# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Reyes Jimenez-Aparicio' _publ_contact_author_email reyesja@quim.ucm.es loop_ _publ_author_name 'Reyes Jimenez-Aparicio' 'Patricia Delgado' 'Rodrigo Gonzalez-Prieto' 'Josefina Perles' 'Jose Priego' 'M. Rosario Torres' data_pdm41 _database_code_depnum_ccdc_archive 'CCDC 869002' #TrackingRef '- cif_1to6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cl N4 O4 Ru2' _chemical_melting_point ? _exptl_crystal_description needle _exptl_crystal_colour brown _diffrn_ambient_temperature 296(2) _chemical_formula_weight 774.21 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' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I -4' _symmetry_int_tables_number 82 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'y, -x, -z' '-y, x, -z' '-x, -y, z' 'x+1/2, y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' '-x+1/2, -y+1/2, z+1/2' _cell_length_a 14.1752(11) _cell_length_b 14.1752(11) _cell_length_c 7.4478(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1496.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3396 _cell_measurement_theta_min 2.8740 _cell_measurement_theta_max 28.4023 _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.718 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 778 _exptl_absorpt_coefficient_mu 1.143 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6272 _exptl_absorpt_correction_T_max 0.9243 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 5927 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 28.81 _reflns_number_total 1766 _reflns_number_gt 1519 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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. Compound 1 was also solved in the I4/m space group in order to test the possible existence of a mirror plane passing through the middle point of the Ru-Ru axis and normal to this direction. This space group would mean the random orientation of the amidato groups, and thus the linear chains would contain a mixture of the isomers described in scheme 1. Although the difference between the electron density of oxygen and nitrogen atoms is small, the quality of the data and the hydrogen atom present in the amidato group allowed us to clearly identify the positions occupied by O and N atoms and therefore, the orientation of the ligands. As a consequence, the mirror plane is not present due to the asymmetry of the ligand, and the resulting space group for compound 1 is I-4. ; _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^)+(0.1000P)^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 refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.25(11) _refine_ls_number_reflns 1766 _refine_ls_number_parameters 87 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0340 _refine_ls_R_factor_gt 0.0272 _refine_ls_wR_factor_ref 0.0648 _refine_ls_wR_factor_gt 0.0626 _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_restrained_S_all 0.977 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.002 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 C2 C 0.76409(10) 0.12996(12) 0.2487(11) 0.0309(6) Uani 1 1 d G . . C3 C 0.84768(13) 0.07898(10) 0.2382(12) 0.0660(14) Uani 1 1 d G . . H4 H 0.8460 0.0135 0.2301 0.079 Uiso 1 1 calc R . . C4 C 0.93382(10) 0.12582(14) 0.2399(15) 0.0796(17) Uani 1 1 d G . . H5 H 0.9897 0.0917 0.2329 0.096 Uiso 1 1 calc R . . C5 C 0.93638(10) 0.22364(14) 0.2520(15) 0.0648(13) Uani 1 1 d G . . H6 H 0.9940 0.2550 0.2531 0.078 Uiso 1 1 calc R . . C6 C 0.85279(14) 0.27462(10) 0.2624(12) 0.0436(10) Uani 1 1 d G . . H7 H 0.8545 0.3401 0.2705 0.052 Uiso 1 1 calc R . . C7 C 0.76665(11) 0.22778(12) 0.2608(10) 0.0315(8) Uani 1 1 d G . . Ru1 Ru 0.5000 0.0000 0.40421(3) 0.01947(10) Uani 1 2 d S . . Cl1 Cl 0.5000 0.0000 0.7500 0.0339(3) Uani 1 4 d S . . N1 N 0.6287(4) 0.0582(5) 0.1037(16) 0.0277(12) Uani 1 1 d . . . H1 H 0.6572 0.0699 0.0041 0.033 Uiso 1 1 calc R . . O1 O 0.6344(4) 0.0585(4) 0.4052(13) 0.0271(11) Uani 1 1 d . . . C1 C 0.67129(18) 0.07913(17) 0.2550(14) 0.0255(6) Uani 1 1 d . . . C8 C 0.6766(2) 0.2857(2) 0.2459(19) 0.0547(10) Uani 1 1 d . . . H8A H 0.6907 0.3458 0.1929 0.082 Uiso 1 1 calc R . . H8B H 0.6503 0.2950 0.3633 0.082 Uiso 1 1 calc R . . H8C H 0.6319 0.2528 0.1719 0.082 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 C2 0.0253(13) 0.0299(13) 0.0375(14) -0.002(5) 0.014(4) -0.0054(11) C3 0.0287(15) 0.0356(18) 0.134(4) 0.035(5) -0.004(5) -0.0027(14) C4 0.0230(16) 0.053(2) 0.163(5) 0.004(9) -0.011(7) -0.0015(15) C5 0.0316(16) 0.055(2) 0.108(3) 0.035(6) 0.001(6) -0.0166(17) C6 0.0412(16) 0.0359(15) 0.054(3) 0.011(3) -0.002(4) -0.0163(13) C7 0.0328(13) 0.0294(13) 0.032(2) -0.010(3) 0.004(3) -0.0068(11) Ru1 0.0226(5) 0.0193(5) 0.01650(14) 0.000 0.000 -0.0023(5) Cl1 0.0427(4) 0.0427(4) 0.0164(5) 0.000 0.000 0.000 N1 0.022(3) 0.042(4) 0.019(2) 0.003(3) 0.000(3) -0.001(2) O1 0.025(3) 0.030(3) 0.026(2) 0.001(3) -0.006(2) -0.0103(19) C1 0.0223(12) 0.0207(11) 0.0335(16) 0.001(4) -0.016(4) -0.0011(10) C8 0.0432(18) 0.0335(16) 0.087(3) -0.010(7) 0.011(7) 0.0015(14) _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 C2 C3 1.3900 . ? C2 C7 1.3900 . ? C2 C1 1.501(3) . ? C3 C4 1.3900 . ? C3 H4 0.9300 . ? C4 C5 1.3900 . ? C4 H5 0.9300 . ? C5 C6 1.3900 . ? C5 H6 0.9300 . ? C6 C7 1.3900 . ? C6 H7 0.9300 . ? C7 C8 1.522(4) . ? Ru1 N1 2.004(6) 7_545 ? Ru1 N1 2.004(6) 6 ? Ru1 O1 2.078(5) 4_655 ? Ru1 O1 2.078(5) . ? Ru1 Ru1 2.2971(5) 6 ? Ru1 Cl1 2.5754(3) . ? Cl1 Ru1 2.5754(3) 6_556 ? N1 C1 1.312(12) . ? N1 Ru1 2.004(6) 6 ? N1 H1 0.8600 . ? O1 C1 1.269(12) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 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 C3 C2 C7 120.0 . . ? C3 C2 C1 119.96(14) . . ? C7 C2 C1 119.99(15) . . ? C4 C3 C2 120.0 . . ? C4 C3 H4 120.0 . . ? C2 C3 H4 120.0 . . ? C3 C4 C5 120.0 . . ? C3 C4 H5 120.0 . . ? C5 C4 H5 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 H6 120.0 . . ? C6 C5 H6 120.0 . . ? C5 C6 C7 120.0 . . ? C5 C6 H7 120.0 . . ? C7 C6 H7 120.0 . . ? C6 C7 C2 120.0 . . ? C6 C7 C8 118.69(16) . . ? C2 C7 C8 120.75(18) . . ? N1 Ru1 N1 176.6(7) 7_545 6 ? N1 Ru1 O1 89.2(3) 7_545 4_655 ? N1 Ru1 O1 90.8(3) 6 4_655 ? N1 Ru1 O1 90.8(3) 7_545 . ? N1 Ru1 O1 89.2(3) 6 . ? O1 Ru1 O1 179.6(5) 4_655 . ? N1 Ru1 Ru1 88.3(3) 7_545 6 ? N1 Ru1 Ru1 88.3(3) 6 6 ? O1 Ru1 Ru1 90.2(3) 4_655 6 ? O1 Ru1 Ru1 90.2(3) . 6 ? N1 Ru1 Cl1 91.7(3) 7_545 . ? N1 Ru1 Cl1 91.7(3) 6 . ? O1 Ru1 Cl1 89.8(3) 4_655 . ? O1 Ru1 Cl1 89.8(3) . . ? Ru1 Ru1 Cl1 180.0 6 . ? Ru1 Cl1 Ru1 180.0 6_556 . ? C1 N1 Ru1 122.5(7) . 6 ? C1 N1 H1 118.8 . . ? Ru1 N1 H1 118.8 6 . ? C1 O1 Ru1 117.8(5) . . ? O1 C1 N1 121.1(3) . . ? O1 C1 C2 119.9(7) . . ? N1 C1 C2 119.0(8) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.936 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.954 _refine_diff_density_max 0.625 _refine_diff_density_min -0.305 _refine_diff_density_rms 0.078 data_pdm47 _database_code_depnum_ccdc_archive 'CCDC 869003' #TrackingRef '- cif_1to6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H35 Cl N4 O4.50 Ru2' _chemical_formula_weight 797.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9941(10) _cell_length_b 12.8302(12) _cell_length_c 14.9279(14) _cell_angle_alpha 113.153(2) _cell_angle_beta 93.252(2) _cell_angle_gamma 110.417(2) _cell_volume 1767.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3666 _cell_measurement_theta_min 2.2460 _cell_measurement_theta_max 24.6810 _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.498 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 804 _exptl_absorpt_coefficient_mu 0.971 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7152 _exptl_absorpt_correction_T_max 0.9622 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16550 _diffrn_reflns_av_R_equivalents 0.0439 _diffrn_reflns_av_sigmaI/netI 0.0834 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 28.84 _reflns_number_total 8043 _reflns_number_gt 4848 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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. Distances between C and O atoms in the solvent molecule were restrained. ; _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^)+(0.0873P)^2^+1.4579P] 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 refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8043 _refine_ls_number_parameters 416 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1127 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.1698 _refine_ls_wR_factor_gt 0.1333 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _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 0.3340(6) 0.2857(6) 0.3475(5) 0.0372(15) Uani 1 1 d . . . C2 C 0.2407(6) 0.1686(6) 0.2618(5) 0.0383(15) Uani 1 1 d . . . C3 C 0.1302(8) 0.1652(7) 0.2106(5) 0.054(2) Uani 1 1 d . . . H3 H 0.1176 0.2376 0.2252 0.065 Uiso 1 1 calc R . . C4 C 0.0383(9) 0.0534(9) 0.1374(7) 0.078(3) Uani 1 1 d . . . H4 H -0.0384 0.0506 0.1049 0.094 Uiso 1 1 calc R . . C5 C 0.0581(9) -0.0552(8) 0.1113(6) 0.074(3) Uani 1 1 d . . . H5 H -0.0053 -0.1296 0.0620 0.089 Uiso 1 1 calc R . . C6 C 0.1712(8) -0.0532(7) 0.1581(6) 0.055(2) Uani 1 1 d . . . C7 C 0.2603(7) 0.0587(6) 0.2347(5) 0.0468(18) Uani 1 1 d . . . H7 H 0.3351 0.0609 0.2691 0.056 Uiso 1 1 calc R . . C8 C 0.1951(11) -0.1708(7) 0.1325(7) 0.083(3) Uani 1 1 d . . . H8A H 0.1242 -0.2395 0.0788 0.125 Uiso 1 1 calc R . . H8B H 0.1980 -0.1866 0.1901 0.125 Uiso 1 1 calc R . . H8C H 0.2783 -0.1603 0.1124 0.125 Uiso 1 1 calc R . . C9 C 0.6938(6) 0.4961(6) 0.3993(5) 0.0359(15) Uani 1 1 d . . . C10 C 0.8025(6) 0.4927(6) 0.3429(5) 0.0414(16) Uani 1 1 d . . . C11 C 0.9082(8) 0.4717(9) 0.3799(7) 0.068(3) Uani 1 1 d . . . H11 H 0.9069 0.4575 0.4364 0.082 Uiso 1 1 calc R . . C12 C 1.0120(9) 0.4719(10) 0.3345(8) 0.085(3) Uani 1 1 d . . . H12 H 1.0833 0.4614 0.3606 0.101 Uiso 1 1 calc R . . C13 C 1.0085(9) 0.4881(9) 0.2489(8) 0.082(3) Uani 1 1 d . . . H13 H 1.0795 0.4885 0.2179 0.098 Uiso 1 1 calc R . . C14 C 0.9045(9) 0.5039(8) 0.2060(6) 0.063(2) Uani 1 1 d . . . C15 C 0.8022(8) 0.5067(7) 0.2578(6) 0.0519(19) Uani 1 1 d . . . H15 H 0.7315 0.5187 0.2326 0.062 Uiso 1 1 calc R . . C16 C 0.8997(12) 0.5168(11) 0.1101(8) 0.111(4) Uani 1 1 d . . . H16A H 0.9770 0.5114 0.0852 0.167 Uiso 1 1 calc R . . H16B H 0.8983 0.5955 0.1224 0.167 Uiso 1 1 calc R . . H16C H 0.8209 0.4516 0.0617 0.167 Uiso 1 1 calc R . . C17 C 0.2520(6) -0.0255(6) 0.4393(5) 0.0320(14) Uani 1 1 d . . . C18 C 0.1170(6) -0.0381(6) 0.4027(5) 0.0359(15) Uani 1 1 d . . . C19 C 0.0130(7) -0.1512(6) 0.3454(5) 0.0471(18) Uani 1 1 d . . . H19 H 0.0256 -0.2237 0.3300 0.057 Uiso 1 1 calc R . . C20 C -0.1105(7) -0.1577(8) 0.3104(6) 0.062(2) Uani 1 1 d . . . H20 H -0.1804 -0.2342 0.2721 0.074 Uiso 1 1 calc R . . C21 C -0.1285(7) -0.0505(8) 0.3328(6) 0.058(2) Uani 1 1 d . . . H21 H -0.2110 -0.0557 0.3081 0.070 Uiso 1 1 calc R . . C22 C -0.0283(7) 0.0644(7) 0.3904(6) 0.0488(19) Uani 1 1 d . . . C23 C 0.0946(6) 0.0697(7) 0.4259(5) 0.0414(16) Uani 1 1 d . . . H23 H 0.1634 0.1465 0.4658 0.050 Uiso 1 1 calc R . . C24 C -0.0483(8) 0.1824(8) 0.4152(7) 0.071(3) Uani 1 1 d . . . H24A H 0.0330 0.2525 0.4553 0.107 Uiso 1 1 calc R . . H24B H -0.1176 0.1831 0.4515 0.107 Uiso 1 1 calc R . . H24C H -0.0732 0.1867 0.3544 0.107 Uiso 1 1 calc R . . C25 C 0.5609(6) 0.0180(6) 0.3337(5) 0.0328(14) Uani 1 1 d . . . C26 C 0.5976(6) 0.0297(7) 0.2427(5) 0.0425(17) Uani 1 1 d . . . C27 C 0.6432(9) 0.1447(8) 0.2394(6) 0.061(2) Uani 1 1 d . . . H27 H 0.6493 0.2156 0.2939 0.074 Uiso 1 1 calc R . . C28 C 0.6788(11) 0.1505(11) 0.1539(8) 0.093(3) Uani 1 1 d . . . H28 H 0.7095 0.2264 0.1514 0.111 Uiso 1 1 calc R . . C29 C 0.6702(11) 0.0484(11) 0.0735(8) 0.089(3) Uani 1 1 d . . . H29 H 0.6961 0.0559 0.0174 0.107 Uiso 1 1 calc R . . C30 C 0.6244(10) -0.0653(9) 0.0730(7) 0.071(3) Uani 1 1 d . . . C31 C 0.5889(8) -0.0720(8) 0.1592(6) 0.058(2) Uani 1 1 d . . . H31 H 0.5580 -0.1487 0.1603 0.070 Uiso 1 1 calc R . . C32 C 0.6174(15) -0.1764(11) -0.0144(8) 0.135(5) Uani 1 1 d . . . H32A H 0.6452 -0.1542 -0.0665 0.203 Uiso 1 1 calc R . . H32B H 0.5275 -0.2379 -0.0382 0.203 Uiso 1 1 calc R . . H32C H 0.6750 -0.2093 0.0049 0.203 Uiso 1 1 calc R . . C100 C 0.472(2) 0.544(2) 0.1456(13) 0.111(9) Uani 0.50 1 d PD . . H10A H 0.4497 0.4812 0.1701 0.133 Uiso 0.50 1 calc PR . . H10B H 0.5158 0.5162 0.0917 0.133 Uiso 0.50 1 calc PR . . O100 O 0.5605(10) 0.6305(10) 0.2106(9) 0.057(3) Uani 0.50 1 d PD . . H100 H 0.5754 0.6919 0.2008 0.086 Uiso 0.50 1 calc PR . . N1 N 0.4086(5) 0.2890(5) 0.4208(4) 0.0367(13) Uani 1 1 d . . . H1N H 0.4042 0.2200 0.4193 0.044 Uiso 1 1 calc R . . N2 N 0.3862(5) 0.4526(5) 0.6117(4) 0.0351(12) Uani 1 1 d . . . H2 H 0.3756 0.4192 0.6521 0.042 Uiso 1 1 calc R . . N3 N 0.7169(5) 0.1212(5) 0.5854(4) 0.0331(12) Uani 1 1 d . . . H3N H 0.7779 0.1939 0.6219 0.040 Uiso 1 1 calc R . . N4 N 0.5739(5) 0.1148(5) 0.4137(4) 0.0314(11) Uani 1 1 d . . . H4N H 0.6019 0.1857 0.4126 0.038 Uiso 1 1 calc R . . O1 O 0.3392(4) 0.3882(4) 0.3469(3) 0.0407(11) Uani 1 1 d . . . O2 O 0.6829(4) 0.4481(4) 0.4615(3) 0.0444(12) Uani 1 1 d . . . O3 O 0.3415(4) 0.0840(4) 0.4942(3) 0.0371(10) Uani 1 1 d . . . O4 O 0.4830(4) 0.0900(4) 0.6673(3) 0.0436(11) Uani 1 1 d . . . C101 C 0.359(2) 0.526(2) 0.1004(13) 0.118(10) Uani 0.50 1 d PD . . H11A H 0.3140 0.4407 0.0529 0.177 Uiso 0.50 1 calc PR . . H11B H 0.3729 0.5774 0.0661 0.177 Uiso 0.50 1 calc PR . . H11C H 0.3068 0.5472 0.1481 0.177 Uiso 0.50 1 calc PR . . Cl1 Cl 0.61635(17) 0.34176(15) 0.62825(13) 0.0421(4) Uani 1 1 d . . . Ru1 Ru 0.53385(5) 0.44868(5) 0.53726(4) 0.03079(16) Uani 1 1 d . . . Ru2 Ru 0.53083(5) 0.10497(5) 0.54100(4) 0.03120(16) 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 0.038(4) 0.032(4) 0.046(4) 0.017(3) 0.013(3) 0.019(3) C2 0.043(4) 0.041(4) 0.037(4) 0.018(3) 0.015(3) 0.020(3) C3 0.057(5) 0.052(5) 0.053(4) 0.021(4) 0.001(4) 0.026(4) C4 0.064(6) 0.079(7) 0.070(6) 0.022(5) -0.020(5) 0.024(5) C5 0.070(6) 0.055(5) 0.060(5) 0.006(4) -0.004(5) 0.008(5) C6 0.068(5) 0.036(4) 0.047(4) 0.013(4) 0.019(4) 0.012(4) C7 0.053(4) 0.042(4) 0.046(4) 0.020(3) 0.014(3) 0.019(4) C8 0.115(8) 0.040(5) 0.079(6) 0.014(5) 0.022(6) 0.028(5) C9 0.034(3) 0.035(4) 0.041(4) 0.015(3) 0.008(3) 0.018(3) C10 0.033(4) 0.043(4) 0.051(4) 0.022(3) 0.016(3) 0.017(3) C11 0.043(4) 0.095(7) 0.081(6) 0.045(5) 0.022(4) 0.036(5) C12 0.051(5) 0.127(9) 0.102(8) 0.059(7) 0.036(5) 0.052(6) C13 0.054(6) 0.081(7) 0.107(8) 0.034(6) 0.048(6) 0.028(5) C14 0.068(6) 0.055(5) 0.059(5) 0.023(4) 0.033(4) 0.016(4) C15 0.057(5) 0.050(5) 0.058(5) 0.028(4) 0.029(4) 0.025(4) C16 0.138(11) 0.127(10) 0.087(8) 0.059(8) 0.074(8) 0.053(9) C17 0.024(3) 0.039(4) 0.047(4) 0.028(3) 0.011(3) 0.017(3) C18 0.030(3) 0.042(4) 0.050(4) 0.029(3) 0.014(3) 0.020(3) C19 0.040(4) 0.040(4) 0.065(5) 0.023(4) 0.006(3) 0.021(3) C20 0.031(4) 0.065(5) 0.078(6) 0.023(4) -0.002(4) 0.019(4) C21 0.035(4) 0.074(6) 0.078(6) 0.037(5) 0.006(4) 0.032(4) C22 0.045(4) 0.065(5) 0.068(5) 0.042(4) 0.025(4) 0.040(4) C23 0.030(3) 0.053(4) 0.059(4) 0.033(4) 0.014(3) 0.026(3) C24 0.063(5) 0.083(6) 0.110(7) 0.060(6) 0.025(5) 0.054(5) C25 0.028(3) 0.039(4) 0.051(4) 0.033(3) 0.015(3) 0.018(3) C26 0.037(4) 0.052(4) 0.050(4) 0.029(4) 0.014(3) 0.024(3) C27 0.085(6) 0.052(5) 0.068(5) 0.039(4) 0.032(5) 0.034(5) C28 0.118(9) 0.091(8) 0.089(8) 0.058(7) 0.047(7) 0.039(7) C29 0.108(8) 0.114(9) 0.072(7) 0.061(7) 0.046(6) 0.048(7) C30 0.086(7) 0.076(6) 0.065(6) 0.036(5) 0.034(5) 0.042(6) C31 0.071(5) 0.058(5) 0.064(5) 0.036(4) 0.027(4) 0.035(4) C32 0.229(17) 0.114(10) 0.079(8) 0.034(7) 0.075(9) 0.092(11) C100 0.13(2) 0.17(2) 0.034(10) 0.013(13) 0.038(12) 0.08(2) O100 0.049(6) 0.056(7) 0.059(7) 0.024(6) 0.022(5) 0.014(6) N1 0.034(3) 0.030(3) 0.050(3) 0.019(3) 0.002(2) 0.017(2) N2 0.037(3) 0.038(3) 0.046(3) 0.029(3) 0.014(2) 0.021(2) N3 0.028(3) 0.028(3) 0.056(3) 0.025(2) 0.011(2) 0.016(2) N4 0.031(3) 0.030(3) 0.046(3) 0.026(3) 0.016(2) 0.016(2) O1 0.042(3) 0.041(3) 0.045(3) 0.022(2) 0.006(2) 0.020(2) O2 0.040(3) 0.058(3) 0.057(3) 0.036(3) 0.018(2) 0.031(2) O3 0.032(2) 0.038(3) 0.056(3) 0.027(2) 0.010(2) 0.022(2) O4 0.046(3) 0.043(3) 0.058(3) 0.029(2) 0.019(2) 0.028(2) C101 0.104(18) 0.19(3) 0.040(10) 0.024(13) -0.014(11) 0.067(18) Cl1 0.0470(9) 0.0338(8) 0.0543(10) 0.0248(8) 0.0049(8) 0.0207(7) Ru1 0.0304(3) 0.0311(3) 0.0431(3) 0.0227(2) 0.0100(2) 0.0182(2) Ru2 0.0273(3) 0.0324(3) 0.0483(3) 0.0255(2) 0.0114(2) 0.0186(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 C1 O1 1.300(8) . ? C1 N1 1.307(8) . ? C1 C2 1.487(9) . ? C2 C3 1.375(9) . ? C2 C7 1.404(9) . ? C3 C4 1.380(11) . ? C3 H3 0.9300 . ? C4 C5 1.390(13) . ? C4 H4 0.9300 . ? C5 C6 1.378(12) . ? C5 H5 0.9300 . ? C6 C7 1.389(10) . ? C6 C8 1.526(11) . ? C7 H7 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 O2 1.292(8) . ? C9 N2 1.306(7) 2_666 ? C9 C10 1.503(9) . ? C10 C15 1.351(10) . ? C10 C11 1.411(10) . ? C11 C12 1.360(11) . ? C11 H11 0.9300 . ? C12 C13 1.372(13) . ? C12 H12 0.9300 . ? C13 C14 1.393(13) . ? C13 H13 0.9300 . ? C14 C15 1.403(10) . ? C14 C16 1.504(13) . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 O3 1.285(7) . ? C17 N3 1.308(7) 2_656 ? C17 C18 1.483(8) . ? C18 C19 1.378(9) . ? C18 C23 1.403(9) . ? C19 C20 1.388(9) . ? C19 H19 0.9300 . ? C20 C21 1.370(11) . ? C20 H20 0.9300 . ? C21 C22 1.375(10) . ? C21 H21 0.9300 . ? C22 C23 1.391(9) . ? C22 C24 1.510(10) . ? C23 H23 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 O4 1.292(7) 2_656 ? C25 N4 1.296(8) . ? C25 C26 1.487(9) . ? C26 C31 1.373(10) . ? C26 C27 1.405(10) . ? C27 C28 1.378(12) . ? C27 H27 0.9300 . ? C28 C29 1.353(14) . ? C28 H28 0.9300 . ? C29 C30 1.364(13) . ? C29 H29 0.9300 . ? C30 C31 1.391(12) . ? C30 C32 1.479(13) . ? C31 H31 0.9300 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C100 O100 1.19(2) . ? C100 C101 1.28(3) . ? C100 H10A 0.9700 . ? C100 H10B 0.9700 . ? O100 H100 0.8200 . ? N1 Ru1 2.019(5) . ? N1 H1N 0.8600 . ? N2 C9 1.306(7) 2_666 ? N2 Ru1 2.022(5) . ? N2 H2 0.8600 . ? N3 C17 1.308(7) 2_656 ? N3 Ru2 2.027(5) . ? N3 H3N 0.8600 . ? N4 Ru2 2.026(5) . ? N4 H4N 0.8600 . ? O1 Ru1 2.039(4) 2_666 ? O2 Ru1 2.043(4) . ? O3 Ru2 2.047(4) . ? O4 C25 1.292(7) 2_656 ? O4 Ru2 2.048(5) . ? C101 H11A 0.9600 . ? C101 H11B 0.9600 . ? C101 H11C 0.9600 . ? Cl1 Ru2 2.5625(17) . ? Cl1 Ru1 2.5967(17) . ? Ru1 O1 2.039(4) 2_666 ? Ru1 Ru1 2.2951(10) 2_666 ? Ru2 Ru2 2.2918(10) 2_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 N1 120.2(6) . . ? O1 C1 C2 116.5(6) . . ? N1 C1 C2 123.4(6) . . ? C3 C2 C7 118.9(7) . . ? C3 C2 C1 120.3(6) . . ? C7 C2 C1 120.7(6) . . ? C2 C3 C4 119.5(7) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C3 C4 C5 121.2(8) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 C4 120.4(8) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 117.9(7) . . ? C5 C6 C8 121.8(8) . . ? C7 C6 C8 120.1(8) . . ? C6 C7 C2 121.9(7) . . ? C6 C7 H7 119.1 . . ? C2 C7 H7 119.1 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O2 C9 N2 120.1(6) . 2_666 ? O2 C9 C10 117.7(5) . . ? N2 C9 C10 122.2(6) 2_666 . ? C15 C10 C11 118.8(7) . . ? C15 C10 C9 123.0(6) . . ? C11 C10 C9 118.2(7) . . ? C12 C11 C10 121.2(9) . . ? C12 C11 H11 119.4 . . ? C10 C11 H11 119.4 . . ? C11 C12 C13 118.1(9) . . ? C11 C12 H12 121.0 . . ? C13 C12 H12 121.0 . . ? C12 C13 C14 123.7(8) . . ? C12 C13 H13 118.2 . . ? C14 C13 H13 118.2 . . ? C13 C14 C15 115.7(8) . . ? C13 C14 C16 123.0(9) . . ? C15 C14 C16 121.3(9) . . ? C10 C15 C14 122.5(8) . . ? C10 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O3 C17 N3 119.7(5) . 2_656 ? O3 C17 C18 118.2(5) . . ? N3 C17 C18 122.1(6) 2_656 . ? C19 C18 C23 118.4(6) . . ? C19 C18 C17 123.0(6) . . ? C23 C18 C17 118.6(6) . . ? C18 C19 C20 120.6(7) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C21 C20 C19 119.5(7) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? C20 C21 C22 122.1(7) . . ? C20 C21 H21 119.0 . . ? C22 C21 H21 119.0 . . ? C21 C22 C23 117.9(6) . . ? C21 C22 C24 122.0(7) . . ? C23 C22 C24 120.1(7) . . ? C22 C23 C18 121.4(7) . . ? C22 C23 H23 119.3 . . ? C18 C23 H23 119.3 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O4 C25 N4 120.1(6) 2_656 . ? O4 C25 C26 119.3(6) 2_656 . ? N4 C25 C26 120.7(6) . . ? C31 C26 C27 117.8(7) . . ? C31 C26 C25 120.8(7) . . ? C27 C26 C25 121.4(6) . . ? C28 C27 C26 118.8(8) . . ? C28 C27 H27 120.6 . . ? C26 C27 H27 120.6 . . ? C29 C28 C27 121.6(10) . . ? C29 C28 H28 119.2 . . ? C27 C28 H28 119.2 . . ? C28 C29 C30 121.5(9) . . ? C28 C29 H29 119.3 . . ? C30 C29 H29 119.3 . . ? C29 C30 C31 117.3(8) . . ? C29 C30 C32 121.4(9) . . ? C31 C30 C32 121.3(10) . . ? C26 C31 C30 122.9(8) . . ? C26 C31 H31 118.5 . . ? C30 C31 H31 118.5 . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O100 C100 C101 135(3) . . ? O100 C100 H10A 103.5 . . ? C101 C100 H10A 103.5 . . ? O100 C100 H10B 103.5 . . ? C101 C100 H10B 103.5 . . ? H10A C100 H10B 105.3 . . ? C100 O100 H100 109.5 . . ? C1 N1 Ru1 122.9(4) . . ? C1 N1 H1N 118.5 . . ? Ru1 N1 H1N 118.5 . . ? C9 N2 Ru1 122.6(5) 2_666 . ? C9 N2 H2 118.7 2_666 . ? Ru1 N2 H2 118.7 . . ? C17 N3 Ru2 122.6(4) 2_656 . ? C17 N3 H3N 118.7 2_656 . ? Ru2 N3 H3N 118.7 . . ? C25 N4 Ru2 122.3(4) . . ? C25 N4 H4N 118.8 . . ? Ru2 N4 H4N 118.8 . . ? C1 O1 Ru1 117.9(4) . 2_666 ? C9 O2 Ru1 118.4(4) . . ? C17 O3 Ru2 119.1(3) . . ? C25 O4 Ru2 119.0(4) 2_656 . ? C100 C101 H11A 109.5 . . ? C100 C101 H11B 109.5 . . ? H11A C101 H11B 109.5 . . ? C100 C101 H11C 109.5 . . ? H11A C101 H11C 109.5 . . ? H11B C101 H11C 109.5 . . ? Ru2 Cl1 Ru1 117.93(6) . . ? N1 Ru1 N2 91.1(2) . . ? N1 Ru1 O1 178.8(2) . 2_666 ? N2 Ru1 O1 89.40(19) . 2_666 ? N1 Ru1 O2 89.3(2) . . ? N2 Ru1 O2 178.64(19) . . ? O1 Ru1 O2 90.15(19) 2_666 . ? N1 Ru1 Ru1 87.46(15) . 2_666 ? N2 Ru1 Ru1 87.66(15) . 2_666 ? O1 Ru1 Ru1 91.50(13) 2_666 2_666 ? O2 Ru1 Ru1 91.08(13) . 2_666 ? N1 Ru1 Cl1 95.02(15) . . ? N2 Ru1 Cl1 92.03(15) . . ? O1 Ru1 Cl1 86.02(13) 2_666 . ? O2 Ru1 Cl1 89.21(14) . . ? Ru1 Ru1 Cl1 177.51(5) 2_666 . ? N4 Ru2 N3 90.9(2) . . ? N4 Ru2 O3 89.00(18) . . ? N3 Ru2 O3 178.58(18) . . ? N4 Ru2 O4 178.32(19) . . ? N3 Ru2 O4 89.94(19) . . ? O3 Ru2 O4 90.15(17) . . ? N4 Ru2 Ru2 88.16(14) . 2_656 ? N3 Ru2 Ru2 87.75(14) . 2_656 ? O3 Ru2 Ru2 90.84(12) . 2_656 ? O4 Ru2 Ru2 90.41(13) . 2_656 ? N4 Ru2 Cl1 89.10(15) . . ? N3 Ru2 Cl1 88.92(14) . . ? O3 Ru2 Cl1 92.48(12) . . ? O4 Ru2 Cl1 92.38(13) . . ? Ru2 Ru2 Cl1 175.66(5) 2_656 . ? _diffrn_measured_fraction_theta_max 0.870 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 1.218 _refine_diff_density_min -1.369 _refine_diff_density_rms 0.141 data_pdm29 _database_code_depnum_ccdc_archive 'CCDC 869004' #TrackingRef '- cif_1to6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H32 Cl N4 O4 Ru2' _chemical_formula_weight 774.21 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' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 27.073(19) _cell_length_b 10.399(5) _cell_length_c 12.800(5) _cell_angle_alpha 90.00 _cell_angle_beta 113.26(6) _cell_angle_gamma 90.00 _cell_volume 3311(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1832 _cell_measurement_theta_min 2.9391 _cell_measurement_theta_max 20.7151 _exptl_crystal_description prismatic _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.553 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1556 _exptl_absorpt_coefficient_mu 1.034 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8122 _exptl_absorpt_correction_T_max 0.9312 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14834 _diffrn_reflns_av_R_equivalents 0.0940 _diffrn_reflns_av_sigmaI/netI 0.1161 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 28.81 _reflns_number_total 3963 _reflns_number_gt 1970 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0991P)^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 refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3963 _refine_ls_number_parameters 195 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1601 _refine_ls_R_factor_gt 0.0605 _refine_ls_wR_factor_ref 0.1910 _refine_ls_wR_factor_gt 0.1385 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _refine_ls_shift/su_max 0.000 _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 0.4631(3) 0.2131(7) 0.0645(6) 0.0365(17) Uani 1 1 d . . . C2 C 0.4424(3) 0.3297(7) 0.0987(6) 0.0398(17) Uani 1 1 d . . . C3 C 0.4409(3) 0.4471(8) 0.0473(8) 0.056(2) Uani 1 1 d . . . H3 H 0.4545 0.4536 -0.0088 0.067 Uiso 1 1 calc R . . C4 C 0.4198(4) 0.5552(8) 0.0766(9) 0.069(3) Uani 1 1 d . . . H4 H 0.4210 0.6335 0.0427 0.082 Uiso 1 1 calc R . . C5 C 0.3965(4) 0.5493(9) 0.1565(8) 0.063(2) Uani 1 1 d . . . C6 C 0.3977(4) 0.4312(9) 0.2073(8) 0.071(3) Uani 1 1 d . . . H6 H 0.3829 0.4243 0.2614 0.085 Uiso 1 1 calc R . . C7 C 0.4200(4) 0.3234(8) 0.1804(7) 0.060(2) Uani 1 1 d . . . H7 H 0.4201 0.2458 0.2168 0.072 Uiso 1 1 calc R . . C8 C 0.3707(4) 0.6664(10) 0.1835(11) 0.104(4) Uani 1 1 d . . . H8A H 0.3740 0.7382 0.1395 0.155 Uiso 1 1 calc R . . H8B H 0.3883 0.6862 0.2630 0.155 Uiso 1 1 calc R . . H8C H 0.3333 0.6494 0.1651 0.155 Uiso 1 1 calc R . . C9 C 0.6012(3) 0.0719(7) 0.1270(7) 0.0448(19) Uani 1 1 d . . . C10 C 0.6566(3) 0.1181(8) 0.1980(7) 0.052(2) Uani 1 1 d . . . C11 C 0.6814(4) 0.2094(11) 0.1585(9) 0.091(3) Uani 1 1 d . . . H11 H 0.6640 0.2389 0.0843 0.109 Uiso 1 1 calc R . . C12 C 0.7311(4) 0.2591(13) 0.2242(10) 0.106(4) Uani 1 1 d . . . H12 H 0.7457 0.3246 0.1959 0.128 Uiso 1 1 calc R . . C13 C 0.7597(4) 0.2108(14) 0.3343(10) 0.095(4) Uani 1 1 d . . . C14 C 0.7350(4) 0.1198(14) 0.3721(10) 0.103(4) Uani 1 1 d . . . H14 H 0.7531 0.0872 0.4450 0.124 Uiso 1 1 calc R . . C15 C 0.6845(4) 0.0731(10) 0.3080(9) 0.079(3) Uani 1 1 d . . . H15 H 0.6691 0.0113 0.3382 0.095 Uiso 1 1 calc R . . C16 C 0.8139(4) 0.2685(15) 0.4069(11) 0.140(6) Uani 1 1 d . . . H16A H 0.8235 0.3316 0.3635 0.210 Uiso 1 1 calc R . . H16B H 0.8406 0.2018 0.4305 0.210 Uiso 1 1 calc R . . H16C H 0.8119 0.3085 0.4727 0.210 Uiso 1 1 calc R . . Cl1 Cl 0.5000 0.1802(3) -0.2500 0.0508(7) Uani 1 2 d S . . N1 N 0.5298(2) -0.1063(5) -0.1214(5) 0.0382(15) Uani 1 1 d . . . H1 H 0.5370 -0.1045 -0.1811 0.046 Uiso 1 1 calc R . . N2 N 0.4255(2) -0.0027(6) -0.1684(5) 0.0413(15) Uani 1 1 d . . . H2 H 0.4105 0.0205 -0.2384 0.050 Uiso 1 1 calc R . . O1 O 0.4756(2) 0.2157(5) -0.0227(4) 0.0554(15) Uani 1 1 d . . . O2 O 0.5797(2) 0.1098(5) 0.0201(5) 0.0547(14) Uani 1 1 d . . . Ru1 Ru 0.50243(2) 0.05546(6) -0.07540(5) 0.0378(2) 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 0.034(4) 0.049(4) 0.021(4) -0.004(3) 0.005(3) 0.008(3) C2 0.043(4) 0.046(4) 0.029(4) -0.006(4) 0.013(4) 0.000(4) C3 0.070(6) 0.055(5) 0.050(6) -0.003(4) 0.032(5) 0.001(5) C4 0.101(8) 0.041(5) 0.068(7) 0.007(5) 0.038(6) 0.006(5) C5 0.062(6) 0.064(6) 0.058(6) -0.011(5) 0.018(5) 0.006(5) C6 0.091(8) 0.079(7) 0.053(6) -0.011(5) 0.040(6) 0.006(6) C7 0.084(7) 0.060(5) 0.045(5) 0.002(4) 0.034(5) 0.004(5) C8 0.111(9) 0.091(8) 0.129(11) -0.032(8) 0.070(9) 0.016(7) C9 0.048(5) 0.050(5) 0.030(5) -0.002(4) 0.008(4) 0.011(4) C10 0.051(5) 0.061(5) 0.038(5) -0.004(4) 0.013(4) -0.002(4) C11 0.072(7) 0.120(9) 0.057(7) 0.013(7) -0.001(6) -0.028(7) C12 0.060(7) 0.162(12) 0.075(9) 0.006(9) 0.002(7) -0.037(8) C13 0.046(6) 0.169(12) 0.056(8) -0.027(8) 0.006(6) -0.001(7) C14 0.058(7) 0.176(13) 0.051(7) 0.014(8) -0.005(6) 0.000(8) C15 0.076(7) 0.106(9) 0.041(6) 0.003(6) 0.008(6) -0.013(6) C16 0.055(7) 0.262(18) 0.083(9) -0.041(11) 0.006(7) -0.032(9) Cl1 0.083(2) 0.0468(15) 0.0269(15) 0.000 0.0268(15) 0.000 N1 0.066(4) 0.038(3) 0.016(3) 0.003(3) 0.021(3) 0.005(3) N2 0.053(4) 0.044(3) 0.020(3) 0.010(3) 0.008(3) 0.002(3) O1 0.068(4) 0.066(4) 0.033(3) -0.004(3) 0.021(3) 0.000(3) O2 0.059(4) 0.065(3) 0.039(3) 0.006(3) 0.018(3) -0.003(3) Ru1 0.0503(4) 0.0440(4) 0.0152(3) 0.0017(3) 0.0086(3) 0.0023(3) _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 O1 1.290(8) . ? C1 N1 1.300(8) 5_655 ? C1 C2 1.472(9) . ? C2 C3 1.380(10) . ? C2 C7 1.404(9) . ? C3 C4 1.379(10) . ? C3 H3 0.9300 . ? C4 C5 1.398(12) . ? C4 H4 0.9300 . ? C5 C6 1.383(12) . ? C5 C8 1.511(11) . ? C6 C7 1.380(11) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 N2 1.274(9) 5_655 ? C9 O2 1.319(9) . ? C9 C10 1.493(11) . ? C10 C11 1.371(12) . ? C10 C15 1.390(12) . ? C11 C12 1.374(13) . ? C11 H11 0.9300 . ? C12 C13 1.406(16) . ? C12 H12 0.9300 . ? C13 C14 1.353(15) . ? C13 C16 1.517(14) . ? C14 C15 1.375(14) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? Cl1 Ru1 2.5623(16) 2_654 ? Cl1 Ru1 2.5624(16) . ? N1 C1 1.300(8) 5_655 ? N1 Ru1 2.016(5) . ? N1 H1 0.8600 . ? N2 C9 1.274(9) 5_655 ? N2 Ru1 2.040(6) . ? N2 H2 0.8600 . ? O1 Ru1 2.036(5) . ? O2 Ru1 2.042(6) . ? Ru1 Ru1 2.2965(13) 5_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 N1 118.0(6) . 5_655 ? O1 C1 C2 120.0(6) . . ? N1 C1 C2 121.9(6) 5_655 . ? C3 C2 C7 117.2(7) . . ? C3 C2 C1 122.1(6) . . ? C7 C2 C1 120.6(7) . . ? C4 C3 C2 121.9(7) . . ? C4 C3 H3 119.0 . . ? C2 C3 H3 119.0 . . ? C3 C4 C5 121.2(8) . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 C4 116.7(8) . . ? C6 C5 C8 122.3(9) . . ? C4 C5 C8 120.9(9) . . ? C7 C6 C5 122.4(8) . . ? C7 C6 H6 118.8 . . ? C5 C6 H6 118.8 . . ? C6 C7 C2 120.5(8) . . ? C6 C7 H7 119.7 . . ? C2 C7 H7 119.7 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 O2 120.7(7) 5_655 . ? N2 C9 C10 121.8(7) 5_655 . ? O2 C9 C10 117.4(7) . . ? C11 C10 C15 117.2(9) . . ? C11 C10 C9 121.3(8) . . ? C15 C10 C9 121.5(8) . . ? C10 C11 C12 122.6(10) . . ? C10 C11 H11 118.7 . . ? C12 C11 H11 118.7 . . ? C11 C12 C13 119.8(11) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C14 C13 C12 117.0(10) . . ? C14 C13 C16 123.5(12) . . ? C12 C13 C16 119.3(13) . . ? C13 C14 C15 123.3(11) . . ? C13 C14 H14 118.4 . . ? C15 C14 H14 118.4 . . ? C14 C15 C10 120.0(10) . . ? C14 C15 H15 120.0 . . ? C10 C15 H15 120.0 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? Ru1 Cl1 Ru1 119.17(11) 2_654 . ? C1 N1 Ru1 122.7(4) 5_655 . ? C1 N1 H1 118.6 5_655 . ? Ru1 N1 H1 118.6 . . ? C9 N2 Ru1 122.8(5) 5_655 . ? C9 N2 H2 118.6 5_655 . ? Ru1 N2 H2 118.6 . . ? C1 O1 Ru1 121.3(5) . . ? C9 O2 Ru1 117.8(5) . . ? N1 Ru1 O1 177.7(2) . . ? N1 Ru1 N2 89.4(2) . . ? O1 Ru1 N2 91.2(2) . . ? N1 Ru1 O2 89.9(2) . . ? O1 Ru1 O2 89.4(2) . . ? N2 Ru1 O2 178.6(2) . . ? N1 Ru1 Ru1 88.62(15) . 5_655 ? O1 Ru1 Ru1 89.22(15) . 5_655 ? N2 Ru1 Ru1 87.55(17) . 5_655 ? O2 Ru1 Ru1 91.22(16) . 5_655 ? N1 Ru1 Cl1 93.07(16) . . ? O1 Ru1 Cl1 89.13(16) . . ? N2 Ru1 Cl1 88.43(17) . . ? O2 Ru1 Cl1 92.83(16) . . ? Ru1 Ru1 Cl1 175.62(4) 5_655 . ? _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.160 _refine_diff_density_min -1.299 _refine_diff_density_rms 0.157 data_pdm67 _database_code_depnum_ccdc_archive 'CCDC 869005' #TrackingRef '- cif_1to6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H28 Cl O8 Ru2' _chemical_melting_point ? _exptl_crystal_description prismatic _exptl_crystal_colour brown _diffrn_ambient_temperature 293(2) _chemical_formula_weight 778.13 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 17.9970(14) _cell_length_b 13.7574(10) _cell_length_c 13.0173(10) _cell_angle_alpha 90.00 _cell_angle_beta 107.9600(10) _cell_angle_gamma 90.00 _cell_volume 3065.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7421 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 28.80 _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.686 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1556 _exptl_absorpt_coefficient_mu 1.122 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7015 _exptl_absorpt_correction_T_max 0.9256 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14399 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 29.06 _reflns_number_total 3817 _reflns_number_gt 3244 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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. Hydrogen atoms were located in the Fourier map and C-H distances have been restrained. ; _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^)+(0.0247P)^2^+2.1236P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3817 _refine_ls_number_parameters 251 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0309 _refine_ls_R_factor_gt 0.0222 _refine_ls_wR_factor_ref 0.0549 _refine_ls_wR_factor_gt 0.0505 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.005 _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 0.85808(11) 1.05868(14) 0.39402(15) 0.0254(4) Uani 1 1 d . . . C2 C 0.78123(11) 1.09896(15) 0.33095(15) 0.0276(4) Uani 1 1 d . . . C3 C 0.74752(14) 1.16706(18) 0.38164(19) 0.0415(5) Uani 1 1 d D . . C4 C 0.67743(15) 1.2110(2) 0.3284(2) 0.0495(6) Uani 1 1 d D . . C5 C 0.64012(15) 1.1871(2) 0.2225(2) 0.0496(6) Uani 1 1 d D . . C6 C 0.67265(14) 1.1186(2) 0.17167(19) 0.0460(6) Uani 1 1 d D . . C7 C 0.74305(12) 1.07257(17) 0.22327(16) 0.0341(5) Uani 1 1 d . . . C8 C 0.77165(18) 0.9968(3) 0.1605(2) 0.0550(7) Uani 1 1 d D . . C9 C 0.92763(15) 0.74082(16) 0.59290(17) 0.0394(5) Uani 1 1 d . . . C10 C 0.8597(2) 0.7367(2) 0.6198(3) 0.0644(8) Uani 1 1 d D . . C11 C 0.8328(3) 0.6465(3) 0.6438(3) 0.0896(13) Uani 1 1 d D . . C12 C 0.8753(3) 0.5648(3) 0.6432(3) 0.0840(12) Uani 1 1 d D . . C13 C 0.9433(2) 0.5699(2) 0.6199(2) 0.0653(9) Uani 1 1 d D . . C14 C 0.97146(16) 0.65714(17) 0.59251(18) 0.0468(6) Uani 1 1 d . . . C15 C 1.0473(2) 0.6590(3) 0.5665(4) 0.0737(10) Uani 1 1 d D . . C20 C 0.95172(12) 0.83641(15) 0.55989(15) 0.0297(4) Uani 1 1 d . . . Cl1 Cl 1.0000 1.12731(5) 0.7500 0.02791(14) Uani 1 2 d S . . H3 H 0.7752(14) 1.1833(18) 0.452(2) 0.050(7) Uiso 1 1 d D . . H4 H 0.6565(16) 1.2545(19) 0.365(2) 0.061(8) Uiso 1 1 d D . . H5 H 0.5942(14) 1.2152(18) 0.187(2) 0.049(7) Uiso 1 1 d D . . H6 H 0.6464(15) 1.104(2) 0.100(2) 0.058(8) Uiso 1 1 d D . . H10 H 0.8304(17) 0.7937(19) 0.618(2) 0.063(9) Uiso 1 1 d D . . H11 H 0.785(2) 0.651(3) 0.654(4) 0.118(16) Uiso 1 1 d D . . H12 H 0.859(2) 0.503(2) 0.666(3) 0.100(12) Uiso 1 1 d D . . H13 H 0.9750(19) 0.511(2) 0.623(3) 0.084(11) Uiso 1 1 d D . . H8A H 0.8189(18) 1.016(2) 0.148(3) 0.074(10) Uiso 1 1 d D . . H15A H 1.038(2) 0.670(3) 0.489(3) 0.097(12) Uiso 1 1 d D . . H8B H 0.733(2) 0.989(3) 0.091(3) 0.095(12) Uiso 1 1 d D . . H15B H 1.081(2) 0.709(3) 0.607(3) 0.117(16) Uiso 1 1 d . . . H8C H 0.7836(19) 0.936(2) 0.198(3) 0.079(11) Uiso 1 1 d . . . H15C H 1.074(2) 0.596(3) 0.585(3) 0.128(15) Uiso 1 1 d D . . O1 O 0.88479(8) 1.07911(10) 0.49457(10) 0.0290(3) Uani 1 1 d . . . O2 O 1.10393(8) 0.99222(11) 0.65398(10) 0.0294(3) Uani 1 1 d . . . O3 O 1.03247(9) 1.16085(10) 0.52861(10) 0.0304(3) Uani 1 1 d . . . O4 O 0.95441(8) 0.91006(10) 0.61916(10) 0.0295(3) Uani 1 1 d . . . Ru1 Ru 0.994433(8) 1.036351(10) 0.576303(11) 0.02070(5) 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 0.0242(9) 0.0273(10) 0.0234(9) 0.0014(7) 0.0054(7) 0.0000(8) C2 0.0251(10) 0.0293(10) 0.0260(9) 0.0023(8) 0.0044(7) 0.0030(8) C3 0.0374(13) 0.0460(14) 0.0347(12) -0.0082(10) 0.0016(9) 0.0099(10) C4 0.0419(14) 0.0504(15) 0.0500(14) -0.0074(12) 0.0050(11) 0.0200(12) C5 0.0396(14) 0.0534(16) 0.0472(14) 0.0089(12) 0.0005(11) 0.0183(12) C6 0.0376(13) 0.0622(16) 0.0302(11) 0.0037(11) -0.0014(10) 0.0110(12) C7 0.0298(11) 0.0427(12) 0.0283(10) 0.0022(9) 0.0065(8) 0.0043(9) C8 0.0444(16) 0.080(2) 0.0334(13) -0.0179(14) 0.0011(11) 0.0159(15) C9 0.0555(15) 0.0354(12) 0.0272(10) 0.0001(9) 0.0126(10) -0.0132(11) C10 0.076(2) 0.0568(19) 0.073(2) 0.0072(15) 0.0423(18) -0.0140(17) C11 0.100(3) 0.089(3) 0.096(3) 0.015(2) 0.053(2) -0.038(2) C12 0.120(3) 0.058(2) 0.067(2) 0.0162(17) 0.017(2) -0.041(2) C13 0.101(3) 0.0369(15) 0.0445(15) 0.0068(12) 0.0032(16) -0.0120(17) C14 0.0664(17) 0.0344(12) 0.0310(11) 0.0018(9) 0.0023(11) -0.0059(12) C15 0.076(2) 0.056(2) 0.086(3) 0.0098(19) 0.021(2) 0.0200(18) C20 0.0327(11) 0.0304(11) 0.0253(9) 0.0000(8) 0.0077(8) -0.0031(9) Cl1 0.0401(4) 0.0272(3) 0.0187(3) 0.000 0.0124(3) 0.000 O1 0.0265(7) 0.0374(8) 0.0214(6) -0.0028(6) 0.0048(5) 0.0066(6) O2 0.0259(7) 0.0386(8) 0.0211(6) -0.0037(6) 0.0032(5) 0.0065(6) O3 0.0428(8) 0.0262(7) 0.0242(6) -0.0026(5) 0.0131(6) -0.0062(6) O4 0.0384(8) 0.0285(7) 0.0248(6) 0.0000(5) 0.0145(6) -0.0038(6) Ru1 0.02211(8) 0.02339(9) 0.01592(8) -0.00085(5) 0.00485(5) 0.00131(6) _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 O2 1.270(2) 5_776 ? C1 O1 1.279(2) . ? C1 C2 1.481(3) . ? C2 C3 1.389(3) . ? C2 C7 1.405(3) . ? C3 C4 1.377(3) . ? C3 H3 0.93(2) . ? C4 C5 1.374(4) . ? C4 H4 0.91(2) . ? C5 C6 1.381(4) . ? C5 H5 0.90(2) . ? C6 C7 1.390(3) . ? C6 H6 0.93(2) . ? C7 C8 1.509(3) . ? C8 H8A 0.95(3) . ? C8 H8B 0.96(3) . ? C8 H8C 0.96(3) . ? C9 C10 1.373(4) . ? C9 C14 1.396(3) . ? C9 C20 1.489(3) . ? C10 C11 1.402(4) . ? C10 H10 0.94(2) . ? C11 C12 1.361(6) . ? C11 H11 0.92(3) . ? C12 C13 1.351(5) . ? C12 H12 0.97(3) . ? C13 C14 1.391(4) . ? C13 H13 0.98(3) . ? C14 C15 1.505(5) . ? C15 H15A 0.98(3) . ? C15 H15B 0.96(4) . ? C15 H15C 0.98(4) . ? C20 O4 1.265(2) . ? C20 O3 1.270(2) 5_776 ? Cl1 Ru1 2.5590(4) 2_756 ? Cl1 Ru1 2.5590(4) . ? O1 Ru1 2.0191(13) . ? O2 C1 1.270(2) 5_776 ? O2 Ru1 2.0113(13) . ? O3 C20 1.270(2) 5_776 ? O3 Ru1 2.0125(13) . ? O4 Ru1 2.0240(13) . ? Ru1 Ru1 2.2875(3) 5_776 ? 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 O2 C1 O1 122.37(17) 5_776 . ? O2 C1 C2 119.09(16) 5_776 . ? O1 C1 C2 118.50(17) . . ? C3 C2 C7 119.83(19) . . ? C3 C2 C1 117.33(17) . . ? C7 C2 C1 122.82(18) . . ? C4 C3 C2 121.5(2) . . ? C4 C3 H3 121.5(16) . . ? C2 C3 H3 117.0(16) . . ? C5 C4 C3 119.3(2) . . ? C5 C4 H4 121.6(18) . . ? C3 C4 H4 119.2(18) . . ? C4 C5 C6 119.7(2) . . ? C4 C5 H5 120.0(17) . . ? C6 C5 H5 120.3(17) . . ? C5 C6 C7 122.5(2) . . ? C5 C6 H6 117.8(17) . . ? C7 C6 H6 119.6(17) . . ? C6 C7 C2 117.2(2) . . ? C6 C7 C8 117.7(2) . . ? C2 C7 C8 125.1(2) . . ? C7 C8 H8A 111.6(19) . . ? C7 C8 H8B 109(2) . . ? H8A C8 H8B 107(3) . . ? C7 C8 H8C 113(2) . . ? H8A C8 H8C 105(3) . . ? H8B C8 H8C 111(3) . . ? C10 C9 C14 121.0(2) . . ? C10 C9 C20 118.1(2) . . ? C14 C9 C20 120.8(2) . . ? C9 C10 C11 119.3(3) . . ? C9 C10 H10 119.9(18) . . ? C11 C10 H10 120.7(19) . . ? C12 C11 C10 119.7(4) . . ? C12 C11 H11 127(3) . . ? C10 C11 H11 113(3) . . ? C13 C12 C11 120.5(3) . . ? C13 C12 H12 119(2) . . ? C11 C12 H12 120(2) . . ? C12 C13 C14 122.0(3) . . ? C12 C13 H13 120(2) . . ? C14 C13 H13 118(2) . . ? C13 C14 C9 117.4(3) . . ? C13 C14 C15 120.0(3) . . ? C9 C14 C15 122.7(2) . . ? C14 C15 H15A 111(2) . . ? C14 C15 H15B 111(3) . . ? H15A C15 H15B 110(3) . . ? C14 C15 H15C 111(3) . . ? H15A C15 H15C 107(3) . . ? H15B C15 H15C 108(3) . . ? O4 C20 O3 123.53(18) . 5_776 ? O4 C20 C9 119.41(17) . . ? O3 C20 C9 117.04(17) 5_776 . ? Ru1 Cl1 Ru1 121.45(3) 2_756 . ? C1 O1 Ru1 118.24(12) . . ? C1 O2 Ru1 120.79(12) 5_776 . ? C20 O3 Ru1 119.86(12) 5_776 . ? C20 O4 Ru1 117.99(12) . . ? O2 Ru1 O3 92.19(6) . . ? O2 Ru1 O1 178.44(5) . . ? O3 Ru1 O1 87.69(6) . . ? O2 Ru1 O4 88.80(6) . . ? O3 Ru1 O4 178.13(5) . . ? O1 Ru1 O4 91.28(6) . . ? O2 Ru1 Ru1 88.28(4) . 5_776 ? O3 Ru1 Ru1 88.57(4) . 5_776 ? O1 Ru1 Ru1 90.16(4) . 5_776 ? O4 Ru1 Ru1 89.88(4) . 5_776 ? O2 Ru1 Cl1 86.45(4) . . ? O3 Ru1 Cl1 86.10(4) . . ? O1 Ru1 Cl1 95.09(4) . . ? O4 Ru1 Cl1 95.54(4) . . ? Ru1 Ru1 Cl1 172.352(12) 5_776 . ? _diffrn_measured_fraction_theta_max 0.928 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.594 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.073 data_pdm50 _database_code_depnum_ccdc_archive 'CCDC 869006' #TrackingRef '- cif_1to6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H28 Cl O8 Ru2' _chemical_formula_weight 778.13 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 12.817(2) _cell_length_b 11.084(2) _cell_length_c 21.847(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.277(3) _cell_angle_gamma 90.00 _cell_volume 3071.2(10) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1559 _cell_measurement_theta_min 3.2123 _cell_measurement_theta_max 19.4555 _exptl_crystal_description needle _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.683 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1556 _exptl_absorpt_coefficient_mu 1.121 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7748 _exptl_absorpt_correction_T_max 0.9565 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 28138 _diffrn_reflns_av_R_equivalents 0.2025 _diffrn_reflns_av_sigmaI/netI 0.3121 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 29.02 _reflns_number_total 7495 _reflns_number_gt 2167 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1000P)^2^+0.9208P] 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 refxyz _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0046(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7495 _refine_ls_number_parameters 267 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.3221 _refine_ls_R_factor_gt 0.0985 _refine_ls_wR_factor_ref 0.3155 _refine_ls_wR_factor_gt 0.2279 _refine_ls_goodness_of_fit_ref 1.145 _refine_ls_restrained_S_all 1.145 _refine_ls_shift/su_max 0.002 _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 C26 C 0.6501(12) 0.8115(11) 0.5623(6) 0.087(6) Uani 1 1 d G . . C27 C 0.5960(8) 0.9205(15) 0.5556(7) 0.129(2) Uani 1 1 d G . . H27 H 0.5243 0.9215 0.5407 0.155 Uiso 1 1 calc R . . C28 C 0.6492(13) 1.0280(11) 0.5711(7) 0.129(2) Uani 1 1 d G . . H28 H 0.6130 1.1009 0.5666 0.155 Uiso 1 1 calc R . . C29 C 0.7564(13) 1.0265(11) 0.5933(7) 0.129(2) Uani 1 1 d G . . H29 H 0.7919 1.0985 0.6036 0.155 Uiso 1 1 calc R . . C30 C 0.8105(8) 0.9176(15) 0.6000(6) 0.093(6) Uani 1 1 d G . . C31 C 0.7573(12) 0.8100(11) 0.5845(7) 0.129(2) Uani 1 1 d G . . H31 H 0.7935 0.7371 0.5890 0.155 Uiso 1 1 calc R . . C10 C 0.8523(12) 0.8164(10) 0.4361(6) 0.084(6) Uani 1 1 d G . . C11 C 0.9090(9) 0.9227(14) 0.4482(7) 0.129(2) Uani 1 1 d G . . H11 H 0.9803 0.9198 0.4642 0.155 Uiso 1 1 calc R . . C12 C 0.8594(13) 1.0335(10) 0.4363(8) 0.129(2) Uani 1 1 d G . . H12 H 0.8973 1.1046 0.4444 0.155 Uiso 1 1 calc R . . C13 C 0.7529(13) 1.0379(11) 0.4124(7) 0.129(2) Uani 1 1 d G . . H13 H 0.7197 1.1120 0.4044 0.155 Uiso 1 1 calc R . . C14 C 0.6962(9) 0.9316(16) 0.4003(7) 0.134(5) Uani 1 1 d G . . C15 C 0.7459(12) 0.8208(12) 0.4121(7) 0.129(2) Uani 1 1 d G . . H15 H 0.7079 0.7497 0.4040 0.155 Uiso 1 1 calc R . . C1 C 1.0191(15) 0.5896(17) 0.6149(8) 0.075(5) Uani 1 1 d . . . C2 C 1.0296(14) 0.6376(15) 0.6753(7) 0.070(5) Uani 1 1 d . . . C3 C 0.9482(17) 0.6228(17) 0.7107(8) 0.103(7) Uani 1 1 d . . . H3 H 0.8886 0.5782 0.6955 0.123 Uiso 1 1 calc R . . C4 C 0.957(2) 0.676(2) 0.7693(9) 0.122(8) Uani 1 1 d . . . H4 H 0.9030 0.6674 0.7930 0.146 Uiso 1 1 calc R . . C5 C 1.0466(19) 0.740(2) 0.7921(10) 0.103(7) Uani 1 1 d . . . H5 H 1.0518 0.7753 0.8310 0.123 Uiso 1 1 calc R . . C6 C 1.126(2) 0.752(2) 0.7585(13) 0.134(5) Uani 1 1 d . . . C7 C 1.120(2) 0.705(2) 0.6971(13) 0.129(2) Uani 1 1 d . . . H7 H 1.1728 0.7189 0.6729 0.155 Uiso 1 1 calc R . . C8 C 1.225(2) 0.830(3) 0.7854(14) 0.206(8) Uani 1 1 d . . . H8A H 1.2371 0.8910 0.7558 0.308 Uiso 1 1 calc R . . H8B H 1.2860 0.7793 0.7936 0.308 Uiso 1 1 calc R . . H8C H 1.2122 0.8685 0.8231 0.308 Uiso 1 1 calc R . . C9 C 0.8997(15) 0.6972(17) 0.4577(7) 0.069(5) Uani 1 1 d . . . C16 C 0.578(2) 0.947(3) 0.3788(14) 0.206(8) Uani 1 1 d . . . H16A H 0.5388 0.9011 0.4052 0.308 Uiso 1 1 calc R . . H16B H 0.5606 0.9190 0.3370 0.308 Uiso 1 1 calc R . . H16C H 0.5592 1.0308 0.3809 0.308 Uiso 1 1 calc R . . C17 C 0.5521(13) 0.5495(14) 0.3901(6) 0.054(4) Uani 1 1 d . . . C18 C 0.5913(14) 0.5864(14) 0.3337(7) 0.066(5) Uani 1 1 d . . . C19 C 0.6859(19) 0.543(2) 0.3229(12) 0.129(2) Uani 1 1 d . . . H19 H 0.7232 0.4875 0.3497 0.155 Uiso 1 1 calc R . . C20 C 0.727(2) 0.585(2) 0.2681(11) 0.129(2) Uani 1 1 d . . . H20 H 0.7920 0.5588 0.2592 0.155 Uiso 1 1 calc R . . C21 C 0.6682(19) 0.662(2) 0.2306(11) 0.129(2) Uani 1 1 d . . . H21 H 0.6939 0.6855 0.1948 0.155 Uiso 1 1 calc R . . C22 C 0.575(2) 0.708(2) 0.2407(12) 0.134(5) Uani 1 1 d . . . C23 C 0.5310(19) 0.663(2) 0.2944(11) 0.129(2) Uani 1 1 d . . . H23 H 0.4638 0.6849 0.3015 0.155 Uiso 1 1 calc R . . C24 C 0.507(2) 0.790(3) 0.1979(14) 0.206(8) Uani 1 1 d . . . H24A H 0.5508 0.8492 0.1817 0.308 Uiso 1 1 calc R . . H24B H 0.4576 0.8297 0.2199 0.308 Uiso 1 1 calc R . . H24C H 0.4704 0.7438 0.1645 0.308 Uiso 1 1 calc R . . C25 C 0.5992(15) 0.7006(15) 0.5400(7) 0.062(5) Uani 1 1 d . . . C32 C 0.918(2) 0.922(3) 0.6270(14) 0.206(8) Uani 1 1 d . . . H32A H 0.9539 0.9820 0.6066 0.308 Uiso 1 1 calc R . . H32B H 0.9496 0.8443 0.6225 0.308 Uiso 1 1 calc R . . H32C H 0.9222 0.9409 0.6701 0.308 Uiso 1 1 calc R . . Cl1 Cl 0.7568(3) 0.3426(4) 0.53208(19) 0.0680(12) Uani 1 1 d . . . O1 O 0.9385(9) 0.5281(10) 0.5926(5) 0.069(3) Uani 1 1 d . . . O2 O 0.9060(7) 0.3907(9) 0.4199(4) 0.064(3) Uani 1 1 d . . . O3 O 0.8471(8) 0.6078(11) 0.4729(5) 0.072(3) Uani 1 1 d . . . O4 O 0.9994(10) 0.3069(9) 0.5395(5) 0.074(3) Uani 1 1 d . . . O5 O 0.6129(8) 0.4832(9) 0.4284(4) 0.057(3) Uani 1 1 d . . . O6 O 0.5354(8) 0.4091(8) 0.5969(4) 0.057(3) Uani 1 1 d . . . O7 O 0.6479(8) 0.6006(10) 0.5443(4) 0.059(3) Uani 1 1 d . . . O8 O 0.4998(9) 0.7043(8) 0.5181(4) 0.061(3) Uani 1 1 d . . . Ru1 Ru 0.92077(10) 0.45753(12) 0.50671(6) 0.0558(5) Uani 1 1 d . . . Ru2 Ru 0.57667(10) 0.44755(11) 0.51289(5) 0.0507(5) 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 C26 0.073(14) 0.109(16) 0.076(13) -0.008(11) 0.001(10) -0.028(12) C27 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C28 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C29 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C30 0.065(13) 0.115(16) 0.099(15) 0.004(12) 0.006(11) -0.003(12) C31 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C10 0.091(15) 0.075(13) 0.089(14) 0.012(10) 0.027(11) 0.002(11) C11 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C12 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C13 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C14 0.118(12) 0.146(13) 0.141(13) 0.027(10) 0.028(10) 0.062(10) C15 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C1 0.072(14) 0.093(14) 0.063(12) -0.008(10) 0.020(10) 0.007(11) C2 0.089(14) 0.067(11) 0.061(11) 0.012(9) 0.036(10) 0.032(10) C3 0.135(19) 0.106(16) 0.075(13) -0.022(12) 0.041(13) -0.012(14) C4 0.13(2) 0.18(2) 0.064(14) -0.031(15) 0.026(14) 0.031(19) C5 0.102(19) 0.126(19) 0.071(14) -0.016(13) -0.015(13) 0.017(15) C6 0.118(12) 0.146(13) 0.141(13) 0.027(10) 0.028(10) 0.062(10) C7 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C8 0.190(18) 0.213(18) 0.219(19) 0.026(13) 0.047(14) 0.077(14) C9 0.064(13) 0.083(14) 0.059(11) 0.002(9) 0.004(10) 0.003(11) C16 0.190(18) 0.213(18) 0.219(19) 0.026(13) 0.047(14) 0.077(14) C17 0.063(11) 0.058(10) 0.040(9) 0.004(8) 0.005(8) -0.004(9) C18 0.077(12) 0.062(11) 0.063(11) 0.017(8) 0.020(9) 0.021(9) C19 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C20 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C21 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C22 0.118(12) 0.146(13) 0.141(13) 0.027(10) 0.028(10) 0.062(10) C23 0.120(6) 0.110(5) 0.158(7) 0.016(5) 0.021(5) 0.017(5) C24 0.190(18) 0.213(18) 0.219(19) 0.026(13) 0.047(14) 0.077(14) C25 0.072(14) 0.047(11) 0.062(11) 0.001(8) -0.005(10) -0.003(10) C32 0.190(18) 0.213(18) 0.219(19) 0.026(13) 0.047(14) 0.077(14) Cl1 0.060(3) 0.067(3) 0.080(3) 0.016(2) 0.017(2) 0.006(2) O1 0.049(7) 0.085(9) 0.075(8) 0.000(6) 0.012(6) -0.008(6) O2 0.043(6) 0.087(8) 0.061(7) -0.008(6) 0.005(5) -0.001(6) O3 0.056(7) 0.089(9) 0.076(8) 0.002(6) 0.021(6) -0.014(7) O4 0.072(9) 0.064(8) 0.086(9) 0.008(6) 0.013(7) 0.006(6) O5 0.051(7) 0.073(7) 0.049(6) -0.001(5) 0.019(5) -0.001(6) O6 0.049(7) 0.063(7) 0.058(7) -0.003(5) 0.010(5) 0.006(5) O7 0.050(7) 0.061(7) 0.062(7) -0.002(5) -0.006(5) -0.001(6) O8 0.077(9) 0.056(7) 0.052(7) 0.000(5) 0.012(6) -0.001(6) Ru1 0.0544(9) 0.0659(10) 0.0489(8) 0.0008(7) 0.0137(6) -0.0013(7) Ru2 0.0517(9) 0.0566(8) 0.0452(8) 0.0002(6) 0.0117(6) -0.0033(7) _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 C26 C27 1.3900 . ? C26 C31 1.3900 . ? C26 C25 1.443(18) . ? C27 C28 1.3900 . ? C27 H27 0.9300 . ? C28 C29 1.3900 . ? C28 H28 0.9300 . ? C29 C30 1.3900 . ? C29 H29 0.9300 . ? C30 C31 1.3900 . ? C30 C32 1.42(3) . ? C31 H31 0.9300 . ? C10 C11 1.3900 . ? C10 C15 1.3900 . ? C10 C9 1.502(19) . ? C11 C12 1.3900 . ? C11 H11 0.9300 . ? C12 C13 1.3900 . ? C12 H12 0.9300 . ? C13 C14 1.3900 . ? C13 H13 0.9300 . ? C14 C15 1.3900 . ? C14 C16 1.53(3) . ? C15 H15 0.9300 . ? C1 O1 1.274(19) . ? C1 O2 1.326(18) 3_766 ? C1 C2 1.41(2) . ? C2 C3 1.40(2) . ? C2 C7 1.40(3) . ? C3 C4 1.40(2) . ? C3 H3 0.9300 . ? C4 C5 1.38(3) . ? C4 H4 0.9300 . ? C5 C6 1.34(3) . ? C5 H5 0.9300 . ? C6 C7 1.43(3) . ? C6 C8 1.58(4) . ? C7 H7 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 O3 1.270(18) . ? C9 O4 1.287(18) 3_766 ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 O6 1.282(17) 3_666 ? C17 O5 1.288(16) . ? C17 C18 1.454(19) . ? C18 C19 1.36(2) . ? C18 C23 1.36(2) . ? C19 C20 1.45(3) . ? C19 H19 0.9300 . ? C20 C21 1.34(3) . ? C20 H20 0.9300 . ? C21 C22 1.35(3) . ? C21 H21 0.9300 . ? C22 C23 1.46(3) . ? C22 C24 1.49(3) . ? C23 H23 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 O7 1.269(17) . ? C25 O8 1.295(18) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? Cl1 Ru2 2.565(4) . ? Cl1 Ru1 2.585(4) . ? O1 Ru1 2.016(11) . ? O2 C1 1.326(18) 3_766 ? O2 Ru1 2.018(10) . ? O3 Ru1 2.002(12) . ? O4 C9 1.287(18) 3_766 ? O4 Ru1 2.027(11) . ? O5 Ru2 2.006(9) . ? O6 C17 1.282(17) 3_666 ? O6 Ru2 2.027(9) . ? O7 Ru2 2.001(10) . ? O8 Ru2 2.015(10) 3_666 ? Ru1 Ru1 2.295(2) 3_766 ? Ru2 O8 2.015(10) 3_666 ? Ru2 Ru2 2.283(3) 3_666 ? 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 C27 C26 C31 120.0 . . ? C27 C26 C25 120.7(14) . . ? C31 C26 C25 119.0(14) . . ? C28 C27 C26 120.0 . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C27 C28 C29 120.0 . . ? C27 C28 H28 120.0 . . ? C29 C28 H28 120.0 . . ? C30 C29 C28 120.0 . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? C31 C30 C29 120.0 . . ? C31 C30 C32 122.7(16) . . ? C29 C30 C32 117.2(16) . . ? C30 C31 C26 120.0 . . ? C30 C31 H31 120.0 . . ? C26 C31 H31 120.0 . . ? C11 C10 C15 120.0 . . ? C11 C10 C9 120.6(13) . . ? C15 C10 C9 118.7(13) . . ? C10 C11 C12 120.0 . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C13 C12 C11 120.0 . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C14 120.0 . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C13 C14 C15 120.0 . . ? C13 C14 C16 115.6(15) . . ? C15 C14 C16 124.3(15) . . ? C14 C15 C10 120.0 . . ? C14 C15 H15 120.0 . . ? C10 C15 H15 120.0 . . ? O1 C1 O2 118.9(15) . 3_766 ? O1 C1 C2 121.5(16) . . ? O2 C1 C2 119.7(18) 3_766 . ? C3 C2 C7 121.4(19) . . ? C3 C2 C1 119.7(19) . . ? C7 C2 C1 118.8(18) . . ? C2 C3 C4 119(2) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 120(2) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C6 C5 C4 121(2) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C7 122(3) . . ? C5 C6 C8 119(3) . . ? C7 C6 C8 119(3) . . ? C2 C7 C6 116(2) . . ? C2 C7 H7 121.9 . . ? C6 C7 H7 121.9 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O3 C9 O4 121.9(16) . 3_766 ? O3 C9 C10 124.2(16) . . ? O4 C9 C10 113.9(16) 3_766 . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O6 C17 O5 121.8(12) 3_666 . ? O6 C17 C18 120.5(14) 3_666 . ? O5 C17 C18 117.4(14) . . ? C19 C18 C23 123.5(19) . . ? C19 C18 C17 118.2(17) . . ? C23 C18 C17 118.3(17) . . ? C18 C19 C20 118(2) . . ? C18 C19 H19 121.1 . . ? C20 C19 H19 121.1 . . ? C21 C20 C19 118(2) . . ? C21 C20 H20 120.9 . . ? C19 C20 H20 120.9 . . ? C20 C21 C22 125(3) . . ? C20 C21 H21 117.4 . . ? C22 C21 H21 117.4 . . ? C21 C22 C23 117(2) . . ? C21 C22 C24 125(3) . . ? C23 C22 C24 117(2) . . ? C18 C23 C22 118(2) . . ? C18 C23 H23 121.0 . . ? C22 C23 H23 121.0 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O7 C25 O8 120.1(15) . . ? O7 C25 C26 121.6(17) . . ? O8 C25 C26 118.1(16) . . ? C30 C32 H32A 109.5 . . ? C30 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? Ru2 Cl1 Ru1 118.82(15) . . ? C1 O1 Ru1 122.7(10) . . ? C1 O2 Ru1 120.1(11) 3_766 . ? C9 O3 Ru1 120.4(11) . . ? C9 O4 Ru1 119.4(11) 3_766 . ? C17 O5 Ru2 120.8(9) . . ? C17 O6 Ru2 118.4(9) 3_666 . ? C25 O7 Ru2 121.3(10) . . ? C25 O8 Ru2 120.2(10) . 3_666 ? O3 Ru1 O1 90.3(4) . . ? O3 Ru1 O2 89.0(4) . . ? O1 Ru1 O2 178.2(4) . . ? O3 Ru1 O4 178.1(4) . . ? O1 Ru1 O4 90.4(4) . . ? O2 Ru1 O4 90.2(4) . . ? O3 Ru1 Ru1 89.5(3) . 3_766 ? O1 Ru1 Ru1 88.6(3) . 3_766 ? O2 Ru1 Ru1 89.7(3) . 3_766 ? O4 Ru1 Ru1 88.8(3) . 3_766 ? O3 Ru1 Cl1 97.7(3) . . ? O1 Ru1 Cl1 88.7(3) . . ? O2 Ru1 Cl1 93.0(3) . . ? O4 Ru1 Cl1 84.1(3) . . ? Ru1 Ru1 Cl1 172.37(13) 3_766 . ? O7 Ru2 O5 89.7(4) . . ? O7 Ru2 O8 178.0(4) . 3_666 ? O5 Ru2 O8 91.2(4) . 3_666 ? O7 Ru2 O6 91.9(4) . . ? O5 Ru2 O6 178.0(4) . . ? O8 Ru2 O6 87.2(4) 3_666 . ? O7 Ru2 Ru2 89.2(3) . 3_666 ? O5 Ru2 Ru2 88.7(3) . 3_666 ? O8 Ru2 Ru2 89.0(3) 3_666 3_666 ? O6 Ru2 Ru2 90.2(3) . 3_666 ? O7 Ru2 Cl1 88.5(3) . . ? O5 Ru2 Cl1 85.3(3) . . ? O8 Ru2 Cl1 93.4(3) 3_666 . ? O6 Ru2 Cl1 95.9(3) . . ? Ru2 Ru2 Cl1 173.59(12) 3_666 . ? _diffrn_measured_fraction_theta_max 0.916 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.844 _refine_diff_density_min -1.193 _refine_diff_density_rms 0.256 data_pdm80 _database_code_depnum_ccdc_archive 'CCDC 869007' #TrackingRef '- cif_1to6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H28 Cl O8 Ru2' _chemical_formula_weight 778.13 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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 27.433(2) _cell_length_b 10.1585(7) _cell_length_c 12.7102(8) _cell_angle_alpha 90.00 _cell_angle_beta 113.604(2) _cell_angle_gamma 90.00 _cell_volume 3245.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5193 _cell_measurement_theta_min 2.5688 _cell_measurement_theta_max 27.7957 _exptl_crystal_description thin _exptl_crystal_colour brown _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1556 _exptl_absorpt_coefficient_mu 1.060 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6412 _exptl_absorpt_correction_T_max 0.9588 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14855 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0311 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 28.95 _reflns_number_total 3953 _reflns_number_gt 2880 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _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. ; _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^)+(0.0386P)^2^+2.7316P] 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 refxyz _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3953 _refine_ls_number_parameters 195 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0859 _refine_ls_wR_factor_gt 0.0699 _refine_ls_goodness_of_fit_ref 1.121 _refine_ls_restrained_S_all 1.121 _refine_ls_shift/su_max 0.001 _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 0.40112(13) -0.0690(3) 0.3766(3) 0.0410(7) Uani 1 1 d . . . C2 C 0.34577(14) -0.1108(4) 0.3051(3) 0.0502(8) Uani 1 1 d . . . C3 C 0.32090(17) -0.0690(4) 0.1935(4) 0.0709(12) Uani 1 1 d . . . H3 H 0.3385 -0.0126 0.1627 0.085 Uiso 1 1 calc R . . C4 C 0.26945(19) -0.1110(6) 0.1262(4) 0.0907(15) Uani 1 1 d . . . H4 H 0.2526 -0.0800 0.0514 0.109 Uiso 1 1 calc R . . C5 C 0.24303(17) -0.1971(6) 0.1681(4) 0.0885(15) Uani 1 1 d . . . C6 C 0.26861(19) -0.2386(6) 0.2807(5) 0.0978(17) Uani 1 1 d . . . H6 H 0.2515 -0.2963 0.3115 0.117 Uiso 1 1 calc R . . C7 C 0.31922(16) -0.1955(5) 0.3477(4) 0.0757(13) Uani 1 1 d . . . H7 H 0.3357 -0.2244 0.4232 0.091 Uiso 1 1 calc R . . C8 C 0.18733(18) -0.2466(8) 0.0922(5) 0.139(3) Uani 1 1 d . . . H8A H 0.1759 -0.2068 0.0176 0.208 Uiso 1 1 calc R . . H8B H 0.1630 -0.2235 0.1265 0.208 Uiso 1 1 calc R . . H8C H 0.1881 -0.3406 0.0848 0.208 Uiso 1 1 calc R . . C9 C 0.46453(12) 0.2126(3) 0.5642(2) 0.0364(7) Uani 1 1 d . . . C10 C 0.44291(12) 0.3292(3) 0.5986(2) 0.0384(7) Uani 1 1 d . . . C11 C 0.44099(14) 0.4498(3) 0.5458(3) 0.0481(8) Uani 1 1 d . . . H11 H 0.4543 0.4577 0.4893 0.058 Uiso 1 1 calc R . . C12 C 0.41936(16) 0.5582(3) 0.5770(4) 0.0586(10) Uani 1 1 d . . . H12 H 0.4190 0.6391 0.5424 0.070 Uiso 1 1 calc R . . C13 C 0.39821(16) 0.5478(4) 0.6594(4) 0.0592(10) Uani 1 1 d . . . C14 C 0.40027(17) 0.4262(4) 0.7116(4) 0.0622(10) Uani 1 1 d . . . H14 H 0.3861 0.4173 0.7666 0.075 Uiso 1 1 calc R . . C15 C 0.42300(14) 0.3190(3) 0.6825(3) 0.0513(8) Uani 1 1 d . . . H15 H 0.4250 0.2391 0.7196 0.062 Uiso 1 1 calc R . . C16 C 0.3734(2) 0.6651(4) 0.6921(5) 0.0882(15) Uani 1 1 d . . . H16A H 0.3610 0.6395 0.7499 0.132 Uiso 1 1 calc R . . H16B H 0.3440 0.6966 0.6257 0.132 Uiso 1 1 calc R . . H16C H 0.3994 0.7337 0.7217 0.132 Uiso 1 1 calc R . . O1 O 0.42531(9) 0.0018(2) 0.33086(17) 0.0426(5) Uani 1 1 d . . . O2 O 0.57775(9) 0.1092(2) 0.51987(18) 0.0434(5) Uani 1 1 d . . . O3 O 0.47572(9) 0.22007(19) 0.47613(17) 0.0412(5) Uani 1 1 d . . . O4 O 0.52919(9) -0.1074(2) 0.37702(17) 0.0409(5) Uani 1 1 d . . . Cl1 Cl 0.5000 0.18355(10) 0.2500 0.0465(3) Uani 1 2 d S . . Ru1 Ru 0.501616(10) 0.05642(2) 0.423443(19) 0.03391(9) 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 0.0497(19) 0.0365(16) 0.0384(16) 0.0000(12) 0.0193(15) 0.0057(14) C2 0.046(2) 0.054(2) 0.0488(19) 0.0019(16) 0.0171(16) 0.0067(16) C3 0.062(3) 0.085(3) 0.054(2) 0.003(2) 0.011(2) 0.003(2) C4 0.063(3) 0.135(5) 0.055(3) 0.003(3) 0.004(2) 0.015(3) C5 0.049(3) 0.135(5) 0.077(3) -0.020(3) 0.020(2) 0.001(3) C6 0.058(3) 0.144(5) 0.088(4) 0.004(3) 0.025(3) -0.020(3) C7 0.053(2) 0.103(4) 0.063(3) 0.012(2) 0.016(2) -0.009(2) C8 0.049(3) 0.247(8) 0.103(4) -0.045(5) 0.011(3) -0.019(4) C9 0.0431(18) 0.0360(15) 0.0311(14) -0.0003(12) 0.0159(13) 0.0029(13) C10 0.0453(18) 0.0365(15) 0.0337(15) -0.0011(12) 0.0163(13) 0.0055(14) C11 0.061(2) 0.0429(18) 0.0461(19) 0.0008(14) 0.0271(17) 0.0036(16) C12 0.075(3) 0.0381(18) 0.068(3) -0.0023(16) 0.035(2) 0.0008(18) C13 0.066(2) 0.048(2) 0.065(2) -0.0102(18) 0.027(2) 0.0086(18) C14 0.078(3) 0.062(2) 0.060(2) -0.0031(18) 0.041(2) 0.011(2) C15 0.069(2) 0.0463(19) 0.0442(18) 0.0048(15) 0.0284(17) 0.0066(17) C16 0.108(4) 0.065(3) 0.109(4) -0.014(3) 0.062(3) 0.021(3) O1 0.0506(13) 0.0445(12) 0.0305(11) 0.0022(9) 0.0137(10) 0.0021(10) O2 0.0521(14) 0.0434(12) 0.0356(11) 0.0038(9) 0.0184(10) -0.0021(10) O3 0.0621(14) 0.0327(10) 0.0345(11) 0.0018(8) 0.0253(10) 0.0058(10) O4 0.0629(14) 0.0337(10) 0.0322(11) 0.0021(9) 0.0253(10) 0.0069(10) Cl1 0.0816(8) 0.0348(5) 0.0303(5) 0.000 0.0301(5) 0.000 Ru1 0.04924(17) 0.03051(13) 0.02359(12) 0.00192(9) 0.01626(10) 0.00281(11) _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 O1 1.266(4) . ? C1 O2 1.275(4) 5_656 ? C1 C2 1.485(5) . ? C2 C7 1.371(5) . ? C2 C3 1.372(5) . ? C3 C4 1.392(6) . ? C3 H3 0.9300 . ? C4 C5 1.372(7) . ? C4 H4 0.9300 . ? C5 C6 1.384(7) . ? C5 C8 1.529(6) . ? C6 C7 1.378(6) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 O4 1.275(3) 5_656 ? C9 O3 1.276(3) . ? C9 C10 1.468(4) . ? C10 C15 1.383(4) . ? C10 C11 1.387(4) . ? C11 C12 1.382(5) . ? C11 H11 0.9300 . ? C12 C13 1.390(6) . ? C12 H12 0.9300 . ? C13 C14 1.392(5) . ? C13 C16 1.511(5) . ? C14 C15 1.377(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? O1 Ru1 2.025(2) . ? O2 C1 1.274(4) 5_656 ? O2 Ru1 2.025(2) . ? O3 Ru1 2.024(2) . ? O4 C9 1.275(3) 5_656 ? O4 Ru1 2.011(2) . ? Cl1 Ru1 2.5400(6) . ? Cl1 Ru1 2.5400(6) 2_655 ? Ru1 Ru1 2.2906(5) 5_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 O2 123.4(3) . 5_656 ? O1 C1 C2 118.5(3) . . ? O2 C1 C2 118.1(3) 5_656 . ? C7 C2 C3 118.6(4) . . ? C7 C2 C1 120.8(3) . . ? C3 C2 C1 120.5(4) . . ? C2 C3 C4 120.1(4) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 121.4(4) . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 C5 C6 117.9(4) . . ? C4 C5 C8 121.0(5) . . ? C6 C5 C8 121.1(6) . . ? C7 C6 C5 120.7(5) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C2 C7 C6 121.3(4) . . ? C2 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O4 C9 O3 122.7(3) 5_656 . ? O4 C9 C10 118.5(3) 5_656 . ? O3 C9 C10 118.8(3) . . ? C15 C10 C11 119.3(3) . . ? C15 C10 C9 120.1(3) . . ? C11 C10 C9 120.6(3) . . ? C12 C11 C10 120.1(3) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 120.8(3) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C12 C13 C14 118.5(3) . . ? C12 C13 C16 121.2(4) . . ? C14 C13 C16 120.4(4) . . ? C15 C14 C13 120.7(4) . . ? C15 C14 H14 119.7 . . ? C13 C14 H14 119.7 . . ? C14 C15 C10 120.6(3) . . ? C14 C15 H15 119.7 . . ? C10 C15 H15 119.7 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C1 O1 Ru1 119.9(2) . . ? C1 O2 Ru1 118.2(2) 5_656 . ? C9 O3 Ru1 118.73(18) . . ? C9 O4 Ru1 119.97(18) 5_656 . ? Ru1 Cl1 Ru1 118.88(4) . 2_655 ? O4 Ru1 O3 177.92(8) . . ? O4 Ru1 O1 91.46(9) . . ? O3 Ru1 O1 89.96(9) . . ? O4 Ru1 O2 88.79(9) . . ? O3 Ru1 O2 89.75(9) . . ? O1 Ru1 O2 178.47(8) . . ? O4 Ru1 Ru1 88.99(6) . 5_656 ? O3 Ru1 Ru1 89.53(6) . 5_656 ? O1 Ru1 Ru1 88.50(6) . 5_656 ? O2 Ru1 Ru1 89.99(6) . 5_656 ? O4 Ru1 Cl1 92.52(6) . . ? O3 Ru1 Cl1 89.03(6) . . ? O1 Ru1 Cl1 88.87(6) . . ? O2 Ru1 Cl1 92.63(6) . . ? Ru1 Ru1 Cl1 177.005(18) 5_656 . ? _diffrn_measured_fraction_theta_max 0.923 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.027 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.091