# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _publ_section_title ;Verdazyl radicals as redox-active, non-innocent, ligands. Contrasting electronic structures as a function of electron-poor and electron-rich ruthenium bis(?-diketonate) co-ligands ; _publ_contact_author_name 'Robin Hicks' _publ_contact_author_email RHICKS@UVIC.CA loop_ _publ_author_name R.Hicks A.B.P.Lever S.McKinnon B.O.Patrick # Attachment '2F_new.cif' data_rh030 _database_code_depnum_ccdc_archive 'CCDC 748432' #TrackingRef '2F_new.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H20 F12 N5 O5 Ru' _chemical_formula_weight 775.51 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' 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 9.4927(5) _cell_length_b 13.7827(8) _cell_length_c 24.5771(14) _cell_angle_alpha 88.740(3) _cell_angle_beta 79.402(3) _cell_angle_gamma 70.219(3) _cell_volume 2971.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8602 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 27.79 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.734 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1540 _exptl_absorpt_coefficient_mu 0.646 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.490 _exptl_absorpt_correction_T_max 0.925 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 APEX II' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 46290 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 27.90 _reflns_number_total 13718 _reflns_number_gt 10459 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2007)' _computing_cell_refinement 'SAINT (Bruker, 2007)' _computing_data_reduction 'SAINT (Bruker, 2007)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGx (Farrugia, 1999)' _refine_special_details ; The material crystallizes with two independent molecules in the asymmetric unit. One molecule, containing Ru11, has a number of disordered fragments. First, the position of the Ru atom is disordered in two positions. This disorder influences the orientation of the verdazyl ligand, leading to its disorder. Finally, three of its four CF3 groups have disordered fluorine atoms, each was modeled in two orientations. The Shelxl ISOR and SIMU commands were used to as restraints on anisotropic displacement parameters. 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^)+(0.0342P)^2^+7.9441P] 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 13718 _refine_ls_number_parameters 1029 _refine_ls_number_restraints 1704 _refine_ls_R_factor_all 0.0746 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1214 _refine_ls_wR_factor_gt 0.1083 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.013 _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 C1 C 0.4963(4) 0.9416(3) 0.67755(14) 0.0231(7) Uani 1 1 d U . . C2 C 0.5215(5) 0.8378(3) 0.77149(16) 0.0343(9) Uani 1 1 d U . . C3 C 0.7970(4) 0.7484(3) 0.73346(16) 0.0338(9) Uani 1 1 d U . . H3 H 0.8664 0.7464 0.6972 0.041 Uiso 1 1 calc R . . C4 C 0.8508(6) 0.7985(4) 0.7767(2) 0.0562(14) Uani 1 1 d U . . H4A H 0.8253 0.8725 0.7705 0.084 Uiso 1 1 calc R . . H4B H 0.9614 0.7664 0.7734 0.084 Uiso 1 1 calc R . . H4C H 0.8001 0.7888 0.8139 0.084 Uiso 1 1 calc R . . C5 C 0.8057(6) 0.6383(4) 0.7451(2) 0.0543(13) Uani 1 1 d U . . H5A H 0.7494 0.6360 0.7824 0.081 Uiso 1 1 calc R . . H5B H 0.9126 0.5945 0.7424 0.081 Uiso 1 1 calc R . . H5C H 0.7609 0.6132 0.7179 0.081 Uiso 1 1 calc R . . C6 C 0.2576(5) 0.9448(4) 0.80965(18) 0.0487(12) Uani 1 1 d U . . H6 H 0.2660 0.8858 0.8347 0.058 Uiso 1 1 calc R . . C7 C 0.2661(8) 1.0331(7) 0.8421(3) 0.102(3) Uani 1 1 d U . . H7A H 0.3626 1.0117 0.8556 0.153 Uiso 1 1 calc R . . H7B H 0.1809 1.0535 0.8737 0.153 Uiso 1 1 calc R . . H7C H 0.2602 1.0917 0.8183 0.153 Uiso 1 1 calc R . . C8 C 0.1111(5) 0.9699(5) 0.7898(2) 0.0662(16) Uani 1 1 d U . . H8A H 0.0983 1.0291 0.7660 0.099 Uiso 1 1 calc R . . H8B H 0.0266 0.9869 0.8217 0.099 Uiso 1 1 calc R . . H8C H 0.1117 0.9102 0.7687 0.099 Uiso 1 1 calc R . . C11 C 0.4934(4) 1.0039(3) 0.62799(14) 0.0227(7) Uani 1 1 d U . . C12 C 0.3799(4) 1.0968(3) 0.62310(17) 0.0304(8) Uani 1 1 d U . . H12 H 0.2945 1.1233 0.6523 0.037 Uiso 1 1 calc R . . C13 C 0.3922(5) 1.1505(3) 0.57527(17) 0.0330(9) Uani 1 1 d U . . H13 H 0.3153 1.2140 0.5710 0.040 Uiso 1 1 calc R . . C14 C 0.5185(5) 1.1100(3) 0.53382(16) 0.0323(8) Uani 1 1 d U . . H14 H 0.5301 1.1462 0.5009 0.039 Uiso 1 1 calc R . . C15 C 0.6277(4) 1.0168(3) 0.54047(15) 0.0276(8) Uani 1 1 d U . . H15 H 0.7135 0.9889 0.5116 0.033 Uiso 1 1 calc R . . C21 C 1.0835(5) 0.7817(4) 0.44647(17) 0.0390(10) Uani 1 1 d U . . C22 C 1.0061(4) 0.8135(3) 0.50679(15) 0.0278(8) Uani 1 1 d U . . C23 C 1.0826(4) 0.8520(3) 0.53920(15) 0.0307(8) Uani 1 1 d U . . H23 H 1.1778 0.8573 0.5221 0.037 Uiso 1 1 calc R . . C24 C 1.0295(4) 0.8833(3) 0.59476(16) 0.0297(8) Uani 1 1 d U . . C25 C 1.1299(5) 0.9198(4) 0.62576(18) 0.0417(10) Uani 1 1 d U . . C31 C 1.0632(6) 0.5089(4) 0.5946(2) 0.0587(15) Uani 1 1 d U . . C32 C 0.9158(5) 0.5995(3) 0.59483(17) 0.0356(9) Uani 1 1 d U . . C33 C 0.7929(5) 0.5820(3) 0.57767(18) 0.0406(10) Uani 1 1 d U . . H33 H 0.8017 0.5126 0.5705 0.049 Uiso 1 1 calc R . . C34 C 0.5367(5) 0.6270(3) 0.55136(19) 0.0397(10) Uani 1 1 d U . . C35 C 0.6593(5) 0.6592(3) 0.57051(15) 0.0293(8) Uani 1 1 d U . . N1 N 0.6409(4) 0.8141(3) 0.72685(13) 0.0314(7) Uani 1 1 d U . . N2 N 0.6260(3) 0.8593(2) 0.67608(12) 0.0225(6) Uani 1 1 d U . . N3 N 0.3884(4) 0.9115(3) 0.76312(13) 0.0358(8) Uani 1 1 d U . . N4 N 0.3794(3) 0.9726(2) 0.71815(13) 0.0295(7) Uani 1 1 d U . . N11 N 0.6155(3) 0.9642(2) 0.58707(12) 0.0212(6) Uani 1 1 d U . . O1 O 0.5327(4) 0.7952(3) 0.81546(12) 0.0485(8) Uani 1 1 d U . . O11 O 0.8806(3) 0.79756(19) 0.52052(10) 0.0266(5) Uani 1 1 d U . . O12 O 0.9075(3) 0.88480(19) 0.62577(10) 0.0256(5) Uani 1 1 d U . . O21 O 0.9232(3) 0.68282(19) 0.61031(10) 0.0290(6) Uani 1 1 d U . . O22 O 0.6233(3) 0.75626(18) 0.57548(10) 0.0254(5) Uani 1 1 d U . . F1 F 0.9848(4) 0.7939(3) 0.41351(11) 0.0784(11) Uani 1 1 d U . . F2 F 1.1675(5) 0.6849(3) 0.44120(14) 0.1008(14) Uani 1 1 d U . . F3 F 1.1703(5) 0.8342(4) 0.42585(13) 0.1063(16) Uani 1 1 d U . . F4 F 1.1888(4) 0.8495(2) 0.66089(13) 0.0633(8) Uani 1 1 d U . . F5 F 1.0518(3) 1.0063(2) 0.65537(12) 0.0551(7) Uani 1 1 d U . . F6 F 1.2472(4) 0.9338(3) 0.59183(13) 0.0822(12) Uani 1 1 d U . . F10 F 1.1167(4) 0.5052(3) 0.63877(15) 0.0836(12) Uani 1 1 d U . . F11 F 1.1772(5) 0.5272(4) 0.5558(2) 0.1243(18) Uani 1 1 d U . . F12 F 1.0679(5) 0.4247(3) 0.5763(3) 0.138(2) Uani 1 1 d U . . F13 F 0.5283(4) 0.6533(2) 0.49912(13) 0.0670(9) Uani 1 1 d U . . F14 F 0.5622(4) 0.52681(19) 0.55261(14) 0.0615(8) Uani 1 1 d U . . F15 F 0.4013(3) 0.6747(3) 0.58187(15) 0.0711(9) Uani 1 1 d U . . Ru1 Ru 0.76302(3) 0.82347(2) 0.600769(12) 0.02244(8) Uani 1 1 d U . . C41 C 0.702(5) 0.3624(14) 0.9537(17) 0.026(2) Uani 0.499(11) 1 d PDU A 1 N22 N 0.657(5) 0.3081(15) 0.9187(17) 0.029(2) Uani 0.499(11) 1 d PDU A 1 N21 N 0.6710(15) 0.2083(11) 0.9358(5) 0.030(3) Uani 0.499(11) 1 d PDU A 1 C42 C 0.7664(15) 0.1592(9) 0.9721(6) 0.043(3) Uani 0.499(11) 1 d PDU A 1 N23 N 0.8128(12) 0.2217(8) 1.0006(5) 0.036(2) Uani 0.499(11) 1 d PDU A 1 N24 N 0.7736(19) 0.3263(9) 0.9944(5) 0.028(3) Uani 0.499(11) 1 d PDU A 1 C43 C 0.594(6) 0.147(4) 0.9086(11) 0.038(4) Uani 0.499(11) 1 d PU A 1 H43 H 0.5177 0.1969 0.8891 0.046 Uiso 0.499(11) 1 calc PR A 1 C44 C 0.706(2) 0.0696(16) 0.8665(6) 0.050(4) Uani 0.499(11) 1 d PU A 1 H44A H 0.7582 0.1044 0.8388 0.075 Uiso 0.499(11) 1 calc PR A 1 H44B H 0.6525 0.0341 0.8482 0.075 Uiso 0.499(11) 1 calc PR A 1 H44C H 0.7811 0.0191 0.8847 0.075 Uiso 0.499(11) 1 calc PR A 1 C46 C 0.9249(14) 0.1757(11) 1.0363(6) 0.039(3) Uani 0.499(11) 1 d PU A 1 H46 H 0.9365 0.1016 1.0422 0.047 Uiso 0.499(11) 1 calc PR A 1 C47 C 1.0856(6) 0.1870(5) 1.0046(3) 0.0655(15) Uani 0.499(11) 1 d PU A 1 H47A H 1.1192 0.1477 0.9690 0.098 Uiso 0.499(11) 1 calc PR A 1 H47B H 1.1631 0.1602 1.0277 0.098 Uiso 0.499(11) 1 calc PR A 1 H47C H 1.0707 0.2599 0.9981 0.098 Uiso 0.499(11) 1 calc PR A 1 C48 C 0.8724(19) 0.2383(11) 1.0916(5) 0.061(4) Uani 0.499(11) 1 d PU A 1 H48A H 0.8716 0.3089 1.0851 0.092 Uiso 0.499(11) 1 calc PR A 1 H48B H 0.9425 0.2061 1.1167 0.092 Uiso 0.499(11) 1 calc PR A 1 H48C H 0.7695 0.2400 1.1082 0.092 Uiso 0.499(11) 1 calc PR A 1 C51 C 0.6579(4) 0.4692(3) 0.94350(14) 0.0242(7) Uani 1 1 d U . . C52 C 0.6877(4) 0.5337(3) 0.97859(15) 0.0289(8) Uani 1 1 d U A . H52 H 0.7358 0.5071 1.0090 0.035 Uiso 1 1 calc R . . C53 C 0.6460(5) 0.6373(3) 0.96857(17) 0.0341(9) Uani 1 1 d U . . H53 H 0.6657 0.6833 0.9919 0.041 Uiso 1 1 calc R A . C54 C 0.5749(5) 0.6737(3) 0.92403(17) 0.0339(9) Uani 1 1 d U A . H54 H 0.5449 0.7451 0.9166 0.041 Uiso 1 1 calc R . . C55 C 0.5483(4) 0.6057(3) 0.89077(15) 0.0292(8) Uani 1 1 d U . . H55 H 0.5006 0.6309 0.8601 0.035 Uiso 1 1 calc R A . C61 C 0.3624(6) 0.5939(5) 0.7294(2) 0.0611(15) Uani 1 1 d U . . C62 C 0.3747(5) 0.5262(4) 0.78045(16) 0.0387(10) Uani 1 1 d U A . C63 C 0.2432(5) 0.5158(4) 0.81154(18) 0.0444(11) Uani 1 1 d U . . H63 H 0.1504 0.5462 0.7985 0.053 Uiso 1 1 calc R A . C64 C 0.2387(5) 0.4636(4) 0.86073(17) 0.0379(9) Uani 1 1 d U A . C65 C 0.095(5) 0.456(4) 0.8868(18) 0.056(7) Uani 0.499(11) 1 d PU A 1 C71 C 0.5878(9) 0.1894(7) 0.7174(3) 0.084(2) Uani 1 1 d U . . C72 C 0.6419(6) 0.2492(4) 0.7565(2) 0.0538(13) Uani 1 1 d U A . C73 C 0.7851(6) 0.2571(4) 0.7401(2) 0.0554(13) Uani 1 1 d U . . H73 H 0.8463 0.2207 0.7069 0.066 Uiso 1 1 calc R A . C74 C 0.8457(5) 0.3149(4) 0.7689(2) 0.0459(11) Uani 1 1 d U A . C75 C 1.0087(6) 0.3103(4) 0.7467(3) 0.0645(16) Uani 1 1 d U . . C45 C 0.510(2) 0.101(2) 0.9524(9) 0.033(3) Uani 0.499(11) 1 d PU A 1 H45A H 0.5834 0.0447 0.9683 0.050 Uiso 0.499(11) 1 calc PR A 1 H45B H 0.4431 0.0743 0.9363 0.050 Uiso 0.499(11) 1 calc PR A 1 H45C H 0.4495 0.1539 0.9815 0.050 Uiso 0.499(11) 1 calc PR A 1 N31 N 0.5880(3) 0.5040(2) 0.90036(12) 0.0225(6) Uani 1 1 d U A . O31 O 0.7986(12) 0.0656(7) 0.9792(5) 0.054(3) Uani 0.499(11) 1 d PU A 1 O41 O 0.5091(3) 0.4896(2) 0.78903(11) 0.0366(6) Uani 1 1 d U . . O42 O 0.3458(3) 0.4175(2) 0.88641(11) 0.0314(6) Uani 1 1 d U . . O51 O 0.5436(3) 0.2875(2) 0.79977(13) 0.0458(8) Uani 1 1 d U . . O52 O 0.7863(3) 0.3689(2) 0.81311(12) 0.0354(6) Uani 1 1 d U . . F21 F 0.4755(15) 0.5686(16) 0.6933(6) 0.100(6) Uani 0.499(11) 1 d PU A 1 F22 F 0.339(2) 0.6951(13) 0.7494(7) 0.106(5) Uani 0.499(11) 1 d PU A 1 F23 F 0.241(2) 0.6081(19) 0.7108(7) 0.093(6) Uani 0.499(11) 1 d PU A 1 F24 F -0.0272(16) 0.4993(15) 0.8664(6) 0.066(5) Uani 0.499(11) 1 d PU A 1 F25 F 0.0446(16) 0.5310(11) 0.9391(6) 0.074(4) Uani 0.499(11) 1 d PU A 1 F26 F 0.0831(18) 0.3795(14) 0.9100(8) 0.101(6) Uani 0.499(11) 1 d PU A 1 F30 F 0.562(3) 0.1044(17) 0.7496(6) 0.163(7) Uani 0.499(11) 1 d PU A 1 F31 F 0.675(2) 0.1444(18) 0.6786(6) 0.123(8) Uani 0.499(11) 1 d PU A 1 F32 F 0.453(2) 0.232(2) 0.7139(11) 0.182(10) Uani 0.499(11) 1 d PU A 1 F33 F 1.0337(4) 0.3926(3) 0.75186(17) 0.0845(12) Uani 1 1 d U A . F34 F 1.0704(5) 0.2619(5) 0.7017(2) 0.159(3) Uani 1 1 d U A . F35 F 1.0992(5) 0.2517(5) 0.7814(3) 0.172(3) Uani 1 1 d U A . Ru11 Ru 0.5689(4) 0.3913(3) 0.85294(17) 0.0415(11) Uani 0.499(11) 1 d PU A 1 C41B C 0.699(5) 0.3531(14) 0.9454(17) 0.026(2) Uani 0.501(11) 1 d PDU A 2 N22B N 0.641(5) 0.3068(15) 0.9109(17) 0.029(2) Uani 0.501(11) 1 d PDU A 2 N21B N 0.6839(17) 0.1994(11) 0.9149(6) 0.038(3) Uani 0.501(11) 1 d PDU A 2 C42B C 0.7935(15) 0.1464(9) 0.9453(7) 0.046(3) Uani 0.501(11) 1 d PDU A 2 N23B N 0.8486(13) 0.2044(8) 0.9738(6) 0.045(3) Uani 0.501(11) 1 d PDU A 2 N24B N 0.7961(19) 0.3097(9) 0.9778(5) 0.030(3) Uani 0.501(11) 1 d PDU A 2 O31B O 0.8396(12) 0.0527(7) 0.9451(6) 0.060(3) Uani 0.501(11) 1 d PU A 2 C44B C 0.686(2) 0.0719(15) 0.8455(6) 0.047(4) Uani 0.501(11) 1 d PU A 2 H44D H 0.7339 0.0048 0.8605 0.070 Uiso 0.501(11) 1 calc PR A 2 H44E H 0.7647 0.0959 0.8242 0.070 Uiso 0.501(11) 1 calc PR A 2 H44F H 0.6182 0.0650 0.8212 0.070 Uiso 0.501(11) 1 calc PR A 2 C45B C 0.500(3) 0.101(3) 0.9379(10) 0.053(6) Uani 0.501(11) 1 d PU A 2 H45D H 0.5686 0.0344 0.9472 0.079 Uiso 0.501(11) 1 calc PR A 2 H45E H 0.4178 0.0906 0.9227 0.079 Uiso 0.501(11) 1 calc PR A 2 H45F H 0.4571 0.1464 0.9713 0.079 Uiso 0.501(11) 1 calc PR A 2 C43B C 0.591(6) 0.152(4) 0.8941(12) 0.038(4) Uani 0.501(11) 1 d PU A 2 H43B H 0.5140 0.2075 0.8780 0.046 Uiso 0.501(11) 1 calc PR A 2 C46B C 0.9612(16) 0.1579(13) 1.0106(7) 0.052(4) Uani 0.501(11) 1 d PU A 2 H46B H 0.9996 0.0817 1.0023 0.062 Uiso 0.501(11) 1 calc PR A 2 C47B C 1.0856(6) 0.1870(5) 1.0046(3) 0.0655(15) Uani 0.501(11) 1 d PU A 2 H47D H 1.1398 0.1737 0.9660 0.098 Uiso 0.501(11) 1 calc PR A 2 H47E H 1.1532 0.1476 1.0291 0.098 Uiso 0.501(11) 1 calc PR A 2 H47F H 1.0538 0.2609 1.0144 0.098 Uiso 0.501(11) 1 calc PR A 2 C65B C 0.077(4) 0.467(3) 0.8951(15) 0.041(6) Uani 0.501(11) 1 d PU A 2 F25B F 0.0600(17) 0.4726(14) 0.9421(6) 0.084(5) Uani 0.501(11) 1 d PU A 2 F24B F -0.029(2) 0.5145(16) 0.8668(7) 0.088(6) Uani 0.501(11) 1 d PU A 2 F26B F 0.086(2) 0.3578(17) 0.8868(7) 0.091(5) Uani 0.501(11) 1 d PU A 2 F22B F 0.424(2) 0.6579(16) 0.7274(8) 0.112(7) Uani 0.501(11) 1 d PU A 2 F21B F 0.446(2) 0.5240(17) 0.6841(6) 0.128(7) Uani 0.501(11) 1 d PU A 2 F23B F 0.2273(18) 0.6252(19) 0.7163(8) 0.093(6) Uani 0.501(11) 1 d PU A 2 F30B F 0.699(2) 0.1041(14) 0.6971(9) 0.134(8) Uani 0.501(11) 1 d PU A 2 F31B F 0.545(2) 0.2500(10) 0.6723(5) 0.107(4) Uani 0.501(11) 1 d PU A 2 F32B F 0.4718(13) 0.1691(12) 0.7397(5) 0.077(4) Uani 0.501(11) 1 d PU A 2 Ru21 Ru 0.5679(3) 0.3946(2) 0.85082(14) 0.0189(6) Uani 0.501(11) 1 d PU A 2 C48B C 0.8793(18) 0.175(2) 1.0693(8) 0.115(8) Uani 0.501(11) 1 d PU A 2 H48D H 0.9403 0.1248 1.0923 0.172 Uiso 0.501(11) 1 calc PR A 2 H48E H 0.7805 0.1654 1.0718 0.172 Uiso 0.501(11) 1 calc PR A 2 H48F H 0.8634 0.2449 1.0825 0.172 Uiso 0.501(11) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0217(17) 0.0272(18) 0.0239(17) 0.0033(14) -0.0076(13) -0.0113(14) C2 0.035(2) 0.040(2) 0.0267(19) 0.0090(17) -0.0046(16) -0.0125(18) C3 0.030(2) 0.035(2) 0.031(2) 0.0056(16) -0.0124(16) -0.0001(17) C4 0.043(3) 0.072(4) 0.050(3) -0.009(3) -0.021(2) -0.007(3) C5 0.061(3) 0.036(2) 0.056(3) 0.014(2) -0.009(2) -0.005(2) C6 0.031(2) 0.074(3) 0.030(2) 0.010(2) 0.0027(17) -0.008(2) C7 0.071(4) 0.163(8) 0.065(4) -0.056(5) 0.012(3) -0.039(5) C8 0.031(2) 0.113(5) 0.050(3) 0.007(3) 0.002(2) -0.024(3) C11 0.0242(17) 0.0220(16) 0.0248(17) 0.0025(13) -0.0089(14) -0.0097(14) C12 0.0248(18) 0.0274(19) 0.037(2) 0.0047(16) -0.0085(16) -0.0046(15) C13 0.034(2) 0.0238(18) 0.041(2) 0.0094(16) -0.0171(17) -0.0049(16) C14 0.042(2) 0.0275(19) 0.032(2) 0.0142(16) -0.0176(17) -0.0136(17) C15 0.034(2) 0.0263(18) 0.0247(18) 0.0091(14) -0.0072(15) -0.0122(16) C21 0.037(2) 0.052(3) 0.028(2) -0.0029(18) -0.0012(17) -0.017(2) C22 0.0317(19) 0.0252(18) 0.0237(17) 0.0029(14) -0.0038(15) -0.0068(16) C23 0.0302(19) 0.040(2) 0.0254(18) 0.0027(16) -0.0028(15) -0.0173(17) C24 0.033(2) 0.0288(19) 0.0297(19) 0.0031(15) -0.0090(16) -0.0128(16) C25 0.039(2) 0.056(3) 0.036(2) -0.003(2) -0.0083(18) -0.024(2) C31 0.058(3) 0.038(3) 0.073(4) -0.011(2) -0.033(3) 0.005(2) C32 0.040(2) 0.0253(19) 0.035(2) -0.0027(16) -0.0167(18) 0.0026(17) C33 0.053(3) 0.025(2) 0.046(2) 0.0001(17) -0.022(2) -0.0084(19) C34 0.053(3) 0.028(2) 0.045(2) 0.0034(18) -0.020(2) -0.016(2) C35 0.038(2) 0.0252(18) 0.0253(18) 0.0046(14) -0.0099(16) -0.0096(16) N1 0.0286(16) 0.0366(18) 0.0268(16) 0.0133(14) -0.0094(13) -0.0069(14) N2 0.0259(15) 0.0234(14) 0.0203(14) 0.0057(11) -0.0062(11) -0.0104(12) N3 0.0284(17) 0.051(2) 0.0238(16) 0.0123(15) -0.0018(13) -0.0100(16) N4 0.0262(16) 0.0351(17) 0.0263(16) 0.0076(13) -0.0071(13) -0.0087(14) N11 0.0247(14) 0.0202(14) 0.0224(14) 0.0013(11) -0.0081(11) -0.0103(12) O1 0.0448(18) 0.064(2) 0.0282(15) 0.0211(14) -0.0063(13) -0.0089(16) O11 0.0283(13) 0.0294(13) 0.0222(12) -0.0002(10) -0.0056(10) -0.0096(11) O12 0.0273(13) 0.0294(13) 0.0213(12) 0.0020(10) -0.0074(10) -0.0097(11) O21 0.0299(14) 0.0259(13) 0.0272(13) -0.0020(10) -0.0087(11) -0.0025(11) O22 0.0277(13) 0.0198(12) 0.0300(13) 0.0029(10) -0.0099(10) -0.0075(10) F1 0.062(2) 0.137(3) 0.0300(14) -0.0051(17) -0.0097(14) -0.025(2) F2 0.124(3) 0.070(2) 0.055(2) -0.0187(18) 0.011(2) 0.023(2) F3 0.135(3) 0.182(4) 0.0409(18) -0.024(2) 0.0265(19) -0.125(3) F4 0.0640(19) 0.0651(19) 0.068(2) 0.0023(16) -0.0427(16) -0.0154(16) F5 0.0643(18) 0.0467(16) 0.0627(18) -0.0111(13) -0.0250(15) -0.0222(14) F6 0.077(2) 0.151(3) 0.0519(18) -0.018(2) 0.0026(16) -0.088(2) F10 0.073(2) 0.072(2) 0.083(2) -0.0061(18) -0.049(2) 0.0231(18) F11 0.066(3) 0.110(3) 0.141(4) 0.005(3) 0.014(3) 0.025(2) F12 0.096(3) 0.0382(19) 0.275(7) -0.044(3) -0.114(4) 0.0252(19) F13 0.106(3) 0.0634(19) 0.0638(19) 0.0240(15) -0.0578(19) -0.0492(19) F14 0.080(2) 0.0300(13) 0.093(2) 0.0114(14) -0.0450(18) -0.0281(14) F15 0.0437(17) 0.076(2) 0.102(3) -0.0200(19) -0.0141(17) -0.0293(16) Ru1 0.02326(15) 0.02254(15) 0.02220(14) 0.00314(11) -0.00683(11) -0.00745(12) C41 0.022(2) 0.023(3) 0.037(9) 0.007(4) -0.013(5) -0.009(3) N22 0.017(7) 0.0209(16) 0.052(8) 0.003(3) -0.017(3) -0.0048(18) N21 0.029(4) 0.020(4) 0.048(7) 0.000(5) -0.017(5) -0.011(3) C42 0.040(6) 0.026(5) 0.061(7) 0.013(5) -0.021(6) -0.003(4) N23 0.037(5) 0.029(4) 0.049(6) 0.017(4) -0.022(4) -0.012(4) N24 0.032(5) 0.020(4) 0.032(7) 0.008(4) -0.009(5) -0.007(4) C43 0.032(3) 0.034(4) 0.051(12) 0.002(10) -0.011(10) -0.013(3) C44 0.053(8) 0.050(7) 0.044(9) -0.010(8) 0.008(7) -0.022(6) C46 0.034(6) 0.043(6) 0.046(8) 0.032(6) -0.014(6) -0.017(5) C47 0.040(3) 0.073(4) 0.076(4) 0.008(3) -0.024(3) -0.003(3) C48 0.064(8) 0.078(9) 0.041(7) 0.019(6) -0.023(6) -0.017(7) C51 0.0177(16) 0.0282(18) 0.0250(17) 0.0056(14) -0.0039(13) -0.0060(14) C52 0.0257(18) 0.038(2) 0.0233(17) 0.0065(15) -0.0090(14) -0.0100(16) C53 0.035(2) 0.034(2) 0.034(2) -0.0055(17) -0.0078(17) -0.0125(18) C54 0.039(2) 0.0235(18) 0.038(2) 0.0051(16) -0.0092(18) -0.0081(17) C55 0.0304(19) 0.0277(19) 0.0270(18) 0.0070(15) -0.0079(15) -0.0058(16) C61 0.055(3) 0.095(4) 0.045(3) 0.026(3) -0.019(3) -0.037(3) C62 0.038(2) 0.057(3) 0.0252(19) -0.0014(18) -0.0103(17) -0.019(2) C63 0.032(2) 0.067(3) 0.037(2) 0.003(2) -0.0117(18) -0.018(2) C64 0.028(2) 0.057(3) 0.029(2) -0.0055(19) -0.0041(16) -0.0152(19) C65 0.039(14) 0.102(13) 0.028(11) -0.006(8) -0.003(9) -0.025(11) C71 0.076(5) 0.105(6) 0.078(5) -0.053(4) 0.012(4) -0.051(4) C72 0.050(3) 0.061(3) 0.053(3) -0.021(2) 0.003(2) -0.027(2) C73 0.054(3) 0.059(3) 0.050(3) -0.021(2) 0.014(2) -0.026(3) C74 0.035(2) 0.044(3) 0.053(3) -0.008(2) 0.005(2) -0.013(2) C75 0.039(3) 0.046(3) 0.093(4) -0.024(3) 0.021(3) -0.011(2) C45 0.031(6) 0.034(6) 0.042(10) -0.006(7) -0.010(6) -0.018(5) N31 0.0199(14) 0.0240(14) 0.0211(14) 0.0010(11) -0.0030(11) -0.0049(12) O31 0.056(5) 0.029(4) 0.084(7) 0.022(5) -0.031(5) -0.015(4) O41 0.0334(15) 0.0562(18) 0.0232(13) -0.0019(12) -0.0060(11) -0.0185(14) O42 0.0243(13) 0.0416(15) 0.0285(13) -0.0010(12) -0.0047(11) -0.0112(12) O51 0.0417(17) 0.0534(19) 0.0427(17) -0.0222(15) 0.0047(14) -0.0216(15) O52 0.0268(14) 0.0367(15) 0.0411(16) -0.0119(13) 0.0004(12) -0.0115(12) F21 0.062(5) 0.171(18) 0.050(9) 0.045(9) 0.006(5) -0.027(8) F22 0.186(16) 0.083(8) 0.091(10) 0.038(6) -0.073(10) -0.077(10) F23 0.121(14) 0.161(14) 0.056(7) 0.056(7) -0.069(8) -0.097(11) F24 0.027(6) 0.149(12) 0.036(6) -0.010(6) -0.011(5) -0.045(7) F25 0.032(4) 0.141(10) 0.045(5) -0.042(8) 0.011(3) -0.032(7) F26 0.046(5) 0.104(11) 0.146(16) 0.061(11) -0.005(9) -0.027(6) F30 0.28(2) 0.178(14) 0.116(10) -0.012(10) -0.036(13) -0.180(14) F31 0.129(14) 0.21(2) 0.061(7) -0.082(10) 0.046(8) -0.120(15) F32 0.130(12) 0.25(2) 0.166(19) -0.120(15) -0.057(13) -0.038(14) F33 0.059(2) 0.070(2) 0.119(3) -0.024(2) 0.0264(19) -0.0349(18) F34 0.084(3) 0.227(6) 0.163(5) -0.147(5) 0.079(3) -0.093(4) F35 0.048(3) 0.178(5) 0.263(8) 0.101(6) -0.014(4) -0.016(3) Ru11 0.0372(16) 0.0456(18) 0.0349(15) -0.0083(12) 0.0030(11) -0.0098(13) C41B 0.022(2) 0.023(3) 0.037(9) 0.007(4) -0.013(5) -0.009(3) N22B 0.017(7) 0.0209(16) 0.052(8) 0.003(3) -0.017(3) -0.0048(18) N21B 0.039(5) 0.020(4) 0.059(8) 0.003(5) -0.027(6) -0.005(4) C42B 0.039(6) 0.029(5) 0.078(9) 0.008(6) -0.026(6) -0.013(5) N23B 0.042(5) 0.026(4) 0.072(7) 0.023(5) -0.032(5) -0.008(4) N24B 0.026(6) 0.029(5) 0.035(7) 0.005(4) -0.015(5) -0.006(4) O31B 0.058(6) 0.027(4) 0.100(8) 0.020(5) -0.037(6) -0.009(4) C44B 0.044(7) 0.036(6) 0.051(10) -0.015(7) -0.002(7) -0.005(5) C45B 0.071(10) 0.049(8) 0.050(12) -0.004(8) -0.031(8) -0.025(7) C43B 0.032(3) 0.034(4) 0.051(12) 0.002(10) -0.011(10) -0.013(3) C46B 0.034(7) 0.058(7) 0.059(8) 0.039(7) -0.020(6) -0.007(5) C47B 0.040(3) 0.073(4) 0.076(4) 0.008(3) -0.024(3) -0.003(3) C65B 0.014(6) 0.081(11) 0.024(11) 0.011(9) 0.005(6) -0.016(7) F25B 0.048(6) 0.182(15) 0.027(4) -0.024(9) 0.007(3) -0.052(10) F24B 0.037(8) 0.130(10) 0.072(9) 0.053(7) -0.004(6) -0.001(6) F26B 0.087(7) 0.128(10) 0.083(8) 0.010(7) 0.003(6) -0.079(7) F22B 0.147(14) 0.144(16) 0.121(15) 0.086(11) -0.095(11) -0.113(13) F21B 0.159(16) 0.153(14) 0.030(4) -0.005(7) -0.016(7) 0.002(10) F23B 0.041(6) 0.133(11) 0.092(10) 0.058(8) -0.018(6) -0.013(6) F30B 0.117(10) 0.093(9) 0.185(19) -0.096(11) -0.029(12) -0.020(7) F31B 0.167(12) 0.126(9) 0.072(6) 0.001(6) -0.062(7) -0.085(9) F32B 0.069(7) 0.128(11) 0.054(6) -0.045(6) 0.016(5) -0.069(7) Ru21 0.0112(10) 0.0222(11) 0.0258(11) -0.0044(8) -0.0051(8) -0.0077(8) C48B 0.046(8) 0.20(2) 0.074(12) 0.091(14) -0.024(8) -0.012(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N4 1.304(5) . ? C1 N2 1.358(4) . ? C1 C11 1.474(5) . ? C2 O1 1.223(5) . ? C2 N3 1.375(5) . ? C2 N1 1.379(5) . ? C3 N1 1.488(5) . ? C3 C5 1.516(6) . ? C3 C4 1.528(6) . ? C3 H3 1.0000 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 N3 1.475(5) . ? C6 C8 1.486(6) . ? C6 C7 1.503(8) . ? C6 H6 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C11 N11 1.350(4) . ? C11 C12 1.386(5) . ? C12 C13 1.383(5) . ? C12 H12 0.9500 . ? C13 C14 1.382(6) . ? C13 H13 0.9500 . ? C14 C15 1.380(5) . ? C14 H14 0.9500 . ? C15 N11 1.350(4) . ? C15 H15 0.9500 . ? C21 F2 1.297(5) . ? C21 F3 1.302(5) . ? C21 F1 1.315(5) . ? C21 C22 1.530(5) . ? C22 O11 1.268(4) . ? C22 C23 1.390(5) . ? C23 C24 1.389(5) . ? C23 H23 0.9500 . ? C24 O12 1.258(4) . ? C24 C25 1.533(5) . ? C25 F5 1.320(5) . ? C25 F6 1.331(5) . ? C25 F4 1.331(5) . ? C31 F12 1.237(6) . ? C31 F10 1.273(6) . ? C31 F11 1.392(8) . ? C31 C32 1.527(6) . ? C32 O21 1.246(5) . ? C32 C33 1.404(6) . ? C33 C35 1.390(6) . ? C33 H33 0.9500 . ? C34 F15 1.319(5) . ? C34 F14 1.320(5) . ? C34 F13 1.335(5) . ? C34 C35 1.527(6) . ? C35 O22 1.266(4) . ? N1 N2 1.392(4) . ? N2 Ru1 2.020(3) . ? N3 N4 1.372(4) . ? N11 Ru1 2.035(3) . ? O11 Ru1 2.053(2) . ? O12 Ru1 2.022(2) . ? O21 Ru1 2.059(2) . ? O22 Ru1 2.040(2) . ? C41 N24 1.305(12) . ? C41 C51 1.418(17) . ? C41 N22 1.370(11) . ? N22 N21 1.399(13) . ? N22 Ru11 2.094(19) . ? N21 C42 1.389(11) . ? N21 C43 1.52(5) . ? C42 O31 1.237(14) . ? C42 N23 1.350(12) . ? N23 N24 1.374(10) . ? N23 C46 1.471(15) . ? C43 C45 1.48(5) . ? C43 C44 1.49(4) . ? C43 H43 1.0000 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C46 C48 1.534(18) . ? C46 C47 1.635(14) . ? C46 H46 1.0000 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C51 N31 1.347(4) . ? C51 C52 1.381(5) . ? C51 C41B 1.515(17) . ? C52 C53 1.376(5) . ? C52 H52 0.9500 . ? C53 C54 1.387(6) . ? C53 H53 0.9500 . ? C54 C55 1.371(5) . ? C54 H54 0.9500 . ? C55 N31 1.351(4) . ? C55 H55 0.9500 . ? C61 F22B 1.205(16) . ? C61 F21 1.214(14) . ? C61 F23 1.272(15) . ? C61 F23B 1.306(16) . ? C61 F21B 1.415(16) . ? C61 F22 1.419(17) . ? C61 C62 1.544(7) . ? C62 O41 1.259(5) . ? C62 C63 1.389(6) . ? C63 C64 1.394(6) . ? C63 H63 0.9500 . ? C64 O42 1.272(5) . ? C64 C65 1.43(4) . ? C64 C65B 1.60(3) . ? C65 F26 1.22(5) . ? C65 F24 1.30(5) . ? C65 F25 1.56(5) . ? C71 F31 1.171(14) . ? C71 F32 1.233(17) . ? C71 F32B 1.253(12) . ? C71 F30B 1.319(18) . ? C71 F31B 1.410(14) . ? C71 F30 1.461(17) . ? C71 C72 1.540(7) . ? C72 O51 1.267(5) . ? C72 C73 1.385(7) . ? C73 C74 1.397(7) . ? C73 H73 0.9500 . ? C74 O52 1.256(5) . ? C74 C75 1.523(7) . ? C75 F34 1.242(6) . ? C75 F33 1.249(6) . ? C75 F35 1.374(8) . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? N31 Ru11 2.037(4) . ? N31 Ru21 2.037(4) . ? O41 Ru21 2.015(4) . ? O41 Ru11 2.083(5) . ? O42 Ru11 2.036(4) . ? O42 Ru21 2.048(4) . ? O51 Ru21 2.056(4) . ? O51 Ru11 2.060(4) . ? O52 Ru21 2.023(4) . ? O52 Ru11 2.038(4) . ? C41B N24B 1.309(12) . ? C41B N22B 1.369(11) . ? N22B N21B 1.402(12) . ? N22B Ru21 1.962(19) . ? N21B C42B 1.387(12) . ? N21B C43B 1.43(6) . ? C42B O31B 1.215(14) . ? C42B N23B 1.358(12) . ? N23B N24B 1.365(10) . ? N23B C46B 1.495(16) . ? C44B C43B 1.56(4) . ? C44B H44D 0.9800 . ? C44B H44E 0.9800 . ? C44B H44F 0.9800 . ? C45B C43B 1.56(6) . ? C45B H45D 0.9800 . ? C45B H45E 0.9800 . ? C45B H45F 0.9800 . ? C43B H43B 1.0000 . ? C46B C48B 1.491(19) . ? C46B H46B 1.0000 . ? C65B F25B 1.14(4) . ? C65B F24B 1.31(4) . ? C65B F26B 1.49(5) . ? C48B H48D 0.9800 . ? C48B H48E 0.9800 . ? C48B H48F 0.9800 . ? 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 N4 C1 N2 127.4(3) . . ? N4 C1 C11 117.7(3) . . ? N2 C1 C11 114.9(3) . . ? O1 C2 N3 122.1(4) . . ? O1 C2 N1 122.3(4) . . ? N3 C2 N1 115.6(3) . . ? N1 C3 C5 111.4(4) . . ? N1 C3 C4 110.1(3) . . ? C5 C3 C4 113.8(4) . . ? N1 C3 H3 107.1 . . ? C5 C3 H3 107.1 . . ? C4 C3 H3 107.1 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N3 C6 C8 111.1(4) . . ? N3 C6 C7 109.7(4) . . ? C8 C6 C7 112.7(5) . . ? N3 C6 H6 107.7 . . ? C8 C6 H6 107.7 . . ? C7 C6 H6 107.7 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N11 C11 C12 121.6(3) . . ? N11 C11 C1 113.9(3) . . ? C12 C11 C1 124.5(3) . . ? C13 C12 C11 119.3(4) . . ? C13 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? C14 C13 C12 118.8(3) . . ? C14 C13 H13 120.6 . . ? C12 C13 H13 120.6 . . ? C15 C14 C13 119.7(4) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? N11 C15 C14 121.5(4) . . ? N11 C15 H15 119.2 . . ? C14 C15 H15 119.2 . . ? F2 C21 F3 107.2(4) . . ? F2 C21 F1 106.1(4) . . ? F3 C21 F1 106.0(4) . . ? F2 C21 C22 111.4(4) . . ? F3 C21 C22 113.2(4) . . ? F1 C21 C22 112.5(3) . . ? O11 C22 C23 129.0(3) . . ? O11 C22 C21 113.7(3) . . ? C23 C22 C21 117.2(3) . . ? C24 C23 C22 124.7(4) . . ? C24 C23 H23 117.7 . . ? C22 C23 H23 117.7 . . ? O12 C24 C23 129.3(3) . . ? O12 C24 C25 112.0(3) . . ? C23 C24 C25 118.7(3) . . ? F5 C25 F6 108.5(4) . . ? F5 C25 F4 106.9(4) . . ? F6 C25 F4 106.4(4) . . ? F5 C25 C24 112.0(4) . . ? F6 C25 C24 112.4(3) . . ? F4 C25 C24 110.3(4) . . ? F12 C31 F10 115.0(5) . . ? F12 C31 F11 100.5(5) . . ? F10 C31 F11 101.1(5) . . ? F12 C31 C32 116.5(4) . . ? F10 C31 C32 113.6(4) . . ? F11 C31 C32 107.7(4) . . ? O21 C32 C33 128.0(4) . . ? O21 C32 C31 112.7(4) . . ? C33 C32 C31 119.2(4) . . ? C35 C33 C32 124.6(4) . . ? C35 C33 H33 117.7 . . ? C32 C33 H33 117.7 . . ? F15 C34 F14 107.9(4) . . ? F15 C34 F13 107.1(4) . . ? F14 C34 F13 106.8(3) . . ? F15 C34 C35 111.0(3) . . ? F14 C34 C35 113.7(4) . . ? F13 C34 C35 110.0(4) . . ? O22 C35 C33 129.4(4) . . ? O22 C35 C34 112.5(3) . . ? C33 C35 C34 118.0(3) . . ? C2 N1 N2 122.2(3) . . ? C2 N1 C3 120.5(3) . . ? N2 N1 C3 116.9(3) . . ? C1 N2 N1 114.1(3) . . ? C1 N2 Ru1 114.6(2) . . ? N1 N2 Ru1 131.3(2) . . ? N4 N3 C2 123.2(3) . . ? N4 N3 C6 116.2(3) . . ? C2 N3 C6 118.9(3) . . ? C1 N4 N3 115.1(3) . . ? C15 N11 C11 119.0(3) . . ? C15 N11 Ru1 125.5(2) . . ? C11 N11 Ru1 115.4(2) . . ? C22 O11 Ru1 121.2(2) . . ? C24 O12 Ru1 122.0(2) . . ? C32 O21 Ru1 122.7(2) . . ? C35 O22 Ru1 122.0(2) . . ? N2 Ru1 O12 90.14(11) . . ? N2 Ru1 N11 79.53(11) . . ? O12 Ru1 N11 92.94(10) . . ? N2 Ru1 O22 90.63(11) . . ? O12 Ru1 O22 177.86(10) . . ? N11 Ru1 O22 89.17(10) . . ? N2 Ru1 O11 173.30(11) . . ? O12 Ru1 O11 93.35(10) . . ? N11 Ru1 O11 94.56(11) . . ? O22 Ru1 O11 86.09(10) . . ? N2 Ru1 O21 104.03(11) . . ? O12 Ru1 O21 85.38(10) . . ? N11 Ru1 O21 176.05(11) . . ? O22 Ru1 O21 92.49(10) . . ? O11 Ru1 O21 81.98(10) . . ? N24 C41 C51 120.4(14) . . ? N24 C41 N22 127.0(13) . . ? C51 C41 N22 112.6(12) . . ? N21 N22 C41 112.6(14) . . ? N21 N22 Ru11 132.5(12) . . ? C41 N22 Ru11 114.8(12) . . ? N22 N21 C42 122.2(11) . . ? N22 N21 C43 118.5(17) . . ? C42 N21 C43 118.9(17) . . ? O31 C42 N23 123.5(11) . . ? O31 C42 N21 121.1(12) . . ? N23 C42 N21 115.3(9) . . ? C42 N23 N24 123.9(9) . . ? C42 N23 C46 119.2(10) . . ? N24 N23 C46 116.6(11) . . ? C41 N24 N23 115.9(11) . . ? C45 C43 C44 113(4) . . ? C45 C43 N21 108.7(19) . . ? C44 C43 N21 111(3) . . ? C45 C43 H43 107.9 . . ? C44 C43 H43 107.9 . . ? N21 C43 H43 107.9 . . ? N23 C46 C48 108.4(10) . . ? N23 C46 C47 106.4(9) . . ? C48 C46 C47 109.1(11) . . ? N23 C46 H46 110.9 . . ? C48 C46 H46 110.9 . . ? C47 C46 H46 110.9 . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? N31 C51 C41 119.1(8) . . ? N31 C51 C52 122.6(3) . . ? C41 C51 C52 118.3(8) . . ? N31 C51 C41B 110.0(8) . . ? C41 C51 C41B 9.3(18) . . ? C52 C51 C41B 127.5(8) . . ? C53 C52 C51 118.6(3) . . ? C53 C52 H52 120.7 . . ? C51 C52 H52 120.7 . . ? C52 C53 C54 119.3(4) . . ? C52 C53 H53 120.4 . . ? C54 C53 H53 120.4 . . ? C55 C54 C53 119.3(4) . . ? C55 C54 H54 120.4 . . ? C53 C54 H54 120.4 . . ? N31 C55 C54 122.0(3) . . ? N31 C55 H55 119.0 . . ? C54 C55 H55 119.0 . . ? F22B C61 F21 70.4(11) . . ? F22B C61 F23 122.7(14) . . ? F21 C61 F23 112.7(12) . . ? F22B C61 F23B 115.4(15) . . ? F21 C61 F23B 120.0(12) . . ? F23 C61 F23B 11.2(19) . . ? F22B C61 F21B 104.6(12) . . ? F21 C61 F21B 34.7(10) . . ? F23 C61 F21B 89.8(13) . . ? F23B C61 F21B 100.3(13) . . ? F22B C61 F22 38.2(10) . . ? F21 C61 F22 107.8(11) . . ? F23 C61 F22 101.0(14) . . ? F23B C61 F22 90.4(14) . . ? F21B C61 F22 140.4(11) . . ? F22B C61 C62 115.7(9) . . ? F21 C61 C62 114.6(9) . . ? F23 C61 C62 113.5(10) . . ? F23B C61 C62 114.0(11) . . ? F21B C61 C62 104.3(10) . . ? F22 C61 C62 105.9(8) . . ? O41 C62 C63 128.4(4) . . ? O41 C62 C61 112.5(4) . . ? C63 C62 C61 119.1(4) . . ? C62 C63 C64 124.1(4) . . ? C62 C63 H63 117.9 . . ? C64 C63 H63 117.9 . . ? O42 C64 C63 129.7(4) . . ? O42 C64 C65 113(2) . . ? C63 C64 C65 117(2) . . ? O42 C64 C65B 111.4(15) . . ? C63 C64 C65B 118.6(15) . . ? C65 C64 C65B 7(4) . . ? F26 C65 F24 107(4) . . ? F26 C65 C64 123(4) . . ? F24 C65 C64 121(4) . . ? F26 C65 F25 98(3) . . ? F24 C65 F25 96(3) . . ? C64 C65 F25 104(3) . . ? F31 C71 F32 119.5(15) . . ? F31 C71 F32B 124.6(11) . . ? F32 C71 F32B 50.0(13) . . ? F31 C71 F30B 32.6(14) . . ? F32 C71 F30B 136.9(13) . . ? F32B C71 F30B 110.3(13) . . ? F31 C71 F31B 75.2(12) . . ? F32 C71 F31B 58.1(14) . . ? F32B C71 F31B 105.2(11) . . ? F30B C71 F31B 107.4(11) . . ? F31 C71 F30 101.1(13) . . ? F32 C71 F30 95.1(14) . . ? F32B C71 F30 45.5(9) . . ? F30B C71 F30 72.8(13) . . ? F31B C71 F30 142.2(10) . . ? F31 C71 C72 118.3(11) . . ? F32 C71 C72 112.6(9) . . ? F32B C71 C72 113.4(6) . . ? F30B C71 C72 110.5(11) . . ? F31B C71 C72 109.8(7) . . ? F30 C71 C72 105.0(8) . . ? O51 C72 C73 128.8(4) . . ? O51 C72 C71 113.4(4) . . ? C73 C72 C71 117.8(5) . . ? C72 C73 C74 124.6(4) . . ? C72 C73 H73 117.7 . . ? C74 C73 H73 117.7 . . ? O52 C74 C73 128.9(4) . . ? O52 C74 C75 113.3(4) . . ? C73 C74 C75 117.8(4) . . ? F34 C75 F33 114.9(6) . . ? F34 C75 F35 101.2(6) . . ? F33 C75 F35 98.8(6) . . ? F34 C75 C74 115.9(5) . . ? F33 C75 C74 115.4(4) . . ? F35 C75 C74 107.7(5) . . ? C51 N31 C55 118.3(3) . . ? C51 N31 Ru11 114.4(3) . . ? C55 N31 Ru11 127.1(3) . . ? C51 N31 Ru21 116.2(2) . . ? C55 N31 Ru21 125.3(3) . . ? Ru11 N31 Ru21 1.9(2) . . ? C62 O41 Ru21 123.2(3) . . ? C62 O41 Ru11 122.9(3) . . ? Ru21 O41 Ru11 0.29(14) . . ? C64 O42 Ru11 122.2(3) . . ? C64 O42 Ru21 120.4(3) . . ? Ru11 O42 Ru21 1.9(2) . . ? C72 O51 Ru21 121.2(3) . . ? C72 O51 Ru11 122.0(3) . . ? Ru21 O51 Ru11 1.9(2) . . ? C74 O52 Ru21 122.5(3) . . ? C74 O52 Ru11 122.8(3) . . ? Ru21 O52 Ru11 1.9(2) . . ? O42 Ru11 N31 94.80(19) . . ? O42 Ru11 O52 175.1(3) . . ? N31 Ru11 O52 87.39(16) . . ? O42 Ru11 O51 85.21(16) . . ? N31 Ru11 O51 174.8(3) . . ? O52 Ru11 O51 92.21(19) . . ? O42 Ru11 O41 91.42(18) . . ? N31 Ru11 O41 93.23(19) . . ? O52 Ru11 O41 84.01(19) . . ? O51 Ru11 O41 81.53(19) . . ? O42 Ru11 N22 95.9(15) . . ? N31 Ru11 N22 78.1(6) . . ? O52 Ru11 N22 88.9(15) . . ? O51 Ru11 N22 107.1(6) . . ? O41 Ru11 N22 169.1(9) . . ? N24B C41B N22B 128.6(14) . . ? N24B C41B C51 114.2(14) . . ? N22B C41B C51 117.1(12) . . ? C41B N22B N21B 113.7(12) . . ? C41B N22B Ru21 112.8(13) . . ? N21B N22B Ru21 130.4(17) . . ? C42B N21B C43B 122.0(19) . . ? C42B N21B N22B 121.3(11) . . ? C43B N21B N22B 116(2) . . ? O31B C42B N21B 121.1(12) . . ? O31B C42B N23B 122.3(11) . . ? N21B C42B N23B 116.6(10) . . ? N24B N23B C42B 124.8(10) . . ? N24B N23B C46B 112.4(12) . . ? C42B N23B C46B 122.3(11) . . ? C41B N24B N23B 114.1(11) . . ? C43B C44B H44D 109.5 . . ? C43B C44B H44E 109.5 . . ? H44D C44B H44E 109.5 . . ? C43B C44B H44F 109.5 . . ? H44D C44B H44F 109.5 . . ? H44E C44B H44F 109.5 . . ? C43B C45B H45D 109.5 . . ? C43B C45B H45E 109.5 . . ? H45D C45B H45E 109.5 . . ? C43B C45B H45F 109.5 . . ? H45D C45B H45F 109.5 . . ? H45E C45B H45F 109.5 . . ? N21B C43B C45B 115.8(19) . . ? N21B C43B C44B 111(3) . . ? C45B C43B C44B 110(4) . . ? N21B C43B H43B 106.4 . . ? C45B C43B H43B 106.4 . . ? C44B C43B H43B 106.4 . . ? C48B C46B N23B 108.7(11) . . ? C48B C46B H46B 106.5 . . ? N23B C46B H46B 106.5 . . ? F25B C65B F24B 124(3) . . ? F25B C65B F26B 100(3) . . ? F24B C65B F26B 101(3) . . ? F25B C65B C64 117(3) . . ? F24B C65B C64 109(3) . . ? F26B C65B C64 101(2) . . ? N22B Ru21 O41 174.8(11) . . ? N22B Ru21 O52 89.8(16) . . ? O41 Ru21 O52 86.15(17) . . ? N22B Ru21 N31 81.4(6) . . ? O41 Ru21 N31 95.27(17) . . ? O52 Ru21 N31 87.80(13) . . ? N22B Ru21 O42 91.1(16) . . ? O41 Ru21 O42 93.04(15) . . ? O52 Ru21 O42 177.69(18) . . ? N31 Ru21 O42 94.43(16) . . ? N22B Ru21 O51 100.1(6) . . ? O41 Ru21 O51 83.27(17) . . ? O52 Ru21 O51 92.76(17) . . ? N31 Ru21 O51 178.4(2) . . ? O42 Ru21 O51 85.00(13) . . ? C46B C48B H48D 109.5 . . ? C46B C48B H48E 109.5 . . ? H48D C48B H48E 109.5 . . ? C46B C48B H48F 109.5 . . ? H48D C48B H48F 109.5 . . ? H48E C48B H48F 109.5 . . ? 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 N4 C1 C11 N11 -177.3(3) . . . . ? N2 C1 C11 N11 5.1(4) . . . . ? N4 C1 C11 C12 4.7(5) . . . . ? N2 C1 C11 C12 -172.9(3) . . . . ? N11 C11 C12 C13 -0.3(5) . . . . ? C1 C11 C12 C13 177.5(3) . . . . ? C11 C12 C13 C14 -0.5(6) . . . . ? C12 C13 C14 C15 1.1(6) . . . . ? C13 C14 C15 N11 -0.9(6) . . . . ? F2 C21 C22 O11 -86.4(5) . . . . ? F3 C21 C22 O11 152.7(4) . . . . ? F1 C21 C22 O11 32.5(5) . . . . ? F2 C21 C22 C23 91.6(5) . . . . ? F3 C21 C22 C23 -29.3(6) . . . . ? F1 C21 C22 C23 -149.5(4) . . . . ? O11 C22 C23 C24 -1.6(7) . . . . ? C21 C22 C23 C24 -179.2(4) . . . . ? C22 C23 C24 O12 -1.0(7) . . . . ? C22 C23 C24 C25 177.4(4) . . . . ? O12 C24 C25 F5 -47.7(5) . . . . ? C23 C24 C25 F5 133.6(4) . . . . ? O12 C24 C25 F6 -170.2(4) . . . . ? C23 C24 C25 F6 11.1(6) . . . . ? O12 C24 C25 F4 71.2(4) . . . . ? C23 C24 C25 F4 -107.5(4) . . . . ? F12 C31 C32 O21 -175.5(6) . . . . ? F10 C31 C32 O21 47.4(7) . . . . ? F11 C31 C32 O21 -63.7(5) . . . . ? F12 C31 C32 C33 3.5(8) . . . . ? F10 C31 C32 C33 -133.6(5) . . . . ? F11 C31 C32 C33 115.3(5) . . . . ? O21 C32 C33 C35 5.9(8) . . . . ? C31 C32 C33 C35 -172.9(5) . . . . ? C32 C33 C35 O22 2.8(7) . . . . ? C32 C33 C35 C34 179.7(4) . . . . ? F15 C34 C35 O22 -49.9(5) . . . . ? F14 C34 C35 O22 -171.9(4) . . . . ? F13 C34 C35 O22 68.4(5) . . . . ? F15 C34 C35 C33 132.7(4) . . . . ? F14 C34 C35 C33 10.7(6) . . . . ? F13 C34 C35 C33 -109.0(4) . . . . ? O1 C2 N1 N2 177.1(4) . . . . ? N3 C2 N1 N2 -2.0(6) . . . . ? O1 C2 N1 C3 -10.8(6) . . . . ? N3 C2 N1 C3 170.1(4) . . . . ? C5 C3 N1 C2 68.2(5) . . . . ? C4 C3 N1 C2 -59.0(5) . . . . ? C5 C3 N1 N2 -119.3(4) . . . . ? C4 C3 N1 N2 113.5(4) . . . . ? N4 C1 N2 N1 -9.9(5) . . . . ? C11 C1 N2 N1 167.5(3) . . . . ? N4 C1 N2 Ru1 169.8(3) . . . . ? C11 C1 N2 Ru1 -12.8(4) . . . . ? C2 N1 N2 C1 12.1(5) . . . . ? C3 N1 N2 C1 -160.3(3) . . . . ? C2 N1 N2 Ru1 -167.5(3) . . . . ? C3 N1 N2 Ru1 20.1(5) . . . . ? O1 C2 N3 N4 168.7(4) . . . . ? N1 C2 N3 N4 -12.2(6) . . . . ? O1 C2 N3 C6 3.7(7) . . . . ? N1 C2 N3 C6 -177.2(4) . . . . ? C8 C6 N3 N4 48.1(6) . . . . ? C7 C6 N3 N4 -77.2(5) . . . . ? C8 C6 N3 C2 -145.9(5) . . . . ? C7 C6 N3 C2 88.8(6) . . . . ? N2 C1 N4 N3 -2.9(5) . . . . ? C11 C1 N4 N3 179.9(3) . . . . ? C2 N3 N4 C1 14.6(5) . . . . ? C6 N3 N4 C1 180.0(4) . . . . ? C14 C15 N11 C11 0.1(5) . . . . ? C14 C15 N11 Ru1 177.2(3) . . . . ? C12 C11 N11 C15 0.5(5) . . . . ? C1 C11 N11 C15 -177.6(3) . . . . ? C12 C11 N11 Ru1 -176.8(3) . . . . ? C1 C11 N11 Ru1 5.1(4) . . . . ? C23 C22 O11 Ru1 -2.4(5) . . . . ? C21 C22 O11 Ru1 175.3(2) . . . . ? C23 C24 O12 Ru1 6.9(6) . . . . ? C25 C24 O12 Ru1 -171.6(3) . . . . ? C33 C32 O21 Ru1 -11.5(6) . . . . ? C31 C32 O21 Ru1 167.4(3) . . . . ? C33 C35 O22 Ru1 -3.3(6) . . . . ? C34 C35 O22 Ru1 179.7(2) . . . . ? C1 N2 Ru1 O12 105.0(2) . . . . ? N1 N2 Ru1 O12 -75.4(3) . . . . ? C1 N2 Ru1 N11 12.0(2) . . . . ? N1 N2 Ru1 N11 -168.4(3) . . . . ? C1 N2 Ru1 O22 -77.0(2) . . . . ? N1 N2 Ru1 O22 102.6(3) . . . . ? C1 N2 Ru1 O11 -16.4(10) . . . . ? N1 N2 Ru1 O11 163.2(8) . . . . ? C1 N2 Ru1 O21 -169.8(2) . . . . ? N1 N2 Ru1 O21 9.9(3) . . . . ? C24 O12 Ru1 N2 177.8(3) . . . . ? C24 O12 Ru1 N11 -102.6(3) . . . . ? C24 O12 Ru1 O22 67(3) . . . . ? C24 O12 Ru1 O11 -7.9(3) . . . . ? C24 O12 Ru1 O21 73.8(3) . . . . ? C15 N11 Ru1 N2 173.6(3) . . . . ? C11 N11 Ru1 N2 -9.2(2) . . . . ? C15 N11 Ru1 O12 84.0(3) . . . . ? C11 N11 Ru1 O12 -98.8(2) . . . . ? C15 N11 Ru1 O22 -95.6(3) . . . . ? C11 N11 Ru1 O22 81.5(2) . . . . ? C15 N11 Ru1 O11 -9.6(3) . . . . ? C11 N11 Ru1 O11 167.6(2) . . . . ? C15 N11 Ru1 O21 19.3(17) . . . . ? C11 N11 Ru1 O21 -163.6(14) . . . . ? C35 O22 Ru1 N2 -105.5(3) . . . . ? C35 O22 Ru1 O12 5(3) . . . . ? C35 O22 Ru1 N11 175.0(3) . . . . ? C35 O22 Ru1 O11 80.3(3) . . . . ? C35 O22 Ru1 O21 -1.4(3) . . . . ? C22 O11 Ru1 N2 127.0(9) . . . . ? C22 O11 Ru1 O12 5.8(3) . . . . ? C22 O11 Ru1 N11 99.1(3) . . . . ? C22 O11 Ru1 O22 -172.1(3) . . . . ? C22 O11 Ru1 O21 -79.0(3) . . . . ? C32 O21 Ru1 N2 99.5(3) . . . . ? C32 O21 Ru1 O12 -171.5(3) . . . . ? C32 O21 Ru1 N11 -106.5(15) . . . . ? C32 O21 Ru1 O22 8.3(3) . . . . ? C32 O21 Ru1 O11 -77.4(3) . . . . ? N24 C41 N22 N21 10(7) . . . . ? C51 C41 N22 N21 -167(4) . . . . ? N24 C41 N22 Ru11 -173(4) . . . . ? C51 C41 N22 Ru11 10(5) . . . . ? C41 N22 N21 C42 -20(5) . . . . ? Ru11 N22 N21 C42 164(3) . . . . ? C41 N22 N21 C43 167(3) . . . . ? Ru11 N22 N21 C43 -9(6) . . . . ? N22 N21 C42 O31 -167(3) . . . . ? C43 N21 C42 O31 6(3) . . . . ? N22 N21 C42 N23 17(3) . . . . ? C43 N21 C42 N23 -171(2) . . . . ? O31 C42 N23 N24 -177.9(13) . . . . ? N21 C42 N23 N24 -1.4(18) . . . . ? O31 C42 N23 C46 9.1(19) . . . . ? N21 C42 N23 C46 -174.5(11) . . . . ? C51 C41 N24 N23 -180(3) . . . . ? N22 C41 N24 N23 3(6) . . . . ? C42 N23 N24 C41 -8(3) . . . . ? C46 N23 N24 C41 165(3) . . . . ? N22 N21 C43 C45 -133(3) . . . . ? C42 N21 C43 C45 54(3) . . . . ? N22 N21 C43 C44 102(3) . . . . ? C42 N21 C43 C44 -71(3) . . . . ? C42 N23 C46 C48 -135.6(12) . . . . ? N24 N23 C46 C48 50.9(15) . . . . ? C42 N23 C46 C47 107.2(11) . . . . ? N24 N23 C46 C47 -66.4(13) . . . . ? N24 C41 C51 N31 178(3) . . . . ? N22 C41 C51 N31 -4(5) . . . . ? N24 C41 C51 C52 -2(5) . . . . ? N22 C41 C51 C52 175(3) . . . . ? N24 C41 C51 C41B 168(30) . . . . ? N22 C41 C51 C41B -15(24) . . . . ? N31 C51 C52 C53 -0.9(5) . . . . ? C41 C51 C52 C53 179(3) . . . . ? C41B C51 C52 C53 177(3) . . . . ? C51 C52 C53 C54 0.4(6) . . . . ? C52 C53 C54 C55 -0.3(6) . . . . ? C53 C54 C55 N31 0.7(6) . . . . ? F22B C61 C62 O41 -48.7(14) . . . . ? F21 C61 C62 O41 30.3(12) . . . . ? F23 C61 C62 O41 161.8(12) . . . . ? F23B C61 C62 O41 174.0(12) . . . . ? F21B C61 C62 O41 65.6(10) . . . . ? F22 C61 C62 O41 -88.4(9) . . . . ? F22B C61 C62 C63 129.0(14) . . . . ? F21 C61 C62 C63 -151.9(11) . . . . ? F23 C61 C62 C63 -20.5(13) . . . . ? F23B C61 C62 C63 -8.3(13) . . . . ? F21B C61 C62 C63 -116.6(10) . . . . ? F22 C61 C62 C63 89.4(10) . . . . ? O41 C62 C63 C64 2.6(8) . . . . ? C61 C62 C63 C64 -174.7(5) . . . . ? C62 C63 C64 O42 0.2(8) . . . . ? C62 C63 C64 C65 -178(2) . . . . ? C62 C63 C64 C65B 174.3(18) . . . . ? O42 C64 C65 F26 -36(5) . . . . ? C63 C64 C65 F26 142(4) . . . . ? C65B C64 C65 F26 -116(30) . . . . ? O42 C64 C65 F24 180(3) . . . . ? C63 C64 C65 F24 -2(5) . . . . ? C65B C64 C65 F24 100(29) . . . . ? O42 C64 C65 F25 74(3) . . . . ? C63 C64 C65 F25 -108(2) . . . . ? C65B C64 C65 F25 -6(25) . . . . ? F31 C71 C72 O51 -174.1(16) . . . . ? F32 C71 C72 O51 40(2) . . . . ? F32B C71 C72 O51 -14.7(14) . . . . ? F30B C71 C72 O51 -139.2(13) . . . . ? F31B C71 C72 O51 102.6(10) . . . . ? F30 C71 C72 O51 -62.3(15) . . . . ? F31 C71 C72 C73 7.8(18) . . . . ? F32 C71 C72 C73 -138(2) . . . . ? F32B C71 C72 C73 167.1(12) . . . . ? F30B C71 C72 C73 42.7(15) . . . . ? F31B C71 C72 C73 -75.6(11) . . . . ? F30 C71 C72 C73 119.5(14) . . . . ? O51 C72 C73 C74 -2.7(10) . . . . ? C71 C72 C73 C74 175.2(6) . . . . ? C72 C73 C74 O52 -0.3(10) . . . . ? C72 C73 C74 C75 176.7(6) . . . . ? O52 C74 C75 F34 -176.7(6) . . . . ? C73 C74 C75 F34 5.8(9) . . . . ? O52 C74 C75 F33 -38.4(8) . . . . ? C73 C74 C75 F33 144.2(6) . . . . ? O52 C74 C75 F35 70.9(6) . . . . ? C73 C74 C75 F35 -106.6(7) . . . . ? C41 C51 N31 C55 -179(3) . . . . ? C52 C51 N31 C55 1.2(5) . . . . ? C41B C51 N31 C55 -177(2) . . . . ? C41 C51 N31 Ru11 -3(3) . . . . ? C52 C51 N31 Ru11 176.8(3) . . . . ? C41B C51 N31 Ru11 -2(2) . . . . ? C41 C51 N31 Ru21 -4(3) . . . . ? C52 C51 N31 Ru21 176.1(3) . . . . ? C41B C51 N31 Ru21 -2(2) . . . . ? C54 C55 N31 C51 -1.1(5) . . . . ? C54 C55 N31 Ru11 -176.1(3) . . . . ? C54 C55 N31 Ru21 -175.4(3) . . . . ? C63 C62 O41 Ru21 4.3(6) . . . . ? C61 C62 O41 Ru21 -178.2(3) . . . . ? C63 C62 O41 Ru11 4.4(6) . . . . ? C61 C62 O41 Ru11 -178.1(3) . . . . ? C63 C64 O42 Ru11 -9.2(7) . . . . ? C65 C64 O42 Ru11 169(2) . . . . ? C65B C64 O42 Ru11 176.3(17) . . . . ? C63 C64 O42 Ru21 -8.7(6) . . . . ? C65 C64 O42 Ru21 169(2) . . . . ? C65B C64 O42 Ru21 176.8(17) . . . . ? C73 C72 O51 Ru21 10.4(9) . . . . ? C71 C72 O51 Ru21 -167.5(5) . . . . ? C73 C72 O51 Ru11 8.4(9) . . . . ? C71 C72 O51 Ru11 -169.5(5) . . . . ? C73 C74 O52 Ru21 -5.6(8) . . . . ? C75 C74 O52 Ru21 177.3(4) . . . . ? C73 C74 O52 Ru11 -3.4(8) . . . . ? C75 C74 O52 Ru11 179.5(4) . . . . ? C64 O42 Ru11 N31 104.8(3) . . . . ? Ru21 O42 Ru11 N31 90(5) . . . . ? C64 O42 Ru11 O52 -11(3) . . . . ? Ru21 O42 Ru11 O52 -26(4) . . . . ? C64 O42 Ru11 O51 -70.0(4) . . . . ? Ru21 O42 Ru11 O51 -85(5) . . . . ? C64 O42 Ru11 O41 11.4(4) . . . . ? Ru21 O42 Ru11 O41 -4(5) . . . . ? C64 O42 Ru11 N22 -176.7(7) . . . . ? Ru21 O42 Ru11 N22 168(5) . . . . ? C51 N31 Ru11 O42 101.6(3) . . . . ? C55 N31 Ru11 O42 -83.3(3) . . . . ? Ru21 N31 Ru11 O42 -99(5) . . . . ? C51 N31 Ru11 O52 -82.9(3) . . . . ? C55 N31 Ru11 O52 92.3(3) . . . . ? Ru21 N31 Ru11 O52 76(5) . . . . ? C51 N31 Ru11 O51 -169(2) . . . . ? C55 N31 Ru11 O51 7(3) . . . . ? Ru21 N31 Ru11 O51 -9(3) . . . . ? C51 N31 Ru11 O41 -166.7(2) . . . . ? C55 N31 Ru11 O41 8.4(4) . . . . ? Ru21 N31 Ru11 O41 -7(5) . . . . ? C51 N31 Ru11 N22 6.6(15) . . . . ? C55 N31 Ru11 N22 -178.3(16) . . . . ? Ru21 N31 Ru11 N22 166(5) . . . . ? C74 O52 Ru11 O42 -52(3) . . . . ? Ru21 O52 Ru11 O42 27(4) . . . . ? C74 O52 Ru11 N31 -168.3(4) . . . . ? Ru21 O52 Ru11 N31 -90(5) . . . . ? C74 O52 Ru11 O51 6.4(4) . . . . ? Ru21 O52 Ru11 O51 85(5) . . . . ? C74 O52 Ru11 O41 -74.8(4) . . . . ? Ru21 O52 Ru11 O41 4(5) . . . . ? C74 O52 Ru11 N22 113.5(7) . . . . ? Ru21 O52 Ru11 N22 -168(5) . . . . ? C72 O51 Ru11 O42 167.1(4) . . . . ? Ru21 O51 Ru11 O42 100(5) . . . . ? C72 O51 Ru11 N31 77(3) . . . . ? Ru21 O51 Ru11 N31 9(3) . . . . ? C72 O51 Ru11 O52 -8.7(5) . . . . ? Ru21 O51 Ru11 O52 -76(5) . . . . ? C72 O51 Ru11 O41 74.9(4) . . . . ? Ru21 O51 Ru11 O41 7(5) . . . . ? C72 O51 Ru11 N22 -98.2(16) . . . . ? Ru21 O51 Ru11 N22 -166(5) . . . . ? C62 O41 Ru11 O42 -9.4(4) . . . . ? Ru21 O41 Ru11 O42 155(40) . . . . ? C62 O41 Ru11 N31 -104.3(3) . . . . ? Ru21 O41 Ru11 N31 60(40) . . . . ? C62 O41 Ru11 O52 168.7(3) . . . . ? Ru21 O41 Ru11 O52 -27(40) . . . . ? C62 O41 Ru11 O51 75.6(3) . . . . ? Ru21 O41 Ru11 O51 -120(40) . . . . ? C62 O41 Ru11 N22 -141(7) . . . . ? Ru21 O41 Ru11 N22 23(40) . . . . ? N21 N22 Ru11 O42 73(4) . . . . ? C41 N22 Ru11 O42 -103(4) . . . . ? N21 N22 Ru11 N31 167(5) . . . . ? C41 N22 Ru11 N31 -9(3) . . . . ? N21 N22 Ru11 O52 -105(4) . . . . ? C41 N22 Ru11 O52 79(4) . . . . ? N21 N22 Ru11 O51 -13(5) . . . . ? C41 N22 Ru11 O51 170(3) . . . . ? N21 N22 Ru11 O41 -155(3) . . . . ? C41 N22 Ru11 O41 29(10) . . . . ? N31 C51 C41B N24B 166(3) . . . . ? C41 C51 C41B N24B -24(23) . . . . ? C52 C51 C41B N24B -13(5) . . . . ? N31 C51 C41B N22B -10(5) . . . . ? C41 C51 C41B N22B 160(30) . . . . ? C52 C51 C41B N22B 172(3) . . . . ? N24B C41B N22B N21B 5(7) . . . . ? C51 C41B N22B N21B 180(4) . . . . ? N24B C41B N22B Ru21 -157(4) . . . . ? C51 C41B N22B Ru21 18(5) . . . . ? C41B N22B N21B C42B -9(5) . . . . ? Ru21 N22B N21B C42B 150(3) . . . . ? C41B N22B N21B C43B 161(4) . . . . ? Ru21 N22B N21B C43B -41(5) . . . . ? C43B N21B C42B O31B 17(3) . . . . ? N22B N21B C42B O31B -174(3) . . . . ? C43B N21B C42B N23B -165(2) . . . . ? N22B N21B C42B N23B 4(3) . . . . ? O31B C42B N23B N24B -176.7(14) . . . . ? N21B C42B N23B N24B 5(2) . . . . ? O31B C42B N23B C46B -5(2) . . . . ? N21B C42B N23B C46B 176.9(13) . . . . ? N22B C41B N24B N23B 3(6) . . . . ? C51 C41B N24B N23B -172(3) . . . . ? C42B N23B N24B C41B -9(3) . . . . ? C46B N23B N24B C41B 179(3) . . . . ? C42B N21B C43B C45B 55(4) . . . . ? N22B N21B C43B C45B -114(4) . . . . ? C42B N21B C43B C44B -71(3) . . . . ? N22B N21B C43B C44B 119(3) . . . . ? N24B N23B C46B C48B 70.6(18) . . . . ? C42B N23B C46B C48B -102.1(19) . . . . ? O42 C64 C65B F25B 33(4) . . . . ? C63 C64 C65B F25B -142(3) . . . . ? C65 C64 C65B F25B 136(30) . . . . ? O42 C64 C65B F24B -180(2) . . . . ? C63 C64 C65B F24B 5(4) . . . . ? C65 C64 C65B F24B -77(27) . . . . ? O42 C64 C65B F26B -74(2) . . . . ? C63 C64 C65B F26B 110.5(19) . . . . ? C65 C64 C65B F26B 28(26) . . . . ? C41B N22B Ru21 O41 35(17) . . . . ? N21B N22B Ru21 O41 -123(11) . . . . ? C41B N22B Ru21 O52 73(4) . . . . ? N21B N22B Ru21 O52 -85(4) . . . . ? C41B N22B Ru21 N31 -14(3) . . . . ? N21B N22B Ru21 N31 -173(4) . . . . ? C41B N22B Ru21 O42 -109(4) . . . . ? N21B N22B Ru21 O42 93(4) . . . . ? C41B N22B Ru21 O51 166(3) . . . . ? N21B N22B Ru21 O51 8(4) . . . . ? C62 O41 Ru21 N22B -153(14) . . . . ? Ru11 O41 Ru21 N22B -169(100) . . . . ? C62 O41 Ru21 O52 168.6(3) . . . . ? Ru11 O41 Ru21 O52 153(40) . . . . ? C62 O41 Ru21 N31 -103.9(3) . . . . ? Ru11 O41 Ru21 N31 -119(40) . . . . ? C62 O41 Ru21 O42 -9.2(3) . . . . ? Ru11 O41 Ru21 O42 -25(40) . . . . ? C62 O41 Ru21 O51 75.4(3) . . . . ? Ru11 O41 Ru21 O51 60(40) . . . . ? C74 O52 Ru21 N22B 109.7(7) . . . . ? Ru11 O52 Ru21 N22B 7(5) . . . . ? C74 O52 Ru21 O41 -73.5(4) . . . . ? Ru11 O52 Ru21 O41 -176(5) . . . . ? C74 O52 Ru21 N31 -168.9(4) . . . . ? Ru11 O52 Ru21 N31 89(5) . . . . ? C74 O52 Ru21 O42 -4(6) . . . . ? Ru11 O52 Ru21 O42 -106(8) . . . . ? C74 O52 Ru21 O51 9.6(4) . . . . ? Ru11 O52 Ru21 O51 -93(5) . . . . ? C51 N31 Ru21 N22B 9.4(16) . . . . ? C55 N31 Ru21 N22B -176.2(16) . . . . ? Ru11 N31 Ru21 N22B -12(5) . . . . ? C51 N31 Ru21 O41 -166.7(2) . . . . ? C55 N31 Ru21 O41 7.8(3) . . . . ? Ru11 N31 Ru21 O41 172(5) . . . . ? C51 N31 Ru21 O52 -80.8(3) . . . . ? C55 N31 Ru21 O52 93.7(3) . . . . ? Ru11 N31 Ru21 O52 -102(5) . . . . ? C51 N31 Ru21 O42 99.8(3) . . . . ? C55 N31 Ru21 O42 -85.7(3) . . . . ? Ru11 N31 Ru21 O42 79(5) . . . . ? C51 N31 Ru21 O51 169(8) . . . . ? C55 N31 Ru21 O51 -17(8) . . . . ? Ru11 N31 Ru21 O51 148(11) . . . . ? C64 O42 Ru21 N22B -172.1(7) . . . . ? Ru11 O42 Ru21 N22B -7(5) . . . . ? C64 O42 Ru21 O41 11.0(3) . . . . ? Ru11 O42 Ru21 O41 176(5) . . . . ? C64 O42 Ru21 O52 -58(6) . . . . ? Ru11 O42 Ru21 O52 107(8) . . . . ? C64 O42 Ru21 N31 106.5(3) . . . . ? Ru11 O42 Ru21 N31 -88(5) . . . . ? C64 O42 Ru21 O51 -72.0(3) . . . . ? Ru11 O42 Ru21 O51 93(5) . . . . ? C72 O51 Ru21 N22B -102.0(17) . . . . ? Ru11 O51 Ru21 N22B 12(5) . . . . ? C72 O51 Ru21 O41 74.1(4) . . . . ? Ru11 O51 Ru21 O41 -172(5) . . . . ? C72 O51 Ru21 O52 -11.7(4) . . . . ? Ru11 O51 Ru21 O52 102(5) . . . . ? C72 O51 Ru21 N31 98(8) . . . . ? Ru11 O51 Ru21 N31 -148(11) . . . . ? C72 O51 Ru21 O42 167.7(4) . . . . ? Ru11 O51 Ru21 O42 -79(5) . . . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 27.90 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 1.693 _refine_diff_density_min -0.766 _refine_diff_density_rms 0.095 # Attachment '2H_new.cif' data_rh032 _database_code_depnum_ccdc_archive 'CCDC 748433' #TrackingRef '2H_new.cif' _audit_update_record ; 2009-10-29 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H32 N5 O5 Ru' _chemical_formula_weight 559.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pna21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 15.2304(10) _cell_length_b 11.8338(8) _cell_length_c 28.860(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5201.5(6) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5131 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 25.54 _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2312 _exptl_absorpt_coefficient_mu 0.644 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.861 _exptl_absorpt_correction_T_max 0.962 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 APEX II' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 51808 _diffrn_reflns_av_R_equivalents 0.0917 _diffrn_reflns_av_sigmaI/netI 0.1172 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -37 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 27.78 _reflns_number_total 12183 _reflns_number_gt 6593 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2008)' _computing_cell_refinement 'SAINT (Bruker, 2008)' _computing_data_reduction 'SAINT (Bruker, 2008)' _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGx (Farrugia, 1999)' _refine_special_details ; The material crystallizes with two independent molecules in the asymmetric unit. While the assigned space group is Pna21, there appears to be a local pseudo-inversion center between the two independent molecules found at x = 1/8, y = 0. All non-hydrogen atoms were refined anisotropically. Some pairs of atoms, specifically some of those related by the pseudo-inversion center, were refined with equivalent anisotropic displacement parameters. Additionally, the material crystallizes as a racemic twin, with a 0.56:0.44 twin ratio. 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^)+(0.0918P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.44(9) _refine_ls_number_reflns 12183 _refine_ls_number_parameters 540 _refine_ls_number_restraints 385 _refine_ls_R_factor_all 0.1417 _refine_ls_R_factor_gt 0.0604 _refine_ls_wR_factor_ref 0.1804 _refine_ls_wR_factor_gt 0.1457 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.961 _refine_ls_shift/su_max 0.035 _refine_ls_shift/su_mean 0.005 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4337(6) 0.4257(8) 0.3309(4) 0.023(2) Uani 1 1 d U . . C2 C 0.5295(7) 0.5860(8) 0.2877(4) 0.027(2) Uani 1 1 d U . . C3 C 0.6306(6) 0.4342(8) 0.2661(4) 0.028(2) Uani 1 1 d U . . H3 H 0.6249 0.3505 0.2627 0.033 Uiso 1 1 calc R . . C4 C 0.6673(7) 0.4784(9) 0.2202(4) 0.041(3) Uani 1 1 d U . . H4A H 0.6201 0.4818 0.1972 0.061 Uiso 1 1 calc R . . H4B H 0.7136 0.4276 0.2092 0.061 Uiso 1 1 calc R . . H4C H 0.6917 0.5542 0.2249 0.061 Uiso 1 1 calc R . . C5 C 0.6924(11) 0.4542(17) 0.3052(5) 0.053(2) Uani 1 1 d U . . H5A H 0.7083 0.5344 0.3062 0.079 Uiso 1 1 calc R . . H5B H 0.7455 0.4087 0.3007 0.079 Uiso 1 1 calc R . . H5C H 0.6642 0.4327 0.3344 0.079 Uiso 1 1 calc R . . C6 C 0.4391(11) 0.7314(8) 0.3331(6) 0.0362(15) Uani 1 1 d U . . H6 H 0.4637 0.7843 0.3095 0.043 Uiso 1 1 calc R . . C7 C 0.3461(12) 0.7524(7) 0.3362(7) 0.032(5) Uani 1 1 d U . . H7A H 0.3187 0.7377 0.3061 0.048 Uiso 1 1 calc R . . H7B H 0.3361 0.8313 0.3451 0.048 Uiso 1 1 calc R . . H7C H 0.3202 0.7024 0.3596 0.048 Uiso 1 1 calc R . . C8 C 0.4889(16) 0.7514(7) 0.3790(8) 0.044(5) Uani 1 1 d U . . H8A H 0.4730 0.6926 0.4013 0.066 Uiso 1 1 calc R . . H8B H 0.4732 0.8257 0.3915 0.066 Uiso 1 1 calc R . . H8C H 0.5523 0.7487 0.3732 0.066 Uiso 1 1 calc R . . C11 C 0.3948(7) 0.3313(9) 0.3578(4) 0.0227(11) Uani 1 1 d U . . C12 C 0.3633(9) 0.3408(11) 0.4022(5) 0.0298(13) Uani 1 1 d U . . H12 H 0.3548 0.4138 0.4151 0.036 Uiso 1 1 calc R . . C13 C 0.3430(13) 0.2427(8) 0.4295(6) 0.0281(19) Uani 1 1 d U . . H13 H 0.3246 0.2460 0.4609 0.034 Uiso 1 1 calc R . . C14 C 0.3537(9) 0.1371(11) 0.4037(5) 0.0305(14) Uani 1 1 d U . . H14 H 0.3395 0.0680 0.4186 0.037 Uiso 1 1 calc R . . C15 C 0.3829(8) 0.1336(9) 0.3594(4) 0.0282(12) Uani 1 1 d U . . H15 H 0.3882 0.0625 0.3443 0.034 Uiso 1 1 calc R . . C21 C 0.4276(7) -0.1055(8) 0.2229(4) 0.0346(13) Uani 1 1 d U . . H21A H 0.3706 -0.1238 0.2367 0.052 Uiso 1 1 calc R . . H21B H 0.4666 -0.1710 0.2254 0.052 Uiso 1 1 calc R . . H21C H 0.4196 -0.0858 0.1902 0.052 Uiso 1 1 calc R . . C22 C 0.4681(6) -0.0056(8) 0.2485(4) 0.0218(10) Uani 1 1 d U . . C23 C 0.5480(7) -0.0167(8) 0.2710(4) 0.0263(11) Uani 1 1 d U . . H23 H 0.5719 -0.0907 0.2724 0.032 Uiso 1 1 calc R . . C24 C 0.5971(7) 0.0683(9) 0.2918(4) 0.0251(11) Uani 1 1 d U . . C25 C 0.6829(9) 0.0405(14) 0.3128(5) 0.0359(15) Uani 1 1 d U . . H25A H 0.7281 0.0904 0.3000 0.054 Uiso 1 1 calc R . . H25B H 0.6978 -0.0383 0.3059 0.054 Uiso 1 1 calc R . . H25C H 0.6796 0.0510 0.3465 0.054 Uiso 1 1 calc R . . C31 C 0.5361(8) 0.3108(9) 0.1291(4) 0.036(3) Uani 1 1 d U . . H31A H 0.5845 0.3632 0.1353 0.054 Uiso 1 1 calc R . . H31B H 0.4997 0.3406 0.1039 0.054 Uiso 1 1 calc R . . H31C H 0.5598 0.2370 0.1201 0.054 Uiso 1 1 calc R . . C32 C 0.4798(7) 0.2977(9) 0.1730(4) 0.026(2) Uani 1 1 d U . . C33 C 0.3918(7) 0.3355(8) 0.1705(4) 0.029(2) Uani 1 1 d U . . H33 H 0.3739 0.3703 0.1424 0.034 Uiso 1 1 calc R . . C34 C 0.3284(6) 0.3263(7) 0.2058(4) 0.022(2) Uani 1 1 d U . . C35 C 0.2356(6) 0.3577(9) 0.1942(4) 0.033(3) Uani 1 1 d U . . H35A H 0.1983 0.2903 0.1958 0.049 Uiso 1 1 calc R . . H35B H 0.2333 0.3892 0.1628 0.049 Uiso 1 1 calc R . . H35C H 0.2144 0.4142 0.2164 0.049 Uiso 1 1 calc R . . N1 N 0.5435(6) 0.4771(6) 0.2759(4) 0.0273(10) Uani 1 1 d U . . N2 N 0.4850(5) 0.3916(7) 0.2942(3) 0.026(2) Uani 1 1 d U . . N3 N 0.4559(5) 0.6109(7) 0.3162(3) 0.030(2) Uani 1 1 d U . . N4 N 0.4204(5) 0.5293(6) 0.3451(3) 0.029(2) Uani 1 1 d U . . N11 N 0.4052(7) 0.2300(7) 0.3357(4) 0.0210(9) Uani 1 1 d U . . O1 O 0.5766(5) 0.6641(5) 0.2735(3) 0.045(2) Uani 1 1 d U . . O11 O 0.4197(4) 0.0828(5) 0.2480(3) 0.0253(16) Uani 1 1 d U . . O12 O 0.5737(4) 0.1733(5) 0.2958(3) 0.0275(16) Uani 1 1 d U . . O21 O 0.5181(10) 0.2564(5) 0.2066(5) 0.0218(7) Uani 1 1 d U . . O22 O 0.3406(4) 0.2917(7) 0.2478(3) 0.0272(16) Uani 1 1 d U . . Ru1 Ru 0.45924(10) 0.24117(7) 0.27103(2) 0.0165(4) Uani 1 1 d . . . C41 C 0.3148(6) -0.4262(7) 0.0032(4) 0.021(2) Uani 1 1 d U . . C43 C 0.1171(7) -0.4345(8) 0.0697(4) 0.032(3) Uani 1 1 d U . . H43 H 0.1231 -0.3509 0.0734 0.038 Uiso 1 1 calc R . . C44 C 0.0802(7) -0.4795(10) 0.1152(4) 0.042(3) Uani 1 1 d U . . H44A H 0.0733 -0.5617 0.1131 0.063 Uiso 1 1 calc R . . H44B H 0.0230 -0.4447 0.1212 0.063 Uiso 1 1 calc R . . H44C H 0.1206 -0.4611 0.1405 0.063 Uiso 1 1 calc R . . C45 C 0.0507(11) -0.4546(16) 0.0291(6) 0.053(2) Uani 1 1 d U . . H45A H 0.0662 -0.4059 0.0029 0.079 Uiso 1 1 calc R . . H45B H -0.0089 -0.4367 0.0395 0.079 Uiso 1 1 calc R . . H45C H 0.0533 -0.5339 0.0194 0.079 Uiso 1 1 calc R . . C46 C 0.3025(11) -0.7328(9) 0.0029(6) 0.0362(15) Uani 1 1 d U . . H46 H 0.2792 -0.7839 0.0276 0.043 Uiso 1 1 calc R . . C47 C 0.4032(17) -0.7555(10) -0.0023(9) 0.068(9) Uani 1 1 d U . . H47A H 0.4126 -0.8336 -0.0125 0.102 Uiso 1 1 calc R . . H47B H 0.4322 -0.7436 0.0276 0.102 Uiso 1 1 calc R . . H47C H 0.4279 -0.7035 -0.0253 0.102 Uiso 1 1 calc R . . C48 C 0.253(2) -0.7571(13) -0.0416(9) 0.085(9) Uani 1 1 d U . . H48A H 0.2874 -0.7321 -0.0683 0.128 Uiso 1 1 calc R . . H48B H 0.1965 -0.7165 -0.0413 0.128 Uiso 1 1 calc R . . H48C H 0.2414 -0.8385 -0.0441 0.128 Uiso 1 1 calc R . . C51 C 0.3530(7) -0.3318(9) -0.0211(4) 0.0227(11) Uani 1 1 d U . . C52 C 0.3910(9) -0.3404(11) -0.0663(5) 0.0298(13) Uani 1 1 d U . . H52 H 0.3994 -0.4108 -0.0814 0.036 Uiso 1 1 calc R . . C53 C 0.4139(14) -0.2418(7) -0.0857(6) 0.0281(19) Uani 1 1 d U . . H53 H 0.4415 -0.2450 -0.1152 0.034 Uiso 1 1 calc R . . C54 C 0.4017(9) -0.1416(11) -0.0677(5) 0.0305(14) Uani 1 1 d U . . H54 H 0.4173 -0.0749 -0.0840 0.037 Uiso 1 1 calc R . . C55 C 0.3642(8) -0.1366(9) -0.0226(5) 0.0282(12) Uani 1 1 d U . . H55 H 0.3552 -0.0657 -0.0080 0.034 Uiso 1 1 calc R . . C61 C 0.3202(7) 0.1024(8) 0.1120(4) 0.0346(13) Uani 1 1 d U . . H61A H 0.3158 0.0906 0.1455 0.052 Uiso 1 1 calc R . . H61B H 0.2884 0.1714 0.1035 0.052 Uiso 1 1 calc R . . H61C H 0.3821 0.1100 0.1032 0.052 Uiso 1 1 calc R . . C62 C 0.2810(6) 0.0039(8) 0.0873(4) 0.0218(10) Uani 1 1 d U . . C63 C 0.1988(7) 0.0147(8) 0.0650(4) 0.0263(11) Uani 1 1 d U . . H63 H 0.1730 0.0877 0.0652 0.032 Uiso 1 1 calc R . . C64 C 0.1519(7) -0.0692(9) 0.0428(4) 0.0251(11) Uani 1 1 d U . . C65 C 0.0612(10) -0.0432(14) 0.0207(5) 0.0359(15) Uani 1 1 d U . . H65A H 0.0548 -0.0864 -0.0081 0.054 Uiso 1 1 calc R . . H65B H 0.0572 0.0378 0.0138 0.054 Uiso 1 1 calc R . . H65C H 0.0145 -0.0644 0.0423 0.054 Uiso 1 1 calc R . . C71 C 0.2158(8) -0.3094(9) 0.2059(4) 0.039(3) Uani 1 1 d U . . H71A H 0.2129 -0.2348 0.2206 0.058 Uiso 1 1 calc R . . H71B H 0.2430 -0.3634 0.2273 0.058 Uiso 1 1 calc R . . H71C H 0.1564 -0.3349 0.1981 0.058 Uiso 1 1 calc R . . C72 C 0.2696(7) -0.3020(8) 0.1626(4) 0.022(2) Uani 1 1 d U . . C73 C 0.3565(7) -0.3366(8) 0.1641(4) 0.027(2) Uani 1 1 d U . . H73 H 0.3747 -0.3711 0.1922 0.033 Uiso 1 1 calc R . . C74 C 0.4201(7) -0.3275(8) 0.1302(4) 0.027(2) Uani 1 1 d U . . C75 C 0.5149(7) -0.3603(9) 0.1411(4) 0.037(3) Uani 1 1 d U . . H75A H 0.5278 -0.4342 0.1274 0.056 Uiso 1 1 calc R . . H75B H 0.5229 -0.3641 0.1748 0.056 Uiso 1 1 calc R . . H75C H 0.5547 -0.3035 0.1281 0.056 Uiso 1 1 calc R . . N21 N 0.2053(6) -0.4784(6) 0.0586(4) 0.0273(10) Uani 1 1 d U . . N22 N 0.2650(5) -0.3939(6) 0.0413(3) 0.0195(18) Uani 1 1 d U . . N23 N 0.2913(6) -0.6118(6) 0.0190(3) 0.028(2) Uani 1 1 d U . . N24 N 0.3277(6) -0.5301(7) -0.0102(3) 0.031(2) Uani 1 1 d U . . N31 N 0.3419(7) -0.2311(7) -0.0012(4) 0.0210(9) Uani 1 1 d U . . O41 O 0.3298(4) -0.0856(5) 0.0871(3) 0.0276(16) Uani 1 1 d U . . O42 O 0.1757(4) -0.1738(5) 0.0389(3) 0.0253(15) Uani 1 1 d U . . O51 O 0.2299(10) -0.2574(5) 0.1269(5) 0.0218(7) Uani 1 1 d U . . O52 O 0.4076(5) -0.2936(7) 0.0879(3) 0.0270(16) Uani 1 1 d U . . Ru11 Ru 0.28940(10) -0.24272(7) 0.06433(3) 0.0174(4) Uani 1 1 d . . . C42 C 0.2199(7) -0.5910(8) 0.0476(4) 0.030(2) Uani 1 1 d U . . O31 O 0.1711(5) -0.6675(6) 0.0616(3) 0.048(2) Uani 1 1 d U . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.021(6) 0.029(5) 0.020(5) 0.001(4) 0.003(4) 0.006(5) C2 0.028(6) 0.016(5) 0.037(6) 0.007(4) 0.006(5) 0.000(4) C3 0.018(6) 0.031(5) 0.034(6) 0.000(5) 0.000(5) 0.001(4) C4 0.039(7) 0.026(6) 0.057(8) 0.009(5) 0.021(6) 0.007(5) C5 0.028(4) 0.081(5) 0.050(4) 0.007(4) -0.021(3) -0.001(4) C6 0.046(4) 0.028(3) 0.035(3) -0.004(2) 0.005(3) 0.004(3) C7 0.029(8) 0.031(12) 0.036(10) -0.001(4) -0.009(8) 0.012(4) C8 0.054(10) 0.021(7) 0.057(12) -0.018(5) -0.029(9) 0.005(4) C11 0.011(3) 0.035(3) 0.022(3) 0.005(2) -0.003(2) -0.006(2) C12 0.023(3) 0.040(3) 0.027(3) -0.001(2) 0.002(2) 0.000(3) C13 0.022(3) 0.055(3) 0.007(5) 0.007(3) 0.001(3) -0.007(3) C14 0.026(3) 0.040(3) 0.026(3) 0.011(2) 0.004(2) -0.007(3) C15 0.024(3) 0.032(3) 0.028(3) 0.007(2) -0.005(2) -0.005(2) C21 0.042(3) 0.026(3) 0.036(3) -0.005(2) 0.001(3) -0.002(2) C22 0.024(3) 0.020(2) 0.021(2) -0.0001(18) 0.008(2) -0.004(2) C23 0.019(3) 0.030(3) 0.030(3) 0.001(3) 0.001(2) 0.004(2) C24 0.019(3) 0.029(3) 0.028(3) 0.005(2) 0.005(2) 0.005(2) C25 0.021(3) 0.048(4) 0.039(3) 0.003(3) -0.002(3) 0.007(3) C31 0.038(7) 0.047(7) 0.022(6) -0.002(5) 0.011(5) -0.009(6) C32 0.024(6) 0.037(6) 0.018(6) -0.011(5) 0.003(5) 0.008(5) C33 0.040(7) 0.024(5) 0.022(6) 0.000(4) 0.004(5) 0.006(5) C34 0.026(6) 0.016(5) 0.025(6) -0.008(4) 0.000(5) -0.002(4) C35 0.024(6) 0.036(6) 0.038(6) -0.005(5) -0.011(5) 0.007(5) N1 0.026(2) 0.021(2) 0.034(2) -0.008(2) 0.011(2) -0.0042(18) N2 0.025(5) 0.024(5) 0.029(5) 0.004(4) 0.004(4) -0.003(4) N3 0.035(6) 0.029(5) 0.026(5) 0.003(4) 0.004(4) -0.002(4) N4 0.032(5) 0.024(5) 0.030(5) -0.004(4) 0.006(4) 0.008(4) N11 0.0108(18) 0.031(3) 0.0215(18) -0.0017(17) -0.0021(14) -0.0030(17) O1 0.053(5) 0.022(4) 0.061(5) -0.005(4) 0.023(5) -0.008(3) O11 0.025(4) 0.018(4) 0.033(4) -0.003(3) 0.001(3) 0.001(3) O12 0.029(4) 0.023(4) 0.030(4) -0.003(3) 0.002(3) 0.006(3) O21 0.0167(16) 0.0294(17) 0.0194(16) -0.0025(18) 0.0019(12) 0.0003(17) O22 0.015(4) 0.042(4) 0.025(4) 0.002(4) 0.001(3) 0.000(4) Ru1 0.0124(8) 0.0199(7) 0.0173(9) -0.0002(7) 0.0003(7) -0.0004(3) C41 0.029(6) 0.011(4) 0.022(5) -0.005(4) -0.008(5) 0.005(4) C43 0.023(6) 0.027(5) 0.044(7) 0.000(5) 0.003(5) 0.004(4) C44 0.037(7) 0.045(7) 0.045(7) 0.013(5) 0.014(6) -0.005(6) C45 0.028(4) 0.081(5) 0.050(4) 0.007(4) -0.021(3) -0.001(4) C46 0.046(4) 0.028(3) 0.035(3) -0.004(2) 0.005(3) 0.004(3) C47 0.101(18) 0.038(15) 0.064(15) 0.006(6) 0.048(12) 0.028(7) C48 0.096(19) 0.114(18) 0.046(13) -0.038(8) 0.011(12) 0.007(10) C51 0.011(3) 0.035(3) 0.022(3) 0.005(2) -0.003(2) -0.006(2) C52 0.023(3) 0.040(3) 0.027(3) -0.001(2) 0.002(2) 0.000(3) C53 0.022(3) 0.055(3) 0.007(5) 0.007(3) 0.001(3) -0.007(3) C54 0.026(3) 0.040(3) 0.026(3) 0.011(2) 0.004(2) -0.007(3) C55 0.024(3) 0.032(3) 0.028(3) 0.007(2) -0.005(2) -0.005(2) C61 0.042(3) 0.026(3) 0.036(3) -0.005(2) 0.001(3) -0.002(2) C62 0.024(3) 0.020(2) 0.021(2) -0.0001(18) 0.008(2) -0.004(2) C63 0.019(3) 0.030(3) 0.030(3) 0.001(3) 0.001(2) 0.004(2) C64 0.019(3) 0.029(3) 0.028(3) 0.005(2) 0.005(2) 0.005(2) C65 0.021(3) 0.048(4) 0.039(3) 0.003(3) -0.002(3) 0.007(3) C71 0.039(7) 0.049(7) 0.029(6) -0.005(5) 0.005(6) 0.004(6) C72 0.021(6) 0.021(6) 0.023(6) -0.004(4) 0.006(5) -0.009(4) C73 0.024(6) 0.038(6) 0.021(5) 0.003(5) -0.004(5) -0.001(5) C74 0.025(6) 0.022(5) 0.033(6) 0.006(5) -0.007(5) 0.005(4) C75 0.030(7) 0.043(6) 0.039(6) 0.003(5) -0.012(6) 0.006(5) N21 0.026(2) 0.021(2) 0.034(2) -0.008(2) 0.011(2) -0.0042(18) N22 0.014(4) 0.026(5) 0.018(4) 0.001(3) 0.000(4) 0.001(4) N23 0.039(6) 0.011(4) 0.033(5) -0.004(4) 0.007(4) 0.003(4) N24 0.031(6) 0.038(5) 0.023(5) 0.005(4) 0.003(4) 0.000(4) N31 0.0108(18) 0.031(3) 0.0215(18) -0.0017(17) -0.0021(14) -0.0030(17) O41 0.024(4) 0.027(4) 0.031(4) -0.002(3) -0.003(3) -0.005(3) O42 0.017(4) 0.033(4) 0.026(4) -0.001(3) -0.003(3) 0.001(3) O51 0.0167(16) 0.0294(17) 0.0194(16) -0.0025(18) 0.0019(12) 0.0003(17) O52 0.023(5) 0.033(4) 0.025(4) 0.004(4) -0.006(3) 0.001(4) Ru11 0.0120(8) 0.0220(7) 0.0181(9) 0.0003(6) -0.0006(7) -0.0008(3) C42 0.033(7) 0.026(5) 0.029(6) -0.003(4) 0.001(5) -0.004(5) O31 0.048(5) 0.035(4) 0.063(5) 0.004(4) 0.023(5) -0.013(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N4 1.308(12) . ? C1 N2 1.377(11) . ? C1 C11 1.485(14) . ? C2 O1 1.241(11) . ? C2 N1 1.351(12) . ? C2 N3 1.420(12) . ? C3 N1 1.448(13) . ? C3 C5 1.488(19) . ? C3 C4 1.530(14) . ? C3 H3 1.0000 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.44(2) . ? C6 N3 1.528(12) . ? C6 C8 1.54(3) . ? C6 H6 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C11 N11 1.368(13) . ? C11 C12 1.372(17) . ? C12 C13 1.437(19) . ? C12 H12 0.9500 . ? C13 C14 1.464(19) . ? C13 H13 0.9500 . ? C14 C15 1.353(18) . ? C14 H14 0.9500 . ? C15 N11 1.373(13) . ? C15 H15 0.9500 . ? C21 C22 1.524(13) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 O11 1.279(11) . ? C22 C23 1.386(14) . ? C23 C24 1.390(15) . ? C23 H23 0.9500 . ? C24 O12 1.297(11) . ? C24 C25 1.477(18) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C31 C32 1.539(13) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 O21 1.233(16) . ? C32 C33 1.414(13) . ? C33 C34 1.407(13) . ? C33 H33 0.9500 . ? C34 O22 1.293(11) . ? C34 C35 1.499(13) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? N1 N2 1.448(11) . ? N2 Ru1 1.941(8) . ? N3 N4 1.387(11) . ? N11 Ru1 2.043(12) . ? O11 Ru1 2.078(6) . ? O12 Ru1 2.049(7) . ? O21 Ru1 2.072(15) . ? O22 Ru1 2.018(7) . ? C41 N24 1.303(11) . ? C41 N22 1.391(12) . ? C41 C51 1.441(14) . ? C43 N21 1.476(13) . ? C43 C44 1.522(14) . ? C43 C45 1.567(19) . ? C43 H43 1.0000 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 C48 1.52(3) . ? C46 N23 1.516(12) . ? C46 C47 1.56(3) . ? C46 H46 1.0000 . ? C47 H47A 0.9800 . ? C47 H47B 0.9800 . ? C47 H47C 0.9800 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C51 N31 1.334(13) . ? C51 C52 1.429(17) . ? C52 C53 1.341(18) . ? C52 H52 0.9500 . ? C53 C54 1.307(18) . ? C53 H53 0.9500 . ? C54 C55 1.421(18) . ? C54 H54 0.9500 . ? C55 N31 1.322(13) . ? C55 H55 0.9500 . ? C61 C62 1.491(13) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C62 O41 1.294(11) . ? C62 C63 1.414(14) . ? C63 C64 1.380(15) . ? C63 H63 0.9500 . ? C64 O42 1.294(11) . ? C64 C65 1.552(18) . ? C65 H65A 0.9800 . ? C65 H65B 0.9800 . ? C65 H65C 0.9800 . ? C71 C72 1.497(13) . ? C71 H71A 0.9800 . ? C71 H71B 0.9800 . ? C71 H71C 0.9800 . ? C72 O51 1.307(16) . ? C72 C73 1.385(13) . ? C73 C74 1.380(13) . ? C73 H73 0.9500 . ? C74 O52 1.301(11) . ? C74 C75 1.527(13) . ? C75 H75A 0.9800 . ? C75 H75B 0.9800 . ? C75 H75C 0.9800 . ? N21 C42 1.387(12) . ? N21 N22 1.441(11) . ? N22 Ru11 1.944(8) . ? N23 C42 1.388(12) . ? N23 N24 1.397(11) . ? N31 Ru11 2.057(12) . ? O41 Ru11 2.066(6) . ? O42 Ru11 2.051(7) . ? O51 Ru11 2.028(15) . ? O52 Ru11 2.016(7) . ? C42 O31 1.238(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 N4 C1 N2 127.3(9) . . ? N4 C1 C11 118.5(9) . . ? N2 C1 C11 114.1(9) . . ? O1 C2 N1 122.4(10) . . ? O1 C2 N3 119.5(9) . . ? N1 C2 N3 118.0(9) . . ? N1 C3 C5 112.1(10) . . ? N1 C3 C4 112.6(9) . . ? C5 C3 C4 111.8(10) . . ? N1 C3 H3 106.6 . . ? C5 C3 H3 106.6 . . ? C4 C3 H3 106.6 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 N3 110.3(10) . . ? C7 C6 C8 113.8(15) . . ? N3 C6 C8 109.5(11) . . ? C7 C6 H6 107.6 . . ? N3 C6 H6 107.7 . . ? C8 C6 H6 107.7 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N11 C11 C12 123.2(10) . . ? N11 C11 C1 111.6(10) . . ? C12 C11 C1 124.5(11) . . ? C11 C12 C13 121.4(12) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? C12 C13 C14 112.7(14) . . ? C12 C13 H13 123.6 . . ? C14 C13 H13 123.6 . . ? C15 C14 C13 122.9(11) . . ? C15 C14 H14 118.5 . . ? C13 C14 H14 118.5 . . ? C14 C15 N11 121.8(11) . . ? C14 C15 H15 119.1 . . ? N11 C15 H15 119.1 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O11 C22 C23 126.1(9) . . ? O11 C22 C21 113.3(9) . . ? C23 C22 C21 120.6(9) . . ? C22 C23 C24 127.3(10) . . ? C22 C23 H23 116.3 . . ? C24 C23 H23 116.3 . . ? O12 C24 C23 125.7(10) . . ? O12 C24 C25 114.8(11) . . ? C23 C24 C25 119.5(11) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C32 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O21 C32 C33 127.9(11) . . ? O21 C32 C31 115.1(11) . . ? C33 C32 C31 117.0(9) . . ? C34 C33 C32 126.1(9) . . ? C34 C33 H33 117.0 . . ? C32 C33 H33 117.0 . . ? O22 C34 C33 127.1(9) . . ? O22 C34 C35 115.1(9) . . ? C33 C34 C35 117.8(9) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C2 N1 C3 121.9(8) . . ? C2 N1 N2 118.5(9) . . ? C3 N1 N2 113.0(7) . . ? C1 N2 N1 115.1(8) . . ? C1 N2 Ru1 114.8(6) . . ? N1 N2 Ru1 129.8(6) . . ? N4 N3 C2 120.8(8) . . ? N4 N3 C6 113.1(9) . . ? C2 N3 C6 120.8(9) . . ? C1 N4 N3 113.7(8) . . ? C11 N11 C15 117.8(11) . . ? C11 N11 Ru1 114.6(8) . . ? C15 N11 Ru1 127.5(7) . . ? C22 O11 Ru1 124.5(6) . . ? C24 O12 Ru1 125.3(7) . . ? C32 O21 Ru1 122.3(10) . . ? C34 O22 Ru1 122.3(6) . . ? N2 Ru1 O22 91.4(3) . . ? N2 Ru1 N11 80.0(4) . . ? O22 Ru1 N11 87.8(4) . . ? N2 Ru1 O12 93.9(3) . . ? O22 Ru1 O12 173.9(3) . . ? N11 Ru1 O12 89.9(4) . . ? N2 Ru1 O21 98.1(3) . . ? O22 Ru1 O21 93.6(5) . . ? N11 Ru1 O21 177.7(4) . . ? O12 Ru1 O21 88.8(5) . . ? N2 Ru1 O11 174.7(3) . . ? O22 Ru1 O11 84.3(3) . . ? N11 Ru1 O11 96.7(3) . . ? O12 Ru1 O11 90.3(2) . . ? O21 Ru1 O11 85.3(3) . . ? N24 C41 N22 125.1(9) . . ? N24 C41 C51 121.8(9) . . ? N22 C41 C51 113.1(8) . . ? N21 C43 C44 113.6(9) . . ? N21 C43 C45 111.7(9) . . ? C44 C43 C45 110.7(9) . . ? N21 C43 H43 106.8 . . ? C44 C43 H43 106.8 . . ? C45 C43 H43 106.8 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C43 C45 H45A 109.5 . . ? C43 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C43 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C48 C46 N23 112.5(12) . . ? C48 C46 C47 112.2(17) . . ? N23 C46 C47 107.5(11) . . ? C48 C46 H46 108.2 . . ? N23 C46 H46 108.2 . . ? C47 C46 H46 108.2 . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.4 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C46 C48 H48A 109.5 . . ? C46 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C46 C48 H48C 109.4 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? N31 C51 C52 120.5(10) . . ? N31 C51 C41 115.6(11) . . ? C52 C51 C41 123.5(11) . . ? C53 C52 C51 115.1(12) . . ? C53 C52 H52 122.4 . . ? C51 C52 H52 122.5 . . ? C54 C53 C52 125.9(17) . . ? C54 C53 H53 117.0 . . ? C52 C53 H53 117.0 . . ? C53 C54 C55 117.2(12) . . ? C53 C54 H54 121.4 . . ? C55 C54 H54 121.4 . . ? N31 C55 C54 119.8(11) . . ? N31 C55 H55 120.1 . . ? C54 C55 H55 120.1 . . ? C62 C61 H61A 109.5 . . ? C62 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C62 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? O41 C62 C63 125.5(9) . . ? O41 C62 C61 114.3(9) . . ? C63 C62 C61 120.1(9) . . ? C64 C63 C62 127.2(10) . . ? C64 C63 H63 116.4 . . ? C62 C63 H63 116.4 . . ? O42 C64 C63 125.7(10) . . ? O42 C64 C65 113.8(10) . . ? C63 C64 C65 120.5(11) . . ? C64 C65 H65A 109.5 . . ? C64 C65 H65B 109.5 . . ? H65A C65 H65B 109.5 . . ? C64 C65 H65C 109.5 . . ? H65A C65 H65C 109.5 . . ? H65B C65 H65C 109.5 . . ? C72 C71 H71A 109.5 . . ? C72 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C72 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? O51 C72 C73 125.9(10) . . ? O51 C72 C71 115.3(11) . . ? C73 C72 C71 118.6(10) . . ? C74 C73 C72 128.7(9) . . ? C74 C73 H73 115.7 . . ? C72 C73 H73 115.7 . . ? O52 C74 C73 126.0(9) . . ? O52 C74 C75 114.2(9) . . ? C73 C74 C75 119.9(9) . . ? C74 C75 H75A 109.5 . . ? C74 C75 H75B 109.5 . . ? H75A C75 H75B 109.5 . . ? C74 C75 H75C 109.5 . . ? H75A C75 H75C 109.5 . . ? H75B C75 H75C 109.5 . . ? C42 N21 N22 119.1(8) . . ? C42 N21 C43 122.3(8) . . ? N22 N21 C43 113.9(7) . . ? C41 N22 N21 115.3(7) . . ? C41 N22 Ru11 114.7(6) . . ? N21 N22 Ru11 129.9(6) . . ? C42 N23 N24 123.2(8) . . ? C42 N23 C46 116.0(9) . . ? N24 N23 C46 115.1(9) . . ? C41 N24 N23 114.5(8) . . ? C55 N31 C51 121.4(12) . . ? C55 N31 Ru11 125.9(8) . . ? C51 N31 Ru11 112.7(8) . . ? C62 O41 Ru11 124.5(6) . . ? C64 O42 Ru11 125.8(6) . . ? C72 O51 Ru11 122.0(10) . . ? C74 O52 Ru11 122.6(7) . . ? N22 Ru11 O52 90.6(3) . . ? N22 Ru11 O51 98.0(3) . . ? O52 Ru11 O51 94.2(5) . . ? N22 Ru11 O42 94.7(3) . . ? O52 Ru11 O42 173.6(3) . . ? O51 Ru11 O42 88.6(5) . . ? N22 Ru11 N31 79.8(4) . . ? O52 Ru11 N31 89.0(4) . . ? O51 Ru11 N31 176.1(5) . . ? O42 Ru11 N31 88.4(4) . . ? N22 Ru11 O41 173.6(3) . . ? O52 Ru11 O41 84.0(3) . . ? O51 Ru11 O41 85.8(3) . . ? O42 Ru11 O41 90.5(3) . . ? N31 Ru11 O41 96.7(3) . . ? O31 C42 N21 122.2(10) . . ? O31 C42 N23 122.2(9) . . ? N21 C42 N23 115.6(9) . . ? 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 N4 C1 C11 N11 172.5(9) . . . . ? N2 C1 C11 N11 -10.9(13) . . . . ? N4 C1 C11 C12 -16.1(16) . . . . ? N2 C1 C11 C12 160.5(11) . . . . ? N11 C11 C12 C13 3(2) . . . . ? C1 C11 C12 C13 -167.3(13) . . . . ? C11 C12 C13 C14 -4(2) . . . . ? C12 C13 C14 C15 2(2) . . . . ? C13 C14 C15 N11 0(2) . . . . ? O11 C22 C23 C24 -9.6(19) . . . . ? C21 C22 C23 C24 173.3(10) . . . . ? C22 C23 C24 O12 3.9(19) . . . . ? C22 C23 C24 C25 -177.8(11) . . . . ? O21 C32 C33 C34 -4.5(18) . . . . ? C31 C32 C33 C34 176.7(9) . . . . ? C32 C33 C34 O22 6.9(17) . . . . ? C32 C33 C34 C35 -172.1(9) . . . . ? O1 C2 N1 C3 30.6(16) . . . . ? N3 C2 N1 C3 -151.7(9) . . . . ? O1 C2 N1 N2 -179.9(9) . . . . ? N3 C2 N1 N2 -2.2(14) . . . . ? C5 C3 N1 C2 55.8(15) . . . . ? C4 C3 N1 C2 -71.2(13) . . . . ? C5 C3 N1 N2 -95.2(12) . . . . ? C4 C3 N1 N2 137.8(9) . . . . ? N4 C1 N2 N1 13.5(14) . . . . ? C11 C1 N2 N1 -162.7(9) . . . . ? N4 C1 N2 Ru1 -160.6(8) . . . . ? C11 C1 N2 Ru1 23.2(11) . . . . ? C2 N1 N2 C1 -15.3(14) . . . . ? C3 N1 N2 C1 136.7(9) . . . . ? C2 N1 N2 Ru1 157.7(7) . . . . ? C3 N1 N2 Ru1 -50.3(12) . . . . ? O1 C2 N3 N4 -157.9(10) . . . . ? N1 C2 N3 N4 24.3(14) . . . . ? O1 C2 N3 C6 -5.6(15) . . . . ? N1 C2 N3 C6 176.6(11) . . . . ? C7 C6 N3 N4 -59.6(15) . . . . ? C8 C6 N3 N4 66.4(16) . . . . ? C7 C6 N3 C2 146.2(12) . . . . ? C8 C6 N3 C2 -87.8(16) . . . . ? N2 C1 N4 N3 6.9(14) . . . . ? C11 C1 N4 N3 -177.0(8) . . . . ? C2 N3 N4 C1 -26.2(13) . . . . ? C6 N3 N4 C1 179.5(10) . . . . ? C12 C11 N11 C15 -0.1(18) . . . . ? C1 C11 N11 C15 171.4(9) . . . . ? C12 C11 N11 Ru1 -177.0(10) . . . . ? C1 C11 N11 Ru1 -5.5(11) . . . . ? C14 C15 N11 C11 -1.7(18) . . . . ? C14 C15 N11 Ru1 174.8(10) . . . . ? C23 C22 O11 Ru1 11.6(14) . . . . ? C21 C22 O11 Ru1 -171.2(6) . . . . ? C23 C24 O12 Ru1 -1.5(14) . . . . ? C25 C24 O12 Ru1 -179.8(8) . . . . ? C33 C32 O21 Ru1 -3.5(16) . . . . ? C31 C32 O21 Ru1 175.4(7) . . . . ? C33 C34 O22 Ru1 -0.5(14) . . . . ? C35 C34 O22 Ru1 178.5(6) . . . . ? C1 N2 Ru1 O22 67.4(7) . . . . ? N1 N2 Ru1 O22 -105.6(8) . . . . ? C1 N2 Ru1 N11 -20.2(7) . . . . ? N1 N2 Ru1 N11 166.8(9) . . . . ? C1 N2 Ru1 O12 -109.4(7) . . . . ? N1 N2 Ru1 O12 77.6(9) . . . . ? C1 N2 Ru1 O21 161.2(7) . . . . ? N1 N2 Ru1 O21 -11.8(10) . . . . ? C1 N2 Ru1 O11 32(5) . . . . ? N1 N2 Ru1 O11 -141(4) . . . . ? C34 O22 Ru1 N2 93.3(8) . . . . ? C34 O22 Ru1 N11 173.3(8) . . . . ? C34 O22 Ru1 O12 -118(4) . . . . ? C34 O22 Ru1 O21 -4.9(8) . . . . ? C34 O22 Ru1 O11 -89.8(8) . . . . ? C11 N11 Ru1 N2 14.0(8) . . . . ? C15 N11 Ru1 N2 -162.6(10) . . . . ? C11 N11 Ru1 O22 -77.8(8) . . . . ? C15 N11 Ru1 O22 105.6(10) . . . . ? C11 N11 Ru1 O12 107.9(8) . . . . ? C15 N11 Ru1 O12 -68.7(10) . . . . ? C11 N11 Ru1 O21 51(9) . . . . ? C15 N11 Ru1 O21 -125(9) . . . . ? C11 N11 Ru1 O11 -161.8(7) . . . . ? C15 N11 Ru1 O11 21.6(10) . . . . ? C24 O12 Ru1 N2 179.2(8) . . . . ? C24 O12 Ru1 O22 31(4) . . . . ? C24 O12 Ru1 N11 99.2(8) . . . . ? C24 O12 Ru1 O21 -82.7(8) . . . . ? C24 O12 Ru1 O11 2.5(8) . . . . ? C32 O21 Ru1 N2 -85.1(9) . . . . ? C32 O21 Ru1 O22 6.8(9) . . . . ? C32 O21 Ru1 N11 -122(9) . . . . ? C32 O21 Ru1 O12 -178.8(9) . . . . ? C32 O21 Ru1 O11 90.9(9) . . . . ? C22 O11 Ru1 N2 -149(4) . . . . ? C22 O11 Ru1 O22 175.6(7) . . . . ? C22 O11 Ru1 N11 -97.2(8) . . . . ? C22 O11 Ru1 O12 -7.3(8) . . . . ? C22 O11 Ru1 O21 81.5(8) . . . . ? N24 C41 C51 N31 -173.6(9) . . . . ? N22 C41 C51 N31 6.1(13) . . . . ? N24 C41 C51 C52 13.9(16) . . . . ? N22 C41 C51 C52 -166.4(10) . . . . ? N31 C51 C52 C53 0.4(18) . . . . ? C41 C51 C52 C53 172.5(13) . . . . ? C51 C52 C53 C54 -2(3) . . . . ? C52 C53 C54 C55 3(3) . . . . ? C53 C54 C55 N31 -1(2) . . . . ? O41 C62 C63 C64 6.4(19) . . . . ? C61 C62 C63 C64 -176.4(10) . . . . ? C62 C63 C64 O42 0.3(19) . . . . ? C62 C63 C64 C65 178.9(11) . . . . ? O51 C72 C73 C74 3.2(17) . . . . ? C71 C72 C73 C74 -173.2(10) . . . . ? C72 C73 C74 O52 -7.2(18) . . . . ? C72 C73 C74 C75 173.6(10) . . . . ? C44 C43 N21 C42 67.7(13) . . . . ? C45 C43 N21 C42 -58.5(14) . . . . ? C44 C43 N21 N22 -136.8(9) . . . . ? C45 C43 N21 N22 97.0(11) . . . . ? N24 C41 N22 N21 -17.8(13) . . . . ? C51 C41 N22 N21 162.5(8) . . . . ? N24 C41 N22 Ru11 160.3(8) . . . . ? C51 C41 N22 Ru11 -19.3(10) . . . . ? C42 N21 N22 C41 20.5(13) . . . . ? C43 N21 N22 C41 -135.9(8) . . . . ? C42 N21 N22 Ru11 -157.3(7) . . . . ? C43 N21 N22 Ru11 46.3(12) . . . . ? C48 C46 N23 C42 88.4(17) . . . . ? C47 C46 N23 C42 -147.6(13) . . . . ? C48 C46 N23 N24 -65.8(18) . . . . ? C47 C46 N23 N24 58.2(16) . . . . ? N22 C41 N24 N23 -4.0(14) . . . . ? C51 C41 N24 N23 175.6(9) . . . . ? C42 N23 N24 C41 25.5(14) . . . . ? C46 N23 N24 C41 177.6(10) . . . . ? C54 C55 N31 C51 -0.7(19) . . . . ? C54 C55 N31 Ru11 178.6(9) . . . . ? C52 C51 N31 C55 1.1(18) . . . . ? C41 C51 N31 C55 -171.6(10) . . . . ? C52 C51 N31 Ru11 -178.3(9) . . . . ? C41 C51 N31 Ru11 9.0(12) . . . . ? C63 C62 O41 Ru11 -11.7(14) . . . . ? C61 C62 O41 Ru11 171.0(6) . . . . ? C63 C64 O42 Ru11 -0.1(15) . . . . ? C65 C64 O42 Ru11 -178.9(7) . . . . ? C73 C72 O51 Ru11 4.9(13) . . . . ? C71 C72 O51 Ru11 -178.5(7) . . . . ? C73 C74 O52 Ru11 1.8(14) . . . . ? C75 C74 O52 Ru11 -178.9(6) . . . . ? C41 N22 Ru11 O52 -70.2(7) . . . . ? N21 N22 Ru11 O52 107.7(8) . . . . ? C41 N22 Ru11 O51 -164.6(7) . . . . ? N21 N22 Ru11 O51 13.3(9) . . . . ? C41 N22 Ru11 O42 106.2(6) . . . . ? N21 N22 Ru11 O42 -75.9(8) . . . . ? C41 N22 Ru11 N31 18.7(7) . . . . ? N21 N22 Ru11 N31 -163.5(9) . . . . ? C41 N22 Ru11 O41 -38(4) . . . . ? N21 N22 Ru11 O41 140(4) . . . . ? C74 O52 Ru11 N22 -94.0(8) . . . . ? C74 O52 Ru11 O51 4.1(8) . . . . ? C74 O52 Ru11 O42 120(4) . . . . ? C74 O52 Ru11 N31 -173.8(8) . . . . ? C74 O52 Ru11 O41 89.4(8) . . . . ? C72 O51 Ru11 N22 84.1(8) . . . . ? C72 O51 Ru11 O52 -7.2(8) . . . . ? C72 O51 Ru11 O42 178.6(7) . . . . ? C72 O51 Ru11 N31 139(5) . . . . ? C72 O51 Ru11 O41 -90.9(8) . . . . ? C64 O42 Ru11 N22 -179.6(8) . . . . ? C64 O42 Ru11 O52 -34(4) . . . . ? C64 O42 Ru11 O51 82.4(8) . . . . ? C64 O42 Ru11 N31 -100.0(8) . . . . ? C64 O42 Ru11 O41 -3.4(8) . . . . ? C55 N31 Ru11 N22 165.5(11) . . . . ? C51 N31 Ru11 N22 -15.1(7) . . . . ? C55 N31 Ru11 O52 -103.6(10) . . . . ? C51 N31 Ru11 O52 75.7(8) . . . . ? C55 N31 Ru11 O51 110(4) . . . . ? C51 N31 Ru11 O51 -71(5) . . . . ? C55 N31 Ru11 O42 70.5(10) . . . . ? C51 N31 Ru11 O42 -110.2(8) . . . . ? C55 N31 Ru11 O41 -19.8(10) . . . . ? C51 N31 Ru11 O41 159.5(7) . . . . ? C62 O41 Ru11 N22 153(4) . . . . ? C62 O41 Ru11 O52 -174.3(7) . . . . ? C62 O41 Ru11 O51 -79.5(8) . . . . ? C62 O41 Ru11 O42 9.0(8) . . . . ? C62 O41 Ru11 N31 97.5(8) . . . . ? N22 N21 C42 O31 179.7(10) . . . . ? C43 N21 C42 O31 -26.0(16) . . . . ? N22 N21 C42 N23 -2.0(13) . . . . ? C43 N21 C42 N23 152.3(10) . . . . ? N24 N23 C42 O31 156.2(10) . . . . ? C46 N23 C42 O31 4.3(16) . . . . ? N24 N23 C42 N21 -22.1(14) . . . . ? C46 N23 C42 N21 -174.0(10) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.78 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.628 _refine_diff_density_min -0.606 _refine_diff_density_rms 0.147