# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'J. Gimeno' 'Javier Borge' 'Pascale Crochet' 'Santiago Garcia-granda' _publ_contact_author_name 'Prof J Gimeno' _publ_contact_author_address ; Dept. De Quimica Organica & Inorgan Universidad De Oviedo Facultad De Quimica Oviedo 33071 SPAIN ; _publ_contact_author_email JGH@SAURON.QUIMICA.UNIOVI.ES _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Novel ruthenium(II) complexes containing imino- or aminophosphine ligands for catalytic transfer hydrogenation ; _publ_section_exptl_prep ; Data collection was performed, at room temperature,on a Nonius CAD4 single crystal diffractometer.Data were collected with a variable scan rate, with a maximum scan time of 60 sper reflection.The final drift correction factors were between 0.99 and 1.02.A semiempirical absorption correction was applied using \Y scans (North et al., 1968) resulting in maximum and minimum correction factorsof 1.00 and 0.85, respectively.On all reflections, profile analysis (Grant & Gabe, 1978; Lehman & Larsen, 1974) was performed.Lorentz and polarization corrections were applied and the data were reduced toF~o~^2^ values. ; _publ_section_exptl_refinement ; The structure was solved by Patterson methods and phase expansion.Anisotropic least-squares refinement. All non-hydrogen atoms were anisotropically refined.Hydrogen atoms were geometrically placed riding on their parent atoms withisotropic displacement parameters set to 1.2 times the U~eq~ of the atomsto which they are attached (1.5 for methyl groups).Geometrical calculations made with PARST97 (Nardelli, 1995).Distance C11-C11_$1 > 3.600(4)\%A. Least-squares plane (1) -12.2303 x + 0.0000 y + 14.4144 z >3.6036 (x,y,z in crystal coordinates) and deviations from it(* indicates atom used to define plane):0.0181 (* P), -0.0181 (* P_$1), -0.0213 (* N), 0.0213 (* N_$1) and 0.0000 (Ru). Rms deviation of fitted atoms >0.0197.Least- squares plane (2) -1.6278 x - 2.4731 y + 18.1960 z = 5.4041 (x,y,z in crystal coordinates) and deviations from it(* indicates atom used to define plane):-0.0020 (* C11), 0.0037 (* C12), -0.0012 (* C13), -0.0030 (* C14), 0.0046 (* C15) and -0.0021 (C16). Rms deviation of fitted atoms = 0.0030.Least-squares plane (3) -1.6278 x - 2.4731 y + 18.1960 z = 3.6939 (x,y,z in crystal coordinates) and deviations from it(* indicates atom used to define plane):-0.0020 (* C11_$1), -0.0037 (* C12_$1), 0.0012 (* C13_$1), 0.0030 (* C14_$1), -0.0046 (* C15_$1) and 0.0021 (C16_$1). Rms deviation of fitted atoms = 0.0030.Angle between plane (2) and plane (3) = 16.44(9)\%.($1 stands for the symmetry operation -x,+y,-z+1/2).All calculations were made at the University of Oviedo on the X-Ray groupcomputers. ; _publ_section_references ; Beurskens, P. T., Beurskens, G., Gelder, R. de, Garc\'ia-Granda, S.,Gould, R. O., Israel, R. & Smits, J. M. M. (1999). The DIRDIF-99 programsystem, Crystallography Laboratory, University of Nijmegen, The Netherlands.Grant, D. F. & Gabe, E. J. (1978). J. Appl. Cryst. 11, 114-120.Lehman, M. S. & Larsen, F. K. (1974). Acta Cryst. A30, 580-584.Nardelli, M. (1995). J. Appl. Cryst. 28, 659. North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968).Acta Cryst. A24, 351-359.Parkin, S., Moezzi, B. & Hope, H. (1995). J. Appl. Cryst. 28, 53-56.Sheldrick, G. M. (1997). SHELXL-97. University of Gottingen. A computerprogram for refinement of crystal structures.Spek, A. L. (2001). PLATON. A Multipurpose Crystallographic Tool, UtrechtUniversity, Utrecht, The Netherlands. ; data_4d _database_code_CSD 199894 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C51 H52 Cl2 N2 P2 Ru' _chemical_formula_weight 926.86 _chemical_compound_source synthesis 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' Cl Cl 0.1484 0.1585 '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' Ru Ru -1.2594 0.8363 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 14.816(3) _cell_length_b 17.296(4) _cell_length_c 18.660(5) _cell_angle_alpha 90.00 _cell_angle_beta 106.21(3) _cell_angle_gamma 90.00 _cell_volume 4591.3(19) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 14.480 _cell_measurement_theta_max 17.340 _exptl_crystal_description prismatic _exptl_crystal_colour red _exptl_crystal_preparation ; Crystallization solvents: hexane, toluene and dichloromethane ; _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.341 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 0.564 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'XABS2 (Parkin et al., 1995)' _exptl_absorpt_correction_T_min 0.398 _exptl_absorpt_correction_T_max 1.000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius CAD-4 diffractometer' _diffrn_measurement_method \w-2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 2.63 _diffrn_reflns_number 4952 _diffrn_reflns_av_R_equivalents 0.0410 _diffrn_reflns_av_sigmaI/netI 0.0387 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.98 _reflns_number_total 4499 _reflns_number_gt 3453 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD-4 EXPRESS (Enraf-Nonius, 1994)' _computing_cell_refinement 'CRYSDA (Beurskens et al., 1999)' _computing_data_reduction 'REFLEX (Garcia-Granda et al., 1999)' _computing_structure_solution 'DIRDIF-99.2 (Beurskens et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2001)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0765P)^2^+1.4864P] 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 4499 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0655 _refine_ls_R_factor_gt 0.0414 _refine_ls_wR_factor_ref 0.1175 _refine_ls_wR_factor_gt 0.1069 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru Ru 0.0000 0.093423(18) 0.2500 0.02520(12) Uani 1 2 d S . . Cl Cl 0.10061(5) 0.08803(5) 0.16810(4) 0.0370(2) Uani 1 1 d . . . P P 0.09881(5) 0.17321(4) 0.33509(4) 0.02810(19) Uani 1 1 d . . . C11 C 0.0815(2) 0.27729(18) 0.34186(16) 0.0339(7) Uani 1 1 d . . . C12 C 0.1541(3) 0.3302(2) 0.3559(2) 0.0454(8) Uani 1 1 d . . . H12 H 0.2148 0.3134 0.3594 0.054 Uiso 1 1 calc R . . C13 C 0.1378(3) 0.4080(2) 0.3647(3) 0.0662(12) Uani 1 1 d . . . H13 H 0.1870 0.4433 0.3738 0.079 Uiso 1 1 calc R . . C14 C 0.0479(4) 0.4325(3) 0.3599(3) 0.0763(14) Uani 1 1 d . . . H14 H 0.0364 0.4847 0.3656 0.092 Uiso 1 1 calc R . . C15 C -0.0242(3) 0.3810(3) 0.3469(3) 0.0688(13) Uani 1 1 d . . . H15 H -0.0845 0.3982 0.3443 0.083 Uiso 1 1 calc R . . C16 C -0.0086(2) 0.3034(2) 0.3374(2) 0.0477(9) Uani 1 1 d . . . H16 H -0.0584 0.2687 0.3279 0.057 Uiso 1 1 calc R . . C21 C 0.2250(2) 0.16535(17) 0.34118(17) 0.0323(6) Uani 1 1 d . . . C22 C 0.2556(2) 0.18596(19) 0.27974(19) 0.0412(8) Uani 1 1 d . . . H22 H 0.2135 0.2079 0.2381 0.049 Uiso 1 1 calc R . . C23 C 0.3483(3) 0.1740(2) 0.2800(2) 0.0522(9) Uani 1 1 d . . . H23 H 0.3681 0.1882 0.2388 0.063 Uiso 1 1 calc R . . C24 C 0.4111(3) 0.1411(2) 0.3415(3) 0.0633(11) Uani 1 1 d . . . H24 H 0.4728 0.1321 0.3411 0.076 Uiso 1 1 calc R . . C25 C 0.3829(3) 0.1217(2) 0.4029(3) 0.0614(11) Uani 1 1 d . . . H25 H 0.4258 0.1002 0.4444 0.074 Uiso 1 1 calc R . . C26 C 0.2902(2) 0.1340(2) 0.4035(2) 0.0466(8) Uani 1 1 d . . . H26 H 0.2715 0.1213 0.4457 0.056 Uiso 1 1 calc R . . C31 C 0.0978(2) 0.14250(18) 0.42882(15) 0.0319(6) Uani 1 1 d . . . C32 C 0.0937(2) 0.1936(2) 0.48427(17) 0.0404(8) Uani 1 1 d . . . H32 H 0.0924 0.2464 0.4745 0.049 Uiso 1 1 calc R . . C33 C 0.0912(3) 0.1684(2) 0.55481(19) 0.0508(9) Uani 1 1 d . . . H33 H 0.0853 0.2040 0.5906 0.061 Uiso 1 1 calc R . . C34 C -0.0975(3) 0.0910(2) -0.07112(18) 0.0473(9) Uani 1 1 d . . . H34 H -0.0973 0.0739 -0.1183 0.057 Uiso 1 1 calc R . . C35 C -0.1043(2) 0.0383(2) -0.01682(16) 0.0396(7) Uani 1 1 d . . . H35 H -0.1100 -0.0142 -0.0282 0.048 Uiso 1 1 calc R . . C36 C 0.1026(2) 0.06295(19) 0.44570(15) 0.0326(6) Uani 1 1 d . . . C1 C 0.1110(2) 0.00255(19) 0.39322(16) 0.0366(7) Uani 1 1 d . . . H1 H 0.1379 -0.0436 0.4143 0.044 Uiso 1 1 calc R . . N N 0.08573(18) 0.00519(15) 0.32127(13) 0.0321(6) Uani 1 1 d . . . C41 C 0.1188(3) -0.0624(2) 0.28468(18) 0.0455(8) Uani 1 1 d . . . H41 H 0.0824 -0.0627 0.2320 0.055 Uiso 1 1 calc R . . C42 C 0.1036(4) -0.1410(2) 0.3181(2) 0.0729(14) Uani 1 1 d . . . H42A H 0.0383 -0.1471 0.3151 0.109 Uiso 1 1 calc R . . H42B H 0.1402 -0.1431 0.3694 0.109 Uiso 1 1 calc R . . H42C H 0.1230 -0.1817 0.2907 0.109 Uiso 1 1 calc R . . C43 C 0.2210(3) -0.0499(3) 0.2876(2) 0.0693(13) Uani 1 1 d . . . H43A H 0.2279 -0.0005 0.2663 0.104 Uiso 1 1 calc R . . H43B H 0.2409 -0.0899 0.2597 0.104 Uiso 1 1 calc R . . H43C H 0.2589 -0.0515 0.3385 0.104 Uiso 1 1 calc R . . C91 C 0.7177(12) 0.1829(8) 0.4710(6) 0.178(5) Uani 1 1 d . . . H91 H 0.6960 0.1353 0.4501 0.214 Uiso 0.50 1 calc PR A 1 C94 C 0.6906(8) 0.1250(7) 0.4515(5) 0.226(18) Uani 0.50 1 d P B 2 H94A H 0.7318 0.1008 0.4266 0.339 Uiso 0.50 1 calc PR B 2 H94B H 0.6289 0.1297 0.4174 0.339 Uiso 0.50 1 calc PR B 2 H94C H 0.6874 0.0940 0.4934 0.339 Uiso 0.50 1 calc PR B 2 C92 C 0.7994(8) 0.2100(7) 0.4629(5) 0.152(5) Uani 1 1 d R B . H92 H 0.8324 0.1809 0.4368 0.182 Uiso 1 1 calc R . . C93 C 0.8340(10) 0.2782(10) 0.4917(6) 0.190(7) Uani 1 1 d . . . H93 H 0.8903 0.2976 0.4864 0.228 Uiso 1 1 calc R B . 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 Ru 0.02620(19) 0.02503(19) 0.02447(17) 0.000 0.00724(12) 0.000 Cl 0.0339(4) 0.0461(5) 0.0337(4) -0.0034(3) 0.0138(3) -0.0004(3) P 0.0273(4) 0.0275(4) 0.0285(4) -0.0012(3) 0.0063(3) -0.0004(3) C11 0.0360(16) 0.0282(16) 0.0351(15) -0.0021(12) 0.0057(12) 0.0042(13) C12 0.0385(19) 0.0319(18) 0.064(2) -0.0065(16) 0.0118(16) 0.0002(15) C13 0.067(3) 0.032(2) 0.097(3) -0.012(2) 0.017(2) -0.0057(19) C14 0.078(3) 0.038(2) 0.104(4) -0.016(2) 0.009(3) 0.020(2) C15 0.048(2) 0.058(3) 0.092(3) -0.021(2) 0.006(2) 0.021(2) C16 0.0373(19) 0.047(2) 0.055(2) -0.0120(17) 0.0056(15) 0.0035(16) C21 0.0252(14) 0.0281(15) 0.0415(16) -0.0016(13) 0.0057(12) 0.0008(12) C22 0.0365(17) 0.0372(18) 0.0502(18) -0.0033(15) 0.0127(15) -0.0035(15) C23 0.046(2) 0.045(2) 0.072(2) -0.0051(18) 0.0282(19) -0.0032(17) C24 0.036(2) 0.052(2) 0.107(3) 0.001(2) 0.028(2) 0.0045(18) C25 0.034(2) 0.057(2) 0.084(3) 0.010(2) 0.0014(19) 0.0075(18) C26 0.0338(17) 0.049(2) 0.054(2) 0.0068(17) 0.0068(15) 0.0027(16) C31 0.0306(15) 0.0359(17) 0.0275(13) -0.0018(12) 0.0052(11) -0.0028(13) C32 0.0459(19) 0.0377(18) 0.0365(16) -0.0056(14) 0.0097(14) -0.0034(15) C33 0.064(2) 0.052(2) 0.0390(17) -0.0124(16) 0.0191(17) -0.0069(19) C34 0.056(2) 0.060(2) 0.0278(15) 0.0009(15) 0.0142(15) 0.0073(18) C35 0.0416(18) 0.0419(18) 0.0334(15) -0.0025(13) 0.0072(13) 0.0025(15) C36 0.0307(15) 0.0388(17) 0.0265(13) -0.0018(12) 0.0051(12) -0.0004(13) C1 0.0409(17) 0.0337(17) 0.0336(15) 0.0031(13) 0.0077(13) 0.0041(14) N 0.0359(14) 0.0300(14) 0.0304(12) -0.0003(10) 0.0093(10) 0.0061(11) C41 0.058(2) 0.0401(19) 0.0374(16) -0.0012(15) 0.0121(16) 0.0196(17) C42 0.122(4) 0.036(2) 0.057(2) -0.0019(18) 0.020(3) 0.024(2) C43 0.063(3) 0.088(3) 0.060(2) -0.005(2) 0.021(2) 0.038(3) C91 0.186(13) 0.193(12) 0.135(8) 0.047(8) 0.010(8) 0.086(11) C94 0.21(3) 0.131(18) 0.23(3) 0.035(17) -0.11(2) 0.000(18) C92 0.139(9) 0.231(14) 0.097(6) 0.030(7) 0.052(6) 0.105(9) C93 0.193(13) 0.255(16) 0.140(9) 0.060(9) 0.074(9) 0.139(13) _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 Ru N 2.183(2) . ? Ru N 2.183(2) 2 ? Ru P 2.2957(9) 2 ? Ru P 2.2957(9) . ? Ru Cl 2.4164(9) . ? Ru Cl 2.4164(9) 2 ? P C11 1.828(3) . ? P C31 1.832(3) . ? P C21 1.846(3) . ? C11 C12 1.380(5) . ? C11 C16 1.389(5) . ? C12 C13 1.384(5) . ? C12 H12 0.9300 . ? C13 C14 1.377(7) . ? C13 H13 0.9300 . ? C14 C15 1.360(7) . ? C14 H14 0.9300 . ? C15 C16 1.382(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C21 C22 1.392(5) . ? C21 C26 1.397(4) . ? C22 C23 1.387(5) . ? C22 H22 0.9300 . ? C23 C24 1.382(6) . ? C23 H23 0.9300 . ? C24 C25 1.366(6) . ? C24 H24 0.9300 . ? C25 C26 1.394(5) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C31 C32 1.375(4) . ? C31 C36 1.409(4) . ? C32 C33 1.397(5) . ? C32 H32 0.9300 . ? C33 C34 1.371(5) 2 ? C33 H33 0.9300 . ? C34 C33 1.371(5) 2 ? C34 C35 1.387(4) . ? C34 H34 0.9300 . ? C35 C36 1.388(4) 2 ? C35 H35 0.9300 . ? C36 C35 1.388(4) 2 ? C36 C1 1.461(4) . ? C1 N 1.290(4) . ? C1 H1 0.9300 . ? N C41 1.504(4) . ? C41 C43 1.515(6) . ? C41 C42 1.537(5) . ? C41 H41 0.9800 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C91 C94 1.103(18) . ? C91 C92 1.345(18) . ? C91 C93 1.348(14) 7_656 ? C91 H91 0.9300 . ? C94 H94A 0.9600 . ? C94 H94B 0.9600 . ? C94 H94C 0.9600 . ? C92 C93 1.338(17) . ? C92 H92 0.9300 . ? C93 C91 1.348(14) 7_656 ? C93 H93 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N Ru N 91.32(14) . 2 ? N Ru P 172.54(7) . 2 ? N Ru P 81.30(7) 2 2 ? N Ru P 81.30(7) . . ? N Ru P 172.54(7) 2 . ? P Ru P 106.10(5) 2 . ? N Ru Cl 90.09(7) . . ? N Ru Cl 86.82(7) 2 . ? P Ru Cl 88.43(3) 2 . ? P Ru Cl 94.23(3) . . ? N Ru Cl 86.82(7) . 2 ? N Ru Cl 90.09(7) 2 2 ? P Ru Cl 94.23(3) 2 2 ? P Ru Cl 88.43(3) . 2 ? Cl Ru Cl 175.58(4) . 2 ? C11 P C31 100.42(14) . . ? C11 P C21 103.14(14) . . ? C31 P C21 101.41(14) . . ? C11 P Ru 124.42(10) . . ? C31 P Ru 108.21(10) . . ? C21 P Ru 115.95(10) . . ? C12 C11 C16 118.7(3) . . ? C12 C11 P 123.3(3) . . ? C16 C11 P 117.8(3) . . ? C11 C12 C13 121.0(4) . . ? C11 C12 H12 119.5 . . ? C13 C12 H12 119.5 . . ? C14 C13 C12 119.3(4) . . ? C14 C13 H13 120.3 . . ? C12 C13 H13 120.3 . . ? C15 C14 C13 120.5(4) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C16 120.5(4) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C11 120.1(4) . . ? C15 C16 H16 120.0 . . ? C11 C16 H16 120.0 . . ? C22 C21 C26 118.5(3) . . ? C22 C21 P 119.2(2) . . ? C26 C21 P 122.2(2) . . ? C23 C22 C21 120.6(3) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C24 C23 C22 120.1(4) . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C25 C24 C23 120.3(4) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C24 C25 C26 120.1(4) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 120.5(3) . . ? C25 C26 H26 119.8 . . ? C21 C26 H26 119.8 . . ? C32 C31 C36 118.0(3) . . ? C32 C31 P 123.1(2) . . ? C36 C31 P 118.9(2) . . ? C31 C32 C33 121.8(3) . . ? C31 C32 H32 119.1 . . ? C33 C32 H32 119.1 . . ? C34 C33 C32 119.8(3) 2 . ? C34 C33 H33 120.1 2 . ? C32 C33 H33 120.1 . . ? C33 C34 C35 119.6(3) 2 . ? C33 C34 H34 120.2 2 . ? C35 C34 H34 120.2 . . ? C34 C35 C36 120.7(3) . 2 ? C34 C35 H35 119.6 . . ? C36 C35 H35 119.6 2 . ? C35 C36 C31 120.0(3) 2 . ? C35 C36 C1 116.0(3) 2 . ? C31 C36 C1 123.8(3) . . ? N C1 C36 128.2(3) . . ? N C1 H1 115.9 . . ? C36 C1 H1 115.9 . . ? C1 N C41 114.1(3) . . ? C1 N Ru 127.5(2) . . ? C41 N Ru 118.36(18) . . ? N C41 C43 108.8(3) . . ? N C41 C42 113.6(3) . . ? C43 C41 C42 111.7(3) . . ? N C41 H41 107.5 . . ? C43 C41 H41 107.5 . . ? C42 C41 H41 107.5 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C94 C91 C92 122.4(16) . . ? C94 C91 C93 115(2) . 7_656 ? C92 C91 C93 122.8(14) . 7_656 ? C94 C91 H91 5.7 . . ? C92 C91 H91 118.6 . . ? C93 C91 H91 118.6 7_656 . ? C91 C94 H94A 109.5 . . ? C91 C94 H94B 109.5 . . ? H94A C94 H94B 109.5 . . ? C91 C94 H94C 109.5 . . ? H94A C94 H94C 109.5 . . ? H94B C94 H94C 109.5 . . ? C93 C92 C91 121.2(11) . . ? C93 C92 H92 119.4 . . ? C91 C92 H92 119.4 . . ? C92 C93 C91 116.0(16) . 7_656 ? C92 C93 H93 122.0 . . ? C91 C93 H93 122.0 7_656 . ? 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 N Ru P C11 -169.12(14) . . . . ? N Ru P C11 -160.7(5) 2 . . . ? P Ru P C11 11.85(12) 2 . . . ? Cl Ru P C11 101.44(13) . . . . ? Cl Ru P C11 -82.10(13) 2 . . . ? N Ru P C31 -51.97(12) . . . . ? N Ru P C31 -43.6(5) 2 . . . ? P Ru P C31 129.00(11) 2 . . . ? Cl Ru P C31 -141.41(11) . . . . ? Cl Ru P C31 35.05(11) 2 . . . ? N Ru P C21 61.09(13) . . . . ? N Ru P C21 69.5(5) 2 . . . ? P Ru P C21 -117.94(12) 2 . . . ? Cl Ru P C21 -28.35(11) . . . . ? Cl Ru P C21 148.11(11) 2 . . . ? C31 P C11 C12 98.8(3) . . . . ? C21 P C11 C12 -5.6(3) . . . . ? Ru P C11 C12 -140.5(3) . . . . ? C31 P C11 C16 -77.0(3) . . . . ? C21 P C11 C16 178.6(3) . . . . ? Ru P C11 C16 43.8(3) . . . . ? C16 C11 C12 C13 -0.5(6) . . . . ? P C11 C12 C13 -176.2(3) . . . . ? C11 C12 C13 C14 0.4(7) . . . . ? C12 C13 C14 C15 0.2(8) . . . . ? C13 C14 C15 C16 -0.8(8) . . . . ? C14 C15 C16 C11 0.7(7) . . . . ? C12 C11 C16 C15 -0.1(5) . . . . ? P C11 C16 C15 175.9(3) . . . . ? C11 P C21 C22 -74.9(3) . . . . ? C31 P C21 C22 -178.6(3) . . . . ? Ru P C21 C22 64.5(3) . . . . ? C11 P C21 C26 109.9(3) . . . . ? C31 P C21 C26 6.2(3) . . . . ? Ru P C21 C26 -110.7(3) . . . . ? C26 C21 C22 C23 1.4(5) . . . . ? P C21 C22 C23 -174.0(3) . . . . ? C21 C22 C23 C24 0.3(6) . . . . ? C22 C23 C24 C25 -1.4(6) . . . . ? C23 C24 C25 C26 0.9(7) . . . . ? C24 C25 C26 C21 0.8(6) . . . . ? C22 C21 C26 C25 -1.9(5) . . . . ? P C21 C26 C25 173.3(3) . . . . ? C11 P C31 C32 -5.3(3) . . . . ? C21 P C31 C32 100.5(3) . . . . ? Ru P C31 C32 -137.0(3) . . . . ? C11 P C31 C36 175.5(2) . . . . ? C21 P C31 C36 -78.7(3) . . . . ? Ru P C31 C36 43.7(3) . . . . ? C36 C31 C32 C33 -2.0(5) . . . . ? P C31 C32 C33 178.8(3) . . . . ? C31 C32 C33 C34 3.1(6) . . . 2 ? C33 C34 C35 C36 -1.5(6) 2 . . 2 ? C32 C31 C36 C35 -0.9(4) . . . 2 ? P C31 C36 C35 178.4(2) . . . 2 ? C32 C31 C36 C1 -177.5(3) . . . . ? P C31 C36 C1 1.7(4) . . . . ? C35 C36 C1 N 158.6(3) 2 . . . ? C31 C36 C1 N -24.6(5) . . . . ? C36 C1 N C41 170.5(3) . . . . ? C36 C1 N Ru -11.1(5) . . . . ? N Ru N C1 -133.5(3) 2 . . . ? P Ru N C1 -141.8(4) 2 . . . ? P Ru N C1 45.5(3) . . . . ? Cl Ru N C1 139.7(3) . . . . ? Cl Ru N C1 -43.4(3) 2 . . . ? N Ru N C41 44.9(2) 2 . . . ? P Ru N C41 36.6(6) 2 . . . ? P Ru N C41 -136.2(2) . . . . ? Cl Ru N C41 -41.9(2) . . . . ? Cl Ru N C41 134.9(2) 2 . . . ? C1 N C41 C43 -79.3(4) . . . . ? Ru N C41 C43 102.1(3) . . . . ? C1 N C41 C42 45.7(4) . . . . ? Ru N C41 C42 -132.9(3) . . . . ? C94 C91 C92 C93 -175.2(8) . . . . ? C93 C91 C92 C93 -0.1(19) 7_656 . . . ? C91 C92 C93 C91 0.1(18) . . . 7_656 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.98 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.493 _refine_diff_density_min -0.960 _refine_diff_density_rms 0.094