Supplementary Material (ESI) for Dalton Transactions This journal is (C) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Ana Albeniz' _publ_contact_author_address ; IU CINQUIMA/Quimica Inorganica Universidad de Valladolid Facultad de Ciencias Valladolid 47005 SPAIN ; _publ_contact_author_email ALBENIZ@QI.UVA.ES _publ_section_title ; Pd-H Elimination Reactions in Palladium(II) Allylic Complexes ; loop_ _publ_author_name 'Ana Albeniz' 'Pablo Espinet' 'Blanca Martin-Ruiz' data_bm565 _database_code_depnum_ccdc_archive 'CCDC 646249' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 B F9 N2 Pd' _chemical_formula_weight 522.50 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.0298(7) _cell_length_b 10.7158(11) _cell_length_c 14.6871(15) _cell_angle_alpha 69.514(2) _cell_angle_beta 82.715(2) _cell_angle_gamma 71.202(2) _cell_volume 981.00(17) _cell_formula_units_Z 2 _cell_measurement_temperature 299(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 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.769 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 512 _exptl_absorpt_coefficient_mu 1.032 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.730192 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 299(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 4551 _diffrn_reflns_av_R_equivalents 0.0143 _diffrn_reflns_av_sigmaI/netI 0.0139 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 23.25 _reflns_number_total 2799 _reflns_number_gt 2578 _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^)+(0.0953P)^2^+0.5941P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _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 2799 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0463 _refine_ls_R_factor_gt 0.0438 _refine_ls_wR_factor_ref 0.1278 _refine_ls_wR_factor_gt 0.1249 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.001 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 0.69382(5) 0.97458(4) 0.85455(3) 0.0621(2) Uani 1 1 d . . . C1 C 0.4735(8) 0.8669(6) 0.9011(4) 0.0704(13) Uani 1 1 d . . . H1 H 0.4707 0.8125 0.9703 0.085 Uiso 1 1 calc R . . C2 C 0.3831(8) 1.0119(6) 0.8750(4) 0.0742(14) Uani 1 1 d . . . H2 H 0.3064 1.0571 0.9215 0.089 Uiso 1 1 calc R . . C3 C 0.4186(8) 1.0877(5) 0.7785(4) 0.0712(14) Uani 1 1 d . . . H3 H 0.3773 1.1897 0.7605 0.085 Uiso 1 1 calc R . . C4 C 0.4295(8) 1.0281(5) 0.6986(4) 0.0659(12) Uani 1 1 d . . . H4A H 0.5653 1.0090 0.6720 0.079 Uiso 1 1 calc R . . H4B H 0.3401 1.0958 0.6468 0.079 Uiso 1 1 calc R . . C5 C 0.3697(8) 0.8931(5) 0.7371(4) 0.0621(11) Uani 1 1 d . . . H5 H 0.2282 0.9196 0.7572 0.074 Uiso 1 1 calc R . . C6 C 0.4867(8) 0.7919(5) 0.8292(3) 0.0653(12) Uani 1 1 d . . . H6A H 0.4313 0.7145 0.8585 0.078 Uiso 1 1 calc R . . H6B H 0.6263 0.7546 0.8121 0.078 Uiso 1 1 calc R . . N1 N 0.9354(7) 0.8149(5) 0.9359(4) 0.0753(12) Uani 1 1 d . . . N2 N 0.8446(7) 1.1254(5) 0.7846(4) 0.0752(12) Uani 1 1 d . . . C13 C 1.0396(8) 0.7162(7) 0.9830(4) 0.0754(14) Uani 1 1 d . . . C14 C 1.1743(10) 0.5861(9) 1.0426(5) 0.112(3) Uani 1 1 d . . . H14A H 1.2094 0.5189 1.0092 0.167 Uiso 1 1 calc R . . H14B H 1.1087 0.5511 1.1033 0.167 Uiso 1 1 calc R . . H14C H 1.2939 0.6023 1.0546 0.167 Uiso 1 1 calc R . . C15 C 0.8805(8) 1.2252(6) 0.7451(4) 0.0699(13) Uani 1 1 d . . . C16 C 0.9245(10) 1.3585(7) 0.6917(5) 0.0911(18) Uani 1 1 d . . . H16A H 0.9614 1.3631 0.6256 0.137 Uiso 1 1 calc R . . H16B H 1.0333 1.3638 0.7222 0.137 Uiso 1 1 calc R . . H16C H 0.8073 1.4351 0.6925 0.137 Uiso 1 1 calc R . . C7 C 0.3793(8) 0.8310(5) 0.6583(3) 0.0610(11) Uani 1 1 d . . . C8 C 0.2046(9) 0.8413(7) 0.6165(4) 0.0800(15) Uani 1 1 d . . . C9 C 0.2087(11) 0.7886(8) 0.5436(4) 0.095(2) Uani 1 1 d . . . C10 C 0.3858(12) 0.7230(7) 0.5086(4) 0.0882(18) Uani 1 1 d . . . C11 C 0.5623(10) 0.7090(6) 0.5466(4) 0.0805(15) Uani 1 1 d . . . C12 C 0.5570(8) 0.7634(6) 0.6192(4) 0.0694(13) Uani 1 1 d . . . F8 F 0.0255(6) 0.9053(5) 0.6489(3) 0.1141(13) Uani 1 1 d . . . F9 F 0.0343(8) 0.8026(7) 0.5047(4) 0.150(2) Uani 1 1 d . . . F10 F 0.3932(9) 0.6698(6) 0.4371(3) 0.1339(18) Uani 1 1 d . . . F11 F 0.7395(7) 0.6456(5) 0.5120(3) 0.1135(13) Uani 1 1 d . . . F12 F 0.7335(5) 0.7483(5) 0.6550(3) 0.1019(11) Uani 1 1 d . . . B1 B 0.3233(9) 0.4606(6) 0.8084(5) 0.0651(14) Uani 1 1 d . . . F1 F 0.1813(10) 0.5765(5) 0.8118(4) 0.164(3) Uani 1 1 d . . . F2 F 0.3394(15) 0.4519(7) 0.7182(4) 0.198(3) Uani 1 1 d . . . F3 F 0.4915(11) 0.4843(9) 0.8066(9) 0.247(5) Uani 1 1 d . . . F4 F 0.2920(13) 0.3444(6) 0.8656(5) 0.198(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0589(3) 0.0615(3) 0.0692(3) -0.0264(2) -0.00671(18) -0.01473(19) C1 0.073(3) 0.091(4) 0.056(3) -0.025(3) 0.002(2) -0.037(3) C2 0.059(3) 0.089(4) 0.088(4) -0.053(3) 0.003(3) -0.016(3) C3 0.061(3) 0.057(3) 0.099(4) -0.034(3) -0.014(3) -0.008(2) C4 0.070(3) 0.053(3) 0.071(3) -0.014(2) -0.014(2) -0.016(2) C5 0.063(3) 0.064(3) 0.065(3) -0.024(2) -0.003(2) -0.024(2) C6 0.085(3) 0.062(3) 0.054(3) -0.015(2) 0.000(2) -0.032(3) N1 0.066(3) 0.078(3) 0.076(3) -0.023(2) -0.007(2) -0.015(2) N2 0.069(3) 0.066(3) 0.095(3) -0.028(2) -0.014(2) -0.020(2) C13 0.058(3) 0.092(4) 0.066(3) -0.018(3) 0.000(3) -0.018(3) C14 0.075(4) 0.120(6) 0.096(5) 0.010(4) -0.015(3) -0.015(4) C15 0.062(3) 0.070(3) 0.085(4) -0.033(3) -0.014(2) -0.015(3) C16 0.092(4) 0.078(4) 0.111(5) -0.027(3) -0.012(4) -0.035(3) C7 0.077(3) 0.058(3) 0.053(2) -0.014(2) -0.002(2) -0.032(2) C8 0.082(4) 0.093(4) 0.071(3) -0.024(3) -0.002(3) -0.037(3) C9 0.108(5) 0.131(6) 0.067(3) -0.029(4) -0.013(3) -0.064(5) C10 0.134(6) 0.091(4) 0.058(3) -0.026(3) 0.000(3) -0.057(4) C11 0.107(4) 0.073(3) 0.055(3) -0.016(3) 0.005(3) -0.026(3) C12 0.077(3) 0.074(3) 0.059(3) -0.018(2) -0.002(2) -0.027(3) F8 0.079(2) 0.172(4) 0.109(3) -0.068(3) -0.008(2) -0.033(2) F9 0.133(4) 0.254(7) 0.115(3) -0.084(4) -0.011(3) -0.096(4) F10 0.214(5) 0.151(4) 0.074(2) -0.059(3) 0.003(3) -0.082(4) F11 0.134(3) 0.117(3) 0.083(2) -0.049(2) 0.017(2) -0.018(3) F12 0.077(2) 0.145(3) 0.092(2) -0.058(2) 0.0041(18) -0.025(2) B1 0.069(3) 0.065(3) 0.072(4) -0.028(3) 0.001(3) -0.028(3) F1 0.172(5) 0.101(3) 0.171(5) -0.037(3) 0.056(4) -0.008(3) F2 0.333(10) 0.153(5) 0.112(4) -0.050(4) 0.022(5) -0.081(6) F3 0.139(5) 0.199(7) 0.434(15) -0.109(9) -0.099(7) -0.050(5) F4 0.299(9) 0.088(3) 0.160(5) -0.023(3) 0.104(6) -0.057(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 C2 2.092(5) . ? Pd1 N1 2.109(5) . ? Pd1 N2 2.111(5) . ? Pd1 C1 2.128(5) . ? Pd1 C3 2.133(5) . ? C1 C2 1.405(8) . ? C1 C6 1.515(7) . ? C2 C3 1.403(8) . ? C3 C4 1.503(7) . ? C4 C5 1.532(7) . ? C5 C7 1.509(7) . ? C5 C6 1.537(7) . ? N1 C13 1.118(7) . ? N2 C15 1.116(7) . ? C13 C14 1.453(9) . ? C15 C16 1.480(9) . ? C7 C12 1.394(8) . ? C7 C8 1.398(8) . ? C8 F8 1.342(7) . ? C8 C9 1.367(9) . ? C9 C10 1.355(10) . ? C9 F9 1.361(8) . ? C10 F10 1.348(7) . ? C10 C11 1.368(9) . ? C11 F11 1.344(7) . ? C11 C12 1.374(8) . ? C12 F12 1.349(7) . ? B1 F3 1.282(9) . ? B1 F4 1.305(8) . ? B1 F1 1.331(8) . ? B1 F2 1.348(9) . ? 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 C2 Pd1 N1 130.9(2) . . ? C2 Pd1 N2 126.5(2) . . ? N1 Pd1 N2 98.55(19) . . ? C2 Pd1 C1 38.9(2) . . ? N1 Pd1 C1 97.6(2) . . ? N2 Pd1 C1 163.8(2) . . ? C2 Pd1 C3 38.8(2) . . ? N1 Pd1 C3 163.9(2) . . ? N2 Pd1 C3 96.4(2) . . ? C1 Pd1 C3 67.5(2) . . ? C2 C1 C6 120.4(5) . . ? C2 C1 Pd1 69.2(3) . . ? C6 C1 Pd1 105.8(3) . . ? C3 C2 C1 114.8(5) . . ? C3 C2 Pd1 72.2(3) . . ? C1 C2 Pd1 71.9(3) . . ? C2 C3 C4 120.3(5) . . ? C2 C3 Pd1 69.0(3) . . ? C4 C3 Pd1 105.3(3) . . ? C3 C4 C5 110.7(4) . . ? C7 C5 C4 111.8(4) . . ? C7 C5 C6 114.8(4) . . ? C4 C5 C6 110.9(4) . . ? C1 C6 C5 110.1(4) . . ? C13 N1 Pd1 167.3(5) . . ? C15 N2 Pd1 164.0(5) . . ? N1 C13 C14 178.5(8) . . ? N2 C15 C16 178.9(6) . . ? C12 C7 C8 114.4(5) . . ? C12 C7 C5 124.3(5) . . ? C8 C7 C5 121.3(5) . . ? F8 C8 C9 118.5(6) . . ? F8 C8 C7 118.9(5) . . ? C9 C8 C7 122.5(6) . . ? C10 C9 F9 119.1(6) . . ? C10 C9 C8 120.7(6) . . ? F9 C9 C8 120.2(7) . . ? F10 C10 C9 121.6(7) . . ? F10 C10 C11 118.7(7) . . ? C9 C10 C11 119.7(6) . . ? F11 C11 C10 120.5(6) . . ? F11 C11 C12 120.2(6) . . ? C10 C11 C12 119.3(6) . . ? F12 C12 C11 117.9(5) . . ? F12 C12 C7 118.7(5) . . ? C11 C12 C7 123.4(5) . . ? F3 B1 F4 121.7(8) . . ? F3 B1 F1 106.0(6) . . ? F4 B1 F1 115.1(6) . . ? F3 B1 F2 96.6(8) . . ? F4 B1 F2 105.2(6) . . ? F1 B1 F2 110.5(7) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 23.25 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.952 _refine_diff_density_min -0.573 _refine_diff_density_rms 0.084 # Attachment 'Cpd._6.CIF' data_bm552 _database_code_depnum_ccdc_archive 'CCDC 646250' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H17 Br F5 P Pd' _chemical_formula_weight 509.57 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' 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' 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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.1018(18) _cell_length_b 21.654(5) _cell_length_c 12.220(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.445(5) _cell_angle_gamma 90.00 _cell_volume 1835.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 566(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour white _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.844 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 3.315 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.431812 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 566(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 8553 _diffrn_reflns_av_R_equivalents 0.0702 _diffrn_reflns_av_sigmaI/netI 0.0631 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 23.29 _reflns_number_total 2643 _reflns_number_gt 1509 _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^)+(0.0944P)^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 2643 _refine_ls_number_parameters 211 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1052 _refine_ls_R_factor_gt 0.0576 _refine_ls_wR_factor_ref 0.1612 _refine_ls_wR_factor_gt 0.1385 _refine_ls_goodness_of_fit_ref 0.951 _refine_ls_restrained_S_all 0.951 _refine_ls_shift/su_max 0.008 _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 0.16990(11) 0.45576(4) 0.72529(6) 0.0589(3) Uani 1 1 d . . . C1 C 0.1147(15) 0.4886(6) 0.8876(8) 0.069(3) Uani 1 1 d . . . H1 H 0.1015 0.5331 0.8991 0.083 Uiso 1 1 calc R . . C2 C -0.0435(14) 0.4557(6) 0.8220(9) 0.075(3) Uani 1 1 d . . . H2 H -0.1689 0.4756 0.7949 0.090 Uiso 1 1 calc R . . C3 C -0.0110(13) 0.3954(6) 0.7949(8) 0.067(3) Uani 1 1 d . . . H3 H -0.1153 0.3750 0.7416 0.080 Uiso 1 1 calc R . . C4 C 0.1234(15) 0.3538(5) 0.8754(8) 0.069(3) Uani 1 1 d . . . H4A H 0.2289 0.3408 0.8419 0.083 Uiso 1 1 calc R . . H4B H 0.0543 0.3172 0.8904 0.083 Uiso 1 1 calc R . . C5 C 0.2047(13) 0.3883(5) 0.9867(7) 0.058(3) Uani 1 1 d . . . H5 H 0.0984 0.3921 1.0258 0.069 Uiso 1 1 calc R . . C6 C 0.2701(14) 0.4528(4) 0.9684(8) 0.062(3) Uani 1 1 d . . . H6A H 0.3859 0.4509 0.9385 0.074 Uiso 1 1 calc R . . H6B H 0.3015 0.4743 1.0396 0.074 Uiso 1 1 calc R . . P1 P 0.2179(4) 0.39952(14) 0.5747(2) 0.0649(8) Uani 1 1 d . . . Br1 Br 0.40648(19) 0.53751(6) 0.70404(10) 0.0869(5) Uani 1 1 d . . . C13 C 0.1815(17) 0.4412(6) 0.4465(8) 0.093(4) Uani 1 1 d . . . H13A H 0.2463 0.4205 0.3957 0.140 Uiso 1 1 calc R . . H13B H 0.2327 0.4822 0.4607 0.140 Uiso 1 1 calc R . . H13C H 0.0461 0.4435 0.4140 0.140 Uiso 1 1 calc R . . C14 C 0.083(3) 0.3302(7) 0.5400(13) 0.156(8) Uani 1 1 d . . . H14A H -0.0421 0.3399 0.4953 0.234 Uiso 1 1 calc R . . H14B H 0.0684 0.3098 0.6075 0.234 Uiso 1 1 calc R . . H14C H 0.1495 0.3034 0.4985 0.234 Uiso 1 1 calc R . . C15 C 0.4662(18) 0.3754(7) 0.5921(11) 0.119(5) Uani 1 1 d . . . H15A H 0.4736 0.3410 0.5436 0.179 Uiso 1 1 calc R . . H15B H 0.5154 0.3634 0.6685 0.179 Uiso 1 1 calc R . . H15C H 0.5416 0.4090 0.5732 0.179 Uiso 1 1 calc R . . C7 C 0.3604(15) 0.3504(5) 1.0619(8) 0.062(3) Uani 1 1 d . . . C8 C 0.344(2) 0.3325(5) 1.1687(10) 0.079(3) Uani 1 1 d . . . C9 C 0.489(3) 0.3002(6) 1.2394(11) 0.103(5) Uani 1 1 d . . . C10 C 0.655(3) 0.2850(6) 1.2045(15) 0.115(6) Uani 1 1 d . . . C11 C 0.6794(19) 0.3037(6) 1.1056(15) 0.092(4) Uani 1 1 d . . . C12 C 0.5360(17) 0.3363(5) 1.0319(10) 0.076(3) Uani 1 1 d . . . F8 F 0.1843(12) 0.3457(4) 1.2050(5) 0.105(2) Uani 1 1 d . . . F9 F 0.4664(16) 0.2829(4) 1.3395(6) 0.156(4) Uani 1 1 d . . . F10 F 0.7959(15) 0.2545(4) 1.2722(8) 0.174(4) Uani 1 1 d . . . F11 F 0.8400(13) 0.2910(4) 1.0663(9) 0.146(3) Uani 1 1 d . . . F12 F 0.5662(9) 0.3548(3) 0.9323(6) 0.095(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0533(5) 0.0725(6) 0.0472(5) 0.0026(4) 0.0025(3) 0.0021(4) C1 0.071(8) 0.085(8) 0.056(7) 0.005(6) 0.022(6) 0.022(6) C2 0.037(6) 0.115(10) 0.074(8) 0.027(8) 0.011(5) 0.024(7) C3 0.039(6) 0.098(9) 0.057(7) 0.012(6) -0.005(5) -0.005(6) C4 0.073(7) 0.069(8) 0.060(7) 0.003(6) 0.001(5) -0.017(6) C5 0.049(6) 0.073(7) 0.046(6) 0.002(5) -0.003(4) 0.002(5) C6 0.069(7) 0.072(7) 0.042(5) -0.003(5) 0.006(5) 0.003(6) P1 0.0673(19) 0.073(2) 0.0506(16) -0.0031(14) 0.0050(13) -0.0005(14) Br1 0.0905(9) 0.0889(10) 0.0799(9) -0.0069(7) 0.0150(7) -0.0254(7) C13 0.089(9) 0.135(11) 0.051(7) 0.012(7) 0.007(6) 0.027(8) C14 0.25(2) 0.129(13) 0.109(12) -0.054(10) 0.072(13) -0.104(14) C15 0.094(10) 0.156(13) 0.095(10) -0.015(9) -0.007(8) 0.063(9) C7 0.063(7) 0.066(7) 0.050(7) -0.006(5) -0.002(5) -0.006(5) C8 0.097(10) 0.071(8) 0.056(8) 0.004(6) -0.011(7) -0.010(7) C9 0.161(16) 0.078(10) 0.049(9) 0.003(7) -0.023(9) -0.012(10) C10 0.158(17) 0.066(9) 0.083(12) 0.005(9) -0.055(12) 0.008(10) C11 0.066(9) 0.078(9) 0.120(13) -0.014(9) -0.009(8) 0.014(7) C12 0.071(8) 0.079(8) 0.066(8) -0.006(6) -0.013(6) 0.008(6) F8 0.126(6) 0.135(7) 0.057(4) 0.000(4) 0.026(4) -0.026(5) F9 0.261(12) 0.119(7) 0.060(5) 0.037(5) -0.028(6) -0.021(7) F10 0.199(9) 0.109(7) 0.160(8) 0.015(6) -0.083(7) 0.054(6) F11 0.101(6) 0.142(8) 0.178(9) -0.012(7) -0.008(6) 0.045(6) F12 0.072(4) 0.126(6) 0.086(5) 0.004(4) 0.017(4) 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 C2 2.113(10) . ? Pd1 C3 2.134(10) . ? Pd1 C1 2.220(10) . ? Pd1 P1 2.292(3) . ? Pd1 Br1 2.4924(15) . ? C1 C2 1.422(15) . ? C1 C6 1.525(13) . ? C2 C3 1.380(14) . ? C3 C4 1.512(13) . ? C4 C5 1.550(12) . ? C5 C6 1.504(12) . ? C5 C7 1.517(13) . ? P1 C13 1.778(11) . ? P1 C14 1.783(12) . ? P1 C15 1.808(11) . ? C7 C8 1.392(15) . ? C7 C12 1.406(15) . ? C8 F8 1.332(14) . ? C8 C9 1.385(18) . ? C9 F9 1.323(15) . ? C9 C10 1.38(2) . ? C10 C11 1.32(2) . ? C10 F10 1.329(15) . ? C11 F11 1.358(16) . ? C11 C12 1.397(17) . ? C12 F12 1.342(13) . ? 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 C2 Pd1 C3 37.9(4) . . ? C2 Pd1 C1 38.2(4) . . ? C3 Pd1 C1 66.6(4) . . ? C2 Pd1 P1 134.2(4) . . ? C3 Pd1 P1 101.6(3) . . ? C1 Pd1 P1 166.6(3) . . ? C2 Pd1 Br1 129.7(4) . . ? C3 Pd1 Br1 162.5(3) . . ? C1 Pd1 Br1 96.8(3) . . ? P1 Pd1 Br1 94.22(8) . . ? C2 C1 C6 118.9(10) . . ? C2 C1 Pd1 66.8(6) . . ? C6 C1 Pd1 100.0(6) . . ? C3 C2 C1 117.2(9) . . ? C3 C2 Pd1 71.9(6) . . ? C1 C2 Pd1 75.0(6) . . ? C2 C3 C4 121.5(9) . . ? C2 C3 Pd1 70.2(6) . . ? C4 C3 Pd1 105.9(6) . . ? C3 C4 C5 110.4(9) . . ? C6 C5 C7 112.6(8) . . ? C6 C5 C4 112.6(8) . . ? C7 C5 C4 110.8(8) . . ? C5 C6 C1 111.4(9) . . ? C13 P1 C14 104.5(7) . . ? C13 P1 C15 101.7(6) . . ? C14 P1 C15 104.2(8) . . ? C13 P1 Pd1 114.8(4) . . ? C14 P1 Pd1 118.2(5) . . ? C15 P1 Pd1 111.7(4) . . ? C8 C7 C12 116.4(10) . . ? C8 C7 C5 121.3(10) . . ? C12 C7 C5 122.1(10) . . ? F8 C8 C9 118.4(13) . . ? F8 C8 C7 120.2(10) . . ? C9 C8 C7 121.4(14) . . ? F9 C9 C10 120.2(16) . . ? F9 C9 C8 119.7(18) . . ? C10 C9 C8 120.1(14) . . ? C11 C10 F10 119(2) . . ? C11 C10 C9 120.0(14) . . ? F10 C10 C9 120.4(19) . . ? C10 C11 F11 123.2(15) . . ? C10 C11 C12 121.6(15) . . ? F11 C11 C12 115.2(15) . . ? F12 C12 C11 119.9(13) . . ? F12 C12 C7 119.7(9) . . ? C11 C12 C7 120.4(13) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 23.29 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.432 _refine_diff_density_min -0.776 _refine_diff_density_rms 0.138