# 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_mzm-1227_auto
_database_code_depnum_ccdc_archive 'CCDC 2152684'
loop_
_audit_author_name
_audit_author_address
'Zhaoming Ma'
;Peking university
China
;
_audit_update_record             
;
2022-02-17 deposited with the CCDC.	2023-02-17 downloaded from the CCDC.
;
_audit_creation_date             2022-02-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H18 N2 O3 S2'
_chemical_formula_sum            'C18 H18 N2 O3 S2'
_chemical_formula_weight         374.46
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O S N'
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                   10.53468(11)
_cell_length_b                   6.40021(7)
_cell_length_c                   13.58053(14)
_cell_angle_alpha                90
_cell_angle_beta                 106.4012(11)
_cell_angle_gamma                90
_cell_volume                     878.396(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11070
_cell_measurement_theta_min      3.3690
_cell_measurement_theta_max      77.3680
_shelx_estimated_absorpt_T_max   0.721
_shelx_estimated_absorpt_T_min   0.621
_exptl_absorpt_coefficient_mu    2.921
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48744
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
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    1.416
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             392
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0146
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11363
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.626
_diffrn_reflns_theta_min         3.392
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     41.00  87.00   0.50    0.05    --   48.98  38.00  79.00   92
  2  ω     83.00 117.00   0.50    0.05    --   48.98  77.00 150.00   68
  3  ω     29.00  76.00   0.50    0.05    --   48.98  77.00 150.00   94
  4  ω     37.00 100.00   0.50    0.05    --   48.98  57.00-120.00  126
  5  ω    -13.00  12.00   0.50    0.05    --   48.98 -38.00 -75.00   50
  6  ω     34.00  68.00   0.50    0.06    --  105.71 -57.00-180.00   68
  7  ω     39.00 105.00   0.50    0.06    --  105.71 -77.00 -30.00  132
  8  ω     82.00 108.00   0.50    0.06    --  105.71 -77.00  90.00   52
  9  ω     34.00  60.00   0.50    0.06    --  105.71 -57.00 150.00   52
 10  ω     38.00  75.00   0.50    0.06    --  105.71 -77.00  90.00   74
 11  ω     98.00 178.00   0.50    0.06    --  105.71  19.00 -60.00  160
 12  ω    111.00 144.00   0.50    0.06    --  105.71  38.00  79.00   66
 13  ω     86.00 111.00   0.50    0.06    --  105.71  77.00 150.00   50
 14  ω    -22.00   6.00   0.50    0.05    --  -48.98  19.00  30.00   56
 15  ω    -29.00  -2.00   0.50    0.05    --  -48.98  38.00  79.00   54
 16  ω    -24.00  25.00   0.50    0.05    --  -48.98  19.00  60.00   98
 17  ω     55.00  93.00   0.50    0.06    --  105.71 -99.00   0.00   76
 18  ω    -23.00  23.00   0.50    0.05    --  -48.98  19.00-120.00   92
 19  ω    -92.00 -47.00   0.50    0.06    -- -104.00  77.00 -30.00   90
 20  ω    -64.00 -32.00   0.50    0.06    -- -104.00  57.00  90.00   64
 21  ω    -63.00 -33.00   0.50    0.06    -- -104.00  57.00 -60.00   60
 22  ω    -63.00 -32.00   0.50    0.06    -- -104.00  57.00 -90.00   62
 23  ω    -61.00 -36.00   0.50    0.06    -- -104.00  57.00-180.00   50
 24  ω   -130.00-105.00   0.50    0.06    -- -104.00 -19.00-150.00   50
 25  ω   -109.00 -84.00   0.50    0.06    -- -104.00 -77.00-180.00   50
 26  ω   -109.00 -83.00   0.50    0.06    -- -104.00 -77.00-120.00   52
 27  ω   -108.00 -83.00   0.50    0.06    -- -104.00 -77.00-150.00   50
 28  ω   -175.00 -83.00   0.50    0.06    -- -104.00 -77.00 -90.00  184
 29  ω   -174.00-125.00   0.50    0.06    -- -104.00 -60.00-161.47   98
 30  ω   -116.00 -90.00   0.50    0.06    -- -104.00 -60.00-161.47   52
 31  ω   -169.00 -94.00   0.50    0.06    -- -104.00 -57.00-180.00  150
 32  ω   -156.00 -92.00   0.50    0.06    -- -104.00 -77.00 150.00  128
 33  ω   -114.00 -88.00   0.50    0.06    -- -104.00 -66.00 144.65   52
 34  ω   -117.00 -91.00   0.50    0.06    -- -104.00 -57.00 150.00   52
 35  ω   -124.00 -96.00   0.50    0.06    -- -104.00 -54.00 141.94   56
 36  ω   -115.00 -90.00   0.50    0.06    -- -104.00 -60.00 169.17   50
 37  ω    -77.00 -51.00   0.50    0.05    --  -48.98 -57.00 150.00   52
 38  ω   -158.00-132.00   0.50    0.06    -- -104.00 -38.00 -75.00   52
 39  ω   -110.00 -41.00   0.50    0.05    --  -48.98 -38.00 -75.00  138
 40  ω   -118.00 -93.00   0.50    0.06    -- -104.00 -54.00-132.20   50
 41  ω   -138.00 -95.00   0.50    0.06    -- -104.00 -48.00-147.07   86
 42  ω   -174.00-147.00   0.50    0.06    -- -104.00 -48.00-147.07   54
 43  ω   -154.00-127.00   0.50    0.06    -- -104.00 -82.00-127.04   54
 44  ω   -112.00 -86.00   0.50    0.06    -- -104.00 -90.00-172.31   52
 45  ω   -113.00 -81.00   0.50    0.06    -- -104.00 -82.00-127.04   64
 46  ω   -119.00 -82.00   0.50    0.05    --  -48.98-125.00   0.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1334702000
_diffrn_orient_matrix_UB_12      -0.1161843000
_diffrn_orient_matrix_UB_13      -0.0276561000
_diffrn_orient_matrix_UB_21      0.0038293000
_diffrn_orient_matrix_UB_22      -0.0039116000
_diffrn_orient_matrix_UB_23      0.1142251000
_diffrn_orient_matrix_UB_31      -0.0735564000
_diffrn_orient_matrix_UB_32      0.2107722000
_diffrn_orient_matrix_UB_33      -0.0131752000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_full    0.973
_reflns_Friedel_fraction_max     0.913
_reflns_number_gt                3500
_reflns_number_total             3511
_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 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 1531 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.008(10)
_refine_ls_extinction_coef       0.009(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3511
_refine_ls_number_restraints     154
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0251
_refine_ls_restrained_S_all      1.037
_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)+(0.0497P)²+0.1452P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0684
_refine_ls_wR_factor_ref         0.0686
_refine_special_details          ?
_olex2_refinement_description    
;
1. 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
2. Restrained distances
 S21A-C22 \\sim S21-C22
 with sigma of 0.02
 C25A-C24A \\sim C25-C24
 with sigma of 0.02
 C23-C22 \\sim C23A-C22
 with sigma of 0.02
 S21A-C25A \\sim S21-C25
 with sigma of 0.02
 C24-C23 \\sim C24A-C23A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
S21 \\sim C23 \\sim C25 \\sim C24 \\sim C23A \\sim C24A \\sim C25A \\sim S21A:
within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 C23A, C25A, S21A, C24A, C22
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 S21, C25, C24, C23, C22
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Others
 Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=Sof(H25A)=Sof(S21A)=1-FVAR(1)
 Sof(S21)=Sof(C23)=Sof(H23)=Sof(C25)=Sof(H25)=Sof(C24)=Sof(H24)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B), C14(H14A,H14B)
6.b Aromatic/amide H refined with riding coordinates:
 C23(H23), C6(H6), C7(H7), C4(H4), C5(H5), C25(H25), C24(H24), C23A(H23A),
 C24A(H24A), C25A(H25A)
6.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
S16 S 0.83607(4) 0.52149(8) 0.36389(3) 0.02013(15) Uani 1 1 d . . . . .
S21 S 0.56524(7) 0.49797(12) 0.21281(6) 0.0238(2) Uani 0.901(3) 1 d D U P A 1
O9 O 0.89167(14) 0.3275(2) 0.80595(10) 0.0212(3) Uani 1 1 d . . . . .
O18 O 0.95197(14) 0.6402(3) 0.36732(11) 0.0285(4) Uani 1 1 d . . . . .
O17 O 0.83030(15) 0.3017(3) 0.34265(12) 0.0286(4) Uani 1 1 d . . . . .
N2 N 0.81539(17) 0.6234(3) 0.85805(13) 0.0220(4) Uani 1 1 d . . . . .
N15 N 0.80671(16) 0.5482(3) 0.47412(12) 0.0195(3) Uani 1 1 d . . . . .
C23 C 0.6966(10) 0.8365(13) 0.2377(8) 0.0258(15) Uani 0.901(3) 1 d D U P A 1
H23 H 0.764428 0.937044 0.262744 0.031 Uiso 0.901(3) 1 calc R U P A 1
C8 C 0.86128(18) 0.2828(3) 0.89616(14) 0.0186(4) Uani 1 1 d . . . . .
C12 C 0.66964(18) 0.5329(3) 0.58322(14) 0.0197(4) Uani 1 1 d . . . . .
C3 C 0.81500(19) 0.4660(3) 0.92870(15) 0.0196(4) Uani 1 1 d . . . . .
C1 C 0.86238(18) 0.5348(4) 0.78996(14) 0.0210(4) Uani 1 1 d . . . . .
C6 C 0.84094(19) 0.0996(4) 1.04022(15) 0.0239(4) Uani 1 1 d . . . . .
H6 H 0.848380 -0.024707 1.079651 0.029 Uiso 1 1 calc R U . . .
C10 C 0.89114(19) 0.6322(4) 0.69886(14) 0.0222(4) Uani 1 1 d . . . . .
H10A H 0.936353 0.528074 0.666629 0.027 Uiso 1 1 calc R U . . .
H10B H 0.952770 0.750542 0.722284 0.027 Uiso 1 1 calc R U . . .
C11 C 0.7043(2) 0.4155(4) 0.49764(16) 0.0260(4) Uani 1 1 d . . . . .
H11A H 0.739516 0.274825 0.520573 0.031 Uiso 1 1 calc R U . . .
H11B H 0.626237 0.401195 0.437055 0.031 Uiso 1 1 calc R U . . .
C14 C 0.80559(19) 0.7583(3) 0.51794(14) 0.0194(4) Uani 1 1 d . . . . .
H14A H 0.739888 0.849768 0.470897 0.023 Uiso 1 1 calc R U . . .
H14B H 0.893972 0.824562 0.533501 0.023 Uiso 1 1 calc R U . . .
C7 C 0.8751(2) 0.0954(3) 0.94794(16) 0.0231(4) Uani 1 1 d . . . . .
H7 H 0.905516 -0.027704 0.922804 0.028 Uiso 1 1 calc R U . . .
C4 C 0.7810(2) 0.4680(3) 1.02120(15) 0.0228(4) Uani 1 1 d . . . . .
H4 H 0.749014 0.590753 1.045450 0.027 Uiso 1 1 calc R U . . .
C5 C 0.79629(19) 0.2819(4) 1.07575(15) 0.0233(4) Uani 1 1 d . . . . .
H5 H 0.775617 0.278562 1.139443 0.028 Uiso 1 1 calc R U . . .
C20 C 0.5711(2) 0.4832(4) 0.62130(17) 0.0267(5) Uani 1 1 d . . . . .
C19 C 0.7099(2) 0.9062(4) 0.65442(16) 0.0253(4) Uani 1 1 d . . . . .
H19A H 0.628977 0.949837 0.602635 0.038 Uiso 1 1 calc R U . . .
H19B H 0.775055 1.019396 0.666174 0.038 Uiso 1 1 calc R U . . .
H19C H 0.689234 0.873669 0.718727 0.038 Uiso 1 1 calc R U . . .
C22 C 0.70524(18) 0.6368(4) 0.27067(14) 0.0202(4) Uani 1 1 d D . . . .
C13 C 0.76630(19) 0.7129(3) 0.61670(14) 0.0188(4) Uani 1 1 d . . . . .
C25 C 0.4950(3) 0.7110(5) 0.1420(2) 0.0257(6) Uani 0.901(3) 1 d D U P A 1
H25 H 0.409345 0.710576 0.094402 0.031 Uiso 0.901(3) 1 calc R U P A 1
C24 C 0.5762(3) 0.8816(5) 0.1618(3) 0.0279(7) Uani 0.901(3) 1 d D U P A 1
H24 H 0.554829 1.013338 0.129059 0.033 Uiso 0.901(3) 1 calc R U P A 1
H20A H 0.519(3) 0.362(5) 0.598(2) 0.032(7) Uiso 1 1 d . . . . .
H20B H 0.554(3) 0.560(6) 0.671(3) 0.039(8) Uiso 1 1 d . . . . .
C23A C 0.594(3) 0.527(5) 0.233(3) 0.031(5) Uani 0.099(3) 1 d D U P A 2
H23A H 0.577355 0.392143 0.256379 0.037 Uiso 0.099(3) 1 calc R U P A 2
C24A C 0.505(3) 0.641(5) 0.155(3) 0.025(4) Uani 0.099(3) 1 d D U P A 2
H24A H 0.427482 0.587077 0.107552 0.030 Uiso 0.099(3) 1 calc R U P A 2
C25A C 0.549(3) 0.839(6) 0.158(3) 0.025(4) Uani 0.099(3) 1 d D U P A 2
H25A H 0.496863 0.948482 0.119516 0.030 Uiso 0.099(3) 1 calc R U P A 2
S21A S 0.707(2) 0.879(3) 0.2367(19) 0.022(3) Uani 0.099(3) 1 d D U P A 2


_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
S16 O18 1.4278(16) . ?
S16 O17 1.4335(18) . ?
S16 N15 1.6209(16) . ?
S16 C22 1.750(2) . ?
S21 C22 1.711(2) . ?
S21 C25 1.711(3) . ?
O9 C8 1.381(2) . ?
O9 C1 1.366(3) . ?
N2 C3 1.392(3) . ?
N2 C1 1.296(3) . ?
N15 C11 1.477(3) . ?
N15 C14 1.472(3) . ?
C23 H23 0.9500 . ?
C23 C22 1.349(8) . ?
C23 C24 1.420(10) . ?
C8 C3 1.389(3) . ?
C8 C7 1.377(3) . ?
C12 C11 1.513(3) . ?
C12 C20 1.323(3) . ?
C12 C13 1.520(3) . ?
C3 C4 1.400(3) . ?
C1 C10 1.491(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.398(3) . ?
C6 C5 1.394(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C13 1.553(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.539(2) . ?
C7 H7 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.388(3) . ?
C5 H5 0.9500 . ?
C20 H20A 0.95(3) . ?
C20 H20B 0.89(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C19 C13 1.523(3) . ?
C22 C23A 1.34(2) . ?
C22 S21A 1.616(17) . ?
C25 H25 0.9500 . ?
C25 C24 1.366(4) . ?
C24 H24 0.9500 . ?
C23A H23A 0.9500 . ?
C23A C24A 1.41(3) . ?
C24A H24A 0.9500 . ?
C24A C25A 1.35(3) . ?
C25A H25A 0.9500 . ?
C25A S21A 1.73(3) . ?

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
O18 S16 O17 121.07(10) . . ?
O18 S16 N15 107.35(9) . . ?
O18 S16 C22 106.89(10) . . ?
O17 S16 N15 106.33(9) . . ?
O17 S16 C22 106.76(10) . . ?
N15 S16 C22 107.88(9) . . ?
C22 S21 C25 91.39(15) . . ?
C1 O9 C8 104.12(15) . . ?
C1 N2 C3 104.54(18) . . ?
C11 N15 S16 118.71(14) . . ?
C14 N15 S16 119.69(13) . . ?
C14 N15 C11 110.38(15) . . ?
C22 C23 H23 123.3 . . ?
C22 C23 C24 113.3(6) . . ?
C24 C23 H23 123.3 . . ?
O9 C8 C3 107.29(18) . . ?
C7 C8 O9 128.04(18) . . ?
C7 C8 C3 124.65(18) . . ?
C11 C12 C13 108.62(16) . . ?
C20 C12 C11 124.6(2) . . ?
C20 C12 C13 126.8(2) . . ?
N2 C3 C4 131.55(19) . . ?
C8 C3 N2 108.80(17) . . ?
C8 C3 C4 119.63(18) . . ?
O9 C1 C10 116.63(18) . . ?
N2 C1 O9 115.23(18) . . ?
N2 C1 C10 128.1(2) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C5 C6 C7 121.6(2) . . ?
C1 C10 H10A 108.8 . . ?
C1 C10 H10B 108.8 . . ?
C1 C10 C13 113.95(15) . . ?
H10A C10 H10B 107.7 . . ?
C13 C10 H10A 108.8 . . ?
C13 C10 H10B 108.8 . . ?
N15 C11 C12 103.31(17) . . ?
N15 C11 H11A 111.1 . . ?
N15 C11 H11B 111.1 . . ?
C12 C11 H11A 111.1 . . ?
C12 C11 H11B 111.1 . . ?
H11A C11 H11B 109.1 . . ?
N15 C14 H14A 111.3 . . ?
N15 C14 H14B 111.3 . . ?
N15 C14 C13 102.39(15) . . ?
H14A C14 H14B 109.2 . . ?
C13 C14 H14A 111.3 . . ?
C13 C14 H14B 111.3 . . ?
C8 C7 C6 115.11(19) . . ?
C8 C7 H7 122.4 . . ?
C6 C7 H7 122.4 . . ?
C3 C4 H4 121.6 . . ?
C5 C4 C3 116.80(18) . . ?
C5 C4 H4 121.6 . . ?
C6 C5 H5 118.9 . . ?
C4 C5 C6 122.21(18) . . ?
C4 C5 H5 118.9 . . ?
C12 C20 H20A 120.8(17) . . ?
C12 C20 H20B 120(2) . . ?
H20A C20 H20B 119(3) . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C13 C19 H19A 109.5 . . ?
C13 C19 H19B 109.5 . . ?
C13 C19 H19C 109.5 . . ?
S21 C22 S16 120.91(14) . . ?
C23 C22 S16 127.3(4) . . ?
C23 C22 S21 111.8(4) . . ?
C23A C22 S16 118.6(14) . . ?
C23A C22 S21A 118.3(15) . . ?
S21A C22 S16 122.7(7) . . ?
C12 C13 C10 108.82(17) . . ?
C12 C13 C14 101.83(15) . . ?
C12 C13 C19 115.10(17) . . ?
C14 C13 C10 107.90(15) . . ?
C19 C13 C10 111.13(16) . . ?
C19 C13 C14 111.49(17) . . ?
S21 C25 H25 123.9 . . ?
C24 C25 S21 112.3(3) . . ?
C24 C25 H25 123.9 . . ?
C23 C24 H24 124.4 . . ?
C25 C24 C23 111.2(4) . . ?
C25 C24 H24 124.4 . . ?
C22 C23A H23A 125.1 . . ?
C22 C23A C24A 110(3) . . ?
C24A C23A H23A 125.1 . . ?
C23A C24A H24A 125.8 . . ?
C25A C24A C23A 108(3) . . ?
C25A C24A H24A 125.8 . . ?
C24A C25A H25A 122.6 . . ?
C24A C25A S21A 115(3) . . ?
S21A C25A H25A 122.6 . . ?
C22 S21A C25A 87.1(16) . . ?

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
S16 N15 C11 C12 -159.97(14) . . . . ?
S16 N15 C14 C13 176.69(13) . . . . ?
S16 C22 C23A C24A -176(2) . . . . ?
S16 C22 S21A C25A -176.9(18) . . . . ?
S21 C25 C24 C23 -1.1(7) . . . . ?
O9 C8 C3 N2 0.6(2) . . . . ?
O9 C8 C3 C4 -177.72(17) . . . . ?
O9 C8 C7 C6 177.44(17) . . . . ?
O9 C1 C10 C13 116.37(19) . . . . ?
O18 S16 N15 C11 -170.58(15) . . . . ?
O18 S16 N15 C14 49.12(17) . . . . ?
O18 S16 C22 S21 157.86(12) . . . . ?
O18 S16 C22 C23 -24.5(7) . . . . ?
O18 S16 C22 C23A 163(2) . . . . ?
O18 S16 C22 S21A -23.9(12) . . . . ?
O17 S16 N15 C11 -39.67(18) . . . . ?
O17 S16 N15 C14 -179.97(14) . . . . ?
O17 S16 C22 S21 26.97(15) . . . . ?
O17 S16 C22 C23 -155.4(7) . . . . ?
O17 S16 C22 C23A 32(2) . . . . ?
O17 S16 C22 S21A -154.8(12) . . . . ?
N2 C3 C4 C5 -177.88(19) . . . . ?
N2 C1 C10 C13 -65.3(3) . . . . ?
N15 S16 C22 S21 -86.97(14) . . . . ?
N15 S16 C22 C23 90.6(7) . . . . ?
N15 S16 C22 C23A -82(2) . . . . ?
N15 S16 C22 S21A 91.2(12) . . . . ?
N15 C14 C13 C12 -35.70(18) . . . . ?
N15 C14 C13 C10 78.76(18) . . . . ?
N15 C14 C13 C19 -158.95(16) . . . . ?
C8 O9 C1 N2 -1.2(2) . . . . ?
C8 O9 C1 C10 177.35(16) . . . . ?
C8 C3 C4 C5 0.1(3) . . . . ?
C3 N2 C1 O9 1.6(2) . . . . ?
C3 N2 C1 C10 -176.76(18) . . . . ?
C3 C8 C7 C6 -1.2(3) . . . . ?
C3 C4 C5 C6 -1.1(3) . . . . ?
C1 O9 C8 C3 0.25(18) . . . . ?
C1 O9 C8 C7 -178.6(2) . . . . ?
C1 N2 C3 C8 -1.3(2) . . . . ?
C1 N2 C3 C4 176.8(2) . . . . ?
C1 C10 C13 C12 -56.7(2) . . . . ?
C1 C10 C13 C14 -166.39(18) . . . . ?
C1 C10 C13 C19 71.1(2) . . . . ?
C11 N15 C14 C13 33.4(2) . . . . ?
C11 C12 C13 C10 -86.45(19) . . . . ?
C11 C12 C13 C14 27.3(2) . . . . ?
C11 C12 C13 C19 148.09(18) . . . . ?
C14 N15 C11 C12 -16.3(2) . . . . ?
C7 C8 C3 N2 179.52(19) . . . . ?
C7 C8 C3 C4 1.2(3) . . . . ?
C7 C6 C5 C4 1.1(3) . . . . ?
C5 C6 C7 C8 0.1(3) . . . . ?
C20 C12 C11 N15 172.2(2) . . . . ?
C20 C12 C13 C10 93.4(2) . . . . ?
C20 C12 C13 C14 -152.8(2) . . . . ?
C20 C12 C13 C19 -32.1(3) . . . . ?
C22 S16 N15 C11 74.55(18) . . . . ?
C22 S16 N15 C14 -65.75(17) . . . . ?
C22 S21 C25 C24 0.2(3) . . . . ?
C22 C23 C24 C25 1.7(11) . . . . ?
C22 C23A C24A C25A -13(5) . . . . ?
C13 C12 C11 N15 -7.9(2) . . . . ?
C25 S21 C22 S16 178.67(15) . . . . ?
C25 S21 C22 C23 0.7(6) . . . . ?
C24 C23 C22 S16 -179.3(4) . . . . ?
C24 C23 C22 S21 -1.5(10) . . . . ?
C23A C22 S21A C25A -4(3) . . . . ?
C23A C24A C25A S21A 11(5) . . . . ?
C24A C25A S21A C22 -5(4) . . . . ?
S21A C22 C23A C24A 11(4) . . . . ?

_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 1.919
_oxdiff_exptl_absorpt_empirical_full_min 0.655
