Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 loop_ _publ_author_name 'Kuang-Hway Yih' 'Gene-Hsiang Lee' 'Yu Wang' _publ_contact_author_name 'Dr Kuang-Hway Yih' _publ_contact_author_address ; Department of Applied Cosmetology Hungkuang University No. 34, Chung-Chie Road Taichung Shalu 433 TAIWAN ; _publ_contact_author_email KHYIH@SUNRISE.HKC.EDU.TW _publ_section_title ; Novel palladium and platinum carbene-complexes containing dithiocarbonate ligand [M(PPh3){h2(S,S)-S2CO]{C(SR)(NMe2)}] formed via alkyl migration of alkoxydithiocarbamate to thiocarbamoyl ligand } ; data_ic9579 _database_code_CSD 210481 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H9 K2 N O2 S4' _chemical_formula_weight 333.58 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' K K 0.2009 0.2494 '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 9.9176(7) _cell_length_b 10.3027(8) _cell_length_c 14.3530(11) _cell_angle_alpha 90.00 _cell_angle_beta 99.660(2) _cell_angle_gamma 90.00 _cell_volume 1445.77(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 3612 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 27.46 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 1.214 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5820 _exptl_absorpt_correction_T_max 0.8111 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER SMART ApexCCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11782 _diffrn_reflns_av_R_equivalents 0.0249 _diffrn_reflns_av_sigmaI/netI 0.0277 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3318 _reflns_number_gt 2805 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0331P)^2^+0.2943P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3318 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0349 _refine_ls_R_factor_gt 0.0281 _refine_ls_wR_factor_ref 0.0706 _refine_ls_wR_factor_gt 0.0669 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 K1 K 1.08994(3) 0.00433(3) 0.14449(3) 0.02388(10) Uani 1 1 d . . . K2 K 0.90312(4) -0.50150(3) -0.13378(3) 0.02542(10) Uani 1 1 d . . . S1 S 1.27896(4) -0.24867(3) 0.22638(3) 0.02350(10) Uani 1 1 d . . . S2 S 1.08659(5) -0.37398(4) 0.33988(4) 0.03318(12) Uani 1 1 d . . . S3 S 0.95194(4) -0.24498(3) 0.00942(3) 0.02394(11) Uani 1 1 d . . . S4 S 1.19429(4) -0.37160(4) -0.05442(3) 0.02826(11) Uani 1 1 d . . . O1 O 1.14907(11) -0.12458(10) 0.33679(9) 0.0269(3) Uani 1 1 d . . . O2 O 1.16856(12) -0.12406(10) -0.01204(9) 0.0280(3) Uani 1 1 d . . . N1 N 0.88033(17) 0.07916(17) 0.24868(13) 0.0449(4) Uani 1 1 d . . . C1 C 1.16797(16) -0.24622(13) 0.30404(12) 0.0218(3) Uani 1 1 d . . . C2 C 1.06595(19) -0.10780(17) 0.40954(14) 0.0358(4) Uani 1 1 d . . . H2A H 1.1049 -0.1584 0.4654 0.054 Uiso 1 1 calc R . . H2B H 0.9727 -0.1379 0.3860 0.054 Uiso 1 1 calc R . . H2C H 1.0639 -0.0158 0.4265 0.054 Uiso 1 1 calc R . . C3 C 1.11081(17) -0.24386(13) -0.01953(11) 0.0214(3) Uani 1 1 d . . . C4 C 1.30818(18) -0.10940(18) -0.02728(15) 0.0374(4) Uani 1 1 d . . . H4A H 1.3154 -0.1382 -0.0913 0.056 Uiso 1 1 calc R . . H4B H 1.3687 -0.1621 0.0189 0.056 Uiso 1 1 calc R . . H4C H 1.3350 -0.0180 -0.0197 0.056 Uiso 1 1 calc R . . C5 C 0.8464(2) 0.1724(2) 0.27839(15) 0.0410(5) Uani 1 1 d . . . C6 C 0.8023(3) 0.2935(3) 0.3156(2) 0.0800(9) Uani 1 1 d . . . H6A H 0.7193 0.2783 0.3425 0.120 Uiso 1 1 calc R . . H6B H 0.7833 0.3573 0.2644 0.120 Uiso 1 1 calc R . . H6C H 0.8748 0.3264 0.3648 0.120 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 K1 0.02767(19) 0.01867(17) 0.0243(2) -0.00068(14) 0.00140(15) 0.00122(13) K2 0.02773(19) 0.01968(17) 0.0266(2) -0.00016(14) -0.00200(15) -0.00003(13) S1 0.0263(2) 0.0198(2) 0.0246(2) 0.00102(15) 0.00466(17) 0.00009(14) S2 0.0391(3) 0.0217(2) 0.0425(3) 0.00183(19) 0.0175(2) -0.00358(17) S3 0.0231(2) 0.0205(2) 0.0278(2) 0.00021(15) 0.00309(17) 0.00116(14) S4 0.0276(2) 0.0212(2) 0.0370(3) -0.00136(17) 0.00816(18) 0.00274(16) O1 0.0284(6) 0.0194(5) 0.0336(7) -0.0042(5) 0.0073(5) 0.0010(4) O2 0.0345(6) 0.0192(5) 0.0321(7) -0.0037(5) 0.0110(5) -0.0072(5) N1 0.0424(10) 0.0459(10) 0.0474(11) 0.0035(9) 0.0101(8) 0.0065(8) C1 0.0216(8) 0.0195(8) 0.0224(8) 0.0005(6) -0.0017(6) 0.0029(6) C2 0.0372(10) 0.0323(10) 0.0402(11) -0.0081(8) 0.0131(9) 0.0029(8) C3 0.0261(8) 0.0198(8) 0.0172(8) 0.0015(6) 0.0005(6) -0.0009(6) C4 0.0349(10) 0.0359(10) 0.0436(12) -0.0052(9) 0.0128(9) -0.0141(8) C5 0.0412(11) 0.0484(12) 0.0350(11) 0.0092(9) 0.0110(9) 0.0085(9) C6 0.125(3) 0.0662(16) 0.0553(17) 0.0028(14) 0.0347(17) 0.0413(18) _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 K1 O2 2.8272(12) . ? K1 N1 2.8628(18) . ? K1 O1 3.0303(13) . ? K1 O2 3.1737(13) 3_755 ? K1 S1 3.2852(5) 2_755 ? K1 S3 3.3003(6) 3_755 ? K1 S1 3.3091(5) . ? K1 S3 3.3673(5) . ? K1 S2 3.4165(6) 2_755 ? K1 C1 3.4512(15) . ? K1 C3 3.4745(15) 3_755 ? K1 C3 3.5053(16) . ? K2 O1 2.8030(12) 4 ? K2 S4 3.2130(6) . ? K2 S2 3.2415(6) 3_745 ? K2 S4 3.2887(6) 3_745 ? K2 S1 3.2936(5) 3_745 ? K2 S3 3.3330(6) . ? K2 S3 3.3487(5) 3_745 ? K2 S1 3.3701(5) 4 ? K2 C3 3.4419(15) 3_745 ? K2 C1 3.4714(15) 4 ? K2 K2 3.9957(8) 3_745 ? K2 K1 4.0570(6) 4 ? S1 C1 1.6930(18) . ? S1 K1 3.2853(5) 2_745 ? S1 K2 3.2936(5) 3_745 ? S1 K2 3.3701(5) 4_656 ? S2 C1 1.6697(16) . ? S2 K2 3.2415(6) 3_745 ? S2 K1 3.4165(6) 2_745 ? S3 C3 1.6956(17) . ? S3 K1 3.3003(6) 3_755 ? S3 K2 3.3487(5) 3_745 ? S4 C3 1.6755(16) . ? S4 K2 3.2887(6) 3_745 ? O1 C1 1.3624(17) . ? O1 C2 1.445(2) . ? O1 K2 2.8030(12) 4_656 ? O2 C3 1.3574(17) . ? O2 C4 1.446(2) . ? O2 K1 3.1737(13) 3_755 ? N1 C5 1.125(2) . ? C1 K2 3.4714(15) 4_656 ? C1 K1 3.5101(15) 2_745 ? C3 K2 3.4419(15) 3_745 ? C3 K1 3.4745(15) 3_755 ? C5 C6 1.452(3) . ? 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 O2 K1 N1 149.59(4) . . ? O2 K1 O1 118.80(3) . . ? N1 K1 O1 71.86(4) . . ? O2 K1 O2 90.49(3) . 3_755 ? N1 K1 O2 67.90(4) . 3_755 ? O1 K1 O2 136.83(3) . 3_755 ? O2 K1 S1 132.45(3) . 2_755 ? N1 K1 S1 75.52(4) . 2_755 ? O1 K1 S1 80.09(2) . 2_755 ? O2 K1 S1 103.90(2) 3_755 2_755 ? O2 K1 S3 80.80(3) . 3_755 ? N1 K1 S3 97.27(4) . 3_755 ? O1 K1 S3 157.27(2) . 3_755 ? O2 K1 S3 46.27(2) 3_755 3_755 ? S1 K1 S3 77.825(13) 2_755 3_755 ? O2 K1 S1 72.45(3) . . ? N1 K1 S1 116.38(4) . . ? O1 K1 S1 47.14(2) . . ? O2 K1 S1 150.63(2) 3_755 . ? S1 K1 S1 105.235(11) 2_755 . ? S3 K1 S1 146.064(16) 3_755 . ? O2 K1 S3 47.56(2) . . ? N1 K1 S3 104.21(4) . . ? O1 K1 S3 100.83(2) . . ? O2 K1 S3 75.06(2) 3_755 . ? S1 K1 S3 178.933(15) 2_755 . ? S3 K1 S3 101.207(14) 3_755 . ? S1 K1 S3 75.816(13) . . ? O2 K1 S2 80.95(3) . 2_755 ? N1 K1 S2 128.54(4) . 2_755 ? O1 K1 S2 93.72(2) . 2_755 ? O2 K1 S2 123.50(2) 3_755 2_755 ? S1 K1 S2 53.152(12) 2_755 2_755 ? S3 K1 S2 77.266(13) 3_755 2_755 ? S1 K1 S2 78.228(13) . 2_755 ? S3 K1 S2 127.171(15) . 2_755 ? O2 K1 C1 96.68(4) . . ? N1 K1 C1 87.50(5) . . ? O1 K1 C1 23.11(3) . . ? O2 K1 C1 139.18(3) 3_755 . ? S1 K1 C1 100.46(3) 2_755 . ? S3 K1 C1 174.29(3) 3_755 . ? S1 K1 C1 28.91(3) . . ? S3 K1 C1 80.54(3) . . ? S2 K1 C1 97.32(3) 2_755 . ? O2 K1 C3 97.62(4) . 3_755 ? N1 K1 C3 71.03(4) . 3_755 ? O1 K1 C3 142.00(4) . 3_755 ? O2 K1 C3 22.99(3) 3_755 3_755 ? S1 K1 C3 83.07(3) 2_755 3_755 ? S3 K1 C3 28.84(3) 3_755 3_755 ? S1 K1 C3 169.80(3) . 3_755 ? S3 K1 C3 95.87(3) . 3_755 ? S2 K1 C3 102.92(3) 2_755 3_755 ? C1 K1 C3 156.78(4) . 3_755 ? O2 K1 C3 21.53(3) . . ? N1 K1 C3 132.62(5) . . ? O1 K1 C3 105.53(3) . . ? O2 K1 C3 90.80(3) 3_755 . ? S1 K1 C3 151.83(3) 2_755 . ? S3 K1 C3 96.51(3) 3_755 . ? S1 K1 C3 64.54(3) . . ? S3 K1 C3 28.48(3) . . ? S2 K1 C3 98.70(3) 2_755 . ? C1 K1 C3 82.42(4) . . ? C3 K1 C3 105.35(3) 3_755 . ? O1 K2 S4 126.31(3) 4 . ? O1 K2 S2 102.18(3) 4 3_745 ? S4 K2 S2 108.926(16) . 3_745 ? O1 K2 S4 85.84(3) 4 3_745 ? S4 K2 S4 104.171(14) . 3_745 ? S2 K2 S4 130.599(16) 3_745 3_745 ? O1 K2 S1 83.29(2) 4 3_745 ? S4 K2 S1 150.215(15) . 3_745 ? S2 K2 S1 54.657(12) 3_745 3_745 ? S4 K2 S1 78.697(14) 3_745 3_745 ? O1 K2 S3 76.08(3) 4 . ? S4 K2 S3 54.705(12) . . ? S2 K2 S3 148.538(16) 3_745 . ? S4 K2 S3 80.851(14) 3_745 . ? S1 K2 S3 151.833(16) 3_745 . ? O1 K2 S3 137.42(3) 4 3_745 ? S4 K2 S3 81.722(13) . 3_745 ? S2 K2 S3 95.815(15) 3_745 3_745 ? S4 K2 S3 53.918(12) 3_745 3_745 ? S1 K2 S3 76.278(13) 3_745 3_745 ? S3 K2 S3 106.547(14) . 3_745 ? O1 K2 S1 47.66(2) 4 4 ? S4 K2 S1 96.283(14) . 4 ? S2 K2 S1 79.836(14) 3_745 4 ? S4 K2 S1 131.671(15) 3_745 4 ? S1 K2 S1 103.684(11) 3_745 4 ? S3 K2 S1 76.208(13) . 4 ? S3 K2 S1 174.398(16) 3_745 4 ? O1 K2 C3 108.54(4) 4 3_745 ? S4 K2 C3 102.76(3) . 3_745 ? S2 K2 C3 107.01(3) 3_745 3_745 ? S4 K2 C3 28.71(3) 3_745 3_745 ? S1 K2 C3 65.43(3) 3_745 3_745 ? S3 K2 C3 103.14(3) . 3_745 ? S3 K2 C3 28.88(3) 3_745 3_745 ? S1 K2 C3 156.04(3) 4 3_745 ? O1 K2 C1 21.94(3) 4 4 ? S4 K2 C1 108.06(3) . 4 ? S2 K2 C1 100.31(3) 3_745 4 ? S4 K2 C1 103.07(3) 3_745 4 ? S1 K2 C1 99.88(3) 3_745 4 ? S3 K2 C1 66.26(3) . 4 ? S3 K2 C1 156.96(3) 3_745 4 ? S1 K2 C1 28.61(3) 4 4 ? C3 K2 C1 128.86(4) 3_745 4 ? O1 K2 K2 114.61(3) 4 3_745 ? S4 K2 K2 52.942(11) . 3_745 ? S2 K2 K2 142.791(18) 3_745 3_745 ? S4 K2 K2 51.229(12) 3_745 3_745 ? S1 K2 K2 122.450(16) 3_745 3_745 ? S3 K2 K2 53.453(11) . 3_745 ? S3 K2 K2 53.093(11) 3_745 3_745 ? S1 K2 K2 129.436(16) 4 3_745 ? C3 K2 K2 57.03(3) 3_745 3_745 ? C1 K2 K2 115.81(3) 4 3_745 ? O1 K2 K1 48.29(3) 4 4 ? S4 K2 K1 143.644(15) . 4 ? S2 K2 K1 54.445(12) 3_745 4 ? S4 K2 K1 110.468(14) 3_745 4 ? S1 K2 K1 51.834(10) 3_745 4 ? S3 K2 K1 120.151(13) . 4 ? S3 K2 K1 128.039(13) 3_745 4 ? S1 K2 K1 51.918(10) 4 4 ? C3 K2 K1 112.86(3) 3_745 4 ? C1 K2 K1 53.89(3) 4 4 ? K2 K2 K1 159.295(17) 3_745 4 ? C1 S1 K1 83.09(5) . 2_745 ? C1 S1 K2 84.51(5) . 3_745 ? K1 S1 K2 76.147(13) 2_745 3_745 ? C1 S1 K1 80.21(5) . . ? K1 S1 K1 163.240(15) 2_745 . ? K2 S1 K1 103.455(15) 3_745 . ? C1 S1 K2 79.02(5) . 4_656 ? K1 S1 K2 100.717(15) 2_745 4_656 ? K2 S1 K2 163.497(15) 3_745 4_656 ? K1 S1 K2 74.796(12) . 4_656 ? C1 S2 K2 86.56(6) . 3_745 ? C1 S2 K1 79.19(5) . 2_745 ? K2 S2 K1 75.031(13) 3_745 2_745 ? C3 S3 K1 81.29(5) . 3_755 ? C3 S3 K2 84.21(5) . . ? K1 S3 K2 101.186(16) 3_755 . ? C3 S3 K2 78.61(5) . 3_745 ? K1 S3 K2 159.608(17) 3_755 3_745 ? K2 S3 K2 73.453(14) . 3_745 ? C3 S3 K1 80.29(5) . . ? K1 S3 K1 78.793(14) 3_755 . ? K2 S3 K1 164.323(17) . . ? K2 S3 K1 101.035(15) 3_745 . ? C3 S4 K2 88.47(6) . . ? C3 S4 K2 80.72(6) . 3_745 ? K2 S4 K2 75.829(14) . 3_745 ? C1 O1 C2 119.18(13) . . ? C1 O1 K2 107.82(9) . 4_656 ? C2 O1 K2 116.30(10) . 4_656 ? C1 O1 K1 96.06(9) . . ? C2 O1 K1 123.98(10) . . ? K2 O1 K1 88.04(3) 4_656 . ? C3 O2 C4 119.02(13) . . ? C3 O2 K1 108.63(9) . . ? C4 O2 K1 118.05(10) . . ? C3 O2 K1 91.05(9) . 3_755 ? C4 O2 K1 124.53(10) . 3_755 ? K1 O2 K1 89.51(3) . 3_755 ? C5 N1 K1 135.85(16) . . ? O1 C1 S2 121.15(13) . . ? O1 C1 S1 112.53(11) . . ? S2 C1 S1 126.32(9) . . ? O1 C1 K1 60.82(8) . . ? S2 C1 K1 136.71(8) . . ? S1 C1 K1 70.88(5) . . ? O1 C1 K2 50.24(7) . 4_656 ? S2 C1 K2 147.03(8) . 4_656 ? S1 C1 K2 72.38(5) . 4_656 ? K1 C1 K2 71.75(3) . 4_656 ? O1 C1 K1 136.86(10) . 2_745 ? S2 C1 K1 72.95(5) . 2_745 ? S1 C1 K1 68.30(5) . 2_745 ? K1 C1 K1 139.16(5) . 2_745 ? K2 C1 K1 94.47(4) 4_656 2_745 ? O2 C3 S4 120.99(12) . . ? O2 C3 S3 112.57(11) . . ? S4 C3 S3 126.44(9) . . ? O2 C3 K2 134.76(10) . 3_745 ? S4 C3 K2 70.56(5) . 3_745 ? S3 C3 K2 72.51(5) . 3_745 ? O2 C3 K1 65.96(8) . 3_755 ? S4 C3 K1 132.28(8) . 3_755 ? S3 C3 K1 69.87(5) . 3_755 ? K2 C3 K1 142.22(5) 3_745 3_755 ? O2 C3 K1 49.84(7) . . ? S4 C3 K1 149.49(8) . . ? S3 C3 K1 71.24(5) . . ? K2 C3 K1 96.51(4) 3_745 . ? K1 C3 K1 74.65(3) 3_755 . ? N1 C5 C6 179.3(2) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.474 _refine_diff_density_min -0.190 _refine_diff_density_rms 0.060 data_ic9505 _database_code_CSD 210482 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H24 N O P Pd S3' _chemical_formula_weight 563.98 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' 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' O O 0.0106 0.0060 '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 16.3638(2) _cell_length_b 9.3374(1) _cell_length_c 15.7117(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.2957(6) _cell_angle_gamma 90.00 _cell_volume 2375.56(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used all _cell_measurement_theta_min 1.26 _cell_measurement_theta_max 27.50 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 1.128 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28773 _diffrn_reflns_av_R_equivalents 0.0688 _diffrn_reflns_av_sigmaI/netI 0.0602 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5458 _reflns_number_gt 4012 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0554P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0052(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5458 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0669 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.1065 _refine_ls_wR_factor_gt 0.0904 _refine_ls_goodness_of_fit_ref 1.119 _refine_ls_restrained_S_all 1.119 _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 0.814321(15) -0.02644(3) 0.250017(15) 0.01864(11) Uani 1 1 d . . . S1 S 0.74033(5) -0.08734(10) 0.36087(5) 0.0246(2) Uani 1 1 d . . . S2 S 0.90731(6) 0.01274(11) 0.37432(6) 0.0302(2) Uani 1 1 d . . . S3 S 0.96001(6) -0.10492(14) 0.13563(7) 0.0425(3) Uani 1 1 d . . . P1 P 0.70825(5) -0.06643(10) 0.14077(5) 0.0180(2) Uani 1 1 d . . . O1 O 0.83646(18) -0.0537(3) 0.51172(16) 0.0401(7) Uani 1 1 d . . . N1 N 0.90616(19) 0.1515(3) 0.13483(18) 0.0294(8) Uani 1 1 d . . . C1 C 0.8298(2) -0.0453(4) 0.4344(2) 0.0266(8) Uani 1 1 d . . . C2 C 0.8958(2) 0.0254(4) 0.1679(2) 0.0285(9) Uani 1 1 d . . . C3 C 0.9254(3) -0.2663(5) 0.1831(3) 0.0411(11) Uani 1 1 d . . . H3A H 0.9586 -0.3477 0.1684 0.062 Uiso 1 1 calc R . . H3B H 0.8672 -0.2832 0.1608 0.062 Uiso 1 1 calc R . . H3C H 0.9319 -0.2554 0.2457 0.062 Uiso 1 1 calc R . . C4 C 0.8595(3) 0.2773(4) 0.1630(2) 0.0367(10) Uani 1 1 d . . . H4A H 0.8244 0.2455 0.2049 0.055 Uiso 1 1 calc R . . H4B H 0.8250 0.3190 0.1130 0.055 Uiso 1 1 calc R . . H4C H 0.8987 0.3494 0.1895 0.055 Uiso 1 1 calc R . . C5 C 0.9592(3) 0.1886(5) 0.0725(3) 0.0503(12) Uani 1 1 d . . . H5A H 0.9874 0.1025 0.0561 0.075 Uiso 1 1 calc R . . H5B H 1.0002 0.2590 0.0975 0.075 Uiso 1 1 calc R . . H5C H 0.9259 0.2297 0.0214 0.075 Uiso 1 1 calc R . . C6 C 0.6782(2) -0.2516(4) 0.1200(2) 0.0199(7) Uani 1 1 d . . . C7 C 0.6927(2) -0.3506(4) 0.1868(2) 0.0245(8) Uani 1 1 d . . . H7A H 0.7240 -0.3237 0.2401 0.029 Uiso 1 1 calc R . . C8 C 0.6614(2) -0.4896(4) 0.1754(3) 0.0317(9) Uani 1 1 d . . . H8A H 0.6711 -0.5568 0.2212 0.038 Uiso 1 1 calc R . . C9 C 0.6165(2) -0.5294(4) 0.0979(3) 0.0296(9) Uani 1 1 d . . . H9A H 0.5930 -0.6225 0.0912 0.036 Uiso 1 1 calc R . . C10 C 0.6055(2) -0.4343(4) 0.0301(2) 0.0289(9) Uani 1 1 d . . . H10A H 0.5770 -0.4637 -0.0240 0.035 Uiso 1 1 calc R . . C11 C 0.6358(2) -0.2959(4) 0.0407(2) 0.0256(8) Uani 1 1 d . . . H11A H 0.6277 -0.2308 -0.0062 0.031 Uiso 1 1 calc R . . C12 C 0.6131(2) 0.0224(3) 0.1606(2) 0.0192(7) Uani 1 1 d . . . C13 C 0.5355(2) -0.0158(4) 0.1175(2) 0.0265(8) Uani 1 1 d . . . H13A H 0.5309 -0.0921 0.0771 0.032 Uiso 1 1 calc R . . C14 C 0.4657(2) 0.0561(4) 0.1329(3) 0.0318(9) Uani 1 1 d . . . H14A H 0.4132 0.0281 0.1037 0.038 Uiso 1 1 calc R . . C15 C 0.4715(2) 0.1690(4) 0.1905(3) 0.0339(9) Uani 1 1 d . . . H15A H 0.4234 0.2205 0.1995 0.041 Uiso 1 1 calc R . . C16 C 0.5474(2) 0.2065(4) 0.2350(2) 0.0332(9) Uani 1 1 d . . . H16A H 0.5515 0.2825 0.2756 0.040 Uiso 1 1 calc R . . C17 C 0.6183(2) 0.1328(4) 0.2201(2) 0.0272(8) Uani 1 1 d . . . H17A H 0.6704 0.1585 0.2511 0.033 Uiso 1 1 calc R . . C18 C 0.7268(2) 0.0035(4) 0.0374(2) 0.0200(7) Uani 1 1 d . . . C19 C 0.7040(2) 0.1435(4) 0.0130(2) 0.0283(8) Uani 1 1 d . . . H19A H 0.6718 0.1978 0.0470 0.034 Uiso 1 1 calc R . . C20 C 0.7275(2) 0.2037(4) -0.0598(2) 0.0358(10) Uani 1 1 d . . . H20A H 0.7115 0.2990 -0.0756 0.043 Uiso 1 1 calc R . . C21 C 0.7741(3) 0.1263(5) -0.1095(2) 0.0402(11) Uani 1 1 d . . . H21A H 0.7910 0.1687 -0.1591 0.048 Uiso 1 1 calc R . . C22 C 0.7966(2) -0.0143(4) -0.0873(2) 0.0339(10) Uani 1 1 d . . . H22A H 0.8280 -0.0683 -0.1224 0.041 Uiso 1 1 calc R . . C23 C 0.7732(2) -0.0753(4) -0.0142(2) 0.0252(8) Uani 1 1 d . . . H23A H 0.7887 -0.1710 0.0009 0.030 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 0.01886(16) 0.02211(18) 0.01525(16) 0.00018(10) 0.00344(10) -0.00010(11) S1 0.0281(5) 0.0282(5) 0.0185(4) 0.0005(4) 0.0069(4) -0.0065(4) S2 0.0246(5) 0.0439(6) 0.0210(5) 0.0006(4) -0.0010(4) -0.0064(4) S3 0.0322(6) 0.0636(8) 0.0335(6) -0.0033(5) 0.0110(4) 0.0094(5) P1 0.0202(5) 0.0180(5) 0.0157(4) 0.0002(3) 0.0028(3) 0.0000(3) O1 0.0515(18) 0.0494(19) 0.0184(15) 0.0033(12) 0.0016(12) -0.0128(14) N1 0.0362(18) 0.034(2) 0.0156(15) 0.0054(13) -0.0026(13) -0.0201(15) C1 0.033(2) 0.022(2) 0.024(2) 0.0025(15) 0.0017(16) -0.0027(16) C2 0.0197(18) 0.048(3) 0.0174(18) -0.0070(17) 0.0004(14) -0.0029(17) C3 0.035(2) 0.050(3) 0.038(2) -0.005(2) 0.0054(18) 0.017(2) C4 0.049(3) 0.033(2) 0.028(2) 0.0036(18) 0.0052(18) -0.0112(19) C5 0.044(3) 0.074(4) 0.036(2) 0.003(2) 0.015(2) -0.019(2) C6 0.0216(18) 0.0193(18) 0.0196(17) -0.0007(14) 0.0054(14) -0.0001(14) C7 0.0271(19) 0.024(2) 0.0227(19) 0.0004(15) 0.0041(15) 0.0040(15) C8 0.040(2) 0.019(2) 0.036(2) 0.0054(16) 0.0083(18) 0.0000(16) C9 0.033(2) 0.0164(19) 0.041(2) -0.0068(17) 0.0119(17) -0.0041(16) C10 0.031(2) 0.029(2) 0.027(2) -0.0077(16) 0.0048(16) -0.0038(16) C11 0.028(2) 0.027(2) 0.0219(18) 0.0021(16) 0.0027(15) -0.0020(15) C12 0.0217(17) 0.0181(18) 0.0188(17) 0.0013(14) 0.0068(14) 0.0015(14) C13 0.026(2) 0.030(2) 0.0226(19) -0.0014(16) 0.0013(15) 0.0010(16) C14 0.0186(19) 0.038(2) 0.038(2) 0.0112(19) 0.0012(16) 0.0027(16) C15 0.025(2) 0.034(2) 0.045(2) 0.0124(19) 0.0143(18) 0.0093(17) C16 0.038(2) 0.025(2) 0.039(2) -0.0019(18) 0.0149(18) 0.0047(17) C17 0.028(2) 0.023(2) 0.031(2) -0.0005(16) 0.0066(16) -0.0009(16) C18 0.0193(17) 0.023(2) 0.0161(17) 0.0006(14) -0.0021(13) -0.0054(14) C19 0.037(2) 0.025(2) 0.0231(19) 0.0011(15) 0.0046(16) 0.0000(16) C20 0.049(3) 0.027(2) 0.029(2) 0.0093(18) -0.0018(18) -0.0078(19) C21 0.046(3) 0.054(3) 0.020(2) 0.0071(19) 0.0032(18) -0.019(2) C22 0.035(2) 0.045(3) 0.023(2) -0.0036(18) 0.0090(17) -0.0087(18) C23 0.029(2) 0.029(2) 0.0172(18) -0.0022(15) 0.0036(15) -0.0030(16) _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 C2 2.043(4) . ? Pd P1 2.2889(9) . ? Pd S2 2.3250(9) . ? Pd S1 2.3306(9) . ? S1 C1 1.773(4) . ? S2 C1 1.772(4) . ? S3 C2 1.731(4) . ? S3 C3 1.808(5) . ? P1 C6 1.814(3) . ? P1 C18 1.817(3) . ? P1 C12 1.831(3) . ? O1 C1 1.207(4) . ? N1 C2 1.308(5) . ? N1 C5 1.441(5) . ? N1 C4 1.502(5) . ? C6 C7 1.393(5) . ? C6 C11 1.398(5) . ? C7 C8 1.397(5) . ? C8 C9 1.381(5) . ? C9 C10 1.378(5) . ? C10 C11 1.385(5) . ? C12 C17 1.387(5) . ? C12 C13 1.396(5) . ? C13 C14 1.376(5) . ? C14 C15 1.385(5) . ? C15 C16 1.379(5) . ? C16 C17 1.396(5) . ? C18 C23 1.397(5) . ? C18 C19 1.397(5) . ? C19 C20 1.378(5) . ? C20 C21 1.373(6) . ? C21 C22 1.395(6) . ? C22 C23 1.385(5) . ? 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 C2 Pd P1 93.37(10) . . ? C2 Pd S2 94.89(10) . . ? P1 Pd S2 171.56(3) . . ? C2 Pd S1 170.61(10) . . ? P1 Pd S1 95.80(3) . . ? S2 Pd S1 76.01(3) . . ? C1 S1 Pd 87.91(13) . . ? C1 S2 Pd 88.11(12) . . ? C2 S3 C3 103.07(19) . . ? C6 P1 C18 104.93(15) . . ? C6 P1 C12 104.33(15) . . ? C18 P1 C12 104.21(16) . . ? C6 P1 Pd 116.54(11) . . ? C18 P1 Pd 113.91(11) . . ? C12 P1 Pd 111.74(11) . . ? C2 N1 C5 127.7(4) . . ? C2 N1 C4 119.1(3) . . ? C5 N1 C4 113.2(3) . . ? O1 C1 S2 126.0(3) . . ? O1 C1 S1 126.0(3) . . ? S2 C1 S1 108.0(2) . . ? N1 C2 S3 113.5(3) . . ? N1 C2 Pd 126.7(3) . . ? S3 C2 Pd 119.8(2) . . ? C7 C6 C11 118.9(3) . . ? C7 C6 P1 119.0(3) . . ? C11 C6 P1 122.0(3) . . ? C6 C7 C8 120.1(3) . . ? C9 C8 C7 120.1(4) . . ? C10 C9 C8 120.1(3) . . ? C9 C10 C11 120.2(3) . . ? C10 C11 C6 120.4(3) . . ? C17 C12 C13 118.7(3) . . ? C17 C12 P1 118.7(3) . . ? C13 C12 P1 122.6(3) . . ? C14 C13 C12 120.7(4) . . ? C13 C14 C15 120.3(4) . . ? C16 C15 C14 119.8(3) . . ? C15 C16 C17 119.9(4) . . ? C12 C17 C16 120.5(3) . . ? C23 C18 C19 118.7(3) . . ? C23 C18 P1 120.3(3) . . ? C19 C18 P1 120.6(3) . . ? C20 C19 C18 120.9(4) . . ? C21 C20 C19 120.1(4) . . ? C20 C21 C22 120.1(4) . . ? C23 C22 C21 120.0(4) . . ? C22 C23 C18 120.2(4) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.813 _refine_diff_density_min -0.728 _refine_diff_density_rms 0.195