data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name _publ_author_address 'Thomas Braun' ;Humboldt-Universitaet zu Berlin Institut fuer Chemie Brook-Taylor Str. 2 12489 Berlin, Germany ; _publ_contact_author_name 'Thomas Braun' _publ_contact_author_email thomas.braun@cms.hu-berlin.de _publ_section_title ; Isolation and Reactivity of Palladium Hydrido Complexes: Intermediates in the Hydrodefluorination of Pentafluoropyridine ; _publ_contact_author_address ;Humboldt-Universitaet zu Berlin Institut fuer Chemie Brook-Taylor Str. 2 12489 Berlin, Germany ; _publ_requested_journal 'Dalton Trans.' # Attachment '- cif_all.cif' data_complex5_\anna\david7 _database_code_depnum_ccdc_archive 'CCDC 768942' #TrackingRef '- cif_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H75 F4 N P2 Pd' _chemical_formula_sum 'C48 H75 F4 N P2 Pd' _chemical_formula_weight 910.43 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P m n 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 13.9664(9) _cell_length_b 16.9951(9) _cell_length_c 9.6839(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2298.6(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 5 _cell_measurement_theta_max 29.02 _exptl_crystal_description needle _exptl_crystal_colour white _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.315 _exptl_crystal_density_method none _exptl_crystal_F_000 964 _exptl_absorpt_coefficient_mu 0.522 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.8342 _exptl_absorpt_correction_T_max 0.9594 _exptl_absorpt_process_details ; The crystal faces were indexed by microscope on the diffractometer. After that a numerical absorption correction basing on a Gaussian algorithsm was applied, which is implemented in the X-RED program (Stoe, 2002). ; _exptl_special_details ; During data collection the crystal was in cold N~2~ gas of the Cryostream Cooler (Oxford Cryosystems) mounted on a 2-circle goniometer supplied with an area detector. ; _diffrn_ambient_temperature 100(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 'Stoe IPDS-2t diffractometer' _diffrn_measurement_method '\w-rotation,\w-incr.=1\%,360 exposures' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22622 _diffrn_reflns_av_R_equivalents 0.0676 _diffrn_reflns_av_sigmaI/netI 0.0563 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 29.02 _reflns_number_total 6337 _reflns_number_gt 5765 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_cell_refinement 'X-AREA (Stoe & Cie, 2002)' _computing_data_reduction 'X-RED (Stoe & Cie, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0451P)^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 0.0010(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.23(3) _refine_ls_number_reflns 6337 _refine_ls_number_parameters 284 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0459 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.0827 _refine_ls_wR_factor_gt 0.0807 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.014 _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 C1 C 0.0000 0.6267(2) 0.6071(4) 0.0172(7) Uani 1 2 d S . . C2 C 0.0000 0.6368(2) 0.4665(4) 0.0176(8) Uani 1 2 d S . . C3 C 0.0000 0.5752(2) 0.3747(4) 0.0207(8) Uani 1 2 d S . . C4 C 0.0000 0.4892(2) 0.5465(5) 0.0269(10) Uani 1 2 d S . . C5 C 0.0000 0.5476(3) 0.6441(5) 0.0221(8) Uani 1 2 d S . . C6 C 0.2304(2) 0.66089(15) 0.6590(3) 0.0158(5) Uani 1 1 d . . . H6 H 0.1898 0.6485 0.5767 0.019 Uiso 1 1 calc R . . C7 C 0.3292(2) 0.67968(17) 0.5986(3) 0.0202(6) Uani 1 1 d . . . H7A H 0.3266 0.7296 0.5460 0.024 Uiso 1 1 calc R . . H7B H 0.3765 0.6857 0.6739 0.024 Uiso 1 1 calc R . . C8 C 0.3587(2) 0.61225(18) 0.5033(3) 0.0231(6) Uani 1 1 d . . . H8A H 0.3121 0.6079 0.4267 0.028 Uiso 1 1 calc R . . H8B H 0.4223 0.6238 0.4630 0.028 Uiso 1 1 calc R . . C9 C 0.3630(2) 0.53457(17) 0.5810(3) 0.0243(6) Uani 1 1 d . . . H9A H 0.4131 0.5375 0.6532 0.029 Uiso 1 1 calc R . . H9B H 0.3805 0.4918 0.5162 0.029 Uiso 1 1 calc R . . C10 C 0.2662(2) 0.51588(16) 0.6481(3) 0.0226(6) Uani 1 1 d . . . H10A H 0.2177 0.5068 0.5753 0.027 Uiso 1 1 calc R . . H10B H 0.2718 0.4672 0.7036 0.027 Uiso 1 1 calc R . . C11 C 0.23373(18) 0.58368(12) 0.7411(5) 0.0195(4) Uani 1 1 d . . . H11A H 0.2787 0.5892 0.8195 0.023 Uiso 1 1 calc R . . H11B H 0.1694 0.5720 0.7789 0.023 Uiso 1 1 calc R . . C12 C 0.1993(2) 0.83091(15) 0.6615(3) 0.0158(5) Uani 1 1 d . . . H12 H 0.2709 0.8333 0.6612 0.019 Uiso 1 1 calc R . . C13 C 0.1623(2) 0.90515(14) 0.7307(4) 0.0217(6) Uani 1 1 d . . . H13A H 0.1858 0.9071 0.8272 0.026 Uiso 1 1 calc R . . H13B H 0.0915 0.9039 0.7331 0.026 Uiso 1 1 calc R . . C14 C 0.1955(3) 0.97895(17) 0.6539(3) 0.0261(7) Uani 1 1 d . . . H14A H 0.1684 1.0261 0.6993 0.031 Uiso 1 1 calc R . . H14B H 0.2662 0.9827 0.6585 0.031 Uiso 1 1 calc R . . C15 C 0.1641(3) 0.97708(18) 0.5035(4) 0.0281(7) Uani 1 1 d . . . H15A H 0.1902 1.0235 0.4546 0.034 Uiso 1 1 calc R . . H15B H 0.0934 0.9795 0.4984 0.034 Uiso 1 1 calc R . . C16 C 0.1996(3) 0.90179(18) 0.4333(3) 0.0241(6) Uani 1 1 d . . . H16A H 0.1757 0.9001 0.3371 0.029 Uiso 1 1 calc R . . H16B H 0.2704 0.9020 0.4303 0.029 Uiso 1 1 calc R . . C17 C 0.1652(2) 0.82919(16) 0.5108(3) 0.0192(6) Uani 1 1 d . . . H17A H 0.1902 0.7814 0.4648 0.023 Uiso 1 1 calc R . . H17B H 0.0944 0.8270 0.5083 0.023 Uiso 1 1 calc R . . C18 C 0.2106(2) 0.75297(16) 0.9273(3) 0.0166(5) Uani 1 1 d . . . H18 H 0.1833 0.8042 0.9591 0.020 Uiso 1 1 calc R . . C19 C 0.1731(2) 0.69204(17) 1.0306(3) 0.0195(6) Uani 1 1 d . . . H19A H 0.1027 0.6878 1.0223 0.023 Uiso 1 1 calc R . . H19B H 0.2011 0.6399 1.0096 0.023 Uiso 1 1 calc R . . C20 C 0.1996(2) 0.71605(18) 1.1781(3) 0.0218(6) Uani 1 1 d . . . H20A H 0.1659 0.7654 1.2025 0.026 Uiso 1 1 calc R . . H20B H 0.1786 0.6746 1.2432 0.026 Uiso 1 1 calc R . . C21 C 0.3074(2) 0.7283(2) 1.1923(3) 0.0263(6) Uani 1 1 d . . . H21A H 0.3220 0.7470 1.2868 0.032 Uiso 1 1 calc R . . H21B H 0.3406 0.6774 1.1787 0.032 Uiso 1 1 calc R . . C22 C 0.3448(2) 0.7877(2) 1.0877(3) 0.0268(6) Uani 1 1 d . . . H22A H 0.4153 0.7920 1.0963 0.032 Uiso 1 1 calc R . . H22B H 0.3168 0.8401 1.1072 0.032 Uiso 1 1 calc R . . C23 C 0.3190(2) 0.76283(18) 0.9404(3) 0.0215(6) Uani 1 1 d . . . H23A H 0.3414 0.8032 0.8742 0.026 Uiso 1 1 calc R . . H23B H 0.3511 0.7125 0.9179 0.026 Uiso 1 1 calc R . . C24 C 0.5000 0.9906(4) 0.5830(8) 0.0519(15) Uani 1 2 d S . . C25 C 0.5000 0.9722(4) 0.4536(6) 0.0397(13) Uani 1 2 d S . . H25 H 0.5000 1.0130 0.3864 0.048 Uiso 1 2 calc SR . . C26 C 0.5000 0.8889(6) 0.4073(8) 0.062(2) Uani 1 2 d S . . H26 H 0.5000 0.8768 0.3116 0.075 Uiso 1 2 calc SR . . C27 C 0.5000 0.8316(4) 0.4998(12) 0.072(3) Uani 1 2 d S . . H27 H 0.5000 0.7775 0.4751 0.087 Uiso 1 2 calc SR . . C28 C 0.5000 0.8588(5) 0.6445(7) 0.0499(17) Uani 1 2 d S . . H28 H 0.5000 0.8185 0.7124 0.060 Uiso 1 2 calc SR . . C29 C 0.5000 0.9306(4) 0.6920(10) 0.064(2) Uani 1 2 d S . . H29 H 0.5000 0.9429 0.7877 0.077 Uiso 1 2 calc SR . . C30 C 0.5000 1.0703(7) 0.6190(15) 0.104(4) Uani 1 2 d S . . H30A H 0.5000 1.0736 0.7200 0.156 Uiso 1 2 d SR . . H30B H 0.4427 1.0961 0.5840 0.156 Uiso 1 1 d . . . F1 F 0.0000 0.71059(13) 0.4100(2) 0.0209(5) Uani 1 2 d S . . F2 F 0.0000 0.58894(14) 0.2386(5) 0.0309(5) Uani 1 2 d S . . F3 F 0.0000 0.41223(15) 0.5873(4) 0.0360(7) Uani 1 2 d S . . F4 F 0.0000 0.52596(15) 0.7789(3) 0.0250(6) Uani 1 2 d S . . N1 N 0.0000 0.4997(2) 0.4133(4) 0.0270(9) Uani 1 2 d S . . P1 P 0.16297(4) 0.73924(3) 0.75179(12) 0.01368(12) Uani 1 1 d . . . Pd1 Pd 0.0000 0.722130(13) 0.74517(3) 0.01235(7) Uani 1 2 d S . . H1 H 0.0000 0.791(3) 0.839(5) 0.015 Uiso 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 C1 0.0140(19) 0.0175(17) 0.0201(18) -0.0062(14) 0.000 0.000 C2 0.015(2) 0.0142(16) 0.024(2) -0.0005(14) 0.000 0.000 C3 0.019(2) 0.0209(19) 0.0226(19) -0.0061(15) 0.000 0.000 C4 0.024(2) 0.0160(18) 0.041(3) -0.0026(17) 0.000 0.000 C5 0.017(2) 0.021(2) 0.028(2) 0.0020(17) 0.000 0.000 C6 0.0152(13) 0.0165(11) 0.0159(11) -0.0015(9) -0.0012(10) 0.0021(10) C7 0.0167(14) 0.0212(13) 0.0227(14) -0.0006(10) 0.0022(11) 0.0006(10) C8 0.0169(14) 0.0264(14) 0.0258(14) -0.0018(11) 0.0042(12) 0.0056(11) C9 0.0230(16) 0.0236(14) 0.0264(14) -0.0028(12) 0.0009(13) 0.0092(11) C10 0.0278(16) 0.0170(12) 0.0229(13) -0.0019(10) 0.0044(12) 0.0042(11) C11 0.0216(12) 0.0151(9) 0.0219(11) 0.0018(18) 0.002(2) 0.0024(8) C12 0.0158(13) 0.0150(11) 0.0167(12) 0.0017(9) 0.0001(10) -0.0012(9) C13 0.0344(15) 0.0116(9) 0.0191(17) -0.0002(12) -0.0006(15) -0.0016(9) C14 0.0345(18) 0.0152(12) 0.0287(15) 0.0004(11) 0.0024(14) -0.0058(12) C15 0.0362(19) 0.0199(13) 0.0282(15) 0.0068(12) -0.0013(14) -0.0033(13) C16 0.0311(18) 0.0226(13) 0.0186(13) 0.0051(11) 0.0026(13) -0.0047(12) C17 0.0238(15) 0.0157(12) 0.0181(13) 0.0009(10) 0.0005(11) -0.0021(11) C18 0.0177(15) 0.0163(11) 0.0158(12) 0.0014(9) -0.0021(10) 0.0003(10) C19 0.0230(15) 0.0196(12) 0.0158(13) 0.0008(10) 0.0007(11) -0.0017(11) C20 0.0271(15) 0.0226(13) 0.0159(13) -0.0002(11) -0.0020(11) -0.0005(12) C21 0.0294(16) 0.0307(15) 0.0189(11) 0.0008(12) -0.0049(12) 0.0027(13) C22 0.0239(16) 0.0342(16) 0.0224(14) -0.0008(12) -0.0059(12) -0.0071(13) C23 0.0194(15) 0.0294(15) 0.0156(12) 0.0010(11) -0.0010(11) -0.0043(11) C24 0.038(3) 0.057(4) 0.061(4) 0.011(3) 0.000 0.000 C25 0.031(3) 0.045(3) 0.043(3) 0.022(3) 0.000 0.000 C26 0.038(4) 0.092(6) 0.057(4) 0.007(4) 0.000 0.000 C27 0.033(4) 0.036(3) 0.147(9) 0.008(4) 0.000 0.000 C28 0.023(3) 0.092(5) 0.034(3) 0.015(3) 0.000 0.000 C29 0.031(3) 0.051(4) 0.109(7) 0.039(4) 0.000 0.000 C30 0.059(6) 0.106(8) 0.148(11) 0.063(8) 0.000 0.000 F1 0.0283(14) 0.0138(11) 0.0207(11) -0.0027(8) 0.000 0.000 F2 0.0383(13) 0.0305(11) 0.0238(12) -0.0083(18) 0.000 0.000 F3 0.0474(19) 0.0159(12) 0.0447(17) -0.0009(12) 0.000 0.000 F4 0.0307(15) 0.0231(12) 0.0213(17) 0.0037(9) 0.000 0.000 N1 0.029(2) 0.0232(17) 0.029(2) -0.0120(14) 0.000 0.000 P1 0.0145(3) 0.0124(2) 0.0142(3) 0.0002(4) -0.0004(4) -0.00017(17) Pd1 0.01244(11) 0.01173(10) 0.01286(10) -0.00090(18) 0.000 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 C1 C2 1.373(6) . ? C1 C5 1.390(6) . ? C1 Pd1 2.102(4) . ? C2 F1 1.367(4) . ? C2 C3 1.374(6) . ? C3 N1 1.337(6) . ? C3 F2 1.339(6) . ? C4 N1 1.302(6) . ? C4 F3 1.366(5) . ? C4 C5 1.372(6) . ? C5 F4 1.356(6) . ? C6 C7 1.533(4) . ? C6 C11 1.535(4) . ? C6 P1 1.862(3) . ? C6 H6 1.0000 . ? C7 C8 1.528(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.521(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.534(5) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.531(4) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.519(4) . ? C12 C17 1.535(4) . ? C12 P1 1.857(3) . ? C12 H12 1.0000 . ? C13 C14 1.530(4) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.521(5) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.531(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.522(4) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C23 1.527(4) . ? C18 C19 1.532(4) . ? C18 P1 1.840(3) . ? C18 H18 1.0000 . ? C19 C20 1.531(4) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.526(5) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.524(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.532(4) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.291(10) . ? C24 C30 1.398(14) . ? C24 C29 1.468(10) . ? C25 C26 1.486(11) . ? C25 H25 0.9500 . ? C26 C27 1.323(12) . ? C26 H26 0.9500 . ? C27 C28 1.476(12) . ? C27 H27 0.9500 . ? C28 C29 1.304(11) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 H30A 0.9800 . ? C30 H30B 0.973(6) . ? P1 Pd1 2.2956(6) . ? Pd1 P1 2.2955(6) 3 ? Pd1 H1 1.48(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 C2 C1 C5 112.2(4) . . ? C2 C1 Pd1 122.3(3) . . ? C5 C1 Pd1 125.6(3) . . ? F1 C2 C1 120.8(3) . . ? F1 C2 C3 116.1(4) . . ? C1 C2 C3 123.1(4) . . ? N1 C3 F2 116.3(4) . . ? N1 C3 C2 123.5(4) . . ? F2 C3 C2 120.2(4) . . ? N1 C4 F3 114.7(4) . . ? N1 C4 C5 125.7(4) . . ? F3 C4 C5 119.6(4) . . ? F4 C5 C4 117.8(4) . . ? F4 C5 C1 120.7(4) . . ? C4 C5 C1 121.5(5) . . ? C7 C6 C11 110.4(2) . . ? C7 C6 P1 119.37(19) . . ? C11 C6 P1 112.1(2) . . ? C7 C6 H6 104.4 . . ? C11 C6 H6 104.4 . . ? P1 C6 H6 104.4 . . ? C8 C7 C6 108.5(2) . . ? C8 C7 H7A 110.0 . . ? C6 C7 H7A 110.0 . . ? C8 C7 H7B 110.0 . . ? C6 C7 H7B 110.0 . . ? H7A C7 H7B 108.4 . . ? C9 C8 C7 111.3(3) . . ? C9 C8 H8A 109.4 . . ? C7 C8 H8A 109.4 . . ? C9 C8 H8B 109.4 . . ? C7 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? C8 C9 C10 110.8(3) . . ? C8 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? C11 C10 C9 110.8(2) . . ? C11 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? C10 C11 C6 110.4(3) . . ? C10 C11 H11A 109.6 . . ? C6 C11 H11A 109.6 . . ? C10 C11 H11B 109.6 . . ? C6 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? C13 C12 C17 109.3(2) . . ? C13 C12 P1 113.3(2) . . ? C17 C12 P1 110.30(19) . . ? C13 C12 H12 107.9 . . ? C17 C12 H12 107.9 . . ? P1 C12 H12 107.9 . . ? C12 C13 C14 111.3(3) . . ? C12 C13 H13A 109.4 . . ? C14 C13 H13A 109.4 . . ? C12 C13 H13B 109.4 . . ? C14 C13 H13B 109.4 . . ? H13A C13 H13B 108.0 . . ? C15 C14 C13 111.2(3) . . ? C15 C14 H14A 109.4 . . ? C13 C14 H14A 109.4 . . ? C15 C14 H14B 109.4 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? C14 C15 C16 110.4(3) . . ? C14 C15 H15A 109.6 . . ? C16 C15 H15A 109.6 . . ? C14 C15 H15B 109.6 . . ? C16 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? C17 C16 C15 110.9(3) . . ? C17 C16 H16A 109.5 . . ? C15 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 108.0 . . ? C16 C17 C12 110.8(2) . . ? C16 C17 H17A 109.5 . . ? C12 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 108.1 . . ? C23 C18 C19 111.0(2) . . ? C23 C18 P1 116.7(2) . . ? C19 C18 P1 113.2(2) . . ? C23 C18 H18 104.9 . . ? C19 C18 H18 104.9 . . ? P1 C18 H18 104.9 . . ? C20 C19 C18 110.3(2) . . ? C20 C19 H19A 109.6 . . ? C18 C19 H19A 109.6 . . ? C20 C19 H19B 109.6 . . ? C18 C19 H19B 109.6 . . ? H19A C19 H19B 108.1 . . ? C21 C20 C19 111.0(3) . . ? C21 C20 H20A 109.4 . . ? C19 C20 H20A 109.4 . . ? C21 C20 H20B 109.4 . . ? C19 C20 H20B 109.4 . . ? H20A C20 H20B 108.0 . . ? C22 C21 C20 111.6(3) . . ? C22 C21 H21A 109.3 . . ? C20 C21 H21A 109.3 . . ? C22 C21 H21B 109.3 . . ? C20 C21 H21B 109.3 . . ? H21A C21 H21B 108.0 . . ? C21 C22 C23 110.8(3) . . ? C21 C22 H22A 109.5 . . ? C23 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? C18 C23 C22 110.0(3) . . ? C18 C23 H23A 109.7 . . ? C22 C23 H23A 109.7 . . ? C18 C23 H23B 109.7 . . ? C22 C23 H23B 109.7 . . ? H23A C23 H23B 108.2 . . ? C25 C24 C30 118.4(8) . . ? C25 C24 C29 122.0(7) . . ? C30 C24 C29 119.6(9) . . ? C24 C25 C26 121.6(6) . . ? C24 C25 H25 119.2 . . ? C26 C25 H25 119.2 . . ? C27 C26 C25 119.8(8) . . ? C27 C26 H26 120.1 . . ? C25 C26 H26 120.1 . . ? C26 C27 C28 114.3(7) . . ? C26 C27 H27 122.8 . . ? C28 C27 H27 122.8 . . ? C29 C28 C27 128.9(7) . . ? C29 C28 H28 115.5 . . ? C27 C28 H28 115.5 . . ? C28 C29 C24 113.4(8) . . ? C28 C29 H29 123.3 . . ? C24 C29 H29 123.3 . . ? C24 C30 H30A 107.7 . . ? C24 C30 H30B 110.4(10) . . ? H30A C30 H30B 108.8 . . ? C4 N1 C3 114.1(4) . . ? C18 P1 C12 103.28(13) . . ? C18 P1 C6 110.70(13) . . ? C12 P1 C6 103.56(13) . . ? C18 P1 Pd1 113.62(11) . . ? C12 P1 Pd1 111.35(10) . . ? C6 P1 Pd1 113.40(9) . . ? C1 Pd1 P1 96.63(2) . 3 ? C1 Pd1 P1 96.63(2) . . ? P1 Pd1 P1 165.09(3) 3 . ? C1 Pd1 H1 178.6(19) . . ? P1 Pd1 H1 83.29(12) 3 . ? P1 Pd1 H1 83.29(13) . . ? 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 C5 C1 C2 F1 180.000(1) . . . . ? Pd1 C1 C2 F1 0.000(2) . . . . ? C5 C1 C2 C3 0.000(2) . . . . ? Pd1 C1 C2 C3 180.000(1) . . . . ? F1 C2 C3 N1 180.000(2) . . . . ? C1 C2 C3 N1 0.000(2) . . . . ? F1 C2 C3 F2 0.000(2) . . . . ? C1 C2 C3 F2 180.000(2) . . . . ? N1 C4 C5 F4 180.000(2) . . . . ? F3 C4 C5 F4 0.000(2) . . . . ? N1 C4 C5 C1 0.000(2) . . . . ? F3 C4 C5 C1 180.000(2) . . . . ? C2 C1 C5 F4 180.000(1) . . . . ? Pd1 C1 C5 F4 0.000(2) . . . . ? C2 C1 C5 C4 0.000(2) . . . . ? Pd1 C1 C5 C4 180.000(2) . . . . ? C11 C6 C7 C8 59.8(3) . . . . ? P1 C6 C7 C8 -168.1(2) . . . . ? C6 C7 C8 C9 -59.5(3) . . . . ? C7 C8 C9 C10 57.6(4) . . . . ? C8 C9 C10 C11 -55.1(4) . . . . ? C9 C10 C11 C6 55.8(3) . . . . ? C7 C6 C11 C10 -58.8(3) . . . . ? P1 C6 C11 C10 165.5(2) . . . . ? C17 C12 C13 C14 -57.5(3) . . . . ? P1 C12 C13 C14 179.1(2) . . . . ? C12 C13 C14 C15 57.0(4) . . . . ? C13 C14 C15 C16 -55.3(4) . . . . ? C14 C15 C16 C17 56.1(4) . . . . ? C15 C16 C17 C12 -57.9(4) . . . . ? C13 C12 C17 C16 58.1(3) . . . . ? P1 C12 C17 C16 -176.7(2) . . . . ? C23 C18 C19 C20 57.5(3) . . . . ? P1 C18 C19 C20 -169.0(2) . . . . ? C18 C19 C20 C21 -55.6(3) . . . . ? C19 C20 C21 C22 55.4(3) . . . . ? C20 C21 C22 C23 -56.0(4) . . . . ? C19 C18 C23 C22 -58.1(3) . . . . ? P1 C18 C23 C22 170.2(2) . . . . ? C21 C22 C23 C18 57.0(3) . . . . ? C30 C24 C25 C26 180.000(5) . . . . ? C29 C24 C25 C26 0.000(6) . . . . ? C24 C25 C26 C27 0.000(6) . . . . ? C25 C26 C27 C28 0.000(5) . . . . ? C26 C27 C28 C29 0.000(6) . . . . ? C27 C28 C29 C24 0.000(6) . . . . ? C25 C24 C29 C28 0.000(6) . . . . ? C30 C24 C29 C28 180.000(5) . . . . ? F3 C4 N1 C3 180.000(2) . . . . ? C5 C4 N1 C3 0.000(2) . . . . ? F2 C3 N1 C4 180.000(2) . . . . ? C2 C3 N1 C4 0.000(2) . . . . ? C23 C18 P1 C12 -60.6(2) . . . . ? C19 C18 P1 C12 168.7(2) . . . . ? C23 C18 P1 C6 49.7(2) . . . . ? C19 C18 P1 C6 -81.0(2) . . . . ? C23 C18 P1 Pd1 178.63(18) . . . . ? C19 C18 P1 Pd1 48.0(2) . . . . ? C13 C12 P1 C18 -57.4(2) . . . . ? C17 C12 P1 C18 179.7(2) . . . . ? C13 C12 P1 C6 -172.9(2) . . . . ? C17 C12 P1 C6 64.2(2) . . . . ? C13 C12 P1 Pd1 64.9(2) . . . . ? C17 C12 P1 Pd1 -58.0(2) . . . . ? C7 C6 P1 C18 -77.7(2) . . . . ? C11 C6 P1 C18 53.6(2) . . . . ? C7 C6 P1 C12 32.4(3) . . . . ? C11 C6 P1 C12 163.7(2) . . . . ? C7 C6 P1 Pd1 153.19(19) . . . . ? C11 C6 P1 Pd1 -75.5(2) . . . . ? C2 C1 Pd1 P1 86.59(3) . . . 3 ? C5 C1 Pd1 P1 -93.41(3) . . . 3 ? C2 C1 Pd1 P1 -86.59(3) . . . . ? C5 C1 Pd1 P1 93.41(3) . . . . ? C18 P1 Pd1 C1 -134.60(15) . . . . ? C12 P1 Pd1 C1 109.29(15) . . . . ? C6 P1 Pd1 C1 -7.03(15) . . . . ? C18 P1 Pd1 P1 72.7(3) . . . 3 ? C12 P1 Pd1 P1 -43.4(3) . . . 3 ? C6 P1 Pd1 P1 -159.8(2) . . . 3 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 29.02 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.502 _refine_diff_density_min -0.915 _refine_diff_density_rms 0.087 data_complex6b_\anna\david16 _database_code_depnum_ccdc_archive 'CCDC 768943' #TrackingRef '- cif_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H45 F4 N2 P2 Pd, B F4' _chemical_formula_sum 'C25 H45 B F8 N2 P2 Pd' _chemical_formula_weight 704.78 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' F F 0.0171 0.0103 '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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.3812(4) _cell_length_b 8.1047(2) _cell_length_c 37.4697(16) _cell_angle_alpha 90.00 _cell_angle_beta 97.560(3) _cell_angle_gamma 90.00 _cell_volume 3125.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 1.94 _cell_measurement_theta_max 29.50 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.498 _exptl_crystal_density_method none _exptl_crystal_F_000 1448 _exptl_absorpt_coefficient_mu 0.762 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.7503 _exptl_absorpt_correction_T_max 0.9209 _exptl_absorpt_process_details ; The crystal faces were indexed by microscope on the diffractometer. After that a numerical absorption correction basing on a Gaussian algorithsm was applied, which is implemented in the X-RED program (Stoe, 2002). ; _exptl_special_details ; During data collection the crystal was in cold N~2~ gas of the Cryostream Cooler (Oxford Cryosystems) mounted on a 2-circle goniometer supplied with an area detector. ; _diffrn_ambient_temperature 100(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 'Stoe IPDS-2t diffractometer' _diffrn_measurement_method '\w-rotation,\w-incr.=1\%,220 exposures' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15491 _diffrn_reflns_av_R_equivalents 0.0458 _diffrn_reflns_av_sigmaI/netI 0.0578 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 51 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 29.50 _reflns_number_total 8573 _reflns_number_gt 6522 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_cell_refinement 'X-AREA (Stoe & Cie, 2002)' _computing_data_reduction 'X-RED (Stoe & Cie, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg & Berndt, 1999)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0736P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0057(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8573 _refine_ls_number_parameters 366 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0683 _refine_ls_R_factor_gt 0.0482 _refine_ls_wR_factor_ref 0.1186 _refine_ls_wR_factor_gt 0.1116 _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_restrained_S_all 0.971 _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 C1 C 0.5077(3) 0.8874(4) 0.08374(8) 0.0208(6) Uani 1 1 d . . . C2 C 0.5007(3) 1.0404(4) 0.06738(8) 0.0226(6) Uani 1 1 d . . . C3 C 0.5751(3) 1.0782(4) 0.04086(9) 0.0275(7) Uani 1 1 d . . . C4 C 0.6671(3) 0.8319(5) 0.04436(9) 0.0281(7) Uani 1 1 d . . . C5 C 0.5957(3) 0.7821(4) 0.07123(9) 0.0244(6) Uani 1 1 d . . . C6 C 0.2688(3) 0.6814(4) 0.03632(8) 0.0219(6) Uani 1 1 d . . . H6 H 0.3281 0.7690 0.0291 0.026 Uiso 1 1 calc R . . C7 C 0.3479(3) 0.5215(4) 0.03949(9) 0.0280(7) Uani 1 1 d . . . H7A H 0.2898 0.4277 0.0416 0.042 Uiso 1 1 calc R . . H7B H 0.4132 0.5267 0.0609 0.042 Uiso 1 1 calc R . . H7C H 0.3913 0.5076 0.0180 0.042 Uiso 1 1 calc R . . C8 C 0.1571(3) 0.6675(5) 0.00540(9) 0.0310(7) Uani 1 1 d . . . H8A H 0.1911 0.6293 -0.0164 0.047 Uiso 1 1 calc R . . H8B H 0.1162 0.7758 0.0008 0.047 Uiso 1 1 calc R . . H8C H 0.0926 0.5886 0.0119 0.047 Uiso 1 1 calc R . . C9 C 0.0893(3) 0.8962(4) 0.06776(9) 0.0265(6) Uani 1 1 d . . . H9 H 0.0223 0.8397 0.0503 0.032 Uiso 1 1 calc R . . C10 C 0.1365(4) 1.0462(5) 0.04876(11) 0.0348(8) Uani 1 1 d . . . H10A H 0.0615 1.1108 0.0380 0.052 Uiso 1 1 calc R . . H10B H 0.1870 1.0099 0.0299 0.052 Uiso 1 1 calc R . . H10C H 0.1913 1.1146 0.0662 0.052 Uiso 1 1 calc R . . C11 C 0.0229(4) 0.9508(5) 0.09978(10) 0.0376(8) Uani 1 1 d . . . H11A H 0.0845 1.0132 0.1167 0.056 Uiso 1 1 calc R . . H11B H -0.0067 0.8535 0.1119 0.056 Uiso 1 1 calc R . . H11C H -0.0519 1.0208 0.0913 0.056 Uiso 1 1 calc R . . C12 C 0.1464(3) 0.5759(4) 0.10232(8) 0.0229(6) Uani 1 1 d . . . H12 H 0.1086 0.6276 0.1228 0.027 Uiso 1 1 calc R . . C13 C 0.0329(4) 0.4907(5) 0.07978(10) 0.0328(7) Uani 1 1 d . . . H13A H 0.0648 0.4290 0.0602 0.049 Uiso 1 1 calc R . . H13B H -0.0302 0.5737 0.0696 0.049 Uiso 1 1 calc R . . H13C H -0.0090 0.4146 0.0950 0.049 Uiso 1 1 calc R . . C14 C 0.2463(3) 0.4502(4) 0.11964(9) 0.0272(6) Uani 1 1 d . . . H14A H 0.2055 0.3787 0.1360 0.041 Uiso 1 1 calc R . . H14B H 0.3197 0.5087 0.1331 0.041 Uiso 1 1 calc R . . H14C H 0.2775 0.3829 0.1008 0.041 Uiso 1 1 calc R . . C15 C 0.7230(3) 0.9856(4) 0.15122(9) 0.0254(6) Uani 1 1 d . . . H15 H 0.7343 0.9180 0.1295 0.030 Uiso 1 1 calc R . . C16 C 0.8474(3) 0.9609(5) 0.17775(10) 0.0308(7) Uani 1 1 d . . . H16A H 0.9218 1.0055 0.1673 0.046 Uiso 1 1 calc R . . H16B H 0.8608 0.8429 0.1826 0.046 Uiso 1 1 calc R . . H16C H 0.8389 1.0186 0.2003 0.046 Uiso 1 1 calc R . . C17 C 0.7117(3) 1.1642(4) 0.13847(9) 0.0284(7) Uani 1 1 d . . . H17A H 0.7175 1.2378 0.1594 0.043 Uiso 1 1 calc R . . H17B H 0.6279 1.1804 0.1235 0.043 Uiso 1 1 calc R . . H17C H 0.7823 1.1893 0.1244 0.043 Uiso 1 1 calc R . . C18 C 0.6230(3) 0.7247(4) 0.19382(9) 0.0275(7) Uani 1 1 d . . . H18 H 0.6963 0.7579 0.2125 0.033 Uiso 1 1 calc R . . C19 C 0.6752(4) 0.5946(5) 0.16993(10) 0.0330(7) Uani 1 1 d . . . H19A H 0.7110 0.5018 0.1848 0.049 Uiso 1 1 calc R . . H19B H 0.7436 0.6433 0.1576 0.049 Uiso 1 1 calc R . . H19C H 0.6044 0.5552 0.1521 0.049 Uiso 1 1 calc R . . C20 C 0.5174(4) 0.6492(4) 0.21350(9) 0.0319(7) Uani 1 1 d . . . H20A H 0.4482 0.6042 0.1959 0.048 Uiso 1 1 calc R . . H20B H 0.4814 0.7343 0.2279 0.048 Uiso 1 1 calc R . . H20C H 0.5550 0.5605 0.2294 0.048 Uiso 1 1 calc R . . C21 C 0.5175(3) 1.0589(4) 0.19960(8) 0.0215(6) Uani 1 1 d . . . H21 H 0.4565 0.9961 0.2131 0.026 Uiso 1 1 calc R . . C22 C 0.6246(3) 1.1232(4) 0.22821(9) 0.0269(7) Uani 1 1 d . . . H22A H 0.6833 1.1951 0.2168 0.040 Uiso 1 1 calc R . . H22B H 0.6737 1.0298 0.2397 0.040 Uiso 1 1 calc R . . H22C H 0.5854 1.1857 0.2464 0.040 Uiso 1 1 calc R . . C23 C 0.4370(3) 1.1996(4) 0.18078(10) 0.0274(7) Uani 1 1 d . . . H23A H 0.3943 1.2608 0.1985 0.041 Uiso 1 1 calc R . . H23B H 0.3710 1.1540 0.1623 0.041 Uiso 1 1 calc R . . H23C H 0.4940 1.2741 0.1695 0.041 Uiso 1 1 calc R . . C24 C 0.2223(3) 0.8396(4) 0.18652(9) 0.0267(6) Uani 1 1 d . . . C25 C 0.1537(4) 0.8528(6) 0.21750(10) 0.0374(8) Uani 1 1 d . . . H25A H 0.2156 0.8440 0.2395 0.056 Uiso 1 1 calc R . . H25B H 0.0895 0.7638 0.2169 0.056 Uiso 1 1 calc R . . H25C H 0.1092 0.9596 0.2171 0.056 Uiso 1 1 calc R . . B1 B 1.0292(4) 0.3890(6) 0.19679(12) 0.0359(9) Uani 1 1 d . . . F1 F 0.42324(19) 1.1592(2) 0.07798(5) 0.0288(4) Uani 1 1 d . . . F2 F 0.5644(2) 1.2291(3) 0.02581(6) 0.0404(5) Uani 1 1 d . . . F3 F 0.7544(2) 0.7273(3) 0.03315(6) 0.0384(5) Uani 1 1 d . . . F4 F 0.6189(2) 0.6296(2) 0.08518(6) 0.0311(4) Uani 1 1 d . . . F5 F 0.9141(2) 0.3428(3) 0.20961(6) 0.0391(5) Uani 1 1 d . . . F6 F 1.0857(3) 0.2540(4) 0.18308(11) 0.0714(10) Uani 1 1 d . . . F7 F 1.1132(3) 0.4533(4) 0.22541(8) 0.0620(8) Uani 1 1 d . . . F8 F 1.0027(3) 0.5130(4) 0.17131(7) 0.0554(7) Uani 1 1 d . . . N1 N 0.6588(3) 0.9771(4) 0.02896(8) 0.0322(7) Uani 1 1 d . . . N2 N 0.2786(3) 0.8300(4) 0.16269(7) 0.0234(5) Uani 1 1 d . . . Pd1 Pd 0.39608(2) 0.84416(3) 0.122509(6) 0.01731(8) Uani 1 1 d . . . P1 P 0.22245(7) 0.74706(10) 0.08026(2) 0.01858(15) Uani 1 1 d . . . P2 P 0.57123(7) 0.91097(10) 0.16716(2) 0.01950(16) 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 C1 0.0214(13) 0.0264(15) 0.0152(12) 0.0007(11) 0.0050(10) -0.0022(11) C2 0.0253(14) 0.0249(15) 0.0182(13) -0.0002(12) 0.0048(11) 0.0003(12) C3 0.0328(17) 0.0285(17) 0.0221(14) 0.0030(13) 0.0070(12) 0.0001(13) C4 0.0268(15) 0.0349(19) 0.0231(14) -0.0074(13) 0.0058(12) 0.0045(14) C5 0.0245(14) 0.0239(15) 0.0233(14) -0.0029(12) -0.0018(11) 0.0008(12) C6 0.0239(14) 0.0254(16) 0.0157(12) -0.0041(11) 0.0003(10) -0.0010(12) C7 0.0334(16) 0.0259(17) 0.0249(15) -0.0025(13) 0.0045(12) 0.0039(13) C8 0.0331(17) 0.039(2) 0.0195(14) -0.0045(14) -0.0018(12) -0.0021(15) C9 0.0231(14) 0.0283(16) 0.0267(15) -0.0017(13) -0.0016(12) 0.0061(12) C10 0.0369(18) 0.0267(17) 0.0388(19) 0.0063(15) -0.0025(15) 0.0082(15) C11 0.0355(18) 0.043(2) 0.0347(19) -0.0036(17) 0.0056(15) 0.0164(17) C12 0.0247(14) 0.0223(15) 0.0214(13) 0.0013(12) 0.0018(11) -0.0010(12) C13 0.0334(17) 0.0278(18) 0.0357(18) -0.0007(14) -0.0008(14) -0.0085(14) C14 0.0301(16) 0.0227(15) 0.0283(15) 0.0049(13) 0.0023(12) -0.0006(13) C15 0.0215(14) 0.0312(18) 0.0234(14) -0.0045(13) 0.0026(11) -0.0033(12) C16 0.0262(15) 0.0334(18) 0.0319(17) -0.0054(14) 0.0011(13) -0.0006(14) C17 0.0306(16) 0.0308(18) 0.0244(14) -0.0002(13) 0.0051(12) -0.0035(14) C18 0.0330(16) 0.0234(16) 0.0234(15) 0.0017(12) -0.0063(12) 0.0024(13) C19 0.0379(19) 0.0232(16) 0.0363(18) 0.0004(14) -0.0005(15) 0.0067(14) C20 0.0452(19) 0.0232(16) 0.0256(15) 0.0032(13) -0.0012(14) -0.0035(15) C21 0.0255(14) 0.0223(15) 0.0166(12) -0.0037(11) 0.0026(10) -0.0027(12) C22 0.0290(15) 0.0313(18) 0.0201(14) -0.0068(12) 0.0021(12) -0.0052(13) C23 0.0289(16) 0.0221(15) 0.0316(16) -0.0056(13) 0.0054(13) 0.0037(12) C24 0.0242(14) 0.0284(17) 0.0262(15) -0.0021(13) -0.0015(12) -0.0038(13) C25 0.0338(18) 0.051(2) 0.0280(17) -0.0040(17) 0.0080(14) -0.0032(17) B1 0.037(2) 0.036(2) 0.035(2) 0.0009(17) 0.0052(17) -0.0003(17) F1 0.0350(10) 0.0238(10) 0.0289(10) 0.0026(8) 0.0092(8) 0.0059(8) F2 0.0555(14) 0.0362(12) 0.0330(11) 0.0122(10) 0.0187(10) 0.0021(11) F3 0.0350(11) 0.0471(14) 0.0352(11) -0.0084(10) 0.0129(9) 0.0101(10) F4 0.0346(10) 0.0247(10) 0.0340(11) 0.0001(8) 0.0046(8) 0.0069(8) F5 0.0362(11) 0.0427(13) 0.0396(12) 0.0033(10) 0.0094(9) -0.0017(10) F6 0.0682(18) 0.0437(17) 0.114(3) -0.0112(17) 0.0549(19) -0.0045(14) F7 0.0490(15) 0.080(2) 0.0532(16) -0.0005(15) -0.0093(12) -0.0184(15) F8 0.0527(15) 0.073(2) 0.0424(14) 0.0221(13) 0.0124(11) 0.0029(13) N1 0.0350(15) 0.0401(18) 0.0232(13) -0.0018(12) 0.0102(11) -0.0012(13) N2 0.0237(12) 0.0304(15) 0.0170(11) -0.0012(10) 0.0062(9) -0.0024(11) Pd1 0.01945(11) 0.01824(12) 0.01398(10) -0.00036(8) 0.00120(7) 0.00020(9) P1 0.0201(3) 0.0183(4) 0.0169(3) -0.0006(3) 0.0007(3) 0.0012(3) P2 0.0218(3) 0.0184(4) 0.0176(3) -0.0013(3) 0.0001(3) 0.0005(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 C1 C5 1.377(4) . ? C1 C2 1.381(4) . ? C1 Pd1 2.005(3) . ? C2 F1 1.347(4) . ? C2 C3 1.371(4) . ? C3 N1 1.314(5) . ? C3 F2 1.345(4) . ? C4 N1 1.309(5) . ? C4 F3 1.348(4) . ? C4 C5 1.386(5) . ? C5 F4 1.351(4) . ? C6 C7 1.531(5) . ? C6 C8 1.531(4) . ? C6 P1 1.853(3) . ? C6 H6 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.522(5) . ? C9 C11 1.526(5) . ? C9 P1 1.849(3) . ? C9 H9 1.0000 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.522(5) . ? C12 C14 1.536(4) . ? C12 P1 1.845(3) . ? C12 H12 1.0000 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C17 1.524(5) . ? C15 C16 1.535(5) . ? C15 P2 1.859(3) . ? C15 H15 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C20 1.527(5) . ? C18 C19 1.528(5) . ? C18 P2 1.850(3) . ? C18 H18 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C23 1.530(5) . ? C21 C22 1.531(4) . ? C21 P2 1.845(3) . ? C21 H21 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 N2 1.132(4) . ? C24 C25 1.444(5) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? B1 F6 1.372(5) . ? B1 F8 1.389(5) . ? B1 F7 1.391(5) . ? B1 F5 1.397(5) . ? N2 Pd1 2.062(2) . ? Pd1 P2 2.3661(8) . ? Pd1 P1 2.3715(8) . ? 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 C5 C1 C2 113.8(3) . . ? C5 C1 Pd1 127.7(2) . . ? C2 C1 Pd1 118.5(2) . . ? F1 C2 C3 117.9(3) . . ? F1 C2 C1 120.6(3) . . ? C3 C2 C1 121.4(3) . . ? N1 C3 F2 116.5(3) . . ? N1 C3 C2 124.5(3) . . ? F2 C3 C2 119.0(3) . . ? N1 C4 F3 115.9(3) . . ? N1 C4 C5 124.8(3) . . ? F3 C4 C5 119.3(3) . . ? F4 C5 C1 121.9(3) . . ? F4 C5 C4 117.5(3) . . ? C1 C5 C4 120.6(3) . . ? C7 C6 C8 110.0(3) . . ? C7 C6 P1 111.9(2) . . ? C8 C6 P1 115.7(2) . . ? C7 C6 H6 106.2 . . ? C8 C6 H6 106.2 . . ? P1 C6 H6 106.2 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 C11 110.0(3) . . ? C10 C9 P1 111.4(2) . . ? C11 C9 P1 113.0(2) . . ? C10 C9 H9 107.4 . . ? C11 C9 H9 107.4 . . ? P1 C9 H9 107.4 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C14 111.3(3) . . ? C13 C12 P1 116.0(2) . . ? C14 C12 P1 112.5(2) . . ? C13 C12 H12 105.3 . . ? C14 C12 H12 105.3 . . ? P1 C12 H12 105.3 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C17 C15 C16 110.5(3) . . ? C17 C15 P2 112.1(2) . . ? C16 C15 P2 115.2(2) . . ? C17 C15 H15 106.1 . . ? C16 C15 H15 106.1 . . ? P2 C15 H15 106.1 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C20 C18 C19 109.8(3) . . ? C20 C18 P2 114.3(2) . . ? C19 C18 P2 110.3(2) . . ? C20 C18 H18 107.4 . . ? C19 C18 H18 107.4 . . ? P2 C18 H18 107.4 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C23 C21 C22 111.8(3) . . ? C23 C21 P2 112.0(2) . . ? C22 C21 P2 115.3(2) . . ? C23 C21 H21 105.6 . . ? C22 C21 H21 105.6 . . ? P2 C21 H21 105.6 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N2 C24 C25 178.5(4) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? F6 B1 F8 112.1(4) . . ? F6 B1 F7 109.4(4) . . ? F8 B1 F7 107.8(4) . . ? F6 B1 F5 110.0(4) . . ? F8 B1 F5 109.2(3) . . ? F7 B1 F5 108.2(3) . . ? C4 N1 C3 114.8(3) . . ? C24 N2 Pd1 171.2(3) . . ? C1 Pd1 N2 173.11(13) . . ? C1 Pd1 P2 90.50(9) . . ? N2 Pd1 P2 88.27(8) . . ? C1 Pd1 P1 92.03(9) . . ? N2 Pd1 P1 89.90(8) . . ? P2 Pd1 P1 173.68(3) . . ? C12 P1 C9 104.78(15) . . ? C12 P1 C6 111.03(15) . . ? C9 P1 C6 103.61(15) . . ? C12 P1 Pd1 106.44(10) . . ? C9 P1 Pd1 115.42(11) . . ? C6 P1 Pd1 115.16(10) . . ? C21 P2 C18 105.43(15) . . ? C21 P2 C15 110.05(15) . . ? C18 P2 C15 103.91(16) . . ? C21 P2 Pd1 110.11(10) . . ? C18 P2 Pd1 109.68(11) . . ? C15 P2 Pd1 116.90(10) . . ? 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 C5 C1 C2 F1 -176.9(3) . . . . ? Pd1 C1 C2 F1 1.9(4) . . . . ? C5 C1 C2 C3 0.8(5) . . . . ? Pd1 C1 C2 C3 179.5(3) . . . . ? F1 C2 C3 N1 177.0(3) . . . . ? C1 C2 C3 N1 -0.7(5) . . . . ? F1 C2 C3 F2 -2.3(5) . . . . ? C1 C2 C3 F2 180.0(3) . . . . ? C2 C1 C5 F4 177.4(3) . . . . ? Pd1 C1 C5 F4 -1.3(4) . . . . ? C2 C1 C5 C4 -0.5(4) . . . . ? Pd1 C1 C5 C4 -179.2(2) . . . . ? N1 C4 C5 F4 -177.9(3) . . . . ? F3 C4 C5 F4 0.7(5) . . . . ? N1 C4 C5 C1 0.1(5) . . . . ? F3 C4 C5 C1 178.7(3) . . . . ? F3 C4 N1 C3 -178.6(3) . . . . ? C5 C4 N1 C3 0.0(5) . . . . ? F2 C3 N1 C4 179.6(3) . . . . ? C2 C3 N1 C4 0.3(5) . . . . ? C5 C1 Pd1 P2 82.4(3) . . . . ? C2 C1 Pd1 P2 -96.2(2) . . . . ? C5 C1 Pd1 P1 -91.8(3) . . . . ? C2 C1 Pd1 P1 89.6(2) . . . . ? C13 C12 P1 C9 58.5(3) . . . . ? C14 C12 P1 C9 -171.6(2) . . . . ? C13 C12 P1 C6 -52.7(3) . . . . ? C14 C12 P1 C6 77.1(3) . . . . ? C13 C12 P1 Pd1 -178.8(2) . . . . ? C14 C12 P1 Pd1 -48.9(2) . . . . ? C10 C9 P1 C12 -179.6(2) . . . . ? C11 C9 P1 C12 56.0(3) . . . . ? C10 C9 P1 C6 -63.1(3) . . . . ? C11 C9 P1 C6 172.4(3) . . . . ? C10 C9 P1 Pd1 63.7(3) . . . . ? C11 C9 P1 Pd1 -60.8(3) . . . . ? C7 C6 P1 C12 -50.7(3) . . . . ? C8 C6 P1 C12 76.4(3) . . . . ? C7 C6 P1 C9 -162.7(2) . . . . ? C8 C6 P1 C9 -35.6(3) . . . . ? C7 C6 P1 Pd1 70.3(2) . . . . ? C8 C6 P1 Pd1 -162.6(2) . . . . ? C1 Pd1 P1 C12 143.32(14) . . . . ? N2 Pd1 P1 C12 -43.30(13) . . . . ? C1 Pd1 P1 C9 -100.92(16) . . . . ? N2 Pd1 P1 C9 72.46(15) . . . . ? C1 Pd1 P1 C6 19.81(15) . . . . ? N2 Pd1 P1 C6 -166.80(14) . . . . ? C23 C21 P2 C18 -164.0(2) . . . . ? C22 C21 P2 C18 66.5(3) . . . . ? C23 C21 P2 C15 84.5(3) . . . . ? C22 C21 P2 C15 -45.0(3) . . . . ? C23 C21 P2 Pd1 -45.8(2) . . . . ? C22 C21 P2 Pd1 -175.3(2) . . . . ? C20 C18 P2 C21 58.0(3) . . . . ? C19 C18 P2 C21 -177.7(2) . . . . ? C20 C18 P2 C15 173.8(2) . . . . ? C19 C18 P2 C15 -61.9(3) . . . . ? C20 C18 P2 Pd1 -60.5(3) . . . . ? C19 C18 P2 Pd1 63.8(3) . . . . ? C17 C15 P2 C21 -50.2(3) . . . . ? C16 C15 P2 C21 77.3(3) . . . . ? C17 C15 P2 C18 -162.7(2) . . . . ? C16 C15 P2 C18 -35.2(3) . . . . ? C17 C15 P2 Pd1 76.3(2) . . . . ? C16 C15 P2 Pd1 -156.1(2) . . . . ? C1 Pd1 P2 C21 130.85(14) . . . . ? N2 Pd1 P2 C21 -42.36(14) . . . . ? C1 Pd1 P2 C18 -113.56(15) . . . . ? N2 Pd1 P2 C18 73.22(15) . . . . ? N2 Pd1 P2 C15 -168.89(15) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 29.50 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.801 _refine_diff_density_min -1.551 _refine_diff_density_rms 0.120 data_complex7_\anna\david3 _database_code_depnum_ccdc_archive 'CCDC 768944' #TrackingRef '- cif_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H42 F4 I N P2 Pd' _chemical_formula_sum 'C23 H42 F4 I N P2 Pd' _chemical_formula_weight 703.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' 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' _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 10.1655(8) _cell_length_b 10.3275(9) _cell_length_c 14.6934(14) _cell_angle_alpha 103.329(7) _cell_angle_beta 100.118(7) _cell_angle_gamma 108.091(7) _cell_volume 1374.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5000 _cell_measurement_theta_min 5 _cell_measurement_theta_max 25 _exptl_crystal_description lattice _exptl_crystal_colour white _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.700 _exptl_crystal_density_method none _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 1.953 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.6514 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_process_details ; The crystal faces were indexed by microscope on the diffractometer. After that a numerical absorption correction basing on a Gaussian algorithsm was applied, which is implemented in the X-RED program (Stoe, 2002). ; _exptl_special_details ; During data collection the crystal was in cold N~2~ gas of the Cryostream Cooler (Oxford Cryosystems) mounted on a 2-circle goniometer supplied with an area detector. ; _diffrn_ambient_temperature 100(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 'Stoe IPDS-2t diffractometer' _diffrn_measurement_method '\w-rotation,\w-incr.=1\%,360 exposures' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9749 _diffrn_reflns_av_R_equivalents 0.0596 _diffrn_reflns_av_sigmaI/netI 0.0800 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5100 _reflns_number_gt 3925 _reflns_threshold_expression I>2sigma(I) _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_cell_refinement 'X-AREA (Stoe & Cie, 2002)' _computing_data_reduction 'X-RED (Stoe & Cie, 2002)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _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^)+(0.0541P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0063(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5100 _refine_ls_number_parameters 302 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0716 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1084 _refine_ls_wR_factor_gt 0.1013 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _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 C1 C 0.1499(7) 0.1889(7) 0.2581(5) 0.0175(13) Uani 1 1 d . . . C2 C 0.1474(7) 0.2737(7) 0.3472(5) 0.0190(13) Uani 1 1 d . . . C3 C 0.0419(7) 0.3270(6) 0.3517(5) 0.0179(13) Uani 1 1 d . . . C4 C -0.0608(7) 0.2298(7) 0.1955(5) 0.0228(15) Uani 1 1 d . . . C5 C 0.0412(7) 0.1728(7) 0.1822(5) 0.0175(13) Uani 1 1 d . . . C6 C 0.4151(7) 0.4543(7) 0.2023(5) 0.0226(14) Uani 1 1 d . . . H6 H 0.5032 0.5195 0.1919 0.027 Uiso 1 1 calc R . . C7 C 0.3902(9) 0.5403(8) 0.2937(6) 0.0298(16) Uani 1 1 d . . . H7A H 0.3932 0.6336 0.2876 0.045 Uiso 1 1 calc R . . H7B H 0.4655 0.5543 0.3509 0.045 Uiso 1 1 calc R . . H7C H 0.2962 0.4879 0.3011 0.045 Uiso 1 1 calc R . . C8 C 0.2943(8) 0.4207(8) 0.1135(6) 0.0283(16) Uani 1 1 d . . . H8A H 0.2046 0.3569 0.1199 0.043 Uiso 1 1 calc R . . H8B H 0.3168 0.3738 0.0554 0.043 Uiso 1 1 calc R . . H8C H 0.2834 0.5097 0.1076 0.043 Uiso 1 1 calc R . . C9 C 0.6266(7) 0.3725(7) 0.3165(5) 0.0212(14) Uani 1 1 d . . . H9 H 0.6790 0.3059 0.3024 0.025 Uiso 1 1 calc R . . C10 C 0.5988(7) 0.3702(7) 0.4148(5) 0.0232(14) Uani 1 1 d . . . H10A H 0.6903 0.3984 0.4633 0.035 Uiso 1 1 calc R . . H10B H 0.5371 0.2734 0.4101 0.035 Uiso 1 1 calc R . . H10C H 0.5512 0.4371 0.4343 0.035 Uiso 1 1 calc R . . C11 C 0.7304(8) 0.5193(7) 0.3221(6) 0.0276(16) Uani 1 1 d . . . H11A H 0.6856 0.5902 0.3370 0.041 Uiso 1 1 calc R . . H11B H 0.7533 0.5153 0.2597 0.041 Uiso 1 1 calc R . . H11C H 0.8188 0.5463 0.3733 0.041 Uiso 1 1 calc R . . C12 C 0.5059(7) 0.2266(7) 0.1052(5) 0.0203(14) Uani 1 1 d . . . H12 H 0.5719 0.1768 0.1232 0.024 Uiso 1 1 calc R . . C13 C 0.3748(8) 0.1115(7) 0.0274(5) 0.0262(15) Uani 1 1 d . . . H13A H 0.3017 0.1522 0.0114 0.039 Uiso 1 1 calc R . . H13B H 0.3351 0.0314 0.0520 0.039 Uiso 1 1 calc R . . H13C H 0.4037 0.0774 -0.0310 0.039 Uiso 1 1 calc R . . C14 C 0.5889(8) 0.3394(8) 0.0626(6) 0.0276(16) Uani 1 1 d . . . H14A H 0.6182 0.2924 0.0081 0.041 Uiso 1 1 calc R . . H14B H 0.6742 0.4096 0.1128 0.041 Uiso 1 1 calc R . . H14C H 0.5269 0.3880 0.0398 0.041 Uiso 1 1 calc R . . C15 C -0.0417(7) -0.1457(7) 0.2774(5) 0.0209(14) Uani 1 1 d . . . H15 H -0.0729 -0.2373 0.2939 0.025 Uiso 1 1 calc R . . C16 C -0.0637(8) -0.0363(8) 0.3572(5) 0.0269(16) Uani 1 1 d . . . H16A H -0.0669 0.0454 0.3350 0.040 Uiso 1 1 calc R . . H16B H 0.0161 -0.0035 0.4157 0.040 Uiso 1 1 calc R . . H16C H -0.1543 -0.0808 0.3720 0.040 Uiso 1 1 calc R . . C17 C -0.1466(8) -0.1738(7) 0.1810(5) 0.0267(16) Uani 1 1 d . . . H17A H -0.2425 -0.1872 0.1905 0.040 Uiso 1 1 calc R . . H17B H -0.1500 -0.2601 0.1341 0.040 Uiso 1 1 calc R . . H17C H -0.1150 -0.0920 0.1564 0.040 Uiso 1 1 calc R . . C18 C 0.1351(7) -0.2710(7) 0.1800(5) 0.0215(14) Uani 1 1 d . . . H18 H 0.2324 -0.2770 0.1955 0.026 Uiso 1 1 calc R . . C19 C 0.0306(8) -0.4152(7) 0.1799(6) 0.0270(16) Uani 1 1 d . . . H19A H -0.0679 -0.4172 0.1641 0.041 Uiso 1 1 calc R . . H19B H 0.0542 -0.4275 0.2442 0.041 Uiso 1 1 calc R . . H19C H 0.0390 -0.4929 0.1313 0.041 Uiso 1 1 calc R . . C20 C 0.1121(8) -0.2544(7) 0.0784(5) 0.0265(15) Uani 1 1 d . . . H20A H 0.1233 -0.3341 0.0335 0.040 Uiso 1 1 calc R . . H20B H 0.1831 -0.1639 0.0799 0.040 Uiso 1 1 calc R . . H20C H 0.0153 -0.2546 0.0567 0.040 Uiso 1 1 calc R . . C21 C 0.2360(7) -0.1245(7) 0.3912(5) 0.0216(14) Uani 1 1 d . . . H21 H 0.3100 -0.1656 0.3773 0.026 Uiso 1 1 calc R . . C22 C 0.1408(9) -0.2242(8) 0.4364(6) 0.0318(17) Uani 1 1 d . . . H22A H 0.2000 -0.2276 0.4955 0.048 Uiso 1 1 calc R . . H22B H 0.0951 -0.3206 0.3900 0.048 Uiso 1 1 calc R . . H22C H 0.0667 -0.1881 0.4527 0.048 Uiso 1 1 calc R . . C23 C 0.3186(8) 0.0227(7) 0.4662(5) 0.0247(15) Uani 1 1 d . . . H23A H 0.2514 0.0702 0.4803 0.037 Uiso 1 1 calc R . . H23B H 0.3899 0.0807 0.4404 0.037 Uiso 1 1 calc R . . H23C H 0.3673 0.0115 0.5260 0.037 Uiso 1 1 calc R . . F1 F 0.2493(4) 0.2990(4) 0.4289(3) 0.0246(9) Uani 1 1 d . . . F2 F 0.0415(4) 0.4051(4) 0.4392(3) 0.0280(9) Uani 1 1 d . . . F3 F -0.1685(4) 0.2101(5) 0.1181(3) 0.0294(9) Uani 1 1 d . . . F4 F 0.0288(4) 0.0935(4) 0.0906(3) 0.0240(8) Uani 1 1 d . . . I1 I 0.49979(4) -0.02070(4) 0.24645(3) 0.01909(15) Uani 1 1 d . . . N1 N -0.0627(6) 0.3067(6) 0.2787(4) 0.0230(13) Uani 1 1 d . . . P1 P 0.45646(18) 0.29443(17) 0.21772(12) 0.0172(3) Uani 1 1 d . . . P2 P 0.14747(17) -0.11001(17) 0.27408(12) 0.0162(3) Uani 1 1 d . . . Pd1 Pd 0.29722(5) 0.09661(5) 0.24740(3) 0.01434(15) 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 C1 0.013(3) 0.022(3) 0.017(3) 0.005(3) 0.003(2) 0.007(3) C2 0.014(3) 0.018(3) 0.022(3) 0.003(3) 0.007(3) 0.004(3) C3 0.028(4) 0.007(3) 0.023(3) 0.005(2) 0.014(3) 0.009(3) C4 0.025(4) 0.013(3) 0.030(4) 0.008(3) 0.002(3) 0.009(3) C5 0.019(3) 0.018(3) 0.020(3) 0.008(3) 0.009(3) 0.010(3) C6 0.022(3) 0.016(3) 0.034(4) 0.011(3) 0.012(3) 0.008(3) C7 0.035(4) 0.022(4) 0.037(4) 0.010(3) 0.013(3) 0.014(3) C8 0.026(4) 0.026(4) 0.040(4) 0.018(3) 0.012(3) 0.012(3) C9 0.017(3) 0.019(3) 0.028(4) 0.007(3) 0.009(3) 0.006(3) C10 0.023(3) 0.020(3) 0.025(4) 0.006(3) 0.004(3) 0.007(3) C11 0.026(4) 0.016(3) 0.035(4) 0.006(3) 0.008(3) 0.001(3) C12 0.025(3) 0.015(3) 0.024(3) 0.009(3) 0.012(3) 0.006(3) C13 0.033(4) 0.026(4) 0.019(3) 0.008(3) 0.007(3) 0.010(3) C14 0.027(4) 0.028(4) 0.038(4) 0.019(3) 0.020(3) 0.010(3) C15 0.014(3) 0.021(3) 0.022(3) 0.003(3) 0.004(3) 0.002(3) C16 0.028(4) 0.027(4) 0.029(4) 0.012(3) 0.013(3) 0.008(3) C17 0.026(4) 0.017(3) 0.032(4) 0.005(3) 0.006(3) 0.004(3) C18 0.023(3) 0.012(3) 0.028(4) 0.004(3) 0.008(3) 0.006(3) C19 0.030(4) 0.015(3) 0.036(4) 0.007(3) 0.013(3) 0.007(3) C20 0.033(4) 0.023(4) 0.020(3) 0.007(3) 0.006(3) 0.007(3) C21 0.021(3) 0.022(3) 0.025(4) 0.009(3) 0.008(3) 0.010(3) C22 0.038(4) 0.027(4) 0.034(4) 0.022(3) 0.008(3) 0.008(3) C23 0.029(4) 0.025(4) 0.020(3) 0.008(3) 0.010(3) 0.006(3) F1 0.027(2) 0.026(2) 0.0165(19) 0.0003(16) 0.0013(16) 0.0112(17) F2 0.036(2) 0.024(2) 0.026(2) 0.0019(16) 0.0139(18) 0.0140(18) F3 0.024(2) 0.039(2) 0.027(2) 0.0118(18) 0.0017(17) 0.0165(19) F4 0.023(2) 0.030(2) 0.0147(18) 0.0011(15) 0.0030(16) 0.0109(17) I1 0.0191(2) 0.0177(2) 0.0235(3) 0.00757(18) 0.00760(18) 0.00887(18) N1 0.022(3) 0.021(3) 0.031(3) 0.011(3) 0.010(3) 0.011(2) P1 0.0169(8) 0.0145(8) 0.0212(9) 0.0062(6) 0.0071(7) 0.0052(6) P2 0.0173(8) 0.0139(8) 0.0191(8) 0.0068(6) 0.0070(6) 0.0055(6) Pd1 0.0148(3) 0.0124(3) 0.0163(3) 0.0041(2) 0.0054(2) 0.0052(2) _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 C1 C5 1.364(9) . ? C1 C2 1.406(9) . ? C1 Pd1 2.019(6) . ? C2 F1 1.354(7) . ? C2 C3 1.354(9) . ? C3 N1 1.297(9) . ? C3 F2 1.354(7) . ? C4 N1 1.302(9) . ? C4 F3 1.360(8) . ? C4 C5 1.362(10) . ? C5 F4 1.366(7) . ? C6 C8 1.515(10) . ? C6 C7 1.538(10) . ? C6 P1 1.877(7) . ? C6 H6 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.525(9) . ? C9 C11 1.528(9) . ? C9 P1 1.860(7) . ? C9 H9 1.0000 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.534(9) . ? C12 C14 1.540(9) . ? C12 P1 1.858(7) . ? C12 H12 1.0000 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C17 1.522(10) . ? C15 C16 1.530(10) . ? C15 P2 1.853(7) . ? C15 H15 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C20 1.527(9) . ? C18 C19 1.536(9) . ? C18 P2 1.855(7) . ? C18 H18 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C23 1.530(9) . ? C21 C22 1.536(9) . ? C21 P2 1.858(7) . ? C21 H21 1.0000 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? I1 Pd1 2.6945(7) . ? P1 Pd1 2.3642(16) . ? P2 Pd1 2.3670(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 C5 C1 C2 113.2(6) . . ? C5 C1 Pd1 124.5(5) . . ? C2 C1 Pd1 122.3(5) . . ? F1 C2 C3 120.1(6) . . ? F1 C2 C1 119.6(6) . . ? C3 C2 C1 120.3(6) . . ? N1 C3 F2 116.3(6) . . ? N1 C3 C2 125.3(6) . . ? F2 C3 C2 118.4(6) . . ? N1 C4 F3 115.5(6) . . ? N1 C4 C5 124.6(6) . . ? F3 C4 C5 119.8(6) . . ? C4 C5 C1 121.5(6) . . ? C4 C5 F4 118.1(6) . . ? C1 C5 F4 120.3(6) . . ? C8 C6 C7 110.9(6) . . ? C8 C6 P1 114.0(5) . . ? C7 C6 P1 113.2(5) . . ? C8 C6 H6 106.0 . . ? C7 C6 H6 106.0 . . ? P1 C6 H6 106.0 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 C11 111.2(6) . . ? C10 C9 P1 111.6(4) . . ? C11 C9 P1 116.6(5) . . ? C10 C9 H9 105.5 . . ? C11 C9 H9 105.5 . . ? P1 C9 H9 105.5 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C14 110.9(6) . . ? C13 C12 P1 111.1(5) . . ? C14 C12 P1 116.8(5) . . ? C13 C12 H12 105.8 . . ? C14 C12 H12 105.8 . . ? P1 C12 H12 105.8 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C17 C15 C16 109.6(6) . . ? C17 C15 P2 115.4(5) . . ? C16 C15 P2 115.1(5) . . ? C17 C15 H15 105.2 . . ? C16 C15 H15 105.2 . . ? P2 C15 H15 105.2 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C20 C18 C19 111.2(6) . . ? C20 C18 P2 112.6(5) . . ? C19 C18 P2 116.5(5) . . ? C20 C18 H18 105.2 . . ? C19 C18 H18 105.2 . . ? P2 C18 H18 105.2 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C23 C21 C22 110.0(6) . . ? C23 C21 P2 111.6(5) . . ? C22 C21 P2 116.9(5) . . ? C23 C21 H21 105.9 . . ? C22 C21 H21 105.9 . . ? P2 C21 H21 105.9 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C3 N1 C4 115.1(6) . . ? C12 P1 C9 105.6(3) . . ? C12 P1 C6 104.1(3) . . ? C9 P1 C6 103.9(3) . . ? C12 P1 Pd1 108.0(2) . . ? C9 P1 Pd1 109.0(2) . . ? C6 P1 Pd1 124.8(2) . . ? C15 P2 C18 103.2(3) . . ? C15 P2 C21 104.4(3) . . ? C18 P2 C21 105.4(3) . . ? C15 P2 Pd1 124.5(2) . . ? C18 P2 Pd1 109.1(2) . . ? C21 P2 Pd1 108.7(2) . . ? C1 Pd1 P1 92.56(19) . . ? C1 Pd1 P2 91.16(19) . . ? P1 Pd1 P2 176.20(6) . . ? C1 Pd1 I1 176.09(18) . . ? P1 Pd1 I1 88.08(4) . . ? P2 Pd1 I1 88.26(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 C5 C1 C2 F1 -179.9(5) . . . . ? Pd1 C1 C2 F1 2.0(8) . . . . ? C5 C1 C2 C3 1.7(9) . . . . ? Pd1 C1 C2 C3 -176.4(5) . . . . ? F1 C2 C3 N1 -178.3(6) . . . . ? C1 C2 C3 N1 0.1(10) . . . . ? F1 C2 C3 F2 0.0(9) . . . . ? C1 C2 C3 F2 178.4(5) . . . . ? N1 C4 C5 C1 2.2(11) . . . . ? F3 C4 C5 C1 -179.2(6) . . . . ? N1 C4 C5 F4 179.6(6) . . . . ? F3 C4 C5 F4 -1.8(9) . . . . ? C2 C1 C5 C4 -2.8(9) . . . . ? Pd1 C1 C5 C4 175.3(5) . . . . ? C2 C1 C5 F4 179.9(5) . . . . ? Pd1 C1 C5 F4 -2.1(9) . . . . ? F2 C3 N1 C4 -179.2(5) . . . . ? C2 C3 N1 C4 -0.9(10) . . . . ? F3 C4 N1 C3 -178.8(5) . . . . ? C5 C4 N1 C3 -0.2(10) . . . . ? C13 C12 P1 C9 158.1(5) . . . . ? C14 C12 P1 C9 -73.5(6) . . . . ? C13 C12 P1 C6 -92.8(5) . . . . ? C14 C12 P1 C6 35.6(6) . . . . ? C13 C12 P1 Pd1 41.7(5) . . . . ? C14 C12 P1 Pd1 170.1(5) . . . . ? C10 C9 P1 C12 -153.8(5) . . . . ? C11 C9 P1 C12 76.9(6) . . . . ? C10 C9 P1 C6 96.9(5) . . . . ? C11 C9 P1 C6 -32.4(6) . . . . ? C10 C9 P1 Pd1 -38.1(5) . . . . ? C11 C9 P1 Pd1 -167.4(4) . . . . ? C8 C6 P1 C12 59.5(6) . . . . ? C7 C6 P1 C12 -172.4(5) . . . . ? C8 C6 P1 C9 169.8(5) . . . . ? C7 C6 P1 C9 -62.1(5) . . . . ? C8 C6 P1 Pd1 -64.7(6) . . . . ? C7 C6 P1 Pd1 63.4(6) . . . . ? C17 C15 P2 C18 -56.8(6) . . . . ? C16 C15 P2 C18 173.9(5) . . . . ? C17 C15 P2 C21 -166.8(5) . . . . ? C16 C15 P2 C21 63.9(6) . . . . ? C17 C15 P2 Pd1 67.9(5) . . . . ? C16 C15 P2 Pd1 -61.4(6) . . . . ? C20 C18 P2 C15 89.9(5) . . . . ? C19 C18 P2 C15 -40.2(6) . . . . ? C20 C18 P2 C21 -160.9(5) . . . . ? C19 C18 P2 C21 69.0(6) . . . . ? C20 C18 P2 Pd1 -44.3(5) . . . . ? C19 C18 P2 Pd1 -174.4(5) . . . . ? C23 C21 P2 C15 -99.4(5) . . . . ? C22 C21 P2 C15 28.3(6) . . . . ? C23 C21 P2 C18 152.2(5) . . . . ? C22 C21 P2 C18 -80.0(6) . . . . ? C23 C21 P2 Pd1 35.4(5) . . . . ? C22 C21 P2 Pd1 163.1(5) . . . . ? C5 C1 Pd1 P1 90.7(5) . . . . ? C2 C1 Pd1 P1 -91.4(5) . . . . ? C5 C1 Pd1 P2 -88.5(5) . . . . ? C2 C1 Pd1 P2 89.4(5) . . . . ? C5 C1 Pd1 I1 -170(2) . . . . ? C2 C1 Pd1 I1 8(3) . . . . ? C12 P1 Pd1 C1 -127.4(3) . . . . ? C9 P1 Pd1 C1 118.5(3) . . . . ? C6 P1 Pd1 C1 -4.8(3) . . . . ? C12 P1 Pd1 P2 41.1(10) . . . . ? C9 P1 Pd1 P2 -73.1(9) . . . . ? C6 P1 Pd1 P2 163.6(9) . . . . ? C12 P1 Pd1 I1 56.5(2) . . . . ? C9 P1 Pd1 I1 -57.7(2) . . . . ? C6 P1 Pd1 I1 179.0(3) . . . . ? C15 P2 Pd1 C1 8.9(3) . . . . ? C18 P2 Pd1 C1 131.0(3) . . . . ? C21 P2 Pd1 C1 -114.5(3) . . . . ? C15 P2 Pd1 P1 -159.5(9) . . . . ? C18 P2 Pd1 P1 -37.4(10) . . . . ? C21 P2 Pd1 P1 77.0(9) . . . . ? C15 P2 Pd1 I1 -175.0(3) . . . . ? C18 P2 Pd1 I1 -52.9(2) . . . . ? C21 P2 Pd1 I1 61.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.415 _refine_diff_density_min -1.030 _refine_diff_density_rms 0.167