data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H32 N6 O6 Zn' _chemical_formula_weight 541.91 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 ? _symmetry_space_group_name_H-M ? 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 15.0279(13) _cell_length_b 7.1943(6) _cell_length_c 11.7348(9) _cell_angle_alpha 90.00 _cell_angle_beta 101.273(3) _cell_angle_gamma 90.00 _cell_volume 1244.23(18) _cell_formula_units_Z 2 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 1.036 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10707 _diffrn_reflns_av_R_equivalents 0.1310 _diffrn_reflns_av_sigmaI/netI 0.0754 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.76 _diffrn_reflns_theta_max 25.11 _reflns_number_total 2215 _reflns_number_gt 1270 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1102P)^2^+2.1188P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.016(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2215 _refine_ls_number_parameters 158 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1078 _refine_ls_R_factor_gt 0.0689 _refine_ls_wR_factor_ref 0.2372 _refine_ls_wR_factor_gt 0.1812 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.120 _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 O2 O 0.5117(3) 1.2332(5) 1.0960(3) 0.0503(10) Uani 1 1 d . . . O1 O 0.4463(3) 1.4928(4) 1.1387(4) 0.0481(11) Uani 1 1 d U . . C1 C 0.4483(4) 1.3536(7) 1.0766(4) 0.0446(12) Uani 1 1 d U . . Zn1 Zn 0.5000 1.0000 1.0000 0.0440(5) Uani 1 2 d S . . N1 N 0.3531(3) 1.1277(6) 0.9451(3) 0.0473(11) Uani 1 1 d . . . C2 C 0.3749(4) 1.3247(8) 0.9706(5) 0.0524(14) Uani 1 1 d . . . H2A H 0.3204 1.3886 0.9818 0.063 Uiso 1 1 calc R . . H2B H 0.3940 1.3804 0.9041 0.063 Uiso 1 1 calc R . . N2 N 0.2198(3) 0.8400(7) 0.8714(4) 0.0551(13) Uani 1 1 d . . . C3 C 0.3033(4) 1.1092(9) 0.8233(4) 0.0493(14) Uani 1 1 d . . . H3A H 0.3415 1.1535 0.7713 0.059 Uiso 1 1 calc R . . H3B H 0.2495 1.1867 0.8122 0.059 Uiso 1 1 calc R . . C7 C 0.1670(4) 0.6821(9) 0.8375(5) 0.0569(15) Uani 1 1 d . . . C5 C 0.2640(4) 0.8610(9) 0.9933(5) 0.0546(15) Uani 1 1 d . . . H5A H 0.3173 0.7819 1.0098 0.066 Uiso 1 1 calc R . . H5B H 0.2227 0.8217 1.0427 0.066 Uiso 1 1 calc R . . C4 C 0.2758(4) 0.9122(9) 0.7925(5) 0.0534(15) Uani 1 1 d . . . H4A H 0.2420 0.9071 0.7132 0.064 Uiso 1 1 calc R . . H4B H 0.3296 0.8356 0.7975 0.064 Uiso 1 1 calc R . . C6 C 0.2915(4) 1.0595(10) 1.0202(5) 0.0536(14) Uani 1 1 d . . . H6A H 0.2377 1.1371 1.0090 0.064 Uiso 1 1 calc R . . H6B H 0.3216 1.0693 1.1009 0.064 Uiso 1 1 calc R . . N3 N 0.1520(4) 0.6402(9) 0.7249(5) 0.0762(17) Uani 1 1 d . . . C11 C 0.0742(6) 0.4301(13) 0.8758(8) 0.088(2) Uani 1 1 d . . . H11 H 0.0479 0.3599 0.9270 0.106 Uiso 1 1 calc R . . C9 C 0.0982(6) 0.4933(9) 0.6897(9) 0.078(3) Uani 1 1 d . . . H9 H 0.0874 0.4633 0.6111 0.094 Uiso 1 1 calc R . . C8 C 0.1283(5) 0.5778(11) 0.9167(6) 0.0703(18) Uani 1 1 d . . . H8 H 0.1393 0.6086 0.9952 0.084 Uiso 1 1 calc R . . C10 C 0.0584(2) 0.3850(5) 0.7616(3) 0.095(3) Uani 1 1 d . . . H10 H 0.0220 0.2843 0.7331 0.114 Uiso 1 1 calc R . . O1W O 0.5340(2) 1.1324(5) 0.8543(3) 0.0526(11) Uani 1 1 d RD . . H1W1 H 0.5146 1.1006 0.7842 0.079 Uiso 1 1 d RD . . H1W2 H 0.5105 1.2398 0.8614 0.079 Uiso 1 1 d RD . . 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 O2 0.062(2) 0.050(2) 0.0349(19) -0.0008(16) 0.0011(16) 0.0008(19) O1 0.077(3) 0.031(2) 0.039(2) -0.0039(11) 0.018(2) 0.0014(14) C1 0.063(3) 0.042(3) 0.030(2) -0.0017(18) 0.011(2) -0.004(2) Zn1 0.0643(8) 0.0406(7) 0.0277(6) -0.0016(3) 0.0102(5) 0.0010(3) N1 0.056(3) 0.051(3) 0.035(2) -0.0011(19) 0.0090(19) -0.004(2) C2 0.062(4) 0.051(3) 0.043(3) 0.000(2) 0.007(2) -0.003(3) N2 0.054(3) 0.068(3) 0.042(2) -0.004(2) 0.007(2) -0.007(2) C3 0.056(3) 0.059(3) 0.034(3) 0.003(2) 0.011(2) 0.000(3) C7 0.047(3) 0.060(4) 0.062(4) -0.006(3) 0.008(3) -0.002(3) C5 0.059(4) 0.064(4) 0.041(3) 0.008(3) 0.010(2) -0.003(3) C4 0.061(4) 0.066(4) 0.035(3) -0.004(3) 0.014(2) -0.004(3) C6 0.057(4) 0.070(4) 0.036(3) -0.002(3) 0.015(2) -0.006(3) N3 0.066(3) 0.092(5) 0.071(4) -0.028(3) 0.015(3) -0.016(3) C11 0.078(5) 0.081(5) 0.106(6) 0.004(5) 0.017(4) -0.016(5) C9 0.067(5) 0.079(6) 0.090(6) -0.037(4) 0.022(5) -0.014(3) C8 0.064(4) 0.071(5) 0.072(4) 0.004(4) 0.003(3) -0.010(3) C10 0.068(5) 0.091(6) 0.124(7) -0.026(5) 0.016(5) -0.018(4) O1W 0.077(3) 0.047(2) 0.0338(19) 0.0003(15) 0.0103(18) 0.0031(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O2 C1 1.275(6) . ? O2 Zn1 2.009(4) . ? O1 C1 1.242(6) . ? C1 C2 1.507(7) . ? Zn1 O2 2.009(4) 3_677 ? Zn1 O1W 2.106(3) . ? Zn1 O1W 2.106(3) 3_677 ? Zn1 N1 2.362(5) 3_677 ? Zn1 N1 2.362(5) . ? N1 C2 1.472(7) . ? N1 C6 1.480(7) . ? N1 C3 1.484(6) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? N2 C7 1.399(8) . ? N2 C5 1.462(7) . ? N2 C4 1.464(7) . ? C3 C4 1.500(9) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C7 N3 1.332(8) . ? C7 C8 1.405(9) . ? C5 C6 1.503(9) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? N3 C9 1.345(8) . ? C11 C10 1.355(10) . ? C11 C8 1.367(11) . ? C11 H11 0.9300 . ? C9 C10 1.369(9) . ? C9 H9 0.9300 . ? C8 H8 0.9300 . ? C10 H10 0.9300 . ? O1W H1W1 0.8485 . ? O1W H1W2 0.8602 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O2 Zn1 119.1(3) . . ? O1 C1 O2 123.1(5) . . ? O1 C1 C2 119.9(5) . . ? O2 C1 C2 117.0(4) . . ? O2 Zn1 O2 180.000(1) 3_677 . ? O2 Zn1 O1W 86.04(13) 3_677 . ? O2 Zn1 O1W 93.96(13) . . ? O2 Zn1 O1W 93.96(13) 3_677 3_677 ? O2 Zn1 O1W 86.04(13) . 3_677 ? O1W Zn1 O1W 180.0 . 3_677 ? O2 Zn1 N1 78.63(15) 3_677 3_677 ? O2 Zn1 N1 101.37(15) . 3_677 ? O1W Zn1 N1 92.02(14) . 3_677 ? O1W Zn1 N1 87.98(14) 3_677 3_677 ? O2 Zn1 N1 101.37(15) 3_677 . ? O2 Zn1 N1 78.63(15) . . ? O1W Zn1 N1 87.98(14) . . ? O1W Zn1 N1 92.02(14) 3_677 . ? N1 Zn1 N1 180.000(1) 3_677 . ? C2 N1 C6 109.8(4) . . ? C2 N1 C3 109.4(4) . . ? C6 N1 C3 106.7(4) . . ? C2 N1 Zn1 99.2(3) . . ? C6 N1 Zn1 111.6(4) . . ? C3 N1 Zn1 119.8(3) . . ? N1 C2 C1 113.5(4) . . ? N1 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? N1 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? C7 N2 C5 119.1(5) . . ? C7 N2 C4 118.2(5) . . ? C5 N2 C4 112.1(4) . . ? N1 C3 C4 112.3(5) . . ? N1 C3 H3A 109.1 . . ? C4 C3 H3A 109.1 . . ? N1 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? H3A C3 H3B 107.9 . . ? N3 C7 N2 116.2(5) . . ? N3 C7 C8 121.6(6) . . ? N2 C7 C8 122.1(6) . . ? N2 C5 C6 110.9(4) . . ? N2 C5 H5A 109.5 . . ? C6 C5 H5A 109.5 . . ? N2 C5 H5B 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 108.1 . . ? N2 C4 C3 110.3(4) . . ? N2 C4 H4A 109.6 . . ? C3 C4 H4A 109.6 . . ? N2 C4 H4B 109.6 . . ? C3 C4 H4B 109.6 . . ? H4A C4 H4B 108.1 . . ? N1 C6 C5 111.6(5) . . ? N1 C6 H6A 109.3 . . ? C5 C6 H6A 109.3 . . ? N1 C6 H6B 109.3 . . ? C5 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? C7 N3 C9 117.2(7) . . ? C10 C11 C8 120.7(7) . . ? C10 C11 H11 119.7 . . ? C8 C11 H11 119.7 . . ? N3 C9 C10 124.5(7) . . ? N3 C9 H9 117.7 . . ? C10 C9 H9 117.7 . . ? C11 C8 C7 118.5(7) . . ? C11 C8 H8 120.7 . . ? C7 C8 H8 120.7 . . ? C11 C10 C9 117.4(6) . . ? C11 C10 H10 121.3 . . ? C9 C10 H10 121.3 . . ? Zn1 O1W H1W1 125.0 . . ? Zn1 O1W H1W2 99.1 . . ? H1W1 O1W H1W2 105.5 . . ? 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 Zn1 O2 C1 O1 173.2(4) . . . . ? Zn1 O2 C1 C2 -8.8(6) . . . . ? C1 O2 Zn1 O2 -47(100) . . . 3_677 ? C1 O2 Zn1 O1W 77.1(4) . . . . ? C1 O2 Zn1 O1W -102.9(4) . . . 3_677 ? C1 O2 Zn1 N1 170.0(4) . . . 3_677 ? C1 O2 Zn1 N1 -10.0(4) . . . . ? O2 Zn1 N1 C2 -155.1(3) 3_677 . . . ? O2 Zn1 N1 C2 24.9(3) . . . . ? O1W Zn1 N1 C2 -69.5(3) . . . . ? O1W Zn1 N1 C2 110.5(3) 3_677 . . . ? N1 Zn1 N1 C2 115(100) 3_677 . . . ? O2 Zn1 N1 C6 89.2(4) 3_677 . . . ? O2 Zn1 N1 C6 -90.8(4) . . . . ? O1W Zn1 N1 C6 174.8(4) . . . . ? O1W Zn1 N1 C6 -5.2(4) 3_677 . . . ? N1 Zn1 N1 C6 -1(100) 3_677 . . . ? O2 Zn1 N1 C3 -36.4(4) 3_677 . . . ? O2 Zn1 N1 C3 143.6(4) . . . . ? O1W Zn1 N1 C3 49.2(4) . . . . ? O1W Zn1 N1 C3 -130.8(4) 3_677 . . . ? N1 Zn1 N1 C3 -126(100) 3_677 . . . ? C6 N1 C2 C1 80.7(6) . . . . ? C3 N1 C2 C1 -162.5(5) . . . . ? Zn1 N1 C2 C1 -36.3(5) . . . . ? O1 C1 C2 N1 -147.0(5) . . . . ? O2 C1 C2 N1 34.9(7) . . . . ? C2 N1 C3 C4 -177.9(4) . . . . ? C6 N1 C3 C4 -59.2(6) . . . . ? Zn1 N1 C3 C4 68.7(5) . . . . ? C5 N2 C7 N3 -159.8(6) . . . . ? C4 N2 C7 N3 -18.0(8) . . . . ? C5 N2 C7 C8 22.9(8) . . . . ? C4 N2 C7 C8 164.7(6) . . . . ? C7 N2 C5 C6 -161.8(5) . . . . ? C4 N2 C5 C6 54.2(6) . . . . ? C7 N2 C4 C3 162.0(5) . . . . ? C5 N2 C4 C3 -53.7(6) . . . . ? N1 C3 C4 N2 57.5(6) . . . . ? C2 N1 C6 C5 177.4(5) . . . . ? C3 N1 C6 C5 59.0(6) . . . . ? Zn1 N1 C6 C5 -73.6(5) . . . . ? N2 C5 C6 N1 -57.9(6) . . . . ? N2 C7 N3 C9 -177.3(6) . . . . ? C8 C7 N3 C9 -0.1(10) . . . . ? C7 N3 C9 C10 -0.1(11) . . . . ? C10 C11 C8 C7 0.2(12) . . . . ? N3 C7 C8 C11 0.0(11) . . . . ? N2 C7 C8 C11 177.1(7) . . . . ? C8 C11 C10 C9 -0.4(11) . . . . ? N3 C9 C10 C11 0.3(10) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.11 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.776 _refine_diff_density_min -1.091 _refine_diff_density_rms 0.118