Supplementary Material (ESI) for Perkin Transactions This journal is © The Royal Society of Chemistry 2001 # paper: B103175A # Chiral pyridylimidazolines: synthesis, arene ruthenium complexes and # application in asymmetric catalysis # A. Davenport, D. L. Davies, J. Fawcett & D. R. Russell data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C29 H29 Cl N3 Ru)(F6 Sb)' _chemical_formula_sum 'C29 H29 Cl F6 N3 Ru Sb' _chemical_formula_weight 791.82 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' 'F' 'F' 0.0171 0.0103 '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' 'Sb' 'Sb' -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.159(3) _cell_length_b 17.370(5) _cell_length_c 21.182(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3002.0(17) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 44 _cell_measurement_theta_min 5.40 _cell_measurement_theta_max 13.53 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.752 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1560 _exptl_absorpt_coefficient_mu 1.553 _exptl_absorpt_correction_type 'psi scan (XEMP; SHELXL-97)' _exptl_absorpt_correction_T_min 0.47 _exptl_absorpt_correction_T_max 0.58 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 'Siemens P4 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 1000 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 4137 _diffrn_reflns_av_R_equivalents 0.0192 _diffrn_reflns_av_sigmaI/netI 0.0539 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 1 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 26.99 _reflns_number_total 4051 _reflns_number_gt 3138 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0374P)^2^+7.5420P] 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 'riding model' _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 -0.07(5) _refine_ls_number_reflns 4051 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0742 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1064 _refine_ls_wR_factor_gt 0.0931 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _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 Sb1 Sb -0.17056(9) -0.02445(4) -0.76840(3) 0.04171(19) Uani 1 1 d . . . F1 F -0.2781(10) 0.0041(4) -0.6946(3) 0.079(2) Uani 1 1 d . . . F2 F -0.0569(9) 0.0676(4) -0.7662(4) 0.081(2) Uani 1 1 d . . . F3 F -0.3327(8) 0.0241(5) -0.8166(4) 0.081(2) Uani 1 1 d . . . F4 F -0.0087(10) -0.0732(5) -0.7206(3) 0.094(3) Uani 1 1 d . . . F5 F -0.0642(10) -0.0531(5) -0.8429(3) 0.083(3) Uani 1 1 d . . . F6 F -0.2916(11) -0.1158(4) -0.7735(4) 0.093(3) Uani 1 1 d . . . Ru1 Ru -0.06074(9) -0.42147(4) -0.51150(3) 0.02942(17) Uani 1 1 d . . . Cl1 Cl -0.3145(3) -0.36173(13) -0.47848(12) 0.0400(6) Uani 1 1 d . . . N1 N -0.1155(9) -0.3581(4) -0.5941(4) 0.0315(18) Uani 1 1 d . . . N2 N -0.2065(8) -0.4973(4) -0.5642(3) 0.0257(16) Uani 1 1 d . . . N3 N -0.3405(9) -0.5211(4) -0.6549(3) 0.0340(17) Uani 1 1 d . . . H3A H -0.3643 -0.5149 -0.6941 0.041 Uiso 1 1 calc R . . C1 C -0.0745(12) -0.2839(5) -0.6037(5) 0.036(2) Uani 1 1 d . . . H1A H -0.0087 -0.2590 -0.5742 0.043 Uiso 1 1 calc R . . C2 C -0.1268(13) -0.2443(5) -0.6555(5) 0.042(3) Uani 1 1 d . . . H2A H -0.0971 -0.1930 -0.6607 0.050 Uiso 1 1 calc R . . C3 C -0.2236(14) -0.2799(6) -0.7004(5) 0.049(3) Uani 1 1 d . . . H3B H -0.2568 -0.2537 -0.7365 0.059 Uiso 1 1 calc R . . C4 C -0.2705(13) -0.3566(6) -0.6900(5) 0.042(3) Uani 1 1 d . . . H4A H -0.3376 -0.3822 -0.7186 0.050 Uiso 1 1 calc R . . C5 C -0.2152(11) -0.3935(5) -0.6363(4) 0.031(2) Uani 1 1 d . . . C6 C -0.2564(10) -0.4721(5) -0.6188(4) 0.0304(19) Uani 1 1 d . . . C7 C -0.3848(11) -0.5875(5) -0.6158(5) 0.037(2) Uani 1 1 d . . . H7A H -0.4950 -0.5794 -0.5987 0.044 Uiso 1 1 calc R . . C8 C -0.2560(10) -0.5798(5) -0.5604(4) 0.032(2) Uani 1 1 d . . . H8A H -0.1605 -0.6116 -0.5707 0.038 Uiso 1 1 calc R . . C9 C -0.3250(11) -0.6071(5) -0.4981(4) 0.033(2) Uani 1 1 d . . . C10 C -0.3148(14) -0.6838(5) -0.4819(5) 0.043(2) Uani 1 1 d . . . H10A H -0.2592 -0.7181 -0.5080 0.051 Uiso 1 1 calc R . . C11 C -0.3878(15) -0.7097(7) -0.4266(5) 0.058(3) Uani 1 1 d . . . H11A H -0.3819 -0.7615 -0.4157 0.069 Uiso 1 1 calc R . . C12 C -0.4689(15) -0.6587(7) -0.3877(6) 0.062(3) Uani 1 1 d . . . H12A H -0.5166 -0.6761 -0.3505 0.074 Uiso 1 1 calc R . . C13 C -0.4791(14) -0.5832(7) -0.4036(5) 0.058(3) Uani 1 1 d . . . H13A H -0.5315 -0.5484 -0.3770 0.069 Uiso 1 1 calc R . . C14 C -0.4100(13) -0.5582(7) -0.4607(5) 0.050(3) Uani 1 1 d . . . H14A H -0.4227 -0.5072 -0.4730 0.060 Uiso 1 1 calc R . . C15 C -0.3801(11) -0.6643(6) -0.6488(4) 0.034(2) Uani 1 1 d . . . C16 C -0.4907(14) -0.7206(6) -0.6333(5) 0.046(3) Uani 1 1 d . . . H16A H -0.5687 -0.7115 -0.6022 0.055 Uiso 1 1 calc R . . C17 C -0.4861(18) -0.7922(6) -0.6645(7) 0.068(4) Uani 1 1 d . . . H17A H -0.5596 -0.8308 -0.6534 0.082 Uiso 1 1 calc R . . C18 C -0.3722(16) -0.8047(7) -0.7115(6) 0.065(4) Uani 1 1 d . . . H18A H -0.3698 -0.8518 -0.7323 0.078 Uiso 1 1 calc R . . C19 C -0.2640(15) -0.7490(6) -0.7276(6) 0.059(3) Uani 1 1 d . . . H19A H -0.1865 -0.7581 -0.7589 0.071 Uiso 1 1 calc R . . C20 C -0.2689(14) -0.6785(7) -0.6972(6) 0.050(3) Uani 1 1 d . . . H20A H -0.1965 -0.6398 -0.7094 0.060 Uiso 1 1 calc R . . C21 C 0.2003(10) -0.3856(6) -0.5148(5) 0.040(2) Uani 1 1 d . . . C22 C 0.1907(11) -0.4681(5) -0.5216(5) 0.041(2) Uani 1 1 d . . . H22A H 0.2232 -0.4917 -0.5617 0.049 Uiso 1 1 calc R . . C23 C 0.1065(11) -0.5126(5) -0.4770(5) 0.039(2) Uani 1 1 d . . . C24 C 0.0275(12) -0.4772(7) -0.4238(5) 0.045(2) Uani 1 1 d . . . H24A H -0.0484 -0.5071 -0.3976 0.054 Uiso 1 1 calc R . . C25 C 0.0370(14) -0.3960(6) -0.4168(5) 0.048(3) Uani 1 1 d . . . C26 C 0.1234(12) -0.3531(6) -0.4599(5) 0.046(3) Uani 1 1 d . . . H26A H 0.1086 -0.2971 -0.4589 0.055 Uiso 1 1 calc R . . C27 C 0.2913(13) -0.3407(7) -0.5634(6) 0.059(3) Uani 1 1 d . . . H27A H 0.4040 -0.3360 -0.5511 0.088 Uiso 1 1 calc R . . H27B H 0.2436 -0.2904 -0.5673 0.088 Uiso 1 1 calc R . . H27C H 0.2848 -0.3668 -0.6033 0.088 Uiso 1 1 calc R . . C28 C 0.1055(13) -0.6003(5) -0.4846(6) 0.055(3) Uani 1 1 d . . . H28A H 0.1989 -0.6218 -0.4634 0.083 Uiso 1 1 calc R . . H28B H 0.1102 -0.6132 -0.5286 0.083 Uiso 1 1 calc R . . H28C H 0.0069 -0.6210 -0.4666 0.083 Uiso 1 1 calc R . . C29 C -0.0483(18) -0.3592(8) -0.3619(5) 0.074(4) Uani 1 1 d . . . H29A H 0.0255 -0.3565 -0.3267 0.110 Uiso 1 1 calc R . . H29B H -0.1423 -0.3895 -0.3505 0.110 Uiso 1 1 calc R . . H29C H -0.0827 -0.3083 -0.3733 0.110 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 Sb1 0.0415(3) 0.0396(4) 0.0440(4) 0.0060(3) 0.0046(3) -0.0045(4) F1 0.093(5) 0.072(5) 0.070(5) -0.013(4) 0.031(4) -0.015(5) F2 0.081(5) 0.069(4) 0.093(5) 0.007(5) -0.005(5) -0.040(4) F3 0.047(3) 0.103(6) 0.093(5) 0.019(5) -0.026(4) 0.000(5) F4 0.104(6) 0.109(6) 0.070(5) 0.012(5) -0.020(4) 0.043(6) F5 0.085(5) 0.116(7) 0.047(4) -0.003(4) 0.013(4) 0.021(5) F6 0.127(7) 0.049(4) 0.102(6) -0.005(4) -0.003(6) -0.034(5) Ru1 0.0302(3) 0.0251(3) 0.0329(3) -0.0024(3) -0.0084(3) 0.0022(3) Cl1 0.0393(12) 0.0335(11) 0.0472(15) -0.0075(11) 0.0011(12) 0.0100(11) N1 0.031(4) 0.026(4) 0.037(4) -0.002(3) -0.004(3) 0.001(3) N2 0.026(4) 0.022(3) 0.029(4) 0.001(3) -0.006(3) 0.000(3) N3 0.046(4) 0.023(3) 0.033(4) -0.001(3) -0.018(4) 0.002(4) C1 0.033(5) 0.026(4) 0.049(6) 0.002(4) -0.003(5) -0.006(4) C2 0.058(7) 0.025(5) 0.043(6) 0.005(4) 0.003(5) -0.004(5) C3 0.060(7) 0.038(6) 0.049(7) 0.012(5) -0.009(6) 0.009(6) C4 0.056(6) 0.038(6) 0.032(5) 0.002(4) -0.011(5) 0.005(5) C5 0.028(4) 0.024(4) 0.040(5) 0.004(4) -0.006(4) 0.006(4) C6 0.026(4) 0.023(4) 0.042(5) 0.000(4) -0.009(4) 0.010(4) C7 0.034(5) 0.029(5) 0.048(6) -0.004(5) -0.007(4) 0.000(4) C8 0.030(4) 0.026(4) 0.039(5) -0.007(4) -0.009(4) 0.006(4) C9 0.021(4) 0.036(5) 0.041(5) 0.002(4) -0.004(4) -0.005(4) C10 0.058(6) 0.029(5) 0.041(6) -0.001(5) 0.000(6) 0.002(5) C11 0.072(8) 0.051(7) 0.051(7) 0.016(6) -0.012(6) -0.006(6) C12 0.068(8) 0.068(8) 0.050(7) 0.008(6) 0.023(7) -0.017(7) C13 0.067(8) 0.060(7) 0.046(6) -0.010(6) 0.025(6) 0.000(7) C14 0.046(6) 0.051(7) 0.052(6) -0.001(5) 0.005(5) 0.001(5) C15 0.032(5) 0.035(5) 0.035(5) -0.004(4) -0.011(4) -0.002(4) C16 0.056(6) 0.043(6) 0.038(6) 0.000(5) -0.004(5) -0.021(5) C17 0.090(10) 0.029(6) 0.086(10) 0.002(6) -0.047(9) -0.017(7) C18 0.074(9) 0.038(6) 0.082(9) -0.030(6) -0.049(8) 0.019(6) C19 0.052(7) 0.054(7) 0.071(8) -0.033(7) -0.015(7) 0.013(6) C20 0.043(6) 0.052(7) 0.057(7) -0.003(6) -0.007(6) 0.004(6) C21 0.019(4) 0.050(6) 0.052(6) 0.005(6) -0.014(5) -0.003(4) C22 0.036(5) 0.032(5) 0.053(6) -0.003(5) -0.015(5) 0.009(5) C23 0.037(5) 0.033(5) 0.048(6) 0.000(5) -0.024(5) 0.006(4) C24 0.043(6) 0.050(6) 0.043(5) 0.009(5) -0.013(5) 0.002(6) C25 0.052(7) 0.054(7) 0.039(6) -0.013(5) -0.019(5) 0.001(6) C26 0.040(6) 0.039(6) 0.057(7) -0.011(5) -0.019(5) -0.001(5) C27 0.034(6) 0.055(7) 0.087(9) 0.006(7) 0.003(6) 0.002(5) C28 0.049(6) 0.034(5) 0.083(8) 0.022(6) -0.018(7) -0.001(5) C29 0.086(10) 0.089(10) 0.045(7) -0.023(7) -0.018(7) 0.028(9) _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 Sb1 F2 1.849(6) . ? Sb1 F1 1.859(7) . ? Sb1 F4 1.867(7) . ? Sb1 F5 1.869(7) . ? Sb1 F3 1.871(7) . ? Sb1 F6 1.872(7) . ? Ru1 N2 2.097(7) . ? Ru1 N1 2.115(7) . ? Ru1 C25 2.204(10) . ? Ru1 C26 2.206(10) . ? Ru1 C23 2.214(9) . ? Ru1 C24 2.215(10) . ? Ru1 C22 2.216(9) . ? Ru1 C21 2.220(9) . ? Ru1 Cl1 2.420(3) . ? N1 C1 1.348(11) . ? N1 C5 1.355(11) . ? N2 C6 1.301(11) . ? N2 C8 1.491(11) . ? N3 C6 1.334(11) . ? N3 C7 1.464(11) . ? C1 C2 1.364(13) . ? C2 C3 1.382(14) . ? C3 C4 1.405(14) . ? C4 C5 1.379(13) . ? C5 C6 1.456(12) . ? C7 C15 1.506(13) . ? C7 C8 1.582(12) . ? C8 C9 1.510(13) . ? C9 C14 1.354(13) . ? C9 C10 1.377(12) . ? C10 C11 1.390(15) . ? C11 C12 1.379(16) . ? C12 C13 1.356(16) . ? C13 C14 1.402(14) . ? C15 C16 1.370(13) . ? C15 C20 1.391(14) . ? C16 C17 1.408(15) . ? C17 C18 1.379(18) . ? C18 C19 1.354(17) . ? C19 C20 1.384(15) . ? C21 C26 1.439(15) . ? C21 C22 1.442(13) . ? C21 C27 1.490(14) . ? C22 C23 1.400(14) . ? C23 C24 1.437(14) . ? C23 C28 1.532(13) . ? C24 C25 1.421(15) . ? C25 C26 1.373(15) . ? C25 C29 1.498(14) . ? 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 F2 Sb1 F1 89.1(3) . . ? F2 Sb1 F4 91.3(4) . . ? F1 Sb1 F4 89.9(4) . . ? F2 Sb1 F5 91.1(4) . . ? F1 Sb1 F5 179.5(4) . . ? F4 Sb1 F5 90.5(3) . . ? F2 Sb1 F3 88.8(3) . . ? F1 Sb1 F3 90.3(4) . . ? F4 Sb1 F3 179.8(4) . . ? F5 Sb1 F3 89.3(3) . . ? F2 Sb1 F6 177.4(4) . . ? F1 Sb1 F6 91.5(4) . . ? F4 Sb1 F6 91.2(4) . . ? F5 Sb1 F6 88.3(4) . . ? F3 Sb1 F6 88.7(4) . . ? N2 Ru1 N1 76.5(3) . . ? N2 Ru1 C25 144.7(4) . . ? N1 Ru1 C25 136.5(4) . . ? N2 Ru1 C26 171.4(3) . . ? N1 Ru1 C26 105.9(4) . . ? C25 Ru1 C26 36.3(4) . . ? N2 Ru1 C23 94.4(3) . . ? N1 Ru1 C23 140.8(3) . . ? C25 Ru1 C23 67.7(4) . . ? C26 Ru1 C23 78.6(4) . . ? N2 Ru1 C24 110.9(3) . . ? N1 Ru1 C24 171.9(3) . . ? C25 Ru1 C24 37.5(4) . . ? C26 Ru1 C24 66.3(4) . . ? C23 Ru1 C24 37.9(4) . . ? N2 Ru1 C22 104.1(3) . . ? N1 Ru1 C22 107.8(3) . . ? C25 Ru1 C22 80.0(4) . . ? C26 Ru1 C22 67.3(4) . . ? C23 Ru1 C22 36.8(4) . . ? C24 Ru1 C22 67.7(4) . . ? N2 Ru1 C21 134.7(4) . . ? N1 Ru1 C21 91.8(3) . . ? C25 Ru1 C21 68.0(4) . . ? C26 Ru1 C21 37.9(4) . . ? C23 Ru1 C21 67.6(4) . . ? C24 Ru1 C21 80.6(4) . . ? C22 Ru1 C21 37.9(3) . . ? N2 Ru1 Cl1 86.4(2) . . ? N1 Ru1 Cl1 80.5(2) . . ? C25 Ru1 Cl1 87.7(3) . . ? C26 Ru1 Cl1 102.0(3) . . ? C23 Ru1 Cl1 137.6(3) . . ? C24 Ru1 Cl1 102.9(3) . . ? C22 Ru1 Cl1 167.7(3) . . ? C21 Ru1 Cl1 135.2(3) . . ? C1 N1 C5 118.8(8) . . ? C1 N1 Ru1 124.8(7) . . ? C5 N1 Ru1 115.9(6) . . ? C6 N2 C8 106.7(7) . . ? C6 N2 Ru1 116.1(6) . . ? C8 N2 Ru1 136.7(6) . . ? C6 N3 C7 107.8(7) . . ? N1 C1 C2 121.8(9) . . ? C1 C2 C3 120.4(9) . . ? C2 C3 C4 118.2(10) . . ? C5 C4 C3 118.7(10) . . ? N1 C5 C4 122.0(8) . . ? N1 C5 C6 113.3(8) . . ? C4 C5 C6 124.8(9) . . ? N2 C6 N3 117.1(8) . . ? N2 C6 C5 118.1(8) . . ? N3 C6 C5 124.8(8) . . ? N3 C7 C15 115.4(8) . . ? N3 C7 C8 100.9(7) . . ? C15 C7 C8 113.8(8) . . ? N2 C8 C9 116.8(7) . . ? N2 C8 C7 102.7(7) . . ? C9 C8 C7 112.0(7) . . ? C14 C9 C10 119.4(10) . . ? C14 C9 C8 120.4(9) . . ? C10 C9 C8 119.9(9) . . ? C9 C10 C11 119.8(10) . . ? C12 C11 C10 120.0(11) . . ? C13 C12 C11 120.2(11) . . ? C12 C13 C14 119.3(11) . . ? C9 C14 C13 121.1(11) . . ? C16 C15 C20 118.6(10) . . ? C16 C15 C7 120.3(9) . . ? C20 C15 C7 121.0(9) . . ? C15 C16 C17 120.1(11) . . ? C18 C17 C16 119.7(12) . . ? C19 C18 C17 120.6(11) . . ? C18 C19 C20 119.8(12) . . ? C19 C20 C15 121.2(12) . . ? C26 C21 C22 116.6(10) . . ? C26 C21 C27 124.8(10) . . ? C22 C21 C27 118.6(11) . . ? C26 C21 Ru1 70.5(5) . . ? C22 C21 Ru1 70.9(6) . . ? C27 C21 Ru1 130.3(7) . . ? C23 C22 C21 120.6(10) . . ? C23 C22 Ru1 71.5(5) . . ? C21 C22 Ru1 71.2(5) . . ? C22 C23 C24 120.8(9) . . ? C22 C23 C28 118.7(10) . . ? C24 C23 C28 120.4(10) . . ? C22 C23 Ru1 71.7(5) . . ? C24 C23 Ru1 71.1(5) . . ? C28 C23 Ru1 132.3(7) . . ? C25 C24 C23 118.9(10) . . ? C25 C24 Ru1 70.8(6) . . ? C23 C24 Ru1 71.0(5) . . ? C26 C25 C24 119.8(10) . . ? C26 C25 C29 121.6(11) . . ? C24 C25 C29 118.6(11) . . ? C26 C25 Ru1 71.9(6) . . ? C24 C25 Ru1 71.7(6) . . ? C29 C25 Ru1 128.6(8) . . ? C25 C26 C21 123.2(10) . . ? C25 C26 Ru1 71.8(6) . . ? C21 C26 Ru1 71.5(5) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.047 _refine_diff_density_min -0.816 _refine_diff_density_rms 0.129 data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C30 H31 Cl N3 Ru)(F6 Sb)' _chemical_formula_sum 'C30 H31 Cl F6 N3 Ru Sb' _chemical_formula_weight 805.85 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' 'F' 'F' 0.0171 0.0103 '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' 'Sb' 'Sb' -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.566(3) _cell_length_b 17.569(8) _cell_length_c 20.345(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3062(2) _cell_formula_units_Z 4 _cell_measurement_temperature 195(2) _cell_measurement_reflns_used 32 _cell_measurement_theta_min 5.27 _cell_measurement_theta_max 12.73 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.748 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1592 _exptl_absorpt_coefficient_mu 1.525 _exptl_absorpt_correction_type 'psi-scan' _exptl_absorpt_correction_T_min 0.342 _exptl_absorpt_correction_T_max 0.432 _exptl_absorpt_process_details ; correction based on 112 psi-scan data (XEMP; SHELXL-97) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 195(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 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 4130 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0435 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 1 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 27.02 _reflns_number_total 4049 _reflns_number_gt 3417 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XSCANS (Fait, 1991)' _computing_cell_refinement 'XSCANS (Fait, 1991)' _computing_data_reduction 'XSCANS (Fait, 1991)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0738P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(4) _refine_ls_number_reflns 4049 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0615 _refine_ls_R_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.1130 _refine_ls_wR_factor_gt 0.1050 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.56003(7) 0.91414(3) 0.49228(3) 0.02449(15) Uani 1 1 d . . . Cl1 Cl 0.8065(3) 0.85631(11) 0.52051(10) 0.0363(4) Uani 1 1 d . . . N1 N 0.5947(7) 0.8504(3) 0.4067(3) 0.0248(14) Uani 1 1 d . . . N2 N 0.6921(8) 0.9867(3) 0.4325(3) 0.0232(12) Uani 1 1 d . . . N3 N 0.7885(8) 1.0128(4) 0.3323(3) 0.0301(15) Uani 1 1 d . . . C1 C 0.5586(12) 0.7764(4) 0.4017(4) 0.0335(18) Uani 1 1 d . . . H1A H 0.5026 0.7535 0.4355 0.040 Uiso 1 1 calc R . . C2 C 0.6008(11) 0.7333(4) 0.3488(4) 0.036(2) Uani 1 1 d . . . H2A H 0.5693 0.6828 0.3461 0.044 Uiso 1 1 calc R . . C3 C 0.6896(13) 0.7645(4) 0.2998(4) 0.040(2) Uani 1 1 d . . . H3A H 0.7208 0.7355 0.2639 0.047 Uiso 1 1 calc R . . C4 C 0.7314(12) 0.8399(5) 0.3050(4) 0.040(2) Uani 1 1 d . . . H4A H 0.7912 0.8624 0.2721 0.048 Uiso 1 1 calc R . . C5 C 0.6853(10) 0.8821(4) 0.3583(3) 0.0256(15) Uani 1 1 d . . . C6 C 0.7218(9) 0.9620(4) 0.3729(4) 0.0281(17) Uani 1 1 d . . . C7 C 0.8358(12) 1.0037(5) 0.2649(4) 0.041(2) Uani 1 1 d . . . H7A H 0.7858 0.9597 0.2466 0.061 Uiso 1 1 calc R . . H7B H 0.9470 0.9974 0.2629 0.061 Uiso 1 1 calc R . . H7C H 0.8062 1.0480 0.2403 0.061 Uiso 1 1 calc R . . C8 C 0.8449(9) 1.0753(4) 0.3739(3) 0.0283(17) Uani 1 1 d . . . H8A H 0.9507 1.0626 0.3887 0.034 Uiso 1 1 calc R . . C9 C 0.7345(10) 1.0695(4) 0.4336(4) 0.0298(18) Uani 1 1 d . . . H9A H 0.6405 1.0995 0.4246 0.036 Uiso 1 1 calc R . . C10 C 0.8497(9) 1.1528(4) 0.3432(4) 0.0298(18) Uani 1 1 d . . . C11 C 0.7320(11) 1.1802(5) 0.3048(4) 0.038(2) Uani 1 1 d . . . H11A H 0.6451 1.1498 0.2969 0.046 Uiso 1 1 calc R . . C12 C 0.7385(12) 1.2523(5) 0.2772(5) 0.043(2) Uani 1 1 d . . . H12A H 0.6576 1.2699 0.2508 0.051 Uiso 1 1 calc R . . C13 C 0.8676(14) 1.2976(5) 0.2895(5) 0.053(3) Uani 1 1 d . . . H13A H 0.8728 1.3462 0.2716 0.063 Uiso 1 1 calc R . . C14 C 0.9864(14) 1.2718(5) 0.3274(5) 0.052(3) Uani 1 1 d . . . H14A H 1.0726 1.3026 0.3355 0.062 Uiso 1 1 calc R . . C15 C 0.9787(10) 1.1993(5) 0.3542(4) 0.039(2) Uani 1 1 d . . . H15A H 1.0609 1.1815 0.3799 0.047 Uiso 1 1 calc R . . C16 C 0.8076(11) 1.0982(4) 0.4968(4) 0.0374(19) Uani 1 1 d . . . C17 C 0.7924(13) 1.1742(5) 0.5127(5) 0.050(3) Uani 1 1 d . . . H17A H 0.7311 1.2060 0.4869 0.060 Uiso 1 1 calc R . . C18 C 0.8680(15) 1.2025(7) 0.5668(6) 0.072(4) Uani 1 1 d . . . H18A H 0.8608 1.2542 0.5762 0.086 Uiso 1 1 calc R . . C19 C 0.9543(19) 1.1563(8) 0.6075(6) 0.087(5) Uani 1 1 d . . . H19A H 1.0036 1.1760 0.6445 0.104 Uiso 1 1 calc R . . C20 C 0.9658(16) 1.0825(7) 0.5927(6) 0.073(4) Uani 1 1 d . . . H20A H 1.0209 1.0503 0.6207 0.087 Uiso 1 1 calc R . . C21 C 0.8960(12) 1.0525(6) 0.5358(5) 0.048(2) Uani 1 1 d . . . H21A H 0.9103 1.0016 0.5248 0.058 Uiso 1 1 calc R . . C22 C 0.3082(10) 0.8876(4) 0.4932(4) 0.0339(17) Uani 1 1 d . . . C23 C 0.3309(10) 0.9681(4) 0.4911(4) 0.0330(17) Uani 1 1 d . . . H23A H 0.2980 0.9966 0.4520 0.040 Uiso 1 1 calc R . . C24 C 0.4195(11) 1.0053(5) 0.5402(4) 0.040(2) Uani 1 1 d . . . C25 C 0.4948(11) 0.9620(5) 0.5881(4) 0.040(2) Uani 1 1 d . . . H25A H 0.5757 0.9861 0.6152 0.048 Uiso 1 1 calc R . . C26 C 0.4762(11) 0.8822(5) 0.5912(4) 0.037(2) Uani 1 1 d . . . C27 C 0.3822(10) 0.8462(5) 0.5437(4) 0.0331(19) Uani 1 1 d . . . H27A H 0.3868 0.7906 0.5400 0.040 Uiso 1 1 calc R . . C28 C 0.5575(14) 0.8372(5) 0.6437(4) 0.050(2) Uani 1 1 d . . . H28A H 0.4909 0.8332 0.6815 0.076 Uiso 1 1 calc R . . H28B H 0.6527 0.8625 0.6558 0.076 Uiso 1 1 calc R . . H28C H 0.5810 0.7872 0.6274 0.076 Uiso 1 1 calc R . . C29 C 0.4248(14) 1.0910(5) 0.5397(6) 0.062(3) Uani 1 1 d . . . H29A H 0.3417 1.1107 0.5663 0.093 Uiso 1 1 calc R . . H29B H 0.4130 1.1091 0.4954 0.093 Uiso 1 1 calc R . . H29C H 0.5232 1.1080 0.5569 0.093 Uiso 1 1 calc R . . C30 C 0.2129(10) 0.8494(5) 0.4416(4) 0.040(2) Uani 1 1 d . . . H30A H 0.1063 0.8462 0.4560 0.060 Uiso 1 1 calc R . . H30B H 0.2527 0.7990 0.4341 0.060 Uiso 1 1 calc R . . H30C H 0.2183 0.8782 0.4016 0.060 Uiso 1 1 calc R . . Sb1 Sb 0.68507(7) 0.52202(3) 0.22747(3) 0.03775(17) Uani 1 1 d . . . F1 F 0.5705(8) 0.4326(3) 0.2201(3) 0.0737(19) Uani 1 1 d . . . F2 F 0.5284(7) 0.5635(3) 0.2802(3) 0.0585(15) Uani 1 1 d . . . F3 F 0.5887(8) 0.5632(4) 0.1536(3) 0.080(2) Uani 1 1 d . . . F4 F 0.8385(7) 0.4810(4) 0.1728(3) 0.0629(17) Uani 1 1 d . . . F5 F 0.7837(7) 0.4819(4) 0.3008(3) 0.0596(16) Uani 1 1 d . . . F6 F 0.8030(8) 0.6100(3) 0.2363(4) 0.0737(18) 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 Ru1 0.0256(3) 0.0279(3) 0.0199(3) 0.0001(2) 0.0043(3) 0.0003(3) Cl1 0.0323(10) 0.0383(9) 0.0383(11) 0.0084(8) -0.0004(10) 0.0054(10) N1 0.029(4) 0.024(3) 0.021(3) -0.004(2) -0.002(3) -0.004(3) N2 0.029(3) 0.023(3) 0.018(3) 0.000(2) 0.001(3) 0.004(3) N3 0.031(4) 0.032(3) 0.027(3) 0.002(3) 0.005(3) 0.001(3) C1 0.038(5) 0.036(4) 0.026(4) 0.000(3) -0.009(4) -0.004(4) C2 0.051(6) 0.029(4) 0.029(4) -0.001(3) -0.010(4) -0.002(4) C3 0.049(5) 0.037(4) 0.032(4) -0.013(3) 0.009(5) 0.002(5) C4 0.049(6) 0.038(4) 0.033(4) -0.006(4) 0.004(4) -0.001(4) C5 0.021(4) 0.034(4) 0.023(3) 0.001(3) 0.001(3) 0.002(4) C6 0.029(4) 0.029(4) 0.026(4) 0.002(3) -0.002(3) 0.007(3) C7 0.052(6) 0.043(4) 0.028(4) 0.003(4) 0.016(4) -0.005(4) C8 0.025(4) 0.033(4) 0.027(4) 0.003(3) 0.005(3) 0.003(3) C9 0.038(5) 0.024(4) 0.027(4) 0.005(3) 0.004(3) -0.002(3) C10 0.031(5) 0.032(4) 0.026(4) 0.001(3) 0.013(3) -0.006(3) C11 0.035(5) 0.041(4) 0.039(5) 0.003(4) 0.006(4) 0.001(4) C12 0.048(6) 0.041(5) 0.040(5) 0.012(4) 0.006(5) 0.009(4) C13 0.075(8) 0.033(4) 0.051(6) 0.000(4) 0.018(6) 0.000(5) C14 0.059(7) 0.044(5) 0.051(6) 0.001(5) 0.014(5) -0.014(5) C15 0.036(5) 0.048(5) 0.033(4) 0.003(4) 0.005(4) -0.006(4) C16 0.043(5) 0.043(4) 0.026(4) 0.000(3) 0.005(4) -0.016(4) C17 0.057(6) 0.043(4) 0.049(5) -0.012(4) 0.009(6) -0.017(5) C18 0.076(9) 0.071(7) 0.068(8) -0.035(7) 0.015(7) -0.040(7) C19 0.106(12) 0.109(10) 0.045(6) -0.024(7) -0.009(8) -0.049(10) C20 0.084(9) 0.077(7) 0.057(6) 0.008(6) -0.023(7) -0.022(8) C21 0.054(6) 0.047(5) 0.044(5) 0.004(4) -0.021(5) -0.005(5) C22 0.022(4) 0.043(4) 0.036(4) 0.004(4) 0.016(4) -0.002(4) C23 0.035(4) 0.033(4) 0.032(4) 0.002(3) 0.012(4) 0.005(4) C24 0.040(5) 0.048(5) 0.033(4) -0.011(4) 0.015(4) -0.004(4) C25 0.042(5) 0.053(5) 0.025(4) -0.010(4) 0.014(4) -0.001(4) C26 0.038(5) 0.055(5) 0.020(4) -0.001(4) 0.011(4) 0.004(4) C27 0.032(4) 0.042(4) 0.024(4) 0.007(4) 0.010(4) 0.000(4) C28 0.063(6) 0.068(6) 0.020(4) 0.004(4) 0.003(5) 0.003(6) C29 0.063(7) 0.027(4) 0.095(8) -0.014(5) 0.040(7) 0.006(5) C30 0.024(4) 0.051(5) 0.045(5) -0.001(4) -0.008(4) 0.000(4) Sb1 0.0319(3) 0.0437(3) 0.0377(3) -0.0103(3) -0.0047(3) -0.0020(3) F1 0.062(4) 0.066(4) 0.093(5) -0.016(4) -0.022(4) -0.025(4) F2 0.048(3) 0.078(4) 0.049(3) -0.007(3) 0.009(3) 0.017(3) F3 0.066(4) 0.123(6) 0.051(3) 0.008(4) -0.007(3) 0.027(4) F4 0.042(3) 0.092(4) 0.055(3) -0.033(3) -0.002(3) 0.002(4) F5 0.054(4) 0.075(4) 0.049(3) -0.005(3) -0.018(3) 0.011(3) F6 0.072(4) 0.054(3) 0.095(5) -0.016(3) 0.007(4) -0.026(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 Ru1 N1 2.091(6) . ? Ru1 N2 2.094(6) . ? Ru1 C23 2.180(8) . ? Ru1 C25 2.196(8) . ? Ru1 C27 2.199(8) . ? Ru1 C22 2.207(9) . ? Ru1 C26 2.209(8) . ? Ru1 C24 2.228(8) . ? Ru1 Cl1 2.412(2) . ? N1 C1 1.341(9) . ? N1 C5 1.373(10) . ? N2 C6 1.311(9) . ? N2 C9 1.500(9) . ? N3 C6 1.344(9) . ? N3 C7 1.438(10) . ? N3 C8 1.469(10) . ? C1 C2 1.364(11) . ? C2 C3 1.369(12) . ? C3 C4 1.376(11) . ? C4 C5 1.371(11) . ? C5 C6 1.468(10) . ? C8 C10 1.498(10) . ? C8 C9 1.543(10) . ? C9 C16 1.517(11) . ? C10 C11 1.364(12) . ? C10 C15 1.392(11) . ? C11 C12 1.387(11) . ? C12 C13 1.385(14) . ? C13 C14 1.354(15) . ? C14 C15 1.388(12) . ? C16 C21 1.358(12) . ? C16 C17 1.380(12) . ? C17 C18 1.370(14) . ? C18 C19 1.376(18) . ? C19 C20 1.334(17) . ? C20 C21 1.407(14) . ? C22 C27 1.410(12) . ? C22 C23 1.428(10) . ? C22 C30 1.490(12) . ? C23 C24 1.415(12) . ? C24 C25 1.395(13) . ? C24 C29 1.507(12) . ? C25 C26 1.413(12) . ? C26 C27 1.407(12) . ? C26 C28 1.500(12) . ? Sb1 F5 1.854(6) . ? Sb1 F6 1.855(6) . ? Sb1 F3 1.861(6) . ? Sb1 F1 1.859(6) . ? Sb1 F4 1.867(6) . ? Sb1 F2 1.866(5) . ? 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 Ru1 N2 76.4(2) . . ? N1 Ru1 C23 110.6(3) . . ? N2 Ru1 C23 102.4(3) . . ? N1 Ru1 C25 168.7(3) . . ? N2 Ru1 C25 114.9(3) . . ? C23 Ru1 C25 67.3(3) . . ? N1 Ru1 C27 101.7(3) . . ? N2 Ru1 C27 168.7(3) . . ? C23 Ru1 C27 67.5(3) . . ? C25 Ru1 C27 67.0(3) . . ? N1 Ru1 C22 91.9(3) . . ? N2 Ru1 C22 131.4(3) . . ? C23 Ru1 C22 38.0(3) . . ? C25 Ru1 C22 79.9(3) . . ? C27 Ru1 C22 37.3(3) . . ? N1 Ru1 C26 131.9(3) . . ? N2 Ru1 C26 149.3(3) . . ? C23 Ru1 C26 80.1(3) . . ? C25 Ru1 C26 37.4(3) . . ? C27 Ru1 C26 37.2(3) . . ? C22 Ru1 C26 67.7(3) . . ? N1 Ru1 C24 145.7(3) . . ? N2 Ru1 C24 96.2(3) . . ? C23 Ru1 C24 37.4(3) . . ? C25 Ru1 C24 36.8(3) . . ? C27 Ru1 C24 78.9(3) . . ? C22 Ru1 C24 67.7(3) . . ? C26 Ru1 C24 67.0(3) . . ? N1 Ru1 Cl1 81.28(18) . . ? N2 Ru1 Cl1 85.52(18) . . ? C23 Ru1 Cl1 166.9(2) . . ? C25 Ru1 Cl1 99.9(3) . . ? C27 Ru1 Cl1 105.3(2) . . ? C22 Ru1 Cl1 139.9(2) . . ? C26 Ru1 Cl1 87.7(2) . . ? C24 Ru1 Cl1 132.2(3) . . ? C1 N1 C5 118.0(7) . . ? C1 N1 Ru1 123.4(5) . . ? C5 N1 Ru1 117.4(5) . . ? C6 N2 C9 106.8(6) . . ? C6 N2 Ru1 116.1(5) . . ? C9 N2 Ru1 135.4(5) . . ? C6 N3 C7 129.2(7) . . ? C6 N3 C8 106.4(6) . . ? C7 N3 C8 122.7(7) . . ? N1 C1 C2 122.5(8) . . ? C1 C2 C3 120.0(7) . . ? C2 C3 C4 118.3(8) . . ? C5 C4 C3 120.4(8) . . ? C4 C5 N1 120.7(7) . . ? C4 C5 C6 128.0(7) . . ? N1 C5 C6 111.2(6) . . ? N2 C6 N3 115.5(7) . . ? N2 C6 C5 117.5(7) . . ? N3 C6 C5 126.9(7) . . ? N3 C8 C10 116.6(6) . . ? N3 C8 C9 101.7(6) . . ? C10 C8 C9 113.9(6) . . ? N2 C9 C16 115.9(6) . . ? N2 C9 C8 101.6(6) . . ? C16 C9 C8 113.1(7) . . ? C11 C10 C15 118.1(8) . . ? C11 C10 C8 122.7(8) . . ? C15 C10 C8 119.2(8) . . ? C10 C11 C12 121.6(9) . . ? C13 C12 C11 118.9(9) . . ? C14 C13 C12 120.7(9) . . ? C13 C14 C15 119.7(10) . . ? C10 C15 C14 120.9(9) . . ? C21 C16 C17 119.2(9) . . ? C21 C16 C9 121.9(7) . . ? C17 C16 C9 118.8(8) . . ? C18 C17 C16 119.7(11) . . ? C17 C18 C19 121.5(11) . . ? C20 C19 C18 118.6(11) . . ? C19 C20 C21 121.2(12) . . ? C16 C21 C20 119.7(10) . . ? C27 C22 C23 118.2(8) . . ? C27 C22 C30 121.8(7) . . ? C23 C22 C30 120.0(8) . . ? C27 C22 Ru1 71.1(5) . . ? C23 C22 Ru1 70.0(5) . . ? C30 C22 Ru1 128.7(6) . . ? C24 C23 C22 120.6(8) . . ? C24 C23 Ru1 73.1(5) . . ? C22 C23 Ru1 72.0(5) . . ? C25 C24 C23 119.3(8) . . ? C25 C24 C29 122.4(10) . . ? C23 C24 C29 118.2(9) . . ? C25 C24 Ru1 70.4(5) . . ? C23 C24 Ru1 69.4(5) . . ? C29 C24 Ru1 134.4(7) . . ? C24 C25 C26 121.3(9) . . ? C24 C25 Ru1 72.9(5) . . ? C26 C25 Ru1 71.8(5) . . ? C27 C26 C25 118.7(8) . . ? C27 C26 C28 121.2(8) . . ? C25 C26 C28 120.1(9) . . ? C27 C26 Ru1 71.0(5) . . ? C25 C26 Ru1 70.8(5) . . ? C28 C26 Ru1 129.2(7) . . ? C26 C27 C22 121.7(8) . . ? C26 C27 Ru1 71.7(5) . . ? C22 C27 Ru1 71.6(5) . . ? F5 Sb1 F6 89.5(3) . . ? F5 Sb1 F3 179.1(3) . . ? F6 Sb1 F3 89.7(3) . . ? F5 Sb1 F1 89.1(3) . . ? F6 Sb1 F1 178.5(3) . . ? F3 Sb1 F1 91.7(3) . . ? F5 Sb1 F4 90.7(3) . . ? F6 Sb1 F4 89.8(3) . . ? F3 Sb1 F4 88.9(3) . . ? F1 Sb1 F4 89.8(3) . . ? F5 Sb1 F2 90.7(3) . . ? F6 Sb1 F2 90.6(3) . . ? F3 Sb1 F2 89.6(3) . . ? F1 Sb1 F2 89.8(3) . . ? F4 Sb1 F2 178.5(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.02 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.596 _refine_diff_density_min -0.844 _refine_diff_density_rms 0.135