Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prof Goutam Lahiri' _publ_contact_author_address ; Department of Chemistry Indian Institute of Technology, Bombay Mumbai Maharashtra 400076 INDIA ; _publ_contact_author_email LAHIRI@CHEM.IITB.AC.IN _publ_section_title ; Isomeric ruthenium terpyridine complexes [Ru(trpy)(L)Cl]n+ containing the unsymmetrically bidentate acceptor L = 3-amino-6-(3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazine. Synthesis, structures, electrochemistry, spectroscopy and DFT calculations ; loop_ _publ_author_name 'Goutam Lahiri' 'Sandeep Ghumaan' 'W. Kaim' 'Shaikh M. Mobin' 'Mahendra P. Patil' 'Srikanta Patra' ; B.Sarkar ; 'Raghavan B. Sunoj' data_gk178b _database_code_depnum_ccdc_archive 'CCDC 252641' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H21 Cl2 N10 O4.50 Ru' _chemical_formula_weight 669.46 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' O O 0.0106 0.0060 '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' 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 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.0150(19) _cell_length_b 14.7830(11) _cell_length_c 13.7050(18) _cell_angle_alpha 90.00 _cell_angle_beta 91.845(8) _cell_angle_gamma 90.00 _cell_volume 5267.9(9) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 6.1400 _cell_measurement_theta_max 13.9900 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.688 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2696 _exptl_absorpt_coefficient_mu 0.851 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.7549 _exptl_absorpt_correction_T_max 0.8830 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius MACH3' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 3600 _diffrn_standards_decay_% <3% _diffrn_reflns_number 4854 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 24.98 _reflns_number_total 4638 _reflns_number_gt 3570 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Argus (Nonius, MACH3 software)' _computing_cell_refinement 'Argus (Nonius, MACH3 software)' _computing_data_reduction 'Maxus (Nonius software)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep _computing_publication_material Shelx97 _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 w=1/[\s^2^(Fo^2^)+(0.0618P)^2^+23.1494P] 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 4638 _refine_ls_number_parameters 438 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0709 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.1239 _refine_ls_wR_factor_gt 0.1111 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.009 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.161209(14) 0.23000(3) 0.25928(3) 0.03462(14) Uani 1 d . . . Cl1 Cl 0.21734(5) 0.35803(9) 0.27253(9) 0.0448(3) Uani 1 d . . . N1 N 0.10906(15) 0.1282(3) 0.2313(3) 0.0418(10) Uani 1 d . . . N2 N 0.06666(15) 0.1577(3) 0.1766(3) 0.0424(10) Uani 1 d . . . N3 N 0.10133(15) 0.3004(3) 0.2030(3) 0.0382(9) Uani 1 d . . . N4 N 0.09703(16) 0.3898(3) 0.2009(3) 0.0471(11) Uani 1 d . . . N5 N 0.01598(17) 0.2838(3) 0.1380(3) 0.0502(11) Uani 1 d . . . N6 N 0.01033(18) 0.3734(4) 0.1342(4) 0.0560(12) Uani 1 d . . . N7 N 0.0470(3) 0.5120(5) 0.1605(6) 0.079(2) Uani 1 d . . . N8 N 0.19835(15) 0.1867(3) 0.1363(3) 0.0387(9) Uani 1 d . . . N9 N 0.21856(14) 0.1588(3) 0.3188(3) 0.0354(9) Uani 1 d . . . N10 N 0.14469(15) 0.2393(3) 0.4060(3) 0.0390(9) Uani 1 d . . . C1 C 0.1435(3) -0.0184(6) 0.2874(7) 0.070(2) Uani 1 d . . . C2 C 0.1052(2) 0.0386(4) 0.2334(4) 0.0505(13) Uani 1 d . . . C3 C 0.0608(2) 0.0120(5) 0.1806(5) 0.0597(16) Uani 1 d . . . C4 C 0.0369(2) 0.0869(4) 0.1456(4) 0.0505(14) Uani 1 d . . . C5 C -0.0118(3) 0.0959(6) 0.0852(6) 0.0652(18) Uani 1 d . . . C6 C 0.06018(18) 0.2513(3) 0.1702(4) 0.0396(12) Uani 1 d . . . C7 C 0.0514(2) 0.4226(4) 0.1647(4) 0.0533(14) Uani 1 d . . . C8 C 0.1825(2) 0.1976(4) 0.0424(4) 0.0477(13) Uani 1 d . . . C9 C 0.2096(3) 0.1634(4) -0.0338(4) 0.0524(14) Uani 1 d . . . C10 C 0.2545(3) 0.1184(4) -0.0146(4) 0.0573(16) Uani 1 d . . . C11 C 0.2713(2) 0.1046(4) 0.0811(4) 0.0519(14) Uani 1 d . . . C12 C 0.24238(19) 0.1389(3) 0.1552(3) 0.0413(11) Uani 1 d . . . C13 C 0.25489(19) 0.1252(3) 0.2601(4) 0.0380(11) Uani 1 d . . . C14 C 0.2976(2) 0.0818(4) 0.3010(4) 0.0439(12) Uani 1 d . . . C15 C 0.3026(2) 0.0757(4) 0.4016(4) 0.0468(13) Uani 1 d . . . C16 C 0.2654(2) 0.1104(4) 0.4598(4) 0.0441(12) Uani 1 d . . . C17 C 0.22285(18) 0.1523(3) 0.4163(3) 0.0362(10) Uani 1 d . . . C18 C 0.17852(18) 0.1932(3) 0.4661(3) 0.0378(11) Uani 1 d . . . C19 C 0.1712(2) 0.1862(4) 0.5649(4) 0.0471(13) Uani 1 d . . . C20 C 0.1286(2) 0.2264(5) 0.6047(4) 0.0585(15) Uani 1 d . . . C21 C 0.0951(2) 0.2730(5) 0.5439(4) 0.0572(15) Uani 1 d . . . C22 C 0.1047(2) 0.2796(4) 0.4464(4) 0.0470(13) Uani 1 d . . . Cl2 Cl 0.57748(10) 0.1772(3) 0.38565(19) 0.1648(17) Uani 1 d . . . O1 O 0.5285(3) 0.1557(7) 0.3794(8) 0.197(4) Uani 1 d . . . O2 O 0.6046(4) 0.1590(12) 0.3126(7) 0.255(7) Uani 1 d . . . O3 O 0.5997(4) 0.1435(8) 0.4773(5) 0.197(5) Uani 1 d . . . O4 O 0.5852(7) 0.2683(9) 0.3932(12) 0.310(11) Uani 1 d . . . O111 O 0.0000 0.1746(12) 0.7500 0.59(4) Uani 1 d S . . H111 H 0.0000 0.1870 0.6835 0.713 Uiso 1 calc R . . H8 H 0.152(2) 0.226(3) 0.030(4) 0.037(13) Uiso 1 d . . . H3 H 0.051(2) -0.042(4) 0.176(4) 0.046(16) Uiso 1 d . . . H19 H 0.195(2) 0.153(4) 0.600(4) 0.042(14) Uiso 1 d . . . H15 H 0.329(2) 0.050(3) 0.435(4) 0.040(14) Uiso 1 d . . . H5A H -0.026(3) 0.036(5) 0.075(5) 0.08(2) Uiso 1 d . . . H16 H 0.266(2) 0.110(4) 0.519(4) 0.050(17) Uiso 1 d . . . H5 H -0.038(2) 0.131(4) 0.118(4) 0.065(19) Uiso 1 d . . . H1 H 0.179(3) -0.021(5) 0.251(6) 0.10(3) Uiso 1 d . . . H14 H 0.320(2) 0.059(4) 0.258(4) 0.042(14) Uiso 1 d . . . H11 H 0.304(2) 0.067(4) 0.100(4) 0.062(17) Uiso 1 d . . . H21 H 0.066(3) 0.308(5) 0.565(5) 0.08(2) Uiso 1 d . . . H1B H 0.135(3) -0.069(5) 0.289(5) 0.06(2) Uiso 1 d . . . H20 H 0.126(2) 0.226(4) 0.676(5) 0.067(18) Uiso 1 d . . . H7N H 0.012(3) 0.530(5) 0.142(5) 0.07(2) Uiso 1 d . . . H10 H 0.271(2) 0.091(4) -0.060(4) 0.054(16) Uiso 1 d . . . H9 H 0.196(2) 0.185(4) -0.099(5) 0.068(18) Uiso 1 d . . . H22 H 0.084(2) 0.306(3) 0.404(4) 0.040(14) Uiso 1 d . . . H5B H -0.005(3) 0.126(5) 0.025(5) 0.08(2) Uiso 1 d . . . H1A H 0.153(2) 0.007(4) 0.336(5) 0.06(2) Uiso 1 d . . . H7N1 H 0.062(3) 0.537(5) 0.190(5) 0.05(2) Uiso 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.0337(2) 0.0400(2) 0.0299(2) 0.00008(18) -0.00218(14) 0.00231(18) Cl1 0.0483(7) 0.0472(7) 0.0385(6) 0.0019(5) -0.0042(5) -0.0046(6) N1 0.040(2) 0.044(3) 0.040(2) 0.0018(19) -0.0060(18) 0.0021(19) N2 0.038(2) 0.049(3) 0.040(2) -0.002(2) -0.0083(18) -0.0008(19) N3 0.036(2) 0.043(2) 0.035(2) 0.0005(18) -0.0017(17) 0.0035(18) N4 0.040(2) 0.044(3) 0.057(3) 0.002(2) -0.002(2) 0.005(2) N5 0.041(2) 0.058(3) 0.051(3) -0.001(2) -0.005(2) 0.003(2) N6 0.044(3) 0.063(3) 0.061(3) 0.004(2) -0.006(2) 0.012(2) N7 0.064(4) 0.059(4) 0.113(6) 0.006(4) -0.020(4) 0.014(3) N8 0.040(2) 0.043(2) 0.033(2) -0.0013(18) -0.0016(17) -0.0025(19) N9 0.035(2) 0.040(2) 0.032(2) 0.0001(17) -0.0004(16) 0.0013(17) N10 0.038(2) 0.044(2) 0.035(2) -0.0022(18) -0.0006(17) -0.0012(18) C1 0.074(5) 0.044(4) 0.090(6) 0.002(4) -0.019(4) -0.002(4) C2 0.050(3) 0.047(3) 0.054(3) -0.004(3) -0.001(3) 0.002(3) C3 0.059(4) 0.045(4) 0.074(4) -0.009(3) -0.010(3) -0.008(3) C4 0.043(3) 0.059(4) 0.049(3) -0.013(3) -0.006(2) 0.002(3) C5 0.053(4) 0.068(5) 0.073(5) -0.020(4) -0.016(3) -0.004(3) C6 0.035(3) 0.048(3) 0.037(3) 0.000(2) -0.001(2) 0.003(2) C7 0.048(3) 0.058(4) 0.054(3) 0.008(3) -0.001(3) 0.008(3) C8 0.050(3) 0.056(3) 0.036(3) 0.000(2) -0.008(2) -0.004(3) C9 0.077(4) 0.048(3) 0.032(3) -0.003(2) -0.002(3) -0.013(3) C10 0.087(5) 0.044(3) 0.042(3) -0.011(3) 0.016(3) 0.000(3) C11 0.064(4) 0.047(3) 0.045(3) -0.005(3) 0.008(3) 0.007(3) C12 0.044(3) 0.043(3) 0.037(3) -0.006(2) 0.004(2) -0.001(2) C13 0.040(3) 0.034(3) 0.040(3) -0.002(2) 0.003(2) -0.002(2) C14 0.037(3) 0.041(3) 0.053(3) -0.002(2) 0.002(2) 0.002(2) C15 0.040(3) 0.044(3) 0.056(3) 0.007(3) -0.007(3) 0.002(2) C16 0.051(3) 0.041(3) 0.040(3) 0.006(2) -0.006(2) -0.001(2) C17 0.042(3) 0.033(3) 0.033(2) 0.003(2) -0.002(2) -0.004(2) C18 0.039(3) 0.040(3) 0.034(2) -0.002(2) 0.000(2) -0.005(2) C19 0.051(3) 0.054(3) 0.036(3) 0.003(3) 0.000(2) -0.003(3) C20 0.066(4) 0.071(4) 0.039(3) -0.004(3) 0.012(3) -0.015(3) C21 0.049(3) 0.069(4) 0.054(3) -0.017(3) 0.013(3) -0.002(3) C22 0.038(3) 0.057(4) 0.046(3) -0.012(3) -0.002(2) 0.003(3) Cl2 0.1038(18) 0.304(5) 0.0888(17) -0.089(2) 0.0403(14) -0.118(2) O1 0.096(5) 0.240(11) 0.255(11) -0.082(9) 0.023(6) -0.071(6) O2 0.172(9) 0.47(2) 0.123(7) 0.053(10) 0.069(7) 0.096(12) O3 0.206(9) 0.309(13) 0.079(5) -0.032(6) 0.027(5) -0.131(9) O4 0.38(2) 0.198(12) 0.34(2) 0.032(12) -0.187(18) -0.150(14) O111 0.65(6) 0.103(13) 1.07(9) 0.000 0.58(7) 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 N9 1.979(4) . ? Ru1 N3 2.007(4) . ? Ru1 N1 2.054(4) . ? Ru1 N8 2.071(4) . ? Ru1 N10 2.074(4) . ? Ru1 Cl1 2.3937(13) . ? N1 C2 1.329(7) . ? N1 N2 1.384(5) . ? N2 C4 1.361(7) . ? N2 C6 1.396(7) . ? N3 N4 1.326(6) . ? N3 C6 1.359(6) . ? N4 C7 1.360(7) . ? N5 C6 1.310(6) . ? N5 N6 1.334(7) . ? N6 C7 1.348(8) . ? N7 C7 1.327(9) . ? N7 H7N 0.98(7) . ? N7 H7N1 0.67(6) . ? N8 C8 1.348(6) . ? N8 C12 1.363(6) . ? N9 C17 1.342(6) . ? N9 C13 1.355(6) . ? N10 C22 1.334(7) . ? N10 C18 1.368(6) . ? C1 C2 1.483(9) . ? C1 H1 1.06(9) . ? C1 H1B 0.78(7) . ? C1 H1A 0.80(6) . ? C2 C3 1.399(8) . ? C3 C4 1.350(9) . ? C3 H3 0.84(5) . ? C4 C5 1.498(8) . ? C5 H5A 0.97(7) . ? C5 H5 0.98(6) . ? C5 H5B 0.96(7) . ? C8 C9 1.375(8) . ? C8 H8 0.91(5) . ? C9 C10 1.364(9) . ? C9 H9 1.00(6) . ? C10 C11 1.383(8) . ? C10 H10 0.87(6) . ? C11 C12 1.381(7) . ? C11 H11 1.03(6) . ? C12 C13 1.477(7) . ? C13 C14 1.386(7) . ? C14 C15 1.384(8) . ? C14 H14 0.90(5) . ? C15 C16 1.374(8) . ? C15 H15 0.89(5) . ? C16 C17 1.387(7) . ? C16 H16 0.81(5) . ? C17 C18 1.486(7) . ? C18 C19 1.378(7) . ? C19 C20 1.385(8) . ? C19 H19 0.92(5) . ? C20 C21 1.372(9) . ? C20 H20 0.98(6) . ? C21 C22 1.371(8) . ? C21 H21 0.96(7) . ? C22 H22 0.87(5) . ? Cl2 O2 1.271(9) . ? Cl2 O1 1.313(7) . ? Cl2 O4 1.365(13) . ? Cl2 O3 1.453(10) . ? O111 H111 0.9300 . ? 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 N9 Ru1 N3 177.82(16) . . ? N9 Ru1 N1 99.92(16) . . ? N3 Ru1 N1 78.95(17) . . ? N9 Ru1 N8 78.79(15) . . ? N3 Ru1 N8 102.96(15) . . ? N1 Ru1 N8 86.79(16) . . ? N9 Ru1 N10 79.21(15) . . ? N3 Ru1 N10 98.97(16) . . ? N1 Ru1 N10 94.21(16) . . ? N8 Ru1 N10 157.81(16) . . ? N9 Ru1 Cl1 86.51(12) . . ? N3 Ru1 Cl1 94.76(12) . . ? N1 Ru1 Cl1 172.33(11) . . ? N8 Ru1 Cl1 90.39(12) . . ? N10 Ru1 Cl1 91.10(12) . . ? C2 N1 N2 105.5(4) . . ? C2 N1 Ru1 140.9(4) . . ? N2 N1 Ru1 112.4(3) . . ? C4 N2 N1 111.2(4) . . ? C4 N2 C6 132.5(4) . . ? N1 N2 C6 116.0(4) . . ? N4 N3 C6 117.5(4) . . ? N4 N3 Ru1 126.1(3) . . ? C6 N3 Ru1 116.3(3) . . ? N3 N4 C7 115.8(5) . . ? C6 N5 N6 118.2(5) . . ? N5 N6 C7 116.0(5) . . ? C7 N7 H7N 111(4) . . ? C7 N7 H7N1 118(7) . . ? H7N N7 H7N1 123(8) . . ? C8 N8 C12 118.2(4) . . ? C8 N8 Ru1 127.1(4) . . ? C12 N8 Ru1 114.6(3) . . ? C17 N9 C13 121.9(4) . . ? C17 N9 Ru1 119.1(3) . . ? C13 N9 Ru1 118.8(3) . . ? C22 N10 C18 117.9(4) . . ? C22 N10 Ru1 128.4(4) . . ? C18 N10 Ru1 113.7(3) . . ? C2 C1 H1 111(4) . . ? C2 C1 H1B 112(5) . . ? H1 C1 H1B 103(7) . . ? C2 C1 H1A 110(5) . . ? H1 C1 H1A 99(6) . . ? H1B C1 H1A 120(7) . . ? N1 C2 C3 109.3(5) . . ? N1 C2 C1 121.8(6) . . ? C3 C2 C1 128.9(6) . . ? C4 C3 C2 108.4(6) . . ? C4 C3 H3 128(4) . . ? C2 C3 H3 123(4) . . ? C3 C4 N2 105.6(5) . . ? C3 C4 C5 129.9(6) . . ? N2 C4 C5 124.5(6) . . ? C4 C5 H5A 108(4) . . ? C4 C5 H5 113(4) . . ? H5A C5 H5 107(5) . . ? C4 C5 H5B 109(4) . . ? H5A C5 H5B 112(6) . . ? H5 C5 H5B 108(6) . . ? N5 C6 N3 126.1(5) . . ? N5 C6 N2 119.2(4) . . ? N3 C6 N2 114.7(4) . . ? N7 C7 N6 117.1(6) . . ? N7 C7 N4 116.4(6) . . ? N6 C7 N4 126.4(5) . . ? N8 C8 C9 122.2(6) . . ? N8 C8 H8 119(3) . . ? C9 C8 H8 119(3) . . ? C10 C9 C8 119.3(5) . . ? C10 C9 H9 127(4) . . ? C8 C9 H9 113(4) . . ? C9 C10 C11 119.8(5) . . ? C9 C10 H10 122(4) . . ? C11 C10 H10 118(4) . . ? C12 C11 C10 118.7(6) . . ? C12 C11 H11 118(3) . . ? C10 C11 H11 123(3) . . ? N8 C12 C11 121.7(5) . . ? N8 C12 C13 114.4(4) . . ? C11 C12 C13 123.9(5) . . ? N9 C13 C14 119.7(5) . . ? N9 C13 C12 113.0(4) . . ? C14 C13 C12 127.3(5) . . ? C15 C14 C13 118.9(5) . . ? C15 C14 H14 125(3) . . ? C13 C14 H14 116(3) . . ? C16 C15 C14 120.6(5) . . ? C16 C15 H15 114(3) . . ? C14 C15 H15 126(3) . . ? C15 C16 C17 119.0(5) . . ? C15 C16 H16 126(4) . . ? C17 C16 H16 115(4) . . ? N9 C17 C16 120.0(5) . . ? N9 C17 C18 112.8(4) . . ? C16 C17 C18 127.2(4) . . ? N10 C18 C19 121.5(5) . . ? N10 C18 C17 114.8(4) . . ? C19 C18 C17 123.6(5) . . ? C18 C19 C20 119.5(5) . . ? C18 C19 H19 116(3) . . ? C20 C19 H19 125(3) . . ? C21 C20 C19 118.5(5) . . ? C21 C20 H20 123(4) . . ? C19 C20 H20 118(4) . . ? C22 C21 C20 119.7(6) . . ? C22 C21 H21 115(4) . . ? C20 C21 H21 125(4) . . ? N10 C22 C21 122.8(6) . . ? N10 C22 H22 113(3) . . ? C21 C22 H22 124(3) . . ? O2 Cl2 O1 117.3(8) . . ? O2 Cl2 O4 100.6(10) . . ? O1 Cl2 O4 112.5(10) . . ? O2 Cl2 O3 113.2(7) . . ? O1 Cl2 O3 109.3(6) . . ? O4 Cl2 O3 102.7(7) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N9 Ru1 N1 C2 -7.4(6) . . . . ? N3 Ru1 N1 C2 174.5(6) . . . . ? N8 Ru1 N1 C2 70.6(6) . . . . ? N10 Ru1 N1 C2 -87.2(6) . . . . ? Cl1 Ru1 N1 C2 139.2(7) . . . . ? N9 Ru1 N1 N2 -171.9(3) . . . . ? N3 Ru1 N1 N2 10.0(3) . . . . ? N8 Ru1 N1 N2 -93.9(3) . . . . ? N10 Ru1 N1 N2 108.3(3) . . . . ? Cl1 Ru1 N1 N2 -25.3(11) . . . . ? C2 N1 N2 C4 0.2(6) . . . . ? Ru1 N1 N2 C4 170.1(3) . . . . ? C2 N1 N2 C6 175.3(4) . . . . ? Ru1 N1 N2 C6 -14.8(5) . . . . ? N9 Ru1 N3 N4 112(4) . . . . ? N1 Ru1 N3 N4 171.3(4) . . . . ? N8 Ru1 N3 N4 -104.7(4) . . . . ? N10 Ru1 N3 N4 78.7(4) . . . . ? Cl1 Ru1 N3 N4 -13.2(4) . . . . ? N9 Ru1 N3 C6 -63(4) . . . . ? N1 Ru1 N3 C6 -4.0(3) . . . . ? N8 Ru1 N3 C6 80.0(4) . . . . ? N10 Ru1 N3 C6 -96.6(4) . . . . ? Cl1 Ru1 N3 C6 171.6(3) . . . . ? C6 N3 N4 C7 -0.6(7) . . . . ? Ru1 N3 N4 C7 -175.9(4) . . . . ? C6 N5 N6 C7 -0.1(8) . . . . ? N9 Ru1 N8 C8 173.5(5) . . . . ? N3 Ru1 N8 C8 -5.2(5) . . . . ? N1 Ru1 N8 C8 72.7(5) . . . . ? N10 Ru1 N8 C8 166.0(4) . . . . ? Cl1 Ru1 N8 C8 -100.2(4) . . . . ? N9 Ru1 N8 C12 -3.6(3) . . . . ? N3 Ru1 N8 C12 177.7(3) . . . . ? N1 Ru1 N8 C12 -104.4(4) . . . . ? N10 Ru1 N8 C12 -11.1(6) . . . . ? Cl1 Ru1 N8 C12 82.7(3) . . . . ? N3 Ru1 N9 C17 -37(4) . . . . ? N1 Ru1 N9 C17 -95.6(4) . . . . ? N8 Ru1 N9 C17 179.8(4) . . . . ? N10 Ru1 N9 C17 -3.1(3) . . . . ? Cl1 Ru1 N9 C17 88.7(3) . . . . ? N3 Ru1 N9 C13 149(4) . . . . ? N1 Ru1 N9 C13 90.4(4) . . . . ? N8 Ru1 N9 C13 5.7(3) . . . . ? N10 Ru1 N9 C13 -177.1(4) . . . . ? Cl1 Ru1 N9 C13 -85.4(3) . . . . ? N9 Ru1 N10 C22 -177.6(5) . . . . ? N3 Ru1 N10 C22 1.2(5) . . . . ? N1 Ru1 N10 C22 -78.3(5) . . . . ? N8 Ru1 N10 C22 -170.1(4) . . . . ? Cl1 Ru1 N10 C22 96.2(5) . . . . ? N9 Ru1 N10 C18 -1.4(3) . . . . ? N3 Ru1 N10 C18 177.4(3) . . . . ? N1 Ru1 N10 C18 98.0(3) . . . . ? N8 Ru1 N10 C18 6.1(6) . . . . ? Cl1 Ru1 N10 C18 -87.6(3) . . . . ? N2 N1 C2 C3 0.0(6) . . . . ? Ru1 N1 C2 C3 -165.1(5) . . . . ? N2 N1 C2 C1 -178.8(6) . . . . ? Ru1 N1 C2 C1 16.1(10) . . . . ? N1 C2 C3 C4 -0.2(7) . . . . ? C1 C2 C3 C4 178.5(7) . . . . ? C2 C3 C4 N2 0.3(7) . . . . ? C2 C3 C4 C5 -179.8(6) . . . . ? N1 N2 C4 C3 -0.3(6) . . . . ? C6 N2 C4 C3 -174.3(6) . . . . ? N1 N2 C4 C5 179.8(6) . . . . ? C6 N2 C4 C5 5.8(10) . . . . ? N6 N5 C6 N3 1.7(8) . . . . ? N6 N5 C6 N2 178.7(4) . . . . ? N4 N3 C6 N5 -1.3(8) . . . . ? Ru1 N3 C6 N5 174.4(4) . . . . ? N4 N3 C6 N2 -178.5(4) . . . . ? Ru1 N3 C6 N2 -2.8(5) . . . . ? C4 N2 C6 N5 8.2(9) . . . . ? N1 N2 C6 N5 -165.6(4) . . . . ? C4 N2 C6 N3 -174.4(5) . . . . ? N1 N2 C6 N3 11.8(6) . . . . ? N5 N6 C7 N7 179.2(6) . . . . ? N5 N6 C7 N4 -1.9(9) . . . . ? N3 N4 C7 N7 -178.8(6) . . . . ? N3 N4 C7 N6 2.3(8) . . . . ? C12 N8 C8 C9 -0.9(8) . . . . ? Ru1 N8 C8 C9 -177.9(4) . . . . ? N8 C8 C9 C10 -1.3(9) . . . . ? C8 C9 C10 C11 2.4(9) . . . . ? C9 C10 C11 C12 -1.4(9) . . . . ? C8 N8 C12 C11 2.0(8) . . . . ? Ru1 N8 C12 C11 179.4(4) . . . . ? C8 N8 C12 C13 -176.1(5) . . . . ? Ru1 N8 C12 C13 1.3(5) . . . . ? C10 C11 C12 N8 -0.9(9) . . . . ? C10 C11 C12 C13 177.0(5) . . . . ? C17 N9 C13 C14 0.8(7) . . . . ? Ru1 N9 C13 C14 174.6(4) . . . . ? C17 N9 C13 C12 179.5(4) . . . . ? Ru1 N9 C13 C12 -6.6(5) . . . . ? N8 C12 C13 N9 3.3(6) . . . . ? C11 C12 C13 N9 -174.8(5) . . . . ? N8 C12 C13 C14 -178.1(5) . . . . ? C11 C12 C13 C14 3.8(9) . . . . ? N9 C13 C14 C15 -1.5(8) . . . . ? C12 C13 C14 C15 180.0(5) . . . . ? C13 C14 C15 C16 1.3(8) . . . . ? C14 C15 C16 C17 -0.4(8) . . . . ? C13 N9 C17 C16 0.1(7) . . . . ? Ru1 N9 C17 C16 -173.7(4) . . . . ? C13 N9 C17 C18 -179.6(4) . . . . ? Ru1 N9 C17 C18 6.6(5) . . . . ? C15 C16 C17 N9 -0.3(8) . . . . ? C15 C16 C17 C18 179.4(5) . . . . ? C22 N10 C18 C19 1.7(7) . . . . ? Ru1 N10 C18 C19 -175.0(4) . . . . ? C22 N10 C18 C17 -178.2(4) . . . . ? Ru1 N10 C18 C17 5.1(5) . . . . ? N9 C17 C18 N10 -7.5(6) . . . . ? C16 C17 C18 N10 172.8(5) . . . . ? N9 C17 C18 C19 172.6(5) . . . . ? C16 C17 C18 C19 -7.2(8) . . . . ? N10 C18 C19 C20 0.2(8) . . . . ? C17 C18 C19 C20 -179.8(5) . . . . ? C18 C19 C20 C21 -0.7(9) . . . . ? C19 C20 C21 C22 -0.7(9) . . . . ? C18 N10 C22 C21 -3.2(8) . . . . ? Ru1 N10 C22 C21 172.9(4) . . . . ? C20 C21 C22 N10 2.8(9) . . . . ? _diffrn_measured_fraction_theta_max 0.480 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.480 _refine_diff_density_max 1.109 _refine_diff_density_min -0.999 _refine_diff_density_rms 0.091 data_gk196a _database_code_depnum_ccdc_archive 'CCDC 252642' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H21 Cl2 N10 O4.50 Ru' _chemical_formula_weight 669.46 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' O O 0.0106 0.0060 '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' 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 8.8430(12) _cell_length_b 10.6290(11) _cell_length_c 15.7520(10) _cell_angle_alpha 94.398(7) _cell_angle_beta 104.293(8) _cell_angle_gamma 112.925(10) _cell_volume 1296.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 5.4800 _cell_measurement_theta_max 11.9800 _exptl_crystal_description Block _exptl_crystal_colour Purple _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.715 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 674 _exptl_absorpt_coefficient_mu 0.865 _exptl_absorpt_correction_type Psi-scan _exptl_absorpt_correction_T_min 0.7236 _exptl_absorpt_correction_T_max 0.7815 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius MACH3' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 3600 _diffrn_standards_decay_% <3% _diffrn_reflns_number 4895 _diffrn_reflns_av_R_equivalents 0.0234 _diffrn_reflns_av_sigmaI/netI 0.0573 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 24.94 _reflns_number_total 4568 _reflns_number_gt 3467 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Argus (Nonius, MACH3 software)' _computing_cell_refinement 'Argus (Nonius, MACH3 software)' _computing_data_reduction 'Maxus (Nonius software)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep _computing_publication_material Shelx97 _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 w=1/[\s^2^(Fo^2^)+(0.0702P)^2^+0.5324P] 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 4568 _refine_ls_number_parameters 445 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0786 _refine_ls_R_factor_gt 0.0443 _refine_ls_wR_factor_ref 0.1207 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 1.178 _refine_ls_shift/su_mean 0.004 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.86991(5) 0.89866(4) 0.71656(3) 0.03044(15) Uani 1 d . . . Cl1 Cl 0.64520(17) 0.77421(15) 0.57660(9) 0.0434(3) Uani 1 d . . . N1 N 0.8208(5) 0.7380(4) 0.7913(3) 0.0366(10) Uani 1 d . . . N2 N 0.9359(6) 0.7830(5) 0.8755(3) 0.0387(10) Uani 1 d . . . N3 N 1.0476(5) 0.9909(4) 0.8294(3) 0.0324(9) Uani 1 d . . . N4 N 1.1612(6) 1.1227(5) 0.8454(3) 0.0394(10) Uani 1 d . . . N5 N 1.1671(7) 0.9718(5) 0.9775(3) 0.0578(14) Uani 1 d . . . N6 N 1.2821(7) 1.1040(5) 0.9956(3) 0.0570(14) Uani 1 d . . . N7 N 1.3897(9) 1.3046(6) 0.9431(4) 0.0601(16) Uani 1 d . . . N8 N 1.0475(5) 0.8729(5) 0.6591(3) 0.0384(10) Uani 1 d . . . N9 N 0.9392(5) 1.0658(4) 0.6645(3) 0.0336(9) Uani 1 d . . . N10 N 0.7167(5) 0.9874(4) 0.7527(3) 0.0336(9) Uani 1 d . . . C1 C 0.5708(11) 0.5200(8) 0.7085(6) 0.0594(18) Uani 1 d . . . C2 C 0.7134(7) 0.6083(6) 0.7886(4) 0.0426(13) Uani 1 d . . . C3 C 0.7612(9) 0.5714(7) 0.8711(4) 0.0507(16) Uani 1 d . . . C4 C 0.9017(8) 0.6802(6) 0.9257(4) 0.0471(14) Uani 1 d . . . C5 C 1.0110(11) 0.6943(9) 1.0174(5) 0.0611(19) Uani 1 d . . . C6 C 1.0570(7) 0.9191(5) 0.8971(3) 0.0360(12) Uani 1 d . . . C7 C 1.2743(7) 1.1728(6) 0.9289(3) 0.0419(13) Uani 1 d . . . C8 C 1.0958(8) 0.7683(7) 0.6567(4) 0.0458(14) Uani 1 d . . . C9 C 1.2205(9) 0.7687(9) 0.6199(4) 0.0610(19) Uani 1 d . . . C10 C 1.2983(9) 0.8783(9) 0.5825(4) 0.0613(19) Uani 1 d . . . C11 C 1.2493(8) 0.9857(8) 0.5821(4) 0.0488(15) Uani 1 d . . . C12 C 1.1235(7) 0.9820(6) 0.6209(3) 0.0390(12) Uani 1 d . . . C13 C 1.0634(7) 1.0916(6) 0.6241(3) 0.0371(12) Uani 1 d . . . C14 C 1.1200(8) 1.2135(7) 0.5921(4) 0.0505(15) Uani 1 d . . . C15 C 1.0499(9) 1.3065(7) 0.6011(4) 0.0525(16) Uani 1 d . . . C16 C 0.9247(9) 1.2782(6) 0.6428(4) 0.0477(14) Uani 1 d . . . C17 C 0.8712(7) 1.1563(5) 0.6759(3) 0.0361(11) Uani 1 d . . . C18 C 0.7465(7) 1.1118(6) 0.7268(3) 0.0380(12) Uani 1 d . . . C19 C 0.6640(9) 1.1904(7) 0.7499(4) 0.0539(16) Uani 1 d . . . C20 C 0.5535(9) 1.1430(7) 0.7992(4) 0.0553(17) Uani 1 d . . . C21 C 0.5236(8) 1.0180(7) 0.8245(4) 0.0509(15) Uani 1 d . . . C22 C 0.6080(7) 0.9428(6) 0.8000(4) 0.0404(13) Uani 1 d . . . Cl2 Cl 1.2327(2) 0.59068(19) 0.83907(12) 0.0636(4) Uani 1 d . . . O1 O 1.3056(13) 0.5403(9) 0.9014(8) 0.239(7) Uani 1 d . . . O2 O 1.0564(7) 0.5153(7) 0.8087(4) 0.106(2) Uani 1 d . . . O3 O 1.2944(13) 0.6018(10) 0.7660(7) 0.171(4) Uani 1 d . . . O4 O 1.2723(9) 0.7308(7) 0.8742(5) 0.125(2) Uani 1 d . . . O111 O 0.266(2) 0.5033(16) 0.4752(13) 0.064(4) Uani 0.50 d P . . H14 H 1.197(8) 1.226(6) 0.567(4) 0.047(17) Uiso 1 d . . . H8 H 1.058(6) 0.707(5) 0.685(3) 0.013(12) Uiso 1 d . . . H1 H 0.514(7) 0.561(6) 0.686(4) 0.034(16) Uiso 1 d . . . H16 H 0.879(7) 1.339(6) 0.652(4) 0.048(16) Uiso 1 d . . . H15 H 1.077(8) 1.386(7) 0.581(4) 0.055(18) Uiso 1 d . . . H5 H 0.957(8) 0.627(7) 1.037(4) 0.05(2) Uiso 1 d . . . H22 H 0.593(6) 0.861(6) 0.815(3) 0.034(14) Uiso 1 d . . . H19 H 0.692(7) 1.270(6) 0.738(4) 0.036(15) Uiso 1 d . . . H3 H 0.710(8) 0.496(6) 0.882(4) 0.046(17) Uiso 1 d . . . H5B H 1.039(12) 0.787(10) 1.062(6) 0.12(3) Uiso 1 d . . . H7N H 1.461(9) 1.334(7) 0.982(5) 0.05(2) Uiso 1 d . . . H21 H 0.454(8) 0.977(7) 0.864(4) 0.07(2) Uiso 1 d . . . H5A H 1.129(11) 0.714(9) 1.019(5) 0.10(3) Uiso 1 d . . . H1A H 0.618(11) 0.487(9) 0.663(6) 0.10(3) Uiso 1 d . . . H9 H 1.253(7) 0.703(6) 0.622(4) 0.044(16) Uiso 1 d . . . H20 H 0.507(8) 1.194(6) 0.818(4) 0.054(18) Uiso 1 d . . . H10 H 1.377(9) 0.876(7) 0.558(4) 0.07(2) Uiso 1 d . . . H7N` H 1.355(11) 1.368(9) 0.905(6) 0.10(3) Uiso 1 d . . . H11 H 1.290(9) 1.048(7) 0.559(4) 0.06(2) Uiso 1 d . . . H1B H 0.496(11) 0.461(9) 0.723(5) 0.09(3) Uiso 1 d . . . H111 H 0.291(10) 0.537(7) 0.471(5) 0.000(18) Uiso 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.0314(2) 0.0354(2) 0.0287(2) 0.00689(15) 0.01057(16) 0.01733(18) Cl1 0.0381(7) 0.0507(8) 0.0372(7) 0.0027(6) 0.0080(6) 0.0176(6) N1 0.038(2) 0.038(2) 0.040(2) 0.0088(19) 0.013(2) 0.021(2) N2 0.041(3) 0.042(3) 0.036(2) 0.011(2) 0.014(2) 0.019(2) N3 0.031(2) 0.039(2) 0.032(2) 0.0062(18) 0.0110(18) 0.018(2) N4 0.044(3) 0.040(3) 0.031(2) 0.0027(19) 0.008(2) 0.017(2) N5 0.071(4) 0.052(3) 0.036(3) 0.014(2) 0.001(3) 0.020(3) N6 0.065(3) 0.053(3) 0.037(3) 0.009(2) 0.000(2) 0.018(3) N7 0.058(4) 0.049(4) 0.052(4) -0.001(3) -0.003(3) 0.014(3) N8 0.033(2) 0.050(3) 0.030(2) 0.0022(19) 0.0049(18) 0.019(2) N9 0.031(2) 0.038(2) 0.027(2) 0.0080(18) 0.0056(18) 0.0113(19) N10 0.036(2) 0.035(2) 0.030(2) 0.0044(18) 0.0083(18) 0.0155(19) C1 0.057(5) 0.044(4) 0.070(5) 0.014(4) 0.014(4) 0.017(4) C2 0.037(3) 0.040(3) 0.059(4) 0.011(3) 0.023(3) 0.021(3) C3 0.063(4) 0.038(4) 0.069(4) 0.028(3) 0.036(4) 0.026(3) C4 0.059(4) 0.049(4) 0.052(3) 0.025(3) 0.031(3) 0.031(3) C5 0.071(5) 0.064(5) 0.051(4) 0.030(4) 0.020(4) 0.026(4) C6 0.040(3) 0.038(3) 0.036(3) 0.010(2) 0.013(2) 0.021(2) C7 0.043(3) 0.047(3) 0.035(3) 0.002(2) 0.008(2) 0.021(3) C8 0.051(4) 0.053(4) 0.041(3) 0.010(3) 0.011(3) 0.032(3) C9 0.063(4) 0.090(5) 0.054(4) 0.012(4) 0.017(3) 0.058(4) C10 0.051(4) 0.099(6) 0.049(4) 0.010(4) 0.020(3) 0.045(4) C11 0.036(3) 0.076(5) 0.036(3) 0.009(3) 0.013(3) 0.024(3) C12 0.034(3) 0.053(3) 0.031(3) 0.005(2) 0.011(2) 0.019(3) C13 0.035(3) 0.050(3) 0.024(2) 0.008(2) 0.010(2) 0.016(3) C14 0.045(4) 0.058(4) 0.045(3) 0.012(3) 0.024(3) 0.010(3) C15 0.064(4) 0.039(3) 0.047(3) 0.012(3) 0.024(3) 0.009(3) C16 0.064(4) 0.039(3) 0.042(3) 0.005(3) 0.016(3) 0.024(3) C17 0.041(3) 0.034(3) 0.033(3) 0.006(2) 0.010(2) 0.017(2) C18 0.044(3) 0.040(3) 0.034(3) 0.006(2) 0.013(2) 0.022(3) C19 0.065(4) 0.045(4) 0.067(4) 0.013(3) 0.024(3) 0.035(3) C20 0.063(4) 0.057(4) 0.067(4) 0.011(3) 0.036(4) 0.037(4) C21 0.055(4) 0.059(4) 0.056(4) 0.013(3) 0.032(3) 0.032(3) C22 0.045(3) 0.045(3) 0.039(3) 0.013(3) 0.019(3) 0.023(3) Cl2 0.0514(10) 0.0711(11) 0.0695(11) 0.0291(9) 0.0180(8) 0.0244(9) O1 0.177(9) 0.115(6) 0.261(11) 0.096(7) -0.123(8) -0.005(6) O2 0.060(4) 0.111(5) 0.117(5) -0.017(4) 0.025(3) 0.013(3) O3 0.206(9) 0.186(9) 0.207(9) 0.081(7) 0.159(8) 0.104(8) O4 0.120(6) 0.074(4) 0.169(7) 0.001(4) 0.047(5) 0.031(4) O111 0.054(8) 0.038(8) 0.089(9) 0.004(7) 0.033(6) 0.004(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 Ru1 N3 1.934(4) . ? Ru1 N9 1.956(4) . ? Ru1 N10 2.084(4) . ? Ru1 N8 2.088(4) . ? Ru1 N1 2.115(4) . ? Ru1 Cl1 2.4291(14) . ? N1 C2 1.325(7) . ? N1 N2 1.372(6) . ? N2 C6 1.376(7) . ? N2 C4 1.380(7) . ? N3 N4 1.326(6) . ? N3 C6 1.363(6) . ? N4 C7 1.357(7) . ? N5 C6 1.312(7) . ? N5 N6 1.332(7) . ? N6 C7 1.328(7) . ? N7 C7 1.335(8) . ? N7 H7N 0.70(7) . ? N7 H7N` 1.02(9) . ? N8 C8 1.338(7) . ? N8 C12 1.363(7) . ? N9 C17 1.341(6) . ? N9 C13 1.350(6) . ? N10 C22 1.326(7) . ? N10 C18 1.360(7) . ? C1 C2 1.475(9) . ? C1 H1 0.82(6) . ? C1 H1A 1.02(9) . ? C1 H1B 0.81(9) . ? C2 C3 1.399(8) . ? C3 C4 1.349(9) . ? C3 H3 0.81(6) . ? C4 C5 1.486(9) . ? C5 H5 0.82(7) . ? C5 H5B 1.07(10) . ? C5 H5A 0.98(9) . ? C8 C9 1.365(9) . ? C8 H8 0.82(4) . ? C9 C10 1.363(11) . ? C9 H9 0.85(6) . ? C10 C11 1.370(10) . ? C10 H10 0.88(7) . ? C11 C12 1.384(8) . ? C11 H11 0.78(6) . ? C12 C13 1.459(8) . ? C13 C14 1.380(8) . ? C14 C15 1.372(9) . ? C14 H14 0.84(6) . ? C15 C16 1.371(9) . ? C15 H15 0.89(6) . ? C16 C17 1.387(8) . ? C16 H16 0.91(6) . ? C17 C18 1.474(7) . ? C18 C19 1.386(8) . ? C19 C20 1.365(9) . ? C19 H19 0.83(6) . ? C20 C21 1.362(9) . ? C20 H20 0.87(6) . ? C21 C22 1.379(8) . ? C21 H21 0.99(7) . ? C22 H22 0.89(5) . ? Cl2 O1 1.305(7) . ? Cl2 O2 1.379(6) . ? Cl2 O3 1.385(7) . ? Cl2 O4 1.421(7) . ? O111 H111 0.36(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 N3 Ru1 N9 93.11(17) . . ? N3 Ru1 N10 90.72(16) . . ? N9 Ru1 N10 79.95(17) . . ? N3 Ru1 N8 91.03(16) . . ? N9 Ru1 N8 79.30(18) . . ? N10 Ru1 N8 159.24(17) . . ? N3 Ru1 N1 78.38(17) . . ? N9 Ru1 N1 171.36(16) . . ? N10 Ru1 N1 98.48(16) . . ? N8 Ru1 N1 102.13(17) . . ? N3 Ru1 Cl1 177.76(13) . . ? N9 Ru1 Cl1 89.04(12) . . ? N10 Ru1 Cl1 90.24(12) . . ? N8 Ru1 Cl1 88.79(12) . . ? N1 Ru1 Cl1 99.48(12) . . ? C2 N1 N2 105.8(4) . . ? C2 N1 Ru1 143.2(4) . . ? N2 N1 Ru1 110.9(3) . . ? N1 N2 C6 117.3(4) . . ? N1 N2 C4 111.4(5) . . ? C6 N2 C4 131.3(5) . . ? N4 N3 C6 117.4(4) . . ? N4 N3 Ru1 123.4(3) . . ? C6 N3 Ru1 119.2(4) . . ? N3 N4 C7 116.0(4) . . ? C6 N5 N6 119.0(5) . . ? C7 N6 N5 115.8(5) . . ? C7 N7 H7N 121(6) . . ? C7 N7 H7N` 117(5) . . ? H7N N7 H7N` 119(8) . . ? C8 N8 C12 118.1(5) . . ? C8 N8 Ru1 129.2(4) . . ? C12 N8 Ru1 112.7(3) . . ? C17 N9 C13 121.9(4) . . ? C17 N9 Ru1 118.9(3) . . ? C13 N9 Ru1 119.0(4) . . ? C22 N10 C18 119.1(5) . . ? C22 N10 Ru1 128.9(4) . . ? C18 N10 Ru1 111.9(3) . . ? C2 C1 H1 112(4) . . ? C2 C1 H1A 110(5) . . ? H1 C1 H1A 110(6) . . ? C2 C1 H1B 110(6) . . ? H1 C1 H1B 97(7) . . ? H1A C1 H1B 117(8) . . ? N1 C2 C3 109.3(5) . . ? N1 C2 C1 123.4(6) . . ? C3 C2 C1 127.3(6) . . ? C4 C3 C2 108.9(5) . . ? C4 C3 H3 127(4) . . ? C2 C3 H3 124(4) . . ? C3 C4 N2 104.7(5) . . ? C3 C4 C5 131.3(6) . . ? N2 C4 C5 124.0(6) . . ? C4 C5 H5 106(5) . . ? C4 C5 H5B 114(5) . . ? H5 C5 H5B 109(7) . . ? C4 C5 H5A 112(5) . . ? H5 C5 H5A 119(7) . . ? H5B C5 H5A 97(7) . . ? N5 C6 N3 124.8(5) . . ? N5 C6 N2 121.0(5) . . ? N3 C6 N2 114.2(4) . . ? N6 C7 N7 118.1(5) . . ? N6 C7 N4 126.9(5) . . ? N7 C7 N4 115.0(5) . . ? N8 C8 C9 122.7(7) . . ? N8 C8 H8 118(3) . . ? C9 C8 H8 119(3) . . ? C10 C9 C8 119.5(7) . . ? C10 C9 H9 119(4) . . ? C8 C9 H9 121(4) . . ? C9 C10 C11 119.3(6) . . ? C9 C10 H10 118(5) . . ? C11 C10 H10 122(5) . . ? C10 C11 C12 119.5(7) . . ? C10 C11 H11 121(5) . . ? C12 C11 H11 120(5) . . ? N8 C12 C11 120.9(6) . . ? N8 C12 C13 115.6(4) . . ? C11 C12 C13 123.4(6) . . ? N9 C13 C14 119.2(5) . . ? N9 C13 C12 113.3(5) . . ? C14 C13 C12 127.5(5) . . ? C15 C14 C13 120.1(6) . . ? C15 C14 H14 123(4) . . ? C13 C14 H14 117(4) . . ? C16 C15 C14 119.6(6) . . ? C16 C15 H15 115(4) . . ? C14 C15 H15 125(4) . . ? C15 C16 C17 119.6(6) . . ? C15 C16 H16 122(4) . . ? C17 C16 H16 118(4) . . ? N9 C17 C16 119.6(5) . . ? N9 C17 C18 112.9(4) . . ? C16 C17 C18 127.5(5) . . ? N10 C18 C19 120.1(5) . . ? N10 C18 C17 116.2(4) . . ? C19 C18 C17 123.6(5) . . ? C20 C19 C18 119.8(6) . . ? C20 C19 H19 121(4) . . ? C18 C19 H19 118(4) . . ? C21 C20 C19 119.7(6) . . ? C21 C20 H20 119(4) . . ? C19 C20 H20 121(4) . . ? C20 C21 C22 118.7(6) . . ? C20 C21 H21 127(4) . . ? C22 C21 H21 114(4) . . ? N10 C22 C21 122.5(6) . . ? N10 C22 H22 115(3) . . ? C21 C22 H22 122(3) . . ? O1 Cl2 O2 112.0(6) . . ? O1 Cl2 O3 115.0(8) . . ? O2 Cl2 O3 108.2(5) . . ? O1 Cl2 O4 108.6(6) . . ? O2 Cl2 O4 109.3(4) . . ? O3 Cl2 O4 103.2(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Ru1 N1 C2 175.7(6) . . . . ? N9 Ru1 N1 C2 165.6(10) . . . . ? N10 Ru1 N1 C2 86.7(6) . . . . ? N8 Ru1 N1 C2 -95.8(6) . . . . ? Cl1 Ru1 N1 C2 -5.0(6) . . . . ? N3 Ru1 N1 N2 -0.1(3) . . . . ? N9 Ru1 N1 N2 -10.2(13) . . . . ? N10 Ru1 N1 N2 -89.1(3) . . . . ? N8 Ru1 N1 N2 88.5(3) . . . . ? Cl1 Ru1 N1 N2 179.3(3) . . . . ? C2 N1 N2 C6 -176.5(4) . . . . ? Ru1 N1 N2 C6 0.9(5) . . . . ? C2 N1 N2 C4 0.8(5) . . . . ? Ru1 N1 N2 C4 178.2(3) . . . . ? N9 Ru1 N3 N4 -1.1(4) . . . . ? N10 Ru1 N3 N4 -81.1(4) . . . . ? N8 Ru1 N3 N4 78.2(4) . . . . ? N1 Ru1 N3 N4 -179.6(4) . . . . ? Cl1 Ru1 N3 N4 164(3) . . . . ? N9 Ru1 N3 C6 177.8(4) . . . . ? N10 Ru1 N3 C6 97.8(4) . . . . ? N8 Ru1 N3 C6 -102.9(4) . . . . ? N1 Ru1 N3 C6 -0.7(3) . . . . ? Cl1 Ru1 N3 C6 -18(3) . . . . ? C6 N3 N4 C7 -0.8(6) . . . . ? Ru1 N3 N4 C7 178.1(3) . . . . ? C6 N5 N6 C7 0.3(9) . . . . ? N3 Ru1 N8 C8 88.7(5) . . . . ? N9 Ru1 N8 C8 -178.3(5) . . . . ? N10 Ru1 N8 C8 -176.5(5) . . . . ? N1 Ru1 N8 C8 10.4(5) . . . . ? Cl1 Ru1 N8 C8 -89.0(5) . . . . ? N3 Ru1 N8 C12 -90.0(3) . . . . ? N9 Ru1 N8 C12 3.0(3) . . . . ? N10 Ru1 N8 C12 4.8(7) . . . . ? N1 Ru1 N8 C12 -168.3(3) . . . . ? Cl1 Ru1 N8 C12 92.3(3) . . . . ? N3 Ru1 N9 C17 -88.1(4) . . . . ? N10 Ru1 N9 C17 2.1(4) . . . . ? N8 Ru1 N9 C17 -178.5(4) . . . . ? N1 Ru1 N9 C17 -78.1(12) . . . . ? Cl1 Ru1 N9 C17 92.5(4) . . . . ? N3 Ru1 N9 C13 86.9(4) . . . . ? N10 Ru1 N9 C13 177.1(4) . . . . ? N8 Ru1 N9 C13 -3.5(4) . . . . ? N1 Ru1 N9 C13 96.9(11) . . . . ? Cl1 Ru1 N9 C13 -92.5(4) . . . . ? N3 Ru1 N10 C22 -85.2(5) . . . . ? N9 Ru1 N10 C22 -178.2(5) . . . . ? N8 Ru1 N10 C22 180.0(4) . . . . ? N1 Ru1 N10 C22 -6.8(5) . . . . ? Cl1 Ru1 N10 C22 92.8(5) . . . . ? N3 Ru1 N10 C18 90.5(4) . . . . ? N9 Ru1 N10 C18 -2.6(3) . . . . ? N8 Ru1 N10 C18 -4.3(7) . . . . ? N1 Ru1 N10 C18 168.8(3) . . . . ? Cl1 Ru1 N10 C18 -91.5(3) . . . . ? N2 N1 C2 C3 -0.3(6) . . . . ? Ru1 N1 C2 C3 -176.2(4) . . . . ? N2 N1 C2 C1 -178.6(6) . . . . ? Ru1 N1 C2 C1 5.4(10) . . . . ? N1 C2 C3 C4 -0.3(7) . . . . ? C1 C2 C3 C4 177.9(6) . . . . ? C2 C3 C4 N2 0.8(6) . . . . ? C2 C3 C4 C5 -175.5(7) . . . . ? N1 N2 C4 C3 -1.0(6) . . . . ? C6 N2 C4 C3 175.8(5) . . . . ? N1 N2 C4 C5 175.7(6) . . . . ? C6 N2 C4 C5 -7.5(9) . . . . ? N6 N5 C6 N3 -1.5(9) . . . . ? N6 N5 C6 N2 -180.0(5) . . . . ? N4 N3 C6 N5 1.8(7) . . . . ? Ru1 N3 C6 N5 -177.2(4) . . . . ? N4 N3 C6 N2 -179.6(4) . . . . ? Ru1 N3 C6 N2 1.4(6) . . . . ? N1 N2 C6 N5 177.2(5) . . . . ? C4 N2 C6 N5 0.5(9) . . . . ? N1 N2 C6 N3 -1.5(6) . . . . ? C4 N2 C6 N3 -178.1(5) . . . . ? N5 N6 C7 N7 -178.3(6) . . . . ? N5 N6 C7 N4 0.5(9) . . . . ? N3 N4 C7 N6 -0.2(8) . . . . ? N3 N4 C7 N7 178.7(5) . . . . ? C12 N8 C8 C9 1.8(8) . . . . ? Ru1 N8 C8 C9 -176.8(5) . . . . ? N8 C8 C9 C10 -1.1(10) . . . . ? C8 C9 C10 C11 -0.3(10) . . . . ? C9 C10 C11 C12 1.0(10) . . . . ? C8 N8 C12 C11 -1.1(8) . . . . ? Ru1 N8 C12 C11 177.8(4) . . . . ? C8 N8 C12 C13 178.9(5) . . . . ? Ru1 N8 C12 C13 -2.2(5) . . . . ? C10 C11 C12 N8 -0.3(9) . . . . ? C10 C11 C12 C13 179.7(5) . . . . ? C17 N9 C13 C14 -1.3(7) . . . . ? Ru1 N9 C13 C14 -176.1(4) . . . . ? C17 N9 C13 C12 178.2(4) . . . . ? Ru1 N9 C13 C12 3.3(6) . . . . ? N8 C12 C13 N9 -0.5(6) . . . . ? C11 C12 C13 N9 179.5(5) . . . . ? N8 C12 C13 C14 178.9(5) . . . . ? C11 C12 C13 C14 -1.1(9) . . . . ? N9 C13 C14 C15 -0.3(9) . . . . ? C12 C13 C14 C15 -179.6(5) . . . . ? C13 C14 C15 C16 0.7(10) . . . . ? C14 C15 C16 C17 0.4(9) . . . . ? C13 N9 C17 C16 2.3(8) . . . . ? Ru1 N9 C17 C16 177.2(4) . . . . ? C13 N9 C17 C18 -176.1(4) . . . . ? Ru1 N9 C17 C18 -1.2(6) . . . . ? C15 C16 C17 N9 -1.9(8) . . . . ? C15 C16 C17 C18 176.3(5) . . . . ? C22 N10 C18 C19 0.1(8) . . . . ? Ru1 N10 C18 C19 -176.0(4) . . . . ? C22 N10 C18 C17 178.9(5) . . . . ? Ru1 N10 C18 C17 2.7(6) . . . . ? N9 C17 C18 N10 -1.1(7) . . . . ? C16 C17 C18 N10 -179.4(5) . . . . ? N9 C17 C18 C19 177.6(5) . . . . ? C16 C17 C18 C19 -0.7(9) . . . . ? N10 C18 C19 C20 0.4(9) . . . . ? C17 C18 C19 C20 -178.3(6) . . . . ? C18 C19 C20 C21 -0.8(10) . . . . ? C19 C20 C21 C22 0.7(10) . . . . ? C18 N10 C22 C21 -0.2(8) . . . . ? Ru1 N10 C22 C21 175.2(4) . . . . ? C20 C21 C22 N10 -0.2(10) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.94 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.869 _refine_diff_density_min -0.760 _refine_diff_density_rms 0.099