data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _audit_creation_date 'May 12, 2006' _audit_creation_method 'from SHELXL97 CIF and IUCr SHELXL97-template' _audit_update_record ; compilation of CIF files ; _publ_contact_author_name 'Nathan D. Jones' _publ_contact_author_address ; Department of Chemistry The University of Western Ontario London, Ontario, N6A 5B7, CANADA ; _publ_contact_author_phone '(519) 661-4456' _publ_contact_author_fax '(519) 661-3022' _publ_contact_author_email njones26@uwo.ca _publ_requested_category ? _publ_section_title ; Chelating Oxazolidines: Versatile Scaffolds for Chiral Ligand Construction ; _publ_section_title_footnote ; ? ; loop_ _publ_author_name _publ_author_footnote _publ_author_address 'Steven A. Cardile' ; ? ; ; Department of Chemistry The University of Western Ontario London, Ontario, N6A 5B7, CANADA ; 'Michael C. Jennings' ; ? ; ; Department of Chemistry The University of Western Ontario London, Ontario, N6A 5B7, CANADA ; 'Nathan D. Jones' ; ? ; ; Department of Chemistry The University of Western Ontario London, Ontario, N6A 5B7, CANADA ; data_7ox _database_code_depnum_ccdc_archive 'CCDC 608170' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H16 Cl2 N2 O Pd' _chemical_formula_weight 369.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 8.1587(3) _cell_length_b 18.8722(11) _cell_length_c 9.0070(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.071(3) _cell_angle_gamma 90.00 _cell_volume 1369.49(11) _cell_formula_units_Z 4 _cell_measurement_temperature 301(2) _cell_measurement_reflns_used 2052 _cell_measurement_theta_min 1.70 _cell_measurement_theta_max 30.03 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.792 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 1.730 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6716 _exptl_absorpt_correction_T_max 0.7235 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 301(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8487 _diffrn_reflns_av_R_equivalents 0.0440 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2121 _reflns_number_gt 2018 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.0251P)^2^+1.4954P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.07(4) _refine_ls_number_reflns 2121 _refine_ls_number_parameters 154 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0274 _refine_ls_R_factor_gt 0.0250 _refine_ls_wR_factor_ref 0.0565 _refine_ls_wR_factor_gt 0.0555 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.044 _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 0.22341(3) -0.11411(2) 1.02604(3) 0.03299(10) Uani 1 1 d . . . Cl1 Cl 0.20835(15) -0.21504(7) 1.16583(15) 0.0449(3) Uani 1 1 d . . . Cl2 Cl 0.2773(2) -0.04535(9) 1.23711(15) 0.0607(4) Uani 1 1 d . . . O O 0.1839(5) -0.1538(2) 0.5799(4) 0.0599(11) Uani 1 1 d . . . N1 N 0.1793(5) -0.1710(2) 0.8320(5) 0.0348(10) Uani 1 1 d . . . H1 H 0.0938 -0.2011 0.8391 0.042 Uiso 1 1 calc R . . N2 N 0.2368(5) -0.0332(2) 0.8828(5) 0.0376(10) Uani 1 1 d . . . C2 C 0.1266(5) -0.1236(4) 0.7024(4) 0.0439(15) Uani 1 1 d . . . H2 H 0.0052 -0.1211 0.6826 0.053 Uiso 1 1 calc R . . C4 C 0.3217(5) -0.2146(3) 0.7910(6) 0.0438(13) Uani 1 1 d . . . H4 H 0.4217 -0.2058 0.8644 0.053 Uiso 1 1 calc R . . C5 C 0.3434(7) -0.1823(4) 0.6405(6) 0.0622(17) Uani 1 1 d . . . H5A H 0.4267 -0.1452 0.6543 0.075 Uiso 1 1 calc R . . H5B H 0.3769 -0.2181 0.5741 0.075 Uiso 1 1 calc R . . C6 C 0.2800(7) -0.2936(4) 0.7895(8) 0.0563(18) Uani 1 1 d . . . H6 H 0.2475 -0.3050 0.8870 0.068 Uiso 1 1 calc R . . C7 C 0.1365(7) -0.3140(4) 0.6691(8) 0.078(2) Uani 1 1 d . . . H7A H 0.1167 -0.3640 0.6741 0.118 Uiso 1 1 calc R . . H7B H 0.1632 -0.3023 0.5720 0.118 Uiso 1 1 calc R . . H7C H 0.0388 -0.2886 0.6849 0.118 Uiso 1 1 calc R . . C8 C 0.4304(8) -0.3382(4) 0.7743(9) 0.086(2) Uani 1 1 d . . . H8A H 0.4010 -0.3874 0.7737 0.129 Uiso 1 1 calc R . . H8B H 0.5167 -0.3289 0.8575 0.129 Uiso 1 1 calc R . . H8C H 0.4691 -0.3265 0.6821 0.129 Uiso 1 1 calc R . . C9 C 0.1974(6) -0.0501(3) 0.7371(6) 0.0432(12) Uani 1 1 d . . . C10 C 0.2168(7) -0.0025(4) 0.6243(6) 0.0590(16) Uani 1 1 d . . . H10 H 0.1923 -0.0153 0.5236 0.071 Uiso 1 1 calc R . . C11 C 0.2728(8) 0.0639(4) 0.6652(8) 0.0688(18) Uani 1 1 d . . . H11 H 0.2858 0.0970 0.5915 0.083 Uiso 1 1 calc R . . C12 C 0.3100(9) 0.0821(4) 0.8137(8) 0.0611(18) Uani 1 1 d . . . H12 H 0.3477 0.1274 0.8420 0.073 Uiso 1 1 calc R . . C13 C 0.2905(7) 0.0325(3) 0.9188(7) 0.0554(14) Uani 1 1 d . . . H13 H 0.3156 0.0447 1.0199 0.066 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd 0.03559(15) 0.03585(19) 0.02851(15) -0.0007(2) 0.00805(10) -0.0005(2) Cl1 0.0436(7) 0.0443(8) 0.0485(7) 0.0125(6) 0.0128(6) 0.0059(6) Cl2 0.0890(11) 0.0580(11) 0.0370(7) -0.0127(7) 0.0156(7) -0.0125(8) O 0.068(2) 0.083(3) 0.0312(18) -0.0127(19) 0.0164(17) -0.014(2) N1 0.032(2) 0.037(3) 0.036(2) 0.000(2) 0.0100(17) -0.0034(17) N2 0.038(2) 0.038(3) 0.039(2) 0.002(2) 0.0110(18) 0.0006(19) C2 0.038(2) 0.066(5) 0.0284(19) -0.006(3) 0.0085(15) -0.011(3) C4 0.030(2) 0.052(4) 0.049(3) -0.018(3) 0.007(2) -0.004(2) C5 0.056(3) 0.074(5) 0.063(4) -0.021(3) 0.032(3) -0.014(3) C6 0.050(3) 0.046(4) 0.075(4) -0.017(3) 0.017(3) -0.001(3) C7 0.056(3) 0.076(5) 0.106(5) -0.052(4) 0.025(3) -0.016(3) C8 0.068(4) 0.056(5) 0.133(7) -0.026(5) 0.016(4) 0.004(3) C9 0.040(3) 0.050(4) 0.039(3) 0.004(3) 0.005(2) 0.007(2) C10 0.065(3) 0.074(5) 0.038(3) 0.021(3) 0.006(2) -0.006(3) C11 0.079(4) 0.056(5) 0.075(4) 0.029(4) 0.025(3) 0.004(3) C12 0.073(4) 0.038(4) 0.076(4) 0.008(4) 0.026(3) -0.006(3) C13 0.062(3) 0.047(4) 0.060(3) 0.000(3) 0.020(3) -0.004(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 N2 2.013(4) . ? Pd N1 2.034(4) . ? Pd Cl2 2.2865(14) . ? Pd Cl1 2.2972(13) . ? O C2 1.387(6) . ? O C5 1.434(7) . ? N1 C2 1.479(7) . ? N1 C4 1.517(6) . ? N1 H1 0.9100 . ? N2 C13 1.338(7) . ? N2 C9 1.340(7) . ? C2 C9 1.516(9) . ? C2 H2 0.9800 . ? C4 C5 1.522(8) . ? C4 C6 1.528(9) . ? C4 H4 0.9800 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C8 1.512(8) . ? C6 C7 1.515(8) . ? C6 H6 0.9800 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.385(8) . ? C10 C11 1.363(9) . ? C10 H10 0.9300 . ? C11 C12 1.368(9) . ? C11 H11 0.9300 . ? C12 C13 1.358(8) . ? C12 H12 0.9300 . ? C13 H13 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 N2 Pd N1 82.50(19) . . ? N2 Pd Cl2 94.58(13) . . ? N1 Pd Cl2 177.00(13) . . ? N2 Pd Cl1 173.30(13) . . ? N1 Pd Cl1 90.92(13) . . ? Cl2 Pd Cl1 91.99(6) . . ? C2 O C5 104.5(4) . . ? C2 N1 C4 105.9(4) . . ? C2 N1 Pd 110.4(4) . . ? C4 N1 Pd 117.2(3) . . ? C2 N1 H1 107.6 . . ? C4 N1 H1 107.6 . . ? Pd N1 H1 107.6 . . ? C13 N2 C9 118.5(5) . . ? C13 N2 Pd 126.6(4) . . ? C9 N2 Pd 114.7(4) . . ? O C2 N1 106.7(5) . . ? O C2 C9 112.0(4) . . ? N1 C2 C9 109.7(4) . . ? O C2 H2 109.5 . . ? N1 C2 H2 109.5 . . ? C9 C2 H2 109.5 . . ? N1 C4 C5 101.6(4) . . ? N1 C4 C6 110.7(4) . . ? C5 C4 C6 116.1(5) . . ? N1 C4 H4 109.4 . . ? C5 C4 H4 109.4 . . ? C6 C4 H4 109.4 . . ? O C5 C4 105.3(4) . . ? O C5 H5A 110.7 . . ? C4 C5 H5A 110.7 . . ? O C5 H5B 110.7 . . ? C4 C5 H5B 110.7 . . ? H5A C5 H5B 108.8 . . ? C8 C6 C7 109.9(5) . . ? C8 C6 C4 111.1(5) . . ? C7 C6 C4 113.6(6) . . ? C8 C6 H6 107.3 . . ? C7 C6 H6 107.3 . . ? C4 C6 H6 107.3 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 121.7(5) . . ? N2 C9 C2 116.4(5) . . ? C10 C9 C2 121.8(5) . . ? C11 C10 C9 118.1(6) . . ? C11 C10 H10 121.0 . . ? C9 C10 H10 121.0 . . ? C10 C11 C12 120.6(6) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C12 C11 118.4(7) . . ? C13 C12 H12 120.8 . . ? C11 C12 H12 120.8 . . ? N2 C13 C12 122.7(6) . . ? N2 C13 H13 118.7 . . ? C12 C13 H13 118.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Pd N1 C2 -18.6(3) . . . . ? Cl2 Pd N1 C2 -31(3) . . . . ? Cl1 Pd N1 C2 162.6(3) . . . . ? N2 Pd N1 C4 102.7(4) . . . . ? Cl2 Pd N1 C4 90(2) . . . . ? Cl1 Pd N1 C4 -76.0(4) . . . . ? N1 Pd N2 C13 -169.2(5) . . . . ? Cl2 Pd N2 C13 10.1(4) . . . . ? Cl1 Pd N2 C13 -158.5(8) . . . . ? N1 Pd N2 C9 6.0(3) . . . . ? Cl2 Pd N2 C9 -174.6(3) . . . . ? Cl1 Pd N2 C9 16.8(13) . . . . ? C5 O C2 N1 -37.9(5) . . . . ? C5 O C2 C9 82.2(5) . . . . ? C4 N1 C2 O 20.5(5) . . . . ? Pd N1 C2 O 148.3(3) . . . . ? C4 N1 C2 C9 -101.0(5) . . . . ? Pd N1 C2 C9 26.8(4) . . . . ? C2 N1 C4 C5 4.0(5) . . . . ? Pd N1 C4 C5 -119.7(4) . . . . ? C2 N1 C4 C6 -120.0(5) . . . . ? Pd N1 C4 C6 116.3(4) . . . . ? C2 O C5 C4 40.4(6) . . . . ? N1 C4 C5 O -26.3(5) . . . . ? C6 C4 C5 O 93.9(5) . . . . ? N1 C4 C6 C8 -170.6(5) . . . . ? C5 C4 C6 C8 74.3(7) . . . . ? N1 C4 C6 C7 64.9(6) . . . . ? C5 C4 C6 C7 -50.2(6) . . . . ? C13 N2 C9 C10 2.4(7) . . . . ? Pd N2 C9 C10 -173.2(4) . . . . ? C13 N2 C9 C2 -176.2(4) . . . . ? Pd N2 C9 C2 8.2(5) . . . . ? O C2 C9 N2 -141.7(4) . . . . ? N1 C2 C9 N2 -23.5(6) . . . . ? O C2 C9 C10 39.7(7) . . . . ? N1 C2 C9 C10 157.9(5) . . . . ? N2 C9 C10 C11 -2.1(8) . . . . ? C2 C9 C10 C11 176.5(5) . . . . ? C9 C10 C11 C12 0.6(9) . . . . ? C10 C11 C12 C13 0.3(10) . . . . ? C9 N2 C13 C12 -1.4(8) . . . . ? Pd N2 C13 C12 173.7(5) . . . . ? C11 C12 C13 N2 0.1(10) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 Cl1 0.91 2.47 3.273(4) 147.0 2_557 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.373 _refine_diff_density_min -0.525 _refine_diff_density_rms 0.112 data_11ox _database_code_depnum_ccdc_archive 'CCDC 608171' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H19 Cl5 N2 O Pd' _chemical_formula_weight 550.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.9866(2) _cell_length_b 14.0192(4) _cell_length_c 17.0694(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2150.49(9) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 2809 _cell_measurement_theta_min 1.70 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.61 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.702 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 1.493 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4613 _exptl_absorpt_correction_T_max 0.9291 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22310 _diffrn_reflns_av_R_equivalents 0.0610 _diffrn_reflns_av_sigmaI/netI 0.0345 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3792 _reflns_number_gt 3192 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Nonius, 1997-2001)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 2001)' _computing_publication_material SHELXTL/PC _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^)+(0.0505P)^2^+0.4599P] 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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0029(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.05(4) _refine_ls_number_reflns 3792 _refine_ls_number_parameters 236 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0509 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.0951 _refine_ls_wR_factor_gt 0.0902 _refine_ls_goodness_of_fit_ref 1.113 _refine_ls_restrained_S_all 1.113 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd Pd 0.90860(4) 1.33557(3) 0.42902(2) 0.05077(15) Uani 1 1 d . . . Cl1 Cl 0.76166(19) 1.36706(13) 0.53435(9) 0.0814(5) Uani 1 1 d . . . Cl2 Cl 0.99514(16) 1.48929(10) 0.43423(10) 0.0732(4) Uani 1 1 d . . . O O 0.8499(4) 1.0762(3) 0.3231(3) 0.0732(12) Uani 1 1 d . . . N1 N 0.8315(4) 1.1963(3) 0.4190(3) 0.0517(10) Uani 1 1 d . . . N2 N 1.0319(5) 1.3001(3) 0.3348(3) 0.0553(11) Uani 1 1 d . . . C2 C 0.9316(6) 1.1447(4) 0.3645(3) 0.0581(14) Uani 1 1 d . . . H2 H 1.0049 1.1105 0.3964 0.070 Uiso 1 1 calc R . . C4 C 0.6812(6) 1.1858(4) 0.3795(3) 0.0538(14) Uani 1 1 d . . . H4 H 0.6035 1.1832 0.4198 0.065 Uiso 1 1 calc R . . C5 C 0.6929(6) 1.0872(4) 0.3392(4) 0.0591(15) Uani 1 1 d . . . H5 H 0.6649 1.0386 0.3778 0.071 Uiso 1 1 calc R . . C6 C 0.8320(8) 1.1439(5) 0.4955(3) 0.0769(18) Uani 1 1 d . . . H6A H 0.7956 1.0802 0.4877 0.115 Uiso 1 1 calc R . . H6B H 0.7691 1.1766 0.5322 0.115 Uiso 1 1 calc R . . H6C H 0.9317 1.1414 0.5157 0.115 Uiso 1 1 calc R . . C7 C 0.6465(7) 1.2660(4) 0.3230(4) 0.0656(16) Uani 1 1 d . . . H7A H 0.6406 1.3252 0.3512 0.098 Uiso 1 1 calc R . . H7B H 0.5531 1.2537 0.2977 0.098 Uiso 1 1 calc R . . H7C H 0.7238 1.2701 0.2843 0.098 Uiso 1 1 calc R . . C8 C 0.6038(7) 1.0699(4) 0.2671(3) 0.0585(13) Uani 1 1 d . . . C9 C 0.4580(7) 1.0413(5) 0.2737(4) 0.080(2) Uani 1 1 d . . . H9 H 0.4141 1.0348 0.3228 0.096 Uiso 1 1 calc R . . C10 C 0.3774(9) 1.0221(5) 0.2060(6) 0.102(3) Uani 1 1 d . . . H10 H 0.2793 1.0018 0.2102 0.122 Uiso 1 1 calc R . . C11 C 0.4396(12) 1.0326(6) 0.1333(5) 0.101(3) Uani 1 1 d . . . H11 H 0.3853 1.0181 0.0885 0.121 Uiso 1 1 calc R . . C12 C 0.5784(11) 1.0639(5) 0.1279(4) 0.093(2) Uani 1 1 d . . . H12 H 0.6193 1.0734 0.0785 0.112 Uiso 1 1 calc R . . C13 C 0.6636(8) 1.0825(4) 0.1924(4) 0.0779(18) Uani 1 1 d . . . H13 H 0.7611 1.1036 0.1865 0.093 Uiso 1 1 calc R . . C14 C 1.0161(6) 1.2096(4) 0.3104(3) 0.0571(14) Uani 1 1 d . . . C15 C 1.0819(8) 1.1767(5) 0.2421(4) 0.0807(18) Uani 1 1 d . . . H15 H 1.0658 1.1146 0.2250 0.097 Uiso 1 1 calc R . . C16 C 1.1700(9) 1.2365(6) 0.2009(5) 0.101(3) Uani 1 1 d . . . H16 H 1.2170 1.2154 0.1555 0.122 Uiso 1 1 calc R . . C17 C 1.1898(8) 1.3295(6) 0.2265(4) 0.093(2) Uani 1 1 d . . . H17 H 1.2504 1.3711 0.1986 0.112 Uiso 1 1 calc R . . C18 C 1.1200(6) 1.3594(4) 0.2929(4) 0.0703(16) Uani 1 1 d . . . H18 H 1.1332 1.4220 0.3097 0.084 Uiso 1 1 calc R . . C1A C 1.2312(8) 1.1349(5) -0.0638(4) 0.103(2) Uani 1 1 d D . . H1A H 1.2060 1.0832 -0.0275 0.123 Uiso 1 1 calc R . . Cl3A Cl 1.3046(5) 1.2297(3) -0.01189(17) 0.1797(14) Uani 1 1 d D . . Cl3B Cl 1.3634(3) 1.0936(2) -0.1328(2) 0.1476(11) Uani 1 1 d D . . Cl3C Cl 1.0716(3) 1.17055(19) -0.11425(13) 0.1202(7) Uani 1 1 d 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 0.0451(2) 0.0538(2) 0.0534(2) -0.0034(2) 0.00125(18) 0.00088(18) Cl1 0.0749(10) 0.0980(13) 0.0714(9) -0.0195(8) 0.0230(8) -0.0065(9) Cl2 0.0700(9) 0.0555(9) 0.0939(10) -0.0122(9) 0.0107(10) -0.0037(7) O 0.049(2) 0.055(2) 0.115(3) -0.021(2) -0.006(2) 0.0052(18) N1 0.049(2) 0.050(2) 0.057(2) 0.005(2) 0.000(2) -0.0021(18) N2 0.057(2) 0.044(3) 0.064(3) -0.002(2) 0.003(2) 0.003(2) C2 0.048(3) 0.049(3) 0.076(3) 0.003(3) -0.009(3) 0.010(3) C4 0.046(3) 0.053(4) 0.062(3) 0.003(3) -0.001(2) 0.000(3) C5 0.058(3) 0.049(3) 0.070(4) 0.002(3) 0.001(3) -0.004(3) C6 0.087(4) 0.080(5) 0.064(4) 0.021(3) 0.000(3) -0.006(4) C7 0.065(3) 0.054(4) 0.077(4) -0.006(3) -0.012(3) 0.012(3) C8 0.060(3) 0.039(3) 0.077(4) -0.006(3) -0.001(3) 0.007(3) C9 0.056(4) 0.068(4) 0.114(5) -0.027(4) 0.001(4) -0.001(3) C10 0.083(5) 0.059(4) 0.162(8) -0.036(5) -0.043(6) 0.009(4) C11 0.128(8) 0.070(5) 0.105(6) -0.032(4) -0.041(6) 0.020(5) C12 0.128(7) 0.069(4) 0.082(5) -0.016(3) -0.025(5) -0.001(5) C13 0.089(4) 0.058(4) 0.087(5) -0.010(3) -0.007(4) -0.013(3) C14 0.053(3) 0.049(3) 0.069(4) 0.006(3) 0.000(3) 0.006(3) C15 0.097(4) 0.060(4) 0.085(4) -0.016(3) 0.027(4) 0.023(4) C16 0.116(6) 0.090(6) 0.098(5) -0.011(5) 0.060(5) 0.014(5) C17 0.096(5) 0.093(5) 0.091(5) 0.018(5) 0.050(4) 0.005(5) C18 0.073(4) 0.053(4) 0.085(4) 0.003(3) 0.022(3) 0.004(3) C1A 0.130(6) 0.099(6) 0.079(4) 0.021(4) -0.003(5) -0.016(5) Cl3A 0.229(3) 0.193(3) 0.1169(19) -0.016(2) -0.037(2) -0.036(3) Cl3B 0.121(2) 0.126(2) 0.196(3) 0.0134(18) 0.052(2) -0.0027(16) Cl3C 0.1395(18) 0.1094(16) 0.1115(14) 0.0001(13) -0.0045(13) 0.0224(18) _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 2.015(4) . ? Pd N1 2.079(4) . ? Pd Cl1 2.2739(15) . ? Pd Cl2 2.2929(15) . ? O C2 1.400(7) . ? O C5 1.445(7) . ? N1 C2 1.482(7) . ? N1 C6 1.499(7) . ? N1 C4 1.517(6) . ? N2 C14 1.343(7) . ? N2 C18 1.353(7) . ? C2 C14 1.502(8) . ? C2 H2 0.9800 . ? C4 C7 1.514(7) . ? C4 C5 1.548(8) . ? C4 H4 0.9800 . ? C5 C8 1.489(8) . ? C5 H5 0.9800 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.374(8) . ? C8 C13 1.395(9) . ? C9 C10 1.390(10) . ? C9 H9 0.9300 . ? C10 C11 1.369(12) . ? C10 H10 0.9300 . ? C11 C12 1.326(12) . ? C11 H11 0.9300 . ? C12 C13 1.366(10) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.385(8) . ? C15 C16 1.350(9) . ? C15 H15 0.9300 . ? C16 C17 1.387(11) . ? C16 H16 0.9300 . ? C17 C18 1.360(8) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C1A Cl3A 1.728(7) . ? C1A Cl3C 1.746(7) . ? C1A Cl3B 1.770(7) . ? C1A H1A 0.9800 . ? 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 N1 83.45(17) . . ? N2 Pd Cl1 176.49(14) . . ? N1 Pd Cl1 93.10(12) . . ? N2 Pd Cl2 94.37(13) . . ? N1 Pd Cl2 177.47(13) . . ? Cl1 Pd Cl2 89.07(6) . . ? C2 O C5 110.1(4) . . ? C2 N1 C6 107.9(4) . . ? C2 N1 C4 102.4(4) . . ? C6 N1 C4 110.0(4) . . ? C2 N1 Pd 107.9(3) . . ? C6 N1 Pd 112.8(3) . . ? C4 N1 Pd 115.1(3) . . ? C14 N2 C18 118.5(5) . . ? C14 N2 Pd 115.0(4) . . ? C18 N2 Pd 126.3(4) . . ? O C2 N1 109.5(4) . . ? O C2 C14 111.7(5) . . ? N1 C2 C14 113.4(4) . . ? O C2 H2 107.3 . . ? N1 C2 H2 107.3 . . ? C14 C2 H2 107.3 . . ? C7 C4 N1 113.2(4) . . ? C7 C4 C5 113.2(4) . . ? N1 C4 C5 102.9(4) . . ? C7 C4 H4 109.1 . . ? N1 C4 H4 109.1 . . ? C5 C4 H4 109.1 . . ? O C5 C8 110.5(5) . . ? O C5 C4 104.2(4) . . ? C8 C5 C4 118.4(5) . . ? O C5 H5 107.7 . . ? C8 C5 H5 107.7 . . ? C4 C5 H5 107.7 . . ? N1 C6 H6A 109.5 . . ? N1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 C13 118.7(6) . . ? C9 C8 C5 119.4(6) . . ? C13 C8 C5 121.9(5) . . ? C8 C9 C10 119.0(7) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? C11 C10 C9 121.4(8) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C12 C11 C10 118.8(8) . . ? C12 C11 H11 120.6 . . ? C10 C11 H11 120.6 . . ? C11 C12 C13 122.4(9) . . ? C11 C12 H12 118.8 . . ? C13 C12 H12 118.8 . . ? C12 C13 C8 119.7(7) . . ? C12 C13 H13 120.2 . . ? C8 C13 H13 120.2 . . ? N2 C14 C15 122.0(5) . . ? N2 C14 C2 115.8(5) . . ? C15 C14 C2 122.1(5) . . ? C16 C15 C14 118.8(6) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? C15 C16 C17 119.6(6) . . ? C15 C16 H16 120.2 . . ? C17 C16 H16 120.2 . . ? C18 C17 C16 119.6(7) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? N2 C18 C17 121.4(6) . . ? N2 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? Cl3A C1A Cl3C 110.3(4) . . ? Cl3A C1A Cl3B 109.7(4) . . ? Cl3C C1A Cl3B 108.4(4) . . ? Cl3A C1A H1A 109.5 . . ? Cl3C C1A H1A 109.5 . . ? Cl3B C1A H1A 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Pd N1 C2 13.4(3) . . . . ? Cl1 Pd N1 C2 -167.3(3) . . . . ? Cl2 Pd N1 C2 43(3) . . . . ? N2 Pd N1 C6 132.4(4) . . . . ? Cl1 Pd N1 C6 -48.2(4) . . . . ? Cl2 Pd N1 C6 162(2) . . . . ? N2 Pd N1 C4 -100.2(3) . . . . ? Cl1 Pd N1 C4 79.1(3) . . . . ? Cl2 Pd N1 C4 -70(3) . . . . ? N1 Pd N2 C14 -2.0(4) . . . . ? Cl1 Pd N2 C14 -12(3) . . . . ? Cl2 Pd N2 C14 179.3(4) . . . . ? N1 Pd N2 C18 174.2(5) . . . . ? Cl1 Pd N2 C18 164(2) . . . . ? Cl2 Pd N2 C18 -4.5(5) . . . . ? C5 O C2 N1 7.7(6) . . . . ? C5 O C2 C14 -118.7(5) . . . . ? C6 N1 C2 O 90.2(5) . . . . ? C4 N1 C2 O -25.8(5) . . . . ? Pd N1 C2 O -147.6(3) . . . . ? C6 N1 C2 C14 -144.3(5) . . . . ? C4 N1 C2 C14 99.7(5) . . . . ? Pd N1 C2 C14 -22.1(5) . . . . ? C2 N1 C4 C7 -90.2(5) . . . . ? C6 N1 C4 C7 155.4(5) . . . . ? Pd N1 C4 C7 26.6(5) . . . . ? C2 N1 C4 C5 32.4(5) . . . . ? C6 N1 C4 C5 -82.0(5) . . . . ? Pd N1 C4 C5 149.2(3) . . . . ? C2 O C5 C8 141.8(5) . . . . ? C2 O C5 C4 13.5(6) . . . . ? C7 C4 C5 O 93.9(6) . . . . ? N1 C4 C5 O -28.6(5) . . . . ? C7 C4 C5 C8 -29.3(7) . . . . ? N1 C4 C5 C8 -151.9(5) . . . . ? O C5 C8 C9 155.6(5) . . . . ? C4 C5 C8 C9 -84.4(7) . . . . ? O C5 C8 C13 -24.9(7) . . . . ? C4 C5 C8 C13 95.2(6) . . . . ? C13 C8 C9 C10 2.7(9) . . . . ? C5 C8 C9 C10 -177.8(6) . . . . ? C8 C9 C10 C11 -1.0(10) . . . . ? C9 C10 C11 C12 -1.6(11) . . . . ? C10 C11 C12 C13 2.5(12) . . . . ? C11 C12 C13 C8 -0.8(11) . . . . ? C9 C8 C13 C12 -1.8(9) . . . . ? C5 C8 C13 C12 178.6(6) . . . . ? C18 N2 C14 C15 -2.8(8) . . . . ? Pd N2 C14 C15 173.7(5) . . . . ? C18 N2 C14 C2 173.1(5) . . . . ? Pd N2 C14 C2 -10.4(6) . . . . ? O C2 C14 N2 146.7(5) . . . . ? N1 C2 C14 N2 22.4(7) . . . . ? O C2 C14 C15 -37.4(7) . . . . ? N1 C2 C14 C15 -161.7(5) . . . . ? N2 C14 C15 C16 3.0(10) . . . . ? C2 C14 C15 C16 -172.7(6) . . . . ? C14 C15 C16 C17 -1.4(12) . . . . ? C15 C16 C17 C18 -0.2(13) . . . . ? C14 N2 C18 C17 1.1(9) . . . . ? Pd N2 C18 C17 -174.9(5) . . . . ? C16 C17 C18 N2 0.3(11) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.350 _refine_diff_density_min -0.420 _refine_diff_density_rms 0.064 #============================================================================= # END of CIF #=============================================================================