Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Tzi Sum Andy Hor' _publ_contact_author_address ; Department of Chemistry National University of Singapore 3 Science Drive 3 117543 SINGAPORE ; _publ_contact_author_email ANDYHOR@NUS.EDU.SG _publ_section_title ; Pd(II) Complexes of N,S-Heterocyclic Carbenes with Pendant & Coordinated Allyl Function and their Suzuki Coupling Activities ; loop_ _publ_author_name 'Hor Andy' 'Han Vinh Huynh' 'Lip Lin Koh' 'Swee Kuan Yen' data_5344 _database_code_depnum_ccdc_archive 'CCDC 646368' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H25 Br2 N3 O Pd S2' _chemical_formula_weight 689.80 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' 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' 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' _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 11.0177(5) _cell_length_b 11.7122(5) _cell_length_c 12.5018(6) _cell_angle_alpha 100.8480(10) _cell_angle_beta 103.3600(10) _cell_angle_gamma 117.5140(10) _cell_volume 1308.22(10) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 6913 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 29.20 _exptl_crystal_description BLOCK _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.751 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 3.944 _exptl_absorpt_correction_type 'Sadabs, (Sheldrick 2001)' _exptl_absorpt_correction_T_min 0.3015 _exptl_absorpt_correction_T_max 0.4512 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 17357 _diffrn_reflns_av_R_equivalents 0.0240 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6008 _reflns_number_gt 5137 _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. The two terminal C=C bonds showed some disorder. The end carbon atoms were split into two positions with 65:35 occupancy ratio and refined with restraints in bond length. Final results were very good with R1=0.0275 and wR2=0.0729. ; _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^)+(0.0407P)^2^+0.0313P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6008 _refine_ls_number_parameters 299 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0348 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0722 _refine_ls_wR_factor_gt 0.0697 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.067 _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 0.730432(18) 0.469262(17) 0.482212(15) 0.03604(6) Uani 1 1 d . . . Br1 Br 0.65090(3) 0.33227(3) 0.27576(2) 0.05631(9) Uani 1 1 d . . . Br2 Br 0.59985(3) 0.26406(3) 0.53599(3) 0.05492(9) Uani 1 1 d . . . S1 S 1.03710(7) 0.69642(7) 0.48353(6) 0.04634(15) Uani 1 1 d . . . S2 S 0.66138(7) 0.63574(7) 0.66500(5) 0.04452(14) Uani 1 1 d . . . N1 N 0.8159(2) 0.71013(19) 0.39873(16) 0.0386(4) Uani 1 1 d . . . N2 N 0.8892(2) 0.6296(2) 0.73894(17) 0.0418(4) Uani 1 1 d . . . C1 C 0.8533(3) 0.6351(2) 0.44927(19) 0.0380(5) Uani 1 1 d . . . C2 C 0.9315(3) 0.8206(2) 0.38533(19) 0.0383(5) Uani 1 1 d . . . C3 C 0.9226(3) 0.9163(3) 0.3387(2) 0.0458(6) Uani 1 1 d . . . H3 H 0.8338 0.9113 0.3104 0.055 Uiso 1 1 calc R . . C4 C 1.0499(3) 1.0189(3) 0.3360(2) 0.0505(6) Uani 1 1 d . . . H4 H 1.0473 1.0848 0.3057 0.061 Uiso 1 1 calc R . . C5 C 1.1830(3) 1.0257(3) 0.3777(2) 0.0542(7) Uani 1 1 d . . . H5 H 1.2673 1.0958 0.3745 0.065 Uiso 1 1 calc R . . C6 C 1.1914(3) 0.9305(3) 0.4236(2) 0.0502(6) Uani 1 1 d . . . H6 H 1.2799 0.9349 0.4513 0.060 Uiso 1 1 calc R . . C7 C 1.0635(3) 0.8279(2) 0.4270(2) 0.0407(5) Uani 1 1 d . . . C8 C 0.6666(3) 0.6818(3) 0.3598(2) 0.0526(6) Uani 1 1 d . B . H8A H 0.6696 0.7666 0.3875 0.063 Uiso 1 1 calc R . . H8B H 0.6105 0.6196 0.3952 0.063 Uiso 1 1 calc R . . C9 C 0.5889(4) 0.6208(4) 0.2304(4) 0.0887(12) Uani 1 1 d D . . H9 H 0.6190 0.5676 0.1934 0.106 Uiso 1 1 calc R A 1 C10 C 0.4970(8) 0.6265(7) 0.1657(6) 0.110(2) Uani 0.65 1 d P B 1 H10A H 0.4947 0.6230 0.0902 0.131 Uiso 0.65 1 calc PR B 1 H10B H 0.4269 0.6346 0.1900 0.131 Uiso 0.65 1 calc PR B 1 C10A C 0.6268(17) 0.6130(15) 0.1498(10) 0.114(4) Uiso 0.35 1 d PD B 2 H10A' H 0.5752 0.6146 0.0803 0.136 Uiso 0.35 1 calc PR B 2 H10B' H 0.7082 0.6054 0.1556 0.136 Uiso 0.35 1 calc PR B 2 C11 C 0.7785(2) 0.5850(2) 0.6413(2) 0.0375(5) Uani 1 1 d . . . C12 C 0.8877(3) 0.7068(3) 0.8391(2) 0.0445(6) Uani 1 1 d . . . C13 C 0.9906(3) 0.7663(3) 0.9525(2) 0.0633(8) Uani 1 1 d . . . H13 H 1.0731 0.7593 0.9702 0.076 Uiso 1 1 calc R . . C14 C 0.9652(4) 0.8359(4) 1.0373(3) 0.0773(10) Uani 1 1 d . . . H14 H 1.0325 0.8768 1.1138 0.093 Uiso 1 1 calc R . . C15 C 0.8428(4) 0.8472(4) 1.0127(3) 0.0713(9) Uani 1 1 d . . . H15 H 0.8290 0.8943 1.0727 0.086 Uiso 1 1 calc R . . C16 C 0.7420(3) 0.7900(3) 0.9013(3) 0.0595(7) Uani 1 1 d . . . H16 H 0.6602 0.7980 0.8843 0.071 Uiso 1 1 calc R . . C17 C 0.7658(3) 0.7192(3) 0.8138(2) 0.0445(5) Uani 1 1 d . . . C18 C 1.0055(3) 0.5984(3) 0.7461(2) 0.0544(7) Uani 1 1 d . D . H18A H 1.1004 0.6825 0.7887 0.065 Uiso 1 1 calc R . . H18B H 1.0013 0.5639 0.6677 0.065 Uiso 1 1 calc R . . C19 C 0.9933(5) 0.4969(5) 0.8043(3) 0.0871(12) Uani 1 1 d D . . H19 H 0.8957 0.4317 0.7884 0.104 Uiso 1 1 calc R C 1 C20 C 1.0767(8) 0.4758(8) 0.8671(5) 0.099(2) Uani 0.65 1 d P D 1 H20A H 1.0447 0.4230 0.9132 0.119 Uiso 0.65 1 calc PR D 1 H20B H 1.1726 0.5125 0.8693 0.119 Uiso 0.65 1 calc PR D 1 C20A C 0.9051(12) 0.4301(11) 0.8402(11) 0.096(3) Uiso 0.35 1 d PD D 2 H20A' H 0.9296 0.3927 0.8947 0.115 Uiso 0.35 1 calc PR D 2 H20B' H 0.8109 0.4149 0.8141 0.115 Uiso 0.35 1 calc PR D 2 C13S C 0.4444(7) 0.8501(6) 0.0462(4) 0.153(2) Uani 1 1 d . . . H13A H 0.5226 0.8590 0.0200 0.230 Uiso 1 1 calc R . . H13B H 0.3852 0.8734 -0.0030 0.230 Uiso 1 1 calc R . . H13C H 0.3847 0.7573 0.0425 0.230 Uiso 1 1 calc R . . C14S C 0.4042(6) 0.9400(5) 0.2187(5) 0.1275(19) Uani 1 1 d . . . H14A H 0.4571 0.9983 0.2992 0.191 Uiso 1 1 calc R . . H14B H 0.3387 0.8482 0.2143 0.191 Uiso 1 1 calc R . . H14C H 0.3485 0.9727 0.1787 0.191 Uiso 1 1 calc R . . C15S C 0.6497(5) 1.0239(4) 0.2200(4) 0.0893(12) Uani 1 1 d . . . H15S H 0.6828 1.0787 0.2972 0.107 Uiso 1 1 calc R . . N1S N 0.5055(4) 0.9410(3) 0.1652(3) 0.0798(8) Uani 1 1 d . . . O1S O 0.7435(4) 1.0350(4) 0.1784(3) 0.1261(12) 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 0.03207(10) 0.03326(10) 0.03965(10) 0.01041(7) 0.01340(7) 0.01556(8) Br1 0.05545(17) 0.05418(17) 0.04877(15) 0.00313(12) 0.01578(12) 0.02795(14) Br2 0.04762(16) 0.04318(15) 0.07309(19) 0.02522(13) 0.02630(14) 0.01948(12) S1 0.0367(3) 0.0473(3) 0.0569(4) 0.0224(3) 0.0174(3) 0.0218(3) S2 0.0374(3) 0.0460(3) 0.0480(3) 0.0119(3) 0.0144(3) 0.0225(3) N1 0.0338(10) 0.0379(10) 0.0400(10) 0.0110(8) 0.0142(8) 0.0163(8) N2 0.0406(11) 0.0472(11) 0.0406(10) 0.0144(9) 0.0175(9) 0.0245(9) C1 0.0366(12) 0.0381(12) 0.0351(11) 0.0081(9) 0.0143(9) 0.0176(10) C2 0.0397(12) 0.0342(11) 0.0342(11) 0.0082(9) 0.0146(10) 0.0153(10) C3 0.0477(14) 0.0454(14) 0.0431(13) 0.0142(11) 0.0151(11) 0.0247(12) C4 0.0600(17) 0.0407(13) 0.0488(14) 0.0187(11) 0.0231(13) 0.0225(13) C5 0.0505(16) 0.0422(14) 0.0581(16) 0.0158(12) 0.0254(13) 0.0136(12) C6 0.0399(14) 0.0482(14) 0.0578(15) 0.0179(12) 0.0191(12) 0.0192(12) C7 0.0401(13) 0.0371(12) 0.0404(12) 0.0114(10) 0.0159(10) 0.0171(10) C8 0.0406(14) 0.0569(16) 0.0660(17) 0.0308(14) 0.0201(12) 0.0262(13) C9 0.053(2) 0.095(3) 0.087(3) 0.037(2) -0.0006(18) 0.0261(19) C10 0.099(5) 0.129(6) 0.094(5) 0.036(4) 0.001(4) 0.072(5) C11 0.0356(12) 0.0331(11) 0.0445(12) 0.0164(10) 0.0191(10) 0.0156(10) C12 0.0435(14) 0.0464(14) 0.0419(13) 0.0108(11) 0.0166(11) 0.0236(12) C13 0.0598(18) 0.083(2) 0.0453(15) 0.0116(14) 0.0131(13) 0.0433(17) C14 0.077(2) 0.091(3) 0.0459(16) -0.0015(16) 0.0124(15) 0.045(2) C15 0.076(2) 0.079(2) 0.0541(18) 0.0028(16) 0.0251(16) 0.0447(19) C16 0.0601(18) 0.0629(18) 0.0574(17) 0.0094(14) 0.0254(14) 0.0364(15) C17 0.0419(13) 0.0412(13) 0.0490(14) 0.0140(11) 0.0198(11) 0.0200(11) C18 0.0537(16) 0.0753(19) 0.0476(14) 0.0188(13) 0.0190(12) 0.0448(15) C19 0.113(3) 0.123(3) 0.073(2) 0.044(2) 0.037(2) 0.093(3) C20 0.122(5) 0.141(6) 0.092(4) 0.070(4) 0.048(4) 0.098(5) C13S 0.168(6) 0.130(5) 0.095(4) -0.011(3) 0.019(4) 0.060(4) C14S 0.121(4) 0.101(4) 0.154(5) 0.037(3) 0.077(4) 0.045(3) C15S 0.108(3) 0.079(3) 0.087(3) 0.021(2) 0.019(2) 0.065(3) N1S 0.087(2) 0.0637(17) 0.0707(18) 0.0094(14) 0.0218(16) 0.0347(17) O1S 0.108(2) 0.126(3) 0.173(3) 0.039(2) 0.062(2) 0.084(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 C1 1.976(2) . ? Pd1 C11 1.977(2) . ? Pd1 Br1 2.4700(3) . ? Pd1 Br2 2.4816(3) . ? S1 C1 1.715(2) . ? S1 C7 1.745(2) . ? S2 C11 1.710(2) . ? S2 C17 1.739(3) . ? N1 C1 1.328(3) . ? N1 C2 1.408(3) . ? N1 C8 1.456(3) . ? N2 C11 1.317(3) . ? N2 C12 1.408(3) . ? N2 C18 1.474(3) . ? C2 C7 1.383(3) . ? C2 C3 1.388(3) . ? C3 C4 1.376(4) . ? C4 C5 1.397(4) . ? C5 C6 1.376(4) . ? C6 C7 1.383(3) . ? C8 C9 1.490(5) . ? C9 C10 1.179(6) . ? C9 C10A 1.181(5) . ? C12 C17 1.388(4) . ? C12 C13 1.392(4) . ? C13 C14 1.375(4) . ? C14 C15 1.385(5) . ? C15 C16 1.367(4) . ? C16 C17 1.394(4) . ? C18 C19 1.478(5) . ? C19 C20A 1.179(5) . ? C19 C20 1.212(6) . ? C13S N1S 1.441(5) . ? C14S N1S 1.425(5) . ? C15S O1S 1.227(5) . ? C15S N1S 1.325(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 C1 Pd1 C11 89.78(9) . . ? C1 Pd1 Br1 88.91(6) . . ? C11 Pd1 Br1 173.66(7) . . ? C1 Pd1 Br2 174.15(7) . . ? C11 Pd1 Br2 88.68(6) . . ? Br1 Pd1 Br2 93.216(12) . . ? C1 S1 C7 92.46(11) . . ? C11 S2 C17 92.47(12) . . ? C1 N1 C2 115.29(19) . . ? C1 N1 C8 123.0(2) . . ? C2 N1 C8 121.7(2) . . ? C11 N2 C12 115.4(2) . . ? C11 N2 C18 123.3(2) . . ? C12 N2 C18 121.2(2) . . ? N1 C1 S1 110.81(16) . . ? N1 C1 Pd1 129.99(17) . . ? S1 C1 Pd1 119.16(13) . . ? C7 C2 C3 121.2(2) . . ? C7 C2 N1 112.2(2) . . ? C3 C2 N1 126.7(2) . . ? C4 C3 C2 117.6(2) . . ? C3 C4 C5 121.1(2) . . ? C6 C5 C4 121.2(3) . . ? C5 C6 C7 117.7(3) . . ? C2 C7 C6 121.3(2) . . ? C2 C7 S1 109.28(17) . . ? C6 C7 S1 129.4(2) . . ? N1 C8 C9 113.9(3) . . ? C10 C9 C10A 82.8(9) . . ? C10 C9 C8 132.8(6) . . ? C10A C9 C8 134.6(9) . . ? N2 C11 S2 111.08(17) . . ? N2 C11 Pd1 130.00(18) . . ? S2 C11 Pd1 118.89(13) . . ? C17 C12 C13 120.8(2) . . ? C17 C12 N2 111.8(2) . . ? C13 C12 N2 127.4(2) . . ? C14 C13 C12 117.2(3) . . ? C13 C14 C15 122.2(3) . . ? C16 C15 C14 120.8(3) . . ? C15 C16 C17 118.0(3) . . ? C12 C17 C16 121.0(2) . . ? C12 C17 S2 109.21(18) . . ? C16 C17 S2 129.8(2) . . ? N2 C18 C19 113.5(3) . . ? C20A C19 C20 86.4(8) . . ? C20A C19 C18 133.0(8) . . ? C20 C19 C18 137.0(6) . . ? O1S C15S N1S 126.1(4) . . ? C15S N1S C14S 122.2(4) . . ? C15S N1S C13S 120.8(4) . . ? C14S N1S C13S 117.0(4) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.461 _refine_diff_density_min -0.332 _refine_diff_density_rms 0.076 # Attachment 'complex_2.cif' data_5261 _database_code_depnum_ccdc_archive 'CCDC 646369' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H9 Br2 N Pd S' _chemical_formula_weight 441.46 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 8.5895(5) _cell_length_b 16.0336(9) _cell_length_c 17.2939(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2381.7(2) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3813 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 28.78 _exptl_crystal_description PLATE _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.462 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 8.408 _exptl_absorpt_correction_type 'Sadabs, (Sheldrick 2001)' _exptl_absorpt_correction_T_min 0.2841 _exptl_absorpt_correction_T_max 0.5527 _exptl_absorpt_process_details ? _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 15763 _diffrn_reflns_av_R_equivalents 0.0364 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2732 _reflns_number_gt 2312 _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^)+(0.0351P)^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 2732 _refine_ls_number_parameters 148 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0324 _refine_ls_R_factor_gt 0.0253 _refine_ls_wR_factor_ref 0.0616 _refine_ls_wR_factor_gt 0.0595 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 0.27620(3) 1.021592(14) 0.489063(13) 0.02350(8) Uani 1 1 d . . . Br1 Br 0.21389(4) 0.96426(2) 0.617333(17) 0.02985(10) Uani 1 1 d . . . Br2 Br 0.42574(4) 1.13951(2) 0.544004(19) 0.03563(10) Uani 1 1 d . . . S1 S 0.04926(10) 0.85415(5) 0.47439(5) 0.02760(18) Uani 1 1 d . . . N1 N 0.1980(3) 0.91599(16) 0.36295(14) 0.0246(6) Uani 1 1 d . . . C1 C 0.1734(3) 0.92748(18) 0.43811(17) 0.0225(6) Uani 1 1 d . . . C2 C 0.1193(4) 0.84848(18) 0.32981(17) 0.0241(6) Uani 1 1 d . . . C3 C 0.1252(4) 0.82212(19) 0.25347(18) 0.0307(7) Uani 1 1 d . . . H3 H 0.1869 0.8500 0.2168 0.037 Uiso 1 1 calc R . . C4 C 0.0378(4) 0.7539(2) 0.23343(19) 0.0352(8) Uani 1 1 d . . . H4 H 0.0406 0.7343 0.1822 0.042 Uiso 1 1 calc R . . C5 C -0.0551(4) 0.7132(2) 0.2876(2) 0.0340(8) Uani 1 1 d . . . H5 H -0.1147 0.6670 0.2720 0.041 Uiso 1 1 calc R . . C6 C -0.0620(4) 0.7390(2) 0.36338(19) 0.0306(7) Uani 1 1 d . . . H6 H -0.1252 0.7114 0.3997 0.037 Uiso 1 1 calc R . . C7 C 0.0283(4) 0.80727(18) 0.38415(16) 0.0247(6) Uani 1 1 d . . . C8 C 0.3168(4) 0.9659(2) 0.32384(18) 0.0289(7) Uani 1 1 d . . . H8A H 0.2821 0.9797 0.2714 0.035 Uiso 1 1 calc R . . H8B H 0.4138 0.9339 0.3199 0.035 Uiso 1 1 calc R . . C9 C 0.3445(4) 1.0443(2) 0.36902(17) 0.0259(7) Uani 1 1 d . . . C10 C 0.2252(4) 1.0978(2) 0.38773(18) 0.0282(7) Uani 1 1 d . . . H9A H 0.447(4) 1.063(2) 0.3725(18) 0.027(9) Uiso 1 1 d . . . H10A H 0.244(3) 1.153(2) 0.4073(19) 0.030(9) Uiso 1 1 d . . . H10B H 0.114(4) 1.080(2) 0.3749(17) 0.030(9) Uiso 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 0.02803(14) 0.02553(14) 0.01693(13) 0.00235(9) -0.00072(9) 0.00036(9) Br1 0.0353(2) 0.03630(19) 0.01800(16) 0.00317(12) 0.00106(12) 0.00153(14) Br2 0.0454(2) 0.03489(19) 0.02663(18) -0.00024(13) -0.00419(15) -0.00767(15) S1 0.0356(4) 0.0271(4) 0.0201(4) 0.0010(3) 0.0044(3) -0.0019(3) N1 0.0269(14) 0.0281(14) 0.0187(12) 0.0033(10) 0.0010(10) 0.0022(11) C1 0.0264(15) 0.0221(15) 0.0188(14) 0.0013(11) 0.0010(12) 0.0044(12) C2 0.0258(16) 0.0257(16) 0.0208(15) 0.0012(12) -0.0023(13) 0.0047(12) C3 0.0345(18) 0.0342(18) 0.0233(16) 0.0008(13) -0.0014(14) 0.0005(15) C4 0.045(2) 0.0345(18) 0.0259(18) -0.0085(14) -0.0034(15) 0.0069(15) C5 0.042(2) 0.0258(17) 0.0339(18) 0.0002(14) -0.0105(15) 0.0005(14) C6 0.0307(17) 0.0295(17) 0.0316(18) 0.0049(14) -0.0006(14) -0.0006(13) C7 0.0267(16) 0.0261(16) 0.0213(15) -0.0008(12) -0.0003(12) 0.0046(12) C8 0.0317(17) 0.0336(18) 0.0215(15) 0.0028(13) 0.0026(13) -0.0008(13) C9 0.0274(17) 0.0332(17) 0.0169(15) 0.0071(12) 0.0027(13) -0.0041(14) C10 0.0316(18) 0.0305(18) 0.0224(16) 0.0101(13) -0.0025(13) -0.0007(14) _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 1.958(3) . ? Pd1 C10 2.181(3) . ? Pd1 C9 2.188(3) . ? Pd1 Br1 2.4601(4) . ? Pd1 Br2 2.4753(4) . ? S1 C1 1.707(3) . ? S1 C7 1.742(3) . ? N1 C1 1.330(4) . ? N1 C2 1.399(4) . ? N1 C8 1.462(4) . ? C2 C3 1.387(4) . ? C2 C7 1.390(4) . ? C3 C4 1.370(5) . ? C4 C5 1.393(5) . ? C5 C6 1.375(5) . ? C6 C7 1.389(4) . ? C8 C9 1.500(4) . ? C9 C10 1.374(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 C1 Pd1 C10 88.84(13) . . ? C1 Pd1 C9 79.76(12) . . ? C10 Pd1 C9 36.67(12) . . ? C1 Pd1 Br1 91.13(8) . . ? C10 Pd1 Br1 152.91(9) . . ? C9 Pd1 Br1 167.47(9) . . ? C1 Pd1 Br2 174.55(9) . . ? C10 Pd1 Br2 89.12(10) . . ? C9 Pd1 Br2 95.62(9) . . ? Br1 Pd1 Br2 92.989(14) . . ? C1 S1 C7 91.86(15) . . ? C1 N1 C2 115.5(2) . . ? C1 N1 C8 119.2(3) . . ? C2 N1 C8 124.8(2) . . ? N1 C1 S1 111.3(2) . . ? N1 C1 Pd1 118.4(2) . . ? S1 C1 Pd1 130.34(17) . . ? C3 C2 C7 121.3(3) . . ? C3 C2 N1 127.5(3) . . ? C7 C2 N1 111.3(3) . . ? C4 C3 C2 117.6(3) . . ? C3 C4 C5 121.2(3) . . ? C6 C5 C4 121.7(3) . . ? C5 C6 C7 117.3(3) . . ? C6 C7 C2 120.9(3) . . ? C6 C7 S1 129.0(2) . . ? C2 C7 S1 110.0(2) . . ? N1 C8 C9 109.2(3) . . ? C10 C9 C8 121.9(3) . . ? C10 C9 Pd1 71.38(17) . . ? C8 C9 Pd1 108.2(2) . . ? C9 C10 Pd1 71.94(17) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.610 _refine_diff_density_min -0.402 _refine_diff_density_rms 0.111 # Attachment 'complex_3_CIF_.txt' data_5260 _database_code_depnum_ccdc_archive 'CCDC 646370' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H14 Br2 N2 Pd S2' _chemical_formula_weight 576.64 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' _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 8.5410(9) _cell_length_b 9.6467(10) _cell_length_c 12.0119(13) _cell_angle_alpha 88.974(3) _cell_angle_beta 82.492(3) _cell_angle_gamma 75.166(2) _cell_volume 948.38(17) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 965 _cell_measurement_theta_min 2.75 _cell_measurement_theta_max 24.42 _exptl_crystal_description NEEDLE _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.019 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 5.413 _exptl_absorpt_correction_type 'Sadabs, (Sheldrick 2001)' _exptl_absorpt_correction_T_min 0.2935 _exptl_absorpt_correction_T_max 0.8995 _exptl_absorpt_process_details ? _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 6316 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0801 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3349 _reflns_number_gt 2251 _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^)+(0.0778P)^2^+4.4964P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3349 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1314 _refine_ls_R_factor_gt 0.0908 _refine_ls_wR_factor_ref 0.2038 _refine_ls_wR_factor_gt 0.1861 _refine_ls_goodness_of_fit_ref 1.156 _refine_ls_restrained_S_all 1.156 _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 0.23440(12) 0.29103(10) 0.78824(9) 0.0364(3) Uani 1 1 d . . . Br1 Br 0.47318(17) 0.12902(15) 0.84970(14) 0.0494(5) Uani 1 1 d . . . Br2 Br -0.0105(2) 0.45163(17) 0.73426(16) 0.0650(6) Uani 1 1 d . . . S1 S 0.2756(6) 0.1467(5) 0.5505(3) 0.0714(15) Uani 1 1 d . . . S2 S 0.2861(5) 0.6381(4) 1.0292(4) 0.0543(11) Uani 1 1 d . . . N1 N 0.1635(14) 0.0224(12) 0.7130(10) 0.045(3) Uani 1 1 d . . . N2 N 0.2804(13) 0.4580(10) 0.8770(10) 0.041(3) Uani 1 1 d . . . C1 C 0.2102(14) 0.1407(13) 0.6911(11) 0.033(3) Uani 1 1 d . . . C2 C 0.1710(16) -0.0682(14) 0.6209(13) 0.042(4) Uani 1 1 d . . . C3 C 0.1300(19) -0.1986(16) 0.6241(15) 0.061(4) Uani 1 1 d . . . H3 H 0.0910 -0.2363 0.6917 0.074 Uiso 1 1 calc R . . C4 C 0.150(2) -0.2708(15) 0.5210(15) 0.062(5) Uani 1 1 d . . . H4 H 0.1202 -0.3578 0.5187 0.075 Uiso 1 1 calc R . . C5 C 0.212(2) -0.218(2) 0.4244(15) 0.068(5) Uani 1 1 d . . . H5 H 0.2248 -0.2691 0.3566 0.081 Uiso 1 1 calc R . . C6 C 0.256(2) -0.092(2) 0.4237(15) 0.074(5) Uani 1 1 d . . . H6 H 0.2980 -0.0558 0.3565 0.089 Uiso 1 1 calc R . . C7 C 0.2370(18) -0.0191(17) 0.5254(13) 0.055(4) Uani 1 1 d . . . C8 C 0.1016(19) -0.0098(17) 0.8255(12) 0.054(4) Uani 1 1 d . . . H8A H 0.1681 -0.1038 0.8445 0.065 Uiso 1 1 calc R . . H8B H 0.1202 0.0607 0.8766 0.065 Uiso 1 1 calc R . . C9 C -0.061(2) -0.0121(18) 0.8483(12) 0.056(4) Uani 1 1 d . . . H9 H -0.1380 0.0688 0.8266 0.068 Uiso 1 1 calc R . . C10 C -0.121(2) -0.117(2) 0.8979(15) 0.078(6) Uani 1 1 d . . . H10A H -0.0497 -0.2002 0.9213 0.094 Uiso 1 1 calc R . . H10B H -0.2344 -0.1068 0.9092 0.094 Uiso 1 1 calc R . . C11 C 0.2266(16) 0.4948(13) 0.9793(12) 0.042(3) Uani 1 1 d . . . H11 H 0.1591 0.4472 1.0246 0.051 Uiso 1 1 calc R . . C12 C 0.3771(16) 0.5417(13) 0.8270(13) 0.043(4) Uani 1 1 d . . . C13 C 0.4542(18) 0.5250(14) 0.7192(13) 0.052(4) Uani 1 1 d . . . H13 H 0.4430 0.4527 0.6717 0.062 Uiso 1 1 calc R . . C14 C 0.550(2) 0.6178(17) 0.6817(16) 0.066(5) Uani 1 1 d . . . H14 H 0.6054 0.6079 0.6083 0.079 Uiso 1 1 calc R . . C15 C 0.563(2) 0.7262(18) 0.7536(19) 0.075(6) Uani 1 1 d . . . H15 H 0.6255 0.7900 0.7269 0.091 Uiso 1 1 calc R . . C16 C 0.489(2) 0.7403(15) 0.8581(16) 0.057(4) Uani 1 1 d . . . H16 H 0.5001 0.8128 0.9055 0.068 Uiso 1 1 calc R . . C17 C 0.3966(16) 0.6479(13) 0.8966(13) 0.044(4) 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 0.0446(6) 0.0310(6) 0.0398(7) -0.0085(5) -0.0116(5) -0.0174(4) Br1 0.0491(9) 0.0386(8) 0.0625(11) -0.0115(7) -0.0163(8) -0.0094(6) Br2 0.0658(12) 0.0547(10) 0.0763(13) -0.0169(9) -0.0339(10) -0.0053(8) S1 0.106(4) 0.086(3) 0.040(2) -0.018(2) 0.009(2) -0.065(3) S2 0.069(3) 0.034(2) 0.064(3) -0.0199(19) -0.022(2) -0.0123(17) N1 0.056(8) 0.042(7) 0.046(8) -0.010(6) -0.011(6) -0.023(6) N2 0.057(7) 0.023(6) 0.049(8) -0.006(5) -0.021(6) -0.014(5) C1 0.025(7) 0.037(7) 0.040(8) -0.011(6) 0.003(6) -0.015(5) C2 0.038(8) 0.036(8) 0.054(10) -0.025(7) -0.005(7) -0.011(6) C3 0.076(12) 0.044(9) 0.067(12) -0.007(8) -0.010(9) -0.021(8) C4 0.090(13) 0.031(8) 0.073(13) -0.025(8) -0.028(10) -0.017(8) C5 0.072(12) 0.077(13) 0.050(11) -0.032(10) -0.013(9) -0.008(10) C6 0.083(13) 0.106(15) 0.051(11) -0.022(10) -0.008(9) -0.052(11) C7 0.052(10) 0.072(11) 0.049(10) -0.024(8) 0.004(8) -0.036(8) C8 0.072(11) 0.066(10) 0.045(9) -0.014(8) 0.000(8) -0.058(9) C9 0.069(11) 0.061(10) 0.035(9) -0.020(8) -0.002(8) -0.011(8) C10 0.080(13) 0.102(15) 0.075(13) -0.001(11) -0.013(10) -0.064(12) C11 0.052(9) 0.027(7) 0.052(10) -0.011(7) -0.023(7) -0.010(6) C12 0.043(8) 0.022(7) 0.065(11) -0.018(7) -0.021(7) -0.005(6) C13 0.064(10) 0.035(8) 0.061(11) -0.018(7) -0.021(8) -0.014(7) C14 0.081(12) 0.052(10) 0.077(13) 0.007(9) -0.019(10) -0.033(9) C15 0.080(13) 0.054(11) 0.104(17) -0.010(11) -0.021(12) -0.035(10) C16 0.078(12) 0.029(8) 0.076(13) -0.007(8) -0.033(10) -0.023(8) C17 0.041(8) 0.028(7) 0.066(10) -0.007(7) -0.027(7) -0.004(6) _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 1.945(11) . ? Pd1 N2 2.093(9) . ? Pd1 Br2 2.419(2) . ? Pd1 Br1 2.4221(19) . ? S1 C1 1.712(13) . ? S1 C7 1.752(15) . ? S2 C11 1.731(12) . ? S2 C17 1.756(17) . ? N1 C1 1.314(15) . ? N1 C2 1.406(15) . ? N1 C8 1.444(18) . ? N2 C11 1.278(17) . ? N2 C12 1.374(18) . ? C2 C7 1.34(2) . ? C2 C3 1.387(18) . ? C3 C4 1.40(2) . ? C4 C5 1.36(2) . ? C5 C6 1.36(2) . ? C6 C7 1.39(2) . ? C8 C9 1.386(19) . ? C9 C10 1.34(2) . ? C12 C13 1.37(2) . ? C12 C17 1.390(16) . ? C13 C14 1.39(2) . ? C14 C15 1.40(2) . ? C15 C16 1.32(2) . ? C16 C17 1.37(2) . ? 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 N2 173.1(5) . . ? C1 Pd1 Br2 90.5(4) . . ? N2 Pd1 Br2 90.4(3) . . ? C1 Pd1 Br1 90.1(4) . . ? N2 Pd1 Br1 89.2(3) . . ? Br2 Pd1 Br1 177.63(9) . . ? C1 S1 C7 91.9(7) . . ? C11 S2 C17 88.7(7) . . ? C1 N1 C2 116.7(12) . . ? C1 N1 C8 121.4(11) . . ? C2 N1 C8 121.8(11) . . ? C11 N2 C12 112.4(11) . . ? C11 N2 Pd1 126.5(9) . . ? C12 N2 Pd1 121.2(9) . . ? N1 C1 S1 109.7(9) . . ? N1 C1 Pd1 132.0(10) . . ? S1 C1 Pd1 118.0(6) . . ? C7 C2 C3 121.7(13) . . ? C7 C2 N1 111.4(12) . . ? C3 C2 N1 126.7(15) . . ? C2 C3 C4 116.3(16) . . ? C5 C4 C3 121.4(14) . . ? C6 C5 C4 121.3(15) . . ? C5 C6 C7 118.1(17) . . ? C2 C7 C6 121.1(14) . . ? C2 C7 S1 110.1(10) . . ? C6 C7 S1 128.6(14) . . ? C9 C8 N1 118.6(14) . . ? C10 C9 C8 127.3(17) . . ? N2 C11 S2 115.6(11) . . ? C13 C12 N2 125.3(11) . . ? C13 C12 C17 120.2(13) . . ? N2 C12 C17 114.5(14) . . ? C12 C13 C14 118.2(13) . . ? C13 C14 C15 120.0(17) . . ? C16 C15 C14 121.3(16) . . ? C15 C16 C17 119.3(14) . . ? C16 C17 C12 121.0(15) . . ? C16 C17 S2 130.2(11) . . ? C12 C17 S2 108.8(11) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.487 _refine_diff_density_min -0.756 _refine_diff_density_rms 0.189