data_anup1b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H28 N4 O8 Zn' _chemical_formula_weight 613.91 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' _symmetry_cell_setting 'Orthorhombic' _symmetry_space_group_name_H-M 'Pbca ' 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' '-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 11.6106(9) _cell_length_b 9.0413(7) _cell_length_c 24.953(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2619.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6426 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 25.04 _exptl_crystal_description block _exptl_crystal_colour Purple _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.557 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 0.998 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8407 _exptl_absorpt_correction_T_max 0.8812 _exptl_absorpt_process_details 'Bruker AXS SADABS program' _exptl_special_details ; Sheldrick,G.M.,(2003),University of gottingen,Germany ; _diffrn_ambient_temperature 298(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 23410 _diffrn_reflns_av_R_equivalents 0.0419 _diffrn_reflns_av_sigmaI/netI 0.0201 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.06 _reflns_number_total 2323 _reflns_number_gt 2267 _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^)+(0.0159P)^2^+21.6271P] 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 2323 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1050 _refine_ls_R_factor_gt 0.1037 _refine_ls_wR_factor_ref 0.1953 _refine_ls_wR_factor_gt 0.1946 _refine_ls_goodness_of_fit_ref 1.367 _refine_ls_restrained_S_all 1.367 _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 1.0000 0.0000 0.5000 0.0397(4) Uani 1 2 d S . . O1 O 0.5880(4) 0.2723(5) 0.5521(2) 0.0382(12) Uani 1 1 d . . . N1 N 0.8672(4) 0.1200(6) 0.5263(2) 0.0281(13) Uani 1 1 d . . . O3 O 0.9883(4) 0.2201(6) 0.69859(19) 0.0420(13) Uani 1 1 d . . . C8 C 1.1580(6) 0.0223(7) 0.6015(3) 0.0282(15) Uani 1 1 d . . . N2 N 1.0630(4) 0.0538(6) 0.5720(2) 0.0268(12) Uani 1 1 d . . . O4 O 1.2205(5) 0.0670(6) 0.6942(2) 0.0507(15) Uani 1 1 d . . . C4 C 0.8817(6) 0.1667(8) 0.5776(3) 0.0305(15) Uani 1 1 d . . . O2 O 0.7641(5) 0.2836(8) 0.6469(2) 0.0617(18) Uani 1 1 d . . . C6 C 1.0383(6) 0.1546(8) 0.6549(3) 0.0344(16) Uani 1 1 d . . . C1 C 0.7588(5) 0.1518(7) 0.5105(3) 0.0282(14) Uani 1 1 d . . . C2 C 0.7007(6) 0.2238(8) 0.5541(3) 0.0336(16) Uani 1 1 d . . . C5 C 0.9882(5) 0.1344(7) 0.6023(2) 0.0277(14) Uani 1 1 d . . . C3 C 0.7753(6) 0.2334(8) 0.5957(3) 0.0367(17) Uani 1 1 d . . . C9 C 0.7081(5) 0.1278(7) 0.4603(3) 0.0306(15) Uani 1 1 d . . . H9 H 0.6348 0.1684 0.4575 0.037 Uiso 1 1 calc R . . C10 C 1.2569(6) -0.0568(7) 0.5861(3) 0.0312(15) Uani 1 1 d . . . H10 H 1.3113 -0.0628 0.6134 0.037 Uiso 1 1 calc R . . C7 C 1.1425(6) 0.0856(7) 0.6541(3) 0.0323(16) Uani 1 1 d . . . C13 C 0.9896(8) 0.3772(10) 0.6989(4) 0.058(2) Uani 1 1 d . . . H13A H 1.0678 0.4116 0.7003 0.086 Uiso 1 1 calc R . . H13B H 0.9485 0.4127 0.7297 0.086 Uiso 1 1 calc R . . H13C H 0.9534 0.4136 0.6669 0.086 Uiso 1 1 calc R . . C11 C 0.5056(7) 0.1623(10) 0.5660(4) 0.063(3) Uani 1 1 d . . . H11A H 0.5155 0.0775 0.5433 0.094 Uiso 1 1 calc R . . H11B H 0.4294 0.2013 0.5614 0.094 Uiso 1 1 calc R . . H11C H 0.5164 0.1337 0.6027 0.094 Uiso 1 1 calc R . . C12 C 0.6702(10) 0.3599(15) 0.6621(4) 0.110(5) Uani 1 1 d . . . H12A H 0.6457 0.4228 0.6332 0.164 Uiso 1 1 calc R . . H12B H 0.6883 0.4193 0.6928 0.164 Uiso 1 1 calc R . . H12C H 0.6094 0.2922 0.6710 0.164 Uiso 1 1 calc R . . C14 C 1.2700(12) 0.1836(12) 0.7152(5) 0.124(6) Uani 1 1 d . . . H14A H 1.2986 0.2461 0.6871 0.186 Uiso 1 1 calc R . . H14B H 1.3328 0.1529 0.7376 0.186 Uiso 1 1 calc R . . H14C H 1.2149 0.2372 0.7363 0.186 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 0.0266(6) 0.0548(8) 0.0376(7) -0.0169(6) -0.0109(5) 0.0152(6) O1 0.024(2) 0.040(3) 0.051(3) 0.009(2) 0.007(2) 0.006(2) N1 0.017(3) 0.037(3) 0.031(3) -0.005(3) 0.001(2) 0.009(2) O3 0.046(3) 0.049(3) 0.031(3) -0.005(2) 0.009(2) -0.002(3) C8 0.027(3) 0.021(3) 0.036(4) 0.002(3) -0.005(3) -0.004(3) N2 0.024(3) 0.032(3) 0.025(3) -0.004(2) -0.010(2) -0.004(2) O4 0.052(4) 0.052(3) 0.048(3) -0.002(3) -0.029(3) 0.001(3) C4 0.028(3) 0.033(4) 0.030(4) 0.002(3) 0.004(3) 0.000(3) O2 0.042(3) 0.100(5) 0.042(3) -0.022(3) 0.001(3) 0.021(3) C6 0.037(4) 0.033(4) 0.032(4) 0.000(3) 0.001(3) -0.007(3) C1 0.021(3) 0.027(3) 0.037(4) 0.000(3) 0.002(3) 0.003(3) C2 0.027(3) 0.031(4) 0.042(4) 0.008(3) -0.001(3) 0.004(3) C5 0.024(3) 0.030(3) 0.029(3) -0.004(3) 0.008(3) -0.002(3) C3 0.031(4) 0.034(4) 0.045(4) -0.006(3) 0.003(3) 0.002(3) C9 0.015(3) 0.030(4) 0.047(4) 0.004(3) -0.005(3) 0.006(3) C10 0.027(3) 0.032(4) 0.035(3) 0.002(3) -0.019(3) 0.004(3) C7 0.031(4) 0.029(4) 0.036(4) -0.002(3) -0.005(3) -0.008(3) C13 0.056(5) 0.059(6) 0.057(5) -0.015(4) 0.013(5) -0.005(5) C11 0.031(4) 0.059(6) 0.099(7) 0.023(5) 0.010(5) 0.008(4) C12 0.107(9) 0.165(13) 0.056(6) -0.031(7) -0.011(6) 0.100(10) C14 0.158(13) 0.069(7) 0.145(11) -0.039(8) -0.127(11) 0.027(8) _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 1.997(5) 5_756 ? Zn1 N1 1.997(5) . ? Zn1 N2 1.999(5) 5_756 ? Zn1 N2 1.999(5) . ? O1 C2 1.381(8) . ? O1 C11 1.423(9) . ? N1 C1 1.350(8) . ? N1 C4 1.359(8) . ? O3 C6 1.370(8) . ? O3 C13 1.421(10) . ? C8 N2 1.356(8) . ? C8 C10 1.406(9) . ? C8 C7 1.443(9) . ? N2 C5 1.363(8) . ? O4 C14 1.310(11) . ? O4 C7 1.359(8) . ? C4 C5 1.411(9) . ? C4 C3 1.447(9) . ? O2 C12 1.345(10) . ? O2 C3 1.363(8) . ? C6 C7 1.361(10) . ? C6 C5 1.448(9) . ? C1 C9 1.401(9) . ? C1 C2 1.435(9) . ? C2 C3 1.356(10) . ? C9 C10 1.386(9) 5_756 ? C9 H9 0.9300 . ? C10 C9 1.386(9) 5_756 ? C10 H10 0.9300 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zn1 N1 179.999(1) 5_756 . ? N1 Zn1 N2 81.7(2) 5_756 5_756 ? N1 Zn1 N2 98.3(2) . 5_756 ? N1 Zn1 N2 98.3(2) 5_756 . ? N1 Zn1 N2 81.7(2) . . ? N2 Zn1 N2 179.998(1) 5_756 . ? C2 O1 C11 114.0(6) . . ? C1 N1 C4 108.9(5) . . ? C1 N1 Zn1 137.7(5) . . ? C4 N1 Zn1 112.5(4) . . ? C6 O3 C13 115.6(6) . . ? N2 C8 C10 128.5(6) . . ? N2 C8 C7 108.1(6) . . ? C10 C8 C7 123.5(6) . . ? C8 N2 C5 109.2(5) . . ? C8 N2 Zn1 137.3(5) . . ? C5 N2 Zn1 113.2(4) . . ? C14 O4 C7 119.1(7) . . ? N1 C4 C5 117.0(6) . . ? N1 C4 C3 108.5(6) . . ? C5 C4 C3 134.3(6) . . ? C12 O2 C3 120.8(7) . . ? C7 C6 O3 125.8(6) . . ? C7 C6 C5 106.7(6) . . ? O3 C6 C5 127.3(6) . . ? N1 C1 C9 128.3(6) . . ? N1 C1 C2 108.3(6) . . ? C9 C1 C2 123.4(6) . . ? C3 C2 O1 127.8(7) . . ? C3 C2 C1 108.0(6) . . ? O1 C2 C1 124.2(6) . . ? N2 C5 C4 115.3(6) . . ? N2 C5 C6 108.3(6) . . ? C4 C5 C6 136.1(6) . . ? C2 C3 O2 132.8(7) . . ? C2 C3 C4 106.3(6) . . ? O2 C3 C4 120.8(6) . . ? C10 C9 C1 134.1(6) 5_756 . ? C10 C9 H9 112.9 5_756 . ? C1 C9 H9 112.9 . . ? C9 C10 C8 134.7(6) 5_756 . ? C9 C10 H10 112.6 5_756 . ? C8 C10 H10 112.6 . . ? O4 C7 C6 129.7(7) . . ? O4 C7 C8 122.5(6) . . ? C6 C7 C8 107.7(6) . . ? O3 C13 H13A 109.5 . . ? O3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? O3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O1 C11 H11A 109.5 . . ? O1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? O1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? O2 C12 H12A 109.5 . . ? O2 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? O2 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? O4 C14 H14A 109.5 . . ? O4 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O4 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.06 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.659 _refine_diff_density_min -0.543 _refine_diff_density_rms 0.099