##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_global
_audit_creation_method     'by teXsan for Windows v1.06 / SHELX97'
_journal_date_recd_electronic     2005-07-15
_journal_date_accepted     2005-08-05
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2005
_journal_volume     61
_journal_issue      9
_journal_page_first     o2899
_journal_page_last     o2901
_journal_paper_category     EO
_journal_coeditor_code     OB6555
_publ_contact_author_name     'Alan R. White'
_publ_contact_author_address
;
School of Science
Griffith University
Nathan, BRISBANE 4111, Australia
;
_publ_contact_author_email     alan.white@griffith.edu.au
_publ_contact_author_fax     '617 3875 3566'
_publ_contact_author_phone     '617 3875 5076'
_publ_section_title
;
Methyl
2-O-benzyl-3,4-O-dibenzoyl-1-thio-β-L-fucopyranoside
;
loop_
    _publ_author_name
    _publ_author_address
    'Laurent F. Bornaghi'
;
Eskitis Institute of Cell and Molecular Therapy
Griffith University
Nathan, Brisbane 4111, Australia
;
    'Nicholas B. Drinnan'
;
Alchemia Pty Ltd
PO Box 6242,
Upper Mt Gravatt, Queensland 4122, Australia
;
    'Tracie Ramsdale'
;
Alchemia Pty Ltd
PO Box 6242,
Upper Mt Gravatt, Queensland 4122, Australia
;
    'Peter C. Healy'
;
Eskitis Institute of Cell and Molecular Therapy
Griffith University
Nathan, Brisbane 4111, Australia
;
    'Alan R. White'
;
Eskitis Institute of Cell and Molecular Therapy
Griffith University
Nathan, Brisbane 4111, Australia
;
data_2
_chemical_name_systematic
;
Methyl 2-O-benzyl-3,4-O-dibenzoyl-1-thio-β-L-fucopyranoside
;
_chemical_name_common     ?
_chemical_formula_moiety     'C28 H28 O6 S'
_chemical_formula_sum     'C28 H28 O6 S'
_chemical_formula_structural     ?
_chemical_formula_iupac     'C28 H28 O6 S'
_chemical_formula_weight     492.57
_chemical_melting_point     ?
_symmetry_cell_setting     Orthorhombic
_symmetry_space_group_name_H-M     'P 21 21 21'
_symmetry_space_group_name_Hall     'P 2ac 2ab'
loop_
    _symmetry_equiv_pos_site_id
    _symmetry_equiv_pos_as_xyz
    1 x,y,z
    2 1/2-x,-y,1/2+z
    3 1/2+x,1/2-y,-z
    4 -x,1/2+y,1/2-z
_cell_length_a     11.725(2)
_cell_length_b     20.396(3)
_cell_length_c     11.040(2)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     90
_cell_volume     2640.1(8)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     25
_cell_measurement_theta_min     7.7
_cell_measurement_theta_max     10.6
_cell_measurement_temperature     295
_cell_special_details
; ?
;
_exptl_crystal_description     'block'
_exptl_crystal_colour     'colourless'
_exptl_crystal_size_max     0.350
_exptl_crystal_size_mid     0.200
_exptl_crystal_size_min     0.150
_exptl_crystal_size_rad     ?
_exptl_crystal_density_diffrn     1.239
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1040
_exptl_absorpt_coefficient_mu     0.162
_exptl_absorpt_correction_type     'none'
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details
;
The scan width was (0.84+0.30tanθ)° with an ω
scan speed of 16° per minute
(up to 4 scans to achieve I/σ(I) > 10).
Stationary background counts were recorded at each end of the
scan, and the scan time:background time ratio was 2:1.
;
_diffrn_ambient_temperature     295.2
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_source     'Rigaku rotating anode'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device     'Rigaku AFC-7R'
_diffrn_measurement_method     ω
_diffrn_reflns_number     3971
_diffrn_reflns_av_R_equivalents     0.0113
_diffrn_reflns_av_sigmaI/netI     0.0432
_diffrn_reflns_theta_min     2.53
_diffrn_reflns_theta_max     27.50
_diffrn_reflns_theta_full     27.50
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     0
_diffrn_reflns_limit_h_max     15
_diffrn_reflns_limit_k_min     -10
_diffrn_reflns_limit_k_max     26
_diffrn_reflns_limit_l_min     -14
_diffrn_reflns_limit_l_max     14
_diffrn_reflns_reduction_process
; ?
;
_diffrn_standards_number     3
_diffrn_standards_interval_count     150
_diffrn_standards_decay_%     0.16
loop_
    _diffrn_standard_refln_index_h
    _diffrn_standard_refln_index_k
    _diffrn_standard_refln_index_l
    1 1 2
    2 -2 -1
    1 -1 2
_refine_special_details
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_reflns_number_total     3548
_reflns_number_gt     2276
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0932
_refine_ls_R_factor_gt     0.0465
_refine_ls_wR_factor_gt     0.1209
_refine_ls_wR_factor_ref     0.1418
_refine_ls_goodness_of_fit_ref     1.031
_refine_ls_restrained_S_all     1.031
_refine_ls_number_reflns     3548
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_number_constraints     ?
_refine_ls_hydrogen_treatment     'noref'
_refine_ls_weighting_scheme     'calc'
_refine_ls_weighting_details
     'calc w = 1/[σ²(Fo²)+(0.0607P)²+1.0014P] where P = (Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     'geom'
_atom_sites_solution_primary     'direct'
_atom_sites_solution_secondary     'difmap'
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.571
_refine_diff_density_min     -0.249
_refine_ls_extinction_method     SHELXL97
_refine_ls_extinction_coef     0.0076(14)
_refine_ls_extinction_expression
                                  'FC^*^=KFC[1+0.001XFC²Λ³/SIN(2Θ)]^-1/4^'
_refine_ls_abs_structure_details     'Flack (1983), 139 Friedel pairs'
_refine_ls_abs_structure_Flack     -0.19(15)
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    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'
    H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
MSC/AFC7 Diffractometer Control Software for Windows (Molecular Structure
Corporation, 1999)
;
_computing_cell_refinement
                    'MSC/AFC7 Diffractometer ControlSoftware for Windows'
_computing_data_reduction
      'TEXSAN for Windows (Molecular Structure Corporation, 2001)'
_computing_structure_solution     'TEXSAN for Windows'
_computing_structure_refinement
               'TEXSAN for Windows and SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material
                      'TEXSAN for Windows and PLATON (Spek, 2003)'
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_thermal_displace_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_type_symbol
    S1 0.62705(10) 0.07990(5) 0.29830(10) 0.0521(3) Uani . . 1.000 S
    O1 0.7890(2) 0.08912(12) 0.4631(2) 0.0450(8) Uani . . 1.000 O
    O2 0.7189(3) 0.21242(16) 0.2311(3) 0.0700(11) Uani . . 1.000 O
    O3 0.9391(2) 0.24934(12) 0.3008(2) 0.0477(9) Uani . . 1.000 O
    O4 0.9805(3) 0.32486(16) 0.4414(3) 0.0706(13) Uani . . 1.000 O
    O5 1.0077(2) 0.12655(15) 0.3887(3) 0.0518(10) Uani . . 1.000 O
    O6 1.1656(3) 0.1882(2) 0.4125(4) 0.0947(16) Uani . . 1.000 O
    C1 0.7149(3) 0.13059(19) 0.3941(4) 0.0420(12) Uani . . 1.000 C
    C2 0.7850(3) 0.17506(18) 0.3115(4) 0.0443(12) Uani . . 1.000 C
    C3 0.8697(4) 0.21383(17) 0.3864(4) 0.0427(11) Uani . . 1.000 C
    C4 0.9410(4) 0.1689(2) 0.4655(4) 0.0463(12) Uani . . 1.000 C
    C5 0.8635(4) 0.12621(19) 0.5412(3) 0.0467(12) Uani . . 1.000 C
    C6 0.9258(4) 0.0772(2) 0.6198(4) 0.0653(17) Uani . . 1.000 C
    C7 0.5506(5) 0.0326(2) 0.4073(5) 0.0733(19) Uani . . 1.000 C
    C8 0.6625(6) 0.2583(4) 0.2857(6) 0.098(3) Uani . . 1.000 C
    C9 0.5777(5) 0.2887(3) 0.1842(7) 0.081(2) Uani . . 1.000 C
    C10 0.4689(6) 0.2701(3) 0.1895(6) 0.092(3) Uani . . 1.000 C
    C11 0.3866(7) 0.2935(5) 0.1169(9) 0.126(4) Uani . . 1.000 C
    C12 0.4195(13) 0.3360(6) 0.0296(8) 0.153(6) Uani . . 1.000 C
    C13 0.5287(15) 0.3586(5) 0.0136(10) 0.161(6) Uani . . 1.000 C
    C14 0.6088(8) 0.3326(4) 0.0989(10) 0.124(4) Uani . . 1.000 C
    C15 0.9862(4) 0.3061(2) 0.3375(4) 0.0490(14) Uani . . 1.000 C
    C16 1.0427(3) 0.34192(18) 0.2375(4) 0.0430(12) Uani . . 1.000 C
    C17 1.0345(4) 0.3222(2) 0.1188(4) 0.0603(17) Uani . . 1.000 C
    C18 1.0820(5) 0.3592(3) 0.0267(5) 0.0740(19) Uani . . 1.000 C
    C19 1.1397(4) 0.4166(2) 0.0551(4) 0.0647(17) Uani . . 1.000 C
    C20 1.1500(4) 0.4358(2) 0.1723(5) 0.0637(18) Uani . . 1.000 C
    C21 1.1029(4) 0.3986(2) 0.2652(4) 0.0577(16) Uani . . 1.000 C
    C22 1.1195(4) 0.1399(2) 0.3700(5) 0.0627(16) Uani . . 1.000 C
    C23 1.1722(4) 0.0912(3) 0.2883(5) 0.0633(16) Uani . . 1.000 C
    C24 1.2782(5) 0.1039(4) 0.2420(7) 0.109(3) Uani . . 1.000 C
    C25 1.3284(5) 0.0593(5) 0.1633(8) 0.129(4) Uani . . 1.000 C
    C26 1.2746(5) 0.0025(5) 0.1329(8) 0.119(4) Uani . . 1.000 C
    C27 1.1692(5) -0.0114(3) 0.1805(7) 0.103(3) Uani . . 1.000 C
    C28 1.1194(4) 0.0332(3) 0.2586(5) 0.0747(19) Uani . . 1.000 C
    H1 0.66830 0.15590 0.44750 0.0470 Uiso . . 1.000 H
    H2 0.82940 0.14680 0.26280 0.0520 Uiso . . 1.000 H
    H3 0.82950 0.24400 0.43720 0.0500 Uiso . . 1.000 H
    H4 0.98970 0.19380 0.51630 0.0540 Uiso . . 1.000 H
    H5 0.81840 0.15350 0.59150 0.0550 Uiso . . 1.000 H
    H6A 0.87290 0.05570 0.67150 0.0780 Uiso . . 1.000 H
    H6B 0.96270 0.04560 0.57000 0.0780 Uiso . . 1.000 H
    H6C 0.98110 0.09940 0.66750 0.0780 Uiso . . 1.000 H
    H7A 0.51410 0.06130 0.46310 0.0880 Uiso . . 1.000 H
    H7B 0.49610 0.00630 0.36800 0.0880 Uiso . . 1.000 H
    H7C 0.60320 0.00550 0.45050 0.0880 Uiso . . 1.000 H
    H8A 0.62210 0.24360 0.34960 0.1260 Uiso . . 1.000 H
    H8B 0.71530 0.29280 0.30830 0.1260 Uiso . . 1.000 H
    H10 0.44780 0.23890 0.24750 0.1090 Uiso . . 1.000 H
    H11 0.31010 0.28140 0.12270 0.1540 Uiso . . 1.000 H
    H12 0.36620 0.35340 -0.02710 0.1780 Uiso . . 1.000 H
    H13 0.55300 0.38830 -0.04940 0.1920 Uiso . . 1.000 H
    H14 0.68580 0.34670 0.09580 0.1450 Uiso . . 1.000 H
    H17 0.99420 0.28290 0.10070 0.0720 Uiso . . 1.000 H
    H18 1.07500 0.34500 -0.05500 0.0880 Uiso . . 1.000 H
    H19 1.17330 0.44170 -0.00790 0.0760 Uiso . . 1.000 H
    H20 1.18850 0.47550 0.19100 0.0740 Uiso . . 1.000 H
    H21 1.11190 0.41140 0.34740 0.0660 Uiso . . 1.000 H
    H24 1.31730 0.14370 0.26290 0.1270 Uiso . . 1.000 H
    H25 1.40150 0.06940 0.12910 0.1580 Uiso . . 1.000 H
    H26 1.31000 -0.02710 0.07970 0.1440 Uiso . . 1.000 H
    H27 1.13160 -0.05040 0.15950 0.1280 Uiso . . 1.000 H
    H28 1.04740 0.02370 0.29320 0.0900 Uiso . . 1.000 H
_geom_special_details
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_1
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    S1 C1 . . 1.802(4) yes
    S1 C7 . . 1.784(5) yes
    O1 C1 . . 1.432(5) yes
    O1 C5 . . 1.442(5) yes
    O2 C2 . . 1.403(5) yes
    O2 C8 . . 1.295(8) yes
    O3 C3 . . 1.442(5) yes
    O3 C15 . . 1.345(5) yes
    O4 C15 . . 1.211(5) yes
    O5 C4 . . 1.441(5) yes
    O5 C22 . . 1.355(5) yes
    O6 C22 . . 1.218(6) yes
    C1 C2 . . 1.526(6) no
    C2 C3 . . 1.515(6) no
    C3 C4 . . 1.517(6) no
    C4 C5 . . 1.511(6) no
    C5 C6 . . 1.512(6) no
    C8 C9 . . 1.621(10) no
    C9 C10 . . 1.332(9) no
    C9 C14 . . 1.350(12) no
    C10 C11 . . 1.342(11) no
    C11 C12 . . 1.352(15) no
    C12 C13 . . 1.37(2) no
    C13 C14 . . 1.432(17) no
    C15 C16 . . 1.480(6) no
    C16 C17 . . 1.374(6) no
    C16 C21 . . 1.389(6) no
    C17 C18 . . 1.383(7) no
    C18 C19 . . 1.388(7) no
    C19 C20 . . 1.357(7) no
    C20 C21 . . 1.390(7) no
    C22 C23 . . 1.477(7) no
    C23 C24 . . 1.369(8) no
    C23 C28 . . 1.375(8) no
    C24 C25 . . 1.389(12) no
    C25 C26 . . 1.361(13) no
    C26 C27 . . 1.373(9) no
    C27 C28 . . 1.383(9) no
    C1 H1 . . 0.9600 no
    C2 H2 . . 0.9400 no
    C3 H3 . . 0.9600 no
    C4 H4 . . 0.9500 no
    C5 H5 . . 0.9500 no
    C6 H6A . . 0.9500 no
    C6 H6B . . 0.9500 no
    C6 H6C . . 0.9500 no
    C7 H7A . . 0.9500 no
    C7 H7B . . 0.9400 no
    C7 H7C . . 0.9600 no
    C8 H8A . . 0.9000 no
    C8 H8B . . 0.9700 no
    C10 H10 . . 0.9400 no
    C11 H11 . . 0.9300 no
    C12 H12 . . 0.9500 no
    C13 H13 . . 0.9700 no
    C14 H14 . . 0.9500 no
    C17 H17 . . 0.9500 no
    C18 H18 . . 0.9500 no
    C19 H19 . . 0.9500 no
    C20 H20 . . 0.9500 no
    C21 H21 . . 0.9500 no
    C24 H24 . . 0.9600 no
    C25 H25 . . 0.9600 no
    C26 H26 . . 0.9400 no
    C27 H27 . . 0.9400 no
    C28 H28 . . 0.9500 no
loop_
    _geom_contact_atom_site_label_1
    _geom_contact_atom_site_label_2
    _geom_contact_distance
    _geom_contact_site_symmetry_1
    _geom_contact_site_symmetry_2
    _geom_contact_publ_flag
    S1 O2 3.003(4) . . no
    S1 C8 3.665(8) . . no
    S1 H6A 3.1000 . 2_654 no
    S1 H18 3.1500 . 3_455 no
    S1 H20 3.0400 . 4_745 no
    O1 O5 2.799(3) . . no
    O2 O3 2.797(4) . . no
    O2 S1 3.003(4) . . no
    O3 C8 3.253(7) . . no
    O3 O6 3.183(4) . . no
    O3 O2 2.797(4) . . no
    O3 O5 2.804(4) . . no
    O3 C22 3.169(5) . . no
    O4 C1 3.417(5) . 3_556 no
    O4 C4 3.226(5) . . no
    O5 O1 2.799(3) . . no
    O5 O3 2.804(4) . . no
    O6 C15 3.300(6) . . no
    O6 O3 3.183(4) . . no
    O1 H7C 2.7700 . . no
    O1 H20 2.8900 . 4_745 no
    O2 H18 2.8300 . 3_455 no
    O3 H17 2.4000 . . no
    O3 H8B 2.7700 . . no
    O4 H4 2.8000 . . no
    O4 H21 2.5600 . . no
    O4 H3 2.4200 . . no
    O4 H1 2.5500 . 3_556 no
    O4 H7A 2.5800 . 3_556 no
    O5 H28 2.3900 . . no
    O5 H2 2.5400 . . no
    O5 H6B 2.6500 . . no
    O6 H4 2.3600 . . no
    O6 H24 2.5900 . . no
    O6 H3 2.8900 . 3_556 no
    C1 O4 3.417(5) . 3_456 no
    C4 O4 3.226(5) . . no
    C8 O3 3.253(7) . . no
    C8 S1 3.665(8) . . no
    C15 O6 3.300(6) . . no
    C22 O3 3.169(5) . . no
    C1 H8A 2.6000 . . no
    C3 H8B 2.5700 . . no
    C3 H8A 2.9900 . . no
    C7 H21 3.0300 . 3_456 no
    C8 H3 2.5900 . . no
    C8 H1 2.7500 . . no
    C9 H6C 3.0300 . 3_456 no
    C9 H18 3.0800 . 3_455 no
    C10 H18 3.0400 . 3_455 no
    C10 H6C 3.1000 . 3_456 no
    C12 H17 2.9500 . 3_455 no
    C15 H4 3.0200 . . no
    C18 H25 3.0900 . 3_455 no
    C19 H12 3.0900 . 1_655 no
    C20 H28 2.9500 . 4_755 no
    C21 H27 3.0500 . 4_755 no
    C23 H13 3.0100 . 3_555 no
    C28 H13 2.9200 . 3_555 no
    H1 C8 2.7500 . . no
    H1 H5 2.3700 . . no
    H1 H8A 2.1600 . . no
    H1 O4 2.5500 . 3_456 no
    H2 O5 2.5400 . . no
    H3 O4 2.4200 . . no
    H3 C8 2.5900 . . no
    H3 H5 2.5200 . . no
    H3 H8B 2.1900 . . no
    H3 O6 2.8900 . 3_456 no
    H4 O4 2.8000 . . no
    H4 O6 2.3600 . . no
    H4 C15 3.0200 . . no
    H4 H6C 2.5500 . . no
    H4 H8A 2.5000 . 3_556 no
    H5 H1 2.3700 . . no
    H5 H3 2.5200 . . no
    H6A S1 3.1000 . 2_655 no
    H6B O5 2.6500 . . no
    H6C H4 2.5500 . . no
    H6C C9 3.0300 . 3_556 no
    H6C C10 3.1000 . 3_556 no
    H7A O4 2.5800 . 3_456 no
    H7A H21 2.4500 . 3_456 no
    H7C O1 2.7700 . . no
    H8A C1 2.6000 . . no
    H8A C3 2.9900 . . no
    H8A H1 2.1600 . . no
    H8A H10 2.3400 . . no
    H8A H4 2.5000 . 3_456 no
    H8B O3 2.7700 . . no
    H8B C3 2.5700 . . no
    H8B H3 2.1900 . . no
    H10 H8A 2.3400 . . no
    H10 H24 2.4800 . 1_455 no
    H12 C19 3.0900 . 1_455 no
    H13 C23 3.0100 . 3_455 no
    H13 C28 2.9200 . 3_455 no
    H17 O3 2.4000 . . no
    H17 C12 2.9500 . 3_555 no
    H18 S1 3.1500 . 3_555 no
    H18 O2 2.8300 . 3_555 no
    H18 C9 3.0800 . 3_555 no
    H18 C10 3.0400 . 3_555 no
    H20 S1 3.0400 . 4_755 no
    H20 O1 2.8900 . 4_755 no
    H21 O4 2.5600 . . no
    H21 C7 3.0300 . 3_556 no
    H21 H7A 2.4500 . 3_556 no
    H24 O6 2.5900 . . no
    H24 H10 2.4800 . 1_655 no
    H25 C18 3.0900 . 3_555 no
    H27 C21 3.0500 . 4_745 no
    H28 O5 2.3900 . . no
    H28 C20 2.9500 . 4_745 no
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_2
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C1 S1 C7 . . . 101.6(2) yes
    C1 O1 C5 . . . 112.1(3) yes
    C2 O2 C8 . . . 112.3(4) yes
    C3 O3 C15 . . . 117.8(3) yes
    C4 O5 C22 . . . 119.6(3) yes
    S1 C1 O1 . . . 108.7(2) ?
    S1 C1 C2 . . . 107.3(3) ?
    O1 C1 C2 . . . 110.0(3) ?
    O2 C2 C1 . . . 113.8(3) ?
    O2 C2 C3 . . . 115.1(3) ?
    C1 C2 C3 . . . 109.7(4) no
    O3 C3 C2 . . . 105.9(3) ?
    O3 C3 C4 . . . 111.7(4) ?
    C2 C3 C4 . . . 111.1(3) no
    O5 C4 C3 . . . 108.8(3) ?
    O5 C4 C5 . . . 107.9(3) ?
    C3 C4 C5 . . . 109.6(4) no
    O1 C5 C4 . . . 109.6(3) ?
    O1 C5 C6 . . . 106.8(3) ?
    C4 C5 C6 . . . 114.1(4) no
    O2 C8 C9 . . . 105.5(5) ?
    C8 C9 C10 . . . 116.6(6) no
    C8 C9 C14 . . . 124.8(6) no
    C10 C9 C14 . . . 118.6(7) no
    C9 C10 C11 . . . 124.1(7) no
    C10 C11 C12 . . . 116.6(9) no
    C11 C12 C13 . . . 125.0(11) no
    C12 C13 C14 . . . 113.8(10) no
    C9 C14 C13 . . . 121.8(9) no
    O3 C15 O4 . . . 122.3(4) ?
    O3 C15 C16 . . . 112.6(3) ?
    O4 C15 C16 . . . 125.1(4) ?
    C15 C16 C17 . . . 122.4(4) no
    C15 C16 C21 . . . 118.3(4) no
    C17 C16 C21 . . . 119.3(4) no
    C16 C17 C18 . . . 120.9(4) no
    C17 C18 C19 . . . 119.4(5) no
    C18 C19 C20 . . . 120.1(4) no
    C19 C20 C21 . . . 120.7(4) no
    C16 C21 C20 . . . 119.6(4) no
    O5 C22 O6 . . . 122.2(4) ?
    O5 C22 C23 . . . 111.3(4) ?
    O6 C22 C23 . . . 126.4(5) ?
    C22 C23 C24 . . . 118.7(6) no
    C22 C23 C28 . . . 122.4(4) no
    C24 C23 C28 . . . 118.9(6) no
    C23 C24 C25 . . . 119.6(7) no
    C24 C25 C26 . . . 121.0(6) no
    C25 C26 C27 . . . 119.9(8) no
    C26 C27 C28 . . . 118.9(6) no
    C23 C28 C27 . . . 121.6(5) no
    S1 C1 H1 . . . 110.00 no
    O1 C1 H1 . . . 110.00 no
    C2 C1 H1 . . . 111.00 no
    O2 C2 H2 . . . 106.00 no
    C1 C2 H2 . . . 106.00 no
    C3 C2 H2 . . . 106.00 no
    O3 C3 H3 . . . 110.00 no
    C2 C3 H3 . . . 109.00 no
    C4 C3 H3 . . . 109.00 no
    O5 C4 H4 . . . 110.00 no
    C3 C4 H4 . . . 110.00 no
    C5 C4 H4 . . . 110.00 no
    O1 C5 H5 . . . 109.00 no
    C4 C5 H5 . . . 109.00 no
    C6 C5 H5 . . . 109.00 no
    C5 C6 H6A . . . 110.00 no
    C5 C6 H6B . . . 110.00 no
    C5 C6 H6C . . . 109.00 no
    H6A C6 H6B . . . 109.00 no
    H6A C6 H6C . . . 109.00 no
    H6B C6 H6C . . . 109.00 no
    S1 C7 H7A . . . 109.00 no
    S1 C7 H7B . . . 110.00 no
    S1 C7 H7C . . . 109.00 no
    H7A C7 H7B . . . 110.00 no
    H7A C7 H7C . . . 109.00 no
    H7B C7 H7C . . . 110.00 no
    O2 C8 H8A . . . 113.00 no
    O2 C8 H8B . . . 109.00 no
    C9 C8 H8A . . . 110.00 no
    C9 C8 H8B . . . 107.00 no
    H8A C8 H8B . . . 112.00 no
    C9 C10 H10 . . . 118.00 no
    C11 C10 H10 . . . 117.00 no
    C10 C11 H11 . . . 124.00 no
    C12 C11 H11 . . . 120.00 no
    C11 C12 H12 . . . 121.00 no
    C13 C12 H12 . . . 114.00 no
    C12 C13 H13 . . . 125.00 no
    C14 C13 H13 . . . 121.00 no
    C9 C14 H14 . . . 119.00 no
    C13 C14 H14 . . . 119.00 no
    C16 C17 H17 . . . 119.00 no
    C18 C17 H17 . . . 120.00 no
    C17 C18 H18 . . . 120.00 no
    C19 C18 H18 . . . 121.00 no
    C18 C19 H19 . . . 119.00 no
    C20 C19 H19 . . . 120.00 no
    C19 C20 H20 . . . 120.00 no
    C21 C20 H20 . . . 120.00 no
    C16 C21 H21 . . . 120.00 no
    C20 C21 H21 . . . 121.00 no
    C23 C24 H24 . . . 120.00 no
    C25 C24 H24 . . . 120.00 no
    C24 C25 H25 . . . 119.00 no
    C26 C25 H25 . . . 120.00 no
    C25 C26 H26 . . . 120.00 no
    C27 C26 H26 . . . 120.00 no
    C26 C27 H27 . . . 120.00 no
    C28 C27 H27 . . . 121.00 no
    C23 C28 H28 . . . 119.00 no
    C27 C28 H28 . . . 120.00 no
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C7 S1 C1 O1 . . . . 61.8(3) no
    C7 S1 C1 C2 . . . . -179.2(3) no
    C5 O1 C1 S1 . . . . 179.2(2) no
    C5 O1 C1 C2 . . . . 62.0(4) no
    C1 O1 C5 C6 . . . . 172.9(3) no
    C1 O1 C5 C4 . . . . -63.0(4) no
    C8 O2 C2 C3 . . . . -56.9(6) no
    C8 O2 C2 C1 . . . . 70.9(5) no
    C2 O2 C8 C9 . . . . -171.7(4) no
    C15 O3 C3 C4 . . . . -86.4(4) no
    C3 O3 C15 O4 . . . . 6.6(6) no
    C3 O3 C15 C16 . . . . -172.6(3) no
    C15 O3 C3 C2 . . . . 152.5(3) no
    C22 O5 C4 C3 . . . . 101.6(4) no
    C22 O5 C4 C5 . . . . -139.7(4) no
    C4 O5 C22 O6 . . . . -2.7(7) no
    C4 O5 C22 C23 . . . . -179.6(4) no
    S1 C1 C2 C3 . . . . -174.0(3) no
    O1 C1 C2 O2 . . . . 173.5(3) no
    O1 C1 C2 C3 . . . . -56.0(4) no
    S1 C1 C2 O2 . . . . 55.4(4) no
    C1 C2 C3 C4 . . . . 53.1(4) no
    O2 C2 C3 O3 . . . . -55.6(4) no
    O2 C2 C3 C4 . . . . -177.1(4) no
    C1 C2 C3 O3 . . . . 174.6(3) no
    O3 C3 C4 O5 . . . . -54.6(4) no
    O3 C3 C4 C5 . . . . -172.3(3) no
    C2 C3 C4 O5 . . . . 63.5(4) no
    C2 C3 C4 C5 . . . . -54.2(5) no
    C3 C4 C5 C6 . . . . 177.4(3) no
    O5 C4 C5 O1 . . . . -60.6(4) no
    O5 C4 C5 C6 . . . . 59.1(4) no
    C3 C4 C5 O1 . . . . 57.7(4) no
    O2 C8 C9 C14 . . . . -80.1(9) no
    O2 C8 C9 C10 . . . . 102.3(7) no
    C8 C9 C10 C11 . . . . 176.0(7) no
    C10 C9 C14 C13 . . . . -1.0(13) no
    C14 C9 C10 C11 . . . . -1.7(12) no
    C8 C9 C14 C13 . . . . -178.5(8) no
    C9 C10 C11 C12 . . . . 3.6(13) no
    C10 C11 C12 C13 . . . . -2.8(16) no
    C11 C12 C13 C14 . . . . 0.4(16) no
    C12 C13 C14 C9 . . . . 1.6(14) no
    O4 C15 C16 C21 . . . . 6.1(7) no
    O4 C15 C16 C17 . . . . -171.9(4) no
    O3 C15 C16 C17 . . . . 7.4(6) no
    O3 C15 C16 C21 . . . . -174.7(4) no
    C21 C16 C17 C18 . . . . -2.2(7) no
    C15 C16 C21 C20 . . . . -175.5(4) no
    C17 C16 C21 C20 . . . . 2.5(6) no
    C15 C16 C17 C18 . . . . 175.7(4) no
    C16 C17 C18 C19 . . . . 0.7(8) no
    C17 C18 C19 C20 . . . . 0.5(8) no
    C18 C19 C20 C21 . . . . -0.2(7) no
    C19 C20 C21 C16 . . . . -1.3(7) no
    O5 C22 C23 C24 . . . . 168.0(5) no
    O5 C22 C23 C28 . . . . -13.0(7) no
    O6 C22 C23 C24 . . . . -8.7(9) no
    O6 C22 C23 C28 . . . . 170.3(5) no
    C24 C23 C28 C27 . . . . -2.0(9) no
    C22 C23 C24 C25 . . . . -178.9(6) no
    C28 C23 C24 C25 . . . . 2.1(10) no
    C22 C23 C28 C27 . . . . 179.0(6) no
    C23 C24 C25 C26 . . . . -1.1(12) no
    C24 C25 C26 C27 . . . . -0.1(13) no
    C25 C26 C27 C28 . . . . 0.3(12) no
    C26 C27 C28 C23 . . . . 0.8(10) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    C1 H1 O4 3_456 0.96 2.55 3.417(5) 151 yes
    C2 H2 O5 . 0.94 2.54 2.920(4) 104 yes
    C4 H4 O6 . 0.95 2.36 2.726(6) 102 yes
    C7 H7A O4 3_456 0.95 2.58 3.452(6) 152 yes
    C17 H17 O3 . 0.95 2.40 2.738(5) 100 yes
    C28 H28 O5 . 0.95 2.39 2.721(6) 100 yes
