data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Prof Alexei Demchenko' _publ_contact_author_email DEMCHENKOA@UMSL.EDU _publ_section_title ; 4-(Pyridin-2-yl)thiazole-2-yl thioglycosides as bidentate ligands for oligosaccharide synthesis via temporary deactivation ; loop_ _publ_author_name 'Alexei Demchenko' 'Papapida Pornsuriyasak' 'Nigam Rath' # Attachment 'd14407.cif' data_d14407 _database_code_depnum_ccdc_archive 'CCDC 693543' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H28 Br2 N2 O8 Pd S2, C3 H6 O, H2 O' _chemical_formula_sum 'C38 H36 Br2 N2 O10 Pd S2' _chemical_formula_weight 1011.03 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 26.134(2) _cell_length_b 6.6651(5) _cell_length_c 26.550(3) _cell_angle_alpha 90.00 _cell_angle_beta 118.580(4) _cell_angle_gamma 90.00 _cell_volume 4061.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9757 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 24.17 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas no _exptl_crystal_density_diffrn 1.654 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2024 _exptl_absorpt_coefficient_mu 2.585 _exptl_absorpt_correction_type numerical # _exptl_absorpt_correction_T_min 0.3640 # _exptl_absorpt_correction_T_max 0.9265 _exptl_absorpt_correction_T_min 0.7693 _exptl_absorpt_correction_T_max 0.9132 _exptl_absorpt_process_details 'sadabs v2007/2' _exptl_special_details ; H atoms were treated by a combination of independent and constrained refinement. ; _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_reflns_number 41064 _diffrn_reflns_av_R_equivalents 0.0639 _diffrn_reflns_av_sigmaI/netI 0.0684 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7012 _reflns_number_gt 5301 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker-Apex II' _computing_cell_refinement 'Bruker-Apex II' _computing_data_reduction Bruker-SAINT _computing_structure_solution 'Bruker-SHELXTL (Sheldrick, 2006)' _computing_structure_refinement 'Bruker-SHELXTL (Sheldrick, 2006)' _computing_molecular_graphics 'Bruker-SHELXTL (Sheldrick, 2006)' _computing_publication_material 'Bruker-SHELXTL (Sheldrick, 2006)' _chemical_absolute_configuration ad _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^)+(0.0397P)^2^+12.5511P] 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 noref _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 0.012(13) _refine_ls_number_reflns 7012 _refine_ls_number_parameters 484 _refine_ls_number_restraints 145 _refine_ls_R_factor_all 0.0716 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.0950 _refine_ls_wR_factor_gt 0.0851 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.005 _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 -0.329814(16) 0.57748(10) -0.011767(16) 0.01897(12) Uani 1 1 d . . . Br1 Br -0.41444(2) 0.57294(19) -0.10541(2) 0.03236(16) Uani 1 1 d . . . Br2 Br -0.39535(2) 0.58334(18) 0.02764(2) 0.02879(16) Uani 1 1 d . . . S1 S -0.15973(6) 0.5719(5) 0.16307(6) 0.0291(3) Uani 1 1 d . . . S2 S -0.28022(6) 0.5742(5) 0.15237(5) 0.0231(3) Uani 1 1 d . . . O1 O -0.1876(2) 0.5314(6) 0.25549(18) 0.0320(14) Uani 1 1 d . . . O2 O -0.30731(18) 0.8783(6) 0.22039(18) 0.0232(10) Uani 1 1 d . . . O3 O -0.3744(2) 0.6400(7) 0.2056(2) 0.0543(17) Uani 1 1 d . . . O4 O -0.2469(2) 0.8901(9) 0.3425(2) 0.0339(14) Uani 1 1 d . A . O5 O -0.2218(4) 1.2124(11) 0.3437(3) 0.084(3) Uani 1 1 d . A . O6 O -0.12788(19) 0.8068(7) 0.39263(18) 0.0302(11) Uani 1 1 d . . . O7 O -0.1102(4) 0.5363(9) 0.4495(3) 0.096(3) Uani 1 1 d . . . O8 O -0.0702(2) 0.4018(8) 0.3023(2) 0.0450(14) Uani 1 1 d . . . H8A H -0.0863 0.2969 0.2840 0.067 Uiso 1 1 calc R . . N1 N -0.27223(19) 0.5756(14) -0.04392(18) 0.0227(10) Uani 1 1 d . . . N2 N -0.25192(17) 0.5802(14) 0.06543(17) 0.0193(10) Uani 1 1 d . . . C1 C -0.2853(3) 0.5787(16) -0.1002(2) 0.0287(13) Uani 1 1 d . . . H1A H -0.3250 0.5744 -0.1290 0.034 Uiso 1 1 calc R . . C2 C -0.2432(3) 0.5877(16) -0.1164(3) 0.0309(15) Uani 1 1 d . . . H2A H -0.2538 0.5958 -0.1560 0.037 Uiso 1 1 calc R . . C3 C -0.1857(3) 0.5849(18) -0.0760(3) 0.0389(16) Uani 1 1 d . . . H3A H -0.1562 0.5862 -0.0872 0.047 Uiso 1 1 calc R . . C4 C -0.1709(2) 0.5802(18) -0.0180(2) 0.0295(13) Uani 1 1 d . . . H4A H -0.1313 0.5798 0.0109 0.035 Uiso 1 1 calc R . . C5 C -0.2149(2) 0.5762(16) -0.0037(2) 0.0231(12) Uani 1 1 d . . . C6 C -0.2042(2) 0.5738(17) 0.0554(2) 0.0217(12) Uani 1 1 d . . . C7 C -0.1522(2) 0.5757(17) 0.1034(2) 0.0276(13) Uani 1 1 d . . . H7 H -0.1157 0.5787 0.1036 0.033 Uiso 1 1 calc R . . C8 C -0.2347(2) 0.5793(16) 0.1209(2) 0.0222(12) Uani 1 1 d . . . C9 C -0.2303(3) 0.6766(10) 0.2219(3) 0.0267(17) Uani 1 1 d . . . H9A H -0.2104 0.7969 0.2167 0.032 Uiso 1 1 calc R . . C10 C -0.2622(3) 0.7365(10) 0.2542(3) 0.0213(15) Uani 1 1 d . . . H10A H -0.2794 0.6158 0.2628 0.026 Uiso 1 1 calc R . . C11 C -0.2186(3) 0.8373(10) 0.3093(3) 0.0241(15) Uani 1 1 d . . . H11A H -0.2026 0.9604 0.3003 0.029 Uiso 1 1 calc R . . C12 C -0.1696(3) 0.6893(10) 0.3431(3) 0.0271(17) Uani 1 1 d . . . H12A H -0.1844 0.5724 0.3559 0.032 Uiso 1 1 calc R . . C13 C -0.1414(3) 0.6197(10) 0.3084(3) 0.030(2) Uani 1 1 d . . . H13A H -0.1236 0.7366 0.2989 0.036 Uiso 1 1 calc R . . C14 C -0.3629(3) 0.8081(11) 0.1958(3) 0.0309(17) Uani 1 1 d . . . C15 C -0.4053(4) 0.9525(12) 0.1557(4) 0.024(2) Uani 1 1 d . . . C16 C -0.3937(4) 1.1509(12) 0.1569(4) 0.032(3) Uani 1 1 d . . . H16A H -0.3573 1.2036 0.1848 0.039 Uiso 1 1 calc R . . C17 C -0.4358(4) 1.2762(14) 0.1166(4) 0.038(2) Uani 1 1 d . . . H17A H -0.4285 1.4162 0.1178 0.046 Uiso 1 1 calc R . . C18 C -0.4882(5) 1.2005(17) 0.0746(4) 0.045(3) Uani 1 1 d . . . H18A H -0.5161 1.2865 0.0461 0.054 Uiso 1 1 calc R . . C19 C -0.4994(5) 1.0019(17) 0.0746(5) 0.056(4) Uani 1 1 d . . . H19A H -0.5358 0.9498 0.0465 0.067 Uiso 1 1 calc R . . C20 C -0.4591(4) 0.8752(14) 0.1144(5) 0.051(3) Uani 1 1 d . . . H20A H -0.4674 0.7363 0.1140 0.061 Uiso 1 1 calc R . . C21 C -0.2446(3) 1.082(3) 0.3569(3) 0.0502(19) Uani 1 1 d . . . C22 C -0.2677(10) 1.111(3) 0.3969(10) 0.091(5) Uani 0.50 1 d PGU A 1 C23 C -0.2587(11) 1.296(3) 0.4240(12) 0.128(6) Uani 0.50 1 d PGU A 1 H23A H -0.2389 1.3994 0.4157 0.153 Uiso 0.50 1 calc PR A 1 C24 C -0.2788(10) 1.329(3) 0.4633(10) 0.180(8) Uani 0.50 1 d PGU A 1 H24A H -0.2727 1.4555 0.4818 0.216 Uiso 0.50 1 calc PR A 1 C25 C -0.3077(9) 1.177(3) 0.4755(7) 0.161(8) Uani 0.50 1 d PGU A 1 H25A H -0.3214 1.2002 0.5023 0.194 Uiso 0.50 1 calc PR A 1 C26 C -0.3166(8) 0.992(3) 0.4483(8) 0.186(8) Uani 0.50 1 d PGU A 1 H26A H -0.3364 0.8888 0.4566 0.223 Uiso 0.50 1 calc PR A 1 C27 C -0.2966(8) 0.959(3) 0.4091(8) 0.129(6) Uani 0.50 1 d PGU A 1 H27A H -0.3027 0.8327 0.3905 0.154 Uiso 0.50 1 calc PR A 1 C22' C -0.2770(9) 1.159(3) 0.3864(10) 0.091(5) Uani 0.50 1 d PGU A 2 C23' C -0.2654(10) 1.340(3) 0.4160(12) 0.128(6) Uani 0.50 1 d PGU A 2 H23B H -0.2328 1.4180 0.4213 0.153 Uiso 0.50 1 calc PR A 2 C24' C -0.3013(11) 1.406(3) 0.4378(10) 0.180(8) Uani 0.50 1 d PGU A 2 H24B H -0.2934 1.5292 0.4580 0.216 Uiso 0.50 1 calc PR A 2 C25' C -0.3490(10) 1.291(3) 0.4300(8) 0.161(8) Uani 0.50 1 d PGU A 2 H25B H -0.3736 1.3360 0.4449 0.194 Uiso 0.50 1 calc PR A 2 C26' C -0.3607(7) 1.110(3) 0.4004(8) 0.186(8) Uani 0.50 1 d PGU A 2 H26B H -0.3932 1.0317 0.3951 0.223 Uiso 0.50 1 calc PR A 2 C27' C -0.3247(8) 1.044(3) 0.3787(7) 0.129(6) Uani 0.50 1 d PGU A 2 H27B H -0.3327 0.9205 0.3585 0.154 Uiso 0.50 1 calc PR A 2 C28 C -0.1048(4) 0.7141(13) 0.4449(4) 0.049(2) Uani 1 1 d . . . C29 C -0.0739(3) 0.8539(11) 0.4926(3) 0.0357(18) Uani 1 1 d . . . C30 C -0.0401(5) 0.7772(15) 0.5469(4) 0.082(4) Uani 1 1 d . . . H30A H -0.0351 0.6361 0.5518 0.098 Uiso 1 1 calc R . . C31 C -0.0135(4) 0.8994(16) 0.5940(4) 0.073(3) Uani 1 1 d . . . H31A H 0.0091 0.8430 0.6310 0.088 Uiso 1 1 calc R . . C32 C -0.0194(3) 1.092(2) 0.5877(3) 0.057(3) Uani 1 1 d . . . H32A H -0.0011 1.1769 0.6204 0.069 Uiso 1 1 calc R . . C33 C -0.0515(6) 1.1752(15) 0.5350(4) 0.113(5) Uani 1 1 d . . . H33A H -0.0553 1.3168 0.5308 0.136 Uiso 1 1 calc R . . C34 C -0.0794(4) 1.0488(15) 0.4860(3) 0.056(2) Uani 1 1 d . . . H34A H -0.1018 1.1053 0.4490 0.068 Uiso 1 1 calc R . . C35 C -0.0961(3) 0.4583(12) 0.3373(3) 0.045(2) Uani 1 1 d . . . H35A H -0.0655 0.5078 0.3748 0.054 Uiso 1 1 calc R . . H35B H -0.1145 0.3394 0.3443 0.054 Uiso 1 1 calc R . . O1S O -0.0331(3) 0.7428(11) 0.2653(3) 0.0649(19) Uani 1 1 d . . . C1S C 0.0056(8) 0.769(3) 0.2555(5) 0.119(6) Uani 1 1 d . . . C2S C 0.0382(8) 0.951(3) 0.2534(9) 0.226(7) Uani 1 1 d . . . H2SA H 0.0266 1.0675 0.2680 0.339 Uiso 1 1 calc R . . H2SB H 0.0293 0.9763 0.2136 0.339 Uiso 1 1 calc R . . H2SC H 0.0802 0.9284 0.2770 0.339 Uiso 1 1 calc R . . C3S C 0.0215(8) 0.603(4) 0.2366(9) 0.226(7) Uani 1 1 d . . . H3SA H 0.0003 0.4864 0.2393 0.339 Uiso 1 1 calc R . . H3SB H 0.0635 0.5811 0.2602 0.339 Uiso 1 1 calc R . . H3SC H 0.0123 0.6229 0.1965 0.339 Uiso 1 1 calc R . . O2S O -0.1264(2) 0.0492(13) 0.2417(2) 0.0678(19) Uani 1 1 d . . . H1S H -0.0908 0.0760 0.2457 0.102 Uiso 1 1 d R . . H1S' H -0.1344 -0.0611 0.2234 0.102 Uiso 1 1 d 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 0.0182(2) 0.01391(19) 0.0199(2) -0.0015(4) 0.00510(18) -0.0013(4) Br1 0.0273(3) 0.0376(3) 0.0230(3) 0.0003(6) 0.0046(3) -0.0020(7) Br2 0.0191(3) 0.0364(3) 0.0244(3) -0.0027(6) 0.0053(2) -0.0006(6) S1 0.0179(7) 0.0241(7) 0.0313(8) -0.0016(15) 0.0005(6) 0.0013(14) S2 0.0198(7) 0.0204(6) 0.0199(7) 0.0028(14) 0.0021(6) -0.0026(15) O1 0.034(3) 0.024(4) 0.024(2) -0.0006(19) 0.002(2) 0.009(2) O2 0.019(3) 0.022(2) 0.025(3) 0.0031(19) 0.008(2) -0.0027(19) O3 0.029(3) 0.032(4) 0.084(4) 0.020(3) 0.013(3) -0.008(2) O4 0.026(3) 0.054(4) 0.021(3) 0.006(3) 0.010(2) -0.004(3) O5 0.171(9) 0.034(4) 0.093(6) -0.013(4) 0.099(7) 0.002(5) O6 0.024(3) 0.033(3) 0.018(3) 0.003(2) -0.002(2) 0.007(2) O7 0.163(7) 0.032(5) 0.024(3) 0.011(3) -0.009(3) 0.015(4) O8 0.034(3) 0.044(3) 0.035(3) -0.011(2) -0.001(3) 0.014(2) N1 0.032(3) 0.013(2) 0.026(3) 0.001(5) 0.017(2) 0.004(5) N2 0.021(2) 0.008(2) 0.025(3) -0.004(5) 0.008(2) -0.005(5) C1 0.041(4) 0.012(3) 0.034(3) -0.001(6) 0.018(3) 0.002(6) C2 0.051(4) 0.011(3) 0.043(4) 0.009(5) 0.033(4) 0.005(6) C3 0.048(4) 0.020(3) 0.068(5) -0.004(7) 0.044(4) -0.001(7) C4 0.025(3) 0.019(3) 0.044(4) 0.000(6) 0.016(3) 0.000(6) C5 0.025(3) 0.006(2) 0.039(3) -0.001(6) 0.016(3) 0.003(6) C6 0.017(3) 0.012(2) 0.034(3) 0.001(6) 0.010(3) 0.008(5) C7 0.016(3) 0.016(3) 0.045(4) -0.006(6) 0.010(3) -0.002(6) C8 0.018(3) 0.011(2) 0.024(3) -0.006(5) -0.001(2) -0.002(6) C9 0.027(4) 0.021(3) 0.018(4) 0.001(3) 0.000(4) 0.005(3) C10 0.012(4) 0.026(3) 0.024(4) 0.008(3) 0.007(3) 0.000(3) C11 0.025(4) 0.025(4) 0.020(4) 0.000(3) 0.008(3) -0.002(3) C12 0.021(4) 0.033(4) 0.015(4) -0.004(3) -0.002(3) -0.003(3) C13 0.028(4) 0.027(5) 0.018(3) 0.000(3) -0.002(3) 0.011(3) C14 0.019(4) 0.034(4) 0.036(4) -0.002(3) 0.009(4) 0.000(3) C15 0.011(4) 0.030(5) 0.021(5) 0.000(4) 0.000(4) 0.000(4) C16 0.021(5) 0.038(5) 0.033(5) 0.008(3) 0.009(4) 0.004(3) C17 0.045(7) 0.042(5) 0.033(5) 0.004(4) 0.022(5) 0.009(5) C18 0.040(7) 0.060(8) 0.032(6) 0.014(5) 0.015(6) 0.026(6) C19 0.018(5) 0.057(7) 0.067(8) -0.011(5) 0.000(5) 0.015(4) C20 0.030(6) 0.032(5) 0.074(7) -0.006(5) 0.012(6) -0.009(4) C21 0.052(5) 0.072(6) 0.035(4) 0.002(9) 0.027(4) 0.017(9) C22 0.160(11) 0.071(13) 0.114(10) 0.050(8) 0.123(10) 0.059(9) C23 0.261(15) 0.077(12) 0.134(12) 0.040(9) 0.166(11) 0.091(11) C24 0.314(19) 0.146(17) 0.185(16) 0.066(13) 0.205(15) 0.132(15) C25 0.242(17) 0.182(18) 0.181(15) 0.105(12) 0.198(14) 0.105(14) C26 0.222(16) 0.253(19) 0.180(16) 0.108(14) 0.175(13) 0.144(15) C27 0.149(13) 0.174(15) 0.143(13) 0.110(10) 0.134(11) 0.146(11) C22' 0.160(11) 0.071(13) 0.114(10) 0.050(8) 0.123(10) 0.059(9) C23' 0.261(15) 0.077(12) 0.134(12) 0.040(9) 0.166(11) 0.091(11) C24' 0.314(19) 0.146(17) 0.185(16) 0.066(13) 0.205(15) 0.132(15) C25' 0.242(17) 0.182(18) 0.181(15) 0.105(12) 0.198(14) 0.105(14) C26' 0.222(16) 0.253(19) 0.180(16) 0.108(14) 0.175(13) 0.144(15) C27' 0.149(13) 0.174(15) 0.143(13) 0.110(10) 0.134(11) 0.146(11) C28 0.047(6) 0.038(5) 0.036(5) 0.006(4) 0.001(4) 0.012(4) C29 0.030(4) 0.044(5) 0.019(4) -0.006(3) 0.000(3) -0.001(4) C30 0.109(9) 0.050(6) 0.027(5) -0.008(4) -0.017(5) 0.012(6) C31 0.080(8) 0.070(7) 0.024(5) 0.010(5) -0.011(5) 0.007(6) C32 0.055(5) 0.074(7) 0.020(4) -0.004(7) 0.000(4) -0.038(8) C33 0.175(13) 0.051(6) 0.041(7) -0.001(5) -0.006(8) -0.043(7) C34 0.079(6) 0.033(6) 0.025(4) 0.001(4) -0.002(4) -0.014(5) C35 0.037(5) 0.046(5) 0.029(5) -0.002(4) -0.003(4) 0.018(4) O1S 0.044(4) 0.083(5) 0.071(5) -0.017(4) 0.030(4) -0.015(3) C1S 0.152(16) 0.155(15) 0.044(7) -0.013(8) 0.042(9) 0.000(13) C2S 0.212(14) 0.230(17) 0.312(18) 0.073(15) 0.187(14) -0.066(13) C3S 0.212(14) 0.230(17) 0.312(18) 0.073(15) 0.187(14) -0.066(13) O2S 0.062(3) 0.061(5) 0.056(3) -0.014(4) 0.008(3) -0.019(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 N1 2.055(4) . ? Pd1 N2 2.086(4) . ? Pd1 Br2 2.3969(7) . ? Pd1 Br1 2.4109(7) . ? S1 C7 1.688(6) . ? S1 C8 1.731(5) . ? S2 C8 1.750(6) . ? S2 C9 1.808(7) . ? O1 C9 1.422(7) . ? O1 C13 1.469(7) . ? O2 C14 1.361(8) . ? O2 C10 1.440(7) . ? O3 C14 1.220(8) . ? O4 C21 1.326(16) . ? O4 C11 1.442(8) . ? O5 C21 1.198(14) . ? O6 C28 1.368(10) . ? O6 C12 1.470(7) . ? O7 C28 1.207(11) . ? O8 C35 1.437(9) . ? O8 H8A 0.8400 . ? N1 C5 1.363(6) . ? N1 C1 1.366(6) . ? N2 C8 1.319(6) . ? N2 C6 1.395(6) . ? C1 C2 1.359(8) . ? C1 H1A 0.9500 . ? C2 C3 1.366(8) . ? C2 H2A 0.9500 . ? C3 C4 1.397(8) . ? C3 H3A 0.9500 . ? C4 C5 1.371(7) . ? C4 H4A 0.9500 . ? C5 C6 1.456(7) . ? C6 C7 1.347(7) . ? C7 H7 0.9500 . ? C9 C10 1.510(9) . ? C9 H9A 1.0000 . ? C10 C11 1.515(9) . ? C10 H10A 1.0000 . ? C11 C12 1.523(9) . ? C11 H11A 1.0000 . ? C12 C13 1.502(9) . ? C12 H12A 1.0000 . ? C13 C35 1.508(9) . ? C13 H13A 1.0000 . ? C14 C15 1.468(11) . ? C15 C16 1.354(10) . ? C15 C20 1.404(13) . ? C16 C17 1.388(12) . ? C16 H16A 0.9500 . ? C17 C18 1.383(14) . ? C17 H17A 0.9500 . ? C18 C19 1.355(13) . ? C18 H18A 0.9500 . ? C19 C20 1.369(14) . ? C19 H19A 0.9500 . ? C20 H20A 0.9500 . ? C21 C22 1.464(15) . ? C21 C22' 1.495(15) . ? C22 C23 1.3900 . ? C22 C27 1.3900 . ? C23 C24 1.3900 . ? C23 H23A 0.9500 . ? C24 C25 1.3900 . ? C24 H24A 0.9500 . ? C25 C26 1.3900 . ? C25 H25A 0.9500 . ? C26 C27 1.3900 . ? C26 H26A 0.9500 . ? C27 H27A 0.9500 . ? C22' C23' 1.3900 . ? C22' C27' 1.3900 . ? C23' C24' 1.3900 . ? C23' H23B 0.9500 . ? C24' C25' 1.3900 . ? C24' H24B 0.9500 . ? C25' C26' 1.3900 . ? C25' H25B 0.9500 . ? C26' C27' 1.3900 . ? C26' H26B 0.9500 . ? C27' H27B 0.9500 . ? C28 C29 1.464(11) . ? C29 C34 1.309(12) . ? C29 C30 1.380(11) . ? C30 C31 1.370(12) . ? C30 H30A 0.9500 . ? C31 C32 1.297(16) . ? C31 H31A 0.9500 . ? C32 C33 1.358(12) . ? C32 H32A 0.9500 . ? C33 C34 1.423(12) . ? C33 H33A 0.9500 . ? C34 H34A 0.9500 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? O1S C1S 1.172(18) . ? C1S C3S 1.36(3) . ? C1S C2S 1.50(2) . ? C2S H2SA 0.9800 . ? C2S H2SB 0.9800 . ? C2S H2SC 0.9800 . ? C3S H3SA 0.9800 . ? C3S H3SB 0.9800 . ? C3S H3SC 0.9800 . ? O2S H1S 0.9028 . ? O2S H1S' 0.8499 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Pd1 N2 81.02(17) . . ? N1 Pd1 Br2 178.71(17) . . ? N2 Pd1 Br2 97.83(11) . . ? N1 Pd1 Br1 93.69(12) . . ? N2 Pd1 Br1 174.70(12) . . ? Br2 Pd1 Br1 87.47(2) . . ? C7 S1 C8 89.9(3) . . ? C8 S2 C9 98.9(3) . . ? C9 O1 C13 111.5(5) . . ? C14 O2 C10 116.2(5) . . ? C21 O4 C11 116.4(6) . . ? C28 O6 C12 116.5(6) . . ? C35 O8 H8A 109.5 . . ? C5 N1 C1 117.6(4) . . ? C5 N1 Pd1 115.1(3) . . ? C1 N1 Pd1 127.3(4) . . ? C8 N2 C6 110.8(4) . . ? C8 N2 Pd1 138.5(3) . . ? C6 N2 Pd1 110.7(3) . . ? C2 C1 N1 122.1(5) . . ? C2 C1 H1A 119.0 . . ? N1 C1 H1A 119.0 . . ? C1 C2 C3 120.1(6) . . ? C1 C2 H2A 119.9 . . ? C3 C2 H2A 119.9 . . ? C2 C3 C4 119.2(5) . . ? C2 C3 H3A 120.4 . . ? C4 C3 H3A 120.4 . . ? C5 C4 C3 118.6(5) . . ? C5 C4 H4A 120.7 . . ? C3 C4 H4A 120.7 . . ? N1 C5 C4 122.4(5) . . ? N1 C5 C6 114.6(4) . . ? C4 C5 C6 123.0(5) . . ? C7 C6 N2 114.2(5) . . ? C7 C6 C5 127.2(5) . . ? N2 C6 C5 118.5(4) . . ? C6 C7 S1 111.7(4) . . ? C6 C7 H7 124.2 . . ? S1 C7 H7 124.2 . . ? N2 C8 S1 113.5(4) . . ? N2 C8 S2 125.9(4) . . ? S1 C8 S2 120.6(3) . . ? O1 C9 C10 107.7(5) . . ? O1 C9 S2 110.5(4) . . ? C10 C9 S2 110.7(5) . . ? O1 C9 H9A 109.3 . . ? C10 C9 H9A 109.3 . . ? S2 C9 H9A 109.3 . . ? O2 C10 C9 109.3(5) . . ? O2 C10 C11 108.9(5) . . ? C9 C10 C11 107.5(5) . . ? O2 C10 H10A 110.4 . . ? C9 C10 H10A 110.4 . . ? C11 C10 H10A 110.4 . . ? O4 C11 C10 109.3(5) . . ? O4 C11 C12 109.3(5) . . ? C10 C11 C12 108.3(5) . . ? O4 C11 H11A 110.0 . . ? C10 C11 H11A 110.0 . . ? C12 C11 H11A 110.0 . . ? O6 C12 C13 110.0(5) . . ? O6 C12 C11 103.7(5) . . ? C13 C12 C11 111.1(5) . . ? O6 C12 H12A 110.6 . . ? C13 C12 H12A 110.6 . . ? C11 C12 H12A 110.6 . . ? O1 C13 C12 106.8(5) . . ? O1 C13 C35 106.6(5) . . ? C12 C13 C35 113.9(6) . . ? O1 C13 H13A 109.8 . . ? C12 C13 H13A 109.8 . . ? C35 C13 H13A 109.8 . . ? O3 C14 O2 121.9(6) . . ? O3 C14 C15 125.5(7) . . ? O2 C14 C15 112.6(6) . . ? C16 C15 C20 120.3(10) . . ? C16 C15 C14 122.8(9) . . ? C20 C15 C14 116.8(8) . . ? C15 C16 C17 119.0(11) . . ? C15 C16 H16A 120.5 . . ? C17 C16 H16A 120.5 . . ? C18 C17 C16 121.1(10) . . ? C18 C17 H17A 119.5 . . ? C16 C17 H17A 119.5 . . ? C19 C18 C17 119.1(12) . . ? C19 C18 H18A 120.4 . . ? C17 C18 H18A 120.4 . . ? C18 C19 C20 121.0(13) . . ? C18 C19 H19A 119.5 . . ? C20 C19 H19A 119.5 . . ? C19 C20 C15 119.4(10) . . ? C19 C20 H20A 120.3 . . ? C15 C20 H20A 120.3 . . ? O5 C21 O4 125.3(7) . . ? O5 C21 C22 123.4(16) . . ? O4 C21 C22 110.9(14) . . ? O5 C21 C22' 113.0(15) . . ? O4 C21 C22' 121.4(14) . . ? C22 C21 C22' 16.2(14) . . ? C23 C22 C27 120.0 . . ? C23 C22 C21 117.9(16) . . ? C27 C22 C21 122.1(16) . . ? C24 C23 C22 120.0 . . ? C24 C23 H23A 120.0 . . ? C22 C23 H23A 120.0 . . ? C25 C24 C23 120.0 . . ? C25 C24 H24A 120.0 . . ? C23 C24 H24A 120.0 . . ? C24 C25 C26 120.0 . . ? C24 C25 H25A 120.0 . . ? C26 C25 H25A 120.0 . . ? C25 C26 C27 120.0 . . ? C25 C26 H26A 120.0 . . ? C27 C26 H26A 120.0 . . ? C26 C27 C22 120.0 . . ? C26 C27 H27A 120.0 . . ? C22 C27 H27A 120.0 . . ? C23' C22' C27' 120.0 . . ? C23' C22' C21 124.6(16) . . ? C27' C22' C21 115.2(16) . . ? C22' C23' C24' 120.0 . . ? C22' C23' H23B 120.0 . . ? C24' C23' H23B 120.0 . . ? C25' C24' C23' 120.0 . . ? C25' C24' H24B 120.0 . . ? C23' C24' H24B 120.0 . . ? C24' C25' C26' 120.0 . . ? C24' C25' H25B 120.0 . . ? C26' C25' H25B 120.0 . . ? C25' C26' C27' 120.0 . . ? C25' C26' H26B 120.0 . . ? C27' C26' H26B 120.0 . . ? C26' C27' C22' 120.0 . . ? C26' C27' H27B 120.0 . . ? C22' C27' H27B 120.0 . . ? O7 C28 O6 122.0(9) . . ? O7 C28 C29 125.5(9) . . ? O6 C28 C29 112.5(7) . . ? C34 C29 C30 118.8(7) . . ? C34 C29 C28 122.5(7) . . ? C30 C29 C28 118.7(8) . . ? C31 C30 C29 121.7(9) . . ? C31 C30 H30A 119.2 . . ? C29 C30 H30A 119.2 . . ? C32 C31 C30 119.7(8) . . ? C32 C31 H31A 120.1 . . ? C30 C31 H31A 120.1 . . ? C31 C32 C33 120.8(10) . . ? C31 C32 H32A 119.6 . . ? C33 C32 H32A 119.6 . . ? C32 C33 C34 119.7(10) . . ? C32 C33 H33A 120.2 . . ? C34 C33 H33A 120.2 . . ? C29 C34 C33 119.4(8) . . ? C29 C34 H34A 120.3 . . ? C33 C34 H34A 120.3 . . ? O8 C35 C13 110.9(6) . . ? O8 C35 H35A 109.5 . . ? C13 C35 H35A 109.5 . . ? O8 C35 H35B 109.5 . . ? C13 C35 H35B 109.5 . . ? H35A C35 H35B 108.0 . . ? O1S C1S C3S 114.1(18) . . ? O1S C1S C2S 134.3(17) . . ? C3S C1S C2S 111.2(17) . . ? C1S C2S H2SA 109.5 . . ? C1S C2S H2SB 109.5 . . ? H2SA C2S H2SB 109.5 . . ? C1S C2S H2SC 109.5 . . ? H2SA C2S H2SC 109.5 . . ? H2SB C2S H2SC 109.5 . . ? C1S C3S H3SA 109.5 . . ? C1S C3S H3SB 109.5 . . ? H3SA C3S H3SB 109.5 . . ? C1S C3S H3SC 109.5 . . ? H3SA C3S H3SC 109.5 . . ? H3SB C3S H3SC 109.5 . . ? H1S O2S H1S' 101.2 . . ? 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 N2 Pd1 N1 C5 0.2(7) . . . . ? Br2 Pd1 N1 C5 27(11) . . . . ? Br1 Pd1 N1 C5 -179.6(7) . . . . ? N2 Pd1 N1 C1 -178.1(10) . . . . ? Br2 Pd1 N1 C1 -152(10) . . . . ? Br1 Pd1 N1 C1 2.1(9) . . . . ? N1 Pd1 N2 C8 -178.6(12) . . . . ? Br2 Pd1 N2 C8 1.9(12) . . . . ? Br1 Pd1 N2 C8 -177(2) . . . . ? N1 Pd1 N2 C6 -1.6(7) . . . . ? Br2 Pd1 N2 C6 179.0(7) . . . . ? Br1 Pd1 N2 C6 0(3) . . . . ? C5 N1 C1 C2 -1.8(16) . . . . ? Pd1 N1 C1 C2 176.5(8) . . . . ? N1 C1 C2 C3 2.9(16) . . . . ? C1 C2 C3 C4 -2.3(18) . . . . ? C2 C3 C4 C5 0.7(19) . . . . ? C1 N1 C5 C4 0.1(17) . . . . ? Pd1 N1 C5 C4 -178.3(9) . . . . ? C1 N1 C5 C6 179.7(9) . . . . ? Pd1 N1 C5 C6 1.3(12) . . . . ? C3 C4 C5 N1 0.4(18) . . . . ? C3 C4 C5 C6 -179.2(10) . . . . ? C8 N2 C6 C7 -2.3(13) . . . . ? Pd1 N2 C6 C7 179.8(8) . . . . ? C8 N2 C6 C5 -179.2(10) . . . . ? Pd1 N2 C6 C5 2.9(12) . . . . ? N1 C5 C6 C7 -179.3(10) . . . . ? C4 C5 C6 C7 0(2) . . . . ? N1 C5 C6 N2 -2.8(15) . . . . ? C4 C5 C6 N2 176.7(10) . . . . ? N2 C6 C7 S1 3.3(13) . . . . ? C5 C6 C7 S1 179.9(10) . . . . ? C8 S1 C7 C6 -2.6(9) . . . . ? C6 N2 C8 S1 0.3(12) . . . . ? Pd1 N2 C8 S1 177.3(7) . . . . ? C6 N2 C8 S2 -176.8(8) . . . . ? Pd1 N2 C8 S2 0.2(18) . . . . ? C7 S1 C8 N2 1.3(10) . . . . ? C7 S1 C8 S2 178.6(7) . . . . ? C9 S2 C8 N2 -157.9(10) . . . . ? C9 S2 C8 S1 25.2(7) . . . . ? C13 O1 C9 C10 -67.8(7) . . . . ? C13 O1 C9 S2 171.2(4) . . . . ? C8 S2 C9 O1 -74.4(6) . . . . ? C8 S2 C9 C10 166.4(5) . . . . ? C14 O2 C10 C9 106.9(6) . . . . ? C14 O2 C10 C11 -136.0(6) . . . . ? O1 C9 C10 O2 -177.9(5) . . . . ? S2 C9 C10 O2 -57.0(6) . . . . ? O1 C9 C10 C11 64.1(6) . . . . ? S2 C9 C10 C11 -175.0(4) . . . . ? C21 O4 C11 C10 -123.6(6) . . . . ? C21 O4 C11 C12 118.0(6) . . . . ? O2 C10 C11 O4 63.9(6) . . . . ? C9 C10 C11 O4 -177.8(5) . . . . ? O2 C10 C11 C12 -177.1(5) . . . . ? C9 C10 C11 C12 -58.8(7) . . . . ? C28 O6 C12 C13 -105.3(7) . . . . ? C28 O6 C12 C11 135.8(6) . . . . ? O4 C11 C12 O6 -65.6(6) . . . . ? C10 C11 C12 O6 175.4(5) . . . . ? O4 C11 C12 C13 176.3(5) . . . . ? C10 C11 C12 C13 57.3(7) . . . . ? C9 O1 C13 C12 63.4(7) . . . . ? C9 O1 C13 C35 -174.4(6) . . . . ? O6 C12 C13 O1 -171.4(5) . . . . ? C11 C12 C13 O1 -57.2(7) . . . . ? O6 C12 C13 C35 71.1(7) . . . . ? C11 C12 C13 C35 -174.6(6) . . . . ? C10 O2 C14 O3 5.9(9) . . . . ? C10 O2 C14 C15 -171.8(6) . . . . ? O3 C14 C15 C16 162.6(10) . . . . ? O2 C14 C15 C16 -19.7(13) . . . . ? O3 C14 C15 C20 -18.7(13) . . . . ? O2 C14 C15 C20 158.9(8) . . . . ? C20 C15 C16 C17 0.0(17) . . . . ? C14 C15 C16 C17 178.6(7) . . . . ? C15 C16 C17 C18 -2.0(16) . . . . ? C16 C17 C18 C19 2.9(17) . . . . ? C17 C18 C19 C20 -2(2) . . . . ? C18 C19 C20 C15 -0.1(19) . . . . ? C16 C15 C20 C19 1.1(17) . . . . ? C14 C15 C20 C19 -177.7(9) . . . . ? C11 O4 C21 O5 1.1(11) . . . . ? C11 O4 C21 C22 -172.2(11) . . . . ? C11 O4 C21 C22' 174.1(11) . . . . ? O5 C21 C22 C23 -4.8(17) . . . . ? O4 C21 C22 C23 168.7(8) . . . . ? C22' C21 C22 C23 -58(6) . . . . ? O5 C21 C22 C27 176.6(11) . . . . ? O4 C21 C22 C27 -10.0(18) . . . . ? C22' C21 C22 C27 123(7) . . . . ? C27 C22 C23 C24 0.0 . . . . ? C21 C22 C23 C24 -178.7(18) . . . . ? C22 C23 C24 C25 0.0 . . . . ? C23 C24 C25 C26 0.0 . . . . ? C24 C25 C26 C27 0.0 . . . . ? C25 C26 C27 C22 0.0 . . . . ? C23 C22 C27 C26 0.0 . . . . ? C21 C22 C27 C26 178.6(19) . . . . ? O5 C21 C22' C23' -24.1(14) . . . . ? O4 C21 C22' C23' 162.2(8) . . . . ? C22 C21 C22' C23' 109(7) . . . . ? O5 C21 C22' C27' 150.6(11) . . . . ? O4 C21 C22' C27' -23.1(17) . . . . ? C22 C21 C22' C27' -76(6) . . . . ? C27' C22' C23' C24' 0.0 . . . . ? C21 C22' C23' C24' 174.4(17) . . . . ? C22' C23' C24' C25' 0.0 . . . . ? C23' C24' C25' C26' 0.0 . . . . ? C24' C25' C26' C27' 0.0 . . . . ? C25' C26' C27' C22' 0.0 . . . . ? C23' C22' C27' C26' 0.0 . . . . ? C21 C22' C27' C26' -174.9(15) . . . . ? C12 O6 C28 O7 12.1(14) . . . . ? C12 O6 C28 C29 -167.7(6) . . . . ? O7 C28 C29 C34 -165.6(11) . . . . ? O6 C28 C29 C34 14.2(12) . . . . ? O7 C28 C29 C30 11.3(16) . . . . ? O6 C28 C29 C30 -169.0(8) . . . . ? C34 C29 C30 C31 1.7(16) . . . . ? C28 C29 C30 C31 -175.2(10) . . . . ? C29 C30 C31 C32 -0.9(18) . . . . ? C30 C31 C32 C33 -0.2(18) . . . . ? C31 C32 C33 C34 0.5(19) . . . . ? C30 C29 C34 C33 -1.3(15) . . . . ? C28 C29 C34 C33 175.5(10) . . . . ? C32 C33 C34 C29 0.3(18) . . . . ? O1 C13 C35 O8 63.6(8) . . . . ? C12 C13 C35 O8 -178.9(6) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.897 _refine_diff_density_min -0.622 _refine_diff_density_rms 0.099