# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Melanie Sanford' _publ_contact_author_email MSSANFOR@UMICH.EDU _publ_section_title ; Synthesis and Reactivity of Palladium(II) Fluoride Complexes Containing Nitrogen-Donor Ligands ; loop_ _publ_author_name 'Melanie Sanford' 'Nicholas D. Ball' 'Jeff W. Kampf' data_nb153 _database_code_depnum_ccdc_archive 'CCDC 733308' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 F2 N2 Pd, C H2 Cl2' _chemical_formula_sum 'C19 H26 Cl2 F2 N2 Pd' _chemical_formula_weight 497.72 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' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pccn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 11.1616(9) _cell_length_b 11.9919(9) _cell_length_c 15.6096(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2089.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 85(2) _cell_measurement_reflns_used 9448 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 23.31 _exptl_crystal_description cube _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.582 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 1.166 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8923 _exptl_absorpt_correction_T_max 0.8923 _exptl_absorpt_process_details ; Blessing, R. Acta Cryst. (1995) A51 33-38. Sheldrick, G. TWINABS (Version 2008/1), Bruker AXS scaling and corrections for twinned crystals University of Gottingen, Germany 2007. ; _exptl_special_details ; 3100 frames x 25 sec. @ 5.055 cm; 0.5 deg. steps in omega, 0.45 in phi ; _diffrn_ambient_temperature 85(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 92957 _diffrn_reflns_av_R_equivalents 0.0631 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 28.33 _reflns_number_total 6735 _reflns_number_gt 3768 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART-APEX' _computing_cell_refinement 'Bruker CELL_NOW' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; The crystal was found to be a two-component, non-merohedral twin. The two domains are related by a 180 degree rotation about the reciprocal (1 1 0) axis. The twin scale factor refined to a value of 0.4886(7). Reflections from both domains as well as overlaps were used for refinement as part of a HKLF 5 format file. The complaex lies on a two-fold axis (Wyckoff site c) in the crystal lattice. There is a dichloromethane lattice solvent molecule disordered about an alternative two-fold axis (Wyckoff site d). 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^)+(0.0424P)^2^+4.6230P] 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 6735 _refine_ls_number_parameters 128 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0507 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_ref 0.1102 _refine_ls_wR_factor_gt 0.1032 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.095 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.7500 0.2500 0.516601(11) 0.01293(5) Uani 1 2 d S . . N1 N 0.66966(15) 0.17367(14) 0.42055(9) 0.0141(3) Uani 1 1 d . . . C2 C 0.64846(18) 0.16389(19) 0.26874(12) 0.0175(4) Uani 1 1 d . . . H2A H 0.6730 0.1883 0.2136 0.021 Uiso 1 1 calc R . . C3 C 0.55786(19) 0.08491(19) 0.27670(12) 0.0186(4) Uani 1 1 d . . . C4 C 0.52718(19) 0.05044(18) 0.35938(13) 0.0201(4) Uani 1 1 d . . . H4A H 0.4671 -0.0047 0.3673 0.024 Uiso 1 1 calc R . . C5 C 0.58386(18) 0.09628(18) 0.42928(12) 0.0173(4) Uani 1 1 d . . . H5A H 0.5616 0.0725 0.4851 0.021 Uiso 1 1 calc R . . C1 C 0.70280(17) 0.20679(17) 0.34131(11) 0.0135(3) Uani 1 1 d . . . C6 C 0.4902(2) 0.0369(2) 0.20030(14) 0.0268(5) Uani 1 1 d . . . C9 C 0.3565(2) 0.0639(3) 0.21120(16) 0.0391(7) Uani 1 1 d . . . H9A H 0.3454 0.1450 0.2115 0.059 Uiso 1 1 calc R . . H9B H 0.3277 0.0327 0.2654 0.059 Uiso 1 1 calc R . . H9C H 0.3112 0.0314 0.1636 0.059 Uiso 1 1 calc R . . C7 C 0.5342(2) 0.0865(2) 0.11584(14) 0.0342(6) Uani 1 1 d . . . H7A H 0.5223 0.1675 0.1165 0.051 Uiso 1 1 calc R . . H7B H 0.4889 0.0539 0.0682 0.051 Uiso 1 1 calc R . . H7C H 0.6196 0.0700 0.1086 0.051 Uiso 1 1 calc R . . C8 C 0.5086(3) -0.0898(2) 0.19925(16) 0.0373(6) Uani 1 1 d . . . H8A H 0.5940 -0.1064 0.1923 0.056 Uiso 1 1 calc R . . H8B H 0.4636 -0.1223 0.1515 0.056 Uiso 1 1 calc R . . H8C H 0.4800 -0.1216 0.2533 0.056 Uiso 1 1 calc R . . Cl1 Cl 0.25681(8) 0.12699(9) 0.47118(6) 0.0572(2) Uani 1 1 d . . . C10 C 0.3114(6) 0.2514(3) 0.5133(4) 0.062(2) Uani 0.50 1 d . . -1 H10A H 0.3986 0.2553 0.5024 0.074 Uiso 0.50 1 calc PR . -1 H10B H 0.2996 0.2505 0.5762 0.074 Uiso 0.50 1 calc PR . -1 F1 F 0.66433(12) 0.16312(11) 0.60454(7) 0.0233(3) 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 0.01564(10) 0.01656(10) 0.00658(9) 0.000 0.000 -0.00126(8) N1 0.0167(8) 0.0192(8) 0.0064(6) -0.0001(6) 0.0001(6) 0.0014(6) C2 0.0164(9) 0.0260(11) 0.0103(9) -0.0001(8) -0.0007(7) -0.0026(8) C3 0.0170(10) 0.0262(11) 0.0127(8) -0.0032(8) -0.0012(7) -0.0036(8) C4 0.0195(10) 0.0256(11) 0.0151(9) 0.0001(8) 0.0001(8) -0.0064(8) C5 0.0170(9) 0.0250(10) 0.0099(8) 0.0019(8) 0.0011(7) -0.0031(7) C1 0.0110(8) 0.0182(9) 0.0114(8) 0.0010(7) 0.0018(7) 0.0017(7) C6 0.0246(11) 0.0444(13) 0.0115(9) -0.0055(9) -0.0002(8) -0.0158(10) C9 0.0230(12) 0.074(2) 0.0206(12) -0.0026(12) -0.0050(10) -0.0146(12) C7 0.0354(13) 0.0560(16) 0.0111(9) -0.0057(10) -0.0032(9) -0.0209(12) C8 0.0431(15) 0.0461(15) 0.0228(12) -0.0109(11) 0.0045(11) -0.0213(12) Cl1 0.0449(4) 0.0672(6) 0.0595(5) 0.0002(4) 0.0023(4) 0.0099(4) C10 0.062(4) 0.049(4) 0.076(5) -0.010(4) -0.033(4) 0.004(3) F1 0.0302(6) 0.0292(7) 0.0106(5) 0.0025(5) 0.0012(5) -0.0118(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 Pd1 F1 1.9708(11) . ? Pd1 F1 1.9708(11) 2_655 ? Pd1 N1 1.9722(15) 2_655 ? Pd1 N1 1.9722(15) . ? N1 C5 1.341(3) . ? N1 C1 1.351(2) . ? C2 C1 1.384(3) . ? C2 C3 1.391(3) . ? C3 C4 1.398(3) . ? C3 C6 1.525(3) . ? C4 C5 1.376(3) . ? C1 C1 1.478(4) 2_655 ? C6 C7 1.528(3) . ? C6 C8 1.533(4) . ? C6 C9 1.536(4) . ? Cl1 C10 1.740(4) . ? Cl1 C10 1.772(4) 2 ? C10 Cl1 1.772(4) 2 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F1 Pd1 F1 91.70(7) . 2_655 ? F1 Pd1 N1 174.52(6) . 2_655 ? F1 Pd1 N1 93.64(6) 2_655 2_655 ? F1 Pd1 N1 93.64(6) . . ? F1 Pd1 N1 174.52(6) 2_655 . ? N1 Pd1 N1 81.04(9) 2_655 . ? C5 N1 C1 119.49(16) . . ? C5 N1 Pd1 124.67(12) . . ? C1 N1 Pd1 115.80(13) . . ? C1 C2 C3 119.91(18) . . ? C2 C3 C4 117.50(18) . . ? C2 C3 C6 123.20(18) . . ? C4 C3 C6 119.29(19) . . ? C5 C4 C3 120.10(19) . . ? N1 C5 C4 121.63(17) . . ? N1 C1 C2 121.34(17) . . ? N1 C1 C1 113.66(11) . 2_655 ? C2 C1 C1 124.97(11) . 2_655 ? C3 C6 C7 111.63(18) . . ? C3 C6 C8 108.4(2) . . ? C7 C6 C8 109.5(2) . . ? C3 C6 C9 108.32(19) . . ? C7 C6 C9 109.0(2) . . ? C8 C6 C9 109.9(2) . . ? C10 Cl1 C10 45.9(4) . 2 ? Cl1 C10 Cl1 114.5(3) . 2 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.143 _refine_diff_density_min -1.091 _refine_diff_density_rms 0.122 data_nb96 _database_code_depnum_ccdc_archive 'CCDC 733309' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ; 2(C24 H28 F2 N2 Pd), 0.5(C6 H6), 0.5(C6 H6), 0.5(C6 H6) ; _chemical_formula_sum 'C57 H65 F4 N4 Pd2' _chemical_formula_weight 1094.93 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' 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 Monoclinic _symmetry_space_group_name_H-M Ia loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y, z' 'x+1/2, y+1/2, z+1/2' 'x+1, -y+1/2, z+1/2' _cell_length_a 17.9592(12) _cell_length_b 17.5332(12) _cell_length_c 20.2950(14) _cell_angle_alpha 90.00 _cell_angle_beta 95.1350(10) _cell_angle_gamma 90.00 _cell_volume 6364.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 85(2) _cell_measurement_reflns_used 9918 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 24.92 _exptl_crystal_description blade _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.143 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2252 _exptl_absorpt_coefficient_mu 0.610 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8625 _exptl_absorpt_correction_T_max 0.9472 _exptl_absorpt_process_details ; Blessing, R. Acta Cryst. (1995) A51 33-38. Sheldrick, G. SADABS (Version 2007/4) Bruker AXS area detector absorption and other corrections, University of Gottingen, Germany 2007. ; _exptl_special_details ; 3365 frames x 60 sec. @ 5.055 cm; 0.5 deg. steps in omega, 0.45 in phi ; _diffrn_ambient_temperature 85(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 70232 _diffrn_reflns_av_R_equivalents 0.0652 _diffrn_reflns_av_sigmaI/netI 0.0445 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 25.05 _reflns_number_total 11189 _reflns_number_gt 9308 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART-APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Restraints (SAME/DELU/SIMU) were placed on the three 0.5 occupancy benzene solvate molecules to maintain chemical sensibility. The partial occupancy solvates were assigned different PART numbers and there are no close contacts. There are four solvent accessible voids of approximately 40 A^3 each. They could well contain an additional solvate, say water. However, the final electron density is quite flat and no discrete atoms positions could be determined. The SQUEEZE subroutine of the PLATON program suite was NOT employed. 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^)+(0.1065P)^2^+3.1299P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(4) _refine_ls_number_reflns 11189 _refine_ls_number_parameters 682 _refine_ls_number_restraints 218 _refine_ls_R_factor_all 0.0700 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1651 _refine_ls_wR_factor_gt 0.1553 _refine_ls_goodness_of_fit_ref 1.135 _refine_ls_restrained_S_all 1.130 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.63123(3) 0.85618(4) 0.43251(2) 0.03779(16) Uani 1 1 d . . . Pd2 Pd 0.41278(3) 0.10523(3) 0.17881(2) 0.03691(16) Uani 1 1 d . . . F1 F 0.7409(2) 0.8351(3) 0.44559(19) 0.0454(11) Uani 1 1 d . . . F2 F 0.6265(4) 0.8562(6) 0.7326(3) 0.113(3) Uani 1 1 d . . . F3 F 0.4192(3) -0.0077(2) 0.1803(2) 0.0443(10) Uani 1 1 d . . . F4 F 0.4956(3) 0.0948(3) 0.4782(2) 0.0640(15) Uani 1 1 d . . . N1 N 0.6304(4) 0.8661(4) 0.3300(3) 0.0392(17) Uani 1 1 d . . . N2 N 0.5211(4) 0.8765(4) 0.4081(3) 0.0445(16) Uani 1 1 d . . . N3 N 0.3975(3) 0.2169(4) 0.1633(3) 0.0395(14) Uani 1 1 d . . . N4 N 0.3754(4) 0.1053(4) 0.0792(3) 0.0377(16) Uani 1 1 d . . . C1 C 0.6264(5) 0.8563(5) 0.5297(4) 0.044(2) Uani 1 1 d D . . C2 C 0.5997(5) 0.9189(7) 0.5634(4) 0.065(3) Uani 1 1 d D . . H2A H 0.5813 0.9628 0.5398 0.078 Uiso 1 1 calc R . . C3 C 0.6004(6) 0.9156(9) 0.6316(5) 0.091(5) Uani 1 1 d D . . H3A H 0.5807 0.9574 0.6542 0.109 Uiso 1 1 calc R . . C4 C 0.6269(6) 0.8578(8) 0.6656(4) 0.076(4) Uani 1 1 d D . . C5 C 0.6546(6) 0.7960(7) 0.6360(4) 0.074(3) Uani 1 1 d D . . H5A H 0.6725 0.7534 0.6616 0.089 Uiso 1 1 calc R . . C6 C 0.6565(5) 0.7956(6) 0.5679(4) 0.050(2) Uani 1 1 d D . . H6A H 0.6785 0.7538 0.5470 0.060 Uiso 1 1 calc R . . C7 C 0.6885(5) 0.8627(5) 0.2962(4) 0.0432(19) Uani 1 1 d . . . H7A H 0.7341 0.8439 0.3175 0.052 Uiso 1 1 calc R . . C8 C 0.6873(5) 0.8855(6) 0.2294(4) 0.049(2) Uani 1 1 d . . . H8A H 0.7311 0.8832 0.2065 0.059 Uiso 1 1 calc R . . C9 C 0.6204(5) 0.9114(5) 0.1983(4) 0.045(2) Uani 1 1 d . . . C10 C 0.5584(4) 0.9137(5) 0.2344(3) 0.0421(19) Uani 1 1 d . . . H10A H 0.5118 0.9315 0.2145 0.050 Uiso 1 1 calc R . . C11 C 0.5649(4) 0.8901(5) 0.2989(4) 0.0403(17) Uani 1 1 d . . . C12 C 0.5021(4) 0.8905(5) 0.3422(3) 0.0392(17) Uani 1 1 d . . . C13 C 0.4281(4) 0.9019(4) 0.3199(3) 0.0387(17) Uani 1 1 d . . . H13A H 0.4156 0.9131 0.2744 0.046 Uiso 1 1 calc R . . C14 C 0.3709(4) 0.8975(5) 0.3620(4) 0.0430(18) Uani 1 1 d . . . C15 C 0.3930(5) 0.8839(5) 0.4275(4) 0.047(2) Uani 1 1 d . . . H15A H 0.3564 0.8818 0.4584 0.057 Uiso 1 1 calc R . . C16 C 0.4661(5) 0.8735(6) 0.4489(4) 0.051(2) Uani 1 1 d . . . H16A H 0.4789 0.8638 0.4946 0.061 Uiso 1 1 calc R . . C17 C 0.6149(4) 0.9416(6) 0.1271(4) 0.051(2) Uani 1 1 d . . . C18 C 0.5954(5) 1.0279(6) 0.1282(4) 0.060(2) Uani 1 1 d . . . H18A H 0.6353 1.0554 0.1543 0.089 Uiso 1 1 calc R . . H18B H 0.5481 1.0349 0.1480 0.089 Uiso 1 1 calc R . . H18C H 0.5905 1.0477 0.0829 0.089 Uiso 1 1 calc R . . C19 C 0.5511(5) 0.8970(7) 0.0861(4) 0.064(3) Uani 1 1 d . . . H19A H 0.5465 0.9157 0.0404 0.096 Uiso 1 1 calc R . . H19B H 0.5038 0.9049 0.1057 0.096 Uiso 1 1 calc R . . H19C H 0.5632 0.8425 0.0865 0.096 Uiso 1 1 calc R . . C20 C 0.6875(5) 0.9311(7) 0.0952(4) 0.064(3) Uani 1 1 d . . . H20A H 0.7276 0.9593 0.1205 0.096 Uiso 1 1 calc R . . H20B H 0.6815 0.9505 0.0497 0.096 Uiso 1 1 calc R . . H20C H 0.7003 0.8768 0.0946 0.096 Uiso 1 1 calc R . . C21 C 0.2879(4) 0.9089(5) 0.3382(4) 0.047(2) Uani 1 1 d . . . C22 C 0.2792(5) 0.9346(7) 0.2653(5) 0.064(3) Uani 1 1 d . . . H22A H 0.3050 0.9834 0.2610 0.095 Uiso 1 1 calc R . . H22B H 0.2260 0.9408 0.2507 0.095 Uiso 1 1 calc R . . H22C H 0.3011 0.8961 0.2378 0.095 Uiso 1 1 calc R . . C23 C 0.2546(5) 0.9718(5) 0.3781(4) 0.0493(19) Uani 1 1 d . . . H23A H 0.2806 1.0199 0.3712 0.074 Uiso 1 1 calc R . . H23B H 0.2605 0.9584 0.4252 0.074 Uiso 1 1 calc R . . H23C H 0.2014 0.9775 0.3637 0.074 Uiso 1 1 calc R . . C24 C 0.2489(5) 0.8354(7) 0.3479(6) 0.070(3) Uani 1 1 d . . . H24A H 0.2560 0.8208 0.3947 0.105 Uiso 1 1 calc R . . H24B H 0.2697 0.7958 0.3209 0.105 Uiso 1 1 calc R . . H24C H 0.1954 0.8413 0.3346 0.105 Uiso 1 1 calc R . . C25 C 0.4448(5) 0.1101(4) 0.2748(4) 0.037(2) Uani 1 1 d . . . C26 C 0.3955(5) 0.1347(5) 0.3205(4) 0.048(2) Uani 1 1 d . . . H26A H 0.3489 0.1557 0.3036 0.057 Uiso 1 1 calc R . . C27 C 0.4102(5) 0.1302(6) 0.3882(4) 0.050(2) Uani 1 1 d . . . H27A H 0.3744 0.1454 0.4173 0.060 Uiso 1 1 calc R . . C28 C 0.4797(5) 0.1026(5) 0.4116(4) 0.048(2) Uani 1 1 d . . . C29 C 0.5317(5) 0.0813(6) 0.3700(4) 0.053(2) Uani 1 1 d . . . H29A H 0.5795 0.0640 0.3879 0.064 Uiso 1 1 calc R . . C30 C 0.5153(4) 0.0848(5) 0.3004(4) 0.046(2) Uani 1 1 d . . . H30A H 0.5517 0.0701 0.2716 0.055 Uiso 1 1 calc R . . C31 C 0.4150(4) 0.2724(5) 0.2083(3) 0.0417(18) Uani 1 1 d . . . H31A H 0.4372 0.2590 0.2510 0.050 Uiso 1 1 calc R . . C32 C 0.4010(5) 0.3488(5) 0.1932(4) 0.0447(19) Uani 1 1 d . . . H32A H 0.4143 0.3865 0.2257 0.054 Uiso 1 1 calc R . . C33 C 0.3680(4) 0.3712(5) 0.1314(4) 0.0406(17) Uani 1 1 d . . . C34 C 0.3498(4) 0.3127(5) 0.0867(3) 0.0387(17) Uani 1 1 d . . . H34A H 0.3263 0.3249 0.0441 0.046 Uiso 1 1 calc R . . C35 C 0.3648(4) 0.2377(5) 0.1023(3) 0.0363(16) Uani 1 1 d . . . C36 C 0.3507(4) 0.1720(5) 0.0559(4) 0.0411(18) Uani 1 1 d . . . C37 C 0.3133(4) 0.1810(5) -0.0070(3) 0.0387(17) Uani 1 1 d . . . H37A H 0.2952 0.2294 -0.0220 0.046 Uiso 1 1 calc R . . C38 C 0.3032(4) 0.1161(5) -0.0471(4) 0.0436(19) Uani 1 1 d . . . C39 C 0.3304(4) 0.0468(5) -0.0224(4) 0.0457(19) Uani 1 1 d . . . H39A H 0.3249 0.0021 -0.0489 0.055 Uiso 1 1 calc R . . C40 C 0.3661(5) 0.0429(5) 0.0421(4) 0.0453(19) Uani 1 1 d . . . H40A H 0.3837 -0.0049 0.0593 0.054 Uiso 1 1 calc R . . C41 C 0.3534(5) 0.4551(5) 0.1172(4) 0.0471(19) Uani 1 1 d . . . C42 C 0.4297(6) 0.4959(6) 0.1197(5) 0.063(2) Uani 1 1 d . . . H42A H 0.4562 0.4895 0.1638 0.095 Uiso 1 1 calc R . . H42B H 0.4219 0.5504 0.1107 0.095 Uiso 1 1 calc R . . H42C H 0.4596 0.4738 0.0864 0.095 Uiso 1 1 calc R . . C43 C 0.3048(6) 0.4886(6) 0.1681(4) 0.068(3) Uani 1 1 d . . . H43A H 0.3294 0.4809 0.2127 0.101 Uiso 1 1 calc R . . H43B H 0.2561 0.4630 0.1644 0.101 Uiso 1 1 calc R . . H43C H 0.2978 0.5433 0.1599 0.101 Uiso 1 1 calc R . . C44 C 0.3151(6) 0.4682(6) 0.0459(4) 0.068(3) Uani 1 1 d . . . H44A H 0.3064 0.5229 0.0387 0.102 Uiso 1 1 calc R . . H44B H 0.2672 0.4411 0.0410 0.102 Uiso 1 1 calc R . . H44C H 0.3476 0.4489 0.0134 0.102 Uiso 1 1 calc R . . C45 C 0.2570(5) 0.1226(5) -0.1156(4) 0.0459(19) Uani 1 1 d . . . C46 C 0.1775(5) 0.1467(6) -0.1026(4) 0.055(2) Uani 1 1 d . . . H46A H 0.1554 0.1078 -0.0757 0.082 Uiso 1 1 calc R . . H46B H 0.1470 0.1522 -0.1448 0.082 Uiso 1 1 calc R . . H46C H 0.1793 0.1955 -0.0790 0.082 Uiso 1 1 calc R . . C47 C 0.2935(6) 0.1824(6) -0.1562(4) 0.060(2) Uani 1 1 d . . . H47A H 0.3442 0.1660 -0.1636 0.090 Uiso 1 1 calc R . . H47B H 0.2958 0.2311 -0.1324 0.090 Uiso 1 1 calc R . . H47C H 0.2641 0.1888 -0.1989 0.090 Uiso 1 1 calc R . . C48 C 0.2515(6) 0.0472(6) -0.1525(4) 0.065(3) Uani 1 1 d . . . H48A H 0.3017 0.0302 -0.1611 0.098 Uiso 1 1 calc R . . H48B H 0.2209 0.0538 -0.1946 0.098 Uiso 1 1 calc R . . H48C H 0.2285 0.0089 -0.1256 0.098 Uiso 1 1 calc R . . C49 C 0.4728(11) 0.8164(12) 0.9045(10) 0.084(4) Uani 0.50 1 d PDU A 1 H49A H 0.5164 0.8074 0.9336 0.101 Uiso 0.50 1 calc PR A 1 C50 C 0.4771(12) 0.8142(13) 0.8376(11) 0.088(4) Uani 0.50 1 d PDU A 1 H50A H 0.5225 0.7998 0.8203 0.105 Uiso 0.50 1 calc PR A 1 C51 C 0.4162(13) 0.8327(13) 0.7960(11) 0.093(4) Uani 0.50 1 d PDU A 1 H51A H 0.4196 0.8308 0.7495 0.112 Uiso 0.50 1 calc PR A 1 C52 C 0.3527(12) 0.8531(11) 0.8185(11) 0.085(4) Uani 0.50 1 d PDU A 1 H52A H 0.3116 0.8695 0.7892 0.102 Uiso 0.50 1 calc PR A 1 C53 C 0.3475(11) 0.8502(11) 0.8838(11) 0.081(4) Uani 0.50 1 d PDU A 1 H53A H 0.3005 0.8616 0.8994 0.097 Uiso 0.50 1 calc PR A 1 C54 C 0.4057(10) 0.8316(9) 0.9299(8) 0.081(4) Uani 0.50 1 d PDU A 1 H54A H 0.4000 0.8295 0.9760 0.098 Uiso 0.50 1 calc PR A 1 C55 C 0.1433(10) 0.6288(9) 0.1932(8) 0.108(5) Uani 0.50 1 d PRDU A 3 H55A H 0.1664 0.5848 0.2133 0.129 Uiso 0.50 1 calc PR A 3 C56 C 0.1371(15) 0.6965(12) 0.2264(12) 0.108(5) Uani 0.50 1 d PDU A 3 H56A H 0.1523 0.6997 0.2724 0.130 Uiso 0.50 1 calc PR A 3 C57 C 0.1085(13) 0.7600(12) 0.1926(12) 0.099(5) Uani 0.50 1 d PDU A 3 H57A H 0.1115 0.8069 0.2161 0.118 Uiso 0.50 1 calc PR A 3 C58 C 0.0782(10) 0.7625(11) 0.1324(11) 0.085(4) Uani 0.50 1 d PDU A 3 H58A H 0.0577 0.8077 0.1123 0.102 Uiso 0.50 1 calc PR A 3 C59 C 0.0785(11) 0.6955(11) 0.1013(10) 0.089(4) Uani 0.50 1 d PDU A 3 H59A H 0.0534 0.6923 0.0582 0.107 Uiso 0.50 1 calc PR A 3 C60 C 0.1129(14) 0.6302(12) 0.1277(10) 0.098(5) Uani 0.50 1 d PDU A 3 H60A H 0.1158 0.5860 0.1009 0.117 Uiso 0.50 1 calc PR A 3 C61 C 0.0069(18) 0.625(2) 0.4123(18) 0.174(9) Uani 0.50 1 d PDU B 2 H61A H -0.0207 0.6361 0.4489 0.209 Uiso 0.50 1 calc PR B 2 C62 C 0.0381(17) 0.6820(17) 0.3781(19) 0.169(9) Uani 0.50 1 d PDU B 2 H62A H 0.0358 0.7338 0.3916 0.203 Uiso 0.50 1 calc PR B 2 C63 C 0.0726(18) 0.6610(19) 0.3236(18) 0.166(9) Uani 0.50 1 d PDU B 2 H63A H 0.0879 0.7005 0.2956 0.200 Uiso 0.50 1 calc PR B 2 C64 C 0.0863(16) 0.591(2) 0.3070(17) 0.167(9) Uani 0.50 1 d PDU B 2 H64A H 0.1234 0.5789 0.2780 0.200 Uiso 0.50 1 calc PR B 2 C65 C 0.0455(17) 0.5356(17) 0.3328(19) 0.168(9) Uani 0.50 1 d PDU B 2 H65A H 0.0370 0.4882 0.3106 0.202 Uiso 0.50 1 calc PR B 2 C66 C 0.0161(18) 0.5499(19) 0.3928(19) 0.173(9) Uani 0.50 1 d PDU B 2 H66A H 0.0026 0.5089 0.4200 0.208 Uiso 0.50 1 calc PR B 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 Pd1 0.0266(3) 0.0601(4) 0.0254(3) 0.0030(3) -0.00497(19) 0.0023(3) Pd2 0.0273(3) 0.0563(4) 0.0259(3) 0.0004(3) -0.00432(19) 0.0049(3) F1 0.031(2) 0.076(3) 0.028(2) 0.007(2) -0.0056(17) 0.005(2) F2 0.084(5) 0.222(10) 0.030(3) -0.009(4) -0.014(3) 0.031(5) F3 0.042(2) 0.058(3) 0.0306(18) 0.003(2) -0.0075(16) 0.007(2) F4 0.066(3) 0.097(4) 0.026(2) -0.002(2) -0.011(2) 0.006(3) N1 0.030(4) 0.058(4) 0.028(3) -0.005(3) -0.007(3) 0.002(3) N2 0.031(3) 0.073(5) 0.029(3) 0.008(3) -0.002(3) -0.001(3) N3 0.033(3) 0.059(4) 0.025(3) 0.005(3) -0.004(2) 0.002(3) N4 0.030(4) 0.053(4) 0.029(3) 0.000(3) 0.000(3) 0.001(3) C1 0.027(4) 0.065(5) 0.041(4) -0.001(4) 0.003(4) -0.001(4) C2 0.040(5) 0.116(9) 0.036(4) -0.005(5) -0.009(4) 0.014(5) C3 0.048(6) 0.180(14) 0.041(5) -0.033(7) -0.012(4) 0.039(7) C4 0.045(5) 0.153(11) 0.030(4) -0.002(6) -0.001(4) 0.023(6) C5 0.060(6) 0.118(9) 0.040(5) 0.011(5) -0.018(4) 0.008(6) C6 0.038(4) 0.080(6) 0.032(4) 0.015(4) 0.001(3) 0.007(4) C7 0.030(4) 0.068(5) 0.031(4) 0.007(4) 0.001(3) 0.002(4) C8 0.038(5) 0.077(6) 0.032(4) -0.004(4) 0.004(3) 0.007(4) C9 0.036(4) 0.063(5) 0.033(4) -0.007(4) -0.009(3) 0.010(4) C10 0.029(4) 0.071(6) 0.025(4) -0.006(3) -0.001(3) 0.001(3) C11 0.028(4) 0.059(5) 0.032(4) -0.006(3) -0.010(3) 0.010(3) C12 0.027(4) 0.062(5) 0.027(3) -0.010(3) -0.006(3) 0.000(3) C13 0.028(4) 0.057(5) 0.030(4) -0.001(3) -0.004(3) 0.001(3) C14 0.027(4) 0.065(5) 0.035(4) -0.004(4) -0.005(3) -0.004(4) C15 0.033(4) 0.073(6) 0.036(4) 0.006(4) 0.005(3) -0.001(4) C16 0.033(4) 0.090(7) 0.029(4) 0.006(4) 0.003(3) 0.004(4) C17 0.033(4) 0.095(7) 0.024(3) 0.001(4) -0.001(3) 0.011(4) C18 0.055(5) 0.095(7) 0.028(4) 0.010(4) 0.005(4) 0.007(5) C19 0.044(5) 0.114(9) 0.032(4) -0.007(5) -0.005(4) 0.012(5) C20 0.052(5) 0.117(8) 0.023(4) 0.000(4) 0.000(3) 0.015(5) C21 0.025(4) 0.072(6) 0.044(4) -0.007(4) -0.005(3) -0.002(4) C22 0.029(5) 0.104(9) 0.054(6) -0.008(5) -0.012(4) 0.007(5) C23 0.035(4) 0.061(5) 0.052(5) -0.003(4) 0.004(3) -0.004(4) C24 0.033(5) 0.083(7) 0.091(8) 0.002(6) -0.012(5) -0.003(5) C25 0.032(5) 0.043(5) 0.035(4) 0.000(3) 0.001(4) -0.003(3) C26 0.027(4) 0.076(6) 0.040(4) 0.007(4) -0.001(3) 0.010(4) C27 0.033(4) 0.079(6) 0.037(4) -0.002(4) 0.006(4) -0.005(4) C28 0.050(5) 0.069(6) 0.025(4) -0.002(4) -0.003(3) 0.003(4) C29 0.032(4) 0.088(7) 0.038(4) -0.004(4) -0.010(3) 0.006(4) C30 0.027(4) 0.076(6) 0.033(4) -0.011(4) -0.001(3) 0.004(4) C31 0.038(4) 0.060(5) 0.026(3) -0.002(3) -0.004(3) -0.006(4) C32 0.036(4) 0.067(6) 0.031(4) -0.004(3) 0.005(3) 0.001(4) C33 0.031(4) 0.059(5) 0.031(4) 0.002(3) -0.002(3) 0.001(3) C34 0.030(4) 0.060(5) 0.024(3) 0.000(3) -0.005(3) -0.002(3) C35 0.024(3) 0.060(5) 0.025(3) 0.003(3) 0.001(3) 0.001(3) C36 0.032(4) 0.059(5) 0.032(4) -0.004(4) 0.000(3) -0.010(4) C37 0.033(4) 0.056(5) 0.027(3) 0.003(3) -0.001(3) -0.007(3) C38 0.033(4) 0.073(6) 0.025(4) -0.004(3) 0.003(3) -0.008(4) C39 0.041(4) 0.064(5) 0.031(4) -0.005(4) -0.006(3) -0.003(4) C40 0.044(5) 0.060(5) 0.031(4) -0.002(4) 0.002(3) 0.005(4) C41 0.043(4) 0.063(5) 0.033(4) 0.007(4) -0.005(3) -0.002(4) C42 0.066(6) 0.065(6) 0.058(5) -0.003(4) -0.003(4) -0.020(5) C43 0.077(7) 0.076(7) 0.049(5) 0.005(5) -0.001(5) 0.002(6) C44 0.074(7) 0.079(7) 0.047(5) 0.009(5) -0.015(5) -0.010(5) C45 0.047(5) 0.064(5) 0.027(4) 0.002(3) 0.005(3) -0.003(4) C46 0.044(5) 0.084(7) 0.033(4) 0.003(4) -0.015(4) -0.006(4) C47 0.073(7) 0.079(6) 0.028(4) 0.003(4) -0.001(4) 0.001(5) C48 0.072(6) 0.091(7) 0.029(4) -0.006(4) -0.013(4) -0.004(5) C49 0.082(8) 0.053(7) 0.113(10) 0.004(8) -0.005(8) -0.009(7) C50 0.086(8) 0.060(8) 0.116(10) 0.008(8) -0.001(8) -0.013(7) C51 0.098(9) 0.059(8) 0.119(10) 0.011(8) -0.011(8) -0.016(8) C52 0.088(9) 0.040(7) 0.122(10) 0.012(8) -0.020(9) -0.015(7) C53 0.082(8) 0.032(7) 0.125(10) 0.010(8) -0.009(8) -0.018(7) C54 0.085(9) 0.041(7) 0.116(10) 0.009(8) -0.004(8) -0.004(7) C55 0.076(9) 0.103(9) 0.145(12) -0.040(9) 0.007(9) -0.025(8) C56 0.077(9) 0.107(10) 0.139(11) -0.045(9) 0.007(9) -0.025(9) C57 0.067(9) 0.098(9) 0.133(11) -0.045(9) 0.026(8) -0.025(8) C58 0.042(7) 0.095(8) 0.125(11) -0.033(9) 0.040(7) -0.036(7) C59 0.056(8) 0.100(9) 0.117(11) -0.032(8) 0.034(8) -0.036(7) C60 0.073(9) 0.097(9) 0.128(11) -0.042(9) 0.030(8) -0.028(8) C61 0.066(11) 0.194(19) 0.26(2) 0.089(18) -0.003(12) 0.034(12) C62 0.058(11) 0.189(18) 0.25(2) 0.088(18) -0.020(12) 0.031(11) C63 0.063(12) 0.188(18) 0.24(2) 0.093(18) -0.023(11) 0.027(12) C64 0.066(11) 0.189(19) 0.24(2) 0.098(18) -0.019(11) 0.030(11) C65 0.071(12) 0.186(18) 0.24(2) 0.104(18) -0.009(12) 0.037(11) C66 0.073(12) 0.189(18) 0.26(2) 0.094(19) 0.003(12) 0.035(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 Pd1 C1 1.981(8) . ? Pd1 F1 1.999(4) . ? Pd1 N2 2.026(6) . ? Pd1 N1 2.086(7) . ? Pd2 C25 1.983(9) . ? Pd2 F3 1.983(4) . ? Pd2 N3 1.998(7) . ? Pd2 N4 2.073(7) . ? F2 C4 1.360(11) . ? F4 C28 1.363(9) . ? N1 C7 1.300(11) . ? N1 C11 1.351(10) . ? N2 C16 1.347(10) . ? N2 C12 1.372(9) . ? N3 C31 1.353(10) . ? N3 C35 1.370(9) . ? N4 C36 1.323(11) . ? N4 C40 1.331(11) . ? C1 C6 1.397(11) . ? C1 C2 1.400(13) . ? C2 C3 1.384(12) . ? C3 C4 1.294(15) . ? C4 C5 1.354(14) . ? C5 C6 1.386(11) . ? C7 C8 1.412(11) . ? C8 C9 1.382(12) . ? C9 C10 1.388(11) . ? C9 C17 1.534(11) . ? C10 C11 1.367(11) . ? C11 C12 1.492(11) . ? C12 C13 1.380(10) . ? C13 C14 1.396(11) . ? C14 C15 1.372(11) . ? C14 C21 1.540(10) . ? C15 C16 1.358(12) . ? C17 C20 1.519(12) . ? C17 C18 1.553(14) . ? C17 C19 1.563(13) . ? C21 C24 1.487(14) . ? C21 C23 1.521(12) . ? C21 C22 1.541(12) . ? C25 C30 1.397(12) . ? C25 C26 1.407(12) . ? C26 C27 1.377(12) . ? C27 C28 1.381(12) . ? C28 C29 1.367(12) . ? C29 C30 1.418(11) . ? C31 C32 1.392(12) . ? C32 C33 1.395(11) . ? C33 C34 1.389(11) . ? C33 C41 1.518(12) . ? C34 C35 1.374(11) . ? C35 C36 1.497(11) . ? C36 C37 1.397(10) . ? C37 C38 1.401(12) . ? C38 C39 1.388(12) . ? C38 C45 1.558(11) . ? C39 C40 1.407(11) . ? C41 C43 1.528(13) . ? C41 C42 1.542(12) . ? C41 C44 1.562(11) . ? C45 C47 1.518(13) . ? C45 C48 1.519(13) . ? C45 C46 1.534(13) . ? C49 C50 1.366(18) . ? C49 C54 1.379(18) . ? C50 C51 1.360(19) . ? C51 C52 1.32(2) . ? C52 C53 1.338(19) . ? C53 C54 1.378(18) . ? C55 C56 1.375(18) . ? C55 C60 1.392(18) . ? C56 C57 1.382(19) . ? C57 C58 1.293(19) . ? C58 C59 1.334(18) . ? C59 C60 1.387(18) . ? C61 C62 1.37(2) . ? C61 C66 1.384(19) . ? C62 C63 1.37(2) . ? C63 C64 1.31(2) . ? C64 C65 1.35(2) . ? C65 C66 1.393(19) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Pd1 F1 89.9(3) . . ? C1 Pd1 N2 96.6(3) . . ? F1 Pd1 N2 173.5(2) . . ? C1 Pd1 N1 174.3(3) . . ? F1 Pd1 N1 93.8(2) . . ? N2 Pd1 N1 79.7(3) . . ? C25 Pd2 F3 90.9(3) . . ? C25 Pd2 N3 97.9(3) . . ? F3 Pd2 N3 171.0(2) . . ? C25 Pd2 N4 176.8(3) . . ? F3 Pd2 N4 91.6(2) . . ? N3 Pd2 N4 79.5(2) . . ? C7 N1 C11 118.2(7) . . ? C7 N1 Pd1 126.0(6) . . ? C11 N1 Pd1 114.8(5) . . ? C16 N2 C12 118.3(6) . . ? C16 N2 Pd1 126.6(5) . . ? C12 N2 Pd1 115.0(5) . . ? C31 N3 C35 118.2(7) . . ? C31 N3 Pd2 125.3(5) . . ? C35 N3 Pd2 116.4(5) . . ? C36 N4 C40 120.2(7) . . ? C36 N4 Pd2 114.7(5) . . ? C40 N4 Pd2 124.4(6) . . ? C6 C1 C2 117.3(8) . . ? C6 C1 Pd1 120.2(6) . . ? C2 C1 Pd1 122.3(7) . . ? C3 C2 C1 118.9(10) . . ? C4 C3 C2 122.4(10) . . ? C3 C4 C5 121.4(9) . . ? C3 C4 F2 121.0(10) . . ? C5 C4 F2 117.6(10) . . ? C4 C5 C6 119.3(9) . . ? C5 C6 C1 120.5(9) . . ? N1 C7 C8 123.4(8) . . ? C9 C8 C7 118.0(8) . . ? C8 C9 C10 118.3(7) . . ? C8 C9 C17 121.6(8) . . ? C10 C9 C17 120.0(7) . . ? C11 C10 C9 119.5(7) . . ? N1 C11 C10 122.5(7) . . ? N1 C11 C12 113.5(7) . . ? C10 C11 C12 123.9(7) . . ? N2 C12 C13 119.7(6) . . ? N2 C12 C11 115.9(6) . . ? C13 C12 C11 124.4(6) . . ? C12 C13 C14 122.0(7) . . ? C15 C14 C13 116.0(7) . . ? C15 C14 C21 121.0(7) . . ? C13 C14 C21 123.0(7) . . ? C16 C15 C14 121.4(7) . . ? N2 C16 C15 122.6(7) . . ? C20 C17 C9 112.0(7) . . ? C20 C17 C18 109.1(8) . . ? C9 C17 C18 108.6(6) . . ? C20 C17 C19 109.2(7) . . ? C9 C17 C19 108.1(8) . . ? C18 C17 C19 109.9(7) . . ? C24 C21 C23 110.2(8) . . ? C24 C21 C14 107.4(7) . . ? C23 C21 C14 110.0(6) . . ? C24 C21 C22 111.8(8) . . ? C23 C21 C22 106.8(8) . . ? C14 C21 C22 110.6(7) . . ? C30 C25 C26 117.1(8) . . ? C30 C25 Pd2 121.7(6) . . ? C26 C25 Pd2 121.1(6) . . ? C27 C26 C25 124.4(8) . . ? C26 C27 C28 116.7(8) . . ? F4 C28 C29 119.4(8) . . ? F4 C28 C27 118.6(7) . . ? C29 C28 C27 122.0(7) . . ? C28 C29 C30 120.7(7) . . ? C25 C30 C29 119.0(7) . . ? N3 C31 C32 121.1(7) . . ? C31 C32 C33 121.5(8) . . ? C34 C33 C32 115.9(7) . . ? C34 C33 C41 124.4(7) . . ? C32 C33 C41 119.7(7) . . ? C35 C34 C33 121.7(7) . . ? N3 C35 C34 121.6(7) . . ? N3 C35 C36 113.5(7) . . ? C34 C35 C36 124.9(6) . . ? N4 C36 C37 123.0(8) . . ? N4 C36 C35 115.0(6) . . ? C37 C36 C35 122.0(8) . . ? C36 C37 C38 117.8(8) . . ? C39 C38 C37 118.6(7) . . ? C39 C38 C45 121.9(7) . . ? C37 C38 C45 119.3(8) . . ? C38 C39 C40 119.7(8) . . ? N4 C40 C39 120.7(8) . . ? C33 C41 C43 110.1(7) . . ? C33 C41 C42 107.8(7) . . ? C43 C41 C42 111.1(8) . . ? C33 C41 C44 111.8(7) . . ? C43 C41 C44 109.8(8) . . ? C42 C41 C44 106.2(7) . . ? C47 C45 C48 110.2(7) . . ? C47 C45 C46 111.0(8) . . ? C48 C45 C46 107.8(8) . . ? C47 C45 C38 108.2(7) . . ? C48 C45 C38 112.4(7) . . ? C46 C45 C38 107.3(6) . . ? C50 C49 C54 120.4(17) . . ? C51 C50 C49 119.8(19) . . ? C52 C51 C50 121.5(19) . . ? C51 C52 C53 118.2(19) . . ? C52 C53 C54 124.5(18) . . ? C53 C54 C49 115.2(16) . . ? C56 C55 C60 114.2(15) . . ? C55 C56 C57 119.7(18) . . ? C58 C57 C56 127.1(19) . . ? C57 C58 C59 113.4(18) . . ? C58 C59 C60 124.5(19) . . ? C59 C60 C55 120.5(17) . . ? C62 C61 C66 119(2) . . ? C63 C62 C61 117(2) . . ? C64 C63 C62 125(2) . . ? C63 C64 C65 117(2) . . ? C64 C65 C66 118(2) . . ? C61 C66 C65 119(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.805 _refine_diff_density_min -0.469 _refine_diff_density_rms 0.139 data_nb255 _database_code_depnum_ccdc_archive 'CCDC 733310' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H29 F5 N2 Pd, 2(C3 H6 O)' _chemical_formula_sum 'C30 H41 F5 N2 O2 Pd' _chemical_formula_weight 663.05 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' 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 9.6894(7) _cell_length_b 12.7681(9) _cell_length_c 13.8914(10) _cell_angle_alpha 73.6720(10) _cell_angle_beta 77.1800(10) _cell_angle_gamma 69.5870(10) _cell_volume 1530.97(19) _cell_formula_units_Z 2 _cell_measurement_temperature 85(2) _cell_measurement_reflns_used 9998 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 28.30 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_absorpt_coefficient_mu 0.665 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8356 _exptl_absorpt_correction_T_max 0.9010 _exptl_absorpt_process_details ; Blessing, R. Acta Cryst. (1995) A51 33-38. Sheldrick, G. SADABS (Version 2008/1) Bruker AXS area detector absorption and other corrections, University of Gottingen, Germany 2008. ; _exptl_special_details ; 3336 frames x 20 sec. @ 5.055 cm; 0.5 deg. steps in omega, 0.45 deg. in phi ; _diffrn_ambient_temperature 85(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 44156 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_sigmaI/netI 0.0261 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 28.36 _reflns_number_total 7631 _reflns_number_gt 6810 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART-APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; The p-fluoro-phenyl ligand is disordered over two positions (50/50). Restraints (SIMU/DELU/SADI) were employed to maintain chemical sensibility. 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^)+(0.0297P)^2^+3.9241P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7631 _refine_ls_number_parameters 438 _refine_ls_number_restraints 96 _refine_ls_R_factor_all 0.0526 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.1088 _refine_ls_wR_factor_gt 0.1019 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.17522(2) -0.02929(2) 0.226118(16) 0.02873(8) Uani 1 1 d . . . F1 F 0.2605(2) -0.13689(15) 0.13916(14) 0.0366(4) Uani 1 1 d . . . F2 F 0.2559(2) -0.1419(2) 0.34078(14) 0.0575(7) Uani 1 1 d . . . F3 F -0.0224(2) -0.07570(18) 0.26565(18) 0.0483(5) Uani 1 1 d . . . F4 F 0.7524(5) 0.0727(4) 0.1311(4) 0.0316(10) Uani 0.50 1 d P A 2 F4A F 0.7365(5) 0.1311(5) 0.1100(4) 0.0368(11) Uani 0.50 1 d P A 1 F5 F -0.2057(2) 0.0223(2) 0.37848(15) 0.0458(5) Uani 1 1 d . . . H5F H -0.121(8) -0.022(6) 0.330(5) 0.07(2) Uiso 1 1 d . . . N1 N 0.0841(2) 0.0904(2) 0.30454(17) 0.0271(5) Uani 1 1 d . . . N2 N 0.0775(2) 0.09539(19) 0.11832(16) 0.0204(4) Uani 1 1 d . A . C1 C 0.0957(3) 0.0775(3) 0.4015(2) 0.0383(8) Uani 1 1 d . . . H1A H 0.1540 0.0062 0.4369 0.046 Uiso 1 1 calc R A . C2 C 0.0252(3) 0.1652(3) 0.4511(2) 0.0375(8) Uani 1 1 d . . . H2A H 0.0354 0.1537 0.5201 0.045 Uiso 1 1 calc R . . C3 C -0.0610(3) 0.2705(3) 0.4016(2) 0.0300(6) Uani 1 1 d . . . C4 C -0.0733(3) 0.2814(3) 0.3001(2) 0.0272(6) Uani 1 1 d . . . H4A H -0.1329 0.3512 0.2637 0.033 Uiso 1 1 calc R . . C5 C 0.0003(3) 0.1918(3) 0.25319(19) 0.0232(5) Uani 1 1 d . . . C6 C -0.0029(3) 0.1941(2) 0.14746(19) 0.0220(5) Uani 1 1 d . A . C7 C -0.0787(3) 0.2874(2) 0.0798(2) 0.0264(6) Uani 1 1 d . . . H7A H -0.1340 0.3568 0.1009 0.032 Uiso 1 1 calc R A . C8 C -0.0743(3) 0.2802(3) -0.0197(2) 0.0257(6) Uani 1 1 d . . . C9 C 0.0063(3) 0.1760(2) -0.0460(2) 0.0234(5) Uani 1 1 d . . . H9A H 0.0100 0.1670 -0.1122 0.028 Uiso 1 1 calc R A . C10 C 0.0814(3) 0.0852(2) 0.0246(2) 0.0224(5) Uani 1 1 d . A . H10A H 0.1367 0.0144 0.0060 0.027 Uiso 1 1 calc R . . C11 C -0.1435(4) 0.3702(3) 0.4521(2) 0.0364(7) Uani 1 1 d . . . C12 C -0.0965(5) 0.3490(4) 0.5561(2) 0.0491(10) Uani 1 1 d . . . H12A H -0.1231 0.2827 0.6014 0.074 Uiso 1 1 calc R A . H12B H -0.1477 0.4168 0.5847 0.074 Uiso 1 1 calc R . . H12C H 0.0112 0.3340 0.5485 0.074 Uiso 1 1 calc R . . C13 C -0.3106(4) 0.3856(3) 0.4659(2) 0.0420(8) Uani 1 1 d . . . H13A H -0.3416 0.3993 0.3997 0.063 Uiso 1 1 calc R A . H13B H -0.3663 0.4512 0.4967 0.063 Uiso 1 1 calc R . . H13C H -0.3306 0.3162 0.5099 0.063 Uiso 1 1 calc R . . C14 C -0.1110(5) 0.4788(3) 0.3851(2) 0.0467(9) Uani 1 1 d . . . H14A H -0.0041 0.4679 0.3763 0.070 Uiso 1 1 calc R A . H14B H -0.1655 0.5436 0.4172 0.070 Uiso 1 1 calc R . . H14C H -0.1426 0.4945 0.3188 0.070 Uiso 1 1 calc R . . C15 C -0.1607(4) 0.3840(3) -0.0927(2) 0.0324(7) Uani 1 1 d . . . C16 C -0.1273(4) 0.3637(3) -0.2001(2) 0.0364(7) Uani 1 1 d . . . H16A H -0.0206 0.3488 -0.2239 0.055 Uiso 1 1 calc R . . H16B H -0.1833 0.4318 -0.2454 0.055 Uiso 1 1 calc R . . H16C H -0.1566 0.2975 -0.1999 0.055 Uiso 1 1 calc R . . C17 C -0.1191(5) 0.4899(3) -0.0946(2) 0.0410(8) Uani 1 1 d . . . H17A H -0.1480 0.5072 -0.0273 0.061 Uiso 1 1 calc R . . H17B H -0.1712 0.5554 -0.1439 0.061 Uiso 1 1 calc R . . H17C H -0.0116 0.4748 -0.1139 0.061 Uiso 1 1 calc R . . C18 C -0.3266(4) 0.4013(4) -0.0550(3) 0.0488(10) Uani 1 1 d . . . H18A H -0.3502 0.3319 -0.0527 0.073 Uiso 1 1 calc R . . H18B H -0.3855 0.4664 -0.1011 0.073 Uiso 1 1 calc R . . H18C H -0.3500 0.4166 0.0130 0.073 Uiso 1 1 calc R . . C19 C 0.3603(12) -0.0012(7) 0.1894(8) 0.0140(15) Uani 0.50 1 d PU A 2 C19A C 0.3620(11) 0.0345(8) 0.1886(9) 0.0196(17) Uani 0.50 1 d PU A 1 C20 C 0.4177(6) 0.0367(5) 0.0916(4) 0.0218(10) Uani 0.50 1 d PU A 2 H20A H 0.3656 0.0466 0.0377 0.026 Uiso 0.50 1 calc PR A 2 C20A C 0.3518(7) 0.1459(6) 0.1299(5) 0.0367(14) Uani 0.50 1 d PU A 1 H20B H 0.2600 0.1973 0.1095 0.044 Uiso 0.50 1 calc PR A 1 C21 C 0.5520(6) 0.0611(5) 0.0707(4) 0.0259(11) Uani 0.50 1 d PU A 2 H21A H 0.5936 0.0862 0.0030 0.031 Uiso 0.50 1 calc PR A 2 C21A C 0.4820(7) 0.1784(6) 0.1024(5) 0.0391(15) Uani 0.50 1 d PU A 1 H21B H 0.4808 0.2527 0.0631 0.047 Uiso 0.50 1 calc PR A 1 C22 C 0.6224(7) 0.0475(7) 0.1511(6) 0.0213(14) Uani 0.50 1 d PU A 2 C22A C 0.6120(8) 0.0991(8) 0.1341(6) 0.0279(15) Uani 0.50 1 d PU A 1 C23 C 0.5716(6) 0.0065(5) 0.2501(4) 0.0211(10) Uani 0.50 1 d PU A 2 H23A H 0.6269 -0.0056 0.3029 0.025 Uiso 0.50 1 calc PR A 2 C23A C 0.6189(7) -0.0063(7) 0.1903(7) 0.0288(13) Uani 0.50 1 d PU A 1 H23B H 0.7105 -0.0579 0.2107 0.035 Uiso 0.50 1 calc PR A 1 C24 C 0.4371(6) -0.0167(5) 0.2710(4) 0.0186(9) Uani 0.50 1 d PU A 2 H24A H 0.3968 -0.0426 0.3388 0.022 Uiso 0.50 1 calc PR A 2 C24A C 0.4895(7) -0.0398(5) 0.2187(5) 0.0293(12) Uani 0.50 1 d PU A 1 H24B H 0.4925 -0.1142 0.2588 0.035 Uiso 0.50 1 calc PR A 1 O1 O 0.6766(5) 0.6214(4) 0.5917(4) 0.1001(14) Uani 1 1 d . B 1 C25 C 0.5937(6) 0.7151(5) 0.6021(7) 0.094(2) Uani 1 1 d . B 1 C26 C 0.4888(8) 0.7228(6) 0.7029(6) 0.117(3) Uani 1 1 d . B 1 H26A H 0.4681 0.6496 0.7327 0.176 Uiso 1 1 calc R B 1 H26B H 0.3954 0.7841 0.6903 0.176 Uiso 1 1 calc R B 1 H26C H 0.5362 0.7396 0.7498 0.176 Uiso 1 1 calc R B 1 C27 C 0.5807(8) 0.8136(6) 0.5221(9) 0.163(5) Uani 1 1 d . B 1 H27A H 0.6403 0.7915 0.4600 0.245 Uiso 1 1 calc R B 1 H27B H 0.6165 0.8681 0.5394 0.245 Uiso 1 1 calc R B 1 H27C H 0.4762 0.8495 0.5116 0.245 Uiso 1 1 calc R B 1 C28 C 0.6234(3) 0.6081(3) 0.1874(2) 0.0321(6) Uani 1 1 d . . . C29 C 0.4947(4) 0.6251(3) 0.2679(2) 0.0356(7) Uani 1 1 d . . . H29A H 0.4656 0.5549 0.2925 0.053 Uiso 1 1 calc R . . H29B H 0.4113 0.6886 0.2406 0.053 Uiso 1 1 calc R . . H29C H 0.5218 0.6430 0.3239 0.053 Uiso 1 1 calc R . . C30 C 0.6694(5) 0.7107(4) 0.1331(4) 0.0767(17) Uani 1 1 d . . . H30A H 0.7098 0.7344 0.1793 0.115 Uiso 1 1 calc R . . H30B H 0.5832 0.7731 0.1083 0.115 Uiso 1 1 calc R . . H30C H 0.7457 0.6925 0.0756 0.115 Uiso 1 1 calc R . . O2 O 0.6892(3) 0.5152(2) 0.16713(18) 0.0489(7) 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 0.01739(11) 0.03556(13) 0.01884(11) 0.00505(8) 0.00093(7) -0.00145(8) F1 0.0328(9) 0.0288(9) 0.0316(9) 0.0016(7) 0.0059(7) -0.0022(7) F2 0.0430(12) 0.0598(14) 0.0224(9) 0.0124(9) 0.0028(8) 0.0204(10) F3 0.0354(10) 0.0382(11) 0.0559(13) 0.0027(9) 0.0146(9) -0.0157(9) F4 0.0198(18) 0.045(3) 0.033(2) -0.006(2) 0.0001(15) -0.017(2) F4A 0.024(2) 0.055(3) 0.044(3) -0.021(3) 0.0049(18) -0.025(3) F5 0.0251(9) 0.0793(16) 0.0262(9) -0.0047(10) -0.0043(7) -0.0128(10) N1 0.0145(10) 0.0433(14) 0.0149(10) 0.0015(9) -0.0013(8) -0.0050(10) N2 0.0157(10) 0.0262(11) 0.0191(10) 0.0003(8) -0.0050(8) -0.0089(8) C1 0.0201(13) 0.060(2) 0.0152(12) 0.0007(13) -0.0034(10) 0.0049(13) C2 0.0237(14) 0.065(2) 0.0131(12) -0.0030(13) -0.0053(10) -0.0035(14) C3 0.0272(14) 0.0481(18) 0.0146(12) -0.0037(11) -0.0036(10) -0.0135(13) C4 0.0306(14) 0.0354(15) 0.0157(12) 0.0002(10) -0.0074(10) -0.0121(12) C5 0.0190(12) 0.0349(15) 0.0161(11) 0.0009(10) -0.0057(9) -0.0122(11) C6 0.0226(12) 0.0284(13) 0.0183(12) -0.0028(10) -0.0064(10) -0.0116(10) C7 0.0345(15) 0.0267(14) 0.0184(12) -0.0047(10) -0.0105(11) -0.0058(11) C8 0.0288(14) 0.0297(14) 0.0190(12) -0.0042(10) -0.0105(10) -0.0060(11) C9 0.0238(12) 0.0308(14) 0.0199(12) -0.0077(10) -0.0062(10) -0.0099(11) C10 0.0183(11) 0.0280(13) 0.0233(12) -0.0055(10) -0.0039(10) -0.0097(10) C11 0.0463(19) 0.0488(19) 0.0138(12) -0.0059(12) -0.0057(12) -0.0141(15) C12 0.065(2) 0.068(3) 0.0165(14) -0.0106(15) -0.0102(15) -0.020(2) C13 0.0443(19) 0.049(2) 0.0217(14) -0.0089(14) -0.0019(13) -0.0019(16) C14 0.071(3) 0.054(2) 0.0201(14) -0.0104(14) -0.0046(15) -0.023(2) C15 0.0418(17) 0.0346(16) 0.0159(12) -0.0066(11) -0.0127(12) 0.0003(13) C16 0.0498(19) 0.0369(17) 0.0186(13) -0.0068(12) -0.0153(13) -0.0018(14) C17 0.066(2) 0.0278(15) 0.0212(14) -0.0067(12) -0.0168(14) 0.0032(15) C18 0.0409(19) 0.066(2) 0.0241(15) -0.0064(15) -0.0162(14) 0.0073(17) C19 0.017(3) 0.016(4) 0.017(3) -0.008(3) 0.0001(18) -0.012(3) C19A 0.012(2) 0.029(5) 0.028(3) -0.016(4) 0.002(2) -0.014(4) C20 0.015(2) 0.030(3) 0.017(2) 0.0018(19) -0.0043(18) -0.0068(19) C20A 0.024(3) 0.042(3) 0.039(3) 0.005(3) -0.006(2) -0.014(3) C21 0.016(2) 0.038(3) 0.019(2) 0.002(2) 0.0011(18) -0.010(2) C21A 0.033(3) 0.042(4) 0.041(4) 0.002(3) -0.001(3) -0.022(3) C22 0.014(3) 0.018(4) 0.030(4) -0.001(3) -0.002(2) -0.007(3) C22A 0.021(3) 0.042(4) 0.028(4) -0.015(4) 0.005(2) -0.017(3) C23 0.017(2) 0.029(3) 0.018(2) -0.009(2) -0.002(2) -0.005(2) C23A 0.016(3) 0.031(4) 0.043(4) -0.017(3) -0.006(3) -0.004(3) C24 0.018(2) 0.026(3) 0.013(2) -0.008(2) 0.0010(19) -0.0063(19) C24A 0.025(3) 0.027(3) 0.037(3) -0.006(3) -0.005(3) -0.008(2) O1 0.096(3) 0.065(2) 0.116(4) -0.033(2) -0.006(3) 0.010(2) C25 0.057(3) 0.050(3) 0.188(7) -0.053(4) -0.050(4) 0.008(2) C26 0.118(6) 0.096(5) 0.145(7) -0.088(5) -0.048(5) 0.026(4) C27 0.069(4) 0.068(4) 0.322(14) 0.036(6) -0.061(6) -0.026(3) C28 0.0305(15) 0.0365(16) 0.0218(13) -0.0021(12) -0.0083(11) -0.0017(12) C29 0.0366(17) 0.0343(16) 0.0322(16) -0.0068(13) -0.0019(13) -0.0084(13) C30 0.042(2) 0.054(3) 0.092(4) 0.029(2) 0.008(2) -0.009(2) O2 0.0530(16) 0.0496(15) 0.0311(12) -0.0187(11) -0.0090(11) 0.0096(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 Pd1 C19 1.883(10) . ? Pd1 F2 1.9226(18) . ? Pd1 F1 1.9307(19) . ? Pd1 N1 1.968(3) . ? Pd1 N2 1.977(2) . ? Pd1 F3 2.113(2) . ? Pd1 C19A 2.140(9) . ? F4 C22 1.358(8) . ? F4A C22A 1.349(8) . ? N1 C1 1.336(4) . ? N1 C5 1.360(4) . ? N2 C10 1.335(3) . ? N2 C6 1.350(4) . ? C1 C2 1.373(5) . ? C2 C3 1.389(4) . ? C3 C4 1.404(4) . ? C3 C11 1.516(5) . ? C4 C5 1.372(4) . ? C5 C6 1.468(4) . ? C6 C7 1.381(4) . ? C7 C8 1.402(4) . ? C8 C9 1.392(4) . ? C8 C15 1.527(4) . ? C9 C10 1.388(4) . ? C11 C14 1.529(5) . ? C11 C12 1.534(4) . ? C11 C13 1.536(5) . ? C15 C16 1.531(4) . ? C15 C17 1.532(5) . ? C15 C18 1.533(5) . ? C19 C20 1.368(11) . ? C19 C24 1.422(11) . ? C19A C24A 1.338(12) . ? C19A C20A 1.408(11) . ? C20 C21 1.392(7) . ? C20A C21A 1.405(8) . ? C21 C22 1.375(9) . ? C21A C22A 1.383(11) . ? C22 C23 1.372(9) . ? C22A C23A 1.340(11) . ? C23 C24 1.387(7) . ? C23A C24A 1.403(9) . ? O1 C25 1.213(6) . ? C25 C27 1.413(10) . ? C25 C26 1.544(10) . ? C28 O2 1.214(4) . ? C28 C29 1.477(4) . ? C28 C30 1.478(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C19 Pd1 F2 87.1(3) . . ? C19 Pd1 F1 84.5(3) . . ? F2 Pd1 F1 92.11(9) . . ? C19 Pd1 N1 95.0(3) . . ? F2 Pd1 N1 92.61(10) . . ? F1 Pd1 N1 175.21(8) . . ? C19 Pd1 N2 95.5(3) . . ? F2 Pd1 N2 174.08(9) . . ? F1 Pd1 N2 93.47(9) . . ? N1 Pd1 N2 81.84(9) . . ? C19 Pd1 F3 174.9(3) . . ? F2 Pd1 F3 90.59(10) . . ? F1 Pd1 F3 91.14(9) . . ? N1 Pd1 F3 89.59(9) . . ? N2 Pd1 F3 87.31(9) . . ? C19 Pd1 C19A 10.9(4) . . ? F2 Pd1 C19A 92.0(3) . . ? F1 Pd1 C19A 93.9(3) . . ? N1 Pd1 C19A 85.1(3) . . ? N2 Pd1 C19A 89.6(3) . . ? F3 Pd1 C19A 174.2(3) . . ? C1 N1 C5 119.9(3) . . ? C1 N1 Pd1 125.3(2) . . ? C5 N1 Pd1 114.78(18) . . ? C10 N2 C6 120.5(2) . . ? C10 N2 Pd1 124.70(19) . . ? C6 N2 Pd1 114.67(17) . . ? N1 C1 C2 121.4(3) . . ? C1 C2 C3 120.7(3) . . ? C2 C3 C4 116.8(3) . . ? C2 C3 C11 123.5(3) . . ? C4 C3 C11 119.7(3) . . ? C5 C4 C3 120.5(3) . . ? N1 C5 C4 120.7(2) . . ? N1 C5 C6 114.2(3) . . ? C4 C5 C6 125.2(3) . . ? N2 C6 C7 120.5(2) . . ? N2 C6 C5 114.5(2) . . ? C7 C6 C5 125.0(3) . . ? C6 C7 C8 120.3(3) . . ? C9 C8 C7 117.5(3) . . ? C9 C8 C15 123.1(2) . . ? C7 C8 C15 119.4(3) . . ? C10 C9 C8 119.9(2) . . ? N2 C10 C9 121.2(3) . . ? C3 C11 C14 109.3(3) . . ? C3 C11 C12 111.7(3) . . ? C14 C11 C12 108.5(3) . . ? C3 C11 C13 108.2(3) . . ? C14 C11 C13 110.1(3) . . ? C12 C11 C13 108.9(3) . . ? C8 C15 C16 111.3(2) . . ? C8 C15 C17 109.8(2) . . ? C16 C15 C17 109.0(3) . . ? C8 C15 C18 107.3(3) . . ? C16 C15 C18 108.7(3) . . ? C17 C15 C18 110.8(3) . . ? C20 C19 C24 120.5(7) . . ? C20 C19 Pd1 123.6(7) . . ? C24 C19 Pd1 115.8(6) . . ? C24A C19A C20A 122.6(7) . . ? C24A C19A Pd1 116.0(6) . . ? C20A C19A Pd1 121.2(7) . . ? C19 C20 C21 120.4(6) . . ? C21A C20A C19A 117.8(7) . . ? C22 C21 C20 117.9(5) . . ? C22A C21A C20A 118.1(6) . . ? F4 C22 C23 118.0(6) . . ? F4 C22 C21 118.1(7) . . ? C23 C22 C21 123.9(6) . . ? C23A C22A F4A 118.7(8) . . ? C23A C22A C21A 123.1(7) . . ? F4A C22A C21A 118.2(8) . . ? C22 C23 C24 118.1(5) . . ? C22A C23A C24A 119.5(7) . . ? C23 C24 C19 119.2(6) . . ? C19A C24A C23A 119.0(7) . . ? O1 C25 C27 122.1(8) . . ? O1 C25 C26 117.9(7) . . ? C27 C25 C26 119.6(6) . . ? O2 C28 C29 122.2(3) . . ? O2 C28 C30 121.5(3) . . ? C29 C28 C30 116.3(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A F5 H5F F3 1.05(7) 1.29(7) 2.344(3) 176(7) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.715 _refine_diff_density_min -2.979 _refine_diff_density_rms 0.096 # Attachment 'structures8-12.cif' data_nb272 _database_code_depnum_ccdc_archive 'CCDC 741019' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H17 F N2 Pd' _chemical_formula_sum 'C18 H17 F N2 Pd' _chemical_formula_weight 386.74 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' 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.6607(11) _cell_length_b 9.2742(10) _cell_length_c 17.810(2) _cell_angle_alpha 90.00 _cell_angle_beta 96.023(2) _cell_angle_gamma 90.00 _cell_volume 1586.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 85(2) _cell_measurement_reflns_used 9958 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 23.42 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.619 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 1.177 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6974 _exptl_absorpt_correction_T_max 0.9222 _exptl_absorpt_process_details ; Blessing, R. Acta Cryst. (1995) A51 33-38. Sheldrick, G. TWINABS (Version 2007/5), Bruker AXS scaling and corrections for twinned crystals University of Gottingen, Germany 2007. ; _exptl_special_details ; 3630 frames x 20 sec. @ 5.055 cm; 0.5 deg. steps in omega, 0.45 in phi ; _diffrn_ambient_temperature 85(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 39833 _diffrn_reflns_av_R_equivalents 0.0578 _diffrn_reflns_av_sigmaI/netI 0.0234 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 28.44 _reflns_number_total 4339 _reflns_number_gt 3952 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART-APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Cell indexing by use of teh program Cell_NOW (Sheldrick, 2007). The crystal was found to be a two-component non-merohedral twin / split crystal. The twin domains are related by a 4.2 degree rotation about the direct (0.048 0.031 1) axis and (0.90 0.100 1) reciprocal axis. The twin volume fraction refined to a BASF value of 0.281(1). For TWINABS processing, reflections from both domains were included while overlaps were excluded. 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^)+(0.0349P)^2^+2.7748P] 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 4339 _refine_ls_number_parameters 211 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0383 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0842 _refine_ls_wR_factor_gt 0.0797 _refine_ls_goodness_of_fit_ref 1.142 _refine_ls_restrained_S_all 1.142 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.70036(2) 0.23629(2) 0.401187(10) 0.01328(7) Uani 1 1 d . . . F1 F 0.87233(18) 0.35370(19) 0.45086(9) 0.0213(3) Uani 1 1 d . . . N1 N 0.5753(3) 0.4108(3) 0.39812(12) 0.0165(4) Uani 1 1 d . . . N2 N 0.8136(2) 0.0484(2) 0.40402(12) 0.0146(4) Uani 1 1 d . . . C1 C 0.6147(3) 0.5398(3) 0.42582(15) 0.0195(5) Uani 1 1 d . . . H1A H 0.7090 0.5541 0.4456 0.023 Uiso 1 1 calc R . . C2 C 0.5225(3) 0.6530(3) 0.42657(17) 0.0237(6) Uani 1 1 d . . . H2A H 0.5527 0.7449 0.4453 0.028 Uiso 1 1 calc R . . C3 C 0.3847(3) 0.6298(3) 0.39935(17) 0.0255(6) Uani 1 1 d . . . H3A H 0.3187 0.7055 0.4005 0.031 Uiso 1 1 calc R . . C4 C 0.3434(3) 0.4962(3) 0.37045(16) 0.0217(6) Uani 1 1 d . . . H4A H 0.2490 0.4791 0.3518 0.026 Uiso 1 1 calc R . . C5 C 0.4420(3) 0.3876(3) 0.36915(14) 0.0159(5) Uani 1 1 d . . . C6 C 0.4178(3) 0.2422(3) 0.33829(15) 0.0166(5) Uani 1 1 d . . . C7 C 0.2939(3) 0.1997(3) 0.29715(15) 0.0200(5) Uani 1 1 d . . . H7A H 0.2188 0.2658 0.2886 0.024 Uiso 1 1 calc R . . C8 C 0.2803(3) 0.0604(3) 0.26862(15) 0.0213(6) Uani 1 1 d . . . H8A H 0.1968 0.0313 0.2397 0.026 Uiso 1 1 calc R . . C9 C 0.3899(3) -0.0356(3) 0.28275(15) 0.0208(6) Uani 1 1 d . . . H9A H 0.3795 -0.1319 0.2648 0.025 Uiso 1 1 calc R . . C10 C 0.5150(3) 0.0063(3) 0.32269(14) 0.0181(5) Uani 1 1 d . . . H10A H 0.5891 -0.0609 0.3311 0.022 Uiso 1 1 calc R . . C11 C 0.5321(3) 0.1465(3) 0.35054(14) 0.0151(5) Uani 1 1 d . . . C12 C 0.8102(3) -0.0437(3) 0.46263(15) 0.0183(5) Uani 1 1 d . . . C13 C 0.8834(3) -0.1716(3) 0.46514(17) 0.0219(6) Uani 1 1 d . . . H13A H 0.8807 -0.2350 0.5068 0.026 Uiso 1 1 calc R . . C14 C 0.9608(3) -0.2070(3) 0.40681(19) 0.0251(6) Uani 1 1 d . . . H14A H 1.0105 -0.2954 0.4074 0.030 Uiso 1 1 calc R . . C15 C 0.9642(3) -0.1109(3) 0.34740(17) 0.0221(6) Uani 1 1 d . . . H15A H 1.0169 -0.1331 0.3068 0.027 Uiso 1 1 calc R . . C16 C 0.8911(3) 0.0171(3) 0.34727(15) 0.0176(5) Uani 1 1 d . . . C17 C 0.7237(3) -0.0014(3) 0.52409(15) 0.0215(6) Uani 1 1 d . . . H17A H 0.7613 0.0871 0.5485 0.032 Uiso 1 1 calc R . . H17B H 0.7256 -0.0790 0.5616 0.032 Uiso 1 1 calc R . . H17C H 0.6275 0.0154 0.5025 0.032 Uiso 1 1 calc R . . C18 C 0.8941(3) 0.1259(3) 0.28506(15) 0.0225(6) Uani 1 1 d . . . H18A H 0.7989 0.1444 0.2623 0.034 Uiso 1 1 calc R . . H18B H 0.9499 0.0885 0.2465 0.034 Uiso 1 1 calc R . . H18C H 0.9353 0.2159 0.3058 0.034 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01468(10) 0.01518(10) 0.00997(10) 0.00018(7) 0.00129(7) -0.00016(7) F1 0.0207(9) 0.0237(9) 0.0185(8) -0.0001(7) -0.0024(6) -0.0030(7) N1 0.0207(12) 0.0182(11) 0.0109(9) 0.0023(8) 0.0027(9) 0.0007(9) N2 0.0164(11) 0.0150(10) 0.0119(9) -0.0010(8) -0.0004(8) 0.0004(8) C1 0.0245(15) 0.0193(13) 0.0149(12) 0.0018(10) 0.0032(11) -0.0011(11) C2 0.0332(17) 0.0170(13) 0.0214(13) -0.0001(11) 0.0046(12) 0.0012(12) C3 0.0294(17) 0.0217(14) 0.0258(14) 0.0016(11) 0.0054(12) 0.0079(12) C4 0.0239(15) 0.0213(14) 0.0202(13) 0.0020(11) 0.0032(11) 0.0048(11) C5 0.0192(14) 0.0187(12) 0.0101(10) 0.0028(9) 0.0029(9) 0.0006(10) C6 0.0209(14) 0.0189(13) 0.0104(11) 0.0022(9) 0.0027(10) -0.0011(10) C7 0.0185(14) 0.0276(14) 0.0136(11) 0.0035(11) 0.0007(10) 0.0004(11) C8 0.0201(15) 0.0315(15) 0.0122(11) 0.0003(11) 0.0013(10) -0.0048(12) C9 0.0254(15) 0.0227(14) 0.0150(12) -0.0025(10) 0.0055(11) -0.0051(11) C10 0.0203(14) 0.0212(13) 0.0133(11) -0.0011(10) 0.0046(10) -0.0011(10) C11 0.0167(13) 0.0195(12) 0.0092(10) 0.0008(9) 0.0020(9) -0.0012(10) C12 0.0182(14) 0.0182(13) 0.0179(12) 0.0000(10) -0.0010(10) -0.0027(10) C13 0.0202(15) 0.0186(13) 0.0259(14) 0.0024(11) -0.0017(11) -0.0008(11) C14 0.0221(15) 0.0195(14) 0.0331(16) -0.0028(12) -0.0005(12) 0.0033(11) C15 0.0202(14) 0.0250(15) 0.0215(13) -0.0071(11) 0.0039(11) 0.0007(11) C16 0.0189(13) 0.0203(13) 0.0132(11) -0.0026(10) -0.0007(10) -0.0017(10) C17 0.0279(15) 0.0224(13) 0.0147(12) 0.0039(10) 0.0042(11) 0.0007(11) C18 0.0246(15) 0.0302(16) 0.0135(12) 0.0007(11) 0.0060(11) 0.0008(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 Pd1 C11 1.960(3) . ? Pd1 N1 2.017(2) . ? Pd1 N2 2.055(2) . ? Pd1 F1 2.1024(17) . ? N1 C1 1.335(4) . ? N1 C5 1.353(4) . ? N2 C16 1.351(3) . ? N2 C12 1.351(3) . ? C1 C2 1.378(4) . ? C2 C3 1.384(5) . ? C3 C4 1.385(4) . ? C4 C5 1.388(4) . ? C5 C6 1.466(4) . ? C6 C7 1.394(4) . ? C6 C11 1.416(4) . ? C7 C8 1.389(4) . ? C8 C9 1.386(4) . ? C9 C10 1.392(4) . ? C10 C11 1.395(4) . ? C12 C13 1.380(4) . ? C12 C17 1.498(4) . ? C13 C14 1.381(4) . ? C14 C15 1.386(4) . ? C15 C16 1.381(4) . ? C16 C18 1.501(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 C11 Pd1 N1 82.13(11) . . ? C11 Pd1 N2 93.68(10) . . ? N1 Pd1 N2 175.36(9) . . ? C11 Pd1 F1 173.88(9) . . ? N1 Pd1 F1 92.32(8) . . ? N2 Pd1 F1 91.95(8) . . ? C1 N1 C5 120.4(2) . . ? C1 N1 Pd1 124.2(2) . . ? C5 N1 Pd1 115.25(19) . . ? C16 N2 C12 120.2(2) . . ? C16 N2 Pd1 119.92(18) . . ? C12 N2 Pd1 119.91(18) . . ? N1 C1 C2 121.8(3) . . ? C1 C2 C3 118.5(3) . . ? C2 C3 C4 119.9(3) . . ? C3 C4 C5 118.9(3) . . ? N1 C5 C4 120.4(3) . . ? N1 C5 C6 113.4(2) . . ? C4 C5 C6 126.2(3) . . ? C7 C6 C11 121.1(3) . . ? C7 C6 C5 123.5(3) . . ? C11 C6 C5 115.4(2) . . ? C8 C7 C6 119.9(3) . . ? C9 C8 C7 119.3(3) . . ? C8 C9 C10 121.3(3) . . ? C9 C10 C11 120.4(3) . . ? C10 C11 C6 117.9(3) . . ? C10 C11 Pd1 128.4(2) . . ? C6 C11 Pd1 113.6(2) . . ? N2 C12 C13 120.9(3) . . ? N2 C12 C17 117.4(2) . . ? C13 C12 C17 121.7(3) . . ? C12 C13 C14 119.7(3) . . ? C13 C14 C15 118.7(3) . . ? C16 C15 C14 120.0(3) . . ? N2 C16 C15 120.5(3) . . ? N2 C16 C18 117.6(2) . . ? C15 C16 C18 122.0(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.44 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.264 _refine_diff_density_min -0.786 _refine_diff_density_rms 0.117 #===END data_nb192 _database_code_depnum_ccdc_archive 'CCDC 741020' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H17 F N2 Pd, C H2 Cl2' _chemical_formula_sum 'C21 H19 Cl2 F N2 Pd' _chemical_formula_weight 495.68 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 13.904(4) _cell_length_b 11.409(3) _cell_length_c 14.366(4) _cell_angle_alpha 90.00 _cell_angle_beta 117.158(3) _cell_angle_gamma 90.00 _cell_volume 2027.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 108(2) _cell_measurement_reflns_used 9227 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 23.24 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.624 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 1.195 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6867 _exptl_absorpt_correction_T_max 0.8318 _exptl_absorpt_process_details ; Blessing, R. Acta Cryst. (1995) A51 33-38. Sheldrick, G. SADABS (Version 2.10) Bruker/Siemens area detector absorption and other corrections, University of Gottingen, Germany 2003. ; _exptl_special_details ; 3000 frames x 25 sec. @ 4.912 cm; 0.5 deg. steps in omega & phi ; _diffrn_ambient_temperature 108(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 44848 _diffrn_reflns_av_R_equivalents 0.0379 _diffrn_reflns_av_sigmaI/netI 0.0201 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 28.36 _reflns_number_total 5037 _reflns_number_gt 4299 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART-1K' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0224P)^2^+1.5613P] 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 5037 _refine_ls_number_parameters 246 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0307 _refine_ls_R_factor_gt 0.0214 _refine_ls_wR_factor_ref 0.0551 _refine_ls_wR_factor_gt 0.0508 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.004 _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 0.226118(11) 0.857085(11) 0.404245(10) 0.01781(5) Uani 1 1 d . . . Cl1 Cl 0.20904(4) 0.01546(4) 0.70845(4) 0.03089(11) Uani 1 1 d . . . Cl2 Cl 0.13679(5) 0.23622(5) 0.59263(5) 0.04436(15) Uani 1 1 d . . . F1 F 0.10417(9) 0.96083(10) 0.40285(9) 0.0260(2) Uani 1 1 d . . . N1 N 0.30182(12) 0.99905(13) 0.38243(12) 0.0202(3) Uani 1 1 d . . . N2 N 0.15507(12) 0.70475(13) 0.41779(12) 0.0190(3) Uani 1 1 d . . . C1 C 0.27196(16) 1.11067(16) 0.37470(15) 0.0250(4) Uani 1 1 d . . . H1A H 0.2093 1.1306 0.3818 0.030 Uiso 1 1 calc R . . C2 C 0.33071(18) 1.19991(17) 0.35621(15) 0.0289(4) Uani 1 1 d . . . H2A H 0.3081 1.2792 0.3516 0.035 Uiso 1 1 calc R . . C3 C 0.42070(17) 1.17240(17) 0.34481(15) 0.0279(4) Uani 1 1 d . . . H3A H 0.4602 1.2324 0.3316 0.033 Uiso 1 1 calc R . . C4 C 0.45443(16) 1.05471(17) 0.35275(14) 0.0239(4) Uani 1 1 d . . . C5 C 0.54733(16) 1.01330(19) 0.34323(15) 0.0279(4) Uani 1 1 d . . . H5A H 0.5909 1.0677 0.3292 0.033 Uiso 1 1 calc R . . C6 C 0.57375(16) 0.89786(19) 0.35396(15) 0.0276(4) Uani 1 1 d . . . H6A H 0.6359 0.8735 0.3477 0.033 Uiso 1 1 calc R . . C7 C 0.51079(15) 0.81129(18) 0.37454(14) 0.0233(4) Uani 1 1 d . . . C8 C 0.53474(16) 0.69062(18) 0.38622(15) 0.0266(4) Uani 1 1 d . . . H8A H 0.5967 0.6619 0.3818 0.032 Uiso 1 1 calc R . . C9 C 0.46829(17) 0.61445(18) 0.40403(15) 0.0271(4) Uani 1 1 d . . . H9A H 0.4847 0.5331 0.4108 0.032 Uiso 1 1 calc R . . C10 C 0.37596(16) 0.65401(16) 0.41250(15) 0.0236(4) Uani 1 1 d . . . H10A H 0.3322 0.5992 0.4257 0.028 Uiso 1 1 calc R . . C11 C 0.34875(15) 0.77206(16) 0.40163(13) 0.0196(3) Uani 1 1 d . . . C12 C 0.41856(15) 0.84907(15) 0.38305(13) 0.0194(3) Uani 1 1 d . . . C13 C 0.39222(15) 0.97051(16) 0.37221(13) 0.0202(4) Uani 1 1 d . . . C14 C 0.18801(16) 0.65173(17) 0.51186(15) 0.0244(4) Uani 1 1 d . . . C15 C 0.14759(17) 0.54281(18) 0.51927(16) 0.0295(4) Uani 1 1 d . . . H15A H 0.1718 0.5059 0.5855 0.035 Uiso 1 1 calc R . . C16 C 0.07173(17) 0.48817(17) 0.42955(16) 0.0288(4) Uani 1 1 d . . . H16A H 0.0442 0.4131 0.4335 0.035 Uiso 1 1 calc R . . C17 C 0.03654(16) 0.54440(16) 0.33421(15) 0.0238(4) Uani 1 1 d . . . H17A H -0.0162 0.5088 0.2720 0.029 Uiso 1 1 calc R . . C18 C 0.07901(15) 0.65328(15) 0.33039(14) 0.0197(3) Uani 1 1 d . . . C19 C 0.26986(19) 0.7143(2) 0.60648(16) 0.0345(5) Uani 1 1 d . . . H19A H 0.3393 0.7162 0.6044 0.052 Uiso 1 1 calc R . . H19B H 0.2785 0.6731 0.6697 0.052 Uiso 1 1 calc R . . H19C H 0.2454 0.7947 0.6073 0.052 Uiso 1 1 calc R . . C20 C 0.04126(16) 0.71754(17) 0.22893(15) 0.0257(4) Uani 1 1 d . . . H20A H 0.0001 0.7870 0.2296 0.039 Uiso 1 1 calc R . . H20B H -0.0050 0.6660 0.1712 0.039 Uiso 1 1 calc R . . H20C H 0.1039 0.7417 0.2196 0.039 Uiso 1 1 calc R . . C21 C 0.10902(16) 0.08426(18) 0.59413(16) 0.0284(4) Uani 1 1 d . . . H21A H 0.0372 0.0743 0.5917 0.034 Uiso 1 1 calc R . . H21B H 0.1070 0.0462 0.5313 0.034 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01931(7) 0.01688(7) 0.01777(7) 0.00029(5) 0.00891(5) -0.00163(5) Cl1 0.0333(3) 0.0273(2) 0.0349(3) 0.00429(19) 0.0180(2) -0.00191(19) Cl2 0.0467(3) 0.0285(3) 0.0413(3) 0.0061(2) 0.0057(3) 0.0006(2) F1 0.0247(6) 0.0277(6) 0.0278(6) 0.0018(5) 0.0138(5) 0.0037(4) N1 0.0223(8) 0.0188(7) 0.0173(7) 0.0010(6) 0.0073(6) -0.0024(6) N2 0.0199(7) 0.0186(7) 0.0199(7) 0.0000(6) 0.0103(6) -0.0020(6) C1 0.0284(10) 0.0213(9) 0.0223(9) 0.0015(7) 0.0090(8) 0.0004(7) C2 0.0377(11) 0.0190(9) 0.0222(9) 0.0027(7) 0.0069(9) -0.0031(8) C3 0.0324(11) 0.0248(9) 0.0210(9) 0.0021(7) 0.0074(8) -0.0103(8) C4 0.0257(10) 0.0268(10) 0.0155(8) 0.0008(7) 0.0063(7) -0.0071(7) C5 0.0244(10) 0.0374(11) 0.0209(9) 0.0007(8) 0.0096(8) -0.0118(8) C6 0.0221(9) 0.0396(11) 0.0231(10) -0.0011(8) 0.0119(8) -0.0047(8) C7 0.0220(9) 0.0309(10) 0.0164(8) -0.0007(7) 0.0083(7) -0.0023(7) C8 0.0257(10) 0.0334(10) 0.0228(10) -0.0012(8) 0.0129(8) 0.0041(8) C9 0.0330(11) 0.0247(9) 0.0243(10) 0.0001(7) 0.0138(9) 0.0053(8) C10 0.0290(10) 0.0219(9) 0.0219(9) 0.0011(7) 0.0133(8) -0.0008(7) C11 0.0220(9) 0.0206(8) 0.0155(8) -0.0002(6) 0.0079(7) -0.0019(7) C12 0.0201(9) 0.0222(9) 0.0140(8) -0.0007(6) 0.0060(7) -0.0026(7) C13 0.0207(9) 0.0239(9) 0.0129(8) 0.0007(6) 0.0049(7) -0.0041(7) C14 0.0268(10) 0.0266(10) 0.0206(9) 0.0007(7) 0.0115(8) -0.0038(7) C15 0.0373(11) 0.0284(10) 0.0234(10) 0.0040(8) 0.0144(9) -0.0068(8) C16 0.0344(11) 0.0226(9) 0.0313(11) 0.0001(8) 0.0168(9) -0.0072(8) C17 0.0260(10) 0.0217(9) 0.0238(9) -0.0033(7) 0.0115(8) -0.0046(7) C18 0.0189(8) 0.0206(8) 0.0208(9) -0.0011(7) 0.0100(7) 0.0002(7) C19 0.0410(12) 0.0369(12) 0.0213(10) 0.0019(8) 0.0105(9) -0.0130(10) C20 0.0299(10) 0.0225(9) 0.0204(9) -0.0001(7) 0.0077(8) -0.0028(8) C21 0.0270(10) 0.0297(10) 0.0277(10) -0.0059(8) 0.0119(8) -0.0050(8) _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 C11 1.9769(19) . ? Pd1 N1 2.0325(15) . ? Pd1 N2 2.0519(15) . ? Pd1 F1 2.0604(12) . ? Cl1 C21 1.778(2) . ? Cl2 C21 1.778(2) . ? N1 C1 1.328(2) . ? N1 C13 1.370(2) . ? N2 C18 1.352(2) . ? N2 C14 1.355(2) . ? C1 C2 1.404(3) . ? C2 C3 1.370(3) . ? C3 C4 1.410(3) . ? C4 C13 1.404(3) . ? C4 C5 1.439(3) . ? C5 C6 1.357(3) . ? C6 C7 1.437(3) . ? C7 C8 1.408(3) . ? C7 C12 1.410(3) . ? C8 C9 1.375(3) . ? C9 C10 1.418(3) . ? C10 C11 1.388(3) . ? C11 C12 1.422(2) . ? C12 C13 1.423(3) . ? C14 C15 1.388(3) . ? C14 C19 1.497(3) . ? C15 C16 1.386(3) . ? C16 C17 1.384(3) . ? C17 C18 1.387(3) . ? C18 C20 1.496(3) . ? 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 C11 Pd1 N1 82.89(7) . . ? C11 Pd1 N2 92.46(7) . . ? N1 Pd1 N2 174.46(6) . . ? C11 Pd1 F1 174.14(6) . . ? N1 Pd1 F1 91.29(6) . . ? N2 Pd1 F1 93.32(5) . . ? C1 N1 C13 119.09(16) . . ? C1 N1 Pd1 127.79(14) . . ? C13 N1 Pd1 113.09(12) . . ? C18 N2 C14 119.82(16) . . ? C18 N2 Pd1 119.09(12) . . ? C14 N2 Pd1 120.96(12) . . ? N1 C1 C2 121.62(19) . . ? C3 C2 C1 119.88(19) . . ? C2 C3 C4 119.78(18) . . ? C13 C4 C3 117.11(18) . . ? C13 C4 C5 117.10(18) . . ? C3 C4 C5 125.79(18) . . ? C6 C5 C4 121.06(18) . . ? C5 C6 C7 122.11(19) . . ? C8 C7 C12 117.61(18) . . ? C8 C7 C6 124.27(19) . . ? C12 C7 C6 118.12(18) . . ? C9 C8 C7 119.85(18) . . ? C8 C9 C10 121.77(18) . . ? C11 C10 C9 120.68(18) . . ? C10 C11 C12 116.50(17) . . ? C10 C11 Pd1 131.84(14) . . ? C12 C11 Pd1 111.65(13) . . ? C7 C12 C11 123.58(17) . . ? C7 C12 C13 119.13(17) . . ? C11 C12 C13 117.28(16) . . ? N1 C13 C4 122.53(17) . . ? N1 C13 C12 115.00(16) . . ? C4 C13 C12 122.47(18) . . ? N2 C14 C15 120.78(18) . . ? N2 C14 C19 117.60(17) . . ? C15 C14 C19 121.62(18) . . ? C16 C15 C14 119.62(18) . . ? C17 C16 C15 119.15(18) . . ? C16 C17 C18 119.32(18) . . ? N2 C18 C17 121.26(17) . . ? N2 C18 C20 118.01(16) . . ? C17 C18 C20 120.72(17) . . ? Cl1 C21 Cl2 111.03(11) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.436 _refine_diff_density_min -0.586 _refine_diff_density_rms 0.068 #===END data_nb143 _database_code_depnum_ccdc_archive 'CCDC 741021' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H23 F N P Pd, C H2 Cl2' _chemical_formula_sum 'C32 H25 Cl2 F N P Pd' _chemical_formula_weight 650.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7399(5) _cell_length_b 17.2959(9) _cell_length_c 20.3468(11) _cell_angle_alpha 96.861(1) _cell_angle_beta 98.293(1) _cell_angle_gamma 104.123(1) _cell_volume 2913.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 85(2) _cell_measurement_reflns_used 9709 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 28.27 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.484 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.904 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8056 _exptl_absorpt_correction_T_max 0.9562 _exptl_absorpt_process_details ; Blessing, R. Acta Cryst. (1995) A51 33-38. Sheldrick, G. SADABS (Version 2008/1) Bruker AXS area detector absorption and other corrections, University of Gottingen, Germany 2008. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 85(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 128348 _diffrn_reflns_av_R_equivalents 0.0328 _diffrn_reflns_av_sigmaI/netI 0.0167 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 28.33 _reflns_number_total 14487 _reflns_number_gt 13303 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART-APEX' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; One of the dichloromethane solvates is disordered over three positions. Modelled as partial occupancy sites, restraints (SIMU/DELU/SAME) were employed. 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^)+(0.0453P)^2^+3.3681P] 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 14487 _refine_ls_number_parameters 79 _refine_ls_number_restraints 45 _refine_ls_R_factor_all 0.0403 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0961 _refine_ls_wR_factor_gt 0.0934 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.26443(2) 0.662170(11) 0.297507(8) 0.01770(5) Uani 1 1 d . . . Pd2 Pd 0.55375(2) 0.176423(11) 0.042141(9) 0.01865(5) Uani 1 1 d . . . P1 P 0.36887(7) 0.59446(4) 0.37192(3) 0.01811(12) Uani 1 1 d . . . P2 P 0.50185(7) 0.24006(4) 0.13578(3) 0.01800(12) Uani 1 1 d . . . F1 F 0.2329(2) 0.74467(10) 0.37049(8) 0.0332(4) Uani 1 1 d . . . F2 F 0.64706(18) 0.09872(9) 0.09186(8) 0.0259(3) Uani 1 1 d . . . C1 C 0.0991(3) 0.78365(15) 0.24024(13) 0.0241(5) Uani 1 1 d . . . H1A H 0.1104 0.8090 0.2854 0.029 Uiso 1 1 calc R . . C2 C 0.0254(3) 0.81519(17) 0.18778(15) 0.0287(5) Uani 1 1 d . . . H2A H -0.0112 0.8620 0.1975 0.034 Uiso 1 1 calc R . . C3 C 0.0060(3) 0.77842(16) 0.12247(14) 0.0276(5) Uani 1 1 d . . . H3A H -0.0456 0.7990 0.0868 0.033 Uiso 1 1 calc R . . C4 C 0.0630(3) 0.71010(16) 0.10855(13) 0.0237(5) Uani 1 1 d . . . C5 C 0.0505(3) 0.66654(17) 0.04284(13) 0.0284(5) Uani 1 1 d . . . H5A H -0.0039 0.6821 0.0049 0.034 Uiso 1 1 calc R . . C6 C 0.1155(3) 0.60331(17) 0.03410(13) 0.0269(5) Uani 1 1 d . . . H6A H 0.1058 0.5756 -0.0101 0.032 Uiso 1 1 calc R . . C7 C 0.1987(3) 0.57686(15) 0.08981(12) 0.0219(5) Uani 1 1 d . . . C8 C 0.2777(3) 0.51543(16) 0.08196(13) 0.0259(5) Uani 1 1 d . . . H8A H 0.2757 0.4881 0.0383 0.031 Uiso 1 1 calc R . . C9 C 0.3578(3) 0.49529(16) 0.13782(13) 0.0260(5) Uani 1 1 d . . . H9A H 0.4149 0.4555 0.1321 0.031 Uiso 1 1 calc R . . C10 C 0.3573(3) 0.53224(15) 0.20351(12) 0.0224(5) Uani 1 1 d . . . H10A H 0.4098 0.5150 0.2411 0.027 Uiso 1 1 calc R . . C11 C 0.2820(3) 0.59293(14) 0.21415(11) 0.0178(4) Uani 1 1 d . . . C12 C 0.2055(3) 0.61563(14) 0.15566(12) 0.0190(4) Uani 1 1 d . . . C13 C 0.1377(3) 0.68256(14) 0.16371(12) 0.0191(4) Uani 1 1 d . . . C14 C 0.3250(3) 0.62099(17) 0.45531(12) 0.0242(5) Uani 1 1 d . . . C15 C 0.3850(4) 0.70178(19) 0.48592(14) 0.0351(6) Uani 1 1 d . . . H15A H 0.4476 0.7398 0.4637 0.042 Uiso 1 1 calc R . . C16 C 0.3530(5) 0.7263(2) 0.54873(15) 0.0444(8) Uani 1 1 d . . . H16A H 0.3941 0.7812 0.5695 0.053 Uiso 1 1 calc R . . C17 C 0.2616(4) 0.6712(3) 0.58136(15) 0.0451(9) Uani 1 1 d . . . H17A H 0.2392 0.6886 0.6242 0.054 Uiso 1 1 calc R . . C18 C 0.2030(4) 0.5914(2) 0.55198(14) 0.0398(8) Uani 1 1 d . . . H18A H 0.1415 0.5537 0.5747 0.048 Uiso 1 1 calc R . . C19 C 0.2344(3) 0.56586(19) 0.48830(13) 0.0287(6) Uani 1 1 d . . . H19A H 0.1935 0.5109 0.4678 0.034 Uiso 1 1 calc R . . C20 C 0.5865(3) 0.61752(15) 0.38833(13) 0.0226(5) Uani 1 1 d . . . C21 C 0.6721(3) 0.64465(16) 0.33914(14) 0.0263(5) Uani 1 1 d . . . H21A H 0.6163 0.6481 0.2964 0.032 Uiso 1 1 calc R . . C22 C 0.8391(3) 0.66672(17) 0.35234(16) 0.0324(6) Uani 1 1 d . . . H22A H 0.8971 0.6855 0.3187 0.039 Uiso 1 1 calc R . . C23 C 0.9208(3) 0.66133(19) 0.41460(19) 0.0394(7) Uani 1 1 d . . . H23A H 1.0347 0.6767 0.4237 0.047 Uiso 1 1 calc R . . C24 C 0.8372(4) 0.6338(2) 0.46310(19) 0.0426(8) Uani 1 1 d . . . H24A H 0.8937 0.6297 0.5055 0.051 Uiso 1 1 calc R . . C25 C 0.6705(3) 0.61190(19) 0.45054(16) 0.0342(6) Uani 1 1 d . . . H25A H 0.6136 0.5930 0.4844 0.041 Uiso 1 1 calc R . . C26 C 0.2933(3) 0.48514(15) 0.35464(12) 0.0205(4) Uani 1 1 d . . . C27 C 0.3856(3) 0.43264(16) 0.37146(12) 0.0238(5) Uani 1 1 d . . . H27A H 0.4956 0.4536 0.3914 0.029 Uiso 1 1 calc R . . C28 C 0.3169(4) 0.34972(17) 0.35910(14) 0.0289(5) Uani 1 1 d . . . H28A H 0.3804 0.3141 0.3702 0.035 Uiso 1 1 calc R . . C29 C 0.1561(4) 0.31878(17) 0.33066(14) 0.0306(6) Uani 1 1 d . . . H29A H 0.1094 0.2621 0.3227 0.037 Uiso 1 1 calc R . . C30 C 0.0631(3) 0.37052(18) 0.31375(14) 0.0302(6) Uani 1 1 d . . . H30A H -0.0471 0.3493 0.2942 0.036 Uiso 1 1 calc R . . C31 C 0.1314(3) 0.45318(16) 0.32543(13) 0.0251(5) Uani 1 1 d . . . H31A H 0.0678 0.4885 0.3135 0.030 Uiso 1 1 calc R . . C32 C 0.6496(3) 0.05274(15) -0.05332(14) 0.0244(5) Uani 1 1 d . . . H32A H 0.6797 0.0301 -0.0147 0.029 Uiso 1 1 calc R . . C33 C 0.6689(3) 0.01809(16) -0.11641(14) 0.0274(5) Uani 1 1 d . . . H33A H 0.7141 -0.0266 -0.1203 0.033 Uiso 1 1 calc R . . C34 C 0.6219(3) 0.04929(16) -0.17264(14) 0.0282(5) Uani 1 1 d . . . H34A H 0.6339 0.0261 -0.2157 0.034 Uiso 1 1 calc R . . C35 C 0.5559(3) 0.11581(16) -0.16624(13) 0.0238(5) Uani 1 1 d . . . C36 C 0.4974(3) 0.15176(18) -0.22137(14) 0.0299(6) Uani 1 1 d . . . H36A H 0.5025 0.1307 -0.2661 0.036 Uiso 1 1 calc R . . C37 C 0.4347(3) 0.21565(17) -0.21003(13) 0.0288(5) Uani 1 1 d . . . H37A H 0.3951 0.2378 -0.2474 0.035 Uiso 1 1 calc R . . C38 C 0.4263(3) 0.25075(16) -0.14349(13) 0.0239(5) Uani 1 1 d . . . C39 C 0.3679(3) 0.31886(16) -0.13048(13) 0.0255(5) Uani 1 1 d . . . H39A H 0.3326 0.3444 -0.1664 0.031 Uiso 1 1 calc R . . C40 C 0.3623(3) 0.34817(16) -0.06519(13) 0.0248(5) Uani 1 1 d . . . H40A H 0.3247 0.3948 -0.0565 0.030 Uiso 1 1 calc R . . C41 C 0.4107(3) 0.31103(15) -0.01117(13) 0.0229(5) Uani 1 1 d . . . H41A H 0.4027 0.3323 0.0331 0.027 Uiso 1 1 calc R . . C42 C 0.4700(3) 0.24400(14) -0.02087(12) 0.0188(4) Uani 1 1 d . . . C43 C 0.4787(3) 0.21568(15) -0.08838(12) 0.0211(5) Uani 1 1 d . . . C44 C 0.5431(3) 0.14796(15) -0.10132(12) 0.0217(5) Uani 1 1 d . . . C45 C 0.5310(3) 0.19027(15) 0.20884(12) 0.0218(5) Uani 1 1 d . . . C46 C 0.6796(3) 0.17474(17) 0.22808(13) 0.0280(5) Uani 1 1 d . . . H46A H 0.7634 0.1909 0.2036 0.034 Uiso 1 1 calc R . . C47 C 0.7046(4) 0.13588(18) 0.28281(14) 0.0320(6) Uani 1 1 d . . . H47A H 0.8060 0.1261 0.2960 0.038 Uiso 1 1 calc R . . C48 C 0.5821(4) 0.11119(17) 0.31855(14) 0.0345(6) Uani 1 1 d . . . H48A H 0.5989 0.0832 0.3552 0.041 Uiso 1 1 calc R . . C49 C 0.4351(4) 0.12753(18) 0.30053(14) 0.0319(6) Uani 1 1 d . . . H49A H 0.3521 0.1118 0.3256 0.038 Uiso 1 1 calc R . . C50 C 0.4093(3) 0.16702(16) 0.24568(13) 0.0257(5) Uani 1 1 d . . . H50A H 0.3087 0.1781 0.2334 0.031 Uiso 1 1 calc R . . C51 C 0.2935(3) 0.24394(15) 0.12686(12) 0.0201(4) Uani 1 1 d . . . C52 C 0.1806(3) 0.18140(15) 0.08175(14) 0.0243(5) Uani 1 1 d . . . H52A H 0.2143 0.1403 0.0572 0.029 Uiso 1 1 calc R . . C53 C 0.0193(3) 0.17983(16) 0.07311(14) 0.0267(5) Uani 1 1 d . . . H53A H -0.0582 0.1362 0.0443 0.032 Uiso 1 1 calc R . . C54 C -0.0287(3) 0.24223(17) 0.10659(14) 0.0269(5) Uani 1 1 d . . . H54A H -0.1387 0.2420 0.0995 0.032 Uiso 1 1 calc R . . C55 C 0.0810(3) 0.30343(17) 0.14928(13) 0.0268(5) Uani 1 1 d . . . H55A H 0.0470 0.3461 0.1714 0.032 Uiso 1 1 calc R . . C56 C 0.2434(3) 0.30479(16) 0.16126(13) 0.0234(5) Uani 1 1 d . . . H56A H 0.3186 0.3469 0.1926 0.028 Uiso 1 1 calc R . . C57 C 0.6249(3) 0.34303(14) 0.16708(12) 0.0190(4) Uani 1 1 d . . . C58 C 0.7135(3) 0.38609(15) 0.12477(12) 0.0218(5) Uani 1 1 d . . . H58A H 0.7100 0.3614 0.0801 0.026 Uiso 1 1 calc R . . C59 C 0.8069(3) 0.46508(16) 0.14801(14) 0.0251(5) Uani 1 1 d . . . H59A H 0.8675 0.4939 0.1192 0.030 Uiso 1 1 calc R . . C60 C 0.8114(3) 0.50174(15) 0.21312(13) 0.0249(5) Uani 1 1 d . . . H60A H 0.8735 0.5559 0.2286 0.030 Uiso 1 1 calc R . . C61 C 0.7250(3) 0.45900(15) 0.25564(13) 0.0225(5) Uani 1 1 d . . . H61A H 0.7288 0.4839 0.3003 0.027 Uiso 1 1 calc R . . C62 C 0.6331(3) 0.37991(15) 0.23311(12) 0.0209(4) Uani 1 1 d . . . H62A H 0.5755 0.3508 0.2626 0.025 Uiso 1 1 calc R . . N1 N 0.1534(2) 0.71906(12) 0.22803(10) 0.0191(4) Uani 1 1 d . . . N7 N 0.5903(2) 0.11637(12) -0.04611(11) 0.0207(4) Uani 1 1 d . . . Cl1 Cl 0.89240(10) -0.04121(4) 0.07508(4) 0.03935(17) Uani 1 1 d D . . Cl2 Cl 1.00774(9) 0.04482(5) 0.21228(4) 0.03954(17) Uani 1 1 d D . . C63 C 0.8369(3) -0.00348(18) 0.15009(15) 0.0316(6) Uani 1 1 d D . . H63A H 0.7735 0.0355 0.1406 0.038 Uiso 1 1 calc R . . H63B H 0.7686 -0.0486 0.1671 0.038 Uiso 1 1 calc R . . Cl3 Cl 0.6921(8) 0.04000(14) 0.62580(17) 0.1031(17) Uani 0.50 1 d PDU A 1 Cl4 Cl 0.5204(9) 0.0657(4) 0.4962(3) 0.105(2) Uani 0.50 1 d PDU . 1 C64 C 0.6842(13) 0.0932(5) 0.5589(4) 0.077(2) Uani 0.50 1 d PDU A 1 H64A H 0.6979 0.1504 0.5779 0.093 Uiso 0.50 1 calc PR A 1 H64B H 0.7787 0.0912 0.5377 0.093 Uiso 0.50 1 calc PR A 1 Cl5 Cl 0.140(4) 0.133(2) 0.520(2) 0.25(3) Uani 0.25 1 d PDU B 2 Cl6 Cl 0.4289(8) 0.0780(3) 0.5686(3) 0.098(2) Uani 0.25 1 d PDU B 2 C65 C 0.304(2) 0.1397(13) 0.5838(13) 0.140(9) Uani 0.25 1 d PDU B 2 H65A H 0.3701 0.1964 0.5934 0.168 Uiso 0.25 1 calc PR B 2 H65B H 0.2617 0.1276 0.6251 0.168 Uiso 0.25 1 calc PR B 2 Cl7 Cl 0.2941(14) 0.1225(6) 0.4885(5) 0.161(4) Uani 0.25 1 d PDU C 3 Cl8 Cl -0.0258(13) 0.1592(6) 0.4506(5) 0.154(3) Uani 0.25 1 d PDU C 3 C66 C 0.127(3) 0.151(2) 0.5106(9) 0.165(10) Uani 0.25 1 d PDU C 3 H66A H 0.0783 0.1120 0.5385 0.197 Uiso 0.25 1 calc PR C 3 H66B H 0.1681 0.2041 0.5403 0.197 Uiso 0.25 1 calc PR C 3 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 0.01778(9) 0.02189(9) 0.01573(9) 0.00349(6) 0.00214(6) 0.00988(7) Pd2 0.01695(9) 0.01912(9) 0.01939(9) -0.00029(6) 0.00125(6) 0.00668(6) P1 0.0157(3) 0.0241(3) 0.0161(3) 0.0046(2) 0.0015(2) 0.0083(2) P2 0.0155(3) 0.0188(3) 0.0191(3) 0.0006(2) 0.0013(2) 0.0057(2) F1 0.0440(10) 0.0360(9) 0.0241(8) -0.0021(7) 0.0044(7) 0.0232(8) F2 0.0265(7) 0.0237(7) 0.0297(8) 0.0046(6) 0.0027(6) 0.0121(6) C1 0.0228(12) 0.0238(12) 0.0282(12) 0.0058(10) 0.0046(10) 0.0102(9) C2 0.0254(12) 0.0262(13) 0.0375(15) 0.0112(11) 0.0022(11) 0.0116(10) C3 0.0223(12) 0.0278(13) 0.0334(14) 0.0146(11) -0.0007(10) 0.0070(10) C4 0.0185(11) 0.0258(12) 0.0247(12) 0.0098(10) -0.0008(9) 0.0019(9) C5 0.0259(13) 0.0359(14) 0.0211(12) 0.0119(11) -0.0011(10) 0.0035(11) C6 0.0275(13) 0.0327(13) 0.0170(11) 0.0050(10) 0.0017(9) 0.0023(10) C7 0.0216(11) 0.0245(11) 0.0177(11) 0.0040(9) 0.0032(9) 0.0023(9) C8 0.0287(13) 0.0279(13) 0.0204(11) 0.0001(10) 0.0069(10) 0.0065(10) C9 0.0304(13) 0.0254(12) 0.0254(12) 0.0018(10) 0.0092(10) 0.0118(10) C10 0.0231(11) 0.0260(12) 0.0216(11) 0.0060(9) 0.0058(9) 0.0111(9) C11 0.0179(10) 0.0203(10) 0.0156(10) 0.0027(8) 0.0023(8) 0.0063(8) C12 0.0170(10) 0.0211(11) 0.0177(10) 0.0032(8) 0.0017(8) 0.0033(8) C13 0.0153(10) 0.0224(11) 0.0193(11) 0.0066(9) 0.0015(8) 0.0036(8) C14 0.0232(12) 0.0359(14) 0.0173(11) 0.0044(10) 0.0003(9) 0.0165(10) C15 0.0418(16) 0.0390(16) 0.0234(13) -0.0003(11) -0.0030(11) 0.0166(13) C16 0.057(2) 0.054(2) 0.0236(14) -0.0071(13) -0.0060(14) 0.0326(17) C17 0.0458(18) 0.082(3) 0.0176(12) -0.0004(14) 0.0009(12) 0.0419(19) C18 0.0297(14) 0.077(2) 0.0220(13) 0.0155(14) 0.0075(11) 0.0270(15) C19 0.0219(12) 0.0470(16) 0.0217(12) 0.0096(11) 0.0034(9) 0.0156(11) C20 0.0173(11) 0.0246(12) 0.0271(12) 0.0058(9) 0.0010(9) 0.0084(9) C21 0.0230(12) 0.0255(12) 0.0303(13) 0.0017(10) 0.0055(10) 0.0072(10) C22 0.0240(13) 0.0264(13) 0.0466(17) 0.0003(12) 0.0130(12) 0.0051(10) C23 0.0178(12) 0.0340(15) 0.065(2) 0.0054(14) -0.0012(13) 0.0098(11) C24 0.0252(14) 0.0483(18) 0.0512(19) 0.0163(15) -0.0095(13) 0.0093(13) C25 0.0226(13) 0.0446(16) 0.0356(15) 0.0161(13) -0.0021(11) 0.0090(12) C26 0.0207(11) 0.0256(12) 0.0171(10) 0.0056(9) 0.0045(8) 0.0078(9) C27 0.0231(12) 0.0287(12) 0.0207(11) 0.0049(9) 0.0017(9) 0.0098(10) C28 0.0353(14) 0.0270(13) 0.0275(13) 0.0074(10) 0.0038(11) 0.0138(11) C29 0.0364(15) 0.0257(13) 0.0272(13) 0.0030(10) 0.0052(11) 0.0047(11) C30 0.0241(12) 0.0337(14) 0.0291(13) 0.0041(11) 0.0027(10) 0.0026(11) C31 0.0217(12) 0.0308(13) 0.0239(12) 0.0061(10) 0.0026(9) 0.0091(10) C32 0.0200(11) 0.0221(11) 0.0290(13) -0.0014(10) 0.0025(9) 0.0052(9) C33 0.0246(12) 0.0226(12) 0.0345(14) -0.0017(10) 0.0089(10) 0.0063(10) C34 0.0253(12) 0.0267(13) 0.0290(13) -0.0058(10) 0.0085(10) 0.0027(10) C35 0.0181(11) 0.0258(12) 0.0234(12) -0.0016(9) 0.0043(9) 0.0005(9) C36 0.0299(13) 0.0363(14) 0.0209(12) 0.0010(10) 0.0067(10) 0.0046(11) C37 0.0275(13) 0.0345(14) 0.0222(12) 0.0044(10) 0.0039(10) 0.0048(11) C38 0.0187(11) 0.0290(12) 0.0220(11) 0.0042(10) 0.0041(9) 0.0027(9) C39 0.0221(12) 0.0311(13) 0.0247(12) 0.0094(10) 0.0043(9) 0.0076(10) C40 0.0209(11) 0.0258(12) 0.0296(13) 0.0053(10) 0.0040(10) 0.0096(9) C41 0.0199(11) 0.0264(12) 0.0223(11) 0.0019(9) 0.0029(9) 0.0077(9) C42 0.0151(10) 0.0203(11) 0.0203(11) 0.0022(8) 0.0024(8) 0.0040(8) C43 0.0155(10) 0.0238(11) 0.0226(11) 0.0013(9) 0.0027(9) 0.0041(9) C44 0.0142(10) 0.0246(11) 0.0232(11) 0.0002(9) 0.0029(9) 0.0015(9) C45 0.0247(12) 0.0197(11) 0.0192(11) -0.0003(9) -0.0003(9) 0.0069(9) C46 0.0279(13) 0.0324(14) 0.0247(12) 0.0008(10) 0.0017(10) 0.0133(11) C47 0.0380(15) 0.0354(14) 0.0248(13) 0.0009(11) -0.0027(11) 0.0209(12) C48 0.0517(18) 0.0281(13) 0.0227(13) 0.0032(10) -0.0023(12) 0.0141(13) C49 0.0397(15) 0.0311(14) 0.0236(13) 0.0051(11) 0.0056(11) 0.0063(12) C50 0.0277(12) 0.0234(12) 0.0239(12) 0.0013(9) 0.0021(10) 0.0058(10) C51 0.0168(10) 0.0230(11) 0.0208(11) 0.0049(9) 0.0029(8) 0.0053(9) C52 0.0184(11) 0.0193(11) 0.0342(13) 0.0042(10) 0.0013(10) 0.0052(9) C53 0.0190(11) 0.0253(12) 0.0317(13) 0.0047(10) -0.0014(10) 0.0017(9) C54 0.0173(11) 0.0383(14) 0.0288(13) 0.0132(11) 0.0061(9) 0.0095(10) C55 0.0245(12) 0.0364(14) 0.0273(12) 0.0098(11) 0.0106(10) 0.0171(11) C56 0.0201(11) 0.0266(12) 0.0223(11) 0.0010(9) 0.0025(9) 0.0063(9) C57 0.0142(10) 0.0191(10) 0.0237(11) 0.0016(9) 0.0007(8) 0.0068(8) C58 0.0187(11) 0.0241(11) 0.0221(11) -0.0002(9) 0.0042(9) 0.0063(9) C59 0.0205(11) 0.0244(12) 0.0298(13) 0.0043(10) 0.0062(10) 0.0043(9) C60 0.0201(11) 0.0212(11) 0.0294(13) -0.0022(10) -0.0003(9) 0.0040(9) C61 0.0213(11) 0.0230(11) 0.0216(11) -0.0022(9) -0.0006(9) 0.0079(9) C62 0.0185(11) 0.0226(11) 0.0224(11) 0.0034(9) 0.0021(9) 0.0080(9) N1 0.0176(9) 0.0217(9) 0.0202(9) 0.0064(8) 0.0025(7) 0.0085(7) N7 0.0164(9) 0.0200(9) 0.0230(10) -0.0030(8) 0.0019(7) 0.0040(7) Cl1 0.0439(4) 0.0298(3) 0.0434(4) -0.0012(3) -0.0033(3) 0.0179(3) Cl2 0.0301(3) 0.0408(4) 0.0434(4) -0.0035(3) -0.0014(3) 0.0110(3) C63 0.0228(12) 0.0336(14) 0.0388(15) 0.0083(12) 0.0013(11) 0.0097(11) Cl3 0.212(5) 0.0242(9) 0.0589(16) 0.0124(10) 0.035(2) -0.0048(17) Cl4 0.151(6) 0.079(4) 0.060(3) 0.003(3) 0.012(3) -0.009(4) C64 0.128(6) 0.032(3) 0.064(4) 0.007(3) 0.007(4) 0.013(4) Cl5 0.18(3) 0.15(3) 0.36(6) -0.17(4) -0.06(3) 0.10(2) Cl6 0.115(5) 0.051(3) 0.088(4) -0.010(2) -0.012(3) -0.024(3) C65 0.152(19) 0.065(14) 0.16(2) -0.060(15) 0.042(15) -0.025(10) Cl7 0.237(10) 0.103(6) 0.103(6) -0.024(5) 0.004(7) 0.002(7) Cl8 0.186(8) 0.119(6) 0.098(5) -0.012(5) 0.002(6) -0.041(6) C66 0.278(16) 0.038(11) 0.18(2) 0.014(13) 0.001(9) 0.062(15) _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 C11 2.004(2) . ? Pd1 F1 2.0301(15) . ? Pd1 N1 2.0762(19) . ? Pd1 P1 2.2458(6) . ? Pd2 C42 2.012(2) . ? Pd2 F2 2.0290(15) . ? Pd2 N7 2.070(2) . ? Pd2 P2 2.2448(6) . ? P1 C26 1.816(3) . ? P1 C20 1.818(2) . ? P1 C14 1.823(3) . ? P2 C45 1.822(3) . ? P2 C51 1.822(2) . ? P2 C57 1.825(2) . ? C1 N1 1.327(3) . ? C1 C2 1.402(4) . ? C2 C3 1.371(4) . ? C3 C4 1.404(4) . ? C4 C13 1.408(3) . ? C4 C5 1.430(4) . ? C5 C6 1.355(4) . ? C6 C7 1.440(3) . ? C7 C8 1.407(4) . ? C7 C12 1.411(3) . ? C8 C9 1.373(4) . ? C9 C10 1.412(3) . ? C10 C11 1.381(3) . ? C11 C12 1.424(3) . ? C12 C13 1.427(3) . ? C13 N1 1.356(3) . ? C14 C19 1.387(4) . ? C14 C15 1.398(4) . ? C15 C16 1.386(4) . ? C16 C17 1.386(6) . ? C17 C18 1.376(5) . ? C18 C19 1.405(4) . ? C20 C21 1.392(4) . ? C20 C25 1.395(4) . ? C21 C22 1.392(4) . ? C22 C23 1.387(5) . ? C23 C24 1.373(5) . ? C24 C25 1.390(4) . ? C26 C27 1.395(3) . ? C26 C31 1.399(3) . ? C27 C28 1.389(4) . ? C28 C29 1.386(4) . ? C29 C30 1.388(4) . ? C30 C31 1.385(4) . ? C32 N7 1.328(3) . ? C32 C33 1.401(4) . ? C33 C34 1.374(4) . ? C34 C35 1.408(4) . ? C35 C44 1.402(3) . ? C35 C36 1.436(4) . ? C36 C37 1.358(4) . ? C37 C38 1.436(4) . ? C38 C39 1.406(4) . ? C38 C43 1.409(4) . ? C39 C40 1.376(4) . ? C40 C41 1.402(4) . ? C41 C42 1.386(3) . ? C42 C43 1.421(3) . ? C43 C44 1.431(3) . ? C44 N7 1.362(3) . ? C45 C50 1.396(4) . ? C45 C46 1.400(4) . ? C46 C47 1.386(4) . ? C47 C48 1.390(5) . ? C48 C49 1.390(4) . ? C49 C50 1.395(4) . ? C51 C56 1.388(3) . ? C51 C52 1.402(3) . ? C52 C53 1.389(3) . ? C53 C54 1.390(4) . ? C54 C55 1.356(4) . ? C55 C56 1.399(3) . ? C57 C58 1.400(3) . ? C57 C62 1.401(3) . ? C58 C59 1.395(3) . ? C59 C60 1.389(4) . ? C60 C61 1.391(4) . ? C61 C62 1.391(3) . ? Cl1 C63 1.767(3) . ? Cl2 C63 1.767(3) . ? Cl3 C64 1.734(7) . ? Cl4 C64 1.702(8) . ? Cl4 Cl4 2.240(13) 2_656 ? Cl5 C65 1.757(10) . ? Cl6 C65 1.737(10) . ? Cl7 C66 1.751(10) . ? Cl8 C66 1.720(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 Pd1 F1 169.77(8) . . ? C11 Pd1 N1 82.52(9) . . ? F1 Pd1 N1 87.36(7) . . ? C11 Pd1 P1 96.97(7) . . ? F1 Pd1 P1 93.23(5) . . ? N1 Pd1 P1 176.20(6) . . ? C42 Pd2 F2 170.46(8) . . ? C42 Pd2 N7 82.57(9) . . ? F2 Pd2 N7 87.91(7) . . ? C42 Pd2 P2 96.08(7) . . ? F2 Pd2 P2 93.46(5) . . ? N7 Pd2 P2 177.32(6) . . ? C26 P1 C20 107.02(11) . . ? C26 P1 C14 103.43(12) . . ? C20 P1 C14 102.23(12) . . ? C26 P1 Pd1 116.10(8) . . ? C20 P1 Pd1 115.30(8) . . ? C14 P1 Pd1 111.25(8) . . ? C45 P2 C51 104.15(11) . . ? C45 P2 C57 102.19(11) . . ? C51 P2 C57 106.64(11) . . ? C45 P2 Pd2 113.53(8) . . ? C51 P2 Pd2 112.23(8) . . ? C57 P2 Pd2 116.85(8) . . ? N1 C1 C2 121.3(2) . . ? C3 C2 C1 119.9(2) . . ? C2 C3 C4 119.6(2) . . ? C3 C4 C13 117.2(2) . . ? C3 C4 C5 125.0(2) . . ? C13 C4 C5 117.7(2) . . ? C6 C5 C4 120.8(2) . . ? C5 C6 C7 122.0(2) . . ? C8 C7 C12 118.0(2) . . ? C8 C7 C6 123.3(2) . . ? C12 C7 C6 118.7(2) . . ? C9 C8 C7 119.5(2) . . ? C8 C9 C10 121.7(2) . . ? C11 C10 C9 121.2(2) . . ? C10 C11 C12 116.5(2) . . ? C10 C11 Pd1 132.79(18) . . ? C12 C11 Pd1 110.69(16) . . ? C7 C12 C11 123.0(2) . . ? C7 C12 C13 118.3(2) . . ? C11 C12 C13 118.6(2) . . ? N1 C13 C4 122.2(2) . . ? N1 C13 C12 115.5(2) . . ? C4 C13 C12 122.3(2) . . ? C19 C14 C15 119.6(3) . . ? C19 C14 P1 123.4(2) . . ? C15 C14 P1 117.0(2) . . ? C16 C15 C14 119.9(3) . . ? C17 C16 C15 120.4(3) . . ? C18 C17 C16 120.3(3) . . ? C17 C18 C19 119.9(3) . . ? C14 C19 C18 120.0(3) . . ? C21 C20 C25 119.0(2) . . ? C21 C20 P1 119.67(19) . . ? C25 C20 P1 121.2(2) . . ? C22 C21 C20 120.3(3) . . ? C23 C22 C21 120.0(3) . . ? C24 C23 C22 120.1(3) . . ? C23 C24 C25 120.4(3) . . ? C24 C25 C20 120.2(3) . . ? C27 C26 C31 119.2(2) . . ? C27 C26 P1 123.59(19) . . ? C31 C26 P1 117.19(19) . . ? C28 C27 C26 120.1(2) . . ? C29 C28 C27 120.3(3) . . ? C28 C29 C30 120.1(3) . . ? C31 C30 C29 119.8(3) . . ? C30 C31 C26 120.5(2) . . ? N7 C32 C33 121.7(3) . . ? C34 C33 C32 119.4(2) . . ? C33 C34 C35 119.8(2) . . ? C44 C35 C34 117.4(2) . . ? C44 C35 C36 117.7(2) . . ? C34 C35 C36 124.9(2) . . ? C37 C36 C35 120.4(2) . . ? C36 C37 C38 122.2(3) . . ? C39 C38 C43 118.1(2) . . ? C39 C38 C37 123.1(2) . . ? C43 C38 C37 118.9(2) . . ? C40 C39 C38 119.3(2) . . ? C39 C40 C41 121.8(2) . . ? C42 C41 C40 121.5(2) . . ? C41 C42 C43 116.0(2) . . ? C41 C42 Pd2 133.27(18) . . ? C43 C42 Pd2 110.67(17) . . ? C38 C43 C42 123.3(2) . . ? C38 C43 C44 118.1(2) . . ? C42 C43 C44 118.6(2) . . ? N7 C44 C35 122.1(2) . . ? N7 C44 C43 115.3(2) . . ? C35 C44 C43 122.6(2) . . ? C50 C45 C46 119.4(2) . . ? C50 C45 P2 121.81(19) . . ? C46 C45 P2 118.8(2) . . ? C47 C46 C45 120.1(3) . . ? C46 C47 C48 120.4(3) . . ? C47 C48 C49 119.9(3) . . ? C48 C49 C50 120.0(3) . . ? C49 C50 C45 120.1(3) . . ? C56 C51 C52 119.7(2) . . ? C56 C51 P2 123.75(19) . . ? C52 C51 P2 116.58(18) . . ? C53 C52 C51 119.7(2) . . ? C52 C53 C54 119.9(2) . . ? C55 C54 C53 120.2(2) . . ? C54 C55 C56 121.1(2) . . ? C51 C56 C55 119.2(2) . . ? C58 C57 C62 119.2(2) . . ? C58 C57 P2 119.76(18) . . ? C62 C57 P2 121.09(18) . . ? C59 C58 C57 120.2(2) . . ? C60 C59 C58 120.2(2) . . ? C61 C60 C59 119.9(2) . . ? C62 C61 C60 120.3(2) . . ? C61 C62 C57 120.3(2) . . ? C1 N1 C13 119.7(2) . . ? C1 N1 Pd1 127.68(17) . . ? C13 N1 Pd1 112.60(15) . . ? C32 N7 C44 119.6(2) . . ? C32 N7 Pd2 127.57(18) . . ? C44 N7 Pd2 112.81(16) . . ? Cl2 C63 Cl1 111.06(15) . . ? C64 Cl4 Cl4 92.8(5) . 2_656 ? Cl4 C64 Cl3 120.1(6) . . ? Cl6 C65 Cl5 117.5(10) . . ? Cl8 C66 Cl7 121.5(12) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.950 _refine_diff_density_min -0.859 _refine_diff_density_rms 0.094 #===END data_nb4s _database_code_depnum_ccdc_archive 'CCDC 741022' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H19 F N2 Pd, C H2 Cl2' _chemical_formula_sum 'C13 H21 Cl2 F N2 Pd' _chemical_formula_weight 401.62 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4407(6) _cell_length_b 9.5451(6) _cell_length_c 11.5693(8) _cell_angle_alpha 105.3140(10) _cell_angle_beta 95.6290(10) _cell_angle_gamma 116.0100(10) _cell_volume 782.97(9) _cell_formula_units_Z 2 _cell_measurement_temperature 85(2) _cell_measurement_reflns_used 9935 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 29.59 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.704 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 404 _exptl_absorpt_coefficient_mu 1.525 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6283 _exptl_absorpt_correction_T_max 0.7157 _exptl_absorpt_process_details ; Blessing, R. Acta Cryst. (1995) A51 33-38. Sheldrick, G. SADABS (Version 2008/1) Bruker AXS area detector absorption and other corrections, University of Gottingen, Germany 2008. ; _exptl_special_details ; 5190 frames x 10 sec. @ 5.055 cm; 0.5 deg. steps in omega, 0.45 deg. in phi ; _diffrn_ambient_temperature 85(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 38567 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0124 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 29.59 _reflns_number_total 4384 _reflns_number_gt 4326 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART-APEX' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0181P)^2^+0.4160P] 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 4384 _refine_ls_number_parameters 176 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0150 _refine_ls_R_factor_gt 0.0147 _refine_ls_wR_factor_ref 0.0387 _refine_ls_wR_factor_gt 0.0386 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.739657(10) 0.793019(9) 0.198307(7) 0.00986(3) Uani 1 1 d . . . Cl1 Cl 0.42086(4) 0.84473(4) 0.74133(3) 0.01921(6) Uani 1 1 d . . . Cl2 Cl 0.13845(4) 0.63011(3) 0.83773(3) 0.01741(6) Uani 1 1 d . . . F1 F 0.64614(10) 0.83606(9) 0.04356(6) 0.01629(13) Uani 1 1 d . . . N1 N 1.01820(12) 0.93368(11) 0.21309(8) 0.01105(16) Uani 1 1 d . . . N2 N 0.48940(13) 0.63384(12) 0.22459(9) 0.01318(17) Uani 1 1 d . . . C1 C 1.12110(15) 0.97606(14) 0.34288(10) 0.01299(19) Uani 1 1 d . . . H1A H 1.2439 0.9889 0.3425 0.016 Uiso 1 1 calc R . . H1B H 1.1348 1.0820 0.3974 0.016 Uiso 1 1 calc R . . C2 C 1.01630(15) 0.83808(14) 0.38985(10) 0.01256(19) Uani 1 1 d . . . C3 C 1.08425(16) 0.79757(15) 0.48358(10) 0.0157(2) Uani 1 1 d . . . H3A H 1.2104 0.8575 0.5233 0.019 Uiso 1 1 calc R . . C4 C 0.96534(17) 0.66813(15) 0.51856(10) 0.0172(2) Uani 1 1 d . . . H4A H 1.0116 0.6414 0.5829 0.021 Uiso 1 1 calc R . . C5 C 0.77919(17) 0.57715(14) 0.46043(11) 0.0165(2) Uani 1 1 d . . . H5A H 0.6999 0.4896 0.4853 0.020 Uiso 1 1 calc R . . C6 C 0.71121(16) 0.61618(14) 0.36578(10) 0.01390(19) Uani 1 1 d . . . C7 C 0.83064(15) 0.74704(13) 0.33308(10) 0.01182(19) Uani 1 1 d . . . C8 C 0.52135(15) 0.52155(14) 0.28298(11) 0.0151(2) Uani 1 1 d . . . H8A H 0.4313 0.4838 0.3319 0.018 Uiso 1 1 calc R . . H8B H 0.5070 0.4226 0.2179 0.018 Uiso 1 1 calc R . . C9 C 1.06601(15) 0.82450(14) 0.12335(10) 0.0145(2) Uani 1 1 d . . . H9A H 0.9927 0.7906 0.0400 0.022 Uiso 1 1 calc R . . H9B H 1.0415 0.7259 0.1454 0.022 Uiso 1 1 calc R . . H9C H 1.1954 0.8850 0.1255 0.022 Uiso 1 1 calc R . . C10 C 1.06496(16) 1.08640(14) 0.18252(11) 0.0155(2) Uani 1 1 d . . . H10A H 1.1930 1.1386 0.1797 0.023 Uiso 1 1 calc R . . H10B H 1.0449 1.1639 0.2459 0.023 Uiso 1 1 calc R . . H10C H 0.9878 1.0576 0.1018 0.023 Uiso 1 1 calc R . . C11 C 0.34271(16) 0.53243(16) 0.10904(11) 0.0193(2) Uani 1 1 d . . . H11A H 0.2285 0.4671 0.1287 0.029 Uiso 1 1 calc R . . H11B H 0.3748 0.4575 0.0534 0.029 Uiso 1 1 calc R . . H11C H 0.3278 0.6056 0.0686 0.029 Uiso 1 1 calc R . . C12 C 0.43295(16) 0.73741(15) 0.31171(12) 0.0179(2) Uani 1 1 d . . . H12A H 0.4220 0.8171 0.2772 0.027 Uiso 1 1 calc R . . H12B H 0.5243 0.7975 0.3910 0.027 Uiso 1 1 calc R . . H12C H 0.3153 0.6661 0.3244 0.027 Uiso 1 1 calc R . . C13 C 0.34018(15) 0.82377(14) 0.87589(11) 0.0157(2) Uani 1 1 d . . . H13A H 0.4350 0.8307 0.9382 0.019 Uiso 1 1 calc R . . H13B H 0.3146 0.9156 0.9122 0.019 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.00906(4) 0.01088(4) 0.00982(4) 0.00398(3) 0.00201(3) 0.00479(3) Cl1 0.01604(12) 0.01906(13) 0.02141(13) 0.00982(10) 0.00487(10) 0.00591(10) Cl2 0.01512(12) 0.01620(12) 0.01908(12) 0.00609(10) 0.00562(10) 0.00576(10) F1 0.0166(3) 0.0187(3) 0.0149(3) 0.0078(3) 0.0006(3) 0.0092(3) N1 0.0103(4) 0.0114(4) 0.0106(4) 0.0037(3) 0.0023(3) 0.0045(3) N2 0.0109(4) 0.0136(4) 0.0140(4) 0.0042(3) 0.0039(3) 0.0053(3) C1 0.0113(4) 0.0146(5) 0.0110(4) 0.0036(4) 0.0010(4) 0.0053(4) C2 0.0139(5) 0.0144(5) 0.0107(4) 0.0043(4) 0.0032(4) 0.0080(4) C3 0.0190(5) 0.0190(5) 0.0116(5) 0.0040(4) 0.0019(4) 0.0124(4) C4 0.0272(6) 0.0189(5) 0.0117(5) 0.0062(4) 0.0048(4) 0.0159(5) C5 0.0258(6) 0.0150(5) 0.0138(5) 0.0072(4) 0.0085(4) 0.0122(4) C6 0.0175(5) 0.0124(5) 0.0136(5) 0.0047(4) 0.0066(4) 0.0080(4) C7 0.0137(5) 0.0130(5) 0.0106(4) 0.0046(4) 0.0036(4) 0.0075(4) C8 0.0153(5) 0.0129(5) 0.0175(5) 0.0066(4) 0.0063(4) 0.0059(4) C9 0.0141(5) 0.0151(5) 0.0133(5) 0.0028(4) 0.0049(4) 0.0069(4) C10 0.0166(5) 0.0130(5) 0.0160(5) 0.0067(4) 0.0040(4) 0.0054(4) C11 0.0115(5) 0.0209(6) 0.0176(5) 0.0036(4) 0.0012(4) 0.0033(4) C12 0.0170(5) 0.0184(5) 0.0210(5) 0.0061(4) 0.0087(4) 0.0105(4) C13 0.0143(5) 0.0147(5) 0.0154(5) 0.0040(4) 0.0009(4) 0.0060(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 C7 1.9068(11) . ? Pd1 N1 2.0954(9) . ? Pd1 F1 2.0959(7) . ? Pd1 N2 2.1019(9) . ? Cl1 C13 1.7833(12) . ? Cl2 C13 1.7810(12) . ? N1 C10 1.4835(14) . ? N1 C9 1.4853(14) . ? N1 C1 1.5127(14) . ? N2 C11 1.4824(15) . ? N2 C12 1.4836(14) . ? N2 C8 1.5094(15) . ? C1 C2 1.5042(15) . ? C2 C7 1.3945(15) . ? C2 C3 1.3958(15) . ? C3 C4 1.3978(17) . ? C4 C5 1.4010(18) . ? C5 C6 1.3953(16) . ? C6 C7 1.3927(15) . ? C6 C8 1.5080(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 C7 Pd1 N1 81.69(4) . . ? C7 Pd1 F1 176.62(4) . . ? N1 Pd1 F1 96.89(3) . . ? C7 Pd1 N2 81.61(4) . . ? N1 Pd1 N2 163.27(4) . . ? F1 Pd1 N2 99.74(3) . . ? C10 N1 C9 108.90(9) . . ? C10 N1 C1 110.67(8) . . ? C9 N1 C1 109.54(8) . . ? C10 N1 Pd1 113.19(7) . . ? C9 N1 Pd1 105.98(6) . . ? C1 N1 Pd1 108.42(6) . . ? C11 N2 C12 108.92(9) . . ? C11 N2 C8 109.73(9) . . ? C12 N2 C8 109.14(9) . . ? C11 N2 Pd1 113.84(7) . . ? C12 N2 Pd1 107.88(7) . . ? C8 N2 Pd1 107.24(7) . . ? C2 C1 N1 108.49(9) . . ? C7 C2 C3 118.76(10) . . ? C7 C2 C1 114.04(9) . . ? C3 C2 C1 127.17(10) . . ? C2 C3 C4 119.50(11) . . ? C3 C4 C5 121.18(11) . . ? C6 C5 C4 119.45(11) . . ? C7 C6 C5 118.80(11) . . ? C7 C6 C8 113.67(10) . . ? C5 C6 C8 127.25(10) . . ? C6 C7 C2 122.30(10) . . ? C6 C7 Pd1 118.68(8) . . ? C2 C7 Pd1 118.88(8) . . ? C6 C8 N2 108.87(9) . . ? Cl2 C13 Cl1 110.41(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 29.59 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.566 _refine_diff_density_min -0.863 _refine_diff_density_rms 0.091