Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Dr Manuel Martinez' _publ_contact_author_address ; Departament de Quimica Inorganica Universitat de Barcelona Marti i Franques 1-11 Barcelona Barcelona E-08028 SPAIN ; _publ_contact_author_email MANEL.MARTINEZ@QI.UB.ES _publ_section_title ; Kinetico−mechanistic studies of C−H bond activation on new Pd complexes containing N,N' chelating ligands ; loop_ _publ_author_name 'Manuel Martinez' 'Isabelle Favier' 'Merce Font-Bardia' 'Montserrat Gomez' 'Jaume Granell' 'Xavier Solans' data_E-1AcO _database_code_depnum_ccdc_archive 'CCDC 238987' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H25 Cl3 N2 O5 Pd' _chemical_formula_weight 538.13 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' 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' 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 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 8.0620(10) _cell_length_b 14.1970(10) _cell_length_c 20.2390(10) _cell_angle_alpha 90.00 _cell_angle_beta 104.190(3) _cell_angle_gamma 90.00 _cell_volume 2245.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prisme _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 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 1.210 _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 'Image plate detector diffractometer' _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 7674 _diffrn_reflns_av_R_equivalents 0.0241 _diffrn_reflns_av_sigmaI/netI 0.0371 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 31.61 _reflns_number_total 5901 _reflns_number_gt 3240 _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^)+(0.0514P)^2^+1.7165P] 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 5901 _refine_ls_number_parameters 274 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0531 _refine_ls_R_factor_gt 0.0360 _refine_ls_wR_factor_ref 0.1070 _refine_ls_wR_factor_gt 0.0952 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _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 0.30514(3) 0.566580(19) 0.196738(12) 0.04070(11) Uani 1 d . . . Cl1 Cl 0.60854(18) 0.20925(10) 0.02267(7) 0.0821(4) Uani 1 d . . . O1 O 0.3932(3) 0.5462(2) 0.29753(12) 0.0525(6) Uani 1 d . . . O2 O 0.6412(4) 0.4949(3) 0.28405(16) 0.0740(9) Uani 1 d . . . O3 O 0.2599(3) 0.42801(17) 0.18414(13) 0.0481(6) Uani 1 d . . . O4 O -0.0182(4) 0.4461(2) 0.1386(2) 0.0767(9) Uani 1 d . . . N1 N 0.3288(4) 0.7091(2) 0.21029(16) 0.0525(7) Uani 1 d . . . N2 N 0.2148(3) 0.6008(2) 0.09897(15) 0.0475(6) Uani 1 d . . . C1 C 0.2699(6) 0.7545(3) 0.1427(2) 0.0592(10) Uani 1 d . . . C2 C 0.1357(5) 0.6942(3) 0.09807(19) 0.0523(9) Uani 1 d . . . C3 C 0.2268(4) 0.5610(3) 0.04355(17) 0.0468(8) Uani 1 d . . . H3 H 0.1704 0.5892 0.0027 0.056 Uiso 1 calc R . . C4 C 0.3214(4) 0.4754(3) 0.03962(15) 0.0429(7) Uani 1 d . . . C5 C 0.4707(4) 0.4521(3) 0.08888(17) 0.0526(9) Uani 1 d . . . H5 H 0.5105 0.4919 0.1259 0.063 Uiso 1 calc R . . C6 C 0.5596(4) 0.3704(3) 0.08293(17) 0.0552(9) Uani 1 d . . . H6 H 0.6592 0.3547 0.1152 0.066 Uiso 1 calc R . . C7 C 0.4964(5) 0.3135(3) 0.0282(2) 0.0549(9) Uani 1 d . . . C8 C 0.3545(5) 0.3361(4) -0.0228(2) 0.0620(11) Uani 1 d . . . C9 C 0.2674(5) 0.4180(3) -0.01652(19) 0.0555(9) Uani 1 d . . . H9 H 0.1714 0.4345 -0.0504 0.067 Uiso 1 calc R . . C10 C 0.2141(6) 0.7361(3) 0.2547(2) 0.0650(11) Uani 1 d . . . H10 H 0.0976 0.7223 0.2318 0.078 Uiso 1 calc R . . H10A H 0.2256 0.8023 0.2645 0.078 Uiso 1 calc R . . H10B H 0.2450 0.7012 0.2966 0.078 Uiso 1 calc R . . C11 C 0.5048(5) 0.7402(3) 0.2438(3) 0.0750(13) Uani 1 d . . . H11 H 0.5804 0.7240 0.2156 0.090 Uiso 1 calc R . . H11A H 0.5421 0.7094 0.2872 0.090 Uiso 1 calc R . . H11B H 0.5058 0.8071 0.2504 0.090 Uiso 1 calc R . . C12 C 0.5450(4) 0.5135(3) 0.31974(18) 0.0510(9) Uani 1 d . . . C13 C 0.5975(6) 0.5008(4) 0.3954(2) 0.0749(13) Uani 1 d . . . H13 H 0.4974 0.4954 0.4128 0.7(2) Uiso 1 calc R . . H13A H 0.6636 0.5542 0.4158 0.889 Uiso 1 calc R . . H13B H 0.6652 0.4447 0.4061 0.889 Uiso 1 calc R . . C14 C 0.1105(4) 0.3987(3) 0.15560(18) 0.0498(8) Uani 1 d . . . C15 C 0.1007(5) 0.2941(3) 0.1408(2) 0.0661(11) Uani 1 d . . . H15 H 0.2121 0.2665 0.1570 0.079 Uiso 1 calc R . . H15A H 0.0616 0.2841 0.0926 0.079 Uiso 1 calc R . . H15B H 0.0223 0.2652 0.1636 0.079 Uiso 1 calc R . . Cl2 Cl 0.1615(8) 0.3501(6) 0.3329(3) 0.1222(7) Uani 0.50 d P . . Cl2' Cl 0.1584(8) 0.3669(6) 0.3577(3) 0.1222(7) Uani 0.50 d P . . Cl3 Cl 0.1007(5) 0.4921(4) 0.4357(2) 0.1222(7) Uani 0.50 d P . . Cl3' Cl 0.0742(6) 0.5558(3) 0.4146(3) 0.1222(7) Uani 0.50 d P . . C16 C 0.0773(8) 0.4734(5) 0.3486(3) 0.0926(16) Uani 1 d . . . O1W O 0.1407(12) 0.0947(13) 0.3009(8) 0.077(3) Uani 0.50 d P . . O1W' O 0.1982(12) 0.0909(11) 0.3022(7) 0.067(3) Uani 0.50 d P . . H1 H 0.208(5) 0.807(3) 0.150(2) 0.055(11) Uiso 1 d . . . H1A H 0.361(6) 0.766(3) 0.124(2) 0.064(12) Uiso 1 d . . . H2 H 0.016(4) 0.702(2) 0.1230(15) 0.027(7) Uiso 1 d . . . H2A H 0.096(6) 0.725(3) 0.057(3) 0.076(14) Uiso 1 d . . . H8 H 0.317(6) 0.307(4) -0.053(3) 0.079(16) 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 0.03578(14) 0.0461(2) 0.03784(14) -0.00119(10) 0.00451(8) -0.00040(9) Cl1 0.0975(9) 0.0584(8) 0.0986(9) 0.0017(6) 0.0396(7) 0.0151(6) O1 0.0452(12) 0.0698(19) 0.0386(12) -0.0031(11) 0.0029(9) 0.0022(11) O2 0.0546(15) 0.100(3) 0.0674(18) 0.0023(17) 0.0151(13) 0.0187(16) O3 0.0415(11) 0.0465(17) 0.0521(13) 0.0045(10) 0.0036(9) 0.0010(10) O4 0.0427(15) 0.073(2) 0.107(3) 0.0027(18) 0.0028(14) 0.0075(13) N1 0.0483(15) 0.047(2) 0.0593(18) -0.0012(14) 0.0067(12) 0.0013(13) N2 0.0410(14) 0.0519(19) 0.0488(16) 0.0044(13) 0.0091(10) 0.0025(12) C1 0.059(2) 0.051(3) 0.066(3) 0.0044(19) 0.0102(18) 0.0041(18) C2 0.0527(19) 0.051(3) 0.0488(19) 0.0011(17) 0.0040(14) 0.0073(16) C3 0.0478(17) 0.050(3) 0.0387(17) 0.0054(14) 0.0028(12) -0.0007(14) C4 0.0424(16) 0.048(2) 0.0376(16) -0.0010(13) 0.0086(11) -0.0038(13) C5 0.0392(16) 0.083(3) 0.0336(16) -0.0087(16) 0.0061(11) 0.0004(16) C6 0.0481(18) 0.075(3) 0.0410(18) 0.0089(17) 0.0083(13) 0.0090(17) C7 0.055(2) 0.053(3) 0.060(2) 0.0027(17) 0.0209(15) -0.0006(16) C8 0.057(2) 0.075(3) 0.052(2) -0.019(2) 0.0098(16) -0.012(2) C9 0.0445(18) 0.075(3) 0.0433(18) -0.0072(17) 0.0035(13) -0.0024(16) C10 0.077(3) 0.056(3) 0.062(2) -0.012(2) 0.0160(19) 0.007(2) C11 0.056(2) 0.058(3) 0.099(4) -0.008(2) -0.003(2) -0.0142(19) C12 0.0498(18) 0.056(3) 0.0419(18) -0.0075(15) 0.0004(13) -0.0040(15) C13 0.077(3) 0.092(4) 0.048(2) 0.002(2) -0.0004(19) 0.024(2) C14 0.0404(16) 0.059(3) 0.0488(19) 0.0011(16) 0.0099(12) -0.0060(15) C15 0.055(2) 0.055(3) 0.081(3) -0.007(2) 0.0037(18) -0.0121(18) Cl2 0.1104(11) 0.125(2) 0.125(2) 0.0006(18) 0.0155(13) -0.0189(11) Cl2' 0.1104(11) 0.125(2) 0.125(2) 0.0006(18) 0.0155(13) -0.0189(11) Cl3 0.1104(11) 0.125(2) 0.125(2) 0.0006(18) 0.0155(13) -0.0189(11) Cl3' 0.1104(11) 0.125(2) 0.125(2) 0.0006(18) 0.0155(13) -0.0189(11) C16 0.093(4) 0.093(4) 0.092(4) 0.011(3) 0.021(3) -0.009(3) O1W 0.043(6) 0.106(6) 0.087(5) -0.017(4) 0.028(5) 0.010(6) O1W' 0.042(6) 0.075(6) 0.088(5) 0.014(4) 0.024(5) -0.002(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd N2 1.994(3) . ? Pd O3 2.006(2) . ? Pd O1 2.010(2) . ? Pd N1 2.044(4) . ? Cl1 C7 1.752(4) . ? O1 C12 1.283(4) . ? O2 C12 1.211(4) . ? O3 C14 1.271(4) . ? O4 C14 1.213(5) . ? N1 C1 1.481(5) . ? N1 C11 1.482(5) . ? N1 C10 1.490(5) . ? N2 C3 1.281(5) . ? N2 C2 1.469(5) . ? C1 C2 1.497(6) . ? C1 H1 0.93(4) . ? C1 H1A 0.91(5) . ? C2 H2 1.20(3) . ? C2 H2A 0.93(5) . ? C3 C4 1.446(5) . ? C3 H3 0.9300 . ? C4 C9 1.380(5) . ? C4 C5 1.402(4) . ? C5 C6 1.385(5) . ? C5 H5 0.9300 . ? C6 C7 1.365(6) . ? C6 H6 0.9300 . ? C7 C8 1.377(6) . ? C8 C9 1.380(6) . ? C8 H8 0.74(5) . ? C9 H9 0.9300 . ? C10 H10 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C11 H11 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C12 C13 1.496(5) . ? C13 H13 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C14 C15 1.513(6) . ? C15 H15 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? Cl2 Cl2' 0.561(7) . ? Cl2 C16 1.931(10) . ? Cl2' C16 1.639(11) . ? Cl3 Cl3' 1.001(5) . ? Cl3 C16 1.748(8) . ? Cl3' C16 1.781(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pd O3 95.86(12) . . ? N2 Pd O1 174.07(12) . . ? O3 Pd O1 89.75(11) . . ? N2 Pd N1 83.77(13) . . ? O3 Pd N1 174.80(11) . . ? O1 Pd N1 90.47(12) . . ? C12 O1 Pd 118.5(2) . . ? C14 O3 Pd 120.1(2) . . ? C1 N1 C11 110.3(4) . . ? C1 N1 C10 109.8(3) . . ? C11 N1 C10 108.2(3) . . ? C1 N1 Pd 108.0(3) . . ? C11 N1 Pd 113.8(3) . . ? C10 N1 Pd 106.6(3) . . ? C3 N2 C2 120.9(3) . . ? C3 N2 Pd 132.4(3) . . ? C2 N2 Pd 106.5(2) . . ? N1 C1 C2 109.2(4) . . ? N1 C1 H1 105(3) . . ? C2 C1 H1 103(3) . . ? N1 C1 H1A 110(3) . . ? C2 C1 H1A 113(3) . . ? H1 C1 H1A 116(4) . . ? N2 C2 C1 105.2(3) . . ? N2 C2 H2 118.3(15) . . ? C1 C2 H2 103.1(15) . . ? N2 C2 H2A 120(3) . . ? C1 C2 H2A 108(3) . . ? H2 C2 H2A 101(3) . . ? N2 C3 C4 124.9(3) . . ? N2 C3 H3 117.5 . . ? C4 C3 H3 117.5 . . ? C9 C4 C5 119.3(3) . . ? C9 C4 C3 118.5(3) . . ? C5 C4 C3 122.1(3) . . ? C6 C5 C4 120.6(3) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C7 C6 C5 117.9(3) . . ? C7 C6 H6 121.0 . . ? C5 C6 H6 121.0 . . ? C6 C7 C8 123.1(4) . . ? C6 C7 Cl1 117.1(3) . . ? C8 C7 Cl1 119.7(3) . . ? C7 C8 C9 118.4(4) . . ? C7 C8 H8 126(4) . . ? C9 C8 H8 115(4) . . ? C4 C9 C8 120.6(3) . . ? C4 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? N1 C10 H10 109.5 . . ? N1 C10 H10A 109.5 . . ? H10 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? H10 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N1 C11 H11 109.5 . . ? N1 C11 H11A 109.5 . . ? H11 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? H11 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? O2 C12 O1 124.4(3) . . ? O2 C12 C13 121.5(3) . . ? O1 C12 C13 114.1(3) . . ? C12 C13 H13 109.5 . . ? C12 C13 H13A 109.5 . . ? H13 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O4 C14 O3 126.6(4) . . ? O4 C14 C15 119.2(3) . . ? O3 C14 C15 114.1(3) . . ? 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 . . ? Cl2' Cl2 C16 51.1(16) . . ? Cl2 Cl2' C16 113.4(18) . . ? Cl3' Cl3 C16 75.3(5) . . ? Cl3 Cl3' C16 71.7(5) . . ? Cl2' C16 Cl3 94.9(4) . . ? Cl2' C16 Cl3' 126.9(4) . . ? Cl3 C16 Cl3' 32.9(2) . . ? Cl2' C16 Cl2 15.5(3) . . ? Cl3 C16 Cl2 110.4(4) . . ? Cl3' C16 Cl2 142.1(4) . . ? _diffrn_measured_fraction_theta_max 0.525 _diffrn_reflns_theta_full 31.61 _diffrn_measured_fraction_theta_full 0.525 _refine_diff_density_max 0.817 _refine_diff_density_min -0.557 _refine_diff_density_rms 0.067 #===END data_E-2AcO _database_code_depnum_ccdc_archive 'CCDC 238988' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H25 Cl N2 O5 Pd' _chemical_formula_weight 467.23 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' _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 10.1620(10) _cell_length_b 10.5199(17) _cell_length_c 10.5800(10) _cell_angle_alpha 93.169(14) _cell_angle_beta 99.090(10) _cell_angle_gamma 115.404(9) _cell_volume 999.2(2) _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 prisme _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 1.553 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 1.089 _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 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Image plate detector diffractometer' _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 43084 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 31.65 _reflns_number_total 5288 _reflns_number_gt 5155 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0574P)^2^+0.2894P] 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 5288 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0308 _refine_ls_R_factor_gt 0.0300 _refine_ls_wR_factor_ref 0.0973 _refine_ls_wR_factor_gt 0.0964 _refine_ls_goodness_of_fit_ref 1.221 _refine_ls_restrained_S_all 1.221 _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 Pd Pd 0.574890(14) 0.187744(13) 0.382432(14) 0.03194(7) Uani 1 1 d . . . Cl1 Cl 0.84669(10) 0.75134(9) 0.00099(9) 0.0741(2) Uani 1 1 d . . . O1 O 0.75750(18) 0.1860(2) 0.3308(2) 0.0478(4) Uani 1 1 d . . . O2 O 0.6406(2) -0.0214(2) 0.2030(2) 0.0567(5) Uani 1 1 d . . . O3 O 0.7053(2) 0.25858(19) 0.56123(19) 0.0445(4) Uani 1 1 d . . . O4 O 0.7666(3) 0.4767(2) 0.5119(3) 0.0660(6) Uani 1 1 d . . . N1 N 0.4512(2) 0.11107(19) 0.2052(2) 0.0368(3) Uani 1 1 d . . . N2 N 0.3918(2) 0.1955(2) 0.4376(2) 0.0389(4) Uani 1 1 d . . . C1 C 0.7472(3) 0.5543(3) 0.1596(3) 0.0472(5) Uani 1 1 d . . . C2 C 0.7398(3) 0.5805(3) 0.0327(3) 0.0472(5) Uani 1 1 d . . . C3 C 0.6498(3) 0.4763(3) -0.0682(3) 0.0557(6) Uani 1 1 d . . . H3 H 0.6468 0.4962 -0.1528 0.067 Uiso 1 1 calc R . . C4 C 0.5636(3) 0.3415(3) -0.0423(3) 0.0491(5) Uani 1 1 d . . . H4 H 0.5014 0.2705 -0.1102 0.059 Uiso 1 1 calc R . . C5 C 0.5687(2) 0.3106(2) 0.0847(2) 0.0398(4) Uani 1 1 d . . . C6 C 0.6615(3) 0.4187(3) 0.1853(2) 0.0450(5) Uani 1 1 d . . . H6 H 0.6658 0.3996 0.2703 0.054 Uiso 1 1 calc R . . C7 C 0.4657(2) 0.1662(2) 0.1007(2) 0.0403(4) Uani 1 1 d . . . H7 H 0.4034 0.1076 0.0255 0.048 Uiso 1 1 calc R . . C8 C 0.3268(3) -0.0301(2) 0.2012(3) 0.0453(5) Uani 1 1 d . . . H8A H 0.3625 -0.0906 0.2463 0.054 Uiso 1 1 calc R . . H8B H 0.2832 -0.0744 0.1122 0.054 Uiso 1 1 calc R . . C9 C 0.2106(2) -0.0123(3) 0.2655(3) 0.0518(6) Uani 1 1 d . . . C10 C 0.2621(3) 0.0497(3) 0.4059(3) 0.0502(5) Uani 1 1 d . . . H10 H 0.2888 -0.0148 0.4535 0.060 Uiso 1 1 calc R . . H10A H 0.1789 0.0539 0.4369 0.060 Uiso 1 1 calc R . . C11 C 0.3556(3) 0.3004(3) 0.3708(3) 0.0501(5) Uani 1 1 d . . . C12 C 0.4170(3) 0.2393(4) 0.5786(3) 0.0578(6) Uani 1 1 d . . . H12 H 0.4408 0.1737 0.6252 0.069 Uiso 1 1 calc R . . H12A H 0.3285 0.2397 0.5994 0.069 Uiso 1 1 calc R . . H12B H 0.4979 0.3330 0.6022 0.069 Uiso 1 1 calc R . . C13 C 0.7512(2) 0.0860(3) 0.2510(2) 0.0445(5) Uani 1 1 d . . . C14 C 0.8975(4) 0.1096(5) 0.2179(5) 0.1031(19) Uani 1 1 d . . . H14 H 0.8906 0.0211 0.1808 0.124 Uiso 1 1 calc R . . H14A H 0.9737 0.1466 0.2949 0.124 Uiso 1 1 calc R . . H14B H 0.9217 0.1762 0.1569 0.124 Uiso 1 1 calc R . . C15 C 0.7834(3) 0.3945(3) 0.5833(3) 0.0473(5) Uani 1 1 d . . . C16 C 0.8983(4) 0.4500(4) 0.7063(4) 0.0760(10) Uani 1 1 d . . . H16 H 0.9071 0.5400 0.7416 0.091 Uiso 1 1 calc R . . H16A H 0.9923 0.4616 0.6887 0.091 Uiso 1 1 calc R . . H16B H 0.8689 0.3839 0.7673 0.091 Uiso 1 1 calc R . . O5 O 0.9652(3) 0.7438(3) 0.4612(3) 0.0730(7) Uani 1 1 d . . . H1 H 0.787(4) 0.611(4) 0.210(4) 0.048(8) Uiso 1 1 d . . . H5 H 0.926(5) 0.674(5) 0.475(5) 0.082(15) Uiso 1 1 d . . . H9 H 0.118(4) -0.112(4) 0.264(4) 0.069(11) Uiso 1 1 d . . . H9A H 0.175(4) 0.046(4) 0.212(4) 0.059(9) Uiso 1 1 d . . . H11 H 0.275(4) 0.301(3) 0.397(3) 0.049(8) Uiso 1 1 d . . . H11A H 0.340(3) 0.278(3) 0.280(4) 0.043(8) Uiso 1 1 d . . . H11B H 0.435(4) 0.392(4) 0.398(3) 0.048(8) 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 Pd 0.03085(9) 0.02983(9) 0.03271(11) 0.00274(6) 0.00261(6) 0.01269(6) Cl1 0.0701(4) 0.0592(4) 0.0733(5) 0.0284(4) 0.0151(4) 0.0080(3) O1 0.0314(7) 0.0518(9) 0.0517(11) -0.0109(7) 0.0035(6) 0.0145(6) O2 0.0492(9) 0.0466(9) 0.0666(14) -0.0096(8) 0.0088(8) 0.0171(7) O3 0.0481(8) 0.0432(8) 0.0375(10) -0.0002(6) -0.0028(6) 0.0205(7) O4 0.0638(12) 0.0410(9) 0.0781(16) 0.0016(9) -0.0044(10) 0.0166(8) N1 0.0337(7) 0.0343(7) 0.0372(10) 0.0009(6) 0.0011(6) 0.0129(6) N2 0.0384(8) 0.0391(8) 0.0430(11) 0.0097(7) 0.0105(7) 0.0193(7) C1 0.0439(11) 0.0423(11) 0.0410(14) 0.0057(9) 0.0009(9) 0.0085(9) C2 0.0427(10) 0.0475(11) 0.0488(14) 0.0147(10) 0.0116(9) 0.0159(9) C3 0.0633(15) 0.0610(15) 0.0405(15) 0.0154(12) 0.0140(11) 0.0233(12) C4 0.0558(13) 0.0514(12) 0.0328(13) 0.0028(9) 0.0059(9) 0.0185(10) C5 0.0398(9) 0.0415(9) 0.0353(11) 0.0045(8) 0.0049(7) 0.0164(8) C6 0.0455(10) 0.0436(10) 0.0357(12) 0.0061(8) 0.0011(8) 0.0128(8) C7 0.0411(9) 0.0400(9) 0.0345(11) -0.0010(7) 0.0005(7) 0.0163(8) C8 0.0393(10) 0.0338(9) 0.0519(14) 0.0022(8) -0.0003(8) 0.0098(8) C9 0.0330(9) 0.0430(11) 0.0688(18) 0.0090(11) 0.0047(9) 0.0088(8) C10 0.0398(10) 0.0462(11) 0.0643(16) 0.0173(11) 0.0177(10) 0.0152(9) C11 0.0555(13) 0.0470(12) 0.0604(17) 0.0125(11) 0.0130(11) 0.0333(11) C12 0.0621(15) 0.0724(17) 0.0461(16) 0.0096(13) 0.0210(12) 0.0329(13) C13 0.0379(9) 0.0523(11) 0.0417(13) -0.0004(9) 0.0079(8) 0.0193(8) C14 0.0464(15) 0.118(3) 0.121(4) -0.052(3) 0.0275(19) 0.0191(18) C15 0.0412(10) 0.0453(11) 0.0503(15) -0.0096(9) -0.0004(9) 0.0196(9) C16 0.0648(18) 0.081(2) 0.066(2) -0.0284(17) -0.0192(15) 0.0323(16) O5 0.0570(12) 0.0679(15) 0.0760(18) 0.0112(13) 0.0063(11) 0.0133(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 Pd N1 1.991(2) . ? Pd O1 2.0224(17) . ? Pd O3 2.0235(19) . ? Pd N2 2.0683(19) . ? Cl1 C2 1.740(2) . ? O1 C13 1.284(3) . ? O2 C13 1.211(3) . ? O3 C15 1.289(3) . ? O4 C15 1.228(4) . ? N1 C7 1.277(3) . ? N1 C8 1.473(3) . ? N2 C12 1.485(4) . ? N2 C11 1.485(3) . ? N2 C10 1.507(3) . ? C1 C2 1.382(4) . ? C1 C6 1.386(3) . ? C1 H1 0.70(4) . ? C2 C3 1.371(4) . ? C3 C4 1.381(4) . ? C3 H3 0.9300 . ? C4 C5 1.398(3) . ? C4 H4 0.9300 . ? C5 C6 1.394(3) . ? C5 C7 1.467(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.525(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.503(4) . ? C9 H9 1.06(4) . ? C9 H9A 1.00(4) . ? C10 H10 0.9700 . ? C10 H10A 0.9700 . ? C11 H11 0.90(3) . ? C11 H11A 0.95(4) . ? C11 H11B 0.94(3) . ? C12 H12 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C13 C14 1.501(4) . ? C14 H14 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C15 C16 1.499(4) . ? C16 H16 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? O5 H5 0.70(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Pd O1 93.51(8) . . ? N1 Pd O3 177.01(6) . . ? O1 Pd O3 84.21(8) . . ? N1 Pd N2 87.53(8) . . ? O1 Pd N2 178.36(6) . . ? O3 Pd N2 94.80(8) . . ? C13 O1 Pd 122.79(14) . . ? C15 O3 Pd 113.70(17) . . ? C7 N1 C8 118.6(2) . . ? C7 N1 Pd 129.56(15) . . ? C8 N1 Pd 111.82(16) . . ? C12 N2 C11 107.0(2) . . ? C12 N2 C10 107.1(2) . . ? C11 N2 C10 110.8(2) . . ? C12 N2 Pd 112.69(16) . . ? C11 N2 Pd 109.96(15) . . ? C10 N2 Pd 109.25(15) . . ? C2 C1 C6 118.9(2) . . ? C2 C1 H1 120(3) . . ? C6 C1 H1 121(3) . . ? C3 C2 C1 121.9(2) . . ? C3 C2 Cl1 119.33(19) . . ? C1 C2 Cl1 118.8(2) . . ? C2 C3 C4 119.1(2) . . ? C2 C3 H3 120.5 . . ? C4 C3 H3 120.5 . . ? C3 C4 C5 120.7(3) . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C6 C5 C4 118.9(2) . . ? C6 C5 C7 125.2(2) . . ? C4 C5 C7 115.8(2) . . ? C1 C6 C5 120.4(2) . . ? C1 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? N1 C7 C5 127.9(2) . . ? N1 C7 H7 116.0 . . ? C5 C7 H7 116.0 . . ? N1 C8 C9 108.6(2) . . ? N1 C8 H8A 110.0 . . ? C9 C8 H8A 110.0 . . ? N1 C8 H8B 110.0 . . ? C9 C8 H8B 110.0 . . ? H8A C8 H8B 108.3 . . ? C10 C9 C8 115.4(2) . . ? C10 C9 H9 104(2) . . ? C8 C9 H9 111(2) . . ? C10 C9 H9A 112(2) . . ? C8 C9 H9A 106(2) . . ? H9 C9 H9A 108(3) . . ? C9 C10 N2 116.2(2) . . ? C9 C10 H10 108.2 . . ? N2 C10 H10 108.2 . . ? C9 C10 H10A 108.2 . . ? N2 C10 H10A 108.2 . . ? H10 C10 H10A 107.4 . . ? N2 C11 H11 107(2) . . ? N2 C11 H11A 110.5(19) . . ? H11 C11 H11A 113(3) . . ? N2 C11 H11B 109(2) . . ? H11 C11 H11B 107(3) . . ? H11A C11 H11B 109(3) . . ? N2 C12 H12 109.5 . . ? N2 C12 H12A 109.5 . . ? H12 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? H12 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? O2 C13 O1 126.0(2) . . ? O2 C13 C14 119.3(3) . . ? O1 C13 C14 114.6(2) . . ? C13 C14 H14 109.5 . . ? C13 C14 H14A 109.5 . . ? H14 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O4 C15 O3 124.0(2) . . ? O4 C15 C16 120.4(3) . . ? O3 C15 C16 115.6(3) . . ? C15 C16 H16 109.5 . . ? C15 C16 H16A 109.5 . . ? H16 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.785 _diffrn_reflns_theta_full 31.65 _diffrn_measured_fraction_theta_full 0.785 _refine_diff_density_max 0.971 _refine_diff_density_min -0.896 _refine_diff_density_rms 0.213 #===END data_E-2Cl _database_code_depnum_ccdc_archive 'CCDC 238989' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H17 Cl3 N2 Pd' _chemical_formula_weight 402.03 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' 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 7.651(4) _cell_length_b 10.646(2) _cell_length_c 10.904(2) _cell_angle_alpha 117.14(2) _cell_angle_beta 100.86(2) _cell_angle_gamma 91.26(3) _cell_volume 770.3(5) _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 plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.733 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 400 _exptl_absorpt_coefficient_mu 1.709 _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 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'four cicle diffractometer' _diffrn_measurement_method \w-2\q-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 1 _diffrn_reflns_number 4478 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1061 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 29.98 _reflns_number_total 4478 _reflns_number_gt 2659 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0304P)^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 4478 _refine_ls_number_parameters 179 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1060 _refine_ls_R_factor_gt 0.0362 _refine_ls_wR_factor_ref 0.0919 _refine_ls_wR_factor_gt 0.0805 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 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 Pd Pd 0.44911(4) 0.42584(4) 0.22358(4) 0.03639(11) Uani 1 1 d . . . Cl1 Cl -0.1130(2) -0.11381(16) -0.43877(15) 0.0791(5) Uani 1 1 d . . . Cl2 Cl 0.54575(17) 0.21676(14) 0.20769(14) 0.0596(4) Uani 1 1 d . . . Cl3 Cl 0.72509(15) 0.48802(16) 0.20033(15) 0.0638(4) Uani 1 1 d . . . N1 N 0.2175(4) 0.3730(4) 0.2600(4) 0.0409(9) Uani 1 1 d . . . N2 N 0.3559(5) 0.6202(4) 0.2559(4) 0.0455(9) Uani 1 1 d . . . C1 C -0.0549(6) 0.0078(5) -0.2585(5) 0.0468(11) Uani 1 1 d . . . C2 C -0.1768(6) 0.0238(5) -0.1788(5) 0.0476(12) Uani 1 1 d . . . H2 H -0.2909 -0.0269 -0.2200 0.057 Uiso 1 1 calc R . . C3 C -0.1299(6) 0.1159(5) -0.0360(6) 0.0457(12) Uani 1 1 d . . . C4 C 0.0397(5) 0.1924(5) 0.0269(4) 0.0377(10) Uani 1 1 d . . . C5 C 0.1606(6) 0.1744(5) -0.0603(5) 0.0528(13) Uani 1 1 d . . . H5 H 0.2740 0.2263 -0.0215 0.063 Uiso 1 1 calc R . . C6 C 0.1140(7) 0.0824(5) -0.1998(5) 0.0570(14) Uani 1 1 d . . . H6 H 0.1963 0.0694 -0.2561 0.068 Uiso 1 1 calc R . . C7 C 0.0771(5) 0.2849(5) 0.1794(5) 0.0387(10) Uani 1 1 d . . . H7 H -0.0126 0.2793 0.2242 0.046 Uiso 1 1 calc R . . C8 C 0.2125(6) 0.4625(5) 0.4091(4) 0.0458(11) Uani 1 1 d . . . H8 H 0.3238 0.4634 0.4694 0.055 Uiso 1 1 calc R . . H8A H 0.1150 0.4232 0.4316 0.055 Uiso 1 1 calc R . . C9 C 0.1866(6) 0.6111(5) 0.4364(5) 0.0542(13) Uani 1 1 d . . . H9 H 0.1844 0.6668 0.5355 0.065 Uiso 1 1 calc R . . H9A H 0.0695 0.6084 0.3817 0.065 Uiso 1 1 calc R . . C10 C 0.3223(6) 0.6883(5) 0.4038(5) 0.0541(13) Uani 1 1 d . . . H10 H 0.4357 0.7039 0.4691 0.065 Uiso 1 1 calc R . . H10A H 0.2857 0.7811 0.4237 0.065 Uiso 1 1 calc R . . C11 C 0.1830(7) 0.5941(7) 0.1526(6) 0.0564(14) Uani 1 1 d . . . C12 C 0.4790(7) 0.7206(6) 0.2459(6) 0.0657(15) Uani 1 1 d . . . H12 H 0.4436 0.8142 0.2901 0.079 Uiso 1 1 calc R . . H12A H 0.4754 0.6924 0.1483 0.079 Uiso 1 1 calc R . . H12B H 0.5986 0.7210 0.2929 0.079 Uiso 1 1 calc R . . H3 H -0.219(5) 0.132(4) 0.028(4) 0.022(9) Uiso 1 1 d . . . H11 H 0.193(4) 0.550(4) 0.043(4) 0.019(9) Uiso 1 1 d . . . H11A H 0.141(7) 0.681(5) 0.201(5) 0.068(18) Uiso 1 1 d . . . H11B H 0.088(5) 0.523(4) 0.147(4) 0.032(11) 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 Pd 0.01966(14) 0.0527(2) 0.03678(18) 0.02147(15) 0.00478(11) 0.00421(12) Cl1 0.0777(10) 0.0741(10) 0.0536(8) 0.0106(7) -0.0038(7) -0.0051(8) Cl2 0.0470(7) 0.0624(9) 0.0753(9) 0.0344(8) 0.0196(6) 0.0179(6) Cl3 0.0269(6) 0.0880(10) 0.0827(10) 0.0438(8) 0.0165(6) 0.0023(6) N1 0.0285(19) 0.049(2) 0.051(2) 0.0251(19) 0.0163(17) 0.0065(16) N2 0.037(2) 0.046(2) 0.053(2) 0.027(2) 0.0005(18) 0.0008(17) C1 0.047(3) 0.040(3) 0.043(3) 0.013(2) 0.006(2) 0.006(2) C2 0.035(2) 0.049(3) 0.058(3) 0.028(3) 0.004(2) 0.000(2) C3 0.030(2) 0.049(3) 0.069(3) 0.037(3) 0.013(2) 0.008(2) C4 0.029(2) 0.046(3) 0.040(2) 0.024(2) 0.0011(18) 0.0064(19) C5 0.037(3) 0.062(3) 0.047(3) 0.017(3) 0.006(2) -0.009(2) C6 0.044(3) 0.069(4) 0.047(3) 0.019(3) 0.009(2) -0.006(3) C7 0.025(2) 0.051(3) 0.053(3) 0.032(2) 0.0187(19) 0.0106(19) C8 0.035(2) 0.071(3) 0.034(2) 0.024(2) 0.0123(18) 0.010(2) C9 0.033(2) 0.064(3) 0.048(3) 0.014(3) 0.004(2) 0.009(2) C10 0.041(3) 0.048(3) 0.059(3) 0.014(3) 0.009(2) 0.006(2) C11 0.043(3) 0.062(4) 0.062(4) 0.033(3) -0.002(3) 0.005(3) C12 0.050(3) 0.061(3) 0.097(4) 0.049(3) 0.008(3) -0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd N1 2.010(3) . ? Pd N2 2.099(4) . ? Pd Cl3 2.2922(16) . ? Pd Cl2 2.3021(14) . ? Cl1 C1 1.750(5) . ? N1 C7 1.286(5) . ? N1 C8 1.471(5) . ? N2 C12 1.463(6) . ? N2 C11 1.494(6) . ? N2 C10 1.513(6) . ? C1 C2 1.354(6) . ? C1 C6 1.375(6) . ? C2 C3 1.377(6) . ? C2 H2 0.9300 . ? C3 C4 1.388(6) . ? C3 H3 1.03(4) . ? C4 C5 1.403(6) . ? C4 C7 1.460(6) . ? C5 C6 1.349(6) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.496(7) . ? C8 H8 0.9700 . ? C8 H8A 0.9700 . ? C9 C10 1.500(7) . ? C9 H9 0.9700 . ? C9 H9A 0.9700 . ? C10 H10 0.9700 . ? C10 H10A 0.9700 . ? C11 H11 1.09(3) . ? C11 H11A 0.93(5) . ? C11 H11B 1.01(4) . ? C12 H12 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Pd N2 87.30(15) . . ? N1 Pd Cl3 175.14(11) . . ? N2 Pd Cl3 94.20(11) . . ? N1 Pd Cl2 89.50(11) . . ? N2 Pd Cl2 174.77(12) . . ? Cl3 Pd Cl2 88.66(6) . . ? C7 N1 C8 117.0(3) . . ? C7 N1 Pd 133.0(3) . . ? C8 N1 Pd 109.9(3) . . ? C12 N2 C11 108.0(4) . . ? C12 N2 C10 108.2(4) . . ? C11 N2 C10 108.9(4) . . ? C12 N2 Pd 115.6(3) . . ? C11 N2 Pd 110.0(3) . . ? C10 N2 Pd 105.9(3) . . ? C2 C1 C6 121.3(4) . . ? C2 C1 Cl1 118.9(4) . . ? C6 C1 Cl1 119.8(4) . . ? C1 C2 C3 119.2(4) . . ? C1 C2 H2 120.4 . . ? C3 C2 H2 120.4 . . ? C2 C3 C4 121.0(4) . . ? C2 C3 H3 122(2) . . ? C4 C3 H3 117(2) . . ? C3 C4 C5 117.8(4) . . ? C3 C4 C7 116.7(4) . . ? C5 C4 C7 125.5(4) . . ? C6 C5 C4 120.7(4) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C1 120.0(5) . . ? C5 C6 H6 120.0 . . ? C1 C6 H6 120.0 . . ? N1 C7 C4 128.7(4) . . ? N1 C7 H7 115.7 . . ? C4 C7 H7 115.7 . . ? N1 C8 C9 110.3(4) . . ? N1 C8 H8 109.6 . . ? C9 C8 H8 109.6 . . ? N1 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? H8 C8 H8A 108.1 . . ? C8 C9 C10 117.3(4) . . ? C8 C9 H9 108.0 . . ? C10 C9 H9 108.0 . . ? C8 C9 H9A 108.0 . . ? C10 C9 H9A 108.0 . . ? H9 C9 H9A 107.2 . . ? C9 C10 N2 118.3(4) . . ? C9 C10 H10 107.7 . . ? N2 C10 H10 107.7 . . ? C9 C10 H10A 107.7 . . ? N2 C10 H10A 107.7 . . ? H10 C10 H10A 107.1 . . ? N2 C11 H11 115.2(19) . . ? N2 C11 H11A 98(3) . . ? H11 C11 H11A 123(4) . . ? N2 C11 H11B 115(2) . . ? H11 C11 H11B 102(3) . . ? H11A C11 H11B 103(4) . . ? N2 C12 H12 109.5 . . ? N2 C12 H12A 109.5 . . ? H12 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? H12 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.98 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.597 _refine_diff_density_min -0.782 _refine_diff_density_rms 0.109 #===END data_Z-1AcO _database_code_depnum_ccdc_archive 'CCDC 238990' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H23 Cl3 N2 O4 Pd' _chemical_formula_weight 520.11 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' _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 27.802(3) _cell_length_b 11.8510(10) _cell_length_c 14.7720(10) _cell_angle_alpha 90.00 _cell_angle_beta 118.737(12) _cell_angle_gamma 90.00 _cell_volume 4267.6(7) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description equidimensional _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.619 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2096 _exptl_absorpt_coefficient_mu 1.267 _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 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Image plate detector diffractometer' _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 14548 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_sigmaI/netI 0.0401 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 31.64 _reflns_number_total 6183 _reflns_number_gt 4598 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0944P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0029(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6183 _refine_ls_number_parameters 248 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0606 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.1385 _refine_ls_wR_factor_gt 0.1206 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _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 Pd Pd 0.212117(8) 0.432419(14) 0.088850(14) 0.04821(10) Uani 1 1 d . . . Cl1 Cl -0.05175(6) -0.07687(10) -0.17322(10) 0.1055(4) Uani 1 1 d . . . O1 O 0.26346(10) 0.56274(15) 0.11340(17) 0.0576(5) Uani 1 1 d . . . O2 O 0.27134(13) 0.5074(2) -0.0215(2) 0.0938(9) Uani 1 1 d . . . O3 O 0.14738(9) 0.52342(17) -0.01578(15) 0.0617(5) Uani 1 1 d . . . O4 O 0.14568(11) 0.6240(3) 0.1092(2) 0.0873(7) Uani 1 1 d . . . N1 N 0.27264(10) 0.33268(19) 0.19733(18) 0.0534(5) Uani 1 1 d . . . N2 N 0.16486(9) 0.29556(18) 0.06387(17) 0.0525(5) Uani 1 1 d . . . C1 C 0.02281(16) 0.2187(3) -0.0845(4) 0.0851(11) Uani 1 1 d . . . C2 C -0.01677(17) 0.1360(4) -0.1225(4) 0.0939(13) Uani 1 1 d . . . C3 C -0.00156(17) 0.0265(3) -0.1211(3) 0.0780(10) Uani 1 1 d . . . C4 C 0.05140(19) -0.0012(3) -0.0829(3) 0.0807(10) Uani 1 1 d . . . C5 C 0.09178(17) 0.0809(3) -0.0430(3) 0.0724(9) Uani 1 1 d . . . H5 H 0.1284 0.0608 -0.0164 0.087 Uiso 1 1 calc R . . C6 C 0.07764(13) 0.1924(3) -0.0426(2) 0.0601(6) Uani 1 1 d . . . C7 C 0.11574(13) 0.2882(2) -0.0068(2) 0.0597(6) Uani 1 1 d . . . H7 H 0.1011 0.3551 -0.0423 0.072 Uiso 1 1 calc R . . C8 C 0.19390(13) 0.2027(2) 0.1339(3) 0.0637(7) Uani 1 1 d . . . H8A H 0.2063 0.1488 0.1000 0.076 Uiso 1 1 calc R . . H8B H 0.1697 0.1640 0.1539 0.076 Uiso 1 1 calc R . . C9 C 0.24175(13) 0.2506(3) 0.2266(2) 0.0618(7) Uani 1 1 d . . . H9A H 0.2661 0.1898 0.2666 0.074 Uiso 1 1 calc R . . H9B H 0.2290 0.2882 0.2695 0.074 Uiso 1 1 calc R . . C10 C 0.30483(16) 0.2742(3) 0.1564(3) 0.0710(8) Uani 1 1 d . . . H10A H 0.2806 0.2323 0.0959 0.106 Uiso 1 1 calc R . . H10B H 0.3303 0.2236 0.2078 0.106 Uiso 1 1 calc R . . H10C H 0.3246 0.3287 0.1389 0.106 Uiso 1 1 calc R . . C11 C 0.31100(15) 0.3969(3) 0.2911(3) 0.0712(8) Uani 1 1 d . . . H11A H 0.2905 0.4354 0.3188 0.107 Uiso 1 1 calc R . . H11B H 0.3307 0.4511 0.2732 0.107 Uiso 1 1 calc R . . H11C H 0.3365 0.3457 0.3419 0.107 Uiso 1 1 calc R . . C12 C 0.28082(14) 0.5722(2) 0.0485(3) 0.0583(7) Uani 1 1 d . . . C13 C 0.31686(16) 0.6750(3) 0.0654(3) 0.0779(9) Uani 1 1 d . . . H13A H 0.3204 0.7166 0.1241 0.117 Uiso 1 1 calc R . . H13B H 0.3005 0.7223 0.0053 0.117 Uiso 1 1 calc R . . H13C H 0.3525 0.6511 0.0776 0.117 Uiso 1 1 calc R . . C14 C 0.12578(13) 0.5967(2) 0.0188(3) 0.0606(6) Uani 1 1 d . . . C15 C 0.07301(18) 0.6459(4) -0.0617(4) 0.0928(12) Uani 1 1 d . . . H15A H 0.0639 0.6139 -0.1277 0.139 Uiso 1 1 calc R . . H15B H 0.0768 0.7262 -0.0642 0.139 Uiso 1 1 calc R . . H15C H 0.0444 0.6293 -0.0449 0.139 Uiso 1 1 calc R . . Cl3 Cl 0.06856(7) 0.57733(11) 0.23894(12) 0.1106(4) Uani 1 1 d . . . Cl2 Cl 0.08973(7) 0.35303(12) 0.19052(12) 0.1192(4) Uani 1 1 d . . . C16 C 0.11822(18) 0.4796(4) 0.2539(3) 0.0840(10) Uani 1 1 d . . . H16A H 0.1415 0.4647 0.3268 0.101 Uiso 1 1 calc R . . H16B H 0.1410 0.5111 0.2269 0.101 Uiso 1 1 calc R . . H1 H 0.0174(17) 0.292(4) -0.091(3) 0.087(12) Uiso 1 1 d . . . H2 H -0.0616(14) 0.168(3) -0.154(2) 0.060(9) Uiso 1 1 d . . . H4 H 0.0678(14) -0.077(3) -0.076(2) 0.055(9) 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 Pd 0.05453(15) 0.03450(13) 0.05846(15) 0.00227(6) 0.02945(11) -0.00111(6) Cl1 0.1043(8) 0.0950(8) 0.1074(8) -0.0163(5) 0.0431(6) -0.0532(6) O1 0.0627(12) 0.0463(11) 0.0692(12) -0.0021(7) 0.0360(10) -0.0086(8) O2 0.138(2) 0.0687(16) 0.115(2) -0.0269(14) 0.092(2) -0.0238(16) O3 0.0656(12) 0.0477(11) 0.0659(10) 0.0066(8) 0.0270(9) 0.0050(9) O4 0.0841(17) 0.092(2) 0.0839(15) -0.0249(14) 0.0384(13) -0.0020(15) N1 0.0570(13) 0.0430(11) 0.0631(12) 0.0035(9) 0.0312(10) 0.0022(9) N2 0.0564(13) 0.0373(10) 0.0652(12) 0.0040(8) 0.0303(10) -0.0026(8) C1 0.0616(19) 0.0535(19) 0.110(3) 0.0053(17) 0.0173(18) -0.0016(15) C2 0.060(2) 0.087(3) 0.108(3) 0.001(2) 0.020(2) -0.0150(19) C3 0.083(2) 0.067(2) 0.081(2) -0.0019(17) 0.0362(18) -0.0278(19) C4 0.087(2) 0.0498(17) 0.106(3) -0.0206(17) 0.047(2) -0.0206(17) C5 0.074(2) 0.0551(18) 0.099(2) -0.0081(15) 0.050(2) -0.0097(14) C6 0.0598(16) 0.0456(14) 0.0706(16) 0.0007(11) 0.0280(13) -0.0110(11) C7 0.0662(17) 0.0346(12) 0.0746(16) 0.0025(10) 0.0309(14) -0.0058(11) C8 0.0656(17) 0.0387(12) 0.0843(18) 0.0124(12) 0.0340(15) -0.0001(11) C9 0.0687(17) 0.0569(15) 0.0613(15) 0.0154(12) 0.0324(13) 0.0005(13) C10 0.080(2) 0.0583(18) 0.087(2) 0.0122(15) 0.0509(18) 0.0208(15) C11 0.076(2) 0.0592(18) 0.0687(17) -0.0004(14) 0.0274(15) -0.0015(16) C12 0.0628(17) 0.0454(15) 0.0723(17) 0.0044(11) 0.0370(14) -0.0011(10) C13 0.080(2) 0.0597(19) 0.107(3) -0.0071(16) 0.055(2) -0.0198(16) C14 0.0610(17) 0.0392(12) 0.0808(18) 0.0010(12) 0.0335(14) -0.0025(12) C15 0.075(2) 0.072(3) 0.119(3) 0.001(2) 0.037(2) 0.0124(19) Cl3 0.1212(11) 0.0907(9) 0.1108(9) 0.0133(6) 0.0485(8) 0.0327(7) Cl2 0.1476(12) 0.0895(8) 0.1387(10) -0.0282(7) 0.0833(10) -0.0144(8) C16 0.095(3) 0.082(3) 0.0723(19) -0.0022(18) 0.0381(19) -0.004(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd N2 2.007(2) . ? Pd O1 2.0142(19) . ? Pd O3 2.029(2) . ? Pd N1 2.050(2) . ? Cl1 C3 1.734(4) . ? O1 C12 1.269(4) . ? O2 C12 1.210(4) . ? O3 C14 1.293(4) . ? O4 C14 1.217(4) . ? N1 C10 1.472(4) . ? N1 C11 1.488(4) . ? N1 C9 1.493(4) . ? N2 C7 1.261(4) . ? N2 C8 1.459(3) . ? C1 C2 1.376(6) . ? C1 C6 1.377(5) . ? C1 H1 0.88(4) . ? C2 C3 1.361(7) . ? C2 H2 1.17(3) . ? C3 C4 1.340(6) . ? C4 C5 1.385(5) . ? C4 H4 0.99(3) . ? C5 C6 1.380(5) . ? C5 H5 0.9300 . ? C6 C7 1.467(4) . ? C7 H7 0.9300 . ? C8 C9 1.489(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C13 1.520(4) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.493(5) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? Cl3 C16 1.733(5) . ? Cl2 C16 1.744(4) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pd O1 176.01(9) . . ? N2 Pd O3 91.54(9) . . ? O1 Pd O3 91.26(9) . . ? N2 Pd N1 84.06(9) . . ? O1 Pd N1 93.27(9) . . ? O3 Pd N1 174.85(9) . . ? C12 O1 Pd 115.20(18) . . ? C14 O3 Pd 117.8(2) . . ? C10 N1 C11 108.5(3) . . ? C10 N1 C9 111.1(2) . . ? C11 N1 C9 108.6(2) . . ? C10 N1 Pd 112.52(19) . . ? C11 N1 Pd 112.59(19) . . ? C9 N1 Pd 103.41(17) . . ? C7 N2 C8 122.9(2) . . ? C7 N2 Pd 124.12(19) . . ? C8 N2 Pd 112.90(18) . . ? C2 C1 C6 121.1(4) . . ? C2 C1 H1 127(3) . . ? C6 C1 H1 111(3) . . ? C3 C2 C1 119.4(4) . . ? C3 C2 H2 125.8(17) . . ? C1 C2 H2 114.7(17) . . ? C4 C3 C2 120.7(3) . . ? C4 C3 Cl1 120.0(3) . . ? C2 C3 Cl1 119.3(3) . . ? C3 C4 C5 120.6(4) . . ? C3 C4 H4 129(2) . . ? C5 C4 H4 111(2) . . ? C6 C5 C4 120.0(4) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C1 C6 C5 118.1(3) . . ? C1 C6 C7 116.0(3) . . ? C5 C6 C7 125.8(3) . . ? N2 C7 C6 131.2(3) . . ? N2 C7 H7 114.4 . . ? C6 C7 H7 114.4 . . ? N2 C8 C9 108.0(2) . . ? N2 C8 H8A 110.1 . . ? C9 C8 H8A 110.1 . . ? N2 C8 H8B 110.1 . . ? C9 C8 H8B 110.1 . . ? H8A C8 H8B 108.4 . . ? C8 C9 N1 111.5(2) . . ? C8 C9 H9A 109.3 . . ? N1 C9 H9A 109.3 . . ? C8 C9 H9B 109.3 . . ? N1 C9 H9B 109.3 . . ? H9A C9 H9B 108.0 . . ? N1 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O2 C12 O1 125.7(3) . . ? O2 C12 C13 120.3(3) . . ? O1 C12 C13 114.0(3) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O4 C14 O3 124.0(3) . . ? O4 C14 C15 121.6(3) . . ? O3 C14 C15 114.4(3) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? Cl3 C16 Cl2 112.2(3) . . ? Cl3 C16 H16A 109.2 . . ? Cl2 C16 H16A 109.2 . . ? Cl3 C16 H16B 109.2 . . ? Cl2 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? _diffrn_measured_fraction_theta_max 0.861 _diffrn_reflns_theta_full 31.64 _diffrn_measured_fraction_theta_full 0.861 _refine_diff_density_max 0.825 _refine_diff_density_min -0.736 _refine_diff_density_rms 0.227