# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H13 I N4 O2 Ru' _chemical_formula_weight 521.27 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' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.5225(6) _cell_length_b 13.9073(8) _cell_length_c 12.1959(7) _cell_angle_alpha 90.00 _cell_angle_beta 92.3560(10) _cell_angle_gamma 90.00 _cell_volume 1783.23(18) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5094 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 25.53 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.942 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 2.626 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4353 _exptl_absorpt_correction_T_max 0.5598 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20585 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0243 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 26.42 _reflns_number_total 3665 _reflns_number_gt 2917 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; We restrict C-O triple bond lengths by using DFIX. 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^)+(0.0593P)^2^+1.1049P] 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 3665 _refine_ls_number_parameters 219 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0474 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.1087 _refine_ls_wR_factor_gt 0.1008 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.188 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1056(4) 0.1641(3) 0.1676(4) 0.0469(11) Uani 1 1 d . . . C2 C 0.1160(4) 0.0673(3) 0.1445(5) 0.0495(12) Uani 1 1 d . . . C3 C 0.0933(5) -0.0017(4) 0.2223(5) 0.0616(16) Uani 1 1 d . . . H3 H 0.1001 -0.0668 0.2065 0.074 Uiso 1 1 calc R . . C4 C 0.0600(5) 0.0299(4) 0.3249(5) 0.0637(15) Uani 1 1 d . . . H4 H 0.0423 -0.0159 0.3777 0.076 Uiso 1 1 calc R . . C5 C 0.0516(5) 0.1271(4) 0.3531(5) 0.0591(14) Uani 1 1 d . . . H5 H 0.0304 0.1466 0.4229 0.071 Uiso 1 1 calc R . . C6 C 0.0766(4) 0.1930(3) 0.2711(4) 0.0482(12) Uani 1 1 d . . . C7 C 0.1057(4) 0.3471(3) 0.1885(4) 0.0459(11) Uani 1 1 d . . . C8 C 0.0545(5) 0.3560(4) 0.3673(5) 0.0574(13) Uani 1 1 d . . . H8 H 0.0355 0.3380 0.4382 0.069 Uiso 1 1 calc R . . C9 C 0.0653(5) 0.4461(4) 0.3286(5) 0.0601(14) Uani 1 1 d . . . H9 H 0.0541 0.5026 0.3678 0.072 Uiso 1 1 calc R . . C10 C 0.1107(5) 0.5221(4) 0.1490(5) 0.0600(14) Uani 1 1 d . . . H10A H 0.1800 0.5110 0.1018 0.090 Uiso 1 1 calc R . . H10B H 0.1281 0.5782 0.1929 0.090 Uiso 1 1 calc R . . H10C H 0.0337 0.5317 0.1053 0.090 Uiso 1 1 calc R . . C11 C 0.1717(5) 0.1321(4) -0.0300(5) 0.0514(12) Uani 1 1 d . . . C12 C 0.1804(5) -0.0303(4) -0.0215(6) 0.0677(16) Uani 1 1 d . . . H12 H 0.1762 -0.0929 0.0048 0.081 Uiso 1 1 calc R . . C13 C 0.2132(6) -0.0031(5) -0.1214(6) 0.0705(17) Uani 1 1 d . . . H13 H 0.2367 -0.0436 -0.1777 0.085 Uiso 1 1 calc R . . C14 C 0.2298(6) 0.1540(5) -0.2230(5) 0.0802(19) Uani 1 1 d . . . H14A H 0.1502 0.1737 -0.2572 0.120 Uiso 1 1 calc R . . H14B H 0.2765 0.1169 -0.2740 0.120 Uiso 1 1 calc R . . H14C H 0.2783 0.2099 -0.2013 0.120 Uiso 1 1 calc R . . C15 C 0.1970(5) 0.3593(5) -0.0548(5) 0.0625(15) Uani 1 1 d . . . C16 C -0.0339(7) 0.2721(4) 0.0063(5) 0.0589(15) Uani 1 1 d D . . I1 I 0.39290(3) 0.24796(2) 0.12955(3) 0.05081(15) Uani 1 1 d . . . N1 N 0.0776(4) 0.2953(3) 0.2797(3) 0.0469(9) Uani 1 1 d . . . N2 N 0.0959(4) 0.4389(3) 0.2206(4) 0.0506(10) Uani 1 1 d . . . N3 N 0.1539(4) 0.0524(3) 0.0346(4) 0.0525(10) Uani 1 1 d . . . N4 N 0.2060(4) 0.0956(4) -0.1261(4) 0.0582(11) Uani 1 1 d . . . O1 O 0.2264(5) 0.4159(4) -0.1154(4) 0.0983(17) Uani 1 1 d . . . O2 O -0.1275(5) 0.2759(3) -0.0137(5) 0.0857(16) Uani 1 1 d D . . Ru1 Ru 0.14362(4) 0.26375(3) 0.05016(4) 0.04441(15) 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 0.044(3) 0.036(2) 0.060(3) 0.006(2) 0.005(2) -0.0008(19) C2 0.041(2) 0.042(2) 0.066(4) 0.002(2) -0.001(2) -0.0029(19) C3 0.049(3) 0.035(2) 0.100(5) 0.014(3) -0.003(3) -0.002(2) C4 0.060(3) 0.052(3) 0.080(4) 0.026(3) 0.014(3) -0.002(3) C5 0.058(3) 0.059(3) 0.062(4) 0.015(3) 0.019(3) 0.000(3) C6 0.047(3) 0.038(2) 0.060(3) 0.010(2) 0.011(2) 0.0028(19) C7 0.043(3) 0.040(2) 0.055(3) 0.008(2) 0.008(2) 0.0023(19) C8 0.058(3) 0.065(3) 0.050(3) -0.005(3) 0.014(3) 0.006(3) C9 0.067(3) 0.050(3) 0.064(4) -0.011(3) 0.007(3) 0.005(3) C10 0.063(3) 0.040(3) 0.077(4) 0.008(3) -0.004(3) 0.002(2) C11 0.043(3) 0.055(3) 0.056(3) -0.005(2) -0.008(2) -0.003(2) C12 0.059(3) 0.051(3) 0.091(5) -0.018(3) -0.014(3) 0.000(2) C13 0.065(4) 0.071(4) 0.073(4) -0.025(3) -0.016(3) 0.004(3) C14 0.078(4) 0.111(6) 0.052(4) -0.007(4) -0.001(3) 0.006(4) C15 0.056(3) 0.071(4) 0.061(4) 0.016(3) 0.007(3) 0.005(3) C16 0.094(5) 0.031(2) 0.051(3) 0.010(2) -0.006(3) -0.009(3) I1 0.0515(2) 0.0473(2) 0.0539(3) -0.00265(13) 0.00647(17) -0.00143(12) N1 0.050(2) 0.040(2) 0.052(3) 0.0028(19) 0.0169(19) 0.0007(17) N2 0.046(2) 0.039(2) 0.067(3) 0.000(2) 0.002(2) 0.0018(17) N3 0.050(2) 0.043(2) 0.064(3) -0.005(2) -0.002(2) -0.0012(17) N4 0.056(3) 0.066(3) 0.052(3) -0.013(2) -0.005(2) 0.001(2) O1 0.091(3) 0.108(4) 0.098(4) 0.063(3) 0.025(3) 0.002(3) O2 0.085(3) 0.054(3) 0.120(5) 0.027(3) 0.016(3) 0.007(2) Ru1 0.0480(3) 0.0410(2) 0.0446(3) 0.00641(16) 0.00573(18) 0.00144(15) _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 C6 1.371(7) . ? C1 C2 1.381(6) . ? C1 Ru1 2.044(5) . ? C2 C3 1.377(7) . ? C2 N3 1.429(7) . ? C3 C4 1.385(8) . ? C3 H3 0.9300 . ? C4 C5 1.399(8) . ? C4 H4 0.9300 . ? C5 C6 1.389(7) . ? C5 H5 0.9300 . ? C6 N1 1.427(6) . ? C7 N2 1.341(6) . ? C7 N1 1.368(6) . ? C7 Ru1 2.098(5) . ? C8 C9 1.344(8) . ? C8 N1 1.390(7) . ? C8 H8 0.9300 . ? C9 N2 1.373(7) . ? C9 H9 0.9300 . ? C10 N2 1.461(6) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 N4 1.340(7) . ? C11 N3 1.378(7) . ? C11 Ru1 2.102(5) . ? C12 C13 1.334(9) . ? C12 N3 1.373(7) . ? C12 H12 0.9300 . ? C13 N4 1.375(8) . ? C13 H13 0.9300 . ? C14 N4 1.464(8) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 O1 1.131(7) . ? C15 Ru1 1.944(6) . ? C16 O2 1.006(7) . ? C16 Ru1 1.926(8) . ? I1 Ru1 2.7671(6) . ? 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 C6 C1 C2 119.7(5) . . ? C6 C1 Ru1 120.3(3) . . ? C2 C1 Ru1 119.9(4) . . ? C3 C2 C1 121.4(5) . . ? C3 C2 N3 127.4(5) . . ? C1 C2 N3 111.1(4) . . ? C2 C3 C4 117.3(5) . . ? C2 C3 H3 121.3 . . ? C4 C3 H3 121.3 . . ? C3 C4 C5 123.3(5) . . ? C3 C4 H4 118.3 . . ? C5 C4 H4 118.3 . . ? C6 C5 C4 116.4(5) . . ? C6 C5 H5 121.8 . . ? C4 C5 H5 121.8 . . ? C1 C6 C5 121.8(5) . . ? C1 C6 N1 111.0(4) . . ? C5 C6 N1 127.2(5) . . ? N2 C7 N1 104.0(4) . . ? N2 C7 Ru1 141.3(4) . . ? N1 C7 Ru1 114.7(3) . . ? C9 C8 N1 106.0(5) . . ? C9 C8 H8 127.0 . . ? N1 C8 H8 127.0 . . ? C8 C9 N2 107.2(5) . . ? C8 C9 H9 126.4 . . ? N2 C9 H9 126.4 . . ? N2 C10 H10A 109.5 . . ? N2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N4 C11 N3 104.1(5) . . ? N4 C11 Ru1 141.7(4) . . ? N3 C11 Ru1 114.2(4) . . ? C13 C12 N3 106.4(6) . . ? C13 C12 H12 126.8 . . ? N3 C12 H12 126.8 . . ? C12 C13 N4 107.8(6) . . ? C12 C13 H13 126.1 . . ? N4 C13 H13 126.1 . . ? N4 C14 H14A 109.5 . . ? N4 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N4 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O1 C15 Ru1 178.9(6) . . ? O2 C16 Ru1 177.8(7) . . ? C7 N1 C8 110.8(4) . . ? C7 N1 C6 117.8(4) . . ? C8 N1 C6 131.4(4) . . ? C7 N2 C9 111.9(4) . . ? C7 N2 C10 124.6(5) . . ? C9 N2 C10 123.4(4) . . ? C12 N3 C11 110.7(5) . . ? C12 N3 C2 131.3(5) . . ? C11 N3 C2 118.0(4) . . ? C11 N4 C13 111.0(6) . . ? C11 N4 C14 123.8(5) . . ? C13 N4 C14 125.2(6) . . ? C16 Ru1 C15 94.5(2) . . ? C16 Ru1 C1 91.1(2) . . ? C15 Ru1 C1 174.2(2) . . ? C16 Ru1 C7 88.6(2) . . ? C15 Ru1 C7 102.8(2) . . ? C1 Ru1 C7 76.2(2) . . ? C16 Ru1 C11 94.4(2) . . ? C15 Ru1 C11 103.8(3) . . ? C1 Ru1 C11 76.8(2) . . ? C7 Ru1 C11 152.9(2) . . ? C16 Ru1 I1 175.50(18) . . ? C15 Ru1 I1 89.40(17) . . ? C1 Ru1 I1 84.91(13) . . ? C7 Ru1 I1 88.35(12) . . ? C11 Ru1 I1 86.80(13) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.077 _refine_diff_density_min -0.952 _refine_diff_density_rms 0.103 _database_code_depnum_ccdc_archive 'CCDC 919550' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H25 Br N4 O2 Ru' _chemical_formula_weight 558.44 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' Br Br -0.2901 2.4595 '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 Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.5343(7) _cell_length_b 16.3150(8) _cell_length_c 20.3240(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4487.8(4) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9581 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 29.20 _exptl_crystal_description slice _exptl_crystal_colour colourless _exptl_crystal_size_max 0.334 _exptl_crystal_size_mid 0.325 _exptl_crystal_size_min 0.305 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.653 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 2.505 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4742 _exptl_absorpt_correction_T_max 0.7700 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 38935 _diffrn_reflns_av_R_equivalents 0.0450 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 30.33 _reflns_number_total 6662 _reflns_number_gt 5042 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0534P)^2^+8.1754P] 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 6662 _refine_ls_number_parameters 261 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0607 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1171 _refine_ls_wR_factor_gt 0.1071 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 0.717397(18) 0.188708(15) 0.615820(12) 0.02480(8) Uani 1 1 d . . . Br1 Br 0.74026(3) 0.12681(2) 0.499265(18) 0.03489(10) Uani 1 1 d . . . C2 C 0.7917(2) 0.3469(2) 0.55955(16) 0.0282(6) Uani 1 1 d . . . C1 C 0.8202(2) 0.2749(2) 0.58985(16) 0.0269(6) Uani 1 1 d . . . C7 C 0.8537(3) 0.1342(2) 0.64051(16) 0.0287(6) Uani 1 1 d . . . C6 C 0.9195(2) 0.2600(2) 0.59904(16) 0.0290(7) Uani 1 1 d . . . C10 C 0.6328(2) 0.2838(2) 0.57421(16) 0.0279(6) Uani 1 1 d . . . C3 C 0.8597(3) 0.4061(2) 0.54088(18) 0.0349(7) Uani 1 1 d . . . H3 H 0.8396 0.4554 0.5222 0.042 Uiso 1 1 calc R . . C4 C 0.9592(3) 0.3888(2) 0.55124(19) 0.0374(8) Uani 1 1 d . . . H4 H 1.0061 0.4275 0.5387 0.045 Uiso 1 1 calc R . . C5 C 0.9910(3) 0.3162(2) 0.57949(19) 0.0365(8) Uani 1 1 d . . . H5 H 1.0579 0.3053 0.5852 0.044 Uiso 1 1 calc R . . C9 C 0.9937(3) 0.0688(3) 0.6700(2) 0.0432(9) Uani 1 1 d . . . H9 H 1.0356 0.0286 0.6865 0.052 Uiso 1 1 calc R . . N4 N 0.5388(2) 0.30369(17) 0.56118(14) 0.0300(6) Uani 1 1 d . . . N2 N 0.9354(2) 0.18194(18) 0.62822(14) 0.0303(6) Uani 1 1 d . . . N3 N 0.6866(2) 0.34981(17) 0.55188(14) 0.0282(6) Uani 1 1 d . . . N1 N 0.8914(2) 0.06445(18) 0.66621(14) 0.0316(6) Uani 1 1 d . . . C22 C 0.6184(3) 0.1048(2) 0.63455(18) 0.0335(7) Uani 1 1 d . . . C21 C 0.6994(2) 0.2347(2) 0.7017(2) 0.0332(8) Uani 1 1 d . . . O2 O 0.5599(2) 0.05796(19) 0.64716(19) 0.0610(9) Uani 1 1 d . . . O1 O 0.6874(2) 0.25812(19) 0.74854(17) 0.0517(7) Uani 1 1 d . . . C12 C 0.5330(3) 0.3802(2) 0.53102(18) 0.0360(8) Uani 1 1 d . . . H12 H 0.4756 0.4065 0.5174 0.043 Uiso 1 1 calc R . . C11 C 0.6256(3) 0.4091(2) 0.52525(18) 0.0356(8) Uani 1 1 d . . . H11 H 0.6448 0.4589 0.5070 0.043 Uiso 1 1 calc R . . C8 C 1.0210(3) 0.1424(3) 0.6454(2) 0.0404(9) Uani 1 1 d . . . H8 H 1.0851 0.1622 0.6411 0.049 Uiso 1 1 calc R . . C13 C 0.4521(3) 0.2559(2) 0.58148(19) 0.0370(8) Uani 1 1 d . . . H13A H 0.4643 0.1982 0.5732 0.044 Uiso 1 1 calc R . . H13B H 0.3955 0.2723 0.5553 0.044 Uiso 1 1 calc R . . C17 C 0.8341(3) -0.0059(2) 0.68945(19) 0.0377(8) Uani 1 1 d . . . H17A H 0.8616 -0.0558 0.6710 0.045 Uiso 1 1 calc R . . H17B H 0.7665 -0.0009 0.6741 0.045 Uiso 1 1 calc R . . C18 C 0.8345(4) -0.0118(3) 0.7645(2) 0.0553(8) Uani 1 1 d . . . H18A H 0.8003 -0.0614 0.7777 0.066 Uiso 1 1 calc R . . H18B H 0.9023 -0.0160 0.7797 0.066 Uiso 1 1 calc R . . C19 C 0.7865(4) 0.0602(4) 0.7969(3) 0.0666(10) Uani 1 1 d . . . H19A H 0.7188 0.0645 0.7817 0.080 Uiso 1 1 calc R . . H19B H 0.8209 0.1098 0.7839 0.080 Uiso 1 1 calc R . . C14 C 0.4291(4) 0.2677(3) 0.6522(2) 0.0553(8) Uani 1 1 d . . . H14A H 0.3701 0.2363 0.6620 0.066 Uiso 1 1 calc R . . H14B H 0.4827 0.2439 0.6774 0.066 Uiso 1 1 calc R . . C16 C 0.4138(4) 0.3630(3) 0.7504(2) 0.0590(12) Uani 1 1 d . . . H16A H 0.3633 0.3301 0.7704 0.089 Uiso 1 1 calc R . . H16B H 0.4009 0.4199 0.7590 0.089 Uiso 1 1 calc R . . H16C H 0.4770 0.3484 0.7683 0.089 Uiso 1 1 calc R . . C20 C 0.7867(4) 0.0541(4) 0.8720(2) 0.0626(13) Uani 1 1 d . . . H20A H 0.7434 0.0106 0.8855 0.094 Uiso 1 1 calc R . . H20B H 0.7644 0.1050 0.8904 0.094 Uiso 1 1 calc R . . H20C H 0.8526 0.0428 0.8871 0.094 Uiso 1 1 calc R . . C15 C 0.4141(5) 0.3480(3) 0.6753(3) 0.0666(10) Uani 1 1 d . . . H15A H 0.3514 0.3670 0.6580 0.080 Uiso 1 1 calc R . . H15B H 0.4651 0.3824 0.6562 0.080 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.02133(13) 0.02360(12) 0.02947(13) 0.00226(10) 0.00083(9) -0.00024(9) Br1 0.03440(19) 0.03460(19) 0.03568(19) -0.00318(14) 0.00134(14) -0.00199(14) C2 0.0277(16) 0.0264(15) 0.0306(16) -0.0027(13) 0.0018(13) -0.0001(12) C1 0.0236(15) 0.0279(15) 0.0291(15) -0.0012(12) 0.0018(12) -0.0031(12) C7 0.0279(16) 0.0312(16) 0.0269(15) 0.0012(12) 0.0002(13) 0.0001(13) C6 0.0275(15) 0.0309(16) 0.0286(15) -0.0005(13) 0.0015(12) -0.0026(13) C10 0.0279(16) 0.0265(14) 0.0293(15) -0.0005(12) -0.0012(13) 0.0018(12) C3 0.041(2) 0.0295(16) 0.0339(17) 0.0018(14) 0.0044(15) -0.0037(15) C4 0.0349(19) 0.0357(18) 0.042(2) 0.0016(16) 0.0074(16) -0.0117(15) C5 0.0257(16) 0.043(2) 0.0408(19) -0.0013(16) 0.0028(14) -0.0073(15) C9 0.0314(18) 0.044(2) 0.054(2) 0.0076(19) -0.0036(17) 0.0102(16) N4 0.0278(14) 0.0317(14) 0.0304(14) 0.0008(11) -0.0021(11) 0.0034(11) N2 0.0239(13) 0.0357(15) 0.0315(14) 0.0023(12) 0.0001(11) 0.0013(11) N3 0.0290(14) 0.0260(13) 0.0297(14) 0.0024(11) 0.0010(11) 0.0020(11) N1 0.0297(14) 0.0315(14) 0.0337(15) 0.0021(12) -0.0011(12) 0.0042(12) C22 0.0325(18) 0.0281(16) 0.0399(18) 0.0001(14) 0.0016(15) 0.0006(13) C21 0.0198(15) 0.0386(19) 0.041(2) 0.0157(16) -0.0031(14) -0.0042(13) O2 0.0463(17) 0.0489(18) 0.088(3) 0.0043(17) 0.0158(17) -0.0179(15) O1 0.0447(17) 0.0518(18) 0.0586(19) -0.0086(16) -0.0003(14) -0.0027(14) C12 0.0342(18) 0.0371(19) 0.0366(18) 0.0066(15) -0.0032(15) 0.0082(15) C11 0.041(2) 0.0290(16) 0.0366(18) 0.0066(14) -0.0015(15) 0.0081(14) C8 0.0246(17) 0.048(2) 0.049(2) 0.0039(18) -0.0021(15) 0.0063(15) C13 0.0271(16) 0.0376(19) 0.046(2) -0.0031(16) -0.0036(15) -0.0011(14) C17 0.042(2) 0.0257(16) 0.046(2) 0.0016(15) -0.0027(16) 0.0029(14) C18 0.0549(19) 0.0542(19) 0.0566(19) 0.0048(15) 0.0082(15) -0.0132(15) C19 0.072(2) 0.066(2) 0.062(2) 0.0009(18) 0.0177(19) -0.0028(19) C14 0.0549(19) 0.0542(19) 0.0566(19) 0.0048(15) 0.0082(15) -0.0132(15) C16 0.062(3) 0.067(3) 0.047(2) 0.000(2) 0.005(2) -0.020(2) C20 0.066(3) 0.083(4) 0.039(2) 0.007(2) 0.007(2) 0.001(3) C15 0.072(2) 0.066(2) 0.062(2) 0.0009(18) 0.0177(19) -0.0028(19) _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 C21 1.915(4) . ? Ru1 C22 1.953(4) . ? Ru1 C1 2.047(3) . ? Ru1 C10 2.106(3) . ? Ru1 C7 2.108(3) . ? Ru1 Br1 2.5936(5) . ? C2 C1 1.382(5) . ? C2 C3 1.387(5) . ? C2 N3 1.432(4) . ? C1 C6 1.379(5) . ? C7 N1 1.352(4) . ? C7 N2 1.375(4) . ? C6 C5 1.390(5) . ? C6 N2 1.421(4) . ? C10 N4 1.339(4) . ? C10 N3 1.376(4) . ? C3 C4 1.392(6) . ? C3 H3 0.9300 . ? C4 C5 1.386(5) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C9 C8 1.351(6) . ? C9 N1 1.388(5) . ? C9 H9 0.9300 . ? N4 C12 1.393(4) . ? N4 C13 1.468(5) . ? N2 C8 1.372(4) . ? N3 C11 1.382(4) . ? N1 C17 1.464(5) . ? C22 O2 1.130(4) . ? C21 O1 1.039(5) . ? C12 C11 1.344(6) . ? C12 H12 0.9300 . ? C11 H11 0.9300 . ? C8 H8 0.9300 . ? C13 C14 1.483(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C17 C18 1.529(6) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.496(7) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.528(7) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C14 C15 1.407(7) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C16 C15 1.546(7) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? 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 C21 Ru1 C22 90.57(15) . . ? C21 Ru1 C1 93.00(14) . . ? C22 Ru1 C1 176.28(14) . . ? C21 Ru1 C10 90.46(13) . . ? C22 Ru1 C10 102.84(14) . . ? C1 Ru1 C10 76.11(13) . . ? C21 Ru1 C7 93.42(14) . . ? C22 Ru1 C7 104.95(14) . . ? C1 Ru1 C7 75.88(13) . . ? C10 Ru1 C7 151.89(13) . . ? C21 Ru1 Br1 179.51(10) . . ? C22 Ru1 Br1 89.24(11) . . ? C1 Ru1 Br1 87.17(9) . . ? C10 Ru1 Br1 89.14(9) . . ? C7 Ru1 Br1 87.06(9) . . ? C1 C2 C3 121.9(3) . . ? C1 C2 N3 110.7(3) . . ? C3 C2 N3 127.3(3) . . ? C6 C1 C2 118.8(3) . . ? C6 C1 Ru1 120.5(2) . . ? C2 C1 Ru1 120.6(2) . . ? N1 C7 N2 104.1(3) . . ? N1 C7 Ru1 141.0(3) . . ? N2 C7 Ru1 114.9(2) . . ? C1 C6 C5 121.6(3) . . ? C1 C6 N2 111.2(3) . . ? C5 C6 N2 127.3(3) . . ? N4 C10 N3 104.4(3) . . ? N4 C10 Ru1 140.7(3) . . ? N3 C10 Ru1 114.9(2) . . ? C2 C3 C4 117.4(3) . . ? C2 C3 H3 121.3 . . ? C4 C3 H3 121.3 . . ? C5 C4 C3 122.4(3) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 117.8(3) . . ? C4 C5 H5 121.1 . . ? C6 C5 H5 121.1 . . ? C8 C9 N1 107.4(3) . . ? C8 C9 H9 126.3 . . ? N1 C9 H9 126.3 . . ? C10 N4 C12 110.9(3) . . ? C10 N4 C13 125.1(3) . . ? C12 N4 C13 123.7(3) . . ? C8 N2 C7 111.5(3) . . ? C8 N2 C6 131.0(3) . . ? C7 N2 C6 117.5(3) . . ? C10 N3 C11 111.1(3) . . ? C10 N3 C2 117.6(3) . . ? C11 N3 C2 131.2(3) . . ? C7 N1 C9 110.7(3) . . ? C7 N1 C17 125.8(3) . . ? C9 N1 C17 123.4(3) . . ? O2 C22 Ru1 177.5(4) . . ? O1 C21 Ru1 177.8(3) . . ? C11 C12 N4 107.5(3) . . ? C11 C12 H12 126.3 . . ? N4 C12 H12 126.3 . . ? C12 C11 N3 106.1(3) . . ? C12 C11 H11 127.0 . . ? N3 C11 H11 127.0 . . ? C9 C8 N2 106.3(3) . . ? C9 C8 H8 126.9 . . ? N2 C8 H8 126.9 . . ? N4 C13 C14 111.8(3) . . ? N4 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? N4 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? N1 C17 C18 111.7(3) . . ? N1 C17 H17A 109.3 . . ? C18 C17 H17A 109.3 . . ? N1 C17 H17B 109.3 . . ? C18 C17 H17B 109.3 . . ? H17A C17 H17B 107.9 . . ? C19 C18 C17 112.8(4) . . ? C19 C18 H18A 109.0 . . ? C17 C18 H18A 109.0 . . ? C19 C18 H18B 109.0 . . ? C17 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C18 C19 C20 112.8(5) . . ? C18 C19 H19A 109.0 . . ? C20 C19 H19A 109.0 . . ? C18 C19 H19B 109.0 . . ? C20 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? C15 C14 C13 118.3(4) . . ? C15 C14 H14A 107.7 . . ? C13 C14 H14A 107.7 . . ? C15 C14 H14B 107.7 . . ? C13 C14 H14B 107.7 . . ? H14A C14 H14B 107.1 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C14 C15 C16 118.5(5) . . ? C14 C15 H15A 107.7 . . ? C16 C15 H15A 107.7 . . ? C14 C15 H15B 107.7 . . ? C16 C15 H15B 107.7 . . ? H15A C15 H15B 107.1 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 30.33 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 2.370 _refine_diff_density_min -1.356 _refine_diff_density_rms 0.110 _database_code_depnum_ccdc_archive 'CCDC 908681' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H16 F6 N5 O2 P Ru' _chemical_formula_weight 580.40 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' 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' O O 0.0106 0.0060 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.2596(2) _cell_length_b 11.7151(3) _cell_length_c 11.9249(3) _cell_angle_alpha 79.4890(10) _cell_angle_beta 70.5020(10) _cell_angle_gamma 88.6630(10) _cell_volume 1068.58(5) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9176 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 30.45 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.185 _exptl_crystal_size_mid 0.183 _exptl_crystal_size_min 0.154 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.887 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 22259 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0306 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 30.72 _reflns_number_total 6567 _reflns_number_gt 5756 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0536P)^2^+0.4701P] 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 6567 _refine_ls_number_parameters 318 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0408 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0945 _refine_ls_wR_factor_gt 0.0885 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru2 Ru 0.311671(19) 0.268175(14) 0.882808(14) 0.03424(6) Uani 1 1 d . A 1 O1 O 0.3402(4) 0.4847(2) 0.9895(3) 0.0818(7) Uani 1 1 d . A 1 O2 O 0.3851(2) 0.09776(17) 1.07756(17) 0.0500(4) Uani 1 1 d . A 1 N1 N 0.7213(2) 0.2709(2) 0.7233(2) 0.0540(6) Uani 1 1 d . A 1 N2 N 0.5516(3) 0.1462(2) 0.70263(18) 0.0482(5) Uani 1 1 d . A 1 N3 N -0.0910(2) 0.26530(17) 1.05152(16) 0.0382(4) Uani 1 1 d . A 1 N4 N -0.0223(2) 0.15336(16) 0.92132(15) 0.0336(3) Uani 1 1 d . A 1 N9 N 0.2735(2) 0.38883(17) 0.73848(18) 0.0402(4) Uani 1 1 d . A 1 C1 C 0.2608(3) 0.13682(19) 0.80604(18) 0.0353(4) Uani 1 1 d . A 1 C2 C 0.0938(3) 0.09691(18) 0.83276(18) 0.0353(4) Uani 1 1 d . A 1 C3 C 0.3904(3) 0.0908(2) 0.72176(19) 0.0428(5) Uani 1 1 d . A 1 C4 C 0.3577(4) 0.0051(2) 0.6655(2) 0.0530(6) Uani 1 1 d . A 1 H4 H 0.4465 -0.0264 0.6100 0.064 Uiso 1 1 calc R A 1 C5 C 0.0533(3) 0.0122(2) 0.7773(2) 0.0439(5) Uani 1 1 d . A 1 H5 H -0.0598 -0.0134 0.7952 0.053 Uiso 1 1 calc R A 1 C6 C 0.1883(4) -0.0324(2) 0.6944(2) 0.0533(6) Uani 1 1 d . A 1 H6 H 0.1644 -0.0896 0.6568 0.064 Uiso 1 1 calc R A 1 C7 C 0.5539(3) 0.2352(2) 0.7615(2) 0.0441(5) Uani 1 1 d . A 1 C8 C 0.7159(4) 0.1268(3) 0.6293(2) 0.0639(8) Uani 1 1 d . A 1 H8 H 0.7470 0.0707 0.5807 0.077 Uiso 1 1 calc R A 1 C9 C 0.8202(4) 0.2046(3) 0.6423(3) 0.0682(9) Uani 1 1 d . A 1 H9 H 0.9385 0.2129 0.6039 0.082 Uiso 1 1 calc R A 1 C10 C 0.7876(4) 0.3653(3) 0.7602(3) 0.0685(9) Uani 1 1 d . A 1 H10A H 0.8759 0.3378 0.7929 0.103 Uiso 1 1 calc R A 1 H10B H 0.6963 0.3944 0.8208 0.103 Uiso 1 1 calc R A 1 H10C H 0.8346 0.4264 0.6915 0.103 Uiso 1 1 calc R A 1 C11 C 0.0453(2) 0.23403(18) 0.96417(18) 0.0339(4) Uani 1 1 d . A 1 C12 C -0.1974(3) 0.1353(2) 0.9808(2) 0.0405(4) Uani 1 1 d . A 1 H12 H -0.2705 0.0846 0.9669 0.049 Uiso 1 1 calc R A 1 C13 C -0.2406(3) 0.2052(2) 1.0620(2) 0.0433(5) Uani 1 1 d . A 1 H13 H -0.3501 0.2124 1.1157 0.052 Uiso 1 1 calc R A 1 C14 C -0.0818(4) 0.3428(3) 1.1319(2) 0.0533(6) Uani 1 1 d . A 1 H14A H 0.0011 0.3159 1.1700 0.080 Uiso 1 1 calc R A 1 H14B H -0.1925 0.3439 1.1927 0.080 Uiso 1 1 calc R A 1 H14C H -0.0481 0.4199 1.0859 0.080 Uiso 1 1 calc R A 1 C15 C 0.3405(3) 0.4040(2) 0.9505(3) 0.0502(6) Uani 1 1 d . A 1 C16 C 0.3557(3) 0.1636(2) 1.0052(2) 0.0379(4) Uani 1 1 d . A 1 C17 C 0.2673(3) 0.4607(2) 0.6628(2) 0.0418(4) Uani 1 1 d . A 1 C18 C 0.2623(4) 0.5548(3) 0.5663(3) 0.0583(7) Uani 1 1 d . A 1 H18A H 0.3446 0.6153 0.5572 0.087 Uiso 1 1 calc R A 1 H18B H 0.1493 0.5851 0.5859 0.087 Uiso 1 1 calc R A 1 H18C H 0.2898 0.5261 0.4919 0.087 Uiso 1 1 calc R A 1 P1 P 0.29940(10) 0.28845(7) 0.36339(7) 0.05531(17) Uani 1 1 d . B 1 F1 F 0.2557(8) 0.2852(5) 0.5010(3) 0.143(3) Uani 0.752(7) 1 d P B 1 F2 F 0.3581(9) 0.2927(6) 0.2246(4) 0.162(3) Uani 0.752(7) 1 d P B 1 F3 F 0.1345(4) 0.3504(4) 0.3649(6) 0.142(3) Uani 0.752(7) 1 d P B 1 F4 F 0.4044(3) 0.4106(2) 0.3311(3) 0.0936(7) Uani 1 1 d . . . F5 F 0.1977(6) 0.1707(3) 0.4021(4) 0.1584(16) Uani 1 1 d . . . F6 F 0.4820(6) 0.2355(4) 0.3586(7) 0.156(3) Uani 0.752(7) 1 d P B 1 F8 F 0.1631(13) 0.3570(9) 0.4560(9) 0.077(3) Uiso 0.248(7) 1 d P B 2 F7 F 0.4058(17) 0.2055(11) 0.2866(12) 0.095(4) Uiso 0.248(7) 1 d P B 2 F9 F 0.2277(19) 0.3379(10) 0.2596(13) 0.097(4) Uiso 0.248(7) 1 d P B 2 F10 F 0.394(2) 0.2535(13) 0.4551(16) 0.117(5) Uiso 0.248(7) 1 d P B 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 Ru2 0.02494(9) 0.03945(10) 0.03691(9) -0.00395(6) -0.01021(6) 0.00201(6) O1 0.0863(18) 0.0673(14) 0.119(2) -0.0397(14) -0.0583(17) 0.0039(12) O2 0.0446(9) 0.0541(10) 0.0519(9) 0.0019(8) -0.0230(8) -0.0002(7) N1 0.0264(8) 0.0667(14) 0.0517(11) 0.0203(10) -0.0070(8) 0.0020(8) N2 0.0344(9) 0.0589(12) 0.0378(9) 0.0020(8) -0.0010(7) 0.0136(8) N3 0.0309(8) 0.0453(10) 0.0349(8) -0.0073(7) -0.0070(6) 0.0071(7) N4 0.0258(7) 0.0386(8) 0.0359(8) -0.0053(6) -0.0104(6) 0.0031(6) N9 0.0331(9) 0.0436(10) 0.0430(9) -0.0062(8) -0.0124(7) 0.0033(7) C1 0.0316(9) 0.0390(10) 0.0331(9) -0.0056(7) -0.0089(7) 0.0057(8) C2 0.0360(10) 0.0366(10) 0.0331(9) -0.0049(7) -0.0126(7) 0.0065(8) C3 0.0416(11) 0.0469(12) 0.0328(9) -0.0027(8) -0.0061(8) 0.0124(9) C4 0.0674(17) 0.0499(13) 0.0335(10) -0.0084(9) -0.0069(10) 0.0174(12) C5 0.0532(13) 0.0415(11) 0.0404(10) -0.0054(9) -0.0210(10) 0.0007(10) C6 0.0778(19) 0.0452(12) 0.0393(11) -0.0127(9) -0.0207(12) 0.0071(12) C7 0.0276(9) 0.0520(13) 0.0425(11) 0.0079(9) -0.0072(8) 0.0056(9) C8 0.0413(13) 0.082(2) 0.0446(13) 0.0056(13) 0.0066(10) 0.0237(14) C9 0.0320(12) 0.089(2) 0.0550(15) 0.0203(15) 0.0043(11) 0.0167(13) C10 0.0387(13) 0.0710(19) 0.083(2) 0.0262(16) -0.0246(13) -0.0106(12) C11 0.0273(9) 0.0389(10) 0.0340(9) -0.0045(7) -0.0096(7) 0.0038(7) C12 0.0263(9) 0.0454(11) 0.0462(11) 0.0004(9) -0.0122(8) 0.0007(8) C13 0.0280(9) 0.0518(13) 0.0427(11) -0.0017(9) -0.0062(8) 0.0054(8) C14 0.0513(14) 0.0604(15) 0.0489(13) -0.0224(11) -0.0117(11) 0.0109(12) C15 0.0443(13) 0.0512(13) 0.0638(15) -0.0108(11) -0.0293(11) -0.0006(10) C16 0.0257(9) 0.0452(11) 0.0419(10) -0.0062(8) -0.0112(7) 0.0002(8) C17 0.0377(11) 0.0439(11) 0.0441(11) -0.0088(9) -0.0140(9) 0.0045(9) C18 0.0720(18) 0.0518(14) 0.0510(14) 0.0000(11) -0.0258(13) 0.0099(13) P1 0.0545(4) 0.0500(4) 0.0485(3) -0.0077(3) -0.0016(3) 0.0104(3) F1 0.181(6) 0.180(5) 0.0499(17) -0.004(2) -0.018(2) -0.052(4) F2 0.203(6) 0.197(6) 0.059(2) -0.049(3) 0.009(3) -0.043(5) F3 0.0477(17) 0.104(3) 0.243(8) 0.034(3) -0.044(3) 0.0099(17) F4 0.0707(13) 0.0826(15) 0.1168(19) 0.0019(13) -0.0272(13) -0.0143(11) F5 0.200(4) 0.0695(17) 0.173(3) -0.0209(19) -0.018(3) -0.046(2) F6 0.090(3) 0.094(3) 0.263(7) -0.024(4) -0.040(4) 0.047(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru2 C16 1.856(2) . ? Ru2 C15 1.963(3) . ? Ru2 C1 2.045(2) . ? Ru2 C11 2.102(2) . ? Ru2 C7 2.116(2) . ? Ru2 N9 2.1245(19) . ? O1 C15 1.127(3) . ? O2 C16 1.135(3) . ? N1 C7 1.354(3) . ? N1 C9 1.386(4) . ? N1 C10 1.443(5) . ? N2 C7 1.363(4) . ? N2 C8 1.387(3) . ? N2 C3 1.425(3) . ? N3 C11 1.350(3) . ? N3 C13 1.394(3) . ? N3 C14 1.455(3) . ? N4 C11 1.363(3) . ? N4 C12 1.383(3) . ? N4 C2 1.422(3) . ? N9 C17 1.130(3) . ? C1 C3 1.378(3) . ? C1 C2 1.380(3) . ? C2 C5 1.391(3) . ? C3 C4 1.382(4) . ? C4 C6 1.386(4) . ? C4 H4 0.9300 . ? C5 C6 1.385(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C8 C9 1.332(5) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C12 C13 1.335(4) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C17 C18 1.452(3) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? P1 F3 1.524(3) . ? P1 F5 1.544(3) . ? P1 F1 1.551(4) . ? P1 F2 1.554(4) . ? P1 F6 1.605(4) . ? P1 F4 1.607(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 C16 Ru2 C15 93.49(11) . . ? C16 Ru2 C1 91.89(9) . . ? C15 Ru2 C1 173.50(9) . . ? C16 Ru2 C11 91.65(8) . . ? C15 Ru2 C11 100.54(10) . . ? C1 Ru2 C11 75.64(8) . . ? C16 Ru2 C7 89.28(9) . . ? C15 Ru2 C7 108.03(11) . . ? C1 Ru2 C7 75.67(9) . . ? C11 Ru2 C7 151.31(10) . . ? C16 Ru2 N9 177.39(8) . . ? C15 Ru2 N9 86.32(10) . . ? C1 Ru2 N9 88.48(8) . . ? C11 Ru2 N9 90.94(7) . . ? C7 Ru2 N9 88.31(8) . . ? C7 N1 C9 110.2(3) . . ? C7 N1 C10 125.0(3) . . ? C9 N1 C10 124.7(3) . . ? C7 N2 C8 111.0(3) . . ? C7 N2 C3 118.45(19) . . ? C8 N2 C3 130.6(3) . . ? C11 N3 C13 110.83(19) . . ? C11 N3 C14 124.9(2) . . ? C13 N3 C14 124.0(2) . . ? C11 N4 C12 111.50(18) . . ? C11 N4 C2 117.46(17) . . ? C12 N4 C2 130.87(19) . . ? C17 N9 Ru2 172.19(19) . . ? C3 C1 C2 118.5(2) . . ? C3 C1 Ru2 121.03(17) . . ? C2 C1 Ru2 120.37(15) . . ? C1 C2 C5 122.0(2) . . ? C1 C2 N4 110.88(18) . . ? C5 C2 N4 127.1(2) . . ? C1 C3 C4 121.9(2) . . ? C1 C3 N2 110.2(2) . . ? C4 C3 N2 127.9(2) . . ? C3 C4 C6 117.9(2) . . ? C3 C4 H4 121.1 . . ? C6 C4 H4 121.1 . . ? C6 C5 C2 117.3(2) . . ? C6 C5 H5 121.4 . . ? C2 C5 H5 121.4 . . ? C5 C6 C4 122.4(2) . . ? C5 C6 H6 118.8 . . ? C4 C6 H6 118.8 . . ? N1 C7 N2 104.6(2) . . ? N1 C7 Ru2 140.8(2) . . ? N2 C7 Ru2 114.53(16) . . ? C9 C8 N2 106.2(3) . . ? C9 C8 H8 126.9 . . ? N2 C8 H8 126.9 . . ? C8 C9 N1 108.0(2) . . ? C8 C9 H9 126.0 . . ? N1 C9 H9 126.0 . . ? N3 C11 N4 104.02(17) . . ? N3 C11 Ru2 140.56(16) . . ? N4 C11 Ru2 115.40(14) . . ? C13 C12 N4 106.4(2) . . ? C13 C12 H12 126.8 . . ? N4 C12 H12 126.8 . . ? C12 C13 N3 107.26(19) . . ? C12 C13 H13 126.4 . . ? N3 C13 H13 126.4 . . ? O1 C15 Ru2 172.8(2) . . ? O2 C16 Ru2 178.0(2) . . ? N9 C17 C18 178.5(3) . . ? F3 P1 F5 89.5(2) . . ? F3 P1 F1 91.0(4) . . ? F5 P1 F1 85.3(2) . . ? F3 P1 F2 92.7(4) . . ? F5 P1 F2 97.1(3) . . ? F1 P1 F2 175.5(3) . . ? F3 P1 F6 174.4(2) . . ? F5 P1 F6 96.1(3) . . ? F1 P1 F6 89.1(4) . . ? F2 P1 F6 86.9(4) . . ? F3 P1 F4 91.10(19) . . ? F5 P1 F4 176.7(2) . . ? F1 P1 F4 91.4(2) . . ? F2 P1 F4 86.1(2) . . ? F6 P1 F4 83.3(2) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 30.72 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.758 _refine_diff_density_min -0.514 _refine_diff_density_rms 0.084 _database_code_depnum_ccdc_archive 'CCDC 908679' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H31 F6 N6 O2 P Ru' _chemical_formula_weight 705.61 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' 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' O O 0.0106 0.0060 '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 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6684(4) _cell_length_b 11.7651(5) _cell_length_c 15.6709(6) _cell_angle_alpha 84.505(2) _cell_angle_beta 89.649(2) _cell_angle_gamma 81.020(2) _cell_volume 1571.28(12) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9925 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 30.57 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.521 _exptl_crystal_size_mid 0.278 _exptl_crystal_size_min 0.231 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.491 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 0.619 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7407 _exptl_absorpt_correction_T_max 0.8714 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 33472 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 30.81 _reflns_number_total 9774 _reflns_number_gt 7737 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; We use SIMU to solve the disorder for carbon atom. 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^)+(0.0646P)^2^+0.3924P] 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 9774 _refine_ls_number_parameters 408 _refine_ls_number_restraints 36 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1161 _refine_ls_wR_factor_gt 0.1063 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.47906(2) 0.478023(16) 0.283010(10) 0.03833(7) Uani 1 1 d . A 1 O1 O 0.8107(3) 0.4046(3) 0.35961(16) 0.0835(7) Uani 1 1 d . A 1 O2 O 0.3385(3) 0.5340(2) 0.45178(13) 0.0741(6) Uani 1 1 d . A 1 N1 N 0.3263(2) 0.70492(19) 0.20208(13) 0.0482(5) Uani 1 1 d . A 1 N2 N 0.5508(3) 0.74005(19) 0.23894(13) 0.0485(5) Uani 1 1 d . A 1 N3 N 0.4326(3) 0.2082(2) 0.31686(16) 0.0634(6) Uani 1 1 d . A 1 N4 N 0.2438(3) 0.3282(2) 0.25618(15) 0.0578(6) Uani 1 1 d . A 1 N5 N 0.5711(2) 0.44011(18) 0.16280(12) 0.0438(4) Uani 1 1 d . A 1 C1 C 0.4643(3) 0.6550(2) 0.24113(14) 0.0411(5) Uani 1 1 d . A 1 C2 C 0.4682(4) 0.8422(3) 0.1987(2) 0.0644(7) Uani 1 1 d . A 1 H2 H 0.5036 0.9130 0.1895 0.077 Uiso 1 1 calc R A 1 C3 C 0.3291(4) 0.8196(3) 0.17596(19) 0.0629(7) Uani 1 1 d . A 1 H3 H 0.2492 0.8714 0.1478 0.075 Uiso 1 1 calc R A 1 C4 C 0.2122(3) 0.6319(3) 0.19165(15) 0.0485(5) Uani 1 1 d . A 1 C5 C 0.1714(3) 0.4378(3) 0.21887(16) 0.0550(6) Uani 1 1 d . A 1 C6 C 0.0275(3) 0.4641(4) 0.1758(2) 0.0717(9) Uani 1 1 d . A 1 H6 H -0.0344 0.4073 0.1702 0.086 Uiso 1 1 calc R A 1 C7 C -0.0197(3) 0.5754(4) 0.1421(2) 0.0763(10) Uani 1 1 d . A 1 H7 H -0.1154 0.5936 0.1135 0.092 Uiso 1 1 calc R A 1 C8 C 0.0690(3) 0.6617(3) 0.14870(18) 0.0643(8) Uani 1 1 d . A 1 H8 H 0.0346 0.7370 0.1254 0.077 Uiso 1 1 calc R A 1 C9 C 0.3905(3) 0.3205(2) 0.29007(15) 0.0507(6) Uani 1 1 d . A 1 C10 C 0.3136(6) 0.1472(3) 0.3000(3) 0.0867(12) Uani 1 1 d . A 1 H10 H 0.3156 0.0681 0.3127 0.104 Uiso 1 1 calc R A 1 C11 C 0.1965(5) 0.2209(4) 0.2628(3) 0.0851(12) Uani 1 1 d . A 1 H11 H 0.1015 0.2038 0.2448 0.102 Uiso 1 1 calc R A 1 C12 C 0.5803(5) 0.1584(3) 0.3577(2) 0.0748(9) Uani 1 1 d . A 1 H12A H 0.6627 0.1956 0.3305 0.090 Uiso 1 1 calc R A 1 H12B H 0.6022 0.0769 0.3491 0.090 Uiso 1 1 calc R A 1 C13 C 0.5822(4) 0.1711(3) 0.4525(2) 0.0759(9) Uani 1 1 d U A 1 H13A H 0.4991 0.1350 0.4799 0.091 Uiso 1 1 calc R A 1 H13B H 0.5628 0.2526 0.4614 0.091 Uiso 1 1 calc R A 1 C14 C 0.7393(6) 0.1155(4) 0.4943(3) 0.1009(13) Uani 1 1 d U A 1 H14A H 0.7528 0.0326 0.4912 0.121 Uiso 1 1 calc R A 1 H14B H 0.8233 0.1450 0.4624 0.121 Uiso 1 1 calc R A 1 C15 C 0.7495(7) 0.1395(5) 0.5858(4) 0.1251(19) Uani 1 1 d U A 1 H15A H 0.6608 0.1174 0.6163 0.188 Uiso 1 1 calc R A 1 H15B H 0.7508 0.2205 0.5885 0.188 Uiso 1 1 calc R A 1 H15C H 0.8436 0.0959 0.6113 0.188 Uiso 1 1 calc R A 1 C16 C 0.6897(3) 0.4324(2) 0.33177(16) 0.0501(6) Uani 1 1 d . A 1 C17 C 0.3932(3) 0.5126(2) 0.38846(15) 0.0468(5) Uani 1 1 d . A 1 C18 C 0.7082(3) 0.7267(3) 0.27455(19) 0.0578(7) Uani 1 1 d . A 1 H18A H 0.7646 0.7825 0.2436 0.069 Uiso 1 1 calc R A 1 H18B H 0.7624 0.6500 0.2662 0.069 Uiso 1 1 calc R A 1 C19 C 0.7096(4) 0.7433(4) 0.3692(2) 0.0742(9) Uani 1 1 d U A 1 H19A H 0.6461 0.6922 0.3999 0.089 Uiso 1 1 calc R A 1 H19B H 0.6647 0.8223 0.3774 0.089 Uiso 1 1 calc R A 1 C20 C 0.8790(5) 0.7173(6) 0.4059(3) 0.1174(16) Uani 1 1 d U A 1 H20A H 0.9276 0.6419 0.3910 0.141 Uiso 1 1 calc R A 1 H20B H 0.9387 0.7742 0.3794 0.141 Uiso 1 1 calc R A 1 C21 C 0.8852(8) 0.7189(7) 0.4965(4) 0.165(3) Uani 1 1 d U A 1 H21A H 0.8132 0.6722 0.5228 0.247 Uiso 1 1 calc R A 1 H21B H 0.8574 0.7969 0.5109 0.247 Uiso 1 1 calc R A 1 H21C H 0.9891 0.6887 0.5169 0.247 Uiso 1 1 calc R A 1 C22 C 0.6274(3) 0.4174(2) 0.10020(15) 0.0452(5) Uani 1 1 d . A 1 C23 C 0.7016(4) 0.3886(3) 0.02003(17) 0.0641(7) Uani 1 1 d . A 1 H23A H 0.7870 0.3265 0.0314 0.096 Uiso 1 1 calc R A 1 H23B H 0.7399 0.4551 -0.0074 0.096 Uiso 1 1 calc R A 1 H23C H 0.6268 0.3652 -0.0169 0.096 Uiso 1 1 calc R A 1 C24 C 0.2622(3) 0.5217(2) 0.22669(14) 0.0441(5) Uani 1 1 d . A 1 P2 P 0.84810(10) 0.05965(7) 0.15386(7) 0.0686(2) Uani 1 1 d . B 1 F1 F 0.8415(4) 0.1826(2) 0.1857(2) 0.1013(11) Uani 0.832(5) 1 d P B 1 F2 F 0.8494(6) -0.0678(2) 0.1279(2) 0.1197(14) Uani 0.832(5) 1 d P B 1 F3 F 0.8343(9) 0.1039(3) 0.0552(3) 0.175(3) Uani 0.832(5) 1 d P B 1 F4 F 0.8599(9) 0.0101(4) 0.2509(3) 0.159(2) Uani 0.832(5) 1 d P B 1 F5 F 1.0276(4) 0.0373(4) 0.1522(5) 0.188(3) Uani 0.832(5) 1 d P B 1 F6 F 0.6673(4) 0.0784(5) 0.1608(4) 0.161(2) Uani 0.832(5) 1 d P B 1 N6 N 0.3447(6) 0.3231(4) -0.0063(4) 0.152(2) Uani 1 1 d . . . C25 C 0.3304(6) 0.1151(4) 0.0501(3) 0.1073(14) Uani 1 1 d . . . H25A H 0.4074 0.0915 0.0947 0.161 Uiso 1 1 calc R . . H25B H 0.3508 0.0654 0.0049 0.161 Uiso 1 1 calc R . . H25C H 0.2285 0.1099 0.0730 0.161 Uiso 1 1 calc R . . C26 C 0.3374(5) 0.2324(4) 0.0169(3) 0.0851(11) Uani 1 1 d . . . F1A F 0.953(2) 0.1533(16) 0.1110(12) 0.110(6) Uiso 0.168(5) 1 d P B 2 F4A F 0.722(3) 0.172(2) 0.1688(15) 0.144(8) Uiso 0.168(5) 1 d P B 2 F3A F 0.950(3) -0.029(2) 0.1019(16) 0.145(8) Uiso 0.168(5) 1 d P B 2 F2A F 0.737(2) 0.0115(13) 0.2133(10) 0.082(4) Uiso 0.168(5) 1 d P B 2 F5B F 0.7479(17) 0.1012(14) 0.0758(10) 0.076(4) Uiso 0.168(5) 1 d P B 2 F6B F 0.965(3) 0.0315(18) 0.2226(14) 0.110(6) Uiso 0.168(5) 1 d P B 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 0.03818(10) 0.04183(11) 0.03497(9) -0.00171(6) 0.00079(6) -0.00744(7) O1 0.0516(12) 0.110(2) 0.0804(15) 0.0125(14) -0.0171(11) 0.0029(13) O2 0.0827(15) 0.0926(17) 0.0477(10) -0.0148(11) 0.0166(10) -0.0113(13) N1 0.0482(11) 0.0487(11) 0.0439(10) 0.0006(8) 0.0002(8) 0.0013(9) N2 0.0524(11) 0.0436(11) 0.0491(11) 0.0003(8) 0.0050(9) -0.0093(9) N3 0.0858(18) 0.0446(12) 0.0631(14) -0.0083(10) 0.0113(13) -0.0185(12) N4 0.0619(14) 0.0669(15) 0.0530(12) -0.0167(11) 0.0057(10) -0.0296(12) N5 0.0419(10) 0.0482(11) 0.0400(9) -0.0027(8) 0.0014(7) -0.0042(8) C1 0.0425(11) 0.0414(11) 0.0377(10) -0.0004(8) 0.0022(8) -0.0033(9) C2 0.078(2) 0.0482(15) 0.0643(17) 0.0077(13) 0.0054(14) -0.0082(14) C3 0.0701(19) 0.0502(15) 0.0603(16) 0.0077(12) 0.0022(13) 0.0073(14) C4 0.0382(11) 0.0660(16) 0.0393(10) -0.0087(10) 0.0017(8) 0.0000(11) C5 0.0468(13) 0.0775(19) 0.0451(12) -0.0155(12) 0.0047(10) -0.0180(13) C6 0.0445(14) 0.117(3) 0.0607(16) -0.0247(18) -0.0009(12) -0.0258(17) C7 0.0390(14) 0.127(3) 0.0623(17) -0.021(2) -0.0076(12) -0.0038(17) C8 0.0446(14) 0.088(2) 0.0533(14) -0.0081(14) -0.0008(11) 0.0110(14) C9 0.0630(15) 0.0490(14) 0.0434(11) -0.0094(10) 0.0091(10) -0.0165(12) C10 0.119(3) 0.056(2) 0.097(3) -0.0185(19) 0.015(2) -0.043(2) C11 0.103(3) 0.087(3) 0.083(2) -0.026(2) 0.012(2) -0.059(2) C12 0.092(2) 0.0454(16) 0.083(2) -0.0020(15) 0.0182(19) -0.0011(16) C13 0.086(2) 0.0587(18) 0.079(2) 0.0100(16) 0.0076(17) -0.0091(16) C14 0.102(3) 0.086(3) 0.108(3) 0.015(2) -0.004(2) -0.008(2) C15 0.124(4) 0.110(4) 0.137(4) 0.033(3) -0.028(3) -0.032(3) C16 0.0493(13) 0.0547(15) 0.0438(11) 0.0029(10) 0.0001(10) -0.0043(11) C17 0.0492(13) 0.0498(13) 0.0415(11) -0.0013(10) -0.0002(9) -0.0100(11) C18 0.0495(14) 0.0556(16) 0.0705(17) -0.0010(13) 0.0092(12) -0.0179(12) C19 0.0638(18) 0.091(2) 0.0732(19) -0.0035(17) -0.0084(15) -0.0301(17) C20 0.087(3) 0.166(4) 0.110(3) 0.000(3) -0.027(2) -0.059(3) C21 0.138(5) 0.210(7) 0.148(5) 0.048(5) -0.070(4) -0.073(5) C22 0.0442(12) 0.0465(13) 0.0434(11) -0.0012(9) -0.0003(9) -0.0040(10) C23 0.0742(19) 0.0699(19) 0.0465(13) -0.0087(13) 0.0136(13) -0.0047(15) C24 0.0361(10) 0.0597(15) 0.0371(10) -0.0084(10) 0.0021(8) -0.0067(10) P2 0.0535(4) 0.0522(4) 0.1021(6) -0.0146(4) 0.0063(4) -0.0104(3) F1 0.098(2) 0.0563(14) 0.157(3) -0.0347(16) -0.0126(19) -0.0195(14) F2 0.195(4) 0.0507(15) 0.118(2) -0.0176(15) 0.010(2) -0.0262(19) F3 0.316(8) 0.081(2) 0.110(3) 0.008(2) 0.069(4) 0.011(4) F4 0.227(6) 0.134(3) 0.092(3) 0.000(2) -0.002(3) 0.043(4) F5 0.0570(18) 0.154(4) 0.358(8) -0.071(5) 0.048(3) -0.006(2) F6 0.0593(18) 0.180(5) 0.260(6) -0.089(4) -0.005(3) -0.032(2) N6 0.140(4) 0.097(3) 0.215(6) 0.044(3) -0.075(4) -0.035(3) C25 0.124(4) 0.095(3) 0.106(3) -0.001(3) -0.002(3) -0.031(3) C26 0.080(2) 0.082(3) 0.093(3) -0.001(2) -0.024(2) -0.015(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 C17 1.863(2) . ? Ru1 C16 1.959(3) . ? Ru1 C24 2.052(2) . ? Ru1 N5 2.1012(19) . ? Ru1 C1 2.107(2) . ? Ru1 C9 2.107(3) . ? O1 C16 1.126(3) . ? O2 C17 1.130(3) . ? N1 C1 1.367(3) . ? N1 C3 1.376(4) . ? N1 C4 1.428(3) . ? N2 C1 1.339(3) . ? N2 C2 1.395(4) . ? N2 C18 1.457(4) . ? N3 C9 1.341(4) . ? N3 C10 1.385(5) . ? N3 C12 1.448(5) . ? N4 C9 1.368(4) . ? N4 C11 1.382(4) . ? N4 C5 1.416(4) . ? N5 C22 1.130(3) . ? C2 C3 1.333(5) . ? C2 H2 0.9300 . ? C3 H3 0.9300 . ? C4 C24 1.365(4) . ? C4 C8 1.395(4) . ? C5 C24 1.369(4) . ? C5 C6 1.400(4) . ? C6 C7 1.364(6) . ? C6 H6 0.9300 . ? C7 C8 1.377(5) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C10 C11 1.326(6) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.507(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.536(6) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.493(7) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C18 C19 1.514(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.555(5) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.422(8) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 C23 1.453(3) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? P2 F5 1.538(3) . ? P2 F6 1.553(3) . ? P2 F1 1.567(3) . ? P2 F4 1.574(4) . ? P2 F3 1.583(4) . ? P2 F2 1.589(3) . ? N6 C26 1.105(6) . ? C25 C26 1.438(6) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? F4A F5B 1.74(3) . ? 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 C17 Ru1 C16 92.77(11) . . ? C17 Ru1 C24 89.96(10) . . ? C16 Ru1 C24 177.16(9) . . ? C17 Ru1 N5 178.74(9) . . ? C16 Ru1 N5 88.48(9) . . ? C24 Ru1 N5 88.79(8) . . ? C17 Ru1 C1 91.28(10) . . ? C16 Ru1 C1 105.03(10) . . ? C24 Ru1 C1 75.68(10) . . ? N5 Ru1 C1 88.39(8) . . ? C17 Ru1 C9 91.89(10) . . ? C16 Ru1 C9 103.03(11) . . ? C24 Ru1 C9 76.08(11) . . ? N5 Ru1 C9 87.83(9) . . ? C1 Ru1 C9 151.57(11) . . ? C1 N1 C3 110.7(2) . . ? C1 N1 C4 117.3(2) . . ? C3 N1 C4 131.9(2) . . ? C1 N2 C2 110.3(2) . . ? C1 N2 C18 124.2(2) . . ? C2 N2 C18 125.4(2) . . ? C9 N3 C10 110.0(3) . . ? C9 N3 C12 125.0(3) . . ? C10 N3 C12 125.1(3) . . ? C9 N4 C11 110.5(3) . . ? C9 N4 C5 117.6(2) . . ? C11 N4 C5 131.9(3) . . ? C22 N5 Ru1 176.5(2) . . ? N2 C1 N1 104.9(2) . . ? N2 C1 Ru1 140.00(18) . . ? N1 C1 Ru1 115.14(17) . . ? C3 C2 N2 107.3(3) . . ? C3 C2 H2 126.3 . . ? N2 C2 H2 126.3 . . ? C2 C3 N1 106.8(3) . . ? C2 C3 H3 126.6 . . ? N1 C3 H3 126.6 . . ? C24 C4 C8 121.3(3) . . ? C24 C4 N1 111.3(2) . . ? C8 C4 N1 127.3(3) . . ? C24 C5 C6 120.7(3) . . ? C24 C5 N4 112.0(2) . . ? C6 C5 N4 127.3(3) . . ? C7 C6 C5 118.2(3) . . ? C7 C6 H6 120.9 . . ? C5 C6 H6 120.9 . . ? C6 C7 C8 122.5(3) . . ? C6 C7 H7 118.7 . . ? C8 C7 H7 118.7 . . ? C7 C8 C4 117.6(3) . . ? C7 C8 H8 121.2 . . ? C4 C8 H8 121.2 . . ? N3 C9 N4 104.9(2) . . ? N3 C9 Ru1 140.4(2) . . ? N4 C9 Ru1 114.7(2) . . ? C11 C10 N3 108.3(3) . . ? C11 C10 H10 125.9 . . ? N3 C10 H10 125.9 . . ? C10 C11 N4 106.3(3) . . ? C10 C11 H11 126.8 . . ? N4 C11 H11 126.8 . . ? N3 C12 C13 112.9(3) . . ? N3 C12 H12A 109.0 . . ? C13 C12 H12A 109.0 . . ? N3 C12 H12B 109.0 . . ? C13 C12 H12B 109.0 . . ? H12A C12 H12B 107.8 . . ? C12 C13 C14 111.7(3) . . ? C12 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 107.9 . . ? C15 C14 C13 112.2(4) . . ? C15 C14 H14A 109.2 . . ? C13 C14 H14A 109.2 . . ? C15 C14 H14B 109.2 . . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? O1 C16 Ru1 179.0(3) . . ? O2 C17 Ru1 178.8(3) . . ? N2 C18 C19 112.8(2) . . ? N2 C18 H18A 109.0 . . ? C19 C18 H18A 109.0 . . ? N2 C18 H18B 109.0 . . ? C19 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C18 C19 C20 110.8(3) . . ? C18 C19 H19A 109.5 . . ? C20 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? C21 C20 C19 113.0(5) . . ? C21 C20 H20A 109.0 . . ? C19 C20 H20A 109.0 . . ? C21 C20 H20B 109.0 . . ? C19 C20 H20B 109.0 . . ? H20A C20 H20B 107.8 . . ? N5 C22 C23 179.3(3) . . ? C4 C24 C5 119.6(2) . . ? C4 C24 Ru1 120.55(19) . . ? C5 C24 Ru1 119.7(2) . . ? F5 P2 F6 176.7(4) . . ? F5 P2 F1 93.3(2) . . ? F6 P2 F1 86.9(2) . . ? F5 P2 F4 87.5(3) . . ? F6 P2 F4 89.2(3) . . ? F1 P2 F4 87.2(2) . . ? F5 P2 F3 93.0(4) . . ? F6 P2 F3 90.2(4) . . ? F1 P2 F3 95.4(2) . . ? F4 P2 F3 177.3(3) . . ? F5 P2 F2 88.4(3) . . ? F6 P2 F2 91.1(3) . . ? F1 P2 F2 175.9(2) . . ? F4 P2 F2 89.2(2) . . ? F3 P2 F2 88.3(2) . . ? C26 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C26 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N6 C26 C25 177.8(5) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 30.81 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.729 _refine_diff_density_min -0.487 _refine_diff_density_rms 0.069 _database_code_depnum_ccdc_archive 'CCDC 919551' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H50 F12 N14 O3 P2 Ru2' _chemical_formula_weight 1327.07 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' 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 Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.2987(12) _cell_length_b 38.281(5) _cell_length_c 8.8978(13) _cell_angle_alpha 90.00 _cell_angle_beta 92.463(4) _cell_angle_gamma 90.00 _cell_volume 2824.1(7) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9933 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 26.43 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1336 _exptl_absorpt_coefficient_mu 0.683 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8214 _exptl_absorpt_correction_T_max 0.8812 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 16592 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0427 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -45 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8325 _reflns_number_gt 7835 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0363P)^2^+3.1791P] 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 0.22(4) _refine_ls_number_reflns 8325 _refine_ls_number_parameters 740 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0443 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0931 _refine_ls_wR_factor_gt 0.0912 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3175(7) 0.34617(16) 0.3716(7) 0.0399(14) Uani 1 1 d . A 1 C2 C 0.2222(8) 0.32099(17) 0.3014(7) 0.0463(15) Uani 1 1 d . A 1 C3 C 0.2758(10) 0.28702(19) 0.2783(9) 0.068(2) Uani 1 1 d . A 1 H3 H 0.2110 0.2704 0.2291 0.082 Uiso 1 1 calc R A 1 C4 C 0.4341(11) 0.2791(2) 0.3339(10) 0.073(2) Uani 1 1 d . A 1 H4 H 0.4744 0.2567 0.3196 0.088 Uiso 1 1 calc R A 1 C5 C 0.5299(10) 0.3032(2) 0.4079(9) 0.064(2) Uani 1 1 d . A 1 H5 H 0.6320 0.2972 0.4468 0.077 Uiso 1 1 calc R A 1 C6 C 0.4708(8) 0.33676(17) 0.4231(7) 0.0453(15) Uani 1 1 d . A 1 C7 C 0.4707(6) 0.39721(19) 0.4925(6) 0.0382(12) Uani 1 1 d . A 1 C8 C 0.7033(8) 0.36941(19) 0.5602(8) 0.0550(17) Uani 1 1 d . A 1 H8 H 0.7796 0.3519 0.5761 0.066 Uiso 1 1 calc R A 1 C9 C 0.7187(8) 0.40318(19) 0.5988(8) 0.0559(18) Uani 1 1 d . A 1 H9 H 0.8092 0.4138 0.6438 0.067 Uiso 1 1 calc R A 1 C10 C 0.5433(9) 0.45623(18) 0.5785(8) 0.0559(18) Uani 1 1 d . A 1 H10A H 0.5202 0.4668 0.4822 0.084 Uiso 1 1 calc R A 1 H10B H 0.6366 0.4671 0.6257 0.084 Uiso 1 1 calc R A 1 H10C H 0.4526 0.4592 0.6407 0.084 Uiso 1 1 calc R A 1 C11 C 0.0438(8) 0.36972(17) 0.2854(6) 0.0429(14) Uani 1 1 d . A 1 C12 C -0.0666(9) 0.3195(2) 0.1862(8) 0.064(2) Uani 1 1 d . A 1 H12 H -0.0800 0.2961 0.1596 0.077 Uiso 1 1 calc R A 1 C13 C -0.1711(9) 0.3448(2) 0.1675(8) 0.065(2) Uani 1 1 d . A 1 H13 H -0.2734 0.3428 0.1214 0.078 Uiso 1 1 calc R A 1 C14 C -0.1856(9) 0.4095(2) 0.2241(9) 0.060(2) Uani 1 1 d . A 1 H14A H -0.1604 0.4217 0.3165 0.089 Uiso 1 1 calc R A 1 H14B H -0.3002 0.4062 0.2126 0.089 Uiso 1 1 calc R A 1 H14C H -0.1489 0.4229 0.1412 0.089 Uiso 1 1 calc R A 1 C15 C 0.1650(8) 0.44311(17) 0.4190(8) 0.0452(15) Uani 1 1 d . A 1 C16 C 0.3728(8) 0.41512(18) 0.0789(7) 0.0474(16) Uani 1 1 d . B 1 C17 C 0.4263(10) 0.4250(2) -0.0679(9) 0.072(2) Uani 1 1 d . B 1 H17A H 0.3347 0.4270 -0.1369 0.107 Uiso 1 1 calc R B 1 H17B H 0.4982 0.4074 -0.1032 0.107 Uiso 1 1 calc R B 1 H17C H 0.4816 0.4470 -0.0608 0.107 Uiso 1 1 calc R B 1 C18 C 0.1113(9) 0.37361(19) 0.7111(8) 0.0512(17) Uani 1 1 d . B 1 C19 C 0.0534(11) 0.3636(3) 0.8582(8) 0.079(3) Uani 1 1 d . B 1 H19A H -0.0537 0.3543 0.8460 0.119 Uiso 1 1 calc R B 1 H19B H 0.0522 0.3838 0.9223 0.119 Uiso 1 1 calc R B 1 H19C H 0.1238 0.3463 0.9028 0.119 Uiso 1 1 calc R B 1 C20 C 0.3917(7) 0.12021(17) 0.6190(7) 0.0412(15) Uani 1 1 d . C 1 C21 C 0.2875(8) 0.14421(17) 0.5512(8) 0.0508(16) Uani 1 1 d . C 1 C22 C 0.3372(11) 0.1784(2) 0.5271(11) 0.079(3) Uani 1 1 d . C 1 H22 H 0.2703 0.1944 0.4765 0.095 Uiso 1 1 calc R C 1 C23 C 0.4903(12) 0.1877(2) 0.5814(13) 0.092(3) Uani 1 1 d . C 1 H23 H 0.5238 0.2106 0.5696 0.110 Uiso 1 1 calc R C 1 C24 C 0.5972(10) 0.1639(2) 0.6536(11) 0.077(2) Uani 1 1 d . C 1 H24 H 0.7006 0.1705 0.6867 0.093 Uiso 1 1 calc R C 1 C25 C 0.5417(8) 0.13071(19) 0.6725(8) 0.0540(17) Uani 1 1 d . C 1 C26 C 0.5481(6) 0.0703(2) 0.7442(6) 0.0417(12) Uani 1 1 d . C 1 C27 C 0.7782(9) 0.0997(2) 0.8096(9) 0.068(2) Uani 1 1 d . C 1 H27 H 0.8536 0.1176 0.8215 0.082 Uiso 1 1 calc R C 1 C28 C 0.7963(8) 0.0674(3) 0.8541(8) 0.0654(19) Uani 1 1 d . C 1 H28 H 0.8873 0.0582 0.9044 0.078 Uiso 1 1 calc R C 1 C29 C 0.6314(10) 0.0116(2) 0.8355(8) 0.063(2) Uani 1 1 d . C 1 H29A H 0.5186 0.0061 0.8249 0.095 Uiso 1 1 calc R C 1 H29B H 0.6715 0.0053 0.9347 0.095 Uiso 1 1 calc R C 1 H29C H 0.6891 -0.0012 0.7622 0.095 Uiso 1 1 calc R C 1 C30 C 0.1159(8) 0.09401(17) 0.5378(7) 0.0409(14) Uani 1 1 d . C 1 C31 C 0.0041(9) 0.1427(2) 0.4315(8) 0.064(2) Uani 1 1 d . C 1 H31 H -0.0099 0.1655 0.3972 0.077 Uiso 1 1 calc R C 1 C32 C -0.1035(10) 0.1166(2) 0.4176(8) 0.062(2) Uani 1 1 d . C 1 H32 H -0.2070 0.1181 0.3736 0.074 Uiso 1 1 calc R C 1 C33 C -0.1073(9) 0.0533(2) 0.4797(10) 0.064(2) Uani 1 1 d . C 1 H33A H -0.0293 0.0361 0.5129 0.097 Uiso 1 1 calc R C 1 H33B H -0.1467 0.0477 0.3795 0.097 Uiso 1 1 calc R C 1 H33C H -0.1955 0.0533 0.5460 0.097 Uiso 1 1 calc R C 1 C34 C 0.2457(9) 0.02277(19) 0.6784(8) 0.0521(17) Uani 1 1 d . C 1 C35 C 0.1855(8) 0.09236(17) 0.9645(7) 0.0436(15) Uani 1 1 d . D 1 C36 C 0.1284(10) 0.1014(2) 1.1122(9) 0.070(2) Uani 1 1 d . D 1 H36A H 0.0970 0.1256 1.1129 0.105 Uiso 1 1 calc R D 1 H36B H 0.2132 0.0976 1.1872 0.105 Uiso 1 1 calc R D 1 H36C H 0.0374 0.0871 1.1338 0.105 Uiso 1 1 calc R D 1 C37 C 0.4445(8) 0.04897(18) 0.3349(9) 0.0494(17) Uani 1 1 d . D 1 C38 C 0.5015(11) 0.0386(2) 0.1896(8) 0.071(2) Uani 1 1 d . D 1 H38A H 0.4228 0.0238 0.1396 0.106 Uiso 1 1 calc R D 1 H38B H 0.6015 0.0262 0.2036 0.106 Uiso 1 1 calc R D 1 H38C H 0.5178 0.0591 0.1296 0.106 Uiso 1 1 calc R D 1 C39 C -0.0061(13) 0.2736(3) 0.6089(12) 0.091(3) Uani 1 1 d . E 1 C40 C 0.1688(13) 0.2736(3) 0.6682(14) 0.117(4) Uani 1 1 d . E 1 H40A H 0.2257 0.2924 0.6226 0.175 Uiso 1 1 calc R E 1 H40B H 0.2185 0.2518 0.6440 0.175 Uiso 1 1 calc R E 1 H40C H 0.1725 0.2767 0.7754 0.175 Uiso 1 1 calc R E 1 C41 C -0.0628(16) 0.2412(3) 0.5392(15) 0.127(4) Uani 1 1 d . E 1 H41A H -0.1766 0.2429 0.5159 0.190 Uiso 1 1 calc R E 1 H41B H -0.0421 0.2221 0.6073 0.190 Uiso 1 1 calc R E 1 H41C H -0.0071 0.2373 0.4484 0.190 Uiso 1 1 calc R E 1 C42 C 0.5106(18) 0.3119(4) 0.8871(15) 0.120(4) Uani 1 1 d . F 1 C43 C 0.571(2) 0.2777(5) 0.877(2) 0.216(10) Uani 1 1 d . F 1 H43A H 0.5312 0.2672 0.7845 0.323 Uiso 1 1 calc R F 1 H43B H 0.5369 0.2642 0.9603 0.323 Uiso 1 1 calc R F 1 H43C H 0.6869 0.2784 0.8783 0.323 Uiso 1 1 calc R F 1 C44 C 0.4754(17) 0.1821(4) 0.063(2) 0.176(7) Uani 1 1 d . G 1 H44A H 0.4409 0.1798 -0.0405 0.263 Uiso 1 1 calc R G 1 H44B H 0.5676 0.1972 0.0718 0.263 Uiso 1 1 calc R G 1 H44C H 0.3894 0.1918 0.1189 0.263 Uiso 1 1 calc R G 1 C45 C 0.5179(13) 0.1481(4) 0.1236(15) 0.108(4) Uani 1 1 d . G 1 F1 F 0.9123(14) 0.5145(3) 0.9692(14) 0.154(5) Uani 0.825(16) 1 d P H 1 F2 F 1.1301(7) 0.4990(2) 0.8404(7) 0.132(3) Uani 1 1 d . . . F3 F 0.8787(9) 0.4993(3) 0.7328(9) 0.111(4) Uani 0.825(16) 1 d P H 1 F4 F 1.0452(10) 0.4661(3) 1.0211(9) 0.106(3) Uani 0.825(16) 1 d P H 1 F5 F 0.7975(7) 0.4657(2) 0.9104(6) 0.121(2) Uani 1 1 d . . . F6 F 1.0071(13) 0.4512(3) 0.7784(16) 0.153(5) Uani 0.825(16) 1 d P H 1 F7 F 0.8783(9) 0.17463(19) 0.0699(11) 0.159(4) Uani 0.981(8) 1 d P I 1 F8 F 0.8433(11) 0.2138(2) -0.0982(9) 0.174(4) Uani 1 1 d . . . F9 F 1.0620(15) 0.2415(3) -0.0124(10) 0.203(5) Uani 0.981(8) 1 d P I 1 F10 F 1.0918(8) 0.2024(2) 0.1594(8) 0.155(3) Uani 1 1 d . . . F11 F 0.8665(12) 0.2302(2) 0.1330(10) 0.171(3) Uani 1 1 d . . . F12 F 1.0736(12) 0.1875(3) -0.0805(11) 0.203(5) Uani 1 1 d . . . N1 N 0.5511(6) 0.36596(15) 0.4919(6) 0.0423(12) Uani 1 1 d . . . N2 N 0.5742(7) 0.41910(15) 0.5587(6) 0.0422(13) Uani 1 1 d . . . N3 N 0.0701(6) 0.33523(14) 0.2551(6) 0.0464(13) Uani 1 1 d . . . N4 N -0.1048(6) 0.37524(16) 0.2274(6) 0.0468(14) Uani 1 1 d . . . N5 N 0.3244(6) 0.40814(13) 0.1916(5) 0.0400(12) Uani 1 1 d . . . N6 N 0.1555(6) 0.38182(13) 0.5960(6) 0.0430(12) Uani 1 1 d . . . N7 N 0.6258(7) 0.10239(15) 0.7412(7) 0.0499(14) Uani 1 1 d . . . N8 N 0.6540(7) 0.04875(16) 0.8128(6) 0.0498(14) Uani 1 1 d . . . N9 N 0.1371(6) 0.12956(15) 0.5049(6) 0.0487(13) Uani 1 1 d . . . N10 N -0.0327(7) 0.08735(16) 0.4806(6) 0.0468(14) Uani 1 1 d . . . N11 N 0.2299(5) 0.08459(13) 0.8510(5) 0.0380(12) Uani 1 1 d . . . N12 N 0.3993(6) 0.05733(13) 0.4473(6) 0.0423(12) Uani 1 1 d . . . N13 N 0.4721(18) 0.3387(4) 0.9005(15) 0.151(5) Uani 1 1 d . . . N14 N 0.5446(15) 0.1219(3) 0.1652(16) 0.147(5) Uani 1 1 d . . . O1 O 0.1276(9) 0.47139(16) 0.4375(8) 0.087(2) Uani 1 1 d . . . O2 O 0.2156(8) -0.00568(15) 0.6924(8) 0.0857(19) Uani 1 1 d . . . O3 O -0.0840(10) 0.2980(2) 0.6277(12) 0.144(3) Uani 1 1 d . . . P1 P 0.9630(3) 0.48258(6) 0.8751(2) 0.0510(4) Uani 1 1 d . H . P2 P 0.9700(3) 0.20807(6) 0.0249(3) 0.0831(7) Uani 1 1 d . I . Ru1 Ru 0.23723(5) 0.395550(11) 0.39471(5) 0.03550(11) Uani 1 1 d . A . Ru2 Ru 0.31377(5) 0.070278(11) 0.64872(5) 0.03568(11) Uani 1 1 d . C . F7B F 0.834(8) 0.2034(17) 0.122(7) -0.02(3) Uiso 0.019(8) 1 d P I 2 F9B F 0.983(8) 0.2452(18) 0.062(8) -0.02(2) Uiso 0.019(8) 1 d P I 2 F4B F 1.002(4) 0.4446(9) 0.889(5) 0.089(12) Uiso 0.175(16) 1 d P H 2 F3B F 0.981(4) 0.5228(8) 0.869(4) 0.085(12) Uiso 0.175(16) 1 d P H 2 F1B F 0.997(5) 0.4859(12) 1.043(4) 0.092(13) Uiso 0.175(16) 1 d P H 2 F6B F 0.926(4) 0.4775(9) 0.712(3) 0.063(9) Uiso 0.175(16) 1 d P H 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 C1 0.039(3) 0.045(4) 0.036(3) -0.002(3) -0.001(3) -0.002(3) C2 0.047(4) 0.043(4) 0.048(4) 0.002(3) -0.005(3) -0.003(3) C3 0.077(5) 0.047(4) 0.080(5) -0.008(4) -0.006(4) -0.006(4) C4 0.088(6) 0.041(4) 0.091(6) -0.008(4) 0.008(5) 0.013(4) C5 0.064(5) 0.050(4) 0.078(5) -0.001(4) -0.006(4) 0.011(4) C6 0.045(4) 0.041(4) 0.051(4) 0.004(3) 0.010(3) 0.002(3) C7 0.037(3) 0.042(3) 0.036(3) 0.009(3) 0.007(2) -0.003(3) C8 0.041(4) 0.061(4) 0.062(4) 0.003(3) -0.015(3) 0.005(3) C9 0.038(3) 0.064(5) 0.064(4) -0.001(3) -0.017(3) 0.000(3) C10 0.062(4) 0.055(4) 0.051(4) 0.000(3) -0.002(3) -0.017(3) C11 0.040(3) 0.055(4) 0.034(3) 0.009(3) 0.000(3) -0.004(3) C12 0.049(4) 0.079(6) 0.063(5) -0.005(4) -0.007(4) -0.021(4) C13 0.041(4) 0.095(6) 0.057(5) 0.003(4) -0.016(3) -0.023(4) C14 0.036(4) 0.081(6) 0.062(4) 0.023(4) 0.008(3) 0.007(4) C15 0.045(4) 0.040(4) 0.051(4) 0.007(3) 0.008(3) 0.006(3) C16 0.045(4) 0.055(4) 0.043(4) 0.005(3) 0.007(3) -0.005(3) C17 0.068(6) 0.087(6) 0.060(5) 0.020(4) 0.006(4) -0.011(5) C18 0.050(4) 0.052(4) 0.051(4) -0.004(3) -0.006(3) 0.002(3) C19 0.091(7) 0.106(7) 0.043(4) 0.009(4) 0.021(4) -0.015(6) C20 0.036(3) 0.038(3) 0.050(4) -0.006(3) 0.005(3) -0.003(3) C21 0.049(4) 0.043(4) 0.061(4) -0.003(3) 0.006(3) 0.005(3) C22 0.075(6) 0.042(4) 0.120(7) 0.006(4) 0.005(5) 0.005(4) C23 0.086(7) 0.036(4) 0.154(10) 0.015(5) 0.008(6) -0.008(4) C24 0.057(5) 0.059(5) 0.117(7) -0.007(5) 0.004(5) -0.024(4) C25 0.044(4) 0.054(4) 0.064(4) 0.000(3) 0.003(3) -0.005(3) C26 0.034(3) 0.047(3) 0.044(3) 0.005(3) -0.002(2) 0.002(3) C27 0.042(4) 0.089(6) 0.072(5) -0.013(4) -0.008(4) -0.006(4) C28 0.039(4) 0.090(6) 0.065(4) -0.008(5) -0.013(3) 0.007(4) C29 0.067(5) 0.062(5) 0.058(5) 0.001(3) -0.011(4) 0.020(4) C30 0.038(3) 0.045(4) 0.039(3) -0.004(3) 0.001(3) 0.006(3) C31 0.061(5) 0.068(5) 0.063(4) 0.004(4) -0.006(4) 0.029(4) C32 0.051(4) 0.082(6) 0.053(4) -0.007(4) -0.007(3) 0.019(4) C33 0.034(4) 0.078(5) 0.081(5) -0.021(4) -0.010(4) -0.008(4) C34 0.055(4) 0.048(4) 0.054(4) -0.007(3) 0.008(3) 0.001(4) C35 0.040(3) 0.055(4) 0.036(3) -0.005(3) 0.003(3) 0.005(3) C36 0.064(5) 0.091(6) 0.056(5) -0.017(4) 0.015(4) -0.001(5) C37 0.043(4) 0.049(4) 0.058(5) 0.001(3) 0.008(3) 0.002(3) C38 0.087(6) 0.080(6) 0.048(4) -0.003(4) 0.032(4) 0.009(5) C39 0.095(7) 0.066(6) 0.111(7) 0.007(5) 0.005(6) 0.018(5) C40 0.087(7) 0.130(10) 0.133(10) 0.028(7) 0.005(7) 0.003(7) C41 0.134(10) 0.102(9) 0.146(10) -0.027(7) 0.012(8) -0.001(8) C42 0.125(10) 0.106(10) 0.125(10) -0.021(8) -0.023(8) 0.024(9) C43 0.21(2) 0.141(16) 0.29(3) -0.012(15) -0.054(18) 0.073(15) C44 0.114(11) 0.149(14) 0.27(2) 0.057(13) 0.056(12) 0.015(10) C45 0.072(7) 0.110(9) 0.143(11) 0.017(8) 0.007(6) -0.014(7) F1 0.175(10) 0.111(7) 0.177(10) -0.076(7) 0.024(8) 0.030(7) F2 0.071(4) 0.208(8) 0.114(5) 0.056(5) -0.015(3) -0.056(4) F3 0.080(5) 0.152(9) 0.098(5) 0.069(6) -0.033(4) -0.017(5) F4 0.080(5) 0.142(8) 0.095(5) 0.053(5) -0.023(4) -0.023(5) F5 0.078(4) 0.189(7) 0.095(4) 0.046(4) -0.011(3) -0.062(4) F6 0.153(9) 0.125(8) 0.180(12) -0.086(8) -0.005(8) 0.025(7) F7 0.114(5) 0.093(5) 0.268(10) 0.036(5) -0.019(6) -0.031(4) F8 0.196(8) 0.171(8) 0.148(7) -0.006(5) -0.083(6) 0.045(7) F9 0.290(13) 0.188(9) 0.132(7) 0.025(6) 0.009(8) -0.133(9) F10 0.109(5) 0.222(9) 0.129(5) 0.055(5) -0.037(4) -0.035(5) F11 0.206(9) 0.150(8) 0.159(7) -0.045(6) 0.020(7) 0.021(7) F12 0.168(8) 0.254(12) 0.189(9) -0.077(8) 0.032(7) 0.050(8) N1 0.033(3) 0.051(3) 0.042(3) 0.000(2) -0.003(2) 0.002(2) N2 0.040(3) 0.051(3) 0.034(3) 0.000(2) -0.004(2) -0.004(3) N3 0.046(3) 0.049(3) 0.044(3) -0.001(2) -0.002(2) -0.011(2) N4 0.029(3) 0.063(4) 0.048(3) 0.011(3) 0.000(2) -0.009(3) N5 0.035(3) 0.050(3) 0.035(3) -0.003(2) 0.005(2) 0.000(2) N6 0.042(3) 0.044(3) 0.043(3) 0.005(2) 0.004(2) 0.000(2) N7 0.038(3) 0.051(4) 0.060(3) -0.010(3) -0.005(3) -0.007(3) N8 0.036(3) 0.064(4) 0.049(3) 0.002(3) 0.001(3) 0.008(3) N9 0.042(3) 0.053(3) 0.052(3) 0.002(2) 0.003(2) 0.008(3) N10 0.041(3) 0.057(4) 0.043(3) -0.009(3) 0.004(3) 0.007(3) N11 0.030(3) 0.048(3) 0.036(3) -0.004(2) 0.009(2) -0.003(2) N12 0.037(3) 0.043(3) 0.046(3) -0.001(2) 0.003(2) 0.004(2) N13 0.180(14) 0.123(10) 0.147(11) -0.020(8) -0.020(9) 0.024(10) N14 0.132(10) 0.099(8) 0.207(13) 0.028(8) -0.028(9) -0.042(8) O1 0.113(5) 0.053(4) 0.097(5) 0.007(3) 0.028(4) 0.030(3) O2 0.095(5) 0.051(4) 0.113(5) 0.009(3) 0.019(4) -0.018(3) O3 0.107(6) 0.093(5) 0.227(10) -0.021(6) -0.042(6) 0.040(5) P1 0.0466(8) 0.0529(9) 0.0525(8) -0.0003(6) -0.0076(6) -0.0121(7) P2 0.0869(16) 0.0678(14) 0.0928(16) -0.0007(12) -0.0162(13) -0.0139(12) Ru1 0.0323(2) 0.0375(2) 0.0368(2) 0.00206(19) 0.00202(19) -0.0008(2) Ru2 0.0315(2) 0.0383(2) 0.0374(2) -0.00178(19) 0.00314(19) 0.0007(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.379(9) . ? C1 C6 1.381(9) . ? C1 Ru1 2.018(6) . ? C2 C3 1.392(10) . ? C2 N3 1.420(8) . ? C3 C4 1.417(12) . ? C3 H3 0.9300 . ? C4 C5 1.369(11) . ? C4 H4 0.9300 . ? C5 C6 1.383(10) . ? C5 H5 0.9300 . ? C6 N1 1.426(8) . ? C7 N2 1.320(8) . ? C7 N1 1.370(9) . ? C7 Ru1 2.090(5) . ? C8 C9 1.342(10) . ? C8 N1 1.384(8) . ? C8 H8 0.9300 . ? C9 N2 1.378(8) . ? C9 H9 0.9300 . ? C10 N2 1.457(9) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 N4 1.333(8) . ? C11 N3 1.367(8) . ? C11 Ru1 2.089(6) . ? C12 C13 1.307(11) . ? C12 N3 1.403(8) . ? C12 H12 0.9300 . ? C13 N4 1.385(10) . ? C13 H13 0.9300 . ? C14 N4 1.473(9) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 O1 1.140(8) . ? C15 Ru1 1.932(7) . ? C16 N5 1.128(8) . ? C16 C17 1.447(9) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 N6 1.146(9) . ? C18 C19 1.464(10) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C25 1.374(9) . ? C20 C21 1.382(9) . ? C20 Ru2 2.039(6) . ? C21 C22 1.390(10) . ? C21 N9 1.413(9) . ? C22 C23 1.386(13) . ? C22 H22 0.9300 . ? C23 C24 1.406(13) . ? C23 H23 0.9300 . ? C24 C25 1.365(10) . ? C24 H24 0.9300 . ? C25 N7 1.414(9) . ? C26 N8 1.334(8) . ? C26 N7 1.388(9) . ? C26 Ru2 2.089(5) . ? C27 C28 1.307(12) . ? C27 N7 1.383(9) . ? C27 H27 0.9300 . ? C28 N8 1.414(9) . ? C28 H28 0.9300 . ? C29 N8 1.449(10) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 N10 1.338(8) . ? C30 N9 1.405(8) . ? C30 Ru2 2.087(6) . ? C31 C32 1.342(11) . ? C31 N9 1.354(8) . ? C31 H31 0.9300 . ? C32 N10 1.373(9) . ? C32 H32 0.9300 . ? C33 N10 1.444(9) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 O2 1.126(9) . ? C34 Ru2 1.926(8) . ? C35 N11 1.129(7) . ? C35 C36 1.458(9) . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 N12 1.129(8) . ? C37 C38 1.450(10) . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 O3 1.154(11) . ? C39 C41 1.454(14) . ? C39 C40 1.523(14) . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 N13 1.082(15) . ? C42 C43 1.408(19) . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C44 C45 1.444(18) . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? C45 N14 1.090(15) . ? F1 P1 1.551(7) . ? F2 F3B 1.57(4) . ? F2 P1 1.566(6) . ? F3 P1 1.558(6) . ? F4 P1 1.573(7) . ? F5 P1 1.562(5) . ? F6 P1 1.530(8) . ? F7 P2 1.551(7) . ? F8 P2 1.501(7) . ? F9 P2 1.534(8) . ? F10 P2 1.548(7) . ? F11 F7B 1.06(6) . ? F11 F9B 1.31(7) . ? F11 P2 1.565(8) . ? F12 P2 1.518(8) . ? N5 Ru1 2.034(5) . ? N6 Ru1 2.012(5) . ? N11 Ru2 2.033(5) . ? N12 Ru2 2.018(6) . ? P1 F6B 1.48(3) . ? P1 F4B 1.49(4) . ? P1 F1B 1.51(4) . ? P1 F3B 1.55(3) . ? P2 F7B 1.46(6) . ? P2 F9B 1.46(7) . ? 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 C6 118.0(6) . . ? C2 C1 Ru1 121.1(5) . . ? C6 C1 Ru1 120.9(5) . . ? C1 C2 C3 122.6(7) . . ? C1 C2 N3 110.4(6) . . ? C3 C2 N3 127.0(6) . . ? C2 C3 C4 116.5(7) . . ? C2 C3 H3 121.8 . . ? C4 C3 H3 121.8 . . ? C5 C4 C3 122.3(7) . . ? C5 C4 H4 118.9 . . ? C3 C4 H4 118.9 . . ? C4 C5 C6 118.2(7) . . ? C4 C5 H5 120.9 . . ? C6 C5 H5 120.9 . . ? C1 C6 C5 122.3(7) . . ? C1 C6 N1 110.2(5) . . ? C5 C6 N1 127.5(6) . . ? N2 C7 N1 104.4(5) . . ? N2 C7 Ru1 141.1(5) . . ? N1 C7 Ru1 114.5(4) . . ? C9 C8 N1 106.2(6) . . ? C9 C8 H8 126.9 . . ? N1 C8 H8 126.9 . . ? C8 C9 N2 106.7(6) . . ? C8 C9 H9 126.6 . . ? N2 C9 H9 126.6 . . ? N2 C10 H10A 109.5 . . ? N2 C10 H10B 109.5 . . ? N2 C10 H10C 109.5 . . ? N4 C11 N3 103.3(6) . . ? N4 C11 Ru1 141.7(5) . . ? N3 C11 Ru1 115.0(4) . . ? C13 C12 N3 104.8(7) . . ? C13 C12 H12 127.6 . . ? N3 C12 H12 127.6 . . ? C12 C13 N4 109.0(6) . . ? C12 C13 H13 125.5 . . ? N4 C13 H13 125.5 . . ? N4 C14 H14A 109.5 . . ? N4 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N4 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O1 C15 Ru1 177.2(7) . . ? N5 C16 C17 176.9(8) . . ? N6 C18 C19 179.1(8) . . ? C25 C20 C21 119.8(6) . . ? C25 C20 Ru2 121.1(5) . . ? C21 C20 Ru2 118.9(5) . . ? C20 C21 C22 120.5(7) . . ? C20 C21 N9 113.0(6) . . ? C22 C21 N9 126.3(7) . . ? C23 C22 C21 117.5(8) . . ? C23 C22 H22 121.3 . . ? C21 C22 H22 121.3 . . ? C22 C23 C24 123.0(8) . . ? C22 C23 H23 118.5 . . ? C24 C23 H23 118.5 . . ? C25 C24 C23 116.7(8) . . ? C25 C24 H24 121.7 . . ? C23 C24 H24 121.7 . . ? C24 C25 C20 122.4(7) . . ? C24 C25 N7 127.2(7) . . ? C20 C25 N7 110.4(6) . . ? N8 C26 N7 105.0(5) . . ? N8 C26 Ru2 140.3(5) . . ? N7 C26 Ru2 114.7(5) . . ? C28 C27 N7 107.1(7) . . ? C28 C27 H27 126.4 . . ? N7 C27 H27 126.4 . . ? C27 C28 N8 108.3(6) . . ? C27 C28 H28 125.8 . . ? N8 C28 H28 125.8 . . ? N8 C29 H29A 109.5 . . ? N8 C29 H29B 109.5 . . ? N8 C29 H29C 109.5 . . ? N10 C30 N9 103.1(5) . . ? N10 C30 Ru2 142.2(5) . . ? N9 C30 Ru2 114.7(4) . . ? C32 C31 N9 107.1(7) . . ? C32 C31 H31 126.4 . . ? N9 C31 H31 126.4 . . ? C31 C32 N10 107.3(6) . . ? C31 C32 H32 126.4 . . ? N10 C32 H32 126.4 . . ? N10 C33 H33A 109.5 . . ? N10 C33 H33B 109.5 . . ? N10 C33 H33C 109.5 . . ? O2 C34 Ru2 175.4(7) . . ? N11 C35 C36 178.5(8) . . ? N12 C37 C38 179.2(8) . . ? O3 C39 C41 125.5(11) . . ? O3 C39 C40 118.7(11) . . ? C41 C39 C40 115.8(10) . . ? N13 C42 C43 175.6(18) . . ? C45 C44 H44A 109.5 . . ? C45 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C45 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? N14 C45 C44 176.9(16) . . ? F3B F2 P1 59.2(12) . . ? F7B F11 F9B 125(5) . . ? F7B F11 P2 64(4) . . ? F9B F11 P2 60(3) . . ? C7 N1 C8 110.5(6) . . ? C7 N1 C6 117.9(5) . . ? C8 N1 C6 131.6(6) . . ? C7 N2 C9 112.1(6) . . ? C7 N2 C10 124.0(6) . . ? C9 N2 C10 123.8(6) . . ? C11 N3 C12 111.6(6) . . ? C11 N3 C2 117.4(5) . . ? C12 N3 C2 130.9(6) . . ? C11 N4 C13 111.2(6) . . ? C11 N4 C14 124.2(6) . . ? C13 N4 C14 124.6(6) . . ? C16 N5 Ru1 180.0(7) . . ? C18 N6 Ru1 178.8(6) . . ? C27 N7 C26 110.1(6) . . ? C27 N7 C25 132.2(6) . . ? C26 N7 C25 117.8(5) . . ? C26 N8 C28 109.5(6) . . ? C26 N8 C29 125.7(6) . . ? C28 N8 C29 124.7(6) . . ? C31 N9 C30 110.7(6) . . ? C31 N9 C21 133.2(7) . . ? C30 N9 C21 116.1(5) . . ? C30 N10 C32 111.8(6) . . ? C30 N10 C33 124.2(6) . . ? C32 N10 C33 123.9(6) . . ? C35 N11 Ru2 178.9(5) . . ? C37 N12 Ru2 177.6(5) . . ? F6B P1 F4B 89.5(18) . . ? F6B P1 F1B 177(2) . . ? F4B P1 F1B 88(2) . . ? F6B P1 F6 52.5(13) . . ? F4B P1 F6 39.5(13) . . ? F1B P1 F6 125.6(18) . . ? F6B P1 F3B 96.6(17) . . ? F4B P1 F3B 161.7(19) . . ? F1B P1 F3B 86.3(19) . . ? F6 P1 F3B 137.3(15) . . ? F6B P1 F1 125.6(15) . . ? F4B P1 F1 141.7(16) . . ? F1B P1 F1 56.2(17) . . ? F6 P1 F1 177.8(7) . . ? F3B P1 F1 42.4(13) . . ? F6B P1 F3 36.0(12) . . ? F4B P1 F3 123.8(15) . . ? F1B P1 F3 145.7(18) . . ? F6 P1 F3 88.5(6) . . ? F3B P1 F3 66.8(12) . . ? F1 P1 F3 89.6(7) . . ? F6B P1 F5 89.7(11) . . ? F4B P1 F5 76.7(15) . . ? F1B P1 F5 87.9(15) . . ? F6 P1 F5 91.3(6) . . ? F3B P1 F5 120.4(15) . . ? F1 P1 F5 87.5(6) . . ? F3 P1 F5 88.0(4) . . ? F6B P1 F2 90.5(11) . . ? F4B P1 F2 102.5(15) . . ? F1B P1 F2 91.9(16) . . ? F6 P1 F2 88.2(6) . . ? F3B P1 F2 60.4(15) . . ? F1 P1 F2 93.0(6) . . ? F3 P1 F2 92.6(4) . . ? F5 P1 F2 179.2(5) . . ? F6B P1 F4 145.0(15) . . ? F4B P1 F4 56.9(15) . . ? F1B P1 F4 33.2(15) . . ? F6 P1 F4 92.5(7) . . ? F3B P1 F4 112.8(13) . . ? F1 P1 F4 89.4(6) . . ? F3 P1 F4 178.7(7) . . ? F5 P1 F4 91.2(3) . . ? F2 P1 F4 88.2(4) . . ? F7B P2 F9B 92(4) . . ? F7B P2 F8 85(2) . . ? F9B P2 F8 94(2) . . ? F7B P2 F12 141(3) . . ? F9B P2 F12 127(3) . . ? F8 P2 F12 91.3(5) . . ? F7B P2 F9 129(3) . . ? F9B P2 F9 37(3) . . ? F8 P2 F9 93.4(6) . . ? F12 P2 F9 89.9(7) . . ? F7B P2 F10 91(2) . . ? F9B P2 F10 86(2) . . ? F8 P2 F10 176.2(5) . . ? F12 P2 F10 92.1(6) . . ? F9 P2 F10 88.3(5) . . ? F7B P2 F7 49(3) . . ? F9B P2 F7 141(3) . . ? F8 P2 F7 88.5(5) . . ? F12 P2 F7 91.7(6) . . ? F9 P2 F7 177.5(5) . . ? F10 P2 F7 89.7(4) . . ? F7B P2 F11 41(3) . . ? F9B P2 F11 51(3) . . ? F8 P2 F11 89.0(5) . . ? F12 P2 F11 178.3(6) . . ? F9 P2 F11 88.5(6) . . ? F10 P2 F11 87.6(5) . . ? F7 P2 F11 89.9(5) . . ? C15 Ru1 N6 91.6(2) . . ? C15 Ru1 C1 178.7(3) . . ? N6 Ru1 C1 88.4(2) . . ? C15 Ru1 N5 90.0(2) . . ? N6 Ru1 N5 178.2(2) . . ? C1 Ru1 N5 90.0(2) . . ? C15 Ru1 C11 105.2(3) . . ? N6 Ru1 C11 90.5(2) . . ? C1 Ru1 C11 76.1(2) . . ? N5 Ru1 C11 89.7(2) . . ? C15 Ru1 C7 102.2(3) . . ? N6 Ru1 C7 88.8(2) . . ? C1 Ru1 C7 76.5(3) . . ? N5 Ru1 C7 90.22(19) . . ? C11 Ru1 C7 152.6(3) . . ? C34 Ru2 N12 90.4(2) . . ? C34 Ru2 N11 91.1(2) . . ? N12 Ru2 N11 178.5(2) . . ? C34 Ru2 C20 178.5(3) . . ? N12 Ru2 C20 89.4(2) . . ? N11 Ru2 C20 89.1(2) . . ? C34 Ru2 C30 104.3(3) . . ? N12 Ru2 C30 89.2(2) . . ? N11 Ru2 C30 90.5(2) . . ? C20 Ru2 C30 77.2(3) . . ? C34 Ru2 C26 102.6(3) . . ? N12 Ru2 C26 90.3(2) . . ? N11 Ru2 C26 89.3(2) . . ? C20 Ru2 C26 76.0(3) . . ? C30 Ru2 C26 153.1(3) . . ? F11 F7B P2 75(4) . . ? F11 F9B P2 68(3) . . ? P1 F3B F2 60.4(13) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.538 _refine_diff_density_min -1.079 _refine_diff_density_rms 0.065 _database_code_depnum_ccdc_archive 'CCDC 880396' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H21 F6 N6 O2 P Ru' _chemical_formula_weight 647.49 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' 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 Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.3335(3) _cell_length_b 8.1254(2) _cell_length_c 25.8414(7) _cell_angle_alpha 90.00 _cell_angle_beta 102.3980(10) _cell_angle_gamma 90.00 _cell_volume 2529.29(11) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9893 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 26.10 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.700 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 0.760 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8506 _exptl_absorpt_correction_T_max 0.8945 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 28945 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0180 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4470 _reflns_number_gt 3886 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0380P)^2^+1.3494P] 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 4470 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0331 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_ref 0.0712 _refine_ls_wR_factor_gt 0.0667 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 C1 C 0.7749(2) 0.9825(3) 0.12288(10) 0.0383(5) Uani 1 1 d . . . C2 C 0.7467(2) 1.0685(3) 0.07589(10) 0.0460(6) Uani 1 1 d . . . C3 C 0.8225(3) 1.0931(4) 0.04386(12) 0.0624(8) Uani 1 1 d . . . H3 H 0.8027 1.1492 0.0118 0.075 Uiso 1 1 calc R . . C4 C 0.9287(3) 1.0309(4) 0.06152(14) 0.0686(9) Uani 1 1 d . . . H4 H 0.9813 1.0488 0.0412 0.082 Uiso 1 1 calc R . . C5 C 0.9592(2) 0.9434(4) 0.10805(13) 0.0572(8) Uani 1 1 d . . . H5 H 1.0305 0.9011 0.1188 0.069 Uiso 1 1 calc R . . C6 C 0.8810(2) 0.9204(3) 0.13822(10) 0.0421(6) Uani 1 1 d . . . C7 C 0.8038(2) 0.8218(3) 0.20949(10) 0.0409(6) Uani 1 1 d . . . C8 C 0.9858(2) 0.7565(4) 0.21768(13) 0.0574(8) Uani 1 1 d . . . H8 H 1.0563 0.7483 0.2105 0.069 Uiso 1 1 calc R . . C9 C 0.9522(3) 0.6952(4) 0.25938(13) 0.0618(8) Uani 1 1 d . . . H9 H 0.9957 0.6361 0.2871 0.074 Uiso 1 1 calc R . . C10 C 0.7738(3) 0.6855(4) 0.29153(12) 0.0708(9) Uani 1 1 d . . . H10A H 0.7568 0.7805 0.3104 0.106 Uiso 1 1 calc R . . H10B H 0.8140 0.6072 0.3162 0.106 Uiso 1 1 calc R . . H10C H 0.7061 0.6364 0.2725 0.106 Uiso 1 1 calc R . . C11 C 0.5748(2) 1.0853(3) 0.10349(10) 0.0429(6) Uani 1 1 d . . . C12 C 0.5725(3) 1.2159(4) 0.02578(12) 0.0633(8) Uani 1 1 d . . . H12 H 0.5955 1.2570 -0.0037 0.076 Uiso 1 1 calc R . . C13 C 0.4735(3) 1.2343(4) 0.03708(13) 0.0661(9) Uani 1 1 d . . . H13 H 0.4137 1.2908 0.0168 0.079 Uiso 1 1 calc R . . C14 C 0.3822(3) 1.1510(5) 0.11120(16) 0.0792(11) Uani 1 1 d . . . H14A H 0.4013 1.0851 0.1427 0.119 Uiso 1 1 calc R . . H14B H 0.3183 1.1048 0.0879 0.119 Uiso 1 1 calc R . . H14C H 0.3657 1.2611 0.1206 0.119 Uiso 1 1 calc R . . C15 C 0.7078(2) 1.1371(3) 0.20648(10) 0.0407(6) Uani 1 1 d . . . C16 C 0.5533(2) 0.9075(4) 0.21321(12) 0.0546(7) Uani 1 1 d . . . C17 C 0.7464(2) 0.5426(3) 0.10934(11) 0.0457(6) Uani 1 1 d . . . C18 C 0.8425(3) 0.4687(3) 0.13756(13) 0.0549(7) Uani 1 1 d . . . H18 H 0.8459 0.4288 0.1716 0.066 Uiso 1 1 calc R . . C19 C 0.9323(3) 0.4556(4) 0.11448(15) 0.0670(9) Uani 1 1 d . . . H19 H 0.9976 0.4068 0.1327 0.080 Uiso 1 1 calc R . . C20 C 0.9247(3) 0.5147(5) 0.06452(16) 0.0733(10) Uani 1 1 d . . . H20 H 0.9848 0.5078 0.0482 0.088 Uiso 1 1 calc R . . C21 C 0.8269(3) 0.5847(5) 0.03889(13) 0.0702(9) Uani 1 1 d . . . H21 H 0.8221 0.6241 0.0047 0.084 Uiso 1 1 calc R . . C22 C 0.6454(2) 0.5629(3) 0.13193(12) 0.0518(7) Uani 1 1 d . . . H22A H 0.5905 0.4810 0.1169 0.062 Uiso 1 1 calc R . . H22B H 0.6648 0.5466 0.1700 0.062 Uiso 1 1 calc R . . F1 F 0.1745(2) 0.7133(4) 0.07332(10) 0.1192(9) Uani 1 1 d . A . F2 F 0.3627(3) 0.5666(5) 0.16107(12) 0.1567(14) Uani 1 1 d . A . F3 F 0.2072(5) 0.4635(8) 0.1015(4) 0.091(2) Uani 0.50 1 d P A 1 F4 F 0.3446(6) 0.5826(14) 0.0780(4) 0.122(3) Uani 0.50 1 d P A 1 F5 F 0.3444(6) 0.7826(7) 0.1322(6) 0.169(4) Uani 0.50 1 d P A 1 F6 F 0.1927(7) 0.6760(18) 0.1542(3) 0.144(4) Uani 0.50 1 d P A 1 F3' F 0.1985(8) 0.5639(16) 0.1511(5) 0.168(5) Uani 0.50 1 d P A 2 F4' F 0.2792(18) 0.5062(13) 0.0840(4) 0.233(7) Uani 0.50 1 d P A 2 F5' F 0.3430(4) 0.7537(14) 0.0873(2) 0.107(2) Uani 0.50 1 d P A 2 F6' F 0.2619(10) 0.8130(7) 0.1509(2) 0.121(2) Uani 0.50 1 d P A 2 H6A H 0.531(3) 0.732(4) 0.1175(11) 0.052(9) Uiso 1 1 d . . . H6B H 0.604(3) 0.755(4) 0.0876(14) 0.073(11) Uiso 1 1 d . . . N1 N 0.89449(16) 0.8347(3) 0.18725(8) 0.0425(5) Uani 1 1 d . . . N2 N 0.8413(2) 0.7348(3) 0.25427(9) 0.0508(6) Uani 1 1 d . . . N3 N 0.63515(19) 1.1233(3) 0.06659(8) 0.0470(5) Uani 1 1 d . . . N4 N 0.47507(19) 1.1541(3) 0.08466(9) 0.0523(6) Uani 1 1 d . . . N5 N 0.7378(2) 0.5997(3) 0.06024(10) 0.0570(6) Uani 1 1 d . . . N6 N 0.5982(2) 0.7303(3) 0.11994(10) 0.0461(5) Uani 1 1 d . . . O1 O 0.73677(18) 1.2553(3) 0.22907(8) 0.0608(5) Uani 1 1 d . . . O2 O 0.4943(2) 0.8923(4) 0.24075(10) 0.0940(9) Uani 1 1 d . . . P1 P 0.26953(7) 0.64187(11) 0.11790(3) 0.0579(2) Uani 1 1 d . . . Ru1 Ru 0.661013(15) 0.94641(2) 0.168598(7) 0.03532(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 0.0389(13) 0.0418(13) 0.0349(13) -0.0055(10) 0.0096(10) -0.0042(11) C2 0.0529(16) 0.0490(15) 0.0366(14) -0.0025(12) 0.0107(12) -0.0029(12) C3 0.080(2) 0.070(2) 0.0429(16) 0.0002(14) 0.0265(16) -0.0078(17) C4 0.072(2) 0.082(2) 0.064(2) -0.0164(18) 0.0417(18) -0.0148(19) C5 0.0427(15) 0.0665(19) 0.066(2) -0.0172(16) 0.0195(14) -0.0029(14) C6 0.0376(13) 0.0451(14) 0.0437(14) -0.0106(11) 0.0089(11) -0.0032(11) C7 0.0436(14) 0.0364(13) 0.0390(13) -0.0024(11) 0.0004(11) 0.0000(11) C8 0.0415(15) 0.0509(17) 0.070(2) -0.0137(15) -0.0095(14) 0.0108(13) C9 0.0612(19) 0.0525(17) 0.0601(19) 0.0016(15) -0.0127(15) 0.0157(15) C10 0.097(3) 0.065(2) 0.0492(18) 0.0164(15) 0.0118(17) 0.0025(18) C11 0.0432(14) 0.0420(14) 0.0405(14) 0.0000(11) 0.0023(11) 0.0050(11) C12 0.085(2) 0.0582(18) 0.0389(16) 0.0103(14) -0.0041(15) 0.0032(17) C13 0.070(2) 0.0586(19) 0.0579(19) 0.0091(15) -0.0126(16) 0.0125(16) C14 0.0539(19) 0.072(2) 0.113(3) 0.018(2) 0.0191(19) 0.0224(18) C15 0.0384(13) 0.0476(15) 0.0368(13) 0.0039(12) 0.0093(11) 0.0036(12) C16 0.0480(16) 0.0680(19) 0.0486(16) -0.0066(14) 0.0121(14) -0.0074(14) C17 0.0450(15) 0.0404(14) 0.0500(16) -0.0111(12) 0.0062(12) -0.0052(12) C18 0.0584(18) 0.0452(16) 0.0582(18) -0.0011(13) 0.0064(14) 0.0020(13) C19 0.0496(18) 0.065(2) 0.083(2) -0.0091(18) 0.0063(17) 0.0094(15) C20 0.058(2) 0.088(2) 0.079(3) -0.020(2) 0.0247(18) 0.0040(18) C21 0.075(2) 0.088(2) 0.0495(18) -0.0109(17) 0.0185(17) 0.0023(19) C22 0.0520(16) 0.0423(14) 0.0610(18) -0.0058(13) 0.0117(14) -0.0056(12) F1 0.0971(17) 0.142(2) 0.1058(18) 0.0457(17) -0.0055(14) 0.0218(16) F2 0.116(2) 0.233(4) 0.098(2) 0.019(2) -0.0295(17) 0.069(2) F3 0.067(3) 0.071(3) 0.128(6) 0.004(3) 0.003(3) -0.012(2) F4 0.083(4) 0.183(11) 0.121(5) -0.010(6) 0.069(4) -0.009(5) F5 0.099(5) 0.072(4) 0.319(13) -0.065(6) 0.011(7) -0.031(3) F6 0.110(6) 0.262(12) 0.067(4) -0.036(6) 0.033(3) 0.086(8) F3' 0.138(8) 0.194(9) 0.168(10) 0.088(9) 0.026(6) -0.078(7) F4' 0.41(2) 0.103(8) 0.134(10) -0.074(7) -0.054(13) 0.104(11) F5' 0.070(3) 0.175(7) 0.082(3) 0.031(4) 0.032(3) -0.006(4) F6' 0.191(8) 0.078(4) 0.102(4) -0.022(3) 0.050(5) 0.012(4) N1 0.0348(11) 0.0425(11) 0.0463(12) -0.0056(10) 0.0000(9) 0.0025(9) N2 0.0581(14) 0.0438(12) 0.0443(13) 0.0036(10) -0.0024(11) 0.0056(11) N3 0.0526(13) 0.0499(12) 0.0346(11) 0.0048(10) 0.0008(10) 0.0036(11) N4 0.0464(13) 0.0472(13) 0.0577(14) 0.0038(11) -0.0010(11) 0.0091(11) N5 0.0542(15) 0.0668(16) 0.0476(14) -0.0079(12) 0.0059(11) 0.0039(12) N6 0.0325(13) 0.0514(13) 0.0523(15) -0.0067(11) 0.0045(10) -0.0007(10) O1 0.0729(14) 0.0532(12) 0.0555(12) -0.0093(10) 0.0121(10) -0.0080(11) O2 0.0735(16) 0.152(3) 0.0688(16) -0.0140(16) 0.0416(14) -0.0317(17) P1 0.0472(4) 0.0711(5) 0.0531(4) 0.0031(4) 0.0060(3) 0.0002(4) Ru1 0.03270(12) 0.03971(12) 0.03355(12) 0.00135(8) 0.00714(8) 0.00225(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 1.379(4) . ? C1 C6 1.379(4) . ? C1 Ru1 2.041(2) . ? C2 C3 1.389(4) . ? C2 N3 1.417(4) . ? C3 C4 1.386(5) . ? C4 C5 1.378(5) . ? C5 C6 1.376(4) . ? C6 N1 1.424(3) . ? C7 N2 1.350(3) . ? C7 N1 1.367(3) . ? C7 Ru1 2.108(2) . ? C8 C9 1.331(5) . ? C8 N1 1.382(3) . ? C9 N2 1.385(4) . ? C10 N2 1.457(4) . ? C11 N4 1.344(3) . ? C11 N3 1.365(3) . ? C11 Ru1 2.114(3) . ? C12 C13 1.323(5) . ? C12 N3 1.388(3) . ? C13 N4 1.388(4) . ? C14 N4 1.457(4) . ? C15 O1 1.141(3) . ? C15 Ru1 1.857(3) . ? C16 O2 1.128(4) . ? C16 Ru1 1.963(3) . ? C17 N5 1.334(4) . ? C17 C18 1.387(4) . ? C17 C22 1.494(4) . ? C18 C19 1.370(5) . ? C19 C20 1.362(5) . ? C20 C21 1.369(5) . ? C21 N5 1.337(4) . ? C22 N6 1.486(4) . ? F1 P1 1.567(2) . ? F2 P1 1.546(3) . ? F3 P1 1.653(6) . ? F4 P1 1.601(6) . ? F5 P1 1.467(5) . ? F6 P1 1.495(6) . ? F3' P1 1.492(7) . ? F4' P1 1.430(7) . ? F5' P1 1.607(6) . ? F6' P1 1.645(5) . ? N6 Ru1 2.201(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 C6 118.8(2) . . ? C2 C1 Ru1 120.6(2) . . ? C6 C1 Ru1 120.63(19) . . ? C1 C2 C3 121.6(3) . . ? C1 C2 N3 111.1(2) . . ? C3 C2 N3 127.3(3) . . ? C4 C3 C2 117.4(3) . . ? C5 C4 C3 122.5(3) . . ? C6 C5 C4 118.1(3) . . ? C5 C6 C1 121.6(3) . . ? C5 C6 N1 127.5(3) . . ? C1 C6 N1 110.9(2) . . ? N2 C7 N1 103.9(2) . . ? N2 C7 Ru1 141.0(2) . . ? N1 C7 Ru1 115.05(17) . . ? C9 C8 N1 106.0(3) . . ? C8 C9 N2 108.0(3) . . ? N4 C11 N3 104.3(2) . . ? N4 C11 Ru1 140.8(2) . . ? N3 C11 Ru1 114.86(18) . . ? C13 C12 N3 106.4(3) . . ? C12 C13 N4 107.7(3) . . ? O1 C15 Ru1 179.0(2) . . ? O2 C16 Ru1 176.0(3) . . ? N5 C17 C18 122.4(3) . . ? N5 C17 C22 115.5(3) . . ? C18 C17 C22 122.1(3) . . ? C19 C18 C17 118.9(3) . . ? C20 C19 C18 119.2(3) . . ? C19 C20 C21 118.6(3) . . ? N5 C21 C20 123.7(3) . . ? N6 C22 C17 110.0(2) . . ? C7 N1 C8 111.5(2) . . ? C7 N1 C6 117.5(2) . . ? C8 N1 C6 131.0(2) . . ? C7 N2 C9 110.7(3) . . ? C7 N2 C10 124.8(2) . . ? C9 N2 C10 124.5(3) . . ? C11 N3 C12 110.8(2) . . ? C11 N3 C2 117.8(2) . . ? C12 N3 C2 131.4(3) . . ? C11 N4 C13 110.7(3) . . ? C11 N4 C14 125.0(2) . . ? C13 N4 C14 124.2(3) . . ? C17 N5 C21 117.1(3) . . ? C22 N6 Ru1 122.50(18) . . ? F4' P1 F5 128.7(9) . . ? F4' P1 F3' 99.3(8) . . ? F5 P1 F3' 127.0(7) . . ? F4' P1 F6 132.5(9) . . ? F5 P1 F6 98.5(6) . . ? F3' P1 F6 35.8(5) . . ? F4' P1 F2 89.4(5) . . ? F5 P1 F2 78.2(4) . . ? F3' P1 F2 81.6(4) . . ? F6 P1 F2 95.4(3) . . ? F4' P1 F1 89.0(5) . . ? F5 P1 F1 103.2(4) . . ? F3' P1 F1 98.1(4) . . ? F6 P1 F1 85.3(3) . . ? F2 P1 F1 178.4(2) . . ? F4' P1 F4 40.2(8) . . ? F5 P1 F4 88.7(5) . . ? F3' P1 F4 137.3(6) . . ? F6 P1 F4 172.7(6) . . ? F2 P1 F4 84.4(4) . . ? F1 P1 F4 94.7(4) . . ? F4' P1 F5' 90.2(8) . . ? F5 P1 F5' 44.9(5) . . ? F3' P1 F5' 170.4(6) . . ? F6 P1 F5' 134.8(6) . . ? F2 P1 F5' 99.7(3) . . ? F1 P1 F5' 80.8(2) . . ? F4 P1 F5' 52.2(4) . . ? F4' P1 F6' 172.7(7) . . ? F5 P1 F6' 46.6(4) . . ? F3' P1 F6' 87.4(5) . . ? F6 P1 F6' 53.4(5) . . ? F2 P1 F6' 94.4(3) . . ? F1 P1 F6' 87.2(3) . . ? F4 P1 F6' 134.0(5) . . ? F5' P1 F6' 83.0(4) . . ? F4' P1 F3 42.4(9) . . ? F5 P1 F3 169.0(4) . . ? F3' P1 F3 58.5(5) . . ? F6 P1 F3 90.0(6) . . ? F2 P1 F3 94.1(3) . . ? F1 P1 F3 84.4(3) . . ? F4 P1 F3 82.7(4) . . ? F5' P1 F3 130.6(4) . . ? F6' P1 F3 143.1(4) . . ? C15 Ru1 C16 89.85(12) . . ? C15 Ru1 C1 90.62(10) . . ? C16 Ru1 C1 178.79(12) . . ? C15 Ru1 C7 90.29(10) . . ? C16 Ru1 C7 103.08(12) . . ? C1 Ru1 C7 75.81(10) . . ? C15 Ru1 C11 91.17(10) . . ? C16 Ru1 C11 105.38(12) . . ? C1 Ru1 C11 75.72(10) . . ? C7 Ru1 C11 151.51(10) . . ? C15 Ru1 N6 176.28(10) . . ? C16 Ru1 N6 90.44(11) . . ? C1 Ru1 N6 89.17(10) . . ? C7 Ru1 N6 93.26(9) . . ? C11 Ru1 N6 85.18(9) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.418 _refine_diff_density_min -0.308 _refine_diff_density_rms 0.053 _database_code_depnum_ccdc_archive 'CCDC 880397' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H21 F6 N6 O P Ru' _chemical_formula_weight 619.48 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' 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 Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' 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 10.9243(7) _cell_length_b 14.5417(10) _cell_length_c 15.1796(10) _cell_angle_alpha 90.00 _cell_angle_beta 94.9790(10) _cell_angle_gamma 90.00 _cell_volume 2402.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9786 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 30.60 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.713 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 0.793 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7687 _exptl_absorpt_correction_T_max 0.8448 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 42382 _diffrn_reflns_av_R_equivalents 0.0301 _diffrn_reflns_av_sigmaI/netI 0.0192 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 30.65 _reflns_number_total 7410 _reflns_number_gt 6249 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0498P)^2^+1.4221P] 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 SHELXL _refine_ls_extinction_coef 0.0034(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7410 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0408 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0978 _refine_ls_wR_factor_gt 0.0886 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.49935(19) 0.27687(15) 0.62155(14) 0.0418(4) Uani 1 1 d . A 1 C2 C 0.54464(19) 0.36303(17) 0.64544(14) 0.0445(4) Uani 1 1 d . A 1 C3 C 0.6541(2) 0.3749(2) 0.69746(16) 0.0575(6) Uani 1 1 d . A 1 H3 H 0.6848 0.4332 0.7113 0.069 Uiso 1 1 calc R A 1 C4 C 0.7164(2) 0.2961(3) 0.7282(2) 0.0690(8) Uani 1 1 d . A 1 H4 H 0.7908 0.3026 0.7622 0.083 Uiso 1 1 calc R A 1 C5 C 0.6716(2) 0.2088(2) 0.70986(19) 0.0629(7) Uani 1 1 d . A 1 H5 H 0.7132 0.1571 0.7329 0.075 Uiso 1 1 calc R A 1 C6 C 0.5628(2) 0.20029(18) 0.65612(15) 0.0485(5) Uani 1 1 d . A 1 C7 C 0.3849(2) 0.12657(16) 0.58502(15) 0.0471(5) Uani 1 1 d . A 1 C8 C 0.5310(3) 0.0272(2) 0.64437(19) 0.0660(7) Uani 1 1 d . A 1 H8 H 0.6032 0.0049 0.6737 0.079 Uiso 1 1 calc R A 1 C9 C 0.4372(4) -0.0225(2) 0.6059(2) 0.0726(9) Uani 1 1 d . A 1 H9 H 0.4324 -0.0863 0.6035 0.087 Uiso 1 1 calc R A 1 C10 C 0.35542(19) 0.40700(15) 0.56566(13) 0.0399(4) Uani 1 1 d . A 1 C11 C 0.4741(3) 0.52805(17) 0.61516(18) 0.0558(6) Uani 1 1 d . A 1 H11 H 0.5388 0.5617 0.6430 0.067 Uiso 1 1 calc R A 1 C12 C 0.3734(3) 0.56150(17) 0.57034(18) 0.0579(6) Uani 1 1 d . A 1 H12 H 0.3548 0.6233 0.5609 0.069 Uiso 1 1 calc R A 1 C13 C 0.0687(2) 0.23078(14) 0.58980(18) 0.0469(5) Uani 1 1 d . B 1 C14 C -0.0582(3) 0.22533(18) 0.5778(3) 0.0679(8) Uani 1 1 d . B 1 H14 H -0.1029 0.2108 0.6253 0.082 Uiso 1 1 calc R B 1 C15 C -0.1177(3) 0.2413(2) 0.4963(3) 0.0821(12) Uani 1 1 d . B 1 H15 H -0.2029 0.2375 0.4877 0.098 Uiso 1 1 calc R B 1 C16 C -0.0494(3) 0.2631(2) 0.4273(3) 0.0774(10) Uani 1 1 d . B 1 H16 H -0.0878 0.2748 0.3713 0.093 Uiso 1 1 calc R B 1 C17 C 0.0764(3) 0.26743(19) 0.44229(19) 0.0599(6) Uani 1 1 d . B 1 H17 H 0.1223 0.2820 0.3954 0.072 Uiso 1 1 calc R B 1 C18 C 0.1391(2) 0.21193(18) 0.67639(17) 0.0534(5) Uani 1 1 d . B 1 H18A H 0.0890 0.2269 0.7242 0.064 Uiso 1 1 calc R B 1 H18B H 0.1599 0.1472 0.6806 0.064 Uiso 1 1 calc R B 1 C19 C 0.3863(2) 0.25795(16) 0.44732(17) 0.0472(5) Uani 1 1 d . A 1 C20 C 0.1840(3) 0.4960(2) 0.48854(19) 0.0636(7) Uani 1 1 d . A 1 H20A H 0.1778 0.4497 0.4433 0.095 Uiso 1 1 calc R A 1 H20B H 0.1779 0.5558 0.4617 0.095 Uiso 1 1 calc R A 1 H20C H 0.1187 0.4881 0.5263 0.095 Uiso 1 1 calc R A 1 C21 C 0.2332(3) 0.0127(2) 0.5216(2) 0.0764(9) Uani 1 1 d . A 1 H21A H 0.1722 0.0025 0.5625 0.115 Uiso 1 1 calc R A 1 H21B H 0.2449 -0.0428 0.4890 0.115 Uiso 1 1 calc R A 1 H21C H 0.2065 0.0610 0.4814 0.115 Uiso 1 1 calc R A 1 F1 F 0.0340(3) 0.4286(2) 0.66488(17) 0.1420(12) Uani 1 1 d . C 1 F2 F 0.0280(5) 0.3834(2) 0.7922(3) 0.161(2) Uani 0.811(6) 1 d P C 1 F3 F 0.0627(4) 0.5312(3) 0.84343(19) 0.1789(17) Uani 1 1 d . . . F4 F 0.0674(5) 0.5770(2) 0.7146(3) 0.1498(19) Uani 0.811(6) 1 d P C 1 F5 F 0.1890(3) 0.4606(3) 0.7623(4) 0.155(2) Uani 0.811(6) 1 d P C 1 F6 F -0.0926(3) 0.5017(3) 0.7442(3) 0.1289(18) Uani 0.811(6) 1 d P C 1 N1 N 0.49779(19) 0.11807(14) 0.63140(14) 0.0515(4) Uani 1 1 d . . . N2 N 0.3487(2) 0.03887(15) 0.57019(15) 0.0568(5) Uani 1 1 d . . . N3 N 0.46318(17) 0.43328(13) 0.61194(12) 0.0436(4) Uani 1 1 d . . . N4 N 0.30154(18) 0.48747(13) 0.54047(13) 0.0464(4) Uani 1 1 d . . . N5 N 0.13594(18) 0.25139(12) 0.52225(14) 0.0437(4) Uani 1 1 d . . . N6 N 0.25256(19) 0.26782(13) 0.68453(12) 0.0444(4) Uani 1 1 d . . . H6A H 0.3060 0.2450 0.7275 0.053 Uiso 1 1 calc R B 1 H6B H 0.2350 0.3262 0.6985 0.053 Uiso 1 1 calc R B 1 O1 O 0.4179(3) 0.25378(16) 0.37720(15) 0.0754(6) Uani 1 1 d . . . P1 P 0.04801(6) 0.47987(4) 0.75491(4) 0.04983(14) Uani 1 1 d . C . Ru1 Ru 0.332297(14) 0.263566(11) 0.558201(10) 0.03607(6) Uani 1 1 d . A . F7 F 0.1296(12) 0.4051(9) 0.8073(7) 0.075(3) Uiso 0.189(6) 1 d P C 2 F8 F -0.0278(12) 0.5513(9) 0.7074(7) 0.079(3) Uiso 0.189(6) 1 d P C 2 F9 F -0.0511(17) 0.4548(12) 0.8117(12) 0.119(6) Uiso 0.189(6) 1 d P C 2 F10 F 0.1571(19) 0.4971(13) 0.7068(11) 0.119(6) Uiso 0.189(6) 1 d P C 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 C1 0.0349(9) 0.0496(11) 0.0408(10) 0.0050(8) 0.0024(7) 0.0030(8) C2 0.0359(9) 0.0554(12) 0.0419(10) 0.0030(9) 0.0026(8) -0.0023(8) C3 0.0420(11) 0.0735(17) 0.0558(13) -0.0021(12) -0.0024(10) -0.0085(11) C4 0.0381(12) 0.104(2) 0.0623(16) 0.0067(16) -0.0091(11) 0.0015(14) C5 0.0437(12) 0.0840(19) 0.0605(14) 0.0164(14) 0.0019(10) 0.0179(12) C6 0.0405(10) 0.0579(13) 0.0479(11) 0.0099(10) 0.0084(8) 0.0093(9) C7 0.0523(12) 0.0423(11) 0.0485(11) 0.0032(9) 0.0141(9) 0.0042(9) C8 0.0759(18) 0.0564(15) 0.0675(16) 0.0176(13) 0.0175(14) 0.0248(14) C9 0.102(2) 0.0444(13) 0.0752(18) 0.0105(13) 0.0286(17) 0.0169(15) C10 0.0422(10) 0.0391(10) 0.0385(9) 0.0037(7) 0.0049(7) -0.0015(8) C11 0.0632(15) 0.0469(12) 0.0576(13) -0.0004(10) 0.0071(11) -0.0134(11) C12 0.0711(16) 0.0374(11) 0.0657(15) 0.0035(10) 0.0093(12) -0.0018(11) C13 0.0417(10) 0.0360(10) 0.0637(14) -0.0034(9) 0.0096(10) -0.0037(8) C14 0.0449(13) 0.0478(14) 0.113(3) -0.0022(14) 0.0172(15) -0.0036(10) C15 0.0417(14) 0.0536(16) 0.147(4) -0.0061(18) -0.0151(18) -0.0021(11) C16 0.0629(18) 0.0641(18) 0.098(3) -0.0094(16) -0.0336(18) -0.0013(13) C17 0.0584(15) 0.0631(16) 0.0545(14) -0.0058(11) -0.0152(11) -0.0037(11) C18 0.0580(13) 0.0501(12) 0.0545(13) 0.0047(10) 0.0192(11) -0.0061(11) C19 0.0496(12) 0.0475(11) 0.0448(11) 0.0001(9) 0.0056(9) -0.0019(9) C20 0.0605(15) 0.0611(15) 0.0675(16) 0.0170(13) -0.0042(12) 0.0119(12) C21 0.087(2) 0.0527(16) 0.090(2) -0.0124(15) 0.0097(18) -0.0149(15) F1 0.176(3) 0.144(2) 0.0980(17) -0.0650(17) -0.0301(17) 0.041(2) F2 0.234(6) 0.0664(19) 0.194(4) 0.051(2) 0.082(4) -0.001(2) F3 0.240(4) 0.180(3) 0.1019(19) -0.084(2) -0.068(2) 0.089(3) F4 0.183(5) 0.0623(18) 0.210(4) 0.040(2) 0.047(3) -0.017(2) F5 0.0523(15) 0.144(4) 0.263(6) -0.086(4) -0.029(2) 0.0233(19) F6 0.0574(15) 0.130(3) 0.196(4) -0.069(3) -0.0062(19) 0.0073(17) N1 0.0547(11) 0.0468(10) 0.0545(11) 0.0099(8) 0.0131(9) 0.0137(8) N2 0.0749(14) 0.0385(10) 0.0594(12) -0.0003(8) 0.0191(10) 0.0021(9) N3 0.0429(9) 0.0435(9) 0.0443(9) 0.0009(7) 0.0025(7) -0.0068(7) N4 0.0507(10) 0.0414(9) 0.0474(9) 0.0073(7) 0.0051(8) 0.0041(8) N5 0.0408(9) 0.0429(9) 0.0466(10) -0.0046(7) -0.0012(7) -0.0026(7) N6 0.0516(10) 0.0453(10) 0.0366(8) 0.0018(7) 0.0052(7) 0.0000(7) O1 0.0970(18) 0.0850(15) 0.0473(11) -0.0083(9) 0.0250(11) -0.0116(12) P1 0.0539(3) 0.0412(3) 0.0536(3) -0.0064(2) -0.0004(3) -0.0006(2) Ru1 0.03537(9) 0.03786(10) 0.03484(9) 0.00182(5) 0.00220(6) 0.00013(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 C1 C2 1.384(3) . ? C1 C6 1.390(3) . ? C1 Ru1 1.997(2) . ? C2 C3 1.385(3) . ? C2 N3 1.420(3) . ? C3 C4 1.392(4) . ? C3 H3 0.9300 . ? C4 C5 1.380(5) . ? C4 H4 0.9300 . ? C5 C6 1.388(4) . ? C5 H5 0.9300 . ? C6 N1 1.424(3) . ? C7 N2 1.348(3) . ? C7 N1 1.371(3) . ? C7 Ru1 2.103(2) . ? C8 C9 1.345(5) . ? C8 N1 1.380(3) . ? C8 H8 0.9300 . ? C9 N2 1.391(4) . ? C9 H9 0.9300 . ? C10 N4 1.350(3) . ? C10 N3 1.372(3) . ? C10 Ru1 2.103(2) . ? C11 C12 1.334(4) . ? C11 N3 1.384(3) . ? C11 H11 0.9300 . ? C12 N4 1.385(3) . ? C12 H12 0.9300 . ? C13 N5 1.346(3) . ? C13 C14 1.385(4) . ? C13 C18 1.489(4) . ? C14 C15 1.366(6) . ? C14 H14 0.9300 . ? C15 C16 1.375(6) . ? C15 H15 0.9300 . ? C16 C17 1.375(5) . ? C16 H16 0.9300 . ? C17 N5 1.347(3) . ? C17 H17 0.9300 . ? C18 N6 1.479(3) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 O1 1.149(3) . ? C19 Ru1 1.833(3) . ? C20 N4 1.452(3) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 N2 1.456(4) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? F1 P1 1.553(2) . ? F2 P1 1.535(3) . ? F3 P1 1.533(2) . ? F3 F9 1.705(17) . ? F4 P1 1.562(3) . ? F5 P1 1.560(3) . ? F6 P1 1.563(3) . ? N5 Ru1 2.1742(19) . ? N6 Ru1 2.1749(19) . ? N6 H6A 0.9000 . ? N6 H6B 0.9000 . ? P1 F10 1.473(18) . ? P1 F8 1.477(11) . ? P1 F9 1.487(16) . ? P1 F7 1.576(11) . ? 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 C6 118.1(2) . . ? C2 C1 Ru1 120.33(15) . . ? C6 C1 Ru1 120.60(18) . . ? C1 C2 C3 122.2(2) . . ? C1 C2 N3 111.03(18) . . ? C3 C2 N3 126.7(2) . . ? C2 C3 C4 117.5(3) . . ? C2 C3 H3 121.3 . . ? C4 C3 H3 121.3 . . ? C5 C4 C3 122.4(2) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 118.1(3) . . ? C4 C5 H5 121.0 . . ? C6 C5 H5 121.0 . . ? C5 C6 C1 121.6(3) . . ? C5 C6 N1 127.7(2) . . ? C1 C6 N1 110.6(2) . . ? N2 C7 N1 103.8(2) . . ? N2 C7 Ru1 142.4(2) . . ? N1 C7 Ru1 113.78(16) . . ? C9 C8 N1 105.8(3) . . ? C9 C8 H8 127.1 . . ? N1 C8 H8 127.1 . . ? C8 C9 N2 107.6(3) . . ? C8 C9 H9 126.2 . . ? N2 C9 H9 126.2 . . ? N4 C10 N3 103.72(19) . . ? N4 C10 Ru1 142.85(17) . . ? N3 C10 Ru1 113.43(15) . . ? C12 C11 N3 106.3(2) . . ? C12 C11 H11 126.9 . . ? N3 C11 H11 126.9 . . ? C11 C12 N4 107.6(2) . . ? C11 C12 H12 126.2 . . ? N4 C12 H12 126.2 . . ? N5 C13 C14 121.2(3) . . ? N5 C13 C18 116.1(2) . . ? C14 C13 C18 122.6(3) . . ? C15 C14 C13 120.1(3) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 118.8(3) . . ? C14 C15 H15 120.6 . . ? C16 C15 H15 120.6 . . ? C15 C16 C17 119.0(3) . . ? C15 C16 H16 120.5 . . ? C17 C16 H16 120.5 . . ? N5 C17 C16 122.6(3) . . ? N5 C17 H17 118.7 . . ? C16 C17 H17 118.7 . . ? N6 C18 C13 109.71(19) . . ? N6 C18 H18A 109.7 . . ? C13 C18 H18A 109.7 . . ? N6 C18 H18B 109.7 . . ? C13 C18 H18B 109.7 . . ? H18A C18 H18B 108.2 . . ? O1 C19 Ru1 178.6(3) . . ? N4 C20 H20A 109.5 . . ? N4 C20 H20B 109.5 . . ? N4 C20 H20C 109.5 . . ? N2 C21 H21A 109.5 . . ? N2 C21 H21B 109.5 . . ? N2 C21 H21C 109.5 . . ? P1 F3 F9 54.4(6) . . ? C7 N1 C8 111.9(2) . . ? C7 N1 C6 117.72(19) . . ? C8 N1 C6 130.4(2) . . ? C7 N2 C9 111.0(3) . . ? C7 N2 C21 124.1(2) . . ? C9 N2 C21 124.9(3) . . ? C10 N3 C11 111.3(2) . . ? C10 N3 C2 117.80(18) . . ? C11 N3 C2 130.9(2) . . ? C10 N4 C12 111.1(2) . . ? C10 N4 C20 124.8(2) . . ? C12 N4 C20 124.1(2) . . ? C13 N5 C17 118.2(2) . . ? C13 N5 Ru1 114.74(16) . . ? C17 N5 Ru1 126.91(19) . . ? C18 N6 Ru1 107.93(14) . . ? C18 N6 H6A 110.1 . . ? Ru1 N6 H6A 110.1 . . ? C18 N6 H6B 110.1 . . ? Ru1 N6 H6B 110.1 . . ? H6A N6 H6B 108.4 . . ? F10 P1 F8 94.7(9) . . ? F10 P1 F9 172.3(10) . . ? F8 P1 F9 92.8(9) . . ? F10 P1 F3 108.9(7) . . ? F8 P1 F3 95.6(5) . . ? F9 P1 F3 68.7(7) . . ? F10 P1 F2 119.1(8) . . ? F8 P1 F2 137.0(6) . . ? F9 P1 F2 55.1(7) . . ? F3 P1 F2 97.4(3) . . ? F10 P1 F1 70.5(7) . . ? F8 P1 F1 84.3(4) . . ? F9 P1 F1 111.9(7) . . ? F3 P1 F1 179.4(3) . . ? F2 P1 F1 83.1(2) . . ? F10 P1 F5 39.6(7) . . ? F8 P1 F5 132.1(6) . . ? F9 P1 F5 132.7(8) . . ? F3 P1 F5 89.8(2) . . ? F2 P1 F5 88.9(3) . . ? F1 P1 F5 89.9(2) . . ? F10 P1 F4 60.5(8) . . ? F8 P1 F4 42.4(5) . . ? F9 P1 F4 125.4(7) . . ? F3 P1 F4 84.0(2) . . ? F2 P1 F4 178.6(3) . . ? F1 P1 F4 95.5(2) . . ? F5 P1 F4 91.4(3) . . ? F10 P1 F6 138.0(8) . . ? F8 P1 F6 45.7(5) . . ? F9 P1 F6 49.6(7) . . ? F3 P1 F6 91.1(2) . . ? F2 P1 F6 93.1(3) . . ? F1 P1 F6 89.15(19) . . ? F5 P1 F6 177.7(3) . . ? F4 P1 F6 86.6(2) . . ? F10 P1 F7 85.5(8) . . ? F8 P1 F7 178.8(6) . . ? F9 P1 F7 87.0(8) . . ? F3 P1 F7 83.3(4) . . ? F2 P1 F7 43.6(4) . . ? F1 P1 F7 96.9(4) . . ? F5 P1 F7 47.8(4) . . ? F4 P1 F7 137.0(6) . . ? F6 P1 F7 134.4(5) . . ? C19 Ru1 C1 95.33(10) . . ? C19 Ru1 C7 91.79(9) . . ? C1 Ru1 C7 77.03(9) . . ? C19 Ru1 C10 92.69(9) . . ? C1 Ru1 C10 77.14(9) . . ? C7 Ru1 C10 154.09(9) . . ? C19 Ru1 N5 98.92(10) . . ? C1 Ru1 N5 165.74(8) . . ? C7 Ru1 N5 102.62(8) . . ? C10 Ru1 N5 101.86(7) . . ? C19 Ru1 N6 175.11(9) . . ? C1 Ru1 N6 89.54(8) . . ? C7 Ru1 N6 88.85(8) . . ? C10 Ru1 N6 88.84(7) . . ? N5 Ru1 N6 76.21(8) . . ? P1 F9 F3 56.9(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 30.65 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.637 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.070 _database_code_depnum_ccdc_archive 'CCDC 880398' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H21 I N6 O Ru ' _chemical_formula_weight 649.45 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' 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.4655(5) _cell_length_b 15.8272(9) _cell_length_c 18.9515(11) _cell_angle_alpha 90.00 _cell_angle_beta 100.909(2) _cell_angle_gamma 90.00 _cell_volume 2493.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7097 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 26.24 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.730 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 1.896 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8044 _exptl_absorpt_correction_T_max 0.9631 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 24610 _diffrn_reflns_av_R_equivalents 0.0470 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 26.43 _reflns_number_total 5115 _reflns_number_gt 3879 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0613P)^2^+10.2609P] 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 5115 _refine_ls_number_parameters 249 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0710 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1343 _refine_ls_wR_factor_gt 0.1206 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N5 N 0.9343(3) 0.51451(16) 0.14021(15) 0.0420(12) Uani 1 1 d G . . C16 C 1.0744(3) 0.5196(2) 0.1123(2) 0.0546(18) Uani 1 1 d G . . H16 H 1.1391 0.5675 0.1206 0.065 Uiso 1 1 calc R . . C17 C 1.1179(4) 0.4533(3) 0.07185(19) 0.069(2) Uani 1 1 d G . . H17 H 1.2117 0.4567 0.0532 0.083 Uiso 1 1 calc R . . C18 C 1.0213(5) 0.3818(2) 0.0593(2) 0.078(3) Uani 1 1 d G . . H18 H 1.0504 0.3374 0.0323 0.094 Uiso 1 1 calc R . . C19 C 0.8811(4) 0.37668(18) 0.08728(19) 0.066(2) Uani 1 1 d G . . H19 H 0.8165 0.3289 0.0789 0.079 Uiso 1 1 calc R . . C20 C 0.8376(3) 0.44303(14) 0.12771(12) 0.0480(16) Uani 1 1 d G . . N6 N 0.6772(3) 0.51761(16) 0.19795(16) 0.0453(13) Uani 1 1 d G . . C21 C 0.7042(3) 0.44278(14) 0.16370(13) 0.0493(16) Uani 1 1 d G . . C22 C 0.5922(4) 0.37769(17) 0.1577(2) 0.064(2) Uani 1 1 d G . . H22 H 0.6103 0.3276 0.1348 0.077 Uiso 1 1 calc R . . C23 C 0.4533(4) 0.3874(2) 0.1859(2) 0.079(3) Uani 1 1 d G . . H23 H 0.3783 0.3439 0.1819 0.094 Uiso 1 1 calc R . . C24 C 0.4263(3) 0.4622(3) 0.2202(2) 0.082(3) Uani 1 1 d G . . H24 H 0.3333 0.4687 0.2390 0.099 Uiso 1 1 calc R . . C25 C 0.5382(4) 0.5273(2) 0.2262(2) 0.063(2) Uani 1 1 d G . . H25 H 0.5202 0.5774 0.2491 0.076 Uiso 1 1 calc R . . C7 C 1.0168(4) 0.5709(3) 0.29379(18) 0.0370(13) Uani 1 1 d G . . N3 N 1.1643(4) 0.6162(2) 0.30495(19) 0.0399(12) Uani 1 1 d G . . C8 C 1.2632(4) 0.5845(3) 0.3684(2) 0.0479(16) Uani 1 1 d G . . H8 H 1.3664 0.6031 0.3881 0.058 Uiso 1 1 calc R . . C9 C 1.1769(5) 0.5197(3) 0.39645(19) 0.0540(18) Uani 1 1 d G . . H9 H 1.2137 0.4883 0.4378 0.065 Uiso 1 1 calc R . . N4 N 1.0247(5) 0.5112(2) 0.3503(2) 0.0449(13) Uani 1 1 d G . . C1 C 1.0500(4) 0.6861(2) 0.2041(2) 0.0348(12) Uani 1 1 d G . . C2 C 1.0516(4) 0.7461(3) 0.15068(18) 0.0380(13) Uani 1 1 d G . . C3 C 1.1868(5) 0.7963(2) 0.1519(2) 0.0518(17) Uani 1 1 d G . . H3 H 1.1878 0.8365 0.1162 0.062 Uiso 1 1 calc R . . C4 C 1.3204(4) 0.7866(3) 0.2065(2) 0.0570(19) Uani 1 1 d G . . H4 H 1.4108 0.8202 0.2074 0.068 Uiso 1 1 calc R . . C5 C 1.3188(4) 0.7265(3) 0.2600(2) 0.0477(16) Uani 1 1 d G . . H5 H 1.4082 0.7200 0.2965 0.057 Uiso 1 1 calc R . . C6 C 1.1836(4) 0.6763(2) 0.25873(18) 0.0364(13) Uani 1 1 d G . . C10 C 0.9051(10) 0.4555(4) 0.3606(4) 0.0560(19) Uani 1 1 d . . . H10A H 0.8196 0.4861 0.3758 0.084 Uiso 1 1 calc R . . H10B H 0.9488 0.4150 0.3968 0.084 Uiso 1 1 calc R . . H10C H 0.8641 0.4267 0.3164 0.084 Uiso 1 1 calc R . . N2 N 0.6522(4) 0.7065(3) 0.0606(2) 0.0466(13) Uani 1 1 d G . . C13 C 0.6862(5) 0.7766(3) 0.0191(2) 0.0569(19) Uani 1 1 d G . . H13 H 0.6153 0.8015 -0.0187 0.068 Uiso 1 1 calc R . . C12 C 0.8476(5) 0.8018(2) 0.0453(2) 0.0482(16) Uani 1 1 d G . . H12 H 0.9010 0.8462 0.0277 0.058 Uiso 1 1 calc R . . N1 N 0.9133(4) 0.7474(3) 0.1030(2) 0.0427(12) Uani 1 1 d G . . C11 C 0.7925(5) 0.6886(2) 0.11244(19) 0.0384(13) Uani 1 1 d G . . O1 O 0.6987(6) 0.7497(3) 0.2716(3) 0.0537(12) Uani 1 1 d . . . C14 C 0.5072(9) 0.6652(6) 0.0547(5) 0.067(2) Uani 1 1 d . . . H14A H 0.4208 0.7044 0.0399 0.101 Uiso 1 1 calc R . . H14B H 0.4985 0.6413 0.1003 0.101 Uiso 1 1 calc R . . H14C H 0.5012 0.6209 0.0196 0.101 Uiso 1 1 calc R . . C15 C 0.7624(7) 0.6944(4) 0.2486(3) 0.0379(13) Uani 1 1 d . . . I1 I 0.77349(6) 0.14466(3) 0.05226(2) 0.05197(16) Uani 1 1 d . . . Ru1 Ru 0.85691(5) 0.61231(3) 0.20228(3) 0.03303(14) 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 N5 0.043(3) 0.042(3) 0.038(3) -0.004(2) 0.002(2) 0.006(2) C16 0.053(4) 0.063(5) 0.049(4) -0.008(3) 0.011(3) 0.009(3) C17 0.070(5) 0.074(6) 0.064(5) -0.014(4) 0.016(4) 0.022(4) C18 0.104(7) 0.070(6) 0.059(5) -0.019(4) 0.009(5) 0.036(5) C19 0.091(6) 0.041(4) 0.056(5) -0.009(3) -0.008(4) 0.012(4) C20 0.065(4) 0.035(3) 0.038(3) 0.001(3) -0.007(3) 0.008(3) N6 0.040(3) 0.038(3) 0.055(3) 0.007(3) 0.001(2) -0.001(2) C21 0.056(4) 0.036(4) 0.051(4) 0.000(3) -0.002(3) -0.006(3) C22 0.076(5) 0.031(4) 0.075(5) 0.001(3) -0.013(4) -0.008(3) C23 0.054(5) 0.063(5) 0.108(7) 0.034(5) -0.012(5) -0.020(4) C24 0.057(5) 0.062(6) 0.131(9) 0.006(6) 0.026(5) -0.018(4) C25 0.045(4) 0.058(5) 0.087(6) 0.002(4) 0.015(4) -0.005(3) C7 0.041(3) 0.036(3) 0.035(3) -0.001(3) 0.011(3) 0.002(3) N3 0.035(3) 0.045(3) 0.037(3) -0.001(2) 0.000(2) 0.005(2) C8 0.051(4) 0.052(4) 0.035(3) 0.000(3) -0.007(3) 0.013(3) C9 0.067(5) 0.053(4) 0.040(4) 0.004(3) 0.006(3) 0.012(4) N4 0.060(3) 0.038(3) 0.037(3) 0.004(2) 0.009(2) 0.012(3) C1 0.034(3) 0.034(3) 0.036(3) 0.001(3) 0.005(2) -0.003(2) C2 0.039(3) 0.040(3) 0.036(3) 0.003(3) 0.010(3) 0.003(3) C3 0.059(4) 0.046(4) 0.055(4) 0.014(3) 0.023(3) -0.006(3) C4 0.044(4) 0.056(4) 0.074(5) 0.004(4) 0.017(4) -0.010(3) C5 0.037(3) 0.055(4) 0.050(4) 0.000(3) 0.003(3) -0.002(3) C6 0.036(3) 0.039(3) 0.034(3) 0.000(3) 0.006(2) 0.001(3) C10 0.075(5) 0.035(4) 0.063(5) 0.014(3) 0.027(4) 0.003(3) N2 0.047(3) 0.056(3) 0.034(3) 0.002(3) -0.001(2) 0.014(3) C13 0.065(5) 0.059(5) 0.045(4) 0.010(3) 0.006(3) 0.018(4) C12 0.059(4) 0.047(4) 0.040(4) 0.015(3) 0.013(3) 0.013(3) N1 0.051(3) 0.044(3) 0.034(3) 0.005(2) 0.010(2) 0.005(2) C11 0.042(3) 0.042(3) 0.031(3) -0.001(3) 0.003(2) 0.005(3) O1 0.049(3) 0.052(3) 0.060(3) -0.013(2) 0.013(2) 0.005(2) C14 0.048(4) 0.077(6) 0.066(5) 0.003(4) -0.019(4) -0.004(4) C15 0.031(3) 0.040(3) 0.043(3) 0.003(3) 0.006(3) -0.006(3) I1 0.0610(3) 0.0482(3) 0.0461(3) -0.0039(2) 0.0085(2) -0.0075(2) Ru1 0.0334(2) 0.0312(3) 0.0336(3) 0.0003(2) 0.00412(18) -0.00110(19) _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 N5 C16 1.3900 . ? N5 C20 1.3900 . ? N5 Ru1 2.121(3) . ? C16 C17 1.3900 . ? C16 H16 0.9300 . ? C17 C18 1.3900 . ? C17 H17 0.9300 . ? C18 C19 1.3900 . ? C18 H18 0.9300 . ? C19 C20 1.3900 . ? C19 H19 0.9300 . ? C20 C21 1.4257 . ? N6 C25 1.3900 . ? N6 C21 1.3900 . ? N6 Ru1 2.126(3) . ? C21 C22 1.3900 . ? C22 C23 1.3900 . ? C22 H22 0.9300 . ? C23 C24 1.3900 . ? C23 H23 0.9300 . ? C24 C25 1.3900 . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C7 N3 1.4200 . ? C7 N4 1.4200 . ? C7 Ru1 2.093(3) . ? N3 C6 1.325(4) . ? N3 C8 1.4200 . ? C8 C9 1.4200 . ? C8 H8 0.9300 . ? C9 N4 1.4200 . ? C9 H9 0.9300 . ? N4 C10 1.384(8) . ? C1 C2 1.3900 . ? C1 C6 1.3900 . ? C1 Ru1 2.004(3) . ? C2 N1 1.337(4) . ? C2 C3 1.3900 . ? C3 C4 1.3900 . ? C3 H3 0.9300 . ? C4 C5 1.3900 . ? C4 H4 0.9300 . ? C5 C6 1.3900 . ? C5 H5 0.9300 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? N2 C14 1.377(8) . ? N2 C11 1.4200 . ? N2 C13 1.4200 . ? C13 C12 1.4200 . ? C13 H13 0.9300 . ? C12 N1 1.4200 . ? C12 H12 0.9300 . ? N1 C11 1.4200 . ? C11 Ru1 2.074(3) . ? O1 C15 1.155(8) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 Ru1 1.835(7) . ? 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 C16 N5 C20 120.0 . . ? C16 N5 Ru1 122.94(8) . . ? C20 N5 Ru1 117.06(8) . . ? C17 C16 N5 120.0 . . ? C17 C16 H16 120.0 . . ? N5 C16 H16 120.0 . . ? C16 C17 C18 120.0 . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C17 C18 C19 120.0 . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C20 C19 C18 120.0 . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C19 C20 N5 120.0 . . ? C19 C20 C21 125.3 . . ? N5 C20 C21 114.5 . . ? C25 N6 C21 120.0 . . ? C25 N6 Ru1 123.96(8) . . ? C21 N6 Ru1 116.04(8) . . ? C22 C21 N6 120.0 . . ? C22 C21 C20 123.5 . . ? N6 C21 C20 115.9 . . ? C21 C22 C23 120.0 . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C24 C23 C22 120.0 . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 C25 120.0 . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C24 C25 N6 120.0 . . ? C24 C25 H25 120.0 . . ? N6 C25 H25 120.0 . . ? N3 C7 N4 108.0 . . ? N3 C7 Ru1 112.2(2) . . ? N4 C7 Ru1 139.8(2) . . ? C6 N3 C7 118.7(3) . . ? C6 N3 C8 133.3(3) . . ? C7 N3 C8 108.0 . . ? C9 C8 N3 108.0 . . ? C9 C8 H8 126.0 . . ? N3 C8 H8 126.0 . . ? C8 C9 N4 108.0 . . ? C8 C9 H9 126.0 . . ? N4 C9 H9 126.0 . . ? C10 N4 C9 125.2(4) . . ? C10 N4 C7 126.8(4) . . ? C9 N4 C7 108.0 . . ? C2 C1 C6 120.0 . . ? C2 C1 Ru1 120.4(2) . . ? C6 C1 Ru1 119.6(2) . . ? N1 C2 C1 112.1(3) . . ? N1 C2 C3 127.9(3) . . ? C1 C2 C3 120.0 . . ? C2 C3 C4 120.0 . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C6 C5 C4 120.0 . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? N3 C6 C5 127.2(3) . . ? N3 C6 C1 112.8(3) . . ? C5 C6 C1 120.0 . . ? N4 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C14 N2 C11 125.2(4) . . ? C14 N2 C13 126.7(4) . . ? C11 N2 C13 108.0 . . ? C12 C13 N2 108.0 . . ? C12 C13 H13 126.0 . . ? N2 C13 H13 126.0 . . ? C13 C12 N1 108.0 . . ? C13 C12 H12 126.0 . . ? N1 C12 H12 126.0 . . ? C2 N1 C11 117.6(3) . . ? C2 N1 C12 134.1(3) . . ? C11 N1 C12 108.0 . . ? N1 C11 N2 108.0 . . ? N1 C11 Ru1 113.7(2) . . ? N2 C11 Ru1 137.8(2) . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O1 C15 Ru1 173.6(6) . . ? C15 Ru1 C1 90.4(2) . . ? C15 Ru1 C11 84.8(2) . . ? C1 Ru1 C11 76.23(14) . . ? C15 Ru1 C7 95.6(2) . . ? C1 Ru1 C7 76.75(14) . . ? C11 Ru1 C7 152.98(14) . . ? C15 Ru1 N5 172.1(2) . . ? C1 Ru1 N5 95.63(14) . . ? C11 Ru1 N5 91.73(15) . . ? C7 Ru1 N5 90.66(14) . . ? C15 Ru1 N6 98.29(19) . . ? C1 Ru1 N6 170.70(14) . . ? C11 Ru1 N6 107.66(14) . . ? C7 Ru1 N6 99.03(13) . . ? N5 Ru1 N6 75.99(7) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.43 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.448 _refine_diff_density_min -1.335 _refine_diff_density_rms 0.127 _database_code_depnum_ccdc_archive 'CCDC 880399'