# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'newhahn_pub.cif' _audit_update_record ; 2011-07-17 # Formatted by publCIF ; #============================================================================ _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; # #------------------------------------------------------------------------- # 1. SUBMISSION DETAILS # _publ_contact_author_name 'Daran, Jean-Claude' _publ_contact_author_address ; Laboratoire de Chimie de Coordination UPR-CNRS 8241 205, route de Narbonne 31077 Toulouse cedex, France ; _publ_contact_author_phone ' (33) 5 61 33 31 18 ' _publ_contact_author_fax ' (33) 5 61 55 30 03 ' _publ_contact_author_email daran@lcc-toulouse.fr _publ_requested_category ? _publ_requested_coeditor_name ? #============================================================================ # 2. TITLE AND AUTHOR LIST _publ_section_title ; Highly Diastereoselective Cycloaddition of Diarylnitrilimines to the C=S bond of (1R)-Thiocamphor as Source of Chiral Spiro-1,3,4-thiadiazoles ; loop_ _publ_author_name _publ_author_address 'My Y. Youssef Ait Itto' ; D\'epartement de Chimie Facult\'e des Sciences Semlalia, Universit\'e Cadi Ayyad, BP 2390, Marrakech, Morocco. ; 'A. Feddouli' ; D\'epartement de Chimie Facult\'e des Sciences Semlalia, Universit\'e Cadi Ayyad, BP 2390, Marrakech, Morocco. ; 'A. Boutalib' ; D\'epartement de Chimie Facult\'e des Sciences Semlalia, Universit\'e Cadi Ayyad, BP 2390, Marrakech, Morocco. ; 'Abdelkhalek Riahi' ; UMR 6519 "R\'eactions s\'electives et applications", Universit\'e de Reims Champagne-Ardenne, Facult\'e des Sciences, Moulin de la Housse, BP 1039, 51687 Reims, cedex 2, France. ; 'Jean-Claude Daran' ; Laboratoire de Chimie de Coordination UPR-CNRS 8241 205, route de Narbonne 31077 Toulouse cedex, France ; 'Philippe Kalck' '' 'Maryse Gouygou' '' #============================================================== data_3 _database_code_depnum_ccdc_archive 'CCDC 899803' #TrackingRef 'newhahn_pub.cif' _audit_update_record ; 2012-08-29 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H40 Cl2 P4 Ru, C H2 Cl2' _chemical_formula_sum 'C51 H42 Cl4 P4 Ru' _chemical_formula_weight 1021.60 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' 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 tetragonal _symmetry_space_group_name_H-M 'I 41/a' _symmetry_space_group_name_Hall '-I 4ad' _symmetry_Int_Tables_number 88 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z' '-y+3/4, x+1/4, z+1/4' 'y+1/4, -x+1/4, z+1/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1, z+1/2' '-y+5/4, x+3/4, z+3/4' 'y+3/4, -x+3/4, z+3/4' '-x, -y, -z' 'x, y-1/2, -z' 'y-3/4, -x-1/4, -z-1/4' '-y-1/4, x-1/4, -z-1/4' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' '-y+1/4, x+1/4, -z+1/4' _cell_length_a 25.8002(14) _cell_length_b 25.8002(14) _cell_length_c 35.4669(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 23609(2) _cell_formula_units_Z 16 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 7336 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 19.61 _cell_measurement_wavelength 0.71073 _exptl_crystal_description parallelepiped _exptl_crystal_colour yellow _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.15 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 8320 _exptl_absorpt_coefficient_mu 0.583 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.946 _exptl_absorpt_correction_T_max 0.954 _exptl_special_details ; One of the phenyl attached to P2 is disordered over two positions. Two sets of positions were defined for the atoms of this group and the site occupation factor of each conformation were refined while restraining their sum to unity. The site occupation factor of the major conformation refined to 0.76(1).Similarity restraints with tolerance s.u.s of 0.005 \%A were applied to the chemically equivalent bond lengths and angles involving all disordered atoms, while neighbouring atoms within and between each conformation were restrained to have similar atomic displacement parameters within a tolerance s.u. of 0.01 \%A^2^. The dichloromethane solvate was also disordered over two positions and similaar procedures were applied to refine the disordered model. ; _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 'Bruker Kappa APEX II' _diffrn_measurement_method \w-\f _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 155458 _diffrn_reflns_av_R_equivalents 0.1413 _diffrn_reflns_av_sigmaI/netI 0.0905 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 0.98 _diffrn_reflns_theta_max 25.35 _reflns_number_total 10818 _reflns_number_gt 6742 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART (Bruker, 2010)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 2010)' _computing_structure_solution 'SIR92 (Giacovazzo et al, 1993)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPIII (Burnett & Johnson, 1996); Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0780P)^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_number_reflns 10818 _refine_ls_number_parameters 580 _refine_ls_number_restraints 204 _refine_ls_R_factor_all 0.1086 _refine_ls_R_factor_gt 0.0585 _refine_ls_wR_factor_ref 0.1492 _refine_ls_wR_factor_gt 0.1351 _refine_ls_goodness_of_fit_ref 0.984 _refine_ls_restrained_S_all 0.984 _refine_ls_shift/su_max 0.004 _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 0.400887(15) 0.482403(15) 0.690074(10) 0.03199(13) Uani 1 1 d . A . Cl1 Cl 0.43186(5) 0.41869(5) 0.73608(4) 0.0487(4) Uani 1 1 d . . . Cl2 Cl 0.47156(5) 0.46002(5) 0.64613(3) 0.0435(3) Uani 1 1 d . . . C1 C 0.34816(19) 0.46444(17) 0.61358(12) 0.0361(12) Uani 1 1 d . A . H1A H 0.3137 0.4657 0.6013 0.043 Uiso 1 1 calc R . . H1B H 0.3752 0.4548 0.5950 0.043 Uiso 1 1 calc R . . C2 C 0.40937(17) 0.5373(2) 0.76623(12) 0.0371(12) Uani 1 1 d . A . H2A H 0.4214 0.5118 0.7852 0.044 Uiso 1 1 calc R . . H2B H 0.4033 0.5714 0.7782 0.044 Uiso 1 1 calc R . . P1 P 0.36386(5) 0.52418(5) 0.63979(3) 0.0322(3) Uani 1 1 d . A . C11 C 0.38992(19) 0.56908(17) 0.60536(12) 0.0325(11) Uani 1 1 d . . . C12 C 0.3556(2) 0.60960(18) 0.59778(12) 0.0368(12) Uani 1 1 d . . . C13 C 0.30633(19) 0.60498(18) 0.61837(12) 0.0356(12) Uani 1 1 d . . . C14 C 0.30286(18) 0.55989(18) 0.64022(13) 0.0332(11) Uani 1 1 d . . . C111 C 0.43663(19) 0.56546(19) 0.58624(13) 0.0389(12) Uani 1 1 d . . . H111 H 0.4600 0.5379 0.5913 0.047 Uiso 1 1 calc R . . C112 C 0.4486(2) 0.6037(2) 0.55912(14) 0.0470(14) Uani 1 1 d . . . H112 H 0.4802 0.6019 0.5455 0.056 Uiso 1 1 calc R . . C113 C 0.4147(2) 0.6435(2) 0.55247(15) 0.0509(15) Uani 1 1 d . . . H113 H 0.4233 0.6693 0.5344 0.061 Uiso 1 1 calc R . . C114 C 0.3674(2) 0.64683(19) 0.57171(14) 0.0437(13) Uani 1 1 d . . . H114 H 0.3440 0.6744 0.5668 0.052 Uiso 1 1 calc R . . C141 C 0.25699(19) 0.5469(2) 0.65916(13) 0.0406(13) Uani 1 1 d . . . H141 H 0.2549 0.5163 0.6740 0.049 Uiso 1 1 calc R . . C142 C 0.2150(2) 0.5796(2) 0.65578(14) 0.0502(15) Uani 1 1 d . . . H142 H 0.1834 0.5710 0.6681 0.060 Uiso 1 1 calc R . . C143 C 0.2183(2) 0.6243(3) 0.63492(16) 0.0612(17) Uani 1 1 d . . . H143 H 0.1889 0.6463 0.6331 0.073 Uiso 1 1 calc R . . C144 C 0.2640(2) 0.6380(2) 0.61628(15) 0.0513(15) Uani 1 1 d . . . H144 H 0.2661 0.6694 0.6024 0.062 Uiso 1 1 calc R . . P2 P 0.34907(5) 0.42358(5) 0.65593(3) 0.0366(3) Uani 1 1 d D . . C211 C 0.2817(2) 0.40985(19) 0.66702(14) 0.0434(13) Uani 1 1 d D A . C212 C 0.2416(2) 0.4145(2) 0.64242(18) 0.0658(17) Uani 1 1 d D . . H8 H 0.2482 0.4254 0.6173 0.079 Uiso 1 1 calc R A . C213 C 0.1907(2) 0.4036(3) 0.6535(2) 0.085(2) Uani 1 1 d D A . H9 H 0.1632 0.4072 0.6358 0.102 Uiso 1 1 calc R . . C214 C 0.1800(3) 0.3879(3) 0.6895(2) 0.088(2) Uani 1 1 d D . . H10 H 0.1455 0.3800 0.6969 0.106 Uiso 1 1 calc R A . C215 C 0.2204(3) 0.3838(3) 0.7145(2) 0.088(2) Uani 1 1 d D A . H11 H 0.2135 0.3742 0.7399 0.105 Uiso 1 1 calc R . . C216 C 0.2709(2) 0.3935(2) 0.70338(16) 0.0673(18) Uani 1 1 d D . . H12 H 0.2985 0.3889 0.7209 0.081 Uiso 1 1 calc R A . C221 C 0.3734(5) 0.3613(3) 0.6408(2) 0.0531(16) Uani 0.76 1 d PU A 1 C222 C 0.4181(3) 0.3404(3) 0.6578(2) 0.0646(18) Uani 0.76 1 d PU A 1 H222 H 0.4353 0.3588 0.6773 0.078 Uiso 0.76 1 calc PR A 1 C223 C 0.4369(4) 0.2929(3) 0.6458(3) 0.086(2) Uani 0.76 1 d PU A 1 H223 H 0.4673 0.2786 0.6568 0.104 Uiso 0.76 1 calc PR A 1 C224 C 0.4110(6) 0.2668(4) 0.6179(3) 0.091(2) Uani 0.76 1 d PU A 1 H224 H 0.4239 0.2340 0.6101 0.109 Uiso 0.76 1 calc PR A 1 C225 C 0.3669(4) 0.2860(3) 0.6007(3) 0.087(2) Uani 0.76 1 d PU A 1 H225 H 0.3501 0.2676 0.5810 0.104 Uiso 0.76 1 calc PR A 1 C226 C 0.3480(4) 0.3342(3) 0.6135(2) 0.0714(19) Uani 0.76 1 d PU A 1 H226 H 0.3171 0.3480 0.6029 0.086 Uiso 0.76 1 calc PR A 1 C22A C 0.3724(12) 0.3587(6) 0.6426(5) 0.063(3) Uani 0.24 1 d PGDU A 2 C22B C 0.3797(10) 0.3226(7) 0.6712(4) 0.071(3) Uani 0.24 1 d PGDU A 2 H22B H 0.3723 0.3317 0.6966 0.086 Uiso 0.24 1 calc PR A 2 C22C C 0.3978(10) 0.2732(6) 0.6626(5) 0.085(3) Uani 0.24 1 d PGDU A 2 H22C H 0.4027 0.2485 0.6822 0.102 Uiso 0.24 1 calc PR A 2 C22D C 0.4086(13) 0.2599(6) 0.6255(6) 0.087(3) Uani 0.24 1 d PGDU A 2 H22D H 0.4209 0.2262 0.6196 0.105 Uiso 0.24 1 calc PR A 2 C22E C 0.4013(11) 0.2960(7) 0.5969(4) 0.083(3) Uani 0.24 1 d PGDU A 2 H22E H 0.4087 0.2869 0.5715 0.100 Uiso 0.24 1 calc PR A 2 C22F C 0.3832(10) 0.3454(6) 0.6054(4) 0.071(3) Uani 0.24 1 d PGDU A 2 H22F H 0.3783 0.3700 0.5858 0.085 Uiso 0.24 1 calc PR A 2 P3 P 0.35351(5) 0.51414(5) 0.73878(3) 0.0361(3) Uani 1 1 d . . . C31 C 0.31054(18) 0.5698(2) 0.73710(13) 0.0381(12) Uani 1 1 d . A . C32 C 0.2656(2) 0.5614(2) 0.75853(14) 0.0452(14) Uani 1 1 d . . . C33 C 0.26538(19) 0.5105(2) 0.77717(13) 0.0473(15) Uani 1 1 d . A . C34 C 0.31077(19) 0.4809(2) 0.77113(13) 0.0395(12) Uani 1 1 d . A . C311 C 0.31674(19) 0.6163(2) 0.71841(14) 0.0416(13) Uani 1 1 d . . . H311 H 0.3471 0.6224 0.7039 0.050 Uiso 1 1 calc R A . C312 C 0.2786(2) 0.6543(2) 0.72081(16) 0.0515(15) Uani 1 1 d . A . H312 H 0.2832 0.6864 0.7081 0.062 Uiso 1 1 calc R . . C313 C 0.2346(2) 0.6457(3) 0.74142(16) 0.0601(17) Uani 1 1 d . . . H313 H 0.2087 0.6717 0.7426 0.072 Uiso 1 1 calc R A . C314 C 0.2276(2) 0.5997(3) 0.76037(16) 0.0576(16) Uani 1 1 d . A . H314 H 0.1970 0.5941 0.7747 0.069 Uiso 1 1 calc R . . C341 C 0.3174(2) 0.4338(2) 0.78856(13) 0.0489(14) Uani 1 1 d . . . H49 H 0.3489 0.4152 0.7851 0.059 Uiso 1 1 calc R A . C342 C 0.2789(3) 0.4130(3) 0.81106(15) 0.0666(18) Uani 1 1 d . A . H48 H 0.2829 0.3799 0.8223 0.080 Uiso 1 1 calc R . . C343 C 0.2334(3) 0.4424(3) 0.81688(16) 0.0682(19) Uani 1 1 d . . . H343 H 0.2067 0.4289 0.8325 0.082 Uiso 1 1 calc R A . C344 C 0.2268(2) 0.4902(3) 0.80044(16) 0.0642(18) Uani 1 1 d . A . H344 H 0.1960 0.5094 0.8049 0.077 Uiso 1 1 calc R . . P4 P 0.45217(5) 0.54096(5) 0.72443(3) 0.0347(3) Uani 1 1 d . A . C411 C 0.45405(18) 0.60900(18) 0.71089(13) 0.0345(11) Uani 1 1 d . . . C412 C 0.46285(18) 0.6189(2) 0.67325(13) 0.0391(12) Uani 1 1 d . A . H412 H 0.4699 0.5911 0.6565 0.047 Uiso 1 1 calc R . . C413 C 0.4615(2) 0.6689(2) 0.65983(15) 0.0484(14) Uani 1 1 d . . . H413 H 0.4671 0.6756 0.6338 0.058 Uiso 1 1 calc R A . C414 C 0.4521(2) 0.7090(2) 0.68402(17) 0.0499(14) Uani 1 1 d . A . H414 H 0.4507 0.7434 0.6746 0.060 Uiso 1 1 calc R . . C415 C 0.4445(2) 0.7003(2) 0.72168(16) 0.0501(14) Uani 1 1 d . . . H415 H 0.4389 0.7285 0.7384 0.060 Uiso 1 1 calc R A . C416 C 0.4450(2) 0.6499(2) 0.73514(14) 0.0462(14) Uani 1 1 d . A . H416 H 0.4391 0.6434 0.7612 0.055 Uiso 1 1 calc R . . C421 C 0.51884(19) 0.5295(2) 0.74052(13) 0.0375(12) Uani 1 1 d . . . C422 C 0.5428(2) 0.5644(2) 0.76392(15) 0.0505(14) Uani 1 1 d . A . H422 H 0.5247 0.5947 0.7717 0.061 Uiso 1 1 calc R . . C423 C 0.5925(2) 0.5562(3) 0.77613(17) 0.0615(17) Uani 1 1 d . . . H423 H 0.6088 0.5811 0.7919 0.074 Uiso 1 1 calc R A . C424 C 0.6185(2) 0.5126(3) 0.76565(19) 0.0674(18) Uani 1 1 d . A . H424 H 0.6527 0.5065 0.7747 0.081 Uiso 1 1 calc R . . C425 C 0.5950(2) 0.4770(2) 0.74175(18) 0.0635(17) Uani 1 1 d . . . H425 H 0.6133 0.4468 0.7342 0.076 Uiso 1 1 calc R A . C426 C 0.5451(2) 0.4852(2) 0.72886(15) 0.0485(14) Uani 1 1 d . A . H426 H 0.5290 0.4610 0.7124 0.058 Uiso 1 1 calc R . . Cl3 Cl 0.6014(5) 0.6942(6) 0.8076(2) 0.0778(18) Uani 0.53 1 d PD B 1 C51 C 0.6427(5) 0.7398(5) 0.8240(3) 0.0778(18) Uani 0.53 1 d PD B 1 H51A H 0.6710 0.7221 0.8378 0.093 Uiso 0.53 1 calc PR B 1 H51B H 0.6239 0.7616 0.8424 0.093 Uiso 0.53 1 calc PR B 1 Cl4 Cl 0.6700(5) 0.7797(5) 0.7906(4) 0.0778(18) Uani 0.53 1 d PD B 1 Cl3' Cl 0.5942(5) 0.7032(7) 0.8011(2) 0.0778(18) Uani 0.47 1 d PD C 2 C51' C 0.6204(6) 0.7585(6) 0.8240(4) 0.0778(18) Uani 0.47 1 d PD C 2 H51C H 0.5920 0.7819 0.8320 0.093 Uiso 0.47 1 calc PR C 2 H51D H 0.6397 0.7477 0.8468 0.093 Uiso 0.47 1 calc PR C 2 Cl4' Cl 0.6621(5) 0.7914(5) 0.7933(4) 0.0778(18) Uani 0.47 1 d PD C 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 Ru1 0.0344(2) 0.0351(2) 0.0265(2) 0.00056(17) 0.00345(17) 0.00445(18) Cl1 0.0544(9) 0.0512(8) 0.0405(7) 0.0129(6) 0.0042(6) 0.0103(7) Cl2 0.0452(8) 0.0502(8) 0.0352(7) -0.0017(6) 0.0083(6) 0.0115(6) C1 0.043(3) 0.037(3) 0.028(3) -0.008(2) 0.000(2) -0.004(2) C2 0.034(3) 0.052(3) 0.025(3) 0.006(2) 0.000(2) 0.002(2) P1 0.0388(8) 0.0314(7) 0.0263(6) -0.0016(5) 0.0030(5) 0.0031(6) C11 0.043(3) 0.027(3) 0.027(3) -0.004(2) 0.000(2) -0.002(2) C12 0.051(3) 0.033(3) 0.026(3) 0.000(2) -0.006(2) -0.001(2) C13 0.044(3) 0.035(3) 0.027(3) -0.006(2) -0.009(2) 0.000(2) C14 0.033(3) 0.036(3) 0.031(3) -0.007(2) -0.006(2) 0.001(2) C111 0.045(3) 0.038(3) 0.034(3) 0.004(2) 0.000(2) -0.006(2) C112 0.048(3) 0.056(4) 0.037(3) -0.005(3) 0.007(3) -0.009(3) C113 0.075(4) 0.040(3) 0.037(3) 0.011(2) -0.005(3) -0.018(3) C114 0.063(4) 0.033(3) 0.035(3) 0.003(2) -0.012(3) 0.003(3) C141 0.037(3) 0.052(3) 0.033(3) -0.010(2) 0.002(2) 0.003(3) C142 0.047(4) 0.068(4) 0.035(3) -0.014(3) 0.002(3) 0.010(3) C143 0.056(4) 0.078(5) 0.050(4) -0.015(3) -0.004(3) 0.029(3) C144 0.069(4) 0.037(3) 0.048(3) -0.008(3) -0.007(3) 0.019(3) P2 0.0462(8) 0.0328(7) 0.0308(7) 0.0008(6) 0.0022(6) 0.0023(6) C211 0.053(4) 0.037(3) 0.040(3) -0.001(2) 0.005(3) -0.007(3) C212 0.051(4) 0.077(5) 0.070(4) 0.014(3) 0.000(3) -0.016(3) C213 0.054(5) 0.100(6) 0.101(6) 0.017(5) -0.011(4) -0.013(4) C214 0.084(6) 0.100(6) 0.081(5) -0.022(5) 0.028(5) -0.038(5) C215 0.091(6) 0.112(6) 0.059(5) -0.021(4) 0.025(4) -0.044(5) C216 0.072(5) 0.082(5) 0.047(4) 0.001(3) -0.001(3) -0.027(4) C221 0.096(4) 0.027(3) 0.037(3) 0.004(3) 0.003(3) 0.014(3) C222 0.092(5) 0.037(3) 0.065(4) -0.001(3) 0.007(3) 0.021(3) C223 0.119(5) 0.054(4) 0.087(5) -0.010(4) 0.000(4) 0.039(4) C224 0.144(5) 0.049(4) 0.080(5) -0.014(3) 0.002(4) 0.037(4) C225 0.143(5) 0.053(4) 0.065(4) -0.019(3) -0.008(4) 0.021(4) C226 0.126(5) 0.041(4) 0.047(4) -0.008(3) -0.004(4) 0.023(4) C22A 0.105(5) 0.036(5) 0.049(5) -0.003(4) 0.002(5) 0.017(5) C22B 0.113(6) 0.041(5) 0.060(5) 0.001(4) 0.006(5) 0.020(5) C22C 0.132(6) 0.048(5) 0.076(5) -0.003(5) 0.007(6) 0.031(5) C22D 0.138(6) 0.049(5) 0.075(5) -0.010(4) -0.001(5) 0.033(5) C22E 0.136(7) 0.048(5) 0.065(5) -0.011(5) -0.001(6) 0.028(6) C22F 0.120(6) 0.042(5) 0.052(4) -0.007(4) -0.001(5) 0.021(5) P3 0.0344(8) 0.0466(8) 0.0274(7) -0.0042(6) 0.0044(6) 0.0000(6) C31 0.030(3) 0.056(4) 0.028(3) -0.012(2) 0.004(2) -0.001(2) C32 0.038(3) 0.069(4) 0.028(3) -0.015(3) 0.004(2) -0.004(3) C33 0.031(3) 0.082(4) 0.029(3) -0.019(3) 0.006(2) -0.010(3) C34 0.043(3) 0.052(3) 0.024(3) -0.005(2) 0.005(2) -0.006(3) C311 0.034(3) 0.049(3) 0.041(3) -0.013(3) 0.000(2) 0.004(3) C312 0.052(4) 0.047(3) 0.056(4) -0.020(3) -0.010(3) 0.008(3) C313 0.055(4) 0.082(5) 0.043(3) -0.031(3) -0.003(3) 0.019(4) C314 0.041(4) 0.087(5) 0.044(3) -0.027(3) 0.009(3) 0.015(3) C341 0.048(3) 0.069(4) 0.031(3) -0.001(3) 0.006(3) -0.007(3) C342 0.076(5) 0.091(5) 0.034(3) 0.005(3) 0.015(3) -0.023(4) C343 0.063(4) 0.100(6) 0.042(4) -0.014(4) 0.027(3) -0.036(4) C344 0.051(4) 0.100(6) 0.042(3) -0.004(3) 0.012(3) -0.018(4) P4 0.0312(7) 0.0429(8) 0.0301(7) -0.0007(6) 0.0016(6) 0.0037(6) C411 0.032(3) 0.035(3) 0.036(3) -0.003(2) -0.002(2) 0.005(2) C412 0.037(3) 0.046(3) 0.034(3) -0.002(2) 0.001(2) -0.007(2) C413 0.050(4) 0.053(4) 0.042(3) 0.012(3) 0.003(3) -0.006(3) C414 0.040(3) 0.046(3) 0.064(4) 0.007(3) -0.002(3) -0.001(3) C415 0.049(4) 0.042(4) 0.059(4) -0.007(3) 0.001(3) 0.006(3) C416 0.053(4) 0.051(4) 0.035(3) -0.006(3) -0.001(2) 0.013(3) C421 0.039(3) 0.045(3) 0.028(3) 0.007(2) 0.001(2) 0.003(3) C422 0.046(3) 0.050(4) 0.056(4) -0.006(3) -0.013(3) 0.013(3) C423 0.043(4) 0.072(4) 0.069(4) -0.002(3) -0.020(3) 0.004(3) C424 0.044(4) 0.075(5) 0.083(5) 0.010(4) -0.021(3) 0.007(3) C425 0.053(4) 0.067(4) 0.071(4) 0.005(3) 0.001(3) 0.023(3) C426 0.037(3) 0.061(4) 0.047(3) -0.006(3) 0.002(3) 0.006(3) Cl3 0.098(3) 0.081(4) 0.0538(16) 0.0093(16) -0.0066(12) -0.033(3) C51 0.098(3) 0.081(4) 0.0538(16) 0.0093(16) -0.0066(12) -0.033(3) Cl4 0.098(3) 0.081(4) 0.0538(16) 0.0093(16) -0.0066(12) -0.033(3) Cl3' 0.098(3) 0.081(4) 0.0538(16) 0.0093(16) -0.0066(12) -0.033(3) C51' 0.098(3) 0.081(4) 0.0538(16) 0.0093(16) -0.0066(12) -0.033(3) Cl4' 0.098(3) 0.081(4) 0.0538(16) 0.0093(16) -0.0066(12) -0.033(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 P3 2.2690(13) . ? Ru1 P1 2.2924(13) . ? Ru1 P4 2.3491(14) . ? Ru1 P2 2.3573(14) . ? Ru1 Cl1 2.4502(13) . ? Ru1 Cl2 2.4671(12) . ? C1 P2 1.835(5) . ? C1 P1 1.845(4) . ? C2 P3 1.839(5) . ? C2 P4 1.851(4) . ? P1 C11 1.813(5) . ? P1 C14 1.824(5) . ? P1 P2 2.6851(18) . ? C11 C111 1.386(6) . ? C11 C12 1.396(6) . ? C12 C114 1.368(7) . ? C12 C13 1.471(7) . ? C13 C144 1.386(7) . ? C13 C14 1.401(6) . ? C14 C141 1.402(6) . ? C111 C112 1.413(7) . ? C112 C113 1.368(7) . ? C113 C114 1.400(7) . ? C141 C142 1.377(7) . ? C142 C143 1.373(8) . ? C143 C144 1.399(8) . ? P2 C221 1.806(7) . ? P2 C211 1.816(5) . ? P2 C22A 1.842(11) . ? C211 C212 1.360(7) . ? C211 C216 1.385(7) . ? C212 C213 1.400(8) . ? C213 C214 1.366(8) . ? C214 C215 1.373(9) . ? C215 C216 1.386(8) . ? C221 C226 1.362(13) . ? C221 C222 1.408(13) . ? C222 C223 1.385(10) . ? C223 C224 1.371(15) . ? C224 C225 1.384(16) . ? C225 C226 1.411(10) . ? C22A C22B 1.3900 . ? C22A C22F 1.3900 . ? C22B C22C 1.3900 . ? C22C C22D 1.3900 . ? C22D C22E 1.3900 . ? C22E C22F 1.3900 . ? P3 C34 1.808(5) . ? P3 C31 1.815(5) . ? P3 P4 2.6865(18) . ? C31 C311 1.380(7) . ? C31 C32 1.403(7) . ? C32 C314 1.395(7) . ? C32 C33 1.470(8) . ? C33 C344 1.394(7) . ? C33 C34 1.415(7) . ? C34 C341 1.375(7) . ? C311 C312 1.391(7) . ? C312 C313 1.368(8) . ? C313 C314 1.374(8) . ? C341 C342 1.382(7) . ? C342 C343 1.414(9) . ? C343 C344 1.373(9) . ? P4 C411 1.820(5) . ? P4 C421 1.836(5) . ? C411 C412 1.378(6) . ? C411 C416 1.381(7) . ? C412 C413 1.376(7) . ? C413 C414 1.365(7) . ? C414 C415 1.369(7) . ? C415 C416 1.385(7) . ? C421 C422 1.373(7) . ? C421 C426 1.391(7) . ? C422 C423 1.369(7) . ? C423 C424 1.364(8) . ? C424 C425 1.389(8) . ? C425 C426 1.382(7) . ? Cl3 C51 1.690(10) . ? C51 Cl4 1.721(11) . ? Cl3' C51' 1.777(12) . ? C51' Cl4' 1.750(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 P3 Ru1 P1 101.43(5) . . ? P3 Ru1 P4 71.12(5) . . ? P1 Ru1 P4 109.63(5) . . ? P3 Ru1 P2 108.54(5) . . ? P1 Ru1 P2 70.53(4) . . ? P4 Ru1 P2 179.63(5) . . ? P3 Ru1 Cl1 84.88(5) . . ? P1 Ru1 Cl1 165.80(5) . . ? P4 Ru1 Cl1 84.39(5) . . ? P2 Ru1 Cl1 95.46(5) . . ? P3 Ru1 Cl2 164.47(5) . . ? P1 Ru1 Cl2 85.79(4) . . ? P4 Ru1 Cl2 93.55(5) . . ? P2 Ru1 Cl2 86.78(5) . . ? Cl1 Ru1 Cl2 91.30(4) . . ? P2 C1 P1 93.7(2) . . ? P3 C2 P4 93.5(2) . . ? C11 P1 C14 90.2(2) . . ? C11 P1 C1 106.0(2) . . ? C14 P1 C1 103.7(2) . . ? C11 P1 Ru1 132.07(16) . . ? C14 P1 Ru1 126.20(15) . . ? C1 P1 Ru1 95.20(15) . . ? C11 P1 P2 144.51(15) . . ? C14 P1 P2 111.35(16) . . ? C1 P1 P2 43.00(14) . . ? Ru1 P1 P2 55.86(4) . . ? C111 C11 C12 120.5(4) . . ? C111 C11 P1 127.5(4) . . ? C12 C11 P1 111.9(4) . . ? C114 C12 C11 121.0(5) . . ? C114 C12 C13 125.8(5) . . ? C11 C12 C13 113.1(4) . . ? C144 C13 C14 119.3(5) . . ? C144 C13 C12 127.2(5) . . ? C14 C13 C12 113.4(4) . . ? C13 C14 C141 121.2(4) . . ? C13 C14 P1 111.1(4) . . ? C141 C14 P1 127.7(4) . . ? C11 C111 C112 118.4(5) . . ? C113 C112 C111 120.1(5) . . ? C112 C113 C114 121.3(5) . . ? C12 C114 C113 118.7(5) . . ? C142 C141 C14 118.4(5) . . ? C143 C142 C141 120.9(5) . . ? C142 C143 C144 121.2(5) . . ? C13 C144 C143 119.0(5) . . ? C221 P2 C211 102.9(4) . . ? C221 P2 C1 105.8(3) . . ? C211 P2 C1 106.1(2) . . ? C221 P2 C22A 2.7(9) . . ? C211 P2 C22A 101.0(10) . . ? C1 P2 C22A 108.4(6) . . ? C221 P2 Ru1 121.9(4) . . ? C211 P2 Ru1 123.84(17) . . ? C1 P2 Ru1 93.32(15) . . ? C22A P2 Ru1 122.2(10) . . ? C221 P2 P1 138.4(3) . . ? C211 P2 P1 111.75(17) . . ? C1 P2 P1 43.28(14) . . ? C22A P2 P1 141.0(8) . . ? Ru1 P2 P1 53.61(4) . . ? C212 C211 C216 118.1(5) . . ? C212 C211 P2 124.9(4) . . ? C216 C211 P2 117.0(4) . . ? C211 C212 C213 121.1(6) . . ? C214 C213 C212 120.7(6) . . ? C213 C214 C215 118.3(7) . . ? C214 C215 C216 121.1(6) . . ? C211 C216 C215 120.6(6) . . ? C226 C221 C222 120.1(7) . . ? C226 C221 P2 120.0(8) . . ? C222 C221 P2 119.9(7) . . ? C223 C222 C221 119.6(8) . . ? C224 C223 C222 119.1(9) . . ? C223 C224 C225 122.9(8) . . ? C224 C225 C226 117.3(9) . . ? C221 C226 C225 121.0(9) . . ? C22B C22A C22F 120.0 . . ? C22B C22A P2 117.7(9) . . ? C22F C22A P2 122.3(9) . . ? C22A C22B C22C 120.0 . . ? C22B C22C C22D 120.0 . . ? C22E C22D C22C 120.0 . . ? C22F C22E C22D 120.0 . . ? C22E C22F C22A 120.0 . . ? C34 P3 C31 91.4(2) . . ? C34 P3 C2 107.2(2) . . ? C31 P3 C2 103.9(2) . . ? C34 P3 Ru1 129.82(17) . . ? C31 P3 Ru1 126.13(16) . . ? C2 P3 Ru1 95.61(15) . . ? C34 P3 P4 145.12(17) . . ? C31 P3 P4 111.65(17) . . ? C2 P3 P4 43.45(14) . . ? Ru1 P3 P4 55.83(4) . . ? C311 C31 C32 119.4(5) . . ? C311 C31 P3 129.2(4) . . ? C32 C31 P3 111.4(4) . . ? C314 C32 C31 119.8(6) . . ? C314 C32 C33 127.6(5) . . ? C31 C32 C33 112.6(5) . . ? C344 C33 C34 118.5(6) . . ? C344 C33 C32 127.2(5) . . ? C34 C33 C32 114.2(4) . . ? C341 C34 C33 120.9(5) . . ? C341 C34 P3 129.0(4) . . ? C33 C34 P3 110.2(4) . . ? C31 C311 C312 120.1(5) . . ? C313 C312 C311 120.3(6) . . ? C312 C313 C314 120.7(6) . . ? C313 C314 C32 119.7(6) . . ? C34 C341 C342 120.8(6) . . ? C341 C342 C343 118.3(6) . . ? C344 C343 C342 121.4(5) . . ? C343 C344 C33 120.1(6) . . ? C411 P4 C421 102.3(2) . . ? C411 P4 C2 106.1(2) . . ? C421 P4 C2 107.6(2) . . ? C411 P4 Ru1 119.89(16) . . ? C421 P4 Ru1 125.80(17) . . ? C2 P4 Ru1 92.64(16) . . ? C411 P4 P3 108.88(16) . . ? C421 P4 P3 141.92(16) . . ? C2 P4 P3 43.09(15) . . ? Ru1 P4 P3 53.05(4) . . ? C412 C411 C416 119.3(5) . . ? C412 C411 P4 116.0(4) . . ? C416 C411 P4 124.6(4) . . ? C413 C412 C411 120.3(5) . . ? C414 C413 C412 119.8(5) . . ? C413 C414 C415 121.0(5) . . ? C414 C415 C416 119.3(5) . . ? C411 C416 C415 120.3(5) . . ? C422 C421 C426 120.0(5) . . ? C422 C421 P4 120.2(4) . . ? C426 C421 P4 119.7(4) . . ? C423 C422 C421 120.7(5) . . ? C424 C423 C422 120.2(6) . . ? C423 C424 C425 119.8(6) . . ? C426 C425 C424 120.6(6) . . ? C425 C426 C421 118.7(5) . . ? Cl3 C51 Cl4 115.8(7) . . ? Cl4' C51' Cl3' 109.8(7) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.503 _refine_diff_density_min -0.559 _refine_diff_density_rms 0.096 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.014 -0.003 -0.002 6402 1549 ' ' 2 0.049 0.902 0.400 9 2 ' ' 3 0.049 0.402 0.600 9 2 ' ' 4 0.151 0.701 0.350 9 2 ' ' 5 0.151 0.201 0.650 9 2 ' ' 6 0.348 0.799 0.150 9 2 ' ' 7 0.348 0.299 0.850 9 1 ' ' 8 0.451 0.598 0.100 9 1 ' ' 9 0.451 0.098 0.900 9 1 ' ' 10 0.549 0.902 0.100 9 2 ' ' 11 0.549 0.402 0.900 9 2 ' ' 12 0.651 0.701 0.150 9 2 ' ' 13 0.651 0.201 0.850 9 2 ' ' 14 0.848 0.799 0.350 9 1 ' ' 15 0.848 0.299 0.650 9 2 ' ' 16 0.951 0.598 0.400 9 1 ' ' 17 0.951 0.098 0.600 9 1 ' ' _platon_squeeze_details ; Some residual electron density were difficult to modelize and therefore, the SQUEEZE function of PLATON (Spek, 2003) was used to eliminate the contribution of the electron density in the solvent region from the intensity data, and the solvent-free model was employed for the final refinement. There is one large cavity of 6402 \%A^3^ per unitl cell. PLATON estimated that this cavity contains 1549 electrons which may correspond to a mixture of disordered solvent molecules. Owing to the synthetic procedure, one could guess that the void is filled in by a mixture CH~2~Cl~2~ and MeOH. However we can?t evaluate correctly the number and the ratio of these solvent molecules. ; #====END data_4 _database_code_depnum_ccdc_archive 'CCDC 899804' #TrackingRef 'newhahn_pub.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C50 H40 Cl2 P4 Ru' _chemical_formula_sum 'C50 H40 Cl2 P4 Ru' _chemical_formula_weight 936.68 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' P P 0.1023 0.0942 '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' Cl Cl 0.1484 0.1585 '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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.0456(3) _cell_length_b 10.8211(4) _cell_length_c 11.5003(4) _cell_angle_alpha 103.090(3) _cell_angle_beta 94.498(3) _cell_angle_gamma 117.213(4) _cell_volume 1058.70(6) _cell_formula_units_Z 1 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 16423 _cell_measurement_theta_min 3.27 _cell_measurement_theta_max 29.16 _exptl_crystal_description box _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.469 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 478 _exptl_absorpt_coefficient_mu 0.683 _exptl_absorpt_correction_T_min 0.95092 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. CrysAlisPro (Oxford Diffraction, 2010) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_detector_area_resol_mean 16.1978 _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23232 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0211 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4800 _reflns_number_gt 4211 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction, 2010)' _computing_cell_refinement CrysAlisPro _computing_data_reduction CrysAlisPro _computing_structure_solution 'SIR-97 (Altomare et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPIII (Burnett & Johnson, 1996); ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material SHELXL-97 _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^)+(0.0304P)^2^+0.2661P] 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 4800 _refine_ls_number_parameters 259 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0262 _refine_ls_R_factor_gt 0.0216 _refine_ls_wR_factor_ref 0.0561 _refine_ls_wR_factor_gt 0.0552 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _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 0.5000 0.5000 0.5000 0.01282(5) Uani 1 2 d S . . Cl1 Cl 0.38378(4) 0.24135(4) 0.40326(3) 0.02025(9) Uani 1 1 d . . . P1 P 0.28677(4) 0.48423(4) 0.38757(3) 0.01488(8) Uani 1 1 d . . . P2 P 0.30401(4) 0.43332(4) 0.60848(3) 0.01548(9) Uani 1 1 d . . . C1 C 0.27162(17) 0.64133(16) 0.37471(14) 0.0178(3) Uani 1 1 d . . . C2 C 0.23253(17) 0.63026(17) 0.25115(14) 0.0193(3) Uani 1 1 d . . . C3 C 0.19668(17) 0.48955(17) 0.16656(14) 0.0191(3) Uani 1 1 d . . . C4 C 0.20806(17) 0.39297(16) 0.22523(13) 0.0170(3) Uani 1 1 d . . . C5 C 0.15177(17) 0.38865(17) 0.47852(14) 0.0196(3) Uani 1 1 d . . . H5A H 0.0886 0.2827 0.4379 0.023 Uiso 1 1 calc R . . H5B H 0.0855 0.4313 0.5017 0.023 Uiso 1 1 calc R . . C11 C 0.30781(18) 0.76753(17) 0.46587(15) 0.0226(3) Uani 1 1 d . . . H11 H 0.3335 0.7749 0.5493 0.027 Uiso 1 1 calc R . . C12 C 0.30581(19) 0.88280(18) 0.43314(17) 0.0283(4) Uani 1 1 d . . . H12 H 0.3291 0.9691 0.4947 0.034 Uiso 1 1 calc R . . C13 C 0.2700(2) 0.87252(19) 0.31091(17) 0.0304(4) Uani 1 1 d . . . H13 H 0.2718 0.9530 0.2896 0.036 Uiso 1 1 calc R . . C14 C 0.2317(2) 0.74662(18) 0.22011(16) 0.0267(4) Uani 1 1 d . . . H14 H 0.2049 0.7397 0.1369 0.032 Uiso 1 1 calc R . . C41 C 0.17315(18) 0.25386(17) 0.15819(14) 0.0210(3) Uani 1 1 d . . . H41 H 0.1797 0.1883 0.1981 0.025 Uiso 1 1 calc R . . C42 C 0.1285(2) 0.21220(19) 0.03174(15) 0.0269(4) Uani 1 1 d . . . H42 H 0.1029 0.1170 -0.0151 0.032 Uiso 1 1 calc R . . C43 C 0.1209(2) 0.3087(2) -0.02658(15) 0.0295(4) Uani 1 1 d . . . H43 H 0.0919 0.2792 -0.1131 0.035 Uiso 1 1 calc R . . C44 C 0.1549(2) 0.44687(19) 0.03943(15) 0.0267(4) Uani 1 1 d . . . H44 H 0.1498 0.5123 -0.0013 0.032 Uiso 1 1 calc R . . C211 C 0.30362(18) 0.57019(17) 0.73420(14) 0.0199(3) Uani 1 1 d . . . C212 C 0.18415(19) 0.60067(19) 0.74415(15) 0.0257(4) Uani 1 1 d . . . H212 H 0.0907 0.5432 0.6853 0.031 Uiso 1 1 calc R . . C213 C 0.2006(2) 0.7148(2) 0.83981(17) 0.0324(4) Uani 1 1 d . . . H213 H 0.1186 0.7355 0.8455 0.039 Uiso 1 1 calc R . . C214 C 0.3342(2) 0.7976(2) 0.92596(18) 0.0374(5) Uani 1 1 d . . . H214 H 0.3454 0.8764 0.9904 0.045 Uiso 1 1 calc R . . C215 C 0.4526(2) 0.7665(2) 0.91910(18) 0.0441(5) Uani 1 1 d . . . H215 H 0.5444 0.8225 0.9799 0.053 Uiso 1 1 calc R . . C216 C 0.4376(2) 0.6535(2) 0.82350(16) 0.0351(4) Uani 1 1 d . . . H216 H 0.5196 0.6328 0.8190 0.042 Uiso 1 1 calc R . . C221 C 0.24141(18) 0.27127(17) 0.65888(13) 0.0190(3) Uani 1 1 d . . . C222 C 0.08806(18) 0.16839(17) 0.63936(14) 0.0227(3) Uani 1 1 d . . . H222 H 0.0115 0.1839 0.6021 0.027 Uiso 1 1 calc R . . C223 C 0.0458(2) 0.04265(18) 0.67405(16) 0.0290(4) Uani 1 1 d . . . H223 H -0.0593 -0.0274 0.6605 0.035 Uiso 1 1 calc R . . C224 C 0.1564(2) 0.01960(19) 0.72810(16) 0.0327(4) Uani 1 1 d . . . H224 H 0.1275 -0.0663 0.7517 0.039 Uiso 1 1 calc R . . C225 C 0.3091(2) 0.1211(2) 0.74796(18) 0.0350(4) Uani 1 1 d . . . H225 H 0.3852 0.1048 0.7850 0.042 Uiso 1 1 calc R . . C226 C 0.3517(2) 0.2470(2) 0.71382(17) 0.0297(4) Uani 1 1 d . . . H226 H 0.4570 0.3170 0.7281 0.036 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 0.01366(9) 0.01013(8) 0.01203(9) 0.00299(6) 0.00120(6) 0.00406(7) Cl1 0.02269(19) 0.01150(17) 0.02121(18) 0.00218(14) -0.00057(15) 0.00605(15) P1 0.01599(19) 0.01317(18) 0.01324(18) 0.00335(14) 0.00053(14) 0.00595(15) P2 0.01427(18) 0.01557(19) 0.01392(18) 0.00492(14) 0.00255(14) 0.00494(15) C1 0.0153(7) 0.0158(7) 0.0219(8) 0.0060(6) 0.0022(6) 0.0075(6) C2 0.0172(7) 0.0183(7) 0.0220(8) 0.0068(6) 0.0020(6) 0.0082(6) C3 0.0175(7) 0.0193(8) 0.0188(7) 0.0058(6) 0.0019(6) 0.0078(6) C4 0.0152(7) 0.0183(7) 0.0144(7) 0.0038(6) 0.0011(6) 0.0065(6) C5 0.0169(7) 0.0201(8) 0.0174(7) 0.0064(6) 0.0016(6) 0.0056(6) C11 0.0203(8) 0.0218(8) 0.0232(8) 0.0027(6) 0.0007(6) 0.0107(7) C12 0.0261(9) 0.0186(8) 0.0365(10) 0.0007(7) 0.0016(7) 0.0121(7) C13 0.0323(10) 0.0218(9) 0.0417(11) 0.0114(8) 0.0047(8) 0.0165(8) C14 0.0305(9) 0.0249(9) 0.0282(9) 0.0116(7) 0.0033(7) 0.0151(8) C41 0.0196(8) 0.0179(8) 0.0214(8) 0.0040(6) 0.0014(6) 0.0072(6) C42 0.0279(9) 0.0225(8) 0.0217(8) -0.0014(7) 0.0024(7) 0.0094(7) C43 0.0347(10) 0.0330(10) 0.0142(8) 0.0024(7) 0.0007(7) 0.0140(8) C44 0.0327(9) 0.0288(9) 0.0191(8) 0.0099(7) 0.0030(7) 0.0144(8) C211 0.0211(8) 0.0195(8) 0.0179(7) 0.0059(6) 0.0069(6) 0.0083(6) C212 0.0241(8) 0.0283(9) 0.0255(9) 0.0083(7) 0.0061(7) 0.0131(7) C213 0.0392(11) 0.0326(10) 0.0379(10) 0.0147(8) 0.0191(9) 0.0240(9) C214 0.0449(12) 0.0249(9) 0.0345(10) 0.0023(8) 0.0196(9) 0.0119(9) C215 0.0305(10) 0.0470(12) 0.0307(10) -0.0115(9) 0.0009(8) 0.0107(9) C216 0.0232(9) 0.0453(11) 0.0268(9) -0.0046(8) 0.0021(7) 0.0161(9) C221 0.0216(8) 0.0180(7) 0.0147(7) 0.0059(6) 0.0057(6) 0.0067(6) C222 0.0215(8) 0.0221(8) 0.0196(8) 0.0066(6) 0.0042(6) 0.0066(7) C223 0.0290(9) 0.0194(8) 0.0256(9) 0.0055(7) 0.0055(7) 0.0019(7) C224 0.0474(11) 0.0234(9) 0.0290(9) 0.0147(7) 0.0133(8) 0.0147(8) C225 0.0388(11) 0.0408(11) 0.0376(10) 0.0239(9) 0.0104(8) 0.0233(9) C226 0.0216(8) 0.0343(10) 0.0332(10) 0.0187(8) 0.0061(7) 0.0097(8) _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 P1 2.3282(4) . ? Ru1 P1 2.3282(4) 2_666 ? Ru1 P2 2.3339(4) 2_666 ? Ru1 P2 2.3339(4) . ? Ru1 Cl1 2.4149(4) . ? Ru1 Cl1 2.4149(4) 2_666 ? P1 C1 1.8116(15) . ? P1 C4 1.8180(15) . ? P1 C5 1.8527(16) . ? P2 C221 1.8208(16) . ? P2 C211 1.8221(16) . ? P2 C5 1.8559(15) . ? C1 C11 1.391(2) . ? C1 C2 1.407(2) . ? C2 C14 1.388(2) . ? C2 C3 1.472(2) . ? C3 C44 1.396(2) . ? C3 C4 1.406(2) . ? C4 C41 1.390(2) . ? C11 C12 1.390(2) . ? C12 C13 1.390(3) . ? C13 C14 1.381(2) . ? C41 C42 1.391(2) . ? C42 C43 1.388(3) . ? C43 C44 1.381(2) . ? C211 C212 1.389(2) . ? C211 C216 1.390(2) . ? C212 C213 1.390(2) . ? C213 C214 1.370(3) . ? C214 C215 1.379(3) . ? C215 C216 1.387(3) . ? C221 C222 1.388(2) . ? C221 C226 1.388(2) . ? C222 C223 1.391(2) . ? C223 C224 1.378(3) . ? C224 C225 1.379(3) . ? C225 C226 1.389(2) . ? 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 P1 Ru1 P1 180.0 . 2_666 ? P1 Ru1 P2 108.387(13) . 2_666 ? P1 Ru1 P2 71.614(14) 2_666 2_666 ? P1 Ru1 P2 71.613(14) . . ? P1 Ru1 P2 108.387(14) 2_666 . ? P2 Ru1 P2 180.000(14) 2_666 . ? P1 Ru1 Cl1 85.753(14) . . ? P1 Ru1 Cl1 94.247(13) 2_666 . ? P2 Ru1 Cl1 95.869(14) 2_666 . ? P2 Ru1 Cl1 84.131(14) . . ? P1 Ru1 Cl1 94.247(13) . 2_666 ? P1 Ru1 Cl1 85.753(14) 2_666 2_666 ? P2 Ru1 Cl1 84.131(14) 2_666 2_666 ? P2 Ru1 Cl1 95.869(14) . 2_666 ? Cl1 Ru1 Cl1 180.000(18) . 2_666 ? C1 P1 C4 91.43(7) . . ? C1 P1 C5 110.31(7) . . ? C4 P1 C5 110.56(7) . . ? C1 P1 Ru1 123.57(5) . . ? C4 P1 Ru1 126.07(5) . . ? C5 P1 Ru1 95.13(5) . . ? C221 P2 C211 105.42(7) . . ? C221 P2 C5 106.44(7) . . ? C211 P2 C5 107.26(7) . . ? C221 P2 Ru1 120.88(5) . . ? C211 P2 Ru1 119.85(5) . . ? C5 P2 Ru1 94.86(5) . . ? C11 C1 C2 120.40(14) . . ? C11 C1 P1 128.91(12) . . ? C2 C1 P1 110.31(11) . . ? C14 C2 C1 119.75(15) . . ? C14 C2 C3 126.74(15) . . ? C1 C2 C3 113.51(13) . . ? C44 C3 C4 119.58(15) . . ? C44 C3 C2 126.74(15) . . ? C4 C3 C2 113.68(13) . . ? C41 C4 C3 120.67(14) . . ? C41 C4 P1 129.06(12) . . ? C3 C4 P1 110.06(11) . . ? P1 C5 P2 94.69(7) . . ? C12 C11 C1 119.07(15) . . ? C13 C12 C11 120.37(16) . . ? C14 C13 C12 120.77(16) . . ? C13 C14 C2 119.61(16) . . ? C4 C41 C42 118.89(15) . . ? C43 C42 C41 120.52(16) . . ? C44 C43 C42 120.92(15) . . ? C43 C44 C3 119.39(16) . . ? C212 C211 C216 118.59(15) . . ? C212 C211 P2 125.29(12) . . ? C216 C211 P2 116.06(12) . . ? C211 C212 C213 120.38(16) . . ? C214 C213 C212 120.36(17) . . ? C213 C214 C215 119.99(17) . . ? C214 C215 C216 120.01(18) . . ? C215 C216 C211 120.65(17) . . ? C222 C221 C226 119.05(15) . . ? C222 C221 P2 122.32(12) . . ? C226 C221 P2 118.57(12) . . ? C221 C222 C223 120.37(16) . . ? C224 C223 C222 120.02(16) . . ? C225 C224 C223 120.09(16) . . ? C224 C225 C226 120.08(17) . . ? C221 C226 C225 120.38(16) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.401 _refine_diff_density_min -0.375 _refine_diff_density_rms 0.054 #====END