# 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 'C18 H15 Cl2 N3 Zn' _chemical_formula_weight 409.60 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 '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 13.0874(7) _cell_length_b 8.3707(4) _cell_length_c 17.5284(9) _cell_angle_alpha 90.00 _cell_angle_beta 108.266(3) _cell_angle_gamma 90.00 _cell_volume 1823.49(16) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8648 _cell_measurement_theta_min 2.72 _cell_measurement_theta_max 31.22 _exptl_crystal_description Rectangle _exptl_crystal_colour red _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.492 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 1.643 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.902 _exptl_absorpt_correction_T_max 0.942 _exptl_absorpt_process_details 'SADABS-2008/1 - Bruker AXS' _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 AXS Enraf-Nonius KappaCCD' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16703 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_sigmaI/netI 0.0192 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3193 _reflns_number_gt 2889 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0325P)^2^+0.7098P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3193 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0257 _refine_ls_R_factor_gt 0.0219 _refine_ls_wR_factor_ref 0.0608 _refine_ls_wR_factor_gt 0.0585 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.522446(15) 0.79690(2) 0.097141(13) 0.03284(8) Uani 1 1 d . . . Cl1 Cl 0.65228(4) 0.88750(6) 0.04672(3) 0.04717(14) Uani 1 1 d . . . Cl2 Cl 0.56679(4) 0.56324(6) 0.16195(3) 0.04627(14) Uani 1 1 d . . . N1 N 0.54613(12) 0.98738(19) 0.18472(10) 0.0374(4) Uani 1 1 d . . . N2 N 0.36582(11) 0.85125(17) 0.10508(9) 0.0299(3) Uani 1 1 d . . . N3 N 0.40589(13) 0.7271(2) -0.01936(10) 0.0385(4) Uani 1 1 d . . . H3A H 0.3900 0.8115 -0.0529 0.046 Uiso 1 1 calc R . . H3B H 0.4335 0.6493 -0.0424 0.046 Uiso 1 1 calc R . . C1 C 0.64026(15) 1.0539(2) 0.22450(13) 0.0453(5) Uani 1 1 d . . . H1 H 0.7025 1.0120 0.2175 0.054 Uiso 1 1 calc R . . C2 C 0.64943(17) 1.1816(2) 0.27539(13) 0.0463(5) Uani 1 1 d . . . H2 H 0.7166 1.2232 0.3034 0.056 Uiso 1 1 calc R . . C3 C 0.55829(17) 1.2461(3) 0.28408(13) 0.0471(5) Uani 1 1 d . . . H3 H 0.5622 1.3342 0.3172 0.056 Uiso 1 1 calc R . . C4 C 0.45964(17) 1.1791(2) 0.24305(13) 0.0425(5) Uani 1 1 d . . . H4 H 0.3965 1.2216 0.2482 0.051 Uiso 1 1 calc R . . C5 C 0.45628(14) 1.0491(2) 0.19469(11) 0.0329(4) Uani 1 1 d . . . C6 C 0.35469(13) 0.9678(2) 0.14865(11) 0.0312(4) Uani 1 1 d . . . C7 C 0.25060(14) 1.0292(2) 0.15399(12) 0.0357(4) Uani 1 1 d . . . C8 C 0.22655(17) 1.0194(3) 0.22535(14) 0.0472(5) Uani 1 1 d . . . H8 H 0.2762 0.9763 0.2709 0.057 Uiso 1 1 calc R . . C9 C 0.1283(2) 1.0740(3) 0.22854(18) 0.0624(7) Uani 1 1 d . . . H9 H 0.1119 1.0672 0.2764 0.075 Uiso 1 1 calc R . . C10 C 0.0555(2) 1.1374(3) 0.1624(2) 0.0703(8) Uani 1 1 d . . . H10 H -0.0102 1.1742 0.1652 0.084 Uiso 1 1 calc R . . C11 C 0.07855(19) 1.1473(3) 0.0915(2) 0.0710(7) Uani 1 1 d . . . H11 H 0.0283 1.1908 0.0463 0.085 Uiso 1 1 calc R . . C12 C 0.17650(17) 1.0927(3) 0.08678(15) 0.0541(6) Uani 1 1 d . . . H12 H 0.1920 1.0989 0.0386 0.065 Uiso 1 1 calc R . . C13 C 0.28690(13) 0.7450(2) 0.06031(11) 0.0313(4) Uani 1 1 d . . . C14 C 0.31203(14) 0.6719(2) -0.00319(11) 0.0352(4) Uani 1 1 d . . . C15 C 0.25033(17) 0.5465(3) -0.04349(14) 0.0510(5) Uani 1 1 d . . . H15 H 0.2666 0.4976 -0.0859 0.061 Uiso 1 1 calc R . . C16 C 0.16427(18) 0.4933(3) -0.02079(15) 0.0584(6) Uani 1 1 d . . . H16 H 0.1233 0.4076 -0.0476 0.070 Uiso 1 1 calc R . . C17 C 0.13879(16) 0.5662(3) 0.04119(14) 0.0497(5) Uani 1 1 d . . . H17 H 0.0804 0.5299 0.0558 0.060 Uiso 1 1 calc R . . C18 C 0.19898(15) 0.6921(2) 0.08153(12) 0.0381(4) Uani 1 1 d . . . H18 H 0.1809 0.7419 0.1230 0.046 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 Zn1 0.02860(12) 0.03296(13) 0.04098(14) 0.00196(9) 0.01666(10) 0.00260(8) Cl1 0.0445(3) 0.0468(3) 0.0605(3) 0.0122(2) 0.0314(2) 0.0019(2) Cl2 0.0476(3) 0.0414(3) 0.0587(3) 0.0157(2) 0.0293(2) 0.0098(2) N1 0.0305(8) 0.0376(8) 0.0445(9) -0.0043(7) 0.0123(7) 0.0007(6) N2 0.0284(7) 0.0309(7) 0.0325(8) 0.0001(6) 0.0129(6) 0.0008(6) N3 0.0401(8) 0.0419(9) 0.0391(9) -0.0021(7) 0.0203(7) 0.0023(7) C1 0.0315(10) 0.0455(11) 0.0556(13) -0.0026(10) 0.0089(9) -0.0003(8) C2 0.0405(11) 0.0408(11) 0.0495(12) -0.0008(9) 0.0023(9) -0.0083(9) C3 0.0550(13) 0.0358(10) 0.0478(12) -0.0090(9) 0.0124(10) -0.0068(9) C4 0.0447(11) 0.0374(10) 0.0496(12) -0.0069(9) 0.0208(10) -0.0022(8) C5 0.0344(9) 0.0319(9) 0.0348(10) 0.0012(7) 0.0142(8) 0.0004(7) C6 0.0308(9) 0.0320(9) 0.0343(9) 0.0029(8) 0.0155(8) 0.0009(7) C7 0.0327(9) 0.0315(9) 0.0482(11) -0.0051(8) 0.0203(8) -0.0008(7) C8 0.0456(11) 0.0529(12) 0.0508(13) -0.0142(10) 0.0262(10) -0.0088(9) C9 0.0579(14) 0.0631(15) 0.0854(19) -0.0279(14) 0.0501(15) -0.0144(12) C10 0.0449(13) 0.0570(14) 0.126(3) -0.0135(16) 0.0512(16) 0.0014(12) C11 0.0451(13) 0.0663(16) 0.105(2) 0.0210(16) 0.0279(14) 0.0184(12) C12 0.0456(12) 0.0570(13) 0.0667(15) 0.0135(11) 0.0277(11) 0.0122(10) C13 0.0274(8) 0.0319(9) 0.0339(10) 0.0005(8) 0.0084(7) 0.0016(7) C14 0.0330(9) 0.0365(10) 0.0367(10) -0.0017(8) 0.0116(8) 0.0022(8) C15 0.0497(12) 0.0543(13) 0.0506(13) -0.0194(10) 0.0179(10) -0.0068(10) C16 0.0497(12) 0.0578(14) 0.0682(16) -0.0239(12) 0.0191(11) -0.0196(11) C17 0.0373(10) 0.0534(13) 0.0608(14) -0.0062(11) 0.0188(10) -0.0133(9) C18 0.0324(9) 0.0441(11) 0.0400(11) -0.0016(8) 0.0144(8) -0.0010(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 Zn1 N2 2.1463(14) . ? Zn1 N1 2.1672(16) . ? Zn1 N3 2.2102(16) . ? Zn1 Cl2 2.2449(5) . ? Zn1 Cl1 2.2770(5) . ? N1 C1 1.332(2) . ? N1 C5 1.345(2) . ? N2 C6 1.275(2) . ? N2 C13 1.402(2) . ? N3 C14 1.422(2) . ? C1 C2 1.373(3) . ? C2 C3 1.361(3) . ? C3 C4 1.384(3) . ? C4 C5 1.371(3) . ? C5 C6 1.486(2) . ? C6 C7 1.486(2) . ? C7 C8 1.385(3) . ? C7 C12 1.377(3) . ? C8 C9 1.383(3) . ? C9 C10 1.356(4) . ? C10 C11 1.371(4) . ? C11 C12 1.387(3) . ? C13 C18 1.388(3) . ? C13 C14 1.397(3) . ? C14 C15 1.377(3) . ? C15 C16 1.381(3) . ? C16 C17 1.375(3) . ? C17 C18 1.372(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 N2 Zn1 N1 74.08(5) . . ? N2 Zn1 N3 73.69(6) . . ? N1 Zn1 N3 138.84(6) . . ? N2 Zn1 Cl2 104.63(4) . . ? N1 Zn1 Cl2 109.01(5) . . ? N3 Zn1 Cl2 103.38(5) . . ? N2 Zn1 Cl1 142.99(4) . . ? N1 Zn1 Cl1 94.10(4) . . ? N3 Zn1 Cl1 96.45(4) . . ? Cl2 Zn1 Cl1 112.369(19) . . ? C1 N1 C5 118.30(17) . . ? C1 N1 Zn1 125.57(13) . . ? C5 N1 Zn1 115.97(12) . . ? C6 N2 C13 128.18(15) . . ? C6 N2 Zn1 119.45(12) . . ? C13 N2 Zn1 112.36(11) . . ? C14 N3 Zn1 106.92(11) . . ? N1 C1 C2 122.92(19) . . ? C3 C2 C1 118.71(19) . . ? C2 C3 C4 119.24(19) . . ? C5 C4 C3 119.12(19) . . ? N1 C5 C4 121.68(17) . . ? N1 C5 C6 115.03(15) . . ? C4 C5 C6 123.28(16) . . ? N2 C6 C7 125.53(16) . . ? N2 C6 C5 115.14(15) . . ? C7 C6 C5 119.28(15) . . ? C8 C7 C12 119.82(18) . . ? C8 C7 C6 120.60(18) . . ? C12 C7 C6 119.57(17) . . ? C7 C8 C9 119.7(2) . . ? C10 C9 C8 120.5(2) . . ? C9 C10 C11 120.3(2) . . ? C10 C11 C12 120.2(3) . . ? C7 C12 C11 119.5(2) . . ? C18 C13 C14 119.70(17) . . ? C18 C13 N2 125.43(16) . . ? C14 C13 N2 114.07(15) . . ? C15 C14 C13 119.77(18) . . ? C15 C14 N3 123.39(17) . . ? C13 C14 N3 116.74(16) . . ? C16 C15 C14 119.9(2) . . ? C17 C16 C15 120.4(2) . . ? C18 C17 C16 120.39(19) . . ? C17 C18 C13 119.82(19) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.335 _refine_diff_density_min -0.257 _refine_diff_density_rms 0.040 _database_code_depnum_ccdc_archive 'CCDC 842401' ####################################################################### # # 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 'C18 H15 Br2 N3 Zn' _chemical_formula_weight 498.52 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' Zn Zn 0.2839 1.4301 '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' _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 13.338(2) _cell_length_b 8.4796(13) _cell_length_c 17.982(3) _cell_angle_alpha 90.00 _cell_angle_beta 109.479(6) _cell_angle_gamma 90.00 _cell_volume 1917.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7390 _cell_measurement_theta_min 2.69 _cell_measurement_theta_max 28.56 _exptl_crystal_description parallelopiped _exptl_crystal_colour red _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.727 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 5.452 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.819 _exptl_absorpt_correction_T_max 0.860 _exptl_absorpt_process_details 'SADABS-2008/1 - Bruker AXS' _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 AXS Enraf-Nonius KappaCCD' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16455 _diffrn_reflns_av_R_equivalents 0.0400 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3368 _reflns_number_gt 2817 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0346P)^2^+1.5430P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3368 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0714 _refine_ls_wR_factor_gt 0.0660 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 1.01705(3) 0.79517(4) 0.09734(2) 0.03031(11) Uani 1 1 d . . . Br1 Br 1.15362(3) 0.88058(4) 0.04394(2) 0.04516(12) Uani 1 1 d . . . Br2 Br 1.06609(3) 0.55021(4) 0.16480(2) 0.04346(12) Uani 1 1 d . . . N1 N 1.0424(2) 0.9817(3) 0.18331(16) 0.0343(6) Uani 1 1 d . . . N2 N 0.86290(18) 0.8449(3) 0.10644(14) 0.0261(5) Uani 1 1 d . . . N3 N 0.8997(2) 0.7263(3) -0.01636(16) 0.0354(6) Uani 1 1 d . . . H3A H 0.8830 0.8097 -0.0492 0.042 Uiso 1 1 calc R . . H3B H 0.9266 0.6500 -0.0390 0.042 Uiso 1 1 calc R . . C1 C 1.1357(3) 1.0473(4) 0.2225(2) 0.0428(9) Uani 1 1 d . . . H1 H 1.1964 1.0082 0.2143 0.051 Uiso 1 1 calc R . . C2 C 1.1465(3) 1.1703(4) 0.2744(2) 0.0425(9) Uani 1 1 d . . . H2 H 1.2132 1.2118 0.3016 0.051 Uiso 1 1 calc R . . C3 C 1.0578(3) 1.2301(4) 0.2853(2) 0.0434(9) Uani 1 1 d . . . H3 H 1.0630 1.3141 0.3196 0.052 Uiso 1 1 calc R . . C4 C 0.9591(3) 1.1644(4) 0.2447(2) 0.0386(8) Uani 1 1 d . . . H4 H 0.8975 1.2047 0.2509 0.046 Uiso 1 1 calc R . . C5 C 0.9539(2) 1.0386(4) 0.19499(18) 0.0302(7) Uani 1 1 d . . . C6 C 0.8529(2) 0.9595(4) 0.14996(18) 0.0283(7) Uani 1 1 d . . . C7 C 0.7502(3) 1.0184(4) 0.1556(2) 0.0331(7) Uani 1 1 d . . . C8 C 0.7289(3) 1.0040(5) 0.2261(2) 0.0442(9) Uani 1 1 d . . . H8 H 0.7794 0.9589 0.2699 0.053 Uiso 1 1 calc R . . C9 C 0.6339(3) 1.0560(5) 0.2315(3) 0.0601(12) Uani 1 1 d . . . H9 H 0.6197 1.0456 0.2785 0.072 Uiso 1 1 calc R . . C10 C 0.5604(4) 1.1234(6) 0.1669(3) 0.0703(14) Uani 1 1 d . . . H10 H 0.4963 1.1597 0.1705 0.084 Uiso 1 1 calc R . . C11 C 0.5803(3) 1.1379(6) 0.0967(3) 0.0715(13) Uani 1 1 d . . . H11 H 0.5296 1.1828 0.0530 0.086 Uiso 1 1 calc R . . C12 C 0.6765(3) 1.0853(5) 0.0913(3) 0.0531(10) Uani 1 1 d . . . H12 H 0.6905 1.0956 0.0442 0.064 Uiso 1 1 calc R . . C13 C 0.7841(2) 0.7398(4) 0.06166(18) 0.0297(7) Uani 1 1 d . . . C14 C 0.8070(2) 0.6700(4) -0.00113(19) 0.0335(7) Uani 1 1 d . . . C15 C 0.7459(3) 0.5475(5) -0.0418(2) 0.0505(10) Uani 1 1 d . . . H15 H 0.7606 0.5009 -0.0839 0.061 Uiso 1 1 calc R . . C16 C 0.6619(3) 0.4940(5) -0.0193(3) 0.0604(12) Uani 1 1 d . . . H16 H 0.6211 0.4096 -0.0460 0.073 Uiso 1 1 calc R . . C17 C 0.6378(3) 0.5633(5) 0.0417(2) 0.0519(10) Uani 1 1 d . . . H17 H 0.5806 0.5267 0.0555 0.062 Uiso 1 1 calc R . . C18 C 0.6980(2) 0.6866(4) 0.0823(2) 0.0370(8) Uani 1 1 d . . . H18 H 0.6816 0.7345 0.1233 0.044 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 Zn1 0.0251(2) 0.0293(2) 0.0390(2) 0.00167(16) 0.01391(16) 0.00317(16) Br1 0.0420(2) 0.0428(2) 0.0608(2) 0.01550(18) 0.03070(18) 0.00605(16) Br2 0.0432(2) 0.0379(2) 0.0576(2) 0.01649(17) 0.02782(18) 0.01064(16) N1 0.0289(14) 0.0327(16) 0.0414(16) -0.0023(13) 0.0119(13) -0.0009(12) N2 0.0212(12) 0.0271(14) 0.0292(13) 0.0003(11) 0.0071(11) -0.0003(11) N3 0.0380(15) 0.0337(16) 0.0387(15) -0.0012(12) 0.0185(13) 0.0055(13) C1 0.0263(18) 0.043(2) 0.055(2) -0.0031(18) 0.0085(16) 0.0016(16) C2 0.0341(19) 0.036(2) 0.047(2) 0.0007(17) -0.0006(16) -0.0061(16) C3 0.053(2) 0.030(2) 0.044(2) -0.0064(16) 0.0131(18) -0.0062(17) C4 0.0399(19) 0.034(2) 0.0434(19) -0.0075(16) 0.0163(16) -0.0012(16) C5 0.0320(17) 0.0268(18) 0.0340(17) 0.0021(14) 0.0138(14) 0.0005(14) C6 0.0281(16) 0.0292(18) 0.0298(16) 0.0021(14) 0.0125(13) 0.0019(14) C7 0.0294(17) 0.0282(18) 0.0455(19) -0.0062(15) 0.0178(15) -0.0005(14) C8 0.042(2) 0.049(2) 0.048(2) -0.0119(18) 0.0230(18) -0.0082(17) C9 0.051(2) 0.068(3) 0.078(3) -0.024(2) 0.045(2) -0.014(2) C10 0.046(2) 0.061(3) 0.123(4) -0.016(3) 0.054(3) 0.002(2) C11 0.039(2) 0.074(3) 0.102(4) 0.022(3) 0.025(2) 0.022(2) C12 0.043(2) 0.057(3) 0.066(3) 0.016(2) 0.027(2) 0.0142(19) C13 0.0242(15) 0.0294(18) 0.0329(17) 0.0008(14) 0.0060(13) 0.0036(13) C14 0.0291(17) 0.0325(19) 0.0364(17) -0.0030(15) 0.0075(14) 0.0019(14) C15 0.048(2) 0.052(2) 0.052(2) -0.0222(19) 0.0168(19) -0.0062(19) C16 0.049(2) 0.057(3) 0.074(3) -0.029(2) 0.018(2) -0.025(2) C17 0.037(2) 0.055(3) 0.065(3) -0.008(2) 0.0175(19) -0.0150(19) C18 0.0298(17) 0.040(2) 0.0406(18) -0.0053(16) 0.0110(15) -0.0032(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 Zn1 N2 2.158(2) . ? Zn1 N1 2.158(3) . ? Zn1 N3 2.199(3) . ? Zn1 Br2 2.3843(6) . ? Zn1 Br1 2.4353(5) . ? N1 C1 1.330(4) . ? N1 C5 1.356(4) . ? N2 C6 1.282(4) . ? N2 C13 1.408(4) . ? N3 C14 1.434(4) . ? C1 C2 1.375(5) . ? C2 C3 1.360(5) . ? C3 C4 1.391(5) . ? C4 C5 1.378(4) . ? C5 C6 1.481(4) . ? C6 C7 1.493(4) . ? C7 C12 1.367(5) . ? C7 C8 1.393(5) . ? C8 C9 1.375(5) . ? C9 C10 1.369(7) . ? C10 C11 1.381(7) . ? C11 C12 1.392(5) . ? C13 C18 1.393(4) . ? C13 C14 1.397(4) . ? C14 C15 1.371(5) . ? C15 C16 1.389(5) . ? C16 C17 1.374(6) . ? C17 C18 1.371(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn1 N1 74.23(9) . . ? N2 Zn1 N3 73.85(9) . . ? N1 Zn1 N3 138.91(10) . . ? N2 Zn1 Br2 103.78(7) . . ? N1 Zn1 Br2 108.84(8) . . ? N3 Zn1 Br2 103.36(8) . . ? N2 Zn1 Br1 145.96(7) . . ? N1 Zn1 Br1 96.04(7) . . ? N3 Zn1 Br1 96.10(7) . . ? Br2 Zn1 Br1 110.205(18) . . ? C1 N1 C5 118.6(3) . . ? C1 N1 Zn1 125.6(2) . . ? C5 N1 Zn1 115.8(2) . . ? C6 N2 C13 128.2(3) . . ? C6 N2 Zn1 119.3(2) . . ? C13 N2 Zn1 112.43(18) . . ? C14 N3 Zn1 107.59(19) . . ? N1 C1 C2 123.0(3) . . ? C3 C2 C1 118.8(3) . . ? C2 C3 C4 119.4(3) . . ? C5 C4 C3 119.0(3) . . ? N1 C5 C4 121.2(3) . . ? N1 C5 C6 115.7(3) . . ? C4 C5 C6 123.0(3) . . ? N2 C6 C5 114.6(3) . . ? N2 C6 C7 125.4(3) . . ? C5 C6 C7 119.9(3) . . ? C12 C7 C8 119.9(3) . . ? C12 C7 C6 119.9(3) . . ? C8 C7 C6 120.2(3) . . ? C9 C8 C7 120.5(4) . . ? C10 C9 C8 119.4(4) . . ? C9 C10 C11 120.7(4) . . ? C10 C11 C12 119.9(4) . . ? C7 C12 C11 119.6(4) . . ? C18 C13 C14 120.0(3) . . ? C18 C13 N2 125.2(3) . . ? C14 C13 N2 114.0(3) . . ? C15 C14 C13 120.0(3) . . ? C15 C14 N3 123.2(3) . . ? C13 C14 N3 116.7(3) . . ? C14 C15 C16 119.1(3) . . ? C17 C16 C15 121.3(4) . . ? C16 C17 C18 119.9(3) . . ? C17 C18 C13 119.6(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.467 _refine_diff_density_min -0.727 _refine_diff_density_rms 0.093 _database_code_depnum_ccdc_archive 'CCDC 947653' ####################################################################### # # 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_3 _audit_creation_method SHELXL-97 _audit_creation_date 2012-04-18 _audit_block_code FNG-PG-505-75 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_compound_source dichloromethane,hexane _chemical_melting_point ? _chemical_formula_moiety 'C36 H30 Cl2 N3 P Ru' _chemical_formula_sum 'C36 H30 Cl2 N3 P Ru' _chemical_formula_weight 707.57 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-p 2yn' _symmetry_Int_Tables_number 14 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 10.2611(5) _cell_length_b 20.1556(15) _cell_length_c 17.8531(18) _cell_angle_alpha 90.00 _cell_angle_beta 95.066(6) _cell_angle_gamma 90.00 _cell_volume 3677.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 84279 _cell_measurement_theta_min 2.8375 _cell_measurement_theta_max 33.0995 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 -1.00 0.00 0.0300 1.00 5.00 0.00 0.0400 0.00 1.00 0.00 0.0400 0.00 0.00 -1.00 0.0500 0.00 0.00 1.00 0.0600 1.00 0.00 -1.00 0.0900 1.00 0.00 2.00 0.0600 -1.00 0.00 0.00 0.0600 1.00 0.00 0.00 0.0800 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.278 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 0.641 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_absorpt_correction_T_min 0.93677 _exptl_absorpt_correction_T_max 0.96469 _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.2 x 2mm^2^ focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS Enraf-Nonius KappaCCD' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean 18.02 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 55065 _diffrn_reflns_av_R_equivalents 0.0710 _diffrn_reflns_av_sigmaI/netI 0.0487 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.84 _diffrn_reflns_theta_max 27.50 _reflns_number_total 8440 _reflns_number_gt 6652 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DATCOL (Bruker AXS, 2006)' _computing_cell_refinement 'DENZO (Bruker AXS, 2006)' _computing_data_reduction 'DENZO (Bruker AXS, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0431P)^2^+4.1144P] 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 8440 _refine_ls_number_parameters 394 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0639 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1074 _refine_ls_wR_factor_gt 0.1004 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.57012(2) 0.876763(12) 0.562058(12) 0.01796(8) Uani 1 1 d . . . Cl1 Cl 0.39135(7) 0.88303(4) 0.46137(4) 0.02482(16) Uani 1 1 d . . . Cl2 Cl 0.43002(7) 0.93899(4) 0.63995(4) 0.02347(16) Uani 1 1 d . . . N1 N 0.5041(2) 0.78464(13) 0.58441(14) 0.0216(5) Uani 1 1 d . . . C2 C 0.4296(3) 0.76482(17) 0.63843(19) 0.0274(7) Uani 1 1 d . . . H2 H 0.4107 0.7955 0.6764 0.033 Uiso 1 1 calc R . . C3 C 0.3794(3) 0.70118(18) 0.6407(2) 0.0323(8) Uani 1 1 d . . . H3 H 0.3295 0.6882 0.6806 0.039 Uiso 1 1 calc R . . C4 C 0.4023(3) 0.65673(19) 0.5847(2) 0.0343(8) Uani 1 1 d . . . H4 H 0.3666 0.6133 0.5848 0.041 Uiso 1 1 calc R . . C5 C 0.4781(3) 0.67630(17) 0.5281(2) 0.0307(7) Uani 1 1 d . . . H5 H 0.4931 0.6466 0.4884 0.037 Uiso 1 1 calc R . . C6 C 0.5324(3) 0.73982(17) 0.52962(18) 0.0252(7) Uani 1 1 d . . . C7 C 0.6221(3) 0.76390(16) 0.47703(17) 0.0235(7) Uani 1 1 d . . . N8 N 0.6624(2) 0.82518(13) 0.48990(13) 0.0209(5) Uani 1 1 d . . . C9 C 0.7609(3) 0.86062(16) 0.45486(16) 0.0216(6) Uani 1 1 d . . . C10 C 0.8638(3) 0.83225(18) 0.41982(17) 0.0283(7) Uani 1 1 d . . . H10 H 0.8675 0.7856 0.4127 0.034 Uiso 1 1 calc R . . C11 C 0.9611(3) 0.87316(19) 0.39546(19) 0.0331(8) Uani 1 1 d . . . H11 H 1.0314 0.8542 0.3716 0.040 Uiso 1 1 calc R . . C12 C 0.9562(3) 0.9409(2) 0.4057(2) 0.0351(8) Uani 1 1 d . . . H12 H 1.0232 0.9682 0.3889 0.042 Uiso 1 1 calc R . . C13 C 0.8539(3) 0.96955(18) 0.44043(18) 0.0290(7) Uani 1 1 d . . . H13 H 0.8502 1.0163 0.4469 0.035 Uiso 1 1 calc R . . C14 C 0.7578(3) 0.92939(16) 0.46531(16) 0.0224(6) Uani 1 1 d . . . N15 N 0.6507(3) 0.95729(14) 0.50332(14) 0.0219(5) Uani 1 1 d D . . H15A H 0.677(3) 0.9942(14) 0.5272(18) 0.029 Uiso 1 1 d D . . H15B H 0.588(3) 0.9684(18) 0.4681(17) 0.029 Uiso 1 1 d D . . C16 C 0.6574(3) 0.72235(17) 0.41288(19) 0.0286(7) Uani 1 1 d . . . C17 C 0.7162(3) 0.66039(19) 0.4245(2) 0.0352(8) Uani 1 1 d . . . H17 H 0.7354 0.6440 0.4742 0.042 Uiso 1 1 calc R . . C18 C 0.7468(4) 0.6225(2) 0.3628(2) 0.0453(10) Uani 1 1 d . . . H18 H 0.7861 0.5801 0.3706 0.054 Uiso 1 1 calc R . . C19 C 0.7202(4) 0.6462(2) 0.2909(2) 0.0459(11) Uani 1 1 d . . . H19 H 0.7416 0.6203 0.2492 0.055 Uiso 1 1 calc R . . C20 C 0.6622(4) 0.7077(2) 0.2789(2) 0.0420(10) Uani 1 1 d . . . H20 H 0.6435 0.7239 0.2291 0.050 Uiso 1 1 calc R . . C21 C 0.6315(3) 0.7458(2) 0.33980(19) 0.0346(8) Uani 1 1 d . . . H21 H 0.5926 0.7883 0.3315 0.042 Uiso 1 1 calc R . . P30 P 0.73695(7) 0.87300(4) 0.65558(4) 0.02104(17) Uani 1 1 d . . . C31 C 0.8820(3) 0.83194(19) 0.62368(18) 0.0294(8) Uani 1 1 d . . . C32 C 0.8732(4) 0.7649(2) 0.6067(2) 0.0422(10) Uani 1 1 d . . . H32 H 0.7958 0.7409 0.6144 0.051 Uiso 1 1 calc R . . C33 C 0.9786(5) 0.7331(3) 0.5783(3) 0.0613(14) Uani 1 1 d . . . H33 H 0.9731 0.6871 0.5669 0.074 Uiso 1 1 calc R . . C34 C 1.0902(4) 0.7673(3) 0.5666(2) 0.0610(15) Uani 1 1 d . . . H34 H 1.1620 0.7447 0.5481 0.073 Uiso 1 1 calc R . . C35 C 1.0992(4) 0.8332(3) 0.5812(2) 0.0540(14) Uani 1 1 d . . . H35 H 1.1760 0.8568 0.5716 0.065 Uiso 1 1 calc R . . C36 C 0.9956(3) 0.8661(2) 0.61026(19) 0.0376(9) Uani 1 1 d . . . H36 H 1.0024 0.9122 0.6210 0.045 Uiso 1 1 calc R . . C41 C 0.7990(3) 0.95024(17) 0.69852(16) 0.0243(7) Uani 1 1 d . . . C42 C 0.9071(3) 0.9497(2) 0.7522(2) 0.0355(8) Uani 1 1 d . . . H42 H 0.9500 0.9089 0.7650 0.043 Uiso 1 1 calc R . . C43 C 0.9520(4) 1.0075(2) 0.7865(2) 0.0447(10) Uani 1 1 d . . . H43 H 1.0266 1.0067 0.8220 0.054 Uiso 1 1 calc R . . C44 C 0.8879(4) 1.0673(2) 0.7691(2) 0.0422(10) Uani 1 1 d . . . H44 H 0.9184 1.1072 0.7931 0.051 Uiso 1 1 calc R . . C45 C 0.7804(3) 1.06853(19) 0.71731(19) 0.0328(8) Uani 1 1 d . . . H45 H 0.7364 1.1092 0.7055 0.039 Uiso 1 1 calc R . . C46 C 0.7360(3) 1.00981(17) 0.68205(17) 0.0259(7) Uani 1 1 d . . . H46 H 0.6617 1.0108 0.6463 0.031 Uiso 1 1 calc R . . C51 C 0.7098(3) 0.82726(17) 0.74193(17) 0.0256(7) Uani 1 1 d . . . C52 C 0.6008(3) 0.8434(2) 0.77963(19) 0.0356(8) Uani 1 1 d . . . H52 H 0.5396 0.8752 0.7587 0.043 Uiso 1 1 calc R . . C53 C 0.5812(4) 0.8131(2) 0.8479(2) 0.0448(10) Uani 1 1 d . . . H53 H 0.5071 0.8243 0.8737 0.054 Uiso 1 1 calc R . . C54 C 0.6701(4) 0.7669(2) 0.8776(2) 0.0465(11) Uani 1 1 d . . . H54 H 0.6557 0.7453 0.9235 0.056 Uiso 1 1 calc R . . C55 C 0.7787(4) 0.7516(2) 0.8420(2) 0.0438(10) Uani 1 1 d . . . H55 H 0.8404 0.7205 0.8639 0.053 Uiso 1 1 calc R . . C56 C 0.7991(4) 0.78143(19) 0.7740(2) 0.0348(8) Uani 1 1 d . . . H56 H 0.8744 0.7704 0.7493 0.042 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 0.01544(12) 0.02365(13) 0.01498(11) 0.00132(10) 0.00244(8) 0.00038(10) Cl1 0.0238(4) 0.0276(4) 0.0221(3) -0.0015(3) -0.0039(3) -0.0005(3) Cl2 0.0198(4) 0.0307(4) 0.0206(3) 0.0008(3) 0.0055(3) 0.0036(3) N1 0.0159(12) 0.0284(14) 0.0205(12) 0.0043(10) 0.0015(10) 0.0021(10) C2 0.0225(16) 0.0300(18) 0.0305(17) 0.0074(14) 0.0068(13) 0.0035(14) C3 0.0273(18) 0.0318(19) 0.0388(19) 0.0105(15) 0.0079(15) 0.0020(15) C4 0.0256(18) 0.0315(19) 0.046(2) 0.0085(16) 0.0054(15) -0.0015(15) C5 0.0267(18) 0.0281(18) 0.0371(19) -0.0008(15) 0.0033(14) -0.0007(14) C6 0.0203(16) 0.0289(18) 0.0262(16) 0.0005(13) 0.0006(13) 0.0016(13) C7 0.0221(16) 0.0277(17) 0.0207(15) -0.0013(13) 0.0016(12) 0.0014(13) N8 0.0167(12) 0.0279(14) 0.0183(12) -0.0003(10) 0.0032(10) 0.0015(10) C9 0.0171(14) 0.0325(18) 0.0155(13) 0.0002(12) 0.0026(11) -0.0019(12) C10 0.0282(18) 0.038(2) 0.0200(15) -0.0030(14) 0.0071(13) -0.0006(15) C11 0.0268(17) 0.045(2) 0.0293(17) -0.0001(16) 0.0119(14) 0.0001(16) C12 0.0244(18) 0.047(2) 0.0359(19) 0.0004(17) 0.0125(15) -0.0080(16) C13 0.0299(18) 0.0355(19) 0.0220(16) -0.0013(14) 0.0040(13) -0.0065(15) C14 0.0208(15) 0.0329(18) 0.0138(13) 0.0009(12) 0.0033(11) 0.0004(13) N15 0.0240(14) 0.0263(14) 0.0158(12) 0.0020(10) 0.0034(10) -0.0023(11) C16 0.0225(16) 0.0335(19) 0.0305(17) -0.0094(14) 0.0070(13) -0.0060(14) C17 0.0288(18) 0.038(2) 0.040(2) -0.0107(16) 0.0070(15) -0.0043(16) C18 0.032(2) 0.046(2) 0.059(3) -0.026(2) 0.0092(18) -0.0008(18) C19 0.030(2) 0.063(3) 0.045(2) -0.032(2) 0.0108(17) -0.0099(19) C20 0.032(2) 0.066(3) 0.0295(19) -0.0161(18) 0.0074(15) -0.0147(19) C21 0.0259(18) 0.050(2) 0.0277(17) -0.0107(16) 0.0029(14) -0.0066(16) P30 0.0166(4) 0.0306(4) 0.0162(3) 0.0031(3) 0.0027(3) 0.0020(3) C31 0.0202(16) 0.048(2) 0.0201(15) 0.0021(14) -0.0002(12) 0.0095(15) C32 0.036(2) 0.055(3) 0.034(2) -0.0118(18) -0.0046(16) 0.0182(19) C33 0.053(3) 0.076(3) 0.051(3) -0.027(2) -0.015(2) 0.036(3) C34 0.040(3) 0.112(5) 0.030(2) -0.013(2) -0.0010(18) 0.041(3) C35 0.028(2) 0.112(4) 0.0227(18) 0.015(2) 0.0072(15) 0.022(2) C36 0.0245(17) 0.064(3) 0.0251(17) 0.0120(17) 0.0072(14) 0.0099(17) C41 0.0208(16) 0.0363(19) 0.0160(14) 0.0026(13) 0.0027(12) -0.0070(14) C42 0.0270(18) 0.047(2) 0.0313(18) 0.0052(16) -0.0047(14) -0.0059(16) C43 0.038(2) 0.060(3) 0.034(2) 0.0006(19) -0.0116(16) -0.012(2) C44 0.042(2) 0.051(3) 0.0322(19) -0.0087(17) -0.0006(17) -0.0176(19) C45 0.0315(19) 0.039(2) 0.0282(17) -0.0060(15) 0.0073(14) -0.0096(16) C46 0.0241(16) 0.0383(19) 0.0159(14) -0.0022(13) 0.0048(12) -0.0036(14) C51 0.0245(16) 0.0328(18) 0.0193(15) 0.0063(13) 0.0010(12) -0.0019(14) C52 0.0295(19) 0.054(2) 0.0244(17) 0.0108(16) 0.0057(14) 0.0058(17) C53 0.035(2) 0.073(3) 0.0286(19) 0.0119(19) 0.0114(16) -0.005(2) C54 0.044(2) 0.068(3) 0.0260(18) 0.0244(19) -0.0036(16) -0.019(2) C55 0.037(2) 0.050(2) 0.043(2) 0.0226(19) -0.0040(17) -0.0027(18) C56 0.0301(19) 0.041(2) 0.0334(19) 0.0131(16) 0.0016(15) 0.0010(16) _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 N8 1.963(2) . ? Ru1 N1 2.028(3) . ? Ru1 N15 2.138(3) . ? Ru1 P30 2.2846(8) . ? Ru1 Cl2 2.4345(8) . ? Ru1 Cl1 2.4555(8) . ? N1 C2 1.343(4) . ? N1 C6 1.381(4) . ? C2 C3 1.384(5) . ? C3 C4 1.378(5) . ? C4 C5 1.385(5) . ? C5 C6 1.395(5) . ? C6 C7 1.455(4) . ? C7 N8 1.316(4) . ? C7 C16 1.489(4) . ? N8 C9 1.426(4) . ? C9 C10 1.396(4) . ? C9 C14 1.399(5) . ? C10 C11 1.394(5) . ? C11 C12 1.379(5) . ? C12 C13 1.391(5) . ? C13 C14 1.379(4) . ? C14 N15 1.455(4) . ? C16 C21 1.391(5) . ? C16 C17 1.395(5) . ? C17 C18 1.400(5) . ? C18 C19 1.375(6) . ? C19 C20 1.383(6) . ? C20 C21 1.391(5) . ? P30 C41 1.825(3) . ? P30 C31 1.837(3) . ? P30 C51 1.838(3) . ? C31 C32 1.387(5) . ? C31 C36 1.392(5) . ? C32 C33 1.390(6) . ? C33 C34 1.369(7) . ? C34 C35 1.354(7) . ? C35 C36 1.391(5) . ? C41 C46 1.383(5) . ? C41 C42 1.400(5) . ? C42 C43 1.377(5) . ? C43 C44 1.396(6) . ? C44 C45 1.376(5) . ? C45 C46 1.398(5) . ? C51 C56 1.388(5) . ? C51 C52 1.394(5) . ? C52 C53 1.393(5) . ? C53 C54 1.377(6) . ? C54 C55 1.365(6) . ? C55 C56 1.387(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N8 Ru1 N1 80.39(10) . . ? N8 Ru1 N15 81.39(11) . . ? N1 Ru1 N15 160.37(10) . . ? N8 Ru1 P30 95.06(8) . . ? N1 Ru1 P30 93.87(7) . . ? N15 Ru1 P30 94.96(8) . . ? N8 Ru1 Cl2 172.42(8) . . ? N1 Ru1 Cl2 97.76(7) . . ? N15 Ru1 Cl2 99.35(8) . . ? P30 Ru1 Cl2 92.39(3) . . ? N8 Ru1 Cl1 85.37(8) . . ? N1 Ru1 Cl1 87.15(7) . . ? N15 Ru1 Cl1 84.16(7) . . ? P30 Ru1 Cl1 178.94(3) . . ? Cl2 Ru1 Cl1 87.20(3) . . ? C2 N1 C6 118.8(3) . . ? C2 N1 Ru1 129.4(2) . . ? C6 N1 Ru1 111.4(2) . . ? N1 C2 C3 122.2(3) . . ? C4 C3 C2 119.6(3) . . ? C3 C4 C5 119.1(3) . . ? C4 C5 C6 119.7(3) . . ? N1 C6 C5 120.4(3) . . ? N1 C6 C7 115.0(3) . . ? C5 C6 C7 124.6(3) . . ? N8 C7 C6 114.0(3) . . ? N8 C7 C16 124.6(3) . . ? C6 C7 C16 121.3(3) . . ? C7 N8 C9 128.1(3) . . ? C7 N8 Ru1 116.7(2) . . ? C9 N8 Ru1 115.1(2) . . ? C10 C9 C14 119.5(3) . . ? C10 C9 N8 125.8(3) . . ? C14 C9 N8 114.3(3) . . ? C11 C10 C9 119.2(3) . . ? C12 C11 C10 120.6(3) . . ? C11 C12 C13 120.6(3) . . ? C14 C13 C12 119.2(3) . . ? C13 C14 C9 120.9(3) . . ? C13 C14 N15 120.9(3) . . ? C9 C14 N15 118.2(3) . . ? C14 N15 Ru1 106.0(2) . . ? C21 C16 C17 119.2(3) . . ? C21 C16 C7 119.4(3) . . ? C17 C16 C7 121.4(3) . . ? C16 C17 C18 119.7(4) . . ? C19 C18 C17 120.4(4) . . ? C18 C19 C20 120.3(4) . . ? C19 C20 C21 119.8(4) . . ? C20 C21 C16 120.6(4) . . ? C41 P30 C31 104.61(16) . . ? C41 P30 C51 98.55(14) . . ? C31 P30 C51 102.76(15) . . ? C41 P30 Ru1 119.33(11) . . ? C31 P30 Ru1 111.33(11) . . ? C51 P30 Ru1 118.05(11) . . ? C32 C31 C36 119.0(3) . . ? C32 C31 P30 117.9(3) . . ? C36 C31 P30 123.0(3) . . ? C31 C32 C33 119.4(4) . . ? C34 C33 C32 120.7(5) . . ? C35 C34 C33 120.6(4) . . ? C34 C35 C36 119.8(4) . . ? C35 C36 C31 120.5(4) . . ? C46 C41 C42 118.7(3) . . ? C46 C41 P30 120.8(2) . . ? C42 C41 P30 120.4(3) . . ? C43 C42 C41 120.8(4) . . ? C42 C43 C44 120.0(4) . . ? C45 C44 C43 119.9(4) . . ? C44 C45 C46 119.9(4) . . ? C41 C46 C45 120.8(3) . . ? C56 C51 C52 118.9(3) . . ? C56 C51 P30 122.5(3) . . ? C52 C51 P30 118.4(3) . . ? C53 C52 C51 120.3(3) . . ? C54 C53 C52 119.4(4) . . ? C55 C54 C53 120.9(3) . . ? C54 C55 C56 120.1(4) . . ? C55 C56 C51 120.3(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.449 _refine_diff_density_min -0.668 _refine_diff_density_rms 0.090 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.052 0.000 0.000 422 22 'hexane, CH2Cl2' 2 0.007 0.500 0.500 422 21 'hexane, CH2Cl2' _platon_squeeze_details ; residual density from solvates hexane and small amounts of dichloromethane could not be modelled satisfactorily and were therefore removed with Platon/SQUEEZE. Occupation factors of solvents were found to be less than 0.5. ; _database_code_depnum_ccdc_archive 'CCDC 947654' ####################################################################### # # 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_4 _audit_creation_method SHELXL-97 _audit_creation_date 2012-01-18 _audit_block_code WGT-PG-503-46 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_compound_source 'methanol, thf' _chemical_formula_moiety 'C25 H20 Cl2 Fe N3 O' _chemical_formula_sum 'C25 H20 Cl2 Fe N3 O' _chemical_formula_weight 505.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-p 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.1502(12) _cell_length_b 17.429(3) _cell_length_c 14.446(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.454(15) _cell_angle_gamma 90.00 _cell_volume 2554.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 54962 _cell_measurement_theta_min 2.6939 _cell_measurement_theta_max 32.9978 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 -1.00 1.00 0.0800 0.00 1.00 -1.00 0.0900 0.00 1.00 1.00 0.1000 0.00 -1.00 -1.00 0.0800 1.00 0.00 0.00 0.0800 -1.00 0.00 0.00 0.0700 0.00 1.00 0.00 0.1200 0.00 0.00 1.00 0.1000 0.00 -1.00 0.00 0.1000 2.00 -2.00 1.00 0.0700 -2.00 -2.00 1.00 0.0800 -1.00 2.00 -1.00 0.1100 _exptl_crystal_description parallelepiped _exptl_crystal_colour red _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1036 _exptl_absorpt_coefficient_mu 0.820 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_absorpt_correction_T_min 0.87357 _exptl_absorpt_correction_T_max 0.90094 _exptl_special_details ; Crystal mounted on a MiTeGen loop using Perfluoropolyether PFO-XR75 ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.2 x 2mm^2^ focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS Enraf-Nonius KappaCCD' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean 18.02 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 51504 _diffrn_reflns_av_R_equivalents 0.0478 _diffrn_reflns_av_sigmaI/netI 0.0429 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.37 _diffrn_reflns_theta_max 32.97 _reflns_number_total 9600 _reflns_number_gt 7174 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DATCOL (Bruker AXS, 2006)' _computing_cell_refinement 'DENZO (Bruker AXS, 2006)' _computing_data_reduction 'DENZO (Bruker AXS, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0526P)^2^+0.9126P] 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 9600 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0665 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1121 _refine_ls_wR_factor_gt 0.1041 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 Fe1 Fe 0.62058(2) 0.146588(12) 0.943570(16) 0.01797(6) Uani 1 1 d . . . Cl1 Cl 0.39522(4) 0.15856(2) 0.94742(3) 0.02558(9) Uani 1 1 d . . . Cl2 Cl 0.63678(4) 0.08034(2) 1.08395(3) 0.02556(9) Uani 1 1 d . . . O1 O 0.68188(12) 0.24312(7) 0.98638(9) 0.0279(3) Uani 1 1 d . . . C2 C 0.73670(16) 0.30300(9) 0.94602(14) 0.0283(4) Uani 1 1 d . . . C3 C 0.79799(19) 0.35919(10) 1.00231(17) 0.0371(5) Uani 1 1 d . . . H3 H 0.7966 0.3544 1.0678 0.045 Uiso 1 1 calc R . . C4 C 0.8604(2) 0.42135(11) 0.9629(2) 0.0451(6) Uani 1 1 d . . . H4 H 0.9028 0.4582 1.0019 0.054 Uiso 1 1 calc R . . C5 C 0.8622(2) 0.43096(11) 0.8676(2) 0.0444(6) Uani 1 1 d . . . H5 H 0.9054 0.4739 0.8416 0.053 Uiso 1 1 calc R . . C6 C 0.80077(19) 0.37776(11) 0.81142(18) 0.0395(5) Uani 1 1 d . . . H6 H 0.8002 0.3848 0.7462 0.047 Uiso 1 1 calc R . . C7 C 0.73821(17) 0.31261(10) 0.84894(15) 0.0309(4) Uani 1 1 d . . . C8 C 0.68003(17) 0.25887(10) 0.78472(14) 0.0296(4) Uani 1 1 d . . . H8 H 0.6791 0.2723 0.7210 0.035 Uiso 1 1 calc R . . N9 N 0.62864(13) 0.19341(8) 0.80686(10) 0.0229(3) Uani 1 1 d . . . C10 C 0.57118(16) 0.14496(10) 0.73797(12) 0.0245(3) Uani 1 1 d . . . C11 C 0.53131(19) 0.16985(12) 0.64956(13) 0.0332(4) Uani 1 1 d . . . H11 H 0.5455 0.2216 0.6315 0.040 Uiso 1 1 calc R . . C12 C 0.4712(2) 0.11885(15) 0.58856(14) 0.0391(5) Uani 1 1 d . . . H12 H 0.4479 0.1351 0.5276 0.047 Uiso 1 1 calc R . . C13 C 0.44462(19) 0.04450(13) 0.61534(14) 0.0369(4) Uani 1 1 d . . . H13 H 0.4006 0.0104 0.5735 0.044 Uiso 1 1 calc R . . C14 C 0.48222(17) 0.01953(11) 0.70338(12) 0.0292(4) Uani 1 1 d . . . H14 H 0.4627 -0.0313 0.7224 0.035 Uiso 1 1 calc R . . C15 C 0.54859(15) 0.06939(10) 0.76361(12) 0.0236(3) Uani 1 1 d . . . N16 N 0.59261(13) 0.04488(8) 0.85598(10) 0.0215(3) Uani 1 1 d . . . H16 H 0.5223 0.0181 0.8805 0.026 Uiso 1 1 calc R . . C17 C 0.70980(16) -0.00862(9) 0.86285(12) 0.0231(3) Uani 1 1 d . . . H17 H 0.6964 -0.0411 0.9189 0.028 Uiso 1 1 calc R . . C18 C 0.83555(16) 0.03718(10) 0.88202(12) 0.0238(3) Uani 1 1 d . . . C19 C 0.96048(18) 0.00618(11) 0.86954(14) 0.0312(4) Uani 1 1 d . . . H19 H 0.9699 -0.0425 0.8408 0.037 Uiso 1 1 calc R . . C20 C 1.07033(18) 0.04678(12) 0.89939(16) 0.0374(4) Uani 1 1 d . . . H20 H 1.1562 0.0266 0.8914 0.045 Uiso 1 1 calc R . . C21 C 1.05332(19) 0.11707(12) 0.94095(17) 0.0390(5) Uani 1 1 d . . . H21 H 1.1273 0.1458 0.9629 0.047 Uiso 1 1 calc R . . C22 C 0.92727(17) 0.14513(10) 0.95021(14) 0.0302(4) Uani 1 1 d . . . H22 H 0.9160 0.1938 0.9786 0.036 Uiso 1 1 calc R . . N23 N 0.82045(13) 0.10651(8) 0.92083(10) 0.0216(3) Uani 1 1 d . . . C24 C 0.72106(17) -0.06343(9) 0.78261(11) 0.0229(3) Uani 1 1 d . . . C25 C 0.77708(18) -0.04227(10) 0.70007(13) 0.0290(4) Uani 1 1 d . . . H25 H 0.8125 0.0078 0.6936 0.035 Uiso 1 1 calc R . . C26 C 0.7820(2) -0.09317(11) 0.62695(13) 0.0327(4) Uani 1 1 d . . . H26 H 0.8223 -0.0784 0.5710 0.039 Uiso 1 1 calc R . . C27 C 0.7282(2) -0.16567(11) 0.63542(14) 0.0327(4) Uani 1 1 d . . . H27 H 0.7312 -0.2004 0.5848 0.039 Uiso 1 1 calc R . . C28 C 0.67048(19) -0.18814(11) 0.71629(13) 0.0315(4) Uani 1 1 d . . . H28 H 0.6338 -0.2381 0.7214 0.038 Uiso 1 1 calc R . . C29 C 0.66605(18) -0.13707(10) 0.79081(13) 0.0272(3) Uani 1 1 d . . . H29 H 0.6260 -0.1521 0.8467 0.033 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 Fe1 0.01527(10) 0.01681(10) 0.02199(11) -0.00114(8) 0.00325(8) -0.00024(8) Cl1 0.01667(16) 0.02882(19) 0.0315(2) 0.00771(15) 0.00583(14) 0.00327(13) Cl2 0.02361(18) 0.03097(19) 0.02214(18) 0.00325(14) 0.00136(14) 0.00104(15) O1 0.0274(6) 0.0205(5) 0.0364(7) -0.0063(5) 0.0115(5) -0.0054(4) C2 0.0188(7) 0.0179(7) 0.0486(11) -0.0038(7) 0.0095(7) -0.0002(6) C3 0.0280(9) 0.0248(8) 0.0589(13) -0.0117(8) 0.0111(9) -0.0023(7) C4 0.0278(9) 0.0207(8) 0.0873(19) -0.0119(9) 0.0120(10) -0.0054(7) C5 0.0282(9) 0.0224(8) 0.0828(18) 0.0112(9) 0.0056(10) -0.0040(7) C6 0.0261(9) 0.0280(9) 0.0644(14) 0.0164(9) 0.0006(9) -0.0017(7) C7 0.0196(7) 0.0214(7) 0.0518(12) 0.0079(7) 0.0028(7) 0.0006(6) C8 0.0202(7) 0.0295(8) 0.0392(10) 0.0108(7) 0.0045(7) -0.0013(6) N9 0.0165(6) 0.0246(6) 0.0278(7) 0.0041(5) 0.0046(5) 0.0001(5) C10 0.0172(7) 0.0345(8) 0.0221(7) 0.0037(6) 0.0054(6) 0.0000(6) C11 0.0275(9) 0.0471(11) 0.0254(9) 0.0103(8) 0.0065(7) 0.0003(8) C12 0.0320(10) 0.0646(14) 0.0207(9) 0.0070(9) 0.0014(7) 0.0018(9) C13 0.0292(9) 0.0557(12) 0.0257(9) -0.0058(8) -0.0025(7) -0.0026(9) C14 0.0242(8) 0.0378(9) 0.0255(8) -0.0039(7) 0.0000(6) -0.0018(7) C15 0.0174(7) 0.0312(8) 0.0221(8) -0.0024(6) 0.0028(6) -0.0008(6) N16 0.0181(6) 0.0222(6) 0.0243(7) -0.0010(5) -0.0003(5) 0.0003(5) C17 0.0236(7) 0.0228(7) 0.0228(8) -0.0001(6) 0.0011(6) 0.0015(6) C18 0.0217(7) 0.0270(8) 0.0226(8) -0.0028(6) -0.0012(6) 0.0064(6) C19 0.0247(8) 0.0352(9) 0.0338(10) -0.0050(7) 0.0016(7) 0.0086(7) C20 0.0194(8) 0.0439(11) 0.0487(12) -0.0025(9) 0.0011(8) 0.0080(7) C21 0.0187(8) 0.0398(10) 0.0583(14) -0.0054(9) -0.0025(8) -0.0007(7) C22 0.0203(7) 0.0273(8) 0.0430(11) -0.0037(7) -0.0006(7) -0.0012(6) N23 0.0166(6) 0.0249(6) 0.0233(7) -0.0010(5) 0.0014(5) 0.0009(5) C24 0.0255(7) 0.0215(7) 0.0216(7) -0.0033(6) 0.0007(6) 0.0018(6) C25 0.0326(9) 0.0274(8) 0.0273(9) -0.0008(6) 0.0065(7) -0.0035(7) C26 0.0401(10) 0.0346(9) 0.0238(8) -0.0027(7) 0.0092(7) -0.0042(8) C27 0.0380(10) 0.0300(8) 0.0303(9) -0.0084(7) 0.0052(8) -0.0035(7) C28 0.0340(9) 0.0287(8) 0.0319(9) -0.0061(7) 0.0046(7) -0.0087(7) C29 0.0285(8) 0.0272(8) 0.0261(8) 0.0006(6) 0.0058(7) -0.0025(6) _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 Fe1 O1 1.8923(12) . ? Fe1 N9 2.1403(15) . ? Fe1 N23 2.1784(14) . ? Fe1 N16 2.1923(14) . ? Fe1 Cl1 2.2990(5) . ? Fe1 Cl2 2.3357(6) . ? O1 C2 1.325(2) . ? C2 C3 1.408(3) . ? C2 C7 1.413(3) . ? C3 C4 1.385(3) . ? C4 C5 1.387(4) . ? C5 C6 1.371(3) . ? C6 C7 1.416(2) . ? C7 C8 1.435(3) . ? C8 N9 1.298(2) . ? N9 C10 1.419(2) . ? C10 C15 1.389(2) . ? C10 C11 1.399(3) . ? C11 C12 1.383(3) . ? C12 C13 1.381(3) . ? C13 C14 1.388(3) . ? C14 C15 1.391(2) . ? C15 N16 1.460(2) . ? N16 C17 1.513(2) . ? C17 C24 1.509(2) . ? C17 C18 1.525(2) . ? C18 N23 1.343(2) . ? C18 C19 1.394(2) . ? C19 C20 1.380(3) . ? C20 C21 1.377(3) . ? C21 C22 1.379(3) . ? C22 N23 1.336(2) . ? C24 C25 1.384(2) . ? C24 C29 1.406(2) . ? C25 C26 1.381(3) . ? C26 C27 1.383(3) . ? C27 C28 1.377(3) . ? C28 C29 1.399(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 O1 Fe1 N9 86.71(6) . . ? O1 Fe1 N23 91.98(5) . . ? N9 Fe1 N23 85.73(5) . . ? O1 Fe1 N16 160.79(5) . . ? N9 Fe1 N16 77.48(5) . . ? N23 Fe1 N16 76.18(5) . . ? O1 Fe1 Cl1 103.33(4) . . ? N9 Fe1 Cl1 92.81(4) . . ? N23 Fe1 Cl1 164.52(4) . . ? N16 Fe1 Cl1 88.45(4) . . ? O1 Fe1 Cl2 98.07(5) . . ? N9 Fe1 Cl2 170.43(4) . . ? N23 Fe1 Cl2 85.82(4) . . ? N16 Fe1 Cl2 96.12(4) . . ? Cl1 Fe1 Cl2 94.13(2) . . ? C2 O1 Fe1 134.01(12) . . ? O1 C2 C3 118.57(19) . . ? O1 C2 C7 123.06(16) . . ? C3 C2 C7 118.37(17) . . ? C4 C3 C2 120.4(2) . . ? C3 C4 C5 121.4(2) . . ? C6 C5 C4 119.23(19) . . ? C5 C6 C7 121.1(2) . . ? C2 C7 C6 119.44(19) . . ? C2 C7 C8 123.34(16) . . ? C6 C7 C8 117.2(2) . . ? N9 C8 C7 125.16(18) . . ? C8 N9 C10 120.72(16) . . ? C8 N9 Fe1 125.98(13) . . ? C10 N9 Fe1 113.30(10) . . ? C15 C10 C11 119.45(17) . . ? C15 C10 N9 116.42(15) . . ? C11 C10 N9 124.05(17) . . ? C12 C11 C10 119.69(19) . . ? C13 C12 C11 120.72(18) . . ? C12 C13 C14 119.98(19) . . ? C13 C14 C15 119.64(19) . . ? C10 C15 C14 120.40(16) . . ? C10 C15 N16 118.19(15) . . ? C14 C15 N16 121.38(16) . . ? C15 N16 C17 117.53(13) . . ? C15 N16 Fe1 108.85(10) . . ? C17 N16 Fe1 111.74(10) . . ? C24 C17 N16 114.50(13) . . ? C24 C17 C18 113.05(14) . . ? N16 C17 C18 110.02(13) . . ? N23 C18 C19 121.10(16) . . ? N23 C18 C17 116.31(14) . . ? C19 C18 C17 122.24(15) . . ? C20 C19 C18 119.41(17) . . ? C21 C20 C19 118.88(17) . . ? C20 C21 C22 118.99(18) . . ? N23 C22 C21 122.53(17) . . ? C22 N23 C18 119.06(14) . . ? C22 N23 Fe1 122.81(12) . . ? C18 N23 Fe1 117.92(11) . . ? C25 C24 C29 119.25(15) . . ? C25 C24 C17 122.28(15) . . ? C29 C24 C17 118.38(15) . . ? C26 C25 C24 120.76(16) . . ? C25 C26 C27 119.79(17) . . ? C28 C27 C26 120.82(17) . . ? C27 C28 C29 119.65(17) . . ? C28 C29 C24 119.70(16) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 32.97 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.764 _refine_diff_density_min -0.545 _refine_diff_density_rms 0.076 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.080 0.302 0.172 113 20 thf 2 -0.080 0.802 0.328 113 20 thf 3 0.080 0.198 0.672 113 20 thf 4 -0.080 0.698 0.828 113 20 thf _platon_squeeze_details ; One molecule of disordered thf has been identified in the asymmetric unit. A split atom model with two or three positions was not satisfying. The solvent contribution has been therefore removed with PLATON/SQUEEZE ; _database_code_depnum_ccdc_archive 'CCDC 917749' ####################################################################### # # 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_5PF6 _audit_creation_method SHELXL-97 _audit_creation_date 2011-06-20 _audit_block_code WGT-PG-501-24 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_compound_source 'dichloromethane, n-hexane' _chemical_formula_moiety 'C61 H48 N3 O P2 Ru, F6 P' _chemical_formula_sum 'C61 H48 F6 N3 O P3 Ru' _chemical_formula_weight 1147.00 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 orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-p 2ac 2n' _symmetry_Int_Tables_number 62 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 26.0925(12) _cell_length_b 14.8744(10) _cell_length_c 13.0900(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5080.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 180172 _cell_measurement_theta_min 2.7108 _cell_measurement_theta_max 35.0 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0.00 -1.00 0.00 0.0650 0.00 1.00 0.00 0.0650 1.00 0.00 -1.00 0.1400 -1.00 0.00 1.00 0.1000 -1.00 0.00 -1.00 0.1200 1.00 0.00 1.00 0.1400 -1.00 0.00 0.00 0.1300 4.00 0.00 -1.00 0.1400 -4.00 0.00 -1.00 0.1300 1.00 -2.00 -1.00 0.0850 1.00 0.00 0.00 0.1500 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2344 _exptl_absorpt_coefficient_mu 0.473 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details 'SADABS (Bruker AXS, 2008)' _exptl_absorpt_correction_T_min 0.89165 _exptl_absorpt_correction_T_max 0.94333 _exptl_special_details ; The minimum and maximum estimated transmissions from the multi-scan scaling are 0.8253 and 0.9977 (SADABS) ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source '0.2 x 2mm^2^ focus rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker AXS Enraf-Nonius KappaCCD' _diffrn_measurement_method 'CCD \f- and \w-scans' _diffrn_detector_area_resol_mean 18.02 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 142738 _diffrn_reflns_av_R_equivalents 0.0404 _diffrn_reflns_av_sigmaI/netI 0.0211 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_h_max 42 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 35.03 _reflns_number_total 11532 _reflns_number_gt 9495 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DATCOL (Bruker AXS, 2006)' _computing_cell_refinement 'DENZO (Bruker AXS, 2006)' _computing_data_reduction 'DENZO (Bruker AXS, 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0269P)^2^+3.5020P] 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 11532 _refine_ls_number_parameters 382 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0413 _refine_ls_R_factor_gt 0.0285 _refine_ls_wR_factor_ref 0.0701 _refine_ls_wR_factor_gt 0.0649 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 0.143417(4) 0.7500 0.060577(8) 0.00827(3) Uani 1 2 d S . . O1 O 0.14893(4) 0.7500 0.21856(8) 0.01278(18) Uani 1 2 d S . . C2 C 0.19224(6) 0.7500 0.26823(12) 0.0171(3) Uani 1 2 d S . . C3 C 0.18917(8) 0.7500 0.37604(15) 0.0468(7) Uani 1 2 d S . . H3 H 0.1564 0.7500 0.4076 0.056 Uiso 1 2 calc SR . . C4 C 0.23206(10) 0.7500 0.43637(18) 0.0757(14) Uani 1 2 d S . . H4 H 0.2283 0.7500 0.5086 0.091 Uiso 1 2 calc SR . . C5 C 0.28123(9) 0.7500 0.39389(17) 0.0519(8) Uani 1 2 d S . . H5 H 0.3108 0.7500 0.4363 0.062 Uiso 1 2 calc SR . . C6 C 0.28575(7) 0.7500 0.28957(14) 0.0246(3) Uani 1 2 d S . . H6 H 0.3190 0.7500 0.2601 0.030 Uiso 1 2 calc SR . . C7 C 0.24244(6) 0.7500 0.22411(12) 0.0152(3) Uani 1 2 d S . . C8 C 0.25395(6) 0.7500 0.11703(12) 0.0137(2) Uani 1 2 d S . . H8 H 0.2890 0.7500 0.0977 0.016 Uiso 1 2 calc SR . . N9 N 0.21985(5) 0.7500 0.04408(10) 0.0112(2) Uani 1 2 d S . . C10 C 0.23393(5) 0.7500 -0.06123(11) 0.0126(2) Uani 1 2 d S . . C11 C 0.28478(6) 0.7500 -0.09502(13) 0.0182(3) Uani 1 2 d S . . H11 H 0.3120 0.7500 -0.0468 0.022 Uiso 1 2 calc SR . . C12 C 0.29550(6) 0.7500 -0.19826(14) 0.0243(3) Uani 1 2 d S . . H12 H 0.3301 0.7500 -0.2207 0.029 Uiso 1 2 calc SR . . C13 C 0.25624(7) 0.7500 -0.26927(14) 0.0290(4) Uani 1 2 d S . . H13 H 0.2641 0.7500 -0.3401 0.035 Uiso 1 2 calc SR . . C14 C 0.20533(6) 0.7500 -0.23776(12) 0.0214(3) Uani 1 2 d S . . H14 H 0.1786 0.7500 -0.2870 0.026 Uiso 1 2 calc SR . . C15 C 0.19360(5) 0.7500 -0.13370(11) 0.0126(2) Uani 1 2 d S . . N16 N 0.14298(5) 0.7500 -0.09036(9) 0.01025(19) Uani 1 2 d S . . C17 C 0.09874(5) 0.7500 -0.13810(11) 0.0107(2) Uani 1 2 d S . . C18 C 0.05426(5) 0.7500 -0.06985(11) 0.0106(2) Uani 1 2 d S . . C19 C 0.00401(5) 0.7500 -0.10646(12) 0.0141(2) Uani 1 2 d S . . H19 H -0.0024 0.7500 -0.1779 0.017 Uiso 1 2 calc SR . . C20 C -0.03641(6) 0.7500 -0.03790(13) 0.0167(3) Uani 1 2 d S . . H20 H -0.0708 0.7500 -0.0617 0.020 Uiso 1 2 calc SR . . C21 C -0.02594(6) 0.7500 0.06637(12) 0.0156(3) Uani 1 2 d S . . H21 H -0.0530 0.7500 0.1149 0.019 Uiso 1 2 calc SR . . C22 C 0.02476(5) 0.7500 0.09819(12) 0.0127(2) Uani 1 2 d S . . H22 H 0.0316 0.7500 0.1695 0.015 Uiso 1 2 calc SR . . N23 N 0.06479(5) 0.7500 0.03293(9) 0.0103(2) Uani 1 2 d S . . C24 C 0.08956(5) 0.7500 -0.25023(11) 0.0125(2) Uani 1 2 d S . . C25 C 0.08399(5) 0.66899(8) -0.30198(9) 0.0191(2) Uani 1 1 d . . . H25 H 0.0877 0.6137 -0.2665 0.023 Uiso 1 1 calc R . . C26 C 0.07296(5) 0.66924(9) -0.40607(10) 0.0240(2) Uani 1 1 d . . . H26 H 0.0691 0.6140 -0.4416 0.029 Uiso 1 1 calc R . . C27 C 0.06752(6) 0.7500 -0.45800(13) 0.0228(3) Uani 1 2 d S . . H27 H 0.0601 0.7500 -0.5290 0.027 Uiso 1 2 calc SR . . P30 P 0.144866(10) 0.587734(17) 0.070048(19) 0.01000(5) Uani 1 1 d . . . C31 C 0.20976(4) 0.54219(7) 0.07721(8) 0.01312(17) Uani 1 1 d . . . C32 C 0.24222(4) 0.54729(7) -0.00780(9) 0.01597(18) Uani 1 1 d . . . H32 H 0.2292 0.5688 -0.0710 0.019 Uiso 1 1 calc R . . C33 C 0.29330(4) 0.52124(9) -0.00095(11) 0.0231(2) Uani 1 1 d . . . H33 H 0.3150 0.5249 -0.0591 0.028 Uiso 1 1 calc R . . C34 C 0.31243(5) 0.48992(10) 0.09132(13) 0.0289(3) Uani 1 1 d . . . H34 H 0.3473 0.4722 0.0965 0.035 Uiso 1 1 calc R . . C35 C 0.28074(5) 0.48453(10) 0.17571(12) 0.0280(3) Uani 1 1 d . . . H35 H 0.2940 0.4625 0.2385 0.034 Uiso 1 1 calc R . . C36 C 0.22964(4) 0.51101(8) 0.16959(10) 0.0199(2) Uani 1 1 d . . . H36 H 0.2083 0.5078 0.2283 0.024 Uiso 1 1 calc R . . C41 C 0.11214(4) 0.53391(7) 0.17781(8) 0.01265(17) Uani 1 1 d . . . C42 C 0.11047(4) 0.43950(7) 0.18256(9) 0.01742(19) Uani 1 1 d . . . H42 H 0.1263 0.4048 0.1305 0.021 Uiso 1 1 calc R . . C43 C 0.08579(4) 0.39691(8) 0.26291(10) 0.0198(2) Uani 1 1 d . . . H43 H 0.0854 0.3331 0.2661 0.024 Uiso 1 1 calc R . . C44 C 0.06154(4) 0.44671(8) 0.33897(9) 0.0192(2) Uani 1 1 d . . . H44 H 0.0447 0.4172 0.3939 0.023 Uiso 1 1 calc R . . C45 C 0.06220(4) 0.54008(8) 0.33370(9) 0.01758(19) Uani 1 1 d . . . H45 H 0.0452 0.5745 0.3845 0.021 Uiso 1 1 calc R . . C46 C 0.08785(4) 0.58353(7) 0.25398(8) 0.01474(18) Uani 1 1 d . . . H46 H 0.0887 0.6473 0.2517 0.018 Uiso 1 1 calc R . . C51 C 0.11398(4) 0.52804(7) -0.03638(8) 0.01202(16) Uani 1 1 d . . . C52 C 0.13876(4) 0.46870(8) -0.10269(9) 0.01707(19) Uani 1 1 d . . . H52 H 0.1742 0.4562 -0.0935 0.020 Uiso 1 1 calc R . . C53 C 0.11197(4) 0.42763(8) -0.18241(9) 0.0193(2) Uani 1 1 d . . . H53 H 0.1294 0.3879 -0.2274 0.023 Uiso 1 1 calc R . . C54 C 0.06003(4) 0.44437(8) -0.19635(9) 0.01716(19) Uani 1 1 d . . . H54 H 0.0420 0.4171 -0.2513 0.021 Uiso 1 1 calc R . . C55 C 0.03473(4) 0.50150(7) -0.12908(9) 0.01513(18) Uani 1 1 d . . . H55 H -0.0009 0.5125 -0.1374 0.018 Uiso 1 1 calc R . . C56 C 0.06130(4) 0.54261(7) -0.04975(8) 0.01296(17) Uani 1 1 d . . . H56 H 0.0435 0.5811 -0.0040 0.016 Uiso 1 1 calc R . . P60 P 0.075035(15) 0.2500 0.57296(3) 0.01274(7) Uani 1 2 d S . . F61 F 0.11851(3) 0.32619(6) 0.57582(7) 0.02972(18) Uani 1 1 d . . . F62 F 0.07683(6) 0.2500 0.45097(8) 0.0310(3) Uani 1 2 d S . . F63 F 0.03197(3) 0.32669(5) 0.57116(6) 0.02526(16) Uani 1 1 d . . . F64 F 0.07352(5) 0.2500 0.69580(8) 0.0268(2) Uani 1 2 d S . . 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 0.00895(4) 0.00818(4) 0.00767(4) 0.000 -0.00068(3) 0.000 O1 0.0147(5) 0.0143(4) 0.0093(4) 0.000 -0.0019(4) 0.000 C2 0.0175(6) 0.0228(7) 0.0112(6) 0.000 -0.0035(5) 0.000 C3 0.0231(9) 0.107(2) 0.0101(7) 0.000 -0.0031(7) 0.000 C4 0.0299(11) 0.185(4) 0.0117(9) 0.000 -0.0084(8) 0.000 C5 0.0243(9) 0.113(3) 0.0182(9) 0.000 -0.0120(8) 0.000 C6 0.0184(7) 0.0358(9) 0.0195(8) 0.000 -0.0072(6) 0.000 C7 0.0151(6) 0.0165(6) 0.0140(6) 0.000 -0.0044(5) 0.000 C8 0.0117(5) 0.0145(6) 0.0150(6) 0.000 -0.0029(5) 0.000 N9 0.0110(5) 0.0113(5) 0.0113(5) 0.000 -0.0013(4) 0.000 C10 0.0108(5) 0.0148(6) 0.0122(6) 0.000 0.0002(5) 0.000 C11 0.0101(6) 0.0263(8) 0.0180(7) 0.000 0.0003(5) 0.000 C12 0.0128(6) 0.0409(10) 0.0192(7) 0.000 0.0038(6) 0.000 C13 0.0158(7) 0.0575(13) 0.0137(7) 0.000 0.0042(6) 0.000 C14 0.0144(6) 0.0393(10) 0.0104(6) 0.000 0.0015(5) 0.000 C15 0.0106(5) 0.0159(6) 0.0112(6) 0.000 0.0012(4) 0.000 N16 0.0100(4) 0.0110(5) 0.0098(4) 0.000 0.0005(4) 0.000 C17 0.0107(5) 0.0111(5) 0.0104(5) 0.000 -0.0005(4) 0.000 C18 0.0105(5) 0.0101(5) 0.0111(6) 0.000 -0.0003(4) 0.000 C19 0.0112(5) 0.0174(6) 0.0137(6) 0.000 -0.0024(5) 0.000 C20 0.0107(6) 0.0201(7) 0.0192(7) 0.000 -0.0006(5) 0.000 C21 0.0121(5) 0.0171(6) 0.0175(7) 0.000 0.0028(5) 0.000 C22 0.0127(5) 0.0127(6) 0.0126(6) 0.000 0.0020(5) 0.000 N23 0.0112(5) 0.0093(5) 0.0105(5) 0.000 0.0007(4) 0.000 C24 0.0108(5) 0.0171(6) 0.0095(5) 0.000 -0.0011(4) 0.000 C25 0.0247(5) 0.0194(5) 0.0132(4) -0.0022(4) -0.0020(4) -0.0015(4) C26 0.0274(6) 0.0302(6) 0.0145(5) -0.0072(4) -0.0027(4) -0.0036(5) C27 0.0170(7) 0.0404(10) 0.0112(6) 0.000 -0.0023(5) 0.000 P30 0.01111(10) 0.00841(10) 0.01048(10) -0.00033(8) -0.00060(8) 0.00018(8) C31 0.0128(4) 0.0098(4) 0.0168(4) -0.0003(3) -0.0030(3) 0.0007(3) C32 0.0139(4) 0.0143(4) 0.0197(5) -0.0018(4) -0.0006(4) 0.0010(3) C33 0.0140(4) 0.0227(5) 0.0324(6) -0.0026(5) 0.0012(4) 0.0025(4) C34 0.0147(5) 0.0286(6) 0.0433(8) 0.0046(6) -0.0071(5) 0.0041(4) C35 0.0203(5) 0.0300(6) 0.0336(7) 0.0103(5) -0.0120(5) 0.0015(5) C36 0.0181(5) 0.0210(5) 0.0206(5) 0.0045(4) -0.0056(4) -0.0006(4) C41 0.0141(4) 0.0113(4) 0.0125(4) 0.0016(3) -0.0004(3) -0.0009(3) C42 0.0192(5) 0.0116(4) 0.0215(5) 0.0015(4) 0.0026(4) 0.0002(4) C43 0.0211(5) 0.0121(4) 0.0263(6) 0.0063(4) 0.0010(4) -0.0005(4) C44 0.0192(5) 0.0208(5) 0.0178(5) 0.0077(4) 0.0003(4) -0.0021(4) C45 0.0199(5) 0.0194(5) 0.0135(4) 0.0015(4) 0.0014(4) -0.0002(4) C46 0.0178(4) 0.0132(4) 0.0132(4) 0.0006(3) 0.0004(4) -0.0004(3) C51 0.0129(4) 0.0104(4) 0.0127(4) -0.0015(3) -0.0007(3) -0.0009(3) C52 0.0138(4) 0.0176(4) 0.0198(5) -0.0069(4) -0.0004(4) 0.0008(4) C53 0.0185(5) 0.0199(5) 0.0195(5) -0.0096(4) -0.0001(4) -0.0003(4) C54 0.0182(4) 0.0161(4) 0.0171(5) -0.0044(4) -0.0026(4) -0.0027(4) C55 0.0134(4) 0.0138(4) 0.0182(5) -0.0006(4) -0.0026(4) -0.0012(3) C56 0.0128(4) 0.0112(4) 0.0149(4) -0.0011(3) 0.0005(3) -0.0001(3) P60 0.01383(15) 0.01198(15) 0.01240(16) 0.000 0.00063(12) 0.000 F61 0.0241(4) 0.0244(4) 0.0407(5) -0.0008(3) 0.0026(3) -0.0109(3) F62 0.0588(8) 0.0213(5) 0.0130(5) 0.000 0.0043(5) 0.000 F63 0.0232(3) 0.0202(3) 0.0323(4) -0.0009(3) -0.0023(3) 0.0089(3) F64 0.0450(7) 0.0230(5) 0.0126(4) 0.000 -0.0007(4) 0.000 _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 N16 1.9758(12) . ? Ru1 N9 2.0059(12) . ? Ru1 O1 2.0730(11) . ? Ru1 N23 2.0833(12) . ? Ru1 P30 2.4170(3) 7_575 ? Ru1 P30 2.4171(3) . ? O1 C2 1.3036(18) . ? C2 C3 1.413(3) . ? C2 C7 1.431(2) . ? C3 C4 1.370(3) . ? C4 C5 1.398(4) . ? C5 C6 1.371(3) . ? C6 C7 1.418(2) . ? C7 C8 1.434(2) . ? C8 N9 1.3053(18) . ? N9 C10 1.4267(19) . ? C10 C11 1.398(2) . ? C10 C15 1.417(2) . ? C11 C12 1.380(2) . ? C12 C13 1.383(3) . ? C13 C14 1.391(2) . ? C14 C15 1.396(2) . ? C15 N16 1.4375(18) . ? N16 C17 1.3126(18) . ? C17 C18 1.4645(19) . ? C17 C24 1.487(2) . ? C18 N23 1.3732(18) . ? C18 C19 1.3960(19) . ? C19 C20 1.385(2) . ? C20 C21 1.392(2) . ? C21 C22 1.387(2) . ? C22 N23 1.3492(18) . ? C24 C25 1.3900(13) . ? C24 C25 1.3900(13) 7_575 ? C25 C26 1.3926(17) . ? C26 C27 1.3875(16) . ? C27 C26 1.3875(16) 7_575 ? P30 C31 1.8263(10) . ? P30 C41 1.8330(10) . ? P30 C51 1.8381(10) . ? C31 C36 1.3951(15) . ? C31 C32 1.4004(15) . ? C32 C33 1.3909(15) . ? C33 C34 1.387(2) . ? C34 C35 1.382(2) . ? C35 C36 1.3927(17) . ? C41 C46 1.3931(15) . ? C41 C42 1.4063(14) . ? C42 C43 1.3865(16) . ? C43 C44 1.3929(18) . ? C44 C45 1.3907(16) . ? C45 C46 1.3980(15) . ? C51 C52 1.3967(14) . ? C51 C56 1.4025(14) . ? C52 C53 1.3966(15) . ? C53 C54 1.3899(16) . ? C54 C55 1.3905(16) . ? C55 C56 1.3902(15) . ? P60 F62 1.5976(12) . ? P60 F63 1.6013(8) . ? P60 F63 1.6013(8) 7_565 ? P60 F61 1.6039(8) . ? P60 F61 1.6040(8) 7_565 ? P60 F64 1.6084(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 N16 Ru1 N9 84.15(5) . . ? N16 Ru1 O1 176.35(5) . . ? N9 Ru1 O1 92.20(5) . . ? N16 Ru1 N23 79.67(5) . . ? N9 Ru1 N23 163.82(5) . . ? O1 Ru1 N23 103.98(4) . . ? N16 Ru1 P30 92.945(7) . 7_575 ? N9 Ru1 P30 89.424(7) . 7_575 ? O1 Ru1 P30 87.005(7) . 7_575 ? N23 Ru1 P30 91.394(7) . 7_575 ? N16 Ru1 P30 92.945(6) . . ? N9 Ru1 P30 89.425(7) . . ? O1 Ru1 P30 87.004(7) . . ? N23 Ru1 P30 91.393(7) . . ? P30 Ru1 P30 173.852(13) 7_575 . ? C2 O1 Ru1 123.90(10) . . ? O1 C2 C3 116.66(16) . . ? O1 C2 C7 126.29(14) . . ? C3 C2 C7 117.04(15) . . ? C4 C3 C2 122.0(2) . . ? C3 C4 C5 121.4(2) . . ? C6 C5 C4 118.37(19) . . ? C5 C6 C7 122.23(18) . . ? C6 C7 C2 119.04(15) . . ? C6 C7 C8 115.07(14) . . ? C2 C7 C8 125.89(13) . . ? N9 C8 C7 124.92(14) . . ? C8 N9 C10 122.09(13) . . ? C8 N9 Ru1 126.80(11) . . ? C10 N9 Ru1 111.11(9) . . ? C11 C10 C15 119.53(14) . . ? C11 C10 N9 123.37(13) . . ? C15 C10 N9 117.10(12) . . ? C12 C11 C10 120.13(15) . . ? C11 C12 C13 120.53(15) . . ? C12 C13 C14 120.52(16) . . ? C13 C14 C15 119.91(15) . . ? C14 C15 C10 119.37(13) . . ? C14 C15 N16 125.90(13) . . ? C10 C15 N16 114.73(13) . . ? C17 N16 C15 128.33(12) . . ? C17 N16 Ru1 118.76(10) . . ? C15 N16 Ru1 112.91(9) . . ? N16 C17 C18 113.99(12) . . ? N16 C17 C24 127.69(13) . . ? C18 C17 C24 118.32(12) . . ? N23 C18 C19 121.61(13) . . ? N23 C18 C17 116.05(12) . . ? C19 C18 C17 122.34(13) . . ? C20 C19 C18 119.52(14) . . ? C19 C20 C21 119.08(14) . . ? C22 C21 C20 118.80(14) . . ? N23 C22 C21 123.24(14) . . ? C22 N23 C18 117.74(12) . . ? C22 N23 Ru1 130.72(10) . . ? C18 N23 Ru1 111.54(9) . . ? C25 C24 C25 120.20(14) . 7_575 ? C25 C24 C17 119.86(7) . . ? C25 C24 C17 119.86(7) 7_575 . ? C24 C25 C26 119.74(12) . . ? C27 C26 C25 120.19(12) . . ? C26 C27 C26 119.94(15) 7_575 . ? C31 P30 C41 103.32(5) . . ? C31 P30 C51 105.44(5) . . ? C41 P30 C51 99.67(5) . . ? C31 P30 Ru1 112.80(3) . . ? C41 P30 Ru1 117.93(3) . . ? C51 P30 Ru1 115.89(3) . . ? C36 C31 C32 118.81(10) . . ? C36 C31 P30 120.83(9) . . ? C32 C31 P30 119.99(8) . . ? C33 C32 C31 120.87(11) . . ? C34 C33 C32 119.63(12) . . ? C35 C34 C33 120.01(11) . . ? C34 C35 C36 120.68(12) . . ? C35 C36 C31 119.99(12) . . ? C46 C41 C42 118.90(10) . . ? C46 C41 P30 122.10(8) . . ? C42 C41 P30 118.99(8) . . ? C43 C42 C41 120.28(11) . . ? C42 C43 C44 120.68(10) . . ? C45 C44 C43 119.34(10) . . ? C44 C45 C46 120.31(11) . . ? C41 C46 C45 120.47(10) . . ? C52 C51 C56 118.28(9) . . ? C52 C51 P30 124.98(8) . . ? C56 C51 P30 116.73(8) . . ? C53 C52 C51 120.61(10) . . ? C54 C53 C52 120.51(10) . . ? C53 C54 C55 119.29(10) . . ? C56 C55 C54 120.33(10) . . ? C55 C56 C51 120.93(9) . . ? F62 P60 F63 90.34(5) . . ? F62 P60 F63 90.34(5) . 7_565 ? F63 P60 F63 90.85(6) . 7_565 ? F62 P60 F61 90.15(5) . . ? F63 P60 F61 89.62(4) . . ? F63 P60 F61 179.33(5) 7_565 . ? F62 P60 F61 90.15(5) . 7_565 ? F63 P60 F61 179.32(5) . 7_565 ? F63 P60 F61 89.62(4) 7_565 7_565 ? F61 P60 F61 89.91(7) . 7_565 ? F62 P60 F64 179.72(8) . . ? F63 P60 F64 89.86(5) . . ? F63 P60 F64 89.86(5) 7_565 . ? F61 P60 F64 89.66(5) . . ? F61 P60 F64 89.66(5) 7_565 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 35.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.759 _refine_diff_density_min -1.154 _refine_diff_density_rms 0.074 ########END######## _database_code_depnum_ccdc_archive 'CCDC 947655'