data_twin _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H18 Cl F6 N2 P Ru' _chemical_formula_weight 459.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ru' 'Ru' -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7112(14) _cell_length_b 9.7230(18) _cell_length_c 11.428(2) _cell_angle_alpha 105.627(3) _cell_angle_beta 102.434(3) _cell_angle_gamma 98.068(3) _cell_volume 787.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3933 _cell_measurement_theta_min 2 _cell_measurement_theta_max 29 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.938 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 1.324 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.628 _exptl_absorpt_correction_T_max 0.861 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6929 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0542 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 28.77 _reflns_number_total 6929 _reflns_number_gt 6250 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0712P)^2^+0.8139P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6929 _refine_ls_number_parameters 239 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0577 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1346 _refine_ls_wR_factor_gt 0.1306 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.15826(4) -0.15681(3) 0.27682(3) 0.01505(10) Uani 1 1 d . . . Cl1 Cl 0.23780(14) 0.04869(11) 0.46613(9) 0.0242(2) Uani 1 1 d . . . N2 N 0.3585(5) -0.2393(4) 0.3786(3) 0.0227(8) Uani 1 1 d . . . H2A H 0.3833 -0.3182 0.3244 0.027 Uiso 1 1 calc R . . H2B H 0.4637 -0.1686 0.4135 0.027 Uiso 1 1 calc R . . C22 C 0.2983(7) -0.2849(6) 0.4805(5) 0.0337(12) Uani 1 1 d . . . H22A H 0.3695 -0.3542 0.5058 0.040 Uiso 1 1 calc R . . H22B H 0.3171 -0.1987 0.5553 0.040 Uiso 1 1 calc R . . C21 C 0.1028(7) -0.3556(6) 0.4311(5) 0.0344(12) Uani 1 1 d . . . H21A H 0.0538 -0.3743 0.4999 0.041 Uiso 1 1 calc R . . H21B H 0.0864 -0.4502 0.3653 0.041 Uiso 1 1 calc R . . N1 N 0.0045(5) -0.2561(4) 0.3766(3) 0.0221(7) Uani 1 1 d . . . H1A H -0.0166 -0.1849 0.4403 0.026 Uiso 1 1 calc R . . H1B H -0.1061 -0.3083 0.3229 0.026 Uiso 1 1 calc R . . C1 C -0.0466(7) -0.2693(5) 0.1020(4) 0.0284(11) Uani 1 1 d . . . H1 H -0.1508 -0.3434 0.0862 0.034 Uiso 1 1 calc R . . C2 C -0.0592(7) -0.1212(5) 0.1352(4) 0.0258(9) Uani 1 1 d . . . C3 C -0.2165(7) -0.0544(6) 0.1553(5) 0.0396(12) Uani 1 1 d . . . H3A H -0.2867 -0.1042 0.2008 0.048 Uiso 1 1 calc R . . H3B H -0.2983 -0.0587 0.0742 0.048 Uiso 1 1 calc R . . C4 C -0.1281(8) 0.1029(6) 0.2346(5) 0.0436(14) Uani 1 1 d . . . H4A H -0.1086 0.1140 0.3255 0.052 Uiso 1 1 calc R . . H4B H -0.2055 0.1702 0.2130 0.052 Uiso 1 1 calc R . . C5 C 0.0538(8) 0.1352(5) 0.2034(5) 0.0386(13) Uani 1 1 d . . . H5A H 0.0422 0.1807 0.1351 0.046 Uiso 1 1 calc R . . H5B H 0.1485 0.2006 0.2785 0.046 Uiso 1 1 calc R . . C6 C 0.0973(7) -0.0124(5) 0.1619(4) 0.0245(10) Uani 1 1 d . . . C7 C 0.2665(7) -0.0492(5) 0.1546(4) 0.0292(10) Uani 1 1 d . . . H7 H 0.3722 0.0248 0.1744 0.035 Uiso 1 1 calc R . . C8 C 0.2749(7) -0.1961(5) 0.1179(4) 0.0283(10) Uani 1 1 d . . . H8 H 0.3868 -0.2224 0.1100 0.034 Uiso 1 1 calc R . . C9 C 0.1190(7) -0.3071(5) 0.0921(4) 0.0290(11) Uani 1 1 d . . . H9 H 0.1272 -0.4069 0.0682 0.035 Uiso 1 1 calc R . . P1 P 0.55045(16) -0.56241(11) 0.20398(11) 0.0223(2) Uani 1 1 d . . . F1 F 0.5905(5) -0.3944(3) 0.2087(3) 0.0521(9) Uani 1 1 d D A . F2 F 0.5107(5) -0.7261(3) 0.2015(4) 0.0580(10) Uani 1 1 d D A . F3 F 0.3507(8) -0.5474(6) 0.2125(9) 0.056(3) Uani 0.603(14) 1 d PD A 1 F4 F 0.7475(8) -0.5701(6) 0.1864(9) 0.050(3) Uani 0.603(14) 1 d PD A 1 F5 F 0.4752(10) -0.6246(6) 0.0542(5) 0.049(2) Uani 0.603(14) 1 d PD A 1 F6 F 0.6283(13) -0.4956(7) 0.3489(5) 0.057(3) Uani 0.603(14) 1 d PD A 1 F3' F 0.452(2) -0.5348(10) 0.3164(12) 0.067(6) Uani 0.397(14) 1 d PD A 2 F4' F 0.657(2) -0.5867(11) 0.1025(13) 0.079(7) Uani 0.397(14) 1 d PD A 2 F5' F 0.3723(15) -0.5733(11) 0.1080(14) 0.082(7) Uani 0.397(14) 1 d PD A 2 F6' F 0.7337(13) -0.5510(10) 0.3055(13) 0.069(6) Uani 0.397(14) 1 d PD A 2 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 0.01296(18) 0.01331(16) 0.01603(16) 0.00111(11) 0.00313(12) 0.00154(12) Cl1 0.0192(5) 0.0198(5) 0.0251(5) -0.0039(4) 0.0037(4) 0.0022(4) N2 0.0211(19) 0.0189(17) 0.0209(18) -0.0027(14) 0.0007(15) 0.0066(15) C22 0.041(3) 0.037(3) 0.027(3) 0.016(2) 0.006(2) 0.015(2) C21 0.041(3) 0.032(3) 0.033(3) 0.014(2) 0.014(2) 0.006(2) N1 0.0199(19) 0.0200(17) 0.0223(18) 0.0023(14) 0.0059(16) -0.0003(16) C1 0.027(2) 0.031(2) 0.017(2) 0.0051(18) -0.0056(18) -0.005(2) C2 0.025(2) 0.035(2) 0.019(2) 0.0083(18) 0.0059(19) 0.010(2) C3 0.031(3) 0.056(3) 0.037(3) 0.019(3) 0.007(2) 0.019(3) C4 0.051(4) 0.053(3) 0.037(3) 0.015(3) 0.014(3) 0.037(3) C5 0.057(4) 0.029(3) 0.034(3) 0.014(2) 0.011(3) 0.015(2) C6 0.035(3) 0.023(2) 0.019(2) 0.0101(17) 0.0085(19) 0.0065(19) C7 0.032(3) 0.028(2) 0.025(2) 0.0069(19) 0.011(2) -0.001(2) C8 0.025(2) 0.041(3) 0.021(2) 0.0047(19) 0.0132(19) 0.012(2) C9 0.043(3) 0.019(2) 0.019(2) -0.0031(17) 0.007(2) 0.005(2) P1 0.0208(6) 0.0171(5) 0.0265(6) 0.0047(4) 0.0035(5) 0.0044(5) F1 0.047(2) 0.0243(15) 0.095(3) 0.0223(16) 0.033(2) 0.0115(15) F2 0.054(2) 0.0241(15) 0.103(3) 0.0260(17) 0.026(2) 0.0078(16) F3 0.028(3) 0.026(3) 0.111(9) -0.002(4) 0.039(4) 0.005(2) F4 0.027(3) 0.033(3) 0.084(7) 0.008(4) 0.021(4) 0.003(2) F5 0.050(5) 0.050(3) 0.031(3) -0.002(2) 0.000(3) 0.007(3) F6 0.087(8) 0.048(4) 0.023(3) 0.012(2) -0.001(3) -0.004(4) F3' 0.111(14) 0.042(6) 0.085(10) 0.029(6) 0.078(11) 0.039(8) F4' 0.136(19) 0.054(6) 0.078(10) 0.014(7) 0.087(12) 0.040(9) F5' 0.036(7) 0.070(8) 0.106(13) 0.032(9) -0.042(8) -0.012(6) F6' 0.034(6) 0.048(6) 0.108(12) 0.043(7) -0.032(7) -0.002(5) _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 2.111(3) . ? Ru1 N1 2.119(3) . ? Ru1 C9 2.150(4) . ? Ru1 C1 2.159(4) . ? Ru1 C8 2.163(4) . ? Ru1 C7 2.188(4) . ? Ru1 C6 2.198(4) . ? Ru1 C2 2.201(4) . ? Ru1 Cl1 2.4094(11) . ? N2 C22 1.490(6) . ? C22 C21 1.483(7) . ? C21 N1 1.492(6) . ? C1 C9 1.396(7) . ? C1 C2 1.409(6) . ? C2 C6 1.407(6) . ? C2 C3 1.486(7) . ? C3 C4 1.523(7) . ? C4 C5 1.532(8) . ? C5 C6 1.494(6) . ? C6 C7 1.414(7) . ? C7 C8 1.391(6) . ? C8 C9 1.417(7) . ? P1 F5' 1.533(8) . ? P1 F4' 1.546(9) . ? P1 F6 1.552(5) . ? P1 F2 1.570(3) . ? P1 F4 1.584(6) . ? P1 F3 1.589(5) . ? P1 F6' 1.592(8) . ? P1 F5 1.597(5) . ? P1 F1 1.603(3) . ? P1 F3' 1.607(8) . ? 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 79.53(13) . . ? N2 Ru1 C9 98.75(16) . . ? N1 Ru1 C9 109.06(16) . . ? N2 Ru1 C1 128.80(16) . . ? N1 Ru1 C1 90.66(16) . . ? C9 Ru1 C1 37.81(19) . . ? N2 Ru1 C8 91.63(16) . . ? N1 Ru1 C8 144.89(16) . . ? C9 Ru1 C8 38.36(18) . . ? C1 Ru1 C8 68.54(18) . . ? N2 Ru1 C7 111.38(17) . . ? N1 Ru1 C7 168.96(16) . . ? C9 Ru1 C7 68.59(18) . . ? C1 Ru1 C7 81.17(18) . . ? C8 Ru1 C7 37.28(17) . . ? N2 Ru1 C6 147.36(17) . . ? N1 Ru1 C6 132.01(16) . . ? C9 Ru1 C6 80.14(17) . . ? C1 Ru1 C6 67.82(17) . . ? C8 Ru1 C6 67.15(17) . . ? C7 Ru1 C6 37.62(19) . . ? N2 Ru1 C2 166.17(15) . . ? N1 Ru1 C2 100.97(16) . . ? C9 Ru1 C2 67.89(18) . . ? C1 Ru1 C2 37.69(17) . . ? C8 Ru1 C2 80.01(17) . . ? C7 Ru1 C2 68.05(18) . . ? C6 Ru1 C2 37.30(17) . . ? N2 Ru1 Cl1 84.74(9) . . ? N1 Ru1 Cl1 83.50(10) . . ? C9 Ru1 Cl1 167.35(13) . . ? C1 Ru1 Cl1 144.35(14) . . ? C8 Ru1 Cl1 129.84(13) . . ? C7 Ru1 Cl1 98.79(12) . . ? C6 Ru1 Cl1 90.34(12) . . ? C2 Ru1 Cl1 109.08(12) . . ? C22 N2 Ru1 111.6(3) . . ? C21 C22 N2 107.8(4) . . ? C22 C21 N1 108.4(4) . . ? C21 N1 Ru1 110.7(3) . . ? C9 C1 C2 120.0(4) . . ? C9 C1 Ru1 70.7(3) . . ? C2 C1 Ru1 72.8(3) . . ? C6 C2 C1 119.4(4) . . ? C6 C2 C3 110.6(4) . . ? C1 C2 C3 129.9(5) . . ? C6 C2 Ru1 71.2(3) . . ? C1 C2 Ru1 69.5(2) . . ? C3 C2 Ru1 128.2(3) . . ? C2 C3 C4 103.3(4) . . ? C3 C4 C5 105.7(4) . . ? C6 C5 C4 103.3(4) . . ? C2 C6 C7 121.1(4) . . ? C2 C6 C5 109.8(4) . . ? C7 C6 C5 129.1(4) . . ? C2 C6 Ru1 71.5(2) . . ? C7 C6 Ru1 70.8(3) . . ? C5 C6 Ru1 127.3(3) . . ? C8 C7 C6 118.6(4) . . ? C8 C7 Ru1 70.4(3) . . ? C6 C7 Ru1 71.6(3) . . ? C7 C8 C9 121.0(4) . . ? C7 C8 Ru1 72.3(3) . . ? C9 C8 Ru1 70.3(3) . . ? C1 C9 C8 119.8(4) . . ? C1 C9 Ru1 71.5(3) . . ? C8 C9 Ru1 71.3(2) . . ? F5' P1 F4' 92.8(9) . . ? F5' P1 F6 135.8(7) . . ? F4' P1 F6 127.8(7) . . ? F5' P1 F2 95.8(4) . . ? F4' P1 F2 95.7(4) . . ? F6 P1 F2 96.5(3) . . ? F5' P1 F4 130.6(7) . . ? F4' P1 F4 37.8(6) . . ? F6 P1 F4 91.1(4) . . ? F2 P1 F4 92.2(3) . . ? F5' P1 F3 45.4(6) . . ? F4' P1 F3 138.1(8) . . ? F6 P1 F3 92.0(5) . . ? F2 P1 F3 91.4(3) . . ? F4 P1 F3 174.9(4) . . ? F5' P1 F6' 179.0(9) . . ? F4' P1 F6' 88.2(8) . . ? F6 P1 F6' 43.3(5) . . ? F2 P1 F6' 84.0(3) . . ? F4 P1 F6' 50.4(5) . . ? F3 P1 F6' 133.6(7) . . ? F5' P1 F5 44.6(6) . . ? F4' P1 F5 50.7(7) . . ? F6 P1 F5 177.4(3) . . ? F2 P1 F5 85.9(3) . . ? F4 P1 F5 87.8(4) . . ? F3 P1 F5 88.9(4) . . ? F6' P1 F5 136.3(6) . . ? F5' P1 F1 84.5(4) . . ? F4' P1 F1 85.2(4) . . ? F6 P1 F1 82.7(3) . . ? F2 P1 F1 179.1(2) . . ? F4 P1 F1 88.3(2) . . ? F3 P1 F1 88.2(2) . . ? F6' P1 F1 95.7(3) . . ? F5 P1 F1 94.9(2) . . ? F5' P1 F3' 91.0(8) . . ? F4' P1 F3' 176.2(9) . . ? F6 P1 F3' 48.5(6) . . ? F2 P1 F3' 84.5(3) . . ? F4 P1 F3' 138.4(6) . . ? F3 P1 F3' 45.6(5) . . ? F6' P1 F3' 88.1(7) . . ? F5 P1 F3' 133.0(6) . . ? F1 P1 F3' 94.7(3) . . ? _diffrn_measured_fraction_theta_max 0.889 _diffrn_reflns_theta_full 28.77 _diffrn_measured_fraction_theta_full 0.889 _refine_diff_density_max 1.322 _refine_diff_density_min -1.481 _refine_diff_density_rms 0.207