Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Andrew Burrows' 'Nichola J. Burke' 'Adele S. Donovan' 'Ross Harrington' 'M. Mahon' 'Caroline E. Price' _publ_contact_author_name 'Dr Andrew Burrows' _publ_contact_author_address ; Department of Chemistry University of Bath Claverton Down Bath BA2 7AY UNITED KINGDOM ; _publ_contact_author_email A.D.BURROWS@BATH.AC.UK _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Zinc dicarboxylate polymers and dimers: thiourea substitution as a tool in supramolecular synthesis ; data_compound1_k01asd1 _database_code_CSD 213865 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H16 N4 O4 S2 Zn' _chemical_formula_weight 409.78 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' S S 0.1246 0.1234 '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 Ccca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z' 'x, -y+1/2, -z+1/2' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1, z' 'x+1/2, -y+1, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, y-1/2, -z' '-x, y-1/2, z-1/2' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, y, -z' '-x+1/2, y, z-1/2' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.08100(10) _cell_length_b 22.7150(3) _cell_length_c 13.8470(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3485.36(8) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 18 _exptl_crystal_description Tabloid _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1680 _exptl_absorpt_coefficient_mu 1.671 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.5201 _exptl_absorpt_correction_T_max 0.8507 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34384 _diffrn_reflns_av_R_equivalents 0.0658 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.58 _diffrn_reflns_theta_max 30.03 _reflns_number_total 2558 _reflns_number_gt 2279 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _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^)+(0.0251P)^2^+4.4209P] 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 0.00053(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2558 _refine_ls_number_parameters 119 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0257 _refine_ls_wR_factor_ref 0.0645 _refine_ls_wR_factor_gt 0.0622 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.0000 0.107408(9) 0.2500 0.01441(8) Uani 1 2 d S . . S1 S 0.10552(3) 0.054205(16) 0.13518(3) 0.02065(9) Uani 1 1 d . . . O1 O 0.10569(10) 0.16457(5) 0.31100(8) 0.0233(2) Uani 1 1 d . . . O2 O 0.21645(10) 0.10117(5) 0.39775(9) 0.0251(2) Uani 1 1 d . . . N1 N -0.09438(11) -0.01022(6) 0.11702(10) 0.0208(2) Uani 1 1 d D . . N2 N 0.08430(12) -0.06109(6) 0.12758(10) 0.0237(3) Uani 1 1 d D . . H2B H 0.1615(14) -0.0597(9) 0.1331(15) 0.036(6) Uiso 1 1 d D . . H1A H -0.1326(17) -0.0433(7) 0.1123(15) 0.031(5) Uiso 1 1 d D . . H1B H -0.1283(18) 0.0253(7) 0.1150(15) 0.034(5) Uiso 1 1 d D . . C1 C 0.02401(12) -0.01101(6) 0.12631(10) 0.0170(3) Uani 1 1 d . . . C2 C 0.02960(16) -0.11876(7) 0.11313(14) 0.0294(3) Uani 1 1 d . . . H2A H -0.0392 -0.1233 0.1570 0.044 Uiso 1 1 calc R . . H2E H 0.0894 -0.1495 0.1265 0.044 Uiso 1 1 calc R . . H2C H 0.0018 -0.1223 0.0462 0.044 Uiso 1 1 calc R . . C3 C 0.17874(12) 0.15169(6) 0.37874(10) 0.0176(3) Uani 1 1 d . . . C4 C 0.21781(12) 0.20301(6) 0.44027(10) 0.0167(3) Uani 1 1 d . . . C5 C 0.17612(13) 0.25973(6) 0.41953(11) 0.0199(3) Uani 1 1 d . . . H5 H 0.1259 0.2664 0.3650 0.024 Uiso 1 1 calc R . . C6 C 0.20883(13) 0.30625(6) 0.47931(10) 0.0195(3) Uani 1 1 d . . . H6 H 0.1809 0.3448 0.4652 0.023 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 0.01633(12) 0.01291(12) 0.01399(11) 0.000 -0.00480(8) 0.000 S1 0.01898(16) 0.01798(17) 0.02501(18) -0.00328(13) 0.00577(13) -0.00457(12) O1 0.0297(5) 0.0177(5) 0.0225(5) -0.0013(4) -0.0126(4) -0.0042(4) O2 0.0240(5) 0.0154(5) 0.0359(6) -0.0060(4) -0.0104(5) 0.0018(4) N1 0.0194(6) 0.0159(6) 0.0272(6) -0.0023(5) -0.0030(5) -0.0020(5) N2 0.0194(6) 0.0179(6) 0.0339(7) -0.0041(5) 0.0031(5) -0.0003(5) C1 0.0208(6) 0.0172(6) 0.0131(6) -0.0027(5) 0.0030(5) -0.0023(5) C2 0.0301(8) 0.0166(7) 0.0415(10) -0.0039(6) 0.0033(7) -0.0010(6) C3 0.0159(6) 0.0166(6) 0.0202(6) -0.0030(5) -0.0033(5) -0.0011(5) C4 0.0163(6) 0.0142(6) 0.0196(6) -0.0025(5) -0.0048(5) -0.0007(5) C5 0.0217(6) 0.0164(7) 0.0215(7) -0.0005(5) -0.0098(5) 0.0006(5) C6 0.0210(6) 0.0129(6) 0.0246(7) -0.0004(5) -0.0084(5) 0.0022(5) _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 1.9419(10) 4 ? Zn1 O1 1.9419(10) . ? Zn1 S1 2.3142(4) . ? Zn1 S1 2.3142(4) 4 ? S1 C1 1.7393(14) . ? O1 C3 1.2730(17) . ? O2 C3 1.2495(17) . ? N1 C1 1.3183(18) . ? N2 C1 1.3194(19) . ? N2 C2 1.457(2) . ? C3 C4 1.5073(18) . ? C4 C6 1.3946(19) 13_556 ? C4 C5 1.3985(19) . ? C5 C6 1.3904(19) . ? C6 C4 1.3946(19) 13_556 ? 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 96.08(6) 4 . ? O1 Zn1 S1 110.80(3) 4 . ? O1 Zn1 S1 110.07(4) . . ? O1 Zn1 S1 110.07(4) 4 4 ? O1 Zn1 S1 110.80(3) . 4 ? S1 Zn1 S1 117.04(2) . 4 ? C1 S1 Zn1 103.35(5) . . ? C3 O1 Zn1 123.39(9) . . ? C1 N2 C2 124.24(13) . . ? N1 C1 N2 121.12(13) . . ? N1 C1 S1 120.81(11) . . ? N2 C1 S1 118.06(11) . . ? O2 C3 O1 125.37(13) . . ? O2 C3 C4 119.68(12) . . ? O1 C3 C4 114.93(12) . . ? C6 C4 C5 119.70(12) 13_556 . ? C6 C4 C3 120.14(12) 13_556 . ? C5 C4 C3 120.10(12) . . ? C6 C5 C4 119.46(12) . . ? C5 C6 C4 120.84(12) . 13_556 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.03 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.452 _refine_diff_density_min -0.498 _refine_diff_density_rms 0.063 #===END data_compound2_00ross26 _database_code_CSD 213866 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H14 N4 O4 S2 Zn' _chemical_formula_weight 359.72 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 14.817(4) _cell_length_b 9.1050(10) _cell_length_c 12.430(3) _cell_angle_alpha 90.00 _cell_angle_beta 115.84(2) _cell_angle_gamma 90.00 _cell_volume 1509.2(6) _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 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.583 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 1.917 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.5970 _exptl_absorpt_correction_T_max 0.8314 _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 'scintillation counter' _diffrn_measurement_method 'Enraf(Nonius CAD4 4(circle diffractometer' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1427 _diffrn_reflns_av_R_equivalents 0.0104 _diffrn_reflns_av_sigmaI/netI 0.0185 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 24.97 _reflns_number_total 1328 _reflns_number_gt 1196 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _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 [1.00000+0.00000exp(0.00(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+0.8330*P+(0.0468P)^2^+0.0000sin\q/\l] where P = 0.00000Fo^2^ + 1.00000Fc^2^ ; _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 0.0089(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1328 _refine_ls_number_parameters 101 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_ref 0.0729 _refine_ls_wR_factor_gt 0.0711 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.128 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.5000 0.53212(4) 0.7500 0.02591(17) Uani 1 2 d S . . S1 S 0.42817(4) 0.67129(7) 0.84967(5) 0.0380(2) Uani 1 1 d . . . O1 O 0.28905(13) 0.55460(19) 0.58504(18) 0.0495(5) Uani 1 1 d . . . O2 O 0.40521(10) 0.38189(17) 0.64490(13) 0.0310(4) Uani 1 1 d . . . N1 N 0.59846(16) 0.8265(2) 0.93108(19) 0.0405(5) Uani 1 1 d D . . H1A H 0.6536(15) 0.864(3) 0.9844(18) 0.043(7) Uiso 1 1 d D . . H1B H 0.5956(19) 0.811(3) 0.8631(16) 0.047(8) Uiso 1 1 d D . . N2 N 0.53122(16) 0.7841(2) 1.06245(17) 0.0390(5) Uani 1 1 d D . . H2 H 0.4825(18) 0.742(3) 1.071(3) 0.053(8) Uiso 1 1 d D . . C1 C 0.52893(16) 0.7659(2) 0.95640(19) 0.0304(5) Uani 1 1 d D . . C2 C 0.6069(2) 0.8695(4) 1.1589(2) 0.0557(8) Uani 1 1 d . . . H2A H 0.6708 0.8215 1.1861 0.084 Uiso 1 1 calc R . . H2B H 0.5886 0.8773 1.2239 0.084 Uiso 1 1 calc R . . H2C H 0.6112 0.9659 1.1303 0.084 Uiso 1 1 calc R . . C3 C 0.31601(15) 0.4278(2) 0.58252(19) 0.0291(5) Uani 1 1 d . . . C4 C 0.24119(16) 0.3198(2) 0.5036(2) 0.0321(5) Uani 1 1 d . . . H4 H 0.1769 0.3542 0.4557 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0203(2) 0.0267(2) 0.0223(2) 0.000 0.00156(15) 0.000 S1 0.0248(3) 0.0485(4) 0.0396(4) -0.0166(3) 0.0129(3) -0.0091(2) O1 0.0302(9) 0.0344(9) 0.0589(12) -0.0104(8) -0.0038(8) 0.0046(7) O2 0.0191(7) 0.0336(8) 0.0294(8) -0.0066(6) 0.0004(6) 0.0012(6) N1 0.0335(11) 0.0519(13) 0.0360(11) -0.0135(10) 0.0152(10) -0.0166(9) N2 0.0396(12) 0.0452(12) 0.0308(10) -0.0047(9) 0.0140(9) -0.0121(10) C1 0.0265(11) 0.0287(11) 0.0313(11) -0.0039(9) 0.0083(9) -0.0010(9) C2 0.0565(17) 0.073(2) 0.0306(13) -0.0120(13) 0.0127(12) -0.0223(15) C3 0.0229(10) 0.0322(11) 0.0263(10) -0.0028(9) 0.0053(9) 0.0010(9) C4 0.0175(10) 0.0384(11) 0.0278(11) -0.0030(9) -0.0018(9) 0.0007(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 O2 1.9876(15) . ? Zn1 O2 1.9876(15) 2_656 ? Zn1 S1 2.3287(7) 2_656 ? Zn1 S1 2.3287(7) . ? S1 C1 1.733(2) . ? O1 C3 1.227(3) . ? O2 C3 1.276(3) . ? N1 C1 1.322(3) . ? N2 C1 1.314(3) . ? N2 C2 1.459(3) . ? C3 C4 1.486(3) . ? C4 C4 1.309(4) 7_556 ? 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 O2 Zn1 O2 93.03(9) . 2_656 ? O2 Zn1 S1 112.38(5) . 2_656 ? O2 Zn1 S1 111.61(5) 2_656 2_656 ? O2 Zn1 S1 111.61(5) . . ? O2 Zn1 S1 112.38(5) 2_656 . ? S1 Zn1 S1 114.06(4) 2_656 . ? C1 S1 Zn1 103.69(8) . . ? C3 O2 Zn1 114.96(14) . . ? C1 N2 C2 124.5(2) . . ? N2 C1 N1 120.3(2) . . ? N2 C1 S1 117.87(17) . . ? N1 C1 S1 121.73(17) . . ? O1 C3 O2 123.71(19) . . ? O1 C3 C4 118.80(18) . . ? O2 C3 C4 117.49(19) . . ? C4 C4 C3 125.0(3) 7_556 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.502 _refine_diff_density_min -0.474 _refine_diff_density_rms 0.077 #===END data_compound3_k01rwh6 _database_code_CSD 213867 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H18 N4 O5 S2 Zn' _chemical_formula_weight 427.79 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.3830(3) _cell_length_b 10.4260(3) _cell_length_c 16.5870(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.1980(10) _cell_angle_gamma 90.00 _cell_volume 1790.78(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(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 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.587 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 1.634 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19197 _diffrn_reflns_av_R_equivalents 0.0923 _diffrn_reflns_av_sigmaI/netI 0.0664 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.80 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4086 _reflns_number_gt 2873 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _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 [1.00000+0.00000exp(0.00(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+1.1923*P+(0.0328P)^2^+0.0000sin\q/\l] where P = 0.00000Fo^2^ + 1.00000Fc^2^ ; _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 0.0049(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4086 _refine_ls_number_parameters 252 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0691 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.0941 _refine_ls_wR_factor_gt 0.0815 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 C1 C 0.0621(3) 0.6598(3) 0.33701(18) 0.0244(7) Uani 1 1 d . . . C2 C 0.0215(4) 0.8559(3) 0.4130(2) 0.0343(8) Uani 1 1 d . . . H2A H -0.0099 0.9424 0.3995 0.041 Uiso 1 1 calc R . . H2B H 0.1077 0.8613 0.4412 0.041 Uiso 1 1 calc R . . H2C H -0.0377 0.8140 0.4482 0.041 Uiso 1 1 calc R . . C3 C 0.5359(3) 0.4510(3) 0.34526(17) 0.0226(6) Uani 1 1 d . . . C4 C 0.6815(4) 0.6097(4) 0.4152(3) 0.0491(11) Uani 1 1 d . . . H4A H 0.7692 0.6083 0.4414 0.059 Uiso 1 1 calc R . . H4B H 0.6204 0.6343 0.4549 0.059 Uiso 1 1 calc R . . H4C H 0.6770 0.6720 0.3709 0.059 Uiso 1 1 calc R . . C5 C 0.2125(3) 0.2604(3) 0.35364(17) 0.0206(6) Uani 1 1 d . . . C6 C 0.2650(3) 0.1359(3) 0.38692(17) 0.0204(6) Uani 1 1 d . . . C7 C 0.2656(3) 0.1126(3) 0.46981(17) 0.0198(6) Uani 1 1 d . . . H7 H 0.2328 0.1758 0.5042 0.024 Uiso 1 1 calc R . . C8 C 0.3136(3) -0.0021(3) 0.50263(17) 0.0203(6) Uani 1 1 d . . . C9 C 0.3626(3) -0.0945(3) 0.45256(18) 0.0248(7) Uani 1 1 d . . . H9 H 0.3941 -0.1735 0.4746 0.030 Uiso 1 1 calc R . . C10 C 0.3654(3) -0.0710(3) 0.37028(19) 0.0291(7) Uani 1 1 d . . . H10 H 0.4010 -0.1331 0.3363 0.035 Uiso 1 1 calc R . . C11 C 0.3163(3) 0.0435(3) 0.33746(18) 0.0257(7) Uani 1 1 d . . . H11 H 0.3176 0.0588 0.2811 0.031 Uiso 1 1 calc R . . C12 C 0.3040(3) -0.0295(3) 0.59123(17) 0.0205(6) Uani 1 1 d . . . N1 N 0.0955(3) 0.5971(3) 0.40391(16) 0.0279(6) Uani 1 1 d D . . H1A H 0.107(4) 0.633(4) 0.4525(15) 0.050(12) Uiso 1 1 d D . . H1B H 0.108(4) 0.5137(19) 0.399(2) 0.039(11) Uiso 1 1 d D . . N2 N 0.0282(3) 0.7813(3) 0.33904(17) 0.0321(7) Uani 1 1 d D . . H2 H 0.004(4) 0.815(4) 0.2933(17) 0.060(14) Uiso 1 1 d D . . N3 N 0.5199(3) 0.3314(3) 0.31841(17) 0.0262(6) Uani 1 1 d D . . H3A H 0.577(3) 0.273(3) 0.333(2) 0.042(11) Uiso 1 1 d D . . H3B H 0.442(2) 0.306(3) 0.2990(18) 0.019(8) Uiso 1 1 d D . . N4 N 0.6482(3) 0.4820(3) 0.38324(18) 0.0316(6) Uani 1 1 d D . . H4 H 0.705(3) 0.421(3) 0.394(2) 0.050(12) Uiso 1 1 d D . . O1 O 0.2458(2) 0.29153(19) 0.28320(12) 0.0230(5) Uani 1 1 d . . . O2 O 0.1442(2) 0.3277(2) 0.39575(12) 0.0261(5) Uani 1 1 d . . . O3 O 0.2879(2) 0.06756(19) 0.63658(12) 0.0244(5) Uani 1 1 d . . . O4 O 0.3079(2) -0.14262(19) 0.61550(12) 0.0259(5) Uani 1 1 d . . . O5 O 0.1229(3) 0.6759(2) 0.57438(14) 0.0298(5) Uani 1 1 d D . . H5A H 0.043(2) 0.677(5) 0.588(3) 0.075(17) Uiso 1 1 d D . . H5B H 0.161(4) 0.748(3) 0.585(2) 0.051(13) Uiso 1 1 d D . . S1 S 0.05821(8) 0.58621(8) 0.24256(5) 0.0291(2) Uani 1 1 d . . . S2 S 0.41840(8) 0.56750(7) 0.33061(5) 0.0276(2) Uani 1 1 d . . . Zn1 Zn 0.25269(4) 0.47469(3) 0.24858(2) 0.02083(12) 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 C1 0.0210(17) 0.0260(16) 0.0262(16) -0.0038(12) 0.0004(12) 0.0036(13) C2 0.041(2) 0.0270(17) 0.0336(18) -0.0068(14) -0.0052(15) 0.0081(15) C3 0.0275(17) 0.0231(16) 0.0171(14) 0.0014(11) 0.0008(12) 0.0010(13) C4 0.046(3) 0.036(2) 0.061(3) -0.0133(18) -0.022(2) -0.0001(18) C5 0.0229(16) 0.0195(14) 0.0187(14) -0.0001(11) -0.0016(12) -0.0056(12) C6 0.0214(16) 0.0186(14) 0.0210(14) 0.0005(11) 0.0012(12) -0.0031(12) C7 0.0215(16) 0.0175(14) 0.0206(14) -0.0030(11) 0.0027(12) -0.0021(12) C8 0.0203(15) 0.0213(15) 0.0193(14) 0.0012(11) 0.0016(12) -0.0018(12) C9 0.0276(18) 0.0212(15) 0.0257(15) 0.0040(12) 0.0023(13) 0.0054(13) C10 0.038(2) 0.0231(16) 0.0271(16) -0.0022(12) 0.0111(14) 0.0064(15) C11 0.0349(18) 0.0260(16) 0.0168(14) -0.0005(11) 0.0056(12) 0.0007(14) C12 0.0196(15) 0.0200(14) 0.0213(14) 0.0006(11) -0.0027(11) -0.0017(12) N1 0.0398(18) 0.0208(14) 0.0231(14) -0.0008(11) 0.0026(12) 0.0043(13) N2 0.0394(18) 0.0277(15) 0.0281(15) -0.0036(11) -0.0055(13) 0.0112(13) N3 0.0258(16) 0.0194(13) 0.0328(15) -0.0016(11) -0.0017(12) 0.0029(12) N4 0.0286(16) 0.0265(15) 0.0378(16) -0.0029(12) -0.0105(13) 0.0014(13) O1 0.0310(13) 0.0194(10) 0.0187(10) 0.0030(8) 0.0021(8) -0.0045(9) O2 0.0334(13) 0.0209(11) 0.0244(11) -0.0005(8) 0.0043(9) 0.0027(10) O3 0.0335(13) 0.0209(11) 0.0187(10) 0.0002(8) 0.0017(9) -0.0008(9) O4 0.0330(13) 0.0198(11) 0.0247(11) 0.0045(8) 0.0002(9) -0.0008(9) O5 0.0312(15) 0.0263(12) 0.0319(13) -0.0050(9) 0.0013(10) 0.0001(11) S1 0.0317(5) 0.0317(4) 0.0229(4) -0.0046(3) -0.0047(3) 0.0097(4) S2 0.0300(5) 0.0189(4) 0.0325(4) -0.0046(3) -0.0073(3) 0.0032(3) Zn1 0.0262(2) 0.01955(18) 0.01650(18) 0.00008(13) -0.00027(13) 0.00098(15) _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 C1 N1 1.312(4) . ? C1 N2 1.317(4) . ? C1 S1 1.742(3) . ? C2 N2 1.459(4) . ? C3 N4 1.324(4) . ? C3 N3 1.330(4) . ? C3 S2 1.726(3) . ? C4 N4 1.465(4) . ? C5 O2 1.247(4) . ? C5 O1 1.284(3) . ? C5 C6 1.498(4) . ? C6 C7 1.396(4) . ? C6 C11 1.396(4) . ? C7 C8 1.391(4) . ? C8 C9 1.392(4) . ? C8 C12 1.507(4) . ? C9 C10 1.389(4) . ? C10 C11 1.393(4) . ? C12 O4 1.246(3) . ? C12 O3 1.279(3) . ? O1 Zn1 1.997(2) . ? O3 Zn1 1.969(2) 4_566 ? S1 Zn1 2.3259(9) . ? S2 Zn1 2.3249(9) . ? Zn1 O3 1.969(2) 4_565 ? 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 C1 N2 120.8(3) . . ? N1 C1 S1 121.9(2) . . ? N2 C1 S1 117.3(2) . . ? N4 C3 N3 118.2(3) . . ? N4 C3 S2 118.9(2) . . ? N3 C3 S2 122.9(2) . . ? O2 C5 O1 124.7(3) . . ? O2 C5 C6 119.2(3) . . ? O1 C5 C6 116.0(3) . . ? C7 C6 C11 119.0(3) . . ? C7 C6 C5 119.2(3) . . ? C11 C6 C5 121.7(3) . . ? C8 C7 C6 120.7(3) . . ? C7 C8 C9 119.8(3) . . ? C7 C8 C12 119.8(3) . . ? C9 C8 C12 120.2(3) . . ? C10 C9 C8 119.9(3) . . ? C9 C10 C11 120.1(3) . . ? C10 C11 C6 120.4(3) . . ? O4 C12 O3 124.1(3) . . ? O4 C12 C8 119.4(3) . . ? O3 C12 C8 116.4(2) . . ? C1 N2 C2 124.3(3) . . ? C3 N4 C4 124.8(3) . . ? C5 O1 Zn1 121.38(19) . . ? C12 O3 Zn1 114.79(18) . 4_566 ? C1 S1 Zn1 102.62(11) . . ? C3 S2 Zn1 105.93(11) . . ? O3 Zn1 O1 94.04(8) 4_565 . ? O3 Zn1 S2 117.70(7) 4_565 . ? O1 Zn1 S2 105.68(7) . . ? O3 Zn1 S1 106.96(7) 4_565 . ? O1 Zn1 S1 116.18(7) . . ? S2 Zn1 S1 114.84(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.443 _refine_diff_density_min -0.532 _refine_diff_density_rms 0.088 #===END data_compound4_k01rwh10 _database_code_CSD 213868 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H20 N4 O4 S2 Zn' _chemical_formula_weight 437.83 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.5790(2) _cell_length_b 13.3430(5) _cell_length_c 21.2060(9) _cell_angle_alpha 90.00 _cell_angle_beta 97.927(2) _cell_angle_gamma 90.00 _cell_volume 1843.75(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 1.585 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8576 _exptl_absorpt_correction_T_max 0.9614 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 19001 _diffrn_reflns_av_R_equivalents 0.1249 _diffrn_reflns_av_sigmaI/netI 0.0935 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 4.17 _diffrn_reflns_theta_max 27.13 _reflns_number_total 4048 _reflns_number_gt 2589 _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^)+(0.0251P)^2^+1.8153P] 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 0.0045(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4048 _refine_ls_number_parameters 253 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.1011 _refine_ls_R_factor_gt 0.0498 _refine_ls_wR_factor_ref 0.1077 _refine_ls_wR_factor_gt 0.0901 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.266 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.54832(9) 0.42419(4) -0.19923(3) 0.0212(2) Uani 1 1 d . . . S1 S 0.6158(2) 0.57527(10) -0.14451(6) 0.0245(3) Uani 1 1 d . . . S2 S 0.2008(2) 0.38258(9) -0.21099(7) 0.0259(3) Uani 1 1 d . . . N1 N 0.3752(7) 0.4933(3) -0.0682(2) 0.0245(10) Uani 1 1 d . . . H1 H 0.453(8) 0.445(4) -0.072(2) 0.014(13) Uiso 1 1 d D . . N2 N 0.3323(8) 0.6617(3) -0.0866(2) 0.0306(11) Uani 1 1 d D . . H2A H 0.278(7) 0.669(3) -0.0520(15) 0.023(15) Uiso 1 1 d D . . H2B H 0.334(9) 0.713(3) -0.111(2) 0.040(18) Uiso 1 1 d D . . N3 N -0.0023(7) 0.2203(3) -0.2487(2) 0.0264(10) Uani 1 1 d D . . H3 H -0.094(7) 0.267(3) -0.259(3) 0.035(17) Uiso 1 1 d D . . N4 N 0.3348(7) 0.1924(3) -0.2107(2) 0.0254(10) Uani 1 1 d D . . H4A H 0.338(8) 0.132(2) -0.225(3) 0.040(18) Uiso 1 1 d D . . H4B H 0.452(5) 0.219(3) -0.198(2) 0.027(15) Uiso 1 1 d D . . O1 O 0.7035(5) 0.3063(3) -0.16490(16) 0.0232(8) Uani 1 1 d . . . O2 O 0.6650(6) 0.3295(3) -0.06251(17) 0.0321(9) Uani 1 1 d . . . O3 O 0.6288(6) 0.0259(3) 0.21954(15) 0.0240(8) Uani 1 1 d . . . O4 O 0.6435(6) 0.1786(3) 0.17955(16) 0.0260(8) Uani 1 1 d . . . C1 C 0.4257(8) 0.5764(4) -0.0959(2) 0.0218(10) Uani 1 1 d . . . C2 C 0.1907(9) 0.4822(4) -0.0377(3) 0.0304(13) Uani 1 1 d . . . H2C H 0.2102 0.5166 0.0035 0.046 Uiso 1 1 calc R . . H2D H 0.1646 0.4109 -0.0312 0.046 Uiso 1 1 calc R . . H2E H 0.0734 0.5117 -0.0649 0.046 Uiso 1 1 calc R . . C3 C 0.1806(8) 0.2548(4) -0.2252(2) 0.0201(10) Uani 1 1 d . . . C4 C -0.0527(9) 0.1154(4) -0.2587(3) 0.0284(12) Uani 1 1 d . . . H4C H 0.0181 0.0890 -0.2928 0.043 Uiso 1 1 calc R . . H4D H -0.2013 0.1082 -0.2705 0.043 Uiso 1 1 calc R . . H4E H -0.0091 0.0781 -0.2193 0.043 Uiso 1 1 calc R . . C5 C 0.7362(8) 0.2845(4) -0.1053(2) 0.0226(11) Uani 1 1 d . . . C6 C 0.8747(10) 0.1929(4) -0.0905(3) 0.0344(14) Uani 1 1 d . . . H6A H 0.8058 0.1342 -0.1126 0.041 Uiso 1 1 calc R . . H6B H 1.0036 0.2043 -0.1085 0.041 Uiso 1 1 calc R . . C7 C 0.9288(9) 0.1672(4) -0.0209(2) 0.0276(12) Uani 1 1 d . . . C8 C 1.1188(9) 0.1926(4) 0.0119(3) 0.0346(14) Uani 1 1 d . . . H8 H 1.2163 0.2258 -0.0099 0.041 Uiso 1 1 calc R . . C9 C 1.1683(9) 0.1702(4) 0.0757(3) 0.0349(14) Uani 1 1 d . . . H9 H 1.2986 0.1884 0.0977 0.042 Uiso 1 1 calc R . . C10 C 1.0270(9) 0.1208(4) 0.1077(3) 0.0315(13) Uani 1 1 d . . . H10 H 1.0614 0.1055 0.1516 0.038 Uiso 1 1 calc R . . C11 C 0.8362(8) 0.0939(4) 0.0760(2) 0.0242(12) Uani 1 1 d . . . C12 C 0.7901(9) 0.1179(4) 0.0124(2) 0.0271(12) Uani 1 1 d . . . H12 H 0.6593 0.1001 -0.0096 0.033 Uiso 1 1 calc R . . C14 C 0.6523(8) 0.0863(4) 0.1746(2) 0.0214(11) Uani 1 1 d . . . C15 C 0.6847(9) 0.0392(4) 0.1114(2) 0.0282(12) Uani 1 1 d . . . H15A H 0.7332 -0.0305 0.1194 0.034 Uiso 1 1 calc R . . H15B H 0.5508 0.0361 0.0837 0.034 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0233(3) 0.0178(3) 0.0227(3) 0.0010(3) 0.0035(2) 0.0003(3) S1 0.0264(7) 0.0222(6) 0.0262(7) -0.0029(6) 0.0084(5) -0.0041(6) S2 0.0234(7) 0.0148(6) 0.0387(8) -0.0020(6) 0.0020(6) 0.0010(5) N1 0.027(3) 0.020(2) 0.029(2) -0.0006(19) 0.010(2) 0.002(2) N2 0.043(3) 0.019(2) 0.034(3) 0.002(2) 0.019(2) 0.001(2) N3 0.022(2) 0.019(2) 0.037(3) -0.002(2) 0.000(2) 0.003(2) N4 0.021(3) 0.019(2) 0.035(3) -0.003(2) -0.002(2) 0.000(2) O1 0.0229(19) 0.0219(19) 0.0240(19) 0.0013(14) 0.0006(15) 0.0046(15) O2 0.042(2) 0.028(2) 0.029(2) 0.0022(16) 0.0095(18) 0.0120(18) O3 0.031(2) 0.0202(18) 0.0215(18) 0.0006(15) 0.0061(16) 0.0010(16) O4 0.031(2) 0.0190(18) 0.0274(19) 0.0001(15) 0.0031(16) -0.0004(16) C1 0.023(3) 0.023(3) 0.019(2) -0.004(2) 0.001(2) -0.001(2) C2 0.028(3) 0.028(3) 0.037(3) 0.002(2) 0.013(2) -0.001(2) C3 0.021(3) 0.019(3) 0.020(3) 0.003(2) 0.004(2) 0.000(2) C4 0.028(3) 0.018(3) 0.038(3) -0.004(2) 0.002(2) -0.001(2) C5 0.024(3) 0.021(3) 0.024(3) 0.001(2) 0.005(2) -0.003(2) C6 0.044(4) 0.032(3) 0.028(3) 0.009(2) 0.011(3) 0.015(3) C7 0.036(3) 0.021(3) 0.027(3) 0.002(2) 0.009(2) 0.012(2) C8 0.030(3) 0.029(3) 0.046(4) 0.008(3) 0.011(3) 0.003(3) C9 0.027(3) 0.034(3) 0.042(4) 0.003(3) -0.003(3) -0.002(3) C10 0.036(3) 0.034(3) 0.023(3) 0.004(2) 0.000(2) 0.004(3) C11 0.031(3) 0.019(3) 0.024(3) -0.002(2) 0.007(2) 0.003(2) C12 0.032(3) 0.025(3) 0.024(3) -0.001(2) 0.005(2) 0.006(2) C14 0.023(3) 0.020(3) 0.021(2) -0.001(2) 0.001(2) 0.001(2) C15 0.039(3) 0.021(3) 0.024(3) -0.001(2) 0.004(2) -0.003(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 1.959(3) . ? Zn1 O3 1.986(3) 4_565 ? Zn1 S2 2.3324(15) . ? Zn1 S1 2.3378(14) . ? S1 C1 1.728(5) . ? S2 C3 1.733(5) . ? N1 C1 1.318(7) . ? N1 C2 1.459(7) . ? N2 C1 1.321(7) . ? N3 C3 1.320(7) . ? N3 C4 1.446(6) . ? N4 C3 1.315(6) . ? O1 C5 1.286(6) . ? O2 C5 1.233(6) . ? O3 C14 1.275(6) . ? O3 Zn1 1.986(3) 4_566 ? O4 C14 1.238(6) . ? C5 C6 1.531(7) . ? C6 C7 1.509(7) . ? C7 C8 1.386(8) . ? C7 C12 1.393(7) . ? C8 C9 1.380(8) . ? C9 C10 1.390(8) . ? C10 C11 1.387(8) . ? C11 C12 1.380(7) . ? C11 C15 1.515(7) . ? C14 C15 1.521(7) . ? 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 113.83(15) . 4_565 ? O1 Zn1 S2 107.55(11) . . ? O3 Zn1 S2 111.21(11) 4_565 . ? O1 Zn1 S1 117.00(11) . . ? O3 Zn1 S1 94.93(10) 4_565 . ? S2 Zn1 S1 112.00(5) . . ? C1 S1 Zn1 101.55(18) . . ? C3 S2 Zn1 107.67(18) . . ? C1 N1 C2 124.0(5) . . ? C3 N3 C4 124.8(5) . . ? C5 O1 Zn1 123.7(3) . . ? C14 O3 Zn1 120.7(3) . 4_566 ? N1 C1 N2 120.5(5) . . ? N1 C1 S1 120.4(4) . . ? N2 C1 S1 119.1(4) . . ? N4 C3 N3 120.0(5) . . ? N4 C3 S2 122.9(4) . . ? N3 C3 S2 116.9(4) . . ? O2 C5 O1 125.7(5) . . ? O2 C5 C6 120.9(4) . . ? O1 C5 C6 113.4(4) . . ? C7 C6 C5 115.8(4) . . ? C8 C7 C12 118.1(5) . . ? C8 C7 C6 120.6(5) . . ? C12 C7 C6 121.3(5) . . ? C9 C8 C7 120.9(5) . . ? C8 C9 C10 119.9(5) . . ? C11 C10 C9 120.5(5) . . ? C12 C11 C10 118.4(5) . . ? C12 C11 C15 121.7(5) . . ? C10 C11 C15 119.9(5) . . ? C11 C12 C7 122.3(5) . . ? O4 C14 O3 123.6(4) . . ? O4 C14 C15 120.0(4) . . ? O3 C14 C15 116.3(4) . . ? C11 C15 C14 114.8(4) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.13 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.640 _refine_diff_density_min -0.555 _refine_diff_density_rms 0.103 #===END data_compound5_k01rwh8 _database_code_CSD 213869 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H39 N8 O11.50 S4 Zn2' _chemical_formula_weight 882.61 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.9560(3) _cell_length_b 10.7140(2) _cell_length_c 20.4420(4) _cell_angle_alpha 90.00 _cell_angle_beta 110.6040(10) _cell_angle_gamma 90.00 _cell_volume 3681.09(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(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 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.593 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1820 _exptl_absorpt_coefficient_mu 1.595 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.81 _exptl_absorpt_correction_T_max 0.86 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38257 _diffrn_reflns_av_R_equivalents 0.0802 _diffrn_reflns_av_sigmaI/netI 0.0613 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.99 _diffrn_reflns_theta_max 27.46 _reflns_number_total 8381 _reflns_number_gt 6053 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _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^)+(0.0239P)^2^+1.9503P] 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 0.00113(17) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8381 _refine_ls_number_parameters 528 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0687 _refine_ls_R_factor_gt 0.0379 _refine_ls_wR_factor_ref 0.0807 _refine_ls_wR_factor_gt 0.0705 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.116617(18) 0.18350(3) 0.154783(16) 0.01920(9) Uani 1 1 d . . . Zn2 Zn 0.334262(19) 0.01372(3) 0.046836(18) 0.02243(9) Uani 1 1 d . . . S1 S 0.15747(4) 0.26525(6) 0.26623(4) 0.02339(16) Uani 1 1 d . . . S2 S -0.02288(4) 0.15908(6) 0.11468(4) 0.02233(15) Uani 1 1 d . . . S3 S 0.28929(4) -0.07929(6) -0.06280(4) 0.02710(17) Uani 1 1 d . . . S4 S 0.46539(4) 0.08704(7) 0.08655(4) 0.02883(18) Uani 1 1 d . . . O1 O 0.08717(11) 0.42731(17) 0.08467(10) 0.0257(4) Uani 1 1 d . . . O2 O 0.16598(12) 0.26215(17) 0.09384(10) 0.0256(4) Uani 1 1 d . . . O3 O 0.29530(11) 0.18802(17) 0.03556(12) 0.0323(5) Uani 1 1 d . . . O4 O 0.17322(12) 0.14226(17) -0.03776(10) 0.0264(4) Uani 1 1 d . . . O5 O 0.15168(11) 0.00806(16) 0.15954(10) 0.0221(4) Uani 1 1 d . . . O6 O 0.26996(11) 0.04585(17) 0.24167(11) 0.0274(5) Uani 1 1 d . . . O7 O 0.29206(11) -0.06379(17) 0.11303(11) 0.0271(5) Uani 1 1 d . . . O8 O 0.37747(12) -0.22245(18) 0.12893(11) 0.0293(5) Uani 1 1 d . . . O9 O 0.41533(16) -0.4622(2) -0.16276(15) 0.0493(7) Uani 1 1 d D . . H9A H 0.3686(15) -0.479(4) -0.1920(19) 0.068(14) Uiso 1 1 d D . . H9B H 0.450(2) -0.493(4) -0.180(2) 0.084(17) Uiso 1 1 d D . . O10 O 0.50526(13) 0.1215(2) 0.28137(13) 0.0326(5) Uani 1 1 d D . . H10A H 0.4641(17) 0.165(3) 0.255(2) 0.081(16) Uiso 1 1 d D . . H10B H 0.5410(19) 0.173(3) 0.308(2) 0.087(16) Uiso 1 1 d D . . O11 O 0.35762(15) 0.2475(2) 0.21186(18) 0.0531(7) Uani 1 1 d D . . H11A H 0.322(2) 0.195(3) 0.215(2) 0.070(14) Uiso 1 1 d D . . H11B H 0.351(3) 0.268(5) 0.1692(14) 0.13(3) Uiso 1 1 d D . . O12 O 0.3909(3) 0.3797(4) 0.1125(3) 0.0502(13) Uani 0.50 1 d P . . N1 N 0.04266(14) 0.4329(2) 0.20580(13) 0.0229(5) Uani 1 1 d D . . H1 H 0.0591(17) 0.424(3) 0.1712(13) 0.026(8) Uiso 1 1 d D . . N2 N 0.07445(17) 0.3990(2) 0.32304(14) 0.0315(6) Uani 1 1 d D . . H2A H 0.049(2) 0.469(2) 0.325(2) 0.059(12) Uiso 1 1 d D . . H2B H 0.1034(17) 0.361(3) 0.3625(12) 0.036(9) Uiso 1 1 d D . . N3 N -0.02200(14) 0.2358(2) -0.00762(12) 0.0231(5) Uani 1 1 d D . . H3 H 0.0057(15) 0.295(2) 0.0191(14) 0.020(8) Uiso 1 1 d D . . N4 N -0.10000(15) 0.0638(2) -0.01156(13) 0.0248(5) Uani 1 1 d D . . H4A H -0.1185(15) 0.066(2) -0.0577(9) 0.015(7) Uiso 1 1 d D . . H4B H -0.119(2) 0.008(3) 0.0105(18) 0.049(11) Uiso 1 1 d D . . N5 N 0.39269(15) -0.2623(2) -0.00208(14) 0.0264(5) Uani 1 1 d D . . H5 H 0.3863(18) -0.242(3) 0.0373(12) 0.026(8) Uiso 1 1 d D . . N6 N 0.35998(14) -0.2384(2) -0.11997(14) 0.0260(5) Uani 1 1 d D . . H6A H 0.3885(18) -0.303(2) -0.1240(19) 0.041(10) Uiso 1 1 d D . . H6B H 0.3384(19) -0.192(3) -0.1576(14) 0.044(10) Uiso 1 1 d D . . N7 N 0.55544(15) -0.1093(2) 0.08772(16) 0.0318(6) Uani 1 1 d D . . H7 H 0.5417(18) -0.093(3) 0.0438(10) 0.027(9) Uiso 1 1 d D . . N8 N 0.55462(16) -0.0483(3) 0.19443(15) 0.0326(6) Uani 1 1 d D . . H8A H 0.5858(17) -0.112(2) 0.2169(17) 0.040(10) Uiso 1 1 d D . . H8B H 0.5420(18) 0.008(2) 0.2190(15) 0.030(9) Uiso 1 1 d D . . C1 C 0.08544(16) 0.3747(2) 0.26365(15) 0.0215(6) Uani 1 1 d . . . C2 C -0.01988(17) 0.5226(3) 0.20114(17) 0.0290(7) Uani 1 1 d . . . H2C H -0.0543 0.4892 0.2250 0.043 Uiso 1 1 calc R . . H2D H -0.0515 0.5379 0.1519 0.043 Uiso 1 1 calc R . . H2E H 0.0041 0.6010 0.2234 0.043 Uiso 1 1 calc R . . C3 C -0.05052(15) 0.1508(2) 0.02411(15) 0.0201(6) Uani 1 1 d . . . C4 C -0.03616(19) 0.2408(3) -0.08170(16) 0.0315(7) Uani 1 1 d . . . H4E H -0.0367 0.1559 -0.0997 0.047 Uiso 1 1 calc R . . H4C H 0.0062 0.2891 -0.0897 0.047 Uiso 1 1 calc R . . H4D H -0.0876 0.2808 -0.1060 0.047 Uiso 1 1 calc R . . C5 C 0.52978(16) -0.0352(3) 0.12645(18) 0.0288(7) Uani 1 1 d . . . C6 C 0.6170(2) -0.2040(3) 0.1154(2) 0.0426(9) Uani 1 1 d . . . H6C H 0.6640 -0.1660 0.1501 0.064 Uiso 1 1 calc R . . H6D H 0.6315 -0.2389 0.0772 0.064 Uiso 1 1 calc R . . H6E H 0.5969 -0.2708 0.1374 0.064 Uiso 1 1 calc R . . C7 C 0.35321(16) -0.2020(2) -0.06036(16) 0.0228(6) Uani 1 1 d . . . C8 C 0.44408(19) -0.3693(3) 0.00138(18) 0.0354(7) Uani 1 1 d . . . H8C H 0.4122 -0.4384 -0.0257 0.053 Uiso 1 1 calc R . . H8D H 0.4696 -0.3951 0.0502 0.053 Uiso 1 1 calc R . . H8E H 0.4849 -0.3462 -0.0180 0.053 Uiso 1 1 calc R . . C9 C 0.14057(16) 0.3707(2) 0.07027(15) 0.0207(6) Uani 1 1 d . . . C10 C 0.17445(15) 0.4287(2) 0.02038(15) 0.0204(6) Uani 1 1 d . . . C11 C 0.16670(17) 0.5568(3) 0.00847(16) 0.0257(6) Uani 1 1 d . . . H11 H 0.1419 0.6060 0.0336 0.031 Uiso 1 1 calc R . . C12 C 0.19445(17) 0.6139(3) -0.03924(17) 0.0284(7) Uani 1 1 d . . . H12 H 0.1897 0.7017 -0.0461 0.034 Uiso 1 1 calc R . . C13 C 0.22926(17) 0.5414(3) -0.07689(16) 0.0272(7) Uani 1 1 d . . . H13 H 0.2474 0.5795 -0.1105 0.033 Uiso 1 1 calc R . . C14 C 0.23765(17) 0.4138(3) -0.06566(16) 0.0270(6) Uani 1 1 d . . . H14 H 0.2614 0.3650 -0.0919 0.032 Uiso 1 1 calc R . . C15 C 0.21172(15) 0.3563(2) -0.01641(15) 0.0210(6) Uani 1 1 d . . . C16 C 0.22518(17) 0.2175(2) -0.00544(15) 0.0225(6) Uani 1 1 d . . . C17 C 0.21903(16) -0.0261(2) 0.20338(14) 0.0196(6) Uani 1 1 d . . . C18 C 0.23015(15) -0.1659(2) 0.21024(14) 0.0199(6) Uani 1 1 d . . . C19 C 0.18887(17) -0.2287(3) 0.24649(15) 0.0250(6) Uani 1 1 d . . . H19 H 0.1563 -0.1834 0.2661 0.030 Uiso 1 1 calc R . . C20 C 0.19519(18) -0.3582(3) 0.25411(16) 0.0294(7) Uani 1 1 d . . . H20 H 0.1674 -0.4007 0.2793 0.035 Uiso 1 1 calc R . . C21 C 0.24188(18) -0.4246(3) 0.22494(16) 0.0302(7) Uani 1 1 d . . . H21 H 0.2453 -0.5129 0.2293 0.036 Uiso 1 1 calc R . . C22 C 0.28347(17) -0.3624(2) 0.18941(16) 0.0267(6) Uani 1 1 d . . . H22 H 0.3158 -0.4083 0.1699 0.032 Uiso 1 1 calc R . . C23 C 0.27846(16) -0.2324(2) 0.18185(15) 0.0213(6) Uani 1 1 d . . . C24 C 0.32015(16) -0.1695(2) 0.13887(15) 0.0231(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 0.02411(17) 0.01504(15) 0.01870(17) -0.00020(12) 0.00786(13) 0.00018(12) Zn2 0.02255(17) 0.01458(15) 0.0327(2) 0.00020(13) 0.01291(15) 0.00051(12) S1 0.0267(4) 0.0214(3) 0.0204(4) -0.0029(3) 0.0063(3) 0.0013(3) S2 0.0242(4) 0.0237(3) 0.0189(4) 0.0009(3) 0.0074(3) -0.0020(3) S3 0.0265(4) 0.0183(3) 0.0339(4) -0.0026(3) 0.0074(3) 0.0021(3) S4 0.0230(4) 0.0218(3) 0.0438(5) -0.0035(3) 0.0144(3) -0.0026(3) O1 0.0302(11) 0.0224(10) 0.0305(12) -0.0011(8) 0.0183(9) 0.0014(8) O2 0.0331(11) 0.0198(10) 0.0265(11) 0.0052(8) 0.0138(9) 0.0027(8) O3 0.0235(11) 0.0149(9) 0.0560(15) 0.0000(9) 0.0109(10) 0.0005(8) O4 0.0340(11) 0.0193(9) 0.0269(11) -0.0016(8) 0.0119(9) -0.0062(9) O5 0.0247(10) 0.0165(9) 0.0230(11) -0.0010(8) 0.0057(8) 0.0018(8) O6 0.0277(10) 0.0189(10) 0.0298(12) -0.0008(8) 0.0029(9) -0.0022(8) O7 0.0284(10) 0.0171(9) 0.0398(13) 0.0071(9) 0.0171(10) 0.0035(8) O8 0.0293(11) 0.0261(10) 0.0344(13) 0.0017(9) 0.0137(10) 0.0074(9) O9 0.0375(15) 0.0449(15) 0.0524(17) -0.0223(13) -0.0006(13) 0.0080(12) O10 0.0270(11) 0.0307(12) 0.0401(14) -0.0063(10) 0.0117(11) -0.0032(10) O11 0.0408(15) 0.0360(14) 0.089(2) 0.0147(14) 0.0304(15) -0.0005(11) O12 0.054(3) 0.036(3) 0.053(3) -0.006(2) 0.010(3) -0.002(2) N1 0.0305(13) 0.0202(11) 0.0207(13) -0.0030(10) 0.0126(11) 0.0013(10) N2 0.0473(17) 0.0279(14) 0.0216(14) -0.0007(11) 0.0149(13) 0.0100(12) N3 0.0264(13) 0.0230(12) 0.0183(13) -0.0011(10) 0.0060(10) -0.0045(10) N4 0.0305(13) 0.0230(12) 0.0198(14) 0.0011(10) 0.0076(11) -0.0059(10) N5 0.0290(13) 0.0241(12) 0.0282(15) -0.0017(11) 0.0124(12) 0.0037(10) N6 0.0234(13) 0.0251(13) 0.0283(15) -0.0022(11) 0.0075(11) 0.0011(11) N7 0.0293(14) 0.0290(14) 0.0405(18) -0.0043(12) 0.0166(13) 0.0014(11) N8 0.0280(14) 0.0302(15) 0.0376(17) -0.0096(12) 0.0090(13) 0.0034(11) C1 0.0251(14) 0.0161(12) 0.0242(15) -0.0040(11) 0.0097(12) -0.0050(11) C2 0.0292(16) 0.0270(15) 0.0328(18) 0.0028(13) 0.0133(14) 0.0064(12) C3 0.0198(13) 0.0170(13) 0.0225(15) 0.0011(11) 0.0062(12) 0.0036(10) C4 0.0390(18) 0.0319(16) 0.0249(17) -0.0003(13) 0.0130(14) -0.0068(14) C5 0.0192(14) 0.0266(15) 0.043(2) -0.0082(13) 0.0145(14) -0.0056(12) C6 0.0366(18) 0.0382(19) 0.057(2) -0.0047(17) 0.0219(17) 0.0105(15) C7 0.0189(13) 0.0186(13) 0.0309(16) -0.0020(12) 0.0089(12) -0.0042(11) C8 0.0367(17) 0.0306(16) 0.039(2) 0.0030(14) 0.0141(15) 0.0127(14) C9 0.0222(14) 0.0179(13) 0.0208(15) -0.0032(11) 0.0060(12) -0.0033(11) C10 0.0191(13) 0.0168(13) 0.0243(15) 0.0004(11) 0.0066(12) -0.0016(10) C11 0.0274(15) 0.0190(13) 0.0330(17) -0.0003(12) 0.0134(13) 0.0018(11) C12 0.0272(15) 0.0153(13) 0.0433(19) 0.0068(12) 0.0132(14) 0.0003(11) C13 0.0265(15) 0.0226(14) 0.0363(18) 0.0094(12) 0.0160(14) -0.0013(12) C14 0.0257(15) 0.0247(15) 0.0357(18) 0.0039(13) 0.0171(13) 0.0017(12) C15 0.0177(13) 0.0148(12) 0.0310(16) 0.0004(11) 0.0090(12) -0.0028(10) C16 0.0281(15) 0.0167(13) 0.0291(16) 0.0026(11) 0.0179(13) 0.0017(11) C17 0.0237(14) 0.0172(13) 0.0186(14) 0.0001(11) 0.0083(12) 0.0009(11) C18 0.0189(13) 0.0163(13) 0.0193(14) 0.0008(10) 0.0002(11) -0.0029(10) C19 0.0242(14) 0.0249(14) 0.0238(16) 0.0013(12) 0.0057(12) -0.0038(12) C20 0.0304(16) 0.0248(14) 0.0281(17) 0.0065(12) 0.0040(13) -0.0110(12) C21 0.0351(17) 0.0155(13) 0.0323(17) 0.0050(12) 0.0025(14) -0.0026(12) C22 0.0263(15) 0.0178(13) 0.0314(17) -0.0012(12) 0.0044(13) 0.0003(11) C23 0.0233(14) 0.0136(12) 0.0243(15) 0.0022(11) 0.0050(12) -0.0011(11) C24 0.0239(14) 0.0192(13) 0.0237(15) -0.0030(11) 0.0051(12) -0.0025(11) _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 O2 1.9557(19) . ? Zn1 O5 1.9738(17) . ? Zn1 S1 2.3064(8) . ? Zn1 S2 2.3599(7) . ? Zn2 O7 1.954(2) . ? Zn2 O3 1.9790(19) . ? Zn2 S3 2.3226(8) . ? Zn2 S4 2.3398(8) . ? S1 C1 1.733(3) . ? S2 C3 1.742(3) . ? S3 C7 1.734(3) . ? S4 C5 1.747(3) . ? S4 O12 3.522(5) . ? O1 C9 1.254(3) . ? O2 C9 1.280(3) . ? O3 C16 1.283(3) . ? O3 O12 2.782(5) . ? O4 C16 1.234(3) . ? O5 C17 1.279(3) . ? O6 C17 1.241(3) . ? O7 C24 1.276(3) . ? O8 C24 1.253(3) . ? N1 C1 1.318(4) . ? N1 C2 1.456(3) . ? N2 C1 1.323(4) . ? N3 C3 1.321(4) . ? N3 C4 1.445(4) . ? N4 C3 1.317(3) . ? N5 C7 1.321(4) . ? N5 C8 1.458(4) . ? N6 C7 1.325(4) . ? N7 C5 1.314(4) . ? N7 C6 1.460(4) . ? N8 C5 1.309(4) . ? C9 C10 1.494(4) . ? C10 C11 1.392(4) . ? C10 C15 1.404(4) . ? C11 C12 1.384(4) . ? C12 C13 1.387(4) . ? C13 C14 1.386(4) . ? C14 C15 1.393(4) . ? C15 C16 1.510(4) . ? C17 C18 1.511(3) . ? C18 C19 1.392(4) . ? C18 C23 1.396(4) . ? C19 C20 1.396(4) . ? C20 C21 1.385(4) . ? C21 C22 1.383(4) . ? C22 C23 1.401(4) . ? C23 C24 1.499(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 O2 Zn1 O5 103.51(8) . . ? O2 Zn1 S1 114.06(6) . . ? O5 Zn1 S1 109.14(6) . . ? O2 Zn1 S2 119.34(6) . . ? O5 Zn1 S2 101.11(6) . . ? S1 Zn1 S2 108.36(3) . . ? O7 Zn2 O3 105.93(8) . . ? O7 Zn2 S3 113.46(6) . . ? O3 Zn2 S3 107.69(7) . . ? O7 Zn2 S4 119.38(6) . . ? O3 Zn2 S4 89.71(6) . . ? S3 Zn2 S4 116.40(3) . . ? C1 S1 Zn1 104.62(10) . . ? C3 S2 Zn1 104.20(9) . . ? C7 S3 Zn2 107.20(10) . . ? C5 S4 Zn2 109.29(9) . . ? C5 S4 O12 145.17(14) . . ? Zn2 S4 O12 87.81(8) . . ? C9 O2 Zn1 116.74(18) . . ? C16 O3 Zn2 122.30(18) . . ? C16 O3 O12 117.11(19) . . ? Zn2 O3 O12 120.56(13) . . ? C17 O5 Zn1 120.90(16) . . ? C24 O7 Zn2 118.08(18) . . ? O3 O12 S4 56.55(9) . . ? C1 N1 C2 124.3(3) . . ? C3 N3 C4 125.8(2) . . ? C7 N5 C8 123.9(3) . . ? C5 N7 C6 124.4(3) . . ? N1 C1 N2 120.1(3) . . ? N1 C1 S1 122.7(2) . . ? N2 C1 S1 117.2(2) . . ? N4 C3 N3 121.2(3) . . ? N4 C3 S2 120.6(2) . . ? N3 C3 S2 118.2(2) . . ? N8 C5 N7 120.9(3) . . ? N8 C5 S4 119.9(2) . . ? N7 C5 S4 119.1(3) . . ? N5 C7 N6 119.5(3) . . ? N5 C7 S3 122.4(2) . . ? N6 C7 S3 118.1(2) . . ? O1 C9 O2 123.5(3) . . ? O1 C9 C10 119.2(2) . . ? O2 C9 C10 117.2(2) . . ? C11 C10 C15 119.2(3) . . ? C11 C10 C9 119.3(2) . . ? C15 C10 C9 121.4(2) . . ? C12 C11 C10 121.4(3) . . ? C11 C12 C13 119.2(3) . . ? C14 C13 C12 120.3(3) . . ? C13 C14 C15 120.8(3) . . ? C14 C15 C10 119.1(2) . . ? C14 C15 C16 117.8(2) . . ? C10 C15 C16 123.1(2) . . ? O4 C16 O3 124.9(2) . . ? O4 C16 C15 120.8(2) . . ? O3 C16 C15 114.1(2) . . ? O6 C17 O5 124.7(2) . . ? O6 C17 C18 120.9(2) . . ? O5 C17 C18 114.2(2) . . ? C19 C18 C23 120.0(2) . . ? C19 C18 C17 116.8(2) . . ? C23 C18 C17 123.2(2) . . ? C18 C19 C20 120.1(3) . . ? C21 C20 C19 120.0(3) . . ? C22 C21 C20 119.9(3) . . ? C21 C22 C23 120.8(3) . . ? C18 C23 C22 119.1(3) . . ? C18 C23 C24 121.7(2) . . ? C22 C23 C24 119.0(3) . . ? O8 C24 O7 124.2(3) . . ? O8 C24 C23 120.0(2) . . ? O7 C24 C23 115.8(2) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.391 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.080 #===END data_compound6_h01rwh1 _database_code_CSD 213870 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H21 N4 O4.50 S2 Zn' _chemical_formula_weight 446.84 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.55500(10) _cell_length_b 9.6180(2) _cell_length_c 13.0360(2) _cell_angle_alpha 98.2960(10) _cell_angle_beta 106.8340(10) _cell_angle_gamma 100.0610(10) _cell_volume 989.03(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(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 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 462 _exptl_absorpt_coefficient_mu 1.481 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.77 _exptl_absorpt_correction_T_max 0.83 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20647 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0284 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.60 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4510 _reflns_number_gt 4116 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _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 [1.00000+0.00000exp(0.00(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+0.4018*P+(0.0437P)^2^+0.0000sin\q/\l] where P = 0.00000Fo^2^ + 1.00000Fc^2^ ; _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 0.042(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4510 _refine_ls_number_parameters 256 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0854 _refine_ls_wR_factor_gt 0.0831 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.83398(2) 0.75647(2) 0.241636(16) 0.03241(10) Uani 1 1 d . . . S1 S 0.69901(6) 0.92073(5) 0.15435(4) 0.03966(13) Uani 1 1 d . . . S2 S 0.80369(8) 0.55496(6) 0.11038(5) 0.04838(15) Uani 1 1 d . . . O1 O 0.71089(16) 0.69871(14) 0.34066(11) 0.0355(3) Uani 1 1 d . . . O2 O 0.7771(2) 0.48586(17) 0.33108(15) 0.0562(4) Uani 1 1 d . . . O3 O 1.05535(16) 0.85392(16) 0.34913(12) 0.0422(3) Uani 1 1 d . . . O4 O 1.1847(2) 0.8868(2) 0.22586(13) 0.0609(5) Uani 1 1 d . . . O5 O 0.8593(4) 0.4871(4) -0.3015(3) 0.0558(8) Uani 0.50 1 d P . . N1 N 0.6984(2) 1.19275(19) 0.22565(15) 0.0452(4) Uani 1 1 d D . . H1 H 0.738(3) 1.276(2) 0.2706(18) 0.048(7) Uiso 1 1 d D . . N2 N 0.9164(2) 1.1113(2) 0.32654(15) 0.0451(4) Uani 1 1 d D . . H2 H 0.965(3) 1.037(2) 0.334(2) 0.052(7) Uiso 1 1 d D . . N3 N 0.7806(3) 0.5323(2) -0.09788(16) 0.0551(5) Uani 1 1 d D . . H3 H 0.817(3) 0.557(3) -0.1482(19) 0.060(8) Uiso 1 1 d D . . N4 N 0.9617(3) 0.7367(2) 0.01766(16) 0.0502(5) Uani 1 1 d D . . H4 H 1.013(3) 0.780(3) 0.0843(15) 0.050(7) Uiso 1 1 d D . . C1 C 0.7775(2) 1.0873(2) 0.24206(15) 0.0343(4) Uani 1 1 d . . . C2 C 0.5426(4) 1.1787(3) 0.1387(3) 0.0788(9) Uani 1 1 d . . . H2A H 0.5547 1.1424 0.0696 0.118 Uiso 1 1 calc R . . H2B H 0.5155 1.2714 0.1385 0.118 Uiso 1 1 calc R . . H2C H 0.4544 1.1130 0.1506 0.118 Uiso 1 1 calc R . . C3 C 0.9920(3) 1.2451(3) 0.4075(2) 0.0653(7) Uani 1 1 d . . . H3A H 1.0339 1.3189 0.3735 0.098 Uiso 1 1 calc R . . H3B H 1.0829 1.2307 0.4655 0.098 Uiso 1 1 calc R . . H3C H 0.9093 1.2741 0.4370 0.098 Uiso 1 1 calc R . . C4 C 0.8523(2) 0.6141(2) 0.00228(17) 0.0414(4) Uani 1 1 d . . . C5 C 0.6556(3) 0.3964(3) -0.1249(2) 0.0679(7) Uani 1 1 d . . . H5C H 0.7084 0.3238 -0.0961 0.102 Uiso 1 1 calc R . . H5D H 0.6068 0.3665 -0.2031 0.102 Uiso 1 1 calc R . . H5E H 0.5694 0.4097 -0.0934 0.102 Uiso 1 1 calc R . . C6 C 1.0040(4) 0.7954(3) -0.0701(2) 0.0733(8) Uani 1 1 d . . . H6A H 1.0495 0.7285 -0.1083 0.110 Uiso 1 1 calc R . . H6B H 1.0855 0.8853 -0.0398 0.110 Uiso 1 1 calc R . . H6C H 0.9048 0.8112 -0.1201 0.110 Uiso 1 1 calc R . . C7 C 0.7017(2) 0.57346(19) 0.36188(14) 0.0326(4) Uani 1 1 d . . . C8 C 0.5959(2) 0.53524(18) 0.43269(15) 0.0322(4) Uani 1 1 d . . . C9 C 0.5338(3) 0.6381(2) 0.4834(2) 0.0497(5) Uani 1 1 d . . . H9 H 0.5559 0.7322 0.4729 0.060 Uiso 1 1 calc R . . C10 C 0.5609(3) 0.3964(2) 0.4501(2) 0.0532(6) Uani 1 1 d . . . H10 H 0.6017 0.3253 0.4168 0.064 Uiso 1 1 calc R . . C11 C 1.1865(2) 0.8923(2) 0.32069(16) 0.0366(4) Uani 1 1 d . . . C12 C 1.3486(2) 0.94871(18) 0.41410(15) 0.0317(4) Uani 1 1 d . . . C13 C 1.3510(2) 0.9731(2) 0.52253(16) 0.0358(4) Uani 1 1 d . . . H13 H 1.2506 0.9548 0.5378 0.043 Uiso 1 1 calc R . . C14 C 1.4999(2) 0.9759(2) 0.39245(16) 0.0359(4) Uani 1 1 d . . . H14 H 1.5005 0.9597 0.3205 0.043 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 0.02873(13) 0.03310(14) 0.03379(14) 0.00459(9) 0.01256(9) 0.00065(8) S1 0.0457(3) 0.0335(2) 0.0308(2) 0.00435(18) 0.00341(19) 0.0032(2) S2 0.0605(3) 0.0368(3) 0.0495(3) -0.0012(2) 0.0320(3) -0.0008(2) O1 0.0381(7) 0.0312(6) 0.0417(7) 0.0124(5) 0.0192(6) 0.0046(5) O2 0.0823(12) 0.0390(8) 0.0719(11) 0.0199(7) 0.0534(10) 0.0218(8) O3 0.0258(6) 0.0502(8) 0.0443(8) 0.0052(6) 0.0088(5) 0.0007(6) O4 0.0419(8) 0.0866(13) 0.0405(8) 0.0030(8) 0.0106(7) -0.0079(8) O5 0.0582(19) 0.073(2) 0.0379(15) 0.0173(15) 0.0146(14) 0.0156(17) N1 0.0511(10) 0.0355(9) 0.0440(10) 0.0056(7) 0.0089(8) 0.0101(8) N2 0.0366(9) 0.0416(9) 0.0448(10) -0.0053(7) 0.0037(7) 0.0054(7) N3 0.0478(11) 0.0688(13) 0.0409(10) -0.0023(9) 0.0149(8) 0.0039(9) N4 0.0558(11) 0.0534(11) 0.0408(10) 0.0047(8) 0.0253(9) -0.0011(9) C1 0.0357(9) 0.0353(9) 0.0325(9) 0.0066(7) 0.0149(7) 0.0032(7) C2 0.0777(19) 0.0604(16) 0.0763(19) 0.0108(14) -0.0140(15) 0.0283(15) C3 0.0573(14) 0.0496(13) 0.0617(15) -0.0124(11) -0.0051(12) 0.0032(11) C4 0.0371(10) 0.0479(11) 0.0398(10) 0.0037(8) 0.0164(8) 0.0092(8) C5 0.0487(13) 0.0719(17) 0.0614(16) -0.0175(13) 0.0087(11) -0.0009(12) C6 0.093(2) 0.0728(18) 0.0625(16) 0.0221(14) 0.0433(16) 0.0038(16) C7 0.0376(9) 0.0283(8) 0.0306(8) 0.0062(7) 0.0119(7) 0.0022(7) C8 0.0353(9) 0.0272(8) 0.0348(9) 0.0089(7) 0.0139(7) 0.0025(7) C9 0.0688(14) 0.0308(9) 0.0700(14) 0.0229(10) 0.0448(12) 0.0159(10) C10 0.0755(16) 0.0323(10) 0.0750(16) 0.0195(10) 0.0521(14) 0.0174(10) C11 0.0295(8) 0.0342(9) 0.0422(10) 0.0034(7) 0.0106(7) 0.0030(7) C12 0.0273(8) 0.0275(8) 0.0392(9) 0.0062(7) 0.0111(7) 0.0031(6) C13 0.0272(8) 0.0383(9) 0.0429(10) 0.0067(8) 0.0166(7) 0.0023(7) C14 0.0320(9) 0.0394(10) 0.0363(9) 0.0055(7) 0.0158(7) 0.0022(7) _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 1.9682(12) . ? Zn1 O3 1.9729(13) . ? Zn1 S2 2.3156(5) . ? Zn1 S1 2.3493(5) . ? S1 C1 1.7248(19) . ? S2 C4 1.723(2) . ? O1 C7 1.269(2) . ? O2 C7 1.236(2) . ? O3 C11 1.292(2) . ? O4 C11 1.225(3) . ? N1 C1 1.323(3) . ? N1 C2 1.448(3) . ? N2 C1 1.324(3) . ? N2 C3 1.452(3) . ? N3 C4 1.331(3) . ? N3 C5 1.461(3) . ? N4 C4 1.321(3) . ? N4 C6 1.454(3) . ? C7 C8 1.508(2) . ? C8 C9 1.377(3) . ? C8 C10 1.383(3) . ? C9 C10 1.383(3) 2_666 ? C10 C9 1.383(3) 2_666 ? C11 C12 1.506(3) . ? C12 C13 1.392(3) . ? C12 C14 1.393(2) . ? C13 C14 1.379(3) 2_876 ? C14 C13 1.379(3) 2_876 ? 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 100.28(6) . . ? O1 Zn1 S2 108.45(4) . . ? O3 Zn1 S2 121.02(5) . . ? O1 Zn1 S1 105.72(4) . . ? O3 Zn1 S1 111.61(5) . . ? S2 Zn1 S1 108.44(2) . . ? C1 S1 Zn1 107.20(7) . . ? C4 S2 Zn1 107.71(7) . . ? C7 O1 Zn1 119.77(12) . . ? C11 O3 Zn1 122.49(13) . . ? C1 N1 C2 124.5(2) . . ? C1 N2 C3 125.9(2) . . ? C4 N3 C5 124.6(2) . . ? C4 N4 C6 124.1(2) . . ? N1 C1 N2 119.15(18) . . ? N1 C1 S1 120.09(15) . . ? N2 C1 S1 120.76(15) . . ? N4 C4 N3 119.8(2) . . ? N4 C4 S2 121.22(16) . . ? N3 C4 S2 118.92(17) . . ? O2 C7 O1 124.15(17) . . ? O2 C7 C8 119.69(16) . . ? O1 C7 C8 116.12(16) . . ? C9 C8 C10 118.09(18) . . ? C9 C8 C7 121.00(16) . . ? C10 C8 C7 120.89(17) . . ? C8 C9 C10 121.01(18) . 2_666 ? C8 C10 C9 120.90(19) . 2_666 ? O4 C11 O3 124.47(18) . . ? O4 C11 C12 120.39(17) . . ? O3 C11 C12 115.14(17) . . ? C13 C12 C14 118.89(17) . . ? C13 C12 C11 121.37(16) . . ? C14 C12 C11 119.74(17) . . ? C14 C13 C12 120.97(16) 2_876 . ? C13 C14 C12 120.14(17) 2_876 . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.418 _refine_diff_density_min -0.423 _refine_diff_density_rms 0.058 #===END data_compound7_k00rwh4 _database_code_CSD 213871 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H18 N4 O4 S2 Zn' _chemical_formula_weight 387.77 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 7.7910(2) _cell_length_b 14.6240(2) _cell_length_c 15.1050(4) _cell_angle_alpha 90.00 _cell_angle_beta 94.1120(11) _cell_angle_gamma 90.00 _cell_volume 1716.57(7) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 1.691 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_min 0.6094 _exptl_absorpt_correction_T_max 0.7284 _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19067 _diffrn_reflns_av_R_equivalents 0.0279 _diffrn_reflns_av_sigmaI/netI 0.0250 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.83 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3920 _reflns_number_gt 3682 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _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^)+(0.0789P)^2^+0.1100P] 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 0.0053(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3920 _refine_ls_number_parameters 212 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0252 _refine_ls_R_factor_gt 0.0232 _refine_ls_wR_factor_ref 0.0854 _refine_ls_wR_factor_gt 0.0827 _refine_ls_goodness_of_fit_ref 0.892 _refine_ls_restrained_S_all 0.894 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.105114(19) 0.212160(9) -0.134132(9) 0.02181(10) Uani 1 1 d . . . S1 S -0.15689(5) 0.13842(3) -0.13375(2) 0.03559(12) Uani 1 1 d . . . S2 S 0.19439(5) 0.24879(3) -0.27335(2) 0.03315(12) Uani 1 1 d . . . O1 O 0.11265(14) 0.31830(6) -0.05241(7) 0.0318(2) Uani 1 1 d . . . O2 O -0.10343(13) 0.39226(6) -0.12677(6) 0.0281(2) Uani 1 1 d . . . O3 O 0.26873(16) 0.02016(7) -0.12290(8) 0.0439(3) Uani 1 1 d . . . O4 O 0.30777(13) 0.16043(7) -0.06699(7) 0.0297(2) Uani 1 1 d . . . N1 N -0.01063(16) 0.02248(8) -0.24123(9) 0.0316(3) Uani 1 1 d D . . H1 H 0.072(2) 0.0250(12) -0.2045(11) 0.031(4) Uiso 1 1 d D . . N3 N -0.12822(17) 0.30645(9) -0.30554(8) 0.0311(3) Uani 1 1 d D . . H3 H -0.112(2) 0.3254(13) -0.2528(10) 0.038(5) Uiso 1 1 d D . . N2 N -0.29496(16) 0.05177(9) -0.27675(9) 0.0312(3) Uani 1 1 d D . . H2 H -0.300(2) 0.0050(12) -0.3148(12) 0.041(5) Uiso 1 1 d D . . N4 N -0.00178(18) 0.24376(9) -0.42375(8) 0.0316(3) Uani 1 1 d D . . H4 H -0.087(2) 0.2659(13) -0.4552(12) 0.036(5) Uiso 1 1 d D . . C1 C -0.15282(18) 0.06573(9) -0.22422(9) 0.0255(3) Uani 1 1 d . . . C2 C -0.4587(2) 0.09794(16) -0.27022(14) 0.0562(5) Uani 1 1 d . . . H2A H -0.5006 0.1207 -0.3289 0.067 Uiso 1 1 calc R . . H2B H -0.4434 0.1494 -0.2288 0.067 Uiso 1 1 calc R . . H2C H -0.5425 0.0549 -0.2485 0.067 Uiso 1 1 calc R . . C3 C 0.0117(2) -0.03145(11) -0.32023(11) 0.0367(3) Uani 1 1 d . . . H3A H 0.1291 -0.0559 -0.3178 0.044 Uiso 1 1 calc R . . H3B H -0.0081 0.0072 -0.3730 0.044 Uiso 1 1 calc R . . H3C H -0.0708 -0.0821 -0.3233 0.044 Uiso 1 1 calc R . . C4 C 0.00627(18) 0.26771(9) -0.33877(9) 0.0248(3) Uani 1 1 d . . . C5 C -0.2933(2) 0.32203(14) -0.35460(11) 0.0448(4) Uani 1 1 d . . . H5A H -0.3826 0.3304 -0.3128 0.054 Uiso 1 1 calc R . . H5B H -0.3223 0.2692 -0.3927 0.054 Uiso 1 1 calc R . . H5C H -0.2863 0.3770 -0.3913 0.054 Uiso 1 1 calc R . . C6 C 0.1389(3) 0.20227(13) -0.46807(12) 0.0467(4) Uani 1 1 d . . . H6A H 0.1052 0.1920 -0.5290 0.056 Uiso 1 1 d R . . H6B H 0.1732 0.1465 -0.4393 0.056 Uiso 1 1 d R . . H6C H 0.2385 0.2438 -0.4645 0.056 Uiso 1 1 d R . . C7 C 0.01463(18) 0.38680(8) -0.06708(8) 0.0232(3) Uani 1 1 d . . . C8 C 0.05185(18) 0.46496(9) -0.00418(9) 0.0252(3) Uani 1 1 d . . . H8 H 0.1569 0.4638 0.0319 0.037(5) Uiso 1 1 calc R . . C9 C 0.34286(19) 0.07547(9) -0.07197(9) 0.0285(3) Uani 1 1 d . . . C10 C 0.48716(19) 0.04316(9) -0.00905(10) 0.0289(3) Uani 1 1 d . . . H10 H 0.5629 0.0871 0.0188 0.043(5) 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 0.02793(13) 0.01581(12) 0.02000(13) -0.00378(4) -0.00993(8) 0.00613(4) S1 0.0351(2) 0.0410(2) 0.0309(2) -0.01508(14) 0.00373(15) -0.00721(14) S2 0.0267(2) 0.0449(2) 0.0271(2) 0.00572(14) -0.00366(14) 0.00773(14) O1 0.0421(6) 0.0204(5) 0.0302(5) -0.0091(4) -0.0158(4) 0.0130(4) O2 0.0340(5) 0.0227(4) 0.0258(5) -0.0066(4) -0.0112(4) 0.0082(4) O3 0.0518(7) 0.0276(5) 0.0475(7) -0.0121(5) -0.0301(5) 0.0144(5) O4 0.0348(5) 0.0221(4) 0.0299(5) -0.0006(4) -0.0136(4) 0.0093(4) N1 0.0303(6) 0.0284(6) 0.0338(7) -0.0110(5) -0.0138(5) 0.0023(5) N3 0.0336(7) 0.0374(6) 0.0208(6) -0.0049(5) -0.0086(5) 0.0135(5) N2 0.0267(6) 0.0331(6) 0.0329(7) -0.0091(5) -0.0037(5) -0.0021(5) N4 0.0402(7) 0.0327(6) 0.0210(6) 0.0005(5) -0.0030(5) 0.0128(5) C1 0.0277(7) 0.0233(6) 0.0247(6) -0.0018(5) -0.0027(5) -0.0054(5) C2 0.0271(8) 0.0814(14) 0.0592(12) -0.0319(10) -0.0026(8) 0.0044(8) C3 0.0328(8) 0.0367(8) 0.0393(8) -0.0154(6) -0.0055(6) 0.0034(6) C4 0.0301(7) 0.0220(5) 0.0213(6) 0.0029(5) -0.0043(5) 0.0047(5) C5 0.0364(9) 0.0652(11) 0.0312(8) -0.0078(8) -0.0096(7) 0.0225(8) C6 0.0587(12) 0.0545(10) 0.0281(9) -0.0001(7) 0.0112(8) 0.0191(8) C7 0.0310(7) 0.0171(5) 0.0205(6) -0.0022(4) -0.0044(5) 0.0046(5) C8 0.0314(7) 0.0203(6) 0.0224(6) -0.0044(4) -0.0080(5) 0.0046(5) C9 0.0358(7) 0.0223(6) 0.0257(7) -0.0024(5) -0.0107(5) 0.0051(5) C10 0.0310(7) 0.0219(6) 0.0313(7) -0.0027(5) -0.0146(5) 0.0066(5) _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 1.9657(9) . ? Zn1 O1 1.9815(9) . ? Zn1 S1 2.3090(4) . ? Zn1 S2 2.3244(4) . ? S1 C1 1.7335(13) . ? S2 C4 1.7302(13) . ? O1 C7 1.2694(15) . ? O2 C7 1.2436(16) . ? O3 C9 1.2312(17) . ? O4 C9 1.2757(17) . ? N1 C1 1.3168(19) . ? N1 C3 1.4511(19) . ? N3 C4 1.3215(19) . ? N3 C5 1.4556(19) . ? N2 C1 1.3310(17) . ? N2 C2 1.453(2) . ? N4 C4 1.3277(18) . ? N4 C6 1.457(2) . ? C7 C8 1.5012(17) . ? C8 C8 1.317(3) 3_565 ? C9 C10 1.4957(18) . ? C10 C10 1.304(3) 3_655 ? 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 89.61(4) . . ? O4 Zn1 S1 119.77(3) . . ? O1 Zn1 S1 110.55(3) . . ? O4 Zn1 S2 105.91(3) . . ? O1 Zn1 S2 112.69(4) . . ? S1 Zn1 S2 115.585(14) . . ? C1 S1 Zn1 102.61(5) . . ? C4 S2 Zn1 104.91(5) . . ? C7 O1 Zn1 121.25(8) . . ? C9 O4 Zn1 120.80(9) . . ? C1 N1 C3 125.00(12) . . ? C4 N3 C5 124.71(13) . . ? C1 N2 C2 125.82(13) . . ? C4 N4 C6 124.70(14) . . ? N1 C1 N2 119.05(12) . . ? N1 C1 S1 120.77(10) . . ? N2 C1 S1 120.17(11) . . ? N3 C4 N4 119.78(12) . . ? N3 C4 S2 120.92(11) . . ? N4 C4 S2 119.29(11) . . ? O2 C7 O1 125.57(11) . . ? O2 C7 C8 120.61(11) . . ? O1 C7 C8 113.82(11) . . ? C8 C8 C7 124.15(15) 3_565 . ? O3 C9 O4 125.72(13) . . ? O3 C9 C10 119.15(12) . . ? O4 C9 C10 115.13(11) . . ? C10 C10 C9 122.40(16) 3_655 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.333 _refine_diff_density_min -0.366 _refine_diff_density_rms 0.056 #===END data_compound8_k01rwh5 _database_code_CSD 213872 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H44 N8 O10 S4 Zn2' _chemical_formula_weight 911.70 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' 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' N N 0.0061 0.0033 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.3390(2) _cell_length_b 11.5500(2) _cell_length_c 16.6330(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.6080(7) _cell_angle_gamma 90.00 _cell_volume 1986.13(6) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 1.478 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7088 _exptl_absorpt_correction_T_max 0.7088 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 20408 _diffrn_reflns_av_R_equivalents 0.0439 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.73 _diffrn_reflns_theta_max 27.50 _reflns_number_total 4547 _reflns_number_gt 3904 _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^)+(0.0257P)^2^+0.8851P] 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 0.0086(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4547 _refine_ls_number_parameters 264 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0368 _refine_ls_R_factor_gt 0.0282 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0649 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.250492(19) 0.377777(16) 0.365072(12) 0.01972(8) Uani 1 1 d . . . S1 S 0.12547(5) 0.41939(4) 0.25461(3) 0.02726(12) Uani 1 1 d . . . S2 S 0.21562(4) 0.19881(4) 0.42790(3) 0.02417(12) Uani 1 1 d . . . N1 N 0.01493(16) 0.27087(14) 0.15449(10) 0.0292(4) Uani 1 1 d D . . H1 H 0.009(2) 0.2058(15) 0.1285(13) 0.036(6) Uiso 1 1 d D . . N2 N 0.19907(15) 0.20397(13) 0.21620(10) 0.0239(3) Uani 1 1 d D . . H2 H 0.2679(18) 0.2172(18) 0.2456(12) 0.032(6) Uiso 1 1 d D . . N3 N 0.38904(15) 0.29141(13) 0.53017(9) 0.0239(3) Uani 1 1 d D . . H3 H 0.366(2) 0.3561(15) 0.5095(13) 0.033(6) Uiso 1 1 d D . . N4 N 0.36206(16) 0.09449(14) 0.53684(10) 0.0266(3) Uani 1 1 d D . . H4 H 0.409(2) 0.0925(19) 0.5798(11) 0.031(6) Uiso 1 1 d D . . O1 O 0.43806(12) 0.38327(10) 0.33844(8) 0.0219(3) Uani 1 1 d . . . O2 O 0.46021(12) 0.20518(10) 0.28820(8) 0.0237(3) Uani 1 1 d . . . O3 O 0.73015(12) 0.51066(11) 0.54715(8) 0.0256(3) Uani 1 1 d . . . O4 O 0.91704(13) 0.42154(11) 0.57193(8) 0.0308(3) Uani 1 1 d . . . O5 O 0.50445(17) 0.02819(13) 0.67716(9) 0.0356(3) Uani 1 1 d D . . H5WA H 0.515(2) -0.0446(15) 0.6826(15) 0.042(7) Uiso 1 1 d D . . H5WB H 0.474(3) 0.047(2) 0.7222(12) 0.059(9) Uiso 1 1 d D . . C1 C 0.11353(18) 0.28804(15) 0.20512(10) 0.0214(4) Uani 1 1 d . . . C2 C -0.0877(2) 0.3546(2) 0.13962(16) 0.0460(6) Uani 1 1 d . . . H2A H -0.1505 0.3222 0.1012 0.055 Uiso 1 1 calc R . . H2B H -0.0506 0.4257 0.1174 0.055 Uiso 1 1 calc R . . H2C H -0.1312 0.3724 0.1902 0.055 Uiso 1 1 calc R . . C3 C 0.18946(19) 0.08993(16) 0.17862(13) 0.0284(4) Uani 1 1 d . . . H3A H 0.2636 0.0425 0.1954 0.034 Uiso 1 1 calc R . . H3B H 0.1892 0.0986 0.1200 0.034 Uiso 1 1 calc R . . H3C H 0.1092 0.0522 0.1953 0.034 Uiso 1 1 calc R . . C4 C 0.33087(17) 0.19559(15) 0.50403(11) 0.0214(4) Uani 1 1 d . . . C5 C 0.48947(19) 0.29382(17) 0.59226(11) 0.0276(4) Uani 1 1 d . . . H5A H 0.4543 0.2646 0.6428 0.041 Uiso 1 1 calc R . . H5B H 0.5197 0.3735 0.5999 0.041 Uiso 1 1 calc R . . H5C H 0.5620 0.2450 0.5758 0.041 Uiso 1 1 calc R . . C6 C 0.3071(2) -0.01522(17) 0.51085(14) 0.0367(5) Uani 1 1 d . . . H6A H 0.3504 -0.0787 0.5395 0.044 Uiso 1 1 calc R . . H6B H 0.3195 -0.0245 0.4529 0.044 Uiso 1 1 calc R . . H6C H 0.2145 -0.0165 0.5226 0.044 Uiso 1 1 calc R . . C7 C 0.50323(17) 0.29056(14) 0.32503(10) 0.0188(3) Uani 1 1 d . . . C8 C 0.63902(16) 0.29075(14) 0.35797(10) 0.0177(3) Uani 1 1 d . . . C9 C 0.66808(16) 0.36241(14) 0.42299(10) 0.0177(3) Uani 1 1 d . . . H9 H 0.6036 0.4130 0.4431 0.021 Uiso 1 1 calc R . . C10 C 0.78987(16) 0.36091(14) 0.45878(10) 0.0183(3) Uani 1 1 d . . . C11 C 0.81822(17) 0.43498(14) 0.53141(11) 0.0203(4) Uani 1 1 d . . . C12 C 0.88595(17) 0.28984(15) 0.42703(12) 0.0239(4) Uani 1 1 d . . . H12 H 0.9700 0.2889 0.4507 0.029 Uiso 1 1 calc R . . C13 C 0.85833(18) 0.22053(16) 0.36070(12) 0.0270(4) Uani 1 1 d . . . H13 H 0.9244 0.1737 0.3384 0.032 Uiso 1 1 calc R . . C14 C 0.73516(18) 0.21916(15) 0.32685(11) 0.0234(4) Uani 1 1 d . . . H14 H 0.7162 0.1697 0.2826 0.028 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 0.01906(12) 0.01960(12) 0.02035(12) -0.00368(8) -0.00782(8) 0.00341(8) S1 0.0318(3) 0.0202(2) 0.0293(2) -0.00387(18) -0.0173(2) 0.00512(18) S2 0.0197(2) 0.0252(2) 0.0275(2) 0.00199(18) -0.00713(18) -0.00105(17) N1 0.0301(9) 0.0259(8) 0.0312(9) -0.0064(7) -0.0165(7) 0.0019(7) N2 0.0221(8) 0.0220(7) 0.0274(8) -0.0059(6) -0.0086(7) 0.0008(6) N3 0.0273(8) 0.0228(8) 0.0215(8) 0.0020(6) -0.0079(6) 0.0021(6) N4 0.0288(9) 0.0244(8) 0.0264(8) 0.0039(7) -0.0080(7) -0.0004(6) O1 0.0196(6) 0.0196(6) 0.0265(7) -0.0004(5) -0.0059(5) 0.0042(5) O2 0.0229(6) 0.0239(6) 0.0242(7) -0.0053(5) -0.0070(5) 0.0006(5) O3 0.0266(7) 0.0243(6) 0.0257(7) -0.0087(5) -0.0104(5) 0.0088(5) O4 0.0302(7) 0.0281(7) 0.0339(8) -0.0058(6) -0.0176(6) 0.0088(6) O5 0.0556(10) 0.0245(7) 0.0266(8) 0.0001(6) -0.0065(7) 0.0059(7) C1 0.0226(9) 0.0236(9) 0.0178(8) 0.0004(7) -0.0061(7) -0.0013(7) C2 0.0445(14) 0.0401(12) 0.0526(14) -0.0085(11) -0.0341(12) 0.0122(10) C3 0.0272(10) 0.0226(9) 0.0354(11) -0.0086(8) -0.0061(8) 0.0000(7) C4 0.0174(8) 0.0267(9) 0.0200(8) 0.0009(7) 0.0005(7) 0.0017(7) C5 0.0277(10) 0.0312(10) 0.0237(9) 0.0023(8) -0.0090(8) -0.0011(8) C6 0.0444(13) 0.0250(10) 0.0405(12) 0.0062(9) -0.0102(10) -0.0045(9) C7 0.0201(9) 0.0208(8) 0.0156(8) 0.0021(7) -0.0009(7) 0.0006(6) C8 0.0186(8) 0.0175(8) 0.0169(8) 0.0015(6) -0.0012(6) 0.0008(6) C9 0.0193(8) 0.0153(7) 0.0184(8) 0.0004(6) -0.0012(7) 0.0027(6) C10 0.0192(8) 0.0160(8) 0.0195(8) 0.0010(7) -0.0038(7) 0.0019(6) C11 0.0225(9) 0.0161(8) 0.0222(9) 0.0015(7) -0.0058(7) 0.0011(6) C12 0.0173(9) 0.0242(9) 0.0299(10) -0.0011(8) -0.0033(7) 0.0021(7) C13 0.0209(9) 0.0267(9) 0.0333(10) -0.0089(8) 0.0022(8) 0.0055(7) C14 0.0238(9) 0.0232(9) 0.0231(9) -0.0052(7) 0.0000(7) 0.0002(7) _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 1.9560(12) 3_666 ? Zn1 O1 1.9948(13) . ? Zn1 S1 2.2863(5) . ? Zn1 S2 2.3458(5) . ? S1 C1 1.7297(18) . ? S2 C4 1.7299(18) . ? N1 C1 1.330(2) . ? N1 C2 1.456(3) . ? N2 C1 1.325(2) . ? N2 C3 1.461(2) . ? N3 C4 1.330(2) . ? N3 C5 1.457(2) . ? N4 C4 1.327(2) . ? N4 C6 1.452(3) . ? O1 C7 1.286(2) . ? O2 C7 1.241(2) . ? O3 C11 1.291(2) . ? O3 Zn1 1.9560(12) 3_666 ? O4 C11 1.228(2) . ? C7 C8 1.502(2) . ? C8 C9 1.392(2) . ? C8 C14 1.397(2) . ? C9 C10 1.387(2) . ? C10 C12 1.397(2) . ? C10 C11 1.507(2) . ? C12 C13 1.390(3) . ? C13 C14 1.387(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 O3 Zn1 O1 93.03(5) 3_666 . ? O3 Zn1 S1 120.92(4) 3_666 . ? O1 Zn1 S1 110.95(4) . . ? O3 Zn1 S2 105.24(4) 3_666 . ? O1 Zn1 S2 106.34(4) . . ? S1 Zn1 S2 117.065(18) . . ? C1 S1 Zn1 103.59(6) . . ? C4 S2 Zn1 103.72(6) . . ? C1 N1 C2 124.13(17) . . ? C1 N2 C3 123.99(15) . . ? C4 N3 C5 124.32(15) . . ? C4 N4 C6 123.56(16) . . ? C7 O1 Zn1 121.63(11) . . ? C11 O3 Zn1 122.05(11) . 3_666 ? N2 C1 N1 118.99(16) . . ? N2 C1 S1 122.17(13) . . ? N1 C1 S1 118.84(14) . . ? N4 C4 N3 119.38(16) . . ? N4 C4 S2 118.84(14) . . ? N3 C4 S2 121.78(13) . . ? O2 C7 O1 124.18(16) . . ? O2 C7 C8 120.67(15) . . ? O1 C7 C8 115.16(14) . . ? C9 C8 C14 119.42(16) . . ? C9 C8 C7 118.53(15) . . ? C14 C8 C7 122.02(15) . . ? C10 C9 C8 120.89(16) . . ? C9 C10 C12 119.41(16) . . ? C9 C10 C11 120.33(15) . . ? C12 C10 C11 120.26(15) . . ? O4 C11 O3 123.97(16) . . ? O4 C11 C10 121.47(16) . . ? O3 C11 C10 114.55(14) . . ? C13 C12 C10 119.84(16) . . ? C14 C13 C12 120.57(17) . . ? C13 C14 C8 119.80(16) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.326 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.064 #===END data_compound9_k01njb1 _database_code_CSD 213873 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H20 N4 O4 S2 Zn' _chemical_formula_weight 437.83 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' S S 0.1246 0.1234 '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 Pna21 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' _cell_length_a 15.9784(3) _cell_length_b 15.1177(2) _cell_length_c 7.45660(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1801.19(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(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 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.615 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 1.622 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.6872 _exptl_absorpt_correction_T_max 0.7373 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20298 _diffrn_reflns_av_R_equivalents 0.0333 _diffrn_reflns_av_sigmaI/netI 0.0285 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.74 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4116 _reflns_number_gt 3976 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _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^)+(0.0437P)^2^+0.6470P] 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 0.0049(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.062(6) _refine_ls_number_reflns 4116 _refine_ls_number_parameters 248 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0225 _refine_ls_R_factor_gt 0.0212 _refine_ls_wR_factor_ref 0.0561 _refine_ls_wR_factor_gt 0.0552 _refine_ls_goodness_of_fit_ref 0.839 _refine_ls_restrained_S_all 0.838 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.238106(11) 0.233186(10) 0.00358(3) 0.01315(7) Uani 1 1 d . . . S1 S 0.14437(2) 0.11459(2) -0.00642(6) 0.01534(9) Uani 1 1 d . . . S2 S 0.13502(3) 0.34347(3) -0.03838(6) 0.01668(10) Uani 1 1 d . . . N1 N 0.27449(9) 0.00406(9) -0.0008(3) 0.0172(3) Uani 1 1 d D . . H1 H 0.2999(15) 0.0474(13) 0.056(3) 0.026(6) Uiso 1 1 d D . . N2 N 0.15494(10) -0.04968(10) -0.1313(2) 0.0181(3) Uani 1 1 d D . . H2 H 0.1826(14) -0.0994(12) -0.150(3) 0.025(6) Uiso 1 1 d D . . N3 N 0.15380(10) 0.51246(10) 0.0473(2) 0.0205(3) Uani 1 1 d D . . H3 H 0.1839(13) 0.5619(12) 0.046(3) 0.023(6) Uiso 1 1 d D . . N4 N 0.27090(10) 0.44487(11) -0.0649(2) 0.0184(3) Uani 1 1 d D . . H4 H 0.2951(15) 0.3950(12) -0.103(3) 0.025(6) Uiso 1 1 d D . . O4 O 0.32995(9) 0.26722(8) 0.83942(18) 0.0183(3) Uani 1 1 d . . . O2 O 0.35200(9) 0.13537(9) 0.1975(2) 0.0259(3) Uani 1 1 d . . . O3 O 0.28016(8) 0.18549(9) 0.61357(17) 0.0188(3) Uani 1 1 d . . . O1 O 0.29659(9) 0.26915(8) 0.23322(17) 0.0169(3) Uani 1 1 d . . . C1 C 0.19596(12) 0.01574(11) -0.0500(2) 0.0146(3) Uani 1 1 d . . . C2 C 0.31928(11) -0.07971(11) -0.0186(2) 0.0193(4) Uani 1 1 d . . . H2A H 0.2893 -0.1259 0.0474 0.029 Uiso 1 1 calc R . . H2B H 0.3759 -0.0734 0.0305 0.029 Uiso 1 1 calc R . . H2C H 0.3227 -0.0960 -0.1456 0.029 Uiso 1 1 calc R . . C3 C 0.06757(12) -0.04484(12) -0.1881(3) 0.0248(4) Uani 1 1 d . . . H3A H 0.0312 -0.0620 -0.0881 0.037 Uiso 1 1 calc R . . H3B H 0.0585 -0.0851 -0.2893 0.037 Uiso 1 1 calc R . . H3C H 0.0544 0.0158 -0.2249 0.037 Uiso 1 1 calc R . . C4 C 0.19057(11) 0.44089(10) -0.0158(2) 0.0159(3) Uani 1 1 d . . . C5 C 0.06606(14) 0.51774(14) 0.0978(3) 0.0323(5) Uani 1 1 d . . . H5A H 0.0325 0.5336 -0.0075 0.048 Uiso 1 1 calc R . . H5B H 0.0589 0.5629 0.1908 0.048 Uiso 1 1 calc R . . H5C H 0.0476 0.4603 0.1441 0.048 Uiso 1 1 calc R . . C6 C 0.32057(12) 0.52581(12) -0.0580(3) 0.0207(4) Uani 1 1 d . . . H6A H 0.2948 0.5709 -0.1346 0.031 Uiso 1 1 calc R . . H6B H 0.3774 0.5135 -0.1005 0.031 Uiso 1 1 calc R . . H6C H 0.3229 0.5474 0.0658 0.031 Uiso 1 1 calc R . . C7 C 0.35000(11) 0.20874(12) 0.2712(2) 0.0151(3) Uani 1 1 d . . . C8 C 0.42093(13) 0.23312(10) 0.3948(3) 0.0130(4) Uani 1 1 d . . . C9 C 0.49888(12) 0.23860(11) 0.3117(3) 0.0159(4) Uani 1 1 d . . . H9 H 0.5039 0.2245 0.1880 0.019 Uiso 1 1 calc R . . C10 C 0.56976(13) 0.26455(11) 0.4079(3) 0.0162(4) Uani 1 1 d . . . H10 H 0.6227 0.2677 0.3502 0.019 Uiso 1 1 calc R . . C11 C 0.56249(13) 0.28576(13) 0.5883(3) 0.0180(4) Uani 1 1 d . . . H11 H 0.6102 0.3046 0.6539 0.022 Uiso 1 1 calc R . . C12 C 0.48526(12) 0.27933(11) 0.6728(2) 0.0160(3) Uani 1 1 d . . . H12 H 0.4808 0.2935 0.7965 0.019 Uiso 1 1 calc R . . C13 C 0.41388(12) 0.25226(12) 0.5785(2) 0.0125(3) Uani 1 1 d . . . C14 C 0.33449(12) 0.23370(10) 0.6804(2) 0.0134(3) 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 0.01474(10) 0.01325(10) 0.01146(10) -0.00088(9) 0.00026(9) -0.00110(6) S1 0.01523(18) 0.01221(17) 0.01860(19) -0.00017(16) -0.00041(18) -0.00013(12) S2 0.01447(19) 0.01378(18) 0.0218(2) 0.00104(14) 0.00013(14) -0.00108(14) N1 0.0191(7) 0.0136(6) 0.0187(6) -0.0039(7) -0.0032(7) 0.0006(5) N2 0.0196(8) 0.0124(7) 0.0223(7) -0.0007(6) -0.0029(6) -0.0012(6) N3 0.0203(8) 0.0136(7) 0.0274(9) 0.0006(6) 0.0046(6) -0.0006(6) N4 0.0180(8) 0.0153(7) 0.0217(7) -0.0020(6) 0.0029(6) -0.0021(6) O4 0.0192(7) 0.0204(7) 0.0152(6) -0.0043(5) 0.0054(5) -0.0025(5) O2 0.0260(8) 0.0218(6) 0.0300(7) -0.0125(6) -0.0053(6) -0.0009(6) O3 0.0172(6) 0.0203(6) 0.0190(6) -0.0042(5) 0.0025(5) -0.0045(5) O1 0.0165(7) 0.0197(7) 0.0145(6) -0.0005(4) -0.0036(5) 0.0007(5) C1 0.0180(8) 0.0146(8) 0.0112(7) 0.0019(5) 0.0018(6) -0.0021(6) C2 0.0209(8) 0.0168(7) 0.0202(9) -0.0035(7) -0.0025(7) 0.0039(6) C3 0.0190(9) 0.0207(9) 0.0348(10) 0.0008(8) -0.0069(8) -0.0048(7) C4 0.0198(8) 0.0140(7) 0.0138(8) 0.0043(6) -0.0002(7) -0.0003(6) C5 0.0252(11) 0.0234(10) 0.0482(13) 0.0035(9) 0.0099(9) 0.0065(8) C6 0.0209(9) 0.0177(8) 0.0234(8) 0.0024(7) 0.0015(7) -0.0057(7) C7 0.0152(8) 0.0181(8) 0.0121(7) -0.0004(6) 0.0007(6) -0.0027(7) C8 0.0160(9) 0.0100(8) 0.0131(8) -0.0007(6) -0.0016(6) 0.0005(6) C9 0.0182(9) 0.0163(8) 0.0132(9) -0.0011(6) 0.0024(7) 0.0003(6) C10 0.0144(9) 0.0174(9) 0.0168(9) 0.0030(6) 0.0014(7) 0.0012(6) C11 0.0134(9) 0.0179(8) 0.0225(9) 0.0019(7) -0.0039(7) -0.0015(7) C12 0.0189(9) 0.0173(8) 0.0118(8) -0.0002(6) -0.0025(6) -0.0005(7) C13 0.0130(9) 0.0108(7) 0.0138(8) -0.0013(6) 0.0011(6) 0.0010(6) C14 0.0150(9) 0.0119(8) 0.0134(8) -0.0005(6) 0.0010(7) 0.0014(6) _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 1.9790(13) 1_554 ? Zn1 O1 2.0250(13) . ? Zn1 S1 2.3374(4) . ? Zn1 S2 2.3644(5) . ? S1 C1 1.7372(18) . ? S2 C4 1.7278(17) . ? N1 C1 1.319(2) . ? N1 C2 1.461(2) . ? N2 C1 1.333(2) . ? N2 C3 1.461(2) . ? N3 C4 1.318(2) . ? N3 C5 1.454(3) . ? N4 C4 1.336(2) . ? N4 C6 1.459(2) . ? O4 C14 1.291(2) . ? O4 Zn1 1.9790(13) 1_556 ? O2 C7 1.238(2) . ? O3 C14 1.238(2) . ? O1 C7 1.282(2) . ? C7 C8 1.506(3) . ? C8 C9 1.394(3) . ? C8 C13 1.405(3) . ? C9 C10 1.397(3) . ? C10 C11 1.388(3) . ? C11 C12 1.389(3) . ? C12 C13 1.401(3) . ? C13 C14 1.505(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 O4 Zn1 O1 96.38(6) 1_554 . ? O4 Zn1 S1 130.91(4) 1_554 . ? O1 Zn1 S1 121.91(4) . . ? O4 Zn1 S2 104.56(4) 1_554 . ? O1 Zn1 S2 104.13(4) . . ? S1 Zn1 S2 95.181(16) . . ? C1 S1 Zn1 111.21(6) . . ? C4 S2 Zn1 103.31(6) . . ? C1 N1 C2 123.84(15) . . ? C1 N2 C3 124.39(16) . . ? C4 N3 C5 124.57(16) . . ? C4 N4 C6 123.40(15) . . ? C14 O4 Zn1 120.50(12) . 1_556 ? C7 O1 Zn1 107.63(11) . . ? N1 C1 N2 119.67(16) . . ? N1 C1 S1 120.96(13) . . ? N2 C1 S1 119.35(14) . . ? N4 C4 N3 119.28(15) . . ? N4 C4 S2 120.34(13) . . ? N3 C4 S2 120.37(14) . . ? O2 C7 O1 123.87(16) . . ? O2 C7 C8 118.11(16) . . ? O1 C7 C8 117.51(15) . . ? C9 C8 C13 119.55(19) . . ? C9 C8 C7 114.51(16) . . ? C13 C8 C7 125.92(18) . . ? C10 C9 C8 120.84(19) . . ? C11 C10 C9 119.7(2) . . ? C10 C11 C12 119.8(2) . . ? C11 C12 C13 121.09(17) . . ? C12 C13 C8 118.96(18) . . ? C12 C13 C14 119.17(16) . . ? C8 C13 C14 121.44(18) . . ? O3 C14 O4 124.13(17) . . ? O3 C14 C13 119.83(16) . . ? O4 C14 C13 115.96(16) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.305 _refine_diff_density_min -0.376 _refine_diff_density_rms 0.060 #===END data_compound10_00cp2 _database_code_CSD 213874 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H40 N8 O10 S4 Zn2' _chemical_formula_weight 811.58 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.264(2) _cell_length_b 9.642(2) _cell_length_c 11.199(2) _cell_angle_alpha 78.46(2) _cell_angle_beta 76.48(2) _cell_angle_gamma 83.750(10) _cell_volume 848.3(3) _cell_formula_units_Z 1 _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 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 420 _exptl_absorpt_coefficient_mu 1.719 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7249 _exptl_absorpt_correction_T_max 0.8469 _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 'scintillation counter' _diffrn_measurement_method 'Enraf(Nonius CAD4 4-circle diffractometer' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3329 _diffrn_reflns_av_R_equivalents 0.0116 _diffrn_reflns_av_sigmaI/netI 0.0335 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 24.97 _reflns_number_total 2985 _reflns_number_gt 2498 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _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 [1.00000+0.00000exp(0.00(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+0.0955*P+(0.0430P)^2^+0.0000sin\q/\l] where P = 0.00000Fo^2^ + 1.00000Fc^2^ ; _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 2985 _refine_ls_number_parameters 227 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.0730 _refine_ls_wR_factor_gt 0.0703 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.16297(4) 0.14383(3) 0.26688(3) 0.02683(11) Uani 1 1 d . . . S1 S 0.19950(9) 0.01661(7) 0.10662(6) 0.03429(17) Uani 1 1 d . . . S2 S 0.31479(9) 0.34352(7) 0.18173(6) 0.03433(17) Uani 1 1 d . . . O1 O 0.2700(2) 0.03489(18) 0.40260(16) 0.0315(4) Uani 1 1 d . . . O2 O 0.2420(3) -0.17145(19) 0.35284(17) 0.0393(5) Uani 1 1 d . . . O3 O 0.0610(2) -0.1682(2) 0.63085(16) 0.0373(4) Uani 1 1 d . . . O4 O 0.1385(3) -0.3101(2) 0.79293(18) 0.0480(5) Uani 1 1 d . . . O5 O -0.1157(3) -0.1641(2) 0.3818(2) 0.0441(5) Uani 1 1 d D . . H5A H 0.001(2) -0.166(4) 0.359(4) 0.087(14) Uiso 1 1 d D . . H5B H -0.150(5) -0.089(3) 0.424(3) 0.076(12) Uiso 1 1 d D . . N1 N 0.0615(3) 0.2468(3) -0.0169(2) 0.0394(6) Uani 1 1 d D . . H1 H 0.004(3) 0.261(3) 0.0621(18) 0.032(7) Uiso 1 1 d D . . N2 N 0.2277(3) 0.0979(3) -0.1358(2) 0.0377(6) Uani 1 1 d D . . H2 H 0.184(4) 0.148(3) -0.203(2) 0.056(10) Uiso 1 1 d D . . N3 N 0.3523(3) 0.5772(2) 0.2562(2) 0.0401(6) Uani 1 1 d D . . H3 H 0.329(4) 0.643(3) 0.312(2) 0.044(8) Uiso 1 1 d D . . N4 N 0.2184(3) 0.4098(2) 0.4091(2) 0.0424(6) Uani 1 1 d D . . H4 H 0.181(4) 0.318(2) 0.440(3) 0.046(9) Uiso 1 1 d D . . C1 C 0.1596(3) 0.1301(3) -0.0248(2) 0.0311(6) Uani 1 1 d . . . C2 C 0.0267(5) 0.3479(4) -0.1244(3) 0.0618(10) Uani 1 1 d . . . H2A H 0.1298 0.3749 -0.1806 0.093 Uiso 1 1 calc R . . H2B H -0.0348 0.4305 -0.0972 0.093 Uiso 1 1 calc R . . H2C H -0.0380 0.3051 -0.1665 0.093 Uiso 1 1 calc R . . C3 C 0.3414(4) -0.0246(4) -0.1557(3) 0.0501(8) Uani 1 1 d . . . H3A H 0.4316 -0.0251 -0.1149 0.075 Uiso 1 1 calc R . . H3B H 0.3849 -0.0204 -0.2436 0.075 Uiso 1 1 calc R . . H3C H 0.2832 -0.1094 -0.1217 0.075 Uiso 1 1 calc R . . C4 C 0.2926(3) 0.4503(3) 0.2904(2) 0.0301(6) Uani 1 1 d . . . C5 C 0.4435(5) 0.6321(4) 0.1306(3) 0.0651(11) Uani 1 1 d . . . H5C H 0.5469 0.5765 0.1123 0.098 Uiso 1 1 calc R . . H5D H 0.4658 0.7290 0.1252 0.098 Uiso 1 1 calc R . . H5E H 0.3779 0.6269 0.0715 0.098 Uiso 1 1 calc R . . C6 C 0.2148(5) 0.4889(4) 0.5069(3) 0.0604(10) Uani 1 1 d . . . H6A H 0.3267 0.5044 0.5092 0.091 Uiso 1 1 calc R . . H6B H 0.1615 0.4361 0.5859 0.091 Uiso 1 1 calc R . . H6C H 0.1536 0.5786 0.4906 0.091 Uiso 1 1 calc R . . C7 C 0.2932(3) -0.0993(3) 0.4142(2) 0.0278(5) Uani 1 1 d . . . C8 C 0.3999(3) -0.1694(3) 0.5020(2) 0.0318(6) Uani 1 1 d . . . H8 H 0.5147 -0.1682 0.4721 0.038 Uiso 1 1 calc R . . C9 C 0.3465(3) -0.2334(3) 0.6191(2) 0.0341(6) Uani 1 1 d . . . H9 H 0.4269 -0.2780 0.6622 0.041 Uiso 1 1 calc R . . C10 C 0.1702(3) -0.2401(3) 0.6871(2) 0.0307(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 0.02918(17) 0.02849(17) 0.02333(16) -0.00503(11) -0.00605(12) -0.00267(12) S1 0.0487(4) 0.0313(3) 0.0252(3) -0.0070(3) -0.0124(3) 0.0004(3) S2 0.0425(4) 0.0300(3) 0.0286(4) -0.0062(3) -0.0006(3) -0.0087(3) O1 0.0367(10) 0.0295(10) 0.0293(10) -0.0035(7) -0.0116(8) -0.0004(8) O2 0.0546(13) 0.0358(10) 0.0310(10) -0.0091(8) -0.0149(9) 0.0000(9) O3 0.0315(10) 0.0499(12) 0.0270(10) -0.0030(8) -0.0054(8) 0.0034(9) O4 0.0526(13) 0.0506(12) 0.0309(11) 0.0063(9) -0.0034(10) 0.0015(10) O5 0.0550(14) 0.0418(12) 0.0384(12) -0.0107(9) -0.0107(10) -0.0080(10) N1 0.0490(15) 0.0423(14) 0.0251(12) -0.0035(10) -0.0105(11) 0.0048(12) N2 0.0419(14) 0.0484(14) 0.0244(12) -0.0088(11) -0.0089(10) -0.0021(11) N3 0.0508(15) 0.0295(12) 0.0361(13) -0.0085(10) 0.0053(11) -0.0128(11) N4 0.0608(17) 0.0339(13) 0.0289(13) -0.0054(10) 0.0015(12) -0.0130(12) C1 0.0331(15) 0.0393(15) 0.0244(13) -0.0067(11) -0.0090(11) -0.0099(12) C2 0.089(3) 0.051(2) 0.0428(19) 0.0008(15) -0.0265(19) 0.0149(19) C3 0.0500(19) 0.062(2) 0.0403(18) -0.0227(15) -0.0042(15) -0.0014(16) C4 0.0273(14) 0.0288(13) 0.0330(14) -0.0044(11) -0.0061(11) -0.0005(11) C5 0.087(3) 0.050(2) 0.049(2) -0.0098(16) 0.0189(19) -0.0355(19) C6 0.097(3) 0.0494(19) 0.0324(16) -0.0125(14) 0.0015(18) -0.0180(19) C7 0.0259(13) 0.0333(14) 0.0219(12) -0.0053(11) -0.0007(10) -0.0013(11) C8 0.0242(13) 0.0345(14) 0.0350(15) -0.0055(11) -0.0054(11) 0.0021(11) C9 0.0325(15) 0.0370(14) 0.0329(15) -0.0037(12) -0.0139(12) 0.0072(12) C10 0.0368(15) 0.0290(13) 0.0264(14) -0.0073(11) -0.0063(12) 0.0007(11) _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 1.9528(19) 2_556 ? Zn1 O1 1.9958(18) . ? Zn1 S1 2.3159(8) . ? Zn1 S2 2.3287(9) . ? S1 C1 1.725(3) . ? S2 C4 1.712(3) . ? O1 C7 1.272(3) . ? O2 C7 1.235(3) . ? O3 C10 1.284(3) . ? O3 Zn1 1.9528(19) 2_556 ? O4 C10 1.225(3) . ? N1 C1 1.319(4) . ? N1 C2 1.454(4) . ? N2 C1 1.322(3) . ? N2 C3 1.447(4) . ? N3 C4 1.320(3) . ? N3 C5 1.456(4) . ? N4 C4 1.326(3) . ? N4 C6 1.448(4) . ? C7 C8 1.487(4) . ? C8 C9 1.327(4) . ? C9 C10 1.479(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 97.35(8) 2_556 . ? O3 Zn1 S1 118.47(6) 2_556 . ? O1 Zn1 S1 110.05(5) . . ? O3 Zn1 S2 118.54(6) 2_556 . ? O1 Zn1 S2 106.06(6) . . ? S1 Zn1 S2 105.34(3) . . ? C1 S1 Zn1 108.72(9) . . ? C4 S2 Zn1 110.00(9) . . ? C7 O1 Zn1 119.59(16) . . ? C10 O3 Zn1 116.27(16) . 2_556 ? C1 N1 C2 124.0(3) . . ? C1 N2 C3 124.1(2) . . ? C4 N3 C5 123.9(2) . . ? C4 N4 C6 124.2(2) . . ? N1 C1 N2 119.4(2) . . ? N1 C1 S1 121.6(2) . . ? N2 C1 S1 119.0(2) . . ? N3 C4 N4 118.2(2) . . ? N3 C4 S2 119.4(2) . . ? N4 C4 S2 122.4(2) . . ? O2 C7 O1 124.5(2) . . ? O2 C7 C8 119.3(2) . . ? O1 C7 C8 116.1(2) . . ? C9 C8 C7 126.1(2) . . ? C8 C9 C10 125.7(2) . . ? O4 C10 O3 124.6(3) . . ? O4 C10 C9 118.6(2) . . ? O3 C10 C9 116.7(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.468 _refine_diff_density_min -0.549 _refine_diff_density_rms 0.062 #===END data_compound11_h01njb1 _database_code_CSD 213875 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H44 N8 O10 S4 Zn2' _chemical_formula_weight 839.63 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.011(2) _cell_length_b 9.701(2) _cell_length_c 11.141(2) _cell_angle_alpha 77.79(2) _cell_angle_beta 77.94(2) _cell_angle_gamma 85.63(2) _cell_volume 930.4(3) _cell_formula_units_Z 1 _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 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 436 _exptl_absorpt_coefficient_mu 1.570 _exptl_absorpt_correction_type multiscan _exptl_absorpt_correction_T_max 1.024 _exptl_absorpt_correction_T_min 0.974 _exptl_absorpt_process_details ; Sortav Blessing (1995) multi-scan from symmetry-related measurements (Blessing 1995) ; _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 KappaCCD _diffrn_measurement_method KappaCCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12787 _diffrn_reflns_av_R_equivalents 0.0494 _diffrn_reflns_av_sigmaI/netI 0.0592 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4250 _reflns_number_gt 3083 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'Denzo and Scalepack (otwinowski & Minor, 1997' _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^)+(0.0494P)^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 SHELXL _refine_ls_extinction_coef 0.030(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4250 _refine_ls_number_parameters 238 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.0994 _refine_ls_wR_factor_gt 0.0902 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.16348(3) 0.13814(3) 0.26644(3) 0.03903(13) Uani 1 1 d . . . S1 S 0.19813(10) 0.01015(8) 0.10865(6) 0.0511(2) Uani 1 1 d . . . S2 S 0.31225(10) 0.33662(8) 0.18493(7) 0.0599(2) Uani 1 1 d . . . O1 O 0.2479(2) 0.02273(18) 0.40966(16) 0.0431(4) Uani 1 1 d . . . O2 O 0.2065(2) -0.17926(19) 0.35882(16) 0.0452(4) Uani 1 1 d . . . O3 O 0.0987(3) -0.3024(2) 0.80878(18) 0.0690(7) Uani 1 1 d . . . O4 O 0.0383(2) -0.1697(2) 0.63567(16) 0.0470(5) Uani 1 1 d . . . O5 O 0.1166(3) 0.1574(2) 0.61930(19) 0.0500(5) Uani 1 1 d D . . H5A H 0.170(6) 0.106(6) 0.568(5) 0.20(3) Uiso 1 1 d D . . H5B H 0.018(2) 0.158(4) 0.625(4) 0.104(15) Uiso 1 1 d D . . N1 N 0.0799(3) 0.2368(3) -0.0257(2) 0.0565(7) Uani 1 1 d D . . H1 H 0.035(3) 0.263(3) 0.043(2) 0.063(10) Uiso 1 1 d D . . N2 N 0.2280(3) 0.0856(3) -0.1366(2) 0.0553(7) Uani 1 1 d D . . H2 H 0.191(3) 0.131(3) -0.198(2) 0.053(9) Uiso 1 1 d D . . N3 N 0.1969(3) 0.4093(3) 0.4040(2) 0.0489(6) Uani 1 1 d D . . H3 H 0.169(3) 0.319(2) 0.423(3) 0.063(10) Uiso 1 1 d D . . N4 N 0.3233(3) 0.5786(3) 0.2532(2) 0.0574(7) Uani 1 1 d D . . H4 H 0.293(3) 0.634(3) 0.308(2) 0.053(8) Uiso 1 1 d D . . C1 C 0.1662(3) 0.1207(3) -0.0274(2) 0.0463(7) Uani 1 1 d . . . C2 C 0.0513(5) 0.3362(4) -0.1357(3) 0.0819(12) Uani 1 1 d . . . H2A H 0.1461 0.3622 -0.1912 0.123 Uiso 1 1 calc R . . H2B H -0.0010 0.4188 -0.1111 0.123 Uiso 1 1 calc R . . H2C H -0.0100 0.2934 -0.1777 0.123 Uiso 1 1 calc R . . C3 C 0.3292(5) -0.0362(4) -0.1488(3) 0.0722(10) Uani 1 1 d . . . H3A H 0.4128 -0.0319 -0.1087 0.108 Uiso 1 1 calc R . . H3B H 0.3669 -0.0367 -0.2359 0.108 Uiso 1 1 calc R . . H3C H 0.2750 -0.1207 -0.1098 0.108 Uiso 1 1 calc R . . C4 C 0.2736(3) 0.4491(3) 0.2879(2) 0.0419(6) Uani 1 1 d . . . C5 C 0.1879(5) 0.4895(3) 0.5019(3) 0.0707(10) Uani 1 1 d . . . H5C H 0.2884 0.5105 0.5073 0.106 Uiso 1 1 calc R . . H5D H 0.1388 0.4349 0.5806 0.106 Uiso 1 1 calc R . . H5E H 0.1304 0.5759 0.4825 0.106 Uiso 1 1 calc R . . C6 C 0.4116(5) 0.6361(4) 0.1291(4) 0.0957(15) Uani 1 1 d . . . H6A H 0.5093 0.5884 0.1181 0.144 Uiso 1 1 calc R . . H6B H 0.4243 0.7351 0.1216 0.144 Uiso 1 1 calc R . . H6C H 0.3590 0.6225 0.0662 0.144 Uiso 1 1 calc R . . C7 C 0.2577(3) -0.1115(3) 0.4235(2) 0.0376(6) Uani 1 1 d . . . C8 C 0.3504(3) -0.1885(3) 0.5150(2) 0.0393(6) Uani 1 1 d . . . C9 C 0.2949(3) -0.2476(3) 0.6336(2) 0.0441(6) Uani 1 1 d . . . H9 H 0.3631 -0.2973 0.6803 0.053 Uiso 1 1 calc R . . C10 C 0.5165(4) -0.1981(5) 0.4587(4) 0.0767(11) Uani 1 1 d . . . H10A H 0.5692 -0.2549 0.5193 0.115 Uiso 1 1 calc R . . H10B H 0.5566 -0.1051 0.4344 0.115 Uiso 1 1 calc R . . H10C H 0.5301 -0.2403 0.3864 0.115 Uiso 1 1 calc R . . C11 C 0.1334(3) -0.2409(3) 0.6976(2) 0.0440(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 0.0491(2) 0.0348(2) 0.03259(18) -0.00741(12) -0.00590(13) -0.00179(13) S1 0.0816(5) 0.0403(4) 0.0335(4) -0.0103(3) -0.0154(3) 0.0041(4) S2 0.0786(6) 0.0419(4) 0.0516(4) -0.0177(3) 0.0179(4) -0.0172(4) O1 0.0547(11) 0.0357(10) 0.0408(10) -0.0092(8) -0.0125(8) -0.0004(8) O2 0.0622(12) 0.0391(10) 0.0388(10) -0.0110(8) -0.0178(8) 0.0015(9) O3 0.0811(16) 0.0711(15) 0.0395(11) 0.0060(10) 0.0000(10) 0.0118(12) O4 0.0483(11) 0.0519(12) 0.0371(10) -0.0048(9) -0.0068(8) 0.0044(9) O5 0.0567(13) 0.0484(12) 0.0483(12) -0.0149(9) -0.0107(10) -0.0071(10) N1 0.0827(19) 0.0528(16) 0.0321(12) -0.0069(11) -0.0139(12) 0.0109(14) N2 0.0772(18) 0.0579(17) 0.0328(13) -0.0119(12) -0.0142(12) 0.0016(14) N3 0.0675(16) 0.0358(13) 0.0400(12) -0.0072(10) -0.0018(11) -0.0054(12) N4 0.0785(18) 0.0350(14) 0.0513(15) -0.0129(12) 0.0111(13) -0.0098(12) C1 0.0644(18) 0.0443(16) 0.0328(14) -0.0093(12) -0.0111(12) -0.0086(14) C2 0.132(4) 0.062(2) 0.0472(19) -0.0003(16) -0.025(2) 0.019(2) C3 0.108(3) 0.066(2) 0.0444(18) -0.0231(16) -0.0119(17) 0.012(2) C4 0.0446(15) 0.0342(14) 0.0444(14) -0.0064(11) -0.0050(12) -0.0008(11) C5 0.121(3) 0.0467(18) 0.0428(17) -0.0129(14) -0.0071(18) -0.0087(19) C6 0.143(4) 0.047(2) 0.075(2) -0.0114(18) 0.037(2) -0.031(2) C7 0.0392(13) 0.0401(15) 0.0307(12) -0.0073(11) -0.0015(10) 0.0008(11) C8 0.0406(14) 0.0375(14) 0.0413(14) -0.0110(11) -0.0104(11) 0.0045(11) C9 0.0525(16) 0.0441(16) 0.0392(14) -0.0089(12) -0.0190(12) 0.0065(13) C10 0.0520(19) 0.096(3) 0.076(2) -0.008(2) -0.0127(17) 0.0067(19) C11 0.0571(17) 0.0393(15) 0.0349(14) -0.0101(11) -0.0058(12) 0.0015(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 1.9536(18) 2_556 ? Zn1 O1 2.0000(18) . ? Zn1 S1 2.3160(8) . ? Zn1 S2 2.3399(9) . ? S1 C1 1.725(3) . ? S2 C4 1.713(3) . ? O1 C7 1.276(3) . ? O2 C7 1.245(3) . ? O3 C11 1.242(3) . ? O4 C11 1.282(3) . ? O4 Zn1 1.9536(18) 2_556 ? N1 C1 1.321(4) . ? N1 C2 1.446(4) . ? N2 C1 1.331(3) . ? N2 C3 1.448(4) . ? N3 C4 1.325(3) . ? N3 C5 1.454(4) . ? N4 C4 1.318(4) . ? N4 C6 1.462(4) . ? C7 C8 1.494(4) . ? C8 C9 1.331(4) . ? C8 C10 1.501(4) . ? C9 C11 1.484(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 95.87(7) 2_556 . ? O4 Zn1 S1 121.24(6) 2_556 . ? O1 Zn1 S1 108.30(5) . . ? O4 Zn1 S2 116.49(6) 2_556 . ? O1 Zn1 S2 107.67(6) . . ? S1 Zn1 S2 105.91(3) . . ? C1 S1 Zn1 109.01(9) . . ? C4 S2 Zn1 108.89(9) . . ? C7 O1 Zn1 119.74(17) . . ? C11 O4 Zn1 115.60(16) . 2_556 ? C1 N1 C2 125.0(3) . . ? C1 N2 C3 123.6(3) . . ? C4 N3 C5 123.9(3) . . ? C4 N4 C6 124.1(2) . . ? N1 C1 N2 119.4(3) . . ? N1 C1 S1 121.9(2) . . ? N2 C1 S1 118.7(2) . . ? N4 C4 N3 118.1(2) . . ? N4 C4 S2 119.9(2) . . ? N3 C4 S2 122.0(2) . . ? O2 C7 O1 124.2(2) . . ? O2 C7 C8 118.8(2) . . ? O1 C7 C8 116.7(2) . . ? C9 C8 C7 125.0(2) . . ? C9 C8 C10 121.9(3) . . ? C7 C8 C10 113.1(2) . . ? C8 C9 C11 125.6(2) . . ? O3 C11 O4 123.8(3) . . ? O3 C11 C9 118.1(3) . . ? O4 C11 C9 118.1(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.528 _refine_diff_density_min -0.509 _refine_diff_density_rms 0.062