# Electronic Supplementary Material (ESI) for ChemComm.
# 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. 
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data_hy-20190706
_database_code_depnum_ccdc_archive 'CCDC 2231839'
loop_
_audit_author_name
_audit_author_address
'Yan He'
;Henan Normal University
China
;
_audit_update_record             
;
2022-12-20 deposited with the CCDC.	2023-02-23 downloaded from the CCDC.
;
_audit_creation_date             2020-02-16
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C12 H14 N2 O S)'
_chemical_formula_sum            'C24 H28 N4 O2 S2'
_chemical_formula_weight         468.62
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C1 H1 O1 N1 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.7386(4)
_cell_length_b                   13.7675(5)
_cell_length_c                   15.6087(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.917(3)
_cell_angle_gamma                90
_cell_volume                     2307.35(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5686
_cell_measurement_temperature    295.25(16)
_cell_measurement_theta_max      27.5650
_cell_measurement_theta_min      3.5780
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.950
_exptl_absorpt_coefficient_mu    0.260
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65363
_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            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.891
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18532
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.963
_diffrn_reflns_theta_min         3.252
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.25(16)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0521
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00  39.00   1.00    5.75    --   16.05-129.00  37.00   25
  2  ω     20.00  45.00   1.00    5.75    --   16.05-141.00-134.00   25
  3  ω    -73.00 -48.00   1.00    5.75    --  -16.83 129.00 110.00   25
  4  ω    -79.00 -54.00   1.00    5.75    --  -16.83 141.00 -76.00   25
  5  ω    -10.00  82.00   1.00    5.75    --   16.05  77.00 -30.00   92
  6  ω    -50.00  43.00   1.00    5.75    --   16.05 -77.00 120.00   93
  7  ω     35.00  64.00   1.00    5.75    --   16.05 178.00  30.00   29
  8  ω     -4.00  38.00   1.00    5.75    --  -16.83  19.00-180.00   42
  9  ω    -46.00 -17.00   1.00    5.75    --  -16.83  19.00-180.00   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0254428000
_diffrn_orient_matrix_UB_12      -0.0128281000
_diffrn_orient_matrix_UB_13      -0.0401053000
_diffrn_orient_matrix_UB_21      -0.0089523000
_diffrn_orient_matrix_UB_22      -0.0498720000
_diffrn_orient_matrix_UB_23      0.0095073000
_diffrn_orient_matrix_UB_31      -0.0602769000
_diffrn_orient_matrix_UB_32      0.0020174000
_diffrn_orient_matrix_UB_33      -0.0191575000
_diffrn_oxdiff_digest_frames     
;
016a8f259ad2efefc30b767f296d5bcbad000274cd3
;
_diffrn_oxdiff_digest_hkl        
;
010aa5b3c4b8b7d4123e7aa190b4cf53b11de5
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3877
_reflns_number_total             5454
_reflns_odcompleteness_completeness 99.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5454
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0473
_refine_ls_restrained_S_all      1.039
_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)+(0.0453P)²+0.7836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1072
_refine_ls_wR_factor_ref         0.1199
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C2(H2), C13(H13), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C15(H15A,H15B), C16(H16A,H16B),
 C17(H17A,H17B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2A), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), N4(H4), C19(H19),
 C20(H20), C21(H21), C22(H22), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.09017(16) 0.70591(13) 0.41320(12) 0.0376(4) Uani 1 1 d . . . . .
H1 H 0.1271 0.6823 0.3601 0.045 Uiso 1 1 calc R . . . .
N1 N 0.18538(13) 0.75317(11) 0.46319(10) 0.0386(4) Uani 1 1 d . . . . .
O1 O -0.14339(13) 0.52612(11) 0.43806(10) 0.0566(4) Uani 1 1 d . . . . .
S1 S -0.13945(5) 0.69247(4) 0.35297(4) 0.05595(17) Uani 1 1 d . . . . .
C2 C -0.01754(17) 0.77458(15) 0.38976(13) 0.0457(5) Uani 1 1 d . . . . .
H2 H 0.0070 0.8173 0.3427 0.055 Uiso 1 1 calc R . . . .
N2 N 0.02847(14) 0.62372(11) 0.45558(10) 0.0405(4) Uani 1 1 d . . . . .
H2A H 0.0626 0.5931 0.4978 0.049 Uiso 1 1 calc R . . . .
C3 C -0.0607(2) 0.83531(16) 0.46510(16) 0.0585(6) Uani 1 1 d . . . . .
H3A H -0.1176 0.8852 0.4447 0.070 Uiso 1 1 calc R . . . .
H3B H -0.1051 0.7943 0.5049 0.070 Uiso 1 1 calc R . . . .
C4 C 0.0485(2) 0.88223(18) 0.51082(16) 0.0636(6) Uani 1 1 d . . . . .
H4A H 0.0195 0.9166 0.5610 0.076 Uiso 1 1 calc R . . . .
H4B H 0.0870 0.9291 0.4731 0.076 Uiso 1 1 calc R . . . .
C5 C 0.14331(19) 0.80685(16) 0.53782(13) 0.0499(5) Uani 1 1 d . . . . .
H5A H 0.2138 0.8383 0.5658 0.060 Uiso 1 1 calc R . . . .
H5B H 0.1065 0.7624 0.5784 0.060 Uiso 1 1 calc R . . . .
C6 C 0.30685(16) 0.71325(13) 0.46325(11) 0.0352(4) Uani 1 1 d . . . . .
C7 C 0.40733(18) 0.76863(15) 0.49287(12) 0.0440(5) Uani 1 1 d . . . . .
H7 H 0.3937 0.8306 0.5144 0.053 Uiso 1 1 calc R . . . .
C8 C 0.52733(19) 0.73205(17) 0.49041(14) 0.0526(5) Uani 1 1 d . . . . .
H8 H 0.5935 0.7699 0.5102 0.063 Uiso 1 1 calc R . . . .
C9 C 0.55001(19) 0.64105(17) 0.45929(14) 0.0541(6) Uani 1 1 d . . . . .
H9 H 0.6307 0.6165 0.4587 0.065 Uiso 1 1 calc R . . . .
C10 C 0.45156(18) 0.58646(16) 0.42884(13) 0.0486(5) Uani 1 1 d . . . . .
H10 H 0.4664 0.5251 0.4063 0.058 Uiso 1 1 calc R . . . .
C11 C 0.33128(17) 0.62127(14) 0.43127(12) 0.0410(4) Uani 1 1 d . . . . .
H11 H 0.2659 0.5827 0.4113 0.049 Uiso 1 1 calc R . . . .
C12 C -0.08421(17) 0.59981(15) 0.42413(13) 0.0441(5) Uani 1 1 d . . . . .
O2 O 0.65870(13) 0.53523(12) 0.00687(9) 0.0554(4) Uani 1 1 d . . . . .
S2 S 0.75171(5) 0.55661(5) 0.16372(4) 0.0638(2) Uani 1 1 d . . . . .
N3 N 0.46126(15) 0.41230(13) 0.25034(10) 0.0465(4) Uani 1 1 d . . . . .
N4 N 0.54079(14) 0.48371(12) 0.11886(9) 0.0428(4) Uani 1 1 d . . . . .
H4 H 0.4819 0.4581 0.0884 0.051 Uiso 1 1 calc R . . . .
C13 C 0.53539(18) 0.48685(15) 0.21296(12) 0.0437(4) Uani 1 1 d . . . . .
H13 H 0.5013 0.5499 0.2298 0.052 Uiso 1 1 calc R . . . .
C14 C 0.67203(19) 0.48243(18) 0.24254(13) 0.0562(6) Uani 1 1 d . . . . .
H14 H 0.6815 0.5113 0.2996 0.067 Uiso 1 1 calc R . . . .
C15 C 0.7246(2) 0.3790(2) 0.24270(16) 0.0716(7) Uani 1 1 d . . . . .
H15A H 0.7357 0.3576 0.1841 0.086 Uiso 1 1 calc R . . . .
H15B H 0.8054 0.3787 0.2713 0.086 Uiso 1 1 calc R . . . .
C16 C 0.6393(2) 0.3102(2) 0.28737(18) 0.0783(8) Uani 1 1 d . . . . .
H16A H 0.6347 0.3277 0.3475 0.094 Uiso 1 1 calc R . . . .
H16B H 0.6721 0.2448 0.2837 0.094 Uiso 1 1 calc R . . . .
C17 C 0.5117(2) 0.31366(16) 0.24731(15) 0.0582(6) Uani 1 1 d . . . . .
H17A H 0.5156 0.2923 0.1882 0.070 Uiso 1 1 calc R . . . .
H17B H 0.4570 0.2699 0.2776 0.070 Uiso 1 1 calc R . . . .
C18 C 0.33291(18) 0.42788(15) 0.25872(12) 0.0433(5) Uani 1 1 d . . . . .
C19 C 0.2641(2) 0.37011(19) 0.31374(15) 0.0622(6) Uani 1 1 d . . . . .
H19 H 0.3023 0.3187 0.3425 0.075 Uiso 1 1 calc R . . . .
C20 C 0.1386(3) 0.3891(2) 0.32581(18) 0.0781(8) Uani 1 1 d . . . . .
H20 H 0.0935 0.3500 0.3627 0.094 Uiso 1 1 calc R . . . .
C21 C 0.0804(2) 0.4643(2) 0.28428(18) 0.0764(8) Uani 1 1 d . . . . .
H21 H -0.0036 0.4765 0.2929 0.092 Uiso 1 1 calc R . . . .
C22 C 0.1464(2) 0.5205(2) 0.23072(16) 0.0699(7) Uani 1 1 d . . . . .
H22 H 0.1075 0.5722 0.2028 0.084 Uiso 1 1 calc R . . . .
C23 C 0.2706(2) 0.50252(18) 0.21668(13) 0.0564(6) Uani 1 1 d . . . . .
H23 H 0.3134 0.5412 0.1782 0.068 Uiso 1 1 calc R . . . .
C24 C 0.64172(18) 0.52252(15) 0.08277(13) 0.0436(4) Uani 1 1 d . . . . .


_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
C1 H1 0.9800 . ?
C1 N1 1.432(2) . ?
C1 C2 1.534(3) . ?
C1 N2 1.473(2) . ?
N1 C5 1.457(2) . ?
N1 C6 1.415(2) . ?
O1 C12 1.218(2) . ?
S1 C2 1.816(2) . ?
S1 C12 1.787(2) . ?
C2 H2 0.9800 . ?
C2 C3 1.521(3) . ?
N2 H2A 0.8600 . ?
N2 C12 1.340(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.508(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.509(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.394(3) . ?
C6 C11 1.388(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.385(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.367(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.376(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.379(3) . ?
C11 H11 0.9300 . ?
O2 C24 1.214(2) . ?
S2 C14 1.823(2) . ?
S2 C24 1.779(2) . ?
N3 C13 1.429(2) . ?
N3 C17 1.463(3) . ?
N3 C18 1.403(2) . ?
N4 H4 0.8600 . ?
N4 C13 1.472(2) . ?
N4 C24 1.341(2) . ?
C13 H13 0.9800 . ?
C13 C14 1.532(3) . ?
C14 H14 0.9800 . ?
C14 C15 1.532(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.497(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.498(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.392(3) . ?
C18 C23 1.386(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.388(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.367(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.349(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.377(3) . ?
C23 H23 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
N1 C1 H1 108.4 . . ?
N1 C1 C2 112.28(15) . . ?
N1 C1 N2 115.24(14) . . ?
C2 C1 H1 108.4 . . ?
N2 C1 H1 108.4 . . ?
N2 C1 C2 103.75(14) . . ?
C1 N1 C5 115.97(15) . . ?
C6 N1 C1 118.28(15) . . ?
C6 N1 C5 119.59(15) . . ?
C12 S1 C2 91.00(9) . . ?
C1 C2 S1 103.23(13) . . ?
C1 C2 H2 109.8 . . ?
S1 C2 H2 109.8 . . ?
C3 C2 C1 113.11(16) . . ?
C3 C2 S1 111.06(15) . . ?
C3 C2 H2 109.8 . . ?
C1 N2 H2A 122.1 . . ?
C12 N2 C1 115.74(15) . . ?
C12 N2 H2A 122.1 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 108.0 . . ?
C4 C3 C2 110.89(18) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 C5 110.71(19) . . ?
H4A C4 H4B 108.1 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
N1 C5 C4 110.00(17) . . ?
N1 C5 H5A 109.7 . . ?
N1 C5 H5B 109.7 . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C7 C6 N1 119.76(17) . . ?
C11 C6 N1 122.25(16) . . ?
C11 C6 C7 117.94(17) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.50(19) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.0(2) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 H9 120.6 . . ?
C8 C9 C10 118.89(19) . . ?
C10 C9 H9 120.6 . . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 121.0(2) . . ?
C11 C10 H10 119.5 . . ?
C6 C11 H11 119.7 . . ?
C10 C11 C6 120.64(18) . . ?
C10 C11 H11 119.7 . . ?
O1 C12 S1 122.44(15) . . ?
O1 C12 N2 127.58(18) . . ?
N2 C12 S1 109.95(14) . . ?
C24 S2 C14 91.03(9) . . ?
C13 N3 C17 116.39(16) . . ?
C18 N3 C13 118.86(17) . . ?
C18 N3 C17 120.64(17) . . ?
C13 N4 H4 121.5 . . ?
C24 N4 H4 121.5 . . ?
C24 N4 C13 116.92(16) . . ?
N3 C13 N4 114.67(16) . . ?
N3 C13 H13 108.3 . . ?
N3 C13 C14 112.67(17) . . ?
N4 C13 H13 108.3 . . ?
N4 C13 C14 104.28(15) . . ?
C14 C13 H13 108.3 . . ?
S2 C14 H14 110.1 . . ?
C13 C14 S2 103.42(14) . . ?
C13 C14 H14 110.1 . . ?
C15 C14 S2 110.18(16) . . ?
C15 C14 C13 112.86(19) . . ?
C15 C14 H14 110.1 . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 C14 111.1(2) . . ?
C16 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
C15 C16 H16A 109.6 . . ?
C15 C16 H16B 109.6 . . ?
C15 C16 C17 110.4(2) . . ?
H16A C16 H16B 108.1 . . ?
C17 C16 H16A 109.6 . . ?
C17 C16 H16B 109.6 . . ?
N3 C17 C16 110.6(2) . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 108.1 . . ?
C19 C18 N3 120.15(19) . . ?
C23 C18 N3 122.48(18) . . ?
C23 C18 C19 117.3(2) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.2(2) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 121.0(2) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.2(2) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.0(3) . . ?
C23 C22 H22 119.5 . . ?
C18 C23 H23 119.4 . . ?
C22 C23 C18 121.3(2) . . ?
C22 C23 H23 119.4 . . ?
O2 C24 S2 123.14(15) . . ?
O2 C24 N4 127.05(18) . . ?
N4 C24 S2 109.80(14) . . ?

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
C1 N1 C5 C4 -56.8(2) . . . . ?
C1 N1 C6 C7 164.25(16) . . . . ?
C1 N1 C6 C11 -13.0(2) . . . . ?
C1 C2 C3 C4 48.7(2) . . . . ?
C1 N2 C12 O1 166.5(2) . . . . ?
C1 N2 C12 S1 -11.9(2) . . . . ?
N1 C1 C2 S1 -165.70(13) . . . . ?
N1 C1 C2 C3 -45.6(2) . . . . ?
N1 C1 N2 C12 158.63(16) . . . . ?
N1 C6 C7 C8 -177.59(17) . . . . ?
N1 C6 C11 C10 177.07(17) . . . . ?
S1 C2 C3 C4 164.27(16) . . . . ?
C2 C1 N1 C5 50.4(2) . . . . ?
C2 C1 N1 C6 -157.23(16) . . . . ?
C2 C1 N2 C12 35.5(2) . . . . ?
C2 S1 C12 O1 168.89(19) . . . . ?
C2 S1 C12 N2 -12.58(16) . . . . ?
C2 C3 C4 C5 -55.0(3) . . . . ?
N2 C1 N1 C5 -68.1(2) . . . . ?
N2 C1 N1 C6 84.27(19) . . . . ?
N2 C1 C2 S1 -40.63(16) . . . . ?
N2 C1 C2 C3 79.48(19) . . . . ?
C3 C4 C5 N1 57.9(3) . . . . ?
C5 N1 C6 C7 -44.4(2) . . . . ?
C5 N1 C6 C11 138.36(19) . . . . ?
C6 N1 C5 C4 151.18(18) . . . . ?
C6 C7 C8 C9 -0.2(3) . . . . ?
C7 C6 C11 C10 -0.2(3) . . . . ?
C7 C8 C9 C10 1.1(3) . . . . ?
C8 C9 C10 C11 -1.6(3) . . . . ?
C9 C10 C11 C6 1.1(3) . . . . ?
C11 C6 C7 C8 -0.2(3) . . . . ?
C12 S1 C2 C1 31.01(14) . . . . ?
C12 S1 C2 C3 -90.49(15) . . . . ?
S2 C14 C15 C16 -164.00(18) . . . . ?
N3 C13 C14 S2 163.16(14) . . . . ?
N3 C13 C14 C15 44.1(2) . . . . ?
N3 C18 C19 C20 176.3(2) . . . . ?
N3 C18 C23 C22 -175.3(2) . . . . ?
N4 C13 C14 S2 38.19(18) . . . . ?
N4 C13 C14 C15 -80.9(2) . . . . ?
C13 N3 C17 C16 55.4(2) . . . . ?
C13 N3 C18 C19 -163.14(19) . . . . ?
C13 N3 C18 C23 13.9(3) . . . . ?
C13 N4 C24 O2 -172.7(2) . . . . ?
C13 N4 C24 S2 6.3(2) . . . . ?
C13 C14 C15 C16 -49.0(3) . . . . ?
C14 S2 C24 O2 -165.0(2) . . . . ?
C14 S2 C24 N4 15.94(16) . . . . ?
C14 C15 C16 C17 55.9(3) . . . . ?
C15 C16 C17 N3 -58.0(3) . . . . ?
C17 N3 C13 N4 70.9(2) . . . . ?
C17 N3 C13 C14 -48.1(2) . . . . ?
C17 N3 C18 C19 40.5(3) . . . . ?
C17 N3 C18 C23 -142.5(2) . . . . ?
C18 N3 C13 N4 -86.4(2) . . . . ?
C18 N3 C13 C14 154.48(17) . . . . ?
C18 N3 C17 C16 -147.60(19) . . . . ?
C18 C19 C20 C21 0.0(4) . . . . ?
C19 C18 C23 C22 1.8(3) . . . . ?
C19 C20 C21 C22 0.1(4) . . . . ?
C20 C21 C22 C23 0.8(4) . . . . ?
C21 C22 C23 C18 -1.8(4) . . . . ?
C23 C18 C19 C20 -1.0(3) . . . . ?
C24 S2 C14 C13 -31.48(15) . . . . ?
C24 S2 C14 C15 89.40(16) . . . . ?
C24 N4 C13 N3 -154.00(17) . . . . ?
C24 N4 C13 C14 -30.3(2) . . . . ?


_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 1.350
_oxdiff_exptl_absorpt_empirical_full_min 0.552
