Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _publ_section_title ;Insights into the Mechanism of the Site-Selective Sequential Palladium-Catalyzed Cross-Coupling Reactions of Dibromothiophenes/Dibromothiazoles and Arylboronic Acids. Synthesis of PPARb/d Agonists ; _publ_contact_author_name 'Prof. Angel R. de Lera' _publ_contact_author_email QOLERA@UVIGO.ES loop_ _publ_author_name 'A.R.de Lera' 'Audrey Furst' 'Pierre Germain' 'Hinrich Gronemeyer' 'Beatriz Iglesias' ; R.Pereira ; # Attachment 'ThiophRPSupInfoCorr.cif' data_rp16 _database_code_depnum_ccdc_archive 'CCDC 612416' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H36 Br2 Cl2 O2 P2 Pd S' _chemical_formula_weight 1015.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' O O 0.0106 0.0060 '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' _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 11.5181(9) _cell_length_b 11.8484(9) _cell_length_c 18.2094(14) _cell_angle_alpha 96.201(2) _cell_angle_beta 105.5040(10) _cell_angle_gamma 113.5420(10) _cell_volume 2129.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.584 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1012 _exptl_absorpt_coefficient_mu 2.597 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.519 _exptl_absorpt_correction_T_max 0.771 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 12633 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.1100 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.02 _reflns_number_total 8817 _reflns_number_gt 4917 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0375P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8817 _refine_ls_number_parameters 479 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0953 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.0989 _refine_ls_wR_factor_gt 0.0894 _refine_ls_goodness_of_fit_ref 0.851 _refine_ls_restrained_S_all 0.851 _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 Pd Pd 1.02486(4) 0.84054(4) 0.28190(2) 0.03558(12) Uani 1 1 d . . . Br2 Br 1.26668(6) 0.99657(5) 0.32755(4) 0.06163(19) Uani 1 1 d . . . Br1 Br 0.81662(7) 0.70536(6) 0.07180(3) 0.0671(2) Uani 1 1 d . . . P1 P 0.96040(13) 1.00394(12) 0.28389(7) 0.0359(3) Uani 1 1 d . . . P2 P 1.08285(14) 0.67218(12) 0.28103(8) 0.0385(3) Uani 1 1 d . . . S S 0.73256(14) 0.64438(12) 0.28790(8) 0.0452(3) Uani 1 1 d . . . O1 O 0.3775(5) 0.3721(4) 0.1559(3) 0.0873(14) Uani 1 1 d . . . O2 O 0.4777(4) 0.4495(4) 0.2860(3) 0.0770(13) Uani 1 1 d . . . C1 C 0.8280(5) 0.7125(4) 0.2329(3) 0.0380(12) Uani 1 1 d . . . C2 C 0.7519(5) 0.6597(5) 0.1563(3) 0.0442(13) Uani 1 1 d . . . C3 C 0.6195(6) 0.5653(5) 0.1389(3) 0.0494(14) Uani 1 1 d . . . H3 H 0.5580 0.5218 0.0886 0.059 Uiso 1 1 calc R . . C4 C 0.5949(6) 0.5472(5) 0.2072(3) 0.0498(14) Uani 1 1 d . . . C5 C 0.4713(6) 0.4481(6) 0.2114(4) 0.0594(16) Uani 1 1 d . . . C6 C 0.3668(8) 0.3479(6) 0.2967(5) 0.115(3) Uani 1 1 d . . . H6A H 0.2838 0.3481 0.2679 0.172 Uiso 1 1 calc R . . H6B H 0.3775 0.3597 0.3515 0.172 Uiso 1 1 calc R . . H6C H 0.3650 0.2682 0.2777 0.172 Uiso 1 1 calc R . . C10 C 0.7910(5) 0.9638(5) 0.2855(3) 0.0426(13) Uani 1 1 d . . . C11 C 0.7698(7) 0.9963(5) 0.3553(4) 0.0623(17) Uani 1 1 d . . . H11 H 0.8427 1.0417 0.4014 0.075 Uiso 1 1 calc R . . C12 C 0.6405(9) 0.9607(7) 0.3555(5) 0.088(2) Uani 1 1 d . . . H12 H 0.6260 0.9812 0.4019 0.106 Uiso 1 1 calc R . . C13 C 0.5324(8) 0.8946(8) 0.2867(6) 0.098(3) Uani 1 1 d . . . H13 H 0.4452 0.8720 0.2867 0.118 Uiso 1 1 calc R . . C14 C 0.5528(7) 0.8626(6) 0.2188(5) 0.081(2) Uani 1 1 d . . . H14 H 0.4797 0.8172 0.1727 0.098 Uiso 1 1 calc R . . C15 C 0.6823(6) 0.8975(5) 0.2184(4) 0.0566(15) Uani 1 1 d . . . H15 H 0.6956 0.8755 0.1718 0.068 Uiso 1 1 calc R . . C21 C 1.1196(6) 1.1160(5) 0.4408(3) 0.0593(16) Uani 1 1 d . . . H21 H 1.1075 1.0343 0.4437 0.071 Uiso 1 1 calc R . . C20 C 1.0658(5) 1.1377(5) 0.3689(3) 0.0387(12) Uani 1 1 d . . . C22 C 1.1903(7) 1.2130(6) 0.5079(3) 0.076(2) Uani 1 1 d . . . H22 H 1.2207 1.1955 0.5560 0.091 Uiso 1 1 calc R . . C23 C 1.2159(6) 1.3344(6) 0.5043(3) 0.0665(18) Uani 1 1 d . . . H23 H 1.2663 1.4004 0.5493 0.080 Uiso 1 1 calc R . . C24 C 1.1669(6) 1.3582(5) 0.4340(3) 0.0627(17) Uani 1 1 d . . . H24 H 1.1844 1.4410 0.4312 0.075 Uiso 1 1 calc R . . C25 C 1.0910(5) 1.2603(5) 0.3664(3) 0.0471(14) Uani 1 1 d . . . H25 H 1.0571 1.2781 0.3190 0.057 Uiso 1 1 calc R . . C30 C 0.9650(5) 1.0681(4) 0.1975(3) 0.0369(12) Uani 1 1 d . . . C31 C 1.0504(5) 1.0592(5) 0.1594(3) 0.0499(14) Uani 1 1 d . . . H31 H 1.1055 1.0214 0.1782 0.060 Uiso 1 1 calc R . . C32 C 1.0548(6) 1.1064(5) 0.0927(3) 0.0622(17) Uani 1 1 d . . . H32 H 1.1145 1.1023 0.0680 0.075 Uiso 1 1 calc R . . C33 C 0.9713(6) 1.1586(5) 0.0640(3) 0.0585(16) Uani 1 1 d . . . H33 H 0.9721 1.1870 0.0184 0.070 Uiso 1 1 calc R . . C34 C 0.8863(6) 1.1701(5) 0.1012(3) 0.0581(16) Uani 1 1 d . . . H34 H 0.8306 1.2070 0.0816 0.070 Uiso 1 1 calc R . . C35 C 0.8847(6) 1.1257(5) 0.1683(3) 0.0544(15) Uani 1 1 d . . . H35 H 0.8285 1.1347 0.1944 0.065 Uiso 1 1 calc R . . C40 C 1.2305(5) 0.6995(5) 0.3626(3) 0.0451(13) Uani 1 1 d . . . C41 C 1.3204(5) 0.6533(5) 0.3532(3) 0.0538(15) Uani 1 1 d . . . H41 H 1.3053 0.6081 0.3038 0.065 Uiso 1 1 calc R . . C42 C 1.4311(7) 0.6723(6) 0.4150(4) 0.0779(19) Uani 1 1 d . . . H42 H 1.4899 0.6407 0.4068 0.093 Uiso 1 1 calc R . . C43 C 1.4547(8) 0.7369(7) 0.4874(5) 0.090(2) Uani 1 1 d . . . H43 H 1.5298 0.7500 0.5291 0.108 Uiso 1 1 calc R . . C44 C 1.3680(9) 0.7831(7) 0.4995(4) 0.098(3) Uani 1 1 d . . . H44 H 1.3827 0.8253 0.5497 0.118 Uiso 1 1 calc R . . C45 C 1.2570(7) 0.7667(6) 0.4362(4) 0.081(2) Uani 1 1 d . . . H45 H 1.2008 0.8017 0.4442 0.097 Uiso 1 1 calc R . . C50 C 0.9529(6) 0.5218(5) 0.2849(3) 0.0486(14) Uani 1 1 d . . . C51 C 0.8484(6) 0.4396(5) 0.2179(4) 0.0552(15) Uani 1 1 d . . . H51 H 0.8481 0.4551 0.1689 0.066 Uiso 1 1 calc R . . C52 C 0.7449(6) 0.3348(6) 0.2240(5) 0.0742(19) Uani 1 1 d . . . H52 H 0.6751 0.2798 0.1785 0.089 Uiso 1 1 calc R . . C53 C 0.7423(8) 0.3097(7) 0.2947(6) 0.088(2) Uani 1 1 d . . . H53 H 0.6714 0.2381 0.2973 0.106 Uiso 1 1 calc R . . C54 C 0.8437(8) 0.3898(7) 0.3617(5) 0.091(2) Uani 1 1 d . . . H54 H 0.8420 0.3727 0.4101 0.110 Uiso 1 1 calc R . . C55 C 0.9494(6) 0.4963(6) 0.3580(4) 0.0663(17) Uani 1 1 d . . . H55 H 1.0181 0.5511 0.4039 0.080 Uiso 1 1 calc R . . C60 C 1.1193(5) 0.6332(5) 0.1924(3) 0.0404(12) Uani 1 1 d . . . C61 C 1.1605(5) 0.7288(5) 0.1525(3) 0.0492(14) Uani 1 1 d . . . H61 H 1.1628 0.8069 0.1690 0.059 Uiso 1 1 calc R . . C62 C 1.1980(6) 0.7055(6) 0.0875(3) 0.0592(16) Uani 1 1 d . . . H62 H 1.2261 0.7686 0.0610 0.071 Uiso 1 1 calc R . . C63 C 1.1933(6) 0.5912(6) 0.0633(3) 0.0650(17) Uani 1 1 d . . . H63 H 1.2167 0.5760 0.0194 0.078 Uiso 1 1 calc R . . C64 C 1.1547(6) 0.4973(6) 0.1024(4) 0.0662(18) Uani 1 1 d . . . H64 H 1.1541 0.4199 0.0859 0.079 Uiso 1 1 calc R . . C65 C 1.1169(6) 0.5184(5) 0.1663(3) 0.0528(15) Uani 1 1 d . . . H65 H 1.0893 0.4543 0.1921 0.063 Uiso 1 1 calc R . . Cl1 Cl 0.3989(3) 0.0614(2) 0.10706(17) 0.1632(11) Uani 1 1 d . . . Cl2 Cl 0.5150(3) 0.2111(4) 0.00532(16) 0.1839(13) Uani 1 1 d . . . C7 C 0.3798(7) 0.1441(7) 0.0360(4) 0.104(3) Uani 1 1 d . . . H7A H 0.3022 0.0868 -0.0094 0.125 Uiso 1 1 calc R . . H7B H 0.3600 0.2110 0.0562 0.125 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 Pd 0.0373(3) 0.0308(2) 0.0408(2) 0.00876(18) 0.01389(19) 0.01692(18) Br2 0.0382(4) 0.0429(4) 0.0919(5) 0.0056(3) 0.0124(3) 0.0156(3) Br1 0.0779(5) 0.0832(5) 0.0472(4) 0.0222(3) 0.0304(4) 0.0355(4) P1 0.0393(9) 0.0348(8) 0.0400(8) 0.0122(6) 0.0168(7) 0.0200(6) P2 0.0439(9) 0.0321(8) 0.0434(8) 0.0107(6) 0.0151(7) 0.0203(7) S 0.0517(9) 0.0422(8) 0.0431(8) 0.0115(6) 0.0218(7) 0.0185(7) O1 0.057(3) 0.067(3) 0.104(4) 0.002(3) 0.020(3) 0.004(2) O2 0.072(3) 0.063(3) 0.093(4) 0.026(3) 0.049(3) 0.012(2) C1 0.043(3) 0.036(3) 0.042(3) 0.012(2) 0.018(3) 0.021(3) C2 0.044(4) 0.043(3) 0.049(3) 0.014(3) 0.015(3) 0.023(3) C3 0.049(4) 0.046(4) 0.049(3) 0.006(3) 0.013(3) 0.020(3) C4 0.046(4) 0.047(4) 0.059(4) 0.010(3) 0.018(3) 0.023(3) C5 0.050(4) 0.043(4) 0.088(5) 0.012(4) 0.032(4) 0.019(3) C6 0.106(7) 0.075(5) 0.168(8) 0.052(5) 0.087(7) 0.013(5) C10 0.052(4) 0.037(3) 0.049(3) 0.014(3) 0.021(3) 0.026(3) C11 0.079(5) 0.054(4) 0.086(5) 0.034(3) 0.052(4) 0.041(4) C12 0.106(7) 0.083(6) 0.133(7) 0.049(5) 0.093(6) 0.059(5) C13 0.070(6) 0.085(6) 0.188(10) 0.067(6) 0.082(7) 0.050(5) C14 0.045(5) 0.075(5) 0.125(7) 0.031(5) 0.022(5) 0.031(4) C15 0.047(4) 0.058(4) 0.068(4) 0.016(3) 0.018(4) 0.027(3) C21 0.091(5) 0.044(4) 0.048(4) 0.013(3) 0.018(4) 0.037(3) C20 0.047(3) 0.036(3) 0.038(3) 0.011(2) 0.017(3) 0.021(3) C22 0.115(6) 0.076(5) 0.036(4) 0.007(4) 0.008(4) 0.054(5) C23 0.083(5) 0.056(4) 0.040(4) -0.009(3) -0.003(3) 0.032(4) C24 0.082(5) 0.044(4) 0.055(4) 0.009(3) 0.015(4) 0.026(3) C25 0.064(4) 0.034(3) 0.042(3) 0.011(3) 0.015(3) 0.022(3) C30 0.041(3) 0.033(3) 0.037(3) 0.009(2) 0.015(3) 0.017(2) C31 0.049(4) 0.055(4) 0.051(4) 0.017(3) 0.022(3) 0.026(3) C32 0.063(5) 0.065(4) 0.065(4) 0.018(3) 0.039(4) 0.024(4) C33 0.072(5) 0.056(4) 0.042(3) 0.020(3) 0.021(3) 0.021(3) C34 0.081(5) 0.059(4) 0.049(4) 0.027(3) 0.025(4) 0.039(4) C35 0.076(5) 0.062(4) 0.045(3) 0.020(3) 0.027(3) 0.043(4) C40 0.055(4) 0.032(3) 0.046(3) 0.018(3) 0.017(3) 0.017(3) C41 0.045(4) 0.055(4) 0.055(4) 0.015(3) 0.007(3) 0.022(3) C42 0.059(5) 0.072(5) 0.086(5) 0.013(4) 0.002(4) 0.030(4) C43 0.084(6) 0.079(6) 0.080(6) 0.016(5) -0.015(5) 0.039(5) C44 0.128(8) 0.094(6) 0.046(4) -0.005(4) -0.006(5) 0.051(6) C45 0.101(6) 0.087(5) 0.053(4) 0.000(4) 0.005(4) 0.057(5) C50 0.058(4) 0.037(3) 0.066(4) 0.018(3) 0.028(3) 0.029(3) C51 0.054(4) 0.042(4) 0.071(4) 0.010(3) 0.027(4) 0.020(3) C52 0.059(5) 0.049(4) 0.113(6) 0.015(4) 0.035(5) 0.020(4) C53 0.073(6) 0.061(5) 0.153(8) 0.052(6) 0.062(6) 0.031(4) C54 0.099(7) 0.087(6) 0.112(7) 0.066(5) 0.057(6) 0.042(5) C55 0.071(5) 0.063(4) 0.077(5) 0.036(4) 0.027(4) 0.035(4) C60 0.031(3) 0.042(3) 0.038(3) 0.002(3) 0.000(2) 0.015(2) C61 0.055(4) 0.048(4) 0.051(3) 0.015(3) 0.017(3) 0.030(3) C62 0.058(4) 0.076(5) 0.045(4) 0.023(3) 0.020(3) 0.028(4) C63 0.067(5) 0.068(5) 0.051(4) 0.000(3) 0.026(4) 0.022(4) C64 0.077(5) 0.049(4) 0.076(5) 0.002(3) 0.037(4) 0.028(3) C65 0.061(4) 0.042(4) 0.055(4) 0.009(3) 0.022(3) 0.022(3) Cl1 0.152(3) 0.0910(18) 0.177(3) 0.0514(18) -0.006(2) 0.0223(16) Cl2 0.131(3) 0.309(4) 0.124(2) 0.051(2) 0.065(2) 0.096(3) C7 0.085(6) 0.099(6) 0.106(6) 0.010(5) 0.017(5) 0.033(5) _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 Pd C1 2.029(5) . ? Pd P1 2.3341(12) . ? Pd P2 2.3429(12) . ? Pd Br2 2.4867(7) . ? Br1 C2 1.919(5) . ? P1 C20 1.819(5) . ? P1 C10 1.824(5) . ? P1 C30 1.824(5) . ? P2 C40 1.819(5) . ? P2 C60 1.830(5) . ? P2 C50 1.837(5) . ? S C1 1.708(5) . ? S C4 1.712(6) . ? O1 C5 1.200(7) . ? O2 C5 1.338(7) . ? O2 C6 1.441(7) . ? C1 C2 1.351(7) . ? C2 C3 1.408(7) . ? C3 C4 1.367(7) . ? C4 C5 1.468(8) . ? C10 C15 1.366(7) . ? C10 C11 1.400(7) . ? C11 C12 1.377(8) . ? C12 C13 1.382(10) . ? C13 C14 1.361(9) . ? C14 C15 1.381(8) . ? C21 C22 1.376(8) . ? C21 C20 1.390(6) . ? C20 C25 1.372(6) . ? C22 C23 1.362(7) . ? C23 C24 1.362(7) . ? C24 C25 1.390(7) . ? C30 C31 1.374(6) . ? C30 C35 1.387(6) . ? C31 C32 1.396(7) . ? C32 C33 1.363(7) . ? C33 C34 1.370(7) . ? C34 C35 1.383(6) . ? C40 C45 1.372(7) . ? C40 C41 1.389(6) . ? C41 C42 1.375(7) . ? C42 C43 1.351(8) . ? C43 C44 1.368(9) . ? C44 C45 1.403(9) . ? C50 C51 1.381(7) . ? C50 C55 1.403(7) . ? C51 C52 1.376(8) . ? C52 C53 1.357(9) . ? C53 C54 1.363(9) . ? C54 C55 1.384(9) . ? C60 C65 1.378(6) . ? C60 C61 1.403(6) . ? C61 C62 1.400(7) . ? C62 C63 1.354(7) . ? C63 C64 1.374(7) . ? C64 C65 1.379(7) . ? Cl1 C7 1.725(7) . ? Cl2 C7 1.715(7) . ? 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 Pd P1 89.34(12) . . ? C1 Pd P2 89.05(13) . . ? P1 Pd P2 177.96(5) . . ? C1 Pd Br2 173.92(13) . . ? P1 Pd Br2 91.06(4) . . ? P2 Pd Br2 90.68(4) . . ? C20 P1 C10 102.9(2) . . ? C20 P1 C30 106.4(2) . . ? C10 P1 C30 104.1(2) . . ? C20 P1 Pd 113.88(16) . . ? C10 P1 Pd 116.78(16) . . ? C30 P1 Pd 111.68(15) . . ? C40 P2 C60 105.2(2) . . ? C40 P2 C50 103.3(2) . . ? C60 P2 C50 104.8(2) . . ? C40 P2 Pd 114.96(17) . . ? C60 P2 Pd 112.29(16) . . ? C50 P2 Pd 115.16(16) . . ? C1 S C4 93.4(3) . . ? C5 O2 C6 115.5(6) . . ? C2 C1 S 108.1(4) . . ? C2 C1 Pd 129.4(4) . . ? S C1 Pd 122.4(3) . . ? C1 C2 C3 117.3(5) . . ? C1 C2 Br1 123.4(4) . . ? C3 C2 Br1 119.4(4) . . ? C4 C3 C2 109.7(5) . . ? C3 C4 C5 124.4(6) . . ? C3 C4 S 111.6(4) . . ? C5 C4 S 123.7(5) . . ? O1 C5 O2 123.5(6) . . ? O1 C5 C4 125.2(6) . . ? O2 C5 C4 111.2(6) . . ? C15 C10 C11 119.1(5) . . ? C15 C10 P1 119.9(4) . . ? C11 C10 P1 121.0(5) . . ? C12 C11 C10 119.8(7) . . ? C11 C12 C13 120.0(7) . . ? C14 C13 C12 120.3(7) . . ? C13 C14 C15 119.9(7) . . ? C10 C15 C14 120.9(6) . . ? C22 C21 C20 121.3(5) . . ? C25 C20 C21 117.6(5) . . ? C25 C20 P1 122.9(4) . . ? C21 C20 P1 119.4(4) . . ? C23 C22 C21 120.3(5) . . ? C22 C23 C24 119.3(5) . . ? C23 C24 C25 120.9(5) . . ? C20 C25 C24 120.6(5) . . ? C31 C30 C35 118.4(4) . . ? C31 C30 P1 119.3(4) . . ? C35 C30 P1 122.2(4) . . ? C30 C31 C32 120.4(5) . . ? C33 C32 C31 119.7(5) . . ? C32 C33 C34 121.1(5) . . ? C33 C34 C35 118.8(5) . . ? C34 C35 C30 121.5(5) . . ? C45 C40 C41 117.4(5) . . ? C45 C40 P2 120.9(4) . . ? C41 C40 P2 121.7(4) . . ? C42 C41 C40 121.9(6) . . ? C43 C42 C41 120.1(6) . . ? C42 C43 C44 120.0(7) . . ? C43 C44 C45 120.0(6) . . ? C40 C45 C44 120.6(6) . . ? C51 C50 C55 118.6(5) . . ? C51 C50 P2 121.3(4) . . ? C55 C50 P2 119.6(5) . . ? C52 C51 C50 119.8(6) . . ? C53 C52 C51 121.6(7) . . ? C52 C53 C54 119.8(7) . . ? C53 C54 C55 120.3(7) . . ? C54 C55 C50 119.9(7) . . ? C65 C60 C61 118.7(5) . . ? C65 C60 P2 123.4(4) . . ? C61 C60 P2 117.7(4) . . ? C62 C61 C60 119.5(5) . . ? C63 C62 C61 120.0(5) . . ? C62 C63 C64 121.1(5) . . ? C63 C64 C65 119.6(5) . . ? C60 C65 C64 121.1(5) . . ? Cl2 C7 Cl1 115.9(4) . . ? _diffrn_measured_fraction_theta_max 0.856 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.919 _refine_diff_density_max 0.940 _refine_diff_density_min -0.676 _refine_diff_density_rms 0.088 #################################################### data_rp17 _database_code_depnum_ccdc_archive 'CCDC 612417' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H32 Br2 P2 Pd S' _chemical_formula_weight 872.88 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.7511(18) _cell_length_b 13.0925(9) _cell_length_c 11.5739(8) _cell_angle_alpha 90.00 _cell_angle_beta 113.7810(10) _cell_angle_gamma 90.00 _cell_volume 3570.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description irregular _exptl_crystal_colour brown _exptl_crystal_size_max .31 _exptl_crystal_size_mid .26 _exptl_crystal_size_min .24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.624 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1736 _exptl_absorpt_coefficient_mu 2.934 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.341 _exptl_absorpt_correction_T_max 0.495 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 10568 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0597 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 28.06 _reflns_number_total 4089 _reflns_number_gt 2692 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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. El grupo Bromotiofenil esta desordenado. Este desorden es impuesto por simetria el modelo de desorden aplicado consistio en considerar dos grupos en diferente orientacion con igual porcentaje de ocupacion ; _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^)+(0.0546P)^2^+55.2417P] 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 4089 _refine_ls_number_parameters 232 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1024 _refine_ls_R_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.2102 _refine_ls_wR_factor_gt 0.2024 _refine_ls_goodness_of_fit_ref 1.157 _refine_ls_restrained_S_all 1.157 _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 Pd Pd 0.5000 0.75563(7) 0.2500 0.0391(3) Uani 1 2 d S . . Br2 Br 0.5000 0.56416(12) 0.2500 0.0717(5) Uani 1 2 d S . . Br1 Br 0.4839(2) 1.2054(2) 0.1617(5) 0.1528(19) Uani 0.50 1 d P . . P1 P 0.59826(8) 0.75627(19) 0.32184(19) 0.0430(5) Uani 1 1 d . . . S S 0.5246(3) 0.9535(4) 0.4266(6) 0.0725(16) Uani 0.50 1 d P . . C1 C 0.5042(7) 0.9069(14) 0.2930(15) 0.046(5) Uani 0.50 1 d P . . C2 C 0.4889(8) 0.988(2) 0.194(2) 0.070(7) Uani 0.50 1 d P . . H2 H 0.4741 0.9765 0.1077 0.084 Uiso 0.50 1 calc PR . . C3 C 0.5000 1.0789(19) 0.2500 0.092(6) Uani 1 2 d S . . C4 C 0.5171(11) 1.0838(15) 0.382(4) 0.093(10) Uani 0.50 1 d P . . H4 H 0.5230 1.1412 0.4336 0.112 Uiso 0.50 1 calc PR . . C10 C 0.6337(3) 0.8792(7) 0.3633(9) 0.048(2) Uani 1 1 d . . . C11 C 0.6636(5) 0.9105(9) 0.4868(11) 0.074(3) Uani 1 1 d . . . H11 H 0.6708 0.8639 0.5520 0.088 Uiso 1 1 calc R . . C12 C 0.6831(6) 1.0108(12) 0.5152(15) 0.097(5) Uani 1 1 d . . . H12 H 0.7028 1.0311 0.5986 0.116 Uiso 1 1 calc R . . C14 C 0.6464(5) 1.0496(10) 0.2979(14) 0.083(4) Uani 1 1 d . . . H14 H 0.6418 1.0961 0.2338 0.099 Uiso 1 1 calc R . . C13 C 0.6733(6) 1.0768(11) 0.4217(18) 0.104(6) Uani 1 1 d . . . H13 H 0.6852 1.1441 0.4413 0.125 Uiso 1 1 calc R . . C15 C 0.6261(4) 0.9509(8) 0.2703(11) 0.061(3) Uani 1 1 d . . . H15 H 0.6066 0.9321 0.1862 0.073 Uiso 1 1 calc R . . C20 C 0.6258(4) 0.7083(7) 0.2109(8) 0.046(2) Uani 1 1 d . . . C21 C 0.5909(5) 0.6531(9) 0.1041(10) 0.069(3) Uani 1 1 d . . . H21 H 0.5542 0.6346 0.0917 0.083 Uiso 1 1 calc R . . C22 C 0.6135(7) 0.6273(12) 0.0177(13) 0.102(5) Uani 1 1 d . . . H22 H 0.5898 0.5962 -0.0574 0.123 Uiso 1 1 calc R . . C23 C 0.6671(7) 0.6444(10) 0.0363(13) 0.087(4) Uani 1 1 d . . . H23 H 0.6806 0.6216 -0.0226 0.105 Uiso 1 1 calc R . . C24 C 0.7033(5) 0.6963(9) 0.1436(12) 0.071(3) Uani 1 1 d . . . H24 H 0.7407 0.7100 0.1569 0.086 Uiso 1 1 calc R . . C25 C 0.6815(4) 0.7271(8) 0.2304(10) 0.058(2) Uani 1 1 d . . . H25 H 0.7051 0.7612 0.3032 0.070 Uiso 1 1 calc R . . C30 C 0.6290(4) 0.6844(8) 0.4683(8) 0.050(2) Uani 1 1 d . . . C31 C 0.6815(4) 0.6375(8) 0.5078(9) 0.057(3) Uani 1 1 d . . . H31 H 0.7015 0.6389 0.4566 0.068 Uiso 1 1 calc R . . C32 C 0.7042(5) 0.5883(10) 0.6238(11) 0.075(3) Uani 1 1 d . . . H32 H 0.7392 0.5560 0.6494 0.090 Uiso 1 1 calc R . . C33 C 0.6752(5) 0.5868(12) 0.7017(12) 0.091(4) Uani 1 1 d . . . H33 H 0.6907 0.5548 0.7800 0.109 Uiso 1 1 calc R . . C34 C 0.6227(5) 0.6341(12) 0.6608(11) 0.093(5) Uani 1 1 d . . . H34 H 0.6025 0.6337 0.7117 0.112 Uiso 1 1 calc R . . C35 C 0.6002(4) 0.6820(11) 0.5437(10) 0.076(3) Uani 1 1 d . . . H35 H 0.5648 0.7129 0.5167 0.091 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 Pd 0.0274(4) 0.0432(5) 0.0381(5) 0.000 0.0044(3) 0.000 Br2 0.0566(9) 0.0498(8) 0.0904(12) 0.000 0.0106(8) 0.000 Br1 0.156(4) 0.0647(17) 0.281(6) 0.063(2) 0.134(4) 0.028(2) P1 0.0307(10) 0.0531(13) 0.0381(11) -0.0072(11) 0.0065(8) -0.0009(10) S 0.069(4) 0.057(3) 0.084(4) -0.017(3) 0.022(3) 0.005(3) C1 0.026(8) 0.051(10) 0.045(10) 0.039(8) -0.003(10) 0.011(8) C2 0.044(11) 0.097(19) 0.066(13) 0.071(14) 0.018(10) 0.010(12) C3 0.060(11) 0.084(16) 0.13(2) 0.000 0.042(13) 0.000 C4 0.076(17) 0.023(10) 0.20(3) 0.004(14) 0.07(2) 0.009(10) C10 0.032(4) 0.061(5) 0.050(5) -0.017(4) 0.016(4) -0.009(4) C11 0.062(7) 0.084(8) 0.070(7) -0.032(6) 0.021(6) -0.032(6) C12 0.094(10) 0.121(12) 0.098(10) -0.067(10) 0.062(9) -0.060(9) C13 0.105(11) 0.083(10) 0.161(16) -0.061(11) 0.093(12) -0.052(9) C14 0.078(8) 0.071(8) 0.123(11) -0.033(8) 0.065(8) -0.022(6) C15 0.050(6) 0.061(6) 0.083(7) -0.011(6) 0.038(5) -0.004(5) C20 0.051(5) 0.042(5) 0.042(5) -0.001(4) 0.014(4) 0.005(4) C21 0.069(7) 0.077(8) 0.055(6) -0.023(5) 0.019(5) -0.008(6) C22 0.116(12) 0.112(12) 0.077(9) -0.054(8) 0.037(9) -0.024(10) C23 0.126(12) 0.077(9) 0.087(9) -0.018(7) 0.073(9) -0.007(8) C24 0.089(8) 0.060(6) 0.086(8) 0.002(6) 0.057(7) 0.010(6) C25 0.053(6) 0.058(6) 0.065(6) -0.004(5) 0.026(5) 0.005(4) C30 0.034(4) 0.073(7) 0.037(4) 0.001(4) 0.007(4) -0.007(4) C31 0.049(6) 0.067(7) 0.052(6) 0.005(5) 0.017(5) 0.001(5) C32 0.047(6) 0.094(9) 0.065(7) 0.010(6) 0.002(5) 0.007(6) C33 0.067(8) 0.134(13) 0.059(7) 0.028(7) 0.011(6) 0.002(8) C34 0.069(8) 0.161(14) 0.045(6) 0.025(7) 0.018(6) 0.009(8) C35 0.044(6) 0.124(11) 0.056(6) 0.010(7) 0.015(5) 0.014(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 Pd C1 2.03(2) . ? Pd C1 2.03(2) 2_655 ? Pd P 2.323(2) 2_655 ? Pd P 2.323(2) . ? Pd Br2 2.5068(18) . ? Br1 C4 1.67(2) 2_655 ? Br1 Br1 1.871(11) 2_655 ? Br1 C3 1.90(2) . ? Br1 C3 1.90(2) 2_655 ? P1 C20 1.812(9) . ? P1 C10 1.817(9) . ? P1 C30 1.818(9) . ? S C2 1.38(3) 2_655 ? S C1 1.54(2) . ? S C4 1.77(2) . ? C1 C1 0.93(3) 2_655 ? C1 C2 1.490(19) . ? C1 C2 1.07(3) 2_655 ? C2 C3 1.33(3) . ? C2 C3 1.33(3) 2_655 ? C3 C4 1.42(4) . ? C3 C4 1.42(4) 2_655 ? C10 C15 1.381(14) . ? C10 C11 1.384(13) . ? C11 C12 1.398(17) . ? C12 C13 1.33(2) . ? C13 C14 1.36(2) . ? C14 C15 1.382(15) . ? C20 C25 1.381(13) . ? C20 C21 1.400(13) . ? C21 C22 1.385(17) . ? C22 C23 1.328(19) . ? C23 C24 1.393(18) . ? C24 C25 1.391(14) . ? C30 C35 1.355(14) . ? C30 C31 1.382(13) . ? C31 C32 1.388(14) . ? C32 C33 1.383(17) . ? C33 C34 1.385(17) . ? C34 C35 1.390(16) . ? 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 Pd C1 26.4(9) . 2_655 ? C1 Pd P1 91.5(5) . 2_655 ? C1 Pd P1 88.1(5) 2_655 2_655 ? C1 Pd P1 88.1(5) . . ? C1 Pd P1 91.5(5) 2_655 . ? P1 Pd P1 179.59(13) 2_655 . ? C1 Pd Br2 166.8(4) . . ? C1 Pd Br2 166.8(4) 2_655 . ? P1 Pd Br2 90.21(7) 2_655 . ? P1 Pd Br2 90.21(7) . . ? C4 Br1 Br1 106.3(14) 2_655 2_655 ? C4 Br1 C3 46.1(15) 2_655 . ? Br1 Br1 C3 60.6(4) 2_655 . ? C20 P1 C10 101.2(4) . . ? C20 P1 C30 109.5(4) . . ? C10 P1 C30 103.2(4) . . ? C20 P1 Pd 115.3(3) . . ? C10 P1 Pd 117.2(3) . . ? C30 P1 Pd 109.5(3) . . ? C2 S C1 42.7(10) 2_655 . ? C2 S C4 55.8(14) 2_655 . ? C1 S C4 97.9(14) . . ? C1 C1 C2 95.7(18) 2_655 2_655 ? C1 C1 C2 45.9(13) 2_655 . ? C2 C1 C2 52(3) 2_655 . ? C1 C1 S 155.6(11) 2_655 . ? C2 C1 S 60.2(18) 2_655 . ? C2 C1 S 111.4(16) . . ? C1 C1 Pd 76.8(4) 2_655 . ? C2 C1 Pd 169(2) 2_655 . ? C2 C1 Pd 122.2(15) . . ? S C1 Pd 126.4(8) . . ? C3 C2 C1 109(2) . . ? C2 C3 C2 52.6(18) . 2_655 ? C2 C3 C4 118(2) . . ? C2 C3 C4 66.7(12) 2_655 . ? C2 C3 C4 66.7(12) . 2_655 ? C2 C3 C4 118(2) 2_655 2_655 ? C4 C3 C4 175(3) . 2_655 ? C2 C3 Br1 176.7(12) . 2_655 ? C2 C3 Br1 124.3(8) 2_655 2_655 ? C4 C3 Br1 58.2(11) . 2_655 ? C4 C3 Br1 116.6(17) 2_655 2_655 ? C2 C3 Br1 124.3(8) . . ? C2 C3 Br1 176.7(12) 2_655 . ? C4 C3 Br1 116.6(17) . . ? C4 C3 Br1 58.2(11) 2_655 . ? Br1 C3 Br1 58.9(8) 2_655 . ? C3 C4 S 102.7(18) . . ? C15 C10 C11 116.7(10) . . ? C15 C10 P1 119.9(7) . . ? C11 C10 P1 123.1(9) . . ? C10 C11 C12 121.3(13) . . ? C11 C12 C13 119.2(13) . . ? C12 C13 C14 122.4(13) . . ? C13 C14 C15 118.2(14) . . ? C10 C15 C14 122.2(11) . . ? C21 C20 C25 119.4(9) . . ? C25 C20 P1 120.0(7) . . ? C21 C20 P1 120.6(8) . . ? C20 C21 C22 117.2(11) . . ? C21 C22 C23 123.5(12) . . ? C22 C23 C24 120.3(11) . . ? C25 C24 C23 117.8(12) . . ? C20 C25 C24 121.5(10) . . ? C35 C30 C34 119.5(9) . . ? C35 C30 P1 117.8(8) . . ? C31 C30 P1 122.6(7) . . ? C30 C31 C32 120.1(10) . . ? C31 C32 C33 120.6(11) . . ? C32 C33 C34 118.7(11) . . ? C33 C34 C35 120.0(12) . . ? C30 C35 C34 121.2(11) . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 28.06 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 1.191 _refine_diff_density_min -1.234 _refine_diff_density_rms 0.128 #################################################### data_rp20 _database_code_depnum_ccdc_archive 'CCDC 612418' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H34 Br2 Cl3 N O2 P2 Pd S' _chemical_formula_weight 1051.27 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' P P 0.1023 0.0942 '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' Cl Cl 0.1484 0.1585 '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 11.6242(8) _cell_length_b 11.8469(9) _cell_length_c 16.6140(13) _cell_angle_alpha 90.3990(10) _cell_angle_beta 105.424(2) _cell_angle_gamma 98.5010(10) _cell_volume 2178.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1044 _exptl_absorpt_coefficient_mu 2.601 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.325 _exptl_absorpt_correction_T_max 0.579 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 12794 _diffrn_reflns_av_R_equivalents 0.0440 _diffrn_reflns_av_sigmaI/netI 0.0891 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 28.05 _reflns_number_total 8973 _reflns_number_gt 5230 _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^)+(0.0823P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8973 _refine_ls_number_parameters 488 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0916 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1539 _refine_ls_wR_factor_gt 0.1358 _refine_ls_goodness_of_fit_ref 0.909 _refine_ls_restrained_S_all 0.919 _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 Pd Pd 0.10075(4) 0.02649(4) 0.26486(3) 0.04195(14) Uani 1 1 d . . . Br2 Br 0.24938(6) -0.10874(6) 0.30116(5) 0.0612(2) Uani 1 1 d . . . Br1 Br -0.23213(8) 0.34707(7) 0.24788(5) 0.0767(3) Uani 1 1 d . . . S S -0.07111(14) 0.12991(14) 0.11165(10) 0.0521(4) Uani 1 1 d . . . N N -0.0716(4) 0.1931(4) 0.2604(3) 0.0453(12) Uani 1 1 d . . . O1 O -0.2358(5) 0.2198(4) -0.0227(3) 0.0785(15) Uani 1 1 d . . . O2 O -0.3115(4) 0.3375(4) 0.0476(3) 0.0730(14) Uani 1 1 d . . . P1 P -0.05430(14) -0.12123(12) 0.26835(10) 0.0435(4) Uani 1 1 d . . . P2 P 0.25089(14) 0.18133(13) 0.26591(10) 0.0457(4) Uani 1 1 d . . . C1 C -0.0208(5) 0.1268(5) 0.2197(4) 0.0495(15) Uani 1 1 d . . . C2 C -0.1502(5) 0.2472(5) 0.2036(4) 0.0466(14) Uani 1 1 d . . . C3 C -0.1668(5) 0.2253(5) 0.1201(4) 0.0461(14) Uani 1 1 d . . . C4 C -0.2449(5) 0.2685(5) 0.0458(4) 0.0485(15) Uani 1 1 d . . . C5 C -0.3057(8) 0.2605(9) -0.1008(5) 0.109(3) Uani 1 1 d . . . H5A H -0.3822 0.2745 -0.0946 0.163 Uiso 1 1 calc R . . H5B H -0.3187 0.2036 -0.1451 0.163 Uiso 1 1 calc R . . H5C H -0.2621 0.3299 -0.1140 0.163 Uiso 1 1 calc R . . C10 C -0.0891(5) -0.2275(5) 0.1811(4) 0.0497(15) Uani 1 1 d . . . C11 C -0.1907(6) -0.3102(5) 0.1655(5) 0.0643(19) Uani 1 1 d . . . H11 H -0.2408 -0.3130 0.2010 0.077 Uiso 1 1 calc R . . C12 C -0.2196(7) -0.3879(7) 0.0990(5) 0.082(2) Uani 1 1 d . . . H12 H -0.2889 -0.4423 0.0891 0.098 Uiso 1 1 calc R . . C13 C -0.1458(8) -0.3844(8) 0.0480(5) 0.088(3) Uani 1 1 d . . . H13 H -0.1628 -0.4390 0.0042 0.106 Uiso 1 1 calc R . . C14 C -0.0451(8) -0.3005(7) 0.0602(5) 0.075(2) Uani 1 1 d . . . H14 H 0.0019 -0.2954 0.0226 0.090 Uiso 1 1 calc R . . C15 C -0.0156(6) -0.2254(6) 0.1280(4) 0.0582(17) Uani 1 1 d . . . H15 H 0.0547 -0.1724 0.1384 0.070 Uiso 1 1 calc R . . C20 C -0.2006(5) -0.0808(5) 0.2635(4) 0.0541(16) Uani 1 1 d . . . C21 C -0.2374(7) -0.0580(7) 0.3335(5) 0.082(2) Uani 1 1 d . . . H21 H -0.1888 -0.0676 0.3866 0.098 Uiso 1 1 calc R . . C22 C -0.3461(9) -0.0210(8) 0.3240(7) 0.101(3) Uani 1 1 d . . . H22 H -0.3725 -0.0094 0.3712 0.121 Uiso 1 1 calc R . . C23 C -0.4162(8) -0.0008(10) 0.2484(8) 0.115(4) Uani 1 1 d . . . H23 H -0.4880 0.0274 0.2440 0.138 Uiso 1 1 calc R . . C24 C -0.3815(7) -0.0216(7) 0.1793(6) 0.085(2) Uani 1 1 d . . . H24 H -0.4317 -0.0125 0.1267 0.102 Uiso 1 1 calc R . . C25 C -0.2762(6) -0.0551(6) 0.1865(5) 0.0635(18) Uani 1 1 d . . . H25 H -0.2505 -0.0621 0.1385 0.076 Uiso 1 1 calc R . . C30 C -0.0205(6) -0.1969(5) 0.3648(4) 0.0508(15) Uani 1 1 d . . . C31 C -0.0580(8) -0.3094(6) 0.3697(5) 0.084(2) Uani 1 1 d . . . H31 H -0.0990 -0.3532 0.3211 0.101 Uiso 1 1 calc R . . C32 C -0.0363(11) -0.3609(8) 0.4458(6) 0.123(4) Uani 1 1 d . . . H32 H -0.0573 -0.4395 0.4479 0.147 Uiso 1 1 calc R . . C33 C 0.0174(9) -0.2939(9) 0.5194(5) 0.098(3) Uani 1 1 d . . . H33 H 0.0252 -0.3262 0.5711 0.118 Uiso 1 1 calc R . . C34 C 0.0564(8) -0.1857(9) 0.5153(5) 0.095(3) Uani 1 1 d . . . H34 H 0.0965 -0.1426 0.5643 0.114 Uiso 1 1 calc R . . C35 C 0.0397(7) -0.1334(6) 0.4395(4) 0.074(2) Uani 1 1 d . . . H35 H 0.0685 -0.0561 0.4382 0.089 Uiso 1 1 calc R . . C40 C 0.3842(6) 0.1896(5) 0.3534(4) 0.0528(15) Uani 1 1 d . . . C41 C 0.3781(8) 0.1430(8) 0.4279(5) 0.108(4) Uani 1 1 d . . . H41 H 0.3046 0.1066 0.4341 0.130 Uiso 1 1 calc R . . C42 C 0.4826(10) 0.1503(9) 0.4947(6) 0.127(4) Uani 1 1 d . . . H42 H 0.4779 0.1180 0.5447 0.152 Uiso 1 1 calc R . . C43 C 0.5887(9) 0.2029(9) 0.4874(6) 0.102(3) Uani 1 1 d . . . H43 H 0.6570 0.2074 0.5325 0.123 Uiso 1 1 calc R . . C44 C 0.5975(8) 0.2493(9) 0.4156(6) 0.104(3) Uani 1 1 d . . . H44 H 0.6704 0.2897 0.4113 0.125 Uiso 1 1 calc R . . C45 C 0.4962(7) 0.2361(7) 0.3477(5) 0.081(2) Uani 1 1 d . . . H45 H 0.5049 0.2599 0.2962 0.097 Uiso 1 1 calc R . . C50 C 0.2077(6) 0.3213(5) 0.2709(5) 0.0589(18) Uani 1 1 d . . . C51 C 0.2239(8) 0.3770(7) 0.3461(7) 0.093(3) Uani 1 1 d . . . H51 H 0.2593 0.3439 0.3953 0.111 Uiso 1 1 calc R . . C52 C 0.1880(12) 0.4824(9) 0.3492(10) 0.139(5) Uani 1 1 d . . . H52 H 0.2009 0.5201 0.4009 0.166 Uiso 1 1 calc R . . C53 C 0.1349(13) 0.5318(9) 0.2796(12) 0.145(6) Uani 1 1 d . . . H53 H 0.1125 0.6034 0.2835 0.174 Uiso 1 1 calc R . . C54 C 0.1134(9) 0.4771(8) 0.2023(9) 0.117(4) Uani 1 1 d . . . H54 H 0.0747 0.5096 0.1536 0.141 Uiso 1 1 calc R . . C55 C 0.1515(7) 0.3718(6) 0.1997(6) 0.082(2) Uani 1 1 d . . . H55 H 0.1387 0.3340 0.1481 0.098 Uiso 1 1 calc R . . C60 C 0.3031(5) 0.1793(6) 0.1719(4) 0.0498(15) Uani 1 1 d . . . C61 C 0.2786(6) 0.0840(6) 0.1221(4) 0.0597(17) Uani 1 1 d . . . H61 H 0.2299 0.0199 0.1337 0.072 Uiso 1 1 calc R . . C62 C 0.3260(7) 0.0804(8) 0.0527(5) 0.082(2) Uani 1 1 d . . . H62 H 0.3102 0.0137 0.0191 0.099 Uiso 1 1 calc R . . C63 C 0.3955(7) 0.1754(9) 0.0347(5) 0.089(3) Uani 1 1 d . . . H63 H 0.4270 0.1732 -0.0111 0.106 Uiso 1 1 calc R . . C64 C 0.4179(7) 0.2704(8) 0.0823(6) 0.083(2) Uani 1 1 d . . . H64 H 0.4660 0.3342 0.0699 0.100 Uiso 1 1 calc R . . C65 C 0.3706(6) 0.2764(6) 0.1505(5) 0.068(2) Uani 1 1 d . . . H65 H 0.3839 0.3447 0.1818 0.082 Uiso 1 1 calc R . . Cl2 Cl 0.4505(6) 0.6896(6) 0.3056(3) 0.279(3) Uani 1 1 d D . . Cl1 Cl 0.5560(5) 0.5469(4) 0.2321(6) 0.344(5) Uani 1 1 d D . . Cl3 Cl 0.6159(11) 0.5803(8) 0.4049(6) 0.544(10) Uani 1 1 d D . . C6 C 0.5170(17) 0.5871(15) 0.3119(10) 0.320(14) Uani 1 1 d D . . H6 H 0.4528 0.5244 0.3141 0.384 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 Pd 0.0403(3) 0.0409(3) 0.0434(3) 0.0099(2) 0.0081(2) 0.00826(18) Br2 0.0573(4) 0.0619(4) 0.0630(5) 0.0134(3) 0.0055(3) 0.0246(3) Br1 0.0898(6) 0.0869(5) 0.0682(5) 0.0073(4) 0.0286(4) 0.0472(4) S 0.0560(10) 0.0553(9) 0.0478(9) 0.0086(8) 0.0128(8) 0.0197(7) N 0.048(3) 0.039(3) 0.049(3) 0.013(2) 0.010(2) 0.010(2) O1 0.097(4) 0.094(4) 0.051(3) 0.015(3) 0.010(3) 0.054(3) O2 0.083(3) 0.067(3) 0.068(3) 0.011(3) 0.006(3) 0.034(3) P1 0.0480(9) 0.0400(8) 0.0410(9) 0.0078(7) 0.0100(7) 0.0057(7) P2 0.0430(9) 0.0453(9) 0.0453(9) 0.0081(7) 0.0077(7) 0.0038(7) C4 0.039(3) 0.053(4) 0.051(4) 0.013(3) 0.003(3) 0.014(3) C3 0.043(3) 0.048(3) 0.051(4) 0.009(3) 0.015(3) 0.011(3) C2 0.040(3) 0.050(3) 0.053(4) 0.002(3) 0.016(3) 0.010(3) C1 0.038(3) 0.053(4) 0.051(4) 0.008(3) 0.003(3) 0.003(3) C5 0.103(7) 0.164(9) 0.053(5) 0.025(6) -0.006(5) 0.052(7) C10 0.057(4) 0.047(3) 0.043(4) 0.008(3) 0.013(3) 0.003(3) C11 0.079(5) 0.048(4) 0.063(5) 0.003(4) 0.020(4) -0.001(3) C12 0.088(6) 0.083(5) 0.058(5) -0.012(4) 0.013(4) -0.026(4) C13 0.109(7) 0.098(6) 0.044(5) -0.017(4) 0.011(5) -0.003(5) C14 0.103(6) 0.080(5) 0.051(5) 0.002(4) 0.028(4) 0.024(5) C15 0.068(4) 0.056(4) 0.049(4) 0.003(3) 0.015(3) 0.007(3) C20 0.044(4) 0.062(4) 0.055(4) 0.002(3) 0.017(3) -0.004(3) C21 0.074(5) 0.110(7) 0.062(5) -0.002(5) 0.021(4) 0.012(5) C22 0.099(7) 0.117(8) 0.107(8) 0.003(6) 0.055(7) 0.035(6) C23 0.059(6) 0.152(10) 0.138(10) -0.012(8) 0.031(7) 0.024(6) C24 0.054(5) 0.101(6) 0.099(7) 0.008(5) 0.011(5) 0.022(4) C25 0.060(4) 0.065(4) 0.068(5) 0.013(4) 0.020(4) 0.014(3) C30 0.061(4) 0.045(3) 0.046(4) 0.013(3) 0.012(3) 0.012(3) C31 0.127(7) 0.054(4) 0.057(5) 0.010(4) 0.008(5) 0.001(4) C32 0.192(11) 0.083(6) 0.071(7) 0.032(5) 0.013(7) -0.011(7) C33 0.127(8) 0.109(7) 0.053(5) 0.044(5) 0.019(5) 0.013(6) C34 0.108(7) 0.115(8) 0.040(4) 0.010(5) -0.001(4) -0.009(6) C35 0.095(6) 0.062(4) 0.051(5) 0.006(4) 0.005(4) -0.003(4) C40 0.063(4) 0.042(3) 0.050(4) 0.005(3) 0.006(3) 0.012(3) C41 0.111(7) 0.138(8) 0.039(4) 0.013(5) -0.001(4) -0.055(6) C42 0.155(10) 0.136(9) 0.049(5) 0.034(6) -0.006(6) -0.046(8) C43 0.102(7) 0.129(8) 0.054(6) 0.012(6) -0.012(5) 0.010(6) C44 0.064(5) 0.154(9) 0.076(6) 0.002(6) -0.008(5) 0.009(5) C45 0.062(5) 0.106(6) 0.064(5) 0.019(5) -0.001(4) 0.012(4) C50 0.054(4) 0.045(4) 0.077(5) 0.009(4) 0.019(4) 0.003(3) C51 0.109(7) 0.071(5) 0.111(8) 0.000(5) 0.051(6) 0.016(5) C52 0.173(12) 0.077(7) 0.189(15) -0.017(8) 0.081(11) 0.035(8) C53 0.156(12) 0.056(7) 0.25(2) 0.033(9) 0.089(13) 0.043(7) C54 0.090(7) 0.062(6) 0.201(14) 0.052(7) 0.030(8) 0.029(5) C55 0.073(5) 0.053(4) 0.108(7) 0.029(4) 0.005(5) 0.008(4) C60 0.039(3) 0.066(4) 0.037(3) 0.008(3) 0.001(3) 0.003(3) C61 0.054(4) 0.076(5) 0.046(4) 0.010(4) 0.009(3) 0.007(3) C62 0.088(6) 0.097(6) 0.057(5) -0.004(5) 0.013(4) 0.010(5) C63 0.068(5) 0.147(9) 0.048(5) 0.010(5) 0.018(4) 0.002(5) C64 0.073(5) 0.100(6) 0.072(6) 0.023(5) 0.021(5) -0.007(5) C65 0.068(5) 0.074(5) 0.055(5) 0.009(4) 0.012(4) -0.006(4) C6 0.27(2) 0.24(2) 0.48(4) -0.09(2) 0.08(3) 0.171(19) Cl2 0.334(7) 0.343(7) 0.169(4) -0.034(4) -0.008(4) 0.219(6) Cl1 0.285(6) 0.158(4) 0.680(14) -0.141(6) 0.342(8) -0.060(4) Cl3 0.637(17) 0.394(11) 0.418(13) -0.059(9) -0.293(12) 0.306(12) _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 Pd C1 1.979(6) . ? Pd P1 2.3321(15) . ? Pd P2 2.3341(15) . ? Pd Br2 2.4886(8) . ? Br1 C2 1.882(6) . ? P1 C20 1.816(6) . ? P1 C30 1.821(6) . ? P1 C10 1.834(6) . ? P2 C50 1.809(7) . ? P2 C40 1.811(7) . ? P2 C60 1.822(6) . ? S C3 1.728(6) . ? S C1 1.737(7) . ? N C1 1.328(7) . ? N C2 1.363(7) . ? O1 C4 1.309(8) . ? O1 C5 1.463(8) . ? O2 C4 1.210(7) . ? C3 C4 1.470(8) . ? C2 C3 1.367(8) . ? C10 C15 1.380(9) . ? C10 C11 1.383(8) . ? C11 C12 1.370(10) . ? C12 C13 1.354(11) . ? C13 C14 1.389(10) . ? C14 C15 1.366(9) . ? C20 C21 1.379(10) . ? C20 C25 1.410(9) . ? C21 C22 1.369(11) . ? C22 C23 1.347(13) . ? C23 C24 1.346(13) . ? C24 C25 1.318(9) . ? C30 C31 1.350(9) . ? C30 C35 1.401(9) . ? C31 C32 1.387(11) . ? C32 C33 1.395(12) . ? C33 C34 1.304(11) . ? C34 C35 1.386(10) . ? C40 C45 1.363(9) . ? C40 C41 1.375(9) . ? C41 C42 1.401(12) . ? C42 C43 1.333(12) . ? C43 C44 1.340(12) . ? C44 C45 1.385(10) . ? C50 C51 1.364(11) . ? C50 C55 1.377(10) . ? C51 C52 1.378(13) . ? C52 C53 1.341(18) . ? C53 C54 1.379(17) . ? C54 C55 1.389(12) . ? C60 C61 1.344(9) . ? C60 C65 1.397(9) . ? C61 C62 1.408(10) . ? C62 C63 1.368(11) . ? C63 C64 1.323(11) . ? C64 C65 1.391(11) . ? Cl2 C6 1.523(12) . ? Cl1 C6 1.601(14) . ? Cl3 C6 1.673(15) . ? 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 Pd P1 89.65(17) . . ? C1 Pd P2 88.25(17) . . ? P1 Pd P2 176.55(6) . . ? C1 Pd Br2 172.06(19) . . ? P1 Pd Br2 89.85(4) . . ? P2 Pd Br2 92.60(5) . . ? C3 S C1 90.9(3) . . ? C1 N C2 108.9(5) . . ? C4 O1 C5 115.6(6) . . ? C20 P1 C30 103.1(3) . . ? C20 P1 C10 103.0(3) . . ? C30 P1 C10 107.5(3) . . ? C20 P1 Pd 116.6(2) . . ? C30 P1 Pd 112.1(2) . . ? C10 P1 Pd 113.47(19) . . ? C50 P2 C40 102.8(3) . . ? C50 P2 C60 104.6(3) . . ? C40 P2 C60 106.2(3) . . ? C50 P2 Pd 115.8(2) . . ? C40 P2 Pd 114.7(2) . . ? C60 P2 Pd 111.7(2) . . ? N C1 S 113.9(5) . . ? N C1 Pd 129.3(5) . . ? S C1 Pd 116.8(4) . . ? N C2 C3 119.6(5) . . ? N C2 Br1 116.1(5) . . ? C3 C2 Br1 124.2(5) . . ? C2 C3 C4 131.8(6) . . ? C2 C3 S 106.6(4) . . ? C4 C3 S 121.6(5) . . ? O2 C4 O1 124.4(6) . . ? O2 C4 C3 124.7(6) . . ? O1 C4 C3 110.9(5) . . ? C15 C10 C11 118.2(6) . . ? C15 C10 P1 120.6(5) . . ? C11 C10 P1 121.2(5) . . ? C12 C11 C10 121.7(7) . . ? C13 C12 C11 119.0(7) . . ? C12 C13 C14 120.8(7) . . ? C15 C14 C13 119.4(7) . . ? C14 C15 C10 120.7(6) . . ? C21 C20 C25 115.9(7) . . ? C21 C20 P1 123.3(6) . . ? C25 C20 P1 120.2(5) . . ? C22 C21 C20 119.3(8) . . ? C23 C22 C21 122.0(9) . . ? C24 C23 C22 119.6(9) . . ? C25 C24 C23 119.7(9) . . ? C24 C25 C20 123.1(8) . . ? C31 C30 C35 117.8(6) . . ? C31 C30 P1 123.7(5) . . ? C35 C30 P1 118.3(5) . . ? C30 C31 C32 121.2(8) . . ? C31 C32 C33 119.5(8) . . ? C34 C33 C32 119.6(8) . . ? C33 C34 C35 121.6(8) . . ? C34 C35 C30 120.1(7) . . ? C45 C40 C41 116.5(7) . . ? C45 C40 P2 122.3(6) . . ? C41 C40 P2 121.1(6) . . ? C40 C41 C42 120.0(8) . . ? C43 C42 C41 121.0(8) . . ? C42 C43 C44 120.3(9) . . ? C43 C44 C45 118.9(9) . . ? C40 C45 C44 122.8(8) . . ? C51 C50 C55 118.0(7) . . ? C51 C50 P2 120.5(6) . . ? C55 C50 P2 121.4(6) . . ? C50 C51 C52 120.1(11) . . ? C53 C52 C51 121.5(13) . . ? C52 C53 C54 120.4(11) . . ? C53 C54 C55 117.5(11) . . ? C50 C55 C54 122.4(10) . . ? C61 C60 C65 118.7(6) . . ? C61 C60 P2 120.6(5) . . ? C65 C60 P2 120.7(5) . . ? C60 C61 C62 120.4(7) . . ? C63 C62 C61 119.8(8) . . ? C64 C63 C62 120.2(8) . . ? C63 C64 C65 121.1(8) . . ? C64 C65 C60 119.7(7) . . ? Cl2 C6 Cl1 118.8(12) . . ? Cl2 C6 Cl3 113.8(10) . . ? Cl1 C6 Cl3 116.2(10) . . ? _diffrn_measured_fraction_theta_max 0.848 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.917 _refine_diff_density_max 0.849 _refine_diff_density_min -1.027 _refine_diff_density_rms 0.113 #################################################### data_rp21 _database_code_depnum_ccdc_archive 'CCDC 612419' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H33 Br2 N O P2 Pd S' _chemical_formula_weight 903.89 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.775(4) _cell_length_b 13.4291(19) _cell_length_c 11.7221(16) _cell_angle_alpha 90.00 _cell_angle_beta 113.582(3) _cell_angle_gamma 90.00 _cell_volume 3718.6(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.615 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1800 _exptl_absorpt_coefficient_mu 2.823 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6282 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 10594 _diffrn_reflns_av_R_equivalents 0.0563 _diffrn_reflns_av_sigmaI/netI 0.0776 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 28.01 _reflns_number_total 4193 _reflns_number_gt 2691 _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^)+(0.0534P)^2^+57.7928P] 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 4193 _refine_ls_number_parameters 250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1219 _refine_ls_R_factor_gt 0.0794 _refine_ls_wR_factor_ref 0.2156 _refine_ls_wR_factor_gt 0.2022 _refine_ls_goodness_of_fit_ref 1.142 _refine_ls_restrained_S_all 1.142 _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 Pd Pd 0.0000 0.25300(7) 0.7500 0.0404(3) Uani 1 2 d S . . Br2 Br 0.0000 0.44008(11) 0.7500 0.0719(5) Uani 1 2 d S . . P1 P 0.09914(9) 0.25221(19) 0.8237(2) 0.0457(6) Uani 1 1 d . . . C10 C 0.1302(4) 0.3247(7) 0.9649(9) 0.051(2) Uani 1 1 d . . . C11 C 0.1847(4) 0.3676(8) 1.0080(10) 0.054(2) Uani 1 1 d . . . H11 H 0.2053 0.3638 0.9588 0.065 Uiso 1 1 calc R . . C12 C 0.2078(5) 0.4148(9) 1.1209(11) 0.070(3) Uani 1 1 d . . . H12 H 0.2433 0.4444 1.1465 0.083 Uiso 1 1 calc R . . C13 C 0.1789(6) 0.4183(11) 1.1953(11) 0.085(4) Uani 1 1 d . . . H13 H 0.1954 0.4498 1.2722 0.102 Uiso 1 1 calc R . . C14 C 0.1258(6) 0.3768(14) 1.1608(12) 0.104(5) Uani 1 1 d . . . H14 H 0.1067 0.3775 1.2134 0.125 Uiso 1 1 calc R . . C15 C 0.1020(5) 0.3334(10) 1.0420(11) 0.078(4) Uani 1 1 d . . . H15 H 0.0652 0.3093 1.0141 0.094 Uiso 1 1 calc R . . C20 C 0.1344(4) 0.1313(8) 0.8677(9) 0.049(2) Uani 1 1 d . . . C21 C 0.1615(4) 0.1023(9) 0.9940(11) 0.069(3) Uani 1 1 d . . . H21 H 0.1662 0.1477 1.0573 0.082 Uiso 1 1 calc R . . C22 C 0.1809(5) 0.0047(12) 1.0221(15) 0.090(5) Uani 1 1 d . . . H22 H 0.2006 -0.0131 1.1050 0.108 Uiso 1 1 calc R . . C23 C 0.1720(6) -0.0648(12) 0.9327(17) 0.093(5) Uani 1 1 d . . . H23 H 0.1832 -0.1304 0.9542 0.112 Uiso 1 1 calc R . . C24 C 0.1449(5) -0.0360(9) 0.8038(15) 0.081(4) Uani 1 1 d . . . H24 H 0.1405 -0.0818 0.7411 0.097 Uiso 1 1 calc R . . C25 C 0.1255(4) 0.0609(8) 0.7743(11) 0.061(3) Uani 1 1 d . . . H25 H 0.1063 0.0791 0.6914 0.073 Uiso 1 1 calc R . . C30 C 0.1268(4) 0.2977(7) 0.7100(9) 0.049(2) Uani 1 1 d . . . C31 C 0.1819(5) 0.2741(8) 0.7293(11) 0.062(3) Uani 1 1 d . . . H31 H 0.2048 0.2403 0.8011 0.074 Uiso 1 1 calc R . . C33 C 0.1665(8) 0.3543(10) 0.5365(14) 0.094(5) Uani 1 1 d . . . H33 H 0.1796 0.3740 0.4767 0.112 Uiso 1 1 calc R . . C32 C 0.2036(6) 0.3012(9) 0.6400(12) 0.074(3) Uani 1 1 d . . . H32 H 0.2402 0.2849 0.6495 0.088 Uiso 1 1 calc R . . C34 C 0.1138(7) 0.3780(10) 0.5184(12) 0.084(4) Uani 1 1 d . . . H34 H 0.0915 0.4142 0.4483 0.101 Uiso 1 1 calc R . . C35 C 0.0922(5) 0.3494(7) 0.6024(10) 0.061(3) Uani 1 1 d . . . H35 H 0.0549 0.3642 0.5884 0.074 Uiso 1 1 calc R . . S S 0.0154(2) 0.0512(4) 0.8976(6) 0.0474(13) Uani 0.50 1 d P . . C1 C 0.0000 0.1056(9) 0.7500 0.040(3) Uani 1 2 d S . . C3 C 0.0006(9) -0.0668(16) 0.830(2) 0.045(5) Uani 0.50 1 d P . . Br1 Br -0.03846(13) -0.16554(17) 0.5984(2) 0.0665(7) Uani 0.50 1 d P . . N N -0.0161(7) 0.0389(13) 0.6639(17) 0.040(4) Uani 0.50 1 d P . . C2 C -0.0162(9) -0.0569(16) 0.708(2) 0.043(5) Uani 0.50 1 d P . . C4 C 0.0016(13) -0.1555(17) 0.906(3) 0.082(8) Uani 0.50 1 d P . . H4A H -0.0022 -0.2152 0.8561 0.099 Uiso 0.50 1 calc PR . . H4B H 0.0377 -0.1587 0.9766 0.099 Uiso 0.50 1 calc PR . . O O -0.0441(14) -0.1522(16) 0.949(2) 0.153(12) Uani 0.50 1 d P . . H1 H -0.0735 -0.1345 0.8921 0.230 Uiso 0.50 1 calc PR . . 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 Pd 0.0317(5) 0.0364(5) 0.0444(6) 0.000 0.0063(4) 0.000 Br2 0.0738(11) 0.0417(8) 0.0766(12) 0.000 0.0054(9) 0.000 P1 0.0333(11) 0.0504(13) 0.0462(13) 0.0116(12) 0.0081(10) -0.0016(11) C10 0.039(5) 0.068(6) 0.044(5) 0.010(5) 0.015(4) 0.004(4) C11 0.040(5) 0.067(6) 0.054(6) 0.001(5) 0.017(5) 0.007(5) C12 0.042(6) 0.083(8) 0.065(8) -0.013(6) 0.002(5) 0.001(5) C13 0.073(9) 0.122(11) 0.045(7) -0.012(7) 0.007(6) 0.016(8) C14 0.087(10) 0.185(16) 0.040(7) -0.012(9) 0.024(7) 0.003(10) C15 0.054(7) 0.126(11) 0.053(7) 0.004(7) 0.019(5) -0.015(7) C20 0.034(5) 0.066(6) 0.051(6) 0.018(5) 0.023(4) 0.007(4) C21 0.040(6) 0.094(8) 0.067(7) 0.035(6) 0.016(5) 0.009(5) C22 0.057(7) 0.122(12) 0.097(11) 0.068(10) 0.038(7) 0.035(8) C23 0.081(9) 0.096(10) 0.130(13) 0.063(10) 0.072(10) 0.049(8) C24 0.075(8) 0.063(7) 0.130(13) 0.013(8) 0.069(9) 0.011(6) C25 0.049(6) 0.076(7) 0.072(8) 0.026(6) 0.039(5) 0.018(5) C30 0.056(6) 0.054(5) 0.037(5) 0.001(4) 0.018(4) -0.011(4) C31 0.058(6) 0.068(7) 0.065(7) 0.007(5) 0.030(5) -0.008(5) C33 0.159(16) 0.068(8) 0.078(10) -0.009(7) 0.071(11) -0.029(10) C32 0.092(9) 0.074(8) 0.074(8) -0.007(7) 0.054(7) -0.016(7) C34 0.104(11) 0.075(8) 0.054(7) 0.018(6) 0.011(7) -0.022(8) C35 0.079(7) 0.050(6) 0.053(6) -0.004(5) 0.024(6) -0.018(5) S 0.056(3) 0.043(3) 0.041(3) 0.001(3) 0.017(3) -0.005(2) C1 0.039(7) 0.033(6) 0.046(7) 0.000 0.016(6) 0.000 C3 0.038(13) 0.050(11) 0.047(13) 0.005(9) 0.017(10) -0.003(9) Br1 0.0961(19) 0.0465(12) 0.0654(15) -0.0126(10) 0.0413(15) -0.0144(12) N 0.040(9) 0.051(10) 0.028(9) 0.003(8) 0.012(8) 0.002(7) C2 0.028(12) 0.049(11) 0.058(17) -0.014(10) 0.024(9) -0.007(7) C4 0.10(2) 0.038(12) 0.12(2) 0.028(13) 0.046(19) -0.008(13) O 0.28(4) 0.097(16) 0.103(17) -0.018(13) 0.10(2) -0.086(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd C1 1.979(12) . ? Pd P1 2.347(2) 2_556 ? Pd P1 2.347(2) . ? Pd Br2 2.5123(18) . ? P1 C10 1.808(10) . ? P1 C20 1.832(10) . ? P1 C30 1.849(10) . ? C10 C15 1.371(15) . ? C10 C11 1.412(13) . ? C11 C12 1.370(14) . ? C12 C13 1.356(18) . ? C13 C14 1.382(19) . ? C14 C15 1.403(17) . ? C20 C25 1.394(15) . ? C20 C21 1.416(14) . ? C21 C22 1.394(17) . ? C22 C23 1.35(2) . ? C23 C24 1.44(2) . ? C24 C25 1.387(15) . ? C30 C31 1.383(14) . ? C30 C35 1.403(14) . ? C31 C32 1.419(15) . ? C33 C34 1.33(2) . ? C33 C32 1.40(2) . ? C34 C35 1.367(17) . ? S C3 1.75(2) . ? S C1 1.770(7) . ? C1 N 1.288(19) . ? C3 C2 1.32(3) . ? C3 C4 1.48(3) . ? Br1 C2 1.87(2) . ? N C2 1.39(3) . ? C4 O 1.46(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Pd P1 89.74(7) . 2_556 ? C1 Pd P1 89.74(7) . . ? P1 Pd P1 179.48(13) 2_556 . ? C1 Pd Br2 180.000(1) . . ? P1 Pd Br2 90.26(7) 2_556 . ? P1 Pd Br2 90.26(7) . . ? C10 P1 C20 103.4(5) . . ? C10 P1 C30 109.0(4) . . ? C20 P1 C30 101.8(4) . . ? C10 P1 Pd 110.6(3) . . ? C20 P1 Pd 116.9(3) . . ? C30 P1 Pd 114.2(3) . . ? C15 C10 C11 116.2(10) . . ? C15 C10 P1 119.5(8) . . ? C11 C10 P1 124.1(8) . . ? C12 C11 C10 121.4(10) . . ? C13 C12 C11 119.9(11) . . ? C12 C13 C14 122.2(12) . . ? C13 C14 C15 116.5(13) . . ? C10 C15 C14 123.6(11) . . ? C25 C20 C21 119.5(10) . . ? C25 C20 P1 118.2(7) . . ? C21 C20 P1 121.3(9) . . ? C22 C21 C20 119.0(13) . . ? C23 C22 C21 122.1(13) . . ? C22 C23 C24 119.2(13) . . ? C25 C24 C23 119.2(14) . . ? C24 C25 C20 120.7(11) . . ? C31 C30 C35 120.2(10) . . ? C31 C30 P1 118.2(8) . . ? C35 C30 P1 121.5(8) . . ? C30 C31 C32 120.2(11) . . ? C34 C33 C32 124.1(13) . . ? C33 C32 C31 115.8(13) . . ? C33 C34 C35 120.3(13) . . ? C34 C35 C30 119.4(12) . . ? C3 S C1 90.4(9) . . ? N C1 S 110.7(11) . . ? N C1 Pd 134.1(9) . . ? S C1 Pd 114.4(4) . . ? C2 C3 C4 131(2) . . ? C2 C3 S 108.5(19) . . ? C4 C3 S 120.5(19) . . ? C1 N C2 113.7(17) . . ? C3 C2 N 117(2) . . ? C3 C2 Br1 123(2) . . ? N C2 Br1 120.9(17) . . ? O C4 C3 111(2) . . ? _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 1.344 _refine_diff_density_min -0.895 _refine_diff_density_rms 0.135 #################################################### data_rp22 _database_code_depnum_ccdc_archive 'CCDC 612420' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H40 Br F3 O2 P2 Pd S' _chemical_formula_weight 1010.13 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 21.459(3) _cell_length_b 11.2009(16) _cell_length_c 22.854(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.583(4) _cell_angle_gamma 90.00 _cell_volume 5361.4(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.251 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 1.233 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.706 _exptl_absorpt_correction_T_max 0.821 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 22454 _diffrn_reflns_av_R_equivalents 0.1086 _diffrn_reflns_av_sigmaI/netI 0.1904 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 25.03 _reflns_number_total 8932 _reflns_number_gt 4174 _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^)+(0.1132P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8932 _refine_ls_number_parameters 516 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1949 _refine_ls_R_factor_gt 0.0940 _refine_ls_wR_factor_ref 0.2483 _refine_ls_wR_factor_gt 0.2117 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.986 _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 Pd Pd 0.27582(4) -0.00811(7) 0.11283(4) 0.0362(3) Uani 1 1 d . . . Br2 Br 0.26201(6) -0.14195(12) 0.19709(5) 0.0578(4) Uani 1 1 d . . . S S 0.29860(16) 0.2125(3) -0.04919(14) 0.0565(9) Uani 1 1 d . . . P1 P 0.38440(14) 0.0067(3) 0.15268(13) 0.0445(8) Uani 1 1 d . . . P2 P 0.16605(13) -0.0111(3) 0.07220(12) 0.0416(8) Uani 1 1 d . . . C1 C 0.2878(5) 0.0720(9) 0.0398(4) 0.032(3) Uani 1 1 d . . . C2 C 0.3033(5) 0.0031(10) -0.0095(5) 0.045(3) Uani 1 1 d . . . H2 H 0.3072 -0.0795 -0.0075 0.054 Uiso 1 1 calc R . . C3 C 0.3118(5) 0.0644(10) -0.0580(5) 0.040(3) Uani 1 1 d . . . C4 C 0.2850(5) 0.1893(11) 0.0213(4) 0.043(3) Uani 1 1 d . . . C5 C 0.2695(6) 0.2969(12) 0.0502(6) 0.056(3) Uani 1 1 d . . . C6 C 0.2387(8) 0.3836(15) 0.1375(6) 0.093(5) Uani 1 1 d . . . H6A H 0.2075 0.4285 0.1088 0.112 Uiso 1 1 calc R . . H6B H 0.2188 0.3577 0.1696 0.112 Uiso 1 1 calc R . . C7 C 0.2952(9) 0.4611(17) 0.1625(8) 0.135(8) Uani 1 1 d . . . H7A H 0.3321 0.4120 0.1762 0.203 Uiso 1 1 calc R . . H7B H 0.2867 0.5068 0.1955 0.203 Uiso 1 1 calc R . . H7C H 0.3028 0.5143 0.1319 0.203 Uiso 1 1 calc R . . C8 C 0.3269(6) 0.0126(13) -0.1113(6) 0.060(4) Uani 1 1 d . . . C9 C 0.3631(7) -0.0843(15) -0.1098(6) 0.082(5) Uani 1 1 d . . . H9 H 0.3792 -0.1223 -0.0735 0.099 Uiso 1 1 calc R . . C10 C 0.3770(7) -0.1297(15) -0.1630(8) 0.092(5) Uani 1 1 d . . . H10 H 0.4024 -0.1974 -0.1612 0.111 Uiso 1 1 calc R . . C11 C 0.3541(7) -0.0769(18) -0.2168(6) 0.080(5) Uani 1 1 d . A . C12 C 0.3183(8) 0.0220(17) -0.2186(6) 0.091(5) Uani 1 1 d . . . H12 H 0.3026 0.0577 -0.2556 0.109 Uiso 1 1 calc R . . C13 C 0.3036(7) 0.0734(14) -0.1684(6) 0.084(5) Uani 1 1 d . . . H13 H 0.2799 0.1435 -0.1708 0.101 Uiso 1 1 calc R . . C14 C 0.3639(7) -0.1314(16) -0.2746(8) 0.110(6) Uani 1 1 d . . . C20 C 0.4292(6) -0.1257(11) 0.1383(5) 0.050(3) Uani 1 1 d . . . C21 C 0.4937(7) -0.1208(14) 0.1400(6) 0.076(4) Uani 1 1 d . . . H21 H 0.5153 -0.0486 0.1480 0.091 Uiso 1 1 calc R . . C22 C 0.5263(6) -0.2211(14) 0.1301(7) 0.075(4) Uani 1 1 d . . . H22 H 0.5698 -0.2163 0.1313 0.090 Uiso 1 1 calc R . . C23 C 0.4955(7) -0.3285(13) 0.1184(6) 0.071(4) Uani 1 1 d . . . H23 H 0.5183 -0.3966 0.1129 0.086 Uiso 1 1 calc R . . C24 C 0.4320(8) -0.3352(12) 0.1150(6) 0.080(4) Uani 1 1 d . . . H24 H 0.4102 -0.4065 0.1046 0.096 Uiso 1 1 calc R . . C25 C 0.3980(6) -0.2289(11) 0.1279(6) 0.059(4) Uani 1 1 d . . . H25 H 0.3549 -0.2333 0.1288 0.071 Uiso 1 1 calc R . . C30 C 0.4272(6) 0.1290(12) 0.1250(6) 0.054(3) Uani 1 1 d . . . C31 C 0.4418(6) 0.1231(14) 0.0701(7) 0.084(5) Uani 1 1 d . . . H31 H 0.4307 0.0538 0.0479 0.100 Uiso 1 1 calc R . . C32 C 0.4716(7) 0.2119(18) 0.0450(8) 0.094(6) Uani 1 1 d . . . H32 H 0.4817 0.2058 0.0075 0.113 Uiso 1 1 calc R . . C33 C 0.4856(9) 0.316(2) 0.0832(14) 0.149(10) Uani 1 1 d . . . H33 H 0.5066 0.3796 0.0694 0.178 Uiso 1 1 calc R . . C34 C 0.4708(9) 0.3285(18) 0.1359(9) 0.116(7) Uani 1 1 d . . . H34 H 0.4799 0.3981 0.1583 0.139 Uiso 1 1 calc R . . C35 C 0.4421(7) 0.2349(15) 0.1556(7) 0.086(5) Uani 1 1 d . . . H35 H 0.4314 0.2421 0.1928 0.103 Uiso 1 1 calc R . . C40 C 0.4003(6) 0.0264(10) 0.2330(5) 0.047(3) Uani 1 1 d . . . C41 C 0.4484(6) -0.0329(11) 0.2723(6) 0.065(4) Uani 1 1 d . . . H41 H 0.4741 -0.0865 0.2573 0.078 Uiso 1 1 calc R . . C42 C 0.4590(8) -0.0144(15) 0.3332(6) 0.090(5) Uani 1 1 d . . . H42 H 0.4908 -0.0567 0.3592 0.108 Uiso 1 1 calc R . . C43 C 0.4227(9) 0.0662(18) 0.3549(6) 0.095(6) Uani 1 1 d . . . H43 H 0.4299 0.0790 0.3961 0.115 Uiso 1 1 calc R . . C44 C 0.3768(7) 0.1276(15) 0.3182(6) 0.082(5) Uani 1 1 d . . . H44 H 0.3534 0.1842 0.3340 0.098 Uiso 1 1 calc R . . C45 C 0.3638(6) 0.1075(12) 0.2565(6) 0.070(4) Uani 1 1 d . . . H45 H 0.3308 0.1484 0.2314 0.084 Uiso 1 1 calc R . . C50 C 0.1201(5) 0.0117(10) 0.1294(5) 0.043(3) Uani 1 1 d . . . C51 C 0.0667(6) -0.0527(13) 0.1318(5) 0.065(4) Uani 1 1 d . . . H51 H 0.0530 -0.1130 0.1040 0.078 Uiso 1 1 calc R . . C52 C 0.0327(6) -0.0281(15) 0.1761(7) 0.091(5) Uani 1 1 d . . . H52 H -0.0041 -0.0717 0.1767 0.109 Uiso 1 1 calc R . . C53 C 0.0517(8) 0.0576(18) 0.2181(7) 0.098(6) Uani 1 1 d . . . H53 H 0.0285 0.0739 0.2471 0.118 Uiso 1 1 calc R . . C54 C 0.1072(8) 0.1201(14) 0.2162(6) 0.078(5) Uani 1 1 d . . . H54 H 0.1214 0.1792 0.2445 0.094 Uiso 1 1 calc R . . C55 C 0.1412(6) 0.0963(11) 0.1736(5) 0.052(3) Uani 1 1 d . . . H55 H 0.1790 0.1374 0.1742 0.063 Uiso 1 1 calc R . . C60 C 0.1329(5) 0.1045(11) 0.0173(5) 0.044(3) Uani 1 1 d . . . C61 C 0.1031(7) 0.2075(12) 0.0326(7) 0.078(4) Uani 1 1 d . . . H61 H 0.0979 0.2189 0.0716 0.094 Uiso 1 1 calc R . . C62 C 0.0817(8) 0.2923(13) -0.0114(8) 0.088(5) Uani 1 1 d . . . H62 H 0.0616 0.3601 -0.0009 0.106 Uiso 1 1 calc R . . C63 C 0.0883(7) 0.2821(16) -0.0682(8) 0.090(5) Uani 1 1 d . . . H63 H 0.0723 0.3402 -0.0966 0.107 Uiso 1 1 calc R . . C64 C 0.1194(6) 0.1836(15) -0.0833(6) 0.077(5) Uani 1 1 d . . . H64 H 0.1259 0.1762 -0.1221 0.092 Uiso 1 1 calc R . . C65 C 0.1417(6) 0.0935(12) -0.0410(6) 0.061(4) Uani 1 1 d . . . H65 H 0.1623 0.0268 -0.0520 0.073 Uiso 1 1 calc R . . C70 C 0.1391(5) -0.1476(10) 0.0321(5) 0.040(3) Uani 1 1 d . . . C71 C 0.1767(6) -0.2485(12) 0.0429(5) 0.054(3) Uani 1 1 d . . . H71 H 0.2151 -0.2468 0.0711 0.065 Uiso 1 1 calc R . . C72 C 0.1573(8) -0.3495(13) 0.0122(7) 0.078(4) Uani 1 1 d . . . H72 H 0.1832 -0.4169 0.0193 0.094 Uiso 1 1 calc R . . C73 C 0.1004(9) -0.3559(16) -0.0293(7) 0.091(5) Uani 1 1 d . . . H73 H 0.0875 -0.4265 -0.0498 0.109 Uiso 1 1 calc R . . C74 C 0.0635(7) -0.2566(16) -0.0396(7) 0.084(5) Uani 1 1 d . . . H74 H 0.0254 -0.2577 -0.0683 0.101 Uiso 1 1 calc R . . C75 C 0.0822(6) -0.1550(12) -0.0076(5) 0.062(4) Uani 1 1 d . . . H75 H 0.0552 -0.0890 -0.0132 0.074 Uiso 1 1 calc R . . O2 O 0.2607(4) 0.2746(7) 0.1068(4) 0.062(2) Uani 1 1 d . . . O1 O 0.2625(6) 0.3935(8) 0.0275(4) 0.100(4) Uani 1 1 d . . . F2 F 0.3136 -0.1236 -0.3186 0.167 Uani 0.46 1 d P A 1 F1 F 0.4009 -0.2196 -0.2514 0.214 Uani 0.46 1 d P A 1 F3 F 0.4110 -0.0825 -0.2936 0.177 Uani 0.46 1 d P A 1 F5 F 0.3217 -0.2076 -0.2985 0.107 Uani 0.54 1 d P A 2 F4 F 0.3682 -0.0492 -0.3146 0.115 Uani 0.54 1 d P A 2 F6 F 0.4200 -0.1790 -0.2711 0.114 Uani 0.54 1 d P A 2 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 Pd 0.0374(5) 0.0380(5) 0.0335(5) 0.0058(5) 0.0083(4) -0.0005(5) Br2 0.0583(8) 0.0706(10) 0.0443(7) 0.0208(7) 0.0108(6) -0.0046(7) S 0.076(2) 0.052(2) 0.0473(19) 0.0049(16) 0.0273(17) -0.0040(18) P1 0.0430(18) 0.0432(19) 0.0446(17) 0.0048(16) 0.0034(14) -0.0007(17) P2 0.0392(17) 0.0453(19) 0.0401(16) 0.0018(16) 0.0086(14) -0.0037(16) C1 0.043(7) 0.034(7) 0.022(5) 0.009(5) 0.012(5) 0.006(6) C2 0.052(7) 0.042(7) 0.043(6) 0.011(6) 0.017(6) -0.009(6) C3 0.034(7) 0.049(7) 0.036(6) -0.007(6) 0.006(5) 0.007(6) C4 0.048(7) 0.052(8) 0.031(6) -0.009(6) 0.014(6) 0.005(6) C5 0.075(10) 0.052(9) 0.047(8) 0.003(7) 0.026(7) -0.007(8) C6 0.127(14) 0.105(14) 0.053(9) 0.000(9) 0.031(9) -0.018(12) C7 0.18(2) 0.120(16) 0.111(15) -0.070(13) 0.050(14) -0.062(15) C8 0.065(9) 0.057(9) 0.060(9) 0.003(8) 0.019(7) -0.021(8) C9 0.106(13) 0.090(12) 0.063(10) -0.011(9) 0.044(9) -0.004(11) C10 0.091(12) 0.090(13) 0.108(14) -0.029(12) 0.048(11) -0.020(10) C11 0.084(12) 0.125(15) 0.041(8) -0.026(10) 0.033(9) -0.002(11) C12 0.093(13) 0.136(17) 0.047(9) -0.017(10) 0.021(9) 0.001(11) C13 0.106(13) 0.085(12) 0.060(10) -0.039(9) 0.014(9) -0.012(10) C14 0.092(12) 0.104(14) 0.137(16) -0.006(12) 0.033(11) 0.031(11) C20 0.061(9) 0.046(8) 0.038(7) 0.010(6) 0.005(6) 0.005(7) C21 0.057(10) 0.080(11) 0.095(11) 0.001(9) 0.027(8) 0.007(9) C22 0.033(8) 0.076(11) 0.121(13) -0.004(10) 0.029(8) 0.009(8) C23 0.053(10) 0.059(10) 0.101(12) -0.020(9) 0.014(8) 0.018(8) C24 0.096(13) 0.052(10) 0.099(12) -0.004(9) 0.038(10) -0.026(9) C25 0.059(9) 0.044(8) 0.081(10) -0.008(7) 0.031(7) -0.006(7) C30 0.055(9) 0.048(9) 0.057(8) 0.012(7) 0.008(7) -0.009(7) C31 0.064(10) 0.082(12) 0.088(12) 0.026(10) -0.020(9) -0.019(9) C32 0.075(11) 0.101(14) 0.112(14) 0.049(12) 0.031(10) -0.017(11) C33 0.098(15) 0.096(17) 0.26(3) 0.07(2) 0.061(19) -0.019(13) C34 0.149(18) 0.099(15) 0.125(16) 0.007(13) 0.088(14) -0.034(13) C35 0.077(11) 0.083(12) 0.097(12) 0.034(11) 0.018(9) 0.012(10) C40 0.051(8) 0.040(8) 0.045(7) -0.007(6) 0.002(6) 0.003(6) C41 0.066(9) 0.044(8) 0.077(10) -0.005(7) -0.004(8) 0.011(7) C42 0.093(12) 0.123(15) 0.042(8) 0.001(9) -0.016(8) 0.024(11) C43 0.104(14) 0.147(18) 0.033(8) -0.017(10) 0.011(9) -0.031(13) C44 0.072(10) 0.117(14) 0.052(9) -0.041(10) 0.004(8) 0.002(10) C45 0.069(10) 0.058(9) 0.074(10) -0.014(8) -0.009(8) 0.008(8) C50 0.037(7) 0.039(7) 0.053(7) 0.008(7) 0.013(5) 0.002(6) C51 0.061(9) 0.087(11) 0.054(8) -0.011(8) 0.025(7) -0.013(8) C52 0.049(9) 0.130(16) 0.097(12) -0.020(11) 0.022(9) -0.042(9) C53 0.078(13) 0.142(17) 0.080(12) -0.016(12) 0.028(10) -0.012(12) C54 0.094(12) 0.090(12) 0.049(8) -0.023(8) 0.014(8) 0.021(10) C55 0.054(8) 0.055(8) 0.048(7) 0.007(7) 0.011(7) 0.003(7) C60 0.040(7) 0.051(8) 0.036(7) -0.002(6) -0.005(6) -0.022(6) C61 0.084(11) 0.045(9) 0.102(12) 0.020(9) 0.011(9) 0.000(8) C62 0.123(14) 0.047(9) 0.106(13) 0.018(10) 0.049(11) 0.009(9) C63 0.077(11) 0.098(14) 0.094(13) 0.075(11) 0.020(10) 0.011(10) C64 0.061(10) 0.095(13) 0.061(9) 0.037(9) -0.017(8) -0.007(9) C65 0.053(8) 0.056(9) 0.075(10) 0.007(8) 0.019(7) 0.009(7) C70 0.039(7) 0.045(7) 0.037(6) 0.003(6) 0.012(6) -0.001(6) C71 0.058(8) 0.056(9) 0.052(8) -0.016(7) 0.020(7) -0.001(7) C72 0.110(13) 0.055(10) 0.074(10) 0.004(9) 0.030(10) 0.029(10) C73 0.127(15) 0.086(13) 0.064(10) -0.033(10) 0.030(11) -0.046(12) C74 0.077(11) 0.074(12) 0.096(12) -0.015(10) 0.009(9) 0.005(10) C75 0.057(9) 0.063(9) 0.061(8) -0.034(8) 0.006(7) 0.001(8) O2 0.084(7) 0.044(5) 0.063(6) -0.008(5) 0.028(5) -0.010(5) O1 0.191(12) 0.041(6) 0.089(7) 0.015(6) 0.078(8) 0.023(7) F2 0.189 0.211 0.105 -0.068 0.042 0.013 F1 0.320 0.206 0.154 0.017 0.138 0.083 F3 0.144 0.217 0.182 -0.028 0.063 -0.008 F5 0.101 0.111 0.112 -0.053 0.027 -0.026 F4 0.130 0.130 0.105 -0.018 0.066 0.009 F6 0.130 0.161 0.058 -0.014 0.035 0.037 _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 Pd C1 1.960(9) . ? Pd P1 2.315(3) . ? Pd P2 2.337(3) . ? Pd Br2 2.5084(14) . ? S C3 1.701(12) . ? S C4 1.717(10) . ? P1 C40 1.805(11) . ? P1 C30 1.836(12) . ? P1 C20 1.834(12) . ? P2 C70 1.811(12) . ? P2 C50 1.818(11) . ? P2 C60 1.836(12) . ? C1 C4 1.378(14) . ? C1 C2 1.463(14) . ? C2 C3 1.348(14) . ? C3 C8 1.449(16) . ? C4 C5 1.448(16) . ? C5 O1 1.195(14) . ? C5 O2 1.370(13) . ? C6 C7 1.50(2) . ? C6 O2 1.533(16) . ? C8 C9 1.331(18) . ? C8 C13 1.461(18) . ? C9 C10 1.409(18) . ? C10 C11 1.36(2) . ? C11 C12 1.34(2) . ? C11 C14 1.51(2) . ? C12 C13 1.381(18) . ? C14 F5 1.278(18) . ? C14 F3 1.305(17) . ? C14 F6 1.303(15) . ? C14 F2 1.308(17) . ? C14 F1 1.306(16) . ? C14 F4 1.315(18) . ? C20 C25 1.331(15) . ? C20 C21 1.378(16) . ? C21 C22 1.369(18) . ? C22 C23 1.370(17) . ? C23 C24 1.351(17) . ? C24 C25 1.459(17) . ? C30 C31 1.360(18) . ? C30 C35 1.379(19) . ? C31 C32 1.375(19) . ? C32 C33 1.45(3) . ? C33 C34 1.32(3) . ? C34 C35 1.34(2) . ? C40 C41 1.382(16) . ? C40 C45 1.383(15) . ? C41 C42 1.375(18) . ? C42 C43 1.35(2) . ? C43 C44 1.34(2) . ? C44 C45 1.395(16) . ? C50 C51 1.366(15) . ? C50 C55 1.387(15) . ? C51 C52 1.398(17) . ? C52 C53 1.36(2) . ? C53 C54 1.390(19) . ? C54 C55 1.364(16) . ? C60 C65 1.391(15) . ? C60 C61 1.400(17) . ? C61 C62 1.387(18) . ? C62 C63 1.343(19) . ? C63 C64 1.37(2) . ? C64 C65 1.408(17) . ? C70 C75 1.355(15) . ? C70 C71 1.379(15) . ? C71 C72 1.348(17) . ? C72 C73 1.376(19) . ? C73 C74 1.36(2) . ? C74 C75 1.365(18) . ? 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 Pd P1 89.7(3) . . ? C1 Pd P2 88.6(3) . . ? P1 Pd P2 176.73(12) . . ? C1 Pd Br2 170.5(3) . . ? P1 Pd Br2 91.02(8) . . ? P2 Pd Br2 91.08(8) . . ? C3 S C4 91.7(6) . . ? C40 P1 C30 105.1(6) . . ? C40 P1 C20 106.9(5) . . ? C30 P1 C20 102.8(6) . . ? C40 P1 Pd 111.1(4) . . ? C30 P1 Pd 117.0(4) . . ? C20 P1 Pd 113.2(4) . . ? C70 P2 C50 108.6(5) . . ? C70 P2 C60 102.5(5) . . ? C50 P2 C60 101.6(5) . . ? C70 P2 Pd 113.4(4) . . ? C50 P2 Pd 111.7(4) . . ? C60 P2 Pd 118.0(4) . . ? C4 C1 C2 105.5(9) . . ? C4 C1 Pd 133.9(8) . . ? C2 C1 Pd 120.6(7) . . ? C3 C2 C1 117.3(10) . . ? C2 C3 C8 125.5(11) . . ? C2 C3 S 110.1(8) . . ? C8 C3 S 124.3(9) . . ? C1 C4 C5 130.7(10) . . ? C1 C4 S 115.3(8) . . ? C5 C4 S 113.9(9) . . ? O1 C5 O2 123.0(12) . . ? O1 C5 C4 125.1(11) . . ? O2 C5 C4 111.8(11) . . ? C7 C6 O2 109.5(13) . . ? C9 C8 C3 122.8(13) . . ? C9 C8 C13 119.2(13) . . ? C3 C8 C13 118.0(13) . . ? C8 C9 C10 120.3(16) . . ? C11 C10 C9 121.5(16) . . ? C12 C11 C10 118.5(14) . . ? C12 C11 C14 119.6(15) . . ? C10 C11 C14 121.7(17) . . ? C11 C12 C13 123.5(15) . . ? C12 C13 C8 116.9(15) . . ? F5 C14 F3 131.8(14) . . ? F5 C14 F6 108.2(12) . . ? F3 C14 F6 54.6(6) . . ? F5 C14 F2 47.6(6) . . ? F3 C14 F2 106.6(13) . . ? F6 C14 F2 132.1(14) . . ? F5 C14 F1 88.9(11) . . ? F3 C14 F1 90.3(9) . . ? F6 C14 F1 36.2(4) . . ? F2 C14 F1 133.6(15) . . ? F5 C14 F4 108.7(13) . . ? F3 C14 F4 45.4(6) . . ? F6 C14 F4 97.2(11) . . ? F2 C14 F4 65.8(8) . . ? F1 C14 F4 133.1(13) . . ? F5 C14 C11 115.1(13) . . ? F3 C14 C11 112.7(14) . . ? F6 C14 C11 114.5(14) . . ? F2 C14 C11 113.4(12) . . ? F1 C14 C11 98.0(14) . . ? F4 C14 C11 111.7(14) . . ? C25 C20 C21 120.2(13) . . ? C25 C20 P1 118.1(10) . . ? C21 C20 P1 121.7(11) . . ? C22 C21 C20 120.7(14) . . ? C21 C22 C23 120.7(12) . . ? C24 C23 C22 119.9(13) . . ? C23 C24 C25 119.1(13) . . ? C20 C25 C24 119.4(12) . . ? C31 C30 C35 115.8(13) . . ? C31 C30 P1 121.0(12) . . ? C35 C30 P1 123.1(11) . . ? C30 C31 C32 124.9(17) . . ? C31 C32 C33 112.8(17) . . ? C34 C33 C32 124.9(19) . . ? C33 C34 C35 116(2) . . ? C34 C35 C30 125.1(16) . . ? C41 C40 C45 117.9(12) . . ? C41 C40 P1 123.5(10) . . ? C45 C40 P1 118.6(9) . . ? C42 C41 C40 121.5(13) . . ? C43 C42 C41 119.3(14) . . ? C44 C43 C42 121.1(13) . . ? C43 C44 C45 120.6(14) . . ? C40 C45 C44 119.6(13) . . ? C51 C50 C55 118.3(11) . . ? C51 C50 P2 123.1(10) . . ? C55 C50 P2 118.6(9) . . ? C50 C51 C52 120.1(13) . . ? C53 C52 C51 121.8(14) . . ? C52 C53 C54 117.6(15) . . ? C55 C54 C53 121.3(14) . . ? C54 C55 C50 120.9(12) . . ? C65 C60 C61 118.5(12) . . ? C65 C60 P2 118.6(10) . . ? C61 C60 P2 122.7(10) . . ? C62 C61 C60 118.7(15) . . ? C63 C62 C61 123.7(15) . . ? C62 C63 C64 118.2(14) . . ? C63 C64 C65 121.0(14) . . ? C60 C65 C64 119.9(13) . . ? C75 C70 C71 118.4(11) . . ? C75 C70 P2 122.2(10) . . ? C71 C70 P2 119.4(9) . . ? C72 C71 C70 119.6(12) . . ? C71 C72 C73 121.9(14) . . ? C74 C73 C72 118.3(15) . . ? C73 C74 C75 119.9(15) . . ? C70 C75 C74 121.8(13) . . ? C5 O2 C6 114.0(10) . . ? _diffrn_measured_fraction_theta_max 0.943 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.943 _refine_diff_density_max 0.540 _refine_diff_density_min -0.569 _refine_diff_density_rms 0.128