# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Gossage, Robert' _publ_contact_author_email gossage@ryerson.ca _publ_section_title ; Oxazoles revisited: On the nature of binding of benzoxazole and 2-methylbenzoxazole with the zinc and palladium halides ; loop_ _publ_author_name R.Jones M.Chojnacka Quail M.G.Gardiner A.Decken B.Yates ; R.Gossage ; # Attachment '- 793829_Complex_1.cif' data_1094 _database_code_depnum_ccdc_archive 'CCDC 793829' #TrackingRef '- 793829_Complex_1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H10 Cl2 N2 O2 Zn' _chemical_formula_sum 'C14 H10 Cl2 N2 O2 Zn' _chemical_formula_weight 374.51 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 15.4874(4) _cell_length_b 7.0384(2) _cell_length_c 13.2612(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.997(2) _cell_angle_gamma 90.00 _cell_volume 1445.34(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3555 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description chip _exptl_crystal_colour colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.721 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 2.072 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.801 _exptl_absorpt_correction_T_max 0.847 _exptl_absorpt_process_details 'Shelxtl 6.10 (Bruker-AXS, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 20224 _diffrn_reflns_av_R_equivalents 0.0728 _diffrn_reflns_av_sigmaI/netI 0.0404 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3304 _reflns_number_gt 2702 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Nonius BV, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0329P)^2^+2.6816P] 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 0.0059(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3304 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0569 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.1036 _refine_ls_wR_factor_gt 0.0965 _refine_ls_goodness_of_fit_ref 1.133 _refine_ls_restrained_S_all 1.133 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.24187(2) 0.01971(5) 0.66118(3) 0.02410(14) Uani 1 1 d . . . Cl1 Cl 0.27837(6) -0.04458(14) 0.82028(7) 0.0344(2) Uani 1 1 d . . . Cl2 Cl 0.24552(6) 0.32234(12) 0.61453(8) 0.0361(2) Uani 1 1 d . . . O1 O 0.43000(16) -0.3427(3) 0.54666(19) 0.0289(6) Uani 1 1 d . . . N1 N 0.32715(18) -0.1288(4) 0.5749(2) 0.0249(6) Uani 1 1 d . . . C1 C 0.3692(2) -0.0772(5) 0.4854(3) 0.0218(7) Uani 1 1 d . . . C2 C 0.3570(2) 0.0746(5) 0.4193(3) 0.0266(7) Uani 1 1 d . . . H2 H 0.3129 0.1665 0.4286 0.032 Uiso 1 1 calc R . . C3 C 0.4128(2) 0.0834(5) 0.3393(3) 0.0297(8) Uani 1 1 d . . . H3 H 0.4062 0.1840 0.2921 0.036 Uiso 1 1 calc R . . C4 C 0.4785(2) -0.0494(5) 0.3249(3) 0.0291(8) Uani 1 1 d . . . H4 H 0.5157 -0.0357 0.2692 0.035 Uiso 1 1 calc R . . C5 C 0.4905(2) -0.2018(5) 0.3909(3) 0.0287(8) Uani 1 1 d . . . H5 H 0.5350 -0.2931 0.3826 0.034 Uiso 1 1 calc R . . C6 C 0.4330(2) -0.2103(5) 0.4693(3) 0.0243(7) Uani 1 1 d . . . C7 C 0.3663(2) -0.2815(5) 0.6052(3) 0.0285(8) Uani 1 1 d . . . H7 H 0.3507 -0.3460 0.6651 0.034 Uiso 1 1 calc R . . O11 O 0.02582(16) -0.3328(3) 0.6168(2) 0.0330(6) Uani 1 1 d . . . N11 N 0.12406(18) -0.1024(4) 0.6309(2) 0.0246(6) Uani 1 1 d . . . C11 C 0.0415(2) -0.0194(5) 0.6301(2) 0.0229(7) Uani 1 1 d . . . C12 C 0.0152(2) 0.1709(5) 0.6351(3) 0.0274(7) Uani 1 1 d . . . H12 H 0.0556 0.2724 0.6394 0.033 Uiso 1 1 calc R . . C13 C -0.0729(2) 0.2020(5) 0.6335(3) 0.0320(8) Uani 1 1 d . . . H13 H -0.0936 0.3289 0.6364 0.038 Uiso 1 1 calc R . . C14 C -0.1326(2) 0.0529(6) 0.6278(3) 0.0333(8) Uani 1 1 d . . . H14 H -0.1926 0.0812 0.6282 0.040 Uiso 1 1 calc R . . C15 C -0.1063(2) -0.1364(6) 0.6215(3) 0.0320(8) Uani 1 1 d . . . H15 H -0.1462 -0.2388 0.6168 0.038 Uiso 1 1 calc R . . C16 C -0.0186(2) -0.1631(5) 0.6226(3) 0.0262(7) Uani 1 1 d . . . C17 C 0.1096(2) -0.2836(5) 0.6230(3) 0.0313(8) Uani 1 1 d . . . H17 H 0.1549 -0.3746 0.6216 0.038 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 Zn1 0.0204(2) 0.0211(2) 0.0308(2) 0.00046(16) 0.00248(15) 0.00057(14) Cl1 0.0352(5) 0.0360(5) 0.0318(5) 0.0021(4) -0.0040(4) -0.0022(4) Cl2 0.0351(5) 0.0194(4) 0.0540(6) 0.0029(4) 0.0072(4) 0.0016(3) O1 0.0289(13) 0.0215(12) 0.0363(14) 0.0031(10) 0.0040(11) 0.0051(10) N1 0.0234(14) 0.0208(14) 0.0305(16) 0.0029(12) 0.0020(12) -0.0012(11) C1 0.0177(15) 0.0216(15) 0.0259(17) -0.0014(13) -0.0001(12) -0.0003(12) C2 0.0234(17) 0.0246(17) 0.0316(19) 0.0027(14) -0.0008(14) 0.0013(13) C3 0.0294(18) 0.0298(18) 0.0300(19) 0.0045(15) -0.0005(15) -0.0023(14) C4 0.0290(18) 0.0309(19) 0.0274(18) -0.0055(15) 0.0020(14) -0.0023(14) C5 0.0236(17) 0.0310(18) 0.0316(19) -0.0067(15) 0.0008(14) 0.0021(14) C6 0.0215(16) 0.0214(16) 0.0301(18) -0.0004(13) -0.0009(14) -0.0007(12) C7 0.0246(17) 0.0243(17) 0.037(2) 0.0050(15) 0.0066(15) -0.0005(13) O11 0.0276(13) 0.0228(12) 0.0486(17) 0.0011(11) -0.0025(12) -0.0018(10) N11 0.0219(14) 0.0227(14) 0.0290(15) 0.0018(12) -0.0016(11) 0.0014(11) C11 0.0224(16) 0.0264(17) 0.0200(16) 0.0005(13) 0.0012(12) -0.0003(13) C12 0.0267(17) 0.0238(17) 0.0319(19) -0.0031(14) 0.0030(14) -0.0003(13) C13 0.0293(19) 0.0322(19) 0.035(2) -0.0052(16) 0.0019(16) 0.0063(15) C14 0.0233(18) 0.042(2) 0.034(2) -0.0034(17) 0.0004(15) 0.0021(15) C15 0.0275(18) 0.035(2) 0.033(2) 0.0015(16) -0.0018(15) -0.0064(15) C16 0.0245(17) 0.0252(17) 0.0287(18) 0.0019(14) 0.0004(14) -0.0004(13) C17 0.0266(18) 0.0240(17) 0.043(2) 0.0021(15) 0.0017(16) -0.0004(14) _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 Zn1 N1 2.049(3) . ? Zn1 N11 2.050(3) . ? Zn1 Cl2 2.2190(9) . ? Zn1 Cl1 2.2214(10) . ? O1 C7 1.338(4) . ? O1 C6 1.387(4) . ? N1 C7 1.294(4) . ? N1 C1 1.411(4) . ? C1 C6 1.381(5) . ? C1 C2 1.393(5) . ? C2 C3 1.381(5) . ? C2 H2 0.9500 . ? C3 C4 1.398(5) . ? C3 H3 0.9500 . ? C4 C5 1.395(5) . ? C4 H4 0.9500 . ? C5 C6 1.382(5) . ? C5 H5 0.9500 . ? C7 H7 0.9500 . ? O11 C17 1.344(4) . ? O11 C16 1.382(4) . ? N11 C17 1.299(5) . ? N11 C11 1.405(4) . ? C11 C16 1.377(5) . ? C11 C12 1.402(5) . ? C12 C13 1.382(5) . ? C12 H12 0.9500 . ? C13 C14 1.400(5) . ? C13 H13 0.9500 . ? C14 C15 1.396(5) . ? C14 H14 0.9500 . ? C15 C16 1.371(5) . ? C15 H15 0.9500 . ? C17 H17 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N11 104.89(11) . . ? N1 Zn1 Cl2 108.31(8) . . ? N11 Zn1 Cl2 112.00(8) . . ? N1 Zn1 Cl1 105.70(9) . . ? N11 Zn1 Cl1 108.16(9) . . ? Cl2 Zn1 Cl1 116.94(4) . . ? C7 O1 C6 104.3(3) . . ? C7 N1 C1 104.7(3) . . ? C7 N1 Zn1 123.6(2) . . ? C1 N1 Zn1 130.5(2) . . ? C6 C1 C2 120.8(3) . . ? C6 C1 N1 107.3(3) . . ? C2 C1 N1 131.8(3) . . ? C3 C2 C1 116.0(3) . . ? C3 C2 H2 122.0 . . ? C1 C2 H2 122.0 . . ? C2 C3 C4 122.8(3) . . ? C2 C3 H3 118.6 . . ? C4 C3 H3 118.6 . . ? C5 C4 C3 121.2(3) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? C6 C5 C4 115.2(3) . . ? C6 C5 H5 122.4 . . ? C4 C5 H5 122.4 . . ? C1 C6 C5 124.0(3) . . ? C1 C6 O1 107.9(3) . . ? C5 C6 O1 128.0(3) . . ? N1 C7 O1 115.7(3) . . ? N1 C7 H7 122.2 . . ? O1 C7 H7 122.2 . . ? C17 O11 C16 104.8(3) . . ? C17 N11 C11 104.6(3) . . ? C17 N11 Zn1 125.4(2) . . ? C11 N11 Zn1 129.3(2) . . ? C16 C11 C12 120.6(3) . . ? C16 C11 N11 108.1(3) . . ? C12 C11 N11 131.4(3) . . ? C13 C12 C11 116.0(3) . . ? C13 C12 H12 122.0 . . ? C11 C12 H12 122.0 . . ? C12 C13 C14 122.2(3) . . ? C12 C13 H13 118.9 . . ? C14 C13 H13 118.9 . . ? C15 C14 C13 121.7(3) . . ? C15 C14 H14 119.2 . . ? C13 C14 H14 119.2 . . ? C16 C15 C14 114.8(3) . . ? C16 C15 H15 122.6 . . ? C14 C15 H15 122.6 . . ? C15 C16 C11 124.7(3) . . ? C15 C16 O11 127.8(3) . . ? C11 C16 O11 107.5(3) . . ? N11 C17 O11 115.0(3) . . ? N11 C17 H17 122.5 . . ? O11 C17 H17 122.5 . . ? 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 N11 Zn1 N1 C7 -88.6(3) . . . . ? Cl2 Zn1 N1 C7 151.6(3) . . . . ? Cl1 Zn1 N1 C7 25.6(3) . . . . ? N11 Zn1 N1 C1 105.6(3) . . . . ? Cl2 Zn1 N1 C1 -14.1(3) . . . . ? Cl1 Zn1 N1 C1 -140.2(3) . . . . ? C7 N1 C1 C6 -0.1(4) . . . . ? Zn1 N1 C1 C6 167.7(2) . . . . ? C7 N1 C1 C2 -179.1(4) . . . . ? Zn1 N1 C1 C2 -11.4(6) . . . . ? C6 C1 C2 C3 -0.9(5) . . . . ? N1 C1 C2 C3 178.1(3) . . . . ? C1 C2 C3 C4 -0.7(5) . . . . ? C2 C3 C4 C5 1.0(6) . . . . ? C3 C4 C5 C6 0.3(5) . . . . ? C2 C1 C6 C5 2.3(5) . . . . ? N1 C1 C6 C5 -176.9(3) . . . . ? C2 C1 C6 O1 179.8(3) . . . . ? N1 C1 C6 O1 0.6(4) . . . . ? C4 C5 C6 C1 -1.9(5) . . . . ? C4 C5 C6 O1 -178.9(3) . . . . ? C7 O1 C6 C1 -0.9(4) . . . . ? C7 O1 C6 C5 176.5(4) . . . . ? C1 N1 C7 O1 -0.5(4) . . . . ? Zn1 N1 C7 O1 -169.4(2) . . . . ? C6 O1 C7 N1 0.9(4) . . . . ? N1 Zn1 N11 C17 42.3(3) . . . . ? Cl2 Zn1 N11 C17 159.6(3) . . . . ? Cl1 Zn1 N11 C17 -70.2(3) . . . . ? N1 Zn1 N11 C11 -148.9(3) . . . . ? Cl2 Zn1 N11 C11 -31.6(3) . . . . ? Cl1 Zn1 N11 C11 98.7(3) . . . . ? C17 N11 C11 C16 0.7(4) . . . . ? Zn1 N11 C11 C16 -169.9(2) . . . . ? C17 N11 C11 C12 -179.1(4) . . . . ? Zn1 N11 C11 C12 10.3(5) . . . . ? C16 C11 C12 C13 0.8(5) . . . . ? N11 C11 C12 C13 -179.3(3) . . . . ? C11 C12 C13 C14 0.4(6) . . . . ? C12 C13 C14 C15 -1.2(6) . . . . ? C13 C14 C15 C16 0.7(6) . . . . ? C14 C15 C16 C11 0.5(6) . . . . ? C14 C15 C16 O11 -179.5(4) . . . . ? C12 C11 C16 C15 -1.3(6) . . . . ? N11 C11 C16 C15 178.8(3) . . . . ? C12 C11 C16 O11 178.7(3) . . . . ? N11 C11 C16 O11 -1.2(4) . . . . ? C17 O11 C16 C15 -178.8(4) . . . . ? C17 O11 C16 C11 1.1(4) . . . . ? C11 N11 C17 O11 0.0(4) . . . . ? Zn1 N11 C17 O11 171.1(2) . . . . ? C16 O11 C17 N11 -0.7(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.493 _refine_diff_density_min -0.450 _refine_diff_density_rms 0.104 # Attachment '- 793830_Complex_2.cif' data_1153 _database_code_depnum_ccdc_archive 'CCDC 793830' #TrackingRef '- 793830_Complex_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H10 Br2 N2 O2 Zn' _chemical_formula_sum 'C14 H10 Br2 N2 O2 Zn' _chemical_formula_weight 463.43 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' Br Br -0.2901 2.4595 '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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 15.9848(4) _cell_length_b 7.0380(2) _cell_length_c 13.5346(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.279(2) _cell_angle_gamma 90.00 _cell_volume 1522.28(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3748 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description chip _exptl_crystal_colour colourless _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.022 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 6.866 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.310 _exptl_absorpt_correction_T_max 0.410 _exptl_absorpt_process_details 'Shelxtl 6.10 (Bruker-AXS, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 21346 _diffrn_reflns_av_R_equivalents 0.0685 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3488 _reflns_number_gt 2760 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'maXus(Mackay et al., 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Xtal3.7(Hall et al., 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0255P)^2^+2.0033P] 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 0.0053(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3488 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0482 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0729 _refine_ls_wR_factor_gt 0.0660 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.24379(2) 0.51320(5) 0.33796(3) 0.02206(11) Uani 1 1 d . . . Br1 Br 0.24626(2) 0.83967(5) 0.37420(3) 0.03354(12) Uani 1 1 d . . . Br2 Br 0.26675(2) 0.42703(6) 0.17273(3) 0.03638(12) Uani 1 1 d . . . O1 O 0.43800(14) 0.1679(3) 0.44873(18) 0.0277(5) Uani 1 1 d . . . O2 O 0.06468(15) 0.1743(4) 0.4764(2) 0.0331(6) Uani 1 1 d . . . N1 N 0.33519(16) 0.3757(4) 0.4199(2) 0.0227(6) Uani 1 1 d . . . N2 N 0.14094(16) 0.3842(4) 0.3946(2) 0.0225(6) Uani 1 1 d . . . C1 C 0.37448(19) 0.4236(5) 0.5114(2) 0.0220(7) Uani 1 1 d . . . C2 C 0.3601(2) 0.5692(5) 0.5777(3) 0.0262(7) Uani 1 1 d . . . H2 H 0.3165 0.6592 0.5672 0.031 Uiso 1 1 calc R . . C3 C 0.4132(2) 0.5761(5) 0.6603(3) 0.0299(8) Uani 1 1 d . . . H3 H 0.4051 0.6721 0.7085 0.036 Uiso 1 1 calc R . . C4 C 0.4785(2) 0.4449(6) 0.6744(3) 0.0314(8) Uani 1 1 d . . . H4 H 0.5142 0.4565 0.7311 0.038 Uiso 1 1 calc R . . C5 C 0.4925(2) 0.2996(5) 0.6083(3) 0.0296(8) Uani 1 1 d . . . H5 H 0.5365 0.2101 0.6177 0.036 Uiso 1 1 calc R . . C6 C 0.4383(2) 0.2932(5) 0.5275(2) 0.0239(7) Uani 1 1 d . . . C7 C 0.3754(2) 0.2282(5) 0.3891(3) 0.0261(7) Uani 1 1 d . . . H7 H 0.3616 0.1669 0.3283 0.031 Uiso 1 1 calc R . . C11 C 0.0090(2) 0.2904(5) 0.4249(2) 0.0248(7) Uani 1 1 d . . . C12 C -0.0767(2) 0.2849(5) 0.4231(3) 0.0311(8) Uani 1 1 d . . . H12 H -0.1073 0.1936 0.4592 0.037 Uiso 1 1 calc R . . C13 C -0.1153(2) 0.4210(6) 0.3650(3) 0.0350(9) Uani 1 1 d . . . H13 H -0.1747 0.4227 0.3598 0.042 Uiso 1 1 calc R . . C14 C -0.0699(2) 0.5565(6) 0.3136(3) 0.0385(9) Uani 1 1 d . . . H14 H -0.0994 0.6492 0.2755 0.046 Uiso 1 1 calc R . . C15 C 0.0162(2) 0.5604(6) 0.3163(3) 0.0342(9) Uani 1 1 d . . . H15 H 0.0470 0.6526 0.2809 0.041 Uiso 1 1 calc R . . C16 C 0.05539(19) 0.4216(5) 0.3736(2) 0.0213(7) Uani 1 1 d . . . C17 C 0.1406(2) 0.2411(5) 0.4535(3) 0.0284(7) Uani 1 1 d . . . H17 H 0.1908 0.1860 0.4793 0.034 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 Zn1 0.01971(19) 0.0233(2) 0.0232(2) -0.00164(15) -0.00039(14) -0.00163(15) Br1 0.0398(2) 0.02197(19) 0.0389(2) -0.00230(15) 0.00191(16) -0.00242(15) Br2 0.0408(2) 0.0447(2) 0.02360(19) -0.00623(16) 0.00106(15) 0.00264(17) O1 0.0250(12) 0.0261(13) 0.0319(14) -0.0026(10) -0.0017(10) 0.0023(10) O2 0.0280(13) 0.0278(14) 0.0437(16) 0.0106(12) 0.0055(11) -0.0014(11) N1 0.0196(13) 0.0225(15) 0.0260(15) -0.0020(12) -0.0005(11) -0.0021(11) N2 0.0202(13) 0.0215(14) 0.0258(14) -0.0010(12) 0.0009(11) -0.0009(11) C1 0.0174(15) 0.0235(17) 0.0251(16) 0.0014(14) 0.0008(12) -0.0017(13) C2 0.0202(16) 0.0297(19) 0.0288(18) -0.0023(15) 0.0012(13) -0.0017(14) C3 0.0323(19) 0.035(2) 0.0227(17) -0.0057(15) 0.0035(14) -0.0048(16) C4 0.0247(17) 0.042(2) 0.0275(18) 0.0065(16) -0.0056(14) -0.0049(16) C5 0.0243(17) 0.034(2) 0.0299(19) 0.0075(16) -0.0010(14) 0.0026(15) C6 0.0208(16) 0.0246(18) 0.0263(17) 0.0026(14) 0.0050(13) -0.0032(13) C7 0.0229(16) 0.0243(17) 0.0309(18) -0.0056(15) -0.0029(13) -0.0007(14) C11 0.0256(17) 0.0218(17) 0.0270(17) -0.0009(14) 0.0018(14) 0.0008(13) C12 0.0253(18) 0.034(2) 0.0340(19) -0.0017(16) 0.0065(15) -0.0062(15) C13 0.0213(17) 0.051(3) 0.033(2) -0.0028(18) 0.0017(14) -0.0003(17) C14 0.032(2) 0.049(3) 0.035(2) 0.0146(18) -0.0018(16) 0.0055(18) C15 0.0293(18) 0.042(2) 0.0313(19) 0.0161(17) 0.0009(15) 0.0002(17) C16 0.0190(15) 0.0244(17) 0.0204(15) -0.0004(13) 0.0013(12) 0.0001(13) C17 0.0237(17) 0.0275(18) 0.0341(19) 0.0016(16) 0.0025(14) 0.0031(14) _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 Zn1 N2 2.042(3) . ? Zn1 N1 2.056(3) . ? Zn1 Br1 2.3496(5) . ? Zn1 Br2 2.3538(5) . ? O1 C7 1.340(4) . ? O1 C6 1.384(4) . ? O2 C17 1.344(4) . ? O2 C11 1.385(4) . ? N1 C7 1.296(4) . ? N1 C1 1.417(4) . ? N2 C17 1.285(4) . ? N2 C16 1.415(4) . ? C1 C2 1.384(5) . ? C1 C6 1.386(5) . ? C2 C3 1.389(5) . ? C2 H2 0.9500 . ? C3 C4 1.404(5) . ? C3 H3 0.9500 . ? C4 C5 1.380(5) . ? C4 H4 0.9500 . ? C5 C6 1.381(5) . ? C5 H5 0.9500 . ? C7 H7 0.9500 . ? C11 C12 1.371(5) . ? C11 C16 1.381(5) . ? C12 C13 1.376(5) . ? C12 H12 0.9500 . ? C13 C14 1.394(6) . ? C13 H13 0.9500 . ? C14 C15 1.377(5) . ? C14 H14 0.9500 . ? C15 C16 1.388(5) . ? C15 H15 0.9500 . ? C17 H17 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn1 N1 99.02(11) . . ? N2 Zn1 Br1 111.50(8) . . ? N1 Zn1 Br1 109.82(8) . . ? N2 Zn1 Br2 112.68(8) . . ? N1 Zn1 Br2 105.50(8) . . ? Br1 Zn1 Br2 116.62(2) . . ? C7 O1 C6 104.6(3) . . ? C17 O2 C11 104.5(3) . . ? C7 N1 C1 105.0(3) . . ? C7 N1 Zn1 123.7(2) . . ? C1 N1 Zn1 130.9(2) . . ? C17 N2 C16 104.6(3) . . ? C17 N2 Zn1 126.6(2) . . ? C16 N2 Zn1 128.6(2) . . ? C2 C1 C6 121.4(3) . . ? C2 C1 N1 131.7(3) . . ? C6 C1 N1 106.9(3) . . ? C1 C2 C3 116.1(3) . . ? C1 C2 H2 121.9 . . ? C3 C2 H2 121.9 . . ? C2 C3 C4 121.7(3) . . ? C2 C3 H3 119.2 . . ? C4 C3 H3 119.1 . . ? C5 C4 C3 122.0(3) . . ? C5 C4 H4 119.0 . . ? C3 C4 H4 119.0 . . ? C4 C5 C6 115.4(3) . . ? C4 C5 H5 122.3 . . ? C6 C5 H5 122.3 . . ? C5 C6 O1 128.5(3) . . ? C5 C6 C1 123.4(3) . . ? O1 C6 C1 108.1(3) . . ? N1 C7 O1 115.4(3) . . ? N1 C7 H7 122.3 . . ? O1 C7 H7 122.3 . . ? C12 C11 C16 123.9(3) . . ? C12 C11 O2 128.6(3) . . ? C16 C11 O2 107.6(3) . . ? C11 C12 C13 115.2(3) . . ? C11 C12 H12 122.4 . . ? C13 C12 H12 122.4 . . ? C12 C13 C14 121.9(3) . . ? C12 C13 H13 119.0 . . ? C14 C13 H13 119.0 . . ? C15 C14 C13 122.2(4) . . ? C15 C14 H14 118.9 . . ? C13 C14 H14 118.9 . . ? C14 C15 C16 116.0(3) . . ? C14 C15 H15 122.0 . . ? C16 C15 H15 122.0 . . ? C11 C16 C15 120.8(3) . . ? C11 C16 N2 107.6(3) . . ? C15 C16 N2 131.7(3) . . ? N2 C17 O2 115.7(3) . . ? N2 C17 H17 122.1 . . ? O2 C17 H17 122.1 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn1 N1 C7 96.1(3) . . . . ? Br1 Zn1 N1 C7 -147.1(3) . . . . ? Br2 Zn1 N1 C7 -20.6(3) . . . . ? N2 Zn1 N1 C1 -91.5(3) . . . . ? Br1 Zn1 N1 C1 25.3(3) . . . . ? Br2 Zn1 N1 C1 151.8(3) . . . . ? N1 Zn1 N2 C17 -8.5(3) . . . . ? Br1 Zn1 N2 C17 -124.1(3) . . . . ? Br2 Zn1 N2 C17 102.6(3) . . . . ? N1 Zn1 N2 C16 176.1(3) . . . . ? Br1 Zn1 N2 C16 60.5(3) . . . . ? Br2 Zn1 N2 C16 -72.9(3) . . . . ? C7 N1 C1 C2 178.6(4) . . . . ? Zn1 N1 C1 C2 5.2(5) . . . . ? C7 N1 C1 C6 0.2(4) . . . . ? Zn1 N1 C1 C6 -173.3(2) . . . . ? C6 C1 C2 C3 0.0(5) . . . . ? N1 C1 C2 C3 -178.3(3) . . . . ? C1 C2 C3 C4 1.2(5) . . . . ? C2 C3 C4 C5 -1.5(6) . . . . ? C3 C4 C5 C6 0.4(5) . . . . ? C4 C5 C6 O1 178.4(3) . . . . ? C4 C5 C6 C1 0.9(5) . . . . ? C7 O1 C6 C5 -177.3(3) . . . . ? C7 O1 C6 C1 0.5(3) . . . . ? C2 C1 C6 C5 -1.2(5) . . . . ? N1 C1 C6 C5 177.5(3) . . . . ? C2 C1 C6 O1 -179.1(3) . . . . ? N1 C1 C6 O1 -0.4(4) . . . . ? C1 N1 C7 O1 0.1(4) . . . . ? Zn1 N1 C7 O1 174.2(2) . . . . ? C6 O1 C7 N1 -0.4(4) . . . . ? C17 O2 C11 C12 -179.3(4) . . . . ? C17 O2 C11 C16 0.0(4) . . . . ? C16 C11 C12 C13 0.3(5) . . . . ? O2 C11 C12 C13 179.5(3) . . . . ? C11 C12 C13 C14 -1.2(6) . . . . ? C12 C13 C14 C15 1.2(7) . . . . ? C13 C14 C15 C16 -0.2(6) . . . . ? C12 C11 C16 C15 0.6(6) . . . . ? O2 C11 C16 C15 -178.8(3) . . . . ? C12 C11 C16 N2 179.3(3) . . . . ? O2 C11 C16 N2 0.0(4) . . . . ? C14 C15 C16 C11 -0.6(6) . . . . ? C14 C15 C16 N2 -179.0(4) . . . . ? C17 N2 C16 C11 0.1(4) . . . . ? Zn1 N2 C16 C11 176.3(2) . . . . ? C17 N2 C16 C15 178.6(4) . . . . ? Zn1 N2 C16 C15 -5.2(5) . . . . ? C16 N2 C17 O2 -0.1(4) . . . . ? Zn1 N2 C17 O2 -176.4(2) . . . . ? C11 O2 C17 N2 0.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.506 _refine_diff_density_min -0.524 _refine_diff_density_rms 0.107 # Attachment '- 793831_Complex_4.cif' data_rg _database_code_depnum_ccdc_archive 'CCDC 793831' #TrackingRef '- 793831_Complex_4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 Br2 N2 O2 Zn' _chemical_formula_weight 491.48 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 9.522(7) _cell_length_b 25.846(19) _cell_length_c 7.222(5) _cell_angle_alpha 90.00 _cell_angle_beta 108.101(10) _cell_angle_gamma 90.00 _cell_volume 1689(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5457 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 27.95 _exptl_crystal_description Irregular _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.932 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 6.193 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.3706 _exptl_absorpt_correction_T_max 0.7471 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11460 _diffrn_reflns_av_R_equivalents 0.0488 _diffrn_reflns_av_sigmaI/netI 0.0461 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.58 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3778 _reflns_number_gt 3238 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0338P)^2^+1.4536P] 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 3778 _refine_ls_number_parameters 210 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0398 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0809 _refine_ls_wR_factor_gt 0.0763 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 Zn1 Zn 0.19173(4) 0.129219(12) 0.99646(5) 0.02022(10) Uani 1 1 d . . . Br1 Br 0.13470(4) 0.075981(11) 1.23343(5) 0.02579(10) Uani 1 1 d . . . Br2 Br 0.35615(4) 0.196546(11) 1.14544(5) 0.02698(10) Uani 1 1 d . . . N1 N -0.0027(3) 0.15536(9) 0.7998(4) 0.0222(5) Uani 1 1 d . . . C2 C -0.1103(4) 0.12546(11) 0.7031(5) 0.0261(7) Uani 1 1 d . . . O3 O -0.2354(2) 0.15080(8) 0.6027(3) 0.0268(5) Uani 1 1 d . . . C4 C -0.2023(4) 0.20295(11) 0.6410(5) 0.0225(6) Uani 1 1 d . . . C5 C -0.0576(3) 0.20660(11) 0.7627(4) 0.0200(6) Uani 1 1 d . . . C6 C -0.2944(4) 0.24443(12) 0.5714(5) 0.0257(7) Uani 1 1 d . . . H6 H -0.3933 0.2405 0.4894 0.031 Uiso 1 1 calc R . . C7 C -0.2310(4) 0.29234(12) 0.6307(5) 0.0279(7) Uani 1 1 d . . . H7 H -0.2886 0.3226 0.5886 0.033 Uiso 1 1 calc R . . C8 C -0.0841(4) 0.29746(11) 0.7514(5) 0.0279(7) Uani 1 1 d . . . H8 H -0.0449 0.3311 0.7867 0.033 Uiso 1 1 calc R . . C9 C 0.0060(4) 0.25467(11) 0.8207(5) 0.0234(6) Uani 1 1 d . . . H9 H 0.1051 0.2582 0.9028 0.028 Uiso 1 1 calc R . . C10 C -0.1142(4) 0.06836(10) 0.6848(5) 0.0285(8) Uani 1 1 d . . . H10A H -0.0853 0.0583 0.5710 0.043 Uiso 1 1 calc R . . H10B H -0.2145 0.0560 0.6690 0.043 Uiso 1 1 calc R . . H10C H -0.0455 0.0531 0.8024 0.043 Uiso 1 1 calc R . . N11 N 0.2855(3) 0.08515(9) 0.8251(4) 0.0211(5) Uani 1 1 d . . . C12 C 0.3747(4) 0.10330(11) 0.7356(5) 0.0242(7) Uani 1 1 d . . . O13 O 0.4560(3) 0.06662(8) 0.6814(3) 0.0262(5) Uani 1 1 d . . . C14 C 0.4100(4) 0.02013(11) 0.7382(5) 0.0226(6) Uani 1 1 d . . . C15 C 0.3031(3) 0.03061(10) 0.8265(5) 0.0209(6) Uani 1 1 d . . . C16 C 0.4603(4) -0.02888(12) 0.7170(5) 0.0276(7) Uani 1 1 d . . . H16 H 0.5356 -0.0349 0.6588 0.033 Uiso 1 1 calc R . . C17 C 0.3928(4) -0.06875(12) 0.7869(5) 0.0302(8) Uani 1 1 d . . . H17 H 0.4234 -0.1034 0.7778 0.036 Uiso 1 1 calc R . . C18 C 0.2813(4) -0.05921(11) 0.8699(5) 0.0290(7) Uani 1 1 d . . . H18 H 0.2355 -0.0876 0.9117 0.035 Uiso 1 1 calc R . . C19 C 0.2350(4) -0.00926(11) 0.8935(5) 0.0264(7) Uani 1 1 d . . . H19 H 0.1605 -0.0029 0.9527 0.032 Uiso 1 1 calc R . . C20 C 0.3963(4) 0.15723(12) 0.6829(5) 0.0323(8) Uani 1 1 d . . . H20A H 0.3289 0.1800 0.7235 0.049 Uiso 1 1 calc R . . H20B H 0.3757 0.1598 0.5416 0.049 Uiso 1 1 calc R . . H20C H 0.4986 0.1677 0.7487 0.049 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 Zn1 0.0194(2) 0.01766(16) 0.0228(2) -0.00071(13) 0.00530(15) 0.00079(12) Br1 0.02703(18) 0.02365(15) 0.02831(19) 0.00335(12) 0.01095(14) 0.00121(11) Br2 0.02639(18) 0.02278(15) 0.02887(19) -0.00408(12) 0.00439(14) -0.00505(11) N1 0.0211(14) 0.0202(11) 0.0233(14) -0.0012(10) 0.0038(11) 0.0018(9) C2 0.0230(17) 0.0237(14) 0.0275(18) 0.0001(13) 0.0019(14) 0.0011(12) O3 0.0255(12) 0.0210(10) 0.0280(12) 0.0005(9) 0.0000(10) -0.0004(8) C4 0.0249(17) 0.0203(13) 0.0222(16) -0.0007(12) 0.0070(13) -0.0016(11) C5 0.0239(16) 0.0210(13) 0.0173(15) 0.0012(11) 0.0095(12) 0.0011(11) C6 0.0242(17) 0.0289(15) 0.0231(16) 0.0016(13) 0.0061(13) 0.0022(12) C7 0.0318(19) 0.0229(14) 0.0304(18) 0.0037(13) 0.0116(15) 0.0066(12) C8 0.037(2) 0.0212(14) 0.0270(18) -0.0003(13) 0.0128(15) -0.0017(13) C9 0.0243(17) 0.0229(14) 0.0236(16) -0.0015(12) 0.0084(13) -0.0028(11) C10 0.0308(18) 0.0138(13) 0.0301(18) -0.0005(12) -0.0062(14) -0.0014(11) N11 0.0240(14) 0.0168(11) 0.0226(14) -0.0015(10) 0.0076(11) -0.0001(9) C12 0.0304(18) 0.0233(14) 0.0185(16) -0.0018(12) 0.0070(13) 0.0003(12) O13 0.0316(13) 0.0272(11) 0.0235(12) 0.0005(9) 0.0140(10) 0.0021(9) C14 0.0244(16) 0.0234(14) 0.0195(16) -0.0040(12) 0.0063(13) -0.0011(11) C15 0.0196(15) 0.0187(13) 0.0221(16) -0.0027(12) 0.0029(12) 0.0026(11) C16 0.0266(18) 0.0314(16) 0.0214(16) -0.0041(13) 0.0028(14) 0.0095(13) C17 0.0307(19) 0.0234(14) 0.0315(19) -0.0070(13) 0.0023(15) 0.0068(12) C18 0.0300(18) 0.0176(13) 0.036(2) -0.0030(13) 0.0051(15) -0.0021(12) C19 0.0230(17) 0.0209(13) 0.0369(19) -0.0026(13) 0.0116(15) 0.0006(11) C20 0.046(2) 0.0261(15) 0.0282(18) 0.0037(14) 0.0169(16) -0.0048(14) _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 Zn1 N1 2.066(3) . ? Zn1 N11 2.076(3) . ? Zn1 Br2 2.3644(12) . ? Zn1 Br1 2.3863(13) . ? N1 C2 1.300(4) . ? N1 C5 1.419(4) . ? C2 O3 1.355(4) . ? C2 C10 1.481(4) . ? O3 C4 1.392(4) . ? C4 C6 1.377(4) . ? C4 C5 1.389(5) . ? C5 C9 1.388(4) . ? C6 C7 1.386(4) . ? C6 H6 0.9500 . ? C7 C8 1.406(5) . ? C7 H7 0.9500 . ? C8 C9 1.394(4) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? N11 C12 1.305(4) . ? N11 C15 1.419(4) . ? C12 O13 1.356(4) . ? C12 C20 1.476(4) . ? O13 C14 1.384(4) . ? C14 C16 1.380(4) . ? C14 C15 1.385(5) . ? C15 C19 1.382(4) . ? C16 C17 1.390(5) . ? C16 H16 0.9500 . ? C17 C18 1.395(5) . ? C17 H17 0.9500 . ? C18 C19 1.391(4) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 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 N1 Zn1 N11 103.24(11) . . ? N1 Zn1 Br2 113.42(8) . . ? N11 Zn1 Br2 109.18(8) . . ? N1 Zn1 Br1 109.07(9) . . ? N11 Zn1 Br1 110.29(8) . . ? Br2 Zn1 Br1 111.35(5) . . ? C2 N1 C5 105.7(3) . . ? C2 N1 Zn1 124.3(2) . . ? C5 N1 Zn1 129.3(2) . . ? N1 C2 O3 114.5(3) . . ? N1 C2 C10 129.3(3) . . ? O3 C2 C10 116.1(3) . . ? C2 O3 C4 104.8(2) . . ? C6 C4 C5 124.9(3) . . ? C6 C4 O3 127.0(3) . . ? C5 C4 O3 108.1(2) . . ? C9 C5 C4 120.4(3) . . ? C9 C5 N1 132.7(3) . . ? C4 C5 N1 106.9(2) . . ? C4 C6 C7 114.6(3) . . ? C4 C6 H6 122.7 . . ? C7 C6 H6 122.7 . . ? C6 C7 C8 122.0(3) . . ? C6 C7 H7 119.0 . . ? C8 C7 H7 119.0 . . ? C9 C8 C7 122.1(3) . . ? C9 C8 H8 119.0 . . ? C7 C8 H8 119.0 . . ? C5 C9 C8 116.1(3) . . ? C5 C9 H9 122.0 . . ? C8 C9 H9 122.0 . . ? C2 C10 H10A 109.5 . . ? C2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C12 N11 C15 105.5(3) . . ? C12 N11 Zn1 124.4(2) . . ? C15 N11 Zn1 127.8(2) . . ? N11 C12 O13 114.2(3) . . ? N11 C12 C20 129.2(3) . . ? O13 C12 C20 116.6(3) . . ? C12 O13 C14 105.0(2) . . ? C16 C14 O13 127.7(3) . . ? C16 C14 C15 124.1(3) . . ? O13 C14 C15 108.2(2) . . ? C19 C15 C14 120.4(3) . . ? C19 C15 N11 132.5(3) . . ? C14 C15 N11 107.1(3) . . ? C14 C16 C17 115.1(3) . . ? C14 C16 H16 122.4 . . ? C17 C16 H16 122.4 . . ? C16 C17 C18 121.7(3) . . ? C16 C17 H17 119.2 . . ? C18 C17 H17 119.2 . . ? C19 C18 C17 121.9(3) . . ? C19 C18 H18 119.0 . . ? C17 C18 H18 119.0 . . ? C15 C19 C18 116.6(3) . . ? C15 C19 H19 121.7 . . ? C18 C19 H19 121.7 . . ? C12 C20 H20A 109.5 . . ? C12 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C12 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.292 _refine_diff_density_min -0.416 _refine_diff_density_rms 0.107 # Attachment '- 793832_Complex_6.cif' data_1071 _database_code_depnum_ccdc_archive 'CCDC 793832' #TrackingRef '- 793832_Complex_6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 Cl2 N2 O2 Pd' _chemical_formula_sum 'C16 H14 Cl2 N2 O2 Pd' _chemical_formula_weight 443.59 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 9.5706(5) _cell_length_b 6.5091(4) _cell_length_c 14.8273(8) _cell_angle_alpha 90.00 _cell_angle_beta 118.100(3) _cell_angle_gamma 90.00 _cell_volume 814.80(8) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2020 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.808 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440 _exptl_absorpt_coefficient_mu 1.476 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.774 _exptl_absorpt_correction_T_max 0.957 _exptl_absorpt_process_details 'Shelxtl 6.10 (Bruker-AXS, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device 'Nonius KappaCCD' _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10937 _diffrn_reflns_av_R_equivalents 0.0594 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1859 _reflns_number_gt 1493 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect (Nonius BV, 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0376P)^2^+0.7648P] 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 0.0093(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1859 _refine_ls_number_parameters 108 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0448 _refine_ls_R_factor_gt 0.0317 _refine_ls_wR_factor_ref 0.0788 _refine_ls_wR_factor_gt 0.0727 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.0000 1.0000 0.0000 0.02017(13) Uani 1 2 d S . . Cl1 Cl 0.06544(9) 0.97014(14) 0.16894(6) 0.0328(2) Uani 1 1 d . . . O1 O 0.3834(3) 0.6517(4) 0.02524(18) 0.0317(5) Uani 1 1 d . . . N1 N 0.2074(3) 0.8705(4) 0.02772(18) 0.0223(5) Uani 1 1 d . . . C1 C 0.3587(3) 0.9577(5) 0.0860(2) 0.0246(7) Uani 1 1 d . . . C2 C 0.4081(4) 1.1424(5) 0.1378(3) 0.0306(7) Uani 1 1 d . . . H2 H 0.3353 1.2385 0.1403 0.037 Uiso 1 1 calc R . . C3 C 0.5696(4) 1.1788(6) 0.1858(3) 0.0366(8) Uani 1 1 d . . . H3 H 0.6087 1.3042 0.2217 0.044 Uiso 1 1 calc R . . C4 C 0.6768(4) 1.0367(6) 0.1829(3) 0.0403(9) Uani 1 1 d . . . H4 H 0.7867 1.0681 0.2173 0.048 Uiso 1 1 calc R . . C5 C 0.6282(4) 0.8532(6) 0.1320(3) 0.0379(9) Uani 1 1 d . . . H5 H 0.7008 0.7560 0.1300 0.045 Uiso 1 1 calc R . . C6 C 0.4662(4) 0.8192(5) 0.0836(2) 0.0291(7) Uani 1 1 d . . . C7 C 0.2286(4) 0.6960(5) -0.0065(2) 0.0260(7) Uani 1 1 d . . . C8 C 0.1094(4) 0.5457(5) -0.0734(3) 0.0354(8) Uani 1 1 d . . . H8A H 0.0042 0.5885 -0.0846 0.053 Uiso 1 1 calc R . . H8B H 0.1345 0.4101 -0.0408 0.053 Uiso 1 1 calc R . . H8C H 0.1103 0.5387 -0.1391 0.053 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.01689(18) 0.0241(2) 0.01927(19) -0.00185(13) 0.00834(13) 0.00163(13) Cl1 0.0283(4) 0.0508(6) 0.0199(4) 0.0024(3) 0.0118(3) 0.0089(3) O1 0.0288(12) 0.0332(13) 0.0373(12) 0.0006(10) 0.0191(10) 0.0103(10) N1 0.0203(13) 0.0253(13) 0.0209(12) -0.0011(10) 0.0092(10) 0.0034(10) C1 0.0175(14) 0.0363(19) 0.0208(14) 0.0032(12) 0.0096(12) 0.0033(12) C2 0.0258(16) 0.0368(19) 0.0315(17) -0.0035(14) 0.0154(14) -0.0005(14) C3 0.0299(18) 0.050(2) 0.0293(17) -0.0079(16) 0.0138(15) -0.0091(16) C4 0.0188(16) 0.066(3) 0.0323(18) 0.0034(17) 0.0085(14) -0.0022(16) C5 0.0234(17) 0.056(2) 0.0372(19) 0.0107(17) 0.0166(15) 0.0137(16) C6 0.0291(17) 0.0319(18) 0.0302(17) 0.0027(14) 0.0170(14) 0.0043(13) C7 0.0274(16) 0.0285(16) 0.0253(15) 0.0025(13) 0.0149(13) 0.0067(13) C8 0.039(2) 0.0327(19) 0.0367(19) -0.0068(14) 0.0199(16) 0.0012(14) _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 N1 2.013(2) 3_575 ? Pd1 N1 2.013(2) . ? Pd1 Cl1 2.2862(7) . ? Pd1 Cl1 2.2862(7) 3_575 ? O1 C7 1.357(4) . ? O1 C6 1.385(4) . ? N1 C7 1.298(4) . ? N1 C1 1.409(4) . ? C1 C6 1.381(4) . ? C1 C2 1.385(4) . ? C2 C3 1.384(5) . ? C3 C4 1.397(5) . ? C4 C5 1.372(5) . ? C5 C6 1.386(5) . ? C7 C8 1.475(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 Pd1 N1 180.0 3_575 . ? N1 Pd1 Cl1 89.66(7) 3_575 . ? N1 Pd1 Cl1 90.34(7) . . ? N1 Pd1 Cl1 90.34(7) 3_575 3_575 ? N1 Pd1 Cl1 89.66(7) . 3_575 ? Cl1 Pd1 Cl1 180.0 . 3_575 ? C7 O1 C6 105.0(2) . . ? C7 N1 C1 106.7(2) . . ? C7 N1 Pd1 127.4(2) . . ? C1 N1 Pd1 125.9(2) . . ? C6 C1 C2 121.1(3) . . ? C6 C1 N1 106.5(3) . . ? C2 C1 N1 132.3(3) . . ? C3 C2 C1 116.1(3) . . ? C2 C3 C4 122.0(3) . . ? C5 C4 C3 122.0(3) . . ? C4 C5 C6 115.5(3) . . ? C1 C6 O1 108.4(3) . . ? C1 C6 C5 123.2(3) . . ? O1 C6 C5 128.4(3) . . ? N1 C7 O1 113.3(3) . . ? N1 C7 C8 129.0(3) . . ? O1 C7 C8 117.7(3) . . ? 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 Cl1 Pd1 N1 C7 115.1(3) . . . . ? Cl1 Pd1 N1 C7 -64.9(3) 3_575 . . . ? Cl1 Pd1 N1 C1 -67.3(2) . . . . ? Cl1 Pd1 N1 C1 112.7(2) 3_575 . . . ? C7 N1 C1 C6 -0.9(3) . . . . ? Pd1 N1 C1 C6 -179.0(2) . . . . ? C7 N1 C1 C2 178.1(3) . . . . ? Pd1 N1 C1 C2 0.1(5) . . . . ? C6 C1 C2 C3 0.4(5) . . . . ? N1 C1 C2 C3 -178.6(3) . . . . ? C1 C2 C3 C4 -0.6(5) . . . . ? C2 C3 C4 C5 0.3(6) . . . . ? C3 C4 C5 C6 0.2(5) . . . . ? C2 C1 C6 O1 -179.0(3) . . . . ? N1 C1 C6 O1 0.2(3) . . . . ? C2 C1 C6 C5 0.2(5) . . . . ? N1 C1 C6 C5 179.3(3) . . . . ? C7 O1 C6 C1 0.7(3) . . . . ? C7 O1 C6 C5 -178.5(3) . . . . ? C4 C5 C6 C1 -0.4(5) . . . . ? C4 C5 C6 O1 178.6(3) . . . . ? C1 N1 C7 O1 1.4(4) . . . . ? Pd1 N1 C7 O1 179.41(19) . . . . ? C1 N1 C7 C8 -178.4(3) . . . . ? Pd1 N1 C7 C8 -0.4(5) . . . . ? C6 O1 C7 N1 -1.3(3) . . . . ? C6 O1 C7 C8 178.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.478 _refine_diff_density_min -0.645 _refine_diff_density_rms 0.099 # Attachment '- 793833_Complex_7.cif' data_c:\ _database_code_depnum_ccdc_archive 'CCDC 793833' #TrackingRef '- 793833_Complex_7.cif' #=============================================================================== # start Validation Reply Form _vrf_THETM01_Compound2 ; PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575 Calculated sin(theta_max)/wavelength = 0.5742 RESPONSE: Apparently due to the limitations of the synchrotron ; _PLAT029_ALERT_3_A ; PROBLEM: diffrn measured fraction theta full Low ....... 0.91 RESPONSE: This is due to the limitations of the instrument available at the Australian Synchrotron operating under rotation data collection with a fixed detector and affects some high angle data ; _PLAT112_ALERT_2_B ; PROBLEM: ADDSYM Detects Additional (Pseudo) Symm. Elem... Y RESPONSE: Checked platon addsymm no spacegroup or symmetry change suggested. Checked xprep no viable higher centred option (C, F,....,) with an acceptable Rint was suggested. ; # end Validation Reply Form #================================== _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H22 N4 O4 Pd' _chemical_formula_sum 'C26 H22 N4 O4 Pd' _chemical_formula_weight 560.88 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' 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2byc' _symmetry_Int_Tables_number 14 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 12.005(4) _cell_length_b 18.8040(14) _cell_length_c 19.2330(14) _cell_angle_alpha 90.00 _cell_angle_beta 92.225(2) _cell_angle_gamma 90.00 _cell_volume 4338.4(14) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 37738 _cell_measurement_theta_min 1.65 _cell_measurement_theta_max 26.42 _exptl_crystal_description needle _exptl_crystal_colour orange _exptl_crystal_size_max 0.05 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.717 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2272 _exptl_absorpt_coefficient_mu 0.900 _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 100(2) _diffrn_radiation_wavelength 0.77487 _diffrn_radiation_type Synchrotron _diffrn_radiation_source 'synchrotron BM' _diffrn_radiation_monochromator Si<111> _diffrn_measurement_device_type '3-BM1 Australian Synchrotron' _diffrn_measurement_method Rotation _diffrn_detector_area_resol_mean 'ADSC Q210' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 47831 _diffrn_reflns_av_R_equivalents 0.0575 _diffrn_reflns_av_sigmaI/netI 0.0326 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 26.42 _reflns_number_total 6240 _reflns_number_gt 5687 _reflns_threshold_expression >2sigma(I) _computing_data_collection BLU-ICE _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; 'X-SEED (Barbour, 2008) and ORTEPIII (Farrugia, 1998)' ; _computing_publication_material 'WinGX (Farrugia, 1999)' _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. All non-hydrogen atoms were refined anisotropically, and hydrogen atoms were placed in calculated positions and refined using a riding model with fixed C-H distances of 0.95 \%A (sp2C-H) and 0.98 \%A (CH3), and Uiso(H) = 1.2Ueq(C) (sp2) and 1.5Ueq(C) (sp3), except for amide and hydroxy protons which were found in difference maps and subsequently refined in x, y, z. ; _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^)+(0.0524P)^2^+8.9153P] 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 6240 _refine_ls_number_parameters 655 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0384 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.0945 _refine_ls_wR_factor_gt 0.0925 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.0000 0.0000 0.0000 0.00966(12) Uani 1 2 d S . . Pd2 Pd 0.02788(2) 0.258932(14) -0.001534(12) 0.00767(10) Uani 1 1 d . . . Pd3 Pd 0.0000 0.5000 0.0000 0.00721(11) Uani 1 2 d S . . O11 O 0.04837(19) 0.07495(13) -0.06501(12) 0.0168(6) Uani 1 1 d . . . O12 O 0.07794(19) 0.31836(13) -0.07968(12) 0.0136(5) Uani 1 1 d . . . O13 O -0.05138(18) 0.45254(13) 0.08613(11) 0.0117(5) Uani 1 1 d . . . O21 O 0.0543(2) -0.16269(15) 0.19913(14) 0.0208(6) Uani 1 1 d . . . O22 O 0.0761(2) 0.08272(14) 0.18927(13) 0.0176(6) Uani 1 1 d . . . O23 O -0.03721(19) 0.69853(14) -0.17511(13) 0.0131(5) Uani 1 1 d . . . O32 O -0.02192(18) 0.20230(13) 0.07972(11) 0.0110(5) Uani 1 1 d . . . O42 O -0.00855(19) 0.44949(14) -0.18271(12) 0.0141(5) Uani 1 1 d . . . N11 N 0.1655(2) -0.01943(16) 0.00989(14) 0.0116(6) Uani 1 1 d . . . N12 N 0.1928(2) 0.24027(15) 0.01305(15) 0.0100(6) Uani 1 1 d . . . N13 N -0.1646(2) 0.51792(16) -0.01720(14) 0.0095(6) Uani 1 1 d . . . N21 N 0.1653(2) -0.10725(17) 0.09461(15) 0.0122(6) Uani 1 1 d . . . N22 N 0.1914(2) 0.14619(17) 0.09176(15) 0.0114(6) Uani 1 1 d . . . N23 N -0.1633(2) 0.60774(16) -0.10020(15) 0.0110(6) Uani 1 1 d . . . N32 N -0.1373(2) 0.27745(15) -0.01600(14) 0.0096(6) Uani 1 1 d . . . N42 N -0.1352(3) 0.36317(16) -0.10329(15) 0.0109(6) Uani 1 1 d . . . C11 C 0.1591(3) 0.07713(19) -0.07023(17) 0.0118(7) Uani 1 1 d . . . C12 C 0.1887(3) 0.32632(18) -0.07747(17) 0.0101(7) Uani 1 1 d . . . C13 C -0.1630(3) 0.43986(18) 0.08049(17) 0.0108(7) Uani 1 1 d . . . C21 C 0.2087(3) 0.12839(19) -0.11185(19) 0.0158(8) Uani 1 1 d . . . H21A H 0.1635 0.1610 -0.1380 0.019 Uiso 1 1 calc R . . C22 C 0.2415(3) 0.37340(18) -0.12225(19) 0.0142(8) Uani 1 1 d . . . H22A H 0.1984 0.3991 -0.1562 0.017 Uiso 1 1 calc R . . C23 C -0.2144(3) 0.3947(2) 0.12724(18) 0.0130(7) Uani 1 1 d . . . H23A H -0.1717 0.3724 0.1637 0.016 Uiso 1 1 calc R . . C31 C 0.3232(3) 0.13146(19) -0.11476(19) 0.0159(8) Uani 1 1 d . . . H31 H 0.3568 0.1670 -0.1421 0.019 Uiso 1 1 calc R . . C32 C 0.3558(3) 0.38260(19) -0.11731(19) 0.0158(8) Uani 1 1 d . . . H32 H 0.3907 0.4150 -0.1475 0.019 Uiso 1 1 calc R . . C33 C -0.3286(3) 0.3827(2) 0.1200(2) 0.0180(8) Uani 1 1 d . . . H33 H -0.3638 0.3524 0.1519 0.022 Uiso 1 1 calc R . . C41 C 0.3903(3) 0.0824(2) -0.07764(18) 0.0160(8) Uani 1 1 d . . . H41 H 0.4691 0.0846 -0.0801 0.019 Uiso 1 1 calc R . . C42 C 0.4199(3) 0.3447(2) -0.06839(18) 0.0147(8) Uani 1 1 d . . . H42A H 0.4984 0.3514 -0.0652 0.018 Uiso 1 1 calc R . . C43 C -0.3911(3) 0.4145(2) 0.06692(18) 0.0163(8) Uani 1 1 d . . . H43 H -0.4689 0.4055 0.0623 0.020 Uiso 1 1 calc R . . C51 C 0.3416(3) 0.03075(19) -0.03741(17) 0.0142(7) Uani 1 1 d . . . H51 H 0.3871 -0.0030 -0.0130 0.017 Uiso 1 1 calc R . . C52 C 0.3697(3) 0.29703(19) -0.02388(17) 0.0132(7) Uani 1 1 d . . . H52 H 0.4138 0.2715 0.0097 0.016 Uiso 1 1 calc R . . C53 C -0.3405(3) 0.45987(19) 0.01980(18) 0.0132(7) Uani 1 1 d . . . H53 H -0.3838 0.4815 -0.0168 0.016 Uiso 1 1 calc R . . C61 C 0.2263(3) 0.02823(19) -0.03266(16) 0.0106(7) Uani 1 1 d . . . C62 C 0.2551(3) 0.28691(18) -0.02873(16) 0.0095(7) Uani 1 1 d . . . C63 C -0.2268(3) 0.47303(18) 0.02681(17) 0.0095(7) Uani 1 1 d . . . C71 C 0.2163(3) -0.06385(18) 0.05164(17) 0.0116(7) Uani 1 1 d . . . H71 H 0.2954 -0.0655 0.0515 0.014 Uiso 1 1 calc R . . H133 H -0.1004 0.6019 -0.1022 0.014 Uiso 1 1 d R . . C72 C 0.2419(3) 0.19073(18) 0.05007(17) 0.0107(7) Uani 1 1 d . . . H72 H 0.3203 0.1862 0.0469 0.013 Uiso 1 1 calc R . . H42N H -0.075(3) 0.3600(19) -0.1026(18) 0.000 Uiso 1 1 d . . . H22N H 0.127(3) 0.156(2) 0.097(2) 0.014 Uiso 1 1 d . . . H21N H 0.096(4) -0.103(2) 0.094(2) 0.022 Uiso 1 1 d . . . H23O H -0.022(3) 0.729(2) -0.146(2) 0.008 Uiso 1 1 d . . . H21O H 0.035(4) -0.180(3) 0.230(3) 0.037 Uiso 1 1 d . . . H22O H 0.061(4) 0.068(2) 0.223(2) 0.027 Uiso 1 1 d . . . H42O H 0.007(4) 0.482(3) -0.157(3) 0.049 Uiso 1 1 d . . . C73 C -0.2141(3) 0.56539(18) -0.05571(17) 0.0110(7) Uani 1 1 d . . . H73 H -0.2924 0.5705 -0.0521 0.013 Uiso 1 1 calc R . . C81 C 0.2210(3) -0.15641(19) 0.13865(17) 0.0115(7) Uani 1 1 d . . . C82 C 0.2465(3) 0.09463(19) 0.13350(17) 0.0112(7) Uani 1 1 d . . . C83 C -0.2180(3) 0.65716(19) -0.14440(17) 0.0118(7) Uani 1 1 d . . . C91 C 0.3312(3) -0.17733(19) 0.13194(18) 0.0145(8) Uani 1 1 d . . . H91 H 0.3730 -0.1576 0.0957 0.017 Uiso 1 1 calc R . . C92 C 0.3579(3) 0.07595(19) 0.12792(17) 0.0135(7) Uani 1 1 d . . . H92 H 0.4013 0.0985 0.0940 0.016 Uiso 1 1 calc R . . C93 C -0.3337(3) 0.6622(2) -0.15296(17) 0.0150(8) Uani 1 1 d . . . H93 H -0.3797 0.6302 -0.1288 0.018 Uiso 1 1 calc R . . C101 C 0.3810(3) -0.2261(2) 0.17672(18) 0.0155(7) Uani 1 1 d . . . H101 H 0.4568 -0.2390 0.1714 0.019 Uiso 1 1 calc R . . C102 C 0.4061(3) 0.0249(2) 0.17114(18) 0.0159(8) Uani 1 1 d . . . H102 H 0.4824 0.0130 0.1669 0.019 Uiso 1 1 calc R . . C103 C -0.3820(3) 0.7130(2) -0.19612(18) 0.0168(8) Uani 1 1 d . . . H103 H -0.4609 0.7168 -0.1997 0.020 Uiso 1 1 calc R . . C111 C 0.3210(3) -0.2568(2) 0.2298(2) 0.0197(9) Uani 1 1 d . . . H111 H 0.3545 -0.2912 0.2600 0.024 Uiso 1 1 calc R . . C112 C 0.3444(3) -0.0092(2) 0.22064(19) 0.0169(8) Uani 1 1 d . . . H112 H 0.3777 -0.0444 0.2501 0.020 Uiso 1 1 calc R . . C113 C -0.3172(3) 0.7587(2) -0.2344(2) 0.0180(9) Uani 1 1 d . . . H113 H -0.3510 0.7932 -0.2645 0.022 Uiso 1 1 calc R . . C121 C 0.2110(3) -0.2357(2) 0.23733(19) 0.0166(8) Uani 1 1 d . . . H121 H 0.1695 -0.2557 0.2736 0.020 Uiso 1 1 calc R . . C122 C 0.2328(3) 0.00899(19) 0.22657(19) 0.0145(8) Uani 1 1 d . . . H122 H 0.1894 -0.0147 0.2597 0.017 Uiso 1 1 calc R . . C123 C -0.2014(3) 0.75305(18) -0.2277(2) 0.0154(8) Uani 1 1 d . . . H123 H -0.1558 0.7831 -0.2542 0.018 Uiso 1 1 calc R . . C131 C 0.1608(3) -0.18622(19) 0.19327(17) 0.0134(7) Uani 1 1 d . . . C132 C 0.1846(3) 0.06118(19) 0.18475(17) 0.0122(7) Uani 1 1 d . . . C133 C -0.1526(3) 0.70377(19) -0.18243(17) 0.0112(7) Uani 1 1 d . . . C142 C -0.1341(3) 0.19228(18) 0.07645(17) 0.0106(7) Uani 1 1 d . . . C152 C -0.1839(3) 0.1434(2) 0.11973(18) 0.0144(7) Uani 1 1 d . . . H152 H -0.1393 0.1147 0.1505 0.017 Uiso 1 1 calc R . . C162 C -0.2988(3) 0.1366(2) 0.1177(2) 0.0171(8) Uani 1 1 d . . . H162 H -0.3330 0.1032 0.1471 0.020 Uiso 1 1 calc R . . C172 C -0.3641(3) 0.1785(2) 0.07311(18) 0.0169(8) Uani 1 1 d . . . H172 H -0.4430 0.1742 0.0728 0.020 Uiso 1 1 calc R . . C182 C -0.3152(3) 0.2267(2) 0.02871(18) 0.0146(7) Uani 1 1 d . . . H182 H -0.3605 0.2554 -0.0017 0.017 Uiso 1 1 calc R . . C192 C -0.1992(3) 0.23275(19) 0.02908(17) 0.0104(7) Uani 1 1 d . . . C202 C -0.1877(3) 0.32146(18) -0.05833(17) 0.0102(7) Uani 1 1 d . . . H202 H -0.2667 0.3244 -0.0576 0.012 Uiso 1 1 calc R . . C212 C -0.1897(3) 0.41076(19) -0.14962(17) 0.0115(7) Uani 1 1 d . . . C222 C -0.3051(3) 0.41744(19) -0.15708(17) 0.0145(8) Uani 1 1 d . . . H222 H -0.3516 0.3884 -0.1300 0.017 Uiso 1 1 calc R . . C232 C -0.3527(3) 0.4659(2) -0.20343(18) 0.0167(8) Uani 1 1 d . . . H232 H -0.4315 0.4701 -0.2073 0.020 Uiso 1 1 calc R . . C242 C -0.2871(3) 0.5085(2) -0.24447(19) 0.0167(8) Uani 1 1 d . . . H242 H -0.3204 0.5413 -0.2766 0.020 Uiso 1 1 calc R . . C252 C -0.1718(3) 0.50229(19) -0.23760(18) 0.0150(8) Uani 1 1 d . . . H252 H -0.1259 0.5305 -0.2658 0.018 Uiso 1 1 calc R . . C262 C -0.1236(3) 0.45530(18) -0.18995(17) 0.0117(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.0091(2) 0.0099(2) 0.0101(2) 0.00307(13) 0.00169(14) -0.00154(13) Pd2 0.00691(16) 0.00855(17) 0.00766(16) 0.00179(9) 0.00158(10) -0.00043(9) Pd3 0.0059(2) 0.0090(2) 0.0069(2) 0.00064(13) 0.00130(14) -0.00042(12) O11 0.0110(13) 0.0206(15) 0.0189(13) 0.0099(10) 0.0032(10) 0.0002(10) O12 0.0106(12) 0.0167(15) 0.0137(13) 0.0063(10) 0.0026(9) -0.0007(9) O13 0.0077(12) 0.0163(14) 0.0112(12) 0.0030(9) 0.0012(9) -0.0014(9) O21 0.0150(14) 0.0296(18) 0.0183(15) 0.0108(11) 0.0078(11) 0.0047(11) O22 0.0137(13) 0.0229(16) 0.0166(14) 0.0092(11) 0.0071(10) 0.0040(10) O23 0.0082(12) 0.0190(16) 0.0123(13) -0.0033(10) 0.0022(9) -0.0021(9) O32 0.0083(12) 0.0154(14) 0.0093(12) 0.0036(9) 0.0006(9) -0.0010(9) O42 0.0108(12) 0.0172(15) 0.0143(13) -0.0023(10) 0.0021(10) -0.0018(10) N11 0.0159(15) 0.0113(17) 0.0078(15) -0.0008(12) 0.0025(11) -0.0024(12) N12 0.0101(15) 0.0123(17) 0.0079(15) -0.0009(11) 0.0037(12) -0.0002(11) N13 0.0097(14) 0.0095(16) 0.0094(15) -0.0015(11) 0.0002(11) -0.0019(11) N21 0.0103(15) 0.0136(18) 0.0127(16) 0.0017(12) 0.0010(12) -0.0008(12) N22 0.0075(14) 0.0159(18) 0.0110(15) 0.0027(12) 0.0022(12) 0.0023(12) N23 0.0074(14) 0.0130(17) 0.0127(15) -0.0015(12) 0.0009(11) 0.0017(11) N32 0.0128(15) 0.0073(17) 0.0087(14) -0.0017(11) 0.0005(11) -0.0033(11) N42 0.0063(14) 0.0116(18) 0.0147(16) -0.0014(11) 0.0007(12) 0.0004(12) C11 0.0137(18) 0.013(2) 0.0093(17) -0.0028(13) 0.0022(13) -0.0022(13) C12 0.0093(17) 0.012(2) 0.0094(17) -0.0029(13) 0.0016(13) 0.0009(13) C13 0.0094(17) 0.012(2) 0.0110(17) -0.0033(13) 0.0028(13) -0.0009(13) C21 0.021(2) 0.015(2) 0.0119(19) -0.0024(13) 0.0033(15) -0.0015(14) C22 0.0169(19) 0.013(2) 0.0128(19) -0.0009(13) 0.0023(15) 0.0007(13) C23 0.0152(18) 0.014(2) 0.0102(18) -0.0025(14) 0.0005(14) 0.0005(14) C31 0.0194(19) 0.014(2) 0.015(2) -0.0028(14) 0.0078(15) -0.0066(14) C32 0.0164(19) 0.016(2) 0.015(2) -0.0014(14) 0.0068(15) -0.0060(14) C33 0.0163(19) 0.019(2) 0.019(2) -0.0009(14) 0.0076(15) -0.0058(14) C41 0.0129(18) 0.018(2) 0.0172(19) -0.0037(14) 0.0055(14) -0.0017(14) C42 0.0080(17) 0.019(2) 0.0171(19) -0.0020(14) 0.0039(14) -0.0031(13) C43 0.0127(18) 0.018(2) 0.0187(19) -0.0028(14) 0.0019(14) -0.0048(14) C51 0.0161(18) 0.012(2) 0.0149(18) -0.0017(14) 0.0011(14) 0.0002(13) C52 0.0132(18) 0.015(2) 0.0120(17) -0.0011(13) 0.0010(13) 0.0011(13) C53 0.0128(18) 0.013(2) 0.0137(18) -0.0025(13) 0.0007(13) 0.0007(13) C61 0.0148(17) 0.009(2) 0.0081(17) -0.0039(13) 0.0022(13) -0.0028(13) C62 0.0120(17) 0.008(2) 0.0085(17) -0.0032(13) 0.0030(13) 0.0012(13) C63 0.0103(17) 0.007(2) 0.0114(17) -0.0037(13) 0.0033(13) -0.0011(13) C71 0.0122(17) 0.012(2) 0.0106(17) -0.0039(13) 0.0014(13) -0.0020(13) C72 0.0073(16) 0.013(2) 0.0118(17) -0.0041(13) 0.0025(13) 0.0022(13) C73 0.0080(16) 0.012(2) 0.0124(18) -0.0036(13) 0.0009(13) -0.0004(13) C81 0.0161(18) 0.010(2) 0.0083(17) -0.0023(13) -0.0024(13) -0.0024(13) C82 0.0177(18) 0.007(2) 0.0086(17) -0.0043(13) -0.0010(13) -0.0006(13) C83 0.0139(18) 0.016(2) 0.0056(17) -0.0033(13) 0.0001(13) 0.0010(13) C91 0.0137(18) 0.016(2) 0.0138(18) -0.0028(14) 0.0030(14) -0.0057(14) C92 0.0136(18) 0.015(2) 0.0123(18) -0.0012(14) 0.0029(14) -0.0022(13) C93 0.0142(18) 0.019(2) 0.0116(18) 0.0008(14) 0.0025(14) -0.0016(14) C101 0.0139(18) 0.015(2) 0.0173(19) -0.0033(15) -0.0012(14) 0.0015(14) C102 0.0124(18) 0.016(2) 0.0192(19) -0.0046(15) -0.0026(14) 0.0043(14) C103 0.0118(18) 0.021(2) 0.0172(19) 0.0009(15) -0.0009(14) 0.0044(14) C111 0.029(2) 0.013(2) 0.017(2) -0.0009(14) -0.0040(17) 0.0048(15) C112 0.025(2) 0.012(2) 0.0137(19) -0.0022(14) -0.0013(15) 0.0042(14) C113 0.022(2) 0.017(2) 0.015(2) 0.0029(14) -0.0016(16) 0.0038(14) C121 0.019(2) 0.018(2) 0.0123(19) 0.0015(14) 0.0040(15) -0.0011(15) C122 0.0154(19) 0.014(2) 0.0146(19) -0.0001(14) 0.0033(15) -0.0013(14) C123 0.021(2) 0.012(2) 0.0129(19) -0.0005(13) 0.0025(16) -0.0029(13) C131 0.0152(18) 0.015(2) 0.0104(17) -0.0010(13) 0.0012(14) 0.0009(13) C132 0.0135(18) 0.013(2) 0.0102(17) -0.0030(13) 0.0033(13) 0.0001(13) C133 0.0121(17) 0.011(2) 0.0111(17) -0.0044(13) 0.0031(13) 0.0006(13) C142 0.0105(17) 0.009(2) 0.0120(17) -0.0055(13) 0.0014(13) -0.0013(13) C152 0.0192(19) 0.015(2) 0.0095(18) -0.0010(14) 0.0006(14) -0.0033(14) C162 0.0191(19) 0.015(2) 0.018(2) -0.0009(14) 0.0071(15) -0.0069(15) C172 0.0137(18) 0.018(2) 0.0196(19) 0.0004(15) 0.0033(14) -0.0025(14) C182 0.0131(18) 0.015(2) 0.0159(18) -0.0021(14) 0.0008(14) -0.0003(14) C192 0.0152(19) 0.0066(19) 0.0094(17) -0.0022(13) 0.0018(14) -0.0014(13) C202 0.0082(16) 0.010(2) 0.0120(17) -0.0018(13) 0.0006(13) -0.0024(13) C212 0.0139(18) 0.012(2) 0.0087(17) -0.0036(13) 0.0003(13) 0.0007(13) C222 0.0125(18) 0.017(2) 0.0138(18) 0.0008(14) 0.0011(14) 0.0001(14) C232 0.0120(18) 0.020(2) 0.0185(19) 0.0012(15) -0.0013(14) 0.0006(14) C242 0.019(2) 0.017(2) 0.014(2) 0.0014(14) -0.0025(15) 0.0004(14) C252 0.0181(19) 0.015(2) 0.0118(19) 0.0002(13) 0.0032(15) -0.0023(14) C262 0.0131(18) 0.010(2) 0.0117(18) -0.0057(13) 0.0008(13) 0.0013(13) _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 O11 1.986(2) . ? Pd1 O11 1.986(2) 3 ? Pd1 N11 2.022(3) 3 ? Pd1 N11 2.022(3) . ? Pd2 O12 1.985(2) . ? Pd2 O32 2.002(2) . ? Pd2 N12 2.019(3) . ? Pd2 N32 2.022(3) . ? Pd3 O13 2.000(2) 3_565 ? Pd3 O13 2.000(2) . ? Pd3 N13 2.019(3) . ? Pd3 N13 2.019(3) 3_565 ? O11 C11 1.337(4) . ? O12 C12 1.337(4) . ? O13 C13 1.362(4) . ? O21 C131 1.362(4) . ? O21 H21O 0.72(5) . ? O22 C132 1.369(4) . ? O22 H22O 0.74(5) . ? O23 C133 1.390(4) . ? O23 H23O 0.81(4) . ? O32 C142 1.359(4) . ? O42 C262 1.387(4) . ? O42 H42O 0.80(5) . ? N11 C71 1.295(5) . ? N11 C61 1.432(4) . ? N12 C72 1.300(4) . ? N12 C62 1.422(4) . ? N13 C73 1.291(4) . ? N13 C63 1.427(4) . ? N21 C71 1.328(5) . ? N21 C81 1.405(5) . ? N21 H21N 0.83(4) . ? N22 C72 1.323(4) . ? N22 C82 1.408(5) . ? N22 H22N 0.81(4) . ? N23 C73 1.334(5) . ? N23 C83 1.405(5) . ? N23 H133 0.7649 . ? N32 C202 1.294(4) . ? N32 C192 1.435(4) . ? N42 C202 1.343(4) . ? N42 C212 1.407(5) . ? N42 H42N 0.73(4) . ? C11 C21 1.400(5) . ? C11 C61 1.405(5) . ? C12 C22 1.403(5) . ? C12 C62 1.416(5) . ? C13 C23 1.397(5) . ? C13 C63 1.407(5) . ? C21 C31 1.379(5) . ? C21 H21A 0.9500 . ? C22 C32 1.383(5) . ? C22 H22A 0.9500 . ? C23 C33 1.391(5) . ? C23 H23A 0.9500 . ? C31 C41 1.401(5) . ? C31 H31 0.9500 . ? C32 C42 1.388(5) . ? C32 H32 0.9500 . ? C33 C43 1.379(5) . ? C33 H33 0.9500 . ? C41 C51 1.385(5) . ? C41 H41 0.9500 . ? C42 C52 1.393(5) . ? C42 H42A 0.9500 . ? C43 C53 1.400(5) . ? C43 H43 0.9500 . ? C51 C61 1.392(5) . ? C51 H51 0.9500 . ? C52 C62 1.387(5) . ? C52 H52 0.9500 . ? C53 C63 1.389(5) . ? C53 H53 0.9500 . ? C71 H71 0.9500 . ? C72 H72 0.9500 . ? C73 H73 0.9500 . ? C81 C91 1.391(5) . ? C81 C131 1.414(5) . ? C82 C92 1.391(5) . ? C82 C132 1.406(5) . ? C83 C93 1.395(5) . ? C83 C133 1.402(5) . ? C91 C101 1.379(5) . ? C91 H91 0.9500 . ? C92 C102 1.382(5) . ? C92 H92 0.9500 . ? C93 C103 1.379(5) . ? C93 H93 0.9500 . ? C101 C111 1.396(6) . ? C101 H101 0.9500 . ? C102 C112 1.386(5) . ? C102 H102 0.9500 . ? C103 C113 1.390(5) . ? C103 H103 0.9500 . ? C111 C121 1.393(6) . ? C111 H111 0.9500 . ? C112 C122 1.391(5) . ? C112 H112 0.9500 . ? C113 C123 1.395(6) . ? C113 H113 0.9500 . ? C121 C131 1.380(5) . ? C121 H121 0.9500 . ? C122 C132 1.382(5) . ? C122 H122 0.9500 . ? C123 C133 1.385(5) . ? C123 H123 0.9500 . ? C142 C152 1.391(5) . ? C142 C192 1.402(5) . ? C152 C162 1.385(5) . ? C152 H152 0.9500 . ? C162 C172 1.385(5) . ? C162 H162 0.9500 . ? C172 C182 1.391(5) . ? C172 H172 0.9500 . ? C182 C192 1.398(5) . ? C182 H182 0.9500 . ? C202 H202 0.9500 . ? C212 C222 1.393(5) . ? C212 C262 1.408(5) . ? C222 C232 1.382(5) . ? C222 H222 0.9500 . ? C232 C242 1.391(5) . ? C232 H232 0.9500 . ? C242 C252 1.390(5) . ? C242 H242 0.9500 . ? C252 C262 1.384(5) . ? C252 H252 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Pd1 O11 180.0 . 3 ? O11 Pd1 N11 97.06(11) . 3 ? O11 Pd1 N11 82.94(11) 3 3 ? O11 Pd1 N11 82.94(11) . . ? O11 Pd1 N11 97.06(11) 3 . ? N11 Pd1 N11 180.0 3 . ? O12 Pd2 O32 177.77(10) . . ? O12 Pd2 N12 83.05(10) . . ? O32 Pd2 N12 96.89(10) . . ? O12 Pd2 N32 97.07(10) . . ? O32 Pd2 N32 82.99(10) . . ? N12 Pd2 N32 179.88(13) . . ? O13 Pd3 O13 179.999(1) 3_565 . ? O13 Pd3 N13 96.95(10) 3_565 . ? O13 Pd3 N13 83.05(10) . . ? O13 Pd3 N13 83.05(10) 3_565 3_565 ? O13 Pd3 N13 96.95(10) . 3_565 ? N13 Pd3 N13 180.0 . 3_565 ? C11 O11 Pd1 112.6(2) . . ? C12 O12 Pd2 111.65(19) . . ? C13 O13 Pd3 110.27(19) . . ? C131 O21 H21O 105(4) . . ? C132 O22 H22O 102(3) . . ? C133 O23 H23O 103(3) . . ? C142 O32 Pd2 111.29(19) . . ? C262 O42 H42O 102(4) . . ? C71 N11 C61 121.3(3) . . ? C71 N11 Pd1 127.8(2) . . ? C61 N11 Pd1 110.7(2) . . ? C72 N12 C62 120.9(3) . . ? C72 N12 Pd2 128.5(2) . . ? C62 N12 Pd2 110.4(2) . . ? C73 N13 C63 120.6(3) . . ? C73 N13 Pd3 129.5(2) . . ? C63 N13 Pd3 109.6(2) . . ? C71 N21 C81 124.0(3) . . ? C71 N21 H21N 115(3) . . ? C81 N21 H21N 121(3) . . ? C72 N22 C82 124.4(3) . . ? C72 N22 H22N 113(3) . . ? C82 N22 H22N 121(3) . . ? C73 N23 C83 124.6(3) . . ? C73 N23 H133 115.1 . . ? C83 N23 H133 120.2 . . ? C202 N32 C192 120.9(3) . . ? C202 N32 Pd2 129.0(2) . . ? C192 N32 Pd2 110.1(2) . . ? C202 N42 C212 124.1(3) . . ? C202 N42 H42N 116(3) . . ? C212 N42 H42N 120(3) . . ? O11 C11 C21 120.6(3) . . ? O11 C11 C61 119.6(3) . . ? C21 C11 C61 119.7(3) . . ? O12 C12 C22 121.5(3) . . ? O12 C12 C62 119.7(3) . . ? C22 C12 C62 118.7(3) . . ? O13 C13 C23 120.9(3) . . ? O13 C13 C63 119.1(3) . . ? C23 C13 C63 120.0(3) . . ? C31 C21 C11 119.9(3) . . ? C31 C21 H21A 120.0 . . ? C11 C21 H21A 120.0 . . ? C32 C22 C12 120.5(3) . . ? C32 C22 H22A 119.8 . . ? C12 C22 H22A 119.8 . . ? C33 C23 C13 119.5(3) . . ? C33 C23 H23A 120.3 . . ? C13 C23 H23A 120.3 . . ? C21 C31 C41 120.4(3) . . ? C21 C31 H31 119.8 . . ? C41 C31 H31 119.8 . . ? C22 C32 C42 120.3(3) . . ? C22 C32 H32 119.8 . . ? C42 C32 H32 119.8 . . ? C43 C33 C23 120.7(3) . . ? C43 C33 H33 119.7 . . ? C23 C33 H33 119.7 . . ? C51 C41 C31 120.0(3) . . ? C51 C41 H41 120.0 . . ? C31 C41 H41 120.0 . . ? C32 C42 C52 120.3(3) . . ? C32 C42 H42A 119.8 . . ? C52 C42 H42A 119.8 . . ? C33 C43 C53 120.4(3) . . ? C33 C43 H43 119.8 . . ? C53 C43 H43 119.8 . . ? C41 C51 C61 120.2(3) . . ? C41 C51 H51 119.9 . . ? C61 C51 H51 119.9 . . ? C62 C52 C42 119.9(3) . . ? C62 C52 H52 120.1 . . ? C42 C52 H52 120.1 . . ? C63 C53 C43 119.7(3) . . ? C63 C53 H53 120.2 . . ? C43 C53 H53 120.2 . . ? C51 C61 C11 119.8(3) . . ? C51 C61 N11 126.1(3) . . ? C11 C61 N11 114.1(3) . . ? C52 C62 C12 120.2(3) . . ? C52 C62 N12 126.1(3) . . ? C12 C62 N12 113.7(3) . . ? C53 C63 C13 119.8(3) . . ? C53 C63 N13 125.7(3) . . ? C13 C63 N13 114.5(3) . . ? N11 C71 N21 124.4(3) . . ? N11 C71 H71 117.8 . . ? N21 C71 H71 117.8 . . ? N12 C72 N22 125.3(3) . . ? N12 C72 H72 117.4 . . ? N22 C72 H72 117.4 . . ? N13 C73 N23 124.6(3) . . ? N13 C73 H73 117.7 . . ? N23 C73 H73 117.7 . . ? C91 C81 N21 124.2(3) . . ? C91 C81 C131 118.2(3) . . ? N21 C81 C131 117.7(3) . . ? C92 C82 C132 118.5(3) . . ? C92 C82 N22 124.2(3) . . ? C132 C82 N22 117.3(3) . . ? C93 C83 C133 118.1(3) . . ? C93 C83 N23 123.8(3) . . ? C133 C83 N23 118.1(3) . . ? C101 C91 C81 121.4(3) . . ? C101 C91 H91 119.3 . . ? C81 C91 H91 119.3 . . ? C102 C92 C82 120.7(3) . . ? C102 C92 H92 119.7 . . ? C82 C92 H92 119.7 . . ? C103 C93 C83 120.8(3) . . ? C103 C93 H93 119.6 . . ? C83 C93 H93 119.6 . . ? C91 C101 C111 120.5(3) . . ? C91 C101 H101 119.8 . . ? C111 C101 H101 119.8 . . ? C92 C102 C112 120.8(3) . . ? C92 C102 H102 119.6 . . ? C112 C102 H102 119.6 . . ? C93 C103 C113 121.1(3) . . ? C93 C103 H103 119.5 . . ? C113 C103 H103 119.5 . . ? C121 C111 C101 118.5(4) . . ? C121 C111 H111 120.8 . . ? C101 C111 H111 120.8 . . ? C102 C112 C122 119.0(3) . . ? C102 C112 H112 120.5 . . ? C122 C112 H112 120.5 . . ? C103 C113 C123 118.7(3) . . ? C103 C113 H113 120.7 . . ? C123 C113 H113 120.7 . . ? C131 C121 C111 121.4(3) . . ? C131 C121 H121 119.3 . . ? C111 C121 H121 119.3 . . ? C132 C122 C112 120.7(3) . . ? C132 C122 H122 119.7 . . ? C112 C122 H122 119.7 . . ? C133 C123 C113 120.3(3) . . ? C133 C123 H123 119.8 . . ? C113 C123 H123 119.8 . . ? O21 C131 C121 123.8(3) . . ? O21 C131 C81 116.2(3) . . ? C121 C131 C81 120.0(3) . . ? O22 C132 C122 123.5(3) . . ? O22 C132 C82 116.2(3) . . ? C122 C132 C82 120.3(3) . . ? C123 C133 O23 120.4(3) . . ? C123 C133 C83 120.9(3) . . ? O23 C133 C83 118.6(3) . . ? O32 C142 C152 120.8(3) . . ? O32 C142 C192 118.8(3) . . ? C152 C142 C192 120.4(3) . . ? C162 C152 C142 119.7(3) . . ? C162 C152 H152 120.2 . . ? C142 C152 H152 120.2 . . ? C152 C162 C172 120.3(3) . . ? C152 C162 H162 119.8 . . ? C172 C162 H162 119.8 . . ? C162 C172 C182 120.6(3) . . ? C162 C172 H172 119.7 . . ? C182 C172 H172 119.7 . . ? C172 C182 C192 119.6(3) . . ? C172 C182 H182 120.2 . . ? C192 C182 H182 120.2 . . ? C182 C192 C142 119.3(3) . . ? C182 C192 N32 125.7(3) . . ? C142 C192 N32 115.0(3) . . ? N32 C202 N42 123.9(3) . . ? N32 C202 H202 118.0 . . ? N42 C202 H202 118.0 . . ? C222 C212 N42 124.0(3) . . ? C222 C212 C262 118.0(3) . . ? N42 C212 C262 117.9(3) . . ? C232 C222 C212 120.7(3) . . ? C232 C222 H222 119.7 . . ? C212 C222 H222 119.7 . . ? C222 C232 C242 121.2(3) . . ? C222 C232 H232 119.4 . . ? C242 C232 H232 119.4 . . ? C252 C242 C232 118.7(3) . . ? C252 C242 H242 120.6 . . ? C232 C242 H242 120.6 . . ? C262 C252 C242 120.4(3) . . ? C262 C252 H252 119.8 . . ? C242 C252 H252 119.8 . . ? C252 C262 O42 120.4(3) . . ? C252 C262 C212 120.9(3) . . ? O42 C262 C212 118.6(3) . . ? 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 O11 Pd1 O11 C11 112.0(9) 3 . . . ? N11 Pd1 O11 C11 179.4(2) 3 . . . ? N11 Pd1 O11 C11 -0.6(2) . . . . ? O32 Pd2 O12 C12 79(2) . . . . ? N12 Pd2 O12 C12 -10.0(2) . . . . ? N32 Pd2 O12 C12 170.0(2) . . . . ? O13 Pd3 O13 C13 -159(37) 3_565 . . . ? N13 Pd3 O13 C13 15.8(2) . . . . ? N13 Pd3 O13 C13 -164.2(2) 3_565 . . . ? O12 Pd2 O32 C142 104(2) . . . . ? N12 Pd2 O32 C142 -167.5(2) . . . . ? N32 Pd2 O32 C142 12.4(2) . . . . ? O11 Pd1 N11 C71 174.8(3) . . . . ? O11 Pd1 N11 C71 -5.2(3) 3 . . . ? N11 Pd1 N11 C71 1.7(19) 3 . . . ? O11 Pd1 N11 C61 0.0(2) . . . . ? O11 Pd1 N11 C61 180.0(2) 3 . . . ? N11 Pd1 N11 C61 -173.1(19) 3 . . . ? O12 Pd2 N12 C72 -164.6(3) . . . . ? O32 Pd2 N12 C72 17.7(3) . . . . ? N32 Pd2 N12 C72 0(84) . . . . ? O12 Pd2 N12 C62 10.5(2) . . . . ? O32 Pd2 N12 C62 -167.2(2) . . . . ? N32 Pd2 N12 C62 176(100) . . . . ? O13 Pd3 N13 C73 -21.9(3) 3_565 . . . ? O13 Pd3 N13 C73 158.1(3) . . . . ? N13 Pd3 N13 C73 73.2(10) 3_565 . . . ? O13 Pd3 N13 C63 164.3(2) 3_565 . . . ? O13 Pd3 N13 C63 -15.7(2) . . . . ? N13 Pd3 N13 C63 -100.6(10) 3_565 . . . ? O12 Pd2 N32 C202 -7.2(3) . . . . ? O32 Pd2 N32 C202 170.6(3) . . . . ? N12 Pd2 N32 C202 -172(100) . . . . ? O12 Pd2 N32 C192 172.5(2) . . . . ? O32 Pd2 N32 C192 -9.7(2) . . . . ? N12 Pd2 N32 C192 7(84) . . . . ? Pd1 O11 C11 C21 -177.7(3) . . . . ? Pd1 O11 C11 C61 1.2(4) . . . . ? Pd2 O12 C12 C22 -171.9(3) . . . . ? Pd2 O12 C12 C62 7.7(4) . . . . ? Pd3 O13 C13 C23 166.9(3) . . . . ? Pd3 O13 C13 C63 -13.3(4) . . . . ? O11 C11 C21 C31 177.8(3) . . . . ? C61 C11 C21 C31 -1.2(5) . . . . ? O12 C12 C22 C32 177.7(3) . . . . ? C62 C12 C22 C32 -1.9(5) . . . . ? O13 C13 C23 C33 -179.8(3) . . . . ? C63 C13 C23 C33 0.3(5) . . . . ? C11 C21 C31 C41 1.6(5) . . . . ? C12 C22 C32 C42 0.7(5) . . . . ? C13 C23 C33 C43 0.4(5) . . . . ? C21 C31 C41 C51 -0.4(5) . . . . ? C22 C32 C42 C52 0.1(5) . . . . ? C23 C33 C43 C53 -0.5(6) . . . . ? C31 C41 C51 C61 -1.2(5) . . . . ? C32 C42 C52 C62 0.4(5) . . . . ? C33 C43 C53 C63 -0.2(5) . . . . ? C41 C51 C61 C11 1.6(5) . . . . ? C41 C51 C61 N11 -176.2(3) . . . . ? O11 C11 C61 C51 -179.4(3) . . . . ? C21 C11 C61 C51 -0.4(5) . . . . ? O11 C11 C61 N11 -1.3(4) . . . . ? C21 C11 C61 N11 177.7(3) . . . . ? C71 N11 C61 C51 3.4(5) . . . . ? Pd1 N11 C61 C51 178.6(3) . . . . ? C71 N11 C61 C11 -174.6(3) . . . . ? Pd1 N11 C61 C11 0.6(3) . . . . ? C42 C52 C62 C12 -1.7(5) . . . . ? C42 C52 C62 N12 -179.9(3) . . . . ? O12 C12 C62 C52 -177.2(3) . . . . ? C22 C12 C62 C52 2.5(5) . . . . ? O12 C12 C62 N12 1.3(4) . . . . ? C22 C12 C62 N12 -179.1(3) . . . . ? C72 N12 C62 C52 -15.5(5) . . . . ? Pd2 N12 C62 C52 169.0(3) . . . . ? C72 N12 C62 C12 166.2(3) . . . . ? Pd2 N12 C62 C12 -9.4(3) . . . . ? C43 C53 C63 C13 1.0(5) . . . . ? C43 C53 C63 N13 -180.0(3) . . . . ? O13 C13 C63 C53 179.1(3) . . . . ? C23 C13 C63 C53 -1.0(5) . . . . ? O13 C13 C63 N13 0.0(5) . . . . ? C23 C13 C63 N13 179.8(3) . . . . ? C73 N13 C63 C53 19.5(5) . . . . ? Pd3 N13 C63 C53 -166.0(3) . . . . ? C73 N13 C63 C13 -161.4(3) . . . . ? Pd3 N13 C63 C13 13.1(4) . . . . ? C61 N11 C71 N21 177.0(3) . . . . ? Pd1 N11 C71 N21 2.6(5) . . . . ? C81 N21 C71 N11 178.5(3) . . . . ? C62 N12 C72 N22 178.1(3) . . . . ? Pd2 N12 C72 N22 -7.2(5) . . . . ? C82 N22 C72 N12 -177.5(3) . . . . ? C63 N13 C73 N23 -177.4(3) . . . . ? Pd3 N13 C73 N23 9.3(5) . . . . ? C83 N23 C73 N13 177.0(3) . . . . ? C71 N21 C81 C91 -15.3(5) . . . . ? C71 N21 C81 C131 164.6(3) . . . . ? C72 N22 C82 C92 -11.1(5) . . . . ? C72 N22 C82 C132 167.7(3) . . . . ? C73 N23 C83 C93 -7.7(5) . . . . ? C73 N23 C83 C133 172.7(3) . . . . ? N21 C81 C91 C101 -179.7(3) . . . . ? C131 C81 C91 C101 0.4(5) . . . . ? C132 C82 C92 C102 0.9(5) . . . . ? N22 C82 C92 C102 179.7(3) . . . . ? C133 C83 C93 C103 -1.8(5) . . . . ? N23 C83 C93 C103 178.6(3) . . . . ? C81 C91 C101 C111 0.9(5) . . . . ? C82 C92 C102 C112 0.5(5) . . . . ? C83 C93 C103 C113 2.6(5) . . . . ? C91 C101 C111 C121 -1.5(6) . . . . ? C92 C102 C112 C122 -0.3(5) . . . . ? C93 C103 C113 C123 -0.9(6) . . . . ? C101 C111 C121 C131 0.7(6) . . . . ? C102 C112 C122 C132 -1.2(5) . . . . ? C103 C113 C123 C133 -1.4(5) . . . . ? C111 C121 C131 O21 -178.7(3) . . . . ? C111 C121 C131 C81 0.7(6) . . . . ? C91 C81 C131 O21 178.2(3) . . . . ? N21 C81 C131 O21 -1.7(5) . . . . ? C91 C81 C131 C121 -1.2(5) . . . . ? N21 C81 C131 C121 178.9(3) . . . . ? C112 C122 C132 O22 -178.3(3) . . . . ? C112 C122 C132 C82 2.7(5) . . . . ? C92 C82 C132 O22 178.4(3) . . . . ? N22 C82 C132 O22 -0.5(5) . . . . ? C92 C82 C132 C122 -2.5(5) . . . . ? N22 C82 C132 C122 178.6(3) . . . . ? C113 C123 C133 O23 -179.3(3) . . . . ? C113 C123 C133 C83 2.2(5) . . . . ? C93 C83 C133 C123 -0.5(5) . . . . ? N23 C83 C133 C123 179.1(3) . . . . ? C93 C83 C133 O23 -179.1(3) . . . . ? N23 C83 C133 O23 0.5(5) . . . . ? Pd2 O32 C142 C152 167.5(3) . . . . ? Pd2 O32 C142 C192 -13.2(4) . . . . ? O32 C142 C152 C162 176.9(3) . . . . ? C192 C142 C152 C162 -2.4(5) . . . . ? C142 C152 C162 C172 -0.2(5) . . . . ? C152 C162 C172 C182 1.3(6) . . . . ? C162 C172 C182 C192 0.2(5) . . . . ? C172 C182 C192 C142 -2.8(5) . . . . ? C172 C182 C192 N32 176.8(3) . . . . ? O32 C142 C192 C182 -175.4(3) . . . . ? C152 C142 C192 C182 4.0(5) . . . . ? O32 C142 C192 N32 5.0(5) . . . . ? C152 C142 C192 N32 -175.7(3) . . . . ? C202 N32 C192 C182 5.8(5) . . . . ? Pd2 N32 C192 C182 -174.0(3) . . . . ? C202 N32 C192 C142 -174.6(3) . . . . ? Pd2 N32 C192 C142 5.6(4) . . . . ? C192 N32 C202 N42 -177.9(3) . . . . ? Pd2 N32 C202 N42 1.7(5) . . . . ? C212 N42 C202 N32 179.6(3) . . . . ? C202 N42 C212 C222 -3.7(5) . . . . ? C202 N42 C212 C262 175.0(3) . . . . ? N42 C212 C222 C232 179.5(3) . . . . ? C262 C212 C222 C232 0.8(5) . . . . ? C212 C222 C232 C242 0.9(6) . . . . ? C222 C232 C242 C252 -0.7(6) . . . . ? C232 C242 C252 C262 -1.0(5) . . . . ? C242 C252 C262 O42 -179.5(3) . . . . ? C242 C252 C262 C212 2.7(5) . . . . ? C222 C212 C262 C252 -2.5(5) . . . . ? N42 C212 C262 C252 178.6(3) . . . . ? C222 C212 C262 O42 179.6(3) . . . . ? N42 C212 C262 O42 0.8(5) . . . . ? _diffrn_measured_fraction_theta_max 0.906 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.906 _refine_diff_density_max 0.823 _refine_diff_density_min -1.778 _refine_diff_density_rms 0.110