Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2003 data_global _publ_contact_author_email GSG@UM.ES _publ_contact_author_name 'Dr Gregorio Sanchez' _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_address ; Departamento de Química Inorgánica Universidad de Murcia Campus de Espinardo Murcia 30071 SPAIN ; _publ_section_title ; Synthesis and characterisation of cyclometallated palladium(II) complexes with phosphine-carboxylate and phosphine-amide ligands. ; loop_ _publ_author_name 'Gregorio Sanchez' 'Joaquin Garcia' 'Luis Garcia' 'Gregorio Lopez' 'David Meseguer' 'Jose Perez' ; J.L.Serrano ; data_compound_3a _database_code_depnum_ccdc_archive 'CCDC 219141' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H30 Cl N2 O P Pd, C H4 O' _chemical_formula_sum 'C36 H34 Cl N2 O2 P Pd' _chemical_formula_weight 699.47 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' Cl Cl 0.1484 0.1585 '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' Pd Pd -0.9988 1.0072 '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' _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 14.2424(7) _cell_length_b 10.5660(5) _cell_length_c 21.5403(10) _cell_angle_alpha 90.00 _cell_angle_beta 93.8840(10) _cell_angle_gamma 90.00 _cell_volume 3234.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(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 0.21 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.437 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 0.741 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.8600 _exptl_absorpt_correction_T_max 0.9164 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 19748 _diffrn_reflns_av_R_equivalents 0.0176 _diffrn_reflns_av_sigmaI/netI 0.0224 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 28.14 _reflns_number_total 7253 _reflns_number_gt 6863 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0594P)^2^+7.6238P] 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 7253 _refine_ls_number_parameters 375 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0389 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.1094 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 0.867548(13) 0.773571(19) 0.091015(9) 0.01134(8) Uani 1 1 d . . . P1 P 0.91771(5) 0.72730(6) 0.19014(3) 0.01140(14) Uani 1 1 d . . . Cl1 Cl 0.95041(4) 0.97032(6) 0.09107(3) 0.01558(14) Uani 1 1 d . . . O1 O 1.21497(15) 0.7181(2) 0.20923(10) 0.0205(4) Uani 1 1 d . . . N1 N 1.12013(17) 0.7703(2) 0.12391(12) 0.0161(5) Uani 1 1 d . . . H1 H 1.0689 0.8109 0.1103 0.019 Uiso 1 1 calc R . . N2 N 0.82040(16) 0.8013(2) -0.00230(11) 0.0150(5) Uani 1 1 d . . . C14 C 0.82030(19) 0.7117(3) 0.24091(13) 0.0144(5) Uani 1 1 d . . . C1 C 0.99137(18) 0.8512(3) 0.22834(12) 0.0124(5) Uani 1 1 d . . . C15 C 0.7406(2) 0.7866(3) 0.22697(14) 0.0177(6) Uani 1 1 d . . . H15 H 0.7385 0.8411 0.1918 0.021 Uiso 1 1 calc R . . C23 C 0.78010(18) 0.6235(3) 0.08197(12) 0.0139(5) Uani 1 1 d . . . C7 C 1.1466(2) 0.7750(3) 0.18473(14) 0.0157(5) Uani 1 1 d . . . C30 C 0.7045(2) 0.7246(3) -0.08102(14) 0.0172(6) Uani 1 1 d . . . C16 C 0.6644(2) 0.7819(3) 0.26425(15) 0.0217(6) Uani 1 1 d . . . H16 H 0.6112 0.8345 0.2551 0.026 Uiso 1 1 calc R . . C21 C 1.2623(2) 0.7720(3) 0.06549(18) 0.0303(8) Uani 1 1 d . . . H21A H 1.3010 0.7848 0.1044 0.046 Uiso 1 1 calc R . . H21B H 1.2452 0.8543 0.0471 0.046 Uiso 1 1 calc R . . H21C H 1.2981 0.7234 0.0364 0.046 Uiso 1 1 calc R . . C5 C 1.13817(19) 0.9629(3) 0.25135(12) 0.0158(5) Uani 1 1 d . . . H5 H 1.2043 0.9684 0.2486 0.019 Uiso 1 1 calc R . . C34 C 0.7504(2) 0.7188(3) -0.02144(13) 0.0146(5) Uani 1 1 d . . . C29 C 0.6297(2) 0.6369(3) -0.09586(13) 0.0203(6) Uani 1 1 d . . . H29 H 0.5950 0.6419 -0.1350 0.024 Uiso 1 1 calc R . . C13 C 0.99400(19) 0.5002(3) 0.15029(13) 0.0166(5) Uani 1 1 d . . . H13 H 0.9602 0.5173 0.1117 0.020 Uiso 1 1 calc R . . C35 C 0.72845(19) 0.6249(3) 0.02291(12) 0.0141(5) Uani 1 1 d . . . C24 C 0.75911(19) 0.5268(3) 0.12231(13) 0.0158(5) Uani 1 1 d . . . H24 H 0.7926 0.5213 0.1619 0.019 Uiso 1 1 calc R . . C2 C 0.94671(19) 0.9440(3) 0.26205(12) 0.0145(5) Uani 1 1 d . . . H2 H 0.8809 0.9377 0.2664 0.017 Uiso 1 1 calc R . . C3 C 0.9964(2) 1.0454(3) 0.28936(13) 0.0167(5) Uani 1 1 d . . . H3 H 0.9644 1.1080 0.3115 0.020 Uiso 1 1 calc R . . C19 C 0.8219(2) 0.6303(3) 0.29185(14) 0.0194(6) Uani 1 1 d . . . H19 H 0.8755 0.5789 0.3018 0.023 Uiso 1 1 calc R . . C11 C 1.0986(2) 0.3659(3) 0.21332(15) 0.0224(6) Uani 1 1 d . . . H11 H 1.1364 0.2919 0.2179 0.027 Uiso 1 1 calc R . . C8 C 0.98775(18) 0.5837(3) 0.20008(13) 0.0139(5) Uani 1 1 d . . . C26 C 0.6378(2) 0.4402(3) 0.04923(13) 0.0178(6) Uani 1 1 d . . . H26 H 0.5901 0.3793 0.0394 0.021 Uiso 1 1 calc R . . C31 C 0.7369(2) 0.8141(3) -0.12322(13) 0.0197(6) Uani 1 1 d . . . H31 H 0.7083 0.8202 -0.1643 0.024 Uiso 1 1 calc R . . C17 C 0.6664(2) 0.7002(3) 0.31483(15) 0.0240(6) Uani 1 1 d . . . H17 H 0.6143 0.6963 0.3401 0.029 Uiso 1 1 calc R . . C4 C 1.0925(2) 1.0549(3) 0.28419(13) 0.0169(5) Uani 1 1 d . . . H4 H 1.1269 1.1236 0.3029 0.020 Uiso 1 1 calc R . . C27 C 0.65711(19) 0.5360(3) 0.00603(13) 0.0161(5) Uani 1 1 d . . . C9 C 1.03813(19) 0.5573(3) 0.25673(13) 0.0176(5) Uani 1 1 d . . . H9 H 1.0352 0.6140 0.2908 0.021 Uiso 1 1 calc R . . C6 C 1.08883(18) 0.8626(3) 0.22242(12) 0.0133(5) Uani 1 1 d . . . C33 C 0.8494(2) 0.8855(3) -0.04244(13) 0.0180(6) Uani 1 1 d . . . H33 H 0.8980 0.9428 -0.0291 0.022 Uiso 1 1 calc R . . C12 C 1.0496(2) 0.3919(3) 0.15693(15) 0.0217(6) Uani 1 1 d . . . H12 H 1.0540 0.3358 0.1228 0.026 Uiso 1 1 calc R . . C28 C 0.6079(2) 0.5461(3) -0.05415(14) 0.0204(6) Uani 1 1 d . . . H28 H 0.5587 0.4880 -0.0653 0.025 Uiso 1 1 calc R . . C20 C 1.1734(2) 0.6997(3) 0.07887(14) 0.0204(6) Uani 1 1 d . . . H20 H 1.1921 0.6161 0.0976 0.024 Uiso 1 1 calc R . . C32 C 0.8104(2) 0.8925(3) -0.10414(14) 0.0212(6) Uani 1 1 d . . . H32 H 0.8347 0.9510 -0.1325 0.025 Uiso 1 1 calc R . . C25 C 0.68902(19) 0.4364(3) 0.10568(13) 0.0166(5) Uani 1 1 d . . . H25 H 0.6768 0.3709 0.1343 0.020 Uiso 1 1 calc R . . C10 C 1.0923(2) 0.4482(3) 0.26315(14) 0.0211(6) Uani 1 1 d . . . H10 H 1.1252 0.4297 0.3019 0.025 Uiso 1 1 calc R . . C18 C 0.7444(2) 0.6242(3) 0.32842(15) 0.0241(6) Uani 1 1 d . . . H18 H 0.7453 0.5678 0.3628 0.029 Uiso 1 1 calc R . . C22 C 1.11106(17) 0.6761(3) 0.01980(11) 0.0314(7) Uani 1 1 d . . . H22A H 1.0547 0.6295 0.0301 0.047 Uiso 1 1 calc R . . H22B H 1.1458 0.6262 -0.0094 0.047 Uiso 1 1 calc R . . H22C H 1.0926 0.7572 0.0007 0.047 Uiso 1 1 calc R . . O2A O 0.54279(17) 0.8169(3) 0.09786(11) 0.0433(11) Uiso 0.728(6) 1 d PR A 1 H2A H 0.5149 0.8527 0.1261 0.065 Uiso 0.728(6) 1 calc PR A 1 C36A C 0.55379(17) 0.9014(3) 0.04996(11) 0.109(4) Uiso 0.728(6) 1 d PR A 1 H36A H 0.5222 0.9811 0.0588 0.163 Uiso 0.728(6) 1 calc PR A 1 H36B H 0.5261 0.8657 0.0109 0.163 Uiso 0.728(6) 1 calc PR A 1 H36C H 0.6210 0.9172 0.0462 0.163 Uiso 0.728(6) 1 calc PR A 1 O2B O 0.56559(17) 1.0904(3) 0.06556(11) 0.0173(19) Uiso 0.272(6) 1 d PR A 2 H2B H 0.6118 1.0654 0.0466 0.026 Uiso 0.272(6) 1 calc PR A 2 C36B C 0.49439(17) 1.0106(3) 0.05506(11) 0.040(3) Uiso 0.272(6) 1 d PR A 2 H36D H 0.5040 0.9363 0.0820 0.061 Uiso 0.272(6) 1 calc PR A 2 H36E H 0.4910 0.9839 0.0114 0.061 Uiso 0.272(6) 1 calc PR A 2 H36F H 0.4355 1.0526 0.0641 0.061 Uiso 0.272(6) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01115(12) 0.01196(12) 0.01069(12) 0.00100(7) -0.00088(7) -0.00135(7) P1 0.0107(3) 0.0118(3) 0.0115(3) 0.0000(2) -0.0002(2) -0.0003(2) Cl1 0.0169(3) 0.0144(3) 0.0152(3) 0.0005(2) -0.0001(2) -0.0032(2) O1 0.0146(10) 0.0237(11) 0.0228(11) -0.0003(8) -0.0021(8) 0.0042(8) N1 0.0135(11) 0.0182(12) 0.0170(12) -0.0004(9) 0.0028(9) 0.0026(9) N2 0.0136(11) 0.0173(11) 0.0140(11) 0.0007(9) -0.0007(8) -0.0018(9) C14 0.0150(13) 0.0123(12) 0.0163(13) -0.0030(10) 0.0030(10) -0.0027(10) C1 0.0132(12) 0.0132(12) 0.0104(11) 0.0009(10) -0.0019(9) -0.0014(10) C15 0.0148(13) 0.0195(14) 0.0185(13) -0.0017(11) -0.0004(10) -0.0038(10) C23 0.0120(12) 0.0154(12) 0.0145(12) -0.0013(10) 0.0010(10) -0.0013(10) C7 0.0135(13) 0.0153(13) 0.0184(14) -0.0003(10) 0.0019(10) -0.0038(10) C30 0.0177(13) 0.0182(14) 0.0153(13) -0.0018(10) -0.0005(11) 0.0019(11) C16 0.0156(14) 0.0220(15) 0.0279(16) -0.0077(12) 0.0039(12) -0.0014(11) C21 0.0262(17) 0.0314(18) 0.0352(19) -0.0098(14) 0.0153(14) -0.0024(13) C5 0.0147(12) 0.0187(14) 0.0137(12) 0.0030(10) -0.0007(10) -0.0016(10) C34 0.0146(13) 0.0143(13) 0.0147(13) -0.0021(10) 0.0007(10) 0.0008(10) C29 0.0206(14) 0.0216(15) 0.0175(14) -0.0040(11) -0.0058(11) 0.0007(11) C13 0.0155(12) 0.0166(13) 0.0180(13) 0.0008(11) 0.0027(10) 0.0009(10) C35 0.0141(12) 0.0149(12) 0.0131(12) -0.0018(10) 0.0002(10) -0.0001(10) C24 0.0167(13) 0.0162(13) 0.0144(13) -0.0009(10) 0.0001(10) -0.0004(10) C2 0.0132(12) 0.0162(13) 0.0139(12) 0.0008(10) 0.0003(9) 0.0006(10) C3 0.0204(13) 0.0150(13) 0.0143(12) -0.0008(10) -0.0019(10) 0.0019(11) C19 0.0222(14) 0.0165(13) 0.0201(14) -0.0001(11) 0.0051(11) -0.0005(11) C11 0.0155(13) 0.0182(14) 0.0339(17) 0.0083(12) 0.0044(12) 0.0034(11) C8 0.0110(11) 0.0133(12) 0.0173(13) 0.0024(10) 0.0012(9) 0.0001(10) C26 0.0173(13) 0.0148(13) 0.0214(14) -0.0050(11) 0.0030(11) -0.0046(10) C31 0.0247(14) 0.0206(14) 0.0134(13) 0.0009(11) -0.0013(11) 0.0021(12) C17 0.0237(15) 0.0206(14) 0.0293(16) -0.0075(13) 0.0139(13) -0.0067(12) C4 0.0214(14) 0.0150(13) 0.0138(12) 0.0012(10) -0.0027(10) -0.0040(11) C27 0.0151(13) 0.0173(13) 0.0159(13) -0.0043(10) 0.0014(10) -0.0017(10) C9 0.0155(13) 0.0193(14) 0.0179(13) 0.0025(11) 0.0000(10) -0.0018(11) C6 0.0152(12) 0.0143(12) 0.0099(11) 0.0014(10) -0.0019(9) 0.0011(10) C33 0.0200(13) 0.0181(13) 0.0154(13) 0.0014(11) -0.0021(10) -0.0039(11) C12 0.0196(14) 0.0177(14) 0.0285(16) -0.0010(12) 0.0064(12) 0.0024(11) C28 0.0180(13) 0.0207(14) 0.0221(14) -0.0057(12) -0.0023(11) -0.0033(11) C20 0.0209(14) 0.0199(14) 0.0213(14) -0.0049(12) 0.0074(11) 0.0016(11) C32 0.0265(15) 0.0205(14) 0.0163(14) 0.0055(11) 0.0006(11) -0.0015(12) C25 0.0188(13) 0.0130(12) 0.0186(13) -0.0001(10) 0.0062(10) -0.0016(10) C10 0.0160(13) 0.0224(15) 0.0243(15) 0.0083(12) -0.0027(11) 0.0003(11) C18 0.0324(16) 0.0182(14) 0.0233(15) 0.0007(12) 0.0125(13) -0.0043(13) C22 0.0317(17) 0.041(2) 0.0215(16) -0.0092(15) 0.0044(13) -0.0008(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C23 2.017(3) . ? Pd1 N2 2.096(2) . ? Pd1 P1 2.2586(7) . ? Pd1 Cl1 2.3905(7) . ? P1 C8 1.820(3) . ? P1 C14 1.831(3) . ? P1 C1 1.837(3) . ? O1 C7 1.232(4) . ? N1 C7 1.339(4) . ? N1 C20 1.474(4) . ? N2 C33 1.325(4) . ? N2 C34 1.366(4) . ? C14 C19 1.393(4) . ? C14 C15 1.399(4) . ? C1 C2 1.398(4) . ? C1 C6 1.408(4) . ? C15 C16 1.394(4) . ? C23 C24 1.387(4) . ? C23 C35 1.426(4) . ? C7 C6 1.511(4) . ? C30 C34 1.401(4) . ? C30 C31 1.411(4) . ? C30 C29 1.432(4) . ? C16 C17 1.389(5) . ? C21 C20 1.523(4) . ? C5 C4 1.389(4) . ? C5 C6 1.395(4) . ? C34 C35 1.427(4) . ? C29 C28 1.364(4) . ? C13 C12 1.394(4) . ? C13 C8 1.396(4) . ? C35 C27 1.413(4) . ? C24 C25 1.410(4) . ? C2 C3 1.392(4) . ? C3 C4 1.385(4) . ? C19 C18 1.400(4) . ? C11 C12 1.387(4) . ? C11 C10 1.389(5) . ? C8 C9 1.401(4) . ? C26 C25 1.375(4) . ? C26 C27 1.414(4) . ? C31 C32 1.375(4) . ? C17 C18 1.385(5) . ? C27 C28 1.435(4) . ? C9 C10 1.388(4) . ? C33 C32 1.407(4) . ? C20 C22 1.522(4) . ? O2A C36A 1.3814 . ? O2B C36B 1.3264 . ? 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 C23 Pd1 N2 82.05(10) . . ? C23 Pd1 P1 94.29(8) . . ? N2 Pd1 P1 175.53(7) . . ? C23 Pd1 Cl1 170.08(8) . . ? N2 Pd1 Cl1 90.29(7) . . ? P1 Pd1 Cl1 93.63(2) . . ? C8 P1 C14 106.61(12) . . ? C8 P1 C1 104.46(12) . . ? C14 P1 C1 103.27(12) . . ? C8 P1 Pd1 115.30(9) . . ? C14 P1 Pd1 112.35(9) . . ? C1 P1 Pd1 113.80(9) . . ? C7 N1 C20 122.6(2) . . ? C33 N2 C34 119.0(2) . . ? C33 N2 Pd1 128.71(19) . . ? C34 N2 Pd1 112.32(18) . . ? C19 C14 C15 119.2(3) . . ? C19 C14 P1 123.6(2) . . ? C15 C14 P1 117.2(2) . . ? C2 C1 C6 118.2(2) . . ? C2 C1 P1 117.8(2) . . ? C6 C1 P1 123.8(2) . . ? C16 C15 C14 120.5(3) . . ? C24 C23 C35 116.5(2) . . ? C24 C23 Pd1 132.6(2) . . ? C35 C23 Pd1 110.87(19) . . ? O1 C7 N1 124.2(3) . . ? O1 C7 C6 120.8(3) . . ? N1 C7 C6 114.9(2) . . ? C34 C30 C31 117.8(3) . . ? C34 C30 C29 118.0(3) . . ? C31 C30 C29 124.1(3) . . ? C17 C16 C15 119.9(3) . . ? C4 C5 C6 121.3(3) . . ? N2 C34 C30 122.3(3) . . ? N2 C34 C35 115.5(2) . . ? C30 C34 C35 122.2(3) . . ? C28 C29 C30 120.5(3) . . ? C12 C13 C8 120.4(3) . . ? C27 C35 C23 122.8(3) . . ? C27 C35 C34 118.5(2) . . ? C23 C35 C34 118.7(2) . . ? C23 C24 C25 121.3(3) . . ? C3 C2 C1 121.5(2) . . ? C4 C3 C2 119.9(3) . . ? C14 C19 C18 120.0(3) . . ? C12 C11 C10 119.8(3) . . ? C13 C8 C9 119.2(3) . . ? C13 C8 P1 119.9(2) . . ? C9 C8 P1 120.9(2) . . ? C25 C26 C27 119.2(3) . . ? C32 C31 C30 119.1(3) . . ? C18 C17 C16 119.9(3) . . ? C3 C4 C5 119.3(3) . . ? C35 C27 C26 118.3(3) . . ? C35 C27 C28 118.8(3) . . ? C26 C27 C28 122.9(3) . . ? C10 C9 C8 120.0(3) . . ? C5 C6 C1 119.6(3) . . ? C5 C6 C7 115.4(2) . . ? C1 C6 C7 124.9(2) . . ? N2 C33 C32 122.1(3) . . ? C11 C12 C13 120.1(3) . . ? C29 C28 C27 121.9(3) . . ? N1 C20 C21 110.0(2) . . ? N1 C20 C22 109.6(2) . . ? C21 C20 C22 111.7(3) . . ? C31 C32 C33 119.6(3) . . ? C26 C25 C24 121.9(3) . . ? C9 C10 C11 120.5(3) . . ? C17 C18 C19 120.4(3) . . ? _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 0.50 _diffrn_measured_fraction_theta_full 0.000 _refine_diff_density_max 1.966 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.111 #===END data_compound_10 _database_code_depnum_ccdc_archive 'CCDC 219142' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H22 N O2 P Pd, H2 O' _chemical_formula_sum 'C30 H24 N O3 P Pd' _chemical_formula_weight 583.87 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3790(5) _cell_length_b 11.1515(7) _cell_length_c 13.0729(6) _cell_angle_alpha 86.12(1) _cell_angle_beta 73.47(1) _cell_angle_gamma 74.78(1) _cell_volume 1264.74(12) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 592 _exptl_absorpt_coefficient_mu 0.830 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4788 _diffrn_reflns_av_R_equivalents 0.0197 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4428 _reflns_number_gt 3990 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0361P)^2^+0.5029P] 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 4428 _refine_ls_number_parameters 333 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0268 _refine_ls_R_factor_gt 0.0228 _refine_ls_wR_factor_ref 0.0589 _refine_ls_wR_factor_gt 0.0577 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.734603(19) 0.826865(15) 0.691130(13) 0.01742(7) Uani 1 1 d . . . P1 P 0.64835(6) 0.68841(5) 0.80638(4) 0.01692(12) Uani 1 1 d . . . O1 O 0.84335(18) 0.86048(15) 0.80214(12) 0.0243(4) Uani 1 1 d . . . O2 O 0.9048(2) 0.87386(17) 0.95077(13) 0.0310(4) Uani 1 1 d . . . C20 C 0.6675(3) 0.7942(2) 0.56612(17) 0.0214(5) Uani 1 1 d . . . C14 C 0.4833(2) 0.6370(2) 0.79872(17) 0.0194(5) Uani 1 1 d . . . C1 C 0.5825(2) 0.76019(19) 0.93935(17) 0.0178(4) Uani 1 1 d . . . N1 N 0.7880(2) 0.97502(17) 0.59592(15) 0.0217(4) Uani 1 1 d . . . C4 C 0.4643(3) 0.8800(2) 1.13789(18) 0.0254(5) Uani 1 1 d . . . H4 H 0.4234 0.9224 1.2046 0.031 Uiso 1 1 calc R . . C7 C 0.8145(3) 0.8569(2) 0.90346(18) 0.0212(5) Uani 1 1 d . . . C6 C 0.6643(2) 0.83316(19) 0.97120(17) 0.0191(5) Uani 1 1 d . . . C19 C 0.4789(3) 0.5132(2) 0.80693(18) 0.0237(5) Uani 1 1 d . . . H19 H 0.5670 0.4504 0.8127 0.028 Uiso 1 1 calc R . . C8 C 0.7969(2) 0.5466(2) 0.80909(18) 0.0200(5) Uani 1 1 d . . . C15 C 0.3538(3) 0.7284(2) 0.78866(18) 0.0233(5) Uani 1 1 d . . . H15 H 0.3566 0.8132 0.7821 0.028 Uiso 1 1 calc R . . C13 C 0.8941(3) 0.4952(2) 0.71156(19) 0.0250(5) Uani 1 1 d . . . H13 H 0.8855 0.5371 0.6470 0.030 Uiso 1 1 calc R . . C3 C 0.3837(3) 0.8077(2) 1.10744(19) 0.0261(5) Uani 1 1 d . . . H3 H 0.2880 0.7996 1.1533 0.031 Uiso 1 1 calc R . . C5 C 0.6044(3) 0.8905(2) 1.07126(18) 0.0233(5) Uani 1 1 d . . . H5 H 0.6608 0.9377 1.0941 0.028 Uiso 1 1 calc R . . C21 C 0.6201(3) 0.6914(2) 0.54554(18) 0.0251(5) Uani 1 1 d . . . H21 H 0.6119 0.6276 0.5972 0.030 Uiso 1 1 calc R . . C22 C 0.5848(3) 0.6812(2) 0.4511(2) 0.0304(6) Uani 1 1 d . . . H22 H 0.5536 0.6104 0.4385 0.036 Uiso 1 1 calc R . . C17 C 0.2179(3) 0.5720(3) 0.7969(2) 0.0317(6) Uani 1 1 d . . . H17 H 0.1273 0.5496 0.7961 0.038 Uiso 1 1 calc R . . C16 C 0.2215(3) 0.6957(2) 0.78827(19) 0.0280(5) Uani 1 1 d . . . H16 H 0.1333 0.7579 0.7821 0.034 Uiso 1 1 calc R . . C2 C 0.4438(3) 0.7472(2) 1.00931(18) 0.0233(5) Uani 1 1 d . . . H2 H 0.3896 0.6960 0.9892 0.028 Uiso 1 1 calc R . . C26 C 0.7443(3) 0.9868(2) 0.50496(18) 0.0235(5) Uani 1 1 d . . . C25 C 0.6828(3) 0.8847(2) 0.48607(18) 0.0231(5) Uani 1 1 d . . . C30 C 0.8483(3) 1.0603(2) 0.6232(2) 0.0266(5) Uani 1 1 d . . . H30 H 0.8800 1.0494 0.6868 0.032 Uiso 1 1 calc R . . C11 C 1.0164(3) 0.3227(2) 0.8030(2) 0.0348(6) Uani 1 1 d . . . H11 H 1.0907 0.2456 0.8010 0.042 Uiso 1 1 calc R . . C12 C 1.0033(3) 0.3832(2) 0.7088(2) 0.0297(6) Uani 1 1 d . . . H12 H 1.0690 0.3480 0.6424 0.036 Uiso 1 1 calc R . . C9 C 0.8117(3) 0.4864(2) 0.90367(19) 0.0266(5) Uani 1 1 d . . . H9 H 0.7473 0.5217 0.9704 0.032 Uiso 1 1 calc R . . C29 C 0.8656(3) 1.1635(2) 0.5613(2) 0.0337(6) Uani 1 1 d . . . H29 H 0.9069 1.2240 0.5824 0.040 Uiso 1 1 calc R . . C27 C 0.7613(3) 1.0885(2) 0.4390(2) 0.0322(6) Uani 1 1 d . . . H27 H 0.7317 1.0968 0.3747 0.039 Uiso 1 1 calc R . . C10 C 0.9219(3) 0.3739(2) 0.8998(2) 0.0341(6) Uani 1 1 d . . . H10 H 0.9320 0.3321 0.9641 0.041 Uiso 1 1 calc R . . C18 C 0.3454(3) 0.4813(2) 0.8067(2) 0.0303(6) Uani 1 1 d . . . H18 H 0.3419 0.3967 0.8134 0.036 Uiso 1 1 calc R . . C28 C 0.8214(3) 1.1771(2) 0.4680(2) 0.0373(6) Uani 1 1 d . . . H28 H 0.8326 1.2472 0.4239 0.045 Uiso 1 1 calc R . . C23 C 0.5945(3) 0.7734(2) 0.3748(2) 0.0315(6) Uani 1 1 d . . . H23 H 0.5667 0.7672 0.3113 0.038 Uiso 1 1 calc R . . C24 C 0.6448(3) 0.8742(2) 0.39138(19) 0.0294(6) Uani 1 1 d . . . H24 H 0.6537 0.9367 0.3385 0.035 Uiso 1 1 calc R . . O3 O 0.1148(3) 0.0152(2) 0.84808(17) 0.0418(5) Uani 1 1 d . . . H3A H 0.059(4) -0.029(3) 0.868(3) 0.050(11) Uiso 1 1 d . . . H3B H 0.106(4) 0.052(4) 0.897(3) 0.064(13) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01772(10) 0.01956(10) 0.01522(9) 0.00081(6) -0.00429(6) -0.00561(6) P1 0.0171(3) 0.0179(3) 0.0164(3) 0.0004(2) -0.0052(2) -0.0050(2) O1 0.0231(8) 0.0344(9) 0.0186(8) 0.0009(7) -0.0060(7) -0.0128(7) O2 0.0296(9) 0.0433(10) 0.0275(9) -0.0029(8) -0.0113(8) -0.0175(8) C20 0.0188(11) 0.0241(12) 0.0177(11) -0.0010(9) -0.0034(9) -0.0010(9) C14 0.0192(11) 0.0235(11) 0.0161(11) 0.0005(9) -0.0042(9) -0.0073(9) C1 0.0204(11) 0.0158(10) 0.0162(11) 0.0019(8) -0.0053(9) -0.0029(9) N1 0.0200(10) 0.0219(10) 0.0193(10) 0.0025(8) -0.0011(8) -0.0042(8) C4 0.0298(13) 0.0248(12) 0.0183(11) -0.0012(9) -0.0069(10) -0.0005(10) C7 0.0224(12) 0.0193(11) 0.0230(12) -0.0016(9) -0.0074(10) -0.0053(9) C6 0.0207(11) 0.0172(11) 0.0190(11) 0.0029(9) -0.0088(9) -0.0014(9) C19 0.0266(12) 0.0235(12) 0.0210(12) -0.0022(9) -0.0058(10) -0.0064(10) C8 0.0159(11) 0.0188(11) 0.0268(12) -0.0003(9) -0.0068(9) -0.0059(9) C15 0.0235(12) 0.0239(12) 0.0232(12) 0.0018(9) -0.0068(10) -0.0074(10) C13 0.0222(12) 0.0291(13) 0.0241(12) -0.0034(10) -0.0082(10) -0.0046(10) C3 0.0239(12) 0.0284(13) 0.0209(12) 0.0023(10) 0.0003(10) -0.0054(10) C5 0.0267(12) 0.0225(11) 0.0218(12) 0.0005(9) -0.0104(10) -0.0044(9) C21 0.0258(12) 0.0294(13) 0.0199(12) -0.0012(10) -0.0059(10) -0.0068(10) C22 0.0290(13) 0.0349(14) 0.0278(13) -0.0084(11) -0.0087(11) -0.0061(11) C17 0.0273(13) 0.0447(16) 0.0288(13) -0.0048(11) -0.0070(11) -0.0186(12) C16 0.0197(12) 0.0407(15) 0.0237(12) -0.0011(11) -0.0073(10) -0.0062(10) C2 0.0246(12) 0.0234(12) 0.0218(12) 0.0022(9) -0.0048(10) -0.0084(9) C26 0.0181(11) 0.0249(12) 0.0213(12) 0.0022(9) -0.0012(9) 0.0000(9) C25 0.0190(11) 0.0244(12) 0.0208(12) -0.0019(9) -0.0024(9) 0.0004(9) C30 0.0223(12) 0.0286(13) 0.0253(12) -0.0015(10) -0.0002(10) -0.0067(10) C11 0.0231(13) 0.0223(13) 0.0540(17) 0.0025(12) -0.0067(12) -0.0025(10) C12 0.0216(12) 0.0290(13) 0.0365(14) -0.0091(11) -0.0047(11) -0.0044(10) C9 0.0236(12) 0.0276(13) 0.0248(12) 0.0060(10) -0.0030(10) -0.0054(10) C29 0.0314(14) 0.0263(13) 0.0411(15) 0.0004(11) -0.0032(12) -0.0108(11) C27 0.0298(14) 0.0354(14) 0.0299(14) 0.0109(11) -0.0095(11) -0.0068(11) C10 0.0293(14) 0.0309(14) 0.0376(15) 0.0148(11) -0.0078(12) -0.0050(11) C18 0.0358(14) 0.0291(13) 0.0308(13) -0.0040(11) -0.0071(11) -0.0176(11) C28 0.0376(15) 0.0294(14) 0.0412(16) 0.0148(12) -0.0067(13) -0.0102(12) C23 0.0324(14) 0.0388(15) 0.0224(12) -0.0072(11) -0.0134(11) 0.0006(11) C24 0.0277(13) 0.0340(14) 0.0195(12) 0.0013(10) -0.0065(10) 0.0036(11) O3 0.0580(14) 0.0402(12) 0.0318(11) -0.0004(10) -0.0051(10) -0.0283(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C20 1.996(2) . ? Pd1 N1 2.0812(19) . ? Pd1 O1 2.0985(15) . ? Pd1 P1 2.2261(6) . ? P1 C14 1.816(2) . ? P1 C8 1.819(2) . ? P1 C1 1.833(2) . ? O1 C7 1.274(3) . ? O2 C7 1.239(3) . ? C20 C21 1.401(3) . ? C20 C25 1.407(3) . ? C14 C19 1.389(3) . ? C14 C15 1.397(3) . ? C1 C2 1.398(3) . ? C1 C6 1.406(3) . ? N1 C30 1.339(3) . ? N1 C26 1.352(3) . ? C4 C3 1.383(4) . ? C4 C5 1.384(3) . ? C7 C6 1.514(3) . ? C6 C5 1.394(3) . ? C19 C18 1.389(3) . ? C8 C9 1.391(3) . ? C8 C13 1.396(3) . ? C15 C16 1.384(3) . ? C13 C12 1.387(3) . ? C3 C2 1.387(3) . ? C21 C22 1.385(3) . ? C22 C23 1.385(4) . ? C17 C18 1.380(4) . ? C17 C16 1.384(4) . ? C26 C27 1.393(3) . ? C26 C25 1.469(3) . ? C25 C24 1.402(3) . ? C30 C29 1.379(4) . ? C11 C10 1.381(4) . ? C11 C12 1.384(4) . ? C9 C10 1.393(3) . ? C29 C28 1.384(4) . ? C27 C28 1.379(4) . ? C23 C24 1.379(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C20 Pd1 N1 81.22(9) . . ? C20 Pd1 O1 169.62(8) . . ? N1 Pd1 O1 92.73(7) . . ? C20 Pd1 P1 100.61(7) . . ? N1 Pd1 P1 171.81(5) . . ? O1 Pd1 P1 86.57(5) . . ? C14 P1 C8 105.22(10) . . ? C14 P1 C1 102.68(10) . . ? C8 P1 C1 107.76(10) . . ? C14 P1 Pd1 120.42(7) . . ? C8 P1 Pd1 112.72(7) . . ? C1 P1 Pd1 107.06(7) . . ? C7 O1 Pd1 135.16(15) . . ? C21 C20 C25 117.6(2) . . ? C21 C20 Pd1 128.94(17) . . ? C25 C20 Pd1 113.23(17) . . ? C19 C14 C15 119.6(2) . . ? C19 C14 P1 122.93(17) . . ? C15 C14 P1 117.43(17) . . ? C2 C1 C6 118.9(2) . . ? C2 C1 P1 119.33(17) . . ? C6 C1 P1 121.72(16) . . ? C30 N1 C26 120.5(2) . . ? C30 N1 Pd1 124.82(16) . . ? C26 N1 Pd1 114.42(16) . . ? C3 C4 C5 120.1(2) . . ? O2 C7 O1 122.4(2) . . ? O2 C7 C6 117.3(2) . . ? O1 C7 C6 120.3(2) . . ? C5 C6 C1 119.1(2) . . ? C5 C6 C7 116.2(2) . . ? C1 C6 C7 124.73(19) . . ? C14 C19 C18 119.8(2) . . ? C9 C8 C13 119.9(2) . . ? C9 C8 P1 122.34(18) . . ? C13 C8 P1 117.74(17) . . ? C16 C15 C14 120.1(2) . . ? C12 C13 C8 120.1(2) . . ? C4 C3 C2 119.4(2) . . ? C4 C5 C6 121.1(2) . . ? C22 C21 C20 121.1(2) . . ? C21 C22 C23 120.6(2) . . ? C18 C17 C16 120.3(2) . . ? C15 C16 C17 119.9(2) . . ? C3 C2 C1 121.3(2) . . ? N1 C26 C27 120.0(2) . . ? N1 C26 C25 113.7(2) . . ? C27 C26 C25 126.4(2) . . ? C24 C25 C20 120.7(2) . . ? C24 C25 C26 122.1(2) . . ? C20 C25 C26 117.1(2) . . ? N1 C30 C29 121.7(2) . . ? C10 C11 C12 120.2(2) . . ? C11 C12 C13 119.9(2) . . ? C8 C9 C10 119.5(2) . . ? C30 C29 C28 118.5(2) . . ? C28 C27 C26 119.4(2) . . ? C11 C10 C9 120.4(2) . . ? C17 C18 C19 120.2(2) . . ? C27 C28 C29 119.9(2) . . ? C24 C23 C22 119.8(2) . . ? C23 C24 C25 120.1(2) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 0.50 _diffrn_measured_fraction_theta_full 0.000 _refine_diff_density_max 0.412 _refine_diff_density_min -0.654 _refine_diff_density_rms 0.069 #===END data_compound_11 _database_code_depnum_ccdc_archive 'CCDC 219143' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H22 N O2 P Pd, 2(C H Cl3)' _chemical_formula_sum 'C34 H24 Cl6 N O2 P Pd' _chemical_formula_weight 828.61 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' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7881(7) _cell_length_b 10.5776(8) _cell_length_c 17.9300(14) _cell_angle_alpha 95.713(1) _cell_angle_beta 99.574(1) _cell_angle_gamma 95.302(1) _cell_volume 1625.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.693 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 828 _exptl_absorpt_coefficient_mu 1.148 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.8288 _exptl_absorpt_correction_T_max 0.9138 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 18989 _diffrn_reflns_av_R_equivalents 0.0196 _diffrn_reflns_av_sigmaI/netI 0.0257 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 28.17 _reflns_number_total 7258 _reflns_number_gt 7003 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0868P)^2^+18.0980P] 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 7258 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0613 _refine_ls_wR_factor_ref 0.1567 _refine_ls_wR_factor_gt 0.1551 _refine_ls_goodness_of_fit_ref 0.876 _refine_ls_restrained_S_all 0.876 _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 0.69167(4) 0.56908(3) 0.719599(18) 0.01456(11) Uani 1 1 d . . . P1 P 0.60979(13) 0.54500(11) 0.82875(6) 0.0149(2) Uani 1 1 d . . . N1 N 0.7725(5) 0.5927(4) 0.6186(2) 0.0214(8) Uani 1 1 d . . . O1 O 0.8482(4) 0.7240(3) 0.77102(19) 0.0208(7) Uani 1 1 d . . . O2 O 1.0224(4) 0.8369(4) 0.8623(2) 0.0259(7) Uani 1 1 d . . . C20 C 0.5672(5) 0.4156(5) 0.6554(3) 0.0194(9) Uani 1 1 d . . . C7 C 0.8917(5) 0.7802(4) 0.8390(3) 0.0182(9) Uani 1 1 d . . . C10 C 0.8375(6) 0.3618(5) 0.9988(3) 0.0239(10) Uani 1 1 d . . . H10 H 0.8791 0.3803 1.0504 0.029 Uiso 1 1 calc R . . C6 C 0.7769(5) 0.7854(4) 0.8939(2) 0.0161(8) Uani 1 1 d . . . C21 C 0.4586(6) 0.3215(5) 0.6701(3) 0.0230(9) Uani 1 1 d . . . H21 H 0.4291 0.3270 0.7177 0.028 Uiso 1 1 calc R . . C18 C 0.1716(6) 0.3924(5) 0.8483(3) 0.0286(11) Uani 1 1 d . . . H18 H 0.1252 0.3276 0.8712 0.034 Uiso 1 1 calc R . . C16 C 0.1483(6) 0.5642(5) 0.7711(3) 0.0295(11) Uani 1 1 d . . . H16 H 0.0863 0.6153 0.7427 0.035 Uiso 1 1 calc R . . C11 C 0.8463(5) 0.2424(4) 0.9608(3) 0.0208(9) Uani 1 1 d . . . H11 H 0.8939 0.1808 0.9870 0.025 Uiso 1 1 calc R . . C8 C 0.7025(5) 0.4270(4) 0.8824(2) 0.0153(8) Uani 1 1 d . . . C12 C 0.7840(6) 0.2147(5) 0.8839(3) 0.0241(10) Uani 1 1 d . . . H12 H 0.7892 0.1344 0.8587 0.029 Uiso 1 1 calc R . . C32 C 0.6048(5) 0.4017(5) 0.5807(3) 0.0196(9) Uani 1 1 d . . . C23 C 0.4315(6) 0.2058(5) 0.5436(3) 0.0283(11) Uani 1 1 d . . . H23 H 0.3877 0.1363 0.5083 0.034 Uiso 1 1 calc R . . C31 C 0.7121(5) 0.4963(5) 0.5616(3) 0.0204(9) Uani 1 1 d . . . C5 C 0.8024(6) 0.8931(4) 0.9479(3) 0.0205(9) Uani 1 1 d . . . H5 H 0.8869 0.9533 0.9486 0.025 Uiso 1 1 calc R . . C22 C 0.3918(6) 0.2185(5) 0.6155(3) 0.0268(10) Uani 1 1 d . . . H22 H 0.3195 0.1576 0.6277 0.032 Uiso 1 1 calc R . . C19 C 0.3338(6) 0.4122(5) 0.8572(3) 0.0227(9) Uani 1 1 d . . . H19 H 0.3953 0.3616 0.8863 0.027 Uiso 1 1 calc R . . C1 C 0.6505(5) 0.6933(4) 0.8936(2) 0.0156(8) Uani 1 1 d . . . C13 C 0.7141(6) 0.3068(4) 0.8444(3) 0.0221(9) Uani 1 1 d . . . H13 H 0.6748 0.2886 0.7926 0.027 Uiso 1 1 calc R . . C26 C 0.6849(6) 0.3866(5) 0.4340(3) 0.0281(11) Uani 1 1 d . . . H26 H 0.7109 0.3811 0.3857 0.034 Uiso 1 1 calc R . . C27 C 0.7542(6) 0.4921(5) 0.4890(3) 0.0244(10) Uani 1 1 d . . . C15 C 0.3084(6) 0.5840(5) 0.7786(3) 0.0228(9) Uani 1 1 d . . . H15 H 0.3539 0.6478 0.7547 0.027 Uiso 1 1 calc R . . C3 C 0.5798(6) 0.8212(5) 0.9999(3) 0.0221(9) Uani 1 1 d . . . H3 H 0.5138 0.8328 1.0349 0.027 Uiso 1 1 calc R . . C30 C 0.8732(6) 0.6858(5) 0.6045(3) 0.0244(10) Uani 1 1 d . . . H30 H 0.9133 0.7519 0.6430 0.029 Uiso 1 1 calc R . . C17 C 0.0807(6) 0.4679(6) 0.8061(3) 0.0305(12) Uani 1 1 d . . . H17 H -0.0268 0.4543 0.8009 0.037 Uiso 1 1 calc R . . C2 C 0.5539(5) 0.7141(4) 0.9478(3) 0.0197(9) Uani 1 1 d . . . H2 H 0.4704 0.6536 0.9484 0.024 Uiso 1 1 calc R . . C14 C 0.4014(5) 0.5085(4) 0.8220(3) 0.0178(8) Uani 1 1 d . . . C9 C 0.7662(6) 0.4539(5) 0.9594(3) 0.0209(9) Uani 1 1 d . . . H9 H 0.7611 0.5340 0.9848 0.025 Uiso 1 1 calc R . . C29 C 0.9201(6) 0.6874(5) 0.5340(3) 0.0295(11) Uani 1 1 d . . . H29 H 0.9915 0.7531 0.5263 0.035 Uiso 1 1 calc R . . C24 C 0.5385(6) 0.2991(5) 0.5249(3) 0.0240(10) Uani 1 1 d . . . C4 C 0.7050(6) 0.9130(5) 1.0005(3) 0.0226(9) Uani 1 1 d . . . H4 H 0.7229 0.9862 1.0355 0.027 Uiso 1 1 calc R . . C25 C 0.5826(6) 0.2948(6) 0.4506(3) 0.0297(11) Uani 1 1 d . . . H25 H 0.5398 0.2274 0.4135 0.036 Uiso 1 1 calc R . . C28 C 0.8611(6) 0.5922(6) 0.4763(3) 0.0297(11) Uani 1 1 d . . . H28 H 0.8912 0.5934 0.4290 0.036 Uiso 1 1 calc R . . Cl1 Cl 0.23185(18) 0.88718(13) 0.67627(8) 0.0359(3) Uani 1 1 d . . . Cl2 Cl 0.2163(2) 1.10473(16) 0.78332(10) 0.0489(4) Uani 1 1 d . . . Cl3 Cl 0.45107(19) 0.94138(19) 0.81828(11) 0.0506(4) Uani 1 1 d . . . C33 C 0.2586(7) 0.9483(5) 0.7730(3) 0.0310(11) Uani 1 1 d . . . H33 H 0.1885 0.8962 0.7979 0.037 Uiso 1 1 calc R . . Cl4 Cl 0.2352(3) 0.00413(17) 0.31040(11) 0.0559(5) Uani 1 1 d . . . Cl5 Cl 0.0743(3) -0.2460(2) 0.32560(14) 0.0675(6) Uani 1 1 d . . . Cl6 Cl 0.1344(3) -0.0547(2) 0.45038(16) 0.0806(7) Uani 1 1 d . . . C34 C 0.2011(8) -0.1187(7) 0.3675(5) 0.055(2) Uani 1 1 d . . . H34 H 0.3009 -0.1505 0.3844 0.066 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 0.01536(17) 0.01829(18) 0.01078(17) 0.00204(12) 0.00423(11) 0.00206(12) P1 0.0170(5) 0.0162(5) 0.0120(5) 0.0010(4) 0.0051(4) 0.0014(4) N1 0.0209(19) 0.030(2) 0.0165(18) 0.0071(16) 0.0062(15) 0.0071(16) O1 0.0214(16) 0.0234(16) 0.0179(16) 0.0007(13) 0.0072(13) -0.0014(13) O2 0.0207(17) 0.0318(19) 0.0232(17) 0.0005(14) 0.0055(13) -0.0065(14) C20 0.020(2) 0.024(2) 0.015(2) 0.0010(17) 0.0037(16) 0.0047(17) C7 0.019(2) 0.015(2) 0.022(2) 0.0043(16) 0.0060(17) 0.0008(16) C10 0.030(2) 0.027(2) 0.015(2) 0.0018(18) 0.0015(18) 0.004(2) C6 0.017(2) 0.016(2) 0.016(2) 0.0036(16) 0.0015(16) 0.0038(16) C21 0.021(2) 0.028(2) 0.020(2) 0.0003(18) 0.0048(18) 0.0016(18) C18 0.028(3) 0.029(3) 0.028(3) -0.006(2) 0.015(2) -0.009(2) C16 0.021(2) 0.038(3) 0.028(3) -0.005(2) 0.003(2) 0.009(2) C11 0.022(2) 0.019(2) 0.022(2) 0.0041(17) 0.0046(18) 0.0046(17) C8 0.017(2) 0.017(2) 0.0132(19) 0.0023(15) 0.0050(15) 0.0015(15) C12 0.032(3) 0.016(2) 0.023(2) -0.0013(18) 0.0024(19) 0.0049(18) C32 0.019(2) 0.026(2) 0.014(2) 0.0003(17) 0.0019(16) 0.0091(18) C23 0.027(2) 0.030(3) 0.025(3) -0.008(2) 0.001(2) 0.003(2) C31 0.020(2) 0.027(2) 0.015(2) 0.0029(17) 0.0031(17) 0.0099(18) C5 0.023(2) 0.019(2) 0.020(2) 0.0049(17) 0.0021(18) 0.0035(17) C22 0.025(2) 0.027(3) 0.027(3) -0.001(2) 0.005(2) 0.0004(19) C19 0.024(2) 0.024(2) 0.020(2) 0.0017(18) 0.0075(18) -0.0003(18) C1 0.017(2) 0.017(2) 0.0141(19) 0.0032(15) 0.0036(16) 0.0032(16) C13 0.029(2) 0.019(2) 0.017(2) -0.0019(17) 0.0023(18) 0.0020(18) C26 0.036(3) 0.040(3) 0.011(2) -0.0001(19) 0.0070(19) 0.017(2) C27 0.027(2) 0.035(3) 0.014(2) 0.0049(19) 0.0064(18) 0.016(2) C15 0.022(2) 0.029(2) 0.019(2) 0.0021(18) 0.0055(18) 0.0055(19) C3 0.027(2) 0.026(2) 0.016(2) 0.0011(18) 0.0077(18) 0.0088(19) C30 0.026(2) 0.027(2) 0.024(2) 0.0093(19) 0.0081(19) 0.0072(19) C17 0.019(2) 0.043(3) 0.028(3) -0.010(2) 0.0087(19) 0.001(2) C2 0.022(2) 0.021(2) 0.018(2) 0.0033(17) 0.0083(17) 0.0027(17) C14 0.016(2) 0.022(2) 0.015(2) -0.0037(16) 0.0052(16) -0.0004(16) C9 0.027(2) 0.019(2) 0.017(2) 0.0010(17) 0.0051(18) 0.0056(18) C29 0.030(3) 0.036(3) 0.029(3) 0.015(2) 0.014(2) 0.008(2) C24 0.023(2) 0.031(3) 0.018(2) -0.0006(19) 0.0025(18) 0.0110(19) C4 0.030(2) 0.020(2) 0.019(2) 0.0001(17) 0.0044(18) 0.0063(18) C25 0.029(3) 0.038(3) 0.021(2) -0.004(2) 0.002(2) 0.011(2) C28 0.035(3) 0.039(3) 0.020(2) 0.010(2) 0.013(2) 0.014(2) Cl1 0.0472(8) 0.0318(7) 0.0270(6) -0.0064(5) 0.0126(6) -0.0060(6) Cl2 0.0693(11) 0.0353(8) 0.0459(9) 0.0015(7) 0.0153(8) 0.0196(7) Cl3 0.0358(8) 0.0635(11) 0.0499(10) 0.0109(8) -0.0013(7) 0.0035(7) C33 0.033(3) 0.032(3) 0.029(3) -0.001(2) 0.012(2) -0.002(2) Cl4 0.0806(13) 0.0410(9) 0.0468(10) 0.0033(7) 0.0201(9) -0.0045(8) Cl5 0.0711(13) 0.0564(12) 0.0670(13) -0.0083(10) 0.0043(10) -0.0034(10) Cl6 0.1031(19) 0.0648(13) 0.0829(16) 0.0165(12) 0.0498(15) -0.0126(13) C34 0.036(3) 0.038(4) 0.095(6) 0.015(4) 0.016(4) 0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C20 2.009(5) . ? Pd1 O1 2.071(3) . ? Pd1 N1 2.082(4) . ? Pd1 P1 2.2241(11) . ? P1 C14 1.817(5) . ? P1 C8 1.820(4) . ? P1 C1 1.826(5) . ? N1 C30 1.334(6) . ? N1 C31 1.369(6) . ? O1 C7 1.283(6) . ? O2 C7 1.231(6) . ? C20 C21 1.389(7) . ? C20 C32 1.429(6) . ? C7 C6 1.522(6) . ? C10 C11 1.389(7) . ? C10 C9 1.394(7) . ? C6 C5 1.396(6) . ? C6 C1 1.407(6) . ? C21 C22 1.403(7) . ? C18 C17 1.373(8) . ? C18 C19 1.401(7) . ? C16 C15 1.386(7) . ? C16 C17 1.387(8) . ? C11 C12 1.388(7) . ? C8 C9 1.392(6) . ? C8 C13 1.401(6) . ? C12 C13 1.389(7) . ? C32 C24 1.411(7) . ? C32 C31 1.418(7) . ? C23 C22 1.386(7) . ? C23 C24 1.404(8) . ? C31 C27 1.410(6) . ? C5 C4 1.388(7) . ? C19 C14 1.390(7) . ? C1 C2 1.407(6) . ? C26 C25 1.351(8) . ? C26 C27 1.429(8) . ? C27 C28 1.410(8) . ? C15 C14 1.394(7) . ? C3 C2 1.370(7) . ? C3 C4 1.397(7) . ? C30 C29 1.394(7) . ? C29 C28 1.368(8) . ? C24 C25 1.446(7) . ? Cl1 C33 1.759(6) . ? Cl2 C33 1.728(6) . ? Cl3 C33 1.762(6) . ? Cl4 C34 1.767(8) . ? Cl5 C34 1.692(8) . ? Cl6 C34 1.781(9) . ? 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 C20 Pd1 O1 169.13(16) . . ? C20 Pd1 N1 82.08(18) . . ? O1 Pd1 N1 87.95(15) . . ? C20 Pd1 P1 98.75(13) . . ? O1 Pd1 P1 91.17(9) . . ? N1 Pd1 P1 178.93(12) . . ? C14 P1 C8 107.2(2) . . ? C14 P1 C1 102.1(2) . . ? C8 P1 C1 104.8(2) . . ? C14 P1 Pd1 115.86(15) . . ? C8 P1 Pd1 114.32(14) . . ? C1 P1 Pd1 111.33(14) . . ? C30 N1 C31 118.9(4) . . ? C30 N1 Pd1 128.4(4) . . ? C31 N1 Pd1 112.7(3) . . ? C7 O1 Pd1 135.7(3) . . ? C21 C20 C32 115.7(4) . . ? C21 C20 Pd1 133.1(4) . . ? C32 C20 Pd1 111.2(3) . . ? O2 C7 O1 123.2(4) . . ? O2 C7 C6 116.8(4) . . ? O1 C7 C6 120.0(4) . . ? C11 C10 C9 119.8(4) . . ? C5 C6 C1 119.0(4) . . ? C5 C6 C7 115.1(4) . . ? C1 C6 C7 125.8(4) . . ? C20 C21 C22 122.2(5) . . ? C17 C18 C19 120.6(5) . . ? C15 C16 C17 119.8(5) . . ? C12 C11 C10 120.1(4) . . ? C9 C8 C13 119.0(4) . . ? C9 C8 P1 121.9(3) . . ? C13 C8 P1 119.0(3) . . ? C11 C12 C13 120.1(4) . . ? C24 C32 C31 118.6(4) . . ? C24 C32 C20 123.0(5) . . ? C31 C32 C20 118.4(4) . . ? C22 C23 C24 119.2(5) . . ? N1 C31 C27 122.0(5) . . ? N1 C31 C32 115.5(4) . . ? C27 C31 C32 122.5(5) . . ? C4 C5 C6 121.9(4) . . ? C23 C22 C21 121.3(5) . . ? C14 C19 C18 119.0(5) . . ? C6 C1 C2 118.4(4) . . ? C6 C1 P1 123.2(3) . . ? C2 C1 P1 118.3(3) . . ? C12 C13 C8 120.3(4) . . ? C25 C26 C27 121.6(5) . . ? C31 C27 C28 117.5(5) . . ? C31 C27 C26 117.3(5) . . ? C28 C27 C26 125.2(5) . . ? C16 C15 C14 120.1(5) . . ? C2 C3 C4 120.2(4) . . ? N1 C30 C29 122.1(5) . . ? C18 C17 C16 120.3(5) . . ? C3 C2 C1 121.7(4) . . ? C19 C14 C15 120.1(4) . . ? C19 C14 P1 123.7(4) . . ? C15 C14 P1 116.1(4) . . ? C8 C9 C10 120.6(4) . . ? C28 C29 C30 120.0(5) . . ? C23 C24 C32 118.6(4) . . ? C23 C24 C25 122.6(5) . . ? C32 C24 C25 118.8(5) . . ? C5 C4 C3 118.8(4) . . ? C26 C25 C24 121.3(5) . . ? C29 C28 C27 119.5(5) . . ? Cl2 C33 Cl1 111.1(3) . . ? Cl2 C33 Cl3 109.1(3) . . ? Cl1 C33 Cl3 110.8(3) . . ? Cl5 C34 Cl4 116.5(5) . . ? Cl5 C34 Cl6 107.9(4) . . ? Cl4 C34 Cl6 109.7(4) . . ? _diffrn_measured_fraction_theta_max 0.910 _diffrn_reflns_theta_full 0.50 _diffrn_measured_fraction_theta_full 0.000 _refine_diff_density_max 4.779 _refine_diff_density_min -1.959 _refine_diff_density_rms 0.161 #===END data_compound_7a _database_code_depnum_ccdc_archive 'CCDC 219144' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35.50 H31 Cl F6 N2 O P2 Pd' _chemical_formula_weight 819.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1497(6) _cell_length_b 13.4993(8) _cell_length_c 13.9376(8) _cell_angle_alpha 89.880(4) _cell_angle_beta 82.800(6) _cell_angle_gamma 77.079(5) _cell_volume 1664.08(18) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.635 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 826 _exptl_absorpt_coefficient_mu 0.801 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6148 _diffrn_reflns_av_R_equivalents 0.0203 _diffrn_reflns_av_sigmaI/netI 0.0241 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5820 _reflns_number_gt 5082 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0701P)^2^+5.8713P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5820 _refine_ls_number_parameters 436 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0538 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.1425 _refine_ls_wR_factor_gt 0.1165 _refine_ls_goodness_of_fit_ref 1.172 _refine_ls_restrained_S_all 1.173 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.57231(4) 0.68452(3) 0.62903(2) 0.01766(14) Uani 1 1 d . . . P1 P 0.70767(13) 0.80176(9) 0.64256(8) 0.0182(3) Uani 1 1 d . . . P2 P -0.0076(2) 0.67436(14) 0.11929(11) 0.0415(4) Uani 1 1 d . . . O1 O 0.6166(4) 0.6456(3) 0.7709(2) 0.0270(8) Uani 1 1 d . . . F3 F -0.1037(5) 0.6002(3) 0.0817(3) 0.0606(11) Uani 1 1 d . . . C31 C 0.2322(6) 0.4570(4) 0.6185(4) 0.0254(11) Uani 1 1 d . . . H31 H 0.1615 0.4156 0.6152 0.030 Uiso 1 1 calc R . . C23 C 0.4923(5) 0.7187(3) 0.5029(3) 0.0184(9) Uani 1 1 d . . . C14 C 0.7848(5) 0.8681(4) 0.5417(3) 0.0196(9) Uani 1 1 d . . . F1 F 0.0906(6) 0.7466(4) 0.1559(3) 0.0858(18) Uani 1 1 d . . . C1 C 0.8718(5) 0.7461(4) 0.7045(3) 0.0205(10) Uani 1 1 d . . . C7 C 0.7104(6) 0.6626(4) 0.8243(4) 0.0238(10) Uani 1 1 d . . . C17 C 0.9073(6) 0.9649(4) 0.3864(4) 0.0318(12) Uani 1 1 d . . . H17 H 0.9506 0.9982 0.3338 0.038 Uiso 1 1 calc R . . C33 C 0.4155(5) 0.5136(4) 0.7003(3) 0.0225(10) Uani 1 1 d . . . H33 H 0.4712 0.5088 0.7539 0.027 Uiso 1 1 calc R . . C6 C 0.8587(5) 0.6845(4) 0.7853(3) 0.0215(10) Uani 1 1 d . . . C30 C 0.2549(5) 0.5244(4) 0.5445(3) 0.0201(10) Uani 1 1 d . . . C34 C 0.3576(5) 0.5860(3) 0.5547(3) 0.0184(9) Uani 1 1 d . . . C8 C 0.5979(6) 0.8998(4) 0.7286(3) 0.0218(10) Uani 1 1 d . . . F4 F 0.1240(5) 0.6300(4) 0.0356(3) 0.0756(14) Uani 1 1 d . . . C19 C 0.7563(6) 0.9731(4) 0.5398(3) 0.0227(10) Uani 1 1 d . . . H19 H 0.6947 1.0126 0.5923 0.027 Uiso 1 1 calc R . . C18 C 0.8172(6) 1.0212(4) 0.4615(4) 0.0303(12) Uani 1 1 d . . . H18 H 0.7961 1.0933 0.4603 0.036 Uiso 1 1 calc R . . C29 C 0.1845(5) 0.5344(4) 0.4573(4) 0.0274(11) Uani 1 1 d . . . H29 H 0.1164 0.4927 0.4473 0.033 Uiso 1 1 calc R . . C13 C 0.4461(6) 0.9397(4) 0.7184(4) 0.0285(11) Uani 1 1 d . . . H13 H 0.4021 0.9161 0.6673 0.034 Uiso 1 1 calc R . . C15 C 0.8756(6) 0.8103(4) 0.4642(4) 0.0261(11) Uani 1 1 d . . . H15 H 0.8956 0.7382 0.4649 0.031 Uiso 1 1 calc R . . C28 C 0.2127(6) 0.6020(4) 0.3888(4) 0.0274(11) Uani 1 1 d . . . H28 H 0.1654 0.6058 0.3316 0.033 Uiso 1 1 calc R . . F2 F -0.1429(7) 0.7196(5) 0.2015(4) 0.096(2) Uani 1 1 d . . . C5 C 0.9840(6) 0.6500(4) 0.8339(4) 0.0266(11) Uani 1 1 d . . . H5 H 0.9764 0.6068 0.8873 0.032 Uiso 1 1 calc R . . C16 C 0.9367(6) 0.8589(5) 0.3857(4) 0.0331(12) Uani 1 1 d . . . H16 H 0.9977 0.8202 0.3325 0.040 Uiso 1 1 calc R . . C3 C 1.1330(6) 0.7393(4) 0.7267(4) 0.0302(12) Uani 1 1 d . . . H3 H 1.2259 0.7584 0.7070 0.036 Uiso 1 1 calc R . . C12 C 0.3599(6) 1.0147(4) 0.7842(4) 0.0323(12) Uani 1 1 d . . . H12 H 0.2572 1.0431 0.7770 0.039 Uiso 1 1 calc R . . C2 C 1.0098(6) 0.7727(4) 0.6770(4) 0.0266(11) Uani 1 1 d . . . H2 H 1.0195 0.8147 0.6228 0.032 Uiso 1 1 calc R . . C11 C 0.4226(7) 1.0476(4) 0.8592(4) 0.0350(13) Uani 1 1 d . . . H11 H 0.3625 1.0975 0.9044 0.042 Uiso 1 1 calc R . . C35 C 0.3874(5) 0.6594(3) 0.4857(3) 0.0194(9) Uani 1 1 d . . . C26 C 0.3481(6) 0.7382(4) 0.3321(4) 0.0259(11) Uani 1 1 d . . . H26 H 0.3010 0.7458 0.2747 0.031 Uiso 1 1 calc R . . C9 C 0.6599(6) 0.9355(4) 0.8041(4) 0.0304(12) Uani 1 1 d . . . H9 H 0.7633 0.9094 0.8110 0.036 Uiso 1 1 calc R . . C4 C 1.1189(6) 0.6778(4) 0.8054(4) 0.0302(12) Uani 1 1 d . . . H4 H 1.2027 0.6547 0.8400 0.036 Uiso 1 1 calc R . . C24 C 0.5201(6) 0.7877(4) 0.4325(3) 0.0226(10) Uani 1 1 d . . . H24 H 0.5870 0.8306 0.4412 0.027 Uiso 1 1 calc R . . C25 C 0.4480(6) 0.7939(4) 0.3473(4) 0.0254(11) Uani 1 1 d . . . H25 H 0.4716 0.8396 0.2989 0.031 Uiso 1 1 calc R . . C32 C 0.3122(6) 0.4511(4) 0.6956(4) 0.0250(10) Uani 1 1 d . . . H32 H 0.2982 0.4050 0.7457 0.030 Uiso 1 1 calc R . . C27 C 0.3138(5) 0.6684(4) 0.4019(4) 0.0226(10) Uani 1 1 d . . . C10 C 0.5717(7) 1.0088(4) 0.8690(4) 0.0370(13) Uani 1 1 d . . . H10 H 0.6147 1.0324 0.9207 0.044 Uiso 1 1 calc R . . F5 F 0.0559(9) 0.5908(5) 0.1907(4) 0.112(2) Uani 1 1 d . . . N2 N 0.4369(4) 0.5793(3) 0.6313(3) 0.0190(8) Uani 1 1 d . . . F6 F -0.0832(7) 0.7556(4) 0.0467(4) 0.0846(16) Uani 1 1 d . . . N1 N 0.6767(5) 0.6642(3) 0.9194(3) 0.0260(9) Uani 1 1 d . . . H1 H 0.7461 0.6710 0.9557 0.031 Uiso 1 1 calc R . . C20 C 0.5270(6) 0.6549(4) 0.9669(4) 0.0300(12) Uani 1 1 d . . . H20 H 0.4937 0.6024 0.9297 0.036 Uiso 1 1 calc R . . C21 C 0.4130(7) 0.7555(5) 0.9616(5) 0.0466(15) Uani 1 1 d . . . H21A H 0.4087 0.7738 0.8938 0.070 Uiso 1 1 calc R . . H21B H 0.4442 0.8087 0.9964 0.070 Uiso 1 1 calc R . . H21C H 0.3130 0.7486 0.9913 0.070 Uiso 1 1 calc R . . C22 C 0.5453(4) 0.6159(3) 1.06765(19) 0.0534(18) Uani 1 1 d . . . H22A H 0.6188 0.5505 1.0633 0.080 Uiso 1 1 calc R . . H22B H 0.4476 0.6071 1.0998 0.080 Uiso 1 1 calc R . . H22C H 0.5813 0.6650 1.1050 0.080 Uiso 1 1 calc R . . Cl1 Cl 0.0005(4) 0.0390(3) 0.09697(19) 0.1503(18) Uani 1 1 d R . . C36 C 0.0571(4) -0.0398(3) 0.00388(19) 0.203(19) Uani 0.50 1 d PRU . . H36A H 0.1665 -0.0422 -0.0111 0.244 Uiso 0.50 1 calc PR . . H36B H 0.0501 -0.1071 0.0299 0.244 Uiso 0.50 1 calc PR . . 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 0.0194(2) 0.0182(2) 0.0164(2) 0.00262(13) -0.00443(13) -0.00536(14) P1 0.0198(6) 0.0178(6) 0.0174(6) 0.0004(4) -0.0033(5) -0.0046(5) P2 0.0555(10) 0.0562(10) 0.0228(7) 0.0031(7) -0.0084(7) -0.0314(8) O1 0.035(2) 0.0317(19) 0.0218(18) 0.0075(14) -0.0132(15) -0.0187(16) F3 0.071(3) 0.076(3) 0.048(2) -0.002(2) -0.014(2) -0.041(2) C31 0.019(2) 0.023(2) 0.032(3) -0.002(2) 0.004(2) -0.0046(19) C23 0.018(2) 0.019(2) 0.018(2) -0.0019(18) -0.0037(18) -0.0012(18) C14 0.020(2) 0.021(2) 0.019(2) 0.0001(18) -0.0047(18) -0.0064(19) F1 0.107(4) 0.119(4) 0.057(3) -0.021(3) 0.002(3) -0.086(4) C1 0.022(2) 0.020(2) 0.017(2) -0.0021(18) -0.0031(18) -0.0005(19) C7 0.033(3) 0.019(2) 0.022(2) 0.0049(19) -0.008(2) -0.007(2) C17 0.030(3) 0.043(3) 0.026(3) 0.012(2) -0.006(2) -0.015(2) C33 0.023(2) 0.023(2) 0.020(2) 0.0013(19) -0.0012(19) -0.0025(19) C6 0.023(2) 0.021(2) 0.018(2) -0.0037(18) -0.0022(19) -0.0017(19) C30 0.018(2) 0.024(2) 0.017(2) -0.0048(18) 0.0018(18) -0.0037(19) C34 0.018(2) 0.020(2) 0.013(2) -0.0034(17) 0.0005(17) 0.0028(18) C8 0.026(3) 0.019(2) 0.019(2) 0.0010(18) 0.0021(19) -0.0049(19) F4 0.048(3) 0.124(4) 0.058(3) -0.023(3) -0.004(2) -0.028(3) C19 0.026(3) 0.022(2) 0.019(2) 0.0021(19) -0.0047(19) -0.003(2) C18 0.031(3) 0.028(3) 0.031(3) 0.007(2) -0.003(2) -0.007(2) C29 0.017(2) 0.031(3) 0.035(3) -0.003(2) -0.009(2) -0.004(2) C13 0.024(3) 0.028(3) 0.034(3) 0.000(2) -0.007(2) -0.006(2) C15 0.027(3) 0.026(3) 0.025(3) -0.005(2) -0.003(2) -0.007(2) C28 0.020(2) 0.035(3) 0.025(3) -0.001(2) -0.009(2) 0.001(2) F2 0.113(4) 0.117(4) 0.065(3) -0.035(3) 0.039(3) -0.072(4) C5 0.028(3) 0.026(3) 0.024(3) 0.001(2) -0.008(2) -0.001(2) C16 0.027(3) 0.042(3) 0.027(3) 0.002(2) 0.003(2) -0.005(2) C3 0.015(2) 0.034(3) 0.039(3) -0.008(2) -0.002(2) -0.001(2) C12 0.025(3) 0.032(3) 0.035(3) -0.001(2) 0.001(2) 0.001(2) C2 0.024(3) 0.023(2) 0.033(3) -0.002(2) -0.005(2) -0.004(2) C11 0.038(3) 0.029(3) 0.030(3) 0.000(2) 0.007(2) 0.002(2) C35 0.016(2) 0.021(2) 0.018(2) -0.0013(18) -0.0026(18) 0.0017(18) C26 0.027(3) 0.025(2) 0.023(2) 0.000(2) -0.007(2) 0.004(2) C9 0.030(3) 0.029(3) 0.032(3) -0.009(2) -0.013(2) -0.001(2) C4 0.023(3) 0.032(3) 0.032(3) -0.009(2) -0.012(2) 0.003(2) C24 0.026(3) 0.024(2) 0.018(2) 0.0033(19) -0.0040(19) -0.005(2) C25 0.030(3) 0.021(2) 0.025(3) 0.0075(19) -0.006(2) -0.004(2) C32 0.027(3) 0.020(2) 0.027(3) 0.000(2) 0.001(2) -0.007(2) C27 0.018(2) 0.023(2) 0.023(2) -0.0026(19) -0.0037(19) 0.0016(19) C10 0.046(4) 0.035(3) 0.027(3) -0.011(2) -0.012(3) 0.002(3) F5 0.184(7) 0.103(4) 0.080(4) 0.044(3) -0.091(4) -0.059(4) N2 0.0138(19) 0.0197(19) 0.023(2) 0.0015(16) -0.0017(15) -0.0028(15) F6 0.120(5) 0.056(3) 0.076(3) 0.015(2) -0.021(3) -0.012(3) N1 0.027(2) 0.034(2) 0.020(2) 0.0025(17) -0.0084(17) -0.0102(18) C20 0.036(3) 0.039(3) 0.020(2) 0.005(2) -0.006(2) -0.018(2) C21 0.041(4) 0.049(4) 0.048(4) 0.002(3) 0.006(3) -0.010(3) C22 0.056(4) 0.085(5) 0.028(3) 0.019(3) -0.009(3) -0.033(4) Cl1 0.167(3) 0.266(5) 0.0645(16) -0.024(2) -0.0055(19) -0.152(4) C36 0.039(10) 0.028(9) 0.53(6) 0.079(19) -0.03(2) 0.010(8) _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 C23 2.002(5) . ? Pd1 N2 2.081(4) . ? Pd1 O1 2.110(3) . ? Pd1 P1 2.2384(12) . ? P1 C8 1.819(5) . ? P1 C14 1.819(5) . ? P1 C1 1.839(5) . ? P2 F5 1.564(5) . ? P2 F4 1.580(5) . ? P2 F1 1.590(4) . ? P2 F2 1.590(5) . ? P2 F6 1.593(5) . ? P2 F3 1.600(4) . ? O1 C7 1.261(6) . ? C31 C32 1.366(7) . ? C31 C30 1.401(7) . ? C23 C24 1.392(7) . ? C23 C35 1.421(7) . ? C14 C19 1.383(7) . ? C14 C15 1.398(7) . ? C1 C2 1.397(7) . ? C1 C6 1.407(7) . ? C7 N1 1.321(6) . ? C7 C6 1.489(7) . ? C17 C18 1.365(8) . ? C17 C16 1.395(8) . ? C33 N2 1.333(6) . ? C33 C32 1.408(7) . ? C6 C5 1.394(7) . ? C30 C34 1.406(7) . ? C30 C29 1.437(7) . ? C34 N2 1.356(6) . ? C34 C35 1.426(7) . ? C8 C9 1.391(7) . ? C8 C13 1.398(7) . ? C19 C18 1.388(7) . ? C29 C28 1.360(8) . ? C13 C12 1.398(8) . ? C15 C16 1.394(7) . ? C28 C27 1.452(7) . ? C5 C4 1.382(8) . ? C3 C4 1.385(8) . ? C3 C2 1.386(7) . ? C12 C11 1.373(8) . ? C11 C10 1.372(8) . ? C35 C27 1.411(7) . ? C26 C25 1.342(7) . ? C26 C27 1.409(7) . ? C9 C10 1.383(8) . ? C24 C25 1.422(7) . ? N1 C20 1.477(7) . ? C20 C22 1.514(6) . ? C20 C21 1.524(9) . ? Cl1 C36 1.561(5) 2 ? Cl1 C36 1.6353 . ? C36 Cl1 1.561(5) 2 ? 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 C23 Pd1 N2 82.04(17) . . ? C23 Pd1 O1 169.60(16) . . ? N2 Pd1 O1 89.85(14) . . ? C23 Pd1 P1 102.05(14) . . ? N2 Pd1 P1 174.06(11) . . ? O1 Pd1 P1 85.58(10) . . ? C8 P1 C14 106.2(2) . . ? C8 P1 C1 102.7(2) . . ? C14 P1 C1 104.4(2) . . ? C8 P1 Pd1 107.94(16) . . ? C14 P1 Pd1 124.73(15) . . ? C1 P1 Pd1 108.81(16) . . ? F5 P2 F4 92.3(4) . . ? F5 P2 F1 90.4(3) . . ? F4 P2 F1 90.3(3) . . ? F5 P2 F2 88.8(4) . . ? F4 P2 F2 178.5(3) . . ? F1 P2 F2 90.6(3) . . ? F5 P2 F6 175.6(3) . . ? F4 P2 F6 89.4(3) . . ? F1 P2 F6 93.6(3) . . ? F2 P2 F6 89.4(3) . . ? F5 P2 F3 89.1(3) . . ? F4 P2 F3 88.8(2) . . ? F1 P2 F3 179.0(3) . . ? F2 P2 F3 90.3(3) . . ? F6 P2 F3 86.9(3) . . ? C7 O1 Pd1 134.6(3) . . ? C32 C31 C30 119.7(5) . . ? C24 C23 C35 116.6(4) . . ? C24 C23 Pd1 132.3(4) . . ? C35 C23 Pd1 111.1(3) . . ? C19 C14 C15 119.6(4) . . ? C19 C14 P1 122.0(4) . . ? C15 C14 P1 118.4(4) . . ? C2 C1 C6 118.6(4) . . ? C2 C1 P1 119.6(4) . . ? C6 C1 P1 121.5(4) . . ? O1 C7 N1 119.8(5) . . ? O1 C7 C6 123.0(4) . . ? N1 C7 C6 117.2(4) . . ? C18 C17 C16 120.8(5) . . ? N2 C33 C32 121.5(5) . . ? C5 C6 C1 119.4(5) . . ? C5 C6 C7 119.5(4) . . ? C1 C6 C7 121.0(4) . . ? C31 C30 C34 117.7(4) . . ? C31 C30 C29 125.4(5) . . ? C34 C30 C29 116.9(4) . . ? N2 C34 C30 122.2(4) . . ? N2 C34 C35 114.8(4) . . ? C30 C34 C35 123.0(4) . . ? C9 C8 C13 119.3(5) . . ? C9 C8 P1 122.1(4) . . ? C13 C8 P1 118.5(4) . . ? C14 C19 C18 120.4(5) . . ? C17 C18 C19 120.0(5) . . ? C28 C29 C30 121.7(5) . . ? C12 C13 C8 119.3(5) . . ? C16 C15 C14 119.8(5) . . ? C29 C28 C27 121.0(5) . . ? C4 C5 C6 120.8(5) . . ? C17 C16 C15 119.3(5) . . ? C4 C3 C2 119.1(5) . . ? C11 C12 C13 120.4(5) . . ? C3 C2 C1 121.7(5) . . ? C10 C11 C12 120.2(5) . . ? C27 C35 C23 122.8(4) . . ? C27 C35 C34 118.4(4) . . ? C23 C35 C34 118.8(4) . . ? C25 C26 C27 119.5(5) . . ? C10 C9 C8 120.3(5) . . ? C5 C4 C3 120.5(5) . . ? C23 C24 C25 119.8(4) . . ? C26 C25 C24 123.0(5) . . ? C31 C32 C33 119.7(5) . . ? C26 C27 C35 118.1(4) . . ? C26 C27 C28 122.9(5) . . ? C35 C27 C28 118.9(4) . . ? C11 C10 C9 120.4(5) . . ? C33 N2 C34 119.3(4) . . ? C33 N2 Pd1 127.4(3) . . ? C34 N2 Pd1 113.1(3) . . ? C7 N1 C20 122.4(4) . . ? N1 C20 C22 108.1(4) . . ? N1 C20 C21 109.5(4) . . ? C22 C20 C21 115.7(5) . . ? C36 Cl1 C36 49.3(3) 2 . ? Cl1 C36 Cl1 130.7(3) 2 . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 0.50 _diffrn_measured_fraction_theta_full 0.000 _refine_diff_density_max 1.415 _refine_diff_density_min -1.502 _refine_diff_density_rms 0.166 #===END data_compound_16a _database_code_depnum_ccdc_archive 'CCDC 219145' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H33 N2 O4 P Pd, 0.5(C H2 Cl2)' _chemical_formula_sum 'C33.50 H34 Cl N2 O4 P Pd' _chemical_formula_weight 701.45 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' Pd Pd -0.9988 1.0072 '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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 42.380(2) _cell_length_b 9.5746(7) _cell_length_c 16.9787(11) _cell_angle_alpha 90.00 _cell_angle_beta 109.315(4) _cell_angle_gamma 90.00 _cell_volume 6501.7(7) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 61 _cell_measurement_theta_min 10.038 _cell_measurement_theta_max 24.986 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.433 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2872 _exptl_absorpt_coefficient_mu 0.741 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8124 _diffrn_reflns_av_R_equivalents 0.0186 _diffrn_reflns_av_sigmaI/netI 0.0406 _diffrn_reflns_limit_h_min -50 _diffrn_reflns_limit_h_max 50 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5715 _reflns_number_gt 4440 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0470P)^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_number_reflns 5715 _refine_ls_number_parameters 384 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0444 _refine_ls_R_factor_gt 0.0306 _refine_ls_wR_factor_ref 0.0767 _refine_ls_wR_factor_gt 0.0731 _refine_ls_goodness_of_fit_ref 0.935 _refine_ls_restrained_S_all 0.935 _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 0.161209(5) 0.27777(2) 0.415977(14) 0.02371(8) Uani 1 1 d . . . P1 P 0.133888(17) 0.47402(8) 0.42814(5) 0.02247(16) Uani 1 1 d . . . N2 N 0.18516(6) 0.1031(3) 0.39114(16) 0.0305(6) Uani 1 1 d . . . O1 O 0.04543(5) 0.4778(2) 0.22803(13) 0.0347(5) Uani 1 1 d . . . C28 C 0.22479(7) 0.2753(3) 0.39059(18) 0.0303(7) Uani 1 1 d . . . N1 N 0.08086(6) 0.2948(3) 0.27063(15) 0.0286(6) Uani 1 1 d . . . H1 H 0.0925 0.2437 0.3135 0.034 Uiso 1 1 calc R . . O2 O 0.22699(6) 0.0316(3) 0.34836(17) 0.0497(6) Uani 1 1 d . . . C29 C 0.21201(7) 0.1335(3) 0.37676(19) 0.0322(7) Uani 1 1 d . . . C23 C 0.20365(7) 0.3704(3) 0.41228(18) 0.0283(7) Uani 1 1 d . . . C18 C 0.17218(8) 0.7899(4) 0.5978(2) 0.0380(8) Uani 1 1 d . . . H18 H 0.1696 0.8880 0.6016 0.046 Uiso 1 1 calc R . . C19 C 0.15344(7) 0.7178(3) 0.52690(19) 0.0314(7) Uani 1 1 d . . . H19 H 0.1380 0.7672 0.4820 0.038 Uiso 1 1 calc R . . C9 C 0.09943(7) 0.6993(3) 0.33074(19) 0.0305(7) Uani 1 1 d . . . H9 H 0.0873 0.7043 0.3688 0.037 Uiso 1 1 calc R . . C5 C 0.03342(7) 0.4005(3) 0.3871(2) 0.0330(7) Uani 1 1 d . . . H5 H 0.0135 0.3866 0.3410 0.040 Uiso 1 1 calc R . . C8 C 0.12414(7) 0.5972(3) 0.34140(17) 0.0255(6) Uani 1 1 d . . . C7 C 0.06263(6) 0.4013(3) 0.28329(18) 0.0257(6) Uani 1 1 d . . . C2 C 0.09038(7) 0.4511(3) 0.52048(18) 0.0271(7) Uani 1 1 d . . . H2 H 0.1098 0.4711 0.5668 0.033 Uiso 1 1 calc R . . C17 C 0.19468(8) 0.7178(4) 0.6629(2) 0.0410(8) Uani 1 1 d . . . H17 H 0.2079 0.7670 0.7110 0.049 Uiso 1 1 calc R . . C4 C 0.03165(7) 0.4046(4) 0.4669(2) 0.0371(8) Uani 1 1 d . . . H4 H 0.0109 0.3905 0.4756 0.045 Uiso 1 1 calc R . . C11 C 0.10996(9) 0.7863(4) 0.2093(2) 0.0431(9) Uani 1 1 d . . . H11 H 0.1051 0.8504 0.1642 0.052 Uiso 1 1 calc R . . C13 C 0.14151(7) 0.5910(3) 0.28406(18) 0.0303(7) Uani 1 1 d . . . H13 H 0.1581 0.5215 0.2896 0.036 Uiso 1 1 calc R . . C6 C 0.06378(6) 0.4164(3) 0.37266(18) 0.0248(6) Uani 1 1 d . . . C1 C 0.09285(6) 0.4446(3) 0.44124(17) 0.0226(6) Uani 1 1 d . . . C15 C 0.17936(7) 0.5029(4) 0.58798(19) 0.0336(7) Uani 1 1 d . . . H15 H 0.1818 0.4045 0.5854 0.040 Uiso 1 1 calc R . . C12 C 0.13438(8) 0.6867(3) 0.21919(19) 0.0362(8) Uani 1 1 d . . . H12 H 0.1465 0.6834 0.1811 0.043 Uiso 1 1 calc R . . C3 C 0.06016(7) 0.4291(3) 0.5336(2) 0.0351(7) Uani 1 1 d . . . H3 H 0.0591 0.4311 0.5887 0.042 Uiso 1 1 calc R . . C25 C 0.24748(8) 0.5424(4) 0.4251(2) 0.0440(9) Uani 1 1 d . . . H25 H 0.2553 0.6355 0.4372 0.053 Uiso 1 1 calc R . . C24 C 0.21601(7) 0.5063(4) 0.4296(2) 0.0355(8) Uani 1 1 d . . . H24 H 0.2029 0.5753 0.4447 0.043 Uiso 1 1 calc R . . C20 C 0.08202(9) 0.2609(4) 0.18752(19) 0.0382(8) Uani 1 1 d . . . H20 H 0.0820 0.3497 0.1565 0.046 Uiso 1 1 calc R . . C14 C 0.15693(6) 0.5746(3) 0.52062(17) 0.0245(6) Uani 1 1 d . . . C10 C 0.09252(8) 0.7927(3) 0.2652(2) 0.0382(8) Uani 1 1 d . . . H10 H 0.0757 0.8617 0.2585 0.046 Uiso 1 1 calc R . . C21 C 0.11425(9) 0.1834(4) 0.1981(2) 0.0530(10) Uani 1 1 d . . . H21A H 0.1333 0.2421 0.2289 0.080 Uiso 1 1 calc R . . H21B H 0.1157 0.1612 0.1431 0.080 Uiso 1 1 calc R . . H21C H 0.1146 0.0968 0.2291 0.080 Uiso 1 1 calc R . . C31 C 0.17851(8) -0.0473(3) 0.3757(2) 0.0393(8) Uani 1 1 d . . . H31A H 0.1553 -0.0642 0.3384 0.047 Uiso 1 1 calc R . . H31B H 0.1824 -0.0992 0.4285 0.047 Uiso 1 1 calc R . . C16 C 0.19803(7) 0.5761(4) 0.6585(2) 0.0417(9) Uani 1 1 d . . . H16 H 0.2133 0.5275 0.7041 0.050 Uiso 1 1 calc R . . C22 C 0.05161(9) 0.1740(5) 0.1389(2) 0.0602(12) Uani 1 1 d . . . H22A H 0.0312 0.2273 0.1324 0.090 Uiso 1 1 calc R . . H22B H 0.0513 0.0873 0.1694 0.090 Uiso 1 1 calc R . . H22C H 0.0529 0.1514 0.0837 0.090 Uiso 1 1 calc R . . C26 C 0.26718(7) 0.4459(4) 0.4034(2) 0.0466(9) Uani 1 1 d . . . H26 H 0.2884 0.4720 0.4008 0.056 Uiso 1 1 calc R . . C30 C 0.20410(11) -0.0873(4) 0.3335(3) 0.0646(12) Uani 1 1 d . . . H30A H 0.2162 -0.1735 0.3584 0.077 Uiso 1 1 calc R . . H30B H 0.1930 -0.1026 0.2729 0.077 Uiso 1 1 calc R . . C27 C 0.25589(7) 0.3124(4) 0.3857(2) 0.0419(9) Uani 1 1 d . . . H27 H 0.2692 0.2449 0.3701 0.050 Uiso 1 1 calc R . . O3 O 0.12028(5) 0.1545(2) 0.41420(12) 0.0284(5) Uani 1 1 d . . . O4 O 0.14104(6) 0.1259(3) 0.55167(14) 0.0473(6) Uani 1 1 d . . . C32 C 0.11882(7) 0.1100(3) 0.48444(19) 0.0290(7) Uani 1 1 d . . . C33 C 0.08633(8) 0.0375(4) 0.4776(2) 0.0443(9) Uani 1 1 d . . . H33A H 0.0718 0.0366 0.4191 0.067 Uiso 1 1 calc R . . H33B H 0.0752 0.0875 0.5113 0.067 Uiso 1 1 calc R . . H33C H 0.0910 -0.0588 0.4978 0.067 Uiso 1 1 calc R . . Cl1 Cl 0.01207(5) -0.1711(3) 0.3392(2) 0.284(2) Uani 1 1 d . . . C34 C 0.0000 -0.2709(7) 0.2500 0.106(3) Uani 1 2 d S . . H34A H -0.0188 -0.3318 0.2504 0.127 Uiso 0.50 1 calc PR . . H34B H 0.0188 -0.3318 0.2496 0.127 Uiso 0.50 1 calc PR . . 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 0.01763(11) 0.02826(13) 0.02516(12) 0.00113(11) 0.00698(8) 0.00023(10) P1 0.0174(3) 0.0286(4) 0.0197(4) 0.0001(3) 0.0038(3) -0.0005(3) N2 0.0263(13) 0.0327(14) 0.0329(15) 0.0031(12) 0.0101(11) 0.0043(11) O1 0.0289(11) 0.0403(13) 0.0276(12) 0.0032(10) -0.0008(9) 0.0059(10) C28 0.0211(14) 0.0437(18) 0.0238(15) 0.0101(15) 0.0042(12) 0.0040(14) N1 0.0317(13) 0.0322(15) 0.0216(12) 0.0012(11) 0.0085(10) 0.0047(12) O2 0.0435(13) 0.0439(15) 0.0722(18) 0.0028(13) 0.0332(13) 0.0148(12) C29 0.0269(15) 0.0379(19) 0.0311(17) 0.0069(15) 0.0084(13) 0.0138(14) C23 0.0179(13) 0.0402(19) 0.0231(15) 0.0068(14) 0.0017(12) -0.0006(13) C18 0.0391(18) 0.041(2) 0.0374(19) -0.0111(16) 0.0169(15) -0.0121(16) C19 0.0275(15) 0.0373(17) 0.0303(16) -0.0017(15) 0.0108(13) -0.0076(14) C9 0.0261(14) 0.0296(18) 0.0329(17) 0.0041(14) 0.0057(13) -0.0013(13) C5 0.0184(14) 0.0416(19) 0.0364(18) -0.0045(15) 0.0055(13) 0.0016(13) C8 0.0233(13) 0.0291(16) 0.0209(15) -0.0017(13) 0.0029(12) -0.0068(12) C7 0.0191(13) 0.0318(17) 0.0237(15) -0.0050(14) 0.0038(12) -0.0057(13) C2 0.0249(14) 0.0326(17) 0.0228(15) -0.0033(13) 0.0066(12) -0.0015(13) C17 0.0302(16) 0.061(2) 0.0310(18) -0.0141(18) 0.0093(14) -0.0128(17) C4 0.0258(15) 0.048(2) 0.043(2) -0.0093(17) 0.0187(14) -0.0016(14) C11 0.059(2) 0.0338(19) 0.0281(17) 0.0045(16) 0.0023(16) -0.0100(18) C13 0.0300(15) 0.0340(17) 0.0236(16) -0.0023(14) 0.0043(13) -0.0063(13) C6 0.0195(13) 0.0287(16) 0.0245(15) -0.0020(13) 0.0050(12) 0.0017(12) C1 0.0184(13) 0.0239(15) 0.0248(15) 0.0004(12) 0.0062(12) 0.0034(11) C15 0.0258(15) 0.044(2) 0.0281(17) -0.0034(15) 0.0046(13) 0.0028(14) C12 0.0468(19) 0.039(2) 0.0211(16) -0.0016(14) 0.0085(14) -0.0098(15) C3 0.0342(16) 0.042(2) 0.0343(18) -0.0070(15) 0.0189(14) -0.0024(15) C25 0.0276(16) 0.052(2) 0.048(2) 0.0027(18) 0.0062(15) -0.0145(16) C24 0.0237(15) 0.046(2) 0.0343(18) 0.0012(16) 0.0059(13) -0.0044(14) C20 0.056(2) 0.038(2) 0.0226(16) 0.0026(14) 0.0155(15) 0.0079(16) C14 0.0167(13) 0.0361(17) 0.0202(15) 0.0000(13) 0.0056(11) -0.0027(12) C10 0.0395(18) 0.0327(19) 0.0340(18) 0.0044(16) 0.0007(15) 0.0015(15) C21 0.043(2) 0.077(3) 0.044(2) -0.024(2) 0.0219(17) -0.0029(19) C31 0.0378(17) 0.0294(18) 0.051(2) 0.0041(16) 0.0157(16) 0.0067(14) C16 0.0265(16) 0.068(3) 0.0250(17) -0.0014(17) 0.0003(13) 0.0044(16) C22 0.041(2) 0.087(3) 0.042(2) -0.026(2) -0.0009(17) 0.018(2) C26 0.0171(15) 0.068(3) 0.055(2) 0.008(2) 0.0118(15) -0.0083(16) C30 0.075(3) 0.038(2) 0.099(4) -0.003(2) 0.053(3) 0.005(2) C27 0.0212(15) 0.063(3) 0.043(2) 0.0097(18) 0.0120(14) 0.0051(16) O3 0.0248(10) 0.0325(12) 0.0280(11) 0.0020(10) 0.0089(9) -0.0021(9) O4 0.0452(13) 0.0638(17) 0.0285(13) 0.0073(12) 0.0064(11) -0.0022(12) C32 0.0341(16) 0.0226(16) 0.0322(18) 0.0021(14) 0.0133(14) 0.0021(13) C33 0.048(2) 0.047(2) 0.044(2) 0.0047(18) 0.0228(17) -0.0115(17) Cl1 0.0941(13) 0.228(3) 0.529(5) -0.281(3) 0.101(2) -0.0563(15) C34 0.045(3) 0.046(4) 0.225(11) 0.000 0.043(5) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C23 2.025(3) . ? Pd1 N2 2.071(2) . ? Pd1 O3 2.0897(19) . ? Pd1 P1 2.2521(8) . ? P1 C8 1.824(3) . ? P1 C14 1.826(3) . ? P1 C1 1.847(3) . ? N2 C29 1.274(4) . ? N2 C31 1.474(4) . ? O1 C7 1.223(3) . ? C28 C27 1.394(4) . ? C28 C23 1.409(4) . ? C28 C29 1.452(5) . ? N1 C7 1.339(4) . ? N1 C20 1.465(4) . ? O2 C29 1.338(4) . ? O2 C30 1.462(5) . ? C23 C24 1.397(4) . ? C18 C17 1.382(5) . ? C18 C19 1.387(4) . ? C19 C14 1.386(4) . ? C9 C10 1.382(4) . ? C9 C8 1.400(4) . ? C5 C4 1.382(4) . ? C5 C6 1.395(4) . ? C8 C13 1.403(4) . ? C7 C6 1.509(4) . ? C2 C1 1.385(4) . ? C2 C3 1.387(4) . ? C17 C16 1.369(5) . ? C4 C3 1.376(4) . ? C11 C12 1.376(5) . ? C11 C10 1.384(5) . ? C13 C12 1.387(4) . ? C6 C1 1.413(4) . ? C15 C16 1.387(4) . ? C15 C14 1.402(4) . ? C25 C26 1.374(5) . ? C25 C24 1.404(4) . ? C20 C21 1.512(5) . ? C20 C22 1.527(5) . ? C31 C30 1.534(5) . ? C26 C27 1.363(5) . ? O3 C32 1.287(3) . ? O4 C32 1.226(4) . ? C32 C33 1.511(4) . ? Cl1 C34 1.719(4) . ? C34 Cl1 1.719(4) 2 ? 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 C23 Pd1 N2 81.21(11) . . ? C23 Pd1 O3 171.26(10) . . ? N2 Pd1 O3 90.09(9) . . ? C23 Pd1 P1 97.25(9) . . ? N2 Pd1 P1 173.71(7) . . ? O3 Pd1 P1 91.31(6) . . ? C8 P1 C14 105.48(13) . . ? C8 P1 C1 103.01(12) . . ? C14 P1 C1 103.54(12) . . ? C8 P1 Pd1 116.83(10) . . ? C14 P1 Pd1 111.98(9) . . ? C1 P1 Pd1 114.64(9) . . ? C29 N2 C31 108.6(3) . . ? C29 N2 Pd1 112.5(2) . . ? C31 N2 Pd1 138.4(2) . . ? C27 C28 C23 123.1(3) . . ? C27 C28 C29 122.5(3) . . ? C23 C28 C29 114.3(3) . . ? C7 N1 C20 121.9(3) . . ? C29 O2 C30 105.3(2) . . ? N2 C29 O2 117.5(3) . . ? N2 C29 C28 119.5(3) . . ? O2 C29 C28 123.0(3) . . ? C24 C23 C28 115.5(3) . . ? C24 C23 Pd1 132.6(2) . . ? C28 C23 Pd1 111.9(2) . . ? C17 C18 C19 119.4(3) . . ? C14 C19 C18 120.9(3) . . ? C10 C9 C8 120.4(3) . . ? C4 C5 C6 121.4(3) . . ? C9 C8 C13 118.8(3) . . ? C9 C8 P1 121.0(2) . . ? C13 C8 P1 120.2(2) . . ? O1 C7 N1 124.2(3) . . ? O1 C7 C6 121.8(3) . . ? N1 C7 C6 114.0(3) . . ? C1 C2 C3 121.3(3) . . ? C16 C17 C18 120.6(3) . . ? C3 C4 C5 119.6(3) . . ? C12 C11 C10 119.8(3) . . ? C12 C13 C8 119.8(3) . . ? C5 C6 C1 118.7(3) . . ? C5 C6 C7 116.1(2) . . ? C1 C6 C7 125.2(2) . . ? C2 C1 C6 118.9(3) . . ? C2 C1 P1 119.1(2) . . ? C6 C1 P1 121.9(2) . . ? C16 C15 C14 119.7(3) . . ? C11 C12 C13 120.8(3) . . ? C4 C3 C2 120.0(3) . . ? C26 C25 C24 121.5(3) . . ? C23 C24 C25 120.9(3) . . ? N1 C20 C21 108.1(3) . . ? N1 C20 C22 110.5(3) . . ? C21 C20 C22 111.4(3) . . ? C19 C14 C15 118.9(3) . . ? C19 C14 P1 123.2(2) . . ? C15 C14 P1 117.9(2) . . ? C9 C10 C11 120.3(3) . . ? N2 C31 C30 101.8(3) . . ? C17 C16 C15 120.5(3) . . ? C27 C26 C25 119.3(3) . . ? O2 C30 C31 104.8(3) . . ? C26 C27 C28 119.7(3) . . ? C32 O3 Pd1 117.90(18) . . ? O4 C32 O3 124.3(3) . . ? O4 C32 C33 121.9(3) . . ? O3 C32 C33 113.7(3) . . ? Cl1 C34 Cl1 112.5(5) . 2 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 0.50 _diffrn_measured_fraction_theta_full 0.000 _refine_diff_density_max 0.927 _refine_diff_density_min -0.881 _refine_diff_density_rms 0.063 #===END data_compound_18a _database_code_depnum_ccdc_archive 'CCDC 219146' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H29 N2 O P Pd' _chemical_formula_sum 'C33 H29 N2 O P Pd' _chemical_formula_weight 606.95 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' 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 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 10.7355(13) _cell_length_b 18.102(2) _cell_length_c 13.7074(17) _cell_angle_alpha 90.00 _cell_angle_beta 96.693(2) _cell_angle_gamma 90.00 _cell_volume 2645.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 0.792 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.8641 _exptl_absorpt_correction_T_max 0.9109 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _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 30299 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_sigmaI/netI 0.0158 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 28.15 _reflns_number_total 6121 _reflns_number_gt 6029 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0231P)^2^+4.7733P] 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 6121 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.0720 _refine_ls_wR_factor_gt 0.0715 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _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 0.373707(14) 0.221157(9) 0.447369(12) 0.01185(5) Uani 1 1 d . . . P1 P 0.20343(5) 0.27881(3) 0.48367(4) 0.01217(11) Uani 1 1 d . . . O1 O 0.06285(15) 0.06955(9) 0.38572(12) 0.0199(3) Uani 1 1 d . . . C28 C 0.6263(2) 0.27658(12) 0.48380(16) 0.0156(4) Uani 1 1 d . . . C5 C 0.0816(2) 0.08392(12) 0.59277(17) 0.0164(4) Uani 1 1 d . . . H5 H 0.0758 0.0336 0.5731 0.020 Uiso 1 1 calc R . . C6 C 0.12407(19) 0.13632(12) 0.52979(16) 0.0138(4) Uani 1 1 d . . . N2 N 0.53941(17) 0.15774(10) 0.45218(14) 0.0156(4) Uani 1 1 d . . . C15 C 0.1026(2) 0.40715(13) 0.55875(17) 0.0181(4) Uani 1 1 d . . . H15 H 0.0346 0.4016 0.5084 0.022 Uiso 1 1 calc R . . C14 C 0.2071(2) 0.36073(12) 0.56098(16) 0.0142(4) Uani 1 1 d . . . C25 C 0.5836(2) 0.42652(13) 0.45589(18) 0.0213(5) Uani 1 1 d . . . H25 H 0.5684 0.4777 0.4446 0.026 Uiso 1 1 calc R . . N1 N 0.24362(17) 0.13829(10) 0.38873(14) 0.0149(4) Uani 1 1 d . . . C9 C -0.0235(2) 0.26614(13) 0.35971(17) 0.0185(4) Uani 1 1 d . . . H9 H -0.0470 0.2298 0.4040 0.022 Uiso 1 1 calc R . . C16 C 0.0984(2) 0.46133(13) 0.63020(18) 0.0220(5) Uani 1 1 d . . . H16 H 0.0274 0.4928 0.6286 0.026 Uiso 1 1 calc R . . C23 C 0.5008(2) 0.30236(12) 0.47155(15) 0.0143(4) Uani 1 1 d . . . C27 C 0.7268(2) 0.32572(14) 0.48425(17) 0.0202(5) Uani 1 1 d . . . H27 H 0.8104 0.3076 0.4942 0.024 Uiso 1 1 calc R . . C8 C 0.0929(2) 0.30042(12) 0.37706(16) 0.0151(4) Uani 1 1 d . . . C19 C 0.3071(2) 0.36988(12) 0.63491(16) 0.0165(4) Uani 1 1 d . . . H19 H 0.3787 0.3389 0.6363 0.020 Uiso 1 1 calc R . . C2 C 0.0915(2) 0.23127(12) 0.64889(16) 0.0153(4) Uani 1 1 d . . . H2 H 0.0924 0.2818 0.6677 0.018 Uiso 1 1 calc R . . C10 C -0.1055(2) 0.28521(14) 0.27729(19) 0.0238(5) Uani 1 1 d . . . H10 H -0.1861 0.2629 0.2667 0.029 Uiso 1 1 calc R . . C18 C 0.3027(2) 0.42408(13) 0.70655(17) 0.0209(5) Uani 1 1 d . . . H18 H 0.3708 0.4300 0.7568 0.025 Uiso 1 1 calc R . . C30 C 0.7570(2) 0.15953(14) 0.51378(17) 0.0204(5) Uani 1 1 d . . . H30 H 0.8295 0.1865 0.5391 0.024 Uiso 1 1 calc R . . C26 C 0.7055(2) 0.40059(14) 0.47037(18) 0.0226(5) Uani 1 1 d . . . H26 H 0.7740 0.4339 0.4708 0.027 Uiso 1 1 calc R . . C29 C 0.6445(2) 0.19643(13) 0.48480(16) 0.0154(4) Uani 1 1 d . . . C4 C 0.0477(2) 0.10415(13) 0.68380(17) 0.0190(5) Uani 1 1 d . . . H4 H 0.0224 0.0676 0.7272 0.023 Uiso 1 1 calc R . . C31 C 0.7624(2) 0.08358(14) 0.50540(18) 0.0229(5) Uani 1 1 d . . . H31 H 0.8386 0.0580 0.5246 0.027 Uiso 1 1 calc R . . C7 C 0.1448(2) 0.11165(12) 0.42724(16) 0.0146(4) Uani 1 1 d . . . C20 C 0.2393(2) 0.12350(13) 0.28131(17) 0.0194(5) Uani 1 1 d . . . H20 H 0.1521 0.1342 0.2504 0.023 Uiso 1 1 calc R . . C17 C 0.1976(3) 0.46949(13) 0.70384(18) 0.0238(5) Uani 1 1 d . . . H17 H 0.1939 0.5063 0.7528 0.029 Uiso 1 1 calc R . . C11 C -0.0704(2) 0.33639(14) 0.21070(18) 0.0250(5) Uani 1 1 d . . . H11 H -0.1266 0.3491 0.1545 0.030 Uiso 1 1 calc R . . C3 C 0.0508(2) 0.17790(13) 0.71103(16) 0.0178(4) Uani 1 1 d . . . H3 H 0.0251 0.1921 0.7723 0.021 Uiso 1 1 calc R . . C32 C 0.6559(2) 0.04512(13) 0.46887(18) 0.0218(5) Uani 1 1 d . . . H32 H 0.6581 -0.0070 0.4606 0.026 Uiso 1 1 calc R . . C12 C 0.0468(3) 0.36892(14) 0.22613(18) 0.0261(5) Uani 1 1 d . . . H12 H 0.0715 0.4035 0.1799 0.031 Uiso 1 1 calc R . . C1 C 0.13133(19) 0.21105(12) 0.55866(16) 0.0135(4) Uani 1 1 d . . . C33 C 0.5459(2) 0.08419(13) 0.44457(17) 0.0185(4) Uani 1 1 d . . . H33 H 0.4718 0.0577 0.4215 0.022 Uiso 1 1 calc R . . C24 C 0.4829(2) 0.37820(13) 0.45777(16) 0.0176(4) Uani 1 1 d . . . H24 H 0.4000 0.3973 0.4495 0.021 Uiso 1 1 calc R . . C21 C 0.3283(3) 0.17513(16) 0.23486(19) 0.0290(6) Uani 1 1 d . . . H21A H 0.3087 0.2265 0.2498 0.043 Uiso 1 1 calc R . . H21B H 0.3182 0.1679 0.1635 0.043 Uiso 1 1 calc R . . H21C H 0.4150 0.1641 0.2614 0.043 Uiso 1 1 calc R . . C22 C 0.2690(3) 0.04308(14) 0.25826(19) 0.0273(5) Uani 1 1 d . . . H22A H 0.2115 0.0103 0.2881 0.041 Uiso 1 1 calc R . . H22B H 0.3556 0.0318 0.2850 0.041 Uiso 1 1 calc R . . H22C H 0.2590 0.0357 0.1869 0.041 Uiso 1 1 calc R . . C13 C 0.1285(2) 0.35124(14) 0.30915(18) 0.0230(5) Uani 1 1 d . . . H13 H 0.2088 0.3739 0.3196 0.028 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 0.01076(8) 0.01061(8) 0.01430(9) -0.00057(6) 0.00195(6) -0.00070(6) P1 0.0117(2) 0.0111(2) 0.0136(2) 0.0006(2) 0.00111(19) -0.00034(19) O1 0.0201(8) 0.0179(8) 0.0217(8) -0.0031(7) 0.0020(6) -0.0066(6) C28 0.0161(10) 0.0169(11) 0.0142(10) -0.0021(8) 0.0031(8) -0.0020(8) C5 0.0133(10) 0.0142(10) 0.0211(11) 0.0014(8) -0.0008(8) -0.0006(8) C6 0.0090(9) 0.0159(10) 0.0160(10) 0.0005(8) -0.0002(8) 0.0002(8) N2 0.0141(9) 0.0157(9) 0.0174(9) -0.0010(7) 0.0033(7) -0.0003(7) C15 0.0186(11) 0.0158(10) 0.0202(11) 0.0013(9) 0.0034(9) 0.0000(8) C14 0.0174(10) 0.0114(9) 0.0147(10) -0.0005(8) 0.0048(8) -0.0025(8) C25 0.0292(13) 0.0143(10) 0.0222(11) -0.0015(9) 0.0107(10) -0.0045(9) N1 0.0156(9) 0.0127(9) 0.0164(9) -0.0012(7) 0.0025(7) -0.0004(7) C9 0.0165(11) 0.0202(11) 0.0189(11) 0.0000(9) 0.0020(8) 0.0016(9) C16 0.0270(12) 0.0141(11) 0.0265(12) 0.0015(9) 0.0097(10) 0.0043(9) C23 0.0142(10) 0.0159(10) 0.0133(10) -0.0011(8) 0.0034(8) -0.0022(8) C27 0.0158(10) 0.0231(12) 0.0221(11) -0.0037(9) 0.0040(9) -0.0027(9) C8 0.0151(10) 0.0141(10) 0.0158(10) -0.0013(8) 0.0008(8) 0.0026(8) C19 0.0169(10) 0.0160(10) 0.0167(10) 0.0009(8) 0.0025(8) -0.0020(8) C2 0.0132(10) 0.0162(10) 0.0162(10) -0.0005(8) 0.0010(8) -0.0011(8) C10 0.0172(11) 0.0270(13) 0.0257(12) -0.0048(10) -0.0043(9) 0.0001(9) C18 0.0256(12) 0.0212(11) 0.0154(10) -0.0013(9) 0.0008(9) -0.0063(9) C30 0.0146(10) 0.0240(12) 0.0223(11) 0.0006(9) 0.0015(9) -0.0005(9) C26 0.0217(12) 0.0217(12) 0.0258(12) -0.0046(10) 0.0087(10) -0.0096(9) C29 0.0147(10) 0.0183(11) 0.0138(10) -0.0003(8) 0.0036(8) -0.0010(8) C4 0.0168(11) 0.0197(11) 0.0205(11) 0.0083(9) 0.0018(9) -0.0022(9) C31 0.0180(11) 0.0248(12) 0.0258(12) 0.0022(10) 0.0025(9) 0.0061(9) C7 0.0152(10) 0.0099(9) 0.0184(10) 0.0010(8) 0.0003(8) 0.0015(8) C20 0.0227(11) 0.0202(11) 0.0155(10) -0.0019(9) 0.0026(9) -0.0040(9) C17 0.0369(14) 0.0165(11) 0.0196(11) -0.0040(9) 0.0097(10) -0.0023(10) C11 0.0297(13) 0.0229(12) 0.0196(11) -0.0030(10) -0.0084(10) 0.0084(10) C3 0.0170(10) 0.0231(12) 0.0137(10) 0.0006(9) 0.0031(8) 0.0000(9) C32 0.0224(12) 0.0152(11) 0.0283(12) -0.0005(9) 0.0050(10) 0.0026(9) C12 0.0347(14) 0.0217(12) 0.0208(12) 0.0058(10) -0.0010(10) -0.0010(10) C1 0.0112(9) 0.0136(10) 0.0153(10) 0.0024(8) 0.0005(8) -0.0008(8) C33 0.0174(11) 0.0168(11) 0.0214(11) -0.0008(9) 0.0030(9) -0.0014(9) C24 0.0187(11) 0.0172(11) 0.0179(10) -0.0027(9) 0.0058(8) -0.0012(9) C21 0.0347(14) 0.0327(14) 0.0205(12) -0.0030(10) 0.0075(11) -0.0154(12) C22 0.0335(14) 0.0251(13) 0.0237(12) -0.0069(10) 0.0056(11) -0.0005(11) C13 0.0233(12) 0.0225(12) 0.0224(12) 0.0045(10) -0.0012(9) -0.0056(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C23 2.007(2) . ? Pd1 N2 2.1118(19) . ? Pd1 N1 2.1413(18) . ? Pd1 P1 2.2114(6) . ? P1 C8 1.815(2) . ? P1 C14 1.820(2) . ? P1 C1 1.829(2) . ? O1 C7 1.250(3) . ? C28 C27 1.398(3) . ? C28 C23 1.417(3) . ? C28 C29 1.464(3) . ? C5 C4 1.389(3) . ? C5 C6 1.395(3) . ? C6 C1 1.409(3) . ? C6 C7 1.516(3) . ? N2 C33 1.338(3) . ? N2 C29 1.359(3) . ? C15 C16 1.391(3) . ? C15 C14 1.399(3) . ? C14 C19 1.397(3) . ? C25 C26 1.382(4) . ? C25 C24 1.393(3) . ? N1 C7 1.330(3) . ? N1 C20 1.492(3) . ? C9 C8 1.390(3) . ? C9 C10 1.392(3) . ? C16 C17 1.388(4) . ? C23 C24 1.396(3) . ? C27 C26 1.384(3) . ? C8 C13 1.394(3) . ? C19 C18 1.393(3) . ? C2 C3 1.392(3) . ? C2 C1 1.403(3) . ? C10 C11 1.383(4) . ? C18 C17 1.393(4) . ? C30 C31 1.381(3) . ? C30 C29 1.397(3) . ? C4 C3 1.386(3) . ? C31 C32 1.382(3) . ? C20 C21 1.528(3) . ? C20 C22 1.531(3) . ? C11 C12 1.382(4) . ? C32 C33 1.384(3) . ? C12 C13 1.391(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C23 Pd1 N2 80.73(8) . . ? C23 Pd1 N1 167.51(8) . . ? N2 Pd1 N1 98.11(7) . . ? C23 Pd1 P1 100.44(6) . . ? N2 Pd1 P1 164.79(5) . . ? N1 Pd1 P1 83.97(5) . . ? C8 P1 C14 105.13(10) . . ? C8 P1 C1 108.49(10) . . ? C14 P1 C1 101.61(10) . . ? C8 P1 Pd1 113.62(7) . . ? C14 P1 Pd1 123.56(7) . . ? C1 P1 Pd1 103.00(7) . . ? C27 C28 C23 120.9(2) . . ? C27 C28 C29 121.9(2) . . ? C23 C28 C29 116.83(19) . . ? C4 C5 C6 121.0(2) . . ? C5 C6 C1 119.4(2) . . ? C5 C6 C7 117.9(2) . . ? C1 C6 C7 122.28(19) . . ? C33 N2 C29 119.4(2) . . ? C33 N2 Pd1 126.13(15) . . ? C29 N2 Pd1 113.22(15) . . ? C16 C15 C14 120.0(2) . . ? C19 C14 C15 119.4(2) . . ? C19 C14 P1 118.79(17) . . ? C15 C14 P1 120.89(17) . . ? C26 C25 C24 120.5(2) . . ? C7 N1 C20 113.08(18) . . ? C7 N1 Pd1 128.37(15) . . ? C20 N1 Pd1 116.12(14) . . ? C8 C9 C10 119.9(2) . . ? C17 C16 C15 120.1(2) . . ? C24 C23 C28 117.0(2) . . ? C24 C23 Pd1 128.16(17) . . ? C28 C23 Pd1 113.40(16) . . ? C26 C27 C28 120.5(2) . . ? C9 C8 C13 119.4(2) . . ? C9 C8 P1 122.13(17) . . ? C13 C8 P1 118.38(17) . . ? C18 C19 C14 120.6(2) . . ? C3 C2 C1 120.5(2) . . ? C11 C10 C9 120.4(2) . . ? C19 C18 C17 119.4(2) . . ? C31 C30 C29 119.7(2) . . ? C25 C26 C27 119.4(2) . . ? N2 C29 C30 120.3(2) . . ? N2 C29 C28 113.78(19) . . ? C30 C29 C28 125.9(2) . . ? C3 C4 C5 119.7(2) . . ? C32 C31 C30 119.4(2) . . ? O1 C7 N1 126.3(2) . . ? O1 C7 C6 115.52(19) . . ? N1 C7 C6 118.12(19) . . ? N1 C20 C21 110.63(19) . . ? N1 C20 C22 113.01(19) . . ? C21 C20 C22 109.9(2) . . ? C16 C17 C18 120.5(2) . . ? C12 C11 C10 119.8(2) . . ? C4 C3 C2 120.2(2) . . ? C31 C32 C33 118.5(2) . . ? C11 C12 C13 120.2(2) . . ? C2 C1 C6 119.0(2) . . ? C2 C1 P1 120.84(16) . . ? C6 C1 P1 119.94(16) . . ? N2 C33 C32 122.7(2) . . ? C25 C24 C23 121.7(2) . . ? C12 C13 C8 120.1(2) . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 0.50 _diffrn_measured_fraction_theta_full 0.000 _refine_diff_density_max 0.543 _refine_diff_density_min -0.340 _refine_diff_density_rms 0.076