data_l _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H19 B F4 N4 O2 Pd' _chemical_formula_weight 468.54 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'B' 'B' 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 25.328(5) _cell_length_b 6.6951(13) _cell_length_c 10.795(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1830.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.700 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 1.068 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.215 _exptl_absorpt_correction_T_max 0.291 _exptl_absorpt_process_details 'sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11933 _diffrn_reflns_av_R_equivalents 0.0573 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 26.76 _reflns_number_total 2076 _reflns_number_gt 1847 _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^)+(0.0516P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0040(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2076 _refine_ls_number_parameters 193 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0455 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1010 _refine_ls_wR_factor_gt 0.0989 _refine_ls_goodness_of_fit_ref 1.345 _refine_ls_restrained_S_all 1.342 _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 B B 0.7970(3) 0.7500 0.5625(6) 0.0487(16) Uani 1 2 d S . . C1 C 1.1670(2) 0.2500 -0.1426(5) 0.0400(13) Uani 1 2 d S . . C2 C 1.10798(17) 0.2500 0.0302(4) 0.0250(9) Uani 1 2 d S . . C3 C 1.06304(15) 0.2500 -0.0420(5) 0.0259(10) Uani 1 2 d S . . H3 H 1.0657 0.2500 -0.1279 0.031 Uiso 1 2 calc SR . . C4 C 1.01423(17) 0.2500 0.0141(4) 0.0278(10) Uani 1 2 d S . . H4 H 0.9844 0.2500 -0.0363 0.033 Uiso 1 2 calc SR . . C5 C 1.00701(15) 0.2500 0.1414(4) 0.0195(8) Uani 1 2 d S . . C6 C 1.05302(18) 0.2500 0.2130(4) 0.0228(9) Uani 1 2 d S . . C7 C 1.10267(16) 0.2500 0.1582(4) 0.0226(9) Uani 1 2 d S . . H7 H 1.1327 0.2500 0.2078 0.027 Uiso 1 2 calc SR . . C8 C 1.01369(17) 0.2500 0.4234(4) 0.0251(9) Uani 1 2 d S . . C9 C 1.0772(2) 0.2500 0.5942(5) 0.0469(15) Uani 1 2 d SD . . C10 C 0.9815(2) 0.2500 0.6360(5) 0.0341(11) Uani 1 2 d SD . . C11 C 0.87021(17) 0.2500 -0.0273(5) 0.0279(10) Uani 1 2 d S . . C12 C 0.83642(19) 0.2500 -0.1359(5) 0.0349(11) Uani 1 2 d SD . . C13 C 0.82026(19) 0.2500 0.3480(4) 0.0325(10) Uani 1 2 d S . . C14 C 0.76825(19) 0.2500 0.4028(6) 0.0405(13) Uani 1 2 d SD . . F1 F 0.79500(13) 0.7500 0.4347(3) 0.0542(9) Uani 1 2 d S . . F2 F 0.82573(15) 0.9112(4) 0.6026(3) 0.0958(12) Uani 1 1 d . . . F3 F 0.74933(17) 0.8216(9) 0.6066(4) 0.073(2) Uani 0.50 1 d P . . H1A H 1.204(3) 0.2500 -0.146(6) 0.061(19) Uiso 1 2 d S . . H9A H 1.069(2) 0.2500 0.6814(18) 0.12(4) Uiso 1 2 d SD . . H10A H 0.9479(11) 0.2500 0.595(4) 0.053(18) Uiso 1 2 d SD . . H12A H 0.8000(7) 0.2500 -0.114(4) 0.052(17) Uiso 1 2 d SD . . H14A H 0.741(2) 0.2500 0.341(5) 0.09(3) Uiso 1 2 d SD . . H1B H 1.1525(14) 0.131(5) -0.179(4) 0.038(10) Uiso 1 1 d . . . H9B H 1.0986(14) 0.135(4) 0.578(3) 0.065(14) Uiso 1 1 d D . . H10B H 0.9836(11) 0.131(3) 0.686(3) 0.031(9) Uiso 1 1 d D . . H12B H 0.8436(13) 0.142(5) -0.191(3) 0.073(16) Uiso 1 1 d D . . H14B H 0.7640(19) 0.135(5) 0.454(4) 0.12(2) Uiso 1 1 d D . . N1 N 1.05423(14) 0.2500 0.3448(4) 0.0237(8) Uani 1 2 d S . . H1 H 1.0851 0.2500 0.3779 0.028 Uiso 1 2 calc SR . . N2 N 1.02393(15) 0.2500 0.5451(4) 0.0309(9) Uani 1 2 d S . . N3 N 0.89804(14) 0.2500 0.0556(4) 0.0289(9) Uani 1 2 d S . . N4 N 0.86080(16) 0.2500 0.3057(4) 0.0304(9) Uani 1 2 d S . . O1 O 1.15893(13) 0.2500 -0.0112(3) 0.0375(9) Uani 1 2 d S . . O2 O 0.96607(12) 0.2500 0.3877(3) 0.0290(7) Uani 1 2 d S . . Pd Pd 0.935908(12) 0.2500 0.21770(3) 0.02396(17) Uani 1 2 d S . . 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 B 0.037(3) 0.072(5) 0.038(4) 0.000 -0.003(3) 0.000 C1 0.033(3) 0.063(4) 0.024(3) 0.000 0.002(2) 0.000 C2 0.023(2) 0.027(2) 0.025(2) 0.000 0.0015(18) 0.000 C3 0.019(2) 0.039(2) 0.020(2) 0.000 -0.0028(17) 0.000 C4 0.022(2) 0.035(2) 0.026(3) 0.000 -0.0079(18) 0.000 C5 0.017(2) 0.0181(18) 0.023(2) 0.000 -0.0021(17) 0.000 C6 0.027(2) 0.023(2) 0.018(2) 0.000 -0.0031(17) 0.000 C7 0.019(2) 0.026(2) 0.023(2) 0.000 -0.0056(18) 0.000 C8 0.029(2) 0.020(2) 0.026(2) 0.000 0.0008(19) 0.000 C9 0.031(3) 0.085(5) 0.025(3) 0.000 -0.004(2) 0.000 C10 0.040(3) 0.034(2) 0.029(3) 0.000 0.006(2) 0.000 C11 0.017(2) 0.030(2) 0.038(3) 0.000 0.001(2) 0.000 C12 0.029(3) 0.037(3) 0.039(3) 0.000 -0.007(2) 0.000 C13 0.026(3) 0.044(3) 0.028(3) 0.000 -0.004(2) 0.000 C14 0.021(3) 0.048(3) 0.053(4) 0.000 0.008(2) 0.000 F1 0.0421(19) 0.087(2) 0.0333(18) 0.000 -0.0116(14) 0.000 F2 0.159(3) 0.0559(18) 0.072(2) -0.0017(14) -0.060(2) -0.0081(18) F3 0.039(3) 0.128(7) 0.053(3) -0.001(3) 0.009(2) 0.011(2) N1 0.0231(19) 0.0281(18) 0.0200(19) 0.000 -0.0041(15) 0.000 N2 0.030(2) 0.044(2) 0.018(2) 0.000 0.0015(16) 0.000 N3 0.0197(19) 0.0283(19) 0.039(2) 0.000 -0.0023(18) 0.000 N4 0.023(2) 0.034(2) 0.034(2) 0.000 -0.0039(17) 0.000 O1 0.0204(16) 0.070(2) 0.0221(18) 0.000 0.0017(13) 0.000 O2 0.0216(17) 0.0413(18) 0.0240(17) 0.000 0.0009(13) 0.000 Pd 0.0181(2) 0.0271(2) 0.0267(2) 0.000 -0.00120(13) 0.000 _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 B F2 1.372(5) . ? B F2 1.372(5) 7_575 ? B F1 1.381(7) . ? B F3 1.384(8) 7_575 ? B F3 1.384(8) . ? C1 O1 1.433(6) . ? C1 H1A 0.93(6) . ? C1 H1B 0.96(4) . ? C2 O1 1.366(5) . ? C2 C3 1.380(6) . ? C2 C7 1.388(6) . ? C3 C4 1.377(6) . ? C3 H3 0.9300 . ? C4 C5 1.387(6) . ? C4 H4 0.9300 . ? C5 C6 1.399(6) . ? C5 Pd 1.980(4) . ? C6 C7 1.390(6) . ? C6 N1 1.422(6) . ? C7 H7 0.9300 . ? C8 O2 1.266(5) . ? C8 N1 1.332(6) . ? C8 N2 1.340(6) . ? C9 N2 1.449(7) . ? C9 H9A 0.961(10) . ? C9 H9B 0.961(10) . ? C10 N2 1.455(6) . ? C10 H10A 0.958(10) . ? C10 H10B 0.961(10) . ? C11 N3 1.139(6) . ? C11 C12 1.451(7) . ? C12 H12A 0.951(10) . ? C12 H12B 0.952(10) . ? C13 N4 1.123(6) . ? C13 C14 1.444(7) . ? C14 H14A 0.956(10) . ? C14 H14B 0.953(10) . ? F3 F3 0.959(12) 7_575 ? N1 H1 0.8600 . ? N3 Pd 1.995(4) . ? N4 Pd 2.127(4) . ? O2 Pd 1.987(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 F2 B F2 103.8(5) . 7_575 ? F2 B F1 109.6(4) . . ? F2 B F1 109.6(4) 7_575 . ? F2 B F3 128.8(5) . 7_575 ? F2 B F3 94.7(4) 7_575 7_575 ? F1 B F3 108.1(5) . 7_575 ? F2 B F3 94.7(4) . . ? F2 B F3 128.8(5) 7_575 . ? F1 B F3 108.1(5) . . ? F3 B F3 40.6(5) 7_575 . ? O1 C1 H1A 100(4) . . ? O1 C1 H1B 110(2) . . ? H1A C1 H1B 112(3) . . ? O1 C2 C3 126.5(4) . . ? O1 C2 C7 114.7(4) . . ? C3 C2 C7 118.9(4) . . ? C4 C3 C2 119.5(5) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 123.7(4) . . ? C3 C4 H4 118.2 . . ? C5 C4 H4 118.2 . . ? C4 C5 C6 116.0(4) . . ? C4 C5 Pd 122.1(3) . . ? C6 C5 Pd 121.9(3) . . ? C7 C6 C5 121.2(4) . . ? C7 C6 N1 114.0(4) . . ? C5 C6 N1 124.8(4) . . ? C2 C7 C6 120.8(4) . . ? C2 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? O2 C8 N1 122.7(4) . . ? O2 C8 N2 118.9(4) . . ? N1 C8 N2 118.4(4) . . ? N2 C9 H9A 100(4) . . ? N2 C9 H9B 117(3) . . ? H9A C9 H9B 107.2(15) . . ? N2 C10 H10A 110(3) . . ? N2 C10 H10B 109.6(19) . . ? H10A C10 H10B 107.9(14) . . ? N3 C11 C12 177.9(5) . . ? C11 C12 H12A 112(3) . . ? C11 C12 H12B 113(3) . . ? H12A C12 H12B 109.7(15) . . ? N4 C13 C14 179.7(5) . . ? C13 C14 H14A 111(4) . . ? C13 C14 H14B 110(3) . . ? H14A C14 H14B 108.9(15) . . ? F3 F3 B 69.7(3) 7_575 . ? C8 N1 C6 128.3(4) . . ? C8 N1 H1 115.8 . . ? C6 N1 H1 115.8 . . ? C8 N2 C9 122.6(4) . . ? C8 N2 C10 121.2(4) . . ? C9 N2 C10 116.2(4) . . ? C11 N3 Pd 170.5(4) . . ? C13 N4 Pd 177.4(4) . . ? C2 O1 C1 117.4(4) . . ? C8 O2 Pd 130.3(3) . . ? C5 Pd O2 91.97(15) . . ? C5 Pd N3 94.16(16) . . ? O2 Pd N3 173.87(14) . . ? C5 Pd N4 178.02(16) . . ? O2 Pd N4 86.05(14) . . ? N3 Pd N4 87.82(15) . . ? 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 O1 C2 C3 C4 180.0 . . . . ? C7 C2 C3 C4 0.0 . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C3 C4 C5 Pd 180.0 . . . . ? C4 C5 C6 C7 0.0 . . . . ? Pd C5 C6 C7 180.0 . . . . ? C4 C5 C6 N1 180.0 . . . . ? Pd C5 C6 N1 0.0 . . . . ? O1 C2 C7 C6 180.0 . . . . ? C3 C2 C7 C6 0.0 . . . . ? C5 C6 C7 C2 0.0 . . . . ? N1 C6 C7 C2 180.0 . . . . ? F2 B F3 F3 -150.7(4) . . . 7_575 ? F2 B F3 F3 -38.8(4) 7_575 . . 7_575 ? F1 B F3 F3 97.0(2) . . . 7_575 ? O2 C8 N1 C6 0.0 . . . . ? N2 C8 N1 C6 180.0 . . . . ? C7 C6 N1 C8 180.0 . . . . ? C5 C6 N1 C8 0.0 . . . . ? O2 C8 N2 C9 180.0 . . . . ? N1 C8 N2 C9 0.0 . . . . ? O2 C8 N2 C10 0.0 . . . . ? N1 C8 N2 C10 180.0 . . . . ? C12 C11 N3 Pd 180.000(3) . . . . ? C14 C13 N4 Pd 180.0(3) . . . . ? C3 C2 O1 C1 0.0 . . . . ? C7 C2 O1 C1 180.0 . . . . ? N1 C8 O2 Pd 0.0 . . . . ? N2 C8 O2 Pd 180.0 . . . . ? C4 C5 Pd O2 180.0 . . . . ? C6 C5 Pd O2 0.0 . . . . ? C4 C5 Pd N3 0.0 . . . . ? C6 C5 Pd N3 180.0 . . . . ? C4 C5 Pd N4 180.000(4) . . . . ? C6 C5 Pd N4 0.000(4) . . . . ? C8 O2 Pd C5 0.0 . . . . ? C8 O2 Pd N3 180.0 . . . . ? C8 O2 Pd N4 180.0 . . . . ? C11 N3 Pd C5 180.0 . . . . ? C11 N3 Pd O2 0.000(1) . . . . ? C11 N3 Pd N4 0.0 . . . . ? C13 N4 Pd C5 180.000(7) . . . . ? C13 N4 Pd O2 180.000(6) . . . . ? C13 N4 Pd N3 0.000(6) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 26.76 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.789 _refine_diff_density_min -0.815 _refine_diff_density_rms 0.154