# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_yy166
_database_code_depnum_ccdc_archive 'CCDC 2418634'
loop_
_audit_author_name
_audit_author_address
'Eunsong Jung'
;ETH Zurich
Switzerland
;
_audit_update_record             
;
2025-01-21 deposited with the CCDC.	2025-03-27 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            NMes-OO
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H20 N2 O4 S'
_chemical_formula_iupac          ?
_chemical_formula_weight         348.41
_chemical_absolute_configuration .

_chemical_melting_point          ?

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

_cell_length_a                   8.0830(4)
_cell_length_b                   11.2048(6)
_cell_length_c                   18.8269(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1705.12(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9420
_cell_measurement_theta_min      2.7423
_cell_measurement_theta_max      28.1913
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             736

_exptl_absorpt_coefficient_mu    0.213
_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  0.92
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?
_diffrn_source_power             1.50
_diffrn_source_current           30.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            50709
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;
;

_reflns_number_total             4227
_reflns_number_gt                3965
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.753
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.999

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0412
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_gt          0.0980
_refine_ls_wR_factor_ref         0.1001
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_number_reflns         4227
_refine_ls_number_parameters     220
_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)+(0.0588P)²+0.3694P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.327
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1608 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(2)

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'

_computing_data_collection       'Bruker Instrument Service v2021.1.0.1'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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
C C1 0.7287(3) 0.4042(2) 0.36869(11) 0.0281(4) Uani d . . . 1 . .
H H1 0.830235 0.436309 0.347683 0.034 Uiso calc U . R 1 . .
C C2 0.6902(3) 0.4806(2) 0.43434(12) 0.0334(5) Uani d . . . 1 . .
H H2 0.634598 0.55474 0.420411 0.04 Uiso calc U . R 1 . .
C C3 0.8520(4) 0.4258(3) 0.52897(14) 0.0519(8) Uani d . . . 1 . .
H H3A 0.833226 0.467181 0.573505 0.062 Uiso calc U . R 1 . .
H H3B 0.958539 0.386114 0.530749 0.062 Uiso calc U . R 1 . .
C C4 0.7137(4) 0.3377(3) 0.51345(14) 0.0462(7) Uani d . . . 1 . .
H H4 0.672558 0.299694 0.556865 0.055 Uiso calc U . R 1 . .
C C5 0.7645(4) 0.2479(2) 0.45910(15) 0.0430(6) Uani d . . . 1 . .
H H5 0.794396 0.171058 0.472724 0.052 Uiso calc U . R 1 . .
C C6 0.7664(3) 0.2788(2) 0.39152(14) 0.0379(6) Uani d . . . 1 . .
H H6 0.79161 0.221781 0.357314 0.045 Uiso calc U . R 1 . .
C C7 0.4429(3) 0.3472(2) 0.32199(14) 0.0374(5) Uani d . . . 1 . .
H H7A 0.40044 0.327766 0.275204 0.045 Uiso calc U . R 1 . .
H H7B 0.462282 0.27245 0.346655 0.045 Uiso calc U . R 1 . .
C C8 0.3152(3) 0.4130(2) 0.36042(13) 0.0345(5) Uani d . . . 1 . .
C C9 0.8035(3) 0.4546(2) 0.20214(11) 0.0272(4) Uani d . . . 1 . .
C C10 0.7810(3) 0.3541(2) 0.15754(12) 0.0309(5) Uani d . . . 1 . .
C C11 0.9090(3) 0.3216(2) 0.11299(13) 0.0339(5) Uani d . . . 1 . .
H H11 0.89329 0.258167 0.08184 0.041 Uiso calc U . R 1 . .
C C12 1.0597(3) 0.3799(2) 0.11306(13) 0.0354(5) Uani d . . . 1 . .
C C13 1.0818(3) 0.4725(2) 0.16020(13) 0.0340(5) Uani d . . . 1 . .
H H13 1.184834 0.509285 0.162181 0.041 Uiso calc U . R 1 . .
C C14 0.9574(3) 0.5137(2) 0.20501(11) 0.0286(4) Uani d . . . 1 . .
C C15 0.6273(4) 0.2788(3) 0.15625(18) 0.0498(7) Uani d . . . 1 . .
H H15A 0.646215 0.209225 0.127645 0.075 Uiso calc U . R 1 . .
H H15B 0.53763 0.324193 0.1365 0.075 Uiso calc U . R 1 . .
H H15C 0.599716 0.254949 0.203766 0.075 Uiso calc U . R 1 . .
C C16 1.1943(4) 0.3437(3) 0.06221(19) 0.0599(9) Uani d . . . 1 . .
H H16A 1.21344 0.259404 0.066057 0.09 Uiso calc U . R 1 . .
H H16B 1.294216 0.385973 0.073583 0.09 Uiso calc U . R 1 . .
H H16C 1.161258 0.362709 0.014564 0.09 Uiso calc U . R 1 . .
C C17 1.0006(4) 0.6180(2) 0.25224(16) 0.0416(6) Uani d . . . 1 . .
H H17A 1.118099 0.630459 0.251548 0.062 Uiso calc U . R 1 . .
H H17B 0.965469 0.601467 0.29994 0.062 Uiso calc U . R 1 . .
H H17C 0.945706 0.688429 0.235264 0.062 Uiso calc U . R 1 . .
N N1 0.6017(3) 0.40781(19) 0.31329(10) 0.0331(4) Uani d . . . 1 . .
N N2 0.2045(4) 0.4601(3) 0.39067(15) 0.0617(7) Uani d . . . 1 . .
O O1 0.8425(2) 0.50611(18) 0.46991(10) 0.0441(4) Uani d . . . 1 . .
O O2 0.5933(2) 0.41696(18) 0.48292(9) 0.0418(4) Uani d . . . 1 . .
O O3 0.4861(2) 0.5056(2) 0.20682(10) 0.0485(5) Uani d . . . 1 . .
O O4 0.6741(3) 0.61857(15) 0.28338(10) 0.0422(5) Uani d . . . 1 . .
S S1 0.63008(7) 0.50789(5) 0.25108(3) 0.03109(15) Uani d . . . 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
C1 N1 . 1.464(3) ?
C1 C6 . 1.500(3) ?
C1 C2 . 1.536(3) ?
C1 H1 . 0.98 ?
C2 O2 . 1.400(3) ?
C2 O1 . 1.430(3) ?
C2 H2 . 0.98 ?
C3 O1 . 1.433(4) ?
C3 C4 . 1.519(5) ?
C3 H3A . 0.97 ?
C3 H3B . 0.97 ?
C4 O2 . 1.438(3) ?
C4 C5 . 1.493(4) ?
C4 H4 . 0.98 ?
C5 C6 . 1.319(4) ?
C5 H5 . 0.93 ?
C6 H6 . 0.93 ?
C7 C8 . 1.461(4) ?
C7 N1 . 1.462(3) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
C8 N2 . 1.185(4) ?
C9 C14 . 1.411(3) ?
C9 C10 . 1.416(3) ?
C9 S1 . 1.781(2) ?
C10 C11 . 1.381(3) ?
C10 C15 . 1.502(4) ?
C11 C12 . 1.382(4) ?
C11 H11 . 0.93 ?
C12 C13 . 1.377(4) ?
C12 C16 . 1.505(4) ?
C13 C14 . 1.391(3) ?
C13 H13 . 0.93 ?
C14 C17 . 1.509(3) ?
C15 H15A . 0.96 ?
C15 H15B . 0.96 ?
C15 H15C . 0.96 ?
C16 H16A . 0.96 ?
C16 H16B . 0.96 ?
C16 H16C . 0.96 ?
C17 H17A . 0.96 ?
C17 H17B . 0.96 ?
C17 H17C . 0.96 ?
N1 S1 . 1.6376(19) ?
O3 S1 . 1.4317(19) ?
O4 S1 . 1.426(2) ?

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
N1 C1 C6 . . 111.9(2) ?
N1 C1 C2 . . 114.57(19) ?
C6 C1 C2 . . 109.44(18) ?
N1 C1 H1 . . 106.8 ?
C6 C1 H1 . . 106.8 ?
C2 C1 H1 . . 106.8 ?
O2 C2 O1 . . 106.11(19) ?
O2 C2 C1 . . 110.8(2) ?
O1 C2 C1 . . 108.29(19) ?
O2 C2 H2 . . 110.5 ?
O1 C2 H2 . . 110.5 ?
C1 C2 H2 . . 110.5 ?
O1 C3 C4 . . 102.7(2) ?
O1 C3 H3A . . 111.2 ?
C4 C3 H3A . . 111.2 ?
O1 C3 H3B . . 111.2 ?
C4 C3 H3B . . 111.2 ?
H3A C3 H3B . . 109.1 ?
O2 C4 C5 . . 109.2(2) ?
O2 C4 C3 . . 100.0(2) ?
C5 C4 C3 . . 111.6(2) ?
O2 C4 H4 . . 111.8 ?
C5 C4 H4 . . 111.8 ?
C3 C4 H4 . . 111.8 ?
C6 C5 C4 . . 119.1(2) ?
C6 C5 H5 . . 120.4 ?
C4 C5 H5 . . 120.4 ?
C5 C6 C1 . . 121.4(2) ?
C5 C6 H6 . . 119.3 ?
C1 C6 H6 . . 119.3 ?
C8 C7 N1 . . 116.2(2) ?
C8 C7 H7A . . 108.2 ?
N1 C7 H7A . . 108.2 ?
C8 C7 H7B . . 108.2 ?
N1 C7 H7B . . 108.2 ?
H7A C7 H7B . . 107.4 ?
N2 C8 C7 . . 175.5(3) ?
C14 C9 C10 . . 120.6(2) ?
C14 C9 S1 . . 121.14(17) ?
C10 C9 S1 . . 118.19(17) ?
C11 C10 C9 . . 118.3(2) ?
C11 C10 C15 . . 117.5(2) ?
C9 C10 C15 . . 124.2(2) ?
C10 C11 C12 . . 122.3(2) ?
C10 C11 H11 . . 118.8 ?
C12 C11 H11 . . 118.8 ?
C13 C12 C11 . . 118.1(2) ?
C13 C12 C16 . . 121.3(3) ?
C11 C12 C16 . . 120.6(3) ?
C12 C13 C14 . . 123.2(2) ?
C12 C13 H13 . . 118.4 ?
C14 C13 H13 . . 118.4 ?
C13 C14 C9 . . 117.3(2) ?
C13 C14 C17 . . 116.6(2) ?
C9 C14 C17 . . 126.2(2) ?
C10 C15 H15A . . 109.5 ?
C10 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C10 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C12 C16 H16A . . 109.5 ?
C12 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C12 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C14 C17 H17A . . 109.5 ?
C14 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C14 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C7 N1 C1 . . 121.52(19) ?
C7 N1 S1 . . 121.44(17) ?
C1 N1 S1 . . 115.51(16) ?
C2 O1 C3 . . 106.5(2) ?
C2 O2 C4 . . 101.35(19) ?
O4 S1 O3 . . 117.80(13) ?
O4 S1 N1 . . 108.98(11) ?
O3 S1 N1 . . 106.86(11) ?
O4 S1 C9 . . 108.42(11) ?
O3 S1 C9 . . 109.45(11) ?
N1 S1 C9 . . 104.52(10) ?

####################################################################### 
# 
# 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_yy179
_database_code_depnum_ccdc_archive 'CCDC 2418635'
loop_
_audit_author_name
_audit_author_address
'Eunsong Jung'
;ETH Zurich
Switzerland
;
_audit_update_record             
;
2025-01-21 deposited with the CCDC.	2025-03-27 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            NTs-ONTs
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H24 N2 O5 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         472.56
_chemical_absolute_configuration .

_chemical_melting_point          ?

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

_cell_length_a                   8.4134(6)
_cell_length_b                   14.6866(11)
_cell_length_c                   18.7432(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2316.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9512
_cell_measurement_theta_min      2.5786
_cell_measurement_theta_max      28.0856
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992

_exptl_absorpt_coefficient_mu    0.267
_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  0.90
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?
_diffrn_source_power             1.50
_diffrn_source_current           30.0
_diffrn_source_voltage           50

_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device       ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            118465
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;
;

_reflns_number_total             5747
_reflns_number_gt                5351
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.772
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.999

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_gt          0.0822
_refine_ls_wR_factor_ref         0.0840
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.097
_refine_ls_number_reflns         5747
_refine_ls_number_parameters     291
_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)+(0.0459P)²+0.2967P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.216
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2173 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.000(15)

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'

_computing_data_collection       'Bruker Instrument Service v2021.1.0.1'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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 0.56912(6) 0.40501(4) 0.41755(3) 0.03186(12) Uani d . . . 1 . .
S S2 0.13061(7) 0.44356(5) 0.20757(3) 0.04081(15) Uani d . . . 1 . .
O O1 0.1881(2) 0.50978(11) 0.44405(9) 0.0388(4) Uani d . . . 1 . .
O O3 0.5884(2) 0.39205(11) 0.34246(9) 0.0411(4) Uani d . . . 1 . .
O O2 0.6402(2) 0.34330(12) 0.46692(10) 0.0429(4) Uani d . . . 1 . .
N N1 0.3777(2) 0.39983(13) 0.43223(9) 0.0329(4) Uani d . . . 1 . .
O O5 0.0071(2) 0.48371(18) 0.16555(10) 0.0633(6) Uani d . . . 1 . .
O O4 0.1728(2) 0.35014(14) 0.19851(11) 0.0542(5) Uani d . . . 1 . .
N N2 0.0774(2) 0.45604(14) 0.29042(10) 0.0375(4) Uani d . . . 1 . .
C C22 0.4508(3) 0.46369(15) 0.19256(11) 0.0348(5) Uani d . . . 1 . .
H H22 0.456461 0.401209 0.20021 0.042 Uiso calc U . R 1 . .
C C3 0.0416(3) 0.35716(17) 0.39416(14) 0.0414(5) Uani d . . . 1 . .
H H3 -0.032272 0.317221 0.37458 0.05 Uiso calc U . R 1 . .
C C6 0.3193(3) 0.3983(2) 0.50700(12) 0.0408(5) Uani d . . . 1 . .
H H6A 0.384266 0.435684 0.53816 0.049 Uiso calc U . R 1 . .
H H6B 0.313547 0.336883 0.525803 0.049 Uiso calc U . R 1 . .
C C20 0.5823(3) 0.60674(16) 0.16961(12) 0.0409(5) Uani d . . . 1 . .
C C12 0.6218(3) 0.58373(16) 0.38565(12) 0.0344(4) Uani d . . . 1 . .
H H12 0.581957 0.570014 0.340633 0.041 Uiso calc U . R 1 . .
C C4 0.0409(3) 0.37224(19) 0.46385(14) 0.0437(6) Uani d . . . 1 . .
H H4 -0.029813 0.340955 0.493048 0.052 Uiso calc U . R 1 . .
C C1 0.2721(3) 0.46194(15) 0.39129(12) 0.0310(4) Uani d . . . 1 . .
H H1 0.334082 0.503484 0.361274 0.037 Uiso calc U . R 1 . .
C C21 0.5885(3) 0.51373(16) 0.18080(12) 0.0376(5) Uani d . . . 1 . .
H H21 0.686306 0.484234 0.180436 0.045 Uiso calc U . R 1 . .
C C11 0.6709(3) 0.67109(17) 0.40137(14) 0.0419(5) Uani d . . . 1 . .
H H11 0.66448 0.716033 0.366538 0.05 Uiso calc U . R 1 . .
C C14 -0.0305(3) 0.5298(2) 0.31171(14) 0.0493(6) Uani d . . . 1 . .
H H14A -0.116312 0.533022 0.277246 0.059 Uiso calc U . R 1 . .
H H14B -0.077014 0.514194 0.357441 0.059 Uiso calc U . R 1 . .
C C2 0.1597(2) 0.40357(16) 0.34622(12) 0.0323(4) Uani d . . . 1 . .
H H2 0.223202 0.356323 0.322732 0.039 Uiso calc U . R 1 . .
C C5 0.1539(3) 0.43953(18) 0.49551(12) 0.0402(5) Uani d . . . 1 . .
H H5 0.111689 0.465364 0.53984 0.048 Uiso calc U . R 1 . .
C C17 0.3059(3) 0.50738(17) 0.19281(11) 0.0344(5) Uani d . . . 1 . .
C C18 0.2963(3) 0.60039(19) 0.18154(14) 0.0459(6) Uani d . . . 1 . .
H H18 0.19835 0.62973 0.181569 0.055 Uiso calc U . R 1 . .
C C23 0.7316(4) 0.6612(2) 0.15756(18) 0.0596(8) Uani d . . . 1 . .
H H23A 0.751609 0.698894 0.198399 0.089 Uiso calc U . R 1 . .
H H23B 0.718763 0.698774 0.116069 0.089 Uiso calc U . R 1 . .
H H23C 0.819512 0.620486 0.150526 0.089 Uiso calc U . R 1 . .
C C8 0.6914(3) 0.53641(19) 0.50472(14) 0.0461(6) Uani d . . . 1 . .
H H8 0.697672 0.491471 0.539565 0.055 Uiso calc U . R 1 . .
C C10 0.7298(4) 0.69291(19) 0.46856(16) 0.0504(7) Uani d . . . 1 . .
C C7 0.6323(3) 0.51642(15) 0.43747(12) 0.0315(4) Uani d . . . 1 . .
C C19 0.4344(4) 0.64873(17) 0.17029(15) 0.0501(6) Uani d . . . 1 . .
H H19 0.428384 0.711264 0.162935 0.06 Uiso calc U . R 1 . .
C C15 0.0410(4) 0.6199(2) 0.31763(16) 0.0576(8) Uani d . . . 1 . .
C C9 0.7408(4) 0.6243(2) 0.51909(16) 0.0566(8) Uani d . . . 1 . .
H H9 0.782414 0.637693 0.563825 0.068 Uiso calc U . R 1 . .
C C13 0.7816(6) 0.7894(2) 0.4854(2) 0.0802(12) Uani d . . . 1 . .
H H13A 0.689553 0.827518 0.490246 0.12 Uiso calc U . R 1 . .
H H13B 0.847389 0.811898 0.447512 0.12 Uiso calc U . R 1 . .
H H13C 0.840609 0.789781 0.52928 0.12 Uiso calc U . R 1 . .
C C16 0.0889(6) 0.6934(3) 0.3216(2) 0.0844(12) Uani d . . . 1 . .
H H16 0.127538 0.752585 0.324875 0.101 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 O2 . 1.4266(18) ?
S1 O3 . 1.4295(17) ?
S1 N1 . 1.6352(18) ?
S1 C7 . 1.760(2) ?
S2 O4 . 1.427(2) ?
S2 O5 . 1.431(2) ?
S2 N2 . 1.6266(19) ?
S2 C17 . 1.769(2) ?
O1 C1 . 1.404(3) ?
O1 C5 . 1.441(3) ?
N1 C6 . 1.485(3) ?
N1 C1 . 1.487(3) ?
N2 C14 . 1.469(3) ?
N2 C2 . 1.473(3) ?
C22 C17 . 1.378(3) ?
C22 C21 . 1.389(3) ?
C22 H22 . 0.93 ?
C3 C4 . 1.325(4) ?
C3 C2 . 1.503(3) ?
C3 H3 . 0.93 ?
C6 C5 . 1.533(3) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C20 C21 . 1.383(3) ?
C20 C19 . 1.389(4) ?
C20 C23 . 1.506(4) ?
C12 C11 . 1.380(3) ?
C12 C7 . 1.389(3) ?
C12 H12 . 0.93 ?
C4 C5 . 1.494(4) ?
C4 H4 . 0.93 ?
C1 C2 . 1.531(3) ?
C1 H1 . 0.98 ?
C21 H21 . 0.93 ?
C11 C10 . 1.391(4) ?
C11 H11 . 0.93 ?
C14 C15 . 1.457(5) ?
C14 H14A . 0.97 ?
C14 H14B . 0.97 ?
C2 H2 . 0.98 ?
C5 H5 . 0.98 ?
C17 C18 . 1.385(4) ?
C18 C19 . 1.378(4) ?
C18 H18 . 0.93 ?
C23 H23A . 0.96 ?
C23 H23B . 0.96 ?
C23 H23C . 0.96 ?
C8 C9 . 1.382(4) ?
C8 C7 . 1.386(3) ?
C8 H8 . 0.93 ?
C10 C9 . 1.386(4) ?
C10 C13 . 1.515(4) ?
C19 H19 . 0.93 ?
C15 C16 . 1.155(5) ?
C9 H9 . 0.93 ?
C13 H13A . 0.96 ?
C13 H13B . 0.96 ?
C13 H13C . 0.96 ?
C16 H16 . 0.93 ?

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
O2 S1 O3 . . 120.43(11) ?
O2 S1 N1 . . 105.89(10) ?
O3 S1 N1 . . 105.75(10) ?
O2 S1 C7 . . 109.04(11) ?
O3 S1 C7 . . 107.36(10) ?
N1 S1 C7 . . 107.75(10) ?
O4 S2 O5 . . 120.75(14) ?
O4 S2 N2 . . 106.88(11) ?
O5 S2 N2 . . 106.20(12) ?
O4 S2 C17 . . 106.45(12) ?
O5 S2 C17 . . 107.51(13) ?
N2 S2 C17 . . 108.61(11) ?
C1 O1 C5 . . 102.34(16) ?
C6 N1 C1 . . 107.35(17) ?
C6 N1 S1 . . 119.05(15) ?
C1 N1 S1 . . 118.23(14) ?
C14 N2 C2 . . 118.95(18) ?
C14 N2 S2 . . 120.84(17) ?
C2 N2 S2 . . 119.31(15) ?
C17 C22 C21 . . 119.5(2) ?
C17 C22 H22 . . 120.3 ?
C21 C22 H22 . . 120.3 ?
C4 C3 C2 . . 121.1(2) ?
C4 C3 H3 . . 119.5 ?
C2 C3 H3 . . 119.5 ?
N1 C6 C5 . . 99.34(17) ?
N1 C6 H6A . . 111.9 ?
C5 C6 H6A . . 111.9 ?
N1 C6 H6B . . 111.9 ?
C5 C6 H6B . . 111.9 ?
H6A C6 H6B . . 109.6 ?
C21 C20 C19 . . 118.1(2) ?
C21 C20 C23 . . 121.0(3) ?
C19 C20 C23 . . 120.9(2) ?
C11 C12 C7 . . 119.6(2) ?
C11 C12 H12 . . 120.2 ?
C7 C12 H12 . . 120.2 ?
C3 C4 C5 . . 120.0(2) ?
C3 C4 H4 . . 120.0 ?
C5 C4 H4 . . 120.0 ?
O1 C1 N1 . . 104.14(17) ?
O1 C1 C2 . . 110.97(18) ?
N1 C1 C2 . . 108.09(17) ?
O1 C1 H1 . . 111.1 ?
N1 C1 H1 . . 111.1 ?
C2 C1 H1 . . 111.1 ?
C20 C21 C22 . . 121.0(2) ?
C20 C21 H21 . . 119.5 ?
C22 C21 H21 . . 119.5 ?
C12 C11 C10 . . 121.0(2) ?
C12 C11 H11 . . 119.5 ?
C10 C11 H11 . . 119.5 ?
C15 C14 N2 . . 115.8(2) ?
C15 C14 H14A . . 108.3 ?
N2 C14 H14A . . 108.3 ?
C15 C14 H14B . . 108.3 ?
N2 C14 H14B . . 108.3 ?
H14A C14 H14B . . 107.4 ?
N2 C2 C3 . . 110.52(18) ?
N2 C2 C1 . . 112.93(19) ?
C3 C2 C1 . . 109.43(18) ?
N2 C2 H2 . . 107.9 ?
C3 C2 H2 . . 107.9 ?
C1 C2 H2 . . 107.9 ?
O1 C5 C4 . . 109.6(2) ?
O1 C5 C6 . . 101.25(18) ?
C4 C5 C6 . . 111.9(2) ?
O1 C5 H5 . . 111.3 ?
C4 C5 H5 . . 111.3 ?
C6 C5 H5 . . 111.3 ?
C22 C17 C18 . . 120.7(2) ?
C22 C17 S2 . . 119.45(18) ?
C18 C17 S2 . . 119.9(2) ?
C19 C18 C17 . . 118.9(3) ?
C19 C18 H18 . . 120.6 ?
C17 C18 H18 . . 120.6 ?
C20 C23 H23A . . 109.5 ?
C20 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C20 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C9 C8 C7 . . 118.9(2) ?
C9 C8 H8 . . 120.6 ?
C7 C8 H8 . . 120.6 ?
C9 C10 C11 . . 118.3(2) ?
C9 C10 C13 . . 121.2(3) ?
C11 C10 C13 . . 120.5(3) ?
C8 C7 C12 . . 120.5(2) ?
C8 C7 S1 . . 119.87(18) ?
C12 C7 S1 . . 119.61(17) ?
C18 C19 C20 . . 121.9(2) ?
C18 C19 H19 . . 119.1 ?
C20 C19 H19 . . 119.1 ?
C16 C15 C14 . . 176.0(4) ?
C8 C9 C10 . . 121.7(3) ?
C8 C9 H9 . . 119.1 ?
C10 C9 H9 . . 119.1 ?
C10 C13 H13A . . 109.5 ?
C10 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C10 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C15 C16 H16 . . 180.0 ?

