptl_crystal_description needle _exptl_crystal_colour red _diffrn_ambient_temperature 173(2) _chemical_formula_weight 873.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru 0.0552 3.2960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_int_tables_number 15 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 29.507(3) _cell_length_b 15.487(2) _cell_length_c 17.678(2) _cell_angle_alpha 90.00 _cell_angle_beta 106.297(5) _cell_angle_gamma 90.00 _cell_volume 7753.6(17) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2159 _cell_measurement_theta_min 3.12 _cell_measurement_theta_max 45.17 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3600 _exptl_absorpt_coefficient_mu 4.783 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5340 _exptl_absorpt_correction_T_max 0.9104 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 15363 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0588 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 63.68 _reflns_number_total 5353 _reflns_number_gt 2842 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. There was a significant decrease in the no of data collected vs theoretical at higher angles due to the static disorder present: only 85% collected at 0.98-0.95 \%A, 56% at 0.95-0.92 \%A, 39% at 0.92-0.89 \%A and 17% at 0.88-0.86 \%A. ; _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^)+(0.0821P)^2^+0.0000P] 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 5353 _refine_ls_number_parameters 496 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1172 _refine_ls_R_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.1600 _refine_ls_wR_factor_gt 0.1322 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.000 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 C1 C 0.0990(2) 0.0904(5) 0.6873(4) 0.085(2) Uani 1 1 d . . . C2 C 0.2408(3) 0.0473(6) 0.6386(4) 0.099(3) Uani 1 1 d . . . C3 C 0.0524(3) 0.2218(7) 0.4627(4) 0.097(2) Uani 1 1 d . . . H3 H 0.0707 0.2699 0.4871 0.117 Uiso 1 1 calc R . . C4 C 0.0068(3) 0.2354(6) 0.4166(4) 0.106(3) Uani 1 1 d . . . H4 H -0.0056 0.2924 0.4104 0.127 Uiso 1 1 calc R . . C5 C -0.0213(3) 0.1676(8) 0.3791(4) 0.099(3) Uani 1 1 d . . . C6 C -0.0020(3) 0.0863(6) 0.3916(4) 0.092(3) Uani 1 1 d . . . H6 H -0.0197 0.0375 0.3672 0.111 Uiso 1 1 calc R . . C7 C 0.0440(3) 0.0759(7) 0.4408(4) 0.089(2) Uani 1 1 d . . . C8 C 0.0656(3) -0.0084(8) 0.4581(4) 0.084(2) Uani 1 1 d . . . C9 C 0.0443(3) -0.0848(8) 0.4301(5) 0.097(3) Uani 1 1 d . . . H9 H 0.0131 -0.0843 0.3959 0.116 Uiso 1 1 calc R . . C10 C 0.0674(3) -0.1639(8) 0.4506(5) 0.102(3) Uani 1 1 d . . . C11 C 0.1136(3) -0.1606(8) 0.5014(5) 0.103(3) Uani 1 1 d . . . H11 H 0.1312 -0.2120 0.5181 0.123 Uiso 1 1 calc R . . C12 C 0.1324(3) -0.0821(8) 0.5258(4) 0.095(3) Uani 1 1 d . . . H12 H 0.1637 -0.0808 0.5600 0.114 Uiso 1 1 calc R . . C13 C -0.0709(2) 0.1831(7) 0.3265(4) 0.118(3) Uani 1 1 d . . . H13A H -0.0897 0.1296 0.3234 0.142 Uiso 1 1 calc R . . H13B H -0.0862 0.2289 0.3498 0.142 Uiso 1 1 calc R . . C14 C -0.0703(3) 0.2097(8) 0.2448(5) 0.121(3) Uani 1 1 d . . . H14A H -0.0431 0.1817 0.2321 0.146 Uiso 1 1 calc R . . H14B H -0.0995 0.1888 0.2064 0.146 Uiso 1 1 calc R . . C15 C -0.0668(4) 0.3053(11) 0.2360(6) 0.136(4) Uani 1 1 d . . . C16 C 0.0456(4) -0.2517(8) 0.4194(7) 0.146(4) Uani 1 1 d . . . H16A H 0.0658 -0.2798 0.3903 0.176 Uiso 1 1 calc R . . H16B H 0.0454 -0.2891 0.4648 0.176 Uiso 1 1 calc R . . C17 C -0.0030(4) -0.2455(9) 0.3670(7) 0.163(4) Uani 1 1 d . . . H17A H -0.0217 -0.2089 0.3930 0.195 Uiso 1 1 calc R . . H17B H -0.0020 -0.2160 0.3179 0.195 Uiso 1 1 calc R . . C18 C -0.0268(9) -0.3270(14) 0.3467(13) 0.273(11) Uani 1 1 d . . . C19 C 0.1627(3) 0.2905(8) 0.6116(4) 0.103(3) Uani 1 1 d . . . H19 H 0.1503 0.2698 0.6525 0.124 Uiso 1 1 calc R . . C20 C 0.1796(3) 0.3753(8) 0.6162(5) 0.122(3) Uani 1 1 d . . . H20 H 0.1790 0.4111 0.6595 0.146 Uiso 1 1 calc R . . C21 C 0.1972(3) 0.4058(8) 0.5572(6) 0.117(3) Uani 1 1 d . . . C22 C 0.1976(3) 0.3504(8) 0.4961(5) 0.109(3) Uani 1 1 d . . . H22 H 0.2098 0.3703 0.4550 0.130 Uiso 1 1 calc R . . C23 C 0.1809(2) 0.2680(7) 0.4930(4) 0.093(3) Uani 1 1 d . . . C24 C 0.1803(2) 0.2060(7) 0.4313(4) 0.094(3) Uani 1 1 d . . . C25 C 0.1964(2) 0.2234(7) 0.3643(5) 0.109(3) Uani 1 1 d . . . H25 H 0.2086 0.2789 0.3584 0.131 Uiso 1 1 calc R . . C26 C 0.1945(3) 0.1610(8) 0.3076(5) 0.113(3) Uani 1 1 d . . . C27 C 0.1768(3) 0.0830(7) 0.3183(4) 0.110(3) Uani 1 1 d . . . H27 H 0.1753 0.0383 0.2808 0.132 Uiso 1 1 calc R . . C28 C 0.1607(2) 0.0675(6) 0.3847(4) 0.099(2) Uani 1 1 d . . . H28 H 0.1480 0.0123 0.3904 0.119 Uiso 1 1 calc R . . C29 C 0.2161(4) 0.4983(8) 0.5607(6) 0.155(4) Uani 1 1 d . . . H29A H 0.2236 0.5194 0.6157 0.186 Uiso 1 1 calc R . . H29B H 0.2459 0.4980 0.5451 0.186 Uiso 1 1 calc R . . C30 C 0.1814(5) 0.5604(9) 0.5073(7) 0.191(6) Uani 1 1 d . . . H30A H 0.1991 0.6141 0.5049 0.229 Uiso 1 1 calc R . . H30B H 0.1731 0.5350 0.4538 0.229 Uiso 1 1 calc R . . C31 C 0.1414(10) 0.5839(17) 0.521(3) 0.62(4) Uani 1 1 d . . . C32 C 0.2101(3) 0.1760(7) 0.2327(5) 0.133(4) Uani 1 1 d . . . H32A H 0.2331 0.1305 0.2298 0.160 Uiso 1 1 calc R . . H32B H 0.1822 0.1687 0.1865 0.160 Uiso 1 1 calc R . . C33 C 0.2301(3) 0.2553(8) 0.2268(5) 0.149(4) Uani 1 1 d . . . H33A H 0.2563 0.2664 0.2749 0.179 Uiso 1 1 calc R . . H33B H 0.2062 0.3013 0.2222 0.179 Uiso 1 1 calc R . . C34 C 0.2494(4) 0.2575(9) 0.1531(6) 0.140(4) Uani 1 1 d . . . C35 C -0.0765(5) 0.4263(9) 0.1425(8) 0.227(7) Uani 1 1 d . . . H35A H -0.1012 0.4579 0.1581 0.340 Uiso 1 1 d R . . H35B H -0.0808 0.4341 0.0859 0.340 Uiso 1 1 d R . . H35C H -0.0455 0.4483 0.1721 0.340 Uiso 1 1 d R . . C36 C -0.0963(7) -0.3919(13) 0.2434(11) 0.363(15) Uani 1 1 d . . . H36A H -0.1096 -0.4210 0.2815 0.544 Uiso 1 1 d R . . H36B H -0.0791 -0.4339 0.2204 0.544 Uiso 1 1 d R . . H36C H -0.1218 -0.3663 0.2016 0.544 Uiso 1 1 d R . . C37 C 0.0666(7) 0.5300(13) 0.5628(11) 0.344(14) Uani 1 1 d . . . H37A H 0.0732 0.5600 0.6135 0.517 Uiso 1 1 d R . . H37B H 0.0581 0.4699 0.5694 0.517 Uiso 1 1 d R . . H37C H 0.0404 0.5586 0.5245 0.517 Uiso 1 1 d R . . C38 C 0.3107(3) 0.3009(9) 0.1092(6) 0.190(6) Uani 1 1 d . . . H38A H 0.3256 0.2449 0.1062 0.286 Uiso 1 1 d R . . H38B H 0.3348 0.3463 0.1202 0.286 Uiso 1 1 d R . . H38C H 0.2871 0.3129 0.0590 0.286 Uiso 1 1 d R . . N1 N 0.11565(18) 0.1025(4) 0.6358(3) 0.0918(19) Uani 1 1 d . . . N2 N 0.2044(2) 0.0709(5) 0.6003(3) 0.095(2) Uani 1 1 d . . . N3 N 0.0716(2) 0.1428(6) 0.4739(3) 0.0864(19) Uani 1 1 d . . . N4 N 0.1110(2) -0.0072(5) 0.5062(3) 0.0842(18) Uani 1 1 d . . . N5 N 0.16304(19) 0.2371(4) 0.5518(4) 0.0915(18) Uani 1 1 d . . . N6 N 0.16238(19) 0.1275(5) 0.4408(3) 0.0896(19) Uani 1 1 d . . . O1 O -0.0553(4) 0.3553(6) 0.2867(5) 0.195(4) Uani 1 1 d . . . O2 O -0.0799(3) 0.3327(7) 0.1600(4) 0.175(3) Uani 1 1 d . . . O3 O -0.0092(7) -0.3926(10) 0.3669(15) 0.450(15) Uani 1 1 d . . . O4 O -0.0633(5) -0.3266(8) 0.2830(8) 0.264(5) Uani 1 1 d . . . O5 O 0.1347(5) 0.6277(12) 0.5896(9) 0.354(9) Uani 1 1 d . . . O6 O 0.1119(5) 0.5327(9) 0.5319(8) 0.271(6) Uani 1 1 d . . . O7 O 0.2290(2) 0.2280(7) 0.0901(4) 0.199(4) Uani 1 1 d . . . O8 O 0.2888(3) 0.2989(6) 0.1686(4) 0.182(4) Uani 1 1 d . . . Ru1 Ru 0.138801(17) 0.11162(5) 0.53708(3) 0.0874(3) Uani 1 1 d . . . S1 S 0.07542(7) 0.07525(18) 0.75847(11) 0.1137(8) Uani 1 1 d . . . S2 S 0.29386(7) 0.0205(2) 0.69271(15) 0.1489(12) Uani 1 1 d . . . 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 C1 0.071(4) 0.126(7) 0.051(4) -0.004(4) 0.007(3) -0.005(4) C2 0.096(5) 0.131(8) 0.062(5) 0.020(5) 0.010(4) -0.016(5) C3 0.101(6) 0.112(8) 0.069(5) 0.004(5) 0.010(4) 0.020(6) C4 0.099(5) 0.134(9) 0.078(5) 0.010(5) 0.016(4) 0.025(6) C5 0.084(5) 0.151(9) 0.060(5) -0.004(5) 0.016(4) -0.013(6) C6 0.086(5) 0.136(9) 0.053(4) 0.006(4) 0.017(4) 0.004(5) C7 0.090(5) 0.132(8) 0.050(4) 0.006(5) 0.028(4) 0.016(6) C8 0.079(5) 0.127(9) 0.051(4) -0.011(5) 0.027(4) -0.024(6) C9 0.101(5) 0.129(9) 0.070(5) 0.010(5) 0.038(4) 0.008(7) C10 0.124(7) 0.117(9) 0.077(6) -0.003(6) 0.050(5) -0.010(7) C11 0.107(6) 0.138(10) 0.067(5) 0.014(5) 0.032(5) 0.022(6) C12 0.092(5) 0.131(9) 0.065(5) -0.003(6) 0.027(4) -0.007(7) C13 0.089(5) 0.177(10) 0.078(6) 0.012(5) 0.006(4) -0.003(6) C14 0.091(5) 0.171(11) 0.085(7) 0.001(6) -0.003(4) 0.001(7) C15 0.145(8) 0.184(15) 0.070(8) 0.001(8) 0.012(6) 0.021(9) C16 0.132(8) 0.173(13) 0.133(8) -0.003(8) 0.034(7) 0.010(8) C17 0.195(12) 0.138(12) 0.139(9) -0.010(8) 0.022(8) -0.013(10) C18 0.33(3) 0.129(18) 0.26(2) -0.068(15) -0.082(17) 0.017(18) C19 0.087(5) 0.151(9) 0.063(5) 0.000(6) 0.006(4) 0.008(6) C20 0.114(6) 0.151(10) 0.081(6) -0.011(6) -0.004(5) -0.008(7) C21 0.107(6) 0.151(11) 0.077(7) 0.012(6) -0.003(5) -0.023(6) C22 0.085(5) 0.162(10) 0.067(6) 0.009(6) 0.000(4) -0.009(6) C23 0.069(4) 0.131(9) 0.071(6) 0.018(5) 0.008(4) -0.017(5) C24 0.076(4) 0.147(9) 0.055(5) -0.001(5) 0.012(4) 0.003(5) C25 0.082(4) 0.171(10) 0.069(5) 0.027(6) 0.014(4) -0.006(5) C26 0.100(5) 0.182(11) 0.060(5) -0.004(6) 0.026(4) -0.002(6) C27 0.102(5) 0.167(10) 0.064(5) 0.003(5) 0.028(4) -0.001(6) C28 0.096(5) 0.148(8) 0.054(5) 0.005(5) 0.022(4) 0.005(5) C29 0.142(8) 0.156(12) 0.134(9) 0.011(8) -0.014(6) -0.023(8) C30 0.261(15) 0.139(11) 0.126(9) 0.006(8) -0.023(10) -0.055(12) C31 0.44(4) 0.32(3) 1.33(11) -0.52(5) 0.65(6) -0.29(3) C32 0.121(6) 0.188(11) 0.096(6) 0.023(7) 0.040(5) -0.031(7) C33 0.138(7) 0.224(14) 0.093(7) 0.018(8) 0.045(6) 0.004(8) C34 0.122(7) 0.241(13) 0.064(6) 0.016(7) 0.037(5) -0.017(8) C35 0.338(19) 0.141(12) 0.206(14) 0.064(11) 0.083(13) 0.043(13) C36 0.42(3) 0.38(3) 0.35(2) -0.24(2) 0.22(2) -0.31(2) C37 0.39(3) 0.41(3) 0.33(2) 0.10(2) 0.26(2) 0.20(2) C38 0.168(9) 0.304(17) 0.132(8) -0.073(9) 0.095(7) -0.100(10) N1 0.086(3) 0.132(6) 0.056(4) 0.001(3) 0.019(3) -0.009(4) N2 0.086(4) 0.142(6) 0.054(4) 0.011(3) 0.015(3) -0.004(4) N3 0.083(4) 0.125(7) 0.052(3) -0.009(4) 0.020(3) -0.011(5) N4 0.081(4) 0.123(6) 0.048(3) 0.008(3) 0.017(3) 0.014(4) N5 0.089(4) 0.118(6) 0.060(4) -0.002(4) 0.007(3) -0.007(4) N6 0.079(3) 0.131(7) 0.054(4) 0.003(4) 0.012(3) -0.004(4) O1 0.275(10) 0.186(9) 0.100(6) 0.005(5) 0.013(6) 0.014(7) O2 0.198(7) 0.222(10) 0.100(6) 0.017(6) 0.032(5) 0.035(7) O3 0.34(2) 0.159(15) 0.72(4) -0.041(18) -0.07(2) -0.043(14) O4 0.322(13) 0.199(12) 0.224(11) -0.018(9) 0.001(10) -0.081(11) O5 0.272(14) 0.41(2) 0.297(17) -0.089(15) -0.056(12) -0.050(14) O6 0.307(14) 0.273(16) 0.279(13) -0.002(11) 0.156(12) 0.087(12) O7 0.165(6) 0.359(12) 0.075(5) -0.004(6) 0.035(4) -0.117(7) O8 0.148(5) 0.306(11) 0.105(5) -0.058(6) 0.059(4) -0.082(6) Ru1 0.0782(3) 0.1368(6) 0.0458(3) 0.0039(3) 0.0153(2) 0.0002(4) S1 0.1013(12) 0.182(3) 0.0639(12) 0.0016(12) 0.0338(10) -0.0132(14) S2 0.0942(13) 0.218(3) 0.1131(18) 0.0641(19) -0.0064(12) -0.0132(17) _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 C1 N1 1.164(8) . ? C1 S1 1.617(7) . ? C2 N2 1.155(8) . ? C2 S2 1.643(8) . ? C3 N3 1.339(9) . ? C3 C4 1.380(9) . ? C3 H3 0.9500 . ? C4 C5 1.385(11) . ? C4 H4 0.9500 . ? C5 C6 1.374(11) . ? C5 C13 1.518(9) . ? C6 C7 1.402(10) . ? C6 H6 0.9500 . ? C7 N3 1.345(10) . ? C7 C8 1.447(10) . ? C8 C9 1.367(10) . ? C8 N4 1.370(8) . ? C9 C10 1.398(11) . ? C9 H9 0.9500 . ? C10 C11 1.408(11) . ? C10 C16 1.540(13) . ? C11 C12 1.356(11) . ? C11 H11 0.9500 . ? C12 N4 1.319(10) . ? C12 H12 0.9500 . ? C13 C14 1.508(10) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.496(15) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O1 1.160(12) . ? C15 O2 1.358(12) . ? C16 C17 1.474(12) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.44(2) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 O3 1.15(2) . ? C18 O4 1.321(19) . ? C19 N5 1.345(10) . ? C19 C20 1.399(12) . ? C19 H19 0.9500 . ? C20 C21 1.371(12) . ? C20 H20 0.9500 . ? C21 C22 1.383(12) . ? C21 C29 1.533(13) . ? C22 C23 1.364(11) . ? C22 H22 0.9500 . ? C23 N5 1.375(9) . ? C23 C24 1.450(11) . ? C24 N6 1.355(10) . ? C24 C25 1.419(9) . ? C25 C26 1.382(12) . ? C25 H25 0.9500 . ? C26 C27 1.351(12) . ? C26 C32 1.537(11) . ? C27 C28 1.405(10) . ? C27 H27 0.9500 . ? C28 N6 1.349(9) . ? C28 H28 0.9500 . ? C29 C30 1.523(14) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.32(2) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 O6 1.23(2) . ? C31 O5 1.46(3) . ? C32 C33 1.381(12) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.560(11) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 O7 1.198(11) . ? C34 O8 1.287(11) . ? C35 O2 1.490(13) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 O4 1.442(15) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 O6 1.580(17) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 O8 1.379(9) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? N1 Ru1 2.049(6) . ? N2 Ru1 2.045(6) . ? N3 Ru1 2.042(6) . ? N4 Ru1 2.027(7) . ? N5 Ru1 2.062(7) . ? N6 Ru1 2.026(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 S1 178.9(8) . . ? N2 C2 S2 176.0(8) . . ? N3 C3 C4 121.9(9) . . ? N3 C3 H3 119.1 . . ? C4 C3 H3 119.1 . . ? C3 C4 C5 121.3(9) . . ? C3 C4 H4 119.3 . . ? C5 C4 H4 119.3 . . ? C6 C5 C4 117.0(7) . . ? C6 C5 C13 121.9(9) . . ? C4 C5 C13 121.2(10) . . ? C5 C6 C7 119.3(9) . . ? C5 C6 H6 120.3 . . ? C7 C6 H6 120.3 . . ? N3 C7 C6 122.9(9) . . ? N3 C7 C8 115.3(7) . . ? C6 C7 C8 121.8(9) . . ? C9 C8 N4 120.4(10) . . ? C9 C8 C7 125.1(8) . . ? N4 C8 C7 114.5(8) . . ? C8 C9 C10 121.6(9) . . ? C8 C9 H9 119.2 . . ? C10 C9 H9 119.2 . . ? C9 C10 C11 116.7(10) . . ? C9 C10 C16 123.8(9) . . ? C11 C10 C16 119.5(11) . . ? C12 C11 C10 118.1(10) . . ? C12 C11 H11 121.0 . . ? C10 C11 H11 121.0 . . ? N4 C12 C11 125.5(8) . . ? N4 C12 H12 117.2 . . ? C11 C12 H12 117.2 . . ? C14 C13 C5 111.2(6) . . ? C14 C13 H13A 109.4 . . ? C5 C13 H13A 109.4 . . ? C14 C13 H13B 109.4 . . ? C5 C13 H13B 109.4 . . ? H13A C13 H13B 108.0 . . ? C15 C14 C13 112.9(9) . . ? C15 C14 H14A 109.0 . . ? C13 C14 H14A 109.0 . . ? C15 C14 H14B 109.0 . . ? C13 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? O1 C15 O2 119.7(15) . . ? O1 C15 C14 126.5(12) . . ? O2 C15 C14 113.8(11) . . ? C17 C16 C10 113.7(10) . . ? C17 C16 H16A 108.8 . . ? C10 C16 H16A 108.8 . . ? C17 C16 H16B 108.8 . . ? C10 C16 H16B 108.8 . . ? H16A C16 H16B 107.7 . . ? C18 C17 C16 114.8(14) . . ? C18 C17 H17A 108.6 . . ? C16 C17 H17A 108.6 . . ? C18 C17 H17B 108.6 . . ? C16 C17 H17B 108.6 . . ? H17A C17 H17B 107.5 . . ? O3 C18 O4 117(2) . . ? O3 C18 C17 123(2) . . ? O4 C18 C17 115.6(19) . . ? N5 C19 C20 122.7(8) . . ? N5 C19 H19 118.6 . . ? C20 C19 H19 118.6 . . ? C21 C20 C19 119.0(10) . . ? C21 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? C20 C21 C22 117.9(11) . . ? C20 C21 C29 120.2(11) . . ? C22 C21 C29 121.9(10) . . ? C23 C22 C21 122.0(9) . . ? C23 C22 H22 119.0 . . ? C21 C22 H22 119.0 . . ? C22 C23 N5 120.4(8) . . ? C22 C23 C24 125.3(8) . . ? N5 C23 C24 114.3(9) . . ? N6 C24 C25 120.5(8) . . ? N6 C24 C23 115.1(7) . . ? C25 C24 C23 124.4(10) . . ? C26 C25 C24 121.2(9) . . ? C26 C25 H25 119.4 . . ? C24 C25 H25 119.4 . . ? C27 C26 C25 117.5(8) . . ? C27 C26 C32 118.5(9) . . ? C25 C26 C32 124.0(10) . . ? C26 C27 C28 120.3(9) . . ? C26 C27 H27 119.8 . . ? C28 C27 H27 119.8 . . ? N6 C28 C27 123.0(9) . . ? N6 C28 H28 118.5 . . ? C27 C28 H28 118.5 . . ? C30 C29 C21 112.9(8) . . ? C30 C29 H29A 109.0 . . ? C21 C29 H29A 109.0 . . ? C30 C29 H29B 109.0 . . ? C21 C29 H29B 109.0 . . ? H29A C29 H29B 107.8 . . ? C31 C30 C29 123(2) . . ? C31 C30 H30A 106.6 . . ? C29 C30 H30A 106.6 . . ? C31 C30 H30B 106.6 . . ? C29 C30 H30B 106.6 . . ? H30A C30 H30B 106.5 . . ? O6 C31 C30 124(2) . . ? O6 C31 O5 84(2) . . ? C30 C31 O5 128(3) . . ? C33 C32 C26 116.0(9) . . ? C33 C32 H32A 108.3 . . ? C26 C32 H32A 108.3 . . ? C33 C32 H32B 108.3 . . ? C26 C32 H32B 108.3 . . ? H32A C32 H32B 107.4 . . ? C32 C33 C34 110.3(10) . . ? C32 C33 H33A 109.6 . . ? C34 C33 H33A 109.6 . . ? C32 C33 H33B 109.6 . . ? C34 C33 H33B 109.6 . . ? H33A C33 H33B 108.1 . . ? O7 C34 O8 125.1(8) . . ? O7 C34 C33 124.2(10) . . ? O8 C34 C33 110.6(9) . . ? O2 C35 H35A 109.2 . . ? O2 C35 H35B 109.6 . . ? H35A C35 H35B 109.5 . . ? O2 C35 H35C 109.6 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? O4 C36 H36A 109.6 . . ? O4 C36 H36B 108.0 . . ? H36A C36 H36B 109.5 . . ? O4 C36 H36C 110.8 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? O6 C37 H37A 109.6 . . ? O6 C37 H37B 109.7 . . ? H37A C37 H37B 109.5 . . ? O6 C37 H37C 109.2 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O8 C38 H38A 109.6 . . ? O8 C38 H38B 109.6 . . ? H38A C38 H38B 109.5 . . ? O8 C38 H38C 109.3 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C1 N1 Ru1 172.4(6) . . ? C2 N2 Ru1 177.3(6) . . ? C3 N3 C7 117.4(7) . . ? C3 N3 Ru1 127.0(6) . . ? C7 N3 Ru1 115.5(6) . . ? C12 N4 C8 117.7(8) . . ? C12 N4 Ru1 126.8(6) . . ? C8 N4 Ru1 115.5(7) . . ? C19 N5 C23 118.0(8) . . ? C19 N5 Ru1 126.8(6) . . ? C23 N5 Ru1 115.1(6) . . ? C28 N6 C24 117.5(7) . . ? C28 N6 Ru1 125.7(6) . . ? C24 N6 Ru1 116.8(5) . . ? C15 O2 C35 119.5(11) . . ? C18 O4 C36 133.5(18) . . ? C31 O6 C37 140.9(17) . . ? C34 O8 C38 115.9(7) . . ? N6 Ru1 N4 95.3(3) . . ? N6 Ru1 N3 91.2(2) . . ? N4 Ru1 N3 79.0(3) . . ? N6 Ru1 N2 90.1(2) . . ? N4 Ru1 N2 96.7(3) . . ? N3 Ru1 N2 175.7(3) . . ? N6 Ru1 N1 176.9(3) . . ? N4 Ru1 N1 87.7(2) . . ? N3 Ru1 N1 88.7(2) . . ? N2 Ru1 N1 90.2(2) . . ? N6 Ru1 N5 78.6(3) . . ? N4 Ru1 N5 171.8(2) . . ? N3 Ru1 N5 95.5(3) . . ? N2 Ru1 N5 88.8(2) . . ? N1 Ru1 N5 98.3(3) . . ? 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 N3 C3 C4 C5 -0.5(11) . . . . ? C3 C4 C5 C6 1.6(11) . . . . ? C3 C4 C5 C13 -178.2(6) . . . . ? C4 C5 C6 C7 0.2(10) . . . . ? C13 C5 C6 C7 180.0(6) . . . . ? C5 C6 C7 N3 -3.4(10) . . . . ? C5 C6 C7 C8 178.1(6) . . . . ? N3 C7 C8 C9 -179.2(6) . . . . ? C6 C7 C8 C9 -0.6(10) . . . . ? N3 C7 C8 N4 0.5(8) . . . . ? C6 C7 C8 N4 179.1(5) . . . . ? N4 C8 C9 C10 1.4(10) . . . . ? C7 C8 C9 C10 -178.9(6) . . . . ? C8 C9 C10 C11 -0.1(10) . . . . ? C8 C9 C10 C16 -178.5(7) . . . . ? C9 C10 C11 C12 -0.7(10) . . . . ? C16 C10 C11 C12 177.9(7) . . . . ? C10 C11 C12 N4 0.2(11) . . . . ? C6 C5 C13 C14 -97.1(10) . . . . ? C4 C5 C13 C14 82.6(10) . . . . ? C5 C13 C14 C15 -89.7(10) . . . . ? C13 C14 C15 O1 16.5(16) . . . . ? C13 C14 C15 O2 -161.6(7) . . . . ? C9 C10 C16 C17 -1.7(12) . . . . ? C11 C10 C16 C17 179.9(8) . . . . ? C10 C16 C17 C18 -170.9(14) . . . . ? C16 C17 C18 O3 -3(4) . . . . ? C16 C17 C18 O4 -160.0(16) . . . . ? N5 C19 C20 C21 0.4(12) . . . . ? C19 C20 C21 C22 -0.6(12) . . . . ? C19 C20 C21 C29 -179.8(8) . . . . ? C20 C21 C22 C23 0.5(12) . . . . ? C29 C21 C22 C23 179.7(8) . . . . ? C21 C22 C23 N5 -0.2(11) . . . . ? C21 C22 C23 C24 -179.8(7) . . . . ? C22 C23 C24 N6 179.5(7) . . . . ? N5 C23 C24 N6 -0.1(9) . . . . ? C22 C23 C24 C25 -1.1(11) . . . . ? N5 C23 C24 C25 179.3(6) . . . . ? N6 C24 C25 C26 -0.4(10) . . . . ? C23 C24 C25 C26 -179.8(7) . . . . ? C24 C25 C26 C27 0.0(12) . . . . ? C24 C25 C26 C32 178.4(7) . . . . ? C25 C26 C27 C28 0.6(12) . . . . ? C32 C26 C27 C28 -177.9(7) . . . . ? C26 C27 C28 N6 -0.9(12) . . . . ? C20 C21 C29 C30 -101.6(12) . . . . ? C22 C21 C29 C30 79.2(13) . . . . ? C21 C29 C30 C31 68.6(19) . . . . ? C29 C30 C31 O6 -52(5) . . . . ? C29 C30 C31 O5 59(4) . . . . ? C27 C26 C32 C33 -176.8(9) . . . . ? C25 C26 C32 C33 4.9(13) . . . . ? C26 C32 C33 C34 173.5(7) . . . . ? C32 C33 C34 O7 41.9(16) . . . . ? C32 C33 C34 O8 -141.3(10) . . . . ? S1 C1 N1 Ru1 -102(41) . . . . ? S2 C2 N2 Ru1 -115(14) . . . . ? C4 C3 N3 C7 -2.5(10) . . . . ? C4 C3 N3 Ru1 178.0(5) . . . . ? C6 C7 N3 C3 4.5(10) . . . . ? C8 C7 N3 C3 -176.9(5) . . . . ? C6 C7 N3 Ru1 -176.0(5) . . . . ? C8 C7 N3 Ru1 2.6(7) . . . . ? C11 C12 N4 C8 1.1(10) . . . . ? C11 C12 N4 Ru1 -176.9(5) . . . . ? C9 C8 N4 C12 -1.9(9) . . . . ? C7 C8 N4 C12 178.4(6) . . . . ? C9 C8 N4 Ru1 176.4(5) . . . . ? C7 C8 N4 Ru1 -3.4(6) . . . . ? C20 C19 N5 C23 -0.1(10) . . . . ? C20 C19 N5 Ru1 -179.5(6) . . . . ? C22 C23 N5 C19 -0.1(10) . . . . ? C24 C23 N5 C19 179.6(6) . . . . ? C22 C23 N5 Ru1 179.4(5) . . . . ? C24 C23 N5 Ru1 -1.0(7) . . . . ? C27 C28 N6 C24 0.5(10) . . . . ? C27 C28 N6 Ru1 178.7(5) . . . . ? C25 C24 N6 C28 0.1(10) . . . . ? C23 C24 N6 C28 179.6(6) . . . . ? C25 C24 N6 Ru1 -178.2(4) . . . . ? C23 C24 N6 Ru1 1.2(8) . . . . ? O1 C15 O2 C35 3.8(17) . . . . ? C14 C15 O2 C35 -177.9(10) . . . . ? O3 C18 O4 C36 22(4) . . . . ? C17 C18 O4 C36 -179.3(15) . . . . ? C30 C31 O6 C37 166(2) . . . . ? O5 C31 O6 C37 33(5) . . . . ? O7 C34 O8 C38 -6.8(19) . . . . ? C33 C34 O8 C38 176.4(10) . . . . ? C28 N6 Ru1 N4 -5.1(6) . . . . ? C24 N6 Ru1 N4 173.1(5) . . . . ? C28 N6 Ru1 N3 -84.2(6) . . . . ? C24 N6 Ru1 N3 94.0(5) . . . . ? C28 N6 Ru1 N2 91.7(6) . . . . ? C24 N6 Ru1 N2 -90.1(5) . . . . ? C28 N6 Ru1 N1 -173(4) . . . . ? C24 N6 Ru1 N1 5(4) . . . . ? C28 N6 Ru1 N5 -179.5(6) . . . . ? C24 N6 Ru1 N5 -1.3(5) . . . . ? C12 N4 Ru1 N6 91.4(5) . . . . ? C8 N4 Ru1 N6 -86.6(4) . . . . ? C12 N4 Ru1 N3 -178.4(6) . . . . ? C8 N4 Ru1 N3 3.6(4) . . . . ? C12 N4 Ru1 N2 0.7(6) . . . . ? C8 N4 Ru1 N2 -177.3(4) . . . . ? C12 N4 Ru1 N1 -89.2(5) . . . . ? C8 N4 Ru1 N1 92.8(4) . . . . ? C12 N4 Ru1 N5 133.4(16) . . . . ? C8 N4 Ru1 N5 -44.6(18) . . . . ? C3 N3 Ru1 N6 -88.8(6) . . . . ? C7 N3 Ru1 N6 91.8(5) . . . . ? C3 N3 Ru1 N4 176.1(6) . . . . ? C7 N3 Ru1 N4 -3.4(4) . . . . ? C3 N3 Ru1 N2 164(2) . . . . ? C7 N3 Ru1 N2 -15(3) . . . . ? C3 N3 Ru1 N1 88.1(6) . . . . ? C7 N3 Ru1 N1 -91.3(5) . . . . ? C3 N3 Ru1 N5 -10.1(6) . . . . ? C7 N3 Ru1 N5 170.5(5) . . . . ? C2 N2 Ru1 N6 -176(100) . . . . ? C2 N2 Ru1 N4 -80(16) . . . . ? C2 N2 Ru1 N3 -68(17) . . . . ? C2 N2 Ru1 N1 7(16) . . . . ? C2 N2 Ru1 N5 106(16) . . . . ? C1 N1 Ru1 N6 148(4) . . . . ? C1 N1 Ru1 N4 -20(5) . . . . ? C1 N1 Ru1 N3 59(5) . . . . ? C1 N1 Ru1 N2 -117(5) . . . . ? C1 N1 Ru1 N5 154(5) . . . . ? C19 N5 Ru1 N6 -179.4(6) . . . . ? C23 N5 Ru1 N6 1.2(4) . . . . ? C19 N5 Ru1 N4 137.8(15) . . . . ? C23 N5 Ru1 N4 -41.6(19) . . . . ? C19 N5 Ru1 N3 90.5(6) . . . . ? C23 N5 Ru1 N3 -88.9(5) . . . . ? C19 N5 Ru1 N2 -89.1(6) . . . . ? C23 N5 Ru1 N2 91.5(5) . . . . ? C19 N5 Ru1 N1 1.0(6) . . . . ? C23 N5 Ru1 N1 -178.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.837 _diffrn_reflns_theta_full 63.68 _diffrn_measured_fraction_theta_full 0.837 _refine_diff_density_max 0.339 _refine_diff_density_min -0.275 _refine_diff_density_rms 0.060