Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Font-Bardia, Merce' 'Gomez, Montserrat' 'Jansat, Susanna' 'Maestro, Miguel A.' 'Muller, Guillermo' 'Saavedra, Jose Mahia' 'Solans, Xavier' _publ_contact_author_name 'Dr Montserrat Gomez' _publ_contact_author_address ; Dr Montserrat Gomez Departament de Quimica Inorganica Universiata de Barcelona Marti i Franques 1-11 E-08028 Barcelona SPAIN ; _publ_contact_author_email 'MONTSERRAT.GOMEZ@QI.UB.ES' data_1a _database_code_CSD 160662 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H28 F6 N2 O2 P Pd' _chemical_formula_weight 567.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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' '-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 16.304(9) _cell_length_b 16.589(3) _cell_length_c 17.088 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4622(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.632 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2296 _exptl_absorpt_coefficient_mu 0.938 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6721 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_sigmaI/netI 0.0550 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 30.06 _reflns_number_total 6677 _reflns_number_gt 3208 _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 w=1/[\s^2^(Fo^2^)+(0.0609P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00005(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 6677 _refine_ls_number_parameters 277 _refine_ls_number_restraints 93 _refine_ls_R_factor_all 0.1129 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.1173 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 0.866 _refine_ls_restrained_S_all 0.895 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd Pd 0.820226(14) 0.061933(18) 0.621708(16) 0.06455(12) Uani 1 d D . . O1 O 0.70966(16) 0.01566(17) 0.40186(16) 0.0796(7) Uani 1 d . . . O2 O 0.57815(15) 0.15487(17) 0.63483(15) 0.0782(7) Uani 1 d . . . N1 N 0.78601(17) 0.04631(17) 0.50657(18) 0.0664(8) Uani 1 d . . . N2 N 0.71121(18) 0.12360(19) 0.63665(16) 0.0668(8) Uani 1 d . . . C1 C 0.9146(3) 0.1869(3) 0.3775(3) 0.1109(16) Uani 1 d . . . H1 H 0.9270 0.2429 0.3851 0.119(4) Uiso 1 calc R . . H1A H 0.8861 0.1801 0.3288 0.119(4) Uiso 1 calc R . . H1B H 0.9646 0.1564 0.3764 0.119(4) Uiso 1 calc R . . C2 C 0.8614(3) 0.1574(3) 0.4437(3) 0.0905(13) Uani 1 d . . . H2 H 0.8905 0.1654 0.4926 0.119(4) Uiso 1 calc R . . H2A H 0.8121 0.1902 0.4455 0.119(4) Uiso 1 calc R . . C3 C 0.8371(2) 0.0716(2) 0.4379(2) 0.0700(10) Uani 1 d . . . H3 H 0.8865 0.0380 0.4357 0.119(4) Uiso 1 calc R . . C4 C 0.7819(3) 0.0509(3) 0.3691(3) 0.1048(16) Uani 1 d . . . H4 H 0.7682 0.0991 0.3398 0.119(4) Uiso 1 calc R . . H4A H 0.8089 0.0131 0.3343 0.119(4) Uiso 1 calc R . . C5 C 0.7178(2) 0.0179(2) 0.4797(2) 0.0629(8) Uani 1 d . . . C6 C 0.6488(2) -0.0145(2) 0.5229(2) 0.0683(9) Uani 1 d . . . C7 C 0.6159(2) -0.0868(3) 0.4974(3) 0.0869(12) Uani 1 d . . . H7 H 0.6390 -0.1123 0.4542 0.119(4) Uiso 1 calc R . . C8 C 0.5511(3) -0.1213(3) 0.5338(3) 0.0988(14) Uani 1 d . . . H8 H 0.5318 -0.1710 0.5166 0.063(10) Uiso 1 calc R . . C9 C 0.5136(3) -0.0840(4) 0.5955(4) 0.1146(17) Uani 1 d . . . H9 H 0.4682 -0.1076 0.6193 0.119(4) Uiso 1 calc R . . C10 C 0.5431(2) -0.0115(3) 0.6223(3) 0.0923(13) Uani 1 d . . . H10 H 0.5168 0.0142 0.6636 0.119(4) Uiso 1 calc R . . C11 C 0.6119(2) 0.0243(3) 0.5884(2) 0.0703(10) Uani 1 d . . . C12 C 0.6386(2) 0.1021(2) 0.6197(2) 0.0629(8) Uani 1 d . . . C13 C 0.6174(2) 0.2271(3) 0.6608(3) 0.0872(12) Uani 1 d . . . H13 H 0.5936 0.2456 0.7097 0.119(4) Uiso 1 calc R . . H13A H 0.6120 0.2694 0.6220 0.119(4) Uiso 1 calc R . . C14 C 0.7065(2) 0.2044(2) 0.6721(2) 0.0712(10) Uani 1 d . . . H14 H 0.7175 0.1997 0.7283 0.119(4) Uiso 1 calc R . . C15 C 0.7680(3) 0.2631(3) 0.6368(2) 0.0877(12) Uani 1 d . . . H15 H 0.8227 0.2411 0.6432 0.119(4) Uiso 1 calc R . . H15A H 0.7574 0.2675 0.5811 0.119(4) Uiso 1 calc R . . C16 C 0.7658(4) 0.3436(3) 0.6711(3) 0.130(2) Uani 1 d . . . H16 H 0.8060 0.3770 0.6460 0.119(4) Uiso 1 calc R . . H16A H 0.7777 0.3401 0.7260 0.119(4) Uiso 1 calc R . . H16B H 0.7123 0.3665 0.6638 0.119(4) Uiso 1 calc R . . C17 C 0.8787(3) 0.0757(4) 0.7321(3) 0.1300(13) Uani 1 d DU . . C18 C 0.9113(3) 0.0111(4) 0.6944(4) 0.1302(13) Uani 1 d DU . . C19 C 0.9371(3) 0.0061(4) 0.6196(3) 0.1290(13) Uani 1 d DU . . P P 0.12619(7) 0.19603(8) 0.59184(7) 0.0827(3) Uani 1 d D . . F1 F 0.1215(5) 0.1381(4) 0.6665(4) 0.1177(14) Uiso 0.50 d PDU A 1 F2 F 0.0938(4) 0.1271(3) 0.5375(3) 0.1264(10) Uiso 0.50 d PDU A 1 F3 F 0.1228(4) 0.2586(4) 0.5260(4) 0.1204(10) Uiso 0.50 d PDU A 1 F4 F 0.1527(4) 0.2666(4) 0.6501(4) 0.1223(10) Uiso 0.50 d PDU A 1 F5 F 0.0327(4) 0.2191(4) 0.6130(4) 0.1243(10) Uiso 0.50 d PDU A 1 F6 F 0.2150(4) 0.1737(4) 0.5737(4) 0.1251(10) Uiso 0.50 d PDU A 1 F1' F 0.1159(5) 0.1220(4) 0.6479(4) 0.1180(14) Uiso 0.50 d PDU A 2 F2' F 0.1667(4) 0.1397(4) 0.5275(3) 0.1268(10) Uiso 0.50 d PDU A 2 F3' F 0.1485(4) 0.2714(4) 0.5342(4) 0.1174(12) Uiso 0.50 d PDU A 2 F4' F 0.1005(4) 0.2602(3) 0.6538(4) 0.1238(10) Uiso 0.50 d PDU A 2 F5' F 0.0406(3) 0.1916(4) 0.5551(4) 0.1259(9) Uiso 0.50 d PDU A 2 F6' F 0.2197(4) 0.2061(4) 0.6257(4) 0.1223(10) Uiso 0.50 d PDU 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 Pd 0.04333(14) 0.0823(2) 0.06799(18) 0.00887(15) -0.00607(12) 0.00449(13) O1 0.0732(16) 0.100(2) 0.0654(16) -0.0062(15) -0.0011(13) -0.0082(15) O2 0.0547(13) 0.0953(19) 0.0845(18) -0.0150(15) 0.0057(12) 0.0212(13) N1 0.0484(15) 0.081(2) 0.0700(18) 0.0077(15) 0.0114(14) 0.0109(14) N2 0.0580(16) 0.086(2) 0.0564(17) 0.0023(15) -0.0025(13) 0.0085(15) C1 0.087(3) 0.117(4) 0.128(4) 0.030(3) 0.017(3) -0.002(3) C2 0.072(3) 0.101(3) 0.099(3) 0.012(3) 0.010(2) -0.011(2) C3 0.0582(19) 0.080(3) 0.072(2) 0.009(2) 0.0160(17) 0.0067(18) C4 0.108(4) 0.133(4) 0.073(3) 0.006(3) 0.007(3) -0.033(3) C5 0.0508(18) 0.073(2) 0.065(2) -0.0057(18) -0.0026(17) 0.0049(17) C6 0.0465(17) 0.086(3) 0.072(2) 0.002(2) -0.0049(17) -0.0049(18) C7 0.060(2) 0.091(3) 0.110(3) -0.006(3) -0.009(2) -0.007(2) C8 0.064(2) 0.099(3) 0.133(4) -0.005(3) -0.013(3) -0.018(2) C9 0.064(3) 0.125(4) 0.156(5) 0.016(4) 0.030(3) -0.015(3) C10 0.054(2) 0.109(4) 0.114(4) -0.003(3) 0.018(2) 0.004(2) C11 0.0450(17) 0.088(3) 0.078(2) 0.006(2) 0.0057(17) 0.0059(18) C12 0.0523(18) 0.077(2) 0.060(2) 0.0009(18) 0.0063(16) 0.0122(17) C13 0.086(3) 0.098(3) 0.078(3) -0.010(2) -0.001(2) 0.024(3) C14 0.077(2) 0.088(3) 0.049(2) -0.0056(18) 0.0052(17) 0.021(2) C15 0.102(3) 0.096(3) 0.064(3) -0.012(2) 0.001(2) -0.001(3) C16 0.178(6) 0.111(4) 0.102(4) -0.001(3) 0.012(4) -0.017(4) C17 0.096(2) 0.165(3) 0.129(3) 0.009(3) -0.056(2) 0.031(2) C18 0.095(2) 0.165(3) 0.131(3) 0.009(3) -0.056(2) 0.032(2) C19 0.093(2) 0.164(3) 0.130(3) 0.009(3) -0.054(2) 0.033(2) P 0.0768(7) 0.1050(9) 0.0663(6) 0.0006(6) -0.0038(5) 0.0084(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 Pd N1 2.061(3) . ? Pd N2 2.067(3) . ? Pd C18 2.111(5) . ? Pd C19 2.120(5) . ? Pd C17 2.127(5) . ? O1 C5 1.338(4) . ? O1 C4 1.429(5) . ? O2 C12 1.343(4) . ? O2 C13 1.429(5) . ? N1 C5 1.292(4) . ? N1 C3 1.498(5) . ? N2 C12 1.270(4) . ? N2 C14 1.473(5) . ? C1 C2 1.508(6) . ? C1 H1 0.9600 . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C2 C3 1.481(5) . ? C2 H2 0.9700 . ? C2 H2A 0.9700 . ? C3 C4 1.520(6) . ? C3 H3 0.9800 . ? C4 H4 0.9700 . ? C4 H4A 0.9700 . ? C5 C6 1.449(5) . ? C6 C7 1.384(6) . ? C6 C11 1.424(5) . ? C7 C8 1.352(6) . ? C7 H7 0.9300 . ? C8 C9 1.368(7) . ? C8 H8 0.9300 . ? C9 C10 1.374(7) . ? C9 H9 0.9300 . ? C10 C11 1.395(5) . ? C10 H10 0.9300 . ? C11 C12 1.464(6) . ? C13 C14 1.513(5) . ? C13 H13 0.9700 . ? C13 H13A 0.9700 . ? C14 C15 1.521(6) . ? C14 H14 0.9800 . ? C15 C16 1.459(7) . ? C15 H15 0.9700 . ? C15 H15A 0.9700 . ? C16 H16 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C17 C18 1.358(7) . ? C18 C19 1.348(7) . ? P F6 1.526(6) . ? P F5' 1.532(6) . ? P F3 1.532(7) . ? P F4' 1.559(6) . ? P F2 1.564(6) . ? P F1' 1.566(7) . ? P F2' 1.587(6) . ? P F4 1.597(6) . ? P F1 1.599(7) . ? P F5 1.612(6) . ? P F3' 1.633(7) . ? P F6' 1.639(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 N1 Pd N2 86.99(11) . . ? N1 Pd C18 134.6(2) . . ? N2 Pd C18 136.9(2) . . ? N1 Pd C19 99.92(18) . . ? N2 Pd C19 172.68(19) . . ? C18 Pd C19 37.17(19) . . ? N1 Pd C17 169.05(18) . . ? N2 Pd C17 102.87(18) . . ? C18 Pd C17 37.38(19) . . ? C19 Pd C17 70.0(2) . . ? C5 O1 C4 107.2(3) . . ? C12 O2 C13 106.1(3) . . ? C5 N1 C3 107.6(3) . . ? C5 N1 Pd 128.1(2) . . ? C3 N1 Pd 124.2(2) . . ? C12 N2 C14 107.5(3) . . ? C12 N2 Pd 129.4(3) . . ? C14 N2 Pd 123.1(2) . . ? C2 C1 H1 109.5 . . ? C2 C1 H1A 109.5 . . ? H1 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C3 C2 C1 114.6(4) . . ? C3 C2 H2 108.6 . . ? C1 C2 H2 108.6 . . ? C3 C2 H2A 108.6 . . ? C1 C2 H2A 108.6 . . ? H2 C2 H2A 107.6 . . ? C2 C3 N1 111.4(3) . . ? C2 C3 C4 115.2(4) . . ? N1 C3 C4 102.3(3) . . ? C2 C3 H3 109.2 . . ? N1 C3 H3 109.2 . . ? C4 C3 H3 109.2 . . ? O1 C4 C3 106.1(3) . . ? O1 C4 H4 110.5 . . ? C3 C4 H4 110.5 . . ? O1 C4 H4A 110.5 . . ? C3 C4 H4A 110.5 . . ? H4 C4 H4A 108.7 . . ? N1 C5 O1 116.6(3) . . ? N1 C5 C6 128.5(3) . . ? O1 C5 C6 114.8(3) . . ? C7 C6 C11 118.4(3) . . ? C7 C6 C5 117.5(3) . . ? C11 C6 C5 124.1(3) . . ? C8 C7 C6 121.6(4) . . ? C8 C7 H7 119.2 . . ? C6 C7 H7 119.2 . . ? C7 C8 C9 120.9(5) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C8 C9 C10 119.7(4) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C9 C10 C11 121.1(4) . . ? C9 C10 H10 119.5 . . ? C11 C10 H10 119.5 . . ? C10 C11 C6 118.2(4) . . ? C10 C11 C12 117.6(4) . . ? C6 C11 C12 124.0(3) . . ? N2 C12 O2 117.2(3) . . ? N2 C12 C11 127.4(3) . . ? O2 C12 C11 115.3(3) . . ? O2 C13 C14 105.2(3) . . ? O2 C13 H13 110.7 . . ? C14 C13 H13 110.7 . . ? O2 C13 H13A 110.7 . . ? C14 C13 H13A 110.7 . . ? H13 C13 H13A 108.8 . . ? N2 C14 C13 102.9(3) . . ? N2 C14 C15 112.7(3) . . ? C13 C14 C15 115.0(4) . . ? N2 C14 H14 108.7 . . ? C13 C14 H14 108.7 . . ? C15 C14 H14 108.7 . . ? C16 C15 C14 114.2(4) . . ? C16 C15 H15 108.7 . . ? C14 C15 H15 108.7 . . ? C16 C15 H15A 108.7 . . ? C14 C15 H15A 108.7 . . ? H15 C15 H15A 107.6 . . ? C15 C16 H16 109.5 . . ? C15 C16 H16A 109.5 . . ? H16 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C18 C17 Pd 70.7(3) . . ? C19 C18 C17 128.4(6) . . ? C19 C18 Pd 71.8(3) . . ? C17 C18 Pd 71.9(3) . . ? C18 C19 Pd 71.1(3) . . ? F6 P F5' 140.3(4) . . ? F6 P F3 92.8(3) . . ? F5' P F3 72.4(3) . . ? F6 P F4' 124.0(4) . . ? F5' P F4' 93.8(3) . . ? F3 P F4' 91.5(4) . . ? F6 P F2 91.2(3) . . ? F5' P F2 54.2(3) . . ? F3 P F2 92.7(3) . . ? F4' P F2 144.3(3) . . ? F6 P F1' 92.1(4) . . ? F5' P F1' 96.6(3) . . ? F3 P F1' 167.5(4) . . ? F4' P F1' 95.2(3) . . ? F2 P F1' 75.7(3) . . ? F6 P F2' 47.2(3) . . ? F5' P F2' 93.9(3) . . ? F3 P F2' 84.6(4) . . ? F4' P F2' 169.9(3) . . ? F2 P F2' 45.5(3) . . ? F1' P F2' 90.4(3) . . ? F6 P F4 92.8(3) . . ? F5' P F4 122.5(3) . . ? F3 P F4 88.3(3) . . ? F4' P F4 31.6(3) . . ? F2 P F4 175.8(3) . . ? F1' P F4 102.9(4) . . ? F2' P F4 138.7(3) . . ? F6 P F1 93.6(3) . . ? F5' P F1 104.7(4) . . ? F3 P F1 172.5(4) . . ? F4' P F1 81.7(4) . . ? F2 P F1 91.0(3) . . ? F1' P F1 15.4(4) . . ? F2' P F1 102.6(4) . . ? F4 P F1 87.5(3) . . ? F6 P F5 178.8(3) . . ? F5' P F5 40.7(3) . . ? F3 P F5 88.3(3) . . ? F4' P F5 55.4(3) . . ? F2 P F5 89.3(3) . . ? F1' P F5 87.0(4) . . ? F2' P F5 133.5(3) . . ? F4 P F5 86.7(3) . . ? F1 P F5 85.3(3) . . ? F6 P F3' 81.5(3) . . ? F5' P F3' 89.5(3) . . ? F3 P F3' 17.4(4) . . ? F4' P F3' 86.9(3) . . ? F2 P F3' 106.1(3) . . ? F1' P F3' 173.3(4) . . ? F2' P F3' 86.6(3) . . ? F4 P F3' 75.8(3) . . ? F1 P F3' 162.2(3) . . ? F5 P F3' 99.4(3) . . ? F6 P F6' 38.2(3) . . ? F5' P F6' 175.4(3) . . ? F3 P F6' 103.0(3) . . ? F4' P F6' 86.6(3) . . ? F2 P F6' 126.7(3) . . ? F1' P F6' 87.9(3) . . ? F2' P F6' 85.3(3) . . ? F4 P F6' 56.9(3) . . ? F1 P F6' 79.9(3) . . ? F5 P F6' 140.9(3) . . ? F3' P F6' 85.9(3) . . ? _diffrn_measured_fraction_theta_max 0.901 _diffrn_reflns_theta_full 30.06 _diffrn_measured_fraction_theta_full 0.901 _refine_diff_density_max 0.469 _refine_diff_density_min -0.484 _refine_diff_density_rms 0.059 #=======END data_1b _database_code_CSD 160663 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C21 H29 F6 N2 O2 P Pd' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C21 H29 F6 N2 O2 P Pd' _chemical_formula_weight 592.83 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) 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 11.470(2) _cell_length_b 13.530(2) _cell_length_c 16.332(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2534.6(8) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Neeedle _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.554 _exptl_crystal_density_method ? _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.859 _exptl_absorpt_correction_type Sadabs _exptl_absorpt_correction_T_min 0.617172 _exptl_absorpt_correction_T_max 1.000000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'Siemens CCD' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.41 _diffrn_reflns_number 14123 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 28.29 _reflns_number_total 6280 _reflns_number_observed 5376 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART' _computing_data_reduction 'Siemens SAINT' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0445P)^2^+0.8721P] 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 ? _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) _refine_ls_number_reflns 6280 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0483 _refine_ls_R_factor_obs 0.0375 _refine_ls_wR_factor_all 0.0929 _refine_ls_wR_factor_obs 0.0867 _refine_ls_goodness_of_fit_all 1.027 _refine_ls_goodness_of_fit_obs 1.039 _refine_ls_restrained_S_all 1.027 _refine_ls_restrained_S_obs 1.039 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pd1 Pd 0.49142(2) 0.73704(2) 0.851150(14) 0.04325(8) Uani 1 d . . P1 P 0.51354(11) 1.07938(8) 0.39465(6) 0.0586(3) Uani 1 d . . F1 F 0.5768(5) 0.9797(3) 0.3797(3) 0.149(2) Uani 1 d . . F2 F 0.4502(5) 1.1776(4) 0.4104(3) 0.178(2) Uani 1 d . . F3 F 0.4014(4) 1.0156(5) 0.4032(3) 0.175(2) Uani 1 d . . F4 F 0.6278(5) 1.1353(5) 0.3876(4) 0.180(2) Uani 1 d . . F5 F 0.5319(4) 1.0675(3) 0.4890(2) 0.1226(14) Uani 1 d . . F6 F 0.4973(6) 1.0891(3) 0.3007(2) 0.166(2) Uani 1 d . . O1 O 0.3485(3) 0.5322(2) 0.6835(2) 0.0571(7) Uani 1 d . . O2 O 0.7477(3) 0.6658(3) 0.6726(2) 0.0722(9) Uani 1 d . . N1 N 0.3952(3) 0.6286(2) 0.7893(2) 0.0474(7) Uani 1 d . . N2 N 0.6347(3) 0.6878(2) 0.7827(2) 0.0512(8) Uani 1 d . . C1 C 0.4386(3) 0.6849(3) 0.6484(3) 0.0511(8) Uani 1 d . . C2 C 0.3607(5) 0.7124(4) 0.5869(3) 0.0724(13) Uani 1 d . . H2A H 0.2851(5) 0.6876(4) 0.5873(3) 0.087 Uiso 1 calc R . C3 C 0.3945(7) 0.7757(4) 0.5262(3) 0.096(2) Uani 1 d . . H3A H 0.3411(7) 0.7955(4) 0.4866(3) 0.115 Uiso 1 calc R . C4 C 0.5080(7) 0.8104(4) 0.5232(3) 0.095(2) Uani 1 d . . H4A H 0.5312(7) 0.8532(4) 0.4817(3) 0.115 Uiso 1 calc R . C5 C 0.5847(5) 0.7815(4) 0.5814(3) 0.0791(15) Uani 1 d . . H5A H 0.6614(5) 0.8034(4) 0.5780(3) 0.095 Uiso 1 calc R . C6 C 0.5531(4) 0.7209(3) 0.6453(3) 0.0578(9) Uani 1 d . . C7 C 0.3957(3) 0.6166(3) 0.7114(2) 0.0487(9) Uani 1 d . . C8 C 0.3161(5) 0.4738(3) 0.7545(3) 0.0593(11) Uani 1 d . . H8A H 0.3645(5) 0.4152(3) 0.7588(3) 0.071 Uiso 1 calc R . H8B H 0.2351(5) 0.4537(3) 0.7513(3) 0.071 Uiso 1 calc R . C9 C 0.3362(3) 0.5428(3) 0.8278(2) 0.0479(9) Uani 1 d . . H9A H 0.3895(3) 0.5111(3) 0.8666(2) 0.057 Uiso 1 calc R . C10 C 0.2239(4) 0.5744(3) 0.8731(3) 0.0579(11) Uani 1 d . . H10A H 0.2466(4) 0.6218(3) 0.9155(3) 0.070 Uiso 1 calc R . C11 C 0.1388(4) 0.6257(4) 0.8172(4) 0.082(2) Uani 1 d . . H11A H 0.1762(4) 0.6812(4) 0.7918(4) 0.123 Uiso 1 calc R . H11B H 0.0731(4) 0.6482(4) 0.8485(4) 0.123 Uiso 1 calc R . H11C H 0.1128(4) 0.5804(4) 0.7759(4) 0.123 Uiso 1 calc R . C12 C 0.1706(5) 0.4839(4) 0.9166(4) 0.081(2) Uani 1 d . . H12A H 0.2282(5) 0.4540(4) 0.9513(4) 0.122 Uiso 1 calc R . H12B H 0.1450(5) 0.4368(4) 0.8765(4) 0.122 Uiso 1 calc R . H12C H 0.1053(5) 0.5046(4) 0.9492(4) 0.122 Uiso 1 calc R . C13 C 0.6429(4) 0.6907(3) 0.7048(3) 0.0532(9) Uani 1 d . . C14 C 0.8249(4) 0.6479(4) 0.7420(3) 0.0757(14) Uani 1 d . . H14A H 0.8811(4) 0.7010(4) 0.7478(3) 0.091 Uiso 1 calc R . H14B H 0.8665(4) 0.5860(4) 0.7354(3) 0.091 Uiso 1 calc R . C15 C 0.7438(3) 0.6437(3) 0.8162(3) 0.0578(10) Uani 1 d . . H15A H 0.7746(3) 0.6864(3) 0.8596(3) 0.069 Uiso 1 calc R . C16 C 0.7183(4) 0.5406(3) 0.8515(3) 0.0671(11) Uani 1 d . . H16A H 0.6581(4) 0.5483(3) 0.8936(3) 0.081 Uiso 1 calc R . C17 C 0.6714(5) 0.4698(4) 0.7870(4) 0.082(2) Uani 1 d . . H17A H 0.6030(5) 0.4977(4) 0.7621(4) 0.122 Uiso 1 calc R . H17B H 0.6517(5) 0.4080(4) 0.8123(4) 0.122 Uiso 1 calc R . H17C H 0.7297(5) 0.4590(4) 0.7458(4) 0.122 Uiso 1 calc R . C18 C 0.8261(5) 0.5007(5) 0.8928(4) 0.095(2) Uani 1 d . . H18A H 0.8530(5) 0.5473(5) 0.9329(4) 0.143 Uiso 1 calc R . H18B H 0.8860(5) 0.4903(5) 0.8526(4) 0.143 Uiso 1 calc R . H18C H 0.8080(5) 0.4392(5) 0.9191(4) 0.143 Uiso 1 calc R . C19 C 0.3700(4) 0.8027(3) 0.9323(3) 0.0628(12) Uani 1 d . . H19A H 0.2955(4) 0.8219(3) 0.9092(3) 0.075 Uiso 1 calc R . H19B H 0.3638(4) 0.7735(3) 0.9864(3) 0.075 Uiso 1 calc R . C20 C 0.4638(4) 0.8675(3) 0.9193(2) 0.0614(12) Uani 1 d . . H20A H 0.4509(4) 0.9303(3) 0.8908(2) 0.074 Uiso 1 calc R . C21 C 0.5753(5) 0.8347(3) 0.9330(3) 0.0619(12) Uani 1 d . . H21A H 0.5918(5) 0.8093(3) 0.9873(3) 0.074 Uiso 1 calc R . H21B H 0.6377(5) 0.8747(3) 0.9105(3) 0.074 Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.05254(14) 0.04259(13) 0.03460(11) -0.00768(9) -0.00123(12) -0.00103(12) P1 0.0654(7) 0.0600(5) 0.0505(5) -0.0090(4) -0.0016(6) 0.0043(6) F1 0.234(5) 0.081(2) 0.131(3) 0.012(2) 0.073(3) 0.053(3) F2 0.271(6) 0.134(3) 0.129(3) -0.015(3) -0.011(4) 0.129(4) F3 0.119(3) 0.230(6) 0.176(5) -0.060(5) 0.013(3) -0.088(4) F4 0.140(4) 0.201(5) 0.199(5) -0.013(4) 0.026(4) -0.095(4) F5 0.184(4) 0.127(3) 0.056(2) -0.002(2) -0.020(2) -0.009(3) F6 0.298(6) 0.140(3) 0.059(2) 0.004(2) -0.048(3) -0.005(5) O1 0.070(2) 0.050(2) 0.0508(15) -0.0149(12) -0.0076(14) -0.0067(13) O2 0.064(2) 0.095(2) 0.057(2) -0.002(2) 0.0188(15) 0.004(2) N1 0.048(2) 0.051(2) 0.043(2) -0.0111(14) -0.0021(13) -0.0029(14) N2 0.055(2) 0.051(2) 0.048(2) -0.0079(15) 0.0022(15) 0.000(2) C1 0.069(2) 0.043(2) 0.042(2) -0.009(2) -0.005(2) 0.005(2) C2 0.095(3) 0.070(3) 0.052(2) -0.003(2) -0.020(2) 0.003(3) C3 0.144(6) 0.084(4) 0.060(3) 0.009(3) -0.030(3) 0.015(4) C4 0.156(6) 0.074(3) 0.057(3) 0.023(2) 0.008(4) 0.008(5) C5 0.112(4) 0.065(3) 0.060(3) 0.010(2) 0.015(3) -0.004(3) C6 0.083(3) 0.049(2) 0.041(2) -0.003(2) 0.002(2) 0.000(2) C7 0.054(2) 0.049(2) 0.043(2) -0.011(2) -0.008(2) 0.003(2) C8 0.068(3) 0.051(2) 0.059(3) -0.015(2) 0.012(2) -0.003(2) C9 0.049(2) 0.046(2) 0.049(2) -0.009(2) -0.001(2) -0.002(2) C10 0.055(2) 0.060(2) 0.059(3) -0.021(2) 0.007(2) -0.007(2) C11 0.058(3) 0.086(3) 0.102(4) -0.027(3) -0.010(3) 0.014(3) C12 0.074(3) 0.074(3) 0.096(4) -0.021(3) 0.030(3) -0.013(3) C13 0.058(2) 0.047(2) 0.055(2) -0.001(2) 0.010(2) -0.002(2) C14 0.057(3) 0.095(4) 0.075(3) -0.005(3) 0.006(2) 0.000(3) C15 0.049(2) 0.070(3) 0.055(2) -0.014(2) -0.006(2) 0.000(2) C16 0.062(2) 0.076(3) 0.063(3) -0.005(3) -0.006(2) 0.000(2) C17 0.088(4) 0.063(3) 0.094(4) -0.003(3) -0.022(3) -0.001(3) C18 0.091(4) 0.101(5) 0.094(4) 0.012(4) -0.021(3) 0.012(3) C19 0.072(3) 0.064(3) 0.052(2) -0.019(2) 0.010(2) 0.012(2) C20 0.095(3) 0.047(2) 0.043(2) -0.012(2) 0.004(2) 0.003(2) C21 0.089(3) 0.059(3) 0.037(2) -0.008(2) -0.002(2) -0.020(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 N2 2.096(3) . ? Pd1 N1 2.096(3) . ? Pd1 C20 2.110(4) . ? Pd1 C21 2.111(4) . ? Pd1 C19 2.118(4) . ? P1 F4 1.518(4) . ? P1 F2 1.536(4) . ? P1 F1 1.550(4) . ? P1 F6 1.552(3) . ? P1 F3 1.556(4) . ? P1 F5 1.564(3) . ? O1 C7 1.344(4) . ? O1 C8 1.451(5) . ? O2 C13 1.355(5) . ? O2 C14 1.459(6) . ? N1 C7 1.282(5) . ? N1 C9 1.483(5) . ? N2 C13 1.277(5) . ? N2 C15 1.490(5) . ? C1 C2 1.395(6) . ? C1 C6 1.402(6) . ? C1 C7 1.468(6) . ? C2 C3 1.367(8) . ? C3 C4 1.385(9) . ? C4 C5 1.352(8) . ? C5 C6 1.376(6) . ? C6 C13 1.475(6) . ? C8 C9 1.536(5) . ? C9 C10 1.545(5) . ? C10 C11 1.506(7) . ? C10 C12 1.542(7) . ? C14 C15 1.528(6) . ? C15 C16 1.537(6) . ? C16 C18 1.509(7) . ? C16 C17 1.523(7) . ? C19 C20 1.404(6) . ? C20 C21 1.372(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pd1 N1 86.20(13) . . ? N2 Pd1 C20 131.6(2) . . ? N1 Pd1 C20 139.5(2) . . ? N2 Pd1 C21 100.3(2) . . ? N1 Pd1 C21 169.5(2) . . ? C20 Pd1 C21 37.9(2) . . ? N2 Pd1 C19 169.28(15) . . ? N1 Pd1 C19 104.4(2) . . ? C20 Pd1 C19 38.8(2) . . ? C21 Pd1 C19 69.0(2) . . ? F4 P1 F2 89.4(4) . . ? F4 P1 F1 91.0(3) . . ? F2 P1 F1 179.3(3) . . ? F4 P1 F6 89.2(3) . . ? F2 P1 F6 92.1(3) . . ? F1 P1 F6 88.5(3) . . ? F4 P1 F3 176.1(4) . . ? F2 P1 F3 94.2(4) . . ? F1 P1 F3 85.3(3) . . ? F6 P1 F3 92.1(3) . . ? F4 P1 F5 90.6(3) . . ? F2 P1 F5 89.3(2) . . ? F1 P1 F5 90.1(2) . . ? F6 P1 F5 178.7(3) . . ? F3 P1 F5 88.0(3) . . ? C7 O1 C8 107.1(3) . . ? C13 O2 C14 106.1(3) . . ? C7 N1 C9 108.9(3) . . ? C7 N1 Pd1 124.3(3) . . ? C9 N1 Pd1 125.7(2) . . ? C13 N2 C15 108.4(3) . . ? C13 N2 Pd1 125.4(3) . . ? C15 N2 Pd1 126.2(3) . . ? C2 C1 C6 118.7(5) . . ? C2 C1 C7 117.3(4) . . ? C6 C1 C7 124.0(4) . . ? C3 C2 C1 120.5(5) . . ? C2 C3 C4 120.3(5) . . ? C5 C4 C3 119.3(5) . . ? C4 C5 C6 122.2(6) . . ? C5 C6 C1 118.8(5) . . ? C5 C6 C13 118.8(4) . . ? C1 C6 C13 122.3(4) . . ? N1 C7 O1 116.3(4) . . ? N1 C7 C1 128.1(3) . . ? O1 C7 C1 115.6(3) . . ? O1 C8 C9 104.7(3) . . ? N1 C9 C8 102.3(3) . . ? N1 C9 C10 111.6(3) . . ? C8 C9 C10 114.6(3) . . ? C11 C10 C12 112.8(4) . . ? C11 C10 C9 112.2(4) . . ? C12 C10 C9 109.4(4) . . ? N2 C13 O2 116.5(4) . . ? N2 C13 C6 127.9(4) . . ? O2 C13 C6 115.6(4) . . ? O2 C14 C15 104.7(3) . . ? N2 C15 C14 101.9(3) . . ? N2 C15 C16 109.9(3) . . ? C14 C15 C16 116.5(4) . . ? C18 C16 C17 112.0(5) . . ? C18 C16 C15 109.7(4) . . ? C17 C16 C15 112.3(4) . . ? C20 C19 Pd1 70.3(2) . . ? C21 C20 C19 119.2(4) . . ? C21 C20 Pd1 71.1(3) . . ? C19 C20 Pd1 70.9(2) . . ? C20 C21 Pd1 71.0(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 N2 Pd1 N1 C7 -49.5(3) . . . . ? C20 Pd1 N1 C7 112.0(3) . . . . ? C21 Pd1 N1 C7 -178.3(9) . . . . ? C19 Pd1 N1 C7 132.2(3) . . . . ? N2 Pd1 N1 C9 117.5(3) . . . . ? C20 Pd1 N1 C9 -81.1(4) . . . . ? C21 Pd1 N1 C9 -11.3(11) . . . . ? C19 Pd1 N1 C9 -60.9(3) . . . . ? N1 Pd1 N2 C13 62.0(3) . . . . ? C20 Pd1 N2 C13 -102.0(4) . . . . ? C21 Pd1 N2 C13 -126.3(3) . . . . ? C19 Pd1 N2 C13 -126.5(8) . . . . ? N1 Pd1 N2 C15 -118.0(3) . . . . ? C20 Pd1 N2 C15 78.1(4) . . . . ? C21 Pd1 N2 C15 53.7(3) . . . . ? C19 Pd1 N2 C15 53.5(10) . . . . ? C6 C1 C2 C3 -1.9(7) . . . . ? C7 C1 C2 C3 -179.9(4) . . . . ? C1 C2 C3 C4 2.4(8) . . . . ? C2 C3 C4 C5 -0.4(9) . . . . ? C3 C4 C5 C6 -2.1(8) . . . . ? C4 C5 C6 C1 2.5(7) . . . . ? C4 C5 C6 C13 178.3(5) . . . . ? C2 C1 C6 C5 -0.5(6) . . . . ? C7 C1 C6 C5 177.4(4) . . . . ? C2 C1 C6 C13 -176.2(4) . . . . ? C7 C1 C6 C13 1.7(6) . . . . ? C9 N1 C7 O1 -1.9(5) . . . . ? Pd1 N1 C7 O1 167.0(3) . . . . ? C9 N1 C7 C1 176.2(4) . . . . ? Pd1 N1 C7 C1 -14.9(6) . . . . ? C8 O1 C7 N1 -3.8(5) . . . . ? C8 O1 C7 C1 177.8(4) . . . . ? C2 C1 C7 N1 -124.3(5) . . . . ? C6 C1 C7 N1 57.8(6) . . . . ? C2 C1 C7 O1 53.8(5) . . . . ? C6 C1 C7 O1 -124.1(4) . . . . ? C7 O1 C8 C9 7.5(5) . . . . ? C7 N1 C9 C8 6.3(4) . . . . ? Pd1 N1 C9 C8 -162.3(3) . . . . ? C7 N1 C9 C10 -116.7(4) . . . . ? Pd1 N1 C9 C10 74.7(4) . . . . ? O1 C8 C9 N1 -8.2(4) . . . . ? O1 C8 C9 C10 112.8(4) . . . . ? N1 C9 C10 C11 57.7(4) . . . . ? C8 C9 C10 C11 -58.0(5) . . . . ? N1 C9 C10 C12 -176.3(4) . . . . ? C8 C9 C10 C12 68.0(5) . . . . ? C15 N2 C13 O2 -7.3(5) . . . . ? Pd1 N2 C13 O2 172.7(3) . . . . ? C15 N2 C13 C6 174.8(4) . . . . ? Pd1 N2 C13 C6 -5.1(6) . . . . ? C14 O2 C13 N2 -3.3(5) . . . . ? C14 O2 C13 C6 174.8(4) . . . . ? C5 C6 C13 N2 136.1(5) . . . . ? C1 C6 C13 N2 -48.2(6) . . . . ? C5 C6 C13 O2 -41.8(6) . . . . ? C1 C6 C13 O2 133.9(4) . . . . ? C13 O2 C14 C15 12.0(5) . . . . ? C13 N2 C15 C14 14.0(5) . . . . ? Pd1 N2 C15 C14 -166.1(3) . . . . ? C13 N2 C15 C16 -110.2(4) . . . . ? Pd1 N2 C15 C16 69.8(4) . . . . ? O2 C14 C15 N2 -15.3(5) . . . . ? O2 C14 C15 C16 104.3(4) . . . . ? N2 C15 C16 C18 -174.3(4) . . . . ? C14 C15 C16 C18 70.5(5) . . . . ? N2 C15 C16 C17 60.6(5) . . . . ? C14 C15 C16 C17 -54.6(5) . . . . ? N2 Pd1 C19 C20 29.7(10) . . . . ? N1 Pd1 C19 C20 -159.0(3) . . . . ? C20 Pd1 C19 C20 0.0 . . . . ? C21 Pd1 C19 C20 29.5(3) . . . . ? Pd1 C19 C20 C21 -54.1(4) . . . . ? Pd1 C19 C20 Pd1 0.0 . . . . ? N2 Pd1 C20 C21 -41.3(3) . . . . ? N1 Pd1 C20 C21 163.9(2) . . . . ? C21 Pd1 C20 C21 0.000(2) . . . . ? C19 Pd1 C20 C21 131.6(4) . . . . ? N2 Pd1 C20 C19 -172.9(3) . . . . ? N1 Pd1 C20 C19 32.3(4) . . . . ? C21 Pd1 C20 C19 -131.6(4) . . . . ? C19 Pd1 C20 C19 0.0 . . . . ? C19 C20 C21 Pd1 54.0(3) . . . . ? Pd1 C20 C21 Pd1 0.000(1) . . . . ? N2 Pd1 C21 C20 149.9(2) . . . . ? N1 Pd1 C21 C20 -82.3(9) . . . . ? C20 Pd1 C21 C20 0.000(2) . . . . ? C19 Pd1 C21 C20 -30.1(3) . . . . ? _refine_diff_density_max 0.500 _refine_diff_density_min -0.408 _refine_diff_density_rms 0.060 #========END data_CIF_2a _database_code_CSD 160664 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H36 Cl5 F6 N2 O2 P Pd' _chemical_formula_weight 921.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.061(3) _cell_length_b 11.9323(15) _cell_length_c 22.782(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.939(9) _cell_angle_gamma 90.00 _cell_volume 3801.8(11) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Needle _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1856 _exptl_absorpt_coefficient_mu 0.944 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.736512 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details Sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 ? _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% -0.71 _diffrn_reflns_number 20800 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0422 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 28.29 _reflns_number_total 9387 _reflns_number_gt 6564 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART' _computing_data_reduction 'Siemens SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0927P)^2^+5.7907P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9387 _refine_ls_number_parameters 451 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0908 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_ref 0.1864 _refine_ls_wR_factor_gt 0.1633 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 0.22260(2) 0.72225(3) 0.319268(14) 0.04432(13) Uani 1 1 d . . . P1 P -0.16425(13) 0.71475(15) 0.14011(9) 0.0818(5) Uani 1 1 d . . . F1 F -0.2022(4) 0.6888(13) 0.1984(4) 0.289(7) Uani 1 1 d . . . F2 F -0.1305(7) 0.7361(7) 0.0796(3) 0.199(4) Uani 1 1 d . . . F3 F -0.0632(4) 0.6979(6) 0.1697(4) 0.218(5) Uani 1 1 d . . . F4 F -0.2679(5) 0.7336(7) 0.1122(3) 0.175(3) Uani 1 1 d . . . F5 F -0.1531(6) 0.8425(5) 0.1493(3) 0.191(3) Uani 1 1 d . . . F6 F -0.1747(8) 0.5918(6) 0.1291(7) 0.299(6) Uani 1 1 d . . . O1 O 0.1707(3) 0.5057(3) 0.46142(14) 0.0648(9) Uani 1 1 d . . . O2 O 0.0083(2) 0.4902(3) 0.25283(14) 0.0594(8) Uani 1 1 d . . . N1 N 0.2244(3) 0.6130(3) 0.39184(16) 0.0516(9) Uani 1 1 d . . . N2 N 0.1326(3) 0.6052(3) 0.27194(15) 0.0475(8) Uani 1 1 d . . . C1 C 0.0515(4) 0.5976(4) 0.3984(2) 0.0529(11) Uani 1 1 d . . . C12 C 0.0554(3) 0.5664(4) 0.28829(19) 0.0478(10) Uani 1 1 d . . . C2 C -0.0034(5) 0.6200(5) 0.4444(3) 0.0722(15) Uani 1 1 d . . . H2A H 0.0244 0.6158 0.4832 0.087 Uiso 1 1 calc R . . C3 C -0.0992(5) 0.6485(5) 0.4333(3) 0.0790(18) Uani 1 1 d . . . H3A H -0.1345 0.6668 0.4643 0.095 Uiso 1 1 calc R . . C4 C -0.1417(4) 0.6498(6) 0.3764(3) 0.0780(17) Uani 1 1 d . . . H4A H -0.2060 0.6688 0.3688 0.094 Uiso 1 1 calc R . . C5 C -0.0896(4) 0.6229(5) 0.3305(3) 0.0668(14) Uani 1 1 d . . . H5A H -0.1197 0.6214 0.2922 0.080 Uiso 1 1 calc R . . C6 C 0.0068(4) 0.5981(4) 0.3404(2) 0.0532(11) Uani 1 1 d . . . C7 C 0.1528(4) 0.5732(4) 0.41479(19) 0.0528(11) Uani 1 1 d . . . C8 C 0.2738(4) 0.4898(5) 0.4696(2) 0.0717(15) Uani 1 1 d . . . H8A H 0.2903 0.4125 0.4621 0.086 Uiso 1 1 calc R . . H8B H 0.2992 0.5093 0.5095 0.086 Uiso 1 1 calc R . . C9 C 0.3133(4) 0.5682(4) 0.4249(2) 0.0587(12) Uani 1 1 d . . . H9A H 0.3492 0.6293 0.4456 0.070 Uiso 1 1 calc R . . C10 C 0.3751(4) 0.5104(5) 0.3837(2) 0.0695(14) Uani 1 1 d . . . H10A H 0.3889 0.5624 0.3530 0.083 Uiso 1 1 calc R . . H10B H 0.3401 0.4477 0.3650 0.083 Uiso 1 1 calc R . . C11 C 0.4699(5) 0.4675(7) 0.4159(3) 0.094(2) Uani 1 1 d . . . H11A H 0.5060 0.4301 0.3882 0.140 Uiso 1 1 calc R . . H11B H 0.4566 0.4160 0.4463 0.140 Uiso 1 1 calc R . . H11C H 0.5060 0.5297 0.4331 0.140 Uiso 1 1 calc R . . C13 C 0.0664(4) 0.4704(5) 0.2052(2) 0.0684(14) Uani 1 1 d . . . H13A H 0.0299 0.4838 0.1674 0.082 Uiso 1 1 calc R . . H13B H 0.0896 0.3938 0.2062 0.082 Uiso 1 1 calc R . . C14 C 0.1492(4) 0.5524(4) 0.21509(19) 0.0520(11) Uani 1 1 d . . . H14A H 0.1429 0.6093 0.1839 0.062 Uiso 1 1 calc R . . C15 C 0.2462(4) 0.5000(5) 0.2174(2) 0.0703(14) Uani 1 1 d . . . H15A H 0.2502 0.4391 0.2457 0.084 Uiso 1 1 calc R . . H15B H 0.2940 0.5553 0.2311 0.084 Uiso 1 1 calc R . . C16 C 0.2684(5) 0.4555(7) 0.1582(3) 0.093(2) Uani 1 1 d . . . H16A H 0.3309 0.4222 0.1621 0.140 Uiso 1 1 calc R . . H16B H 0.2665 0.5159 0.1303 0.140 Uiso 1 1 calc R . . H16C H 0.2218 0.4000 0.1446 0.140 Uiso 1 1 calc R . . C17 C 0.3010(4) 0.8647(4) 0.3568(2) 0.0576(12) Uani 1 1 d . . . H17A H 0.2582 0.9252 0.3665 0.069 Uiso 1 1 calc R . . C18 C 0.3087(4) 0.8590(4) 0.2956(2) 0.0533(11) Uani 1 1 d . . . H18A H 0.3708 0.8453 0.2809 0.064 Uiso 1 1 calc R . . C19 C 0.2249(3) 0.8577(4) 0.2570(2) 0.0512(10) Uani 1 1 d . . . H19A H 0.1814 0.9183 0.2656 0.061 Uiso 1 1 calc R . . C20 C 0.3816(4) 0.8499(4) 0.4032(2) 0.0620(13) Uani 1 1 d . . . C21 C 0.4686(5) 0.8029(5) 0.3926(3) 0.0777(17) Uani 1 1 d . . . H21A H 0.4781 0.7779 0.3550 0.093 Uiso 1 1 calc R . . C22 C 0.5409(6) 0.7937(6) 0.4382(4) 0.099(2) Uani 1 1 d . . . H22A H 0.5992 0.7632 0.4307 0.119 Uiso 1 1 calc R . . C23 C 0.5288(8) 0.8280(8) 0.4938(4) 0.115(3) Uani 1 1 d . . . H23A H 0.5783 0.8208 0.5239 0.138 Uiso 1 1 calc R . . C24 C 0.4431(8) 0.8732(8) 0.5050(3) 0.112(3) Uani 1 1 d . . . H24A H 0.4337 0.8951 0.5431 0.134 Uiso 1 1 calc R . . C25 C 0.3703(5) 0.8864(6) 0.4597(3) 0.0833(19) Uani 1 1 d . . . H25A H 0.3133 0.9201 0.4674 0.100 Uiso 1 1 calc R . . C26 C 0.2201(3) 0.8343(4) 0.1932(2) 0.0487(10) Uani 1 1 d . . . C27 C 0.2998(4) 0.8117(5) 0.1644(3) 0.0669(14) Uani 1 1 d . . . H27A H 0.3602 0.8126 0.1853 0.080 Uiso 1 1 calc R . . C28 C 0.2903(5) 0.7879(6) 0.1047(3) 0.0799(18) Uani 1 1 d . . . H28A H 0.3444 0.7726 0.0858 0.096 Uiso 1 1 calc R . . C29 C 0.2017(5) 0.7867(6) 0.0730(3) 0.0780(17) Uani 1 1 d . . . H29A H 0.1958 0.7715 0.0328 0.094 Uiso 1 1 calc R . . C30 C 0.1221(5) 0.8080(5) 0.1010(3) 0.0721(15) Uani 1 1 d . . . H30A H 0.0618 0.8050 0.0799 0.087 Uiso 1 1 calc R . . C31 C 0.1305(4) 0.8336(5) 0.1599(2) 0.0593(12) Uani 1 1 d . . . H31A H 0.0761 0.8508 0.1780 0.071 Uiso 1 1 calc R . . Cl1S Cl 0.4954(2) 0.0836(3) 0.32298(15) 0.1569(12) Uani 1 1 d . . . Cl2S Cl 0.3954(3) 0.0860(2) 0.20911(11) 0.1480(11) Uani 1 1 d . . . Cl3S Cl 0.43576(15) 0.29266(16) 0.26913(11) 0.1040(6) Uani 1 1 d . . . Cl4S Cl 0.1069(6) 0.4802(7) 0.0369(3) 0.326(4) Uani 1 1 d D . . Cl5S Cl 0.0495(8) 0.6038(5) -0.0471(3) 0.380(6) Uani 1 1 d D . . C1S C 0.4088(4) 0.1494(5) 0.2770(3) 0.0714(15) Uani 1 1 d . . . H1SA H 0.3481 0.1436 0.2944 0.086 Uiso 1 1 calc R . . C2S C 0.0494(13) 0.499(2) -0.0151(9) 0.46(3) Uani 1 1 d D . . H2SA H -0.0142 0.4985 -0.0033 0.551 Uiso 1 1 d R . . H2SB H 0.0576 0.4347 -0.0396 0.551 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0521(2) 0.03891(19) 0.04219(19) 0.00275(14) 0.00596(13) -0.00370(14) P1 0.0680(9) 0.0742(11) 0.1051(13) 0.0234(9) 0.0188(9) 0.0068(8) F1 0.087(4) 0.61(2) 0.165(6) 0.191(10) 0.007(4) -0.015(7) F2 0.260(9) 0.199(7) 0.155(6) -0.001(5) 0.114(6) -0.004(6) F3 0.066(3) 0.199(7) 0.387(12) 0.172(8) 0.008(5) 0.005(3) F4 0.110(4) 0.230(7) 0.174(6) 0.065(5) -0.043(4) -0.004(4) F5 0.252(8) 0.101(4) 0.201(7) -0.013(4) -0.067(6) 0.023(5) F6 0.316(13) 0.075(4) 0.492(19) 0.030(7) -0.021(13) -0.051(6) O1 0.087(3) 0.066(2) 0.0418(17) 0.0130(16) 0.0064(16) -0.0053(19) O2 0.061(2) 0.062(2) 0.0540(18) -0.0057(17) 0.0020(15) -0.0133(17) N1 0.061(2) 0.046(2) 0.047(2) 0.0050(17) 0.0003(17) -0.0041(18) N2 0.059(2) 0.0443(19) 0.0396(18) 0.0001(15) 0.0054(16) -0.0049(17) C1 0.067(3) 0.047(2) 0.046(2) 0.005(2) 0.014(2) -0.011(2) C12 0.056(3) 0.045(2) 0.041(2) 0.0034(18) -0.0027(18) -0.0049(19) C2 0.088(4) 0.075(4) 0.056(3) 0.000(3) 0.021(3) -0.012(3) C3 0.088(4) 0.074(4) 0.083(4) 0.000(3) 0.043(3) -0.007(3) C4 0.064(3) 0.081(4) 0.093(5) 0.006(4) 0.028(3) 0.000(3) C5 0.069(3) 0.066(3) 0.065(3) 0.009(3) 0.009(3) -0.004(3) C6 0.060(3) 0.048(3) 0.052(3) 0.004(2) 0.012(2) -0.011(2) C7 0.073(3) 0.047(2) 0.038(2) 0.0005(19) 0.002(2) -0.008(2) C8 0.090(4) 0.072(4) 0.051(3) 0.015(3) -0.002(3) 0.006(3) C9 0.073(3) 0.053(3) 0.048(3) 0.007(2) -0.006(2) -0.003(2) C10 0.072(3) 0.072(4) 0.062(3) 0.006(3) -0.001(3) 0.008(3) C11 0.085(4) 0.106(6) 0.086(4) 0.015(4) -0.004(4) 0.026(4) C13 0.071(3) 0.075(4) 0.059(3) -0.021(3) 0.007(3) -0.009(3) C14 0.069(3) 0.047(2) 0.040(2) -0.0015(19) 0.006(2) 0.000(2) C15 0.067(3) 0.079(4) 0.065(3) -0.010(3) 0.006(3) 0.006(3) C16 0.097(5) 0.096(5) 0.090(5) -0.026(4) 0.028(4) 0.002(4) C17 0.075(3) 0.041(2) 0.057(3) -0.003(2) 0.007(2) -0.009(2) C18 0.060(3) 0.041(2) 0.059(3) 0.004(2) 0.006(2) -0.010(2) C19 0.062(3) 0.038(2) 0.055(3) 0.0070(19) 0.009(2) 0.0005(19) C20 0.081(4) 0.048(3) 0.057(3) 0.003(2) 0.002(2) -0.022(2) C21 0.087(4) 0.076(4) 0.067(4) 0.007(3) -0.008(3) -0.009(3) C22 0.085(5) 0.092(5) 0.113(6) 0.031(5) -0.021(4) -0.012(4) C23 0.148(8) 0.108(6) 0.076(5) 0.023(5) -0.047(5) -0.054(6) C24 0.161(9) 0.108(6) 0.061(4) 0.004(4) -0.017(5) -0.048(6) C25 0.113(5) 0.074(4) 0.061(3) -0.004(3) -0.001(3) -0.029(4) C26 0.057(3) 0.039(2) 0.051(2) 0.0077(19) 0.0073(19) -0.0016(19) C27 0.055(3) 0.082(4) 0.064(3) -0.003(3) 0.008(2) -0.004(3) C28 0.078(4) 0.099(5) 0.066(4) -0.006(3) 0.022(3) -0.003(3) C29 0.099(5) 0.085(4) 0.049(3) 0.006(3) 0.001(3) -0.007(4) C30 0.074(4) 0.079(4) 0.061(3) 0.016(3) -0.007(3) -0.001(3) C31 0.058(3) 0.066(3) 0.054(3) 0.015(2) 0.007(2) 0.011(2) Cl1S 0.137(2) 0.134(2) 0.184(3) 0.060(2) -0.0612(19) -0.0189(16) Cl2S 0.219(3) 0.125(2) 0.0989(16) -0.0198(14) 0.0143(17) -0.050(2) Cl3S 0.0908(12) 0.0758(11) 0.1465(19) -0.0065(11) 0.0171(12) 0.0097(9) Cl4S 0.418(10) 0.325(8) 0.211(5) 0.031(5) -0.079(6) -0.082(8) Cl5S 0.616(16) 0.171(5) 0.314(8) -0.083(5) -0.140(9) 0.051(7) C1S 0.060(3) 0.075(4) 0.080(4) 0.002(3) 0.009(3) -0.006(3) C2S 0.29(3) 0.72(5) 0.37(3) 0.41(4) 0.10(2) 0.28(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 N1 2.104(4) . ? Pd1 N2 2.105(4) . ? Pd1 C18 2.135(4) . ? Pd1 C19 2.153(4) . ? Pd1 C17 2.154(5) . ? P1 F6 1.493(7) . ? P1 F1 1.514(7) . ? P1 F3 1.521(6) . ? P1 F2 1.525(7) . ? P1 F5 1.545(7) . ? P1 F4 1.545(6) . ? O1 C7 1.336(5) . ? O1 C8 1.455(7) . ? O2 C12 1.344(5) . ? O2 C13 1.444(6) . ? N1 C7 1.273(6) . ? N1 C9 1.491(6) . ? N2 C12 1.271(6) . ? N2 C14 1.481(6) . ? C1 C2 1.390(7) . ? C1 C6 1.405(7) . ? C1 C7 1.464(7) . ? C12 C6 1.479(6) . ? C2 C3 1.387(9) . ? C3 C4 1.370(9) . ? C4 C5 1.375(8) . ? C5 C6 1.383(7) . ? C8 C9 1.530(7) . ? C9 C10 1.509(8) . ? C10 C11 1.539(8) . ? C13 C14 1.520(7) . ? C14 C15 1.496(7) . ? C15 C16 1.513(8) . ? C17 C18 1.413(7) . ? C17 C20 1.477(8) . ? C18 C19 1.395(7) . ? C19 C26 1.476(6) . ? C20 C25 1.384(8) . ? C20 C21 1.390(9) . ? C21 C22 1.382(9) . ? C22 C23 1.357(12) . ? C23 C24 1.368(13) . ? C24 C25 1.384(11) . ? C26 C27 1.383(7) . ? C26 C31 1.401(7) . ? C27 C28 1.382(8) . ? C28 C29 1.375(9) . ? C29 C30 1.368(9) . ? C30 C31 1.369(8) . ? Cl1S C1S 1.713(6) . ? Cl2S C1S 1.714(7) . ? Cl3S C1S 1.764(7) . ? Cl4S C2S 1.381(15) . ? Cl4S C2S 2.216(18) 3_565 ? Cl4S Cl5S 2.450(12) 3_565 ? Cl5S C2S 1.450(16) . ? Cl5S Cl4S 2.450(12) 3_565 ? C2S C2S 1.61(4) 3_565 ? C2S Cl4S 2.216(18) 3_565 ? 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 N1 Pd1 N2 87.08(14) . . ? N1 Pd1 C18 135.36(17) . . ? N2 Pd1 C18 134.77(16) . . ? N1 Pd1 C19 169.53(17) . . ? N2 Pd1 C19 102.11(16) . . ? C18 Pd1 C19 37.99(18) . . ? N1 Pd1 C17 102.28(17) . . ? N2 Pd1 C17 169.29(17) . . ? C18 Pd1 C17 38.47(18) . . ? C19 Pd1 C17 68.13(18) . . ? F6 P1 F1 84.7(7) . . ? F6 P1 F3 90.9(5) . . ? F1 P1 F3 89.0(4) . . ? F6 P1 F2 92.7(7) . . ? F1 P1 F2 176.6(6) . . ? F3 P1 F2 93.4(5) . . ? F6 P1 F5 178.2(7) . . ? F1 P1 F5 97.1(7) . . ? F3 P1 F5 89.6(4) . . ? F2 P1 F5 85.5(4) . . ? F6 P1 F4 90.1(5) . . ? F1 P1 F4 89.3(4) . . ? F3 P1 F4 177.9(5) . . ? F2 P1 F4 88.4(5) . . ? F5 P1 F4 89.5(4) . . ? C7 O1 C8 106.5(4) . . ? C12 O2 C13 106.3(4) . . ? C7 N1 C9 108.5(4) . . ? C7 N1 Pd1 127.5(3) . . ? C9 N1 Pd1 124.1(3) . . ? C12 N2 C14 108.6(4) . . ? C12 N2 Pd1 125.3(3) . . ? C14 N2 Pd1 126.1(3) . . ? C2 C1 C6 118.6(5) . . ? C2 C1 C7 116.6(5) . . ? C6 C1 C7 124.7(4) . . ? N2 C12 O2 117.0(4) . . ? N2 C12 C6 128.4(4) . . ? O2 C12 C6 114.5(4) . . ? C3 C2 C1 120.9(6) . . ? C4 C3 C2 119.8(5) . . ? C3 C4 C5 120.1(6) . . ? C4 C5 C6 121.1(6) . . ? C5 C6 C1 119.4(5) . . ? C5 C6 C12 116.8(5) . . ? C1 C6 C12 123.8(5) . . ? N1 C7 O1 117.4(5) . . ? N1 C7 C1 127.7(4) . . ? O1 C7 C1 114.9(4) . . ? O1 C8 C9 105.1(4) . . ? N1 C9 C10 110.9(4) . . ? N1 C9 C8 102.3(4) . . ? C10 C9 C8 114.0(5) . . ? C9 C10 C11 112.5(5) . . ? O2 C13 C14 105.6(4) . . ? N2 C14 C15 111.9(4) . . ? N2 C14 C13 102.5(4) . . ? C15 C14 C13 114.7(5) . . ? C14 C15 C16 112.7(5) . . ? C18 C17 C20 124.7(5) . . ? C18 C17 Pd1 70.0(3) . . ? C20 C17 Pd1 120.9(3) . . ? C19 C18 C17 118.4(5) . . ? C19 C18 Pd1 71.7(3) . . ? C17 C18 Pd1 71.5(3) . . ? C18 C19 C26 124.9(4) . . ? C18 C19 Pd1 70.3(3) . . ? C26 C19 Pd1 120.3(3) . . ? C25 C20 C21 118.4(6) . . ? C25 C20 C17 118.4(6) . . ? C21 C20 C17 123.2(5) . . ? C22 C21 C20 119.6(7) . . ? C23 C22 C21 121.7(9) . . ? C22 C23 C24 119.4(8) . . ? C23 C24 C25 120.2(8) . . ? C24 C25 C20 120.7(8) . . ? C27 C26 C31 118.0(5) . . ? C27 C26 C19 123.2(5) . . ? C31 C26 C19 118.8(4) . . ? C28 C27 C26 120.4(5) . . ? C29 C28 C27 120.6(6) . . ? C30 C29 C28 119.7(6) . . ? C29 C30 C31 120.4(6) . . ? C30 C31 C26 120.9(5) . . ? C2S Cl4S C2S 46.5(14) . 3_565 ? C2S Cl4S Cl5S 72.3(9) . 3_565 ? C2S Cl4S Cl5S 35.8(5) 3_565 3_565 ? C2S Cl5S Cl4S 63.3(8) . 3_565 ? Cl1S C1S Cl2S 110.8(4) . . ? Cl1S C1S Cl3S 111.1(3) . . ? Cl2S C1S Cl3S 109.9(4) . . ? Cl4S C2S Cl5S 122.6(19) . . ? Cl4S C2S C2S 95.2(17) . 3_565 ? Cl5S C2S C2S 104.2(18) . 3_565 ? Cl4S C2S Cl4S 133.5(14) . 3_565 ? Cl5S C2S Cl4S 80.9(8) . 3_565 ? C2S C2S Cl4S 38.4(8) 3_565 3_565 ? 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 N2 Pd1 N1 C7 -54.1(4) . . . . ? C18 Pd1 N1 C7 143.7(4) . . . . ? C19 Pd1 N1 C7 97.5(10) . . . . ? C17 Pd1 N1 C7 120.7(4) . . . . ? N2 Pd1 N1 C9 125.3(4) . . . . ? C18 Pd1 N1 C9 -36.9(5) . . . . ? C19 Pd1 N1 C9 -83.1(10) . . . . ? C17 Pd1 N1 C9 -60.0(4) . . . . ? N1 Pd1 N2 C12 53.4(4) . . . . ? C18 Pd1 N2 C12 -144.2(4) . . . . ? C19 Pd1 N2 C12 -121.5(4) . . . . ? C17 Pd1 N2 C12 -97.8(10) . . . . ? N1 Pd1 N2 C14 -125.0(4) . . . . ? C18 Pd1 N2 C14 37.3(5) . . . . ? C19 Pd1 N2 C14 60.0(4) . . . . ? C17 Pd1 N2 C14 83.8(10) . . . . ? C14 N2 C12 O2 0.1(6) . . . . ? Pd1 N2 C12 O2 -178.5(3) . . . . ? C14 N2 C12 C6 -176.5(5) . . . . ? Pd1 N2 C12 C6 4.9(7) . . . . ? C13 O2 C12 N2 3.0(6) . . . . ? C13 O2 C12 C6 -179.9(4) . . . . ? C6 C1 C2 C3 -3.6(8) . . . . ? C7 C1 C2 C3 177.4(5) . . . . ? C1 C2 C3 C4 3.0(9) . . . . ? C2 C3 C4 C5 -0.1(10) . . . . ? C3 C4 C5 C6 -2.3(9) . . . . ? C4 C5 C6 C1 1.6(8) . . . . ? C4 C5 C6 C12 177.9(5) . . . . ? C2 C1 C6 C5 1.3(7) . . . . ? C7 C1 C6 C5 -179.8(5) . . . . ? C2 C1 C6 C12 -174.7(5) . . . . ? C7 C1 C6 C12 4.2(7) . . . . ? N2 C12 C6 C5 129.7(5) . . . . ? O2 C12 C6 C5 -47.0(6) . . . . ? N2 C12 C6 C1 -54.2(7) . . . . ? O2 C12 C6 C1 129.1(5) . . . . ? C9 N1 C7 O1 1.2(6) . . . . ? Pd1 N1 C7 O1 -179.3(3) . . . . ? C9 N1 C7 C1 177.2(5) . . . . ? Pd1 N1 C7 C1 -3.3(7) . . . . ? C8 O1 C7 N1 -4.7(6) . . . . ? C8 O1 C7 C1 178.8(4) . . . . ? C2 C1 C7 N1 -133.6(5) . . . . ? C6 C1 C7 N1 47.5(8) . . . . ? C2 C1 C7 O1 42.5(6) . . . . ? C6 C1 C7 O1 -136.4(5) . . . . ? C7 O1 C8 C9 5.9(5) . . . . ? C7 N1 C9 C10 124.5(5) . . . . ? Pd1 N1 C9 C10 -54.9(5) . . . . ? C7 N1 C9 C8 2.6(5) . . . . ? Pd1 N1 C9 C8 -176.9(3) . . . . ? O1 C8 C9 N1 -5.0(5) . . . . ? O1 C8 C9 C10 -124.8(5) . . . . ? N1 C9 C10 C11 177.4(5) . . . . ? C8 C9 C10 C11 -67.8(7) . . . . ? C12 O2 C13 C14 -4.6(6) . . . . ? C12 N2 C14 C15 -126.4(5) . . . . ? Pd1 N2 C14 C15 52.3(5) . . . . ? C12 N2 C14 C13 -3.0(5) . . . . ? Pd1 N2 C14 C13 175.7(3) . . . . ? O2 C13 C14 N2 4.6(5) . . . . ? O2 C13 C14 C15 126.0(5) . . . . ? N2 C14 C15 C16 -174.4(5) . . . . ? C13 C14 C15 C16 69.4(7) . . . . ? N1 Pd1 C17 C18 153.7(3) . . . . ? N2 Pd1 C17 C18 -55.8(10) . . . . ? C19 Pd1 C17 C18 -30.7(3) . . . . ? N1 Pd1 C17 C20 34.5(5) . . . . ? N2 Pd1 C17 C20 -175.0(7) . . . . ? C18 Pd1 C17 C20 -119.2(6) . . . . ? C19 Pd1 C17 C20 -149.9(5) . . . . ? C20 C17 C18 C19 170.5(4) . . . . ? Pd1 C17 C18 C19 56.1(4) . . . . ? C20 C17 C18 Pd1 114.4(5) . . . . ? N1 Pd1 C18 C19 -167.7(3) . . . . ? N2 Pd1 C18 C19 37.8(4) . . . . ? C17 Pd1 C18 C19 -129.7(5) . . . . ? N1 Pd1 C18 C17 -38.0(4) . . . . ? N2 Pd1 C18 C17 167.5(3) . . . . ? C19 Pd1 C18 C17 129.7(5) . . . . ? C17 C18 C19 C26 -169.9(4) . . . . ? Pd1 C18 C19 C26 -113.9(4) . . . . ? C17 C18 C19 Pd1 -56.0(4) . . . . ? N1 Pd1 C19 C18 55.5(10) . . . . ? N2 Pd1 C19 C18 -153.6(3) . . . . ? C17 Pd1 C19 C18 31.0(3) . . . . ? N1 Pd1 C19 C26 175.1(8) . . . . ? N2 Pd1 C19 C26 -34.0(4) . . . . ? C18 Pd1 C19 C26 119.6(5) . . . . ? C17 Pd1 C19 C26 150.7(4) . . . . ? C18 C17 C20 C25 163.1(5) . . . . ? Pd1 C17 C20 C25 -111.0(5) . . . . ? C18 C17 C20 C21 -15.9(8) . . . . ? Pd1 C17 C20 C21 70.1(6) . . . . ? C25 C20 C21 C22 0.1(9) . . . . ? C17 C20 C21 C22 179.1(5) . . . . ? C20 C21 C22 C23 0.9(11) . . . . ? C21 C22 C23 C24 -0.2(12) . . . . ? C22 C23 C24 C25 -1.6(13) . . . . ? C23 C24 C25 C20 2.7(11) . . . . ? C21 C20 C25 C24 -1.9(9) . . . . ? C17 C20 C25 C24 179.1(6) . . . . ? C18 C19 C26 C27 -0.6(7) . . . . ? Pd1 C19 C26 C27 -86.7(5) . . . . ? C18 C19 C26 C31 178.8(5) . . . . ? Pd1 C19 C26 C31 92.7(5) . . . . ? C31 C26 C27 C28 -0.8(8) . . . . ? C19 C26 C27 C28 178.5(5) . . . . ? C26 C27 C28 C29 0.2(10) . . . . ? C27 C28 C29 C30 -0.7(10) . . . . ? C28 C29 C30 C31 1.9(10) . . . . ? C29 C30 C31 C26 -2.6(9) . . . . ? C27 C26 C31 C30 2.0(8) . . . . ? C19 C26 C31 C30 -177.4(5) . . . . ? C2S Cl4S C2S Cl5S 110(3) 3_565 . . . ? Cl5S Cl4S C2S Cl5S 140(2) 3_565 . . . ? Cl5S Cl4S C2S C2S 29.4(17) 3_565 . . 3_565 ? C2S Cl4S C2S Cl4S 0.000(1) 3_565 . . 3_565 ? Cl5S Cl4S C2S Cl4S 29.4(17) 3_565 . . 3_565 ? Cl4S Cl5S C2S Cl4S -137(2) 3_565 . . . ? Cl4S Cl5S C2S C2S -30.8(17) 3_565 . . 3_565 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.882 _refine_diff_density_min -0.912 _refine_diff_density_rms 0.098 #======END data_2b _database_code_CSD 160665 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C33 H37 F6 N2 O2 P Pd' _chemical_formula_weight 745.02 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.3654(2) _cell_length_b 16.3689(2) _cell_length_c 10.9488(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.2020(10) _cell_angle_gamma 90.00 _cell_volume 1675.84(5) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method ? _exptl_crystal_F_000 760 _exptl_absorpt_coefficient_mu 0.667 _exptl_absorpt_correction_type Sadabs _exptl_absorpt_correction_T_min 0.829480 _exptl_absorpt_correction_T_max 1.000000 _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'Siemens CCD' _diffrn_measurement_method '\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.32 _diffrn_reflns_number 9339 _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_sigmaI/netI 0.0354 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5836 _reflns_number_observed 5237 _reflns_observed_criterion >2sigma (I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART' _computing_data_reduction 'Siemens SAINT' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\ s^2^(Fo^2^)+(0.0254P)^2^+0.4683P] 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 ? _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(2) _refine_ls_number_reflns 5836 _refine_ls_number_parameters 406 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0377 _refine_ls_R_factor_obs 0.0304 _refine_ls_wR_factor_all 0.0682 _refine_ls_wR_factor_obs 0.0646 _refine_ls_goodness_of_fit_all 1.043 _refine_ls_goodness_of_fit_obs 1.047 _refine_ls_restrained_S_all 1.043 _refine_ls_restrained_S_obs 1.047 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Pd1 Pd 0.63926(2) 0.58913(2) 0.44119(2) 0.04242(7) Uani 1 d . . P1 P 0.55564(13) 0.26006(8) 0.25679(10) 0.0661(3) Uani 1 d . . F1 F 0.6855(5) 0.2166(4) 0.2031(4) 0.173(2) Uani 1 d . . F2 F 0.4298(4) 0.3059(3) 0.3150(4) 0.153(2) Uani 1 d . . F3 F 0.6509(5) 0.3350(3) 0.2953(4) 0.138(2) Uani 1 d . . F4 F 0.4559(6) 0.1867(3) 0.2203(4) 0.150(2) Uani 1 d . . F5 F 0.6008(4) 0.2194(2) 0.3840(3) 0.1192(12) Uani 1 d . . F6 F 0.5153(5) 0.3020(2) 0.1307(3) 0.1193(13) Uani 1 d . . O1 O 1.0817(3) 0.6330(2) 0.4783(2) 0.0693(8) Uani 1 d . . O2 O 0.7668(4) 0.6280(3) 0.0866(2) 0.0907(12) Uani 1 d . . N1 N 0.8509(3) 0.6125(2) 0.5072(2) 0.0476(9) Uani 1 d . . N2 N 0.6992(3) 0.6443(2) 0.2776(3) 0.0522(8) Uani 1 d . . C1 C 0.9636(4) 0.5359(3) 0.3443(4) 0.0583(10) Uani 1 d . . C2 C 1.0630(5) 0.4739(3) 0.3616(5) 0.0790(14) Uani 1 d . . H2A H 1.1196(5) 0.4716(3) 0.4341(5) 0.095 Uiso 1 calc R . C3 C 1.0792(7) 0.4158(4) 0.2737(7) 0.108(2) Uani 1 d . . H3A H 1.1456(7) 0.3741(4) 0.2873(7) 0.130 Uiso 1 calc R . C4 C 0.9984(8) 0.4189(5) 0.1658(7) 0.110(2) Uani 1 d . . H4A H 1.0086(8) 0.3790(5) 0.1065(7) 0.132 Uiso 1 calc R . C5 C 0.9026(6) 0.4811(4) 0.1456(5) 0.090(2) Uani 1 d . . H5A H 0.8508(6) 0.4840(4) 0.0707(5) 0.107 Uiso 1 calc R . C6 C 0.8804(4) 0.5401(3) 0.2341(4) 0.0629(11) Uani 1 d . . C7 C 0.9573(3) 0.5976(4) 0.4444(3) 0.0516(10) Uani 1 d . . C8 C 1.0486(5) 0.6916(3) 0.5728(4) 0.0732(14) Uani 1 d . . H8A H 1.0482(5) 0.7470(3) 0.5410(4) 0.088 Uiso 1 calc R . H8B H 1.1177(5) 0.6882(3) 0.6420(4) 0.088 Uiso 1 calc R . C9 C 0.8996(4) 0.6669(3) 0.6098(3) 0.0526(9) Uani 1 d . . H9A H 0.8379(4) 0.7152(3) 0.6110(3) 0.063 Uiso 1 calc R . C10 C 0.8961(4) 0.6216(3) 0.7319(3) 0.0626(12) Uani 1 d . . H10A H 0.7974(4) 0.6038(3) 0.7409(3) 0.075 Uiso 1 calc R . C11 C 0.9340(6) 0.6829(4) 0.8357(4) 0.087(2) Uani 1 d . . H11A H 0.8721(6) 0.7296(4) 0.8271(4) 0.131 Uiso 1 calc R . H11B H 1.0316(6) 0.7001(4) 0.8312(4) 0.131 Uiso 1 calc R . H11C H 0.9218(6) 0.6573(4) 0.9132(4) 0.131 Uiso 1 calc R . C12 C 0.9894(6) 0.5466(4) 0.7394(5) 0.089(2) Uani 1 d . . H12A H 0.9823(6) 0.5212(4) 0.8179(5) 0.133 Uiso 1 calc R . H12B H 1.0869(6) 0.5618(4) 0.7289(5) 0.133 Uiso 1 calc R . H12C H 0.9583(6) 0.5088(4) 0.6763(5) 0.133 Uiso 1 calc R . C13 C 0.7779(4) 0.6062(3) 0.2043(3) 0.0600(14) Uani 1 d . . C14 C 0.6474(6) 0.6851(4) 0.0755(4) 0.095(2) Uani 1 d . . H14A H 0.5616(6) 0.6585(4) 0.0415(4) 0.114 Uiso 1 calc R . H14B H 0.6696(6) 0.7311(4) 0.0239(4) 0.114 Uiso 1 calc R . C15 C 0.6288(4) 0.7127(3) 0.2066(4) 0.0697(13) Uani 1 d . . H15A H 0.5267(4) 0.7137(3) 0.2218(4) 0.084 Uiso 1 calc R . C16 C 0.6947(5) 0.7940(4) 0.2427(5) 0.0829(15) Uani 1 d . . H16A H 0.6425(5) 0.8360(4) 0.1946(5) 0.099 Uiso 1 calc R . C17 C 0.8526(7) 0.7999(5) 0.2117(8) 0.128(3) Uani 1 d . . H17A H 0.8612(7) 0.7874(5) 0.1267(8) 0.192 Uiso 1 calc R . H17B H 0.9083(7) 0.7618(5) 0.2610(8) 0.192 Uiso 1 calc R . H17C H 0.8869(7) 0.8543(5) 0.2280(8) 0.192 Uiso 1 calc R . C18 C 0.6777(7) 0.8134(4) 0.3754(7) 0.114(2) Uani 1 d . . H18A H 0.7208(7) 0.8653(4) 0.3947(7) 0.171 Uiso 1 calc R . H18B H 0.7236(7) 0.7718(4) 0.4254(7) 0.171 Uiso 1 calc R . H18C H 0.5778(7) 0.8153(4) 0.3908(7) 0.171 Uiso 1 calc R . C19 C 0.5346(3) 0.5254(2) 0.5830(3) 0.0467(8) Uani 1 d . . H19A H 0.4746(3) 0.5613(2) 0.6301(3) 0.056 Uiso 1 calc R . C20 C 0.4708(3) 0.5058(3) 0.4659(3) 0.0479(8) Uani 1 d . . H20A H 0.4748(3) 0.4500(3) 0.4338(3) 0.057 Uiso 1 calc R . C21 C 0.4188(3) 0.5698(3) 0.3922(3) 0.0485(12) Uani 1 d . . H21A H 0.3564(3) 0.6068(3) 0.4353(3) 0.058 Uiso 1 calc R . C22 C 0.6107(4) 0.4631(2) 0.6602(3) 0.0470(8) Uani 1 d . . C23 C 0.6896(5) 0.4014(3) 0.6122(4) 0.0636(11) Uani 1 d . . H23A H 0.6984(5) 0.3990(3) 0.5281(4) 0.076 Uiso 1 calc R . C24 C 0.7562(6) 0.3427(3) 0.6862(5) 0.0806(14) Uani 1 d . . H24A H 0.8083(6) 0.3009(3) 0.6521(5) 0.097 Uiso 1 calc R . C25 C 0.7446(6) 0.3466(4) 0.8111(5) 0.086(2) Uani 1 d . . H25A H 0.7883(6) 0.3071(4) 0.8614(5) 0.103 Uiso 1 calc R . C26 C 0.6697(6) 0.4080(4) 0.8608(4) 0.0758(14) Uani 1 d . . H26A H 0.6628(6) 0.4101(4) 0.9452(4) 0.091 Uiso 1 calc R . C27 C 0.6031(5) 0.4676(3) 0.7877(3) 0.0599(12) Uani 1 d . . H27A H 0.5539(5) 0.5102(3) 0.8228(3) 0.072 Uiso 1 calc R . C28 C 0.3739(3) 0.5608(2) 0.2607(3) 0.0482(9) Uani 1 d . . C29 C 0.4248(5) 0.4982(3) 0.1889(3) 0.0648(11) Uani 1 d . . H29A H 0.4896(5) 0.4604(3) 0.2231(3) 0.078 Uiso 1 calc R . C30 C 0.3792(6) 0.4919(4) 0.0667(4) 0.0821(15) Uani 1 d . . H30A H 0.4123(6) 0.4494(4) 0.0195(4) 0.099 Uiso 1 calc R . C31 C 0.2849(6) 0.5483(4) 0.0150(4) 0.096(2) Uani 1 d . . H31A H 0.2561(6) 0.5443(4) -0.0674(4) 0.115 Uiso 1 calc R . C32 C 0.2338(5) 0.6096(4) 0.0835(5) 0.089(2) Uani 1 d . . H32A H 0.1705(5) 0.6476(4) 0.0479(5) 0.107 Uiso 1 calc R . C33 C 0.2760(4) 0.6159(3) 0.2074(4) 0.0656(12) Uani 1 d . . H33B H 0.2385(4) 0.6571(3) 0.2546(4) 0.079 Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.03270(9) 0.05871(14) 0.03570(10) 0.0059(2) 0.00072(6) -0.0045(2) P1 0.0675(7) 0.0679(7) 0.0617(6) -0.0025(5) -0.0086(5) 0.0038(6) F1 0.145(4) 0.239(6) 0.137(3) -0.039(4) 0.010(3) 0.102(4) F2 0.114(3) 0.199(5) 0.149(3) 0.002(3) 0.038(3) 0.055(3) F3 0.165(4) 0.125(3) 0.118(3) -0.005(3) -0.035(3) -0.060(3) F4 0.172(4) 0.112(3) 0.155(4) 0.042(3) -0.086(3) -0.062(3) F5 0.144(3) 0.120(3) 0.089(2) 0.023(2) -0.032(2) -0.006(3) F6 0.171(4) 0.106(3) 0.077(2) 0.016(2) -0.033(2) -0.008(2) O1 0.0395(12) 0.108(2) 0.060(2) -0.005(2) 0.0063(11) -0.0196(14) O2 0.096(2) 0.137(4) 0.0389(14) 0.018(2) 0.0089(14) 0.004(2) N1 0.0364(12) 0.067(3) 0.0390(13) 0.0070(13) -0.0047(10) -0.0047(12) N2 0.0400(14) 0.073(2) 0.043(2) 0.0119(15) -0.0003(12) -0.0054(15) C1 0.042(2) 0.069(3) 0.065(2) 0.000(2) 0.010(2) -0.003(2) C2 0.058(3) 0.085(4) 0.094(3) 0.000(3) 0.007(2) 0.003(2) C3 0.092(4) 0.084(4) 0.150(6) -0.010(4) 0.017(4) 0.016(4) C4 0.126(6) 0.094(5) 0.112(5) -0.035(4) 0.025(4) -0.005(4) C5 0.088(4) 0.103(5) 0.078(3) -0.024(3) 0.010(3) -0.010(3) C6 0.055(2) 0.079(3) 0.056(2) -0.003(2) 0.012(2) -0.010(2) C7 0.0354(12) 0.068(3) 0.051(2) 0.006(2) -0.0019(11) -0.004(2) C8 0.067(2) 0.106(4) 0.047(2) -0.003(2) 0.003(2) -0.035(3) C9 0.043(2) 0.072(3) 0.042(2) 0.002(2) -0.0039(14) -0.010(2) C10 0.048(2) 0.094(3) 0.046(2) 0.011(2) -0.003(2) -0.014(2) C11 0.080(3) 0.138(5) 0.043(2) -0.001(3) -0.001(2) -0.022(3) C12 0.079(3) 0.106(4) 0.078(3) 0.028(3) -0.019(3) 0.003(3) C13 0.054(2) 0.086(4) 0.040(2) 0.007(2) 0.0038(13) -0.015(2) C14 0.092(4) 0.132(5) 0.060(3) 0.045(3) -0.011(2) -0.009(4) C15 0.045(2) 0.101(4) 0.062(2) 0.032(2) -0.005(2) -0.003(2) C16 0.068(3) 0.077(4) 0.103(4) 0.026(3) -0.007(3) 0.001(3) C17 0.083(4) 0.115(5) 0.188(7) 0.020(5) 0.014(4) -0.038(4) C18 0.109(5) 0.087(5) 0.142(6) -0.004(4) -0.011(4) 0.026(4) C19 0.039(2) 0.060(2) 0.042(2) 0.003(2) 0.0079(13) -0.008(2) C20 0.038(2) 0.065(2) 0.041(2) 0.006(2) 0.0051(13) -0.007(2) C21 0.0306(12) 0.071(4) 0.044(2) 0.000(2) 0.0019(11) -0.004(2) C22 0.046(2) 0.059(2) 0.036(2) 0.006(2) -0.0011(13) -0.008(2) C23 0.064(2) 0.076(3) 0.051(2) 0.003(2) 0.002(2) 0.001(2) C24 0.081(3) 0.079(3) 0.081(3) 0.006(3) -0.003(2) 0.021(3) C25 0.095(4) 0.086(4) 0.074(3) 0.025(3) -0.020(3) 0.003(3) C26 0.092(3) 0.090(4) 0.044(2) 0.014(2) -0.011(2) -0.019(3) C27 0.064(2) 0.081(3) 0.034(2) 0.003(2) -0.001(2) -0.016(2) C28 0.0373(15) 0.060(2) 0.046(2) 0.0053(15) -0.0031(13) -0.0049(14) C29 0.064(2) 0.082(3) 0.047(2) 0.009(2) -0.005(2) 0.013(2) C30 0.092(4) 0.104(4) 0.049(2) -0.006(2) -0.002(2) 0.003(3) C31 0.100(4) 0.135(5) 0.050(3) 0.008(3) -0.026(2) 0.002(4) C32 0.073(3) 0.116(6) 0.074(3) 0.015(3) -0.026(2) 0.013(3) C33 0.054(2) 0.077(3) 0.064(2) 0.010(2) -0.009(2) 0.003(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 N1 2.106(3) . ? Pd1 N2 2.110(3) . ? Pd1 C20 2.115(3) . ? Pd1 C21 2.127(3) . ? Pd1 C19 2.152(3) . ? P1 F1 1.553(4) . ? P1 F4 1.560(4) . ? P1 F3 1.561(4) . ? P1 F2 1.563(4) . ? P1 F6 1.569(3) . ? P1 F5 1.580(3) . ? O1 C7 1.335(4) . ? O1 C8 1.457(6) . ? O2 C13 1.335(4) . ? O2 C14 1.458(7) . ? N1 C7 1.265(4) . ? N1 C9 1.486(5) . ? N2 C13 1.281(5) . ? N2 C15 1.496(5) . ? C1 C2 1.383(6) . ? C1 C6 1.401(6) . ? C1 C7 1.495(6) . ? C2 C3 1.367(8) . ? C3 C4 1.368(9) . ? C4 C5 1.367(9) . ? C5 C6 1.392(7) . ? C6 C13 1.471(6) . ? C8 C9 1.529(5) . ? C9 C10 1.530(5) . ? C10 C12 1.507(7) . ? C10 C11 1.543(6) . ? C14 C15 1.524(7) . ? C15 C16 1.509(8) . ? C16 C18 1.504(9) . ? C16 C17 1.539(8) . ? C19 C20 1.421(5) . ? C19 C22 1.482(5) . ? C20 C21 1.395(5) . ? C21 C28 1.484(4) . ? C22 C23 1.373(6) . ? C22 C27 1.403(5) . ? C23 C24 1.383(6) . ? C24 C25 1.380(7) . ? C25 C26 1.356(8) . ? C26 C27 1.389(7) . ? C28 C33 1.390(5) . ? C28 C29 1.393(6) . ? C29 C30 1.385(6) . ? C30 C31 1.378(8) . ? C31 C32 1.356(8) . ? C32 C33 1.395(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 N1 Pd1 N2 85.62(11) . . ? N1 Pd1 C20 140.13(12) . . ? N2 Pd1 C20 128.36(12) . . ? N1 Pd1 C21 174.14(12) . . ? N2 Pd1 C21 98.62(12) . . ? C20 Pd1 C21 38.39(14) . . ? N1 Pd1 C19 107.35(11) . . ? N2 Pd1 C19 166.82(11) . . ? C20 Pd1 C19 38.88(12) . . ? C21 Pd1 C19 68.61(12) . . ? F1 P1 F4 91.2(3) . . ? F1 P1 F3 90.8(3) . . ? F4 P1 F3 178.0(3) . . ? F1 P1 F2 177.4(3) . . ? F4 P1 F2 91.1(3) . . ? F3 P1 F2 86.9(3) . . ? F1 P1 F6 91.3(3) . . ? F4 P1 F6 90.0(2) . . ? F3 P1 F6 90.0(2) . . ? F2 P1 F6 90.0(2) . . ? F1 P1 F5 87.9(2) . . ? F4 P1 F5 91.6(2) . . ? F3 P1 F5 88.4(2) . . ? F2 P1 F5 90.7(2) . . ? F6 P1 F5 178.2(2) . . ? C7 O1 C8 105.5(3) . . ? C13 O2 C14 105.7(3) . . ? C7 N1 C9 107.9(3) . . ? C7 N1 Pd1 122.3(2) . . ? C9 N1 Pd1 127.7(2) . . ? C13 N2 C15 106.9(3) . . ? C13 N2 Pd1 120.9(3) . . ? C15 N2 Pd1 129.1(2) . . ? C2 C1 C6 119.4(4) . . ? C2 C1 C7 116.7(4) . . ? C6 C1 C7 123.8(4) . . ? C3 C2 C1 120.9(5) . . ? C2 C3 C4 120.3(6) . . ? C5 C4 C3 119.6(6) . . ? C4 C5 C6 121.7(6) . . ? C5 C6 C1 117.9(5) . . ? C5 C6 C13 118.5(4) . . ? C1 C6 C13 123.4(4) . . ? N1 C7 O1 117.9(4) . . ? N1 C7 C1 126.3(4) . . ? O1 C7 C1 115.3(3) . . ? O1 C8 C9 104.3(3) . . ? N1 C9 C8 101.8(3) . . ? N1 C9 C10 110.5(3) . . ? C8 C9 C10 115.1(3) . . ? C12 C10 C9 113.7(4) . . ? C12 C10 C11 112.4(4) . . ? C9 C10 C11 108.3(4) . . ? N2 C13 O2 117.3(4) . . ? N2 C13 C6 127.6(3) . . ? O2 C13 C6 115.1(4) . . ? O2 C14 C15 103.8(3) . . ? N2 C15 C16 111.2(3) . . ? N2 C15 C14 101.4(4) . . ? C16 C15 C14 116.2(4) . . ? C18 C16 C15 112.0(5) . . ? C18 C16 C17 110.8(5) . . ? C15 C16 C17 112.4(5) . . ? C20 C19 C22 121.6(4) . . ? C20 C19 Pd1 69.1(2) . . ? C22 C19 Pd1 121.4(2) . . ? C21 C20 C19 117.9(4) . . ? C21 C20 Pd1 71.3(2) . . ? C19 C20 Pd1 72.0(2) . . ? C20 C21 C28 123.9(4) . . ? C20 C21 Pd1 70.3(2) . . ? C28 C21 Pd1 118.5(2) . . ? C23 C22 C27 118.6(4) . . ? C23 C22 C19 122.7(3) . . ? C27 C22 C19 118.7(4) . . ? C22 C23 C24 121.5(4) . . ? C25 C24 C23 119.3(5) . . ? C26 C25 C24 120.3(5) . . ? C25 C26 C27 121.0(4) . . ? C26 C27 C22 119.3(5) . . ? C33 C28 C29 118.6(3) . . ? C33 C28 C21 119.2(4) . . ? C29 C28 C21 122.2(3) . . ? C30 C29 C28 120.2(4) . . ? C31 C30 C29 120.2(5) . . ? C32 C31 C30 120.4(4) . . ? C31 C32 C33 120.2(5) . . ? C28 C33 C32 120.3(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Pd1 N1 C7 -45.3(4) . . . . ? C20 Pd1 N1 C7 106.3(4) . . . . ? C21 Pd1 N1 C7 178.1(13) . . . . ? C19 Pd1 N1 C7 132.3(4) . . . . ? N2 Pd1 N1 C9 116.1(3) . . . . ? C20 Pd1 N1 C9 -92.3(3) . . . . ? C21 Pd1 N1 C9 -20.4(16) . . . . ? C19 Pd1 N1 C9 -66.2(3) . . . . ? N1 Pd1 N2 C13 75.0(3) . . . . ? C20 Pd1 N2 C13 -82.1(3) . . . . ? C21 Pd1 N2 C13 -109.1(3) . . . . ? C19 Pd1 N2 C13 -95.1(7) . . . . ? N1 Pd1 N2 C15 -127.4(4) . . . . ? C20 Pd1 N2 C15 75.5(4) . . . . ? C21 Pd1 N2 C15 48.5(4) . . . . ? C19 Pd1 N2 C15 62.5(8) . . . . ? C6 C1 C2 C3 -1.3(7) . . . . ? C7 C1 C2 C3 -178.2(5) . . . . ? C1 C2 C3 C4 1.0(9) . . . . ? C2 C3 C4 C5 0.9(10) . . . . ? C3 C4 C5 C6 -2.6(10) . . . . ? C4 C5 C6 C1 2.3(8) . . . . ? C4 C5 C6 C13 178.5(5) . . . . ? C2 C1 C6 C5 -0.4(6) . . . . ? C7 C1 C6 C5 176.4(4) . . . . ? C2 C1 C6 C13 -176.4(4) . . . . ? C7 C1 C6 C13 0.4(6) . . . . ? C9 N1 C7 O1 -1.8(6) . . . . ? Pd1 N1 C7 O1 162.9(3) . . . . ? C9 N1 C7 C1 170.0(4) . . . . ? Pd1 N1 C7 C1 -25.3(6) . . . . ? C8 O1 C7 N1 -9.0(6) . . . . ? C8 O1 C7 C1 178.3(4) . . . . ? C2 C1 C7 N1 -118.7(5) . . . . ? C6 C1 C7 N1 64.5(7) . . . . ? C2 C1 C7 O1 53.3(6) . . . . ? C6 C1 C7 O1 -123.5(4) . . . . ? C7 O1 C8 C9 15.0(5) . . . . ? C7 N1 C9 C8 11.0(5) . . . . ? Pd1 N1 C9 C8 -152.5(3) . . . . ? C7 N1 C9 C10 -111.7(4) . . . . ? Pd1 N1 C9 C10 84.8(4) . . . . ? O1 C8 C9 N1 -15.5(4) . . . . ? O1 C8 C9 C10 104.0(4) . . . . ? N1 C9 C10 C12 59.5(4) . . . . ? C8 C9 C10 C12 -55.1(5) . . . . ? N1 C9 C10 C11 -174.8(3) . . . . ? C8 C9 C10 C11 70.6(5) . . . . ? C15 N2 C13 O2 -7.6(5) . . . . ? Pd1 N2 C13 O2 154.5(3) . . . . ? C15 N2 C13 C6 172.8(4) . . . . ? Pd1 N2 C13 C6 -25.2(6) . . . . ? C14 O2 C13 N2 -7.4(6) . . . . ? C14 O2 C13 C6 172.3(4) . . . . ? C5 C6 C13 N2 148.8(5) . . . . ? C1 C6 C13 N2 -35.2(7) . . . . ? C5 C6 C13 O2 -30.8(6) . . . . ? C1 C6 C13 O2 145.1(4) . . . . ? C13 O2 C14 C15 18.4(5) . . . . ? C13 N2 C15 C16 -106.0(4) . . . . ? Pd1 N2 C15 C16 94.0(4) . . . . ? C13 N2 C15 C14 18.1(4) . . . . ? Pd1 N2 C15 C14 -141.9(3) . . . . ? O2 C14 C15 N2 -21.6(5) . . . . ? O2 C14 C15 C16 99.1(5) . . . . ? N2 C15 C16 C18 -61.5(5) . . . . ? C14 C15 C16 C18 -176.7(4) . . . . ? N2 C15 C16 C17 64.0(6) . . . . ? C14 C15 C16 C17 -51.2(6) . . . . ? N1 Pd1 C19 C20 -153.3(2) . . . . ? N2 Pd1 C19 C20 16.3(7) . . . . ? C20 Pd1 C19 C20 0.0 . . . . ? C21 Pd1 C19 C20 31.2(2) . . . . ? N1 Pd1 C19 C22 -38.2(3) . . . . ? N2 Pd1 C19 C22 131.4(6) . . . . ? C20 Pd1 C19 C22 115.1(4) . . . . ? C21 Pd1 C19 C22 146.3(3) . . . . ? C22 C19 C20 C21 -171.2(3) . . . . ? Pd1 C19 C20 C21 -56.4(2) . . . . ? C22 C19 C20 Pd1 -114.9(3) . . . . ? Pd1 C19 C20 Pd1 0.0 . . . . ? N1 Pd1 C20 C21 171.0(2) . . . . ? N2 Pd1 C20 C21 -46.3(3) . . . . ? C21 Pd1 C20 C21 0.0 . . . . ? C19 Pd1 C20 C21 129.0(3) . . . . ? N1 Pd1 C20 C19 42.0(3) . . . . ? N2 Pd1 C20 C19 -175.3(2) . . . . ? C21 Pd1 C20 C19 -129.0(3) . . . . ? C19 Pd1 C20 C19 0.0 . . . . ? C19 C20 C21 C28 168.5(3) . . . . ? Pd1 C20 C21 C28 111.8(3) . . . . ? C19 C20 C21 Pd1 56.7(2) . . . . ? Pd1 C20 C21 Pd1 0.0 . . . . ? N1 Pd1 C21 C20 -78.9(15) . . . . ? N2 Pd1 C21 C20 145.0(2) . . . . ? C20 Pd1 C21 C20 0.0 . . . . ? C19 Pd1 C21 C20 -31.6(2) . . . . ? N1 Pd1 C21 C28 162.5(12) . . . . ? N2 Pd1 C21 C28 26.4(3) . . . . ? C20 Pd1 C21 C28 -118.7(4) . . . . ? C19 Pd1 C21 C28 -150.3(4) . . . . ? C20 C19 C22 C23 35.1(5) . . . . ? Pd1 C19 C22 C23 -48.3(5) . . . . ? C20 C19 C22 C27 -145.5(4) . . . . ? Pd1 C19 C22 C27 131.1(3) . . . . ? C27 C22 C23 C24 2.5(6) . . . . ? C19 C22 C23 C24 -178.1(4) . . . . ? C22 C23 C24 C25 -0.7(8) . . . . ? C23 C24 C25 C26 -0.6(8) . . . . ? C24 C25 C26 C27 0.2(8) . . . . ? C25 C26 C27 C22 1.6(7) . . . . ? C23 C22 C27 C26 -2.9(6) . . . . ? C19 C22 C27 C26 177.7(4) . . . . ? C20 C21 C28 C33 155.5(3) . . . . ? Pd1 C21 C28 C33 -120.1(3) . . . . ? C20 C21 C28 C29 -23.5(5) . . . . ? Pd1 C21 C28 C29 61.0(5) . . . . ? C33 C28 C29 C30 0.6(6) . . . . ? C21 C28 C29 C30 179.6(4) . . . . ? C28 C29 C30 C31 1.0(8) . . . . ? C29 C30 C31 C32 -1.2(9) . . . . ? C30 C31 C32 C33 -0.2(9) . . . . ? C29 C28 C33 C32 -2.1(6) . . . . ? C21 C28 C33 C32 178.9(4) . . . . ? C31 C32 C33 C28 1.9(8) . . . . ? _refine_diff_density_max 0.255 _refine_diff_density_min -0.370 _refine_diff_density_rms 0.047 #======END data_1d _database_code_CSD 160666 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H29 N2 O2 Pd, P F6' _chemical_formula_sum 'C17 H29 F6 N2 O2 P Pd' _chemical_formula_weight 544.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 8.4737(2) _cell_length_b 8.9915(3) _cell_length_c 9.2028(2) _cell_angle_alpha 81.2790(10) _cell_angle_beta 62.7870(10) _cell_angle_gamma 66.1180(10) _cell_volume 569.69(3) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Prism _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 276 _exptl_absorpt_coefficient_mu 0.947 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.6238 _exptl_absorpt_correction_T_max 0.8709 _exptl_absorpt_process_details 'Sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.22 _diffrn_reflns_number 4026 _diffrn_reflns_av_R_equivalents 0.0167 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 28.27 _reflns_number_total 3234 _reflns_number_gt 3199 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0552P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method 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(3) _refine_ls_number_reflns 3234 _refine_ls_number_parameters 262 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0818 _refine_ls_wR_factor_gt 0.0810 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 0.4185 0.4131 0.8526 0.04380(10) Uani 1 1 d . . . P1 P 0.6333(2) 0.97572(19) 0.48142(19) 0.0625(3) Uani 1 1 d . . . F1 F 0.4083(8) 1.0626(9) 0.5807(8) 0.133(2) Uani 1 1 d . . . F2 F 0.8600(6) 0.8885(7) 0.3782(6) 0.0915(13) Uani 1 1 d . . . F3 F 0.6533(11) 0.8811(10) 0.6344(8) 0.140(3) Uani 1 1 d . . . F4 F 0.6226(9) 1.0699(8) 0.3246(7) 0.1116(18) Uani 1 1 d . . . F5 F 0.6022(8) 0.8356(7) 0.4247(8) 0.111(2) Uani 1 1 d . . . F6 F 0.6657(13) 1.1144(8) 0.5309(11) 0.146(3) Uani 1 1 d . . . O1 O -0.0986(8) 0.3612(8) 1.1780(9) 0.105(2) Uani 1 1 d . . . O2 O -0.0344(8) 0.8258(5) 0.7922(7) 0.0833(14) Uani 1 1 d . . . N1 N 0.2210(10) 0.6109(9) 0.7885(8) 0.0540(15) Uani 1 1 d . . . N2 N 0.2012(10) 0.3259(8) 0.9985(8) 0.0475(14) Uani 1 1 d . . . C1 C 0.0493(10) 0.7089(7) 0.8722(9) 0.0644(14) Uani 1 1 d . . . C2 C -0.0769(13) 0.7136(9) 1.0507(9) 0.083(2) Uani 1 1 d . . . H2A H -0.1935 0.7063 1.0631 0.100 Uiso 1 1 calc R . . H2B H -0.1131 0.8195 1.0958 0.100 Uiso 1 1 calc R . . C3 C 0.0003(12) 0.5855(8) 1.1551(9) 0.0799(19) Uani 1 1 d . . . H3A H 0.1163 0.5913 1.1459 0.096 Uiso 1 1 calc R . . H3B H -0.0936 0.6079 1.2687 0.096 Uiso 1 1 calc R . . C4 C 0.0441(10) 0.4170(8) 1.1038(9) 0.0687(15) Uani 1 1 d . . . C5 C -0.0215(12) 0.2025(10) 1.0991(13) 0.092(3) Uani 1 1 d . . . H5A H -0.0854 0.2048 1.0337 0.110 Uiso 1 1 calc R . . H5B H -0.0376 0.1201 1.1798 0.110 Uiso 1 1 calc R . . C6 C 0.1934(9) 0.1673(7) 0.9900(7) 0.0571(12) Uani 1 1 d . . . H6A H 0.2222 0.1458 0.8775 0.068 Uiso 1 1 calc R . . C7 C 0.3303(11) 0.0269(8) 1.0383(9) 0.0711(16) Uani 1 1 d . . . H7A H 0.4605 0.0222 0.9660 0.085 Uiso 1 1 calc R . . C8 C 0.3199(18) -0.1327(11) 1.0100(14) 0.110(3) Uani 1 1 d . . . H8A H 0.4092 -0.2230 1.0386 0.165 Uiso 1 1 calc R . . H8B H 0.3516 -0.1449 0.8970 0.165 Uiso 1 1 calc R . . H8C H 0.1922 -0.1297 1.0769 0.165 Uiso 1 1 calc R . . C9 C 0.2949(18) 0.0459(13) 1.2119(14) 0.103(3) Uani 1 1 d . . . H9A H 0.2921 0.1502 1.2280 0.155 Uiso 1 1 calc R . . H9B H 0.3960 -0.0386 1.2321 0.155 Uiso 1 1 calc R . . H9C H 0.1741 0.0384 1.2860 0.155 Uiso 1 1 calc R . . C10 C 0.1100(12) 0.8099(8) 0.6243(10) 0.0794(19) Uani 1 1 d . . . H10A H 0.1519 0.9003 0.5984 0.095 Uiso 1 1 calc R . . H10B H 0.0602 0.8064 0.5492 0.095 Uiso 1 1 calc R . . C11 C 0.2741(8) 0.6506(7) 0.6142(7) 0.0567(12) Uani 1 1 d . . . H11A H 0.3931 0.6703 0.5690 0.068 Uiso 1 1 calc R . . C12 C 0.3062(9) 0.5098(8) 0.5165(7) 0.0615(13) Uani 1 1 d . . . H12A H 0.4054 0.4128 0.5313 0.074 Uiso 1 1 calc R . . C13 C 0.1247(12) 0.4729(10) 0.5798(11) 0.0812(19) Uani 1 1 d . . . H13A H 0.0814 0.4530 0.6945 0.122 Uiso 1 1 calc R . . H13B H 0.1531 0.3783 0.5217 0.122 Uiso 1 1 calc R . . H13C H 0.0261 0.5642 0.5629 0.122 Uiso 1 1 calc R . . C14 C 0.3816(14) 0.5421(13) 0.3347(9) 0.095(2) Uani 1 1 d . . . H14A H 0.4959 0.5632 0.2990 0.143 Uiso 1 1 calc R . . H14B H 0.2859 0.6348 0.3157 0.143 Uiso 1 1 calc R . . H14C H 0.4105 0.4485 0.2748 0.143 Uiso 1 1 calc R . . C15 C 0.6715(15) 0.4569(13) 0.6975(14) 0.071(3) Uani 1 1 d . . . H15A H 0.7538 0.3936 0.5948 0.085 Uiso 1 1 calc R . . H15B H 0.6596 0.5694 0.6883 0.085 Uiso 1 1 calc R . . C16 C 0.6857(10) 0.3797(9) 0.8356(12) 0.084(2) Uani 1 1 d . . . H16A H 0.6920 0.4369 0.9142 0.101 Uiso 1 1 calc R . . C17 C 0.6605(14) 0.2315(12) 0.8758(15) 0.072(3) Uani 1 1 d . . . H17A H 0.6416 0.1950 0.9851 0.087 Uiso 1 1 calc R . . H17B H 0.7413 0.1446 0.7920 0.087 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.03829(14) 0.03897(14) 0.05536(17) 0.00329(10) -0.02300(11) -0.01346(10) P1 0.0652(9) 0.0550(8) 0.0532(8) -0.0047(6) -0.0161(7) -0.0189(7) F1 0.073(3) 0.147(5) 0.103(4) -0.033(4) -0.007(3) 0.003(3) F2 0.062(2) 0.110(4) 0.089(3) -0.009(3) -0.018(2) -0.033(2) F3 0.127(5) 0.162(6) 0.073(3) 0.035(4) -0.029(3) -0.029(5) F4 0.121(4) 0.136(5) 0.100(4) 0.052(3) -0.062(3) -0.069(4) F5 0.088(3) 0.094(3) 0.133(5) -0.028(3) -0.008(3) -0.055(3) F6 0.195(7) 0.097(4) 0.179(7) -0.038(4) -0.105(6) -0.045(5) O1 0.054(3) 0.097(4) 0.125(5) 0.031(4) -0.014(3) -0.030(3) O2 0.081(3) 0.051(2) 0.085(3) 0.005(2) -0.040(3) 0.007(2) N1 0.056(4) 0.042(2) 0.065(3) 0.006(2) -0.034(3) -0.012(2) N2 0.041(3) 0.047(3) 0.051(3) -0.001(2) -0.016(2) -0.018(2) C1 0.068(4) 0.041(3) 0.080(4) 0.001(2) -0.040(3) -0.007(3) C2 0.088(5) 0.059(3) 0.071(4) -0.011(3) -0.029(4) -0.001(3) C3 0.081(4) 0.066(4) 0.057(3) -0.013(3) -0.017(3) -0.005(3) C4 0.057(4) 0.063(3) 0.070(4) 0.009(3) -0.018(3) -0.023(3) C5 0.079(5) 0.083(5) 0.143(8) 0.040(5) -0.066(5) -0.050(4) C6 0.076(4) 0.055(3) 0.048(3) 0.010(2) -0.026(3) -0.036(3) C7 0.068(4) 0.056(3) 0.081(4) 0.009(3) -0.025(3) -0.027(3) C8 0.132(8) 0.067(5) 0.104(7) 0.005(4) -0.016(6) -0.056(6) C9 0.135(9) 0.098(6) 0.114(7) 0.033(6) -0.085(7) -0.053(6) C10 0.096(5) 0.053(3) 0.092(5) 0.021(3) -0.053(4) -0.024(3) C11 0.055(3) 0.053(3) 0.066(3) 0.019(2) -0.031(3) -0.026(2) C12 0.053(3) 0.061(3) 0.061(3) 0.005(2) -0.024(2) -0.014(2) C13 0.088(5) 0.085(5) 0.089(5) 0.004(4) -0.042(4) -0.045(4) C14 0.087(5) 0.119(7) 0.056(4) 0.010(4) -0.022(4) -0.030(5) C15 0.049(5) 0.069(6) 0.089(6) 0.013(5) -0.027(5) -0.025(5) C16 0.054(3) 0.081(4) 0.131(7) 0.009(4) -0.057(4) -0.022(3) C17 0.054(5) 0.063(5) 0.103(7) 0.006(4) -0.047(5) -0.012(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 C16 2.094(6) . ? Pd1 N2 2.097(7) . ? Pd1 N1 2.118(7) . ? Pd1 C17 2.121(9) . ? Pd1 C15 2.122(10) . ? P1 F6 1.550(5) . ? P1 F3 1.572(6) . ? P1 F4 1.579(5) . ? P1 F1 1.580(6) . ? P1 F5 1.589(5) . ? P1 F2 1.595(5) . ? O1 C4 1.346(9) . ? O1 C5 1.455(12) . ? O2 C1 1.337(7) . ? O2 C10 1.450(10) . ? N1 C1 1.277(10) . ? N1 C11 1.483(9) . ? N2 C4 1.249(10) . ? N2 C6 1.469(8) . ? C1 C2 1.491(11) . ? C2 C3 1.519(10) . ? C3 C4 1.502(10) . ? C5 C6 1.543(11) . ? C6 C7 1.501(9) . ? C7 C9 1.508(13) . ? C7 C8 1.541(10) . ? C10 C11 1.518(9) . ? C11 C12 1.525(9) . ? C12 C14 1.522(10) . ? C12 C13 1.533(9) . ? C15 C16 1.385(14) . ? C16 C17 1.403(13) . ? 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 C16 Pd1 N2 136.0(3) . . ? C16 Pd1 N1 130.9(3) . . ? N2 Pd1 N1 90.0(3) . . ? C16 Pd1 C17 38.9(3) . . ? N2 Pd1 C17 101.9(3) . . ? N1 Pd1 C17 167.8(3) . . ? C16 Pd1 C15 38.4(4) . . ? N2 Pd1 C15 169.8(3) . . ? N1 Pd1 C15 98.6(3) . . ? C17 Pd1 C15 69.3(4) . . ? F6 P1 F3 89.1(5) . . ? F6 P1 F4 89.8(4) . . ? F3 P1 F4 177.5(4) . . ? F6 P1 F1 91.5(5) . . ? F3 P1 F1 92.3(4) . . ? F4 P1 F1 90.0(4) . . ? F6 P1 F5 178.1(4) . . ? F3 P1 F5 92.6(4) . . ? F4 P1 F5 88.4(4) . . ? F1 P1 F5 89.1(4) . . ? F6 P1 F2 88.9(4) . . ? F3 P1 F2 88.7(3) . . ? F4 P1 F2 89.1(3) . . ? F1 P1 F2 179.0(4) . . ? F5 P1 F2 90.4(3) . . ? C4 O1 C5 105.1(6) . . ? C1 O2 C10 106.2(5) . . ? C1 N1 C11 107.6(6) . . ? C1 N1 Pd1 132.8(5) . . ? C11 N1 Pd1 119.6(5) . . ? C4 N2 C6 109.4(6) . . ? C4 N2 Pd1 120.7(5) . . ? C6 N2 Pd1 129.6(5) . . ? N1 C1 O2 117.3(7) . . ? N1 C1 C2 129.3(6) . . ? O2 C1 C2 113.3(6) . . ? C1 C2 C3 118.5(6) . . ? C4 C3 C2 111.7(6) . . ? N2 C4 O1 118.0(7) . . ? N2 C4 C3 125.3(7) . . ? O1 C4 C3 116.8(7) . . ? O1 C5 C6 105.0(5) . . ? N2 C6 C7 114.6(5) . . ? N2 C6 C5 101.4(6) . . ? C7 C6 C5 115.4(5) . . ? C6 C7 C9 112.6(7) . . ? C6 C7 C8 109.2(7) . . ? C9 C7 C8 111.5(7) . . ? O2 C10 C11 104.8(5) . . ? N1 C11 C10 102.6(6) . . ? N1 C11 C12 110.6(5) . . ? C10 C11 C12 116.5(5) . . ? C14 C12 C11 110.9(6) . . ? C14 C12 C13 111.7(6) . . ? C11 C12 C13 111.8(5) . . ? C16 C15 Pd1 69.7(5) . . ? C15 C16 C17 119.7(9) . . ? C15 C16 Pd1 71.9(5) . . ? C17 C16 Pd1 71.6(5) . . ? C16 C17 Pd1 69.5(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 C16 Pd1 N1 C1 -116.6(8) . . . . ? N2 Pd1 N1 C1 45.6(8) . . . . ? C17 Pd1 N1 C1 -146.5(18) . . . . ? C15 Pd1 N1 C1 -139.9(8) . . . . ? C16 Pd1 N1 C11 66.6(7) . . . . ? N2 Pd1 N1 C11 -131.2(5) . . . . ? C17 Pd1 N1 C11 37(3) . . . . ? C15 Pd1 N1 C11 43.3(6) . . . . ? C16 Pd1 N2 C4 108.7(7) . . . . ? N1 Pd1 N2 C4 -51.9(7) . . . . ? C17 Pd1 N2 C4 130.7(7) . . . . ? C15 Pd1 N2 C4 161(2) . . . . ? C16 Pd1 N2 C6 -77.2(7) . . . . ? N1 Pd1 N2 C6 122.2(6) . . . . ? C17 Pd1 N2 C6 -55.2(7) . . . . ? C15 Pd1 N2 C6 -25(3) . . . . ? C11 N1 C1 O2 -4.8(9) . . . . ? Pd1 N1 C1 O2 178.1(5) . . . . ? C11 N1 C1 C2 175.1(7) . . . . ? Pd1 N1 C1 C2 -2.0(13) . . . . ? C10 O2 C1 N1 -3.4(9) . . . . ? C10 O2 C1 C2 176.7(6) . . . . ? N1 C1 C2 C3 -0.8(13) . . . . ? O2 C1 C2 C3 179.1(7) . . . . ? C1 C2 C3 C4 -62.7(10) . . . . ? C6 N2 C4 O1 -4.0(9) . . . . ? Pd1 N2 C4 O1 171.2(5) . . . . ? C6 N2 C4 C3 176.1(6) . . . . ? Pd1 N2 C4 C3 -8.7(10) . . . . ? C5 O1 C4 N2 -3.2(9) . . . . ? C5 O1 C4 C3 176.6(6) . . . . ? C2 C3 C4 N2 89.4(10) . . . . ? C2 C3 C4 O1 -90.5(8) . . . . ? C4 O1 C5 C6 8.5(8) . . . . ? C4 N2 C6 C7 -116.2(7) . . . . ? Pd1 N2 C6 C7 69.2(8) . . . . ? C4 N2 C6 C5 8.8(8) . . . . ? Pd1 N2 C6 C5 -165.8(6) . . . . ? O1 C5 C6 N2 -10.3(7) . . . . ? O1 C5 C6 C7 114.2(6) . . . . ? N2 C6 C7 C9 60.4(8) . . . . ? C5 C6 C7 C9 -56.9(9) . . . . ? N2 C6 C7 C8 -175.2(6) . . . . ? C5 C6 C7 C8 67.5(9) . . . . ? C1 O2 C10 C11 9.6(7) . . . . ? C1 N1 C11 C10 10.3(7) . . . . ? Pd1 N1 C11 C10 -172.2(5) . . . . ? C1 N1 C11 C12 -114.7(6) . . . . ? Pd1 N1 C11 C12 62.8(6) . . . . ? O2 C10 C11 N1 -11.8(7) . . . . ? O2 C10 C11 C12 109.2(6) . . . . ? N1 C11 C12 C14 -173.9(6) . . . . ? C10 C11 C12 C14 69.4(7) . . . . ? N1 C11 C12 C13 60.8(7) . . . . ? C10 C11 C12 C13 -55.9(7) . . . . ? N2 Pd1 C15 C16 -62(3) . . . . ? N1 Pd1 C15 C16 151.1(6) . . . . ? C17 Pd1 C15 C16 -30.4(6) . . . . ? Pd1 C15 C16 C17 55.4(8) . . . . ? N2 Pd1 C16 C15 166.9(6) . . . . ? N1 Pd1 C16 C15 -39.2(8) . . . . ? C17 Pd1 C16 C15 131.1(10) . . . . ? N2 Pd1 C16 C17 35.8(8) . . . . ? N1 Pd1 C16 C17 -170.3(7) . . . . ? C15 Pd1 C16 C17 -131.1(10) . . . . ? C15 C16 C17 Pd1 -55.5(8) . . . . ? N2 Pd1 C17 C16 -155.5(6) . . . . ? N1 Pd1 C17 C16 37(3) . . . . ? C15 Pd1 C17 C16 30.0(7) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 28.27 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.648 _refine_diff_density_min -0.465 _refine_diff_density_rms 0.066 #======END data_Ni(RS)A _database_code_CSD 161470 _database_code_CSD ? _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H40 Cl2 N4 Ni O12' _chemical_formula_weight 802.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ni' 'Ni' 0.3393 1.1124 '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 9.992(5) _cell_length_b 17.166(2) _cell_length_c 10.642(4) _cell_angle_alpha 90.00 _cell_angle_beta 91.01(4) _cell_angle_gamma 90.00 _cell_volume 1825.1(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 802 _exptl_absorpt_coefficient_mu 0.669 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5585 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -2 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 29.99 _reflns_number_total 5304 _reflns_number_gt 4344 _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 w=3D1/[\s^2^(Fo^2^)+(0.0738P)^2^+0.6157P] where P=3D(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0120(14) _refine_ls_extinction_expression 'Fc^*^=3DkFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5304 _refine_ls_number_parameters 296 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0570 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.1285 _refine_ls_wR_factor_gt 0.1200 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni 0.0000 0.0000 0.0000 0.03182(11) Uani 1 d S . . Cl Cl -0.20761(6) 0.17082(3) 0.40484(6) 0.05462(15) Uani 1 d . . . N1 N -0.00330(15) 0.10773(9) 0.03682(14) 0.0367(3) Uani 1 d . . . N2 N -0.02271(17) -0.02342(9) 0.17159(13) 0.0375(3) Uani 1 d . . . O1 O 0.06301(16) 0.22078(8) 0.12111(15) 0.0509(3) Uani 1 d . . . O2 O 0.02611(18) -0.02898(11) 0.37634(13) 0.0559(4) Uani 1 d . . . C1 C -0.0955(2) 0.16592(11) -0.0222(2) 0.0441(4) Uani 1 d . . . C2 C -0.2409(3) 0.14489(16) -0.0076(3) 0.0614(6) Uani 1 d . . . C3 C -0.3331(4) 0.2051(3) -0.0699(7) 0.1008(14) Uani 1 d . . . C4 C -0.0545(3) 0.24102(13) 0.0467(3) 0.0582(6) Uani 1 d . . . C5 C 0.07744(19) 0.14399(11) 0.11172(16) 0.0382(4) Uani 1 d . . . C6 C 0.1903(2) 0.11071(11) 0.18499(17) 0.0414(4) Uani 1 d . . . C7 C 0.3105(2) 0.15191(15) 0.1868(2) 0.0548(5) Uani 1 d . . . C8 C 0.4190(3) 0.12555(17) 0.2580(3) 0.0639(6) Uani 1 d . . . C9 C 0.4084(3) 0.05943(17) 0.3295(3) 0.0611(6) Uani 1 d . . . C10 C 0.2888(2) 0.01815(15) 0.3307(2) 0.0527(5) Uani 1 d . . . C11 C 0.1794(2) 0.04295(11) 0.25671(16) 0.0403(4) Uani 1 d . . . C12 C 0.0554(2) -0.00304(11) 0.26275(16) 0.0397(4) Uani 1 d . . . C13 C -0.1012(3) -0.0691(2) 0.3642(2) 0.0648(7) Uani 1 d . . . C14 C -0.1326(2) -0.07180(12) 0.22199(19) 0.0441(4) Uani 1 d . . . C15 C -0.2695(2) -0.04049(15) 0.1851(3) 0.0591(6) Uani 1 d . . . H15 H -0.2798 0.0114 0.2196 0.079(10) Uiso 1 calc R . . H15A H -0.2761 -0.0365 0.0943 0.074(9) Uiso 1 calc R . . C16 C -0.3801(3) -0.0916(2) 0.2312(5) 0.0999(13) Uani 1 d . . . H16 H -0.4649 -0.0700 0.2055 0.194(16) Uiso 1 calc R . . H16A H -0.3753 -0.0945 0.3213 0.194(16) Uiso 1 calc R . . H16B H -0.3710 -0.1428 0.1964 0.194(16) Uiso 1 calc R . . O11 O -0.2770(3) 0.23463(15) 0.3502(3) 0.1160(10) Uani 1 d . . . O12 O -0.1177(3) 0.13674(18) 0.3201(3) 0.1191(10) Uani 1 d . . . O13 O -0.3024(2) 0.11420(14) 0.4388(3) 0.0917(7) Uani 1 d . . . O14 O -0.1362(3) 0.1941(2) 0.5136(3) 0.1251(12) Uani 1 d . . . H2 H -0.251(3) 0.1401(19) 0.074(3) 0.074(9) Uiso 1 d . . . H2A H -0.251(3) 0.0946(19) -0.040(3) 0.070(8) Uiso 1 d . . . H3 H -0.309(4) 0.264(3) -0.051(4) 0.116(14) Uiso 1 d . . . H3A H -0.330(5) 0.200(3) -0.149(5) 0.13(2) Uiso 1 d . . . H3B H 0.488(3) 0.0423(17) 0.375(3) 0.063(8) Uiso 1 d . . . H4 H -0.029(3) 0.284(2) -0.006(3) 0.079(10) Uiso 1 d . . . H4B H -0.432(6) 0.197(3) -0.031(5) 0.151(18) Uiso 1 d . . . H4A H -0.122(3) 0.2560(19) 0.107(3) 0.071(8) Uiso 1 d . . . H7 H 0.314(3) 0.1967(17) 0.139(3) 0.063(8) Uiso 1 d . . . H8 H 0.503(3) 0.160(2) 0.257(3) 0.084(10) Uiso 1 d . . . H9 H -0.075(3) 0.1679(16) -0.111(3) 0.059(7) Uiso 1 d . . . H10 H 0.275(3) -0.0279(17) 0.379(3) 0.056(7) Uiso 1 d . . . H13 H -0.087(3) -0.120(2) 0.394(3) 0.081(10) Uiso 1 d . . . H13A H -0.166(4) -0.033(2) 0.414(3) 0.083(10) Uiso 1 d . . . H14 H -0.123(2) -0.1239(14) 0.186(2) 0.043(6) Uiso 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 Ni 0.04174(18) 0.03039(16) 0.02333(15) -0.00323(10) 0.00043(10) 0.00259(11) Cl 0.0542(3) 0.0460(3) 0.0639(3) -0.0074(2) 0.0082(2) -0.0033(2) N1 0.0462(8) 0.0332(7) 0.0306(6) -0.0029(5) -0.0008(6) 0.0060(6) N2 0.0485(8) 0.0364(7) 0.0278(6) -0.0011(5) 0.0044(6) -0.0016(6) O1 0.0627(9) 0.0336(7) 0.0562(8) -0.0057(6) -0.0064(7) -0.0015(6) O2 0.0668(10) 0.0737(10) 0.0271(6) 0.0070(7) 0.0018(6) -0.0119(8) C1 0.0530(11) 0.0377(9) 0.0415(9) 0.0013(7) -0.0038(8) 0.0085(8) C2 0.0525(13) 0.0546(13) 0.0766(18) 0.0049(12) -0.0077(12) 0.0052(10) C3 0.065(2) 0.083(2) 0.153(5) 0.019(3) -0.030(2) 0.0166(17) C4 0.0653(14) 0.0364(10) 0.0726(15) -0.0017(10) -0.0080(12) 0.0079(10) C5 0.0467(9) 0.0344(8) 0.0335(8) -0.0016(6) 0.0033(7) -0.0001(7) C6 0.0461(9) 0.0429(9) 0.0351(8) -0.0035(7) -0.0021(7) -0.0006(8) C7 0.0545(12) 0.0541(12) 0.0556(12) 0.0020(10) -0.0041(10) -0.0098(10) C8 0.0490(12) 0.0730(16) 0.0693(15) -0.0020(12) -0.0069(11) -0.0112(11) C9 0.0513(12) 0.0735(16) 0.0580(13) -0.0019(12) -0.0134(10) 0.0035(11) C10 0.0560(12) 0.0603(13) 0.0417(10) 0.0028(9) -0.0074(9) 0.0026(10) C11 0.0465(9) 0.0447(9) 0.0298(8) -0.0033(7) -0.0010(7) -0.0001(7) C12 0.0513(10) 0.0420(9) 0.0259(7) 0.0010(6) 0.0037(6) 0.0021(8) C13 0.0650(15) 0.0884(19) 0.0412(11) 0.0126(12) 0.0092(10) -0.0159(14) C14 0.0510(10) 0.0406(9) 0.0411(9) -0.0013(7) 0.0085(8) -0.0038(8) C15 0.0523(12) 0.0517(12) 0.0734(16) -0.0049(11) 0.0022(11) -0.0034(10) C16 0.0645(18) 0.072(2) 0.164(4) -0.006(2) 0.029(2) -0.0106(15) O11 0.113(2) 0.0670(14) 0.168(3) 0.0450(16) 0.0132(19) 0.0150(14) O12 0.144(2) 0.104(2) 0.112(2) -0.0092(16) 0.0662(19) 0.0279(18) O13 0.0722(12) 0.0917(16) 0.1106(18) 0.0400(14) -0.0157(12) -0.0260(12) O14 0.0991(19) 0.133(2) 0.142(3) -0.077(2) -0.0348(18) 0.0092(17) _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 Ni N2 1.8873(16) 3 ? Ni N2 1.8873(16) . ? Ni N1 1.8907(15) . ? Ni N1 1.8907(15) 3 ? Cl O14 1.407(3) . ? Cl O13 1.409(2) . ? Cl O12 1.411(2) . ? Cl O11 1.416(2) . ? N1 C5 1.285(2) . ? N1 C1 1.490(2) . ? N2 C12 1.283(2) . ? N2 C14 1.485(3) . ? O1 C5 1.330(2) . ? O1 C4 1.447(3) . ? O2 C12 1.326(2) . ? O2 C13 1.451(3) . ? C1 C2 1.507(4) . ? C1 C4 1.535(3) . ? C1 H9 0.98(3) . ? C2 C3 1.528(4) . ? C2 H2 0.88(3) . ? C2 H2A 0.93(3) . ? C3 H3 1.05(5) . ? C3 H3A 0.85(5) . ? C3 H4B 1.09(6) . ? C4 H4 0.96(3) . ? C4 H4A 0.97(3) . ? C5 C6 1.475(3) . ? C6 C7 1.393(3) . ? C6 C11 1.397(3) . ? C7 C8 1.388(4) . ? C7 H7 0.92(3) . ? C8 C9 1.371(4) . ? C8 H8 1.03(4) . ? C9 C10 1.389(4) . ? C9 H3B 0.97(3) . ? C10 C11 1.402(3) . ? C10 H10 0.95(3) . ? C11 C12 1.472(3) . ? C13 C14 1.540(3) . ? C13 H13 0.95(4) . ? C13 H13A 1.05(4) . ? C14 C15 1.515(3) . ? C14 H14 0.98(2) . ? C15 C16 1.500(4) . ? C15 H15 0.9700 . ? C15 H15A 0.9700 . ? C16 H16 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni N2 180.0 3 . ? N2 Ni N1 89.72(7) 3 . ? N2 Ni N1 90.28(7) . . ? N2 Ni N1 90.28(7) 3 3 ? N2 Ni N1 89.72(7) . 3 ? N1 Ni N1 180.0 . 3 ? O14 Cl O13 108.6(2) . . ? O14 Cl O12 108.9(2) . . ? O13 Cl O12 108.44(19) . . ? O14 Cl O11 110.8(2) . . ? O13 Cl O11 108.22(16) . . ? O12 Cl O11 111.8(2) . . ? C5 N1 C1 108.27(15) . . ? C5 N1 Ni 126.11(13) . . ? C1 N1 Ni 125.53(12) . . ? C12 N2 C14 108.86(15) . . ? C12 N2 Ni 126.28(14) . . ? C14 N2 Ni 124.82(13) . . ? C5 O1 C4 106.55(16) . . ? C12 O2 C13 106.58(17) . . ? N1 C1 C2 112.70(18) . . ? N1 C1 C4 101.75(16) . . ? C2 C1 C4 113.7(2) . . ? N1 C1 H9 107.3(16) . . ? C2 C1 H9 108.9(16) . . ? C4 C1 H9 112.2(16) . . ? C1 C2 C3 111.6(3) . . ? C1 C2 H2 105(2) . . ? C3 C2 H2 114(2) . . ? C1 C2 H2A 106.6(19) . . ? C3 C2 H2A 113.7(19) . . ? H2 C2 H2A 105(3) . . ? C2 C3 H3 115(2) . . ? C2 C3 H3A 109(4) . . ? H3 C3 H3A 106(4) . . ? C2 C3 H4B 107(3) . . ? H3 C3 H4B 105(4) . . ? H3A C3 H4B 114(4) . . ? O1 C4 C1 105.48(17) . . ? O1 C4 H4 106(2) . . ? C1 C4 H4 116(2) . . ? O1 C4 H4A 105.7(18) . . ? C1 C4 H4A 110.7(18) . . ? H4 C4 H4A 112(3) . . ? N1 C5 O1 117.33(17) . . ? N1 C5 C6 127.31(17) . . ? O1 C5 C6 115.28(16) . . ? C7 C6 C11 119.39(19) . . ? C7 C6 C5 117.47(19) . . ? C11 C6 C5 123.05(18) . . ? C8 C7 C6 120.4(2) . . ? C8 C7 H7 122.5(18) . . ? C6 C7 H7 117.1(18) . . ? C9 C8 C7 120.4(2) . . ? C9 C8 H8 123.7(19) . . ? C7 C8 H8 115.8(19) . . ? C8 C9 C10 120.1(2) . . ? C8 C9 H3B 117.2(18) . . ? C10 C9 H3B 122.6(18) . . ? C9 C10 C11 120.1(2) . . ? C9 C10 H10 124.4(16) . . ? C11 C10 H10 115.5(16) . . ? C6 C11 C10 119.50(19) . . ? C6 C11 C12 122.97(17) . . ? C10 C11 C12 117.48(19) . . ? N2 C12 O2 117.19(18) . . ? N2 C12 C11 127.93(16) . . ? O2 C12 C11 114.80(17) . . ? O2 C13 C14 105.36(17) . . ? O2 C13 H13 106(2) . . ? C14 C13 H13 109(2) . . ? O2 C13 H13A 103(2) . . ? C14 C13 H13A 113.4(19) . . ? H13 C13 H13A 118(3) . . ? N2 C14 C15 112.21(18) . . ? N2 C14 C13 101.49(17) . . ? C15 C14 C13 114.3(2) . . ? N2 C14 H14 106.8(14) . . ? C15 C14 H14 108.5(13) . . ? C13 C14 H14 113.3(13) . . ? C16 C15 C14 112.0(2) . . ? C16 C15 H15 109.2 . . ? C14 C15 H15 109.2 . . ? C16 C15 H15A 109.2 . . ? C14 C15 H15A 109.2 . . ? H15 C15 H15A 107.9 . . ? C15 C16 H16 109.5 . . ? C15 C16 H16A 109.5 . . ? H16 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 29.99 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.779 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.065