# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Ramesh Rengan' _publ_contact_author_email rrameshbdu@gmail.com _publ_section_title ; Palladium(II) thiocarboxamide complexes: Synthesis, characterisation and application to catalytic Suzuki coupling reactions ; loop_ _publ_author_name 'Ramesh Rengan' 'Sindhuja Elangovan' # Attachment '- complex2c.cif' data_yl110302 _database_code_depnum_ccdc_archive 'CCDC 830763' #TrackingRef '- complex2c.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H26 Cl N2 P Pd S' _chemical_formula_weight 631.42 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' Cl Cl 0.1484 0.1585 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.5145(4) _cell_length_b 10.60550(10) _cell_length_c 23.0862(4) _cell_angle_alpha 90.00 _cell_angle_beta 109.5590(10) _cell_angle_gamma 90.00 _cell_volume 5655.81(14) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4988 _cell_measurement_theta_min 1.8 _cell_measurement_theta_max 25.0 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.483 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2560 _exptl_absorpt_coefficient_mu 0.904 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9262 _exptl_absorpt_correction_T_max 0.9465 _exptl_absorpt_process_details '(SADABS; Bruker, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43972 _diffrn_reflns_av_R_equivalents 0.0387 _diffrn_reflns_av_sigmaI/netI 0.0200 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4988 _reflns_number_gt 4196 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX II (Bruker, 2008)' _computing_cell_refinement 'SAINT (Bruker, 2008)' _computing_data_reduction 'SAINT (Bruker, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material PLATON _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^)+(0.0248P)^2^+10.0463P] 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 4988 _refine_ls_number_parameters 335 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0402 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0750 _refine_ls_wR_factor_gt 0.0698 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _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 0.160819(11) 0.59792(2) 0.030031(10) 0.04622(9) Uani 1 1 d . . . Cl1 Cl 0.17697(5) 0.39571(8) 0.07272(4) 0.0760(3) Uani 1 1 d . . . N1 N 0.18958(11) 0.5486(2) -0.04327(11) 0.0471(6) Uani 1 1 d . . . N2 N 0.14281(14) 0.8239(3) -0.13306(13) 0.0694(8) Uani 1 1 d . . . P1 P 0.13256(4) 0.66244(8) 0.10894(3) 0.0495(2) Uani 1 1 d . . . S1 S 0.14010(4) 0.78612(8) -0.01786(4) 0.0592(2) Uani 1 1 d . . . C1 C 0.21749(16) 0.4403(3) -0.04514(16) 0.0623(9) Uani 1 1 d . . . H1 H 0.2257 0.3855 -0.0119 0.075 Uiso 1 1 calc R . . C2 C 0.23453(17) 0.4070(4) -0.09425(17) 0.0703(10) Uani 1 1 d . . . H2 H 0.2541 0.3317 -0.0939 0.084 Uiso 1 1 calc R . . C3 C 0.22221(17) 0.4864(4) -0.14330(17) 0.0695(10) Uani 1 1 d . . . H3 H 0.2322 0.4648 -0.1775 0.083 Uiso 1 1 calc R . . C4 C 0.19499(16) 0.5980(3) -0.14185(16) 0.0631(9) Uani 1 1 d . . . H4 H 0.1868 0.6535 -0.1749 0.076 Uiso 1 1 calc R . . C5 C 0.17953(14) 0.6286(3) -0.09088(14) 0.0495(7) Uani 1 1 d . . . C6 C 0.15329(14) 0.7528(3) -0.08641(14) 0.0523(8) Uani 1 1 d . . . C7 C 0.12533(18) 0.9503(4) -0.13642(19) 0.0757(11) Uani 1 1 d . . . C8 C 0.1453(2) 1.0376(4) -0.0890(2) 0.0939(14) Uani 1 1 d . . . H8 H 0.1701 1.0117 -0.0507 0.113 Uiso 1 1 calc R . . C9 C 0.1284(2) 1.1620(4) -0.0983(3) 0.1087(17) Uani 1 1 d . . . H9 H 0.1423 1.2182 -0.0657 0.130 Uiso 1 1 calc R . . C10 C 0.0926(2) 1.2064(5) -0.1529(3) 0.1007(16) Uani 1 1 d . . . C11 C 0.0753(2) 1.1221(6) -0.2002(3) 0.1095(18) Uani 1 1 d . . . H11 H 0.0520 1.1502 -0.2387 0.131 Uiso 1 1 calc R . . C12 C 0.0912(2) 0.9960(5) -0.1929(2) 0.1059(17) Uani 1 1 d . . . H12 H 0.0787 0.9417 -0.2264 0.127 Uiso 1 1 calc R . . C13 C 0.0730(3) 1.3430(5) -0.1630(3) 0.145(3) Uani 1 1 d . . . H13A H 0.0976 1.3886 -0.1804 0.217 Uiso 1 1 calc R . . H13B H 0.0753 1.3803 -0.1243 0.217 Uiso 1 1 calc R . . H13C H 0.0338 1.3466 -0.1905 0.217 Uiso 1 1 calc R . . C14 C 0.19385(14) 0.6890(3) 0.17874(13) 0.0482(7) Uani 1 1 d . . . C15 C 0.24559(15) 0.6284(3) 0.18804(14) 0.0537(8) Uani 1 1 d . . . H15 H 0.2494 0.5728 0.1585 0.064 Uiso 1 1 calc R . . C16 C 0.29230(16) 0.6496(4) 0.24128(15) 0.0629(9) Uani 1 1 d . . . H16 H 0.3270 0.6069 0.2476 0.076 Uiso 1 1 calc R . . C17 C 0.28737(18) 0.7333(3) 0.28456(15) 0.0643(10) Uani 1 1 d . . . H17 H 0.3191 0.7495 0.3195 0.077 Uiso 1 1 calc R . . C18 C 0.2359(2) 0.7927(3) 0.27627(15) 0.0730(11) Uani 1 1 d . . . H18 H 0.2326 0.8480 0.3061 0.088 Uiso 1 1 calc R . . C19 C 0.18881(17) 0.7715(3) 0.22392(15) 0.0652(9) Uani 1 1 d . . . H19 H 0.1539 0.8121 0.2188 0.078 Uiso 1 1 calc R . . C20 C 0.08692(15) 0.5469(3) 0.12879(15) 0.0560(8) Uani 1 1 d . . . C21 C 0.09540(18) 0.5089(4) 0.18723(17) 0.0722(10) Uani 1 1 d . . . H21 H 0.1256 0.5433 0.2194 0.087 Uiso 1 1 calc R . . C22 C 0.0595(2) 0.4191(4) 0.1996(2) 0.0924(14) Uani 1 1 d . . . H22 H 0.0661 0.3936 0.2399 0.111 Uiso 1 1 calc R . . C23 C 0.0149(2) 0.3681(4) 0.1533(2) 0.0933(14) Uani 1 1 d . . . H23 H -0.0093 0.3087 0.1618 0.112 Uiso 1 1 calc R . . C24 C 0.0062(2) 0.4044(5) 0.0954(2) 0.1110(18) Uani 1 1 d . . . H24 H -0.0244 0.3706 0.0635 0.133 Uiso 1 1 calc R . . C25 C 0.0424(2) 0.4920(5) 0.08276(19) 0.1054(18) Uani 1 1 d . . . H25 H 0.0365 0.5142 0.0421 0.127 Uiso 1 1 calc R . . C26 C 0.09355(15) 0.8112(3) 0.09867(14) 0.0577(8) Uani 1 1 d . . . C27 C 0.0361(2) 0.8196(5) 0.0927(2) 0.0979(15) Uani 1 1 d . . . H27 H 0.0153 0.7472 0.0945 0.118 Uiso 1 1 calc R . . C28 C 0.0088(3) 0.9373(6) 0.0838(3) 0.137(2) Uani 1 1 d . . . H28 H -0.0303 0.9429 0.0793 0.165 Uiso 1 1 calc R . . C29 C 0.0389(3) 1.0423(6) 0.0817(3) 0.124(2) Uani 1 1 d . . . H29 H 0.0203 1.1201 0.0763 0.149 Uiso 1 1 calc R . . C30 C 0.0962(3) 1.0371(4) 0.0874(2) 0.0921(14) Uani 1 1 d . . . H30 H 0.1165 1.1102 0.0857 0.111 Uiso 1 1 calc R . . C31 C 0.12299(18) 0.9214(3) 0.09567(17) 0.0699(10) Uani 1 1 d . . . H31 H 0.1619 0.9169 0.0994 0.084 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 0.06255(16) 0.04099(14) 0.03485(13) 0.00078(10) 0.01596(10) 0.00148(11) Cl1 0.1265(9) 0.0515(5) 0.0528(5) 0.0136(4) 0.0337(5) 0.0183(5) N1 0.0548(15) 0.0438(14) 0.0429(13) 0.0004(11) 0.0165(12) 0.0043(12) N2 0.091(2) 0.0641(19) 0.0626(18) 0.0223(15) 0.0382(17) 0.0222(17) P1 0.0607(5) 0.0504(5) 0.0382(4) -0.0015(4) 0.0176(4) -0.0036(4) S1 0.0898(7) 0.0425(4) 0.0564(5) 0.0056(4) 0.0393(5) 0.0075(4) C1 0.076(2) 0.053(2) 0.056(2) 0.0012(16) 0.0204(18) 0.0126(18) C2 0.086(3) 0.059(2) 0.074(2) -0.0092(19) 0.038(2) 0.015(2) C3 0.094(3) 0.063(2) 0.068(2) -0.0095(19) 0.050(2) 0.001(2) C4 0.084(3) 0.059(2) 0.058(2) 0.0009(17) 0.0383(19) -0.0010(19) C5 0.0577(19) 0.0479(18) 0.0463(17) 0.0022(14) 0.0222(15) -0.0014(15) C6 0.061(2) 0.0496(19) 0.0518(18) 0.0063(15) 0.0262(15) 0.0022(15) C7 0.080(3) 0.083(3) 0.077(3) 0.029(2) 0.043(2) 0.018(2) C8 0.100(3) 0.070(3) 0.105(4) 0.025(3) 0.025(3) -0.007(3) C9 0.107(4) 0.063(3) 0.150(5) 0.034(3) 0.036(4) -0.006(3) C10 0.093(4) 0.085(3) 0.140(5) 0.041(4) 0.061(4) 0.012(3) C11 0.108(4) 0.116(4) 0.115(4) 0.064(4) 0.051(3) 0.044(3) C12 0.123(4) 0.122(4) 0.082(3) 0.043(3) 0.047(3) 0.051(3) C13 0.135(5) 0.086(4) 0.232(8) 0.070(4) 0.088(5) 0.036(3) C14 0.066(2) 0.0436(17) 0.0363(15) -0.0016(13) 0.0190(14) -0.0048(15) C15 0.069(2) 0.055(2) 0.0415(17) -0.0026(14) 0.0236(16) -0.0047(17) C16 0.066(2) 0.075(2) 0.0472(19) 0.0094(18) 0.0183(17) -0.0047(19) C17 0.084(3) 0.062(2) 0.0381(17) 0.0018(16) 0.0077(17) -0.022(2) C18 0.116(3) 0.052(2) 0.0417(19) -0.0091(16) 0.014(2) -0.002(2) C19 0.086(3) 0.059(2) 0.0481(19) -0.0079(16) 0.0199(18) 0.0081(19) C20 0.063(2) 0.0565(19) 0.0506(18) -0.0040(16) 0.0216(16) -0.0090(17) C21 0.088(3) 0.073(3) 0.059(2) 0.0000(19) 0.029(2) -0.017(2) C22 0.118(4) 0.087(3) 0.083(3) 0.012(2) 0.049(3) -0.024(3) C23 0.104(4) 0.074(3) 0.117(4) 0.001(3) 0.057(3) -0.024(3) C24 0.107(4) 0.124(4) 0.091(3) -0.002(3) 0.017(3) -0.056(3) C25 0.111(4) 0.133(4) 0.061(2) 0.006(3) 0.014(2) -0.062(3) C26 0.068(2) 0.064(2) 0.0456(18) -0.0003(16) 0.0263(16) 0.0066(18) C27 0.090(3) 0.100(4) 0.123(4) 0.036(3) 0.060(3) 0.020(3) C28 0.114(5) 0.134(5) 0.199(7) 0.061(5) 0.098(5) 0.056(4) C29 0.162(6) 0.096(4) 0.135(5) 0.024(4) 0.077(5) 0.061(4) C30 0.132(4) 0.059(3) 0.081(3) -0.006(2) 0.030(3) 0.014(3) C31 0.083(3) 0.058(2) 0.063(2) -0.0086(18) 0.0175(19) 0.003(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 Pd1 N1 2.105(2) . ? Pd1 S1 2.2557(8) . ? Pd1 P1 2.2608(8) . ? Pd1 Cl1 2.3379(9) . ? N1 C5 1.345(4) . ? N1 C1 1.345(4) . ? N2 C6 1.269(4) . ? N2 C7 1.401(5) . ? P1 C20 1.818(3) . ? P1 C26 1.818(4) . ? P1 C14 1.820(3) . ? S1 C6 1.754(3) . ? C1 C2 1.379(5) . ? C2 C3 1.361(5) . ? C3 C4 1.364(5) . ? C4 C5 1.390(4) . ? C5 C6 1.484(4) . ? C7 C12 1.380(5) . ? C7 C8 1.392(6) . ? C8 C9 1.378(6) . ? C9 C10 1.357(7) . ? C10 C11 1.363(7) . ? C10 C13 1.520(7) . ? C11 C12 1.387(7) . ? C14 C15 1.373(4) . ? C14 C19 1.399(4) . ? C15 C16 1.389(5) . ? C16 C17 1.372(5) . ? C17 C18 1.364(5) . ? C18 C19 1.382(5) . ? C20 C21 1.356(5) . ? C20 C25 1.372(5) . ? C21 C22 1.389(5) . ? C22 C23 1.360(6) . ? C23 C24 1.338(6) . ? C24 C25 1.382(6) . ? C26 C27 1.371(5) . ? C26 C31 1.388(5) . ? C27 C28 1.399(7) . ? C28 C29 1.346(8) . ? C29 C30 1.368(7) . ? C30 C31 1.375(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 N1 Pd1 S1 84.66(7) . . ? N1 Pd1 P1 176.51(7) . . ? S1 Pd1 P1 92.73(3) . . ? N1 Pd1 Cl1 93.20(7) . . ? S1 Pd1 Cl1 175.45(4) . . ? P1 Pd1 Cl1 89.56(3) . . ? C5 N1 C1 117.9(3) . . ? C5 N1 Pd1 118.8(2) . . ? C1 N1 Pd1 123.3(2) . . ? C6 N2 C7 125.9(3) . . ? C20 P1 C26 106.03(16) . . ? C20 P1 C14 106.03(14) . . ? C26 P1 C14 102.92(15) . . ? C20 P1 Pd1 112.31(11) . . ? C26 P1 Pd1 116.56(10) . . ? C14 P1 Pd1 112.05(11) . . ? C6 S1 Pd1 100.63(11) . . ? N1 C1 C2 122.8(3) . . ? C3 C2 C1 118.8(3) . . ? C2 C3 C4 119.4(3) . . ? C3 C4 C5 119.8(3) . . ? N1 C5 C4 121.2(3) . . ? N1 C5 C6 117.9(3) . . ? C4 C5 C6 120.9(3) . . ? N2 C6 C5 116.0(3) . . ? N2 C6 S1 126.9(3) . . ? C5 C6 S1 117.2(2) . . ? C12 C7 C8 116.9(4) . . ? C12 C7 N2 117.8(4) . . ? C8 C7 N2 124.9(4) . . ? C9 C8 C7 120.4(5) . . ? C10 C9 C8 122.9(6) . . ? C9 C10 C11 116.6(5) . . ? C9 C10 C13 123.1(6) . . ? C11 C10 C13 120.3(6) . . ? C10 C11 C12 122.4(5) . . ? C7 C12 C11 120.7(5) . . ? C15 C14 C19 118.9(3) . . ? C15 C14 P1 120.8(2) . . ? C19 C14 P1 120.3(3) . . ? C14 C15 C16 120.5(3) . . ? C17 C16 C15 120.1(4) . . ? C18 C17 C16 119.9(3) . . ? C17 C18 C19 120.7(3) . . ? C18 C19 C14 119.8(4) . . ? C21 C20 C25 117.5(3) . . ? C21 C20 P1 123.3(3) . . ? C25 C20 P1 119.2(3) . . ? C20 C21 C22 120.8(4) . . ? C23 C22 C21 120.6(4) . . ? C24 C23 C22 119.3(4) . . ? C23 C24 C25 120.3(4) . . ? C20 C25 C24 121.5(4) . . ? C27 C26 C31 118.3(4) . . ? C27 C26 P1 123.2(3) . . ? C31 C26 P1 118.5(3) . . ? C26 C27 C28 119.8(5) . . ? C29 C28 C27 120.2(5) . . ? C28 C29 C30 121.4(5) . . ? C29 C30 C31 118.5(5) . . ? C30 C31 C26 121.8(4) . . ? 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 S1 Pd1 N1 C5 -8.2(2) . . . . ? P1 Pd1 N1 C5 -50.0(13) . . . . ? Cl1 Pd1 N1 C5 167.8(2) . . . . ? S1 Pd1 N1 C1 172.1(3) . . . . ? P1 Pd1 N1 C1 130.3(11) . . . . ? Cl1 Pd1 N1 C1 -11.9(3) . . . . ? N1 Pd1 P1 C20 175.9(12) . . . . ? S1 Pd1 P1 C20 134.27(13) . . . . ? Cl1 Pd1 P1 C20 -41.80(13) . . . . ? N1 Pd1 P1 C26 53.3(12) . . . . ? S1 Pd1 P1 C26 11.67(14) . . . . ? Cl1 Pd1 P1 C26 -164.39(14) . . . . ? N1 Pd1 P1 C14 -64.9(12) . . . . ? S1 Pd1 P1 C14 -106.51(11) . . . . ? Cl1 Pd1 P1 C14 77.43(11) . . . . ? N1 Pd1 S1 C6 7.35(13) . . . . ? P1 Pd1 S1 C6 -174.98(12) . . . . ? Cl1 Pd1 S1 C6 -54.8(5) . . . . ? C5 N1 C1 C2 -1.9(5) . . . . ? Pd1 N1 C1 C2 177.9(3) . . . . ? N1 C1 C2 C3 -0.6(6) . . . . ? C1 C2 C3 C4 1.9(6) . . . . ? C2 C3 C4 C5 -0.8(6) . . . . ? C1 N1 C5 C4 3.0(5) . . . . ? Pd1 N1 C5 C4 -176.8(3) . . . . ? C1 N1 C5 C6 -174.8(3) . . . . ? Pd1 N1 C5 C6 5.4(4) . . . . ? C3 C4 C5 N1 -1.7(5) . . . . ? C3 C4 C5 C6 176.1(3) . . . . ? C7 N2 C6 C5 -171.2(3) . . . . ? C7 N2 C6 S1 8.7(6) . . . . ? N1 C5 C6 N2 -177.8(3) . . . . ? C4 C5 C6 N2 4.3(5) . . . . ? N1 C5 C6 S1 2.2(4) . . . . ? C4 C5 C6 S1 -175.6(3) . . . . ? Pd1 S1 C6 N2 172.6(3) . . . . ? Pd1 S1 C6 C5 -7.4(3) . . . . ? C6 N2 C7 C12 -150.5(4) . . . . ? C6 N2 C7 C8 37.5(6) . . . . ? C12 C7 C8 C9 3.4(7) . . . . ? N2 C7 C8 C9 175.4(4) . . . . ? C7 C8 C9 C10 -0.3(8) . . . . ? C8 C9 C10 C11 -2.7(8) . . . . ? C8 C9 C10 C13 178.8(5) . . . . ? C9 C10 C11 C12 2.6(8) . . . . ? C13 C10 C11 C12 -178.8(5) . . . . ? C8 C7 C12 C11 -3.5(7) . . . . ? N2 C7 C12 C11 -176.1(4) . . . . ? C10 C11 C12 C7 0.5(8) . . . . ? C20 P1 C14 C15 98.2(3) . . . . ? C26 P1 C14 C15 -150.6(3) . . . . ? Pd1 P1 C14 C15 -24.6(3) . . . . ? C20 P1 C14 C19 -81.6(3) . . . . ? C26 P1 C14 C19 29.5(3) . . . . ? Pd1 P1 C14 C19 155.5(2) . . . . ? C19 C14 C15 C16 -0.5(5) . . . . ? P1 C14 C15 C16 179.7(2) . . . . ? C14 C15 C16 C17 -1.2(5) . . . . ? C15 C16 C17 C18 2.2(5) . . . . ? C16 C17 C18 C19 -1.4(6) . . . . ? C17 C18 C19 C14 -0.4(6) . . . . ? C15 C14 C19 C18 1.3(5) . . . . ? P1 C14 C19 C18 -178.9(3) . . . . ? C26 P1 C20 C21 -99.7(3) . . . . ? C14 P1 C20 C21 9.3(4) . . . . ? Pd1 P1 C20 C21 132.0(3) . . . . ? C26 P1 C20 C25 82.2(4) . . . . ? C14 P1 C20 C25 -168.9(4) . . . . ? Pd1 P1 C20 C25 -46.2(4) . . . . ? C25 C20 C21 C22 -1.0(6) . . . . ? P1 C20 C21 C22 -179.2(3) . . . . ? C20 C21 C22 C23 -0.4(7) . . . . ? C21 C22 C23 C24 0.7(8) . . . . ? C22 C23 C24 C25 0.5(9) . . . . ? C21 C20 C25 C24 2.3(8) . . . . ? P1 C20 C25 C24 -179.5(4) . . . . ? C23 C24 C25 C20 -2.1(9) . . . . ? C20 P1 C26 C27 -14.2(4) . . . . ? C14 P1 C26 C27 -125.4(3) . . . . ? Pd1 P1 C26 C27 111.6(3) . . . . ? C20 P1 C26 C31 166.9(3) . . . . ? C14 P1 C26 C31 55.8(3) . . . . ? Pd1 P1 C26 C31 -67.3(3) . . . . ? C31 C26 C27 C28 0.0(7) . . . . ? P1 C26 C27 C28 -178.8(4) . . . . ? C26 C27 C28 C29 -0.6(9) . . . . ? C27 C28 C29 C30 0.8(10) . . . . ? C28 C29 C30 C31 -0.3(9) . . . . ? C29 C30 C31 C26 -0.3(7) . . . . ? C27 C26 C31 C30 0.5(6) . . . . ? P1 C26 C31 C30 179.4(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.321 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.050 # Attachment '- complex2d.cif' data_rrm923new _database_code_depnum_ccdc_archive 'CCDC 830766' #TrackingRef '- complex2d.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H23 Cl N3 P Pd S' _chemical_formula_weight 618.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 14.205(5) _cell_length_b 9.867(5) _cell_length_c 19.274(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2701.5(18) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7251 _cell_measurement_theta_min 1.8 _cell_measurement_theta_max 29.6 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.520 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 312 _exptl_absorpt_coefficient_mu 0.946 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9860 _exptl_absorpt_correction_T_max 0.9883 _exptl_absorpt_process_details '(SADABS; Bruker, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43829 _diffrn_reflns_av_R_equivalents 0.202 _diffrn_reflns_av_sigmaI/netI 0.1363 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 29.64 _reflns_number_total 7251 _reflns_number_gt 4124 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX II (Bruker, 2008)' _computing_cell_refinement 'SAINT (Bruker, 2008)' _computing_data_reduction 'SAINT (Bruker, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material PLATON _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^)+(0.0551P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.06(4) _refine_ls_number_reflns 7251 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0950 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_ref 0.1238 _refine_ls_wR_factor_gt 0.1023 _refine_ls_goodness_of_fit_ref 0.912 _refine_ls_restrained_S_all 0.912 _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 -0.30158(2) 0.25239(5) -0.835777(16) 0.04025(12) Uani 1 1 d . . . Cl1 Cl -0.26902(12) 0.1460(2) -0.94103(7) 0.0621(5) Uani 1 1 d . . . S1 S -0.33366(11) 0.35177(19) -0.73346(7) 0.0497(4) Uani 1 1 d . . . P1 P -0.18391(10) 0.13199(18) -0.78942(6) 0.0418(4) Uani 1 1 d . . . N1 N -0.4132(3) 0.3707(6) -0.8738(2) 0.0462(12) Uani 1 1 d . . . N2 N -0.4749(3) 0.5282(6) -0.7134(2) 0.0543(13) Uani 1 1 d . . . N3 N -0.3905(5) 0.5156(10) -0.5037(3) 0.092(2) Uani 1 1 d . . . C1 C -0.4390(5) 0.3725(8) -0.9412(3) 0.0630(18) Uani 1 1 d . . . H1 H -0.4093 0.3139 -0.9720 0.076 Uiso 1 1 calc R . . C2 C -0.5080(6) 0.4585(11) -0.9660(3) 0.083(3) Uani 1 1 d . . . H2 H -0.5240 0.4560 -1.0128 0.100 Uiso 1 1 calc R . . C3 C -0.5523(5) 0.5453(10) -0.9238(4) 0.077(2) Uani 1 1 d . . . H3 H -0.5977 0.6043 -0.9410 0.093 Uiso 1 1 calc R . . C4 C -0.5288(5) 0.5457(8) -0.8527(4) 0.0627(19) Uani 1 1 d . . . H4 H -0.5586 0.6039 -0.8218 0.075 Uiso 1 1 calc R . . C5 C -0.4587(4) 0.4549(6) -0.8303(3) 0.0457(13) Uani 1 1 d . . . C6 C -0.4293(4) 0.4524(6) -0.7562(3) 0.0416(13) Uani 1 1 d . . . C7 C -0.4468(5) 0.5264(8) -0.6426(3) 0.0589(19) Uani 1 1 d . . . C8 C -0.4854(6) 0.4369(10) -0.5976(4) 0.082(3) Uani 1 1 d . . . H8 H -0.5316 0.3765 -0.6121 0.098 Uiso 1 1 calc R . . C9 C -0.4539(7) 0.4371(12) -0.5282(4) 0.098(3) Uani 1 1 d . . . H9 H -0.4815 0.3753 -0.4979 0.118 Uiso 1 1 calc R . . C10 C -0.3559(7) 0.6040(14) -0.5481(5) 0.118(4) Uani 1 1 d . . . H10 H -0.3111 0.6651 -0.5320 0.141 Uiso 1 1 calc R . . C11 C -0.3820(6) 0.6119(10) -0.6174(4) 0.084(3) Uani 1 1 d . . . H11 H -0.3545 0.6763 -0.6462 0.101 Uiso 1 1 calc R . . C12 C -0.1722(4) 0.1516(7) -0.6954(3) 0.0476(15) Uani 1 1 d . . . C13 C -0.2071(4) 0.0588(8) -0.6487(3) 0.068(2) Uani 1 1 d . . . H13 H -0.2325 -0.0233 -0.6632 0.081 Uiso 1 1 calc R . . C14 C -0.2027(6) 0.0938(12) -0.5773(4) 0.090(3) Uani 1 1 d . . . H14 H -0.2265 0.0331 -0.5448 0.108 Uiso 1 1 calc R . . C15 C -0.1663(6) 0.2087(12) -0.5551(3) 0.086(3) Uani 1 1 d . . . H15 H -0.1653 0.2275 -0.5079 0.103 Uiso 1 1 calc R . . C16 C -0.1298(5) 0.3005(10) -0.6009(3) 0.083(3) Uani 1 1 d . . . H16 H -0.1038 0.3813 -0.5851 0.100 Uiso 1 1 calc R . . C17 C -0.1323(4) 0.2711(9) -0.6717(3) 0.066(2) Uani 1 1 d . . . H17 H -0.1070 0.3323 -0.7033 0.080 Uiso 1 1 calc R . . C18 C -0.0672(4) 0.1754(6) -0.8205(2) 0.0384(12) Uani 1 1 d . . . C19 C 0.0114(4) 0.1100(8) -0.7911(3) 0.0586(18) Uani 1 1 d . . . H19 H 0.0037 0.0464 -0.7559 0.070 Uiso 1 1 calc R . . C20 C 0.1011(4) 0.1423(9) -0.8156(3) 0.0672(19) Uani 1 1 d . . . H20 H 0.1537 0.0986 -0.7976 0.081 Uiso 1 1 calc R . . C21 C 0.1116(4) 0.2398(11) -0.8669(3) 0.068(2) Uani 1 1 d . . . H21 H 0.1715 0.2638 -0.8821 0.082 Uiso 1 1 calc R . . C22 C 0.0372(5) 0.2982(7) -0.8943(3) 0.0596(18) Uani 1 1 d . . . H22 H 0.0461 0.3593 -0.9304 0.072 Uiso 1 1 calc R . . C23 C -0.0539(4) 0.2730(7) -0.8717(3) 0.0496(16) Uani 1 1 d . . . H23 H -0.1047 0.3200 -0.8903 0.059 Uiso 1 1 calc R . . C24 C -0.2037(4) -0.0477(6) -0.8075(3) 0.0488(14) Uani 1 1 d . . . C25 C -0.2889(5) -0.1033(8) -0.7923(4) 0.0645(18) Uani 1 1 d . . . H25 H -0.3341 -0.0504 -0.7703 0.077 Uiso 1 1 calc R . . C26 C -0.3102(6) -0.2364(8) -0.8087(4) 0.081(2) Uani 1 1 d . . . H26 H -0.3679 -0.2743 -0.7965 0.097 Uiso 1 1 calc R . . C27 C -0.2438(7) -0.3107(9) -0.8435(4) 0.084(2) Uani 1 1 d . . . H27 H -0.2578 -0.3992 -0.8564 0.101 Uiso 1 1 calc R . . C28 C -0.1586(6) -0.2592(9) -0.8595(4) 0.079(2) Uani 1 1 d . . . H28 H -0.1144 -0.3122 -0.8825 0.095 Uiso 1 1 calc R . . C29 C -0.1370(5) -0.1254(7) -0.8412(3) 0.0595(16) Uani 1 1 d . . . H29 H -0.0782 -0.0892 -0.8516 0.071 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 0.03783(19) 0.0479(3) 0.03502(15) -0.0022(2) 0.00002(14) -0.0009(3) Cl1 0.0714(11) 0.0724(12) 0.0424(6) -0.0140(8) -0.0013(6) 0.0029(9) S1 0.0491(9) 0.0600(11) 0.0399(6) -0.0072(7) -0.0014(6) 0.0110(8) P1 0.0378(8) 0.0479(10) 0.0397(6) 0.0024(7) 0.0026(5) -0.0012(7) N1 0.039(3) 0.057(3) 0.042(2) 0.000(2) -0.0041(18) -0.012(3) N2 0.050(3) 0.053(4) 0.060(3) -0.012(3) 0.003(2) 0.011(3) N3 0.092(5) 0.126(7) 0.059(4) -0.027(4) 0.008(4) -0.017(5) C1 0.065(4) 0.072(5) 0.052(3) 0.003(3) -0.007(3) 0.009(4) C2 0.070(5) 0.128(8) 0.052(4) 0.020(4) -0.013(3) 0.027(5) C3 0.061(5) 0.099(7) 0.072(5) 0.021(5) -0.008(4) 0.015(5) C4 0.049(4) 0.066(5) 0.073(4) 0.020(4) 0.002(3) 0.009(4) C5 0.039(3) 0.041(3) 0.058(3) -0.003(3) 0.001(3) -0.007(3) C6 0.036(3) 0.032(3) 0.056(3) -0.001(3) 0.002(2) -0.003(3) C7 0.042(4) 0.075(5) 0.059(4) -0.019(4) 0.010(3) 0.010(4) C8 0.089(6) 0.085(7) 0.072(5) -0.006(4) -0.005(4) -0.032(5) C9 0.099(7) 0.130(9) 0.066(5) -0.004(5) 0.011(4) -0.028(7) C10 0.107(8) 0.168(13) 0.079(6) -0.047(7) 0.000(5) -0.045(8) C11 0.095(6) 0.092(7) 0.065(4) -0.016(4) 0.007(4) -0.035(5) C12 0.037(3) 0.064(4) 0.042(3) 0.008(3) 0.000(2) 0.004(3) C13 0.067(4) 0.080(6) 0.055(3) 0.022(4) 0.002(3) 0.005(4) C14 0.078(6) 0.136(10) 0.056(4) 0.036(5) 0.008(4) 0.010(6) C15 0.079(5) 0.135(10) 0.043(3) -0.004(5) -0.010(3) 0.021(6) C16 0.086(5) 0.111(8) 0.051(4) -0.018(4) -0.006(3) -0.012(5) C17 0.060(4) 0.095(7) 0.044(3) -0.009(4) -0.003(2) -0.014(4) C18 0.034(3) 0.032(3) 0.048(3) 0.000(2) 0.005(2) 0.001(2) C19 0.047(4) 0.067(5) 0.062(3) 0.012(3) -0.002(3) -0.006(3) C20 0.040(4) 0.074(5) 0.087(5) -0.002(4) -0.005(3) -0.001(4) C21 0.036(3) 0.087(6) 0.082(4) -0.024(5) 0.012(3) -0.015(5) C22 0.054(4) 0.059(5) 0.065(4) 0.011(3) 0.010(3) -0.010(3) C23 0.046(3) 0.052(5) 0.051(3) 0.011(3) 0.002(2) -0.006(3) C24 0.050(4) 0.043(4) 0.053(3) 0.008(3) -0.002(3) -0.007(3) C25 0.050(4) 0.051(5) 0.092(5) 0.007(4) -0.003(3) -0.012(4) C26 0.078(5) 0.052(5) 0.112(5) 0.031(5) -0.021(4) -0.030(5) C27 0.102(7) 0.060(6) 0.091(5) -0.002(4) -0.023(5) -0.021(5) C28 0.109(6) 0.046(5) 0.083(4) -0.014(5) 0.009(4) -0.001(6) C29 0.061(4) 0.046(4) 0.071(4) -0.004(4) 0.008(3) -0.005(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 Pd1 N1 2.100(5) . ? Pd1 P1 2.2368(17) . ? Pd1 S1 2.2491(15) . ? Pd1 Cl1 2.3304(15) . ? S1 C6 1.739(6) . ? P1 C18 1.814(5) . ? P1 C24 1.829(7) . ? P1 C12 1.830(5) . ? N1 C5 1.347(7) . ? N1 C1 1.351(7) . ? N2 C6 1.288(7) . ? N2 C7 1.421(8) . ? N3 C9 1.279(10) . ? N3 C10 1.317(13) . ? C1 C2 1.382(10) . ? C1 H1 0.9300 . ? C2 C3 1.339(11) . ? C2 H2 0.9300 . ? C3 C4 1.409(9) . ? C3 H3 0.9300 . ? C4 C5 1.408(8) . ? C4 H4 0.9300 . ? C5 C6 1.488(7) . ? C7 C11 1.341(10) . ? C7 C8 1.355(11) . ? C8 C9 1.409(10) . ? C8 H8 0.9300 . ? C9 H9 0.9300 . ? C10 C11 1.387(11) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.376(8) . ? C12 C17 1.386(10) . ? C13 C14 1.420(10) . ? C13 H13 0.9300 . ? C14 C15 1.317(12) . ? C14 H14 0.9300 . ? C15 C16 1.366(12) . ? C15 H15 0.9300 . ? C16 C17 1.396(8) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C23 1.391(8) . ? C18 C19 1.409(8) . ? C19 C20 1.395(8) . ? C19 H19 0.9300 . ? C20 C21 1.388(11) . ? C20 H20 0.9300 . ? C21 C22 1.313(9) . ? C21 H21 0.9300 . ? C22 C23 1.389(8) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 C25 1.361(8) . ? C24 C29 1.381(9) . ? C25 C26 1.385(10) . ? C25 H25 0.9300 . ? C26 C27 1.370(11) . ? C26 H26 0.9300 . ? C27 C28 1.348(11) . ? C27 H27 0.9300 . ? C28 C29 1.400(11) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Pd1 P1 176.75(13) . . ? N1 Pd1 S1 84.88(13) . . ? P1 Pd1 S1 91.87(6) . . ? N1 Pd1 Cl1 95.52(13) . . ? P1 Pd1 Cl1 87.73(6) . . ? S1 Pd1 Cl1 179.07(8) . . ? C6 S1 Pd1 100.74(19) . . ? C18 P1 C24 107.9(3) . . ? C18 P1 C12 102.7(2) . . ? C24 P1 C12 107.8(3) . . ? C18 P1 Pd1 115.18(18) . . ? C24 P1 Pd1 108.9(2) . . ? C12 P1 Pd1 114.0(2) . . ? C5 N1 C1 117.4(5) . . ? C5 N1 Pd1 119.2(4) . . ? C1 N1 Pd1 123.2(4) . . ? C6 N2 C7 117.8(5) . . ? C9 N3 C10 115.1(8) . . ? N1 C1 C2 122.2(6) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C3 C2 C1 121.1(6) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C2 C3 C4 118.8(7) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C5 C4 C3 117.6(7) . . ? C5 C4 H4 121.2 . . ? C3 C4 H4 121.2 . . ? N1 C5 C4 122.8(6) . . ? N1 C5 C6 116.9(5) . . ? C4 C5 C6 120.3(6) . . ? N2 C6 C5 117.6(5) . . ? N2 C6 S1 124.3(4) . . ? C5 C6 S1 118.1(4) . . ? C11 C7 C8 117.1(7) . . ? C11 C7 N2 122.3(7) . . ? C8 C7 N2 120.7(7) . . ? C7 C8 C9 118.6(8) . . ? C7 C8 H8 120.7 . . ? C9 C8 H8 120.7 . . ? N3 C9 C8 125.0(9) . . ? N3 C9 H9 117.5 . . ? C8 C9 H9 117.5 . . ? N3 C10 C11 124.3(9) . . ? N3 C10 H10 117.9 . . ? C11 C10 H10 117.9 . . ? C7 C11 C10 119.8(8) . . ? C7 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C13 C12 C17 119.9(5) . . ? C13 C12 P1 123.0(5) . . ? C17 C12 P1 116.9(5) . . ? C12 C13 C14 117.1(8) . . ? C12 C13 H13 121.4 . . ? C14 C13 H13 121.4 . . ? C15 C14 C13 122.8(8) . . ? C15 C14 H14 118.6 . . ? C13 C14 H14 118.6 . . ? C14 C15 C16 120.7(7) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C15 C16 C17 119.0(8) . . ? C15 C16 H16 120.5 . . ? C17 C16 H16 120.5 . . ? C12 C17 C16 120.6(7) . . ? C12 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C23 C18 C19 119.7(5) . . ? C23 C18 P1 121.4(4) . . ? C19 C18 P1 118.9(4) . . ? C20 C19 C18 118.9(6) . . ? C20 C19 H19 120.6 . . ? C18 C19 H19 120.6 . . ? C21 C20 C19 119.9(6) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C22 C21 C20 120.2(6) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C23 123.1(6) . . ? C21 C22 H22 118.5 . . ? C23 C22 H22 118.5 . . ? C22 C23 C18 118.2(6) . . ? C22 C23 H23 120.9 . . ? C18 C23 H23 120.9 . . ? C25 C24 C29 119.2(7) . . ? C25 C24 P1 119.1(5) . . ? C29 C24 P1 121.5(5) . . ? C24 C25 C26 121.8(8) . . ? C24 C25 H25 119.1 . . ? C26 C25 H25 119.1 . . ? C27 C26 C25 118.0(7) . . ? C27 C26 H26 121.0 . . ? C25 C26 H26 121.0 . . ? C28 C27 C26 121.9(8) . . ? C28 C27 H27 119.1 . . ? C26 C27 H27 119.1 . . ? C27 C28 C29 119.7(8) . . ? C27 C28 H28 120.2 . . ? C29 C28 H28 120.2 . . ? C24 C29 C28 119.4(6) . . ? C24 C29 H29 120.3 . . ? C28 C29 H29 120.3 . . ? _diffrn_measured_fraction_theta_max 1.78 _diffrn_reflns_theta_full 29.64 _diffrn_measured_fraction_theta_full 1.78 _refine_diff_density_max 0.746 _refine_diff_density_min -1.178 _refine_diff_density_rms 0.141 # Attachment '- complex2a.cif' data_rrm1203 _database_code_depnum_ccdc_archive 'CCDC 852894' #TrackingRef '- complex2a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H23 Cl2 N2 P Pd S' _chemical_formula_weight 651.83 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' Cl Cl 0.1484 0.1585 '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 Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 9.0407(2) _cell_length_b 14.9130(3) _cell_length_c 40.8653(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5509.62(19) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4845 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2624 _exptl_absorpt_coefficient_mu 1.025 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8956 _exptl_absorpt_correction_T_max 0.9602 _exptl_absorpt_process_details '(SADABS; Bruker, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 47858 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0170 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 48 _diffrn_reflns_theta_min 1.00 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4845 _reflns_number_gt 4348 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX II (Bruker, 2008)' _computing_cell_refinement 'SAINT (Bruker, 2008)' _computing_data_reduction 'SAINT (Bruker, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material PLATON _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^)+(0.0139P)^2^+8.5179P] 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 4845 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0355 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0624 _refine_ls_goodness_of_fit_ref 1.216 _refine_ls_restrained_S_all 1.216 _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 0.96445(2) 0.129247(15) 0.354927(5) 0.03012(8) Uani 1 1 d . . . Cl1 Cl 0.93024(11) 0.16813(6) 0.30004(2) 0.0490(2) Uani 1 1 d . . . Cl2 Cl 1.01569(16) 0.20840(9) 0.50142(3) 0.0861(4) Uani 1 1 d . . . N1 N 1.0837(3) 0.24642(17) 0.36618(6) 0.0345(6) Uani 1 1 d . . . N2 N 1.2133(4) 0.1780(2) 0.44427(7) 0.0607(9) Uani 1 1 d . . . P1 P 0.82718(8) 0.00710(5) 0.343949(19) 0.03136(18) Uani 1 1 d . . . S1 S 1.01181(9) 0.08916(6) 0.407306(19) 0.03728(19) Uani 1 1 d . . . C1 C 1.0920(4) 0.3164(2) 0.34568(9) 0.0457(8) Uani 1 1 d . . . H1 H 1.0475 0.3121 0.3252 0.055 Uiso 1 1 calc R . . C2 C 1.1642(4) 0.3944(2) 0.35397(10) 0.0539(10) Uani 1 1 d . . . H2 H 1.1664 0.4425 0.3395 0.065 Uiso 1 1 calc R . . C3 C 1.2328(4) 0.4004(3) 0.38375(11) 0.0582(10) Uani 1 1 d . . . H3 H 1.2833 0.4523 0.3896 0.070 Uiso 1 1 calc R . . C4 C 1.2261(4) 0.3287(2) 0.40489(9) 0.0524(9) Uani 1 1 d . . . H4 H 1.2724 0.3314 0.4252 0.063 Uiso 1 1 calc R . . C5 C 1.1495(3) 0.2524(2) 0.39548(8) 0.0380(7) Uani 1 1 d . . . C6 C 1.1360(4) 0.1749(2) 0.41815(8) 0.0399(8) Uani 1 1 d . . . C7 C 1.2106(5) 0.1079(3) 0.46737(9) 0.0584(11) Uani 1 1 d . . . C8 C 1.3013(6) 0.0344(3) 0.46386(11) 0.0763(13) Uani 1 1 d . . . H8 H 1.3593 0.0287 0.4452 0.092 Uiso 1 1 calc R . . C9 C 1.3071(6) -0.0312(3) 0.48775(12) 0.0816(14) Uani 1 1 d . . . H9 H 1.3683 -0.0808 0.4850 0.098 Uiso 1 1 calc R . . C10 C 1.2224(6) -0.0230(3) 0.51553(11) 0.0723(13) Uani 1 1 d . . . H10 H 1.2262 -0.0671 0.5316 0.087 Uiso 1 1 calc R . . C11 C 1.1326(5) 0.0499(3) 0.51962(10) 0.0650(12) Uani 1 1 d . . . H11 H 1.0749 0.0554 0.5384 0.078 Uiso 1 1 calc R . . C12 C 1.1282(5) 0.1151(3) 0.49568(10) 0.0594(11) Uani 1 1 d . . . C13 C 0.9080(3) -0.0651(2) 0.31292(7) 0.0332(7) Uani 1 1 d . . . C14 C 1.0467(3) -0.0459(2) 0.30042(8) 0.0382(7) Uani 1 1 d . . . H14 H 1.0959 0.0059 0.3069 0.046 Uiso 1 1 calc R . . C15 C 1.1126(4) -0.1036(2) 0.27823(8) 0.0478(9) Uani 1 1 d . . . H15 H 1.2061 -0.0907 0.2700 0.057 Uiso 1 1 calc R . . C16 C 1.0406(4) -0.1797(3) 0.26833(9) 0.0512(9) Uani 1 1 d . . . H16 H 1.0845 -0.2177 0.2531 0.061 Uiso 1 1 calc R . . C17 C 0.9028(4) -0.2000(2) 0.28092(9) 0.0485(9) Uani 1 1 d . . . H17 H 0.8540 -0.2517 0.2742 0.058 Uiso 1 1 calc R . . C18 C 0.8375(4) -0.1439(2) 0.30344(8) 0.0412(8) Uani 1 1 d . . . H18 H 0.7460 -0.1587 0.3123 0.049 Uiso 1 1 calc R . . C19 C 0.6475(3) 0.0466(2) 0.32937(8) 0.0367(7) Uani 1 1 d . . . C20 C 0.5906(4) 0.0231(2) 0.29922(9) 0.0462(8) Uani 1 1 d . . . H20 H 0.6417 -0.0169 0.2859 0.055 Uiso 1 1 calc R . . C21 C 0.4564(4) 0.0593(3) 0.28864(11) 0.0585(11) Uani 1 1 d . . . H21 H 0.4190 0.0440 0.2682 0.070 Uiso 1 1 calc R . . C22 C 0.3799(4) 0.1170(3) 0.30830(12) 0.0630(12) Uani 1 1 d . . . H22 H 0.2893 0.1398 0.3015 0.076 Uiso 1 1 calc R . . C23 C 0.4365(4) 0.1414(3) 0.33813(13) 0.0664(12) Uani 1 1 d . . . H23 H 0.3844 0.1805 0.3516 0.080 Uiso 1 1 calc R . . C24 C 0.5726(4) 0.1073(3) 0.34812(11) 0.0576(10) Uani 1 1 d . . . H24 H 0.6131 0.1261 0.3679 0.069 Uiso 1 1 calc R . . C25 C 0.7885(3) -0.0719(2) 0.37716(7) 0.0359(7) Uani 1 1 d . . . C26 C 0.6656(4) -0.0648(3) 0.39729(8) 0.0516(9) Uani 1 1 d . . . H26 H 0.5986 -0.0182 0.3942 0.062 Uiso 1 1 calc R . . C27 C 0.6423(5) -0.1267(3) 0.42194(9) 0.0669(12) Uani 1 1 d . . . H27 H 0.5599 -0.1212 0.4354 0.080 Uiso 1 1 calc R . . C28 C 0.7387(6) -0.1959(3) 0.42672(9) 0.0675(13) Uani 1 1 d . . . H28 H 0.7203 -0.2384 0.4429 0.081 Uiso 1 1 calc R . . C29 C 0.8622(6) -0.2023(3) 0.40776(10) 0.0649(12) Uani 1 1 d . . . H29 H 0.9301 -0.2481 0.4115 0.078 Uiso 1 1 calc R . . C30 C 0.8870(5) -0.1412(2) 0.38295(9) 0.0527(9) Uani 1 1 d . . . H30 H 0.9710 -0.1466 0.3700 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 Pd1 0.03294(13) 0.02526(13) 0.03217(13) -0.00074(10) 0.00026(10) -0.00035(10) Cl1 0.0675(6) 0.0416(5) 0.0378(4) 0.0075(4) -0.0057(4) 0.0006(4) Cl2 0.1026(9) 0.0748(8) 0.0808(8) -0.0012(7) -0.0079(7) 0.0086(7) N1 0.0350(14) 0.0269(14) 0.0416(15) -0.0007(11) 0.0041(12) -0.0006(11) N2 0.077(2) 0.057(2) 0.0476(18) 0.0012(16) -0.0199(17) -0.0188(18) P1 0.0292(4) 0.0300(4) 0.0349(4) -0.0042(3) 0.0004(3) -0.0003(3) S1 0.0469(5) 0.0308(4) 0.0341(4) -0.0001(3) -0.0023(3) -0.0047(4) C1 0.0456(19) 0.036(2) 0.055(2) 0.0061(16) 0.0055(17) -0.0019(16) C2 0.052(2) 0.031(2) 0.078(3) 0.0096(18) 0.015(2) -0.0060(17) C3 0.053(2) 0.037(2) 0.084(3) -0.010(2) 0.010(2) -0.0175(18) C4 0.055(2) 0.043(2) 0.059(2) -0.0120(18) 0.0013(18) -0.0131(18) C5 0.0364(16) 0.0331(18) 0.0445(18) -0.0066(14) 0.0053(14) -0.0011(15) C6 0.0432(18) 0.039(2) 0.0371(17) -0.0073(15) -0.0004(15) -0.0008(15) C7 0.069(3) 0.059(3) 0.048(2) -0.0004(19) -0.025(2) -0.017(2) C8 0.094(4) 0.080(3) 0.055(3) -0.001(2) -0.006(2) 0.005(3) C9 0.098(4) 0.072(3) 0.075(3) 0.002(3) -0.021(3) 0.013(3) C10 0.094(4) 0.067(3) 0.055(3) 0.009(2) -0.027(2) -0.012(3) C11 0.079(3) 0.071(3) 0.046(2) 0.000(2) -0.016(2) -0.013(3) C12 0.069(3) 0.058(3) 0.052(2) -0.0051(19) -0.021(2) -0.007(2) C13 0.0345(16) 0.0324(17) 0.0328(16) -0.0025(13) -0.0018(13) 0.0047(14) C14 0.0385(18) 0.0364(19) 0.0396(17) -0.0031(14) 0.0011(14) -0.0001(15) C15 0.048(2) 0.051(2) 0.0451(19) -0.0040(17) 0.0098(16) 0.0037(17) C16 0.062(2) 0.050(2) 0.0418(19) -0.0111(17) 0.0030(17) 0.0141(19) C17 0.057(2) 0.035(2) 0.053(2) -0.0138(16) -0.0106(18) 0.0016(17) C18 0.0391(18) 0.0349(19) 0.0494(19) -0.0065(15) -0.0014(15) -0.0014(15) C19 0.0309(16) 0.0321(18) 0.0473(19) 0.0004(14) 0.0010(14) -0.0005(14) C20 0.0415(19) 0.046(2) 0.051(2) 0.0009(17) -0.0048(16) 0.0019(16) C21 0.047(2) 0.059(3) 0.069(3) 0.019(2) -0.017(2) -0.007(2) C22 0.0339(19) 0.045(2) 0.110(4) 0.025(2) -0.006(2) -0.0009(18) C23 0.046(2) 0.050(3) 0.103(4) -0.004(2) 0.012(2) 0.0100(19) C24 0.0391(19) 0.055(3) 0.078(3) -0.013(2) 0.0097(19) 0.0072(18) C25 0.0390(17) 0.0339(18) 0.0346(16) -0.0067(13) -0.0019(13) -0.0087(15) C26 0.0414(19) 0.075(3) 0.0388(19) 0.0012(18) 0.0020(15) -0.0034(19) C27 0.055(2) 0.103(4) 0.042(2) 0.006(2) 0.0026(18) -0.027(3) C28 0.091(3) 0.065(3) 0.047(2) 0.011(2) -0.009(2) -0.040(3) C29 0.100(3) 0.039(2) 0.056(2) 0.0061(19) -0.004(2) 0.002(2) C30 0.064(2) 0.044(2) 0.050(2) 0.0026(17) 0.0086(18) 0.0052(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 Pd1 N1 2.104(3) . ? Pd1 P1 2.2494(8) . ? Pd1 S1 2.2633(8) . ? Pd1 Cl1 2.3374(8) . ? Cl2 C12 1.739(4) . ? N1 C5 1.340(4) . ? N1 C1 1.340(4) . ? N2 C6 1.277(4) . ? N2 C7 1.409(5) . ? P1 C13 1.816(3) . ? P1 C19 1.828(3) . ? P1 C25 1.831(3) . ? S1 C6 1.759(3) . ? C1 C2 1.376(5) . ? C1 H1 0.9300 . ? C2 C3 1.369(5) . ? C2 H2 0.9300 . ? C3 C4 1.376(5) . ? C3 H3 0.9300 . ? C4 C5 1.387(5) . ? C4 H4 0.9300 . ? C5 C6 1.486(5) . ? C7 C8 1.376(6) . ? C7 C12 1.381(6) . ? C8 C9 1.383(6) . ? C8 H8 0.9300 . ? C9 C10 1.375(6) . ? C9 H9 0.9300 . ? C10 C11 1.366(6) . ? C10 H10 0.9300 . ? C11 C12 1.380(6) . ? C11 H11 0.9300 . ? C13 C14 1.384(4) . ? C13 C18 1.392(4) . ? C14 C15 1.385(4) . ? C14 H14 0.9300 . ? C15 C16 1.369(5) . ? C15 H15 0.9300 . ? C16 C17 1.382(5) . ? C16 H16 0.9300 . ? C17 C18 1.377(5) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C24 1.366(5) . ? C19 C20 1.380(5) . ? C20 C21 1.396(5) . ? C20 H20 0.9300 . ? C21 C22 1.366(6) . ? C21 H21 0.9300 . ? C22 C23 1.371(6) . ? C22 H22 0.9300 . ? C23 C24 1.393(5) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C30 1.384(5) . ? C25 C26 1.386(4) . ? C26 C27 1.383(5) . ? C26 H26 0.9300 . ? C27 C28 1.364(6) . ? C27 H27 0.9300 . ? C28 C29 1.362(6) . ? C28 H28 0.9300 . ? C29 C30 1.382(5) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Pd1 P1 177.23(7) . . ? N1 Pd1 S1 85.17(7) . . ? P1 Pd1 S1 94.54(3) . . ? N1 Pd1 Cl1 94.10(7) . . ? P1 Pd1 Cl1 86.36(3) . . ? S1 Pd1 Cl1 176.52(3) . . ? C5 N1 C1 118.8(3) . . ? C5 N1 Pd1 118.6(2) . . ? C1 N1 Pd1 122.6(2) . . ? C6 N2 C7 121.6(3) . . ? C13 P1 C19 108.71(14) . . ? C13 P1 C25 102.30(14) . . ? C19 P1 C25 106.21(14) . . ? C13 P1 Pd1 113.40(11) . . ? C19 P1 Pd1 107.13(11) . . ? C25 P1 Pd1 118.60(10) . . ? C6 S1 Pd1 99.61(11) . . ? N1 C1 C2 122.1(4) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C3 C2 C1 119.3(4) . . ? C3 C2 H2 120.4 . . ? C1 C2 H2 120.4 . . ? C2 C3 C4 119.2(3) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C3 C4 C5 119.0(4) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? N1 C5 C4 121.6(3) . . ? N1 C5 C6 118.0(3) . . ? C4 C5 C6 120.4(3) . . ? N2 C6 C5 116.6(3) . . ? N2 C6 S1 125.9(3) . . ? C5 C6 S1 117.4(2) . . ? C8 C7 C12 118.1(4) . . ? C8 C7 N2 120.8(4) . . ? C12 C7 N2 120.9(4) . . ? C7 C8 C9 120.9(5) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C10 C9 C8 119.9(5) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C11 C10 C9 120.2(4) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C10 C11 C12 119.4(4) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C11 C12 C7 121.6(4) . . ? C11 C12 Cl2 119.0(4) . . ? C7 C12 Cl2 119.4(3) . . ? C14 C13 C18 119.1(3) . . ? C14 C13 P1 120.0(2) . . ? C18 C13 P1 120.7(2) . . ? C13 C14 C15 120.2(3) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C16 C15 C14 120.3(3) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 120.0(3) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C18 C17 C16 120.2(3) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C13 120.2(3) . . ? C17 C18 H18 119.9 . . ? C13 C18 H18 119.9 . . ? C24 C19 C20 118.9(3) . . ? C24 C19 P1 118.1(3) . . ? C20 C19 P1 122.7(3) . . ? C19 C20 C21 120.2(4) . . ? C19 C20 H20 119.9 . . ? C21 C20 H20 119.9 . . ? C22 C21 C20 120.1(4) . . ? C22 C21 H21 120.0 . . ? C20 C21 H21 120.0 . . ? C21 C22 C23 120.1(4) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C22 C23 C24 119.6(4) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C19 C24 C23 121.1(4) . . ? C19 C24 H24 119.5 . . ? C23 C24 H24 119.5 . . ? C30 C25 C26 118.1(3) . . ? C30 C25 P1 118.9(3) . . ? C26 C25 P1 122.9(3) . . ? C27 C26 C25 120.2(4) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C28 C27 C26 120.8(4) . . ? C28 C27 H27 119.6 . . ? C26 C27 H27 119.6 . . ? C29 C28 C27 119.7(4) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C28 C29 C30 120.2(4) . . ? C28 C29 H29 119.9 . . ? C30 C29 H29 119.9 . . ? C29 C30 C25 120.9(4) . . ? C29 C30 H30 119.5 . . ? C25 C30 H30 119.5 . . ? 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 P1 Pd1 N1 C5 89.5(16) . . . . ? S1 Pd1 N1 C5 5.5(2) . . . . ? Cl1 Pd1 N1 C5 -171.1(2) . . . . ? P1 Pd1 N1 C1 -88.1(16) . . . . ? S1 Pd1 N1 C1 -172.1(3) . . . . ? Cl1 Pd1 N1 C1 11.3(3) . . . . ? N1 Pd1 P1 C13 160.6(16) . . . . ? S1 Pd1 P1 C13 -115.66(11) . . . . ? Cl1 Pd1 P1 C13 60.97(11) . . . . ? N1 Pd1 P1 C19 40.6(16) . . . . ? S1 Pd1 P1 C19 124.40(11) . . . . ? Cl1 Pd1 P1 C19 -58.97(11) . . . . ? N1 Pd1 P1 C25 -79.4(16) . . . . ? S1 Pd1 P1 C25 4.35(12) . . . . ? Cl1 Pd1 P1 C25 -179.02(12) . . . . ? N1 Pd1 S1 C6 -8.32(13) . . . . ? P1 Pd1 S1 C6 174.44(11) . . . . ? Cl1 Pd1 S1 C6 69.7(6) . . . . ? C5 N1 C1 C2 -0.8(5) . . . . ? Pd1 N1 C1 C2 176.7(3) . . . . ? N1 C1 C2 C3 1.5(5) . . . . ? C1 C2 C3 C4 -0.9(6) . . . . ? C2 C3 C4 C5 -0.3(6) . . . . ? C1 N1 C5 C4 -0.4(5) . . . . ? Pd1 N1 C5 C4 -178.1(3) . . . . ? C1 N1 C5 C6 178.6(3) . . . . ? Pd1 N1 C5 C6 0.9(4) . . . . ? C3 C4 C5 N1 1.0(5) . . . . ? C3 C4 C5 C6 -178.0(3) . . . . ? C7 N2 C6 C5 -179.3(4) . . . . ? C7 N2 C6 S1 2.7(6) . . . . ? N1 C5 C6 N2 172.2(3) . . . . ? C4 C5 C6 N2 -8.8(5) . . . . ? N1 C5 C6 S1 -9.6(4) . . . . ? C4 C5 C6 S1 169.4(3) . . . . ? Pd1 S1 C6 N2 -170.1(3) . . . . ? Pd1 S1 C6 C5 11.9(3) . . . . ? C6 N2 C7 C8 85.5(5) . . . . ? C6 N2 C7 C12 -101.0(5) . . . . ? C12 C7 C8 C9 1.3(6) . . . . ? N2 C7 C8 C9 175.0(4) . . . . ? C7 C8 C9 C10 -0.5(7) . . . . ? C8 C9 C10 C11 -0.1(7) . . . . ? C9 C10 C11 C12 -0.2(7) . . . . ? C10 C11 C12 C7 1.1(6) . . . . ? C10 C11 C12 Cl2 -179.0(3) . . . . ? C8 C7 C12 C11 -1.6(6) . . . . ? N2 C7 C12 C11 -175.3(3) . . . . ? C8 C7 C12 Cl2 178.5(3) . . . . ? N2 C7 C12 Cl2 4.7(5) . . . . ? C19 P1 C13 C14 124.0(3) . . . . ? C25 P1 C13 C14 -124.0(3) . . . . ? Pd1 P1 C13 C14 4.9(3) . . . . ? C19 P1 C13 C18 -61.4(3) . . . . ? C25 P1 C13 C18 50.6(3) . . . . ? Pd1 P1 C13 C18 179.5(2) . . . . ? C18 C13 C14 C15 1.4(5) . . . . ? P1 C13 C14 C15 176.1(3) . . . . ? C13 C14 C15 C16 0.5(5) . . . . ? C14 C15 C16 C17 -1.2(5) . . . . ? C15 C16 C17 C18 0.0(6) . . . . ? C16 C17 C18 C13 1.9(5) . . . . ? C14 C13 C18 C17 -2.6(5) . . . . ? P1 C13 C18 C17 -177.2(3) . . . . ? C13 P1 C19 C24 -175.3(3) . . . . ? C25 P1 C19 C24 75.3(3) . . . . ? Pd1 P1 C19 C24 -52.4(3) . . . . ? C13 P1 C19 C20 -0.6(3) . . . . ? C25 P1 C19 C20 -110.0(3) . . . . ? Pd1 P1 C19 C20 122.3(3) . . . . ? C24 C19 C20 C21 -1.8(5) . . . . ? P1 C19 C20 C21 -176.5(3) . . . . ? C19 C20 C21 C22 -1.0(6) . . . . ? C20 C21 C22 C23 1.7(6) . . . . ? C21 C22 C23 C24 0.3(6) . . . . ? C20 C19 C24 C23 3.8(6) . . . . ? P1 C19 C24 C23 178.7(3) . . . . ? C22 C23 C24 C19 -3.1(6) . . . . ? C13 P1 C25 C30 36.8(3) . . . . ? C19 P1 C25 C30 150.7(3) . . . . ? Pd1 P1 C25 C30 -88.8(3) . . . . ? C13 P1 C25 C26 -144.3(3) . . . . ? C19 P1 C25 C26 -30.4(3) . . . . ? Pd1 P1 C25 C26 90.1(3) . . . . ? C30 C25 C26 C27 -1.2(5) . . . . ? P1 C25 C26 C27 179.9(3) . . . . ? C25 C26 C27 C28 -0.5(6) . . . . ? C26 C27 C28 C29 2.3(6) . . . . ? C27 C28 C29 C30 -2.5(6) . . . . ? C28 C29 C30 C25 0.8(6) . . . . ? C26 C25 C30 C29 1.0(5) . . . . ? P1 C25 C30 C29 180.0(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.315 _refine_diff_density_min -0.301 _refine_diff_density_rms 0.058 # Attachment '- complex2b.cif' data_rrm1204 _database_code_depnum_ccdc_archive 'CCDC 852895' #TrackingRef '- complex2b.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H26 Cl N2 P Pd S' _chemical_formula_weight 631.42 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' Cl Cl 0.1484 0.1585 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.1402(9) _cell_length_b 10.2928(3) _cell_length_c 23.0874(9) _cell_angle_alpha 90.00 _cell_angle_beta 108.072(3) _cell_angle_gamma 90.00 _cell_volume 5679.4(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5594 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 26.0 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2560 _exptl_absorpt_coefficient_mu 0.900 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9075 _exptl_absorpt_correction_T_max 0.9315 _exptl_absorpt_process_details '(SADABS; Bruker, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 49049 _diffrn_reflns_av_R_equivalents 0.0314 _diffrn_reflns_av_sigmaI/netI 0.0160 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 26.00 _reflns_number_total 5594 _reflns_number_gt 4888 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX II (Bruker, 2008)' _computing_cell_refinement 'SAINT (Bruker, 2008)' _computing_data_reduction 'SAINT (Bruker, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material PLATON _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^)+(0.0262P)^2^+4.9565P] 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 5594 _refine_ls_number_parameters 335 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0290 _refine_ls_R_factor_gt 0.0229 _refine_ls_wR_factor_ref 0.0606 _refine_ls_wR_factor_gt 0.0557 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 0.345963(6) 0.878485(14) 0.468575(6) 0.04078(6) Uani 1 1 d . . . Cl1 Cl 0.33153(3) 1.08508(6) 0.42409(3) 0.07113(18) Uani 1 1 d . . . N1 N 0.31432(7) 0.93149(18) 0.53988(8) 0.0483(4) Uani 1 1 d . . . N2 N 0.35444(9) 0.6462(2) 0.62991(9) 0.0655(5) Uani 1 1 d . . . P1 P 0.37584(2) 0.80608(5) 0.39147(2) 0.04000(12) Uani 1 1 d . . . S1 S 0.36718(3) 0.68885(6) 0.51882(3) 0.06036(16) Uani 1 1 d . . . C1 C 0.28784(10) 1.0438(2) 0.54081(11) 0.0631(6) Uani 1 1 d . . . H1 H 0.2803 1.0983 0.5071 0.076 Uiso 1 1 calc R . . C2 C 0.27122(12) 1.0822(3) 0.58975(14) 0.0762(8) Uani 1 1 d . . . H2 H 0.2527 1.1607 0.5889 0.091 Uiso 1 1 calc R . . C3 C 0.28240(13) 1.0031(3) 0.63941(14) 0.0830(8) Uani 1 1 d . . . H3 H 0.2724 1.0278 0.6734 0.100 Uiso 1 1 calc R . . C4 C 0.30848(13) 0.8873(3) 0.63865(13) 0.0749(8) Uani 1 1 d . . . H4 H 0.3164 0.8327 0.6723 0.090 Uiso 1 1 calc R . . C5 C 0.32321(9) 0.8506(2) 0.58787(10) 0.0536(5) Uani 1 1 d . . . C6 C 0.34822(9) 0.7217(2) 0.58442(10) 0.0533(5) Uani 1 1 d . . . C7 C 0.37519(10) 0.5177(3) 0.63390(12) 0.0672(7) Uani 1 1 d . . . C8 C 0.36067(14) 0.4290(3) 0.58618(16) 0.0888(9) Uani 1 1 d . . . H8 H 0.3372 0.4548 0.5483 0.107 Uiso 1 1 calc R . . C9 C 0.38078(17) 0.3023(3) 0.5943(2) 0.1094(12) Uani 1 1 d . . . H9 H 0.3714 0.2446 0.5617 0.131 Uiso 1 1 calc R . . C10 C 0.41425(18) 0.2628(4) 0.6499(3) 0.1186(15) Uani 1 1 d . . . H10 H 0.4278 0.1782 0.6553 0.142 Uiso 1 1 calc R . . C11 C 0.42771(14) 0.3466(4) 0.6971(2) 0.1010(12) Uani 1 1 d . . . H11 H 0.4498 0.3175 0.7351 0.121 Uiso 1 1 calc R . . C12 C 0.40944(10) 0.4764(3) 0.69095(13) 0.0757(8) Uani 1 1 d . . . C13 C 0.42613(13) 0.5678(4) 0.74357(14) 0.1029(12) Uani 1 1 d . . . H13A H 0.4464 0.6395 0.7340 0.154 Uiso 1 1 calc R . . H13B H 0.4495 0.5233 0.7788 0.154 Uiso 1 1 calc R . . H13C H 0.3933 0.5996 0.7517 0.154 Uiso 1 1 calc R . . C14 C 0.42472(9) 0.9168(2) 0.37342(10) 0.0492(5) Uani 1 1 d . . . C15 C 0.47200(11) 0.9548(3) 0.41881(12) 0.0762(8) Uani 1 1 d . . . H15 H 0.4785 0.9233 0.4581 0.091 Uiso 1 1 calc R . . C16 C 0.51012(13) 1.0393(3) 0.40679(15) 0.0908(10) Uani 1 1 d . . . H16 H 0.5420 1.0635 0.4380 0.109 Uiso 1 1 calc R . . C17 C 0.50120(15) 1.0867(3) 0.35010(18) 0.0951(10) Uani 1 1 d . . . H17 H 0.5269 1.1431 0.3420 0.114 Uiso 1 1 calc R . . C18 C 0.45493(16) 1.0516(4) 0.30557(17) 0.1149(13) Uani 1 1 d . . . H18 H 0.4485 1.0858 0.2667 0.138 Uiso 1 1 calc R . . C19 C 0.41616(12) 0.9653(3) 0.31600(13) 0.0837(9) Uani 1 1 d . . . H19 H 0.3848 0.9408 0.2842 0.100 Uiso 1 1 calc R . . C20 C 0.31794(8) 0.78662(19) 0.32147(8) 0.0419(4) Uani 1 1 d . . . C21 C 0.26843(9) 0.8513(2) 0.31296(10) 0.0558(5) Uani 1 1 d . . . H21 H 0.2642 0.9063 0.3432 0.067 Uiso 1 1 calc R . . C22 C 0.22472(10) 0.8350(3) 0.25950(11) 0.0684(7) Uani 1 1 d . . . H22 H 0.1915 0.8804 0.2538 0.082 Uiso 1 1 calc R . . C23 C 0.22985(11) 0.7532(3) 0.21535(11) 0.0676(7) Uani 1 1 d . . . H23 H 0.1998 0.7402 0.1803 0.081 Uiso 1 1 calc R . . C24 C 0.27941(13) 0.6898(3) 0.22270(11) 0.0777(8) Uani 1 1 d . . . H24 H 0.2834 0.6359 0.1920 0.093 Uiso 1 1 calc R . . C25 C 0.32349(11) 0.7060(2) 0.27559(10) 0.0653(6) Uani 1 1 d . . . H25 H 0.3570 0.6625 0.2805 0.078 Uiso 1 1 calc R . . C26 C 0.40974(9) 0.6477(2) 0.40159(9) 0.0456(5) Uani 1 1 d . . . C27 C 0.37775(11) 0.5391(2) 0.40473(11) 0.0608(6) Uani 1 1 d . . . H27 H 0.3399 0.5487 0.4002 0.073 Uiso 1 1 calc R . . C28 C 0.40186(14) 0.4170(3) 0.41452(12) 0.0769(8) Uani 1 1 d . . . H28 H 0.3803 0.3448 0.4166 0.092 Uiso 1 1 calc R . . C29 C 0.45803(16) 0.4027(3) 0.42119(13) 0.0850(9) Uani 1 1 d . . . H29 H 0.4744 0.3207 0.4280 0.102 Uiso 1 1 calc R . . C30 C 0.48945(13) 0.5081(3) 0.41786(13) 0.0809(8) Uani 1 1 d . . . H30 H 0.5272 0.4977 0.4222 0.097 Uiso 1 1 calc R . . C31 C 0.46592(10) 0.6304(2) 0.40813(11) 0.0599(6) Uani 1 1 d . . . H31 H 0.4879 0.7017 0.4059 0.072 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 0.04717(9) 0.04025(9) 0.03527(9) 0.00337(6) 0.01333(6) 0.00121(6) Cl1 0.1184(5) 0.0442(3) 0.0567(3) 0.0103(3) 0.0357(3) 0.0113(3) N1 0.0481(9) 0.0541(10) 0.0460(9) 0.0018(8) 0.0194(8) 0.0022(8) N2 0.0703(13) 0.0755(14) 0.0568(11) 0.0228(10) 0.0286(10) 0.0045(11) P1 0.0453(3) 0.0387(3) 0.0359(2) -0.0002(2) 0.0125(2) -0.0031(2) S1 0.0830(4) 0.0525(3) 0.0554(3) 0.0171(3) 0.0359(3) 0.0163(3) C1 0.0678(15) 0.0612(15) 0.0664(14) 0.0021(12) 0.0298(12) 0.0114(12) C2 0.0832(18) 0.0701(17) 0.091(2) -0.0068(15) 0.0505(16) 0.0100(14) C3 0.103(2) 0.085(2) 0.0836(19) -0.0078(17) 0.0627(18) -0.0001(17) C4 0.099(2) 0.0779(19) 0.0651(16) 0.0070(13) 0.0506(15) 0.0001(15) C5 0.0535(12) 0.0626(14) 0.0510(12) 0.0048(10) 0.0253(10) -0.0029(10) C6 0.0525(12) 0.0627(14) 0.0477(12) 0.0095(10) 0.0199(10) -0.0023(10) C7 0.0628(14) 0.0752(18) 0.0721(16) 0.0281(14) 0.0333(13) 0.0000(13) C8 0.097(2) 0.0710(19) 0.099(2) 0.0228(18) 0.0324(18) -0.0159(17) C9 0.127(3) 0.065(2) 0.149(4) 0.013(2) 0.060(3) -0.021(2) C10 0.109(3) 0.087(3) 0.179(5) 0.055(3) 0.073(3) 0.015(2) C11 0.0679(19) 0.118(3) 0.126(3) 0.064(3) 0.043(2) 0.027(2) C12 0.0539(14) 0.102(2) 0.0796(18) 0.0371(17) 0.0333(13) 0.0101(14) C13 0.0713(18) 0.164(4) 0.076(2) 0.032(2) 0.0262(16) 0.027(2) C14 0.0551(12) 0.0445(11) 0.0530(12) -0.0045(10) 0.0242(10) -0.0085(9) C15 0.0817(17) 0.094(2) 0.0565(14) -0.0197(14) 0.0272(13) -0.0395(16) C16 0.089(2) 0.099(2) 0.093(2) -0.0369(19) 0.0405(17) -0.0497(18) C17 0.100(2) 0.080(2) 0.127(3) -0.009(2) 0.066(2) -0.0381(18) C18 0.119(3) 0.131(3) 0.101(2) 0.041(2) 0.044(2) -0.041(3) C19 0.0809(18) 0.097(2) 0.0705(17) 0.0265(16) 0.0197(14) -0.0218(16) C20 0.0477(10) 0.0406(10) 0.0356(9) 0.0012(8) 0.0102(8) -0.0058(8) C21 0.0537(12) 0.0672(15) 0.0456(11) -0.0047(11) 0.0141(10) 0.0024(11) C22 0.0513(13) 0.0900(19) 0.0582(14) 0.0077(14) 0.0088(11) 0.0010(13) C23 0.0752(17) 0.0655(16) 0.0464(13) 0.0040(12) -0.0038(11) -0.0176(13) C24 0.112(2) 0.0611(16) 0.0453(13) -0.0142(12) 0.0025(14) 0.0045(15) C25 0.0769(16) 0.0641(15) 0.0480(12) -0.0083(11) 0.0092(11) 0.0147(12) C26 0.0528(11) 0.0449(11) 0.0374(10) -0.0026(9) 0.0114(9) 0.0019(9) C27 0.0686(15) 0.0478(13) 0.0616(14) -0.0007(11) 0.0136(11) -0.0040(11) C28 0.116(2) 0.0429(13) 0.0653(16) -0.0015(12) 0.0185(16) -0.0051(15) C29 0.119(3) 0.0622(18) 0.0671(17) -0.0009(14) 0.0185(17) 0.0377(18) C30 0.0787(18) 0.086(2) 0.0765(18) 0.0034(16) 0.0219(14) 0.0331(17) C31 0.0581(13) 0.0653(15) 0.0567(13) 0.0011(11) 0.0185(11) 0.0091(11) _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 N1 2.1102(16) . ? Pd1 S1 2.2486(6) . ? Pd1 P1 2.2624(5) . ? Pd1 Cl1 2.3403(6) . ? N1 C1 1.338(3) . ? N1 C5 1.348(3) . ? N2 C6 1.277(3) . ? N2 C7 1.415(3) . ? P1 C14 1.817(2) . ? P1 C20 1.8196(19) . ? P1 C26 1.821(2) . ? S1 C6 1.756(2) . ? C1 C2 1.378(3) . ? C1 H1 0.9300 . ? C2 C3 1.362(4) . ? C2 H2 0.9300 . ? C3 C4 1.363(4) . ? C3 H3 0.9300 . ? C4 C5 1.387(3) . ? C4 H4 0.9300 . ? C5 C6 1.481(3) . ? C7 C8 1.389(4) . ? C7 C12 1.397(4) . ? C8 C9 1.390(5) . ? C8 H8 0.9300 . ? C9 C10 1.360(6) . ? C9 H9 0.9300 . ? C10 C11 1.349(6) . ? C10 H10 0.9300 . ? C11 C12 1.405(5) . ? C11 H11 0.9300 . ? C12 C13 1.490(5) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C19 1.370(3) . ? C14 C15 1.375(3) . ? C15 C16 1.384(4) . ? C15 H15 0.9300 . ? C16 C17 1.349(4) . ? C16 H16 0.9300 . ? C17 C18 1.341(5) . ? C17 H17 0.9300 . ? C18 C19 1.394(4) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.371(3) . ? C20 C25 1.387(3) . ? C21 C22 1.385(3) . ? C21 H21 0.9300 . ? C22 C23 1.359(4) . ? C22 H22 0.9300 . ? C23 C24 1.369(4) . ? C23 H23 0.9300 . ? C24 C25 1.381(3) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C31 1.385(3) . ? C26 C27 1.392(3) . ? C27 C28 1.383(4) . ? C27 H27 0.9300 . ? C28 C29 1.380(4) . ? C28 H28 0.9300 . ? C29 C30 1.358(4) . ? C29 H29 0.9300 . ? C30 C31 1.379(4) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Pd1 S1 84.75(5) . . ? N1 Pd1 P1 175.24(5) . . ? S1 Pd1 P1 92.09(2) . . ? N1 Pd1 Cl1 93.60(5) . . ? S1 Pd1 Cl1 174.15(3) . . ? P1 Pd1 Cl1 89.89(2) . . ? C1 N1 C5 118.49(19) . . ? C1 N1 Pd1 123.09(15) . . ? C5 N1 Pd1 118.36(14) . . ? C6 N2 C7 124.9(2) . . ? C14 P1 C20 106.08(9) . . ? C14 P1 C26 105.54(10) . . ? C20 P1 C26 103.25(9) . . ? C14 P1 Pd1 112.78(7) . . ? C20 P1 Pd1 111.46(7) . . ? C26 P1 Pd1 116.77(7) . . ? C6 S1 Pd1 101.15(8) . . ? N1 C1 C2 122.7(2) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C3 C2 C1 118.9(3) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 119.1(2) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C3 C4 C5 120.3(3) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? N1 C5 C4 120.4(2) . . ? N1 C5 C6 118.29(19) . . ? C4 C5 C6 121.3(2) . . ? N2 C6 C5 116.5(2) . . ? N2 C6 S1 126.55(19) . . ? C5 C6 S1 116.91(15) . . ? C8 C7 C12 118.8(3) . . ? C8 C7 N2 124.2(2) . . ? C12 C7 N2 116.9(3) . . ? C7 C8 C9 121.0(3) . . ? C7 C8 H8 119.5 . . ? C9 C8 H8 119.5 . . ? C10 C9 C8 120.0(4) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C9 119.9(4) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 122.3(4) . . ? C10 C11 H11 118.9 . . ? C12 C11 H11 118.9 . . ? C7 C12 C11 118.1(3) . . ? C7 C12 C13 120.8(3) . . ? C11 C12 C13 121.1(3) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C19 C14 C15 118.2(2) . . ? C19 C14 P1 122.43(18) . . ? C15 C14 P1 119.34(18) . . ? C14 C15 C16 121.0(3) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? C17 C16 C15 120.3(3) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C18 C17 C16 119.4(3) . . ? C18 C17 H17 120.3 . . ? C16 C17 H17 120.3 . . ? C17 C18 C19 121.7(3) . . ? C17 C18 H18 119.1 . . ? C19 C18 H18 119.1 . . ? C14 C19 C18 119.4(3) . . ? C14 C19 H19 120.3 . . ? C18 C19 H19 120.3 . . ? C21 C20 C25 118.92(19) . . ? C21 C20 P1 120.95(15) . . ? C25 C20 P1 120.13(16) . . ? C20 C21 C22 120.2(2) . . ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? C23 C22 C21 120.7(2) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C22 C23 C24 119.8(2) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? C23 C24 C25 120.1(2) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C24 C25 C20 120.3(2) . . ? C24 C25 H25 119.9 . . ? C20 C25 H25 119.9 . . ? C31 C26 C27 118.5(2) . . ? C31 C26 P1 123.40(17) . . ? C27 C26 P1 118.08(17) . . ? C28 C27 C26 120.5(3) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C29 C28 C27 119.8(3) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C30 C29 C28 120.1(3) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? C29 C30 C31 120.7(3) . . ? C29 C30 H30 119.6 . . ? C31 C30 H30 119.6 . . ? C30 C31 C26 120.5(3) . . ? C30 C31 H31 119.8 . . ? C26 C31 H31 119.8 . . ? 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 S1 Pd1 N1 C1 -175.36(18) . . . . ? P1 Pd1 N1 C1 -126.8(5) . . . . ? Cl1 Pd1 N1 C1 10.27(18) . . . . ? S1 Pd1 N1 C5 7.38(15) . . . . ? P1 Pd1 N1 C5 55.9(7) . . . . ? Cl1 Pd1 N1 C5 -167.00(16) . . . . ? N1 Pd1 P1 C14 -177.3(6) . . . . ? S1 Pd1 P1 C14 -128.98(8) . . . . ? Cl1 Pd1 P1 C14 45.52(8) . . . . ? N1 Pd1 P1 C20 63.5(6) . . . . ? S1 Pd1 P1 C20 111.82(7) . . . . ? Cl1 Pd1 P1 C20 -73.68(7) . . . . ? N1 Pd1 P1 C26 -54.8(6) . . . . ? S1 Pd1 P1 C26 -6.48(8) . . . . ? Cl1 Pd1 P1 C26 168.02(8) . . . . ? N1 Pd1 S1 C6 -4.60(9) . . . . ? P1 Pd1 S1 C6 178.97(8) . . . . ? Cl1 Pd1 S1 C6 69.2(2) . . . . ? C5 N1 C1 C2 2.5(4) . . . . ? Pd1 N1 C1 C2 -174.7(2) . . . . ? N1 C1 C2 C3 0.4(4) . . . . ? C1 C2 C3 C4 -1.5(5) . . . . ? C2 C3 C4 C5 -0.2(5) . . . . ? C1 N1 C5 C4 -4.2(3) . . . . ? Pd1 N1 C5 C4 173.16(19) . . . . ? C1 N1 C5 C6 174.9(2) . . . . ? Pd1 N1 C5 C6 -7.7(3) . . . . ? C3 C4 C5 N1 3.2(4) . . . . ? C3 C4 C5 C6 -176.0(3) . . . . ? C7 N2 C6 C5 177.1(2) . . . . ? C7 N2 C6 S1 -3.8(4) . . . . ? N1 C5 C6 N2 -177.9(2) . . . . ? C4 C5 C6 N2 1.2(4) . . . . ? N1 C5 C6 S1 2.9(3) . . . . ? C4 C5 C6 S1 -177.9(2) . . . . ? Pd1 S1 C6 N2 -176.5(2) . . . . ? Pd1 S1 C6 C5 2.57(18) . . . . ? C6 N2 C7 C8 -41.5(4) . . . . ? C6 N2 C7 C12 143.0(2) . . . . ? C12 C7 C8 C9 -1.6(4) . . . . ? N2 C7 C8 C9 -177.0(3) . . . . ? C7 C8 C9 C10 1.4(5) . . . . ? C8 C9 C10 C11 0.2(6) . . . . ? C9 C10 C11 C12 -1.6(6) . . . . ? C8 C7 C12 C11 0.2(4) . . . . ? N2 C7 C12 C11 176.0(2) . . . . ? C8 C7 C12 C13 -179.9(3) . . . . ? N2 C7 C12 C13 -4.1(3) . . . . ? C10 C11 C12 C7 1.4(4) . . . . ? C10 C11 C12 C13 -178.4(3) . . . . ? C20 P1 C14 C19 -2.4(3) . . . . ? C26 P1 C14 C19 106.7(2) . . . . ? Pd1 P1 C14 C19 -124.7(2) . . . . ? C20 P1 C14 C15 177.0(2) . . . . ? C26 P1 C14 C15 -73.8(2) . . . . ? Pd1 P1 C14 C15 54.8(2) . . . . ? C19 C14 C15 C16 -0.3(4) . . . . ? P1 C14 C15 C16 -179.8(2) . . . . ? C14 C15 C16 C17 0.5(5) . . . . ? C15 C16 C17 C18 0.3(6) . . . . ? C16 C17 C18 C19 -1.3(6) . . . . ? C15 C14 C19 C18 -0.6(5) . . . . ? P1 C14 C19 C18 178.9(3) . . . . ? C17 C18 C19 C14 1.4(6) . . . . ? C14 P1 C20 C21 -101.81(18) . . . . ? C26 P1 C20 C21 147.43(18) . . . . ? Pd1 P1 C20 C21 21.30(19) . . . . ? C14 P1 C20 C25 77.9(2) . . . . ? C26 P1 C20 C25 -32.9(2) . . . . ? Pd1 P1 C20 C25 -159.00(17) . . . . ? C25 C20 C21 C22 0.5(3) . . . . ? P1 C20 C21 C22 -179.74(19) . . . . ? C20 C21 C22 C23 1.2(4) . . . . ? C21 C22 C23 C24 -2.5(4) . . . . ? C22 C23 C24 C25 2.0(4) . . . . ? C23 C24 C25 C20 -0.2(4) . . . . ? C21 C20 C25 C24 -1.0(4) . . . . ? P1 C20 C25 C24 179.3(2) . . . . ? C14 P1 C26 C31 13.7(2) . . . . ? C20 P1 C26 C31 124.84(18) . . . . ? Pd1 P1 C26 C31 -112.50(17) . . . . ? C14 P1 C26 C27 -168.30(17) . . . . ? C20 P1 C26 C27 -57.15(18) . . . . ? Pd1 P1 C26 C27 65.52(18) . . . . ? C31 C26 C27 C28 0.4(3) . . . . ? P1 C26 C27 C28 -177.73(19) . . . . ? C26 C27 C28 C29 -0.1(4) . . . . ? C27 C28 C29 C30 -0.3(4) . . . . ? C28 C29 C30 C31 0.3(4) . . . . ? C29 C30 C31 C26 0.0(4) . . . . ? C27 C26 C31 C30 -0.4(3) . . . . ? P1 C26 C31 C30 177.63(19) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.343 _refine_diff_density_min -0.222 _refine_diff_density_rms 0.042