# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Smith, Gregory' _publ_contact_author_email Gregory.Smith@uct.ac.za _publ_section_title ; Antiproliferative activity of chelating N,O- and N,N-ruthenium(II) arene functionalized poly(propyleneimine) dendrimer scaffolds ; loop_ _publ_author_name P.Govender A.K.Renfrew C.Clavel P.J.Dyson B.Therrien G.S.Smith # Attachment '- Structures_Dalton_Rev.txt' # data_d:complex10 _database_code_depnum_ccdc_archive 'CCDC 779737' #TrackingRef '- Structures_Dalton_Rev.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H30 Cl N O Ru' _chemical_formula_sum 'C22 H30 Cl N O Ru' _chemical_formula_weight 460.99 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.620(2) _cell_length_b 21.340(4) _cell_length_c 12.830(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.67(3) _cell_angle_gamma 90.00 _cell_volume 2056.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8667 _cell_measurement_theta_min 1.37 _cell_measurement_theta_max 26.63 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.489 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 0.903 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; A crystal was mounted at 203K on a Stoe Image Plate Diffraction System (Stoe & Cie, 2000) using MoK\a graphite monochromated radiation. Image plate distance 70mm, \f oscillation scans 0 - 200\%, step \D\f = 1.0\%, 5 minutes per frame. ; _diffrn_ambient_temperature 173(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 'STOE IPDS' _diffrn_measurement_method 'phi oscillation' _diffrn_detector_area_resol_mean 0.81\%A _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12808 _diffrn_reflns_av_R_equivalents 0.3647 _diffrn_reflns_av_sigmaI/netI 0.3896 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 29.41 _reflns_number_total 5350 _reflns_number_gt 1814 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'EXPOSE (Stoe IPDS Software, 2000)' _computing_cell_refinement 'CELL (Stoe IPDS Software, 2000)' _computing_data_reduction 'INTEGRATE (Stoe IPDS Software, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP (Farrugia, 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^)+(0.1578P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5350 _refine_ls_number_parameters 242 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2884 _refine_ls_R_factor_gt 0.1373 _refine_ls_wR_factor_ref 0.3898 _refine_ls_wR_factor_gt 0.3016 _refine_ls_goodness_of_fit_ref 0.937 _refine_ls_restrained_S_all 0.937 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.374(3) 0.1120(9) 0.6087(16) 0.057(6) Uani 1 1 d . . . H1A H 0.2639 0.1021 0.6320 0.086 Uiso 1 1 calc R . . H1B H 0.4523 0.0765 0.6199 0.086 Uiso 1 1 calc R . . H1C H 0.3510 0.1222 0.5348 0.086 Uiso 1 1 calc R . . C2 C 0.458(3) 0.1660(9) 0.6693(15) 0.048(5) Uani 1 1 d . . . H2A H 0.4688 0.1571 0.7442 0.058 Uiso 1 1 calc R . . H2B H 0.5775 0.1715 0.6536 0.058 Uiso 1 1 calc R . . C3 C 0.359(3) 0.2238(8) 0.6458(18) 0.049(5) Uani 1 1 d . . . H3A H 0.2447 0.2175 0.6673 0.059 Uiso 1 1 calc R . . H3B H 0.3368 0.2279 0.5694 0.059 Uiso 1 1 calc R . . C4 C 0.540(2) 0.2858(8) 0.7737(14) 0.036(4) Uani 1 1 d . . . H4 H 0.5746 0.2470 0.8035 0.044 Uiso 1 1 calc R . . C5 C 0.619(2) 0.3402(8) 0.8255(14) 0.040(4) Uani 1 1 d . . . C6 C 0.699(3) 0.3347(11) 0.9363(13) 0.052(6) Uani 1 1 d . . . H6 H 0.6921 0.2971 0.9722 0.063 Uiso 1 1 calc R . . C7 C 0.786(3) 0.3860(8) 0.9881(14) 0.041(4) Uani 1 1 d . . . H7 H 0.8347 0.3829 1.0594 0.049 Uiso 1 1 calc R . . C8 C 0.803(3) 0.4418(10) 0.9349(15) 0.058(6) Uani 1 1 d . . . H8 H 0.8580 0.4762 0.9711 0.069 Uiso 1 1 calc R . . C9 C 0.735(3) 0.4461(9) 0.8260(13) 0.053(6) Uani 1 1 d . . . H9 H 0.7557 0.4826 0.7901 0.063 Uiso 1 1 calc R . . C10 C 0.637(2) 0.3970(9) 0.7691(12) 0.035(4) Uani 1 1 d . . . C11 C 0.1175(18) 0.3753(7) 0.6996(11) 0.026(3) Uani 1 1 d . . . C12 C 0.040(2) 0.3455(8) 0.6050(14) 0.039(4) Uani 1 1 d . . . C13 C 0.058(3) 0.3681(8) 0.5056(12) 0.041(4) Uani 1 1 d . . . C14 C 0.145(2) 0.4283(8) 0.5006(12) 0.033(4) Uani 1 1 d . . . C15 C 0.212(2) 0.4630(8) 0.5923(14) 0.037(4) Uani 1 1 d . . . C16 C 0.194(2) 0.4331(8) 0.6954(12) 0.037(4) Uani 1 1 d . . . C17 C 0.110(3) 0.3483(9) 0.8100(15) 0.052(5) Uani 1 1 d . . . H17A H 0.2115 0.3625 0.8589 0.078 Uiso 1 1 calc R . . H17B H 0.1109 0.3034 0.8068 0.078 Uiso 1 1 calc R . . H17C H 0.0030 0.3622 0.8331 0.078 Uiso 1 1 calc R . . C18 C -0.065(3) 0.2859(10) 0.6062(18) 0.059(6) Uani 1 1 d . . . H18A H -0.1902 0.2955 0.5941 0.088 Uiso 1 1 calc R . . H18B H -0.0335 0.2658 0.6736 0.088 Uiso 1 1 calc R . . H18C H -0.0393 0.2585 0.5515 0.088 Uiso 1 1 calc R . . C19 C -0.007(3) 0.3303(9) 0.4080(13) 0.049(5) Uani 1 1 d . . . H19A H 0.0422 0.2888 0.4165 0.074 Uiso 1 1 calc R . . H19B H 0.0296 0.3500 0.3480 0.074 Uiso 1 1 calc R . . H19C H -0.1347 0.3278 0.3973 0.074 Uiso 1 1 calc R . . C20 C 0.171(3) 0.4507(11) 0.3892(16) 0.060(6) Uani 1 1 d . . . H20A H 0.2259 0.4914 0.3947 0.090 Uiso 1 1 calc R . . H20B H 0.0579 0.4530 0.3436 0.090 Uiso 1 1 calc R . . H20C H 0.2465 0.4216 0.3604 0.090 Uiso 1 1 calc R . . C21 C 0.314(3) 0.5224(10) 0.589(2) 0.069(7) Uani 1 1 d . . . H21A H 0.2973 0.5377 0.5172 0.103 Uiso 1 1 calc R . . H21B H 0.4384 0.5145 0.6126 0.103 Uiso 1 1 calc R . . H21C H 0.2727 0.5531 0.6333 0.103 Uiso 1 1 calc R . . C22 C 0.269(2) 0.4732(10) 0.7919(12) 0.048(5) Uani 1 1 d . . . H22A H 0.1764 0.4819 0.8320 0.073 Uiso 1 1 calc R . . H22B H 0.3140 0.5119 0.7686 0.073 Uiso 1 1 calc R . . H22C H 0.3638 0.4510 0.8353 0.073 Uiso 1 1 calc R . . N N 0.4263(19) 0.2867(7) 0.6891(12) 0.041(4) Uani 1 1 d . . . O O 0.5770(14) 0.4046(5) 0.6676(8) 0.034(3) Uani 1 1 d . . . Cl Cl 0.4703(6) 0.3287(2) 0.4640(3) 0.0448(11) Uani 1 1 d . . . Ru Ru 0.32816(18) 0.36683(6) 0.60754(10) 0.0308(4) 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 0.065(15) 0.037(10) 0.061(12) 0.001(9) -0.014(12) 0.006(9) C2 0.052(12) 0.045(11) 0.048(10) -0.002(8) 0.011(9) 0.006(9) C3 0.039(10) 0.022(9) 0.081(13) -0.008(8) -0.003(10) -0.001(7) C4 0.022(8) 0.025(8) 0.058(10) 0.010(7) -0.003(7) -0.006(6) C5 0.035(9) 0.038(9) 0.043(9) 0.017(7) -0.002(8) -0.008(8) C6 0.051(12) 0.076(14) 0.023(8) 0.011(8) -0.014(8) 0.000(11) C7 0.047(11) 0.040(10) 0.037(9) 0.006(7) 0.006(8) -0.007(8) C8 0.069(15) 0.053(12) 0.041(10) -0.015(9) -0.021(10) 0.002(11) C9 0.073(15) 0.051(12) 0.028(8) -0.008(8) -0.010(9) 0.010(10) C10 0.017(7) 0.060(11) 0.024(7) 0.012(7) -0.006(6) -0.010(7) C11 0.016(6) 0.024(8) 0.038(7) -0.005(6) 0.006(5) 0.001(6) C12 0.032(9) 0.036(9) 0.047(9) 0.000(7) -0.003(8) 0.016(7) C13 0.060(12) 0.022(7) 0.039(8) -0.004(7) -0.001(8) 0.013(9) C14 0.015(6) 0.047(10) 0.038(8) 0.001(7) 0.005(6) 0.009(7) C15 0.016(6) 0.046(10) 0.052(10) 0.004(8) 0.014(7) 0.017(7) C16 0.040(9) 0.044(10) 0.026(7) -0.008(6) 0.003(7) 0.020(8) C17 0.061(13) 0.047(12) 0.052(11) 0.002(8) 0.017(10) -0.016(10) C18 0.041(11) 0.053(13) 0.079(14) 0.023(10) 0.002(10) -0.018(10) C19 0.067(14) 0.044(11) 0.031(9) -0.007(7) -0.009(9) -0.004(10) C20 0.032(9) 0.087(16) 0.062(12) 0.041(12) 0.010(9) 0.004(12) C21 0.036(10) 0.054(13) 0.12(2) -0.010(13) 0.027(13) 0.019(11) C22 0.033(9) 0.089(15) 0.023(8) -0.026(8) 0.005(7) -0.011(10) N 0.025(7) 0.045(9) 0.050(9) 0.002(6) -0.006(7) -0.013(6) O 0.019(5) 0.041(6) 0.039(6) 0.009(5) -0.004(5) -0.009(5) Cl 0.038(2) 0.051(3) 0.044(2) -0.0100(19) 0.0054(19) 0.012(2) Ru 0.0271(6) 0.0313(6) 0.0330(6) 0.0007(6) 0.0021(4) 0.0018(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 C1 C2 1.48(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.45(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N 1.51(2) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 N 1.271(18) . ? C4 C5 1.42(2) . ? C4 H4 0.9300 . ? C5 C10 1.43(2) . ? C5 C6 1.45(2) . ? C6 C7 1.39(3) . ? C6 H6 0.9300 . ? C7 C8 1.39(3) . ? C7 H7 0.9300 . ? C8 C9 1.41(2) . ? C8 H8 0.9300 . ? C9 C10 1.42(2) . ? C9 H9 0.9300 . ? C10 O 1.316(16) . ? C11 C16 1.37(2) . ? C11 C12 1.41(2) . ? C11 C17 1.54(2) . ? C11 Ru 2.154(15) . ? C12 C13 1.39(3) . ? C12 C18 1.50(3) . ? C12 Ru 2.239(19) . ? C13 C14 1.45(3) . ? C13 C19 1.50(2) . ? C13 Ru 2.247(17) . ? C14 C15 1.41(2) . ? C14 C20 1.55(2) . ? C14 Ru 2.216(15) . ? C15 C16 1.49(2) . ? C15 C21 1.49(3) . ? C15 Ru 2.231(16) . ? C16 C22 1.53(2) . ? C16 Ru 2.168(16) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? N Ru 2.078(15) . ? O Ru 2.085(10) . ? Cl Ru 2.429(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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 113.0(15) . . ? C3 C2 H2A 109.0 . . ? C1 C2 H2A 109.0 . . ? C3 C2 H2B 109.0 . . ? C1 C2 H2B 109.0 . . ? H2A C2 H2B 107.8 . . ? C2 C3 N 123.3(15) . . ? C2 C3 H3A 106.5 . . ? N C3 H3A 106.5 . . ? C2 C3 H3B 106.5 . . ? N C3 H3B 106.5 . . ? H3A C3 H3B 106.5 . . ? N C4 C5 124.1(15) . . ? N C4 H4 117.9 . . ? C5 C4 H4 117.9 . . ? C4 C5 C10 121.7(15) . . ? C4 C5 C6 117.8(15) . . ? C10 C5 C6 120.2(16) . . ? C7 C6 C5 119.4(18) . . ? C7 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? C8 C7 C6 121.1(16) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C7 C8 C9 119.7(17) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C8 C9 C10 122.4(18) . . ? C8 C9 H9 118.8 . . ? C10 C9 H9 118.8 . . ? O C10 C9 119.0(15) . . ? O C10 C5 123.8(15) . . ? C9 C10 C5 117.0(14) . . ? C16 C11 C12 119.6(15) . . ? C16 C11 C17 117.1(13) . . ? C12 C11 C17 123.2(15) . . ? C16 C11 Ru 72.1(10) . . ? C12 C11 Ru 74.6(10) . . ? C17 C11 Ru 128.2(12) . . ? C13 C12 C11 122.7(17) . . ? C13 C12 C18 115.9(16) . . ? C11 C12 C18 121.4(17) . . ? C13 C12 Ru 72.2(12) . . ? C11 C12 Ru 68.1(9) . . ? C18 C12 Ru 134.0(13) . . ? C12 C13 C14 117.6(15) . . ? C12 C13 C19 120.6(18) . . ? C14 C13 C19 121.8(16) . . ? C12 C13 Ru 71.6(10) . . ? C14 C13 Ru 69.9(9) . . ? C19 C13 Ru 128.4(13) . . ? C15 C14 C13 122.1(15) . . ? C15 C14 C20 121.4(17) . . ? C13 C14 C20 116.4(15) . . ? C15 C14 Ru 72.1(9) . . ? C13 C14 Ru 72.2(9) . . ? C20 C14 Ru 125.9(12) . . ? C14 C15 C16 116.2(16) . . ? C14 C15 C21 122.4(18) . . ? C16 C15 C21 121.0(17) . . ? C14 C15 Ru 70.9(10) . . ? C16 C15 Ru 67.9(9) . . ? C21 C15 Ru 125.5(12) . . ? C11 C16 C15 121.4(14) . . ? C11 C16 C22 125.1(16) . . ? C15 C16 C22 113.5(17) . . ? C11 C16 Ru 71.0(9) . . ? C15 C16 Ru 72.4(9) . . ? C22 C16 Ru 129.8(12) . . ? C11 C17 H17A 109.5 . . ? C11 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C11 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C12 C18 H18A 109.5 . . ? C12 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C12 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C13 C19 H19A 109.5 . . ? C13 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C13 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C14 C20 H20A 109.5 . . ? C14 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C14 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C15 C21 H21A 109.5 . . ? C15 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C15 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C16 C22 H22A 109.5 . . ? C16 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C16 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C4 N C3 116.2(15) . . ? C4 N Ru 125.4(12) . . ? C3 N Ru 118.4(10) . . ? C10 O Ru 117.6(9) . . ? N Ru O 84.5(5) . . ? N Ru C11 91.8(6) . . ? O Ru C11 118.7(5) . . ? N Ru C16 115.9(7) . . ? O Ru C16 92.0(6) . . ? C11 Ru C16 36.9(7) . . ? N Ru C14 159.2(6) . . ? O Ru C14 116.1(5) . . ? C11 Ru C14 80.7(6) . . ? C16 Ru C14 68.5(6) . . ? N Ru C15 154.9(7) . . ? O Ru C15 90.1(5) . . ? C11 Ru C15 69.4(6) . . ? C16 Ru C15 39.7(6) . . ? C14 Ru C15 37.0(6) . . ? N Ru C12 96.3(6) . . ? O Ru C12 156.0(6) . . ? C11 Ru C12 37.3(6) . . ? C16 Ru C12 66.0(7) . . ? C14 Ru C12 66.1(6) . . ? C15 Ru C12 79.0(6) . . ? N Ru C13 121.4(6) . . ? O Ru C13 153.9(6) . . ? C11 Ru C13 67.9(6) . . ? C16 Ru C13 80.2(6) . . ? C14 Ru C13 37.9(6) . . ? C15 Ru C13 68.0(6) . . ? C12 Ru C13 36.2(7) . . ? N Ru Cl 86.4(5) . . ? O Ru Cl 85.2(4) . . ? C11 Ru Cl 155.8(4) . . ? C16 Ru Cl 157.2(5) . . ? C14 Ru Cl 92.5(5) . . ? C15 Ru Cl 117.6(5) . . ? C12 Ru Cl 118.9(5) . . ? C13 Ru Cl 92.5(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 C1 C2 C3 N -174(2) . . . . ? N C4 C5 C10 -27(3) . . . . ? N C4 C5 C6 160.2(19) . . . . ? C4 C5 C6 C7 176(2) . . . . ? C10 C5 C6 C7 3(3) . . . . ? C5 C6 C7 C8 -2(3) . . . . ? C6 C7 C8 C9 -2(3) . . . . ? C7 C8 C9 C10 5(3) . . . . ? C8 C9 C10 O 179.4(18) . . . . ? C8 C9 C10 C5 -4(3) . . . . ? C4 C5 C10 O 3(3) . . . . ? C6 C5 C10 O 176.2(16) . . . . ? C4 C5 C10 C9 -173.0(19) . . . . ? C6 C5 C10 C9 0(3) . . . . ? C16 C11 C12 C13 9(2) . . . . ? C17 C11 C12 C13 -175.4(18) . . . . ? Ru C11 C12 C13 -49.5(16) . . . . ? C16 C11 C12 C18 -172.4(17) . . . . ? C17 C11 C12 C18 3(3) . . . . ? Ru C11 C12 C18 129.1(17) . . . . ? C16 C11 C12 Ru 58.4(13) . . . . ? C17 C11 C12 Ru -125.9(16) . . . . ? C11 C12 C13 C14 -7(3) . . . . ? C18 C12 C13 C14 174.7(16) . . . . ? Ru C12 C13 C14 -54.4(14) . . . . ? C11 C12 C13 C19 172.0(16) . . . . ? C18 C12 C13 C19 -7(3) . . . . ? Ru C12 C13 C19 124.3(17) . . . . ? C11 C12 C13 Ru 47.7(14) . . . . ? C18 C12 C13 Ru -130.9(16) . . . . ? C12 C13 C14 C15 1(2) . . . . ? C19 C13 C14 C15 -177.7(16) . . . . ? Ru C13 C14 C15 -54.3(13) . . . . ? C12 C13 C14 C20 177.1(16) . . . . ? C19 C13 C14 C20 -2(2) . . . . ? Ru C13 C14 C20 121.9(14) . . . . ? C12 C13 C14 Ru 55.3(15) . . . . ? C19 C13 C14 Ru -123.4(17) . . . . ? C13 C14 C15 C16 2(2) . . . . ? C20 C14 C15 C16 -173.8(16) . . . . ? Ru C14 C15 C16 -52.1(12) . . . . ? C13 C14 C15 C21 174.9(16) . . . . ? C20 C14 C15 C21 -1(2) . . . . ? Ru C14 C15 C21 120.5(15) . . . . ? C13 C14 C15 Ru 54.4(14) . . . . ? C20 C14 C15 Ru -121.6(15) . . . . ? C12 C11 C16 C15 -5(2) . . . . ? C17 C11 C16 C15 178.7(16) . . . . ? Ru C11 C16 C15 54.3(14) . . . . ? C12 C11 C16 C22 174.5(15) . . . . ? C17 C11 C16 C22 -1(2) . . . . ? Ru C11 C16 C22 -125.8(16) . . . . ? C12 C11 C16 Ru -59.7(13) . . . . ? C17 C11 C16 Ru 124.4(15) . . . . ? C14 C15 C16 C11 0(2) . . . . ? C21 C15 C16 C11 -172.8(15) . . . . ? Ru C15 C16 C11 -53.7(14) . . . . ? C14 C15 C16 C22 -179.9(14) . . . . ? C21 C15 C16 C22 7(2) . . . . ? Ru C15 C16 C22 126.4(14) . . . . ? C14 C15 C16 Ru 53.7(12) . . . . ? C21 C15 C16 Ru -119.1(15) . . . . ? C5 C4 N C3 179.6(19) . . . . ? C5 C4 N Ru 0(3) . . . . ? C2 C3 N C4 -23(3) . . . . ? C2 C3 N Ru 156.4(18) . . . . ? C9 C10 O Ru -143.1(15) . . . . ? C5 C10 O Ru 41(2) . . . . ? C4 N Ru O 30.1(17) . . . . ? C3 N Ru O -149.7(15) . . . . ? C4 N Ru C11 -88.6(17) . . . . ? C3 N Ru C11 91.6(15) . . . . ? C4 N Ru C16 -59.5(18) . . . . ? C3 N Ru C16 120.8(15) . . . . ? C4 N Ru C14 -156.8(17) . . . . ? C3 N Ru C14 23(3) . . . . ? C4 N Ru C15 -48(2) . . . . ? C3 N Ru C15 132.0(17) . . . . ? C4 N Ru C12 -125.8(17) . . . . ? C3 N Ru C12 54.5(15) . . . . ? C4 N Ru C13 -153.7(15) . . . . ? C3 N Ru C13 26.6(17) . . . . ? C4 N Ru Cl 115.5(17) . . . . ? C3 N Ru Cl -64.2(14) . . . . ? C10 O Ru N -47.9(13) . . . . ? C10 O Ru C11 41.1(13) . . . . ? C10 O Ru C16 67.8(13) . . . . ? C10 O Ru C14 134.8(12) . . . . ? C10 O Ru C15 107.5(13) . . . . ? C10 O Ru C12 45.1(19) . . . . ? C10 O Ru C13 139.3(15) . . . . ? C10 O Ru Cl -134.8(12) . . . . ? C16 C11 Ru N 133.2(9) . . . . ? C12 C11 Ru N -98.0(9) . . . . ? C17 C11 Ru N 22.4(14) . . . . ? C16 C11 Ru O 48.5(10) . . . . ? C12 C11 Ru O 177.3(8) . . . . ? C17 C11 Ru O -62.3(15) . . . . ? C12 C11 Ru C16 128.8(13) . . . . ? C17 C11 Ru C16 -110.7(16) . . . . ? C16 C11 Ru C14 -66.3(9) . . . . ? C12 C11 Ru C14 62.5(10) . . . . ? C17 C11 Ru C14 -177.1(14) . . . . ? C16 C11 Ru C15 -29.7(9) . . . . ? C12 C11 Ru C15 99.1(10) . . . . ? C17 C11 Ru C15 -140.5(15) . . . . ? C16 C11 Ru C12 -128.8(13) . . . . ? C17 C11 Ru C12 120.4(18) . . . . ? C16 C11 Ru C13 -103.5(10) . . . . ? C12 C11 Ru C13 25.3(9) . . . . ? C17 C11 Ru C13 145.7(15) . . . . ? C16 C11 Ru Cl -141.5(9) . . . . ? C12 C11 Ru Cl -12.7(15) . . . . ? C17 C11 Ru Cl 107.8(14) . . . . ? C11 C16 Ru N -54.1(10) . . . . ? C15 C16 Ru N 172.5(9) . . . . ? C22 C16 Ru N 66.2(19) . . . . ? C11 C16 Ru O -138.9(8) . . . . ? C15 C16 Ru O 87.7(10) . . . . ? C22 C16 Ru O -18.6(18) . . . . ? C15 C16 Ru C11 -133.3(13) . . . . ? C22 C16 Ru C11 120(2) . . . . ? C11 C16 Ru C14 103.7(10) . . . . ? C15 C16 Ru C14 -29.7(9) . . . . ? C22 C16 Ru C14 -136.0(19) . . . . ? C11 C16 Ru C15 133.3(13) . . . . ? C22 C16 Ru C15 -106(2) . . . . ? C11 C16 Ru C12 31.2(8) . . . . ? C15 C16 Ru C12 -102.2(10) . . . . ? C22 C16 Ru C12 151.5(19) . . . . ? C11 C16 Ru C13 66.1(9) . . . . ? C15 C16 Ru C13 -67.3(10) . . . . ? C22 C16 Ru C13 -173.6(19) . . . . ? C11 C16 Ru Cl 138.9(11) . . . . ? C15 C16 Ru Cl 5.5(19) . . . . ? C22 C16 Ru Cl -100.8(17) . . . . ? C15 C14 Ru N 138.0(18) . . . . ? C13 C14 Ru N 4(2) . . . . ? C20 C14 Ru N -106(2) . . . . ? C15 C14 Ru O -49.6(11) . . . . ? C13 C14 Ru O 176.8(9) . . . . ? C20 C14 Ru O 66.6(17) . . . . ? C15 C14 Ru C11 67.9(10) . . . . ? C13 C14 Ru C11 -65.7(10) . . . . ? C20 C14 Ru C11 -175.9(17) . . . . ? C15 C14 Ru C16 31.7(11) . . . . ? C13 C14 Ru C16 -102.0(12) . . . . ? C20 C14 Ru C16 147.9(18) . . . . ? C13 C14 Ru C15 -133.7(15) . . . . ? C20 C14 Ru C15 116(2) . . . . ? C15 C14 Ru C12 104.0(11) . . . . ? C13 C14 Ru C12 -29.7(10) . . . . ? C20 C14 Ru C12 -139.8(17) . . . . ? C15 C14 Ru C13 133.7(15) . . . . ? C20 C14 Ru C13 -110.2(19) . . . . ? C15 C14 Ru Cl -135.4(9) . . . . ? C13 C14 Ru Cl 90.9(10) . . . . ? C20 C14 Ru Cl -19.2(16) . . . . ? C14 C15 Ru N -146.1(13) . . . . ? C16 C15 Ru N -16.0(19) . . . . ? C21 C15 Ru N 97(2) . . . . ? C14 C15 Ru O 136.9(10) . . . . ? C16 C15 Ru O -93.0(10) . . . . ? C21 C15 Ru O 20.2(17) . . . . ? C14 C15 Ru C11 -102.3(10) . . . . ? C16 C15 Ru C11 27.8(9) . . . . ? C21 C15 Ru C11 141.0(18) . . . . ? C14 C15 Ru C16 -130.1(15) . . . . ? C21 C15 Ru C16 113(2) . . . . ? C16 C15 Ru C14 130.1(15) . . . . ? C21 C15 Ru C14 -117(2) . . . . ? C14 C15 Ru C12 -64.7(10) . . . . ? C16 C15 Ru C12 65.4(10) . . . . ? C21 C15 Ru C12 178.6(18) . . . . ? C14 C15 Ru C13 -28.7(10) . . . . ? C16 C15 Ru C13 101.4(11) . . . . ? C21 C15 Ru C13 -145.4(19) . . . . ? C14 C15 Ru Cl 52.3(10) . . . . ? C16 C15 Ru Cl -177.6(8) . . . . ? C21 C15 Ru Cl -64.4(18) . . . . ? C13 C12 Ru N -137.4(10) . . . . ? C11 C12 Ru N 84.7(10) . . . . ? C18 C12 Ru N -28(2) . . . . ? C13 C12 Ru O 132.0(13) . . . . ? C11 C12 Ru O -5.8(18) . . . . ? C18 C12 Ru O -118.9(19) . . . . ? C13 C12 Ru C11 137.8(14) . . . . ? C18 C12 Ru C11 -113(2) . . . . ? C13 C12 Ru C16 107.0(11) . . . . ? C11 C12 Ru C16 -30.8(9) . . . . ? C18 C12 Ru C16 -144(2) . . . . ? C13 C12 Ru C14 31.1(10) . . . . ? C11 C12 Ru C14 -106.8(10) . . . . ? C18 C12 Ru C14 140(2) . . . . ? C13 C12 Ru C15 67.6(10) . . . . ? C11 C12 Ru C15 -70.3(9) . . . . ? C18 C12 Ru C15 177(2) . . . . ? C11 C12 Ru C13 -137.8(14) . . . . ? C18 C12 Ru C13 109(2) . . . . ? C13 C12 Ru Cl -48.0(11) . . . . ? C11 C12 Ru Cl 174.1(7) . . . . ? C18 C12 Ru Cl 61(2) . . . . ? C12 C13 Ru N 52.0(12) . . . . ? C14 C13 Ru N -178.2(10) . . . . ? C19 C13 Ru N -62.9(19) . . . . ? C12 C13 Ru O -136.5(13) . . . . ? C14 C13 Ru O -6.6(19) . . . . ? C19 C13 Ru O 108.7(18) . . . . ? C12 C13 Ru C11 -26.1(10) . . . . ? C14 C13 Ru C11 103.8(11) . . . . ? C19 C13 Ru C11 -140.9(19) . . . . ? C12 C13 Ru C16 -62.4(11) . . . . ? C14 C13 Ru C16 67.4(11) . . . . ? C19 C13 Ru C16 -177.3(18) . . . . ? C12 C13 Ru C14 -129.9(15) . . . . ? C19 C13 Ru C14 115(2) . . . . ? C12 C13 Ru C15 -101.8(11) . . . . ? C14 C13 Ru C15 28.0(9) . . . . ? C19 C13 Ru C15 143.3(19) . . . . ? C14 C13 Ru C12 129.9(15) . . . . ? C19 C13 Ru C12 -115(2) . . . . ? C12 C13 Ru Cl 139.3(9) . . . . ? C14 C13 Ru Cl -90.8(9) . . . . ? C19 C13 Ru Cl 24.5(17) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C4 H4 Cl 0.93 2.83 3.557(17) 135.5 4_566 _diffrn_measured_fraction_theta_max 0.940 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.947 _refine_diff_density_max 1.620 _refine_diff_density_min -1.563 _refine_diff_density_rms 0.240 #===END data_d:compound11PF6 _database_code_depnum_ccdc_archive 'CCDC 779738' #TrackingRef '- Structures_Dalton_Rev.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H26 Cl N2 Ru, F6 P' _chemical_formula_sum 'C19 H26 Cl F6 N2 P Ru' _chemical_formula_weight 563.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' P P 0.1023 0.0942 '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' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1490(9) _cell_length_b 9.8468(9) _cell_length_c 12.2766(12) _cell_angle_alpha 81.583(11) _cell_angle_beta 79.178(11) _cell_angle_gamma 83.705(11) _cell_volume 1070.76(18) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 26.05 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.749 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 0.992 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; A crystal was mounted at 173K on a Stoe Image Plate Diffraction System (Stoe & Cie, 2000) using MoK\a graphite monochromated radiation. Image plate distance 70mm, \f oscillation scans 0 - 200\%, step \D\f = 1.5\%, 3 minutes per frame. ; _diffrn_ambient_temperature 173(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 'STOE IPDS' _diffrn_measurement_method 'phi oscillation' _diffrn_detector_area_resol_mean 0.81\%A _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7931 _diffrn_reflns_av_R_equivalents 0.0244 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 26.05 _reflns_number_total 3927 _reflns_number_gt 3447 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'EXPOSE (Stoe & Cie, 2000)' _computing_cell_refinement 'CELL (Stoe & Cie, 2000)' _computing_data_reduction 'INTEGRATE (Stoe & Cie, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-32 (Farrugia, 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^)+(0.0370P)^2^+0.6202P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3927 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0305 _refine_ls_R_factor_gt 0.0238 _refine_ls_wR_factor_ref 0.0725 _refine_ls_wR_factor_gt 0.0589 _refine_ls_goodness_of_fit_ref 1.153 _refine_ls_restrained_S_all 1.153 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4660(5) -0.1805(4) 0.9116(3) 0.0446(10) Uani 1 1 d . . . H1A H 0.5084 -0.1117 0.9411 0.067 Uiso 1 1 calc R . . H1B H 0.4993 -0.2704 0.9444 0.067 Uiso 1 1 calc R . . H1C H 0.3590 -0.1676 0.9290 0.067 Uiso 1 1 calc R . . C2 C 0.5153(4) -0.1674(3) 0.7858(3) 0.0288(7) Uani 1 1 d . . . H2A H 0.6232 -0.1677 0.7689 0.035 Uiso 1 1 calc R . . H2B H 0.4883 -0.2474 0.7588 0.035 Uiso 1 1 calc R . . C3 C 0.4480(3) -0.0388(3) 0.7234(3) 0.0218(6) Uani 1 1 d . . . H3A H 0.4669 -0.0493 0.6445 0.026 Uiso 1 1 calc R . . H3B H 0.3406 -0.0336 0.7480 0.026 Uiso 1 1 calc R . . C4 C 0.6176(3) 0.0995(3) 0.7768(2) 0.0178(6) Uani 1 1 d . . . H4 H 0.6698 0.0204 0.8059 0.021 Uiso 1 1 calc R . . C5 C 0.6653(3) 0.2345(3) 0.7768(2) 0.0174(6) Uani 1 1 d . . . C6 C 0.7860(3) 0.2595(3) 0.8215(2) 0.0223(6) Uani 1 1 d . . . H6 H 0.8428 0.1869 0.8553 0.027 Uiso 1 1 calc R . . C7 C 0.8213(3) 0.3927(3) 0.8153(3) 0.0248(7) Uani 1 1 d . . . H7 H 0.9001 0.4119 0.8471 0.030 Uiso 1 1 calc R . . C8 C 0.7381(3) 0.4978(3) 0.7613(3) 0.0235(6) Uani 1 1 d . . . H8 H 0.7620 0.5884 0.7543 0.028 Uiso 1 1 calc R . . C9 C 0.6186(3) 0.4668(3) 0.7177(2) 0.0197(6) Uani 1 1 d . . . H9 H 0.5638 0.5378 0.6804 0.024 Uiso 1 1 calc R . . C10 C 0.1905(3) 0.2875(3) 0.6005(2) 0.0162(6) Uani 1 1 d . . . C11 C 0.1679(3) 0.2082(3) 0.7055(2) 0.0173(6) Uani 1 1 d . . . H11 H 0.1351 0.1208 0.7119 0.021 Uiso 1 1 calc R . . C12 C 0.1939(3) 0.2581(3) 0.8030(2) 0.0196(6) Uani 1 1 d . . . H12 H 0.1822 0.2014 0.8712 0.024 Uiso 1 1 calc R . . C13 C 0.2368(3) 0.3918(3) 0.7971(2) 0.0177(6) Uani 1 1 d . . . C14 C 0.2560(3) 0.4766(3) 0.6908(2) 0.0179(6) Uani 1 1 d . . . H14 H 0.2817 0.5664 0.6854 0.021 Uiso 1 1 calc R . . C15 C 0.2361(3) 0.4238(3) 0.5952(2) 0.0180(6) Uani 1 1 d . . . H15 H 0.2528 0.4785 0.5263 0.022 Uiso 1 1 calc R . . C16 C 0.1667(3) 0.2351(3) 0.4964(2) 0.0225(6) Uani 1 1 d . . . H16 H 0.2376 0.2768 0.4337 0.027 Uiso 1 1 calc R . . C17 C 0.1928(4) 0.0810(4) 0.4982(3) 0.0317(8) Uani 1 1 d . . . H17A H 0.2920 0.0510 0.5117 0.048 Uiso 1 1 calc R . . H17B H 0.1815 0.0567 0.4275 0.048 Uiso 1 1 calc R . . H17C H 0.1215 0.0370 0.5566 0.048 Uiso 1 1 calc R . . C18 C 0.0102(4) 0.2879(5) 0.4758(4) 0.0513(12) Uani 1 1 d . . . H18A H -0.0621 0.2514 0.5373 0.077 Uiso 1 1 calc R . . H18B H -0.0058 0.2589 0.4080 0.077 Uiso 1 1 calc R . . H18C H -0.0001 0.3867 0.4692 0.077 Uiso 1 1 calc R . . C19 C 0.2645(4) 0.4463(3) 0.8992(3) 0.0269(7) Uani 1 1 d . . . H19A H 0.1780 0.5028 0.9287 0.040 Uiso 1 1 calc R . . H19B H 0.3490 0.5003 0.8791 0.040 Uiso 1 1 calc R . . H19C H 0.2842 0.3706 0.9548 0.040 Uiso 1 1 calc R . . Cl Cl 0.55533(7) 0.25817(8) 0.50137(6) 0.02160(16) Uani 1 1 d . . . F1 F 0.8510(2) 0.2188(2) 1.21316(17) 0.0404(5) Uani 1 1 d . . . F2 F 1.0759(3) 0.3006(3) 1.1667(2) 0.0624(7) Uani 1 1 d . . . F3 F 1.0529(3) 0.0823(3) 1.25197(17) 0.0532(7) Uani 1 1 d . . . F4 F 1.1637(2) 0.1215(3) 1.07163(17) 0.0475(6) Uani 1 1 d . . . F5 F 0.9351(3) 0.0413(2) 1.11730(18) 0.0470(6) Uani 1 1 d . . . F6 F 0.9614(2) 0.2554(2) 1.03142(16) 0.0372(5) Uani 1 1 d . . . N1 N 0.5005(2) 0.0927(3) 0.73502(19) 0.0163(5) Uani 1 1 d . . . N2 N 0.5798(2) 0.3385(2) 0.72736(18) 0.0152(5) Uani 1 1 d . . . P P 1.00650(8) 0.17093(9) 1.14213(6) 0.02219(18) Uani 1 1 d . . . Ru Ru 0.39448(2) 0.27909(2) 0.676741(17) 0.01254(8) 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 0.048(2) 0.040(3) 0.046(2) 0.0182(18) -0.0175(17) -0.0170(18) C2 0.0281(16) 0.0182(18) 0.0419(19) -0.0006(14) -0.0131(14) -0.0018(13) C3 0.0247(15) 0.0124(16) 0.0297(16) -0.0016(12) -0.0094(12) -0.0022(12) C4 0.0158(13) 0.0138(15) 0.0236(14) 0.0016(11) -0.0067(11) -0.0003(11) C5 0.0158(12) 0.0171(16) 0.0187(13) -0.0003(11) -0.0038(10) -0.0001(11) C6 0.0179(13) 0.0228(18) 0.0270(15) 0.0003(13) -0.0091(11) -0.0006(12) C7 0.0184(14) 0.0283(19) 0.0318(16) -0.0073(14) -0.0102(12) -0.0047(12) C8 0.0218(14) 0.0188(17) 0.0326(16) -0.0049(13) -0.0084(12) -0.0054(12) C9 0.0207(14) 0.0116(16) 0.0282(15) 0.0002(12) -0.0087(11) -0.0030(11) C10 0.0113(12) 0.0171(16) 0.0217(14) -0.0015(11) -0.0087(10) 0.0017(11) C11 0.0098(12) 0.0175(16) 0.0241(14) 0.0004(11) -0.0027(10) -0.0034(10) C12 0.0106(12) 0.0296(18) 0.0166(13) -0.0004(12) -0.0003(10) -0.0001(11) C13 0.0153(12) 0.0150(16) 0.0221(14) -0.0062(11) -0.0019(10) 0.0043(11) C14 0.0158(13) 0.0085(15) 0.0295(15) -0.0028(12) -0.0056(11) 0.0026(10) C15 0.0137(12) 0.0160(16) 0.0229(14) 0.0035(11) -0.0074(10) 0.0038(11) C16 0.0227(14) 0.0244(18) 0.0230(15) -0.0027(13) -0.0104(12) -0.0021(12) C17 0.0391(18) 0.032(2) 0.0279(17) -0.0095(14) -0.0128(14) -0.0018(15) C18 0.043(2) 0.058(3) 0.067(3) -0.032(2) -0.042(2) 0.023(2) C19 0.0329(16) 0.0245(18) 0.0251(15) -0.0098(13) -0.0071(13) 0.0016(14) Cl 0.0195(3) 0.0238(4) 0.0197(3) -0.0025(3) 0.0004(3) -0.0011(3) F1 0.0342(11) 0.0480(14) 0.0363(11) -0.0115(10) 0.0039(9) -0.0004(10) F2 0.0743(18) 0.067(2) 0.0582(15) -0.0171(14) -0.0106(13) -0.0470(15) F3 0.0540(14) 0.0743(18) 0.0247(10) 0.0095(10) -0.0115(9) 0.0098(13) F4 0.0256(10) 0.0741(18) 0.0333(11) 0.0069(10) -0.0010(8) 0.0117(10) F5 0.0670(15) 0.0312(13) 0.0442(12) -0.0103(10) 0.0020(11) -0.0229(11) F6 0.0376(11) 0.0414(13) 0.0301(10) 0.0061(9) -0.0119(8) 0.0035(9) N1 0.0154(11) 0.0150(13) 0.0178(11) 0.0011(9) -0.0031(9) -0.0016(9) N2 0.0148(11) 0.0151(14) 0.0164(11) -0.0014(9) -0.0053(9) -0.0006(9) P 0.0211(4) 0.0255(5) 0.0204(4) 0.0009(3) -0.0060(3) -0.0049(3) Ru 0.01112(11) 0.01084(13) 0.01577(12) 0.00010(8) -0.00427(8) -0.00052(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.516(5) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.514(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N1 1.464(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 N1 1.283(4) . ? C4 C5 1.444(4) . ? C4 H4 0.9300 . ? C5 N2 1.360(4) . ? C5 C6 1.381(4) . ? C6 C7 1.373(5) . ? C6 H6 0.9300 . ? C7 C8 1.380(4) . ? C7 H7 0.9300 . ? C8 C9 1.384(4) . ? C8 H8 0.9300 . ? C9 N2 1.332(4) . ? C9 H9 0.9300 . ? C10 C11 1.397(4) . ? C10 C15 1.438(4) . ? C10 C16 1.506(4) . ? C10 Ru 2.228(3) . ? C11 C12 1.427(4) . ? C11 Ru 2.209(3) . ? C11 H11 0.9300 . ? C12 C13 1.402(4) . ? C12 Ru 2.176(3) . ? C12 H12 0.9300 . ? C13 C14 1.435(4) . ? C13 C19 1.506(4) . ? C13 Ru 2.197(3) . ? C14 C15 1.400(4) . ? C14 Ru 2.212(3) . ? C14 H14 0.9300 . ? C15 Ru 2.193(3) . ? C15 H15 0.9300 . ? C16 C17 1.508(5) . ? C16 C18 1.522(4) . ? C16 H16 0.9800 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? Cl Ru 2.3910(7) . ? F1 P 1.585(2) . ? F2 P 1.577(2) . ? F3 P 1.597(2) . ? F4 P 1.599(2) . ? F5 P 1.588(2) . ? F6 P 1.5857(19) . ? N1 Ru 2.076(2) . ? N2 Ru 2.079(2) . ? 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 114.1(3) . . ? C3 C2 H2A 108.7 . . ? C1 C2 H2A 108.7 . . ? C3 C2 H2B 108.7 . . ? C1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? N1 C3 C2 117.1(2) . . ? N1 C3 H3A 108.0 . . ? C2 C3 H3A 108.0 . . ? N1 C3 H3B 108.0 . . ? C2 C3 H3B 108.0 . . ? H3A C3 H3B 107.3 . . ? N1 C4 C5 117.6(3) . . ? N1 C4 H4 121.2 . . ? C5 C4 H4 121.2 . . ? N2 C5 C6 121.7(3) . . ? N2 C5 C4 113.6(2) . . ? C6 C5 C4 124.7(3) . . ? C7 C6 C5 119.2(3) . . ? C7 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? C6 C7 C8 119.0(3) . . ? C6 C7 H7 120.5 . . ? C8 C7 H7 120.5 . . ? C7 C8 C9 119.3(3) . . ? C7 C8 H8 120.3 . . ? C9 C8 H8 120.3 . . ? N2 C9 C8 122.0(3) . . ? N2 C9 H9 119.0 . . ? C8 C9 H9 119.0 . . ? C11 C10 C15 117.3(2) . . ? C11 C10 C16 122.3(3) . . ? C15 C10 C16 120.5(3) . . ? C11 C10 Ru 70.89(15) . . ? C15 C10 Ru 69.68(14) . . ? C16 C10 Ru 131.06(18) . . ? C10 C11 C12 121.6(3) . . ? C10 C11 Ru 72.39(16) . . ? C12 C11 Ru 69.78(15) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 119.2 . . ? Ru C11 H11 131.7 . . ? C13 C12 C11 120.6(3) . . ? C13 C12 Ru 72.09(16) . . ? C11 C12 Ru 72.25(15) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? Ru C12 H12 128.2 . . ? C12 C13 C14 118.7(2) . . ? C12 C13 C19 121.4(3) . . ? C14 C13 C19 120.0(3) . . ? C12 C13 Ru 70.51(15) . . ? C14 C13 Ru 71.57(15) . . ? C19 C13 Ru 128.90(19) . . ? C15 C14 C13 119.9(3) . . ? C15 C14 Ru 70.72(15) . . ? C13 C14 Ru 70.45(15) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? Ru C14 H14 131.6 . . ? C14 C15 C10 121.8(3) . . ? C14 C15 Ru 72.21(15) . . ? C10 C15 Ru 72.36(15) . . ? C14 C15 H15 119.1 . . ? C10 C15 H15 119.1 . . ? Ru C15 H15 128.8 . . ? C10 C16 C17 114.7(2) . . ? C10 C16 C18 108.1(2) . . ? C17 C16 C18 111.6(3) . . ? C10 C16 H16 107.4 . . ? C17 C16 H16 107.4 . . ? C18 C16 H16 107.4 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C13 C19 H19A 109.5 . . ? C13 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C13 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C4 N1 C3 122.3(2) . . ? C4 N1 Ru 116.3(2) . . ? C3 N1 Ru 121.31(17) . . ? C9 N2 C5 118.6(2) . . ? C9 N2 Ru 126.17(18) . . ? C5 N2 Ru 115.26(19) . . ? F2 P F1 89.95(14) . . ? F2 P F6 90.28(14) . . ? F1 P F6 91.12(11) . . ? F2 P F5 179.40(16) . . ? F1 P F5 89.58(12) . . ? F6 P F5 89.37(13) . . ? F2 P F3 90.94(15) . . ? F1 P F3 89.78(12) . . ? F6 P F3 178.49(14) . . ? F5 P F3 89.42(14) . . ? F2 P F4 90.16(15) . . ? F1 P F4 179.38(13) . . ? F6 P F4 89.50(11) . . ? F5 P F4 90.32(13) . . ? F3 P F4 89.61(11) . . ? N1 Ru N2 77.00(9) . . ? N1 Ru C12 94.40(10) . . ? N2 Ru C12 116.68(10) . . ? N1 Ru C15 159.18(10) . . ? N2 Ru C15 123.50(10) . . ? C12 Ru C15 79.91(11) . . ? N1 Ru C13 118.51(10) . . ? N2 Ru C13 92.94(10) . . ? C12 Ru C13 37.41(12) . . ? C15 Ru C13 67.99(10) . . ? N1 Ru C11 96.47(10) . . ? N2 Ru C11 154.03(10) . . ? C12 Ru C11 37.97(10) . . ? C15 Ru C11 66.75(11) . . ? C13 Ru C11 67.82(11) . . ? N1 Ru C14 156.01(10) . . ? N2 Ru C14 96.52(10) . . ? C12 Ru C14 67.57(11) . . ? C15 Ru C14 37.07(10) . . ? C13 Ru C14 37.98(11) . . ? C11 Ru C14 79.19(11) . . ? N1 Ru C10 121.38(10) . . ? N2 Ru C10 161.37(10) . . ? C12 Ru C10 68.08(10) . . ? C15 Ru C10 37.96(11) . . ? C13 Ru C10 81.03(10) . . ? C11 Ru C10 36.71(10) . . ? C14 Ru C10 67.94(10) . . ? N1 Ru Cl 86.42(6) . . ? N2 Ru Cl 85.67(6) . . ? C12 Ru Cl 157.28(8) . . ? C15 Ru Cl 91.29(8) . . ? C13 Ru Cl 154.10(8) . . ? C11 Ru Cl 119.34(8) . . ? C14 Ru Cl 116.42(8) . . ? C10 Ru Cl 92.11(7) . . ? 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 C1 C2 C3 N1 70.7(4) . . . . ? N1 C4 C5 N2 -2.3(4) . . . . ? N1 C4 C5 C6 178.0(3) . . . . ? N2 C5 C6 C7 -0.4(4) . . . . ? C4 C5 C6 C7 179.3(3) . . . . ? C5 C6 C7 C8 -2.2(4) . . . . ? C6 C7 C8 C9 1.9(5) . . . . ? C7 C8 C9 N2 0.9(5) . . . . ? C15 C10 C11 C12 -2.1(4) . . . . ? C16 C10 C11 C12 178.7(2) . . . . ? Ru C10 C11 C12 51.6(2) . . . . ? C15 C10 C11 Ru -53.7(2) . . . . ? C16 C10 C11 Ru 127.1(2) . . . . ? C10 C11 C12 C13 2.9(4) . . . . ? Ru C11 C12 C13 55.6(2) . . . . ? C10 C11 C12 Ru -52.7(2) . . . . ? C11 C12 C13 C14 -0.8(4) . . . . ? Ru C12 C13 C14 54.9(2) . . . . ? C11 C12 C13 C19 179.9(2) . . . . ? Ru C12 C13 C19 -124.4(2) . . . . ? C11 C12 C13 Ru -55.7(2) . . . . ? C12 C13 C14 C15 -1.8(4) . . . . ? C19 C13 C14 C15 177.4(2) . . . . ? Ru C13 C14 C15 52.5(2) . . . . ? C12 C13 C14 Ru -54.3(2) . . . . ? C19 C13 C14 Ru 124.9(2) . . . . ? C13 C14 C15 C10 2.6(4) . . . . ? Ru C14 C15 C10 55.0(2) . . . . ? C13 C14 C15 Ru -52.4(2) . . . . ? C11 C10 C15 C14 -0.6(4) . . . . ? C16 C10 C15 C14 178.6(2) . . . . ? Ru C10 C15 C14 -54.9(2) . . . . ? C11 C10 C15 Ru 54.3(2) . . . . ? C16 C10 C15 Ru -126.5(2) . . . . ? C11 C10 C16 C17 -29.0(4) . . . . ? C15 C10 C16 C17 151.8(3) . . . . ? Ru C10 C16 C17 63.1(4) . . . . ? C11 C10 C16 C18 96.1(4) . . . . ? C15 C10 C16 C18 -83.0(4) . . . . ? Ru C10 C16 C18 -171.8(3) . . . . ? C5 C4 N1 C3 175.6(2) . . . . ? C5 C4 N1 Ru -1.3(3) . . . . ? C2 C3 N1 C4 13.5(4) . . . . ? C2 C3 N1 Ru -169.7(2) . . . . ? C8 C9 N2 C5 -3.4(4) . . . . ? C8 C9 N2 Ru 175.1(2) . . . . ? C6 C5 N2 C9 3.1(4) . . . . ? C4 C5 N2 C9 -176.6(2) . . . . ? C6 C5 N2 Ru -175.5(2) . . . . ? C4 C5 N2 Ru 4.7(3) . . . . ? C4 N1 Ru N2 2.9(2) . . . . ? C3 N1 Ru N2 -174.0(2) . . . . ? C4 N1 Ru C12 -113.4(2) . . . . ? C3 N1 Ru C12 69.6(2) . . . . ? C4 N1 Ru C15 173.5(2) . . . . ? C3 N1 Ru C15 -3.4(4) . . . . ? C4 N1 Ru C13 -83.3(2) . . . . ? C3 N1 Ru C13 99.7(2) . . . . ? C4 N1 Ru C11 -151.5(2) . . . . ? C3 N1 Ru C11 31.5(2) . . . . ? C4 N1 Ru C14 -73.6(3) . . . . ? C3 N1 Ru C14 109.4(3) . . . . ? C4 N1 Ru C10 179.60(19) . . . . ? C3 N1 Ru C10 2.6(2) . . . . ? C4 N1 Ru Cl 89.3(2) . . . . ? C3 N1 Ru Cl -87.6(2) . . . . ? C9 N2 Ru N1 177.3(2) . . . . ? C5 N2 Ru N1 -4.16(18) . . . . ? C9 N2 Ru C12 -94.3(2) . . . . ? C5 N2 Ru C12 84.2(2) . . . . ? C9 N2 Ru C15 1.3(3) . . . . ? C5 N2 Ru C15 179.84(18) . . . . ? C9 N2 Ru C13 -64.1(2) . . . . ? C5 N2 Ru C13 114.4(2) . . . . ? C9 N2 Ru C11 -104.8(3) . . . . ? C5 N2 Ru C11 73.7(3) . . . . ? C9 N2 Ru C14 -26.2(2) . . . . ? C5 N2 Ru C14 152.39(19) . . . . ? C9 N2 Ru C10 6.2(4) . . . . ? C5 N2 Ru C10 -175.2(3) . . . . ? C9 N2 Ru Cl 90.0(2) . . . . ? C5 N2 Ru Cl -91.48(18) . . . . ? C13 C12 Ru N1 133.41(16) . . . . ? C11 C12 Ru N1 -94.87(17) . . . . ? C13 C12 Ru N2 55.76(18) . . . . ? C11 C12 Ru N2 -172.53(16) . . . . ? C13 C12 Ru C15 -66.79(17) . . . . ? C11 C12 Ru C15 64.92(17) . . . . ? C11 C12 Ru C13 131.7(2) . . . . ? C13 C12 Ru C11 -131.7(2) . . . . ? C13 C12 Ru C14 -30.23(16) . . . . ? C11 C12 Ru C14 101.48(18) . . . . ? C13 C12 Ru C10 -104.45(18) . . . . ? C11 C12 Ru C10 27.26(16) . . . . ? C13 C12 Ru Cl -135.33(19) . . . . ? C11 C12 Ru Cl -3.6(3) . . . . ? C14 C15 Ru N1 141.6(3) . . . . ? C10 C15 Ru N1 8.5(4) . . . . ? C14 C15 Ru N2 -49.5(2) . . . . ? C10 C15 Ru N2 177.43(14) . . . . ? C14 C15 Ru C12 65.96(18) . . . . ? C10 C15 Ru C12 -67.15(16) . . . . ? C14 C15 Ru C13 28.93(17) . . . . ? C10 C15 Ru C13 -104.18(18) . . . . ? C14 C15 Ru C11 103.30(19) . . . . ? C10 C15 Ru C11 -29.81(15) . . . . ? C10 C15 Ru C14 -133.1(2) . . . . ? C14 C15 Ru C10 133.1(2) . . . . ? C14 C15 Ru Cl -135.11(16) . . . . ? C10 C15 Ru Cl 91.78(15) . . . . ? C12 C13 Ru N1 -55.50(18) . . . . ? C14 C13 Ru N1 173.64(15) . . . . ? C19 C13 Ru N1 59.6(3) . . . . ? C12 C13 Ru N2 -132.30(16) . . . . ? C14 C13 Ru N2 96.84(17) . . . . ? C19 C13 Ru N2 -17.2(3) . . . . ? C14 C13 Ru C12 -130.9(2) . . . . ? C19 C13 Ru C12 115.1(3) . . . . ? C12 C13 Ru C15 102.57(18) . . . . ? C14 C13 Ru C15 -28.28(16) . . . . ? C19 C13 Ru C15 -142.3(3) . . . . ? C12 C13 Ru C11 29.73(16) . . . . ? C14 C13 Ru C11 -101.13(18) . . . . ? C19 C13 Ru C11 144.8(3) . . . . ? C12 C13 Ru C14 130.9(2) . . . . ? C19 C13 Ru C14 -114.0(3) . . . . ? C12 C13 Ru C10 65.43(17) . . . . ? C14 C13 Ru C10 -65.43(17) . . . . ? C19 C13 Ru C10 -179.5(3) . . . . ? C12 C13 Ru Cl 141.57(16) . . . . ? C14 C13 Ru Cl 10.7(3) . . . . ? C19 C13 Ru Cl -103.3(3) . . . . ? C10 C11 Ru N1 -136.43(16) . . . . ? C12 C11 Ru N1 88.87(17) . . . . ? C10 C11 Ru N2 150.1(2) . . . . ? C12 C11 Ru N2 15.4(3) . . . . ? C10 C11 Ru C12 134.7(3) . . . . ? C10 C11 Ru C15 30.77(16) . . . . ? C12 C11 Ru C15 -103.93(19) . . . . ? C10 C11 Ru C13 105.38(18) . . . . ? C12 C11 Ru C13 -29.32(17) . . . . ? C10 C11 Ru C14 67.44(17) . . . . ? C12 C11 Ru C14 -67.26(18) . . . . ? C12 C11 Ru C10 -134.7(3) . . . . ? C10 C11 Ru Cl -46.90(18) . . . . ? C12 C11 Ru Cl 178.40(14) . . . . ? C15 C14 Ru N1 -147.1(2) . . . . ? C13 C14 Ru N1 -13.9(3) . . . . ? C15 C14 Ru N2 140.37(17) . . . . ? C13 C14 Ru N2 -86.41(17) . . . . ? C15 C14 Ru C12 -103.41(19) . . . . ? C13 C14 Ru C12 29.80(16) . . . . ? C13 C14 Ru C15 133.2(3) . . . . ? C15 C14 Ru C13 -133.2(3) . . . . ? C15 C14 Ru C11 -65.55(18) . . . . ? C13 C14 Ru C11 67.67(17) . . . . ? C15 C14 Ru C10 -28.98(17) . . . . ? C13 C14 Ru C10 104.23(18) . . . . ? C15 C14 Ru Cl 51.98(18) . . . . ? C13 C14 Ru Cl -174.80(14) . . . . ? C11 C10 Ru N1 53.34(19) . . . . ? C15 C10 Ru N1 -176.49(15) . . . . ? C16 C10 Ru N1 -63.2(3) . . . . ? C11 C10 Ru N2 -136.9(3) . . . . ? C15 C10 Ru N2 -6.7(4) . . . . ? C16 C10 Ru N2 106.5(4) . . . . ? C11 C10 Ru C12 -28.12(17) . . . . ? C15 C10 Ru C12 102.05(18) . . . . ? C16 C10 Ru C12 -144.7(3) . . . . ? C11 C10 Ru C15 -130.2(2) . . . . ? C16 C10 Ru C15 113.3(3) . . . . ? C11 C10 Ru C13 -64.67(17) . . . . ? C15 C10 Ru C13 65.50(17) . . . . ? C16 C10 Ru C13 178.8(3) . . . . ? C15 C10 Ru C11 130.2(2) . . . . ? C16 C10 Ru C11 -116.6(3) . . . . ? C11 C10 Ru C14 -101.82(18) . . . . ? C15 C10 Ru C14 28.35(16) . . . . ? C16 C10 Ru C14 141.6(3) . . . . ? C11 C10 Ru Cl 140.44(16) . . . . ? C15 C10 Ru Cl -89.39(15) . . . . ? C16 C10 Ru Cl 23.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.927 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.939 _refine_diff_density_max 0.641 _refine_diff_density_min -0.673 _refine_diff_density_rms 0.104 #===END data_d:compound12PF6 _database_code_depnum_ccdc_archive 'CCDC 779739' #TrackingRef '- Structures_Dalton_Rev.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H30 Cl N2 Ru, F6 P' _chemical_formula_sum 'C21 H30 Cl F6 N2 P Ru' _chemical_formula_weight 591.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' P P 0.1023 0.0942 '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 Orthorhombic _symmetry_space_group_name_H-M 'P 212121' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 12.4312(10) _cell_length_b 13.1480(12) _cell_length_c 14.1942(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2320.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.10 _cell_measurement_theta_max 25.95 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.695 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.920 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; A crystal was mounted at 173K on a Stoe Image Plate Diffraction System (Stoe & Cie, 2000) using MoK\a graphite monochromated radiation. Image plate distance 70mm, \f oscillation scans 0 - 200\%, step \D\f = 1.5\%, 3 minutes per frame. ; _diffrn_ambient_temperature 173(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 'STOE IPDS' _diffrn_measurement_method 'phi oscillation' _diffrn_detector_area_resol_mean 0.81\%A _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12042 _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_av_sigmaI/netI 0.0726 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 26.18 _reflns_number_total 4563 _reflns_number_gt 3610 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'EXPOSE (Stoe & Cie, 2000)' _computing_cell_refinement 'CELL (Stoe & Cie, 2000)' _computing_data_reduction 'INTEGRATE (Stoe & Cie, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-32 (Farrugia, 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^)+(0.0298P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.52(3) _refine_ls_number_reflns 4563 _refine_ls_number_parameters 297 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0525 _refine_ls_R_factor_gt 0.0335 _refine_ls_wR_factor_ref 0.0671 _refine_ls_wR_factor_gt 0.0617 _refine_ls_goodness_of_fit_ref 0.929 _refine_ls_restrained_S_all 0.929 _refine_ls_shift/su_max 0.014 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.0894(5) 0.2462(4) -0.1566(4) 0.0442(15) Uani 1 1 d . . . H1A H 0.1616 0.2394 -0.1797 0.066 Uiso 1 1 calc R . . H1B H 0.0419 0.2056 -0.1942 0.066 Uiso 1 1 calc R . . H1C H 0.0864 0.2237 -0.0923 0.066 Uiso 1 1 calc R . . C2 C 0.0551(4) 0.3576(3) -0.1621(3) 0.0313(12) Uani 1 1 d . . . H2A H 0.0482 0.3771 -0.2277 0.038 Uiso 1 1 calc R . . H2B H -0.0149 0.3652 -0.1326 0.038 Uiso 1 1 calc R . . C3 C 0.1342(4) 0.4277(3) -0.1143(3) 0.0246(11) Uani 1 1 d . . . H3A H 0.2057 0.4149 -0.1389 0.030 Uiso 1 1 calc R . . H3B H 0.1156 0.4976 -0.1287 0.030 Uiso 1 1 calc R . . C4 C 0.2128(4) 0.3631(3) 0.0237(3) 0.0218(11) Uani 1 1 d . . . H4 H 0.2700 0.3412 -0.0132 0.026 Uiso 1 1 calc R . . C5 C 0.2087(4) 0.3411(3) 0.1226(4) 0.0212(10) Uani 1 1 d . . . C6 C 0.2830(4) 0.2790(3) 0.1678(4) 0.0294(12) Uani 1 1 d . . . H6 H 0.3411 0.2523 0.1348 0.035 Uiso 1 1 calc R . . C7 C 0.2696(4) 0.2574(3) 0.2616(4) 0.0306(12) Uani 1 1 d . . . H7 H 0.3193 0.2173 0.2935 0.037 Uiso 1 1 calc R . . C8 C 0.1802(4) 0.2967(3) 0.3083(4) 0.0278(11) Uani 1 1 d . . . H8 H 0.1683 0.2817 0.3715 0.033 Uiso 1 1 calc R . . C9 C 0.1093(4) 0.3584(3) 0.2591(3) 0.0222(10) Uani 1 1 d . . . H9 H 0.0497 0.3846 0.2904 0.027 Uiso 1 1 calc R . . C10 C -0.0451(4) 0.5700(3) 0.1941(3) 0.0204(11) Uani 1 1 d . . . C11 C -0.1328(4) 0.5280(3) 0.1449(3) 0.0216(10) Uani 1 1 d . . . C12 C -0.1373(3) 0.5361(4) 0.0438(3) 0.0215(9) Uani 1 1 d . . . C13 C -0.0563(4) 0.5877(3) -0.0062(3) 0.0208(11) Uani 1 1 d . . . C14 C 0.0374(4) 0.6234(3) 0.0438(3) 0.0190(10) Uani 1 1 d . . . C15 C 0.0435(4) 0.6147(3) 0.1433(3) 0.0201(11) Uani 1 1 d . . . C16 C -0.0405(5) 0.5696(4) 0.3000(3) 0.0377(14) Uani 1 1 d . . . H16A H -0.0601 0.6355 0.3234 0.057 Uiso 1 1 calc R . . H16B H 0.0312 0.5534 0.3201 0.057 Uiso 1 1 calc R . . H16C H -0.0897 0.5196 0.3240 0.057 Uiso 1 1 calc R . . C17 C -0.2227(4) 0.4753(4) 0.1965(4) 0.0394(13) Uani 1 1 d . . . H17A H -0.2103 0.4032 0.1963 0.059 Uiso 1 1 calc R . . H17B H -0.2898 0.4897 0.1658 0.059 Uiso 1 1 calc R . . H17C H -0.2254 0.4993 0.2603 0.059 Uiso 1 1 calc R . . C18 C -0.2298(4) 0.4911(4) -0.0087(4) 0.0386(14) Uani 1 1 d . . . H18A H -0.2848 0.5417 -0.0167 0.058 Uiso 1 1 calc R . . H18B H -0.2584 0.4347 0.0262 0.058 Uiso 1 1 calc R . . H18C H -0.2058 0.4681 -0.0693 0.058 Uiso 1 1 calc R . . C19 C -0.0695(5) 0.6053(4) -0.1103(3) 0.0354(13) Uani 1 1 d . . . H19A H -0.0672 0.5412 -0.1428 0.053 Uiso 1 1 calc R . . H19B H -0.0124 0.6481 -0.1326 0.053 Uiso 1 1 calc R . . H19C H -0.1375 0.6377 -0.1219 0.053 Uiso 1 1 calc R . . C20 C 0.1291(4) 0.6716(4) -0.0088(4) 0.0323(13) Uani 1 1 d . . . H20A H 0.1294 0.7435 0.0029 0.048 Uiso 1 1 calc R . . H20B H 0.1206 0.6595 -0.0751 0.048 Uiso 1 1 calc R . . H20C H 0.1958 0.6426 0.0122 0.048 Uiso 1 1 calc R . . C21 C 0.1388(4) 0.6556(4) 0.1955(4) 0.0362(13) Uani 1 1 d . . . H21A H 0.1912 0.6800 0.1513 0.054 Uiso 1 1 calc R . . H21B H 0.1699 0.6026 0.2332 0.054 Uiso 1 1 calc R . . H21C H 0.1163 0.7105 0.2356 0.054 Uiso 1 1 calc R . . Cl Cl -0.06643(9) 0.29888(7) 0.06537(8) 0.0252(3) Uani 1 1 d . . . F1 F -0.0089(2) 0.54036(19) -0.4692(2) 0.0463(7) Uani 1 1 d . . . F2 F -0.0408(2) 0.3973(2) -0.3857(2) 0.0442(8) Uani 1 1 d . . . F3 F 0.1065(3) 0.3270(2) -0.4492(3) 0.0526(10) Uani 1 1 d . . . F4 F 0.1387(2) 0.4699(2) -0.5325(2) 0.0387(7) Uani 1 1 d . . . F5 F 0.1205(3) 0.4770(3) -0.3743(2) 0.0558(9) Uani 1 1 d . . . F6 F -0.0212(2) 0.38969(18) -0.54305(18) 0.0362(6) Uani 1 1 d . . . N1 N 0.1351(3) 0.4139(3) -0.0118(3) 0.0202(9) Uani 1 1 d . . . N2 N 0.1235(3) 0.3817(3) 0.1680(3) 0.0191(9) Uani 1 1 d . . . P P 0.04903(10) 0.43464(8) -0.45810(9) 0.0249(3) Uani 1 1 d . . . Ru Ru 0.01635(3) 0.46263(2) 0.08196(2) 0.01560(8) 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 0.051(4) 0.037(3) 0.044(4) -0.009(2) 0.007(3) -0.005(3) C2 0.035(3) 0.040(3) 0.019(3) -0.004(2) 0.003(2) -0.003(2) C3 0.027(3) 0.028(2) 0.019(3) 0.0041(18) 0.012(2) 0.0037(19) C4 0.017(3) 0.022(2) 0.026(3) -0.0041(19) 0.004(2) -0.0023(19) C5 0.016(2) 0.019(2) 0.029(3) -0.0020(19) -0.003(2) 0.0024(18) C6 0.024(3) 0.027(2) 0.037(3) -0.008(2) -0.006(2) 0.005(2) C7 0.036(3) 0.023(2) 0.033(3) -0.001(2) -0.019(3) 0.008(2) C8 0.037(3) 0.024(2) 0.022(3) -0.002(2) -0.010(2) 0.003(2) C9 0.027(3) 0.023(2) 0.017(3) -0.0013(19) -0.002(2) 0.0020(19) C10 0.024(3) 0.0168(19) 0.020(2) -0.0054(16) 0.004(2) 0.0088(17) C11 0.016(2) 0.023(2) 0.026(3) -0.001(2) 0.0032(19) 0.004(2) C12 0.015(2) 0.024(2) 0.025(2) 0.001(2) -0.0020(18) 0.007(2) C13 0.027(3) 0.019(2) 0.016(2) 0.0081(18) 0.000(2) 0.0113(19) C14 0.014(3) 0.0100(17) 0.033(3) 0.0001(17) -0.003(2) 0.0021(16) C15 0.024(3) 0.0164(19) 0.020(2) -0.0043(17) 0.000(2) 0.0041(17) C16 0.056(4) 0.035(3) 0.022(3) -0.0021(19) 0.003(3) 0.009(2) C17 0.027(3) 0.048(3) 0.043(3) 0.004(3) 0.017(2) -0.008(3) C18 0.023(3) 0.047(3) 0.046(4) -0.002(2) -0.014(3) 0.002(2) C19 0.047(3) 0.041(3) 0.018(3) 0.002(2) -0.005(2) 0.009(2) C20 0.028(3) 0.030(3) 0.039(3) 0.008(2) 0.016(3) 0.002(2) C21 0.023(3) 0.048(3) 0.038(3) -0.012(3) -0.010(3) -0.004(2) Cl 0.0260(6) 0.0200(5) 0.0295(7) -0.0001(4) -0.0009(5) -0.0068(4) F1 0.0489(19) 0.0335(12) 0.0565(17) -0.0007(13) 0.0019(16) 0.0172(17) F2 0.037(2) 0.0709(18) 0.0249(16) 0.0072(13) 0.0052(14) -0.0152(15) F3 0.0391(18) 0.0358(15) 0.083(3) 0.0227(16) 0.0008(18) 0.0076(13) F4 0.0282(15) 0.0422(15) 0.0458(18) 0.0067(15) 0.0107(13) -0.0091(14) F5 0.055(2) 0.076(2) 0.0371(19) 0.0080(18) -0.0187(16) -0.0316(19) F6 0.0367(16) 0.0450(14) 0.0269(14) -0.0005(11) -0.0021(15) -0.0150(13) N1 0.023(2) 0.0193(18) 0.018(2) -0.0011(16) -0.0028(19) -0.0019(16) N2 0.018(2) 0.0204(18) 0.019(2) -0.0068(15) 0.0006(17) -0.0021(15) P 0.0204(7) 0.0291(6) 0.0252(7) 0.0050(5) -0.0007(5) -0.0024(4) Ru 0.01532(16) 0.01729(13) 0.01419(15) 0.00019(14) 0.00018(15) 0.00086(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 C1 C2 1.527(7) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.509(7) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 N1 1.465(6) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 N1 1.277(6) . ? C4 C5 1.433(6) . ? C4 H4 0.9300 . ? C5 N2 1.351(6) . ? C5 C6 1.390(7) . ? C6 C7 1.372(8) . ? C6 H6 0.9300 . ? C7 C8 1.393(7) . ? C7 H7 0.9300 . ? C8 C9 1.387(6) . ? C8 H8 0.9300 . ? C9 N2 1.340(6) . ? C9 H9 0.9300 . ? C10 C11 1.407(6) . ? C10 C15 1.442(6) . ? C10 C16 1.504(6) . ? C10 Ru 2.260(4) . ? C11 C12 1.440(6) . ? C11 C17 1.505(6) . ? C11 Ru 2.230(4) . ? C12 C13 1.407(6) . ? C12 C18 1.492(7) . ? C12 Ru 2.208(4) . ? C13 C14 1.442(6) . ? C13 C19 1.505(7) . ? C13 Ru 2.255(4) . ? C14 C15 1.420(6) . ? C14 C20 1.502(7) . ? C14 Ru 2.198(4) . ? C15 C21 1.498(7) . ? C15 Ru 2.206(4) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? Cl Ru 2.3979(10) . ? F1 P 1.573(3) . ? F2 P 1.596(3) . ? F3 P 1.590(3) . ? F4 P 1.604(3) . ? F5 P 1.586(3) . ? F6 P 1.602(3) . ? N1 Ru 2.089(4) . ? N2 Ru 2.097(4) . ? 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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C1 112.4(4) . . ? C3 C2 H2A 109.1 . . ? C1 C2 H2A 109.1 . . ? C3 C2 H2B 109.1 . . ? C1 C2 H2B 109.1 . . ? H2A C2 H2B 107.9 . . ? N1 C3 C2 112.1(4) . . ? N1 C3 H3A 109.2 . . ? C2 C3 H3A 109.2 . . ? N1 C3 H3B 109.2 . . ? C2 C3 H3B 109.2 . . ? H3A C3 H3B 107.9 . . ? N1 C4 C5 117.8(5) . . ? N1 C4 H4 121.1 . . ? C5 C4 H4 121.1 . . ? N2 C5 C6 122.2(5) . . ? N2 C5 C4 114.5(4) . . ? C6 C5 C4 123.2(5) . . ? C7 C6 C5 119.3(5) . . ? C7 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? C6 C7 C8 118.8(5) . . ? C6 C7 H7 120.6 . . ? C8 C7 H7 120.6 . . ? C9 C8 C7 119.0(5) . . ? C9 C8 H8 120.5 . . ? C7 C8 H8 120.5 . . ? N2 C9 C8 122.4(5) . . ? N2 C9 H9 118.8 . . ? C8 C9 H9 118.8 . . ? C11 C10 C15 120.2(4) . . ? C11 C10 C16 121.6(5) . . ? C15 C10 C16 118.2(4) . . ? C11 C10 Ru 70.6(2) . . ? C15 C10 Ru 69.1(2) . . ? C16 C10 Ru 133.5(3) . . ? C10 C11 C12 119.7(4) . . ? C10 C11 C17 121.0(4) . . ? C12 C11 C17 119.3(4) . . ? C10 C11 Ru 72.9(2) . . ? C12 C11 Ru 70.2(3) . . ? C17 C11 Ru 129.4(3) . . ? C13 C12 C11 120.7(4) . . ? C13 C12 C18 119.4(4) . . ? C11 C12 C18 119.9(5) . . ? C13 C12 Ru 73.5(2) . . ? C11 C12 Ru 71.9(3) . . ? C18 C12 Ru 128.0(3) . . ? C12 C13 C14 119.1(4) . . ? C12 C13 C19 119.4(5) . . ? C14 C13 C19 121.4(4) . . ? C12 C13 Ru 69.8(2) . . ? C14 C13 Ru 69.0(2) . . ? C19 C13 Ru 134.5(3) . . ? C15 C14 C13 120.4(4) . . ? C15 C14 C20 119.2(5) . . ? C13 C14 C20 120.4(4) . . ? C15 C14 Ru 71.5(2) . . ? C13 C14 Ru 73.3(2) . . ? C20 C14 Ru 128.2(3) . . ? C14 C15 C10 119.3(4) . . ? C14 C15 C21 120.4(5) . . ? C10 C15 C21 120.2(4) . . ? C14 C15 Ru 70.9(2) . . ? C10 C15 Ru 73.2(2) . . ? C21 C15 Ru 130.0(3) . . ? C10 C16 H16A 109.5 . . ? C10 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C10 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C11 C17 H17A 109.5 . . ? C11 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C11 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C12 C18 H18A 109.5 . . ? C12 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C12 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C13 C19 H19A 109.5 . . ? C13 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C13 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C14 C20 H20A 109.5 . . ? C14 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C14 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C15 C21 H21A 109.5 . . ? C15 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C15 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C4 N1 C3 117.6(4) . . ? C4 N1 Ru 116.3(3) . . ? C3 N1 Ru 126.1(3) . . ? C9 N2 C5 118.3(4) . . ? C9 N2 Ru 126.5(3) . . ? C5 N2 Ru 114.9(3) . . ? F1 P F5 91.19(18) . . ? F1 P F3 178.7(2) . . ? F5 P F3 90.1(2) . . ? F1 P F2 90.91(17) . . ? F5 P F2 90.99(17) . . ? F3 P F2 89.40(17) . . ? F1 P F6 90.08(16) . . ? F5 P F6 178.7(2) . . ? F3 P F6 88.63(17) . . ? F2 P F6 89.42(15) . . ? F1 P F4 89.84(16) . . ? F5 P F4 90.15(17) . . ? F3 P F4 89.82(17) . . ? F2 P F4 178.62(17) . . ? F6 P F4 89.42(16) . . ? N1 Ru N2 76.50(14) . . ? N1 Ru C14 93.09(16) . . ? N2 Ru C14 123.79(15) . . ? N1 Ru C15 114.93(16) . . ? N2 Ru C15 97.63(15) . . ? C14 Ru C15 37.61(16) . . ? N1 Ru C12 126.14(16) . . ? N2 Ru C12 156.09(16) . . ? C14 Ru C12 67.78(17) . . ? C15 Ru C12 80.37(17) . . ? N1 Ru C11 163.99(16) . . ? N2 Ru C11 119.34(16) . . ? C14 Ru C11 80.05(17) . . ? C15 Ru C11 67.66(17) . . ? C12 Ru C11 37.86(16) . . ? N1 Ru C13 98.81(16) . . ? N2 Ru C13 161.36(16) . . ? C14 Ru C13 37.77(17) . . ? C15 Ru C13 67.65(17) . . ? C12 Ru C13 36.73(17) . . ? C11 Ru C13 66.96(16) . . ? N1 Ru C10 151.56(16) . . ? N2 Ru C10 96.98(15) . . ? C14 Ru C10 67.25(16) . . ? C15 Ru C10 37.63(16) . . ? C12 Ru C10 66.85(16) . . ? C11 Ru C10 36.50(16) . . ? C13 Ru C10 78.47(16) . . ? N1 Ru Cl 88.00(10) . . ? N2 Ru Cl 82.76(10) . . ? C14 Ru Cl 152.92(13) . . ? C15 Ru Cl 156.62(12) . . ? C12 Ru Cl 89.85(13) . . ? C11 Ru Cl 91.64(12) . . ? C13 Ru Cl 115.36(13) . . ? C10 Ru Cl 119.00(12) . . ? 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 C1 C2 C3 N1 -68.5(5) . . . . ? N1 C4 C5 N2 -2.9(6) . . . . ? N1 C4 C5 C6 174.0(4) . . . . ? N2 C5 C6 C7 0.3(7) . . . . ? C4 C5 C6 C7 -176.4(4) . . . . ? C5 C6 C7 C8 1.5(7) . . . . ? C6 C7 C8 C9 -1.7(7) . . . . ? C7 C8 C9 N2 0.0(7) . . . . ? C15 C10 C11 C12 -4.4(6) . . . . ? C16 C10 C11 C12 175.8(4) . . . . ? Ru C10 C11 C12 -54.4(4) . . . . ? C15 C10 C11 C17 176.2(4) . . . . ? C16 C10 C11 C17 -3.6(7) . . . . ? Ru C10 C11 C17 126.2(4) . . . . ? C15 C10 C11 Ru 50.0(3) . . . . ? C16 C10 C11 Ru -129.8(4) . . . . ? C10 C11 C12 C13 -1.5(7) . . . . ? C17 C11 C12 C13 178.0(4) . . . . ? Ru C11 C12 C13 -57.1(4) . . . . ? C10 C11 C12 C18 179.7(4) . . . . ? C17 C11 C12 C18 -0.9(7) . . . . ? Ru C11 C12 C18 124.0(4) . . . . ? C10 C11 C12 Ru 55.6(4) . . . . ? C17 C11 C12 Ru -124.9(4) . . . . ? C11 C12 C13 C14 6.4(7) . . . . ? C18 C12 C13 C14 -174.8(4) . . . . ? Ru C12 C13 C14 -50.0(3) . . . . ? C11 C12 C13 C19 -173.1(4) . . . . ? C18 C12 C13 C19 5.8(6) . . . . ? Ru C12 C13 C19 130.5(4) . . . . ? C11 C12 C13 Ru 56.4(4) . . . . ? C18 C12 C13 Ru -124.8(4) . . . . ? C12 C13 C14 C15 -5.5(6) . . . . ? C19 C13 C14 C15 173.9(4) . . . . ? Ru C13 C14 C15 -55.9(3) . . . . ? C12 C13 C14 C20 175.3(4) . . . . ? C19 C13 C14 C20 -5.3(6) . . . . ? Ru C13 C14 C20 124.9(4) . . . . ? C12 C13 C14 Ru 50.4(4) . . . . ? C19 C13 C14 Ru -130.2(4) . . . . ? C13 C14 C15 C10 -0.2(6) . . . . ? C20 C14 C15 C10 179.0(4) . . . . ? Ru C14 C15 C10 -57.0(3) . . . . ? C13 C14 C15 C21 -177.5(4) . . . . ? C20 C14 C15 C21 1.7(6) . . . . ? Ru C14 C15 C21 125.8(4) . . . . ? C13 C14 C15 Ru 56.7(3) . . . . ? C20 C14 C15 Ru -124.1(4) . . . . ? C11 C10 C15 C14 5.2(6) . . . . ? C16 C10 C15 C14 -175.0(4) . . . . ? Ru C10 C15 C14 55.8(3) . . . . ? C11 C10 C15 C21 -177.6(4) . . . . ? C16 C10 C15 C21 2.3(6) . . . . ? Ru C10 C15 C21 -126.9(4) . . . . ? C11 C10 C15 Ru -50.6(3) . . . . ? C16 C10 C15 Ru 129.2(4) . . . . ? C5 C4 N1 C3 -174.2(4) . . . . ? C5 C4 N1 Ru 2.5(5) . . . . ? C2 C3 N1 C4 102.4(5) . . . . ? C2 C3 N1 Ru -73.9(4) . . . . ? C8 C9 N2 C5 1.7(6) . . . . ? C8 C9 N2 Ru 174.1(3) . . . . ? C6 C5 N2 C9 -1.9(6) . . . . ? C4 C5 N2 C9 175.0(4) . . . . ? C6 C5 N2 Ru -175.1(3) . . . . ? C4 C5 N2 Ru 1.8(5) . . . . ? C4 N1 Ru N2 -1.2(3) . . . . ? C3 N1 Ru N2 175.2(4) . . . . ? C4 N1 Ru C14 122.9(3) . . . . ? C3 N1 Ru C14 -60.7(4) . . . . ? C4 N1 Ru C15 91.1(3) . . . . ? C3 N1 Ru C15 -92.5(4) . . . . ? C4 N1 Ru C12 -172.5(3) . . . . ? C3 N1 Ru C12 3.8(4) . . . . ? C4 N1 Ru C11 -173.2(5) . . . . ? C3 N1 Ru C11 3.2(8) . . . . ? C4 N1 Ru C13 160.5(3) . . . . ? C3 N1 Ru C13 -23.2(4) . . . . ? C4 N1 Ru C10 78.4(5) . . . . ? C3 N1 Ru C10 -105.2(5) . . . . ? C4 N1 Ru Cl -84.2(3) . . . . ? C3 N1 Ru Cl 92.2(4) . . . . ? C9 N2 Ru N1 -173.0(4) . . . . ? C5 N2 Ru N1 -0.4(3) . . . . ? C9 N2 Ru C14 102.4(4) . . . . ? C5 N2 Ru C14 -85.1(3) . . . . ? C9 N2 Ru C15 73.1(4) . . . . ? C5 N2 Ru C15 -114.3(3) . . . . ? C9 N2 Ru C12 -10.4(6) . . . . ? C5 N2 Ru C12 162.2(4) . . . . ? C9 N2 Ru C11 4.4(4) . . . . ? C5 N2 Ru C11 177.0(3) . . . . ? C9 N2 Ru C13 109.6(6) . . . . ? C5 N2 Ru C13 -77.8(6) . . . . ? C9 N2 Ru C10 35.1(4) . . . . ? C5 N2 Ru C10 -152.3(3) . . . . ? C9 N2 Ru Cl -83.4(3) . . . . ? C5 N2 Ru Cl 89.2(3) . . . . ? C15 C14 Ru N1 -128.4(3) . . . . ? C13 C14 Ru N1 100.4(3) . . . . ? C20 C14 Ru N1 -15.4(5) . . . . ? C15 C14 Ru N2 -52.6(3) . . . . ? C13 C14 Ru N2 176.2(2) . . . . ? C20 C14 Ru N2 60.4(5) . . . . ? C13 C14 Ru C15 -131.1(4) . . . . ? C20 C14 Ru C15 113.0(6) . . . . ? C15 C14 Ru C12 103.6(3) . . . . ? C13 C14 Ru C12 -27.6(3) . . . . ? C20 C14 Ru C12 -143.4(5) . . . . ? C15 C14 Ru C11 66.1(3) . . . . ? C13 C14 Ru C11 -65.0(3) . . . . ? C20 C14 Ru C11 179.2(5) . . . . ? C15 C14 Ru C13 131.1(4) . . . . ? C20 C14 Ru C13 -115.8(5) . . . . ? C15 C14 Ru C10 30.4(3) . . . . ? C13 C14 Ru C10 -100.8(3) . . . . ? C20 C14 Ru C10 143.4(5) . . . . ? C15 C14 Ru Cl 139.9(3) . . . . ? C13 C14 Ru Cl 8.8(4) . . . . ? C20 C14 Ru Cl -107.1(4) . . . . ? C14 C15 Ru N1 59.6(3) . . . . ? C10 C15 Ru N1 -170.2(2) . . . . ? C21 C15 Ru N1 -54.5(5) . . . . ? C14 C15 Ru N2 138.2(3) . . . . ? C10 C15 Ru N2 -91.6(3) . . . . ? C21 C15 Ru N2 24.1(5) . . . . ? C10 C15 Ru C14 130.2(4) . . . . ? C21 C15 Ru C14 -114.1(6) . . . . ? C14 C15 Ru C12 -65.9(3) . . . . ? C10 C15 Ru C12 64.3(3) . . . . ? C21 C15 Ru C12 -180.0(5) . . . . ? C14 C15 Ru C11 -103.1(3) . . . . ? C10 C15 Ru C11 27.1(3) . . . . ? C21 C15 Ru C11 142.8(5) . . . . ? C14 C15 Ru C13 -29.9(3) . . . . ? C10 C15 Ru C13 100.3(3) . . . . ? C21 C15 Ru C13 -144.0(5) . . . . ? C14 C15 Ru C10 -130.2(4) . . . . ? C21 C15 Ru C10 115.7(6) . . . . ? C14 C15 Ru Cl -132.4(3) . . . . ? C10 C15 Ru Cl -2.1(5) . . . . ? C21 C15 Ru Cl 113.5(5) . . . . ? C13 C12 Ru N1 -48.6(3) . . . . ? C11 C12 Ru N1 -179.7(3) . . . . ? C18 C12 Ru N1 66.0(5) . . . . ? C13 C12 Ru N2 152.4(3) . . . . ? C11 C12 Ru N2 21.3(6) . . . . ? C18 C12 Ru N2 -92.9(5) . . . . ? C13 C12 Ru C14 28.3(3) . . . . ? C11 C12 Ru C14 -102.8(3) . . . . ? C18 C12 Ru C14 143.0(5) . . . . ? C13 C12 Ru C15 65.3(3) . . . . ? C11 C12 Ru C15 -65.8(3) . . . . ? C18 C12 Ru C15 180.0(5) . . . . ? C13 C12 Ru C11 131.1(4) . . . . ? C18 C12 Ru C11 -114.3(6) . . . . ? C11 C12 Ru C13 -131.1(4) . . . . ? C18 C12 Ru C13 114.6(5) . . . . ? C13 C12 Ru C10 102.1(3) . . . . ? C11 C12 Ru C10 -29.0(3) . . . . ? C18 C12 Ru C10 -143.3(5) . . . . ? C13 C12 Ru Cl -136.0(3) . . . . ? C11 C12 Ru Cl 92.9(3) . . . . ? C18 C12 Ru Cl -21.4(4) . . . . ? C10 C11 Ru N1 -130.6(5) . . . . ? C12 C11 Ru N1 0.8(8) . . . . ? C17 C11 Ru N1 113.0(6) . . . . ? C10 C11 Ru N2 58.3(3) . . . . ? C12 C11 Ru N2 -170.3(3) . . . . ? C17 C11 Ru N2 -58.1(5) . . . . ? C10 C11 Ru C14 -65.0(3) . . . . ? C12 C11 Ru C14 66.4(3) . . . . ? C17 C11 Ru C14 178.6(5) . . . . ? C10 C11 Ru C15 -27.9(2) . . . . ? C12 C11 Ru C15 103.5(3) . . . . ? C17 C11 Ru C15 -144.3(5) . . . . ? C10 C11 Ru C12 -131.4(4) . . . . ? C17 C11 Ru C12 112.2(6) . . . . ? C10 C11 Ru C13 -102.1(3) . . . . ? C12 C11 Ru C13 29.3(3) . . . . ? C17 C11 Ru C13 141.5(5) . . . . ? C12 C11 Ru C10 131.4(4) . . . . ? C17 C11 Ru C10 -116.4(6) . . . . ? C10 C11 Ru Cl 140.9(2) . . . . ? C12 C11 Ru Cl -87.6(3) . . . . ? C17 C11 Ru Cl 24.6(4) . . . . ? C12 C13 Ru N1 142.2(3) . . . . ? C14 C13 Ru N1 -83.6(3) . . . . ? C19 C13 Ru N1 30.3(6) . . . . ? C12 C13 Ru N2 -144.1(5) . . . . ? C14 C13 Ru N2 -9.9(6) . . . . ? C19 C13 Ru N2 104.0(7) . . . . ? C12 C13 Ru C14 -134.2(4) . . . . ? C19 C13 Ru C14 113.9(6) . . . . ? C12 C13 Ru C15 -104.4(3) . . . . ? C14 C13 Ru C15 29.8(3) . . . . ? C19 C13 Ru C15 143.7(6) . . . . ? C14 C13 Ru C12 134.2(4) . . . . ? C19 C13 Ru C12 -111.9(6) . . . . ? C12 C13 Ru C11 -30.2(3) . . . . ? C14 C13 Ru C11 104.0(3) . . . . ? C19 C13 Ru C11 -142.1(6) . . . . ? C12 C13 Ru C10 -66.6(3) . . . . ? C14 C13 Ru C10 67.6(3) . . . . ? C19 C13 Ru C10 -178.5(6) . . . . ? C12 C13 Ru Cl 50.2(3) . . . . ? C14 C13 Ru Cl -175.6(2) . . . . ? C19 C13 Ru Cl -61.7(6) . . . . ? C11 C10 Ru N1 153.9(3) . . . . ? C15 C10 Ru N1 19.0(5) . . . . ? C16 C10 Ru N1 -90.6(6) . . . . ? C11 C10 Ru N2 -131.6(3) . . . . ? C15 C10 Ru N2 93.5(3) . . . . ? C16 C10 Ru N2 -16.1(5) . . . . ? C11 C10 Ru C14 104.6(3) . . . . ? C15 C10 Ru C14 -30.3(3) . . . . ? C16 C10 Ru C14 -139.9(5) . . . . ? C11 C10 Ru C15 134.9(4) . . . . ? C16 C10 Ru C15 -109.6(6) . . . . ? C11 C10 Ru C12 30.0(3) . . . . ? C15 C10 Ru C12 -104.9(3) . . . . ? C16 C10 Ru C12 145.6(5) . . . . ? C15 C10 Ru C11 -134.9(4) . . . . ? C16 C10 Ru C11 115.5(6) . . . . ? C11 C10 Ru C13 66.7(3) . . . . ? C15 C10 Ru C13 -68.2(3) . . . . ? C16 C10 Ru C13 -177.8(6) . . . . ? C11 C10 Ru Cl -46.1(3) . . . . ? C15 C10 Ru Cl 179.0(2) . . . . ? C16 C10 Ru Cl 69.5(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C4 H4 Cl 0.93 2.84 3.697(5) 153.6 3 _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.710 _refine_diff_density_min -1.485 _refine_diff_density_rms 0.109