Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_af1 _database_code_CSD 183725 _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Sheldrick, W. S.' 'Frodl, Andre' 'Herebain, Diran' _publ_contact_author_name 'W S Sheldrick' _publ_contact_author_address ; Lehrstuhl fur Analytische Chemie Ruhr Universitat Bochum GERMANY ; _publ_contact_author_email 'SHEL@ANACHEM.RUHR-UNI-BOCHUM.DE' _publ_section_title ; Coligand tuning of the DNA binding properties of bioorganometallic (eta6-arene)ruthenium(II) complexes fo the type [(eta6-arene)Ru(Aa)(dppz)]n+ (dppz = dipyrido[3,2-a:2',3'-c]phenazine), n=1-3, with S-coordinated amino acids (Aa) or peptides ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H28 Cl F3 N4 O3 Ru S' _chemical_formula_weight 730.15 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 ? _symmetry_space_group_name_H-M ? 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 8.9378(18) _cell_length_b 9.6093(19) _cell_length_c 35.235(7) _cell_angle_alpha 90.00 _cell_angle_beta 95.54(3) _cell_angle_gamma 90.00 _cell_volume 3012.0(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20.0 _cell_measurement_theta_max 30.0 _exptl_crystal_description prism _exptl_crystal_colour yellow-brown _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 0.738 _exptl_absorpt_correction_type semi-empirical _exptl_absorpt_correction_T_min 0.118 _exptl_absorpt_correction_T_max 0.136 _exptl_absorpt_process_details ? _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 'Siemens P4' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5640 _diffrn_reflns_av_R_equivalents 0.0394 _diffrn_reflns_av_sigmaI/netI 0.0759 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5284 _reflns_number_gt 3266 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0774P)^2^+1.5679P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5284 _refine_ls_number_parameters 421 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1137 _refine_ls_R_factor_gt 0.0593 _refine_ls_wR_factor_ref 0.1593 _refine_ls_wR_factor_gt 0.1342 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.048 _refine_ls_shift/su_mean 0.006 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 0.52795(6) 0.29828(6) 0.857513(16) 0.04533(19) Uani 1 1 d . . . Cl1 Cl 0.4361(3) 0.4042(3) 0.91276(7) 0.0926(8) Uani 1 1 d . . . C1A C 0.4934(8) 0.4779(8) 0.8179(2) 0.0536(18) Uani 1 1 d . . . C2A C 0.3499(7) 0.4113(8) 0.82146(19) 0.0531(18) Uani 1 1 d . . . C3A C 0.3295(7) 0.2695(8) 0.8154(2) 0.0494(18) Uani 1 1 d . . . C4A C 0.4484(8) 0.1852(8) 0.80473(19) 0.0534(18) Uani 1 1 d . . . C5A C 0.5916(8) 0.2500(9) 0.7992(2) 0.056(2) Uani 1 1 d . . . C6A C 0.6121(7) 0.3943(8) 0.80642(19) 0.0493(17) Uani 1 1 d . . . C1B C 0.5133(11) 0.6311(8) 0.8245(3) 0.084(3) Uani 1 1 d G . . H1B1 H 0.4348 0.6650 0.8388 0.125 Uiso 1 1 calc R . . H1B2 H 0.5086 0.6783 0.8004 0.125 Uiso 1 1 calc R . . H1B3 H 0.6091 0.6482 0.8385 0.125 Uiso 1 1 calc R . . C2B C 0.2223(9) 0.5017(11) 0.8336(3) 0.096(3) Uani 1 1 d G . . H2B1 H 0.1291 0.4728 0.8200 0.144 Uiso 1 1 calc R . . H2B2 H 0.2413 0.5973 0.8278 0.144 Uiso 1 1 calc R . . H2B3 H 0.2163 0.4916 0.8605 0.144 Uiso 1 1 calc R . . C3B C 0.1760(8) 0.2042(10) 0.8201(3) 0.085(3) Uani 1 1 d G . . H3B1 H 0.1025 0.2413 0.8011 0.127 Uiso 1 1 calc R . . H3B2 H 0.1471 0.2254 0.8450 0.127 Uiso 1 1 calc R . . H3B3 H 0.1821 0.1052 0.8171 0.127 Uiso 1 1 calc R . . C4B C 0.4327(11) 0.0310(9) 0.7981(3) 0.091(3) Uani 1 1 d G . . H4B1 H 0.4403 0.0112 0.7716 0.136 Uiso 1 1 calc R . . H4B2 H 0.3367 0.0005 0.8049 0.136 Uiso 1 1 calc R . . H4B3 H 0.5111 -0.0170 0.8133 0.136 Uiso 1 1 calc R . . C5B C 0.7177(9) 0.1628(10) 0.7856(3) 0.086(3) Uani 1 1 d G . . H5B1 H 0.7902 0.1422 0.8068 0.129 Uiso 1 1 calc R . . H5B2 H 0.7655 0.2136 0.7666 0.129 Uiso 1 1 calc R . . H5B3 H 0.6772 0.0776 0.7747 0.129 Uiso 1 1 calc R . . C6B C 0.7642(8) 0.4577(10) 0.8014(2) 0.077(3) Uani 1 1 d G . . H6B1 H 0.8420 0.3927 0.8099 0.116 Uiso 1 1 calc R . . H6B2 H 0.7768 0.5415 0.8162 0.116 Uiso 1 1 calc R . . H6B3 H 0.7702 0.4790 0.7750 0.116 Uiso 1 1 calc R . . N1 N 0.7413(6) 0.3121(6) 0.88858(15) 0.0481(14) Uani 1 1 d . . . N2 N 0.5467(6) 0.1078(7) 0.88763(15) 0.0516(15) Uani 1 1 d . . . N3 N 1.1245(6) 0.0308(7) 0.95675(16) 0.0601(17) Uani 1 1 d . . . N4 N 0.9186(7) -0.1925(7) 0.95268(16) 0.0619(16) Uani 1 1 d . . . C10 C 0.7919(7) 0.1919(8) 0.90471(16) 0.0435(15) Uani 1 1 d . . . C11 C 0.8276(8) 0.4252(8) 0.8918(2) 0.0568(19) Uani 1 1 d . . . H11 H 0.7903 0.5092 0.8819 0.068 Uiso 1 1 calc R . . C12 C 0.9742(8) 0.4196(9) 0.9101(2) 0.058(2) Uani 1 1 d . . . H12 H 1.0334 0.4993 0.9123 0.070 Uiso 1 1 calc R . . C13 C 1.0298(7) 0.2953(9) 0.92491(19) 0.0570(19) Uani 1 1 d . . . H13 H 1.1287 0.2896 0.9357 0.068 Uiso 1 1 calc R . . C14 C 0.9382(7) 0.1780(8) 0.92368(18) 0.0484(18) Uani 1 1 d . . . C15 C 0.9853(7) 0.0443(8) 0.93964(18) 0.0517(18) Uani 1 1 d . . . C16 C 1.1640(9) -0.0950(11) 0.9713(2) 0.066(2) Uani 1 1 d . . . C17 C 1.3103(9) -0.1125(12) 0.9898(2) 0.082(3) Uani 1 1 d . . . H17 H 1.3769 -0.0379 0.9919 0.099 Uiso 1 1 calc R . . C18 C 1.3526(12) -0.2370(14) 1.0043(3) 0.098(4) Uani 1 1 d . . . H18 H 1.4490 -0.2481 1.0164 0.117 Uiso 1 1 calc R . . C19 C 1.2527(14) -0.3520(13) 1.0015(3) 0.104(4) Uani 1 1 d . . . H19 H 1.2840 -0.4379 1.0116 0.125 Uiso 1 1 calc R . . C20 C 1.1096(12) -0.3364(10) 0.9840(2) 0.086(3) Uani 1 1 d . . . H20 H 1.0441 -0.4119 0.9821 0.104 Uiso 1 1 calc R . . C21 C 1.0622(10) -0.2080(11) 0.9688(2) 0.068(2) Uani 1 1 d . . . C22 C 0.8795(8) -0.0694(8) 0.93833(19) 0.0528(18) Uani 1 1 d . . . C23 C 0.7250(7) -0.0474(8) 0.92130(18) 0.0465(17) Uani 1 1 d . . . C24 C 0.6122(9) -0.1481(9) 0.9214(2) 0.061(2) Uani 1 1 d . . . H24 H 0.6341 -0.2354 0.9318 0.073 Uiso 1 1 calc R . . C25 C 0.4707(9) -0.1182(9) 0.9060(2) 0.062(2) Uani 1 1 d . . . H25 H 0.3949 -0.1843 0.9065 0.075 Uiso 1 1 calc R . . C26 C 0.4397(8) 0.0104(9) 0.8898(2) 0.062(2) Uani 1 1 d . . . H26 H 0.3416 0.0305 0.8801 0.075 Uiso 1 1 calc R . . C27 C 0.6872(7) 0.0787(7) 0.90423(18) 0.0448(16) Uani 1 1 d . . . S100 S 0.9879(2) -0.1586(2) 0.84145(6) 0.0572(5) Uani 1 1 d . . . C100 C 0.9470(9) -0.1751(8) 0.7901(2) 0.059(2) Uani 1 1 d . . . F1 F 0.7969(5) -0.1845(6) 0.78035(15) 0.0880(15) Uani 1 1 d . . . F2 F 0.9920(6) -0.0651(5) 0.77105(14) 0.0860(15) Uani 1 1 d . . . F3 F 1.0036(6) -0.2894(5) 0.77621(14) 0.0916(16) Uani 1 1 d . . . O1 O 1.1500(6) -0.1521(7) 0.8456(2) 0.094(2) Uani 1 1 d . . . O2 O 0.9176(7) -0.0318(7) 0.84952(16) 0.0874(19) Uani 1 1 d . . . O3 O 0.9277(7) -0.2823(6) 0.85560(16) 0.0825(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 0.0324(3) 0.0568(4) 0.0468(3) -0.0003(3) 0.0039(2) -0.0016(3) Cl1 0.0708(14) 0.138(2) 0.0699(14) -0.0106(15) 0.0108(11) 0.0238(15) C1A 0.051(4) 0.053(5) 0.057(4) 0.004(4) 0.005(3) -0.001(4) C2A 0.042(4) 0.066(5) 0.051(4) 0.010(4) 0.003(3) 0.014(4) C3A 0.038(3) 0.055(5) 0.053(4) 0.008(4) -0.002(3) -0.008(3) C4A 0.057(4) 0.055(5) 0.047(4) -0.001(4) -0.002(3) 0.001(4) C5A 0.041(4) 0.080(6) 0.048(4) 0.007(4) 0.004(3) 0.014(4) C6A 0.039(4) 0.068(5) 0.041(4) 0.004(4) 0.004(3) -0.001(4) C1B 0.111(8) 0.049(5) 0.093(7) -0.006(5) 0.018(6) -0.002(5) C2B 0.067(6) 0.110(8) 0.116(8) 0.026(6) 0.032(5) 0.048(6) C3B 0.043(4) 0.103(7) 0.105(7) 0.027(6) -0.007(4) -0.013(5) C4B 0.124(8) 0.075(7) 0.073(6) -0.021(5) 0.011(6) -0.018(6) C5B 0.068(6) 0.103(8) 0.089(6) -0.008(6) 0.019(5) 0.026(5) C6B 0.052(5) 0.116(8) 0.065(5) 0.004(5) 0.013(4) -0.024(5) N1 0.040(3) 0.054(4) 0.051(3) 0.001(3) 0.003(2) -0.006(3) N2 0.040(3) 0.068(4) 0.045(3) 0.006(3) 0.002(2) -0.014(3) N3 0.043(3) 0.087(5) 0.049(4) -0.004(4) -0.001(3) 0.002(3) N4 0.070(4) 0.072(4) 0.044(3) 0.006(3) 0.003(3) 0.001(4) C10 0.039(3) 0.059(4) 0.034(3) -0.004(3) 0.006(3) -0.005(3) C11 0.051(4) 0.062(5) 0.057(5) 0.003(4) 0.002(3) -0.013(4) C12 0.057(4) 0.065(5) 0.052(4) 0.004(4) 0.004(4) -0.015(4) C13 0.040(4) 0.079(5) 0.052(4) -0.009(4) 0.004(3) -0.011(4) C14 0.038(3) 0.066(5) 0.041(4) -0.005(4) 0.002(3) -0.001(3) C15 0.044(4) 0.074(5) 0.037(4) -0.004(4) 0.004(3) 0.002(4) C16 0.058(5) 0.100(7) 0.041(4) 0.005(5) 0.005(4) 0.024(5) C17 0.059(5) 0.123(9) 0.063(5) 0.002(6) -0.007(4) 0.008(6) C18 0.083(7) 0.145(11) 0.065(6) 0.016(7) 0.001(5) 0.049(7) C19 0.121(9) 0.120(10) 0.068(6) 0.023(6) -0.001(6) 0.051(8) C20 0.109(8) 0.088(7) 0.058(5) 0.012(5) -0.013(5) 0.019(6) C21 0.075(5) 0.084(6) 0.045(4) 0.003(5) 0.003(4) 0.017(5) C22 0.055(4) 0.062(5) 0.042(4) 0.001(4) 0.008(3) 0.003(4) C23 0.045(4) 0.058(5) 0.037(3) -0.002(3) 0.007(3) -0.009(3) C24 0.069(5) 0.062(5) 0.051(4) 0.009(4) 0.003(4) -0.010(4) C25 0.063(5) 0.070(6) 0.055(4) 0.007(4) 0.006(4) -0.032(4) C26 0.048(4) 0.081(6) 0.058(5) 0.009(4) 0.003(4) -0.021(4) C27 0.043(4) 0.053(4) 0.039(4) -0.001(3) 0.007(3) -0.005(3) S100 0.0577(11) 0.0555(12) 0.0583(11) -0.0015(9) 0.0055(9) -0.0040(9) C100 0.064(5) 0.055(5) 0.061(5) 0.000(4) 0.016(4) 0.002(4) F1 0.071(3) 0.101(4) 0.087(3) 0.001(3) -0.015(3) -0.002(3) F2 0.103(4) 0.085(4) 0.073(3) 0.015(3) 0.025(3) -0.013(3) F3 0.113(4) 0.080(4) 0.083(3) -0.019(3) 0.018(3) 0.033(3) O1 0.057(3) 0.104(5) 0.116(5) 0.003(4) -0.021(3) -0.013(3) O2 0.113(5) 0.084(4) 0.069(4) -0.008(3) 0.029(3) 0.028(4) O3 0.102(5) 0.079(4) 0.068(4) 0.012(3) 0.013(3) -0.031(4) _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 N2 2.115(6) . ? Ru1 N1 2.109(5) . ? Ru1 C4A 2.211(7) . ? Ru1 C3A 2.216(7) . ? Ru1 C5A 2.232(7) . ? Ru1 C2A 2.222(7) . ? Ru1 C6A 2.218(7) . ? Ru1 C1A 2.222(7) . ? Ru1 Cl1 2.410(2) . ? C1A C2A 1.450(10) . ? C1A C6A 1.421(9) . ? C1A C1B 1.498(10) . ? C2A C3A 1.389(10) . ? C2A C2B 1.526(10) . ? C3A C4A 1.416(10) . ? C3A C3B 1.532(9) . ? C4A C5A 1.453(10) . ? C4A C4B 1.505(11) . ? C5A C6A 1.418(11) . ? C5A C5B 1.520(10) . ? C6A C6B 1.516(9) . ? N1 C11 1.331(9) . ? N1 C10 1.347(8) . ? N2 C26 1.345(9) . ? N2 C27 1.362(8) . ? N3 C15 1.335(8) . ? N3 C16 1.347(11) . ? N4 C22 1.320(9) . ? N4 C21 1.362(10) . ? C10 C14 1.416(9) . ? C10 C27 1.434(9) . ? C11 C12 1.404(9) . ? C12 C13 1.376(11) . ? C13 C14 1.391(10) . ? C14 C15 1.449(10) . ? C15 C22 1.443(10) . ? C16 C21 1.414(12) . ? C16 C17 1.414(10) . ? C17 C18 1.342(14) . ? C18 C19 1.418(15) . ? C19 C20 1.375(13) . ? C20 C21 1.393(12) . ? C22 C23 1.467(9) . ? C23 C27 1.380(9) . ? C23 C24 1.398(10) . ? C24 C25 1.356(10) . ? C25 C26 1.379(11) . ? S100 O2 1.412(6) . ? S100 O3 1.415(6) . ? S100 O1 1.444(6) . ? S100 C100 1.819(8) . ? C100 F3 1.322(8) . ? C100 F2 1.334(8) . ? C100 F1 1.355(9) . ? 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 N2 Ru1 N1 76.7(2) . . ? N2 Ru1 C4A 90.0(2) . . ? N1 Ru1 C4A 132.0(2) . . ? N2 Ru1 C3A 104.3(2) . . ? N1 Ru1 C3A 168.5(2) . . ? C4A Ru1 C3A 37.3(3) . . ? N2 Ru1 C5A 105.5(3) . . ? N1 Ru1 C5A 101.1(2) . . ? C4A Ru1 C5A 38.2(3) . . ? C3A Ru1 C5A 67.5(3) . . ? N2 Ru1 C2A 136.7(3) . . ? N1 Ru1 C2A 145.9(3) . . ? C4A Ru1 C2A 66.7(3) . . ? C3A Ru1 C2A 36.5(3) . . ? C5A Ru1 C2A 78.9(3) . . ? N2 Ru1 C6A 138.7(3) . . ? N1 Ru1 C6A 92.0(2) . . ? C4A Ru1 C6A 68.2(3) . . ? C3A Ru1 C6A 79.7(2) . . ? C5A Ru1 C6A 37.2(3) . . ? C2A Ru1 C6A 67.2(2) . . ? N2 Ru1 C1A 170.8(3) . . ? N1 Ru1 C1A 109.9(2) . . ? C4A Ru1 C1A 80.8(3) . . ? C3A Ru1 C1A 67.9(3) . . ? C5A Ru1 C1A 67.4(3) . . ? C2A Ru1 C1A 38.1(3) . . ? C6A Ru1 C1A 37.3(2) . . ? N2 Ru1 Cl1 88.67(17) . . ? N1 Ru1 Cl1 85.16(16) . . ? C4A Ru1 Cl1 141.3(2) . . ? C3A Ru1 Cl1 106.3(2) . . ? C5A Ru1 Cl1 165.5(2) . . ? C2A Ru1 Cl1 88.5(2) . . ? C6A Ru1 Cl1 130.4(2) . . ? C1A Ru1 Cl1 98.1(2) . . ? C2A C1A C6A 117.8(7) . . ? C2A C1A C1B 120.8(7) . . ? C6A C1A C1B 121.3(7) . . ? C2A C1A Ru1 71.0(4) . . ? C6A C1A Ru1 71.2(4) . . ? C1B C1A Ru1 131.2(6) . . ? C3A C2A C1A 121.6(6) . . ? C3A C2A C2B 120.7(7) . . ? C1A C2A C2B 117.7(7) . . ? C3A C2A Ru1 71.5(4) . . ? C1A C2A Ru1 70.9(4) . . ? C2B C2A Ru1 129.2(5) . . ? C2A C3A C4A 120.8(6) . . ? C2A C3A C3B 119.4(7) . . ? C4A C3A C3B 119.8(7) . . ? C2A C3A Ru1 72.0(4) . . ? C4A C3A Ru1 71.2(4) . . ? C3B C3A Ru1 130.3(5) . . ? C5A C4A C3A 118.9(7) . . ? C5A C4A C4B 118.1(7) . . ? C3A C4A C4B 123.0(7) . . ? C5A C4A Ru1 71.7(4) . . ? C3A C4A Ru1 71.5(4) . . ? C4B C4A Ru1 129.3(6) . . ? C6A C5A C4A 119.7(6) . . ? C6A C5A C5B 120.6(7) . . ? C4A C5A C5B 119.7(8) . . ? C6A C5A Ru1 70.9(4) . . ? C4A C5A Ru1 70.1(4) . . ? C5B C5A Ru1 132.0(5) . . ? C5A C6A C1A 121.1(6) . . ? C5A C6A C6B 118.3(7) . . ? C1A C6A C6B 120.6(7) . . ? C5A C6A Ru1 71.9(4) . . ? C1A C6A Ru1 71.5(4) . . ? C6B C6A Ru1 129.8(5) . . ? C11 N1 C10 119.7(6) . . ? C11 N1 Ru1 125.7(5) . . ? C10 N1 Ru1 114.5(4) . . ? C26 N2 C27 117.6(6) . . ? C26 N2 Ru1 127.5(5) . . ? C27 N2 Ru1 114.7(4) . . ? C15 N3 C16 117.2(7) . . ? C22 N4 C21 117.5(8) . . ? N1 C10 C14 122.5(6) . . ? N1 C10 C27 116.9(6) . . ? C14 C10 C27 120.4(7) . . ? N1 C11 C12 121.1(7) . . ? C13 C12 C11 119.6(7) . . ? C12 C13 C14 120.1(7) . . ? C13 C14 C10 116.9(7) . . ? C13 C14 C15 123.9(6) . . ? C10 C14 C15 119.1(6) . . ? N3 C15 C22 121.4(7) . . ? N3 C15 C14 118.9(7) . . ? C22 C15 C14 119.6(6) . . ? N3 C16 C21 121.5(7) . . ? N3 C16 C17 118.6(9) . . ? C21 C16 C17 119.8(9) . . ? C18 C17 C16 119.8(10) . . ? C17 C18 C19 121.1(10) . . ? C20 C19 C18 119.9(10) . . ? C21 C20 C19 120.2(10) . . ? N4 C21 C20 119.7(10) . . ? N4 C21 C16 121.1(8) . . ? C20 C21 C16 119.2(8) . . ? N4 C22 C15 121.2(7) . . ? N4 C22 C23 119.3(7) . . ? C15 C22 C23 119.5(7) . . ? C27 C23 C24 117.5(6) . . ? C27 C23 C22 119.1(6) . . ? C24 C23 C22 123.4(7) . . ? C25 C24 C23 119.8(7) . . ? C26 C25 C24 119.8(7) . . ? N2 C26 C25 122.1(7) . . ? N2 C27 C23 123.0(6) . . ? N2 C27 C10 115.1(6) . . ? C23 C27 C10 121.9(6) . . ? O2 S100 O3 117.5(4) . . ? O2 S100 O1 113.8(4) . . ? O3 S100 O1 114.4(4) . . ? O2 S100 C100 103.0(4) . . ? O3 S100 C100 103.3(4) . . ? O1 S100 C100 102.0(4) . . ? F3 C100 F2 109.2(6) . . ? F3 C100 F1 104.8(6) . . ? F2 C100 F1 105.4(7) . . ? F3 C100 S100 113.1(6) . . ? F2 C100 S100 112.9(6) . . ? F1 C100 S100 110.9(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Ru1 C1A C2A 60.2(16) . . . . ? N1 Ru1 C1A C2A -164.8(4) . . . . ? C4A Ru1 C1A C2A 63.8(4) . . . . ? C3A Ru1 C1A C2A 27.3(4) . . . . ? C5A Ru1 C1A C2A 101.1(5) . . . . ? C6A Ru1 C1A C2A 129.7(6) . . . . ? Cl1 Ru1 C1A C2A -77.0(4) . . . . ? N2 Ru1 C1A C6A -69.5(16) . . . . ? N1 Ru1 C1A C6A 65.5(5) . . . . ? C4A Ru1 C1A C6A -65.9(4) . . . . ? C3A Ru1 C1A C6A -102.4(5) . . . . ? C5A Ru1 C1A C6A -28.6(4) . . . . ? C2A Ru1 C1A C6A -129.7(6) . . . . ? Cl1 Ru1 C1A C6A 153.3(4) . . . . ? N2 Ru1 C1A C1B 175.0(12) . . . . ? N1 Ru1 C1A C1B -50.0(8) . . . . ? C4A Ru1 C1A C1B 178.5(8) . . . . ? C3A Ru1 C1A C1B 142.1(8) . . . . ? C5A Ru1 C1A C1B -144.1(8) . . . . ? C2A Ru1 C1A C1B 114.8(9) . . . . ? C6A Ru1 C1A C1B -115.6(9) . . . . ? Cl1 Ru1 C1A C1B 37.7(8) . . . . ? C6A C1A C2A C3A 2.7(10) . . . . ? C1B C1A C2A C3A 180.0(7) . . . . ? Ru1 C1A C2A C3A -52.7(6) . . . . ? C6A C1A C2A C2B -179.5(7) . . . . ? C1B C1A C2A C2B -2.3(11) . . . . ? Ru1 C1A C2A C2B 125.0(7) . . . . ? C6A C1A C2A Ru1 55.4(6) . . . . ? C1B C1A C2A Ru1 -127.3(7) . . . . ? N2 Ru1 C2A C3A -33.9(6) . . . . ? N1 Ru1 C2A C3A 160.5(4) . . . . ? C4A Ru1 C2A C3A 29.0(4) . . . . ? C5A Ru1 C2A C3A 67.0(4) . . . . ? C6A Ru1 C2A C3A 104.0(5) . . . . ? C1A Ru1 C2A C3A 134.4(6) . . . . ? Cl1 Ru1 C2A C3A -120.4(4) . . . . ? N2 Ru1 C2A C1A -168.3(4) . . . . ? N1 Ru1 C2A C1A 26.1(6) . . . . ? C4A Ru1 C2A C1A -105.4(5) . . . . ? C3A Ru1 C2A C1A -134.4(6) . . . . ? C5A Ru1 C2A C1A -67.4(4) . . . . ? C6A Ru1 C2A C1A -30.4(4) . . . . ? Cl1 Ru1 C2A C1A 105.2(4) . . . . ? N2 Ru1 C2A C2B 81.1(9) . . . . ? N1 Ru1 C2A C2B -84.5(9) . . . . ? C4A Ru1 C2A C2B 143.9(8) . . . . ? C3A Ru1 C2A C2B 115.0(9) . . . . ? C5A Ru1 C2A C2B -178.0(8) . . . . ? C6A Ru1 C2A C2B -141.0(9) . . . . ? C1A Ru1 C2A C2B -110.6(9) . . . . ? Cl1 Ru1 C2A C2B -5.4(8) . . . . ? C1A C2A C3A C4A -1.5(11) . . . . ? C2B C2A C3A C4A -179.1(7) . . . . ? Ru1 C2A C3A C4A -53.9(6) . . . . ? C1A C2A C3A C3B 179.2(7) . . . . ? C2B C2A C3A C3B 1.5(11) . . . . ? Ru1 C2A C3A C3B 126.7(7) . . . . ? C1A C2A C3A Ru1 52.4(6) . . . . ? C2B C2A C3A Ru1 -125.2(7) . . . . ? N2 Ru1 C3A C2A 156.7(4) . . . . ? N1 Ru1 C3A C2A -109.6(13) . . . . ? C4A Ru1 C3A C2A -132.8(6) . . . . ? C5A Ru1 C3A C2A -102.2(5) . . . . ? C6A Ru1 C3A C2A -65.4(4) . . . . ? C1A Ru1 C3A C2A -28.4(4) . . . . ? Cl1 Ru1 C3A C2A 63.9(4) . . . . ? N2 Ru1 C3A C4A -70.5(4) . . . . ? N1 Ru1 C3A C4A 23.2(14) . . . . ? C5A Ru1 C3A C4A 30.6(4) . . . . ? C2A Ru1 C3A C4A 132.8(6) . . . . ? C6A Ru1 C3A C4A 67.4(4) . . . . ? C1A Ru1 C3A C4A 104.4(5) . . . . ? Cl1 Ru1 C3A C4A -163.3(4) . . . . ? N2 Ru1 C3A C3B 43.1(8) . . . . ? N1 Ru1 C3A C3B 136.8(11) . . . . ? C4A Ru1 C3A C3B 113.6(9) . . . . ? C5A Ru1 C3A C3B 144.2(8) . . . . ? C2A Ru1 C3A C3B -113.7(9) . . . . ? C6A Ru1 C3A C3B -179.1(8) . . . . ? C1A Ru1 C3A C3B -142.1(8) . . . . ? Cl1 Ru1 C3A C3B -49.8(8) . . . . ? C2A C3A C4A C5A -1.4(10) . . . . ? C3B C3A C4A C5A 177.9(6) . . . . ? Ru1 C3A C4A C5A -55.7(6) . . . . ? C2A C3A C4A C4B 179.7(7) . . . . ? C3B C3A C4A C4B -1.0(11) . . . . ? Ru1 C3A C4A C4B 125.4(7) . . . . ? C2A C3A C4A Ru1 54.3(6) . . . . ? C3B C3A C4A Ru1 -126.4(7) . . . . ? N2 Ru1 C4A C5A -115.6(4) . . . . ? N1 Ru1 C4A C5A -43.6(5) . . . . ? C3A Ru1 C4A C5A 130.4(6) . . . . ? C2A Ru1 C4A C5A 102.0(5) . . . . ? C6A Ru1 C4A C5A 28.4(4) . . . . ? C1A Ru1 C4A C5A 65.0(4) . . . . ? Cl1 Ru1 C4A C5A 156.5(3) . . . . ? N2 Ru1 C4A C3A 114.0(4) . . . . ? N1 Ru1 C4A C3A -173.9(4) . . . . ? C5A Ru1 C4A C3A -130.4(6) . . . . ? C2A Ru1 C4A C3A -28.4(4) . . . . ? C6A Ru1 C4A C3A -102.0(5) . . . . ? C1A Ru1 C4A C3A -65.4(4) . . . . ? Cl1 Ru1 C4A C3A 26.1(6) . . . . ? N2 Ru1 C4A C4B -3.9(8) . . . . ? N1 Ru1 C4A C4B 68.2(8) . . . . ? C3A Ru1 C4A C4B -117.9(9) . . . . ? C5A Ru1 C4A C4B 111.7(9) . . . . ? C2A Ru1 C4A C4B -146.2(8) . . . . ? C6A Ru1 C4A C4B 140.1(8) . . . . ? C1A Ru1 C4A C4B 176.7(8) . . . . ? Cl1 Ru1 C4A C4B -91.7(8) . . . . ? C3A C4A C5A C6A 3.0(10) . . . . ? C4B C4A C5A C6A -178.1(7) . . . . ? Ru1 C4A C5A C6A -52.7(6) . . . . ? C3A C4A C5A C5B -176.6(7) . . . . ? C4B C4A C5A C5B 2.4(10) . . . . ? Ru1 C4A C5A C5B 127.8(7) . . . . ? C3A C4A C5A Ru1 55.6(6) . . . . ? C4B C4A C5A Ru1 -125.4(7) . . . . ? N2 Ru1 C5A C6A -157.6(4) . . . . ? N1 Ru1 C5A C6A -78.5(4) . . . . ? C4A Ru1 C5A C6A 133.0(6) . . . . ? C3A Ru1 C5A C6A 103.1(4) . . . . ? C2A Ru1 C5A C6A 66.7(4) . . . . ? C1A Ru1 C5A C6A 28.7(4) . . . . ? Cl1 Ru1 C5A C6A 36.0(10) . . . . ? N2 Ru1 C5A C4A 69.4(4) . . . . ? N1 Ru1 C5A C4A 148.5(4) . . . . ? C3A Ru1 C5A C4A -30.0(4) . . . . ? C2A Ru1 C5A C4A -66.3(4) . . . . ? C6A Ru1 C5A C4A -133.0(6) . . . . ? C1A Ru1 C5A C4A -104.4(4) . . . . ? Cl1 Ru1 C5A C4A -97.0(9) . . . . ? N2 Ru1 C5A C5B -43.2(9) . . . . ? N1 Ru1 C5A C5B 35.9(9) . . . . ? C4A Ru1 C5A C5B -112.6(10) . . . . ? C3A Ru1 C5A C5B -142.6(9) . . . . ? C2A Ru1 C5A C5B -178.9(9) . . . . ? C6A Ru1 C5A C5B 114.4(10) . . . . ? C1A Ru1 C5A C5B 143.0(9) . . . . ? Cl1 Ru1 C5A C5B 150.4(7) . . . . ? C4A C5A C6A C1A -1.7(10) . . . . ? C5B C5A C6A C1A 177.8(7) . . . . ? Ru1 C5A C6A C1A -54.0(6) . . . . ? C4A C5A C6A C6B 178.4(6) . . . . ? C5B C5A C6A C6B -2.1(10) . . . . ? Ru1 C5A C6A C6B 126.1(6) . . . . ? C4A C5A C6A Ru1 52.3(6) . . . . ? C5B C5A C6A Ru1 -128.1(7) . . . . ? C2A C1A C6A C5A -1.1(10) . . . . ? C1B C1A C6A C5A -178.3(7) . . . . ? Ru1 C1A C6A C5A 54.2(6) . . . . ? C2A C1A C6A C6B 178.8(6) . . . . ? C1B C1A C6A C6B 1.6(11) . . . . ? Ru1 C1A C6A C6B -125.9(6) . . . . ? C2A C1A C6A Ru1 -55.3(6) . . . . ? C1B C1A C6A Ru1 127.5(7) . . . . ? N2 Ru1 C6A C5A 33.8(5) . . . . ? N1 Ru1 C6A C5A 105.8(4) . . . . ? C4A Ru1 C6A C5A -29.1(4) . . . . ? C3A Ru1 C6A C5A -66.2(4) . . . . ? C2A Ru1 C6A C5A -102.1(4) . . . . ? C1A Ru1 C6A C5A -133.1(6) . . . . ? Cl1 Ru1 C6A C5A -168.8(3) . . . . ? N2 Ru1 C6A C1A 166.9(4) . . . . ? N1 Ru1 C6A C1A -121.1(4) . . . . ? C4A Ru1 C6A C1A 103.9(5) . . . . ? C3A Ru1 C6A C1A 66.9(4) . . . . ? C5A Ru1 C6A C1A 133.1(6) . . . . ? C2A Ru1 C6A C1A 31.0(4) . . . . ? Cl1 Ru1 C6A C1A -35.8(5) . . . . ? N2 Ru1 C6A C6B -78.3(8) . . . . ? N1 Ru1 C6A C6B -6.3(7) . . . . ? C4A Ru1 C6A C6B -141.3(8) . . . . ? C3A Ru1 C6A C6B -178.3(8) . . . . ? C5A Ru1 C6A C6B -112.1(9) . . . . ? C2A Ru1 C6A C6B 145.8(8) . . . . ? C1A Ru1 C6A C6B 114.8(9) . . . . ? Cl1 Ru1 C6A C6B 79.0(8) . . . . ? N2 Ru1 N1 C11 -170.9(6) . . . . ? C4A Ru1 N1 C11 111.4(6) . . . . ? C3A Ru1 N1 C11 92.7(14) . . . . ? C5A Ru1 N1 C11 85.7(6) . . . . ? C2A Ru1 N1 C11 -0.9(8) . . . . ? C6A Ru1 N1 C11 49.3(6) . . . . ? C1A Ru1 N1 C11 15.8(6) . . . . ? Cl1 Ru1 N1 C11 -81.1(6) . . . . ? N2 Ru1 N1 C10 11.9(4) . . . . ? C4A Ru1 N1 C10 -65.9(6) . . . . ? C3A Ru1 N1 C10 -84.6(13) . . . . ? C5A Ru1 N1 C10 -91.6(5) . . . . ? C2A Ru1 N1 C10 -178.2(4) . . . . ? C6A Ru1 N1 C10 -127.9(5) . . . . ? C1A Ru1 N1 C10 -161.4(4) . . . . ? Cl1 Ru1 N1 C10 101.7(4) . . . . ? N1 Ru1 N2 C26 172.6(7) . . . . ? C4A Ru1 N2 C26 -54.0(6) . . . . ? C3A Ru1 N2 C26 -19.2(7) . . . . ? C5A Ru1 N2 C26 -89.4(6) . . . . ? C2A Ru1 N2 C26 0.8(8) . . . . ? C6A Ru1 N2 C26 -109.8(6) . . . . ? C1A Ru1 N2 C26 -50.5(17) . . . . ? Cl1 Ru1 N2 C26 87.3(6) . . . . ? N1 Ru1 N2 C27 -12.3(5) . . . . ? C4A Ru1 N2 C27 121.1(5) . . . . ? C3A Ru1 N2 C27 155.9(5) . . . . ? C5A Ru1 N2 C27 85.7(5) . . . . ? C2A Ru1 N2 C27 175.9(4) . . . . ? C6A Ru1 N2 C27 65.3(6) . . . . ? C1A Ru1 N2 C27 124.6(14) . . . . ? Cl1 Ru1 N2 C27 -97.7(5) . . . . ? C11 N1 C10 C14 -3.3(10) . . . . ? Ru1 N1 C10 C14 174.1(5) . . . . ? C11 N1 C10 C27 172.6(6) . . . . ? Ru1 N1 C10 C27 -10.0(7) . . . . ? C10 N1 C11 C12 3.4(10) . . . . ? Ru1 N1 C11 C12 -173.7(5) . . . . ? N1 C11 C12 C13 0.1(11) . . . . ? C11 C12 C13 C14 -3.8(11) . . . . ? C12 C13 C14 C10 3.8(10) . . . . ? C12 C13 C14 C15 -177.8(6) . . . . ? N1 C10 C14 C13 -0.3(9) . . . . ? C27 C10 C14 C13 -176.0(6) . . . . ? N1 C10 C14 C15 -178.8(6) . . . . ? C27 C10 C14 C15 5.5(9) . . . . ? C16 N3 C15 C22 2.8(10) . . . . ? C16 N3 C15 C14 179.9(6) . . . . ? C13 C14 C15 N3 0.2(10) . . . . ? C10 C14 C15 N3 178.5(6) . . . . ? C13 C14 C15 C22 177.3(6) . . . . ? C10 C14 C15 C22 -4.3(9) . . . . ? C15 N3 C16 C21 -0.5(11) . . . . ? C15 N3 C16 C17 -179.6(7) . . . . ? N3 C16 C17 C18 -179.6(8) . . . . ? C21 C16 C17 C18 1.2(13) . . . . ? C16 C17 C18 C19 -0.2(15) . . . . ? C17 C18 C19 C20 -0.5(16) . . . . ? C18 C19 C20 C21 0.1(15) . . . . ? C22 N4 C21 C20 -179.2(7) . . . . ? C22 N4 C21 C16 2.1(11) . . . . ? C19 C20 C21 N4 -177.7(8) . . . . ? C19 C20 C21 C16 1.0(13) . . . . ? N3 C16 C21 N4 -2.1(12) . . . . ? C17 C16 C21 N4 177.0(7) . . . . ? N3 C16 C21 C20 179.2(7) . . . . ? C17 C16 C21 C20 -1.7(12) . . . . ? C21 N4 C22 C15 0.2(10) . . . . ? C21 N4 C22 C23 -178.9(6) . . . . ? N3 C15 C22 N4 -2.8(10) . . . . ? C14 C15 C22 N4 -179.9(6) . . . . ? N3 C15 C22 C23 176.3(6) . . . . ? C14 C15 C22 C23 -0.8(9) . . . . ? N4 C22 C23 C27 -176.0(6) . . . . ? C15 C22 C23 C27 4.9(9) . . . . ? N4 C22 C23 C24 4.0(10) . . . . ? C15 C22 C23 C24 -175.1(6) . . . . ? C27 C23 C24 C25 -2.1(10) . . . . ? C22 C23 C24 C25 177.9(7) . . . . ? C23 C24 C25 C26 1.4(12) . . . . ? C27 N2 C26 C25 -4.0(11) . . . . ? Ru1 N2 C26 C25 171.0(6) . . . . ? C24 C25 C26 N2 1.8(12) . . . . ? C26 N2 C27 C23 3.2(10) . . . . ? Ru1 N2 C27 C23 -172.4(5) . . . . ? C26 N2 C27 C10 -173.4(6) . . . . ? Ru1 N2 C27 C10 11.1(7) . . . . ? C24 C23 C27 N2 -0.2(10) . . . . ? C22 C23 C27 N2 179.8(6) . . . . ? C24 C23 C27 C10 176.1(6) . . . . ? C22 C23 C27 C10 -3.9(9) . . . . ? N1 C10 C27 N2 -0.7(8) . . . . ? C14 C10 C27 N2 175.2(6) . . . . ? N1 C10 C27 C23 -177.3(6) . . . . ? C14 C10 C27 C23 -1.3(9) . . . . ? O2 S100 C100 F3 -179.9(6) . . . . ? O3 S100 C100 F3 -57.1(6) . . . . ? O1 S100 C100 F3 61.9(6) . . . . ? O2 S100 C100 F2 55.5(6) . . . . ? O3 S100 C100 F2 178.3(6) . . . . ? O1 S100 C100 F2 -62.7(6) . . . . ? O2 S100 C100 F1 -62.5(6) . . . . ? O3 S100 C100 F1 60.3(6) . . . . ? O1 S100 C100 F1 179.3(5) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.703 _refine_diff_density_min -0.868 _refine_diff_density_rms 0.087