# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_a180307a
_database_code_depnum_ccdc_archive 'CCDC 1922679'
loop_
_audit_author_name
_audit_author_address
'Xiuguang Wang'
;College of Chemistry Tianjin Normal University
China
;
_audit_update_record             
;
2019-06-13 deposited with the CCDC.	2019-07-15 downloaded from the CCDC.
;
_audit_creation_date             2018-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H25 N O9 S'
_chemical_formula_sum            'C23 H25 N O9 S'
_chemical_formula_weight         491.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3448(5)
_cell_length_b                   11.2047(8)
_cell_length_c                   12.9889(8)
_cell_angle_alpha                106.439(6)
_cell_angle_beta                 97.223(5)
_cell_angle_gamma                112.631(6)
_cell_volume                     1160.92(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3702
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.0630
_cell_measurement_theta_min      2.4150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.194
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8453
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         2.112
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2740
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -39.00  62.00   1.00    1.00    --  -11.24  57.00  30.00  101
  2  ω    -87.00  21.00   1.00    1.00    --  -11.24 -77.00 120.00  108
  3  ω    -83.00  17.00   1.00    1.00    --  -11.24 -57.00-120.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0131930000
_diffrn_orient_matrix_UB_12      -0.0429574000
_diffrn_orient_matrix_UB_13      -0.0458237000
_diffrn_orient_matrix_UB_21      -0.0224937000
_diffrn_orient_matrix_UB_22      -0.0536467000
_diffrn_orient_matrix_UB_23      0.0220690000
_diffrn_orient_matrix_UB_31      -0.0812001000
_diffrn_orient_matrix_UB_32      -0.0262575000
_diffrn_orient_matrix_UB_33      -0.0299960000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3246
_reflns_number_total             4087
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         4087
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0596P)²+0.3455P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1140
_refine_ls_wR_factor_ref         0.1288
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N1(H1)
2.b Ternary CH refined with riding coordinates:
 C8(H8), C9(H9), C17(H17)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C11(H11), C14(H14)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.89847(6) 0.29848(6) 0.61224(5) 0.01859(18) Uani 1 1 d . . . . .
O1 O 0.97724(18) 0.41438(16) 0.71509(13) 0.0233(4) Uani 1 1 d . . . . .
O2 O 0.98456(18) 0.22810(17) 0.55944(13) 0.0247(4) Uani 1 1 d . . . . .
O3 O 0.97517(17) 0.33226(16) 1.04855(13) 0.0215(4) Uani 1 1 d . . . . .
O4 O 0.72169(18) 0.19179(18) 1.03557(14) 0.0268(4) Uani 1 1 d . . . . .
O5 O 0.78277(18) 0.49902(16) 1.05583(12) 0.0203(4) Uani 1 1 d . . . . .
O6 O 0.65059(18) 0.46342(16) 0.88444(13) 0.0214(4) Uani 1 1 d . . . . .
O7 O 0.15504(17) 0.05722(16) 0.95388(12) 0.0196(4) Uani 1 1 d . . . . .
O8 O -0.02629(17) -0.02423(17) 0.75810(13) 0.0222(4) Uani 1 1 d . . . . .
O9 O 0.42502(17) 0.10436(16) 0.52548(12) 0.0203(4) Uani 1 1 d . . . . .
N1 N 0.7533(2) 0.18115(19) 0.63706(15) 0.0170(4) Uani 1 1 d . . . . .
H1 H 0.7134 0.1011 0.5803 0.020 Uiso 1 1 d R . . . .
C1 C 0.5799(4) 0.4757(3) 0.2869(2) 0.0435(8) Uani 1 1 d . . . . .
H1A H 0.5886 0.4358 0.2135 0.065 Uiso 1 1 calc GR . . . .
H1B H 0.6314 0.5750 0.3104 0.065 Uiso 1 1 calc GR . . . .
H1C H 0.4685 0.4446 0.2861 0.065 Uiso 1 1 calc GR . . . .
C2 C 0.6607(3) 0.4310(3) 0.3670(2) 0.0292(6) Uani 1 1 d . . . . .
C3 C 0.6982(3) 0.4999(3) 0.4810(2) 0.0297(6) Uani 1 1 d . . . . .
H3 H 0.6722 0.5731 0.5076 0.036 Uiso 1 1 calc R . . . .
C4 C 0.7734(3) 0.4621(3) 0.5558(2) 0.0264(6) Uani 1 1 d . . . . .
H4 H 0.7984 0.5098 0.6319 0.032 Uiso 1 1 calc R . . . .
C5 C 0.8114(3) 0.3522(2) 0.51650(19) 0.0200(5) Uani 1 1 d . . . . .
C6 C 0.7750(3) 0.2816(3) 0.4026(2) 0.0275(6) Uani 1 1 d . . . . .
H6 H 0.8005 0.2081 0.3760 0.033 Uiso 1 1 calc R . . . .
C7 C 0.7003(3) 0.3220(3) 0.3293(2) 0.0326(7) Uani 1 1 d . . . . .
H7 H 0.6762 0.2750 0.2531 0.039 Uiso 1 1 calc R . . . .
C8 C 0.6450(2) 0.2181(2) 0.69558(17) 0.0153(5) Uani 1 1 d . . . . .
H8 H 0.6772 0.3172 0.7126 0.018 Uiso 1 1 calc R . . . .
C9 C 0.6440(3) 0.1909(2) 0.80573(18) 0.0158(5) Uani 1 1 d . . . . .
H9 H 0.6675 0.1112 0.7977 0.019 Uiso 1 1 calc R . . . .
C10 C 0.4688(3) 0.1447(2) 0.80767(18) 0.0160(5) Uani 1 1 d . . . . .
C11 C 0.4008(3) 0.1282(2) 0.89499(18) 0.0169(5) Uani 1 1 d . . . . .
H11 H 0.4650 0.1526 0.9654 0.020 Uiso 1 1 calc R . . . .
C12 C 0.2345(3) 0.0744(2) 0.87446(18) 0.0163(5) Uani 1 1 d . . . . .
C13 C 0.1352(2) 0.0331(2) 0.76709(19) 0.0168(5) Uani 1 1 d . . . . .
C14 C 0.2026(3) 0.0525(2) 0.68127(18) 0.0173(5) Uani 1 1 d . . . . .
H14 H 0.1390 0.0287 0.6108 0.021 Uiso 1 1 calc R . . . .
C15 C 0.3718(3) 0.1100(2) 0.70407(18) 0.0164(5) Uani 1 1 d . . . . .
C16 C 0.4679(3) 0.1374(2) 0.62617(19) 0.0170(5) Uani 1 1 d . . . . .
C17 C 0.7734(2) 0.3147(2) 0.90765(18) 0.0156(5) Uani 1 1 d . . . . .
H17 H 0.8710 0.3510 0.8831 0.019 Uiso 1 1 calc R . . . .
C18 C 0.8169(3) 0.2722(2) 1.00345(18) 0.0167(5) Uani 1 1 d . . . . .
C19 C 1.0256(3) 0.2978(3) 1.14170(19) 0.0238(6) Uani 1 1 d . . . . .
H19A H 0.9921 0.1996 1.1178 0.036 Uiso 1 1 calc GR . . . .
H19B H 0.9775 0.3248 1.1997 0.036 Uiso 1 1 calc GR . . . .
H19C H 1.1406 0.3460 1.1694 0.036 Uiso 1 1 calc GR . . . .
C20 C 0.7264(2) 0.4328(2) 0.94611(18) 0.0163(5) Uani 1 1 d . . . . .
C21 C 0.7636(3) 0.6245(3) 1.1002(2) 0.0249(6) Uani 1 1 d . . . . .
H21A H 0.8075 0.6851 1.0610 0.037 Uiso 1 1 calc GR . . . .
H21B H 0.8192 0.6703 1.1778 0.037 Uiso 1 1 calc GR . . . .
H21C H 0.6514 0.6011 1.0910 0.037 Uiso 1 1 calc GR . . . .
C22 C 0.2503(3) 0.1003(3) 1.06485(19) 0.0253(6) Uani 1 1 d . . . . .
H22A H 0.3138 0.0503 1.0647 0.038 Uiso 1 1 calc GR . . . .
H22B H 0.1810 0.0816 1.1127 0.038 Uiso 1 1 calc GR . . . .
H22C H 0.3200 0.1979 1.0914 0.038 Uiso 1 1 calc GR . . . .
C23 C -0.1308(3) -0.0798(3) 0.64806(19) 0.0241(6) Uani 1 1 d . . . . .
H23A H -0.1088 -0.1499 0.6006 0.036 Uiso 1 1 calc GR . . . .
H23B H -0.1128 -0.0069 0.6191 0.036 Uiso 1 1 calc GR . . . .
H23C H -0.2407 -0.1199 0.6509 0.036 Uiso 1 1 calc GR . . . .


_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 O1 1.4311(17) . ?
S1 O2 1.4354(17) . ?
S1 N1 1.6279(18) . ?
S1 C5 1.765(2) . ?
O3 C18 1.333(3) . ?
O3 C19 1.448(3) . ?
O4 C18 1.211(3) . ?
O5 C20 1.331(3) . ?
O5 C21 1.449(3) . ?
O6 C20 1.208(3) . ?
O7 C12 1.360(3) . ?
O7 C22 1.434(3) . ?
O8 C13 1.368(2) . ?
O8 C23 1.436(3) . ?
O9 C16 1.220(3) . ?
N1 H1 0.8871 . ?
N1 C8 1.453(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.512(4) . ?
C2 C3 1.388(4) . ?
C2 C7 1.387(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(4) . ?
C5 C6 1.390(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.386(4) . ?
C7 H7 0.9300 . ?
C8 H8 0.9800 . ?
C8 C9 1.545(3) . ?
C8 C16 1.543(3) . ?
C9 H9 0.9800 . ?
C9 C10 1.522(3) . ?
C9 C17 1.551(3) . ?
C10 C11 1.391(3) . ?
C10 C15 1.382(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.390(3) . ?
C12 C13 1.414(3) . ?
C13 C14 1.377(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.411(3) . ?
C15 C16 1.455(3) . ?
C17 H17 0.9800 . ?
C17 C18 1.515(3) . ?
C17 C20 1.524(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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 S1 O2 120.68(10) . . ?
O1 S1 N1 106.16(9) . . ?
O1 S1 C5 107.54(11) . . ?
O2 S1 N1 105.22(10) . . ?
O2 S1 C5 108.75(10) . . ?
N1 S1 C5 107.87(10) . . ?
C18 O3 C19 115.07(16) . . ?
C20 O5 C21 115.85(18) . . ?
C12 O7 C22 117.27(16) . . ?
C13 O8 C23 116.35(16) . . ?
S1 N1 H1 109.7 . . ?
C8 N1 S1 120.32(16) . . ?
C8 N1 H1 118.9 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.3(3) . . ?
C7 C2 C1 121.5(2) . . ?
C7 C2 C3 118.2(2) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.5(2) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 S1 119.46(18) . . ?
C4 C5 C6 120.1(2) . . ?
C6 C5 S1 120.4(2) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.2(3) . . ?
C7 C6 H6 120.4 . . ?
C2 C7 H7 119.3 . . ?
C6 C7 C2 121.5(2) . . ?
C6 C7 H7 119.3 . . ?
N1 C8 H8 108.1 . . ?
N1 C8 C9 114.60(18) . . ?
N1 C8 C16 112.86(18) . . ?
C9 C8 H8 108.1 . . ?
C16 C8 H8 108.1 . . ?
C16 C8 C9 104.89(17) . . ?
C8 C9 H9 107.5 . . ?
C8 C9 C17 113.22(18) . . ?
C10 C9 C8 102.79(17) . . ?
C10 C9 H9 107.5 . . ?
C10 C9 C17 117.68(18) . . ?
C17 C9 H9 107.5 . . ?
C11 C10 C9 128.7(2) . . ?
C15 C10 C9 111.13(18) . . ?
C15 C10 C11 120.0(2) . . ?
C10 C11 H11 120.8 . . ?
C12 C11 C10 118.3(2) . . ?
C12 C11 H11 120.8 . . ?
O7 C12 C11 123.6(2) . . ?
O7 C12 C13 114.97(18) . . ?
C11 C12 C13 121.44(19) . . ?
O8 C13 C12 114.96(18) . . ?
O8 C13 C14 124.9(2) . . ?
C14 C13 C12 120.18(19) . . ?
C13 C14 H14 121.2 . . ?
C13 C14 C15 117.6(2) . . ?
C15 C14 H14 121.2 . . ?
C10 C15 C14 122.3(2) . . ?
C10 C15 C16 110.72(19) . . ?
C14 C15 C16 127.0(2) . . ?
O9 C16 C8 124.10(19) . . ?
O9 C16 C15 129.5(2) . . ?
C15 C16 C8 106.38(18) . . ?
C9 C17 H17 106.8 . . ?
C18 C17 C9 112.96(18) . . ?
C18 C17 H17 106.8 . . ?
C18 C17 C20 111.05(18) . . ?
C20 C17 C9 112.12(18) . . ?
C20 C17 H17 106.8 . . ?
O3 C18 C17 111.99(18) . . ?
O4 C18 O3 122.9(2) . . ?
O4 C18 C17 125.12(19) . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O5 C20 C17 110.98(19) . . ?
O6 C20 O5 124.8(2) . . ?
O6 C20 C17 124.2(2) . . ?
O5 C21 H21A 109.5 . . ?
O5 C21 H21B 109.5 . . ?
O5 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O7 C22 H22A 109.5 . . ?
O7 C22 H22B 109.5 . . ?
O7 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O8 C23 H23A 109.5 . . ?
O8 C23 H23B 109.5 . . ?
O8 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C8 C9 -119.95(18) . . . . ?
S1 N1 C8 C16 120.07(18) . . . . ?
S1 C5 C6 C7 177.22(18) . . . . ?
O1 S1 N1 C8 48.06(18) . . . . ?
O1 S1 C5 C4 -24.5(2) . . . . ?
O1 S1 C5 C6 158.16(18) . . . . ?
O2 S1 N1 C8 177.06(15) . . . . ?
O2 S1 C5 C4 -156.71(18) . . . . ?
O2 S1 C5 C6 25.9(2) . . . . ?
O7 C12 C13 O8 -3.0(3) . . . . ?
O7 C12 C13 C14 176.5(2) . . . . ?
O8 C13 C14 C15 -178.4(2) . . . . ?
N1 S1 C5 C4 89.7(2) . . . . ?
N1 S1 C5 C6 -87.7(2) . . . . ?
N1 C8 C9 C10 -143.99(18) . . . . ?
N1 C8 C9 C17 88.0(2) . . . . ?
N1 C8 C16 O9 -35.3(3) . . . . ?
N1 C8 C16 C15 143.62(19) . . . . ?
C1 C2 C3 C4 -179.3(2) . . . . ?
C1 C2 C7 C6 179.7(2) . . . . ?
C2 C3 C4 C5 -0.5(4) . . . . ?
C3 C2 C7 C6 0.2(4) . . . . ?
C3 C4 C5 S1 -176.90(18) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C7 -0.2(4) . . . . ?
C5 S1 N1 C8 -66.98(18) . . . . ?
C5 C6 C7 C2 -0.2(4) . . . . ?
C7 C2 C3 C4 0.2(4) . . . . ?
C8 C9 C10 C11 -168.3(2) . . . . ?
C8 C9 C10 C15 15.3(2) . . . . ?
C8 C9 C17 C18 -157.87(18) . . . . ?
C8 C9 C17 C20 75.7(2) . . . . ?
C9 C8 C16 O9 -160.7(2) . . . . ?
C9 C8 C16 C15 18.2(2) . . . . ?
C9 C10 C11 C12 -175.2(2) . . . . ?
C9 C10 C15 C14 174.4(2) . . . . ?
C9 C10 C15 C16 -4.1(3) . . . . ?
C9 C17 C18 O3 136.24(19) . . . . ?
C9 C17 C18 O4 -42.6(3) . . . . ?
C9 C17 C20 O5 147.54(17) . . . . ?
C9 C17 C20 O6 -33.7(3) . . . . ?
C10 C9 C17 C18 82.3(2) . . . . ?
C10 C9 C17 C20 -44.1(3) . . . . ?
C10 C11 C12 O7 -178.1(2) . . . . ?
C10 C11 C12 C13 1.9(3) . . . . ?
C10 C15 C16 O9 169.7(2) . . . . ?
C10 C15 C16 C8 -9.1(3) . . . . ?
C11 C10 C15 C14 -2.4(3) . . . . ?
C11 C10 C15 C16 179.1(2) . . . . ?
C11 C12 C13 O8 176.9(2) . . . . ?
C11 C12 C13 C14 -3.6(3) . . . . ?
C12 C13 C14 C15 2.1(3) . . . . ?
C13 C14 C15 C10 0.8(3) . . . . ?
C13 C14 C15 C16 179.0(2) . . . . ?
C14 C15 C16 O9 -8.7(4) . . . . ?
C14 C15 C16 C8 172.4(2) . . . . ?
C15 C10 C11 C12 1.0(3) . . . . ?
C16 C8 C9 C10 -19.7(2) . . . . ?
C16 C8 C9 C17 -147.69(18) . . . . ?
C17 C9 C10 C11 -43.1(3) . . . . ?
C17 C9 C10 C15 140.4(2) . . . . ?
C18 C17 C20 O5 20.1(2) . . . . ?
C18 C17 C20 O6 -161.2(2) . . . . ?
C19 O3 C18 O4 -1.9(3) . . . . ?
C19 O3 C18 C17 179.26(18) . . . . ?
C20 C17 C18 O3 -96.8(2) . . . . ?
C20 C17 C18 O4 84.4(3) . . . . ?
C21 O5 C20 O6 -6.4(3) . . . . ?
C21 O5 C20 C17 172.29(17) . . . . ?
C22 O7 C12 C11 1.4(3) . . . . ?
C22 O7 C12 C13 -178.69(19) . . . . ?
C23 O8 C13 C12 -174.0(2) . . . . ?
C23 O8 C13 C14 6.5(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2018-03-07
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.614
_oxdiff_exptl_absorpt_empirical_full_min 0.618

