# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2008 data_publication_text _publ_requested_journal Chemical Communications _publ_contact_author_name 'Tomas Torroba' _publ_contact_author_address ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; _publ_contact_author_email ttorroba@ubu.es _publ_contact_author_phone 34947258088 _publ_contact_author_fax 34947258831 loop_ _publ_author_name _publ_author_address 'del Campo, Olga' ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; 'Carbayo, Arancha' ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; 'Cuevas, Jose V.' ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; 'Mu\~noz, Asuncion' ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; 'Garcia-Herbosa, Gabriel' ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; 'Moreno, Daniel' ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; 'Ballesteros, Eduardo' ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; 'Basurto, Sara' ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; 'G\'omez, Teresa' ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; 'Torroba, Tomas' ;Department of Chemistry Faculty of Science University of Burgos 09001 Burgos Spain ; data_datosm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H24 N O2 P Pd, Cl O4, O1.50' _chemical_formula_sum 'C25 H24 Cl N O7.50 P Pd' _chemical_formula_weight 631.30 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' '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' 'H' 'H' 0.0000 0.0000 '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 _symmetry_space_group_name_Hall '-C 2yc' 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 18.345(2) _cell_length_b 22.576(3) _cell_length_c 14.7100(17) _cell_angle_alpha 90.00 _cell_angle_beta 122.192(2) _cell_angle_gamma 90.00 _cell_volume 5155.7(11) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6920 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 26.49 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.619 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2528 _exptl_absorpt_coefficient_mu 0.933 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.777 _exptl_absorpt_correction_T_max 0.830 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2001)' _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 'CCD area detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 24303 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0335 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4531 _reflns_number_gt 3884 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0857P)^2^+32.3370P] 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 4531 _refine_ls_number_parameters 336 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0596 _refine_ls_R_factor_gt 0.0482 _refine_ls_wR_factor_ref 0.1529 _refine_ls_wR_factor_gt 0.1334 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _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 O4 O 0.3153(6) 0.4654(4) 0.8931(7) 0.112(3) Uani 1 1 d . . . Pd1 Pd 0.36317(2) 0.223425(17) 0.68686(3) 0.02156(17) Uani 1 1 d . . . P1 P 0.33545(8) 0.16721(6) 0.78781(10) 0.0242(3) Uani 1 1 d . . . N1 N 0.2879(2) 0.17275(19) 0.5593(3) 0.0237(9) Uani 1 1 d . . . O1 O 0.3983(2) 0.26043(16) 0.5873(3) 0.0269(8) Uani 1 1 d . . . O2 O 0.4393(2) 0.28139(17) 0.8082(3) 0.0302(9) Uani 1 1 d D . . H2A H 0.430(4) 0.3246(11) 0.791(5) 0.036 Uiso 1 1 d D . . H2B H 0.5011(14) 0.277(3) 0.853(4) 0.036 Uiso 1 1 d D . . O3 O 0.3733(4) 0.4450(3) 1.0756(5) 0.0775(17) Uani 1 1 d . . . O5 O 0.2344(5) 0.4176(3) 0.9504(8) 0.119(3) Uani 1 1 d . . . O6 O 0.2668(5) 0.5168(3) 0.9846(7) 0.102(2) Uani 1 1 d . . . O7 O 0.4066(4) 0.3929(4) 0.8078(6) 0.117(3) Uani 1 1 d . . . O8 O 0.5000 0.4770(5) 0.7500 0.152(6) Uani 1 2 d S . . Cl Cl 0.29538(13) 0.46202(8) 0.9803(2) 0.0755(7) Uani 1 1 d . . . C1 C 0.3702(3) 0.2250(2) 0.5004(4) 0.0277(12) Uani 1 1 d . . . C2 C 0.3977(4) 0.2331(3) 0.4290(5) 0.0358(13) Uani 1 1 d . . . H2 H 0.4359 0.2645 0.4397 0.043 Uiso 1 1 calc R . . C3 C 0.3687(4) 0.1950(3) 0.3426(5) 0.0395(14) Uani 1 1 d . . . H3 H 0.3879 0.2005 0.2946 0.047 Uiso 1 1 calc R . . C4 C 0.3128(4) 0.1492(3) 0.3246(5) 0.0403(15) Uani 1 1 d . . . H4 H 0.2933 0.1238 0.2644 0.048 Uiso 1 1 calc R . . C5 C 0.2853(4) 0.1405(3) 0.3953(4) 0.0343(13) Uani 1 1 d . . . H5 H 0.2480 0.1084 0.3847 0.041 Uiso 1 1 calc R . . C6 C 0.3126(3) 0.1789(2) 0.4817(4) 0.0258(11) Uani 1 1 d . . . C7 C 0.2190(3) 0.1443(2) 0.5347(4) 0.0277(11) Uani 1 1 d . . . H7 H 0.1879 0.1279 0.4644 0.033 Uiso 1 1 calc R . . C8 C 0.1821(3) 0.1337(2) 0.5994(4) 0.0298(12) Uani 1 1 d . . . C9 C 0.0981(4) 0.1117(3) 0.5445(5) 0.0378(14) Uani 1 1 d . . . H9 H 0.0706 0.1027 0.4702 0.045 Uiso 1 1 calc R . . C10 C 0.0543(4) 0.1028(3) 0.5952(6) 0.0505(17) Uani 1 1 d . . . H10 H -0.0037 0.0893 0.5556 0.061 Uiso 1 1 calc R . . C11 C 0.0947(4) 0.1136(3) 0.7035(6) 0.0500(17) Uani 1 1 d . . . H11 H 0.0643 0.1077 0.7387 0.060 Uiso 1 1 calc R . . C12 C 0.1799(4) 0.1330(3) 0.7623(5) 0.0390(14) Uani 1 1 d . . . H12 H 0.2077 0.1392 0.8376 0.047 Uiso 1 1 calc R . . C13 C 0.2245(3) 0.1434(2) 0.7114(4) 0.0279(11) Uani 1 1 d . . . C14 C 0.4001(3) 0.1007(2) 0.8211(4) 0.0269(11) Uani 1 1 d . . . C15 C 0.3651(5) 0.0439(3) 0.8020(7) 0.0552(19) Uani 1 1 d . . . H15 H 0.3050 0.0385 0.7710 0.066 Uiso 1 1 calc R . . C16 C 0.4189(5) -0.0045(3) 0.8287(8) 0.068(2) Uani 1 1 d . . . H16 H 0.3953 -0.0432 0.8162 0.081 Uiso 1 1 calc R . . C17 C 0.5050(5) 0.0024(3) 0.8726(6) 0.0479(17) Uani 1 1 d . . . H17 H 0.5408 -0.0315 0.8899 0.057 Uiso 1 1 calc R . . C18 C 0.5398(4) 0.0573(3) 0.8916(5) 0.0435(15) Uani 1 1 d . . . H18 H 0.6000 0.0620 0.9225 0.052 Uiso 1 1 calc R . . C19 C 0.4873(4) 0.1069(3) 0.8657(5) 0.0436(16) Uani 1 1 d . . . H19 H 0.5119 0.1454 0.8790 0.052 Uiso 1 1 calc R . . C20 C 0.3560(3) 0.1985(2) 0.9126(4) 0.0264(11) Uani 1 1 d . . . C21 C 0.3905(4) 0.1650(3) 1.0044(5) 0.0358(13) Uani 1 1 d . . . H21 H 0.4041 0.1245 1.0030 0.043 Uiso 1 1 calc R . . C22 C 0.4056(4) 0.1898(3) 1.0991(5) 0.0455(16) Uani 1 1 d . . . H22 H 0.4289 0.1664 1.1623 0.055 Uiso 1 1 calc R . . C23 C 0.3864(4) 0.2491(3) 1.1011(5) 0.0459(16) Uani 1 1 d . . . H23 H 0.3977 0.2664 1.1663 0.055 Uiso 1 1 calc R . . C24 C 0.3510(5) 0.2830(3) 1.0092(6) 0.0467(16) Uani 1 1 d . . . H24 H 0.3374 0.3234 1.0111 0.056 Uiso 1 1 calc R . . C25 C 0.3353(4) 0.2585(3) 0.9150(5) 0.0354(13) Uani 1 1 d . . . H25 H 0.3107 0.2818 0.8517 0.043 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 O4 0.137(7) 0.116(6) 0.124(6) 0.023(5) 0.098(6) 0.025(5) Pd1 0.0163(2) 0.0254(3) 0.0191(2) -0.00025(15) 0.00683(18) -0.00127(14) P1 0.0193(6) 0.0282(7) 0.0224(7) 0.0001(5) 0.0094(5) -0.0011(5) N1 0.017(2) 0.025(2) 0.020(2) 0.0010(17) 0.0036(17) 0.0028(17) O1 0.0226(18) 0.031(2) 0.0245(19) 0.0016(15) 0.0110(16) -0.0005(15) O2 0.0195(18) 0.031(2) 0.030(2) -0.0043(16) 0.0068(17) -0.0016(15) O3 0.057(3) 0.089(4) 0.076(4) 0.011(3) 0.029(3) 0.024(3) O5 0.090(5) 0.065(4) 0.194(9) 0.017(5) 0.070(6) -0.016(4) O6 0.118(6) 0.053(4) 0.167(8) 0.012(4) 0.096(6) 0.021(4) O7 0.032(3) 0.139(7) 0.097(5) -0.012(5) -0.021(3) 0.007(4) O8 0.225(16) 0.059(7) 0.140(11) 0.000 0.075(11) 0.000 Cl 0.0587(12) 0.0370(10) 0.124(2) 0.0203(11) 0.0444(13) 0.0063(8) C1 0.025(3) 0.030(3) 0.025(3) 0.004(2) 0.011(2) 0.009(2) C2 0.036(3) 0.038(3) 0.039(3) 0.012(3) 0.024(3) 0.011(3) C3 0.042(3) 0.053(4) 0.028(3) 0.009(3) 0.022(3) 0.015(3) C4 0.041(3) 0.048(4) 0.024(3) 0.001(3) 0.011(3) 0.018(3) C5 0.028(3) 0.037(3) 0.030(3) 0.000(2) 0.011(2) 0.008(2) C6 0.020(2) 0.031(3) 0.022(2) 0.004(2) 0.009(2) 0.008(2) C7 0.019(2) 0.029(3) 0.024(3) -0.003(2) 0.004(2) 0.002(2) C8 0.021(3) 0.028(3) 0.033(3) -0.003(2) 0.010(2) -0.002(2) C9 0.026(3) 0.040(3) 0.040(3) -0.003(3) 0.012(3) -0.008(2) C10 0.028(3) 0.060(4) 0.059(4) -0.006(3) 0.020(3) -0.012(3) C11 0.037(3) 0.063(5) 0.062(4) -0.003(4) 0.034(3) -0.010(3) C12 0.031(3) 0.047(4) 0.040(3) 0.002(3) 0.020(3) -0.002(3) C13 0.020(2) 0.029(3) 0.031(3) 0.003(2) 0.012(2) 0.000(2) C14 0.025(3) 0.029(3) 0.023(3) -0.001(2) 0.011(2) -0.003(2) C15 0.042(4) 0.032(3) 0.093(6) 0.006(4) 0.038(4) -0.006(3) C16 0.058(5) 0.025(3) 0.127(8) 0.009(4) 0.054(5) -0.002(3) C17 0.052(4) 0.033(3) 0.054(4) 0.013(3) 0.025(3) 0.013(3) C18 0.028(3) 0.038(4) 0.048(4) -0.007(3) 0.009(3) 0.006(3) C19 0.029(3) 0.028(3) 0.061(4) -0.011(3) 0.015(3) -0.005(2) C20 0.027(3) 0.028(3) 0.029(3) -0.001(2) 0.018(2) -0.003(2) C21 0.041(3) 0.034(3) 0.033(3) 0.003(2) 0.021(3) 0.004(3) C22 0.053(4) 0.052(4) 0.031(3) 0.004(3) 0.022(3) 0.006(3) C23 0.056(4) 0.054(4) 0.035(3) -0.010(3) 0.029(3) -0.004(3) C24 0.055(4) 0.040(4) 0.056(4) -0.003(3) 0.038(4) 0.004(3) C25 0.037(3) 0.035(3) 0.037(3) 0.004(3) 0.021(3) 0.006(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 O4 Cl 1.511(8) . ? Pd1 N1 1.994(4) . ? Pd1 O2 2.048(4) . ? Pd1 O1 2.065(4) . ? Pd1 P1 2.2088(14) . ? P1 C13 1.804(5) . ? P1 C20 1.809(5) . ? P1 C14 1.812(5) . ? N1 C7 1.287(7) . ? N1 C6 1.441(7) . ? O1 C1 1.355(6) . ? O2 H2A 1.00(2) . ? O2 H2B 0.97(2) . ? O3 Cl 1.421(6) . ? O5 Cl 1.387(7) . ? O6 Cl 1.358(6) . ? C1 C2 1.398(8) . ? C1 C6 1.403(8) . ? C2 C3 1.386(9) . ? C2 H2 0.9500 . ? C3 C4 1.378(10) . ? C3 H3 0.9500 . ? C4 C5 1.392(9) . ? C4 H4 0.9500 . ? C5 C6 1.393(8) . ? C5 H5 0.9500 . ? C7 C8 1.451(8) . ? C7 H7 0.9500 . ? C8 C9 1.395(7) . ? C8 C13 1.416(8) . ? C9 C10 1.371(9) . ? C9 H9 0.9500 . ? C10 C11 1.375(10) . ? C10 H10 0.9500 . ? C11 C12 1.394(9) . ? C11 H11 0.9500 . ? C12 C13 1.393(8) . ? C12 H12 0.9500 . ? C14 C19 1.376(8) . ? C14 C15 1.394(8) . ? C15 C16 1.381(10) . ? C15 H15 0.9500 . ? C16 C17 1.360(10) . ? C16 H16 0.9500 . ? C17 C18 1.355(9) . ? C17 H17 0.9500 . ? C18 C19 1.390(8) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 C21 1.373(8) . ? C20 C25 1.412(8) . ? C21 C22 1.386(9) . ? C21 H21 0.9500 . ? C22 C23 1.388(10) . ? C22 H22 0.9500 . ? C23 C24 1.379(10) . ? C23 H23 0.9500 . ? C24 C25 1.373(9) . ? C24 H24 0.9500 . ? C25 H25 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Pd1 O2 174.73(16) . . ? N1 Pd1 O1 83.42(16) . . ? O2 Pd1 O1 91.97(15) . . ? N1 Pd1 P1 90.65(13) . . ? O2 Pd1 P1 94.32(12) . . ? O1 Pd1 P1 168.49(11) . . ? C13 P1 C20 107.8(2) . . ? C13 P1 C14 106.3(2) . . ? C20 P1 C14 107.3(2) . . ? C13 P1 Pd1 109.85(18) . . ? C20 P1 Pd1 117.34(18) . . ? C14 P1 Pd1 107.82(18) . . ? C7 N1 C6 120.1(4) . . ? C7 N1 Pd1 129.4(4) . . ? C6 N1 Pd1 109.8(3) . . ? C1 O1 Pd1 108.9(3) . . ? Pd1 O2 H2A 118(4) . . ? Pd1 O2 H2B 123(4) . . ? H2A O2 H2B 104(5) . . ? O6 Cl O5 114.0(5) . . ? O6 Cl O3 114.2(5) . . ? O5 Cl O3 109.5(5) . . ? O6 Cl O4 105.5(5) . . ? O5 Cl O4 106.6(6) . . ? O3 Cl O4 106.3(4) . . ? O1 C1 C2 121.6(5) . . ? O1 C1 C6 119.5(5) . . ? C2 C1 C6 119.0(5) . . ? C3 C2 C1 119.5(6) . . ? C3 C2 H2 120.2 . . ? C1 C2 H2 120.2 . . ? C4 C3 C2 121.6(6) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 119.5(6) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C5 C6 119.7(6) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C1 120.6(5) . . ? C5 C6 N1 123.4(5) . . ? C1 C6 N1 115.9(5) . . ? N1 C7 C8 129.1(5) . . ? N1 C7 H7 115.5 . . ? C8 C7 H7 115.5 . . ? C9 C8 C13 118.7(5) . . ? C9 C8 C7 115.9(5) . . ? C13 C8 C7 125.4(5) . . ? C10 C9 C8 121.6(6) . . ? C10 C9 H9 119.2 . . ? C8 C9 H9 119.2 . . ? C9 C10 C11 119.6(6) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C10 C11 C12 120.6(6) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 120.3(6) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C8 119.0(5) . . ? C12 C13 P1 120.4(4) . . ? C8 C13 P1 120.6(4) . . ? C19 C14 C15 119.0(5) . . ? C19 C14 P1 118.2(4) . . ? C15 C14 P1 122.9(4) . . ? C16 C15 C14 119.1(6) . . ? C16 C15 H15 120.4 . . ? C14 C15 H15 120.4 . . ? C17 C16 C15 121.3(6) . . ? C17 C16 H16 119.4 . . ? C15 C16 H16 119.4 . . ? C18 C17 C16 120.1(6) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 120.0(6) . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C14 C19 C18 120.6(6) . . ? C14 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? C21 C20 C25 119.5(5) . . ? C21 C20 P1 121.3(4) . . ? C25 C20 P1 119.1(4) . . ? C20 C21 C22 120.4(6) . . ? C20 C21 H21 119.8 . . ? C22 C21 H21 119.8 . . ? C21 C22 C23 119.6(6) . . ? C21 C22 H22 120.2 . . ? C23 C22 H22 120.2 . . ? C24 C23 C22 120.5(6) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C25 C24 C23 120.1(6) . . ? C25 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? C24 C25 C20 119.9(6) . . ? C24 C25 H25 120.1 . . ? C20 C25 H25 120.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Pd1 P1 C13 -37.5(2) . . . . ? O2 Pd1 P1 C13 140.8(2) . . . . ? O1 Pd1 P1 C13 -96.3(6) . . . . ? N1 Pd1 P1 C20 -161.0(2) . . . . ? O2 Pd1 P1 C20 17.3(2) . . . . ? O1 Pd1 P1 C20 140.2(5) . . . . ? N1 Pd1 P1 C14 77.9(2) . . . . ? O2 Pd1 P1 C14 -103.8(2) . . . . ? O1 Pd1 P1 C14 19.1(6) . . . . ? O2 Pd1 N1 C7 -127.9(16) . . . . ? O1 Pd1 N1 C7 -157.0(5) . . . . ? P1 Pd1 N1 C7 32.8(4) . . . . ? O2 Pd1 N1 C6 42.3(18) . . . . ? O1 Pd1 N1 C6 13.2(3) . . . . ? P1 Pd1 N1 C6 -156.9(3) . . . . ? N1 Pd1 O1 C1 -13.4(3) . . . . ? O2 Pd1 O1 C1 169.1(3) . . . . ? P1 Pd1 O1 C1 46.0(7) . . . . ? Pd1 O1 C1 C2 -168.3(4) . . . . ? Pd1 O1 C1 C6 11.1(6) . . . . ? O1 C1 C2 C3 178.5(5) . . . . ? C6 C1 C2 C3 -1.0(8) . . . . ? C1 C2 C3 C4 0.4(9) . . . . ? C2 C3 C4 C5 -0.7(9) . . . . ? C3 C4 C5 C6 1.7(8) . . . . ? C4 C5 C6 C1 -2.3(8) . . . . ? C4 C5 C6 N1 -179.4(5) . . . . ? O1 C1 C6 C5 -177.5(5) . . . . ? C2 C1 C6 C5 1.9(8) . . . . ? O1 C1 C6 N1 -0.2(7) . . . . ? C2 C1 C6 N1 179.3(5) . . . . ? C7 N1 C6 C5 -22.7(7) . . . . ? Pd1 N1 C6 C5 166.0(4) . . . . ? C7 N1 C6 C1 160.0(5) . . . . ? Pd1 N1 C6 C1 -11.3(5) . . . . ? C6 N1 C7 C8 -179.1(5) . . . . ? Pd1 N1 C7 C8 -9.7(8) . . . . ? N1 C7 C8 C9 167.5(6) . . . . ? N1 C7 C8 C13 -12.9(9) . . . . ? C13 C8 C9 C10 4.0(9) . . . . ? C7 C8 C9 C10 -176.4(6) . . . . ? C8 C9 C10 C11 -2.5(11) . . . . ? C9 C10 C11 C12 -0.4(11) . . . . ? C10 C11 C12 C13 1.8(11) . . . . ? C11 C12 C13 C8 -0.3(9) . . . . ? C11 C12 C13 P1 -178.8(5) . . . . ? C9 C8 C13 C12 -2.5(8) . . . . ? C7 C8 C13 C12 177.9(5) . . . . ? C9 C8 C13 P1 176.0(4) . . . . ? C7 C8 C13 P1 -3.6(8) . . . . ? C20 P1 C13 C12 -20.5(5) . . . . ? C14 P1 C13 C12 94.2(5) . . . . ? Pd1 P1 C13 C12 -149.4(4) . . . . ? C20 P1 C13 C8 161.0(4) . . . . ? C14 P1 C13 C8 -84.3(5) . . . . ? Pd1 P1 C13 C8 32.1(5) . . . . ? C13 P1 C14 C19 170.5(5) . . . . ? C20 P1 C14 C19 -74.5(5) . . . . ? Pd1 P1 C14 C19 52.7(5) . . . . ? C13 P1 C14 C15 -8.6(6) . . . . ? C20 P1 C14 C15 106.5(6) . . . . ? Pd1 P1 C14 C15 -126.3(5) . . . . ? C19 C14 C15 C16 0.2(11) . . . . ? P1 C14 C15 C16 179.3(7) . . . . ? C14 C15 C16 C17 -0.4(14) . . . . ? C15 C16 C17 C18 0.4(13) . . . . ? C16 C17 C18 C19 -0.3(11) . . . . ? C15 C14 C19 C18 -0.1(10) . . . . ? P1 C14 C19 C18 -179.2(5) . . . . ? C17 C18 C19 C14 0.1(11) . . . . ? C13 P1 C20 C21 94.6(5) . . . . ? C14 P1 C20 C21 -19.4(5) . . . . ? Pd1 P1 C20 C21 -140.9(4) . . . . ? C13 P1 C20 C25 -84.7(5) . . . . ? C14 P1 C20 C25 161.2(4) . . . . ? Pd1 P1 C20 C25 39.8(5) . . . . ? C25 C20 C21 C22 -0.5(9) . . . . ? P1 C20 C21 C22 -179.8(5) . . . . ? C20 C21 C22 C23 -0.6(10) . . . . ? C21 C22 C23 C24 1.2(10) . . . . ? C22 C23 C24 C25 -0.7(10) . . . . ? C23 C24 C25 C20 -0.4(10) . . . . ? C21 C20 C25 C24 1.0(9) . . . . ? P1 C20 C25 C24 -179.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 2.440 _refine_diff_density_min -1.069 _refine_diff_density_rms 0.234