# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1700 data_global _publ_contact_author_name 'Lisa M. Berreau' _publ_contact_author_address ; Department of Chemistry and Biochemistry, Utah State University 0300 Old Main Hill Logan, UT 84322-0300 Phone: (435) 797-1625 FAX: (435) 797-3390 Email: berreau@cc.usu.edu ; _publ_requested_journal 'Chemical Communications' _publ_section_title 'Synthesis and structure of a nitrogen/sulfur-ligated zinc hydroxide complex' data_shelxl _audit_creation_date 1999-07-07T09:24:44-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.1beta3 _audit_conform_dict_location ftp://ftp.iucr.org/cifdics/cif_core2.1beta.dic _publ_requested_category FM #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C17 H32 Cl N3 O5 S2 Zn' _chemical_formula_weight 523.4 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 11.5830(3) _cell_length_b 17.1392(6) _cell_length_c 12.1278(5) _cell_angle_alpha 90 _cell_angle_beta 98.964(2) _cell_angle_gamma 90 _cell_volume 2378.25(14) _cell_formula_units_Z 4 _cell_measurement_temperature 200(0.1) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description Prism _exptl_crystal_colour COlorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.11 _exptl_crystal_density_diffrn 1.462 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.352 _exptl_absorpt_correction_type SACLEPACK #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 200(0.1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD Diffractometer' _diffrn_measurement_method 'Phi plus Omega scan' _diffrn_reflns_number 9424 _diffrn_reflns_av_R_equivalents 0.0343 _diffrn_reflns_av_sigmaI/netI 0.0544 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.972 _diffrn_measured_fraction_theta_max 0.972 _reflns_number_total 5303 _reflns_number_gt 3915 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'WinGX, Ortep3' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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 _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_number_reflns 5303 _refine_ls_number_parameters 315 _refine_ls_number_restraints 64 _refine_ls_R_factor_all 0.0764 _refine_ls_R_factor_gt 0.0507 _refine_ls_wR_factor_ref 0.1317 _refine_ls_wR_factor_gt 0.118 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.14 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.984 _refine_diff_density_min -0.491 _refine_diff_density_rms 0.075 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' Cl Cl 0.1484 0.1585 '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' 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 Zn Zn 0.58282(4) 0.01206(3) 0.60522(3) 0.03371(15) Uani 1 1 d . . . S1 S 0.69380(10) -0.10783(7) 0.67916(11) 0.0517(3) Uani 1 1 d . . . S2 S 1.03275(11) 0.11265(7) 0.51398(11) 0.0549(3) Uani 1 1 d . . . O1 O 0.5621(3) 0.05157(19) 0.4505(2) 0.0373(6) Uani 1 1 d . . . HO1 H 0.556(4) 0.091(3) 0.451(4) 0.031(13) Uiso 1 1 d . . . N1 N 0.7480(3) 0.07010(19) 0.6692(3) 0.0360(7) Uani 1 1 d . . . N2 N 0.5247(3) 0.08751(19) 0.7178(3) 0.0365(7) Uani 1 1 d . . . N3 N 0.3479(3) 0.0261(2) 0.7229(3) 0.0475(9) Uani 1 1 d . . . HN3 H 0.369(4) -0.005(3) 0.680(4) 0.040(13) Uiso 1 1 d . . . C1 C 0.6208(5) -0.1310(4) 0.7947(5) 0.0675(15) Uani 1 1 d . . . H1A H 0.5387 -0.1431 0.7672 0.101 Uiso 1 1 calc R . . H1B H 0.6253 -0.0862 0.8455 0.101 Uiso 1 1 calc R . . H1C H 0.6585 -0.1762 0.8346 0.101 Uiso 1 1 calc R . . C2 C 0.8226(4) -0.0578(3) 0.7489(4) 0.0506(11) Uani 1 1 d . . . H2A H 0.8501 -0.0842 0.8208 0.061 Uiso 1 1 calc R . . H2B H 0.8853 -0.0619 0.7023 0.061 Uiso 1 1 calc R . . C3 C 0.8016(4) 0.0277(3) 0.7713(3) 0.0440(10) Uani 1 1 d . . . H3A H 0.7496 0.0319 0.8285 0.053 Uiso 1 1 calc R . . H3B H 0.877 0.0526 0.8016 0.053 Uiso 1 1 calc R . . C4 C 0.7097(4) 0.1484(2) 0.6980(4) 0.0413(9) Uani 1 1 d . . . H4A H 0.696 0.1808 0.6296 0.05 Uiso 1 1 calc R . . H4B H 0.7728 0.1733 0.7508 0.05 Uiso 1 1 calc R . . C5 C 0.6001(4) 0.1465(2) 0.7497(3) 0.0402(9) Uani 1 1 d . . . C6 C 0.5769(4) 0.2046(3) 0.8209(4) 0.0573(12) Uani 1 1 d . . . H6 H 0.6319 0.245 0.8423 0.069 Uiso 1 1 calc R . . C7 C 0.4708(5) 0.2028(3) 0.8610(5) 0.0673(15) Uani 1 1 d . . . H7 H 0.4522 0.2429 0.9094 0.081 Uiso 1 1 calc R . . C8 C 0.3935(4) 0.1439(3) 0.8314(4) 0.0598(13) Uani 1 1 d . . . H8 H 0.3217 0.1422 0.86 0.072 Uiso 1 1 calc R . . C9 C 0.4206(4) 0.0853(3) 0.7578(3) 0.0419(9) Uani 1 1 d . . . C10 C 0.8267(3) 0.0749(3) 0.5831(3) 0.0409(9) Uani 1 1 d . . . H10A H 0.7837 0.1006 0.5159 0.049 Uiso 1 1 calc R . . H10B H 0.8457 0.0212 0.5617 0.049 Uiso 1 1 calc R . . C11 C 0.9399(4) 0.1187(3) 0.6190(4) 0.0582(13) Uani 1 1 d . . . H11A H 0.9808 0.0963 0.6897 0.07 Uiso 1 1 calc R . . H11B H 0.9225 0.1741 0.6325 0.07 Uiso 1 1 calc R . . C12 C 1.1481(5) 0.1778(4) 0.5723(5) 0.0742(16) Uani 1 1 d . . . H12A H 1.2073 0.1803 0.5228 0.111 Uiso 1 1 calc R . . H12B H 1.1841 0.1586 0.6458 0.111 Uiso 1 1 calc R . . H12C H 1.1158 0.23 0.5801 0.111 Uiso 1 1 calc R . . C13 C 0.2367(4) 0.0105(3) 0.7596(4) 0.0468(10) Uani 1 1 d . . . H13A H 0.1787 -0.0035 0.6936 0.056 Uiso 1 1 calc R . . H13B H 0.2094 0.0589 0.7917 0.056 Uiso 1 1 calc R . . C14 C 0.2401(4) -0.0545(3) 0.8456(4) 0.0572(12) Uani 1 1 d . . . C15 C 0.2639(8) -0.1317(4) 0.7890(7) 0.109(3) Uani 1 1 d . . . H15A H 0.2669 -0.1743 0.8432 0.163 Uiso 1 1 calc R . . H15B H 0.3388 -0.1283 0.7613 0.163 Uiso 1 1 calc R . . H15C H 0.2012 -0.1416 0.7265 0.163 Uiso 1 1 calc R . . C16 C 0.3335(6) -0.0382(5) 0.9453(5) 0.096(2) Uani 1 1 d . . . H16A H 0.3345 -0.0805 0.9997 0.144 Uiso 1 1 calc R . . H16B H 0.3162 0.0112 0.9799 0.144 Uiso 1 1 calc R . . H16C H 0.4099 -0.0348 0.9205 0.144 Uiso 1 1 calc R . . C17 C 0.1209(5) -0.0562(5) 0.8839(7) 0.100(2) Uani 1 1 d . . . H17A H 0.1199 -0.0973 0.9399 0.15 Uiso 1 1 calc R . . H17B H 0.0602 -0.0668 0.8198 0.15 Uiso 1 1 calc R . . H17C H 0.1058 -0.0056 0.9166 0.15 Uiso 1 1 calc R . . Cl Cl 0.57252(14) 0.28531(7) 0.44209(11) 0.0674(4) Uani 1 1 d D . . O2 O 0.6058(13) 0.2155(5) 0.4156(9) 0.110(4) Uani 0.5 1 d PD A 1 O3 O 0.5781(14) 0.2995(9) 0.5565(7) 0.138(6) Uani 0.5 1 d PD A 1 O4 O 0.4450(11) 0.2883(13) 0.410(2) 0.137(11) Uani 0.3 1 d PD A 1 O5 O 0.5888(19) 0.3496(8) 0.3844(18) 0.176(8) Uani 0.5 1 d PD A 1 O2' O 0.5168(9) 0.2224(6) 0.4695(11) 0.119(4) Uani 0.5 1 d PD A 2 O3' O 0.6401(15) 0.3303(9) 0.5066(13) 0.160(7) Uani 0.5 1 d PD A 2 O4' O 0.5958(15) 0.2829(13) 0.3291(9) 0.182(7) Uani 0.5 1 d PD A 2 O5' O 0.4745(17) 0.3335(12) 0.3972(16) 0.104(7) Uani 0.3 1 d PD A 2 O2" O 0.7112(13) 0.2588(10) 0.4620(13) 0.116(5) Uani 0.4 1 d P A . 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 Zn 0.0386(2) 0.0332(2) 0.0274(2) -0.00268(17) -0.00087(16) -0.00037(18) S1 0.0537(6) 0.0403(6) 0.0578(7) 0.0000(5) -0.0016(5) 0.0079(5) S2 0.0625(7) 0.0475(7) 0.0593(7) -0.0002(5) 0.0244(6) -0.0049(5) O1 0.0497(17) 0.0295(16) 0.0304(14) -0.0020(12) -0.0012(11) -0.0056(13) N1 0.0396(17) 0.0389(17) 0.0283(16) -0.0004(13) 0.0016(13) -0.0006(14) N2 0.0404(17) 0.0381(17) 0.0311(17) -0.0053(13) 0.0059(13) -0.0012(14) N3 0.045(2) 0.052(2) 0.047(2) -0.0124(18) 0.0128(17) -0.0063(17) C1 0.057(3) 0.073(4) 0.069(4) 0.018(3) 0.000(3) -0.005(3) C2 0.042(2) 0.055(3) 0.051(3) 0.010(2) -0.0047(19) 0.007(2) C3 0.042(2) 0.053(3) 0.034(2) 0.0049(18) -0.0044(17) -0.0020(18) C4 0.046(2) 0.036(2) 0.041(2) -0.0064(17) 0.0049(17) -0.0046(17) C5 0.047(2) 0.037(2) 0.035(2) -0.0052(16) 0.0042(17) -0.0032(17) C6 0.061(3) 0.051(3) 0.062(3) -0.025(2) 0.015(2) -0.010(2) C7 0.072(3) 0.060(3) 0.074(4) -0.032(3) 0.025(3) -0.004(3) C8 0.052(3) 0.067(3) 0.064(3) -0.019(3) 0.020(2) 0.002(2) C9 0.042(2) 0.044(2) 0.038(2) -0.0063(17) 0.0027(17) -0.0012(17) C10 0.045(2) 0.043(2) 0.035(2) -0.0005(17) 0.0080(17) -0.0014(17) C11 0.049(3) 0.083(4) 0.045(3) -0.004(2) 0.011(2) -0.013(2) C12 0.061(3) 0.082(4) 0.077(4) 0.016(3) 0.004(3) -0.021(3) C13 0.037(2) 0.055(3) 0.048(2) 0.002(2) 0.0046(18) -0.0018(18) C14 0.051(3) 0.066(3) 0.055(3) 0.014(2) 0.010(2) 0.001(2) C15 0.145(7) 0.056(4) 0.129(7) 0.020(4) 0.034(5) 0.008(4) C16 0.072(4) 0.162(7) 0.050(3) 0.038(4) -0.003(3) -0.001(4) C17 0.063(4) 0.124(6) 0.121(6) 0.044(5) 0.036(4) -0.011(4) Cl 0.1010(10) 0.0403(7) 0.0565(8) -0.0011(5) -0.0019(7) -0.0037(6) O2 0.198(13) 0.036(4) 0.098(8) -0.018(5) 0.034(8) 0.007(6) O3 0.206(15) 0.142(12) 0.057(6) -0.023(7) -0.010(7) 0.103(11) O4 0.066(10) 0.14(2) 0.18(3) -0.053(19) -0.060(13) 0.013(13) O5 0.212(19) 0.095(10) 0.23(2) 0.098(12) 0.055(17) 0.018(12) O2' 0.086(7) 0.080(7) 0.179(12) 0.038(8) -0.015(7) -0.038(6) O3' 0.210(17) 0.133(13) 0.123(13) -0.065(11) -0.024(11) -0.083(12) O4' 0.210(18) 0.23(2) 0.104(11) -0.009(13) 0.016(10) -0.035(16) O5' 0.116(17) 0.098(15) 0.087(12) 0.037(12) -0.026(12) 0.053(13) O2" 0.121(11) 0.120(12) 0.111(10) 0.034(9) 0.034(8) -0.024(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Zn O1 1.974(3) . ? Zn O1 2.028(3) 3_656 ? Zn N2 2.068(3) . ? Zn N1 2.189(3) . ? Zn S1 2.5139(12) . ? Zn Zn 2.9731(8) 3_656 ? S1 C1 1.790(6) . ? S1 C2 1.812(4) . ? S2 C11 1.793(5) . ? S2 C12 1.799(5) . ? O1 Zn 2.028(3) 3_656 ? N1 C4 1.473(5) . ? N1 C3 1.486(5) . ? N1 C10 1.491(5) . ? N2 C5 1.353(5) . ? N2 C9 1.369(5) . ? N3 C9 1.344(5) . ? N3 C13 1.451(6) . ? C2 C3 1.516(6) . ? C4 C5 1.501(6) . ? C5 C6 1.372(6) . ? C6 C7 1.391(7) . ? C7 C8 1.360(7) . ? C8 C9 1.411(6) . ? C10 C11 1.514(6) . ? C13 C14 1.522(7) . ? C14 C16 1.517(8) . ? C14 C17 1.524(7) . ? C14 C15 1.535(9) . ? Cl O3' 1.276(8) . ? Cl O2 1.312(7) . ? Cl O2' 1.325(8) . ? Cl O5 1.335(9) . ? Cl O3 1.400(9) . ? Cl O4' 1.438(11) . ? Cl O5' 1.440(11) . ? Cl O4 1.468(12) . ? Cl O2" 1.650(15) . ? O2 O2" 1.464(18) . ? O3' O2" 1.62(2) . ? 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 Zn O1 84.04(13) . 3_656 ? O1 Zn N2 114.18(13) . . ? O1 Zn N2 102.61(13) 3_656 . ? O1 Zn N1 98.68(12) . . ? O1 Zn N1 174.49(13) 3_656 . ? N2 Zn N1 80.70(12) . . ? O1 Zn S1 126.80(10) . . ? O1 Zn S1 91.72(9) 3_656 . ? N2 Zn S1 118.45(10) . . ? N1 Zn S1 82.81(9) . . ? O1 Zn Zn 42.71(8) . 3_656 ? O1 Zn Zn 41.34(8) 3_656 3_656 ? N2 Zn Zn 114.89(9) . 3_656 ? N1 Zn Zn 141.18(9) . 3_656 ? S1 Zn Zn 114.73(4) . 3_656 ? C1 S1 C2 101.2(2) . . ? C1 S1 Zn 100.52(19) . . ? C2 S1 Zn 96.76(15) . . ? C11 S2 C12 100.1(3) . . ? Zn O1 Zn 95.96(13) . 3_656 ? C4 N1 C3 110.5(3) . . ? C4 N1 C10 110.8(3) . . ? C3 N1 C10 112.9(3) . . ? C4 N1 Zn 102.7(2) . . ? C3 N1 Zn 107.6(2) . . ? C10 N1 Zn 111.9(2) . . ? C5 N2 C9 119.1(3) . . ? C5 N2 Zn 113.2(3) . . ? C9 N2 Zn 127.7(3) . . ? C9 N3 C13 125.8(4) . . ? C3 C2 S1 113.4(3) . . ? N1 C3 C2 112.4(3) . . ? N1 C4 C5 112.6(3) . . ? N2 C5 C6 122.7(4) . . ? N2 C5 C4 116.6(3) . . ? C6 C5 C4 120.5(4) . . ? C5 C6 C7 118.3(4) . . ? C8 C7 C6 120.3(4) . . ? C7 C8 C9 119.6(4) . . ? N3 C9 N2 116.9(4) . . ? N3 C9 C8 123.2(4) . . ? N2 C9 C8 119.9(4) . . ? N1 C10 C11 115.0(3) . . ? C10 C11 S2 110.8(3) . . ? N3 C13 C14 114.5(4) . . ? C16 C14 C13 110.5(5) . . ? C16 C14 C17 109.1(5) . . ? C13 C14 C17 107.2(4) . . ? C16 C14 C15 111.1(6) . . ? C13 C14 C15 108.1(5) . . ? C17 C14 C15 110.8(6) . . ? O3' Cl O2 121.7(11) . . ? O3' Cl O2' 127.9(9) . . ? O2 Cl O2' 59.5(7) . . ? O3' Cl O5 72.5(11) . . ? O2 Cl O5 123.6(10) . . ? O2' Cl O5 156.6(10) . . ? O3' Cl O3 50.1(8) . . ? O2 Cl O3 115.6(7) . . ? O2' Cl O3 80.9(9) . . ? O5 Cl O3 112.7(11) . . ? O3' Cl O4' 114.4(11) . . ? O2 Cl O4' 68.5(9) . . ? O2' Cl O4' 112.7(9) . . ? O5 Cl O4' 57.4(10) . . ? O3 Cl O4' 164.3(10) . . ? O3' Cl O5' 104.9(12) . . ? O2 Cl O5' 132.4(11) . . ? O2' Cl O5' 100.1(11) . . ? O5 Cl O5' 59.8(10) . . ? O3 Cl O5' 100.8(10) . . ? O4' Cl O5' 84.9(10) . . ? O3' Cl O4 129.6(12) . . ? O2 Cl O4 106.7(9) . . ? O2' Cl O4 65.5(11) . . ? O5 Cl O4 92.9(11) . . ? O3 Cl O4 98.4(12) . . ? O4' Cl O4 94.5(13) . . ? O5' Cl O4 34.8(10) . . ? O3' Cl O2" 65.6(10) . . ? O2 Cl O2" 57.9(8) . . ? O2' Cl O2" 103.9(7) . . ? O5 Cl O2" 95.1(10) . . ? O3 Cl O2" 90.5(8) . . ? O4' Cl O2" 79.0(9) . . ? O5' Cl O2" 154.8(11) . . ? O4 Cl O2" 164.6(10) . . ? Cl O2 O2" 72.7(8) . . ? Cl O3' O2" 68.4(8) . . ? O2 O2" O3' 94.3(9) . . ? O2 O2" Cl 49.4(6) . . ? O3' O2" Cl 46.0(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Zn S1 C1 -154.1(2) . . . . ? O1 Zn S1 C1 -70.3(2) 3_656 . . . ? N2 Zn S1 C1 35.1(2) . . . . ? N1 Zn S1 C1 110.4(2) . . . . ? Zn Zn S1 C1 -105.87(19) 3_656 . . . ? O1 Zn S1 C2 103.1(2) . . . . ? O1 Zn S1 C2 -173.05(19) 3_656 . . . ? N2 Zn S1 C2 -67.7(2) . . . . ? N1 Zn S1 C2 7.61(19) . . . . ? Zn Zn S1 C2 151.36(17) 3_656 . . . ? O1 Zn O1 Zn 0 3_656 . . 3_656 ? N2 Zn O1 Zn -101.18(14) . . . 3_656 ? N1 Zn O1 Zn 175.18(12) . . . 3_656 ? S1 Zn O1 Zn 87.69(13) . . . 3_656 ? O1 Zn N1 C4 83.1(2) . . . . ? O1 Zn N1 C4 -157.6(12) 3_656 . . . ? N2 Zn N1 C4 -30.2(2) . . . . ? S1 Zn N1 C4 -150.7(2) . . . . ? Zn Zn N1 C4 88.3(3) 3_656 . . . ? O1 Zn N1 C3 -160.3(3) . . . . ? O1 Zn N1 C3 -41.0(13) 3_656 . . . ? N2 Zn N1 C3 86.4(3) . . . . ? S1 Zn N1 C3 -34.1(2) . . . . ? Zn Zn N1 C3 -155.1(2) 3_656 . . . ? O1 Zn N1 C10 -35.8(3) . . . . ? O1 Zn N1 C10 83.6(13) 3_656 . . . ? N2 Zn N1 C10 -149.1(3) . . . . ? S1 Zn N1 C10 90.5(2) . . . . ? Zn Zn N1 C10 -30.6(3) 3_656 . . . ? O1 Zn N2 C5 -78.4(3) . . . . ? O1 Zn N2 C5 -167.5(3) 3_656 . . . ? N1 Zn N2 C5 17.0(3) . . . . ? S1 Zn N2 C5 93.5(3) . . . . ? Zn Zn N2 C5 -125.6(3) 3_656 . . . ? O1 Zn N2 C9 99.0(3) . . . . ? O1 Zn N2 C9 9.9(4) 3_656 . . . ? N1 Zn N2 C9 -165.6(4) . . . . ? S1 Zn N2 C9 -89.1(3) . . . . ? Zn Zn N2 C9 51.8(4) 3_656 . . . ? C1 S1 C2 C3 -82.9(4) . . . . ? Zn S1 C2 C3 19.3(3) . . . . ? C4 N1 C3 C2 169.7(3) . . . . ? C10 N1 C3 C2 -65.5(4) . . . . ? Zn N1 C3 C2 58.4(4) . . . . ? S1 C2 C3 N1 -52.5(5) . . . . ? C3 N1 C4 C5 -75.1(4) . . . . ? C10 N1 C4 C5 159.0(3) . . . . ? Zn N1 C4 C5 39.4(4) . . . . ? C9 N2 C5 C6 0.1(6) . . . . ? Zn N2 C5 C6 177.7(4) . . . . ? C9 N2 C5 C4 -176.6(4) . . . . ? Zn N2 C5 C4 1.0(4) . . . . ? N1 C4 C5 N2 -29.8(5) . . . . ? N1 C4 C5 C6 153.5(4) . . . . ? N2 C5 C6 C7 -0.6(8) . . . . ? C4 C5 C6 C7 176.0(5) . . . . ? C5 C6 C7 C8 1.1(9) . . . . ? C6 C7 C8 C9 -1.2(9) . . . . ? C13 N3 C9 N2 176.5(4) . . . . ? C13 N3 C9 C8 -4.2(7) . . . . ? C5 N2 C9 N3 179.3(4) . . . . ? Zn N2 C9 N3 2.0(6) . . . . ? C5 N2 C9 C8 -0.1(6) . . . . ? Zn N2 C9 C8 -177.4(3) . . . . ? C7 C8 C9 N3 -178.7(5) . . . . ? C7 C8 C9 N2 0.7(8) . . . . ? C4 N1 C10 C11 62.6(5) . . . . ? C3 N1 C10 C11 -62.0(5) . . . . ? Zn N1 C10 C11 176.5(3) . . . . ? N1 C10 C11 S2 174.5(3) . . . . ? C12 S2 C11 C10 173.6(4) . . . . ? C9 N3 C13 C14 -101.3(6) . . . . ? N3 C13 C14 C16 54.7(6) . . . . ? N3 C13 C14 C17 173.5(5) . . . . ? N3 C13 C14 C15 -67.0(6) . . . . ? O3' Cl O2 O2" -16.0(13) . . . . ? O2' Cl O2 O2" -134.3(10) . . . . ? O5 Cl O2 O2" 73.2(14) . . . . ? O3 Cl O2 O2" -73.3(11) . . . . ? O4' Cl O2 O2" 90.2(10) . . . . ? O5' Cl O2 O2" 150.9(14) . . . . ? O4 Cl O2 O2" 178.4(13) . . . . ? O2 Cl O3' O2" 14.9(12) . . . . ? O2' Cl O3' O2" 88.9(12) . . . . ? O5 Cl O3' O2" -104.3(11) . . . . ? O3 Cl O3' O2" 113.2(13) . . . . ? O4' Cl O3' O2" -64.1(13) . . . . ? O5' Cl O3' O2" -155.2(11) . . . . ? O4 Cl O3' O2" 176.8(16) . . . . ? Cl O2 O2" O3' 10.7(8) . . . . ? Cl O3' O2" O2 -11.3(9) . . . . ? O3' Cl O2" O2 165.1(12) . . . . ? O2' Cl O2" O2 39.5(9) . . . . ? O5 Cl O2" O2 -126.9(12) . . . . ? O3 Cl O2" O2 120.2(9) . . . . ? O4' Cl O2" O2 -71.5(10) . . . . ? O5' Cl O2" O2 -122(2) . . . . ? O4 Cl O2" O2 -6(5) . . . . ? O2 Cl O2" O3' -165.1(12) . . . . ? O2' Cl O2" O3' -125.6(10) . . . . ? O5 Cl O2" O3' 68.1(12) . . . . ? O3 Cl O2" O3' -44.8(9) . . . . ? O4' Cl O2" O3' 123.5(12) . . . . ? O5' Cl O2" O3' 73(3) . . . . ? O4 Cl O2" O3' -171(5) . . . . ? #===END # CIF produced by WinGX routine CIF_UPDATE # Created on 1999-08-20 at 08:12:08 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.1beta3 # Request file : d:\xrayp\wingx\files\archive.dat # CIF files read : shelxl data_shelxl2 _audit_creation_date 1999-08-20T08:12:08-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.1beta3 _audit_conform_dict_location ftp://ftp.iucr.org/cifdics/cif_core2.1beta.dic _publ_requested_category FM #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C17 H31 Cl2 N3 O8 S2 Zn' _chemical_formula_weight 605.84 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 16.0431(9) _cell_length_b 9.2753(3) _cell_length_c 19.5165(11) _cell_angle_alpha 90 _cell_angle_beta 111.1170 _cell_angle_gamma 90 _cell_volume 2709.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 200(0.1) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.485 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.301 _exptl_absorpt_correction_type SCALEPACK #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 200(0.1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD Diffractometer' _diffrn_measurement_method 'Phi plus Omega scan' _diffrn_reflns_number 14106 _diffrn_reflns_av_R_equivalents 0.0417 _diffrn_reflns_av_sigmaI/netI 0.0654 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 32.62 _diffrn_reflns_theta_full 32.62 _diffrn_measured_fraction_theta_full 0.848 _diffrn_measured_fraction_theta_max 0.848 _reflns_number_total 8382 _reflns_number_gt 5457 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'WinGX, Ortep3' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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 _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_number_reflns 8382 _refine_ls_number_parameters 358 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1002 _refine_ls_R_factor_gt 0.0595 _refine_ls_wR_factor_ref 0.1599 _refine_ls_wR_factor_gt 0.1403 _refine_ls_goodness_of_fit_ref 1.03 _refine_ls_restrained_S_all 1.03 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.652 _refine_diff_density_min -0.623 _refine_diff_density_rms 0.086 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 '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' Cl Cl 0.1484 0.1585 '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' 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 Zn Zn 0.21988(2) 0.07654(4) 0.19403(2) 0.03228(11) Uani 1 1 d . . . Cl1 Cl 0.12332(7) 0.06775(13) 0.31791(6) 0.0542(3) Uani 1 1 d . . . Cl2 Cl 0.14686(6) -0.29905(10) 0.08465(6) 0.0455(2) Uani 1 1 d . . . S1 S 0.28782(7) 0.28266(11) 0.27090(6) 0.0468(2) Uani 1 1 d . . . S2 S 0.07395(6) 0.13163(11) 0.10855(6) 0.0441(2) Uani 1 1 d . . . O1 O 0.16163(19) -0.0087(3) 0.27040(16) 0.0538(7) Uani 1 1 d . . . O2 O 0.1955(3) 0.1418(5) 0.3704(2) 0.0977(15) Uani 1 1 d . . . O3 O 0.0897(3) -0.0330(5) 0.3548(2) 0.0965(15) Uani 1 1 d . . . O4 O 0.0579(4) 0.1571(9) 0.2753(3) 0.182(4) Uani 1 1 d . . . O5 O 0.23293(19) -0.3496(4) 0.0948(2) 0.0673(9) Uani 1 1 d . A . O6 O 0.07901(19) -0.3998(3) 0.04678(18) 0.0616(8) Uani 1 1 d . A . O7 O 0.1365(4) -0.1891(9) 0.0241(6) 0.068(3) Uani 0.62(2) 1 d P A 1 O8 O 0.1324(5) -0.2220(14) 0.1396(5) 0.092(5) Uani 0.62(2) 1 d P A 1 O7' O 0.1287(7) -0.1607(10) 0.0785(13) 0.098(10) Uani 0.38(2) 1 d P A 2 O8' O 0.1569(8) -0.340(2) 0.1662(5) 0.070(5) Uani 0.38(2) 1 d P A 2 N1 N 0.26785(17) 0.1741(3) 0.11293(16) 0.0334(6) Uani 1 1 d . . . N2 N 0.31632(17) -0.0723(3) 0.20105(15) 0.0313(5) Uani 1 1 d . . . N3 N 0.3176(3) -0.1971(4) 0.30492(18) 0.0488(8) Uani 1 1 d . B . H3N H 0.275(2) -0.167(4) 0.299(2) 0.028(10) Uiso 1 1 d . . . C1 C 0.3917(3) 0.2086(6) 0.3324(3) 0.0658(13) Uani 1 1 d . . . H1A H 0.3809 0.1552 0.3718 0.099 Uiso 1 1 calc R . . H1B H 0.434 0.287 0.3538 0.099 Uiso 1 1 calc R . . H1C H 0.4165 0.1433 0.3052 0.099 Uiso 1 1 calc R . . C2 C 0.3229(3) 0.3736(5) 0.2040(2) 0.0495(9) Uani 1 1 d . . . H2A H 0.2754 0.4415 0.1757 0.059 Uiso 1 1 calc R . . H2B H 0.3771 0.4309 0.2302 0.059 Uiso 1 1 calc R . . C3 C 0.3428(2) 0.2733(4) 0.1510(2) 0.0419(8) Uani 1 1 d . . . H3A H 0.3565 0.3314 0.1138 0.05 Uiso 1 1 calc R . . H3B H 0.3966 0.2157 0.1781 0.05 Uiso 1 1 calc R . . C4 C 0.0567(3) 0.3132(5) 0.1326(3) 0.0557(11) Uani 1 1 d . . . H4A H 0.038 0.3119 0.1751 0.083 Uiso 1 1 calc R . . H4B H 0.0102 0.359 0.091 0.083 Uiso 1 1 calc R . . H4C H 0.1125 0.3677 0.1447 0.083 Uiso 1 1 calc R . . C5 C 0.1078(2) 0.1669(4) 0.0314(2) 0.0445(8) Uani 1 1 d . . . H5A H 0.1127 0.0741 0.0081 0.053 Uiso 1 1 calc R . . H5B H 0.0609 0.2249 -0.0053 0.053 Uiso 1 1 calc R . . C6 C 0.1961(2) 0.2461(4) 0.0521(2) 0.0409(8) Uani 1 1 d . . . H6A H 0.214 0.2516 0.0086 0.049 Uiso 1 1 calc R . . H6B H 0.1885 0.3458 0.0669 0.049 Uiso 1 1 calc R . . C7 C 0.3020(2) 0.0468(4) 0.08576(18) 0.0357(7) Uani 1 1 d . . . H7A H 0.3422 0.0788 0.0604 0.043 Uiso 1 1 calc R . . H7B H 0.2514 -0.0058 0.0498 0.043 Uiso 1 1 calc R . . C8 C 0.3521(2) -0.0527(4) 0.14781(18) 0.0326(7) Uani 1 1 d . . . C9 C 0.4256(2) -0.1248(4) 0.1465(2) 0.0408(8) Uani 1 1 d . . . H9 H 0.4491 -0.107 0.109 0.049 Uiso 1 1 calc R . . C10 C 0.4655(2) -0.2256(4) 0.2018(2) 0.0469(9) Uani 1 1 d . . . H10 H 0.5169 -0.2771 0.2025 0.056 Uiso 1 1 calc R . . C11 C 0.4305(2) -0.2498(4) 0.2547(2) 0.0474(9) Uani 1 1 d . . . H11 H 0.4575 -0.3184 0.2924 0.057 Uiso 1 1 calc R . . C12 C 0.3541(2) -0.1732(4) 0.25374(18) 0.0365(7) Uani 1 1 d . . . C13 C 0.3415(4) -0.3185(5) 0.3554(2) 0.0587(11) Uani 1 1 d . . . H13A H 0.4037 -0.3037 0.3897 0.07 Uiso 0.544(11) 1 calc PR B 1 H13B H 0.3412 -0.4065 0.3266 0.07 Uiso 0.544(11) 1 calc PR B 1 H13C H 0.3737 -0.3916 0.3374 0.07 Uiso 0.456(11) 1 calc PR B 2 H13D H 0.2866 -0.3636 0.3576 0.07 Uiso 0.456(11) 1 calc PR B 2 C14 C 0.2820(7) -0.3480(9) 0.4023(5) 0.056(3) Uani 0.544(11) 1 d P B 1 C15 C 0.3182(10) -0.4821(13) 0.4499(6) 0.083(4) Uani 0.544(11) 1 d P B 1 H15A H 0.3146 -0.5655 0.4181 0.124 Uiso 0.544(11) 1 calc PR B 1 H15B H 0.2827 -0.5005 0.4806 0.124 Uiso 0.544(11) 1 calc PR B 1 H15C H 0.3807 -0.4658 0.4813 0.124 Uiso 0.544(11) 1 calc PR B 1 C16 C 0.1884(7) -0.3717(12) 0.3551(6) 0.083(4) Uani 0.544(11) 1 d P B 1 H16A H 0.1845 -0.456 0.3238 0.124 Uiso 0.544(11) 1 calc PR B 1 H16B H 0.1659 -0.2866 0.3242 0.124 Uiso 0.544(11) 1 calc PR B 1 H16C H 0.1525 -0.3883 0.3856 0.124 Uiso 0.544(11) 1 calc PR B 1 C17 C 0.2861(12) -0.2199(13) 0.4509(7) 0.084(4) Uani 0.544(11) 1 d P B 1 H17A H 0.2621 -0.1349 0.4204 0.126 Uiso 0.544(11) 1 calc PR B 1 H17B H 0.3484 -0.2019 0.4824 0.126 Uiso 0.544(11) 1 calc PR B 1 H17C H 0.2507 -0.2396 0.4816 0.126 Uiso 0.544(11) 1 calc PR B 1 C14' C 0.402(3) -0.268(2) 0.4337(8) 0.26(2) Uani 0.456(11) 1 d P B 2 C15' C 0.397(2) -0.421(2) 0.4747(10) 0.147(11) Uani 0.456(11) 1 d P B 2 H15D H 0.429 -0.4115 0.5277 0.22 Uiso 0.456(11) 1 calc PR B 2 H15E H 0.4239 -0.4982 0.4554 0.22 Uiso 0.456(11) 1 calc PR B 2 H15F H 0.3341 -0.4451 0.4654 0.22 Uiso 0.456(11) 1 calc PR B 2 C16' C 0.508(2) -0.143(7) 0.4490(13) 0.37(4) Uani 0.456(11) 1 d P B 2 H16D H 0.5358 -0.118 0.5011 0.553 Uiso 0.456(11) 1 calc PR B 2 H16E H 0.49 -0.0554 0.4197 0.553 Uiso 0.456(11) 1 calc PR B 2 H16F H 0.552 -0.1956 0.4337 0.553 Uiso 0.456(11) 1 calc PR B 2 C17' C 0.3427(14) -0.167(2) 0.4630(9) 0.105(6) Uani 0.456(11) 1 d P B 2 H17D H 0.377 -0.1383 0.5137 0.158 Uiso 0.456(11) 1 calc PR B 2 H17E H 0.2888 -0.2189 0.4614 0.158 Uiso 0.456(11) 1 calc PR B 2 H17F H 0.3255 -0.0807 0.4321 0.158 Uiso 0.456(11) 1 calc PR B 2 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 Zn 0.02703(17) 0.0344(2) 0.0398(2) 0.00000(16) 0.01733(15) 0.00172(15) Cl1 0.0519(5) 0.0733(7) 0.0498(5) -0.0090(5) 0.0331(4) -0.0097(5) Cl2 0.0325(4) 0.0451(6) 0.0617(6) -0.0108(4) 0.0203(4) -0.0051(3) S1 0.0492(5) 0.0446(6) 0.0547(6) -0.0114(4) 0.0284(5) -0.0103(4) S2 0.0277(4) 0.0432(5) 0.0605(6) 0.0136(4) 0.0147(4) 0.0009(3) O1 0.0616(17) 0.0580(18) 0.0579(17) -0.0012(14) 0.0411(15) -0.0043(14) O2 0.125(3) 0.104(3) 0.083(3) -0.045(2) 0.060(3) -0.068(3) O3 0.115(3) 0.133(3) 0.067(2) -0.034(2) 0.064(2) -0.078(3) O4 0.145(5) 0.319(9) 0.123(4) 0.098(5) 0.097(4) 0.167(6) O5 0.0409(15) 0.073(2) 0.083(2) -0.0105(18) 0.0164(15) 0.0117(15) O6 0.0455(15) 0.060(2) 0.072(2) -0.0004(15) 0.0117(14) -0.0191(14) O7 0.059(3) 0.049(4) 0.100(6) 0.029(4) 0.033(3) 0.005(3) O8 0.066(4) 0.135(13) 0.089(6) -0.056(8) 0.047(4) -0.022(6) O7' 0.061(6) 0.025(5) 0.18(3) 0.004(7) 0.013(10) 0.005(4) O8' 0.062(6) 0.113(13) 0.047(5) -0.018(6) 0.033(5) -0.030(7) N1 0.0282(12) 0.0330(15) 0.0434(15) 0.0031(12) 0.0183(11) 0.0035(10) N2 0.0277(12) 0.0331(15) 0.0345(13) -0.0006(11) 0.0130(10) 0.0040(10) N3 0.055(2) 0.055(2) 0.0388(17) 0.0075(15) 0.0204(16) 0.0132(17) C1 0.058(3) 0.076(3) 0.054(3) -0.002(2) 0.010(2) -0.018(2) C2 0.052(2) 0.043(2) 0.061(2) -0.0015(19) 0.0280(19) -0.0100(18) C3 0.0379(17) 0.043(2) 0.054(2) 0.0006(16) 0.0279(16) -0.0060(15) C4 0.043(2) 0.050(2) 0.083(3) 0.013(2) 0.033(2) 0.0176(18) C5 0.0362(17) 0.044(2) 0.049(2) 0.0085(17) 0.0113(16) 0.0099(15) C6 0.0397(17) 0.039(2) 0.049(2) 0.0125(16) 0.0229(16) 0.0100(15) C7 0.0351(15) 0.0392(19) 0.0366(16) 0.0037(14) 0.0176(13) 0.0065(13) C8 0.0256(13) 0.0359(19) 0.0381(16) -0.0022(13) 0.0135(12) -0.0002(12) C9 0.0319(15) 0.042(2) 0.054(2) -0.0022(16) 0.0229(15) 0.0047(14) C10 0.0315(16) 0.045(2) 0.063(2) -0.0006(18) 0.0150(16) 0.0114(15) C11 0.0414(19) 0.047(2) 0.050(2) 0.0071(17) 0.0114(17) 0.0144(17) C12 0.0343(15) 0.0371(19) 0.0355(17) -0.0034(14) 0.0096(13) 0.0016(13) C13 0.088(3) 0.046(2) 0.048(2) 0.0063(19) 0.031(2) 0.006(2) C14 0.103(7) 0.036(4) 0.045(4) 0.003(3) 0.046(5) -0.007(4) C15 0.148(12) 0.065(7) 0.057(6) 0.019(5) 0.062(7) 0.008(7) C16 0.097(8) 0.072(7) 0.113(9) 0.003(6) 0.078(7) -0.015(6) C17 0.153(14) 0.062(7) 0.051(6) -0.003(5) 0.054(8) 0.004(7) C14' 0.62(7) 0.120(16) 0.050(8) 0.056(9) 0.13(2) 0.24(3) C15' 0.26(3) 0.131(18) 0.082(11) 0.068(11) 0.097(16) 0.099(18) C16' 0.18(3) 0.86(11) 0.088(16) 0.13(3) 0.073(17) 0.24(4) C17' 0.140(17) 0.122(17) 0.063(8) -0.026(9) 0.047(10) 0.017(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Zn N2 2.041(3) . ? Zn O1 2.173(3) . ? Zn N1 2.190(3) . ? Zn S2 2.3898(10) . ? Zn S1 2.4322(10) . ? Cl1 O4 1.361(5) . ? Cl1 O3 1.402(4) . ? Cl1 O2 1.416(4) . ? Cl1 O1 1.467(3) . ? Cl2 O7' 1.312(9) . ? Cl2 O8 1.376(6) . ? Cl2 O5 1.403(3) . ? Cl2 O6 1.423(3) . ? Cl2 O7 1.523(6) . ? Cl2 O8' 1.587(10) . ? S1 C1 1.802(5) . ? S1 C2 1.807(4) . ? S2 C4 1.796(4) . ? S2 C5 1.805(4) . ? N1 C7 1.479(4) . ? N1 C6 1.482(4) . ? N1 C3 1.484(4) . ? N2 C12 1.361(4) . ? N2 C8 1.368(4) . ? N3 C12 1.346(5) . ? N3 C13 1.454(5) . ? N3 H3N 0.71(4) . ? C1 H1A 0.98 . ? C1 H1B 0.98 . ? C1 H1C 0.98 . ? C2 C3 1.509(5) . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C3 H3A 0.99 . ? C3 H3B 0.99 . ? C4 H4A 0.98 . ? C4 H4B 0.98 . ? C4 H4C 0.98 . ? C5 C6 1.515(5) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C7 C8 1.504(5) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 C9 1.365(4) . ? C9 C10 1.397(5) . ? C9 H9 0.95 . ? C10 C11 1.359(6) . ? C10 H10 0.95 . ? C11 C12 1.411(5) . ? C11 H11 0.95 . ? C13 C14' 1.56(3) . ? C13 C14 1.568(9) . ? C13 H13A 0.99 . ? C13 H13B 0.99 . ? C13 H13C 0.99 . ? C13 H13D 0.99 . ? C14 C16 1.467(15) . ? C14 C17 1.506(14) . ? C14 C15 1.535(13) . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 H16A 0.98 . ? C16 H16B 0.98 . ? C16 H16C 0.98 . ? C17 H17A 0.98 . ? C17 H17B 0.98 . ? C17 H17C 0.98 . ? C14' C17' 1.58(3) . ? C14' C15' 1.65(3) . ? C14' C16' 2.00(6) . ? C15' H15D 0.98 . ? C15' H15E 0.98 . ? C15' H15F 0.98 . ? C16' H16D 0.98 . ? C16' H16E 0.98 . ? C16' H16F 0.98 . ? C17' H17D 0.98 . ? C17' H17E 0.98 . ? C17' H17F 0.98 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Zn O1 102.17(11) . . ? N2 Zn N1 82.69(10) . . ? O1 Zn N1 174.91(11) . . ? N2 Zn S2 136.04(8) . . ? O1 Zn S2 90.08(8) . . ? N1 Zn S2 85.30(7) . . ? N2 Zn S1 109.26(8) . . ? O1 Zn S1 94.06(8) . . ? N1 Zn S1 85.70(8) . . ? S2 Zn S1 111.79(4) . . ? O4 Cl1 O3 111.4(4) . . ? O4 Cl1 O2 113.3(5) . . ? O3 Cl1 O2 108.5(2) . . ? O4 Cl1 O1 108.3(3) . . ? O3 Cl1 O1 109.2(2) . . ? O2 Cl1 O1 105.8(2) . . ? O7' Cl2 O8 57.9(9) . . ? O7' Cl2 O5 121.0(6) . . ? O8 Cl2 O5 119.8(4) . . ? O7' Cl2 O6 119.4(5) . . ? O8 Cl2 O6 115.7(3) . . ? O5 Cl2 O6 112.6(2) . . ? O7' Cl2 O7 46.8(9) . . ? O8 Cl2 O7 104.8(6) . . ? O5 Cl2 O7 99.2(3) . . ? O6 Cl2 O7 100.8(4) . . ? O7' Cl2 O8' 105.3(10) . . ? O8 Cl2 O8' 47.7(5) . . ? O5 Cl2 O8' 92.3(6) . . ? O6 Cl2 O8' 98.4(4) . . ? O7 Cl2 O8' 151.7(6) . . ? C1 S1 C2 101.9(2) . . ? C1 S1 Zn 102.28(17) . . ? C2 S1 Zn 96.21(14) . . ? C4 S2 C5 99.7(2) . . ? C4 S2 Zn 102.86(15) . . ? C5 S2 Zn 96.15(12) . . ? Cl1 O1 Zn 129.74(19) . . ? C7 N1 C6 110.7(3) . . ? C7 N1 C3 109.6(2) . . ? C6 N1 C3 112.1(3) . . ? C7 N1 Zn 101.63(19) . . ? C6 N1 Zn 113.06(18) . . ? C3 N1 Zn 109.1(2) . . ? C12 N2 C8 118.1(3) . . ? C12 N2 Zn 129.5(2) . . ? C8 N2 Zn 112.0(2) . . ? C12 N3 C13 123.4(4) . . ? C12 N3 H3N 118(3) . . ? C13 N3 H3N 115(3) . . ? S1 C1 H1A 109.5 . . ? S1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? S1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 S1 114.0(3) . . ? C3 C2 H2A 108.8 . . ? S1 C2 H2A 108.8 . . ? C3 C2 H2B 108.8 . . ? S1 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? N1 C3 C2 113.0(3) . . ? N1 C3 H3A 109 . . ? C2 C3 H3A 109 . . ? N1 C3 H3B 109 . . ? C2 C3 H3B 109 . . ? H3A C3 H3B 107.8 . . ? S2 C4 H4A 109.5 . . ? S2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? S2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 S2 113.6(3) . . ? C6 C5 H5A 108.9 . . ? S2 C5 H5A 108.9 . . ? C6 C5 H5B 108.9 . . ? S2 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? N1 C6 C5 112.1(3) . . ? N1 C6 H6A 109.2 . . ? C5 C6 H6A 109.2 . . ? N1 C6 H6B 109.2 . . ? C5 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? N1 C7 C8 111.1(3) . . ? N1 C7 H7A 109.4 . . ? C8 C7 H7A 109.4 . . ? N1 C7 H7B 109.4 . . ? C8 C7 H7B 109.4 . . ? H7A C7 H7B 108 . . ? C9 C8 N2 123.4(3) . . ? C9 C8 C7 120.0(3) . . ? N2 C8 C7 116.4(3) . . ? C8 C9 C10 118.1(3) . . ? C8 C9 H9 120.9 . . ? C10 C9 H9 120.9 . . ? C11 C10 C9 119.9(3) . . ? C11 C10 H10 120 . . ? C9 C10 H10 120 . . ? C10 C11 C12 120.0(3) . . ? C10 C11 H11 120 . . ? C12 C11 H11 120 . . ? N3 C12 N2 118.6(3) . . ? N3 C12 C11 121.0(3) . . ? N2 C12 C11 120.3(3) . . ? N3 C13 C14' 110.7(8) . . ? N3 C13 C14 117.6(5) . . ? C14' C13 C14 76.9(15) . . ? N3 C13 H13A 107.9 . . ? C14' C13 H13A 34.5 . . ? C14 C13 H13A 107.9 . . ? N3 C13 H13B 107.9 . . ? C14' C13 H13B 132.7 . . ? C14 C13 H13B 107.9 . . ? H13A C13 H13B 107.2 . . ? N3 C13 H13C 109.5 . . ? C14' C13 H13C 109.5 . . ? C14 C13 H13C 126.3 . . ? H13A C13 H13C 78.9 . . ? H13B C13 H13C 29.6 . . ? N3 C13 H13D 109.5 . . ? C14' C13 H13D 109.5 . . ? C14 C13 H13D 33.1 . . ? H13A C13 H13D 136.5 . . ? H13B C13 H13D 81.5 . . ? H13C C13 H13D 108.1 . . ? C16 C14 C17 108.5(10) . . ? C16 C14 C15 109.8(9) . . ? C17 C14 C15 109.7(8) . . ? C16 C14 C13 111.1(6) . . ? C17 C14 C13 109.3(7) . . ? C15 C14 C13 108.4(7) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C14 C17 H17A 109.5 . . ? C14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C13 C14' C17' 107(2) . . ? C13 C14' C15' 96(2) . . ? C17' C14' C15' 101(2) . . ? C13 C14' C16' 121.1(17) . . ? C17' C14' C16' 101.2(19) . . ? C15' C14' C16' 128(3) . . ? C14' C15' H15D 109.5 . . ? C14' C15' H15E 109.5 . . ? H15D C15' H15E 109.5 . . ? C14' C15' H15F 109.5 . . ? H15D C15' H15F 109.5 . . ? H15E C15' H15F 109.5 . . ? C14' C16' H16D 109.5 . . ? C14' C16' H16E 109.5 . . ? H16D C16' H16E 109.5 . . ? C14' C16' H16F 109.5 . . ? H16D C16' H16F 109.5 . . ? H16E C16' H16F 109.5 . . ? C14' C17' H17D 109.5 . . ? C14' C17' H17E 109.5 . . ? H17D C17' H17E 109.5 . . ? C14' C17' H17F 109.5 . . ? H17D C17' H17F 109.5 . . ? H17E C17' H17F 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zn S1 C1 -19.58(19) . . . . ? O1 Zn S1 C1 84.82(19) . . . . ? N1 Zn S1 C1 -100.28(18) . . . . ? S2 Zn S1 C1 176.53(17) . . . . ? N2 Zn S1 C2 84.04(17) . . . . ? O1 Zn S1 C2 -171.57(17) . . . . ? N1 Zn S1 C2 3.34(16) . . . . ? S2 Zn S1 C2 -79.85(15) . . . . ? N2 Zn S2 C4 -161.24(18) . . . . ? O1 Zn S2 C4 91.00(17) . . . . ? N1 Zn S2 C4 -86.86(17) . . . . ? S1 Zn S2 C4 -3.41(15) . . . . ? N2 Zn S2 C5 -59.79(18) . . . . ? O1 Zn S2 C5 -167.55(16) . . . . ? N1 Zn S2 C5 14.59(16) . . . . ? S1 Zn S2 C5 98.04(14) . . . . ? O4 Cl1 O1 Zn 55.4(5) . . . . ? O3 Cl1 O1 Zn 177.0(2) . . . . ? O2 Cl1 O1 Zn -66.4(3) . . . . ? N2 Zn O1 Cl1 147.0(2) . . . . ? N1 Zn O1 Cl1 -50.8(14) . . . . ? S2 Zn O1 Cl1 -75.6(2) . . . . ? S1 Zn O1 Cl1 36.3(2) . . . . ? N2 Zn N1 C7 27.64(19) . . . . ? O1 Zn N1 C7 -134.9(12) . . . . ? S2 Zn N1 C7 -109.98(19) . . . . ? S1 Zn N1 C7 137.71(19) . . . . ? N2 Zn N1 C6 146.3(2) . . . . ? O1 Zn N1 C6 -16.2(14) . . . . ? S2 Zn N1 C6 8.7(2) . . . . ? S1 Zn N1 C6 -103.6(2) . . . . ? N2 Zn N1 C3 -88.1(2) . . . . ? O1 Zn N1 C3 109.4(12) . . . . ? S2 Zn N1 C3 134.3(2) . . . . ? S1 Zn N1 C3 21.9(2) . . . . ? O1 Zn N2 C12 -17.8(3) . . . . ? N1 Zn N2 C12 163.8(3) . . . . ? S2 Zn N2 C12 -120.8(3) . . . . ? S1 Zn N2 C12 81.0(3) . . . . ? O1 Zn N2 C8 169.7(2) . . . . ? N1 Zn N2 C8 -8.7(2) . . . . ? S2 Zn N2 C8 66.7(2) . . . . ? S1 Zn N2 C8 -91.5(2) . . . . ? C1 S1 C2 C3 74.8(3) . . . . ? Zn S1 C2 C3 -29.2(3) . . . . ? C7 N1 C3 C2 -158.1(3) . . . . ? C6 N1 C3 C2 78.4(4) . . . . ? Zn N1 C3 C2 -47.6(4) . . . . ? S1 C2 C3 N1 54.0(4) . . . . ? C4 S2 C5 C6 65.5(3) . . . . ? Zn S2 C5 C6 -38.7(3) . . . . ? C7 N1 C6 C5 77.8(3) . . . . ? C3 N1 C6 C5 -159.4(3) . . . . ? Zn N1 C6 C5 -35.5(4) . . . . ? S2 C5 C6 N1 52.2(4) . . . . ? C6 N1 C7 C8 -161.9(3) . . . . ? C3 N1 C7 C8 73.8(3) . . . . ? Zn N1 C7 C8 -41.6(3) . . . . ? C12 N2 C8 C9 -2.7(5) . . . . ? Zn N2 C8 C9 170.8(3) . . . . ? C12 N2 C8 C7 173.0(3) . . . . ? Zn N2 C8 C7 -13.6(4) . . . . ? N1 C7 C8 C9 -143.9(3) . . . . ? N1 C7 C8 N2 40.2(4) . . . . ? N2 C8 C9 C10 1.1(5) . . . . ? C7 C8 C9 C10 -174.5(3) . . . . ? C8 C9 C10 C11 0.3(6) . . . . ? C9 C10 C11 C12 0.0(6) . . . . ? C13 N3 C12 N2 168.5(4) . . . . ? C13 N3 C12 C11 -12.0(6) . . . . ? C8 N2 C12 N3 -177.7(3) . . . . ? Zn N2 C12 N3 10.2(5) . . . . ? C8 N2 C12 C11 2.9(5) . . . . ? Zn N2 C12 C11 -169.2(3) . . . . ? C10 C11 C12 N3 179.0(4) . . . . ? C10 C11 C12 N2 -1.6(6) . . . . ? C12 N3 C13 C14' 104.9(16) . . . . ? C12 N3 C13 C14 -169.4(5) . . . . ? N3 C13 C14 C16 58.0(8) . . . . ? C14' C13 C14 C16 164.8(9) . . . . ? N3 C13 C14 C17 -61.7(10) . . . . ? C14' C13 C14 C17 45.1(9) . . . . ? N3 C13 C14 C15 178.7(7) . . . . ? C14' C13 C14 C15 -74.5(9) . . . . ? N3 C13 C14' C17' 66(2) . . . . ? C14 C13 C14' C17' -48.9(17) . . . . ? N3 C13 C14' C15' 169.5(11) . . . . ? C14 C13 C14' C15' 54.6(15) . . . . ? N3 C13 C14' C16' -49(2) . . . . ? C14 C13 C14' C16' -164(2) . . . . ? #===