# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_fd60143
_database_code_depnum_ccdc_archive 'CCDC 2133429'
loop_
_audit_author_name
_audit_author_address
fd
;kunming institute of botany
China
;
_audit_update_record             
;
2022-01-10 deposited with the CCDC.	2022-05-23 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C23 H33 N O3 S'
_chemical_formula_sum            'C23 H33 N O3 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         403.56
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.2454(4)
_cell_length_b                   5.4741(2)
_cell_length_c                   15.2485(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.7940(10)
_cell_angle_gamma                90
_cell_volume                     1073.73(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9896
_cell_measurement_theta_min      2.9841
_cell_measurement_theta_max      72.1686
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.150
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436

_exptl_absorpt_coefficient_mu    1.517
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.36
_exptl_absorpt_correction_T_max  0.80

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            17550
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_theta_min         2.98
_diffrn_reflns_theta_max         72.31
_diffrn_reflns_theta_full        72.31
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
;

_reflns_number_total             4177
_reflns_number_gt                4120
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0854
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_number_reflns         4177
_refine_ls_number_parameters     255
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0435P)²+0.2101P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.308
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1753 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.114(8)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.64573(4) 0.30259(9) 0.83934(3) 0.02310(15) Uani d . . . 1 . .
O O1 0.61682(13) 0.1107(3) 0.89251(11) 0.0295(4) Uani d . . . 1 . .
O O2 0.34967(13) 0.0775(3) 0.47244(11) 0.0301(4) Uani d . . . 1 . .
O O3 0.69155(13) 0.2407(3) 0.76575(11) 0.0300(4) Uani d . . . 1 . .
N N1 0.54109(14) 0.4620(4) 0.79757(12) 0.0237(4) Uani d . . . 1 . .
C C1 0.0443(2) 0.4758(6) 0.30024(17) 0.0389(6) Uani d . . . 1 . .
H H1 -0.020059 0.53654 0.313558 0.058 Uiso calc U . R 1 . .
H H17 0.02891 0.330875 0.261597 0.058 Uiso calc U . R 1 . .
H H16 0.074325 0.602992 0.269028 0.058 Uiso calc U . R 1 . .
C C2 0.12185(18) 0.4083(5) 0.38862(15) 0.0277(5) Uani d . . . 1 . .
H H20 0.090381 0.277578 0.41942 0.033 Uiso calc U . R 1 . .
C C3 0.14564(18) 0.6293(5) 0.45152(17) 0.0304(5) Uani d . . . 1 . .
H H18 0.080935 0.680903 0.467986 0.037 Uiso calc U . R 1 . .
H H19 0.168861 0.76611 0.418675 0.037 Uiso calc U . R 1 . .
C C4 0.22934(17) 0.5791(4) 0.53826(15) 0.0259(5) Uani d . . . 1 . .
H H27 0.244469 0.737749 0.571301 0.031 Uiso calc U . R 1 . .
C C5 0.33114(16) 0.4958(4) 0.51366(14) 0.0218(4) Uani d . . . 1 . .
H H13 0.351428 0.628703 0.476252 0.026 Uiso calc U . R 1 . .
C C6 0.42399(16) 0.4537(4) 0.59387(14) 0.0227(4) Uani d . . . 1 . .
H H26 0.409026 0.312359 0.629267 0.027 Uiso calc U . R 1 . .
H H21 0.485806 0.412697 0.570903 0.027 Uiso calc U . R 1 . .
C C7 0.44863(18) 0.6753(4) 0.65570(15) 0.0262(5) Uani d . . . 1 . .
H H23 0.390359 0.702619 0.684896 0.031 Uiso calc U . R 1 . .
H H22 0.453987 0.821199 0.618688 0.031 Uiso calc U . R 1 . .
C C8 0.54919(17) 0.6493(4) 0.72886(15) 0.0260(5) Uani d . . . 1 . .
H H24 0.606293 0.603845 0.700327 0.031 Uiso calc U . R 1 . .
H H25 0.566886 0.808777 0.759219 0.031 Uiso calc U . R 1 . .
C C9 0.73621(16) 0.4892(4) 0.91513(14) 0.0216(4) Uani d . . . 1 . .
C C10 0.77836(17) 0.6940(4) 0.88314(15) 0.0250(5) Uani d . . . 1 . .
H H33 0.757617 0.73709 0.82109 0.03 Uiso calc U . R 1 . .
C C11 0.85074(16) 0.8344(4) 0.94248(15) 0.0256(5) Uani d . . . 1 . .
H H5 0.878736 0.975576 0.92082 0.031 Uiso calc U . R 1 . .
C C12 0.88348(16) 0.7717(4) 1.03404(14) 0.0243(4) Uani d . . . 1 . .
C C13 0.96465(18) 0.9218(5) 1.09704(16) 0.0297(5) Uani d . . . 1 . .
H H4 0.958408 0.89806 1.159232 0.045 Uiso calc U . R 1 . .
H H3 0.954516 1.094854 1.080885 0.045 Uiso calc U . R 1 . .
H H2 1.03392 0.870276 1.092063 0.045 Uiso calc U . R 1 . .
C C14 0.76644(17) 0.4250(4) 1.00557(15) 0.0249(5) Uani d . . . 1 . .
H H6 0.736798 0.28661 1.027493 0.03 Uiso calc U . R 1 . .
C C15 0.84064(17) 0.5657(5) 1.06371(15) 0.0256(5) Uani d . . . 1 . .
H H7 0.86259 0.519535 1.125391 0.031 Uiso calc U . R 1 . .
C C16 0.48088(18) 0.5374(5) 0.86419(15) 0.0299(5) Uani d . . . 1 . .
H H32 0.439889 0.685057 0.841221 0.036 Uiso calc U . R 1 . .
H H31 0.530263 0.581737 0.921599 0.036 Uiso calc U . R 1 . .
C C17 0.40715(19) 0.3402(6) 0.88324(15) 0.0340(6) Uani d . . . 1 . .
H H30 0.373875 0.399961 0.930823 0.041 Uiso calc U . R 1 . .
H H8 0.448249 0.19326 0.906894 0.041 Uiso calc U . R 1 . .
C C18 0.32195(18) 0.2675(5) 0.80019(15) 0.0327(5) Uani d . . . 1 . .
H H9 0.354235 0.234608 0.749135 0.039 Uiso calc U . R 1 . .
H H29 0.28862 0.11461 0.813561 0.039 Uiso calc U . R 1 . .
C C19 0.24021(19) 0.4603(6) 0.77255(17) 0.0370(6) Uani d . . . 1 . .
H H10 0.225718 0.556311 0.820002 0.044 Uiso calc U . R 1 . .
C C20 0.18570(19) 0.5133(6) 0.69006(18) 0.0370(6) Uani d . . . 1 . .
H H28 0.136096 0.640838 0.6856 0.044 Uiso calc U . R 1 . .
C C21 0.19286(18) 0.3960(5) 0.60273(15) 0.0310(5) Uani d . . . 1 . .
H H12 0.123901 0.329741 0.572137 0.037 Uiso calc U . R 1 . .
H H11 0.242351 0.257667 0.61574 0.037 Uiso calc U . R 1 . .
C C22 0.30676(16) 0.2724(4) 0.45376(14) 0.0222(4) Uani d . . . 1 . .
C C23 0.22242(17) 0.3088(5) 0.36856(14) 0.0270(4) Uani d . . . 1 . .
H H14 0.207591 0.150952 0.3364 0.032 Uiso calc U . R 1 . .
H H15 0.247314 0.424403 0.328403 0.032 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 O1 . 1.4337(18) ?
S1 O3 . 1.4377(16) ?
S1 N1 . 1.6331(18) ?
S1 C9 . 1.776(2) ?
O2 C22 . 1.210(3) ?
N1 C8 . 1.488(3) ?
N1 C16 . 1.492(3) ?
C1 C2 . 1.532(3) ?
C1 H1 . 0.98 ?
C1 H17 . 0.98 ?
C1 H16 . 0.98 ?
C2 C3 . 1.529(3) ?
C2 C23 . 1.536(3) ?
C2 H20 . 1.0 ?
C3 C4 . 1.535(3) ?
C3 H18 . 0.99 ?
C3 H19 . 0.99 ?
C4 C5 . 1.552(3) ?
C4 C21 . 1.559(3) ?
C4 H27 . 1.0 ?
C5 C22 . 1.514(3) ?
C5 C6 . 1.531(3) ?
C5 H13 . 1.0 ?
C6 C7 . 1.524(3) ?
C6 H26 . 0.99 ?
C6 H21 . 0.99 ?
C7 C8 . 1.527(3) ?
C7 H23 . 0.99 ?
C7 H22 . 0.99 ?
C8 H24 . 0.99 ?
C8 H25 . 0.99 ?
C9 C14 . 1.387(3) ?
C9 C10 . 1.392(3) ?
C10 C11 . 1.384(3) ?
C10 H33 . 0.95 ?
C11 C12 . 1.402(3) ?
C11 H5 . 0.95 ?
C12 C15 . 1.386(3) ?
C12 C13 . 1.504(3) ?
C13 H4 . 0.98 ?
C13 H3 . 0.98 ?
C13 H2 . 0.98 ?
C14 C15 . 1.389(3) ?
C14 H6 . 0.95 ?
C15 H7 . 0.95 ?
C16 C17 . 1.529(4) ?
C16 H32 . 0.99 ?
C16 H31 . 0.99 ?
C17 C18 . 1.534(3) ?
C17 H30 . 0.99 ?
C17 H8 . 0.99 ?
C18 C19 . 1.499(4) ?
C18 H9 . 0.99 ?
C18 H29 . 0.99 ?
C19 C20 . 1.325(4) ?
C19 H10 . 0.95 ?
C20 C21 . 1.502(3) ?
C20 H28 . 0.95 ?
C21 H12 . 0.99 ?
C21 H11 . 0.99 ?
C22 C23 . 1.511(3) ?
C23 H14 . 0.99 ?
C23 H15 . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 S1 O3 . . 119.22(11) ?
O1 S1 N1 . . 107.20(10) ?
O3 S1 N1 . . 107.36(9) ?
O1 S1 C9 . . 106.45(10) ?
O3 S1 C9 . . 107.36(10) ?
N1 S1 C9 . . 108.96(10) ?
C8 N1 C16 . . 115.39(19) ?
C8 N1 S1 . . 116.47(14) ?
C16 N1 S1 . . 115.09(14) ?
C2 C1 H1 . . 109.5 ?
C2 C1 H17 . . 109.5 ?
H1 C1 H17 . . 109.5 ?
C2 C1 H16 . . 109.5 ?
H1 C1 H16 . . 109.5 ?
H17 C1 H16 . . 109.5 ?
C3 C2 C1 . . 110.8(2) ?
C3 C2 C23 . . 110.28(19) ?
C1 C2 C23 . . 110.0(2) ?
C3 C2 H20 . . 108.6 ?
C1 C2 H20 . . 108.6 ?
C23 C2 H20 . . 108.6 ?
C2 C3 C4 . . 113.4(2) ?
C2 C3 H18 . . 108.9 ?
C4 C3 H18 . . 108.9 ?
C2 C3 H19 . . 108.9 ?
C4 C3 H19 . . 108.9 ?
H18 C3 H19 . . 107.7 ?
C3 C4 C5 . . 109.57(18) ?
C3 C4 C21 . . 112.93(19) ?
C5 C4 C21 . . 112.40(19) ?
C3 C4 H27 . . 107.2 ?
C5 C4 H27 . . 107.2 ?
C21 C4 H27 . . 107.2 ?
C22 C5 C6 . . 112.04(18) ?
C22 C5 C4 . . 108.09(17) ?
C6 C5 C4 . . 115.46(18) ?
C22 C5 H13 . . 106.9 ?
C6 C5 H13 . . 106.9 ?
C4 C5 H13 . . 106.9 ?
C7 C6 C5 . . 112.78(18) ?
C7 C6 H26 . . 109.0 ?
C5 C6 H26 . . 109.0 ?
C7 C6 H21 . . 109.0 ?
C5 C6 H21 . . 109.0 ?
H26 C6 H21 . . 107.8 ?
C6 C7 C8 . . 113.49(19) ?
C6 C7 H23 . . 108.9 ?
C8 C7 H23 . . 108.9 ?
C6 C7 H22 . . 108.9 ?
C8 C7 H22 . . 108.9 ?
H23 C7 H22 . . 107.7 ?
N1 C8 C7 . . 112.47(18) ?
N1 C8 H24 . . 109.1 ?
C7 C8 H24 . . 109.1 ?
N1 C8 H25 . . 109.1 ?
C7 C8 H25 . . 109.1 ?
H24 C8 H25 . . 107.8 ?
C14 C9 C10 . . 120.5(2) ?
C14 C9 S1 . . 119.44(18) ?
C10 C9 S1 . . 120.01(16) ?
C11 C10 C9 . . 119.4(2) ?
C11 C10 H33 . . 120.3 ?
C9 C10 H33 . . 120.3 ?
C10 C11 C12 . . 121.1(2) ?
C10 C11 H5 . . 119.4 ?
C12 C11 H5 . . 119.4 ?
C15 C12 C11 . . 118.1(2) ?
C15 C12 C13 . . 121.5(2) ?
C11 C12 C13 . . 120.4(2) ?
C12 C13 H4 . . 109.5 ?
C12 C13 H3 . . 109.5 ?
H4 C13 H3 . . 109.5 ?
C12 C13 H2 . . 109.5 ?
H4 C13 H2 . . 109.5 ?
H3 C13 H2 . . 109.5 ?
C9 C14 C15 . . 119.1(2) ?
C9 C14 H6 . . 120.4 ?
C15 C14 H6 . . 120.4 ?
C12 C15 C14 . . 121.7(2) ?
C12 C15 H7 . . 119.2 ?
C14 C15 H7 . . 119.2 ?
N1 C16 C17 . . 113.8(2) ?
N1 C16 H32 . . 108.8 ?
C17 C16 H32 . . 108.8 ?
N1 C16 H31 . . 108.8 ?
C17 C16 H31 . . 108.8 ?
H32 C16 H31 . . 107.7 ?
C16 C17 C18 . . 113.8(2) ?
C16 C17 H30 . . 108.8 ?
C18 C17 H30 . . 108.8 ?
C16 C17 H8 . . 108.8 ?
C18 C17 H8 . . 108.8 ?
H30 C17 H8 . . 107.7 ?
C19 C18 C17 . . 112.9(2) ?
C19 C18 H9 . . 109.0 ?
C17 C18 H9 . . 109.0 ?
C19 C18 H29 . . 109.0 ?
C17 C18 H29 . . 109.0 ?
H9 C18 H29 . . 107.8 ?
C20 C19 C18 . . 127.9(2) ?
C20 C19 H10 . . 116.0 ?
C18 C19 H10 . . 116.0 ?
C19 C20 C21 . . 127.8(3) ?
C19 C20 H28 . . 116.1 ?
C21 C20 H28 . . 116.1 ?
C20 C21 C4 . . 112.2(2) ?
C20 C21 H12 . . 109.2 ?
C4 C21 H12 . . 109.2 ?
C20 C21 H11 . . 109.2 ?
C4 C21 H11 . . 109.2 ?
H12 C21 H11 . . 107.9 ?
O2 C22 C23 . . 121.9(2) ?
O2 C22 C5 . . 123.31(19) ?
C23 C22 C5 . . 114.8(2) ?
C22 C23 C2 . . 111.97(17) ?
C22 C23 H14 . . 109.2 ?
C2 C23 H14 . . 109.2 ?
C22 C23 H15 . . 109.2 ?
C2 C23 H15 . . 109.2 ?
H14 C23 H15 . . 107.9 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 S1 N1 C8 . . . . -171.20(15) ?
O3 S1 N1 C8 . . . . -42.00(18) ?
C9 S1 N1 C8 . . . . 73.97(17) ?
O1 S1 N1 C16 . . . . 49.14(19) ?
O3 S1 N1 C16 . . . . 178.35(17) ?
C9 S1 N1 C16 . . . . -65.68(19) ?
C1 C2 C3 C4 . . . . -175.5(2) ?
C23 C2 C3 C4 . . . . -53.5(3) ?
C2 C3 C4 C5 . . . . 58.1(3) ?
C2 C3 C4 C21 . . . . -68.0(3) ?
C3 C4 C5 C22 . . . . -57.2(2) ?
C21 C4 C5 C22 . . . . 69.3(2) ?
C3 C4 C5 C6 . . . . 176.48(19) ?
C21 C4 C5 C6 . . . . -57.1(3) ?
C22 C5 C6 C7 . . . . -179.12(17) ?
C4 C5 C6 C7 . . . . -54.8(2) ?
C5 C6 C7 C8 . . . . -172.42(19) ?
C16 N1 C8 C7 . . . . -75.6(2) ?
S1 N1 C8 C7 . . . . 144.83(17) ?
C6 C7 C8 N1 . . . . -68.8(2) ?
O1 S1 C9 C14 . . . . 2.2(2) ?
O3 S1 C9 C14 . . . . -126.51(18) ?
N1 S1 C9 C14 . . . . 117.53(18) ?
O1 S1 C9 C10 . . . . -179.58(17) ?
O3 S1 C9 C10 . . . . 51.7(2) ?
N1 S1 C9 C10 . . . . -64.27(19) ?
C14 C9 C10 C11 . . . . -0.2(3) ?
S1 C9 C10 C11 . . . . -178.38(17) ?
C9 C10 C11 C12 . . . . 0.9(3) ?
C10 C11 C12 C15 . . . . -0.5(3) ?
C10 C11 C12 C13 . . . . 178.1(2) ?
C10 C9 C14 C15 . . . . -1.0(3) ?
S1 C9 C14 C15 . . . . 177.20(17) ?
C11 C12 C15 C14 . . . . -0.8(3) ?
C13 C12 C15 C14 . . . . -179.3(2) ?
C9 C14 C15 C12 . . . . 1.5(3) ?
C8 N1 C16 C17 . . . . 136.9(2) ?
S1 N1 C16 C17 . . . . -83.0(2) ?
N1 C16 C17 C18 . . . . -62.3(3) ?
C16 C17 C18 C19 . . . . -72.3(3) ?
C17 C18 C19 C20 . . . . 147.8(3) ?
C18 C19 C20 C21 . . . . -1.0(5) ?
C19 C20 C21 C4 . . . . -116.5(3) ?
C3 C4 C21 C20 . . . . -114.6(2) ?
C5 C4 C21 C20 . . . . 120.8(2) ?
C6 C5 C22 O2 . . . . 6.6(3) ?
C4 C5 C22 O2 . . . . -121.7(2) ?
C6 C5 C22 C23 . . . . -174.52(17) ?
C4 C5 C22 C23 . . . . 57.2(2) ?
O2 C22 C23 C2 . . . . 124.8(2) ?
C5 C22 C23 C2 . . . . -54.1(3) ?
C3 C2 C23 C22 . . . . 49.6(3) ?
C1 C2 C23 C22 . . . . 172.1(2) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C5 H13 O2 1_565 1.00 2.46 3.266(3) 137.6 ?
C8 H24 O3 . 0.99 2.38 2.893(3) 111.1 ?
C8 H25 O1 1_565 0.99 2.58 3.513(3) 157.1 ?
C17 H8 O1 . 0.99 2.34 3.021(3) 125.3 ?
C23 H15 O3 2_656 0.99 2.50 3.492(3) 175.9 ?

####################################################################### 
# 
# 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_fd60144
_database_code_depnum_ccdc_archive 'CCDC 2133431'
loop_
_audit_author_name
_audit_author_address
fd
;kunming institute of botany
China
;
_audit_update_record             
;
2022-01-10 deposited with the CCDC.	2022-05-23 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C23 H33 N O3 S'
_chemical_formula_sum            'C23 H33 N O3 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         403.56
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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                   5.34400(10)
_cell_length_b                   11.7296(3)
_cell_length_c                   34.6594(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2172.55(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8152
_cell_measurement_theta_min      2.5497
_cell_measurement_theta_max      69.9356
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872

_exptl_absorpt_coefficient_mu    1.499
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.57
_exptl_absorpt_correction_T_max  0.93

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            17780
_diffrn_reflns_av_R_equivalents  0.1310
_diffrn_reflns_av_unetI/netI     0.1215
_diffrn_reflns_theta_min         2.55
_diffrn_reflns_theta_max         69.93
_diffrn_reflns_theta_full        69.93
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       42

_refine_special_details          
;
;

_reflns_number_total             4129
_reflns_number_gt                3516
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_gt          0.0767
_refine_ls_wR_factor_ref         0.0809
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_number_reflns         4129
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0297P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.291
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1262 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.027(12)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S S1 0.56995(11) 0.30288(5) 0.72370(2) 0.02446(13) Uani d . . . 1 . .
N N1 0.4119(4) 0.28727(17) 0.68281(5) 0.0254(4) Uani d . . . 1 . .
O O1 0.8219(4) 0.58763(18) 0.58174(5) 0.0334(4) Uani d . . . 1 . .
O O2 0.7405(3) 0.20827(16) 0.72638(5) 0.0295(4) Uani d . . . 1 . .
O O3 0.6670(4) 0.41707(15) 0.72351(5) 0.0310(4) Uani d . . . 1 . .
C C1 -0.1853(6) 0.2601(2) 0.85333(7) 0.0346(6) Uani d . . . 1 . .
H H1 -0.34304 0.231167 0.842753 0.052 Uiso calc U . R 1 . .
H H4 -0.213522 0.335039 0.865056 0.052 Uiso calc U . R 1 . .
H H3 -0.122727 0.207136 0.87295 0.052 Uiso calc U . R 1 . .
C C2 0.0042(5) 0.2709(2) 0.82144(6) 0.0290(5) Uani d . . . 1 . .
C C3 0.1386(5) 0.1760(2) 0.80852(6) 0.0287(5) Uani d . . . 1 . .
H H8 0.110282 0.103785 0.820139 0.034 Uiso calc U . R 1 . .
C C8 0.4454(5) 0.4594(2) 0.61630(6) 0.0252(5) Uani d . . . 1 . .
H H32 0.577227 0.400061 0.615974 0.03 Uiso calc U . R 1 . .
H H12 0.502655 0.521672 0.63343 0.03 Uiso calc U . R 1 . .
C C12 0.5434(5) 0.5354(2) 0.49173(6) 0.0286(5) Uani d . . . 1 . .
H H28 0.679739 0.477174 0.490058 0.034 Uiso calc U . R 1 . .
C C4 0.3133(5) 0.1857(2) 0.77887(7) 0.0278(5) Uani d . . . 1 . .
H H7 0.403206 0.120725 0.770221 0.033 Uiso calc U . R 1 . .
C C7 0.2059(5) 0.4083(2) 0.63269(6) 0.0277(5) Uani d . . . 1 . .
H H11 0.164219 0.338173 0.618172 0.033 Uiso calc U . R 1 . .
H H33 0.067097 0.463161 0.628998 0.033 Uiso calc U . R 1 . .
C C11 0.6192(5) 0.6245(2) 0.52175(6) 0.0299(5) Uani d . . . 1 . .
H H27 0.782597 0.657849 0.514419 0.036 Uiso calc U . R 1 . .
H H26 0.493869 0.686608 0.521976 0.036 Uiso calc U . R 1 . .
C C5 0.3542(4) 0.2913(2) 0.76216(6) 0.0243(4) Uani d . . . 1 . .
C C6 0.2272(5) 0.3793(2) 0.67562(6) 0.0284(5) Uani d . . . 1 . .
H H10 0.277797 0.448415 0.690039 0.034 Uiso calc U . R 1 . .
H H9 0.061388 0.355058 0.685363 0.034 Uiso calc U . R 1 . .
C C10 0.6391(5) 0.5733(2) 0.56210(6) 0.0259(5) Uani d . . . 1 . .
C C9 0.4115(5) 0.5064(2) 0.57533(6) 0.0234(4) Uani d . . . 1 . .
H H13 0.270079 0.562102 0.576668 0.028 Uiso calc U . R 1 . .
C C13 0.5122(7) 0.5901(3) 0.45188(7) 0.0394(7) Uani d . . . 1 . .
H H2 0.379862 0.647809 0.452964 0.059 Uiso calc U . R 1 . .
H H29 0.466804 0.531287 0.433033 0.059 Uiso calc U . R 1 . .
H H30 0.669892 0.626033 0.444137 0.059 Uiso calc U . R 1 . .
C C14 0.0500(5) 0.3760(2) 0.80392(6) 0.0290(5) Uani d . . . 1 . .
H H5 -0.038613 0.441319 0.812596 0.035 Uiso calc U . R 1 . .
C C16 0.3368(5) 0.4165(2) 0.54444(6) 0.0270(5) Uani d . . . 1 . .
H H14 0.169684 0.385297 0.551969 0.032 Uiso calc U . R 1 . .
C C15 0.2221(5) 0.3873(2) 0.77412(7) 0.0270(5) Uani d . . . 1 . .
H H6 0.249066 0.459142 0.762145 0.032 Uiso calc U . R 1 . .
C C17 0.5201(6) 0.3153(2) 0.54238(6) 0.0321(6) Uani d . . . 1 . .
H H16 0.535078 0.290258 0.515198 0.038 Uiso calc U . R 1 . .
H H15 0.687428 0.341173 0.55097 0.038 Uiso calc U . R 1 . .
C C19 0.5747(6) 0.1654(2) 0.59402(7) 0.0332(5) Uani d . . . 1 . .
H H24 0.736382 0.195401 0.599203 0.04 Uiso calc U . R 1 . .
C C18 0.4415(6) 0.2151(2) 0.56666(6) 0.0334(5) Uani d . . . 1 . .
H H17 0.279875 0.18462 0.561839 0.04 Uiso calc U . R 1 . .
C C20 0.4901(6) 0.0651(2) 0.61754(7) 0.0357(6) Uani d . . . 1 . .
H H19 0.596426 -0.001307 0.610994 0.043 Uiso calc U . R 1 . .
H H18 0.31616 0.045985 0.610128 0.043 Uiso calc U . R 1 . .
C C22 0.3104(5) 0.1711(2) 0.67678(7) 0.0290(5) Uani d . . . 1 . .
H H22 0.168772 0.175955 0.658439 0.035 Uiso calc U . R 1 . .
H H21 0.243215 0.142893 0.701636 0.035 Uiso calc U . R 1 . .
C C21 0.4994(5) 0.0835(2) 0.66136(7) 0.0315(5) Uani d . . . 1 . .
H H20 0.670063 0.108735 0.668489 0.038 Uiso calc U . R 1 . .
H H23 0.468662 0.009571 0.674292 0.038 Uiso calc U . R 1 . .
C C23 0.3050(5) 0.4757(2) 0.50493(6) 0.0299(5) Uani d . . . 1 . .
H H25 0.256386 0.418155 0.485431 0.036 Uiso calc U . R 1 . .
H H31 0.168248 0.532378 0.506719 0.036 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 O3 . 1.4362(18) ?
S1 O2 . 1.4389(19) ?
S1 N1 . 1.660(2) ?
S1 C5 . 1.768(2) ?
N1 C22 . 1.482(3) ?
N1 C6 . 1.484(3) ?
O1 C10 . 1.202(3) ?
C1 C2 . 1.504(4) ?
C1 H1 . 0.98 ?
C1 H4 . 0.98 ?
C1 H3 . 0.98 ?
C2 C14 . 1.396(4) ?
C2 C3 . 1.398(4) ?
C3 C4 . 1.393(4) ?
C3 H8 . 0.95 ?
C8 C7 . 1.523(4) ?
C8 C9 . 1.534(3) ?
C8 H32 . 0.99 ?
C8 H12 . 0.99 ?
C12 C23 . 1.524(4) ?
C12 C11 . 1.529(3) ?
C12 C13 . 1.532(3) ?
C12 H28 . 1.0 ?
C4 C5 . 1.385(3) ?
C4 H7 . 0.95 ?
C7 C6 . 1.530(3) ?
C7 H11 . 0.99 ?
C7 H33 . 0.99 ?
C11 C10 . 1.525(3) ?
C11 H27 . 0.99 ?
C11 H26 . 0.99 ?
C5 C15 . 1.392(3) ?
C6 H10 . 0.99 ?
C6 H9 . 0.99 ?
C10 C9 . 1.519(4) ?
C9 C16 . 1.555(3) ?
C9 H13 . 1.0 ?
C13 H2 . 0.98 ?
C13 H29 . 0.98 ?
C13 H30 . 0.98 ?
C14 C15 . 1.389(4) ?
C14 H5 . 0.95 ?
C16 C17 . 1.541(4) ?
C16 C23 . 1.545(3) ?
C16 H14 . 1.0 ?
C15 H6 . 0.95 ?
C17 C18 . 1.505(3) ?
C17 H16 . 0.99 ?
C17 H15 . 0.99 ?
C19 C18 . 1.322(4) ?
C19 C20 . 1.501(4) ?
C19 H24 . 0.95 ?
C18 H17 . 0.95 ?
C20 C21 . 1.535(3) ?
C20 H19 . 0.99 ?
C20 H18 . 0.99 ?
C22 C21 . 1.537(4) ?
C22 H22 . 0.99 ?
C22 H21 . 0.99 ?
C21 H20 . 0.99 ?
C21 H23 . 0.99 ?
C23 H25 . 0.99 ?
C23 H31 . 0.99 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 S1 O2 . . 119.40(12) ?
O3 S1 N1 . . 106.41(11) ?
O2 S1 N1 . . 106.99(11) ?
O3 S1 C5 . . 108.08(11) ?
O2 S1 C5 . . 107.78(11) ?
N1 S1 C5 . . 107.68(11) ?
C22 N1 C6 . . 113.7(2) ?
C22 N1 S1 . . 114.09(15) ?
C6 N1 S1 . . 113.68(15) ?
C2 C1 H1 . . 109.5 ?
C2 C1 H4 . . 109.5 ?
H1 C1 H4 . . 109.5 ?
C2 C1 H3 . . 109.5 ?
H1 C1 H3 . . 109.5 ?
H4 C1 H3 . . 109.5 ?
C14 C2 C3 . . 118.3(2) ?
C14 C2 C1 . . 120.8(2) ?
C3 C2 C1 . . 121.0(2) ?
C4 C3 C2 . . 121.0(2) ?
C4 C3 H8 . . 119.5 ?
C2 C3 H8 . . 119.5 ?
C7 C8 C9 . . 112.8(2) ?
C7 C8 H32 . . 109.0 ?
C9 C8 H32 . . 109.0 ?
C7 C8 H12 . . 109.0 ?
C9 C8 H12 . . 109.0 ?
H32 C8 H12 . . 107.8 ?
C23 C12 C11 . . 109.33(19) ?
C23 C12 C13 . . 111.8(2) ?
C11 C12 C13 . . 110.9(2) ?
C23 C12 H28 . . 108.2 ?
C11 C12 H28 . . 108.2 ?
C13 C12 H28 . . 108.2 ?
C5 C4 C3 . . 119.2(2) ?
C5 C4 H7 . . 120.4 ?
C3 C4 H7 . . 120.4 ?
C8 C7 C6 . . 112.8(2) ?
C8 C7 H11 . . 109.0 ?
C6 C7 H11 . . 109.0 ?
C8 C7 H33 . . 109.0 ?
C6 C7 H33 . . 109.0 ?
H11 C7 H33 . . 107.8 ?
C10 C11 C12 . . 111.9(2) ?
C10 C11 H27 . . 109.2 ?
C12 C11 H27 . . 109.2 ?
C10 C11 H26 . . 109.2 ?
C12 C11 H26 . . 109.2 ?
H27 C11 H26 . . 107.9 ?
C4 C5 C15 . . 121.3(2) ?
C4 C5 S1 . . 119.14(19) ?
C15 C5 S1 . . 119.55(19) ?
N1 C6 C7 . . 112.00(19) ?
N1 C6 H10 . . 109.2 ?
C7 C6 H10 . . 109.2 ?
N1 C6 H9 . . 109.2 ?
C7 C6 H9 . . 109.2 ?
H10 C6 H9 . . 107.9 ?
O1 C10 C9 . . 123.5(2) ?
O1 C10 C11 . . 121.4(2) ?
C9 C10 C11 . . 115.1(2) ?
C10 C9 C8 . . 111.7(2) ?
C10 C9 C16 . . 110.38(19) ?
C8 C9 C16 . . 115.09(19) ?
C10 C9 H13 . . 106.3 ?
C8 C9 H13 . . 106.3 ?
C16 C9 H13 . . 106.3 ?
C12 C13 H2 . . 109.5 ?
C12 C13 H29 . . 109.5 ?
H2 C13 H29 . . 109.5 ?
C12 C13 H30 . . 109.5 ?
H2 C13 H30 . . 109.5 ?
H29 C13 H30 . . 109.5 ?
C15 C14 C2 . . 121.6(2) ?
C15 C14 H5 . . 119.2 ?
C2 C14 H5 . . 119.2 ?
C17 C16 C23 . . 112.04(19) ?
C17 C16 C9 . . 113.0(2) ?
C23 C16 C9 . . 109.5(2) ?
C17 C16 H14 . . 107.3 ?
C23 C16 H14 . . 107.3 ?
C9 C16 H14 . . 107.3 ?
C14 C15 C5 . . 118.6(2) ?
C14 C15 H6 . . 120.7 ?
C5 C15 H6 . . 120.7 ?
C18 C17 C16 . . 113.5(2) ?
C18 C17 H16 . . 108.9 ?
C16 C17 H16 . . 108.9 ?
C18 C17 H15 . . 108.9 ?
C16 C17 H15 . . 108.9 ?
H16 C17 H15 . . 107.7 ?
C18 C19 C20 . . 125.0(3) ?
C18 C19 H24 . . 117.5 ?
C20 C19 H24 . . 117.5 ?
C19 C18 C17 . . 126.6(3) ?
C19 C18 H17 . . 116.7 ?
C17 C18 H17 . . 116.7 ?
C19 C20 C21 . . 114.6(2) ?
C19 C20 H19 . . 108.6 ?
C21 C20 H19 . . 108.6 ?
C19 C20 H18 . . 108.6 ?
C21 C20 H18 . . 108.6 ?
H19 C20 H18 . . 107.6 ?
N1 C22 C21 . . 115.0(2) ?
N1 C22 H22 . . 108.5 ?
C21 C22 H22 . . 108.5 ?
N1 C22 H21 . . 108.5 ?
C21 C22 H21 . . 108.5 ?
H22 C22 H21 . . 107.5 ?
C20 C21 C22 . . 114.7(2) ?
C20 C21 H20 . . 108.6 ?
C22 C21 H20 . . 108.6 ?
C20 C21 H23 . . 108.6 ?
C22 C21 H23 . . 108.6 ?
H20 C21 H23 . . 107.6 ?
C12 C23 C16 . . 112.4(2) ?
C12 C23 H25 . . 109.1 ?
C16 C23 H25 . . 109.1 ?
C12 C23 H31 . . 109.1 ?
C16 C23 H31 . . 109.1 ?
H25 C23 H31 . . 107.9 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O3 S1 N1 C22 . . . . 176.40(17) ?
O2 S1 N1 C22 . . . . 47.7(2) ?
C5 S1 N1 C22 . . . . -67.91(19) ?
O3 S1 N1 C6 . . . . -51.0(2) ?
O2 S1 N1 C6 . . . . -179.72(17) ?
C5 S1 N1 C6 . . . . 64.66(19) ?
C14 C2 C3 C4 . . . . -0.2(4) ?
C1 C2 C3 C4 . . . . 179.7(2) ?
C2 C3 C4 C5 . . . . 0.2(4) ?
C9 C8 C7 C6 . . . . -170.6(2) ?
C23 C12 C11 C10 . . . . 53.4(3) ?
C13 C12 C11 C10 . . . . 177.2(2) ?
C3 C4 C5 C15 . . . . -0.8(4) ?
C3 C4 C5 S1 . . . . -178.37(18) ?
O3 S1 C5 C4 . . . . -153.34(19) ?
O2 S1 C5 C4 . . . . -23.0(2) ?
N1 S1 C5 C4 . . . . 92.1(2) ?
O3 S1 C5 C15 . . . . 29.0(2) ?
O2 S1 C5 C15 . . . . 159.35(19) ?
N1 S1 C5 C15 . . . . -85.5(2) ?
C22 N1 C6 C7 . . . . -82.5(3) ?
S1 N1 C6 C7 . . . . 144.69(19) ?
C8 C7 C6 N1 . . . . -65.4(3) ?
C12 C11 C10 O1 . . . . 129.2(3) ?
C12 C11 C10 C9 . . . . -51.9(3) ?
O1 C10 C9 C8 . . . . -0.4(3) ?
C11 C10 C9 C8 . . . . -179.24(19) ?
O1 C10 C9 C16 . . . . -129.8(3) ?
C11 C10 C9 C16 . . . . 51.3(3) ?
C7 C8 C9 C10 . . . . 170.87(19) ?
C7 C8 C9 C16 . . . . -62.2(3) ?
C3 C2 C14 C15 . . . . 0.7(4) ?
C1 C2 C14 C15 . . . . -179.2(2) ?
C10 C9 C16 C17 . . . . 72.4(2) ?
C8 C9 C16 C17 . . . . -55.2(3) ?
C10 C9 C16 C23 . . . . -53.3(3) ?
C8 C9 C16 C23 . . . . 179.1(2) ?
C2 C14 C15 C5 . . . . -1.2(4) ?
C4 C5 C15 C14 . . . . 1.2(4) ?
S1 C5 C15 C14 . . . . 178.82(19) ?
C23 C16 C17 C18 . . . . -141.6(2) ?
C9 C16 C17 C18 . . . . 94.1(3) ?
C20 C19 C18 C17 . . . . -179.7(2) ?
C16 C17 C18 C19 . . . . -124.0(3) ?
C18 C19 C20 C21 . . . . -124.9(3) ?
C6 N1 C22 C21 . . . . 146.9(2) ?
S1 N1 C22 C21 . . . . -80.5(2) ?
C19 C20 C21 C22 . . . . 67.9(3) ?
N1 C22 C21 C20 . . . . -97.3(3) ?
C11 C12 C23 C16 . . . . -58.9(3) ?
C13 C12 C23 C16 . . . . 178.0(2) ?
C17 C16 C23 C12 . . . . -67.0(3) ?
C9 C16 C23 C12 . . . . 59.2(3) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C4 H7 O3 3_646 0.95 2.43 3.154(3) 133.1 ?
C7 H33 O1 1_455 0.99 2.56 3.428(3) 146.9 ?
C6 H10 O3 . 0.99 2.41 2.911(3) 110.7 ?
C6 H9 S1 1_455 0.99 3.01 3.990(3) 172.4 ?
C6 H9 O3 1_455 0.99 2.59 3.452(3) 145.2 ?
C9 H13 O1 1_455 1.00 2.42 3.299(3) 146.3 ?
C21 H20 O2 . 0.99 2.35 2.980(3) 120.6 ?

