# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2017 data_compound2 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C6 H10 N4 O4 S2 Zn' _chemical_formula_weight 331.67 _chemical_melting_point ? _chemical_compound_source ? 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' 'S' 'S' 0.1246 0.1234 '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 Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' 'x, -y, z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' '-x, y, -z-1/2' _cell_length_a 14.8310(10) _cell_length_b 6.9010(10) _cell_length_c 11.3790(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1164.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.892 _exptl_crystal_density_method ? _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 2.476 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1078 _diffrn_reflns_av_R_equivalents 0.0065 _diffrn_reflns_av_sigmaI/netI 0.0190 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 24.97 _reflns_number_total 1021 _reflns_number_observed 911 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 5 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1016 _refine_ls_number_parameters 90 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0248 _refine_ls_R_factor_obs 0.0202 _refine_ls_wR_factor_all 0.0818 _refine_ls_wR_factor_obs 0.0719 _refine_ls_goodness_of_fit_all 0.660 _refine_ls_goodness_of_fit_obs 0.665 _refine_ls_restrained_S_all 0.717 _refine_ls_restrained_S_obs 0.671 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.0000 0.20173(5) 0.2500 0.0205(2) Uani 1 d S . S1 S 0.08200(3) 0.01602(8) 0.11662(4) 0.0259(2) Uani 1 d . . O1 O 0.08967(9) 0.3683(2) 0.32397(13) 0.0287(4) Uani 1 d . . O2 O 0.19106(8) 0.4106(3) 0.46252(13) 0.0392(4) Uani 1 d . . N1 N 0.24934(11) -0.0562(3) 0.1806(2) 0.0319(5) Uani 1 d D . H1A H 0.2889(16) -0.0984(46) 0.2252(21) 0.038 Uiso 1 d D . H1B H 0.2668(19) -0.0081(42) 0.1149(22) 0.038 Uiso 1 d D . C2 C 0.11197(13) 0.4099(3) 0.4295(2) 0.0239(4) Uani 1 d . . C1 C 0.16513(14) -0.0611(3) 0.2147(2) 0.0237(4) Uani 1 d . . N2 N 0.14532(13) -0.1255(3) 0.3210(2) 0.0349(5) Uani 1 d D . H2A H 0.1895(16) -0.1448(44) 0.3665(23) 0.042 Uiso 1 d D . H2B H 0.0895(14) -0.1245(44) 0.3435(26) 0.042 Uiso 1 d D . C3 C 0.04104(13) 0.4689(3) 0.5150(2) 0.0240(4) Uani 1 d . . H3 H 0.05483(13) 0.4618(3) 0.5946(2) 0.029 Uiso 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 0.0142(2) 0.0274(3) 0.0197(3) 0.000 -0.00080(10) 0.000 S1 0.0201(3) 0.0399(3) 0.0176(3) -0.0039(2) -0.0019(2) 0.0074(2) O1 0.0216(7) 0.0430(9) 0.0215(8) -0.0056(7) 0.0003(6) -0.0093(6) O2 0.0177(7) 0.0708(11) 0.0291(9) -0.0095(9) -0.0010(6) 0.0018(8) N1 0.0195(9) 0.0505(13) 0.0256(10) 0.0066(8) 0.0006(7) 0.0075(8) C2 0.0210(9) 0.0260(9) 0.0246(10) -0.0013(9) 0.0000(8) -0.0020(8) C1 0.0240(9) 0.0248(10) 0.0222(10) -0.0014(9) -0.0014(9) 0.0022(8) N2 0.0247(10) 0.0538(12) 0.0263(11) 0.0110(10) 0.0015(8) 0.0057(9) C3 0.0211(10) 0.0308(10) 0.0202(10) -0.0017(8) -0.0024(7) -0.0014(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 O1 1.9490(14) . ? Zn1 O1 1.9490(14) 8_556 ? Zn1 S1 2.3292(5) . ? Zn1 S1 2.3292(5) 8_556 ? Zn1 S1 2.3292(5) 8_556 ? S1 C1 1.746(2) . ? O1 C2 1.279(3) . ? O2 C2 1.232(2) . ? N1 C1 1.308(3) . ? C2 C3 1.489(3) . ? C1 N2 1.322(3) . ? C3 C3 1.335(4) 5_566 ? 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 O1 Zn1 O1 107.72(9) . 8_556 ? O1 Zn1 S1 104.46(4) . . ? O1 Zn1 S1 113.54(5) 8_556 . ? O1 Zn1 S1 113.54(5) . 8_556 ? O1 Zn1 S1 104.46(4) 8_556 8_556 ? S1 Zn1 S1 113.23(3) . 8_556 ? O1 Zn1 S1 113.54(5) . 8_556 ? O1 Zn1 S1 104.46(4) 8_556 8_556 ? S1 Zn1 S1 113.23(3) . 8_556 ? S1 Zn1 S1 0.00(4) 8_556 8_556 ? C1 S1 Zn1 96.89(7) . . ? C2 O1 Zn1 135.62(14) . . ? O2 C2 O1 122.2(2) . . ? O2 C2 C3 118.2(2) . . ? O1 C2 C3 119.5(2) . . ? N1 C1 N2 119.5(2) . . ? N1 C1 S1 118.5(2) . . ? N2 C1 S1 122.0(2) . . ? C3 C3 C2 124.4(3) 5_566 . ? _refine_diff_density_max 0.288 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.055 #===END data_compound3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C5 H10 N4 O4 S2 Zn' _chemical_formula_weight 319.66 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' 'S' 'S' 0.1246 0.1234 '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 P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.5617(9) _cell_length_b 8.1640(10) _cell_length_c 18.340(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.40(2) _cell_angle_gamma 90.00 _cell_volume 1131.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.876 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 648 _exptl_absorpt_coefficient_mu 2.543 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '4-circle diffractometer' _diffrn_measurement_method 'scintillation counter' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2230 _diffrn_reflns_av_R_equivalents 0.0130 _diffrn_reflns_av_sigmaI/netI 0.0223 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 24.97 _reflns_number_total 1988 _reflns_number_gt 1769 _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 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (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^)+(0.0454P)^2^+0.1359P] 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 0.0085(9) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1988 _refine_ls_number_parameters 178 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0302 _refine_ls_R_factor_gt 0.0250 _refine_ls_wR_factor_ref 0.0662 _refine_ls_wR_factor_gt 0.0641 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.003 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.17966(3) 0.14578(3) 0.389847(13) 0.02387(13) Uani 1 1 d . . . S1 S -0.02654(8) 0.34601(6) 0.41652(3) 0.02828(17) Uani 1 1 d . . . S2 S 0.25246(8) 0.01358(7) 0.49850(3) 0.03077(17) Uani 1 1 d . . . O1 O 0.3798(2) 0.20789(19) 0.32829(8) 0.0313(4) Uani 1 1 d . . . O2 O 0.4385(2) 0.4281(2) 0.39441(8) 0.0353(4) Uani 1 1 d . . . O3 O 0.4245(2) 0.47627(18) 0.17656(8) 0.0275(4) Uani 1 1 d . . . O4 O 0.4906(3) 0.66889(19) 0.25807(9) 0.0418(5) Uani 1 1 d . . . C1 C 0.0395(3) 0.5125(3) 0.36508(12) 0.0247(5) Uani 1 1 d . . . C2 C 0.3428(3) 0.1583(3) 0.55576(13) 0.0266(5) Uani 1 1 d . . . C3 C 0.4603(3) 0.3418(3) 0.34109(12) 0.0236(5) Uani 1 1 d . . . C4 C 0.4949(3) 0.5264(3) 0.23617(12) 0.0251(5) Uani 1 1 d . . . C5 C 0.5869(3) 0.3974(3) 0.28286(12) 0.0263(5) Uani 1 1 d . . . H5A H 0.6933 0.4427 0.3055 0.032 Uiso 1 1 calc R . . H5B H 0.6201 0.3050 0.2529 0.032 Uiso 1 1 calc R . . N1 N 0.0426(3) 0.6581(2) 0.39486(12) 0.0391(5) Uani 1 1 d D . . H1A H 0.063(3) 0.743(3) 0.3689(12) 0.044(8) Uiso 1 1 d D . . H1B H 0.014(4) 0.662(3) 0.4409(10) 0.059(10) Uiso 1 1 d D . . N2 N 0.0757(3) 0.4926(2) 0.29608(10) 0.0308(5) Uani 1 1 d D . . H2A H 0.109(3) 0.576(2) 0.2693(13) 0.038(7) Uiso 1 1 d D . . H2B H 0.066(3) 0.3925(19) 0.2783(12) 0.022(6) Uiso 1 1 d D . . N3 N 0.3781(3) 0.3083(3) 0.53670(12) 0.0385(5) Uani 1 1 d D . . H3A H 0.427(3) 0.373(3) 0.5693(12) 0.041(8) Uiso 1 1 d D . . H3B H 0.355(4) 0.344(3) 0.4913(10) 0.063(10) Uiso 1 1 d D . . N4 N 0.3749(4) 0.1151(3) 0.62449(12) 0.0448(6) Uani 1 1 d D . . H4A H 0.419(4) 0.185(3) 0.6569(15) 0.051(9) Uiso 1 1 d D . . H4B H 0.339(4) 0.019(2) 0.6331(17) 0.053(9) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.03609(19) 0.01810(17) 0.01726(17) -0.00133(9) -0.00288(11) -0.00263(10) S1 0.0417(3) 0.0217(3) 0.0216(3) 0.0035(2) 0.0046(2) 0.0022(2) S2 0.0449(3) 0.0221(3) 0.0247(3) 0.0041(2) -0.0105(2) -0.0064(2) O1 0.0440(9) 0.0227(8) 0.0275(8) -0.0040(7) 0.0073(7) -0.0071(7) O2 0.0537(10) 0.0299(9) 0.0222(8) -0.0047(7) 0.0014(7) -0.0133(8) O3 0.0414(9) 0.0201(8) 0.0207(8) 0.0009(6) -0.0063(7) 0.0039(7) O4 0.0785(13) 0.0215(9) 0.0248(9) 0.0016(7) -0.0119(9) -0.0014(8) C1 0.0302(11) 0.0207(11) 0.0229(11) 0.0021(9) -0.0011(9) 0.0031(9) C2 0.0274(11) 0.0305(13) 0.0219(12) -0.0003(9) -0.0012(9) 0.0005(9) C3 0.0296(11) 0.0217(11) 0.0190(11) 0.0049(8) -0.0069(9) 0.0012(9) C4 0.0341(12) 0.0231(11) 0.0180(10) 0.0040(9) -0.0002(9) -0.0028(9) C5 0.0272(11) 0.0287(12) 0.0228(11) 0.0052(9) -0.0018(9) -0.0007(9) N1 0.0670(16) 0.0214(11) 0.0290(12) 0.0002(9) 0.0086(11) 0.0011(10) N2 0.0510(13) 0.0212(11) 0.0204(10) 0.0025(8) 0.0031(9) -0.0016(9) N3 0.0623(15) 0.0311(11) 0.0218(11) -0.0018(9) -0.0077(10) -0.0152(11) N4 0.0750(17) 0.0392(14) 0.0196(11) 0.0022(10) -0.0120(11) -0.0020(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 Zn1 O1 1.9766(16) . ? Zn1 O3 1.9928(15) 2_545 ? Zn1 S1 2.3194(7) . ? Zn1 S2 2.3205(7) . ? S1 C1 1.735(2) . ? S2 C2 1.712(2) . ? O1 C3 1.271(3) . ? O2 C3 1.219(3) . ? O3 C4 1.272(3) . ? O3 Zn1 1.9928(15) 2 ? O4 C4 1.231(3) . ? C1 N1 1.308(3) . ? C1 N2 1.311(3) . ? C2 N3 1.303(3) . ? C2 N4 1.326(3) . ? C3 C5 1.521(3) . ? C4 C5 1.516(3) . ? 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 O1 Zn1 O3 97.22(7) . 2_545 ? O1 Zn1 S1 117.90(5) . . ? O3 Zn1 S1 111.15(5) 2_545 . ? O1 Zn1 S2 116.16(5) . . ? O3 Zn1 S2 106.48(5) 2_545 . ? S1 Zn1 S2 107.05(3) . . ? C1 S1 Zn1 103.51(8) . . ? C2 S2 Zn1 106.78(8) . . ? C3 O1 Zn1 119.03(14) . . ? C4 O3 Zn1 116.91(14) . 2 ? N1 C1 N2 120.9(2) . . ? N1 C1 S1 119.16(18) . . ? N2 C1 S1 119.84(17) . . ? N3 C2 N4 118.1(2) . . ? N3 C2 S2 124.42(18) . . ? N4 C2 S2 117.47(19) . . ? O2 C3 O1 124.9(2) . . ? O2 C3 C5 119.37(19) . . ? O1 C3 C5 115.71(19) . . ? O4 C4 O3 124.8(2) . . ? O4 C4 C5 119.2(2) . . ? O3 C4 C5 116.01(19) . . ? C4 C5 C3 108.43(17) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.432 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.084 #===END data_compound4 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C10 H14 N4 O5 S2 Zn' _chemical_formula_weight 399.74 _chemical_melting_point ? _chemical_compound_source ? 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' 'O' 'O' 0.0106 0.0060 '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' 'S' 'S' 0.1246 0.1234 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.257(3) _cell_length_b 9.7950(10) _cell_length_c 16.303(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.50(2) _cell_angle_gamma 90.00 _cell_volume 3224.8(8) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.647 _exptl_crystal_density_method ? _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 1.808 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3099 _diffrn_reflns_av_R_equivalents 0.0202 _diffrn_reflns_av_sigmaI/netI 0.0322 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 24.97 _reflns_number_total 2840 _reflns_number_observed 2271 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 5 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2835 _refine_ls_number_parameters 241 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0445 _refine_ls_R_factor_obs 0.0309 _refine_ls_wR_factor_all 0.1049 _refine_ls_wR_factor_obs 0.0964 _refine_ls_goodness_of_fit_all 0.805 _refine_ls_goodness_of_fit_obs 0.847 _refine_ls_restrained_S_all 0.817 _refine_ls_restrained_S_obs 0.847 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.38261(2) 0.22004(3) 0.83849(2) 0.0338(2) Uani 1 d . . S1 S 0.27681(4) 0.14298(8) 0.86523(5) 0.0460(2) Uani 1 d . . S2 S 0.47273(4) 0.09714(9) 0.89074(6) 0.0473(2) Uani 1 d . . N1 N 0.4280(2) -0.1076(3) 0.7942(2) 0.0455(7) Uani 1 d . . H1B H 0.4278(21) -0.1863(47) 0.7806(27) 0.055 Uiso 1 d . . H1A H 0.4132(19) -0.0495(45) 0.7664(25) 0.055 Uiso 1 d . . N2 N 0.5004(2) -0.1631(4) 0.9015(2) 0.0556(8) Uani 1 d . . H2B H 0.5219(21) -0.1360(50) 0.9417(29) 0.067 Uiso 1 d . . H2A H 0.4984(22) -0.2562(49) 0.8837(29) 0.067 Uiso 1 d . . N3 N 0.2464(2) 0.3794(3) 0.7890(2) 0.0486(8) Uani 1 d . . H3A H 0.2264(21) 0.4341(46) 0.7825(27) 0.058 Uiso 1 d . . H3B H 0.2826(22) 0.3665(43) 0.7597(27) 0.058 Uiso 1 d . . N4 N 0.1757(2) 0.3064(4) 0.8809(2) 0.0547(8) Uani 1 d . . H4A H 0.1573(21) 0.3858(49) 0.8743(27) 0.066 Uiso 1 d . . H4B H 0.1645(22) 0.2548(47) 0.9151(30) 0.066 Uiso 1 d . . O1 O 0.37687(12) 0.2855(2) 0.72194(12) 0.0404(5) Uani 1 d . . O2 O 0.36062(11) 0.0713(2) 0.68111(12) 0.0398(5) Uani 1 d . . O3 O 0.38985(12) 0.5907(2) 0.38022(12) 0.0439(5) Uani 1 d . . O4 O 0.39862(13) 0.6504(2) 0.51193(14) 0.0501(6) Uani 1 d . . O5 O 0.4520(5) -0.3928(10) 0.7859(8) 0.073(3) Uani 0.40 d P . O5A O 0.4187(6) -0.4116(12) 0.7573(9) 0.093(4) Uani 0.40 d P . O5B O 0.4999(11) -0.4285(16) 0.8537(13) 0.096(6) Uani 0.20 d P . C1 C 0.4651(2) -0.0705(3) 0.8593(2) 0.0386(7) Uani 1 d . . C2 C 0.2301(2) 0.2880(3) 0.8433(2) 0.0378(7) Uani 1 d . . C3 C 0.36593(14) 0.1959(3) 0.6661(2) 0.0310(6) Uani 1 d . . C4 C 0.35708(15) 0.2451(3) 0.5791(2) 0.0321(6) Uani 1 d . . C5 C 0.3307(2) 0.1582(3) 0.5173(2) 0.0366(7) Uani 1 d . . H5 H 0.3198(2) 0.0688(3) 0.5300(2) 0.044 Uiso 1 calc R . C6 C 0.3206(2) 0.2042(3) 0.4374(2) 0.0409(8) Uani 1 d . . H6 H 0.3016(2) 0.1468(3) 0.3967(2) 0.049 Uiso 1 calc R . C7 C 0.3386(2) 0.3353(3) 0.4178(2) 0.0374(7) Uani 1 d . . H7 H 0.3319(2) 0.3656(3) 0.3637(2) 0.045 Uiso 1 calc R . C8 C 0.36667(15) 0.4228(3) 0.4783(2) 0.0334(6) Uani 1 d . . C9 C 0.37465(15) 0.3766(3) 0.5590(2) 0.0342(7) Uani 1 d . . H9 H 0.39209(15) 0.4351(3) 0.6001(2) 0.041 Uiso 1 calc R . C10 C 0.3867(2) 0.5658(3) 0.4572(2) 0.0366(7) Uani 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 Zn1 0.0531(3) 0.0247(2) 0.0233(2) 0.00013(12) 0.00215(15) 0.00376(15) S1 0.0551(5) 0.0295(4) 0.0546(5) 0.0129(4) 0.0117(4) 0.0073(4) S2 0.0536(5) 0.0383(4) 0.0476(5) -0.0043(4) -0.0121(4) 0.0029(4) N1 0.066(2) 0.0311(15) 0.038(2) -0.0018(12) -0.0031(14) 0.0050(14) N2 0.073(2) 0.047(2) 0.045(2) 0.0031(15) -0.009(2) 0.019(2) N3 0.055(2) 0.041(2) 0.051(2) 0.0164(14) 0.0091(15) 0.0131(14) N4 0.064(2) 0.046(2) 0.057(2) 0.0191(15) 0.022(2) 0.018(2) O1 0.0673(15) 0.0316(12) 0.0219(10) -0.0002(8) 0.0014(9) -0.0031(10) O2 0.0592(14) 0.0297(11) 0.0300(10) 0.0067(9) 0.0002(10) -0.0055(10) O3 0.076(2) 0.0306(11) 0.0255(11) 0.0051(9) 0.0067(10) -0.0015(11) O4 0.080(2) 0.0352(12) 0.0351(12) -0.0040(10) 0.0062(12) -0.0140(12) O5 0.084(7) 0.028(4) 0.110(9) 0.003(5) 0.039(6) -0.011(5) O5A 0.122(10) 0.048(5) 0.120(10) -0.035(6) 0.077(8) -0.038(6) O5B 0.134(15) 0.052(9) 0.109(15) -0.012(10) 0.065(13) -0.001(10) C1 0.044(2) 0.037(2) 0.035(2) 0.0027(14) 0.0053(13) 0.0054(14) C2 0.049(2) 0.031(2) 0.034(2) 0.0030(12) 0.0014(14) 0.0024(13) C3 0.038(2) 0.031(2) 0.0244(14) 0.0018(12) 0.0058(12) -0.0010(12) C4 0.044(2) 0.0290(14) 0.0237(14) 0.0005(12) 0.0030(12) -0.0004(13) C5 0.050(2) 0.0283(15) 0.0312(15) 0.0023(12) 0.0031(13) -0.0046(14) C6 0.060(2) 0.036(2) 0.026(2) -0.0039(12) -0.0036(14) -0.0091(14) C7 0.055(2) 0.035(2) 0.0225(14) 0.0006(12) 0.0003(13) 0.0006(15) C8 0.046(2) 0.029(2) 0.0251(14) 0.0021(11) 0.0039(12) 0.0021(13) C9 0.050(2) 0.0287(15) 0.0236(13) -0.0020(11) 0.0024(12) -0.0029(13) C10 0.053(2) 0.028(2) 0.0296(15) 0.0006(13) 0.0060(13) 0.0001(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 O3 1.976(2) 6_566 ? Zn1 O1 2.000(2) . ? Zn1 S2 2.2943(10) . ? Zn1 S1 2.3451(10) . ? S1 C2 1.729(3) . ? S2 C1 1.724(3) . ? N1 C1 1.303(4) . ? N2 C1 1.316(4) . ? N3 C2 1.319(4) . ? N4 C2 1.314(5) . ? O1 C3 1.271(4) . ? O2 C3 1.251(4) . ? O3 C10 1.286(4) . ? O3 Zn1 1.976(2) 6_565 ? O4 C10 1.228(4) . ? O5 O5A 0.812(14) . ? O5 O5B 1.45(3) . ? C3 C4 1.496(4) . ? C4 C9 1.383(4) . ? C4 C5 1.394(4) . ? C5 C6 1.378(4) . ? C6 C7 1.380(4) . ? C7 C8 1.394(4) . ? C8 C9 1.388(4) . ? C8 C10 1.505(4) . ? 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 O3 Zn1 O1 91.34(8) 6_566 . ? O3 Zn1 S2 109.20(7) 6_566 . ? O1 Zn1 S2 120.41(7) . . ? O3 Zn1 S1 106.39(8) 6_566 . ? O1 Zn1 S1 107.10(8) . . ? S2 Zn1 S1 118.31(3) . . ? C2 S1 Zn1 101.00(11) . . ? C1 S2 Zn1 109.81(11) . . ? C3 O1 Zn1 116.9(2) . . ? C10 O3 Zn1 120.4(2) . 6_565 ? O5A O5 O5B 149.1(19) . . ? N1 C1 N2 119.3(3) . . ? N1 C1 S2 122.7(3) . . ? N2 C1 S2 117.9(3) . . ? N4 C2 N3 118.9(3) . . ? N4 C2 S1 118.8(3) . . ? N3 C2 S1 122.3(3) . . ? O2 C3 O1 123.2(3) . . ? O2 C3 C4 119.6(3) . . ? O1 C3 C4 117.2(3) . . ? C9 C4 C5 119.3(3) . . ? C9 C4 C3 120.8(3) . . ? C5 C4 C3 120.0(3) . . ? C6 C5 C4 120.3(3) . . ? C5 C6 C7 120.1(3) . . ? C6 C7 C8 120.6(3) . . ? C9 C8 C7 118.7(3) . . ? C9 C8 C10 120.4(3) . . ? C7 C8 C10 120.9(3) . . ? C4 C9 C8 121.0(3) . . ? O4 C10 O3 124.0(3) . . ? O4 C10 C8 120.3(3) . . ? O3 C10 C8 115.8(3) . . ? _refine_diff_density_max 0.373 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.063 #===END data_compound5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point -999.0 _chemical_formula_moiety ? _chemical_formula_sum 'C7 H12 N4 O4 S2 Zn' _chemical_formula_weight 345.70 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' 'O' 'O' 0.0106 0.0060 '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' 'S' 'S' 0.1246 0.1234 '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 P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.3600(10) _cell_length_b 10.981(2) _cell_length_c 14.717(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1351.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.700 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 2.138 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '4-circle diffractometer' _diffrn_measurement_method 'scintillation counter' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1915 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.1240 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 28.03 _reflns_number_total 1418 _reflns_number_gt 1141 _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 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(3) _refine_ls_number_reflns 1418 _refine_ls_number_parameters 197 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0577 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0963 _refine_ls_wR_factor_gt 0.0883 _refine_ls_goodness_of_fit_ref 0.736 _refine_ls_restrained_S_all 0.733 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.19233(8) 0.87169(7) 0.82535(5) 0.0312(2) Uani 1 1 d . . . S1 S 0.0292(2) 0.99912(15) 0.74355(16) 0.0467(5) Uani 1 1 d . . . S2 S 0.0943(3) 0.7479(2) 0.94161(12) 0.0603(6) Uani 1 1 d . . . C1 C -0.1412(7) 0.9167(6) 0.7234(5) 0.0342(15) Uani 1 1 d . . . C2 C 0.1097(8) 0.8302(7) 1.0407(5) 0.0430(18) Uani 1 1 d . . . C3 C 0.5579(7) 0.5529(5) 0.6408(4) 0.0261(12) Uani 1 1 d . . . C4 C 0.3410(6) 0.7671(5) 0.6725(4) 0.0269(11) Uani 1 1 d . . . C5 C 0.3263(7) 0.6809(6) 0.5936(4) 0.0326(13) Uani 1 1 d . . . C6 C 0.4210(7) 0.5854(6) 0.5812(4) 0.0344(14) Uani 1 1 d . . . H6 H 0.4002 0.5352 0.5316 0.041 Uiso 1 1 calc R . . C7 C 0.1887(11) 0.7108(9) 0.5319(6) 0.069(3) Uani 1 1 d . . . H7A H 0.2047 0.7900 0.5058 0.103 Uiso 1 1 calc R . . H7B H 0.0910 0.7103 0.5661 0.103 Uiso 1 1 calc R . . H7C H 0.1825 0.6512 0.4843 0.103 Uiso 1 1 calc R . . N1 N -0.2756(6) 0.9740(5) 0.7090(5) 0.0452(15) Uani 1 1 d D . . H1A H -0.272(7) 1.052(2) 0.718(6) 0.06(3) Uiso 1 1 d D . . H1B H -0.359(5) 0.927(5) 0.708(5) 0.05(2) Uiso 1 1 d D . . N2 N -0.1385(8) 0.7957(6) 0.7174(6) 0.0523(18) Uani 1 1 d D . . H2A H -0.046(5) 0.760(7) 0.733(8) 0.09(4) Uiso 1 1 d D . . H2B H -0.226(5) 0.750(6) 0.712(5) 0.05(2) Uiso 1 1 d D . . N3 N 0.0440(10) 0.7865(8) 1.1130(4) 0.068(2) Uani 1 1 d D . . H3A H -0.014(6) 0.718(4) 1.114(4) 0.029(17) Uiso 1 1 d D . . H3B H 0.059(8) 0.827(5) 1.165(3) 0.05(2) Uiso 1 1 d D . . N4 N 0.1947(12) 0.9288(8) 1.0479(5) 0.078(3) Uani 1 1 d D . . H4A H 0.270(6) 0.952(7) 1.009(4) 0.05(2) Uiso 1 1 d D . . H4B H 0.177(11) 0.971(8) 1.098(4) 0.10(4) Uiso 1 1 d D . . O1 O 0.6286(5) 0.4548(4) 0.6170(3) 0.0387(11) Uani 1 1 d . . . O2 O 0.5991(5) 0.6175(4) 0.7053(3) 0.0351(10) Uani 1 1 d . . . O3 O 0.2595(5) 0.7389(4) 0.7424(3) 0.0332(10) Uani 1 1 d . . . O4 O 0.4186(5) 0.8623(4) 0.6635(3) 0.0420(10) 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 Zn1 0.0329(3) 0.0292(3) 0.0316(3) -0.0028(3) 0.0020(3) -0.0050(3) S1 0.0319(8) 0.0235(7) 0.0848(13) 0.0034(9) -0.0095(8) -0.0018(6) S2 0.0955(15) 0.0532(12) 0.0321(8) -0.0112(9) 0.0180(9) -0.0421(12) C1 0.031(3) 0.029(3) 0.043(4) -0.005(3) 0.006(3) 0.001(2) C2 0.042(4) 0.045(4) 0.041(4) -0.011(3) 0.010(3) -0.010(3) C3 0.028(3) 0.023(3) 0.027(3) -0.005(2) 0.003(2) 0.003(2) C4 0.023(3) 0.023(3) 0.035(3) 0.006(3) -0.001(2) 0.007(2) C5 0.028(3) 0.039(3) 0.031(3) 0.001(3) -0.008(3) 0.006(3) C6 0.037(3) 0.037(3) 0.029(3) -0.004(3) -0.011(3) 0.011(3) C7 0.069(5) 0.091(7) 0.047(4) -0.012(4) -0.021(4) 0.034(5) N1 0.036(3) 0.031(3) 0.069(4) -0.007(3) -0.004(3) -0.002(2) N2 0.048(4) 0.026(3) 0.083(5) -0.003(3) -0.015(3) -0.003(3) N3 0.091(5) 0.083(6) 0.030(3) -0.010(3) 0.018(3) -0.035(5) N4 0.124(7) 0.059(5) 0.049(4) -0.027(4) 0.037(5) -0.037(5) O1 0.043(2) 0.037(2) 0.036(2) -0.008(2) -0.0038(18) 0.020(2) O2 0.036(2) 0.029(2) 0.041(2) -0.007(2) -0.0101(17) 0.0042(19) O3 0.041(2) 0.026(2) 0.033(2) -0.003(2) 0.0069(17) -0.0012(17) O4 0.043(2) 0.030(2) 0.054(3) 0.007(3) -0.001(2) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O1 1.948(4) 3_656 ? Zn1 O3 1.982(4) . ? Zn1 S1 2.295(2) . ? Zn1 S2 2.334(2) . ? S1 C1 1.714(6) . ? S2 C2 1.721(7) . ? C1 N1 1.305(8) . ? C1 N2 1.332(9) . ? C2 N3 1.291(10) . ? C2 N4 1.299(10) . ? C3 O2 1.235(7) . ? C3 O1 1.277(7) . ? C3 C6 1.486(8) . ? C4 O4 1.237(7) . ? C4 O3 1.273(7) . ? C4 C5 1.503(9) . ? C5 C6 1.326(9) . ? C5 C7 1.502(9) . ? O1 Zn1 1.948(4) 3_646 ? 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 O1 Zn1 O3 113.26(19) 3_656 . ? O1 Zn1 S1 113.53(15) 3_656 . ? O3 Zn1 S1 107.09(14) . . ? O1 Zn1 S2 102.93(14) 3_656 . ? O3 Zn1 S2 97.02(14) . . ? S1 Zn1 S2 122.08(9) . . ? C1 S1 Zn1 105.2(2) . . ? C2 S2 Zn1 106.8(3) . . ? N1 C1 N2 119.0(6) . . ? N1 C1 S1 119.3(5) . . ? N2 C1 S1 121.6(5) . . ? N3 C2 N4 118.4(7) . . ? N3 C2 S2 118.1(6) . . ? N4 C2 S2 123.3(6) . . ? O2 C3 O1 124.5(6) . . ? O2 C3 C6 122.1(5) . . ? O1 C3 C6 113.4(5) . . ? O4 C4 O3 124.9(6) . . ? O4 C4 C5 119.5(5) . . ? O3 C4 C5 115.3(5) . . ? C6 C5 C7 123.1(6) . . ? C6 C5 C4 123.8(5) . . ? C7 C5 C4 113.1(6) . . ? C5 C6 C3 124.6(6) . . ? C3 O1 Zn1 129.2(4) . 3_646 ? C4 O3 Zn1 118.1(4) . . ? _diffrn_measured_fraction_theta_max 0.736 _diffrn_reflns_theta_full 28.03 _diffrn_measured_fraction_theta_full 0.736 _refine_diff_density_max 0.522 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.078 #===END data_compound6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point -999.0 _chemical_formula_moiety ? _chemical_formula_sum 'C10 H12 N4 O4 S2 Zn' _chemical_formula_weight 381.73 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' 'S' 'S' 0.1246 0.1234 '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 P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.307(2) _cell_length_b 10.919(2) _cell_length_c 15.890(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1441.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Parallelepiped _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.759 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 2.013 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '4-circle diffractometer' _diffrn_measurement_method 'scintillation counter' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1488 _diffrn_reflns_av_R_equivalents 0.0104 _diffrn_reflns_av_sigmaI/netI 0.0232 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 24.96 _reflns_number_total 1467 _reflns_number_gt 1391 _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 'ORTEX (P.McArdle, 1995)' _computing_publication_material 'SHELXL-97/2 (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^)+(0.0747P)^2^+0.3398P] 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 0.0226(16) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.022(13) _refine_ls_number_reflns 1467 _refine_ls_number_parameters 223 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0237 _refine_ls_R_factor_gt 0.0214 _refine_ls_wR_factor_ref 0.0591 _refine_ls_wR_factor_gt 0.0573 _refine_ls_goodness_of_fit_ref 0.689 _refine_ls_restrained_S_all 0.686 _refine_ls_shift/su_max 0.005 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn -0.19302(4) -0.09882(3) -0.33602(2) 0.02206(15) Uani 1 1 d . . . S1 S -0.08559(15) -0.21799(9) -0.44425(5) 0.0438(3) Uani 1 1 d . . . S2 S -0.03408(10) 0.01629(7) -0.24764(6) 0.0308(2) Uani 1 1 d . . . O1 O -0.2756(3) -0.2364(2) -0.26562(14) 0.0280(5) Uani 1 1 d . . . O2 O -0.4139(3) -0.10998(19) -0.18282(14) 0.0299(5) Uani 1 1 d . . . O3 O -0.5929(3) -0.3593(2) -0.20664(14) 0.0298(5) Uani 1 1 d . . . O4 O -0.6306(3) -0.5092(2) -0.11308(14) 0.0382(6) Uani 1 1 d . . . N1 N -0.2194(5) -0.0543(3) -0.54620(19) 0.0474(9) Uani 1 1 d D . . H1A H -0.292(4) -0.025(3) -0.5099(19) 0.053(13) Uiso 1 1 d D . . H1B H -0.196(6) -0.014(3) -0.5933(17) 0.078(17) Uiso 1 1 d D . . N2 N -0.0485(5) -0.1886(4) -0.60627(19) 0.0502(9) Uani 1 1 d D . . H2A H -0.014(6) -0.2644(17) -0.596(2) 0.071(17) Uiso 1 1 d D . . H2B H -0.082(6) -0.164(4) -0.6567(12) 0.067(15) Uiso 1 1 d D . . N3 N 0.1423(4) -0.1876(3) -0.2358(2) 0.0390(8) Uani 1 1 d D . . H3A H 0.050(2) -0.229(3) -0.240(3) 0.043(12) Uiso 1 1 d D . . H3B H 0.234(2) -0.228(3) -0.226(3) 0.038(11) Uiso 1 1 d D . . N4 N 0.2753(3) -0.0063(3) -0.2213(2) 0.0313(7) Uani 1 1 d D . . H4A H 0.276(4) 0.0745(5) -0.229(2) 0.032(10) Uiso 1 1 d D . . H4B H 0.3691(18) -0.044(2) -0.213(2) 0.028(10) Uiso 1 1 d D . . C1 C -0.1233(4) -0.1476(3) -0.5389(2) 0.0305(8) Uani 1 1 d . . . C2 C 0.1410(4) -0.0669(3) -0.23482(19) 0.0240(7) Uani 1 1 d . . . C3 C -0.3407(4) -0.2057(3) -0.19487(19) 0.0200(6) Uani 1 1 d . . . C4 C -0.3027(4) -0.2906(3) -0.12320(17) 0.0209(6) Uani 1 1 d . . . C5 C -0.1609(4) -0.2661(3) -0.0800(2) 0.0332(8) Uani 1 1 d . . . H5 H -0.0983 -0.1990 -0.0953 0.040 Uiso 1 1 calc R . . C6 C -0.1123(4) -0.3405(4) -0.0146(2) 0.0433(9) Uani 1 1 d . . . H6 H -0.0168 -0.3241 0.0139 0.052 Uiso 1 1 calc R . . C7 C -0.2061(5) -0.4392(4) 0.0084(2) 0.0436(10) Uani 1 1 d . . . H7 H -0.1734 -0.4897 0.0523 0.052 Uiso 1 1 calc R . . C8 C -0.3474(5) -0.4632(3) -0.0332(2) 0.0339(8) Uani 1 1 d . . . H8 H -0.4102 -0.5296 -0.0168 0.041 Uiso 1 1 calc R . . C9 C -0.3977(4) -0.3898(3) -0.09929(19) 0.0221(6) Uani 1 1 d . . . C10 C -0.5512(4) -0.4184(3) -0.14426(18) 0.0225(6) 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 Zn1 0.0222(2) 0.0235(2) 0.0206(2) 0.00139(14) 0.00011(14) 0.00209(14) S1 0.0664(7) 0.0411(5) 0.0239(4) 0.0003(4) 0.0074(5) 0.0274(5) S2 0.0238(4) 0.0225(4) 0.0460(5) -0.0056(4) -0.0070(4) 0.0023(3) O1 0.0403(14) 0.0232(11) 0.0206(11) 0.0008(9) 0.0085(11) -0.0009(10) O2 0.0338(12) 0.0243(11) 0.0316(11) 0.0006(10) 0.0011(10) 0.0055(11) O3 0.0285(12) 0.0293(11) 0.0317(13) 0.0013(10) -0.0090(11) -0.0022(10) O4 0.0416(14) 0.0496(15) 0.0232(12) 0.0032(11) -0.0018(11) -0.0271(13) N1 0.061(2) 0.055(2) 0.0266(16) 0.0130(15) 0.0087(17) 0.0183(19) N2 0.057(2) 0.068(2) 0.0250(16) -0.0007(16) 0.0108(17) 0.013(2) N3 0.0334(17) 0.0243(14) 0.059(2) 0.0009(15) -0.0068(16) 0.0051(13) N4 0.0230(15) 0.0348(16) 0.0362(15) 0.0092(13) -0.0054(12) -0.0008(13) C1 0.0337(19) 0.0344(17) 0.0234(16) -0.0005(14) 0.0052(14) -0.0015(16) C2 0.0245(16) 0.0263(16) 0.0212(15) 0.0024(13) 0.0001(12) 0.0011(13) C3 0.0206(14) 0.0179(13) 0.0216(14) -0.0010(12) 0.0006(12) -0.0054(13) C4 0.0195(14) 0.0252(15) 0.0179(13) -0.0022(12) 0.0024(12) 0.0016(14) C5 0.0278(18) 0.0357(17) 0.0361(18) -0.0027(16) -0.0028(16) -0.0051(16) C6 0.034(2) 0.053(2) 0.043(2) -0.0020(18) -0.0204(18) 0.002(2) C7 0.053(2) 0.047(2) 0.0308(18) 0.0081(17) -0.0176(19) 0.008(2) C8 0.048(2) 0.0280(16) 0.0262(16) 0.0069(14) -0.0038(17) -0.0024(17) C9 0.0230(15) 0.0248(15) 0.0185(14) -0.0006(12) 0.0011(13) 0.0007(14) C10 0.0247(15) 0.0231(14) 0.0198(14) -0.0041(12) 0.0030(13) -0.0020(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 Zn1 O4 1.939(2) 3_454 ? Zn1 O1 1.995(2) . ? Zn1 S2 2.3011(9) . ? Zn1 S1 2.3339(9) . ? S1 C1 1.717(3) . ? S2 C2 1.727(3) . ? O1 C3 1.292(4) . ? O2 C3 1.225(4) . ? O3 C10 1.232(4) . ? O4 C10 1.289(4) . ? O4 Zn1 1.939(2) 3_444 ? N1 C1 1.299(5) . ? N2 C1 1.317(4) . ? N3 C2 1.319(4) . ? N4 C2 1.314(4) . ? C3 C4 1.502(4) . ? C4 C5 1.390(5) . ? C4 C9 1.393(4) . ? C5 C6 1.380(5) . ? C6 C7 1.379(6) . ? C7 C8 1.372(6) . ? C8 C9 1.386(4) . ? C9 C10 1.495(4) . ? 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 O4 Zn1 O1 110.74(11) 3_454 . ? O4 Zn1 S2 114.35(8) 3_454 . ? O1 Zn1 S2 105.46(7) . . ? O4 Zn1 S1 105.26(7) 3_454 . ? O1 Zn1 S1 97.17(7) . . ? S2 Zn1 S1 122.33(4) . . ? C1 S1 Zn1 109.01(12) . . ? C2 S2 Zn1 105.55(11) . . ? C3 O1 Zn1 115.90(18) . . ? C10 O4 Zn1 127.9(2) . 3_444 ? N1 C1 N2 118.9(3) . . ? N1 C1 S1 122.8(3) . . ? N2 C1 S1 118.3(3) . . ? N4 C2 N3 119.9(3) . . ? N4 C2 S2 118.0(2) . . ? N3 C2 S2 122.1(3) . . ? O2 C3 O1 124.4(3) . . ? O2 C3 C4 120.8(3) . . ? O1 C3 C4 114.3(3) . . ? C5 C4 C9 119.7(3) . . ? C5 C4 C3 115.7(3) . . ? C9 C4 C3 124.6(3) . . ? C6 C5 C4 120.5(3) . . ? C5 C6 C7 119.6(3) . . ? C8 C7 C6 120.4(3) . . ? C7 C8 C9 120.8(3) . . ? C8 C9 C4 119.1(3) . . ? C8 C9 C10 119.9(3) . . ? C4 C9 C10 121.0(3) . . ? O3 C10 O4 124.6(3) . . ? O3 C10 C9 121.0(3) . . ? O4 C10 C9 114.4(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.96 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.339 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.062 #===END data_compound7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H12 N4 O5 S2 Zn' _chemical_formula_weight 349.69 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' 'S' 'S' 0.1246 0.1234 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.758(3) _cell_length_b 8.8030(10) _cell_length_c 23.355(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.07(15) _cell_angle_gamma 90.00 _cell_volume 2597.0(8) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.789 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 2.231 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _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 2480 _diffrn_reflns_av_R_equivalents 0.0085 _diffrn_reflns_av_sigmaI/netI 0.0209 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 24.98 _reflns_number_total 2286 _reflns_number_gt 1893 _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^)+(0.0394P)^2^+1.8051P] 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 0.00097(16) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2286 _refine_ls_number_parameters 204 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0333 _refine_ls_R_factor_gt 0.0237 _refine_ls_wR_factor_ref 0.0640 _refine_ls_wR_factor_gt 0.0610 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.703557(19) 0.01752(3) 0.350611(11) 0.02658(12) Uani 1 1 d . . . S1 S 0.66960(5) 0.17582(7) 0.27017(3) 0.03454(17) Uani 1 1 d . . . S2 S 0.63728(5) 0.09084(7) 0.43269(3) 0.03611(17) Uani 1 1 d . . . O1 O 0.85190(12) -0.04568(18) 0.35648(8) 0.0335(4) Uani 1 1 d . . . O2 O 0.92438(13) 0.18264(18) 0.37475(7) 0.0333(4) Uani 1 1 d . . . O3 O 1.13411(13) 0.32232(18) 0.32937(7) 0.0331(4) Uani 1 1 d . . . O4 O 1.19248(14) 0.1969(2) 0.40995(7) 0.0407(4) Uani 1 1 d . . . O5 O 0.61314(19) 0.6944(3) 0.51644(11) 0.0699(7) Uani 1 1 d D . . H5A H 0.618(2) 0.789(2) 0.5332(11) 0.044(9) Uiso 1 1 d D . . H5B H 0.634(4) 0.698(5) 0.4810(12) 0.13(2) Uiso 1 1 d D . . N1 N 0.60098(17) -0.0777(2) 0.21384(10) 0.0336(5) Uani 1 1 d D . . H1A H 0.608(2) -0.121(3) 0.2482(7) 0.039(8) Uiso 1 1 d D . . H1B H 0.581(2) -0.127(3) 0.1826(8) 0.048(9) Uiso 1 1 d D . . N2 N 0.60651(17) 0.1368(3) 0.16026(9) 0.0339(5) Uani 1 1 d D . . H2A H 0.620(2) 0.234(2) 0.1588(12) 0.050(9) Uiso 1 1 d D . . H2B H 0.570(2) 0.088(3) 0.1316(10) 0.055(9) Uiso 1 1 d D . . N3 N 0.5999(2) 0.3688(3) 0.46428(11) 0.0471(6) Uani 1 1 d D . . H3A H 0.5398(17) 0.329(3) 0.4708(12) 0.049(9) Uiso 1 1 d D . . H3B H 0.620(2) 0.460(2) 0.4743(14) 0.064(11) Uiso 1 1 d D . . N4 N 0.75017(18) 0.3425(3) 0.42275(10) 0.0396(5) Uani 1 1 d D . . H4A H 0.797(2) 0.280(3) 0.4118(13) 0.058(10) Uiso 1 1 d D . . H4B H 0.764(3) 0.441(2) 0.4251(15) 0.066(10) Uiso 1 1 d D . . C1 C 0.62179(16) 0.0672(3) 0.21093(10) 0.0252(5) Uani 1 1 d . . . C2 C 0.66516(19) 0.2823(3) 0.43984(10) 0.0333(5) Uani 1 1 d . . . C3 C 1.14669(16) 0.2031(3) 0.36000(10) 0.0254(5) Uani 1 1 d . . . C4 C 1.10954(18) 0.0610(3) 0.32948(10) 0.0304(5) Uani 1 1 d . . . H4 H 1.1574 0.0132 0.3089 0.037 Uiso 1 1 calc R . . C5 C 0.92670(17) 0.0523(3) 0.35572(10) 0.0252(5) Uani 1 1 d . . . C6 C 1.01647(18) -0.0056(2) 0.32818(10) 0.0292(5) Uani 1 1 d . . . H6 H 1.0064 -0.0969 0.3082 0.035 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 0.02271(16) 0.02341(17) 0.03357(18) -0.00276(11) 0.00372(11) -0.00248(10) S1 0.0471(4) 0.0206(3) 0.0345(3) -0.0017(2) 0.0005(3) -0.0053(3) S2 0.0407(4) 0.0343(4) 0.0349(3) -0.0021(3) 0.0107(3) -0.0010(3) O1 0.0202(8) 0.0259(9) 0.0548(11) -0.0002(8) 0.0062(7) -0.0037(7) O2 0.0332(9) 0.0220(9) 0.0462(10) -0.0049(7) 0.0108(7) -0.0020(7) O3 0.0333(9) 0.0251(9) 0.0396(10) 0.0034(7) 0.0004(7) -0.0090(7) O4 0.0429(10) 0.0443(11) 0.0328(10) 0.0031(8) -0.0018(8) -0.0065(8) O5 0.0538(14) 0.106(2) 0.0518(14) 0.0054(15) 0.0127(11) -0.0083(14) N1 0.0434(12) 0.0246(11) 0.0319(12) -0.0035(9) 0.0017(10) -0.0072(9) N2 0.0373(12) 0.0300(12) 0.0337(12) 0.0024(10) 0.0028(9) -0.0021(10) N3 0.0442(14) 0.0426(15) 0.0567(15) -0.0124(12) 0.0146(12) 0.0044(12) N4 0.0364(12) 0.0323(12) 0.0508(14) -0.0059(11) 0.0081(10) -0.0011(10) C1 0.0173(10) 0.0240(12) 0.0357(13) -0.0028(10) 0.0086(9) 0.0011(9) C2 0.0349(13) 0.0345(13) 0.0293(12) -0.0029(10) 0.0003(10) 0.0061(11) C3 0.0170(10) 0.0265(12) 0.0338(13) 0.0009(10) 0.0080(9) -0.0039(9) C4 0.0285(12) 0.0242(12) 0.0405(14) -0.0003(10) 0.0112(10) -0.0009(10) C5 0.0214(11) 0.0230(12) 0.0306(12) 0.0034(9) 0.0022(9) -0.0008(9) C6 0.0299(12) 0.0199(12) 0.0386(13) -0.0055(10) 0.0078(10) -0.0042(9) _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 O1 1.9589(17) . ? Zn1 O3 1.9648(17) 3_445 ? Zn1 S2 2.294(2) . ? Zn1 S1 2.3304(12) . ? S1 C1 1.721(3) . ? S2 C2 1.726(3) . ? O1 C5 1.288(3) . ? O2 C5 1.233(3) . ? O3 C3 1.267(3) . ? O3 Zn1 1.9648(17) 3 ? O4 C3 1.230(3) . ? N1 C1 1.307(3) . ? N2 C1 1.322(3) . ? N3 C2 1.316(3) . ? N4 C2 1.318(3) . ? C3 C4 1.484(3) . ? C4 C6 1.321(3) . ? C5 C6 1.480(3) . ? 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 O1 Zn1 O3 99.57(8) . 3_445 ? O1 Zn1 S2 119.16(13) . . ? O3 Zn1 S2 104.54(7) 3_445 . ? O1 Zn1 S1 107.14(13) . . ? O3 Zn1 S1 107.05(9) 3_445 . ? S2 Zn1 S1 117.19(3) . . ? C1 S1 Zn1 108.69(9) . . ? C2 S2 Zn1 105.10(9) . . ? C5 O1 Zn1 121.29(15) . . ? C3 O3 Zn1 124.37(16) . 3 ? N1 C1 N2 119.5(2) . . ? N1 C1 S1 123.52(18) . . ? N2 C1 S1 116.94(18) . . ? N3 C2 N4 119.7(3) . . ? N3 C2 S2 118.2(2) . . ? N4 C2 S2 122.05(19) . . ? O4 C3 O3 125.3(2) . . ? O4 C3 C4 119.7(2) . . ? O3 C3 C4 114.8(2) . . ? C6 C4 C3 127.6(2) . . ? O2 C5 O1 124.3(2) . . ? O2 C5 C6 122.4(2) . . ? O1 C5 C6 113.3(2) . . ? C4 C6 C5 125.8(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.444 _refine_diff_density_min -0.283 _refine_diff_density_rms 0.063 #===END data_compound8 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H12 N4 O5 S2 Zn' _chemical_formula_weight 349.69 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' 'S' 'S' 0.1246 0.1234 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.758(3) _cell_length_b 8.8030(10) _cell_length_c 23.355(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.07(15) _cell_angle_gamma 90.00 _cell_volume 2597.0(8) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.789 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 2.231 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _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 2480 _diffrn_reflns_av_R_equivalents 0.0085 _diffrn_reflns_av_sigmaI/netI 0.0209 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 24.98 _reflns_number_total 2286 _reflns_number_gt 1893 _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^)+(0.0394P)^2^+1.8051P] 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 0.00097(16) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2286 _refine_ls_number_parameters 204 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0333 _refine_ls_R_factor_gt 0.0237 _refine_ls_wR_factor_ref 0.0640 _refine_ls_wR_factor_gt 0.0610 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.703557(19) 0.01752(3) 0.350611(11) 0.02658(12) Uani 1 1 d . . . S1 S 0.66960(5) 0.17582(7) 0.27017(3) 0.03454(17) Uani 1 1 d . . . S2 S 0.63728(5) 0.09084(7) 0.43269(3) 0.03611(17) Uani 1 1 d . . . O1 O 0.85190(12) -0.04568(18) 0.35648(8) 0.0335(4) Uani 1 1 d . . . O2 O 0.92438(13) 0.18264(18) 0.37475(7) 0.0333(4) Uani 1 1 d . . . O3 O 1.13411(13) 0.32232(18) 0.32937(7) 0.0331(4) Uani 1 1 d . . . O4 O 1.19248(14) 0.1969(2) 0.40995(7) 0.0407(4) Uani 1 1 d . . . O5 O 0.61314(19) 0.6944(3) 0.51644(11) 0.0699(7) Uani 1 1 d D . . H5A H 0.618(2) 0.789(2) 0.5332(11) 0.044(9) Uiso 1 1 d D . . H5B H 0.634(4) 0.698(5) 0.4810(12) 0.13(2) Uiso 1 1 d D . . N1 N 0.60098(17) -0.0777(2) 0.21384(10) 0.0336(5) Uani 1 1 d D . . H1A H 0.608(2) -0.121(3) 0.2482(7) 0.039(8) Uiso 1 1 d D . . H1B H 0.581(2) -0.127(3) 0.1826(8) 0.048(9) Uiso 1 1 d D . . N2 N 0.60651(17) 0.1368(3) 0.16026(9) 0.0339(5) Uani 1 1 d D . . H2A H 0.620(2) 0.234(2) 0.1588(12) 0.050(9) Uiso 1 1 d D . . H2B H 0.570(2) 0.088(3) 0.1316(10) 0.055(9) Uiso 1 1 d D . . N3 N 0.5999(2) 0.3688(3) 0.46428(11) 0.0471(6) Uani 1 1 d D . . H3A H 0.5398(17) 0.329(3) 0.4708(12) 0.049(9) Uiso 1 1 d D . . H3B H 0.620(2) 0.460(2) 0.4743(14) 0.064(11) Uiso 1 1 d D . . N4 N 0.75017(18) 0.3425(3) 0.42275(10) 0.0396(5) Uani 1 1 d D . . H4A H 0.797(2) 0.280(3) 0.4118(13) 0.058(10) Uiso 1 1 d D . . H4B H 0.764(3) 0.441(2) 0.4251(15) 0.066(10) Uiso 1 1 d D . . C1 C 0.62179(16) 0.0672(3) 0.21093(10) 0.0252(5) Uani 1 1 d . . . C2 C 0.66516(19) 0.2823(3) 0.43984(10) 0.0333(5) Uani 1 1 d . . . C3 C 1.14669(16) 0.2031(3) 0.36000(10) 0.0254(5) Uani 1 1 d . . . C4 C 1.10954(18) 0.0610(3) 0.32948(10) 0.0304(5) Uani 1 1 d . . . H4 H 1.1574 0.0132 0.3089 0.037 Uiso 1 1 calc R . . C5 C 0.92670(17) 0.0523(3) 0.35572(10) 0.0252(5) Uani 1 1 d . . . C6 C 1.01647(18) -0.0056(2) 0.32818(10) 0.0292(5) Uani 1 1 d . . . H6 H 1.0064 -0.0969 0.3082 0.035 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 0.02271(16) 0.02341(17) 0.03357(18) -0.00276(11) 0.00372(11) -0.00248(10) S1 0.0471(4) 0.0206(3) 0.0345(3) -0.0017(2) 0.0005(3) -0.0053(3) S2 0.0407(4) 0.0343(4) 0.0349(3) -0.0021(3) 0.0107(3) -0.0010(3) O1 0.0202(8) 0.0259(9) 0.0548(11) -0.0002(8) 0.0062(7) -0.0037(7) O2 0.0332(9) 0.0220(9) 0.0462(10) -0.0049(7) 0.0108(7) -0.0020(7) O3 0.0333(9) 0.0251(9) 0.0396(10) 0.0034(7) 0.0004(7) -0.0090(7) O4 0.0429(10) 0.0443(11) 0.0328(10) 0.0031(8) -0.0018(8) -0.0065(8) O5 0.0538(14) 0.106(2) 0.0518(14) 0.0054(15) 0.0127(11) -0.0083(14) N1 0.0434(12) 0.0246(11) 0.0319(12) -0.0035(9) 0.0017(10) -0.0072(9) N2 0.0373(12) 0.0300(12) 0.0337(12) 0.0024(10) 0.0028(9) -0.0021(10) N3 0.0442(14) 0.0426(15) 0.0567(15) -0.0124(12) 0.0146(12) 0.0044(12) N4 0.0364(12) 0.0323(12) 0.0508(14) -0.0059(11) 0.0081(10) -0.0011(10) C1 0.0173(10) 0.0240(12) 0.0357(13) -0.0028(10) 0.0086(9) 0.0011(9) C2 0.0349(13) 0.0345(13) 0.0293(12) -0.0029(10) 0.0003(10) 0.0061(11) C3 0.0170(10) 0.0265(12) 0.0338(13) 0.0009(10) 0.0080(9) -0.0039(9) C4 0.0285(12) 0.0242(12) 0.0405(14) -0.0003(10) 0.0112(10) -0.0009(10) C5 0.0214(11) 0.0230(12) 0.0306(12) 0.0034(9) 0.0022(9) -0.0008(9) C6 0.0299(12) 0.0199(12) 0.0386(13) -0.0055(10) 0.0078(10) -0.0042(9) _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 O1 1.9589(17) . ? Zn1 O3 1.9648(17) 3_445 ? Zn1 S2 2.294(2) . ? Zn1 S1 2.3304(12) . ? S1 C1 1.721(3) . ? S2 C2 1.726(3) . ? O1 C5 1.288(3) . ? O2 C5 1.233(3) . ? O3 C3 1.267(3) . ? O3 Zn1 1.9648(17) 3 ? O4 C3 1.230(3) . ? N1 C1 1.307(3) . ? N2 C1 1.322(3) . ? N3 C2 1.316(3) . ? N4 C2 1.318(3) . ? C3 C4 1.484(3) . ? C4 C6 1.321(3) . ? C5 C6 1.480(3) . ? 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 O1 Zn1 O3 99.57(8) . 3_445 ? O1 Zn1 S2 119.16(13) . . ? O3 Zn1 S2 104.54(7) 3_445 . ? O1 Zn1 S1 107.14(13) . . ? O3 Zn1 S1 107.05(9) 3_445 . ? S2 Zn1 S1 117.19(3) . . ? C1 S1 Zn1 108.69(9) . . ? C2 S2 Zn1 105.10(9) . . ? C5 O1 Zn1 121.29(15) . . ? C3 O3 Zn1 124.37(16) . 3 ? N1 C1 N2 119.5(2) . . ? N1 C1 S1 123.52(18) . . ? N2 C1 S1 116.94(18) . . ? N3 C2 N4 119.7(3) . . ? N3 C2 S2 118.2(2) . . ? N4 C2 S2 122.05(19) . . ? O4 C3 O3 125.3(2) . . ? O4 C3 C4 119.7(2) . . ? O3 C3 C4 114.8(2) . . ? C6 C4 C3 127.6(2) . . ? O2 C5 O1 124.3(2) . . ? O2 C5 C6 122.4(2) . . ? O1 C5 C6 113.3(2) . . ? C4 C6 C5 125.8(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.444 _refine_diff_density_min -0.283 _refine_diff_density_rms 0.063 #===END