Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global #=========================================================================== # 1. SUBMISSION DETAILS #=========================================================================== _publ_contact_author ; Prof. Mauro Ghedini Dipartimento di Chimica Universitą della Calabria I-87030 Arcavacata di Rende, Cosenza Italy ; _publ_contact_author_phone '0039 0984 492062' _publ_contact_author_fax '0039 0984 492044' _publ_contact_author_email m.ghedini@unical.it _publ_contact_letter ; paper 'in submission' for publication in Dal ton Transactions' ; #=========================================================================== #================================================== _journal_coden_Cambridge 222 _journal_name_full 'Dalton Transactions' _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? _publ_section_title ; Synthesis and Solid State Characterisation of Mononuclear 2-benzoylpyridine N-methyl-N-phenylhydrazone Palladium(II) Complexes ; loop_ _publ_author_name _publ_author_address 'Mauro Ghedini' ; Dipartimento di Chimica Universitą della Calabria I-87030 Arcavacata di Rende, Cosenza Italy ; 'Iolinda Aiello' ; Dipartimento di Chimica Universitą d della Calabria I-87030 Arcavacata di Rende, Cosenza Italy ; 'Alessandra Crispini' ; Dipartimento di Chimica Universitą d della Calabria I-87030 Arcavacata di Rende, Cosenza Italy ; 'Massimo La Deda' ; Dipartimento di Chimica Universitą d della Calabria I-87030 Arcavacata di Rende, Cosenza Italy ; #========================================================================== # If more than one structure is reported, sections 5-10 should be filled in # per structure. For each data set, put the structure code in the "data_?" # line below, using a unique identifier. data_(1) _database_code_depnum_ccdc_archive 'CCDC 227423' #========================================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2-benzoylpyridine-N-methyl-N-phenylhydrazone ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H17 N3' _chemical_formula_weight 287.36 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' _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 9.1886(30) _cell_length_b 9.5011(21) _cell_length_c 10.1192(28) _cell_angle_alpha 99.16(2) _cell_angle_beta 109.48(2) _cell_angle_gamma 105.28(2) _cell_volume 773.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 298 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.3 _cell_measurement_theta_max 13.9 _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.234 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 304 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2921 _diffrn_reflns_av_R_equivalents 0.0187 _diffrn_reflns_av_sigmaI/netI 0.0303 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 25.05 _reflns_number_total 2734 _reflns_number_gt 1898 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXLTL' _computing_publication_material 'Bruker SHELXLTL' _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^)+(0.0606P)^2^+0.0166P] 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 SHELXL _refine_ls_number_reflns 2734 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0634 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1176 _refine_ls_wR_factor_gt 0.1095 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _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 N1 N 0.77027(18) 0.12553(16) 0.86711(16) 0.0509(4) Uani 1 1 d . . . N2 N 0.73974(18) 0.24232(16) 0.80353(17) 0.0497(4) Uani 1 1 d . . . N3 N 0.90247(18) 0.49601(17) 0.63011(17) 0.0505(4) Uani 1 1 d . . . C1 C 0.6269(2) 0.00245(18) 0.82968(18) 0.0425(4) Uani 1 1 d . . . C2 C 0.6073(2) -0.0883(2) 0.9213(2) 0.0523(5) Uani 1 1 d . . . H2 H 0.6898 -0.0663 1.0130 0.063 Uiso 1 1 calc R . . C3 C 0.4657(2) -0.2111(2) 0.8768(2) 0.0594(5) Uani 1 1 d . . . H3 H 0.4537 -0.2702 0.9400 0.071 Uiso 1 1 calc R . . C4 C 0.3424(2) -0.2485(2) 0.7425(2) 0.0574(5) Uani 1 1 d . . . H4 H 0.2479 -0.3322 0.7138 0.069 Uiso 1 1 calc R . . C5 C 0.3612(2) -0.1596(2) 0.6509(2) 0.0576(5) Uani 1 1 d . . . H5 H 0.2781 -0.1833 0.5592 0.069 Uiso 1 1 calc R . . C6 C 0.5015(2) -0.0357(2) 0.6927(2) 0.0517(5) Uani 1 1 d . . . H6 H 0.5122 0.0228 0.6288 0.062 Uiso 1 1 calc R . . C7 C 0.8537(2) 0.32034(18) 0.76950(18) 0.0424(4) Uani 1 1 d . . . C8 C 0.8199(2) 0.44727(18) 0.71047(18) 0.0409(4) Uani 1 1 d . . . C9 C 0.7070(2) 0.5086(2) 0.7342(2) 0.0565(5) Uani 1 1 d . . . H9 H 0.6535 0.4746 0.7925 0.068 Uiso 1 1 calc R . . C10 C 0.6749(3) 0.6200(2) 0.6708(3) 0.0664(6) Uani 1 1 d . . . H10 H 0.5981 0.6615 0.6842 0.080 Uiso 1 1 calc R . . C11 C 0.7573(3) 0.6697(2) 0.5872(2) 0.0605(5) Uani 1 1 d . . . H11 H 0.7377 0.7452 0.5430 0.073 Uiso 1 1 calc R . . C12 C 0.8689(2) 0.6054(2) 0.5705(2) 0.0573(5) Uani 1 1 d . . . H12 H 0.9249 0.6399 0.5141 0.069 Uiso 1 1 calc R . . C13 C 1.0033(2) 0.28520(19) 0.77235(18) 0.0438(4) Uani 1 1 d . . . C14 C 1.1570(2) 0.3971(2) 0.8341(2) 0.0514(5) Uani 1 1 d . . . H14 H 1.1686 0.4946 0.8803 0.062 Uiso 1 1 calc R . . C15 C 1.2929(2) 0.3652(2) 0.8278(2) 0.0610(5) Uani 1 1 d . . . H15 H 1.3953 0.4412 0.8698 0.073 Uiso 1 1 calc R . . C16 C 1.2783(3) 0.2221(3) 0.7602(2) 0.0642(6) Uani 1 1 d . . . H16 H 1.3702 0.2012 0.7558 0.077 Uiso 1 1 calc R . . C17 C 1.1273(3) 0.1101(2) 0.6990(2) 0.0631(6) Uani 1 1 d . . . H17 H 1.1171 0.0128 0.6536 0.076 Uiso 1 1 calc R . . C18 C 0.9904(2) 0.1408(2) 0.7044(2) 0.0539(5) Uani 1 1 d . . . H18 H 0.8885 0.0640 0.6621 0.065 Uiso 1 1 calc R . . C19 C 0.9005(2) 0.1713(2) 1.0102(2) 0.0623(6) Uani 1 1 d . . . H19A H 0.9863 0.2599 1.0187 0.075 Uiso 1 1 calc R . . H19B H 0.9435 0.0906 1.0243 0.075 Uiso 1 1 calc R . . H19C H 0.8580 0.1936 1.0828 0.075 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 N1 0.0523(9) 0.0441(8) 0.0474(9) 0.0180(7) 0.0152(7) 0.0049(7) N2 0.0520(9) 0.0427(8) 0.0549(9) 0.0163(7) 0.0243(8) 0.0110(7) N3 0.0523(9) 0.0479(9) 0.0592(10) 0.0209(8) 0.0286(8) 0.0170(7) C1 0.0462(10) 0.0379(9) 0.0433(10) 0.0088(8) 0.0204(8) 0.0119(8) C2 0.0561(12) 0.0498(11) 0.0451(10) 0.0165(9) 0.0170(9) 0.0102(9) C3 0.0656(13) 0.0501(11) 0.0596(13) 0.0212(10) 0.0279(11) 0.0073(10) C4 0.0522(12) 0.0439(10) 0.0695(14) 0.0133(10) 0.0243(11) 0.0068(9) C5 0.0534(12) 0.0489(11) 0.0546(12) 0.0078(9) 0.0081(10) 0.0132(9) C6 0.0622(12) 0.0445(10) 0.0460(11) 0.0160(8) 0.0195(9) 0.0145(9) C7 0.0432(10) 0.0361(9) 0.0413(10) 0.0058(7) 0.0162(8) 0.0063(7) C8 0.0391(9) 0.0339(8) 0.0435(9) 0.0059(7) 0.0157(8) 0.0063(7) C9 0.0579(12) 0.0551(12) 0.0676(13) 0.0192(10) 0.0356(10) 0.0211(10) C10 0.0701(14) 0.0668(13) 0.0798(15) 0.0246(12) 0.0363(12) 0.0389(12) C11 0.0682(13) 0.0544(12) 0.0656(13) 0.0249(10) 0.0259(11) 0.0267(11) C12 0.0612(12) 0.0551(12) 0.0629(12) 0.0267(10) 0.0294(10) 0.0183(10) C13 0.0502(11) 0.0401(9) 0.0412(9) 0.0140(8) 0.0184(8) 0.0134(8) C14 0.0499(11) 0.0451(10) 0.0555(11) 0.0131(9) 0.0189(9) 0.0134(9) C15 0.0465(11) 0.0657(13) 0.0698(14) 0.0247(11) 0.0195(10) 0.0187(10) C16 0.0638(14) 0.0839(16) 0.0647(13) 0.0330(12) 0.0290(11) 0.0439(13) C17 0.0832(16) 0.0625(13) 0.0560(12) 0.0176(10) 0.0290(12) 0.0414(12) C18 0.0604(12) 0.0458(10) 0.0513(11) 0.0106(9) 0.0190(10) 0.0168(9) C19 0.0553(12) 0.0613(13) 0.0571(13) 0.0174(10) 0.0143(10) 0.0089(10) _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 N1 C1 1.400(2) . ? N1 N2 1.412(2) . ? N1 C19 1.445(2) . ? N2 C7 1.295(2) . ? N3 C12 1.336(2) . ? N3 C8 1.341(2) . ? C1 C2 1.386(2) . ? C1 C6 1.391(3) . ? C2 C3 1.378(3) . ? C3 C4 1.365(3) . ? C4 C5 1.371(3) . ? C5 C6 1.380(3) . ? C7 C8 1.487(2) . ? C7 C13 1.490(2) . ? C8 C9 1.384(2) . ? C9 C10 1.369(3) . ? C10 C11 1.370(3) . ? C11 C12 1.366(3) . ? C13 C14 1.387(3) . ? C13 C18 1.389(2) . ? C14 C15 1.379(3) . ? C15 C16 1.371(3) . ? C16 C17 1.371(3) . ? C17 C18 1.380(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 C1 N1 N2 112.50(14) . . ? C1 N1 C19 120.59(15) . . ? N2 N1 C19 116.87(15) . . ? C7 N2 N1 116.92(15) . . ? C12 N3 C8 117.11(16) . . ? C2 C1 C6 118.08(17) . . ? C2 C1 N1 122.60(17) . . ? C6 C1 N1 119.25(16) . . ? C3 C2 C1 120.10(18) . . ? C4 C3 C2 121.85(19) . . ? C3 C4 C5 118.41(19) . . ? C4 C5 C6 121.01(19) . . ? C5 C6 C1 120.54(18) . . ? N2 C7 C8 114.94(16) . . ? N2 C7 C13 125.90(16) . . ? C8 C7 C13 118.92(14) . . ? N3 C8 C9 122.13(16) . . ? N3 C8 C7 115.96(15) . . ? C9 C8 C7 121.89(15) . . ? C10 C9 C8 119.21(18) . . ? C9 C10 C11 119.16(19) . . ? C12 C11 C10 118.35(19) . . ? N3 C12 C11 124.03(18) . . ? C14 C13 C18 118.18(17) . . ? C14 C13 C7 121.26(16) . . ? C18 C13 C7 120.44(16) . . ? C15 C14 C13 120.67(18) . . ? C16 C15 C14 120.5(2) . . ? C17 C16 C15 119.6(2) . . ? C16 C17 C18 120.4(2) . . ? C17 C18 C13 120.65(19) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 N1 N2 C7 -147.51(15) . . . . ? C19 N1 N2 C7 66.7(2) . . . . ? N2 N1 C1 C2 -149.63(17) . . . . ? C19 N1 C1 C2 -5.2(3) . . . . ? N2 N1 C1 C6 33.5(2) . . . . ? C19 N1 C1 C6 177.87(17) . . . . ? C6 C1 C2 C3 -0.9(3) . . . . ? N1 C1 C2 C3 -177.80(17) . . . . ? C1 C2 C3 C4 0.8(3) . . . . ? C2 C3 C4 C5 -0.5(3) . . . . ? C3 C4 C5 C6 0.3(3) . . . . ? C4 C5 C6 C1 -0.4(3) . . . . ? C2 C1 C6 C5 0.7(3) . . . . ? N1 C1 C6 C5 177.73(16) . . . . ? N1 N2 C7 C8 -176.80(14) . . . . ? N1 N2 C7 C13 8.9(2) . . . . ? C12 N3 C8 C9 -1.3(3) . . . . ? C12 N3 C8 C7 177.11(16) . . . . ? N2 C7 C8 N3 -158.13(16) . . . . ? C13 C7 C8 N3 16.6(2) . . . . ? N2 C7 C8 C9 20.3(2) . . . . ? C13 C7 C8 C9 -164.96(16) . . . . ? N3 C8 C9 C10 1.7(3) . . . . ? C7 C8 C9 C10 -176.63(18) . . . . ? C8 C9 C10 C11 -1.0(3) . . . . ? C9 C10 C11 C12 0.0(3) . . . . ? C8 N3 C12 C11 0.3(3) . . . . ? C10 C11 C12 N3 0.4(3) . . . . ? N2 C7 C13 C14 -134.01(19) . . . . ? C8 C7 C13 C14 51.9(2) . . . . ? N2 C7 C13 C18 50.2(3) . . . . ? C8 C7 C13 C18 -123.89(18) . . . . ? C18 C13 C14 C15 0.0(3) . . . . ? C7 C13 C14 C15 -175.84(17) . . . . ? C13 C14 C15 C16 0.1(3) . . . . ? C14 C15 C16 C17 -0.3(3) . . . . ? C15 C16 C17 C18 0.4(3) . . . . ? C16 C17 C18 C13 -0.3(3) . . . . ? C14 C13 C18 C17 0.1(3) . . . . ? C7 C13 C18 C17 176.00(17) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.148 _refine_diff_density_min -0.155 _refine_diff_density_rms 0.031 data_(2) _database_code_depnum_ccdc_archive 'CCDC 227424' #========================================================================== #===================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2-benzoylpyridine-N-methyl-N-phenylhydrazonepalladium(II) chloride ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H16 Cl N3 Pd' _chemical_formula_weight 428.20 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' 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 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 12.1163(25) _cell_length_b 11.7281(28) _cell_length_c 12.7549(34) _cell_angle_alpha 90.00 _cell_angle_beta 111.44(2) _cell_angle_gamma 90.00 _cell_volume 1687.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 7.4 _cell_measurement_theta_max 13.1 _exptl_crystal_description prismatic _exptl_crystal_colour orange _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 1.263 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.532 _exptl_absorpt_correction_T_max 0.606 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3141 _diffrn_reflns_av_R_equivalents 0.0338 _diffrn_reflns_av_sigmaI/netI 0.0512 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 25.05 _reflns_number_total 2993 _reflns_number_gt 2172 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0684P)^2^+0.0000P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2993 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0589 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1044 _refine_ls_wR_factor_gt 0.0996 _refine_ls_goodness_of_fit_ref 0.904 _refine_ls_restrained_S_all 0.904 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd Pd -0.01540(3) 0.06434(3) 0.36623(3) 0.03227(15) Uani 1 1 d . . . Cl Cl -0.16192(13) -0.05589(13) 0.25385(12) 0.0534(4) Uani 1 1 d . . . N1 N 0.0720(3) 0.2549(4) 0.5091(3) 0.0366(10) Uani 1 1 d . . . N2 N 0.1082(3) 0.1747(3) 0.4526(3) 0.0310(9) Uani 1 1 d . . . N3 N 0.1271(4) 0.0111(3) 0.3189(3) 0.0361(10) Uani 1 1 d . . . C1 C -0.0445(4) 0.2372(4) 0.5058(4) 0.0344(11) Uani 1 1 d . . . C2 C -0.1094(4) 0.1482(4) 0.4381(4) 0.0340(11) Uani 1 1 d . . . C3 C -0.2247(4) 0.1304(5) 0.4341(4) 0.0397(12) Uani 1 1 d . . . H3A H -0.2688 0.0700 0.3920 0.048 Uiso 1 1 calc R . . C4 C -0.2746(5) 0.2005(5) 0.4916(4) 0.0472(14) Uani 1 1 d . . . H4A H -0.3526 0.1889 0.4857 0.057 Uiso 1 1 calc R . . C5 C -0.2084(5) 0.2889(6) 0.5585(5) 0.0515(15) Uani 1 1 d . . . H5A H -0.2415 0.3363 0.5976 0.062 Uiso 1 1 calc R . . C6 C -0.0932(5) 0.3049(5) 0.5657(4) 0.0426(13) Uani 1 1 d . . . H6A H -0.0477 0.3624 0.6117 0.051 Uiso 1 1 calc R . . C7 C 0.2147(4) 0.1643(4) 0.4491(4) 0.0318(11) Uani 1 1 d . . . C8 C 0.2264(4) 0.0726(4) 0.3738(4) 0.0343(11) Uani 1 1 d . . . C9 C 0.3326(5) 0.0493(4) 0.3604(5) 0.0436(13) Uani 1 1 d . . . H9A H 0.4006 0.0908 0.3996 0.052 Uiso 1 1 calc R . . C10 C 0.3354(5) -0.0372(5) 0.2872(5) 0.0463(14) Uani 1 1 d . . . H10A H 0.4050 -0.0523 0.2747 0.056 Uiso 1 1 calc R . . C11 C 0.2361(5) -0.1000(5) 0.2338(5) 0.0465(14) Uani 1 1 d . . . H11A H 0.2375 -0.1596 0.1862 0.056 Uiso 1 1 calc R . . C12 C 0.1339(5) -0.0737(4) 0.2516(4) 0.0407(13) Uani 1 1 d . . . H12A H 0.0663 -0.1169 0.2152 0.049 Uiso 1 1 calc R . . C13 C 0.3225(4) 0.2275(4) 0.5195(4) 0.0329(11) Uani 1 1 d . . . C14 C 0.3824(4) 0.2984(5) 0.4705(4) 0.0407(12) Uani 1 1 d . . . H14A H 0.3536 0.3090 0.3929 0.049 Uiso 1 1 calc R . . C15 C 0.4840(5) 0.3525(5) 0.5372(5) 0.0488(15) Uani 1 1 d . . . H15A H 0.5235 0.4001 0.5042 0.059 Uiso 1 1 calc R . . C16 C 0.5290(5) 0.3377(5) 0.6524(5) 0.0565(17) Uani 1 1 d . . . H16A H 0.5986 0.3742 0.6967 0.068 Uiso 1 1 calc R . . C17 C 0.4699(5) 0.2684(6) 0.7007(5) 0.0541(16) Uani 1 1 d . . . H17A H 0.4995 0.2584 0.7785 0.065 Uiso 1 1 calc R . . C18 C 0.3670(5) 0.2132(5) 0.6359(4) 0.0417(13) Uani 1 1 d . . . H18A H 0.3275 0.1666 0.6698 0.050 Uiso 1 1 calc R . . C19 C 0.1304(5) 0.3650(5) 0.5400(5) 0.0525(16) Uani 1 1 d . . . H19A H 0.2087 0.3606 0.5380 0.079 Uiso 1 1 calc R . . H19B H 0.1355 0.3849 0.6147 0.079 Uiso 1 1 calc R . . H19C H 0.0855 0.4220 0.4878 0.079 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd 0.0294(2) 0.0323(2) 0.0278(2) -0.00161(18) 0.00181(15) -0.00276(18) Cl 0.0471(8) 0.0594(9) 0.0438(7) -0.0143(7) 0.0049(6) -0.0215(7) N1 0.036(2) 0.034(2) 0.036(2) -0.0083(19) 0.0083(19) 0.0025(19) N2 0.027(2) 0.031(2) 0.030(2) -0.0065(18) 0.0043(17) -0.0014(17) N3 0.043(2) 0.031(2) 0.025(2) -0.0049(18) 0.0014(18) -0.003(2) C1 0.030(2) 0.038(3) 0.030(2) 0.002(2) 0.006(2) 0.005(2) C2 0.033(3) 0.037(3) 0.028(2) 0.008(2) 0.006(2) 0.004(2) C3 0.032(3) 0.046(3) 0.034(3) 0.006(2) 0.004(2) 0.001(2) C4 0.031(3) 0.064(4) 0.045(3) 0.012(3) 0.013(2) 0.006(3) C5 0.044(3) 0.070(4) 0.041(3) 0.002(3) 0.016(3) 0.014(3) C6 0.040(3) 0.049(3) 0.035(3) -0.001(3) 0.009(2) 0.006(3) C7 0.032(3) 0.030(3) 0.027(2) -0.001(2) 0.003(2) 0.000(2) C8 0.035(3) 0.031(3) 0.032(2) 0.002(2) 0.006(2) -0.002(2) C9 0.039(3) 0.037(3) 0.052(3) -0.005(3) 0.013(3) 0.000(2) C10 0.049(3) 0.043(3) 0.049(3) -0.005(3) 0.021(3) 0.009(3) C11 0.060(4) 0.035(3) 0.043(3) -0.004(2) 0.017(3) 0.007(3) C12 0.051(3) 0.032(3) 0.034(3) -0.008(2) 0.009(2) -0.002(3) C13 0.026(2) 0.034(3) 0.036(3) -0.005(2) 0.008(2) 0.005(2) C14 0.039(3) 0.040(3) 0.042(3) 0.005(2) 0.013(2) 0.003(2) C15 0.039(3) 0.035(3) 0.072(4) -0.003(3) 0.019(3) -0.005(2) C16 0.031(3) 0.059(4) 0.068(4) -0.026(3) 0.004(3) -0.009(3) C17 0.037(3) 0.075(4) 0.040(3) -0.017(3) 0.001(3) 0.002(3) C18 0.040(3) 0.050(3) 0.031(3) -0.004(2) 0.008(2) -0.003(3) C19 0.044(3) 0.037(3) 0.070(4) -0.018(3) 0.012(3) 0.000(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd C2 1.966(5) . ? Pd N2 1.981(4) . ? Pd N3 2.120(4) . ? Pd Cl 2.3096(15) . ? N1 N2 1.352(5) . ? N1 C1 1.412(6) . ? N1 C19 1.456(6) . ? N2 C7 1.314(6) . ? N3 C12 1.336(6) . ? N3 C8 1.357(6) . ? C1 C6 1.376(7) . ? C1 C2 1.399(7) . ? C2 C3 1.396(7) . ? C3 C4 1.379(8) . ? C4 C5 1.395(8) . ? C5 C6 1.378(7) . ? C7 C8 1.482(7) . ? C7 C13 1.485(6) . ? C8 C9 1.386(7) . ? C9 C10 1.387(7) . ? C10 C11 1.362(8) . ? C11 C12 1.374(8) . ? C13 C18 1.392(6) . ? C13 C14 1.393(7) . ? C14 C15 1.370(7) . ? C15 C16 1.378(8) . ? C16 C17 1.370(8) . ? C17 C18 1.380(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Pd N2 82.13(19) . . ? C2 Pd N3 161.86(18) . . ? N2 Pd N3 79.73(15) . . ? C2 Pd Cl 98.61(15) . . ? N2 Pd Cl 175.72(12) . . ? N3 Pd Cl 99.50(11) . . ? N2 N1 C1 113.4(4) . . ? N2 N1 C19 122.8(4) . . ? C1 N1 C19 121.3(4) . . ? C7 N2 N1 126.6(4) . . ? C7 N2 Pd 118.2(3) . . ? N1 N2 Pd 115.1(3) . . ? C12 N3 C8 118.4(5) . . ? C12 N3 Pd 130.5(4) . . ? C8 N3 Pd 110.9(3) . . ? C6 C1 C2 121.0(5) . . ? C6 C1 N1 121.7(5) . . ? C2 C1 N1 117.3(4) . . ? C3 C2 C1 117.6(5) . . ? C3 C2 Pd 130.6(4) . . ? C1 C2 Pd 111.7(4) . . ? C4 C3 C2 121.3(5) . . ? C3 C4 C5 120.2(5) . . ? C6 C5 C4 118.9(5) . . ? C1 C6 C5 120.9(5) . . ? N2 C7 C8 114.6(4) . . ? N2 C7 C13 126.2(4) . . ? C8 C7 C13 118.9(4) . . ? N3 C8 C9 121.3(5) . . ? N3 C8 C7 116.3(4) . . ? C9 C8 C7 122.4(4) . . ? C8 C9 C10 118.7(5) . . ? C11 C10 C9 119.8(5) . . ? C10 C11 C12 118.7(5) . . ? N3 C12 C11 123.0(5) . . ? C18 C13 C14 119.2(5) . . ? C18 C13 C7 119.8(5) . . ? C14 C13 C7 120.9(4) . . ? C15 C14 C13 119.7(5) . . ? C14 C15 C16 121.3(6) . . ? C17 C16 C15 119.1(5) . . ? C16 C17 C18 121.0(5) . . ? C17 C18 C13 119.7(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 N1 N2 C7 -174.1(5) . . . . ? C19 N1 N2 C7 23.6(7) . . . . ? C1 N1 N2 Pd 6.6(5) . . . . ? C19 N1 N2 Pd -155.8(4) . . . . ? C2 Pd N2 C7 176.2(4) . . . . ? N3 Pd N2 C7 -3.6(4) . . . . ? Cl Pd N2 C7 -83.6(17) . . . . ? C2 Pd N2 N1 -4.4(3) . . . . ? N3 Pd N2 N1 175.8(3) . . . . ? Cl Pd N2 N1 95.8(16) . . . . ? C2 Pd N3 C12 178.2(5) . . . . ? N2 Pd N3 C12 179.0(5) . . . . ? Cl Pd N3 C12 -5.3(4) . . . . ? C2 Pd N3 C8 2.3(7) . . . . ? N2 Pd N3 C8 3.1(3) . . . . ? Cl Pd N3 C8 178.9(3) . . . . ? N2 N1 C1 C6 174.9(4) . . . . ? C19 N1 C1 C6 -22.5(8) . . . . ? N2 N1 C1 C2 -5.7(6) . . . . ? C19 N1 C1 C2 157.0(5) . . . . ? C6 C1 C2 C3 -0.4(7) . . . . ? N1 C1 C2 C3 -179.8(4) . . . . ? C6 C1 C2 Pd -178.6(4) . . . . ? N1 C1 C2 Pd 2.0(6) . . . . ? N2 Pd C2 C3 -176.7(5) . . . . ? N3 Pd C2 C3 -175.8(4) . . . . ? Cl Pd C2 C3 7.6(5) . . . . ? N2 Pd C2 C1 1.2(3) . . . . ? N3 Pd C2 C1 2.1(8) . . . . ? Cl Pd C2 C1 -174.5(3) . . . . ? C1 C2 C3 C4 2.3(7) . . . . ? Pd C2 C3 C4 -179.9(4) . . . . ? C2 C3 C4 C5 -2.3(8) . . . . ? C3 C4 C5 C6 0.3(8) . . . . ? C2 C1 C6 C5 -1.7(8) . . . . ? N1 C1 C6 C5 177.8(5) . . . . ? C4 C5 C6 C1 1.7(8) . . . . ? N1 N2 C7 C8 -176.1(4) . . . . ? Pd N2 C7 C8 3.3(6) . . . . ? N1 N2 C7 C13 9.7(8) . . . . ? Pd N2 C7 C13 -171.0(4) . . . . ? C12 N3 C8 C9 0.5(7) . . . . ? Pd N3 C8 C9 176.9(4) . . . . ? C12 N3 C8 C7 -178.9(4) . . . . ? Pd N3 C8 C7 -2.5(5) . . . . ? N2 C7 C8 N3 -0.3(6) . . . . ? C13 C7 C8 N3 174.4(4) . . . . ? N2 C7 C8 C9 -179.7(5) . . . . ? C13 C7 C8 C9 -5.0(7) . . . . ? N3 C8 C9 C10 1.4(8) . . . . ? C7 C8 C9 C10 -179.3(5) . . . . ? C8 C9 C10 C11 -2.5(8) . . . . ? C9 C10 C11 C12 1.8(8) . . . . ? C8 N3 C12 C11 -1.3(8) . . . . ? Pd N3 C12 C11 -176.9(4) . . . . ? C10 C11 C12 N3 0.2(8) . . . . ? N2 C7 C13 C18 63.1(7) . . . . ? C8 C7 C13 C18 -110.9(5) . . . . ? N2 C7 C13 C14 -119.1(6) . . . . ? C8 C7 C13 C14 66.9(6) . . . . ? C18 C13 C14 C15 0.2(8) . . . . ? C7 C13 C14 C15 -177.6(5) . . . . ? C13 C14 C15 C16 0.4(8) . . . . ? C14 C15 C16 C17 -0.7(9) . . . . ? C15 C16 C17 C18 0.4(9) . . . . ? C16 C17 C18 C13 0.2(9) . . . . ? C14 C13 C18 C17 -0.5(8) . . . . ? C7 C13 C18 C17 177.4(5) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.05 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.085 _refine_diff_density_min -1.321 _refine_diff_density_rms 0.108 data_(3) _database_code_depnum_ccdc_archive 'CCDC 227425' #========================================================================== #===================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2-benzoylpyridine-N-methyl-N-phenylhydrazonepalladium(II) bromide ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H17 Br Cl3 N3 Pd' _chemical_formula_weight 592.03 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 11.0570(21) _cell_length_b 9.0279(22) _cell_length_c 21.7588(61) _cell_angle_alpha 90.00 _cell_angle_beta 103.70(2) _cell_angle_gamma 90.00 _cell_volume 2110.2(9) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 20 _cell_measurement_theta_min 7.6 _cell_measurement_theta_max 13.9 _exptl_crystal_description prismatic _exptl_crystal_colour 'dark orange' _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.864 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 3.164 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.056 _exptl_absorpt_correction_T_max 0.132 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4394 _diffrn_reflns_av_R_equivalents 0.0696 _diffrn_reflns_av_sigmaI/netI 0.0556 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 26.06 _reflns_number_total 4169 _reflns_number_gt 2892 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0963P)^2^+0.0000P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4169 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0813 _refine_ls_R_factor_gt 0.0559 _refine_ls_wR_factor_ref 0.1457 _refine_ls_wR_factor_gt 0.1340 _refine_ls_goodness_of_fit_ref 0.936 _refine_ls_restrained_S_all 0.936 _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 0.62870(4) 0.40894(5) 0.06820(2) 0.03489(17) Uani 1 1 d . . . Br2 Br 0.55720(7) 0.18742(8) 0.11051(4) 0.0538(2) Uani 1 1 d . . . Cl1 Cl 1.0017(3) 0.9986(3) 0.32635(15) 0.0948(9) Uani 1 1 d . . . Cl2 Cl 0.8496(2) 1.1645(3) 0.22312(12) 0.0801(7) Uani 1 1 d . . . Cl3 Cl 0.9832(2) 1.3143(2) 0.33426(12) 0.0735(6) Uani 1 1 d . . . N1 N 0.7149(5) 0.7058(6) 0.0729(3) 0.0397(12) Uani 1 1 d . . . N2 N 0.6982(5) 0.5831(5) 0.0347(2) 0.0363(11) Uani 1 1 d . . . N3 N 0.6450(5) 0.3267(6) -0.0205(3) 0.0396(13) Uani 1 1 d . . . C1 C 0.6789(6) 0.6806(7) 0.1304(3) 0.0376(14) Uani 1 1 d . . . C2 C 0.6322(6) 0.5407(8) 0.1391(3) 0.0438(16) Uani 1 1 d . . . C3 C 0.5983(7) 0.5176(9) 0.1964(3) 0.0523(18) Uani 1 1 d . . . H3A H 0.5701 0.4247 0.2050 0.063 Uiso 1 1 calc R . . C4 C 0.6059(8) 0.6310(10) 0.2410(4) 0.060(2) Uani 1 1 d . . . H4A H 0.5787 0.6147 0.2777 0.072 Uiso 1 1 calc R . . C5 C 0.6531(8) 0.7647(10) 0.2305(3) 0.059(2) Uani 1 1 d . . . H5A H 0.6591 0.8395 0.2605 0.071 Uiso 1 1 calc R . . C6 C 0.6927(7) 0.7913(8) 0.1756(4) 0.0535(19) Uani 1 1 d . . . H6A H 0.7277 0.8819 0.1692 0.064 Uiso 1 1 calc R . . C7 C 0.7359(6) 0.5700(7) -0.0173(3) 0.0356(14) Uani 1 1 d . . . C8 C 0.6992(6) 0.4292(7) -0.0508(3) 0.0389(14) Uani 1 1 d . . . C9 C 0.7185(7) 0.3992(7) -0.1103(4) 0.0472(16) Uani 1 1 d . . . H9A H 0.7566 0.4685 -0.1312 0.057 Uiso 1 1 calc R . . C10 C 0.6797(7) 0.2635(8) -0.1381(4) 0.0548(19) Uani 1 1 d . . . H10A H 0.6907 0.2415 -0.1782 0.066 Uiso 1 1 calc R . . C11 C 0.6259(7) 0.1635(8) -0.1068(4) 0.0543(19) Uani 1 1 d . . . H11A H 0.6010 0.0717 -0.1248 0.065 Uiso 1 1 calc R . . C12 C 0.6087(7) 0.1979(7) -0.0493(4) 0.0455(17) Uani 1 1 d . . . H12A H 0.5698 0.1289 -0.0287 0.055 Uiso 1 1 calc R . . C13 C 0.8210(6) 0.6716(7) -0.0398(3) 0.0363(14) Uani 1 1 d . . . C14 C 0.9407(6) 0.6861(8) -0.0032(4) 0.0478(17) Uani 1 1 d . . . H14A H 0.9648 0.6363 0.0351 0.057 Uiso 1 1 calc R . . C15 C 1.0249(7) 0.7757(9) -0.0242(4) 0.062(2) Uani 1 1 d . . . H15A H 1.1056 0.7858 0.0004 0.074 Uiso 1 1 calc R . . C16 C 0.9900(8) 0.8495(9) -0.0809(4) 0.061(2) Uani 1 1 d . . . H16A H 1.0472 0.9081 -0.0951 0.073 Uiso 1 1 calc R . . C17 C 0.8709(7) 0.8361(9) -0.1162(4) 0.0549(19) Uani 1 1 d . . . H17A H 0.8468 0.8871 -0.1543 0.066 Uiso 1 1 calc R . . C18 C 0.7866(7) 0.7489(8) -0.0964(3) 0.0462(16) Uani 1 1 d . . . H18A H 0.7056 0.7412 -0.1209 0.055 Uiso 1 1 calc R . . C19 C 0.7178(7) 0.8525(7) 0.0462(3) 0.0441(16) Uani 1 1 d . . . H19A H 0.7445 0.8455 0.0074 0.066 Uiso 1 1 calc R . . H19B H 0.7747 0.9139 0.0755 0.066 Uiso 1 1 calc R . . H19C H 0.6360 0.8952 0.0379 0.066 Uiso 1 1 calc R . . C1S C 0.9860(8) 1.1661(9) 0.2823(4) 0.062(2) Uani 1 1 d . . . H1SA H 1.0573 1.1775 0.2633 0.075 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 0.0339(3) 0.0370(3) 0.0341(3) -0.0001(2) 0.00875(19) -0.0025(2) Br2 0.0598(5) 0.0479(4) 0.0571(5) 0.0053(3) 0.0209(4) -0.0094(3) Cl1 0.114(2) 0.0690(15) 0.098(2) -0.0038(14) 0.0189(17) 0.0175(14) Cl2 0.0820(16) 0.0853(15) 0.0658(15) -0.0166(12) 0.0029(12) -0.0164(13) Cl3 0.0742(15) 0.0680(13) 0.0740(15) -0.0211(11) 0.0091(12) -0.0072(11) N1 0.046(3) 0.037(3) 0.036(3) -0.003(2) 0.009(2) -0.003(2) N2 0.044(3) 0.032(3) 0.034(3) 0.000(2) 0.013(2) 0.006(2) N3 0.040(3) 0.038(3) 0.042(3) -0.004(2) 0.014(3) -0.004(2) C1 0.042(4) 0.045(4) 0.025(3) -0.001(3) 0.005(3) 0.002(3) C2 0.029(3) 0.056(4) 0.046(4) 0.005(3) 0.008(3) 0.003(3) C3 0.061(5) 0.061(4) 0.036(4) 0.004(3) 0.012(3) -0.002(4) C4 0.072(5) 0.078(6) 0.031(4) 0.002(4) 0.014(4) 0.000(4) C5 0.076(6) 0.068(5) 0.029(4) -0.011(4) 0.005(4) 0.001(4) C6 0.060(5) 0.049(4) 0.048(5) -0.007(4) 0.007(4) -0.001(4) C7 0.041(3) 0.037(3) 0.027(3) 0.000(3) 0.004(3) -0.005(3) C8 0.034(3) 0.040(3) 0.043(4) -0.005(3) 0.010(3) 0.000(3) C9 0.053(4) 0.042(4) 0.050(4) -0.003(3) 0.019(3) -0.003(3) C10 0.061(5) 0.057(4) 0.049(4) -0.022(4) 0.019(4) -0.006(4) C11 0.054(4) 0.048(4) 0.061(5) -0.020(4) 0.015(4) -0.015(3) C12 0.048(4) 0.038(3) 0.054(4) -0.010(3) 0.019(3) -0.009(3) C13 0.041(3) 0.038(3) 0.028(3) -0.004(3) 0.004(3) -0.006(3) C14 0.046(4) 0.047(4) 0.047(4) 0.008(3) 0.005(3) 0.001(3) C15 0.042(4) 0.060(5) 0.081(6) 0.013(5) 0.010(4) -0.004(4) C16 0.054(5) 0.056(4) 0.077(6) 0.008(4) 0.024(4) -0.018(4) C17 0.061(5) 0.059(4) 0.045(4) 0.009(4) 0.012(4) -0.013(4) C18 0.047(4) 0.050(4) 0.040(4) 0.004(3) 0.009(3) -0.007(3) C19 0.047(4) 0.041(3) 0.045(4) -0.002(3) 0.012(3) -0.004(3) C1S 0.053(5) 0.073(5) 0.059(5) -0.018(4) 0.011(4) -0.007(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C2 1.940(7) . ? Pd1 N2 1.964(5) . ? Pd1 N3 2.115(5) . ? Pd1 Br2 2.4118(9) . ? Cl1 C1S 1.776(10) . ? Cl2 C1S 1.736(9) . ? Cl3 C1S 1.756(8) . ? N1 N2 1.371(7) . ? N1 C1 1.419(8) . ? N1 C19 1.450(8) . ? N2 C7 1.300(8) . ? N3 C12 1.337(8) . ? N3 C8 1.356(8) . ? C1 C6 1.384(9) . ? C1 C2 1.394(9) . ? C2 C3 1.401(10) . ? C3 C4 1.399(11) . ? C4 C5 1.355(12) . ? C5 C6 1.388(10) . ? C7 C8 1.474(9) . ? C7 C13 1.479(9) . ? C8 C9 1.389(10) . ? C9 C10 1.388(10) . ? C10 C11 1.351(11) . ? C11 C12 1.345(10) . ? C13 C14 1.379(9) . ? C13 C18 1.387(9) . ? C14 C15 1.389(10) . ? C15 C16 1.376(12) . ? C16 C17 1.364(11) . ? C17 C18 1.367(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 C2 Pd1 N3 161.9(3) . . ? N2 Pd1 N3 79.5(2) . . ? C2 Pd1 Br2 98.7(2) . . ? N2 Pd1 Br2 176.08(15) . . ? N3 Pd1 Br2 99.41(14) . . ? N2 N1 C1 112.3(5) . . ? N2 N1 C19 120.5(5) . . ? C1 N1 C19 122.5(5) . . ? C7 N2 N1 125.2(5) . . ? C7 N2 Pd1 119.0(4) . . ? N1 N2 Pd1 115.5(4) . . ? C12 N3 C8 118.9(6) . . ? C12 N3 Pd1 130.8(5) . . ? C8 N3 Pd1 110.3(4) . . ? C6 C1 C2 122.7(6) . . ? C6 C1 N1 120.3(6) . . ? C2 C1 N1 117.0(6) . . ? C1 C2 C3 116.1(7) . . ? C1 C2 Pd1 112.8(5) . . ? C3 C2 Pd1 131.1(6) . . ? C4 C3 C2 121.6(7) . . ? C5 C4 C3 119.8(7) . . ? C4 C5 C6 120.7(7) . . ? C1 C6 C5 118.9(7) . . ? N2 C7 C8 113.7(6) . . ? N2 C7 C13 126.3(6) . . ? C8 C7 C13 119.6(6) . . ? N3 C8 C9 120.2(6) . . ? N3 C8 C7 116.7(6) . . ? C9 C8 C7 123.0(6) . . ? C10 C9 C8 118.6(7) . . ? C11 C10 C9 119.8(7) . . ? C12 C11 C10 119.4(7) . . ? N3 C12 C11 123.0(7) . . ? C14 C13 C18 119.3(6) . . ? C14 C13 C7 117.8(6) . . ? C18 C13 C7 122.9(6) . . ? C13 C14 C15 119.5(7) . . ? C16 C15 C14 120.6(7) . . ? C17 C16 C15 119.4(7) . . ? C16 C17 C18 120.9(7) . . ? C17 C18 C13 120.4(7) . . ? Cl2 C1S Cl3 109.9(5) . . ? Cl2 C1S Cl1 110.5(5) . . ? Cl3 C1S Cl1 108.4(5) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 N1 N2 C7 -172.1(6) . . . . ? C19 N1 N2 C7 31.5(9) . . . . ? C1 N1 N2 Pd1 0.7(6) . . . . ? C19 N1 N2 Pd1 -155.8(5) . . . . ? C2 Pd1 N2 C7 172.9(5) . . . . ? N3 Pd1 N2 C7 -8.2(5) . . . . ? Br2 Pd1 N2 C7 66(2) . . . . ? C2 Pd1 N2 N1 -0.3(4) . . . . ? N3 Pd1 N2 N1 178.6(5) . . . . ? Br2 Pd1 N2 N1 -108(2) . . . . ? C2 Pd1 N3 C12 -171.2(7) . . . . ? N2 Pd1 N3 C12 -174.6(6) . . . . ? Br2 Pd1 N3 C12 9.2(6) . . . . ? C2 Pd1 N3 C8 7.0(10) . . . . ? N2 Pd1 N3 C8 3.5(4) . . . . ? Br2 Pd1 N3 C8 -172.7(4) . . . . ? N2 N1 C1 C6 178.2(6) . . . . ? C19 N1 C1 C6 -25.9(10) . . . . ? N2 N1 C1 C2 -0.8(8) . . . . ? C19 N1 C1 C2 155.1(6) . . . . ? C6 C1 C2 C3 0.5(10) . . . . ? N1 C1 C2 C3 179.4(6) . . . . ? C6 C1 C2 Pd1 -178.4(6) . . . . ? N1 C1 C2 Pd1 0.5(7) . . . . ? N2 Pd1 C2 C1 -0.1(5) . . . . ? N3 Pd1 C2 C1 -3.5(11) . . . . ? Br2 Pd1 C2 C1 176.1(4) . . . . ? N2 Pd1 C2 C3 -178.8(7) . . . . ? N3 Pd1 C2 C3 177.8(6) . . . . ? Br2 Pd1 C2 C3 -2.6(7) . . . . ? C1 C2 C3 C4 2.8(11) . . . . ? Pd1 C2 C3 C4 -178.5(6) . . . . ? C2 C3 C4 C5 -3.5(12) . . . . ? C3 C4 C5 C6 0.8(13) . . . . ? C2 C1 C6 C5 -3.0(11) . . . . ? N1 C1 C6 C5 178.1(7) . . . . ? C4 C5 C6 C1 2.3(12) . . . . ? N1 N2 C7 C8 -176.7(5) . . . . ? Pd1 N2 C7 C8 10.7(7) . . . . ? N1 N2 C7 C13 11.1(10) . . . . ? Pd1 N2 C7 C13 -161.5(5) . . . . ? C12 N3 C8 C9 -1.1(10) . . . . ? Pd1 N3 C8 C9 -179.5(5) . . . . ? C12 N3 C8 C7 179.2(6) . . . . ? Pd1 N3 C8 C7 0.8(7) . . . . ? N2 C7 C8 N3 -7.2(8) . . . . ? C13 C7 C8 N3 165.6(6) . . . . ? N2 C7 C8 C9 173.1(6) . . . . ? C13 C7 C8 C9 -14.1(10) . . . . ? N3 C8 C9 C10 0.8(10) . . . . ? C7 C8 C9 C10 -179.5(7) . . . . ? C8 C9 C10 C11 -0.8(12) . . . . ? C9 C10 C11 C12 1.1(12) . . . . ? C8 N3 C12 C11 1.5(11) . . . . ? Pd1 N3 C12 C11 179.5(6) . . . . ? C10 C11 C12 N3 -1.5(12) . . . . ? N2 C7 C13 C14 62.8(9) . . . . ? C8 C7 C13 C14 -109.0(7) . . . . ? N2 C7 C13 C18 -119.0(7) . . . . ? C8 C7 C13 C18 69.2(9) . . . . ? C18 C13 C14 C15 -1.1(11) . . . . ? C7 C13 C14 C15 177.3(7) . . . . ? C13 C14 C15 C16 -0.1(12) . . . . ? C14 C15 C16 C17 1.1(13) . . . . ? C15 C16 C17 C18 -0.9(13) . . . . ? C16 C17 C18 C13 -0.3(12) . . . . ? C14 C13 C18 C17 1.2(11) . . . . ? C7 C13 C18 C17 -177.0(7) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.06 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.222 _refine_diff_density_min -1.239 _refine_diff_density_rms 0.163 data_(4) _database_code_depnum_ccdc_archive 'CCDC 227426' #========================================================================== #===================================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2-benzoylpyridine-N-methyl-N-phenylhydrazonepalladium(II) bromide ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H17 Cl3 I N3 Pd' _chemical_formula_weight 639.02 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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 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 9.0814(20) _cell_length_b 16.5373(40) _cell_length_c 14.7199(47) _cell_angle_alpha 90.00 _cell_angle_beta 95.20(2) _cell_angle_gamma 90.00 _cell_volume 2201.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prismatic _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.928 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 2.621 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.096 _exptl_absorpt_correction_T_max 0.133 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3723 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0563 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 24.05 _reflns_number_total 3480 _reflns_number_gt 2377 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0433P)^2^+0.0000P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3480 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0592 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0807 _refine_ls_wR_factor_gt 0.0756 _refine_ls_goodness_of_fit_ref 0.871 _refine_ls_restrained_S_all 0.871 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd Pd 0.07930(5) 0.07990(3) 0.08474(3) 0.03891(14) Uani 1 1 d . . . I1 I 0.30361(5) 0.14026(3) 0.01375(3) 0.05465(15) Uani 1 1 d . . . N1 N -0.2007(5) 0.0860(3) 0.1560(3) 0.0481(13) Uani 1 1 d . . . N2 N -0.0817(5) 0.0362(3) 0.1513(3) 0.0381(11) Uani 1 1 d . . . N3 N 0.1590(5) -0.0379(3) 0.1162(3) 0.0413(12) Uani 1 1 d . . . C1 C -0.1819(7) 0.1616(4) 0.1151(4) 0.0428(15) Uani 1 1 d . . . C2 C -0.0480(7) 0.1766(4) 0.0759(4) 0.0446(15) Uani 1 1 d . . . C3 C -0.0279(8) 0.2521(4) 0.0400(4) 0.0571(18) Uani 1 1 d . . . H3A H 0.0612 0.2642 0.0165 0.068 Uiso 1 1 calc R . . C4 C -0.1385(9) 0.3112(4) 0.0380(5) 0.069(2) Uani 1 1 d . . . H4A H -0.1236 0.3615 0.0120 0.083 Uiso 1 1 calc R . . C5 C -0.2688(8) 0.2949(4) 0.0744(5) 0.0592(19) Uani 1 1 d . . . H5A H -0.3423 0.3341 0.0732 0.071 Uiso 1 1 calc R . . C6 C -0.2910(8) 0.2201(4) 0.1131(5) 0.0566(18) Uani 1 1 d . . . H6A H -0.3796 0.2092 0.1378 0.068 Uiso 1 1 calc R . . C7 C -0.0634(7) -0.0332(4) 0.1922(4) 0.0405(14) Uani 1 1 d . . . C8 C 0.0683(6) -0.0777(4) 0.1692(4) 0.0429(15) Uani 1 1 d . . . C9 C 0.1031(7) -0.1553(4) 0.1998(4) 0.0522(17) Uani 1 1 d . . . H9A H 0.0418 -0.1819 0.2374 0.063 Uiso 1 1 calc R . . C10 C 0.2270(8) -0.1925(5) 0.1748(5) 0.067(2) Uani 1 1 d . . . H10A H 0.2505 -0.2446 0.1947 0.081 Uiso 1 1 calc R . . C11 C 0.3157(8) -0.1526(4) 0.1205(5) 0.0598(19) Uani 1 1 d . . . H11A H 0.3994 -0.1775 0.1015 0.072 Uiso 1 1 calc R . . C12 C 0.2801(7) -0.0752(4) 0.0940(4) 0.0463(15) Uani 1 1 d . . . H12A H 0.3437 -0.0474 0.0589 0.056 Uiso 1 1 calc R . . C13 C -0.1518(6) -0.0634(4) 0.2655(4) 0.0424(15) Uani 1 1 d . . . C14 C -0.2353(7) -0.1325(4) 0.2579(5) 0.0585(18) Uani 1 1 d . . . H14A H -0.2401 -0.1627 0.2044 0.070 Uiso 1 1 calc R . . C15 C -0.3117(9) -0.1571(5) 0.3289(5) 0.074(2) Uani 1 1 d . . . H15A H -0.3682 -0.2040 0.3231 0.088 Uiso 1 1 calc R . . C16 C -0.3063(9) -0.1139(5) 0.4080(5) 0.075(2) Uani 1 1 d . . . H16A H -0.3581 -0.1312 0.4561 0.090 Uiso 1 1 calc R . . C17 C -0.2244(10) -0.0453(5) 0.4157(5) 0.078(2) Uani 1 1 d . . . H17A H -0.2202 -0.0155 0.4695 0.094 Uiso 1 1 calc R . . C18 C -0.1482(9) -0.0195(4) 0.3454(5) 0.065(2) Uani 1 1 d . . . H18A H -0.0935 0.0281 0.3513 0.078 Uiso 1 1 calc R . . C19 C -0.3462(6) 0.0526(4) 0.1653(5) 0.0539(18) Uani 1 1 d . . . H19A H -0.3363 0.0009 0.1947 0.081 Uiso 1 1 calc R . . H19B H -0.3983 0.0464 0.1060 0.081 Uiso 1 1 calc R . . H19C H -0.4004 0.0885 0.2013 0.081 Uiso 1 1 calc R . . C1S C 0.3043(9) 0.1125(4) 0.3003(5) 0.071(2) Uani 1 1 d . . . H1SA H 0.2980 0.1156 0.2336 0.085 Uiso 1 1 calc R . . Cl1 Cl 0.1443(3) 0.15384(14) 0.33705(17) 0.0945(7) Uani 1 1 d . . . Cl2 Cl 0.3230(3) 0.01177(12) 0.33200(16) 0.0981(8) Uani 1 1 d . . . Cl3 Cl 0.4570(3) 0.16813(16) 0.34423(18) 0.1055(9) 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 Pd 0.0378(3) 0.0432(3) 0.0358(2) 0.0049(2) 0.0036(2) 0.0012(2) I1 0.0484(3) 0.0622(3) 0.0546(3) 0.0075(2) 0.0119(2) -0.0039(2) N1 0.043(3) 0.044(3) 0.059(3) 0.008(3) 0.012(3) 0.008(3) N2 0.039(3) 0.037(3) 0.038(3) 0.003(2) 0.003(2) -0.001(2) N3 0.043(3) 0.043(3) 0.036(3) 0.003(2) -0.001(2) 0.005(3) C1 0.040(4) 0.046(4) 0.042(4) 0.001(3) 0.001(3) 0.002(3) C2 0.043(4) 0.042(4) 0.046(4) 0.004(3) -0.008(3) 0.001(3) C3 0.054(4) 0.059(4) 0.058(4) 0.012(4) 0.004(4) 0.005(4) C4 0.077(6) 0.050(4) 0.079(5) 0.016(4) -0.002(5) 0.000(4) C5 0.059(5) 0.042(4) 0.075(5) -0.004(4) -0.004(4) 0.012(4) C6 0.055(4) 0.053(4) 0.061(4) -0.008(4) 0.000(4) 0.004(4) C7 0.042(4) 0.042(4) 0.038(3) -0.001(3) 0.007(3) -0.003(3) C8 0.043(4) 0.045(4) 0.040(3) 0.007(3) 0.003(3) 0.002(3) C9 0.056(4) 0.048(4) 0.053(4) 0.011(3) 0.006(3) 0.009(4) C10 0.079(5) 0.059(5) 0.065(5) 0.011(4) 0.009(4) 0.019(4) C11 0.066(5) 0.059(5) 0.056(4) 0.003(4) 0.012(4) 0.025(4) C12 0.045(4) 0.053(4) 0.042(3) 0.006(3) 0.011(3) 0.009(3) C13 0.039(3) 0.050(4) 0.039(3) 0.005(3) 0.006(3) 0.003(3) C14 0.062(4) 0.059(5) 0.055(4) 0.003(4) 0.009(4) -0.012(4) C15 0.081(6) 0.067(5) 0.074(6) 0.020(4) 0.008(5) -0.019(4) C16 0.079(6) 0.092(6) 0.057(5) 0.020(5) 0.028(4) -0.007(5) C17 0.100(7) 0.092(6) 0.046(4) -0.005(4) 0.022(5) -0.008(6) C18 0.082(5) 0.058(5) 0.058(5) 0.005(4) 0.016(4) -0.010(4) C19 0.037(4) 0.058(4) 0.069(5) 0.012(4) 0.017(3) 0.003(3) C1S 0.094(6) 0.071(5) 0.049(4) -0.006(4) 0.009(4) -0.026(5) Cl1 0.0888(16) 0.0898(16) 0.1056(18) -0.0102(14) 0.0121(14) -0.0040(13) Cl2 0.147(2) 0.0596(12) 0.0861(15) -0.0073(11) 0.0018(15) -0.0069(14) Cl3 0.0933(17) 0.1060(18) 0.121(2) -0.0389(15) 0.0302(15) -0.0432(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 Pd N2 1.970(5) . ? Pd C2 1.970(6) . ? Pd N3 2.114(5) . ? Pd I1 2.5736(8) . ? N1 N2 1.366(6) . ? N1 C1 1.405(7) . ? N1 C19 1.450(7) . ? N2 C7 1.300(7) . ? N3 C12 1.327(7) . ? N3 C8 1.355(7) . ? C1 C6 1.384(8) . ? C1 C2 1.413(8) . ? C2 C3 1.375(8) . ? C3 C4 1.401(9) . ? C4 C5 1.369(10) . ? C5 C6 1.383(9) . ? C7 C8 1.469(8) . ? C7 C13 1.488(8) . ? C8 C9 1.387(8) . ? C9 C10 1.362(9) . ? C10 C11 1.356(9) . ? C11 C12 1.369(9) . ? C13 C14 1.370(8) . ? C13 C18 1.381(9) . ? C14 C15 1.367(9) . ? C15 C16 1.364(10) . ? C16 C17 1.356(10) . ? C17 C18 1.365(10) . ? C1S Cl2 1.733(8) . ? C1S Cl1 1.736(8) . ? C1S Cl3 1.740(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pd C2 82.7(2) . . ? N2 Pd N3 78.92(19) . . ? C2 Pd N3 161.6(2) . . ? N2 Pd I1 174.15(13) . . ? C2 Pd I1 98.05(18) . . ? N3 Pd I1 100.28(14) . . ? N2 N1 C1 112.8(5) . . ? N2 N1 C19 120.5(5) . . ? C1 N1 C19 121.8(5) . . ? C7 N2 N1 125.3(5) . . ? C7 N2 Pd 119.0(4) . . ? N1 N2 Pd 115.5(3) . . ? C12 N3 C8 118.4(5) . . ? C12 N3 Pd 130.5(4) . . ? C8 N3 Pd 111.1(4) . . ? C6 C1 N1 121.1(6) . . ? C6 C1 C2 120.6(6) . . ? N1 C1 C2 118.2(5) . . ? C3 C2 C1 117.7(6) . . ? C3 C2 Pd 131.6(5) . . ? C1 C2 Pd 110.6(4) . . ? C2 C3 C4 121.5(7) . . ? C5 C4 C3 119.8(7) . . ? C4 C5 C6 120.1(7) . . ? C5 C6 C1 120.2(7) . . ? N2 C7 C8 114.0(5) . . ? N2 C7 C13 125.2(5) . . ? C8 C7 C13 120.2(5) . . ? N3 C8 C9 120.3(6) . . ? N3 C8 C7 116.1(5) . . ? C9 C8 C7 123.6(6) . . ? C10 C9 C8 119.9(6) . . ? C11 C10 C9 119.3(7) . . ? C10 C11 C12 119.0(6) . . ? N3 C12 C11 123.0(6) . . ? C14 C13 C18 118.6(6) . . ? C14 C13 C7 123.5(6) . . ? C18 C13 C7 117.9(6) . . ? C15 C14 C13 120.1(7) . . ? C16 C15 C14 121.1(7) . . ? C17 C16 C15 119.1(7) . . ? C16 C17 C18 120.7(7) . . ? C17 C18 C13 120.5(7) . . ? Cl2 C1S Cl1 111.0(4) . . ? Cl2 C1S Cl3 110.7(5) . . ? Cl1 C1S Cl3 109.7(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 N1 N2 C7 172.0(5) . . . . ? C19 N1 N2 C7 -32.4(8) . . . . ? C1 N1 N2 Pd -2.7(6) . . . . ? C19 N1 N2 Pd 152.8(4) . . . . ? C2 Pd N2 C7 -171.7(5) . . . . ? N3 Pd N2 C7 8.6(4) . . . . ? I1 Pd N2 C7 -74.0(15) . . . . ? C2 Pd N2 N1 3.4(4) . . . . ? N3 Pd N2 N1 -176.3(4) . . . . ? I1 Pd N2 N1 101.0(14) . . . . ? N2 Pd N3 C12 176.9(5) . . . . ? C2 Pd N3 C12 176.0(6) . . . . ? I1 Pd N3 C12 -9.0(5) . . . . ? N2 Pd N3 C8 -4.6(4) . . . . ? C2 Pd N3 C8 -5.5(9) . . . . ? I1 Pd N3 C8 169.5(4) . . . . ? N2 N1 C1 C6 179.9(5) . . . . ? C19 N1 C1 C6 24.8(9) . . . . ? N2 N1 C1 C2 -0.2(8) . . . . ? C19 N1 C1 C2 -155.4(6) . . . . ? C6 C1 C2 C3 3.0(9) . . . . ? N1 C1 C2 C3 -176.9(6) . . . . ? C6 C1 C2 Pd -177.3(5) . . . . ? N1 C1 C2 Pd 2.9(7) . . . . ? N2 Pd C2 C3 176.5(7) . . . . ? N3 Pd C2 C3 177.4(5) . . . . ? I1 Pd C2 C3 2.4(6) . . . . ? N2 Pd C2 C1 -3.3(4) . . . . ? N3 Pd C2 C1 -2.3(10) . . . . ? I1 Pd C2 C1 -177.4(4) . . . . ? C1 C2 C3 C4 -3.0(10) . . . . ? Pd C2 C3 C4 177.2(5) . . . . ? C2 C3 C4 C5 1.6(11) . . . . ? C3 C4 C5 C6 0.0(11) . . . . ? C4 C5 C6 C1 0.0(10) . . . . ? N1 C1 C6 C5 178.4(6) . . . . ? C2 C1 C6 C5 -1.5(10) . . . . ? N1 N2 C7 C8 174.9(5) . . . . ? Pd N2 C7 C8 -10.5(7) . . . . ? N1 N2 C7 C13 -13.0(9) . . . . ? Pd N2 C7 C13 161.6(5) . . . . ? C12 N3 C8 C9 0.6(8) . . . . ? Pd N3 C8 C9 -178.1(5) . . . . ? C12 N3 C8 C7 179.5(5) . . . . ? Pd N3 C8 C7 0.8(6) . . . . ? N2 C7 C8 N3 6.0(8) . . . . ? C13 C7 C8 N3 -166.6(5) . . . . ? N2 C7 C8 C9 -175.2(6) . . . . ? C13 C7 C8 C9 12.3(9) . . . . ? N3 C8 C9 C10 -1.6(10) . . . . ? C7 C8 C9 C10 179.6(6) . . . . ? C8 C9 C10 C11 0.5(11) . . . . ? C9 C10 C11 C12 1.6(11) . . . . ? C8 N3 C12 C11 1.6(9) . . . . ? Pd N3 C12 C11 179.9(5) . . . . ? C10 C11 C12 N3 -2.7(10) . . . . ? N2 C7 C13 C14 119.3(7) . . . . ? C8 C7 C13 C14 -69.0(8) . . . . ? N2 C7 C13 C18 -61.1(9) . . . . ? C8 C7 C13 C18 110.5(7) . . . . ? C18 C13 C14 C15 -0.7(10) . . . . ? C7 C13 C14 C15 178.9(6) . . . . ? C13 C14 C15 C16 -0.1(12) . . . . ? C14 C15 C16 C17 0.4(13) . . . . ? C15 C16 C17 C18 0.0(13) . . . . ? C16 C17 C18 C13 -0.8(12) . . . . ? C14 C13 C18 C17 1.1(11) . . . . ? C7 C13 C18 C17 -178.5(7) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.05 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.528 _refine_diff_density_min -0.624 _refine_diff_density_rms 0.094 #========END