# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_epr224
_database_code_depnum_ccdc_archive 'CCDC 1576754'
_audit_update_record             
;
2018-04-03 deposited with the CCDC.
2018-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            '2-OBz-orthobenzoate sulfite'
_chemical_melting_point          ?
_chemical_formula_moiety         C20H16O8S
_chemical_formula_sum            'C20 H16 O8 S'
_chemical_formula_weight         416.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_symmetry_space_group_name_H-M   P-1
_space_group_name_Hall           '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.1387(10)
_cell_length_b                   12.306(2)
_cell_length_c                   12.412(2)
_cell_angle_alpha                97.997(3)
_cell_angle_beta                 100.495(3)
_cell_angle_gamma                96.136(3)
_cell_volume                     904.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3257
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      26.15

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      1.528
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             465
_exptl_absorpt_coefficient_mu    0.225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6895
_exptl_absorpt_correction_T_max  0.8467
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9556
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0309
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.69
_diffrn_reflns_theta_max         26.15
_reflns_number_total             3591
_reflns_number_gt                2949
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) 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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0603P)²+0.2229P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3591
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1240
_refine_ls_wR_factor_gt          0.1171
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.37754(9) 1.17926(5) 0.18835(6) 0.0566(2) Uani 1 1 d . . .
O1 O -0.1267(2) 0.87919(11) 0.25522(11) 0.0402(3) Uani 1 1 d . . .
O3 O 0.2218(2) 0.81984(11) 0.29168(11) 0.0414(3) Uani 1 1 d . . .
O5 O 0.1433(2) 0.96917(11) 0.40398(11) 0.0430(3) Uani 1 1 d . . .
O2 O 0.0152(2) 0.79316(12) 0.06393(11) 0.0458(4) Uani 1 1 d . . .
O6 O 0.1164(2) 1.13085(12) 0.17325(13) 0.0521(4) Uani 1 1 d . . .
C1 C -0.0578(3) 0.94868(17) 0.18064(16) 0.0400(5) Uani 1 1 d . . .
H1 H -0.1868 0.9554 0.1236 0.048 Uiso 1 1 calc R . .
O4 O 0.4859(2) 1.06768(13) 0.21149(13) 0.0544(4) Uani 1 1 d . . .
C6 C 0.0373(3) 1.06172(17) 0.24803(18) 0.0430(5) Uani 1 1 d . . .
H6 H -0.0797 1.0946 0.2801 0.052 Uiso 1 1 calc R . .
C4 C 0.4084(3) 0.99925(17) 0.28735(18) 0.0444(5) Uani 1 1 d . . .
H4 H 0.5345 0.9910 0.3452 0.053 Uiso 1 1 calc R . .
C5 C 0.2265(3) 1.04696(17) 0.34051(17) 0.0429(5) Uani 1 1 d . . .
H5 H 0.2866 1.1181 0.3882 0.051 Uiso 1 1 calc R . .
C8 C 0.0530(3) 0.86595(16) 0.33843(16) 0.0389(4) Uani 1 1 d . . .
C3 C 0.3086(3) 0.88678(17) 0.21947(17) 0.0418(5) Uani 1 1 d . . .
H3 H 0.4244 0.8517 0.1883 0.050 Uiso 1 1 calc R . .
C2 C 0.1183(3) 0.89851(17) 0.12644(16) 0.0412(5) Uani 1 1 d . . .
H2 H 0.1721 0.9466 0.0775 0.049 Uiso 1 1 calc R . .
C11 C -0.0271(3) 0.78773(16) 0.40974(16) 0.0413(5) Uani 1 1 d . . .
O8 O 0.3057(3) 0.78872(16) -0.02095(15) 0.0718(5) Uani 1 1 d . . .
C13 C 0.1263(4) 0.74695(19) -0.01097(17) 0.0491(5) Uani 1 1 d . . .
C14 C 0.0033(4) 0.64225(18) -0.07613(17) 0.0488(5) Uani 1 1 d . . .
O7 O 0.4395(3) 1.25721(14) 0.28903(17) 0.0722(5) Uani 1 1 d . . .
C16 C -0.2456(4) 0.7398(2) 0.3911(2) 0.0573(6) Uani 1 1 d . . .
H16 H -0.3507 0.7588 0.3353 0.069 Uiso 1 1 calc R . .
C17 C 0.1244(4) 0.7595(2) 0.49364(19) 0.0586(6) Uani 1 1 d . . .
H17 H 0.2728 0.7920 0.5079 0.070 Uiso 1 1 calc R . .
C18 C -0.2024(4) 0.5983(2) -0.0604(2) 0.0594(6) Uani 1 1 d . . .
H18 H -0.2686 0.6352 -0.0070 0.071 Uiso 1 1 calc R . .
C19 C -0.3102(4) 0.6637(2) 0.4546(2) 0.0673(7) Uani 1 1 d . . .
H19 H -0.4586 0.6314 0.4410 0.081 Uiso 1 1 calc R . .
C20 C -0.1602(5) 0.6352(2) 0.5368(2) 0.0652(7) Uani 1 1 d . . .
H20 H -0.2051 0.5835 0.5791 0.078 Uiso 1 1 calc R . .
C21 C 0.0578(5) 0.6833(2) 0.5568(2) 0.0697(7) Uani 1 1 d . . .
H21 H 0.1615 0.6644 0.6133 0.084 Uiso 1 1 calc R . .
C22 C 0.0999(5) 0.5867(2) -0.15645(19) 0.0630(7) Uani 1 1 d . . .
H22 H 0.2380 0.6162 -0.1681 0.076 Uiso 1 1 calc R . .
C23 C -0.3096(5) 0.5004(2) -0.1234(2) 0.0731(8) Uani 1 1 d . . .
H23 H -0.4490 0.4710 -0.1132 0.088 Uiso 1 1 calc R . .
C24 C -0.2106(6) 0.4458(2) -0.2017(2) 0.0785(9) Uani 1 1 d . . .
H24 H -0.2827 0.3788 -0.2436 0.094 Uiso 1 1 calc R . .
C25 C -0.0076(6) 0.4888(2) -0.2186(2) 0.0772(9) Uani 1 1 d . . .
H25 H 0.0576 0.4515 -0.2722 0.093 Uiso 1 1 calc R . .


_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
S1 O7 1.429(2) . ?
S1 O6 1.6171(15) . ?
S1 O4 1.6264(16) . ?
O1 C8 1.407(2) . ?
O1 C1 1.433(2) . ?
O3 C8 1.409(2) . ?
O3 C3 1.432(2) . ?
O5 C8 1.407(2) . ?
O5 C5 1.432(2) . ?
O2 C13 1.349(3) . ?
O2 C2 1.432(2) . ?
O6 C6 1.455(2) . ?
C1 C2 1.515(3) . ?
C1 C6 1.517(3) . ?
C1 H1 0.9800 . ?
O4 C4 1.456(2) . ?
C6 C5 1.522(3) . ?
C6 H6 0.9800 . ?
C4 C3 1.519(3) . ?
C4 C5 1.525(3) . ?
C4 H4 0.9800 . ?
C5 H5 0.9800 . ?
C8 C11 1.499(3) . ?
C3 C2 1.520(3) . ?
C3 H3 0.9800 . ?
C2 H2 0.9800 . ?
C11 C16 1.371(3) . ?
C11 C17 1.374(3) . ?
O8 C13 1.199(3) . ?
C13 C14 1.471(3) . ?
C14 C18 1.377(3) . ?
C14 C22 1.387(3) . ?
C16 C19 1.377(3) . ?
C16 H16 0.9300 . ?
C17 C21 1.378(3) . ?
C17 H17 0.9300 . ?
C18 C23 1.370(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.355(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.368(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C25 1.367(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.373(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.365(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?

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
O7 S1 O6 108.16(10) . . ?
O7 S1 O4 107.23(10) . . ?
O6 S1 O4 98.75(8) . . ?
C8 O1 C1 112.15(14) . . ?
C8 O3 C3 112.33(14) . . ?
C8 O5 C5 112.38(15) . . ?
C13 O2 C2 115.89(17) . . ?
C6 O6 S1 121.91(12) . . ?
O1 C1 C2 109.25(15) . . ?
O1 C1 C6 107.67(16) . . ?
C2 C1 C6 110.46(16) . . ?
O1 C1 H1 109.8 . . ?
C2 C1 H1 109.8 . . ?
C6 C1 H1 109.8 . . ?
C4 O4 S1 121.15(12) . . ?
O6 C6 C1 107.69(16) . . ?
O6 C6 C5 111.64(16) . . ?
C1 C6 C5 108.29(16) . . ?
O6 C6 H6 109.7 . . ?
C1 C6 H6 109.7 . . ?
C5 C6 H6 109.7 . . ?
O4 C4 C3 107.16(17) . . ?
O4 C4 C5 112.12(16) . . ?
C3 C4 C5 107.95(16) . . ?
O4 C4 H4 109.8 . . ?
C3 C4 H4 109.8 . . ?
C5 C4 H4 109.8 . . ?
O5 C5 C6 108.92(16) . . ?
O5 C5 C4 108.44(16) . . ?
C6 C5 C4 108.16(17) . . ?
O5 C5 H5 110.4 . . ?
C6 C5 H5 110.4 . . ?
C4 C5 H5 110.4 . . ?
O1 C8 O5 109.86(15) . . ?
O1 C8 O3 111.02(15) . . ?
O5 C8 O3 109.23(15) . . ?
O1 C8 C11 109.57(16) . . ?
O5 C8 C11 109.83(15) . . ?
O3 C8 C11 107.28(15) . . ?
O3 C3 C4 108.01(16) . . ?
O3 C3 C2 108.71(15) . . ?
C4 C3 C2 110.58(16) . . ?
O3 C3 H3 109.8 . . ?
C4 C3 H3 109.8 . . ?
C2 C3 H3 109.8 . . ?
O2 C2 C1 106.98(16) . . ?
O2 C2 C3 111.72(16) . . ?
C1 C2 C3 106.93(16) . . ?
O2 C2 H2 110.4 . . ?
C1 C2 H2 110.4 . . ?
C3 C2 H2 110.4 . . ?
C16 C11 C17 118.8(2) . . ?
C16 C11 C8 122.04(18) . . ?
C17 C11 C8 119.11(19) . . ?
O8 C13 O2 122.2(2) . . ?
O8 C13 C14 125.3(2) . . ?
O2 C13 C14 112.5(2) . . ?
C18 C14 C22 119.4(2) . . ?
C18 C14 C13 122.5(2) . . ?
C22 C14 C13 118.1(2) . . ?
C11 C16 C19 120.3(2) . . ?
C11 C16 H16 119.9 . . ?
C19 C16 H16 119.9 . . ?
C11 C17 C21 120.4(2) . . ?
C11 C17 H17 119.8 . . ?
C21 C17 H17 119.8 . . ?
C23 C18 C14 120.1(3) . . ?
C23 C18 H18 120.0 . . ?
C14 C18 H18 120.0 . . ?
C20 C19 C16 120.9(2) . . ?
C20 C19 H19 119.5 . . ?
C16 C19 H19 119.5 . . ?
C19 C20 C21 119.3(2) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C20 C21 C17 120.3(2) . . ?
C20 C21 H21 119.8 . . ?
C17 C21 H21 119.8 . . ?
C25 C22 C14 120.2(3) . . ?
C25 C22 H22 119.9 . . ?
C14 C22 H22 119.9 . . ?
C18 C23 C24 119.8(3) . . ?
C18 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 120.7(3) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C22 119.8(3) . . ?
C24 C25 H25 120.1 . . ?
C22 C25 H25 120.1 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        26.15
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.046
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_epr4b
_database_code_depnum_ccdc_archive 'CCDC 1576755'
_audit_update_record             
;
2017-09-27 deposited with the CCDC.
2018-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H12 O8 S'
_chemical_formula_weight         340.30

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_space_group_name_H-M   'P -1'
_symmetry_cell_setting           triclinic

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.2082(8)
_cell_length_b                   7.2693(12)
_cell_length_c                   16.148(2)
_cell_angle_alpha                93.364(12)
_cell_angle_beta                 96.808(11)
_cell_angle_gamma                109.758(14)
_cell_volume                     677.20(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1670
_cell_measurement_theta_min      2.9883
_cell_measurement_theta_max      28.9440

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.32
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             352
_exptl_absorpt_coefficient_mu    0.284
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8901
_exptl_absorpt_correction_T_max  0.9147
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4561
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.99
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2755
_reflns_number_gt                2203
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) 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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0658P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2755
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.1115
_refine_ls_wR_factor_gt          0.1072
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9633(3) 0.7243(3) 0.26152(11) 0.0286(4) Uani 1 1 d . . .
H1 H 1.0213 0.6551 0.2205 0.034 Uiso 1 1 calc R . .
C2 C 0.7103(3) 0.6939(3) 0.23259(10) 0.0262(4) Uani 1 1 d . . .
H2 H 0.6162 0.5544 0.2302 0.031 Uiso 1 1 calc R . .
C3 C 0.6358(3) 0.8140(3) 0.29610(10) 0.0284(4) Uani 1 1 d . . .
H3 H 0.4751 0.8037 0.2785 0.034 Uiso 1 1 calc R . .
C4 C 0.6595(3) 0.7372(3) 0.38224(11) 0.0294(4) Uani 1 1 d . . .
H4 H 0.6030 0.8081 0.4231 0.035 Uiso 1 1 calc R . .
C5 C 0.9147(3) 0.7696(3) 0.41049(11) 0.0300(4) Uani 1 1 d . . .
H5 H 0.9367 0.7293 0.4668 0.036 Uiso 1 1 calc R . .
C6 C 0.9919(3) 0.6501(3) 0.34772(10) 0.0284(4) Uani 1 1 d . . .
H6 H 1.1550 0.6680 0.3650 0.034 Uiso 1 1 calc R . .
C7 C 0.4835(3) 0.6955(3) 0.10318(11) 0.0284(4) Uani 1 1 d . . .
C8 C 0.4929(3) 0.7419(3) 0.01495(10) 0.0285(4) Uani 1 1 d . . .
C9 C 0.7013(3) 0.8172(3) -0.01589(11) 0.0351(5) Uani 1 1 d . . .
H9 H 0.8403 0.8393 0.0188 0.042 Uiso 1 1 calc R . .
C10 C 0.7018(4) 0.8594(3) -0.09860(12) 0.0411(5) Uani 1 1 d . . .
H10 H 0.8413 0.9085 -0.1194 0.049 Uiso 1 1 calc R . .
C11 C 0.4964(4) 0.8287(3) -0.15009(11) 0.0407(5) Uani 1 1 d . . .
H11 H 0.4981 0.8600 -0.2051 0.049 Uiso 1 1 calc R . .
C12 C 0.2888(4) 0.7518(3) -0.12027(12) 0.0427(5) Uani 1 1 d . . .
H12 H 0.1505 0.7292 -0.1555 0.051 Uiso 1 1 calc R . .
C13 C 0.2854(3) 0.7079(3) -0.03769(12) 0.0360(5) Uani 1 1 d . . .
H13 H 0.1452 0.6559 -0.0176 0.043 Uiso 1 1 calc R . .
C14 C 1.0168(3) 1.0351(3) 0.32891(12) 0.0371(5) Uani 1 1 d . . .
H14 H 1.1107 1.1748 0.3319 0.045 Uiso 1 1 calc R . .
O1 O 1.0968(2) 0.9325(2) 0.27099(8) 0.0358(3) Uani 1 1 d . . .
O2 O 0.6973(2) 0.75867(19) 0.14978(7) 0.0311(3) Uani 1 1 d . . .
O3 O 0.7855(2) 1.01617(19) 0.30416(8) 0.0356(3) Uani 1 1 d . . .
O4 O 0.5187(2) 0.5279(2) 0.37212(7) 0.0339(3) Uani 1 1 d . . .
O5 O 1.0478(2) 0.9743(2) 0.40943(8) 0.0376(3) Uani 1 1 d . . .
O6 O 0.8536(2) 0.44147(19) 0.34028(8) 0.0341(3) Uani 1 1 d . . .
O7 O 0.7159(3) 0.3770(3) 0.47699(9) 0.0521(4) Uani 1 1 d . . .
O8 O 0.3103(2) 0.6115(2) 0.13144(8) 0.0407(4) Uani 1 1 d . . .
S1 S 0.63270(8) 0.35963(8) 0.38854(3) 0.03668(17) Uani 1 1 d . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.447(2) . ?
C1 C2 1.521(2) . ?
C1 C6 1.534(2) . ?
C1 H1 0.9800 . ?
C2 O2 1.4459(19) . ?
C2 C3 1.519(3) . ?
C2 H2 0.9800 . ?
C3 O3 1.437(2) . ?
C3 C4 1.538(2) . ?
C3 H3 0.9800 . ?
C4 O4 1.464(2) . ?
C4 C5 1.529(2) . ?
C4 H4 0.9800 . ?
C5 O5 1.440(2) . ?
C5 C6 1.518(3) . ?
C5 H5 0.9800 . ?
C6 O6 1.458(2) . ?
C6 H6 0.9800 . ?
C7 O8 1.201(2) . ?
C7 O2 1.360(2) . ?
C7 C8 1.487(2) . ?
C8 C9 1.389(3) . ?
C8 C13 1.394(3) . ?
C9 C10 1.388(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.379(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.377(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.390(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O1 1.399(2) . ?
C14 O3 1.401(2) . ?
C14 O5 1.410(2) . ?
C14 H14 0.9800 . ?
O4 S1 1.6269(15) . ?
O6 S1 1.6118(13) . ?
O7 S1 1.4429(15) . ?

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 C1 C2 109.20(15) . . ?
O1 C1 C6 107.14(13) . . ?
C2 C1 C6 110.32(14) . . ?
O1 C1 H1 110.0 . . ?
C2 C1 H1 110.0 . . ?
C6 C1 H1 110.0 . . ?
O2 C2 C3 112.73(15) . . ?
O2 C2 C1 106.75(13) . . ?
C3 C2 C1 107.28(14) . . ?
O2 C2 H2 110.0 . . ?
C3 C2 H2 110.0 . . ?
C1 C2 H2 110.0 . . ?
O3 C3 C2 109.82(14) . . ?
O3 C3 C4 107.67(13) . . ?
C2 C3 C4 109.00(15) . . ?
O3 C3 H3 110.1 . . ?
C2 C3 H3 110.1 . . ?
C4 C3 H3 110.1 . . ?
O4 C4 C5 111.24(15) . . ?
O4 C4 C3 107.31(13) . . ?
C5 C4 C3 108.61(14) . . ?
O4 C4 H4 109.9 . . ?
C5 C4 H4 109.9 . . ?
C3 C4 H4 109.9 . . ?
O5 C5 C6 108.40(14) . . ?
O5 C5 C4 108.72(16) . . ?
C6 C5 C4 108.10(14) . . ?
O5 C5 H5 110.5 . . ?
C6 C5 H5 110.5 . . ?
C4 C5 H5 110.5 . . ?
O6 C6 C5 111.98(14) . . ?
O6 C6 C1 108.16(13) . . ?
C5 C6 C1 108.46(15) . . ?
O6 C6 H6 109.4 . . ?
C5 C6 H6 109.4 . . ?
C1 C6 H6 109.4 . . ?
O8 C7 O2 122.79(16) . . ?
O8 C7 C8 125.18(16) . . ?
O2 C7 C8 112.02(15) . . ?
C9 C8 C13 119.65(17) . . ?
C9 C8 C7 121.83(16) . . ?
C13 C8 C7 118.52(16) . . ?
C10 C9 C8 119.84(18) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
C11 C10 C9 120.3(2) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C12 C11 C10 120.16(18) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 120.17(18) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C8 119.82(18) . . ?
C12 C13 H13 120.1 . . ?
C8 C13 H13 120.1 . . ?
O1 C14 O3 112.06(15) . . ?
O1 C14 O5 110.49(17) . . ?
O3 C14 O5 111.06(15) . . ?
O1 C14 H14 107.7 . . ?
O3 C14 H14 107.7 . . ?
O5 C14 H14 107.7 . . ?
C14 O1 C1 111.22(14) . . ?
C7 O2 C2 116.05(13) . . ?
C14 O3 C3 111.28(15) . . ?
C4 O4 S1 121.82(11) . . ?
C14 O5 C5 111.24(13) . . ?
C6 O6 S1 121.71(11) . . ?
O7 S1 O6 108.05(8) . . ?
O7 S1 O4 108.31(9) . . ?
O6 S1 O4 99.16(7) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.071
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1576756'
_audit_update_record             
;
2018-04-03 deposited with the CCDC.
2018-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H22 O8'
_chemical_formula_sum            'C23 H22 O8'
_chemical_formula_weight         426.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   6.5124(3)
_cell_length_b                   15.0561(7)
_cell_length_c                   20.2887(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1989.33(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4962
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      29.97

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      1.423
_exptl_crystal_density_method    none
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.108
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9787
_exptl_absorpt_correction_T_max  0.9839
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            9670
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.421
_diffrn_reflns_theta_max         24.988
_diffrn_reflns_theta_full        24.988
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             3460
_reflns_number_gt                2998
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.707
_reflns_Friedel_fraction_max     0.979
_reflns_Friedel_fraction_full    0.979

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0606P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0099(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1114 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(4)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         3460
_refine_ls_number_parameters     283
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0804
_refine_ls_wR_factor_gt          0.0748
_refine_ls_goodness_of_fit_ref   0.851
_refine_ls_restrained_S_all      0.851
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.001

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.3014(3) 0.66286(12) 0.33497(7) 0.0238(4) Uani 1 1 d . . . . .
O3 O 0.5416(2) 0.65880(11) 0.21952(7) 0.0203(4) Uani 1 1 d . . . . .
O1 O 0.2967(2) 0.77153(11) 0.22064(8) 0.0227(4) Uani 1 1 d . . . . .
O4 O 0.8697(3) 0.78856(11) 0.33077(8) 0.0218(4) Uani 1 1 d . . . . .
O7 O 0.9644(3) 0.92899(11) 0.31033(8) 0.0250(4) Uani 1 1 d . . . . .
O6 O 0.6201(2) 0.90202(11) 0.33285(8) 0.0223(4) Uani 1 1 d . . . . .
O5 O 0.6095(2) 0.79378(11) 0.16899(8) 0.0218(4) Uani 1 1 d . . . . .
O8 O 0.2273(3) 0.72544(12) 0.43365(8) 0.0285(4) Uani 1 1 d . . . . .
C14 C -0.2979(4) 0.48316(19) 0.39527(13) 0.0294(6) Uani 1 1 d . . . . .
H14 H -0.4076 0.4436 0.3953 0.035 Uiso 1 1 calc R U . . .
C15 C -0.2989(4) 0.55531(19) 0.43759(12) 0.0318(7) Uani 1 1 d . . . . .
H15 H -0.4092 0.5637 0.4660 0.038 Uiso 1 1 calc R U . . .
C16 C -0.1370(4) 0.61513(18) 0.43799(12) 0.0256(6) Uani 1 1 d . . . . .
H16 H -0.1374 0.6631 0.4669 0.031 Uiso 1 1 calc R U . . .
C11 C 0.0266(4) 0.60254(16) 0.39455(11) 0.0200(5) Uani 1 1 d . . . . .
C10 C 0.1936(4) 0.67037(17) 0.39176(11) 0.0206(5) Uani 1 1 d . . . . .
C2 C 0.4583(4) 0.72915(16) 0.32350(12) 0.0210(6) Uani 1 1 d . . . . .
H2 H 0.5142 0.7508 0.3654 0.025 Uiso 1 1 calc R U . . .
C3 C 0.6265(4) 0.68660(16) 0.28200(11) 0.0186(5) Uani 1 1 d . . . . .
H3 H 0.6842 0.6353 0.3053 0.022 Uiso 1 1 calc R U . . .
C17 C 0.4554(4) 0.73061(17) 0.18410(11) 0.0203(5) Uani 1 1 d . . . . .
C18 C 0.3722(4) 0.69504(17) 0.11966(12) 0.0233(6) Uani 1 1 d . . . . .
C19 C 0.4925(4) 0.6351(2) 0.08445(12) 0.0308(7) Uani 1 1 d . . . . .
H19 H 0.6186 0.6168 0.1012 0.037 Uiso 1 1 calc R U . . .
C20 C 0.4242(4) 0.6025(2) 0.02440(13) 0.0368(7) Uani 1 1 d . . . . .
H20 H 0.5048 0.5626 0.0009 0.044 Uiso 1 1 calc R U . . .
C21 C 0.2378(5) 0.6291(2) -0.00057(13) 0.0369(7) Uani 1 1 d . . . . .
H21 H 0.1931 0.6074 -0.0410 0.044 Uiso 1 1 calc R U . . .
C13 C -0.1348(4) 0.46982(18) 0.35299(12) 0.0255(6) Uani 1 1 d . . . . .
H13 H -0.1332 0.4208 0.3251 0.031 Uiso 1 1 calc R U . . .
C12 C 0.0266(4) 0.52982(17) 0.35229(12) 0.0227(6) Uani 1 1 d . . . . .
H12 H 0.1357 0.5214 0.3234 0.027 Uiso 1 1 calc R U . . .
C1 C 0.3709(4) 0.80566(16) 0.28315(11) 0.0206(5) Uani 1 1 d . . . . .
H1 H 0.2576 0.8335 0.3073 0.025 Uiso 1 1 calc R U . . .
C4 C 0.7951(4) 0.75524(16) 0.26879(11) 0.0186(5) Uani 1 1 d . . . . .
H4 H 0.9079 0.7273 0.2445 0.022 Uiso 1 1 calc R U . . .
C7 C 0.8247(4) 0.87742(17) 0.34759(12) 0.0220(6) Uani 1 1 d . . . . .
C9 C 0.9564(5) 1.02275(18) 0.32266(14) 0.0379(7) Uani 1 1 d . . . . .
H9A H 0.8206 1.0443 0.3136 0.057 Uiso 1 1 calc R U . . .
H9B H 1.0532 1.0526 0.2947 0.057 Uiso 1 1 calc R U . . .
H9C H 0.9899 1.0341 0.3680 0.057 Uiso 1 1 calc R U . . .
C6 C 0.5392(4) 0.87437(17) 0.27013(11) 0.0204(5) Uani 1 1 d . . . . .
H6 H 0.4813 0.9256 0.2468 0.024 Uiso 1 1 calc R U . . .
C5 C 0.7022(4) 0.82976(16) 0.22747(11) 0.0193(5) Uani 1 1 d . . . . .
H5 H 0.8088 0.8728 0.2155 0.023 Uiso 1 1 calc R U . . .
C8 C 0.8523(4) 0.88563(19) 0.42107(12) 0.0329(7) Uani 1 1 d . . . . .
H8A H 0.7657 0.8433 0.4430 0.049 Uiso 1 1 calc R U . . .
H8B H 0.8156 0.9446 0.4348 0.049 Uiso 1 1 calc R U . . .
H8C H 0.9931 0.8743 0.4323 0.049 Uiso 1 1 calc R U . . .
C23 C 0.1838(4) 0.72130(18) 0.09469(13) 0.0297(6) Uani 1 1 d . . . . .
H23 H 0.1023 0.7610 0.1181 0.036 Uiso 1 1 calc R U . . .
C22 C 0.1170(5) 0.68786(19) 0.03429(13) 0.0356(7) Uani 1 1 d . . . . .
H22 H -0.0096 0.7053 0.0174 0.043 Uiso 1 1 calc R U . . .


_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
O2 C10 1.354(3) . ?
O2 C2 1.447(3) . ?
O3 C17 1.414(3) . ?
O3 C3 1.445(3) . ?
O1 C17 1.413(3) . ?
O1 C1 1.451(3) . ?
O4 C7 1.411(3) . ?
O4 C4 1.439(3) . ?
O7 C7 1.415(3) . ?
O7 C9 1.435(3) . ?
O6 C7 1.415(3) . ?
O6 C6 1.439(3) . ?
O5 C17 1.416(3) . ?
O5 C5 1.437(3) . ?
O8 C10 1.207(3) . ?
C14 C15 1.385(4) . ?
C14 C13 1.380(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.387(4) . ?
C15 H15 0.9300 . ?
C16 C11 1.396(3) . ?
C16 H16 0.9300 . ?
C11 C12 1.391(3) . ?
C11 C10 1.493(3) . ?
C2 C1 1.523(3) . ?
C2 C3 1.523(3) . ?
C2 H2 0.9800 . ?
C3 C4 1.531(3) . ?
C3 H3 0.9800 . ?
C17 C18 1.513(3) . ?
C18 C23 1.385(4) . ?
C18 C19 1.393(4) . ?
C19 C20 1.387(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.375(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.379(4) . ?
C21 H21 0.9300 . ?
C13 C12 1.386(4) . ?
C13 H13 0.9300 . ?
C12 H12 0.9300 . ?
C1 C6 1.530(4) . ?
C1 H1 0.9800 . ?
C4 C5 1.525(3) . ?
C4 H4 0.9800 . ?
C7 C8 1.507(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C6 C5 1.526(3) . ?
C6 H6 0.9800 . ?
C5 H5 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C23 C22 1.395(4) . ?
C23 H23 0.9300 . ?
C22 H22 0.9300 . ?

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
C10 O2 C2 116.45(18) . . ?
C17 O3 C3 112.10(17) . . ?
C17 O1 C1 111.67(17) . . ?
C7 O4 C4 118.15(18) . . ?
C7 O7 C9 115.0(2) . . ?
C7 O6 C6 117.12(18) . . ?
C17 O5 C5 111.85(17) . . ?
C15 C14 C13 120.2(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.7(2) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C15 C16 C11 119.2(2) . . ?
C15 C16 H16 120.4 . . ?
C11 C16 H16 120.4 . . ?
C12 C11 C16 119.7(2) . . ?
C12 C11 C10 121.0(2) . . ?
C16 C11 C10 119.2(2) . . ?
O8 C10 O2 124.2(2) . . ?
O8 C10 C11 125.1(2) . . ?
O2 C10 C11 110.7(2) . . ?
O2 C2 C1 110.15(19) . . ?
O2 C2 C3 107.86(19) . . ?
C1 C2 C3 106.84(19) . . ?
O2 C2 H2 110.6 . . ?
C1 C2 H2 110.6 . . ?
C3 C2 H2 110.6 . . ?
O3 C3 C2 109.36(18) . . ?
O3 C3 C4 108.43(17) . . ?
C2 C3 C4 109.18(19) . . ?
O3 C3 H3 109.9 . . ?
C2 C3 H3 109.9 . . ?
C4 C3 H3 109.9 . . ?
O3 C17 O1 110.91(17) . . ?
O3 C17 O5 110.00(18) . . ?
O1 C17 O5 109.82(19) . . ?
O3 C17 C18 108.08(19) . . ?
O1 C17 C18 110.2(2) . . ?
O5 C17 C18 107.72(18) . . ?
C23 C18 C19 119.7(2) . . ?
C23 C18 C17 122.1(2) . . ?
C19 C18 C17 118.1(2) . . ?
C20 C19 C18 119.9(2) . . ?
C20 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C19 120.3(3) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 120.1(3) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C14 C13 C12 119.7(2) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C12 C11 120.5(2) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
O1 C1 C2 109.03(19) . . ?
O1 C1 C6 109.10(18) . . ?
C2 C1 C6 109.68(19) . . ?
O1 C1 H1 109.7 . . ?
C2 C1 H1 109.7 . . ?
C6 C1 H1 109.7 . . ?
O4 C4 C5 110.97(19) . . ?
O4 C4 C3 108.94(18) . . ?
C5 C4 C3 107.97(19) . . ?
O4 C4 H4 109.6 . . ?
C5 C4 H4 109.6 . . ?
C3 C4 H4 109.6 . . ?
O4 C7 O7 104.92(18) . . ?
O4 C7 O6 113.1(2) . . ?
O7 C7 O6 110.42(19) . . ?
O4 C7 C8 107.0(2) . . ?
O7 C7 C8 114.0(2) . . ?
O6 C7 C8 107.4(2) . . ?
O7 C9 H9A 109.5 . . ?
O7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
O7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O6 C6 C5 111.99(18) . . ?
O6 C6 C1 107.77(19) . . ?
C5 C6 C1 107.4(2) . . ?
O6 C6 H6 109.9 . . ?
C5 C6 H6 109.9 . . ?
C1 C6 H6 109.9 . . ?
O5 C5 C4 110.06(19) . . ?
O5 C5 C6 109.99(18) . . ?
C4 C5 C6 106.73(19) . . ?
O5 C5 H5 110.0 . . ?
C4 C5 H5 110.0 . . ?
C6 C5 H5 110.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C18 C23 C22 119.7(3) . . ?
C18 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C21 C22 C23 120.3(3) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?

_refine_diff_density_max         0.170
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.039

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1576760'
_audit_update_record             
;
2017-09-27 deposited with the CCDC.
2018-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H16 O9 S'
_chemical_formula_sum            'C20 H16 O9 S'
_chemical_formula_weight         432.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.1168(10)
_cell_length_b                   12.9658(10)
_cell_length_c                   25.4643(19)
_cell_angle_alpha                100.531(4)
_cell_angle_beta                 97.317(4)
_cell_angle_gamma                90.034(4)
_cell_volume                     3900.0(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2582
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      24.36

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      1.472
_exptl_crystal_density_method    NONE
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_F_000             1792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.218
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9489
_exptl_absorpt_correction_T_max  0.9791
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            36375
_diffrn_reflns_av_unetI/netI     0.0724
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         0.820
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.792
_diffrn_measured_fraction_theta_full 0.771
_diffrn_reflns_Laue_measured_fraction_max 0.792
_diffrn_reflns_Laue_measured_fraction_full 0.771
_diffrn_reflns_point_group_measured_fraction_max 0.792
_diffrn_reflns_point_group_measured_fraction_full 0.771
_reflns_number_total             10892
_reflns_number_gt                6314
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1113P)²+16.4115P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0033(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         10892
_refine_ls_number_parameters     1082
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1510
_refine_ls_R_factor_gt           0.0958
_refine_ls_wR_factor_ref         0.2913
_refine_ls_wR_factor_gt          0.2523
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C -0.1649(8) 0.6459(6) 0.0766(4) 0.064(2) Uani 1 1 d . . . . .
H1A H -0.0957 0.6512 0.0610 0.077 Uiso 1 1 calc R U . . .
C1B C 0.2460(10) 0.0666(7) 0.1557(4) 0.080(3) Uani 1 1 d . . . . .
H1B H 0.2561 0.0689 0.1947 0.096 Uiso 1 1 calc R U . . .
C1C C 0.2158(5) 0.1411(5) 0.5797(3) 0.0399(17) Uani 1 1 d . . . . .
H1C H 0.2153 0.1602 0.5442 0.048 Uiso 1 1 calc R U . . .
C1D C 0.2838(6) 0.0791(5) 0.4196(3) 0.0450(18) Uani 1 1 d . . . . .
H1D H 0.2839 0.1246 0.4548 0.054 Uiso 1 1 calc R U . . .
C2A C -0.1473(9) 0.6900(7) 0.1356(4) 0.078(3) Uani 1 1 d . . . . .
H2A H -0.1239 0.7641 0.1422 0.094 Uiso 1 1 calc R U . . .
C2B C 0.3544(8) 0.0384(7) 0.1338(4) 0.070(3) Uani 1 1 d . . . . .
H2B H 0.3781 -0.0311 0.1400 0.084 Uiso 1 1 calc R U . . .
C2C C 0.1040(6) 0.1635(5) 0.5996(3) 0.0377(17) Uani 1 1 d . . . . .
H2C H 0.0456 0.1196 0.5757 0.045 Uiso 1 1 calc R U . . .
C2D C 0.3955(6) 0.0875(5) 0.4001(3) 0.0399(17) Uani 1 1 d . . . . .
H2D H 0.4538 0.0614 0.4244 0.048 Uiso 1 1 calc R U . . .
C3A C -0.2539(10) 0.6764(7) 0.1572(4) 0.081(3) Uani 1 1 d . . . . .
H3A H -0.2449 0.7014 0.1963 0.097 Uiso 1 1 calc R U . . .
C3B C 0.3325(8) 0.0403(6) 0.0748(4) 0.064(2) Uani 1 1 d . . . . .
H3B H 0.4008 0.0242 0.0584 0.077 Uiso 1 1 calc R U . . .
C3C C 0.1125(6) 0.1385(6) 0.6550(3) 0.0465(19) Uani 1 1 d . . . . .
H3C H 0.0428 0.1556 0.6700 0.056 Uiso 1 1 calc R U . . .
C3D C 0.3881(6) 0.0218(6) 0.3444(3) 0.049(2) Uani 1 1 d . . . . .
H3D H 0.4580 0.0273 0.3294 0.058 Uiso 1 1 calc R U . . .
C4A C -0.3477(10) 0.7348(8) 0.1295(4) 0.089(3) Uani 1 1 d . . . . .
H4A H -0.4161 0.7272 0.1454 0.107 Uiso 1 1 calc R U . . .
C4B C 0.2401(9) -0.0387(7) 0.0468(4) 0.072(3) Uani 1 1 d . . . . .
H4B H 0.2298 -0.0384 0.0080 0.086 Uiso 1 1 calc R U . . .
C4C C 0.1353(6) 0.0220(6) 0.6529(3) 0.0458(19) Uani 1 1 d . . . . .
H4C H 0.1366 0.0043 0.6888 0.055 Uiso 1 1 calc R U . . .
C4D C 0.3635(6) -0.0919(6) 0.3477(3) 0.0471(19) Uani 1 1 d . . . . .
H4D H 0.3619 -0.1362 0.3120 0.057 Uiso 1 1 calc R U . . .
C5A C -0.3671(8) 0.6870(7) 0.0688(4) 0.071(3) Uani 1 1 d . . . . .
H5A H -0.4287 0.7204 0.0500 0.085 Uiso 1 1 calc R U . . .
C5B C 0.1352(8) -0.0076(7) 0.0695(4) 0.070(3) Uani 1 1 d . . . . .
H5B H 0.0739 -0.0553 0.0510 0.084 Uiso 1 1 calc R U . . .
C5C C 0.2489(6) 0.0015(6) 0.6329(3) 0.0451(19) Uani 1 1 d . . . . .
H5C H 0.2685 -0.0718 0.6326 0.054 Uiso 1 1 calc R U . . .
C5D C 0.2515(6) -0.0992(6) 0.3678(3) 0.0452(19) Uani 1 1 d . . . . .
H5D H 0.2324 -0.1724 0.3684 0.054 Uiso 1 1 calc R U . . .
C6A C -0.2572(8) 0.7059(7) 0.0487(4) 0.070(3) Uani 1 1 d . . . . .
H6A H -0.2647 0.6790 0.0098 0.084 Uiso 1 1 calc R U . . .
C6B C 0.1520(10) -0.0120(8) 0.1291(4) 0.089(3) Uani 1 1 d . . . . .
H6B H 0.0834 0.0069 0.1448 0.107 Uiso 1 1 calc R U . . .
C6C C 0.2415(6) 0.0250(5) 0.5766(3) 0.0416(18) Uani 1 1 d . . . . .
H6C H 0.3126 0.0103 0.5625 0.050 Uiso 1 1 calc R U . . .
C6D C 0.2588(6) -0.0338(5) 0.4239(3) 0.0434(18) Uani 1 1 d . . . . .
H6D H 0.1878 -0.0381 0.4380 0.052 Uiso 1 1 calc R U . . .
C7A C -0.3019(8) 0.5263(6) 0.0893(4) 0.061(2) Uani 1 1 d . . . . .
C7B C 0.1969(7) 0.1697(7) 0.0888(4) 0.058(2) Uani 1 1 d . . . . .
C7C C 0.3058(6) 0.1759(5) 0.6695(3) 0.0423(18) Uani 1 1 d . . . . .
C7D C 0.1943(6) 0.0485(6) 0.3305(3) 0.048(2) Uani 1 1 d . . . . .
C8A C -0.3282(7) 0.4108(6) 0.0797(4) 0.060(2) Uani 1 1 d . . . . .
C8B C 0.1718(7) 0.2794(7) 0.0825(4) 0.061(2) Uani 1 1 d . . . . .
C8C C 0.3959(6) 0.2409(6) 0.7060(3) 0.053(2) Uani 1 1 d . . . . .
C8D C 0.1046(6) 0.0875(7) 0.2940(4) 0.057(2) Uani 1 1 d . . . . .
C9A C -0.2442(8) 0.3417(8) 0.0933(4) 0.077(3) Uani 1 1 d . . . . .
H9A H -0.1727 0.3677 0.1070 0.092 Uiso 1 1 calc R U . . .
C9B C 0.2538(8) 0.3567(7) 0.0990(4) 0.072(3) Uani 1 1 d . . . . .
H9B H 0.3227 0.3400 0.1155 0.087 Uiso 1 1 calc R U . . .
C9C C 0.4120(8) 0.3438(7) 0.7005(4) 0.082(3) Uani 1 1 d . . . . .
H9C H 0.3672 0.3728 0.6748 0.099 Uiso 1 1 calc R U . . .
C9D C 0.0867(8) 0.1920(8) 0.2972(5) 0.087(3) Uani 1 1 d . . . . .
H9D H 0.1325 0.2411 0.3215 0.104 Uiso 1 1 calc R U . . .
C10A C -0.2671(9) 0.2383(7) 0.0867(4) 0.081(3) Uani 1 1 d . . . . .
H10A H -0.2108 0.1931 0.0951 0.097 Uiso 1 1 calc R U . . .
C10B C 0.2355(10) 0.4570(7) 0.0914(5) 0.089(3) Uani 1 1 d . . . . .
H10B H 0.2913 0.5086 0.1021 0.106 Uiso 1 1 calc R U . . .
C10C C 0.4985(11) 0.4034(9) 0.7351(6) 0.112(4) Uani 1 1 d . . . . .
H10C H 0.5103 0.4730 0.7324 0.134 Uiso 1 1 calc R U . . .
C10D C -0.0017(11) 0.2243(10) 0.2634(6) 0.115(4) Uani 1 1 d . . . . .
H10D H -0.0163 0.2955 0.2668 0.138 Uiso 1 1 calc R U . . .
C11A C -0.3700(10) 0.1999(8) 0.0680(5) 0.090(3) Uani 1 1 d . . . . .
H11A H -0.3846 0.1284 0.0648 0.108 Uiso 1 1 calc R U . . .
C11B C 0.1290(10) 0.4810(8) 0.0667(4) 0.083(3) Uani 1 1 d . . . . .
H11B H 0.1154 0.5487 0.0607 0.099 Uiso 1 1 calc R U . . .
C11C C 0.5646(10) 0.3614(12) 0.7722(5) 0.102(4) Uani 1 1 d . . . . .
H11C H 0.6216 0.4019 0.7944 0.122 Uiso 1 1 calc R U . . .
C11D C -0.0654(9) 0.1564(13) 0.2266(5) 0.102(4) Uani 1 1 d . . . . .
H11D H -0.1219 0.1804 0.2039 0.123 Uiso 1 1 calc R U . . .
C12A C -0.4536(10) 0.2631(9) 0.0537(4) 0.088(3) Uani 1 1 d . . . . .
H12A H -0.5244 0.2355 0.0400 0.105 Uiso 1 1 calc R U . . .
C12B C 0.0480(9) 0.4072(7) 0.0519(4) 0.079(3) Uani 1 1 d . . . . .
H12B H -0.0221 0.4249 0.0372 0.094 Uiso 1 1 calc R U . . .
C12C C 0.5483(8) 0.2609(10) 0.7771(4) 0.080(3) Uani 1 1 d . . . . .
H12C H 0.5945 0.2316 0.8022 0.096 Uiso 1 1 calc R U . . .
C12D C -0.0484(8) 0.0543(11) 0.2221(4) 0.086(3) Uani 1 1 d . . . . .
H12D H -0.0944 0.0070 0.1968 0.103 Uiso 1 1 calc R U . . .
C13A C -0.4309(8) 0.3683(8) 0.0600(4) 0.081(3) Uani 1 1 d . . . . .
H13A H -0.4877 0.4122 0.0506 0.097 Uiso 1 1 calc R U . . .
C13B C 0.0677(8) 0.3041(7) 0.0583(4) 0.073(3) Uani 1 1 d . . . . .
H13B H 0.0122 0.2524 0.0467 0.087 Uiso 1 1 calc R U . . .
C13C C 0.4625(7) 0.2020(7) 0.7445(3) 0.061(2) Uani 1 1 d . . . . .
H13C H 0.4499 0.1335 0.7489 0.073 Uiso 1 1 calc R U . . .
C13D C 0.0385(7) 0.0168(8) 0.2551(4) 0.063(2) Uani 1 1 d . . . . .
H13D H 0.0516 -0.0547 0.2509 0.076 Uiso 1 1 calc R U . . .
C14A C -0.0041(8) 0.6746(7) 0.2045(4) 0.069(3) Uani 1 1 d . . . . .
C14B C 0.4955(8) 0.1046(7) 0.2027(4) 0.067(2) Uani 1 1 d . . . . .
C14C C -0.0253(6) 0.2957(6) 0.5873(3) 0.048(2) Uani 1 1 d . . . . .
C14D C 0.5250(6) 0.2277(6) 0.4120(3) 0.050(2) Uani 1 1 d . . . . .
C15A C 0.0731(8) 0.6046(7) 0.2300(4) 0.067(2) Uani 1 1 d . . . . .
C15B C 0.5740(7) 0.1918(7) 0.2279(4) 0.066(2) Uani 1 1 d . . . . .
C15C C -0.0386(6) 0.4083(5) 0.5838(3) 0.0446(19) Uani 1 1 d . . . . .
C15D C 0.5377(6) 0.3431(5) 0.4158(3) 0.0472(19) Uani 1 1 d . . . . .
C16A C 0.1399(9) 0.6457(10) 0.2766(5) 0.098(4) Uani 1 1 d . . . . .
H16A H 0.1359 0.7163 0.2917 0.117 Uiso 1 1 calc R U . . .
C16B C 0.6399(9) 0.1837(10) 0.2742(5) 0.094(3) Uani 1 1 d . . . . .
H16B H 0.6371 0.1233 0.2888 0.113 Uiso 1 1 calc R U . . .
C16C C -0.1419(7) 0.4392(7) 0.5663(4) 0.072(3) Uani 1 1 d . . . . .
H16C H -0.2014 0.3912 0.5578 0.086 Uiso 1 1 calc R U . . .
C16D C 0.6424(7) 0.3871(6) 0.4322(4) 0.075(3) Uani 1 1 d . . . . .
H16D H 0.7023 0.3454 0.4401 0.089 Uiso 1 1 calc R U . . .
C17A C 0.2113(10) 0.5839(12) 0.3004(5) 0.113(4) Uani 1 1 d . . . . .
H17A H 0.2567 0.6120 0.3321 0.135 Uiso 1 1 calc R U . . .
C17B C 0.7095(10) 0.2640(12) 0.2986(5) 0.112(4) Uani 1 1 d . . . . .
H17B H 0.7523 0.2585 0.3310 0.135 Uiso 1 1 calc R U . . .
C17C C -0.1575(8) 0.5436(8) 0.5611(5) 0.086(3) Uani 1 1 d . . . . .
H17C H -0.2276 0.5653 0.5486 0.103 Uiso 1 1 calc R U . . .
C17D C 0.6574(9) 0.4933(8) 0.4367(5) 0.091(3) Uani 1 1 d . . . . .
H17D H 0.7287 0.5227 0.4468 0.109 Uiso 1 1 calc R U . . .
C18A C 0.2175(10) 0.4826(12) 0.2791(6) 0.108(4) Uani 1 1 d . . . . .
H18A H 0.2649 0.4416 0.2979 0.130 Uiso 1 1 calc R U . . .
C18B C 0.7201(10) 0.3515(11) 0.2785(6) 0.109(4) Uani 1 1 d . . . . .
H18B H 0.7678 0.4060 0.2971 0.131 Uiso 1 1 calc R U . . .
C18C C -0.0707(9) 0.6134(7) 0.5743(5) 0.095(4) Uani 1 1 d . . . . .
H18C H -0.0810 0.6831 0.5710 0.114 Uiso 1 1 calc R U . . .
C18D C 0.5717(10) 0.5562(8) 0.4268(5) 0.093(4) Uani 1 1 d . . . . .
H18D H 0.5834 0.6282 0.4305 0.112 Uiso 1 1 calc R U . . .
C19A C 0.1585(11) 0.4351(10) 0.2312(5) 0.107(4) Uani 1 1 d . . . . .
H19A H 0.1677 0.3652 0.2160 0.128 Uiso 1 1 calc R U . . .
C19B C 0.6597(11) 0.3598(9) 0.2301(5) 0.104(4) Uani 1 1 d . . . . .
H19B H 0.6694 0.4185 0.2147 0.125 Uiso 1 1 calc R U . . .
C19C C 0.0304(9) 0.5813(8) 0.5923(6) 0.117(5) Uani 1 1 d . . . . .
H19C H 0.0898 0.6294 0.6015 0.141 Uiso 1 1 calc R U . . .
C19D C 0.4684(10) 0.5127(7) 0.4114(6) 0.124(5) Uani 1 1 d . . . . .
H19D H 0.4084 0.5554 0.4050 0.149 Uiso 1 1 calc R U . . .
C20A C 0.0823(10) 0.5010(9) 0.2065(5) 0.100(4) Uani 1 1 d . . . . .
H20A H 0.0383 0.4738 0.1743 0.120 Uiso 1 1 calc R U . . .
C20B C 0.5844(9) 0.2809(8) 0.2041(4) 0.089(3) Uani 1 1 d . . . . .
H20B H 0.5417 0.2863 0.1717 0.107 Uiso 1 1 calc R U . . .
C20C C 0.0471(8) 0.4788(6) 0.5972(5) 0.082(3) Uani 1 1 d . . . . .
H20C H 0.1174 0.4578 0.6097 0.098 Uiso 1 1 calc R U . . .
C20D C 0.4510(8) 0.4052(6) 0.4050(4) 0.079(3) Uani 1 1 d . . . . .
H20D H 0.3801 0.3758 0.3934 0.094 Uiso 1 1 calc R U . . .
O1A O -0.2018(5) 0.5397(4) 0.0678(2) 0.0563(14) Uani 1 1 d . . . . .
O1B O 0.2124(5) 0.1680(5) 0.1446(3) 0.0754(18) Uani 1 1 d . . . . .
O1C O 0.3016(4) 0.1994(4) 0.6173(2) 0.0443(12) Uani 1 1 d . . . . .
O1D O 0.1977(4) 0.1098(4) 0.3817(2) 0.0459(13) Uani 1 1 d . . . . .
O2A O -0.0630(6) 0.6280(5) 0.1597(3) 0.092(2) Uani 1 1 d . . . . .
O2B O 0.4385(6) 0.1163(5) 0.1568(3) 0.083(2) Uani 1 1 d . . . . .
O2C O 0.0834(4) 0.2722(4) 0.5992(2) 0.0524(14) Uani 1 1 d . . . . .
O2D O 0.4159(4) 0.1971(4) 0.4001(2) 0.0527(14) Uani 1 1 d . . . . .
O3A O -0.2895(5) 0.5668(4) 0.1445(2) 0.0703(17) Uani 1 1 d . . . . .
O3B O 0.2955(5) 0.1418(4) 0.0670(2) 0.0626(16) Uani 1 1 d . . . . .
O3C O 0.2035(4) 0.1970(4) 0.6897(2) 0.0483(13) Uani 1 1 d . . . . .
O3D O 0.2965(4) 0.0553(4) 0.3098(2) 0.0512(13) Uani 1 1 d . . . . .
O4A O -0.3151(8) 0.8461(5) 0.1384(3) 0.125(3) Uani 1 1 d . . . . .
O4B O 0.2742(7) -0.1435(5) 0.0564(3) 0.095(2) Uani 1 1 d . . . . .
O4C O 0.0459(4) -0.0377(4) 0.6153(2) 0.0487(13) Uani 1 1 d . . . . .
O4D O 0.4538(4) -0.1240(4) 0.3851(2) 0.0486(13) Uani 1 1 d . . . . .
O5A O -0.3858(5) 0.5771(4) 0.0623(3) 0.0691(17) Uani 1 1 d . . . . .
O5B O 0.1108(5) 0.0984(4) 0.0629(3) 0.0686(17) Uani 1 1 d . . . . .
O5C O 0.3295(4) 0.0683(4) 0.6674(2) 0.0450(12) Uani 1 1 d . . . . .
O5D O 0.1704(4) -0.0572(4) 0.3328(2) 0.0467(13) Uani 1 1 d . . . . .
O6A O -0.2260(7) 0.8162(6) 0.0583(3) 0.105(3) Uani 1 1 d . . . . .
O6B O 0.1874(7) -0.1137(6) 0.1391(3) 0.107(3) Uani 1 1 d . . . . .
O6C O 0.1512(4) -0.0369(3) 0.5401(2) 0.0452(12) Uani 1 1 d . . . . .
O6D O 0.3482(4) -0.0683(4) 0.4603(2) 0.0490(13) Uani 1 1 d . . . . .
O7A O -0.3988(8) 0.9077(5) 0.0579(3) 0.117(3) Uani 1 1 d . . . . .
O7B O 0.1009(9) -0.2354(6) 0.0580(4) 0.140(4) Uani 1 1 d . . . . .
O7C O 0.1346(5) -0.1963(4) 0.5772(3) 0.0646(16) Uani 1 1 d . . . . .
O7D O 0.3657(4) -0.2542(4) 0.4248(2) 0.0613(15) Uani 1 1 d . . . . .
O8A O -0.2293(9) 0.9870(5) 0.1096(4) 0.154(5) Uani 1 1 d . . . . .
O8B O 0.2730(9) -0.2761(6) 0.1089(4) 0.153(4) Uani 1 1 d . . . . .
O8C O -0.0250(4) -0.1262(4) 0.5274(2) 0.0608(15) Uani 1 1 d . . . . .
O8D O 0.5241(4) -0.1477(4) 0.4738(2) 0.0618(15) Uani 1 1 d . . . . .
O9A O -0.0168(6) 0.7638(6) 0.2242(3) 0.109(3) Uani 1 1 d . . . . .
O9B O 0.4845(6) 0.0282(6) 0.2220(3) 0.107(3) Uani 1 1 d . . . . .
O9C O -0.0984(4) 0.2329(4) 0.5810(3) 0.076(2) Uani 1 1 d . . . . .
O9D O 0.5980(4) 0.1695(4) 0.4172(3) 0.077(2) Uani 1 1 d . . . . .
S1A S -0.2979(4) 0.8976(2) 0.08995(15) 0.1134(13) Uani 1 1 d . . . . .
S1B S 0.2039(3) -0.2023(2) 0.08932(15) 0.1144(13) Uani 1 1 d . . . . .
S1C S 0.07468(16) -0.11032(15) 0.56318(9) 0.0491(5) Uani 1 1 d . . . . .
S1D S 0.42552(16) -0.15814(15) 0.43755(9) 0.0494(5) Uani 1 1 d . . . . .


_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
C1A O1A 1.415(9) . ?
C1A C2A 1.494(13) . ?
C1A C6A 1.537(12) . ?
C1A H1A 0.9800 . ?
C1B O1B 1.442(11) . ?
C1B C2B 1.510(14) . ?
C1B C6B 1.532(13) . ?
C1B H1B 0.9800 . ?
C1C O1C 1.432(8) . ?
C1C C2C 1.515(9) . ?
C1C C6C 1.527(9) . ?
C1C H1C 0.9800 . ?
C1D O1D 1.435(8) . ?
C1D C2D 1.510(10) . ?
C1D C6D 1.521(9) . ?
C1D H1D 0.9800 . ?
C2A O2A 1.445(11) . ?
C2A C3A 1.491(14) . ?
C2A H2A 0.9800 . ?
C2B O2B 1.424(10) . ?
C2B C3B 1.495(12) . ?
C2B H2B 0.9800 . ?
C2C O2C 1.434(8) . ?
C2C C3C 1.495(10) . ?
C2C H2C 0.9800 . ?
C2D O2D 1.443(8) . ?
C2D C3D 1.507(10) . ?
C2D H2D 0.9800 . ?
C3A O3A 1.451(11) . ?
C3A C4A 1.534(14) . ?
C3A H3A 0.9800 . ?
C3B O3B 1.431(9) . ?
C3B C4B 1.529(12) . ?
C3B H3B 0.9800 . ?
C3C O3C 1.442(9) . ?
C3C C4C 1.528(10) . ?
C3C H3C 0.9800 . ?
C3D O3D 1.445(9) . ?
C3D C4D 1.523(10) . ?
C3D H3D 0.9800 . ?
C4A O4A 1.465(12) . ?
C4A C5A 1.544(13) . ?
C4A H4A 0.9800 . ?
C4B O4B 1.474(10) . ?
C4B C5B 1.488(13) . ?
C4B H4B 0.9800 . ?
C4C O4C 1.467(9) . ?
C4C C5C 1.533(10) . ?
C4C H4C 0.9800 . ?
C4D O4D 1.470(8) . ?
C4D C5D 1.519(10) . ?
C4D H4D 0.9800 . ?
C5A O5A 1.419(10) . ?
C5A C6A 1.522(13) . ?
C5A H5A 0.9800 . ?
C5B O5B 1.441(10) . ?
C5B C6B 1.515(13) . ?
C5B H5B 0.9800 . ?
C5C O5C 1.406(8) . ?
C5C C6C 1.512(10) . ?
C5C H5C 0.9800 . ?
C5D O5D 1.419(8) . ?
C5D C6D 1.512(10) . ?
C5D H5D 0.9800 . ?
C6A O6A 1.447(10) . ?
C6A H6A 0.9800 . ?
C6B O6B 1.444(12) . ?
C6B H6B 0.9800 . ?
C6C O6C 1.474(8) . ?
C6C H6C 0.9800 . ?
C6D O6D 1.459(8) . ?
C6D H6D 0.9800 . ?
C7A O5A 1.389(10) . ?
C7A O3A 1.396(10) . ?
C7A O1A 1.417(10) . ?
C7A C8A 1.500(11) . ?
C7B O3B 1.400(10) . ?
C7B O5B 1.407(9) . ?
C7B O1B 1.415(10) . ?
C7B C8B 1.487(12) . ?
C7C O3C 1.410(8) . ?
C7C O1C 1.412(8) . ?
C7C O5C 1.417(8) . ?
C7C C8C 1.490(10) . ?
C7D O1D 1.393(9) . ?
C7D O5D 1.413(8) . ?
C7D O3D 1.416(8) . ?
C7D C8D 1.488(11) . ?
C8A C13A 1.357(12) . ?
C8A C9A 1.408(12) . ?
C8B C9B 1.381(12) . ?
C8B C13B 1.395(12) . ?
C8C C13C 1.358(11) . ?
C8C C9C 1.384(12) . ?
C8D C9D 1.361(12) . ?
C8D C13D 1.388(12) . ?
C9A C10A 1.344(12) . ?
C9A H9A 0.9300 . ?
C9B C10B 1.364(12) . ?
C9B H9B 0.9300 . ?
C9C C10C 1.409(14) . ?
C9C H9C 0.9300 . ?
C9D C10D 1.401(14) . ?
C9D H9D 0.9300 . ?
C10A C11A 1.338(14) . ?
C10A H10A 0.9300 . ?
C10B C11B 1.422(14) . ?
C10B H10B 0.9300 . ?
C10C C11C 1.350(16) . ?
C10C H10C 0.9300 . ?
C10D C11D 1.328(16) . ?
C10D H10D 0.9300 . ?
C11A C12A 1.359(14) . ?
C11A H11A 0.9300 . ?
C11B C12B 1.338(13) . ?
C11B H11B 0.9300 . ?
C11C C12C 1.349(15) . ?
C11C H11C 0.9300 . ?
C11D C12D 1.326(15) . ?
C11D H11D 0.9300 . ?
C12A C13A 1.368(13) . ?
C12A H12A 0.9300 . ?
C12B C13B 1.393(12) . ?
C12B H12B 0.9300 . ?
C12C C13C 1.378(12) . ?
C12C H12C 0.9300 . ?
C12D C13D 1.406(13) . ?
C12D H12D 0.9300 . ?
C13A H13A 0.9300 . ?
C13B H13B 0.9300 . ?
C13C H13C 0.9300 . ?
C13D H13D 0.9300 . ?
C14A O9A 1.191(10) . ?
C14A O2A 1.311(10) . ?
C14A C15A 1.476(13) . ?
C14B O9B 1.199(10) . ?
C14B O2B 1.313(10) . ?
C14B C15B 1.474(12) . ?
C14C O9C 1.178(8) . ?
C14C O2C 1.362(8) . ?
C14C C15C 1.486(10) . ?
C14D O9D 1.173(9) . ?
C14D O2D 1.360(9) . ?
C14D C15D 1.489(10) . ?
C15A C16A 1.368(13) . ?
C15A C20A 1.378(13) . ?
C15B C16B 1.357(13) . ?
C15B C20B 1.412(13) . ?
C15C C20C 1.351(11) . ?
C15C C16C 1.360(10) . ?
C15D C20D 1.355(11) . ?
C15D C16D 1.373(10) . ?
C16A C17A 1.343(15) . ?
C16A H16A 0.9300 . ?
C16B C17B 1.346(15) . ?
C16B H16B 0.9300 . ?
C16C C17C 1.394(12) . ?
C16C H16C 0.9300 . ?
C16D C17D 1.371(12) . ?
C16D H16D 0.9300 . ?
C17A C18A 1.332(16) . ?
C17A H17A 0.9300 . ?
C17B C18B 1.340(16) . ?
C17B H17B 0.9300 . ?
C17C C18C 1.355(13) . ?
C17C H17C 0.9300 . ?
C17D C18D 1.347(14) . ?
C17D H17D 0.9300 . ?
C18A C19A 1.371(16) . ?
C18A H18A 0.9300 . ?
C18B C19B 1.374(16) . ?
C18B H18B 0.9300 . ?
C18C C19C 1.345(14) . ?
C18C H18C 0.9300 . ?
C18D C19D 1.354(14) . ?
C18D H18D 0.9300 . ?
C19A C20A 1.424(15) . ?
C19A H19A 0.9300 . ?
C19B C20B 1.384(14) . ?
C19B H19B 0.9300 . ?
C19C C20C 1.370(12) . ?
C19C H19C 0.9300 . ?
C19D C20D 1.386(12) . ?
C19D H19D 0.9300 . ?
C20A H20A 0.9300 . ?
C20B H20B 0.9300 . ?
C20C H20C 0.9300 . ?
C20D H20D 0.9300 . ?
O4A S1A 1.543(9) . ?
O4B S1B 1.558(9) . ?
O4C S1C 1.560(5) . ?
O4D S1D 1.557(5) . ?
O6A S1A 1.546(10) . ?
O6B S1B 1.581(9) . ?
O6C S1C 1.567(5) . ?
O6D S1D 1.569(5) . ?
O7A S1A 1.402(8) . ?
O7B S1B 1.413(8) . ?
O7C S1C 1.407(5) . ?
O7D S1D 1.405(5) . ?
O8A S1A 1.402(8) . ?
O8B S1B 1.392(9) . ?
O8C S1C 1.408(5) . ?
O8D S1D 1.405(6) . ?

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
O1A C1A C2A 110.1(7) . . ?
O1A C1A C6A 106.9(7) . . ?
C2A C1A C6A 109.5(8) . . ?
O1A C1A H1A 110.1 . . ?
C2A C1A H1A 110.1 . . ?
C6A C1A H1A 110.1 . . ?
O1B C1B C2B 109.5(7) . . ?
O1B C1B C6B 107.1(9) . . ?
C2B C1B C6B 111.9(9) . . ?
O1B C1B H1B 109.4 . . ?
C2B C1B H1B 109.4 . . ?
C6B C1B H1B 109.4 . . ?
O1C C1C C2C 109.6(6) . . ?
O1C C1C C6C 107.1(5) . . ?
C2C C1C C6C 110.0(5) . . ?
O1C C1C H1C 110.0 . . ?
C2C C1C H1C 110.0 . . ?
C6C C1C H1C 110.0 . . ?
O1D C1D C2D 109.8(6) . . ?
O1D C1D C6D 107.7(6) . . ?
C2D C1D C6D 110.2(6) . . ?
O1D C1D H1D 109.7 . . ?
C2D C1D H1D 109.7 . . ?
C6D C1D H1D 109.7 . . ?
O2A C2A C3A 109.2(8) . . ?
O2A C2A C1A 106.8(8) . . ?
C3A C2A C1A 107.6(8) . . ?
O2A C2A H2A 111.0 . . ?
C3A C2A H2A 111.0 . . ?
C1A C2A H2A 111.0 . . ?
O2B C2B C3B 107.4(7) . . ?
O2B C2B C1B 110.7(8) . . ?
C3B C2B C1B 105.7(8) . . ?
O2B C2B H2B 111.0 . . ?
C3B C2B H2B 111.0 . . ?
C1B C2B H2B 111.0 . . ?
O2C C2C C3C 112.4(6) . . ?
O2C C2C C1C 106.8(5) . . ?
C3C C2C C1C 107.3(6) . . ?
O2C C2C H2C 110.1 . . ?
C3C C2C H2C 110.1 . . ?
C1C C2C H2C 110.1 . . ?
O2D C2D C3D 112.1(6) . . ?
O2D C2D C1D 106.9(5) . . ?
C3D C2D C1D 107.4(6) . . ?
O2D C2D H2D 110.1 . . ?
C3D C2D H2D 110.1 . . ?
C1D C2D H2D 110.1 . . ?
O3A C3A C2A 109.9(7) . . ?
O3A C3A C4A 105.1(9) . . ?
C2A C3A C4A 110.7(8) . . ?
O3A C3A H3A 110.3 . . ?
C2A C3A H3A 110.3 . . ?
C4A C3A H3A 110.3 . . ?
O3B C3B C2B 109.7(7) . . ?
O3B C3B C4B 106.9(7) . . ?
C2B C3B C4B 111.2(7) . . ?
O3B C3B H3B 109.6 . . ?
C2B C3B H3B 109.6 . . ?
C4B C3B H3B 109.6 . . ?
O3C C3C C2C 110.7(6) . . ?
O3C C3C C4C 107.5(6) . . ?
C2C C3C C4C 109.9(6) . . ?
O3C C3C H3C 109.6 . . ?
C2C C3C H3C 109.6 . . ?
C4C C3C H3C 109.6 . . ?
O3D C3D C2D 110.0(6) . . ?
O3D C3D C4D 107.2(6) . . ?
C2D C3D C4D 108.8(6) . . ?
O3D C3D H3D 110.3 . . ?
C2D C3D H3D 110.3 . . ?
C4D C3D H3D 110.3 . . ?
O4A C4A C3A 108.3(9) . . ?
O4A C4A C5A 111.2(8) . . ?
C3A C4A C5A 109.2(8) . . ?
O4A C4A H4A 109.4 . . ?
C3A C4A H4A 109.4 . . ?
C5A C4A H4A 109.4 . . ?
O4B C4B C5B 111.4(8) . . ?
O4B C4B C3B 108.0(7) . . ?
C5B C4B C3B 108.6(8) . . ?
O4B C4B H4B 109.7 . . ?
C5B C4B H4B 109.7 . . ?
C3B C4B H4B 109.7 . . ?
O4C C4C C3C 107.5(6) . . ?
O4C C4C C5C 111.4(6) . . ?
C3C C4C C5C 107.2(6) . . ?
O4C C4C H4C 110.2 . . ?
C3C C4C H4C 110.2 . . ?
C5C C4C H4C 110.2 . . ?
O4D C4D C5D 111.2(6) . . ?
O4D C4D C3D 107.1(6) . . ?
C5D C4D C3D 109.1(6) . . ?
O4D C4D H4D 109.8 . . ?
C5D C4D H4D 109.8 . . ?
C3D C4D H4D 109.8 . . ?
O5A C5A C6A 108.3(7) . . ?
O5A C5A C4A 109.3(8) . . ?
C6A C5A C4A 104.5(8) . . ?
O5A C5A H5A 111.5 . . ?
C6A C5A H5A 111.5 . . ?
C4A C5A H5A 111.5 . . ?
O5B C5B C4B 108.9(7) . . ?
O5B C5B C6B 109.2(8) . . ?
C4B C5B C6B 108.6(9) . . ?
O5B C5B H5B 110.0 . . ?
C4B C5B H5B 110.0 . . ?
C6B C5B H5B 110.0 . . ?
O5C C5C C6C 109.7(6) . . ?
O5C C5C C4C 109.0(6) . . ?
C6C C5C C4C 108.3(6) . . ?
O5C C5C H5C 109.9 . . ?
C6C C5C H5C 109.9 . . ?
C4C C5C H5C 109.9 . . ?
O5D C5D C6D 109.4(6) . . ?
O5D C5D C4D 108.0(6) . . ?
C6D C5D C4D 108.2(6) . . ?
O5D C5D H5D 110.4 . . ?
C6D C5D H5D 110.4 . . ?
C4D C5D H5D 110.4 . . ?
O6A C6A C5A 112.2(8) . . ?
O6A C6A C1A 109.3(7) . . ?
C5A C6A C1A 109.5(8) . . ?
O6A C6A H6A 108.6 . . ?
C5A C6A H6A 108.6 . . ?
C1A C6A H6A 108.6 . . ?
O6B C6B C5B 112.3(9) . . ?
O6B C6B C1B 106.8(9) . . ?
C5B C6B C1B 107.2(8) . . ?
O6B C6B H6B 110.1 . . ?
C5B C6B H6B 110.1 . . ?
C1B C6B H6B 110.1 . . ?
O6C C6C C5C 111.6(5) . . ?
O6C C6C C1C 108.1(5) . . ?
C5C C6C C1C 107.8(6) . . ?
O6C C6C H6C 109.8 . . ?
C5C C6C H6C 109.8 . . ?
C1C C6C H6C 109.8 . . ?
O6D C6D C5D 111.4(5) . . ?
O6D C6D C1D 108.6(5) . . ?
C5D C6D C1D 107.5(6) . . ?
O6D C6D H6D 109.8 . . ?
C5D C6D H6D 109.8 . . ?
C1D C6D H6D 109.8 . . ?
O5A C7A O3A 110.6(7) . . ?
O5A C7A O1A 108.3(7) . . ?
O3A C7A O1A 110.6(7) . . ?
O5A C7A C8A 110.0(7) . . ?
O3A C7A C8A 109.8(7) . . ?
O1A C7A C8A 107.5(7) . . ?
O3B C7B O5B 109.4(7) . . ?
O3B C7B O1B 109.7(7) . . ?
O5B C7B O1B 109.7(7) . . ?
O3B C7B C8B 108.3(7) . . ?
O5B C7B C8B 112.3(7) . . ?
O1B C7B C8B 107.4(7) . . ?
O3C C7C O1C 110.9(5) . . ?
O3C C7C O5C 109.3(5) . . ?
O1C C7C O5C 109.1(6) . . ?
O3C C7C C8C 109.3(6) . . ?
O1C C7C C8C 109.2(6) . . ?
O5C C7C C8C 109.1(6) . . ?
O1D C7D O5D 109.6(6) . . ?
O1D C7D O3D 111.2(6) . . ?
O5D C7D O3D 109.5(6) . . ?
O1D C7D C8D 108.4(6) . . ?
O5D C7D C8D 109.4(6) . . ?
O3D C7D C8D 108.7(6) . . ?
C13A C8A C9A 117.2(8) . . ?
C13A C8A C7A 123.4(8) . . ?
C9A C8A C7A 119.3(8) . . ?
C9B C8B C13B 119.8(8) . . ?
C9B C8B C7B 119.5(8) . . ?
C13B C8B C7B 120.7(8) . . ?
C13C C8C C9C 119.1(8) . . ?
C13C C8C C7C 122.0(8) . . ?
C9C C8C C7C 118.9(8) . . ?
C9D C8D C13D 118.7(8) . . ?
C9D C8D C7D 121.3(8) . . ?
C13D C8D C7D 119.9(8) . . ?
C10A C9A C8A 120.2(9) . . ?
C10A C9A H9A 119.9 . . ?
C8A C9A H9A 119.9 . . ?
C10B C9B C8B 121.1(9) . . ?
C10B C9B H9B 119.5 . . ?
C8B C9B H9B 119.5 . . ?
C8C C9C C10C 117.9(10) . . ?
C8C C9C H9C 121.0 . . ?
C10C C9C H9C 121.0 . . ?
C8D C9D C10D 119.1(10) . . ?
C8D C9D H9D 120.5 . . ?
C10D C9D H9D 120.5 . . ?
C11A C10A C9A 120.7(10) . . ?
C11A C10A H10A 119.6 . . ?
C9A C10A H10A 119.6 . . ?
C9B C10B C11B 118.5(10) . . ?
C9B C10B H10B 120.8 . . ?
C11B C10B H10B 120.8 . . ?
C11C C10C C9C 121.3(11) . . ?
C11C C10C H10C 119.4 . . ?
C9C C10C H10C 119.4 . . ?
C11D C10D C9D 121.9(11) . . ?
C11D C10D H10D 119.0 . . ?
C9D C10D H10D 119.0 . . ?
C10A C11A C12A 121.3(10) . . ?
C10A C11A H11A 119.3 . . ?
C12A C11A H11A 119.3 . . ?
C12B C11B C10B 120.8(10) . . ?
C12B C11B H11B 119.6 . . ?
C10B C11B H11B 119.6 . . ?
C12C C11C C10C 120.3(10) . . ?
C12C C11C H11C 119.9 . . ?
C10C C11C H11C 119.9 . . ?
C12D C11D C10D 120.1(11) . . ?
C12D C11D H11D 120.0 . . ?
C10D C11D H11D 120.0 . . ?
C11A C12A C13A 118.3(10) . . ?
C11A C12A H12A 120.8 . . ?
C13A C12A H12A 120.8 . . ?
C11B C12B C13B 120.7(10) . . ?
C11B C12B H12B 119.6 . . ?
C13B C12B H12B 119.6 . . ?
C11C C12C C13C 119.4(10) . . ?
C11C C12C H12C 120.3 . . ?
C13C C12C H12C 120.3 . . ?
C11D C12D C13D 120.7(11) . . ?
C11D C12D H12D 119.7 . . ?
C13D C12D H12D 119.7 . . ?
C8A C13A C12A 122.2(10) . . ?
C8A C13A H13A 118.9 . . ?
C12A C13A H13A 118.9 . . ?
C12B C13B C8B 119.1(9) . . ?
C12B C13B H13B 120.5 . . ?
C8B C13B H13B 120.5 . . ?
C8C C13C C12C 122.0(9) . . ?
C8C C13C H13C 119.0 . . ?
C12C C13C H13C 119.0 . . ?
C8D C13D C12D 119.4(9) . . ?
C8D C13D H13D 120.3 . . ?
C12D C13D H13D 120.3 . . ?
O9A C14A O2A 122.6(9) . . ?
O9A C14A C15A 123.4(9) . . ?
O2A C14A C15A 113.8(8) . . ?
O9B C14B O2B 122.0(9) . . ?
O9B C14B C15B 123.0(9) . . ?
O2B C14B C15B 114.9(8) . . ?
O9C C14C O2C 122.8(7) . . ?
O9C C14C C15C 125.4(7) . . ?
O2C C14C C15C 111.7(6) . . ?
O9D C14D O2D 123.7(7) . . ?
O9D C14D C15D 125.7(7) . . ?
O2D C14D C15D 110.6(6) . . ?
C16A C15A C20A 119.9(10) . . ?
C16A C15A C14A 118.6(9) . . ?
C20A C15A C14A 121.4(9) . . ?
C16B C15B C20B 119.8(9) . . ?
C16B C15B C14B 118.7(9) . . ?
C20B C15B C14B 121.4(9) . . ?
C20C C15C C16C 120.1(7) . . ?
C20C C15C C14C 122.5(7) . . ?
C16C C15C C14C 117.4(7) . . ?
C20D C15D C16D 119.7(7) . . ?
C20D C15D C14D 122.9(7) . . ?
C16D C15D C14D 117.4(7) . . ?
C17A C16A C15A 119.9(11) . . ?
C17A C16A H16A 120.1 . . ?
C15A C16A H16A 120.1 . . ?
C17B C16B C15B 119.4(11) . . ?
C17B C16B H16B 120.3 . . ?
C15B C16B H16B 120.3 . . ?
C15C C16C C17C 119.3(8) . . ?
C15C C16C H16C 120.3 . . ?
C17C C16C H16C 120.3 . . ?
C17D C16D C15D 119.2(8) . . ?
C17D C16D H16D 120.4 . . ?
C15D C16D H16D 120.4 . . ?
C18A C17A C16A 120.5(12) . . ?
C18A C17A H17A 119.7 . . ?
C16A C17A H17A 119.7 . . ?
C18B C17B C16B 123.0(12) . . ?
C18B C17B H17B 118.5 . . ?
C16B C17B H17B 118.5 . . ?
C18C C17C C16C 120.0(9) . . ?
C18C C17C H17C 120.0 . . ?
C16C C17C H17C 120.0 . . ?
C18D C17D C16D 121.8(9) . . ?
C18D C17D H17D 119.1 . . ?
C16D C17D H17D 119.1 . . ?
C17A C18A C19A 124.2(12) . . ?
C17A C18A H18A 117.9 . . ?
C19A C18A H18A 117.9 . . ?
C17B C18B C19B 119.2(11) . . ?
C17B C18B H18B 120.4 . . ?
C19B C18B H18B 120.4 . . ?
C19C C18C C17C 119.6(9) . . ?
C19C C18C H18C 120.2 . . ?
C17C C18C H18C 120.2 . . ?
C17D C18D C19D 118.8(9) . . ?
C17D C18D H18D 120.6 . . ?
C19D C18D H18D 120.6 . . ?
C18A C19A C20A 114.8(11) . . ?
C18A C19A H19A 122.6 . . ?
C20A C19A H19A 122.6 . . ?
C18B C19B C20B 120.0(11) . . ?
C18B C19B H19B 120.0 . . ?
C20B C19B H19B 120.0 . . ?
C18C C19C C20C 121.0(9) . . ?
C18C C19C H19C 119.5 . . ?
C20C C19C H19C 119.5 . . ?
C18D C19D C20D 120.8(9) . . ?
C18D C19D H19D 119.6 . . ?
C20D C19D H19D 119.6 . . ?
C15A C20A C19A 120.6(10) . . ?
C15A C20A H20A 119.7 . . ?
C19A C20A H20A 119.7 . . ?
C19B C20B C15B 118.3(10) . . ?
C19B C20B H20B 120.8 . . ?
C15B C20B H20B 120.8 . . ?
C15C C20C C19C 120.0(8) . . ?
C15C C20C H20C 120.0 . . ?
C19C C20C H20C 120.0 . . ?
C15D C20D C19D 119.7(9) . . ?
C15D C20D H20D 120.1 . . ?
C19D C20D H20D 120.1 . . ?
C1A O1A C7A 113.0(6) . . ?
C7B O1B C1B 112.1(7) . . ?
C7C O1C C1C 112.7(5) . . ?
C7D O1D C1D 112.4(5) . . ?
C14A O2A C2A 116.3(7) . . ?
C14B O2B C2B 116.4(7) . . ?
C14C O2C C2C 115.1(5) . . ?
C14D O2D C2D 114.1(5) . . ?
C7A O3A C3A 112.9(6) . . ?
C7B O3B C3B 113.0(7) . . ?
C7C O3C C3C 111.7(5) . . ?
C7D O3D C3D 111.5(6) . . ?
C4A O4A S1A 119.7(7) . . ?
C4B O4B S1B 118.9(7) . . ?
C4C O4C S1C 119.5(4) . . ?
C4D O4D S1D 119.2(4) . . ?
C7A O5A C5A 113.8(7) . . ?
C7B O5B C5B 112.0(7) . . ?
C5C O5C C7C 112.6(5) . . ?
C7D O5D C5D 112.6(5) . . ?
C6A O6A S1A 119.7(7) . . ?
C6B O6B S1B 118.4(6) . . ?
C6C O6C S1C 119.2(4) . . ?
C6D O6D S1D 119.3(4) . . ?
O7A S1A O8A 118.8(5) . . ?
O7A S1A O4A 111.7(6) . . ?
O8A S1A O4A 107.4(6) . . ?
O7A S1A O6A 109.4(5) . . ?
O8A S1A O6A 106.3(6) . . ?
O4A S1A O6A 101.8(4) . . ?
O8B S1B O7B 119.4(5) . . ?
O8B S1B O4B 106.5(6) . . ?
O7B S1B O4B 109.2(5) . . ?
O8B S1B O6B 106.9(5) . . ?
O7B S1B O6B 111.2(6) . . ?
O4B S1B O6B 102.2(4) . . ?
O7C S1C O8C 120.5(4) . . ?
O7C S1C O4C 109.4(3) . . ?
O8C S1C O4C 106.2(3) . . ?
O7C S1C O6C 110.4(3) . . ?
O8C S1C O6C 106.5(3) . . ?
O4C S1C O6C 102.3(3) . . ?
O7D S1D O8D 119.8(3) . . ?
O7D S1D O4D 110.1(3) . . ?
O8D S1D O4D 107.1(3) . . ?
O7D S1D O6D 109.8(3) . . ?
O8D S1D O6D 106.3(3) . . ?
O4D S1D O6D 102.4(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2C H2C O8C 0.98 2.62 3.202(9) 118.1 2_556
C2C H2C S1C 0.98 2.97 3.507(7) 116.0 .
C2D H2D O8D 0.98 2.61 3.186(9) 117.8 2_656
C2D H2D S1D 0.98 2.95 3.494(7) 116.0 .
C5A H5A O7A 0.98 2.42 2.946(11) 112.9 .
C5B H5B O7B 0.98 2.39 2.939(12) 114.4 .
C5C H5C O7C 0.98 2.41 2.946(9) 113.8 .
C5C H5C O9D 0.98 2.40 3.092(9) 127.1 2_656
C5D H5D O7D 0.98 2.40 2.935(9) 113.7 .
C5D H5D O9C 0.98 2.41 3.096(9) 126.5 2_556

_refine_diff_density_max         0.443
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.083

_shelxl_version_number           2014-3

# start Validation Reply Form
_vrf_PLAT028_shelx               
;
PROBLEM:_diffrn_measured_fraction_theta_max value Low
RESPONSE: The crystal was poorly diffracting at higher bragg angles. 
The situation did not improve even after recrystalisation
;
# end Validation Reply Form

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1576759'
_audit_update_record             
;
2018-04-03 deposited with the CCDC.
2018-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H16 O9 S'
_chemical_formula_sum            'C21 H16 O9 S'
_chemical_formula_weight         444.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.9531(11)
_cell_length_b                   12.597(3)
_cell_length_c                   14.559(3)
_cell_angle_alpha                72.156(7)
_cell_angle_beta                 88.823(8)
_cell_angle_gamma                84.441(8)
_cell_volume                     1034.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5533
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      24.86

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      1.426
_exptl_crystal_density_method    none
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_F_000             460
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.208
_shelx_estimated_absorpt_T_min   0.960
_shelx_estimated_absorpt_T_max   0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9596
_exptl_absorpt_correction_T_max  0.9695
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            8578
_diffrn_reflns_av_unetI/netI     0.0470
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.469
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.962
_reflns_number_total             3489
_reflns_number_gt                2678
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0857P)²+0.3710P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3489
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1488
_refine_ls_wR_factor_gt          0.1342
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2373(4) 0.7173(2) 0.71312(17) 0.0244(5) Uani 1 1 d . . . . .
H1 H 0.0983 0.7282 0.6751 0.029 Uiso 1 1 calc R U . . .
C2 C 0.3931(4) 0.6210(2) 0.69765(16) 0.0229(5) Uani 1 1 d . . . . .
H2 H 0.3208 0.5510 0.7197 0.027 Uiso 1 1 calc R U . . .
C3 C 0.6054(4) 0.61217(19) 0.75612(16) 0.0216(5) Uani 1 1 d . . . . .
H3 H 0.7148 0.5530 0.7471 0.026 Uiso 1 1 calc R U . . .
C4 C 0.5476(4) 0.5882(2) 0.86326(16) 0.0228(5) Uani 1 1 d . . . . .
H4 H 0.6872 0.5794 0.9005 0.027 Uiso 1 1 calc R U . . .
C5 C 0.3959(4) 0.6861(2) 0.87606(17) 0.0247(5) Uani 1 1 d . . . . .
H5 H 0.3630 0.6739 0.9446 0.030 Uiso 1 1 calc R U . . .
C6 C 0.1812(4) 0.6917(2) 0.82062(17) 0.0254(5) Uani 1 1 d . . . . .
H6 H 0.0725 0.7511 0.8299 0.030 Uiso 1 1 calc R U . . .
C7 C 0.2100(4) 0.4888(2) 0.89334(16) 0.0255(6) Uani 1 1 d . . . . .
C8 C 0.3041(4) 0.6186(2) 0.54226(17) 0.0257(6) Uani 1 1 d . . . . .
C9 C 0.3794(4) 0.6440(2) 0.44072(17) 0.0257(6) Uani 1 1 d . . . . .
C10 C 0.5779(5) 0.6892(3) 0.40948(19) 0.0382(7) Uani 1 1 d . . . . .
H10 H 0.6763 0.7011 0.4534 0.046 Uiso 1 1 calc R U . . .
C11 C 0.6326(5) 0.7172(3) 0.3119(2) 0.0465(8) Uani 1 1 d . . . . .
H11 H 0.7673 0.7478 0.2905 0.056 Uiso 1 1 calc R U . . .
C12 C 0.4858(5) 0.6994(3) 0.2474(2) 0.0425(8) Uani 1 1 d . . . . .
H12 H 0.5211 0.7190 0.1821 0.051 Uiso 1 1 calc R U . . .
C13 C 0.2883(5) 0.6528(2) 0.27854(19) 0.0370(7) Uani 1 1 d . . . . .
H13 H 0.1907 0.6407 0.2345 0.044 Uiso 1 1 calc R U . . .
C14 C 0.2338(5) 0.6240(2) 0.37538(19) 0.0317(6) Uani 1 1 d . . . . .
H14 H 0.1009 0.5915 0.3967 0.038 Uiso 1 1 calc R U . . .
C15 C 0.5502(4) 0.8070(2) 0.73877(17) 0.0253(5) Uani 1 1 d . . . . .
C16 C 0.6685(4) 0.9111(2) 0.70132(19) 0.0307(6) Uani 1 1 d . . . . .
C17 C 0.6892(6) 0.9576(3) 0.6032(2) 0.0456(8) Uani 1 1 d . . . . .
H17 H 0.6236 0.9265 0.5613 0.055 Uiso 1 1 calc R U . . .
C18 C 0.8068(6) 1.0501(3) 0.5671(3) 0.0529(9) Uani 1 1 d . . . . .
H18 H 0.8164 1.0824 0.5007 0.063 Uiso 1 1 calc R U . . .
C19 C 0.9088(6) 1.0947(2) 0.6272(3) 0.0499(9) Uani 1 1 d . . . . .
H19 H 0.9910 1.1562 0.6022 0.060 Uiso 1 1 calc R U . . .
C20 C 0.8897(6) 1.0482(3) 0.7250(3) 0.0572(9) Uani 1 1 d . . . . .
H20 H 0.9582 1.0790 0.7665 0.069 Uiso 1 1 calc R U . . .
C21 C 0.7695(6) 0.9561(3) 0.7626(2) 0.0448(8) Uani 1 1 d . . . . .
H21 H 0.7573 0.9250 0.8291 0.054 Uiso 1 1 calc R U . . .
O1 O 0.3497(3) 0.81806(14) 0.68547(12) 0.0256(4) Uani 1 1 d . . . . .
O2 O 0.4560(3) 0.64372(14) 0.59874(11) 0.0250(4) Uani 1 1 d . . . . .
O3 O 0.7006(3) 0.71747(13) 0.72731(11) 0.0228(4) Uani 1 1 d . . . . .
O4 O 0.4330(3) 0.48666(14) 0.89908(11) 0.0257(4) Uani 1 1 d . . . . .
O5 O 0.5008(3) 0.78712(14) 0.83736(12) 0.0271(4) Uani 1 1 d . . . . .
O6 O 0.0855(3) 0.58500(14) 0.85415(12) 0.0271(4) Uani 1 1 d . . . . .
O7 O 0.1285(3) 0.58326(17) 0.57247(13) 0.0392(5) Uani 1 1 d . . . . .
S1 S 0.08899(12) 0.37263(6) 0.93380(5) 0.0326(2) Uani 1 1 d . . . . .
O8 O -0.1629(9) 0.1323(3) 0.9869(3) 0.0460(17) Uani 0.467(8) 1 d . . P A 1
O9 O 0.1936(12) 0.1027(3) 0.9397(3) 0.061(2) Uani 0.467(8) 1 d . . P A 1
O9' O 0.442(3) 0.0454(8) 0.9806(6) 0.166(6) Uani 0.533(8) 1 d . . P A 2
O8' O -0.214(6) 0.050(2) 1.0201(17) 0.42(2) Uani 0.533(8) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.436(3) . ?
C1 C2 1.524(3) . ?
C1 C6 1.535(3) . ?
C1 H1 0.9800 . ?
C2 O2 1.429(3) . ?
C2 C3 1.514(3) . ?
C2 H2 0.9800 . ?
C3 O3 1.433(3) . ?
C3 C4 1.534(3) . ?
C3 H3 0.9800 . ?
C4 O4 1.456(3) . ?
C4 C5 1.513(3) . ?
C4 H4 0.9800 . ?
C5 O5 1.424(3) . ?
C5 C6 1.510(3) . ?
C5 H5 0.9800 . ?
C6 O6 1.451(3) . ?
C6 H6 0.9800 . ?
C7 O6 1.328(3) . ?
C7 O4 1.329(3) . ?
C7 S1 1.633(3) . ?
C8 O7 1.198(3) . ?
C8 O2 1.356(3) . ?
C8 C9 1.483(3) . ?
C9 C10 1.370(4) . ?
C9 C14 1.394(4) . ?
C10 C11 1.394(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.378(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.372(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.384(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 O1 1.409(3) . ?
C15 O5 1.409(3) . ?
C15 O3 1.419(3) . ?
C15 C16 1.497(4) . ?
C16 C21 1.370(4) . ?
C16 C17 1.376(4) . ?
C17 C18 1.375(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.356(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.371(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.383(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
O9' O9' 1.25(2) 2_657 ?

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 C1 C2 109.80(19) . . ?
O1 C1 C6 107.19(19) . . ?
C2 C1 C6 109.73(19) . . ?
O1 C1 H1 110.0 . . ?
C2 C1 H1 110.0 . . ?
C6 C1 H1 110.0 . . ?
O2 C2 C3 107.77(18) . . ?
O2 C2 C1 111.36(18) . . ?
C3 C2 C1 106.6(2) . . ?
O2 C2 H2 110.3 . . ?
C3 C2 H2 110.3 . . ?
C1 C2 H2 110.3 . . ?
O3 C3 C2 109.58(18) . . ?
O3 C3 C4 106.30(18) . . ?
C2 C3 C4 110.05(19) . . ?
O3 C3 H3 110.3 . . ?
C2 C3 H3 110.3 . . ?
C4 C3 H3 110.3 . . ?
O4 C4 C5 109.1(2) . . ?
O4 C4 C3 111.32(19) . . ?
C5 C4 C3 109.02(19) . . ?
O4 C4 H4 109.1 . . ?
C5 C4 H4 109.1 . . ?
C3 C4 H4 109.1 . . ?
O5 C5 C6 109.84(19) . . ?
O5 C5 C4 110.0(2) . . ?
C6 C5 C4 106.3(2) . . ?
O5 C5 H5 110.2 . . ?
C6 C5 H5 110.2 . . ?
C4 C5 H5 110.2 . . ?
O6 C6 C5 109.78(19) . . ?
O6 C6 C1 109.24(19) . . ?
C5 C6 C1 108.7(2) . . ?
O6 C6 H6 109.7 . . ?
C5 C6 H6 109.7 . . ?
C1 C6 H6 109.7 . . ?
O6 C7 O4 120.2(2) . . ?
O6 C7 S1 119.89(19) . . ?
O4 C7 S1 119.92(18) . . ?
O7 C8 O2 122.6(2) . . ?
O7 C8 C9 125.5(2) . . ?
O2 C8 C9 111.9(2) . . ?
C10 C9 C14 120.1(2) . . ?
C10 C9 C8 122.9(2) . . ?
C14 C9 C8 117.0(2) . . ?
C9 C10 C11 120.0(3) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 119.6(3) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C13 C12 C11 120.5(3) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 120.2(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C9 119.6(3) . . ?
C13 C14 H14 120.2 . . ?
C9 C14 H14 120.2 . . ?
O1 C15 O5 110.11(19) . . ?
O1 C15 O3 110.60(19) . . ?
O5 C15 O3 109.46(18) . . ?
O1 C15 C16 109.65(19) . . ?
O5 C15 C16 110.2(2) . . ?
O3 C15 C16 106.7(2) . . ?
C21 C16 C17 119.6(3) . . ?
C21 C16 C15 121.3(2) . . ?
C17 C16 C15 118.9(2) . . ?
C18 C17 C16 120.0(3) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C19 C18 C17 120.8(3) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 119.4(3) . . ?
C18 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C19 C20 C21 120.7(3) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C16 C21 C20 119.5(3) . . ?
C16 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C15 O1 C1 112.26(17) . . ?
C8 O2 C2 114.59(18) . . ?
C15 O3 C3 113.08(18) . . ?
C7 O4 C4 121.64(19) . . ?
C15 O5 C5 111.55(18) . . ?
C7 O6 C6 122.7(2) . . ?

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 C1 C2 O2 -60.2(2) . . . . ?
C6 C1 C2 O2 -177.81(18) . . . . ?
O1 C1 C2 C3 57.1(2) . . . . ?
C6 C1 C2 C3 -60.5(2) . . . . ?
O2 C2 C3 O3 63.3(2) . . . . ?
C1 C2 C3 O3 -56.4(2) . . . . ?
O2 C2 C3 C4 179.80(18) . . . . ?
C1 C2 C3 C4 60.1(2) . . . . ?
O3 C3 C4 O4 175.63(17) . . . . ?
C2 C3 C4 O4 57.0(2) . . . . ?
O3 C3 C4 C5 55.2(2) . . . . ?
C2 C3 C4 C5 -63.4(3) . . . . ?
O4 C4 C5 O5 -177.33(17) . . . . ?
C3 C4 C5 O5 -55.6(2) . . . . ?
O4 C4 C5 C6 -58.5(2) . . . . ?
C3 C4 C5 C6 63.3(2) . . . . ?
O5 C5 C6 O6 174.73(18) . . . . ?
C4 C5 C6 O6 55.8(2) . . . . ?
O5 C5 C6 C1 55.3(2) . . . . ?
C4 C5 C6 C1 -63.7(2) . . . . ?
O1 C1 C6 O6 -174.89(17) . . . . ?
C2 C1 C6 O6 -55.7(2) . . . . ?
O1 C1 C6 C5 -55.1(2) . . . . ?
C2 C1 C6 C5 64.1(3) . . . . ?
O7 C8 C9 C10 177.0(3) . . . . ?
O2 C8 C9 C10 -1.0(3) . . . . ?
O7 C8 C9 C14 -0.6(4) . . . . ?
O2 C8 C9 C14 -178.5(2) . . . . ?
C14 C9 C10 C11 1.3(4) . . . . ?
C8 C9 C10 C11 -176.2(3) . . . . ?
C9 C10 C11 C12 0.0(5) . . . . ?
C10 C11 C12 C13 -0.9(5) . . . . ?
C11 C12 C13 C14 0.4(4) . . . . ?
C12 C13 C14 C9 0.9(4) . . . . ?
C10 C9 C14 C13 -1.8(4) . . . . ?
C8 C9 C14 C13 175.9(2) . . . . ?
O1 C15 C16 C21 139.3(3) . . . . ?
O5 C15 C16 C21 18.0(3) . . . . ?
O3 C15 C16 C21 -100.8(3) . . . . ?
O1 C15 C16 C17 -45.2(3) . . . . ?
O5 C15 C16 C17 -166.6(2) . . . . ?
O3 C15 C16 C17 74.6(3) . . . . ?
C21 C16 C17 C18 -1.3(5) . . . . ?
C15 C16 C17 C18 -176.8(3) . . . . ?
C16 C17 C18 C19 1.8(5) . . . . ?
C17 C18 C19 C20 -1.5(5) . . . . ?
C18 C19 C20 C21 0.6(5) . . . . ?
C17 C16 C21 C20 0.4(5) . . . . ?
C15 C16 C21 C20 175.8(3) . . . . ?
C19 C20 C21 C16 -0.1(5) . . . . ?
O5 C15 O1 C1 -63.1(2) . . . . ?
O3 C15 O1 C1 58.0(2) . . . . ?
C16 C15 O1 C1 175.48(19) . . . . ?
C2 C1 O1 C15 -59.3(2) . . . . ?
C6 C1 O1 C15 59.9(2) . . . . ?
O7 C8 O2 C2 2.0(3) . . . . ?
C9 C8 O2 C2 -179.99(18) . . . . ?
C3 C2 O2 C8 159.64(19) . . . . ?
C1 C2 O2 C8 -83.8(2) . . . . ?
O1 C15 O3 C3 -58.0(2) . . . . ?
O5 C15 O3 C3 63.5(2) . . . . ?
C16 C15 O3 C3 -177.19(18) . . . . ?
C2 C3 O3 C15 58.5(2) . . . . ?
C4 C3 O3 C15 -60.4(2) . . . . ?
O6 C7 O4 C4 0.1(3) . . . . ?
S1 C7 O4 C4 179.57(16) . . . . ?
C5 C4 O4 C7 32.3(3) . . . . ?
C3 C4 O4 C7 -88.1(2) . . . . ?
O1 C15 O5 C5 61.2(2) . . . . ?
O3 C15 O5 C5 -60.6(2) . . . . ?
C16 C15 O5 C5 -177.7(2) . . . . ?
C6 C5 O5 C15 -58.4(2) . . . . ?
C4 C5 O5 C15 58.3(2) . . . . ?
O4 C7 O6 C6 -3.2(3) . . . . ?
S1 C7 O6 C6 177.27(16) . . . . ?
C5 C6 O6 C7 -26.6(3) . . . . ?
C1 C6 O6 C7 92.5(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1 O3 0.98 2.47 3.197(3) 130.3 1_455
C4 H4 O6 0.98 2.45 3.199(3) 132.6 1_655
C4 H4 S1 0.98 3.02 3.875(3) 146.0 2_667
C1 H1 O3 0.98 2.47 3.197(3) 130.3 1_455
C4 H4 O6 0.98 2.45 3.199(3) 132.6 1_655
C4 H4 S1 0.98 3.02 3.875(3) 146.0 2_667

_refine_diff_density_max         0.628
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.079

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1576758'
_audit_update_record             
;
2018-04-03 deposited with the CCDC.
2018-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H12 O8 S'
_chemical_formula_sum            'C13 H12 O8 S'
_chemical_formula_weight         328.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8234(7)
_cell_length_b                   9.9598(9)
_cell_length_c                   9.9951(9)
_cell_angle_alpha                107.610(4)
_cell_angle_beta                 102.745(4)
_cell_angle_gamma                109.140(4)
_cell_volume                     655.56(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7262
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      28.14

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      1.663
_exptl_crystal_density_method    none
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_F_000             340
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.290
_shelx_estimated_absorpt_T_min   0.944
_shelx_estimated_absorpt_T_max   0.958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9444
_exptl_absorpt_correction_T_max  0.9579
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10874
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.370
_diffrn_reflns_theta_max         28.407
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3195
_reflns_number_gt                2560
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0397P)²+1.0076P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3195
_refine_ls_number_parameters     199
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0742
_refine_ls_R_factor_gt           0.0558
_refine_ls_wR_factor_ref         0.1350
_refine_ls_wR_factor_gt          0.1232
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 1.33058(10) 0.76762(10) 0.19870(7) 0.0473(2) Uani 1 1 d . U . . .
O8 O 1.3124(3) 0.7323(3) 0.0473(2) 0.0657(8) Uani 1 1 d . . . . .
O6 O 1.2197(2) 0.8714(2) 0.23692(18) 0.0343(4) Uani 1 1 d . . . . .
O1 O 0.8829(2) 0.82001(17) 0.43825(16) 0.0229(3) Uani 1 1 d . . . . .
O7 O 1.5165(3) 0.8386(3) 0.3121(2) 0.0562(7) Uani 1 1 d . . . . .
O4 O 1.2005(3) 0.6123(2) 0.2045(2) 0.0531(5) Uani 1 1 d . U . . .
O5 O 1.1470(2) 0.79513(19) 0.56594(17) 0.0294(4) Uani 1 1 d . . . . .
O3 O 0.8668(3) 0.57513(19) 0.4110(2) 0.0372(5) Uani 1 1 d . . . . .
O2 O 0.6433(3) 0.5854(2) 0.1525(2) 0.0438(5) Uani 1 1 d . . . . .
H2' H 0.6137 0.6540 0.1951 0.066 Uiso 1 1 calc R U . . .
C6 C 1.1597(3) 0.8836(3) 0.3681(2) 0.0265(5) Uani 1 1 d . . . . .
H6 H 1.2129 0.9930 0.4375 0.032 Uiso 1 1 calc R U . . .
C1 C 0.9388(3) 0.8140(3) 0.3097(2) 0.0254(5) Uani 1 1 d . . . . .
H1 H 0.8936 0.8758 0.2635 0.030 Uiso 1 1 calc R U . . .
C7 C 0.9433(3) 0.7328(2) 0.5105(3) 0.0276(5) Uani 1 1 d . . . . .
C8 C 0.8682(4) 0.7438(3) 0.6367(3) 0.0316(5) Uani 1 1 d . . . . .
C13 C 0.9884(4) 0.7997(3) 0.7847(3) 0.0380(6) Uani 1 1 d . . . . .
H13 H 1.1213 0.8320 0.8087 0.046 Uiso 1 1 calc R U . . .
C12 C 0.9095(5) 0.8072(3) 0.8965(3) 0.0463(7) Uani 1 1 d . . . . .
H12 H 0.9903 0.8447 0.9955 0.056 Uiso 1 1 calc R U . . .
C11 C 0.7136(5) 0.7599(4) 0.8631(3) 0.0498(8) Uani 1 1 d . . . . .
H11 H 0.6622 0.7651 0.9391 0.060 Uiso 1 1 calc R U . . .
C4 C 1.1428(4) 0.6222(3) 0.3363(3) 0.0426(7) Uani 1 1 d . . . . .
H4 H 1.1864 0.5610 0.3843 0.051 Uiso 1 1 calc R U . . .
C5 C 1.2244(3) 0.7908(3) 0.4494(3) 0.0302(5) Uani 1 1 d . . . . .
H5 H 1.3660 0.8350 0.4912 0.036 Uiso 1 1 calc R U . . .
C2 C 0.8470(3) 0.6439(3) 0.1977(3) 0.0332(6) Uani 1 1 d . . . . .
H2 H 0.8865 0.6353 0.1101 0.040 Uiso 1 1 calc R U . . .
C3 C 0.9223(4) 0.5565(3) 0.2805(3) 0.0412(7) Uani 1 1 d . . . . .
H3 H 0.8664 0.4459 0.2139 0.049 Uiso 1 1 calc R U . . .
C10 C 0.5926(5) 0.7042(4) 0.7149(3) 0.0523(8) Uani 1 1 d . . . . .
H10 H 0.4599 0.6723 0.6914 0.063 Uiso 1 1 calc R U . . .
C9 C 0.6701(4) 0.6964(3) 0.6028(3) 0.0419(7) Uani 1 1 d . . . . .
H9 H 0.5890 0.6591 0.5039 0.050 Uiso 1 1 calc R U . . .


_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
S1 O8 1.409(2) . ?
S1 O7 1.4187(19) . ?
S1 O6 1.5693(17) . ?
S1 O4 1.575(3) . ?
O6 C6 1.471(3) . ?
O1 C7 1.413(2) . ?
O1 C1 1.436(3) . ?
O4 C4 1.470(4) . ?
O5 C7 1.409(3) . ?
O5 C5 1.422(3) . ?
O3 C7 1.411(3) . ?
O3 C3 1.443(4) . ?
O2 C2 1.413(3) . ?
O2 H2' 0.8200 . ?
C6 C1 1.528(3) . ?
C6 C5 1.533(3) . ?
C6 H6 0.9800 . ?
C1 C2 1.529(3) . ?
C1 H1 0.9800 . ?
C7 C8 1.495(4) . ?
C8 C13 1.388(3) . ?
C8 C9 1.390(4) . ?
C13 C12 1.385(4) . ?
C13 H13 0.9300 . ?
C12 C11 1.374(5) . ?
C12 H12 0.9300 . ?
C11 C10 1.392(4) . ?
C11 H11 0.9300 . ?
C4 C3 1.526(4) . ?
C4 C5 1.528(3) . ?
C4 H4 0.9800 . ?
C5 H5 0.9800 . ?
C2 C3 1.531(4) . ?
C2 H2 0.9800 . ?
C3 H3 0.9800 . ?
C10 C9 1.381(4) . ?
C10 H10 0.9300 . ?
C9 H9 0.9300 . ?

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
O8 S1 O7 120.18(14) . . ?
O8 S1 O6 106.66(12) . . ?
O7 S1 O6 109.17(11) . . ?
O8 S1 O4 106.47(15) . . ?
O7 S1 O4 110.44(14) . . ?
O6 S1 O4 102.42(11) . . ?
C6 O6 S1 118.27(15) . . ?
C7 O1 C1 113.07(17) . . ?
C4 O4 S1 118.45(16) . . ?
C7 O5 C5 112.06(17) . . ?
C7 O3 C3 112.0(2) . . ?
C2 O2 H2' 109.5 . . ?
O6 C6 C1 107.08(17) . . ?
O6 C6 C5 111.54(17) . . ?
C1 C6 C5 108.2(2) . . ?
O6 C6 H6 110.0 . . ?
C1 C6 H6 110.0 . . ?
C5 C6 H6 110.0 . . ?
O1 C1 C6 106.22(16) . . ?
O1 C1 C2 108.0(2) . . ?
C6 C1 C2 112.46(18) . . ?
O1 C1 H1 110.0 . . ?
C6 C1 H1 110.0 . . ?
C2 C1 H1 110.0 . . ?
O5 C7 O3 109.52(19) . . ?
O5 C7 O1 109.67(18) . . ?
O3 C7 O1 111.07(17) . . ?
O5 C7 C8 110.38(18) . . ?
O3 C7 C8 109.0(2) . . ?
O1 C7 C8 107.18(19) . . ?
C13 C8 C9 119.4(3) . . ?
C13 C8 C7 122.6(2) . . ?
C9 C8 C7 118.0(2) . . ?
C12 C13 C8 119.6(3) . . ?
C12 C13 H13 120.2 . . ?
C8 C13 H13 120.2 . . ?
C11 C12 C13 121.0(3) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C12 C11 C10 119.5(3) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
O4 C4 C3 107.1(2) . . ?
O4 C4 C5 111.4(2) . . ?
C3 C4 C5 108.17(19) . . ?
O4 C4 H4 110.0 . . ?
C3 C4 H4 110.0 . . ?
C5 C4 H4 110.0 . . ?
O5 C5 C4 109.0(2) . . ?
O5 C5 C6 108.85(17) . . ?
C4 C5 C6 108.23(19) . . ?
O5 C5 H5 110.2 . . ?
C4 C5 H5 110.2 . . ?
C6 C5 H5 110.2 . . ?
O2 C2 C1 109.46(18) . . ?
O2 C2 C3 110.9(2) . . ?
C1 C2 C3 106.20(18) . . ?
O2 C2 H2 110.1 . . ?
C1 C2 H2 110.1 . . ?
C3 C2 H2 110.1 . . ?
O3 C3 C4 107.0(2) . . ?
O3 C3 C2 108.7(2) . . ?
C4 C3 C2 111.9(3) . . ?
O3 C3 H3 109.7 . . ?
C4 C3 H3 109.7 . . ?
C2 C3 H3 109.7 . . ?
C9 C10 C11 119.8(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C9 C8 120.5(2) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?

_refine_diff_density_max         0.566
_refine_diff_density_min         -0.918
_refine_diff_density_rms         0.066

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1576757'
_audit_update_record             
;
2018-04-03 deposited with the CCDC.
2018-04-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H16 O8'
_chemical_formula_sum            'C21 H16 O8'
_chemical_formula_weight         396.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1816(4)
_cell_length_b                   13.2228(6)
_cell_length_c                   14.5348(6)
_cell_angle_alpha                88.475(2)
_cell_angle_beta                 87.657(2)
_cell_angle_gamma                88.007(2)
_cell_volume                     1761.52(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9740
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      33.16

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      1.494
_exptl_crystal_density_method    none
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.116
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9715
_exptl_absorpt_correction_T_max  0.9885
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            27972
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.579
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             6156
_reflns_number_gt                5474
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0486P)²+0.8616P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6156
_refine_ls_number_parameters     523
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0995
_refine_ls_wR_factor_gt          0.0920
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O3A O 0.19885(10) 0.44210(7) 0.21295(7) 0.0219(2) Uani 1 1 d . . . . .
O2A O 0.30526(11) 0.32739(7) 0.35945(7) 0.0257(2) Uani 1 1 d . . . . .
O4A O 0.18941(11) 0.19163(7) 0.10893(7) 0.0259(2) Uani 1 1 d . . . . .
O7A O 0.30352(13) 0.04275(8) 0.10248(8) 0.0328(3) Uani 1 1 d . . . . .
O6A O 0.44151(11) 0.17467(7) 0.11331(7) 0.0250(2) Uani 1 1 d . . . . .
O1A O 0.45225(10) 0.42466(7) 0.21879(7) 0.0218(2) Uani 1 1 d . . . . .
O8A O 0.12542(15) 0.22674(11) 0.41051(8) 0.0478(3) Uani 1 1 d . . . . .
O5A O 0.34274(11) 0.44380(7) 0.07847(7) 0.0237(2) Uani 1 1 d . . . . .
O2B O 0.61451(11) 0.95130(7) 0.33184(7) 0.0277(2) Uani 1 1 d . . . . .
O3B O 0.69745(11) 0.88768(7) 0.14837(7) 0.0242(2) Uani 1 1 d . . . . .
O6B O 0.93856(11) 1.14280(8) 0.23321(7) 0.0288(2) Uani 1 1 d . . . . .
O4B O 0.76450(12) 1.15986(7) 0.12158(8) 0.0288(2) Uani 1 1 d . . . . .
O5B O 0.94004(11) 0.90699(7) 0.10370(7) 0.0251(2) Uani 1 1 d . . . . .
O1B O 0.87793(11) 0.87000(7) 0.25657(7) 0.0247(2) Uani 1 1 d . . . . .
O7B O 0.82725(13) 1.28890(8) 0.20171(9) 0.0398(3) Uani 1 1 d . . . . .
O8B O 0.43180(13) 1.06639(8) 0.31440(8) 0.0377(3) Uani 1 1 d . . . . .
C19A C 0.33735(18) 0.79282(11) 0.19369(12) 0.0339(4) Uani 1 1 d . . . . .
H19A H 0.3350 0.8628 0.1987 0.041 Uiso 1 1 calc R U . . .
C18A C 0.36773(17) 0.74976(11) 0.10977(12) 0.0320(4) Uani 1 1 d . . . . .
H18A H 0.3879 0.7908 0.0582 0.038 Uiso 1 1 calc R U . . .
C17A C 0.36858(16) 0.64523(11) 0.10142(11) 0.0281(3) Uani 1 1 d . . . . .
H17A H 0.3877 0.6165 0.0443 0.034 Uiso 1 1 calc R U . . .
C16A C 0.34089(15) 0.58405(11) 0.17854(10) 0.0240(3) Uani 1 1 d . . . . .
C15A C 0.33413(15) 0.47084(10) 0.17188(10) 0.0218(3) Uani 1 1 d . . . . .
C3A C 0.18229(15) 0.33411(10) 0.21492(10) 0.0212(3) Uani 1 1 d . . . . .
H3A H 0.0874 0.3172 0.2435 0.025 Uiso 1 1 calc R U . . .
C2A C 0.30531(15) 0.28476(10) 0.26957(9) 0.0214(3) Uani 1 1 d . . . . .
H2A H 0.2982 0.2110 0.2733 0.026 Uiso 1 1 calc R U . . .
C8A C 0.20024(17) 0.29811(12) 0.42163(10) 0.0301(3) Uani 1 1 d . . . . .
C9A C 0.18815(19) 0.36717(13) 0.50048(11) 0.0353(4) Uani 1 1 d . . . . .
C10A C 0.2782(3) 0.44849(15) 0.50564(14) 0.0615(6) Uani 1 1 d . . . . .
H10A H 0.3533 0.4577 0.4617 0.074 Uiso 1 1 calc R U . . .
C11A C 0.2564(4) 0.51601(17) 0.57614(17) 0.0887(10) Uani 1 1 d . . . . .
H11A H 0.3174 0.5704 0.5797 0.106 Uiso 1 1 calc R U . . .
C12A C 0.1454(4) 0.50342(19) 0.64101(15) 0.0724(8) Uani 1 1 d . . . . .
H12A H 0.1295 0.5502 0.6873 0.087 Uiso 1 1 calc R U . . .
C20A C 0.3102(2) 0.73152(13) 0.27067(12) 0.0413(4) Uani 1 1 d . . . . .
H20A H 0.2899 0.7604 0.3276 0.050 Uiso 1 1 calc R U . . .
C21A C 0.3132(2) 0.62741(12) 0.26328(11) 0.0363(4) Uani 1 1 d . . . . .
H21A H 0.2965 0.5865 0.3154 0.044 Uiso 1 1 calc R U . . .
C4A C 0.19274(16) 0.30102(10) 0.11467(10) 0.0228(3) Uani 1 1 d . . . . .
H4A H 0.1105 0.3317 0.0819 0.027 Uiso 1 1 calc R U . . .
C7A C 0.31112(16) 0.13257(11) 0.10786(10) 0.0248(3) Uani 1 1 d . . . . .
C6A C 0.45581(15) 0.28293(10) 0.12081(10) 0.0220(3) Uani 1 1 d . . . . .
H6A H 0.5498 0.3022 0.0924 0.026 Uiso 1 1 calc R U . . .
C1A C 0.44714(15) 0.31585(10) 0.22126(10) 0.0213(3) Uani 1 1 d . . . . .
H1A H 0.5303 0.2865 0.2541 0.026 Uiso 1 1 calc R U . . .
C13A C 0.0588(3) 0.4228(3) 0.63756(15) 0.0786(9) Uani 1 1 d . . . . .
H13A H -0.0154 0.4137 0.6822 0.094 Uiso 1 1 calc R U . . .
C14A C 0.0803(2) 0.3538(2) 0.56786(14) 0.0657(7) Uani 1 1 d . . . . .
H14A H 0.0215 0.2980 0.5666 0.079 Uiso 1 1 calc R U . . .
C5A C 0.33398(16) 0.33705(10) 0.06960(10) 0.0225(3) Uani 1 1 d . . . . .
H5A H 0.3401 0.3194 0.0044 0.027 Uiso 1 1 calc R U . . .
C12B C 0.23423(19) 0.80991(13) 0.54391(11) 0.0370(4) Uani 1 1 d . . . . .
H12B H 0.1793 0.7699 0.5848 0.044 Uiso 1 1 calc R U . . .
C13B C 0.16817(19) 0.89021(13) 0.49712(12) 0.0352(4) Uani 1 1 d . . . . .
H13B H 0.0688 0.9041 0.5065 0.042 Uiso 1 1 calc R U . . .
C14B C 0.24976(17) 0.95018(12) 0.43613(11) 0.0310(3) Uani 1 1 d . . . . .
H14B H 0.2058 1.0054 0.4059 0.037 Uiso 1 1 calc R U . . .
C9B C 0.39757(16) 0.92735(11) 0.42037(10) 0.0250(3) Uani 1 1 d . . . . .
C8B C 0.47931(16) 0.99017(11) 0.35091(10) 0.0260(3) Uani 1 1 d . . . . .
C2B C 0.70395(16) 1.01031(11) 0.26852(10) 0.0245(3) Uani 1 1 d . . . . .
H27 H 0.6920 1.0824 0.2820 0.029 Uiso 1 1 calc R U . . .
C3B C 0.67026(16) 0.99262(10) 0.16844(10) 0.0233(3) Uani 1 1 d . . . . .
H28 H 0.5686 1.0126 0.1571 0.028 Uiso 1 1 calc R U . . .
C15B C 0.84230(15) 0.85453(11) 0.16424(10) 0.0227(3) Uani 1 1 d . . . . .
C16B C 0.85389(16) 0.74291(11) 0.14703(10) 0.0234(3) Uani 1 1 d . . . . .
C17B C 0.97814(16) 0.69938(11) 0.10472(10) 0.0258(3) Uani 1 1 d . . . . .
H17B H 1.0558 0.7393 0.0859 0.031 Uiso 1 1 calc R U . . .
C18B C 0.98585(17) 0.59614(11) 0.09063(11) 0.0289(3) Uani 1 1 d . . . . .
H18B H 1.0691 0.5668 0.0625 0.035 Uiso 1 1 calc R U . . .
C19B C 0.87052(18) 0.53638(11) 0.11815(11) 0.0302(3) Uani 1 1 d . . . . .
H19B H 0.8758 0.4672 0.1077 0.036 Uiso 1 1 calc R U . . .
C11B C 0.3819(2) 0.78907(13) 0.52993(12) 0.0389(4) Uani 1 1 d . . . . .
H11B H 0.4264 0.7359 0.5626 0.047 Uiso 1 1 calc R U . . .
C10B C 0.46401(18) 0.84693(12) 0.46755(11) 0.0327(4) Uani 1 1 d . . . . .
H10B H 0.5630 0.8319 0.4574 0.039 Uiso 1 1 calc R U . . .
C1B C 0.86027(16) 0.97427(11) 0.28126(10) 0.0251(3) Uani 1 1 d . . . . .
H36 H 0.8860 0.9821 0.3454 0.030 Uiso 1 1 calc R U . . .
C6B C 0.96212(16) 1.03573(11) 0.21660(10) 0.0254(3) Uani 1 1 d . . . . .
H37 H 1.0638 1.0158 0.2279 0.030 Uiso 1 1 calc R U . . .
C7B C 0.84308(16) 1.20098(11) 0.18589(11) 0.0285(3) Uani 1 1 d . . . . .
C4B C 0.77415(16) 1.05227(10) 0.10360(10) 0.0246(3) Uani 1 1 d . . . . .
H39 H 0.7496 1.0416 0.0397 0.029 Uiso 1 1 calc R U . . .
C5B C 0.92924(16) 1.01360(11) 0.11787(10) 0.0246(3) Uani 1 1 d . . . . .
H40 H 0.9970 1.0488 0.0753 0.030 Uiso 1 1 calc R U . . .
C20B C 0.74738(17) 0.57950(11) 0.16123(11) 0.0302(3) Uani 1 1 d . . . . .
H20B H 0.6701 0.5392 0.1801 0.036 Uiso 1 1 calc R U . . .
C21B C 0.73891(16) 0.68266(11) 0.17633(11) 0.0273(3) Uani 1 1 d . . . . .
H21B H 0.6566 0.7115 0.2060 0.033 Uiso 1 1 calc R U . . .


_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
O3A C15A 1.4155(17) . ?
O3A C3A 1.4407(16) . ?
O2A C8A 1.3537(18) . ?
O2A C2A 1.4364(17) . ?
O4A C7A 1.3407(18) . ?
O4A C4A 1.4525(16) . ?
O7A C7A 1.1969(17) . ?
O6A C7A 1.3439(18) . ?
O6A C6A 1.4494(16) . ?
O1A C15A 1.4164(17) . ?
O1A C1A 1.4406(16) . ?
O8A C8A 1.205(2) . ?
O5A C15A 1.4117(17) . ?
O5A C5A 1.4262(16) . ?
O2B C8B 1.3480(18) . ?
O2B C2B 1.4405(17) . ?
O3B C15B 1.4118(17) . ?
O3B C3B 1.4369(16) . ?
O6B C7B 1.3445(19) . ?
O6B C6B 1.4499(17) . ?
O4B C7B 1.3414(19) . ?
O4B C4B 1.4524(16) . ?
O5B C15B 1.4167(17) . ?
O5B C5B 1.4296(17) . ?
O1B C15B 1.4160(17) . ?
O1B C1B 1.4360(17) . ?
O7B C7B 1.1938(18) . ?
O8B C8B 1.2032(18) . ?
C19A C18A 1.374(2) . ?
C19A C20A 1.383(2) . ?
C19A H19A 0.9300 . ?
C18A C17A 1.391(2) . ?
C18A H18A 0.9300 . ?
C17A C16A 1.385(2) . ?
C17A H17A 0.9300 . ?
C16A C21A 1.383(2) . ?
C16A C15A 1.5062(19) . ?
C3A C2A 1.5255(19) . ?
C3A C4A 1.531(2) . ?
C3A H3A 0.9800 . ?
C2A C1A 1.5182(19) . ?
C2A H2A 0.9800 . ?
C8A C9A 1.482(2) . ?
C9A C14A 1.376(3) . ?
C9A C10A 1.384(3) . ?
C10A C11A 1.381(3) . ?
C10A H10A 0.9300 . ?
C11A C12A 1.371(4) . ?
C11A H11A 0.9300 . ?
C12A C13A 1.355(4) . ?
C12A H12A 0.9300 . ?
C20A C21A 1.383(2) . ?
C20A H20A 0.9300 . ?
C21A H21A 0.9300 . ?
C4A C5A 1.515(2) . ?
C4A H4A 0.9800 . ?
C6A C5A 1.517(2) . ?
C6A C1A 1.533(2) . ?
C6A H6A 0.9800 . ?
C1A H1A 0.9800 . ?
C13A C14A 1.385(3) . ?
C13A H13A 0.9300 . ?
C14A H14A 0.9300 . ?
C5A H5A 0.9800 . ?
C12B C13B 1.381(3) . ?
C12B C11B 1.382(3) . ?
C12B H12B 0.9300 . ?
C13B C14B 1.388(2) . ?
C13B H13B 0.9300 . ?
C14B C9B 1.391(2) . ?
C14B H14B 0.9300 . ?
C9B C10B 1.387(2) . ?
C9B C8B 1.486(2) . ?
C2B C1B 1.514(2) . ?
C2B C3B 1.525(2) . ?
C2B H27 0.9800 . ?
C3B C4B 1.536(2) . ?
C3B H28 0.9800 . ?
C15B C16B 1.5029(19) . ?
C16B C17B 1.388(2) . ?
C16B C21B 1.391(2) . ?
C17B C18B 1.385(2) . ?
C17B H17B 0.9300 . ?
C18B C19B 1.383(2) . ?
C18B H18B 0.9300 . ?
C19B C20B 1.383(2) . ?
C19B H19B 0.9300 . ?
C11B C10B 1.387(2) . ?
C11B H11B 0.9300 . ?
C10B H10B 0.9300 . ?
C1B C6B 1.536(2) . ?
C1B H36 0.9800 . ?
C6B C5B 1.516(2) . ?
C6B H37 0.9800 . ?
C4B C5B 1.517(2) . ?
C4B H39 0.9800 . ?
C5B H40 0.9800 . ?
C20B C21B 1.386(2) . ?
C20B H20B 0.9300 . ?
C21B H21B 0.9300 . ?

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
C15A O3A C3A 112.61(10) . . ?
C8A O2A C2A 117.32(11) . . ?
C7A O4A C4A 122.28(11) . . ?
C7A O6A C6A 122.11(11) . . ?
C15A O1A C1A 112.25(10) . . ?
C15A O5A C5A 111.16(10) . . ?
C8B O2B C2B 115.74(11) . . ?
C15B O3B C3B 112.81(10) . . ?
C7B O6B C6B 122.25(11) . . ?
C7B O4B C4B 121.96(11) . . ?
C15B O5B C5B 111.16(10) . . ?
C15B O1B C1B 112.32(10) . . ?
C18A C19A C20A 119.68(14) . . ?
C18A C19A H19A 120.2 . . ?
C20A C19A H19A 120.2 . . ?
C19A C18A C17A 120.46(15) . . ?
C19A C18A H18A 119.8 . . ?
C17A C18A H18A 119.8 . . ?
C16A C17A C18A 119.73(15) . . ?
C16A C17A H17A 120.1 . . ?
C18A C17A H17A 120.1 . . ?
C21A C16A C17A 119.73(14) . . ?
C21A C16A C15A 118.76(13) . . ?
C17A C16A C15A 121.46(13) . . ?
O5A C15A O3A 109.88(11) . . ?
O5A C15A O1A 109.86(11) . . ?
O3A C15A O1A 111.07(11) . . ?
O5A C15A C16A 109.69(11) . . ?
O3A C15A C16A 107.31(11) . . ?
O1A C15A C16A 108.99(11) . . ?
O3A C3A C2A 108.46(11) . . ?
O3A C3A C4A 106.61(11) . . ?
C2A C3A C4A 110.84(11) . . ?
O3A C3A H3A 110.3 . . ?
C2A C3A H3A 110.3 . . ?
C4A C3A H3A 110.3 . . ?
O2A C2A C1A 105.62(11) . . ?
O2A C2A C3A 109.76(11) . . ?
C1A C2A C3A 106.62(11) . . ?
O2A C2A H2A 111.5 . . ?
C1A C2A H2A 111.5 . . ?
C3A C2A H2A 111.5 . . ?
O8A C8A O2A 122.77(15) . . ?
O8A C8A C9A 126.13(15) . . ?
O2A C8A C9A 111.06(14) . . ?
C14A C9A C10A 118.86(18) . . ?
C14A C9A C8A 119.59(18) . . ?
C10A C9A C8A 121.46(16) . . ?
C11A C10A C9A 120.0(2) . . ?
C11A C10A H10A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C12A C11A C10A 120.4(3) . . ?
C12A C11A H11A 119.8 . . ?
C10A C11A H11A 119.8 . . ?
C13A C12A C11A 119.9(2) . . ?
C13A C12A H12A 120.0 . . ?
C11A C12A H12A 120.0 . . ?
C21A C20A C19A 120.24(16) . . ?
C21A C20A H20A 119.9 . . ?
C19A C20A H20A 119.9 . . ?
C16A C21A C20A 120.14(15) . . ?
C16A C21A H21A 119.9 . . ?
C20A C21A H21A 119.9 . . ?
O4A C4A C5A 109.08(11) . . ?
O4A C4A C3A 111.25(11) . . ?
C5A C4A C3A 109.18(11) . . ?
O4A C4A H4A 109.1 . . ?
C5A C4A H4A 109.1 . . ?
C3A C4A H4A 109.1 . . ?
O7A C7A O4A 120.11(13) . . ?
O7A C7A O6A 120.22(13) . . ?
O4A C7A O6A 119.67(12) . . ?
O6A C6A C5A 108.80(11) . . ?
O6A C6A C1A 112.05(11) . . ?
C5A C6A C1A 108.82(11) . . ?
O6A C6A H6A 109.0 . . ?
C5A C6A H6A 109.0 . . ?
C1A C6A H6A 109.0 . . ?
O1A C1A C2A 109.03(11) . . ?
O1A C1A C6A 106.44(10) . . ?
C2A C1A C6A 111.25(11) . . ?
O1A C1A H1A 110.0 . . ?
C2A C1A H1A 110.0 . . ?
C6A C1A H1A 110.0 . . ?
C12A C13A C14A 120.3(2) . . ?
C12A C13A H13A 119.8 . . ?
C14A C13A H13A 119.8 . . ?
C9A C14A C13A 120.5(2) . . ?
C9A C14A H14A 119.8 . . ?
C13A C14A H14A 119.8 . . ?
O5A C5A C4A 110.00(11) . . ?
O5A C5A C6A 109.92(11) . . ?
C4A C5A C6A 106.16(11) . . ?
O5A C5A H5A 110.2 . . ?
C4A C5A H5A 110.2 . . ?
C6A C5A H5A 110.2 . . ?
C13B C12B C11B 119.99(15) . . ?
C13B C12B H12B 120.0 . . ?
C11B C12B H12B 120.0 . . ?
C12B C13B C14B 120.16(16) . . ?
C12B C13B H13B 119.9 . . ?
C14B C13B H13B 119.9 . . ?
C13B C14B C9B 119.69(15) . . ?
C13B C14B H14B 120.2 . . ?
C9B C14B H14B 120.2 . . ?
C10B C9B C14B 120.13(14) . . ?
C10B C9B C8B 121.86(14) . . ?
C14B C9B C8B 118.00(14) . . ?
O8B C8B O2B 123.00(14) . . ?
O8B C8B C9B 124.86(14) . . ?
O2B C8B C9B 112.14(12) . . ?
O2B C2B C1B 106.78(11) . . ?
O2B C2B C3B 112.07(11) . . ?
C1B C2B C3B 107.10(12) . . ?
O2B C2B H27 110.3 . . ?
C1B C2B H27 110.3 . . ?
C3B C2B H27 110.3 . . ?
O3B C3B C2B 109.43(11) . . ?
O3B C3B C4B 106.12(11) . . ?
C2B C3B C4B 110.12(11) . . ?
O3B C3B H28 110.4 . . ?
C2B C3B H28 110.4 . . ?
C4B C3B H28 110.4 . . ?
O3B C15B O1B 111.14(11) . . ?
O3B C15B O5B 109.88(11) . . ?
O1B C15B O5B 109.63(11) . . ?
O3B C15B C16B 107.61(11) . . ?
O1B C15B C16B 108.36(11) . . ?
O5B C15B C16B 110.18(11) . . ?
C17B C16B C21B 120.00(13) . . ?
C17B C16B C15B 121.11(13) . . ?
C21B C16B C15B 118.88(13) . . ?
C18B C17B C16B 119.66(14) . . ?
C18B C17B H17B 120.2 . . ?
C16B C17B H17B 120.2 . . ?
C19B C18B C17B 120.43(14) . . ?
C19B C18B H18B 119.8 . . ?
C17B C18B H18B 119.8 . . ?
C18B C19B C20B 119.95(14) . . ?
C18B C19B H19B 120.0 . . ?
C20B C19B H19B 120.0 . . ?
C12B C11B C10B 120.43(16) . . ?
C12B C11B H11B 119.8 . . ?
C10B C11B H11B 119.8 . . ?
C9B C10B C11B 119.55(16) . . ?
C9B C10B H10B 120.2 . . ?
C11B C10B H10B 120.2 . . ?
O1B C1B C2B 109.62(11) . . ?
O1B C1B C6B 107.55(11) . . ?
C2B C1B C6B 109.45(12) . . ?
O1B C1B H36 110.1 . . ?
C2B C1B H36 110.1 . . ?
C6B C1B H36 110.1 . . ?
O6B C6B C5B 110.06(12) . . ?
O6B C6B C1B 109.65(11) . . ?
C5B C6B C1B 108.62(11) . . ?
O6B C6B H37 109.5 . . ?
C5B C6B H37 109.5 . . ?
C1B C6B H37 109.5 . . ?
O7B C7B O4B 120.06(14) . . ?
O7B C7B O6B 120.04(14) . . ?
O4B C7B O6B 119.90(12) . . ?
O4B C4B C5B 108.77(11) . . ?
O4B C4B C3B 111.54(11) . . ?
C5B C4B C3B 108.83(12) . . ?
O4B C4B H39 109.2 . . ?
C5B C4B H39 109.2 . . ?
C3B C4B H39 109.2 . . ?
O5B C5B C6B 110.07(12) . . ?
O5B C5B C4B 109.72(11) . . ?
C6B C5B C4B 106.56(12) . . ?
O5B C5B H40 110.1 . . ?
C6B C5B H40 110.1 . . ?
C4B C5B H40 110.1 . . ?
C19B C20B C21B 120.12(14) . . ?
C19B C20B H20B 119.9 . . ?
C21B C20B H20B 119.9 . . ?
C20B C21B C16B 119.83(14) . . ?
C20B C21B H21B 120.1 . . ?
C16B C21B H21B 120.1 . . ?

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
C20A C19A C18A C17A 1.3(3) . . . . ?
C19A C18A C17A C16A -1.0(2) . . . . ?
C18A C17A C16A C21A -0.3(2) . . . . ?
C18A C17A C16A C15A 177.24(13) . . . . ?
C5A O5A C15A O3A -61.21(14) . . . . ?
C5A O5A C15A O1A 61.28(13) . . . . ?
C5A O5A C15A C16A -178.94(11) . . . . ?
C3A O3A C15A O5A 63.66(14) . . . . ?
C3A O3A C15A O1A -58.11(14) . . . . ?
C3A O3A C15A C16A -177.14(10) . . . . ?
C1A O1A C15A O5A -64.06(13) . . . . ?
C1A O1A C15A O3A 57.72(14) . . . . ?
C1A O1A C15A C16A 175.73(11) . . . . ?
C21A C16A C15A O5A 170.82(14) . . . . ?
C17A C16A C15A O5A -6.70(18) . . . . ?
C21A C16A C15A O3A 51.49(17) . . . . ?
C17A C16A C15A O3A -126.02(14) . . . . ?
C21A C16A C15A O1A -68.87(17) . . . . ?
C17A C16A C15A O1A 113.62(15) . . . . ?
C15A O3A C3A C2A 59.43(14) . . . . ?
C15A O3A C3A C4A -59.98(14) . . . . ?
C8A O2A C2A C1A -170.39(12) . . . . ?
C8A O2A C2A C3A 75.03(15) . . . . ?
O3A C3A C2A O2A 55.39(14) . . . . ?
C4A C3A C2A O2A 172.10(10) . . . . ?
O3A C3A C2A C1A -58.55(14) . . . . ?
C4A C3A C2A C1A 58.16(14) . . . . ?
C2A O2A C8A O8A 13.3(2) . . . . ?
C2A O2A C8A C9A -164.51(12) . . . . ?
O8A C8A C9A C14A -2.2(3) . . . . ?
O2A C8A C9A C14A 175.57(17) . . . . ?
O8A C8A C9A C10A -178.70(19) . . . . ?
O2A C8A C9A C10A -1.0(2) . . . . ?
C14A C9A C10A C11A -1.8(4) . . . . ?
C8A C9A C10A C11A 174.8(2) . . . . ?
C9A C10A C11A C12A -0.4(4) . . . . ?
C10A C11A C12A C13A 1.8(4) . . . . ?
C18A C19A C20A C21A -0.2(3) . . . . ?
C17A C16A C21A C20A 1.3(3) . . . . ?
C15A C16A C21A C20A -176.25(15) . . . . ?
C19A C20A C21A C16A -1.1(3) . . . . ?
C7A O4A C4A C5A 29.83(17) . . . . ?
C7A O4A C4A C3A -90.66(15) . . . . ?
O3A C3A C4A O4A 175.28(10) . . . . ?
C2A C3A C4A O4A 57.44(14) . . . . ?
O3A C3A C4A C5A 54.85(14) . . . . ?
C2A C3A C4A C5A -63.00(14) . . . . ?
C4A O4A C7A O7A -179.54(13) . . . . ?
C4A O4A C7A O6A 0.79(19) . . . . ?
C6A O6A C7A O7A -179.39(13) . . . . ?
C6A O6A C7A O4A 0.28(19) . . . . ?
C7A O6A C6A C5A -31.73(16) . . . . ?
C7A O6A C6A C1A 88.65(15) . . . . ?
C15A O1A C1A C2A -59.32(14) . . . . ?
C15A O1A C1A C6A 60.78(13) . . . . ?
O2A C2A C1A O1A -57.99(13) . . . . ?
C3A C2A C1A O1A 58.74(14) . . . . ?
O2A C2A C1A C6A -175.09(10) . . . . ?
C3A C2A C1A C6A -58.35(14) . . . . ?
O6A C6A C1A O1A -176.00(10) . . . . ?
C5A C6A C1A O1A -55.64(13) . . . . ?
O6A C6A C1A C2A -57.35(15) . . . . ?
C5A C6A C1A C2A 63.01(14) . . . . ?
C11A C12A C13A C14A -1.1(4) . . . . ?
C10A C9A C14A C13A 2.5(3) . . . . ?
C8A C9A C14A C13A -174.1(2) . . . . ?
C12A C13A C14A C9A -1.1(4) . . . . ?
C15A O5A C5A C4A 58.25(14) . . . . ?
C15A O5A C5A C6A -58.30(14) . . . . ?
O4A C4A C5A O5A -177.16(10) . . . . ?
C3A C4A C5A O5A -55.40(14) . . . . ?
O4A C4A C5A C6A -58.27(14) . . . . ?
C3A C4A C5A C6A 63.49(14) . . . . ?
O6A C6A C5A O5A 178.11(10) . . . . ?
C1A C6A C5A O5A 55.76(14) . . . . ?
O6A C6A C5A C4A 59.17(14) . . . . ?
C1A C6A C5A C4A -63.18(13) . . . . ?
C11B C12B C13B C14B -0.1(3) . . . . ?
C12B C13B C14B C9B 1.8(2) . . . . ?
C13B C14B C9B C10B -2.0(2) . . . . ?
C13B C14B C9B C8B 176.86(14) . . . . ?
C2B O2B C8B O8B 3.8(2) . . . . ?
C2B O2B C8B C9B -176.99(12) . . . . ?
C10B C9B C8B O8B -172.46(16) . . . . ?
C14B C9B C8B O8B 8.7(2) . . . . ?
C10B C9B C8B O2B 8.3(2) . . . . ?
C14B C9B C8B O2B -170.51(13) . . . . ?
C8B O2B C2B C1B 161.38(12) . . . . ?
C8B O2B C2B C3B -81.64(15) . . . . ?
C15B O3B C3B C2B -57.90(14) . . . . ?
C15B O3B C3B C4B 60.88(14) . . . . ?
O2B C2B C3B O3B -60.45(15) . . . . ?
C1B C2B C3B O3B 56.34(14) . . . . ?
O2B C2B C3B C4B -176.73(11) . . . . ?
C1B C2B C3B C4B -59.94(14) . . . . ?
C3B O3B C15B O1B 57.75(14) . . . . ?
C3B O3B C15B O5B -63.77(14) . . . . ?
C3B O3B C15B C16B 176.25(11) . . . . ?
C1B O1B C15B O3B -58.02(14) . . . . ?
C1B O1B C15B O5B 63.64(14) . . . . ?
C1B O1B C15B C16B -176.07(11) . . . . ?
C5B O5B C15B O3B 60.68(14) . . . . ?
C5B O5B C15B O1B -61.74(14) . . . . ?
C5B O5B C15B C16B 179.09(11) . . . . ?
O3B C15B C16B C17B 141.88(13) . . . . ?
O1B C15B C16B C17B -97.84(15) . . . . ?
O5B C15B C16B C17B 22.10(18) . . . . ?
O3B C15B C16B C21B -39.70(17) . . . . ?
O1B C15B C16B C21B 80.58(15) . . . . ?
O5B C15B C16B C21B -159.48(13) . . . . ?
C21B C16B C17B C18B 1.0(2) . . . . ?
C15B C16B C17B C18B 179.41(13) . . . . ?
C16B C17B C18B C19B 0.2(2) . . . . ?
C17B C18B C19B C20B -0.9(2) . . . . ?
C13B C12B C11B C10B -1.4(3) . . . . ?
C14B C9B C10B C11B 0.5(2) . . . . ?
C8B C9B C10B C11B -178.32(15) . . . . ?
C12B C11B C10B C9B 1.2(3) . . . . ?
C15B O1B C1B C2B 58.94(15) . . . . ?
C15B O1B C1B C6B -59.98(14) . . . . ?
O2B C2B C1B O1B 63.24(14) . . . . ?
C3B C2B C1B O1B -56.98(14) . . . . ?
O2B C2B C1B C6B -179.02(11) . . . . ?
C3B C2B C1B C6B 60.75(14) . . . . ?
C7B O6B C6B C5B 27.51(18) . . . . ?
C7B O6B C6B C1B -91.91(15) . . . . ?
O1B C1B C6B O6B 174.83(11) . . . . ?
C2B C1B C6B O6B 55.80(15) . . . . ?
O1B C1B C6B C5B 54.52(15) . . . . ?
C2B C1B C6B C5B -64.51(15) . . . . ?
C4B O4B C7B O7B -176.51(14) . . . . ?
C4B O4B C7B O6B 2.8(2) . . . . ?
C6B O6B C7B O7B -179.89(13) . . . . ?
C6B O6B C7B O4B 0.8(2) . . . . ?
C7B O4B C4B C5B -34.00(17) . . . . ?
C7B O4B C4B C3B 86.05(15) . . . . ?
O3B C3B C4B O4B -176.00(10) . . . . ?
C2B C3B C4B O4B -57.67(15) . . . . ?
O3B C3B C4B C5B -56.00(14) . . . . ?
C2B C3B C4B C5B 62.34(15) . . . . ?
C15B O5B C5B C6B 58.71(14) . . . . ?
C15B O5B C5B C4B -58.24(15) . . . . ?
O6B C6B C5B O5B -174.94(10) . . . . ?
C1B C6B C5B O5B -54.89(15) . . . . ?
O6B C6B C5B C4B -56.04(14) . . . . ?
C1B C6B C5B C4B 64.01(14) . . . . ?
O4B C4B C5B O5B 177.96(11) . . . . ?
C3B C4B C5B O5B 56.24(15) . . . . ?
O4B C4B C5B C6B 58.82(14) . . . . ?
C3B C4B C5B C6B -62.89(14) . . . . ?
C18B C19B C20B C21B 0.4(2) . . . . ?
C19B C20B C21B C16B 0.8(2) . . . . ?
C17B C16B C21B C20B -1.5(2) . . . . ?
C15B C16B C21B C20B -179.94(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3A H3A O7B 0.98 2.53 3.3486(18) 140.8 1_445
C2A H2A O8B 0.98 2.31 3.1368(18) 141.1 1_545
C3B H28 O7A 0.98 2.61 3.5737(18) 169.6 1_565
C3B H28 O6A 0.98 2.49 3.2452(17) 134.2 1_565
C4B H39 O7A 0.98 2.45 3.3906(18) 161.1 2_665

_refine_diff_density_max         0.265
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.037

