Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name _publ_author_footnote _publ_author_address 'Joan Albert' . ; Departament de Qu\'imica Inorg\'anica Universitat de Barcelona Mart¡ i FranquŠs 1 E-08028 Barcelona Spain ; 'J. Magali Cadena' . ; Departament de Qu\'imica Inorg\'anica Universitat de Barcelona Mart¡ i FranquŠs 1 E-08028 Barcelona Spain ; A.Gonzalez . ; Departament de Qu\'imica Inorg\'anica Universitat de Barcelona Mart¡ i FranquŠs 1 E-08028 Barcelona Spain ; 'Jaume Granell' . ; Departament de Qu\'imica Inorg\'anica Universitat de Barcelona Mart¡ i FranquŠs 1 E-08028 Barcelona Spain ; 'Xavier Solans' . ; Departament de Cristal.lografia, Mineralogia i Dip\`osits Minerals Universitat de Barcelona Mart\'i i Franqu\'es s/n E-08028 Barcelona Spain ; ; M.Font-Bardia ; . ; Departament de Cristal.lografia, Mineralogia i Dip\`osits Minerals Universitat de Barcelona Mart\'i i Franqu\'es s/n E-08028 Barcelona Spain ; _publ_contact_author_name 'Dr Jaume Granell' _publ_contact_author_address ; Quimica Inorganica Universitat de Barcelona Marti i Franques 1-11 Barcelona 08028 SPAIN ; _publ_contact_author_email JAUME.GRANELL@QI.UB.ES _publ_section_title ; The first NH aldimine organometallic compound. Isolation and crystal structure ; data_jgfm95a _database_code_CSD 184187 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H27 Cl N P Pd' _chemical_formula_weight 550.33 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.1670(10) _cell_length_b 24.9410(10) _cell_length_c 10.6240(10) _cell_angle_alpha 90 _cell_angle_beta 114.2640(10) _cell_angle_gamma 90 _cell_volume 2456.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8954 _cell_measurement_theta_min 3 _cell_measurement_theta_max 31 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.488 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 0.946 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Marresearch 2300' _diffrn_measurement_method 'phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10751 _diffrn_reflns_av_R_equivalents 0.0339 _diffrn_reflns_av_sigmaI/netI 0.0204 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 31.49 _reflns_number_total 4209 _reflns_number_gt 3524 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1030P)^2^+2.2441P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0138(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4209 _refine_ls_number_parameters 359 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0454 _refine_ls_wR_factor_ref 0.1480 _refine_ls_wR_factor_gt 0.1365 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.27886(4) 0.059865(10) 0.10394(3) 0.0328(2) Uani 1 d . . . P2 P 0.17402(15) 0.14091(3) 0.08874(10) 0.0312(4) Uani 1 d . . . Cl Cl 0.42786(17) 0.08700(4) -0.01520(12) 0.0456(4) Uani 1 d . . . N N 0.3732(6) -0.01513(12) 0.1323(4) 0.0413(13) Uani 1 d . . . C1 C 0.3902(7) -0.04894(15) 0.2277(5) 0.0391(15) Uani 1 d . . . C2 C 0.3416(6) -0.03960(14) 0.3369(4) 0.0351(13) Uani 1 d . . . C3 C 0.4072(7) -0.06617(15) 0.4640(5) 0.0408(16) Uani 1 d . . . C4 C 0.5180(8) -0.1091(2) 0.4874(6) 0.0592(18) Uani 1 d . . . H4 H 0.5911 -0.0962 0.4598 0.071 Uiso 1 calc R . . H4A H 0.4727 -0.1402 0.4339 0.071 Uiso 1 calc R . . H4B H 0.5612 -0.1184 0.5836 0.071 Uiso 1 calc R . . C5 C 0.3683(7) -0.05210(18) 0.5704(5) 0.0460(17) Uani 1 d . . . C6 C 0.2668(7) -0.01365(17) 0.5550(5) 0.0497(17) Uani 1 d . . . C7 C 0.2295(9) 0.0022(2) 0.6737(6) 0.068(2) Uani 1 d . . . H7 H 0.1400 0.0215 0.6389 0.081 Uiso 1 calc R . . H7A H 0.3046 0.0245 0.7368 0.081 Uiso 1 calc R . . H7B H 0.2201 -0.0295 0.7208 0.081 Uiso 1 calc R . . C8 C 0.1965(8) 0.01056(16) 0.4268(5) 0.0470(17) Uani 1 d . . . C9 C 0.2310(6) -0.00173(14) 0.3162(4) 0.0360(14) Uani 1 d . . . C10 C 0.1474(6) 0.02238(15) 0.1788(5) 0.0389(14) Uani 1 d . . . H10 H 0.0793 0.0481 0.1860 0.021(10) Uiso 1 calc R . . H10A H 0.0931 -0.0055 0.1149 0.026 Uiso 1 calc R . . C11 C 0.2932(7) 0.19768(14) 0.1655(4) 0.0333(15) Uani 1 d . . . C12 C 0.4358(9) 0.1951(2) 0.1882(6) 0.0534(19) Uani 1 d . . . C13 C 0.5280(9) 0.2375(3) 0.2512(8) 0.070(2) Uani 1 d . . . H13 H 0.6250 0.2354 0.2675 0.083 Uiso 1 calc R . . C14 C 0.4754(12) 0.2826(2) 0.2893(7) 0.073(3) Uani 1 d . . . C15 C 0.3348(11) 0.2860(2) 0.2669(7) 0.063(2) Uani 1 d . . . C16 C 0.2447(9) 0.24391(17) 0.2066(6) 0.0493(18) Uani 1 d . . . C17 C 0.0629(6) 0.15853(13) -0.0892(4) 0.0307(13) Uani 1 d . . . C18 C -0.0010(7) 0.20894(15) -0.1274(4) 0.0408(14) Uani 1 d . . . C28 C 0.0960(9) 0.15050(17) 0.3106(5) 0.0394(17) Uani 1 d . . . C19 C -0.0972(7) 0.21875(17) -0.2605(5) 0.0507(16) Uani 1 d . . . C20 C -0.1335(7) 0.17873(19) -0.3580(5) 0.0471(16) Uani 1 d . . . C21 C -0.0705(7) 0.12933(17) -0.3239(4) 0.0443(15) Uani 1 d . . . C22 C 0.0271(7) 0.11884(15) -0.1901(4) 0.0431(15) Uani 1 d . . . C23 C 0.0460(6) 0.14478(14) 0.1677(4) 0.0298(14) Uani 1 d . . . C24 C -0.0984(8) 0.13549(17) 0.0931(6) 0.0433(17) Uani 1 d . . . C25 C -0.1942(7) 0.13207(19) 0.1567(6) 0.0506(16) Uani 1 d . . . H25 H -0.2921 0.1261 0.1046 0.061 Uiso 1 calc R . . C26 C -0.1411(10) 0.13771(19) 0.2980(7) 0.051(2) Uani 1 d . . . C27 C 0.0022(9) 0.14723(18) 0.3742(6) 0.0466(18) Uani 1 d . . . H1N H 0.418(5) -0.0246(15) 0.076(4) 0.023(10) Uiso 1 d . . . H1 H 0.438(6) -0.084(2) 0.232(5) 0.042(13) Uiso 1 d . . . H5 H 0.414(7) -0.069(2) 0.663(6) 0.057(16) Uiso 1 d . . . H8 H 0.124(6) 0.0360(17) 0.412(4) 0.025(10) Uiso 1 d . . . H12 H 0.467(6) 0.160(2) 0.161(5) 0.054(15) Uiso 1 d . . . H14 H 0.546(7) 0.308(2) 0.338(6) 0.060(16) Uiso 1 d . . . H15 H 0.280(9) 0.322(3) 0.276(8) 0.10(2) Uiso 1 d . . . H16 H 0.145(6) 0.2471(16) 0.198(4) 0.022(12) Uiso 1 d . . . H18 H 0.030(7) 0.237(2) -0.063(6) 0.050(14) Uiso 1 d . . . H19 H -0.136(6) 0.255(2) -0.294(5) 0.047(14) Uiso 1 d . . . H20 H -0.201(6) 0.1822(17) -0.447(5) 0.034(12) Uiso 1 d . . . H21 H -0.090(8) 0.100(3) -0.392(7) 0.08(2) Uiso 1 d . . . H22 H 0.067(6) 0.0873(19) -0.168(4) 0.032(11) Uiso 1 d . . . H24 H -0.130(6) 0.1315(18) 0.009(5) 0.036(12) Uiso 1 d . . . H26 H -0.197(7) 0.1350(19) 0.342(5) 0.042(14) Uiso 1 d . . . H27 H 0.030(7) 0.148(2) 0.466(7) 0.067(17) Uiso 1 d . . . H28 H 0.188(6) 0.1558(16) 0.357(5) 0.017(12) Uiso 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0419(6) 0.02758(16) 0.0321(2) 0.00074(8) 0.0185(3) 0.00256(12) P2 0.0384(13) 0.0279(4) 0.0302(5) -0.0002(3) 0.0171(6) 0.0006(4) Cl 0.0593(14) 0.0402(5) 0.0504(6) -0.0018(4) 0.0356(7) 0.0013(5) N 0.060(4) 0.0298(13) 0.0427(19) 0.0008(11) 0.029(2) 0.0032(17) C1 0.040(5) 0.0317(16) 0.046(2) 0.0021(14) 0.018(3) 0.003(2) C2 0.035(4) 0.0281(15) 0.043(2) 0.0009(13) 0.016(2) -0.0031(18) C3 0.036(5) 0.0361(18) 0.044(2) 0.0073(14) 0.011(3) -0.001(2) C4 0.052(6) 0.054(3) 0.063(3) 0.021(2) 0.015(3) 0.006(3) C5 0.047(6) 0.050(2) 0.038(2) 0.0028(16) 0.014(3) -0.011(2) C6 0.065(6) 0.043(2) 0.045(2) -0.0083(16) 0.027(3) -0.017(2) C7 0.092(7) 0.070(3) 0.050(3) -0.015(2) 0.037(4) -0.011(3) C8 0.069(6) 0.0325(17) 0.054(3) -0.0018(15) 0.040(3) -0.002(2) C9 0.037(5) 0.0282(15) 0.042(2) 0.0002(13) 0.016(2) 0.0004(19) C10 0.038(5) 0.0326(17) 0.047(2) 0.0071(14) 0.018(3) 0.0038(19) C11 0.032(5) 0.0333(16) 0.034(2) -0.0036(12) 0.013(2) -0.0044(19) C12 0.050(7) 0.047(2) 0.066(3) -0.017(2) 0.027(4) -0.010(3) C13 0.039(6) 0.070(3) 0.101(5) -0.026(3) 0.031(4) -0.027(3) C14 0.087(9) 0.048(3) 0.080(4) -0.025(3) 0.031(5) -0.025(4) C15 0.072(8) 0.046(2) 0.081(4) -0.022(2) 0.043(4) -0.008(3) C16 0.048(6) 0.040(2) 0.068(3) -0.0132(19) 0.032(4) -0.002(2) C17 0.031(4) 0.0300(14) 0.0359(19) 0.0025(12) 0.019(2) 0.0021(17) C18 0.047(5) 0.0348(17) 0.038(2) 0.0022(14) 0.015(2) 0.005(2) C28 0.038(6) 0.044(2) 0.040(2) 0.0042(16) 0.020(3) 0.005(2) C19 0.062(5) 0.042(2) 0.048(2) 0.0130(17) 0.023(3) 0.011(2) C20 0.046(5) 0.058(2) 0.034(2) 0.0092(17) 0.013(3) 0.004(3) C21 0.051(5) 0.045(2) 0.034(2) -0.0014(15) 0.014(3) -0.001(2) C22 0.064(5) 0.0291(16) 0.038(2) 0.0008(13) 0.023(2) -0.001(2) C23 0.026(5) 0.0324(15) 0.0320(19) 0.0017(12) 0.012(3) 0.0002(18) C24 0.047(6) 0.043(2) 0.047(3) -0.0068(16) 0.027(3) -0.006(2) C25 0.032(5) 0.052(2) 0.074(4) -0.007(2) 0.027(3) -0.011(3) C26 0.058(7) 0.044(2) 0.075(4) -0.001(2) 0.052(5) -0.005(3) C27 0.057(6) 0.046(2) 0.048(3) 0.0076(18) 0.033(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 Pd1 C10 2.041(5) . ? Pd1 N 2.067(3) . ? Pd1 P2 2.2597(10) . ? Pd1 Cl 2.4354(12) . ? P2 C17 1.813(4) . ? P2 C23 1.817(5) . ? P2 C11 1.824(5) . ? N C1 1.275(5) . ? N H1N 0.92(4) . ? C1 C2 1.454(6) . ? C1 H1 0.99(5) . ? C2 C3 1.403(6) . ? C2 C9 1.415(7) . ? C3 C5 1.387(7) . ? C3 C4 1.499(8) . ? C4 H4 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C5 C6 1.368(8) . ? C5 H5 0.99(6) . ? C6 C8 1.389(7) . ? C6 C7 1.511(7) . ? C7 H7 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C8 C9 1.392(6) . ? C8 H8 0.94(5) . ? C9 C10 1.481(6) . ? C10 H10 0.9700 . ? C10 H10A 0.9700 . ? C11 C12 1.370(8) . ? C11 C16 1.393(7) . ? C12 C13 1.389(8) . ? C12 H12 1.02(5) . ? C13 C14 1.377(10) . ? C13 H13 0.9300 . ? C14 C15 1.352(10) . ? C14 H14 0.94(6) . ? C15 C16 1.367(9) . ? C15 H15 1.08(8) . ? C16 H16 0.98(6) . ? C17 C22 1.393(5) . ? C17 C18 1.397(5) . ? C18 C19 1.371(7) . ? C18 H18 0.93(5) . ? C28 C27 1.378(8) . ? C28 C23 1.397(6) . ? C28 H28 0.87(5) . ? C19 C20 1.375(7) . ? C19 H19 0.99(5) . ? C20 C21 1.367(7) . ? C20 H20 0.91(5) . ? C21 C22 1.383(7) . ? C21 H21 1.00(7) . ? C22 H22 0.87(5) . ? C23 C24 1.372(8) . ? C24 C25 1.398(7) . ? C24 H24 0.82(5) . ? C25 C26 1.377(9) . ? C25 H25 0.9300 . ? C26 C27 1.366(9) . ? C26 H26 0.87(6) . ? C27 H27 0.90(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 Pd1 N 82.39(17) . . ? C10 Pd1 P2 94.15(12) . . ? N Pd1 P2 175.51(10) . . ? C10 Pd1 Cl 167.57(12) . . ? N Pd1 Cl 88.67(12) . . ? P2 Pd1 Cl 95.17(4) . . ? C17 P2 C23 102.2(2) . . ? C17 P2 C11 107.03(18) . . ? C23 P2 C11 102.8(2) . . ? C17 P2 Pd1 111.40(12) . . ? C23 P2 Pd1 114.88(12) . . ? C11 P2 Pd1 117.1(2) . . ? C1 N Pd1 128.2(3) . . ? C1 N H1N 114(3) . . ? Pd1 N H1N 117(2) . . ? N C1 C2 123.3(4) . . ? N C1 H1 122(3) . . ? C2 C1 H1 115(3) . . ? C3 C2 C9 119.8(4) . . ? C3 C2 C1 120.7(5) . . ? C9 C2 C1 119.5(4) . . ? C5 C3 C2 118.9(5) . . ? C5 C3 C4 119.5(4) . . ? C2 C3 C4 121.6(4) . . ? C3 C4 H4 109.5 . . ? C3 C4 H4A 109.5 . . ? H4 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C6 C5 C3 122.2(5) . . ? C6 C5 H5 116(3) . . ? C3 C5 H5 122(4) . . ? C5 C6 C8 118.7(5) . . ? C5 C6 C7 121.2(5) . . ? C8 C6 C7 120.0(6) . . ? C6 C7 H7 109.5 . . ? C6 C7 H7A 109.5 . . ? H7 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C8 C9 121.7(5) . . ? C6 C8 H8 121(2) . . ? C9 C8 H8 118(2) . . ? C8 C9 C2 118.4(4) . . ? C8 C9 C10 120.0(5) . . ? C2 C9 C10 121.4(4) . . ? C9 C10 Pd1 111.6(4) . . ? C9 C10 H10 109.3 . . ? Pd1 C10 H10 109.3 . . ? C9 C10 H10A 109.3 . . ? Pd1 C10 H10A 109.3 . . ? H10 C10 H10A 108.0 . . ? C12 C11 C16 118.0(5) . . ? C12 C11 P2 120.2(3) . . ? C16 C11 P2 121.8(6) . . ? C11 C12 C13 120.3(6) . . ? C11 C12 H12 115(3) . . ? C13 C12 H12 125(3) . . ? C14 C13 C12 119.9(8) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C15 C14 C13 120.6(6) . . ? C15 C14 H14 125(4) . . ? C13 C14 H14 115(4) . . ? C14 C15 C16 119.5(6) . . ? C14 C15 H15 126(4) . . ? C16 C15 H15 114(5) . . ? C15 C16 C11 121.8(8) . . ? C15 C16 H16 117(3) . . ? C11 C16 H16 121(3) . . ? C22 C17 C18 118.2(4) . . ? C22 C17 P2 118.9(3) . . ? C18 C17 P2 122.5(3) . . ? C19 C18 C17 120.7(4) . . ? C19 C18 H18 120(3) . . ? C17 C18 H18 119(3) . . ? C27 C28 C23 120.7(7) . . ? C27 C28 H28 122(3) . . ? C23 C28 H28 117(3) . . ? C18 C19 C20 120.3(4) . . ? C18 C19 H19 123(3) . . ? C20 C19 H19 116(3) . . ? C21 C20 C19 120.2(5) . . ? C21 C20 H20 116(3) . . ? C19 C20 H20 124(3) . . ? C20 C21 C22 120.2(4) . . ? C20 C21 H21 123(4) . . ? C22 C21 H21 117(4) . . ? C21 C22 C17 120.4(4) . . ? C21 C22 H22 120(3) . . ? C17 C22 H22 119(3) . . ? C24 C23 C28 118.0(5) . . ? C24 C23 P2 121.6(3) . . ? C28 C23 P2 119.9(5) . . ? C23 C24 C25 121.6(5) . . ? C23 C24 H24 120(4) . . ? C25 C24 H24 118(4) . . ? C26 C25 C24 118.8(6) . . ? C26 C25 H25 120.6 . . ? C24 C25 H25 120.6 . . ? C27 C26 C25 120.6(6) . . ? C27 C26 H26 118(4) . . ? C25 C26 H26 122(4) . . ? C26 C27 C28 120.2(6) . . ? C26 C27 H27 116(4) . . ? C28 C27 H27 124(4) . . ? _diffrn_measured_fraction_theta_max 0.498 _diffrn_reflns_theta_full 31.49 _diffrn_measured_fraction_theta_full 0.498 _refine_diff_density_max 0.766 _refine_diff_density_min -0.831 _refine_diff_density_rms 0.145 data_jgfm74 _database_code_CSD 184188 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H39 Cl N O2 P Pd' _chemical_formula_weight 726.53 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.9750(10) _cell_length_b 11.0460(10) _cell_length_c 15.1750(10) _cell_angle_alpha 75.4050(10) _cell_angle_beta 80.8580(10) _cell_angle_gamma 82.3680(10) _cell_volume 1749.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 748 _exptl_absorpt_coefficient_mu 0.687 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Marresearch 2300' _diffrn_measurement_method 'phi scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11205 _diffrn_reflns_av_R_equivalents 0.0228 _diffrn_reflns_av_sigmaI/netI 0.0241 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 28.83 _reflns_number_total 6616 _reflns_number_gt 5884 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0269P)^2^+2.5858P] 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_extinction_expression Fc _refine_ls_number_reflns 6616 _refine_ls_number_parameters 474 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0435 _refine_ls_R_factor_gt 0.0346 _refine_ls_wR_factor_ref 0.0828 _refine_ls_wR_factor_gt 0.0784 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd Pd 0.590898(18) 0.20499(2) 0.277888(13) 0.02919(7) Uani 1 d . . . P P 0.74349(6) 0.16970(7) 0.16630(4) 0.03034(15) Uani 1 d . . . Cl Cl 0.41600(7) 0.22106(9) 0.19714(6) 0.0538(2) Uani 1 d . . . O1 O 0.3985(4) 0.5888(3) 0.3958(2) 0.0980(12) Uani 1 d . . . O2 O 0.3993(4) 0.5021(3) 0.2826(2) 0.1145(15) Uani 1 d . . . N N 0.4745(2) 0.2747(2) 0.38234(15) 0.0324(5) Uani 1 d . . . C1 C 0.7149(2) 0.1837(3) 0.36550(16) 0.0302(5) Uani 1 d . . . C2 C 0.7736(3) 0.0686(3) 0.40395(19) 0.0379(6) Uani 1 d . . . H2 H 0.7656 -0.0017 0.3829 0.045 Uiso 1 calc R . . C3 C 0.8447(3) 0.0575(4) 0.4743(2) 0.0512(8) Uani 1 d . . . C4 C 0.8594(3) 0.1611(4) 0.5044(2) 0.0578(10) Uani 1 d . . . C5 C 0.7991(3) 0.2760(4) 0.4675(2) 0.0474(8) Uani 1 d . . . C6 C 0.7248(3) 0.2880(3) 0.39888(18) 0.0352(6) Uani 1 d . . . C7 C 0.6455(3) 0.4077(3) 0.3669(2) 0.0402(7) Uani 1 d . . . H7 H 0.6564 0.4320 0.3003 0.048 Uiso 1 calc R . . H7A H 0.6702 0.4744 0.3893 0.048 Uiso 1 calc R . . C8 C 0.5091(3) 0.3891(3) 0.40281(18) 0.0342(6) Uani 1 d . . . C9 C 0.4284(3) 0.5045(3) 0.3615(2) 0.0469(7) Uani 1 d . . . C10 C 0.3075(10) 0.6070(7) 0.2388(6) 0.162(4) Uani 1 d . . . H10 H 0.2449 0.5730 0.2161 0.194 Uiso 1 calc R . . H10A H 0.2668 0.6544 0.2829 0.194 Uiso 1 calc R . . C11 C 0.3715(10) 0.6765(10) 0.1729(8) 0.220(6) Uani 1 d . . . H11 H 0.3184 0.7456 0.1428 0.264 Uiso 1 calc R . . H11A H 0.4106 0.6283 0.1298 0.264 Uiso 1 calc R . . H11B H 0.4338 0.7082 0.1965 0.264 Uiso 1 calc R . . C12 C 0.3876(3) 0.2172(3) 0.4338(2) 0.0380(6) Uani 1 d . . . H12 H 0.3663 0.1476 0.4178 0.046 Uiso 1 calc R . . C13 C 0.3162(3) 0.2506(3) 0.5175(2) 0.0430(7) Uani 1 d . . . C14 C 0.3660(3) 0.2153(3) 0.5999(2) 0.0479(8) Uani 1 d . . . C15 C 0.4894(4) 0.1382(4) 0.6078(2) 0.0598(9) Uani 1 d . . . H15 H 0.5086 0.1235 0.6694 0.072 Uiso 1 calc R . . H15A H 0.5526 0.1827 0.5658 0.072 Uiso 1 calc R . . H15B H 0.4857 0.0592 0.5932 0.072 Uiso 1 calc R . . C16 C 0.2969(5) 0.2504(4) 0.6760(3) 0.0635(11) Uani 1 d . . . C17 C 0.1810(4) 0.3165(4) 0.6718(3) 0.0702(12) Uani 1 d . . . C18 C 0.1111(6) 0.3571(5) 0.7558(4) 0.110(2) Uani 1 d . . . H18 H 0.1597 0.3294 0.8057 0.132 Uiso 1 calc R . . H18A H 0.0336 0.3205 0.7728 0.132 Uiso 1 calc R . . H18B H 0.0956 0.4470 0.7421 0.132 Uiso 1 calc R . . C19 C 0.1327(4) 0.3451(4) 0.5913(4) 0.0726(13) Uani 1 d . . . C20 C 0.1974(3) 0.3135(3) 0.5119(3) 0.0562(9) Uani 1 d . . . C21 C 0.1410(4) 0.3459(5) 0.4241(3) 0.0789(13) Uani 1 d . . . H21 H 0.0579 0.3218 0.4363 0.095 Uiso 1 calc R . . H21A H 0.1896 0.3019 0.3813 0.095 Uiso 1 calc R . . H21B H 0.1393 0.4348 0.3983 0.095 Uiso 1 calc R . . C22 C 0.8983(2) 0.1186(3) 0.19947(17) 0.0352(6) Uani 1 d . . . C23 C 0.9713(3) 0.2034(4) 0.2136(2) 0.0470(8) Uani 1 d . . . C24 C 1.0854(4) 0.1625(5) 0.2443(2) 0.0629(11) Uani 1 d . . . C25 C 1.1253(4) 0.0386(6) 0.2632(3) 0.0733(13) Uani 1 d . . . C26 C 1.0536(4) -0.0474(5) 0.2530(3) 0.0682(12) Uani 1 d . . . C27 C 0.9398(3) -0.0080(3) 0.2199(2) 0.0510(8) Uani 1 d . . . H27 H 0.8918 -0.0667 0.2117 0.061 Uiso 1 calc R . . C28 C 0.7237(3) 0.0582(3) 0.10029(18) 0.0355(6) Uani 1 d . . . C29 C 0.8158(4) 0.0318(4) 0.0315(3) 0.0654(11) Uani 1 d . . . H29 H 0.8884 0.0713 0.0192 0.078 Uiso 1 calc R . . C30 C 0.8008(5) -0.0519(5) -0.0184(3) 0.0760(13) Uani 1 d . . . C31 C 0.6949(5) -0.1099(4) -0.0021(3) 0.0735(12) Uani 1 d . . . C32 C 0.6039(5) -0.0860(4) 0.0660(4) 0.0742(13) Uani 1 d . . . C33 C 0.6188(4) -0.0025(4) 0.1180(3) 0.0535(9) Uani 1 d . . . C34 C 0.7632(3) 0.3178(3) 0.08063(19) 0.0390(6) Uani 1 d . . . C35 C 0.8715(3) 0.3389(4) 0.0203(2) 0.0509(8) Uani 1 d . . . C36 C 0.8812(4) 0.4521(4) -0.0445(3) 0.0646(11) Uani 1 d . . . C37 C 0.7849(5) 0.5431(4) -0.0497(3) 0.0761(13) Uani 1 d . . . C38 C 0.6780(5) 0.5242(4) 0.0090(3) 0.0856(15) Uani 1 d . . . H38 H 0.6124 0.5871 0.0049 0.103 Uiso 1 calc R . . C39 C 0.6657(3) 0.4118(3) 0.0749(3) 0.0590(9) Uani 1 d . . . H39 H 0.5925 0.3998 0.1150 0.071 Uiso 1 calc R . . H3 H 0.885(3) -0.021(4) 0.500(2) 0.058(11) Uiso 1 d . . . H4 H 0.911(4) 0.159(4) 0.550(3) 0.072(12) Uiso 1 d . . . H5 H 0.805(3) 0.349(3) 0.490(2) 0.047(9) Uiso 1 d . . . H8 H 0.496(3) 0.380(3) 0.467(2) 0.033(7) Uiso 1 d . . . H16 H 0.332(4) 0.232(4) 0.728(3) 0.079(15) Uiso 1 d . . . H19 H 0.050(4) 0.388(4) 0.582(3) 0.077(13) Uiso 1 d . . . H22 H 0.938(3) 0.286(3) 0.205(2) 0.050(11) Uiso 1 d . . . H24 H 1.130(4) 0.225(4) 0.252(3) 0.077(13) Uiso 1 d . . . H25 H 1.208(4) 0.016(4) 0.281(3) 0.081(13) Uiso 1 d . . . H26 H 1.081(4) -0.131(5) 0.258(3) 0.089(16) Uiso 1 d . . . H30 H 0.865(5) -0.073(5) -0.061(3) 0.097(16) Uiso 1 d . . . H31 H 0.678(5) -0.174(5) -0.038(4) 0.120(19) Uiso 1 d . . . H32 H 0.530(5) -0.115(4) 0.080(3) 0.087(16) Uiso 1 d . . . H33 H 0.557(3) 0.018(3) 0.159(2) 0.054(10) Uiso 1 d . . . H35 H 0.939(3) 0.273(3) 0.025(2) 0.050(10) Uiso 1 d . . . H36 H 0.955(4) 0.460(4) -0.081(3) 0.073(13) Uiso 1 d . . . H37 H 0.789(3) 0.616(4) -0.097(3) 0.058(10) Uiso 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd 0.02465(11) 0.03489(13) 0.02941(10) -0.01091(8) -0.00195(7) -0.00328(8) P 0.0273(3) 0.0365(4) 0.0281(3) -0.0102(3) -0.0009(2) -0.0045(3) Cl 0.0349(4) 0.0769(6) 0.0572(4) -0.0258(4) -0.0169(3) -0.0002(4) O1 0.139(3) 0.065(2) 0.096(2) -0.0440(18) -0.041(2) 0.048(2) O2 0.193(4) 0.072(2) 0.088(2) -0.0305(18) -0.083(3) 0.054(2) N 0.0286(12) 0.0344(13) 0.0351(11) -0.0135(9) -0.0012(9) 0.0003(10) C1 0.0268(13) 0.0368(16) 0.0275(11) -0.0091(10) -0.0010(9) -0.0049(11) C2 0.0324(15) 0.0409(17) 0.0380(14) -0.0082(12) -0.0016(11) -0.0010(13) C3 0.0367(17) 0.066(2) 0.0439(16) -0.0034(16) -0.0093(13) 0.0054(17) C4 0.0427(19) 0.091(3) 0.0448(17) -0.0203(18) -0.0149(15) -0.0044(19) C5 0.0369(17) 0.066(2) 0.0484(17) -0.0289(16) -0.0056(13) -0.0097(16) C6 0.0277(14) 0.0427(17) 0.0378(13) -0.0128(12) -0.0004(10) -0.0111(12) C7 0.0416(17) 0.0321(16) 0.0476(16) -0.0110(12) 0.0018(12) -0.0120(13) C8 0.0380(15) 0.0322(15) 0.0332(13) -0.0126(11) 0.0028(11) -0.0056(12) C9 0.053(2) 0.0372(18) 0.0509(17) -0.0159(14) -0.0036(14) 0.0009(15) C10 0.266(12) 0.087(5) 0.132(6) -0.012(4) -0.091(7) 0.039(6) C11 0.169(10) 0.182(10) 0.238(12) 0.067(9) -0.008(9) -0.011(8) C12 0.0313(15) 0.0345(16) 0.0487(15) -0.0158(12) 0.0027(12) -0.0029(12) C13 0.0387(17) 0.0355(17) 0.0497(16) -0.0114(13) 0.0159(12) -0.0087(14) C14 0.053(2) 0.0388(18) 0.0484(17) -0.0092(13) 0.0121(14) -0.0146(15) C15 0.066(3) 0.055(2) 0.0528(19) -0.0046(16) -0.0041(17) -0.0079(19) C16 0.085(3) 0.049(2) 0.053(2) -0.0150(17) 0.022(2) -0.025(2) C17 0.076(3) 0.054(2) 0.076(3) -0.029(2) 0.040(2) -0.020(2) C18 0.122(5) 0.099(4) 0.107(4) -0.058(3) 0.066(3) -0.031(3) C19 0.053(3) 0.058(3) 0.095(3) -0.024(2) 0.034(2) -0.005(2) C20 0.0412(19) 0.050(2) 0.070(2) -0.0152(17) 0.0167(16) -0.0066(17) C21 0.042(2) 0.087(3) 0.097(3) -0.016(3) -0.001(2) 0.013(2) C22 0.0256(13) 0.0483(18) 0.0302(12) -0.0094(11) -0.0009(10) -0.0010(13) C23 0.0394(18) 0.065(2) 0.0401(15) -0.0143(15) -0.0036(13) -0.0147(17) C24 0.046(2) 0.103(4) 0.0459(18) -0.018(2) -0.0074(15) -0.026(2) C25 0.038(2) 0.119(4) 0.057(2) -0.006(2) -0.0128(17) -0.004(2) C26 0.048(2) 0.077(3) 0.068(2) -0.005(2) -0.0111(18) 0.017(2) C27 0.0388(18) 0.055(2) 0.0550(18) -0.0086(16) -0.0052(14) 0.0003(16) C28 0.0396(15) 0.0376(16) 0.0319(12) -0.0136(11) -0.0067(11) -0.0001(13) C29 0.065(2) 0.083(3) 0.059(2) -0.044(2) 0.0134(18) -0.022(2) C30 0.093(3) 0.086(3) 0.062(2) -0.050(2) 0.007(2) -0.011(3) C31 0.099(4) 0.068(3) 0.069(3) -0.040(2) -0.022(2) -0.005(3) C32 0.073(3) 0.070(3) 0.096(3) -0.039(2) -0.014(3) -0.024(2) C33 0.055(2) 0.052(2) 0.060(2) -0.0256(17) 0.0003(17) -0.0145(18) C34 0.0400(16) 0.0411(17) 0.0347(13) -0.0060(12) -0.0035(11) -0.0073(14) C35 0.050(2) 0.051(2) 0.0436(17) -0.0033(14) 0.0050(14) -0.0048(18) C36 0.061(3) 0.070(3) 0.050(2) 0.0052(17) 0.0083(17) -0.019(2) C37 0.085(3) 0.055(3) 0.069(3) 0.017(2) 0.001(2) -0.012(2) C38 0.079(3) 0.054(3) 0.094(3) 0.018(2) 0.006(2) 0.007(2) C39 0.048(2) 0.047(2) 0.066(2) 0.0051(16) 0.0066(16) 0.0000(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd C1 2.002(2) . ? Pd N 2.109(2) . ? Pd P 2.2543(7) . ? Pd Cl 2.4010(7) . ? P C28 1.824(3) . ? P C22 1.826(3) . ? P C34 1.829(3) . ? O1 C9 1.164(4) . ? O2 C9 1.294(4) . ? O2 C10 1.522(7) . ? N C12 1.264(4) . ? N C8 1.483(3) . ? C1 C2 1.378(4) . ? C1 C6 1.393(4) . ? C2 C3 1.392(4) . ? C2 H2 0.9300 . ? C3 C4 1.371(6) . ? C3 H3 0.94(4) . ? C4 C5 1.378(5) . ? C4 H4 0.96(4) . ? C5 C6 1.393(4) . ? C5 H5 0.96(3) . ? C6 C7 1.499(4) . ? C7 C8 1.531(4) . ? C7 H7 0.9700 . ? C7 H7A 0.9700 . ? C8 C9 1.509(4) . ? C8 H8 0.95(3) . ? C10 C11 1.270(11) . ? C10 H10 0.9700 . ? C10 H10A 0.9700 . ? C11 H11 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C12 C13 1.485(4) . ? C12 H12 0.9300 . ? C13 C14 1.389(5) . ? C13 C20 1.399(5) . ? C14 C16 1.389(5) . ? C14 C15 1.506(5) . ? C15 H15 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C16 C17 1.382(7) . ? C16 H16 0.90(4) . ? C17 C19 1.355(7) . ? C17 C18 1.517(5) . ? C18 H18 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C19 C20 1.397(5) . ? C19 H19 0.98(4) . ? C20 C21 1.501(6) . ? C21 H21 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C22 C27 1.384(5) . ? C22 C23 1.387(4) . ? C23 C24 1.384(5) . ? C23 H22 0.92(4) . ? C24 C25 1.353(7) . ? C24 H24 0.93(4) . ? C25 C26 1.363(7) . ? C25 H25 0.97(4) . ? C26 C27 1.395(5) . ? C26 H26 0.92(5) . ? C27 H27 0.9300 . ? C28 C33 1.365(5) . ? C28 C29 1.391(4) . ? C29 C30 1.374(5) . ? C29 H29 0.9300 . ? C30 C31 1.359(7) . ? C30 H30 0.92(5) . ? C31 C32 1.370(7) . ? C31 H31 1.04(6) . ? C32 C33 1.396(5) . ? C32 H32 0.89(5) . ? C33 H33 0.89(4) . ? C34 C39 1.386(5) . ? C34 C35 1.387(4) . ? C35 C36 1.387(5) . ? C35 H35 0.96(4) . ? C36 C37 1.355(6) . ? C36 H36 0.91(4) . ? C37 C38 1.361(6) . ? C37 H37 0.94(4) . ? C38 C39 1.392(5) . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? 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 C1 Pd N 81.78(9) . . ? C1 Pd P 90.58(7) . . ? N Pd P 165.60(7) . . ? C1 Pd Cl 169.74(7) . . ? N Pd Cl 89.79(6) . . ? P Pd Cl 98.88(3) . . ? C28 P C22 102.84(13) . . ? C28 P C34 104.59(13) . . ? C22 P C34 103.84(14) . . ? C28 P Pd 118.56(10) . . ? C22 P Pd 117.00(8) . . ? C34 P Pd 108.45(10) . . ? C9 O2 C10 117.9(4) . . ? C12 N C8 119.2(2) . . ? C12 N Pd 123.7(2) . . ? C8 N Pd 116.63(17) . . ? C2 C1 C6 119.7(2) . . ? C2 C1 Pd 123.0(2) . . ? C6 C1 Pd 116.5(2) . . ? C1 C2 C3 120.0(3) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C4 C3 C2 120.4(3) . . ? C4 C3 H3 120(2) . . ? C2 C3 H3 120(2) . . ? C3 C4 C5 119.8(3) . . ? C3 C4 H4 123(2) . . ? C5 C4 H4 117(2) . . ? C4 C5 C6 120.5(3) . . ? C4 C5 H5 121(2) . . ? C6 C5 H5 118(2) . . ? C5 C6 C1 119.5(3) . . ? C5 C6 C7 121.1(3) . . ? C1 C6 C7 119.2(2) . . ? C6 C7 C8 109.7(2) . . ? C6 C7 H7 109.7 . . ? C8 C7 H7 109.7 . . ? C6 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 . . ? H7 C7 H7A 108.2 . . ? N C8 C9 111.3(2) . . ? N C8 C7 110.8(2) . . ? C9 C8 C7 109.5(2) . . ? N C8 H8 108.3(18) . . ? C9 C8 H8 107.2(18) . . ? C7 C8 H8 109.7(18) . . ? O1 C9 O2 123.5(4) . . ? O1 C9 C8 123.3(3) . . ? O2 C9 C8 113.2(3) . . ? C11 C10 O2 105.5(10) . . ? C11 C10 H10 110.6 . . ? O2 C10 H10 110.6 . . ? C11 C10 H10A 110.6 . . ? O2 C10 H10A 110.6 . . ? H10 C10 H10A 108.8 . . ? C10 C11 H11 109.5 . . ? C10 C11 H11A 109.5 . . ? H11 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N C12 C13 126.1(3) . . ? N C12 H12 117.0 . . ? C13 C12 H12 117.0 . . ? C14 C13 C20 121.3(3) . . ? C14 C13 C12 120.0(3) . . ? C20 C13 C12 118.7(3) . . ? C13 C14 C16 117.9(4) . . ? C13 C14 C15 121.4(3) . . ? C16 C14 C15 120.7(4) . . ? C14 C15 H15 109.5 . . ? C14 C15 H15A 109.5 . . ? H15 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C17 C16 C14 121.9(4) . . ? C17 C16 H16 121(3) . . ? C14 C16 H16 117(3) . . ? C19 C17 C16 118.7(4) . . ? C19 C17 C18 121.3(5) . . ? C16 C17 C18 120.0(5) . . ? C17 C18 H18 109.5 . . ? C17 C18 H18A 109.5 . . ? H18 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C19 C20 122.4(4) . . ? C17 C19 H19 125(3) . . ? C20 C19 H19 112(3) . . ? C19 C20 C13 117.6(4) . . ? C19 C20 C21 121.1(4) . . ? C13 C20 C21 121.4(3) . . ? C20 C21 H21 109.5 . . ? C20 C21 H21A 109.5 . . ? H21 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C27 C22 C23 118.6(3) . . ? C27 C22 P 120.1(2) . . ? C23 C22 P 121.0(3) . . ? C24 C23 C22 120.5(4) . . ? C24 C23 H22 123(2) . . ? C22 C23 H22 117(2) . . ? C25 C24 C23 120.2(4) . . ? C25 C24 H24 124(3) . . ? C23 C24 H24 116(3) . . ? C24 C25 C26 120.6(4) . . ? C24 C25 H25 117(3) . . ? C26 C25 H25 123(3) . . ? C25 C26 C27 120.2(4) . . ? C25 C26 H26 123(3) . . ? C27 C26 H26 116(3) . . ? C22 C27 C26 119.9(4) . . ? C22 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? C33 C28 C29 118.4(3) . . ? C33 C28 P 120.8(2) . . ? C29 C28 P 120.8(2) . . ? C30 C29 C28 120.9(4) . . ? C30 C29 H29 119.6 . . ? C28 C29 H29 119.6 . . ? C31 C30 C29 120.6(4) . . ? C31 C30 H30 119(3) . . ? C29 C30 H30 120(3) . . ? C30 C31 C32 119.3(4) . . ? C30 C31 H31 124(3) . . ? C32 C31 H31 116(3) . . ? C31 C32 C33 120.6(4) . . ? C31 C32 H32 127(3) . . ? C33 C32 H32 113(3) . . ? C28 C33 C32 120.2(4) . . ? C28 C33 H33 119(2) . . ? C32 C33 H33 121(2) . . ? C39 C34 C35 118.8(3) . . ? C39 C34 P 118.7(2) . . ? C35 C34 P 122.5(3) . . ? C36 C35 C34 120.3(4) . . ? C36 C35 H35 122(2) . . ? C34 C35 H35 118(2) . . ? C37 C36 C35 120.4(4) . . ? C37 C36 H36 124(3) . . ? C35 C36 H36 116(3) . . ? C36 C37 C38 120.2(4) . . ? C36 C37 H37 120(2) . . ? C38 C37 H37 120(2) . . ? C37 C38 C39 120.8(4) . . ? C37 C38 H38 119.6 . . ? C39 C38 H38 119.6 . . ? C34 C39 C38 119.6(4) . . ? C34 C39 H39 120.2 . . ? C38 C39 H39 120.2 . . ? _diffrn_measured_fraction_theta_max 0.724 _diffrn_reflns_theta_full 28.83 _diffrn_measured_fraction_theta_full 0.724 _refine_diff_density_max 0.609 _refine_diff_density_min -0.444 _refine_diff_density_rms 0.061