# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_202011236_tw
_database_code_depnum_ccdc_archive 'CCDC 2055754'
loop_
_audit_author_name
_audit_author_address
zhuyu
;zhengzhou university
China
;
_audit_update_record             
;
2021-01-13 deposited with the CCDC.	2021-08-17 downloaded from the CCDC.
;
_audit_creation_date             2020-11-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H18 N2 O S'
_chemical_formula_sum            'C24 H18 N2 O S'
_chemical_formula_weight         382.46
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O3N4S1
_chemical_oxdiff_usercomment     r
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      monoclinic
_space_group_IT_number           4
_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                   6.8325(3)
_cell_length_b                   15.6420(8)
_cell_length_c                   8.9374(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.861(5)
_cell_angle_gamma                90
_cell_volume                     953.99(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1909
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.7150
_cell_measurement_theta_min      4.9700
_shelx_estimated_absorpt_T_max   0.880
_shelx_estimated_absorpt_T_min   0.780
_exptl_absorpt_coefficient_mu    1.633
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93002
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3412
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.070
_diffrn_reflns_theta_max         67.070
_diffrn_reflns_theta_min         4.955
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -108.00 -32.00   1.00    1.00    --  -33.50 178.00 -90.00   76
  2  ω    -98.00 -54.00   1.00    1.00    --  -33.50 -77.00  30.00   44
  3  ω      0.00  27.00   1.00    1.00    --   36.47  19.00 -30.00   27
  4  ω      4.00  76.00   1.00    1.00    --   36.47 -99.00  60.00   72
  5  ω     31.00  99.00   1.00    1.00    --   36.47  19.00 -30.00   68
  6  ω      7.00  73.00   1.00    1.00    --   36.47 -99.00 -90.00   66
  7  ω     64.00  99.00   1.00    1.00    --   36.47 178.00-150.00   35
  8  ω     30.00  57.00   1.00    1.00    --   36.47 -99.00 -60.00   27
  9  ω     39.00  76.00   1.00    4.00    --  108.00 -45.00-180.00   37
 10  ω     38.00 112.00   1.00    4.00    --  108.00-111.00 -30.00   74
 11  ω     41.00 126.00   1.00    4.00    --  108.00 -45.00  90.00   85
 12  ω     77.00 108.00   1.00    4.00    --  108.00 -45.00-180.00   31
 13  ω     67.00 111.00   1.00    4.00    --  108.00-111.00  90.00   44
 14  ω     83.00 177.00   1.00    4.00    --  108.00  77.00-120.00   94
 15  ω     83.00 110.00   1.00    4.00    --  108.00 -77.00 120.00   27
 16  ω     51.00 145.00   1.00    4.00    --  108.00   0.00-150.00   94
 17  ω      6.00  35.00   1.00    3.50    --  -33.50  19.00  90.00   29
 18  ω    -33.00   2.00   1.00    3.50    --  -33.50  19.00  90.00   35
 19  ω    -30.00   0.00   1.00    3.50    --  -33.50  77.00-180.00   30
 20  ω     59.00 110.00   1.00    3.50    --   36.47 178.00-120.00   51
 21  ω     63.00 103.00   1.00    3.50    --   36.47  57.00  30.00   40
 22  ω     31.00  57.00   1.00    3.50    --   36.47 -99.00 -30.00   26
 23  ω    -31.00  12.00   1.00    3.50    --   36.47 -57.00-120.00   43
 24  ω     38.00  96.00   1.00    4.00    --  108.00 -30.00 150.00   58
 25  ω    106.00 134.00   1.00    4.00    --  108.00 -77.00-150.00   28
 26  ω     99.00 178.00   1.00    4.00    --  108.00  30.00 -30.00   79
 27  ω     79.00 109.00   1.00    4.00    --  108.00-111.00-150.00   30
 28  ω     69.00 101.00   1.00    4.00    --  108.00 -77.00-150.00   32
 29  ω     44.00 120.00   1.00    4.00    --  108.00 -45.00 -60.00   76
 30  ω     83.00 116.00   1.00    4.00    --  108.00 178.00-180.00   33
 31  ω     78.00 104.00   1.00    4.00    --  108.00 -94.00 -30.00   26
 32  ω    103.00 176.00   1.00    4.00    --  108.00  61.00 -90.00   73
 33  ω     61.00  97.00   1.00    4.00    --  108.00 -94.00 120.00   36
 34  ω     79.00 105.00   1.00    4.00    --  108.00 -61.00 -60.00   26
 35  ω     44.00  73.00   1.00    4.00    --  108.00 -61.00 -60.00   29
 36  ω    -68.00 -42.00   1.00    3.50    --  -33.50 178.00  30.00   26
 37  ω     52.00  77.00   1.00    3.50    --   36.47 -99.00 120.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0096907000
_diffrn_orient_matrix_UB_12      0.0973723000
_diffrn_orient_matrix_UB_13      -0.0252585000
_diffrn_orient_matrix_UB_21      -0.0064541000
_diffrn_orient_matrix_UB_22      0.0140975000
_diffrn_orient_matrix_UB_23      0.1702786000
_diffrn_orient_matrix_UB_31      0.2254394000
_diffrn_orient_matrix_UB_32      0.0046098000
_diffrn_orient_matrix_UB_33      0.0123784000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.922
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2902
_reflns_number_total             3412
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 _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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 1118 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3412
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0566
_refine_ls_restrained_S_all      1.047
_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)+(0.0506P)²+0.3141P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1347
_refine_ls_wR_factor_ref         0.1433
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.631(7)
 0.369(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Restrained distances
 H1A-N1
 0.87 with sigma of 0.02
4.a Ternary CH refined with riding coordinates:
 C11(H11)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1B), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C13(H13), C14(H14), C15(H15),
  C16(H16), C17(H17), C24(H24), C23(H23), C22(H22), C21(H21)
4.c Fitted hexagon refined as free rotating group:
 C6(C1,C2,C3,C4,C5), C12(C13,C14,C15,C16,C17), C20(C19,C24,C23,C22,C21)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.6716(2) 0.72923(11) 0.34120(19) 0.0585(4) Uani 1 1 d . . . . .
O1 O 0.2442(6) 0.5307(3) 0.5002(5) 0.0541(10) Uani 1 1 d . . . . .
H1 H 0.121(12) 0.536(5) 0.485(9) 0.08(2) Uiso 1 1 d . . . . .
N1 N 0.6246(7) 0.5859(3) 0.4961(7) 0.0543(13) Uani 1 1 d D . . . .
H1A H 0.518(7) 0.611(4) 0.515(8) 0.06(2) Uiso 1 1 d D . . . .
N2 N 0.9102(6) 0.5996(3) 0.3629(5) 0.0471(11) Uani 1 1 d . . . . .
C6 C 0.4554(4) 0.3111(2) 0.3014(4) 0.0487(14) Uani 1 1 d . . . . .
C1 C 0.5180(6) 0.2340(2) 0.2427(4) 0.0602(15) Uani 1 1 d G . . . .
H1B H 0.4363 0.2038 0.1753 0.072 Uiso 1 1 calc R . . . .
C2 C 0.7026(6) 0.2023(2) 0.2847(5) 0.0638(18) Uani 1 1 d G . . . .
H2 H 0.7444 0.1507 0.2454 0.077 Uiso 1 1 calc R . . . .
C3 C 0.8247(5) 0.2475(3) 0.3854(5) 0.0610(17) Uani 1 1 d G . . . .
H3 H 0.9482 0.2263 0.4135 0.073 Uiso 1 1 calc R . . . .
C4 C 0.7622(5) 0.3246(2) 0.4440(4) 0.0512(14) Uani 1 1 d G . . . .
H4 H 0.8439 0.3548 0.5114 0.061 Uiso 1 1 calc R . . . .
C5 C 0.5775(5) 0.35635(19) 0.4020(4) 0.0455(13) Uani 1 1 d G . . . .
C7 C 0.2619(9) 0.3412(5) 0.2659(7) 0.0582(16) Uani 1 1 d . . . . .
H7 H 0.1811 0.3111 0.1977 0.070 Uiso 1 1 calc R . . . .
C8 C 0.1944(9) 0.4122(4) 0.3294(7) 0.0560(16) Uani 1 1 d . . . . .
H8 H 0.0663 0.4298 0.3070 0.067 Uiso 1 1 calc R . . . .
C9 C 0.3170(8) 0.4611(4) 0.4309(7) 0.0477(14) Uani 1 1 d . . . . .
C10 C 0.5097(8) 0.4376(4) 0.4603(6) 0.0433(12) Uani 1 1 d . . . . .
C11 C 0.6511(8) 0.4974(4) 0.5485(7) 0.0462(13) Uani 1 1 d . . . . .
H11 H 0.7836 0.4804 0.5236 0.055 Uiso 1 1 calc R . . . .
C12 C 0.6468(6) 0.4944(3) 0.7179(4) 0.0535(14) Uani 1 1 d . . . . .
C13 C 0.4864(6) 0.4651(3) 0.7928(5) 0.0708(19) Uani 1 1 d G . . . .
H13 H 0.3779 0.4431 0.7388 0.085 Uiso 1 1 calc R . . . .
C14 C 0.4881(9) 0.4687(4) 0.9482(5) 0.095(3) Uani 1 1 d G . . . .
H14 H 0.3808 0.4491 0.9983 0.114 Uiso 1 1 calc R . . . .
C15 C 0.6503(11) 0.5017(5) 1.0288(4) 0.112(4) Uani 1 1 d G . . . .
H15 H 0.6514 0.5041 1.1328 0.134 Uiso 1 1 calc R . . . .
C16 C 0.8107(9) 0.5310(5) 0.9540(6) 0.116(4) Uani 1 1 d G . . . .
H16 H 0.9191 0.5530 1.0079 0.139 Uiso 1 1 calc R . . . .
C17 C 0.8089(6) 0.5274(4) 0.7985(6) 0.091(3) Uani 1 1 d G . . . .
H17 H 0.9162 0.5470 0.7484 0.109 Uiso 1 1 calc R . . . .
C18 C 0.7434(8) 0.6263(4) 0.4069(6) 0.0429(12) Uani 1 1 d . . . . .
C20 C 0.8830(5) 0.7336(3) 0.2441(5) 0.0567(14) Uani 1 1 d . . . . .
C19 C 0.9921(6) 0.6594(2) 0.2685(4) 0.0495(14) Uani 1 1 d G . . . .
C24 C 1.1690(6) 0.6491(3) 0.2002(5) 0.0673(19) Uani 1 1 d G . . . .
H24 H 1.2420 0.5995 0.2165 0.081 Uiso 1 1 calc R . . . .
C23 C 1.2366(6) 0.7128(4) 0.1076(5) 0.080(3) Uani 1 1 d G . . . .
H23 H 1.3550 0.7059 0.0619 0.096 Uiso 1 1 calc R . . . .
C22 C 1.1275(7) 0.7869(3) 0.0832(5) 0.086(3) Uani 1 1 d G . . . .
H22 H 1.1727 0.8296 0.0212 0.103 Uiso 1 1 calc R . . . .
C21 C 0.9506(7) 0.7973(3) 0.1514(5) 0.078(2) Uani 1 1 d G . . . .
H21 H 0.8776 0.8469 0.1351 0.093 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C18 1.774(6) . ?
S1 C20 1.723(3) . ?
O1 H1 0.85(8) . ?
O1 C9 1.359(8) . ?
N1 H1A 0.86(3) . ?
N1 C11 1.470(8) . ?
N1 C18 1.327(8) . ?
N2 C18 1.293(7) . ?
N2 C19 1.396(6) . ?
C6 C1 1.3900 . ?
C6 C5 1.3900 . ?
C6 C7 1.425(7) . ?
C1 H1B 0.9300 . ?
C1 C2 1.3900 . ?
C2 H2 0.9300 . ?
C2 C3 1.3900 . ?
C3 H3 0.9300 . ?
C3 C4 1.3900 . ?
C4 H4 0.9300 . ?
C4 C5 1.3900 . ?
C5 C10 1.457(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.340(9) . ?
C8 H8 0.9300 . ?
C8 C9 1.426(9) . ?
C9 C10 1.379(8) . ?
C10 C11 1.534(8) . ?
C11 H11 0.9800 . ?
C11 C12 1.516(7) . ?
C12 C13 1.3900 . ?
C12 C17 1.3900 . ?
C13 H13 0.9300 . ?
C13 C14 1.3900 . ?
C14 H14 0.9300 . ?
C14 C15 1.3900 . ?
C15 H15 0.9300 . ?
C15 C16 1.3900 . ?
C16 H16 0.9300 . ?
C16 C17 1.3900 . ?
C17 H17 0.9300 . ?
C20 C19 1.3900 . ?
C20 C21 1.3900 . ?
C19 C24 1.3900 . ?
C24 H24 0.9300 . ?
C24 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C22 1.3900 . ?
C22 H22 0.9300 . ?
C22 C21 1.3900 . ?
C21 H21 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C20 S1 C18 88.7(2) . . ?
C9 O1 H1 112(5) . . ?
C11 N1 H1A 118(5) . . ?
C18 N1 H1A 117(5) . . ?
C18 N1 C11 124.8(5) . . ?
C18 N2 C19 110.7(5) . . ?
C1 C6 C5 120.0 . . ?
C1 C6 C7 120.1(4) . . ?
C5 C6 C7 119.8(4) . . ?
C6 C1 H1B 120.0 . . ?
C2 C1 C6 120.0 . . ?
C2 C1 H1B 120.0 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C10 118.9(3) . . ?
C4 C5 C6 120.0 . . ?
C4 C5 C10 121.1(3) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 C6 121.0(6) . . ?
C8 C7 H7 119.5 . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.7(6) . . ?
C9 C8 H8 119.7 . . ?
O1 C9 C8 120.2(5) . . ?
O1 C9 C10 119.6(6) . . ?
C10 C9 C8 120.2(6) . . ?
C5 C10 C11 120.8(4) . . ?
C9 C10 C5 118.8(5) . . ?
C9 C10 C11 120.4(6) . . ?
N1 C11 C10 110.3(5) . . ?
N1 C11 H11 106.5 . . ?
N1 C11 C12 109.8(5) . . ?
C10 C11 H11 106.5 . . ?
C12 C11 C10 116.9(5) . . ?
C12 C11 H11 106.5 . . ?
C13 C12 C11 123.1(4) . . ?
C13 C12 C17 120.0 . . ?
C17 C12 C11 116.8(4) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16 120.0 . . ?
C12 C17 H17 120.0 . . ?
C16 C17 C12 120.0 . . ?
C16 C17 H17 120.0 . . ?
N1 C18 S1 117.7(4) . . ?
N2 C18 S1 115.2(4) . . ?
N2 C18 N1 127.1(6) . . ?
C19 C20 S1 110.2(3) . . ?
C19 C20 C21 120.0 . . ?
C21 C20 S1 129.8(3) . . ?
C20 C19 N2 115.2(3) . . ?
C24 C19 N2 124.8(3) . . ?
C24 C19 C20 120.0 . . ?
C19 C24 H24 120.0 . . ?
C19 C24 C23 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C23 H23 120.0 . . ?
C22 C23 C24 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C22 H22 120.0 . . ?
C23 C22 C21 120.0 . . ?
C21 C22 H22 120.0 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.0 . . ?
C22 C21 H21 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N2 0.85(8) 2.03(8) 2.756(6) 143(7) 1_455
N1 H1A O1 0.86(3) 2.25(7) 2.740(7) 116(6) .

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 C20 C19 N2 0.0(4) . . . . ?
S1 C20 C19 C24 179.8(3) . . . . ?
S1 C20 C21 C22 -179.7(4) . . . . ?
O1 C9 C10 C5 171.4(5) . . . . ?
O1 C9 C10 C11 -10.5(9) . . . . ?
N1 C11 C12 C13 104.1(5) . . . . ?
N1 C11 C12 C17 -72.4(5) . . . . ?
N2 C19 C24 C23 179.8(4) . . . . ?
C6 C1 C2 C3 0.0 . . . . ?
C6 C5 C10 C9 9.2(6) . . . . ?
C6 C5 C10 C11 -168.9(4) . . . . ?
C6 C7 C8 C9 1.9(10) . . . . ?
C1 C6 C5 C4 0.0 . . . . ?
C1 C6 C5 C10 179.1(4) . . . . ?
C1 C6 C7 C8 175.4(5) . . . . ?
C1 C2 C3 C4 0.0 . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C3 C4 C5 C10 -179.1(4) . . . . ?
C4 C5 C10 C9 -171.7(4) . . . . ?
C4 C5 C10 C11 10.2(6) . . . . ?
C5 C6 C1 C2 0.0 . . . . ?
C5 C6 C7 C8 -0.7(8) . . . . ?
C5 C10 C11 N1 134.7(5) . . . . ?
C5 C10 C11 C12 -99.1(6) . . . . ?
C7 C6 C1 C2 -176.1(5) . . . . ?
C7 C6 C5 C4 176.1(5) . . . . ?
C7 C6 C5 C10 -4.8(5) . . . . ?
C7 C8 C9 O1 -176.8(6) . . . . ?
C7 C8 C9 C10 2.6(10) . . . . ?
C8 C9 C10 C5 -8.1(8) . . . . ?
C8 C9 C10 C11 170.0(5) . . . . ?
C9 C10 C11 N1 -43.4(7) . . . . ?
C9 C10 C11 C12 82.8(7) . . . . ?
C10 C11 C12 C13 -22.4(7) . . . . ?
C10 C11 C12 C17 161.2(4) . . . . ?
C11 N1 C18 S1 173.6(5) . . . . ?
C11 N1 C18 N2 -7.5(10) . . . . ?
C11 C12 C13 C14 -176.3(5) . . . . ?
C11 C12 C17 C16 176.6(5) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C13 C12 C17 C16 0.0 . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C12 0.0 . . . . ?
C17 C12 C13 C14 0.0 . . . . ?
C18 S1 C20 C19 -0.7(3) . . . . ?
C18 S1 C20 C21 179.0(3) . . . . ?
C18 N1 C11 C10 -102.9(6) . . . . ?
C18 N1 C11 C12 127.0(6) . . . . ?
C18 N2 C19 C20 1.0(5) . . . . ?
C18 N2 C19 C24 -178.7(4) . . . . ?
C20 S1 C18 N1 -179.6(5) . . . . ?
C20 S1 C18 N2 1.4(4) . . . . ?
C20 C19 C24 C23 0.0 . . . . ?
C19 N2 C18 S1 -1.6(6) . . . . ?
C19 N2 C18 N1 179.5(5) . . . . ?
C19 C20 C21 C22 0.0 . . . . ?
C19 C24 C23 C22 0.0 . . . . ?
C24 C23 C22 C21 0.0 . . . . ?
C23 C22 C21 C20 0.0 . . . . ?
C21 C20 C19 N2 -179.8(4) . . . . ?
C21 C20 C19 C24 0.0 . . . . ?

_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 1.156
_oxdiff_exptl_absorpt_empirical_full_min 0.877
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.631(7)
2 0.369(7)

