# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2011 data_global _journal_coden_Cambridge 440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Martin Lutz' _publ_contact_author_address ; Bijvoet Center for Biomolecular Research Crystal and Structural Chemistry Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; _publ_contact_author_email m.lutz@uu.nl _publ_contact_author_fax '[+31] 30 2533940' _publ_contact_author_phone '[+31] 30 2533902' loop_ _publ_author_name _publ_author_address 'Pijnenburg, Niels J. M.' ; Organic Chemistry and Catalysis Debye Institute for Nanomaterials Science Utrecht University Universiteitsweg 99 3584 CG Utrecht The Netherlands ; 'Lutz, Martin' ; Bijvoet Center for Biomolecular Research Crystal and Structural Chemistry Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; 'Siegler, Maxime A.' ; Bijvoet Center for Biomolecular Research Crystal and Structural Chemistry Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; 'Spek, Anthony L.' ; Bijvoet Center for Biomolecular Research Crystal and Structural Chemistry Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; 'van Koten, Gerard' ; Organic Chemistry and Catalysis Debye Institute for Nanomaterials Science Utrecht University Universiteitsweg 99 3584 CG Utrecht The Netherlands ; 'Klein Gebbink, Robertus J. M.' ; Organic Chemistry and Catalysis Debye Institute for Nanomaterials Science Utrecht University Universiteitsweg 99 3584 CG Utrecht The Netherlands ; _publ_section_title ; The role of the dendritic support in the catalytic performance of peripheral pincer Pd-complexes ; data_s4246a _database_code_depnum_ccdc_archive 'CCDC 824226' #TrackingRef '- deposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H17 Br0.26 Cl0.74 Pd S2' # platon rounds up the value of the occupancy factor for Br # sum of the occupancy factors for Br and Cl should be 1 _chemical_formula_sum 'C20 H17 Br0.26 Cl0.74 Pd S2' _chemical_formula_weight 475.09 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' Br Br -0.2901 2.4595 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 9.8035(7) _cell_length_b 18.0936(12) _cell_length_c 10.0847(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.542(3) _cell_angle_gamma 90.00 _cell_volume 1773.35(19) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 12316 _cell_measurement_theta_min 2.10 _cell_measurement_theta_max 27.49 _exptl_crystal_description rod _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.779 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 947 _exptl_absorpt_coefficient_mu 1.988 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.53 _exptl_absorpt_correction_T_max 0.91 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD diffractometer' _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 25006 _diffrn_reflns_av_R_equivalents 0.0386 _diffrn_reflns_av_sigmaI/netI 0.0322 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4063 _reflns_number_gt 3275 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'PEAKREF (Schreurs, 2005)' _computing_data_reduction 'EVALCCD (Duisenberg et al., 2003)' _computing_structure_solution 'DIRDIF08 (Beurskens et al., 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.0165P)^2^+2.4996P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4063 _refine_ls_number_parameters 221 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0556 _refine_ls_wR_factor_gt 0.0511 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _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 0.81528(2) 0.117418(11) 0.20097(2) 0.01526(6) Uani 1 1 d D . . Cl1 Cl 0.716(2) -0.0021(8) 0.156(2) 0.0243(6) Uani 0.735(2) 1 d PD . . Br1 Br 0.709(3) -0.0064(9) 0.150(3) 0.0243(6) Uani 0.265(2) 1 d PD . . S1 S 0.62671(7) 0.15950(4) 0.29224(7) 0.01766(14) Uani 1 1 d . . . S2 S 1.01702(7) 0.09487(4) 0.11563(7) 0.01873(15) Uani 1 1 d . . . C1 C 0.8911(3) 0.21791(14) 0.2376(3) 0.0169(6) Uani 1 1 d . . . C2 C 0.8223(3) 0.26746(15) 0.3130(3) 0.0189(6) Uani 1 1 d . . . C3 C 0.8618(3) 0.34074(15) 0.3226(3) 0.0240(6) Uani 1 1 d . . . H3 H 0.8123 0.3747 0.3701 0.029 Uiso 1 1 calc R . . C4 C 0.9742(3) 0.36511(16) 0.2628(3) 0.0278(7) Uani 1 1 d . . . H4 H 1.0005 0.4156 0.2687 0.033 Uiso 1 1 calc R . . C5 C 1.0467(3) 0.31577(16) 0.1953(3) 0.0243(6) Uani 1 1 d . . . H5 H 1.1252 0.3322 0.1576 0.029 Uiso 1 1 calc R . . C6 C 1.0063(3) 0.24226(15) 0.1817(3) 0.0194(6) Uani 1 1 d . . . C7 C 0.7103(3) 0.23650(16) 0.3852(3) 0.0212(6) Uani 1 1 d . . . H7A H 0.6417 0.2755 0.3957 0.025 Uiso 1 1 calc R . . H7B H 0.7500 0.2197 0.4754 0.025 Uiso 1 1 calc R . . C8 C 0.5233(2) 0.20263(15) 0.1540(3) 0.0168(5) Uani 1 1 d . . . C9 C 0.4608(3) 0.15614(15) 0.0551(3) 0.0196(6) Uani 1 1 d . . . H9 H 0.4772 0.1044 0.0599 0.024 Uiso 1 1 calc R . . C10 C 0.3735(3) 0.18607(17) -0.0515(3) 0.0249(6) Uani 1 1 d . . . H10 H 0.3306 0.1547 -0.1202 0.030 Uiso 1 1 calc R . . C11 C 0.3493(3) 0.26119(17) -0.0577(3) 0.0260(7) Uani 1 1 d . . . H11 H 0.2887 0.2814 -0.1298 0.031 Uiso 1 1 calc R . . C12 C 0.4133(3) 0.30694(16) 0.0409(3) 0.0260(7) Uani 1 1 d . . . H12 H 0.3967 0.3587 0.0360 0.031 Uiso 1 1 calc R . . C13 C 0.5008(3) 0.27831(16) 0.1463(3) 0.0220(6) Uani 1 1 d . . . H13 H 0.5456 0.3101 0.2132 0.026 Uiso 1 1 calc R . . C14 C 1.0825(3) 0.18940(15) 0.1039(3) 0.0210(6) Uani 1 1 d . . . H14A H 1.1817 0.1906 0.1390 0.025 Uiso 1 1 calc R . . H14B H 1.0723 0.2048 0.0089 0.025 Uiso 1 1 calc R . . C15 C 1.1346(3) 0.05747(14) 0.2488(3) 0.0187(6) Uani 1 1 d . . . C16 C 1.1066(3) 0.05610(16) 0.3805(3) 0.0240(6) Uani 1 1 d . . . H16 H 1.0246 0.0778 0.4033 0.029 Uiso 1 1 calc R . . C17 C 1.1986(3) 0.02305(17) 0.4774(3) 0.0283(7) Uani 1 1 d . . . H17 H 1.1799 0.0216 0.5674 0.034 Uiso 1 1 calc R . . C18 C 1.3188(3) -0.00814(16) 0.4436(3) 0.0293(7) Uani 1 1 d . . . H18 H 1.3815 -0.0314 0.5106 0.035 Uiso 1 1 calc R . . C19 C 1.3478(3) -0.00565(16) 0.3133(3) 0.0281(7) Uani 1 1 d . . . H19 H 1.4314 -0.0259 0.2915 0.034 Uiso 1 1 calc R . . C20 C 1.2546(3) 0.02658(15) 0.2141(3) 0.0224(6) Uani 1 1 d . . . H20 H 1.2728 0.0274 0.1239 0.027 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 0.01291(10) 0.01678(10) 0.01597(10) -0.00006(9) 0.00147(7) 0.00069(8) Cl1 0.0251(16) 0.0202(13) 0.0267(17) -0.0050(10) -0.0002(12) -0.0023(9) Br1 0.0251(16) 0.0202(13) 0.0267(17) -0.0050(10) -0.0002(12) -0.0023(9) S1 0.0149(3) 0.0211(4) 0.0171(3) 0.0018(3) 0.0029(3) 0.0012(3) S2 0.0157(3) 0.0232(4) 0.0174(3) 0.0004(3) 0.0025(3) 0.0027(3) C1 0.0169(13) 0.0172(13) 0.0154(13) 0.0020(11) -0.0025(10) -0.0003(10) C2 0.0160(13) 0.0229(15) 0.0161(13) 0.0003(11) -0.0047(10) 0.0019(11) C3 0.0259(15) 0.0217(15) 0.0230(15) -0.0046(12) -0.0024(12) 0.0053(12) C4 0.0305(17) 0.0189(15) 0.0322(17) 0.0036(12) -0.0028(13) -0.0038(12) C5 0.0191(14) 0.0257(16) 0.0273(16) 0.0070(13) -0.0002(12) -0.0042(12) C6 0.0171(13) 0.0255(15) 0.0146(13) 0.0035(11) -0.0011(11) -0.0002(11) C7 0.0185(14) 0.0279(15) 0.0169(14) -0.0046(12) 0.0010(11) 0.0018(11) C8 0.0114(12) 0.0221(14) 0.0179(13) 0.0047(11) 0.0052(10) 0.0003(10) C9 0.0141(13) 0.0228(15) 0.0228(15) 0.0033(12) 0.0051(11) -0.0032(11) C10 0.0143(13) 0.0369(18) 0.0235(15) -0.0006(13) 0.0029(11) -0.0072(12) C11 0.0122(13) 0.0389(18) 0.0264(16) 0.0120(14) 0.0007(12) -0.0004(12) C12 0.0214(15) 0.0234(15) 0.0348(17) 0.0112(13) 0.0101(13) 0.0055(12) C13 0.0192(14) 0.0255(16) 0.0224(15) -0.0002(12) 0.0063(11) 0.0014(12) C14 0.0160(13) 0.0250(15) 0.0219(14) 0.0046(12) 0.0025(11) -0.0030(11) C15 0.0167(13) 0.0167(14) 0.0216(14) 0.0025(11) -0.0013(11) -0.0028(11) C16 0.0205(14) 0.0260(16) 0.0250(16) 0.0010(12) 0.0010(12) -0.0033(12) C17 0.0289(16) 0.0310(17) 0.0238(16) 0.0056(13) -0.0012(13) -0.0101(13) C18 0.0219(15) 0.0234(16) 0.0388(19) 0.0105(14) -0.0099(13) -0.0050(12) C19 0.0177(14) 0.0214(15) 0.0442(19) 0.0058(14) 0.0006(13) 0.0002(12) C20 0.0198(14) 0.0208(14) 0.0273(15) 0.0011(12) 0.0061(12) -0.0022(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 C1 1.981(3) . ? Pd1 S2 2.2946(7) . ? Pd1 S1 2.3002(7) . ? Pd1 Cl1 2.389(11) . ? Pd1 Br1 2.495(13) . ? S1 C8 1.791(3) . ? S1 C7 1.814(3) . ? S2 C15 1.785(3) . ? S2 C14 1.836(3) . ? C1 C6 1.398(4) . ? C1 C2 1.404(4) . ? C2 C3 1.381(4) . ? C2 C7 1.503(4) . ? C3 C4 1.395(4) . ? C3 H3 0.9500 . ? C4 C5 1.376(4) . ? C4 H4 0.9500 . ? C5 C6 1.389(4) . ? C5 H5 0.9500 . ? C6 C14 1.497(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.385(4) . ? C8 C13 1.387(4) . ? C9 C10 1.392(4) . ? C9 H9 0.9500 . ? C10 C11 1.380(4) . ? C10 H10 0.9500 . ? C11 C12 1.380(4) . ? C11 H11 0.9500 . ? C12 C13 1.377(4) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C20 1.388(4) . ? C15 C16 1.390(4) . ? C16 C17 1.377(4) . ? C16 H16 0.9500 . ? C17 C18 1.388(4) . ? C17 H17 0.9500 . ? C18 C19 1.381(4) . ? C18 H18 0.9500 . ? C19 C20 1.392(4) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? 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 C1 Pd1 S2 84.97(8) . . ? C1 Pd1 S1 85.59(8) . . ? S2 Pd1 S1 170.56(3) . . ? C1 Pd1 Cl1 178.1(6) . . ? S2 Pd1 Cl1 96.7(6) . . ? S1 Pd1 Cl1 92.7(6) . . ? C1 Pd1 Br1 177.3(6) . . ? S2 Pd1 Br1 96.8(6) . . ? S1 Pd1 Br1 92.6(6) . . ? Cl1 Pd1 Br1 1.2(12) . . ? C8 S1 C7 103.80(13) . . ? C8 S1 Pd1 103.60(8) . . ? C7 S1 Pd1 97.39(9) . . ? C15 S2 C14 101.81(12) . . ? C15 S2 Pd1 106.77(9) . . ? C14 S2 Pd1 100.63(9) . . ? C6 C1 C2 119.2(2) . . ? C6 C1 Pd1 121.1(2) . . ? C2 C1 Pd1 119.46(19) . . ? C3 C2 C1 120.0(3) . . ? C3 C2 C7 122.7(2) . . ? C1 C2 C7 117.2(2) . . ? C2 C3 C4 120.2(3) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 119.8(3) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.7(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C1 119.8(3) . . ? C5 C6 C14 120.5(2) . . ? C1 C6 C14 119.7(2) . . ? C2 C7 S1 110.20(18) . . ? C2 C7 H7A 109.6 . . ? S1 C7 H7A 109.6 . . ? C2 C7 H7B 109.6 . . ? S1 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C9 C8 C13 120.4(3) . . ? C9 C8 S1 116.6(2) . . ? C13 C8 S1 122.9(2) . . ? C8 C9 C10 119.3(3) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 120.2(3) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 120.0(3) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C13 C12 C11 120.6(3) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C8 119.5(3) . . ? C12 C13 H13 120.2 . . ? C8 C13 H13 120.2 . . ? C6 C14 S2 111.01(18) . . ? C6 C14 H14A 109.4 . . ? S2 C14 H14A 109.4 . . ? C6 C14 H14B 109.4 . . ? S2 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? C20 C15 C16 120.9(3) . . ? C20 C15 S2 116.6(2) . . ? C16 C15 S2 122.4(2) . . ? C17 C16 C15 119.5(3) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C16 C17 C18 120.0(3) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C19 C18 C17 120.5(3) . . ? C19 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C18 C19 C20 120.0(3) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C15 C20 C19 119.0(3) . . ? C15 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? 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 C1 Pd1 S1 C8 85.47(11) . . . . ? Cl1 Pd1 S1 C8 -93.6(6) . . . . ? Br1 Pd1 S1 C8 -92.4(6) . . . . ? C1 Pd1 S1 C7 -20.72(12) . . . . ? Cl1 Pd1 S1 C7 160.2(6) . . . . ? Br1 Pd1 S1 C7 161.4(6) . . . . ? C1 Pd1 S2 C15 92.60(12) . . . . ? Cl1 Pd1 S2 C15 -88.3(6) . . . . ? Br1 Pd1 S2 C15 -89.5(6) . . . . ? C1 Pd1 S2 C14 -13.31(11) . . . . ? Cl1 Pd1 S2 C14 165.7(6) . . . . ? Br1 Pd1 S2 C14 164.6(6) . . . . ? S2 Pd1 C1 C6 12.8(2) . . . . ? S1 Pd1 C1 C6 -166.9(2) . . . . ? S2 Pd1 C1 C2 -172.0(2) . . . . ? S1 Pd1 C1 C2 8.41(19) . . . . ? C6 C1 C2 C3 5.0(4) . . . . ? Pd1 C1 C2 C3 -170.4(2) . . . . ? C6 C1 C2 C7 -172.6(2) . . . . ? Pd1 C1 C2 C7 12.1(3) . . . . ? C1 C2 C3 C4 -3.0(4) . . . . ? C7 C2 C3 C4 174.5(3) . . . . ? C2 C3 C4 C5 -0.7(4) . . . . ? C3 C4 C5 C6 2.4(4) . . . . ? C4 C5 C6 C1 -0.3(4) . . . . ? C4 C5 C6 C14 177.8(3) . . . . ? C2 C1 C6 C5 -3.4(4) . . . . ? Pd1 C1 C6 C5 171.9(2) . . . . ? C2 C1 C6 C14 178.5(2) . . . . ? Pd1 C1 C6 C14 -6.2(3) . . . . ? C3 C2 C7 S1 151.0(2) . . . . ? C1 C2 C7 S1 -31.5(3) . . . . ? C8 S1 C7 C2 -74.3(2) . . . . ? Pd1 S1 C7 C2 31.75(19) . . . . ? C7 S1 C8 C9 171.70(19) . . . . ? Pd1 S1 C8 C9 70.4(2) . . . . ? C7 S1 C8 C13 -10.8(2) . . . . ? Pd1 S1 C8 C13 -112.1(2) . . . . ? C13 C8 C9 C10 -0.8(4) . . . . ? S1 C8 C9 C10 176.77(19) . . . . ? C8 C9 C10 C11 -0.4(4) . . . . ? C9 C10 C11 C12 1.0(4) . . . . ? C10 C11 C12 C13 -0.3(4) . . . . ? C11 C12 C13 C8 -0.9(4) . . . . ? C9 C8 C13 C12 1.4(4) . . . . ? S1 C8 C13 C12 -175.99(19) . . . . ? C5 C6 C14 S2 174.8(2) . . . . ? C1 C6 C14 S2 -7.2(3) . . . . ? C15 S2 C14 C6 -95.8(2) . . . . ? Pd1 S2 C14 C6 14.05(19) . . . . ? C14 S2 C15 C20 -86.9(2) . . . . ? Pd1 S2 C15 C20 168.07(18) . . . . ? C14 S2 C15 C16 95.7(2) . . . . ? Pd1 S2 C15 C16 -9.3(2) . . . . ? C20 C15 C16 C17 -0.6(4) . . . . ? S2 C15 C16 C17 176.7(2) . . . . ? C15 C16 C17 C18 0.5(4) . . . . ? C16 C17 C18 C19 0.7(4) . . . . ? C17 C18 C19 C20 -1.7(4) . . . . ? C16 C15 C20 C19 -0.4(4) . . . . ? S2 C15 C20 C19 -177.8(2) . . . . ? C18 C19 C20 C15 1.5(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.585 _refine_diff_density_min -0.599 _refine_diff_density_rms 0.095 #===END data_s4211a _database_code_depnum_ccdc_archive 'CCDC 824227' #TrackingRef '- deposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H20 Br0.66 Cl0.34 N O4 Pd S2' _chemical_formula_sum 'C25 H20 Br0.66 Cl0.34 N O4 Pd S2' _chemical_formula_weight 633.73 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' Br Br -0.2901 2.4595 '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' O O 0.0106 0.0060 '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 c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' _cell_length_a 8.6141(2) _cell_length_b 12.4476(2) _cell_length_c 22.2620(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2387.04(8) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 12580 _cell_measurement_theta_min 2.45 _cell_measurement_theta_max 27.48 _exptl_crystal_description plate _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1263.7 _exptl_absorpt_coefficient_mu 2.129 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.70 _exptl_absorpt_correction_T_max 0.88 _exptl_absorpt_process_details '(TWINABS - 2008/4; Sheldrick, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD diffractometer' _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 5863 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0345 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.45 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5863 _reflns_number_gt 5347 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'PEAKREF (Schreurs, 2005)' _computing_data_reduction 'EVALCCD (Duisenberg et al., 2003)' _computing_structure_solution 'DIRDIF08 (Beurskens et al., 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'PLATON (Spek, 2003)' _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^)+(0.0042P)^2^+4.1624P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _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 -0.011(10) _refine_ls_number_reflns 5863 _refine_ls_number_parameters 312 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0578 _refine_ls_wR_factor_gt 0.0558 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.133 _refine_ls_shift/su_max 0.003 _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 0.52646(3) 0.818769(18) 0.837213(16) 0.01369(6) Uani 1 1 d D . . Br1 Br 0.2884(3) 0.7888(3) 0.77508(12) 0.0242(4) Uani 0.663(3) 1 d PD . . Cl1 Cl 0.3064(16) 0.7858(16) 0.7699(7) 0.0242(4) Uani 0.337(3) 1 d PD . . S1 S 0.41662(10) 0.73942(7) 0.92003(4) 0.01574(18) Uani 1 1 d . . . S2 S 0.68001(11) 0.87755(7) 0.75956(4) 0.01717(19) Uani 1 1 d . . . C1 C 0.7089(4) 0.8445(3) 0.88878(15) 0.0132(7) Uani 1 1 d . . . C2 C 0.7008(4) 0.8240(3) 0.95066(15) 0.0127(7) Uani 1 1 d . . . C3 C 0.8277(4) 0.8402(3) 0.98716(15) 0.0150(7) Uani 1 1 d . . . H3 H 0.8209 0.8255 1.0290 0.018 Uiso 1 1 calc R . . C4 C 0.9660(4) 0.8782(3) 0.96276(15) 0.0139(7) Uani 1 1 d . . . C5 C 0.9766(4) 0.9013(3) 0.90159(15) 0.0150(7) Uani 1 1 d . . . H5 H 1.0705 0.9285 0.8852 0.018 Uiso 1 1 calc R . . C6 C 0.8482(4) 0.8842(3) 0.86470(16) 0.0144(8) Uani 1 1 d . . . C7 C 0.5495(4) 0.7887(3) 0.97740(16) 0.0165(7) Uani 1 1 d . . . H7A H 0.5011 0.8499 0.9987 0.020 Uiso 1 1 calc R . . H7B H 0.5689 0.7311 1.0071 0.020 Uiso 1 1 calc R . . C8 C 0.4739(4) 0.6022(3) 0.91346(17) 0.0183(7) Uani 1 1 d . . . C9 C 0.4284(5) 0.5324(3) 0.95874(18) 0.0281(9) Uani 1 1 d . . . H9 H 0.3723 0.5585 0.9925 0.034 Uiso 1 1 calc R . . C10 C 0.4648(6) 0.4254(3) 0.9545(2) 0.0350(11) Uani 1 1 d . . . H10 H 0.4360 0.3777 0.9859 0.042 Uiso 1 1 calc R . . C11 C 0.5434(5) 0.3864(3) 0.9047(2) 0.0308(10) Uani 1 1 d . . . H11 H 0.5671 0.3120 0.9018 0.037 Uiso 1 1 calc R . . C12 C 0.5868(5) 0.4555(3) 0.85979(19) 0.0283(10) Uani 1 1 d . . . H12 H 0.6408 0.4287 0.8257 0.034 Uiso 1 1 calc R . . C13 C 0.5527(4) 0.5634(3) 0.86370(18) 0.0222(8) Uani 1 1 d . . . H13 H 0.5831 0.6109 0.8325 0.027 Uiso 1 1 calc R . . C14 C 0.8590(5) 0.9101(3) 0.79918(17) 0.0183(8) Uani 1 1 d . . . H14A H 0.9459 0.8691 0.7812 0.022 Uiso 1 1 calc R . . H14B H 0.8817 0.9876 0.7942 0.022 Uiso 1 1 calc R . . C15 C 0.7198(4) 0.7516(3) 0.72454(16) 0.0181(8) Uani 1 1 d . . . C16 C 0.6461(5) 0.7322(3) 0.67031(17) 0.0255(9) Uani 1 1 d . . . H16 H 0.5830 0.7859 0.6523 0.031 Uiso 1 1 calc R . . C17 C 0.6656(6) 0.6335(4) 0.6426(2) 0.0372(11) Uani 1 1 d . . . H17 H 0.6141 0.6189 0.6058 0.045 Uiso 1 1 calc R . . C18 C 0.7594(6) 0.5567(3) 0.6682(2) 0.0368(11) Uani 1 1 d . . . H18 H 0.7739 0.4898 0.6485 0.044 Uiso 1 1 calc R . . C19 C 0.8322(5) 0.5761(3) 0.7220(2) 0.0314(10) Uani 1 1 d . . . H19 H 0.8958 0.5221 0.7394 0.038 Uiso 1 1 calc R . . C20 C 0.8139(5) 0.6735(3) 0.75107(17) 0.0239(8) Uani 1 1 d . . . H20 H 0.8642 0.6870 0.7883 0.029 Uiso 1 1 calc R . . C21 C 1.1079(4) 0.8897(3) 0.99866(16) 0.0155(8) Uani 1 1 d . . . C22 C 1.2792(5) 0.7457(3) 1.09762(17) 0.0261(10) Uani 1 1 d . . . C23 C 1.4153(5) 0.7617(4) 1.13855(18) 0.0320(11) Uani 1 1 d . . . H23A H 1.5116 0.7347 1.1196 0.038 Uiso 1 1 calc R . . H23B H 1.3992 0.7231 1.1769 0.038 Uiso 1 1 calc R . . C24 C 1.4260(5) 0.8831(4) 1.1494(2) 0.0282(10) Uani 1 1 d . . . H24A H 1.4193 0.8991 1.1929 0.034 Uiso 1 1 calc R . . H24B H 1.5257 0.9115 1.1339 0.034 Uiso 1 1 calc R . . C25 C 1.2939(4) 0.9326(3) 1.11693(16) 0.0202(8) Uani 1 1 d . . . N1 N 1.2138(3) 0.8478(3) 1.09111(15) 0.0205(7) Uani 1 1 d . . . O1 O 1.2349(3) 0.9158(2) 0.98250(11) 0.0181(5) Uani 1 1 d . . . O2 O 1.0789(3) 0.8609(2) 1.05845(12) 0.0215(6) Uani 1 1 d . . . O3 O 1.2296(4) 0.6673(2) 1.07438(13) 0.0385(8) Uani 1 1 d . . . O4 O 1.2576(4) 1.0247(2) 1.11227(12) 0.0295(7) Uani 1 1 d . . . 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 0.01453(11) 0.01145(10) 0.01507(11) 0.00018(13) -0.00291(14) 0.00042(10) Br1 0.0179(7) 0.0306(4) 0.0243(6) 0.0032(4) -0.0072(5) -0.0034(6) Cl1 0.0179(7) 0.0306(4) 0.0243(6) 0.0032(4) -0.0072(5) -0.0034(6) S1 0.0130(4) 0.0158(4) 0.0185(4) -0.0015(3) -0.0004(3) -0.0006(3) S2 0.0212(5) 0.0148(4) 0.0154(4) 0.0022(3) -0.0028(4) -0.0009(4) C1 0.0154(18) 0.0073(16) 0.0170(18) -0.0027(13) -0.0013(14) 0.0025(13) C2 0.0115(17) 0.0094(16) 0.0171(17) -0.0023(13) 0.0001(13) 0.0013(14) C3 0.0185(19) 0.0139(18) 0.0125(16) -0.0013(13) 0.0004(14) 0.0019(14) C4 0.0172(18) 0.0091(16) 0.0155(17) -0.0015(12) -0.0016(14) 0.0022(14) C5 0.0145(17) 0.0110(16) 0.0196(18) -0.0009(13) 0.0017(14) -0.0013(14) C6 0.0151(19) 0.0090(17) 0.0191(18) -0.0007(14) -0.0021(15) 0.0014(15) C7 0.0136(18) 0.0207(18) 0.0153(18) -0.0027(13) 0.0004(14) -0.0039(14) C8 0.0188(18) 0.0139(17) 0.0222(19) 0.0022(14) -0.0020(16) -0.0019(15) C9 0.035(2) 0.026(2) 0.023(2) 0.0031(16) 0.0002(18) -0.0059(18) C10 0.046(3) 0.022(2) 0.037(3) 0.0109(18) -0.003(2) -0.008(2) C11 0.030(2) 0.0144(19) 0.048(3) 0.0022(17) -0.012(2) -0.0013(18) C12 0.028(2) 0.019(2) 0.038(2) -0.0032(16) -0.0016(17) 0.0027(17) C13 0.021(2) 0.0145(18) 0.031(2) 0.0028(15) 0.0050(16) -0.0018(16) C14 0.018(2) 0.021(2) 0.0162(18) -0.0006(15) -0.0027(15) -0.0054(16) C15 0.0175(19) 0.0207(19) 0.0161(18) -0.0039(14) 0.0027(14) -0.0024(15) C16 0.027(2) 0.026(2) 0.023(2) -0.0032(16) 0.0000(17) -0.0035(18) C17 0.041(3) 0.041(3) 0.029(2) -0.014(2) 0.004(2) -0.014(2) C18 0.048(3) 0.022(2) 0.040(3) -0.012(2) 0.013(2) -0.008(2) C19 0.039(3) 0.017(2) 0.038(3) 0.0003(18) 0.011(2) 0.0038(19) C20 0.028(2) 0.023(2) 0.0202(19) 0.0018(15) 0.0032(16) -0.0011(17) C21 0.022(2) 0.0091(17) 0.0154(18) -0.0019(14) -0.0007(15) 0.0041(15) C22 0.032(3) 0.030(2) 0.017(2) 0.0054(15) 0.0074(17) 0.0031(19) C23 0.023(2) 0.054(3) 0.020(2) 0.0061(19) -0.0020(17) 0.018(2) C24 0.017(2) 0.044(3) 0.024(2) 0.004(2) -0.0058(17) -0.0045(19) C25 0.019(2) 0.024(2) 0.0176(19) -0.0006(15) 0.0024(15) -0.0043(17) N1 0.0150(19) 0.0266(17) 0.0200(16) 0.0025(13) -0.0076(15) -0.0007(12) O1 0.0140(14) 0.0191(13) 0.0212(13) -0.0005(10) -0.0002(10) -0.0008(11) O2 0.0140(13) 0.0335(16) 0.0171(13) 0.0051(12) -0.0042(11) -0.0022(11) O3 0.059(2) 0.0255(17) 0.031(2) -0.0010(13) 0.0006(16) -0.0021(16) O4 0.0365(17) 0.0282(17) 0.0237(14) -0.0029(11) 0.0023(13) -0.0030(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C1 1.972(3) . ? Pd1 S1 2.2956(9) . ? Pd1 S2 2.2963(10) . ? Pd1 Cl1 2.450(13) . ? Pd1 Br1 2.501(3) . ? S1 C8 1.783(4) . ? S1 C7 1.822(4) . ? S2 C15 1.784(4) . ? S2 C14 1.822(4) . ? C1 C2 1.403(5) . ? C1 C6 1.404(5) . ? C2 C3 1.377(5) . ? C2 C7 1.499(5) . ? C3 C4 1.392(5) . ? C3 H3 0.9500 . ? C4 C5 1.395(5) . ? C4 C21 1.467(5) . ? C5 C6 1.393(5) . ? C5 H5 0.9500 . ? C6 C14 1.497(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C13 1.386(5) . ? C8 C9 1.388(5) . ? C9 C10 1.371(6) . ? C9 H9 0.9500 . ? C10 C11 1.386(6) . ? C10 H10 0.9500 . ? C11 C12 1.371(6) . ? C11 H11 0.9500 . ? C12 C13 1.377(5) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.385(5) . ? C15 C20 1.396(5) . ? C16 C17 1.385(6) . ? C16 H16 0.9500 . ? C17 C18 1.375(7) . ? C17 H17 0.9500 . ? C18 C19 1.374(7) . ? C18 H18 0.9500 . ? C19 C20 1.384(6) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 O1 1.197(4) . ? C21 O2 1.401(4) . ? C22 O3 1.184(5) . ? C22 N1 1.397(5) . ? C22 C23 1.498(6) . ? C23 C24 1.533(7) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.481(5) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 O4 1.193(5) . ? C25 N1 1.386(5) . ? N1 O2 1.380(4) . ? 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 C1 Pd1 S1 86.04(11) . . ? C1 Pd1 S2 85.83(11) . . ? S1 Pd1 S2 168.26(3) . . ? C1 Pd1 Cl1 177.8(4) . . ? S1 Pd1 Cl1 95.7(4) . . ? S2 Pd1 Cl1 92.2(4) . . ? C1 Pd1 Br1 177.74(12) . . ? S1 Pd1 Br1 92.41(8) . . ? S2 Pd1 Br1 95.94(7) . . ? Cl1 Pd1 Br1 4.4(4) . . ? C8 S1 C7 101.89(17) . . ? C8 S1 Pd1 103.42(13) . . ? C7 S1 Pd1 99.16(12) . . ? C15 S2 C14 104.14(19) . . ? C15 S2 Pd1 99.17(12) . . ? C14 S2 Pd1 101.18(13) . . ? C2 C1 C6 118.8(3) . . ? C2 C1 Pd1 120.2(3) . . ? C6 C1 Pd1 121.1(3) . . ? C3 C2 C1 120.9(3) . . ? C3 C2 C7 119.9(3) . . ? C1 C2 C7 119.1(3) . . ? C2 C3 C4 119.9(3) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C3 C4 C5 120.4(3) . . ? C3 C4 C21 122.2(3) . . ? C5 C4 C21 117.2(3) . . ? C6 C5 C4 119.5(3) . . ? C6 C5 H5 120.2 . . ? C4 C5 H5 120.2 . . ? C5 C6 C1 120.5(3) . . ? C5 C6 C14 119.5(4) . . ? C1 C6 C14 120.0(3) . . ? C2 C7 S1 111.5(2) . . ? C2 C7 H7A 109.3 . . ? S1 C7 H7A 109.3 . . ? C2 C7 H7B 109.3 . . ? S1 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? C13 C8 C9 120.0(3) . . ? C13 C8 S1 122.4(3) . . ? C9 C8 S1 117.5(3) . . ? C10 C9 C8 119.6(4) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C9 C10 C11 120.5(4) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 C10 119.8(4) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C11 C12 C13 120.5(4) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C12 C13 C8 119.7(4) . . ? C12 C13 H13 120.2 . . ? C8 C13 H13 120.2 . . ? C6 C14 S2 111.8(3) . . ? C6 C14 H14A 109.3 . . ? S2 C14 H14A 109.3 . . ? C6 C14 H14B 109.3 . . ? S2 C14 H14B 109.3 . . ? H14A C14 H14B 107.9 . . ? C16 C15 C20 120.9(4) . . ? C16 C15 S2 116.5(3) . . ? C20 C15 S2 122.6(3) . . ? C17 C16 C15 119.1(4) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C18 C17 C16 120.3(4) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C19 C18 C17 120.5(4) . . ? C19 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? C18 C19 C20 120.6(4) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C19 C20 C15 118.6(4) . . ? C19 C20 H20 120.7 . . ? C15 C20 H20 120.7 . . ? O1 C21 O2 121.2(3) . . ? O1 C21 C4 128.6(3) . . ? O2 C21 C4 110.1(3) . . ? O3 C22 N1 124.0(4) . . ? O3 C22 C23 131.1(4) . . ? N1 C22 C23 104.9(3) . . ? C22 C23 C24 105.9(3) . . ? C22 C23 H23A 110.6 . . ? C24 C23 H23A 110.6 . . ? C22 C23 H23B 110.6 . . ? C24 C23 H23B 110.6 . . ? H23A C23 H23B 108.7 . . ? C25 C24 C23 106.6(3) . . ? C25 C24 H24A 110.4 . . ? C23 C24 H24A 110.4 . . ? C25 C24 H24B 110.4 . . ? C23 C24 H24B 110.4 . . ? H24A C24 H24B 108.6 . . ? O4 C25 N1 124.4(4) . . ? O4 C25 C24 130.0(4) . . ? N1 C25 C24 105.6(3) . . ? O2 N1 C25 123.2(3) . . ? O2 N1 C22 120.1(3) . . ? C25 N1 C22 116.7(3) . . ? N1 O2 C21 112.4(3) . . ? 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 C1 Pd1 S1 C8 -89.94(16) . . . . ? S2 Pd1 S1 C8 -43.6(2) . . . . ? Cl1 Pd1 S1 C8 88.9(5) . . . . ? Br1 Pd1 S1 C8 91.71(15) . . . . ? C1 Pd1 S1 C7 14.72(16) . . . . ? S2 Pd1 S1 C7 61.0(2) . . . . ? Cl1 Pd1 S1 C7 -166.5(5) . . . . ? Br1 Pd1 S1 C7 -163.63(15) . . . . ? C1 Pd1 S2 C15 105.06(16) . . . . ? S1 Pd1 S2 C15 58.7(2) . . . . ? Cl1 Pd1 S2 C15 -74.0(5) . . . . ? Br1 Pd1 S2 C15 -76.35(15) . . . . ? C1 Pd1 S2 C14 -1.45(17) . . . . ? S1 Pd1 S2 C14 -47.8(2) . . . . ? Cl1 Pd1 S2 C14 179.5(5) . . . . ? Br1 Pd1 S2 C14 177.14(16) . . . . ? S1 Pd1 C1 C2 -8.6(3) . . . . ? S2 Pd1 C1 C2 179.8(3) . . . . ? S1 Pd1 C1 C6 171.8(3) . . . . ? S2 Pd1 C1 C6 0.3(3) . . . . ? C6 C1 C2 C3 -1.3(5) . . . . ? Pd1 C1 C2 C3 179.1(3) . . . . ? C6 C1 C2 C7 175.9(3) . . . . ? Pd1 C1 C2 C7 -3.6(4) . . . . ? C1 C2 C3 C4 0.5(5) . . . . ? C7 C2 C3 C4 -176.8(3) . . . . ? C2 C3 C4 C5 0.8(5) . . . . ? C2 C3 C4 C21 -175.5(3) . . . . ? C3 C4 C5 C6 -1.2(5) . . . . ? C21 C4 C5 C6 175.3(3) . . . . ? C4 C5 C6 C1 0.3(5) . . . . ? C4 C5 C6 C14 179.4(3) . . . . ? C2 C1 C6 C5 0.9(5) . . . . ? Pd1 C1 C6 C5 -179.5(3) . . . . ? C2 C1 C6 C14 -178.1(3) . . . . ? Pd1 C1 C6 C14 1.4(5) . . . . ? C3 C2 C7 S1 -165.1(3) . . . . ? C1 C2 C7 S1 17.6(4) . . . . ? C8 S1 C7 C2 85.7(3) . . . . ? Pd1 S1 C7 C2 -20.2(3) . . . . ? C7 S1 C8 C13 -108.3(3) . . . . ? Pd1 S1 C8 C13 -5.8(3) . . . . ? C7 S1 C8 C9 75.6(3) . . . . ? Pd1 S1 C8 C9 178.2(3) . . . . ? C13 C8 C9 C10 1.4(6) . . . . ? S1 C8 C9 C10 177.6(4) . . . . ? C8 C9 C10 C11 -1.5(7) . . . . ? C9 C10 C11 C12 0.9(7) . . . . ? C10 C11 C12 C13 -0.1(6) . . . . ? C11 C12 C13 C8 0.0(6) . . . . ? C9 C8 C13 C12 -0.7(6) . . . . ? S1 C8 C13 C12 -176.6(3) . . . . ? C5 C6 C14 S2 178.2(3) . . . . ? C1 C6 C14 S2 -2.7(5) . . . . ? C15 S2 C14 C6 -100.1(3) . . . . ? Pd1 S2 C14 C6 2.5(3) . . . . ? C14 S2 C15 C16 -148.4(3) . . . . ? Pd1 S2 C15 C16 107.5(3) . . . . ? C14 S2 C15 C20 34.6(4) . . . . ? Pd1 S2 C15 C20 -69.5(3) . . . . ? C20 C15 C16 C17 0.6(6) . . . . ? S2 C15 C16 C17 -176.5(3) . . . . ? C15 C16 C17 C18 -1.2(7) . . . . ? C16 C17 C18 C19 1.3(7) . . . . ? C17 C18 C19 C20 -0.7(7) . . . . ? C18 C19 C20 C15 0.0(6) . . . . ? C16 C15 C20 C19 0.0(6) . . . . ? S2 C15 C20 C19 176.9(3) . . . . ? C3 C4 C21 O1 175.8(4) . . . . ? C5 C4 C21 O1 -0.7(5) . . . . ? C3 C4 C21 O2 -2.0(5) . . . . ? C5 C4 C21 O2 -178.4(3) . . . . ? O3 C22 C23 C24 175.8(5) . . . . ? N1 C22 C23 C24 -4.7(4) . . . . ? C22 C23 C24 C25 2.3(4) . . . . ? C23 C24 C25 O4 -179.0(4) . . . . ? C23 C24 C25 N1 1.1(4) . . . . ? O4 C25 N1 O2 -2.1(6) . . . . ? C24 C25 N1 O2 177.8(3) . . . . ? O4 C25 N1 C22 175.5(4) . . . . ? C24 C25 N1 C22 -4.6(4) . . . . ? O3 C22 N1 O2 3.3(6) . . . . ? C23 C22 N1 O2 -176.3(3) . . . . ? O3 C22 N1 C25 -174.4(4) . . . . ? C23 C22 N1 C25 6.0(4) . . . . ? C25 N1 O2 C21 82.7(4) . . . . ? C22 N1 O2 C21 -94.9(4) . . . . ? O1 C21 O2 N1 -11.1(5) . . . . ? C4 C21 O2 N1 166.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.689 _refine_diff_density_min -0.501 _refine_diff_density_rms 0.083 #===END data_l0011a _database_code_depnum_ccdc_archive 'CCDC 824228' #TrackingRef '- deposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H26 Cl N O Pd S2' _chemical_formula_sum 'C25 H26 Cl N O Pd S2' _chemical_formula_weight 562.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' O O 0.0106 0.0060 '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 monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 15.8584(2) _cell_length_b 9.8059(2) _cell_length_c 16.2730(3) _cell_angle_alpha 90.00 _cell_angle_beta 113.3804(7) _cell_angle_gamma 90.00 _cell_volume 2322.76(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 97731 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.608 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 1.112 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.841 _exptl_absorpt_correction_T_max 1.12 _exptl_absorpt_process_details SortAV _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _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 28291 _diffrn_reflns_av_R_equivalents 0.0692 _diffrn_reflns_av_sigmaI/netI 0.0479 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 27.44 _reflns_number_total 5286 _reflns_number_gt 4197 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement HKL2000 _computing_data_reduction 'HKL2000, SortAV' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0456P)^2^+0.9139P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5286 _refine_ls_number_parameters 285 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.0932 _refine_ls_wR_factor_gt 0.0851 _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 0.328420(13) 0.04016(2) 0.141660(13) 0.02583(9) Uani 1 1 d . . . Cl1 Cl 0.22156(5) -0.06695(8) 0.19315(5) 0.03390(17) Uani 1 1 d . . . S1 S 0.30454(4) -0.08804(8) 0.01604(5) 0.02911(16) Uani 1 1 d . . . S2 S 0.37875(4) 0.18371(8) 0.26326(4) 0.02826(16) Uani 1 1 d . . . O1 O 0.56511(14) 0.4063(2) -0.06197(13) 0.0358(5) Uani 1 1 d . . . N1 N 0.66064(16) 0.4563(2) 0.07980(16) 0.0305(6) Uani 1 1 d . . . H1N H 0.679(2) 0.436(3) 0.138(2) 0.047(10) Uiso 1 1 d . . . C1 C 0.41940(16) 0.1359(3) 0.10652(17) 0.0254(6) Uani 1 1 d . . . C2 C 0.41766(17) 0.1225(3) 0.02010(17) 0.0259(6) Uani 1 1 d . . . C3 C 0.47719(17) 0.2000(3) -0.00492(18) 0.0277(6) Uani 1 1 d . . . H3 H 0.4765 0.1891 -0.0632 0.033 Uiso 1 1 calc R . . C4 C 0.53769(17) 0.2931(3) 0.05389(17) 0.0259(6) Uani 1 1 d . . . C5 C 0.54114(17) 0.3027(3) 0.14075(17) 0.0268(6) Uani 1 1 d . . . H5 H 0.5837 0.3633 0.1823 0.032 Uiso 1 1 calc R . . C6 C 0.48350(17) 0.2252(3) 0.16708(17) 0.0259(6) Uani 1 1 d . . . C7 C 0.34517(19) 0.0338(3) -0.04641(19) 0.0295(6) Uani 1 1 d . . . H7A H 0.3711 -0.0159 -0.0840 0.035 Uiso 1 1 calc R . . H7B H 0.2934 0.0906 -0.0860 0.035 Uiso 1 1 calc R . . C8 C 0.18635(18) -0.1036(3) -0.05731(19) 0.0328(6) Uani 1 1 d . . . C9 C 0.1648(2) -0.1920(3) -0.1289(2) 0.0440(8) Uani 1 1 d . . . H9 H 0.2118 -0.2433 -0.1370 0.053 Uiso 1 1 calc R . . C10 C 0.0738(2) -0.2054(4) -0.1893(2) 0.0530(9) Uani 1 1 d . . . H10 H 0.0583 -0.2668 -0.2383 0.064 Uiso 1 1 calc R . . C11 C 0.0063(2) -0.1294(4) -0.1780(2) 0.0528(10) Uani 1 1 d . . . H11 H -0.0556 -0.1377 -0.2197 0.063 Uiso 1 1 calc R . . C12 C 0.0278(2) -0.0412(4) -0.1062(2) 0.0488(9) Uani 1 1 d . . . H12 H -0.0193 0.0108 -0.0988 0.059 Uiso 1 1 calc R . . C13 C 0.1181(2) -0.0283(3) -0.0451(2) 0.0392(7) Uani 1 1 d . . . H13 H 0.1330 0.0314 0.0047 0.047 Uiso 1 1 calc R . . C14 C 0.48748(17) 0.2364(3) 0.26067(17) 0.0284(6) Uani 1 1 d . . . H14A H 0.5009 0.3318 0.2817 0.034 Uiso 1 1 calc R . . H14B H 0.5375 0.1779 0.3014 0.034 Uiso 1 1 calc R . . C15 C 0.30736(18) 0.3308(3) 0.22433(18) 0.0298(6) Uani 1 1 d . . . C16 C 0.2213(2) 0.3225(3) 0.2275(2) 0.0387(7) Uani 1 1 d . . . H16 H 0.2018 0.2400 0.2452 0.046 Uiso 1 1 calc R . . C17 C 0.1639(2) 0.4359(4) 0.2046(3) 0.0483(9) Uani 1 1 d . . . H17 H 0.1049 0.4307 0.2066 0.058 Uiso 1 1 calc R . . C18 C 0.1922(2) 0.5560(3) 0.1790(2) 0.0452(8) Uani 1 1 d . . . H18 H 0.1536 0.6341 0.1650 0.054 Uiso 1 1 calc R . . C19 C 0.2769(2) 0.5616(3) 0.1739(2) 0.0453(8) Uani 1 1 d . . . H19 H 0.2957 0.6434 0.1548 0.054 Uiso 1 1 calc R . . C20 C 0.3349(2) 0.4496(3) 0.1961(2) 0.0369(7) Uani 1 1 d . . . H20 H 0.3929 0.4542 0.1920 0.044 Uiso 1 1 calc R . . C21 C 0.58963(18) 0.3888(3) 0.01886(17) 0.0266(6) Uani 1 1 d . . . C22 C 0.70513(19) 0.5704(3) 0.0553(2) 0.0341(7) Uani 1 1 d . . . H22A H 0.7053 0.6501 0.0927 0.041 Uiso 1 1 calc R . . H22B H 0.6682 0.5950 -0.0079 0.041 Uiso 1 1 calc R . . C23 C 0.8028(2) 0.5425(3) 0.0660(2) 0.0368(7) Uani 1 1 d . . . H23A H 0.8031 0.4671 0.0257 0.044 Uiso 1 1 calc R . . H23B H 0.8398 0.5138 0.1283 0.044 Uiso 1 1 calc R . . C24 C 0.8456(2) 0.6683(4) 0.0442(2) 0.0440(8) Uani 1 1 d . . . H24A H 0.8477 0.7420 0.0865 0.053 Uiso 1 1 calc R . . H24B H 0.8063 0.6997 -0.0169 0.053 Uiso 1 1 calc R . . C25 C 0.9423(2) 0.6431(5) 0.0493(3) 0.0601(10) Uani 1 1 d . . . H25A H 0.9814 0.6104 0.1093 0.090 Uiso 1 1 calc R . . H25B H 0.9675 0.7284 0.0372 0.090 Uiso 1 1 calc R . . H25C H 0.9402 0.5744 0.0048 0.090 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 0.01921(11) 0.03077(15) 0.02356(13) 0.00182(9) 0.00430(8) -0.00066(8) Cl1 0.0251(3) 0.0421(4) 0.0316(4) 0.0034(3) 0.0081(3) -0.0051(3) S1 0.0209(3) 0.0321(4) 0.0283(3) -0.0015(3) 0.0033(3) -0.0012(3) S2 0.0241(3) 0.0359(4) 0.0226(3) 0.0019(3) 0.0069(3) -0.0020(3) O1 0.0353(11) 0.0432(13) 0.0255(10) -0.0007(9) 0.0084(9) -0.0057(10) N1 0.0266(12) 0.0392(15) 0.0246(12) -0.0024(11) 0.0090(10) -0.0056(10) C1 0.0192(12) 0.0301(15) 0.0239(13) 0.0015(11) 0.0053(10) 0.0028(11) C2 0.0185(12) 0.0280(15) 0.0251(13) 0.0006(11) 0.0023(10) 0.0027(11) C3 0.0216(12) 0.0365(16) 0.0222(13) -0.0005(12) 0.0058(10) 0.0043(11) C4 0.0176(12) 0.0308(15) 0.0259(13) 0.0023(11) 0.0053(10) 0.0015(11) C5 0.0191(12) 0.0328(16) 0.0237(13) -0.0041(11) 0.0036(10) -0.0013(11) C6 0.0197(12) 0.0323(15) 0.0215(12) 0.0021(11) 0.0038(10) 0.0022(11) C7 0.0242(13) 0.0341(17) 0.0257(14) -0.0006(12) 0.0052(11) -0.0039(12) C8 0.0208(13) 0.0383(17) 0.0327(15) 0.0036(13) 0.0038(11) -0.0036(12) C9 0.0360(17) 0.040(2) 0.0466(19) -0.0051(15) 0.0058(15) -0.0037(14) C10 0.0426(19) 0.052(2) 0.046(2) -0.0059(17) -0.0017(16) -0.0149(17) C11 0.0258(16) 0.071(3) 0.047(2) 0.0085(19) -0.0011(14) -0.0168(17) C12 0.0241(15) 0.069(3) 0.048(2) 0.0118(18) 0.0087(14) 0.0023(15) C13 0.0270(15) 0.052(2) 0.0339(16) 0.0010(15) 0.0067(13) -0.0014(14) C14 0.0214(13) 0.0373(16) 0.0227(13) 0.0018(12) 0.0049(10) -0.0027(11) C15 0.0243(13) 0.0350(16) 0.0263(14) -0.0024(12) 0.0061(11) -0.0024(12) C16 0.0275(14) 0.0418(18) 0.0445(18) 0.0014(15) 0.0119(13) -0.0053(13) C17 0.0249(15) 0.054(2) 0.066(2) 0.0002(18) 0.0183(16) 0.0006(14) C18 0.0335(17) 0.0360(19) 0.063(2) -0.0004(16) 0.0158(16) 0.0043(14) C19 0.0399(18) 0.0370(18) 0.057(2) 0.0031(16) 0.0170(16) -0.0028(15) C20 0.0282(15) 0.0365(18) 0.0458(19) 0.0006(14) 0.0145(14) -0.0017(12) C21 0.0224(12) 0.0322(16) 0.0252(13) -0.0022(12) 0.0096(11) 0.0015(11) C22 0.0270(14) 0.0405(17) 0.0332(16) 0.0025(13) 0.0104(12) -0.0023(13) C23 0.0271(14) 0.0439(19) 0.0364(16) 0.0021(14) 0.0094(13) -0.0007(13) C24 0.0336(16) 0.048(2) 0.050(2) 0.0054(16) 0.0161(15) -0.0043(15) C25 0.0371(19) 0.073(3) 0.073(3) -0.003(2) 0.0249(18) -0.0078(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 Pd1 C1 1.986(3) . ? Pd1 S2 2.2980(7) . ? Pd1 S1 2.2996(7) . ? Pd1 Cl1 2.4091(7) . ? S1 C8 1.785(3) . ? S1 C7 1.843(3) . ? S2 C15 1.788(3) . ? S2 C14 1.816(3) . ? O1 C21 1.227(3) . ? N1 C21 1.343(3) . ? N1 C22 1.460(4) . ? N1 H1N 0.90(4) . ? C1 C2 1.402(4) . ? C1 C6 1.405(4) . ? C2 C3 1.393(4) . ? C2 C7 1.504(4) . ? C3 C4 1.394(4) . ? C3 H3 0.9500 . ? C4 C5 1.396(4) . ? C4 C21 1.502(4) . ? C5 C6 1.381(4) . ? C5 H5 0.9500 . ? C6 C14 1.503(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.382(4) . ? C8 C13 1.388(4) . ? C9 C10 1.393(4) . ? C9 H9 0.9500 . ? C10 C11 1.375(5) . ? C10 H10 0.9500 . ? C11 C12 1.383(5) . ? C11 H11 0.9500 . ? C12 C13 1.387(4) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C20 1.385(4) . ? C15 C16 1.389(4) . ? C16 C17 1.391(4) . ? C16 H16 0.9500 . ? C17 C18 1.383(5) . ? C17 H17 0.9500 . ? C18 C19 1.380(5) . ? C18 H18 0.9500 . ? C19 C20 1.385(4) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C22 C23 1.513(4) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.516(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.522(4) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Pd1 S2 85.09(8) . . ? C1 Pd1 S1 83.39(8) . . ? S2 Pd1 S1 168.17(3) . . ? C1 Pd1 Cl1 176.20(8) . . ? S2 Pd1 Cl1 91.11(3) . . ? S1 Pd1 Cl1 100.39(3) . . ? C8 S1 C7 100.99(13) . . ? C8 S1 Pd1 113.58(11) . . ? C7 S1 Pd1 99.53(9) . . ? C15 S2 C14 103.64(13) . . ? C15 S2 Pd1 103.56(9) . . ? C14 S2 Pd1 99.36(9) . . ? C21 N1 C22 122.0(2) . . ? C21 N1 H1N 120(2) . . ? C22 N1 H1N 118(2) . . ? C2 C1 C6 118.9(2) . . ? C2 C1 Pd1 121.13(19) . . ? C6 C1 Pd1 119.90(19) . . ? C3 C2 C1 119.7(2) . . ? C3 C2 C7 121.2(2) . . ? C1 C2 C7 118.8(2) . . ? C2 C3 C4 121.3(2) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C3 C4 C5 118.6(2) . . ? C3 C4 C21 118.7(2) . . ? C5 C4 C21 122.4(2) . . ? C6 C5 C4 120.8(2) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C1 120.6(2) . . ? C5 C6 C14 120.5(2) . . ? C1 C6 C14 118.9(2) . . ? C2 C7 S1 108.22(19) . . ? C2 C7 H7A 110.1 . . ? S1 C7 H7A 110.1 . . ? C2 C7 H7B 110.1 . . ? S1 C7 H7B 110.1 . . ? H7A C7 H7B 108.4 . . ? C9 C8 C13 120.6(3) . . ? C9 C8 S1 117.4(2) . . ? C13 C8 S1 122.0(2) . . ? C8 C9 C10 119.6(3) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C11 C10 C9 119.9(3) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? C10 C11 C12 120.5(3) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C11 C12 C13 120.1(3) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C12 C13 C8 119.4(3) . . ? C12 C13 H13 120.3 . . ? C8 C13 H13 120.3 . . ? C6 C14 S2 110.14(18) . . ? C6 C14 H14A 109.6 . . ? S2 C14 H14A 109.6 . . ? C6 C14 H14B 109.6 . . ? S2 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? C20 C15 C16 120.4(3) . . ? C20 C15 S2 123.9(2) . . ? C16 C15 S2 115.6(2) . . ? C15 C16 C17 119.4(3) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C18 C17 C16 120.4(3) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C19 C18 C17 119.5(3) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C19 C20 120.9(3) . . ? C18 C19 H19 119.5 . . ? C20 C19 H19 119.5 . . ? C15 C20 C19 119.3(3) . . ? C15 C20 H20 120.3 . . ? C19 C20 H20 120.3 . . ? O1 C21 N1 122.6(3) . . ? O1 C21 C4 120.4(2) . . ? N1 C21 C4 116.9(2) . . ? N1 C22 C23 114.4(2) . . ? N1 C22 H22A 108.6 . . ? C23 C22 H22A 108.6 . . ? N1 C22 H22B 108.6 . . ? C23 C22 H22B 108.6 . . ? H22A C22 H22B 107.6 . . ? C22 C23 C24 111.1(3) . . ? C22 C23 H23A 109.4 . . ? C24 C23 H23A 109.4 . . ? C22 C23 H23B 109.4 . . ? C24 C23 H23B 109.4 . . ? H23A C23 H23B 108.0 . . ? C23 C24 C25 112.9(3) . . ? C23 C24 H24A 109.0 . . ? C25 C24 H24A 109.0 . . ? C23 C24 H24B 109.0 . . ? C25 C24 H24B 109.0 . . ? H24A C24 H24B 107.8 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Pd1 S1 C8 -129.89(13) . . . . ? S2 Pd1 S1 C8 -143.18(15) . . . . ? Cl1 Pd1 S1 C8 50.48(11) . . . . ? C1 Pd1 S1 C7 -23.38(12) . . . . ? S2 Pd1 S1 C7 -36.66(16) . . . . ? Cl1 Pd1 S1 C7 156.99(9) . . . . ? C1 Pd1 S2 C15 88.03(12) . . . . ? S1 Pd1 S2 C15 101.27(15) . . . . ? Cl1 Pd1 S2 C15 -92.16(10) . . . . ? C1 Pd1 S2 C14 -18.57(12) . . . . ? S1 Pd1 S2 C14 -5.33(17) . . . . ? Cl1 Pd1 S2 C14 161.24(10) . . . . ? S2 Pd1 C1 C2 -166.0(2) . . . . ? S1 Pd1 C1 C2 16.7(2) . . . . ? S2 Pd1 C1 C6 10.2(2) . . . . ? S1 Pd1 C1 C6 -167.1(2) . . . . ? C6 C1 C2 C3 -1.8(4) . . . . ? Pd1 C1 C2 C3 174.47(19) . . . . ? C6 C1 C2 C7 -176.2(2) . . . . ? Pd1 C1 C2 C7 0.1(3) . . . . ? C1 C2 C3 C4 -1.2(4) . . . . ? C7 C2 C3 C4 173.0(2) . . . . ? C2 C3 C4 C5 3.3(4) . . . . ? C2 C3 C4 C21 -170.7(2) . . . . ? C3 C4 C5 C6 -2.3(4) . . . . ? C21 C4 C5 C6 171.4(2) . . . . ? C4 C5 C6 C1 -0.7(4) . . . . ? C4 C5 C6 C14 -179.8(3) . . . . ? C2 C1 C6 C5 2.7(4) . . . . ? Pd1 C1 C6 C5 -173.6(2) . . . . ? C2 C1 C6 C14 -178.1(2) . . . . ? Pd1 C1 C6 C14 5.6(3) . . . . ? C3 C2 C7 S1 163.5(2) . . . . ? C1 C2 C7 S1 -22.2(3) . . . . ? C8 S1 C7 C2 145.8(2) . . . . ? Pd1 S1 C7 C2 29.31(19) . . . . ? C7 S1 C8 C9 81.9(3) . . . . ? Pd1 S1 C8 C9 -172.5(2) . . . . ? C7 S1 C8 C13 -96.6(3) . . . . ? Pd1 S1 C8 C13 8.9(3) . . . . ? C13 C8 C9 C10 0.0(5) . . . . ? S1 C8 C9 C10 -178.5(3) . . . . ? C8 C9 C10 C11 0.9(5) . . . . ? C9 C10 C11 C12 -1.0(6) . . . . ? C10 C11 C12 C13 0.2(5) . . . . ? C11 C12 C13 C8 0.7(5) . . . . ? C9 C8 C13 C12 -0.8(5) . . . . ? S1 C8 C13 C12 177.7(3) . . . . ? C5 C6 C14 S2 156.2(2) . . . . ? C1 C6 C14 S2 -23.0(3) . . . . ? C15 S2 C14 C6 -80.7(2) . . . . ? Pd1 S2 C14 C6 25.8(2) . . . . ? C14 S2 C15 C20 2.9(3) . . . . ? Pd1 S2 C15 C20 -100.4(2) . . . . ? C14 S2 C15 C16 -174.3(2) . . . . ? Pd1 S2 C15 C16 82.4(2) . . . . ? C20 C15 C16 C17 -1.9(5) . . . . ? S2 C15 C16 C17 175.4(3) . . . . ? C15 C16 C17 C18 -0.1(5) . . . . ? C16 C17 C18 C19 1.8(6) . . . . ? C17 C18 C19 C20 -1.5(6) . . . . ? C16 C15 C20 C19 2.1(5) . . . . ? S2 C15 C20 C19 -174.9(3) . . . . ? C18 C19 C20 C15 -0.4(5) . . . . ? C22 N1 C21 O1 9.6(4) . . . . ? C22 N1 C21 C4 -168.0(2) . . . . ? C3 C4 C21 O1 16.1(4) . . . . ? C5 C4 C21 O1 -157.7(3) . . . . ? C3 C4 C21 N1 -166.3(2) . . . . ? C5 C4 C21 N1 19.9(4) . . . . ? C21 N1 C22 C23 -112.6(3) . . . . ? N1 C22 C23 C24 -176.8(3) . . . . ? C22 C23 C24 C25 -177.1(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1N Cl1 0.90(4) 2.57(4) 3.423(3) 160(3) 2_655 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.018 _refine_diff_density_min -1.046 _refine_diff_density_rms 0.096 #===END