#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:02:44 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178417 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/38/4023888.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4023888
loop_
_publ_author_name
'Ines Vujasinović'
'Jelena Veljković'
'Krešimir Molčanov'
'Biserka Kojić-Prodić'
'Kata Mlinarić-Majerski'
_publ_contact_author_address
;
 Rudjer Bošković Institute
 P.O. Box 180
 HR-10002 Zagreb
 Croatia
;
_publ_contact_author_email       kmolcano@irb.hr
_publ_contact_author_fax         '++ 385 1 4680245'
_publ_contact_author_name        'Krešimir Molćanov'
_publ_contact_author_phone       '++ 385 1 4571203'
_publ_section_title
;
 Thiamacrocyclic Lactones: New Ag(I)-Ionophores
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9221
_journal_page_last               9227
_journal_paper_doi               10.1021/jo801143s
_journal_volume                  73
_journal_year                    2008
_chemical_formula_moiety         'C18 H26 O2 S4'
_chemical_formula_sum            'C18 H26 O2 S4'
_chemical_formula_weight         402.67
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2007-03-29T11:20:30-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                94.942(6)
_cell_angle_beta                 94.876(5)
_cell_angle_gamma                108.935(6)
_cell_formula_units_Z            4
_cell_length_a                   10.6965(6)
_cell_length_b                   11.7570(11)
_cell_length_c                   16.1963(11)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15.8
_cell_measurement_theta_min      8.1
_cell_volume                     1905.6(2)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       'non-profiled omega/2theta scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8386
_diffrn_reflns_theta_full        76.41
_diffrn_reflns_theta_max         76.41
_diffrn_reflns_theta_min         2.76
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.644
_exptl_absorpt_correction_T_max  0.4993
_exptl_absorpt_correction_T_min  0.3255
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.663
_refine_diff_density_min         -0.757
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     601
_refine_ls_number_reflns         7981
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_gt           0.0686
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1510P)²+0.7831P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2027
_reflns_number_gt                6950
_reflns_number_total             7981
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo801143s_si_003.cif
_cod_data_source_block           ines25
_cod_database_code               4023888
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
S2B S 0.46773(9) 0.48711(8) 0.60417(5) 0.0572(2) Uani 1 d . . .
C16B C -0.0957(3) 0.5095(3) 0.7436(2) 0.0447(6) Uani 1 d . . .
C4B C 0.4205(4) 0.4470(3) 0.7056(2) 0.0564(8) Uani 1 d . . .
H4C H 0.3277 0.4396 0.7068 0.068 Uiso 1 calc R . .
H4D H 0.4282 0.3683 0.7122 0.068 Uiso 1 calc R . .
C5B C 0.5015(3) 0.5354(3) 0.7780(2) 0.0529(7) Uani 1 d . . .
H18C H 0.132(3) 0.368(3) 0.7501(17) 0.028(6) Uiso 1 d . . .
H13B H -0.245(3) 0.171(3) 0.716(2) 0.038(8) Uiso 1 d . . .
H18D H 0.142(3) 0.490(3) 0.7930(19) 0.036(7) Uiso 1 d . . .
H16B H -0.141(4) -0.119(4) 0.440(3) 0.063(11) Uiso 1 d . . .
H12D H -0.035(3) 0.185(3) 0.779(2) 0.041(8) Uiso 1 d . . .
H12C H -0.131(3) 0.195(3) 0.852(2) 0.039(8) Uiso 1 d . . .
H16A H -0.171(3) -0.163(3) 0.341(2) 0.046(9) Uiso 1 d . . .
H19C H -0.105(3) 0.392(3) 0.927(2) 0.039(8) Uiso 1 d . . .
H19D H -0.012(3) 0.498(3) 0.901(2) 0.041(9) Uiso 1 d . . .
H12B H -0.446(4) 0.096(4) 0.376(2) 0.059(10) Uiso 1 d . . .
H12A H -0.318(4) 0.183(4) 0.355(3) 0.059(10) Uiso 1 d . . .
H16D H -0.032(3) 0.589(3) 0.766(2) 0.042(8) Uiso 1 d . . .
H18A H -0.184(4) -0.005(4) 0.242(3) 0.064(11) Uiso 1 d . . .
H5C H 0.498(5) 0.617(4) 0.753(3) 0.082(14) Uiso 1 d . . .
H5D H 0.594(5) 0.526(5) 0.774(3) 0.089(15) Uiso 1 d . . .
H13A H -0.291(4) 0.144(4) 0.501(2) 0.058(10) Uiso 1 d . . .
H16C H -0.162(4) 0.515(3) 0.701(2) 0.053(9) Uiso 1 d . . .
H18B H -0.148(4) 0.120(4) 0.276(2) 0.056(10) Uiso 1 d . . .
H19B H -0.503(4) -0.126(3) 0.325(2) 0.053(9) Uiso 1 d . . .
H3D H 0.354(3) 0.623(3) 0.634(2) 0.048(9) Uiso 1 d . . .
H6D H 0.475(5) 0.318(4) 0.843(3) 0.085(14) Uiso 1 d . . .
H15B H -0.200(4) 0.503(4) 0.842(2) 0.056(10) Uiso 1 d . . .
H14C H -0.310(5) 0.291(4) 0.827(3) 0.083(14) Uiso 1 d . . .
H19A H -0.397(4) -0.168(4) 0.270(3) 0.060(10) Uiso 1 d . . .
H3C H 0.425(5) 0.643(4) 0.543(3) 0.073(12) Uiso 1 d . . .
H6C H 0.539(5) 0.387(4) 0.938(3) 0.074(12) Uiso 1 d . . .
H14D H -0.327(4) 0.336(4) 0.730(2) 0.063(11) Uiso 1 d . . .
H20C H -0.066(4) 0.259(4) 0.641(2) 0.056(10) Uiso 1 d . . .
H7C H 0.344(4) 0.331(3) 0.986(2) 0.051(9) Uiso 1 d . . .
H14B H -0.429(4) -0.054(4) 0.476(2) 0.063(11) Uiso 1 d . . .
H2D H 0.259(4) 0.481(4) 0.477(3) 0.062(11) Uiso 1 d . . .
H20A H -0.094(4) 0.195(4) 0.433(2) 0.056(10) Uiso 1 d . . .
H14A H -0.301(4) -0.049(4) 0.526(3) 0.071(12) Uiso 1 d . . .
H20B H -0.084(4) 0.103(3) 0.499(2) 0.059(10) Uiso 1 d . . .
H15A H -0.365(4) -0.210(4) 0.414(3) 0.066(11) Uiso 1 d . . .
H20D H -0.182(4) 0.309(4) 0.621(2) 0.060(10) Uiso 1 d . . .
H7D H 0.368(4) 0.219(3) 0.954(2) 0.048(9) Uiso 1 d . . .
H2C H 0.203(5) 0.577(4) 0.511(3) 0.078(13) Uiso 1 d . . .
H2B H 0.329(5) 0.256(4) 0.319(3) 0.068(12) Uiso 1 d . . .
H3A H 0.164(5) 0.038(4) 0.204(3) 0.078(13) Uiso 1 d . . .
H3B H 0.316(5) 0.114(4) 0.197(3) 0.073(13) Uiso 1 d . . .
H2A H 0.289(5) 0.122(5) 0.341(3) 0.086(14) Uiso 1 d . . .
S2A S 0.19604(10) 0.21909(9) 0.14443(6) 0.0661(3) Uani 1 d . . .
C3A C 0.2398(4) 0.1249(4) 0.2162(3) 0.0675(10) Uani 1 d . . .
C4A C 0.0339(5) 0.1248(4) 0.0957(4) 0.0913(15) Uani 1 d . . .
H4B H 0.0422 0.0905 0.0407 0.11 Uiso 1 calc R . .
H4A H -0.0003 0.0584 0.1283 0.11 Uiso 1 calc R . .
S3B S 0.43655(8) 0.50695(7) 0.87604(5) 0.0529(2) Uani 1 d . . .
S4B S 0.19294(7) 0.23364(7) 0.87327(5) 0.0479(2) Uani 1 d . . .
S1B S 0.11866(8) 0.40581(7) 0.56904(5) 0.0513(2) Uani 1 d . . .
C8B C 0.1216(3) 0.3469(3) 0.90555(16) 0.0410(5) Uani 1 d . . .
O1B O 0.0964(3) 0.6072(2) 0.63853(18) 0.0631(6) Uani 1 d . . .
C11B C 0.0119(2) 0.3547(2) 0.84220(16) 0.0357(5) Uani 1 d . . .
O2B O 0.1625(3) 0.4119(3) 0.96997(13) 0.0633(7) Uani 1 d . . .
C18B C 0.0824(2) 0.4173(2) 0.77098(15) 0.0332(5) Uani 1 d . . .
C3B C 0.3721(4) 0.5839(3) 0.5784(2) 0.0560(8) Uani 1 d . . .
C17B C -0.0205(2) 0.4327(2) 0.70369(16) 0.0361(5) Uani 1 d . . .
C1B C 0.0628(3) 0.4992(3) 0.63924(17) 0.0421(6) Uani 1 d . . .
C14B C -0.2644(3) 0.3225(3) 0.7790(3) 0.0552(8) Uani 1 d . . .
C12B C -0.0874(3) 0.2295(2) 0.80586(19) 0.0415(6) Uani 1 d . . .
C2B C 0.2401(4) 0.5212(4) 0.5234(2) 0.0606(8) Uani 1 d . . .
C20B C -0.1180(3) 0.3067(2) 0.66869(19) 0.0435(6) Uani 1 d . . .
C19B C -0.0639(3) 0.4320(3) 0.88125(19) 0.0449(6) Uani 1 d . . .
C13B C -0.1895(3) 0.2454(3) 0.7398(2) 0.0462(6) Uani 1 d . . .
C6B C 0.4626(3) 0.3664(3) 0.8986(2) 0.0523(7) Uani 1 d . . .
C15B C -0.1654(3) 0.4471(3) 0.8148(2) 0.0477(6) Uani 1 d . . .
C7B C 0.3492(3) 0.2860(3) 0.9397(2) 0.0513(7) Uani 1 d . . .
S1A S 0.11947(8) 0.20155(7) 0.34602(6) 0.0559(2) Uani 1 d . . .
S4A S -0.36305(9) 0.18857(8) 0.19160(5) 0.0566(2) Uani 1 d . . .
S3A S -0.21828(11) 0.09125(10) 0.02869(7) 0.0757(3) Uani 1 d . . .
O1A O 0.0741(2) -0.0298(2) 0.35222(16) 0.0543(5) Uani 1 d . . .
C1A C 0.0262(3) 0.0497(2) 0.35776(16) 0.0383(5) Uani 1 d . . .
C20A C -0.1324(3) 0.1165(3) 0.44266(17) 0.0398(5) Uani 1 d . . .
C17A C -0.1195(2) 0.0269(2) 0.37139(15) 0.0335(5) Uani 1 d . . .
C11A C -0.3399(2) 0.0203(2) 0.29834(17) 0.0379(5) Uani 1 d . . .
C8A C -0.4058(3) 0.0346(3) 0.21390(19) 0.0487(6) Uani 1 d . . .
C12A C -0.3524(3) 0.1092(3) 0.37000(19) 0.0454(6) Uani 1 d . . .
C14A C -0.3426(3) -0.0390(3) 0.4709(2) 0.0525(7) Uani 1 d . . .
C18A C -0.1911(3) 0.0463(2) 0.28955(16) 0.0355(5) Uani 1 d . . .
C2A C 0.2637(3) 0.1777(4) 0.3066(3) 0.0627(9) Uani 1 d . . .
C19A C -0.4017(3) -0.1086(3) 0.3183(2) 0.0475(6) Uani 1 d . . .
O2A O -0.4766(3) -0.0486(3) 0.16532(18) 0.0792(9) Uani 1 d . . .
C13A C -0.2815(3) 0.0907(3) 0.45120(18) 0.0456(6) Uani 1 d . . .
C16A C -0.1831(3) -0.1029(2) 0.38996(19) 0.0424(6) Uani 1 d . . .
C6A C -0.3160(5) 0.1908(4) 0.0260(2) 0.0715(10) Uani 1 d . . .
H6A H -0.2567 0.2735 0.0416 0.086 Uiso 1 calc R . .
H6B H -0.3557 0.1851 -0.031 0.086 Uiso 1 calc R . .
C15A C -0.3307(3) -0.1271(3) 0.3992(2) 0.0460(6) Uani 1 d . . .
C7A C -0.4248(4) 0.1660(4) 0.0817(2) 0.0648(9) Uani 1 d . . .
H7A H -0.4839 0.0831 0.0671 0.078 Uiso 1 calc R . .
H7B H -0.4764 0.2189 0.0718 0.078 Uiso 1 calc R . .
C5A C -0.0617(4) 0.1899(4) 0.0877(3) 0.0729(10) Uani 1 d . . .
H5B H -0.025 0.2606 0.0594 0.088 Uiso 1 calc R . .
H5A H -0.078 0.2171 0.1427 0.088 Uiso 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009 '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'
O O 0.049 0.032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.333 0.557 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
2 0 4
1 2 4
-1 4 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
C3B S2B C4B 102.78(17) . . ?
C17B C16B C15B 109.4(2) . . ?
C17B C16B H16D 108.9(19) . . ?
C15B C16B H16D 109.7(19) . . ?
C17B C16B H16C 108(2) . . ?
C15B C16B H16C 109(2) . . ?
H16D C16B H16C 112(3) . . ?
C5B C4B S2B 114.6(2) . . ?
C5B C4B H4C 108.6 . . ?
S2B C4B H4C 108.6 . . ?
C5B C4B H4D 108.6 . . ?
S2B C4B H4D 108.6 . . ?
H4C C4B H4D 107.6 . . ?
C4B C5B S3B 113.7(2) . . ?
C4B C5B H5C 97(3) . . ?
S3B C5B H5C 117(3) . . ?
C4B C5B H5D 100(3) . . ?
S3B C5B H5D 116(3) . . ?
H5C C5B H5D 110(4) . . ?
C4A S2A C3A 102.8(2) . . ?
C2A C3A S2A 114.4(3) . . ?
C2A C3A H3A 113(3) . . ?
S2A C3A H3A 107(3) . . ?
C2A C3A H3B 113(3) . . ?
S2A C3A H3B 103(3) . . ?
H3A C3A H3B 106(4) . . ?
C5A C4A S2A 113.3(3) . . ?
C5A C4A H4B 108.9 . . ?
S2A C4A H4B 108.9 . . ?
C5A C4A H4A 108.9 . . ?
S2A C4A H4A 108.9 . . ?
H4B C4A H4A 107.7 . . ?
C5B S3B C6B 104.41(16) . . ?
C8B S4B C7B 100.98(15) . . ?
C1B S1B C2B 99.87(17) . . ?
O2B C8B C11B 124.5(3) . . ?
O2B C8B S4B 121.5(2) . . ?
C11B C8B S4B 113.92(19) . . ?
C8B C11B C19B 110.7(2) . . ?
C8B C11B C12B 112.8(2) . . ?
C19B C11B C12B 109.3(2) . . ?
C8B C11B C18B 106.0(2) . . ?
C19B C11B C18B 109.1(2) . . ?
C12B C11B C18B 108.8(2) . . ?
C11B C18B C17B 110.4(2) . . ?
C11B C18B H18C 106.3(17) . . ?
C17B C18B H18C 113.4(17) . . ?
C11B C18B H18D 108(2) . . ?
C17B C18B H18D 111(2) . . ?
H18C C18B H18D 107(3) . . ?
C2B C3B S2B 115.4(3) . . ?
C2B C3B H3D 109(2) . . ?
S2B C3B H3D 107.9(19) . . ?
C2B C3B H3C 104(3) . . ?
S2B C3B H3C 107(3) . . ?
H3D C3B H3C 114(3) . . ?
C1B C17B C16B 110.6(2) . . ?
C1B C17B C20B 113.8(2) . . ?
C16B C17B C20B 109.9(2) . . ?
C1B C17B C18B 104.7(2) . . ?
C16B C17B C18B 109.1(2) . . ?
C20B C17B C18B 108.4(2) . . ?
O1B C1B C17B 123.4(3) . . ?
O1B C1B S1B 121.6(2) . . ?
C17B C1B S1B 114.77(19) . . ?
C13B C14B C15B 109.4(2) . . ?
C13B C14B H14C 115(3) . . ?
C15B C14B H14C 104(3) . . ?
C13B C14B H14D 107(2) . . ?
C15B C14B H14D 107(2) . . ?
H14C C14B H14D 114(4) . . ?
C13B C12B C11B 109.3(2) . . ?
C13B C12B H12D 109.6(19) . . ?
C11B C12B H12D 106(2) . . ?
C13B C12B H12C 110.1(19) . . ?
C11B C12B H12C 106(2) . . ?
H12D C12B H12C 116(3) . . ?
C3B C2B S1B 115.2(2) . . ?
C3B C2B H2D 107(3) . . ?
S1B C2B H2D 105(3) . . ?
C3B C2B H2C 109(3) . . ?
S1B C2B H2C 108(3) . . ?
H2D C2B H2C 113(4) . . ?
C17B C20B C13B 109.3(2) . . ?
C17B C20B H20C 108(2) . . ?
C13B C20B H20C 113(2) . . ?
C17B C20B H20D 113(2) . . ?
C13B C20B H20D 112(2) . . ?
H20C C20B H20D 102(3) . . ?
C15B C19B C11B 109.7(2) . . ?
C15B C19B H19C 112.7(19) . . ?
C11B C19B H19C 107.1(19) . . ?
C15B C19B H19D 110(2) . . ?
C11B C19B H19D 110(2) . . ?
H19C C19B H19D 107(3) . . ?
C14B C13B C12B 109.8(3) . . ?
C14B C13B C20B 109.9(3) . . ?
C12B C13B C20B 109.6(2) . . ?
C14B C13B H13B 112(2) . . ?
C12B C13B H13B 109(2) . . ?
C20B C13B H13B 106(2) . . ?
C7B C6B S3B 112.2(2) . . ?
C7B C6B H6D 110(3) . . ?
S3B C6B H6D 110(3) . . ?
C7B C6B H6C 106(3) . . ?
S3B C6B H6C 108(3) . . ?
H6D C6B H6C 111(4) . . ?
C19B C15B C14B 109.5(3) . . ?
C19B C15B C16B 110.6(2) . . ?
C14B C15B C16B 109.0(3) . . ?
C19B C15B H15B 105(2) . . ?
C14B C15B H15B 117(2) . . ?
C16B C15B H15B 106(2) . . ?
C6B C7B S4B 113.0(2) . . ?
C6B C7B H7C 106(2) . . ?
S4B C7B H7C 110(2) . . ?
C6B C7B H7D 111(2) . . ?
S4B C7B H7D 107(2) . . ?
H7C C7B H7D 109(3) . . ?
C1A S1A C2A 99.47(17) . . ?
C8A S4A C7A 100.77(17) . . ?
C6A S3A C5A 101.9(2) . . ?
O1A C1A C17A 122.9(2) . . ?
O1A C1A S1A 121.7(2) . . ?
C17A C1A S1A 115.43(18) . . ?
C17A C20A C13A 108.8(2) . . ?
C17A C20A H20A 111(2) . . ?
C13A C20A H20A 110(2) . . ?
C17A C20A H20B 109(2) . . ?
C13A C20A H20B 109(2) . . ?
H20A C20A H20B 109(3) . . ?
C16A C17A C1A 109.8(2) . . ?
C16A C17A C20A 110.1(2) . . ?
C1A C17A C20A 111.6(2) . . ?
C16A C17A C18A 109.6(2) . . ?
C1A C17A C18A 107.0(2) . . ?
C20A C17A C18A 108.5(2) . . ?
C19A C11A C8A 109.6(2) . . ?
C19A C11A C12A 109.3(2) . . ?
C8A C11A C12A 112.7(2) . . ?
C19A C11A C18A 109.7(2) . . ?
C8A C11A C18A 106.7(2) . . ?
C12A C11A C18A 108.7(2) . . ?
O2A C8A C11A 123.9(3) . . ?
O2A C8A S4A 122.1(2) . . ?
C11A C8A S4A 113.9(2) . . ?
C13A C12A C11A 109.2(2) . . ?
C13A C12A H12B 110(2) . . ?
C11A C12A H12B 110(2) . . ?
C13A C12A H12A 114(3) . . ?
C11A C12A H12A 106(3) . . ?
H12B C12A H12A 107(3) . . ?
C13A C14A C15A 109.5(2) . . ?
C13A C14A H14B 110(3) . . ?
C15A C14A H14B 109(3) . . ?
C13A C14A H14A 110(3) . . ?
C15A C14A H14A 114(2) . . ?
H14B C14A H14A 105(4) . . ?
C11A C18A C17A 109.5(2) . . ?
C11A C18A H18A 109(2) . . ?
C17A C18A H18A 113(2) . . ?
C11A C18A H18B 115(2) . . ?
C17A C18A H18B 109(2) . . ?
H18A C18A H18B 102(3) . . ?
C3A C2A S1A 114.0(3) . . ?
C3A C2A H2B 115(3) . . ?
S1A C2A H2B 102(3) . . ?
C3A C2A H2A 109(3) . . ?
S1A C2A H2A 107(3) . . ?
H2B C2A H2A 109(4) . . ?
C11A C19A C15A 110.4(2) . . ?
C11A C19A H19B 110(2) . . ?
C15A C19A H19B 109(2) . . ?
C11A C19A H19A 110(2) . . ?
C15A C19A H19A 111(2) . . ?
H19B C19A H19A 107(3) . . ?
C14A C13A C12A 110.5(3) . . ?
C14A C13A C20A 109.2(2) . . ?
C12A C13A C20A 109.6(2) . . ?
C14A C13A H13A 105(2) . . ?
C12A C13A H13A 113(2) . . ?
C20A C13A H13A 110(2) . . ?
C17A C16A C15A 109.6(2) . . ?
C17A C16A H16B 113(3) . . ?
C15A C16A H16B 108(3) . . ?
C17A C16A H16A 108.8(19) . . ?
C15A C16A H16A 111.3(19) . . ?
H16B C16A H16A 106(3) . . ?
C7A C6A S3A 115.4(3) . . ?
C7A C6A H6A 108.4 . . ?
S3A C6A H6A 108.4 . . ?
C7A C6A H6B 108.4 . . ?
S3A C6A H6B 108.4 . . ?
H6A C6A H6B 107.5 . . ?
C19A C15A C14A 109.5(3) . . ?
C19A C15A C16A 109.5(2) . . ?
C14A C15A C16A 109.2(3) . . ?
C19A C15A H15A 114(2) . . ?
C14A C15A H15A 109(2) . . ?
C16A C15A H15A 106(2) . . ?
C6A C7A S4A 113.2(3) . . ?
C6A C7A H7A 108.9 . . ?
S4A C7A H7A 108.9 . . ?
C6A C7A H7B 108.9 . . ?
S4A C7A H7B 108.9 . . ?
H7A C7A H7B 107.8 . . ?
C4A C5A S3A 110.3(3) . . ?
C4A C5A H5B 109.6 . . ?
S3A C5A H5B 109.6 . . ?
C4A C5A H5A 109.6 . . ?
S3A C5A H5A 109.6 . . ?
H5B C5A H5A 108.1 . . ?
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
S2B C3B 1.811(4) . ?
S2B C4B 1.815(3) . ?
C16B C17B 1.530(4) . ?
C16B C15B 1.537(4) . ?
C16B H16D 0.98(3) . ?
C16B H16C 0.97(4) . ?
C4B C5B 1.497(5) . ?
C4B H4C 0.97 . ?
C4B H4D 0.97 . ?
C5B S3B 1.801(3) . ?
C5B H5C 1.08(5) . ?
C5B H5D 1.04(5) . ?
S2A C4A 1.796(5) . ?
S2A C3A 1.807(4) . ?
C3A C2A 1.507(6) . ?
C3A H3A 1.07(5) . ?
C3A H3B 0.93(5) . ?
C4A C5A 1.466(7) . ?
C4A H4B 0.97 . ?
C4A H4A 0.97 . ?
S3B C6B 1.824(4) . ?
S4B C8B 1.798(3) . ?
S4B C7B 1.801(3) . ?
S1B C1B 1.784(3) . ?
S1B C2B 1.808(4) . ?
C8B O2B 1.197(4) . ?
C8B C11B 1.524(4) . ?
O1B C1B 1.203(4) . ?
C11B C19B 1.533(3) . ?
C11B C12B 1.540(4) . ?
C11B C18B 1.541(3) . ?
C18B C17B 1.546(3) . ?
C18B H18C 0.96(3) . ?
C18B H18D 0.90(3) . ?
C3B C2B 1.526(6) . ?
C3B H3D 1.03(4) . ?
C3B H3C 1.00(5) . ?
C17B C1B 1.530(4) . ?
C17B C20B 1.535(3) . ?
C14B C13B 1.525(4) . ?
C14B C15B 1.532(5) . ?
C14B H14C 0.98(5) . ?
C14B H14D 1.05(4) . ?
C12B C13B 1.530(4) . ?
C12B H12D 0.99(3) . ?
C12B H12C 0.97(3) . ?
C2B H2D 0.92(4) . ?
C2B H2C 0.90(5) . ?
C20B C13B 1.537(4) . ?
C20B H20C 1.01(4) . ?
C20B H20D 0.99(4) . ?
C19B C15B 1.526(4) . ?
C19B H19C 0.97(3) . ?
C19B H19D 0.81(4) . ?
C13B H13B 0.91(3) . ?
C6B C7B 1.520(5) . ?
C6B H6D 1.06(5) . ?
C6B H6C 0.94(5) . ?
C15B H15B 0.95(4) . ?
C7B H7C 0.90(4) . ?
C7B H7D 0.92(4) . ?
S1A C1A 1.775(3) . ?
S1A C2A 1.812(4) . ?
S4A C8A 1.794(3) . ?
S4A C7A 1.811(3) . ?
S3A C6A 1.806(5) . ?
S3A C5A 1.827(4) . ?
O1A C1A 1.204(3) . ?
C1A C17A 1.532(3) . ?
C20A C17A 1.540(3) . ?
C20A C13A 1.544(4) . ?
C20A H20A 0.91(4) . ?
C20A H20B 1.06(4) . ?
C17A C16A 1.525(3) . ?
C17A C18A 1.545(3) . ?
C11A C19A 1.519(4) . ?
C11A C8A 1.532(4) . ?
C11A C12A 1.538(4) . ?
C11A C18A 1.542(3) . ?
C8A O2A 1.198(4) . ?
C12A C13A 1.529(4) . ?
C12A H12B 0.98(4) . ?
C12A H12A 0.89(4) . ?
C14A C13A 1.525(5) . ?
C14A C15A 1.529(5) . ?
C14A H14B 0.90(4) . ?
C14A H14A 1.00(4) . ?
C18A H18A 0.97(4) . ?
C18A H18B 0.89(4) . ?
C2A H2B 0.95(5) . ?
C2A H2A 0.98(5) . ?
C19A C15A 1.527(4) . ?
C19A H19B 1.05(4) . ?
C19A H19A 1.02(4) . ?
C13A H13A 1.01(4) . ?
C16A C15A 1.533(4) . ?
C16A H16B 0.96(4) . ?
C16A H16A 1.07(4) . ?
C6A C7A 1.502(6) . ?
C6A H6A 0.97 . ?
C6A H6B 0.97 . ?
C15A H15A 0.99(4) . ?
C7A H7A 0.97 . ?
C7A H7B 0.97 . ?
C5A H5B 0.97 . ?
C5A H5A 0.97 . ?
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
C3B S2B C4B C5B -86.7(3) . . . . ?
S2B C4B C5B S3B 170.58(19) . . . . ?
C4A S2A C3A C2A -119.4(3) . . . . ?
C3A S2A C4A C5A 136.2(4) . . . . ?
C4B C5B S3B C6B 69.0(3) . . . . ?
C7B S4B C8B O2B -17.3(3) . . . . ?
C7B S4B C8B C11B 160.0(2) . . . . ?
O2B C8B C11B C19B -15.1(4) . . . . ?
S4B C8B C11B C19B 167.7(2) . . . . ?
O2B C8B C11B C12B -138.0(3) . . . . ?
S4B C8B C11B C12B 44.8(3) . . . . ?
O2B C8B C11B C18B 103.0(3) . . . . ?
S4B C8B C11B C18B -74.2(2) . . . . ?
C8B C11B C18B C17B -178.6(2) . . . . ?
C19B C11B C18B C17B -59.4(3) . . . . ?
C12B C11B C18B C17B 59.7(3) . . . . ?
C4B S2B C3B C2B -95.9(3) . . . . ?
C15B C16B C17B C1B -173.6(2) . . . . ?
C15B C16B C17B C20B 59.9(3) . . . . ?
C15B C16B C17B C18B -58.9(3) . . . . ?
C11B C18B C17B C1B 178.1(2) . . . . ?
C11B C18B C17B C16B 59.6(3) . . . . ?
C11B C18B C17B C20B -60.1(3) . . . . ?
C16B C17B C1B O1B 20.9(4) . . . . ?
C20B C17B C1B O1B 145.2(3) . . . . ?
C18B C17B C1B O1B -96.5(3) . . . . ?
C16B C17B C1B S1B -163.85(19) . . . . ?
C20B C17B C1B S1B -39.5(3) . . . . ?
C18B C17B C1B S1B 78.7(2) . . . . ?
C2B S1B C1B O1B 8.2(3) . . . . ?
C2B S1B C1B C17B -167.1(2) . . . . ?
C8B C11B C12B C13B -177.0(2) . . . . ?
C19B C11B C12B C13B 59.4(3) . . . . ?
C18B C11B C12B C13B -59.6(3) . . . . ?
S2B C3B C2B S1B 63.4(3) . . . . ?
C1B S1B C2B C3B 76.4(3) . . . . ?
C1B C17B C20B C13B 176.4(2) . . . . ?
C16B C17B C20B C13B -58.9(3) . . . . ?
C18B C17B C20B C13B 60.3(3) . . . . ?
C8B C11B C19B C15B 175.4(2) . . . . ?
C12B C11B C19B C15B -59.8(3) . . . . ?
C18B C11B C19B C15B 59.1(3) . . . . ?
C15B C14B C13B C12B 60.1(3) . . . . ?
C15B C14B C13B C20B -60.5(4) . . . . ?
C11B C12B C13B C14B -59.8(3) . . . . ?
C11B C12B C13B C20B 61.0(3) . . . . ?
C17B C20B C13B C14B 59.2(3) . . . . ?
C17B C20B C13B C12B -61.6(3) . . . . ?
C5B S3B C6B C7B -143.2(2) . . . . ?
C11B C19B C15B C14B 60.2(3) . . . . ?
C11B C19B C15B C16B -59.9(3) . . . . ?
C13B C14B C15B C19B -60.1(4) . . . . ?
C13B C14B C15B C16B 60.9(3) . . . . ?
C17B C16B C15B C19B 59.8(3) . . . . ?
C17B C16B C15B C14B -60.6(3) . . . . ?
S3B C6B C7B S4B 64.1(3) . . . . ?
C8B S4B C7B C6B -93.8(3) . . . . ?
C2A S1A C1A O1A 10.9(3) . . . . ?
C2A S1A C1A C17A -166.5(2) . . . . ?
O1A C1A C17A C16A 8.8(4) . . . . ?
S1A C1A C17A C16A -173.80(18) . . . . ?
O1A C1A C17A C20A 131.3(3) . . . . ?
S1A C1A C17A C20A -51.3(3) . . . . ?
O1A C1A C17A C18A -110.1(3) . . . . ?
S1A C1A C17A C18A 67.3(2) . . . . ?
C13A C20A C17A C16A -59.3(3) . . . . ?
C13A C20A C17A C1A 178.4(2) . . . . ?
C13A C20A C17A C18A 60.7(3) . . . . ?
C19A C11A C8A O2A -12.5(5) . . . . ?
C12A C11A C8A O2A -134.5(4) . . . . ?
C18A C11A C8A O2A 106.2(4) . . . . ?
C19A C11A C8A S4A 169.5(2) . . . . ?
C12A C11A C8A S4A 47.5(3) . . . . ?
C18A C11A C8A S4A -71.7(3) . . . . ?
C7A S4A C8A O2A -10.6(4) . . . . ?
C7A S4A C8A C11A 167.4(2) . . . . ?
C19A C11A C12A C13A 59.1(3) . . . . ?
C8A C11A C12A C13A -178.7(2) . . . . ?
C18A C11A C12A C13A -60.7(3) . . . . ?
C19A C11A C18A C17A -58.4(3) . . . . ?
C8A C11A C18A C17A -177.1(2) . . . . ?
C12A C11A C18A C17A 61.1(3) . . . . ?
C16A C17A C18A C11A 59.0(3) . . . . ?
C1A C17A C18A C11A 178.1(2) . . . . ?
C20A C17A C18A C11A -61.3(3) . . . . ?
S2A C3A C2A S1A 62.0(4) . . . . ?
C1A S1A C2A C3A 76.1(3) . . . . ?
C8A C11A C19A C15A 176.0(2) . . . . ?
C12A C11A C19A C15A -60.0(3) . . . . ?
C18A C11A C19A C15A 59.2(3) . . . . ?
C15A C14A C13A C12A 59.2(3) . . . . ?
C15A C14A C13A C20A -61.4(3) . . . . ?
C11A C12A C13A C14A -59.3(3) . . . . ?
C11A C12A C13A C20A 61.1(3) . . . . ?
C17A C20A C13A C14A 60.0(3) . . . . ?
C17A C20A C13A C12A -61.2(3) . . . . ?
C1A C17A C16A C15A -177.2(2) . . . . ?
C20A C17A C16A C15A 59.4(3) . . . . ?
C18A C17A C16A C15A -59.9(3) . . . . ?
C5A S3A C6A C7A -106.4(3) . . . . ?
C11A C19A C15A C14A 59.9(3) . . . . ?
C11A C19A C15A C16A -59.8(3) . . . . ?
C13A C14A C15A C19A -58.8(3) . . . . ?
C13A C14A C15A C16A 61.1(3) . . . . ?
C17A C16A C15A C19A 60.0(3) . . . . ?
C17A C16A C15A C14A -59.8(3) . . . . ?
S3A C6A C7A S4A 64.0(4) . . . . ?
C8A S4A C7A C6A -106.2(3) . . . . ?
S2A C4A C5A S3A 174.5(3) . . . . ?
C6A S3A C5A C4A -179.1(4) . . . . ?
