Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm #============================================================================== _journal_coden_Cambridge 1350 _audit_creation_date ? _audit_creation_method SHELXL-97 _audit_update_record ; ? ; #========================================================================== # 1. Submission Details _publ_contact_author_name 'Ulli Englert' _publ_contact_author_address ; Institut fuer Anorganische Chemie RWTH Aachen Landoltweg 1 52074 Aachen Germany ; _publ_contact_author_email ullrich.englert@ac.rwth-aachen.de _publ_contact_author_fax 0049-241-8092288 _publ_contact_author_phone 0049-241-8094666 _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter ; ? ; #========================================================================== # 2. Processing Summary (IUCr Office Use Only) _journal_coden_ASTM ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #========================================================================== # 3. Title and Author List _publ_section_title ; A robust conglomerate structure type in salts of cationic organopalladium complexes and non-coordinating anions ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address #<--'Last name, first name' #<--'Last name, first name' #<--'Last name, first name' I.Kalf ; Institut fuer Anorganische Chemie RWTH Aachen Landoltweg 1 52074 Aachen Germany ; 'Ruimin Wang.' ; Institut fuer Anorganische Chemie RWTH Aachen Landoltweg 1 52074 Aachen Germany ; U.Englert ; Institut fuer Anorganische Chemie RWTH Aachen Landoltweg 1 52074 Aachen Germany ; #========================================================================== # 4. Text _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_exptl_prep ; ? ; _publ_section_exptl_refinement ; ? ; _publ_section_references ; Bruker (1999). SAINT+. Version 6.02. Bruker AXS Inc., Madison, Wisconson, USA. Bruker (2001). SMART. Version 5.624. Bruker AXS Inc., Madison, Wisconson, USA. Sheldrick, G. M. (1996). SADABS. University of G\"ottingen, Germany. Sheldrick, G. M. (1997). SHELXS-97. University of G\"ottingen, Germany. Sheldrick, G. M. (1997). SHELXL-97. University of G\"ottingen, Germany. Sheldrick, G. M. (1998). SHELXTL. Version 5.1. Bruker AXS Inc., Madison, Wisconson, USA. Spek, A. L. (1990). Acta Cryst. A46, C-34. ; _publ_section_figure_captions ; ? ; _publ_section_table_legends ; ? ; _publ_section_acknowledgements ; Support from the DFG is gratefully acknowledged. ; #========================================================================== data_1a _database_code_depnum_ccdc_archive 'CCDC 657272' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H26 N3 Pd, B F4 ' _chemical_formula_sum 'C14 H26 B F4 N3 Pd' _chemical_formula_weight 429.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B .0013 .0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.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 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.9504(13) _cell_length_b 11.8398(14) _cell_length_c 13.2335(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1715.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 4436 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 27.05 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.663 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 1.121 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (1996)' _exptl_absorpt_correction_T_min 0.729 _exptl_absorpt_correction_T_max 0.868 _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13938 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0278 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 27.45 _reflns_number_total 3919 _reflns_number_gt 3874 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0280P)^2^+0.5570P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) _chemical_absolute_configuration ad _refine_ls_number_reflns 3919 _refine_ls_number_parameters 213 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0219 _refine_ls_R_factor_gt 0.0215 _refine_ls_wR_factor_ref 0.0534 _refine_ls_wR_factor_gt 0.0530 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.002 _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 0.366424(14) 0.364117(14) -0.021982(12) 0.01299(5) Uani 1 1 d . . . N1 N 0.32099(18) 0.20064(16) 0.00934(15) 0.0175(4) Uani 1 1 d . . . H1A H 0.2589 0.1773 -0.0326 0.021 Uiso 1 1 calc R . . H1B H 0.3873 0.1544 -0.0010 0.021 Uiso 1 1 calc R . . N2 N 0.40081(17) 0.53441(17) -0.05045(14) 0.0157(4) Uani 1 1 d . . . N3 N 0.28933(17) 0.3635(2) -0.17159(14) 0.0167(4) Uani 1 1 d . . . C1 C 0.2807(2) 0.1938(2) 0.11717(18) 0.0178(5) Uani 1 1 d . . . H1 H 0.2862 0.1139 0.1413 0.021 Uiso 1 1 calc R . . C2 C 0.3689(2) 0.26606(19) 0.17486(16) 0.0170(4) Uani 1 1 d . . . C3 C 0.42515(19) 0.3545(2) 0.12124(17) 0.0168(4) Uani 1 1 d . . . C4 C 0.5120(2) 0.4190(2) 0.17247(19) 0.0216(5) Uani 1 1 d . . . H4 H 0.5549 0.4768 0.1375 0.026 Uiso 1 1 calc R . . C5 C 0.5363(2) 0.3995(2) 0.2745(2) 0.0246(5) Uani 1 1 d . . . H5 H 0.5961 0.4440 0.3080 0.029 Uiso 1 1 calc R . . C6 C 0.4752(2) 0.3170(2) 0.32734(19) 0.0242(5) Uani 1 1 d . . . H6 H 0.4895 0.3071 0.3976 0.029 Uiso 1 1 calc R . . C7 C 0.3921(2) 0.2482(2) 0.27692(17) 0.0207(5) Uani 1 1 d . . . H7 H 0.3515 0.1892 0.3121 0.025 Uiso 1 1 calc R . . C8 C 0.1498(2) 0.2353(2) 0.12584(19) 0.0223(5) Uani 1 1 d . . . H8A H 0.1459 0.3151 0.1067 0.033 Uiso 1 1 calc R . . H8B H 0.1217 0.2264 0.1957 0.033 Uiso 1 1 calc R . . H8C H 0.0974 0.1910 0.0807 0.033 Uiso 1 1 calc R . . C9 C 0.3281(2) 0.5633(2) -0.14244(19) 0.0214(5) Uani 1 1 d . . . H9A H 0.3606 0.6335 -0.1729 0.026 Uiso 1 1 calc R . . H9B H 0.2421 0.5772 -0.1229 0.026 Uiso 1 1 calc R . . C10 C 0.3329(2) 0.4698(2) -0.21881(19) 0.0230(6) Uani 1 1 d . . . H10A H 0.2807 0.4890 -0.2775 0.028 Uiso 1 1 calc R . . H10B H 0.4177 0.4600 -0.2431 0.028 Uiso 1 1 calc R . . C11 C 0.3238(2) 0.2671(2) -0.23585(19) 0.0224(5) Uani 1 1 d . . . H11A H 0.2976 0.1966 -0.2036 0.034 Uiso 1 1 calc R . . H11B H 0.4127 0.2661 -0.2448 0.034 Uiso 1 1 calc R . . H11C H 0.2842 0.2743 -0.3019 0.034 Uiso 1 1 calc R . . C12 C 0.15458(19) 0.3659(2) -0.16060(18) 0.0213(5) Uani 1 1 d . . . H12A H 0.1314 0.4267 -0.1141 0.032 Uiso 1 1 calc R . . H12B H 0.1263 0.2934 -0.1337 0.032 Uiso 1 1 calc R . . H12C H 0.1170 0.3793 -0.2267 0.032 Uiso 1 1 calc R . . C13 C 0.3568(2) 0.60951(19) 0.03131(18) 0.0223(5) Uani 1 1 d . . . H13A H 0.4068 0.5982 0.0919 0.033 Uiso 1 1 calc R . . H13B H 0.2714 0.5917 0.0467 0.033 Uiso 1 1 calc R . . H13C H 0.3630 0.6884 0.0094 0.033 Uiso 1 1 calc R . . C14 C 0.5313(2) 0.5603(2) -0.0706(2) 0.0240(5) Uani 1 1 d . . . H14A H 0.5416 0.6421 -0.0785 0.036 Uiso 1 1 calc R . . H14B H 0.5573 0.5221 -0.1326 0.036 Uiso 1 1 calc R . . H14C H 0.5813 0.5339 -0.0138 0.036 Uiso 1 1 calc R . . F1 F 0.1548(3) 0.0134(2) 0.3243(2) 0.0779(9) Uani 1 1 d . . . F2 F 0.19085(19) 0.06738(19) 0.4839(2) 0.0606(6) Uani 1 1 d . . . F3 F 0.01426(16) -0.01563(16) 0.44420(17) 0.0449(5) Uani 1 1 d . . . F4 F 0.05552(18) 0.16085(14) 0.38890(14) 0.0399(4) Uani 1 1 d . . . B1 B 0.1042(3) 0.0570(3) 0.4102(2) 0.0264(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01266(7) 0.01079(8) 0.01550(8) -0.00051(6) -0.00127(6) -0.00038(7) N1 0.0201(9) 0.0130(9) 0.0194(10) 0.0003(7) 0.0002(7) -0.0006(7) N2 0.0155(9) 0.0138(10) 0.0179(9) 0.0009(7) -0.0017(7) -0.0019(7) N3 0.0165(8) 0.0162(9) 0.0175(8) -0.0007(9) -0.0004(7) -0.0021(8) C1 0.0188(11) 0.0136(12) 0.0208(11) 0.0009(9) -0.0012(9) 0.0000(9) C2 0.0149(9) 0.0157(11) 0.0204(10) -0.0010(8) 0.0003(10) 0.0049(10) C3 0.0161(10) 0.0150(12) 0.0193(10) -0.0030(10) -0.0017(8) 0.0045(9) C4 0.0228(12) 0.0140(12) 0.0281(12) 0.0003(10) -0.0070(10) 0.0029(10) C5 0.0249(12) 0.0197(13) 0.0291(12) -0.0075(10) -0.0126(10) 0.0068(10) C6 0.0251(12) 0.0267(14) 0.0207(11) -0.0036(10) -0.0073(10) 0.0128(11) C7 0.0205(12) 0.0211(13) 0.0205(10) 0.0002(10) 0.0004(9) 0.0078(10) C8 0.0157(11) 0.0242(13) 0.0269(11) -0.0005(10) 0.0000(9) -0.0018(9) C9 0.0250(11) 0.0168(13) 0.0225(11) 0.0039(10) -0.0059(9) -0.0010(9) C10 0.0293(14) 0.0246(14) 0.0151(11) 0.0027(10) -0.0024(9) -0.0075(10) C11 0.0227(11) 0.0240(14) 0.0204(11) -0.0066(10) -0.0006(9) -0.0011(10) C12 0.0168(11) 0.0228(12) 0.0244(11) -0.0001(10) -0.0029(8) 0.0011(10) C13 0.0320(12) 0.0120(11) 0.0228(11) -0.0011(9) 0.0012(11) 0.0024(9) C14 0.0187(11) 0.0200(13) 0.0332(13) 0.0029(11) -0.0003(10) -0.0065(10) F1 0.114(2) 0.0464(14) 0.0736(17) -0.0206(12) 0.0473(17) 0.0030(15) F2 0.0473(11) 0.0559(14) 0.0786(15) 0.0247(12) -0.0382(12) -0.0141(10) F3 0.0316(9) 0.0320(10) 0.0710(14) 0.0208(9) -0.0078(9) -0.0054(8) F4 0.0536(11) 0.0163(9) 0.0499(10) 0.0041(7) -0.0168(9) 0.0044(7) B1 0.0296(15) 0.0200(15) 0.0295(14) 0.0030(12) -0.0029(12) 0.0020(11) _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 C3 2.005(2) . ? Pd1 N1 2.0410(19) . ? Pd1 N2 2.085(2) . ? Pd1 N3 2.1523(18) . ? N1 C1 1.496(3) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? N2 C13 1.481(3) . ? N2 C14 1.486(3) . ? N2 C9 1.494(3) . ? N3 C11 1.473(3) . ? N3 C12 1.483(3) . ? N3 C10 1.484(3) . ? C1 C2 1.499(3) . ? C1 C8 1.519(3) . ? C1 H1 1.0000 . ? C2 C7 1.391(3) . ? C2 C3 1.407(3) . ? C3 C4 1.395(3) . ? C4 C5 1.396(4) . ? C4 H4 0.9500 . ? C5 C6 1.375(4) . ? C5 H5 0.9500 . ? C6 C7 1.392(4) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.500(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? F1 B1 1.366(4) . ? F2 B1 1.367(4) . ? F3 B1 1.383(4) . ? F4 B1 1.370(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 C3 Pd1 N1 80.35(9) . . ? C3 Pd1 N2 99.66(9) . . ? N1 Pd1 N2 176.01(8) . . ? C3 Pd1 N3 174.46(9) . . ? N1 Pd1 N3 95.06(8) . . ? N2 Pd1 N3 84.71(8) . . ? C1 N1 Pd1 108.48(15) . . ? C1 N1 H1A 110.0 . . ? Pd1 N1 H1A 110.0 . . ? C1 N1 H1B 110.0 . . ? Pd1 N1 H1B 110.0 . . ? H1A N1 H1B 108.4 . . ? C13 N2 C14 108.67(19) . . ? C13 N2 C9 106.51(18) . . ? C14 N2 C9 108.64(19) . . ? C13 N2 Pd1 112.93(14) . . ? C14 N2 Pd1 113.93(15) . . ? C9 N2 Pd1 105.79(14) . . ? C11 N3 C12 109.05(19) . . ? C11 N3 C10 109.39(19) . . ? C12 N3 C10 110.2(2) . . ? C11 N3 Pd1 115.65(16) . . ? C12 N3 Pd1 107.46(13) . . ? C10 N3 Pd1 104.99(14) . . ? N1 C1 C2 105.36(19) . . ? N1 C1 C8 109.43(19) . . ? C2 C1 C8 112.6(2) . . ? N1 C1 H1 109.8 . . ? C2 C1 H1 109.8 . . ? C8 C1 H1 109.8 . . ? C7 C2 C3 121.5(2) . . ? C7 C2 C1 121.7(2) . . ? C3 C2 C1 116.75(19) . . ? C4 C3 C2 117.4(2) . . ? C4 C3 Pd1 130.30(19) . . ? C2 C3 Pd1 112.25(16) . . ? C3 C4 C5 120.6(2) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C6 C5 C4 121.1(2) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C7 119.4(2) . . ? C5 C6 H6 120.3 . . ? C7 C6 H6 120.3 . . ? C2 C7 C6 119.7(2) . . ? C2 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C1 C8 H8A 109.5 . . ? C1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 111.2(2) . . ? N2 C9 H9A 109.4 . . ? C10 C9 H9A 109.4 . . ? N2 C9 H9B 109.4 . . ? C10 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? N3 C10 C9 109.3(2) . . ? N3 C10 H10A 109.8 . . ? C9 C10 H10A 109.8 . . ? N3 C10 H10B 109.8 . . ? C9 C10 H10B 109.8 . . ? H10A C10 H10B 108.3 . . ? N3 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N3 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? F1 B1 F2 110.3(3) . . ? F1 B1 F4 109.1(3) . . ? F2 B1 F4 109.6(2) . . ? F1 B1 F3 109.0(3) . . ? F2 B1 F3 108.5(2) . . ? F4 B1 F3 110.4(2) . . ? 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 C3 Pd1 N1 C1 35.91(15) . . . . ? N2 Pd1 N1 C1 -54.5(12) . . . . ? N3 Pd1 N1 C1 -140.96(14) . . . . ? C3 Pd1 N2 C13 -47.15(17) . . . . ? N1 Pd1 N2 C13 42.6(12) . . . . ? N3 Pd1 N2 C13 129.40(16) . . . . ? C3 Pd1 N2 C14 77.46(17) . . . . ? N1 Pd1 N2 C14 167.2(11) . . . . ? N3 Pd1 N2 C14 -105.99(17) . . . . ? C3 Pd1 N2 C9 -163.27(15) . . . . ? N1 Pd1 N2 C9 -73.5(12) . . . . ? N3 Pd1 N2 C9 13.28(15) . . . . ? C3 Pd1 N3 C11 -82.5(10) . . . . ? N1 Pd1 N3 C11 -48.61(17) . . . . ? N2 Pd1 N3 C11 135.38(17) . . . . ? C3 Pd1 N3 C12 39.6(10) . . . . ? N1 Pd1 N3 C12 73.43(18) . . . . ? N2 Pd1 N3 C12 -102.57(18) . . . . ? C3 Pd1 N3 C10 156.9(9) . . . . ? N1 Pd1 N3 C10 -169.26(16) . . . . ? N2 Pd1 N3 C10 14.74(16) . . . . ? Pd1 N1 C1 C2 -42.1(2) . . . . ? Pd1 N1 C1 C8 79.3(2) . . . . ? N1 C1 C2 C7 -154.7(2) . . . . ? C8 C1 C2 C7 86.1(3) . . . . ? N1 C1 C2 C3 26.6(3) . . . . ? C8 C1 C2 C3 -92.6(3) . . . . ? C7 C2 C3 C4 4.4(3) . . . . ? C1 C2 C3 C4 -176.9(2) . . . . ? C7 C2 C3 Pd1 -176.74(18) . . . . ? C1 C2 C3 Pd1 1.9(3) . . . . ? N1 Pd1 C3 C4 157.6(2) . . . . ? N2 Pd1 C3 C4 -26.5(2) . . . . ? N3 Pd1 C3 C4 -168.1(9) . . . . ? N1 Pd1 C3 C2 -21.06(17) . . . . ? N2 Pd1 C3 C2 154.89(16) . . . . ? N3 Pd1 C3 C2 13.2(11) . . . . ? C2 C3 C4 C5 -3.4(4) . . . . ? Pd1 C3 C4 C5 178.04(19) . . . . ? C3 C4 C5 C6 -0.4(4) . . . . ? C4 C5 C6 C7 3.2(4) . . . . ? C3 C2 C7 C6 -1.7(4) . . . . ? C1 C2 C7 C6 179.7(2) . . . . ? C5 C6 C7 C2 -2.2(4) . . . . ? C13 N2 C9 C10 -160.8(2) . . . . ? C14 N2 C9 C10 82.3(2) . . . . ? Pd1 N2 C9 C10 -40.4(2) . . . . ? C11 N3 C10 C9 -165.1(2) . . . . ? C12 N3 C10 C9 75.0(2) . . . . ? Pd1 N3 C10 C9 -40.4(2) . . . . ? N2 C9 C10 N3 56.5(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max .444 _refine_diff_density_min -.462 _refine_diff_density_rms .084 #========================================================================== data_1b _database_code_depnum_ccdc_archive 'CCDC 657273' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H28 N3 Pd, B F4' _chemical_formula_sum 'C15 H28 B F4 N3 Pd' _chemical_formula_weight 443.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B .0013 .0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.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 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.824(3) _cell_length_b 12.230(3) _cell_length_c 14.106(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1867.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 278(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.5 _cell_measurement_theta_max 16.0 _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 1.033 _exptl_absorpt_correction_type empirical-psi _exptl_absorpt_correction_T_min 0.76 _exptl_absorpt_correction_T_max 0.89 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 278(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 Enraf_Nonius_CAD4 _diffrn_measurement_method \q/2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 0.00 _diffrn_reflns_number 13053 _diffrn_reflns_av_R_equivalents 0.0705 _diffrn_reflns_av_sigmaI/netI 0.0881 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 28.03 _reflns_number_total 4514 _reflns_number_gt 3308 _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^)+(0.0340P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(5) _chemical_absolute_configuration ad _refine_ls_number_reflns 4514 _refine_ls_number_parameters 223 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0829 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.0873 _refine_ls_wR_factor_gt 0.0814 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.35568(4) 0.38131(3) 0.52812(3) 0.02869(10) Uani 1 1 d . . . N1 N 0.2747(4) 0.3972(4) 0.6673(3) 0.0358(11) Uani 1 1 d . . . N2 N 0.4079(4) 0.5444(4) 0.5487(3) 0.0386(12) Uani 1 1 d . . . N3 N 0.2886(4) 0.2265(4) 0.5026(3) 0.0387(12) Uani 1 1 d . . . H3A H 0.3472 0.1764 0.5152 0.046 Uiso 1 1 calc R . . H3B H 0.2231 0.2131 0.5402 0.046 Uiso 1 1 calc R . . C1 C 0.3189(6) 0.5018(5) 0.7061(4) 0.0481(18) Uani 1 1 d . . . H1A H 0.3999 0.4922 0.7343 0.058 Uiso 1 1 calc R . . H1B H 0.2628 0.5274 0.7549 0.058 Uiso 1 1 calc R . . C2 C 0.3258(6) 0.5846(5) 0.6264(4) 0.0459(18) Uani 1 1 d . . . H2A H 0.2436 0.5977 0.6015 0.055 Uiso 1 1 calc R . . H2B H 0.3576 0.6533 0.6508 0.055 Uiso 1 1 calc R . . C3 C 0.1376(6) 0.3973(5) 0.6577(4) 0.0508(15) Uani 1 1 d . . . H3C H 0.1007 0.4127 0.7182 0.076 Uiso 1 1 calc R . . H3D H 0.1104 0.3269 0.6360 0.076 Uiso 1 1 calc R . . H3E H 0.1133 0.4522 0.6129 0.076 Uiso 1 1 calc R . . C4 C 0.3101(6) 0.3072(5) 0.7327(4) 0.0493(18) Uani 1 1 d . . . H4A H 0.3978 0.3089 0.7430 0.074 Uiso 1 1 calc R . . H4B H 0.2874 0.2382 0.7052 0.074 Uiso 1 1 calc R . . H4C H 0.2681 0.3163 0.7921 0.074 Uiso 1 1 calc R . . C5 C 0.3811(6) 0.6157(5) 0.4659(5) 0.0639(19) Uani 1 1 d . . . H5A H 0.3988 0.6903 0.4819 0.096 Uiso 1 1 calc R . . H5B H 0.2956 0.6089 0.4489 0.096 Uiso 1 1 calc R . . H5C H 0.4317 0.5938 0.4133 0.096 Uiso 1 1 calc R . . C6 C 0.5383(6) 0.5575(6) 0.5761(5) 0.064(2) Uani 1 1 d . . . H6A H 0.5901 0.5241 0.5291 0.096 Uiso 1 1 calc R . . H6B H 0.5520 0.5230 0.6363 0.096 Uiso 1 1 calc R . . H6C H 0.5576 0.6339 0.5808 0.096 Uiso 1 1 calc R . . C7 C 0.2514(5) 0.2198(5) 0.4011(4) 0.0412(15) Uani 1 1 d . . . H7 H 0.2480 0.1429 0.3818 0.049 Uiso 1 1 calc R . . C8 C 0.3531(6) 0.2764(4) 0.3476(3) 0.0310(11) Uani 1 1 d . . . C9 C 0.4197(5) 0.3578(4) 0.3955(3) 0.0318(13) Uani 1 1 d . . . C10 C 0.5178(5) 0.4078(4) 0.3489(4) 0.0333(13) Uani 1 1 d . . . H10 H 0.5670 0.4577 0.3812 0.040 Uiso 1 1 calc R . . C11 C 0.5434(5) 0.3839(5) 0.2537(4) 0.0352(12) Uani 1 1 d . . . C12 C 0.4717(6) 0.3094(5) 0.2071(4) 0.0380(14) Uani 1 1 d . . . H12 H 0.4865 0.2956 0.1433 0.046 Uiso 1 1 calc R . . C13 C 0.3769(5) 0.2537(5) 0.2529(4) 0.0387(14) Uani 1 1 d . . . H13 H 0.3301 0.2019 0.2206 0.046 Uiso 1 1 calc R . . C14 C 0.6473(7) 0.4455(5) 0.2040(4) 0.0512(16) Uani 1 1 d . . . H14A H 0.6881 0.3976 0.1601 0.077 Uiso 1 1 calc R . . H14B H 0.7057 0.4710 0.2502 0.077 Uiso 1 1 calc R . . H14C H 0.6136 0.5069 0.1703 0.077 Uiso 1 1 calc R . . C15 C 0.1278(6) 0.2708(6) 0.3869(4) 0.0589(18) Uani 1 1 d . . . H15A H 0.1312 0.3464 0.4051 0.088 Uiso 1 1 calc R . . H15B H 0.0678 0.2336 0.4252 0.088 Uiso 1 1 calc R . . H15C H 0.1048 0.2654 0.3214 0.088 Uiso 1 1 calc R . . F1 F -0.0015(9) 0.0969(9) 0.0524(5) 0.221(4) Uani 1 1 d . . . F2 F 0.2024(7) 0.0822(9) 0.0567(5) 0.218(5) Uani 1 1 d . . . F3 F 0.0921(6) 0.0925(10) 0.1788(5) 0.202(4) Uani 1 1 d . . . F4 F 0.0846(9) -0.0377(6) 0.0927(11) 0.306(8) Uani 1 1 d . . . B1 B 0.0959(9) 0.0578(9) 0.0940(7) 0.064(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.02917(16) 0.02881(17) 0.02811(16) 0.0005(2) 0.0044(2) -0.0010(2) N1 0.037(2) 0.032(3) 0.038(2) 0.000(2) 0.008(2) 0.000(2) N2 0.043(3) 0.032(2) 0.041(3) 0.004(2) 0.013(2) -0.005(2) N3 0.044(3) 0.037(3) 0.036(3) 0.002(2) 0.013(2) -0.001(2) C1 0.059(5) 0.054(4) 0.032(3) -0.010(3) 0.009(3) -0.003(3) C2 0.064(5) 0.033(3) 0.041(3) -0.005(2) 0.017(3) -0.004(3) C3 0.039(3) 0.061(4) 0.053(3) -0.002(3) 0.016(3) -0.002(4) C4 0.053(4) 0.049(4) 0.046(4) 0.008(3) 0.011(3) 0.007(3) C5 0.104(6) 0.037(3) 0.051(3) 0.002(4) 0.021(4) 0.002(4) C6 0.059(5) 0.061(5) 0.073(5) -0.017(4) 0.002(4) -0.028(4) C7 0.038(3) 0.046(4) 0.040(3) 0.001(3) 0.009(3) -0.009(3) C8 0.030(3) 0.025(3) 0.037(3) -0.001(2) 0.006(3) -0.001(3) C9 0.028(3) 0.038(4) 0.029(3) 0.003(2) 0.006(2) 0.006(3) C10 0.035(3) 0.028(3) 0.037(3) 0.003(2) 0.005(2) 0.000(2) C11 0.039(3) 0.026(3) 0.041(3) 0.012(3) 0.009(2) 0.011(3) C12 0.044(3) 0.038(3) 0.032(3) -0.002(3) 0.005(3) 0.009(3) C13 0.041(4) 0.037(3) 0.039(3) -0.004(2) -0.001(3) 0.004(3) C14 0.047(4) 0.054(4) 0.053(4) 0.009(3) 0.024(4) -0.001(4) C15 0.042(4) 0.083(5) 0.052(4) -0.002(4) 0.011(3) -0.008(4) F1 0.185(7) 0.309(13) 0.169(8) 0.043(8) -0.024(6) 0.091(9) F2 0.121(5) 0.379(15) 0.154(7) 0.037(8) 0.058(5) -0.046(8) F3 0.122(6) 0.361(14) 0.124(5) -0.065(8) 0.015(4) 0.044(7) F4 0.204(9) 0.065(4) 0.65(2) -0.109(9) 0.085(11) -0.006(5) B1 0.073(6) 0.069(6) 0.050(5) 0.005(5) 0.020(5) 0.015(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C9 2.015(5) . ? Pd1 N3 2.059(5) . ? Pd1 N2 2.093(4) . ? Pd1 N1 2.159(4) . ? N1 C1 1.472(7) . ? N1 C4 1.486(7) . ? N1 C3 1.490(7) . ? N2 C6 1.472(8) . ? N2 C5 1.486(7) . ? N2 C2 1.494(7) . ? N3 C7 1.489(7) . ? N3 H3A 0.9000 . ? N3 H3B 0.9000 . ? C1 C2 1.515(8) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3C 0.9600 . ? C3 H3D 0.9600 . ? C3 H3E 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C15 1.490(9) . ? C7 C8 1.504(8) . ? C7 H7 0.9800 . ? C8 C13 1.389(7) . ? C8 C9 1.402(8) . ? C9 C10 1.391(7) . ? C10 C11 1.402(7) . ? C10 H10 0.9300 . ? C11 C12 1.366(8) . ? C11 C14 1.524(8) . ? C12 C13 1.391(8) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? F1 B1 1.298(11) . ? F2 B1 1.302(10) . ? F3 B1 1.270(10) . ? F4 B1 1.175(12) . ? 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 C9 Pd1 N3 80.1(2) . . ? C9 Pd1 N2 99.9(2) . . ? N3 Pd1 N2 174.5(2) . . ? C9 Pd1 N1 175.2(2) . . ? N3 Pd1 N1 95.63(17) . . ? N2 Pd1 N1 84.14(17) . . ? C1 N1 C4 109.2(4) . . ? C1 N1 C3 110.9(5) . . ? C4 N1 C3 108.3(5) . . ? C1 N1 Pd1 106.5(3) . . ? C4 N1 Pd1 113.1(3) . . ? C3 N1 Pd1 108.8(3) . . ? C6 N2 C5 109.2(5) . . ? C6 N2 C2 110.0(5) . . ? C5 N2 C2 105.5(4) . . ? C6 N2 Pd1 113.5(4) . . ? C5 N2 Pd1 113.4(4) . . ? C2 N2 Pd1 104.8(3) . . ? C7 N3 Pd1 108.3(3) . . ? C7 N3 H3A 110.0 . . ? Pd1 N3 H3A 110.0 . . ? C7 N3 H3B 110.0 . . ? Pd1 N3 H3B 110.0 . . ? H3A N3 H3B 108.4 . . ? N1 C1 C2 108.7(5) . . ? N1 C1 H1A 109.9 . . ? C2 C1 H1A 109.9 . . ? N1 C1 H1B 109.9 . . ? C2 C1 H1B 109.9 . . ? H1A C1 H1B 108.3 . . ? N2 C2 C1 110.7(5) . . ? N2 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 . . ? N2 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N1 C3 H3C 109.5 . . ? N1 C3 H3D 109.5 . . ? H3C C3 H3D 109.5 . . ? N1 C3 H3E 109.5 . . ? H3C C3 H3E 109.5 . . ? H3D C3 H3E 109.5 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C15 110.4(5) . . ? N3 C7 C8 105.0(4) . . ? C15 C7 C8 113.4(5) . . ? N3 C7 H7 109.3 . . ? C15 C7 H7 109.3 . . ? C8 C7 H7 109.3 . . ? C13 C8 C9 120.7(5) . . ? C13 C8 C7 121.8(5) . . ? C9 C8 C7 117.4(5) . . ? C10 C9 C8 118.5(5) . . ? C10 C9 Pd1 129.7(4) . . ? C8 C9 Pd1 111.8(4) . . ? C9 C10 C11 120.8(5) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C12 C11 C10 119.2(5) . . ? C12 C11 C14 121.9(5) . . ? C10 C11 C14 118.9(5) . . ? C11 C12 C13 121.5(5) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C8 C13 C12 119.0(5) . . ? C8 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C7 C15 H15A 109.5 . . ? C7 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C7 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? F4 B1 F3 110.1(12) . . ? F4 B1 F1 105.9(12) . . ? F3 B1 F1 106.1(9) . . ? F4 B1 F2 108.3(10) . . ? F3 B1 F2 109.4(10) . . ? F1 B1 F2 116.9(9) . . ? 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 C9 Pd1 N1 C1 -158(2) . . . . ? N3 Pd1 N1 C1 175.4(4) . . . . ? N2 Pd1 N1 C1 -10.2(4) . . . . ? C9 Pd1 N1 C4 82(2) . . . . ? N3 Pd1 N1 C4 55.4(4) . . . . ? N2 Pd1 N1 C4 -130.2(4) . . . . ? C9 Pd1 N1 C3 -38(3) . . . . ? N3 Pd1 N1 C3 -65.0(4) . . . . ? N2 Pd1 N1 C3 109.4(4) . . . . ? C9 Pd1 N2 C6 -81.1(4) . . . . ? N3 Pd1 N2 C6 -170.7(18) . . . . ? N1 Pd1 N2 C6 101.5(4) . . . . ? C9 Pd1 N2 C5 44.3(4) . . . . ? N3 Pd1 N2 C5 -45(2) . . . . ? N1 Pd1 N2 C5 -133.1(4) . . . . ? C9 Pd1 N2 C2 158.9(4) . . . . ? N3 Pd1 N2 C2 69(2) . . . . ? N1 Pd1 N2 C2 -18.5(4) . . . . ? C9 Pd1 N3 C7 -36.4(4) . . . . ? N2 Pd1 N3 C7 54(2) . . . . ? N1 Pd1 N3 C7 141.4(4) . . . . ? C4 N1 C1 C2 159.4(5) . . . . ? C3 N1 C1 C2 -81.3(6) . . . . ? Pd1 N1 C1 C2 36.9(5) . . . . ? C6 N2 C2 C1 -77.2(6) . . . . ? C5 N2 C2 C1 165.1(5) . . . . ? Pd1 N2 C2 C1 45.2(5) . . . . ? N1 C1 C2 N2 -57.2(6) . . . . ? Pd1 N3 C7 C15 -80.0(5) . . . . ? Pd1 N3 C7 C8 42.6(5) . . . . ? N3 C7 C8 C13 155.8(5) . . . . ? C15 C7 C8 C13 -83.5(7) . . . . ? N3 C7 C8 C9 -27.4(7) . . . . ? C15 C7 C8 C9 93.3(7) . . . . ? C13 C8 C9 C10 -6.0(8) . . . . ? C7 C8 C9 C10 177.1(5) . . . . ? C13 C8 C9 Pd1 175.1(5) . . . . ? C7 C8 C9 Pd1 -1.7(6) . . . . ? N3 Pd1 C9 C10 -157.7(5) . . . . ? N2 Pd1 C9 C10 27.9(5) . . . . ? N1 Pd1 C9 C10 175(2) . . . . ? N3 Pd1 C9 C8 21.0(4) . . . . ? N2 Pd1 C9 C8 -153.4(4) . . . . ? N1 Pd1 C9 C8 -6(3) . . . . ? C8 C9 C10 C11 5.0(8) . . . . ? Pd1 C9 C10 C11 -176.4(4) . . . . ? C9 C10 C11 C12 -0.9(8) . . . . ? C9 C10 C11 C14 176.6(5) . . . . ? C10 C11 C12 C13 -2.5(8) . . . . ? C14 C11 C12 C13 -179.9(6) . . . . ? C9 C8 C13 C12 2.8(9) . . . . ? C7 C8 C13 C12 179.5(5) . . . . ? C11 C12 C13 C8 1.5(9) . . . . ? _diffrn_measured_fraction_theta_max .996 _diffrn_reflns_theta_full 28.03 _diffrn_measured_fraction_theta_full .996 _refine_diff_density_max .661 _refine_diff_density_min -.543 _refine_diff_density_rms .098 #========================================================================== data_rac1c _database_code_depnum_ccdc_archive 'CCDC 657274' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H25 F N3 Pd, B F4' _chemical_formula_sum 'C14 H25 B F5 N3 Pd' _chemical_formula_weight 447.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B .0013 .0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.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 P21/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 10.3539(10) _cell_length_b 16.9103(16) _cell_length_c 11.3615(11) _cell_angle_alpha 90.00 _cell_angle_beta 116.461(2) _cell_angle_gamma 90.00 _cell_volume 1780.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3121 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 23.94 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.669 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 1.091 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_absorpt_correction_T_min 0.80 _exptl_absorpt_correction_T_max 0.97 _exptl_special_details ; ? ; _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 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23141 _diffrn_reflns_av_R_equivalents 0.0697 _diffrn_reflns_av_sigmaI/netI 0.0536 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 28.34 _reflns_number_total 4378 _reflns_number_gt 3585 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997b)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997b)' _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^)+(0.0150P)^2^+6.2000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4377 _refine_ls_number_parameters 265 _refine_ls_number_restraints 107 _refine_ls_R_factor_all 0.0724 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1039 _refine_ls_wR_factor_gt 0.0988 _refine_ls_goodness_of_fit_ref 1.153 _refine_ls_restrained_S_all 1.277 _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 0.35195(4) 0.11369(2) 0.30753(4) 0.02030(11) Uani 1 1 d . B . F1 F 0.4382(4) 0.10959(19) 0.8170(3) 0.0353(7) Uani 1 1 d . . . N1 N 0.1415(5) 0.0797(3) 0.2178(5) 0.0385(12) Uani 1 1 d . . . H1A H 0.1020 0.0925 0.1299 0.046 Uiso 1 1 calc R A 1 H1B H 0.1353 0.0258 0.2249 0.046 Uiso 1 1 calc R A 1 C2 C 0.1592(6) 0.1202(4) 0.4251(5) 0.0356(13) Uani 1 1 d . . . C3 C 0.3078(5) 0.1173(3) 0.4614(5) 0.0241(10) Uani 1 1 d . B . C4 C 0.4002(5) 0.1129(3) 0.5962(5) 0.0238(10) Uani 1 1 d . . . H4 H 0.5015 0.1093 0.6260 0.029 Uiso 1 1 calc R B . C5 C 0.3442(6) 0.1138(3) 0.6853(5) 0.0276(11) Uani 1 1 d . B . C6 C 0.2009(6) 0.1193(4) 0.6522(6) 0.0388(14) Uani 1 1 d . . . H6 H 0.1665 0.1211 0.7170 0.047 Uiso 1 1 calc R B . C7 C 0.1076(6) 0.1222(4) 0.5185(6) 0.0473(17) Uani 1 1 d . B . H7 H 0.0066 0.1257 0.4907 0.057 Uiso 1 1 calc R . . C1 C 0.0602(6) 0.1202(5) 0.2803(6) 0.0478(18) Uani 0.694(13) 1 d PD B 1 H1 H 0.0530 0.1767 0.2524 0.057 Uiso 0.694(13) 1 calc PR B 1 C8 C -0.0865(9) 0.0932(7) 0.2324(10) 0.057(3) Uani 0.694(13) 1 d PD B 1 H8A H -0.1356 0.0977 0.1363 0.085 Uiso 0.694(13) 1 calc PR B 1 H8B H -0.1368 0.1258 0.2703 0.085 Uiso 0.694(13) 1 calc PR B 1 H8C H -0.0869 0.0379 0.2578 0.085 Uiso 0.694(13) 1 calc PR B 1 C1A C 0.0602(6) 0.1202(5) 0.2803(6) 0.0478(18) Uani 0.306(13) 1 d PD B 2 H1A1 H -0.0255 0.0869 0.2654 0.057 Uiso 0.306(13) 1 calc PR B 2 C8A C 0.013(2) 0.1896(10) 0.226(2) 0.041(6) Uiso 0.306(13) 1 d PD B 2 H8A1 H 0.0953 0.2231 0.2383 0.061 Uiso 0.306(13) 1 calc PR B 2 H8A2 H -0.0413 0.2146 0.2681 0.061 Uiso 0.306(13) 1 calc PR B 2 H8A3 H -0.0497 0.1828 0.1321 0.061 Uiso 0.306(13) 1 calc PR B 2 N2 N 0.5669(4) 0.1526(2) 0.3940(4) 0.0200(8) Uani 1 1 d . . . N3 N 0.3760(4) 0.1090(2) 0.1280(4) 0.0231(8) Uani 1 1 d . . . C9 C 0.5958(5) 0.1761(3) 0.2815(5) 0.0254(11) Uani 1 1 d . B . H9A H 0.7012 0.1800 0.3116 0.031 Uiso 1 1 calc R . . H9B H 0.5528 0.2287 0.2488 0.031 Uiso 1 1 calc R . . C10 C 0.5331(5) 0.1166(3) 0.1719(5) 0.0268(10) Uani 1 1 d . B . H10A H 0.5512 0.1338 0.0973 0.032 Uiso 1 1 calc R . . H10B H 0.5803 0.0647 0.2029 0.032 Uiso 1 1 calc R . . C11 C 0.5968(6) 0.2229(3) 0.4801(5) 0.0273(11) Uani 1 1 d . B . H11A H 0.6961 0.2406 0.5072 0.041 Uiso 1 1 calc R . . H11B H 0.5842 0.2090 0.5581 0.041 Uiso 1 1 calc R . . H11C H 0.5298 0.2654 0.4320 0.041 Uiso 1 1 calc R . . C12 C 0.6677(5) 0.0886(3) 0.4701(5) 0.0258(11) Uani 1 1 d . B . H12A H 0.6646 0.0461 0.4102 0.039 Uiso 1 1 calc R . . H12B H 0.6392 0.0677 0.5354 0.039 Uiso 1 1 calc R . . H12C H 0.7659 0.1098 0.5148 0.039 Uiso 1 1 calc R . . C13 C 0.3218(6) 0.0358(3) 0.0517(5) 0.0264(11) Uani 1 1 d . B . H13A H 0.3469 0.0354 -0.0220 0.040 Uiso 1 1 calc R . . H13B H 0.2168 0.0333 0.0177 0.040 Uiso 1 1 calc R . . H13C H 0.3658 -0.0100 0.1084 0.040 Uiso 1 1 calc R . . C14 C 0.2978(6) 0.1767(3) 0.0430(5) 0.0299(12) Uani 1 1 d . B . H14A H 0.3151 0.1775 -0.0351 0.045 Uiso 1 1 calc R . . H14B H 0.3326 0.2262 0.0920 0.045 Uiso 1 1 calc R . . H14C H 0.1942 0.1712 0.0159 0.045 Uiso 1 1 calc R . . B1 B 0.8845(6) 0.1405(4) 0.8418(6) 0.0401(17) Uani 1 1 d D . . F2 F 0.7445(9) 0.1154(9) 0.7793(13) 0.071(5) Uani 0.597(10) 1 d PDU C 1 F3 F 0.9474(9) 0.1276(7) 0.7616(8) 0.079(3) Uani 0.597(10) 1 d PDU C 1 F4 F 0.9514(8) 0.0804(5) 0.9403(8) 0.074(3) Uani 0.597(10) 1 d PDU C 1 F5 F 0.9058(11) 0.2068(5) 0.8997(13) 0.107(4) Uani 0.597(10) 1 d PDU C 1 F6 F 0.8897(12) 0.2104(7) 0.7723(11) 0.074(4) Uani 0.403(10) 1 d PDU C 2 F7 F 0.9425(10) 0.1684(8) 0.9694(8) 0.062(4) Uani 0.403(10) 1 d PDU C 2 F8 F 0.7414(12) 0.1287(11) 0.7968(18) 0.046(5) Uani 0.403(10) 1 d PDU C 2 F9 F 0.9612(15) 0.0881(8) 0.8232(17) 0.107(6) Uani 0.403(10) 1 d PDU C 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01758(17) 0.02568(19) 0.01795(18) -0.00273(17) 0.00818(13) -0.00110(17) F1 0.0486(19) 0.0355(17) 0.0253(15) 0.0026(14) 0.0197(14) 0.0037(16) N1 0.022(2) 0.067(3) 0.028(3) -0.014(2) 0.012(2) -0.005(2) C2 0.029(3) 0.053(4) 0.031(3) -0.014(3) 0.019(2) -0.011(3) C3 0.024(2) 0.024(2) 0.026(2) -0.003(2) 0.014(2) 0.000(2) C4 0.031(3) 0.017(2) 0.026(2) -0.004(2) 0.016(2) -0.004(2) C5 0.037(3) 0.023(2) 0.024(2) -0.002(2) 0.015(2) -0.004(2) C6 0.044(3) 0.050(4) 0.035(3) -0.008(3) 0.029(3) -0.006(3) C7 0.028(3) 0.076(5) 0.047(4) -0.023(4) 0.025(3) -0.015(3) C1 0.022(3) 0.089(5) 0.034(3) -0.026(4) 0.013(2) -0.005(3) C8 0.028(5) 0.090(9) 0.058(6) -0.038(6) 0.025(5) -0.014(5) C1A 0.022(3) 0.089(5) 0.034(3) -0.026(4) 0.013(2) -0.005(3) N2 0.0186(19) 0.0190(19) 0.022(2) -0.0019(16) 0.0083(16) -0.0027(16) N3 0.027(2) 0.022(2) 0.022(2) -0.0003(18) 0.0127(17) -0.0010(18) C9 0.025(3) 0.028(3) 0.027(3) 0.001(2) 0.014(2) -0.004(2) C10 0.028(3) 0.031(3) 0.025(2) 0.001(2) 0.015(2) -0.001(2) C11 0.032(3) 0.020(2) 0.029(3) -0.005(2) 0.013(2) -0.006(2) C12 0.022(3) 0.029(3) 0.026(3) 0.002(2) 0.010(2) 0.003(2) C13 0.030(3) 0.026(3) 0.025(3) -0.004(2) 0.014(2) -0.003(2) C14 0.036(3) 0.027(3) 0.024(3) 0.001(2) 0.012(2) -0.001(2) B1 0.023(3) 0.059(5) 0.029(4) -0.002(3) 0.003(3) 0.000(3) F2 0.043(6) 0.117(9) 0.041(6) 0.009(6) 0.006(4) -0.034(5) F3 0.059(5) 0.139(8) 0.055(5) -0.011(5) 0.041(4) -0.006(5) F4 0.051(4) 0.069(5) 0.068(5) 0.026(4) -0.004(4) 0.001(4) F5 0.101(7) 0.056(5) 0.158(9) -0.035(6) 0.053(6) 0.006(5) F6 0.071(7) 0.071(7) 0.065(7) 0.023(5) 0.017(5) -0.033(5) F7 0.035(5) 0.113(9) 0.031(5) -0.008(5) 0.008(4) -0.001(5) F8 0.035(7) 0.065(8) 0.031(7) -0.005(5) 0.009(5) -0.006(5) F9 0.081(8) 0.075(8) 0.150(12) -0.031(8) 0.039(8) 0.035(6) _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 C3 1.995(5) . ? Pd1 N1 2.034(4) . ? Pd1 N2 2.098(4) . ? Pd1 N3 2.163(4) . ? F1 C5 1.376(6) . ? N1 C1 1.488(7) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? C2 C7 1.385(8) . ? C2 C3 1.405(7) . ? C2 C1 1.501(8) . ? C3 C4 1.401(7) . ? C4 C5 1.372(7) . ? C4 H4 0.9500 . ? C5 C6 1.362(8) . ? C6 C7 1.392(8) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C1 C8 1.440(9) . ? C1 H1 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C8A H8A1 0.9800 . ? C8A H8A2 0.9800 . ? C8A H8A3 0.9800 . ? N2 C11 1.482(6) . ? N2 C12 1.484(6) . ? N2 C9 1.490(6) . ? N3 C13 1.470(6) . ? N3 C10 1.480(6) . ? N3 C14 1.484(6) . ? C9 C10 1.504(7) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? B1 F9 1.269(10) . ? B1 F5 1.270(9) . ? B1 F8 1.350(12) . ? B1 F3 1.353(8) . ? B1 F2 1.367(10) . ? B1 F7 1.382(9) . ? B1 F6 1.436(10) . ? B1 F4 1.440(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 C3 Pd1 N1 80.52(19) . . ? C3 Pd1 N2 100.94(18) . . ? N1 Pd1 N2 177.53(19) . . ? C3 Pd1 N3 174.06(18) . . ? N1 Pd1 N3 93.70(17) . . ? N2 Pd1 N3 84.80(15) . . ? C1 N1 Pd1 109.8(3) . . ? C1 N1 H1A 109.7 . . ? Pd1 N1 H1A 109.7 . . ? C1 N1 H1B 109.7 . . ? Pd1 N1 H1B 109.7 . . ? H1A N1 H1B 108.2 . . ? C7 C2 C3 121.5(5) . . ? C7 C2 C1 122.1(5) . . ? C3 C2 C1 116.5(4) . . ? C4 C3 C2 116.6(4) . . ? C4 C3 Pd1 130.2(4) . . ? C2 C3 Pd1 113.1(4) . . ? C5 C4 C3 120.0(5) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C6 C5 C4 124.3(5) . . ? C6 C5 F1 117.4(4) . . ? C4 C5 F1 118.3(5) . . ? C5 C6 C7 116.4(5) . . ? C5 C6 H6 121.8 . . ? C7 C6 H6 121.8 . . ? C2 C7 C6 121.2(5) . . ? C2 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? C8 C1 N1 113.5(6) . . ? C8 C1 C2 120.3(7) . . ? N1 C1 C2 105.5(5) . . ? C8 C1 H1 105.4 . . ? N1 C1 H1 105.4 . . ? C2 C1 H1 105.4 . . ? H8A1 C8A H8A2 109.5 . . ? H8A1 C8A H8A3 109.5 . . ? H8A2 C8A H8A3 109.5 . . ? C11 N2 C12 108.3(4) . . ? C11 N2 C9 106.9(4) . . ? C12 N2 C9 109.6(4) . . ? C11 N2 Pd1 115.2(3) . . ? C12 N2 Pd1 111.6(3) . . ? C9 N2 Pd1 105.0(3) . . ? C13 N3 C10 110.2(4) . . ? C13 N3 C14 108.1(4) . . ? C10 N3 C14 110.5(4) . . ? C13 N3 Pd1 114.4(3) . . ? C10 N3 Pd1 104.5(3) . . ? C14 N3 Pd1 109.1(3) . . ? N2 C9 C10 110.8(4) . . ? N2 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? N2 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? N3 C10 C9 110.0(4) . . ? N3 C10 H10A 109.7 . . ? C9 C10 H10A 109.7 . . ? N3 C10 H10B 109.7 . . ? C9 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? N2 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N2 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N3 C13 H13A 109.5 . . ? N3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 H14A 109.5 . . ? N3 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N3 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? F9 B1 F5 136.6(9) . . ? F9 B1 F8 119.8(10) . . ? F5 B1 F8 103.6(10) . . ? F9 B1 F3 41.5(8) . . ? F5 B1 F3 117.8(8) . . ? F8 B1 F3 119.9(10) . . ? F9 B1 F2 107.1(11) . . ? F5 B1 F2 116.2(9) . . ? F8 B1 F2 13.1(13) . . ? F3 B1 F2 108.5(8) . . ? F9 B1 F7 113.7(9) . . ? F5 B1 F7 42.3(6) . . ? F8 B1 F7 109.7(9) . . ? F3 B1 F7 130.3(7) . . ? F2 B1 F7 121.0(9) . . ? F9 B1 F6 107.7(9) . . ? F5 B1 F6 61.1(7) . . ? F8 B1 F6 102.5(9) . . ? F3 B1 F6 67.4(7) . . ? F2 B1 F6 105.1(9) . . ? F7 B1 F6 101.0(7) . . ? F9 B1 F4 61.1(8) . . ? F5 B1 F4 108.0(7) . . ? F8 B1 F4 104.8(10) . . ? F3 B1 F4 101.6(6) . . ? F2 B1 F4 102.5(8) . . ? F7 B1 F4 65.9(6) . . ? F6 B1 F4 152.3(7) . . ? _diffrn_measured_fraction_theta_max .983 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full .983 _refine_diff_density_max .808 _refine_diff_density_min -1.834 _refine_diff_density_rms .113 #========================================================================== data_R1c _database_code_depnum_ccdc_archive 'CCDC 657275' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H25 F N3 Pd, B F4' _chemical_formula_sum 'C14 H25 B F5 N3 Pd' _chemical_formula_weight 447.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B .0013 .0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.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 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 8.9088(9) _cell_length_b 9.5432(10) _cell_length_c 20.917(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1778.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 7656 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 28.17 _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.672 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 1.093 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_absorpt_correction_T_min 0.59 _exptl_absorpt_correction_T_max 0.95 _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25367 _diffrn_reflns_av_R_equivalents 0.0653 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 30.56 _reflns_number_total 5271 _reflns_number_gt 5038 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997b)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997b)' _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^)+(0.0470P)^2^+0.0340P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(3) _chemical_absolute_configuration rmad _refine_ls_number_reflns 5271 _refine_ls_number_parameters 222 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0370 _refine_ls_R_factor_gt 0.0346 _refine_ls_wR_factor_ref 0.0825 _refine_ls_wR_factor_gt 0.0812 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.003 _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 0.73155(2) 0.45235(2) 0.853130(9) 0.01134(6) Uani 1 1 d . . . F1 F 0.6628(3) 0.2875(2) 0.60574(9) 0.0278(5) Uani 1 1 d . . . N1 N 0.8504(3) 0.6166(2) 0.80837(12) 0.0142(5) Uani 1 1 d . . . N2 N 0.7685(3) 0.5726(2) 0.93974(13) 0.0182(5) Uani 1 1 d . . . N3 N 0.6225(3) 0.2922(2) 0.89871(11) 0.0147(5) Uani 1 1 d . . . H3A H 0.6528 0.2880 0.9407 0.018 Uiso 1 1 calc R . . H3B H 0.5206 0.3081 0.8980 0.018 Uiso 1 1 calc R . . C1 C 0.9290(3) 0.6890(3) 0.86177(14) 0.0185(6) Uani 1 1 d . . . H1A H 0.9657 0.7813 0.8469 0.022 Uiso 1 1 calc R . . H1B H 1.0168 0.6328 0.8752 0.022 Uiso 1 1 calc R . . C2 C 0.8249(4) 0.7093(3) 0.91804(14) 0.0195(6) Uani 1 1 d . . . H2A H 0.8794 0.7561 0.9533 0.023 Uiso 1 1 calc R . . H2B H 0.7396 0.7698 0.9054 0.023 Uiso 1 1 calc R . . C3 C 0.8858(4) 0.5000(4) 0.97888(15) 0.0219(7) Uani 1 1 d . . . H3C H 0.9808 0.4986 0.9553 0.033 Uiso 1 1 calc R . . H3D H 0.8538 0.4037 0.9877 0.033 Uiso 1 1 calc R . . H3E H 0.8996 0.5503 1.0193 0.033 Uiso 1 1 calc R . . C4 C 0.6320(4) 0.5913(3) 0.97905(15) 0.0214(6) Uani 1 1 d . . . H4A H 0.6538 0.6550 1.0146 0.032 Uiso 1 1 calc R . . H4B H 0.6000 0.5003 0.9960 0.032 Uiso 1 1 calc R . . H4C H 0.5517 0.6309 0.9526 0.032 Uiso 1 1 calc R . . C5 C 0.9692(3) 0.5725(3) 0.76247(14) 0.0172(6) Uani 1 1 d . . . H5A H 0.9224 0.5397 0.7228 0.026 Uiso 1 1 calc R . . H5B H 1.0285 0.4964 0.7813 0.026 Uiso 1 1 calc R . . H5C H 1.0349 0.6522 0.7531 0.026 Uiso 1 1 calc R . . C6 C 0.7477(4) 0.7141(3) 0.77592(14) 0.0182(6) Uani 1 1 d . . . H6A H 0.6723 0.7477 0.8064 0.027 Uiso 1 1 calc R . . H6B H 0.6977 0.6658 0.7405 0.027 Uiso 1 1 calc R . . H6C H 0.8048 0.7940 0.7593 0.027 Uiso 1 1 calc R . . C7 C 0.6568(3) 0.1571(3) 0.86620(12) 0.0142(5) Uani 1 1 d . . . H7 H 0.5767 0.0869 0.8760 0.017 Uiso 1 1 calc R . . C8 C 0.6577(3) 0.1890(3) 0.79546(13) 0.0143(5) Uani 1 1 d . . . C9 C 0.6919(3) 0.3281(3) 0.77782(13) 0.0127(5) Uani 1 1 d . . . C10 C 0.6895(3) 0.3597(3) 0.71265(14) 0.0166(5) Uani 1 1 d . . . H10 H 0.7066 0.4527 0.6983 0.020 Uiso 1 1 calc R . . C11 C 0.6619(4) 0.2535(3) 0.66944(14) 0.0184(6) Uani 1 1 d . . . C12 C 0.6321(3) 0.1175(3) 0.68537(15) 0.0193(6) Uani 1 1 d . . . H12 H 0.6149 0.0478 0.6537 0.023 Uiso 1 1 calc R . . C13 C 0.6283(3) 0.0860(3) 0.75088(15) 0.0172(6) Uani 1 1 d . . . H13 H 0.6053 -0.0065 0.7646 0.021 Uiso 1 1 calc R . . C14 C 0.8075(4) 0.1038(3) 0.89013(15) 0.0213(6) Uani 1 1 d . . . H14A H 0.8844 0.1755 0.8829 0.032 Uiso 1 1 calc R . . H14B H 0.8347 0.0183 0.8669 0.032 Uiso 1 1 calc R . . H14C H 0.8006 0.0833 0.9359 0.032 Uiso 1 1 calc R . . F2 F 0.8725(2) 0.7381(2) 0.53886(9) 0.0256(4) Uani 1 1 d . . . F3 F 0.8846(2) 0.8508(2) 0.63423(8) 0.0285(5) Uani 1 1 d . . . F4 F 0.6883(2) 0.8897(2) 0.56700(10) 0.0326(5) Uani 1 1 d . . . F5 F 0.7082(3) 0.6813(2) 0.61835(10) 0.0340(5) Uani 1 1 d . . . B1 B 0.7890(4) 0.7893(4) 0.59013(16) 0.0214(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01162(9) 0.01370(10) 0.00870(9) 0.00028(7) 0.00112(8) -0.00013(7) F1 0.0417(13) 0.0331(11) 0.0086(8) 0.0004(8) -0.0035(8) -0.0041(9) N1 0.0139(12) 0.0156(11) 0.0130(11) -0.0007(9) 0.0016(9) 0.0002(9) N2 0.0195(12) 0.0144(11) 0.0208(12) -0.0010(9) -0.0017(12) 0.0000(10) N3 0.0158(12) 0.0191(12) 0.0092(11) 0.0007(9) 0.0023(9) -0.0008(10) C1 0.0213(14) 0.0183(13) 0.0158(14) -0.0021(11) -0.0006(12) -0.0046(11) C2 0.0213(15) 0.0204(14) 0.0168(14) -0.0030(11) 0.0027(12) -0.0014(12) C3 0.0195(15) 0.0308(16) 0.0155(14) -0.0021(12) -0.0020(12) 0.0027(12) C4 0.0216(15) 0.0270(15) 0.0157(14) -0.0063(11) 0.0017(12) 0.0029(12) C5 0.0145(13) 0.0202(15) 0.0169(14) -0.0003(11) 0.0052(10) -0.0007(11) C6 0.0145(15) 0.0185(13) 0.0216(14) 0.0056(10) -0.0005(12) 0.0018(11) C7 0.0152(13) 0.0146(13) 0.0127(13) 0.0007(10) 0.0008(10) -0.0006(10) C8 0.0109(13) 0.0201(13) 0.0120(13) 0.0015(10) 0.0009(10) 0.0014(10) C9 0.0117(13) 0.0150(12) 0.0115(12) -0.0035(9) 0.0002(10) 0.0010(10) C10 0.0180(14) 0.0168(12) 0.0151(13) 0.0002(10) -0.0015(11) 0.0009(11) C11 0.0178(15) 0.0284(16) 0.0090(12) -0.0029(11) -0.0009(11) 0.0010(13) C12 0.0150(14) 0.0225(15) 0.0204(15) -0.0065(12) -0.0021(11) 0.0018(11) C13 0.0139(13) 0.0163(13) 0.0214(14) 0.0005(11) -0.0002(11) -0.0006(10) C14 0.0225(16) 0.0237(15) 0.0178(14) 0.0028(11) -0.0031(12) 0.0055(12) F2 0.0246(10) 0.0360(11) 0.0161(9) -0.0089(8) 0.0027(8) 0.0001(9) F3 0.0274(10) 0.0436(12) 0.0147(9) -0.0091(8) -0.0007(7) -0.0099(9) F4 0.0290(11) 0.0385(11) 0.0301(11) -0.0035(9) -0.0018(9) 0.0075(9) F5 0.0343(12) 0.0453(12) 0.0226(10) 0.0020(8) 0.0010(9) -0.0141(10) B1 0.0205(18) 0.0320(18) 0.0118(14) -0.0055(12) 0.0033(13) -0.0062(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C9 2.003(3) . ? Pd1 N3 2.047(2) . ? Pd1 N1 2.111(2) . ? Pd1 N2 2.170(2) . ? F1 C11 1.372(3) . ? N1 C6 1.471(4) . ? N1 C1 1.488(4) . ? N1 C5 1.490(4) . ? N2 C2 1.470(4) . ? N2 C4 1.479(4) . ? N2 C3 1.497(4) . ? N3 C7 1.490(4) . ? N3 H3A 0.9200 . ? N3 H3B 0.9200 . ? C1 C2 1.511(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3C 0.9800 . ? C3 H3D 0.9800 . ? C3 H3E 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.511(4) . ? C7 C14 1.520(4) . ? C7 H7 1.0000 . ? C8 C13 1.380(4) . ? C8 C9 1.411(4) . ? C9 C10 1.396(4) . ? C10 C11 1.380(4) . ? C10 H10 0.9500 . ? C11 C12 1.366(5) . ? C12 C13 1.403(4) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? F2 B1 1.393(4) . ? F3 B1 1.386(4) . ? F4 B1 1.399(4) . ? F5 B1 1.388(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C9 Pd1 N3 80.82(11) . . ? C9 Pd1 N1 100.33(10) . . ? N3 Pd1 N1 177.99(11) . . ? C9 Pd1 N2 175.22(10) . . ? N3 Pd1 N2 94.48(9) . . ? N1 Pd1 N2 84.35(9) . . ? C6 N1 C1 110.2(2) . . ? C6 N1 C5 108.9(2) . . ? C1 N1 C5 106.3(2) . . ? C6 N1 Pd1 111.25(18) . . ? C1 N1 Pd1 104.35(17) . . ? C5 N1 Pd1 115.63(17) . . ? C2 N2 C4 110.2(2) . . ? C2 N2 C3 109.9(3) . . ? C4 N2 C3 109.0(2) . . ? C2 N2 Pd1 105.27(18) . . ? C4 N2 Pd1 113.77(19) . . ? C3 N2 Pd1 108.54(18) . . ? C7 N3 Pd1 109.65(16) . . ? C7 N3 H3A 109.7 . . ? Pd1 N3 H3A 109.7 . . ? C7 N3 H3B 109.7 . . ? Pd1 N3 H3B 109.7 . . ? H3A N3 H3B 108.2 . . ? N1 C1 C2 110.8(2) . . ? N1 C1 H1A 109.5 . . ? C2 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? N2 C2 C1 109.7(2) . . ? N2 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N2 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? N2 C3 H3C 109.5 . . ? N2 C3 H3D 109.5 . . ? H3C C3 H3D 109.5 . . ? N2 C3 H3E 109.5 . . ? H3C C3 H3E 109.5 . . ? H3D C3 H3E 109.5 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C5 H5A 109.5 . . ? N1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C6 H6A 109.5 . . ? N1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C8 105.9(2) . . ? N3 C7 C14 108.7(2) . . ? C8 C7 C14 112.7(2) . . ? N3 C7 H7 109.8 . . ? C8 C7 H7 109.8 . . ? C14 C7 H7 109.8 . . ? C13 C8 C9 122.3(3) . . ? C13 C8 C7 121.2(3) . . ? C9 C8 C7 116.5(2) . . ? C10 C9 C8 117.1(2) . . ? C10 C9 Pd1 130.0(2) . . ? C8 C9 Pd1 112.9(2) . . ? C11 C10 C9 118.9(3) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 120.5 . . ? C12 C11 F1 117.6(3) . . ? C12 C11 C10 124.9(3) . . ? F1 C11 C10 117.5(3) . . ? C11 C12 C13 116.5(3) . . ? C11 C12 H12 121.7 . . ? C13 C12 H12 121.7 . . ? C8 C13 C12 120.2(3) . . ? C8 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C7 C14 H14A 109.5 . . ? C7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? F5 B1 F3 110.5(3) . . ? F5 B1 F2 110.1(3) . . ? F3 B1 F2 109.5(3) . . ? F5 B1 F4 108.8(3) . . ? F3 B1 F4 109.5(3) . . ? F2 B1 F4 108.4(3) . . ? 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 C9 Pd1 N1 C6 79.79(19) . . . . ? N3 Pd1 N1 C6 -156(3) . . . . ? N2 Pd1 N1 C6 -101.23(19) . . . . ? C9 Pd1 N1 C1 -161.45(18) . . . . ? N3 Pd1 N1 C1 -37(3) . . . . ? N2 Pd1 N1 C1 17.53(18) . . . . ? C9 Pd1 N1 C5 -45.1(2) . . . . ? N3 Pd1 N1 C5 80(3) . . . . ? N2 Pd1 N1 C5 133.9(2) . . . . ? C9 Pd1 N2 C2 179(33) . . . . ? N3 Pd1 N2 C2 -170.4(2) . . . . ? N1 Pd1 N2 C2 11.22(19) . . . . ? C9 Pd1 N2 C4 -60.1(14) . . . . ? N3 Pd1 N2 C4 -49.6(2) . . . . ? N1 Pd1 N2 C4 132.0(2) . . . . ? C9 Pd1 N2 C3 61.4(14) . . . . ? N3 Pd1 N2 C3 71.9(2) . . . . ? N1 Pd1 N2 C3 -106.4(2) . . . . ? C9 Pd1 N3 C7 32.77(19) . . . . ? N1 Pd1 N3 C7 -92(3) . . . . ? N2 Pd1 N3 C7 -146.34(19) . . . . ? C6 N1 C1 C2 75.1(3) . . . . ? C5 N1 C1 C2 -167.1(2) . . . . ? Pd1 N1 C1 C2 -44.4(3) . . . . ? C4 N2 C2 C1 -161.3(3) . . . . ? C3 N2 C2 C1 78.5(3) . . . . ? Pd1 N2 C2 C1 -38.2(3) . . . . ? N1 C1 C2 N2 58.4(3) . . . . ? Pd1 N3 C7 C8 -39.3(3) . . . . ? Pd1 N3 C7 C14 82.0(2) . . . . ? N3 C7 C8 C13 -154.8(3) . . . . ? C14 C7 C8 C13 86.6(3) . . . . ? N3 C7 C8 C9 26.1(3) . . . . ? C14 C7 C8 C9 -92.6(3) . . . . ? C13 C8 C9 C10 2.4(4) . . . . ? C7 C8 C9 C10 -178.5(3) . . . . ? C13 C8 C9 Pd1 -179.3(2) . . . . ? C7 C8 C9 Pd1 -0.2(3) . . . . ? N3 Pd1 C9 C10 160.1(3) . . . . ? N1 Pd1 C9 C10 -21.6(3) . . . . ? N2 Pd1 C9 C10 170.7(12) . . . . ? N3 Pd1 C9 C8 -18.0(2) . . . . ? N1 Pd1 C9 C8 160.3(2) . . . . ? N2 Pd1 C9 C8 -7.4(14) . . . . ? C8 C9 C10 C11 -3.3(4) . . . . ? Pd1 C9 C10 C11 178.7(2) . . . . ? C9 C10 C11 C12 1.9(5) . . . . ? C9 C10 C11 F1 -178.9(3) . . . . ? F1 C11 C12 C13 -178.5(3) . . . . ? C10 C11 C12 C13 0.7(5) . . . . ? C9 C8 C13 C12 0.2(5) . . . . ? C7 C8 C13 C12 -178.9(3) . . . . ? C11 C12 C13 C8 -1.7(5) . . . . ? _diffrn_measured_fraction_theta_max .980 _diffrn_reflns_theta_full 30.56 _diffrn_measured_fraction_theta_full .980 _refine_diff_density_max 2.213 _refine_diff_density_min -1.256 _refine_diff_density_rms .117 #========================================================================== data_2a _database_code_depnum_ccdc_archive 'CCDC 657276' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H26 N3 Pd, F6 P' _chemical_formula_sum 'C14 H26 F6 N3 P Pd' _chemical_formula_weight 487.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.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 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.908(2) _cell_length_b 12.578(3) _cell_length_c 13.989(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1919.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 993 _cell_measurement_theta_min 2.87 _cell_measurement_theta_max 29.10 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.45 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.688 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 1.108 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (1996)' _exptl_absorpt_correction_T_min 0.5810 _exptl_absorpt_correction_T_max 0.6355 _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27760 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0192 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 29.18 _reflns_number_total 5181 _reflns_number_gt 5069 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0520P)^2^+3.8000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(4) _chemical_absolute_configuration ad _refine_ls_number_reflns 5181 _refine_ls_number_parameters 213 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0971 _refine_ls_wR_factor_gt 0.0966 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.103 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.14835(2) 0.12492(2) 0.521307(17) 0.01769(7) Uani 1 1 d . . . N1 N 0.2020(4) 0.2789(3) 0.4944(2) 0.0275(7) Uani 1 1 d . . . H1A H 0.1389 0.3249 0.5084 0.033 Uiso 1 1 calc R . . H1B H 0.2681 0.2963 0.5322 0.033 Uiso 1 1 calc R . . N2 N 0.1068(3) -0.0362(2) 0.5427(2) 0.0233(6) Uani 1 1 d . . . N3 N 0.2328(3) 0.1151(3) 0.6613(2) 0.0216(6) Uani 1 1 d . . . C1 C 0.2362(4) 0.2885(3) 0.3911(3) 0.0270(7) Uani 1 1 d . . . H1 H 0.2342 0.3647 0.3707 0.032 Uiso 1 1 calc R . . C2 C 0.1409(4) 0.2253(3) 0.3376(3) 0.0231(7) Uani 1 1 d . . . C3 C 0.0816(3) 0.1430(3) 0.3882(3) 0.0217(7) Uani 1 1 d . . . C4 C -0.0140(4) 0.0878(3) 0.3422(3) 0.0267(8) Uani 1 1 d . . . H4 H -0.0593 0.0354 0.3760 0.032 Uiso 1 1 calc R . . C5 C -0.0426(4) 0.1101(4) 0.2464(3) 0.0335(9) Uani 1 1 d . . . H5 H -0.1074 0.0726 0.2160 0.040 Uiso 1 1 calc R . . C6 C 0.0221(4) 0.1854(4) 0.1959(3) 0.0343(10) Uani 1 1 d . . . H6 H 0.0053 0.1965 0.1300 0.041 Uiso 1 1 calc R . . C7 C 0.1133(4) 0.2463(3) 0.2421(3) 0.0299(8) Uani 1 1 d . . . H7 H 0.1554 0.3008 0.2085 0.036 Uiso 1 1 calc R . . C8 C 0.3647(4) 0.2424(4) 0.3775(3) 0.0334(9) Uani 1 1 d . . . H8A H 0.4236 0.2837 0.4153 0.050 Uiso 1 1 calc R . . H8B H 0.3872 0.2459 0.3098 0.050 Uiso 1 1 calc R . . H8C H 0.3657 0.1682 0.3989 0.050 Uiso 1 1 calc R . . C9 C 0.1919(4) -0.0717(3) 0.6212(3) 0.0286(8) Uani 1 1 d . . . H9A H 0.2755 -0.0813 0.5951 0.034 Uiso 1 1 calc R . . H9B H 0.1638 -0.1409 0.6468 0.034 Uiso 1 1 calc R . . C10 C 0.1948(4) 0.0101(3) 0.7013(3) 0.0260(7) Uani 1 1 d . . . H10A H 0.1126 0.0162 0.7308 0.031 Uiso 1 1 calc R . . H10B H 0.2535 -0.0125 0.7513 0.031 Uiso 1 1 calc R . . C11 C 0.3689(3) 0.1180(4) 0.6498(3) 0.0293(7) Uani 1 1 d . . . H11A H 0.3939 0.1886 0.6276 0.044 Uiso 1 1 calc R . . H11B H 0.3941 0.0644 0.6030 0.044 Uiso 1 1 calc R . . H11C H 0.4080 0.1030 0.7115 0.044 Uiso 1 1 calc R . . C12 C 0.1948(4) 0.2015(3) 0.7273(3) 0.0275(8) Uani 1 1 d . . . H12A H 0.1057 0.1997 0.7356 0.041 Uiso 1 1 calc R . . H12B H 0.2189 0.2704 0.7004 0.041 Uiso 1 1 calc R . . H12C H 0.2349 0.1916 0.7893 0.041 Uiso 1 1 calc R . . C13 C 0.1375(5) -0.1044(3) 0.4588(3) 0.0357(10) Uani 1 1 d . . . H13A H 0.1255 -0.1793 0.4757 0.054 Uiso 1 1 calc R . . H13B H 0.2232 -0.0928 0.4406 0.054 Uiso 1 1 calc R . . H13C H 0.0840 -0.0859 0.4050 0.054 Uiso 1 1 calc R . . C14 C -0.0226(4) -0.0539(4) 0.5729(4) 0.0367(10) Uani 1 1 d . . . H14A H -0.0777 -0.0366 0.5198 0.055 Uiso 1 1 calc R . . H14B H -0.0415 -0.0082 0.6277 0.055 Uiso 1 1 calc R . . H14C H -0.0336 -0.1285 0.5910 0.055 Uiso 1 1 calc R . . P1 P 0.40139(10) 0.44379(8) 0.08695(8) 0.0275(2) Uani 1 1 d . . . F1 F 0.2740(6) 0.4945(8) 0.1039(5) 0.155(3) Uani 1 1 d . . . F2 F 0.5228(5) 0.3900(8) 0.0658(4) 0.155(3) Uani 1 1 d . . . F3 F 0.4565(13) 0.5483(5) 0.1177(6) 0.208(4) Uani 1 1 d . . . F4 F 0.3379(12) 0.3416(5) 0.0614(5) 0.208(4) Uani 1 1 d . . . F5 F 0.3948(4) 0.4867(3) -0.0191(3) 0.0685(8) Uani 1 1 d . . . F6 F 0.4088(4) 0.4046(3) 0.1957(2) 0.0685(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01919(11) 0.01623(11) 0.01766(11) -0.00028(9) -0.00043(9) -0.00063(9) N1 0.0388(17) 0.0216(14) 0.0220(15) 0.0003(11) 0.0011(13) -0.0031(13) N2 0.0288(15) 0.0193(13) 0.0216(14) 0.0011(10) -0.0048(12) -0.0028(11) N3 0.0205(12) 0.0227(15) 0.0215(12) 0.0001(12) -0.0010(10) -0.0028(12) C1 0.034(2) 0.0208(16) 0.0258(17) 0.0044(14) 0.0012(15) -0.0002(15) C2 0.0243(16) 0.0215(15) 0.0235(15) -0.0009(12) 0.0025(14) 0.0084(14) C3 0.0235(16) 0.0200(17) 0.0216(15) -0.0041(12) -0.0001(12) 0.0044(12) C4 0.0244(17) 0.0275(17) 0.0283(18) 0.0006(15) -0.0065(15) 0.0011(14) C5 0.0355(19) 0.035(2) 0.0302(18) -0.0058(17) -0.0143(16) 0.0173(18) C6 0.038(2) 0.041(2) 0.0243(18) -0.0022(17) -0.0037(16) 0.0172(19) C7 0.036(2) 0.0283(19) 0.0257(17) 0.0039(15) 0.0053(16) 0.0118(16) C8 0.0271(19) 0.038(2) 0.035(2) 0.0029(17) 0.0011(16) -0.0074(17) C9 0.037(2) 0.0237(18) 0.0250(18) 0.0039(14) -0.0114(15) 0.0007(15) C10 0.0313(18) 0.0236(17) 0.0231(17) 0.0013(14) -0.0028(15) -0.0022(15) C11 0.0207(15) 0.0348(19) 0.0323(17) -0.0008(17) -0.0026(13) -0.0025(16) C12 0.0349(19) 0.0261(18) 0.0216(16) -0.0029(14) -0.0035(15) 0.0007(16) C13 0.057(3) 0.0206(17) 0.0298(19) -0.0026(13) -0.0118(19) 0.0034(17) C14 0.033(2) 0.037(2) 0.040(2) 0.0097(19) -0.0059(17) -0.0145(18) P1 0.0294(5) 0.0219(4) 0.0312(5) 0.0071(4) 0.0029(4) 0.0038(4) F1 0.087(3) 0.281(7) 0.097(3) 0.086(4) 0.042(2) 0.112(4) F2 0.087(3) 0.281(7) 0.097(3) 0.086(4) 0.042(2) 0.112(4) F3 0.413(12) 0.080(3) 0.132(4) 0.026(3) -0.114(6) -0.110(5) F4 0.413(12) 0.080(3) 0.132(4) 0.026(3) -0.114(6) -0.110(5) F5 0.0836(18) 0.0833(19) 0.0385(11) 0.0233(12) 0.0062(13) 0.0207(15) F6 0.0836(18) 0.0833(19) 0.0385(11) 0.0233(12) 0.0062(13) 0.0207(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C3 2.013(4) . ? Pd1 N1 2.058(3) . ? Pd1 N2 2.098(3) . ? Pd1 N3 2.167(3) . ? N1 C1 1.497(5) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? N2 C14 1.490(6) . ? N2 C13 1.492(5) . ? N2 C9 1.505(5) . ? N3 C12 1.485(5) . ? N3 C10 1.492(5) . ? N3 C11 1.494(4) . ? C1 C2 1.508(6) . ? C1 C8 1.529(6) . ? C1 H1 1.0000 . ? C2 C7 1.395(5) . ? C2 C3 1.411(5) . ? C3 C4 1.408(5) . ? C4 C5 1.404(6) . ? C4 H4 0.9500 . ? C5 C6 1.376(7) . ? C5 H5 0.9500 . ? C6 C7 1.412(7) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.522(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? P1 F4 1.503(6) . ? P1 F3 1.508(6) . ? P1 F2 1.517(5) . ? P1 F1 1.548(5) . ? P1 F5 1.580(4) . ? P1 F6 1.601(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 C3 Pd1 N1 80.06(14) . . ? C3 Pd1 N2 99.38(13) . . ? N1 Pd1 N2 175.24(15) . . ? C3 Pd1 N3 175.02(13) . . ? N1 Pd1 N3 95.63(13) . . ? N2 Pd1 N3 84.71(12) . . ? C1 N1 Pd1 108.9(2) . . ? C1 N1 H1A 109.9 . . ? Pd1 N1 H1A 109.9 . . ? C1 N1 H1B 109.9 . . ? Pd1 N1 H1B 109.9 . . ? H1A N1 H1B 108.3 . . ? C14 N2 C13 110.5(4) . . ? C14 N2 C9 109.4(3) . . ? C13 N2 C9 105.4(3) . . ? C14 N2 Pd1 112.9(3) . . ? C13 N2 Pd1 113.2(2) . . ? C9 N2 Pd1 104.9(2) . . ? C12 N3 C10 109.7(3) . . ? C12 N3 C11 109.0(3) . . ? C10 N3 C11 109.7(3) . . ? C12 N3 Pd1 113.7(2) . . ? C10 N3 Pd1 105.8(2) . . ? C11 N3 Pd1 108.9(2) . . ? N1 C1 C2 105.4(3) . . ? N1 C1 C8 108.6(3) . . ? C2 C1 C8 111.8(3) . . ? N1 C1 H1 110.3 . . ? C2 C1 H1 110.3 . . ? C8 C1 H1 110.3 . . ? C7 C2 C3 121.3(4) . . ? C7 C2 C1 121.7(4) . . ? C3 C2 C1 117.0(3) . . ? C4 C3 C2 118.2(3) . . ? C4 C3 Pd1 129.4(3) . . ? C2 C3 Pd1 112.4(3) . . ? C5 C4 C3 120.2(4) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C6 C5 C4 120.9(4) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 120.0(4) . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C2 C7 C6 119.2(4) . . ? C2 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? C1 C8 H8A 109.5 . . ? C1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 110.5(3) . . ? N2 C9 H9A 109.6 . . ? C10 C9 H9A 109.6 . . ? N2 C9 H9B 109.6 . . ? C10 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? N3 C10 C9 109.1(3) . . ? N3 C10 H10A 109.9 . . ? C9 C10 H10A 109.9 . . ? N3 C10 H10B 109.9 . . ? C9 C10 H10B 109.9 . . ? H10A C10 H10B 108.3 . . ? N3 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N3 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? F4 P1 F3 175.4(7) . . ? F4 P1 F2 88.5(6) . . ? F3 P1 F2 95.5(7) . . ? F4 P1 F1 88.6(6) . . ? F3 P1 F1 87.4(7) . . ? F2 P1 F1 176.6(6) . . ? F4 P1 F5 92.7(3) . . ? F3 P1 F5 89.3(3) . . ? F2 P1 F5 90.5(3) . . ? F1 P1 F5 87.8(3) . . ? F4 P1 F6 89.2(3) . . ? F3 P1 F6 88.7(3) . . ? F2 P1 F6 90.2(3) . . ? F1 P1 F6 91.5(3) . . ? F5 P1 F6 178.0(3) . . ? 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 C3 Pd1 N1 C1 -35.8(3) . . . . ? N2 Pd1 N1 C1 47.8(17) . . . . ? N3 Pd1 N1 C1 141.7(3) . . . . ? C3 Pd1 N2 C14 -82.0(3) . . . . ? N1 Pd1 N2 C14 -164.7(15) . . . . ? N3 Pd1 N2 C14 100.9(3) . . . . ? C3 Pd1 N2 C13 44.5(3) . . . . ? N1 Pd1 N2 C13 -38.2(17) . . . . ? N3 Pd1 N2 C13 -132.6(3) . . . . ? C3 Pd1 N2 C9 158.9(3) . . . . ? N1 Pd1 N2 C9 76.2(16) . . . . ? N3 Pd1 N2 C9 -18.2(3) . . . . ? C3 Pd1 N3 C12 84.0(16) . . . . ? N1 Pd1 N3 C12 54.0(3) . . . . ? N2 Pd1 N3 C12 -130.8(3) . . . . ? C3 Pd1 N3 C10 -155.6(15) . . . . ? N1 Pd1 N3 C10 174.4(2) . . . . ? N2 Pd1 N3 C10 -10.4(2) . . . . ? C3 Pd1 N3 C11 -37.7(17) . . . . ? N1 Pd1 N3 C11 -67.7(3) . . . . ? N2 Pd1 N3 C11 107.5(3) . . . . ? Pd1 N1 C1 C2 41.2(3) . . . . ? Pd1 N1 C1 C8 -78.7(3) . . . . ? N1 C1 C2 C7 155.5(3) . . . . ? C8 C1 C2 C7 -86.8(4) . . . . ? N1 C1 C2 C3 -25.2(4) . . . . ? C8 C1 C2 C3 92.5(4) . . . . ? C7 C2 C3 C4 -5.2(5) . . . . ? C1 C2 C3 C4 175.5(3) . . . . ? C7 C2 C3 Pd1 176.0(3) . . . . ? C1 C2 C3 Pd1 -3.3(4) . . . . ? N1 Pd1 C3 C4 -157.0(4) . . . . ? N2 Pd1 C3 C4 27.8(4) . . . . ? N3 Pd1 C3 C4 172.7(14) . . . . ? N1 Pd1 C3 C2 21.6(3) . . . . ? N2 Pd1 C3 C2 -153.6(2) . . . . ? N3 Pd1 C3 C2 -8.7(17) . . . . ? C2 C3 C4 C5 4.3(6) . . . . ? Pd1 C3 C4 C5 -177.1(3) . . . . ? C3 C4 C5 C6 0.2(6) . . . . ? C4 C5 C6 C7 -4.0(6) . . . . ? C3 C2 C7 C6 1.5(6) . . . . ? C1 C2 C7 C6 -179.2(4) . . . . ? C5 C6 C7 C2 3.2(6) . . . . ? C14 N2 C9 C10 -76.7(4) . . . . ? C13 N2 C9 C10 164.5(3) . . . . ? Pd1 N2 C9 C10 44.8(4) . . . . ? C12 N3 C10 C9 160.1(3) . . . . ? C11 N3 C10 C9 -80.2(4) . . . . ? Pd1 N3 C10 C9 37.1(4) . . . . ? N2 C9 C10 N3 -57.2(4) . . . . ? _diffrn_measured_fraction_theta_max .999 _diffrn_reflns_theta_full 29.18 _diffrn_measured_fraction_theta_full .999 _refine_diff_density_max 1.606 _refine_diff_density_min -1.328 _refine_diff_density_rms .116 #========================================================================== data_2b _database_code_depnum_ccdc_archive 'CCDC 657277' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H28 N3 Pd, F6 P' _chemical_formula_sum 'C15 H28 F6 N3 P Pd' _chemical_formula_weight 501.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.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 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.8390(7) _cell_length_b 12.5518(9) _cell_length_c 14.3611(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1953.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 6206 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 30.01 _exptl_crystal_description prism _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.706 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 1.091 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (1996)' _exptl_absorpt_correction_T_min 0.6695 _exptl_absorpt_correction_T_max 0.7499 _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29134 _diffrn_reflns_av_R_equivalents 0.0311 _diffrn_reflns_av_sigmaI/netI 0.0223 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 30.05 _reflns_number_total 5659 _reflns_number_gt 5626 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0260P)^2^+0.8400P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.006(17) _chemical_absolute_configuration ad _refine_ls_number_reflns 5659 _refine_ls_number_parameters 241 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0223 _refine_ls_R_factor_gt 0.0221 _refine_ls_wR_factor_ref 0.0532 _refine_ls_wR_factor_gt 0.0530 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _refine_ls_shift/su_max 0.004 _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 0.345787(12) 0.620997(10) 1.023594(9) 0.01307(4) Uani 1 1 d . . . N1 N 0.39874(16) 0.46142(14) 1.04135(12) 0.0186(3) Uani 1 1 d . . . N2 N 0.26334(15) 0.60301(13) 1.16016(11) 0.0165(3) Uani 1 1 d . . . N3 N 0.27846(16) 0.77219(13) 1.00115(11) 0.0182(3) Uani 1 1 d . . . H3A H 0.2097 0.7836 1.0374 0.022 Uiso 1 1 calc R . . H3B H 0.3372 0.8219 1.0169 0.022 Uiso 1 1 calc R . . C1 C 0.3159(2) 0.42045(16) 1.11690(14) 0.0215(4) Uani 1 1 d . . . H1A H 0.3479 0.3516 1.1402 0.026 Uiso 1 1 calc R . . H1B H 0.2323 0.4082 1.0914 0.026 Uiso 1 1 calc R . . C2 C 0.3089(2) 0.49909(17) 1.19608(14) 0.0208(4) Uani 1 1 d . . . H2A H 0.2522 0.4721 1.2447 0.025 Uiso 1 1 calc R . . H2B H 0.3915 0.5083 1.2243 0.025 Uiso 1 1 calc R . . C3 C 0.3749(2) 0.39578(16) 0.95726(15) 0.0256(5) Uani 1 1 d . . . H3C H 0.4305 0.4180 0.9071 0.038 Uiso 1 1 calc R . . H3D H 0.2892 0.4055 0.9373 0.038 Uiso 1 1 calc R . . H3E H 0.3893 0.3205 0.9718 0.038 Uiso 1 1 calc R . . C4 C 0.5295(2) 0.4488(2) 1.06993(17) 0.0294(5) Uani 1 1 d . . . H4A H 0.5470 0.3733 1.0811 0.044 Uiso 1 1 calc R . . H4B H 0.5443 0.4893 1.1272 0.044 Uiso 1 1 calc R . . H4C H 0.5835 0.4755 1.0204 0.044 Uiso 1 1 calc R . . C5 C 0.12653(17) 0.60050(17) 1.15133(15) 0.0219(4) Uani 1 1 d . . . H5A H 0.0897 0.5861 1.2124 0.033 Uiso 1 1 calc R . . H5B H 0.1026 0.5442 1.1076 0.033 Uiso 1 1 calc R . . H5C H 0.0972 0.6695 1.1282 0.033 Uiso 1 1 calc R . . C6 C 0.2986(2) 0.68959(17) 1.22455(14) 0.0221(4) Uani 1 1 d . . . H6A H 0.2724 0.7582 1.1986 0.033 Uiso 1 1 calc R . . H6B H 0.3883 0.6896 1.2329 0.033 Uiso 1 1 calc R . . H6C H 0.2584 0.6784 1.2849 0.033 Uiso 1 1 calc R . . C7 C 0.24564(19) 0.78277(17) 0.89983(14) 0.0193(4) Uani 1 1 d . . . H7 H 0.2427 0.8597 0.8819 0.023 Uiso 1 1 calc R . . C8 C 0.34727(19) 0.72742(14) 0.84762(13) 0.0164(3) Uani 1 1 d . . . C9 C 0.41247(17) 0.64713(15) 0.89516(13) 0.0151(3) Uani 1 1 d . . . C10 C 0.51145(17) 0.59934(15) 0.84876(13) 0.0165(3) Uani 1 1 d . . . H10 H 0.5610 0.5492 0.8812 0.020 Uiso 1 1 calc R . . C11 C 0.53982(16) 0.62324(17) 0.75570(12) 0.0170(3) Uani 1 1 d . . . C12 C 0.46878(19) 0.69851(16) 0.70944(13) 0.0185(4) Uani 1 1 d . . . H12 H 0.4852 0.7139 0.6459 0.022 Uiso 1 1 calc R . . C13 C 0.37377(18) 0.75173(16) 0.75516(14) 0.0178(4) Uani 1 1 d . . . H13 H 0.3271 0.8045 0.7234 0.021 Uiso 1 1 calc R . . C14 C 0.6443(2) 0.56636(17) 0.70676(13) 0.0209(4) Uani 1 1 d . . . H14A H 0.6150 0.4976 0.6833 0.031 Uiso 1 1 calc R . . H14B H 0.7122 0.5547 0.7507 0.031 Uiso 1 1 calc R . . H14C H 0.6735 0.6100 0.6546 0.031 Uiso 1 1 calc R . . C15 C 0.12104(18) 0.73170(18) 0.88361(16) 0.0239(4) Uani 1 1 d . . . H15A H 0.1019 0.7329 0.8169 0.036 Uiso 1 1 calc R . . H15B H 0.0577 0.7713 0.9178 0.036 Uiso 1 1 calc R . . H15C H 0.1229 0.6578 0.9056 0.036 Uiso 1 1 calc R . . P1 P 0.91860(5) 0.44961(5) 0.90587(4) 0.02060(11) Uani 1 1 d . . . F1 F 1.06543(13) 0.44974(15) 0.90015(12) 0.0400(4) Uani 1 1 d . . . F2 F 0.92670(16) 0.52850(14) 0.99319(11) 0.0422(4) Uani 1 1 d . . . F3 F 0.9224(2) 0.35188(14) 0.97423(17) 0.0634(6) Uani 1 1 d . . . F4 F 0.77164(14) 0.45172(17) 0.91109(13) 0.0476(4) Uani 1 1 d . . . F5 F 0.91039(18) 0.3743(2) 0.81753(15) 0.0647(6) Uani 1 1 d . . . F6 F 0.91520(17) 0.55121(16) 0.83854(13) 0.0525(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01285(6) 0.01374(6) 0.01262(6) -0.00013(5) 0.00076(5) 0.00077(5) N1 0.0191(8) 0.0197(8) 0.0170(8) 0.0025(6) 0.0039(6) 0.0040(6) N2 0.0152(7) 0.0191(8) 0.0152(7) 0.0006(6) 0.0008(5) -0.0007(6) N3 0.0206(8) 0.0150(7) 0.0191(8) -0.0018(6) 0.0029(6) 0.0015(6) C1 0.0264(10) 0.0178(8) 0.0202(9) 0.0036(7) 0.0069(7) 0.0021(7) C2 0.0238(9) 0.0222(10) 0.0164(8) 0.0043(7) 0.0030(7) 0.0010(8) C3 0.0410(12) 0.0139(8) 0.0218(9) -0.0024(7) 0.0067(8) 0.0013(8) C4 0.0228(10) 0.0356(12) 0.0297(11) 0.0112(10) 0.0018(9) 0.0127(9) C5 0.0152(8) 0.0267(10) 0.0238(9) 0.0005(8) 0.0044(7) -0.0004(7) C6 0.0258(10) 0.0244(10) 0.0162(9) -0.0039(8) 0.0024(8) -0.0022(8) C7 0.0188(9) 0.0194(9) 0.0198(9) 0.0012(7) 0.0027(7) 0.0036(7) C8 0.0142(7) 0.0168(8) 0.0180(8) -0.0001(6) -0.0002(7) -0.0018(7) C9 0.0144(8) 0.0155(8) 0.0153(8) -0.0014(6) -0.0010(6) 0.0002(6) C10 0.0159(8) 0.0177(9) 0.0160(8) -0.0004(6) -0.0006(6) 0.0006(6) C11 0.0156(7) 0.0189(8) 0.0165(7) -0.0018(8) 0.0010(6) -0.0031(8) C12 0.0202(9) 0.0202(9) 0.0152(8) 0.0009(7) 0.0013(7) -0.0048(7) C13 0.0175(9) 0.0172(8) 0.0188(8) 0.0020(7) -0.0019(7) 0.0002(7) C14 0.0180(9) 0.0265(9) 0.0181(8) -0.0024(7) 0.0021(7) 0.0008(8) C15 0.0160(9) 0.0287(10) 0.0270(10) 0.0022(8) 0.0011(7) 0.0008(8) P1 0.0203(2) 0.0213(2) 0.0202(2) -0.0023(2) 0.00246(19) -0.0004(2) F1 0.0202(7) 0.0564(10) 0.0434(9) -0.0065(8) 0.0001(6) 0.0039(6) F2 0.0524(9) 0.0416(8) 0.0326(8) -0.0160(6) -0.0064(7) 0.0128(7) F3 0.0755(13) 0.0341(9) 0.0805(14) 0.0322(10) 0.0026(12) -0.0010(8) F4 0.0205(7) 0.0742(13) 0.0480(10) -0.0001(9) 0.0087(7) -0.0028(8) F5 0.0464(10) 0.0852(15) 0.0624(12) -0.0532(12) 0.0057(9) -0.0111(11) F6 0.0487(10) 0.0621(12) 0.0468(10) 0.0328(9) -0.0174(8) -0.0144(9) _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 C9 2.0080(19) . ? Pd1 N3 2.0586(16) . ? Pd1 N1 2.0992(17) . ? Pd1 N2 2.1671(16) . ? N1 C4 1.484(3) . ? N1 C3 1.484(3) . ? N1 C1 1.499(3) . ? N2 C6 1.477(3) . ? N2 C2 1.487(3) . ? N2 C5 1.489(2) . ? N3 C7 1.504(3) . ? N3 H3A 0.9200 . ? N3 H3B 0.9200 . ? C1 C2 1.508(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3C 0.9800 . ? C3 H3D 0.9800 . ? C3 H3E 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.503(3) . ? C7 C15 1.513(3) . ? C7 H7 1.0000 . ? C8 C13 1.392(3) . ? C8 C9 1.407(3) . ? C9 C10 1.398(3) . ? C10 C11 1.404(2) . ? C10 H10 0.9500 . ? C11 C12 1.388(3) . ? C11 C14 1.512(3) . ? C12 C13 1.392(3) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? P1 F3 1.5716(18) . ? P1 F5 1.5845(18) . ? P1 F1 1.5936(15) . ? P1 F4 1.5950(16) . ? P1 F2 1.6002(15) . ? P1 F6 1.6008(17) . ? 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 C9 Pd1 N3 80.40(7) . . ? C9 Pd1 N1 99.73(7) . . ? N3 Pd1 N1 174.61(7) . . ? C9 Pd1 N2 175.40(7) . . ? N3 Pd1 N2 95.25(6) . . ? N1 Pd1 N2 84.46(6) . . ? C4 N1 C3 109.39(18) . . ? C4 N1 C1 109.59(16) . . ? C3 N1 C1 107.11(16) . . ? C4 N1 Pd1 113.35(14) . . ? C3 N1 Pd1 112.53(12) . . ? C1 N1 Pd1 104.56(12) . . ? C6 N2 C2 110.02(16) . . ? C6 N2 C5 109.07(16) . . ? C2 N2 C5 109.97(16) . . ? C6 N2 Pd1 112.53(12) . . ? C2 N2 Pd1 105.58(12) . . ? C5 N2 Pd1 109.62(12) . . ? C7 N3 Pd1 108.47(12) . . ? C7 N3 H3A 110.0 . . ? Pd1 N3 H3A 110.0 . . ? C7 N3 H3B 110.0 . . ? Pd1 N3 H3B 110.0 . . ? H3A N3 H3B 108.4 . . ? N1 C1 C2 110.59(17) . . ? N1 C1 H1A 109.5 . . ? C2 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? N2 C2 C1 109.24(16) . . ? N2 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N2 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.3 . . ? N1 C3 H3C 109.5 . . ? N1 C3 H3D 109.5 . . ? H3C C3 H3D 109.5 . . ? N1 C3 H3E 109.5 . . ? H3C C3 H3E 109.5 . . ? H3D C3 H3E 109.5 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N2 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 N3 105.58(15) . . ? C8 C7 C15 112.43(18) . . ? N3 C7 C15 108.83(17) . . ? C8 C7 H7 110.0 . . ? N3 C7 H7 110.0 . . ? C15 C7 H7 110.0 . . ? C13 C8 C9 121.06(18) . . ? C13 C8 C7 121.72(18) . . ? C9 C8 C7 117.20(17) . . ? C10 C9 C8 117.47(18) . . ? C10 C9 Pd1 130.08(14) . . ? C8 C9 Pd1 112.44(13) . . ? C9 C10 C11 122.02(18) . . ? C9 C10 H10 119.0 . . ? C11 C10 H10 119.0 . . ? C12 C11 C10 118.66(18) . . ? C12 C11 C14 120.95(17) . . ? C10 C11 C14 120.38(18) . . ? C11 C12 C13 120.74(18) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C12 C13 C8 119.82(18) . . ? C12 C13 H13 120.1 . . ? C8 C13 H13 120.1 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C7 C15 H15A 109.5 . . ? C7 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C7 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? F3 P1 F5 92.07(14) . . ? F3 P1 F1 90.38(11) . . ? F5 P1 F1 90.89(10) . . ? F3 P1 F4 90.58(12) . . ? F5 P1 F4 89.50(10) . . ? F1 P1 F4 178.95(11) . . ? F3 P1 F2 89.55(11) . . ? F5 P1 F2 178.38(13) . . ? F1 P1 F2 89.14(9) . . ? F4 P1 F2 90.44(10) . . ? F3 P1 F6 178.49(12) . . ? F5 P1 F6 89.43(13) . . ? F1 P1 F6 89.49(10) . . ? F4 P1 F6 89.55(11) . . ? F2 P1 F6 88.95(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 C9 Pd1 N1 C4 81.14(14) . . . . ? N3 Pd1 N1 C4 172.0(6) . . . . ? N2 Pd1 N1 C4 -100.77(14) . . . . ? C9 Pd1 N1 C3 -43.65(15) . . . . ? N3 Pd1 N1 C3 47.2(7) . . . . ? N2 Pd1 N1 C3 134.44(15) . . . . ? C9 Pd1 N1 C1 -159.55(13) . . . . ? N3 Pd1 N1 C1 -68.7(7) . . . . ? N2 Pd1 N1 C1 18.54(13) . . . . ? C9 Pd1 N2 C6 -74.1(9) . . . . ? N3 Pd1 N2 C6 -55.30(14) . . . . ? N1 Pd1 N2 C6 130.10(14) . . . . ? C9 Pd1 N2 C2 165.9(8) . . . . ? N3 Pd1 N2 C2 -175.34(13) . . . . ? N1 Pd1 N2 C2 10.07(13) . . . . ? C9 Pd1 N2 C5 47.5(9) . . . . ? N3 Pd1 N2 C5 66.26(13) . . . . ? N1 Pd1 N2 C5 -108.34(13) . . . . ? C9 Pd1 N3 C7 35.09(13) . . . . ? N1 Pd1 N3 C7 -56.7(7) . . . . ? N2 Pd1 N3 C7 -143.41(13) . . . . ? C4 N1 C1 C2 76.3(2) . . . . ? C3 N1 C1 C2 -165.09(17) . . . . ? Pd1 N1 C1 C2 -45.47(19) . . . . ? C6 N2 C2 C1 -158.93(17) . . . . ? C5 N2 C2 C1 80.9(2) . . . . ? Pd1 N2 C2 C1 -37.26(18) . . . . ? N1 C1 C2 N2 57.9(2) . . . . ? Pd1 N3 C7 C8 -40.67(18) . . . . ? Pd1 N3 C7 C15 80.23(17) . . . . ? N3 C7 C8 C13 -156.62(18) . . . . ? C15 C7 C8 C13 84.9(2) . . . . ? N3 C7 C8 C9 25.4(2) . . . . ? C15 C7 C8 C9 -93.1(2) . . . . ? C13 C8 C9 C10 5.4(3) . . . . ? C7 C8 C9 C10 -176.61(17) . . . . ? C13 C8 C9 Pd1 -175.26(15) . . . . ? C7 C8 C9 Pd1 2.8(2) . . . . ? N3 Pd1 C9 C10 158.18(19) . . . . ? N1 Pd1 C9 C10 -27.29(19) . . . . ? N2 Pd1 C9 C10 177.1(8) . . . . ? N3 Pd1 C9 C8 -21.09(13) . . . . ? N1 Pd1 C9 C8 153.45(14) . . . . ? N2 Pd1 C9 C8 -2.1(10) . . . . ? C8 C9 C10 C11 -5.1(3) . . . . ? Pd1 C9 C10 C11 175.67(15) . . . . ? C9 C10 C11 C12 1.5(3) . . . . ? C9 C10 C11 C14 -177.40(18) . . . . ? C10 C11 C12 C13 2.0(3) . . . . ? C14 C11 C12 C13 -179.11(18) . . . . ? C11 C12 C13 C8 -1.7(3) . . . . ? C9 C8 C13 C12 -2.1(3) . . . . ? C7 C8 C13 C12 179.98(18) . . . . ? _diffrn_measured_fraction_theta_max .994 _diffrn_reflns_theta_full 30.05 _diffrn_measured_fraction_theta_full .994 _refine_diff_density_max .874 _refine_diff_density_min -.330 _refine_diff_density_rms .076 #========================================================================== data_2c _database_code_depnum_ccdc_archive 'CCDC 657278' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H25 F N3 Pd, F6 P' _chemical_formula_sum 'C14 H25 F7 N3 P Pd' _chemical_formula_weight 505.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.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 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.777(3) _cell_length_b 12.438(3) _cell_length_c 14.353(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1923.9(8) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 5624 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 25.57 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_max 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.746 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 1.116 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (1996)' _exptl_absorpt_correction_T_min 0.730 _exptl_absorpt_correction_T_max 0.896 _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(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 scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21810 _diffrn_reflns_av_R_equivalents 0.0440 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 28.48 _reflns_number_total 4822 _reflns_number_gt 4464 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0400P)^2^+0.5000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(3) _chemical_absolute_configuration ad _refine_ls_number_reflns 4822 _refine_ls_number_parameters 253 _refine_ls_number_restraints 73 _refine_ls_R_factor_all 0.0350 _refine_ls_R_factor_gt 0.0309 _refine_ls_wR_factor_ref 0.0749 _refine_ls_wR_factor_gt 0.0734 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.185 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.35278(2) 0.37722(2) -0.018843(18) 0.01725(7) Uani 1 1 d . . . N1 N 0.2668(3) 0.3864(3) -0.1558(2) 0.0221(6) Uani 1 1 d . . . N2 N 0.3944(3) 0.5401(2) -0.0405(2) 0.0246(7) Uani 1 1 d . . . N3 N 0.2983(3) 0.2216(2) 0.0084(2) 0.0254(7) Uani 1 1 d . . . H3A H 0.2307 0.2041 -0.0277 0.031 Uiso 1 1 calc R . . H3B H 0.3617 0.1748 -0.0057 0.031 Uiso 1 1 calc R . . C1 C 0.3064(4) 0.4924(3) -0.1946(3) 0.0260(8) Uani 1 1 d . . . H1A H 0.2479 0.5151 -0.2440 0.031 Uiso 1 1 calc R . . H1B H 0.3900 0.4856 -0.2227 0.031 Uiso 1 1 calc R . . C2 C 0.3090(4) 0.5757(3) -0.1178(3) 0.0269(8) Uani 1 1 d . . . H2A H 0.3381 0.6453 -0.1433 0.032 Uiso 1 1 calc R . . H2B H 0.2242 0.5861 -0.0929 0.032 Uiso 1 1 calc R . . C4 C 0.2655(3) 0.2126(3) 0.1097(3) 0.0259(8) Uani 1 1 d . . . H4 H 0.2688 0.1357 0.1299 0.031 Uiso 1 1 calc R . . C5 C 0.3619(3) 0.2774(3) 0.1609(2) 0.0207(7) Uani 1 1 d . . . C6 C 0.4220(3) 0.3596(3) 0.1106(2) 0.0193(7) Uani 1 1 d . . . C7 C 0.5181(3) 0.4164(3) 0.1549(3) 0.0234(8) Uani 1 1 d . . . H7 H 0.5637 0.4696 0.1220 0.028 Uiso 1 1 calc R . . C8 C 0.5457(3) 0.3938(3) 0.2478(3) 0.0282(8) Uani 1 1 d . . . C9 C 0.4836(4) 0.3173(3) 0.2985(3) 0.0287(9) Uani 1 1 d . . . H9 H 0.5031 0.3055 0.3622 0.034 Uiso 1 1 calc R . . C10 C 0.3915(3) 0.2574(3) 0.2548(3) 0.0264(8) Uani 1 1 d . . . H10 H 0.3486 0.2030 0.2882 0.032 Uiso 1 1 calc R . . C11 C 0.1348(4) 0.2579(3) 0.1242(3) 0.0326(9) Uani 1 1 d . . . H11A H 0.1152 0.2584 0.1909 0.049 Uiso 1 1 calc R . . H11B H 0.0745 0.2130 0.0912 0.049 Uiso 1 1 calc R . . H11C H 0.1310 0.3315 0.0999 0.049 Uiso 1 1 calc R . . C12 C 0.3024(4) 0.2995(3) -0.2199(3) 0.0274(8) Uani 1 1 d . . . H12A H 0.2633 0.3114 -0.2807 0.041 Uiso 1 1 calc R . . H12B H 0.2747 0.2304 -0.1946 0.041 Uiso 1 1 calc R . . H12C H 0.3928 0.2987 -0.2272 0.041 Uiso 1 1 calc R . . C13 C 0.1289(3) 0.3859(3) -0.1431(3) 0.0286(8) Uani 1 1 d . . . H13A H 0.0885 0.4006 -0.2029 0.043 Uiso 1 1 calc R . . H13B H 0.1054 0.4414 -0.0980 0.043 Uiso 1 1 calc R . . H13C H 0.1025 0.3153 -0.1201 0.043 Uiso 1 1 calc R . . C14 C 0.5261(4) 0.5590(3) -0.0691(3) 0.0338(9) Uani 1 1 d . . . H14A H 0.5447 0.5162 -0.1247 0.051 Uiso 1 1 calc R . . H14B H 0.5817 0.5377 -0.0184 0.051 Uiso 1 1 calc R . . H14C H 0.5380 0.6354 -0.0831 0.051 Uiso 1 1 calc R . . C15 C 0.3652(4) 0.6087(3) 0.0418(3) 0.0347(9) Uani 1 1 d . . . H15A H 0.4253 0.5944 0.0915 0.052 Uiso 1 1 calc R . . H15B H 0.2814 0.5923 0.0641 0.052 Uiso 1 1 calc R . . H15C H 0.3698 0.6846 0.0239 0.052 Uiso 1 1 calc R . . F1 F 0.6388(2) 0.4506(2) 0.28814(16) 0.0401(6) Uani 1 1 d . . . P1 P 0.08962(10) 0.05737(8) 0.40796(8) 0.0282(2) Uani 1 1 d D . . F4 F 0.0835(4) 0.0027(3) 0.5071(2) 0.0891(14) Uani 1 1 d D A . F5 F 0.0914(4) 0.1075(4) 0.3070(3) 0.0909(13) Uani 1 1 d D A . F2A F 0.1055(9) -0.0593(5) 0.3600(6) 0.084(3) Uani 0.555(11) 1 d PD A 1 F3A F 0.0599(8) 0.1659(5) 0.4511(7) 0.084(3) Uani 0.555(11) 1 d PD A 1 F6A F -0.0597(4) 0.0366(7) 0.3975(4) 0.069(2) Uani 0.555(11) 1 d PD A 1 F7A F 0.2289(4) 0.0696(8) 0.4123(4) 0.069(2) Uani 0.555(11) 1 d PD A 1 F2B F 0.2017(10) -0.0220(8) 0.3898(9) 0.107(5) Uani 0.445(11) 1 d PD A 2 F3B F -0.0066(10) 0.1464(8) 0.4421(9) 0.107(5) Uani 0.445(11) 1 d PD A 2 F6B F -0.0058(12) -0.0170(10) 0.3827(13) 0.160(6) Uani 0.445(11) 1 d PD A 2 F7B F 0.1983(11) 0.1410(10) 0.4382(13) 0.160(6) Uani 0.445(11) 1 d PD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01951(11) 0.01530(11) 0.01695(12) 0.00012(10) -0.00070(10) -0.00081(10) N1 0.0235(13) 0.0216(16) 0.0210(14) -0.0020(13) -0.0038(11) -0.0007(13) N2 0.0299(15) 0.0172(15) 0.0267(18) 0.0025(12) -0.0049(12) -0.0046(12) N3 0.0335(15) 0.0176(15) 0.0252(17) -0.0008(13) 0.0002(13) -0.0042(12) C1 0.0286(18) 0.027(2) 0.0220(19) 0.0050(15) -0.0060(15) -0.0038(16) C2 0.0343(19) 0.0197(18) 0.027(2) 0.0078(15) -0.0063(16) -0.0018(15) C4 0.0324(19) 0.0211(18) 0.0242(19) 0.0052(15) 0.0005(16) -0.0038(16) C5 0.0210(15) 0.0174(16) 0.0238(17) 0.0004(13) 0.0002(15) 0.0065(15) C6 0.0221(15) 0.0154(18) 0.0203(16) -0.0001(13) 0.0020(13) 0.0050(13) C7 0.0251(18) 0.0234(18) 0.0217(18) 0.0016(14) -0.0018(14) 0.0024(14) C8 0.0298(18) 0.029(2) 0.0260(18) -0.0060(16) -0.0045(15) 0.0071(16) C9 0.033(2) 0.033(2) 0.0196(18) 0.0008(16) -0.0013(16) 0.0137(17) C10 0.0287(19) 0.028(2) 0.0226(19) 0.0068(15) 0.0037(15) 0.0103(15) C11 0.0273(19) 0.036(2) 0.034(2) 0.0044(17) 0.0019(18) -0.0039(18) C12 0.0326(18) 0.027(2) 0.0229(19) -0.0023(16) -0.0031(16) 0.0014(16) C13 0.0197(16) 0.033(2) 0.033(2) 0.0028(17) -0.0029(13) -0.0013(17) C14 0.030(2) 0.034(2) 0.037(2) 0.0080(19) -0.0052(17) -0.0116(17) C15 0.055(2) 0.0173(19) 0.032(2) -0.0017(14) -0.0103(19) -0.0021(19) F1 0.0399(13) 0.0500(15) 0.0305(13) -0.0055(11) -0.0151(12) -0.0037(13) P1 0.0316(5) 0.0228(5) 0.0300(5) 0.0057(4) 0.0017(4) 0.0033(4) F4 0.108(3) 0.114(3) 0.046(2) 0.038(2) 0.030(2) 0.057(3) F5 0.087(3) 0.115(3) 0.070(2) 0.057(2) 0.011(2) 0.017(3) F2A 0.113(6) 0.040(3) 0.099(4) -0.030(3) 0.039(4) -0.004(3) F3A 0.113(6) 0.040(3) 0.099(4) -0.030(3) 0.039(4) -0.004(3) F6A 0.0224(18) 0.138(6) 0.046(3) 0.019(3) -0.0052(16) -0.007(2) F7A 0.0224(18) 0.138(6) 0.046(3) 0.019(3) -0.0052(16) -0.007(2) F2B 0.091(6) 0.072(6) 0.159(8) 0.062(6) 0.072(6) 0.054(5) F3B 0.091(6) 0.072(6) 0.159(8) 0.062(6) 0.072(6) 0.054(5) F6B 0.125(10) 0.104(8) 0.251(14) -0.052(8) -0.067(9) -0.059(7) F7B 0.125(10) 0.104(8) 0.251(14) -0.052(8) -0.067(9) -0.059(7) _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 C6 2.014(3) . ? Pd1 N3 2.060(3) . ? Pd1 N2 2.098(3) . ? Pd1 N1 2.177(3) . ? N1 C12 1.471(5) . ? N1 C1 1.493(5) . ? N1 C13 1.497(4) . ? N2 C15 1.491(5) . ? N2 C14 1.496(5) . ? N2 C2 1.508(5) . ? N3 C4 1.500(5) . ? N3 H3A 0.9200 . ? N3 H3B 0.9200 . ? C1 C2 1.513(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C4 C5 1.507(5) . ? C4 C11 1.532(6) . ? C4 H4 1.0000 . ? C5 C10 1.407(5) . ? C5 C6 1.409(5) . ? C6 C7 1.406(5) . ? C7 C8 1.395(5) . ? C7 H7 0.9500 . ? C8 F1 1.357(4) . ? C8 C9 1.372(6) . ? C9 C10 1.391(6) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? 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 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? P1 F6B 1.430(8) . ? P1 F7A 1.510(5) . ? P1 F3A 1.519(6) . ? P1 F5 1.578(4) . ? P1 F4 1.579(3) . ? P1 F2B 1.582(7) . ? P1 F3B 1.593(7) . ? P1 F2A 1.615(5) . ? P1 F7B 1.625(8) . ? P1 F6A 1.636(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 C6 Pd1 N3 80.13(14) . . ? C6 Pd1 N2 99.33(13) . . ? N3 Pd1 N2 175.05(13) . . ? C6 Pd1 N1 175.35(13) . . ? N3 Pd1 N1 95.71(13) . . ? N2 Pd1 N1 84.64(12) . . ? C12 N1 C1 109.9(3) . . ? C12 N1 C13 109.4(3) . . ? C1 N1 C13 109.5(3) . . ? C12 N1 Pd1 114.5(2) . . ? C1 N1 Pd1 105.2(2) . . ? C13 N1 Pd1 108.2(2) . . ? C15 N2 C14 109.1(3) . . ? C15 N2 C2 106.6(3) . . ? C14 N2 C2 109.3(3) . . ? C15 N2 Pd1 113.0(2) . . ? C14 N2 Pd1 113.3(2) . . ? C2 N2 Pd1 105.2(2) . . ? C4 N3 Pd1 108.8(2) . . ? C4 N3 H3A 109.9 . . ? Pd1 N3 H3A 109.9 . . ? C4 N3 H3B 109.9 . . ? Pd1 N3 H3B 109.9 . . ? H3A N3 H3B 108.3 . . ? N1 C1 C2 109.8(3) . . ? N1 C1 H1A 109.7 . . ? C2 C1 H1A 109.7 . . ? N1 C1 H1B 109.7 . . ? C2 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? N2 C2 C1 110.2(3) . . ? N2 C2 H2A 109.6 . . ? C1 C2 H2A 109.6 . . ? N2 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? N3 C4 C5 105.7(3) . . ? N3 C4 C11 108.8(3) . . ? C5 C4 C11 111.7(3) . . ? N3 C4 H4 110.2 . . ? C5 C4 H4 110.2 . . ? C11 C4 H4 110.2 . . ? C10 C5 C6 121.0(3) . . ? C10 C5 C4 121.9(3) . . ? C6 C5 C4 117.1(3) . . ? C7 C6 C5 118.1(3) . . ? C7 C6 Pd1 129.5(3) . . ? C5 C6 Pd1 112.4(2) . . ? C8 C7 C6 119.2(4) . . ? C8 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? F1 C8 C9 119.7(4) . . ? F1 C8 C7 117.4(4) . . ? C9 C8 C7 122.9(4) . . ? C8 C9 C10 118.7(4) . . ? C8 C9 H9 120.7 . . ? C10 C9 H9 120.7 . . ? C9 C10 C5 120.0(4) . . ? C9 C10 H10 120.0 . . ? C5 C10 H10 120.0 . . ? C4 C11 H11A 109.5 . . ? C4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 H12A 109.5 . . ? N1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 H13A 109.5 . . ? N1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N2 C15 H15A 109.5 . . ? N2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? F6B P1 F7A 142.2(6) . . ? F6B P1 F3A 121.8(6) . . ? F7A P1 F3A 95.9(4) . . ? F6B P1 F5 91.8(8) . . ? F7A P1 F5 89.2(3) . . ? F3A P1 F5 91.5(4) . . ? F6B P1 F4 85.4(8) . . ? F7A P1 F4 92.7(3) . . ? F3A P1 F4 90.4(4) . . ? F5 P1 F4 177.2(3) . . ? F6B P1 F2B 95.9(6) . . ? F7A P1 F2B 46.4(4) . . ? F3A P1 F2B 141.5(6) . . ? F5 P1 F2B 94.9(4) . . ? F4 P1 F2B 84.9(4) . . ? F6B P1 F3B 93.4(6) . . ? F7A P1 F3B 124.3(5) . . ? F3A P1 F3B 28.4(5) . . ? F5 P1 F3B 90.9(5) . . ? F4 P1 F3B 89.7(4) . . ? F2B P1 F3B 168.8(7) . . ? F6B P1 F2A 52.2(5) . . ? F7A P1 F2A 90.2(4) . . ? F3A P1 F2A 173.9(4) . . ? F5 P1 F2A 87.9(4) . . ? F4 P1 F2A 90.1(3) . . ? F2B P1 F2A 44.6(5) . . ? F3B P1 F2A 145.5(5) . . ? F6B P1 F7B 179.1(10) . . ? F7A P1 F7B 37.6(5) . . ? F3A P1 F7B 58.3(5) . . ? F5 P1 F7B 89.0(7) . . ? F4 P1 F7B 93.7(7) . . ? F2B P1 F7B 83.8(5) . . ? F3B P1 F7B 86.7(5) . . ? F2A P1 F7B 127.7(5) . . ? F6B P1 F6A 33.7(5) . . ? F7A P1 F6A 175.6(4) . . ? F3A P1 F6A 88.3(4) . . ? F5 P1 F6A 89.4(3) . . ? F4 P1 F6A 88.5(3) . . ? F2B P1 F6A 129.6(5) . . ? F3B P1 F6A 59.9(5) . . ? F2A P1 F6A 85.6(4) . . ? F7B P1 F6A 146.5(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 C6 Pd1 N1 C12 -79.7(16) . . . . ? N3 Pd1 N1 C12 -53.4(3) . . . . ? N2 Pd1 N1 C12 131.5(3) . . . . ? C6 Pd1 N1 C1 159.5(15) . . . . ? N3 Pd1 N1 C1 -174.2(2) . . . . ? N2 Pd1 N1 C1 10.7(2) . . . . ? C6 Pd1 N1 C13 42.6(17) . . . . ? N3 Pd1 N1 C13 68.8(3) . . . . ? N2 Pd1 N1 C13 -106.2(3) . . . . ? C6 Pd1 N2 C15 -44.0(3) . . . . ? N3 Pd1 N2 C15 39.3(16) . . . . ? N1 Pd1 N2 C15 133.6(3) . . . . ? C6 Pd1 N2 C14 80.8(3) . . . . ? N3 Pd1 N2 C14 164.1(14) . . . . ? N1 Pd1 N2 C14 -101.6(3) . . . . ? C6 Pd1 N2 C2 -159.9(2) . . . . ? N3 Pd1 N2 C2 -76.6(15) . . . . ? N1 Pd1 N2 C2 17.7(2) . . . . ? C6 Pd1 N3 C4 35.5(2) . . . . ? N2 Pd1 N3 C4 -48.6(16) . . . . ? N1 Pd1 N3 C4 -142.4(2) . . . . ? C12 N1 C1 C2 -161.5(3) . . . . ? C13 N1 C1 C2 78.3(4) . . . . ? Pd1 N1 C1 C2 -37.8(3) . . . . ? C15 N2 C2 C1 -164.5(3) . . . . ? C14 N2 C2 C1 77.7(4) . . . . ? Pd1 N2 C2 C1 -44.3(3) . . . . ? N1 C1 C2 N2 57.4(4) . . . . ? Pd1 N3 C4 C5 -40.4(3) . . . . ? Pd1 N3 C4 C11 79.6(3) . . . . ? N3 C4 C5 C10 -155.7(3) . . . . ? C11 C4 C5 C10 86.2(4) . . . . ? N3 C4 C5 C6 24.2(4) . . . . ? C11 C4 C5 C6 -93.9(4) . . . . ? C10 C5 C6 C7 4.1(5) . . . . ? C4 C5 C6 C7 -175.8(3) . . . . ? C10 C5 C6 Pd1 -175.9(3) . . . . ? C4 C5 C6 Pd1 4.3(4) . . . . ? N3 Pd1 C6 C7 158.0(3) . . . . ? N2 Pd1 C6 C7 -27.0(3) . . . . ? N1 Pd1 C6 C7 -175.5(15) . . . . ? N3 Pd1 C6 C5 -22.0(2) . . . . ? N2 Pd1 C6 C5 153.0(2) . . . . ? N1 Pd1 C6 C5 4.5(18) . . . . ? C5 C6 C7 C8 -3.5(5) . . . . ? Pd1 C6 C7 C8 176.5(3) . . . . ? C6 C7 C8 F1 -179.7(3) . . . . ? C6 C7 C8 C9 0.5(6) . . . . ? F1 C8 C9 C10 -177.8(3) . . . . ? C7 C8 C9 C10 2.0(6) . . . . ? C8 C9 C10 C5 -1.4(5) . . . . ? C6 C5 C10 C9 -1.7(5) . . . . ? C4 C5 C10 C9 178.2(3) . . . . ? _diffrn_measured_fraction_theta_max .992 _diffrn_reflns_theta_full 28.48 _diffrn_measured_fraction_theta_full .992 _refine_diff_density_max .774 _refine_diff_density_min -.570 _refine_diff_density_rms .091 #========================================================================== data_2d _database_code_depnum_ccdc_archive 'CCDC 657279' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H25 Cl N3 Pd, F6 P' _chemical_formula_sum 'C14 H25 Cl F6 N3 P Pd' _chemical_formula_weight 522.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.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 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 10.7696(9) _cell_length_b 12.4391(10) _cell_length_c 14.6194(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1958.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 4924 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 26.48 _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.771 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 1.224 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (1996)' _exptl_absorpt_correction_T_min 0.725 _exptl_absorpt_correction_T_max 0.774 _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24502 _diffrn_reflns_av_R_equivalents 0.0714 _diffrn_reflns_av_sigmaI/netI 0.0510 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 27.12 _reflns_number_total 4300 _reflns_number_gt 4189 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0620P)^2^+7.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(7) _chemical_absolute_configuration ad _refine_ls_number_reflns 4300 _refine_ls_number_parameters 222 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0649 _refine_ls_R_factor_gt 0.0627 _refine_ls_wR_factor_ref 0.1455 _refine_ls_wR_factor_gt 0.1443 _refine_ls_goodness_of_fit_ref 1.196 _refine_ls_restrained_S_all 1.195 _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 0.34466(5) 0.38383(4) -0.02210(4) 0.01931(14) Uani 1 1 d . . . N1 N 0.2633(6) 0.4015(5) -0.1566(4) 0.0230(13) Uani 1 1 d . . . N2 N 0.3972(7) 0.5446(5) -0.0370(5) 0.0302(16) Uani 1 1 d . . . N3 N 0.2784(7) 0.2312(6) -0.0012(4) 0.0284(15) Uani 1 1 d . . . H3A H 0.2089 0.2202 -0.0367 0.034 Uiso 1 1 calc R . . H3B H 0.3376 0.1818 -0.0182 0.034 Uiso 1 1 calc R . . C1 C 0.3092(8) 0.5054(7) -0.1911(5) 0.0280(18) Uani 1 1 d . . . H1A H 0.2533 0.5320 -0.2399 0.034 Uiso 1 1 calc R . . H1B H 0.3930 0.4959 -0.2177 0.034 Uiso 1 1 calc R . . C2 C 0.3144(8) 0.5853(6) -0.1150(6) 0.032(2) Uani 1 1 d . . . H2A H 0.2296 0.5985 -0.0915 0.038 Uiso 1 1 calc R . . H2B H 0.3476 0.6543 -0.1384 0.038 Uiso 1 1 calc R . . C4 C 0.2463(9) 0.2164(7) 0.0977(6) 0.036(2) Uani 1 1 d . . . H4 H 0.2477 0.1381 0.1130 0.043 Uiso 1 1 calc R . . C5 C 0.3463(8) 0.2731(6) 0.1502(5) 0.0234(14) Uani 1 1 d . . . C6 C 0.4095(7) 0.3560(6) 0.1030(5) 0.0223(16) Uani 1 1 d . . . C7 C 0.5099(7) 0.4047(6) 0.1499(5) 0.0238(16) Uani 1 1 d . . . H7 H 0.5592 0.4575 0.1202 0.029 Uiso 1 1 calc R . . C8 C 0.5361(7) 0.3749(7) 0.2397(5) 0.0250(15) Uani 1 1 d . . . C9 C 0.4685(8) 0.2997(6) 0.2857(6) 0.0274(17) Uani 1 1 d . . . H9 H 0.4861 0.2838 0.3479 0.033 Uiso 1 1 calc R . . C10 C 0.3738(7) 0.2468(6) 0.2403(5) 0.0243(16) Uani 1 1 d . . . H10 H 0.3275 0.1926 0.2708 0.029 Uiso 1 1 calc R . . C11 C 0.1215(8) 0.2600(8) 0.1154(7) 0.042(2) Uani 1 1 d . . . H11A H 0.1042 0.2573 0.1812 0.063 Uiso 1 1 calc R . . H11B H 0.0596 0.2171 0.0825 0.063 Uiso 1 1 calc R . . H11C H 0.1175 0.3347 0.0943 0.063 Uiso 1 1 calc R . . C12 C 0.3004(8) 0.3137(7) -0.2187(6) 0.0307(19) Uani 1 1 d . . . H12A H 0.2632 0.3254 -0.2791 0.046 Uiso 1 1 calc R . . H12B H 0.2716 0.2449 -0.1939 0.046 Uiso 1 1 calc R . . H12C H 0.3911 0.3125 -0.2244 0.046 Uiso 1 1 calc R . . C13 C 0.1251(7) 0.4035(7) -0.1487(6) 0.0314(19) Uani 1 1 d . . . H13A H 0.0890 0.4268 -0.2069 0.047 Uiso 1 1 calc R . . H13B H 0.1008 0.4537 -0.1002 0.047 Uiso 1 1 calc R . . H13C H 0.0949 0.3313 -0.1337 0.047 Uiso 1 1 calc R . . C14 C 0.5285(10) 0.5588(9) -0.0639(7) 0.050(3) Uani 1 1 d . . . H14A H 0.5420 0.5267 -0.1243 0.075 Uiso 1 1 calc R . . H14B H 0.5822 0.5234 -0.0190 0.075 Uiso 1 1 calc R . . H14C H 0.5482 0.6356 -0.0663 0.075 Uiso 1 1 calc R . . C15 C 0.3691(9) 0.6119(8) 0.0443(6) 0.042(2) Uani 1 1 d . . . H15A H 0.4194 0.5875 0.0962 0.063 Uiso 1 1 calc R . . H15B H 0.2808 0.6053 0.0596 0.063 Uiso 1 1 calc R . . H15C H 0.3886 0.6872 0.0308 0.063 Uiso 1 1 calc R . . Cl1 Cl 0.6587(2) 0.43882(16) 0.29648(13) 0.0346(4) Uani 1 1 d . . . P1 P 0.0760(2) 0.0506(2) 0.40635(18) 0.0384(6) Uani 1 1 d D . . F1 F 0.0678(9) -0.0345(7) 0.4865(6) 0.100(2) Uani 1 1 d D . . F2 F 0.0855(9) 0.1313(8) 0.3251(6) 0.100(2) Uani 1 1 d D . . F3 F 0.2203(6) 0.0543(8) 0.4167(6) 0.0869(19) Uani 1 1 d D . . F4 F -0.0702(6) 0.0423(8) 0.3946(6) 0.0869(19) Uani 1 1 d D . . F5 F 0.0856(11) -0.0469(8) 0.3384(8) 0.117(3) Uani 1 1 d D . . F6 F 0.0606(10) 0.1408(8) 0.4806(7) 0.117(3) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0193(2) 0.0206(2) 0.0180(2) -0.0016(2) -0.0008(2) -0.0013(2) N1 0.026(3) 0.021(3) 0.023(3) 0.001(3) -0.002(2) 0.005(3) N2 0.035(4) 0.025(3) 0.030(4) 0.006(3) -0.012(3) -0.007(3) N3 0.036(4) 0.032(4) 0.018(3) -0.007(2) -0.005(2) -0.003(3) C1 0.031(4) 0.035(4) 0.017(3) 0.003(3) -0.002(3) -0.002(3) C2 0.040(5) 0.024(4) 0.031(4) 0.006(3) -0.011(3) -0.003(3) C4 0.043(5) 0.026(4) 0.038(5) 0.003(4) -0.009(4) -0.013(4) C5 0.019(3) 0.029(4) 0.022(3) -0.002(3) 0.002(3) -0.002(4) C6 0.026(4) 0.019(4) 0.023(4) -0.010(3) 0.003(3) -0.002(3) C7 0.024(4) 0.023(4) 0.025(4) -0.002(3) -0.002(3) 0.005(3) C8 0.024(3) 0.026(4) 0.026(4) -0.002(3) -0.004(3) 0.004(3) C9 0.026(4) 0.025(4) 0.032(4) 0.000(3) 0.001(3) 0.009(3) C10 0.026(4) 0.021(3) 0.026(4) 0.003(3) 0.007(3) 0.000(3) C11 0.030(5) 0.045(5) 0.050(6) 0.009(4) -0.007(4) -0.004(4) C12 0.035(5) 0.033(4) 0.025(4) -0.008(3) -0.005(3) 0.005(3) C13 0.025(4) 0.034(5) 0.035(4) -0.004(3) -0.008(3) 0.002(3) C14 0.048(6) 0.061(7) 0.039(5) 0.017(5) 0.002(5) -0.027(5) C15 0.063(7) 0.026(4) 0.037(5) -0.003(4) -0.004(4) 0.009(5) Cl1 0.0337(10) 0.0376(10) 0.0325(10) -0.0062(8) -0.0120(10) -0.0005(10) P1 0.0399(13) 0.0418(14) 0.0336(12) 0.0047(11) -0.0061(10) 0.0023(11) F1 0.098(5) 0.105(5) 0.096(4) 0.048(4) -0.011(4) 0.005(4) F2 0.098(5) 0.105(5) 0.096(4) 0.048(4) -0.011(4) 0.005(4) F3 0.042(3) 0.141(6) 0.078(4) 0.011(4) -0.010(3) -0.010(3) F4 0.042(3) 0.141(6) 0.078(4) 0.011(4) -0.010(3) -0.010(3) F5 0.132(6) 0.108(5) 0.112(5) -0.060(5) 0.008(5) 0.001(4) F6 0.132(6) 0.108(5) 0.112(5) -0.060(5) 0.008(5) 0.001(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 C6 1.988(8) . ? Pd1 N3 2.051(7) . ? Pd1 N2 2.089(7) . ? Pd1 N1 2.164(6) . ? N1 C1 1.472(10) . ? N1 C12 1.476(10) . ? N1 C13 1.492(10) . ? N2 C14 1.478(12) . ? N2 C15 1.486(11) . ? N2 C2 1.533(10) . ? N3 C4 1.498(11) . ? N3 H3A 0.9200 . ? N3 H3B 0.9200 . ? C1 C2 1.494(11) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C4 C11 1.473(13) . ? C4 C5 1.499(11) . ? C4 H4 1.0000 . ? C5 C10 1.389(10) . ? C5 C6 1.415(10) . ? C6 C7 1.416(10) . ? C7 C8 1.393(10) . ? C7 H7 0.9500 . ? C8 C9 1.363(12) . ? C8 Cl1 1.750(8) . ? C9 C10 1.382(11) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? 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 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? P1 F2 1.558(8) . ? P1 F3 1.562(7) . ? P1 F6 1.569(8) . ? P1 F5 1.572(8) . ? P1 F1 1.581(7) . ? P1 F4 1.587(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 C6 Pd1 N3 79.9(3) . . ? C6 Pd1 N2 99.6(3) . . ? N3 Pd1 N2 174.6(3) . . ? C6 Pd1 N1 174.8(3) . . ? N3 Pd1 N1 95.1(2) . . ? N2 Pd1 N1 85.3(3) . . ? C1 N1 C12 110.3(6) . . ? C1 N1 C13 110.3(6) . . ? C12 N1 C13 109.3(6) . . ? C1 N1 Pd1 105.4(5) . . ? C12 N1 Pd1 112.0(5) . . ? C13 N1 Pd1 109.6(5) . . ? C14 N2 C15 109.9(7) . . ? C14 N2 C2 108.6(7) . . ? C15 N2 C2 106.9(6) . . ? C14 N2 Pd1 113.7(6) . . ? C15 N2 Pd1 113.6(6) . . ? C2 N2 Pd1 103.7(5) . . ? C4 N3 Pd1 109.7(5) . . ? C4 N3 H3A 109.7 . . ? Pd1 N3 H3A 109.7 . . ? C4 N3 H3B 109.7 . . ? Pd1 N3 H3B 109.7 . . ? H3A N3 H3B 108.2 . . ? N1 C1 C2 110.0(6) . . ? N1 C1 H1A 109.7 . . ? C2 C1 H1A 109.7 . . ? N1 C1 H1B 109.7 . . ? C2 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? C1 C2 N2 110.8(7) . . ? C1 C2 H2A 109.5 . . ? N2 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? N2 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? C11 C4 N3 109.6(8) . . ? C11 C4 C5 113.1(8) . . ? N3 C4 C5 105.7(7) . . ? C11 C4 H4 109.4 . . ? N3 C4 H4 109.4 . . ? C5 C4 H4 109.4 . . ? C10 C5 C6 122.1(7) . . ? C10 C5 C4 121.9(7) . . ? C6 C5 C4 116.0(7) . . ? C5 C6 C7 116.3(7) . . ? C5 C6 Pd1 114.0(5) . . ? C7 C6 Pd1 129.7(6) . . ? C8 C7 C6 119.9(7) . . ? C8 C7 H7 120.1 . . ? C6 C7 H7 120.1 . . ? C9 C8 C7 122.6(7) . . ? C9 C8 Cl1 118.8(6) . . ? C7 C8 Cl1 118.6(6) . . ? C8 C9 C10 119.0(8) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? C9 C10 C5 120.0(7) . . ? C9 C10 H10 120.0 . . ? C5 C10 H10 120.0 . . ? C4 C11 H11A 109.5 . . ? C4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 H12A 109.5 . . ? N1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 H13A 109.5 . . ? N1 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N1 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N2 C15 H15A 109.5 . . ? N2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? F2 P1 F3 89.4(5) . . ? F2 P1 F6 94.2(6) . . ? F3 P1 F6 91.0(6) . . ? F2 P1 F5 90.6(6) . . ? F3 P1 F5 91.0(6) . . ? F6 P1 F5 174.7(7) . . ? F2 P1 F1 178.0(6) . . ? F3 P1 F1 90.2(5) . . ? F6 P1 F1 87.7(6) . . ? F5 P1 F1 87.4(6) . . ? F2 P1 F4 91.4(5) . . ? F3 P1 F4 177.8(6) . . ? F6 P1 F4 91.0(6) . . ? F5 P1 F4 86.9(6) . . ? F1 P1 F4 88.9(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 C6 Pd1 N1 C1 171(3) . . . . ? N3 Pd1 N1 C1 -174.7(5) . . . . ? N2 Pd1 N1 C1 10.7(5) . . . . ? C6 Pd1 N1 C12 -69(3) . . . . ? N3 Pd1 N1 C12 -54.8(6) . . . . ? N2 Pd1 N1 C12 130.6(6) . . . . ? C6 Pd1 N1 C13 52(3) . . . . ? N3 Pd1 N1 C13 66.6(5) . . . . ? N2 Pd1 N1 C13 -108.0(5) . . . . ? C6 Pd1 N2 C14 81.2(6) . . . . ? N3 Pd1 N2 C14 166(3) . . . . ? N1 Pd1 N2 C14 -100.5(6) . . . . ? C6 Pd1 N2 C15 -45.4(6) . . . . ? N3 Pd1 N2 C15 39(3) . . . . ? N1 Pd1 N2 C15 132.8(6) . . . . ? C6 Pd1 N2 C2 -161.1(5) . . . . ? N3 Pd1 N2 C2 -77(3) . . . . ? N1 Pd1 N2 C2 17.2(5) . . . . ? C6 Pd1 N3 C4 33.9(6) . . . . ? N2 Pd1 N3 C4 -52(3) . . . . ? N1 Pd1 N3 C4 -144.8(6) . . . . ? C12 N1 C1 C2 -158.9(7) . . . . ? C13 N1 C1 C2 80.3(8) . . . . ? Pd1 N1 C1 C2 -37.9(7) . . . . ? N1 C1 C2 N2 57.5(9) . . . . ? C14 N2 C2 C1 77.3(9) . . . . ? C15 N2 C2 C1 -164.2(7) . . . . ? Pd1 N2 C2 C1 -43.9(8) . . . . ? Pd1 N3 C4 C11 82.9(8) . . . . ? Pd1 N3 C4 C5 -39.3(8) . . . . ? C11 C4 C5 C10 83.1(10) . . . . ? N3 C4 C5 C10 -156.9(7) . . . . ? C11 C4 C5 C6 -95.9(9) . . . . ? N3 C4 C5 C6 24.1(10) . . . . ? C10 C5 C6 C7 5.4(11) . . . . ? C4 C5 C6 C7 -175.6(7) . . . . ? C10 C5 C6 Pd1 -176.1(6) . . . . ? C4 C5 C6 Pd1 2.9(9) . . . . ? N3 Pd1 C6 C5 -20.4(6) . . . . ? N2 Pd1 C6 C5 154.1(6) . . . . ? N1 Pd1 C6 C5 -6(3) . . . . ? N3 Pd1 C6 C7 157.9(7) . . . . ? N2 Pd1 C6 C7 -27.5(7) . . . . ? N1 Pd1 C6 C7 172(3) . . . . ? C5 C6 C7 C8 -4.1(10) . . . . ? Pd1 C6 C7 C8 177.6(6) . . . . ? C6 C7 C8 C9 0.0(12) . . . . ? C6 C7 C8 Cl1 -178.6(6) . . . . ? C7 C8 C9 C10 3.2(12) . . . . ? Cl1 C8 C9 C10 -178.2(6) . . . . ? C8 C9 C10 C5 -2.0(11) . . . . ? C6 C5 C10 C9 -2.4(12) . . . . ? C4 C5 C10 C9 178.7(8) . . . . ? _diffrn_measured_fraction_theta_max .997 _diffrn_reflns_theta_full 27.12 _diffrn_measured_fraction_theta_full .997 _refine_diff_density_max 1.072 _refine_diff_density_min -1.814 _refine_diff_density_rms .150 #========================================================================== data_rac2e _database_code_depnum_ccdc_archive 'CCDC 657280' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H28 N3 O Pd, F6 P' _chemical_formula_sum 'C15 H28 F6 N3 O P Pd' _chemical_formula_weight 517.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.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/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.724(3) _cell_length_b 20.015(8) _cell_length_c 14.106(6) _cell_angle_alpha 90.00 _cell_angle_beta 102.012(9) _cell_angle_gamma 90.00 _cell_volume 2133.0(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4075 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 28.92 _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.612 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 1.005 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (1996)' _exptl_absorpt_correction_T_min 0.7525 _exptl_absorpt_correction_T_max 0.8243 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 scans' _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 0.1630 _diffrn_reflns_av_sigmaI/netI 0.1198 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3757 _reflns_number_gt 2015 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0400P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3757 _refine_ls_number_parameters 250 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1340 _refine_ls_R_factor_gt 0.0614 _refine_ls_wR_factor_ref 0.1245 _refine_ls_wR_factor_gt 0.1061 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 0.63079(8) 0.08685(3) 0.27444(4) 0.0467(2) Uani 1 1 d . . . O1 O 0.2033(7) 0.0813(3) 0.5440(4) 0.0668(16) Uani 1 1 d . . . N1 N 0.5975(9) 0.1902(3) 0.2834(5) 0.066(2) Uani 1 1 d . . . N2 N 0.8207(8) 0.1114(3) 0.1867(5) 0.0521(18) Uani 1 1 d . . . N3 N 0.6524(8) -0.0139(3) 0.2595(4) 0.0557(18) Uani 1 1 d . . . H3A H 0.6983 -0.0233 0.2074 0.067 Uiso 1 1 calc R . . H3B H 0.7240 -0.0313 0.3123 0.067 Uiso 1 1 calc R . . C1 C 0.6883(13) 0.2185(4) 0.2081(7) 0.088(3) Uani 1 1 d . . . H1A H 0.6081 0.2159 0.1454 0.106 Uiso 1 1 calc R . . H1B H 0.7138 0.2653 0.2223 0.106 Uiso 1 1 calc R . . C2 C 0.8554(14) 0.1838(5) 0.2023(7) 0.092(3) Uani 1 1 d . . . H2A H 0.9027 0.2020 0.1492 0.111 Uiso 1 1 calc R . . H2B H 0.9422 0.1907 0.2620 0.111 Uiso 1 1 calc R . . C3 C 0.9925(10) 0.0759(5) 0.2132(6) 0.089(3) Uani 1 1 d . . . H3C H 0.9737 0.0288 0.2029 0.133 Uiso 1 1 calc R . . H3D H 1.0441 0.0840 0.2802 0.133 Uiso 1 1 calc R . . H3E H 1.0708 0.0919 0.1736 0.133 Uiso 1 1 calc R . . C4 C 0.7431(11) 0.0971(5) 0.0841(6) 0.080(3) Uani 1 1 d . . . H4A H 0.6289 0.1179 0.0666 0.120 Uiso 1 1 calc R . . H4B H 0.7308 0.0497 0.0749 0.120 Uiso 1 1 calc R . . H4C H 0.8192 0.1145 0.0442 0.120 Uiso 1 1 calc R . . C5 C 0.6852(14) 0.2170(5) 0.3795(7) 0.103(4) Uani 1 1 d . . . H5A H 0.6786 0.2649 0.3785 0.154 Uiso 1 1 calc R . . H5B H 0.8070 0.2033 0.3940 0.154 Uiso 1 1 calc R . . H5C H 0.6266 0.2000 0.4282 0.154 Uiso 1 1 calc R . . C6 C 0.4093(12) 0.2111(4) 0.2584(7) 0.089(3) Uani 1 1 d . . . H6A H 0.3493 0.1956 0.3073 0.134 Uiso 1 1 calc R . . H6B H 0.3542 0.1923 0.1969 0.134 Uiso 1 1 calc R . . H6C H 0.4025 0.2590 0.2547 0.134 Uiso 1 1 calc R . . C7 C 0.4715(12) -0.0430(4) 0.2474(6) 0.063(2) Uani 1 1 d . . . H7 H 0.4810 -0.0912 0.2597 0.075 Uiso 1 1 calc R . . C8 C 0.3952(11) -0.0106(4) 0.3234(6) 0.053(2) Uani 1 1 d . . . C9 C 0.4503(10) 0.0557(4) 0.3481(5) 0.045(2) Uani 1 1 d . . . C10 C 0.3861(9) 0.0865(4) 0.4211(5) 0.052(2) Uani 1 1 d . . . H10 H 0.4229 0.1296 0.4398 0.062 Uiso 1 1 calc R . . C11 C 0.2678(10) 0.0544(4) 0.4673(6) 0.048(2) Uani 1 1 d . . . C12 C 0.2185(16) 0.1502(5) 0.5604(7) 0.105(4) Uani 1 1 d . . . H12A H 0.3412 0.1627 0.5733 0.158 Uiso 1 1 calc R . . H12B H 0.1684 0.1616 0.6151 0.158 Uiso 1 1 calc R . . H12C H 0.1565 0.1736 0.5041 0.158 Uiso 1 1 calc R . . C13 C 0.2112(11) -0.0094(5) 0.4410(6) 0.062(2) Uani 1 1 d . . . H13 H 0.1330 -0.0312 0.4725 0.075 Uiso 1 1 calc R . . C14 C 0.2718(11) -0.0404(4) 0.3677(6) 0.064(3) Uani 1 1 d . . . H14 H 0.2287 -0.0825 0.3473 0.077 Uiso 1 1 calc R . . C15 C 0.3750(13) -0.0312(5) 0.1449(7) 0.099(4) Uani 1 1 d . . . H15A H 0.3465 0.0153 0.1360 0.148 Uiso 1 1 calc R . . H15B H 0.2680 -0.0571 0.1320 0.148 Uiso 1 1 calc R . . H15C H 0.4489 -0.0444 0.1012 0.148 Uiso 1 1 calc R . . P1 P 0.1659(4) 0.34359(13) 0.4154(2) 0.0747(8) Uani 1 1 d . . . F1 F 0.1323(9) 0.2709(3) 0.3802(5) 0.138(3) Uani 1 1 d . . . F2 F 0.1927(17) 0.4158(4) 0.4393(9) 0.264(6) Uani 1 1 d . . . F3 F -0.0233(12) 0.3596(5) 0.3851(9) 0.238(5) Uani 1 1 d . . . F4 F 0.3481(10) 0.3195(6) 0.4554(8) 0.244(6) Uani 1 1 d . . . F5 F 0.220(2) 0.3571(4) 0.3226(8) 0.259(7) Uani 1 1 d . . . F6 F 0.1310(19) 0.3288(5) 0.5118(7) 0.265(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0396(3) 0.0566(4) 0.0460(4) -0.0039(4) 0.0137(2) 0.0002(4) O1 0.076(4) 0.070(4) 0.065(4) 0.003(4) 0.038(3) 0.001(4) N1 0.066(5) 0.062(5) 0.083(6) -0.010(4) 0.046(5) -0.009(4) N2 0.040(4) 0.062(5) 0.055(5) -0.002(3) 0.011(3) -0.006(3) N3 0.054(5) 0.061(4) 0.060(5) -0.005(4) 0.030(4) 0.006(4) C1 0.097(8) 0.067(7) 0.116(9) 0.001(6) 0.060(7) -0.016(6) C2 0.093(8) 0.101(8) 0.104(9) -0.023(7) 0.067(7) -0.030(7) C3 0.045(6) 0.139(10) 0.086(7) 0.018(7) 0.019(5) 0.018(6) C4 0.067(6) 0.123(9) 0.055(6) 0.002(6) 0.025(5) -0.011(6) C5 0.116(9) 0.106(9) 0.095(9) -0.043(7) 0.044(7) -0.054(7) C6 0.095(8) 0.071(7) 0.117(9) 0.022(6) 0.056(7) 0.030(6) C7 0.073(7) 0.051(6) 0.070(7) -0.010(5) 0.028(5) -0.007(5) C8 0.053(5) 0.050(5) 0.056(6) -0.001(5) 0.015(4) -0.005(5) C9 0.043(5) 0.061(5) 0.033(5) 0.004(4) 0.012(4) 0.002(4) C10 0.044(5) 0.060(5) 0.055(5) -0.003(5) 0.017(4) -0.004(5) C11 0.048(5) 0.053(6) 0.046(5) 0.007(4) 0.016(4) 0.010(4) C12 0.174(12) 0.074(8) 0.091(8) 0.004(6) 0.082(8) 0.029(8) C13 0.054(6) 0.072(7) 0.067(6) 0.008(5) 0.026(5) -0.004(5) C14 0.062(6) 0.048(6) 0.084(7) 0.001(5) 0.021(5) -0.005(5) C15 0.074(7) 0.138(10) 0.082(8) -0.032(7) 0.010(6) -0.011(7) P1 0.072(2) 0.0591(19) 0.102(2) -0.0088(16) 0.0397(17) -0.0018(15) F1 0.136(6) 0.094(5) 0.196(7) -0.045(5) 0.064(5) -0.025(4) F2 0.374(16) 0.079(6) 0.387(15) -0.096(8) 0.190(13) -0.061(8) F3 0.136(8) 0.216(10) 0.349(15) -0.016(10) 0.019(9) 0.086(8) F4 0.078(6) 0.336(14) 0.292(13) -0.121(11) -0.024(7) 0.029(7) F5 0.51(2) 0.118(7) 0.233(11) 0.037(6) 0.272(13) 0.010(9) F6 0.434(17) 0.271(12) 0.137(7) 0.050(7) 0.165(10) 0.177(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C9 2.003(7) . ? Pd1 N3 2.039(6) . ? Pd1 N1 2.092(7) . ? Pd1 N2 2.163(6) . ? O1 C11 1.391(8) . ? O1 C12 1.399(9) . ? N1 C5 1.483(10) . ? N1 C6 1.483(10) . ? N1 C1 1.500(10) . ? N2 C4 1.475(9) . ? N2 C2 1.482(10) . ? N2 C3 1.483(9) . ? N3 C7 1.490(9) . ? N3 H3A 0.9000 . ? N3 H3B 0.9000 . ? C1 C2 1.483(11) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 H3C 0.9600 . ? C3 H3D 0.9600 . ? C3 H3E 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C8 1.477(10) . ? C7 C15 1.500(11) . ? C7 H7 0.9800 . ? C8 C14 1.379(10) . ? C8 C9 1.414(10) . ? C9 C10 1.379(9) . ? C10 C11 1.384(9) . ? C10 H10 0.9300 . ? C11 C13 1.377(10) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.368(10) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? P1 F3 1.470(9) . ? P1 F6 1.470(8) . ? P1 F5 1.478(8) . ? P1 F4 1.484(8) . ? P1 F2 1.490(7) . ? P1 F1 1.542(6) . ? 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 C9 Pd1 N3 80.0(3) . . ? C9 Pd1 N1 99.8(3) . . ? N3 Pd1 N1 177.0(3) . . ? C9 Pd1 N2 174.3(3) . . ? N3 Pd1 N2 94.9(2) . . ? N1 Pd1 N2 85.2(2) . . ? C11 O1 C12 118.6(6) . . ? C5 N1 C6 110.8(7) . . ? C5 N1 C1 108.7(7) . . ? C6 N1 C1 107.7(7) . . ? C5 N1 Pd1 111.9(6) . . ? C6 N1 Pd1 113.0(5) . . ? C1 N1 Pd1 104.4(5) . . ? C4 N2 C2 111.0(7) . . ? C4 N2 C3 108.3(7) . . ? C2 N2 C3 107.8(7) . . ? C4 N2 Pd1 109.4(5) . . ? C2 N2 Pd1 105.1(5) . . ? C3 N2 Pd1 115.2(5) . . ? C7 N3 Pd1 107.7(5) . . ? C7 N3 H3A 110.2 . . ? Pd1 N3 H3A 110.2 . . ? C7 N3 H3B 110.2 . . ? Pd1 N3 H3B 110.2 . . ? H3A N3 H3B 108.5 . . ? C2 C1 N1 113.8(8) . . ? C2 C1 H1A 108.8 . . ? N1 C1 H1A 108.8 . . ? C2 C1 H1B 108.8 . . ? N1 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? N2 C2 C1 109.5(8) . . ? N2 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N2 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.2 . . ? N2 C3 H3C 109.5 . . ? N2 C3 H3D 109.5 . . ? H3C C3 H3D 109.5 . . ? N2 C3 H3E 109.5 . . ? H3C C3 H3E 109.5 . . ? H3D C3 H3E 109.5 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C5 H5A 109.5 . . ? N1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C6 H6A 109.5 . . ? N1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 N3 104.6(7) . . ? C8 C7 C15 115.9(8) . . ? N3 C7 C15 108.4(7) . . ? C8 C7 H7 109.2 . . ? N3 C7 H7 109.2 . . ? C15 C7 H7 109.2 . . ? C14 C8 C9 119.7(8) . . ? C14 C8 C7 123.9(8) . . ? C9 C8 C7 116.4(7) . . ? C10 C9 C8 117.8(7) . . ? C10 C9 Pd1 130.2(6) . . ? C8 C9 Pd1 111.8(5) . . ? C9 C10 C11 121.3(8) . . ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C13 C11 C10 120.5(8) . . ? C13 C11 O1 115.1(7) . . ? C10 C11 O1 124.4(8) . . ? O1 C12 H12A 109.5 . . ? O1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? O1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C11 119.0(8) . . ? C14 C13 H13 120.5 . . ? C11 C13 H13 120.5 . . ? C13 C14 C8 121.6(8) . . ? C13 C14 H14 119.2 . . ? C8 C14 H14 119.2 . . ? C7 C15 H15A 109.5 . . ? C7 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C7 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? F3 P1 F6 87.1(7) . . ? F3 P1 F5 98.6(8) . . ? F6 P1 F5 174.3(8) . . ? F3 P1 F4 171.2(7) . . ? F6 P1 F4 85.6(7) . . ? F5 P1 F4 88.7(7) . . ? F3 P1 F2 86.4(6) . . ? F6 P1 F2 91.7(6) . . ? F5 P1 F2 88.4(5) . . ? F4 P1 F2 98.8(7) . . ? F3 P1 F1 91.2(5) . . ? F6 P1 F1 93.2(5) . . ? F5 P1 F1 87.0(4) . . ? F4 P1 F1 84.2(5) . . ? F2 P1 F1 174.4(6) . . ? 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 C9 Pd1 N1 C5 78.0(6) . . . . ? N3 Pd1 N1 C5 162(4) . . . . ? N2 Pd1 N1 C5 -104.9(6) . . . . ? C9 Pd1 N1 C6 -47.9(6) . . . . ? N3 Pd1 N1 C6 36(5) . . . . ? N2 Pd1 N1 C6 129.3(6) . . . . ? C9 Pd1 N1 C1 -164.7(6) . . . . ? N3 Pd1 N1 C1 -80(5) . . . . ? N2 Pd1 N1 C1 12.5(6) . . . . ? C9 Pd1 N2 C4 45(3) . . . . ? N3 Pd1 N2 C4 71.6(6) . . . . ? N1 Pd1 N2 C4 -105.3(6) . . . . ? C9 Pd1 N2 C2 165(3) . . . . ? N3 Pd1 N2 C2 -169.1(6) . . . . ? N1 Pd1 N2 C2 13.9(6) . . . . ? C9 Pd1 N2 C3 -77(3) . . . . ? N3 Pd1 N2 C3 -50.6(6) . . . . ? N1 Pd1 N2 C3 132.5(6) . . . . ? C9 Pd1 N3 C7 37.3(5) . . . . ? N1 Pd1 N3 C7 -48(5) . . . . ? N2 Pd1 N3 C7 -140.1(5) . . . . ? C5 N1 C1 C2 80.2(10) . . . . ? C6 N1 C1 C2 -159.7(8) . . . . ? Pd1 N1 C1 C2 -39.3(9) . . . . ? C4 N2 C2 C1 79.8(9) . . . . ? C3 N2 C2 C1 -161.7(8) . . . . ? Pd1 N2 C2 C1 -38.4(9) . . . . ? N1 C1 C2 N2 55.0(11) . . . . ? Pd1 N3 C7 C8 -46.1(7) . . . . ? Pd1 N3 C7 C15 78.1(7) . . . . ? N3 C7 C8 C14 -150.1(8) . . . . ? C15 C7 C8 C14 90.7(10) . . . . ? N3 C7 C8 C9 32.2(10) . . . . ? C15 C7 C8 C9 -87.1(10) . . . . ? C14 C8 C9 C10 4.3(12) . . . . ? C7 C8 C9 C10 -177.8(7) . . . . ? C14 C8 C9 Pd1 179.6(6) . . . . ? C7 C8 C9 Pd1 -2.5(9) . . . . ? N3 Pd1 C9 C10 155.1(8) . . . . ? N1 Pd1 C9 C10 -28.0(8) . . . . ? N2 Pd1 C9 C10 -178(2) . . . . ? N3 Pd1 C9 C8 -19.5(6) . . . . ? N1 Pd1 C9 C8 157.4(6) . . . . ? N2 Pd1 C9 C8 7(3) . . . . ? C8 C9 C10 C11 -1.7(11) . . . . ? Pd1 C9 C10 C11 -176.0(6) . . . . ? C9 C10 C11 C13 0.0(12) . . . . ? C9 C10 C11 O1 177.3(7) . . . . ? C12 O1 C11 C13 -164.9(8) . . . . ? C12 O1 C11 C10 17.7(12) . . . . ? C10 C11 C13 C14 -0.9(12) . . . . ? O1 C11 C13 C14 -178.4(7) . . . . ? C11 C13 C14 C8 3.6(13) . . . . ? C9 C8 C14 C13 -5.4(13) . . . . ? C7 C8 C14 C13 176.9(8) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max .632 _refine_diff_density_min -.408 _refine_diff_density_rms .099 #========================================================================== data_R2e _database_code_depnum_ccdc_archive 'CCDC 657281' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H28 N3 O Pd, F6 P' _chemical_formula_sum 'C15 H28 F6 N3 O P Pd' _chemical_formula_weight 517.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.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' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.5980(5) _cell_length_b 20.5971(14) _cell_length_c 13.8222(9) _cell_angle_alpha 90.00 _cell_angle_beta 105.038(2) _cell_angle_gamma 90.00 _cell_volume 2089.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 4028 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 23.48 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.646 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 1.026 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (1996)' _exptl_absorpt_correction_T_min 0.690 _exptl_absorpt_correction_T_max 0.980 _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(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 scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20848 _diffrn_reflns_av_R_equivalents 0.0458 _diffrn_reflns_av_sigmaI/netI 0.0688 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 27.57 _reflns_number_total 9493 _reflns_number_gt 8807 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0440P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(2) _chemical_absolute_configuration rmad _refine_ls_number_reflns 9493 _refine_ls_number_parameters 499 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_ref 0.0956 _refine_ls_wR_factor_gt 0.0934 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.41474(5) 0.257275(16) 0.02378(2) 0.01779(8) Uani 1 1 d . . . O1 O 1.1039(5) 0.23503(18) 0.2856(3) 0.0343(9) Uani 1 1 d . . . N1 N 0.1435(5) 0.2426(2) -0.0717(3) 0.0225(10) Uani 1 1 d . . . N2 N 0.4457(6) 0.1577(2) 0.0015(3) 0.0260(9) Uani 1 1 d . . . N3 N 0.3858(6) 0.3555(2) 0.0408(3) 0.0245(9) Uani 1 1 d . . . H3A H 0.2880 0.3709 -0.0079 0.029 Uiso 1 1 calc R . . H3B H 0.3666 0.3643 0.1025 0.029 Uiso 1 1 calc R . . C1 C 0.1166(7) 0.1723(3) -0.0734(4) 0.0306(12) Uani 1 1 d . . . H1A H 0.0144 0.1604 -0.1312 0.037 Uiso 1 1 calc R . . H1B H 0.0849 0.1585 -0.0114 0.037 Uiso 1 1 calc R . . C2 C 0.2871(8) 0.1382(3) -0.0813(4) 0.0341(13) Uani 1 1 d . . . H2A H 0.2693 0.0907 -0.0789 0.041 Uiso 1 1 calc R . . H2B H 0.3118 0.1489 -0.1464 0.041 Uiso 1 1 calc R . . C3 C 0.4455(8) 0.1198(3) 0.0931(4) 0.0385(14) Uani 1 1 d . . . H3C H 0.3315 0.1277 0.1118 0.058 Uiso 1 1 calc R . . H3D H 0.5488 0.1333 0.1480 0.058 Uiso 1 1 calc R . . H3E H 0.4561 0.0734 0.0797 0.058 Uiso 1 1 calc R . . C4 C 0.6135(7) 0.1420(3) -0.0308(4) 0.0326(13) Uani 1 1 d . . . H4A H 0.6089 0.0966 -0.0527 0.049 Uiso 1 1 calc R . . H4B H 0.7210 0.1486 0.0254 0.049 Uiso 1 1 calc R . . H4C H 0.6210 0.1705 -0.0865 0.049 Uiso 1 1 calc R . . C5 C 0.1430(7) 0.2656(3) -0.1743(3) 0.0288(11) Uani 1 1 d . . . H5A H 0.2469 0.2467 -0.1940 0.043 Uiso 1 1 calc R . . H5B H 0.1525 0.3131 -0.1742 0.043 Uiso 1 1 calc R . . H5C H 0.0294 0.2523 -0.2220 0.043 Uiso 1 1 calc R . . C6 C -0.0080(7) 0.2745(3) -0.0417(4) 0.0311(13) Uani 1 1 d . . . H6A H -0.1239 0.2623 -0.0884 0.047 Uiso 1 1 calc R . . H6B H 0.0072 0.3217 -0.0430 0.047 Uiso 1 1 calc R . . H6C H -0.0079 0.2608 0.0262 0.047 Uiso 1 1 calc R . . C7 C 0.5549(7) 0.3865(2) 0.0317(4) 0.0270(11) Uani 1 1 d . . . H7 H 0.5613 0.4316 0.0590 0.032 Uiso 1 1 calc R . . C8 C 0.7052(7) 0.3465(2) 0.0966(3) 0.0226(10) Uani 1 1 d . . . C9 C 0.6680(7) 0.2802(2) 0.1051(3) 0.0208(11) Uani 1 1 d . . . C10 C 0.8014(6) 0.2412(2) 0.1672(3) 0.0213(10) Uani 1 1 d . . . H10 H 0.7796 0.1961 0.1733 0.026 Uiso 1 1 calc R . . C11 C 0.9670(7) 0.2686(3) 0.2205(3) 0.0247(11) Uani 1 1 d . . . C12 C 1.0894(9) 0.1672(3) 0.2881(5) 0.0471(16) Uani 1 1 d . . . H12A H 0.9860 0.1553 0.3146 0.071 Uiso 1 1 calc R . . H12B H 1.2018 0.1490 0.3313 0.071 Uiso 1 1 calc R . . H12C H 1.0704 0.1498 0.2202 0.071 Uiso 1 1 calc R . . C13 C 1.0030(7) 0.3347(3) 0.2108(4) 0.0271(11) Uani 1 1 d . . . H13 H 1.1163 0.3529 0.2460 0.032 Uiso 1 1 calc R . . C14 C 0.8713(7) 0.3726(3) 0.1493(4) 0.0284(11) Uani 1 1 d . . . H14 H 0.8942 0.4175 0.1428 0.034 Uiso 1 1 calc R . . C15 C 0.5585(8) 0.3891(3) -0.0775(4) 0.0354(13) Uani 1 1 d . . . H15A H 0.5639 0.3448 -0.1026 0.053 Uiso 1 1 calc R . . H15B H 0.6658 0.4134 -0.0836 0.053 Uiso 1 1 calc R . . H15C H 0.4479 0.4106 -0.1168 0.053 Uiso 1 1 calc R . . Pd2 Pd 1.12871(5) 0.469207(16) 0.47933(2) 0.01915(9) Uani 1 1 d . . . O2 O 0.4622(5) 0.36947(18) 0.2699(3) 0.0309(9) Uani 1 1 d . . . N4 N 1.1254(6) 0.3845(2) 0.5623(3) 0.0248(9) Uani 1 1 d . . . N5 N 1.4000(5) 0.48285(18) 0.5790(3) 0.0192(9) Uani 1 1 d . . . N6 N 1.1265(6) 0.5528(2) 0.3979(3) 0.0316(10) Uani 1 1 d . . . H6D H 1.2127 0.5814 0.4331 0.038 Uiso 1 1 calc R . . H6E H 1.1536 0.5434 0.3383 0.038 Uiso 1 1 calc R . . C16 C 1.2830(7) 0.3891(3) 0.6517(4) 0.0296(12) Uani 1 1 d . . . H16A H 1.3134 0.3452 0.6805 0.036 Uiso 1 1 calc R . . H16B H 1.2495 0.4165 0.7030 0.036 Uiso 1 1 calc R . . C17 C 1.4470(7) 0.4175(2) 0.6260(4) 0.0274(11) Uani 1 1 d . . . H17A H 1.5481 0.4217 0.6874 0.033 Uiso 1 1 calc R . . H17B H 1.4874 0.3885 0.5789 0.033 Uiso 1 1 calc R . . C18 C 1.5446(7) 0.5023(3) 0.5297(4) 0.0310(12) Uani 1 1 d . . . H18A H 1.6636 0.5012 0.5789 0.046 Uiso 1 1 calc R . . H18B H 1.5202 0.5464 0.5028 0.046 Uiso 1 1 calc R . . H18C H 1.5451 0.4721 0.4750 0.046 Uiso 1 1 calc R . . C19 C 1.3917(8) 0.5322(3) 0.6551(4) 0.0351(13) Uani 1 1 d . . . H19A H 1.5083 0.5334 0.7063 0.053 Uiso 1 1 calc R . . H19B H 1.2940 0.5211 0.6866 0.053 Uiso 1 1 calc R . . H19C H 1.3673 0.5749 0.6231 0.053 Uiso 1 1 calc R . . C20 C 0.9599(7) 0.3762(3) 0.6006(4) 0.0329(13) Uani 1 1 d . . . H20A H 0.9703 0.3359 0.6393 0.049 Uiso 1 1 calc R . . H20B H 0.8512 0.3743 0.5440 0.049 Uiso 1 1 calc R . . H20C H 0.9496 0.4131 0.6436 0.049 Uiso 1 1 calc R . . C21 C 1.1444(8) 0.3257(3) 0.5023(4) 0.0371(14) Uani 1 1 d . . . H21A H 1.2527 0.3302 0.4769 0.056 Uiso 1 1 calc R . . H21B H 1.0360 0.3214 0.4459 0.056 Uiso 1 1 calc R . . H21C H 1.1568 0.2871 0.5449 0.056 Uiso 1 1 calc R . . C22 C 0.9402(7) 0.5828(3) 0.3780(4) 0.0280(12) Uani 1 1 d . . . H22 H 0.9213 0.6144 0.3212 0.034 Uiso 1 1 calc R . . C23 C 0.8117(8) 0.5263(3) 0.3496(4) 0.0272(12) Uani 1 1 d . . . C24 C 0.8743(7) 0.4660(3) 0.3889(3) 0.0247(10) Uani 1 1 d . . . C25 C 0.7590(7) 0.4113(3) 0.3615(4) 0.0262(11) Uani 1 1 d . . . H25 H 0.8000 0.3693 0.3855 0.031 Uiso 1 1 calc R . . C26 C 0.5828(7) 0.4201(3) 0.2984(4) 0.0280(12) Uani 1 1 d . . . C27 C 0.5127(8) 0.3080(3) 0.3177(4) 0.0334(12) Uani 1 1 d . . . H27A H 0.6270 0.2932 0.3047 0.050 Uiso 1 1 calc R . . H27B H 0.4166 0.2761 0.2911 0.050 Uiso 1 1 calc R . . H27C H 0.5292 0.3126 0.3901 0.050 Uiso 1 1 calc R . . C28 C 0.5225(7) 0.4806(3) 0.2621(4) 0.0332(14) Uani 1 1 d . . . H28 H 0.4031 0.4859 0.2197 0.040 Uiso 1 1 calc R . . C29 C 0.6369(8) 0.5334(3) 0.2877(4) 0.0330(13) Uani 1 1 d . . . H29 H 0.5954 0.5752 0.2626 0.040 Uiso 1 1 calc R . . C30 C 0.9236(8) 0.6169(3) 0.4725(4) 0.0342(13) Uani 1 1 d . . . H30A H 0.7999 0.6340 0.4623 0.051 Uiso 1 1 calc R . . H30B H 1.0114 0.6527 0.4881 0.051 Uiso 1 1 calc R . . H30C H 0.9489 0.5859 0.5283 0.051 Uiso 1 1 calc R . . P1 P 0.61613(19) 0.21156(7) 0.64713(10) 0.0269(3) Uani 1 1 d . . . F1 F 0.5594(5) 0.15459(18) 0.5677(3) 0.0516(10) Uani 1 1 d . . . F2 F 0.5390(5) 0.2641(2) 0.5623(3) 0.0572(10) Uani 1 1 d . . . F3 F 0.4226(5) 0.20690(18) 0.6731(3) 0.0465(9) Uani 1 1 d . . . F4 F 0.6754(5) 0.2680(2) 0.7275(3) 0.0641(12) Uani 1 1 d . . . F5 F 0.8102(5) 0.21394(18) 0.6222(3) 0.0471(9) Uani 1 1 d . . . F6 F 0.6986(6) 0.1594(2) 0.7316(3) 0.0626(11) Uani 1 1 d . . . P2 P 0.0338(2) 0.49805(7) 0.88916(12) 0.0341(3) Uani 1 1 d . . . F7 F 0.0168(6) 0.57110(18) 0.9199(3) 0.0644(12) Uani 1 1 d . . . F8 F -0.0471(10) 0.4741(4) 0.9738(4) 0.139(3) Uani 1 1 d . . . F9 F 0.1211(12) 0.5202(3) 0.8087(6) 0.155(3) Uani 1 1 d . . . F10 F 0.2263(7) 0.4943(2) 0.9693(5) 0.110(2) Uani 1 1 d . . . F11 F -0.1570(7) 0.5009(2) 0.8155(4) 0.0802(15) Uani 1 1 d . . . F12 F 0.0547(8) 0.4258(2) 0.8576(5) 0.111(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01477(17) 0.02239(18) 0.01501(16) 0.00081(14) 0.00170(11) 0.00016(16) O1 0.023(2) 0.037(2) 0.034(2) 0.0040(16) -0.0082(16) 0.0024(16) N1 0.014(2) 0.033(3) 0.0181(19) 0.0021(17) -0.0009(15) 0.0009(17) N2 0.021(2) 0.025(2) 0.028(2) -0.0006(18) -0.0021(18) -0.0002(18) N3 0.022(2) 0.030(2) 0.019(2) -0.0044(17) 0.0011(17) 0.0016(18) C1 0.024(3) 0.027(3) 0.035(3) 0.006(2) -0.003(2) 0.000(2) C2 0.028(3) 0.030(3) 0.038(3) -0.009(2) -0.002(2) 0.001(2) C3 0.029(3) 0.034(3) 0.046(3) 0.014(3) -0.001(3) -0.003(3) C4 0.025(3) 0.027(3) 0.042(3) -0.010(2) 0.003(2) 0.007(2) C5 0.024(3) 0.042(3) 0.018(2) 0.001(2) 0.0004(18) -0.002(2) C6 0.022(3) 0.045(4) 0.029(3) -0.001(2) 0.010(2) 0.002(2) C7 0.024(3) 0.021(3) 0.030(3) -0.005(2) -0.003(2) -0.004(2) C8 0.022(3) 0.027(3) 0.017(2) -0.0020(19) 0.0018(19) 0.001(2) C9 0.017(3) 0.027(3) 0.018(2) 0.0018(19) 0.0043(19) -0.0012(19) C10 0.019(3) 0.025(3) 0.020(2) 0.0018(18) 0.0059(19) 0.0020(18) C11 0.022(3) 0.030(3) 0.023(2) 0.003(2) 0.0057(19) 0.001(2) C12 0.038(4) 0.043(4) 0.051(4) 0.016(3) -0.006(3) 0.005(3) C13 0.019(3) 0.030(3) 0.030(3) -0.011(2) 0.002(2) -0.001(2) C14 0.027(3) 0.027(3) 0.032(3) -0.001(2) 0.009(2) -0.005(2) C15 0.036(3) 0.038(3) 0.030(3) 0.008(2) 0.005(2) -0.002(3) Pd2 0.01605(18) 0.02393(19) 0.01647(17) 0.00219(15) 0.00242(12) 0.00015(15) O2 0.024(2) 0.035(2) 0.0290(19) -0.0074(16) -0.0013(15) -0.0030(16) N4 0.019(2) 0.026(2) 0.025(2) 0.0063(17) -0.0019(17) 0.0007(18) N5 0.020(2) 0.020(2) 0.0170(19) 0.0014(16) 0.0030(15) 0.0004(16) N6 0.024(3) 0.038(3) 0.033(2) 0.006(2) 0.008(2) -0.002(2) C16 0.026(3) 0.037(3) 0.022(2) 0.012(2) -0.001(2) -0.002(2) C17 0.022(3) 0.031(3) 0.026(3) 0.005(2) 0.000(2) 0.003(2) C18 0.024(3) 0.035(3) 0.039(3) 0.006(2) 0.016(2) 0.001(2) C19 0.026(3) 0.042(3) 0.037(3) -0.015(3) 0.006(2) 0.002(3) C20 0.026(3) 0.042(3) 0.028(3) 0.015(2) 0.003(2) -0.007(2) C21 0.028(3) 0.030(3) 0.047(3) 0.003(3) -0.002(3) 0.007(2) C22 0.021(3) 0.035(3) 0.026(3) 0.014(2) 0.003(2) -0.001(2) C23 0.030(3) 0.031(3) 0.021(2) 0.003(2) 0.007(2) 0.000(2) C24 0.025(3) 0.033(3) 0.014(2) 0.000(2) 0.0024(17) 0.005(3) C25 0.025(3) 0.030(3) 0.023(2) -0.001(2) 0.005(2) -0.002(2) C26 0.027(3) 0.039(3) 0.018(2) -0.009(2) 0.006(2) -0.002(2) C27 0.026(3) 0.034(3) 0.039(3) -0.005(2) 0.007(2) -0.006(2) C28 0.020(3) 0.051(4) 0.024(2) 0.003(2) -0.0015(19) 0.005(3) C29 0.039(3) 0.035(3) 0.021(3) 0.006(2) 0.000(2) 0.005(3) C30 0.027(3) 0.027(3) 0.044(3) 0.001(2) 0.003(2) 0.001(2) P1 0.0210(7) 0.0264(7) 0.0300(7) -0.0060(6) 0.0005(5) 0.0025(6) F1 0.034(2) 0.049(2) 0.066(2) -0.0322(19) 0.0025(17) -0.0039(17) F2 0.057(2) 0.055(2) 0.058(2) 0.021(2) 0.0129(18) 0.020(2) F3 0.030(2) 0.052(2) 0.059(2) -0.0106(19) 0.0148(16) 0.0000(17) F4 0.039(2) 0.072(3) 0.073(3) -0.051(2) 0.0002(18) 0.000(2) F5 0.0270(19) 0.051(2) 0.067(2) -0.0168(19) 0.0187(17) -0.0050(16) F6 0.057(3) 0.071(3) 0.053(2) 0.023(2) 0.0021(19) 0.022(2) P2 0.0317(9) 0.0239(7) 0.0473(9) 0.0007(6) 0.0115(7) 0.0005(6) F7 0.052(3) 0.041(2) 0.090(3) -0.027(2) 0.000(2) 0.0061(19) F8 0.176(7) 0.178(7) 0.067(3) 0.007(4) 0.039(4) -0.105(6) F9 0.228(8) 0.113(5) 0.199(7) -0.006(5) 0.189(7) -0.017(5) F10 0.067(4) 0.039(2) 0.178(6) -0.013(3) -0.050(3) 0.010(2) F11 0.063(3) 0.072(3) 0.079(3) -0.015(3) -0.029(2) 0.000(2) F12 0.131(5) 0.033(2) 0.132(5) -0.025(3) -0.035(4) 0.016(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 Pd1 C9 2.017(5) . ? Pd1 N3 2.055(4) . ? Pd1 N2 2.096(4) . ? Pd1 N1 2.161(4) . ? O1 C11 1.372(6) . ? O1 C12 1.403(7) . ? N1 C1 1.460(7) . ? N1 C6 1.475(6) . ? N1 C5 1.496(6) . ? N2 C2 1.486(6) . ? N2 C3 1.488(7) . ? N2 C4 1.492(6) . ? N3 C7 1.469(6) . ? N3 H3A 0.9200 . ? N3 H3B 0.9200 . ? C1 C2 1.503(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3C 0.9800 . ? C3 H3D 0.9800 . ? C3 H3E 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.502(7) . ? C7 C15 1.518(7) . ? C7 H7 1.0000 . ? C8 C14 1.391(7) . ? C8 C9 1.405(7) . ? C9 C10 1.400(7) . ? C10 C11 1.401(7) . ? C10 H10 0.9500 . ? C11 C13 1.402(7) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.376(7) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? Pd2 C24 2.012(5) . ? Pd2 N6 2.056(4) . ? Pd2 N4 2.092(4) . ? Pd2 N5 2.180(4) . ? O2 C26 1.378(6) . ? O2 C27 1.434(7) . ? N4 C16 1.484(6) . ? N4 C21 1.495(7) . ? N4 C20 1.495(7) . ? N5 C19 1.475(6) . ? N5 C18 1.491(6) . ? N5 C17 1.496(6) . ? N6 C22 1.503(7) . ? N6 H6D 0.9200 . ? N6 H6E 0.9200 . ? C16 C17 1.501(7) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? 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 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.504(8) . ? C22 C30 1.517(7) . ? C22 H22 1.0000 . ? C23 C29 1.389(8) . ? C23 C24 1.390(8) . ? C24 C25 1.417(8) . ? C25 C26 1.407(7) . ? C25 H25 0.9500 . ? C26 C28 1.375(8) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.381(8) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? P1 F1 1.588(3) . ? P1 F4 1.591(4) . ? P1 F2 1.591(4) . ? P1 F6 1.592(4) . ? P1 F5 1.600(3) . ? P1 F3 1.605(4) . ? P2 F9 1.506(5) . ? P2 F8 1.537(5) . ? P2 F11 1.541(4) . ? P2 F12 1.570(4) . ? P2 F7 1.578(4) . ? P2 F10 1.591(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 C9 Pd1 N3 79.66(18) . . ? C9 Pd1 N2 100.61(18) . . ? N3 Pd1 N2 177.99(18) . . ? C9 Pd1 N1 173.79(18) . . ? N3 Pd1 N1 95.42(16) . . ? N2 Pd1 N1 84.18(16) . . ? C11 O1 C12 117.8(4) . . ? C1 N1 C6 109.3(4) . . ? C1 N1 C5 109.5(4) . . ? C6 N1 C5 108.3(4) . . ? C1 N1 Pd1 104.8(3) . . ? C6 N1 Pd1 117.1(3) . . ? C5 N1 Pd1 107.6(3) . . ? C2 N2 C3 109.5(4) . . ? C2 N2 C4 107.2(4) . . ? C3 N2 C4 109.3(4) . . ? C2 N2 Pd1 106.2(3) . . ? C3 N2 Pd1 111.3(3) . . ? C4 N2 Pd1 113.2(3) . . ? C7 N3 Pd1 107.2(3) . . ? C7 N3 H3A 110.3 . . ? Pd1 N3 H3A 110.3 . . ? C7 N3 H3B 110.3 . . ? Pd1 N3 H3B 110.3 . . ? H3A N3 H3B 108.5 . . ? N1 C1 C2 110.2(5) . . ? N1 C1 H1A 109.6 . . ? C2 C1 H1A 109.6 . . ? N1 C1 H1B 109.6 . . ? C2 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? N2 C2 C1 111.1(4) . . ? N2 C2 H2A 109.4 . . ? C1 C2 H2A 109.4 . . ? N2 C2 H2B 109.4 . . ? C1 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? N2 C3 H3C 109.5 . . ? N2 C3 H3D 109.5 . . ? H3C C3 H3D 109.5 . . ? N2 C3 H3E 109.5 . . ? H3C C3 H3E 109.5 . . ? H3D C3 H3E 109.5 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C5 H5A 109.5 . . ? N1 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N1 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N1 C6 H6A 109.5 . . ? N1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C7 C8 104.9(4) . . ? N3 C7 C15 110.0(4) . . ? C8 C7 C15 114.0(4) . . ? N3 C7 H7 109.3 . . ? C8 C7 H7 109.3 . . ? C15 C7 H7 109.3 . . ? C14 C8 C9 120.5(5) . . ? C14 C8 C7 123.1(5) . . ? C9 C8 C7 116.4(4) . . ? C10 C9 C8 118.7(5) . . ? C10 C9 Pd1 129.9(4) . . ? C8 C9 Pd1 111.4(4) . . ? C9 C10 C11 119.9(5) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? O1 C11 C10 124.5(5) . . ? O1 C11 C13 114.7(4) . . ? C10 C11 C13 120.8(5) . . ? O1 C12 H12A 109.5 . . ? O1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? O1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 C11 118.8(5) . . ? C14 C13 H13 120.6 . . ? C11 C13 H13 120.6 . . ? C13 C14 C8 121.3(5) . . ? C13 C14 H14 119.4 . . ? C8 C14 H14 119.4 . . ? C7 C15 H15A 109.5 . . ? C7 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C7 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C24 Pd2 N6 79.5(2) . . ? C24 Pd2 N4 99.6(2) . . ? N6 Pd2 N4 178.81(18) . . ? C24 Pd2 N5 174.4(2) . . ? N6 Pd2 N5 96.34(16) . . ? N4 Pd2 N5 84.55(15) . . ? C26 O2 C27 117.3(4) . . ? C16 N4 C21 109.9(4) . . ? C16 N4 C20 106.5(4) . . ? C21 N4 C20 108.4(4) . . ? C16 N4 Pd2 106.3(3) . . ? C21 N4 Pd2 110.8(3) . . ? C20 N4 Pd2 114.8(3) . . ? C19 N5 C18 108.3(4) . . ? C19 N5 C17 111.1(4) . . ? C18 N5 C17 108.6(4) . . ? C19 N5 Pd2 109.3(3) . . ? C18 N5 Pd2 115.7(3) . . ? C17 N5 Pd2 103.8(3) . . ? C22 N6 Pd2 108.5(3) . . ? C22 N6 H6D 110.0 . . ? Pd2 N6 H6D 110.0 . . ? C22 N6 H6E 110.0 . . ? Pd2 N6 H6E 110.0 . . ? H6D N6 H6E 108.4 . . ? N4 C16 C17 111.6(4) . . ? N4 C16 H16A 109.3 . . ? C17 C16 H16A 109.3 . . ? N4 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 108.0 . . ? N5 C17 C16 109.5(4) . . ? N5 C17 H17A 109.8 . . ? C16 C17 H17A 109.8 . . ? N5 C17 H17B 109.8 . . ? C16 C17 H17B 109.8 . . ? H17A C17 H17B 108.2 . . ? N5 C18 H18A 109.5 . . ? N5 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N5 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N5 C19 H19A 109.5 . . ? N5 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N5 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N4 C20 H20A 109.5 . . ? N4 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N4 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N4 C21 H21A 109.5 . . ? N4 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N4 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N6 C22 C23 104.3(4) . . ? N6 C22 C30 108.5(4) . . ? C23 C22 C30 112.9(4) . . ? N6 C22 H22 110.3 . . ? C23 C22 H22 110.3 . . ? C30 C22 H22 110.3 . . ? C29 C23 C24 120.7(5) . . ? C29 C23 C22 122.1(5) . . ? C24 C23 C22 117.2(5) . . ? C23 C24 C25 118.7(5) . . ? C23 C24 Pd2 112.9(4) . . ? C25 C24 Pd2 128.3(4) . . ? C26 C25 C24 119.1(5) . . ? C26 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? C28 C26 O2 116.6(5) . . ? C28 C26 C25 121.1(5) . . ? O2 C26 C25 122.3(5) . . ? O2 C27 H27A 109.5 . . ? O2 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? O2 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 C29 119.5(5) . . ? C26 C28 H28 120.3 . . ? C29 C28 H28 120.3 . . ? C28 C29 C23 120.8(5) . . ? C28 C29 H29 119.6 . . ? C23 C29 H29 119.6 . . ? C22 C30 H30A 109.5 . . ? C22 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C22 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? F1 P1 F4 179.2(2) . . ? F1 P1 F2 90.6(2) . . ? F4 P1 F2 90.0(2) . . ? F1 P1 F6 89.6(2) . . ? F4 P1 F6 89.7(2) . . ? F2 P1 F6 178.5(2) . . ? F1 P1 F5 88.5(2) . . ? F4 P1 F5 91.0(2) . . ? F2 P1 F5 90.2(2) . . ? F6 P1 F5 88.2(2) . . ? F1 P1 F3 90.6(2) . . ? F4 P1 F3 89.9(2) . . ? F2 P1 F3 91.2(2) . . ? F6 P1 F3 90.3(2) . . ? F5 P1 F3 178.3(2) . . ? F9 P2 F8 177.4(5) . . ? F9 P2 F11 91.1(4) . . ? F8 P2 F11 91.3(3) . . ? F9 P2 F12 89.2(4) . . ? F8 P2 F12 89.8(4) . . ? F11 P2 F12 89.9(3) . . ? F9 P2 F7 89.6(3) . . ? F8 P2 F7 91.4(4) . . ? F11 P2 F7 90.8(2) . . ? F12 P2 F7 178.7(3) . . ? F9 P2 F10 91.6(5) . . ? F8 P2 F10 86.1(4) . . ? F11 P2 F10 177.3(4) . . ? F12 P2 F10 90.3(3) . . ? F7 P2 F10 89.1(2) . . ? _diffrn_measured_fraction_theta_max .997 _diffrn_reflns_theta_full 27.57 _diffrn_measured_fraction_theta_full .997 _refine_diff_density_max 1.288 _refine_diff_density_min -.698 _refine_diff_density_rms .102 #========================================================================== data_rac3 _database_code_depnum_ccdc_archive 'CCDC 657282' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H26 N3 Pd, C F3 O3 S' _chemical_formula_sum 'C15 H26 F3 N3 O3 Pd S' _chemical_formula_weight 491.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P21/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 11.6744(17) _cell_length_b 14.108(2) _cell_length_c 11.9538(18) _cell_angle_alpha 90.00 _cell_angle_beta 96.137(4) _cell_angle_gamma 90.00 _cell_volume 1957.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used 7193 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 33.97 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.669 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 1.102 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (1996)' _exptl_absorpt_correction_T_min 0.64 _exptl_absorpt_correction_T_max 0.78 _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37702 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_sigmaI/netI 0.0377 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 34.34 _reflns_number_total 7507 _reflns_number_gt 6870 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0300P)^2^+3.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7507 _refine_ls_number_parameters 240 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0352 _refine_ls_wR_factor_ref 0.0865 _refine_ls_wR_factor_gt 0.0848 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.174300(11) 0.055809(9) 0.846919(10) 0.01236(4) Uani 1 1 d . . . N1 N 0.19029(14) 0.02748(12) 1.01530(13) 0.0161(3) Uani 1 1 d . . . H1A H 0.2609 0.0482 1.0476 0.019 Uiso 1 1 calc R . . H1B H 0.1341 0.0594 1.0485 0.019 Uiso 1 1 calc R . . N2 N 0.29513(14) 0.17234(12) 0.85892(13) 0.0165(3) Uani 1 1 d . . . N3 N 0.16247(14) 0.08352(12) 0.67356(13) 0.0170(3) Uani 1 1 d . . . C1 C 0.1792(2) -0.07585(15) 1.03487(18) 0.0229(4) Uani 1 1 d . . . H1 H 0.1519 -0.0862 1.1104 0.028 Uiso 1 1 calc R . . C2 C 0.08924(17) -0.11102(14) 0.94570(16) 0.0180(3) Uani 1 1 d . . . C3 C 0.06991(16) -0.05653(12) 0.84716(16) 0.0151(3) Uani 1 1 d . . . C4 C -0.01863(16) -0.08639(15) 0.76736(16) 0.0183(3) Uani 1 1 d . . . H4 H -0.0373 -0.0493 0.7016 0.022 Uiso 1 1 calc R . . C5 C -0.08041(17) -0.16914(15) 0.78152(18) 0.0222(4) Uani 1 1 d . . . H5 H -0.1398 -0.1880 0.7254 0.027 Uiso 1 1 calc R . . C6 C -0.05547(19) -0.22399(15) 0.8772(2) 0.0242(4) Uani 1 1 d . . . H6 H -0.0955 -0.2817 0.8855 0.029 Uiso 1 1 calc R . . C7 C 0.02818(19) -0.19409(15) 0.96047(19) 0.0229(4) Uani 1 1 d . . . H7 H 0.0439 -0.2301 1.0275 0.028 Uiso 1 1 calc R . . C8 C 0.2927(2) -0.1225(2) 1.0321(3) 0.0377(6) Uani 1 1 d . . . H8A H 0.2849 -0.1907 1.0455 0.057 Uiso 1 1 calc R . . H8B H 0.3482 -0.0953 1.0907 0.057 Uiso 1 1 calc R . . H8C H 0.3201 -0.1125 0.9583 0.057 Uiso 1 1 calc R . . C9 C 0.27741(18) 0.22019(15) 0.74827(16) 0.0203(3) Uani 1 1 d . . . H9A H 0.3447 0.2606 0.7377 0.024 Uiso 1 1 calc R . . H9B H 0.2082 0.2611 0.7447 0.024 Uiso 1 1 calc R . . C10 C 0.26222(18) 0.14657(15) 0.65730(16) 0.0202(3) Uani 1 1 d . . . H10A H 0.2490 0.1780 0.5830 0.024 Uiso 1 1 calc R . . H10B H 0.3332 0.1081 0.6586 0.024 Uiso 1 1 calc R . . C11 C 0.41355(17) 0.13382(17) 0.87877(18) 0.0232(4) Uani 1 1 d . . . H11A H 0.4243 0.0851 0.8224 0.035 Uiso 1 1 calc R . . H11B H 0.4254 0.1058 0.9542 0.035 Uiso 1 1 calc R . . H11C H 0.4693 0.1851 0.8729 0.035 Uiso 1 1 calc R . . C12 C 0.2791(2) 0.24202(15) 0.94784(17) 0.0231(4) Uani 1 1 d . . . H12A H 0.3341 0.2941 0.9442 0.035 Uiso 1 1 calc R . . H12B H 0.2921 0.2112 1.0216 0.035 Uiso 1 1 calc R . . H12C H 0.2004 0.2671 0.9368 0.035 Uiso 1 1 calc R . . C13 C 0.1734(2) -0.00137(16) 0.60259(17) 0.0241(4) Uani 1 1 d . . . H13A H 0.1068 -0.0429 0.6073 0.036 Uiso 1 1 calc R . . H13B H 0.2442 -0.0356 0.6292 0.036 Uiso 1 1 calc R . . H13C H 0.1765 0.0182 0.5243 0.036 Uiso 1 1 calc R . . C14 C 0.05363(19) 0.13369(17) 0.63566(19) 0.0253(4) Uani 1 1 d . . . H14A H 0.0530 0.1512 0.5562 0.038 Uiso 1 1 calc R . . H14B H 0.0478 0.1911 0.6809 0.038 Uiso 1 1 calc R . . H14C H -0.0119 0.0920 0.6448 0.038 Uiso 1 1 calc R . . S1 S 0.44407(5) 0.11995(4) 0.25468(5) 0.02818(12) Uani 1 1 d . . . F1 F 0.4029(2) 0.06624(15) 0.45512(14) 0.0534(5) Uani 1 1 d . . . F2 F 0.27459(15) 0.02240(18) 0.32220(19) 0.0583(6) Uani 1 1 d . . . F3 F 0.43795(17) -0.04630(11) 0.34572(16) 0.0430(4) Uani 1 1 d . . . O1 O 0.56338(19) 0.1226(2) 0.2919(2) 0.0571(7) Uani 1 1 d . . . O2 O 0.3817(2) 0.20598(15) 0.2726(2) 0.0559(6) Uani 1 1 d . . . O3 O 0.41347(17) 0.07687(16) 0.14736(14) 0.0374(4) Uani 1 1 d . . . C15 C 0.3867(2) 0.03698(18) 0.34986(19) 0.0274(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01221(7) 0.01245(7) 0.01268(6) 0.00050(4) 0.00254(4) -0.00011(4) N1 0.0175(7) 0.0160(7) 0.0149(6) 0.0002(5) 0.0023(5) -0.0010(6) N2 0.0169(7) 0.0169(7) 0.0163(6) 0.0017(5) 0.0041(5) -0.0027(6) N3 0.0176(7) 0.0193(7) 0.0142(6) 0.0015(6) 0.0020(5) 0.0008(6) C1 0.0282(10) 0.0177(9) 0.0219(9) 0.0048(7) -0.0023(7) -0.0012(7) C2 0.0183(8) 0.0154(8) 0.0206(8) 0.0005(6) 0.0034(6) 0.0001(6) C3 0.0143(7) 0.0128(7) 0.0184(7) -0.0017(6) 0.0029(6) 0.0006(6) C4 0.0151(7) 0.0203(9) 0.0198(8) -0.0029(7) 0.0023(6) 0.0000(7) C5 0.0161(8) 0.0217(9) 0.0291(9) -0.0100(8) 0.0042(7) -0.0027(7) C6 0.0222(9) 0.0160(8) 0.0361(11) -0.0048(8) 0.0110(8) -0.0037(7) C7 0.0256(9) 0.0152(8) 0.0291(10) 0.0016(7) 0.0075(8) -0.0007(7) C8 0.0321(12) 0.0313(13) 0.0470(14) -0.0064(11) -0.0081(10) 0.0097(10) C9 0.0234(9) 0.0185(8) 0.0193(8) 0.0044(7) 0.0039(7) -0.0035(7) C10 0.0219(8) 0.0232(9) 0.0162(7) 0.0037(7) 0.0051(6) -0.0025(7) C11 0.0158(8) 0.0308(11) 0.0233(9) 0.0044(8) 0.0039(7) -0.0009(7) C12 0.0291(10) 0.0194(9) 0.0213(8) -0.0025(7) 0.0054(7) -0.0051(8) C13 0.0279(10) 0.0273(10) 0.0177(8) -0.0048(7) 0.0050(7) -0.0036(8) C14 0.0227(9) 0.0268(10) 0.0251(9) 0.0064(8) -0.0031(7) 0.0039(8) S1 0.0305(3) 0.0309(3) 0.0215(2) 0.0029(2) -0.00481(19) -0.0143(2) F1 0.0759(14) 0.0659(13) 0.0203(7) 0.0051(7) 0.0142(8) 0.0248(10) F2 0.0234(8) 0.0841(15) 0.0683(13) 0.0365(12) 0.0086(8) -0.0025(9) F3 0.0519(11) 0.0266(8) 0.0509(10) 0.0112(7) 0.0067(8) 0.0088(7) O1 0.0315(10) 0.0860(19) 0.0500(12) 0.0168(12) -0.0125(9) -0.0298(11) O2 0.0804(18) 0.0249(10) 0.0581(14) 0.0018(9) -0.0124(13) 0.0003(11) O3 0.0385(10) 0.0550(12) 0.0173(7) 0.0013(7) -0.0030(6) -0.0101(9) C15 0.0257(10) 0.0326(11) 0.0245(9) 0.0086(8) 0.0058(8) 0.0071(9) _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 C3 1.9994(18) . ? Pd1 N1 2.0410(16) . ? Pd1 N3 2.0988(16) . ? Pd1 N2 2.1610(16) . ? N1 C1 1.484(3) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? N2 C12 1.474(3) . ? N2 C9 1.480(2) . ? N2 C11 1.481(3) . ? N3 C13 1.481(3) . ? N3 C14 1.482(3) . ? N3 C10 1.494(3) . ? C1 C8 1.484(3) . ? C1 C2 1.499(3) . ? C1 H1 1.0000 . ? C2 C7 1.393(3) . ? C2 C3 1.404(3) . ? C3 C4 1.395(3) . ? C4 C5 1.392(3) . ? C4 H4 0.9500 . ? C5 C6 1.385(3) . ? C5 H5 0.9500 . ? C6 C7 1.384(3) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.501(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? S1 O1 1.417(2) . ? S1 O3 1.4299(19) . ? S1 O2 1.443(3) . ? S1 C15 1.810(2) . ? F1 C15 1.319(3) . ? F2 C15 1.332(3) . ? F3 C15 1.322(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 C3 Pd1 N1 80.50(7) . . ? C3 Pd1 N3 99.98(7) . . ? N1 Pd1 N3 178.42(6) . . ? C3 Pd1 N2 175.25(7) . . ? N1 Pd1 N2 95.35(6) . . ? N3 Pd1 N2 84.11(6) . . ? C1 N1 Pd1 110.33(12) . . ? C1 N1 H1A 109.6 . . ? Pd1 N1 H1A 109.6 . . ? C1 N1 H1B 109.6 . . ? Pd1 N1 H1B 109.6 . . ? H1A N1 H1B 108.1 . . ? C12 N2 C9 108.89(16) . . ? C12 N2 C11 108.52(16) . . ? C9 N2 C11 110.47(15) . . ? C12 N2 Pd1 115.00(12) . . ? C9 N2 Pd1 105.06(12) . . ? C11 N2 Pd1 108.85(13) . . ? C13 N3 C14 109.55(16) . . ? C13 N3 C10 106.89(15) . . ? C14 N3 C10 109.29(16) . . ? C13 N3 Pd1 114.48(13) . . ? C14 N3 Pd1 110.76(12) . . ? C10 N3 Pd1 105.62(11) . . ? C8 C1 N1 109.9(2) . . ? C8 C1 C2 113.4(2) . . ? N1 C1 C2 106.22(16) . . ? C8 C1 H1 109.1 . . ? N1 C1 H1 109.1 . . ? C2 C1 H1 109.1 . . ? C7 C2 C3 121.90(18) . . ? C7 C2 C1 121.18(18) . . ? C3 C2 C1 116.92(17) . . ? C4 C3 C2 116.69(17) . . ? C4 C3 Pd1 130.22(15) . . ? C2 C3 Pd1 113.07(14) . . ? C5 C4 C3 121.73(19) . . ? C5 C4 H4 119.1 . . ? C3 C4 H4 119.1 . . ? C6 C5 C4 120.19(19) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C7 C6 C5 119.56(19) . . ? C7 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? C6 C7 C2 119.8(2) . . ? C6 C7 H7 120.1 . . ? C2 C7 H7 120.1 . . ? C1 C8 H8A 109.5 . . ? C1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 109.05(16) . . ? N2 C9 H9A 109.9 . . ? C10 C9 H9A 109.9 . . ? N2 C9 H9B 109.9 . . ? C10 C9 H9B 109.9 . . ? H9A C9 H9B 108.3 . . ? N3 C10 C9 110.56(16) . . ? N3 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? N3 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? N2 C11 H11A 109.5 . . ? N2 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N2 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N2 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N3 C13 H13A 109.5 . . ? N3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 H14A 109.5 . . ? N3 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N3 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O1 S1 O3 115.87(15) . . ? O1 S1 O2 115.21(17) . . ? O3 S1 O2 114.13(14) . . ? O1 S1 C15 103.69(13) . . ? O3 S1 C15 102.44(12) . . ? O2 S1 C15 102.97(14) . . ? F1 C15 F3 107.1(2) . . ? F1 C15 F2 108.8(2) . . ? F3 C15 F2 106.9(2) . . ? F1 C15 S1 111.9(2) . . ? F3 C15 S1 110.62(16) . . ? F2 C15 S1 111.33(16) . . ? 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 C3 Pd1 N1 C1 31.95(13) . . . . ? N3 Pd1 N1 C1 -76(2) . . . . ? N2 Pd1 N1 C1 -145.73(13) . . . . ? C3 Pd1 N2 C12 -75.9(8) . . . . ? N1 Pd1 N2 C12 -47.07(14) . . . . ? N3 Pd1 N2 C12 134.42(14) . . . . ? C3 Pd1 N2 C9 164.4(8) . . . . ? N1 Pd1 N2 C9 -166.77(12) . . . . ? N3 Pd1 N2 C9 14.72(12) . . . . ? C3 Pd1 N2 C11 46.1(8) . . . . ? N1 Pd1 N2 C11 74.90(13) . . . . ? N3 Pd1 N2 C11 -103.61(13) . . . . ? C3 Pd1 N3 C13 -46.06(15) . . . . ? N1 Pd1 N3 C13 61(2) . . . . ? N2 Pd1 N3 C13 131.51(14) . . . . ? C3 Pd1 N3 C14 78.40(15) . . . . ? N1 Pd1 N3 C14 -174(14) . . . . ? N2 Pd1 N3 C14 -104.03(14) . . . . ? C3 Pd1 N3 C10 -163.38(13) . . . . ? N1 Pd1 N3 C10 -56(2) . . . . ? N2 Pd1 N3 C10 14.19(12) . . . . ? Pd1 N1 C1 C8 85.76(19) . . . . ? Pd1 N1 C1 C2 -37.24(19) . . . . ? C8 C1 C2 C7 82.3(3) . . . . ? N1 C1 C2 C7 -157.00(18) . . . . ? C8 C1 C2 C3 -97.6(2) . . . . ? N1 C1 C2 C3 23.1(2) . . . . ? C7 C2 C3 C4 3.9(3) . . . . ? C1 C2 C3 C4 -176.24(18) . . . . ? C7 C2 C3 Pd1 -177.67(15) . . . . ? C1 C2 C3 Pd1 2.2(2) . . . . ? N1 Pd1 C3 C4 159.42(19) . . . . ? N3 Pd1 C3 C4 -22.11(18) . . . . ? N2 Pd1 C3 C4 -171.5(7) . . . . ? N1 Pd1 C3 C2 -18.78(14) . . . . ? N3 Pd1 C3 C2 159.69(14) . . . . ? N2 Pd1 C3 C2 10.3(9) . . . . ? C2 C3 C4 C5 -3.6(3) . . . . ? Pd1 C3 C4 C5 178.22(15) . . . . ? C3 C4 C5 C6 0.6(3) . . . . ? C4 C5 C6 C7 2.5(3) . . . . ? C5 C6 C7 C2 -2.3(3) . . . . ? C3 C2 C7 C6 -1.0(3) . . . . ? C1 C2 C7 C6 179.1(2) . . . . ? C12 N2 C9 C10 -165.04(17) . . . . ? C11 N2 C9 C10 75.9(2) . . . . ? Pd1 N2 C9 C10 -41.35(17) . . . . ? C13 N3 C10 C9 -164.20(17) . . . . ? C14 N3 C10 C9 77.3(2) . . . . ? Pd1 N3 C10 C9 -41.88(18) . . . . ? N2 C9 C10 N3 58.2(2) . . . . ? O1 S1 C15 F1 61.3(2) . . . . ? O3 S1 C15 F1 -177.76(18) . . . . ? O2 S1 C15 F1 -59.1(2) . . . . ? O1 S1 C15 F3 -58.0(2) . . . . ? O3 S1 C15 F3 62.9(2) . . . . ? O2 S1 C15 F3 -178.41(19) . . . . ? O1 S1 C15 F2 -176.7(2) . . . . ? O3 S1 C15 F2 -55.8(2) . . . . ? O2 S1 C15 F2 62.9(2) . . . . ? _diffrn_measured_fraction_theta_max .915 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.648 _refine_diff_density_min -.868 _refine_diff_density_rms .120 #========================================================================== data_r3 _database_code_depnum_ccdc_archive 'CCDC 657283' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H26 N3 Pd, C F3 O3 S' _chemical_formula_sum 'C15 H26 F3 N3 O3 Pd S' _chemical_formula_weight 491.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F .0171 .0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 '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' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.6452(13) _cell_length_b 14.3172(13) _cell_length_c 12.0277(13) _cell_angle_alpha 90.00 _cell_angle_beta 96.018(4) _cell_angle_gamma 90.00 _cell_volume 1994.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 1361 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 19.74 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.638 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 1.081 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_absorpt_correction_T_min 0.59 _exptl_absorpt_correction_T_max 0.90 _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(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 '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13912 _diffrn_reflns_av_R_equivalents 0.0858 _diffrn_reflns_av_sigmaI/netI 0.1308 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 26.59 _reflns_number_total 7804 _reflns_number_gt 5406 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement SMART _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997a)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997b)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997b)' _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^)+(0.0200P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.14(5) _chemical_absolute_configuration rmad _refine_ls_number_reflns 7804 _refine_ls_number_parameters 377 _refine_ls_number_restraints 327 _refine_ls_R_factor_all 0.0928 _refine_ls_R_factor_gt 0.0602 _refine_ls_wR_factor_ref 0.1055 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.987 _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 0.92637(7) 0.44416(3) 0.09720(6) 0.01794(10) Uani 1 1 d U . . N1 N 0.9482(8) 0.4792(6) 0.2627(7) 0.0207(10) Uani 1 1 d U . . H1A H 0.8891 0.4545 0.2986 0.025 Uiso 1 1 calc R . . H1B H 1.0168 0.4552 0.2955 0.025 Uiso 1 1 calc R . . N2 N 0.9121(8) 0.4127(6) -0.0761(7) 0.0219(14) Uani 1 1 d U . . N3 N 1.0457(8) 0.3275(6) 0.1120(8) 0.0226(14) Uani 1 1 d U . . C1 C 0.9487(8) 0.5836(7) 0.2735(8) 0.0212(13) Uani 1 1 d U . . H1 H 1.0227 0.6072 0.2486 0.025 Uiso 1 1 calc R . . C2 C 0.8510(9) 0.6157(8) 0.1889(9) 0.0213(12) Uani 1 1 d U . . C3 C 0.8260(8) 0.5566(9) 0.0955(8) 0.0191(9) Uani 1 1 d U . . C4 C 0.7322(10) 0.5847(7) 0.0173(9) 0.0244(11) Uani 1 1 d U . . H4 H 0.7104 0.5469 -0.0463 0.029 Uiso 1 1 calc R . . C5 C 0.6710(11) 0.6682(8) 0.0328(11) 0.0303(12) Uani 1 1 d U . . H5 H 0.6081 0.6857 -0.0198 0.036 Uiso 1 1 calc R . . C6 C 0.7025(10) 0.7242(9) 0.1246(9) 0.0277(12) Uani 1 1 d U . . H6 H 0.6637 0.7818 0.1325 0.033 Uiso 1 1 calc R . . C7 C 0.7914(9) 0.6968(8) 0.2063(10) 0.0255(12) Uani 1 1 d U . . H7 H 0.8099 0.7332 0.2718 0.031 Uiso 1 1 calc R . . C8 C 0.9427(8) 0.6156(6) 0.3914(7) 0.034(2) Uani 1 1 d U . . H8A H 0.8643 0.6061 0.4119 0.050 Uiso 1 1 calc R . . H8B H 0.9625 0.6821 0.3975 0.050 Uiso 1 1 calc R . . H8C H 0.9975 0.5795 0.4418 0.050 Uiso 1 1 calc R . . C9 C 1.0091(11) 0.3484(8) -0.0915(9) 0.0274(16) Uani 1 1 d U . . H9A H 1.0809 0.3849 -0.0942 0.033 Uiso 1 1 calc R . . H9B H 0.9931 0.3149 -0.1636 0.033 Uiso 1 1 calc R . . C10 C 1.0255(10) 0.2791(8) 0.0016(9) 0.0259(16) Uani 1 1 d U . . H10A H 1.0923 0.2385 -0.0090 0.031 Uiso 1 1 calc R . . H10B H 0.9561 0.2391 0.0005 0.031 Uiso 1 1 calc R . . C11 C 1.1631(10) 0.3643(9) 0.1298(10) 0.0297(18) Uani 1 1 d U . . H11A H 1.2183 0.3144 0.1187 0.045 Uiso 1 1 calc R . . H11B H 1.1777 0.3885 0.2063 0.045 Uiso 1 1 calc R . . H11C H 1.1721 0.4149 0.0765 0.045 Uiso 1 1 calc R . . C12 C 1.0282(10) 0.2613(8) 0.2035(9) 0.0296(18) Uani 1 1 d U . . H12A H 1.0838 0.2099 0.2030 0.044 Uiso 1 1 calc R . . H12B H 0.9495 0.2363 0.1926 0.044 Uiso 1 1 calc R . . H12C H 1.0399 0.2939 0.2754 0.044 Uiso 1 1 calc R . . C13 C 0.9257(10) 0.4946(7) -0.1491(9) 0.0293(18) Uani 1 1 d U . . H13A H 0.9257 0.4737 -0.2267 0.044 Uiso 1 1 calc R . . H13B H 0.9989 0.5261 -0.1252 0.044 Uiso 1 1 calc R . . H13C H 0.8616 0.5381 -0.1437 0.044 Uiso 1 1 calc R . . C14 C 0.8017(10) 0.3637(8) -0.1110(9) 0.0288(18) Uani 1 1 d U . . H14A H 0.8007 0.3433 -0.1889 0.043 Uiso 1 1 calc R . . H14B H 0.7369 0.4063 -0.1042 0.043 Uiso 1 1 calc R . . H14C H 0.7946 0.3092 -0.0629 0.043 Uiso 1 1 calc R . . Pd2 Pd 0.58073(7) 0.55502(4) 0.40878(6) 0.01794(10) Uani 1 1 d U . . N4 N 0.5677(8) 0.5311(6) 0.2400(7) 0.0207(10) Uani 1 1 d U . . H4A H 0.4980 0.5530 0.2072 0.025 Uiso 1 1 calc R . . H4B H 0.6257 0.5622 0.2090 0.025 Uiso 1 1 calc R . . N5 N 0.4615(8) 0.6713(6) 0.3976(8) 0.0219(14) Uani 1 1 d U . . N6 N 0.5914(8) 0.5805(6) 0.5807(7) 0.0226(14) Uani 1 1 d U . . C15 C 0.5770(8) 0.4273(6) 0.2190(8) 0.0212(13) Uani 1 1 d U . . H15 H 0.6032 0.4165 0.1436 0.025 Uiso 1 1 calc R . . C16 C 0.6673(9) 0.3920(8) 0.3080(9) 0.0213(12) Uani 1 1 d U . . C17 C 0.6847(8) 0.4434(9) 0.4079(8) 0.0191(9) Uani 1 1 d U . . C18 C 0.7709(9) 0.4108(7) 0.4857(10) 0.0244(11) Uani 1 1 d U . . H18 H 0.7903 0.4468 0.5514 0.029 Uiso 1 1 calc R . . C19 C 0.8302(11) 0.3289(8) 0.4731(11) 0.0303(12) Uani 1 1 d U . . H19 H 0.8862 0.3080 0.5309 0.036 Uiso 1 1 calc R . . C20 C 0.8086(10) 0.2778(9) 0.3779(9) 0.0277(12) Uani 1 1 d U . . H20 H 0.8495 0.2214 0.3688 0.033 Uiso 1 1 calc R . . C21 C 0.7269(9) 0.3085(8) 0.2947(10) 0.0255(12) Uani 1 1 d U . . H21 H 0.7111 0.2730 0.2282 0.031 Uiso 1 1 calc R . . C22 C 0.4591(8) 0.3840(6) 0.2237(7) 0.028(2) Uani 1 1 d U . . H22A H 0.4628 0.3171 0.2068 0.042 Uiso 1 1 calc R . . H22B H 0.4033 0.4144 0.1687 0.042 Uiso 1 1 calc R . . H22C H 0.4350 0.3923 0.2988 0.042 Uiso 1 1 calc R . . C23 C 0.4779(10) 0.7171(8) 0.5065(10) 0.0274(16) Uani 1 1 d U . . H23A H 0.4109 0.7578 0.5164 0.033 Uiso 1 1 calc R . . H23B H 0.5482 0.7564 0.5117 0.033 Uiso 1 1 calc R . . C24 C 0.4898(10) 0.6423(8) 0.5975(9) 0.0259(16) Uani 1 1 d U . . H24A H 0.5016 0.6722 0.6721 0.031 Uiso 1 1 calc R . . H24B H 0.4184 0.6044 0.5938 0.031 Uiso 1 1 calc R . . C25 C 0.5795(10) 0.4962(7) 0.6508(9) 0.0297(18) Uani 1 1 d U . . H25A H 0.6453 0.4545 0.6448 0.045 Uiso 1 1 calc R . . H25B H 0.5077 0.4635 0.6247 0.045 Uiso 1 1 calc R . . H25C H 0.5775 0.5149 0.7289 0.045 Uiso 1 1 calc R . . C26 C 0.6995(10) 0.6273(8) 0.6220(9) 0.0296(18) Uani 1 1 d U . . H26A H 0.6995 0.6407 0.7019 0.044 Uiso 1 1 calc R . . H26B H 0.7065 0.6858 0.5811 0.044 Uiso 1 1 calc R . . H26C H 0.7649 0.5865 0.6107 0.044 Uiso 1 1 calc R . . C27 C 0.3405(10) 0.6359(9) 0.3754(9) 0.0293(18) Uani 1 1 d U . . H27A H 0.3264 0.5888 0.4315 0.044 Uiso 1 1 calc R . . H27B H 0.3295 0.6078 0.3007 0.044 Uiso 1 1 calc R . . H27C H 0.2863 0.6878 0.3793 0.044 Uiso 1 1 calc R . . C28 C 0.4814(10) 0.7420(8) 0.3116(9) 0.0288(18) Uani 1 1 d U . . H28A H 0.4662 0.7141 0.2371 0.043 Uiso 1 1 calc R . . H28B H 0.5617 0.7635 0.3229 0.043 Uiso 1 1 calc R . . H28C H 0.4295 0.7952 0.3179 0.043 Uiso 1 1 calc R . . S1 S 0.6878(3) 0.1240(2) 0.0038(3) 0.0383(9) Uani 1 1 d U . . F1 F 0.6867(7) -0.0439(5) 0.0821(6) 0.0521(19) Uani 1 1 d U . . F2 F 0.5213(6) 0.0216(6) 0.0667(7) 0.071(3) Uani 1 1 d U . . F3 F 0.6463(6) 0.0600(6) 0.1984(5) 0.065(2) Uani 1 1 d U . . O1 O 0.6571(8) 0.0869(6) -0.1047(6) 0.054(3) Uani 1 1 d U . . O2 O 0.8069(7) 0.1246(8) 0.0398(9) 0.081(3) Uani 1 1 d U . . O3 O 0.6254(9) 0.2069(6) 0.0297(8) 0.075(3) Uani 1 1 d U . . C29 C 0.6323(10) 0.0350(9) 0.0945(9) 0.032(2) Uani 1 1 d U . . S2 S 0.2142(3) 0.3958(2) 0.4949(3) 0.0282(7) Uani 1 1 d U . . F4 F 0.0391(6) 0.4460(6) 0.5990(6) 0.067(2) Uani 1 1 d U . . F5 F 0.1890(7) 0.4152(4) 0.7079(5) 0.054(2) Uani 1 1 d U . . F6 F 0.1801(7) 0.5434(6) 0.6147(5) 0.0499(19) Uani 1 1 d U . . O4 O 0.1654(6) 0.4449(6) 0.3996(6) 0.0344(18) Uani 1 1 d U . . O5 O 0.1754(9) 0.3010(5) 0.5034(8) 0.064(3) Uani 1 1 d U . . O6 O 0.3344(7) 0.4075(6) 0.5212(8) 0.060(3) Uani 1 1 d U . . C30 C 0.1528(9) 0.4503(8) 0.6095(8) 0.029(2) Uani 1 1 d U . . 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 0.01907(19) 0.01598(17) 0.01924(18) -0.00057(18) 0.00424(13) 0.0008(2) N1 0.025(3) 0.015(2) 0.023(2) -0.0001(17) 0.0062(19) 0.001(2) N2 0.024(3) 0.021(4) 0.022(3) 0.000(2) 0.010(3) 0.003(3) N3 0.022(3) 0.023(4) 0.023(3) -0.003(2) 0.004(3) 0.003(3) C1 0.021(2) 0.018(2) 0.025(2) -0.0039(17) 0.0068(19) -0.0024(19) C2 0.022(2) 0.019(2) 0.0233(19) 0.0043(16) 0.0084(18) -0.0059(18) C3 0.0188(19) 0.0156(17) 0.0239(18) 0.0015(16) 0.0069(15) -0.0037(17) C4 0.023(2) 0.024(2) 0.026(2) 0.0000(16) 0.0060(17) -0.0033(17) C5 0.026(2) 0.032(2) 0.034(2) 0.0085(18) 0.0052(18) 0.0042(18) C6 0.028(2) 0.0238(19) 0.033(2) 0.0053(17) 0.0094(18) 0.0000(18) C7 0.025(2) 0.023(2) 0.030(2) 0.0001(17) 0.0113(18) -0.0028(19) C8 0.038(4) 0.028(3) 0.034(3) -0.004(3) -0.001(3) 0.001(3) C9 0.028(3) 0.027(3) 0.027(2) -0.0044(19) 0.007(2) 0.003(2) C10 0.027(3) 0.025(2) 0.026(2) -0.0021(19) 0.006(2) 0.001(2) C11 0.030(3) 0.031(3) 0.028(3) 0.000(2) 0.004(2) 0.002(2) C12 0.034(3) 0.026(3) 0.029(3) -0.002(2) 0.004(2) 0.001(2) C13 0.028(3) 0.030(3) 0.029(3) -0.001(2) 0.005(2) 0.004(2) C14 0.032(3) 0.027(3) 0.028(3) -0.003(2) 0.003(2) 0.003(2) Pd2 0.01907(19) 0.01598(17) 0.01924(18) -0.00057(18) 0.00424(13) 0.0008(2) N4 0.025(3) 0.015(2) 0.023(2) -0.0001(17) 0.0062(19) 0.001(2) N5 0.024(3) 0.021(4) 0.022(3) 0.000(2) 0.010(3) 0.003(3) N6 0.022(3) 0.023(4) 0.023(3) -0.003(2) 0.004(3) 0.003(3) C15 0.021(2) 0.018(2) 0.025(2) -0.0039(17) 0.0068(19) -0.0024(19) C16 0.022(2) 0.019(2) 0.0233(19) 0.0043(16) 0.0084(18) -0.0059(18) C17 0.0188(19) 0.0156(17) 0.0239(18) 0.0015(16) 0.0069(15) -0.0037(17) C18 0.023(2) 0.024(2) 0.026(2) 0.0000(16) 0.0060(17) -0.0033(17) C19 0.026(2) 0.032(2) 0.034(2) 0.0085(18) 0.0052(18) 0.0042(18) C20 0.028(2) 0.0238(19) 0.033(2) 0.0053(17) 0.0094(18) 0.0000(18) C21 0.025(2) 0.023(2) 0.030(2) 0.0001(17) 0.0113(18) -0.0028(19) C22 0.028(3) 0.025(3) 0.031(4) 0.003(3) 0.001(3) -0.002(3) C23 0.028(3) 0.027(3) 0.027(2) -0.0044(19) 0.007(2) 0.003(2) C24 0.027(3) 0.025(2) 0.026(2) -0.0021(19) 0.006(2) 0.001(2) C25 0.030(3) 0.031(3) 0.028(3) 0.000(2) 0.004(2) 0.002(2) C26 0.034(3) 0.026(3) 0.029(3) -0.002(2) 0.004(2) 0.001(2) C27 0.028(3) 0.030(3) 0.029(3) -0.001(2) 0.005(2) 0.004(2) C28 0.032(3) 0.027(3) 0.028(3) -0.003(2) 0.003(2) 0.003(2) S1 0.0388(18) 0.0378(19) 0.0365(17) 0.0005(14) -0.0045(14) -0.0150(16) F1 0.067(5) 0.035(4) 0.056(4) 0.012(4) 0.010(4) 0.012(4) F2 0.039(4) 0.089(6) 0.085(6) 0.021(4) 0.007(4) -0.011(4) F3 0.071(5) 0.092(6) 0.032(3) -0.007(4) 0.014(3) 0.023(5) O1 0.080(6) 0.061(6) 0.021(4) 0.008(3) 0.000(4) -0.026(5) O2 0.034(5) 0.115(8) 0.091(7) 0.022(6) -0.010(5) -0.037(5) O3 0.110(8) 0.031(4) 0.081(7) -0.005(4) -0.003(6) 0.008(5) C29 0.030(4) 0.036(4) 0.031(3) 0.001(3) 0.001(3) 0.002(3) S2 0.0345(16) 0.0218(14) 0.0289(15) 0.0033(11) 0.0067(12) 0.0005(13) F4 0.044(4) 0.111(6) 0.049(4) -0.044(5) 0.021(3) -0.010(5) F5 0.101(6) 0.030(4) 0.030(3) 0.000(3) 0.001(4) -0.011(4) F6 0.079(5) 0.032(3) 0.036(4) -0.010(3) -0.008(3) -0.007(4) O4 0.028(4) 0.044(4) 0.031(4) 0.005(4) 0.001(3) 0.012(4) O5 0.125(8) 0.014(4) 0.059(6) -0.011(3) 0.042(6) -0.014(5) O6 0.030(4) 0.091(7) 0.055(5) 0.005(5) -0.007(4) 0.018(4) C30 0.033(3) 0.026(3) 0.026(3) 0.001(3) -0.002(3) -0.001(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 Pd1 C3 1.989(12) . ? Pd1 N1 2.043(8) . ? Pd1 N2 2.123(9) . ? Pd1 N3 2.168(9) . ? N1 C1 1.500(13) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? N2 C13 1.483(13) . ? N2 C9 1.484(14) . ? N2 C14 1.486(14) . ? N3 C11 1.460(15) . ? N3 C12 1.483(14) . ? N3 C10 1.494(14) . ? C1 C8 1.499(12) . ? C1 C2 1.515(14) . ? C1 H1 1.0000 . ? C2 C7 1.381(15) . ? C2 C3 1.412(15) . ? C3 C4 1.423(14) . ? C4 C5 1.413(15) . ? C4 H4 0.9500 . ? C5 C6 1.383(17) . ? C5 H5 0.9500 . ? C6 C7 1.407(15) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 C10 1.494(15) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? Pd2 C17 2.006(12) . ? Pd2 N4 2.048(8) . ? Pd2 N6 2.091(9) . ? Pd2 N5 2.163(9) . ? N4 C15 1.513(13) . ? N4 H4A 0.9200 . ? N4 H4B 0.9200 . ? N5 C23 1.459(14) . ? N5 C28 1.483(14) . ? N5 C27 1.495(14) . ? N6 C26 1.466(13) . ? N6 C25 1.487(13) . ? N6 C24 1.508(14) . ? C15 C16 1.507(14) . ? C15 C22 1.512(11) . ? C15 H15 1.0000 . ? C16 C21 1.400(15) . ? C16 C17 1.405(15) . ? C17 C18 1.380(14) . ? C18 C19 1.378(15) . ? C18 H18 0.9500 . ? C19 C20 1.360(17) . ? C19 H19 0.9500 . ? C20 C21 1.378(15) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.527(15) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? S1 O2 1.409(9) . ? S1 O1 1.420(8) . ? S1 O3 1.443(9) . ? S1 C29 1.838(12) . ? F1 C29 1.312(14) . ? F2 C29 1.315(12) . ? F3 C29 1.293(12) . ? S2 O6 1.412(8) . ? S2 O4 1.413(7) . ? S2 O5 1.438(8) . ? S2 C30 1.797(11) . ? F4 C30 1.318(12) . ? F5 C30 1.315(11) . ? F6 C30 1.370(14) . ? 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 C3 Pd1 N1 79.9(4) . . ? C3 Pd1 N2 100.1(4) . . ? N1 Pd1 N2 176.7(4) . . ? C3 Pd1 N3 174.7(4) . . ? N1 Pd1 N3 95.5(3) . . ? N2 Pd1 N3 84.3(3) . . ? C1 N1 Pd1 109.1(6) . . ? C1 N1 H1A 109.9 . . ? Pd1 N1 H1A 109.9 . . ? C1 N1 H1B 109.9 . . ? Pd1 N1 H1B 109.9 . . ? H1A N1 H1B 108.3 . . ? C13 N2 C9 106.6(8) . . ? C13 N2 C14 110.5(9) . . ? C9 N2 C14 108.6(8) . . ? C13 N2 Pd1 114.3(6) . . ? C9 N2 Pd1 105.8(7) . . ? C14 N2 Pd1 110.7(7) . . ? C11 N3 C12 108.7(9) . . ? C11 N3 C10 110.9(9) . . ? C12 N3 C10 110.0(9) . . ? C11 N3 Pd1 108.4(7) . . ? C12 N3 Pd1 114.6(7) . . ? C10 N3 Pd1 104.1(7) . . ? C8 C1 N1 112.7(8) . . ? C8 C1 C2 115.9(8) . . ? N1 C1 C2 104.3(8) . . ? C8 C1 H1 107.9 . . ? N1 C1 H1 107.9 . . ? C2 C1 H1 107.9 . . ? C7 C2 C3 124.0(11) . . ? C7 C2 C1 120.4(10) . . ? C3 C2 C1 115.5(10) . . ? C2 C3 C4 115.9(11) . . ? C2 C3 Pd1 113.8(7) . . ? C4 C3 Pd1 130.2(9) . . ? C5 C4 C3 121.0(11) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C6 C5 C4 120.0(12) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C7 120.7(12) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C2 C7 C6 118.2(11) . . ? C2 C7 H7 120.9 . . ? C6 C7 H7 120.9 . . ? C1 C8 H8A 109.5 . . ? C1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 111.0(10) . . ? N2 C9 H9A 109.4 . . ? C10 C9 H9A 109.4 . . ? N2 C9 H9B 109.4 . . ? C10 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? C9 C10 N3 110.8(9) . . ? C9 C10 H10A 109.5 . . ? N3 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? N3 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? N3 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N3 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C17 Pd2 N4 81.0(4) . . ? C17 Pd2 N6 99.8(4) . . ? N4 Pd2 N6 179.1(4) . . ? C17 Pd2 N5 175.5(4) . . ? N4 Pd2 N5 95.0(3) . . ? N6 Pd2 N5 84.2(3) . . ? C15 N4 Pd2 109.3(6) . . ? C15 N4 H4A 109.8 . . ? Pd2 N4 H4A 109.8 . . ? C15 N4 H4B 109.8 . . ? Pd2 N4 H4B 109.8 . . ? H4A N4 H4B 108.3 . . ? C23 N5 C28 107.7(9) . . ? C23 N5 C27 110.2(9) . . ? C28 N5 C27 108.7(9) . . ? C23 N5 Pd2 105.5(7) . . ? C28 N5 Pd2 115.0(7) . . ? C27 N5 Pd2 109.6(7) . . ? C26 N6 C25 107.9(9) . . ? C26 N6 C24 110.2(8) . . ? C25 N6 C24 106.2(9) . . ? C26 N6 Pd2 112.0(7) . . ? C25 N6 Pd2 114.8(6) . . ? C24 N6 Pd2 105.6(6) . . ? C16 C15 C22 113.9(8) . . ? C16 C15 N4 105.5(8) . . ? C22 C15 N4 108.4(8) . . ? C16 C15 H15 109.7 . . ? C22 C15 H15 109.7 . . ? N4 C15 H15 109.7 . . ? C21 C16 C17 121.0(11) . . ? C21 C16 C15 121.5(10) . . ? C17 C16 C15 117.4(10) . . ? C18 C17 C16 115.7(11) . . ? C18 C17 Pd2 131.5(9) . . ? C16 C17 Pd2 112.8(8) . . ? C19 C18 C17 123.4(12) . . ? C19 C18 H18 118.3 . . ? C17 C18 H18 118.3 . . ? C20 C19 C18 120.0(12) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C19 C20 C21 119.5(12) . . ? C19 C20 H20 120.2 . . ? C21 C20 H20 120.2 . . ? C20 C21 C16 120.2(11) . . ? C20 C21 H21 119.9 . . ? C16 C21 H21 119.9 . . ? C15 C22 H22A 109.5 . . ? C15 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C15 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N5 C23 C24 108.8(10) . . ? N5 C23 H23A 109.9 . . ? C24 C23 H23A 109.9 . . ? N5 C23 H23B 109.9 . . ? C24 C23 H23B 109.9 . . ? H23A C23 H23B 108.3 . . ? N6 C24 C23 109.2(9) . . ? N6 C24 H24A 109.8 . . ? C23 C24 H24A 109.8 . . ? N6 C24 H24B 109.8 . . ? C23 C24 H24B 109.8 . . ? H24A C24 H24B 108.3 . . ? N6 C25 H25A 109.5 . . ? N6 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? N6 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N6 C26 H26A 109.5 . . ? N6 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N6 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N5 C27 H27A 109.5 . . ? N5 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N5 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N5 C28 H28A 109.5 . . ? N5 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? N5 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O2 S1 O1 115.5(6) . . ? O2 S1 O3 115.5(7) . . ? O1 S1 O3 114.9(6) . . ? O2 S1 C29 102.6(6) . . ? O1 S1 C29 102.5(5) . . ? O3 S1 C29 103.0(6) . . ? F3 C29 F1 109.5(9) . . ? F3 C29 F2 107.9(10) . . ? F1 C29 F2 108.6(10) . . ? F3 C29 S1 111.4(8) . . ? F1 C29 S1 109.0(8) . . ? F2 C29 S1 110.4(8) . . ? O6 S2 O4 115.3(5) . . ? O6 S2 O5 114.1(6) . . ? O4 S2 O5 115.1(6) . . ? O6 S2 C30 104.0(6) . . ? O4 S2 C30 104.3(5) . . ? O5 S2 C30 101.7(5) . . ? F5 C30 F4 107.0(10) . . ? F5 C30 F6 106.2(8) . . ? F4 C30 F6 106.1(10) . . ? F5 C30 S2 114.1(8) . . ? F4 C30 S2 112.5(7) . . ? F6 C30 S2 110.4(7) . . ? _diffrn_measured_fraction_theta_max .991 _diffrn_reflns_theta_full 26.59 _diffrn_measured_fraction_theta_full .991 _refine_diff_density_max .671 _refine_diff_density_min -.772 _refine_diff_density_rms .133