# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_km1765-1
_database_code_depnum_ccdc_archive 'CCDC 2271075'
loop_
_audit_author_name
_audit_author_address
'Darina Ildarovna Nasyrova'
;N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2023-06-20 deposited with the CCDC.	2023-12-05 downloaded from the CCDC.
;
_audit_creation_date             2023-05-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H21 N O4 S2'
_chemical_formula_sum            'C19 H21 N O4 S2'
_chemical_formula_weight         391.49
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C19H21NO4S2
_chemical_oxdiff_usercomment     KM1765-1
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'

_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      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                   6.29180(10)
_cell_length_b                   7.95790(10)
_cell_length_c                   37.0360(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1854.37(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8211
_cell_measurement_temperature    99.9(3)
_cell_measurement_theta_max      77.3020
_cell_measurement_theta_min      2.3760
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.815
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            13457
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.798
_diffrn_reflns_theta_min         2.386
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -77.00  24.00   0.50    1.00    --  -48.70  91.00 -23.00  202
  2  ω    -40.00  24.00   0.50    1.00    --  -48.70  35.00-153.00  128
  3  ω   -154.00 -81.00   0.50    4.30    --  -86.25-112.00 -31.00  146
  4  ω    103.00 176.00   0.50    4.30    --  107.75 112.00  60.00  146
  5  ω     36.00 106.00   0.50    4.30    --  107.75 -91.00-136.00  140
  6  ω     97.00 178.00   0.50    4.30    --  107.75  35.00-153.00  162
  7  ω   -118.00 -73.00   0.50    1.00    --  -48.70-125.00 -90.00   90
  8  ω    -26.00  26.00   0.50    1.00    --  -48.70  19.00 -90.00  104
  9  ω   -159.00-114.00   0.50    4.30    --  -86.25 -35.00  49.00   90
 10  ω     37.00  62.00   0.50    4.30    --  107.75 -61.00  30.00   50
 11  ω     36.00  71.00   0.50    4.30    --  107.75 -61.00  90.00   70
 12  ω    105.00 133.00   0.50    4.30    --  107.75  45.00 -30.00   56
 13  ω     39.00  64.00   0.50    4.30    --  107.75 -61.00 120.00   50
 14  ω    137.00 171.00   0.50    4.30    --  107.75 125.00  30.00   68
 15  ω     41.00  66.00   0.50    4.30    --  107.75 -68.00 155.69   50
 16  ω     44.00  76.00   0.50    4.30    --  107.75-106.00  33.30   64
 17  ω     36.00  62.00   0.50    4.30    --  107.75 -61.00-120.00   52
 18  ω     39.00  81.00   0.50    4.30    --  107.75 -90.00 169.35   84
 19  ω     95.00 124.00   0.50    4.30    --  107.75 125.00  30.00   58
 20  ω    137.00 163.00   0.50    4.30    --  107.75  45.00 -30.00   52
 21  ω     39.00  71.00   0.50    4.30    --  107.75 -61.00 -60.00   64
 22  ω     80.00 105.00   0.50    4.30    --  107.75-106.00  33.30   50
 23  ω     72.00 102.00   0.50    4.30    --  107.75 -77.00  90.00   60
 24  ω    126.00 156.00   0.50    4.30    --  107.75  30.00   0.00   60
 25  ω     69.00  95.00   0.50    4.30    --  107.75 -95.00 120.00   52
 26  ω     42.00  70.00   0.50    4.30    --  107.75 -61.00-150.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0668701000
_diffrn_orient_matrix_UB_12      -0.0302884000
_diffrn_orient_matrix_UB_13      -0.0394909000
_diffrn_orient_matrix_UB_21      -0.0860493000
_diffrn_orient_matrix_UB_22      0.1746412000
_diffrn_orient_matrix_UB_23      -0.0103807000
_diffrn_orient_matrix_UB_31      0.2192675000
_diffrn_orient_matrix_UB_32      0.0777826000
_diffrn_orient_matrix_UB_33      0.0079583000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.650
_reflns_Friedel_fraction_full    0.983
_reflns_Friedel_fraction_max     0.917
_reflns_number_gt                3618
_reflns_number_total             3782
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.18(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3782
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.086
_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)+(0.0552P)²+2.2477P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1209
_refine_ls_wR_factor_ref         0.1219
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.82(3)
 0.18(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C10(H10)
3.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C15(H15), C16(H16), C17(H17), C18(H18),
 C19(H19)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.37217(15) 0.49402(12) 0.41610(2) 0.0220(2) Uani 1 1 d . . . . .
O1 O 0.4889(6) 0.3489(3) 0.42748(8) 0.0278(7) Uani 1 1 d . . . . .
N1 N 0.4128(5) 0.5116(4) 0.37251(8) 0.0218(6) Uani 1 1 d . . . . .
C1 C 0.7590(8) 1.1089(6) 0.48641(12) 0.0319(10) Uani 1 1 d . . . . .
H1A H 0.909566 1.087908 0.491457 0.048 Uiso 1 1 calc R U . . .
H1B H 0.684869 1.134940 0.509004 0.048 Uiso 1 1 calc R U . . .
H1C H 0.745844 1.204106 0.469774 0.048 Uiso 1 1 calc R U . . .
S2 S 0.48078(15) 0.49610(15) 0.25170(2) 0.0278(2) Uani 1 1 d . . . . .
O2 O 0.1466(4) 0.4986(4) 0.42112(7) 0.0276(6) Uani 1 1 d . . . . .
C2 C 0.6618(6) 0.9551(5) 0.46954(10) 0.0223(8) Uani 1 1 d . . . . .
O3 O 0.8616(5) 0.6438(4) 0.24626(8) 0.0277(6) Uani 1 1 d . . . . .
C3 C 0.4558(7) 0.9597(5) 0.45547(10) 0.0234(8) Uani 1 1 d . . . . .
H3 H 0.376049 1.060859 0.456945 0.028 Uiso 1 1 calc R U . . .
C4 C 0.3659(7) 0.8199(5) 0.43944(10) 0.0221(8) Uani 1 1 d . . . . .
H4 H 0.225695 0.824724 0.429956 0.027 Uiso 1 1 calc R U . . .
O4 O 0.7111(4) 0.5162(5) 0.19735(7) 0.0295(6) Uani 1 1 d . . . . .
C5 C 0.4838(7) 0.6713(5) 0.43735(10) 0.0222(8) Uani 1 1 d . . . . .
C6 C 0.6887(7) 0.6632(5) 0.45108(11) 0.0243(8) Uani 1 1 d . . . . .
H6 H 0.768578 0.562192 0.449446 0.029 Uiso 1 1 calc R U . . .
C7 C 0.7752(7) 0.8051(5) 0.46724(11) 0.0241(8) Uani 1 1 d . . . . .
H7 H 0.914801 0.799678 0.476943 0.029 Uiso 1 1 calc R U . . .
C8 C 0.2781(7) 0.6304(5) 0.35228(11) 0.0240(8) Uani 1 1 d . . . . .
H8A H 0.334833 0.745911 0.354672 0.029 Uiso 1 1 calc R U . . .
H8B H 0.131526 0.628826 0.362011 0.029 Uiso 1 1 calc R U . . .
C9 C 0.2770(7) 0.5779(6) 0.31270(11) 0.0255(8) Uani 1 1 d . . . . .
H9A H 0.192059 0.659092 0.298497 0.031 Uiso 1 1 calc R U . . .
H9B H 0.209888 0.465879 0.310328 0.031 Uiso 1 1 calc R U . . .
C10 C 0.5036(6) 0.5712(5) 0.29781(10) 0.0217(8) Uani 1 1 d . . . . .
H10 H 0.564106 0.687383 0.297562 0.026 Uiso 1 1 calc R U . . .
C11 C 0.6449(6) 0.4586(5) 0.32109(10) 0.0236(8) Uani 1 1 d . . . . .
H11A H 0.596512 0.340613 0.318990 0.028 Uiso 1 1 calc R U . . .
H11B H 0.793163 0.464643 0.312249 0.028 Uiso 1 1 calc R U . . .
C12 C 0.6372(6) 0.5126(6) 0.36053(9) 0.0237(7) Uani 1 1 d . . . . .
H12A H 0.721877 0.434267 0.375504 0.028 Uiso 1 1 calc R U . . .
H12B H 0.697741 0.626787 0.363194 0.028 Uiso 1 1 calc R U . . .
C13 C 0.7201(6) 0.5665(5) 0.23248(11) 0.0232(8) Uani 1 1 d . . . . .
C14 C 0.8854(6) 0.5398(5) 0.17417(10) 0.0223(8) Uani 1 1 d . . . . .
C15 C 0.8439(7) 0.6195(5) 0.14169(11) 0.0253(8) Uani 1 1 d . . . . .
H15 H 0.707271 0.664720 0.136746 0.030 Uiso 1 1 calc R U . . .
C16 C 1.0065(7) 0.6318(6) 0.11653(11) 0.0271(9) Uani 1 1 d . . . . .
H16 H 0.980877 0.685295 0.094013 0.033 Uiso 1 1 calc R U . . .
C17 C 1.2063(7) 0.5666(6) 0.12398(11) 0.0277(9) Uani 1 1 d . . . . .
H17 H 1.317222 0.575195 0.106672 0.033 Uiso 1 1 calc R U . . .
C18 C 1.2428(6) 0.4886(6) 0.15698(11) 0.0259(8) Uani 1 1 d . . . . .
H18 H 1.379933 0.445093 0.162213 0.031 Uiso 1 1 calc R U . . .
C19 C 1.0827(6) 0.4735(5) 0.18226(11) 0.0252(8) Uani 1 1 d . . . . .
H19 H 1.107576 0.418883 0.204675 0.030 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 O1 1.432(3) . ?
S1 N1 1.641(3) . ?
S1 O2 1.432(3) . ?
S1 C5 1.761(4) . ?
N1 C8 1.474(5) . ?
N1 C12 1.480(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.504(6) . ?
S2 C10 1.815(4) . ?
S2 C13 1.757(4) . ?
C2 C3 1.398(6) . ?
C2 C7 1.394(6) . ?
O3 C13 1.197(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.398(6) . ?
O4 C13 1.362(5) . ?
O4 C14 1.405(5) . ?
C5 C6 1.387(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.389(6) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.524(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.530(6) . ?
C10 H10 1.0000 . ?
C10 C11 1.528(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.524(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C14 C15 1.385(6) . ?
C14 C19 1.382(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.390(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.381(6) . ?
C19 H19 0.9500 . ?

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 N1 106.18(17) . . ?
O1 S1 O2 119.4(2) . . ?
O1 S1 C5 108.04(18) . . ?
N1 S1 C5 108.02(18) . . ?
O2 S1 N1 106.27(16) . . ?
O2 S1 C5 108.5(2) . . ?
C8 N1 S1 117.7(3) . . ?
C8 N1 C12 113.1(3) . . ?
C12 N1 S1 116.4(2) . . ?
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 . . ?
C13 S2 C10 102.03(19) . . ?
C3 C2 C1 120.7(4) . . ?
C7 C2 C1 121.0(4) . . ?
C7 C2 C3 118.3(4) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.3(4) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.2(4) . . ?
C5 C4 H4 120.4 . . ?
C13 O4 C14 120.8(3) . . ?
C4 C5 S1 119.4(3) . . ?
C6 C5 S1 119.8(3) . . ?
C6 C5 C4 120.8(4) . . ?
C5 C6 H6 120.5 . . ?
C5 C6 C7 119.0(4) . . ?
C7 C6 H6 120.5 . . ?
C2 C7 H7 119.3 . . ?
C6 C7 C2 121.5(4) . . ?
C6 C7 H7 119.3 . . ?
N1 C8 H8A 110.0 . . ?
N1 C8 H8B 110.0 . . ?
N1 C8 C9 108.4(3) . . ?
H8A C8 H8B 108.4 . . ?
C9 C8 H8A 110.0 . . ?
C9 C8 H8B 110.0 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 C10 110.6(3) . . ?
H9A C9 H9B 108.1 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
S2 C10 H10 109.0 . . ?
C9 C10 S2 106.1(3) . . ?
C9 C10 H10 109.0 . . ?
C11 C10 S2 112.6(3) . . ?
C11 C10 C9 111.0(3) . . ?
C11 C10 H10 109.0 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 C10 110.9(3) . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
N1 C12 C11 108.4(3) . . ?
N1 C12 H12A 110.0 . . ?
N1 C12 H12B 110.0 . . ?
C11 C12 H12A 110.0 . . ?
C11 C12 H12B 110.0 . . ?
H12A C12 H12B 108.4 . . ?
O3 C13 S2 129.0(3) . . ?
O3 C13 O4 126.1(4) . . ?
O4 C13 S2 104.9(3) . . ?
C15 C14 O4 116.4(4) . . ?
C19 C14 O4 121.2(3) . . ?
C19 C14 C15 122.2(4) . . ?
C14 C15 H15 120.8 . . ?
C14 C15 C16 118.5(4) . . ?
C16 C15 H15 120.8 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.5(4) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.4(4) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 121.0(4) . . ?
C19 C18 H18 119.5 . . ?
C14 C19 H19 120.8 . . ?
C18 C19 C14 118.4(4) . . ?
C18 C19 H19 120.8 . . ?

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 -157.4(3) . . . . ?
S1 N1 C12 C11 157.3(3) . . . . ?
S1 C5 C6 C7 179.0(3) . . . . ?
O1 S1 N1 C8 168.1(3) . . . . ?
O1 S1 N1 C12 -52.8(4) . . . . ?
O1 S1 C5 C4 -161.6(3) . . . . ?
O1 S1 C5 C6 19.9(4) . . . . ?
N1 S1 C5 C4 84.0(3) . . . . ?
N1 S1 C5 C6 -94.6(3) . . . . ?
N1 C8 C9 C10 -56.8(4) . . . . ?
C1 C2 C3 C4 179.1(4) . . . . ?
C1 C2 C7 C6 -178.7(4) . . . . ?
S2 C10 C11 C12 -172.7(3) . . . . ?
O2 S1 N1 C8 40.1(3) . . . . ?
O2 S1 N1 C12 179.1(3) . . . . ?
O2 S1 C5 C4 -30.8(4) . . . . ?
O2 S1 C5 C6 150.6(3) . . . . ?
C2 C3 C4 C5 0.1(6) . . . . ?
C3 C2 C7 C6 0.7(6) . . . . ?
C3 C4 C5 S1 -178.6(3) . . . . ?
C3 C4 C5 C6 -0.1(6) . . . . ?
C4 C5 C6 C7 0.5(6) . . . . ?
O4 C14 C15 C16 -174.1(4) . . . . ?
O4 C14 C19 C18 174.5(4) . . . . ?
C5 S1 N1 C8 -76.2(3) . . . . ?
C5 S1 N1 C12 62.9(4) . . . . ?
C5 C6 C7 C2 -0.8(6) . . . . ?
C7 C2 C3 C4 -0.4(6) . . . . ?
C8 N1 C12 C11 -61.8(4) . . . . ?
C8 C9 C10 S2 176.8(3) . . . . ?
C8 C9 C10 C11 54.2(5) . . . . ?
C9 C10 C11 C12 -53.9(4) . . . . ?
C10 S2 C13 O3 0.1(5) . . . . ?
C10 S2 C13 O4 -179.0(3) . . . . ?
C10 C11 C12 N1 56.0(4) . . . . ?
C12 N1 C8 C9 62.3(4) . . . . ?
C13 S2 C10 C9 158.8(3) . . . . ?
C13 S2 C10 C11 -79.6(3) . . . . ?
C13 O4 C14 C15 -128.1(4) . . . . ?
C13 O4 C14 C19 57.3(6) . . . . ?
C14 O4 C13 S2 -174.9(3) . . . . ?
C14 O4 C13 O3 6.0(7) . . . . ?
C14 C15 C16 C17 -0.5(6) . . . . ?
C15 C14 C19 C18 0.3(6) . . . . ?
C15 C16 C17 C18 -0.1(7) . . . . ?
C16 C17 C18 C19 0.7(7) . . . . ?
C17 C18 C19 C14 -0.8(6) . . . . ?
C19 C14 C15 C16 0.4(6) . . . . ?

_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 1.662
_oxdiff_exptl_absorpt_empirical_full_min 0.545
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.82(3)
2 0.18(3)

