# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2007 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Damir Safin' _publ_contact_author_address ; Chemical Kazan State University Kremlevskaya, 18 Kazan 420008 RUSSIAN FEDERATION ; _publ_contact_author_email DAMIR.SAFIN@KSU.RU _publ_section_title ; The Influence of the Intramolecular Hydrogen Bond on the 1,3-N,S- and 1,5-O,S-Coordination of N-Phosphoryl-N'-(R)-thioureas with Nickel(II) and Palladium(II) ; loop_ _publ_author_name 'Damir Safin' 'Maria G. Babashkina' 'Sergey V. Baranov' 'Rafael A. Cherkasov' 'Joanna Galezowska' ; E.Hahn ; 'Henryk Kozlowski' 'Maria Kubiak' 'Tania Pape' 'Felix D. Sokolov' 'Nail G. Zabirov' data_77a _database_code_depnum_ccdc_archive 'CCDC 622814' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[n-tert-butyl-N'(diisopropoxyphosphoryl)- thiocaramido-N',S]nickel(II) ; _chemical_name_common ;Bis(n-tert-butyl-N'(diisopropoxyphosphoryl)-thiocaramido- N',S)nickel(ii) ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H48 N4 Ni O6 P2 S2' _chemical_formula_weight 649.41 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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 #(No.2) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.273(2) _cell_length_b 9.672(2) _cell_length_c 21.274(4) _cell_angle_alpha 97.75(3) _cell_angle_beta 91.62(3) _cell_angle_gamma 117.78(3) _cell_volume 1663.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4748 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 28.39 _exptl_crystal_description prism _exptl_crystal_colour violet _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 692 _exptl_absorpt_coefficient_mu 0.843 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.788 _exptl_absorpt_correction_T_max 0.861 _exptl_absorpt_process_details 'CrysAlis 1.171.13, Oxford Diffraction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'KM4 CCD' _diffrn_measurement_method w/scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13466 _diffrn_reflns_av_R_equivalents 0.0603 _diffrn_reflns_av_sigmaI/netI 0.0842 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 28.39 _reflns_number_total 7453 _reflns_number_gt 5072 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_cell_refinement 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_data_reduction 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III Farrugia 1997' _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^)+(0.0598P)^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 7453 _refine_ls_number_parameters 351 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0823 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1233 _refine_ls_wR_factor_gt 0.1114 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 Ni1 Ni 0.0000 0.0000 0.0000 0.01739(14) Uani 1 2 d S . . P1 P -0.05818(9) -0.02884(9) 0.14968(4) 0.01523(17) Uani 1 1 d . . . S1 S -0.03269(11) 0.21236(10) -0.00056(4) 0.0252(2) Uani 1 1 d . . . O11 O 0.0921(2) -0.0602(2) 0.15506(9) 0.0170(4) Uani 1 1 d . . . O12 O -0.0732(3) 0.0686(2) 0.20515(9) 0.0199(5) Uani 1 1 d . . . O13 O -0.1974(2) -0.2065(2) 0.13571(10) 0.0174(4) Uani 1 1 d . . . N14 N -0.0545(3) 0.0438(3) 0.08293(11) 0.0166(5) Uani 1 1 d . . . N1 N -0.1028(3) 0.2555(3) 0.12310(11) 0.0165(5) Uani 1 1 d . . . H1 H -0.1230 0.2160 0.1587 0.020 Uiso 1 1 calc R . . C11 C -0.1123(4) 0.4043(3) 0.12322(14) 0.0173(6) Uani 1 1 d . . . C12 C -0.1712(4) 0.4326(4) 0.18666(15) 0.0256(7) Uani 1 1 d . . . H12A H -0.2773 0.3417 0.1901 0.038 Uiso 1 1 calc R . . H12B H -0.1833 0.5286 0.1899 0.038 Uiso 1 1 calc R . . H12C H -0.0914 0.4458 0.2212 0.038 Uiso 1 1 calc R . . C13 C -0.2350(4) 0.3878(4) 0.06904(15) 0.0253(7) Uani 1 1 d . . . H13A H -0.1987 0.3653 0.0279 0.038 Uiso 1 1 calc R . . H13B H -0.2413 0.4868 0.0717 0.038 Uiso 1 1 calc R . . H13C H -0.3434 0.3007 0.0729 0.038 Uiso 1 1 calc R . . C14 C 0.0579(4) 0.5402(3) 0.11822(16) 0.0255(7) Uani 1 1 d . . . H14A H 0.1358 0.5466 0.1520 0.038 Uiso 1 1 calc R . . H14B H 0.0533 0.6403 0.1229 0.038 Uiso 1 1 calc R . . H14C H 0.0935 0.5209 0.0765 0.038 Uiso 1 1 calc R . . C15 C 0.3200(4) 0.2041(4) 0.14702(17) 0.0322(8) Uani 1 1 d . . . H15A H 0.3298 0.1662 0.1031 0.048 Uiso 1 1 calc R . . H15B H 0.4279 0.2860 0.1674 0.048 Uiso 1 1 calc R . . H15C H 0.2445 0.2489 0.1468 0.048 Uiso 1 1 calc R . . C16 C 0.2544(4) 0.0665(3) 0.18400(15) 0.0226(7) Uani 1 1 d . . . H16 H 0.2454 0.1061 0.2289 0.027 Uiso 1 1 calc R . . C17 C 0.3607(4) -0.0120(4) 0.1849(2) 0.0406(10) Uani 1 1 d . . . H17A H 0.3119 -0.1008 0.2084 0.061 Uiso 1 1 calc R . . H17B H 0.4700 0.0649 0.2057 0.061 Uiso 1 1 calc R . . H17C H 0.3697 -0.0514 0.1410 0.061 Uiso 1 1 calc R . . C18 C -0.3664(4) -0.2308(4) 0.12736(16) 0.0232(7) Uani 1 1 d . . . H18 H -0.3641 -0.1276 0.1241 0.028 Uiso 1 1 calc R . . C19 C -0.4458(4) -0.2904(5) 0.18560(19) 0.0385(9) Uani 1 1 d . . . H19A H -0.4441 -0.3894 0.1897 0.058 Uiso 1 1 calc R . . H19B H -0.5595 -0.3097 0.1816 0.058 Uiso 1 1 calc R . . H19C H -0.3855 -0.2109 0.2235 0.058 Uiso 1 1 calc R . . C20 C -0.4493(5) -0.3454(5) 0.06679(19) 0.0505(11) Uani 1 1 d . . . H20A H -0.3877 -0.3031 0.0311 0.076 Uiso 1 1 calc R . . H20B H -0.5610 -0.3609 0.0593 0.076 Uiso 1 1 calc R . . H20C H -0.4535 -0.4471 0.0704 0.076 Uiso 1 1 calc R . . C01 C -0.0682(4) 0.1748(3) 0.07684(14) 0.0195(6) Uani 1 1 d . . . Ni2 Ni 0.5000 0.5000 0.5000 0.02776(17) Uani 1 2 d S . . P2 P 0.46771(10) 0.33924(9) 0.35308(4) 0.02129(19) Uani 1 1 d . . . S2 S 0.72727(10) 0.72255(10) 0.49536(4) 0.0332(2) Uani 1 1 d . . . N2 N 0.7928(3) 0.6584(3) 0.37310(12) 0.0211(6) Uani 1 1 d . . . H2 H 0.7588 0.5900 0.3373 0.025 Uiso 1 1 calc R . . O21 O 0.2834(2) 0.3009(2) 0.34589(10) 0.0204(5) Uani 1 1 d . . . O22 O 0.4379(2) 0.1765(2) 0.37279(10) 0.0227(5) Uani 1 1 d . . . O23 O 0.5590(3) 0.3812(3) 0.29687(10) 0.0271(5) Uani 1 1 d . . . N24 N 0.5570(3) 0.4796(3) 0.41570(12) 0.0271(6) Uani 1 1 d . . . C21 C 0.9516(3) 0.8069(3) 0.37387(14) 0.0190(6) Uani 1 1 d . . . C22 C 1.0127(4) 0.7911(4) 0.30943(15) 0.0249(7) Uani 1 1 d . . . H22A H 1.0319 0.6990 0.3037 0.037 Uiso 1 1 calc R . . H22B H 1.1154 0.8871 0.3072 0.037 Uiso 1 1 calc R . . H22C H 0.9305 0.7772 0.2757 0.037 Uiso 1 1 calc R . . C23 C 1.0747(4) 0.8218(4) 0.42727(15) 0.0265(7) Uani 1 1 d . . . H23A H 1.0326 0.8306 0.4685 0.040 Uiso 1 1 calc R . . H23B H 1.1796 0.9166 0.4265 0.040 Uiso 1 1 calc R . . H23C H 1.0907 0.7278 0.4209 0.040 Uiso 1 1 calc R . . C24 C 0.9248(4) 0.9516(4) 0.38193(16) 0.0276(8) Uani 1 1 d . . . H24A H 0.8520 0.9431 0.3456 0.041 Uiso 1 1 calc R . . H24B H 1.0303 1.0474 0.3838 0.041 Uiso 1 1 calc R . . H24C H 0.8748 0.9575 0.4215 0.041 Uiso 1 1 calc R . . C25 C 0.2363(4) 0.4273(4) 0.34698(17) 0.0295(8) Uani 1 1 d . . . H25 H 0.2999 0.5136 0.3839 0.035 Uiso 1 1 calc R . . C26 C 0.0551(4) 0.3508(4) 0.3562(2) 0.0388(9) Uani 1 1 d . . . H26A H -0.0069 0.2644 0.3205 0.058 Uiso 1 1 calc R . . H26B H 0.0171 0.4302 0.3578 0.058 Uiso 1 1 calc R . . H26C H 0.0381 0.3084 0.3963 0.058 Uiso 1 1 calc R . . C27 C 0.2695(6) 0.4943(5) 0.2863(2) 0.0564(13) Uani 1 1 d . . . H27A H 0.3870 0.5412 0.2817 0.085 Uiso 1 1 calc R . . H27B H 0.2348 0.5760 0.2875 0.085 Uiso 1 1 calc R . . H27C H 0.2083 0.4095 0.2501 0.085 Uiso 1 1 calc R . . C28 C 0.5743(4) 0.1393(4) 0.37806(17) 0.0323(8) Uani 1 1 d . . . H28 H 0.6547 0.1909 0.3474 0.039 Uiso 1 1 calc R . . C29 C 0.5007(5) -0.0367(5) 0.3614(2) 0.0500(11) Uani 1 1 d . . . H29A H 0.4210 -0.0865 0.3913 0.075 Uiso 1 1 calc R . . H29B H 0.5873 -0.0674 0.3641 0.075 Uiso 1 1 calc R . . H29C H 0.4456 -0.0716 0.3179 0.075 Uiso 1 1 calc R . . C02 C 0.6975(4) 0.6179(4) 0.42006(15) 0.0244(7) Uani 1 1 d . . . C30 C 0.6578(6) 0.1976(6) 0.4452(2) 0.0682(14) Uani 1 1 d . . . H30A H 0.7135 0.3138 0.4536 0.102 Uiso 1 1 calc R . . H30B H 0.7383 0.1600 0.4503 0.102 Uiso 1 1 calc R . . H30C H 0.5759 0.1571 0.4754 0.102 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 Ni1 0.0269(3) 0.0167(3) 0.0129(3) 0.0055(2) 0.0044(2) 0.0131(2) P1 0.0202(4) 0.0148(4) 0.0124(4) 0.0046(3) 0.0026(3) 0.0091(3) S1 0.0456(5) 0.0253(4) 0.0165(4) 0.0105(3) 0.0109(4) 0.0243(4) O11 0.0177(10) 0.0142(10) 0.0172(10) 0.0022(8) 0.0000(8) 0.0063(8) O12 0.0298(12) 0.0213(11) 0.0112(10) 0.0045(9) 0.0046(9) 0.0137(9) O13 0.0163(10) 0.0167(10) 0.0203(11) 0.0079(9) 0.0019(8) 0.0073(8) N14 0.0231(13) 0.0157(13) 0.0135(12) 0.0044(10) 0.0029(10) 0.0108(10) N1 0.0260(14) 0.0145(12) 0.0143(12) 0.0051(10) 0.0072(10) 0.0129(11) C11 0.0191(15) 0.0120(14) 0.0222(16) 0.0026(12) 0.0001(12) 0.0085(12) C12 0.0325(19) 0.0284(18) 0.0230(17) -0.0020(14) 0.0041(14) 0.0217(15) C13 0.0293(18) 0.0286(18) 0.0230(17) 0.0027(14) -0.0008(14) 0.0184(15) C14 0.0266(18) 0.0184(16) 0.0287(18) 0.0083(14) 0.0017(14) 0.0074(14) C15 0.0246(18) 0.0237(18) 0.041(2) 0.0120(16) 0.0008(16) 0.0036(14) C16 0.0181(16) 0.0195(16) 0.0240(17) 0.0018(13) -0.0051(13) 0.0047(13) C17 0.0258(19) 0.032(2) 0.061(3) 0.0073(19) -0.0086(18) 0.0122(16) C18 0.0151(15) 0.0235(17) 0.0337(18) 0.0067(14) 0.0013(13) 0.0110(13) C19 0.0274(19) 0.045(2) 0.048(2) 0.0215(19) 0.0166(18) 0.0178(17) C20 0.035(2) 0.068(3) 0.046(3) -0.012(2) -0.0174(19) 0.029(2) C01 0.0185(15) 0.0191(15) 0.0196(16) 0.0083(13) -0.0013(12) 0.0069(13) Ni2 0.0213(3) 0.0278(3) 0.0137(3) 0.0000(2) 0.0043(2) -0.0044(3) P2 0.0165(4) 0.0204(4) 0.0155(4) 0.0014(3) 0.0011(3) -0.0002(3) S2 0.0263(4) 0.0284(5) 0.0180(4) -0.0037(3) 0.0054(3) -0.0073(4) N2 0.0174(13) 0.0169(13) 0.0149(13) -0.0008(10) 0.0003(10) -0.0025(10) O21 0.0213(11) 0.0148(10) 0.0181(11) 0.0017(9) 0.0008(9) 0.0033(9) O22 0.0139(10) 0.0236(12) 0.0249(12) 0.0054(9) -0.0004(9) 0.0041(9) O23 0.0225(12) 0.0277(12) 0.0151(11) 0.0021(9) 0.0049(9) -0.0009(9) N24 0.0178(13) 0.0276(15) 0.0166(13) 0.0010(11) 0.0048(11) -0.0047(11) C21 0.0116(14) 0.0191(15) 0.0211(16) 0.0065(13) 0.0037(12) 0.0020(12) C22 0.0188(16) 0.0227(17) 0.0231(17) 0.0024(13) 0.0043(13) 0.0019(13) C23 0.0180(16) 0.0310(18) 0.0258(17) 0.0066(14) -0.0004(13) 0.0074(14) C24 0.0235(17) 0.0230(17) 0.0352(19) 0.0077(15) 0.0046(15) 0.0094(14) C25 0.036(2) 0.0189(17) 0.0319(19) 0.0051(14) 0.0052(15) 0.0118(15) C26 0.037(2) 0.033(2) 0.057(3) 0.0174(19) 0.0147(19) 0.0213(17) C27 0.064(3) 0.072(3) 0.065(3) 0.047(3) 0.036(3) 0.048(3) C28 0.0182(17) 0.049(2) 0.0296(19) 0.0099(17) 0.0046(14) 0.0154(16) C29 0.039(2) 0.059(3) 0.064(3) 0.004(2) -0.002(2) 0.035(2) C02 0.0174(16) 0.0241(17) 0.0227(17) 0.0064(14) 0.0029(13) 0.0018(13) C30 0.062(3) 0.090(4) 0.058(3) 0.000(3) -0.023(3) 0.045(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 Ni1 N14 1.896(2) . ? Ni1 N14 1.896(2) 2 ? Ni1 S1 2.2130(9) . ? Ni1 S1 2.2130(9) 2 ? Ni1 C01 2.498(3) 2 ? Ni1 C01 2.498(3) . ? P1 O12 1.460(2) . ? P1 O11 1.562(2) . ? P1 O13 1.575(2) . ? P1 N14 1.661(2) . ? S1 C01 1.741(3) . ? O11 C16 1.474(3) . ? O13 C18 1.474(3) . ? N14 C01 1.354(4) . ? N1 C01 1.313(4) . ? N1 C11 1.482(3) . ? N1 H1 0.8800 . ? C11 C12 1.509(4) . ? C11 C14 1.531(4) . ? C11 C13 1.535(4) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.521(4) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.500(5) . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.502(5) . ? C18 C20 1.498(5) . ? C18 H18 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? Ni2 N24 1.895(3) 2_666 ? Ni2 N24 1.895(3) . ? Ni2 S2 2.2192(13) . ? Ni2 S2 2.2192(13) 2_666 ? Ni2 C02 2.510(3) . ? Ni2 C02 2.510(3) 2_666 ? P2 O23 1.476(2) . ? P2 O21 1.569(2) . ? P2 O22 1.584(2) . ? P2 N24 1.645(3) . ? S2 C02 1.716(3) . ? N2 C02 1.329(4) . ? N2 C21 1.500(4) . ? N2 H2 0.8800 . ? O21 C25 1.475(4) . ? O22 C28 1.473(4) . ? N24 C02 1.353(4) . ? C21 C24 1.521(4) . ? C21 C23 1.531(4) . ? C21 C22 1.514(4) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C27 1.497(5) . ? C25 C26 1.520(5) . ? C25 H25 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.493(5) . ? C28 C30 1.507(5) . ? C28 H28 1.0000 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N14 Ni1 N14 180.0 . 2 ? N14 Ni1 S1 75.20(8) . . ? N14 Ni1 S1 104.80(8) 2 . ? N14 Ni1 S1 104.80(8) . 2 ? N14 Ni1 S1 75.20(8) 2 2 ? S1 Ni1 S1 180.0 . 2 ? N14 Ni1 C01 147.64(9) . 2 ? N14 Ni1 C01 32.36(9) 2 2 ? S1 Ni1 C01 137.15(7) . 2 ? S1 Ni1 C01 42.85(7) 2 2 ? N14 Ni1 C01 32.36(9) . . ? N14 Ni1 C01 147.64(9) 2 . ? S1 Ni1 C01 42.85(7) . . ? S1 Ni1 C01 137.15(7) 2 . ? C01 Ni1 C01 180.0 2 . ? O12 P1 O11 115.69(12) . . ? O12 P1 O13 115.28(12) . . ? O11 P1 O13 98.14(11) . . ? O12 P1 N14 112.44(12) . . ? O11 P1 N14 107.76(12) . . ? O13 P1 N14 106.23(12) . . ? C01 S1 Ni1 77.34(11) . . ? C16 O11 P1 121.13(18) . . ? C18 O13 P1 115.87(18) . . ? C01 N14 P1 126.6(2) . . ? C01 N14 Ni1 99.10(18) . . ? P1 N14 Ni1 133.66(14) . . ? C01 N1 C11 128.5(2) . . ? C01 N1 H1 115.7 . . ? C11 N1 H1 115.7 . . ? N1 C11 C12 104.6(2) . . ? N1 C11 C14 109.8(2) . . ? C12 C11 C14 110.5(3) . . ? N1 C11 C13 111.8(2) . . ? C12 C11 C13 109.6(2) . . ? C14 C11 C13 110.4(2) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O11 C16 C17 105.1(2) . . ? O11 C16 C15 111.5(2) . . ? C17 C16 C15 112.8(3) . . ? O11 C16 H16 109.1 . . ? C17 C16 H16 109.1 . . ? C15 C16 H16 109.1 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? O13 C18 C19 106.9(3) . . ? O13 C18 C20 107.7(3) . . ? C19 C18 C20 113.4(3) . . ? O13 C18 H18 109.6 . . ? C19 C18 H18 109.6 . . ? C20 C18 H18 109.6 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N1 C01 N14 123.7(3) . . ? N1 C01 S1 128.0(2) . . ? N14 C01 S1 108.3(2) . . ? N1 C01 Ni1 172.2(2) . . ? N14 C01 Ni1 48.54(14) . . ? S1 C01 Ni1 59.81(10) . . ? N24 Ni2 N24 180.00(17) 2_666 . ? N24 Ni2 S2 105.96(9) 2_666 . ? N24 Ni2 S2 74.04(9) . . ? N24 Ni2 S2 74.03(9) 2_666 2_666 ? N24 Ni2 S2 105.96(9) . 2_666 ? S2 Ni2 S2 180.0 . 2_666 ? N24 Ni2 C02 147.92(11) 2_666 . ? N24 Ni2 C02 32.08(11) . . ? S2 Ni2 C02 41.98(8) . . ? S2 Ni2 C02 138.02(8) 2_666 . ? N24 Ni2 C02 32.08(11) 2_666 2_666 ? N24 Ni2 C02 147.92(11) . 2_666 ? S2 Ni2 C02 138.02(8) . 2_666 ? S2 Ni2 C02 41.98(8) 2_666 2_666 ? C02 Ni2 C02 179.999(1) . 2_666 ? O23 P2 O21 116.98(13) . . ? O23 P2 O22 115.23(13) . . ? O21 P2 O22 96.98(12) . . ? O23 P2 N24 111.53(13) . . ? O21 P2 N24 106.56(13) . . ? O22 P2 N24 108.31(13) . . ? C02 S2 Ni2 78.11(11) . . ? C02 N2 C21 127.8(3) . . ? C02 N2 H2 116.1 . . ? C21 N2 H2 116.1 . . ? C25 O21 P2 121.61(19) . . ? C28 O22 P2 120.3(2) . . ? C02 N24 P2 128.0(2) . . ? C02 N24 Ni2 99.9(2) . . ? P2 N24 Ni2 132.15(15) . . ? N2 C21 C24 110.8(2) . . ? N2 C21 C23 109.7(2) . . ? C24 C21 C23 110.9(3) . . ? N2 C21 C22 106.4(2) . . ? C24 C21 C22 108.4(3) . . ? C23 C21 C22 110.6(3) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O21 C25 C27 110.7(3) . . ? O21 C25 C26 105.9(2) . . ? C27 C25 C26 111.8(3) . . ? O21 C25 H25 109.5 . . ? C27 C25 H25 109.5 . . ? C26 C25 H25 109.5 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? O22 C28 C29 106.4(3) . . ? O22 C28 C30 109.5(3) . . ? C29 C28 C30 111.1(4) . . ? O22 C28 H28 109.9 . . ? C29 C28 H28 109.9 . . ? C30 C28 H28 109.9 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N2 C02 N24 123.9(3) . . ? N2 C02 S2 128.2(2) . . ? N24 C02 S2 107.9(2) . . ? N2 C02 Ni2 171.5(2) . . ? N24 C02 Ni2 48.05(15) . . ? S2 C02 Ni2 59.90(10) . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N14 Ni1 S1 C01 0.76(13) . . . . ? N14 Ni1 S1 C01 -179.24(13) 2 . . . ? S1 Ni1 S1 C01 142(3) 2 . . . ? C01 Ni1 S1 C01 180.0 2 . . . ? O12 P1 O11 C16 -41.0(2) . . . . ? O13 P1 O11 C16 -164.2(2) . . . . ? N14 P1 O11 C16 85.7(2) . . . . ? O12 P1 O13 C18 56.2(2) . . . . ? O11 P1 O13 C18 179.7(2) . . . . ? N14 P1 O13 C18 -69.0(2) . . . . ? O12 P1 N14 C01 -1.9(3) . . . . ? O11 P1 N14 C01 -130.6(2) . . . . ? O13 P1 N14 C01 125.0(3) . . . . ? O12 P1 N14 Ni1 166.90(17) . . . . ? O11 P1 N14 Ni1 38.2(2) . . . . ? O13 P1 N14 Ni1 -66.1(2) . . . . ? N14 Ni1 N14 C01 -21.6(12) 2 . . . ? S1 Ni1 N14 C01 -0.96(16) . . . . ? S1 Ni1 N14 C01 179.04(16) 2 . . . ? C01 Ni1 N14 C01 180.0 2 . . . ? N14 Ni1 N14 P1 167.4(13) 2 . . . ? S1 Ni1 N14 P1 -171.9(2) . . . . ? S1 Ni1 N14 P1 8.1(2) 2 . . . ? C01 Ni1 N14 P1 9.1(3) 2 . . . ? C01 Ni1 N14 P1 -170.9(3) . . . . ? C01 N1 C11 C12 175.1(3) . . . . ? C01 N1 C11 C14 -66.3(4) . . . . ? C01 N1 C11 C13 56.5(4) . . . . ? P1 O11 C16 C17 175.8(2) . . . . ? P1 O11 C16 C15 -61.6(3) . . . . ? P1 O13 C18 C19 -108.3(3) . . . . ? P1 O13 C18 C20 129.5(3) . . . . ? C11 N1 C01 N14 176.4(3) . . . . ? C11 N1 C01 S1 -3.6(5) . . . . ? C11 N1 C01 Ni1 169.5(14) . . . . ? P1 N14 C01 N1 -6.9(4) . . . . ? Ni1 N14 C01 N1 -178.7(2) . . . . ? P1 N14 C01 S1 173.10(16) . . . . ? Ni1 N14 C01 S1 1.2(2) . . . . ? P1 N14 C01 Ni1 171.9(3) . . . . ? Ni1 S1 C01 N1 178.9(3) . . . . ? Ni1 S1 C01 N14 -1.08(18) . . . . ? N14 Ni1 C01 N1 7.7(15) . . . . ? N14 Ni1 C01 N1 -172.3(15) 2 . . . ? S1 Ni1 C01 N1 -173.7(17) . . . . ? S1 Ni1 C01 N1 6.3(17) 2 . . . ? C01 Ni1 C01 N1 -9(3) 2 . . . ? N14 Ni1 C01 N14 180.0 2 . . . ? S1 Ni1 C01 N14 178.6(2) . . . . ? S1 Ni1 C01 N14 -1.4(2) 2 . . . ? C01 Ni1 C01 N14 -17(2) 2 . . . ? N14 Ni1 C01 S1 -178.6(2) . . . . ? N14 Ni1 C01 S1 1.4(2) 2 . . . ? S1 Ni1 C01 S1 180.0 2 . . . ? C01 Ni1 C01 S1 165(2) 2 . . . ? N24 Ni2 S2 C02 178.44(15) 2_666 . . . ? N24 Ni2 S2 C02 -1.56(15) . . . . ? S2 Ni2 S2 C02 -153(32) 2_666 . . . ? C02 Ni2 S2 C02 180.0 2_666 . . . ? O23 P2 O21 C25 -76.1(3) . . . . ? O22 P2 O21 C25 160.9(2) . . . . ? N24 P2 O21 C25 49.4(2) . . . . ? O23 P2 O22 C28 48.0(3) . . . . ? O21 P2 O22 C28 172.3(2) . . . . ? N24 P2 O22 C28 -77.7(2) . . . . ? O23 P2 N24 C02 -1.2(4) . . . . ? O21 P2 N24 C02 -130.0(3) . . . . ? O22 P2 N24 C02 126.6(3) . . . . ? O23 P2 N24 Ni2 178.4(2) . . . . ? O21 P2 N24 Ni2 49.6(3) . . . . ? O22 P2 N24 Ni2 -53.8(3) . . . . ? N24 Ni2 N24 C02 171(9) 2_666 . . . ? S2 Ni2 N24 C02 1.96(19) . . . . ? S2 Ni2 N24 C02 -178.04(19) 2_666 . . . ? C02 Ni2 N24 C02 180.001(1) 2_666 . . . ? N24 Ni2 N24 P2 -8(9) 2_666 . . . ? S2 Ni2 N24 P2 -177.7(3) . . . . ? S2 Ni2 N24 P2 2.3(3) 2_666 . . . ? C02 Ni2 N24 P2 -179.7(4) . . . . ? C02 Ni2 N24 P2 0.3(4) 2_666 . . . ? C02 N2 C21 C24 -64.4(4) . . . . ? C02 N2 C21 C23 58.4(4) . . . . ? C02 N2 C21 C22 178.0(3) . . . . ? P2 O21 C25 C27 73.1(4) . . . . ? P2 O21 C25 C26 -165.6(2) . . . . ? P2 O22 C28 C29 -149.5(3) . . . . ? P2 O22 C28 C30 90.3(3) . . . . ? C21 N2 C02 N24 -178.7(3) . . . . ? C21 N2 C02 S2 -0.1(5) . . . . ? C21 N2 C02 Ni2 -159.7(14) . . . . ? P2 N24 C02 N2 -4.0(5) . . . . ? Ni2 N24 C02 N2 176.3(3) . . . . ? P2 N24 C02 S2 177.2(2) . . . . ? Ni2 N24 C02 S2 -2.6(2) . . . . ? P2 N24 C02 Ni2 179.7(4) . . . . ? Ni2 S2 C02 N2 -176.6(3) . . . . ? Ni2 S2 C02 N24 2.2(2) . . . . ? N24 Ni2 C02 N2 158.7(15) 2_666 . . . ? N24 Ni2 C02 N2 -21.3(15) . . . . ? S2 Ni2 C02 N2 161.5(17) . . . . ? S2 Ni2 C02 N2 -18.5(17) 2_666 . . . ? C02 Ni2 C02 N2 133(7) 2_666 . . . ? N24 Ni2 C02 N24 180.0 2_666 . . . ? S2 Ni2 C02 N24 -177.2(3) . . . . ? S2 Ni2 C02 N24 2.8(3) 2_666 . . . ? C02 Ni2 C02 N24 154(7) 2_666 . . . ? N24 Ni2 C02 S2 -2.8(3) 2_666 . . . ? N24 Ni2 C02 S2 177.2(3) . . . . ? S2 Ni2 C02 S2 180.0 2_666 . . . ? C02 Ni2 C02 S2 -28(7) 2_666 . . . ? _diffrn_measured_fraction_theta_max 0.894 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.925 _refine_diff_density_max 0.512 _refine_diff_density_min -0.892 _refine_diff_density_rms 0.089 # Attachment 'B702896B_622815.CIF' data_kaz78abs _database_code_depnum_ccdc_archive 'CCDC 622815' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[N-(diisopropoxyphosphoryl)-N'-(p-metoxyphenyl) thiocarbamido-N,S]nickel(II) ; _chemical_name_common ;Bis(N-(diisopropoxyphosphoryl)-N'-(p-metoxyphenyl) thiocarbamido-N,S)nickel(ii) ; _chemical_formula_moiety ? _chemical_formula_sum 'C14 H44 N4 Ni O8 P2 S2' _chemical_formula_weight 749.44 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.194(2) _cell_length_b 8.439(2) _cell_length_c 16.951(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.55(3) _cell_angle_gamma 90.00 _cell_volume 1743.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2031 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 28.49 _exptl_crystal_description prism _exptl_crystal_colour violet _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.427 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 0.819 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.811 _exptl_absorpt_correction_T_max 0.996 #'CrysAlis Red 1.171.13, Oxford Diffraction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'KM4 CCD' _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12428 _diffrn_reflns_av_R_equivalents 0.0950 _diffrn_reflns_av_sigmaI/netI 0.1914 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 28.49 _reflns_number_total 4044 _reflns_number_gt 2081 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_cell_refinement 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_data_reduction 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III Farrugia 1997' _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 w=1/[\s^2^(Fo^2^)+(0.0352P)^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 4044 _refine_ls_number_parameters 210 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1451 _refine_ls_R_factor_gt 0.0610 _refine_ls_wR_factor_ref 0.1148 _refine_ls_wR_factor_gt 0.0996 _refine_ls_goodness_of_fit_ref 0.924 _refine_ls_restrained_S_all 0.924 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni 0.0000 0.0000 0.0000 0.0206(2) Uani 1 d S . . S1 S -0.02689(8) 0.21219(13) 0.07689(7) 0.0151(3) Uani 1 d . . . P P 0.26748(9) 0.04960(13) -0.00770(7) 0.0139(3) Uani 1 d . . . N1 N 0.1435(3) 0.0795(4) 0.0253(2) 0.0119(8) Uani 1 d . . . N2 N 0.1841(3) 0.3033(4) 0.1060(2) 0.0136(8) Uani 1 d . . . H2 H 0.2545 0.2842 0.1010 0.016 Uiso 1 calc R . . O1 O 0.2631(2) 0.0708(3) -0.09996(16) 0.0153(7) Uani 1 d . . . O2 O 0.2795(2) -0.1349(3) 0.00166(17) 0.0165(7) Uani 1 d . . . O3 O 0.3522(2) 0.1484(3) 0.03192(16) 0.0147(7) Uani 1 d . . . O4 O 0.0883(2) 0.8315(3) 0.28968(17) 0.0174(7) Uani 1 d . . . C1 C 0.1130(3) 0.2038(5) 0.0710(2) 0.0118(10) Uani 1 d . . . C10 C 0.0738(3) 0.9854(5) 0.2539(3) 0.0216(11) Uani 1 d . . . H10A H 0.1435 1.0206 0.2323 0.032 Uiso 1 calc R . . H10B H 0.0502 1.0613 0.2937 0.032 Uiso 1 calc R . . H10C H 0.0180 0.9788 0.2113 0.032 Uiso 1 calc R . . C2 C 0.1535(3) 0.4399(5) 0.1516(2) 0.0132(10) Uani 1 d . . . C3 C 0.1472(3) 0.5865(5) 0.1160(3) 0.0153(11) Uani 1 d . . . H3 H 0.1574 0.5957 0.0609 0.018 Uiso 1 calc R . . C4 C 0.1260(3) 0.7213(5) 0.1603(3) 0.0178(11) Uani 1 d . . . H4 H 0.1226 0.8224 0.1357 0.021 Uiso 1 calc R . . C5 C 0.1099(3) 0.7069(5) 0.2401(3) 0.0141(10) Uani 1 d . . . C6 C 0.1142(3) 0.5582(5) 0.2754(3) 0.0164(10) Uani 1 d . . . H6 H 0.1014 0.5482 0.3302 0.020 Uiso 1 calc R . . C7 C 0.1369(3) 0.4238(5) 0.2311(3) 0.0164(11) Uani 1 d . . . H7 H 0.1410 0.3225 0.2555 0.020 Uiso 1 calc R . . C11 C 0.2738(4) 0.2273(5) -0.1357(3) 0.0212(11) Uani 1 d . . . H11 H 0.3210 0.2956 -0.1006 0.025 Uiso 1 calc R . . C12 C 0.3817(3) -0.2111(5) -0.0249(3) 0.0170(10) Uani 1 d . . . H12 H 0.4353 -0.1279 -0.0405 0.020 Uiso 1 calc R . . C21 C 0.3295(4) 0.2036(6) -0.2135(3) 0.0360(14) Uani 1 d . . . H21A H 0.4009 0.1529 -0.2041 0.054 Uiso 1 calc R . . H21B H 0.3399 0.3065 -0.2390 0.054 Uiso 1 calc R . . H21C H 0.2836 0.1360 -0.2479 0.054 Uiso 1 calc R . . C22 C 0.4277(4) -0.3030(5) 0.0451(3) 0.0238(12) Uani 1 d . . . H22A H 0.4378 -0.2314 0.0903 0.036 Uiso 1 calc R . . H22B H 0.4986 -0.3492 0.0318 0.036 Uiso 1 calc R . . H22C H 0.3766 -0.3877 0.0587 0.036 Uiso 1 calc R . . C31 C 0.1623(4) 0.3026(6) -0.1461(3) 0.0360(14) Uani 1 d . . . H31A H 0.1160 0.2366 -0.1810 0.054 Uiso 1 calc R . . H31B H 0.1700 0.4081 -0.1694 0.054 Uiso 1 calc R . . H31C H 0.1282 0.3121 -0.0946 0.054 Uiso 1 calc R . . C32 C 0.3521(4) -0.3125(6) -0.0950(3) 0.0315(13) Uani 1 d . . . H32A H 0.2985 -0.3927 -0.0798 0.047 Uiso 1 calc R . . H32B H 0.4182 -0.3649 -0.1139 0.047 Uiso 1 calc R . . H32C H 0.3203 -0.2460 -0.1372 0.047 Uiso 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 Ni 0.0206(5) 0.0196(5) 0.0216(6) -0.0022(4) -0.0019(4) -0.0006(4) S1 0.0126(6) 0.0158(6) 0.0168(7) -0.0037(5) -0.0010(5) 0.0004(5) P 0.0149(6) 0.0132(6) 0.0136(7) -0.0011(5) -0.0002(5) 0.0014(5) N1 0.0123(19) 0.012(2) 0.011(2) -0.0027(16) 0.0000(16) -0.0013(16) N2 0.0112(19) 0.014(2) 0.015(2) -0.0038(17) -0.0009(16) -0.0006(17) O1 0.0232(17) 0.0107(16) 0.0118(18) 0.0006(13) -0.0008(14) 0.0006(13) O2 0.0176(17) 0.0120(16) 0.020(2) 0.0014(14) 0.0035(14) 0.0030(14) O3 0.0117(16) 0.0189(17) 0.0135(18) 0.0020(14) 0.0006(13) -0.0007(13) O4 0.0262(18) 0.0129(18) 0.0132(19) -0.0021(14) 0.0022(14) 0.0040(14) C1 0.017(2) 0.008(2) 0.010(3) 0.0058(19) -0.0034(19) 0.000(2) C10 0.027(3) 0.012(2) 0.026(3) -0.002(2) 0.003(2) 0.005(2) C2 0.014(2) 0.016(2) 0.010(3) -0.006(2) -0.0031(19) 0.000(2) C3 0.015(2) 0.019(3) 0.012(3) 0.001(2) 0.000(2) 0.001(2) C4 0.022(3) 0.013(2) 0.019(3) 0.003(2) 0.000(2) 0.000(2) C5 0.012(2) 0.015(3) 0.015(3) -0.002(2) -0.003(2) -0.001(2) C6 0.022(3) 0.013(2) 0.013(3) 0.004(2) 0.000(2) -0.003(2) C7 0.017(3) 0.006(2) 0.025(3) 0.004(2) -0.006(2) -0.002(2) C11 0.025(3) 0.019(3) 0.019(3) 0.003(2) 0.000(2) -0.005(2) C12 0.018(2) 0.013(2) 0.020(3) -0.002(2) 0.004(2) 0.003(2) C21 0.039(3) 0.039(3) 0.030(3) 0.015(3) 0.007(3) 0.006(3) C22 0.025(3) 0.021(3) 0.026(3) 0.005(2) -0.003(2) 0.002(2) C31 0.035(3) 0.030(3) 0.043(4) 0.014(3) 0.004(3) 0.011(3) C32 0.033(3) 0.029(3) 0.033(3) -0.010(3) -0.001(3) 0.008(2) _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 Ni N1 1.912(3) . ? Ni N1 1.912(3) 3 ? Ni S1 2.2440(11) 3 ? Ni S1 2.2440(11) . ? Ni C1 2.493(4) . ? Ni C1 2.493(4) 3 ? S1 C1 1.713(4) . ? P O3 1.475(3) . ? P O2 1.572(3) . ? P O1 1.574(3) . ? P N1 1.646(3) . ? N1 C1 1.362(5) . ? N2 C1 1.335(5) . ? N2 C2 1.442(5) . ? N2 H2 0.8800 . ? O1 C11 1.460(5) . ? O2 C12 1.483(4) . ? O4 C5 1.376(5) . ? O4 C10 1.442(5) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C2 C7 1.376(6) . ? C2 C3 1.377(5) . ? C3 C4 1.390(6) . ? C3 H3 0.9500 . ? C4 C5 1.377(6) . ? C4 H4 0.9500 . ? C5 C6 1.391(6) . ? C6 C7 1.391(6) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C11 C31 1.507(6) . ? C11 C21 1.513(6) . ? C11 H11 1.0000 . ? C12 C32 1.500(6) . ? C12 C22 1.513(6) . ? C12 H12 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni N1 180.0 . 3 ? N1 Ni S1 105.26(10) . 3 ? N1 Ni S1 74.74(10) 3 3 ? N1 Ni S1 74.74(10) . . ? N1 Ni S1 105.26(10) 3 . ? S1 Ni S1 180.0 3 . ? N1 Ni C1 32.75(13) . . ? N1 Ni C1 147.25(13) 3 . ? S1 Ni C1 138.01(10) 3 . ? S1 Ni C1 41.99(10) . . ? N1 Ni C1 147.25(13) . 3 ? N1 Ni C1 32.75(13) 3 3 ? S1 Ni C1 41.99(10) 3 3 ? S1 Ni C1 138.01(10) . 3 ? C1 Ni C1 180.0 . 3 ? C1 S1 Ni 76.81(15) . . ? O3 P O2 116.87(17) . . ? O3 P O1 113.12(16) . . ? O2 P O1 102.32(16) . . ? O3 P N1 113.38(17) . . ? O2 P N1 101.64(16) . . ? O1 P N1 108.28(17) . . ? C1 N1 P 125.4(3) . . ? C1 N1 Ni 97.8(3) . . ? P N1 Ni 135.5(2) . . ? C1 N2 C2 124.5(3) . . ? C1 N2 H2 117.7 . . ? C2 N2 H2 117.7 . . ? C11 O1 P 120.9(3) . . ? C12 O2 P 118.4(2) . . ? C5 O4 C10 117.0(3) . . ? N2 C1 N1 123.6(4) . . ? N2 C1 S1 125.7(3) . . ? N1 C1 S1 110.6(3) . . ? N2 C1 Ni 173.0(3) . . ? N1 C1 Ni 49.4(2) . . ? S1 C1 Ni 61.20(13) . . ? O4 C10 H10A 109.5 . . ? O4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? O4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C7 C2 C3 120.6(4) . . ? C7 C2 N2 119.5(4) . . ? C3 C2 N2 119.8(4) . . ? C2 C3 C4 120.5(4) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 119.4(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? O4 C5 C4 124.6(4) . . ? O4 C5 C6 115.6(4) . . ? C4 C5 C6 119.8(4) . . ? C5 C6 C7 120.6(4) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C2 C7 C6 119.0(4) . . ? C2 C7 H7 120.5 . . ? C6 C7 H7 120.5 . . ? O1 C11 C31 109.9(4) . . ? O1 C11 C21 106.8(4) . . ? C31 C11 C21 112.3(4) . . ? O1 C11 H11 109.3 . . ? C31 C11 H11 109.3 . . ? C21 C11 H11 109.3 . . ? O2 C12 C32 107.6(3) . . ? O2 C12 C22 106.3(3) . . ? C32 C12 C22 113.9(4) . . ? O2 C12 H12 109.6 . . ? C32 C12 H12 109.6 . . ? C22 C12 H12 109.6 . . ? C11 C21 H21A 109.5 . . ? C11 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C11 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C12 C22 H22A 109.5 . . ? C12 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C12 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C11 C31 H31A 109.5 . . ? C11 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C11 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C12 C32 H32A 109.5 . . ? C12 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C12 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Ni S1 C1 -0.16(18) . . . . ? N1 Ni S1 C1 179.84(18) 3 . . . ? S1 Ni S1 C1 -146(29) 3 . . . ? C1 Ni S1 C1 180.0 3 . . . ? O3 P N1 C1 14.1(4) . . . . ? O2 P N1 C1 140.4(3) . . . . ? O1 P N1 C1 -112.3(3) . . . . ? O3 P N1 Ni 178.1(2) . . . . ? O2 P N1 Ni -55.7(3) . . . . ? O1 P N1 Ni 51.6(3) . . . . ? S1 Ni N1 C1 -179.8(2) 3 . . . ? S1 Ni N1 C1 0.2(2) . . . . ? C1 Ni N1 C1 180.0 3 . . . ? S1 Ni N1 P 13.3(3) 3 . . . ? S1 Ni N1 P -166.7(3) . . . . ? C1 Ni N1 P -166.9(5) . . . . ? C1 Ni N1 P 13.1(5) 3 . . . ? O3 P O1 C11 -41.2(3) . . . . ? O2 P O1 C11 -167.8(3) . . . . ? N1 P O1 C11 85.3(3) . . . . ? O3 P O2 C12 -58.1(3) . . . . ? O1 P O2 C12 66.1(3) . . . . ? N1 P O2 C12 178.0(3) . . . . ? C2 N2 C1 N1 176.9(4) . . . . ? C2 N2 C1 S1 -3.4(6) . . . . ? P N1 C1 N2 -11.8(6) . . . . ? Ni N1 C1 N2 179.4(3) . . . . ? P N1 C1 S1 168.5(2) . . . . ? Ni N1 C1 S1 -0.3(3) . . . . ? P N1 C1 Ni 168.7(4) . . . . ? Ni S1 C1 N2 -179.5(4) . . . . ? Ni S1 C1 N1 0.2(3) . . . . ? N1 Ni C1 N2 -4(2) . . . . ? N1 Ni C1 N2 176(2) 3 . . . ? S1 Ni C1 N2 -4(3) 3 . . . ? S1 Ni C1 N2 176(3) . . . . ? N1 Ni C1 N1 180.0 3 . . . ? S1 Ni C1 N1 0.3(3) 3 . . . ? S1 Ni C1 N1 -179.7(3) . . . . ? N1 Ni C1 S1 179.7(3) . . . . ? N1 Ni C1 S1 -0.3(3) 3 . . . ? S1 Ni C1 S1 180.0 3 . . . ? C1 N2 C2 C7 88.8(5) . . . . ? C1 N2 C2 C3 -94.9(5) . . . . ? C7 C2 C3 C4 1.2(6) . . . . ? N2 C2 C3 C4 -175.1(4) . . . . ? C2 C3 C4 C5 -0.8(6) . . . . ? C10 O4 C5 C4 4.7(6) . . . . ? C10 O4 C5 C6 -174.8(4) . . . . ? C3 C4 C5 O4 -179.9(4) . . . . ? C3 C4 C5 C6 -0.5(6) . . . . ? O4 C5 C6 C7 -179.1(4) . . . . ? C4 C5 C6 C7 1.4(6) . . . . ? C3 C2 C7 C6 -0.3(6) . . . . ? N2 C2 C7 C6 176.0(4) . . . . ? C5 C6 C7 C2 -1.0(6) . . . . ? P O1 C11 C31 -89.6(4) . . . . ? P O1 C11 C21 148.3(3) . . . . ? P O2 C12 C32 -112.5(3) . . . . ? P O2 C12 C22 125.0(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 O3 0.88 2.04 2.761(4) 138.0 . N2 H2 O4 0.88 2.66 3.259(5) 126.3 2_545 _diffrn_measured_fraction_theta_max 0.859 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 0.890 _refine_diff_density_max 0.908 _refine_diff_density_min -0.815 _refine_diff_density_rms 0.098 # Attachment 'B702896B_622816.CIF' data_kaz79abs _database_code_depnum_ccdc_archive 'CCDC 622816' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[N-(p-bromophenyl)-N'-(diisopropoxyphosphoryl) thiocarbamido-N',S]nickel(II) ; _chemical_name_common ;Bis(N-(p-bromophenyl)-N'-(diisopropoxyphosphoryl) thiocarbamido-N',S)nickel(ii) ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H38 Br2 N4 Ni O6 P2 S2' _chemical_formula_weight 847.17 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' S S 0.1246 0.1234 '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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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 10.403(2) _cell_length_b 8.304(2) _cell_length_c 20.958(6) _cell_angle_alpha 90.00 _cell_angle_beta 105.78(3) _cell_angle_gamma 90.00 _cell_volume 1742.3(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2031 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 28.49 _exptl_crystal_description prism _exptl_crystal_colour violet _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.615 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 3.105 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.772 _exptl_absorpt_correction_T_max 0.466 _exptl_absorpt_process_details 'CrysAlis Red 1.171.13, Oxford Diffraction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 KM4-CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20389 _diffrn_reflns_av_R_equivalents 0.1080 _diffrn_reflns_av_sigmaI/netI 0.1328 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 36.60 _reflns_number_total 6626 _reflns_number_gt 3749 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_cell_refinement 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_data_reduction 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III Farrugia 1997' _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^)+(0.0375P)^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 6626 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1260 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1083 _refine_ls_wR_factor_gt 0.0894 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _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 Br Br 0.22971(3) -0.89648(4) -0.185184(15) 0.02573(10) Uani 1 1 d . . . Ni Ni 0.0000 0.0000 0.0000 0.01516(13) Uani 1 2 d S . . S S 0.10618(7) -0.20912(10) -0.02880(3) 0.01756(17) Uani 1 1 d . . . P P -0.27337(7) -0.04407(10) -0.12342(4) 0.01430(17) Uani 1 1 d . . . O1 O -0.36888(19) -0.0661(2) -0.07711(9) 0.0162(4) Uani 1 1 d . . . O3 O -0.3143(2) -0.1405(3) -0.18516(9) 0.0189(5) Uani 1 1 d . . . O2 O -0.27370(19) 0.1417(3) -0.13232(10) 0.0177(5) Uani 1 1 d . . . N1 N -0.1181(2) -0.0807(3) -0.07991(11) 0.0145(5) Uani 1 1 d . . . N2 N -0.0787(2) -0.3069(3) -0.14041(11) 0.0170(5) Uani 1 1 d . . . H2 H -0.1531 -0.2901 -0.1699 0.020 Uiso 1 1 calc R . . C6 C 0.1605(3) -0.5650(4) -0.19618(15) 0.0209(7) Uani 1 1 d . . . H6 H 0.2229 -0.5577 -0.2205 0.025 Uiso 1 1 calc R . . C3 C -0.0232(3) -0.5888(4) -0.12266(15) 0.0203(7) Uani 1 1 d . . . H3 H -0.0842 -0.5960 -0.0976 0.024 Uiso 1 1 calc R . . C5 C 0.1351(3) -0.7097(4) -0.17060(13) 0.0178(6) Uani 1 1 d . . . C1 C -0.0428(3) -0.2041(4) -0.09023(13) 0.0145(6) Uani 1 1 d . . . C11 C -0.4159(3) -0.2280(4) -0.06582(14) 0.0199(7) Uani 1 1 d . . . H11 H -0.4163 -0.2970 -0.1038 0.024 Uiso 1 1 calc R . . C2 C -0.0012(3) -0.4441(4) -0.14858(13) 0.0169(6) Uani 1 1 d . . . C4 C 0.0448(3) -0.7251(4) -0.13347(14) 0.0211(7) Uani 1 1 d . . . H4 H 0.0299 -0.8243 -0.1162 0.025 Uiso 1 1 calc R . . C12 C -0.3948(3) 0.2223(4) -0.17366(15) 0.0203(7) Uani 1 1 d . . . H12 H -0.4684 0.1446 -0.1851 0.024 Uiso 1 1 calc R . . C21 C -0.5574(3) -0.2087(5) -0.0605(2) 0.0378(10) Uani 1 1 d . . . H21A H -0.5566 -0.1457 -0.0220 0.057 Uiso 1 1 calc R . . H21B H -0.5947 -0.3128 -0.0568 0.057 Uiso 1 1 calc R . . H21C H -0.6105 -0.1552 -0.0994 0.057 Uiso 1 1 calc R . . C31 C -0.3219(3) -0.2968(5) -0.00437(17) 0.0355(9) Uani 1 1 d . . . H31A H -0.2339 -0.3044 -0.0104 0.053 Uiso 1 1 calc R . . H31B H -0.3519 -0.4021 0.0039 0.053 Uiso 1 1 calc R . . H31C H -0.3197 -0.2279 0.0327 0.053 Uiso 1 1 calc R . . C7 C 0.0917(3) -0.4303(4) -0.18520(15) 0.0217(7) Uani 1 1 d . . . H7 H 0.1073 -0.3309 -0.2021 0.026 Uiso 1 1 calc R . . C22 C -0.4289(4) 0.3525(5) -0.1330(2) 0.0471(11) Uani 1 1 d . . . H22A H -0.4549 0.3065 -0.0964 0.071 Uiso 1 1 calc R . . H22B H -0.5014 0.4150 -0.1597 0.071 Uiso 1 1 calc R . . H22C H -0.3525 0.4207 -0.1165 0.071 Uiso 1 1 calc R . . C32 C -0.3644(3) 0.2791(5) -0.23588(17) 0.0418(11) Uani 1 1 d . . . H32A H -0.4401 0.3362 -0.2628 0.063 Uiso 1 1 calc R . . H32B H -0.3452 0.1881 -0.2600 0.063 Uiso 1 1 calc R . . H32C H -0.2883 0.3495 -0.2246 0.063 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 Br 0.02622(18) 0.0244(2) 0.02560(16) -0.00154(14) 0.00549(13) 0.00970(15) Ni 0.0120(3) 0.0186(3) 0.0141(2) -0.0007(2) 0.0023(2) 0.0011(2) S 0.0126(3) 0.0216(5) 0.0167(3) -0.0024(3) 0.0011(3) 0.0038(3) P 0.0111(3) 0.0175(4) 0.0139(3) -0.0003(3) 0.0028(3) 0.0002(3) O1 0.0177(10) 0.0144(12) 0.0194(10) -0.0001(8) 0.0097(8) -0.0006(9) O3 0.0149(10) 0.0256(14) 0.0151(9) -0.0057(9) 0.0019(8) 0.0015(9) O2 0.0138(10) 0.0161(13) 0.0212(10) 0.0050(8) 0.0015(8) -0.0003(8) N1 0.0115(11) 0.0160(15) 0.0144(10) -0.0003(9) 0.0012(9) 0.0025(10) N2 0.0129(11) 0.0201(15) 0.0157(11) -0.0032(10) 0.0000(9) 0.0024(11) C6 0.0231(16) 0.022(2) 0.0222(14) -0.0010(13) 0.0143(13) 0.0042(14) C3 0.0162(14) 0.024(2) 0.0219(14) 0.0025(13) 0.0077(12) -0.0019(13) C5 0.0146(14) 0.0206(18) 0.0161(13) -0.0020(12) 0.0005(11) 0.0046(13) C1 0.0136(13) 0.0173(17) 0.0133(12) 0.0037(11) 0.0047(10) -0.0010(12) C11 0.0222(16) 0.0159(18) 0.0223(14) 0.0032(12) 0.0070(12) 0.0006(13) C2 0.0133(14) 0.0234(18) 0.0116(12) -0.0061(12) -0.0007(11) 0.0028(12) C4 0.0205(15) 0.0202(19) 0.0242(15) 0.0021(13) 0.0088(13) 0.0021(14) C12 0.0108(13) 0.0187(18) 0.0283(15) 0.0008(13) 0.0000(12) 0.0020(13) C21 0.0216(17) 0.040(3) 0.055(2) 0.018(2) 0.0163(17) 0.0028(17) C31 0.0276(18) 0.039(2) 0.0369(19) 0.0214(17) 0.0038(15) 0.0019(17) C7 0.0252(16) 0.0173(19) 0.0253(15) 0.0032(13) 0.0116(13) -0.0015(14) C22 0.034(2) 0.046(3) 0.054(2) -0.014(2) -0.0006(19) 0.0139(19) C32 0.0243(18) 0.061(3) 0.0358(19) 0.0258(19) 0.0002(16) 0.0059(19) _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 Br C5 1.905(3) . ? Ni N1 1.909(2) . ? Ni N1 1.909(2) 3 ? Ni S 2.2277(9) 3 ? Ni S 2.2277(9) . ? Ni C1 2.488(3) . ? Ni C1 2.488(3) 3 ? S C1 1.725(3) . ? P O3 1.482(2) . ? P O2 1.554(2) . ? P O1 1.577(2) . ? P N1 1.653(2) . ? O1 C11 1.471(4) . ? O2 C12 1.481(3) . ? N1 C1 1.342(4) . ? N2 C1 1.327(4) . ? N2 C2 1.432(4) . ? N2 H2 0.8600 . ? C6 C5 1.370(5) . ? C6 C7 1.381(5) . ? C6 H6 0.9300 . ? C3 C2 1.364(4) . ? C3 C4 1.386(4) . ? C3 H3 0.9300 . ? C5 C4 1.380(4) . ? C11 C31 1.502(4) . ? C11 C21 1.515(4) . ? C11 H11 0.9800 . ? C2 C7 1.393(4) . ? C4 H4 0.9300 . ? C12 C22 1.478(5) . ? C12 C32 1.499(5) . ? C12 H12 0.9800 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C7 H7 0.9300 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? 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 N1 Ni N1 180.0 . 3 ? N1 Ni S 105.26(8) . 3 ? N1 Ni S 74.74(8) 3 3 ? N1 Ni S 74.74(8) . . ? N1 Ni S 105.26(8) 3 . ? S Ni S 180.0 3 . ? N1 Ni C1 32.27(9) . . ? N1 Ni C1 147.74(9) 3 . ? S Ni C1 137.52(7) 3 . ? S Ni C1 42.48(7) . . ? N1 Ni C1 147.73(9) . 3 ? N1 Ni C1 32.26(9) 3 3 ? S Ni C1 42.48(7) 3 3 ? S Ni C1 137.52(7) . 3 ? C1 Ni C1 180.0 . 3 ? C1 S Ni 76.83(11) . . ? O3 P O2 116.14(12) . . ? O3 P O1 113.28(12) . . ? O2 P O1 102.01(11) . . ? O3 P N1 112.81(13) . . ? O2 P N1 102.64(12) . . ? O1 P N1 108.90(12) . . ? C11 O1 P 119.85(18) . . ? C12 O2 P 119.54(18) . . ? C1 N1 P 125.2(2) . . ? C1 N1 Ni 98.34(16) . . ? P N1 Ni 135.94(15) . . ? C1 N2 C2 124.1(2) . . ? C1 N2 H2 118.0 . . ? C2 N2 H2 118.0 . . ? C5 C6 C7 118.8(3) . . ? C5 C6 H6 120.6 . . ? C7 C6 H6 120.6 . . ? C2 C3 C4 120.4(3) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C6 C5 C4 122.4(3) . . ? C6 C5 Br 119.2(2) . . ? C4 C5 Br 118.4(3) . . ? N2 C1 N1 124.6(2) . . ? N2 C1 S 125.3(2) . . ? N1 C1 S 110.1(2) . . ? N2 C1 Ni 174.0(2) . . ? N1 C1 Ni 49.39(13) . . ? S C1 Ni 60.69(9) . . ? O1 C11 C31 108.5(2) . . ? O1 C11 C21 106.7(3) . . ? C31 C11 C21 113.4(3) . . ? O1 C11 H11 109.4 . . ? C31 C11 H11 109.4 . . ? C21 C11 H11 109.4 . . ? C3 C2 C7 120.6(3) . . ? C3 C2 N2 119.5(3) . . ? C7 C2 N2 119.9(3) . . ? C5 C4 C3 118.2(3) . . ? C5 C4 H4 120.9 . . ? C3 C4 H4 120.9 . . ? C22 C12 O2 107.0(3) . . ? C22 C12 C32 114.3(3) . . ? O2 C12 C32 107.7(2) . . ? C22 C12 H12 109.2 . . ? O2 C12 H12 109.2 . . ? C32 C12 H12 109.2 . . ? C11 C21 H21A 109.5 . . ? C11 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C11 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C11 C31 H31A 109.5 . . ? C11 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C11 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C6 C7 C2 119.6(3) . . ? C6 C7 H7 120.2 . . ? C2 C7 H7 120.2 . . ? C12 C22 H22A 109.5 . . ? C12 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C12 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C12 C32 H32A 109.5 . . ? C12 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C12 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Ni S C1 -0.59(12) . . . . ? N1 Ni S C1 179.41(12) 3 . . . ? S Ni S C1 157.29(10) 3 . . . ? C1 Ni S C1 180.0 3 . . . ? O3 P O1 C11 43.4(2) . . . . ? O2 P O1 C11 169.01(18) . . . . ? N1 P O1 C11 -83.0(2) . . . . ? O3 P O2 C12 52.1(2) . . . . ? O1 P O2 C12 -71.6(2) . . . . ? N1 P O2 C12 175.6(2) . . . . ? O3 P N1 C1 -12.5(3) . . . . ? O2 P N1 C1 -138.3(2) . . . . ? O1 P N1 C1 114.2(2) . . . . ? O3 P N1 Ni 177.46(18) . . . . ? O2 P N1 Ni 51.7(2) . . . . ? O1 P N1 Ni -55.9(2) . . . . ? N1 Ni N1 C1 -133.8(19) 3 . . . ? S Ni N1 C1 -179.25(16) 3 . . . ? S Ni N1 C1 0.75(16) . . . . ? C1 Ni N1 C1 180.0 3 . . . ? N1 Ni N1 P 38.0(19) 3 . . . ? S Ni N1 P -7.5(2) 3 . . . ? S Ni N1 P 172.5(2) . . . . ? C1 Ni N1 P 171.8(3) . . . . ? C1 Ni N1 P -8.2(3) 3 . . . ? C7 C6 C5 C4 -1.0(4) . . . . ? C7 C6 C5 Br -179.8(2) . . . . ? C2 N2 C1 N1 -175.9(3) . . . . ? C2 N2 C1 S 4.0(4) . . . . ? C2 N2 C1 Ni -167.7(19) . . . . ? P N1 C1 N2 5.9(4) . . . . ? Ni N1 C1 N2 178.9(3) . . . . ? P N1 C1 S -174.00(16) . . . . ? Ni N1 C1 S -1.0(2) . . . . ? P N1 C1 Ni -173.0(3) . . . . ? Ni S C1 N2 -179.0(3) . . . . ? Ni S C1 N1 0.87(18) . . . . ? N1 Ni C1 N2 -9(2) . . . . ? N1 Ni C1 N2 171(2) 3 . . . ? S Ni C1 N2 -8(2) 3 . . . ? S Ni C1 N2 172(2) . . . . ? C1 Ni C1 N2 105(2) 3 . . . ? N1 Ni C1 N1 180.0 3 . . . ? S Ni C1 N1 1.1(2) 3 . . . ? S Ni C1 N1 -178.9(2) . . . . ? C1 Ni C1 N1 114.4(4) 3 . . . ? N1 Ni C1 S 178.9(2) . . . . ? N1 Ni C1 S -1.1(2) 3 . . . ? S Ni C1 S 180.0 3 . . . ? C1 Ni C1 S -66.7(4) 3 . . . ? P O1 C11 C31 92.9(3) . . . . ? P O1 C11 C21 -144.6(2) . . . . ? C4 C3 C2 C7 -1.3(4) . . . . ? C4 C3 C2 N2 176.0(2) . . . . ? C1 N2 C2 C3 91.3(4) . . . . ? C1 N2 C2 C7 -91.4(4) . . . . ? C6 C5 C4 C3 0.8(4) . . . . ? Br C5 C4 C3 179.6(2) . . . . ? C2 C3 C4 C5 0.4(4) . . . . ? P O2 C12 C22 127.4(3) . . . . ? P O2 C12 C32 -109.2(3) . . . . ? C5 C6 C7 C2 0.1(4) . . . . ? C3 C2 C7 C6 1.0(4) . . . . ? N2 C2 C7 C6 -176.2(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2 O3 0.86 2.04 2.747(3) 138.7 . N2 H2 Br 0.86 3.05 3.641(3) 127.4 2_554 _diffrn_measured_fraction_theta_max 0.768 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.677 _refine_diff_density_min -1.083 _refine_diff_density_rms 0.154 # Attachment 'B702896B_622817.CIF' data_kaz80abs _database_code_depnum_ccdc_archive 'CCDC 622817' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[N-(diisopropoxyphosphoryl)-N'- isopropylthiocarbamido-N,S]palladium(II) ; _chemical_name_common ;Bis(N-(diisopropoxyphosphoryl)-N'-isopropylthiocarbamido- N,S)palladium(ii) ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H44 N4 O6 P2 Pd S2' _chemical_formula_weight 669.05 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 '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 18.981(4) _cell_length_b 9.764(2) _cell_length_c 16.498(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.89(3) _cell_angle_gamma 90.00 _cell_volume 3028.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4362 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 28.49 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.467 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 0.895 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.904 _exptl_absorpt_correction_T_max 0.973 _exptl_absorpt_process_details 'CrysAlis Red.1.171.13, Oxford Diffraction' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 KM4-CCD _diffrn_measurement_method '/w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19817 _diffrn_reflns_av_R_equivalents 0.0648 _diffrn_reflns_av_sigmaI/netI 0.1244 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 28.49 _reflns_number_total 6927 _reflns_number_gt 4487 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_cell_refinement 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_data_reduction 'KM4 CCD Software (Oxford Diffraction Poland Sp, (1995-2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP III Farrugia 1997' _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^)+(0.0206P)^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 6927 _refine_ls_number_parameters 328 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1088 _refine_ls_R_factor_gt 0.0524 _refine_ls_wR_factor_ref 0.0777 _refine_ls_wR_factor_gt 0.0693 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _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 Pd Pd 0.234580(17) 0.11183(3) 0.241736(19) 0.01169(9) Uani 1 1 d . . . S1 S 0.23442(6) 0.24156(10) 0.12333(6) 0.0165(3) Uani 1 1 d . . . S2 S 0.23827(6) -0.01717(10) 0.36308(6) 0.0148(2) Uani 1 1 d . . . P1 P 0.08872(6) -0.05718(11) 0.15881(7) 0.0127(3) Uani 1 1 d . . . P2 P 0.39752(6) 0.23809(11) 0.30080(7) 0.0138(3) Uani 1 1 d . . . O22 O 0.37328(13) 0.3889(3) 0.27842(14) 0.0154(6) Uani 1 1 d . . . O12 O 0.41543(14) 0.1925(3) 0.21460(15) 0.0152(7) Uani 1 1 d . . . N22 N 0.36753(17) 0.0552(3) 0.44531(19) 0.0134(8) Uani 1 1 d . . . H22 H 0.4047 0.1062 0.4480 0.016 Uiso 1 1 calc R . . O11 O 0.13202(14) -0.1943(3) 0.15333(15) 0.0144(6) Uani 1 1 d . . . O21 O 0.07107(14) -0.0637(3) 0.24921(15) 0.0144(7) Uani 1 1 d . . . O31 O 0.02803(14) -0.0437(3) 0.09310(15) 0.0152(7) Uani 1 1 d . . . O32 O 0.45600(14) 0.2224(3) 0.36862(16) 0.0184(7) Uani 1 1 d . . . N12 N 0.11254(17) 0.1607(3) 0.02955(19) 0.0143(8) Uani 1 1 d . . . H12 H 0.0734 0.1151 0.0244 0.017 Uiso 1 1 calc R . . N21 N 0.32546(16) 0.1547(3) 0.31754(18) 0.0122(8) Uani 1 1 d . . . N11 N 0.14408(16) 0.0737(3) 0.16382(18) 0.0123(8) Uani 1 1 d . . . C2 C 0.3188(2) 0.0703(4) 0.3806(2) 0.0136(10) Uani 1 1 d . . . C1 C 0.1551(2) 0.1522(4) 0.0997(2) 0.0119(9) Uani 1 1 d . . . C41 C 0.4560(2) 0.0678(4) 0.2021(3) 0.0197(10) Uani 1 1 d . . . H41 H 0.5043 0.0757 0.2317 0.024 Uiso 1 1 calc R . . C51 C 0.1281(2) 0.2438(4) -0.0404(2) 0.0165(10) Uani 1 1 d . . . H51 H 0.1709 0.2981 -0.0231 0.020 Uiso 1 1 calc R . . C21 C 0.0308(2) -0.1813(4) 0.2761(2) 0.0167(10) Uani 1 1 d . . . H21 H 0.0123 -0.2370 0.2285 0.020 Uiso 1 1 calc R . . C11 C 0.1509(2) -0.2411(4) 0.0735(2) 0.0195(10) Uani 1 1 d . . . H11 H 0.1143 -0.2108 0.0294 0.023 Uiso 1 1 calc R . . C61 C 0.1427(2) 0.1490(4) -0.1099(2) 0.0245(11) Uani 1 1 d . . . H61A H 0.1824 0.0909 -0.0913 0.037 Uiso 1 1 calc R . . H61B H 0.1533 0.2029 -0.1554 0.037 Uiso 1 1 calc R . . H61C H 0.1015 0.0937 -0.1267 0.037 Uiso 1 1 calc R . . C32 C 0.3138(2) 0.6026(4) 0.2780(3) 0.0311(12) Uani 1 1 d . . . H32A H 0.3591 0.6476 0.2885 0.047 Uiso 1 1 calc R . . H32B H 0.2788 0.6556 0.3009 0.047 Uiso 1 1 calc R . . H32C H 0.3001 0.5937 0.2200 0.047 Uiso 1 1 calc R . . C62 C 0.4062(2) 0.0197(4) 0.5892(2) 0.0255(11) Uani 1 1 d . . . H62A H 0.4545 0.0332 0.5799 0.038 Uiso 1 1 calc R . . H62B H 0.4051 -0.0415 0.6345 0.038 Uiso 1 1 calc R . . H62C H 0.3858 0.1061 0.6013 0.038 Uiso 1 1 calc R . . C71 C 0.0671(2) 0.3407(4) -0.0668(2) 0.0197(10) Uani 1 1 d . . . H71A H 0.0244 0.2890 -0.0823 0.029 Uiso 1 1 calc R . . H71B H 0.0776 0.3939 -0.1126 0.029 Uiso 1 1 calc R . . H71C H 0.0607 0.4006 -0.0223 0.029 Uiso 1 1 calc R . . C22 C -0.0300(2) -0.1240(5) 0.3144(3) 0.0308(12) Uani 1 1 d . . . H22A H -0.0120 -0.0772 0.3641 0.046 Uiso 1 1 calc R . . H22B H -0.0607 -0.1973 0.3264 0.046 Uiso 1 1 calc R . . H22C H -0.0563 -0.0609 0.2772 0.046 Uiso 1 1 calc R . . C72 C 0.3910(2) -0.1811(4) 0.4923(3) 0.0245(11) Uani 1 1 d . . . H72A H 0.3659 -0.2110 0.4408 0.037 Uiso 1 1 calc R . . H72B H 0.3834 -0.2454 0.5342 0.037 Uiso 1 1 calc R . . H72C H 0.4409 -0.1753 0.4884 0.037 Uiso 1 1 calc R . . C52 C 0.3637(2) -0.0413(4) 0.5133(2) 0.0159(10) Uani 1 1 d . . . H52 H 0.3140 -0.0501 0.5225 0.019 Uiso 1 1 calc R . . C42 C 0.4204(3) -0.0593(4) 0.2304(3) 0.0353(13) Uani 1 1 d . . . H42A H 0.4224 -0.0572 0.2889 0.053 Uiso 1 1 calc R . . H42B H 0.4446 -0.1394 0.2148 0.053 Uiso 1 1 calc R . . H42C H 0.3716 -0.0618 0.2055 0.053 Uiso 1 1 calc R . . C31 C 0.3191(2) 0.4620(4) 0.3168(3) 0.0198(10) Uani 1 1 d . . . H31 H 0.2734 0.4148 0.3039 0.024 Uiso 1 1 calc R . . C33 C 0.3397(2) 0.4666(4) 0.4091(2) 0.0259(11) Uani 1 1 d . . . H33A H 0.3404 0.3753 0.4308 0.039 Uiso 1 1 calc R . . H33B H 0.3056 0.5206 0.4331 0.039 Uiso 1 1 calc R . . H33C H 0.3860 0.5070 0.4219 0.039 Uiso 1 1 calc R . . C12 C 0.1523(2) -0.3944(4) 0.0765(3) 0.0361(13) Uani 1 1 d . . . H12A H 0.1874 -0.4240 0.1205 0.054 Uiso 1 1 calc R . . H12B H 0.1641 -0.4295 0.0257 0.054 Uiso 1 1 calc R . . H12C H 0.1064 -0.4280 0.0852 0.054 Uiso 1 1 calc R . . C23 C 0.0821(3) -0.2655(4) 0.3339(3) 0.0328(13) Uani 1 1 d . . . H23A H 0.1176 -0.3042 0.3045 0.049 Uiso 1 1 calc R . . H23B H 0.0568 -0.3378 0.3567 0.049 Uiso 1 1 calc R . . H23C H 0.1046 -0.2080 0.3771 0.049 Uiso 1 1 calc R . . C43 C 0.4590(3) 0.0644(5) 0.1112(3) 0.0379(14) Uani 1 1 d . . . H43A H 0.4115 0.0648 0.0823 0.057 Uiso 1 1 calc R . . H43B H 0.4832 -0.0171 0.0976 0.057 Uiso 1 1 calc R . . H43C H 0.4842 0.1434 0.0958 0.057 Uiso 1 1 calc R . . C13 C 0.2218(2) -0.1823(5) 0.0603(3) 0.0367(14) Uani 1 1 d . . . H13A H 0.2191 -0.0841 0.0603 0.055 Uiso 1 1 calc R . . H13B H 0.2338 -0.2132 0.0087 0.055 Uiso 1 1 calc R . . H13C H 0.2576 -0.2119 0.1036 0.055 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 Pd 0.01237(16) 0.01074(16) 0.01167(17) 0.00100(16) 0.00069(13) -0.00136(16) S1 0.0159(6) 0.0160(6) 0.0170(6) 0.0035(5) 0.0001(5) -0.0048(5) S2 0.0144(6) 0.0157(6) 0.0141(6) 0.0012(5) 0.0012(5) -0.0036(5) P1 0.0147(6) 0.0108(6) 0.0130(6) 0.0011(5) 0.0032(5) -0.0005(5) P2 0.0153(6) 0.0122(6) 0.0137(6) 0.0010(5) 0.0015(5) -0.0019(5) O22 0.0184(16) 0.0116(14) 0.0163(15) 0.0030(13) 0.0022(13) 0.0026(14) O12 0.0207(17) 0.0159(16) 0.0103(15) 0.0008(12) 0.0061(13) 0.0028(13) N22 0.013(2) 0.0172(19) 0.0074(18) 0.0010(15) -0.0067(16) -0.0058(15) O11 0.0178(17) 0.0118(15) 0.0146(16) 0.0010(12) 0.0056(13) 0.0006(12) O21 0.0231(17) 0.0110(15) 0.0104(15) -0.0019(12) 0.0067(13) -0.0057(12) O31 0.0134(16) 0.0167(16) 0.0144(16) 0.0022(12) -0.0019(13) -0.0018(13) O32 0.0179(18) 0.0191(17) 0.0158(16) 0.0029(13) -0.0060(14) -0.0043(13) N12 0.014(2) 0.016(2) 0.013(2) 0.0041(15) -0.0009(17) -0.0081(15) N21 0.0129(19) 0.0146(19) 0.0077(18) -0.0020(14) -0.0029(16) -0.0026(15) N11 0.0114(19) 0.012(2) 0.0124(19) 0.0026(14) -0.0012(16) -0.0052(14) C2 0.018(2) 0.010(2) 0.015(2) -0.0041(18) 0.008(2) -0.0006(18) C1 0.012(2) 0.011(2) 0.013(2) -0.0008(17) 0.003(2) 0.0045(17) C41 0.017(2) 0.018(3) 0.025(3) -0.0022(19) 0.004(2) 0.0076(19) C51 0.017(2) 0.019(2) 0.013(2) 0.0068(19) -0.002(2) -0.005(2) C21 0.024(3) 0.014(2) 0.013(2) -0.0009(18) 0.005(2) -0.0100(19) C11 0.020(3) 0.025(3) 0.013(2) -0.003(2) 0.001(2) 0.010(2) C61 0.025(3) 0.027(3) 0.024(3) 0.004(2) 0.009(2) 0.006(2) C32 0.036(3) 0.029(3) 0.030(3) 0.004(2) 0.007(2) 0.014(2) C62 0.035(3) 0.027(3) 0.014(3) 0.002(2) -0.002(2) 0.010(2) C71 0.026(3) 0.015(2) 0.018(3) -0.0003(19) 0.001(2) -0.0023(19) C22 0.033(3) 0.032(3) 0.030(3) -0.004(2) 0.016(2) -0.016(2) C72 0.027(3) 0.019(3) 0.026(3) 0.000(2) -0.002(2) -0.003(2) C52 0.010(2) 0.016(2) 0.020(3) 0.0039(19) -0.002(2) -0.0014(19) C42 0.037(3) 0.021(3) 0.052(3) 0.000(2) 0.020(3) 0.002(2) C31 0.016(3) 0.017(2) 0.028(3) 0.002(2) 0.009(2) 0.0042(19) C33 0.028(3) 0.022(3) 0.029(3) -0.007(2) 0.009(2) 0.002(2) C12 0.046(3) 0.022(3) 0.046(3) -0.022(3) 0.024(3) -0.013(3) C23 0.047(3) 0.023(3) 0.027(3) 0.010(2) -0.002(3) -0.012(2) C43 0.048(4) 0.038(3) 0.029(3) 0.000(2) 0.010(3) 0.015(3) C13 0.049(4) 0.021(3) 0.049(3) -0.006(2) 0.036(3) -0.005(2) _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 Pd N21 2.030(3) . ? Pd N11 2.034(3) . ? Pd S1 2.3279(11) . ? Pd S2 2.3580(11) . ? Pd C1 2.637(4) . ? Pd C2 2.639(4) . ? S1 C1 1.738(4) . ? S2 C2 1.739(4) . ? P1 O31 1.475(3) . ? P1 O21 1.574(3) . ? P1 O11 1.580(3) . ? P1 N11 1.650(3) . ? P2 O32 1.472(3) . ? P2 O12 1.571(3) . ? P2 O22 1.572(3) . ? P2 N21 1.648(3) . ? O22 C31 1.465(4) . ? O12 C41 1.470(4) . ? N22 C2 1.321(5) . ? N22 C52 1.475(5) . ? N22 H22 0.8600 . ? O11 C11 1.483(4) . ? O21 C21 1.481(4) . ? N12 C1 1.320(5) . ? N12 C51 1.473(4) . ? N12 H12 0.8600 . ? N21 C2 1.347(4) . ? N11 C1 1.345(4) . ? C41 C43 1.510(5) . ? C41 C42 1.517(5) . ? C41 H41 0.9800 . ? C51 C71 1.511(5) . ? C51 C61 1.528(5) . ? C51 H51 0.9800 . ? C21 C22 1.498(5) . ? C21 C23 1.510(5) . ? C21 H21 0.9800 . ? C11 C12 1.498(5) . ? C11 C13 1.506(6) . ? C11 H11 0.9800 . ? C61 H61A 0.9600 . ? C61 H61B 0.9600 . ? C61 H61C 0.9600 . ? C32 C31 1.512(5) . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C62 C52 1.514(5) . ? C62 H62A 0.9600 . ? C62 H62B 0.9600 . ? C62 H62C 0.9600 . ? C71 H71A 0.9600 . ? C71 H71B 0.9600 . ? C71 H71C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C72 C52 1.517(5) . ? C72 H72A 0.9600 . ? C72 H72B 0.9600 . ? C72 H72C 0.9600 . ? C52 H52 0.9800 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? C31 C33 1.520(5) . ? C31 H31 0.9800 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? 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 N21 Pd N11 178.34(13) . . ? N21 Pd S1 107.93(9) . . ? N11 Pd S1 70.45(9) . . ? N21 Pd S2 70.33(9) . . ? N11 Pd S2 111.29(9) . . ? S1 Pd S2 178.26(4) . . ? N21 Pd C1 148.30(12) . . ? N11 Pd C1 30.09(11) . . ? S1 Pd C1 40.39(9) . . ? S2 Pd C1 141.34(9) . . ? N21 Pd C2 30.10(11) . . ? N11 Pd C2 151.53(12) . . ? S1 Pd C2 138.01(9) . . ? S2 Pd C2 40.25(9) . . ? C1 Pd C2 177.63(12) . . ? C1 S1 Pd 79.42(14) . . ? C2 S2 Pd 78.59(14) . . ? O31 P1 O21 116.98(16) . . ? O31 P1 O11 113.16(15) . . ? O21 P1 O11 101.55(14) . . ? O31 P1 N11 113.30(16) . . ? O21 P1 N11 101.57(15) . . ? O11 P1 N11 109.06(16) . . ? O32 P2 O12 115.10(16) . . ? O32 P2 O22 116.22(15) . . ? O12 P2 O22 98.38(14) . . ? O32 P2 N21 112.21(16) . . ? O12 P2 N21 107.42(15) . . ? O22 P2 N21 106.23(15) . . ? C31 O22 P2 123.7(2) . . ? C41 O12 P2 122.9(2) . . ? C2 N22 C52 125.7(3) . . ? C2 N22 H22 117.1 . . ? C52 N22 H22 117.1 . . ? C11 O11 P1 120.2(2) . . ? C21 O21 P1 120.1(2) . . ? C1 N12 C51 123.9(3) . . ? C1 N12 H12 118.1 . . ? C51 N12 H12 118.1 . . ? C2 N21 P2 126.9(3) . . ? C2 N21 Pd 100.8(2) . . ? P2 N21 Pd 130.79(18) . . ? C1 N11 P1 124.6(3) . . ? C1 N11 Pd 100.6(2) . . ? P1 N11 Pd 130.58(18) . . ? N22 C2 N21 124.2(4) . . ? N22 C2 S2 125.6(3) . . ? N21 C2 S2 110.2(3) . . ? N22 C2 Pd 172.7(3) . . ? N21 C2 Pd 49.09(19) . . ? S2 C2 Pd 61.16(13) . . ? N12 C1 N11 125.7(4) . . ? N12 C1 S1 124.9(3) . . ? N11 C1 S1 109.4(3) . . ? N12 C1 Pd 174.5(3) . . ? N11 C1 Pd 49.28(19) . . ? S1 C1 Pd 60.20(13) . . ? O12 C41 C43 104.4(3) . . ? O12 C41 C42 111.7(3) . . ? C43 C41 C42 111.5(4) . . ? O12 C41 H41 109.7 . . ? C43 C41 H41 109.7 . . ? C42 C41 H41 109.7 . . ? N12 C51 C71 110.0(3) . . ? N12 C51 C61 109.3(3) . . ? C71 C51 C61 111.9(3) . . ? N12 C51 H51 108.5 . . ? C71 C51 H51 108.5 . . ? C61 C51 H51 108.5 . . ? O21 C21 C22 107.2(3) . . ? O21 C21 C23 107.2(3) . . ? C22 C21 C23 113.9(4) . . ? O21 C21 H21 109.5 . . ? C22 C21 H21 109.5 . . ? C23 C21 H21 109.5 . . ? O11 C11 C12 106.5(3) . . ? O11 C11 C13 109.8(3) . . ? C12 C11 C13 111.9(4) . . ? O11 C11 H11 109.5 . . ? C12 C11 H11 109.5 . . ? C13 C11 H11 109.5 . . ? C51 C61 H61A 109.5 . . ? C51 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C51 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C52 C62 H62A 109.5 . . ? C52 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C52 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C51 C71 H71A 109.5 . . ? C51 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C51 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C52 C72 H72A 109.5 . . ? C52 C72 H72B 109.5 . . ? H72A C72 H72B 109.5 . . ? C52 C72 H72C 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? N22 C52 C62 107.5(3) . . ? N22 C52 C72 110.3(3) . . ? C62 C52 C72 112.6(3) . . ? N22 C52 H52 108.8 . . ? C62 C52 H52 108.8 . . ? C72 C52 H52 108.8 . . ? 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 . . ? O22 C31 C32 105.6(3) . . ? O22 C31 C33 110.4(3) . . ? C32 C31 C33 113.0(4) . . ? O22 C31 H31 109.3 . . ? C32 C31 H31 109.3 . . ? C33 C31 H31 109.3 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 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 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N21 Pd S1 C1 178.72(15) . . . . ? N11 Pd S1 C1 -1.69(15) . . . . ? S2 Pd S1 C1 173.2(13) . . . . ? C2 Pd S1 C1 177.35(17) . . . . ? N21 Pd S2 C2 -1.29(16) . . . . ? N11 Pd S2 C2 179.12(15) . . . . ? S1 Pd S2 C2 4.3(14) . . . . ? C1 Pd S2 C2 177.24(18) . . . . ? O32 P2 O22 C31 -88.3(3) . . . . ? O12 P2 O22 C31 148.3(3) . . . . ? N21 P2 O22 C31 37.3(3) . . . . ? O32 P2 O12 C41 41.9(3) . . . . ? O22 P2 O12 C41 166.1(3) . . . . ? N21 P2 O12 C41 -83.9(3) . . . . ? O31 P1 O11 C11 44.8(3) . . . . ? O21 P1 O11 C11 171.1(3) . . . . ? N11 P1 O11 C11 -82.2(3) . . . . ? O31 P1 O21 C21 65.4(3) . . . . ? O11 P1 O21 C21 -58.3(3) . . . . ? N11 P1 O21 C21 -170.7(3) . . . . ? O32 P2 N21 C2 -5.8(4) . . . . ? O12 P2 N21 C2 121.7(3) . . . . ? O22 P2 N21 C2 -133.8(3) . . . . ? O32 P2 N21 Pd -169.1(2) . . . . ? O12 P2 N21 Pd -41.6(3) . . . . ? O22 P2 N21 Pd 62.9(2) . . . . ? N11 Pd N21 C2 168(4) . . . . ? S1 Pd N21 C2 -178.2(2) . . . . ? S2 Pd N21 C2 1.7(2) . . . . ? C1 Pd N21 C2 -176.6(2) . . . . ? N11 Pd N21 P2 -25(5) . . . . ? S1 Pd N21 P2 -11.7(2) . . . . ? S2 Pd N21 P2 168.1(2) . . . . ? C1 Pd N21 P2 -10.1(4) . . . . ? C2 Pd N21 P2 166.5(4) . . . . ? O31 P1 N11 C1 -28.6(4) . . . . ? O21 P1 N11 C1 -154.9(3) . . . . ? O11 P1 N11 C1 98.4(3) . . . . ? O31 P1 N11 Pd 179.02(19) . . . . ? O21 P1 N11 Pd 52.7(3) . . . . ? O11 P1 N11 Pd -54.0(3) . . . . ? N21 Pd N11 C1 16(5) . . . . ? S1 Pd N11 C1 2.2(2) . . . . ? S2 Pd N11 C1 -177.6(2) . . . . ? C2 Pd N11 C1 -176.5(2) . . . . ? N21 Pd N11 P1 173(4) . . . . ? S1 Pd N11 P1 159.4(2) . . . . ? S2 Pd N11 P1 -20.5(3) . . . . ? C1 Pd N11 P1 157.2(4) . . . . ? C2 Pd N11 P1 -19.3(4) . . . . ? C52 N22 C2 N21 -176.6(3) . . . . ? C52 N22 C2 S2 1.9(5) . . . . ? C52 N22 C2 Pd -155(2) . . . . ? P2 N21 C2 N22 9.2(6) . . . . ? Pd N21 C2 N22 176.4(3) . . . . ? P2 N21 C2 S2 -169.5(2) . . . . ? Pd N21 C2 S2 -2.3(3) . . . . ? P2 N21 C2 Pd -167.2(4) . . . . ? Pd S2 C2 N22 -176.7(3) . . . . ? Pd S2 C2 N21 1.9(2) . . . . ? N21 Pd C2 N22 -24(2) . . . . ? N11 Pd C2 N22 157(2) . . . . ? S1 Pd C2 N22 -21(2) . . . . ? S2 Pd C2 N22 159(2) . . . . ? C1 Pd C2 N22 25(5) . . . . ? N11 Pd C2 N21 -179.3(3) . . . . ? S1 Pd C2 N21 2.6(3) . . . . ? S2 Pd C2 N21 -177.6(3) . . . . ? C1 Pd C2 N21 49(3) . . . . ? N21 Pd C2 S2 177.6(3) . . . . ? N11 Pd C2 S2 -1.7(3) . . . . ? S1 Pd C2 S2 -179.80(6) . . . . ? C1 Pd C2 S2 -133(3) . . . . ? C51 N12 C1 N11 -177.4(4) . . . . ? C51 N12 C1 S1 2.6(5) . . . . ? C51 N12 C1 Pd -154(3) . . . . ? P1 N11 C1 N12 18.1(5) . . . . ? Pd N11 C1 N12 177.1(3) . . . . ? P1 N11 C1 S1 -161.9(2) . . . . ? Pd N11 C1 S1 -2.9(3) . . . . ? P1 N11 C1 Pd -159.0(4) . . . . ? Pd S1 C1 N12 -177.5(3) . . . . ? Pd S1 C1 N11 2.6(2) . . . . ? N21 Pd C1 N12 156(3) . . . . ? N11 Pd C1 N12 -25(3) . . . . ? S1 Pd C1 N12 158(3) . . . . ? S2 Pd C1 N12 -22(3) . . . . ? C2 Pd C1 N12 109(4) . . . . ? N21 Pd C1 N11 -179.1(2) . . . . ? S1 Pd C1 N11 -176.8(3) . . . . ? S2 Pd C1 N11 3.5(3) . . . . ? C2 Pd C1 N11 135(3) . . . . ? N21 Pd C1 S1 -2.3(3) . . . . ? N11 Pd C1 S1 176.8(3) . . . . ? S2 Pd C1 S1 -179.67(6) . . . . ? C2 Pd C1 S1 -48(3) . . . . ? P2 O12 C41 C43 179.1(3) . . . . ? P2 O12 C41 C42 58.4(4) . . . . ? C1 N12 C51 C71 -125.5(4) . . . . ? C1 N12 C51 C61 111.2(4) . . . . ? P1 O21 C21 C22 -128.3(3) . . . . ? P1 O21 C21 C23 109.0(3) . . . . ? P1 O11 C11 C12 -148.9(3) . . . . ? P1 O11 C11 C13 89.8(4) . . . . ? C2 N22 C52 C62 -151.8(4) . . . . ? C2 N22 C52 C72 85.2(4) . . . . ? P2 O22 C31 C32 179.2(3) . . . . ? P2 O22 C31 C33 56.7(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N12 H12 O31 0.86 2.17 2.849(4) 135.9 . N22 H22 O32 0.86 2.07 2.769(4) 137.5 . _diffrn_measured_fraction_theta_max 0.903 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.523 _refine_diff_density_min -0.603 _refine_diff_density_rms 0.108 # Attachment 'B702896B_635626.Cif' data_sad _database_code_depnum_ccdc_archive 'CCDC 635626' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis[morpholine-N-yl-N`- (diisopropoxyphosphinyl)thiocarboxamide-O,S]palladium(II) ; _chemical_name_common ; Bis(morpholine-N-yl-N`- (diisopropoxyphosphinyl)thiocarboxamide-O,S)palladium(ii) ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H44 N4 O8 P2 Pd S2' _chemical_formula_weight 725.07 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 18.747(4) _cell_length_b 17.566(4) _cell_length_c 19.950(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.046(5) _cell_angle_gamma 90.00 _cell_volume 6469(2) _cell_formula_units_Z 8 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 1 _cell_measurement_theta_max 22.5 _exptl_crystal_description 'transparent needles' _exptl_crystal_colour brown _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.489 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3008 _exptl_absorpt_coefficient_mu 0.849 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8032 _exptl_absorpt_correction_T_max 0.9588 _exptl_absorpt_process_details ; Corrections were done with the SADABS program, utilizing the none merged raw data obtained from the integration process. Integration and final cell refinement were done with SAINT. SADABS reports ratio of Tmin/Tmax = 0.904025 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'Omega and Phi scans' _diffrn_detector_area_resol_mean 80 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 51115 _diffrn_reflns_av_R_equivalents 0.0962 _diffrn_reflns_av_sigmaI/netI 0.0807 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 25.03 _reflns_number_total 11411 _reflns_number_gt 7797 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker AXS, 2000)' _computing_cell_refinement 'SAINT (Bruker AXS, 2000)' _computing_data_reduction 'SAINT,SADABS (Bruker AXS, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; ORTEP3,L.J. Farrugia, J. Appl. Cryst. (1997) 30, 565 ; _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^)+(0.0155P)^2^+10.7905P] 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 11411 _refine_ls_number_parameters 719 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0959 _refine_ls_R_factor_gt 0.0555 _refine_ls_wR_factor_ref 0.1000 _refine_ls_wR_factor_gt 0.0892 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 Pd1 Pd 0.35469(2) 0.38858(2) 0.675856(19) 0.01789(11) Uani 1 1 d . . . S1 S 0.43376(7) 0.40922(8) 0.60410(7) 0.0233(3) Uani 1 1 d . . . S2 S 0.28486(7) 0.47197(8) 0.60829(6) 0.0223(3) Uani 1 1 d . . . P1 P 0.44931(8) 0.24498(8) 0.69742(7) 0.0221(3) Uani 1 1 d . . . P2 P 0.26311(7) 0.45000(8) 0.77249(7) 0.0191(3) Uani 1 1 d . . . O1 O 0.42106(19) 0.3106(2) 0.73343(17) 0.0273(9) Uani 1 1 d . . . O2 O 0.6397(2) 0.3358(2) 0.4789(2) 0.0381(11) Uani 1 1 d . . . O3 O 0.51394(18) 0.2114(2) 0.74951(17) 0.0244(9) Uani 1 1 d . . . O4 O 0.39474(18) 0.1760(2) 0.68534(17) 0.0252(9) Uani 1 1 d . . . O5 O 0.28325(19) 0.3751(2) 0.74347(18) 0.0272(9) Uani 1 1 d . . . O6 O 0.1306(2) 0.7189(2) 0.5671(2) 0.0424(11) Uani 1 1 d . . . O7 O 0.21195(18) 0.4352(2) 0.82557(16) 0.0223(9) Uani 1 1 d . . . O8 O 0.32875(18) 0.4910(2) 0.81759(17) 0.0258(9) Uani 1 1 d . . . N1 N 0.4749(2) 0.2598(2) 0.6265(2) 0.0238(10) Uani 1 1 d . . . N2 N 0.5173(2) 0.3229(2) 0.5416(2) 0.0262(11) Uani 1 1 d . . . N3 N 0.2260(2) 0.5132(2) 0.7203(2) 0.0187(10) Uani 1 1 d . . . N4 N 0.1911(2) 0.5797(2) 0.6223(2) 0.0198(10) Uani 1 1 d . . . C1 C 0.4775(3) 0.3231(3) 0.5922(2) 0.0179(11) Uani 1 1 d . . . C2 C 0.5546(3) 0.2551(3) 0.5248(3) 0.0386(16) Uani 1 1 d . . . H2A H 0.5319 0.2358 0.4794 0.046 Uiso 1 1 calc R . . H2B H 0.5518 0.2147 0.5588 0.046 Uiso 1 1 calc R . . C3 C 0.6329(3) 0.2761(4) 0.5246(3) 0.0415(17) Uani 1 1 d . . . H3A H 0.6558 0.2916 0.5711 0.050 Uiso 1 1 calc R . . H3B H 0.6590 0.2308 0.5119 0.050 Uiso 1 1 calc R . . C4 C 0.6040(3) 0.4020(3) 0.4978(3) 0.0327(14) Uani 1 1 d . . . H4A H 0.6092 0.4440 0.4659 0.039 Uiso 1 1 calc R . . H4B H 0.6269 0.4182 0.5441 0.039 Uiso 1 1 calc R . . C5 C 0.5247(3) 0.3864(3) 0.4966(3) 0.0270(13) Uani 1 1 d . . . H5A H 0.5011 0.4322 0.5117 0.032 Uiso 1 1 calc R . . H5B H 0.5007 0.3740 0.4496 0.032 Uiso 1 1 calc R . . C6 C 0.5591(3) 0.1494(3) 0.7295(3) 0.0289(14) Uani 1 1 d . . . H6 H 0.5359 0.1284 0.6844 0.035 Uiso 1 1 calc R . . C7 C 0.6316(3) 0.1810(4) 0.7245(4) 0.0487(18) Uani 1 1 d . . . H7A H 0.6261 0.2218 0.6905 0.073 Uiso 1 1 calc R . . H7B H 0.6621 0.1406 0.7109 0.073 Uiso 1 1 calc R . . H7C H 0.6542 0.2015 0.7689 0.073 Uiso 1 1 calc R . . C8 C 0.5615(3) 0.0895(3) 0.7827(3) 0.0417(17) Uani 1 1 d . . . H8A H 0.5852 0.1099 0.8267 0.063 Uiso 1 1 calc R . . H8B H 0.5888 0.0456 0.7706 0.063 Uiso 1 1 calc R . . H8C H 0.5120 0.0737 0.7858 0.063 Uiso 1 1 calc R . . C9 C 0.3305(3) 0.1834(3) 0.6323(3) 0.0307(14) Uani 1 1 d . . . H9 H 0.3298 0.2353 0.6117 0.037 Uiso 1 1 calc R . . C10 C 0.3367(4) 0.1246(4) 0.5783(3) 0.0540(19) Uani 1 1 d . . . H10A H 0.3840 0.1293 0.5642 0.081 Uiso 1 1 calc R . . H10B H 0.2983 0.1329 0.5389 0.081 Uiso 1 1 calc R . . H10C H 0.3318 0.0736 0.5968 0.081 Uiso 1 1 calc R . . C11 C 0.2655(3) 0.1741(3) 0.6658(3) 0.0372(15) Uani 1 1 d . . . H11A H 0.2697 0.1265 0.6918 0.056 Uiso 1 1 calc R . . H11B H 0.2217 0.1726 0.6309 0.056 Uiso 1 1 calc R . . H11C H 0.2627 0.2171 0.6965 0.056 Uiso 1 1 calc R . . C12 C 0.2308(3) 0.5238(3) 0.6566(3) 0.0188(12) Uani 1 1 d . . . C13 C 0.1906(3) 0.5998(3) 0.5514(3) 0.0288(14) Uani 1 1 d . . . H13A H 0.1473 0.5775 0.5225 0.035 Uiso 1 1 calc R . . H13B H 0.2341 0.5785 0.5364 0.035 Uiso 1 1 calc R . . C14 C 0.1896(3) 0.6851(3) 0.5427(3) 0.0322(15) Uani 1 1 d . . . H14A H 0.2355 0.7066 0.5677 0.039 Uiso 1 1 calc R . . H14B H 0.1865 0.6976 0.4939 0.039 Uiso 1 1 calc R . . C15 C 0.1349(3) 0.6194(3) 0.6519(3) 0.0274(13) Uani 1 1 d . . . H15A H 0.1431 0.6108 0.7017 0.033 Uiso 1 1 calc R . . H15B H 0.0867 0.5986 0.6323 0.033 Uiso 1 1 calc R . . C16 C 0.1364(4) 0.7037(4) 0.6376(3) 0.0431(17) Uani 1 1 d . . . H16A H 0.0958 0.7287 0.6548 0.052 Uiso 1 1 calc R . . H16B H 0.1822 0.7255 0.6623 0.052 Uiso 1 1 calc R . . C17 C 0.1438(3) 0.3929(3) 0.8078(3) 0.0285(14) Uani 1 1 d . . . H17 H 0.1485 0.3540 0.7722 0.034 Uiso 1 1 calc R . . C18 C 0.0836(3) 0.4482(4) 0.7806(3) 0.0438(17) Uani 1 1 d . . . H18A H 0.0808 0.4878 0.8146 0.066 Uiso 1 1 calc R . . H18B H 0.0374 0.4208 0.7709 0.066 Uiso 1 1 calc R . . H18C H 0.0936 0.4717 0.7386 0.066 Uiso 1 1 calc R . . C19 C 0.1324(3) 0.3537(4) 0.8726(3) 0.0410(17) Uani 1 1 d . . . H19A H 0.1746 0.3220 0.8899 0.061 Uiso 1 1 calc R . . H19B H 0.0890 0.3216 0.8631 0.061 Uiso 1 1 calc R . . H19C H 0.1261 0.3920 0.9067 0.061 Uiso 1 1 calc R . . C20 C 0.3664(3) 0.4571(4) 0.8811(3) 0.0326(15) Uani 1 1 d . . . H20 H 0.3401 0.4103 0.8918 0.039 Uiso 1 1 calc R . . C21 C 0.4415(3) 0.4364(5) 0.8717(3) 0.059(2) Uani 1 1 d . . . H21A H 0.4390 0.4006 0.8336 0.089 Uiso 1 1 calc R . . H21B H 0.4674 0.4126 0.9133 0.089 Uiso 1 1 calc R . . H21C H 0.4674 0.4824 0.8618 0.089 Uiso 1 1 calc R . . C22 C 0.3655(4) 0.5151(5) 0.9355(3) 0.071(3) Uani 1 1 d . . . H22A H 0.3866 0.5627 0.9225 0.107 Uiso 1 1 calc R . . H22B H 0.3939 0.4965 0.9783 0.107 Uiso 1 1 calc R . . H22C H 0.3154 0.5241 0.9415 0.107 Uiso 1 1 calc R . . Pd2 Pd 0.86459(2) 0.38869(2) 0.690277(19) 0.01859(11) Uani 1 1 d . . . S3 S 0.93996(7) 0.40950(8) 0.61543(7) 0.0236(3) Uani 1 1 d . . . S4 S 0.78906(7) 0.46431(8) 0.61940(7) 0.0259(3) Uani 1 1 d . . . P3 P 0.96927(7) 0.25431(8) 0.71922(7) 0.0204(3) Uani 1 1 d . . . P4 P 0.77217(7) 0.45485(8) 0.78607(7) 0.0204(3) Uani 1 1 d . . . O9 O 0.93150(19) 0.3141(2) 0.75283(18) 0.0285(9) Uani 1 1 d . . . O10 O 1.1268(2) 0.3358(3) 0.4750(2) 0.0521(13) Uani 1 1 d . . . O11 O 1.02077(18) 0.2126(2) 0.77773(17) 0.0236(9) Uani 1 1 d . . . O12 O 0.91823(19) 0.1878(2) 0.68862(18) 0.0303(10) Uani 1 1 d . . . O13 O 0.79462(18) 0.3801(2) 0.75890(17) 0.0261(9) Uani 1 1 d . . . O14 O 0.6476(2) 0.7200(2) 0.5708(2) 0.0421(11) Uani 1 1 d . . . O15 O 0.71401(18) 0.4377(2) 0.83217(17) 0.0235(9) Uani 1 1 d . . . O16 O 0.83389(18) 0.4948(2) 0.83741(18) 0.0283(9) Uani 1 1 d . . . N5 N 1.0160(2) 0.2821(3) 0.6643(2) 0.0274(11) Uani 1 1 d . . . N6 N 1.0651(2) 0.3577(3) 0.5921(2) 0.0324(12) Uani 1 1 d . . . N7 N 0.7429(2) 0.5206(2) 0.7339(2) 0.0206(10) Uani 1 1 d . . . N8 N 0.7092(2) 0.5848(2) 0.6341(2) 0.0231(11) Uani 1 1 d . . . C23 C 1.0105(3) 0.3429(3) 0.6263(3) 0.0212(12) Uani 1 1 d . . . C24 C 1.0667(3) 0.4205(3) 0.5435(3) 0.0360(15) Uani 1 1 d . . . H24A H 1.1105 0.4520 0.5574 0.043 Uiso 1 1 calc R . . H24B H 1.0235 0.4533 0.5420 0.043 Uiso 1 1 calc R . . C25 C 1.0672(3) 0.3861(4) 0.4751(3) 0.0452(17) Uani 1 1 d . . . H25A H 1.0215 0.3578 0.4606 0.054 Uiso 1 1 calc R . . H25B H 1.0694 0.4273 0.4417 0.054 Uiso 1 1 calc R . . C26 C 1.1256(3) 0.3046(3) 0.5926(3) 0.0374(16) Uani 1 1 d . . . H26A H 1.1214 0.2619 0.6240 0.045 Uiso 1 1 calc R . . H26B H 1.1721 0.3311 0.6086 0.045 Uiso 1 1 calc R . . C27 C 1.1239(4) 0.2752(4) 0.5230(3) 0.0476(18) Uani 1 1 d . . . H27A H 1.1656 0.2407 0.5229 0.057 Uiso 1 1 calc R . . H27B H 1.0789 0.2455 0.5089 0.057 Uiso 1 1 calc R . . C28 C 1.0663(3) 0.1491(3) 0.7607(3) 0.0223(12) Uani 1 1 d . . . H28 H 1.0613 0.1448 0.7101 0.027 Uiso 1 1 calc R . . C29 C 1.0387(3) 0.0775(3) 0.7886(3) 0.0343(15) Uani 1 1 d . . . H29A H 1.0484 0.0794 0.8385 0.052 Uiso 1 1 calc R . . H29B H 1.0632 0.0333 0.7731 0.052 Uiso 1 1 calc R . . H29C H 0.9863 0.0732 0.7726 0.052 Uiso 1 1 calc R . . C30 C 1.1425(3) 0.1677(3) 0.7903(3) 0.0367(15) Uani 1 1 d . . . H30A H 1.1559 0.2162 0.7717 0.055 Uiso 1 1 calc R . . H30B H 1.1745 0.1273 0.7790 0.055 Uiso 1 1 calc R . . H30C H 1.1474 0.1719 0.8399 0.055 Uiso 1 1 calc R . . C31 C 0.8732(4) 0.1920(4) 0.6218(3) 0.0486(18) Uani 1 1 d . . . H31 H 0.8762 0.2444 0.6029 0.058 Uiso 1 1 calc R . . C32 C 0.9024(6) 0.1363(6) 0.5775(4) 0.136(5) Uani 1 1 d . . . H32A H 0.9546 0.1444 0.5806 0.203 Uiso 1 1 calc R . . H32B H 0.8781 0.1432 0.5302 0.203 Uiso 1 1 calc R . . H32C H 0.8936 0.0844 0.5924 0.203 Uiso 1 1 calc R . . C33 C 0.7966(4) 0.1772(5) 0.6330(5) 0.094(3) Uani 1 1 d . . . H33A H 0.7944 0.1273 0.6546 0.141 Uiso 1 1 calc R . . H33B H 0.7636 0.1778 0.5892 0.141 Uiso 1 1 calc R . . H33C H 0.7823 0.2168 0.6626 0.141 Uiso 1 1 calc R . . C34 C 0.7451(3) 0.5261(3) 0.6691(3) 0.0206(12) Uani 1 1 d . . . C35 C 0.7034(3) 0.5966(3) 0.5611(2) 0.0278(14) Uani 1 1 d . . . H35A H 0.6583 0.5728 0.5370 0.033 Uiso 1 1 calc R . . H35B H 0.7449 0.5719 0.5451 0.033 Uiso 1 1 calc R . . C36 C 0.7029(3) 0.6804(3) 0.5452(3) 0.0358(15) Uani 1 1 d . . . H36A H 0.7505 0.7026 0.5650 0.043 Uiso 1 1 calc R . . H36B H 0.6960 0.6873 0.4952 0.043 Uiso 1 1 calc R . . C37 C 0.6573(3) 0.6302(3) 0.6643(3) 0.0325(15) Uani 1 1 d . . . H37A H 0.6692 0.6266 0.7145 0.039 Uiso 1 1 calc R . . H37B H 0.6079 0.6096 0.6497 0.039 Uiso 1 1 calc R . . C38 C 0.6592(4) 0.7124(4) 0.6429(3) 0.0416(17) Uani 1 1 d . . . H38A H 0.6214 0.7412 0.6611 0.050 Uiso 1 1 calc R . . H38B H 0.7068 0.7346 0.6625 0.050 Uiso 1 1 calc R . . C39 C 0.6571(3) 0.3803(4) 0.8126(3) 0.0346(15) Uani 1 1 d . . . H39 H 0.6771 0.3363 0.7900 0.041 Uiso 1 1 calc R . . C40 C 0.5962(3) 0.4160(5) 0.7646(4) 0.074(3) Uani 1 1 d . . . H40A H 0.5816 0.4633 0.7844 0.112 Uiso 1 1 calc R . . H40B H 0.5550 0.3809 0.7565 0.112 Uiso 1 1 calc R . . H40C H 0.6121 0.4272 0.7214 0.112 Uiso 1 1 calc R . . C41 C 0.6352(4) 0.3548(4) 0.8771(4) 0.061(2) Uani 1 1 d . . . H41A H 0.6765 0.3304 0.9061 0.091 Uiso 1 1 calc R . . H41B H 0.5953 0.3182 0.8668 0.091 Uiso 1 1 calc R . . H41C H 0.6194 0.3988 0.9009 0.091 Uiso 1 1 calc R . . C42 C 0.8658(3) 0.4608(4) 0.9031(3) 0.0322(15) Uani 1 1 d . . . H42 H 0.8348 0.4177 0.9139 0.039 Uiso 1 1 calc R . . C43 C 0.8677(4) 0.5217(4) 0.9551(3) 0.061(2) Uani 1 1 d . . . H43A H 0.8965 0.5646 0.9433 0.092 Uiso 1 1 calc R . . H43B H 0.8896 0.5018 0.9998 0.092 Uiso 1 1 calc R . . H43C H 0.8183 0.5389 0.9564 0.092 Uiso 1 1 calc R . . C44 C 0.9398(3) 0.4317(4) 0.8969(3) 0.057(2) Uani 1 1 d . . . H44A H 0.9351 0.3902 0.8636 0.086 Uiso 1 1 calc R . . H44B H 0.9642 0.4129 0.9412 0.086 Uiso 1 1 calc R . . H44C H 0.9683 0.4731 0.8818 0.086 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 Pd1 0.0172(2) 0.0177(2) 0.0203(2) 0.00119(18) 0.00748(17) 0.00268(19) S1 0.0232(7) 0.0209(8) 0.0287(8) 0.0056(6) 0.0123(6) 0.0043(6) S2 0.0217(7) 0.0276(8) 0.0190(7) 0.0008(6) 0.0075(6) 0.0079(6) P1 0.0224(8) 0.0211(8) 0.0254(8) 0.0054(6) 0.0110(6) 0.0038(6) P2 0.0183(7) 0.0205(8) 0.0198(7) 0.0016(6) 0.0068(6) 0.0016(6) O1 0.033(2) 0.027(2) 0.024(2) 0.0065(17) 0.0098(18) 0.0095(18) O2 0.035(2) 0.043(3) 0.043(3) 0.014(2) 0.025(2) 0.011(2) O3 0.022(2) 0.024(2) 0.027(2) 0.0003(17) 0.0059(17) 0.0111(17) O4 0.0190(19) 0.026(2) 0.031(2) 0.0123(17) 0.0037(17) -0.0054(17) O5 0.034(2) 0.019(2) 0.033(2) 0.0058(17) 0.0176(18) 0.0072(18) O6 0.053(3) 0.044(3) 0.034(2) 0.012(2) 0.016(2) 0.028(2) O7 0.023(2) 0.028(2) 0.0183(19) 0.0000(16) 0.0093(16) -0.0014(17) O8 0.025(2) 0.030(2) 0.021(2) 0.0050(17) -0.0008(17) -0.0023(18) N1 0.032(3) 0.017(3) 0.026(3) 0.003(2) 0.016(2) 0.001(2) N2 0.033(3) 0.017(2) 0.034(3) 0.006(2) 0.023(2) 0.004(2) N3 0.020(2) 0.021(3) 0.017(2) 0.0001(19) 0.0068(19) 0.0033(19) N4 0.016(2) 0.028(3) 0.016(2) 0.0009(19) 0.0074(19) 0.008(2) C1 0.017(3) 0.015(3) 0.023(3) -0.004(2) 0.005(2) -0.001(2) C2 0.058(4) 0.020(3) 0.047(4) 0.002(3) 0.038(3) 0.011(3) C3 0.035(4) 0.048(4) 0.045(4) 0.013(3) 0.019(3) 0.020(3) C4 0.032(3) 0.031(4) 0.037(3) 0.009(3) 0.014(3) -0.002(3) C5 0.029(3) 0.022(3) 0.035(3) 0.007(3) 0.019(3) 0.004(3) C6 0.030(3) 0.027(3) 0.031(3) -0.003(3) 0.007(3) 0.006(3) C7 0.035(4) 0.033(4) 0.086(5) 0.003(4) 0.033(4) 0.008(3) C8 0.036(4) 0.036(4) 0.059(4) 0.019(3) 0.023(3) 0.007(3) C9 0.030(3) 0.032(4) 0.028(3) 0.010(3) 0.001(3) -0.010(3) C10 0.053(4) 0.062(5) 0.046(4) -0.009(4) 0.006(4) -0.003(4) C11 0.016(3) 0.044(4) 0.052(4) 0.009(3) 0.007(3) -0.005(3) C12 0.013(3) 0.023(3) 0.021(3) -0.005(2) 0.004(2) -0.004(2) C13 0.031(3) 0.033(4) 0.023(3) 0.001(3) 0.006(3) 0.012(3) C14 0.038(4) 0.034(4) 0.026(3) 0.006(3) 0.008(3) 0.012(3) C15 0.019(3) 0.042(4) 0.022(3) 0.001(3) 0.005(2) 0.010(3) C16 0.060(5) 0.040(4) 0.031(4) 0.001(3) 0.014(3) 0.025(3) C17 0.025(3) 0.030(3) 0.035(3) -0.008(3) 0.016(3) -0.005(3) C18 0.031(4) 0.054(5) 0.048(4) -0.003(3) 0.010(3) -0.008(3) C19 0.053(4) 0.036(4) 0.039(4) -0.001(3) 0.021(3) -0.015(3) C20 0.031(3) 0.040(4) 0.026(3) 0.008(3) 0.001(3) 0.003(3) C21 0.034(4) 0.091(6) 0.049(4) 0.000(4) -0.006(3) 0.024(4) C22 0.085(6) 0.087(6) 0.036(4) -0.009(4) -0.008(4) 0.043(5) Pd2 0.0166(2) 0.0184(2) 0.0215(2) 0.00151(19) 0.00523(17) 0.00372(19) S3 0.0240(7) 0.0232(8) 0.0253(7) 0.0068(6) 0.0088(6) 0.0086(6) S4 0.0261(8) 0.0319(9) 0.0191(7) -0.0027(6) 0.0021(6) 0.0112(7) P3 0.0172(7) 0.0194(8) 0.0258(8) 0.0046(6) 0.0071(6) 0.0041(6) P4 0.0159(7) 0.0248(9) 0.0211(8) 0.0038(6) 0.0048(6) 0.0007(6) O9 0.026(2) 0.033(2) 0.029(2) 0.0130(18) 0.0148(18) 0.0132(19) O10 0.064(3) 0.057(3) 0.042(3) 0.015(2) 0.029(2) 0.029(3) O11 0.025(2) 0.024(2) 0.024(2) 0.0042(16) 0.0095(16) 0.0056(17) O12 0.024(2) 0.028(2) 0.035(2) 0.0016(18) -0.0036(18) -0.0039(18) O13 0.025(2) 0.023(2) 0.033(2) 0.0029(18) 0.0141(17) 0.0009(18) O14 0.060(3) 0.031(3) 0.039(3) 0.009(2) 0.021(2) 0.025(2) O15 0.020(2) 0.028(2) 0.024(2) 0.0036(17) 0.0104(17) 0.0005(17) O16 0.024(2) 0.034(2) 0.024(2) 0.0069(17) -0.0020(17) -0.0061(18) N5 0.026(3) 0.025(3) 0.034(3) 0.010(2) 0.015(2) 0.006(2) N6 0.032(3) 0.030(3) 0.042(3) 0.012(2) 0.025(2) 0.013(2) N7 0.023(2) 0.023(3) 0.016(2) 0.0036(19) 0.004(2) 0.007(2) N8 0.028(3) 0.020(3) 0.022(2) 0.0015(19) 0.007(2) 0.011(2) C23 0.022(3) 0.020(3) 0.023(3) 0.002(2) 0.010(2) 0.004(2) C24 0.033(3) 0.037(4) 0.043(4) 0.015(3) 0.022(3) 0.005(3) C25 0.050(4) 0.047(4) 0.041(4) 0.015(3) 0.016(3) 0.012(4) C26 0.034(4) 0.042(4) 0.040(4) 0.021(3) 0.019(3) 0.011(3) C27 0.059(5) 0.040(4) 0.047(4) 0.007(3) 0.021(4) 0.018(4) C28 0.021(3) 0.022(3) 0.026(3) 0.002(2) 0.011(2) 0.012(2) C29 0.035(4) 0.026(3) 0.046(4) 0.013(3) 0.018(3) 0.008(3) C30 0.032(3) 0.024(3) 0.057(4) 0.002(3) 0.016(3) 0.010(3) C31 0.058(5) 0.036(4) 0.044(4) 0.006(3) -0.012(4) 0.001(4) C32 0.226(13) 0.100(8) 0.060(6) -0.038(6) -0.032(7) 0.072(9) C33 0.043(5) 0.089(7) 0.134(8) 0.050(6) -0.027(5) -0.023(5) C34 0.012(3) 0.020(3) 0.030(3) -0.006(2) 0.001(2) 0.000(2) C35 0.033(3) 0.033(4) 0.018(3) 0.002(2) 0.003(2) 0.009(3) C36 0.041(4) 0.037(4) 0.032(3) 0.004(3) 0.015(3) 0.014(3) C37 0.036(3) 0.035(4) 0.028(3) 0.007(3) 0.009(3) 0.020(3) C38 0.052(4) 0.038(4) 0.040(4) -0.003(3) 0.023(3) 0.022(3) C39 0.027(3) 0.028(4) 0.053(4) -0.001(3) 0.017(3) -0.011(3) C40 0.032(4) 0.107(7) 0.075(6) 0.036(5) -0.017(4) -0.034(4) C41 0.049(5) 0.067(6) 0.071(5) 0.031(4) 0.023(4) -0.004(4) C42 0.029(3) 0.040(4) 0.025(3) 0.005(3) -0.002(3) -0.003(3) C43 0.089(6) 0.058(5) 0.031(4) -0.011(4) -0.007(4) 0.019(4) C44 0.046(4) 0.085(6) 0.039(4) -0.001(4) -0.002(3) 0.024(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 O1 2.060(3) . ? Pd1 O5 2.074(3) . ? Pd1 S2 2.2497(14) . ? Pd1 S1 2.2624(14) . ? S1 C1 1.757(5) . ? S2 C12 1.767(5) . ? P1 O1 1.503(4) . ? P1 O3 1.567(3) . ? P1 O4 1.577(4) . ? P1 N1 1.592(4) . ? P2 O5 1.511(4) . ? P2 O8 1.567(4) . ? P2 O7 1.570(3) . ? P2 N3 1.596(4) . ? O2 C3 1.410(7) . ? O2 C4 1.426(7) . ? O3 C6 1.476(6) . ? O4 C9 1.464(6) . ? O6 C14 1.414(6) . ? O6 C16 1.418(7) . ? O7 C17 1.466(6) . ? O8 C20 1.465(6) . ? N1 C1 1.311(6) . ? N2 C1 1.356(6) . ? N2 C2 1.451(6) . ? N2 C5 1.454(6) . ? N3 C12 1.304(6) . ? N4 C12 1.344(6) . ? N4 C13 1.457(6) . ? N4 C15 1.470(6) . ? C2 C3 1.514(8) . ? C4 C5 1.508(7) . ? C6 C7 1.488(8) . ? C6 C8 1.489(7) . ? C9 C11 1.498(7) . ? C9 C10 1.510(8) . ? C13 C14 1.507(8) . ? C15 C16 1.508(8) . ? C17 C19 1.513(7) . ? C17 C18 1.516(8) . ? C20 C22 1.491(8) . ? C20 C21 1.497(8) . ? Pd2 O13 2.060(3) . ? Pd2 O9 2.074(3) . ? Pd2 S4 2.2518(14) . ? Pd2 S3 2.2574(14) . ? S3 C23 1.751(5) . ? S4 C34 1.768(5) . ? P3 O9 1.491(4) . ? P3 O11 1.562(4) . ? P3 O12 1.564(4) . ? P3 N5 1.594(4) . ? P4 O13 1.509(4) . ? P4 O16 1.571(4) . ? P4 O15 1.573(4) . ? P4 N7 1.587(4) . ? O10 C25 1.425(7) . ? O10 C27 1.439(7) . ? O11 C28 1.480(6) . ? O12 C31 1.449(7) . ? O14 C36 1.417(6) . ? O14 C38 1.423(7) . ? O15 C39 1.470(6) . ? O16 C42 1.469(6) . ? N5 C23 1.304(6) . ? N6 C23 1.351(6) . ? N6 C26 1.466(7) . ? N6 C24 1.472(7) . ? N7 C34 1.305(6) . ? N8 C34 1.356(6) . ? N8 C35 1.455(6) . ? N8 C37 1.467(6) . ? C24 C25 1.493(8) . ? C26 C27 1.475(8) . ? C28 C30 1.484(7) . ? C28 C29 1.504(7) . ? C31 C32 1.487(10) . ? C31 C33 1.514(9) . ? C35 C36 1.507(8) . ? C37 C38 1.509(8) . ? C39 C41 1.486(8) . ? C39 C40 1.494(8) . ? C42 C43 1.487(8) . ? C42 C44 1.504(8) . ? 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 O1 Pd1 O5 87.56(14) . . ? O1 Pd1 S2 177.01(10) . . ? O5 Pd1 S2 95.14(10) . . ? O1 Pd1 S1 93.48(10) . . ? O5 Pd1 S1 177.14(11) . . ? S2 Pd1 S1 83.89(5) . . ? C1 S1 Pd1 108.65(17) . . ? C12 S2 Pd1 109.75(18) . . ? O1 P1 O3 105.5(2) . . ? O1 P1 O4 112.9(2) . . ? O3 P1 O4 102.6(2) . . ? O1 P1 N1 119.0(2) . . ? O3 P1 N1 109.4(2) . . ? O4 P1 N1 106.1(2) . . ? O5 P2 O8 113.3(2) . . ? O5 P2 O7 109.7(2) . . ? O8 P2 O7 101.53(19) . . ? O5 P2 N3 117.7(2) . . ? O8 P2 N3 105.3(2) . . ? O7 P2 N3 107.9(2) . . ? P1 O1 Pd1 118.2(2) . . ? C3 O2 C4 109.6(4) . . ? C6 O3 P1 120.8(3) . . ? C9 O4 P1 118.2(3) . . ? P2 O5 Pd1 112.5(2) . . ? C14 O6 C16 109.4(4) . . ? C17 O7 P2 122.0(3) . . ? C20 O8 P2 121.4(3) . . ? C1 N1 P1 130.3(4) . . ? C1 N2 C2 121.6(4) . . ? C1 N2 C5 125.6(4) . . ? C2 N2 C5 112.7(4) . . ? C12 N3 P2 129.7(4) . . ? C12 N4 C13 125.5(4) . . ? C12 N4 C15 121.0(4) . . ? C13 N4 C15 113.0(4) . . ? N1 C1 N2 117.5(4) . . ? N1 C1 S1 126.8(4) . . ? N2 C1 S1 115.6(4) . . ? N2 C2 C3 107.9(5) . . ? O2 C3 C2 112.4(5) . . ? O2 C4 C5 110.8(5) . . ? N2 C5 C4 109.2(4) . . ? O3 C6 C7 108.4(5) . . ? O3 C6 C8 106.1(4) . . ? C7 C6 C8 113.4(5) . . ? O4 C9 C11 107.3(4) . . ? O4 C9 C10 107.5(5) . . ? C11 C9 C10 114.4(5) . . ? N3 C12 N4 118.3(5) . . ? N3 C12 S2 127.0(4) . . ? N4 C12 S2 114.7(4) . . ? N4 C13 C14 110.5(4) . . ? O6 C14 C13 111.9(5) . . ? N4 C15 C16 110.7(5) . . ? O6 C16 C15 111.8(5) . . ? O7 C17 C19 105.7(4) . . ? O7 C17 C18 109.0(5) . . ? C19 C17 C18 112.9(5) . . ? O8 C20 C22 106.7(5) . . ? O8 C20 C21 108.2(5) . . ? C22 C20 C21 112.8(6) . . ? O13 Pd2 O9 86.68(14) . . ? O13 Pd2 S4 93.28(10) . . ? O9 Pd2 S4 176.99(12) . . ? O13 Pd2 S3 174.88(11) . . ? O9 Pd2 S3 96.75(10) . . ? S4 Pd2 S3 83.49(5) . . ? C23 S3 Pd2 110.90(18) . . ? C34 S4 Pd2 108.30(18) . . ? O9 P3 O11 105.9(2) . . ? O9 P3 O12 113.3(2) . . ? O11 P3 O12 101.4(2) . . ? O9 P3 N5 117.0(2) . . ? O11 P3 N5 108.4(2) . . ? O12 P3 N5 109.4(2) . . ? O13 P4 O16 113.8(2) . . ? O13 P4 O15 108.0(2) . . ? O16 P4 O15 102.2(2) . . ? O13 P4 N7 118.9(2) . . ? O16 P4 N7 103.5(2) . . ? O15 P4 N7 109.1(2) . . ? P3 O9 Pd2 117.4(2) . . ? C25 O10 C27 109.7(5) . . ? C28 O11 P3 119.2(3) . . ? C31 O12 P3 122.6(4) . . ? P4 O13 Pd2 115.1(2) . . ? C36 O14 C38 109.0(4) . . ? C39 O15 P4 121.4(3) . . ? C42 O16 P4 122.6(3) . . ? C23 N5 P3 130.8(4) . . ? C23 N6 C26 121.8(4) . . ? C23 N6 C24 125.5(5) . . ? C26 N6 C24 112.1(4) . . ? C34 N7 P4 129.6(4) . . ? C34 N8 C35 124.5(4) . . ? C34 N8 C37 120.4(4) . . ? C35 N8 C37 113.3(4) . . ? N5 C23 N6 117.5(5) . . ? N5 C23 S3 126.9(4) . . ? N6 C23 S3 115.6(4) . . ? N6 C24 C25 107.6(5) . . ? O10 C25 C24 112.5(5) . . ? N6 C26 C27 109.1(5) . . ? O10 C27 C26 111.7(5) . . ? O11 C28 C30 107.2(4) . . ? O11 C28 C29 107.1(4) . . ? C30 C28 C29 114.0(5) . . ? O12 C31 C32 107.3(6) . . ? O12 C31 C33 105.7(6) . . ? C32 C31 C33 115.5(8) . . ? N7 C34 N8 118.0(5) . . ? N7 C34 S4 127.4(4) . . ? N8 C34 S4 114.6(4) . . ? N8 C35 C36 110.3(4) . . ? O14 C36 C35 112.4(5) . . ? N8 C37 C38 110.7(5) . . ? O14 C38 C37 111.6(5) . . ? O15 C39 C41 105.9(5) . . ? O15 C39 C40 108.7(5) . . ? C41 C39 C40 112.7(5) . . ? O16 C42 C43 106.6(5) . . ? O16 C42 C44 107.6(5) . . ? C43 C42 C44 113.1(5) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.449 _refine_diff_density_min -0.550 _refine_diff_density_rms 0.094