Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_ijm325m _database_code_CSD 167600 _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Deeth, Robert J.' 'Gillespie, Kevin M.' 'Munslow, Ian J.' 'Scott, Peter' _publ_contact_author_name 'Dr Peter Scott' _publ_contact_author_address ; Department of Chemistry University of Warwick Coventry CV4 7AL UNITED KINGDOM ; _publ_contact_author_email 'PETER.SCOTT@WARWICK.AC.UK' _publ_section_title ; Bidentate carbenoid ester coordination in ruthenium(II) Schiff-base complexes leading to excellent levels of diastereo- and enantioselectivity in catalytic alkene cyclopropanation ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H46 N6 O2 Ru' _chemical_formula_weight 767.92 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.9399(11) _cell_length_b 9.4783(5) _cell_length_c 23.2630(14) _cell_angle_alpha 90.00 _cell_angle_beta 103.4980(10) _cell_angle_gamma 90.00 _cell_volume 3846.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 5533 _cell_measurement_theta_min 1.80 _cell_measurement_theta_max 28.98 _exptl_crystal_description Needles _exptl_crystal_colour Dark Red _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.326 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1600 _exptl_absorpt_coefficient_mu 0.451 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.831979 _exptl_absorpt_correction_T_max 0.927994 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; The temperature of the crystal was controlled using the Oxford Cryosystem Cryostream Cooler (Cosier & Glazer, 1986). The data collection nominally covered over a hemisphere of reciprocal space, by a combination of three sets of exposures with different \f angles for the crystal; each 10 s exposure covered 0.3\% in \w. The crystal-to-detector distance was 5.0 cm. Coverage of the unique set is over 97% complete to at least 26\% in \q. Crystal decay was found to be negligible by by repeating the initial frames at t data collection and analyzing the duplicate reflections. Two molecules of acetonitrile were detected in the lattice.Hydrogen atoms were added at calculated positions and refined using a riding model. Anisotropic displacement parameters were used for all non-H atoms H-atoms were given isotropic displacement parameter equal to 1.2 (or 1.5 for met atoms) times the equivalent isotropic displacement parameter of the atom to which they are attached. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% nil _diffrn_reflns_number 23859 _diffrn_reflns_av_R_equivalents 0.0784 _diffrn_reflns_av_sigmaI/netI 0.1242 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 28.98 _reflns_number_total 9342 _reflns_number_gt 5441 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0381P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9342 _refine_ls_number_parameters 470 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1254 _refine_ls_R_factor_gt 0.0514 _refine_ls_wR_factor_ref 0.1029 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 0.991 _refine_ls_restrained_S_all 0.991 _refine_ls_shift/su_max 0.033 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.739954(16) 0.90415(3) 0.582439(12) 0.01886(8) Uani 1 1 d . . . O1 O 0.72331(12) 1.0006(2) 0.65760(9) 0.0223(5) Uani 1 1 d . . . O2 O 0.82667(12) 0.7871(2) 0.63270(9) 0.0223(5) Uani 1 1 d . . . N1 N 0.66530(15) 0.7460(3) 0.58970(11) 0.0192(6) Uani 1 1 d . . . N2 N 0.76140(15) 0.8204(3) 0.50846(12) 0.0204(6) Uani 1 1 d . . . N3 N 0.65151(16) 1.0199(3) 0.53838(12) 0.0236(7) Uani 1 1 d . . . N4 N 0.81736(15) 1.0613(3) 0.57980(12) 0.0217(7) Uani 1 1 d . . . N5 N 0.8351(3) 1.1640(5) 0.4301(2) 0.0743(14) Uani 1 1 d . . . N6 N 0.8813(2) 0.7154(4) 0.36795(16) 0.0547(10) Uani 1 1 d . . . C1 C 0.6849(2) 0.4456(4) 0.41538(16) 0.0428(11) Uani 1 1 d . . . H1A H 0.7088 0.3548 0.4104 0.064 Uiso 1 1 calc R . . H1B H 0.7144 0.5220 0.4030 0.064 Uiso 1 1 calc R . . H1C H 0.6323 0.4471 0.3911 0.064 Uiso 1 1 calc R . . C2 C 0.6837(2) 0.4653(4) 0.47959(16) 0.0275(9) Uani 1 1 d . . . C3 C 0.7053(2) 0.3525(4) 0.51801(16) 0.0277(9) Uani 1 1 d . . . H3A H 0.7185 0.2650 0.5031 0.033 Uiso 1 1 calc R . . C4 C 0.7079(2) 0.3656(4) 0.57747(16) 0.0279(9) Uani 1 1 d . . . H4A H 0.7199 0.2862 0.6029 0.033 Uiso 1 1 calc R . . C5 C 0.69294(18) 0.4947(4) 0.60000(15) 0.0236(8) Uani 1 1 d . . . H5A H 0.6967 0.5046 0.6412 0.028 Uiso 1 1 calc R . . C6 C 0.67233(18) 0.6108(4) 0.56270(14) 0.0208(8) Uani 1 1 d . . . C7 C 0.66476(18) 0.5965(4) 0.50169(14) 0.0216(7) Uani 1 1 d . . . C8 C 0.64220(19) 0.7153(3) 0.45874(14) 0.0220(8) Uani 1 1 d . . . C9 C 0.69684(19) 0.8203(4) 0.45933(14) 0.0223(8) Uani 1 1 d . . . C10 C 0.6841(2) 0.9272(4) 0.41705(15) 0.0299(9) Uani 1 1 d . . . H10A H 0.7220 0.9971 0.4170 0.036 Uiso 1 1 calc R . . C11 C 0.6152(2) 0.9298(4) 0.37518(16) 0.0352(10) Uani 1 1 d . . . H11A H 0.6059 1.0016 0.3459 0.042 Uiso 1 1 calc R . . C12 C 0.5600(2) 0.8294(4) 0.37564(16) 0.0329(9) Uani 1 1 d . . . H12A H 0.5123 0.8349 0.3475 0.039 Uiso 1 1 calc R . . C13 C 0.5729(2) 0.7195(4) 0.41675(15) 0.0281(9) Uani 1 1 d . . . C14 C 0.5114(2) 0.6087(4) 0.41402(17) 0.0394(10) Uani 1 1 d . . . H14A H 0.4608 0.6532 0.4026 0.059 Uiso 1 1 calc R . . H14B H 0.5176 0.5645 0.4529 0.059 Uiso 1 1 calc R . . H14C H 0.5160 0.5368 0.3848 0.059 Uiso 1 1 calc R . . C15 C 0.62182(18) 0.7510(4) 0.62729(14) 0.0220(8) Uani 1 1 d . . . H15A H 0.5906 0.6704 0.6281 0.026 Uiso 1 1 calc R . . C16 C 0.61480(19) 0.8613(4) 0.66743(15) 0.0229(8) Uani 1 1 d . . . C17 C 0.5578(2) 0.8427(4) 0.70009(16) 0.0324(9) Uani 1 1 d . . . H17A H 0.5250 0.7628 0.6923 0.039 Uiso 1 1 calc R . . C18 C 0.5489(2) 0.9366(4) 0.74235(16) 0.0340(10) Uani 1 1 d . . . H18A H 0.5108 0.9215 0.7640 0.041 Uiso 1 1 calc R . . C19 C 0.5966(2) 1.0558(4) 0.75371(15) 0.0313(9) Uani 1 1 d . . . H19A H 0.5887 1.1225 0.7822 0.038 Uiso 1 1 calc R . . C20 C 0.65419(19) 1.0791(4) 0.72498(14) 0.0250(8) Uani 1 1 d . . . C21 C 0.66525(19) 0.9789(4) 0.68086(14) 0.0229(8) Uani 1 1 d . . . C22 C 0.7098(2) 1.2016(4) 0.73883(16) 0.0305(9) Uani 1 1 d . . . H22A H 0.7190 1.2353 0.7003 0.037 Uiso 1 1 calc R . . C23 C 0.6793(3) 1.3276(4) 0.76748(19) 0.0520(12) Uani 1 1 d . . . H23A H 0.6294 1.3561 0.7430 0.078 Uiso 1 1 calc R . . H23B H 0.7154 1.4064 0.7708 0.078 Uiso 1 1 calc R . . H23C H 0.6736 1.3009 0.8069 0.078 Uiso 1 1 calc R . . C24 C 0.7873(2) 1.1545(4) 0.77680(18) 0.0411(11) Uani 1 1 d . . . H24A H 0.8066 1.0748 0.7577 0.062 Uiso 1 1 calc R . . H24B H 0.7811 1.1255 0.8159 0.062 Uiso 1 1 calc R . . H24C H 0.8238 1.2330 0.7812 0.062 Uiso 1 1 calc R . . C25 C 0.82257(19) 0.7519(4) 0.50486(15) 0.0238(8) Uani 1 1 d . . . H25A H 0.8267 0.7242 0.4665 0.029 Uiso 1 1 calc R . . C26 C 0.88478(19) 0.7139(4) 0.55333(15) 0.0234(8) Uani 1 1 d . . . C27 C 0.9489(2) 0.6495(4) 0.53867(16) 0.0292(9) Uani 1 1 d . . . H27A H 0.9510 0.6436 0.4983 0.035 Uiso 1 1 calc R . . C28 C 1.0082(2) 0.5953(4) 0.58098(16) 0.0326(9) Uani 1 1 d . . . H28A H 1.0517 0.5551 0.5705 0.039 Uiso 1 1 calc R . . C29 C 1.00309(19) 0.6005(4) 0.63990(16) 0.0305(8) Uani 1 1 d . . . H29A H 1.0435 0.5607 0.6692 0.037 Uiso 1 1 calc R . . C30 C 0.94261(19) 0.6605(4) 0.65747(15) 0.0243(8) Uani 1 1 d . . . C31 C 0.88169(19) 0.7254(3) 0.61395(15) 0.0226(8) Uani 1 1 d . . . C32 C 0.9345(2) 0.6566(4) 0.72064(16) 0.0299(9) Uani 1 1 d . . . H32A H 0.9126 0.7491 0.7292 0.036 Uiso 1 1 calc R . . C33 C 1.0100(2) 0.6349(5) 0.76674(17) 0.0504(13) Uani 1 1 d . . . H33A H 1.0477 0.7046 0.7605 0.076 Uiso 1 1 calc R . . H33B H 1.0295 0.5397 0.7627 0.076 Uiso 1 1 calc R . . H33C H 1.0011 0.6466 0.8065 0.076 Uiso 1 1 calc R . . C34 C 0.8773(2) 0.5409(4) 0.72740(18) 0.0453(11) Uani 1 1 d . . . H34A H 0.8283 0.5574 0.6991 0.068 Uiso 1 1 calc R . . H34B H 0.8695 0.5427 0.7677 0.068 Uiso 1 1 calc R . . H34C H 0.8976 0.4486 0.7197 0.068 Uiso 1 1 calc R . . C100 C 0.5373(2) 1.1602(4) 0.47522(18) 0.0430(11) Uani 1 1 d . . . H10B H 0.4958 1.1699 0.4959 0.064 Uiso 1 1 calc R . . H10C H 0.5183 1.1095 0.4380 0.064 Uiso 1 1 calc R . . H10D H 0.5552 1.2541 0.4669 0.064 Uiso 1 1 calc R . . C101 C 0.6005(2) 1.0817(4) 0.51223(16) 0.0293(9) Uani 1 1 d . . . C102 C 0.9049(2) 1.2784(4) 0.57522(18) 0.0423(11) Uani 1 1 d . . . H10E H 0.9043 1.2988 0.5338 0.063 Uiso 1 1 calc R . . H10F H 0.9576 1.2596 0.5971 0.063 Uiso 1 1 calc R . . H10G H 0.8847 1.3597 0.5927 0.063 Uiso 1 1 calc R . . C103 C 0.8569(2) 1.1536(4) 0.57832(16) 0.0256(8) Uani 1 1 d . . . C300 C 0.7540(2) 0.7361(5) 0.2887(2) 0.0612(14) Uani 1 1 d . . . H30A H 0.7309 0.8286 0.2921 0.092 Uiso 1 1 calc R . . H30B H 0.7186 0.6617 0.2948 0.092 Uiso 1 1 calc R . . H30C H 0.7641 0.7263 0.2493 0.092 Uiso 1 1 calc R . . C302 C 0.8256(3) 0.7237(4) 0.33336(19) 0.0421(11) Uani 1 1 d . . . C303 C 0.8872(3) 1.1107(5) 0.4204(2) 0.0540(13) Uani 1 1 d . . . C305 C 0.9546(3) 1.0442(5) 0.4088(3) 0.0813(18) Uani 1 1 d . . . H30D H 0.9691 1.0919 0.3757 0.122 Uiso 1 1 calc R . . H30E H 0.9436 0.9447 0.3989 0.122 Uiso 1 1 calc R . . H30F H 0.9968 1.0509 0.4441 0.122 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.01844(14) 0.01786(14) 0.02051(14) -0.00096(14) 0.00504(10) -0.00136(14) O1 0.0212(13) 0.0229(14) 0.0239(13) -0.0039(10) 0.0071(11) -0.0001(10) O2 0.0196(13) 0.0260(14) 0.0214(13) -0.0014(11) 0.0051(10) 0.0032(10) N1 0.0212(16) 0.0171(16) 0.0184(15) 0.0013(12) 0.0025(13) -0.0022(12) N2 0.0214(16) 0.0200(16) 0.0206(16) -0.0011(12) 0.0061(13) -0.0046(13) N3 0.0214(17) 0.0215(18) 0.0284(18) -0.0019(14) 0.0068(14) -0.0063(13) N4 0.0185(16) 0.0210(18) 0.0266(17) -0.0022(13) 0.0072(13) -0.0008(13) N5 0.058(3) 0.077(3) 0.094(4) 0.007(3) 0.030(3) -0.015(2) N6 0.059(3) 0.059(3) 0.042(2) -0.003(2) 0.004(2) -0.004(2) C1 0.066(3) 0.035(3) 0.026(2) -0.0074(18) 0.007(2) 0.000(2) C2 0.028(2) 0.025(2) 0.027(2) -0.0018(17) 0.0014(17) -0.0024(16) C3 0.034(2) 0.0174(19) 0.030(2) -0.0039(16) 0.0040(18) -0.0006(16) C4 0.029(2) 0.020(2) 0.034(2) 0.0089(16) 0.0051(18) -0.0013(15) C5 0.023(2) 0.024(2) 0.022(2) 0.0038(16) 0.0023(16) -0.0052(16) C6 0.0181(17) 0.019(2) 0.0248(19) -0.0001(16) 0.0041(14) -0.0074(15) C7 0.0227(18) 0.0197(18) 0.0218(18) 0.0051(17) 0.0036(14) -0.0042(16) C8 0.027(2) 0.019(2) 0.0195(19) -0.0042(15) 0.0037(16) -0.0044(15) C9 0.024(2) 0.025(2) 0.0178(19) 0.0006(16) 0.0061(16) 0.0002(16) C10 0.032(2) 0.034(2) 0.026(2) 0.0017(17) 0.0108(17) -0.0067(17) C11 0.042(2) 0.031(3) 0.028(2) 0.0119(18) 0.0003(19) 0.0021(18) C12 0.030(2) 0.038(2) 0.026(2) 0.0069(18) -0.0023(17) 0.0027(19) C13 0.030(2) 0.029(2) 0.024(2) 0.0009(17) 0.0038(17) -0.0053(17) C14 0.032(2) 0.043(3) 0.038(2) -0.001(2) -0.0026(18) -0.008(2) C15 0.0154(18) 0.027(2) 0.023(2) 0.0082(16) 0.0021(15) -0.0031(15) C16 0.0188(19) 0.031(2) 0.0188(19) 0.0024(15) 0.0037(15) 0.0035(15) C17 0.026(2) 0.041(2) 0.031(2) 0.0032(19) 0.0077(18) -0.0017(18) C18 0.025(2) 0.055(3) 0.026(2) 0.0031(19) 0.0117(17) 0.0007(19) C19 0.029(2) 0.045(3) 0.018(2) -0.0024(17) 0.0023(17) 0.0146(18) C20 0.0229(19) 0.031(2) 0.0185(18) -0.0001(17) 0.0002(15) 0.0104(17) C21 0.0186(19) 0.031(2) 0.0178(19) 0.0023(16) 0.0011(15) 0.0073(16) C22 0.040(2) 0.027(2) 0.028(2) -0.0067(17) 0.0150(19) 0.0030(18) C23 0.067(3) 0.037(3) 0.056(3) -0.013(2) 0.023(3) 0.006(2) C24 0.037(3) 0.041(3) 0.044(3) -0.013(2) 0.006(2) -0.006(2) C25 0.027(2) 0.027(2) 0.0191(19) -0.0044(16) 0.0097(16) -0.0068(16) C26 0.0189(19) 0.024(2) 0.028(2) -0.0054(16) 0.0058(16) -0.0025(15) C27 0.029(2) 0.030(2) 0.031(2) -0.0095(17) 0.0115(18) -0.0007(16) C28 0.024(2) 0.031(2) 0.045(2) -0.010(2) 0.0127(18) 0.0020(18) C29 0.0203(19) 0.029(2) 0.038(2) -0.003(2) -0.0008(16) 0.0019(18) C30 0.020(2) 0.022(2) 0.030(2) -0.0043(16) 0.0043(17) -0.0023(15) C31 0.023(2) 0.0180(19) 0.027(2) -0.0007(16) 0.0053(16) -0.0032(15) C32 0.027(2) 0.032(2) 0.030(2) -0.0048(17) 0.0048(18) 0.0029(17) C33 0.036(3) 0.076(4) 0.036(3) 0.005(2) 0.002(2) 0.005(2) C34 0.045(3) 0.054(3) 0.038(3) 0.004(2) 0.013(2) -0.006(2) C100 0.032(2) 0.038(3) 0.053(3) 0.007(2) -0.001(2) 0.0069(19) C101 0.027(2) 0.025(2) 0.035(2) -0.0020(19) 0.0053(17) -0.0065(18) C102 0.037(2) 0.032(2) 0.056(3) 0.003(2) 0.008(2) -0.0131(19) C103 0.022(2) 0.025(2) 0.028(2) 0.0005(17) 0.0023(17) 0.0024(17) C300 0.058(3) 0.048(3) 0.066(3) -0.009(3) -0.010(3) -0.012(2) C302 0.055(3) 0.033(3) 0.036(3) -0.006(2) 0.007(2) -0.008(2) C303 0.054(3) 0.050(3) 0.057(3) -0.004(3) 0.012(3) -0.026(3) C305 0.073(4) 0.054(3) 0.120(5) -0.034(3) 0.029(4) -0.016(3) _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 2.003(3) . y Ru1 N2 2.012(3) . y Ru1 O2 2.042(2) . y Ru1 N1 2.044(3) . y Ru1 N4 2.047(3) . y Ru1 O1 2.055(2) . y O1 C21 1.297(4) . ? O2 C31 1.307(4) . ? N1 C15 1.301(4) . ? N1 C6 1.445(4) . ? N2 C25 1.295(4) . ? N2 C9 1.425(4) . ? N3 C101 1.136(4) . y N4 C103 1.132(4) . y N5 C303 1.130(6) . y N6 C302 1.130(5) . y C1 C2 1.511(5) . ? C2 C3 1.390(5) . ? C2 C7 1.417(5) . ? C3 C4 1.379(5) . ? C4 C5 1.382(5) . ? C5 C6 1.397(4) . ? C6 C7 1.400(4) . ? C7 C8 1.497(4) . ? C8 C13 1.391(5) . ? C8 C9 1.395(4) . ? C9 C10 1.393(5) . ? C10 C11 1.385(5) . ? C11 C12 1.374(5) . ? C12 C13 1.397(5) . ? C13 C14 1.513(5) . ? C15 C16 1.427(4) . ? C16 C17 1.420(5) . ? C16 C21 1.424(5) . ? C17 C18 1.362(5) . ? C18 C19 1.404(5) . ? C19 C20 1.374(5) . ? C20 C21 1.446(4) . ? C20 C22 1.515(5) . ? C22 C23 1.529(5) . ? C22 C24 1.530(5) . ? C25 C26 1.435(4) . ? C26 C27 1.413(4) . ? C26 C31 1.428(4) . ? C27 C28 1.369(5) . ? C28 C29 1.396(5) . ? C29 C30 1.369(5) . ? C30 C31 1.443(5) . ? C30 C32 1.510(5) . ? C32 C33 1.533(5) . ? C32 C34 1.535(5) . ? C100 C101 1.458(5) . ? C102 C103 1.474(5) . ? C300 C302 1.456(6) . ? C303 C305 1.444(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 N2 93.73(11) . . y N3 Ru1 O2 175.75(10) . . y N2 Ru1 O2 90.18(10) . . y N3 Ru1 N1 89.31(11) . . y N2 Ru1 N1 92.36(10) . . y O2 Ru1 N1 88.87(10) . . y N3 Ru1 N4 92.76(11) . . y N2 Ru1 N4 89.70(10) . . y O2 Ru1 N4 88.92(10) . . y N1 Ru1 N4 176.98(11) . . y N3 Ru1 O1 86.38(10) . . y N2 Ru1 O1 176.05(10) . . y O2 Ru1 O1 89.83(9) . . y N1 Ru1 O1 91.59(10) . . y N4 Ru1 O1 86.35(9) . . y C21 O1 Ru1 125.1(2) . . ? C31 O2 Ru1 125.9(2) . . ? C15 N1 C6 116.8(3) . . ? C15 N1 Ru1 122.4(2) . . ? C6 N1 Ru1 119.3(2) . . ? C25 N2 C9 119.4(3) . . ? C25 N2 Ru1 126.0(2) . . ? C9 N2 Ru1 113.9(2) . . ? C101 N3 Ru1 177.7(3) . . ? C103 N4 Ru1 176.1(3) . . ? C3 C2 C7 119.8(3) . . ? C3 C2 C1 118.3(3) . . ? C7 C2 C1 121.8(3) . . ? C4 C3 C2 121.0(3) . . ? C3 C4 C5 119.8(3) . . ? C4 C5 C6 120.6(3) . . ? C5 C6 C7 120.2(3) . . ? C5 C6 N1 117.7(3) . . ? C7 C6 N1 121.9(3) . . ? C6 C7 C2 118.5(3) . . ? C6 C7 C8 123.4(3) . . ? C2 C7 C8 117.9(3) . . ? C13 C8 C9 119.9(3) . . ? C13 C8 C7 123.2(3) . . ? C9 C8 C7 116.8(3) . . ? C10 C9 C8 120.9(3) . . ? C10 C9 N2 122.3(3) . . ? C8 C9 N2 116.5(3) . . ? C11 C10 C9 118.8(3) . . ? C12 C11 C10 120.6(3) . . ? C11 C12 C13 121.2(4) . . ? C8 C13 C12 118.6(3) . . ? C8 C13 C14 122.2(3) . . ? C12 C13 C14 119.2(3) . . ? N1 C15 C16 128.7(3) . . ? C17 C16 C21 118.7(3) . . ? C17 C16 C15 116.4(3) . . ? C21 C16 C15 124.7(3) . . ? C18 C17 C16 121.7(3) . . ? C17 C18 C19 119.5(3) . . ? C20 C19 C18 122.2(3) . . ? C19 C20 C21 118.9(3) . . ? C19 C20 C22 123.5(3) . . ? C21 C20 C22 117.5(3) . . ? O1 C21 C16 124.3(3) . . ? O1 C21 C20 116.7(3) . . ? C16 C21 C20 119.0(3) . . ? C20 C22 C23 114.0(3) . . ? C20 C22 C24 111.3(3) . . ? C23 C22 C24 110.2(3) . . ? N2 C25 C26 126.2(3) . . ? C27 C26 C31 119.5(3) . . ? C27 C26 C25 116.5(3) . . ? C31 C26 C25 123.7(3) . . ? C28 C27 C26 121.9(3) . . ? C27 C28 C29 118.4(3) . . ? C30 C29 C28 123.1(3) . . ? C29 C30 C31 119.4(3) . . ? C29 C30 C32 122.9(3) . . ? C31 C30 C32 117.6(3) . . ? O2 C31 C26 124.8(3) . . ? O2 C31 C30 117.6(3) . . ? C26 C31 C30 117.6(3) . . ? C30 C32 C33 114.5(3) . . ? C30 C32 C34 109.6(3) . . ? C33 C32 C34 109.6(3) . . ? N3 C101 C100 176.2(4) . . ? N4 C103 C102 177.0(4) . . ? N6 C302 C300 179.4(5) . . ? N5 C303 C305 179.0(6) . . ? _diffrn_measured_fraction_theta_max 0.914 _diffrn_reflns_theta_full 28.98 _diffrn_measured_fraction_theta_full 0.914 _refine_diff_density_max 0.529 _refine_diff_density_min -0.852 _refine_diff_density_rms 0.102