# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email chmhhv@nus.edu.sg _publ_contact_author_name 'Yuan, Dan' loop_ _publ_author_name 'Dan Yuan' 'Haoyun Tang' 'Linfei Xiao' 'Han Vinh Huynh' data_8240 _database_code_depnum_ccdc_archive 'CCDC 814703' #TrackingRef '- crystal structures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H40 Br2 Cl2 N4 O2 Pd S' _chemical_formula_weight 845.83 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' S S 0.1246 0.1234 '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' Pd Pd -0.9988 1.0072 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7345(4) _cell_length_b 10.2407(5) _cell_length_c 23.0053(11) _cell_angle_alpha 93.0180(10) _cell_angle_beta 90.4380(10) _cell_angle_gamma 109.6940(10) _cell_volume 1712.58(15) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5269 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 24.96 _exptl_crystal_description BLOCK _exptl_crystal_colour BROWN _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.640 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 848 _exptl_absorpt_coefficient_mu 3.124 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3993 _exptl_absorpt_correction_T_max 0.7882 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22437 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_sigmaI/netI 0.0474 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7847 _reflns_number_gt 6091 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0606P)^2^+0.5994P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7847 _refine_ls_number_parameters 388 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.1141 _refine_ls_wR_factor_gt 0.1063 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.048 _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 0.18109(4) 0.25352(3) 0.308027(11) 0.02366(9) Uani 1 1 d . . . Br1 Br 0.26701(5) 0.23034(4) 0.207935(16) 0.03319(11) Uani 1 1 d . . . Br2 Br 0.68615(7) 0.25545(5) 0.48213(3) 0.06325(16) Uani 1 1 d . . . S1 S 0.12873(14) 0.28751(11) 0.40501(4) 0.0348(2) Uani 1 1 d . . . N1 N -0.0515(4) -0.0560(3) 0.28025(13) 0.0291(7) Uani 1 1 d . . . N2 N 0.1163(4) -0.0231(3) 0.35749(14) 0.0342(7) Uani 1 1 d . . . N3 N 0.2514(4) 0.5559(3) 0.27318(14) 0.0301(7) Uani 1 1 d . . . N4 N 0.4131(4) 0.5409(3) 0.34693(14) 0.0339(7) Uani 1 1 d . . . C1 C 0.0738(5) 0.0446(4) 0.31375(16) 0.0291(8) Uani 1 1 d . . . C2 C -0.0848(6) -0.1841(4) 0.30333(18) 0.0370(9) Uani 1 1 d . . . H2 H -0.1663 -0.2697 0.2878 0.044 Uiso 1 1 calc R . . C3 C 0.0196(6) -0.1638(4) 0.35144(18) 0.0403(10) Uani 1 1 d . . . H3 H 0.0262 -0.2319 0.3764 0.048 Uiso 1 1 calc R . . C4 C -0.1547(5) -0.0387(3) 0.23019(16) 0.0266(7) Uani 1 1 d . . . C5 C -0.2949(5) 0.0173(4) 0.24004(17) 0.0321(8) Uani 1 1 d . . . C6 C -0.3994(5) 0.0253(4) 0.19161(19) 0.0394(10) Uani 1 1 d . . . H6 H -0.4927 0.0643 0.1964 0.047 Uiso 1 1 calc R . . C7 C -0.3690(6) -0.0227(5) 0.13657(19) 0.0439(11) Uani 1 1 d . . . C8 C -0.2303(6) -0.0779(4) 0.12915(18) 0.0383(9) Uani 1 1 d . . . H8 H -0.2095 -0.1101 0.0917 0.046 Uiso 1 1 calc R . . C9 C -0.1206(5) -0.0870(4) 0.17598(16) 0.0297(8) Uani 1 1 d . . . C10 C -0.3394(6) 0.0614(4) 0.29985(19) 0.0408(10) Uani 1 1 d . . . H10A H -0.4416 0.0955 0.2970 0.061 Uiso 1 1 calc R . . H10B H -0.2330 0.1345 0.3169 0.061 Uiso 1 1 calc R . . H10C H -0.3721 -0.0175 0.3242 0.061 Uiso 1 1 calc R . . C11 C -0.4908(7) -0.0172(7) 0.0854(2) 0.0743(18) Uani 1 1 d . . . H11A H -0.4297 -0.0245 0.0493 0.111 Uiso 1 1 calc R . . H11B H -0.5144 0.0700 0.0881 0.111 Uiso 1 1 calc R . . H11C H -0.6062 -0.0938 0.0861 0.111 Uiso 1 1 calc R . . C12 C 0.0309(6) -0.1476(4) 0.16689(19) 0.0399(9) Uani 1 1 d . . . H12A H 0.1437 -0.0857 0.1856 0.060 Uiso 1 1 calc R . . H12B H 0.0495 -0.1586 0.1255 0.060 Uiso 1 1 calc R . . H12C H -0.0032 -0.2375 0.1837 0.060 Uiso 1 1 calc R . . C13 C 0.2258(6) 0.0473(4) 0.40912(17) 0.0405(10) Uani 1 1 d . . . H13A H 0.3469 0.1077 0.3976 0.049 Uiso 1 1 calc R . . H13B H 0.2432 -0.0213 0.4345 0.049 Uiso 1 1 calc R . . C14 C 0.1272(6) 0.1332(5) 0.44137(17) 0.0424(10) Uani 1 1 d . . . H14A H 0.1847 0.1619 0.4802 0.051 Uiso 1 1 calc R . . H14B H -0.0006 0.0746 0.4465 0.051 Uiso 1 1 calc R . . C15 C 0.2877(5) 0.4630(4) 0.30664(15) 0.0279(7) Uani 1 1 d . . . C16 C 0.3523(6) 0.6909(4) 0.29365(19) 0.0406(10) Uani 1 1 d . . . H16 H 0.3504 0.7733 0.2779 0.049 Uiso 1 1 calc R . . C17 C 0.4526(6) 0.6813(4) 0.33989(18) 0.0401(10) Uani 1 1 d . . . H17 H 0.5338 0.7553 0.3630 0.048 Uiso 1 1 calc R . . C18 C 0.1317(5) 0.5251(4) 0.22232(16) 0.0292(8) Uani 1 1 d . . . C19 C -0.0579(5) 0.4736(4) 0.22952(19) 0.0359(9) Uani 1 1 d . . . C20 C -0.1689(6) 0.4492(4) 0.1788(2) 0.0424(10) Uani 1 1 d . . . H20 H -0.2972 0.4126 0.1819 0.051 Uiso 1 1 calc R . . C21 C -0.0963(7) 0.4770(5) 0.1246(2) 0.0472(11) Uani 1 1 d . . . C22 C 0.0929(6) 0.5283(4) 0.11971(19) 0.0406(10) Uani 1 1 d . . . H22 H 0.1434 0.5473 0.0828 0.049 Uiso 1 1 calc R . . C23 C 0.2095(5) 0.5522(4) 0.16842(17) 0.0323(8) Uani 1 1 d . . . C24 C -0.1420(6) 0.4459(5) 0.2881(2) 0.0457(11) Uani 1 1 d . . . H24A H -0.1081 0.3728 0.3050 0.069 Uiso 1 1 calc R . . H24B H -0.2746 0.4171 0.2839 0.069 Uiso 1 1 calc R . . H24C H -0.0975 0.5299 0.3134 0.069 Uiso 1 1 calc R . . C25 C -0.2207(8) 0.4559(7) 0.0707(3) 0.0744(17) Uani 1 1 d . . . H25A H -0.3291 0.4786 0.0809 0.112 Uiso 1 1 calc R . . H25B H -0.2571 0.3597 0.0559 0.112 Uiso 1 1 calc R . . H25C H -0.1549 0.5159 0.0410 0.112 Uiso 1 1 calc R . . C26 C 0.4144(6) 0.6023(5) 0.1607(2) 0.0454(10) Uani 1 1 d . . . H26A H 0.4668 0.6984 0.1753 0.068 Uiso 1 1 calc R . . H26B H 0.4402 0.5951 0.1197 0.068 Uiso 1 1 calc R . . H26C H 0.4682 0.5457 0.1821 0.068 Uiso 1 1 calc R . . C27 C 0.4837(6) 0.4786(4) 0.39302(17) 0.0386(9) Uani 1 1 d . . . H27A H 0.5888 0.5495 0.4130 0.046 Uiso 1 1 calc R . . H27B H 0.5263 0.4056 0.3759 0.046 Uiso 1 1 calc R . . C28 C 0.3383(6) 0.4174(5) 0.43645(17) 0.0433(10) Uani 1 1 d . . . H28A H 0.3059 0.4927 0.4562 0.052 Uiso 1 1 calc R . . H28B H 0.3900 0.3743 0.4660 0.052 Uiso 1 1 calc R . . C1S C 0.0896(7) 0.1915(5) 0.0605(2) 0.0567(13) Uani 1 1 d . . . H1S1 H 0.0602 0.2444 0.0934 0.068 Uiso 1 1 calc R . . H1S2 H 0.0880 0.1020 0.0741 0.068 Uiso 1 1 calc R . . Cl1 Cl -0.07742(19) 0.16270(17) 0.00495(6) 0.0701(4) Uani 1 1 d . . . Cl2 Cl 0.3069(2) 0.28187(18) 0.03680(8) 0.0842(5) Uani 1 1 d . . . O1W O 0.3435(5) 0.0712(4) 0.56048(14) 0.0543(8) Uani 1 1 d D . . O2W O 0.9277(6) 0.5855(4) 0.44070(19) 0.0737(12) Uani 1 1 d D . . H1W H 0.340(9) -0.007(3) 0.549(3) 0.080 Uiso 1 1 d D . . H2W H 0.440(5) 0.105(6) 0.544(2) 0.080 Uiso 1 1 d D . . H4W H 0.898(8) 0.520(4) 0.462(2) 0.080 Uiso 1 1 d D . . H3W H 1.041(4) 0.628(6) 0.450(3) 0.080 Uiso 1 1 d 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 0.02549(14) 0.02220(14) 0.02335(15) 0.00276(10) -0.00085(10) 0.00796(11) Br1 0.0427(2) 0.0291(2) 0.0284(2) 0.00241(15) 0.00472(16) 0.01264(17) Br2 0.0489(3) 0.0459(3) 0.0879(4) 0.0003(3) 0.0029(3) 0.0073(2) S1 0.0358(5) 0.0451(6) 0.0270(5) 0.0039(4) 0.0038(4) 0.0179(4) N1 0.0343(17) 0.0224(15) 0.0322(17) 0.0055(12) -0.0007(13) 0.0111(13) N2 0.0376(18) 0.0324(17) 0.0357(18) 0.0093(14) -0.0030(14) 0.0150(14) N3 0.0295(16) 0.0206(15) 0.0382(18) 0.0028(13) -0.0001(13) 0.0057(12) N4 0.0339(17) 0.0322(17) 0.0330(17) -0.0021(14) -0.0037(14) 0.0085(14) C1 0.0282(18) 0.0295(19) 0.032(2) 0.0091(15) 0.0016(15) 0.0118(15) C2 0.041(2) 0.0209(18) 0.048(2) 0.0092(17) 0.0041(18) 0.0087(16) C3 0.050(2) 0.031(2) 0.042(2) 0.0152(18) 0.0034(19) 0.0151(19) C4 0.0255(17) 0.0196(16) 0.0326(19) 0.0051(14) -0.0003(14) 0.0044(14) C5 0.0301(19) 0.0264(19) 0.040(2) 0.0084(16) 0.0020(16) 0.0086(15) C6 0.028(2) 0.040(2) 0.052(3) 0.0163(19) 0.0002(18) 0.0133(17) C7 0.029(2) 0.056(3) 0.041(2) 0.019(2) -0.0025(17) 0.0052(19) C8 0.037(2) 0.040(2) 0.032(2) 0.0050(17) 0.0026(17) 0.0051(18) C9 0.0264(18) 0.0222(17) 0.036(2) 0.0032(15) 0.0019(15) 0.0027(14) C10 0.039(2) 0.039(2) 0.047(2) -0.0028(19) 0.0062(19) 0.0178(19) C11 0.048(3) 0.125(5) 0.054(3) 0.026(3) -0.008(2) 0.030(3) C12 0.040(2) 0.035(2) 0.047(2) -0.0008(18) 0.0064(18) 0.0157(18) C13 0.047(2) 0.040(2) 0.035(2) 0.0105(18) -0.0122(18) 0.0152(19) C14 0.049(3) 0.048(3) 0.025(2) 0.0117(18) -0.0031(17) 0.009(2) C15 0.0293(18) 0.0253(18) 0.0281(19) -0.0007(14) 0.0011(15) 0.0082(15) C16 0.043(2) 0.0233(19) 0.050(3) -0.0013(18) 0.0029(19) 0.0050(17) C17 0.041(2) 0.029(2) 0.040(2) -0.0083(17) -0.0019(18) 0.0007(17) C18 0.0292(18) 0.0186(16) 0.039(2) 0.0011(15) -0.0035(15) 0.0080(14) C19 0.0299(19) 0.0233(19) 0.055(3) 0.0082(17) 0.0079(18) 0.0091(15) C20 0.031(2) 0.030(2) 0.067(3) -0.002(2) -0.010(2) 0.0126(17) C21 0.052(3) 0.044(3) 0.053(3) -0.004(2) -0.011(2) 0.027(2) C22 0.052(3) 0.036(2) 0.040(2) 0.0042(18) 0.0014(19) 0.024(2) C23 0.034(2) 0.0232(18) 0.041(2) 0.0056(16) 0.0004(17) 0.0117(16) C24 0.038(2) 0.039(2) 0.062(3) 0.015(2) 0.014(2) 0.0140(19) C25 0.067(4) 0.096(5) 0.069(4) -0.009(3) -0.028(3) 0.040(3) C26 0.038(2) 0.043(2) 0.051(3) 0.011(2) 0.009(2) 0.0074(19) C27 0.038(2) 0.044(2) 0.033(2) -0.0047(18) -0.0103(17) 0.0136(18) C28 0.054(3) 0.043(2) 0.028(2) -0.0065(18) -0.0037(18) 0.011(2) C1S 0.063(3) 0.054(3) 0.045(3) 0.000(2) -0.011(2) 0.011(2) Cl1 0.0598(8) 0.0943(11) 0.0540(8) -0.0003(7) -0.0092(6) 0.0238(8) Cl2 0.0553(8) 0.0925(12) 0.0944(12) 0.0098(9) -0.0053(8) 0.0108(8) O1W 0.060(2) 0.060(2) 0.0355(18) -0.0059(16) 0.0041(15) 0.0116(19) O2W 0.067(2) 0.065(3) 0.076(3) 0.037(2) -0.021(2) 0.002(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 C15 2.025(4) . ? Pd1 C1 2.029(4) . ? Pd1 S1 2.3001(10) . ? Pd1 Br1 2.4233(4) . ? S1 C14 1.823(4) . ? S1 C28 1.830(4) . ? N1 C1 1.351(5) . ? N1 C2 1.384(5) . ? N1 C4 1.449(4) . ? N2 C1 1.350(4) . ? N2 C3 1.381(5) . ? N2 C13 1.460(5) . ? N3 C15 1.353(5) . ? N3 C16 1.393(5) . ? N3 C18 1.440(5) . ? N4 C15 1.350(5) . ? N4 C17 1.384(5) . ? N4 C27 1.458(5) . ? C2 C3 1.330(6) . ? C4 C9 1.377(5) . ? C4 C5 1.402(5) . ? C5 C6 1.393(5) . ? C5 C10 1.504(6) . ? C6 C7 1.385(6) . ? C7 C8 1.378(6) . ? C7 C11 1.517(6) . ? C8 C9 1.393(5) . ? C9 C12 1.511(5) . ? C13 C14 1.515(6) . ? C16 C17 1.339(6) . ? C18 C23 1.383(5) . ? C18 C19 1.396(5) . ? C19 C20 1.404(6) . ? C19 C24 1.500(6) . ? C20 C21 1.374(7) . ? C21 C22 1.386(6) . ? C21 C25 1.524(6) . ? C22 C23 1.392(6) . ? C23 C26 1.508(5) . ? C27 C28 1.504(6) . ? C1S Cl2 1.732(5) . ? C1S Cl1 1.752(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 C15 Pd1 C1 177.18(14) . . ? C15 Pd1 S1 86.65(10) . . ? C1 Pd1 S1 90.56(11) . . ? C15 Pd1 Br1 90.33(10) . . ? C1 Pd1 Br1 92.41(10) . . ? S1 Pd1 Br1 174.50(3) . . ? C14 S1 C28 101.3(2) . . ? C14 S1 Pd1 107.77(14) . . ? C28 S1 Pd1 106.80(14) . . ? C1 N1 C2 110.4(3) . . ? C1 N1 C4 127.5(3) . . ? C2 N1 C4 121.9(3) . . ? C1 N2 C3 111.2(3) . . ? C1 N2 C13 123.5(3) . . ? C3 N2 C13 124.5(3) . . ? C15 N3 C16 110.2(3) . . ? C15 N3 C18 126.8(3) . . ? C16 N3 C18 123.0(3) . . ? C15 N4 C17 111.2(3) . . ? C15 N4 C27 121.9(3) . . ? C17 N4 C27 126.8(3) . . ? N2 C1 N1 104.5(3) . . ? N2 C1 Pd1 123.4(3) . . ? N1 C1 Pd1 132.0(3) . . ? C3 C2 N1 107.4(4) . . ? C2 C3 N2 106.4(3) . . ? C9 C4 C5 123.0(3) . . ? C9 C4 N1 118.9(3) . . ? C5 C4 N1 117.9(3) . . ? C6 C5 C4 116.8(4) . . ? C6 C5 C10 120.4(4) . . ? C4 C5 C10 122.7(3) . . ? C7 C6 C5 121.6(4) . . ? C8 C7 C6 119.4(4) . . ? C8 C7 C11 120.7(4) . . ? C6 C7 C11 119.9(4) . . ? C7 C8 C9 121.3(4) . . ? C4 C9 C8 117.8(3) . . ? C4 C9 C12 121.7(3) . . ? C8 C9 C12 120.5(4) . . ? N2 C13 C14 109.1(3) . . ? C13 C14 S1 114.2(3) . . ? N4 C15 N3 104.9(3) . . ? N4 C15 Pd1 122.0(3) . . ? N3 C15 Pd1 132.9(3) . . ? C17 C16 N3 107.2(4) . . ? C16 C17 N4 106.4(3) . . ? C23 C18 C19 122.7(4) . . ? C23 C18 N3 118.5(3) . . ? C19 C18 N3 118.8(3) . . ? C18 C19 C20 116.6(4) . . ? C18 C19 C24 122.5(4) . . ? C20 C19 C24 120.8(4) . . ? C21 C20 C19 122.2(4) . . ? C20 C21 C22 119.0(4) . . ? C20 C21 C25 121.0(5) . . ? C22 C21 C25 120.1(5) . . ? C21 C22 C23 121.3(4) . . ? C18 C23 C22 118.2(4) . . ? C18 C23 C26 122.4(4) . . ? C22 C23 C26 119.4(4) . . ? N4 C27 C28 111.2(3) . . ? C27 C28 S1 114.5(3) . . ? Cl2 C1S Cl1 111.5(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.609 _refine_diff_density_min -1.096 _refine_diff_density_rms 0.115 #===END data_9524 _database_code_depnum_ccdc_archive 'CCDC 814704' #TrackingRef '- crystal structures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H30 Br2 N4 O2 Pd S' _chemical_formula_weight 704.80 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' Br Br -0.2901 2.4595 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 20.645(3) _cell_length_b 4.9654(7) _cell_length_c 26.635(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.834(3) _cell_angle_gamma 90.00 _cell_volume 2704.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 2900 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 26.59 _exptl_crystal_description Rod _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.731 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 3.746 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.2665 _exptl_absorpt_correction_T_max 0.8065 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17660 _diffrn_reflns_av_R_equivalents 0.0577 _diffrn_reflns_av_sigmaI/netI 0.0688 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 27.49 _reflns_number_total 6203 _reflns_number_gt 4649 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0537P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6203 _refine_ls_number_parameters 375 _refine_ls_number_restraints 124 _refine_ls_R_factor_all 0.0716 _refine_ls_R_factor_gt 0.0489 _refine_ls_wR_factor_ref 0.1110 _refine_ls_wR_factor_gt 0.1026 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.981 _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 0.219047(15) 0.66221(7) 0.423774(12) 0.02010(10) Uani 1 1 d . . . Br1 Br 0.33069(2) 0.52195(10) 0.417734(18) 0.03200(14) Uani 1 1 d . . . Br2 Br 0.05944(3) 1.54700(11) 0.09550(2) 0.04794(17) Uani 1 1 d . . . N1 N 0.14976(17) 0.4933(7) 0.32293(14) 0.0244(8) Uani 1 1 d . . . N2 N 0.22410(17) 0.7732(7) 0.30962(14) 0.0246(8) Uani 1 1 d . B . N3 N 0.20282(18) 0.5136(8) 0.52988(15) 0.0289(9) Uani 1 1 d . . . N4 N 0.28193(17) 0.7947(8) 0.53382(14) 0.0272(9) Uani 1 1 d . D . S1 S 0.10998(5) 0.7250(2) 0.43031(5) 0.0282(3) Uani 1 1 d . . . C1 C 0.1976(2) 0.6509(9) 0.34723(17) 0.0242(10) Uani 1 1 d . . . C2 C 0.1462(2) 0.5194(10) 0.27150(18) 0.0329(11) Uani 1 1 d . . . H2 H 0.1167 0.4312 0.2468 0.039 Uiso 1 1 calc R . . C3 C 0.1926(2) 0.6947(11) 0.26315(17) 0.0339(12) Uani 1 1 d . . . H3 H 0.2020 0.7535 0.2314 0.041 Uiso 1 1 calc R . . C4 C 0.1028(2) 0.3527(9) 0.34982(18) 0.0298(11) Uani 1 1 d . . . H4A H 0.1260 0.2295 0.3748 0.036 Uiso 1 1 calc R . . H4B H 0.0731 0.2459 0.3258 0.036 Uiso 1 1 calc R . . C5 C 0.0639(2) 0.5526(11) 0.37622(18) 0.0327(11) Uani 1 1 d . . . H5A H 0.0271 0.4580 0.3879 0.039 Uiso 1 1 calc R . . H5B H 0.0458 0.6883 0.3515 0.039 Uiso 1 1 calc R . . C6 C 0.2754(2) 0.9824(10) 0.31651(19) 0.0313(11) Uani 1 1 d . . . H6A H 0.3011 0.9624 0.3501 0.038 Uiso 1 1 calc R A 1 H6B H 0.2549 1.1608 0.3149 0.038 Uiso 1 1 calc R A 1 C7A C 0.3197(3) 0.9622(12) 0.2769(2) 0.026(2) Uani 0.62(2) 1 d PGU B 1 C8A C 0.3098(6) 1.1196(10) 0.2333(3) 0.050(3) Uani 0.62(2) 1 d PGU B 1 H8AA H 0.2746 1.2409 0.2284 0.060 Uiso 0.62(2) 1 calc PR B 1 C9A C 0.3521(7) 1.0977(14) 0.1971(3) 0.062(4) Uani 0.62(2) 1 d PGU B 1 H9AA H 0.3454 1.2041 0.1677 0.075 Uiso 0.62(2) 1 calc PR B 1 C10A C 0.4042(5) 0.918(2) 0.2045(3) 0.047(3) Uani 0.62(2) 1 d PGU B 1 H10A H 0.4328 0.9036 0.1800 0.057 Uiso 0.62(2) 1 calc PR B 1 C11A C 0.4141(2) 0.761(2) 0.2480(3) 0.061(4) Uani 0.62(2) 1 d PGU B 1 H11A H 0.4494 0.6398 0.2530 0.074 Uiso 0.62(2) 1 calc PR B 1 C12A C 0.3718(2) 0.783(2) 0.2842(2) 0.047(3) Uani 0.62(2) 1 d PGU B 1 H12A H 0.3785 0.6765 0.3136 0.056 Uiso 0.62(2) 1 calc PR B 1 C7B C 0.3308(3) 0.9206(14) 0.2845(2) 0.030(4) Uani 0.38(2) 1 d PGU B 2 C8B C 0.3349(5) 1.0915(11) 0.2438(3) 0.060(5) Uani 0.38(2) 1 d PGU B 2 H8BA H 0.3069 1.2411 0.2384 0.072 Uiso 0.38(2) 1 calc PR B 2 C9B C 0.3804(6) 1.0412(17) 0.2109(3) 0.073(6) Uani 0.38(2) 1 d PGU B 2 H9BA H 0.3832 1.1568 0.1833 0.088 Uiso 0.38(2) 1 calc PR B 2 C10B C 0.4218(3) 0.820(2) 0.2189(3) 0.062(5) Uani 0.38(2) 1 d PGU B 2 H10B H 0.4525 0.7861 0.1967 0.075 Uiso 0.38(2) 1 calc PR B 2 C11B C 0.4177(2) 0.649(3) 0.2596(3) 0.057(5) Uani 0.38(2) 1 d PGU B 2 H11B H 0.4457 0.4995 0.2650 0.068 Uiso 0.38(2) 1 calc PR B 2 C12B C 0.3722(3) 0.699(2) 0.2925(2) 0.046(5) Uani 0.38(2) 1 d PGU B 2 H12B H 0.3695 0.5838 0.3201 0.055 Uiso 0.38(2) 1 calc PR B 2 C13 C 0.2376(2) 0.6644(9) 0.50021(16) 0.0240(9) Uani 1 1 d . . . C14 C 0.2246(2) 0.5504(12) 0.58030(18) 0.0394(13) Uani 1 1 d . . . H14 H 0.2080 0.4683 0.6077 0.047 Uiso 1 1 calc R . . C15 C 0.2746(2) 0.7269(12) 0.58315(18) 0.0395(13) Uani 1 1 d . . . H15 H 0.2996 0.7915 0.6129 0.047 Uiso 1 1 calc R . . C16 C 0.1479(2) 0.3474(10) 0.50836(19) 0.0379(12) Uani 1 1 d . . . H16A H 0.1329 0.2385 0.5352 0.045 Uiso 1 1 calc R . . H16B H 0.1621 0.2246 0.4832 0.045 Uiso 1 1 calc R . . C17 C 0.0921(2) 0.5171(12) 0.4836(2) 0.0417(14) Uani 1 1 d . . . H17A H 0.0778 0.6357 0.5093 0.050 Uiso 1 1 calc R . . H17B H 0.0555 0.3977 0.4715 0.050 Uiso 1 1 calc R . . C18 C 0.3274(2) 1.0040(9) 0.52001(19) 0.0297(11) Uani 1 1 d . . . H18A H 0.3108 1.1824 0.5276 0.036 Uiso 1 1 calc R C 1 H18B H 0.3297 0.9951 0.4835 0.036 Uiso 1 1 calc R C 1 C19A C 0.3966(3) 0.9636(16) 0.5498(3) 0.028(5) Uani 0.566(19) 1 d PGU D 1 C20A C 0.4319(4) 0.7304(19) 0.5437(5) 0.046(4) Uani 0.566(19) 1 d PGU D 1 H20A H 0.4132 0.5923 0.5223 0.055 Uiso 0.566(19) 1 calc PR D 1 C21A C 0.4949(4) 0.701(2) 0.5692(5) 0.050(4) Uani 0.566(19) 1 d PGU D 1 H21A H 0.5188 0.5437 0.5651 0.060 Uiso 0.566(19) 1 calc PR D 1 C22A C 0.5225(3) 0.9056(19) 0.6009(3) 0.058(6) Uani 0.566(19) 1 d PGU D 1 H22A H 0.5650 0.8860 0.6182 0.070 Uiso 0.566(19) 1 calc PR D 1 C23A C 0.4871(5) 1.1388(18) 0.6070(4) 0.051(4) Uani 0.566(19) 1 d PGU D 1 H23A H 0.5058 1.2769 0.6284 0.061 Uiso 0.566(19) 1 calc PR D 1 C24A C 0.4242(5) 1.1678(14) 0.5814(4) 0.033(3) Uani 0.566(19) 1 d PGU D 1 H24A H 0.4002 1.3255 0.5855 0.040 Uiso 0.566(19) 1 calc PR D 1 C19B C 0.3959(4) 0.972(2) 0.5470(4) 0.031(7) Uani 0.434(19) 1 d PGU D 2 C20B C 0.4428(4) 0.840(3) 0.5233(4) 0.034(3) Uani 0.434(19) 1 d PGU D 2 H20B H 0.4317 0.7700 0.4904 0.041 Uiso 0.434(19) 1 calc PR D 2 C21B C 0.5060(4) 0.810(3) 0.5483(5) 0.042(4) Uani 0.434(19) 1 d PGU D 2 H21B H 0.5377 0.7207 0.5323 0.051 Uiso 0.434(19) 1 calc PR D 2 C22B C 0.5224(4) 0.913(2) 0.5969(4) 0.040(6) Uani 0.434(19) 1 d PGU D 2 H22B H 0.5652 0.8935 0.6137 0.048 Uiso 0.434(19) 1 calc PR D 2 C23B C 0.4755(6) 1.046(4) 0.6205(3) 0.042(4) Uani 0.434(19) 1 d PGU D 2 H23B H 0.4866 1.1155 0.6534 0.050 Uiso 0.434(19) 1 calc PR D 2 C24B C 0.4123(6) 1.075(3) 0.5955(5) 0.042(4) Uani 0.434(19) 1 d PGU D 2 H24B H 0.3806 1.1648 0.6115 0.051 Uiso 0.434(19) 1 calc PR D 2 O1W O 0.02887(18) 1.0201(7) 0.24397(15) 0.0415(9) Uani 1 1 d D . . H1WA H 0.048(3) 1.001(13) 0.2181(14) 0.062 Uiso 1 1 d D . . H1WB H 0.011(3) 0.866(6) 0.246(2) 0.062 Uiso 1 1 d D . . O2W O 0.1148(2) 1.0486(9) 0.17045(15) 0.0506(10) Uani 1 1 d D . . H2WA H 0.106(3) 0.913(9) 0.151(2) 0.076 Uiso 1 1 d D . . H2WB H 0.104(3) 1.189(8) 0.153(2) 0.076 Uiso 1 1 d 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 0.01499(16) 0.02191(18) 0.02356(18) 0.00025(15) 0.00323(12) -0.00182(14) Br1 0.0190(2) 0.0426(3) 0.0346(3) -0.0002(2) 0.00413(19) 0.0057(2) Br2 0.0536(4) 0.0316(3) 0.0645(4) 0.0043(3) 0.0289(3) 0.0069(3) N1 0.024(2) 0.024(2) 0.024(2) -0.0021(16) 0.0003(15) -0.0036(16) N2 0.0202(19) 0.026(2) 0.027(2) 0.0048(17) 0.0044(15) 0.0010(16) N3 0.028(2) 0.031(2) 0.030(2) 0.0010(18) 0.0098(17) -0.0031(17) N4 0.0218(19) 0.033(2) 0.026(2) 0.0018(18) 0.0015(15) 0.0031(17) S1 0.0165(5) 0.0262(6) 0.0422(7) -0.0056(5) 0.0050(5) -0.0023(5) C1 0.020(2) 0.022(2) 0.030(3) -0.001(2) 0.0014(18) 0.0010(19) C2 0.029(3) 0.041(3) 0.027(3) -0.002(2) -0.0046(19) -0.002(2) C3 0.029(3) 0.046(3) 0.025(3) 0.003(2) -0.0012(19) -0.002(2) C4 0.029(2) 0.027(3) 0.032(3) 0.002(2) -0.0019(19) -0.010(2) C5 0.013(2) 0.047(3) 0.036(3) 0.005(2) -0.0035(19) -0.005(2) C6 0.032(3) 0.029(3) 0.035(3) -0.001(2) 0.012(2) -0.006(2) C7A 0.016(4) 0.027(5) 0.035(5) 0.002(4) 0.007(3) -0.006(4) C8A 0.055(7) 0.047(6) 0.052(6) 0.016(5) 0.020(5) 0.001(5) C9A 0.081(9) 0.071(8) 0.039(6) 0.017(5) 0.022(6) 0.003(6) C10A 0.048(6) 0.050(7) 0.050(6) -0.004(5) 0.028(5) -0.005(6) C11A 0.036(6) 0.066(9) 0.083(9) 0.006(8) 0.011(6) 0.009(5) C12A 0.028(6) 0.064(7) 0.050(6) 0.023(6) 0.016(4) 0.012(5) C7B 0.030(7) 0.035(7) 0.024(6) 0.000(5) 0.000(5) -0.007(6) C8B 0.060(8) 0.069(9) 0.051(8) 0.023(6) 0.011(6) 0.007(7) C9B 0.079(10) 0.085(10) 0.063(9) 0.025(7) 0.035(7) 0.001(7) C10B 0.051(8) 0.076(9) 0.061(9) -0.006(7) 0.015(7) -0.012(6) C11B 0.055(11) 0.049(11) 0.069(12) -0.018(7) 0.015(8) 0.007(8) C12B 0.048(11) 0.040(9) 0.051(10) -0.002(7) 0.009(7) 0.001(7) C13 0.018(2) 0.029(2) 0.027(2) 0.001(2) 0.0068(17) 0.0049(19) C14 0.037(3) 0.058(4) 0.024(3) 0.005(2) 0.008(2) 0.004(3) C15 0.035(3) 0.057(4) 0.026(3) -0.002(3) 0.004(2) 0.002(3) C16 0.043(3) 0.037(3) 0.037(3) 0.001(2) 0.019(2) -0.014(2) C17 0.023(3) 0.070(4) 0.036(3) -0.010(3) 0.017(2) -0.016(3) C18 0.027(2) 0.027(3) 0.033(3) 0.001(2) -0.001(2) -0.001(2) C19A 0.017(8) 0.030(15) 0.035(10) 0.004(9) 0.000(7) -0.006(9) C20A 0.034(6) 0.036(6) 0.064(8) -0.009(6) -0.008(5) 0.008(5) C21A 0.030(6) 0.058(8) 0.061(9) -0.007(7) 0.000(5) 0.009(6) C22A 0.025(10) 0.075(17) 0.067(11) -0.024(10) -0.019(8) 0.002(10) C23A 0.029(6) 0.067(9) 0.055(8) -0.026(7) -0.006(5) -0.008(6) C24A 0.022(5) 0.045(6) 0.034(6) -0.008(5) 0.008(4) -0.002(5) C19B 0.033(13) 0.03(2) 0.027(12) 0.008(12) 0.001(9) 0.010(13) C20B 0.030(6) 0.035(9) 0.038(7) -0.007(6) 0.008(5) -0.011(6) C21B 0.025(6) 0.050(10) 0.056(9) 0.001(7) 0.024(5) 0.007(6) C22B 0.020(11) 0.053(18) 0.047(10) 0.019(10) 0.005(7) 0.000(10) C23B 0.029(7) 0.059(12) 0.036(8) -0.004(7) 0.004(5) -0.008(7) C24B 0.026(6) 0.063(12) 0.040(9) -0.015(8) 0.010(5) -0.007(7) O1W 0.042(2) 0.030(2) 0.053(3) -0.008(2) 0.0107(18) -0.0028(17) O2W 0.056(3) 0.054(3) 0.040(2) 0.005(2) 0.0034(19) 0.009(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 C13 2.020(4) . ? Pd1 C1 2.027(4) . ? Pd1 S1 2.3032(11) . ? Pd1 Br1 2.4340(6) . ? N1 C1 1.353(5) . ? N1 C2 1.368(6) . ? N1 C4 1.459(5) . ? N2 C1 1.350(5) . ? N2 C3 1.373(6) . ? N2 C6 1.478(6) . ? N3 C13 1.362(5) . ? N3 C14 1.369(6) . ? N3 C16 1.455(6) . ? N4 C13 1.355(6) . ? N4 C15 1.385(6) . ? N4 C18 1.479(6) . ? S1 C5 1.827(5) . ? S1 C17 1.832(5) . ? C2 C3 1.336(7) . ? C4 C5 1.509(7) . ? C6 C7A 1.491(5) . ? C6 C7B 1.547(5) . ? C7A C8A 1.3900 . ? C7A C12A 1.3900 . ? C8A C9A 1.3900 . ? C9A C10A 1.3900 . ? C10A C11A 1.3900 . ? C11A C12A 1.3900 . ? C7B C8B 1.3900 . ? C7B C12B 1.3900 . ? C8B C9B 1.3900 . ? C9B C10B 1.3900 . ? C10B C11B 1.3900 . ? C11B C12B 1.3900 . ? C14 C15 1.347(7) . ? C16 C17 1.505(7) . ? C18 C19B 1.505(9) . ? C18 C19A 1.549(8) . ? C19A C20A 1.3900 . ? C19A C24A 1.3900 . ? C20A C21A 1.3900 . ? C21A C22A 1.3900 . ? C22A C23A 1.3900 . ? C23A C24A 1.3900 . ? C19B C20B 1.3900 . ? C19B C24B 1.3900 . ? C20B C21B 1.3900 . ? C21B C22B 1.3900 . ? C22B C23B 1.3900 . ? C23B C24B 1.3900 . ? 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 C13 Pd1 C1 177.87(17) . . ? C13 Pd1 S1 88.62(12) . . ? C1 Pd1 S1 89.86(12) . . ? C13 Pd1 Br1 90.98(11) . . ? C1 Pd1 Br1 90.29(12) . . ? S1 Pd1 Br1 171.15(4) . . ? C1 N1 C2 111.2(4) . . ? C1 N1 C4 122.1(4) . . ? C2 N1 C4 126.0(4) . . ? C1 N2 C3 110.6(4) . . ? C1 N2 C6 125.5(4) . . ? C3 N2 C6 123.7(4) . . ? C13 N3 C14 111.5(4) . . ? C13 N3 C16 121.8(4) . . ? C14 N3 C16 126.6(4) . . ? C13 N4 C15 111.1(4) . . ? C13 N4 C18 124.4(4) . . ? C15 N4 C18 124.2(4) . . ? C5 S1 C17 102.0(2) . . ? C5 S1 Pd1 106.61(15) . . ? C17 S1 Pd1 106.52(17) . . ? N2 C1 N1 104.4(4) . . ? N2 C1 Pd1 132.7(3) . . ? N1 C1 Pd1 122.8(3) . . ? C3 C2 N1 106.6(4) . . ? C2 C3 N2 107.3(4) . . ? N1 C4 C5 110.2(4) . . ? C4 C5 S1 115.0(3) . . ? N2 C6 C7A 111.3(4) . . ? N2 C6 C7B 111.3(4) . . ? C7A C6 C7B 13.2 . . ? C8A C7A C12A 120.0 . . ? C8A C7A C6 121.3(4) . . ? C12A C7A C6 118.7(4) . . ? C7A C8A C9A 120.0 . . ? C8A C9A C10A 120.0 . . ? C9A C10A C11A 120.0 . . ? C10A C11A C12A 120.0 . . ? C11A C12A C7A 120.0 . . ? C8B C7B C12B 120.0 . . ? C8B C7B C6 115.9(4) . . ? C12B C7B C6 123.9(4) . . ? C9B C8B C7B 120.0 . . ? C8B C9B C10B 120.0 . . ? C11B C10B C9B 120.0 . . ? C10B C11B C12B 120.0 . . ? C11B C12B C7B 120.0 . . ? N4 C13 N3 104.0(4) . . ? N4 C13 Pd1 133.4(3) . . ? N3 C13 Pd1 122.6(3) . . ? C15 C14 N3 106.8(4) . . ? C14 C15 N4 106.6(4) . . ? N3 C16 C17 111.4(4) . . ? C16 C17 S1 115.6(3) . . ? N4 C18 C19B 113.2(5) . . ? N4 C18 C19A 110.7(4) . . ? C19B C18 C19A 2.7(6) . . ? C20A C19A C24A 120.0 . . ? C20A C19A C18 120.7(5) . . ? C24A C19A C18 119.3(5) . . ? C19A C20A C21A 120.0 . . ? C22A C21A C20A 120.0 . . ? C21A C22A C23A 120.0 . . ? C24A C23A C22A 120.0 . . ? C23A C24A C19A 120.0 . . ? C20B C19B C24B 120.0 . . ? C20B C19B C18 120.1(7) . . ? C24B C19B C18 119.9(7) . . ? C19B C20B C21B 120.0 . . ? C22B C21B C20B 120.0 . . ? C21B C22B C23B 120.0 . . ? C24B C23B C22B 120.0 . . ? C23B C24B C19B 120.0 . . ? 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 O1W H1WA O2W 0.846(10) 2.01(2) 2.820(6) 160(6) . O1W H1WB O1W 0.850(10) 1.943(12) 2.791(3) 175(6) 2_545 O2W H2WA Br2 0.847(10) 2.460(17) 3.298(4) 170(6) 1_545 O2W H2WB Br2 0.849(10) 2.445(16) 3.285(4) 171(6) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.141 _refine_diff_density_min -0.737 _refine_diff_density_rms 0.134 #===END data_b038cc _database_code_depnum_ccdc_archive 'CCDC 814705' #TrackingRef '- crystal structures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H22 Br2 Cl4 N4 Pd S' _chemical_formula_weight 806.54 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' 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 13.1950(12) _cell_length_b 11.2449(10) _cell_length_c 19.3922(17) _cell_angle_alpha 90.00 _cell_angle_beta 109.592(2) _cell_angle_gamma 90.00 _cell_volume 2710.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 818 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.49 _exptl_crystal_description BLOCK _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 'Not Measured' _exptl_crystal_density_diffrn 1.976 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1576 _exptl_absorpt_coefficient_mu 4.128 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5262 _exptl_absorpt_correction_T_max 0.6963 _exptl_absorpt_process_details 'Sadabs, (Sheldrick 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9595 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0597 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5610 _reflns_number_gt 5120 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0644P)^2^+17.4605P] 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 0.096(13) _refine_ls_number_reflns 5610 _refine_ls_number_parameters 325 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0527 _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.1285 _refine_ls_wR_factor_gt 0.1251 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.14182(4) 0.82106(4) 0.57837(3) 0.00874(12) Uani 1 1 d . . . Br1 Br 0.04816(6) 0.82787(7) 0.66659(4) 0.0235(2) Uani 1 1 d . . . Br2 Br 0.23124(7) 0.82239(8) 0.48814(5) 0.0299(2) Uani 1 1 d . . . S1 S 0.22292(16) 0.44712(15) 0.62673(11) 0.0184(4) Uani 1 1 d . . . Cl1 Cl 0.54203(15) 1.03287(17) 0.76012(11) 0.0194(4) Uani 1 1 d . . . Cl2 Cl 0.52449(14) 0.75025(16) 0.82477(10) 0.0157(4) Uani 1 1 d . . . Cl3 Cl -0.15098(19) 0.49994(18) 0.38379(12) 0.0293(5) Uani 1 1 d . . . Cl4 Cl -0.28816(16) 0.7704(2) 0.37010(12) 0.0288(5) Uani 1 1 d . . . N1 N 0.3497(5) 0.9512(5) 0.6682(3) 0.0092(11) Uani 1 1 d . . . N2 N 0.3373(5) 0.7733(5) 0.7086(3) 0.0102(12) Uani 1 1 d . . . N3 N -0.0889(5) 0.8132(5) 0.4692(4) 0.0140(13) Uani 1 1 d . . . N4 N -0.0065(5) 0.6464(6) 0.4784(3) 0.0149(13) Uani 1 1 d . . . C1 C 0.2842(6) 0.8558(6) 0.6576(4) 0.0119(14) Uani 1 1 d . . . C2 C 0.4434(6) 0.9304(6) 0.7270(4) 0.0137(15) Uani 1 1 d . . . C3 C 0.4371(6) 0.8209(6) 0.7526(4) 0.0134(15) Uani 1 1 d . . . C4 C 0.3300(6) 1.0551(6) 0.6202(4) 0.0146(15) Uani 1 1 d . . . H4A H 0.3349 1.0314 0.5722 0.017 Uiso 1 1 calc R . . H4B H 0.3863 1.1155 0.6418 0.017 Uiso 1 1 calc R . . C5 C 0.2192(6) 1.1098(6) 0.6086(4) 0.0126(14) Uani 1 1 d . . . C6 C 0.1592(7) 1.1521(7) 0.5390(5) 0.0209(18) Uani 1 1 d . . . H6 H 0.1855 1.1445 0.4992 0.025 Uiso 1 1 calc R . . C7 C 0.0582(7) 1.2066(7) 0.5293(5) 0.0239(19) Uani 1 1 d . . . H7 H 0.0161 1.2372 0.4828 0.029 Uiso 1 1 calc R . . C8 C 0.0216(7) 1.2147(7) 0.5891(5) 0.0246(19) Uani 1 1 d . . . H8 H -0.0461 1.2509 0.5826 0.030 Uiso 1 1 calc R . . C9 C 0.0784(7) 1.1735(7) 0.6540(5) 0.0240(19) Uani 1 1 d . . . H9 H 0.0502 1.1795 0.6930 0.029 Uiso 1 1 calc R . . C10 C 0.1803(6) 1.1206(7) 0.6673(4) 0.0174(16) Uani 1 1 d . . . H10 H 0.2214 1.0931 0.7148 0.021 Uiso 1 1 calc R . . C11 C 0.2980(6) 0.6521(6) 0.7109(4) 0.0121(14) Uani 1 1 d . . . H11A H 0.2212 0.6549 0.7068 0.015 Uiso 1 1 calc R . . H11B H 0.3387 0.6152 0.7585 0.015 Uiso 1 1 calc R . . C12 C 0.3106(6) 0.5766(6) 0.6488(4) 0.0120(14) Uani 1 1 d . . . H12A H 0.3862 0.5496 0.6627 0.014 Uiso 1 1 calc R . . H12B H 0.2952 0.6267 0.6045 0.014 Uiso 1 1 calc R . . C13 C 0.0050(6) 0.7609(7) 0.5019(4) 0.0142(15) Uani 1 1 d . . . C14 C -0.1618(6) 0.7345(7) 0.4225(4) 0.0179(16) Uani 1 1 d U . . C15 C -0.1091(6) 0.6300(7) 0.4292(4) 0.0207(17) Uani 1 1 d U . . C16 C -0.1131(6) 0.9410(6) 0.4781(4) 0.0135(15) Uani 1 1 d . . . H16A H -0.0583 0.9728 0.5227 0.016 Uiso 1 1 calc R . . H16B H -0.1840 0.9468 0.4849 0.016 Uiso 1 1 calc R . . C17 C -0.1144(6) 1.0165(6) 0.4129(4) 0.0133(14) Uani 1 1 d . . . C18 C -0.0248(6) 1.0130(7) 0.3888(4) 0.0183(16) Uani 1 1 d . . . H18 H 0.0337 0.9610 0.4115 0.022 Uiso 1 1 calc R . . C19 C -0.0226(7) 1.0857(7) 0.3319(4) 0.0201(17) Uani 1 1 d . . . H19 H 0.0376 1.0831 0.3155 0.024 Uiso 1 1 calc R . . C20 C -0.1079(7) 1.1629(6) 0.2982(5) 0.0209(17) Uani 1 1 d . . . H20 H -0.1055 1.2137 0.2596 0.025 Uiso 1 1 calc R . . C21 C -0.1949(8) 1.1640(8) 0.3216(5) 0.0263(19) Uani 1 1 d . . . H21 H -0.2538 1.2153 0.2987 0.032 Uiso 1 1 calc R . . C22 C -0.1980(6) 1.0889(7) 0.3802(4) 0.0171(16) Uani 1 1 d . . . H22 H -0.2587 1.0899 0.3960 0.021 Uiso 1 1 calc R . . C23 C 0.0790(6) 0.5589(6) 0.5035(4) 0.0125(14) Uani 1 1 d . . . H23A H 0.1470 0.5936 0.5016 0.015 Uiso 1 1 calc R . . H23B H 0.0613 0.4891 0.4705 0.015 Uiso 1 1 calc R . . C24 C 0.0946(6) 0.5186(6) 0.5824(4) 0.0116(14) Uani 1 1 d . . . H24A H 0.0362 0.4627 0.5815 0.014 Uiso 1 1 calc R . . H24B H 0.0885 0.5888 0.6117 0.014 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 0.0078(2) 0.0083(2) 0.0082(2) 0.0003(2) 0.00024(16) -0.0007(2) Br1 0.0237(5) 0.0252(5) 0.0223(5) 0.0005(3) 0.0085(4) -0.0002(3) Br2 0.0281(5) 0.0353(6) 0.0264(5) -0.0009(4) 0.0092(4) -0.0004(4) S1 0.0184(9) 0.0065(8) 0.0256(10) 0.0009(7) 0.0011(8) 0.0002(7) Cl1 0.0165(9) 0.0163(9) 0.0203(9) 0.0000(7) -0.0005(7) -0.0088(7) Cl2 0.0121(8) 0.0188(9) 0.0122(8) 0.0028(6) -0.0012(6) 0.0013(6) Cl3 0.0374(12) 0.0216(10) 0.0210(10) -0.0028(8) -0.0008(9) -0.0181(9) Cl4 0.0132(9) 0.0376(12) 0.0255(10) 0.0129(9) -0.0069(8) -0.0086(8) N1 0.005(3) 0.013(3) 0.008(3) 0.002(2) 0.000(2) -0.003(2) N2 0.009(3) 0.008(3) 0.013(3) -0.001(2) 0.004(2) 0.000(2) N3 0.008(3) 0.016(3) 0.015(3) 0.003(2) 0.000(3) -0.001(2) N4 0.013(3) 0.021(3) 0.008(3) -0.002(2) 0.000(3) -0.004(2) C1 0.010(3) 0.013(3) 0.011(3) -0.003(3) 0.001(3) 0.001(3) C2 0.010(3) 0.014(3) 0.017(4) -0.003(3) 0.005(3) 0.004(3) C3 0.013(4) 0.013(3) 0.011(3) -0.005(3) 0.001(3) -0.003(3) C4 0.015(4) 0.013(4) 0.016(4) 0.002(3) 0.006(3) -0.004(3) C5 0.009(3) 0.008(3) 0.019(4) 0.003(3) 0.002(3) -0.002(3) C6 0.022(4) 0.013(4) 0.020(4) 0.000(3) -0.002(3) 0.003(3) C7 0.018(4) 0.011(4) 0.032(5) 0.001(3) -0.007(4) 0.002(3) C8 0.016(4) 0.011(4) 0.046(6) -0.007(3) 0.008(4) -0.003(3) C9 0.023(4) 0.020(4) 0.034(5) -0.007(3) 0.016(4) 0.000(3) C10 0.015(4) 0.016(4) 0.016(4) -0.006(3) -0.003(3) -0.002(3) C11 0.012(3) 0.013(3) 0.011(3) -0.002(3) 0.005(3) -0.004(3) C12 0.011(3) 0.010(3) 0.012(3) -0.001(3) 0.001(3) 0.001(3) C13 0.016(4) 0.021(4) 0.005(3) 0.003(3) 0.002(3) 0.003(3) C14 0.012(3) 0.026(4) 0.012(3) 0.003(3) -0.001(3) -0.007(3) C15 0.021(4) 0.023(4) 0.016(4) 0.000(3) 0.003(3) -0.017(3) C16 0.011(3) 0.015(4) 0.015(4) -0.006(3) 0.005(3) 0.004(3) C17 0.019(4) 0.007(3) 0.011(3) -0.003(3) 0.001(3) -0.001(3) C18 0.012(3) 0.024(4) 0.019(4) -0.005(3) 0.005(3) -0.005(3) C19 0.027(4) 0.017(4) 0.017(4) -0.007(3) 0.009(3) -0.006(3) C20 0.028(4) 0.010(4) 0.022(4) 0.003(3) 0.004(3) -0.004(3) C21 0.030(5) 0.029(5) 0.016(4) 0.004(3) 0.003(4) 0.009(4) C22 0.018(4) 0.020(4) 0.013(4) -0.002(3) 0.004(3) 0.001(3) C23 0.015(3) 0.007(3) 0.015(3) 0.000(3) 0.004(3) -0.002(3) C24 0.009(3) 0.010(3) 0.014(3) 0.001(3) 0.001(3) 0.000(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 C1 2.027(7) . ? Pd1 C13 2.030(7) . ? Pd1 Br2 2.4165(11) . ? Pd1 Br1 2.4243(10) . ? S1 C24 1.810(7) . ? S1 C12 1.819(7) . ? Cl1 C2 1.695(7) . ? Cl2 C3 1.685(7) . ? Cl3 C15 1.701(8) . ? Cl4 C14 1.685(8) . ? N1 C1 1.349(9) . ? N1 C2 1.392(9) . ? N1 C4 1.463(9) . ? N2 C1 1.366(9) . ? N2 C3 1.413(9) . ? N2 C11 1.463(9) . ? N3 C13 1.325(9) . ? N3 C14 1.394(10) . ? N3 C16 1.495(9) . ? N4 C13 1.357(10) . ? N4 C15 1.383(9) . ? N4 C23 1.452(9) . ? C2 C3 1.340(10) . ? C4 C5 1.532(10) . ? C5 C6 1.398(10) . ? C5 C10 1.403(11) . ? C6 C7 1.421(12) . ? C7 C8 1.402(14) . ? C8 C9 1.314(13) . ? C9 C10 1.413(11) . ? C11 C12 1.528(10) . ? C14 C15 1.349(12) . ? C16 C17 1.518(10) . ? C17 C22 1.346(10) . ? C17 C18 1.410(11) . ? C18 C19 1.381(11) . ? C19 C20 1.397(11) . ? C20 C21 1.370(13) . ? C21 C22 1.427(12) . ? C23 C24 1.542(10) . ? 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 C13 171.7(3) . . ? C1 Pd1 Br2 89.7(2) . . ? C13 Pd1 Br2 90.2(2) . . ? C1 Pd1 Br1 91.2(2) . . ? C13 Pd1 Br1 89.3(2) . . ? Br2 Pd1 Br1 177.46(4) . . ? C24 S1 C12 100.1(3) . . ? C1 N1 C2 109.9(6) . . ? C1 N1 C4 124.7(6) . . ? C2 N1 C4 125.1(6) . . ? C1 N2 C3 109.1(6) . . ? C1 N2 C11 123.6(6) . . ? C3 N2 C11 127.1(6) . . ? C13 N3 C14 111.1(6) . . ? C13 N3 C16 124.9(6) . . ? C14 N3 C16 123.9(6) . . ? C13 N4 C15 109.4(7) . . ? C13 N4 C23 122.9(6) . . ? C15 N4 C23 127.7(7) . . ? N1 C1 N2 106.4(6) . . ? N1 C1 Pd1 130.8(5) . . ? N2 C1 Pd1 122.5(5) . . ? C3 C2 N1 108.0(6) . . ? C3 C2 Cl1 128.3(6) . . ? N1 C2 Cl1 123.7(5) . . ? C2 C3 N2 106.6(6) . . ? C2 C3 Cl2 129.1(6) . . ? N2 C3 Cl2 124.2(5) . . ? N1 C4 C5 111.8(6) . . ? C6 C5 C10 120.8(7) . . ? C6 C5 C4 118.8(7) . . ? C10 C5 C4 120.4(6) . . ? C5 C6 C7 118.5(8) . . ? C8 C7 C6 119.1(8) . . ? C9 C8 C7 121.7(8) . . ? C8 C9 C10 121.7(9) . . ? C5 C10 C9 118.2(7) . . ? N2 C11 C12 111.1(6) . . ? C11 C12 S1 113.7(5) . . ? N3 C13 N4 106.2(6) . . ? N3 C13 Pd1 131.4(6) . . ? N4 C13 Pd1 122.2(5) . . ? C15 C14 N3 105.6(6) . . ? C15 C14 Cl4 129.9(6) . . ? N3 C14 Cl4 124.5(6) . . ? C14 C15 N4 107.7(7) . . ? C14 C15 Cl3 129.2(6) . . ? N4 C15 Cl3 123.0(7) . . ? N3 C16 C17 112.6(6) . . ? C22 C17 C18 120.4(7) . . ? C22 C17 C16 120.6(7) . . ? C18 C17 C16 118.9(7) . . ? C19 C18 C17 119.5(7) . . ? C18 C19 C20 120.8(8) . . ? C21 C20 C19 118.9(8) . . ? C20 C21 C22 120.6(8) . . ? C17 C22 C21 119.7(8) . . ? N4 C23 C24 111.2(6) . . ? C23 C24 S1 113.2(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.229 _refine_diff_density_min -1.456 _refine_diff_density_rms 0.180