# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Robert H. Morris' 'Xuanhua Chen.' 'Christian Elpelt' 'Rongwei Guo.' 'Datong Song.' _publ_contact_author_name 'Prof Robert H. Morris' _publ_contact_author_address ; Department of Chemistry University of Toronto 80 St George St Toronto Ontario M5S 3H6 CANADA ; _publ_contact_author_email RMORRIS@CHEM.UTORONTO.CA _publ_requested_journal 'Chemical Communications' _publ_section_title ; A Modular Design of Ruthenium Catalysts with Diamine and Binol-derived Phosphinite Ligands that are Enantiomerically-Matched for the Effective Asymmetric Transfer Hydrogenation of Simple Ketones ; data_complex3 _database_code_depnum_ccdc_archive 'CCDC 263842' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C78 H77 Cl N2 O2 P2 Ru' _chemical_formula_weight 1272.87 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ru Ru -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.735(2) _cell_length_b 17.146(3) _cell_length_c 17.634(4) _cell_angle_alpha 90.00 _cell_angle_beta 105.44(3) _cell_angle_gamma 90.00 _cell_volume 3419.9(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.236 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1332 _exptl_absorpt_coefficient_mu 0.362 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.834 _exptl_absorpt_correction_T_max 0.966 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39800 _diffrn_reflns_av_R_equivalents 0.1039 _diffrn_reflns_av_sigmaI/netI 0.1541 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 27.10 _reflns_number_total 14081 _reflns_number_gt 7143 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0632P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.05(3) _refine_ls_number_reflns 14081 _refine_ls_number_parameters 719 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1681 _refine_ls_R_factor_gt 0.0610 _refine_ls_wR_factor_ref 0.1548 _refine_ls_wR_factor_gt 0.1203 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru -0.77476(4) 0.06782(3) 0.22098(3) 0.04996(15) Uani 1 1 d . . . P1 P -0.91567(15) 0.15678(11) 0.20113(10) 0.0483(5) Uani 1 1 d . . . P2 P -0.62346(13) 0.14094(10) 0.28406(9) 0.0472(4) Uani 1 1 d . . . Cl1 Cl -0.76281(15) 0.05504(13) 0.07823(9) 0.0759(6) Uani 1 1 d . . . O1 O -0.9676(3) 0.1884(3) 0.2748(2) 0.0514(11) Uani 1 1 d . . . O2 O -0.6374(3) 0.2147(2) 0.3419(2) 0.0506(10) Uani 1 1 d . . . N1 N -0.9030(5) -0.0257(3) 0.1766(4) 0.0657(18) Uani 1 1 d . . . H1B H -0.9527 -0.0286 0.2075 0.079 Uiso 1 1 calc R . . H1C H -0.9460 -0.0128 0.1279 0.079 Uiso 1 1 calc R . . N2 N -0.6642(5) -0.0366(3) 0.2339(3) 0.0663(16) Uani 1 1 d . . . H2C H -0.6341 -0.0408 0.1921 0.080 Uiso 1 1 calc R . . H2B H -0.6035 -0.0321 0.2773 0.080 Uiso 1 1 calc R . . C1 C -0.8517(6) -0.1026(4) 0.1732(4) 0.0594(19) Uani 1 1 d . . . H1A H -0.8325 -0.1071 0.1226 0.071 Uiso 1 1 calc R . . C2 C -0.9337(7) -0.1683(5) 0.1786(4) 0.068(2) Uani 1 1 d . . . C3 C -0.9855(8) -0.1709(7) 0.2406(5) 0.114(4) Uani 1 1 d . . . H3A H -0.9699 -0.1317 0.2783 0.136 Uiso 1 1 calc R . . C4 C -1.0603(11) -0.2318(10) 0.2465(7) 0.156(6) Uani 1 1 d . . . H4A H -1.0933 -0.2340 0.2890 0.187 Uiso 1 1 calc R . . C5 C -1.0852(13) -0.2875(9) 0.1909(10) 0.162(6) Uani 1 1 d . . . H5A H -1.1378 -0.3270 0.1947 0.194 Uiso 1 1 calc R . . C6 C -1.0364(11) -0.2880(7) 0.1299(9) 0.130(4) Uani 1 1 d . . . H6A H -1.0530 -0.3281 0.0931 0.157 Uiso 1 1 calc R . . C7 C -0.9616(8) -0.2282(5) 0.1230(6) 0.091(3) Uani 1 1 d . . . H7A H -0.9289 -0.2276 0.0803 0.109 Uiso 1 1 calc R . . C8 C -0.7329(6) -0.1079(4) 0.2400(4) 0.0632(19) Uani 1 1 d . . . H8A H -0.7523 -0.1065 0.2907 0.076 Uiso 1 1 calc R . . C9 C -0.6700(7) -0.1832(5) 0.2354(5) 0.078(2) Uani 1 1 d . . . C10 C -0.6847(9) -0.2457(6) 0.2816(6) 0.102(3) Uani 1 1 d . . . H10A H -0.7321 -0.2396 0.3159 0.123 Uiso 1 1 calc R . . C11 C -0.6331(13) -0.3143(7) 0.2783(9) 0.150(6) Uani 1 1 d . . . H11A H -0.6417 -0.3543 0.3119 0.181 Uiso 1 1 calc R . . C12 C -0.5678(15) -0.3261(10) 0.2261(12) 0.176(10) Uani 1 1 d . . . H12A H -0.5314 -0.3740 0.2242 0.211 Uiso 1 1 calc R . . C13 C -0.5559(11) -0.2678(10) 0.1767(8) 0.151(6) Uani 1 1 d . . . H13A H -0.5143 -0.2765 0.1394 0.182 Uiso 1 1 calc R . . C14 C -0.6066(8) -0.1939(6) 0.1819(6) 0.102(3) Uani 1 1 d . . . H14A H -0.5968 -0.1533 0.1493 0.123 Uiso 1 1 calc R . . C15 C -0.7493(7) 0.3274(6) 0.0058(5) 0.104(3) Uani 1 1 d . . . H15A H -0.7635 0.3752 -0.0235 0.157 Uiso 1 1 calc R . . H15B H -0.7601 0.2841 -0.0298 0.157 Uiso 1 1 calc R . . H15C H -0.6698 0.3272 0.0390 0.157 Uiso 1 1 calc R . . C16 C -1.0858(8) 0.4366(6) 0.1034(5) 0.107(3) Uani 1 1 d . . . H16A H -1.1314 0.4230 0.1393 0.160 Uiso 1 1 calc R . . H16B H -1.1374 0.4420 0.0514 0.160 Uiso 1 1 calc R . . H16C H -1.0454 0.4849 0.1194 0.160 Uiso 1 1 calc R . . C17 C -0.8358(6) 0.3207(5) 0.0565(4) 0.0654(19) Uani 1 1 d . . . C18 C -0.9183(7) 0.3784(5) 0.0563(4) 0.074(2) Uani 1 1 d . . . H18A H -0.9219 0.4216 0.0239 0.089 Uiso 1 1 calc R . . C19 C -0.9964(7) 0.3731(5) 0.1036(4) 0.065(2) Uani 1 1 d . . . C20 C -0.9926(6) 0.3079(5) 0.1491(4) 0.0612(19) Uani 1 1 d . . . H20A H -1.0451 0.3036 0.1801 0.073 Uiso 1 1 calc R . . C21 C -0.9122(6) 0.2478(4) 0.1504(3) 0.0512(17) Uani 1 1 d . . . C22 C -0.8330(5) 0.2566(4) 0.1034(4) 0.0582(17) Uani 1 1 d . . . H22A H -0.7772 0.2178 0.1043 0.070 Uiso 1 1 calc R . . C23 C -1.3197(8) 0.0001(6) 0.1633(6) 0.115(3) Uani 1 1 d . . . H23A H -1.3815 -0.0235 0.1229 0.173 Uiso 1 1 calc R . . H23B H -1.3534 0.0376 0.1915 0.173 Uiso 1 1 calc R . . H23C H -1.2791 -0.0394 0.1990 0.173 Uiso 1 1 calc R . . C24 C -1.1976(7) 0.0812(6) -0.0780(4) 0.108(3) Uani 1 1 d . . . H24A H -1.2691 0.0531 -0.1013 0.161 Uiso 1 1 calc R . . H24B H -1.1328 0.0573 -0.0929 0.161 Uiso 1 1 calc R . . H24C H -1.2060 0.1343 -0.0961 0.161 Uiso 1 1 calc R . . C25 C -1.2347(6) 0.0397(4) 0.1268(5) 0.075(2) Uani 1 1 d . . . C26 C -1.2483(6) 0.0417(4) 0.0463(5) 0.076(2) Uani 1 1 d . . . H26A H -1.3126 0.0155 0.0141 0.091 Uiso 1 1 calc R . . C27 C -1.1736(6) 0.0797(5) 0.0110(4) 0.071(2) Uani 1 1 d . . . C28 C -1.0758(6) 0.1167(4) 0.0591(4) 0.0648(19) Uani 1 1 d . . . H28A H -1.0223 0.1418 0.0368 0.078 Uiso 1 1 calc R . . C29 C -1.0565(5) 0.1169(4) 0.1404(4) 0.0518(16) Uani 1 1 d . . . C30 C -1.1368(5) 0.0790(5) 0.1725(4) 0.0611(18) Uani 1 1 d . . . H30A H -1.1246 0.0798 0.2268 0.073 Uiso 1 1 calc R . . C31 C -0.4556(7) 0.2002(6) 0.0368(4) 0.098(3) Uani 1 1 d . . . H31A H -0.3896 0.2244 0.0237 0.146 Uiso 1 1 calc R . . H31B H -0.5273 0.2260 0.0093 0.146 Uiso 1 1 calc R . . H31C H -0.4596 0.1462 0.0217 0.146 Uiso 1 1 calc R . . C32 C -0.2208(6) 0.2933(6) 0.3050(5) 0.092(3) Uani 1 1 d . . . H32A H -0.1701 0.3102 0.2735 0.138 Uiso 1 1 calc R . . H32B H -0.1781 0.2585 0.3452 0.138 Uiso 1 1 calc R . . H32C H -0.2467 0.3378 0.3289 0.138 Uiso 1 1 calc R . . C33 C -0.4404(6) 0.2061(4) 0.1247(4) 0.0626(18) Uani 1 1 d . . . C34 C -0.3435(6) 0.2428(5) 0.1723(4) 0.073(2) Uani 1 1 d . . . H34A H -0.2863 0.2628 0.1500 0.088 Uiso 1 1 calc R . . C35 C -0.3282(6) 0.2511(4) 0.2528(4) 0.0634(19) Uani 1 1 d . . . C36 C -0.4140(5) 0.2213(4) 0.2851(4) 0.0575(17) Uani 1 1 d . . . H36A H -0.4065 0.2273 0.3386 0.069 Uiso 1 1 calc R . . C37 C -0.5128(5) 0.1820(4) 0.2380(4) 0.0495(15) Uani 1 1 d . . . C38 C -0.5256(6) 0.1753(4) 0.1578(4) 0.0575(17) Uani 1 1 d . . . H38A H -0.5914 0.1502 0.1261 0.069 Uiso 1 1 calc R . . C39 C -0.2311(7) -0.0214(6) 0.4171(5) 0.105(3) Uani 1 1 d . . . H39A H -0.1929 -0.0485 0.4647 0.158 Uiso 1 1 calc R . . H39B H -0.1819 0.0209 0.4092 0.158 Uiso 1 1 calc R . . H39C H -0.2440 -0.0567 0.3734 0.158 Uiso 1 1 calc R . . C40 C -0.5259(8) 0.0260(6) 0.5743(4) 0.100(3) Uani 1 1 d . . . H40A H -0.4671 -0.0039 0.6111 0.149 Uiso 1 1 calc R . . H40B H -0.6007 -0.0003 0.5640 0.149 Uiso 1 1 calc R . . H40C H -0.5325 0.0767 0.5959 0.149 Uiso 1 1 calc R . . C41 C -0.3489(6) 0.0105(5) 0.4233(4) 0.070(2) Uani 1 1 d . . . C42 C -0.3853(7) 0.0035(5) 0.4907(4) 0.075(2) Uani 1 1 d . . . H42A H -0.3373 -0.0233 0.5332 0.089 Uiso 1 1 calc R . . C43 C -0.4902(7) 0.0347(4) 0.4982(4) 0.070(2) Uani 1 1 d . . . C44 C -0.5612(5) 0.0763(5) 0.4351(3) 0.0593(16) Uani 1 1 d . . . H44A H -0.6316 0.0984 0.4393 0.071 Uiso 1 1 calc R . . C45 C -0.5268(5) 0.0848(4) 0.3656(3) 0.0512(17) Uani 1 1 d . . . C46 C -0.4208(5) 0.0532(5) 0.3622(4) 0.063(2) Uani 1 1 d . . . H46A H -0.3961 0.0608 0.3168 0.075 Uiso 1 1 calc R . . C47 C -0.7950(5) 0.2950(3) 0.3514(3) 0.0430(14) Uani 1 1 d . . . C48 C -0.7014(5) 0.2831(4) 0.3212(3) 0.0462(15) Uani 1 1 d . . . C49 C -0.6618(6) 0.3410(4) 0.2771(4) 0.0512(17) Uani 1 1 d . . . H49A H -0.5994 0.3309 0.2552 0.061 Uiso 1 1 calc R . . C50 C -0.7162(6) 0.4115(5) 0.2671(4) 0.063(2) Uani 1 1 d . . . H50A H -0.6898 0.4493 0.2380 0.076 Uiso 1 1 calc R . . C51 C -0.8098(6) 0.4294(4) 0.2987(4) 0.0554(17) Uani 1 1 d . . . C52 C -0.8627(6) 0.5044(5) 0.2909(4) 0.0688(19) Uani 1 1 d . . . H52A H -0.8357 0.5436 0.2637 0.083 Uiso 1 1 calc R . . C53 C -0.9532(8) 0.5185(5) 0.3236(5) 0.091(3) Uani 1 1 d . . . H53A H -0.9878 0.5677 0.3182 0.110 Uiso 1 1 calc R . . C54 C -0.9968(7) 0.4595(5) 0.3663(5) 0.078(2) Uani 1 1 d . . . H54A H -1.0587 0.4702 0.3884 0.094 Uiso 1 1 calc R . . C55 C -0.9462(5) 0.3875(4) 0.3739(4) 0.0584(17) Uani 1 1 d . . . H55A H -0.9751 0.3488 0.4007 0.070 Uiso 1 1 calc R . . C56 C -0.8515(5) 0.3704(4) 0.3423(3) 0.0480(15) Uani 1 1 d . . . C57 C -0.8368(5) 0.2320(3) 0.3951(3) 0.0412(14) Uani 1 1 d . . . C58 C -0.9169(5) 0.1774(4) 0.3545(3) 0.0474(15) Uani 1 1 d . . . C59 C -0.9593(6) 0.1167(4) 0.3920(4) 0.0668(19) Uani 1 1 d . . . H59A H -1.0136 0.0811 0.3631 0.080 Uiso 1 1 calc R . . C60 C -0.9198(6) 0.1104(5) 0.4716(4) 0.075(2) Uani 1 1 d . . . H60A H -0.9495 0.0708 0.4970 0.090 Uiso 1 1 calc R . . C61 C -0.8362(6) 0.1614(4) 0.5160(4) 0.0610(18) Uani 1 1 d . . . C62 C -0.7919(7) 0.1554(5) 0.5998(4) 0.078(2) Uani 1 1 d . . . H62A H -0.8198 0.1156 0.6260 0.094 Uiso 1 1 calc R . . C63 C -0.7113(7) 0.2052(6) 0.6417(4) 0.084(2) Uani 1 1 d . . . H63A H -0.6869 0.2013 0.6963 0.101 Uiso 1 1 calc R . . C64 C -0.6652(7) 0.2621(6) 0.6039(4) 0.086(3) Uani 1 1 d . . . H64A H -0.6055 0.2942 0.6329 0.103 Uiso 1 1 calc R . . C65 C -0.7056(6) 0.2727(5) 0.5233(4) 0.067(2) Uani 1 1 d . . . H65A H -0.6760 0.3132 0.4992 0.080 Uiso 1 1 calc R . . C66 C -0.7920(5) 0.2219(4) 0.4778(3) 0.0493(15) Uani 1 1 d . . . C67 C -1.3237(12) 0.5364(9) 0.2016(8) 0.171(5) Uiso 1 1 d . . . H67A H -1.2739 0.5665 0.2406 0.205 Uiso 1 1 calc R . . C68 C -1.4006(10) 0.4733(8) 0.2193(8) 0.142(4) Uiso 1 1 d . . . H68A H -1.4056 0.4627 0.2701 0.170 Uiso 1 1 calc R . . C69 C -1.4613(12) 0.4333(9) 0.1571(8) 0.160(5) Uiso 1 1 d . . . H69A H -1.5122 0.3944 0.1650 0.192 Uiso 1 1 calc R . . C70 C -1.4536(12) 0.4456(9) 0.0854(8) 0.158(5) Uiso 1 1 d . . . H70A H -1.4935 0.4123 0.0455 0.190 Uiso 1 1 calc R . . C71 C -1.3929(11) 0.5018(9) 0.0684(8) 0.153(4) Uiso 1 1 d . . . H71A H -1.3931 0.5097 0.0162 0.184 Uiso 1 1 calc R . . C72 C -1.3333(10) 0.5465(8) 0.1201(7) 0.146(4) Uiso 1 1 d . . . H72A H -1.2936 0.5880 0.1046 0.175 Uiso 1 1 calc R . . C73 C -0.8740(12) -0.2339(8) 0.4674(7) 0.145(4) Uiso 1 1 d . . . H73A H -0.9453 -0.2591 0.4644 0.174 Uiso 1 1 calc R . . C74 C -0.7742(13) -0.2759(10) 0.4810(8) 0.166(5) Uiso 1 1 d . . . H74A H -0.7800 -0.3298 0.4841 0.199 Uiso 1 1 calc R . . C75 C -0.6703(13) -0.2458(9) 0.4900(7) 0.160(5) Uiso 1 1 d . . . H75A H -0.6025 -0.2764 0.5020 0.192 Uiso 1 1 calc R . . C76 C -0.6653(13) -0.1647(10) 0.4808(8) 0.164(5) Uiso 1 1 d . . . H76A H -0.5928 -0.1407 0.4851 0.197 Uiso 1 1 calc R . . C77 C -0.7647(13) -0.1211(9) 0.4658(7) 0.154(5) Uiso 1 1 d . . . H77A H -0.7585 -0.0673 0.4610 0.184 Uiso 1 1 calc R . . C78 C -0.8730(12) -0.1528(9) 0.4575(7) 0.152(4) Uiso 1 1 d . . . H78A H -0.9417 -0.1229 0.4461 0.182 Uiso 1 1 calc R . . H1RU H -0.793(3) 0.050(3) 0.311(2) 0.034(12) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.0446(2) 0.0486(3) 0.0547(3) 0.0012(3) 0.00965(18) -0.0006(3) P1 0.0429(9) 0.0488(12) 0.0496(10) 0.0016(8) 0.0062(8) -0.0027(8) P2 0.0416(9) 0.0485(11) 0.0502(9) 0.0004(8) 0.0099(7) 0.0013(7) Cl1 0.0833(11) 0.0829(17) 0.0612(9) -0.0135(11) 0.0185(8) -0.0123(12) O1 0.048(2) 0.059(3) 0.044(2) -0.006(2) 0.0067(18) -0.002(2) O2 0.049(2) 0.047(3) 0.058(2) -0.004(2) 0.0179(19) 0.005(2) N1 0.047(3) 0.048(4) 0.093(5) -0.013(3) 0.003(3) -0.003(3) N2 0.062(4) 0.061(4) 0.075(4) 0.004(3) 0.016(3) 0.001(3) C1 0.058(4) 0.053(5) 0.070(5) 0.000(4) 0.021(4) 0.001(4) C2 0.082(5) 0.054(5) 0.065(5) 0.002(4) 0.012(4) -0.009(4) C3 0.118(8) 0.137(10) 0.091(6) -0.010(6) 0.037(6) -0.061(7) C4 0.158(11) 0.207(16) 0.110(9) 0.000(10) 0.047(8) -0.089(11) C5 0.172(13) 0.143(13) 0.146(12) 0.036(11) -0.002(10) -0.078(10) C6 0.140(10) 0.068(7) 0.150(11) 0.005(7) -0.019(8) -0.030(7) C7 0.095(7) 0.057(6) 0.109(7) 0.005(5) 0.007(6) -0.002(5) C8 0.074(5) 0.053(5) 0.063(4) 0.006(4) 0.018(4) -0.002(4) C9 0.072(5) 0.068(6) 0.077(5) -0.013(5) -0.008(4) 0.012(5) C10 0.107(7) 0.055(7) 0.122(8) 0.016(6) -0.010(6) 0.005(6) C11 0.160(13) 0.059(8) 0.175(14) -0.010(8) -0.056(10) 0.015(8) C12 0.139(12) 0.103(11) 0.207(19) -0.075(12) -0.090(12) 0.068(10) C13 0.130(9) 0.155(14) 0.135(11) -0.073(10) -0.025(8) 0.064(10) C14 0.099(7) 0.091(8) 0.106(7) -0.018(6) 0.009(6) 0.035(6) C15 0.105(7) 0.120(9) 0.103(6) 0.032(6) 0.052(5) -0.010(6) C16 0.125(8) 0.097(8) 0.098(7) 0.027(6) 0.027(6) 0.045(7) C17 0.069(5) 0.064(5) 0.063(4) 0.006(4) 0.016(4) -0.004(4) C18 0.098(6) 0.057(5) 0.057(4) 0.008(4) 0.003(4) -0.006(5) C19 0.082(5) 0.053(5) 0.050(4) 0.004(4) 0.003(4) 0.008(4) C20 0.064(5) 0.063(5) 0.052(4) -0.001(4) 0.006(3) 0.014(4) C21 0.052(4) 0.052(4) 0.044(4) 0.001(3) 0.002(3) 0.002(3) C22 0.053(4) 0.056(5) 0.066(4) 0.004(4) 0.018(3) -0.002(3) C23 0.086(6) 0.123(9) 0.152(8) -0.034(7) 0.059(6) -0.042(6) C24 0.123(6) 0.104(8) 0.068(4) -0.008(6) -0.023(4) -0.013(7) C25 0.047(4) 0.078(6) 0.097(6) -0.024(4) 0.016(4) -0.009(3) C26 0.051(4) 0.069(6) 0.094(6) -0.033(4) -0.004(4) -0.007(4) C27 0.074(4) 0.059(5) 0.066(4) -0.004(4) -0.003(4) 0.002(4) C28 0.059(4) 0.068(5) 0.057(4) 0.000(4) -0.003(3) 0.004(4) C29 0.041(3) 0.046(4) 0.066(4) -0.008(3) 0.010(3) -0.005(3) C30 0.049(3) 0.065(5) 0.069(4) -0.021(4) 0.015(3) -0.002(4) C31 0.104(6) 0.135(9) 0.064(5) 0.008(5) 0.041(4) 0.006(6) C32 0.063(5) 0.111(8) 0.102(6) -0.019(5) 0.021(4) -0.028(5) C33 0.061(4) 0.070(5) 0.061(4) 0.004(4) 0.023(4) 0.010(4) C34 0.067(5) 0.085(6) 0.077(5) 0.008(4) 0.035(4) -0.001(4) C35 0.052(4) 0.073(5) 0.065(4) 0.003(4) 0.016(3) -0.011(4) C36 0.051(4) 0.064(5) 0.058(4) 0.002(3) 0.017(3) 0.002(3) C37 0.040(3) 0.052(4) 0.056(4) -0.001(3) 0.013(3) 0.001(3) C38 0.055(4) 0.069(5) 0.051(4) -0.003(3) 0.018(3) -0.004(3) C39 0.071(5) 0.110(8) 0.138(8) 0.051(6) 0.032(5) 0.036(5) C40 0.128(7) 0.111(8) 0.054(4) 0.011(4) 0.014(4) 0.017(6) C41 0.054(4) 0.067(5) 0.079(5) 0.014(4) 0.000(4) 0.007(4) C42 0.077(5) 0.063(5) 0.074(5) 0.025(4) 0.002(4) 0.006(4) C43 0.079(5) 0.071(5) 0.054(4) 0.015(3) 0.005(4) 0.015(4) C44 0.064(3) 0.058(5) 0.054(3) 0.005(4) 0.012(3) 0.005(4) C45 0.046(3) 0.048(5) 0.057(3) 0.004(3) 0.008(3) -0.004(3) C46 0.054(4) 0.070(6) 0.063(4) 0.009(4) 0.015(3) 0.008(4) C47 0.048(3) 0.037(4) 0.040(3) 0.000(3) 0.004(3) -0.007(3) C48 0.044(3) 0.050(4) 0.043(3) -0.001(3) 0.007(3) 0.000(3) C49 0.049(4) 0.047(5) 0.057(4) 0.008(4) 0.014(3) 0.001(4) C50 0.068(5) 0.061(6) 0.060(4) 0.013(4) 0.018(4) -0.005(4) C51 0.053(4) 0.050(4) 0.059(4) -0.004(3) 0.008(3) -0.003(3) C52 0.074(5) 0.052(5) 0.078(5) 0.005(4) 0.018(4) 0.004(4) C53 0.099(6) 0.063(6) 0.102(6) 0.002(5) 0.008(5) 0.023(5) C54 0.070(5) 0.069(6) 0.096(6) -0.002(5) 0.023(4) 0.022(4) C55 0.053(4) 0.061(5) 0.061(4) -0.009(3) 0.014(3) 0.001(4) C56 0.042(3) 0.050(4) 0.046(3) -0.005(3) 0.003(3) -0.006(3) C57 0.042(3) 0.042(4) 0.041(3) 0.000(3) 0.012(3) -0.007(3) C58 0.045(3) 0.048(4) 0.051(4) 0.004(3) 0.015(3) -0.001(3) C59 0.068(4) 0.063(5) 0.073(5) 0.004(4) 0.025(4) -0.018(4) C60 0.080(5) 0.078(6) 0.071(5) 0.017(4) 0.024(4) -0.023(4) C61 0.064(4) 0.072(5) 0.052(4) 0.005(4) 0.024(3) -0.001(4) C62 0.088(5) 0.092(7) 0.054(4) 0.015(4) 0.017(4) 0.007(5) C63 0.082(5) 0.120(8) 0.051(4) 0.008(5) 0.019(4) 0.005(5) C64 0.080(5) 0.118(8) 0.050(4) -0.002(5) 0.003(4) 0.001(5) C65 0.060(4) 0.073(5) 0.064(5) -0.007(4) 0.011(4) -0.002(4) C66 0.053(4) 0.044(4) 0.052(4) -0.004(3) 0.015(3) -0.001(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 N2 2.187(6) . ? Ru1 N1 2.196(6) . ? Ru1 P1 2.2080(19) . ? Ru1 P2 2.2159(17) . ? Ru1 Cl1 2.5674(17) . ? P1 O1 1.666(4) . ? P1 C21 1.805(7) . ? P1 C29 1.845(6) . ? P2 O2 1.660(4) . ? P2 C37 1.844(6) . ? P2 C45 1.848(6) . ? O1 C58 1.386(7) . ? O2 C48 1.388(7) . ? N1 C1 1.457(8) . ? N2 C8 1.484(8) . ? C1 C2 1.500(10) . ? C1 C8 1.569(9) . ? C2 C3 1.385(11) . ? C2 C7 1.399(11) . ? C3 C4 1.386(15) . ? C4 C5 1.345(18) . ? C5 C6 1.346(17) . ? C6 C7 1.377(14) . ? C8 C9 1.500(11) . ? C9 C14 1.361(12) . ? C9 C10 1.384(12) . ? C10 C11 1.330(15) . ? C11 C12 1.36(2) . ? C12 C13 1.36(2) . ? C13 C14 1.412(15) . ? C15 C17 1.525(9) . ? C16 C19 1.510(11) . ? C17 C22 1.371(9) . ? C17 C18 1.383(10) . ? C18 C19 1.396(10) . ? C19 C20 1.371(10) . ? C20 C21 1.393(9) . ? C21 C22 1.408(9) . ? C23 C25 1.487(10) . ? C24 C27 1.519(9) . ? C25 C26 1.386(10) . ? C25 C30 1.390(9) . ? C26 C27 1.368(10) . ? C27 C28 1.387(9) . ? C28 C29 1.390(9) . ? C29 C30 1.384(9) . ? C31 C33 1.516(9) . ? C32 C35 1.530(9) . ? C33 C34 1.373(10) . ? C33 C38 1.390(9) . ? C34 C35 1.390(9) . ? C35 C36 1.380(8) . ? C36 C37 1.405(8) . ? C37 C38 1.386(8) . ? C39 C41 1.517(10) . ? C40 C43 1.515(10) . ? C41 C42 1.371(10) . ? C41 C46 1.388(9) . ? C42 C43 1.380(10) . ? C43 C44 1.396(9) . ? C44 C45 1.395(8) . ? C45 C46 1.372(8) . ? C47 C48 1.358(8) . ? C47 C56 1.442(8) . ? C47 C57 1.484(8) . ? C48 C49 1.413(9) . ? C49 C50 1.356(9) . ? C50 C51 1.392(9) . ? C51 C52 1.419(10) . ? C51 C56 1.433(9) . ? C52 C53 1.358(10) . ? C53 C54 1.434(11) . ? C54 C55 1.360(10) . ? C55 C56 1.400(8) . ? C57 C58 1.384(8) . ? C57 C66 1.424(8) . ? C58 C59 1.395(9) . ? C59 C60 1.361(9) . ? C60 C61 1.390(9) . ? C61 C66 1.408(9) . ? C61 C62 1.435(9) . ? C62 C63 1.341(11) . ? C63 C64 1.372(11) . ? C64 C65 1.384(9) . ? C65 C66 1.412(9) . ? C67 C72 1.422(15) . ? C67 C68 1.495(16) . ? C68 C69 1.328(15) . ? C69 C70 1.309(16) . ? C70 C71 1.281(16) . ? C71 C72 1.253(15) . ? C73 C74 1.341(16) . ? C73 C78 1.402(16) . ? C74 C75 1.293(16) . ? C75 C76 1.403(18) . ? C76 C77 1.351(17) . ? C77 C78 1.354(16) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ru1 N1 76.7(2) . . ? N2 Ru1 P1 168.66(16) . . ? N1 Ru1 P1 92.01(15) . . ? N2 Ru1 P2 92.13(16) . . ? N1 Ru1 P2 166.81(16) . . ? P1 Ru1 P2 98.91(7) . . ? N2 Ru1 Cl1 81.17(16) . . ? N1 Ru1 Cl1 78.41(18) . . ? P1 Ru1 Cl1 97.91(7) . . ? P2 Ru1 Cl1 107.15(6) . . ? O1 P1 C21 99.6(3) . . ? O1 P1 C29 96.6(2) . . ? C21 P1 C29 99.6(3) . . ? O1 P1 Ru1 121.05(17) . . ? C21 P1 Ru1 124.1(2) . . ? C29 P1 Ru1 110.7(2) . . ? O2 P2 C37 100.1(3) . . ? O2 P2 C45 93.4(3) . . ? C37 P2 C45 100.5(3) . . ? O2 P2 Ru1 122.89(15) . . ? C37 P2 Ru1 124.0(2) . . ? C45 P2 Ru1 109.9(2) . . ? C58 O1 P1 126.8(4) . . ? C48 O2 P2 128.1(4) . . ? C1 N1 Ru1 115.1(4) . . ? C8 N2 Ru1 111.3(4) . . ? N1 C1 C2 113.4(6) . . ? N1 C1 C8 108.4(6) . . ? C2 C1 C8 111.4(6) . . ? C3 C2 C7 117.3(8) . . ? C3 C2 C1 119.9(8) . . ? C7 C2 C1 122.7(8) . . ? C2 C3 C4 120.3(10) . . ? C5 C4 C3 119.9(12) . . ? C4 C5 C6 122.1(13) . . ? C5 C6 C7 118.9(13) . . ? C6 C7 C2 121.4(11) . . ? N2 C8 C9 114.9(6) . . ? N2 C8 C1 106.8(5) . . ? C9 C8 C1 111.1(6) . . ? C14 C9 C10 118.7(9) . . ? C14 C9 C8 121.4(9) . . ? C10 C9 C8 119.6(9) . . ? C11 C10 C9 121.9(13) . . ? C10 C11 C12 120.4(16) . . ? C13 C12 C11 119.7(15) . . ? C12 C13 C14 120.2(15) . . ? C9 C14 C13 118.8(12) . . ? C22 C17 C18 118.6(7) . . ? C22 C17 C15 120.1(7) . . ? C18 C17 C15 121.3(7) . . ? C17 C18 C19 121.5(7) . . ? C20 C19 C18 118.6(7) . . ? C20 C19 C16 120.2(8) . . ? C18 C19 C16 121.2(7) . . ? C19 C20 C21 122.0(7) . . ? C20 C21 C22 117.5(6) . . ? C20 C21 P1 122.9(5) . . ? C22 C21 P1 119.3(5) . . ? C17 C22 C21 121.8(7) . . ? C26 C25 C30 115.8(7) . . ? C26 C25 C23 123.1(7) . . ? C30 C25 C23 121.1(7) . . ? C27 C26 C25 124.4(6) . . ? C26 C27 C28 117.8(6) . . ? C26 C27 C24 120.9(7) . . ? C28 C27 C24 121.3(7) . . ? C27 C28 C29 120.9(7) . . ? C30 C29 C28 118.7(6) . . ? C30 C29 P1 122.6(5) . . ? C28 C29 P1 118.3(5) . . ? C29 C30 C25 122.5(6) . . ? C34 C33 C38 119.2(6) . . ? C34 C33 C31 120.6(7) . . ? C38 C33 C31 120.1(6) . . ? C33 C34 C35 122.2(6) . . ? C36 C35 C34 118.2(6) . . ? C36 C35 C32 120.2(6) . . ? C34 C35 C32 121.6(6) . . ? C35 C36 C37 120.8(6) . . ? C38 C37 C36 119.4(6) . . ? C38 C37 P2 121.3(5) . . ? C36 C37 P2 119.3(5) . . ? C37 C38 C33 120.2(6) . . ? C42 C41 C46 117.0(7) . . ? C42 C41 C39 122.1(7) . . ? C46 C41 C39 120.8(7) . . ? C41 C42 C43 122.8(6) . . ? C42 C43 C44 118.6(6) . . ? C42 C43 C40 120.7(6) . . ? C44 C43 C40 120.6(6) . . ? C45 C44 C43 120.2(6) . . ? C46 C45 C44 118.4(6) . . ? C46 C45 P2 123.1(5) . . ? C44 C45 P2 118.5(5) . . ? C45 C46 C41 123.0(6) . . ? C48 C47 C56 119.2(6) . . ? C48 C47 C57 120.5(6) . . ? C56 C47 C57 120.3(5) . . ? C47 C48 O2 117.5(6) . . ? C47 C48 C49 121.9(6) . . ? O2 C48 C49 120.2(5) . . ? C50 C49 C48 119.0(7) . . ? C49 C50 C51 122.6(7) . . ? C50 C51 C52 122.2(7) . . ? C50 C51 C56 118.5(6) . . ? C52 C51 C56 119.2(6) . . ? C53 C52 C51 119.5(7) . . ? C52 C53 C54 121.7(8) . . ? C55 C54 C53 119.0(7) . . ? C54 C55 C56 121.5(7) . . ? C55 C56 C51 119.1(6) . . ? C55 C56 C47 122.3(6) . . ? C51 C56 C47 118.6(6) . . ? C58 C57 C66 117.6(5) . . ? C58 C57 C47 119.8(5) . . ? C66 C57 C47 122.5(5) . . ? C57 C58 O1 118.8(5) . . ? C57 C58 C59 122.6(6) . . ? O1 C58 C59 118.1(5) . . ? C60 C59 C58 118.8(6) . . ? C59 C60 C61 121.8(6) . . ? C60 C61 C66 119.3(6) . . ? C60 C61 C62 122.8(7) . . ? C66 C61 C62 117.8(7) . . ? C63 C62 C61 122.0(8) . . ? C62 C63 C64 119.8(7) . . ? C63 C64 C65 121.3(8) . . ? C64 C65 C66 120.1(7) . . ? C61 C66 C65 118.8(6) . . ? C61 C66 C57 119.7(5) . . ? C65 C66 C57 121.4(6) . . ? C72 C67 C68 114.1(13) . . ? C69 C68 C67 115.0(13) . . ? C70 C69 C68 123.7(16) . . ? C71 C70 C69 122.2(16) . . ? C72 C71 C70 121.8(15) . . ? C71 C72 C67 122.7(14) . . ? C74 C73 C78 121.3(15) . . ? C75 C74 C73 123.9(17) . . ? C74 C75 C76 116.6(16) . . ? C77 C76 C75 120.7(15) . . ? C76 C77 C78 122.4(16) . . ? C77 C78 C73 115.0(14) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.663 _refine_diff_density_min -0.395 _refine_diff_density_rms 0.063